Abstract: The invention pertains to the field of aqueous thickening compositions, particularly for increasing the viscosity of an aqueous paint or varnish composition, a detergent composition or a cosmetic composition, in particular a cosmetic composition comprising ethoxylated surfactant compounds. The composition according to the invention comprises at least 40% by weight of water and combines a particular thickening compound and a nonionic compound comprising at least one hydrophilic saccharide group attached to at least one linear or branched hydrophobic chain.
The invention relates to the field of aqueous thickening compositions, in particular compositions which make it possible to increase the viscosity of aqueous paint or varnish compositions, of detergent compositions or of cosmetic compositions, in particular of a cosmetic composition comprising surfactant compounds. ethoxylated actives. The composition according to the invention comprises at least 40% by weight of water and combines a particular thickening compound and a non-ionic compound comprising at least one hydrophilic osidic group linked to at least one linear or branched hydrophobic chain.
Numerous thickening agents are known for increasing the viscosity of aqueous compositions, in particular polyurethane thickening agents. However, these thickening agents generally have a high viscosity in aqueous solution. Some prior art thickening agents are in the form of a wax at room temperature. A high viscosity in aqueous solution makes them difficult to transport or to handle, in particular during their dispersion in the composition to be thickened. In particular, these thickening agents must have a viscosity which allows them to be pumped. Too high a viscosity can also cause problems when preparing these thickening agents.
In order to control this viscosity, the thickening agents of the state of the art are often diluted, in particular with water or with organic solvents. Also to control their viscosity, the thickening agents of the state of the art can be associated with plasticizing compounds, for example cyclodextrin, derivatives of cyclodextrin or surfactant compounds, in particular ethoxylated surfactant compounds, anionic surfactant compounds or anionic ethoxylated surfactant compounds and mixtures thereof.
These different means of controlling the viscosity of the thickening agents of the state of the art have numerous drawbacks.
Dilution with water results in a decrease in the relative amount of the thickening agent. The effectiveness of viscosity control is then reduced. The use of organic solvents to dilute the thickening agent leads to the same
problems to which are added environmental problems as well as the diffusion of volatile organic compounds.
Controlling the viscosity of prior art thickening agents by means of thinning compounds also leads to problems. These problems can occur during the use of these thickening agents or during their preparation. For example, the use of cyclodextrin, cyclodextrin derivatives or surfactant compounds introduces ionic charges into the thickening agent. The presence of these ionic charges then makes the thickening agent sensitive to variations in pH at the time of its use. This sensitivity then disturbs the thickening efficiency in an unpredictable way.
The combination of these thinning compounds with the thickening agents of the state of the art leads to a relative reduction in the quantity of thickening agent leading to a disturbance in the control of the viscosity. The combined addition of water leads to the same problems due to its possible absorption by the surfactant compounds. Certain surfactant thinning compounds can also disturb or even block the thickening effectiveness of thickening agents of the state of the art.
When several means of controlling the viscosity of the thickening agents of the state of the art are combined, other problems may appear, in particular due to the chemical, physical or functional incompatibility between them. Combining different thickening agents can also lead to antagonistic effects.
Document CA 2816039 relates to a method for preparing polyurethanes which requires the presence of a metal salt of a carboxylic acid. US 6,479,573 relates to a method for thickening an aqueous system using water-soluble polyurethanes or hydrophobic terminated poly(acetal-polyethers).
There is therefore a need for improved thickening agents. These thickening agents must make it possible to control the various components of the viscosity of the aqueous compositions in which these agents are used. For example, for coating compositions, the thickening agents must make it possible to control the Brookfield viscosity at different shear gradients, the ICI viscosity as well as the Stormer viscosity.
Preferably, the thickening agents should also be partially or totally of natural origin. The stability of the thickening agents must also be improved, in particular: their stability during their preparation, during their transport or during their storage.
Thickening agents must also retain their properties despite variations in pH.
The composition according to the invention makes it possible to provide solutions to all or part of the problems of thickening agents of the state of the art.
Thus, the invention provides an aqueous composition comprising at least 40% by weight of water, and
- at least one polyalkoxylated compound (a) chosen from a polyurethane compound (al), a polyurethane-polyurea compound (a2), a polyether compound (a3), a polyester compound (a4), a polyurea compound (a5) and combinations thereof ;
- at least one non-ionic compound (b) comprising at least one hydrophilic osidic group linked to at least one linear or branched hydrophobic chain.
The invention also provides an aqueous composition consisting of at least 40% by weight of water, at least one polyalkoxylated compound (a) and at least one non-ionic compound (b) comprising at least one hydrophilic osidic group linked to at least a linear or branched hydrophobic chain.
According to the invention, both the composition according to the invention and the compounds (a) and (b) are insensitive to variations in pH, in particular to variations in pH ranging from pH 2 to pH 12. Thus, compounds (a) and (b) do not lead to a substantial modification of the rheological properties of the composition according to the invention subjected to variations in pH, in particular variations in pH ranging from pH 2 to pH 12, preferably variations in pH ranging from pH 5 at pH 9. In particular, the viscosity of the composition according to the invention is unchanged or modified by such a value that this modification is not significant during the implementation of this composition.
According to the invention, the amounts of compound (a) and of compound (b) may vary, in particular according to the nature of these compounds or else according to the destination of the composition according to the invention. Preferably, the ratio by dry/dry weight (a/b) of the amounts of compound (a) and of compound (b) ranges from 0.1 to 10, preferably from 1 to 7.
The aqueous composition according to the invention comprises at least one compound (a). Preferably, compound (a) is a rheology modifier compound, in particular a thickening compound. Also preferably, compound (a) is a nonionic compound, more preferably an alkoxylated nonionic compound. Also preferably, compound (a) is an associative compound, also more preferably an alkoxylated associative compound. Much more preferably, compound (a) is a nonionic associative compound, even more preferably an alkoxylated nonionic associative compound.
Preferably according to the invention, compound (a) is an associative compound. An associative compound (a) makes it possible to produce associative bonds during the implementation of the composition according to the invention. These associative bonds generally develop between chemical groups of the same nature, in particular between hydrophobic groups.
More preferably, the polyalkoxylated compound (a) comprises at least one C2-C4 alkoxylated group, in particular at least one ethoxylated group or one propoxylated group. Preferably, the polyalkoxylated compound (a) comprises ethoxylated groups alone or in combination with propoxylated groups. Also preferably, compound (a) comprises from 10 to 2000 C2-C4 alkoxylated groups, in particular from 100 to 1500 ethoxylated or propoxylated groups. More preferably, the alkoxylated compound (a) comprises from 100 to 1500 ethoxylated groups. Even more preferably, the alkoxylated compound (a) comprises from 250 to 1500 ethoxylated groups.
Essentially according to the invention, the composition according to the invention comprises at least one compound (a) chosen from a polyurethane compound (al), a polyurethane-polyurea compound (a2), a polyether compound (a3), a polyester compound (a4), a polyurea compound (a5) and combinations thereof.
Advantageously according to the invention, the composition according to the invention comprises at least one compound (a) chosen from a polyurethane compound (al), a polyether compound
(a3), a polyester compound (a4) and combinations thereof, in particular a combination of a polyurethane compound (al) and a polyether compound (a3) or a combination of a polyurethane compound (al) and a polyester compound (a4).
Preferably according to the invention, the polyurethane compound (al) is a polyurethane compound (al-1) prepared by reaction:
- at least one isocyanate compound (A) chosen independently from a diisocyanate compound (A1), a polyisocyanate compound (A2) and combinations thereof;
- at least one polyhydroxy compound (B), preferably chosen from:
- a compound (B l) of formula (chem I):
(HO)-L n -(OH)
wherein L independently represents a poly(alkylene glycol) residue and n independently represents a number ranging from 40 to 400;
- a compound (B1) of formula (chem I) combined with a non-alkoxylated compound (B2) comprising at least three hydroxyl groups;
- a polyalkoxylated compound (B3) comprising at least three hydroxyl groups;
- a compound (B4) of formula (chem II):
HO-(OA)pN ( Q)-(OA) q - OH
in which Q independently represents a linear or branched Cx-C;i2-alkyl group, OA independently represents an ethoxylated group (-CH2CH2O-) or a combination of ethoxylated groups (-CH2CH2O-) and propoxylated groups (-CH 2 C( CH 3 )0-) and p and q independently represent a number ranging from 50 to 200;
- their combinations; and
- at least one compound (C) selected from a monoisocyanate compound (C1), a monohydroxy compound (C2) and combinations thereof.
According to the invention, the diisocyanate compound (A1) comprises two isocyanate functions. Preferably according to the invention, the polyisocyanate compound (A2) comprises more than 2 isocyanate functions or more than 2.2 isocyanate functions or even more than 2.5 isocyanate functions. More preferably according to the invention, the polyisocyanate compound (A2) comprises more than 2.6 isocyanate functions or more than 2.7 isocyanate functions or more than 3 isocyanate functions. Also preferably according to the invention, the polyisocyanate compound (A2) comprises from 2.2 to 6 isocyanate functions, from 2.2 to 4 isocyanate functions, from 2.2 to 3.5 isocyanate functions, from 2.5 to 6 isocyanate functions, from 2.2 to 5 isocyanate functions, from 2.5 to 4 isocyanate functions, from 2.5 to 3.5 isocyanate functions, in particular from 2.6 to 3.3 isocyanate functions.
More preferably according to the invention, the compound (B l) is a compound of formula (chem I) in which:
- L independently represents a poly(ethylene glycol) residue; Where
- n independently represents a number ranging from 50 to 400, preferably from 100 to 300; or
- L independently represents a poly(ethylene glycol) residue and n independently represents a number ranging from 50 to 400, preferably from 100 to 300.
More preferably according to the invention, the compounds (B), (B1), (B3) and (B4) independently have a molar mass (Mw) measured by CES ranging from 1,500 to 20,000 g/mol, of preferably from 2,000 to 20,000 g/mol, more preferably from 4,000 to 15,000 g/mol.
Also preferably according to the invention, the compound (B2) comprises three hydroxyl groups. More preferably according to the invention, the compound (B2) is chosen from glycerol, pentaerythritol and their combinations.
Also in a particularly preferred manner according to the invention, the compound (B3) comprises three hydroxyl groups. More preferably according to the invention, the compound (B3) is chosen from polyethoxylated glycerol, polyethoxylated pentaerythritol and their combinations.
Également de manière particulièrement préférée selon l’invention, le composé (B4) est un composé de formule (chem II) dans laquelle Q représente indépendamment un groupement C8-C22-alkyl linéaire ou ramifié ou un groupement C12-C22-alkyl linéaire ou ramifié, plus préférentiellement un groupement C18-alkyl linéaire ou ramifié. De manière plus préférée selon l’invention, le composé (B4) est un composé de formule (chem II) dans laquelle Q représente indépendamment un groupement C8-C22-alkyl linéaire ou un groupement C12-C22-alkyl linéaire, plus préférentiellement un groupement C18-alkyl
linéaire. De manière particulièrement préférée, Q représente indépendamment un groupement alkyl linéaire.
De manière préférée selon l’invention, le composé monoisocyanate (C1) comprend une unique fonction isocyanate. Selon l’invention, le composé monoisocyanate (C1) peut être préparé par une réaction séparée :
- d’au moins un composé comprenant au moins un atome d’hydrogène labile et
- d’au moins un composé diisocyanate, de préférence un composé diisocyanate dissymétrique, d’au moins un composé polyisocyanate, et leurs combinaisons.
De manière préférée selon l’invention, le composé monohydroxylé (C2) comprend une unique fonction hydroxyle. De manière plus préférée selon l’invention, le composé monohydroxylé (C2) est choisi parmi un alcool en C6-C22 de préférence un alcool en C8-C18 un alcool en C12-C16 et leurs combinaisons.
De manière préférée selon l’invention, le composé polyuréthane (al) peut également être un composé polyuréthane (a1-2) préparé en l’absence de tout composé diisocyanate, par réaction :
- d’au moins un composé polyisocyanate (A2) ;
- d’au moins un composé polyhydroxylé (B), de préférence choisi parmi :
- un composé (Bl) de formule (chem I) :
(HO)-Ln-(OH)
dans laquelle L représente indépendamment un résidu poly(alkylèneglycol) et n représente indépendamment un nombre allant de 40 à 400 ;
- un composé (Bl) de formule (chem I) associé à un composé non-alkoxylé (B2) comprenant au moins trois groupements hydroxyles ;
- un composé polyalkoxylé (B3) comprenant au moins trois groupements hydroxyles ;
- un composé (B4) de formule (chem II) :
HO-(OA)pN(Q)-(OA)q-OH
dans laquelle Q représente indépendamment un groupement C8-C32-alkyl linéaire ou ramifié, OA représente indépendamment un groupement éthoxylé ou une combinaison de groupements éthoxylés (-CH2CH2O-) et de groupements propoxylés
(-CH2C(CH3)O-) et p et q représentent indépendamment un nombre allant de 50 à 200 ;
- leurs combinaisons ; et
- at least one compound (C) selected from a monoisocyanate compound (C1), a monohydroxy compound (C2) and combinations thereof.
Preferably according to the invention, the polyurethane-polyurea compound (a2) is prepared by reaction:
- at least one isocyanate compound (A) chosen independently from a diisocyanate compound (A1), a polyisocyanate compound (A2) and combinations thereof;
- at least one polyhydroxy compound (B), preferably chosen from:
- a compound (B l) of formula (chem I):
(HO)-L n -(OH)
wherein L independently represents a poly(alkylene glycol) residue and n independently represents a number ranging from 40 to 400;
- a compound (B1) of formula (chem I) combined with a non-alkoxylated compound (B2) comprising at least three hydroxyl groups;
- a polyalkoxylated compound (B3) comprising at least three hydroxyl groups;
- a compound (B4) of formula (chem II):
HO-(OA)pN ( Q)-(OA) q - OH
in which Q independently represents a linear or branched C 8 -C 32 -alkyl group , OA independently represents an ethoxylated group or a combination of ethoxylated groups (-CH2CH2O-) and propoxylated groups (-CH 2 C(CH 3 )O- ) and p and q independently represent a number ranging from 50 to 200;
- their combinations;
- at least one diamine compound (D), preferably chosen independently from:
- a compound (Dl) of formula (chem III):
(H 2 N)-T m -(NH 2 )
in which T independently represents a poly(alkylene glycol) residue or a C 4 -C 20 -alkylene group, and m independently represents a number ranging from 40 to 400; optionally in combination with a polyamine compound;
- a compound (D2) of formula (chem IV):
(H(R 1 )N)-T m -(NH 2 )
in which T independently represents a poly(alkyleneglycol) residue or a C 4 -C 20 -alkylene group, m independently represents a number ranging from 40 to 400 and R 1 independently represents a linear or branched C 1 -C 12 -alkyl group; optionally in combination with a polyamine compound, preferably with a triamine compound;
- a compound (D3) of formula (chem V):
(H(R 1 )N)-T m -(N(R 2 )H)
in which T independently represents a poly(alkyleneglycol) residue or a C 4 -C 20 -alkylene group, m independently represents a number ranging from 40 to 400 and R 1 and R 2 , which are identical or different, independently represent a C 1 -C group linear or branched 12 -alkyl; optionally in combination with a polyamine compound, preferably with a triamine compound;
- their combinations; and
- at least one compound (E) chosen independently from a monoisocyanate compound (E1), a monoamino compound (E2) and combinations thereof.
Preferably according to the invention, the compound (D) is a compound (D1) according to the invention.
De manière préférée selon l’invention, le composé monoisocyanate (El) comprend une unique fonction isocyanate. Selon l’invention, le composé monoisocyanate (El) peut être préparé par une réaction séparée
- d’au moins un composé comprenant au moins un atome d’hydrogène labile et
- d’au moins un composé diisocyanate, de préférence un composé diisocyanate dissymétrique, d’au moins un composé polyisocyanate, et leurs combinaisons.
De manière préférée selon l’invention, le composé monoaminé (E2) comprend une unique fonction amine, de préférence une unique fonction amine primaire ou une unique fonction amine secondaire.
De manière également préférée selon l’invention, le composé (E2) est un composé de formule (chem VI) :
T (T2)N-(OE)r-OH
dans laquelle T1 et T2 représentent indépendamment un groupement C8-C3-alkyl linéaire ou ramifié, de préférence T1 et T2 représentent indépendamment un groupement C8-C18-alkyl linéaire ou ramifié, OE représente indépendamment un groupement éthoxylé et r représente indépendamment un nombre allant de 3 à 150, de préférence un nombre allant de 3 à 100.
De manière plus préférée selon l’invention, le composé (E2) est choisi parmi octyl-N-amine, decyl-N-amine, undecenyl-N-amine, dodecyl-N-amine et leurs mélanges.
De manière préférée selon l’invention, le composé polyéther (a3) est préparé par réaction
- d’au moins un composé polyhydroxylé (B), de préférence choisi parmi :
- un composé (B l) de formule (chem I) :
(HO)-Ln-(OH)
dans laquelle L représente indépendamment un résidu poly(alkylèneglycol) et n représente indépendamment un nombre allant de 40 à 400 ;
- un composé (B l) de formule (chem I) associé à un composé non-alkoxylé (B2) comprenant au moins trois groupements hydroxyles ;
- un composé polyalkoxylé (B3) comprenant au moins trois groupements hydroxyles ; de préférence choisi parmi glycérol polyéthoxylé, pentaérythrithol polyéthoxylé, sorbitol polyéthoxylé, en particulier choisi parmi glycérol polyéthoxylé de masse moléculaire supérieure à 2 000 g/mol ou supérieure à 4 000 g/mol, pentaérythrithol polyéthoxylé de masse moléculaire supérieure à 2 000 g/mol ou supérieure à 4 000 g/mol, sorbitol polyéthoxylé de masse moléculaire supérieure à 2 000 g/mol ou supérieure à 4 000 g/mol ;
- un composé (B4) de formule (chem II) :
HO-(OA)pN(Q)-(OA)q-OH
dans laquelle Q représente indépendamment un groupement C8-C3 alkyl linéaire ou ramifié, OA représente indépendamment un groupement éthoxylé ou une combinaison de
groupements éthoxylés (-CH2CH2O-) et de groupements propoxylés (-CH2C(CH3)O-) et p et q représentent indépendamment un nombre allant de 50 à 200 ;
- leurs combinaisons ; et
- d’au moins un composé comprenant au moins une fonction halogénure (F).
De manière préférée selon l’invention, le composé (F) est choisi parmi un composé monohalogénure (Fl) seul ou en combinaison avec un composé polyhalogénure (F2), un composé polyhalogénure (F2) et leurs combinaisons, plus particulièrement une combinaison d’un composé monohalogénure (Fl) et d’un composé polyhalogénure (F2).
De manière également préférée selon l’invention, le composé (F) est choisi parmi un halogénure d’alkyle linéaire, un halogénure d’alkyle ramifié, un halogénure de cycloalkyle, un halogénure d’alkényle linéaire, un halogénure d’alkényle ramifié, un halogénure de cycloalkényle, un halogénure d’alkényle aromatique et leurs combinaisons. De préférence, il est choisi parmi un halogénure d’alkyle linéaire, un halogénure d’alkényle aromatique et leurs combinaisons. De manière plus préférée selon l’invention, le composé (F) est choisi parmi un composé monohalogénure (Fl), un composé polyhalogénure (F2) et leurs combinaisons.
De manière préférée selon l’invention, le composé polyhalogénure (F2) comprend de 2 à 5 fonctions halogénures. De manière plus préférée selon l’invention, le composé polyhalogénure (F2) est un dihalogénure, un trihalogénure ou un tetrahalogénure.
De manière également plus préférée selon l’invention, le composé halogénure (F) est un iodure, un bromure ou un chlorure, bien plus préférentiellement un bromure. Les composés polyhalogénures (F) préférés selon l’invention sont choisis parmi :
- un halogénure de C1-C22-alkyle linéaire, un halogénure de C1-C18-alkyle linéaire, un halogénure de C1-C12-alkyle linéaire,
- un halogénure de C1-C22-alkyle ramifié, un halogénure de C1-C18-alkyle ramifié, un halogénure de C1-C12-alkyle ramifié,
- un halogénure de C5-C7-cycloalkyle,
- un halogénure de C1-C22-alkényle linéaire, un halogénure de C1-C18-alkényle linéaire, un halogénure de C1-C12-alkényle linéaire,
- un halogénure de C1-C22-alkényle ramifié, un halogénure de C1-C18-alkényle ramifié, un halogénure de C1-C12-alkényle ramifié,
- un halogénure de C5-C7-cycloalkényle,
- un halogénure de C5-C7-alkényle aromatique,
- et leurs combinaisons.
Les composés polyhalogénures (F2) plus préférés selon l’invention sont choisis parmi :
- un polyhalogénure de C1-C12-alkyle linéaire, de préférence un dihalogénure de C1-C12-alkyle linéaire, en particulier un a,w-dihalogénure de C1-C12-alkyle linéaire, notamment un a,w-dibromure de C1-C12-alkyle linéaire, en particulier le dibromométhane,
- un polyhalogénure de C5-C7-alkényle aromatique, de préférence un dihalogénure de C5-C7-alkényle aromatique, en particulier le 1,3-(dibromomethylene)phenyl,
- et leurs combinaisons.
More preferably according to the invention, the compound (F) is chosen from a monobromide compound (F1a), alone or in combination with a dibromide compound (F2a), and their combinations, more particularly a combination of a compound (F1a ) and a compound (F2a).
Preferably according to the invention, the polyester compound (a4) is prepared by reaction
- at least one polyhydroxy compound (B), preferably chosen from:
- a compound (Bl) of formula (chem I):
(HO)-L n -(OH)
wherein L independently represents a poly(alkylene glycol) residue and n independently represents a number ranging from 40 to 400;
- a compound (B1) of formula (chem I) combined with a non-alkoxylated compound (B2) comprising at least three hydroxyl groups;
- a polyalkoxylated compound (B3) comprising at least three hydroxyl groups; preferably chosen from polyethoxylated glycerol, polyethoxylated pentaerythrithol, polyethoxylated sorbitol;
- a compound (B4) of formula (chem II):
HO-(OA)pN ( Q)-(OA) q - OH
in which Q independently represents a linear or branched C 8 -C 3 alkyl group, OA independently represents an ethoxylated group (-CH2CH2O-) or a combination of ethoxylated groups (-CH2CH2O-) and propoxylated groups (-CH 2 C(CH 3 )O-) and p and q independently represent a number ranging from 50 to 200;
- their combinations; and
- at least one compound comprising at least one carboxylic acid function (G); preferably chosen from a diacid compound (G1), a monocarboxylic acid compound (G2), an acid chloride (G3) and combinations thereof, in particular chosen from a diacid compound (G1), a monocarboxylic acid compound (G2), an acid chloride (G3).
Preferably according to the invention, the compound (G) is therefore a fatty acid. More preferably according to the invention, compound (G) comprises at least one linear or branched C 8 -C 2 -alkyl group or a linear or branched C 12 -C 2 -alkyl group , more preferentially a C 18 - linear or branched alkyl.
Preferably according to the invention, the compound (G1) is a fatty dicarboxylic acid. More preferably according to the invention, the compound (G1) is a dicarboxylic acid comprising at least one linear or branched C 8 -C 2 -alkyl group or a linear or branched C 12 -C 2 -alkyl group , more preferentially a linear or branched C 18 -alkyl group.
Also preferably according to the invention, the compound (G2) is a fatty monocarboxylic acid. More preferably according to the invention, the compound (G2) is a monocarboxylic acid comprising at least one linear or branched C 8 -C 2 -alkyl group or a linear or branched C 12 -C 2 -alkyl group , more preferentially a linear or branched C 18 -alkyl group.
Preferably according to the invention, compound (G) is a combination of at least one diacid compound (G1) and at least one monocarboxylic acid compound (G2). Also preferably according to the invention, compound (G) is a combination of at least one diacid compound (G1) and at least one monocarboxylic acid compound (G2).
Preferably according to the invention, the polyurea compound (a5) is prepared by reaction - of at least one isocyanate compound (A) chosen independently from a diisocyanate compound (A1), a polyisocyanate compound (A2) and combinations thereof;
- at least one diamine compound (D), preferably chosen independently from:
- a compound (Dl) of formula (chem III):
(H 2 N)-T m -{NH 2 )
wherein T independently represents a poly(alkylene glycol) residue and m independently represents a number ranging from 40 to 400; optionally in combination with a polyamine compound, preferably a triamine compound;
- a compound (D2) of formula (chem IV):
More preferably according to the invention, the monoisocyanate compounds are independently chosen from:
- les composés monoisocyanates aromatiques, notamment phenyl isocyanate, diphenylmethane monoisocyanate, 2-phenylethyl isocyanate, 4-tolyl isocyanate, 2-tolyl isocyanate, 2,5-dimethylphenyl isocyanate, 3,4-dimethylphenyl isocyanate, 2,3-dimethylphenyl isocyanate, 4-isocyanato-4'-methyldiphenylmethane ;
- les composés monoisocyanates aromatiques polyfonctionnels, notamment 2-methoxy-4-nitrophenyl isocyanate, polymethylene polyphenyl isocyanate ;
- les composés alkyl-monoisocyanates, notamment hexyl-isocyanate, heptyl-isocyanate, octyl-isocyanate, n-nonyl-isocyanate, decyl-isocyanate, undecyl-isocyanate, dodecyl-isocyanate, tridecyl-isocyanate, tetradecyl-isocyanate, cetyl-isocyanate, 2-ethyl-hexyl-isocyanate, n-octyl-isocyanate, isononyl-isocyanate, stearyl-isocyanate, decyl-isocyanate, undecyl-isocyanate, dodecyl-isocyanate, tridecyl-isocyanate, tetradecyl-isocyanate, cetyl-isocyanate, behenyl-isocyanate, lignoceryl-isocyanate, cerotyl-isocyanate, eicosanyl-isocyanate ;
- les composés cycloalkyl-monoisocyanates, notamment cyclohexyl-isocyanate, 1-isocyanatomethyl- 1 ,3 ,3-trimethylcyclohexane.
De manière préférée selon l’invention, les composés diisocyanates sont indépendamment choisis parmi :
- les composés diisocyanates aromatiques symétriques, de préférence :
2,2'-diisocyanate de diphénylméthylène (2,2'-MDI) et
4,4'-diisocyanate de diphénylméthylène (4,4'-MDI) ;
4,4’-dibenzyl diisocyanate (4,4’-DBDI) ;
2,6-diisocyanate de toluène (2,6-TDI) ;
m-xylylène diisocyanate (m-XDI) ;
- les composés diisocyanates alicycliques symétriques, de préférence méthylène bis(4-cyclohexylisocyanate) (H12MDI) ;
- les composés diisocyanates aliphatiques symétriques, de préférence diisocyanate d'hexaméthylène (HDI), diisocyanate de pentaméthylène (PDI) ;
- les composés diisocyanates aromatiques dissymétriques, de préférence :
2,4'-diisocyanate de diphénylméthylène (2,4'-MDI) ;
2,4’-dibenzyl diisocyanate (2,4’-DBDI) ;
2,4-diisocyanate de toluène (2,4-TDI) ;
- un composé trimère de biuret, notamment un composé trimère de biuret d’un composé choisi parmi :
- les composés diisocyanates aromatiques symétriques, de préférence :
2,2'-diisocyanate de diphénylméthylène (2,2'-MDI) et
4,4'-diisocyanate de diphénylméthylène (4,4'-MDI) ;
4,4’-dibenzyl diisocyanate (4,4’-DBDI) ;
2,6-diisocyanate de toluène (2,6-TDI) ;
m-xylylène diisocyanate (m-XDI) ;
- les composés diisocyanates alicycliques symétriques, de préférence méthylène bis(4-cyclohexylisocyanate) (H12MDI) ;
- les composés diisocyanates aliphatiques symétriques, de préférence diisocyanate d'hexaméthylène (HDI), diisocyanate de pentaméthylène (PDI) ;
- les composés diisocyanates aromatiques dissymétriques, de préférence :
2,4'-diisocyanate de diphénylméthylène (2,4'-MDI) ;
2,4’-dibenzyl diisocyanate (2,4’-DBDI) ;
2,4-diisocyanate de toluène (2,4-TDI) ;
- les composés diisocyanates alicycliques dissymétriques, de préférence diisocyanate d'isophorone (IPDI) ;
- les composés diisocyanates aromatiques dissymétriques, de préférence
2,4'-diisocyanate de diphénylméthylène (2,4'-MDI), 2,4’-dibenzyl diisocyanate (2,4’-DBDI), 2,4-diisocyanate de toluène (2,4-TDI) ;
- les composés diisocyanates alicycliques dissymétriques, de préférence diisocyanate d'isophorone (IPDI).
De manière plus préférée selon l’invention, les composés polyisocyanates sont indépendamment choisi parmi :
- triphenylmethane-4,4’,4”-triisocyanate ;
- 1, ',1”-methylidynetris (4-isocyanatobenzene) ;
- un composé isocyanurate, notamment un composé isocyanurate d’un composé choisi parmi :
- les composés diisocyanates aromatiques symétriques, de préférence :
2,2'-diisocyanate de diphénylméthylène (2,2'-MDI) et
4,4'-diisocyanate de diphénylméthylène (4,4'-MDI) ;
4,4’-dibenzyl diisocyanate (4,4’-DBDI) ;
2,6-diisocyanate de toluène (2,6-TDI) ;
m-xylylène diisocyanate (m-XDI) ;
- les composés diisocyanates alicycliques symétriques, de préférence méthylène bis(4-cyclohexylisocyanate) (H12MDI) ;
- les composés diisocyanates aliphatiques symétriques, de préférence diisocyanate d'hexaméthylène (HDI), diisocyanate de pentaméthylène (PDI) ;
- les composés diisocyanates aromatiques dissymétriques, de préférence :
2,4'-diisocyanate de diphénylméthylène (2,4'-MDI) ;
2,4’-dibenzyl diisocyanate (2,4’-DBDI) ;
2,4-diisocyanate de toluène (2,4-TDI) ;
- un composé trimère de biuret, notamment un composé trimère de biuret d’un composé choisi parmi :
les composés diisocyanates aromatiques symétriques, de préférence :
2,2'-diisocyanate de diphénylméthylène (2,2'-MDI) et
4,4'-diisocyanate de diphénylméthylène (4,4'-MDI) ;
4,4’-dibenzyl diisocyanate (4,4’-DBDI) ;
2,6-diisocyanate de toluène (2,6-TDI) ;
m-xylylène diisocyanate (m-XDI) ;
- les composés diisocyanates alicycliques symétriques, de préférence méthylène bis(4-cyclohexylisocyanate) (H12MDI) ;
- les composés diisocyanates aliphatiques symétriques, de préférence diisocyanate d'hexaméthylène (HDI), diisocyanate de pentaméthylène (PDI) ;
- les composés diisocyanates aromatiques dissymétriques, de préférence :
2,4'-diisocyanate de diphénylméthylène (2,4'-MDI) ;
2,4’-dibenzyl diisocyanate (2,4’-DBDI) ;
2,4-diisocyanate de toluène (2,4-TDI) ;
- unsymmetrical alicyclic diisocyanate compounds, preferably isophorone diisocyanate (IPDI).
According to the invention, the compounds comprising at least one labile hydrogen atom comprise at least one hydrogen atom which is reactive with a compound comprising at least one isocyanate function (-N=C=0). Preferably, the compounds comprising at least one labile hydrogen atom are chosen from a compound comprising at least one hydroxyl group (-OH); a compound comprising a primary amine function (-NH 2 ) or a secondary amine function (-N(H)-); preferably a compound comprising a hydroxyl group, in particular a monoalcohol, for example a linear, branched or cyclic C 6 -C 40 or C 8 -C 36 , preferably C 10 -C 32 monoalcohol, more preferably C 12 -C 30 , in particular C 12 or C 18 or C 21 or C30.
The various thickening compounds (a), in particular the polyurethane compound (al), the polyurethane-polyurea compound (a2), the polyether compound (a3), the polyester compound (a4) and the polyurea compound (a5), are generally known as such. They can be prepared by preparation methods of the state of the art.
Besides water and at least one compound (a), the composition according to the invention also comprises at least one non-ionic compound (b) comprising at least one hydrophilic osidic group linked to at least one linear or branched hydrophobic chain. Preferably according to the invention, the nonionic compound (b) comprises at least one linear or branched hydrophobic chain comprising from 4 to 14 carbon atoms, preferably from 5 to 12 or from 4 to 10 or from 4 to 8 or from 6 to 9 carbon atoms, in particular 5, 6, 7, 8 or 10 carbon atoms. Also preferably according to the invention, the nonionic compound (b) is non-alkoxylated, in particular non-ethoxylated.
Generally according to the invention, the nonionic compound (b) has a molecular weight of less than 5000 g/mol. Preferably according to the invention, the non-ionic compound (b) has a molecular mass of less than 1000 g/mol.
Also preferably according to the invention, the nonionic compound (b) is chosen from unsubstituted sugar esters (unsubstituted sugar esters), unsubstituted sugar ethers (unsubstituted sugar ethers) and combinations thereof. .
According to the invention, the non-ionic compound (b) can comprise one or more osidic rings. According to the invention, the non-ionic compound (b) does not comprise cyclodextrin or cyclodextrin derivative. Also according to the invention, the non-ionic compound (b) is different from a cyclodextrin or from a compound derived from cyclodextrin.
The non-ionic compound (b) comprises at least one linear or branched hydrophobic chain linked to the hydrophilic osidic group. Preferably according to the invention, the linear or branched hydrophobic chain comprises 5, 6, 7, 8, 10 or 12 carbon atoms. More preferably according to the invention, the linear or branched hydrophobic chain comprises 5, 6, 7, 8 or 10 carbon atoms.
The non-ionic compound (b) according to the invention also comprises at least one hydrophilic osidic group linked to at least one hydrophobic chain. It can be prepared from various compounds comprising at least one hydrophilic osidic group which can bind to a compound comprising at least one hydrophobic chain. For example, the non-ionic compound (b) according to the invention can be prepared from a compound chosen from a monosaccharide (bl) comprising from 3 to 8 carbon atoms, a monosaccharide oligomer (b2) comprising 1 to 5 units in ose, a product (b3) resulting from the degradation of a saccharide.
The derivative (bl) is a monosaccharide which comprises a free or condensed hemiacetalic function between the hydroxyl of the hemiacetalic function carried by the anomeric carbon with an OH group of another molecule. This ose (bl) can be chosen from trioses (oses comprising 3 carbon atoms), tetroses (oses comprising 4 carbon atoms), pentoses (oses comprising 5 carbon atoms), hexoses and deoxyhexoses (oses comprising 6 carbon atoms) , heptoses (oses comprising 7 carbon atoms), octoses (oses comprising 8 carbon atoms). It may be chosen from glyceraldehyde, dihydroxyacetone, erythrose, threose, erythrulose, deoxyribose, ribose, arabinose, xylose, lyxose, ribulose, xylulose, allose, altrose, galactose, glucose, gulose, idose, mannose, talose, fructose, psicose, sorbose , tagatose, fucose, rhamnose, sedoheptulose, mannoheptulose, heptahydroxyoctanal. Glucose used alone or in a mixture is preferred.
The derivative (b2) is an oligomer formed from a determined number of monosaccharides. It can be chosen from ose dimers, ose trimers, ose tetramers. It can also be chosen from dextrose, maltose, lactose, sucrose, maltoriose, maltotetraose, alpha-glucoheptonic acid, beta-glucoheptonic acid and combinations thereof. Sucrose used alone or in admixture is preferred.
The derivative (b3) is a product resulting from the degradation of a saccharide generally obtained from a ketose which is degraded under determined conditions, leading to a chain break at the level of the ketone function. The product (b3) can be chosen from aldoses, synthetic monosaccharide derivatives, synthetic disaccharide derivatives. More preferably, it is chosen from sorbitol derivatives, mannitol derivatives, their mixtures and their combinations.
More preferably according to the invention, the nonionic compound (b) is chosen from:
- unsubstituted sugar monoesters,
- unsubstituted sugar diesters,
- unsubstituted sugar monoethers,
- unsubstituted sugar diethers,
- and their combinations.
De manière également préférée selon l’invention, le composé non-ionique (b) est obtenu par réaction
- d’un composé comprenant au moins un groupement osidique hydrophile choisi parmi fructose, galactose, glucose, lactose, maltose, saccharose, sorbitan, sorbitol et leurs combinaisons ; et
- d’un composé comprenant une chaîne hydrophobe choisi parmi les acides gras, de préférence les acides dont la chaîne hydrophobe comprend de 4 à 10 atomes de carbone, par exemple acide adipique, acide pentanoïque, acide hexanoïque, acide heptaoïque, acide octanoïque et leurs combinaisons, de préférence acide pentanoïque, acide hexanoïque, acide heptaoïque, acide octanoïque et leurs combinaisons.
De manière également préférée selon l’invention, le composé non-ionique (b) est obtenu
- par estérification à partir d’un composé comprenant au moins un groupement osidique hydrophile et un groupement hydroxyle et d’un composé comprenant une chaîne hydrophobe et au moins un groupement carboxylique, ou
- par transestérification à partir d’un composé comprenant au moins un groupement osidique hydrophile et un groupement ester et d’un composé comprenant une chaîne hydrophobe et au moins un groupement ester différent, ou
- par condensation d’un composé comprenant au moins un groupement osidique hydrophile avec un composé comprenant une chaîne hydrophobe et un groupe partant.
De manière également préférée selon l’invention, le composé non-ionique (b) est choisi parmi hexylester d’oside, heptylester d’oside, octylester d’oside et leurs combinaisons, de préférence hexylester de saccharose, heptylester de saccharose, octylester de saccharose et leurs combinaisons ;
- hexyléther d’oside, heptyléther d’oside, octyléther d’oside et leurs combinaisons, de préférence hexyléther de saccharose, heptyléther de saccharose, octyléther de saccharose et leurs combinaisons ; et
- leurs combinaisons.
La composition selon l’invention peut être préparée selon différentes méthodes. De manière préférée, la composition selon l’invention est préparée par mélange des différents ingrédients, en particulier par mélange d’eau et des composés (a) et (b). De manière également préférée, ce mélange est réalisé sous agitation.
La composition selon l’invention possède des propriétés particulièrement utiles. En particulier, la composition selon l’invention est très utile pour contrôler la viscosité du milieu dans lequel elle est utilisée, notamment pour contrôler la viscosité d’une formulation aqueuse.
Ainsi, l’invention concerne également une méthode de contrôle de la viscosité d’une formulation aqueuse comprenant l’addition dans cette formulation d’au moins une composition selon l’invention. Cette méthode selon l’invention peut également être mise en œuvre en introduisant dans une formulation aqueuse au moins une combinaison des composés (a) et (b) définis selon l’invention.
De manière particulièrement avantageuse, l’efficacité de la méthode de contrôle de la viscosité selon l’invention ne dépend pas des variations de pH de la formulation aqueuse. Ainsi, le contrôle de la viscosité au moyen de la composition selon l’invention, ou bien au moyen d’une combinaison des composés (a) et (b) définis selon l’invention, est efficace pour des variations de pH de la formulation aqueuse allant de pH 5 à pH 12 ou bien de pH 6 à pH 9.
De manière préférée, la méthode de contrôle de la viscosité selon l’invention est mise en œuvre pour contrôler la viscosité d’une formulation aqueuse choisie parmi formulation de peinture, formulation de vernis, formulation adhésive, formulation de crépis, formulation d’enduit, formulation de joint, formulation colorante, formulation d’encre, formulation pour le couchage de papier, formulation détergente, formulation cosmétique, comprenant au moins une composition aqueuse selon l’invention, ou au moins une combinaison des composés (a) et (b) définis selon l’invention, et au moins un composé choisi parmi un pigment, un liant, un latex, un solvant, un composé détergent, un composé cosmétique, un composé adhésif et leurs combinaisons, de préférence une combinaison d’un pigment et d’un liant ou une combinaison d’un pigment et d’un latex.
De manière avantageuse, la composition aqueuse selon l’invention peut être utilisée directement. Elle peut également être utilisée de manière indirecte en l’incorporant dans une formulation comprenant d’autres ingrédients.
Ainsi, l’invention fournit une formulation aqueuse comprenant au moins une composition aqueuse selon l’invention et au moins un composé choisi parmi un pigment, un liant, un latex, un solvant, un composé détergent, un composé cosmétique, un composé adhésif. De manière préférée, la formulation selon l’invention est choisie parmi une formulation de peinture, une formulation de vernis, une formulation adhésive, une formulation de crépis, une formulation d’enduit, une formulation de joint, une formulation colorante, une formulation d’encre, une formulation pour le couchage de papier, une formulation détergente, une formulation cosmétique ; elle comprend au moins une composition selon l’invention, ou au moins une combinaison des composés (a) et (b) définis selon l’invention, et au moins un composé choisi parmi un pigment, un liant, un latex, un solvant, un composé détergent, un composé cosmétique, un composé adhésif.
L’utilisation de la composition selon l’invention permet donc de préparer une formulation aqueuse aux propriétés améliorées. Ainsi, l’invention concerne également la préparation d’une formulation choisie parmi formulation de peinture, formulation de vernis, formulation adhésive, formulation de crépis, formulation d’enduit, formulation de joint, formulation colorante, formulation d’encre, formulation pour le couchage de papier, formulation détergente, formulation cosmétique. De manière préférée, l’invention concerne la préparation d’une formulation choisie parmi formulation de peinture, formulation de vernis, formulation détergente et formulation cosmétique.
Les exemples qui suivent permettent d’illustrer les différents aspects de l’invention.
Exemple 1 : préparation de compositions selon l’invention
Préparation de la composition selon l’invention (C1)
Dans un réacteur en verre de 3 L équipé d’une agitation mécanique, d’une pompe à vide, d’une entrée d’azote et chauffé au moyen d’une double enveloppe dans laquelle circule de l’huile, on introduit 316,3 g de polyéthylène glycol de masse moléculaire (Mw) 10 000 g/mol (PEG10000) ainsi que 13,5 g de dodecan-l-ol. Ce milieu agité est chauffé à 100°C et de l’azote est laissé à huiler. Après une heure, on ajoute 500 ppm d’un catalyseur de type carboxylate de bismuth, puis après homogénéisation du milieu, on ajoute 14,8 g de diisocyanate d’isophorone (IPDI). On laisse la réaction se poursuivre pendant 1 heure.
Puis, on vérifie que le taux de fonctions NCO est nul.
La réaction achevée, on ajoute 246 g d’un composé non-ionique résultant de la condensation de glucose avec du n-heptanol (Simulsol SL7G, Seppic). Ce mélange est agité pendant 30 minutes. Puis, on ajoute 1 000 ppm d’agent biocide (CMIT/MIT), 500 ppm d’agent antimousse (Tego 1488, Evonik) et la quantité d’eau chaude appropriée pour atteindre un extrait sec de la composition de 30 % en poids.
Préparation de la composition selon l’invention (C2)
Dans un réacteur en verre de 3 L équipé d’une agitation mécanique, d’une pompe à vide, d’une entrée d’azote et chauffé au moyen d’une double enveloppe dans laquelle circule de l’huile, on introduit 315,2 g de polyéthylène glycol de masse moléculaire (Mw) 10 000 g/mol (PEG 10000) ainsi que 17,2 g de dodecylcyclohexanol et 8,0 g de
dodecan-l-ol. Ce milieu agité est chauffé à 100°C et de l’azote est laissé à buller. Après une heure, on ajoute 500 ppm d’un catalyseur de type carboxylate de bismuth, puis après homogénéisation du milieu, on ajoute 23,7 g de diissocyanate d’isophorone (IPDI). On laisse la réaction se poursuivre pendant 1 heure.
Puis, on vérifie que le taux de fonctions NCO est nul.
La réaction achevée, on ajoute 260 g d’un composé non-ionique résultant de la condensation de glucose avec du n-heptanol (Simulsol SL7G, Seppic). Ce mélange est agité pendant 30 minutes. Puis, on ajoute 1 000 ppm d’agent biocide (CMIT/MIT), 500 ppm d’agent antimousse (Tego 1488, Evonik) et la quantité d’eau chaude appropriée pour atteindre un extrait sec de la composition de 30 % en poids.
Préparation de la composition selon l’invention
Dans un réacteur en verre de 3 L équipé d’une agitation mécanique, d’une pompe à vide, d’une entrée d’azote et chauffé au moyen d’une double enveloppe dans laquelle circule de l’huile, on introduit 315,5 g de polyéthylène glycol de masse moléculaire (Mw) 10 000 g/mol (PEG10000) ainsi que 34,9 g de tristyrylphénol éthoxylé avec 5 motifs d’oxyde d’éthylène. Ce milieu agité est chauffé à 100°C et de l’azote est laissé à buller. Après une heure, on ajoute 500 ppm d’un catalyseur de type carboxylate de bismuth, puis après homogénéisation du milieu, on ajoute 23,7 g de diisocyanate d’isophorone (IPDI). On laisse la réaction se poursuivre pendant 1 heure.
Puis, on vérifie que le taux de fonctions NCO est nul.
La réaction achevée, on ajoute 267 g d’un tensioactif non-ionique résultant de la condensation de glucose avec du n-heptanol (Simulsol SL7G, Seppic). Ce mélange est agité pendant 30 minutes. Puis, on ajoute 1 000 ppm d’agent biocide (CMIT/MIT), 500 ppm d’agent antimousse (Tego 1488, Evonik) et la quantité d’eau chaude appropriée pour atteindre un extrait sec de la composition de 30 % en poids.
Préparation de la composition selon l’invention (C4)
315, 4 g of polyethylene glycol with a molecular weight (M w ) of 10,000 g/mol (PEG 10,000) as well as 31.0 g of cardanol ethoxylated with 5 units of ethylene oxide. This stirred medium is heated to 100° C. and nitrogen is left to bubble. After one hour, 500 ppm of a catalyst of the bismuth carboxylate type are added, then after homogenization of the medium, 16.7 g of hexamethylene diisocyanate (HDI) are added.
The reaction is allowed to continue for 1 hour.
Then, it is checked that the rate of NCO functions is zero.
When the reaction is complete, 259 g of a non-ionic compound resulting from the condensation of glucose with a cut of n-octanol and n-decanol (Simulsol SL8, Seppic) are added. This mixture is stirred for 30 minutes. Then, 1000 ppm of biocidal agent (CMIT/MIT), 500 ppm of antifoaming agent (Tego 1488, Evonik) and the appropriate amount of hot water are added to reach a dry extract of the composition of 30% by weight. .
Example 2: preparation of comparative compositions
Preparation of the comparative composition (CCI)
In a 3 L glass reactor equipped with mechanical stirring, a vacuum pump, a nitrogen inlet and heated by means of a double jacket in which oil circulates, 316 is introduced, 3 g of polyethylene glycol with a molecular weight (Mw) of 10,000 g/mol (PEG10000) as well as 13.5 g of dodecan-1-ol. This stirred medium is heated to 100° C. and the nitrogen is left to oil. After one hour, 500 ppm of a catalyst of the bismuth carboxylate type are added, then after homogenization of the medium, 14.8 g of isophorone diisocyanate (IPDI) are added. The reaction is allowed to continue for 1 hour.
Then, it is checked that the rate of NCO functions is zero. To do this, 1 g of the reaction medium is taken, to which an excess of dibutylamine (1 molar) is added, which reacts with the isocyanate functions present in the medium. The unreacted dibutylamine is then dosed with hydrochloric acid (1N). The quantity of isocyanate functions present in the reaction medium can then be deduced therefrom.
When the reaction is complete, 1000 ppm of biocidal agent (CMIT/MIT), 500 ppm of antifoaming agent (Tego 1488, Evonik) and the appropriate amount of hot water are added to reach a dry extract of the composition of 17. 5% by weight.
Preparation of the comparative composition (CC2)
315, 2 g molecular weight polyethylene glycol
(M w ) 10,000 g/mol (PEG 10000) as well as 17.2 g of dodecylcyclohexanol and 8.0 g of dodecan-1-ol. This stirred medium is heated to 100° C. and nitrogen is left to bubble. After one hour, 500 ppm of a catalyst of the bismuth carboxylate type are added, then after homogenization of the medium, 23.7 g of isophorone diisocyanate (IPDI) are added. The reaction is allowed to continue for 1 hour.
Then, it is checked that the rate of NCO functions is zero.
When the reaction is complete, 1000 ppm of biocidal agent (CMIT/MIT), 500 ppm of antifoaming agent (Tego 1488, Evonik) and the appropriate amount of hot water are added to reach a dry extract of the composition of 17. 5% by weight.
Preparation of the comparative composition (CC3)
315, 2 g of polyethylene glycol of molecular mass (M w ) 10,000 g/mol (PEG10000) as well as 34.9 g of ethoxylated tristyrylphenol with 5 units of ethylene oxide. This stirred medium is heated to 100° C. and nitrogen is allowed to bubble. After one hour, 500 ppm of a catalyst of the bismuth carboxylate type are added, then after homogenization of the medium, 23.7 g of isophorone diisocyanate (IPDI) are added.
The reaction is allowed to continue for 1 hour.
Then, it is checked that the rate of NCO functions is zero as explained above.
When the reaction is complete, 1000 ppm of biocidal agent (CMIT/MIT), 500 ppm of antifoaming agent (Tego 1488, Evonik) and the appropriate amount of hot water are added to reach a dry extract of the composition of 17. 5% by weight.
Preparation of the comparative composition (CC4)
In a 3 L glass reactor equipped with mechanical stirring, a vacuum pump, a nitrogen inlet and heated by means of a double jacket in which oil circulates, 315.4 g are introduced. of polyethylene glycol of molecular weight (M w ) 10,000 g/mol (PEG 10,000) as well as 31.0 g of cardanol ethoxylated with 5 units of ethylene oxide. This stirred medium is heated to 100° C. and nitrogen is left to bubble. After one hour, 500 ppm of a catalyst of the bismuth carboxylate type are added, then after homogenization of the medium, 16.7 g of hexamethylene diisocyanate are added.
(HDI).
The reaction is allowed to continue for 1 hour.
Then, it is checked that the rate of NCO functions is zero as explained above. When the reaction is complete, 1000 ppm of biocidal agent (CMIT/MIT), 500 ppm of antifoaming agent (Tego 1488, Evonik) and the appropriate amount of hot water are added to reach a dry extract of the composition of 17. 5% by weight.
Example 3: evaluation of the viscosity of the compositions according to the invention and of the comparative compositions
The Brookfield viscosity at 25° C. and at 1 revolution/min with a spindle 7 is measured for the compositions according to the invention. The Brookfield viscosity at 25° C. and at 1 revolution/min with a spindle 6 is measured for the comparative compositions. The results are shown in Table 1.
These results show the very good effectiveness of the combinations of compound (a) and of nonionic compound (b) in the compositions according to the invention, the viscosity of which is much lower than the viscosity of the comparative compositions. The compositions according to the invention are very concentrated and can be handled easily.
CLAIMS
1. Aqueous composition comprising at least 40% by weight of water, and
- at least one polyalkoxylated compound (a) chosen from a polyurethane compound (al), a polyurethane-polyurea compound (a2), a polyether compound (a3), a polyester compound (a4), a polyurea compound (a5), and their combinations;
- at least one non-ionic compound (b) comprising at least one hydrophilic osidic group linked to at least one linear or branched hydrophobic chain.
2. Aqueous composition according to claim 1, for which the ratio by dry/dry weight (a/b) of the amounts of compound (a) and of compound (b) ranges from 0.1 to 10, preferably from 1 to 7.
3. Aqueous composition according to one of claims 1 and 2 wherein compound (a) is a rheology modifier compound, preferably a thickening compound; or else for which the compound (a) is a nonionic compound, preferably an alkoxylated nonionic compound, or an associative compound, preferably an alkoxylated associative compound, or else a nonionic associative compound, preferably an alkoxylated nonionic associative.
4. Aqueous composition according to one of claims 1 to 3 for which the polyurethane compound (al) is chosen from:
a polyurethane (al-1) prepared by reaction:
- at least one isocyanate compound (A) chosen independently from a diisocyanate compound (A1), a polyisocyanate compound (A2) and combinations thereof;
- at least one polyhydroxy compound (B), preferably chosen from
- a compound (B l) of formula (chem I):
(HO}-L n -(OH)
wherein L independently represents a poly(alkylene glycol) residue and n independently represents a number ranging from 40 to 400;
- a compound (B1) of formula (chem I) combined with a non-alkoxylated compound (B2) comprising at least three hydroxyl groups;
- a polyalkoxylated compound (B3) comprising at least three hydroxyl groups;
- a compound (B4) of formula (chem II):
HO-(OA)pN ( Q)-(OA) q - OH
in which Q independently represents a linear or branched C 8 -C 3 alkyl group, OA independently represents an ethoxylated group or a combination of ethoxylated groups (-CH2CH2O-) and propoxylated groups (-CH 2 C(CH 3 )0-) and p and q independently represent a number ranging from 50 to 200;
- their combinations; and
- at least one compound (C) chosen from a monoisocyanate compound (C1), a monohydroxy compound (C2) and combinations thereof;
a polyurethane (al-2) prepared in the absence of any diisocyanate compound, by reaction:
- at least one polyisocyanate compound (A2);
- at least one polyhydroxy compound (B), preferably chosen from:
- a compound (B l) of formula (chem I):
(HO)-L n - (OH)
wherein L independently represents a poly(alkylene glycol) residue and n independently represents a number ranging from 40 to 400;
- a compound (B1) of formula (chem I) combined with a non-alkoxylated compound (B2) comprising at least three hydroxyl groups;
- a polyalkoxylated compound (B3) comprising at least three hydroxyl groups;
- a compound (B4) of formula (chem II):
HO-(OA)pN { Q)-(OA) q - OH
in which Q independently represents a linear or branched C 8 -C 32 -alkyl group , OA independently represents an ethoxylated group or a combination of ethoxylated groups (-CH2CH2O-) and propoxylated groups (-CH 2 C(CH 3 )O- ) and p and q independently represent a number ranging from 50 to 200;
- their combinations; and
- at least one compound (C) selected from a monoisocyanate compound (C1), a monohydroxy compound (C2) and combinations thereof.
5. Aqueous composition according to one of claims 1 to 4 for which the polyurethane-polyurea compound (a2) is prepared by reaction:
- at least one isocyanate compound (A) chosen independently from a diisocyanate compound (A1), a polyisocyanate compound (A2) and combinations thereof;
- at least one polyhydroxy compound (B), preferably chosen from:
- a compound (B l) of formula (chem I):
(HO)-L n -(OH)
wherein L independently represents a poly(alkylene glycol) residue and n independently represents a number ranging from 40 to 400;
- a compound (B1) of formula (chem I) combined with a non-alkoxylated compound (B2) comprising at least three hydroxyl groups;
- a polyalkoxylated compound (B3) comprising at least three hydroxyl groups;
- a compound (B4) of formula (chem II):
HO-(OA)pN ( Q)-(OA) q - OH
in which Q independently represents a linear or branched Cx-C;i2-alkyl group, OA independently represents an ethoxylated group or a combination of ethoxylated groups (-CH2CH2O-) and propoxylated groups (-CH 2 C(CH 3 )O- ) and p and q independently represent a number ranging from 50 to 200;
- their combinations;
- at least one diamine compound (D), preferably chosen independently from
- a compound (Dl) of formula (chem III):
(H 2 N)-T m -(NH 2 )
wherein T independently represents a poly(alkylene glycol) residue and m independently represents a number ranging from 40 to 400; optionally in combination with a polyamine compound;
- a compound (D2) of formula (chem IV):
(H(R 1 )N)-T m -(NH 2 )
in which T independently represents a poly(alkylene glycol) residue, or a C 4 -C 20 -alkylene group, m independently represents a number ranging from 40 to 400 and R 1 independently represents a linear or branched C 1 -C 12 -alkyl group ; optionally in combination with a polyamine compound; preferably with a triamine compound;
- a compound (D3) of formula (chem V):
(H(R 1 )N)-T m -(N(R 2 )H)
in which T independently represents a poly(alkyleneglycol) residue or a C 4 -C 20 -alkylene group, m independently represents a number ranging from 40 to 400 and R 1 and R 2 , which are identical or different, independently represent a C 1 -C group linear or branched 12 -alkyl; optionally in combination with a polyamine compound, preferably with a triamine compound;
- their combinations; and
- at least one compound (E) chosen independently from a monoisocyanate compound (E1), a monoamino compound (E2) and combinations thereof.
6. Aqueous composition according to one of claims 1 to 5 for which the polyether compound (a3) is prepared by reaction:
- at least one polyhydroxy compound (B), preferably chosen from:
- a compound (B l) of formula (chem I):
(HO)-L n (OH)
wherein L independently represents a poly(alkylene glycol) residue and n independently represents a number ranging from 40 to 400;
- a compound (B1) of formula (chem I) combined with a non-alkoxylated compound (B2) comprising at least three hydroxyl groups;
- a polyalkoxylated compound (B3) comprising at least three hydroxyl groups; preferably chosen from polyethoxylated glycerol, polyethoxylated pentaerythrithol, polyethoxylated sorbitol;
- a compound (B4) of formula (chem II):
HO-(OA)pN ( Q)-(OA) q - OH
in which Q independently represents a linear or branched C 8 -C 32 -alkyl group , OA independently represents an ethoxylated group or a combination of ethoxylated groups (-CH2CH2O-) and propoxylated groups (-CH 2 C(CH 3 )O- ) and p and q independently represent a number ranging from 50 to 200;
- their combinations; and
- at least one compound comprising at least one halide function (F); preferably a compound (F) chosen from a linear alkyl halide, a branched alkyl halide, a cycloalkyl halide, a linear alkenyl halide, a branched alkenyl halide, a cycloalkenyl halide, a aromatic alkenyl and combinations thereof;
also preferably a compound (F) chosen from a monohalide compound (F1), a polyhalide compound (F2) and combinations thereof;
also more preferably a compound selected from dibromomethane, 1,3-(dibromomethylene)phenyl and combinations thereof.
7. Aqueous composition according to one of claims 1 to 6 for which the polyester compound (a4) is prepared by reaction:
- at least one polyhydroxy compound (B), preferably chosen from:
- a compound (B l) of formula (chem I):
(HO)-L n -(OH)
wherein L independently represents a poly(alkylene glycol) residue and n independently represents a number ranging from 40 to 400;
- a compound (B1) of formula (chem I) combined with a non-alkoxylated compound (B2) comprising at least three hydroxyl groups;
- a polyalkoxylated compound (B3) comprising at least three hydroxyl groups; preferably chosen from polyethoxylated glycerol, polyethoxylated pentaerythrithol, polyethoxylated sorbitol;
- a compound (B4) of formula (chem II):
HO-(OA)pN ( Q)-(OA) q - OH
in which Q independently represents a linear or branched C 8 -C 3 alkyl group, OA independently represents an ethoxylated group or a combination of ethoxylated groups (-CH 2 CH 2 O-) and propoxylated groups (-CH 2 C(CH 3 )O-) and p and q independently represent a number ranging from 50 to 200;
- their combinations; and
- at least one compound comprising at least one carboxylic acid function (G); preferably chosen from a diacid compound (G1), a monocarboxylic acid compound (G2), an acid chloride (G3) and combinations thereof, in particular chosen from a diacid compound (G1), a monocarboxylic acid compound (G2), an acid chloride (G3).
8. Aqueous composition according to one of claims 1 to 7 for which the polyurea compound (a5) is prepared by reaction:
- at least one isocyanate compound (A) chosen independently from a diisocyanate compound (A1), a polyisocyanate compound (A2) and combinations thereof;
- at least one diamine compound (D), preferably chosen independently from
- a compound (Dl) of formula (chem III):
(H 2 N)-T m -(NH 2 )
wherein T independently represents a poly(alkylene glycol) residue and m independently represents a number ranging from 40 to 400; optionally in combination with a polyamine compound; preferably a triamine compound;
- a compound (D2) of formula (chem IV):
(H(R 1 )N)-T m -(NH 2 )
in which T independently represents a poly(alkylene glycol) residue, m independently represents a number ranging from 40 to 400 and R 1 independently represents a linear or branched C 1 -C 12 -alkyl group; optionally in combination with a polyamine compound;
- a compound (D3) of formula (chem V):
(H(R 1 )N)-T m -(NH)
in which T independently represents a poly(alkylene glycol) residue or a C 4 -C 20 -alkylene group, m independently represents a number ranging from 40 to 400 and R 1 and R 2 , which are identical or different, independently represent a C 1 -C group linear or branched 12 -alkyl; optionally in combination with a polyamine compound, preferably with a triamine compound;
- their combinations; and
- at least one compound (E) chosen independently from a monoisocyanate compound (E1), a monoamino compound (E3) and combinations thereof.
9. Aqueous composition according to one of claims 1 to 8 for which the nonionic compound (b) comprises at least one linear or branched hydrophobic chain comprising from 4 to 14 carbon atoms, preferably from 5 to 12 or from 4 with 10 or from 4 to 8 or from 6 to 9 carbon atoms, in particular 5, 6, 7, 8 or 10 carbon atoms.
10. Aqueous composition according to one of claims 1 to 9 for which the nonionic compound (b) is chosen from unsubstituted sugar esters (unsubstituted sugar esters), unsubstituted sugar ethers (unsubstituted sugar ethers). -substituted) and combinations thereof.
11. Aqueous composition according to one of claims 1 to 10 for which the nonionic compound (b) is obtained by reaction
- of a compound comprising at least one hydrophilic osidic group chosen from fructose, galactose, glucose, lactose, maltose, sucrose, sorbitan, sorbitol and their combinations; and
- a compound comprising a hydrophobic chain chosen from fatty acids, preferably acids whose hydrophobic chain comprises from 4 to 10 carbon atoms, for example adipic acid, pentanoic acid, hexanoic acid, heptaoic acid, octanoic acid and their combinations, preferably pentanoic acid, hexanoic acid, heptaoic acid, octanoic acid and combinations thereof.
12. Aqueous composition according to one of claims 1 to 11 for which the nonionic compound (b) is chosen from:
- oside hexylester, oside heptylester, oside octylester and combinations thereof, preferably sucrose hexylester, sucrose heptylester, sucrose octylester and combinations thereof;
- oside hexyl ether, oside heptyl ether, oside octyl ether and combinations thereof, preferably sucrose hexyl ether, sucrose heptyl ether, sucrose octyl ether and combinations thereof; and
- their combinations.
13. Aqueous composition according to one of claims 1 to 12 for which the nonionic compound (b) is obtained:
- by esterification from a compound comprising at least one hydrophilic osidic group and a hydroxyl group and from a compound comprising a hydrophobic chain and at least one carboxylic group, or
- by transesterification from a compound comprising at least one hydrophilic osidic group and an ester group and from a compound comprising a hydrophobic chain and at least one different ester group, or
- by condensation of a compound comprising at least one hydrophilic osidic group with a compound comprising a hydrophobic chain and a leaving group.
14. Aqueous formulation, preferably chosen from a paint formulation, a varnish formulation, an adhesive formulation, a plaster formulation, a coating formulation, a joint formulation, a coloring formulation, an ink formulation, a formulation for coating paper, a detergent formulation, a cosmetic formulation, comprising at least one aqueous composition according to one of Claims 1 to 13 and at least one compound chosen from a pigment, a binder, a latex, a solvent, a detergent compound, cosmetic compound, adhesive compound and combinations thereof, preferably a combination of a pigment and a binder or a combination of a pigment and a latex.
15. Method for controlling the viscosity of an aqueous formulation, preferably of a formulation according to claim 14, comprising the addition in this formulation:
- at least one composition according to one of claims 1 to 13; Where
- at least one combination of compounds (a) and (b) defined according to one of claims 1 to 13.
| # | Name | Date |
|---|---|---|
| 1 | 202117058652.pdf | 2021-12-16 |
| 2 | 202117058652-TRANSLATIOIN OF PRIOIRTY DOCUMENTS ETC. [16-12-2021(online)].pdf | 2021-12-16 |
| 3 | 202117058652-STATEMENT OF UNDERTAKING (FORM 3) [16-12-2021(online)].pdf | 2021-12-16 |
| 4 | 202117058652-PRIORITY DOCUMENTS [16-12-2021(online)].pdf | 2021-12-16 |
| 5 | 202117058652-POWER OF AUTHORITY [16-12-2021(online)].pdf | 2021-12-16 |
| 6 | 202117058652-FORM 1 [16-12-2021(online)].pdf | 2021-12-16 |
| 7 | 202117058652-DECLARATION OF INVENTORSHIP (FORM 5) [16-12-2021(online)].pdf | 2021-12-16 |
| 8 | 202117058652-COMPLETE SPECIFICATION [16-12-2021(online)].pdf | 2021-12-16 |
| 9 | 202117058652-Proof of Right [31-03-2022(online)].pdf | 2022-03-31 |
| 10 | 202117058652-FORM 3 [31-03-2022(online)].pdf | 2022-03-31 |
| 11 | 202117058652-FORM 3 [06-07-2022(online)].pdf | 2022-07-06 |
| 12 | 202117058652-FORM 3 [10-10-2022(online)].pdf | 2022-10-10 |
| 13 | 202117058652-FORM 18 [11-07-2023(online)].pdf | 2023-07-11 |
| 14 | 202117058652-FER.pdf | 2024-05-31 |
| 15 | 202117058652-FORM 3 [19-08-2024(online)].pdf | 2024-08-19 |
| 16 | 202117058652-OTHERS [22-11-2024(online)].pdf | 2024-11-22 |
| 17 | 202117058652-FER_SER_REPLY [22-11-2024(online)].pdf | 2024-11-22 |
| 18 | 202117058652-CLAIMS [22-11-2024(online)].pdf | 2024-11-22 |
| 19 | 202117058652-ABSTRACT [22-11-2024(online)].pdf | 2024-11-22 |
| 20 | 202117058652-PatentCertificate06-02-2025.pdf | 2025-02-06 |
| 21 | 202117058652-IntimationOfGrant06-02-2025.pdf | 2025-02-06 |
| 1 | SearchHistoryE_30-05-2024.pdf |