The present invention relates to a specific polyfunctional amide (di- and triamide) 5 suitable for being used as organogelator, in particular as rheoiogy additive and more particularly in coating compositions.
EP 1 514 912 describes branched triamides of non-hydroxylated fatty acids based on polyether amines and used as phase-change vector agent in phase-change inks (known as "hot melt inks") with the function of causing the ink to pass from the solid state 10 at ambient temperature to the liquid state at high temperature in inkjet printers and making it possible for the liquid ink droplets to solidify rapidly after they have been jetted at this temperature. EP 1 514 912 does not in the least suggest the use of these poiyamides as organogelator agent or thixotropic agent and does not in the least suggest hydroxylated poiyamides based on a mixture of hydroxylated fatty acids and shorter-chain hydroxylated 15 monocarboxylic acids.
Fatty diamides based on aliphatic diamines (without polyether segments) and based on hydroxylated fatty acids are known as organogelator agents and in particular as thixotropic agents.
WO 2014/053774 describes hydroxylated fatty acid diamides as organogelator 20 agent, or also known as rheoiogy additive, in particular in coating, molding, mastic or leaktightness agent or cosmetic compositions.
WO 2015/011375 describes fatty acid diamines comprising, in their structure, both cycioaiiphatic and aliphatic diamines with a specific molar ratio and the use of these products as organogelator agent or as rheoiogy additive, in particular in coating, moiding, 25 mastic or leaktightness agent or cosmetic compositions.
FR 2 993 885 describes a fatty acid diamide comprising, in its structure, specific hydroxylated carboxylic acids and the use of this product as organogelator in coating, molding, mastic or leaktightness agent compositions.
These known diamides need to be micronized in the powder state and 30 subsequently need an "activation" beforehand in order to give the required rheotogical performance qualities. The activation process requires a high-speed shearing and a heating sometimes ranging up to 100°C, depending on the products. Furthermore, a minimum period of time is required, which depends on the temperature conditions and on the polarity of the system. Moreover, these additives may not be very compatible with 35 some binders for reactive formulations or with some diluents or plastlcizers used for the

3
activation. Consequently, this activation phase constitutes a particular disadvantage for polyamide powders and hydrogenated castor oil derivatives used as additives in this field. There is thus a need for novel fatty polyamides which make possible simpler and easier shaping (shaping in the form of flakes readily soluble in the plasticizers or binders 5 of final application reactive formulations, without the need for preactivation beforehand) with a broader spectrum of compatibility with the reactive binders and plasticizers/diiuents used in reactive formulations, such as: silane-terminated polyether, silane-terminated polyurethane, polyurethane terminated by isocyanate, silicone, polysulfide, epoxy, and the like. The polyamides (meaning polyfunctional amides and not polymers) required as
10 rheology additives must result in final products, in particular in coatings, mastic seals or sealing agent seals, which have an improved esthetic and surface appearance and which are transparent without surface defect, this being related to the specific structure and specific composition of these targeted polyamides.
The present invention, with novel fatty polyamides (polyfunctionai fatty amides, in
15 particular di- and triamides) based on primary poiyamines (di- and triamines) comprising at least one polyether segment in its structure and in particular based on polyoxypropylene and based on fatty acids comprising at least one hydroxylated fatty acid in the presence of a shorter-chain hydroxylated acid, makes it possible to meet the new requirements defined above.
20 The first subject of the present invention therefore relates to a polyfunctional fatty
amide which is a fatty diamide or triamide or a mixture thereof, based on a polyether polyamine (diamine or triamine) and on at least one saturated linear fatty acid bearing a non-terminal hydroxyl group in the presence of another shorter C2-C10 monocarboxylic acid bearing a hydroxyl group.
25 The second subject of the invention relates to a formulation composition of an
organic binder, which composition comprises at least one organic binder and at least one fatty amide as defined according to the present invention, in particular as rheological additive.
The present invention also covers the use of at least one fatty amide as defined
30 according to the present invention as rheology additive.
Finally, the invention also covers the final product obtained, which results from the use of at least one fatty amide as defined according to the present invention, as rheology additive, in particular as thixotropic agent.
Thus, the first subject of the present invention is a polyfunctional fatty amide, which
35 is a diamide or a triamide or a mixture thereof, said fatty amide being represented by: A) according to the following formula (I):

4
R[(-X-R1-NHCO-R2)n(i.y)][(-X-R1-NHCO-R2')ny](l) with
n being 2 or 3, preferably 3,
R(-X-R1-)n being the residue of valency n of a primary polyamine R(-X-R1-NH2)n
5 which is a primary diamine or triamine, with each primary amine group -NH2 being
a terminal group borne by a bivalent oligomer chain segment R1 chosen from
polyether and polyester which is alkoxyiated (alkoxylated polyester), preferably
polyether and more preferentially polyoxypropylene or oxypropylene/oxyethylene
copolymers having a predominance of oxyprbpylene units,
10 - R: C3-Ci0 alkytene residue of valency n resulting from a poiyol R(OH)n or from a
polyamine R(NH2)n or R(NH-R3)n, preferably from a poiyol R(OH)n,
X: O, NH or NR3, preferably O,
R2 being the C12-C52, preferably C16-C36l more preferentially C16-C24, fatty residue,
without carboxyl group, of hydroxylated fatty acid R2C02H, in particular saturated
15 and linear,
R2' being the C2 to C10, preferably C2 to C8, more preferentially C2 to C6,
monocarboxylic acid R2'C02H residue bearing at least one hydroxyl group,
preferably at least two hydroxyl groups,
with y representing the molar fraction of R2'C02H relative to the sum of R2C02H +
20 R2'C02H (R27(R2+R2')), in said diamide, with y varying from 0.05 to 0.50,
preferably from 0.10 to 0.40, with it being possible for R2C02H and/or R2'C02H to
be mixtures of respective acids,
R3 being a CrC2alkyisubstituent, or (said fatty amide being represented) by: 25 B) according to the following formula (II) in the case in which said amide is a diamide:
(R2CONH){1.y)-R'-0-[CH2-CH(R4)-0]x-CH2-CH(R4)-(NHCOR,2)y(ll) with R' being the residue of monopropyiene glycol without OH: -CH(CH3)-CH2-and
x being the number of oxyalkylene units -CH2-CH(R4)-0- and it being possible for x to 30 vary from 5 to 45, preferably from 5 to 40 and more preferentially from 5 to 35.
R2 and RJ2 and "y" being defined as in formula (I) above and R4 being H or methyl with the repeating oxyalkylene unit -CH2-CH(R4)-0- being ethoxy when R4 is H and propoxy when R4 is methyl or R4 corresponds to an ethoxy/propoxy mixture and preferably R4 is methyl with said oxyalkylene unit being propoxy, and said amide having a melting point, 35 meaning melting temperature, measured by DSC after two passes, 10°C/min, ranging from 10 to 110°C, preferably from 20 to 100°C.

5
The term "melting point" corresponds to the melting temperature measured by
differential scanning calorimetry (DSC) at a heating rate of 10°C/min. This temperature is
the temperature which corresponds to the melting peak recorded by DSC at the specified
heating rate.
5 Regarding the residue R, said C3-C10 alkylene, in addition to the carbon-carbon
bonds, may comprise an ether bridge -O- in the case of a polyol residue or an -NH- bridge in the case of a polyamine residue,
In the case in which X: N, as appears clearly from the formulae specified above for
polyamines containing R residue, this means that N represents -NH- and -N(R3)-.
10 Regarding the meaning of R2C02H, this relates to linear hydroxylated fatty acids
with non-terminal hydroxyl. These linear fatty acids contain a linear C12-C52, preferably C16-C36, more preferentially Ci6-C24l fatty chain, in particular consisting exclusively of C-C bonds and therefore without ester groups within this linear chain. This definition therefore excludes from the definition of R2C02H any polyester or oligoester obtained from the self-15 polycondensation of a hydroxylated fatty acid.
in the case of monocarboxylic acids R2'C02H, the term "C2-C10, preferably C2-Ca,
more preferentially C2-C6" means that this is the length of the chain of R2' expressed as
the number of chained carbon atoms (-C-C-), without taking into account side
substituents.
20 According to a specific option, the acid R2C02H is a mixture of hydroxylated fatty
acids and/or the acid R2'C02H is a mixture of shorter-chain (compared to the hydroxylated fatty acids) hydroxylated monocarboxylic acids as defined according to the invention.
As suitable examples of primary polyamines corresponding to the formula 25 R(-X-R1-NH2)n which are primary diamines or triamines as defined above, mention may be made of the following:
as diamine (n = 2) or triamine (n = 3): a primary diamine with the two primary
amine functional groups borne by a polyether segment or an alkoxylated polyester
(polyester-polyether) segment or a triamine with 3 primary amine functional groups
30 borne by 3 polyether or alkoxylated polyester (polyester-polyether) segments, said
polyether or alkoxylated polyester segment for a diamine, or the combination of the
3 polyether or alkoxylated polyester segments in the case of a triamine, having a
number-average molecular weight Mn ranging from 500 to 3000. In particular, they
are primary diamine and triamine polyethers and more particularly primary diamine
35 and triamine polyoxypropylenes, such as the Jeffamine® diamines and triamines
sold by Huntsman with as more specific suitable examples Jeffamine® D-2000

6
(primary diamine with a polyoxypropylene segment bearing 2 primary amine
groups with a number of oxypropylene units of 33) or Jeffamine® T-3000 (primary
triamine with 3 polyoxypropylene segments and a total number of oxypropylene
units of 50). Other amines can also be used: Jeffamine® D-400, Jeffamine® D-
5 2010, Jeffamine® T-403, Jeffamine® T-5000, and the like.
In principle, said polyether diamines or polyether triamines suitable for preparing
the diamides and triamides according to the present invention may be obtained from
corresponding polyether polyol (respectively diol or triol) precursors by reductive
amination of the terminal OH functions in the presence of a catalyst, as described in US
10 4766245 or GB 2175910.
Regarding the respective polyether polyol (diol or triol) precursors of polyether
diamines or triamines, they may be obtained by anionic polymerization in basic medium of
the corresponding alkylene oxide (ethylene oxide for polyoxyethylene diol/triol, propylene
oxide for polyoxypropylene diol/triol) or a mixture of said alkylene oxides in the presence
15 of a polyol alkoxide initiator with primary OH groups, which is respectively diol or triol (with
primary OH groups), or a polyamine initiator, respectively diamine and triamine (according
to the functionality of said polyether: diol or triol). As example of diol initiator, mention may
be made of ethylene glycol, diethylene glycol, 1,3-propylene glycol, 1,4-butylene glycol.
As example of triol initiator, mention may be made of trimethylolpropane.
20 In the case of bivalent initiators (two primary alkoxide functions or two amine
functions), they lead to a symmetrical structure with the initiator incorporated in the middle of the chain (via ether -O- or -NH- bond) and with the start of a polyether chain for each alkoxide or amine function of the initiator used..
In the case of a trivalent initiator (primary alkoxide triol or triamine), each alkoxide 25 or amine is the starting point for a polyether chain, with the result being 3 polyether chains borne by a molecule of said initiator, the residue of which corresponds to R in the formula defined above for the amide according to the invention.
In the particular case of polyether diamines, the polyether diol precursors may also be obtained by anionic polymerization of the alkylene oxide or of a corresponding mixture 30 of alkylene oxides (for example ethylene oxide or propylene oxide or a mixture of ethylene oxide and propylene oxide for, respectively, polyoxyethylene diols, polyoxypropylene diols and (oxyethyiene-oxypropylene) diol copolymers) from a monovalent primary alkoxide initiator bearing an OH on a secondary carbon of said initiator (which secondary OH does not react to open the alkylene oxide). In such a case, a single polyether chain is formed 35 from the primary alkoxide, the other (secondary) OH portion of the initiator remaining free and unchanged and thus, with the polyether formed, being a diol (polyether diamine

7
precursor by conversion of the terminal OH groups to NH2 as mentioned above). An
example of monovalent dioi initiator (1 single primary OH) is monopropylene glycol in the
primary alkoxide form, as below:
HOrCH(CH3)-CH20 ~
5 In the more particular case of polyether diamines based on polyoxypropylene, the
monopropylene glycol acts as monovalent initiator, with secondary hydroxyl being unaffected during the polymerization of the propylene oxide (ring-opening initiation by attack of the anionic aikoxide initiator on the least electron-rich carbon atom (-CH2-) of the propylene oxide and subsequent chain propagation), leading to the polyoxypropylene diol
10 of the following formula, which bears two secondary OH groups: HO-CH(CH3)-CH2-0-(CH2-CH(CH3)-0)x-CH2-CH(CH3)-OH
After conversion of the terminal secondary hydroxyls (by catalyzed reductive amination under NH3 pressure as described in US 4766245 or GB2175910), the polyoxypropylene diamine of following formula may be obtained:
15 H2N-CH(CH3)-CH20-(CH2-CH(CH3)-0)X-CH2-CH(CH3)-NH2
As an example of such a polyoxypropylene diamine, mention may be made of Jeffamine® D2000, sold by Huntsman.
Use may be made, as hydroxylated saturated linear fatty acids R2C02H (with R2 bearing a non-terminal OH) as defined according to the invention, of a hydroxy fatty acid
20 chosen from 12-hydroxystearic acid (12-HSA), 9-hydroxy stearic acid (9-HSA), 10-hydroxystearic acid (10-HSA), 14-hydroxyeicosanoic acid (14-HEA), or mixtures thereof.
As shorter C2-C10 acids R2'C02H, it is possible to use 2,2-bis(hydroxymethyl)propionic acid, 2,2-bis(hydroxymethyl)butyric acid, hydroxyacetic acid (or glycolic acid), 2-hydroxypropionic acid (lactic acid), 2-hydroxy-3-(3-pyridyl)propionic
25 acid, 3-hydroxybutyric acid, 2-hydroxybutyric acid, 2-methyl-2-hydroxybutyric acid, 2-ethyl-2-hydroxybutyric acid, hydroxypentanoic acid, hydroxyhexanoic acid, hydroxyheptanoic acid, hydroxyoctanoic acid, hydroxynonanoic acid, hydroxydecanoic acid and mixtures thereof; preferably 2,2-bis(hydroxymethyl)propionic acid, 2,2-bis(hydroxymethyl)butyric acid, hydroxyacetic acid (or glycolic acid), 2-hydroxypropionic acid (lactic acid), 2-hydroxy-
30 3-(3-pyridyl)propionic acid, 3-hydroxybutyric acid, 2-hydroxybutyric acid, 2^methyi-2-hydroxybutyric acid, 2-ethyl-2-hydroxybutyric acid, hydroxypentanoic acid, hydroxyhexanoic acid, hydroxyheptanoic acid, hydroxyoctanoic acid and mixtures thereof; more preferentially 2,2-bis(hydroxymethy!)propionic acid, 2,2-bis(hydroxymethyl)butyric acid, hydroxyacetic acid (or glycolic acid), 2-hydroxypropionic acid (lactic acid), 2-hydroxy-
35 3-(3-pyridyl)propionic acid, 3-hydroxybutyric acid, 2-hydroxybutyric acid, 2-methy!-2-

8
hydroxy butyric acid, 2-ethyl-2-hydroxybutyric acid, hydroxypentanoic acid, hydroxyhexanoic acid, and mixtures thereof.
The fatty amide according to the invention represented by A according to formula
(I) preferably has a number-average molecular weight Mn, measured by GPC in THF as
5 polystyrene equivalents (calibration by polystyrene standards) which varies for:
n = 2 (a diamide) from 800 to 4000, preferably from 1000 to 3800,
n = 3 (a triamide) from 1000 to 6000, preferably from 2000 to 5500.
The fatty amide according to the invention represented by B according to formula
(II) which is a fatty diamide preferably has the same range of number-average molecular
10 weight Mn, measured by GPC in THF as polystyrene equivalents (calibration by
polystyrene standards), as the diamide (n = 2) represented by option A) according to formula (I), that is to say: from 800 to 4000, preferably from 1000 to 3800.
According to a preferred option for the fatty amide represented by option A)
according to formula (I), said oligomer chain segment R1 is a polyether chain segment.
15 According to a more particularly preferred option, said oligomer chain segment R1
is a polyoxypropylene chain segment.
Said oligomer chain segment R1 can have a number-average molecuiar weight Mn ranging from 400 to 2000, preferably from 500 to 1500.
According to a specific option of the invention, said fatty amide is a fatty diamide 20 represented by option B) according to formula (II) as defined above.
According to a preferred option, said hydroxylated fatty acid R2C02H is selected
from 12-hydroxystearic acid (12-HSA); 9- or 10-hydroxystearic acid (9-HSA or 10-HSA),
preferably a mixture of 9- and 10-hydroxystearic acids; 14-hydroxyeicosanoic acid (14-
HEA), and mixtures thereof in pairs. The most preferred hydroxylated acid R2C02H is 12-
25 hydroxystearic acid.
More particularly preferably, said monocarboxylic acid R2'C02H is selected from:
2,2-bis(hydroxymethy!)propionic acid, 2,2-bis(hydroxymethyl)butyric acid, hydroxyacetic
acid (or glycolic acid), 2-hydroxypropionic acid (lactic acid), 2-hydroxy-3-(3-
pyridyl)propionic acid, 3-hydroxybutyric acid, 2-hydroxybutyric acid, 2-methyl-2-
30 hydroxy butyric acid, and 2-ethyl-2-hydroxybutyric acid.
According to another specific option of the invention, said amide is a diamide according to A) or B) or a triamide according to A), with the ratio "y/(1-y)M varying from 1/20 to 1/2 and preferably from 1/10 to 4/10.
According to another alternative option, said amide is a diamide according to A) or 35 B), with the ratio y/(1-y) varying from 1/10 to 1/2 and preferably from 1/10 to 4/10.

9
According to a specific option, said amide is a triamide according to A) with two residues (R2) resulting from hydroxyiated fatty acid R2C02H and one (R2') resulting from acid R2!C02H.
More particularly and as an alternative, said amide is a diamide represented 5 according to option A) and represented by formula (I) or according to option B) and represented by formula (II) as are defined above.
The second subject of the invention relates to a formulation composition of an organic binder, characterized in that it comprises: a) at least one organic binder and 10 b) at least one fatty amide as defined above according to the invention, in particular
as rheological additive.
More particularly, in said binder formulation composition, said binder a) is selected
from: poiysiloxane resins terminated by blocked silane groups, polyether resins terminated
by blocked silane groups, polysulfide resins terminated by blocked silane groups,
15 polyurethane prepolymer resins terminated by isocyanate groups, PVC resins for
plastisols, epoxy resins bearing epoxy groups.
Said composition can comprise, in addition to a) and b) and depending on said binder, a plasticizer or a reactive diluent as defined below:
c) a plasticizer for poiysiloxane resins, polyurethane prepolymer resins and PVC 20 resins for plastisols or
d) a reactive dilueTTHfomepoxidized monomers for epoxy resir^anH optionally
e) for two-component systems, a hardener for the epoxy or polyurethane resins.
More particularly, in said composition according to the invention, said fatty amide is
used as rheological additive which is a thixotropic agent.
25 In said composition, said organic binder a) can be selected from a poiysiloxane
resin, a polyurethane prepolymer resin or a PVC resin for plastisols and said plasticizer
can be selected from: phthalates, adipates, trimeilitates, sebacates, benzoates, citrates,
phosphates, epoxides, polyesters, alky I sulfonate esters and non-phthalate substitutes for
phthalates.
30 According to a specific option, said composition is a transparent or non-transparent
mastic formulation composition. According to a more specific option, it is a transparent
mastic formulation composition.
Another subject of the invention covers the use of at least one fatty amide as
defined above according to the invention where said amide is used as rheology additive.
35 in said use, said rheology additive can be used as thixotropic agent.

10
More particularly, said use can be in coating, adhesive, PVC plastisol or mastic compositions, preferably PVC plastisol compositions and mastic compositions.
Another specific use is in PVC plastisol compositions.
Another specific use is in mastic compositions which can be crosslinked by
5 moisture based on polysiloxane resins terminated by blocked silane groups, poiyether
resins terminated by blocked silane groups, polysulfide resins terminated by blocked
silane groups, in particular siianes blocked by alkoxy groups, or poiyurethane prepolymer
resins terminated by isocyanate groups.
Another specific use is in mastic compositions which can be crosslinked by 10 moisture, which mastics are or are not transparent,
Finally, the invention covers a final product which can be a coating, in particular
PVC plastisol coating, or an adhesive seal or a mastic seal, which results from the use of
at least one fatty amide as defined above according to the invention, as rheology additive,
in particular as thixotropic agent.
15 The following examples of the experimental section below are presented by way of
illustration of the invention and of its performance qualities and do not in any way limit its scope.

11
EXPERIMENTAL SECTION
1) Starting materials used and codes
See Table 1 below
5 Table summarizing the starting materials used in synthesis and in formulations
[Table 1]

Product used Chemical name Function Supplier
12HSA 12-Hydroxystearic acid Hydroxylated fatty acid J ay ant Agro
Stearine Stearic acid Non-hydroxylated fatty acid, according to R2C02H Sogis
bMBA 2,2-
bis(hydroxymethyl)bu tyric acid Short hydroxylated acid according to R2'C02H Sigma Aldrich
JEFFAMINE®T-
3000
Polyetheramine Jeffamine®T-3000 polyetheramine Polyoxypropylene triamine (primary) with overall ~50 oxypropylene (OP) units Huntsman
JEFFAMINE®D-
2000
Polyetheramine Jeffamine® D-2000 polyetheramine Polyoxypropylene diamine (primary) with ~33 OP units Huntsman
HCO(as flakes) Hydrogenated castor oil Reference rheology additive Gokul Agro
Crayval!ac®Antis ettle CVP
(micronized powder) Hydrogenated castor oil Reference rheology additive Arkema
Standard fatty diamide 12HSA-HMDA-12HSA Reference diamide rheology additive for comparison /
MS Polymer® S203H Silylated polyether Applicative formulation resin Kaneka
Jayflex®DiUP Diisoundecyl phthalate Plasticizer for formulation BASF
For reasons of clarity, the following abbreviations will be used:
• 12HSA: 12-Hydroxystearic acid 10 • SA: Stearic acid
• HMDA: Hexamethylenediamine

12
D2000: Jeffamine® D-2000 polyetheramine
• T3000: Jeffamine® T-3000 polyetheramine
• bMBA: 2,2-bis(hydroxymethyl)butyric acid
5 2) Examples
Example A according to the invention - T3000-(12HSA-bMBA)3
231.40 g of Jeffamine® T-3000 (0.078 mol, 1 eq), 63.11 g of 12-hydroxystearic acid (0.199 mol, 2.55 eq) and 5.2 g of 2,2-bis(hydroxymethyi)butyric acid (0.035 mol, 0.45 eq) are added to a 1 liter round-bottom flask equipped with a thermometer, a Dean-Stark
10 apparatus, a condenser and a stirrer. The mixture is heated to 180°C under an inert atmosphere. The water removed accumulates in the Dean-Stark apparatus from 150°C. The reaction is monitored by the acid number and the amine number. When the acid and amine numbers are respectively less than 6, the reaction is halted. The reaction mixture is cooled to 140°C and is discharged into a silicone moid. Once cooled to ambient
15 temperature, the product is converted into flakes.
Example B according to the invention - D2000-(12HSA-bMBA)2
232.3 g of Jeffamine® D-2000 (0.115 mol, 1 eq), 62.12 g of 12-hydroxystearic acid (0.196 mol, 1.7 eq) and 5.11 g of 2,2-bis(hydroxymethyl)butyric acid (0.034 mol, 0.3 eq)
20 are added to a 1 liter round-bottom flask equipped with a thermometer, a Dean-Stark apparatus, a condenser and a stirrer. The mixture is heated to 180°C under an inert atmosphere. The water removed.accumulates in the Dean-Stark apparatus from 150°C. The reaction is monitored by the acid number and the amine number. When the acid and amine numbers are respectively less than 6, the reaction is halted. The reaction mixture is
25 cooled to 140°C and is discharged into a silicone mold. Once cooled to ambient temperature, the product is converted into flakes.
Comparative example C - T3000-(SA)3
313.6 g of Jeffamine® T-3000 (0.10 mol, 1 eq) and 86.4 g of stearic acid (0.3 mol, 3 30 eq) are added to a 1 liter round-bottom flask equipped with a thermometer, a Dean-Stark apparatus, a condenser and a stirrer. The mixture is heated to 180°C under an inert atmosphere. The water removed accumulates in the Dean-Stark apparatus from 150°C. The reaction is monitored by the acid number and the amine number. When the acid and amine numbers are respectively less than 6, the reaction is halted. The reaction mixture is 35 cooled to 140°C and is discharged into a silicone mold.

13
Comparative example D - D2000-(SA)2
312.2 g of Jeffamine® D-2000 (0.15 moi, 1 eq) and 87.8 g of stearic acid (0.3 mol, 2 eq) are added to a 1 liter round-bottom flask equipped with a thermometer, a Dean-Stark apparatus, a condenser and a stirrer. The mixture is heated to 180°C under an inert 5 atmosphere. The water removed accumulates in the Dean-Stark apparatus from 150°C. The reaction is monitored by the acid number and the amine number. When the acid and amine numbers are respectively less than 6, the reaction is halted. The reaction mixture is cooled to 140°C and is discharged into a silicone moid.
10 3) Study of the gelling power of the organogelators
In this study, the ability of the tested rheology additives to form a gel in a simplified formulation containing solely a conventional plasticizer (Jayflex® DIUP) used in PVC ptastisol formulations will be compared.
The formulations are prepared using a laboratory "planetary" mixer (Molteni® EMD
15 1 type) provided with a dispersing disk and a scraper which makes it possible to mix high-viscosity products but also powders in non-fluid systems. It is equipped with a vacuum pump which makes it possible to prevent the ingress of moisture during the dispersing. The temperature within the Molteni® EMD 1 is recorded by a probe attached to the scraper and can be regulated by virtue of a bath.
20 The simplified formulations tested/compared are presented in table 2 below with
the common plasticizer being Jayflex® DIUP and the variable rheology additive tested and compared being the amides mentioned or other reference products mentioned.

14
Composition of the simplified formulations [Table 2]

Formulation Component Weight%
F1 Jayflex® DiUP plasticizer 95

Example A amide 5
F2 Jayflex® DIUP plasticizer 95

Example B amide 5
F3 Jayflex® DIUP plasticizer 95

Example C amide 5
F4 Jayflex® DiUP plasticizer 95

Example D amide 5
F5 Jayflex® DiUP plasticizer 95

12HSA-HMDA-12HSA 5
F6 Jayflex® DIUP plasticizer 95

HCO 5
F7 Jayflex® DiUP plasticizer 95

Crayvaliac®Antisettle CVP 5
The rheology additive is introduced into the plasticizer and the mixture is brought 5 to the incorporation temperature (cf. table 3) and dispersed for 5 minutes. At the end of the dispersing, the mixture is cooled to ambient temperature and the behavior of the gel is studied visually (see table 3 below).

15
Behavior and appearance of the gel as a function of the incorporation temperature
[Table 3]

Formulation Temperature Behavior of the gel Appearance
F1 60°C** Strong gel Transparent

80°C** Strong gel Transparent
F2 60°C** Strong gel Transparent

80°C** Strong gel Transparent
F3 60°C** Liquid Transparent

80°C** Liquid Transparent
F4 60°C** Liquid Transparent

80°C** Liquid Transparent
F5 60°C* Weak gel Opaque

80°C* Weak gel Opaque

100°C** Weak gel Opaque
F6 60°C* Weak gel (presence of grains) Opaque

80°C** Weak gel Opaque
F7 60°C* Strong gel Opaque

80°C** Weak gel (slight syneresis) Opaque
*partial dissolution; **complete dissolution
The results of the gel tests show that the products according to the invention (amides according to examples A and B) form gels, while the comparative products are in the liquid form. Thus, the compound of example C described in particular in EP 1 514 912 A2 does not make it possible to obtain the gel (cf. formulation F3), which strongly indicates that the presence of the hydroxyl group, providing H bonds, is essential to the formation of the supramolecular assembly and of the three-dimensional (3D) network of fibers formed.
The behavior of the organogelator agents can also be influenced by the initial structure of the amine used. Thus, on comparing the organogelator described in WO 2014/053774A1 (12HSA-HMDA-12HSA) with the compound of example B according to the invention, a significant difference in gel strength may be observed. In particular, if the aliphatic amine is replaced with a poiyether amine, the gelling power increases, making it possible, in addition, to obtain a transparent gel. It should be noted that, in order to be

16
completely dissolved, the compound 12HSA-HMDA-12HSA (cf. formulation F5) requires greater temperatures than the products according to the invention.
Furthermore, the performance qualities of the gels can be linked to the physical nature of the rheology additive. Consequently, for formulations F6 and F7 to begin with at 5 a constant temperature (60°C) of incorporation of the rheology additive, a difference in gel strength is observed. Namely, if the additive is in the form of flakes (cf. formulation F5), the gel strength will decrease, which might well be explained by an incomplete incorporation of the product in the formulation due to the lack of solubility. Furthermore, grains could be observed, which might corroborate this hypothesis.
10 Also, it may be observed that, in the case where the additive is in the powder form
and is incorporated at a higher temperature (80°C in F7) than its optimum incorporation temperature (60°C in F7), the gel strength will decrease, which shows in addition a sensitivity to the temperature due probably to the over-dissolution of the product. It is thus important, in the case of the standard products, to indeed observe an incorporation
15 temperature window for which the organogelator is effective.
As regards formulations F1 and F2 containing the products according to the invention, the formation of a strong gel may be observed irrespective of the incorporation temperature. It should be mentioned that, at the temperatures studied, the rheology additive is completely dissolved. Furthermore, the formulations exhibit a completely
20 transparent appearance.
4) Evaluation of the rheoloqical performance qualities in a simplified hybrid
mastic formulation
This study compares the rheological performance qualities of the additives of a 25 simplified hybrid mastic formulation comprising, as plasticizer: Jayflex® DIUP and, as rheology additive, the mentioned product being compared.

17
Composition of the simplified hybrid mastic formulations
[Table 4]

Formulation Component % by weight Function
F8 Jayflex® DIUP plasticizer 47.5 Plasticizer

MS-Polymer® S 203 H 47.5 Resin

Amide according to example A 5 Rheology additive
F9 Jayflex® DIUP plasticizer 47.5 Plasticizer

MS-Polymer® S 203 H 47.5 Resin

CrayvallacAntisettle CVP 5 Rheology additive
F10 Jayflex® DIUP plasticizer 47.5 Plasticizer

MS-Polymer® S 203 H 47.5 Resin

Amide according to example B 5 Rheology additive
F11 Jayflex® DIUP plasticizer 47.5 Plasticizer

MS-Polymer® S 203 H 47.5 Resin

12HSA-HMDA-12HSA 5 Rheology additive
The formulations are prepared using a Molteni EMD 1 mixer. The resin and the 5 plasticizer are added and homogenized in a first stage and in the proportions shown (table 4). The additive is weighed out and subsequently added during the second stage. Thus, the reaction mixture, which is kept under vacuum during the mixing phases, is brought to 80°C for 5 minutes. At the end of this phase, the mixture is cooled to 25°C and discharged. The performance qualities of these formulations are presented in table 5 10 below.
Rheological performance qualities
[Table 5]

Formulation Viscosity at 0.1 s'1 (Pa.s) Viscosity at 100 s1 (Pa.s) Thixotropic index Yield
stress
(Pa) Appearance
F8 717 3.50 205 73 Transparent
F9 296 6.06 49 4.4 Opaque
F10 313 2.78 113 30 Transparent
F11 47 2.21 21 3.1 Opaque

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The triamide rheology additive of example A according to the invention proves to be much more effective in terms of rheological performance qualities (cf. formulation F8), compared with the standard powder additive Crayvallac®Antisettle CVP (cf. formulation 5 F9). With regard to the diamide product of example C, it also exhibits rheological performance qualities (cf. formulation F10) which are superior to that using the compound in the powder form 12HSA-HMDA-12HSA (cf. formulation F11).
Furthermore, the products according to the invention do not need a specific processing process to develop the rheology (gel), as is necessary in the case for 10 conventional additives in the form of powders based on hydrogenated castor oil derivatives.
Furthermore, as the products according to the invention are in the form of flakes, problems encountered with the use of powders (micronization, handling, toxicity, and the like) are thus eliminated. It should also be noted that these products make it possible to 15 obtain MS mastic formulations which are completely transparent.

WE CLAIMS

A polyfunctional fatty amide, characterized in that it is a diamide or a triamide or a mixture thereof and that said fatty amide is represented by: 5 A) according to the following formula (I):
R[(-X-R1-NHCO-R2)n(i^][(-X-R1-NHCO-R2')ny](l) with
n being 2 or 3, preferably 3,
R(-X-R1-)n being the residue of valency n of a primary polyamine R(-X-R1-NH2)n
10 which is a primary diamine or triamine,
with each primary amine group -NH2 being a terminal group borne by a bivalent
oligomer chain segment R1 chosen from aikoxylated polyester and polyether,
preferably polyether and more preferentially polyoxypropylene or
oxypropylene/oxyethylene copolymers having a predominance of oxypropylene
15 units,
R: C3-C10 alkylene residue of valency n resulting from a polyol R(OH)n or from a polyamine R(NH2)n or R(NH-R3)nt preferably from a polyol R(OH)n, X: O, NH or NR3, preferably O,
R2 being the C12-C52, preferably C16-C36, more preferentially C16-C24, fatty residue
20 of hydroxylated fatty acid R2C02H, in particular saturated and linear,
R2' being the C2 to C10, preferably C2 to C8, monocarboxylic acid R2'C02H residue
bearing at least one hydroxyl group, preferably at least two hydroxy! groups,
y representing the mean molar fraction of R2'C02H relative to the sum of R2'C02H
+ R2C02H, in said diamide, with y varying from 0.05 to 0.50, preferably from 0.10
25 to 0.40, with it being possible for R2C02H and/or R2'C02H to be mixtures of
respective acids, R3 being a CrC2alkylsubstituent, or by
B) according to the following formula (II) in the case in which said amide is a diamide:
30 (R2CONH)(1.y).R,-04CH2-CH(R4)-0]x-CH2-CH(R4)-(NHCOR2')y (II)
with R' being the residue of monopropylene glycol without OH: -CH(CH3)-CH2-and R2 and R21 and y being defined as in formula (I) above, and
x being the number of oxyalkylene units -CH2-CH(R4)-0- and it being possible for x to vary from 5 to 45, preferably from 5 to 40 and more preferentially from 5 to 35, 35

20
R4 being H or methyl with the repeating oxyaikyiene unit -CH2-CH(R4)-0- being ethoxy when R4 is H and propoxy when R4 is methyl or R4 corresponds to an ethoxy/propoxy mixture and preferably R4 is methyl with said oxyaikyiene unit being propoxy, and said amide having a melting point, meaning melting temperature, measured by DSC 5 after two passes at 10°C/min, ranging from 10 to 110°C, preferably from 20 to 100°C.
2. The fatty amide as claimed in claim 1, characterized in that the number-average
molecular weight Mn of said fatty amide defined according to A) formula (I), measured by
GPC in THF as polystyrene equivalents varies for:
n = 2 from 800 to 4000, preferably from 1000 to 3800,
10 - n = 3 from 1000 to 6000, preferably from 2000 to 5500.
3. The fatty amide as claimed in claim 1 or 2, characterized in that said oligomer
chain segment R1 for the fatty amide according to A) formula (I) is a polyether chain
segment.
4. The fatty amide as claimed in one of claims 1 to 3, characterized in that said
15 oligomer chain segment R1 is a poiyoxypropylene chain segment.
5. The fatty amide as claimed in one of claims 1 to 4, characterized in that said
oligomer chain segment R1 has a number-average molecular weight Mn ranging from 400
to 2000, preferably from 500 to 1500.
6. The fatty amide as claimed in one of claims 1 to 5, characterized in that said
20 hydroxyiated fatty acid R2C02H is selected from 12-hydroxystearic acid (12-HSA); 9- or
10-hydroxystearic acid (9-HSA or 10-HSA), preferably a mixture of 9- and 10-hydroxystearic acids; 14-hydroxyeicosanoic acid (14-HEA); and mixtures thereof.
7. The fatty amide as claimed in one of claims 1 to 6, characterized in that said
hydroxyiated fatty acid R2C02H is 12-hydroxystearic acid.
25 8. The fatty amide as claimed in one of claims 1 to 7, characterized in that said
monocarboxylic acid R2'C02H is selected from: 2,2-bis(hydroxymethyl)propionic acid, 2,2-bis(hydroxymethyl)butyric acid, hydroxyacetic acid (or glycolic acid), 2-hydroxypropionic acid (lactic acid), 2-hydroxy-3-(3-pyridyf)propionic acid, 3-hydroxybutyric acid, 2-hydroxybutyric acid, 2-methyl-2-hydroxybutyric acid, 2-ethy!-2-hydroxybutyric acid,
30 hydroxypentanoic acid, hydroxyhexanoic acid, hydroxyheptanoic acid, hydroxyoctanoic acid, hydroxynonanoic acid, hydroxydecanoic acid and mixtures thereof; preferably 2,2-bis(hydroxymethyl)propionic acid, 2,2-bis(hydroxymethyl)butyric acid, hydroxyacetic acid (or glycolic acid), 2-hydroxypropionic acid (lactic acid), 2-hydroxy-3-(3-pyridyl)propionic acid, 3-hydroxybutyric acid, 2-hydroxybutyric acid, 2-methy!-2-hydroxybutyric acid, 2-ethyl-
35 2-hydroxybutyric acid, hydroxypentanoic acid, hydroxyhexanoic acid, hydroxyheptanoic acid, hydroxyoctanoic acid and mixtures thereof.

21
9. The fatty amide as claimed in one of claims 1 to 8, characterized in that said amide
is a diamide according to A) or B) or a triamide according to A) with y/(1-y) varying from
1/20 to 1/2 and preferably from 1/10 to 4/10.
10. The fatty amide as claimed in one of claims 1 to 8, characterized in that said amide
5 is a diamide according to A) or B), with y/(1-y) ranging from 1/10 to 1/2, preferably from
1/10 to 4/10.
11. The fatty amide as claimed in one of claims 1 to 8, characterized in that said amide
is a triamide according to A) with two R2 residues resulting from hydroxylated fatty acid
R2C02H and 1 resulting from acid R2'C02H.
10 12. The fatty amide as claimed in one of claims 1 to 8, characterized in that it is a diamide represented by option A) according to formula (I).
13. The fatty amide as claimed in one of claims 1 and 6 to 8, characterized in that it is
a diamide represented by option B) according to formula (II).
14. A formulation composition of an organic binder, characterized in that it comprises:
15 a) at least one organic binder,
b) at least one fatty amide as defined in one of claims 1 to 13, in particular as
Theological additive.
15. The composition as claimed in claim 14, characterized in that said binder a) is
selected from: polysiloxane resins terminated by blocked silane groups, polyether resins
20 terminated by blocked silane groups, polysulfide resins terminated by blocked silane groups, potyurethane prepolymer resins terminated by isocyanate groups, PVC resins for plastisols, epoxy resins bearing epoxy groups.
16. The composition as claimed in claim 14 or 15, characterized in that it comprises, in
addition to a) and b) and depending on said binder, a plasticizer or a reactive diluent as
25 defined below:
c) a plasticizer for polysiloxane resins, poiyurethane prepolymer resins and PVC resins for plastisols or
d) a reactive diluent from epoxidized monomers for epoxy resins and optionally
e) for two-component systems, a hardener for the epoxy or poiyurethane resins.
30 17. The composition as claimed in claim 16, characterized in that said organic binder a) is a polysiloxane resin, a poiyurethane prepolymer resin or a PVC resin for plastisols and in that said plasticizer is selected from: phthalates, adipates, trimellitates, sebacates, benzoates, citrates, phosphates, epoxides, polyesters, alkylsulfonate esters and non-phthalate substitutes for phthalates.
35 18. The composition as claimed in claim 17, characterized in that it is a transparent or non-transparent mastic formulation composition.

22
19. The use of at least one fatty amide as defined in one of claims 1 to 13, characterized in that said amide is used as rheology additive.
20. The use as claimed in claim 19, characterized in that said rheology additive is a thixotropic agent.
5 21. The use as claimed in claim 19 or 20, characterized in that it concerns use in coating, adhesive, PVC piastisol or mastic compositions, preferably PVC piastisol compositions and mastic compositions.
22. The use as claimed in claim 21, characterized-in that it concerns use in mastic
compositions which can be crosslinked by moisture based on polysiioxane resins
10 terminated by blocked silane groups, poiyether resins terminated by blocked silane groups, polysulfide resins terminated by blocked silane groups, in particular silanes blocked by alkoxy groups, or polyurethane prepofymer resins terminated by isocyanate groups.
23. The use as claimed in claim 22, characterized in that it concerns use in mastic
15 compositions which can be crosslinked by moisture, which mastics are or are not
transparent.
24. A coating, in particular PVC piastisol coating, adhesive seal or mastic seal,
characterized in that it results from the use of at feast one fatty amide as defined in one of
claims 1 to 13, as rheology additive, in particular as thixotropic agent.