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Cosmetic Composition Comprising A Colouring Material, Colouring Material And Cosmetic Treatment Method

Abstract: “Cosmetic Composition Comprising a Colouring Material  Colouring Material  and Cosmetic Treatment Method” ABSTRACT The present invention relates to a cosmetic composition comprising  in a cosmetically acceptable medium  a dyestuff comprising a biopolyester comprising repeating units of formula (I): and a coloring compound chosen from liposoluble dyes  water-soluble dyes  mineral pigments and organic pigments. The invention also relates to the dyestuff per se  and to a cosmetic process for treating keratin materials  comprising the application of said cosmetic composition.

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Patent Information

Application #
Filing Date
07 October 2011
Publication Number
17/2013
Publication Type
INA
Invention Field
PHARMACEUTICALS
Status
Email
ipo@knspartners.com
Parent Application
Patent Number
Legal Status
Grant Date
2018-04-03
Renewal Date

Applicants

L"OREAL
14  rue Royale F-75008 Paris (FR)

Inventors

1. JEANNE-ROSE  Valérie
26  rue Defresne-Bast F-95100 Argenteuil (FR)

Specification

TECHNICAL FIELD
The present invention relates to cosmetic compositions comprising novel dyestuffs, to said dyestuffs and to a cosmetic treatment process using them.
BACKGROUND AND PRIOR ART
Makeup compositions generally contain dyestuffs, such as pigments or dyes, which give the applied makeup the desired colors. The number of dyestuffs that may be used in cos-metics is particularly limited, in particular because they must be registered on positive regulatory lists, which differ according to the economic zone (Europe, USA, Japan).
Enlargement of the colorimetric range using permitted dyestuffs would thus be a major advantage, all the more so if they are dyestuffs of natural origin.
Moreover, it is known that certain dyestuffs such as water-soluble dyes may in certain cases have a tendency to run, which may, for example in the case of makeup composi¬tions such as lipsticks or nail varnishes, result in a "streak" on the lips or the nails, and also to impairment of the quality of the makeup.
STATEMENT OF THE PRESENT DISCLOSURE
Accordingly, the present disclosure relates to a cosmetic composition comprising, in a cosmetically acceptable medium, at least one dyestuff comprising a biopolyester and a coloring compound, said biopolyester comprising repeating units of formula (I) -

in which -
- R is a linear or branched saturated C1-C18 alkyl chain, or a hydrogen atom and
- n is between 450 and 1400,
and said coloring compound being chosen from liposoluble dyes, water-soluble dyes, mineral pigments and organic pigments, and mixtures thereof; a dyestuff comprising a biopolyester and a coloring compound, said biopolyester comprising repeating units of formula (I) -


in which -
- R is a linear or branched saturated C1-C18 alkyl chain, or a hydrogen atom and
- n is between 450 and 1400,
and said coloring compound being chosen from liposoluble dyes, water-soluble dyes, mineral pigments and organic pigments, and mixtures thereof; and a cosmetic process for treating keratin materials, especially bodily or facial skin, the lips, the nails, the hair, the eyebrows and/or the eyelashes, comprising the application to said materials of a cosmetic composition as defined in above claims.
DETAILED DESCRIPTION
The present disclosure relates to a cosmetic composition comprising, in a cosmetically acceptable medium, at least one dyestuff comprising a biopolyester and a coloring com-pound, said biopolyester comprising repeating units of formula (I):
in which:
- R is a linear or branched saturated C1-C18 alkyl chain, or a hydrogen atom; and
- n is between 450 and 1400;
and said coloring compound being chosen from liposoluble dyes, water-soluble dyes, mineral pigments and organic pigments, and mixtures thereof.
In an embodiment of the present disclosure, the biopolyester is a homopolymer or a co-polymer comprising only units of formula (I); or alternatively is a copolymer comprising additional monomers.
In another embodiment of the present disclosure, the additional monomer is chosen from ethylenically unsaturated monomers, such as vinyl monomers, in particular

(meth)acrylics, and/or monomers of formula (I'):

in which:
- R' is a linear or branched saturated C1-C18 alkyl chain, or a hydrogen atom; and
- m is between 450 and 1400.
In yet another embodiment of the present disclosure, the monomers of formula (I) repre-sent 30% to 100% by weight, especially 40% to 95% by weight, or even 55% to 90% by weight, and better still 70% to 80% by weight, relative to the total weight of the biopoly-ester.
In still another embodiment of the present disclosure, the biopolyester is chosen, alone or as a mixture, from:
- poly(alkanoate) homopolymers or copolymers, in particular poly(hydroxybutyrate) ho-mopolymers or copolymers, and especially (hydroxybutyrate), polyhydroxybutyrate-co-polyhydroxyvalerate, polyhydroxybutyrate-co-polyhydroxyhexanoate, polyhydroxybu-tyrate-co-polyhydroxyoctanoate, and polyhydroxybutyrate-co-polyhydroxyoctadecanoate;
- poly(alkanoate)-poly(lactic acid) copolymers, comprising at least the following repeat¬ing units:

In still another embodiment of the present disclosure, the biopolyester has a weight-average molecular mass (Mw) of between 40 000 and 100 000 g/mol (i.e. 40 to 100 kDa).
In still another embodiment of the present disclosure, the coloring compound is chosen from the following families, alone or as a mixture:

- the curcuminoid family, which especially comprises curcumin, curcuma, curry and saf-fron, and extracts thereof;
- the riboflavin family, which especially comprises riboflavin (or vitamin B2) and deriva-tives thereof;
- the porphyrin family, which especially comprises chlorophyll, chlorophylline and de-rivatives thereof, especially copper complexes thereof;
- the family of pigments that especially comprises vegetable charcoal (CI Food Black 3);
- the carotenoid family, which especially comprises carotenes xanthophylls; mention may be made in particular of beta-carotene, lutein, canthaxanthin, lycopene, apocarotenal (beta-apo-8-carotenal), annatto, bixin, norbixin, rocou and zeaxanthin;
- the betalaine family, which comprises betanin and beetroot red;
- the anthocyan family, which especially comprises elderberry;
- the isotin family, which includes indigoids, and especially indigo, indirubin, indigotin, haloindigos such as dichloroindigo and dibromoindigo, thioindigos and indigo acetates;
- the polyphenol family, which especially comprises sorghum (or sorghum extract);
- the alizarin family, which comprises carminic acid;
- azorubin (or carmoisin); amaranth (or azorubin S);
- capsanthin (or capsorubin or paprika or paprika extract);
- caramel (water-soluble dye) and derivatives thereof.
In still another embodiment of the present disclosure, the coloring compound is chosen from carotenoids, anthocyans, betanin, caramel and annatto (bixin, norbixin).
In still another embodiment of the present disclosure, the dyestuff comprises 40% to 95% by weight of biopolyesters and 5% to 60% by weight of coloring compounds.
In still another embodiment of the present disclosure, in the dyestuff, the weight ratio between the coloring compounds and the biopolyesters is between 0.05 and 1.2; espe-cially between 0.1 and 1.0 and better still between 0.2 and 0.8; and preferentially between 0.45 and 0.8.
In still another embodiment of the present disclosure, the dyestuff is present in a propor-tion of from 0.1% to 30% by weight, especially 0.5% to 25% by weight, or even 1% to

20%, preferentially 3% to 15% by weight and better still 5% to 10% by weight relative to the total weight of the cosmetic composition.
In still another embodiment of the present disclosure, the cosmetically acceptable me¬dium comprises at least one constituent chosen from volatile or nonvolatile, carbon-based, hydrocarbon-based, fluoro and/or silicone oils and/or solvents of mineral, animal, plant or synthetic origin; waxes of plant, animal, mineral or synthetic origin, or silicone waxes; pigments, fillers, nacres and glitter flakes, liposoluble or water-soluble dyes; thickeners, gelling agents, antioxidants, fragrances, essential oils, preserving agents, cosmetic active agents, moisturizers, vitamins, ceramides, sunscreens, spreading agents, wetting agents, dispersants, antifoams, neutralizers, stabilizers, polymers and especially liposoluble film-forming polymers; surfactants, emulsifiers; fillers, and mixtures thereof.
In still another embodiment of the present disclosure, in the form of a product for caring for or making up bodily or facial skin, the lips, the eyelashes, the eyebrows, the hair or the nails, an antisun or self-tanning product, or a haircare product, especially for dyeing, conditioning, cleansing, shaping and/or caring for the hair.
In still another embodiment of the present disclosure, in the form of a makeup composi-tion, especially a mascara, lipstick, face powder, eyeshadow or foundation composition.
The present disclosure also relates to a dyestuff comprising a biopolyester and a coloring compound, said biopolyester comprising repeating units of formula (I):

in which:
- R is a linear or branched saturated C1-C18 alkyl chain, or a hydrogen atom; and
- n is between 450 and 1400;
and said coloring compound being chosen from liposoluble dyes, water-soluble dyes, mineral pigments and organic pigments, and mixtures thereof.

In an embodiment of the present disclosure, the biopolyester is a homopolymer or a co-polymer comprising only monomers of formula (I); or alternatively is a copolymer com-prising additional monomers.
In another embodiment of the present disclosure, the additional monomer is chosen from ethylenically unsaturated monomers, such as vinyl monomers, in particular (meth)acrylics, and/or monomers of formula (I'):

in which:
- R' is a linear or branched saturated C1-C18 alkyl chain, or a hydrogen atom; and
- m is between 450 and 1400.
In yet another embodiment of the present disclosure, the monomers of formula (I) repre-sent 30% to 100% by weight, especially 40% to 95% by weight, or even 55% to 90% by weight, and better still 70% to 80% by weight, relative to the total weight of the biopoly-ester.
In still another embodiment of the present disclosure, the biopolyester is chosen, alone or as a mixture, from:
- poly(alkanoate) homopolymers or copolymers, in particular poly(hydroxybutyrate) ho-mopolymers or copolymers, and especially (hydroxybutyrate), polyhydroxybutyrate-co-polyhydroxyvalerate, polyhydroxybutyrate-co-polyhydroxyhexanoate, polyhydroxybu-tyrate-co-polyhydroxyoctanoate, and polyhydroxybutyrate-co-polyhydroxyoctadecanoate;
- poly(alkanoate)-poly(lactic acid) copolymers, comprising at least the following repeat¬ing units:


In still another embodiment of the present disclosure, the coloring compound is chosen from the following families, alone or as a mixture:
- the curcuminoid family, which especially comprises curcumin, curcuma, curry and saf-fron, and extracts thereof;
- the riboflavin family, which especially comprises riboflavin (or vitamin B2) and deriva-tives thereof;
- the porphyrin family, which especially comprises chlorophyll, chlorophylline and de-rivatives thereof, especially copper complexes thereof;
- the family of pigments that especially comprises vegetable charcoal (CI Food Black 3);
- the carotenoid family, which especially comprises carotenes xanthophylls; mention may be made in particular of beta-carotene, lutein, canthaxanthin, lycopene, apocarotenal (beta-apo-8-carotenal), annatto, bixin, norbixin, rocou and zeaxanthin;
- the betalaine family, which comprises betanin and beetroot red;
- the anthocyan family, which especially comprises elderberry;
- the isotin family, which includes indigoids, and especially indigo, indirubin, indigotin, haloindigos such as dichloroindigo and dibromoindigo, thioindigos and indigo acetates;
- the polyphenol family, which especially comprises sorghum (or sorghum extract);
- the alizarin family, which comprises carminic acid;
- azorubin (or carmoisin); amaranth (or azorubin S);
- capsanthin (or capsorubin or paprika or paprika extract);
- caramel (water-soluble dye) and derivatives thereof.
In still another embodiment of the present disclosure, comprising 40% to 95% by weight of biopolyesters and 5% to 60% by weight of coloring compounds.
In still another embodiment of the present disclosure, the weight ratio between the color-ing compounds and the biopolyesters is between 0.05 and 1.2; especially between 0.1 and 1.0 and better still between 0.2 and 0.8; and preferentially between 0.45 and 0.8.

The present disclosure also relates to a cosmetic process for treating keratin materials, especially bodily or facial skin, the lips, the nails, the hair, the eyebrows and/or the eye-lashes, comprising the application to said materials of a cosmetic composition as defined above.
In an embodiment of the present disclosure, for making up said keratin materials, in par-ticular the lips, the face, the eyebrows and/or the cheeks, by applying a lipstick, eye-shadow, face powder or foundation composition.
The aim of the present invention is to propose novel dyestuffs that can be used in cosmet-ics and that do not have the drawbacks of the prior art. It has been found, surprisingly, that the encapsulation or coating of coloring compounds with biopolyesters makes it possible to obtain dyestuffs that have adjustable colorimetric properties; in particular, modulation of the hue (delta E) may be dependent on the degree of encapsulation/coating and/or on the preparation process used.
Moreover, in the dyestuffs of the invention, the water-soluble or lipophilic dyes may be totally immobilized, which means that their running is particularly limited.
Thus, one subject of the present invention is a cosmetic composition comprising, in a cosmetically acceptable medium, at least one dyestuff comprising a biopolyester and a coloring compound, said biopolyester comprising repeating units of formula (I) as de¬fined below and said coloring compound being chosen from liposoluble dyes and water-soluble dyes, or alternatively mineral or organic pigments (insoluble), and mixtures thereof. Another subject of the invention is the dyestuff per se.
The dyestuffs according to the invention may have a very varied color range in the visible and UV region, which may depend on the nature of the coloring compound, its concentra¬tion and/or the preparation process used, which makes it possible to use them in a particu¬larly advantageous manner in cosmetic compositions, especially makeup compositions.

This is particularly noteworthy and advantageous given that these dyestuffs may have a virtually identical base composition, i.e. based on biopolyesters, which makes it possible to simplify their use in cosmetic compositions, said dyestuffs being readily interchange-able within the same base composition, thus making it possible to avoid adaptations of each composition to the nature of each dyestuff. The dyestuffs according to the invention also have the advantage of not running in com¬mon cosmetic media, whether they comprise common carbon-based oils or silicone oils.
Furthermore, dyestuffs have the advantage of giving good coverage.
The biopolyesters that may be used in the preparation of the dyestuffs according to the present invention are preferably polyesters of natural origin or derived from bioresources. They comprise repeating units of formula (I):

in which:
- R is a linear or branched saturated C1-C18 alkyl chain, or a hydrogen atom; and
- n is between 450 and 1400.
Preferably, R is chosen from hydrogen, methyl and ethyl.
The biopolyesters according to the invention may preferably be homopolymers or co-polymers comprising only monomers of formula (I). They may also be copolymers comprising, besides the monomers of formula (I), addi¬tional monomers. Among the additional monomers, mention may be made of the monomers of formula (I'):

in which:
- R' is a linear or branched saturated C1-C18 alkyl chain, or a hydrogen atom; and
- m is between 450 and 1400.

Preferably, R' is chosen from hydrogen, methyl and ethyl, and better still R' = methyl (lactic acid).
Additional monomers that may also be mentioned include the ethylenically unsaturated monomers usually used in cosmetics, such as vinyl monomers, in particular (meth)acrylics.
Preferably, in the biopolyesters according to the invention, the monomers of formula (I)
represent 30% to 100% by weight, especially 40% to 95% by weight, or even 55% to
90% by weight, and better still 70% to 80% by weight, relative to the total weight of the
biopolyester.
The additional monomers may thus be absent (0%) or may be present in a proportion of
from 0.1% to 70% by weight, especially 5% to 60% by weight, or even 10% to 45% by
weight, and better still 20% to 30% by weight.
As biopolyesters that may be used, mention may be made, alone or as a mixture, of: - poly(alkanoate) homopolymers or copolymers, in particular poly(hydroxybutyrate) ho-mopolymers or copolymers, and especially (hydroxybutyrate) or PHB, polyhydroxybu-tyrate-co-polyhydroxyvalerate or PHBV, polyhydroxybutyrate-co-polyhydroxyhexanoate or PHBHx, polyhydroxybutyrate-co-polyhydroxyoctanoate or PHBO, and polyhydroxy-butyrate-co-polyhydroxyoctadecanoate or PHBOd. The poly(alkanoates) may especially comprise the following repeating units, alone or as a mixture:



Preferably, the biopolyesters according to the invention have a weight-average molecular
mass (Mw) of between 40 000 and 100 000 g/mol (i.e. 40 to 100 kDa).
It is obviously possible in the context of the invention to use a mixture of biopolymers.
Commercial products that may be mentioned include:
- polymers of the type (PHB, PHBV): Biopol from Monsanto, Metabolix from Metabolix, Enmat from Tianan, Biocycle from Copersucar, or Biomer L from Biomer,
- a polymer of the type (PHBHx, PHBO, PHBOd): Nodax from Procter & Gamble.
The coloring compounds that may be used to prepare the dyestuffs according to the in-vention may be chosen from liposoluble dyes and water-soluble dyes, or alternatively mineral or organic pigments (insoluble). A mixture of coloring compounds may be used.
The dyes that may be used in the present invention are preferably chosen from the fol-lowing families, alone or as a mixture:
- the curcuminoid family, which especially comprises curcumin, curcuma, curry and saf-fron, and extracts thereof;
- the riboflavin family, which especially comprises riboflavin (or vitamin B2) and deriva-tives thereof;
- the porphyrin family, which especially comprises chlorophyll, chlorophylline and de-rivatives thereof, especially copper complexes thereof;
- the family of pigments that especially comprises vegetable charcoal (CI Food Black 3);
- the carotenoid family, which especially comprises carotenes xanthophylls; mention may be made in particular of beta-carotene, lutein, canthaxanthin, lycopene, apocarotenal (beta-apo-8-carotenal), annatto, bixin, norbixin, rocou and zeaxanthin;
- the betalaine family, which comprises betanin and beetroot red;
- the anthocyan family, which especially comprises elderberry;
- the isotin family, which includes indigoids, and especially indigo, indirubin, indigotin, haloindigos such as dichloroindigo and dibromoindigo, thioindigos and indigo acetates;

- the polyphenol family, which especially comprises sorghum (or sorghum extract);
- the alizarin family, which comprises carminic acid;
- azorubin (or carmoisin); amaranth (or azorubin S);
- capsanthin (or capsorubin or paprika or paprika extract);
- caramel (water-soluble dye) and derivatives thereof,
Among the preferred coloring compounds that may be used, mention may be made, alone or as a mixture, of:
- curcumin (liposoluble pigment):


with R, which may be identical or different, representing H, OH or OMe; mention may be made especially of the following compounds: pelargonidin (R1=R3=H, R2=OH), cya-nidin (R1=R2=OH, R3=H), delphinidin (R1=R2=R3=OH); paeonidin (R1=OCH3, R2=OH, R3=H); petunidin (R1=R2=OH, R3=OCH3); malvidin (R1=R3=OCH3, R2=OH).



The coloring compounds most particularly preferred are those chosen from carotenoids, anthocyans, betanin, caramel and annatto (bixin, norbixin).
The dyestuffs according to the invention are preferably in powder form (solid) or in dis-persion in an aqueous and/or organic solvent.
They preferably comprise 40% to 95% by weight of biopolyesters and 5% to 60% by weight of coloring compounds. Preferentially, they comprise 50% to 90% by weight, or even 55% to 85% by weight of biopolyesters and 10% to 50% by weight or even 15% to

45% by weight of coloring compounds; they may also comprise additives, solvents or the like, for example which are already present in the coloring compounds.
Preferably, in the dyestuffs of the invention, the weight ratio between the coloring com-pounds and the biopolyesters is preferably between 0.05 and 1.2; especially between 0.1 and 1.0 and better still between 0.2 and 0.8; and preferentially between 0.45 and 0.8. When the biopolymer comprises repeating units of formula (I') in which R = methyl (i.e. polylactic acid), then, this weight ratio is preferably between 0.45 and 1.2, or even be-tween 0.5 and 1.0 and better still between 0.5 and 0.8.
The dyestuffs according to the invention may be obtained via various processes. Mention may especially be made of an emulsification/solvent evaporation process, comprising the steps of:
- dissolution of the biopolyesters in a suitable solvent, especially dichloromethane and/or ethyl acetate;
- dissolution or dispersion, as may be the case, of the coloring compounds in a suitable solvent, especially water and/or dichloromethane;
- mixing and formation of a water-in-oil or oil-in-water emulsion in the presence of a suitable surfactant, especially sodium lauryl sulfate or polyglyceryl-4 diisostearate/polyhydroxystearate/sebacate;
- evaporation of the solvents;
the dyestuff may thus be obtained in the form of a dispersion (powder dispersed in a sol-vent) or in the form of a powder (dry powder, when all the solvents have been evaporated off).
It is also possible to prepare the dyestuffs according to the invention via a melting/milling process, comprising the steps of:
- heating the biopolyesters to a temperature above their melting point, so as to make them fluid in order to be able to mix them with the coloring compounds;
- adding the coloring compounds, as they are or in dispersion/solution in a suitable sol-vent;
- mixing, for example with a blender or an extruder;
- cooling to room temperature (20-25°C);

- milling, for example with a cryomill;
the dyestuff may thus be obtained in the form of a dispersion (powder dispersed in a sol-vent) or more preferentially in the form of a powder.
The dyestuffs according to the invention may advantageously be used in the cosmetics field.
They may be present in the cosmetic compositions in a proportion of from 0.1% to 30% by weight, especially 0.5% to 25% by weight, or even 1% to 20% by weight, preferen-tially 3% to 15% by weight and better still 5% to 10% by weight relative to the total weight of the cosmetic composition.
Said cosmetic composition moreover comprises a cosmetically acceptable medium, i.e. a medium that is compatible with skin tissues such as facial or bodily skin, and keratin ma-terials such as the hair, the eyelashes, the eyebrows and the nails.
The compositions may thus comprise, depending on the intended application, constituents that are common for this type of composition. The composition according to the invention may advantageously comprise a liquid fatty phase, which may comprise at least one compound chosen from volatile or nonvolatile carbon-based, hydrocarbon-based, fluoro and/or silicone oils and/or solvents of mineral, animal, plant or synthetic origin, alone or as a mixture, provided that they form a stable, homogeneous mixture and are compatible with the intended use.
For the purposes of the invention, the term 'volatile' means any compound that is capable of evaporating on contact with keratin materials, or the lips, in less than one hour, at room temperature (25°C) and atmospheric pressure (1 atm). This volatile compound es¬pecially has a nonzero vapor pressure, at room temperature and atmospheric pressure, especially ranging from 0.13 Pa to 40 000 Pa (10-3 to 300 mmHg).
In contrast, the term 'nonvolatile' refers to a compound that remains on keratin materials or the lips at room temperature and atmospheric pressure for at least one hour and that especially has a vapor pressure of less than 10-3 mmHg (0.13 Pa).

Preferably, the cosmetically acceptable medium of the composition according to the in-vention may comprise, in a liquid fatty phase, at least one oil and/or solvent that may be chosen, alone or as a mixture, from:
1/ esters of monocarboxylic acids with monoalcohols and polyalcohols; advantageously, said ester is a C12-C15 alkyl benzoate or corresponds to the following formula: R'1-COO-R'2 in which:
R'1 represents a linear or branched alkyl radical of 1 to 40 carbon atoms and preferably from 7 to 19 carbon atoms, optionally comprising one or more ethylenic double bonds, optionally substituted, and the hydrocarbon-based chain of which may be interrupted with one or more heteroatoms chosen from N and O and/or one or more carbonyl functions, and
R'2 represents a linear or branched alkyl radical of 1 to 40 carbon atoms, preferably from 3 to 30 carbon atoms and better still from 3 to 20 carbon atoms, optionally comprising one or more ethylenic double bonds, optionally substituted, and the hydrocarbon-based chain of which may be interrupted with one or more heteroatoms chosen from N and O and/or one or more carbonyl functions.
The term "optionally substituted" means that R'1 and/or R'2 may bear one or more sub-stituents chosen, for example, from groups comprising one or more heteroatoms chosen from O and/or N, such as amino, amine, alkoxy or hydroxyl. Examples of groups R'1 are those derived from fatty acids, preferably higher fatty acids chosen from the group formed from acetic acid, propionic acid, butyric acid, caproic acid, caprylic acid, pelargonic acid, capric acid, undecanoic acid, lauric acid, myristic acid, palmitic acid, stearic acid, isostearic acid, arachidic acid, behenic acid, oleic acid, lino-lenic acid, linoleic acid, oleostearic acid, arachidonic acid and erucic acid, and mixtures thereof.
Preferably R'1 is an unsubstituted branched alkyl group of 4 to 14 carbon atoms and pref-erably from 8 to 10 carbon atoms and R'2 is an unsubstituted branched alkyl group of 5 to 15 carbon atoms and preferably from 9 to 11 carbon atoms. Mention may be made in particular, preferably, of C8-C48 esters, optionally incorporating in their hydrocarbon-based chain one or more heteroatoms from among N and O and/or one or more carbonyl functions; and more particularly purcellin oil (cetostearyl octanoate), isononyl isonona-noate, isopropyl myristate, isopropyl palmitate, 2-ethylhexyl palmitate, 2-octyldodecyl

stearate, 2-octyldodecyl erucate, isostearyl isostearate, C12 to C15 alkyl benzoate, hexyl laurate, diisopropyl adipate; and heptanoates, octanoates, decanoates or ricinoleates of alcohols or of polyalcohols, for example of fatty alcohols, for instance propylene glycol dioctanoate, and also isopropyl N-lauroyl sarcosinate (especially Eldew-205SL from Aji-nomoto); hydroxylated esters, for instance isostearyl lactate, diisostearyl malate; and pen-taerythritol esters; branched C8-C16 esters, especially isohexyl neopentanoate.
2/ hydrocarbon-based plant oils with a high triglyceride content formed from fatty acid esters of glycerol, the fatty acids of which may have varied chain lengths from C4 to C24, these chains possibly being linear or branched, and saturated or unsaturated; these oils are especially wheat germ oil, corn oil, sunflower oil, shea oil, castor oil, sweet almond oil, macadamia oil, apricot oil, soybean oil, rapeseed oil, cotton oil, alfalfa oil, poppy oil, pumpkin oil, sesame oil, marrow oil, avocado oil, hazelnut oil, grape seed oil, blackcur¬rant pip oil, evening primrose oil, millet oil, barley oil, quinoa oil, olive oil, rye oil, saf-flower oil, candlenut oil, passionflower oil, musk rose oil, jojoba oil, palm oil or beauty-leaf oil; or caprylic/capric acid triglycerides, such as those sold by the company Stearin-erie Dubois or those sold under the names Miglyol 810®, 812® and 818® by the company Dynamit Nobel.
3/ C6-C32 and especially C12-C26 alcohols, and especially monoalcohols, for instance oleyl alcohol, linoleyl alcohol, linolenyl alcohol, isostearyl alcohol, 2-hexyldecanol, 2-butyloctanol, 2-undecylpentadecanol and octyldodecanol;
4/ linear or branched, volatile or nonvolatile hydrocarbon-based oils, of synthetic or min-eral origin, which may be chosen from hydrocarbon-based oils containing from 5 to 100 carbon atoms, and especially petroleum jelly, polydecenes, hydrogenated polyisobutenes such as Parleam, squalane and perhydrosqualene, and mixtures thereof. Mention may be made more particularly of linear, branched and/or cyclic C5-C48 al-kanes, and preferentially branched C8-C16 alkanes, for instance C8-C16 isoalkanes of petroleum origin (also known as isoparaffins); especially decane, heptane, dodecane and cyclohexane; and also isododecane, isodecane and isohexadecane.
5/ volatile or nonvolatile silicone oils.

Volatile silicone oils that may be mentioned include volatile linear or cyclic silicone oils, especially those with a viscosity of less than 8 centistokes, and especially containing from 2 to 10 silicon atoms, these silicones optionally comprising alkyl or alkoxy groups con-taining from 1 to 22 carbon atoms; and in particular octamethylcyclotetrasiloxane, de-camethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, heptamethylhexyltrisilox-ane, heptamethyloctyltrisiloxane, hexamethyldisiloxane, octamethyltrisiloxane, decame-thyltetrasiloxane, dodecamethylpentasiloxane and methylhexyldimethylsiloxane, and mixtures thereof.
The nonvolatile silicone oils that may be used according to the invention may be polydi-methylsiloxanes (PDMS), polydimethylsiloxanes comprising alkyl or alkoxy groups, which are pendant and/or at the end of a silicone chain, these groups each containing from 2 to 24 carbon atoms, phenyl silicones, for instance phenyl trimethicones, phenyl dimethicones, phenyltrimethylsiloxydiphenylsiloxanes, diphenyl dimethicones, di-phenylmethyldiphenyltrisiloxanes, and 2-phenylethyl trimethylsiloxysilicates.
The liquid fatty phase may also comprise additional oils and/or solvents, which may be chosen, alone or as a mixture, from:
- fluoro oils such as perfluoropolyethers, perfluoroalkanes such as perfluorodecalin, per-fluoroadamantanes, perfluoroalkyl phosphate monoesters, diesters and triesters, and fluoro ester oils;
- oils of animal origin;
- C6 to C40 and especially C10-C40 ethers; propylene glycol ethers that are liquid at room temperature, such as propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate and dipropylene glycol mono-n-butyl ether;
- C8-C32 fatty acids, for instance oleic acid, linoleic acid and linolenic acid, and mixtures thereof;
- difunctional oils, comprising two functions chosen from ester and/or amide and com-prising from 6 to 30 carbon atoms, especially 8 to 28 carbon atoms and better still 10 to 24 carbon atoms, and 4 heteroatoms chosen from O and N; preferably, the amide and ester functions being in the chain;
- ketones that are liquid at room temperature (25°C) such as methyl ethyl ketone, methyl isobutyl ketone, diisobutyl ketone, isophorone, cyclohexanone and acetone;
- aldehydes that are liquid at room temperature, such as benzaldehyde and acetaldehyde.

The liquid fatty phase may represent 1% to 90% by weight of the composition, especially from 5% to 75% by weight, in particular from 10% to 60% by weight, or even from 25% to 55% by weight relative to the total weight of the composition.
The composition according to the invention may also comprise at least one wax of plant, animal, mineral or synthetic origin, or even a silicone wax. Mention may be made in particular, alone or as a mixture, of hydrocarbon-based waxes such as beeswax; carnauba wax, candelilla wax, ouricury wax, Japan wax, cork fiber wax or sugar cane wax; paraffin wax, lignite wax; microcrystalline waxes; lanolin wax, Mon-tan wax; ozokerites; polyethylene waxes; waxes obtained by Fischer-Tropsch synthesis; hydrogenated oils, fatty esters and glycerides that are solid at 25°C. It is also possible to use silicone waxes, among which mention may be made of alkyl or alkoxy polymethylsi-loxanes and/or polymethylsiloxane esters.
The composition according to the invention may also comprise one or more additional dyestuffs that may be chosen from pulverulent compounds, for instance pigments, fillers, nacres and glitter flakes, and/or liposoluble or water-soluble dyes. The dyestuffs, especially pulverulent dyestuffs, may be present in the composition in a content of from 0.01% to 50% by weight, preferably from 0.1% to 40% by weight or even from 1% to 30% by weight relative to the weight of the composition. The term “pigments” should be understood as meaning white or colored, mineral or or¬ganic particles of any shape, which are insoluble in the physiological medium, and which are intended to color the composition.
The term “nacres” should be understood as meaning iridescent particles of any shape, especially produced by certain molluscs in their shell, or else synthesized. The pigments may be white or colored, mineral and/or organic, and interference or non¬interference pigments. Among the mineral pigments that may be mentioned are titanium dioxide, optionally surface-treated, zirconium oxides or cerium oxides, and also iron ox¬ides or chromium oxides, manganese violet, ultramarine blue, chromium hydrate and ferric blue. Among the organic pigments that may be mentioned are carbon black, pig¬ments of D & C type and lakes based on cochineal carmine or on barium, strontium, cal-

cium or aluminum.
The nacreous pigments may be chosen from white nacreous pigments such as mica coated with titanium or with bismuth oxychloride, colored nacreous pigments such as titanium mica with iron oxides, titanium mica especially with ferric blue or with chro¬mium oxide, titanium mica with an organic pigment of the abovementioned type, and also nacreous pigments based on bismuth oxychloride.
The fillers may be mineral or organic, and lamellar or spherical. Mention may be made of talc, mica, silica, kaolin, Nylon powder and polyethylene powder, poly-P-alanine powder and polyethylene powder, Teflon, lauroyllysine, starch, boron nitride, powders of tetra-fluoroethylene polymers, hollow microspheres such as Expancel (Nobel Industrie), Poly-trap (Dow Corning) and silicone resin microbeads (for example Tospearls from Toshiba), precipitated calcium carbonate, magnesium carbonate, magnesium hydrocarbonate, hy-droxyapatite, hollow silica microspheres (Silica Beads from Maprecos), glass or ceramic microcapsules, and metal soaps derived from organic carboxylic acids containing from 8 to 22 carbon atoms and preferably from 12 to 18 carbon atoms, for example zinc, magne-sium or lithium stearate, zinc laurate or magnesium myristate.
The liposoluble dyes are, for example, Sudan red, DC Red 17, DC Green 6, P-carotene, soybean oil, Sudan brown, DC Yellow 11, DC Violet 2, DC Orange 5 and quinoline yel-low. They may represent 0.01% to 20% and better still from 0.1% to 6% of the weight of the composition.
The water-soluble dyes are, for example, beetroot juice or methylene blue, and may rep-resent 0.01% to 6% of the total weight of the composition.
The composition may also comprise other ingredients commonly used in cosmetic com-positions, and which may be chosen from thickeners, gelling agents, antioxidants, fra-grances, essential oils, preserving agents, cosmetic active agents, moisturizers, vitamins, ceramides, sunscreens, spreading agents, wetting agents, dispersants, antifoams, neutral-izes, stabilizers, polymers and especially liposoluble film-forming polymers; surfactants, emulsifiers; fillers, and mixtures thereof.

Needless to say, a person skilled in the art will take care to select this or these optional additional compound(s), and/or the amount thereof, such that the advantageous properties of the composition according to the invention are not, or are not substantially, adversely affected by the envisioned addition.
The compositions according to the invention may be in any form that is acceptable and common for a cosmetic composition, especially in the form of a dispersion, especially of oil in water by means of vesicles; an optionally thickened or even gelled organic or oily solution; an oil-in-water, water-in-oil or multiple emulsion; a gel or a mousse; an oily or emulsified gel; a dispersion of vesicles, especially lipid vesicles; a two-phase or multi¬phase lotion; a spray; a lotion, a cream, a pomade, a soft paste, an ointment, a solid cast or molded especially as a stick or in a dish, or a compacted solid.
A person skilled in the art may select the appropriate galenical form, and also the method for preparing it, on the basis of his general knowledge, taking into account the nature of the constituents used, especially their solubility in the support, and the intended applica-tion.
The compositions according to the invention may be used for caring for or making up keratin materials such as the hair, bodily or facial skin, the eyelashes, the eyebrows, the nails or the lips, and more particularly for making up the lips, the eyelashes, the hair and/or the face.
They may thus be in the form of a product for caring for or making up bodily or facial skin, the lips, the eyelashes, the eyebrows, the hair or the nails; an antisun or self-tanning product; a hair product, especially for dyeing, conditioning, shaping and/or caring for the hair; they are advantageously in the form of a makeup composition, especially a mascara, a lipstick, a face powder, an eyeshadow or a foundation.
A subject of the invention is also a cosmetic process for treating keratin materials, espe-cially bodily or facial skin, the lips, the nails, the hair, the eyebrows and/or the eyelashes, comprising the application to said materials of a cosmetic composition as defined previ-

ously.
This process especially enables the makeup of said keratin materials, in particular the lips, the face, the eyebrows and/or the cheeks, by applying a lipstick, eyeshadow, face powder or foundation composition according to the invention.
The invention is illustrated in greater detail in the following preparation examples.
The present invention is further elaborated by the following examples and figures. However, these examples should not be construed to limit the scope of the invention.
Examples 1 to 4
A dyestuff according to the invention is prepared via a melting/milling process.
10 g of poly(3-hydroxybutyric acid-co-3-hydroxyvaleric acid) from Sigma-Aldrich (403121 containing 12% PHV) are heated to a temperature of 350°C in order to make them fluid. 10 g of coloring compound are added while hot, and the mixture is stirred by spatula and then cooled to room temperature, down to 20-25°C, followed by cryomilling with cardice or liquid nitrogen. The desired dyestuff is obtained in powder form. Three natural water-soluble dyes and one liposoluble dye are used:



Example 5
A dyestuff according to the invention is prepared via an inverse emulsification/solvent evaporation process.
0.2 g of poly(hydroxybutyrate) (PHB) is dissolved in dichloromethane in a flask, until dissolution is complete, followed by addition of 0.059 g of surfactant (Isolan GPS from Goldschmidt).
0.2 g of elderberry dye (503267d from Sensient) is dissolved in HPLC water in a beaker. The two mixtures are mixed together and emulsified at 6500 rpm for 10 minutes using an Ultra-Turrax blender. The solvents are evaporated off under reduced pressure (rotavapor) for 1 hour at 40°C, and the product is then concentrated to dryness and treated in a cryo-mill. A saturated violet powder is obtained in a yield of 78%.
Example 6
A dyestuff according to the invention is prepared via a direct emulsion/solvent evapora-tion process.
0.2 g of poly(hydroxybutyrate) (PHB) is dissolved in dichloromethane in a flask, until dissolution is complete, followed by addition of 0.2 g of lycopene (400120 from Ly-cored).
0.2 mg of sodium dodecyl sulfate is dissolved in 170 ml of HPLC water in a beaker. The two mixtures are mixed together and emulsified at 650 rpm for 3 minutes, and then at 770 rpm for 10 minutes with a magnetic stirrer bar. The solvents are evaporated off under reduced pressure (rotavapor) for 1 hour at 40°C,

and the product is then centrifuged and filtered off.
15 mg of dyestuff are finally obtained in the form of a dark orange powder.
Example 7
A cosmetic composition of lipstick type is prepared, comprising (weight%):
- 5% dyestuff of Example 1
- 15% polyethylene wax
- 5% octyldodecanol
- 75% Parleam
Example 8
A cosmetic composition of lipstick type is prepared, comprising (weight%):
- 1% dyestuff of Example 3
- 4% lithol red B
- 15% polyethylene wax
- 5% octyldodecanol
- 75% Parleam
Example 9
A cosmetic composition of mascara type is prepared, comprising (weight%):
- Waxes (carnauba wax, candelilla wax, rice bran wax, vegetable wax) 24%
- Stearic acid 5.5%
- Hydroxyethylcellulose 0.2%
- Gum arabic 1.5%
- Triethanolamine 2.4%
- PEG/PPG-17/18 Dimethicone 0.2%
- Polyvinyl alcohol 0.2%
- Dyestuff of Example 3 8%
- Preserving agent q.s.
- Water qs 100%
Example 10
A cosmetic eyeshadow composition is prepared, comprising (weight%):

- Dyestuff of Example 4 10%
- Duochrome BG 20%
- Magnesium stearate 2%
- Phenyl trimethicone/triisostearine (50/50) 6%
- Talc qs 100%
Example 11
A cosmetic hair styling gel composition is prepared, comprising (weight%):
- Dyestuff of Example 4 1%
- Hydroxypropyl guar (Jaguar HP 105 from Rhodia) 4%
- Water qs 100%

We Claim:
1. A cosmetic composition comprising, in a cosmetically acceptable medium, at least one
dyestuff comprising a biopolyester and a coloring compound, said biopolyester compris¬
ing repeating units of formula (I):

in which:
- R is a linear or branched saturated C1-C18 alkyl chain, or a hydrogen atom; and
- n is between 450 and 1400;
and said coloring compound being chosen from liposoluble dyes, water-soluble dyes, mineral pigments and organic pigments, and mixtures thereof.
2. The composition as claimed in claim 1, in which the biopolyester is a homopolymer or a copolymer comprising only units of formula (I); or alternatively is a copolymer com¬prising additional monomers.
3. The composition as claimed in claim 2, in which the additional monomer is chosen from ethylenically unsaturated monomers, such as vinyl monomers, in particular (meth)acrylics, and/or monomers of formula (I'):

in which:
- R' is a linear or branched saturated C1-C18 alkyl chain, or a hydrogen atom; and
- m is between 450 and 1400.
4. The composition as claimed in one of the preceding claims, in which the monomers of
formula (I) represent 30% to 100% by weight, especially 40% to 95% by weight, or even

55% to 90% by weight, and better still 70% to 80% by weight, relative to the total weight of the biopolyester.
5. The composition as claimed in one of the preceding claims, in which the biopolyester
is chosen, alone or as a mixture, from:
- poly(alkanoate) homopolymers or copolymers, in particular poly(hydroxybutyrate) ho-mopolymers or copolymers, and especially (hydroxybutyrate), polyhydroxybutyrate-co-polyhydroxyvalerate, polyhydroxybutyrate-co-polyhydroxyhexanoate, polyhydroxybu-tyrate-co-polyhydroxyoctanoate, and polyhydroxybutyrate-co-polyhydroxyoctadecanoate;
- poly(alkanoate)-poly(lactic acid) copolymers, comprising at least the following repeat¬ing units:

6. The composition as claimed in one of the preceding claims, in which the biopolyester has a weight-average molecular mass (Mw) of between 40 000 and 100 000 g/mol (i.e. 40 to 100 kDa).
7. The composition as claimed in one of the preceding claims, in which the coloring compound is chosen from the following families, alone or as a mixture:

- the curcuminoid family, which especially comprises curcumin, curcuma, curry and saf-fron, and extracts thereof;
- the riboflavin family, which especially comprises riboflavin (or vitamin B2) and deriva-tives thereof;
- the porphyrin family, which especially comprises chlorophyll, chlorophylline and de-rivatives thereof, especially copper complexes thereof;
- the family of pigments that especially comprises vegetable charcoal (CI Food Black 3);
- the carotenoid family, which especially comprises carotenes xanthophylls; mention may be made in particular of beta-carotene, lutein, canthaxanthin, lycopene, apocarotenal

(beta-apo-8-carotenal), annatto, bixin, norbixin, rocou and zeaxanthin;
- the betalaine family, which comprises betanin and beetroot red;
- the anthocyan family, which especially comprises elderberry;
- the isotin family, which includes indigoids, and especially indigo, indirubin, indigotin, haloindigos such as dichloroindigo and dibromoindigo, thioindigos and indigo acetates;
- the polyphenol family, which especially comprises sorghum (or sorghum extract);
- the alizarin family, which comprises carminic acid;
- azorubin (or carmoisin); amaranth (or azorubin S);
- capsanthin (or capsorubin or paprika or paprika extract);
- caramel (water-soluble dye) and derivatives thereof.

8. The composition as claimed in one of the preceding claims, in which the coloring compound is chosen from carotenoids, anthocyans, betanin, caramel and annatto (bixin, norbixin).
9. The composition as claimed in one of the preceding claims, in which the dyestuff comprises 40% to 95% by weight of biopolyesters and 5% to 60% by weight of coloring compounds.

10. The composition as claimed in one of the preceding claims, in which, in the dyestuff, the weight ratio between the coloring compounds and the biopolyesters is between 0.05 and 1.2; especially between 0.1 and 1.0 and better still between 0.2 and 0.8; and preferen-tially between 0.45 and 0.8.
11. The composition as claimed in one of the preceding claims, in which the dyestuff is present in a proportion of from 0.1% to 30% by weight, especially 0.5% to 25% by weight, or even 1% to 20%, preferentially 3% to 15% by weight and better still 5% to 10% by weight relative to the total weight of the cosmetic composition.
12. The composition as claimed in one of the preceding claims, in which the cosmetically acceptable medium comprises at least one constituent chosen from volatile or nonvolatile, carbon-based, hydrocarbon-based, fluoro and/or silicone oils and/or solvents of mineral,

animal, plant or synthetic origin; waxes of plant, animal, mineral or synthetic origin, or silicone waxes; pigments, fillers, nacres and glitter flakes, liposoluble or water-soluble dyes; thickeners, gelling agents, antioxidants, fragrances, essential oils, preserving agents, cosmetic active agents, moisturizers, vitamins, ceramides, sunscreens, spreading agents, wetting agents, dispersants, antifoams, neutralizers, stabilizers, polymers and especially liposoluble film-forming polymers; surfactants, emulsifiers; fillers, and mixtures thereof.
13. The composition as claimed in one of the preceding claims, which is in the form of a product for caring for or making up bodily or facial skin, the lips, the eyelashes, the eye-brows, the hair or the nails, an antisun or self-tanning product, or a haircare product, es-pecially for dyeing, conditioning, cleansing, shaping and/or caring for the hair.
14. The composition as claimed in one of the preceding claims, which is in the form of a makeup composition, especially a mascara, lipstick, face powder, eyeshadow or founda-tion composition.
15. A dyestuff comprising a biopolyester and a coloring compound, said biopolyester comprising repeating units of formula (I):

in which:
- R is a linear or branched saturated C1-C18 alkyl chain, or a hydrogen atom; and
- n is between 450 and 1400;
and said coloring compound being chosen from liposoluble dyes, water-soluble dyes, mineral pigments and organic pigments, and mixtures thereof.
16. The dyestuff as claimed in claim 15, in which the biopolyester is a homopolymer or a
copolymer comprising only monomers of formula (I); or alternatively is a copolymer
comprising additional monomers.

17. The dyestuff as claimed in claim 16, in which the additional monomer is chosen from
ethylenically unsaturated monomers, such as vinyl monomers, in particular
(meth)acrylics, and/or monomers of formula (I'):

in which:
- R' is a linear or branched saturated C1-C18 alkyl chain, or a hydrogen atom; and
- m is between 450 and 1400.

18. The dyestuff as claimed in one of claims 15 to 17, in which the monomers of formula (I) represent 30% to 100% by weight, especially 40% to 95% by weight, or even 55% to 90% by weight, and better still 70% to 80% by weight, relative to the total weight of the biopolyester.
19. The dyestuff as claimed in one of claims 15 to 18, in which the biopolyester is chosen, alone or as a mixture, from:

- poly(alkanoate) homopolymers or copolymers, in particular poly(hydroxybutyrate) ho-mopolymers or copolymers, and especially (hydroxybutyrate), polyhydroxybutyrate-co-polyhydroxyvalerate, polyhydroxybutyrate-co-polyhydroxyhexanoate, polyhydroxybu-tyrate-co-polyhydroxyoctanoate, and polyhydroxybutyrate-co-polyhydroxyoctadecanoate;
- poly(alkanoate)-poly(lactic acid) copolymers, comprising at least the following repeat¬ing units:

20. The dyestuff as claimed in one of claims 15 to 19, in which the coloring compound is

chosen from the following families, alone or as a mixture:
- the curcuminoid family, which especially comprises curcumin, curcuma, curry and saf-fron, and extracts thereof;
- the riboflavin family, which especially comprises riboflavin (or vitamin B2) and deriva-tives thereof;
- the porphyrin family, which especially comprises chlorophyll, chlorophylline and de-rivatives thereof, especially copper complexes thereof;
- the family of pigments that especially comprises vegetable charcoal (CI Food Black 3);
- the carotenoid family, which especially comprises carotenes xanthophylls; mention may be made in particular of beta-carotene, lutein, canthaxanthin, lycopene, apocarotenal (beta-apo-8-carotenal), annatto, bixin, norbixin, rocou and zeaxanthin;
- the betalaine family, which comprises betanin and beetroot red;
- the anthocyan family, which especially comprises elderberry;
- the isotin family, which includes indigoids, and especially indigo, indirubin, indigotin, haloindigos such as dichloroindigo and dibromoindigo, thioindigos and indigo acetates;
- the polyphenol family, which especially comprises sorghum (or sorghum extract);
- the alizarin family, which comprises carminic acid;
- azorubin (or carmoisin); amaranth (or azorubin S);
- capsanthin (or capsorubin or paprika or paprika extract);
- caramel (water-soluble dye) and derivatives thereof.

21. The dyestuff as claimed in one of claims 15 to 20, comprising 40% to 95% by weight of biopolyesters and 5% to 60% by weight of coloring compounds.
22. The dyestuff as claimed in one of claims 15 to 21, in which the weight ratio between the coloring compounds and the biopolyesters is between 0.05 and 1.2; especially be-tween 0.1 and 1.0 and better still between 0.2 and 0.8; and preferentially between 0.45 and 0.8.
23. A cosmetic process for treating keratin materials, especially bodily or facial skin, the lips, the nails, the hair, the eyebrows and/or the eyelashes, comprising the application to said materials of a cosmetic composition as defined in one of claims 1 to 14.

24. The cosmetic treatment process as claimed in claim 23, for making up said keratin materials, in particular the lips, the face, the eyebrows and/or the cheeks, by applying a lipstick, eyeshadow, face powder or foundation composition.

Documents

Application Documents

# Name Date
1 7245-CHENP-2011 FORM-13 14-10-2011.pdf 2011-10-14
1 7245-CHENP-2011-RELEVANT DOCUMENTS [20-03-2020(online)].pdf 2020-03-20
2 7245-CHENP-2011-RELEVANT DOCUMENTS [14-03-2019(online)].pdf 2019-03-14
2 Form-5.pdf 2011-10-25
3 Form-3.pdf 2011-10-25
3 7245-CHENP-2011-IntimationOfGrant03-04-2018.pdf 2018-04-03
4 Form-1.pdf 2011-10-25
4 7245-CHENP-2011-PatentCertificate03-04-2018.pdf 2018-04-03
5 Abstract_Granted 295431_03-04-2018.pdf 2018-04-03
5 7245-CHENP-2011 POWER OF ATTORNEY 01-12-2011.pdf 2011-12-01
6 Claims_Granted 295431_03-04-2018.pdf 2018-04-03
6 7245-CHENP-2011 FORM-1 01-12-2011.pdf 2011-12-01
7 Description_Granted 295431_03-04-2018.pdf 2018-04-03
7 7245-CHENP-2011 CORRESPONDENCE OTHERS 01-12-2011.pdf 2011-12-01
8 Marked up Claims_Granted 295431_03-04-2018.pdf 2018-04-03
8 7245-CHENP-2011 FORM-3 12-03-2012.pdf 2012-03-12
9 7245-CHENP-2011 CORRESPONDENCE OTHERS 12-03-2012.pdf 2012-03-12
9 Correspondence by Agent _English Translation_19-03-2018.pdf 2018-03-19
10 7245-CHENP-2011-CLAIMS [08-03-2018(online)].pdf 2018-03-08
10 abstract7245-CHENP-2011.jpg 2012-10-29
11 7245-CHENP-2011 FORM-18 17-01-2013.pdf 2013-01-17
11 7245-CHENP-2011-COMPLETE SPECIFICATION [08-03-2018(online)].pdf 2018-03-08
12 7245-CHENP-2011 CORRESPONDENCE OTHERS 17-01-2013.pdf 2013-01-17
12 7245-CHENP-2011-CORRESPONDENCE [08-03-2018(online)].pdf 2018-03-08
13 7245-CHENP-2011-FER.pdf 2017-09-11
13 7245-CHENP-2011-FER_SER_REPLY [08-03-2018(online)].pdf 2018-03-08
14 7245-CHENP-2011-FORM 3 [15-12-2017(online)].pdf 2017-12-15
14 7245-CHENP-2011-PETITION UNDER RULE 137 [08-03-2018(online)].pdf 2018-03-08
15 7245-CHENP-2011-RELEVANT DOCUMENTS [08-03-2018(online)].pdf 2018-03-08
16 7245-CHENP-2011-FORM 3 [15-12-2017(online)].pdf 2017-12-15
16 7245-CHENP-2011-PETITION UNDER RULE 137 [08-03-2018(online)].pdf 2018-03-08
17 7245-CHENP-2011-FER_SER_REPLY [08-03-2018(online)].pdf 2018-03-08
17 7245-CHENP-2011-FER.pdf 2017-09-11
18 7245-CHENP-2011-CORRESPONDENCE [08-03-2018(online)].pdf 2018-03-08
18 7245-CHENP-2011 CORRESPONDENCE OTHERS 17-01-2013.pdf 2013-01-17
19 7245-CHENP-2011 FORM-18 17-01-2013.pdf 2013-01-17
19 7245-CHENP-2011-COMPLETE SPECIFICATION [08-03-2018(online)].pdf 2018-03-08
20 7245-CHENP-2011-CLAIMS [08-03-2018(online)].pdf 2018-03-08
20 abstract7245-CHENP-2011.jpg 2012-10-29
21 7245-CHENP-2011 CORRESPONDENCE OTHERS 12-03-2012.pdf 2012-03-12
21 Correspondence by Agent _English Translation_19-03-2018.pdf 2018-03-19
22 7245-CHENP-2011 FORM-3 12-03-2012.pdf 2012-03-12
22 Marked up Claims_Granted 295431_03-04-2018.pdf 2018-04-03
23 7245-CHENP-2011 CORRESPONDENCE OTHERS 01-12-2011.pdf 2011-12-01
23 Description_Granted 295431_03-04-2018.pdf 2018-04-03
24 7245-CHENP-2011 FORM-1 01-12-2011.pdf 2011-12-01
24 Claims_Granted 295431_03-04-2018.pdf 2018-04-03
25 Abstract_Granted 295431_03-04-2018.pdf 2018-04-03
25 7245-CHENP-2011 POWER OF ATTORNEY 01-12-2011.pdf 2011-12-01
26 Form-1.pdf 2011-10-25
26 7245-CHENP-2011-PatentCertificate03-04-2018.pdf 2018-04-03
27 Form-3.pdf 2011-10-25
27 7245-CHENP-2011-IntimationOfGrant03-04-2018.pdf 2018-04-03
28 Form-5.pdf 2011-10-25
28 7245-CHENP-2011-RELEVANT DOCUMENTS [14-03-2019(online)].pdf 2019-03-14
29 7245-CHENP-2011-RELEVANT DOCUMENTS [20-03-2020(online)].pdf 2020-03-20
29 7245-CHENP-2011 FORM-13 14-10-2011.pdf 2011-10-14

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