EP2205201A2 - Cosmetic or pharmaceutical composition containing a polycondensate, polycondensate and cosmetic treatment method - Google Patents

Cosmetic or pharmaceutical composition containing a polycondensate, polycondensate and cosmetic treatment method

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Publication number
EP2205201A2
EP2205201A2 EP08842922A EP08842922A EP2205201A2 EP 2205201 A2 EP2205201 A2 EP 2205201A2 EP 08842922 A EP08842922 A EP 08842922A EP 08842922 A EP08842922 A EP 08842922A EP 2205201 A2 EP2205201 A2 EP 2205201A2
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EP
European Patent Office
Prior art keywords
acid
oxo
dicarboxylic
methyl
dicarboxylic acid
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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Application number
EP08842922A
Other languages
German (de)
French (fr)
Inventor
Gérard Malle
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
LOreal SA
Original Assignee
LOreal SA
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Filing date
Publication date
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Publication of EP2205201A2 publication Critical patent/EP2205201A2/en
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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/85Polyesters
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89Polysiloxanes
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • A61Q1/04Preparations containing skin colorants, e.g. pigments for lips
    • A61Q1/06Lipsticks

Definitions

  • Cosmetic or pharmaceutical composition comprising a polycondensate, said polycondensate and a cosmetic treatment method
  • the present invention relates to cosmetic compositions, especially makeup and in particular lipsticks, comprising very specific polycondensates.
  • compositions for which gloss properties of the deposited film, after application to the keratin materials include lipsticks, nail polish or some hair products.
  • esters resulting from the. condensation of a polyol with a carboxylic acid of "neo" type especially in FR2838049.
  • EP1457201 which describes a composition combining a polyester of triglycerides of hydroxylated carboxylic acids and a low molecular weight oil chosen from polybutylenes, hydrogenated polyisobutylenes, hydrogenated or non-hydrogenated polydecenes, copolymers of vinylpyrrolidones, linear fatty acids, hydroxylated esters, esters of fatty alcohols or of C24-C28 branched fatty acids, silicone oils and / or oils of plant origin. .
  • Patent Application EP0792637 describes a composition combining an aromatic ester and a polybutene or polyisobutene type polymer.
  • compositions and combinations even if they improve the gloss significantly, are still considered insufficient in a long-term perspective of this brightness, over time.
  • the object of the present invention is to provide novel polymers which can confer significant brightness to a particularly film-forming deposit, while maintaining a good durability over time of this gloss; this may find a particularly advantageous application in the field of lipsticks.
  • polymers are also to give the composition an excellent hold over time on keratin materials, especially on the lips.
  • Alkyd resins constitute a particular class of polyesters by being the reaction product of polyols and polycarboxylic acids, generally modified with unsaturated fatty acids, such as oleic acid, or by unsaturated oils, soybean oil or castor oil. for example, which make it possible to modulate their film-forming properties, in particular their drying speed, their hardness, their resistance.
  • WO2006 / 004911 is also known, which describes polyester polyol polymers that can be used in cosmetics, in particular to replace castor oil; however, the polymers described herein all have a dynamic viscosity at 25 ° C of 200 to 5000 centipoise (mPa.s). However, these polymers do not give the compositions comprising them the desired properties in terms of gloss, maintaining this gloss over time, and long-lasting composition on keratin materials, including skin.
  • alkyd resins do not have a suitable solubility in the oily media usually used in cosmetics, such as vegetable oils, alkanes, fatty esters, fatty alcohols, silicone oils, and the like. especially comprising isododecane, Parleam, isononyl isononanoate, octyldodecanol, phenyl trimethicone, C12-C15 alkyl benzoate and / or D5 (decamethylcyclopentasiloxane).
  • the subject of the present invention is therefore a cosmetic or pharmaceutical composition
  • a cosmetic or pharmaceutical composition comprising, in a cosmetically or pharmaceutically acceptable medium, at least one polycondensate obtainable by reaction of the following monomers only:
  • the subject of the invention is also the polycondensate thus defined.
  • the cosmetic compositions have good applicability and good coverage; good adhesion to the support, whether on the nail, hair, eyelashes, skin or lips; adequate flexibility and film strength, to avoid cracking, for example in the case of varnishes or lipsticks; as well as an excellent level of lasting shine.
  • the comfort and slip properties are also very satisfying.
  • These polycondensates are easily transportable in solvent or oily cosmetic media, especially oils, fatty alcohols and / or fatty esters, which facilitates their implementation in the cosmetics field, especially in lipsticks or foundations. .
  • the polycondensates according to the invention can be prepared easily, in a single synthesis step, and without generating waste, this at low cost. Moreover, it is easily possible to modify the structure and / or the properties of the polycondensates according to the invention, by varying the chemical nature of the various constituents and / or their proportions.
  • the polycondensates according to the invention are advantageously branched (branched); it can be thought that this makes it possible to generate a network by entanglement of the polymer chains, and thus to obtain the desired properties, in particular in terms of improved behavior, improved gloss, and in terms of solubility. It has indeed been found that the linear polycondensates did not make it possible to obtain a significant improvement in the strength of the composition, and that the dendrimer polycondensates, whose chains are regular, did not exhibit optimum solubility.
  • the polycondensates according to the invention are polycondensates of alkyd type, and are therefore capable of being obtained by esterification / polycondensation, according to methods known to those skilled in the art, constituents described below.
  • One of the constituents necessary for the preparation of the polycondensates according to the invention is a compound comprising 3 to 6 hydroxyl groups (polyol), in particular 3 to 4 hydroxyl groups. It is of course possible to use a mixture of such polyols.
  • Said polyol may especially be a hydrocarbon compound, in particular linear, branched and / or cyclic, saturated or unsaturated, comprising 3 to 18 carbon atoms, especially 3 to 12 or even 4 to 10 carbon atoms, and 3 to 6 groups.
  • hydroxy (OH) and may further comprise one or more oxygen atoms interposed in the chain (ether function).
  • Said polyol is preferably a saturated hydrocarbon compound, linear or branched, comprising 3 to 18 carbon atoms, especially 3 to 12 or even 4 to 10 carbon atoms, and 3 to 6 hydroxyl groups (OH). It can be chosen from, alone or in mixture:
  • triols such as 1, 2,4-butanetriol, 1, 2,6-hexanetriol, trimethylolethane, trimethylolpropane, glycerol;
  • tetraols such as pentaerythritol (tetramethylolmethane), erythritol, di-glycerol or dithmethylolpropane;
  • pentols such as xylitol
  • hexols such as sorbitol and mannitol; or dipentaerythritol or triglycerol.
  • the polyol is selected from glycerol, pentaerythritol, diglycerol, sorbitol and mixtures thereof; and even better is pentaerythritol.
  • the polyol, or polyol mixture preferably represents 10 to 30% by weight, especially 12 to 25% by weight, and more preferably 14 to 22% by weight, of the total weight of the final polycondensate.
  • Another constituent necessary for the preparation of the polycondensates according to the invention is a saturated or unsaturated, linear, branched and / or cyclic non-aromatic monocarboxylic acid comprising 6 to 32 carbon atoms, in particular 8 to 28 carbon atoms, and even better 10 to 24 or even 12 to 20 carbon atoms.
  • a mixture of such nonaromatic monocarboxylic acids can be used.
  • non-aromatic monocarboxylic acid is meant a compound of formula RCOOH, in which R is a linear, branched and / or cyclic saturated or unsaturated hydrocarbon radical comprising 5 to 31 carbon atoms, especially 7 to 27 carbon atoms, and still more preferably 9 to 23 carbon atoms, or even 11 to 19 carbon atoms.
  • the radical R is saturated. Even better, said radical R is linear or branched, and preferably C5-C31, or even C11-C21.
  • the nonaromatic monocarboxylic acid has a melting point greater than or equal to 25 ° C. especially greater than or equal to 28 ° C, or even 30 ° C; it has indeed been found that when such an acid is used, in particular in large quantities, it is possible, on the one hand, to obtain a good gloss and the holding of said gloss, and on the other hand to reduce the amount of waxes usually present in the composition envisaged.
  • nonaromatic monocarboxylic acids that may be used, mention may be made, alone or as a mixture, of:
  • saturated monocarboxylic acids such as caproic acid, caprylic acid, isoheptanoic acid, 4-ethylpentanoic acid, 2-ethylhexanoic acid, 4,5-dimethylhexanoic acid, 2-heptylheptanoic acid, 3,5,5-trimethylhexanoic acid, octanoic acid, isooctanoic acid, nonanoic acid, decanoic acid, isononanoic acid, lauric acid, acid tridecanoic acid, myristic acid, palmitic acid, stearic acid, isostearic acid, arachidic acid, behenic acid, cerotic acid (hexacosanoic acid); cyclopentanecarboxylic acid, cyclopentaneacetic acid, 3-cyclopentylpropionic acid, cyclohexanecarboxylic acid, cyclohexylacetic acid, 4-cyclohexylbut
  • unsaturated but nonaromatic monocarboxylic acids such as caproleic acid, obtusilic acid, undecylenic acid, dodecylenic acid, linderic acid, myristoleic acid, physcherrique acid, tsuzuique acid , palmitoleic acid, oleic acid, petroselinic acid, vaccenic acid, elaidic acid, gondoic acid, gadoleic acid, erucic acid, cetoleic acid, nervonic acid , linoleic acid, linolenic acid, arachidonic acid.
  • unsaturated but nonaromatic monocarboxylic acids such as caproleic acid, obtusilic acid, undecylenic acid, dodecylenic acid, linderic acid, myristoleic acid, physcherrique acid, tsuzuique acid , palmitoleic acid, oleic acid, petroselinic acid
  • nonaromatic monocarboxylic acids having a melting temperature greater than or equal to 25 ° C. mention may be made, alone or as a mixture:
  • decanoic acid capric
  • lauric acid tridecanoic acid
  • myristic acid palmitic acid
  • stearic acid arachidic acid
  • behenic acid behenic acid
  • cerotic acid hexacosanoic
  • 2-ethylhexanoic acid isooctanoic acid, lauric acid, myristic acid, isoheptanoic acid, isononanoic acid, nonanoic acid, palmitic acid, isostearic acid, stearic acid, behenic acid and mixtures thereof, and even better isostearic acid alone or stearic acid alone.
  • Said nonaromatic monocarboxylic acid, or the mixture of said acids is preferably 30 to 80% by weight, especially 40 to 75% by weight, or even 45 to 70% by weight, and more preferably 50 to 65% by weight, of the total weight. of the final polycondensate.
  • Another constituent necessary for the preparation of the polycondensates according to the invention is a polycarboxylic acid, and / or a cyclic anhydride of such a polycarboxylic acid, and / or a lactone carrying at least one COOH group; as well as their mixtures.
  • Said polycarboxylic acid may in particular be chosen from linear, branched and / or cyclic, saturated or unsaturated or even aromatic polycarboxylic acids, comprising 2 to 50, in particular 2 to 40, carbon atoms, in particular 3 to 36, or even 3 at 18, and even more preferably 4 to 12 carbon atoms, or even 5 to 10 carbon atoms; said acid comprising at least two carboxylic groups COOH, preferably from 2 to 4 COOH groups; and may comprise 1 to 10 heteroatoms, preferably 1 to 6, identical or different, selected from O, N and S; and / or may comprise at least one perfluorinated radical chosen from -CF 2 - (divalent) or -CF 3 .
  • said polycarboxylic acid is saturated, linear aliphatic and comprises 2 to 36 carbon atoms, especially 3 to 18 carbon atoms, or even 4 to 12 carbon atoms; or is aromatic and comprises 8 to 12 carbon atoms. It preferably comprises 2 to 4 COOH groups.
  • Said cyclic anhydride of such a polycarboxylic acid may in particular correspond to one of the following formulas:
  • a and B represent a hydrogen atom or together form an aromatic ring comprising in total 6 to 10 carbon atoms.
  • polycarboxylic acids or their anhydrides that may be used, mention may be made, alone or as a mixture:
  • dicarboxylic acids such as decanedioic acid, dodecanedioic acid, cyclopropanedicarboxylic acid, cyclohexanedicarboxylic acid, cyclobutanedicarboxylic acid, naphthalene-1,4-dicarboxylic acid, naphthalene-2,3-dicarboxylic acid, naphthalene-2,6-dicarboxylic acid, suberic acid, oxalic acid, malonic acid, succinic acid, phthalic acid, terephthalic acid, isophthalic acid, tetrahydrophthalic acid, hexahydrophthalic acid, pimelic acid, sebacic acid, acid azelaic acid, glutamic acid, adipic acid, fumaric acid, maleic acid, itaconic acid, dimers of fatty acids (in particular C36) such as the products sold under the names Pripol 1006 , 1009, 1013 and
  • tricarboxylic acids such as cyclohexanetricarboxylic acid, trimellitic acid, 1,2,3-benzenetricarboxylic acid, 1,3,5-benzenetricarboxylic acid; aconitic acid, especially trans-aconitic acid;
  • tetracarboxylic acids such as butanetetracarboxylic acid and pyromellitic acid
  • cyclic anhydrides of these acids and especially phthalic anhydride, trimellitic anhydride, maleic anhydride and succinic anhydride.
  • adipic acid Preferably, it is possible to use adipic acid, phthalic anhydride and / or isophthalic acid, and even better isophthalic acid alone.
  • linear or branched chain saturated or unsaturated polycarboxylic acids comprising at least one heteroatom selected from O, N and / or S, in particular 1 to 10 identical or different heteroatoms, and / or comprising at least one perfluorinated radical; -CF 2 - or -CF 3 and also having at least 2 carboxyl groups COOH, especially 2 to 4 COOH groups; and / or a cyclic anhydride of such a polycarboxylic acid; and or
  • heterocyclic polycarboxylic acids saturated or unsaturated, or even aromatic, comprising at least one heteroatom selected from O, N and / or S, in particular 1 to 10, or even 1 to 4, identical or different hetero atoms, and at least 2 COOH carboxylic groups, especially 2 to 4 COOH groups; and / or a cyclic anhydride of such a polycarboxylic acid; and or
  • polycarboxylic acids derived from sugar obtainable in particular by oxidation of an aldose, and comprising at least 2 carboxylic groups COOH, in particular 2 or 3 COOH groups; and / or a cyclic anhydride of such a polycarboxylic acid; and or
  • polycarboxylic amino acids including heterocyclic), ie linear or branched saturated or unsaturated chain polycarboxylic acids, and / or cyclic, optionally comprising at least one heteroatom selected from O, N and / or S, in particular 1 to 10 identical or different heteroatoms, and / or optionally comprising at least one perfluorinated radical -CF 2 - or -CF 3 ; and further comprising at least one primary, secondary or tertiary amine function (especially NR1 R2 with R1 and R2, independently of one another selected from H and C1-C12 alkyl), in particular 1 to 3 identical amino functions, or different, and also having at least 2 carboxylic groups COOH, especially 2 to 4 COOH groups; and / or a cyclic anhydride of such a polycarboxylic acid.
  • heterocyclic ie linear or branched saturated or unsaturated chain polycarboxylic acids, and / or cyclic, optionally comprising at least one heteroatom selected from O
  • dicarboxylic acids may be mentioned alone or as a mixture:
  • Poly (ethylene glycol) disuccinate in particular of 250-600 mass
  • Poly (ethylene glycol) bis (carboxymethyl) ether in particular of mass 250-600
  • Pyrrolidinedicarboxylic acid 1-phenyl-1H-pyrrole-3,4-dicarboxylic acid, 2,4-pyrrolidinedicarboxylic acid, 5-phenyl-2,4-pyrrolidinedicarboxylic acid, 3,5-Piperidinedicarboxylic acid , 3,4-Pyrrolidinedicarboxylic acid, 1-butyl-2,5-pyrrolidinedicarboxylic acid, 1 - (phenylmethyl) -3,4-
  • Pyrrolidinedicarboxylic acid N- (2-carboxyethyl) -N-phenyl- ⁇ -alanine, N- (carboxymethyl) -N-octyl-glycine, N- (1-carboxyethyl) -L-alanine, L-acid glutamic acid, L-aspartic acid, N- (2-carboxyethyl) -Aspartic acid; and their mixtures.
  • 2,2'-sulfinylbisacetic acid 2,2'-[methylenebis (sulphonyl)] bis-acetic acid, N, N '- (1,3-dioxo-1,3) are particularly preferred.
  • propanediyl) bisglycine 2,5-Furanedicarboxylic acid, D-Tartaric acid, DL-Tartaric acid, L-Tartaric acid, Galactaric acid, L-glutamic acid, L-aspartic acid, and mixtures thereof.
  • a lactone comprising at least one carboxylic group, in particular 1, 2 or 3 COOH groups.
  • the lactones comprise 5 to 14 carbon atoms, in particular 6 to 13 or even 6 to 12 carbon atoms.
  • lactones can be mentioned, alone or as a mixture:
  • tetrahydro-5-oxo-2,3-furandicarboxylic acid can be used, 1,3-dihydro-3-oxo-4-lsobenzofurancarboxylic acid, 1,3-dihydro-1-oxo-5-lsobenzofurancarboxylic acid, tetrahydro-5-oxo-2-phenyl-3-furanecarboxylic acid isocitric acid lactone, 5-oxo-2-tetrahydrofuranecarboxylic acid and mixtures thereof.
  • Said polycarboxylic acid and / or its cyclic anhydride and / or lactone, and mixtures thereof preferably represents 1 to 40% by weight, especially 5 to 30% by weight, and more preferably 10 to 25% by weight, of the total weight of the final polycondensate.
  • the polycondensate according to the invention may further comprise a hydroxyl functional silicone (OH) and / or carboxylic acid (COOH). It can comprise 1 to 3 hydroxyl and / or carboxylic functions, and preferably comprises two hydroxyl functions or two carboxylic functions. These functions can be located at the end of the chain or in the chain, but advantageously at the end of the chain. Silicones having a weight average molecular weight (Mw) of between 300 and 20000, in particular 400 and 10,000, or even 800 and 4000, are preferably used. This silicone may be of formula:
  • W W
  • p and q are, independently of one another, equal to 0 or 1,
  • R1 to R6 are, independently of one another, a linear carbon radical, branched and / or cyclic, saturated or unsaturated or aromatic; comprising 1 to 20 carbon atoms, especially 2 to 12 carbon atoms; preferably, R1 to R6 are saturated or aromatic, and may especially be chosen from alkyl radicals, in particular the methyl, ethyl, propyl, isopropyl, butyl, pentyl, hexyl, octyl, decyl, dodecyl and octadecyl radicals, cycloalkyl radicals, in particular the cyclohexyl radical, aryl radicals, in particular phenyl radicals; and naphthyl, arylalkyl radicals, especially benzyl and phenylethyl, as well as tolyl and xylyl radicals.
  • alkyl radicals in particular the methyl, ethyl, propyl, iso
  • m and n are, independently of each other, integers between 1 and 140, and are such that the weight average molecular weight (Mw) of the silicone is between 300 and 20,000, in particular between 400 and and 10,000 or even between 800 and 4000.
  • the ⁇ , ⁇ -diol polydimethylsiloxanes having a weight-average molecular weight (Mw) of between 400 and 10,000, even between 500 and 5,000, and especially between 800 and 4000, will be used.
  • Mw weight-average molecular weight
  • said silicone may preferably represent 0.1 to 15% by weight, especially 1 to 10% by weight, or even 2 to 8% by weight, of the weight of the polycondate.
  • the polycondensate according to the invention does not comprise other families of monomers than those mentioned above; in particular, it does not include aromatic monocarboxylic acids.
  • the fact that the polycondensate is capable of being obtained by reaction of the only monomers mentioned above does not, of course, exclude the presence, during the reaction, of catalyst, initiator, or any other usual adjuvant of the reaction reactions. esterification and polymerization.
  • the polycondensate according to the invention has:
  • an acid number expressed as mg of potassium hydroxide per g of polycondensate, greater than or equal to 1; in particular between 2 and 30, and even better between 2.5 and 15; and or
  • a hydroxyl number expressed in mg of potassium hydroxide per g of polycondensate greater than or equal to 40; in particular between 40 and 120, and even better between 45 and 80.
  • the polycondensate according to the invention has a weight average molecular weight (Mw) of between 1500 and 300 000, even between 2000 and 200 000, and especially between 3000 and 150 000.
  • Mw weight average molecular weight
  • the average molecular weight can be determined by gel permeation chromatography or by light scattering, depending on the solubility of the polymer under consideration.
  • the polymer according to the invention has a very high viscosity, which can be characterized as follows. At 25 ° C., when this viscosity can be measured (in particular when the polymer is not in solid form), it is strictly greater than 5000 mPa.s (centipoises), especially between 5100 and 10000 mPa.s. even between 6000 and 9500 mPa.s.
  • the polycondensate according to the invention has a viscosity, measured at 110 ° C., of between 100 and 4000 mPa.s, especially between 130 and 3500 mPa.s, or even between 150 and 3000 mPa.s and even better between 200 and 3000 mPa.s. and 2500 mPa.s. More preferably, the polycondensate according to the invention has a viscosity, measured at 80 0 C, of between 150 and 5000 mPa.s, in particular between 200 and 4000 mPa.s, or between 250 and 3000 mPa.s and even better between 300 and 2000 mPa.s.
  • This viscosity can be measured using a BROOKFIELD CAP 1000+ cone-plane viscometer.
  • the adapted cone-plane is determined by the person skilled in the art, on the basis of his knowledge; especially :
  • the polycondensate is advantageously soluble in the oily cosmetic media usually employed, and in particular in vegetable oils, alkanes, fatty esters, fatty alcohols, silicone oils, and more particularly in media comprising isododecane, Parleam, isononyl isononanoate, octyldodecanol, phenyl trimethicone, C12-C15 alkyl benzoate and / or D5 (decamethylcyclopentasiloxane).
  • oily cosmetic media usually employed, and in particular in vegetable oils, alkanes, fatty esters, fatty alcohols, silicone oils, and more particularly in media comprising isododecane, Parleam, isononyl isononanoate, octyldodecanol, phenyl trimethicone, C12-C15 alkyl benzoate and / or D5 (decamethylcyclopentasiloxane).
  • Soluble means that the polymer forms a clear solution in at least one solvent chosen from isododecane, Parleam, isononyl isononanoate, octyldodecanol and C12-C15 alkyl benzoate, at least 50% by weight, at 70 ° C. Some compounds even have a particularly advantageous solubility in certain fields of application, namely a solubility in at least one of the solvents mentioned above, at least 50 % by weight, at 25 ° C.
  • the polycondensate according to the invention can be prepared by the esterification / polycondensation processes usually employed by those skilled in the art.
  • a general method of preparation consists of: - mixing the polyols and the nonaromatic monocarboxylic acids,
  • esterification catalysts for example of the sulfonic acid type (especially at a concentration by weight of between 1 and 10%) or titanate type (in particular at a concentration by weight of between 5 and 100 ppm). It is also possible to carry out the reaction, in whole or in part, in an inert solvent such as xylene and / or under reduced pressure, to facilitate the removal of water.
  • an inert solvent such as xylene and / or under reduced pressure
  • Said preparation process may further comprise a step of adding at least one antioxidant agent to the reaction medium, in particular at a concentration by weight of between 0.01 and 1%, relative to the total weight of monomers, so as to limit any damage caused by prolonged heating.
  • the antioxidant may be of primary or secondary type, and may be selected from hindered phenols, aromatic secondary amines, organophosphorus compounds, sulfur compounds, lactones, acrylated bisphenols; and their mixtures.
  • antioxidants there may be mentioned BHT, BHA, TBHQ, 1,3,5-trimethyl-2,4,6, tris (3,5-di-tertbutyl-4-hydroxybenzyl) benzene , octadecyl-3,5, di-tert-butyl-4-hydroxycinnamate, tetrakis-methylene-3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate methane, octadecyl-3- (3) 4,5-di-tert-butyl-4-hydroxyphenyl) propionate 2,5-di-tert-butyl hydroquinone, 2,2-methyl-bis- (4-methyl-6-tert-butylphenol), 2,2-methylene-bis- (4-ethyl-6-tert-butylphenol), 4,4-butylidene-bis (6-tertbutyl-m-cresol), N, N-hexamethylene bis (3,5-d
  • the polycondensates according to the invention can be used very advantageously in a composition, in particular a cosmetic or pharmaceutical composition, which moreover comprises a physiologically, in particular cosmetically or pharmaceutically acceptable medium, that is to say a medium which is compatible with cutaneous tissues. like the skin of the face or body, and keratin materials such as hair, eyelashes, eyebrows and nails.
  • a physiologically, in particular cosmetically or pharmaceutically acceptable medium that is to say a medium which is compatible with cutaneous tissues. like the skin of the face or body, and keratin materials such as hair, eyelashes, eyebrows and nails.
  • the amount of polycondensate present in the compositions depends, of course, on the type of composition and the desired properties and can vary within a very wide range, generally between 0.1 and 70% by weight, preferably between 1 and 50% by weight, especially between 10 and 45% by weight, or even between 20 and 40% by weight, and better still between 25 and 35% by weight, relative to the weight of the final cosmetic or pharmaceutical composition.
  • composition may then comprise, according to the intended application, the usual constituents for this type of composition.
  • composition according to the invention may advantageously comprise a liquid fatty phase, which may constitute a solvent medium for the polymers according to the invention, and which may comprise at least one compound chosen from oils and / or solvents of mineral, animal, vegetable or synthetic, carbonaceous, hydrocarbon, fluorinated and / or silicone, volatile or nonvolatile, alone or in mixture to the extent that they form a homogeneous and stable mixture and are compatible with the intended use.
  • a liquid fatty phase which may constitute a solvent medium for the polymers according to the invention, and which may comprise at least one compound chosen from oils and / or solvents of mineral, animal, vegetable or synthetic, carbonaceous, hydrocarbon, fluorinated and / or silicone, volatile or nonvolatile, alone or in mixture to the extent that they form a homogeneous and stable mixture and are compatible with the intended use.
  • volatile in the sense of the invention, any compound capable of evaporating in contact with keratin materials, or lips, in less than one hour, at room temperature (25 ° C) and atmospheric pressure (1 atm).
  • this volatile compound has a non-zero vapor pressure, at ambient temperature and atmospheric pressure, in particular ranging from 0.13 Pa to 40 000 Pa (10 -3 to 300 mmHg), in particular ranging from 1.3 Pa.
  • the physiologically acceptable medium of the composition according to the invention may comprise, in a liquid fatty phase, at least one oil and / or a solvent which may be chosen from, alone or as a mixture:
  • ester is a C12-C15 alkyl benzoate or has the following formula: R'rCOO-R'2 where:
  • R ' 1 represents a linear or branched alkyl radical of 1 to 40 carbon atoms, preferably 7 to 19 carbon atoms, optionally comprising one or more ethylenic double bonds, optionally substituted and whose hydrocarbon chain may be interrupted by one or more several heteroatoms chosen from N and O and / or one or more carbonyl functions
  • R'2 represents a linear or branched alkyl radical of 1 to 40 carbon atoms, preferably of 3 to 30 carbon atoms and better still of 3 to 20 carbon atoms.
  • R'1 and / or R'2 may carry one or more substituents selected, for example, from groups comprising one or more heteroatoms selected from O and / or N, such as amino, amino , alkoxy, hydroxyl.
  • R ' 1 groups are those derived from the preferably higher fatty acids selected from the group consisting of acetic, propionic, butyric, caproic, caprylic, pelargonic, capric, undecanoic, lauric, myristic, palmitic, stearic, isostearic. , arachidic, behenic, oleic, linolenic, linoleic, oleostearic, arachidonic, erucic, and mixtures thereof.
  • R'1 is an unsubstituted branched alkyl group of 4 to 14 carbon atoms, preferably 8 to 10 carbon atoms and R 2 is an unsubstituted branched alkyl group of 5 to 15 carbon atoms, preferably from 9 to 11 carbon atoms.
  • C 4 -C 4 esters optionally incorporating into their hydrocarbon chain one or more heteroatoms of N and O and / or one or more carbonyl functions; and more particularly purcellin oil (cetostearyl octanoate), isononyl isononanoate, isopropyl myristate, isopropyl palmitate, 2-ethylhexyl palmitate, octyl-2 stearate dodecyl, octyl-2-dodecyl erucate, isostearyl isostearate, C 2 to C 5 alcohol benzoate, hexyl laurate, diisopropyl adipate; and the heptanoates, octanoates, decanoates or ricinoleates of alcohols or polyalcohols, for example of fatty alcohols such as propylene glycol dioctanoate, as well as is
  • oils with a high triglyceride content consisting of esters of fatty acids and of glycerol, the fatty acids of which may have various chain lengths of C 4 to C 24 , the latter may be linear or branched, saturated or unsaturated; these oils include wheat germ, maize, sunflower, shea, castor oil, sweet almond, macadamia, apricot, soya, rapeseed, cotton, alfalfa, poppy, pumpkin, sesame, squash, avocado, hazelnut, grape seed or black currant, evening primrose, millet, barley, quinoa, olive, rye, safflower, ofnadooulier, passionflower, muscat rose, jojoba, palm, calophyllum; or triglycerides of caprylic / capric acids such as those sold by Stearinerie Dubois or those sold under the names "Miglyol 810 ®", "812 ®” and "8
  • C6-C32 monoalcohols in particular C12-C26, such as oleic alcohol, linoleic alcohol, linolenic alcohol, isostearyl alcohol, 2-hexyldecanol, 2 -butyloctanol, 2-undecylpentadecanol and octyldodecanol;
  • hydrocarbon oils volatile or not, of synthetic or mineral origin, which may be chosen from hydrocarbon-based oils having from 5 to 100 carbon atoms, and in particular petroleum jelly, polydecenes, hydrogenated polyisobutenes such as Parleam, squalane, perhydrosqualine and their mixtures.
  • linear, branched and / or cyclic C5-C48 alkanes and preferably branched C8-C16 alkanes such as C8-C16 isoalkanes of petroleum origin (also known as isoparaffins); especially decane, heptane, dodecane, cyclohexane; as well as isododecane, isodecane, isohexadecane.
  • Volatile silicone oils that may be mentioned include volatile linear or cyclic silicone oils, in particular those having a viscosity of less than 8 centistokes, and especially having from 2 to 10 silicon atoms, these silicones possibly comprising alkyl or alkoxy groups.
  • octamethylcyclotetrasiloxane having from 1 to 22 carbon atoms; and in particular octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, heptamethylhexyltrisiloxane, heptamethyloctyltrisiloxane, hexamethyldisiloxane, octamethyltrisiloxane, demethyltetrasiloxane, dodecamethylpentasiloxane, methylhexyldimethylsiloxane and mixtures thereof.
  • the nonvolatile silicone oils that may be used according to the invention may be polydimethylsiloxanes (PDMSs), polydimethylsiloxanes comprising alkyl or alkoxy groups, during and / or at the end of the silicone chain, groups each having from 2 to 24 carbon atoms.
  • PDMSs polydimethylsiloxanes
  • phenyl silicones such as phenyltrimethicones, phenyldimethicones, phenyltrimethylsiloxydiphenylsiloxanes, diphenyldimethicones, diphenylmethyldiphenyltrisiloxanes and 2-phenylethyl trimethylsiloxysilicates.
  • the physiologically acceptable medium of the composition according to the invention comprises, in a liquid fatty phase, at least one oil and / or a solvent chosen from, alone or as a mixture, isododecane, Parleam, the isononanoate of isononyl, octyldodecanol, phenyl trimethicone, C12-C15 alkyl benzoates and / or D5 (decamethylcyclopentasiloxane).
  • the liquid fatty phase may further comprise additional oils and / or solvents, which may be chosen from, alone or as a mixture:
  • fluorinated oils such as perfluoropolyethers, perfluoroalkanes such as perfluorodecalin, perfluorodamantanes, monoesters, diesters and triesters of perfluoroalkylphosphates and fluorinated ester oils;
  • propylene glycol ethers which are liquid at room temperature, such as propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate or dipropylene glycol mono-butyl ether;
  • - C8-C32 fatty acids such as oleic acid, linoleic acid, linolenic acid and mixtures thereof.
  • Bifunctional oils comprising two functions selected from ester and / or amide and comprising from 6 to 30 carbon atoms, in particular 8 to 28 carbon atoms, more preferably 10 to 24 carbons, and 4 heteroatoms selected from O and N; preferably the amide and ester functions being in the chain;
  • ketones which are liquid at ambient 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, acetylene, talconvergehyde;
  • the liquid fatty phase may represent 1 to 90% by weight of the composition, in particular from 5 to 75% by weight, in particular from 10 to 60% by weight, or even 25 to 55% by weight, of the total weight of the composition. .
  • hydrophobic silicas such as those described in EP-A-898960, for example, under the references "Aerosil R812 ®” by Degussa, "CAB-O-SIL TS-530 ®", “CAB O-SIL TS-610 ® “,” CAB-O-SIL TS-720 ® “by the company Cabot,” AEROSIL R972 ® “,” AEROSIL R974 ® “by Degussa;
  • clays such as montmorillonite, modified clays, such as benzones, stearalkonium hectorite, stearalkonium bentonite,
  • polysaccharide alkyl ethers in particular in which the alkyl group contains from 1 to 24 carbon atoms, preferably from 1 to 10, better still from 1 to 6, and more particularly from 1 to 3, such as those described in EP-A); A-898958.
  • the amount of thickening agent in the composition according to the invention may range from 0.05 to 40% by weight, relative to the total weight of the composition, preferably from 0.5 to 20% and better still from 1 to 15%. in weight.
  • composition according to the invention may also comprise at least one wax of vegetable, animal, mineral, synthetic or even silicone origin.
  • hydrocarbon waxes such as beeswax can be mentioned alone or as a mixture; Carnauba wax, Candellila wax, Ouricoury wax, Japan wax, cork fiber wax or sugar cane wax; paraffin waxes of lignite; microcrystalline waxes; lanolin wax; the wax of Montan; ozokerites; polyethylene waxes; waxes obtained by Fischer-Tropsch synthesis; hydrogenated oils, fatty esters and concrete glycerides at 25 ° C. It is also possible to use silicone waxes, among which mention may be made of alkyls, alkoxys and / or polymethylsiloxane esters.
  • the amount of wax in the composition according to the invention may range from 0.1 to 70% by weight, relative to the total weight of the composition, preferably from 1 to 40% by weight, and better still from 5 to 30% by weight. weight.
  • the composition according to the invention may also comprise one or more dyestuffs chosen from pulverulent compounds such as pigments, fillers, nacres and flakes, and / or fat-soluble or water-soluble dyes.
  • the dyestuffs, in particular pulverulent may be present in the composition in a content of from 0.01 to 50% by weight, relative to the weight of the composition, preferably from 0.1 to 40% by weight, or even from 1 to 30% by weight.
  • pigments it is necessary to understand particles of any shape, white or colored, mineral or organic, insoluble in the physiological medium, intended to color the composition.
  • nacres it is necessary to understand particles of any iridescent form, in particular produced by certain molluscs in their shell or else synthesized.
  • the pigments may be white or colored, inorganic and / or organic, interferential or not.
  • inorganic pigments mention may be made of titanium dioxide, optionally surface-treated, zirconium or cerium oxides, as well as iron or chromium oxides, manganese violet, ultramarine blue, hydrate of chrome and ferric blue.
  • organic pigments mention may be made of carbon black, D & C type pigments, and lacquers based on cochineal carmine, barium, strontium, calcium, aluminum.
  • the pearlescent pigments may be chosen from white pearlescent pigments such as mica coated with titanium, or bismuth oxychloride, colored pearlescent pigments such as titanium mica with iron oxides, titanium mica with in particular ferric blue or chromium oxide, titanium mica with an organic pigment of the aforementioned type as well as pearlescent pigments based on bismuth oxychloride.
  • the fillers can be mineral or organic, lamellar or spherical. Mention may be made of talc, mica, silica, kaolin, powders of nylon and polyethylene, poly- ⁇ -alanine and polyethylene, Teflon, lauroyl-lysine, starch, nitrile and the like.
  • organic carboxylic acids having from 8 to 22 atoms carbon, preferably from 12 to 18 carbon atoms, for example zinc, magnesium or lithium stearate, zinc laurate, magnesium myristate.
  • Liposoluble dyes are for example Sudan Red, DC Red 17, DC Green 6, ⁇ -carotene, soybean oil, Sudan Brown, DC Yellow, 11, DC Violet 2, Orange DC 5 , yellow quinoline. They may represent 0.01 to 20% of the weight of the composition and better still 0.1 to 6%.
  • the water-soluble dyes are, for example, beet juice, methylene blue and may represent 0.01 to 6% of the total weight of the composition.
  • the composition may further include other ingredients commonly used in cosmetic compositions.
  • Such ingredients may be chosen from antioxidants, perfumes, essential oils, preservatives, cosmetic active agents, moisturizers, vitamins, ceramides, sunscreens, surfactants, spreading agents, wetting agents, dispersing agents, antifoams, neutralizers, stabilizers, polymers and especially fat-soluble film-forming polymers, and mixtures thereof.
  • antioxidants perfumes, essential oils, preservatives, cosmetic active agents, moisturizers, vitamins, ceramides, sunscreens, surfactants, spreading agents, wetting agents, dispersing agents, antifoams, neutralizers, stabilizers, polymers and especially fat-soluble film-forming polymers, and mixtures thereof.
  • perfumes perfumes, essential oils, preservatives, cosmetic active agents, moisturizers, vitamins, ceramides, sunscreens, surfactants, spreading agents, wetting agents, dispersing agents, antifoams, neutralizers, stabilizers, polymers and especially fat-soluble film
  • compositions according to the invention may be in any form acceptable and customary for a cosmetic or pharmaceutical composition. They can therefore be in the form of a suspension, a dispersion including oil in water with vesicles; an organic or oily solution optionally thickened or even gelled; an oil-in-water, water-in-oil or multiple emulsion; a gel or a mousse; an oily or emulsified gel; a dispersion of vesicles, in particular lipids; a two-phase or multiphase lotion; a spray; a lotion, a cream, an ointment, a soft paste, an ointment, a solid cast or molded and especially stick or cup, or compacted solid.
  • compositions in accordance with the invention having improved gloss and gloss strength compared with the state of the art, they can be used for the care or the makeup of keratin materials such as the hair, the skin, the skin and the skin.
  • They can therefore be in the form of a care product and / or makeup of the skin of the body or face, lips, eyelashes, eyebrows, hair, leather hair or nails; a suntan or self-tanning product; a hair product including coloring, conditioning and / or hair care; they are advantageously in the form of mascara, lipstick, lip gloss (gloss), blush or eyelid, foundation.
  • the subject of the invention is also a process for the cosmetic treatment of keratin materials, in particular the skin of the body or of the face, the lips, the nails, the hair and / or the eyelashes, comprising the application on the said materials of a cosmetic composition as defined above.
  • This method according to the invention allows in particular the care or makeup of the lips, by applying a composition of lipstick or lip gloss (gloss) according to the invention.
  • Example 1 Synthesis of Pentaerythrityl Isophthalate / Isostearate
  • a reactor equipped with a mechanical stirrer an inlet of argon and a distillation system, 280 g of isostearic acid and 100 g of pentaerythritol are charged and then heated gradually, under a gentle stream of argon at 110-130 ° C. to obtain a homogeneous solution.
  • the temperature is then gradually increased to 180 ° C. and maintained for about 2 hours.
  • the temperature is again raised to 220 ° C and maintained until an acid number of less than or equal to 1 is obtained, which takes about 11 hours.
  • polycondensate 430 g of polycondensate are thus obtained in the form of a very thick oil.
  • the polycondensate has the following characteristics:
  • polycondensate 410 g of polycondensate are thus obtained in the form of a thick oil.
  • the polycondensate has the following characteristics:
  • Example 4 Synthesis of sorbitol sebacate / isostearate In a reactor equipped with a mechanical stirrer, an inlet of argon and a distillation system, 305 g of isostearic acid, 105 g of sorbitol and 90 g of sebacic acid are charged and then heated up to 180 0 C and the temperature is maintained for about 30 hours.
  • polycondensate 400 g of polycondensate are thus obtained in the form of a very thick oil.
  • the polycondensate has the following characteristics:
  • a lipstick having the following composition was prepared:
  • a lipstick can be prepared similarly by replacing the polycondensate of Example 1 with that of Example 2, 3 or 4.
  • polycondensate 430 g of polycondensate are thus obtained in the form of a thick oil.
  • the polycondensate has the following characteristics:
  • polycondensate In a reactor equipped with a mechanical stirrer, an inlet of argon and a distillation system, 270 g of isostearic acid, 90 g of glycerol, 35 g of trans-aconitic acid and 105 g of sebacic acid are charged. then heated gradually to 220 0 C and the temperature is maintained for about 8 hours. 440 g of polycondensate are thus obtained in the form of a thick oil.
  • the polycondensate has the following characteristics:
  • polycondensate 450 g of polycondensate are thus obtained in the form of a thick oil.
  • the polycondensate has the following characteristics:
  • polycondensate 450 g of polycondensate are thus obtained in the form of a thick oil.
  • the polycondensate has the following characteristics:

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Abstract

The invention relates to a cosmetic or pharmaceutical composition containing a polycondensate that can be obtained by reacting the following single monomers expressed as a percent by weight in relation to the total weight over the polycondensate: 10 - 30 wt.-% of one or more poylols having 3 to 6 hydroxyl groups; 30 - 80 wt.-% of one or more linear, branched and/or cyclic, saturated or unsaturated, non-aromatic monocarboxylic acids having 6 to 32 carbon atoms; 1 - 40 wt.-% of one or more polycarboxylic acids and/or cyclic anhydrides of one such polycarboxylic acid and/or lactones having at least one COOH group; and, optionally, 0.1 - 15 wt.-% of one or more silicons having a hydroxyl and/or carboxylic function. The invention also relates to a cosmetic treatment method using said composition and to the polycondensate defined above.

Description

Composition cosmétique ou pharmaceutique comprenant un polycondensat, ledit polycondensat et procédé de traitement cosmétique Cosmetic or pharmaceutical composition comprising a polycondensate, said polycondensate and a cosmetic treatment method
La présente invention a trait à des compositions cosmétiques, notamment de maquillage et en particulier de rouges à lèvres, comprenant des polycondensats bien particuliers.The present invention relates to cosmetic compositions, especially makeup and in particular lipsticks, comprising very specific polycondensates.
Il existe de nombreuses compositions cosmétiques pour lesquelles des propriétés de brillance du film déposé, après application sur les matières kératiniques (peau, lèvres, pha- nères), sont souhaitées. On peut citer par exemple les rouges à lèvres, les vernis à ongles ou encore certains produits capillaires.There are numerous cosmetic compositions for which gloss properties of the deposited film, after application to the keratin materials (skin, lips, phala), are desired. Examples include lipsticks, nail polish or some hair products.
Afin d'obtenir un tel résultat, il est possible d'associer des matières premières particulières, notamment des lanolines, avec des huiles dites brillantes, telles que les polybutènes qui présentent toutefois une viscosité élevée; ou des esters d'acide ou d'alcool gras dont le nombre de carbone est élevé; ou bien certaines huiles végétales; ou encore des esters résultants de l'estérification partielle ou totale d'un composé aliphatique hydroxylé avec un acide aromatique, comme décrit dans la demande de brevet EP1097699. Il est également connu d'associer des lanolines avec des polyesters obtenus par réaction séquehcée de l'huile de ricin avec l'acide isostéarique puis avec l'acide succinique, tel que décrit dans le brevet US6342527.In order to obtain such a result, it is possible to associate particular raw materials, especially lanolins, with so-called brilliant oils, such as polybutenes which however have a high viscosity; or esters of fatty acid or alcohol whose carbon number is high; or some vegetable oils; or esters resulting from the partial or total esterification of an aliphatic compound hydroxylated with an aromatic acid, as described in the patent application EP1097699. It is also known to combine lanolins with polyesters obtained by the reaction of castor oil with isostearic acid and then with succinic acid, as described in US Pat. No. 6,334,257.
Pour améliorer la brillance du film déposé, ainsi que sa tenue, il a également été proposé d'utiliser des esters résultant de la. condensation d'un polyol avec un acide carboxyli- que de type "néo", notamment dans FR2838049.To improve the gloss of the deposited film, as well as its strength, it has also been proposed to use esters resulting from the. condensation of a polyol with a carboxylic acid of "neo" type, especially in FR2838049.
On peut également citer EP1457201 , qui décrit une composition associant un polyester de triglycérides d'acides carboxyliques hydroxylés et une huile de faible masse moléculaire choisie parmi les polybutylènes, les polyisbbutylènes hydrogénés, les polydécènes hydrogénés ou non, les copolymères de vinylpyrrolidones, les esters d'acides gras linéaires, les esters hydroxylés, les esters d'alcools gras ou d'acides gras ramifiés en C24-C28, les huiles siliconées et/ou lès huiles d'origine végétale. .EP1457201, which describes a composition combining a polyester of triglycerides of hydroxylated carboxylic acids and a low molecular weight oil chosen from polybutylenes, hydrogenated polyisobutylenes, hydrogenated or non-hydrogenated polydecenes, copolymers of vinylpyrrolidones, linear fatty acids, hydroxylated esters, esters of fatty alcohols or of C24-C28 branched fatty acids, silicone oils and / or oils of plant origin. .
Dans la demande de brevet EP0792637, il est décrit une composition associant un .ester aromatique et un polymère de type polybutène ou polyisobutène.Patent Application EP0792637 describes a composition combining an aromatic ester and a polybutene or polyisobutene type polymer.
Dans la demande de brevet EP1155687, on décrit un procédé consistant à incorporer, dans une phase huileuse constituée d'une huile cosmétiquement acceptable, un organo- polysiloxane possédant au moins 2 groupes susceptibles d'établir des liaisons hydrogènes.In the patent application EP1155687, there is described a process consisting in incorporating into an oily phase consisting of a cosmetically acceptable oil, an organopolysiloxane having at least 2 groups capable of establishing hydrogen bonds.
Toutefois, ces compositions et associations, même si elles améliorent la brillance de manière significative, sont encore jugées insuffisantes dans une optique de longue tenue de cette brillance, dans le temps.However, these compositions and combinations, even if they improve the gloss significantly, are still considered insufficient in a long-term perspective of this brightness, over time.
Le but de la présente invention est de proposer de nouveaux polymères qui peuvent confère)- une brillance significative à un dépôt notamment filmogène, tout en maintenant une bonne durabilité dans le temps de cette brillance; ceci peut trouver une application particulièrement avantageuse dans le domaine des rouges à lèvres. Par ailleurs, on recherche également des polymères peuvent en outre avan- tageusement conférer à la composition une excellente tenue dans le temps sur les matières kératiniques, notamment sur les lèvres.The object of the present invention is to provide novel polymers which can confer significant brightness to a particularly film-forming deposit, while maintaining a good durability over time of this gloss; this may find a particularly advantageous application in the field of lipsticks. In addition, polymers are also to give the composition an excellent hold over time on keratin materials, especially on the lips.
A cette fin, la demanderesse a recherché de nouveaux polycondensats de type alkyde, ayant les propriétés recherchées.To this end, the Applicant has researched new polycondensates of alkyd type, having the desired properties.
Les résines alkydes constituent une classe particulière de polyesters en étant le produit de réaction de polyols et d'acides polycarboxyliques, généralement modifié par des acides gras insaturés, tels que l'acide oléique, ou par des huiles insaturées, huile de soja ou de ricin par exemple, qui permettent de moduler leurs propriétés filmogènes, notamment leur vitesse de séchage, leur dureté, leur résistance.Alkyd resins constitute a particular class of polyesters by being the reaction product of polyols and polycarboxylic acids, generally modified with unsaturated fatty acids, such as oleic acid, or by unsaturated oils, soybean oil or castor oil. for example, which make it possible to modulate their film-forming properties, in particular their drying speed, their hardness, their resistance.
Ainsi, il a été proposé dans le document US2915488 des résines alkydes modifiées dans lesquelles une partie des acides gras provenant de l'huile de soja a été remplacée par de l'acide benzoïque. Ces nouvelles résines présentent des propriétés améliorées en terme de résistance aux alcalis et aux détergents; les films les contenant sèchent plus rapidement et sont plus durs. Toutefois, aucune application, notamment cosmétique ou topique, n'a été envisagée pour ces résines. De plus, la composition des résines alkydes de ce document n'est pas optimale, pour une utilisation en cosmétique, notamment en terme de stabilité des polymères. On connaît également WO2006/004911 qui décrit des polymères polyesters polyols, susceptibles d'être employés en cosmétique, notamment pour remplacer l'huile de ricin; toutefois les polymères décrits dans ce document présentent tous une viscosité dynamique à 25°C comprise entre 200 et 5000 centipoises (mPa.s). Cependant, ces polymères ne confèrent pas aux compositions les comprenant les propriétés souhaitées en terme de brillance, de maintien de cette brillance dans le temps, et de longue tenue de la composition sur les matières kératiniques, la peau notamment.Thus, it has been proposed in US2915488 modified alkyd resins in which a portion of the fatty acids from the soybean oil has been replaced by benzoic acid. These new resins have improved properties in terms of resistance to alkalis and detergents; the films containing them dry faster and are harder. However, no application, in particular cosmetic or topical, has been envisaged for these resins. In addition, the composition of the alkyd resins of this document is not optimal for use in cosmetics, especially in terms of polymer stability. WO2006 / 004911 is also known, which describes polyester polyol polymers that can be used in cosmetics, in particular to replace castor oil; however, the polymers described herein all have a dynamic viscosity at 25 ° C of 200 to 5000 centipoise (mPa.s). However, these polymers do not give the compositions comprising them the desired properties in terms of gloss, maintaining this gloss over time, and long-lasting composition on keratin materials, including skin.
Par ailleurs, la plupart des résines alkydes connues n'a pas une solubilité convenable dans les milieux huileux habituellement utilisés en cosmétique, tels que les huiles végétales, les alcanes, les esters gras, les alcools gras, les huiles de sili- cone, et notamment comprenant l'isododécane, le Parléam, l'isononanoate d'isononyle, l'octyldodécanol, la phényl triméthicone, le benzoate d'alkyle en C12- C15 et/ou la D5 (décaméthylcyclopentasiloxane).Moreover, most of the known alkyd resins do not have a suitable solubility in the oily media usually used in cosmetics, such as vegetable oils, alkanes, fatty esters, fatty alcohols, silicone oils, and the like. especially comprising isododecane, Parleam, isononyl isononanoate, octyldodecanol, phenyl trimethicone, C12-C15 alkyl benzoate and / or D5 (decamethylcyclopentasiloxane).
Après d'importantes recherches, la demanderesse a découvert de façon surprenante et inattendue que certains polycondensats à haute teneur en acides car- boxyliques particuliers, et de viscosité très importante, pouvaient conduire à des performances améliorées en terme de brillance, de maintien de ladite brillance, et en outre de longue tenue du film obtenu, tout en étant véhiculables dans les milieux cosmétiques usuels, notamment les milieux huileux cosmétiques usuels.After considerable research, the applicant has surprisingly and unexpectedly discovered that certain polycondensates with a high content of particular carboxylic acids, and of very high viscosity, could lead to improved performances in terms of gloss, of maintaining said gloss. and furthermore long-lasting of the film obtained, while being transportable in the usual cosmetic media, especially the usual cosmetic oily media.
La présente invention a donc pour objet une composition cosmétique ou pharma- ceutique comprenant, dans un milieu cosmétiquement ou pharmaceutiquement acceptable, au moins un polycondensat susceptible d'être obtenu par réaction des seuls monomères suivants :The subject of the present invention is therefore a cosmetic or pharmaceutical composition comprising, in a cosmetically or pharmaceutically acceptable medium, at least one polycondensate obtainable by reaction of the following monomers only:
- de 10 à 30% en poids, par rapport au poids total du polycondensat, d'un ou plusieurs polyols comprenant 3 à 6 groupes hydroxyles;from 10 to 30% by weight, relative to the total weight of the polycondensate, of one or more polyols comprising 3 to 6 hydroxyl groups;
- de 30 à 80% en poids, par rapport au poids total du polycondensat, d'un ou plusieurs acides monocarboxyliques non aromatiques, saturé ou insaturé, linéaire, ramifié et/ou cyclique, comprenant 6 à 32 atomes de carbone;from 30 to 80% by weight, relative to the total weight of the polycondensate, of one or more linear or branched and / or cyclic saturated or unsaturated non-aromatic monocarboxylic acids comprising 6 to 32 carbon atoms;
- de 1 à 40% en poids, par rapport au poids total du polycondensat, d'un ou plusieurs acides polycarboxyliques et/ou anhydrides cycliques d'un tel acide polycar- boxylique et/ou lactones comprenant au moins un groupement COOH; et optionnellement de 0,1 à 15% en poids, par rapport au poids total du polycondensat, d'une ou plusieurs silicones à fonction hydroxyle et/ou carboxylique.from 1 to 40% by weight, relative to the total weight of the polycondensate, of one or more polycarboxylic acids and / or cyclic anhydrides of such a polycarboxylic acid and / or lactones comprising at least one COOH group; and optionally from 0.1 to 15% by weight, based on the total weight of the polycondensate, of one or more hydroxyl and / or carboxylic functional silicones.
L'invention a également pour objet le polycondensat ainsi défini.The subject of the invention is also the polycondensate thus defined.
Notamment, les compositions cosmétiques présentent une bonne applicabilité et une bonne couvrance; une bonne adhérence sur le support, que cela soit sur l'ongle, les cheveux, les cils, la peau ou les lèvres; une flexibilité et une résistance du film adéquates, afin d'éviter les craquelures, par exemple dans le cas des vernis ou des rouges à lèvres; ainsi qu'un excellent niveau de brillance durable. Les propriétés de confort et de glissant sont également très satisfaisantes. Ces polycondensats sont aisément véhiculables dans les milieux solvants ou huileux cosmétiques, notamment les huiles, les alcools gras et/ou les esters gras, ce qui facilite leur mise en œuvre dans le domaine cosmétique, notamment dans les rouges à lèvres ou les fonds de teint.In particular, the cosmetic compositions have good applicability and good coverage; good adhesion to the support, whether on the nail, hair, eyelashes, skin or lips; adequate flexibility and film strength, to avoid cracking, for example in the case of varnishes or lipsticks; as well as an excellent level of lasting shine. The comfort and slip properties are also very satisfying. These polycondensates are easily transportable in solvent or oily cosmetic media, especially oils, fatty alcohols and / or fatty esters, which facilitates their implementation in the cosmetics field, especially in lipsticks or foundations. .
Les polycondensats selon l'invention peuvent être préparés aisément, en une seule étape de synthèse, et sans produire de déchets, ceci à faible coût. Par ailleurs, il est aisément possible de modifier la structure et/ou les propriétés des polycondensats selon l'invention, en faisant varier la nature chimique des différents constituants et/ou leurs proportions.The polycondensates according to the invention can be prepared easily, in a single synthesis step, and without generating waste, this at low cost. Moreover, it is easily possible to modify the structure and / or the properties of the polycondensates according to the invention, by varying the chemical nature of the various constituents and / or their proportions.
Les polycondensats selon l'invention sont avantageusement branchés (ramifiés); on peut penser que ceci permet de générer un réseau par enchevêtrement des chaînes polymériques, et donc d'obtenir les propriétés recherchées, notamment en terme de tenue améliorée, de brillance améliorée, et en terme de solubilité. On a en effet constaté que les polycondensats linéaires ne permettaient pas d'obtenir une amélioration notable de la tenue de la composition, et que les polycondensats de type dendrimères, dont les chaînes sont régulières, ne présentaient pas une solubilité optimale.The polycondensates according to the invention are advantageously branched (branched); it can be thought that this makes it possible to generate a network by entanglement of the polymer chains, and thus to obtain the desired properties, in particular in terms of improved behavior, improved gloss, and in terms of solubility. It has indeed been found that the linear polycondensates did not make it possible to obtain a significant improvement in the strength of the composition, and that the dendrimer polycondensates, whose chains are regular, did not exhibit optimum solubility.
Les polycondensats selon l'invention sont des polycondensats de type alkyde, et sont donc susceptibles d'être obtenus par estérification/polycondensation, selon les méthodes connues de l'homme du métier, des constituants décrits ci-après.The polycondensates according to the invention are polycondensates of alkyd type, and are therefore capable of being obtained by esterification / polycondensation, according to methods known to those skilled in the art, constituents described below.
L'un des constituants nécessaires pour la préparation des polycondensats selon l'invention est un composé comprenant 3 à 6 groupes hydroxyles (polyol), notamment 3 à 4 groupes hydroxyles. On peut bien évidemment utiliser un mélange de tels polyols.One of the constituents necessary for the preparation of the polycondensates according to the invention is a compound comprising 3 to 6 hydroxyl groups (polyol), in particular 3 to 4 hydroxyl groups. It is of course possible to use a mixture of such polyols.
Ledit polyol peut notamment être un composé carboné, notamment hydrocarboné, linéaire, ramifié et/ou cyclique, saturé ou insaturé, comprenant 3 à 18 atomes de carbone, notamment 3 à 12, voire 4 à 10 atomes de carbone, et 3 à 6 groupes hy- droxy (OH), et pouvant comprendre en outre un ou plusieurs atomes d'oxygène intercalés dans la chaîne (fonction éther).Said polyol may especially be a hydrocarbon compound, in particular linear, branched and / or cyclic, saturated or unsaturated, comprising 3 to 18 carbon atoms, especially 3 to 12 or even 4 to 10 carbon atoms, and 3 to 6 groups. hydroxy (OH), and may further comprise one or more oxygen atoms interposed in the chain (ether function).
Ledit polyol est de préférence un composé hydrocarboné saturé, linéaire ou ramifié, comprenant 3 à 18 atomes de carbone, notamment 3 à 12, voire 4 à 10 atomes de carbone, et 3 à 6 groupes hydroxy (OH). Il peut être choisi parmi, seul ou en mélange :Said polyol is preferably a saturated hydrocarbon compound, linear or branched, comprising 3 to 18 carbon atoms, especially 3 to 12 or even 4 to 10 carbon atoms, and 3 to 6 hydroxyl groups (OH). It can be chosen from, alone or in mixture:
- les triols, tels que le 1 ,2,4-butanetriol, le 1 ,2,6-hexanetriol, le triméthyloléthane, le triméthylolpropane, le glycérol;triols, such as 1, 2,4-butanetriol, 1, 2,6-hexanetriol, trimethylolethane, trimethylolpropane, glycerol;
- les tétraols, tels que le pentaérythritol (tétraméthylolméthane), l'érythritol, le di- glycérol ou le dithméthylolpropane;tetraols, such as pentaerythritol (tetramethylolmethane), erythritol, di-glycerol or dithmethylolpropane;
- les pentols tels que le xylitol,pentols such as xylitol,
- les hexols tels que le sorbitol et le mannitol; ou encore le dipentaérythritol ou le triglycérol.hexols such as sorbitol and mannitol; or dipentaerythritol or triglycerol.
De préférence, le polyol est choisi parmi le glycérol, le pentaérythritol, le diglycé- rol, le sorbitol et leurs mélanges; et encore mieux est du pentaérythritol. Le polyol, ou le mélange de polyol, représente de préférence 10 à 30% en poids, notamment 12 à 25% en poids, et mieux 14 à 22% en poids, du poids total du po- lycondensat final.Preferably, the polyol is selected from glycerol, pentaerythritol, diglycerol, sorbitol and mixtures thereof; and even better is pentaerythritol. The polyol, or polyol mixture, preferably represents 10 to 30% by weight, especially 12 to 25% by weight, and more preferably 14 to 22% by weight, of the total weight of the final polycondensate.
Un autre constituant nécessaire pour la préparation des polycondensats selon l'invention est un acide monocarboxylique non aromatique, saturé ou insaturé, linéaire, ramifié et/ou cyclique, comprenant 6 à 32 atomes de carbone, notamment 8 à 28 atomes de carbone et encore mieux 10 à 24, voire 12 à 20, atomes de carbone. On peut bien évidemment utiliser un mélange de tels acides monocarboxyli- ques non aromatiques.Another constituent necessary for the preparation of the polycondensates according to the invention is a saturated or unsaturated, linear, branched and / or cyclic non-aromatic monocarboxylic acid comprising 6 to 32 carbon atoms, in particular 8 to 28 carbon atoms, and even better 10 to 24 or even 12 to 20 carbon atoms. Of course, a mixture of such nonaromatic monocarboxylic acids can be used.
Par acide monocarboxylique non aromatique, on entend un composé de formule RCOOH, dans laquelle R est un radical hydrocarboné saturé ou insaturé, linéaire, ramifié et/ou cyclique, comprenant 5 à 31 atomes de carbone, notamment 7 à 27 atomes de carbone, et encore mieux 9 à 23 atomes de carbone, voire 11 à 19 atomes de carbone.By non-aromatic monocarboxylic acid is meant a compound of formula RCOOH, in which R is a linear, branched and / or cyclic saturated or unsaturated hydrocarbon radical comprising 5 to 31 carbon atoms, especially 7 to 27 carbon atoms, and still more preferably 9 to 23 carbon atoms, or even 11 to 19 carbon atoms.
De préférence, le radical R est saturé. Encore mieux, ledit radical R est linéaire ou ramifié, et préférentiellement en C5-C31 , voire en C11-C21. Dans un mode de réalisation particulier de l'invention, l'acide monocarboxylique non aromatique présente une température de fusion supérieure ou égale à 25°C, notamment supérieure ou égale à 28°C, voire à 300C; on a en effet constaté que lorsque l'on emploie un tel acide, en particulier en quantité importante, il est possible, d'une part d'obtenir une bonne brillance et la tenue de ladite brillance, et d'autre part de réduire la quantité de cires usuellement présente dans la composition envisagée.Preferably, the radical R is saturated. Even better, said radical R is linear or branched, and preferably C5-C31, or even C11-C21. In a particular embodiment of the invention, the nonaromatic monocarboxylic acid has a melting point greater than or equal to 25 ° C. especially greater than or equal to 28 ° C, or even 30 ° C; it has indeed been found that when such an acid is used, in particular in large quantities, it is possible, on the one hand, to obtain a good gloss and the holding of said gloss, and on the other hand to reduce the amount of waxes usually present in the composition envisaged.
Parmi les acides monocarboxyliques non aromatiques susceptibles d'être employés, on peut citer, seul ou en mélange, :Among the nonaromatic monocarboxylic acids that may be used, mention may be made, alone or as a mixture, of:
- les acides monocarboxyliques saturés tels que l'acide caproïque, l'acide capryli- que, l'acide isoheptanoïque, l'acide 4-éthylpentanoïque, l'acide 2-éthylhexanoïque, l'acide 4,5-diméthylhexanoïque, l'acide 2-heptylheptanoïque, l'acide 3,5,5- triméthylhexanoïque, l'acide octanoïque, l'acide isooctanoïque, l'acide nonanoï- que, l'acide décanoïque, l'acide isononanoïque, l'acide laurique, l'acide tridécanoï- que, l'acide myristique, l'acide palmitique, l'acide stéarique, l'acide isostéarique, l'acide arachidique, l'acide béhénique, l'acide cérotique (hexacosanoïque); l'acide cyclopentanecarboxylique, l'acide cyclopentaneacétique, l'acide 3-cyclopentyl- propionique, l'acide cyclohexanecarboxylique, l'acide cyclohexylacétique, l'acide 4-cyclohexylbutyrique;saturated monocarboxylic acids such as caproic acid, caprylic acid, isoheptanoic acid, 4-ethylpentanoic acid, 2-ethylhexanoic acid, 4,5-dimethylhexanoic acid, 2-heptylheptanoic acid, 3,5,5-trimethylhexanoic acid, octanoic acid, isooctanoic acid, nonanoic acid, decanoic acid, isononanoic acid, lauric acid, acid tridecanoic acid, myristic acid, palmitic acid, stearic acid, isostearic acid, arachidic acid, behenic acid, cerotic acid (hexacosanoic acid); cyclopentanecarboxylic acid, cyclopentaneacetic acid, 3-cyclopentylpropionic acid, cyclohexanecarboxylic acid, cyclohexylacetic acid, 4-cyclohexylbutyric acid;
- les acides monocarboxyliques insaturés mais non aromatiques, tels que l'acide caproléique, l'acide obtusilique, l'acide undécylénique, l'acide dodécylénique, l'acide lindérique, l'acide myristoléique, l'acide physétérique, l'acide tsuzuique, l'acide palmitoléique, l'acide oléique, l'acide pétrosélinique, l'acide vaccénique, l'acide élaidique, l'acide gondoïque, l'acide gadoléique, l'acide érucique, l'acide cétoléique, l'acide nervonique, l'acide linoléique, l'acide linolénique, l'acide arachi- donique.unsaturated but nonaromatic monocarboxylic acids, such as caproleic acid, obtusilic acid, undecylenic acid, dodecylenic acid, linderic acid, myristoleic acid, physétérique acid, tsuzuique acid , palmitoleic acid, oleic acid, petroselinic acid, vaccenic acid, elaidic acid, gondoic acid, gadoleic acid, erucic acid, cetoleic acid, nervonic acid , linoleic acid, linolenic acid, arachidonic acid.
Parmi les acides monocarboxyliques non aromatiques ayant une température de fusion supérieure ou égale à 25°C, on peut citer, seul ou en mélange :Among the nonaromatic monocarboxylic acids having a melting temperature greater than or equal to 25 ° C., mention may be made, alone or as a mixture:
- parmi les acides monocarboxyliques saturés : l'acide décanoïque (caprique), l'acide laurique, l'acide tridécanoïque, l'acide myristique, l'acide palmitique, l'acide stéarique, l'acide arachidique, l'acide béhénique, l'acide cérotique (hexacosanoïque);- Among the saturated monocarboxylic acids: decanoic acid (capric), lauric acid, tridecanoic acid, myristic acid, palmitic acid, stearic acid, arachidic acid, behenic acid, cerotic acid (hexacosanoic);
- parmi les acides monocarboxyliques insaturés mais non aromatiques : l'acide pétrosélinique, l'acide vaccénique, l'acide élaidique, l'acide gondoïque, l'acide gadoléique, l'acide érucique, l'acide nervonique.- Of unsaturated but nonaromatic monocarboxylic acids: petroselinic acid, vaccenic acid, elaidic acid, gondoic acid, gadoleic acid, erucic acid, nervonic acid.
De préférence, on peut utiliser l'acide 2-éthylhexanoïque, l'acide isooctanoïque, l'acide laurique, l'acide myristique, l'acide isoheptanoïque, l'acide isononanoïque, l'acide nonanoïque, l'acide palmitique, l'acide isostéarique, l'acide stéarique, l'acide béhénique et leurs mélanges, et encore mieux l'acide isostéarique seul ou l'acide stéarique seul.Preferably, it is possible to use 2-ethylhexanoic acid, isooctanoic acid, lauric acid, myristic acid, isoheptanoic acid, isononanoic acid, nonanoic acid, palmitic acid, isostearic acid, stearic acid, behenic acid and mixtures thereof, and even better isostearic acid alone or stearic acid alone.
Ledit acide monocarboxylique non aromatique, ou le mélange desdits acides, représente de préférence 30 à 80% en poids, notamment 40 à 75% en poids, voire 45 à 70% en poids, et mieux 50 à 65% en poids, du poids total du polycondensat final. Un autre constituant nécessaire pour la préparation des polycondensats selon l'invention est un acide polycarboxylique, et/ou un anhydride cyclique d'un tel acide polycarboxylique, et/ou une lactone portant au moins un groupement COOH; ainsi que leurs mélanges.Said nonaromatic monocarboxylic acid, or the mixture of said acids, is preferably 30 to 80% by weight, especially 40 to 75% by weight, or even 45 to 70% by weight, and more preferably 50 to 65% by weight, of the total weight. of the final polycondensate. Another constituent necessary for the preparation of the polycondensates according to the invention is a polycarboxylic acid, and / or a cyclic anhydride of such a polycarboxylic acid, and / or a lactone carrying at least one COOH group; as well as their mixtures.
Ledit acide polycarboxylique peut notamment être choisi parmi les acides polycar- boxyliques linéaires, ramifiés et/ou cycliques, saturés ou insaturés, voire aromatiques, comprenant 2 à 50, notamment 2 à 40, atomes de carbone, en particulier 3 à 36, voire 3 à 18, et encore mieux 4 à 12 atomes de carbone, voire 5 à 10 atomes de carbone; ledit acide comprenant au moins deux groupes carboxyliques COOH, de préférence de 2 à 4 groupes COOH; et pouvant comprendre 1 à 10 hé- téroatomes, de préférence 1 à 6, identiques ou différents, choisis parmi O, N et S; et/ou pouvant comprendre au moins un radical perfluoré choisi parmi -CF2- (diva- lent) ou -CF3.Said polycarboxylic acid may in particular be chosen from linear, branched and / or cyclic, saturated or unsaturated or even aromatic polycarboxylic acids, comprising 2 to 50, in particular 2 to 40, carbon atoms, in particular 3 to 36, or even 3 at 18, and even more preferably 4 to 12 carbon atoms, or even 5 to 10 carbon atoms; said acid comprising at least two carboxylic groups COOH, preferably from 2 to 4 COOH groups; and may comprise 1 to 10 heteroatoms, preferably 1 to 6, identical or different, selected from O, N and S; and / or may comprise at least one perfluorinated radical chosen from -CF 2 - (divalent) or -CF 3 .
De préférence, ledit acide polycarboxylique est aliphatique saturé, linéaire et comprend 2 à 36 atomes de carbone, notamment 3 à 18 atomes de carbone, voire 4 à 12 atomes de carbone; ou bien est aromatique et comprend 8 à 12 atomes de carbone. Il comprend de préférence 2 à 4 groupes COOH.Preferably, said polycarboxylic acid is saturated, linear aliphatic and comprises 2 to 36 carbon atoms, especially 3 to 18 carbon atoms, or even 4 to 12 carbon atoms; or is aromatic and comprises 8 to 12 carbon atoms. It preferably comprises 2 to 4 COOH groups.
Ledit anhydride cyclique d'un tel acide polycarboxylique peut notamment répondre à l'une des formules suivantes :Said cyclic anhydride of such a polycarboxylic acid may in particular correspond to one of the following formulas:
dans lesquelles les groupements A et B sont, indépendamment l'un de l'autre, : in which the groups A and B are independently of each other:
- un atome d'hydrogène,a hydrogen atom,
- un radical carboné, aliphatique, saturé ou insaturé, linéaire, ramifié et/ou cyclique, ou bien aromatique; comprenant 1 à 16 atomes de carbone, notamment 2 à 10 atomes de carbone, voire 4 à 8 atomes de carbone, notamment méthyle ou éthyle;a saturated or unsaturated, linear, branched and / or cyclic, or aromatic, carbon, aliphatic radical; comprising 1 to 16 carbon atoms, especially 2 to 10 carbon atoms, or even 4 to 8 carbon atoms, especially methyl or ethyl;
- ou bien A et B pris ensemble forment un cycle comprenant au total 5 à 14, notamment 5 à 10, voire 6 à 7 atomes de carbone, saturé ou insaturé, voire aromatique.or A and B taken together form a ring comprising in total 5 to 14, in particular 5 to 10 or even 6 to 7 carbon atoms, saturated or unsaturated, or even aromatic.
De préférence, A et B représentent un atome d'hydrogène ou forment ensemble un cycle aromatique comprenant au total 6 à 10 atomes de carbone.Preferably, A and B represent a hydrogen atom or together form an aromatic ring comprising in total 6 to 10 carbon atoms.
Parmi les acides polycarboxyliques ou leurs anhydrides, susceptibles d'être employés, on peut citer, seul ou en mélange :Among the polycarboxylic acids or their anhydrides that may be used, mention may be made, alone or as a mixture:
- les acides dicarboxyliques tels que l'acide décanedioïque, l'acide dodécanedioï- que, l'acide cyclopropanedicarboxylique, l'acide cyclohexanedicarboxylique, l'acide cyclobutanedicarboxylique, l'acide naphtalène-1 ,4-dicarboxylique, l'acide naphtalène-2,3-dicarboxylique, l'acide naphtalène-2,6-dicarboxylique, l'acide subé- rique, l'acide oxalique, l'acide malonique, l'acide succinique, l'acide phtalique, l'acide téréphtalique, l'acide isophtalique, l'acide tétrahydrophtalique, l'acide hexa- hydrophtalique, l'acide pimélique, l'acide sébacique, l'acide azélaïque, l'acide glu- tarique, l'acide adipique, l'acide fumarique, l'acide maléïque, l'acide itaconique, les dimères d'acides gras (notamment en C36) tels que les produits commercialisés sous les dénominations Pripol 1006, 1009, 1013 et 1017, par Uniqema;dicarboxylic acids such as decanedioic acid, dodecanedioic acid, cyclopropanedicarboxylic acid, cyclohexanedicarboxylic acid, cyclobutanedicarboxylic acid, naphthalene-1,4-dicarboxylic acid, naphthalene-2,3-dicarboxylic acid, naphthalene-2,6-dicarboxylic acid, suberic acid, oxalic acid, malonic acid, succinic acid, phthalic acid, terephthalic acid, isophthalic acid, tetrahydrophthalic acid, hexahydrophthalic acid, pimelic acid, sebacic acid, acid azelaic acid, glutamic acid, adipic acid, fumaric acid, maleic acid, itaconic acid, dimers of fatty acids (in particular C36) such as the products sold under the names Pripol 1006 , 1009, 1013 and 1017, by Uniqema;
- les acides tricarboxyliques tels que l'acide cyclohexanetricarboxylique, l'acide trimellitique, l'acide 1 ,2,3-benzènetricarboxylique, l'acide 1 ,3,5- benzènetricarboxylique; l'acide aconitique, notamment trans-aconitique;tricarboxylic acids such as cyclohexanetricarboxylic acid, trimellitic acid, 1,2,3-benzenetricarboxylic acid, 1,3,5-benzenetricarboxylic acid; aconitic acid, especially trans-aconitic acid;
- les acides tétracarboxyliques tels que l'acide butanetétracarboxylique et l'acide pyroméllitique,tetracarboxylic acids such as butanetetracarboxylic acid and pyromellitic acid,
- les anhydrides cycliques de ces acides et notamment l'anhydride phtalique, l'anhydride trimellitique, l'anhydride maléïque et l'anhydride succinique.cyclic anhydrides of these acids and especially phthalic anhydride, trimellitic anhydride, maleic anhydride and succinic anhydride.
De préférence, on peut utiliser l'acide adipique, l'anhydride phtalique et/ou l'acide isophtalique, et encore mieux l'acide isophtalique seul.Preferably, it is possible to use adipic acid, phthalic anhydride and / or isophthalic acid, and even better isophthalic acid alone.
On peut également citer les acides polycarboxyliques choisis parmi, seul ou en mélange :Mention may also be made of polycarboxylic acids chosen from, alone or as a mixture:
-(i) les acides polycarboxyliques à chaîne saturée ou insaturée, linéaire ou ramifiée, comprenant au moins un hétéroatome choisi parmi O, N et/ou S, notamment 1 à 10 hétéroatomes identiques ou différents, et/ou comprenant au moins un radical perfluoré -CF2- ou -CF3 et possédant par ailleurs au moins 2 groupes carboxy- liques COOH, notamment 2 à 4 groupes COOH; et/ou un anhydride cyclique d'un tel acide polycarboxylique; et/ou(i) linear or branched chain saturated or unsaturated polycarboxylic acids comprising at least one heteroatom selected from O, N and / or S, in particular 1 to 10 identical or different heteroatoms, and / or comprising at least one perfluorinated radical; -CF 2 - or -CF 3 and also having at least 2 carboxyl groups COOH, especially 2 to 4 COOH groups; and / or a cyclic anhydride of such a polycarboxylic acid; and or
-(ii) les acides polycarboxyliques hétérocycliques, saturé ou insaturé, voire aromatique, comprenant au moins un hétéroatome choisi parmi O, N et/ou S, notamment 1 à 10, voire 1 à 4, hétéroatomes identiques ou différents, et au moins 2 groupes carboxyliques COOH, notamment 2 à 4 groupes COOH; et/ou un anhydride cyclique d'un tel acide polycarboxylique; et/ou(ii) heterocyclic polycarboxylic acids, saturated or unsaturated, or even aromatic, comprising at least one heteroatom selected from O, N and / or S, in particular 1 to 10, or even 1 to 4, identical or different hetero atoms, and at least 2 COOH carboxylic groups, especially 2 to 4 COOH groups; and / or a cyclic anhydride of such a polycarboxylic acid; and or
-(iii) les acides polycarboxyliques dérivés de sucre, susceptibles d'être obtenus notamment par oxydation d'un aldose, et comprenant au moins 2 groupes carboxyliques COOH, notamment 2 ou 3 groupes COOH; et/ou un anhydride cyclique d'un tel acide polycarboxylique; et/ou(iii) polycarboxylic acids derived from sugar, obtainable in particular by oxidation of an aldose, and comprising at least 2 carboxylic groups COOH, in particular 2 or 3 COOH groups; and / or a cyclic anhydride of such a polycarboxylic acid; and or
-(iv) l'anhydride itaconique et le 1 ,4-monoanhydride de l'acide 1 ,4,5,8- naphthalenetetracarboxylique; et/ou(iv) itaconic anhydride and 1,4,4,8-naphthalenetetracarboxylic acid 1,4-monoanhydride; and or
-(v) les aminoacides polycarboxyliques (y compris hétérocycliques), c'est-à-dire les acides polycarboxyliques à chaîne saturée ou insaturée, linéaire, ramifiée, et/ou cyclique, comprenant éventuellement au moins un hétéroatome choisi parmi O, N et/ou S, notamment 1 à 10 hétéroatomes identiques ou différents, et/ou comprenant éventuellement au moins un radical perfluoré -CF2- ou -CF3; et comprenant en outre au moins une fonction aminé primaire, secondaire ou tertiaire (notamment NR1 R2 avec R1 et R2, indépendamment l'un de l'autre choisis parmi H et alkyl en C1-C12), notamment 1 à 3 fonctions aminés, identiques ou différentes, et possédant par ailleurs au moins 2 groupes carboxyliques COOH, notamment 2 à 4 groupes COOH; et/ou un anhydride cyclique d'un tel acide polycarboxylique.(v) polycarboxylic amino acids (including heterocyclic), ie linear or branched saturated or unsaturated chain polycarboxylic acids, and / or cyclic, optionally comprising at least one heteroatom selected from O, N and / or S, in particular 1 to 10 identical or different heteroatoms, and / or optionally comprising at least one perfluorinated radical -CF 2 - or -CF 3 ; and further comprising at least one primary, secondary or tertiary amine function (especially NR1 R2 with R1 and R2, independently of one another selected from H and C1-C12 alkyl), in particular 1 to 3 identical amino functions, or different, and also having at least 2 carboxylic groups COOH, especially 2 to 4 COOH groups; and / or a cyclic anhydride of such a polycarboxylic acid.
On peut tout particulièrement citer, seul ou en mélange, les acides dicarboxyliques suivants :The following dicarboxylic acids may be mentioned alone or as a mixture:
(i)(I)
- l'acide 2,2'-[1 ,5-pentanediylbis(thio)]bis-acétique2,2 '- [1,5-pentanediylbis (thio)] bis-acetic acid
- l'acide 6,6'-[(1 ,2-dioxo-1 ,2-ethanediyl)diimino]bis-hexanoïque6,6 '- [(1,2-dioxo-1,2-ethanediyl) diimino] bis-hexanoic acid
- l'acide 2,2'-sulfinylbis-acétique2,2'-sulfinylbisacetic acid
- l'acide 4,13-dioxo- 3,5,12,14-Tetraazahexadecanedioïque4,13-dioxo-3,5,12,14-Tetraazahexadecanedioic acid
- Le poly(ethylene glycol) disuccinate, notamment de masse 250-600Poly (ethylene glycol) disuccinate, in particular of 250-600 mass
- Le poly(ethylene glycol)bis(carboxymethyl)éther, notamment de masse 250-600Poly (ethylene glycol) bis (carboxymethyl) ether, in particular of mass 250-600
- Le poly[oxy(1 ,2-dicarboxy-1 ,2-ethanediyl)], notamment de DP < 10Poly (oxy (1, 2-dicarboxy-1,2-ethanediyl)], in particular DP <10
- L'acide 8-[(carboxymethyl)amino]-8-oxo-octanoïque- 8 - [(carboxymethyl) amino] -8-oxooctanoic acid
- L'acide 2,2'-[methylenebis(sulfonyl)]bis-acétique2,2 '- [methylenebis (sulfonyl)] bis-acetic acid
- L'acide 4,4'-(1 ,6-hexanediyldiimino)bis[4-oxo-butanoïque]4,4 '- (1,6-hexanediyldiimino) bis [4-oxo-butanoic acid]
- L'acide 4,9-dioxo- 3,5,8, 10-tétraazadodecanedioïque- 4,9-dioxo-3,5,8,10-tetraazadodecanedioic acid
- L'acide 4-[(1-carboxyethyl)amino]-4-oxo-butanoïque- 4 - [(1-carboxyethyl) amino] -4-oxo-butanoic acid
- L'acide 6-[(3-carboxy-1-oxopropyl)amino]-hexanoïque- 6 - [(3-Carboxy-1-oxopropyl) amino] hexanoic acid
- La N,N'-(1 ,6-dioxo-1 ,6-hexanediyl)bis-glycineN, N '- (1,6-dioxo-1,6-hexanediyl) bis-glycine
- La N,N'-(1 ,6-dioxo-1 ,6-hexanediyl)bis-phenylalanineN, N '- (1,6-dioxo-1,6-hexanediyl) bis-phenylalanine
- La N,N'-(1 ,3-dioxo-1 ,3-propanediyl)bis-glycineN, N '- (1,3-dioxo-1,3-propanediyl) bis-glycine
- L'acide 4,4'-[(1 ,4-dioxo-1 ,4-butanediyl)diimino]bis-butanoïque4,4 '- [(1,4-dioxo-1,4-butanediyl) diimino] bis-butanoic acid
- L'acide 4,4'-[(1 ,6-dioxo-1 ,6-hexanediyl)diimino]bis-butanoïque4,4 '- [(1,6-dioxo-1,6-hexanediyl) diimino] bis-butanoic acid
- L'acide 6,6'-[1 ,6-hexanediylbis(iminocarbonylimino)]bis-hexanoïque- 6,6 '- [1,6-hexanediylbis (iminocarbonylimino)] bis-hexanoic acid
- La N-benzoyl-S-(carboxymethyl)- Cysteine- N-benzoyl-S- (carboxymethyl) - Cysteine
- La N,N'-(2,2,3,3-tetrafluoro-1 ,4-dioxo-1 ,4-butanediyl)bis- GlycineN, N '- (2,2,3,3-tetrafluoro-1,4-dioxo-1,4-butanediyl) bis-glycine
- La N,N'-(2,2,3,3-tetrafluoro-1 ,4-dioxo-1 ,4-butanediyl)bis-AlanineN, N '- (2,2,3,3-tetrafluoro-1,4-dioxo-1,4-butanediyl) bis-alanine
- L'acide 4,4'-[(2,2,3,3-tetrafluoro-1 ,4-dioxo-1 ,4- butanoïque4,4 '- [(2,2,3,3-tetrafluoro-1,4-dioxo-1,4-butanoic acid)
- La N,N'-(1 ,5-dioxo-1 ,5-pentanediyl)bis- GlycineN, N '- (1,5-dioxo-1,5-pentanediyl) bis-glycine
- La N,N'-(1 ,9-dioxo-1 ,9-nonanediyl)bis- GlycineN, N '- (1,9-dioxo-1,9-nonanediyl) bis-glycine
- La N,N'-(1 ,10-dioxo-1 ,10-decanediyl)bis[N-methyl- GlycineN, N '- (1,10-dioxo-1, 10-decanediyl) bis [N-methylglycine]
- Le bis(3-carboxypropyl) ester de l'acide propanedioïque- The bis (3-carboxypropyl) ester of propanedioic acid
- L'acide 7,16-dioxo- 6,8,15,17-Tetraazadocosanedioïque- 7,16-dioxo-6,8,15,17-Tetraazadocosanedioic acid
- La N-benzoyl-N-(2-carboxyethyl)-Glycine- N-benzoyl-N- (2-carboxyethyl) -Glycine
- L'acide [2-[(2-carboxymethyl)amino]-2-oxoethyl]- Benzenepropanoïque- [2 - [(2-carboxymethyl) amino] -2-oxoethyl] - benzenepropanoic acid
- L'acide [2-[(2-carboxyethyl)amino]-2-oxoethyl]- Benzenepropanoïque (ϋ)- [2 - [(2-Carboxyethyl) amino] -2-oxoethyl] - benzenepropanoic acid (Ϋ)
- L'acide 4,7,9,12-Tetraoxapentadecanedioïque- 4,7,9,12-Tetraoxapentadecanedioic acid
- L'acide 2,3-Pyridinedicarboxylique- 2,3-Pyridinedicarboxylic acid
- L'acide 4-Pyranone-2,6-dicarboxylique- 4-Pyranone-2,6-dicarboxylic acid
- L'acide 2,5-Pyrazinedicarboxylique- 2,5-Pyrazinedicarboxylic acid
- L'acide 2,5-Pyridinedicarboxylique- 2,5-Pyridinedicarboxylic acid
- L'acide 2,3-Benzofurandicarboxylique- 2,3-Benzofurandicarboxylic acid
- L'acide 7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylique- 7-oxabicyclo [2.2.1] heptane-2,3-dicarboxylic acid
- L'acide 3,4-Pyridinedicarboxylique- 3,4-Pyridinedicarboxylic acid
- L'acide 2,4-Pyridinedicarboxylique- 2,4-Pyridinedicarboxylic acid
- L'acide 3,5-Pyridinedicarboxylique- 3,5-Pyridinedicarboxylic acid
- L'acide 2,6-Pyridinedicarboxylique- 2,6-Pyridinedicarboxylic acid
- L'acide 1 H-lmidazole-4,5-dicarboxylique- 1H-1midazole-4,5-dicarboxylic acid
- L'acide 2,3-Quinolinedicarboxylique- 2,3-Quinolinedicarboxylic acid
- L'acide 6,6,7,7-tetrafluoro-3-Oxabicyclo[3.2.0]heptane-2,4-dicarboxylique- 6,6,7,7-tetrafluoro-3-Oxabicyclo [3.2.0] heptane-2,4-dicarboxylic acid
- L'acide 2,6-Pyrazinedicarboxylique2,6-Pyrazinedicarboxylic acid
- L'acide 2,6-Dimethyl-3,5-pyridinedicarboxylique2,6-Dimethyl-3,5-pyridinedicarboxylic acid
- L'acide 1-phenyl-1 H-Pyrazole-3,4-dicarboxylique- 1-phenyl-1H-Pyrazole-3,4-dicarboxylic acid
- L'acide 2,5-Furanedicarboxylique- 2,5-Furanedicarboxylic acid
- L'acide 3,4-Furanedicarboxylique- 3,4-Furanedicarboxylic acid
- L'acide 1 ,2,5-Thiadiazole-3,4-dicarboxylique- 1, 2,5-Thiadiazole-3,4-dicarboxylic acid
- L'acide 1 ,4-Dihydro-1 ,2,4,5-tetrazine-3,6-dicarboxylique- 1,4-Dihydro-1,2,4,5-tetrazine-3,6-dicarboxylic acid
- L'acide 2,3-Furanedicarboxylique- 2,3-Furanedicarboxylic acid
- L'acide 3,4-Thiophenedicarboxylique3,4-Thiophenedicarboxylic acid
- L'acide 1 H-1 ,2,3-Triazole-4,5-dicarboxylique- 1H-1, 2,3-Triazole-4,5-dicarboxylic acid
- L'acide 2-Methylimidazole-4,5-dicarboxylique- 2-Methylimidazole-4,5-dicarboxylic acid
- L'acide 2,4-Quinolinedicarboxylique- 2,4-Quinolinedicarboxylic acid
- L'acide Naphtho[2,1-b]furane-1 ,2-dicarboxylique- Naphtho [2,1-b] furan-1,2-dicarboxylic acid
- L'acide 3,4-Quinolinedicarboxylique- 3,4-Quinolinedicarboxylic acid
- L'acide 7-Oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylique- 7-Oxabicyclo [2.2.1] hept-5-ene-2,3-dicarboxylic acid
- L'acide 2,3-Quinoxalinedicarboxylique- 2,3-Quinoxalinedicarboxylic acid
- L'acide 1 ,4-Piperazinedicarboxylique- 1,4-Piperazinedicarboxylic acid
- L'acide 2,5-dimethyl- 3,4-Furandicarboxylique- 2,5-Dimethyl-3,4-Furandicarboxylic acid
- L'acide tetrahydro-2,5-Thiophenedicarboxylique- tetrahydro-2,5-thiophenedicarboxylic acid
- L'acide 4-phenyl- 3,5-Pyridinedicarboxylique- 4-phenyl-3,5-pyridinedicarboxylic acid
- L'acide Thieno[3,2-b]thiophene-2,5-dicarboxylique- Thieno [3,2-b] thiophene-2,5-dicarboxylic acid
- L'acide 3-methyl- 2,4-Thiophenedicarboxylique- 3-methyl-2,4-Thiophenedicarboxylic acid
- L'acide Naphthostyril-5,6-dicarboxylique- Naphthostyril-5,6-dicarboxylic acid
- L'acide 3-phenyl- 2,4-Quinolinedicarboxylique- 3-phenyl-2,4-quinolinedicarboxylic acid
- Le 3,4-Dimethyl-2,5-dicarboxythiophene3,4-Dimethyl-2,5-dicarboxythiophene
- L'acide 3,4-Diphenyl-2,5-thiophenedicarboxylique3,4-Diphenyl-2,5-thiophenedicarboxylic acid
- L'acide 2,5-diphenyl- 3,4-Furanedicarboxylique - L'acide 7-oxc-7H-Benzimidazo[2, 1 -a]benz[de]isoquinoline-3,4-dicarboxylique2,5-diphenyl-3,4-furanedicarboxylic acid 7-Oxc-7H-benzimidazo [2,1-a] benz [de] isoquinoline-3,4-dicarboxylic acid
- L'acide 2,3-dihydro-1 ,3-dioxo-1 H-Benz[de]isoquinoline-6,7-dicarboxylique- 2,3-Dihydro-1,3-dioxo-1H-Benz [de] isoquinoline-6,7-dicarboxylic acid
- L'acide 3,4-bis(phenylmethoxy)-2,5-Furandicarboxylique3,4-bis (phenylmethoxy) -2,5-furandicarboxylic acid
- L'acide 4,4'-Bibenzoïque-2,2'-sulfone4,4'-Bibenzoic acid-2,2'-sulfone
- L'acide 2,7-Diphenyl-m-anthrazoline-4,5-dicarboxylique- 2,7-Diphenyl-m-anthrazoline-4,5-dicarboxylic acid
- L'acide 2,4-Pyrimidinedicarboxylique- 2,4-Pyrimidinedicarboxylic acid
- L'acide 2-phenyl- 4,5-Thiazoledicarboxylique- 2-Phenyl-4,5-thiazoledicarboxylic acid
- L'acide 6-phenyl- 2,3-Pyridinedicarboxylique- 6-phenyl-2,3-pyridinedicarboxylic acid
- L'acide 5,6-Dimethyl-2,3-pyrazinedicarboxylique- 5,6-Dimethyl-2,3-pyrazinedicarboxylic acid
- L'acide 3,7-Dibenzothiophenedicarboxylique- 3,7-Dibenzothiophenedicarboxylic acid
- L'acide 9-oxo-9H-Xanthene-1 ,7-dicarboxylique9-oxo-9H-Xanthene-1,7-dicarboxylic acid
- L'acide 2-(1 ,1-dimethylethyl)-H-lmidazole-4,5-dicarboxylique2- (1,1-dimethylethyl) -H-imidazole-4,5-dicarboxylic acid
- L'acide 6,7-Quinolinedicarboxylique- 6,7-Quinolinedicarboxylic acid
- L'acide 6-Methyl-2,3-pyridinedicarboxylique- 6-Methyl-2,3-pyridinedicarboxylic acid
- L'acide 4,5-Pyrimidinedicarboxylique- 4,5-Pyrimidinedicarboxylic acid
- L'acide 2-methyl-3,4-Furanedicarboxylique- 2-methyl-3,4-furanedicarboxylic acid
- L'acide 1 ,2-lndolizinedicarboxylique- 1, 2-Indolizinedicarboxylic acid
- L'acide 2,8-Dibenzothiophenedicarboxylique- 2,8-Dibenzothiophenedicarboxylic acid
- L'acide 3,6-Pyridazinedicarboxylique- 3,6-Pyridazinedicarboxylic acid
- L'acide 1 ,10-Phenanthroline-2,9-dicarboxylique- 1, 10-Phenanthroline-2,9-dicarboxylic acid
- L'acide 1 ,4,5,6-tetrahydro-5,6-dioxo-2,3-Pyrazinedicarboxylique- 1, 4,5,6-tetrahydro-5,6-dioxo-2,3-pyrazinedicarboxylic acid
- L'acide 3,4-Dimethoxy-2,5-furandicarboxylique3,4-Dimethoxy-2,5-furandicarboxylic acid
- L'acide 2-Ethyl-4,5-imidazoledicarboxylique- 2-Ethyl-4,5-imidazoledicarboxylic acid
- L'acide 2-Propyl-1 H-imidazole-4,5-dicarboxylique- 2-Propyl-1H-imidazole-4,5-dicarboxylic acid
- L'acide 4-phenyl- 2,5-Pyridinedicarboxylique- 4-phenyl-2,5-pyridinedicarboxylic acid
- L'acide 4,5-Pyridazinedicarboxylique- 4,5-Pyridazinedicarboxylic acid
- L'acide 1 ,4,5,8-tetrahydro-1 ,4:5,8-Diepoxynaphthalene-4a,8a-dicarboxylique- 1, 4,5,8-Tetrahydro-1,4,5,8-Diepoxynaphthalene-4a, 8a-dicarboxylic acid
- L'acide 5,5-dioxide-2,8-Dibenzothiophenedicarboxylique- 5,5-dioxide-2,8-Dibenzothiophenedicarboxylic acid
- L'acide Pyrazolo[1 ,5-a]pyridine-2,3-dicarboxylique- Pyrazolo [1,5-a] pyridine-2,3-dicarboxylic acid
- L'acide 2,3-dihydro-1 H-Pyrrolizine-1 ,7-dicarboxylique2,3-Dihydro-1H-pyrrolizine-1,7-dicarboxylic acid
- L'acide 6-methyl-2,4,5-Pyridinetricarboxylique- 6-methyl-2,4,5-pyridinetricarboxylic acid
- L'acide Pyrrolo[2,1 ,5-cd]indolizine-5,6-dicarboxylique- Pyrrolo [2,1,5-cd] indolizine-5,6-dicarboxylic acid
- L'acide 3,4-bis(2,2,3,3,4,4,4-heptafluorobutyl)-1 H-Pyrrole-2,5-dicarboxylique -L'acide 6,7,9,10,17,18,20,21 -octahydrodibenzo[b,k][1 , 4, 7,10,13,16]hexaoxacyclo- octadecin-2, 14-dicarboxylique3,4-Bis (2,2,3,3,4,4,4-heptafluorobutyl) -1H-pyrrole-2,5-dicarboxylic acid -The acid 6,7,9,10,17 , 18,20,21-octahydrodibenzo [b, k] [1,4,7,10,13,16] hexaoxacyclo-octadecin-2,14-dicarboxylic acid
-L'acide 6,7,9,10, 17,18,20,21 -octahydro-dibenzo[b,k][1 , 4, 7,10, 13,16]hexaoxacyclo octadecin-2, 13-dicarboxylique6,7,9,10,17,18,20,21-octahydro-dibenzo [b, k] [1, 4, 7, 10, 13, 16] hexaoxacyclo octadecin-2, 13-dicarboxylic acid
- L'acide 2-methyl- 3,4-Quinolinedicarboxylique- 2-methyl-3,4-Quinolinedicarboxylic acid
- L'acide 4,7-Quinolinedicarboxylique- 4,7-Quinolinedicarboxylic acid
- L'acide 3,5-lsoxazoledicarboxylique- 3,5-lsoxazoledicarboxylic acid
- L'acide 2-(trifluoromethyl)- 3,4-Furanedicarboxylique2- (trifluoromethyl) 3,4-furanedicarboxylic acid
- L'acide 5-(trifluoromethyl)- 2,4-Furanedicarboxylique5- (trifluoromethyl) -2,4-furanedicarboxylic acid
- L'acide 6-methyl-2,4-quinolinedicarboxylique - L'acide 5-oxo- 1 ,2-Pyrrolidinedicarboxylique- 6-methyl-2,4-quinolinedicarboxylic acid - 5-oxo-1,2-pyrrolidinedicarboxylic acid
- L'acide 5-Ethyl-2,3-pyridinedicarboxylique- 5-Ethyl-2,3-pyridinedicarboxylic acid
- L'acide 1 ,2-dihydro-2-oxo- 3,4-quinolinedicarboxylique- 1, 2-Dihydro-2-oxo-3,4-quinolinedicarboxylic acid
- L'acide 4,6-Phenoxathiindicarboxylique- 4,6-Phenoxathiindicarboxylic acid
- L'acide 10,10-dioxide 1 ,9-phenoxathiindicarboxylique- 10,10-dioxide 1,9-phenoxathiindicarboxylic acid
- L'acide 3,4-dihydro-2H-1 ,4-Thiazine-3,5-dicarboxylique3,4-Dihydro-2H-1,4-thiazine-3,5-dicarboxylic acid
- L'acide 2,7-Di(tert-butyl)-9,9-dimethyl-4,5-xanthenedicarboxylique2,7-Di (tert-butyl) -9,9-dimethyl-4,5-xanthenedicarboxylic acid
- L'acide 6-methyl-2,3-Quinoxalinedicarboxylique- 6-methyl-2,3-quinoxalinedicarboxylic acid
- L'acide 3,7-Quinolinedicarboxylique- 3,7-Quinolinedicarboxylic acid
- L'acide 2,5-Quinolinedicarboxylique- 2,5-Quinolinedicarboxylic acid
- L'acide 2-Methyl-6-phenyl-3,4-pyridinedicarboxylique- 2-Methyl-6-phenyl-3,4-pyridinedicarboxylic acid
- L'acide 3,4-dimethyl- thieno[2,3-b]thiophene-2,5-dicarboxylique3,4-dimethylthieno [2,3-b] thiophene-2,5-dicarboxylic acid
- L'acide 3,4-Dimethoxythiophene-2,5-dicarboxylique3,4-Dimethoxythiophene-2,5-dicarboxylic acid
- L'acide 5-methyl-3,4-lsoxazoledicarboxylique- 5-methyl-3,4-lsoxazoledicarboxylic acid
- L'acide 2,6-bis(aminocarbonyl)-3,5-Pyridinedicarboxylique2,6-bis (aminocarbonyl) -3,5-pyridinedicarboxylic acid
- L'acide 3,5-bis(aminocarbonyl)-2,6-Pyrazinedicarboxylique- 3,5-bis (aminocarbonyl) -2,6-pyrazinedicarboxylic acid
- L'acide 2,3-Pyridinedicarboxylique- 2,3-Pyridinedicarboxylic acid
- L'acide 6-(1 , 1 -dimethylethyl)-2-ethyl-3,4-Pyridinedicarboxylique6- (1,1-Dimethylethyl) -2-ethyl-3,4-pyridinedicarboxylic acid
- L'acide 3-methyl-5-phenyl-2,4-Thiophenedicarboxylique- 3-methyl-5-phenyl-2,4-thiophenedicarboxylic acid
- L'acide 1 ,2-dihydro-2-oxo-6-phenyl-3,5-Pyridinedicarboxylique- 1, 2-Dihydro-2-oxo-6-phenyl-3,5-pyridinedicarboxylic acid
- L'acide 8-methyl-2,4-Quinolinedicarboxylique- 8-methyl-2,4-quinolinedicarboxylic acid
- L'acide 4-ethyl-2,6-dimethyl-3,5-Pyridinedicarboxylique- 4-ethyl-2,6-dimethyl-3,5-pyridinedicarboxylic acid
- L'acide 5-(phenoxymethyl)-2,4-Furanedicarboxylique- 5- (phenoxymethyl) -2,4-Furanedicarboxylic acid
- L'acide 5-(acetylamino)-3-methyl-2,4-Thiophenedicarboxylique5- (acetylamino) -3-methyl-2,4-thiophenedicarboxylic acid
- L'acide 2-(4-heptylphenyl)- 4,8-Quinolinedicarboxylique2- (4-heptylphenyl) -4,8-quinolinedicarboxylic acid
- L'acide 2,8-bis(4-heptylphenyl)-pyrido[3,2-g]quinoline-4,6-dicarboxylique- 2,8-bis (4-heptylphenyl) -pyrido [3,2-g] quinoline-4,6-dicarboxylic acid
- L'acide 1 ,2,3,4,6,7,8,9-octahydro-2,8-dioxo-pyrido[3,2]quinoline-3,7- dicarboxylique1, 2,3,4,6,7,8,9-octahydro-2,8-dioxo-pyrido [3,2] quinoline-3,7-dicarboxylic acid
- L'acide 2,8-dimethyl- Pyrido[3,2-g]quinoline-3,7-dicarboxylique- 2,8-dimethyl-pyrido [3,2-g] quinoline-3,7-dicarboxylic acid
- L'acide 5,6-Quinolinedicarboxylique- 5,6-Quinolinedicarboxylic acid
- L'acide 6-ethyl-2-methyl- Cinchomeronique- 6-ethyl-2-methyl-cinchomeronic acid
- L'acide 2-methyl-6-propyl-Cinchomeronique- 2-methyl-6-propyl-cinchomeronic acid
- L'acide 6-isopropyl-2-methyl- Cinchomeronique- 6-isopropyl-2-methyl-cinchomeronic acid
- L'acide 6-tert-butyl-2-methyl- Cinchomeronique- 6-tert-butyl-2-methyl-cinchomeronic acid
- L'acide 1 ,4-dimethyl-7-Oxabicyclo[2.2.1]heptane-2,3-dicarboxylique- 1,4-Dimethyl-7-Oxabicyclo [2.2.1] heptane-2,3-dicarboxylic acid
- L'acide 1 ,2-dihydro-2-oxo- 3,8-Quinolinedicarboxylique- 1,2-Dihydro-2-oxo-3,8-quinoline dicarboxylic acid
- L'acide 1 ,2-dihydro-2-oxo-3,6-Quinolinedicarboxylique- 1, 2-Dihydro-2-oxo-3,6-quinoline dicarboxylic acid
- L'acide 1 ,2-dihydro-2-oxo-3,7-Quinolinedicarboxylique- 1, 2-Dihydro-2-oxo-3,7-quinoline dicarboxylic acid
- L'acide 3,7-dimethyl-2,8-diphenyl-Pyrido[3,2-g]quinoline-4,6-dicarboxylique- 3,7-dimethyl-2,8-diphenyl-pyrido [3,2-g] quinoline-4,6-dicarboxylic acid
- L'acide 8-methyl-2,3-Quinolinedicarboxylique- 8-methyl-2,3-Quinolinedicarboxylic acid
- L'acide 3-[[(1 , 1 -dimethylethyl)amino]sulfonyl]-2,5-Thiophene-dicarboxylique3 - [[(1,1-Dimethylethyl) amino] sulfonyl] -2,5-thiophene dicarboxylic acid
- L'acide 4-(acetylamino)-2,3-Thiophenedicarboxylique4- (Acetylamino) -2,3-thiophenedicarboxylic acid
- L'acide 2,5-Pyridinedicarboxylique - L'acide 2,6-Pyridinedicarboxylique- 2,5-Pyridinedicarboxylic acid - 2,6-Pyridinedicarboxylic acid
- L'acide 2,4-Thiophenedicarboxylique- 2,4-Thiophenedicarboxylic acid
- L'acide 2,5-Thiophenedicarboxylique- 2,5-Thiophenedicarboxylic acid
- L'acide 1 ,4-pyrane-2,6-dicarboxylique- 1,4-pyran-2,6-dicarboxylic acid
(iii)(Iii)
- L'acide Ribarique- Ribarique acid
- L'acide Glucarique- Glucaric acid
- L'acide Xylarique- Xylaric acid
- L'acide Arabinarique- Arabinaric acid
- L'acide Mannarique- Mannaric acid
- L'acide Idarique- Idaric acid
- L'acide Altrarique- Altraric acid
- L'acide L-Glucarique- L-Glucaric acid
- L'acide L-Arabinarique- L-Arabinaric acid
- L'acide Allarique- Allaric acid
- L'acide Galactarique- Galactaric acid
- L'acide meso-Tartarique- meso-Tartaric acid
- L'acide D-Glucarique- D-Glucaric acid
- L'acide L-ldarique- L-ldaric acid
- L'acide Hexarique- Hexaric acid
- L'acide 2,3-dihydroxy- butanedioique- 2,3-Dihydroxybutanedioic acid
- L'acide D-Tartarique- D-Tartaric Acid
- L'acide DL-Tartarique- DL-Tartaric Acid
- L'acide D-Glucarique- D-Glucaric acid
- l'acide tartarique- tartaric acid
- L'acide Tetrahydroxysuccinique- Tetrahydroxysuccinic acid
- L'acide 2-carboxy-2,3-dideoxy D-manno-2-Octulopyranosonique2-carboxy-2,3-dideoxy D-manno-2-octulopyranosonic acid
- L'acide methyl 3-deoxy-D-arabino-2-Heptulopyranosarique- Methyl 3-deoxy-D-arabino-2-heptulopyranosaric acid
- L'acide D-lyxo-2-Heptulopyranosarique- D-lyxo-2-heptulopyranosaric acid
- L'acide 2,6-anhydro-L-glycero-L-galacto-Heptarique2,6-Anhydro-L-glycero-L-galacto-heptaric acid
(iv)(Iv)
- le 1 ,4-monoanhydride de l'acide 1 ,4,5,8-Naphthalenetetracarboxylique- 1, 4,5,8-Naphthalenetetracarboxylic acid 1,4-monoanhydride
- l'anhydride itaconique- itaconic anhydride
(V)(V)
- l'acide 1 ,4-dihydro-4-oxo-2,6-Pyridinedicarboxylique1,4-dihydro-4-oxo-2,6-pyridinedicarboxylic acid
- l'acide 2,6-Piperidinedicarboxylique2,6-Piperidinedicarboxylic acid
- l'acide 1 H-Pyrrole-3,4-dicarboxylique1 H-Pyrrole-3,4-dicarboxylic acid
- l'acide 4-amino-2,6-dicarboxylique- 4-amino-2,6-dicarboxylic acid
- l'acide 1-methyl-1 H-Pyrazole-3,4-dicarboxylique1-methyl-1H-Pyrazole-3,4-dicarboxylic acid
- l'acide 2,3-Piperidinedicarboxylique - l'acide 1-methyl-1 H-lmidazole-4,5-dicarboxylique2,3-Piperidinedicarboxylic acid 1-methyl-1H-1-imidazole-4,5-dicarboxylic acid
- l'acide 2,4-Thiazolidinedicarboxylique2,4-Thiazolidinedicarboxylic acid
- l'acide 1-(phenylmethyl)-1 H-lmidazole-4,5-dicarboxylique1- (phenylmethyl) -1H-1-imidazole-4,5-dicarboxylic acid
- l'acide 5-amino-6-oxo-2,3-Piperidinedicarboxylique5-amino-6-oxo-2,3-piperidinedicarboxylic acid
- l'acide 5-amino-6-oxo-2,4-Piperidinedicarboxylique5-amino-6-oxo-2,4-piperidinedicarboxylic acid
- l'acide 5-amino-6-oxo-2,3-Piperidinedicarboxylique5-amino-6-oxo-2,3-piperidinedicarboxylic acid
- l'acide 5-amino-6-oxo-, [2S-(2α,4β,5α)]- 2,4-Piperidinedicarboxylique5-amino-6-oxo-, [2S- (2α, 4β, 5α)] - 2,4-piperidinedicarboxylic acid
- l'acide (2S,4R)-2,4-Pyrrolidinedicarboxylique- (2S, 4R) -2,4-Pyrrolidinedicarboxylic acid
- l'acide-(2S-cis)-2,4-Pyrrolidinedicarboxylique- (2S-cis) -2,4-Pyrrolidinedicarboxylic acid
- l'acide 2-amino-1 H-lmidazole-4,5-dicarboxylique2-amino-1H-1-imidazole-4,5-dicarboxylic acid
- l'acide 2,5-Pyrrolidinedicarboxylique- 2,5-Pyrrolidinedicarboxylic acid
- l'acide 4-amino-3,5-lsothiazoledicarboxylique4-amino-3,5-lsothiazoledicarboxylic acid
- l'acide 1-methyl- 1 H-Pyrazole-3,5-dicarboxylique1-methyl-1H-Pyrazole-3,5-dicarboxylic acid
- l'acide 7-(diethylamino)-2-oxo-2H-1 -Benzopyran-3,4-dicarboxylique7- (diethylamino) -2-oxo-2H-1-benzopyran-3,4-dicarboxylic acid
- l'acide 3,4-diethyl-1 H-Pyrrole-2,5-dicarboxylique3,4-diethyl-1H-pyrrole-2,5-dicarboxylic acid
- l'acide 1-phenyl-1 H-Pyrrole-3,4-dicarboxylique1-phenyl-1H-pyrrole-3,4-dicarboxylic acid
- l'acide cis-2,3-Piperazinedicarboxyliquecis-2,3-Piperazinedicarboxylic acid
- l'acide 2,3-Piperazinedicarboxylique2,3-Piperazinedicarboxylic acid
- l'acide 2,5-Piperazinedicarboxylique- 2,5-Piperazinedicarboxylic acid
- l'acide 2,6-Piperazinedicarboxylique2,6-Piperazinedicarboxylic acid
- l'acide 2-amino-3,5-Pyridinedicarboxylique2-amino-3,5-pyridinedicarboxylic acid
- l'acide 2-methyl-Pyrrole-3,4-dicarboxylique2-methyl-pyrrole-3,4-dicarboxylic acid
- l'acide 4-(methylamino)-2,6-Pyridinedicarboxylique4- (methylamino) -2,6-pyridinedicarboxylic acid
- l'acide 2-amino-6-methyl-3,4-Pyridinedicarboxylique2-amino-6-methyl-3,4-pyridinedicarboxylic acid
- l'acide 5-amino-2-methyl-3,4-Pyridinedicarboxylique5-amino-2-methyl-3,4-pyridinedicarboxylic acid
- l'acide 2-amino-6-methyl- 3,5-Pyridinedicarboxylique2-amino-6-methyl-3,5-pyridinedicarboxylic acid
- l'acide 2,5-dimethyl-Pyrrole-3,4-dicarboxylique2,5-dimethyl-pyrrole-3,4-dicarboxylic acid
- l'acide 2,5-dimethyl-Pyrrole-3,4-dicarboxylique2,5-dimethyl-pyrrole-3,4-dicarboxylic acid
- l'acide 2-amino-6-hydroxy- 3,5-Pyridinedicarboxylique2-amino-6-hydroxy-3,5-pyridinedicarboxylic acid
- l'acide 2,4-Pyrrolidinedicarboxylique2,4-Pyrrolidinedicarboxylic acid
- l'acide 1 H-lndole-2,4-dicarboxylique1H -indole-2,4-dicarboxylic acid
- l'acide 1 H-lndole-2,6-dicarboxylique1 H-indole-2,6-dicarboxylic acid
- l'acide 1 H-lndole-2,5-dicarboxylique1H-lndole-2,5-dicarboxylic acid
- l'acide 5-phenyl-2,4-Pyrrolidinedicarboxylique- 5-phenyl-2,4-pyrrolidinedicarboxylic acid
- l'acide 5-methyl-2,4-Pyrrolidinedicarboxylique- 5-methyl-2,4-pyrrolidinedicarboxylic acid
- l'acide trans-2,4-Azetidinedicarboxyliquetrans-2,4-azetidinedicarboxylic acid
- l'acide cis-2,4-Azetidinedicarboxyliquecis-2,4-azetidinedicarboxylic acid
- l'acide 3,5-Piperidinedicarboxylique- 3,5-Piperidinedicarboxylic acid
- l'acide 2,3-Pyrrolidinedicarboxylique2,3-Pyrrolidinedicarboxylic acid
- l'acide 2,3-Azetidinedicarboxylique- 2,3-Azetidinedicarboxylic acid
- l'acide 3,4-Pyrrolidinedicarboxylique3,4-Pyrrolidinedicarboxylic acid
- l'acide 2,3-dihydro-6H-1 ,4-Dioxino[2,3-c]pyrrole-5,7-dicarboxylique2,3-Dihydro-6H-1,4-dioxino [2,3-c] pyrrole-5,7-dicarboxylic acid
- l'acide 1 H-lmidazole-2,4-dicarboxylique - l'acide 1-butyl-1 H-Pyrrole-2,3-dicarboxylique1-H-imidazole-2,4-dicarboxylic acid 1-butyl-1H-pyrrole-2,3-dicarboxylic acid
- l'acide 3-amino-1-oxide-2,4-Pyridinedicarboxylique- 3-amino-1-oxide-2,4-pyridinedicarboxylic acid
- l'acide 2,3-dihydro-5-phenyl-1 H-Pyrrolizine-6,7-dicarboxylique2,3-dihydro-5-phenyl-1H-pyrrolizine-6,7-dicarboxylic acid
- l'acide 3a,4,5,9b-tetrahydro-3H-Cyclopenta[c]quinoline-4,6-dicarboxylique- 3a, 4,5,9b-tetrahydro-3H-cyclopenta [c] quinoline-4,6-dicarboxylic acid
- l'acide 3a,4,5,9b-tetrahydro-3H-Cyclopenta[c]quinoline-4,8-dicarboxylique3a, 4,5,9b-tetrahydro-3H-cyclopenta [c] quinoline-4,8-dicarboxylic acid
- l'acide 2,3-dihydro-1 H-lmidazole-4,5-dicarboxylique2,3-Dihydro-1H-1-imidazole-4,5-dicarboxylic acid
- l'acide 5-amino-6-methyl-Lutidinique- 5-amino-6-methyl-Lutidinic acid
- l'acide 1 H-lndole-3,7-dicarboxylique1H-lndole-3,7-dicarboxylic acid
- l'acide 3,3-dimethyl-2,6-Piperidinedicarboxylique3,3-dimethyl-2,6-piperidinedicarboxylic acid
- l'acide 1-butyl-2,5-Pyrrolidinedicarboxylique- 1-butyl-2,5-pyrrolidinedicarboxylic acid
- l'acide 1 H-lndole-4,6-dicarboxylique1H-lndole-4,6-dicarboxylic acid
- l'acide 1-(phenylmethyl)-3,4-Pyrrolidinedicarboxylique1- (phenylmethyl) -3,4-pyrrolidinedicarboxylic acid
- l'acide 3-(carboxymethyl)-1 H-lndole-2,6-dicarboxylique3- (carboxymethyl) -1H-indole-2,6-dicarboxylic acid
- l'acide 3,4-bis(2,2,2-trifluoroethyl)-1 H-Pyrrole-2,5-dicarboxylique3,4-bis (2,2,2-trifluoroethyl) -1H-pyrrole-2,5-dicarboxylic acid
- l'acide 9-hexyl-9H-Carbazole-3,6-dicarboxylique9-hexyl-9H-carbazole-3,6-dicarboxylic acid
- l'acide 3-methyl-5-(1 -piperazinylsulfonyl)-2,4-Thiophenedicarboxylique3-methyl-5- (1-piperazinylsulfonyl) -2,4-thiophenedicarboxylic acid
- l'acide 2,3,4,9-tetrahydro-1 H-Carbazole-5,7-dicarboxylique2,3,4,9-tetrahydro-1H-carbazole-5,7-dicarboxylic acid
- l'acide 2,3-dimethyl-1 H-lndole-4,6-dicarboxylique2,3-dimethyl-1H-indole-4,6-dicarboxylic acid
- l'acide 7-amino-1 ,4-dihydro-4-oxo-3,6-Quinolinedicarboxylique7-amino-1,4-dihydro-4-oxo-3,6-quinoline dicarboxylic acid
- l'acide 5-amino-3-methyl-2,4-Thiophenedicarboxylique5-amino-3-methyl-2,4-thiophenedicarboxylic acid
- l'acide (m-tolylimino)di-Acetique- (m-tolylimino) di-Acetic acid
- l'acide (o-tolylimino)di-Acetique- (o-tolylimino) di-Acetic acid
- la D-Cystathionine- D-Cystathionine
- l'acide Phenethyliminodiacetique- Phenethyliminodiacetic acid
- l'acide 2-Benzyl-2,2'-iminodiacetique2-Benzyl-2,2'-iminodiacetic acid
- la L-α-glutamyl-L-alanyl-L-AlanineL-α-glutamyl-L-alanyl-L-Alanine
- l'acide N,N'-DibenzylethylenediaminediacetiqueN, N'-Dibenzylethylenediaminediacetic acid
- la N-L-γ-glutamyl-D-AlanineN-L-gamma-glutamyl-D-Alanine
- la Glycyl-L-glutamyl glycine- glycyl-L-glutamyl glycine
- la N-(carboxymethyl)-N-(tetrahydro-1 , 1 -dioxido-3-thienyl)-GlycineN- (carboxymethyl) -N- (tetrahydro-1,1-dioxido-3-thienyl) -Glycine
- la N-(2-carboxyethyl)-N-phenyl-beta-AlanineN- (2-carboxyethyl) -N-phenyl-beta-Alanine
- la N-(carboxymethyl)-N-octyl-glycineN- (carboxymethyl) -N-octyl-glycine
- l'acide N-(tert-Butoxycarbonyl)iminodiacetiqueN- (tert-Butoxycarbonyl) iminodiacetic acid
- la N-(carboxymethyl)-L-AlanineN- (carboxymethyl) -L-Alanine
- la N-(6-aminohexyl)-N-(carboxymethyl)-GlycineN- (6-aminohexyl) -N- (carboxymethyl) -Glycine
- la N-(carboxymethyl)-N-tetradecyl-GlycineN- (carboxymethyl) -N-tetradecyl-glycine
- la N-(1-carboxyethyl)-D-AlanineN- (1-carboxyethyl) -D-Alanine
- la N-(carboxymethyl)-D-AlanineN- (carboxymethyl) -D-Alanine
- l'acide decyliminodiacetiquedecyliminodiacetic acid
- l'acide 3,3'-(dimethylhydrazono)bis-propanoique3,3 '- (dimethylhydrazono) bis-propanoic acid
- la N-(carboxymethyl)-N-[2-(2,6-dioxo-4-morpholinyl)ethyl]-glycineN- (carboxymethyl) -N- [2- (2,6-dioxo-4-morpholinyl) ethyl] -glycine
- la N-alpha-aspartyl-glycine- N-alpha-aspartyl-glycine
- la N-beta-aspartyl-glycine - la N-L-alpha-aspartyl-beta-Alanine- N-beta-aspartyl-glycine NL-alpha-aspartyl-beta-Alanine
- l'acide 3,4-Xylylamino-N,N-diacetique3,4-Xylylamino-N, N-diacetic acid
- la N-(1-carboxyethyl)-AlanineN- (1-carboxyethyl) -Alanine
- la N-(carboxymethyl)-AlanineN- (carboxymethyl) -Alanine
- la N,N'-methylenebis-glycineN, N'-methylenebis-glycine
- la N-(aminomethyl)-N-(carboxymethyl)-glycineN- (aminomethyl) -N- (carboxymethyl) -glycine
- la N-(aminomethyl)-N-(carboxymethyl)-glycineN- (aminomethyl) -N- (carboxymethyl) -glycine
- l'acide 2,2'-(methylhydrazono)bis-acetique- 2,2 '- (methylhydrazono) bis-acetic acid
- la N-(2-carboxyethyl)-N-(4-methylphenyl)-beta-AlanineN- (2-carboxyethyl) -N- (4-methylphenyl) -beta-alanine
- la N-(2-carboxyethyl)-N-(3-methylphenyl)-beta-AlanineN- (2-carboxyethyl) -N- (3-methylphenyl) -beta-alanine
- la 3-[(carboxymethyl)amino]-Alanine3 - [(carboxymethyl) amino] -Alanine
- la D-alpha-aspartyl-D-Alanine- D-alpha-aspartyl-D-Alanine
- la N-(2-carboxyethyl)-N-(1-oxohexadecyl)-beta-AlanineN- (2-carboxyethyl) -N- (1-oxohexadecyl) -beta-alanine
- la N-(2-carboxyethyl)-N-(1-oxodecyl)-beta-AlanineN- (2-carboxyethyl) -N- (1-oxodecyl) -beta-alanine
- la N-(2-carboxyethyl)-N-(1-oxotetradecyl)-beta-AlanineN- (2-carboxyethyl) -N- (1-oxotetradecyl) -beta-alanine
- l'acide amino[(carboxymethyl)thio]- Acétiqueamino acid [(carboxymethyl) thio] - acetic acid
- la N,N'-1 ,6-hexanediylbis-beta-AlanineN, N'-1,6-hexanediylbis-beta-Alanine
- la N-(carboxymethyl)-N-phenyl-beta-AlanineN- (carboxymethyl) -N-phenyl-beta-Alanine
- la N-(i-carboxyethyl)- L-AlanineN- (i-carboxyethyl) -L-Alanine
- l'acide L-glutamique- L-glutamic acid
- l'acide L-aspartique.- L-aspartic acid.
On peut également citer, seul ou en mélange, les acides tricarboxyliques et tétra- carboxyliques suivants, ainsi que leurs anhydrides:It is also possible to mention, alone or as a mixture, the following tricarboxylic and tetracarboxylic acids, as well as their anhydrides:
- L'acide 3,3',3"-[1 ,2,3-propanetriyltris(oxy)]tris-propanoïque3,3 ', 3 "- [1,2,3-propanetriyltris (oxy)] trispropanoic acid
- L'acide Pyrazinetricarboxylique- Pyrazinetricarboxylic acid
- L'acide 4-(3-carboxyphenyl)-2,5-Pyridinedicarboxylique4- (3-carboxyphenyl) -2,5-pyridinedicarboxylic acid
- L'acide 3-(carboxymethyl)-2,4-Quinolinedicarboxylique- 3- (carboxymethyl) -2,4-quinolinedicarboxylic acid
- L'acide 3-(carboxymethyl)-1 H-lndole-2,5-dicarboxylique3- (carboxymethyl) -1H-indole-2,5-dicarboxylic acid
- L'acide 3-C-carboxy-2-deoxy-D-threo-Pentarique- 3-C-carboxy-2-deoxy-D-threo-pentaric acid
- L'acide Hydroxycitrique- Hydroxycitric acid
- L'acide D-glucopyranuronosyl-D-arabino-2-HexulofuranosidariqueD-glucopyranuronosyl-D-arabino-2-hexulofuranosidaric acid
- L'acide 2,3,5,6-Pyridinetetracarboxylique- 2,3,5,6-Pyridinetetracarboxylic acid
- la N,N'-1 ,2-ethanediylbis[N-(carboxymethyl)- β-AlanineN, N'-1, 2-ethanediylbis [N- (carboxymethyl) -β-alanine
- l'acide L-α-aspartyl-L-AspartiqueL-α-aspartyl-L-Aspartic acid
- l'acide 4-[bis(carboxymethyl)amino]-Benzoique4- [bis (carboxymethyl) amino] benzoic acid
- l'acide 7-[bis(carboxymethyl)amino]-Heptanoique7- [bis (carboxymethyl) amino] -Heptanoic acid
- l'acide N-(2-carboxyethyl)-Aspartique- N- (2-carboxyethyl) -Aspartic acid
- l'acide 3-[bis(2-carboxyethyl)amino]-Benzoique3- [bis (2-carboxyethyl) amino] benzoic acid
- l'acide 4-[bis(2-carboxyethyl)amino]-Benzoique.4- [bis (2-carboxyethyl) amino] benzoic acid.
De préférence, on peut utiliser l'acide 6,6'-[(1 ,2-dioxo-1 ,2-ethanediyl)diimino]bis- hexanoïque, l'acide 2,2'-sulfinylbis-acétique, l'acide 4,13-dioxo-3,5,12,14- tetraazahexadecanedioïque, le poly(ethylene glycol)disuccinate, le poly(ethylene glycol)bis(carboxymethyl)éther, l'acide 8-[(carboxymethyl)amino]-8-oxo- octanoïque, l'acide 2,2'-[methylenebis(sulfonyl)]bis-acétique, l'acide 4,4'-(1 ,6- hexanediyldiimino)bis[4-oxo-butanoïque], l'acide 4,9-dioxo-3,5,8, 10- tétraazadodecanedioïque, l'acide 4-[(1 -carboxyethyl)amino]-4-oxo-butanoïque, l'acide 6-[(3-carboxy-1-oxopropyl)amino]-hexanoïque, la N,N'-(1 ,6-dioxo-1 ,6- hexanediyl)bis-glycine, la N,N'-(1 ,3-dioxo-1 ,3-propanediyl)bis-glycine, l'acide 4,7,9, 12-tétraoxapentadecanedioïque, l'acide 4-Pyranone-2,6-dicarboxylique, l'acide 2,5-Pyrazinedicarboxylique, l'acide 1 H-lmidazole-4,5-dicarboxylique, l'acide 2,6-Pyrazinedicarboxylique, l'acide 2,5-Furanedicarboxylique, l'acide 3,4- Furanedicarboxylique, l'acide 2,3-Furanedicarboxylique, l'acide 2,5-diphenyl-3,4- Furanedicarboxylique, l'acide 2-methyl-3,4-Furanedicarboxylique, l'acide D- Tartarique, l'acide DL-Tartarique, l'acide L-Tartarique, l'acide Galactarique, l'acide D-Glucarique; L'acide 2,5-Pyridinedicarboxylique, l'acide 2,5-Preferably, 6,6 '- [(1,2-dioxo-1,2-ethanediyl) diimino] bishexanoic acid, 2,2'-sulphinylbisacetic acid, , 13-dioxo-3,5,12,14- tetraazahexadecanedioic acid, poly (ethylene glycol) disuccinate, poly (ethylene glycol) bis (carboxymethyl) ether, 8 - [(carboxymethyl) amino] -8-oxooctanoic acid, 2,2 '- [methylenebis acid] (Sulfonyl) bis-acetic acid, 4,4 '- (1,6-hexanediyldiimino) bis [4-oxo-butanoic acid], 4,9-dioxo-3,5,8,10-tetraazadodecanedioic acid 4 - [(1-carboxyethyl) amino] -4-oxo-butanoic acid, 6 - [(3-carboxy-1-oxopropyl) amino] hexanoic acid, N, N '- (1, 6-dioxo-1,6-hexanediyl) bis-glycine, N, N '- (1,3-dioxo-1,3-propanediyl) bis-glycine, 4,7,9,12-tetraoxapentadecanedioic acid, 4-Pyranone-2,6-dicarboxylic acid, 2,5-pyrazinedicarboxylic acid, 1H-1-imidazole-4,5-dicarboxylic acid, 2,6-pyrazinedicarboxylic acid, 2-acid, 5-Furanedicarboxylic acid, 3,4-Furanedicarboxylic acid, 2,3-Furanedicarboxylic acid, 2,5-diphenyl-3,4-furanedicarboxylic acid, 2-methyl-3,4-furanedicarboxylic acid, D-Tartaric acid, DL-Tartaric acid, L-Tar acid taric acid, galactaric acid, D-Glucaric acid; 2,5-Pyridinedicarboxylic acid, 2,5-
Pyrrolidinedicarboxylique, l'acide 1-phenyl-1 H-Pyrrole-3,4-dicarboxylique, l'acide 2,4-Pyrrolidinedicarboxylique, l'acide 5-phenyl-2,4-Pyrrolidinedicarboxylique, l'acide 3,5-Piperidinedicarboxylique, l'acide 3,4-Pyrrolidinedicarboxylique, l'acide 1 -butyl-2,5-Pyrrolidinedicarboxylique, l'acide 1 -(phenylmethyl)-3,4-Pyrrolidinedicarboxylic acid, 1-phenyl-1H-pyrrole-3,4-dicarboxylic acid, 2,4-pyrrolidinedicarboxylic acid, 5-phenyl-2,4-pyrrolidinedicarboxylic acid, 3,5-Piperidinedicarboxylic acid , 3,4-Pyrrolidinedicarboxylic acid, 1-butyl-2,5-pyrrolidinedicarboxylic acid, 1 - (phenylmethyl) -3,4-
Pyrrolidinedicarboxylique, la N-(2-carboxyethyl)-N-phenyl-β-Alanine, la N- (carboxymethyl)-N-octyl-glycine, la N-(1-carboxyethyl)-L-Alanine, l'acide L- glutamique, l'acide L-aspartique, l'acide N-(2-carboxyethyl)-Aspartique; et leurs mélanges.Pyrrolidinedicarboxylic acid, N- (2-carboxyethyl) -N-phenyl-β-alanine, N- (carboxymethyl) -N-octyl-glycine, N- (1-carboxyethyl) -L-alanine, L-acid glutamic acid, L-aspartic acid, N- (2-carboxyethyl) -Aspartic acid; and their mixtures.
On préférera tout particulièrement l'acide 2,2'-sulfinylbis-acétique, l'acide 2,2'- [methylenebis(sulfonyl)]bis-acétique, la N,N'-(1 ,3-dioxo-1 ,3-propanediyl)bis- glycine, l'acide 2,5-Furanedicarboxylique, l'acide D-Tartarique, l'acide DL- Tartarique, l'acide L-Tartarique, l'acide Galactarique, l'acide L-glutamique, l'acide L-aspartique, et leurs mélanges.2,2'-sulfinylbisacetic acid, 2,2'-[methylenebis (sulphonyl)] bis-acetic acid, N, N '- (1,3-dioxo-1,3) are particularly preferred. propanediyl) bisglycine, 2,5-Furanedicarboxylic acid, D-Tartaric acid, DL-Tartaric acid, L-Tartaric acid, Galactaric acid, L-glutamic acid, L-aspartic acid, and mixtures thereof.
On peut également utiliser une lactone comprenant au moins un groupement car- boxylique, notamment 1 , 2 ou 3 groupements COOH. De préférence, les lactones comprennent 5 à 14 atomes de carbone, notamment 6 à 13, voire 6 à 12 atomes de carbone.It is also possible to use a lactone comprising at least one carboxylic group, in particular 1, 2 or 3 COOH groups. Preferably, the lactones comprise 5 to 14 carbon atoms, in particular 6 to 13 or even 6 to 12 carbon atoms.
On peut tout particulièrement citer, seul ou en mélange, les lactones suivantes :The following lactones can be mentioned, alone or as a mixture:
- L'acide tetrahydro-2,2-dimethyl-5-oxo-3-Furancarboxylique- tetrahydro-2,2-dimethyl-5-oxo-3-furancarboxylic acid
- L'acide 4,7,7-trimethyl-3-oxo-2-Oxabicyclo[2.2.1]heptane-1-carboxylique- 4,7,7-trimethyl-3-oxo-2-oxabicyclo [2.2.1] heptane-1-carboxylic acid
- L'acide 4,6-dimethyl-2-oxo-2H-Pyran-5-carboxylique- 4,6-dimethyl-2-oxo-2H-pyran-5-carboxylic acid
- L'acide 2-oxo-2H-Pyran-5-carboxylique-2-Pentenedioique- 2-Oxo-2H-Pyran-5-carboxylic acid-2-Pentenedioic acid
- L'acide 2-oxo-2H-1-Benzopyran-3-carboxylique- 2-oxo-2H-1-Benzopyran-3-carboxylic acid
- l'acide 2-oxo-2H-Pyran-6-carboxylique2-oxo-2H-pyran-6-carboxylic acid
- L'acide 1 ,3-dihydro-3-oxo-1-lsobenzofurancarboxylique- 1,3-Dihydro-3-oxo-1-lsobenzofurancarboxylic acid
- L'acide 4-methyl-2-oxo-2H-1-Benzopyran-3-carboxylique - L'acide 1-oxo-1 H-2-Benzopyran-3-carboxylique- 4-methyl-2-oxo-2H-1-Benzopyran-3-carboxylic acid - 1-Oxo-1H-2-Benzopyran-3-carboxylic acid
- L'acide 8-methoxy-2-oxo-2H-1-Benzopyran-3-carboxylique- 8-methoxy-2-oxo-2H-1-Benzopyran-3-carboxylic acid
- L'acide 2-oxo-1-Oxaspiro[4.5]decane-4-carboxylique- 2-Oxo-1-Oxaspiro [4.5] decane-4-carboxylic acid
- L'acide 2-oxo-2H-Pyran-3-carboxylicique2-oxo-2H-pyran-3-carboxylic acid
- L'acide 4-methyl-2-oxo-2H-Pyran-6-carboxylique- 4-methyl-2-oxo-2H-pyran-6-carboxylic acid
- L'acide 3-oxo-3H-Naphtho[2,1-b]pyran-2-carboxylique- 3-oxo-3H-Naphtho [2,1-b] pyran-2-carboxylic acid
- L'acide tetrahydro-5-oxo-2,3-furandicarboxylique- tetrahydro-5-oxo-2,3-furandicarboxylic acid
- L'acide 1 ,3-dihydro-3-oxo-4-lsobenzofurancarboxylique- 1,3-Dihydro-3-oxo-4-lsobenzofurancarboxylic acid
- L'acide 1 ,3-dihydro-1-oxo- 5-lsobenzofurancarboxylique- 1,3-Dihydro-1-oxo-5-lsobenzofurancarboxylic acid
- L'acide hexahydro-2-oxo-3,5-Methano-2H-cyclopenta[b]furan-7-carboxylique- Hexahydro-2-oxo-3,5-methano-2H-cyclopenta [b] furan-7-carboxylic acid
- L'acide 6-methyl-2,4-dioxo-2H-Pyran-5-carboxylique- 6-methyl-2,4-dioxo-2H-pyran-5-carboxylic acid
- L'acide 1-oxo-3-lsochromancarboxylique- 1-oxo-3-lsochromancarboxylic acid
- L'acide 2-oxo-2H-1-Benzopyran-6-carboxylique- 2-oxo-2H-1-Benzopyran-6-carboxylic acid
- L'acide 6-methyl-2-oxo-2H-1-Benzopyran-3-carboxylique- 6-methyl-2-oxo-2H-1-Benzopyran-3-carboxylic acid
- L'acide 2,5-dihydro-4,5,5-trimethyl-2-oxo-3-Furancarboxylique- 2,5-Dihydro-4,5,5-trimethyl-2-oxo-3-furancarboxylic acid
- L'acide tetrahydrc-5-oxo-2-phenyl- 3-Furancarboxylique- tetrahydroc-5-oxo-2-phenyl-3-furancarboxylic acid
- L'acide tetrahydro-5-oxo-4-propyl-2-Furoïque- tetrahydro-5-oxo-4-propyl-2-furoic acid
- L'acide 2-butyl-2,3-dideoxy-pentarique- 2-Butyl-2,3-dideoxy-pentaric acid
- L'acide 2-oxo 2H-1-Benzopyran-7-carboxylique- 2-oxo-2H-1-Benzopyran-7-carboxylic acid
- L'acide 2-oxo-1-Oxaspiro[4.4]nonane-4-carboxylique- 2-oxo-1-oxaspiro [4.4] nonane-4-carboxylic acid
- L'acide 4-ethyltetrahydro-5-oxo-2-furoïque- 4-ethyltetrahydro-5-oxo-2-furoic acid
- L'acide 5-ethyltetrahydro-2,3-dimethyl-6-oxo-2H-Pyran-2-carboxylique5-ethyltetrahydro-2,3-dimethyl-6-oxo-2H-pyran-2-carboxylic acid
- L'acide 7-methoxy-2-oxo-2H-1-benzopyran-3-carboxylique7-methoxy-2-oxo-2H-1-benzopyran-3-carboxylic acid
- L'acide 2-oxo-2H-1-Benzopyran-4-carboxylique- 2-oxo-2H-1-Benzopyran-4-carboxylic acid
- L'acide 2-oxo-6-pentyl-2H-Pyran-3-carboxylique- 2-oxo-6-pentyl-2H-pyran-3-carboxylic acid
- L'acide 7-oxo-4-Oxepanecarboxylique- 7-Oxo-4-Oxepanecarboxylic acid
- L'acide 3-(carboxymethyl)-2,3-dideoxy-pentarique3- (carboxymethyl) -2,3-dideoxy-pentaric acid
- L'acide 2,3-dihydro-2-oxo- 7-benzofurancarboxylique2,3-Dihydro-2-oxo-7-benzofurancarboxylic acid
- L'acide 1 ,3,4,5-tetrahydro-1-oxo-2-benzoxepin-7-carboxylique1, 3,4,5-tetrahydro-1-oxo-2-benzoxepin-7-carboxylic acid
- L'acide 3,4-dihydro-3-oxo-1 H-2-benzopyran-6-carboxylique3,4-Dihydro-3-oxo-1H-2-benzopyran-6-carboxylic acid
- L'acide 2,3,4,5-tetrahydro-2-oxo-1-Benzoxepin-7-carboxylique2,3,4,5-tetrahydro-2-oxo-1-benzoxepin-7-carboxylic acid
- L'acide 3,4-dihydro-1-oxo-1 H-2-benzopyran-8-carboxylique3,4-Dihydro-1-oxo-1H-2-benzopyran-8-carboxylic acid
- L'acide 1 ,3,4,5-tetrahydro-3-oxo-2-benzoxepin-9-carboxylique1, 3,4,5-tetrahydro-3-oxo-2-benzoxepin-9-carboxylic acid
- L'acide 1 ,3,4,5-tetrahydro-3-oxo-2-Benzoxepin-7-carboxylique1, 3,4,5-tetrahydro-3-oxo-2-benzoxepin-7-carboxylic acid
- L'acide 3,4-dihydro-2-oxo- 2H-1-benzopyran-8-carboxylique3,4-Dihydro-2-oxo-2H-1-benzopyran-8-carboxylic acid
- L'acide 1 ,3,4,5-tetrahydro-1-oxo-2-benzoxepin-9-carboxylicique1, 3,4,5-tetrahydro-1-oxo-2-benzoxepin-9-carboxylic acid
- L'acide 3,4-dihydro-1-oxo-1 H-2-benzopyran-6-carboxylique3,4-Dihydro-1-oxo-1H-2-benzopyran-6-carboxylic acid
- L'acide 3,4-dihydro-3-oxo-1 H-2-benzopyran-8-carboxylique3,4-Dihydro-3-oxo-1H-2-benzopyran-8-carboxylic acid
- L'acide 2,3,4,5-tetrahydro-2-oxo-1-benzoxepin-9-carboxylique2,3,4,5-tetrahydro-2-oxo-1-benzoxepin-9-carboxylic acid
- La lactone de l'acide isocitrique- The lactone of isocitric acid
- L'acide 5-oxo-2-tetrahydrofuranecarboxylique.5-oxo-2-tetrahydrofuranecarboxylic acid.
De préférence, on peut utiliser l'acide tetrahydro-5-oxo-2,3-furandicarboxylique, l'acide 1 ,3-dihydro-3-oxo-4-lsobenzofurancarboxylique, l'acide 1 ,3-dihydro-1- OXO- 5-lsobenzofurancarboxylique, l'acide tetrahydro-5-oxo-2-phenyl-3- furanecarboxylique, la lactone de l'acide isocitrique, l'acide 5-oxo-2- tetrahydrofuranecarboxylique et leurs mélanges.Preferably, tetrahydro-5-oxo-2,3-furandicarboxylic acid can be used, 1,3-dihydro-3-oxo-4-lsobenzofurancarboxylic acid, 1,3-dihydro-1-oxo-5-lsobenzofurancarboxylic acid, tetrahydro-5-oxo-2-phenyl-3-furanecarboxylic acid isocitric acid lactone, 5-oxo-2-tetrahydrofuranecarboxylic acid and mixtures thereof.
Ledit acide polycarboxylique et/ou son anhydride cyclique et/ou la lactone, et leurs mélanges, représente de préférence 1 à 40% en poids, notamment 5 à 30% en poids, et mieux 10 à 25% en poids, du poids total du polycondensat final.Said polycarboxylic acid and / or its cyclic anhydride and / or lactone, and mixtures thereof, preferably represents 1 to 40% by weight, especially 5 to 30% by weight, and more preferably 10 to 25% by weight, of the total weight of the final polycondensate.
Le polycondensat selon l'invention peut en outre comprendre une silicone à fonction hydroxyle (OH) et/ou carboxylique (COOH). Elle peut comprendre 1 à 3 fonctions hydroxyle et/ou carboxylique, et comprend de préférence deux fonctions hydroxyle ou bien deux fonctions carboxyliques. Ces fonctions peuvent être situées en bout de chaîne ou dans la chaîne, mais avantageusement en bout de chaîne. On emploie de préférence des silicones ayant une masse moléculaire moyenne en poids (Mw) comprise entre 300 et 20000, notamment 400 et 10 000, voire 800 et 4000. Cette silicone peut être de formule :The polycondensate according to the invention may further comprise a hydroxyl functional silicone (OH) and / or carboxylic acid (COOH). It can comprise 1 to 3 hydroxyl and / or carboxylic functions, and preferably comprises two hydroxyl functions or two carboxylic functions. These functions can be located at the end of the chain or in the chain, but advantageously at the end of the chain. Silicones having a weight average molecular weight (Mw) of between 300 and 20000, in particular 400 and 10,000, or even 800 and 4000, are preferably used. This silicone may be of formula:
dans laquelle : in which :
- W et W sont, indépendamment l'un de l'autre, OH ou COOH; de préférence W=W;- W and W are, independently of one another, OH or COOH; preferably W = W;
- p et q sont, indépendamment l'un de l'autre, égaux à 0 ou 1 ,p and q are, independently of one another, equal to 0 or 1,
- R et R' sont, indépendamment l'un de l'autre, un radical divalent carboné, notamment hydrocarboné, saturé ou insaturé, voire aromatique, linéaire, ramifié et/ou cyclique; comprenant 1 à 12 atomes de carbone, notamment 2 à 8 atomes de carbone, et comprenant éventuellement en outre 1 ou plusieurs hétéroatomes choisis parmi O, S et N, notamment O (éther); notamment R et/ou R' peuvent être de formule -(CH2)a- avec a=1-12, et notamment méthylène, éthylène, propylène, phénylène; ou bien de formule -[(CH2)X O]z- avec x = 1 , 2 ou 3 et z = 1-10; en particulier x=2 ou 3 et z=1 -4; et mieux x=3 et z=1.- R and R 'are, independently of one another, a divalent carbon radical, in particular hydrocarbon, saturated or unsaturated, or even aromatic, linear, branched and / or cyclic; comprising 1 to 12 carbon atoms, especially 2 to 8 carbon atoms, and optionally further comprising 1 or more heteroatoms selected from O, S and N, especially O (ether); in particular R and / or R 'may be of formula - (CH 2 ) a - with a = 1-12, and especially methylene, ethylene, propylene, phenylene; or of formula - [(CH 2 ) X O] z - with x = 1, 2 or 3 and z = 1-10; in particular x = 2 or 3 and z = 1-4; and better x = 3 and z = 1.
- R1 à R6 sont, indépendamment l'un de l'autre, un radical carboné linéaire, ramifié et/ou cyclique, saturé ou insaturé voire aromatique; comprenant 1 à 20 atomes de carbone, notamment 2 à 12 atomes de carbone; de préférence, R1 à R6 sont saturés ou bien aromatiques, et peuvent notamment être choisis parmi les radicaux alkyles, en particulier les radicaux méthyle, éthyle, propyle, isopropyle, bu- tyle, pentyle, hexyle, octyle, décyle, dodécyle et octadécyle, les radicaux cycloal- kyles, en particulier le radical cyclohexyle, les radicaux aryles, notamment phényle et naphtyle, les radicaux arylalkyles, notamment benzyle et phényléthyle, ainsi que les radicaux tolyle et xylyle.- R1 to R6 are, independently of one another, a linear carbon radical, branched and / or cyclic, saturated or unsaturated or aromatic; comprising 1 to 20 carbon atoms, especially 2 to 12 carbon atoms; preferably, R1 to R6 are saturated or aromatic, and may especially be chosen from alkyl radicals, in particular the methyl, ethyl, propyl, isopropyl, butyl, pentyl, hexyl, octyl, decyl, dodecyl and octadecyl radicals, cycloalkyl radicals, in particular the cyclohexyl radical, aryl radicals, in particular phenyl radicals; and naphthyl, arylalkyl radicals, especially benzyl and phenylethyl, as well as tolyl and xylyl radicals.
- m et n sont, indépendamment l'un de l'autre, des entiers compris entre 1 et 140, et sont tels que la masse moléculaire moyenne en poids (Mw) de la silicone est comprise entre 300 et 20 000, notamment entre 400 et 10 000, voire entre 800 et 4000.m and n are, independently of each other, integers between 1 and 140, and are such that the weight average molecular weight (Mw) of the silicone is between 300 and 20,000, in particular between 400 and and 10,000 or even between 800 and 4000.
On peut notamment citer les polyalkylsiloxanes α,ω-diol ou α,ω-dicarboxylique, et notamment les polydiméthysiloxanes α,ω-diol et les polydiméthylsiloxanes α,ω- dicarboxylique; les polyarylsiloxanes α,ω-diol ou α,ω-dicarboxylique et notamment les polyphénylsiloxanes α,ω-diol ou α,ω-dicarboxylique; les polyarylsiloxanes à fonctions silanol tels que le polyphénylsiloxane; les polyalkylsiloxanes à fonctions silanol tels que le polydiméthylsiloxane; les polyaryl/alkylsiloxanes à fonctions silanol tels que le polyphényl/méthylsiloxane ou encore le polyphé- nyl/propylsiloxane.Mention may in particular be made of α, ω-diol or α, ω-dicarboxylic polyalkylsiloxanes, and in particular α, ω-diol polydimethylsiloxanes and α, ω-dicarboxylic polydimethylsiloxanes; the α, ω-diol or α, ω-dicarboxylic polyarylsiloxanes, and in particular the α, ω-diol or α, ω-dicarboxylic polyphenylsiloxanes; silanol-functional polyarylsiloxanes such as polyphenylsiloxane; silanol-functional polyalkylsiloxanes such as polydimethylsiloxane; silanol functional polyaryl / alkylsiloxanes such as polyphenyl / methylsiloxane or polyphenyl / propylsiloxane.
Tout particulièrement, on utilisera les polydiméthysiloxanes α,ω-diol de masse moléculaire moyenne en poids (Mw) comprise entre 400 et 10 000, voire entre 500 et 5000, et notamment entre 800 et 4000.In particular, the α, ω-diol polydimethylsiloxanes having a weight-average molecular weight (Mw) of between 400 and 10,000, even between 500 and 5,000, and especially between 800 and 4000, will be used.
Lorsqu'elle est présente, ladite silicone peut de préférence représenter 0,1 à 15% en poids, notamment 1 à 10% en poids, voire 2 à 8% en poids, du poids du poly- condensat.When present, said silicone may preferably represent 0.1 to 15% by weight, especially 1 to 10% by weight, or even 2 to 8% by weight, of the weight of the polycondate.
Le polycondensat selon l'invention ne comprend pas d'autres familles de monomères que ceux mentionnés ci-dessus; en particulier, il ne comprend pas d'acides monocarboxyliques aromatiques. Le fait que le polycondensat soit susceptible d'être obtenu par réaction des seuls monomères cités ci-dessus n'exclut pas, bien évidemment, la présence, lors de la réaction, de catalyseur, amorceur, ou tout autre adjuvant usuel des réactions d'estérification et de polymérisation.The polycondensate according to the invention does not comprise other families of monomers than those mentioned above; in particular, it does not include aromatic monocarboxylic acids. The fact that the polycondensate is capable of being obtained by reaction of the only monomers mentioned above does not, of course, exclude the presence, during the reaction, of catalyst, initiator, or any other usual adjuvant of the reaction reactions. esterification and polymerization.
De préférence, le polycondensat selon l'invention présente :Preferably, the polycondensate according to the invention has:
- un indice d'acide, exprimé en mg d'hydroxyde de potassium par g de polycondensat, supérieur ou égal à 1 ; notamment compris entre 2 et 30, et encore mieux compris entre 2,5 et 15; et/ouan acid number, expressed as mg of potassium hydroxide per g of polycondensate, greater than or equal to 1; in particular between 2 and 30, and even better between 2.5 and 15; and or
- un indice d'hydroxyle exprimé en mg d'hydroxyde de potassium par g de polycondensat, supérieur ou égal à 40; notamment compris entre 40 et 120, et encore mieux compris entre 45 et 80.a hydroxyl number expressed in mg of potassium hydroxide per g of polycondensate, greater than or equal to 40; in particular between 40 and 120, and even better between 45 and 80.
Ces indices d'acide et d'hydroxyle peuvent être aisément déterminés par l'homme du métier par les méthodes analytiques habituelles.These acid and hydroxyl numbers can be easily determined by those skilled in the art by the usual analytical methods.
De préférence, le polycondensat selon l'invention présente une masse moléculaire moyenne en poids (Mw) comprise entre 1500 et 300 000, voire entre 2000 et 200 000, et notamment entre 3000 et 150 000. Le poids moléculaire moyen peut être déterminé par chromatographie par per- méation sur gel ou par diffusion de la lumière, selon la solubilité du polymère considéré.Preferably, the polycondensate according to the invention has a weight average molecular weight (Mw) of between 1500 and 300 000, even between 2000 and 200 000, and especially between 3000 and 150 000. The average molecular weight can be determined by gel permeation chromatography or by light scattering, depending on the solubility of the polymer under consideration.
Une des caractéristiques importantes du polymère selon l'invention est qu'il présente une viscosité très élevée, qui peut être caractérisée comme suit. A 25°C, lorsque cette viscosité peut être mesurée (notamment lorsque le polymère n'est pas sous forme solide), elle est supérieure strictement à 5000 mPa.s (centi- poises), notamment comprise entre 5100 et 10000 mPa.s, voire entre 6000 et 9500 mPa.s.One of the important characteristics of the polymer according to the invention is that it has a very high viscosity, which can be characterized as follows. At 25 ° C., when this viscosity can be measured (in particular when the polymer is not in solid form), it is strictly greater than 5000 mPa.s (centipoises), especially between 5100 and 10000 mPa.s. even between 6000 and 9500 mPa.s.
De préférence, le polycondensat selon l'invention présente une viscosité, mesurée à 1100C, comprise entre 100 et 4000 mPa.s, notamment entre 130 et 3500 mPa.s, voire entre 150 et 3000 mPa.s et encore mieux entre 200 et 2500 mPa.s. De préférence encore, le polycondensat selon l'invention présente une viscosité, mesurée à 800C, comprise entre 150 et 5000 mPa.s, notamment entre 200 et 4000 mPa.s, voire entre 250 et 3000 mPa.s et encore mieux entre 300 et 2000 mPa.s.Preferably, the polycondensate according to the invention has a viscosity, measured at 110 ° C., of between 100 and 4000 mPa.s, especially between 130 and 3500 mPa.s, or even between 150 and 3000 mPa.s and even better between 200 and 3000 mPa.s. and 2500 mPa.s. More preferably, the polycondensate according to the invention has a viscosity, measured at 80 0 C, of between 150 and 5000 mPa.s, in particular between 200 and 4000 mPa.s, or between 250 and 3000 mPa.s and even better between 300 and 2000 mPa.s.
Cette viscosité peut être mesurée à l'aide d'un viscosimètre à cône-plan de type BROOKFIELD CAP 1000+. Le cône-plan adapté est déterminé par l'homme du métier, sur la base de ses connaissances; notamment :This viscosity can be measured using a BROOKFIELD CAP 1000+ cone-plane viscometer. The adapted cone-plane is determined by the person skilled in the art, on the basis of his knowledge; especially :
- entre 50 et 500 mPa.s, on peut utiliser un cône 02- Between 50 and 500 mPa.s, a 02 cone can be used
- entre 500 et 1000 mPa.s : cône 03- between 500 and 1000 mPa.s: cone 03
- entre 1000 et 4000 mPa.s : cône 05- between 1000 and 4000 mPa.s: cone 05
- entre 4000 et 10000 mPa.s : cône 06.- between 4000 and 10000 mPa.s: cone 06.
Par ailleurs, le polycondensat est avantageusement soluble dans les milieux huileux cosmétiques usuellement employés, et notamment dans les huiles végétales, les alcanes, les esters gras, les alcools gras, les huiles de silicone, et plus particulièrement dans les milieux comprenant l'isododécane, le Parléam, l'isononanoate d'isononyle, l'octyldodécanol, la phényl triméthicone, le benzoate d'alkyle en C12- C15 et/ou la D5 (décaméthylcyclopentasiloxane).Furthermore, the polycondensate is advantageously soluble in the oily cosmetic media usually employed, and in particular in vegetable oils, alkanes, fatty esters, fatty alcohols, silicone oils, and more particularly in media comprising isododecane, Parleam, isononyl isononanoate, octyldodecanol, phenyl trimethicone, C12-C15 alkyl benzoate and / or D5 (decamethylcyclopentasiloxane).
Par soluble, on entend que le polymère forme une solution limpide dans au moins un solvant choisi parmi l'isododécane, le Parléam, l'isononanoate d'isononyle, l'octyldodécanol et le benzoate d'alkyle en C12-C15, à raison d'au moins 50% en poids, à 700C. Certains composés présentent même une solubilité particulièrement avantageuse dans certains domaines d'applications, à savoir une solubilité dans au moins un des solvants cités ci-dessus, à raison d'au moins 50% en poids, à 25°C."Soluble" means that the polymer forms a clear solution in at least one solvent chosen from isododecane, Parleam, isononyl isononanoate, octyldodecanol and C12-C15 alkyl benzoate, at least 50% by weight, at 70 ° C. Some compounds even have a particularly advantageous solubility in certain fields of application, namely a solubility in at least one of the solvents mentioned above, at least 50 % by weight, at 25 ° C.
Le polycondensat selon l'invention peut être préparé par les procédés d'estérifica- tion/polycondensation usuellement employés par l'homme du métier. A titre d'illustration, un procédé général de préparation consiste : - à mélanger les polyols et les acides monocarboxyliques non aromatiques,The polycondensate according to the invention can be prepared by the esterification / polycondensation processes usually employed by those skilled in the art. As an illustration, a general method of preparation consists of: - mixing the polyols and the nonaromatic monocarboxylic acids,
- à chauffer le mélange sous atmosphère inerte, d'abord jusqu'à la température de fusion (généralement 100-1300C) et ensuite à une température comprise entre 150 et 2200C jusqu'à consommation complète des acides monocarboxyliques (atteint lorsque l'indice d'acide est inférieur ou égal à 1 ), de préférence en distillant au fur et à mesure l'eau formée, puisto heat the mixture under an inert atmosphere, first up to the melting temperature (generally 100-130 ° C.) and then at a temperature of between 150 ° C. and 220 ° C. until the monocarboxylic acids have been consumed completely (reached when the acid number is less than or equal to 1), preferably by gradually distilling the water formed, and then
- à éventuellement refroidir le mélange à une température comprise entre 90 et 150°C,to optionally cool the mixture to a temperature of between 90 and 150 ° C.,
- à ajouter les acides polycarboxyliques et/ou les anhydrides cycliques et/ou les lactones, et optionnellement les silicones à fonctions hydroxyles ou carboxyliques, en une seule fois ou de façon séquencée, puisto add the polycarboxylic acids and / or the cyclic anhydrides and / or the lactones, and optionally the silicones with hydroxyl or carboxyl functions, in one go or in a sequenced manner, then
- à chauffer à nouveau à une température inférieure ou égale à 2200C, notamment comprise entre 170 et 220°C, de préférence en continuant à éliminer l'eau formée, jusqu'à l'obtention des caractéristiques requises en terme d'indice d'acide, de viscosité, d'indice d'hydroxyle et de solubilité.to be heated again to a temperature of less than or equal to 220 ° C., in particular of between 170 ° and 220 ° C., preferably continuing to eliminate the water formed, until the characteristics required in terms of index are obtained; acid, viscosity, hydroxyl number and solubility.
Il est possible d'ajouter des catalyseurs d'estérification conventionnels, par exemple de type acide sulfonique (notamment à une concentration pondérale comprise entre 1 et 10%) ou type titanate (notamment à une concentration pondérale comprise entre 5 et 100 ppm). Il est également possible de réaliser la réaction, en tout ou en partie, dans un solvant inerte tel que le xylène et/ou sous une pression réduite, pour faciliter l'élimination de l'eau. Avantageusement, on n'utilise ni catalyseur ni solvant.It is possible to add conventional esterification catalysts, for example of the sulfonic acid type (especially at a concentration by weight of between 1 and 10%) or titanate type (in particular at a concentration by weight of between 5 and 100 ppm). It is also possible to carry out the reaction, in whole or in part, in an inert solvent such as xylene and / or under reduced pressure, to facilitate the removal of water. Advantageously, no catalyst or solvent is used.
Ledit procédé de préparation peut comprendre en outre une étape d'addition d'au moins un agent antioxydant dans le milieu réactionnel, notamment à une concentration pondérale comprise entre 0,01 et 1 %, par rapport au poids total de monomères, de façon à limiter les éventuelles dégradations liées à un chauffage prolongé. L'agent antioxydant peut être de type primaire ou de type secondaire, et peut être choisi parmi les phénols encombrés, les aminés secondaires aromatiques, les composés organophosphorés, les composés soufrés, les lactones, les bisphénols acrylés; et leurs mélanges. Parmi les antioxydants particulièrement préférés, on peut notamment citer le BHT, le BHA , le TBHQ, le 1 ,3,5-trimethyl- 2,4,6,tris(3,5-di-tertbutyl-4-hydroxybenzyl)-benzène, l'octadecyl-3,5,di-tertbutyl-4- hydroxycinnamate, le tetrakis-methylene-3-(3,5-di-tertbutyl-4-hydroxy- phenyl)propionate méthane, l'octadecyl-3-(3,5-di-tertbutyl-4- hydroxyphenyl)propionate 2,5-di-tertbutyl hydroquinone, le 2,2-methyl-bis-(4- methyl-6-tertbutyl phénol), le 2,2-methylene-bis-(4-ethyl-6-tertbutyl phénol), le 4,4- butylidene-bis(6-tertbutyl-m-cresol), le N,N-hexamethylene bis(3,5-di-tertbutyl-4- hydroxyhydrocinnamamide), le pentaerythritol tetrakis (3-(3,5-di-tertbutyl-4- hydroxyphenyl)propionate) notamment celui commercialisé par CIBA sous le nom IRGANOX 1010; l'octadecyl 3-(3,5-di-tertbutyl-4-hydroxphenyl) propionate notamment celui commercialisé par CIBA sous le nom IRGANOX 1076; la 1 ,3,5- tris(3,5-di-tertbutyl-4-hydroxybenzyl)-1 ,3,5-triazine-2,4,6(1 H,3H,5H)trione notamment celui commercialisée par Mayzo of Norcross, Ga sous le nom BNX 3114; le di(stearyl)pentaerythritol diphosphite, le tris(2,4-ditertbutyl phenyl)phosphite notamment celui commercialisé par CIBA sous le nom IRGAFOS 168; le dilauryl thiodipropionate notamment celui commercialisé par CIBA sous le nom IRGANOX PS800; le bis(2,4-di-tertbutyl)pentaerythritol diphosphite notamment celui commercialisé par CIBA sous le nom IRGAFOS 126; le bis(2,4-bis)[2-phénylpropan-2- yl]phényl)pentaérythritol diphosphite, le triphénylphosphite, le (2,4-di- tertbutylphenyl)pentaerythritol diphosphite notamment celui commercialisé par GE Specialty Chemicals sous le nom ULTRANOX 626; le tris(nonylphenyl)phosphite notamment celui commercialisé par CIBA sous le nom IRGAFOS TNPP; le mélange 1 :1 de N,N-hexamethylenebis(3,5-di-tertbutyl-4-hydroxy-hydrocinnamamide) et de tris(2,4-di-tertbutylphenyl)phosphate notamment celui commercialisé par CIBA sous le nom Irganox B 1171 ; le tétrakis (2,4-di-tert-butylphényl)phosphite notamment celui commercialisé par CIBA sous le nom IRGAFOS P-EPQ; le dis- téarylthiodipropionate notamment celui commercialisé par CIBA sous le nom IRGANOX PS802; le 2,4-bis(octylthiométhyl)o-crésol notamment celui commercialisé par CIBA sous le nom IRGANOX 1520; le 4,6-bis(dodécylthiométhyl)o-crésol notamment celui commercialisé par CIBA sous le nom IRGANOX 1726.Said preparation process may further comprise a step of adding at least one antioxidant agent to the reaction medium, in particular at a concentration by weight of between 0.01 and 1%, relative to the total weight of monomers, so as to limit any damage caused by prolonged heating. The antioxidant may be of primary or secondary type, and may be selected from hindered phenols, aromatic secondary amines, organophosphorus compounds, sulfur compounds, lactones, acrylated bisphenols; and their mixtures. Among the particularly preferred antioxidants, there may be mentioned BHT, BHA, TBHQ, 1,3,5-trimethyl-2,4,6, tris (3,5-di-tertbutyl-4-hydroxybenzyl) benzene , octadecyl-3,5, di-tert-butyl-4-hydroxycinnamate, tetrakis-methylene-3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate methane, octadecyl-3- (3) 4,5-di-tert-butyl-4-hydroxyphenyl) propionate 2,5-di-tert-butyl hydroquinone, 2,2-methyl-bis- (4-methyl-6-tert-butylphenol), 2,2-methylene-bis- (4-ethyl-6-tert-butylphenol), 4,4-butylidene-bis (6-tertbutyl-m-cresol), N, N-hexamethylene bis (3,5-di-tert-butyl-4-hydroxyhydrocinnamamide), pentaerythritol tetrakis (3- (3,5-di-tertbutyl-4-hydroxyphenyl) propionate), especially that marketed by CIBA under the name IRGANOX 1010; octadecyl 3- (3,5-di-tert-butyl-4-hydroxphenyl) propionate, especially that marketed by CIBA under the name IRGANOX 1076; 1,3,5-tris (3,5-di-tert-butyl-4-hydroxybenzyl) -1,3,5-triazine-2,4,6 (1H, 3H, 5H) trione, especially that marketed by Mayzo of Norcross, Ga under the name BNX 3114; the di (stearyl) pentaerythritol diphosphite, tris (2,4-ditertbutylphenyl) phosphite, especially that marketed by CIBA under the name IRGAFOS 168; dilauryl thiodipropionate, in particular that marketed by CIBA under the name IRGANOX PS800; bis (2,4-di-tertbutyl) pentaerythritol diphosphite, in particular that marketed by CIBA under the name IRGAFOS 126; bis (2,4-bis) [2-phenylpropan-2-yl] phenyl) pentaerythritol diphosphite, triphenylphosphite, (2,4-di-tertbutylphenyl) pentaerythritol diphosphite, especially that marketed by GE Specialty Chemicals under the name ULTRANOX 626 ; tris (nonylphenyl) phosphite, in particular that marketed by CIBA under the name IRGAFOS TNPP; the 1: 1 mixture of N, N-hexamethylenebis (3,5-di-tert-butyl-4-hydroxy-hydrocinnamamide) and of tris (2,4-di-tert-butylphenyl) phosphate, in particular that marketed by CIBA under the name Irganox B 1171 ; tetrakis (2,4-di-tert-butylphenyl) phosphite, in particular that marketed by CIBA under the name IRGAFOS P-EPQ; distearylthiodipropionate, especially that marketed by CIBA under the name IRGANOX PS802; 2,4-bis (octylthiomethyl) o-cresol, especially that marketed by CIBA under the name IRGANOX 1520; 4,6-bis (dodecylthiomethyl) o-cresol including that marketed by CIBA under the name IRGANOX 1726.
Les polycondensats selon l'invention peuvent être utilisés très avantageusement dans une composition notamment cosmétique ou pharmaceutique, qui comprend par ailleurs un milieu physiologiquement, notamment cosmétiquement ou pharma- ceutiquement, acceptable, c'est-à-dire un milieu compatible avec les tissus cutanés comme la peau du visage ou du corps, et les matières kératiniques telles que les cheveux, les cils, les sourcils et les ongles.The polycondensates according to the invention can be used very advantageously in a composition, in particular a cosmetic or pharmaceutical composition, which moreover comprises a physiologically, in particular cosmetically or pharmaceutically acceptable medium, that is to say a medium which is compatible with cutaneous tissues. like the skin of the face or body, and keratin materials such as hair, eyelashes, eyebrows and nails.
La quantité de polycondensat présente dans les compositions dépend bien entendu du type de composition et des propriétés recherchées et peut varier à l'intérieur d'une gamme très large, comprise généralement entre 0,1 et 70% en poids, de préférence entre 1 et 50% en poids, notamment entre 10 et 45% en poids, voire entre 20 et 40% en poids, et mieux entre 25 et 35% en poids, par rapport au poids de la composition cosmétique ou pharmaceutique finale.The amount of polycondensate present in the compositions depends, of course, on the type of composition and the desired properties and can vary within a very wide range, generally between 0.1 and 70% by weight, preferably between 1 and 50% by weight, especially between 10 and 45% by weight, or even between 20 and 40% by weight, and better still between 25 and 35% by weight, relative to the weight of the final cosmetic or pharmaceutical composition.
La composition peut alors comprendre, selon l'application envisagée, les constituants habituels à ce type de composition.The composition may then comprise, according to the intended application, the usual constituents for this type of composition.
La composition selon l'invention peut avantageusement comprendre une phase grasse liquide, qui peut constituer un milieu solvant des polymères selon l'invention, et qui peut comprendre au moins un composé choisi parmi les huiles et/ou solvants d'origine minérale, animale, végétale ou synthétique, carbonés, hydrocarbonés, fluorés et/ou siliconés, volatils ou non volatils, seuls ou en mélange dans la mesure où ils forment un mélange homogène et stable et sont compatibles avec l'utilisation envisagée.The composition according to the invention may advantageously comprise a liquid fatty phase, which may constitute a solvent medium for the polymers according to the invention, and which may comprise at least one compound chosen from oils and / or solvents of mineral, animal, vegetable or synthetic, carbonaceous, hydrocarbon, fluorinated and / or silicone, volatile or nonvolatile, alone or in mixture to the extent that they form a homogeneous and stable mixture and are compatible with the intended use.
Par 'volatil', on entend au sens de l'invention, tout composé susceptible de s'évaporer au contact des matières kératiniques, ou des lèvres, en moins d'une heure, à température ambiante (25°C) et pression atmosphérique (1 atm). Notamment, ce composé volatil a une pression de vapeur non nulle, à température ambiante et pression atmosphérique, notamment allant de 0,13 Pa à 40 000 Pa (10"3 à 300 mm de Hg), en particulier allant de 1 ,3 Pa à 13 000 Pa (0,01 à 100 mm de Hg), et plus particulièrement allant de 1 ,3 Pa à 1300 Pa (0,01 à 10 mm de Hg). Par opposition, on entend par 'non volatil', un composé restant sur les matières kératiniques ou les lèvres à température ambiante et pression atmosphérique, au moins une heure et ayant notamment une pression de vapeur inférieure à 10~3 mm de Hg (0,13Pa).By "volatile" is meant in the sense of the invention, any compound capable of evaporating in contact with keratin materials, or lips, in less than one hour, at room temperature (25 ° C) and atmospheric pressure (1 atm). In particular, this volatile compound has a non-zero vapor pressure, at ambient temperature and atmospheric pressure, in particular ranging from 0.13 Pa to 40 000 Pa (10 -3 to 300 mmHg), in particular ranging from 1.3 Pa. at 13 000 Pa (0.01 to 100 mmHg), and more particularly ranging from 1.3 Pa to 1300 Pa (0.01 to 10 mmHg), whereas by 'non-volatile' a compound remaining on the keratin materials or the lips at room temperature and atmospheric pressure, at least one hour and having in particular a vapor pressure of less than 10 ~ 3 mm Hg (0.13 Pa).
De préférence, le milieu physiologiquement acceptable de la composition selon l'invention peut comprendre, dans une phase grasse liquide, au moins une huile et/ou un solvant qui peut être choisi parmi, seul ou en mélange :Preferably, the physiologically acceptable medium of the composition according to the invention may comprise, in a liquid fatty phase, at least one oil and / or a solvent which may be chosen from, alone or as a mixture:
1/ les esters des acides monocarboxyliques avec les monoalcools et polyalcools; avantageusement, ledit ester est un benzoate d'alkyle en C12-C15 ou répond à la formule suivante : R'rCOO-R'2 où :1 / esters of monocarboxylic acids with monoalcohols and polyalcohols; advantageously, said ester is a C12-C15 alkyl benzoate or has the following formula: R'rCOO-R'2 where:
R'1 représente un radical alkyle linéaire ou ramifié de 1 à 40 atomes de carbone, de préférence de 7 à 19 atomes de carbone, comprenant éventuellement une ou plusieurs double liaisons éthyléniques, éventuellement substitué et dont la chaîne hydrocarbonée peut être interrompue par un ou plusieurs hétéroatomes choisis parmi N et O et/ou une ou plusieurs fonctions carbonyles, et R'2 représente un radical alkyle linéaire ou ramifié de 1 à 40 atomes de carbone, de préférence de 3 à 30 atomes de carbone et mieux de 3 à 20 atomes de carbone, comprenant éventuellement une ou plusieurs double liaisons éthyléniques, éventuellement substitué et dont la chaîne hydrocarbonée peut être interrompue par un ou plusieurs hétéroatomes choisis parmi N et O et/ou une ou plusieurs fonctions carbonyles.R ' 1 represents a linear or branched alkyl radical of 1 to 40 carbon atoms, preferably 7 to 19 carbon atoms, optionally comprising one or more ethylenic double bonds, optionally substituted and whose hydrocarbon chain may be interrupted by one or more several 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 of 3 to 30 carbon atoms and better still of 3 to 20 carbon atoms. carbon atoms, optionally comprising one or more ethylenic double bonds, optionally substituted and whose hydrocarbon chain can be interrupted by one or more heteroatoms chosen from N and O and / or one or more carbonyl functions.
Par "éventuellement substitué", on entend que R'1 et/ou R'2 peuvent porter un ou plusieurs substituants choisis, par exemple, parmi les groupements comprenant un ou plusieurs hétéroatomes choisi parmi O et/ou N, tels que amino, aminé, al- coxy, hydroxyle.By "optionally substituted" is meant that R'1 and / or R'2 may carry one or more substituents selected, for example, from groups comprising one or more heteroatoms selected from O and / or N, such as amino, amino , alkoxy, hydroxyl.
Des exemples des groupes R'1 sont ceux dérivés des acides gras de préférence supérieur choisis dans le groupe constitué des acides acétique, propionique, butyrique, caproïque, caprylique, pélargonique, caprique, undécanoïque, laurique, my- ristique, palmitique, stéarique, isostéarique, arachidique, béhénique, oléique, lino- lénique, linoléïque, oléostéarique, arachidonique, érucique, et de leurs mélanges. De préférence, R'1 est un groupe alkyle ramifié non substitué de 4 à 14 atomes de carbone, de préférence de 8 à 10 atomes de carbone et R2 est un groupe alkyle ramifié non substitué de 5 à 15 atomes de carbone, de préférence de 9 à 11 atomes de carbone.Examples of the R ' 1 groups are those derived from the preferably higher fatty acids selected from the group consisting of acetic, propionic, butyric, caproic, caprylic, pelargonic, capric, undecanoic, lauric, myristic, palmitic, stearic, isostearic. , arachidic, behenic, oleic, linolenic, linoleic, oleostearic, arachidonic, erucic, and mixtures thereof. Preferably, R'1 is an unsubstituted branched alkyl group of 4 to 14 carbon atoms, preferably 8 to 10 carbon atoms and R 2 is an unsubstituted branched alkyl group of 5 to 15 carbon atoms, preferably from 9 to 11 carbon atoms.
On peut en particulier citer, de préférence, les esters en Cs-C4S, éventuellement incorporant dans leur chaîne hydrocarbonée un ou plusieurs hétéroatomes parmi N et O et/ou une ou plusieurs fonctions carbonyle; et plus particulièrement l'huile de purcellin (octanoate de cétostéaryle), l'isononanoate d'isononyle, le myristate d'isopropyle, le palmitate d'isopropyle, le palmitate d'éthyl-2-hexyle, le stéarate d'octyl-2-dodécyle, l'érucate d'octyl-2-dodécyle, l'isostéarate d'isostéaryle, le ben- zoate d'alcool en Ci2 à Ci5, le laurate d'hexyle, l'adipate de diisopropyle; et les heptanoates, octanoates, décanoates ou ricinoléates d'alcools ou de polyalcools, par exemple d'alcools gras comme le dioctanoate de propylène glycol, ainsi que le N-lauroyl sarcosinate d'isopropyle (notamment Eldew-205SL d'Ajinomoto); les esters hydroxylés comme le lactate d'isostéaryle, le malate de di-isostéaryle; et les esters du pentaérythritol; les esters ramifiés en C8-C16, notamment le néopenta- noate d'isohexyle.In particular, mention may be made, preferably, of C 4 -C 4 esters, optionally incorporating into their hydrocarbon chain one or more heteroatoms of N and O and / or one or more carbonyl functions; and more particularly purcellin oil (cetostearyl octanoate), isononyl isononanoate, isopropyl myristate, isopropyl palmitate, 2-ethylhexyl palmitate, octyl-2 stearate dodecyl, octyl-2-dodecyl erucate, isostearyl isostearate, C 2 to C 5 alcohol benzoate, hexyl laurate, diisopropyl adipate; and the heptanoates, octanoates, decanoates or ricinoleates of alcohols or polyalcohols, for example of fatty alcohols such as propylene glycol dioctanoate, as well as isopropyl N-lauroyl sarcosinate (in particular Eldew-205SL from Ajinomoto); hydroxylated esters such as isostearyl lactate, diisostearyl malate; and pentaerythritol esters; branched C8-C16 esters, especially isohexyl neopentanoate.
2/ les huiles végétales hydrocarbonées à forte teneur en triglycérides constitués d'esters d'acides gras et de glycérol dont les acides gras peuvent avoir des longueurs de chaînes variées de C4 à C24, ces dernières pouvant être linéaires ou ramifiées, saturées ou insaturées; ces huiles sont notamment les huiles de germe de blé, de maïs, de tournesol, de karité, de ricin, d'amandes douces, de macada- mia, d'abricot, de soja, de colza, de coton, de luzerne, de pavot, de potimarron, de sésame, de courge, d'avocat, de noisette, de pépins de raisin ou de cassis, d'onagre, de millet, d'orge, de quinoa, d'olive, de seigle, de carthame, de bancoulier, de passiflore, de rosier muscat, de jojoba, de palme, de calophyllum; ou encore les triglycérides des acides caprylique/caprique comme ceux vendus par la société Stearinerie Dubois ou ceux vendus sous les dénominations "Miglyol 810®" , "812® " et "818® " par la société Dynamit Nobel.2 / hydrocarbon vegetable oils with a high triglyceride content consisting of esters of fatty acids and of glycerol, the fatty acids of which may have various chain lengths of C 4 to C 24 , the latter may be linear or branched, saturated or unsaturated; these oils include wheat germ, maize, sunflower, shea, castor oil, sweet almond, macadamia, apricot, soya, rapeseed, cotton, alfalfa, poppy, pumpkin, sesame, squash, avocado, hazelnut, grape seed or black currant, evening primrose, millet, barley, quinoa, olive, rye, safflower, of bancoulier, passionflower, muscat rose, jojoba, palm, calophyllum; or triglycerides of caprylic / capric acids such as those sold by Stearinerie Dubois or those sold under the names "Miglyol 810 ®", "812 ®" and "818 ®" by the company Dynamit Nobel.
3/ les alcools, et notamment les monoalcools, en C6-C32, notamment C12-C26, comme l'alcool oléïque, l'alcool linoléique, l'alcool linolénique, l'alcool isostéaryli- que, le 2-hexyldécanol, le 2-butyloctanol, le 2-undécylpentadécanol et l'octyldodé- canol;3 / alcohols, and especially C6-C32 monoalcohols, in particular C12-C26, such as oleic alcohol, linoleic alcohol, linolenic alcohol, isostearyl alcohol, 2-hexyldecanol, 2 -butyloctanol, 2-undecylpentadecanol and octyldodecanol;
4/ les huiles hydrocarbonées, linéaires ou ramifiés, volatiles ou non, d'origine synthétique ou minérale, qui peuvent être choisies parmi les huiles hydrocarbonées ayant de 5 à 100 atomes de carbones, et notamment la vaseline, les polydécènes, les polyisobutènes hydrogénés tel que le Parléam, le squalane, le perhydrosqua- lène et leurs mélanges.4 / linear or branched hydrocarbon oils, volatile or not, of synthetic or mineral origin, which may be chosen from hydrocarbon-based oils having from 5 to 100 carbon atoms, and in particular petroleum jelly, polydecenes, hydrogenated polyisobutenes such as Parleam, squalane, perhydrosqualine and their mixtures.
On peut plus particulièrement citer les alcanes linéaires, ramifiés et/ou cycliques en C5-C48, et préférentiellement les alcanes ramifiés en C8-C16 comme les isoal- canes en C8-C16 d'origine pétrolière (appelées aussi isoparaffines); notamment le décane, l'heptane, le dodécane, le cyclohexane; ainsi que l'isododécane, l'isodécane, l'isohexadécane.It is more particularly possible to mention linear, branched and / or cyclic C5-C48 alkanes, and preferably branched C8-C16 alkanes such as C8-C16 isoalkanes of petroleum origin (also known as isoparaffins); especially decane, heptane, dodecane, cyclohexane; as well as isododecane, isodecane, isohexadecane.
5/ les huiles de silicone, volatiles ou non volatiles; Comme huiles de silicone volatiles, on peut citer les huiles de silicones linéaires ou cycliques volatiles, notamment celles ayant une viscosité inférieure à 8 centis- tokes, et ayant notamment de 2 à 10 atomes de silicium, ces silicones comportant éventuellement des groupes alkyles ou alkoxy ayant de 1 à 22 atomes de carbone; et en particulier l'octaméthylcyclotétrasiloxane, le décaméthylcyclopentasi- loxane, le dodécaméthylcyclohexasiloxane, l'heptaméthylhexyltrisiloxane, l'heptaméthyloctyltrisiloxane, l'hexaméthyldisiloxane, l'octaméthyltrisiloxane, le dé- caméthyltétrasiloxane, le dodécaméthylpentasiloxane, le méthylhexyldiméthylsi- loxane et leurs mélanges.5 / silicone oils, volatile or non-volatile; Volatile silicone oils that may be mentioned include volatile linear or cyclic silicone oils, in particular those having a viscosity of less than 8 centistokes, and especially having from 2 to 10 silicon atoms, these silicones possibly comprising alkyl or alkoxy groups. having from 1 to 22 carbon atoms; and in particular octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, heptamethylhexyltrisiloxane, heptamethyloctyltrisiloxane, hexamethyldisiloxane, octamethyltrisiloxane, demethyltetrasiloxane, dodecamethylpentasiloxane, methylhexyldimethylsiloxane and mixtures thereof.
Les huiles de silicone non volatiles utilisables selon l'invention peuvent être les po- lydiméthylsiloxanes (PDMS), les polydiméthylsiloxanes comportant des groupements alkyle ou alcoxy, pendant et/ou en bout de chaîne siliconée, groupements ayant chacun de 2 à 24 atomes de carbone, les silicones phénylées comme les phényltriméthicones, les phényldiméthicones, les phényltriméthylsiloxydiphénylsi- loxanes, les diphényldiméthicones, les diphénylméthyldiphényltrisiloxanes, les 2- phényléthyl triméthylsiloxysilicates.The nonvolatile silicone oils that may be used according to the invention may be polydimethylsiloxanes (PDMSs), polydimethylsiloxanes comprising alkyl or alkoxy groups, during and / or at the end of the silicone chain, groups each having from 2 to 24 carbon atoms. phenyl silicones such as phenyltrimethicones, phenyldimethicones, phenyltrimethylsiloxydiphenylsiloxanes, diphenyldimethicones, diphenylmethyldiphenyltrisiloxanes and 2-phenylethyl trimethylsiloxysilicates.
Préférentiellement, le milieu physiologiquement acceptable de la composition selon l'invention comprend, dans une phase grasse liquide, au moins une huile et/ou un solvant choisi parmi, seul ou en mélange, l'isododécane, le Parléam, l'isononanoate d'isononyle, l'octyldodécanol, la phényl triméthicone, les benzoates d'alkyle en C12-C15 et/ou la D5 (décaméthylcyclopentasiloxane).Preferably, the physiologically acceptable medium of the composition according to the invention comprises, in a liquid fatty phase, at least one oil and / or a solvent chosen from, alone or as a mixture, isododecane, Parleam, the isononanoate of isononyl, octyldodecanol, phenyl trimethicone, C12-C15 alkyl benzoates and / or D5 (decamethylcyclopentasiloxane).
La phase grasse liquide peut en outre comprendre des huiles et/ou solvants additionnels, qui peuvent être choisis parmi, seul ou en mélange :The liquid fatty phase may further comprise additional oils and / or solvents, which may be chosen from, alone or as a mixture:
- les huiles fluorées telles que les perfluoropolyéthers, les perfluoroalcanes comme la perfluorodécaline, les perfluorodamantanes, les monoesters, diesters et triesters de perfluoroalkylphosphates et les huiles esters fluorés;fluorinated oils such as perfluoropolyethers, perfluoroalkanes such as perfluorodecalin, perfluorodamantanes, monoesters, diesters and triesters of perfluoroalkylphosphates and fluorinated ester oils;
- les huiles d'origine animale;- oils of animal origin;
- les éthers en C6 à C40, notamment en C10-C40; les éthers de propylène glycol liquides à température ambiante tels que le monométhyléther de propylène glycol, l'acétate de monométhyléther de propylène glycol, le mono n-butyl éther de dipro- pylène glycol ;- C 6 to C 40 ethers, especially C 10 -C 40 ; propylene glycol ethers which are liquid at room temperature, such as propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate or dipropylene glycol mono-butyl ether;
- les acides gras en C8-C32, comme l'acide oléique, l'acide linoléique, l'acide lino- lénique et leurs mélanges.- C8-C32 fatty acids, such as oleic acid, linoleic acid, linolenic acid and mixtures thereof.
- les huiles bifonctionnelles, comprenant deux fonctions choisies parmi ester et/ou amide et comprenant de 6 à 30 atomes de carbone, notamment 8 à 28 atomes de carbone, mieux de 10 à 24 carbones, et 4 hétéroatomes choisis parmi O et N; de préférence les fonctions amide et ester étant dans la chaîne;- Bifunctional oils, comprising two functions selected from ester and / or amide and comprising from 6 to 30 carbon atoms, in particular 8 to 28 carbon atoms, more preferably 10 to 24 carbons, and 4 heteroatoms selected from O and N; preferably the amide and ester functions being in the chain;
- les cétones liquides à température ambiante (25°C) tels que la méthyléthylcé- tone, la méthylisobutylcétone, la diisobutylcétone, l'isophorone, la cyclohexanone, l'acétone ;ketones which are liquid at ambient temperature (25 ° C.), such as methyl ethyl ketone, methyl isobutyl ketone, diisobutyl ketone, isophorone, cyclohexanone and acetone;
- les aldéhydes liquides à température ambiante tels que le benzaldéhyde, l'acé- taldéhyde;aldehydes that are liquid at room temperature, such as benzaldehyde, acetylene, taldéhyde;
La phase grasse liquide peut représenter 1 à 90% en poids de la composition, notamment de 5 à 75% en poids, en particulier de 10 à 60% en poids, voire de 25 à 55% en poids, du poids total de la composition.The liquid fatty phase may represent 1 to 90% by weight of the composition, in particular from 5 to 75% by weight, in particular from 10 to 60% by weight, or even 25 to 55% by weight, of the total weight of the composition. .
La composition selon l'invention peut comprendre avantageusement un agent épaississant qui peut en particulier être choisi parmi :The composition according to the invention may advantageously comprise a thickening agent which may in particular be chosen from:
- les silices notamment hydrophobes, telles que celles décrites dans le document EP-A-898960, et par exemple commercialisées sous les références "AEROSIL R812®" par la société Degussa, "CAB-O-SIL TS-530®", "CAB-O-SIL TS-610®", "CAB-O-SIL TS-720®"par la société Cabot, "AEROSIL R972®", "AEROSIL R974®" par la société Degussa ;- the particular hydrophobic silicas, such as those described in EP-A-898960, for example, under the references "Aerosil R812 ®" by Degussa, "CAB-O-SIL TS-530 ®", "CAB O-SIL TS-610 ® "," CAB-O-SIL TS-720 ® "by the company Cabot," AEROSIL R972 ® "," AEROSIL R974 ® "by Degussa;
- les argiles telles que la montmorillonite, les argiles modifiées telles que les ben- tones par exemple, l'hectorite stéaralkonium, la bentonite stéaralkonium,clays, such as montmorillonite, modified clays, such as benzones, stearalkonium hectorite, stearalkonium bentonite,
- les alkyléther de polysaccharides (notamment dont le groupe alkyle comporte de 1 à 24 atomes de carbones, de préférence de 1 à 10, mieux de 1 à 6, et plus spécialement de 1 à 3) tels que ceux décrits dans le document EP-A-898958.polysaccharide alkyl ethers (in particular in which the alkyl group contains from 1 to 24 carbon atoms, preferably from 1 to 10, better still from 1 to 6, and more particularly from 1 to 3, such as those described in EP-A); A-898958.
La quantité d'agent épaississant dans la composition selon l'invention peut aller de 0,05 à 40% en poids, par rapport au poids total de la composition, de préférence de 0,5 à 20% et mieux de 1 à 15% en poids.The amount of thickening agent in the composition according to the invention may range from 0.05 to 40% by weight, relative to the total weight of the composition, preferably from 0.5 to 20% and better still from 1 to 15%. in weight.
La composition selon l'invention peut également comprendre au moins une cire d'origine végétale, animale, minérale ou de synthèse, voire siliconée. On peut en particulier citer, seules ou en mélange, les cires hydrocarbonées telles que la cire d'abeilles; la cire de Carnauba, de Candellila, d'Ouricoury, du Japon, les cires de fibres de lièges ou de canne à sucre; les cires de paraffine, de lignite; les cires microcristallines; la cire de lanoline; la cire de Montan; les ozokérites; les cires de polyéthylène; les cires obtenues par synthèse de Fischer-Tropsch; les huiles hydrogénées, les esters gras et les glycérides concrets à 25°C. On peut également utiliser des cires de silicone, parmi lesquelles on peut citer les alkyls, alcoxys et/ou esters de polyméthylsiloxane.The composition according to the invention may also comprise at least one wax of vegetable, animal, mineral, synthetic or even silicone origin. In particular, hydrocarbon waxes such as beeswax can be mentioned alone or as a mixture; Carnauba wax, Candellila wax, Ouricoury wax, Japan wax, cork fiber wax or sugar cane wax; paraffin waxes of lignite; microcrystalline waxes; lanolin wax; the wax of Montan; ozokerites; polyethylene waxes; waxes obtained by Fischer-Tropsch synthesis; hydrogenated oils, fatty esters and concrete glycerides at 25 ° C. It is also possible to use silicone waxes, among which mention may be made of alkyls, alkoxys and / or polymethylsiloxane esters.
La quantité de cire dans la composition selon l'invention peut aller de 0,1 à 70% en poids, par rapport au poids total de la composition, de préférence de 1 à 40% en poids, et mieux de 5 à 30% en poids.The amount of wax in the composition according to the invention may range from 0.1 to 70% by weight, relative to the total weight of the composition, preferably from 1 to 40% by weight, and better still from 5 to 30% by weight. weight.
La composition selon l'invention peut également comprendre une ou plusieurs matières colorantes choisies parmi les composés pulvérulents comme les pigments, les charges, les nacres et les paillettes, et/ou les colorants liposolubles ou hydro- solubles. Les matières colorantes, notamment pulvérulentes, peuvent être présentes, dans la composition, en une teneur de 0,01 à 50% en poids, par rapport au poids de la composition, de préférence de 0,1 à 40% en poids, voire de 1 à 30% en poids. Par pigments, il faut comprendre des particules de toute forme, blanches ou colorées, minérales ou organiques, insolubles dans le milieu physiologique, destinées à colorer la composition. Par nacres, il faut comprendre des particules de toute forme irisées, notamment produites par certains mollusques dans leur coquille ou bien synthétisées.The composition according to the invention may also comprise one or more dyestuffs chosen from pulverulent compounds such as pigments, fillers, nacres and flakes, and / or fat-soluble or water-soluble dyes. The dyestuffs, in particular pulverulent, may be present in the composition in a content of from 0.01 to 50% by weight, relative to the weight of the composition, preferably from 0.1 to 40% by weight, or even from 1 to 30% by weight. By pigments, it is necessary to understand particles of any shape, white or colored, mineral or organic, insoluble in the physiological medium, intended to color the composition. By nacres, it is necessary to understand particles of any iridescent form, in particular produced by certain molluscs in their shell or else synthesized.
Les pigments peuvent être blancs ou colorés, minéraux et/ou organiques, interfé- rentiels ou non. On peut citer, parmi les pigments minéraux, le dioxyde de titane, éventuellement traité en surface, les oxydes de zirconium ou de cérium, ainsi que les oxydes de fer ou de chrome, le violet de manganèse, le bleu outremer, l'hydrate de chrome et le bleu ferrique. Parmi les pigments organiques, on peut citer le noir de carbone, les pigments de type D & C, et les laques à base de carmin de cochenille, de baryum, strontium, calcium, aluminium. Les pigments nacrés peuvent être choisis parmi les pigments nacrés blancs tels que le mica recouvert de titane, ou d'oxychlorure de bismuth, les pigments nacrés colorés tels que le mica titane avec des oxydes de fer, le mica titane avec notamment du bleu ferrique ou de l'oxyde de chrome, le mica titane avec un pigment organique du type précité ainsi que les pigments nacrés à base d'oxychlorure de bismuth. Les charges peuvent être minérales ou organiques, lamellaires ou sphériques. On peut citer le talc, le mica, la silice, le kaolin, les poudres de Nylon et de polyéthy- lène, de poly-β-alanine et de polyéthylène, le Téflon, la lauroyl-lysine, l'amidon, le nitrure de bore, les poudres de polymères de tétrafluoroéthylène, les microsphères creuses telles que l'Expancel (Nobel Industrie), le polytrap (Dow Corning) et les microbilles de résine de silicone (Tospearls de Toshiba, par exemple), le carbonate de calcium précipité, le carbonate et l'hydro-carbonate de magnésium, l'hydroxyapatite, les microsphères de silice creuses (SILICA BEADS de MAPRECOS), les microcapsules de verre ou de céramique, les savons métalliques dérivés d'acides organiques carboxyliques ayant de 8 à 22 atomes de carbone, de préférence de 12 à 18 atomes de carbone, par exemple le stéarate de zinc, de magnésium ou de lithium, le laurate de zinc, le myristate de magnésium. Les colorants liposolubles sont par exemple le rouge Soudan, le DC Red 17, le DC Green 6, le β-carotène, l'huile de soja, le brun Soudan, le DC Yellow, 11 , le DC Violet 2, le DC orange 5, le jaune quinoléine. Ils peuvent représenter 0,01 à 20% du poids de la composition et mieux de 0,1 à 6%. Les colorants hydrosolu- bles sont par exemple le jus de betterave, le bleu de méthylène et peuvent représenter 0,01 à 6% du poids total de la composition.The pigments may be white or colored, inorganic and / or organic, interferential or not. Among the inorganic pigments, mention may be made of titanium dioxide, optionally surface-treated, zirconium or cerium oxides, as well as iron or chromium oxides, manganese violet, ultramarine blue, hydrate of chrome and ferric blue. Among the organic pigments, mention may be made of carbon black, D & C type pigments, and lacquers based on cochineal carmine, barium, strontium, calcium, aluminum. The pearlescent pigments may be chosen from white pearlescent pigments such as mica coated with titanium, or bismuth oxychloride, colored pearlescent pigments such as titanium mica with iron oxides, titanium mica with in particular ferric blue or chromium oxide, titanium mica with an organic pigment of the aforementioned type as well as pearlescent pigments based on bismuth oxychloride. The fillers can be mineral or organic, lamellar or spherical. Mention may be made of talc, mica, silica, kaolin, powders of nylon and polyethylene, poly-β-alanine and polyethylene, Teflon, lauroyl-lysine, starch, nitrile and the like. boron, tetrafluoroethylene polymer powders, hollow microspheres such as Expancel (Nobel Industry), polytrap (Dow Corning) and silicone resin microspheres (Toshiba Tospearls, for example), precipitated calcium carbonate, magnesium carbonate and hydrocarbonate, hydroxyapatite, hollow silica microspheres (SILICA BEADS from MAPRECOS), glass or ceramic microcapsules, metallic soaps derived from organic carboxylic acids having from 8 to 22 atoms carbon, preferably from 12 to 18 carbon atoms, for example zinc, magnesium or lithium stearate, zinc laurate, magnesium myristate. Liposoluble dyes are for example Sudan Red, DC Red 17, DC Green 6, β-carotene, soybean oil, Sudan Brown, DC Yellow, 11, DC Violet 2, Orange DC 5 , yellow quinoline. They may represent 0.01 to 20% of the weight of the composition and better still 0.1 to 6%. The water-soluble dyes are, for example, beet juice, methylene blue and may represent 0.01 to 6% of the total weight of the composition.
La composition peut comprendre, en outre, d'autres ingrédients utilisés couramment dans les compositions cosmétiques. De tels ingrédients peuvent être choisis parmi les antioxydants, les parfums, les huiles essentielles, les conservateurs, les actifs cosmétiques, les hydratants, les vitamines, les céramides, les filtres solaires, les tensioactifs, les agents d'étalement, les agents mouillants, les agents dispersants, les anti-mousses, les neutralisants, les stabilisants, les polymères et notamment les polymères filmogènes liposolubles, et leurs mélanges. Bien entendu, l'homme du métier veillera à choisir ce ou ces éventuels composés complémentaires, et/ou leur quantité, de manière telle que les propriétés avantageuses de la composition pour l'utilisation selon l'invention ne soient pas, ou substantiellement pas, altérées par l'adjonction envisagée.The composition may further include other ingredients commonly used in cosmetic compositions. Such ingredients may be chosen from antioxidants, perfumes, essential oils, preservatives, cosmetic active agents, moisturizers, vitamins, ceramides, sunscreens, surfactants, spreading agents, wetting agents, dispersing agents, antifoams, neutralizers, stabilizers, polymers and especially fat-soluble film-forming polymers, and mixtures thereof. Of course, those skilled in the art will take care to choose this or these optional compounds complementary, and / or their amount, such that the advantageous properties of the composition for use according to the invention are not, or not substantially impaired by the addition envisaged.
Les compositions selon l'invention peuvent se présenter sous toute forme acceptable et usuelle pour une composition cosmétique ou pharmaceutique. Elles peuvent donc se présenter sous la forme d'une suspension, une dispersion notamment d'huile dans de l'eau grâce à des vésicules; une solution organique ou huileuse éventuellement épaissie voire gélifiée; une émulsion huile-dans-eau, eau- dans-huile, ou multiple; un gel ou une mousse; un gel huileux ou émulsionné; une dispersion de vésicules notamment lipidiques; une lotion biphasé ou multiphase; un spray; d'une lotion, d'une crème, d'une pommade, d'une pâte souple, d'un onguent, d'un solide coulé ou moulé et notamment en stick ou en coupelle, ou encore de solide compacté.The compositions according to the invention may be in any form acceptable and customary for a cosmetic or pharmaceutical composition. They can therefore be in the form of a suspension, a dispersion including oil in water with vesicles; an organic or oily solution optionally thickened or even gelled; an oil-in-water, water-in-oil or multiple emulsion; a gel or a mousse; an oily or emulsified gel; a dispersion of vesicles, in particular lipids; a two-phase or multiphase lotion; a spray; a lotion, a cream, an ointment, a soft paste, an ointment, a solid cast or molded and especially stick or cup, or compacted solid.
L'homme du métier pourra choisir la forme galénique appropriée, ainsi que sa méthode de préparation, sur la base de ses connaissances générales, en tenant compte d'une part de la nature des constituants utilisés, notamment de leur solubilité dans le support, et d'autre part de l'application envisagée pour la composition.Those skilled in the art may choose the appropriate dosage form, as well as its method of preparation, on the basis of its general knowledge, taking into account, on the one hand, the nature of the constituents used, in particular their solubility in the support, and on the other hand, of the application envisaged for the composition.
Les compositions conformes à l'invention présentant une brillance et une tenue de ladite brillance améliorées par rapport à l'état de l'art, elles peuvent être utilisées pour le soin ou le maquillage des matières kératiniques telles que les cheveux, la peau, les cils, les sourcils, les ongles, les lèvres, le cuir chevelu et plus particulièrement pour le maquillage des lèvres, des cils et/ou du visage. Elles peuvent donc se présenter sous la forme d'un produit de soin et/ou de maquillage de la peau du corps ou du visage, des lèvres, des cils, des sourcils, des cheveux, du cuir cheveu ou des ongles; d'un produit solaire ou autobronzant; d'un produit capillaire notamment de coloration, de conditionnement et/ou de soin des cheveux; elles se présentent avantageusement sous forme de mascara, de rouge à lèvres, de brillant à lèvres (gloss), de fard à joues ou à paupières, de fond de teint.The compositions in accordance with the invention having improved gloss and gloss strength compared with the state of the art, they can be used for the care or the makeup of keratin materials such as the hair, the skin, the skin and the skin. eyelashes, eyebrows, nails, lips, scalp and more particularly for makeup of lips, eyelashes and / or face. They can therefore be in the form of a care product and / or makeup of the skin of the body or face, lips, eyelashes, eyebrows, hair, leather hair or nails; a suntan or self-tanning product; a hair product including coloring, conditioning and / or hair care; they are advantageously in the form of mascara, lipstick, lip gloss (gloss), blush or eyelid, foundation.
L'invention a encore pour objet un procédé de traitement cosmétique des matières kératiniques, notamment de la peau du corps ou du visage, des lèvres, des ongles, des cheveux et/ou des cils, comprenant l'application sur lesdites matières d'une composition cosmétique telle que définie précédemment. Ce procédé selon l'invention permet notamment le soin ou le maquillage des lèvres, par application d'une composition de rouge à lèvres ou de brillant à lèvres (gloss) selon l'invention.The subject of the invention is also a process for the cosmetic treatment of keratin materials, in particular the skin of the body or of the face, the lips, the nails, the hair and / or the eyelashes, comprising the application on the said materials of a cosmetic composition as defined above. This method according to the invention allows in particular the care or makeup of the lips, by applying a composition of lipstick or lip gloss (gloss) according to the invention.
L'invention est illustrée plus en détails par les exemples qui suivent.The invention is further illustrated by the following examples.
Exemple 1 : Synthèse du pentaérythrityl isophtalate/isostéarate Dans un réacteur équipé d'une agitation mécanique, d'une arrivée d'argon et d'un système de distillation, on charge 280g d'acide isostéarique et 100g de pentaéry- thritol, puis on chauffe progressivement, sous un léger courant d'argon, à 110- 1300C pour obtenir une solution homogène. On augmente ensuite progressivement la température jusqu'à 1800C et on la maintient pendant environ 2 heures. On augmente de nouveau la température jusqu'à 220°C et on la maintient jusqu'à ce qu'on obtienne un indice d'acide inférieur ou égal à 1 , ce qui prend environ 11 heures. On refroidit à une température comprise entre 100 et 1300C puis on introduit 100g d'acide isophtalique et on chauffe à nouveau progressivement jusqu'à 220°C pendant environ 11 heures.Example 1 Synthesis of Pentaerythrityl Isophthalate / Isostearate In a reactor equipped with a mechanical stirrer, an inlet of argon and a distillation system, 280 g of isostearic acid and 100 g of pentaerythritol are charged and then heated gradually, under a gentle stream of argon at 110-130 ° C. to obtain a homogeneous solution. The temperature is then gradually increased to 180 ° C. and maintained for about 2 hours. The temperature is again raised to 220 ° C and maintained until an acid number of less than or equal to 1 is obtained, which takes about 11 hours. It is cooled to a temperature of between 100 and 130 ° C., then 100 g of isophthalic acid are introduced and heated again gradually to 220 ° C. for about 11 hours.
On obtient ainsi 420g de polycondensat pentaérythrityl isophtalate/isostéarate sous la forme d'une huile très épaisse.420 g of pentaerythrityl isophthalate / isostearate polycondensate are thus obtained in the form of a very thick oil.
Le polycondensat présente les caractéristiques suivantes :The polycondensate has the following characteristics:
- Indice d'acide = 3,5 - η110°C = 2280 mPa.s- Acid number = 3.5 - η110 ° C = 2280 mPa.s
Exemple 2 : Synthèse du diqlyceryl sebaçate/isostéarateExample 2 Synthesis of diqlyceryl sebacate / isostearate
Dans un réacteur équipé d'une agitation mécanique, d'une arrivée d'argon et d'un système de distillation, on charge 295g d'acide isostéarique, 100g de diglycérol et 105g d'acide sébacique puis on chauffe progressivement jusqu'à 2200C et on maintient la température pendant environ 7 heures.In a reactor equipped with mechanical stirring, an inlet of argon and a distillation system, 295 g of isostearic acid, 100 g of diglycerol and 105 g of sebacic acid are charged and then the mixture is gradually heated to 220.degree. 0 C and the temperature is maintained for about 7 hours.
On obtient ainsi 430g de polycondensat sous la forme d'une huile très épaisse. Le polycondensat présente les caractéristiques suivantes :430 g of polycondensate are thus obtained in the form of a very thick oil. The polycondensate has the following characteristics:
- Indice d'acide = 5,3 - η110°C = 1040 mPa.s- Acid number = 5.3 - η110 ° C = 1040 mPa.s
Exemple 3 : Synthèse du qlycéryl sebaçate/isostéarateExample 3 Synthesis of qlyceryl sebacate / isostearate
Dans un réacteur équipé d'une agitation mécanique, d'une arrivée d'argon et d'un système de distillation, on charge 280g d'acide isostéarique, 85g de glycérol et 135g d'acide sébacique puis on chauffe progressivement jusqu'à 2200C et on maintient la température pendant environ 7 heures.In a reactor equipped with a mechanical stirrer, an argon inlet and a distillation system, 280 g of isostearic acid, 85 g of glycerol and 135 g of sebacic acid are charged and the mixture is gradually heated to 220 ° C. 0 C and the temperature is maintained for about 7 hours.
On obtient ainsi 410g de polycondensat sous la forme d'une huile épaisse. Le polycondensat présente les caractéristiques suivantes :410 g of polycondensate are thus obtained in the form of a thick oil. The polycondensate has the following characteristics:
- Indice d'acide = 6,4 - η80°C = 164 mPa.s- Acid number = 6.4 - η80 ° C = 164 mPa.s
Exemple 4 : Synthèse du sorbitol sebaçate/isostéarate Dans un réacteur équipé d'une agitation mécanique, d'une arrivée d'argon et d'un système de distillation, on charge 305g d'acide isostéarique, 105g de sorbitol et 90g d'acide sébacique puis on chauffe progressivement jusqu'à 1800C et on maintient la température pendant environ 30 heures.Example 4 Synthesis of sorbitol sebacate / isostearate In a reactor equipped with a mechanical stirrer, an inlet of argon and a distillation system, 305 g of isostearic acid, 105 g of sorbitol and 90 g of sebacic acid are charged and then heated up to 180 0 C and the temperature is maintained for about 30 hours.
On obtient ainsi 400g de polycondensat sous la forme d'une huile très épaisse. Le polycondensat présente les caractéristiques suivantes :400 g of polycondensate are thus obtained in the form of a very thick oil. The polycondensate has the following characteristics:
- Indice d'acide = 20,8- Acid number = 20.8
- η80°C = 584 mPa.s- η80 ° C = 584 mPa.s
Exemple 5Example 5
On a préparé un rouge à lèvres ayant la composition suivante :A lipstick having the following composition was prepared:
- polycondensat de l'exemple 1 30 gpolycondensate of Example 1 30 g
- cire de polyéthylène 11 g- polyethylene wax 11 g
- pigments et charges 7 g- pigments and fillers 7 g
- Parléam (isoparaffine hydrogénée) qsp 100 g- Parléam (hydrogenated isoparaffin) qs 100 g
On obtient, après application sur les lèvres, un film coloré et brillant, qui reste brillant au moins 2 heures.After application to the lips, a colored and glossy film is obtained which remains bright for at least 2 hours.
On peut préparer de manière similaire, un rouge-à-lèvres en remplaçant le polycondensat de l'exemple 1 par celui de l'exemple 2, 3 ou 4.A lipstick can be prepared similarly by replacing the polycondensate of Example 1 with that of Example 2, 3 or 4.
Exemple 6 : Synthèse du diqlyceryl isostéarate/qlutamate/sébaçateExample 6 Synthesis of diqlyceryl isostearate / qlutamate / sebacate
Dans un réacteur équipé d'une agitation mécanique, d'une arrivée d'argon et d'un système de distillation, on charge 280g d'acide isostéarique, 115 g de diglycérol, 15g d'acide glutamique et 90g d'acide sébacique, puis on chauffe jusqu'à 2300C et on maintient la température pendant environ 5 heures.In a reactor equipped with mechanical stirring, an inlet of argon and a distillation system, 280 g of isostearic acid, 115 g of diglycerol, 15 g of glutamic acid and 90 g of sebacic acid are charged, then heated to 230 0 C and the temperature is maintained for about 5 hours.
On obtient ainsi 430g de polycondensat sous la forme d'une huile épaisse. Le polycondensat présente les caractéristiques suivantes :430 g of polycondensate are thus obtained in the form of a thick oil. The polycondensate has the following characteristics:
- Indice d'acide = 8,0- Acid number = 8.0
- η80°C =300 mPa.s- η80 ° C = 300 mPa.s
Exemple 7 : Synthèse du qlycéryl sebaçate/trans-aconitate /isostéarateExample 7 Synthesis of qlyceryl sebacate / trans-aconitate / isostearate
Dans un réacteur équipé d'une agitation mécanique, d'une arrivée d'argon et d'un système de distillation, on charge 270g d'acide isostéarique, 90g de glycérol, 35g d'acide trans-aconitique et 105g d'acide sébacique puis on chauffe progressivement jusqu'à 2200C et on maintient la température pendant environ 8 heures. On obtient ainsi 440g de polycondensat sous la forme d'une huile épaisse. Le polycondensat présente les caractéristiques suivantes :In a reactor equipped with a mechanical stirrer, an inlet of argon and a distillation system, 270 g of isostearic acid, 90 g of glycerol, 35 g of trans-aconitic acid and 105 g of sebacic acid are charged. then heated gradually to 220 0 C and the temperature is maintained for about 8 hours. 440 g of polycondensate are thus obtained in the form of a thick oil. The polycondensate has the following characteristics:
- Indice d'acide = 1 ,2- Acid number = 1, 2
- η80°C = 228 mPa.s- η80 ° C = 228 mPa.s
Exemple 8 : Synthèse du diαlvceryl sebacate/trans-aconitate /isostéarateEXAMPLE 8 Synthesis of Diαlvceryl Sebacate / Trans-Aconitate / Isostearate
Dans un réacteur équipé d'une agitation mécanique, d'une arrivée d'argon et d'un système de distillation, on charge 295g d'acide isostéarique, 105g de diglycérol, 15g d'acide trans-aconitique et 85g d'acide sébacique, puis on chauffe progressivement jusqu'à 2200C et on maintient la température pendant environ 7 heures.In a reactor equipped with mechanical agitation, an inlet of argon and a distillation system, 295 g of isostearic acid, 105 g of diglycerol, 15 g of trans-aconitic acid and 85 g of sebacic acid are charged. then heated gradually to 220 0 C and the temperature is maintained for about 7 hours.
On obtient ainsi 450g de polycondensat sous la forme d'une huile épaisse. Le polycondensat présente les caractéristiques suivantes :450 g of polycondensate are thus obtained in the form of a thick oil. The polycondensate has the following characteristics:
- Indice d'acide = 4,2- Acid number = 4.2
- η80°C = 384 mPa.s- η80 ° C = 384 mPa.s
Exemple 9 : Synthèse du diαlvceryl sebacate/trans-aconitate /itaconate/isostéarateExample 9 Synthesis of Diαlvceryl Sebacate / Trans-Aconitate / Itaconate / Isostearate
Dans un réacteur équipé d'une agitation mécanique, d'une arrivée d'argon et d'un système de distillation, on charge 280 g d'acide isostéarique, 115 g de diglycérol, 15g d'acide trans-aconitique, 10g d'anhydride itaconique et 80g d'acide sébacique puis on chauffe progressivement jusqu'à 2200C et on maintient la température pendant environ 8 heures.In a reactor equipped with a mechanical stirrer, an inlet of argon and a distillation system, 280 g of isostearic acid, 115 g of diglycerol, 15 g of trans-aconitic acid, 10 g of potassium are charged. itaconic anhydride and 80 g of sebacic acid and then gradually heated to 220 0 C and the temperature is maintained for about 8 hours.
On obtient ainsi 450g de polycondensat sous la forme d'une huile épaisse. Le polycondensat présente les caractéristiques suivantes :450 g of polycondensate are thus obtained in the form of a thick oil. The polycondensate has the following characteristics:
- Indice d'acide = 4,5- Acid number = 4.5
- η80°C = 555 mPa.s - η80 ° C = 555 mPa.s

Claims

REVENDICATIONS
1. Composition cosmétique ou pharmaceutique comprenant, dans un milieu cos- métiquement ou pharmaceutiquement acceptable, au moins un polycondensat susceptible d'être obtenu par réaction des seuls monomères suivants :A cosmetic or pharmaceutical composition comprising, in a cosmetically or pharmaceutically acceptable medium, at least one polycondensate obtainable by reaction of the following monomers only:
- de 10 à 30% en poids, par rapport au poids total du polycondensat, d'un ou plusieurs polyols comprenant 3 à 6 groupes hydroxyles;from 10 to 30% by weight, relative to the total weight of the polycondensate, of one or more polyols comprising 3 to 6 hydroxyl groups;
- de 30 à 80% en poids, par rapport au poids total du polycondensat, d'un ou plusieurs acides monocarboxyliques non aromatiques, saturé ou insaturé, linéaire, ramifié et/ou cyclique, comprenant 6 à 32 atomes de carbone;from 30 to 80% by weight, relative to the total weight of the polycondensate, of one or more linear or branched and / or cyclic saturated or unsaturated non-aromatic monocarboxylic acids comprising 6 to 32 carbon atoms;
- de 1 à 40% en poids, par rapport au poids total du polycondensat, d'un ou plusieurs acides polycarboxyliques et/ou anhydrides cycliques d'un tel acide polycar- boxylique et/ou lactones comprenant au moins un groupement COOH; et optionnellement de 0,1 à 15% en poids, par rapport au poids total du polycondensat, d'une ou plusieurs silicones à fonction hydroxyle et/ou carboxylique.from 1 to 40% by weight, relative to the total weight of the polycondensate, of one or more polycarboxylic acids and / or cyclic anhydrides of such a polycarboxylic acid and / or lactones comprising at least one COOH group; and optionally from 0.1 to 15% by weight, based on the total weight of the polycondensate, of one or more hydroxyl and / or carboxylic functional silicones.
2. Composition selon la revendication précédente, dans laquelle le polyol est choisi parmi, seul ou en mélange :2. Composition according to the preceding claim, wherein the polyol is chosen from, alone or as a mixture:
- les triols, tels que 1 ,2,4-butanetriol, le 1 ,2,6-hexanetriol, le triméthyloléthane, le triméthylolpropane, le glycérol;triols, such as 1,2,4-butanetriol, 1,2,6-hexanetriol, trimethylolethane, trimethylolpropane and glycerol;
- les tétraols, tels que le pentaérythritol, l'érythritol, le diglycérol ou le ditriméthylol- propane;tetraols, such as pentaerythritol, erythritol, diglycerol or ditrimethylolpropane;
- les pentols tels que le xylitol,pentols such as xylitol,
- les hexols tels que le sorbitol et le mannitol; ou encore le dipentaérythritol ou le triglycérol.hexols such as sorbitol and mannitol; or dipentaerythritol or triglycerol.
3. Composition selon l'une des revendications précédentes, dans laquelle le polyol, ou le mélange de polyols, représente 12 à 25% en poids, et mieux 14 à 22% en poids, du poids total du polycondensat.3. Composition according to one of the preceding claims, wherein the polyol, or the polyol mixture, represents 12 to 25% by weight, and more preferably 14 to 22% by weight, of the total weight of the polycondensate.
4. Composition selon l'une des revendications précédentes, dans laquelle l'acide monocarboxylique non aromatique est choisi parmi, seul ou en mélange:4. Composition according to one of the preceding claims, wherein the non-aromatic monocarboxylic acid is chosen from, alone or as a mixture:
- les acides monocarboxyliques saturés tels que l'acide caproïque, l'acide capryli- que, l'acide isoheptanoïque, l'acide 4-éthylpentanoïque, l'acide 2-éthylhexanoïque, l'acide 4,5-diméthylhexanoïque, l'acide 2-heptylheptanoïque, l'acide 3,5,5- triméthylhexanoïque, l'acide octanoïque, l'acide isooctanoïque, l'acide nonanoï- que, l'acide décanoïque, l'acide isononanoïque, l'acide laurique, l'acide tridécanoï- que, l'acide myristique, l'acide palmitique, l'acide stéarique, l'acide isostéarique, l'acide arachidique, l'acide béhénique, l'acide cérotique (hexacosanoïque); l'acide cyclopentanecarboxylique, l'acide cyclopentaneacétique, l'acide 3-cyclopentyl- propionique, l'acide cyclohexanecarboxylique, l'acide cyclohexylacétique, l'acide 4-cyclohexylbutyrique; - les acides monocarboxyliques insaturés mais non aromatiques, tels que l'acide caproléique, l'acide obtusilique, l'acide undécylénique, l'acide dodécylénique, l'acide lindérique, l'acide myristoléique, l'acide physétérique, l'acide tsuzuique, l'acide palmitoléique, l'acide oléique, l'acide pétrosélinique, l'acide vaccénique, l'acide élaidique, l'acide gondoïque, l'acide gadoléique, l'acide érucique, l'acide cétoléique, l'acide nervonique, l'acide linoléique, l'acide linolénique, l'acide arachi- donique.saturated monocarboxylic acids such as caproic acid, caprylic acid, isoheptanoic acid, 4-ethylpentanoic acid, 2-ethylhexanoic acid, 4,5-dimethylhexanoic acid, acid 2-heptylheptanoic acid, 3,5,5-trimethylhexanoic acid, octanoic acid, isooctanoic acid, nonanoic acid, decanoic acid, isononanoic acid, lauric acid, acid tridecanoic acid, myristic acid, palmitic acid, stearic acid, isostearic acid, arachidic acid, behenic acid, cerotic acid (hexacosanoic acid); cyclopentanecarboxylic acid, cyclopentaneacetic acid, 3-cyclopentylpropionic acid, cyclohexanecarboxylic acid, cyclohexylacetic acid, 4-cyclohexylbutyric acid; unsaturated but nonaromatic monocarboxylic acids, such as caproleic acid, obtusilic acid, undecylenic acid, dodecylenic acid, linderic acid, myristoleic acid, physétérique acid, tsuzuique acid , palmitoleic acid, oleic acid, petroselinic acid, vaccenic acid, elaidic acid, gondoic acid, gadoleic acid, erucic acid, cetoleic acid, nervonic acid , linoleic acid, linolenic acid, arachidonic acid.
5. Composition selon l'une des revendications précédentes, dans laquelle l'acide monocarboxylique non aromatique, ou le mélange desdits acides, représente 40 à 75% en poids, voire 45 à 70% en poids, et mieux 50 à 65% en poids, du poids total du polycondensat final.5. Composition according to one of the preceding claims, wherein the nonaromatic monocarboxylic acid, or the mixture of said acids, represents 40 to 75% by weight, or even 45 to 70% by weight, and more preferably 50 to 65% by weight. , the total weight of the final polycondensate.
6. Composition selon l'une des revendications précédentes, dans laquelle l'acide polycarboxylique ou son anhydride est choisi parmi, seul ou en mélange,6. Composition according to one of the preceding claims, wherein the polycarboxylic acid or its anhydride is chosen from, alone or as a mixture,
- les acides polycarboxyliques linéaires, ramifiés et/ou cycliques, saturés ou insaturés, voire aromatiques, comprenant 2 à 50 atomes de carbone; ledit acide comprenant au moins deux groupes carboxyliques COOH; et pouvant optionnellement comprendre 1 à 10 hétéroatomes, identiques ou différents, choisis parmi O, N et S; et/ou pouvant optionnellement comprendre au moins un radical perfluoré choisi parmi -CF2- (divalent) ou -CF3, et leurs anhydrides;linear, branched and / or cyclic, saturated or unsaturated or even aromatic polycarboxylic acids comprising 2 to 50 carbon atoms; said acid comprising at least two carboxylic groups COOH; and may optionally comprise 1 to 10 heteroatoms, identical or different, selected from O, N and S; and / or optionally comprising at least one perfluorinated radical chosen from -CF 2 - (divalent) or -CF 3, and their anhydrides;
- les acides polycarboxyliques à chaîne saturée ou insaturée, linéaire ou ramifiée, comprenant au moins un hétéroatome choisi parmi O, N et/ou S, notamment 1 à 10 hétéroatomes identiques ou différents, et/ou comprenant au moins un radical perfluoré -CF2- ou -CF3 et possédant par ailleurs au moins 2 groupes carboxyliques COOH; et leurs anhydrides;saturated or unsaturated, linear or branched chain polycarboxylic acids comprising at least one heteroatom chosen from O, N and / or S, especially 1 to 10 identical or different heteroatoms, and / or comprising at least one perfluorinated radical -CF 2 or -CF 3 and also having at least 2 carboxylic groups COOH; and their anhydrides;
- les acides polycarboxyliques hétérocycliques, saturé ou insaturé, voire aromatique, comprenant au moins un hétéroatome choisi parmi O, N et/ou S, notamment 1 à 10 hétéroatomes identiques ou différents, et au moins 2 groupes carboxyliques COOH; et leurs anhydrides;saturated or unsaturated or even aromatic heterocyclic polycarboxylic acids comprising at least one heteroatom chosen from O, N and / or S, in particular 1 to 10 identical or different heteroatoms, and at least 2 carboxylic groups COOH; and their anhydrides;
- les acides polycarboxyliques dérivés de sucre, susceptibles d'être obtenus notamment par oxydation d'un aldose, et comprenant au moins 2 groupes carboxyliques COOH; et leurs anhydrides;- Polycarboxylic acids derived from sugar, obtainable in particular by oxidation of an aldose, and comprising at least 2 carboxylic groups COOH; and their anhydrides;
- l'anhydride itaconique et le 1 ,4-monoanhydride de l'acide 1 ,4,5,8- naphthalenetetracarboxylique;itaconic anhydride and 1,4-monoanhydride of 1,4,5,8-naphthalenetetracarboxylic acid;
- les aminoacides polycarboxyliques (y compris hétérocycliques), c'est-à-dire les acides polycarboxyliques à chaîne saturée ou insaturée, linéaire, ramifiée, et/ou cyclique, comprenant éventuellement au moins un hétéroatome choisi parmi O, N et/ou S, notamment 1 à 10 hétéroatomes identiques ou différents, et/ou comprenant éventuellement au moins un radical perfluoré -CF2- ou -CF3; et comprenant en outre au moins une fonction aminé primaire, secondaire ou tertiaire et possédant par ailleurs au moins 2 groupes carboxyliques COOH; et leurs anhydrides. polycarboxylic amino acids (including heterocyclic acids), that is to say polycarboxylic acids with a saturated or unsaturated, linear, branched and / or cyclic chain, optionally comprising at least one heteroatom chosen from O, N and / or S , in particular 1 to 10 identical or different heteroatoms, and / or optionally comprising at least one perfluorinated radical -CF 2 - or -CF 3 ; and further comprising at least one primary, secondary or tertiary amine function and further having at least 2 COOH carboxylic groups; and their anhydrides.
7. Composition selon l'une des revendications précédentes, dans laquelle l'acide polycarboxylique, ou son anhydride, est choisi parmi, seul ou en mélange,7. Composition according to one of the preceding claims, in which the polycarboxylic acid, or its anhydride, is chosen from, alone or as a mixture,
- l'acide décanedioïque, l'acide dodécanedioïque, l'acide cyclopropanedicarboxyli- que, l'acide cyclohexanedicarboxylique, l'acide cyclobutanedicarboxylique, l'acide naphtalène-1 ,4-dicarboxylique, l'acide naphtalène-2,3-dicarboxylique, l'acide naphtalène-2,6-dicarboxylique, l'acide subérique, l'acide oxalique, l'acide maloni- que, l'acide succinique, l'acide phtalique, l'acide téréphtalique, l'acide isophtalique, l'acide tétrahydrophtalique, l'acide hexahydrophtalique, l'acide pimélique, l'acide sébacique, l'acide azélaïque, l'acide glutarique, l'acide adipique, l'acide fumarique, l'acide maléïque, l'acide itaconique, les dimères d'acides gras (notamment en C36); l'acide cyclohexanetricarboxylique, l'acide trimellitique, l'acide 1 ,2,3- benzènetricarboxylique, l'acide 1 ,3,5-benzènetricarboxylique; l'acide aconitique;decanedioic acid, dodecanedioic acid, cyclopropanedicarboxylic acid, cyclohexanedicarboxylic acid, cyclobutanedicarboxylic acid, naphthalene-1,4-dicarboxylic acid, naphthalene-2,3-dicarboxylic acid, naphthalene-2,6-dicarboxylic acid, suberic acid, oxalic acid, malonic acid, succinic acid, phthalic acid, terephthalic acid, isophthalic acid, tetrahydrophthalic acid, hexahydrophthalic acid, pimelic acid, sebacic acid, azelaic acid, glutaric acid, adipic acid, fumaric acid, maleic acid, itaconic acid, dimers fatty acids (especially C36); cyclohexanetricarboxylic acid, trimellitic acid, 1,2,3-benzenetricarboxylic acid, 1,3,5-benzenetricarboxylic acid; aconitic acid;
- l'acide butanetétracarboxylique et l'acide pyroméllitique,- Butanetetracarboxylic acid and pyromelitic acid,
- l'acide 2,2'-[1 ,5-pentanediylbis(thio)]bis-acétique2,2 '- [1,5-pentanediylbis (thio)] bis-acetic acid
- l'acide 6,6'-[(1 ,2-dioxo-1 ,2-ethanediyl)diimino]bis-hexanoïque6,6 '- [(1,2-dioxo-1,2-ethanediyl) diimino] bis-hexanoic acid
- l'acide 2,2'-sulfinylbis-acétique2,2'-sulfinylbisacetic acid
- l'acide 4,13-dioxo- 3,5,12,14-Tetraazahexadecanedioïque4,13-dioxo-3,5,12,14-Tetraazahexadecanedioic acid
- Le poly(ethylene glycol) disuccinate, notamment de masse 250-600Poly (ethylene glycol) disuccinate, in particular of 250-600 mass
- Le poly(ethylene glycol)bis(carboxymethyl)éther, notamment de masse 250-600Poly (ethylene glycol) bis (carboxymethyl) ether, in particular of mass 250-600
- Le poly[oxy(1 ,2-dicarboxy-1 ,2-ethanediyl)], notamment de DP < 10Poly (oxy (1, 2-dicarboxy-1,2-ethanediyl)], in particular DP <10
- L'acide 8-[(carboxymethyl)amino]-8-oxo-octanoïque- 8 - [(carboxymethyl) amino] -8-oxooctanoic acid
- L'acide 2,2'-[methylenebis(sulfonyl)]bis-acétique2,2 '- [methylenebis (sulfonyl)] bis-acetic acid
- L'acide 4,4'-(1 ,6-hexanediyldiimino)bis[4-oxo-butanoïque]4,4 '- (1,6-hexanediyldiimino) bis [4-oxo-butanoic acid]
- L'acide 4,9-dioxo- 3,5,8, 10-tétraazadodecanedioïque- 4,9-dioxo-3,5,8,10-tetraazadodecanedioic acid
- L'acide 4-[(1-carboxyethyl)amino]-4-oxo-butanoïque- 4 - [(1-carboxyethyl) amino] -4-oxo-butanoic acid
- L'acide 6-[(3-carboxy-1-oxopropyl)amino]-hexanoïque- 6 - [(3-Carboxy-1-oxopropyl) amino] hexanoic acid
- La N,N'-(1 ,6-dioxo-1 ,6-hexanediyl)bis-glycineN, N '- (1,6-dioxo-1,6-hexanediyl) bis-glycine
- La N,N'-(1 ,6-dioxo-1 ,6-hexanediyl)bis-phenylalanineN, N '- (1,6-dioxo-1,6-hexanediyl) bis-phenylalanine
- La N,N'-(1 ,3-dioxo-1 ,3-propanediyl)bis-glycineN, N '- (1,3-dioxo-1,3-propanediyl) bis-glycine
- L'acide 4,4'-[(1 ,4-dioxo-1 ,4-butanediyl)diimino]bis-butanoïque4,4 '- [(1,4-dioxo-1,4-butanediyl) diimino] bis-butanoic acid
- L'acide 4,4'-[(1 ,6-dioxo-1 ,6-hexanediyl)diimino]bis-butanoïque4,4 '- [(1,6-dioxo-1,6-hexanediyl) diimino] bis-butanoic acid
- L'acide 6,6'-[1 ,6-hexanediylbis(iminocarbonylimino)]bis-hexanoïque- 6,6 '- [1,6-hexanediylbis (iminocarbonylimino)] bis-hexanoic acid
- La N-benzoyl-S-(carboxymethyl)- Cysteine- N-benzoyl-S- (carboxymethyl) - Cysteine
- La N,N'-(2,2,3,3-tetrafluoro-1 ,4-dioxo-1 ,4-butanediyl)bis- GlycineN, N '- (2,2,3,3-tetrafluoro-1,4-dioxo-1,4-butanediyl) bis-glycine
- La N,N'-(2,2,3,3-tetrafluoro-1 ,4-dioxo-1 ,4-butanediyl)bis-AlanineN, N '- (2,2,3,3-tetrafluoro-1,4-dioxo-1,4-butanediyl) bis-alanine
- L'acide 4,4'-[(2,2,3,3-tetrafluoro-1 ,4-dioxo-1 ,4- butanoïque4,4 '- [(2,2,3,3-tetrafluoro-1,4-dioxo-1,4-butanoic acid)
- La N,N'-(1 ,5-dioxo-1 ,5-pentanediyl)bis- GlycineN, N '- (1,5-dioxo-1,5-pentanediyl) bis-glycine
- La N,N'-(1 ,9-dioxo-1 ,9-nonanediyl)bis- GlycineN, N '- (1,9-dioxo-1,9-nonanediyl) bis-glycine
- La N,N'-(1 ,10-dioxo-1 ,10-decanediyl)bis[N-methyl- GlycineN, N '- (1,10-dioxo-1, 10-decanediyl) bis [N-methylglycine]
- Le bis(3-carboxypropyl) ester de l'acide propanedioïque- The bis (3-carboxypropyl) ester of propanedioic acid
- L'acide 7,16-dioxo- 6,8,15,17-Tetraazadocosanedioïque- 7,16-dioxo-6,8,15,17-Tetraazadocosanedioic acid
- La N-benzoyl-N-(2-carboxyethyl)-Glycine - L'acide [2-[(2-carboxymethyl)amino]-2-oxoethyl]- Benzenepropanoïque- N-benzoyl-N- (2-carboxyethyl) -Glycine - [2 - [(2-carboxymethyl) amino] -2-oxoethyl] - benzenepropanoic acid
- L'acide [2-[(2-carboxyethyl)amino]-2-oxoethyl]- Benzenepropanoïque- [2 - [(2-Carboxyethyl) amino] -2-oxoethyl] - benzenepropanoic acid
- L'acide 4,7,9,12-Tetraoxapentadecanedioïque- 4,7,9,12-Tetraoxapentadecanedioic acid
- L'acide 2,3-Pyridinedicarboxylique- 2,3-Pyridinedicarboxylic acid
- L'acide 4-Pyranone-2,6-dicarboxylique- 4-Pyranone-2,6-dicarboxylic acid
- L'acide 2,5-Pyrazinedicarboxylique- 2,5-Pyrazinedicarboxylic acid
- L'acide 2,5-Pyridinedicarboxylique- 2,5-Pyridinedicarboxylic acid
- L'acide 2,3-Benzofurandicarboxylique- 2,3-Benzofurandicarboxylic acid
- L'acide 7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylique- 7-oxabicyclo [2.2.1] heptane-2,3-dicarboxylic acid
- L'acide 3,4-Pyridinedicarboxylique- 3,4-Pyridinedicarboxylic acid
- L'acide 2,4-Pyridinedicarboxylique- 2,4-Pyridinedicarboxylic acid
- L'acide 3,5-Pyridinedicarboxylique- 3,5-Pyridinedicarboxylic acid
- L'acide 2,6-Pyridinedicarboxylique- 2,6-Pyridinedicarboxylic acid
- L'acide 1 H-lmidazole-4,5-dicarboxylique- 1H-1midazole-4,5-dicarboxylic acid
- L'acide 2,3-Quinolinedicarboxylique- 2,3-Quinolinedicarboxylic acid
- L'acide 6,6,7,7-tetrafluoro-3-Oxabicyclo[3.2.0]heptane-2,4-dicarboxylique- 6,6,7,7-tetrafluoro-3-Oxabicyclo [3.2.0] heptane-2,4-dicarboxylic acid
- L'acide 2,6-Pyrazinedicarboxylique2,6-Pyrazinedicarboxylic acid
- L'acide 2,6-Dimethyl-3,5-pyridinedicarboxylique2,6-Dimethyl-3,5-pyridinedicarboxylic acid
- L'acide 1-phenyl-1 H-Pyrazole-3,4-dicarboxylique- 1-phenyl-1H-Pyrazole-3,4-dicarboxylic acid
- L'acide 2,5-Furanedicarboxylique- 2,5-Furanedicarboxylic acid
- L'acide 3,4-Furanedicarboxylique- 3,4-Furanedicarboxylic acid
- L'acide 1 ,2,5-Thiadiazole-3,4-dicarboxylique- 1, 2,5-Thiadiazole-3,4-dicarboxylic acid
- L'acide 1 ,4-Dihydro-1 ,2,4,5-tetrazine-3,6-dicarboxylique- 1,4-Dihydro-1,2,4,5-tetrazine-3,6-dicarboxylic acid
- L'acide 2,3-Furanedicarboxylique- 2,3-Furanedicarboxylic acid
- L'acide 3,4-Thiophenedicarboxylique3,4-Thiophenedicarboxylic acid
- L'acide 1 H-1 ,2,3-Triazole-4,5-dicarboxylique- 1H-1, 2,3-Triazole-4,5-dicarboxylic acid
- L'acide 2-Methylimidazole-4,5-dicarboxylique- 2-Methylimidazole-4,5-dicarboxylic acid
- L'acide 2,4-Quinolinedicarboxylique- 2,4-Quinolinedicarboxylic acid
- L'acide Naphtho[2,1-b]furane-1 ,2-dicarboxylique- Naphtho [2,1-b] furan-1,2-dicarboxylic acid
- L'acide 3,4-Quinolinedicarboxylique- 3,4-Quinolinedicarboxylic acid
- L'acide 7-Oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylique- 7-Oxabicyclo [2.2.1] hept-5-ene-2,3-dicarboxylic acid
- L'acide 2,3-Quinoxalinedicarboxylique- 2,3-Quinoxalinedicarboxylic acid
- L'acide 1 ,4-Piperazinedicarboxylique- 1,4-Piperazinedicarboxylic acid
- L'acide 2,5-dimethyl- 3,4-Furandicarboxylique- 2,5-Dimethyl-3,4-Furandicarboxylic acid
- L'acide tetrahydro-2,5-Thiophenedicarboxylique- tetrahydro-2,5-thiophenedicarboxylic acid
- L'acide 4-phenyl- 3,5-Pyridinedicarboxylique- 4-phenyl-3,5-pyridinedicarboxylic acid
- L'acide Thieno[3,2-b]thiophene-2,5-dicarboxylique- Thieno [3,2-b] thiophene-2,5-dicarboxylic acid
- L'acide 3-methyl- 2,4-Thiophenedicarboxylique- 3-methyl-2,4-Thiophenedicarboxylic acid
- L'acide Naphthostyril-5,6-dicarboxylique- Naphthostyril-5,6-dicarboxylic acid
- L'acide 3-phenyl- 2,4-Quinolinedicarboxylique- 3-phenyl-2,4-quinolinedicarboxylic acid
- Le 3,4-Dimethyl-2,5-dicarboxythiophene3,4-Dimethyl-2,5-dicarboxythiophene
- L'acide 3,4-Diphenyl-2,5-thiophenedicarboxylique3,4-Diphenyl-2,5-thiophenedicarboxylic acid
- L'acide 2,5-diphenyl- 3,4-Furanedicarboxylique - L'acide 7-oxc-7H-Benzimidazo[2, 1 -a]benz[de]isoquinoline-3,4-dicarboxylique2,5-diphenyl-3,4-furanedicarboxylic acid 7-Oxc-7H-benzimidazo [2,1-a] benz [de] isoquinoline-3,4-dicarboxylic acid
- L'acide 2,3-dihydro-1 ,3-dioxo-1 H-Benz[de]isoquinoline-6,7-dicarboxylique- 2,3-Dihydro-1,3-dioxo-1H-Benz [de] isoquinoline-6,7-dicarboxylic acid
- L'acide 3,4-bis(phenylmethoxy)-2,5-Furandicarboxylique3,4-bis (phenylmethoxy) -2,5-furandicarboxylic acid
- L'acide 4,4'-Bibenzoïque-2,2'-sulfone4,4'-Bibenzoic acid-2,2'-sulfone
- L'acide 2,7-Diphenyl-m-anthrazoline-4,5-dicarboxylique- 2,7-Diphenyl-m-anthrazoline-4,5-dicarboxylic acid
- L'acide 2,4-Pyrimidinedicarboxylique- 2,4-Pyrimidinedicarboxylic acid
- L'acide 2-phenyl- 4,5-Thiazoledicarboxylique- 2-Phenyl-4,5-thiazoledicarboxylic acid
- L'acide 6-phenyl- 2,3-Pyridinedicarboxylique- 6-phenyl-2,3-pyridinedicarboxylic acid
- L'acide 5,6-Dimethyl-2,3-pyrazinedicarboxylique- 5,6-Dimethyl-2,3-pyrazinedicarboxylic acid
- L'acide 3,7-Dibenzothiophenedicarboxylique- 3,7-Dibenzothiophenedicarboxylic acid
- L'acide 9-oxo-9H-Xanthene-1 ,7-dicarboxylique9-oxo-9H-Xanthene-1,7-dicarboxylic acid
- L'acide 2-(1 ,1-dimethylethyl)-H-lmidazole-4,5-dicarboxylique2- (1,1-dimethylethyl) -H-imidazole-4,5-dicarboxylic acid
- L'acide 6,7-Quinolinedicarboxylique- 6,7-Quinolinedicarboxylic acid
- L'acide 6-Methyl-2,3-pyridinedicarboxylique- 6-Methyl-2,3-pyridinedicarboxylic acid
- L'acide 4,5-Pyrimidinedicarboxylique- 4,5-Pyrimidinedicarboxylic acid
- L'acide 2-methyl-3,4-Furanedicarboxylique- 2-methyl-3,4-furanedicarboxylic acid
- L'acide 1 ,2-lndolizinedicarboxylique- 1, 2-Indolizinedicarboxylic acid
- L'acide 2,8-Dibenzothiophenedicarboxylique- 2,8-Dibenzothiophenedicarboxylic acid
- L'acide 3,6-Pyridazinedicarboxylique- 3,6-Pyridazinedicarboxylic acid
- L'acide 1 ,10-Phenanthroline-2,9-dicarboxylique- 1, 10-Phenanthroline-2,9-dicarboxylic acid
- L'acide 1 ,4,5,6-tetrahydro-5,6-dioxo-2,3-Pyrazinedicarboxylique- 1, 4,5,6-tetrahydro-5,6-dioxo-2,3-pyrazinedicarboxylic acid
- L'acide 3,4-Dimethoxy-2,5-furandicarboxylique3,4-Dimethoxy-2,5-furandicarboxylic acid
- L'acide 2-Ethyl-4,5-imidazoledicarboxylique- 2-Ethyl-4,5-imidazoledicarboxylic acid
- L'acide 2-Propyl-1 H-imidazole-4,5-dicarboxylique- 2-Propyl-1H-imidazole-4,5-dicarboxylic acid
- L'acide 4-phenyl- 2,5-Pyridinedicarboxylique- 4-phenyl-2,5-pyridinedicarboxylic acid
- L'acide 4,5-Pyridazinedicarboxylique- 4,5-Pyridazinedicarboxylic acid
- L'acide 1 ,4,5,8-tetrahydro-1 ,4:5,8-Diepoxynaphthalene-4a,8a-dicarboxylique- 1, 4,5,8-Tetrahydro-1,4,5,8-Diepoxynaphthalene-4a, 8a-dicarboxylic acid
- L'acide 5,5-dioxide-2,8-Dibenzothiophenedicarboxylique- 5,5-dioxide-2,8-Dibenzothiophenedicarboxylic acid
- L'acide Pyrazolo[1 ,5-a]pyridine-2,3-dicarboxylique- Pyrazolo [1,5-a] pyridine-2,3-dicarboxylic acid
- L'acide 2,3-dihydro-1 H-Pyrrolizine-1 ,7-dicarboxylique2,3-Dihydro-1H-pyrrolizine-1,7-dicarboxylic acid
- L'acide 6-methyl-2,4,5-Pyridinetricarboxylique- 6-methyl-2,4,5-pyridinetricarboxylic acid
- L'acide Pyrrolo[2,1 ,5-cd]indolizine-5,6-dicarboxylique- Pyrrolo [2,1,5-cd] indolizine-5,6-dicarboxylic acid
- L'acide 3,4-bis(2,2,3,3,4,4,4-heptafluorobutyl)-1 H-Pyrrole-2,5-dicarboxylique -L'acide 6,7,9,10,17,18,20,21 -octahydrodibenzo[b,k][1 , 4, 7,10,13,16]hexaoxacyclo- octadecin-2, 14-dicarboxylique3,4-Bis (2,2,3,3,4,4,4-heptafluorobutyl) -1H-pyrrole-2,5-dicarboxylic acid -The acid 6,7,9,10,17 , 18,20,21-octahydrodibenzo [b, k] [1,4,7,10,13,16] hexaoxacyclo-octadecin-2,14-dicarboxylic acid
-L'acide 6,7,9,10, 17,18,20,21 -octahydro-dibenzo[b,k][1 , 4, 7,10, 13,16]hexaoxacyclo octadecin-2, 13-dicarboxylique6,7,9,10,17,18,20,21-octahydro-dibenzo [b, k] [1, 4, 7, 10, 13, 16] hexaoxacyclo octadecin-2, 13-dicarboxylic acid
- L'acide 2-methyl- 3,4-Quinolinedicarboxylique- 2-methyl-3,4-Quinolinedicarboxylic acid
- L'acide 4,7-Quinolinedicarboxylique- 4,7-Quinolinedicarboxylic acid
- L'acide 3,5-lsoxazoledicarboxylique- 3,5-lsoxazoledicarboxylic acid
- L'acide 2-(trifluoromethyl)- 3,4-Furanedicarboxylique2- (trifluoromethyl) 3,4-furanedicarboxylic acid
- L'acide 5-(trifluoromethyl)- 2,4-Furanedicarboxylique5- (trifluoromethyl) -2,4-furanedicarboxylic acid
- L'acide 6-methyl-2,4-quinolinedicarboxylique - L'acide 5-oxo- 1 ,2-Pyrrolidinedicarboxylique- 6-methyl-2,4-quinolinedicarboxylic acid - 5-oxo-1,2-pyrrolidinedicarboxylic acid
- L'acide 5-Ethyl-2,3-pyridinedicarboxylique- 5-Ethyl-2,3-pyridinedicarboxylic acid
- L'acide 1 ,2-dihydro-2-oxo- 3,4-quinolinedicarboxylique- 1, 2-Dihydro-2-oxo-3,4-quinolinedicarboxylic acid
- L'acide 4,6-Phenoxathiindicarboxylique- 4,6-Phenoxathiindicarboxylic acid
- L'acide 10,10-dioxide 1 ,9-phenoxathiindicarboxylique- 10,10-dioxide 1,9-phenoxathiindicarboxylic acid
- L'acide 3,4-dihydro-2H-1 ,4-Thiazine-3,5-dicarboxylique3,4-Dihydro-2H-1,4-thiazine-3,5-dicarboxylic acid
- L'acide 2,7-Di(tert-butyl)-9,9-dimethyl-4,5-xanthenedicarboxylique2,7-Di (tert-butyl) -9,9-dimethyl-4,5-xanthenedicarboxylic acid
- L'acide 6-methyl-2,3-Quinoxalinedicarboxylique- 6-methyl-2,3-quinoxalinedicarboxylic acid
- L'acide 3,7-Quinolinedicarboxylique- 3,7-Quinolinedicarboxylic acid
- L'acide 2,5-Quinolinedicarboxylique- 2,5-Quinolinedicarboxylic acid
- L'acide 2-Methyl-6-phenyl-3,4-pyridinedicarboxylique- 2-Methyl-6-phenyl-3,4-pyridinedicarboxylic acid
- L'acide 3,4-dimethyl- thieno[2,3-b]thiophene-2,5-dicarboxylique3,4-dimethylthieno [2,3-b] thiophene-2,5-dicarboxylic acid
- L'acide 3,4-Dimethoxythiophene-2,5-dicarboxylique3,4-Dimethoxythiophene-2,5-dicarboxylic acid
- L'acide 5-methyl-3,4-lsoxazoledicarboxylique- 5-methyl-3,4-lsoxazoledicarboxylic acid
- L'acide 2,6-bis(aminocarbonyl)-3,5-Pyridinedicarboxylique2,6-bis (aminocarbonyl) -3,5-pyridinedicarboxylic acid
- L'acide 3,5-bis(aminocarbonyl)-2,6-Pyrazinedicarboxylique- 3,5-bis (aminocarbonyl) -2,6-pyrazinedicarboxylic acid
- L'acide 2,3-Pyridinedicarboxylique- 2,3-Pyridinedicarboxylic acid
- L'acide 6-(1 , 1 -dimethylethyl)-2-ethyl-3,4-Pyridinedicarboxylique6- (1,1-Dimethylethyl) -2-ethyl-3,4-pyridinedicarboxylic acid
- L'acide 3-methyl-5-phenyl-2,4-Thiophenedicarboxylique- 3-methyl-5-phenyl-2,4-thiophenedicarboxylic acid
- L'acide 1 ,2-dihydro-2-oxo-6-phenyl-3,5-Pyridinedicarboxylique- 1, 2-Dihydro-2-oxo-6-phenyl-3,5-pyridinedicarboxylic acid
- L'acide 8-methyl-2,4-Quinolinedicarboxylique- 8-methyl-2,4-quinolinedicarboxylic acid
- L'acide 4-ethyl-2,6-dimethyl-3,5-Pyridinedicarboxylique- 4-ethyl-2,6-dimethyl-3,5-pyridinedicarboxylic acid
- L'acide 5-(phenoxymethyl)-2,4-Furanedicarboxylique- 5- (phenoxymethyl) -2,4-Furanedicarboxylic acid
- L'acide 5-(acetylamino)-3-methyl-2,4-Thiophenedicarboxylique5- (acetylamino) -3-methyl-2,4-thiophenedicarboxylic acid
- L'acide 2-(4-heptylphenyl)- 4,8-Quinolinedicarboxylique2- (4-heptylphenyl) -4,8-quinolinedicarboxylic acid
- L'acide 2,8-bis(4-heptylphenyl)-pyrido[3,2-g]quinoline-4,6-dicarboxylique- 2,8-bis (4-heptylphenyl) -pyrido [3,2-g] quinoline-4,6-dicarboxylic acid
- L'acide 1 ,2,3,4,6,7,8,9-octahydro-2,8-dioxo-pyrido[3,2]quinoline-3,7- dicarboxylique1, 2,3,4,6,7,8,9-octahydro-2,8-dioxo-pyrido [3,2] quinoline-3,7-dicarboxylic acid
- L'acide 2,8-dimethyl- Pyrido[3,2-g]quinoline-3,7-dicarboxylique- 2,8-dimethyl-pyrido [3,2-g] quinoline-3,7-dicarboxylic acid
- L'acide 5,6-Quinolinedicarboxylique- 5,6-Quinolinedicarboxylic acid
- L'acide 6-ethyl-2-methyl- Cinchomeronique- 6-ethyl-2-methyl-cinchomeronic acid
- L'acide 2-methyl-6-propyl-Cinchomeronique- 2-methyl-6-propyl-cinchomeronic acid
- L'acide 6-isopropyl-2-methyl- Cinchomeronique- 6-isopropyl-2-methyl-cinchomeronic acid
- L'acide 6-tert-butyl-2-methyl- Cinchomeronique- 6-tert-butyl-2-methyl-cinchomeronic acid
- L'acide 1 ,4-dimethyl-7-Oxabicyclo[2.2.1]heptane-2,3-dicarboxylique- 1,4-Dimethyl-7-Oxabicyclo [2.2.1] heptane-2,3-dicarboxylic acid
- L'acide 1 ,2-dihydro-2-oxo- 3,8-Quinolinedicarboxylique- 1,2-Dihydro-2-oxo-3,8-quinoline dicarboxylic acid
- L'acide 1 ,2-dihydro-2-oxo-3,6-Quinolinedicarboxylique- 1, 2-Dihydro-2-oxo-3,6-quinoline dicarboxylic acid
- L'acide 1 ,2-dihydro-2-oxo-3,7-Quinolinedicarboxylique- 1, 2-Dihydro-2-oxo-3,7-quinoline dicarboxylic acid
- L'acide 3,7-dimethyl-2,8-diphenyl-Pyrido[3,2-g]quinoline-4,6-dicarboxylique- 3,7-dimethyl-2,8-diphenyl-pyrido [3,2-g] quinoline-4,6-dicarboxylic acid
- L'acide 8-methyl-2,3-Quinolinedicarboxylique- 8-methyl-2,3-Quinolinedicarboxylic acid
- L'acide 3-[[(1 , 1 -dimethylethyl)amino]sulfonyl]-2,5-Thiophene-dicarboxylique3 - [[(1,1-Dimethylethyl) amino] sulfonyl] -2,5-thiophene dicarboxylic acid
- L'acide 4-(acetylamino)-2,3-Thiophenedicarboxylique4- (Acetylamino) -2,3-thiophenedicarboxylic acid
- L'acide 2,5-Pyridinedicarboxylique - L'acide 2,6-Pyridinedicarboxylique- 2,5-Pyridinedicarboxylic acid - 2,6-Pyridinedicarboxylic acid
- L'acide 2,4-Thiophenedicarboxylique- 2,4-Thiophenedicarboxylic acid
- L'acide 2,5-Thiophenedicarboxylique- 2,5-Thiophenedicarboxylic acid
- L'acide 1 ,4-pyrane-2,6-dicarboxylique- 1,4-pyran-2,6-dicarboxylic acid
- L'acide Ribarique- Ribarique acid
- L'acide Glucarique- Glucaric acid
- L'acide Xylarique- Xylaric acid
- L'acide Arabinarique- Arabinaric acid
- L'acide Mannarique- Mannaric acid
- L'acide Idarique- Idaric acid
- L'acide Altrarique- Altraric acid
- L'acide L-Glucarique- L-Glucaric acid
- L'acide L-Arabinarique- L-Arabinaric acid
- L'acide Allarique- Allaric acid
- L'acide Galactarique- Galactaric acid
- L'acide meso-Tartarique- meso-Tartaric acid
- L'acide D-Glucarique- D-Glucaric acid
- L'acide L-ldarique- L-ldaric acid
- L'acide Hexarique- Hexaric acid
- L'acide 2,3-dihydroxy- butanedioique- 2,3-Dihydroxybutanedioic acid
- L'acide D-Tartarique- D-Tartaric Acid
- L'acide DL-Tartarique- DL-Tartaric Acid
- L'acide D-Glucarique- D-Glucaric acid
- l'acide tartarique- tartaric acid
- L'acide Tetrahydroxysuccinique- Tetrahydroxysuccinic acid
- L'acide 2-carboxy-2,3-dideoxy D-manno-2-Octulopyranosonique2-carboxy-2,3-dideoxy D-manno-2-octulopyranosonic acid
- L'acide methyl 3-deoxy-D-arabino-2-Heptulopyranosarique- Methyl 3-deoxy-D-arabino-2-heptulopyranosaric acid
- L'acide D-lyxo-2-Heptulopyranosarique- D-lyxo-2-heptulopyranosaric acid
- L'acide 2,6-anhydro-L-glycero-L-galacto-Heptarique2,6-Anhydro-L-glycero-L-galacto-heptaric acid
- l'acide 1 ,4-dihydro-4-oxo-2,6-Pyridinedicarboxylique1,4-dihydro-4-oxo-2,6-pyridinedicarboxylic acid
- l'acide 2,6-Piperidinedicarboxylique2,6-Piperidinedicarboxylic acid
- l'acide 1 H-Pyrrole-3,4-dicarboxylique1 H-Pyrrole-3,4-dicarboxylic acid
- l'acide 4-amino-2,6-dicarboxylique- 4-amino-2,6-dicarboxylic acid
- l'acide 1-methyl-1 H-Pyrazole-3,4-dicarboxylique1-methyl-1H-Pyrazole-3,4-dicarboxylic acid
- l'acide 2,3-Piperidinedicarboxylique2,3-Piperidinedicarboxylic acid
- l'acide 1-methyl-1 H-lmidazole-4,5-dicarboxylique1-methyl-1H-1-imidazole-4,5-dicarboxylic acid
- l'acide 2,4-Thiazolidinedicarboxylique2,4-Thiazolidinedicarboxylic acid
- l'acide 1-(phenylmethyl)-1 H-lmidazole-4,5-dicarboxylique1- (phenylmethyl) -1H-1-imidazole-4,5-dicarboxylic acid
- l'acide 5-amino-6-oxo-2,3-Piperidinedicarboxylique5-amino-6-oxo-2,3-piperidinedicarboxylic acid
- l'acide 5-amino-6-oxo-2,4-Piperidinedicarboxylique5-amino-6-oxo-2,4-piperidinedicarboxylic acid
- l'acide 5-amino-6-oxo-2,3-Piperidinedicarboxylique5-amino-6-oxo-2,3-piperidinedicarboxylic acid
- l'acide 5-amino-6-oxc-, [2S-(2α,4β,5α)]- 2,4-Piperidinedicarboxylique5-amino-6-oxc-, [2S- (2α, 4β, 5α)] -2,4-piperidinedicarboxylic acid
- l'acide (2S,4R)-2,4-Pyrrolidinedicarboxylique - racide-(2S-cis)-2,4-Pyrrolidinedicarboxylique- (2S, 4R) -2,4-Pyrrolidinedicarboxylic acid - racide- (2S-cis) -2,4-Pyrrolidinedicarboxylic
- l'acide 2-amino-1 H-lmidazole-4,5-dicarboxylique2-amino-1H-1-imidazole-4,5-dicarboxylic acid
- l'acide 2,5-Pyrrolidinedicarboxylique- 2,5-Pyrrolidinedicarboxylic acid
- l'acide 4-amino-3,5-lsothiazoledicarboxylique4-amino-3,5-lsothiazoledicarboxylic acid
- l'acide 1-methyl- 1 H-Pyrazole-3,5-dicarboxylique1-methyl-1H-Pyrazole-3,5-dicarboxylic acid
- l'acide 7-(diethylamino)-2-oxo-2H-1 -Benzopyran-3,4-dicarboxylique7- (diethylamino) -2-oxo-2H-1-benzopyran-3,4-dicarboxylic acid
- l'acide 3,4-diethyl-1 H-Pyrrole-2,5-dicarboxylique3,4-diethyl-1H-pyrrole-2,5-dicarboxylic acid
- l'acide 1-phenyl-1 H-Pyrrole-3,4-dicarboxylique1-phenyl-1H-pyrrole-3,4-dicarboxylic acid
- l'acide cis-2,3-Piperazinedicarboxyliquecis-2,3-Piperazinedicarboxylic acid
- l'acide 2,3-Piperazinedicarboxylique2,3-Piperazinedicarboxylic acid
- l'acide 2,5-Piperazinedicarboxylique- 2,5-Piperazinedicarboxylic acid
- l'acide 2,6-Piperazinedicarboxylique2,6-Piperazinedicarboxylic acid
- l'acide 2-amino-3,5-Pyridinedicarboxylique2-amino-3,5-pyridinedicarboxylic acid
- l'acide 2-methyl-Pyrrole-3,4-dicarboxylique2-methyl-pyrrole-3,4-dicarboxylic acid
- l'acide 4-(methylamino)-2,6-Pyridinedicarboxylique4- (methylamino) -2,6-pyridinedicarboxylic acid
- l'acide 2-amino-6-methyl-3,4-Pyridinedicarboxylique2-amino-6-methyl-3,4-pyridinedicarboxylic acid
- l'acide 5-amino-2-methyl-3,4-Pyridinedicarboxylique5-amino-2-methyl-3,4-pyridinedicarboxylic acid
- l'acide 2-amino-6-methyl- 3,5-Pyridinedicarboxylique2-amino-6-methyl-3,5-pyridinedicarboxylic acid
- l'acide 2,5-dimethyl-Pyrrole-3,4-dicarboxylique2,5-dimethyl-pyrrole-3,4-dicarboxylic acid
- l'acide 2,5-dimethyl-Pyrrole-3,4-dicarboxylique2,5-dimethyl-pyrrole-3,4-dicarboxylic acid
- l'acide 2-amino-6-hydroxy- 3,5-Pyridinedicarboxylique2-amino-6-hydroxy-3,5-pyridinedicarboxylic acid
- l'acide 2,4-Pyrrolidinedicarboxylique2,4-Pyrrolidinedicarboxylic acid
- l'acide 1 H-lndole-2,4-dicarboxylique1H -indole-2,4-dicarboxylic acid
- l'acide 1 H-lndole-2,6-dicarboxylique1 H-indole-2,6-dicarboxylic acid
- l'acide 1 H-lndole-2,5-dicarboxylique1H-lndole-2,5-dicarboxylic acid
- l'acide 5-phenyl-2,4-Pyrrolidinedicarboxylique- 5-phenyl-2,4-pyrrolidinedicarboxylic acid
- l'acide 5-methyl-2,4-Pyrrolidinedicarboxylique- 5-methyl-2,4-pyrrolidinedicarboxylic acid
- l'acide trans-2,4-Azetidinedicarboxyliquetrans-2,4-azetidinedicarboxylic acid
- l'acide cis-2,4-Azetidinedicarboxyliquecis-2,4-azetidinedicarboxylic acid
- l'acide 3,5-Piperidinedicarboxylique- 3,5-Piperidinedicarboxylic acid
- l'acide 2,3-Pyrrolidinedicarboxylique2,3-Pyrrolidinedicarboxylic acid
- l'acide 2,3-Azetidinedicarboxylique- 2,3-Azetidinedicarboxylic acid
- l'acide 3,4-Pyrrolidinedicarboxylique3,4-Pyrrolidinedicarboxylic acid
- l'acide 2,3-dihydro-6H-1 ,4-Dioxino[2,3-c]pyrrole-5,7-dicarboxylique2,3-Dihydro-6H-1,4-dioxino [2,3-c] pyrrole-5,7-dicarboxylic acid
- l'acide 1 H-lmidazole-2,4-dicarboxylique1-H-imidazole-2,4-dicarboxylic acid
- l'acide 1-butyl-1 H-Pyrrole-2,3-dicarboxylique1-butyl-1H-pyrrole-2,3-dicarboxylic acid
- l'acide 3-amino-1-oxide-2,4-Pyridinedicarboxylique- 3-amino-1-oxide-2,4-pyridinedicarboxylic acid
- l'acide 2,3-dihydro-5-phenyl-1 H-Pyrrolizine-6,7-dicarboxylique2,3-dihydro-5-phenyl-1H-pyrrolizine-6,7-dicarboxylic acid
- l'acide 3a,4,5,9b-tetrahydro-3H-Cyclopenta[c]quinoline-4,6-dicarboxylique- 3a, 4,5,9b-tetrahydro-3H-cyclopenta [c] quinoline-4,6-dicarboxylic acid
- l'acide 3a,4,5,9b-tetrahydro-3H-Cyclopenta[c]quinoline-4,8-dicarboxylique3a, 4,5,9b-tetrahydro-3H-cyclopenta [c] quinoline-4,8-dicarboxylic acid
- l'acide 2,3-dihydro-1 H-lmidazole-4,5-dicarboxylique2,3-Dihydro-1H-1-imidazole-4,5-dicarboxylic acid
- l'acide 5-amino-6-methyl-Lutidinique- 5-amino-6-methyl-Lutidinic acid
- l'acide 1 H-lndole-3,7-dicarboxylique - l'acide 3,3-dimethyl-2,6-Piperidinedicarboxylique1H-lndole-3,7-dicarboxylic acid 3,3-dimethyl-2,6-piperidinedicarboxylic acid
- l'acide 1-butyl-2,5-Pyrrolidinedicarboxylique- 1-butyl-2,5-pyrrolidinedicarboxylic acid
- l'acide 1 H-lndole-4,6-dicarboxylique1H-lndole-4,6-dicarboxylic acid
- l'acide 1-(phenylmethyl)-3,4-Pyrrolidinedicarboxylique1- (phenylmethyl) -3,4-pyrrolidinedicarboxylic acid
- l'acide 3-(carboxymethyl)-1 H-lndole-2,6-dicarboxylique3- (carboxymethyl) -1H-indole-2,6-dicarboxylic acid
- l'acide 3,4-bis(2,2,2-trifluoroethyl)-1 H-Pyrrole-2,5-dicarboxylique3,4-bis (2,2,2-trifluoroethyl) -1H-pyrrole-2,5-dicarboxylic acid
- l'acide 9-hexyl-9H-Carbazole-3,6-dicarboxylique9-hexyl-9H-carbazole-3,6-dicarboxylic acid
- l'acide 3-methyl-5-(1 -piperazinylsulfonyl)-2,4-Thiophenedicarboxylique3-methyl-5- (1-piperazinylsulfonyl) -2,4-thiophenedicarboxylic acid
- l'acide 2,3,4,9-tetrahydro-1 H-Carbazole-5,7-dicarboxylique2,3,4,9-tetrahydro-1H-carbazole-5,7-dicarboxylic acid
- l'acide 2,3-dimethyl-1 H-lndole-4,6-dicarboxylique2,3-dimethyl-1H-indole-4,6-dicarboxylic acid
- l'acide 7-amino-1 ,4-dihydro-4-oxo-3,6-Quinolinedicarboxylique7-amino-1,4-dihydro-4-oxo-3,6-quinoline dicarboxylic acid
- l'acide 5-amino-3-methyl-2,4-Thiophenedicarboxylique5-amino-3-methyl-2,4-thiophenedicarboxylic acid
- l'acide (m-tolylimino)di-Acetique- (m-tolylimino) di-Acetic acid
- l'acide (o-tolylimino)di-Acetique- (o-tolylimino) di-Acetic acid
- la D-Cystathionine- D-Cystathionine
- l'acide Phenethyliminodiacetique- Phenethyliminodiacetic acid
- l'acide 2-Benzyl-2,2'-iminodiacetique2-Benzyl-2,2'-iminodiacetic acid
- la L-α-glutamyl-L-alanyl-L-AlanineL-α-glutamyl-L-alanyl-L-Alanine
- l'acide N,N'-DibenzylethylenediaminediacetiqueN, N'-Dibenzylethylenediaminediacetic acid
- la N-L-γ-glutamyl-D-AlanineN-L-gamma-glutamyl-D-Alanine
- la Glycyl-L-glutamyl glycine- glycyl-L-glutamyl glycine
- la N-(carboxymethyl)-N-(tetrahydro-1 , 1 -dioxido-3-thienyl)-GlycineN- (carboxymethyl) -N- (tetrahydro-1,1-dioxido-3-thienyl) -Glycine
- la N-(2-carboxyethyl)-N-phenyl-beta-AlanineN- (2-carboxyethyl) -N-phenyl-beta-Alanine
- la N-(carboxymethyl)-N-octyl-glycineN- (carboxymethyl) -N-octyl-glycine
- l'acide N-(tert-Butoxycarbonyl)iminodiacetiqueN- (tert-Butoxycarbonyl) iminodiacetic acid
- la N-(carboxymethyl)-L-AlanineN- (carboxymethyl) -L-Alanine
- la N-(6-aminohexyl)-N-(carboxymethyl)-GlycineN- (6-aminohexyl) -N- (carboxymethyl) -Glycine
- la N-(carboxymethyl)-N-tetradecyl-GlycineN- (carboxymethyl) -N-tetradecyl-glycine
- la N-(1-carboxyethyl)-D-AlanineN- (1-carboxyethyl) -D-Alanine
- la N-(carboxymethyl)-D-AlanineN- (carboxymethyl) -D-Alanine
- l'acide decyliminodiacetiquedecyliminodiacetic acid
- l'acide 3,3'-(dimethylhydrazono)bis-propanoique3,3 '- (dimethylhydrazono) bis-propanoic acid
- la N-(carboxymethyl)-N-[2-(2,6-dioxo-4-morpholinyl)ethyl]-glycineN- (carboxymethyl) -N- [2- (2,6-dioxo-4-morpholinyl) ethyl] -glycine
- la N-alpha-aspartyl-glycine- N-alpha-aspartyl-glycine
- la N-beta-aspartyl-glycine- N-beta-aspartyl-glycine
- la N-L-alpha-aspartyl-beta-Alanine- N-L-alpha-aspartyl-beta-Alanine
- l'acide 3,4-Xylylamino-N,N-diacetique3,4-Xylylamino-N, N-diacetic acid
- la N-(1-carboxyethyl)-AlanineN- (1-carboxyethyl) -Alanine
- la N-(carboxymethyl)-AlanineN- (carboxymethyl) -Alanine
- la N,N'-methylenebis-glycineN, N'-methylenebis-glycine
- la N-(aminomethyl)-N-(carboxymethyl)-glycineN- (aminomethyl) -N- (carboxymethyl) -glycine
- la N-(aminomethyl)-N-(carboxymethyl)-glycineN- (aminomethyl) -N- (carboxymethyl) -glycine
- l'acide 2,2'-(methylhydrazono)bis-acetique - la N-(2-carboxyethyl)-N-(4-methylphenyl)-beta-Alanine- 2,2 '- (methylhydrazono) bis-acetic acid N- (2-carboxyethyl) -N- (4-methylphenyl) -beta-alanine
- la N-(2-carboxyethyl)-N-(3-methylphenyl)-beta-AlanineN- (2-carboxyethyl) -N- (3-methylphenyl) -beta-alanine
- la 3-[(carboxymethyl)amino]-Alanine3 - [(carboxymethyl) amino] -Alanine
- la D-alpha-aspartyl-D-Alanine- D-alpha-aspartyl-D-Alanine
- la N-(2-carboxyethyl)-N-(1-oxohexadecyl)-beta-AlanineN- (2-carboxyethyl) -N- (1-oxohexadecyl) -beta-alanine
- la N-(2-carboxyethyl)-N-(1-oxodecyl)-beta-AlanineN- (2-carboxyethyl) -N- (1-oxodecyl) -beta-alanine
- la N-(2-carboxyethyl)-N-(1-oxotetradecyl)-beta-AlanineN- (2-carboxyethyl) -N- (1-oxotetradecyl) -beta-alanine
- l'acide amino[(carboxymethyl)thio]- Acétiqueamino acid [(carboxymethyl) thio] - acetic acid
- la N,N'-1 ,6-hexanediylbis-beta-AlanineN, N'-1,6-hexanediylbis-beta-Alanine
- la N-(carboxymethyl)-N-phenyl-beta-AlanineN- (carboxymethyl) -N-phenyl-beta-Alanine
- la N-(i-carboxyethyl)- L-AlanineN- (i-carboxyethyl) -L-Alanine
- l'acide L-glutamique- L-glutamic acid
- l'acide L-aspartique.- L-aspartic acid.
- L'acide 3,3',3"-[1 ,2,3-propanetriyltris(oxy)]tris-propanoïque3,3 ', 3 "- [1,2,3-propanetriyltris (oxy)] trispropanoic acid
- L'acide Pyrazinetricarboxylique- Pyrazinetricarboxylic acid
- L'acide 4-(3-carboxyphenyl)-2,5-Pyridinedicarboxylique4- (3-carboxyphenyl) -2,5-pyridinedicarboxylic acid
- L'acide 3-(carboxymethyl)-2,4-Quinolinedicarboxylique- 3- (carboxymethyl) -2,4-quinolinedicarboxylic acid
- L'acide 3-(carboxymethyl)-1 H-lndole-2,5-dicarboxylique3- (carboxymethyl) -1H-indole-2,5-dicarboxylic acid
- L'acide 3-C-carboxy-2-deoxy-D-threo-Pentarique- 3-C-carboxy-2-deoxy-D-threo-pentaric acid
- L'acide Hydroxycitrique- Hydroxycitric acid
- L'acide D-glucopyranuronosyl-D-arabino-2-HexulofuranosidariqueD-glucopyranuronosyl-D-arabino-2-hexulofuranosidaric acid
- L'acide 2,3,5,6-Pyridinetetracarboxylique- 2,3,5,6-Pyridinetetracarboxylic acid
- la N,N'-1 ,2-ethanediylbis[N-(carboxymethyl)- β-AlanineN, N'-1, 2-ethanediylbis [N- (carboxymethyl) -β-alanine
- l'acide L-α-aspartyl-L-AspartiqueL-α-aspartyl-L-Aspartic acid
- l'acide 4-[bis(carboxymethyl)amino]-Benzoique4- [bis (carboxymethyl) amino] benzoic acid
- l'acide 7-[bis(carboxymethyl)amino]-Heptanoique7- [bis (carboxymethyl) amino] -Heptanoic acid
- l'acide N-(2-carboxyethyl)-Aspartique- N- (2-carboxyethyl) -Aspartic acid
- l'acide 3-[bis(2-carboxyethyl)amino]-Benzoique3- [bis (2-carboxyethyl) amino] benzoic acid
- l'acide 4-[bis(2-carboxyethyl)amino]-Benzoique; ainsi que les anhydrides cycliques de ces acides, et notamment le 1 ,4- monoanhydride de l'acide 1 ,4,5,8-Naphthalenetetracarboxylique; l'anhydride ita- conique; l'anhydride phtalique, l'anhydride trimellitique, l'anhydride maléïque et l'anhydride succinique.4- [bis (2-carboxyethyl) amino] benzoic acid; as well as the cyclic anhydrides of these acids, and in particular the 1, 4-monoanhydride of 1, 4,5,8-naphthalenetetracarboxylic acid; iodic anhydride; phthalic anhydride, trimellitic anhydride, maleic anhydride and succinic anhydride.
8. Composition selon l'une des revendications précédentes, dans laquelle la lac- tone est choisie parmi, seul ou en mélange,8. Composition according to one of the preceding claims, wherein the lactone is chosen from, alone or as a mixture,
- L'acide tetrahydro-2,2-dimethyl-5-oxo-3-Furancarboxylique- tetrahydro-2,2-dimethyl-5-oxo-3-furancarboxylic acid
- L'acide 4,7,7-trimethyl-3-oxo-2-Oxabicyclo[2.2.1]heptane-1-carboxylique- 4,7,7-trimethyl-3-oxo-2-oxabicyclo [2.2.1] heptane-1-carboxylic acid
- L'acide 4,6-dimethyl-2-oxo-2H-Pyran-5-carboxylique- 4,6-dimethyl-2-oxo-2H-pyran-5-carboxylic acid
- L'acide 2-oxo-2H-Pyran-5-carboxylique-2-Pentenedioique- 2-Oxo-2H-Pyran-5-carboxylic acid-2-Pentenedioic acid
- L'acide 2-oxo-2H-1-Benzopyran-3-carboxylique- 2-oxo-2H-1-Benzopyran-3-carboxylic acid
- l'acide 2-oxo-2H-Pyran-6-carboxylique2-oxo-2H-pyran-6-carboxylic acid
- L'acide 1 ,3-dihydro-3-oxo-1-lsobenzofurancarboxylique - L'acide 4-methyl-2-oxo-2H-1-Benzopyran-3-carboxylique- 1,3-Dihydro-3-oxo-1-lsobenzofurancarboxylic acid - 4-methyl-2-oxo-2H-1-Benzopyran-3-carboxylic acid
- L'acide 1-oxo-1 H-2-Benzopyran-3-carboxylique- 1-Oxo-1H-2-Benzopyran-3-carboxylic acid
- L'acide 8-methoxy-2-oxo-2H-1-Benzopyran-3-carboxylique- 8-methoxy-2-oxo-2H-1-Benzopyran-3-carboxylic acid
- L'acide 2-oxo-1-Oxaspiro[4.5]decane-4-carboxylique- 2-Oxo-1-Oxaspiro [4.5] decane-4-carboxylic acid
- L'acide 2-oxo-2H-Pyran-3-carboxylicique2-oxo-2H-pyran-3-carboxylic acid
- L'acide 4-methyl-2-oxo-2H-Pyran-6-carboxylique- 4-methyl-2-oxo-2H-pyran-6-carboxylic acid
- L'acide 3-oxo-3H-Naphtho[2,1-b]pyran-2-carboxylique- 3-oxo-3H-Naphtho [2,1-b] pyran-2-carboxylic acid
- L'acide tetrahydro-5-oxo-2,3-furandicarboxylique- tetrahydro-5-oxo-2,3-furandicarboxylic acid
- L'acide 1 ,3-dihydro-3-oxo-4-lsobenzofurancarboxylique- 1,3-Dihydro-3-oxo-4-lsobenzofurancarboxylic acid
- L'acide 1 ,3-dihydro-1-oxo- 5-lsobenzofurancarboxylique- 1,3-Dihydro-1-oxo-5-lsobenzofurancarboxylic acid
- L'acide hexahydro-2-oxo-3,5-Methano-2H-cyclopenta[b]furan-7-carboxylique- Hexahydro-2-oxo-3,5-methano-2H-cyclopenta [b] furan-7-carboxylic acid
- L'acide 6-methyl-2,4-dioxo-2H-Pyran-5-carboxylique- 6-methyl-2,4-dioxo-2H-pyran-5-carboxylic acid
- L'acide 1-oxo-3-lsochromancarboxylique- 1-oxo-3-lsochromancarboxylic acid
- L'acide 2-oxo-2H-1-Benzopyran-6-carboxylique- 2-oxo-2H-1-Benzopyran-6-carboxylic acid
- L'acide 6-methyl-2-oxo-2H-1-Benzopyran-3-carboxylique- 6-methyl-2-oxo-2H-1-Benzopyran-3-carboxylic acid
- L'acide 2,5-dihydro-4,5,5-trimethyl-2-oxo-3-Furancarboxylique- 2,5-Dihydro-4,5,5-trimethyl-2-oxo-3-furancarboxylic acid
- L'acide tetrahydrc-5-oxo-2-phenyl- 3-Furancarboxylique- tetrahydroc-5-oxo-2-phenyl-3-furancarboxylic acid
- L'acide tetrahydro-5-oxo-4-propyl-2-Furoïque- tetrahydro-5-oxo-4-propyl-2-furoic acid
- L'acide 2-butyl-2,3-dideoxy-pentarique- 2-Butyl-2,3-dideoxy-pentaric acid
- L'acide 2-oxo 2H-1-Benzopyran-7-carboxylique- 2-oxo-2H-1-Benzopyran-7-carboxylic acid
- L'acide 2-oxo-1-Oxaspiro[4.4]nonane-4-carboxylique- 2-oxo-1-oxaspiro [4.4] nonane-4-carboxylic acid
- L'acide 4-ethyltetrahydro-5-oxo-2-furoïque- 4-ethyltetrahydro-5-oxo-2-furoic acid
- L'acide 5-ethyltetrahydro-2,3-dimethyl-6-oxo-2H-Pyran-2-carboxylique5-ethyltetrahydro-2,3-dimethyl-6-oxo-2H-pyran-2-carboxylic acid
- L'acide 7-methoxy-2-oxo-2H-1-benzopyran-3-carboxylique7-methoxy-2-oxo-2H-1-benzopyran-3-carboxylic acid
- L'acide 2-oxo-2H-1-Benzopyran-4-carboxylique- 2-oxo-2H-1-Benzopyran-4-carboxylic acid
- L'acide 2-oxo-6-pentyl-2H-Pyran-3-carboxylique- 2-oxo-6-pentyl-2H-pyran-3-carboxylic acid
- L'acide 7-oxo-4-Oxepanecarboxylique- 7-Oxo-4-Oxepanecarboxylic acid
- L'acide 3-(carboxymethyl)-2,3-dideoxy-pentarique3- (carboxymethyl) -2,3-dideoxy-pentaric acid
- L'acide 2,3-dihydro-2-oxo- 7-benzofurancarboxylique2,3-Dihydro-2-oxo-7-benzofurancarboxylic acid
- L'acide 1 ,3,4,5-tetrahydro-1-oxo-2-benzoxepin-7-carboxylique1, 3,4,5-tetrahydro-1-oxo-2-benzoxepin-7-carboxylic acid
- L'acide 3,4-dihydro-3-oxo-1 H-2-benzopyran-6-carboxylique3,4-Dihydro-3-oxo-1H-2-benzopyran-6-carboxylic acid
- L'acide 2,3,4,5-tetrahydro-2-oxo-1-Benzoxepin-7-carboxylique2,3,4,5-tetrahydro-2-oxo-1-benzoxepin-7-carboxylic acid
- L'acide 3,4-dihydro-1-oxo-1 H-2-benzopyran-8-carboxylique3,4-Dihydro-1-oxo-1H-2-benzopyran-8-carboxylic acid
- L'acide 1 ,3,4,5-tetrahydro-3-oxo-2-benzoxepin-9-carboxylique1, 3,4,5-tetrahydro-3-oxo-2-benzoxepin-9-carboxylic acid
- L'acide 1 ,3,4,5-tetrahydro-3-oxo-2-Benzoxepin-7-carboxylique1, 3,4,5-tetrahydro-3-oxo-2-benzoxepin-7-carboxylic acid
- L'acide 3,4-dihydro-2-oxo- 2H-1-benzopyran-8-carboxylique3,4-Dihydro-2-oxo-2H-1-benzopyran-8-carboxylic acid
- L'acide 1 ,3,4,5-tetrahydro-1-oxo-2-benzoxepin-9-carboxylicique1, 3,4,5-tetrahydro-1-oxo-2-benzoxepin-9-carboxylic acid
- L'acide 3,4-dihydro-1-oxo-1 H-2-benzopyran-6-carboxylique3,4-Dihydro-1-oxo-1H-2-benzopyran-6-carboxylic acid
- L'acide 3,4-dihydro-3-oxo-1 H-2-benzopyran-8-carboxylique3,4-Dihydro-3-oxo-1H-2-benzopyran-8-carboxylic acid
- L'acide 2,3,4,5-tetrahydro-2-oxo-1-benzoxepin-9-carboxylique2,3,4,5-tetrahydro-2-oxo-1-benzoxepin-9-carboxylic acid
- La lactone de l'acide isocitrique- The lactone of isocitric acid
- L'acide 5-oxo-2-tetrahydrofuranecarboxylique. 5-oxo-2-tetrahydrofuranecarboxylic acid.
9. Composition selon l'une des revendications précédentes, dans laquelle l'acide polycarboxylique et/ou son anhydride cyclique et/ou la lactone représente 5 à 30% en poids, et mieux 10 à 25% en poids, du poids total du polycondensat.9. Composition according to one of the preceding claims, wherein the polycarboxylic acid and / or its cyclic anhydride and / or the lactone represents 5 to 30% by weight, and more preferably 10 to 25% by weight, of the total weight of the polycondensate. .
10. Composition selon l'une des revendications précédentes, dans laquelle la sili- cone est de formule :10. Composition according to one of the preceding claims, wherein the silicone is of formula:
dans laquelle : in which :
- W et W sont, indépendamment l'un de l'autre, OH ou COOH;- W and W are, independently of one another, OH or COOH;
- p et q sont, indépendamment l'un de l'autre, égaux à 0 ou 1 ,p and q are, independently of one another, equal to 0 or 1,
- R et R' sont, indépendamment l'un de l'autre, un radical divalent carboné, notamment hydrocarboné, saturé ou insaturé, voire aromatique, linéaire, ramifié et/ou cyclique; comprenant 1 à 12 atomes de carbone, et comprenant éventuellement en outre 1 ou plusieurs hétéroatomes choisis parmi O, S et N;- R and R 'are, independently of one another, a divalent carbon radical, in particular hydrocarbon, saturated or unsaturated, or even aromatic, linear, branched and / or cyclic; comprising 1 to 12 carbon atoms, and optionally further comprising 1 or more heteroatoms selected from O, S and N;
- R1 à R6 sont, indépendamment l'un de l'autre, un radical carboné linéaire, ramifié et/ou cyclique, saturé ou insaturé voire aromatique; comprenant 1 à 20 atomes de carbone;- R1 to R6 are, independently of one another, a linear carbon radical, branched and / or cyclic, saturated or unsaturated or aromatic; comprising 1 to 20 carbon atoms;
- m et n sont, indépendamment l'un de l'autre, des entiers compris entre 1 et 140, et sont tels que la masse moléculaire moyenne en poids (Mw) de la silicone est comprise entre 300 et 20 000.m and n are, independently of each other, integers between 1 and 140, and are such that the weight average molecular weight (Mw) of the silicone is between 300 and 20,000.
11. Composition selon l'une des revendications précédentes, dans laquelle la silicone représente 1 à 10% en poids, voire 2 à 8% en poids, du poids total du polycondensat.11. Composition according to one of the preceding claims, wherein the silicone represents 1 to 10% by weight, or even 2 to 8% by weight, of the total weight of the polycondensate.
12. Composition selon l'une des revendications précédentes, dans laquelle le polycondensat présente au moins l'une des caractéristiques suivantes :12. Composition according to one of the preceding claims, wherein the polycondensate has at least one of the following characteristics:
- un indice d'acide, exprimé en mg d'hydroxyde de potassium par g de polycondensat, supérieur ou égal à 1 ; notamment compris entre 2 et 30, et encore mieux compris entre 2,5 et 15; et/ouan acid number, expressed as mg of potassium hydroxide per g of polycondensate, greater than or equal to 1; in particular between 2 and 30, and even better between 2.5 and 15; and or
- un indice d'hydroxyle exprimé en mg d'hydroxyde de potassium par g de polycondensat, supérieur ou égal à 40; notamment compris entre 40 et 120, et encore mieux compris entre 45 et 80; et/oua hydroxyl number expressed in mg of potassium hydroxide per g of polycondensate, greater than or equal to 40; in particular between 40 and 120, and even better between 45 and 80; and or
- une masse moléculaire moyenne en poids (Mw) comprise entre 1500 et 300 000, voire entre 2000 et 200 000, et notamment entre 3000 et 150 000.- A weight average molecular weight (Mw) of between 1500 and 300 000, or even between 2000 and 200 000, and in particular between 3000 and 150 000.
13. Composition selon l'une des revendications précédentes, dans laquelle le polycondensat présente une viscosité telle que :13. Composition according to one of the preceding claims, wherein the polycondensate has a viscosity such that:
- à 25°C, lorsque cette viscosité peut être mesurée, elle est supérieure strictement à 5000 mPa.s, notamment comprise entre 5100 et 10000 mPa.s, voire entre 6000 et 9500 m Pa. s; et/ouat 25 ° C., when this viscosity can be measured, it is strictly greater than at 5000 mPa.s, in particular between 5100 and 10000 mPa.s, or between 6000 and 9500 m Pa. s; and or
- la viscosité, mesurée à 1100C, est comprise entre 100 et 4000 mPa.s, notamment entre 130 et 3500 mPa.s, voire entre 150 et 3000 mPa.s et encore mieux entre 200 et 2500 m Pa. s; et/outhe viscosity, measured at 110 ° C., is between 100 and 4000 mPa.s, in particular between 130 and 3500 mPa.s, or even between 150 and 3000 mPa.s and better still between 200 and 2500 m Pa.s; and or
- la viscosité, mesurée à 800C, est comprise entre 150 et 5000 mPa.s, notamment entre 200 et 4000 mPa.s, voire entre 250 et 3000 mPa.s et encore mieux entre 300 et 2000 mPa.s.the viscosity, measured at 80 ° C., is between 150 and 5000 mPa.s, in particular between 200 and 4000 mPa.s, even between 250 and 3000 mPa.s and even better between 300 and 2000 mPa.s.
14. Composition selon l'une des revendications précédentes, dans laquelle le po- lycondensat présente une solubilité dans au moins un solvant choisi parmi l'isododécane, le Parléam, l'isononanoate d'isononyle, l'octyldodécanol et le ben- zoate d'alkyle en C12-C15, à raison d'au moins 50% en poids, à 70°C.14. Composition according to one of the preceding claims, in which the polycondensate has a solubility in at least one solvent chosen from isododecane, Parleam, isononyl isononanoate, octyldodecanol and benzoate. C12-C15 alkyl, at least 50% by weight, at 70 ° C.
15. Composition selon l'une des revendications précédentes, dans laquelle le po- lycondensat est présent en une quantité comprise entre 0,1 et 70% en poids, de préférence entre 1 et 50% en poids, notamment entre 10 et 45% en poids, voire entre 20 et 40% en poids, et mieux entre 25 et 35% en poids, par rapport au poids de la composition cosmétique ou pharmaceutique finale.15. Composition according to one of the preceding claims, in which the polycondensate is present in an amount of between 0.1 and 70% by weight, preferably between 1 and 50% by weight, in particular between 10 and 45% by weight. weight, or even between 20 and 40% by weight, and better still between 25 and 35% by weight, relative to the weight of the final cosmetic or pharmaceutical composition.
16. Composition selon l'une des revendications précédentes, dans laquelle le milieu cosmétiquement ou pharmaceutiquement acceptable comprend au moins une phase grasse liquide, qui peut comprendre au moins un composé choisi parmi les huiles et/ou solvants d'origine minérale, animale, végétale ou synthétique, carbonés, hydrocarbonés, fluorés et/ou siliconés, volatils ou non volatils, seuls ou en mélange; et/ou comprend au moins un composé choisi parmi les agents épaississants, les cires, les matières colorantes, les antioxydants, les parfums, les huiles essentielles, les conservateurs, les actifs cosmétiques, les hydratants, les vitamines, les céramides, les filtres solaires, les tensioactifs, les agents d'étalement, les agents mouillants, les agents dispersants, les anti-mousses, les neutralisants, les stabilisants, les polymères et notamment les polymères filmogènes liposolubles, et leurs mélanges.16. Composition according to one of the preceding claims, in which the cosmetically or pharmaceutically acceptable medium comprises at least one liquid fatty phase, which may comprise at least one compound chosen from oils and / or solvents of mineral, animal and vegetable origin. or synthetic, carbonaceous, hydrocarbon, fluorinated and / or silicone, volatile or non-volatile, alone or in mixture; and / or comprises at least one compound chosen from thickening agents, waxes, dyestuffs, antioxidants, perfumes, essential oils, preservatives, cosmetic active agents, moisturizers, vitamins, ceramides and sunscreens. surfactants, spreading agents, wetting agents, dispersing agents, defoamers, neutralizers, stabilizers, polymers and in particular fat-soluble film-forming polymers, and mixtures thereof.
17. Composition selon l'une des revendications précédentes, se présentant sous la forme d'un produit de soin et/ou de maquillage de la peau du corps ou du visage, des lèvres, des cils, des sourcils, des cheveux, du cuir cheveu ou des ongles; d'un produit solaire ou autobronzant; d'un produit capillaire notamment de coloration, de conditionnement et/ou de soin des cheveux.17. Composition according to one of the preceding claims, being in the form of a care product and / or makeup of the skin of the body or face, lips, eyelashes, eyebrows, hair, leather hair or nails; a suntan or self-tanning product; a hair product including coloring, conditioning and / or hair care.
18. Procédé de traitement cosmétique des matières kératiniques, notamment de la peau du corps ou du visage, des lèvres, des ongles, des cheveux et/ou des cils, comprenant l'application sur lesdites matières d'une composition cosmétique telle que définie à l'une des revendications 1 à 17. 18. Process for the cosmetic treatment of keratinous substances, especially the skin of the body or of the face, lips, nails, hair and / or eyelashes, comprising the application on said materials of a cosmetic composition as defined in one of claims 1 to 17.
19. Procédé cosmétique de soin ou de maquillage des lèvres, comprenant l'application d'une composition cosmétique telle que définie à l'une des revendications 1 à 17.19. A cosmetic process for the care or makeup of the lips, comprising the application of a cosmetic composition as defined in one of claims 1 to 17.
20. Polycondensat susceptible d'être obtenu par réaction des seuls monomères suivants :20. Polycondensate obtainable by reaction of only the following monomers:
- de 10 à 30% en poids, par rapport au poids total du polycondensat, d'un ou plusieurs polyols comprenant 3 à 6 groupes hydroxyles;from 10 to 30% by weight, relative to the total weight of the polycondensate, of one or more polyols comprising 3 to 6 hydroxyl groups;
- de 30 à 80% en poids, par rapport au poids total du polycondensat, d'un ou plusieurs acides monocarboxyliques non aromatiques, saturé ou insaturé, linéaire, ramifié et/ou cyclique, comprenant 6 à 32 atomes de carbone;from 30 to 80% by weight, relative to the total weight of the polycondensate, of one or more linear or branched and / or cyclic saturated or unsaturated non-aromatic monocarboxylic acids comprising 6 to 32 carbon atoms;
- de 1 à 40% en poids, par rapport au poids total du polycondensat, d'un ou plusieurs acides polycarboxyliques et/ou anhydrides cycliques d'un tel acide polycar- boxylique et/ou lactones comprenant au moins un groupement COOH; etfrom 1 to 40% by weight, relative to the total weight of the polycondensate, of one or more polycarboxylic acids and / or cyclic anhydrides of such a polycarboxylic acid and / or lactones comprising at least one COOH group; and
- de 0,1 à 15% en poids, par rapport au poids total du polycondensat, d'une ou plusieurs silicones à fonction hydroxyle et/ou carboxylique. from 0.1 to 15% by weight, relative to the total weight of the polycondensate, of one or more hydroxyl and / or carboxylic functional silicones.
EP08842922A 2007-10-04 2008-10-02 Cosmetic or pharmaceutical composition containing a polycondensate, polycondensate and cosmetic treatment method Withdrawn EP2205201A2 (en)

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FR0758057A FR2921828B1 (en) 2007-10-04 2007-10-04 COSMETIC OR PHARMACEUTICAL COMPOSITION COMPRISING A POLYCONDENSATE, SAID POLYCONDENSATE, AND COSMETIC TREATMENT METHOD.
US98473907P 2007-11-02 2007-11-02
PCT/FR2008/051782 WO2009053584A2 (en) 2007-10-04 2008-10-02 Cosmetic or pharmaceutical composition containing a polycondensate, polycondensate and cosmetic treatment method

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CN102325518A (en) 2012-01-18
FR2921828B1 (en) 2012-06-29

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