Polyester elastomers from dicarboxylic or tricarboxylic acids, monocarboxylic acids and polyols for cosmetic and personal care applications

Abstract

The present disclosure provides polyester elastomers, polyester elastomer compositions, and methods of making polyester elastomers and polyester elastomer compositions. The polyester elastomers in the present disclosure are prepared by reacting at least one dicarboxylic or tricarboxylic acid, at least one monocarboxylic acid, and at least one polyol. The cross-linked polyester elastomer can be formulated into a variety of personal care formulations.

Description

Technical Field

[0001] This disclosure provides polyester elastomers, polyester elastomer compositions, and methods for preparing such polyester elastomers and compositions. These elastomers are prepared by reacting at least one dicarboxylic acid or tricarboxylic acid, at least one monocarboxylic acid, and at least one polyol. Furthermore, these polyester elastomers can be converted into polyester elastomer powders and gels. These polyester elastomers, polyester elastomer powders, and polyester elastomer gels can be biodegradable and produced from biorenewable raw materials. Moreover, these polyester elastomer powders and gels provide advantageous properties when combined with various personal care products. Background Technology

[0002] The personal care industry has flourished due to the ability to provide multi-performance products based on mixtures of several components, each possessing performance characteristics that are important to or desired in the final formulation. Silicone gels are often added to a variety of personal care formulations to enhance their aesthetic appeal in terms of sensory, texture, rheological, and optical properties. See, for example, U.S. Patent Nos. 4,987,169; 5,654,362; 5,760,116; 6,423,322; and 5,811,487.

[0003] Crosslinked polymers are incorporated to control the sensory, texture, rheological, and optical properties of various cosmetic products. Silicone elastomers are particularly important because they can form elastic particles of three-dimensionally polymerized polydimethylsiloxane and provide beneficial sensory, texture, and optical effects to cosmetic products. However, conventional silicones have limited versatility in terms of compatibility with polar solvents or emollients such as hydrocarbon oils, plant-based oils, glycerin, and water. Therefore, while the performance of silicone elastomers is unparalleled, there is a need for alternatives to silicone elastomers. In particular, there is a market demand for non-silicone-based elastomer materials. US20210059924A1 discloses a polyurethane elastomer rubber composition comprising a bio-based polyol crosslinked with a bio-based isocyanate. In another aspect of this invention, the crosslinked polyurethane elastomer rubber is included in a gel after milling in the presence of a bio-based emollient or a mixture of bio-based emollients. The polyurethane elastomer gel exhibits good compatibility with cosmetics and natural oils and can be used as a gelling agent for these oils, in addition to other desired cosmetic formulation roles.

[0004] Polyesters are a class of compounds containing ester functional groups in their polymer chains. When treated with certain biocatalysts or mixed cultures of certain microorganisms, the ester groups can be hydrolyzed, making a large amount of polyester biodegradable. In recent years, there has been increasing interest in designing and developing bio-based polyesters from renewable resources as emollients, emulsifiers, film-forming agents, or other functional ingredients for personal care applications. See, for example, U.S. Patent Nos. 8,414,906, 9,334,358, 6,540,987; and 7,820,758. However, polyester elastomers or polyester elastomer gels have not yet been reported to offer consumers a range of benefits as alternatives to silicone gels. Summary of the Invention

[0005] This disclosure provides crosslinked polyester elastomers comprising the reaction product of at least one dicarboxylic acid or tricarboxylic acid, at least one monocarboxylic acid, and at least one polyol. In one aspect, the polyester elastomer is prepared by an esterification reaction between at least one dicarboxylic acid or tricarboxylic acid, at least one monocarboxylic acid, and at least one polyol, the esterification reaction producing a crosslinked polymer structure. The polyester elastomer can also be swollen under shear stress with a low molecular weight emollient or solvent to form a homogeneous polyester gel or paste having a wide viscosity range. Compared to similar elastomers previously disclosed, these elastomers are expected to deliver superior performance benefits, such as improved sensory, structural, and rheological properties. In another aspect, the present invention relates to personal care compositions containing such high-purity polyester elastomers.

[0006] In a first aspect, this disclosure provides a polyester elastomer comprising the following reaction product:

[0007] (i) at least one dicarboxylic acid or tricarboxylic acid;

[0008] (ii) at least one monocarboxylic acid; and

[0009] (iii) At least one polyol.

[0010] In one aspect, this disclosure provides an elastomer prepared by causing the following reaction:

[0011] (i) at least one dicarboxylic acid of formula (IA)

[0012]

[0013] in

[0014] R 1A For C2-C 52 Alkyl, C2-C 52 Heteroalkyl, C2-C 52 alkenyl, C2-C 52 Heterene group, C3-C 52 Cyclic groups, or C2-C 52Heterocyclic groups; or

[0015] At least one tricarboxylic acid of formula (IB)

[0016]

[0017] in

[0018] R 1B For C2-C 52 Alkyl, C2-C 52 Heteroalkyl, C2-C 52 alkenyl, C2-C 52 Heterene group, C3-C 52 Cyclic groups, or C2-C 52 Heterocyclic groups;

[0019] (ii) at least one monocarboxylic acid of formula (II)

[0020]

[0021] in

[0022] R 2 For C2-C 52 Alkyl, C2-C 52 Heteroalkyl, C2-C 52 alkenyl, C2-C 52 Heterene group, C3-C 52 Cyclic groups, or C2-C 52 Heterocyclic groups; and

[0023] (iii) at least one polyol of formula (III)

[0024]

[0025] in

[0026] R 3 For C3-C 50 Alkyl, C3-C 50 Heteroalkyl, C3-C 50 alkenyl, C3-C 50 Heterene group, C3-C 50 Cyclic groups, or C3-C 50 Heterocyclic groups; and

[0027] n is an integer from 2 to 10.

[0028] In one aspect, this disclosure provides a method for preparing a polyester elastomer, comprising making the following reaction:

[0029] (i) at least one dicarboxylic acid or tricarboxylic acid;

[0030] (ii) at least one monocarboxylic acid; and

[0031] (iii) At least one polyol.

[0032] In one aspect, the preparation of polyester elastomers is solvent-free or emollient-free. In another aspect, polyester elastomers are prepared using solvents or emollients as defined herein.

[0033] In one aspect, the polyester elastomer comprises only polyester. In another aspect, the polyester elastomer comprises only cross-linked polyester. In yet another aspect, the polyester elastomer comprises both cross-linked and non-cross-linked polyester.

[0034] In one aspect, the polyester elastomer comprises a polyester and a solvent or emollient. In another aspect, the polyester elastomer comprises a crosslinked polyester and a solvent or emollient. In yet another aspect, the polyester elastomer comprises a crosslinked polyester, a non-crosslinked polyester, and a solvent or emollient.

[0035] In one respect, polyester elastomers are powders.

[0036] Polyester elastomers form cross-linked polymer networks. As is well known to those skilled in the art, such cross-linked polymers are not (completely) soluble, and certain methods can be used to characterize them, including, for example, sol-gel analysis (determination of gel fraction), swelling ratio analysis (determination of swelling ratio), and mechanical analysis (e.g., determination of modulus) (see, for example, Polym. Chem., 2024, 15, 219-247).

[0037] In one aspect, the fraction (gel fraction) of the polyester elastomer insoluble in ethyl acetate is greater than or equal to 20%. In another aspect, the fraction (gel fraction) of the polyester elastomer insoluble in ethyl acetate is greater than or equal to 40%. In another aspect, the fraction (gel fraction) of the polyester elastomer insoluble in ethyl acetate is greater than or equal to 50%. In another aspect, the fraction (gel fraction) of the polyester elastomer insoluble in ethyl acetate is greater than or equal to 60%. In another aspect, the fraction (gel fraction) of the polyester elastomer insoluble in ethyl acetate is greater than or equal to 70%. The gel fraction is suitably defined as...

[0038] .

[0039] In one respect, the gel fraction can be determined using extraction methods such as the Soxhlet extraction described in this paper.

[0040] In one aspect, the polyester elastomer composition comprises a polyester elastomer and a solvent or emollient as defined herein. In another aspect, the polyester elastomer composition comprises a polyester elastomer in the absence of a solvent or emollient as defined herein. In yet another aspect, the polyester elastomer composition is a gel or powder.

[0041] In one aspect, the polyester elastomer composition is a polyester elastomer combined with one or more solvents or emollients, which can be transformed into a polyester elastomer gel (swollen polyester elastomer), for example, by applying shear force to the composition.

[0042] In one aspect, this disclosure provides the use of gels or powders prepared from the polyester elastomers described herein in the manufacture of personal care formulations. Detailed Implementation

[0043] I. Definition

[0044] Unless otherwise stated, it is assumed that any atom with an unsatisfied valence has a hydrogen atom sufficient to satisfy the valence.

[0045] It should be noted that the terms “an” or “a kind” refer to one or more of that entity; for example, unless otherwise stated, “nucleic acid sequence” should be understood to mean one or more nucleic acid sequences. Therefore, the terms “an” (or “a kind”), “one or more” and “at least one” are used interchangeably in this document.

[0046] Furthermore, when used herein, “and / or” should be considered as a specific disclosure of each of the two specified features or components, with or without the other. Thus, the term “and / or” as used in phrases such as “A and / or B” herein is intended to include “A and B”, “A or B”, “A” (alone), and “B” (alone). Similarly, the term “and / or” as used in phrases such as “A, B, and / or C” is intended to cover each of the following: A, B, and C; A, B, or C; A or C; A or B; B or C; A and C; A and B; B and C; A (alone); B (alone); and C (alone).

[0047] It should be understood that wherever the term “comprising (including)” is used to describe an aspect in this document, other similar aspects described as “consisting of” and / or “substantially consisting of” are also provided.

[0048] The term “about” is used in this document to mean approximately, roughly, around, or in a region of. When the term “about” is used in conjunction with a numerical range, it modifies the range by extending the boundaries to be above and below the stated numerical value. Typically, the term “about” can modify numerical values ​​above and below the stated value by varying upwards or downwards (higher or lower), for example, by 10%.

[0049] As used herein, unless otherwise stated, the following definitions shall apply. For the purposes of this disclosure, chemical elements are identified according to the periodic table (CAS edition) and the Handbook of Chemistry and Physics, 75th edition, 1994. Furthermore, the general principles of organic chemistry are described in “Organic Chemistry,” Thomas Sorrell, University Science Books, Sausalito: 1999, and “March's Advanced Organic Chemistry,” 6th Ed., Smith, MB, and March, J., eds. John Wiley & Sons, New York: 2007, the entire contents of which are incorporated herein by reference.

[0050] As used alone or as part of a group in this article, the term "hydrocarbon" refers to a straight-chain or branched aliphatic series of 1 to 200 carbon atoms, i.e., C1-C2. 200 Hydrocarbons, or straight-chain or branched aliphatic series with a specified number of carbon atoms, such as C1 hydrocarbons like methyl, C2 hydrocarbons like ethyl, etc. In one embodiment, the hydrocarbon is C2-C... 200 Hydrocarbon group. In one embodiment, the hydrocarbon is C6-C. 60 Hydrocarbon group. In one embodiment, the hydrocarbon is C6-C. 60 Hydrocarbon group. In one embodiment, the hydrocarbon is C2-C. 60 Hydrocarbon group. In one embodiment, the hydrocarbon is C5C. 22 Hydrocarbon groups. Examples of hydrocarbon groups include butyl, octyl, decyl, lauryl, cetyl (palmityl), and stearyl.

[0051] As used alone or as part of a group herein, the term "alkyl" refers to a straight-chain or branched aliphatic hydrocarbon containing 1 to 200 carbon atoms, i.e., C2-C2. 200 Alkyl, or a straight-chain or branched aliphatic hydrocarbon specifying the number of carbon atoms, such as a C1 alkyl like methyl, a C2 alkyl like ethyl, etc. In one embodiment, the alkyl is C2-C1. 200 Alkyl group. In another embodiment, the alkyl group is C6-C. 60 Alkyl group. In another embodiment, the alkyl group is C2-C. 60 Alkyl group. In another embodiment, the alkyl group is C5C. 22 Alkyl groups. Examples of alkyl groups include butyl, octyl, decyl, lauryl, cetyl (palmityl), and stearyl.

[0052] As used herein, either alone or as part of a group, the term "alkene" refers to an alkyl group containing one, two, three, or more carbon-carbon double bonds. In one embodiment, the alkenyl group is C2-C. 200 Alkenyl group. In another embodiment, the alkenyl group is C6-C. 60 Alkenyl group. In another embodiment, the alkenyl group is C2-C. 60 Alkenyl group. In another embodiment, the alkenyl group is C5-C. 22 Alkenyl group.

[0053] As used herein, either alone or as part of a group, the term "alkyne" refers to an alkyl group containing one, two, three, or more carbon-carbon triple bonds. In another embodiment, the alkyne is C2-C 200 Alkyne group.

[0054] As used herein, whether alone or as part of a group, the term "ring" refers to a stable cyclic compound containing three or more atoms. In one embodiment, the ring is C3-C. 200 Ring base. In one embodiment, the ring is C6-C. 60 Ring group. In one embodiment, the ring is C5-C. 22 Cyclic groups. Examples of cyclic compounds include benzene, cyclopentane, and cyclohexane.

[0055] As used herein, either alone or as part of a group, the term "heteroalkyl" refers to a stable straight-chain or branched alkyl group containing 2 to 200 carbon atoms and at least one heteroatom, which may be the same or different and selected from O, N, or S, wherein the sulfur atom may optionally be oxidized. The heteroatom may be located in any internal position of the heteroalkyl group or at a position where the heteroalkyl group is attached to the rest of the molecule. In one embodiment, the heteroalkyl group is C6-C. 60 Heteroalkyl group. In one embodiment, the heteroalkyl group is C2-C. 60 Heteroalkyl. Examples of heteroalkyl compounds include succinyl, adipyl, and sebacate.

[0056] As used herein, either alone or as part of a group, the term "heteroolefin" refers to a stable straight-chain or branched alkenyl group containing 2 to 200 carbon atoms and at least one heteroatom, which may be the same or different and selected from O, N, or S, wherein the sulfur atom may optionally be oxidized. The heteroatom may be located in any internal position of the heteroalkyl group or at a position where the heteroalkyl group is attached to the remainder of the molecule. In one embodiment, the heteroolefin is C6-C. 60 Heteroalkenyl. In one embodiment, the heteroalkene is C2-C. 60 Heteroalkenyl. Examples of heteroalkenyl compounds include oleoyl, ricinoleoyl, and linoleoyl.

[0057] As used herein, the term "heteroyne" refers to a stable straight-chain or branched alkyne group containing 2 to 200 carbon atoms and at least one heteroatom, which may be the same or different and selected from O, N, or S, wherein the sulfur atom may optionally be oxidized. The heteroatom may be located in any internal position of the heteroalkyl group or at a position where the heteroalkyl group is attached to the rest of the molecule.

[0058] As used herein, either alone or as part of a group, the term "heterocyclic" refers to a stable cyclic compound containing two or more carbon atoms and at least one heteroatom, which may be the same or different and selected from O, N, or S, wherein the sulfur atom may optionally be oxidized. In one embodiment, the heterocyclic group is C2-C. 200 Heterocyclic group. In one embodiment, the heterocyclic group is C6-C. 60 Heterocyclic group. In one embodiment, the heterocyclic group is C5-C. 22 Heterocyclic groups. Examples of heterocyclic compounds include furans, oxacyclopentanes, and thiophenes.

[0059] As used herein, the term "olefin" refers to any substance having at least one olefinic double bond, such as normal and branched aliphatic alkenes, alicyclic alkenes, aryl-substituted alkenes, etc. An olefin may contain one or more terminal double bonds ("terminal olefins") and / or one or more internal double bonds ("internal olefins"), and may be cyclic or acyclic, straight or branched, and optionally substituted. The total number of carbon atoms may be from 1 to 100, or from 1 to 40; the double bonds may be unsubstituted or mono-, di-, tri-, or tetra-substituted.

[0060] As used herein, the term "polyolefin" refers to a homopolymer or copolymer of ethylene, propylene, butene and other unsaturated aliphatic hydrocarbons, vinyl esters (e.g., vinyl acetate), or (meth)acrylic acids (e.g., butyl acrylate, acrylic acid). Typically, a polyolefin will be a polymer of ethylene or propylene or a copolymer thereof, or ethylene or propylene with one or more C4-C... 12 Copolymers of α-olefin aliphatic comonomers.

[0061] A gel is a dispersion system comprising at least two components: a solid component and a liquid component. The solid component forms a sponge-like three-dimensional network with pores filled by the liquid. The liquid component is thus immobilized within the solid. In the gel of the present invention, the solid component is a three-dimensional network formed of a cross-linked polyester elastomer, and the liquid component is formed by one or more solvents or emollients as defined herein. Gels are semi-solids and can have properties ranging from soft and weak to hard and tough. Gels are also defined as substantially diluted cross-linked systems.

[0062] Therefore, elastomeric gels are made from elastomeric powders or particles that swell or disperse in a liquid (such as a solvent or emollient) to form a gel. Swelling capacity is typically expressed as a swelling ratio, as explained herein.

[0063] The various aspects of this disclosure are described in more detail below.

[0064] II. Polyester elastomers

[0065] In one aspect, this disclosure relates to an elastomer comprising the following reaction products:

[0066] (i) at least one dicarboxylic acid or tricarboxylic acid;

[0067] (ii) at least one monocarboxylic acid; and

[0068] (iii) At least one polyol.

[0069] In one respect, the elastomer is a polyester elastomer. In another respect, the elastomer is a cross-linked polyester elastomer.

[0070] In one aspect, at least one of components (i) and / or (iii) has a functionality of ≥2. In another aspect, the functionality of polyol (iii) is ≥3.

[0071] In one respect, component (i) has a functionality of 2 (dicarboxylic acid) and polyol (iii) has a functionality of ≥3. Attached Figure Description

[0072] Figure 1 This is a bar graph showing the time required for the polyester elastomer to reach a 60% gel fraction, which was measured using Soxhlet extraction in ethyl acetate as described herein, with four different proportions of monomer A (C 36 Dimer acid (B), oleic acid (B), and diglyceride (C) were prepared at 140°C under nitrogen protection. No solvents or emollients were used. The molar ratio of B to C was kept constant.

[0073] Figure 2 This shows the use of four different ratios of monomer A (C) at 140°C under nitrogen protection. 36 A bar graph showing the swelling values ​​(or ratios) of polyester elastomers in coco-caprylate / capric acid esters prepared from dimeric acid (B), oleic acid (C), and diglycerides (D), as measured herein. No solvents or emollients were used. The molar ratio of B to C remained constant.

[0074] Figure 3 This is a bar graph showing the time required for the crosslinked polyester to reach a 60% gel fraction, measured by Soxhlet extraction in ethyl acetate as described herein, with four different ratios of monomer A (C36 Dimer acid (A), oleic acid (B), and diglyceride (C) were reacted under nitrogen protection at 140°C. No solvents or emollients were used. The molar ratio of A to C remained constant.

[0075] Figure 4 This shows the use of four different ratios of monomer A (C) at 140°C under nitrogen protection. 36 A bar graph showing the swelling values ​​(or ratios) of polyester elastomers in cocoyl octanoate / decanoate prepared from dimeric acid (B) (oleic acid) and oleic acid (C) (diglycerides), as measured herein. No solvents or emollients are used.

[0076] Figure 5 This is a line graph showing the rheological profile (measured as described herein) of a polyester elastomer gel prepared by treating the polyester elastomer of Example 1 with a coconut oil octanoate / decanoate emollient.

[0077] Figure 6 Line graph showing the particle size distribution (as described herein) of the polyester elastomer gel prepared by treating the polyester elastomer of Example 1 with a coconut oil octanoate / decanoate solvent or emollient.

[0078] A. Components

[0079] 1. Dicarboxylic acid

[0080] In one respect, at least one dicarboxylic acid is a compound of formula (IA).

[0081]

[0082] in

[0083] R 1A For C2-C 52 Alkyl, C2-C 52 Heteroalkyl, C2-C 52 alkenyl, C2-C 52 Heterene group, C3-C 52 Cyclic groups, or C2-C 52 Heterocyclic group.

[0084] In one respect, dicarboxylic acids are compounds of formula (IA), where R 1A It is C4-C 34 Alkyl, C4-C 34 Heteroalkyl, C4-C 34 alkenyl, C4-C 34 Heterene group, C4-C 34 Cyclic groups or C4-C 34 Heterocyclic group.

[0085] In one respect, dicarboxylic acids are compounds of formula (IA), wherein R1A C4-C 34 alkyl.

[0086] In one respect, the dicarboxylic acid is selected from succinic acid, glutaric acid, adipic acid, pimelic acid, octanoic acid, azelaic acid, sebacic acid, brassic acid, dodecanoic acid, C 21 dimer acid, C 36 Dicarboxylic acids, maleic acid, fumaric acid, traumatic acids, and combinations thereof. In one respect, dicarboxylic acids are dilinoleic acid. In another respect, dicarboxylic acids are C10-32 ... 36 Dimeric acids. In one respect, dicarboxylic acids are hydrogenated C24-dicarboxylic acids. 36 Dimer acid.

[0087] In one respect, dicarboxylic acids are either bio-based or naturally derived.

[0088] 2. Tricarboxylic acids

[0089] In one respect, at least one tricarboxylic acid is a compound of formula (IB).

[0090]

[0091] in

[0092] R 1B For C2-C 52 Alkyl, C2-C 52 Heteroalkyl, C2-C 52 alkenyl, C2-C 52 Heterene group, C3-C 52 Cyclic groups, or C2-C 52 Heterocyclic group.

[0093] In one respect, tricarboxylic acids are compounds of formula (IB), where R 1B It is C4-C 34 Alkyl, C4-C 34 Heteroalkyl, C4-C 34 alkenyl, C4-C 34 Heterene group, C4-C 34 Cyclic groups or C4-C 34 Heterocyclic group.

[0094] In one respect, tricarboxylic acids are compounds of formula (IB), where R 1B It is C4-C 34 alkyl.

[0095] In one respect, tricarboxylic acids are selected from citric acid, C 54 Trimeric acid and hydrogenated C 54 Trimeric acids. In one respect, tricarboxylic acids are C10-32 ... 54 Trimeric acid.

[0096] In one respect, dicarboxylic acids are either bio-based or naturally derived.

[0097] 3. Monocarboxylic acids

[0098] In one respect, at least one monocarboxylic acid is a compound of formula (II).

[0099]

[0100] in

[0101] R 2 For C2-C 52 Alkyl, C2-C 52 Heteroalkyl, C2-C 52 alkenyl, C2-C 52 Heterene group, C3-C 52 Cyclic groups, or C2-C 52 Heterocyclic group.

[0102] In one respect, monocarboxylic acids are compounds of formula (II), wherein R 2 It is C5-C 21 Alkyl, C5-C 21 Heteroalkyl, C5-C 21 alkenyl, C5-C 21 Heterene, C5-C 21 Cyclic groups or C5-C 21 Heterocyclic group.

[0103] In one respect, the monocarboxylic acid is selected from caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, isostearic acid, behenic acid, oleic acid, linoleic acid, linolenic acid, and combinations thereof. In another respect, the monocarboxylic acid is oleic acid. In another respect, the monocarboxylic acid is isostearic acid.

[0104] In one respect, monocarboxylic acids are either bio-based or naturally derived.

[0105] 4. Polyols

[0106] On the one hand, at least one polyol is a compound of formula (III).

[0107]

[0108] in

[0109] R 3 For C3-C 50 Alkyl, C3-C 50 Heteroalkyl, C3-C 50 alkenyl, C3-C 50 Heterene group, C3-C 50 Cyclic groups, or C3-C 50 Heterocyclic groups; and

[0110] n is an integer from 2 to 10.

[0111] In one respect, the polyol is a compound of formula (III), wherein R 3 It is C3-C 50 Alkyl, C3-C 50 Heteroalkyl, C3-C 50 alkenyl or C3-C 50 Heterene group; and n is an integer from 2 to 10.

[0112] In one respect, the polyol is a compound of formula (III), wherein R 3 It is C3-C 20 Alkyl, C3-C 20 Heteroalkyl, C3-C 20 alkenyl or C3-C 20 Heterene group; and n is an integer from 2 to 10.

[0113] In one aspect, the polyol is a compound of formula (III), wherein n is an integer from 2 to 6. In another aspect, the polyol is a compound of formula (III), wherein n is 2, 3, 4, 5, or 6. In another aspect, the polyol is a compound of formula (III), wherein n is an integer from 3 to 10. In another aspect, the polyol is a compound of formula (III), wherein n is an integer from 3 to 6.

[0114] In one aspect, the polyol is selected from glycerol, diglycerol, polyglycerol, polyglycerol-3, sorbitol, castor oil, hydrogenated castor oil, sugar alcohols, monosaccharides, disaccharides, oligosaccharides, polysaccharides, tannins, gallic acid, 1,2-propanediol, 1,3-propanediol, 1,4-butanediol, 1,2-pentanediol, 1,3-pentanediol, 1,4-pentanediol, 1,5-pentanediol, 1,2-hexanediol, 1,5-hexanediol, 1,6-hexanediol, C 36 Dimeric glycol, hydrogenated C 36 Dimeric glycols and combinations thereof. In one aspect, the polyol is hydrogenated castor oil. In another aspect, the polyol is diglyceride. In another aspect, the polyol is polyglycerol-3. In another aspect, the polyol is polyglycerol-4.

[0115] In one respect, polyols are either bio-based or naturally derived.

[0116] B. Component ratio

[0117] In one aspect, the elastomer comprises a defined molar ratio of carboxyl functional groups (-COOH) from a monocarboxylic acid to hydroxyl functional groups (-OH) from a polyol. It has been found that the molar ratio of carboxyl functional groups (-COOH) from a monocarboxylic acid to hydroxyl functional groups (-OH) from a polyol affects the properties of the polyester elastomer and the properties of gels made from the polyester elastomer.

[0118] In one aspect, the molar ratio of a carboxyl functional group (-COOH) from a monocarboxylic acid to a hydroxyl functional group (-OH) from a polyol is about 1:2 to about 1:16. In another aspect, the molar ratio of a carboxyl functional group (-COOH) from a monocarboxylic acid to a hydroxyl functional group (-OH) from a polyol is about 1:2 to about 1:14. In another aspect, the molar ratio of a carboxyl functional group (-COOH) from a monocarboxylic acid to a hydroxyl functional group (-OH) from a polyol is about 1:2 to about 1:10. In another aspect, the molar ratio of a carboxyl functional group (-COOH) from a monocarboxylic acid to a hydroxyl functional group (-OH) from a polyol is about 1:2 to about 1:8. In another aspect, the molar ratio of a carboxyl functional group (-COOH) from a monocarboxylic acid to a hydroxyl functional group (-OH) from a polyol is about 1:2 to about 1:5. In one respect, the molar ratio of the carboxyl functional group (-COOH) from a monocarboxylic acid to the hydroxyl functional group (-OH) from a polyol is about 1:16, about 1:15, about 1:14, about 1:13, about 1:12, about 1:11, about 1:10, about 1:9, about 1:8, about 1:7, about 1:6, about 1:5, about 1:4, about 1:3 or about 1:2.

[0119] In one aspect, the molar ratio of a carboxyl functional group (-COOH) from a dicarboxylic acid or tricarboxylic acid to a hydroxyl functional group (-OH) from a polyol is about 1.5:1 to about 1:4. In another aspect, the ratio of a carboxyl functional group (-COOH) from a dicarboxylic acid or tricarboxylic acid to a hydroxyl functional group (-OH) from a polyol is about 1.5:1 to about 1:2. In another aspect, the ratio of a carboxyl functional group (-COOH) from a dicarboxylic acid or tricarboxylic acid to a hydroxyl functional group (-OH) from a polyol is about 1.5:1 to about 1:1.5. In another aspect, the ratio of a carboxyl functional group (-COOH) from a dicarboxylic acid or tricarboxylic acid to a hydroxyl functional group (-OH) from a polyol is about 1.5:1 to about 1:1.25. In one respect, the ratio of the carboxyl functional group (-COOH) from dicarboxylic acid or tricarboxylic acid to the hydroxyl functional group (-OH) from polyol is about 1.5:4, about 1.5:3, about 1.5:2, about 1:1, about 1:2, about 1:3 or about 1:4.

[0120] Figure 1 , Figure 2 , Figure 3 and Figure 4 The results showed that if the molar ratio of dicarboxylic acid or tricarboxylic acid to polyol remained constant, the amount of monocarboxylic acid significantly affected the weight percentage of crosslinked polyester in the resulting polyester elastomer and the swelling value (i.e., swelling ratio) of the polyester elastomer in cocoyl octanoate / decanoate. The swelling value of polyester elastomers is an important indicator of how polyester elastomers perform in personal care formulations.

[0121] In one respect, the conversion of the carboxylic acid functional group (-COOH) to the ester functional group (-CO(O)-) is not less than 80 mol%. The conversion percentage is calculated by titrating the carboxylic acid functional group (-COOH) with 0.1 N KOH in isopropanol.

[0122] II. Methods for preparing polyester elastomers

[0123] 1. Esterification reaction

[0124] In one aspect, this disclosure relates to a method for preparing an elastomer, comprising making the following reaction:

[0125] (i) at least one dicarboxylic acid or tricarboxylic acid;

[0126] (ii) at least one monocarboxylic acid; and

[0127] (iii) At least one polyol.

[0128] In one aspect, the prepared elastomer is a polyester elastomer. In another aspect, the prepared elastomer is a cross-linked polyester elastomer.

[0129] In one respect, the elastomer is prepared under nitrogen protection, under vacuum, or a combination thereof.

[0130] In one respect, elastomers are prepared by causing the following reaction:

[0131] (i) at least one dicarboxylic acid or tricarboxylic acid, optionally wherein the dicarboxylic acid or tricarboxylic acid is an activated dicarboxylic acid or an activated tricarboxylic acid;

[0132] (ii) at least one monocarboxylic acid; and

[0133] (iii) At least one polyol.

[0134] In one respect, elastomers are prepared by causing the following reaction:

[0135] (i) at least one activated dicarboxylic acid or tricarboxylic acid;

[0136] (ii) at least one monocarboxylic acid; and

[0137] (iii) At least one polyol.

[0138] In one aspect, the reaction involves an activated dicarboxylic acid or tricarboxylic acid, and the preparation of the elastomer further involves adding water to quench the activator from the reaction.

[0139] In one respect, esterification is carried out in a solvent or emollient. In another respect, esterification is carried out in more than one solvent or emollient.

[0140] In one respect, esterification is carried out in the absence of solvents or emollients.

[0141] 2. Component ratio

[0142] In one aspect, the preparation of elastomers involves a defined ratio of dicarboxylic acid or tricarboxylic acid (A) to polyol (C), and a defined ratio of monocarboxylic acid (B) to polyol (C). The A / C and B / C ratios have been found to affect the properties of polyester elastomers and the properties of gels made from polyester elastomers.

[0143] In one aspect, the molar ratio of the carboxyl functional group (-COOH) from the monocarboxylic acid (B) to the hydroxyl functional group (-OH) from the polyol (C) is about 1:2 to about 1:16. In another aspect, the molar ratio of the carboxyl functional group (-COOH) from the monocarboxylic acid (B) to the hydroxyl functional group (-OH) from the polyol (C) is about 1:2 to about 1:14. In another aspect, the molar ratio of the carboxyl functional group (-COOH) from the monocarboxylic acid (B) to the hydroxyl functional group (-OH) from the polyol (C) is about 1:2 to about 1:10. In another aspect, the molar ratio of the carboxyl functional group (-COOH) from the monocarboxylic acid (B) to the hydroxyl functional group (-OH) from the polyol (C) is about 1:2 to about 1:8. In one aspect, the molar ratio of the carboxyl functional group (-COOH) from the monocarboxylic acid (B) to the hydroxyl functional group (-OH) from the polyol (C) is about 1:2 to about 1:5. In another aspect, the molar ratio of the carboxyl functional group (-COOH) from the monocarboxylic acid (B) to the hydroxyl functional group (-OH) from the polyol (C) is about 1:16, about 1:15, about 1:14, about 1:13, about 1:12, about 1:11, about 1:10, about 1:9, about 1:8, about 1:7, about 1:6, about 1:5, about 1:4, about 1:3, or about 1:2.

[0144] In one aspect, the molar ratio of the carboxyl functional group (-COOH) from the dicarboxylic acid or tricarboxylic acid (A) to the hydroxyl functional group (-OH) from the polyol (C) is about 1.5:1 to about 1:4. In another aspect, the ratio of the carboxyl functional group (-COOH) from the dicarboxylic acid or tricarboxylic acid (A) to the hydroxyl functional group (-OH) from the polyol (C) is about 1.5:1 to about 1:2. In another aspect, the ratio of the carboxyl functional group (-COOH) from the dicarboxylic acid or tricarboxylic acid (A) to the hydroxyl functional group (-OH) from the polyol (C) is about 1.5:1 to about 1:1.5. In another aspect, the ratio of the carboxyl functional group (-COOH) from the dicarboxylic acid or tricarboxylic acid (A) to the hydroxyl functional group (-OH) from the polyol (C) is about 1.5:1 to about 1:1.25. In one respect, the ratio of the carboxyl functional group (-COOH) from dicarboxylic acid or tricarboxylic acid (A) to the hydroxyl functional group (-OH) from polyol (C) is about 1.5:4, about 1.5:3, about 1.5:2, about 1:1, about 1:2, about 1:3 or about 1:4.

[0145] In one respect, the conversion of the carboxyl functional group (-COOH) to the ester functional group (-CO(O)-) is not less than 80 mol%. The conversion percentage is calculated by titrating the carboxylic acid functional group (-COOH) with 0.1 N KOH in isopropanol.

[0146] In one respect, esterification is carried out in the absence of solvents or emollients.

[0147] In one respect, esterification is carried out in a solvent or emollient. In another respect, esterification is carried out in more than one solvent or emollient.

[0148] In one aspect, the percentage of solvent or emollient in the total raw materials for the esterification reaction is in the range of 0% to 80% by weight. In another aspect, the percentage of solvent or emollient in the total raw materials for the esterification reaction is in the range of 0% to 60% by weight. In another aspect, the percentage of solvent or emollient in the total raw materials for the esterification reaction is in the range of 0% to 50% by weight. In another aspect, the percentage of solvent or emollient in the total raw materials for the esterification reaction is in the range of 0% to 40% by weight. In another aspect, the percentage of solvent or emollient in the total raw materials for the esterification reaction is in the range of 0% to 30% by weight. In another aspect, the percentage of solvent or emollient in the total raw materials for esterification is in the range of 0% to 20% by weight. In another aspect, the percentage of solvent or emollient in the total raw materials for the esterification reaction is in the range of 0% to 10% by weight. In another aspect, the percentage of solvent or emollient in the total raw materials for the esterification reaction is in the range of 10% to 20% by weight. In one respect, the percentage of solvent or emollient in the total feedstock for the esterification reaction is in the range of 20% to 30% by weight.

[0149] Figure 1 This is a bar graph showing the gel times of elastomers prepared using four different ratios of dicarboxylic or tricarboxylic acids (A), monocarboxylic acids (B), and polyols (C). The molar ratio of monocarboxylic acid (B) to polyol (C) was kept constant at 140°C under nitrogen protection. Gel time is the amount of time taken for the degree of crosslinking (gel fraction) of the polyester to reach 60% by weight of the polyester elastomer, as measured by the Soxhlet extraction described herein. Figure 1 As shown, the molar ratio of dicarboxylic acid or tricarboxylic acid (A) to polyol (C) has a profound impact on the gel time in the synthesis of polyester elastomers. The shortest gel time occurs when the molar ratio of A / B / C is between 1.5 / 0.5 / 1 and 2 / 0.5 / 1.

[0150] Figure 3 This is a bar graph showing the gel times of elastomers prepared using four different ratios of dicarboxylic or tricarboxylic acids (A), monocarboxylic acids (B), and polyols (C). The molar ratio of dicarboxylic or tricarboxylic acids (A) to polyols (C) was kept constant at 140°C under nitrogen protection. Gel time is the amount of time it takes for the degree of crosslinking (gel fraction) of the polyester to reach 60% by weight of the polyester elastomer, as measured by the Soxhlet extraction described herein. Figure 3 As shown, the ratio of monocarboxylic acid (B) to polyol (C) has a profound impact on the gel time in the synthesis of polyester elastomers. The shortest gel time occurs when the molar ratio of A / B / C is 1.5 / 0.25 / 1.

[0151] 3. Activator

[0152] In one aspect, the preparation of elastomers includes the use of activators. In another aspect, the preparation of elastomers does not include the use of activators.

[0153] In one respect, the activator is selected from dimethyl dicarbonate, diethyl dicarbonate, dipropyl dicarbonate, ditert-butyl dicarbonate, and combinations thereof.

[0154] 4. Catalyst

[0155] In one aspect, the preparation of elastomers involves a catalyst. In another aspect, the preparation of elastomers does not involve a catalyst. However, it has been found that the reaction time is prolonged when a catalyst is not used.

[0156] In one aspect, the catalyst is selected from methanesulfonic acid, p-toluenesulfonic acid, benzenesulfonic acid, sulfuric acid, amide sulfonic acid, aminosulfonic acid, sodium bisulfate, phosphoric acid, hydrochloric acid, hydrobromic acid, nitric acid, sodium hydroxide, potassium hydroxide, sodium methoxide, sodium ethoxide, potassium methoxide, potassium ethoxide, bismuth(III) neodecanoate, bismuth(III) citrate, bismuth(III) chloride, bismuth(III) acetate, bismuth(III) phosphate, tin chloride, tin pyranone, dibutyltin dilaurate, di-n-butyl-oxo-stannane, butylstannic acid, zinc chloride, zinc bromide, zinc carboxylate, zinc oxide, zinc hydroxynitrate, zinc hydroxyacetic acid, triethylamine, tripropylamine, cocamidopropyl dimethylamine, stearamide-propyl dimethylamine, isostearamide-propyl dimethylamine, and combinations thereof. In one aspect, the catalyst is p-toluenesulfonic acid, methanesulfonic acid, phosphoric acid, bismuth neodecanoate, or combinations thereof. In one aspect, the catalyst is methanesulfonic acid.

[0157] In one respect, the catalyst is a salt. In another respect, the catalyst is a salt selected from Yb(OTf)3, Sc(OTf)3, Hf(OTf)4, Bi(OTf)3, Al(OTf)3, Zn(OTf)2, Mg(ClO4)2, Cu(OTf)2, Ti(OCH(CH3)2)4 and combinations thereof.

[0158] 5. Emollients or solvents

[0159] In one aspect, the preparation of polyester elastomers can be carried out in the presence of a solvent. The solvent can also be used as an emollient, preferably a cosmetic emollient. When the solvent is also used as an emollient, it also provides softening, protective, moisturizing, and / or lubricating effects to the skin. In one aspect, the solvent or emollient is bio-based or naturally derived. In one aspect, the solvent or emollient is a triglyceride solvent, a monoester solvent, a diester solvent, a citrate solvent, an ether solvent, a carbonate solvent, a hydrocarbon solvent, a silicone solvent, or a combination thereof.

[0160] On the one hand, the solvent is a triglyceride solvent of formula (IV).

[0161]

[0162] in

[0163] Each R 4 R 5 and R 6 Independently for C1-C 35 Alkyl, C1-C 35 Heteroalkyl, C2-C 35 alkenyl or C2-C 35 Heterene group.

[0164] In one respect, the solvent has the formula (IV), where R4 R 5 and R 6 Independently for C2-C 17 Alkyl or C2-C 17 Alkylene (alkenyl)

[0165] In one aspect, the solvent is a triglyceride solvent selected from caprylic / capric triglycerides, triglyceride triheptanoates, corn oil, soybean oil, olive oil, rapeseed oil, cottonseed oil, coconut oil, almond oil, argan oil, rosehip oil, black seed oil, grapeseed oil, avocado oil, almond oil, geranium oil, lavender oil, rosehip oil, macadamia oil, eucalyptus oil, sardine oil, herring oil, safflower oil, flaxseed oil, sunflower oil, olive oil, rapeseed oil, sesame oil, cottonseed oil, palm oil, rapeseed oil, tung oil, fish oil, peanut oil, calyx oil, milkweed oil, sea sedge oil, whale oil, castor oil, and combinations thereof. In another aspect, the triglyceride solvent is selected from caprylic / capric triglycerides, triglyceride triheptanoates, and combinations thereof.

[0166] On the one hand, the solvent is a monoester solvent of formula (V).

[0167]

[0168] in

[0169] R 7 For C1-C 35 Alkyl, C1-C 35 Heteroalkyl, C2-C 35 alkenyl, or C2-C 35 Heterene groups; and

[0170] R 8 For C1-C 35 Alkyl, C1-C 35 Heteroalkyl, C2-C 35 alkenyl, or C2-C 35 Heterene group.

[0171] In one respect, the solvent is a monoester solvent of formula (V), wherein R 7 It is C5-C 17 Alkyl or C5-C 17 alkenyl and R 8 It is C2-C 17 Alkyl or C2-C 17 Alkenyl group.

[0172] In one respect, the solvent is selected from the following monoester solvents: cocoyl octanoate, cocoyl decanoate, jojoba oil, jojoba ester, isopropyl jojoba acid, ethyl macadicate, isoamyl laurate, heptyl undecenoate, methyl heptyl isostearate, isostearate isostearate, glyceryl castor oil, isostearate palmitate, myristyl myristate, octyl dodecyl myristate, octyl stearate. Dialkyl esters, butyl myristate, ethylhexyl cocoate, ethylhexyl palmitate, ethylhexyl stearate, butyl stearate, decyl oleate, isocetyl behenate, isocetyl myristate, isocetyl palmitate, isocetyl stearate, isocetyl oleate, isopropyl isostearate, isopropyl myristate, isopropyl palmitate, oleyl oleate, propylene glycol laurate, octyl dodecyl erucate, C-lactic acid 12 -C 13 Alkyl esters, lactic acid C 12 –C 15 Alkyl esters, isostearyl lactate, glyceryl ether-5-lactic acid ester, lauryl lactate, myristyl lactate, oleyl lactate, lauryl ether-2-benzoate, benzoic acid C 12 -C 15 Alkyl esters, C 12 -C 15 Alkyl ether-3-benzoate, dipropylene glycol benzoate, isodecanyl salicylate, C-salicylic acid 12 -C 15 Alkyl esters, tridecyl salicylate, ethylhexyl isononanoate, cetyl ethylhexanoate, isonononoate, isodecanoate, isodecanoate, tridecyl ethylhexanoate, isotretinoate, isostearyl isonononoate, cetearyl isonononoate, lauryl ether-2-ethylhexanoate, cetearyl ethylhexanoate, isodecanoate, isostearyl isopentate, myristyl isopentate, isostearyl behenate, octyl dodecyl neopentanoate, tridecyl neopentanoate, and combinations thereof. In one aspect, the monoester solvent is selected from cocoyl octanoate / caprylate, cocoyl octanoate, jojoba oil, isoamyl laurate, methyl heptaethyl isostearate, C-lactic acid. 12 -C 13 Alkyl esters, lactic acid C 12 -C 15 Alkyl esters, lauryl lactate, ethylhexyl isononanoate, cetyl ethylhexanoate, isonononyl isononanoate, isodecanyl isonononanoate, tridecyl isonononanoate, isotretinoate, isostearyl isonononanoate, cetearyl isonononanoate, and combinations thereof. In one aspect, the monoester solvent is selected from coconut oil octanoate / caprylate, coconut oil octanoate, isoamyl laurate, isononononanoate, heptyl undecenoate, jojoba oil, jojoba ester, and combinations thereof.

[0173] In one respect, the solvent is:

[0174] (a) Diester solvent of formula (VI)

[0175]

[0176] in

[0177] R 9 For C1-C 35 Alkyl, C1-C 35 Heteroalkyl, C2-C 35 alkenyl, or C2-C 35 Heterene groups; and

[0178] R 10 and R 11 Independently for C1-C 35 Alkyl, C1-C 35 Heteroalkyl, C2-C 35 alkenyl or C2-C 35 Heterene; or

[0179] (b) Diester solvent of formula (VII)

[0180]

[0181] in

[0182] R 9 For C1-C 35 Alkyl, C1-C 35 Heteroalkyl, C2-C 35 alkenyl, or C2-C 35 Heterene groups; and

[0183] R 10 and R 11 Independent of H, C1-C 35 Alkyl, C1-C 35 Heteroalkyl, C2-C 35 alkenyl or C2-C 35 Heterene; or

[0184] (c) Diester solvent of formula (VIII)

[0185]

[0186] in

[0187] R 9 and R 10 Independently for C1-C 35 Alkyl, C1-C 35 Heteroalkyl, C2-C 35 alkenyl or C2-C 35 Heterene groups; and

[0188] R 11 For H, C1-C 35 Alkyl, C1-C 35 Heteroalkyl, C2-C 35 alkenyl or C2-C 35 Heterene group.

[0189] In one respect, the solvent is a diester solvent of formula (VI), formula (VII), or formula (VIII), wherein R 11 For C2-C 10 Alkyl or C2-C 10 alkenyl, R 9 and R 10 Independently for C1-C 12 Alkyl or C2-C 12 Alkenyl group.

[0190] In one aspect, the diester solvent is selected from diethyl succinate, dibutyl succinate, diethylhexyl succinate, diisopropyl sebacate, dimethyl sebacate, diethyl sebacate, dibutyl sebacate, diisostearyl dimer, diisostearyl malate, isostearyl stearoyl stearate, isoctyl stearoyl stearate, octyl dodecyl stearoyl stearate, diethylhexyl malate, and diethylhexyl maleate. Dipropylene glycol dibenzoate, dioctyl adipate, dioctyl maleate, diisopropyl dimer, diisopropyl adipate, diisobutyl adipate, diisopropyl sebacate, diisostearyl dimer, diethylhexyl succinate, diethylene glycol diethylhexanoate, neopentyl glycol didecanoate, propylene glycol dioctyl / didecanoate, neopentyl glycol diisostearate, neopentyl glycol diethylhexanoate, neopentyl glycol diheptanoate, and combinations thereof. In one aspect, the diester solvent is selected from dioctyl adipate, dioctyl maleate, diisopropyl adipate, diisobutyl adipate, diethyl succinate, dibutyl succinate, diethylhexyl succinate, diisopropyl sebacate, dimethyl sebacate, diethyl sebacate, dibutyl sebacate, neopentyl glycol diethylhexanoate, neopentyl glycol diheptanoate, and combinations thereof.

[0191] On one hand, the solvent is a citrate solvent of formula (IX).

[0192]

[0193] in

[0194] R 12 R 13 R 14 and R 15 Independent of H, C1-C 35 Alkyl, C1-C 35 Heteroalkyl, C2-C 35 alkenyl or C2-C35 Heteroalkenyl, wherein R 12 R 13 R 14 and R 15 At least one of them is not H.

[0195] In one respect, the solvent is a citrate ester solvent of formula (IX), wherein R 12 R 13 and R 14 Independently for C1-C 10 Alkyl or C2-C 10 alkenyl and R 15 It is an acetyl group.

[0196] In one aspect, the solvent is a citrate solvent selected from trioctyl citrate, triisostearyl citrate, triisoceryl citrate, trioctyl dodecyl citrate, triethyl citrate, tributyl citrate, acetyl triethyl citrate, acetyl tributyl citrate, trioctyl dodecyl citrate, triisoceryl citrate, and combinations thereof.

[0197] In one respect, the solvent is an ether solvent of formula (X).

[0198]

[0199] in

[0200] R 16 and R 17 Independent of H, C2-C 20 Alkyl, C2-C 20 Heteroalkyl, C2-C 20 alkenyl or C2-C 20 Heteroalkenyl, wherein R 16 and R 17 At least one of them is not H.

[0201] In one respect, the solvent is an ether solvent of formula (X), where R 16 and R 17 Independently, it is C2-C 20 alkyl.

[0202] In one aspect, the solvent is an ether solvent selected from: dioctyl ether, dialcyl ether, panthenyl ethyl ether, diceryl ether, dimyristyl ether, distearate ether, dilauryl ether, and combinations thereof. In another aspect, the ether solvent is selected from dioctyl ether, dialcyl ether, and combinations thereof.

[0203] On one hand, the solvent is a carbonate solvent of formula (XI).

[0204]

[0205] in

[0206] R 18 and R 19 Independent of H, C2-C 20 Alkyl, C2-C 20 Heteroalkyl, C2-C 20 alkenyl or C2-C 20 Heterene group.

[0207] In one respect, the solvent is a carbonate solvent of formula (XI), wherein R 18 and R 19 Independently, it is C2-C 20 alkyl.

[0208] In one respect, the solvent is a carbonate solvent selected from dioctyl carbonate, diethylhexyl carbonate, and combinations thereof.

[0209] In one respect, the solvent is a carbon atom with C4 to C5 atoms. 60 Hydrocarbons. In one respect, the solvent is a carbon-numbered C444-carbon hydrocarbon. 10 To C 50 Hydrocarbons. In one respect, the solvent is a carbon-numbered C444-carbon hydrocarbon. 20 Hydrocarbons up to C40.

[0210] In one respect, the solvent is a hydrocarbon solvent selected from the following: farnesene, hydrogenated farnesene, coconut alkanes, coconut / palm kernel alkanes, C9-C... 12 Alkanes, C 10 -C 13 Alkanes, C 12 -C 17 Alkanes, C 13 -C 14 Alkanes, C 13 -C 15 Alkanes, C 14 -C 17 Alkanes, C 14 -C 19 Alkanes, C 14 -C 20 Alkanes, C 14 -C 22 Alkanes, C 15 -C 19 Alkanes, C 21 -C 28 Alkanes, C 17 -C 23 Alkanes, C9-C 12 Isoalkanes, C9-C 13 Isoalkanes, C9-C 14 Isoalkanes, C9-C 16 Isoalkanes, C 10 -C11 Isoalkanes, C 10 -C 12 Isoalkanes, C 10 -C 13 Isoalkanes, C 11 -C 12 Isoalkanes, C 11 -C 13 Isoalkanes, C 11 -C 14 Isoalkanes, C 12 -C 14 Isoalkanes, C 12 -C 15 Isoalkanes, C 12 -C 20 Isoalkanes, C 13 -C 14 Isoalkanes, C 13 -C 16 Isoalkanes, C 14 -C 16 Isoalkanes, C 15 -C 19 Isoalkanes, C 10- C 16 Olefins, C 12- C 18 Olefins, C 18- C 26 Olefins, C 20 Olefins, C 20- C 24 Olefins, C 24- C 30 Olefins, C 26- C 28 Olefins, C 26- C 54 Olefins, C 28- C 36 Olefins, C 28- C 52 Olefins, C 30- C 38 Olefins, C 30- C 45 Olefins, C 4- C 12 Olefins, C 4- C6 olefins, C 5- C6 olefins, hydrogenated poly(C6 / C) 10 / C 14 olefins), hydrogenated poly(C6-C) 12 olefins), hydrogenated poly(C6-C) 14 olefins), hydrogenated poly(C6-C) 20 olefins), hydrogenated poly(C8 / C) 12 olefins), poly(C) 20 -C28 olefins), poly(C) 30 -C 45 olefins), poly(C4-C) 12 olefins), poly(C6-C) 14 olefins), hexadecene, C 32 Alkanes, C 32 Isoalkanes, C 54 Alkanes, C 54 Isoalkanes, diethylhexylcyclohexane, undecane, tridecane, tetradecane, pentadecane, hexadecane, octadecane, docosane, squalane, hydrogenated polyisobutylene, polybutene, hydrogenated polydecene, hydrogenated didecene, mineral oil, liquid, petrolatum, dodecane, isohexadecane, isododecane, isoeicosane, and combinations thereof. In one aspect, the hydrocarbon solvent is selected from squalane, farnesene, hydrogenated farnesene, coconut alkanes, C9-C... 12 Alkanes, C 13 -C 15 Alkanes, C 14 -C 19 Alkanes, C 14 -C 20 Alkanes, C 14 -C 22 Alkanes, C 15 -C 19 Alkanes, C 13 -C 16 Isoalkanes, dodecane, undecane, tridecane, tetradecane, pentadecane, hexadecane, hexadecene, octadecane, squalane, isododecane, isohexadecane, C 32 Alkanes, C 32 Isoalkanes, C 54 Alkanes, C 54 Isoalkanes and combinations thereof. In one aspect, the hydrocarbon solvent is selected from squalane, hydrogenated farnesene, coconut alkanes, C9-C... 12 Alkanes, C 13 -C 15 Alkanes, C 13 -C 16 Isoalkanes, C 14 -C 19 Alkanes, dodecane, tetradecane, isododecane, hexadecane, octadecane, hexadecene, C 32 Alkanes, C 32 Isoalkanes, C 54 Alkanes, C 54 Isoalkanes and their combinations.

[0211] In one respect, the hydrocarbon solvent is selected from squalane, C 32 Alkanes, C 32 Isoalkanes, C 54 Alkanes, C 54Isoalkanes and their combinations.

[0212] In one aspect, the solvent is a silicone solvent selected from polydimethylsiloxane, phenyl polydimethylsiloxane, octanoyl polymethylsiloxane, ethyltrisiloxane, cyclotetrasiloxane, cyclopentasiloxane, cyclohexasiloxane, and combinations thereof.

[0213] In one aspect, a defined amount of solvent is used in the preparation of the polyester elastomer. In one aspect, the amount of solvent is 0% to 70% of the total weight of dicarboxylic or tricarboxylic acid (A), monocarboxylic acid (B), and polyol (C). In one aspect, the amount of solvent is 0% to 50% of the total weight of dicarboxylic or tricarboxylic acid (A), monocarboxylic acid (B), and polyol (C). In one aspect, the amount of solvent is 0% to 40% of the total weight of dicarboxylic or tricarboxylic acid (A), monocarboxylic acid (B), and polyol (C). In one aspect, the amount of solvent is 0% to 30% of the total weight of dicarboxylic or tricarboxylic acid (A), monocarboxylic acid (B), and polyol (C). In one aspect, the range of solvent is 0% to 20% of the total weight of dicarboxylic or tricarboxylic acid (A), monocarboxylic acid (B), and polyol (C). In one aspect, the amount of solvent is 10% to 50% of the total weight of dicarboxylic or tricarboxylic acid (A), monocarboxylic acid (B), and polyol (C). In one respect, the amount of solvent is 50%, 40%, 30%, 20%, or 10% of the total weight of dicarboxylic or tricarboxylic acid (A), monocarboxylic acid (B), and polyol (C).

[0214] In one aspect, the amount of solvent is 0% to 30% of the total weight of dicarboxylic or tricarboxylic acid (A) and monocarboxylic acid (B). In another aspect, the amount of solvent is 0% to 20% of the total weight of dicarboxylic or tricarboxylic acid (A) and monocarboxylic acid (B). In another aspect, the amount of solvent is 0% to 10% of the total weight of dicarboxylic or tricarboxylic acid (A) and monocarboxylic acid (B). In another aspect, the amount of solvent is 10% to 30% of the total weight of dicarboxylic or tricarboxylic acid (A) and monocarboxylic acid (B). In another aspect, the solvent is 30%, 20%, or 10% of the total weight of dicarboxylic or tricarboxylic acid (A) and monocarboxylic acid (B).

[0215] In one respect, solvents are not used to prepare elastomers.

[0216] In one aspect, a solvent is used to prepare the polyester elastomer, and the solvent is removed after the polyester elastomer is prepared to form a polyester elastomer powder. In another aspect, a solvent / emollient can be added again to the polyester elastomer powder to form a polyester elastomer gel, optionally with the following shear force applied.

[0217] In one respect, polyester elastomers are made of C 36Dimer acid, diglycerides, and isostearic acid are prepared with squalane in a ratio of about 10% to about 40% by weight based on the total weight of the polyester elastomer and squalane. That is, in one aspect, the present invention relates to C... 36 A composition of polyester elastomers made of dimer acid, diglycerides, isostearic acid and squalane, comprising about 10% to about 40% by weight of squalane.

[0218] In one respect, without the presence of any solvents or emollients, polyester elastomers are produced by hydrogenation of C... 36 It is made from dimer acid, diglycerides and oleic acid.

[0219] 6. Temperature

[0220] In one aspect, a method for preparing an elastomer comprises reacting at least one dicarboxylic acid or tricarboxylic acid, at least one monocarboxylic acid, and at least one polyol in a mixture at a predetermined temperature until an elastomer is formed. In another aspect, the method comprises reacting at least one dicarboxylic acid or tricarboxylic acid, at least one monocarboxylic acid, at least one polyol, optionally at least one solvent or emollient, and optionally a catalyst in a mixture at a predetermined temperature until an elastomer is formed. In one aspect, the temperature range is from 30°C to 250°C.

[0221] In one aspect, the reaction occurs at a temperature of about 30°C to about 250°C. In another aspect, the reaction occurs at a temperature of about 60°C to about 250°C. In another aspect, the reaction occurs at a temperature of about 30°C to about 125°C or about 40°C to about 100°C. In another aspect, the reaction occurs at the following temperatures: about 30°C, about 35°C, about 40°C, about 45°C, about 50°C, about 55°C, about 60°C, about 65°C, about 70°C, about 75°C, about 80°C, about 85°C, about 90°C, about 95°C, about 100°C, about 105°C, about 110°C, about 115°C, about 120°C, about 125°C, about 130°C, about 135°C, about... 140℃, approximately 145℃, approximately 150℃, approximately 155℃, approximately 160℃, approximately 165℃, approximately 170℃, approximately 175℃, approximately 180℃, approximately 185℃, approximately 190℃, approximately 195℃, approximately 200℃, approximately 205℃, approximately 210℃, approximately 215℃, approximately 220℃, approximately 225℃, approximately 230℃, approximately 235℃, approximately 240℃, approximately 245℃, or approximately 250℃.

[0222] 7. Time

[0223] In one aspect, the reaction time is approximately 12 hours to approximately 150 hours. In another aspect, the reaction time is approximately 6 hours to approximately 24 hours. In yet another aspect, the reaction time is approximately 8 hours to approximately 27 hours. In one aspect, the reaction time is approximately 6 hours, approximately 6.5 hours, approximately 7 hours, approximately 7.5 hours, approximately 8 hours, approximately 8.5 hours, approximately 9 hours, approximately 9.5 hours, approximately 10 hours, approximately 10.5 hours, approximately 11 hours, approximately 11.5 hours, approximately 12 hours, approximately 12.5 hours, approximately 13 hours, approximately 13.5 hours, approximately 14 hours, approximately 14.5 hours, approximately 15 hours, approximately 15.5 hours, approximately 16 hours, approximately 16.5 hours, approximately 17 hours, approximately 17.5 hours, approximately 18 hours, approximately 18.5 hours, approximately 19 hours, approximately 19.5 hours, approximately 20 hours, approximately 20.5 hours, approximately 21 hours, approximately 21.5 hours, approximately 22 hours, approximately 22.5 hours, approximately 23 hours, approximately 23.5 hours, approximately 24 hours, approximately 24.5 hours, approximately 25 hours, approximately 25.5 hours. Approximately 26 hours, approximately 26.5 hours, approximately 27 hours, approximately 28 hours, approximately 29 hours, approximately 30 hours, approximately 31 hours, approximately 32 hours, approximately 33 hours, approximately 34 hours, approximately 35 hours, approximately 36 hours, approximately 37 hours, approximately 38 hours, approximately 39 hours, approximately 40 hours, approximately 41 hours, approximately 42 hours, approximately 43 hours, approximately 44 hours, approximately 45 hours, approximately 46 hours, approximately 47 hours, approximately 48 hours, approximately 49 hours, approximately 50 hours, approximately 55 hours, approximately 60 hours, approximately 65 hours, approximately 70 hours, approximately 75 hours, approximately 80 hours, approximately 85 hours, approximately 90 hours, approximately 95 hours, approximately 100 hours, approximately 105 hours, approximately 110 hours, approximately 115 hours, approximately 120 hours, approximately 125 hours, approximately 130 hours, approximately 135 hours, approximately 140 hours, approximately 145 hours, or Approximately 150 hours.

[0224] The reaction time can be adjusted by measuring the achieved gel fraction, and a preferred reaction time is one in which the gel fraction of the polyester elastomer is greater than 60%. The method for measuring the gel fraction in the polyester elastomer is described below.

[0225] 8. Byproduct removal

[0226] In one aspect, the method further includes removing water and alcohol byproducts from the reaction. In another aspect, water and alcohol byproducts are removed from the reaction by mixing and heating the reaction. In one aspect, the reaction is heated to above about 120°C to remove water and alcohol byproducts. In one aspect, water and alcohol byproducts are removed from the reaction by a nitrogen gas flow, by vacuum, or a combination thereof. In one aspect, water is removed by nitrogen stripping and vacuum, which affects the reaction time.

[0227] III. Methods for preparing polyester elastomer compositions

[0228] 1. Form

[0229] In one respect, the polyester elastomer composition is a gel or powder.

[0230] In one aspect, polyester elastomers are processed into gels as described herein.

[0231] 2. Components

[0232] In one aspect, the polyester elastomer comprises only cross-linked polyester and contains no solvent or emollient. In another aspect, the polyester elastomer comprises polyester and contains no solvent or emollient. In another aspect, the polyester elastomer comprises cross-linked polyester and contains a solvent or emollient. In yet another aspect, the polyester elastomer comprises polyester and contains a solvent or emollient.

[0233] In one aspect, the polyester elastomer composition comprises only polyester elastomer. In another aspect, the polyester elastomer composition comprises polyester elastomer in the presence of a solvent or emollient. In another aspect, the polyester elastomer composition comprises polyester elastomer in the presence of more than one solvent or emollient. Solvents or emollients that can be used to prepare the polyester elastomer composition are described herein and are selected from solvents or emollients as defined herein. In another aspect, the polyester elastomer in the polyester elastomer composition ranges from 5% by weight to 100% by weight. In another aspect, the polyester elastomer in the polyester elastomer composition ranges from 5% by weight to 70% by weight. In another aspect, the polyester elastomer in the polyester elastomer composition ranges from 10% by weight to 60% by weight. In another aspect, the polyester elastomer in the polyester elastomer composition ranges from 20% by weight to 50% by weight.

[0234] In one aspect, the polyester elastomer comprises only cross-linked polyester without any solvent or emollient. In this case, it is typically a powder. In another aspect, the polyester elastomer comprises cross-linked polyester and contains a solvent or emollient. In yet another aspect, the polyester elastomer comprises cross-linked polyester and contains more than one solvent or emollient. Solvents or emollients that can be used to prepare polyester elastomer compositions are described herein and may be selected from solvents as defined herein. In yet another aspect, the polyester elastomer is a powder.

[0235] In another aspect, the crosslinked polyester in the polyester elastomer composition ranges from 5% to 50% by weight. In another aspect, the crosslinked polyester in the polyester elastomer composition ranges from 5% to 30% by weight. In another aspect, the crosslinked polyester in the polyester elastomer composition ranges from 10% to 30% by weight. Solvents or emollients that can be used to prepare the polyester elastomer compositions are described herein and may be selected from solvents or emollients as defined herein.

[0236] In one aspect, the polyester elastomer composition comprises at least one solvent or emollient added to the polyester elastomer during a shearing process. Solvents or emollients that can be used to prepare the polyester elastomer composition are described herein and may be selected from solvents as defined herein. In one aspect, the solvent or emollient is from about 20% to about 95% by weight of the composition. In one aspect, the solvent or emollient is from about 20% to about 50% by weight of the composition. In one aspect, the solvent or emollient is from about 50% to about 90% by weight of the composition. In one aspect, the solvent or emollient is from about 70% to about 90% by weight of the composition. In one aspect, the polyester elastomer composition comprises from about 50% to about 90% by weight of a solvent or emollient, from about 50% to about 80% by weight of a solvent or emollient, from about 50% to about 70% by weight of a solvent or emollient, or from about 50% to about 60% by weight of a solvent or emollient. In some embodiments, the polyester elastomer composition comprises about 20% by weight, about 30% by weight, about 40% by weight, about 50% by weight, about 60% by weight, about 70% by weight, about 80% by weight, or about 90% by weight of a solvent or emollient.

[0237] 3. Methods

[0238] In one aspect, the obtained polyester elastomer is pulverized or processed to form polyester elastomer powder. In another aspect, the polyester elastomer is processed by a three-roll mill to form polyester elastomer powder.

[0239] If the polyester elastomer composition still contains solvents or emollients added to the reaction mixture, it can also be obtained as a powder.

[0240] In one aspect, a composition is prepared by combining a polyester elastomer with one or more solvents or emollients to form a polyester elastomer gel.

[0241] In one aspect, the polyester elastomer and solvent / emollient mixture is processed with a homogenizer to produce a gel, optionally with shear force applied, for example by a high-shear dispersion mixer.

[0242] In one aspect, the polyester elastomer swells in a solvent or emulsifier and is then processed at a temperature below 23°C to prepare a gel. In another aspect, the polyester elastomer swells in the solvent or emulsifier for 1 hour to 1 week. In another aspect, the elastomer swells in the solvent or emulsifier for 10 minutes to 1 week, 10 minutes to 4 days, 10 minutes to 3 days, 10 minutes to 2 days, 10 minutes to 1 day, 10 minutes to 12 hours, 10 minutes to 6 hours, 10 minutes to 3 hours, 10 minutes to 2 hours, 10 minutes to 1 hour, or 10 minutes to 30 minutes.

[0243] Once the initially produced polyester elastomer has been prepared, it can be mixed with an additional amount of at least one solvent or emulsifier, which may be different from the solvent or emulsifier used to prepare the initially produced elastomer. In some aspects, the at least one solvent or emulsifier used to prepare the elastomer is the same as the at least one solvent or emulsifier used to prepare the elastomer composition. The additional amount of at least one solvent or emulsifier is added to dilute the gel composition, thereby adjusting its viscosity.

[0244] This disclosure provides a method for preparing a polyester elastomer composition, wherein the method comprises:

[0245] (i) mixing a polyester elastomer with at least one solvent or emollient to form a swollen polymer elastomer; and

[0246] (ii) subjecting the swollen polyester elastomer to shear force to form a polyester elastomer composition.

[0247] In one respect, the polyester elastomer composition is a powder, gel, or paste.

[0248] In one aspect, at least one solvent or emollient is selected from the solvents or emollients described herein.

[0249] 4. Moisturizer

[0250] In one aspect, the preparation of the polyester elastomer gel is carried out in the presence of an emollient. In another aspect, the emollient is bio-based or naturally derived. In yet another aspect, the emollient is a triglyceride emollient, a monoester emollient, a diester emollient, a citrate emollient, an ether emollient, a carbonate emollient, a hydrocarbon emollient, a silicone emollient, or a combination thereof.

[0251] On the one hand, the emollient is a triglyceride emollient of formula (IV).

[0252]

[0253] in

[0254] Each R 4 R 5 and R 6 Independently for C1-C 35 Alkyl, C1-C 35 Heteroalkyl, C2-C 35 alkenyl or C2-C 35 Heterene group.

[0255] In one respect, emollients have formula (IV), wherein R 4 R 5 and R 6 Independently for C2-C 17 Alkyl or C2-C17 Alkenyl group.

[0256] In one aspect, the emollient is a triglyceride emollient selected from caprylic / capric triglycerides, triglyceride esters, corn oil, soybean oil, olive oil, rapeseed oil, cottonseed oil, coconut oil, almond oil, argan oil, rosehip oil, black seed oil, grapeseed oil, avocado oil, almond oil, geranium oil, lavender oil, rosehip oil, macadamia oil, eucalyptus oil, sardine oil, herring oil, safflower oil, flaxseed oil, sunflower oil, olive oil, rapeseed oil, sesame oil, cottonseed oil, palm oil, rapeseed oil, tung oil, fish oil, peanut oil, calyx oil, milkweed oil, sea sedge oil, whale oil, castor oil, and combinations thereof. In another aspect, the triglyceride emollient is selected from caprylic / capric triglycerides, triglyceride esters, and combinations thereof.

[0257] In one respect, the emollient is a monoester emollient of formula (V).

[0258]

[0259] in

[0260] R 7 For C1-C 35 Alkyl, C1-C 35 Heteroalkyl, C2-C 35 alkenyl, or C2-C 35 Heterene groups; and

[0261] R 8 For C1-C 35 Alkyl, C1-C 35 Heteroalkyl, C2-C 35 alkenyl, or C2-C 35 Heterene group.

[0262] In one respect, the emollient is a monoester emollient of formula (V), wherein R 7 It is C5-C 17 Alkyl or C5-C 17 alkenyl, R 8 It is C2-C 17 Alkyl or C2-C 17 Alkenyl group.

[0263] In one respect, the emollient is a monoester emollient selected from, in another respect, the solvent being a monoester solvent selected from: cocoyl caprylate, cocoyl decanoate, jojoba oil, jojoba ester, isopropyl jojoba acid, ethyl macadinate, isoamyl laurate, heptyl undecenoate, methyl heptyl isostearate, isostearyl isostearate, glyceryl castor oil, isostearyl palmitate, myristyl myristate, octyl dodecyl myristate. Octyl dodecyl hydroxystearate, Butyl myristate, Ethylhexyl cocoate, Ethylhexyl palmitate, Ethylhexyl stearate, Butyl stearate, Decyl oleate, Isocetyl behenate, Isocetyl myristate, Isocetyl palmitate, Isocetyl stearate, Isocetyl oleate, Isopropyl isostearate, Isopropyl myristate, Isopropyl palmitate, Oleyl oleate, Propylene glycol laurate, Octyl dodecyl erucate, C6 lactate 12 -C 13 Alkyl esters, lactic acid C 12 –C 15 Alkyl esters, isostearyl lactate, glyceryl ether-5-lactic acid ester, lauryl lactate, myristyl lactate, oleyl lactate, lauryl ether-2-benzoate, benzoic acid C 12 -C 15 Alkyl esters, C 12 -C 15 Alkyl ether-3-benzoate, dipropylene glycol benzoate, isodecanyl salicylate, C-salicylic acid 12 -C 15 Alkyl esters, tridecyl salicylate, ethylhexyl isononanoate, cetyl ethylhexanoate, isononyl isononanoate, isodecanyl isononanoate, isodecanyl isononanoate, isotretinoate, isotretinoate, isostearyl isononanoate, cetearyl isononanoate, lauryl ether-2-ethylhexanoate, cetearyl ethylhexanoate, isodecanyl neopentanoate, isostearyl neopentanoate, myristyl neopentanoate, isostearyl behenate, octyl dodecyl neopentanoate, tridecyl neopentanoate, and combinations thereof. In one aspect, the monoester emollient is selected from cocoyl caprylate / caprylate, cocoyl caprylate, jojoba oil, isoamyl laurate, methyl heptaester isostearate, and lactic acid C. 12 -C 13 Alkyl esters, lactic acid C 12 -C 15 Alkyl esters, lauryl lactate, ethylhexyl isononanoate, cetyl ethylhexanoate, isononyl isononanoate, isodecyl isononanoate, tridecyl isononanoate, isotretinoate, isostearyl isononanoate, cetearyl isononanoate, and combinations thereof. In one aspect, the monoester emollient is selected from coconut oil caprylate / caprylate, coconut oil caprylate, isoamyl laurate, isonononanoate, heptyl undecenoate, jojoba oil, jojoba ester, and combinations thereof.

[0264] In one respect, moisturizers are:

[0265] (a) Diester emollients of formula (VI)

[0266]

[0267] in

[0268] R 9 For C1-C 35 Alkyl, C1-C 35 Heteroalkyl, C2-C 35 alkenyl, or C2-C 35 Heterene groups; and

[0269] R 10 and R 11 Independently for C1-C 35 Alkyl, C1-C 35 Heteroalkyl, C2-C 35 alkenyl or C2-C 35 Heterene; or

[0270] (b) Diester emollients of formula (VII)

[0271]

[0272] in

[0273] R 9 For C1-C 35 Alkyl, C1-C 35 Heteroalkyl, C2-C 35 alkenyl, or C2-C 35 Heterene groups; and

[0274] R 10 and R 11 Independent of H, C1-C 35 Alkyl, C1-C 35 Heteroalkyl, C2-C 35 alkenyl or C2-C 35 Heterene; or

[0275] (c) Formula (VIII) Diester emollient

[0276]

[0277] in

[0278] R 9 and R 10 Independently for C1-C 35 Alkyl, C1-C 35 Heteroalkyl, C2-C 35 alkenyl or C2-C35 Heterene groups; and

[0279] R 11 For H, C1-C 35 Alkyl, C1-C 35 Heteroalkyl, C2-C 35 alkenyl or C2-C 35 Heterene group.

[0280] In one respect, the emollient is a diester emollient of formula (VI), formula (VII) or formula (VIII), wherein R 11 For C2-C 10 Alkyl or C2-C 10 alkenyl and R 9 and R 10 Independently for C1-C 12 Alkyl or C2-C 12 Alkenyl group.

[0281] In one aspect, the ester emollient is selected from diethyl succinate, dibutyl succinate, diethylhexyl succinate, diisopropyl sebacate, dimethyl sebacate, diethyl sebacate, dibutyl sebacate, diisostearyl dimer, diisostearyl malate, isostearyl stearoyl stearate, isoctyl stearoyl stearate, octyl dodecyl stearoyl stearate, diethylhexyl malate, and diethylhexyl maleate. Dipropylene glycol dibenzoate, dioctyl adipate, dioctyl maleate, diisopropyl dimer, diisopropyl adipate, diisobutyl adipate, diisopropyl sebacate, diisostearyl dimer, diethylhexyl succinate, diethylene glycol diethylhexanoate, neopentyl glycol didecanoate, propylene glycol dioctyl / didecanoate, neopentyl glycol diisostearate, neopentyl glycol diethylhexanoate, neopentyl glycol diheptanoate, and combinations thereof. In one aspect, the emollient is selected from dioctyl adipate, dioctyl maleate, diisopropyl adipate, diisobutyl adipate, diethyl succinate, dibutyl succinate, diethylhexyl succinate, diisopropyl sebacate, dimethyl sebacate, diethyl sebacate, dibutyl sebacate, neopentyl glycol diethylhexanoate, neopentyl glycol diheptanoate, and combinations thereof.

[0282] In one respect, the emollient is a citrate emollient of formula (IX).

[0283]

[0284] in

[0285] R 12 R 13 R 14 and R 15 Independent of H, C1-C 35 Alkyl, C1-C35 Heteroalkyl, C2-C 35 alkenyl or C2-C 35 Heteroalkenyl, wherein R 12 R 13 R 14 and R 15 At least one of them is not H.

[0286] In one respect, the emollient is a citrate emollient of formula (IX), wherein R 12 R 13 and R 14 Independently for C1-C 10 Alkyl or C2-C 10 alkenyl and R 15 It is an acetyl group.

[0287] In one respect, the emollient is a citrate emollient selected from trioctyl citrate, triisostearyl citrate, triisoceryl citrate, trioctyl dodecyl citrate, triethyl citrate, tributyl citrate, acetyl triethyl citrate, acetyl tributyl citrate, trioctyl dodecyl citrate, triisoceryl citrate, and combinations thereof.

[0288] In one respect, the emollient is an ether emollient of formula (X).

[0289]

[0290] in

[0291] R 16 and R 17 Independent of H, C2-C 20 Alkyl, C2-C 20 Heteroalkyl, C2-C 20 alkenyl or C2-C 20 Heteroalkenyl, wherein R 16 and R 17 At least one of them is not H.

[0292] In one respect, the emollient is an ether emollient of formula (X), wherein R 16 and R 17 Independently for C2-C 20 alkyl.

[0293] In one aspect, the emollient is an ether emollient selected from dioctyl ether, dialcyl ether, panthenol ethyl ether, diceryl ether, dimyristyl ether, distearate ether, dilauryl ether, and combinations thereof. In another aspect, the ether emollient is selected from dioctyl ether, dialcyl ether, and combinations thereof.

[0294] In one respect, the emollient is a carbonate emollient of formula (XI).

[0295]

[0296] in

[0297] R 18 and R 19 Independent of H, C2-C 20 Alkyl, C2-C 20 Heteroalkyl, C2-C 20 alkenyl or C2-C 20 Heterene group.

[0298] In one respect, the emollient is a carbonate emollient of formula (XI), wherein R 18 and R 19 Independently for C2-C 20 alkyl.

[0299] In one respect, the emollient is a carbonate emollient selected from dioctyl carbonate, diethylhexyl carbonate, and combinations thereof.

[0300] In one respect, emollients are those with a carbon number of C4 to C5. 60 Hydrocarbons. In one respect, emollients are carbon atoms numbered C. 10 To C 50 Hydrocarbons. In one respect, emollients are carbon atoms numbered C. 20 To C 40 Hydrocarbons.

[0301] In one respect, the emollient is a hydrocarbon emollient selected from farnesene, hydrogenated farnesene, coconut alkanes, coconut / palm kernel alkanes, and C9-C... 12 Alkanes, C 10 -C 13 Alkanes, C 12 -C 17 Alkanes, C 13 -C 14 Alkanes, C 13 -C 15 Alkanes, C 14 -C 17 Alkanes, C 14 -C 19 Alkanes, C 14 -C 20 Alkanes, C 14 -C 22 Alkanes, C 15 -C 19 Alkanes, C 21 -C 28 Alkanes, C 17 -C 23 Alkanes, C9-C 12 Isoalkanes, C9-C13 Isoalkanes, C9-C 14 Isoalkanes, C9-C 16 Isoalkanes, C 10 -C 11 Isoalkanes, C 10 -C 12 Isoalkanes, C 10 -C 13 Isoalkanes, C 11 -C 12 Isoalkanes, C 11 -C 13 Isoalkanes, C 11 -C 14 Isoalkanes, C 12 -C 14 Isoalkanes, C 12 -C 15 Isoalkanes, C 12 -C 20 Isoalkanes, C 13 -C 14 Isoalkanes, C 13 -C 16 Isoalkanes, C 14 -C 16 Isoalkanes, C 15 -C 19 Isoalkanes, C 10- C 16 Olefins, C 12- C 18 Olefins, C 18- C 26 Olefins, C 20 Olefins, C 20- C 24 Olefins, C 24- C 30 Olefins, C 26- C 28 Olefins, C 26- C 54 Olefins, C 28- C 36 Olefins, C 28- C 52 Olefins, C 30- C 38 Olefins, C 30- C 45 Olefins, C 4- C 12 Olefins, C 4- C6 olefins, C 5- C6 olefins, hydrogenated poly(C6 / C) 10 / C 14 olefins), hydrogenated poly(C6-C) 12 olefins), hydrogenated poly(C6-C) 14olefins), hydrogenated poly(C6-C) 20 olefins), hydrogenated poly(C8 / C) 12 olefins), poly(C) 20 -C 28 olefins), poly(C) 30 -C 45 olefins), poly(C4-C) 12 olefins), poly(C6-C) 14 olefins), hexadecene, C 32 Alkanes, C 32 Isoalkanes, C 54 Alkanes, C 54 Isoalkanes, diethylhexylcyclohexane, undecane, tridecane, tetradecane, pentadecane, hexadecane, octadecane, docosane, squalane, hydrogenated polyisobutylene, polybutene, hydrogenated polydecene, hydrogenated didecene, mineral oil, liquid, petrolatum, dodecane, isohexadecane, isododecane, isoeicosane, and combinations thereof. In one aspect, the hydrocarbon emollient is selected from squalane, farnesene, hydrogenated farnesene, coconut alkanes, C9-C... 12 Alkanes, C 13 -C 15 Alkanes, C 14 -C 19 Alkanes, C 14 -C 20 Alkanes, C 14 -C 22 Alkanes, C 15 -C 19 Alkanes, C 13 -C 16 Isoalkanes, dodecane, undecane, tridecane, tetradecane, pentadecane, hexadecane, hexadecene, octadecane, squalane, isododecane, isohexadecane, C 32 Alkanes, C 32 Isoalkanes, C 54 Alkanes, C 54 Isoalkanes and combinations thereof. In one aspect, hydrocarbon emollients are selected from squalane, hydrogenated farnesene, coconut alkanes, C9-C... 12 Alkanes, C 13 -C 15 Alkanes, C 13 -C 16 Isoalkanes, C 14 -C 19 Alkanes, dodecane, tetradecane, isododecane, hexadecane, octadecane, hexadecene, C 32 Alkanes, C 32 Isoalkanes, C 54 Alkanes, C 54 Isoalkanes and combinations thereof. In one aspect, hydrocarbon emollients are selected from squalane, C... 32 Alkanes, C32 Isoalkanes, C 54 Alkanes, C 54 Isoalkanes and their combinations.

[0302] In one respect, the emollient is a silicone emollient selected from polydimethylsiloxane, phenyl polydimethylsiloxane, octanoyl polymethylsiloxane, ethyltrisiloxane, cyclotetrasiloxane, cyclopentasiloxane, cyclohexasiloxane, and combinations thereof.

[0303] 5. Polyester elastomer

[0304] In one aspect, the solubility of the polyester elastomer was measured by mixing 1 gram of polyester elastomer with 100 grams of test solvent in a sealed glass container at room temperature (23°C) for 24 hours with magnetic stirring. The polyester elastomer and test solvent were then passed through a filter, and the solid remaining on the filter was dried at 80°C for 20 hours or dried to constant weight, optionally under vacuum. The dried solid was considered the portion of the polyester elastomer insoluble in the test solvent.

[0305] In one respect, the portion of the polyester elastomer that is insoluble in ethyl acetate is greater than or equal to 40% by weight of the total weight of the polyester elastomer.

[0306] On the other hand, the portion of the polyester elastomer insoluble in ethyl acetate constitutes 40% to 90% of the total weight of the polyester elastomer. On the other hand, the portion of the polyester elastomer insoluble in ethyl acetate constitutes 50% to 90% of the total weight of the polyester elastomer.

[0307] Polyester elastomer samples without solvents or emollients can be used, or polyester elastomer samples containing solvents or emollients. When using polyester elastomer samples containing solvents or emollients, the weight of the solvent or emollient in the composition is taken into account and subtracted from the total weight of the composition to determine the weight percentage of the polyester elastomer portion insoluble in ethyl acetate.

[0308] The Soxhlet extraction method can be used to determine the weight percentage (gel fraction) of crosslinked polyester in polyester elastomers. The test is based on the extraction of the soluble low-Mw component (and optionally any solvent or emollient) from the Mw and the crosslinked insoluble component via an extraction assay. The percentage of crosslinked polyester is defined as the ratio of the weight of the insoluble residue (dry gel) to the initial weight of the polyester elastomer sample.

[0309] The gel fraction of polyester elastomers is defined as follows:

[0310] .

[0311] It is obtained in the following manner.

[0312] Solvent-free or emollient-free polyester elastomer samples, or samples containing solvents or emollients, can be used. When using polyester elastomer samples containing solvents or emollients, the weight of the solvent or emollient in the polyester elastomer is taken into account and subtracted from the sample weight to determine the total weight of the polyester elastomer used in the extraction in the above formula.

[0313] Weigh the cellulose extraction sleeve. Weigh 3.0–3.5 g of the polyester elastomer sample and place it in the cellulose extraction sleeve. Place approximately 125–150 mL of ethyl acetate (EtOAc) in a 250 mL round-bottom flask. Place the sleeve containing the sample into the Soxhlet extraction column. Heat the EtOAc solution to 80 °C (reflux, boiling point 77 °C) and maintain reflux for 1 hour to extract the polymer sample solubles and optionally any solvent or emollient present. After 2 hours, allow the EtOAc solution to cool to room temperature (approximately 23 °C). Remove the sleeve containing polymer residue from the Soxhlet apparatus. Place the sleeve in a vacuum desiccator, vacuum oven, or ventilated oven (50 °C) to remove residual EtOAc (24 hours). After removing EtOAc, determine the weight of the sleeve containing the dried gel. Calculate the weight of the dried gel by subtracting the weight of the cellulose extraction sleeve. The gel fraction is calculated using the equation above. Subtract any amount of solvent or emollient in the sample from the "total weight of polyester elastomer used in extraction".

[0314] In one aspect, the gel fraction of the polyester elastomer is greater than 20%. In another aspect, the gel fraction of the polyester elastomer is greater than 40%. In another aspect, the gel fraction of the polyester elastomer is greater than 50%. In another aspect, the gel fraction of the polyester elastomer is greater than 60%. In another aspect, the gel fraction of the polyester elastomer is greater than 70%.

[0315] The swelling test of polyester elastomers determines their swelling capacity by measuring the weight of solvent or emulsifier retained within the elastomer. The swelling ratio (SR – sometimes called the swelling value) is determined according to the following equation:

[0316]

[0317] in:

[0318] Ws is the weight of the swollen polyester elastomer, and

[0319] Wi is the initial (dry polymer) weight.

[0320] The swelling ratio of polyester elastomer can be calculated as follows.

[0321] Solvent-free or emollient-free polyester elastomer samples, or samples containing solvents or emollients, can be used. When using a polyester elastomer sample containing solvents or emollients, the weight of the solvent or emollient already present in the composition is taken into account and subtracted from the initial sample weight Wi.

[0322] The swelling process was carried out at ambient temperature (23°C).

[0323] Place approximately 1.9–2.1 g of polyester elastomer in a 25 mL beaker. In the same beaker, mix the polyester elastomer with 24.9–25.1 g of cocoyl octanoate / decanoate as solvent. Allow the polyester elastomer to disperse and absorb (swell) the solvent for 30 minutes. Weigh the filter assembly (e.g., Thermo Scientific™ Nalgene™ Rapid-Flow™ Stereile Disposable Filter Unit). After the polyester elastomer has swollen, mix the mixture in the beaker and pour it into the filter. Rinse the beaker with approximately 4.9–5.1 g of cocoyl octanoate / decanoate solvent to complete the transfer of the swollen polyester elastomer. Pass excess solvent from the gel mixture through the filter. When no excess solvent is observed on its surface (this may take approximately 4–18 hours), weigh the filter with the swollen polyester elastomer to obtain Ws.

[0324] The swelling ratio (SR) is calculated using the equation above.

[0325] In one aspect, the swelling ratio of the elastomer is from about 1 g / g to about 15 g / g, from about 1 g / g to about 5 g / g, from about 1 g / g to about 4 g / g, or from about 1 g / g to about 2 g / g. In some embodiments, the swelling value of the elastomer is about 15 g / g, about 14 g / g, about 13 g / g, about 12 g / g, about 11 g / g, about 10 g / g, about 9 g / g, about 8 g / g, about 7 g / g, about 6 g / g, 5 g / g, about 4.8 g / g, about 4.6 g / g, about 4.4 g / g, about 4.2 g / g, about 4 g / g, about 3.8 g / g, about 3.6 g / g, about 3.4 g / g, about 3.2 g / g, about 3 g / g, about 2 g / g, or about 1 g / g.

[0326] Figure 2 This shows the use of four different proportions of monomer A (C) 36 Bar graph showing the swelling values ​​of polyester elastomers prepared from B (dimer acid), B (oleic acid), and C (diglycerol). The molar ratio of B to C was kept constant. The elastomer swelled in coconut oil octanoate / decanoate solvent at 22°C for 18 hours. Figure 2As shown, the A / C ratio has a profound impact on the swelling value of the synthesized polyester elastomer. The lowest swelling value of the polyester elastomer occurs between the molar ratios of A / B / C of 1.5 / 0.5 / 1 and 2 / 0.5 / 1.

[0327] Figure 4 This shows the use of four different proportions of monomer A (C) 36 Bar graph showing the swelling values ​​of elastomers prepared from dimeric acid (B), oleic acid (B), and diglyceride (C). The molar ratio of A to C was kept constant. The elastomers swelled in a coconut oil octanoate / caprylate emulsifier at 22°C for 18 hours. Figure 4 As shown, the swelling value of polyester elastomer increases with the increase of the B / C molar ratio.

[0328] 6. Polyester elastomer gel

[0329] In one aspect, a polyester elastomer composition is prepared by shearing a polyester elastomer with a solvent or emollient as described herein to form a sheared polyester elastomer gel. In another aspect, a polyester elastomer gel is prepared by combining a polyester elastomer as described herein with a solvent or emollient as described herein to form a mixture and then shearing the mixture.

[0330] In one respect, the shear force is provided by any type of mixing and shearing equipment. In another respect, the mixing and shearing equipment is a batch mixer, a planetary mixer, a single-screw or multi-screw extruder, a dynamic or static mixer, a colloid mill, a homogenizer, a sonic spectrometer, a three-roll mill, or a combination thereof.

[0331] These compositions are subjected to shear forces to produce polyester elastomer gels suitable for personal care or cosmetic applications, which have improved spreadability and improved texture or feel. Personal care applications where this property is most desired include, but are not limited to, deodorants, antiperspirants, skin creams, face creams, hair care products such as shampoos, mousses and styling gels, protective creams, tinted cosmetics such as lipsticks, foundations, blushes, cosmetics and mascaras, and other cosmetic formulations.

[0332] In one respect, the viscosity of the polyester elastomer gel is from about 10 cP to about 1,000,000 cP, as measured by a rheometer at 0.1 s⁻¹. -1The viscosity was measured at a shear rate of approximately 30,000 cp to approximately 900,000 cp at 25°C. In one respect, the viscosity of the gel is approximately 10 cP, approximately 1,000 cP, approximately 5,000 cP, approximately 10,000 cP, approximately 15,000 cP, approximately 20,000 cP, approximately 25,000 cP, approximately 30,000 cP, approximately 35,000 cP, approximately 40,000 cP, approximately 45,000 cP, approximately 50,000 cP, approximately 55,000 cP, approximately 60,000 cP, approximately 65,000 cP, approximately 70,000 cP, approximately 75,000 cP, approximately 80,000 cP, approximately 85,000 cP, approximately 90,000 cP, approximately 95,000 cP, approximately 100,000 cP, approximately 150,000 cP, approximately 200,000 cP. cp, approximately 250,000 cp, approximately 300,000 cp, approximately 350,000 cp, approximately 400,000 cp, approximately 450,000 cp, approximately 500,000 cp, approximately 550,000 cp, approximately 600,000 cp, approximately 650,000 cp, approximately 700,000 cp, approximately 750,000 cp, approximately 800,000 cp, approximately 850,000 cp, approximately 900,000 cp, approximately 950,000 cp, or approximately 1,000,000 cp.

[0333] The viscosity of the polyester elastomer gel was measured using an Anton Paar MCR 301 rheometer with the probe PP25 / S at a 1 mm gap. Measurement profiles were obtained using flow profiles at 25°C with shear rates ranging from 0.01 to 100 / s. For the measurement, the sample was loaded onto the rheometer stage, the probe was lowered, and the sample was allowed to equilibrate for 3 minutes before testing. The viscosity at 10 / s is reported.

[0334] In one aspect, the polyester elastomer gel comprises particles with a size of about 1 μm to about 500 μm as measured by a laser diffraction particle size analyzer. In another aspect, the gel comprises particles with a size of about 20 μm to about 400 μm. In another aspect, the gel comprises particles with sizes including about 1 μm, about 5 μm, about 10 μm, about 15 μm, about 20 μm, about 25 μm, about 30 μm, about 35 μm, about 40 μm, about 45 μm, about 50 μm, about 75 μm, about 100 μm, about 125 μm, about 150 μm, about 175 μm, about 200 μm, about 225 μm, about 250 μm, about 275 μm, about 300 μm, about 325 μm, about 350 μm, about 375 μm, or about 400 μm.

[0335] In one aspect, the polyester elastomer gel comprises particles with sizes ranging from 10 μm to 50 μm for D10, from 20 μm to 100 μm for D50, and from 30 μm to 200 μm for D90.

[0336] The particle size in the polyester elastomer gel was measured using a HORIBA Scientific Partica LA-960 LaserScattering Particle Size Analyzer. Samples were prepared by blending 0.3 g of elastomer gel with 15 g of cocoyl octanoate / decanoate and thoroughly mixing at 23°C. A few drops of the diluted gel sample were transferred to a cuvette containing pure cocoyl octanoate / decanoate while continuously stirring. Once the transmittance reached an acceptable range, measurements were performed at 23°C. Particle size values ​​for D10, D50, and D90 were reported. Parameter D10 represents a point in the size distribution that "includes" 10% of the total volume of material in the sample. Parameter D50 represents a point in the size distribution that "includes" 50% of the total volume of material in the sample. Parameter D90 represents a point in the size distribution that "includes" 90% of the total volume of material in the sample.

[0337] The polyester elastomer gel according to the invention is characterized by the oscillation amplitude at 25°C and the rheological test depending on the oscillation frequency. In the linear viscoelastic region within the frequency range of 0.01-100 Hz, the storage modulus G′ of the gel is always greater than the loss modulus G″. G′ and G′′ are rheological parameters known to those skilled in the art. The elastic modulus or storage modulus, expressed as G′, is an indicator of the elasticity of a material, i.e., how much mechanical energy is stored per deformation cycle, while the viscous modulus or loss modulus, i.e., G′′, is a measure of the mechanical energy lost or dissipated in heat and / or other forms per deformation cycle. Together, they quantify the elastic or viscous portion of a viscoelastic solid and / or liquid, as described, for example, in Ferry, JD, Viscoelastic Properties of Polymers, John Wiley & Sons, Inc., New York, 1980.

[0338] The polyester elastomer gels according to the invention have excellent yield points, which have a favorable effect, for example, on their thickening properties and their ability to stabilize the dispersed components (ingredients) of personal care formulations. For dynamic oscillatory rheological testing, an MCR 301 rheometer (Anton Paar, Graz, Austria) equipped with a 25 mm parallel plate steel geometry can be used.

[0339] Figure 5 This is a line graph showing the rheological profile of a polyester elastomer gel prepared by processing the polyester elastomer of Example 1 with a coconut oil octanoate / decanoate emollient.

[0340] Figure 6 A line graph showing the particle distribution of a polyester elastomer gel prepared by processing the polyester elastomer of Example 1 with a coconut oil octanoate / decanoate emollient.

[0341] Polyester elastomer gels are noteworthy for the fact that they possess a viscosity of less than 100,000,000 cp at a shear rate of 1 l / s and a temperature of 25 °C, while simultaneously satisfying G'>G''; and that Tan-δ<1 in the linear viscoelastic region indicates a nearly constant frequency characteristic. The polyester gels prepared by the methods described herein are characterized by good flowability, which has a favorable effect on their workability and processability, while still retaining a significant yield point, thus exhibiting good thickening and stabilizing properties.

[0342] In one aspect, the storage modulus (G') of the gel is from about 10 Pa to about 100,000 Pa, as measured by a rheometer in the linear viscoelastic region using dynamic rheology. In another aspect, the storage modulus (G') of the gel is from about 100 Pa to about 50,000 Pa. In another aspect, the storage modulus (G') of the gel is from about 500 Pa to about 30,000 Pa. In yet another aspect, the storage modulus (G') of the gel is about 10 Pa, about 100 Pa, about 500 Pa, about 700 Pa, about 800 Pa, about 1,000 Pa, about 1,500 Pa, about 2,000 Pa, about 2,500 Pa, about 5,000 Pa, about 10,000 Pa, about 15,000 Pa, about 25,000 Pa, about 50,000 Pa, or about 100,000 Pa.

[0343] In one aspect, the loss modulus (G'') of the gel is from about 10 Pa to about 100,000 Pa, as measured by a rheometer in the linear viscoelastic region using dynamic rheology. In another aspect, the loss modulus (G'') of the gel is from about 100 Pa to about 50,000 Pa. In another aspect, the loss modulus (G'') of the gel is from about 500 Pa to about 30,000 Pa. In yet another aspect, the loss modulus (G'') of the gel is about 10 Pa, about 100 Pa, about 500 Pa, about 700 Pa, about 800 Pa, about 1,000 Pa, about 1,500 Pa, about 2,000 Pa, about 2,500 Pa, about 5,000 Pa, about 10,000 Pa, about 15,000 Pa, about 25,000 Pa, about 50,000 Pa, or about 100,000 Pa.

[0344] The storage modulus G' and loss modulus G'' of the polyester elastomer gel were measured using an Anton Paar MCR 301 rheometer with a PP25 / S probe at a gap of 1 mm. Measurements were performed using flow profiles at 25°C with shear rates ranging from 0.01 to 100 s. Amplitude scans were used with oscillatory strains ranging from 0.001 to 100%, at a frequency of 1 Hz and at 25°C. For the measurement, the sample was loaded onto the rheometer stage, the probe was lowered, and the sample was allowed to equilibrate for 3 minutes before the amplitude scan test was performed. The LVR region was determined, and the corresponding G' values ​​were reported.

[0345] In one aspect, the polyester elastomer composition was prepared using the methods described herein.

[0346] In one respect, the polyester elastomers described herein are produced using principles of green chemistry. In another respect, the polyester elastomers described herein are produced through simple, effective, and environmentally friendly methods that do not use toxic raw materials and do not produce toxic byproducts.

[0347] In one respect, the polyester elastomer gel described herein is produced using principles of green chemistry. In another respect, the polyester elastomer gel described herein is produced through a simple, effective, and environmentally friendly method that does not use toxic raw materials and does not produce toxic byproducts.

[0348] IV. Personal Care Preparations

[0349] In one aspect of this disclosure, the polyester elastomers described herein are incorporated into personal care formulations. In another aspect, polyester elastomer gels prepared from the elastomers described herein are incorporated into personal care formulations.

[0350] In one respect, polyester elastomer gels possess excellent properties, including transparency, thixotropy, shear thinning, and smooth spreadability on the skin. In another respect, polyester gels are used as base oils or as key ingredients in cosmetics and medical products.

[0351] In one respect, personal care preparations also include preservatives, antioxidants, chelating agents, gums or thickeners, oils, waxes, fragrances, essential oils, emulsifiers, surfactants, or combinations thereof.

[0352] In one aspect, personal care preparations include deodorants, antiperspirants, skin creams, face creams, shampoos, conditioners, mousses, hair styling gels, hairsprays, protective creams, lipsticks, face foundations, blushes, cosmetics, mascaras, skin lotions, moisturizers, facial care products, personal cleansers, facial cleansers, bath oils, perfumes, shaving creams, pre-shaving lotions, after-shaving lotions, colognes, sachets, or sunscreens.

[0353] In one respect, polyester elastomers can be pulverized to form elastomer powders. In another respect, polyester elastomer powders possess the unique property of being easily applied to the skin or providing certain sensory benefits in personal care formulations. In yet another respect, polyester elastomers are used in solid cosmetics, such as antiperspirants and deodorants.

[0354] V. Uses of Gel

[0355] In one aspect, this disclosure provides for the use of the polyester elastomer gel compositions described herein in personal care formulations.

[0356] Example

[0357] The following embodiments are included to illustrate various aspects of this disclosure. Those skilled in the art will understand that the techniques disclosed in the following embodiments represent techniques that the inventors have discovered that work well in the practice of this disclosure, and therefore can be considered as constituting a preferred mode of practice. However, based on this disclosure, those skilled in the art will understand that many changes can be made to the specific embodiments disclosed without departing from the spirit and scope of this disclosure, and the same or similar results can still be obtained.

[0358] Example 1: Preparation of polyester elastomer and polyester elastomer gel

[0359] Add 120g of hydrogenated C to a suitable container equipped with stirring, heating, and distillation capabilities. 36 Dimer acid, 4g oleic acid, and 20g diglycerides were added. Next, 80g squalane was added as a emollient. Then, 1g mesylate was added. After adding all ingredients while stirring, the temperature was raised to 120°C, and the resulting water vapor was removed. The temperature was maintained for 14-18 hours or until gelation occurred and a polymer elastomer formed. Afterward, the elastomer was broken into powder by mechanical stirring.

[0360] 160g of coconut oil octanoate / caprylate was used as a emollient to process 100g of polyester elastomer through a rotor-stator homogenizer to form a polyester elastomer gel. The rheological profile of the polyester gel was measured using a rheometer within the linear viscoelastic region exhibiting dynamic rheology. Figure 5 As shown, the polyester gel has a storage modulus (G') of approximately 2000 Pa and a loss modulus (G'') of approximately 300 Pa. The particle size in the polyester gel was measured by laser diffraction. Figure 6 As shown, the polyester gel contains particles with a median particle size of 53 μm.

[0361] Example 2: Preparation of polyester elastomer

[0362] In a suitable container equipped with stirring, heating, and distillation capabilities, add 120g of hydrogenated dimer acid, 6g of isostearic acid, and 25g of polyglycerol-3. After adding all ingredients with stirring, raise the temperature to 140°C and vaporize the formed water. Maintain the temperature for 25-30 hours or until gelation occurs and a polymer elastomer forms. Thereafter, break the elastomer into powder using mechanical stirring.

[0363] Example 3: Preparation of polyester elastomers and polyester elastomer gels

[0364] In a suitable container equipped with stirring, heating, and distillation capabilities, 175 g of hydrogenated dimer acid, 12 g of isostearic acid, and 35 g of diglycerides were added. Next, 40 g of squalane was added as a emollient. After adding all ingredients with stirring, the temperature was raised to 200°C, and the resulting water was vaporized. The temperature was maintained for 20–30 hours or until gelation occurred and a polymer elastomer formed. Subsequently, the elastomer was broken into powder by mechanical stirring. The gel fraction was 76%, as measured by the Soxhlet extraction method described herein. The swelling ratio in cocoyl octanoate / caprylate was 4.8.

[0365] 100g of polyester elastomer is also processed together with 200g of cocoyl octanoate / decanoate as a moisturizer to form a polyester gel.

[0366] Example 4: Cosmetic Composition

[0367] Preparation of waterless primer

[0368] Mix the components of phase A in Table 1 together in a beaker until homogeneous. Slowly add the components of phase B in Table 1 to the beaker and mix until homogeneous. See Table 1 for formulation details.

[0369] Table 1

[0370]

[0371] Example 5: Preparation of O / W Skin Cream

[0372] Combine all components of phase A from Table 2 in a beaker and heat to 65°C. Mix until homogeneous. In a separate beaker, combine all components of phase B from Table 2 and heat to 65°C. Mix until homogeneous. Once both phases are at 65°C, slowly add phase B to phase A while homogenizing. Homogenize for 5 minutes. Mix slowly to cool. See Table 2 for formulation details.

[0373] Table 2

[0374]

[0375] Example 6: Preparation of Sunscreen Serum

[0376] Combine all components of phase A from Table 3 in a beaker. Heat to 75°C and mix until homogeneous. Once all substances are uniformly dispersed, continue mixing for 30 minutes. Then slowly add the components of phase B from Table 3 one at a time and mix until homogeneous. Cool overnight at room temperature. The formulation requires several hours to fully solidify. See Table 3 for formulation details.

[0377] Table 3

[0378]

[0379] Example 7: Preparation of lipstick

[0380] Combine and homogenize the components of phase A in a beaker until the pigments are completely ground and dispersed. Add the remaining components of phase B in Table 4, except for the elastomer gel, to the beaker and heat to 85°C. Mix until homogeneous. Once homogeneous, slowly add the elastomer gel to the bulk and mix until homogeneous. Pour the bulk into a mold at 75°C–80°C. See Table 4 for formulation details.

[0381] Table 4

[0382]

[0383] Example 8: Preparation of foundation

[0384] Combine all components of phase B in Table 5 in a beaker and homogenize until the pigment is completely ground and dispersed. Add Bentone Luxe XO and the elastomer gel to the mixture and homogenize until homogeneous. Add Lexemul 515MB and heat to 75°C while mixing until the wax is completely melted. In a separate beaker, combine all components of phase A in Table 5 and heat to 75°C while mixing until homogeneous. Once both phases are at 75°C, slowly add phase A to phase B while homogenizing. Homogenize for another 2 minutes and allow to cool. See Table 5 for formulation details.

[0385] Table 5

[0386]

[0387] Example 9: Preparation of a moisturizing stick

[0388] Combine all ingredients from Table 7 in a beaker and heat to 85°C. Mix until homogeneous. Pour directly into packaging and cool to room temperature to solidify. See Table 6 for formulation details.

[0389] Table 6

[0390]

[0391] Other aspects

[0392] All publications, patents, and patent applications mentioned in this specification are incorporated herein by reference in their entirety, as if each individual publication, patent, or patent application were specifically and individually indicated to be incorporated herein by reference in its entirety. Where a term found in this application is defined differently in documents incorporated herein by reference, the definition provided herein shall be used as the definition of that term.

[0393] While the invention has been described in conjunction with specific aspects thereof, it should be understood that the invention is capable of further modifications, and this application is intended to cover any variations, uses, or adaptations of the invention that generally follow the principles of the invention and include deviations from this disclosure within the scope of known or customary practice in the field to which the invention pertains, and that may be applied to the essential features set forth above and within the scope of the claimed invention.

Claims

1. A polyester elastomer comprising the following reaction products: (i) at least one dicarboxylic acid or tricarboxylic acid; (ii) at least one monocarboxylic acid; and (iii) At least one polyol.

2. The polyester elastomer according to claim 1, wherein at least one dicarboxylic acid is a compound of formula (IA). in R 1A For C2-C 52 Alkyl, C2-C 52 Heteroalkyl, C2-C 52 alkenyl, C2-C 52 Heterene group, C3-C 52 Cyclic groups, or C2-C 52 Heterocyclic group.

3. The polyester elastomer according to claim 2, wherein the dicarboxylic acid of formula (IA) is selected from the following: succinic acid, glutaric acid, adipic acid, pimelic acid, azelaic acid, sebacic acid, brassic acid, dodecanoic acid, C 21 dimer acid and C 36 Dimeric acids, maleic acid, fumaric acid, traumatic acid, and combinations thereof.

4. The polyester elastomer according to claim 1, wherein at least one tricarboxylic acid is a compound of formula (IB). in R 1B For C2-C 52 Alkyl, C2-C 52 Heteroalkyl, C2-C 52 alkenyl, C2-C 52 Heterene group, C3-C 52 Cyclic groups, or C2-C 52 Heterocyclic group.

5. The polyester elastomer according to claim 4, wherein the tricarboxylic acid of formula (IB) is selected from citric acid, C 54 Trimeric acid and hydrogenated C 54 Trimeric acid.

6. The polyester elastomer according to any one of claims 1-5, wherein at least one monocarboxylic acid is a compound of formula (II). in R 2 For C2-C 52 Alkyl, C2-C 52 Heteroalkyl, C2-C 52 alkenyl, C2-C 52 Heterene group, C3-C 52 Cyclic groups, or C2-C 52 Heterocyclic group.

7. The polyester elastomer according to claim 6, wherein the monocarboxylic acid of formula (II) is selected from octanoic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, isostearic acid, behenic acid, oleic acid, linoleic acid, linolenic acid, and combinations thereof.

8. The polyester elastomer according to any one of claims 1-7, wherein at least one polyol is a compound of formula (III). in R 3 For C3-C 50 Alkyl, C3-C 50 Heteroalkyl, C3-C 50 alkenyl, C3-C 50 Heterene group, C3-C 50 Cyclic groups, or C3-C 50 Heterocyclic groups; and n is an integer from 2 to 10.

9. The polyester elastomer according to claim 8, wherein the polyol of formula (III) is selected from glycerol, diglycerol, polyglycerol, sorbitol, castor oil, hydrogenated castor oil, sugar alcohols, monosaccharides, disaccharides, oligosaccharides, polysaccharides, tannins, gallic acid, 1,2-propanediol, 1,3-propanediol, 1,4-butanediol, 1,2-pentanediol, 1,3-pentanediol, 1,4-pentanediol, 1,5-pentanediol, 1,2-hexanediol, 1,5-hexanediol, 1,6-hexanediol, C 36 Dimeric glycol, hydrogenated C 36 Dimeric diols and combinations thereof.

10. The polyester elastomer according to any one of claims 1-9, wherein the molar ratio of the carboxylic acid functional group (-COOH) from the monocarboxylic acid to the hydroxyl functional group (-OH) from the polyol is about 1:2 to about 1:

16.

11. The polyester elastomer according to any one of claims 1-10, wherein the molar ratio of the carboxylic acid functional group (-COOH) from dicarboxylic acid or tricarboxylic acid to the hydroxyl functional group (-OH) from polyol is about 1.5:1 to about 1:

4.

12. The polyester elastomer according to any one of claims 1-11, having a gel fraction of more than 20%.

13. The polyester elastomer according to any one of claims 1-12, having a swelling ratio of about 1 g / g to about 15 g / g.

14. The polyester elastomer according to any one of claims 1-13, comprising particles with a size of about 1 μm to about 500 μm as measured by a laser diffraction particle size analyzer.

15. A method for preparing an elastomer, comprising reacting the following reaction: (i) at least one dicarboxylic acid or tricarboxylic acid; (ii) at least one monocarboxylic acid; and (iii) at least one polyol; To form a cross-linked polyester elastomer.

16. The method of claim 15, wherein it is carried out in the presence of at least one solvent.

17. The method of claim 16, wherein at least one solvent is selected from at least one emollient.

18. The method according to claim 16 or 17, wherein at least one solvent or at least one emollient is selected from triglycerides, monoesters, diesters, citrates, ethers, carbonates, hydrocarbons, silicones, and combinations thereof.

19. The method of claim 18, wherein the solvent or emollient is: (a) Triglycerides of formula (IV) in R 4 R 5 and R 6 Independently for C1-C 35 Alkyl, C1-C 35 Heteroalkyl, C2-C 35 alkenyl or C2-C 35 Heterene; or (b) Monoester of formula (V) in R 7 For C1-C 35 Alkyl, C1-C 35 Heteroalkyl, C2-C 35 alkenyl, or C2-C 35 Heterene groups; and R 8 For C1-C 35 Alkyl, C1-C 35 Heteroalkyl, C2-C 35 alkenyl or C2-C 35 Heterene group.

20. The method of claim 18, wherein the solvent or emollient is: (a) Triglycerides selected from caprylic / capric triglycerides, triglyceride triheptanoates, corn oil, soybean oil, olive oil, rapeseed oil, cottonseed oil, coconut oil, almond oil, argan oil, rosehip oil, black seed oil, grapeseed oil, avocado oil, almond oil, geranium oil, lavender oil, rosehip oil, macadamia oil, eucalyptus oil, sardine oil, herring oil, safflower oil, flaxseed oil, sunflower oil, olive oil, rapeseed oil, sesame oil, cottonseed oil, palm oil, rapeseed oil, tung oil, fish oil, peanut oil, calyx oil, milkweed oil, sea pelt oil, whale oil, castor oil, and combinations thereof; or (b) Monoesters selected from cocoyl caprylate, cocoyl decanoate, jojoba oil, jojoba ester, isopropyl jojoba acid, ethyl macadinate, isoamyl laurate, heptyl undecenoate, methyl heptyl isostearate, isostearate isostearate, glyceryl castor oil, isostearate palmitate, myristate, octyl dodecyl myristate, octyl dodecyl hydroxystearate, butyl myristate, ethylhexyl cocoate, ethylhexyl palmitate, ethylhexyl stearate, butyl stearate, decyl oleate, isocetyl behenate, isocetyl myristate, isocetyl palmitate, isocetyl stearate, isocetyl oleate, isopropyl isostearate, isopropyl myristate, oleyl oleate, propylene glycol laurate, octyl dodecyl erucate, and lactic acid. 12 -C 13 Alkyl esters, lactic acid C 12 –C 15 Alkyl esters, isostearyl lactate, glyceryl ether-5-lactic acid ester, lauryl lactate, myristyl lactate, oleyl lactate, lauryl ether-2-benzoate, C benzoate 12 -C 15 Alkyl esters, C 12 -C 15 Alkyl ether-3-benzoate, dipropylene glycol benzoate, isodecanyl salicylate, C-salicylic acid 12 -C 15 Alkyl esters, tridecyl salicylate, ethylhexyl isononanoate, cetyl ethylhexanoate, isonononanoate, isodecanyl ethylhexanoate, isodecanyl ethylhexanoate, tridecyl ethylhexanoate, isotriadecyl isonononanoate, isostearyl isonononanoate, cetearyl isonononanoate, lauryl ether-2-ethylhexanoate, cetearyl ethylhexanoate, isodecanyl neopentanoate, isostearyl neopentanoate, myristyl neopentanoate, isostearyl behenate, octyl dodecyl neopentanoate, tridecyl neopentanoate, and combinations thereof.

21. The method of claim 18, wherein the solvent or emollient is: (a) Diester of formula (VI) in R 9 For C1-C 35 Alkyl, C1-C 35 Heteroalkyl, C2-C 35 alkenyl, or C2-C 35 Heterene groups; and R 10 and R 11 Independently for C1-C 35 Alkyl, C1-C 35 Heteroalkyl, C2-C 35 alkenyl or C2-C 35 Heterene; or (b) Diester of formula (VII) in R 9 For C1-C 35 Alkyl, C1-C 35 Heteroalkyl, C2-C 35 alkenyl, or C2-C 35 Heterene groups; and R 10 and R 11 Independent of H, C1-C 35 Alkyl, C1-C 35 Heteroalkyl, C2-C 35 alkenyl or C2-C 35 Heterene; or (c) Diester of formula (VIII) in R 9 and R 10 Independently for C1-C 35 Alkyl, C1-C 35 Heteroalkyl, C2-C 35 alkenyl or C2-C 35 Heterene groups; and R 11 For H, C1-C 35 Alkyl, C1-C 35 Heteroalkyl, C2-C 35 alkenyl or C2-C 35 Heterene group.

22. The method according to claim 18 or 21, wherein the solvent or emollient is a diester selected from the group consisting of: diethyl succinate, dibutyl succinate, diethylhexyl succinate, diisopropyl sebacate, dimethyl sebacate, diethyl sebacate, dibutyl sebacate, diisostearyl dimer, diisostearyl malate, isostearyl stearoyl stearate, isoctyl stearate, octyl dodecyl stearoyl stearate, diethyl malate. Hexyl ester, diethylhexyl maleate, dipropylene glycol dibenzoate, dioctyl adipate, dioctyl maleate, diisopropyl dimer, diisopropyl adipate, diisobutyl adipate, diisopropyl sebacate, diisostearyl dimer, diethylhexyl succinate, diethylene glycol diethylhexanoate, neopentyl glycol didecanoate, propylene glycol dioctyl ester / didecanoate, neopentyl glycol diisostearate, neopentyl glycol diethylhexanoate, neopentyl glycol diheptyl ester, and combinations thereof.

23. The method of claim 18, wherein the solvent or emollient is: (a) Citrate of formula (IX) in R 12 R 13 R 14 and R 15 Independent of H, C1-C 35 Alkyl, C1-C 35 Heteroalkyl, C2-C 35 alkenyl or C2-C 35 Heterene group, Where R 12 R 13 R 14 and R 15 At least one of them is not H; or (b) Ethers of formula (X) in R 16 and R 17 Independent of H, C2-C 20 Alkyl, C2-C 20 Heteroalkyl, C2-C 20 alkenyl or C2-C 20 Heterene group, Where R 16 and R 17 At least one of them is not H; or (c) Carbonates of formula (XI) in R 18 and R 19 Independent of H, C2-C 20 Alkyl, C2-C 20 Heteroalkyl, C2-C 20 alkenyl or C2-C 20 Heterene group.

24. The method according to claim 18 or 23, wherein the solvent or emollient is: (a) Citrate esters selected from trioctyl citrate, triisostearyl citrate, triisoceryl citrate, trioctyl dodecyl citrate, triethyl citrate, tributyl citrate, acetyl triethyl citrate, acetyl tributyl citrate, trioctyl dodecyl citrate, triisoceryl citrate, and combinations thereof; or (b) an ether selected from dioctyl ether, dialcyl ether, panthenyl ethyl ether, diceryl ether, dimyristyl ether, distearate ether, dilauryl ether, and combinations thereof; or (c) Carbonates selected from dioctyl carbonate, diethylhexyl carbonate, and combinations thereof.

25. The method of claim 18, wherein the solvent or emollient has a carbon number of C4 to C5. 60 Hydrocarbons.

26. The method of claim 18, wherein the solvent or emollient is a hydrocarbon selected from the group consisting of: farnesene, hydrogenated farnesene, coconut alkane, coconut / palm kernel alkane, C9-C... 12 Alkanes, C 10 -C 13 Alkanes, C 12 -C 17 Alkanes, C 13 -C 14 Alkanes, C 13 -C 15 Alkanes, C 14 -C 17 Alkanes, C 14 -C 19 Alkanes, C 14 -C 20 Alkanes, C 14 -C 22 Alkanes, C 15 -C 19 Alkanes, C 21 -C 28 Alkanes, C 17 -C 23 Alkanes, C9-C 12 Isoalkanes, C9-C 13 Isoalkanes, C9-C 14 Isoalkanes, C9-C 16 Isoalkanes, C 10 -C 11 Isoalkanes, C 10 -C 12 Isoalkanes, C 10 -C 13 Isoalkanes, C 11 -C 12 Isoalkanes, C 11 -C 13 Isoalkanes, C 11 -C 14 Isoalkanes, C 12 -C 14 Isoalkanes, C 12 -C 15 Isoalkanes, C 12 -C 20 Isoalkanes, C 13 -C 14 Isoalkanes, C 13 -C 16 Isoalkanes, C 14 -C 16 Isoalkanes, C 15 -C 19 Isoalkanes, C 10- C 16 Olefins, C 12- C 18 Olefins, C 18- C 26 Olefins, C 20 Olefins, C 20- C 24 Olefins, C 24- C 30 Olefins, C 26- C 28 Olefins, C 26- C 54 Olefins, C 28- C 36 Olefins, C 28- C 52 Olefins, C 30- C 38 Olefins, C 30- C 45 Olefins, C 4- C 12 Olefins, C 4- C6 olefins, C 5- C6 olefins, hydrogenated poly(C6 / C) 10 / C 14 olefins), hydrogenated poly(C6-C) 12 olefins), hydrogenated poly(C6-C) 14 olefins), hydrogenated poly(C6-C) 20 olefins), hydrogenated poly(C8 / C) 12 olefins), poly(C) 20 -C 28 olefins), poly(C) 30 -C 45 olefins), poly(C4-C) 12 olefins), poly(C6-C) 14 olefins), hexadecene, C 32 Alkanes, C 32 Isoalkanes, C 54 Alkanes, C 54 Isoalkanes, diethylhexylcyclohexane, undecane, tridecane, tetradecane, pentadecane, hexadecane, octadecane, docosane, squalane, hydrogenated polyisobutylene, polybutene, hydrogenated polydecene, hydrogenated didecene, mineral oil, liquid, petrolatum, dodecane, isohexadecane, isododecane, isoeicosane, and combinations thereof.

27. The method according to any one of claims 15-26, wherein the method is carried out in the presence of a catalyst or salt catalyst selected from the group consisting of: methanesulfonic acid, p-toluenesulfonic acid, benzenesulfonic acid, sulfuric acid, amide sulfonic acid, aminosulfonic acid, sodium bisulfate, phosphoric acid, hydrochloric acid, hydrobromic acid, nitric acid, sodium hydroxide, potassium hydroxide, sodium methoxide, sodium ethoxide, potassium methoxide, potassium ethoxide, bismuth neodecanoate, bismuth(III) citrate, bismuth(III) chloride, bismuth(III) acetate, bismuth(III) phosphate, tin chloride, tin pyranone, and dilauric acid. Dibutyltin, di-n-butyltin oxide, butylstannic acid, zinc chloride, zinc bromide, zinc carboxylate, zinc oxide, zinc hydroxynitrate, zinc hydroxyacetic acid, triethylamine, tripropylamine, cocamidopropyl dimethylamine, stearamide propyl dimethylamine, isostearamide propyl dimethylamine, Yb(OTf)3, Sc(OTf)3, Hf(OTf)4, Bi(OTf)3, Al(OTf)3, Zn(OTf)2, Mg(ClO4)2, Cu(OTf)2, Ti(OCH(CH3)2)4, and combinations thereof.

28. The method according to any one of claims 15-27, wherein the produced polyester elastomer is biodegradable.

29. A composition comprising a polyester elastomer according to any one of claims 1-14.

30. The composition of claim 29, further comprising one or more solvents or emollients.

31. The composition of claim 30, wherein the solvent or emollient is as defined in any one of claims 18-26.

32. The composition according to any one of claims 29-31, wherein it is in the form of a powder or a gel.

33. The composition according to claim 32, wherein it is in the form of a polyester elastomer gel having a storage modulus (G') of about 10 Pa to about 100,000 Pa and / or a loss modulus (G'') of about 10 Pa to about 100,000 Pa, each measured by a rheometer in the linear viscoelastic region using dynamic rheology.

34. A personal care formulation comprising a polyester elastomer according to any one of claims 1-14 or a composition according to any one of claims 29-33.

35. The personal care preparation according to claim 34, wherein the preparation is selected from deodorants, antiperspirants, skin creams, face creams, shampoos, conditioners, mousses, hair styling gels, hair sprays, protective creams, lipsticks, face foundations, blushes, cosmetics, mascaras, skin lotions, moisturizers, facial care products, personal cleansers, facial washes, bath oils, perfumes, shaving creams, pre-shaving lotions, after-shaving lotions, colognes, sachets, and sunscreens.

36. The method according to any one of claims 15 to 28, wherein, The method also includes: (iv) Mixing a crosslinked polyester elastomer with at least one solvent or emollient to form a swollen crosslinked polyester elastomer; and (v) subjecting the swollen cross-linked polyester elastomer to shear force to form a polyester elastomer gel.

37. Use of the composition according to any one of claims 29-33 in the manufacture of personal care formulations.

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