CN113599304A - Cosmetic hand-held makeup composition with spatial three-dimensional structure - Google Patents
Cosmetic hand-held makeup composition with spatial three-dimensional structure Download PDFInfo
- Publication number
- CN113599304A CN113599304A CN202110811929.2A CN202110811929A CN113599304A CN 113599304 A CN113599304 A CN 113599304A CN 202110811929 A CN202110811929 A CN 202110811929A CN 113599304 A CN113599304 A CN 113599304A
- Authority
- CN
- China
- Prior art keywords
- polyurethane
- amino
- makeup composition
- pvp
- cosmetic makeup
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 39
- 239000002537 cosmetic Substances 0.000 title claims abstract description 28
- 229920002635 polyurethane Polymers 0.000 claims abstract description 28
- 239000004814 polyurethane Substances 0.000 claims abstract description 28
- 150000001875 compounds Chemical class 0.000 claims abstract description 26
- 229920000642 polymer Polymers 0.000 claims abstract description 26
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 claims abstract description 16
- 229920001730 Moisture cure polyurethane Polymers 0.000 claims abstract description 14
- 229920000036 polyvinylpyrrolidone Polymers 0.000 claims description 44
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims description 44
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 29
- 229920005862 polyol Polymers 0.000 claims description 21
- 150000003077 polyols Chemical class 0.000 claims description 21
- 239000001267 polyvinylpyrrolidone Substances 0.000 claims description 21
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 18
- 229920001577 copolymer Polymers 0.000 claims description 16
- 239000007787 solid Substances 0.000 claims description 15
- 150000004985 diamines Chemical class 0.000 claims description 14
- 229920000515 polycarbonate Polymers 0.000 claims description 10
- 239000004417 polycarbonate Substances 0.000 claims description 10
- 239000005056 polyisocyanate Substances 0.000 claims description 10
- 229920001228 polyisocyanate Polymers 0.000 claims description 10
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 9
- 229920000570 polyether Polymers 0.000 claims description 9
- 239000006185 dispersion Substances 0.000 claims description 8
- 238000006116 polymerization reaction Methods 0.000 claims description 7
- SFHYNDMGZXWXBU-LIMNOBDPSA-N 6-amino-2-[[(e)-(3-formylphenyl)methylideneamino]carbamoylamino]-1,3-dioxobenzo[de]isoquinoline-5,8-disulfonic acid Chemical compound O=C1C(C2=3)=CC(S(O)(=O)=O)=CC=3C(N)=C(S(O)(=O)=O)C=C2C(=O)N1NC(=O)N\N=C\C1=CC=CC(C=O)=C1 SFHYNDMGZXWXBU-LIMNOBDPSA-N 0.000 claims description 5
- 239000007788 liquid Substances 0.000 claims description 5
- 229920005906 polyester polyol Polymers 0.000 claims description 4
- 239000004094 surface-active agent Substances 0.000 claims description 4
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 3
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 3
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 3
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 3
- 239000003906 humectant Substances 0.000 claims description 3
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims description 3
- 125000005395 methacrylic acid group Chemical group 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 3
- 239000003755 preservative agent Substances 0.000 claims description 3
- 230000002335 preservative effect Effects 0.000 claims description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 3
- 239000002304 perfume Substances 0.000 claims 1
- 125000000467 secondary amino group Chemical class [H]N([*:1])[*:2] 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 abstract description 5
- 230000000694 effects Effects 0.000 abstract description 5
- 230000009471 action Effects 0.000 abstract description 3
- 230000005923 long-lasting effect Effects 0.000 abstract description 2
- 230000014759 maintenance of location Effects 0.000 abstract description 2
- 210000003491 skin Anatomy 0.000 description 10
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 9
- 125000003010 ionic group Chemical group 0.000 description 7
- 239000002253 acid Substances 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 239000000178 monomer Substances 0.000 description 5
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 4
- 229920003009 polyurethane dispersion Polymers 0.000 description 4
- 150000003335 secondary amines Chemical class 0.000 description 4
- 239000007921 spray Substances 0.000 description 4
- 239000012855 volatile organic compound Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 239000003999 initiator Substances 0.000 description 3
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 3
- 239000002609 medium Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 150000005846 sugar alcohols Polymers 0.000 description 3
- 239000004793 Polystyrene Substances 0.000 description 2
- 239000013543 active substance Substances 0.000 description 2
- -1 alkyl tin compound Chemical class 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
- 229910021641 deionized water Inorganic materials 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 239000002612 dispersion medium Substances 0.000 description 2
- 239000000686 essence Substances 0.000 description 2
- 230000001815 facial effect Effects 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 229920001519 homopolymer Polymers 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 239000006210 lotion Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 150000003141 primary amines Chemical class 0.000 description 2
- 150000003384 small molecules Chemical class 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 210000002615 epidermis Anatomy 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000002932 luster Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000003595 mist Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 210000000434 stratum corneum Anatomy 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
Images
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/87—Polyurethanes
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/817—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
- A61K8/8176—Homopolymers of N-vinyl-pyrrolidones. Compositions of derivatives of such polymers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/817—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
- A61K8/8182—Copolymers of vinyl-pyrrolidones. Compositions of derivatives of such polymers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
Abstract
The invention discloses a cosmetic makeup composition with a spatial three-dimensional structure, which comprises the following components: a) at least one polyurethane a) obtainable by reacting one or more water-insoluble, non-water-dispersible isocyanate-functional polyurethane prepolymers a1) with one or more amino-functional compounds a 2); and B) at least one pyrrolidone polymer B). According to the invention, through the technology of matching polyurethane with pyrrolidone polymer, pyrrolidone PVP constructs a harder film, and through the combination of a soft film formed by polyurethane and a hard film formed by PVP and under the action of a VP/VA film forming agent, the skin can have better skin-attaching performance and better make-up fixing effect; the invention has high film-forming property and long-lasting makeup retention property in normal environment, and also has good washing-off property, excellent film hardness and elasticity and comfortable skin feeling.
Description
Technical Field
The invention relates to the technical field of cosmetics, in particular to a cosmetic makeup composition with a spatial three-dimensional structure.
Background
The epidermis of both humans and animals belongs to the stratum corneum protein. The composition for fixing the skin is one of cosmetic compositions, and can be used for fixing the skin and stabilizing different makeup. The skin make-up composition is primarily in the form of a make-up spray or a make-up lotion. The makeup mist and the makeup water have little difference in their compositions, but are different in their applications. A makeup spray is applied to the moist skin as an aid to model the makeup. In contrast, a make-up spray is sprayed onto dry, already patterned skin to secure the makeup. In addition to the make-up spray or make-up lotion, there are also forms of skin make-up gels.
The development of the prior art still stays in a stage that the pyrrolidone PVP is used as a main make-up fixing component, and the make-up fixing effect can be brought by a hard film of the pyrrolidone PVP.
The new patent technology forms a frame structure on the skin by macromolecular PVP and VPVA with about one hundred thousand daltons, then forms a framework of an interpenetrating network by polyurethane-10 with medium molecular weight and PVP and VPVA with large molecular weight with about one ten thousand daltons, and finally embeds polyalcohol and active ingredients on the framework of the space network to form an elastic three-dimensional space film. The whole film forming process is that with the volatilization of water, firstly, the macromolecular PVP and VPVA copolymer slowly stretches out from an agglomerated state through the acting force of a hydrogen bond to form a linear chain, then the acting force of the hydrogen bond is formed through NCO groups and CH groups on branched chains, and finally, a linear macromolecular chain is strung into a space net-shaped structure. Secondly, the polyurethane-10 with medium molecules also enables the polymer chain to slowly extend from an agglomerated state to be a linear chain, and then a linear molecular chain with different sizes is connected in series to form a compact space network structure through the acting force of hydrogen bonds formed by NCO groups and NH groups on the main chain. Finally, because the polyol of the small molecules contains a large number of hydroxyl groups, the hydroxyl groups can be dissociated in gaps of a space network structure formed by the polymer, so that a three-dimensional integrated three-dimensional space cross network of the large, medium and small molecules is formed.
Disclosure of Invention
In view of the above-mentioned shortcomings of the prior art, the present invention aims to provide a cosmetic make-up composition with a spatial three-dimensional structure. The invention is realized by the following technical scheme.
A cosmetic make-up composition of spatial configuration comprising:
a) at least one polyurethane a) obtainable by reacting one or more water-insoluble, non-water-dispersible isocyanate-functional polyurethane prepolymers a1) with one or more amino-functional compounds a 2); and
b) at least one pyrrolidone polymer B).
Preferably, the amino-functional compound a2) is optionally a primary and/or secondary amine and/or diamine; wherein the amino-functional compound A2) comprises at least one diamine.
Preferably, the amino-functional compound A2) comprises an amino-functional compound A2-I having no ionic groups or ionogenic groups and an amino-functional compound A2-II having ionic groups and/or ionogenic groups.
Preferably, the amino-functional compound A2) comprises an amino-functional compound A2-I having no ionic or ionogenic groups and an amino-functional compound A2-II having ionic and/or ionogenic groups, wherein A2-I is a diamine having no ionic or ionogenic groups.
Preferably, the isocyanate-functional polyurethane prepolymer a1) is obtainable by reacting one or more polyols selected from polyether polyols, polycarbonate polyols, polyether polycarbonate polyols and/or polyester polyols with one or more polyisocyanates; wherein the polyisocyanate comprises hexamethylene diisocyanate and/or isophorone diisocyanate.
Preferably, the pyrrolidone polymer B) comprises polyvinylpyrrolidone, PVP for short, and is a high molecular polymer formed by linear polymerization of N-vinyl pyrrolidone, wherein NVP for short; the polyvinylpyrrolidone has a structural formula of (C6H9NO) n and an average molecular weight of 40000.
Preferably, there are two routes to polyvinylpyrrolidone production polymerization: the average molecular weight of PVP is divided into four grades, conventionally, K values are often used to represent different K values to represent the average molecular weight range of the PVP of a phase, the K value is actually a characteristic related to the relative viscosity of the water solubility of the PVP, and the higher the viscosity is, the larger the molecular weight of the polymer is; the molecular weight of the polyvinylpyrrolidone is preferably a K value of 27 to 32 or 80 to 97.
Preferably, the pyrrolidone polymer B) further comprises a vinylpyrrolidone/vinyl acetate copolymer, abbreviated as VP/VA copolymer; the vinyl pyrrolidone/vinyl acetate copolymer is a copolymer formed by copolymerizing N-vinyl pyrrolidone and vinyl acetate in different proportions, exists in the form of powder and liquid, and has a structural formula of (C6H9NO) N. (C4H6O2) m.
Preferably, the weight ratio of the solid components in the polyurethane a) dispersion and the solid components in the polyvinylpyrrolidone is preferably kept in the range of 5:1 to 1: 5.
Preferably, the weight ratio of the solid components of the dispersion of polyurethane A) to the solid components of the polyvinylpyrrolidone and the vinylpyrrolidone/vinyl acetate copolymer is preferably kept in the range from 20:1 to 1: 10.
Preferably, the cosmetic also comprises at least one of polyalcohol, surfactant, preservative, essence, humectant and active substance.
The invention has the beneficial effects that:
the invention has better skin-attaching property and better make-up fixing effect on the skin by the combination of the soft film formed by polyurethane and the hard film formed by PVP and under the action of the VP/VA film forming agent.
The invention has high film-forming property and long-lasting makeup retention property in normal environment, and also has good washing-off property, excellent film hardness and elasticity and comfortable skin feeling.
Drawings
FIG. 1 is a schematic view of the structural formula of the polyurethane of the present invention;
FIG. 2 is a schematic diagram of the structural formula of polyvinylpyrrolidone in the present invention;
FIG. 3 is a schematic structural diagram of a vinylpyrrolidone/vinyl acetate copolymer of the present invention;
FIG. 4 is a graph comparing the effects of comparative examples 1 to 8 and examples 1 to 6.
Detailed Description
In order to make the objects, technical solutions and advantages of the present invention easier to clearly understand, the technical solutions in the embodiments of the present invention will be clearly and completely described below with reference to the drawings in the embodiments of the present invention, and it is obvious that the described embodiments are some, but not all embodiments of the present invention. The components of embodiments of the present invention generally described and illustrated in the figures herein may be arranged and designed in a wide variety of different configurations.
A cosmetic make-up composition of spatial configuration comprising:
a) at least one polyurethane a) obtainable by reacting one or more water-insoluble, non-water-dispersible isocyanate-functional polyurethane prepolymers a1) with one or more amino-functional compounds a 2); and
b) at least one pyrrolidone polymer B).
Wherein the amino-functional compound a2) is optionally a primary and/or secondary amine and/or a diamine; wherein the amino-functional compound A2) comprises at least one diamine.
Wherein amino-functional compound a2) comprises an amino-functional compound a2-I having no ionic or ionogenic groups and an amino-functional compound a2-II having ionic and/or ionogenic groups, wherein a2-I is a diamine having no ionic or ionogenic groups.
Wherein the isocyanate-functional polyurethane prepolymer a1) is obtainable by reacting one or more polyols selected from polyether polyols, polycarbonate polyols, polyether polycarbonate polyols and/or polyester polyols with one or more polyisocyanates; wherein the polyisocyanate comprises hexamethylene diisocyanate and/or isophorone diisocyanate.
The pyrrolidone polymer B) is polyvinylpyrrolidone, PVP for short, wherein the polyvinylpyrrolidone is a non-ionic high molecular compound and is a high molecular polymer formed by linear polymerization of N-vinyl pyrrolidone (NVP for short); the polyvinylpyrrolidone has a structural formula of (C6H9NO) n and an average molecular weight of 40000.
There are two routes for polyvinylpyrrolidone production polymerization: the first is that NVP is subjected to solution polymerization in an organic solvent and then steam stripping; the second route is aqueous solution polymerization of NVP monomer and water soluble cationic, anionic or nonionic monomer; the method is characterized in that NVP monomers are directly heated to above 140 ℃, or initiators are added into NVP solution for heating, or initiators are added into NVP solution for free radical solution polymerization, solvents can be water, ethanol and benzene, or the NVP monomers or the solutions thereof can be directly irradiated by light to obtain PVP homopolymers, polymerization methods are different, obtained polymers are different in structure and performance, and the polymers obtained by free radical solution polymerization are uniform in composition and structure. The performance is relatively stable, the method is the most common method for NVP homopolymerization, and PVP homopolymers with different molecular weights and different water-solubility can be obtained by adjusting reaction conditions such as monomer concentration, polymerization temperature, initiator dosage and the like.
The average molecular weight of PVP is divided into four grades, conventionally, K values are often used to represent different K values to represent the average molecular weight range of the PVP of a phase, the K value is actually a characteristic related to the relative viscosity of the water solubility of the PVP, and the higher the viscosity is, the larger the molecular weight of the polymer is; the molecular weight of the polyvinylpyrrolidone is preferably a K value of 27 to 32 or 80 to 97.
The pyrrolidone polymer B) also comprises a vinyl pyrrolidone/vinyl acetate copolymer, which is called VP/VA copolymer for short; the VP/VA product is a copolymer prepared by copolymerizing N-vinyl pyrrolidone and vinyl acetate in different proportions, exists in the form of powder and liquid (including aqueous solution and alcohol solution), and is dissolved in a plurality of organic solvents such as water, ethanol and the like. The film has good moldability, is hard, has good luster and is easy to wash, and the structural formula of the film is (C6H9NO) n. (C4H6O2) m.
Preferably, the weight ratio of the solid components in the polyurethane a) dispersion and the solid components in the polyvinylpyrrolidone is preferably kept in the range of 5:1 to 1: 5.
Preferably, the weight ratio of the solid components of the dispersion of polyurethane A) to the solid components of the polyvinylpyrrolidone and the vinylpyrrolidone/vinyl acetate copolymer is preferably kept in the range from 20:1 to 1: 10.
Preferably, the cosmetic also comprises at least one of polyalcohol, surfactant, preservative, essence, humectant and active substance.
Preferably, the cosmetic make-up composition comprises a spatial structure for use in skin makeup.
In the context of the present invention, the term "water-insoluble, water-non-dispersible polyurethane prepolymer" means that the solubility of the prepolymer in water at 23 ℃ is less than 10 g/l, preferably less than 5 g/l, and that the prepolymer does not give rise to sedimentation-stable dispersions in water (in particular deionized water) at 23 ℃. In other words, in any experiment in which it was dispersed in water, the prepolymer precipitated out. Water here refers to deionized water without added surfactant.
In some embodiments, it is preferred that the polyurethane prepolymers used in the present invention have terminal isocyanate groups, i.e., the isocyanate groups are at the chain ends of the prepolymer. Further preferably, all chain ends of the prepolymer have an isocyanate group.
Further, the polyurethane prepolymer used in the present invention preferably has substantially neither an ionic group nor an ionogenic group, that is, the content of the ionic group and the ionogenic group is suitably less than 15 milliequivalents (Mil1iequivalent)/100g of the polyurethane prepolymer, preferably less than 5 milliequivalents, further preferably less than 1 milliequivalents, particularly preferably less than 0.1 milliequivalents/l 00g of the polyurethane prepolymer.
In some embodiments, preferably, the amino-functional compound is selected from at least one of primary amines, secondary amines, and diamines; further preferably, the amino-functional compound is selected from at least one of diamines. Still further preferably, the amino-functional compound is an amino-functional compound having an ionic group or a ionogenic group.
In some embodiments, it is preferable that the alkyl tin compound has a primary structure having a mono-substituent, a di-substituent, a tri-substituent and a tetra-substituent (referring to the number of R). The structural general formula of the compound is RnSnX4-n, and R is alkyl. The total is methyl, ethyl, propyl, butyl and octyl. When n is 1-4, there are one, two, three and four alkyl tin compounds. X can be oxygen, sulfur, chlorine, bromine, iodine and organic acids.
The present invention provides cosmetic compositions, especially aqueous (i.e. water-based) compositions, wherein the polyurethane is present in dispersed form, i.e. substantially in non-dissolved form. Water generally constitutes the major constituent of the dispersion medium, in addition to other liquid media such as solvents that may be present, and is greater than 50% by weight based on the total amount of liquid dispersion medium in the cosmetic composition.
In some embodiments, preferably, the cosmetic composition of the present invention preferably has a Volatile Organic Compound (VOC) content of less than 80 wt%, more preferably less than 55 wt%, even more preferably less than 40 wt%, based on the cosmetic composition.
In some embodiments, it is further preferred that the aqueous polyurethane dispersion used to prepare the cosmetic composition has a Volatile Organic Compound (VOC) content of less than 10 wt%, preferably less than 3 wt%, more preferably less than 1 wt%, based on the aqueous polyurethane dispersion.
The acid number of the prepolymer is suitably below 30mg KOH/g, preferably below 10mg KOH/g, in respect of the acidic ionic groups and/or ionogenic groups. The acid number represents the mass (mg) of potassium hydroxide required to neutralize 1g of the investigated sample (measured according to DIN EN ISO 211). The neutralized acid (i.e., the corresponding salt) naturally has no acid value or has a reduced acid value. Lower acid numbers ensure film hardness within the appropriate range.
In some embodiments, preferably, the prepolymer used in the preparation of the polyurethane is obtained by reacting at least one of a polyether polyol, a polycarbonate polyol, a polyether polycarbonate polyol, and a polyester polyol with at least one polyisocyanate.
In some embodiments, more preferably, each of the above-described polymer polyols has a number average molecular weight of preferably about 400-6000g/mol (as determined by gel permeation chromatography in tetrahydrofuran at 23 ℃ C. relative to polystyrene standards here and for the molecular weight data below). Their use in the preparation of polyurethanes or polyurethane prepolymers will, as a result of reaction with polyisocyanates, lead to the formation of corresponding polyether and/or polycarbonate and/or polyether-polycarbonate segments or polyester segments in the polyurethanes having the corresponding molecular weights of these segments. Further preferably, the various polymer polyols described above are polymer polyols having a linear structure.
In some embodiments, it is still further preferred that the polyurethane is preferably a substantially linear molecule. Of course, in other embodiments, it may be branched.
In some embodiments, the number average molecular weight of the polyurethane used is about 1000-.
In some preferred embodiments herein, the polyurethane is added to the cosmetic composition, especially in the form of an aqueous dispersion.
The polyurethanes or polyurethane dispersions used in the examples of the present application can be obtained by methods known in the art using known components, for example, U.S. patent publication No. US 2011/002721[ nintendril 1]1, which is hereby incorporated by reference in its entirety.
The corresponding steps are briefly described as follows:
a) preparation of an isocyanate-functional polyurethane prepolymer formed from
An organic polyisocyanate, wherein the polyisocyanate is selected from the group consisting of,
the polymer polyols preferably have a number average molecular weight of 400-8000g/mol (determined here and for the following molecular weight data by gel permeation chromatography in tetrahydrofuran at 23 ℃ relative to polystyrene standards), more preferably 400-6000g/mol and particularly preferably 600-3000g/mol, and an OH functionality of preferably 1.5 to 6, more preferably 1.8 to 3, particularly preferably 1.9 to 2.1, optionally hydroxy-functional compounds having a molecular weight of preferably 62 to 399g/mol, and optionally nonionic hydrophilicizing agents.
b) Some or all of their free NCO groups are then reacted with one or more amino-functional compounds A2), such as primary and/or secondary amines and/or diamines. The polyurethane used according to the invention is preferably dispersed in water before, during or after step b).
The reaction with the diamine or two or more diamines in step b) is particularly preferably carried out with chain extension. In this regard, monofunctional amines can additionally be added as chain terminators to control molecular weight.
As component A2), it is possible in particular to use compounds which have no ionic groups or ions
The invention is illustrated by the following examples, which should not be construed as limiting. Unless otherwise indicated, all quantitative data, fractions and percentages are by weight or based on the total weight of the composition.
Raw materials and reagents:
table 1:
the examples and comparative examples of the present invention can be prepared as follows: adding butanediol, propylene glycol and rheological agent into water at a stirring speed of 500-600rpm until the mixture is uniformly dispersed; if VPVA or K-30 is required to be heated to 50 ℃ to be completely dissolved, the polyurethane (the polyurethane of the invention) is continuously added respectively
M170K) and polyvinylpyrrolidone (C) (B)
Z-631) and continuously stirring to uniformly disperse the mixture; the other materials are added under stirring at the speed of 200-300rmp until the mixture is uniformly dispersed to obtain the facial make-up fixing product.
Table 2: the examples or comparative examples in the present invention all have the compositions as listed in the following table:
table 3: by adjusting the components and the ratio of the polyurethane to the polyvinylpyrrolidone, the example components (%) shown in the following table were obtained:
the proportions of the components in the above table refer to the percentage of the solid components in the various products used to make up the entire facial make-up. The weight ratio of the solid component in the polyurethane dispersion and the solid component in the PVP is preferably maintained in the range of 5:1 to 1: 5.
According to the invention, through the technology of matching polyurethane with pyrrolidone polymer, pyrrolidone PVP constructs a harder film, and through the combination of a soft film formed by polyurethane and a hard film formed by PVP and under the action of a VP/VA film forming agent, the skin-care product has better skin-attaching property and better make-up effect.
The above description is only for the purpose of illustrating the preferred embodiments of the present invention and is not to be construed as limiting the present invention, and any modifications, equivalents and improvements made within the spirit and principle of the present invention should be included in the scope of the present invention.
Claims (10)
1. A cosmetic makeup composition with a spatial three-dimensional structure is characterized in that: comprises the following steps:
a) at least one polyurethane a) obtainable by reacting one or more water-insoluble, non-water-dispersible isocyanate-functional polyurethane prepolymers a1) with one or more amino-functional compounds a 2); and
b) at least one pyrrolidone polymer B).
2. The cosmetic makeup composition according to claim 1, wherein said composition is in the form of a three-dimensional structure: wherein the amino-functional compound a2) is optionally a primary and/or secondary amine and/or a diamine; wherein the amino-functional compound A2) comprises at least one diamine.
3. The cosmetic makeup composition according to claim 2, wherein said composition is in the form of a three-dimensional structure: wherein amino-functional compound a2) comprises an amino-functional compound a2-I having no ionic or ionogenic groups and an amino-functional compound a2-II having ionic and/or ionogenic groups, wherein a2-I is a diamine having no ionic or ionogenic groups.
4. The cosmetic makeup composition having a three-dimensional spatial structure according to claim 3, wherein: wherein the isocyanate-functional polyurethane prepolymer a1) is obtainable by reacting one or more polyols selected from polyether polyols, polycarbonate polyols, polyether polycarbonate polyols and/or polyester polyols with one or more polyisocyanates; wherein the polyisocyanate comprises hexamethylene diisocyanate and/or isophorone diisocyanate.
5. The cosmetic makeup composition according to claim 1, wherein said composition is in the form of a three-dimensional structure: the pyrrolidone polymer B) comprises polyvinylpyrrolidone, PVP for short, and is a high molecular polymer formed by linear polymerization of N-vinyl pyrrolidone, wherein NVP for short; the polyvinylpyrrolidone has a structural formula of (C6H9NO) n and an average molecular weight of 40000.
6. The cosmetic makeup composition having a three-dimensional spatial structure according to claim 5, wherein: the average molecular weight of PVP is divided into four grades, conventionally, K values are often used to represent different K values to represent the average molecular weight range of the PVP of a phase, the K value is actually a characteristic related to the relative viscosity of the water solubility of the PVP, and the higher the viscosity is, the larger the molecular weight of the polymer is; the molecular weight of the polyvinylpyrrolidone is preferably a K value of 27 to 32 or 80 to 97.
7. The cosmetic makeup composition according to claim 1, wherein said composition is in the form of a three-dimensional structure: the pyrrolidone polymer B) also comprises a vinyl pyrrolidone/vinyl acetate copolymer, which is called VP/VA copolymer for short; the vinyl pyrrolidone/vinyl acetate copolymer is a copolymer formed by copolymerizing N-vinyl pyrrolidone and vinyl acetate in different proportions, exists in the form of powder and liquid, and has a structural formula of (C6H9NO) N. (C4H6O2) m.
8. The cosmetic makeup composition according to any one of claims 1 to 7, wherein: the weight ratio of the solid components in the polyurethane a) dispersion and the solid components in the polyvinylpyrrolidone is preferably kept in the range of 5:1 to 1: 5.
9. The cosmetic makeup composition according to any one of claims 1 to 7, wherein: the weight ratio of the solid components of the polyurethane A) dispersion to the solid components of the polyvinylpyrrolidone and the vinylpyrrolidone/vinyl acetate copolymer is preferably kept in the range from 20:1 to 1: 10.
10. The cosmetic makeup composition according to any one of claims 1 to 7, further comprising at least one of a polyol, a surfactant, a preservative, a perfume, a humectant and an active.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110811929.2A CN113599304A (en) | 2021-07-19 | 2021-07-19 | Cosmetic hand-held makeup composition with spatial three-dimensional structure |
| PCT/CN2022/078952 WO2023000676A1 (en) | 2021-07-19 | 2022-03-03 | Cosmetic makeup lasting composition having spatial three-dimensional structure |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110811929.2A CN113599304A (en) | 2021-07-19 | 2021-07-19 | Cosmetic hand-held makeup composition with spatial three-dimensional structure |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN113599304A true CN113599304A (en) | 2021-11-05 |
Family
ID=78337839
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202110811929.2A Pending CN113599304A (en) | 2021-07-19 | 2021-07-19 | Cosmetic hand-held makeup composition with spatial three-dimensional structure |
Country Status (2)
| Country | Link |
|---|---|
| CN (1) | CN113599304A (en) |
| WO (1) | WO2023000676A1 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115252468A (en) * | 2022-07-14 | 2022-11-01 | 上海永熙信息科技有限公司 | Network-structured resident type continuous oil control cosmetic composition |
| WO2023000676A1 (en) * | 2021-07-19 | 2023-01-26 | 上海永熙信息科技有限公司 | Cosmetic makeup lasting composition having spatial three-dimensional structure |
Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20020022009A1 (en) * | 1997-12-05 | 2002-02-21 | De La Poterie Valerie | Cosmetic or dermatological composition comprising a film-forming polymer and an aqueous silicone emulsion |
| CN101980690A (en) * | 2008-03-26 | 2011-02-23 | 拜尔材料科学股份公司 | decorative cosmetic composition |
| CN102405037A (en) * | 2009-02-21 | 2012-04-04 | 拜尔材料科学股份公司 | Hair styling agent composition |
| US20170189320A1 (en) * | 2015-12-31 | 2017-07-06 | L'oreal | Systems and methods for improving the appearance of the skin |
| US20180303744A1 (en) * | 2015-10-30 | 2018-10-25 | Covestro Deutschland Ag | Cosmetic composition comprising polyurethane |
| KR20210028891A (en) * | 2019-09-05 | 2021-03-15 | (주)아모레퍼시픽 | Makeup cosmetic composition having water resistance and oil resistance and method for preparing the same |
| CN113081899A (en) * | 2021-04-19 | 2021-07-09 | 珠海亚拓生物科技有限公司 | Cosmetic composition and application thereof |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6132739A (en) * | 1998-09-01 | 2000-10-17 | Amway Corporation | Makeup compositions and methods of making same |
| DE10063130A1 (en) * | 2000-12-18 | 2002-06-20 | Beiersdorf Ag | Use of polyurethanes to improve the water resistance of cosmetic or catalog formulations |
| US10881601B2 (en) * | 2017-09-29 | 2021-01-05 | L'oreal | Cosmetic compositions capable of forming a multilayer structure after application to a keratinous material |
| CN113599304A (en) * | 2021-07-19 | 2021-11-05 | 上海永熙信息科技有限公司 | Cosmetic hand-held makeup composition with spatial three-dimensional structure |
-
2021
- 2021-07-19 CN CN202110811929.2A patent/CN113599304A/en active Pending
-
2022
- 2022-03-03 WO PCT/CN2022/078952 patent/WO2023000676A1/en active Application Filing
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20020022009A1 (en) * | 1997-12-05 | 2002-02-21 | De La Poterie Valerie | Cosmetic or dermatological composition comprising a film-forming polymer and an aqueous silicone emulsion |
| CN101980690A (en) * | 2008-03-26 | 2011-02-23 | 拜尔材料科学股份公司 | decorative cosmetic composition |
| CN102405037A (en) * | 2009-02-21 | 2012-04-04 | 拜尔材料科学股份公司 | Hair styling agent composition |
| US20180303744A1 (en) * | 2015-10-30 | 2018-10-25 | Covestro Deutschland Ag | Cosmetic composition comprising polyurethane |
| US20170189320A1 (en) * | 2015-12-31 | 2017-07-06 | L'oreal | Systems and methods for improving the appearance of the skin |
| KR20210028891A (en) * | 2019-09-05 | 2021-03-15 | (주)아모레퍼시픽 | Makeup cosmetic composition having water resistance and oil resistance and method for preparing the same |
| CN113081899A (en) * | 2021-04-19 | 2021-07-09 | 珠海亚拓生物科技有限公司 | Cosmetic composition and application thereof |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2023000676A1 (en) * | 2021-07-19 | 2023-01-26 | 上海永熙信息科技有限公司 | Cosmetic makeup lasting composition having spatial three-dimensional structure |
| CN115252468A (en) * | 2022-07-14 | 2022-11-01 | 上海永熙信息科技有限公司 | Network-structured resident type continuous oil control cosmetic composition |
| CN115252468B (en) * | 2022-07-14 | 2024-04-19 | 上海永熙信息科技有限公司 | Resident type continuous oil control cosmetic composition with network structure |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2023000676A1 (en) | 2023-01-26 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP2271304B1 (en) | Hair fixing composition | |
| EP0859804B1 (en) | Water-soluble or water-dispersible polyurethanes with terminal acid groups, the production and the use thereof | |
| EP1117726B1 (en) | Cosmetic products based on urethane(meth)acrylates containing siloxane groups and their free radical polymerisation products | |
| EP0938889B1 (en) | Use of polyurethane in hair fixative preparations as well as in binding compositions for the pharmaceutical industriy and in coating agents of the textile and paper industries | |
| JP3974282B2 (en) | Polyurethanes with carboxylate functionality for hair fixing applications | |
| EP2688929B1 (en) | Polyurethane urea mixture for hair cosmetics | |
| CN113599304A (en) | Cosmetic hand-held makeup composition with spatial three-dimensional structure | |
| CN104042453B (en) | Cosmetic composition | |
| WO2010094419A2 (en) | Hair styling composition | |
| EP3020454A1 (en) | Polyurethane urea substances for hair styling compositions | |
| EP1038891A2 (en) | Water soluble or water dispersable polymeric salts | |
| WO2001010397A1 (en) | Cosmetics containing amphoteric polyurethanes | |
| CN113015560A (en) | Polyurethaneurea dispersions derived at least in part from renewable resources and their production and use | |
| CN113081899B (en) | Cosmetic composition and application thereof | |
| DE60312591T2 (en) | Hair treatment composition containing at least one amphiphilic, non-thickening two-block copolymer and at least one film-forming, hair-advantageous polymer | |
| CN111867681A (en) | Cosmetic composition for improving tolerance of hairstyle | |
| CN113520916A (en) | Cosmetic makeup fixing composition with high film forming property | |
| DE102009042727A1 (en) | Use of a composition comprising nitrocellulose-polyurethane-polyurea particles as a cosmetic for hair designing and setting | |
| EP3020453A1 (en) | Polyurethane ureas for aqueous nail varnish compositions |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| RJ01 | Rejection of invention patent application after publication | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20211105 |