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RU2012141628A - ANIONIC ASSOCIATIVE MODIFIERS OF RHEOLOGICAL PROPERTIES - Google Patents

ANIONIC ASSOCIATIVE MODIFIERS OF RHEOLOGICAL PROPERTIES Download PDF

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RU2012141628A
RU2012141628A RU2012141628/04A RU2012141628A RU2012141628A RU 2012141628 A RU2012141628 A RU 2012141628A RU 2012141628/04 A RU2012141628/04 A RU 2012141628/04A RU 2012141628 A RU2012141628 A RU 2012141628A RU 2012141628 A RU2012141628 A RU 2012141628A
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alkyl
polymer according
monomer
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vinylimidazole
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КИМ Сон НГУЙЕН
Ина ФАСТ
Рольф ВЕРНЕР
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Басф Се
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    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/04Acids; Metal salts or ammonium salts thereof
    • C08F220/06Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
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    • A61K8/817Compositions 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)
    • A61K8/8182Copolymers of vinyl-pyrrolidones. Compositions of derivatives of such polymers
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    • C08F220/02Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
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    • C08F220/26Esters containing oxygen in addition to the carboxy oxygen
    • C08F220/28Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety
    • C08F220/285Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety and containing a polyether chain in the alcohol moiety
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    • C08F220/00Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
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    • C08F220/10Esters
    • C08F220/34Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate
    • C08F220/343Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate in the form of urethane links
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    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F226/00Copolymers 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
    • C08F226/06Copolymers 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 by a heterocyclic ring containing nitrogen
    • C08F226/10N-Vinyl-pyrrolidone
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/48Thickener, Thickening system
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    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
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    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
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    • C08F220/00Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10Esters
    • C08F220/34Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate
    • C08F220/36Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate containing oxygen in addition to the carboxy oxygen, e.g. 2-N-morpholinoethyl (meth)acrylate or 2-isocyanatoethyl (meth)acrylate
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    • C08F226/00Copolymers 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
    • C08F226/06Copolymers 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 by a heterocyclic ring containing nitrogen

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Abstract

1. Полимер, содержащий в качестве полимеризованных звеньевa) от 25 до 85 мас.% акриловой кислоты,b) от 10 до 60 мас.% N-винилпирролидона,c) от 0,3 до 10 мас.% по меньшей мере одного катионного мономера,d) от 1 до 6 мас.% по меньшей мере одного из соединений d1) или d2),где порядок алкиленоксидных звеньев является произвольным,k и l, независимо друг от друга, представляют собой целое число от 0 до 1000, где сумма k и l равна по меньшей мере 5,Rпредставляет собой водород или С-С-алкил,Rпредставляет собой С-С-алкил, С-С-алкенил или С-С-алкиларил, иХ представляет собой О или группу формулы NR, в которой Rпредставляет собой Н, алкил, алкенил, циклоалкил, гетероциклоалкил, арил или гетарил,e) от 0,01 до 2 мас.% по меньшей мере одного сшивающего агента,f) от 0,2 до 5 мас.% по меньшей мере одного дополнительного мономера f), содержащего группу формулы (I),где # обозначает сайт связывания с группой со свободнорадикальнополимеризуемой α,β-этиленненасыщенной двойной связью,Rпредставляет собой Н или C-С-алкил,Rпредставляет собой Н или C-C-алкил, илиRи Rвместе представляют собой (СН), иRпредставляет собой Н или C-С-алкил,g) от 0 до 30 мас.% других мономеров, отличных от а)-f),причем в общем компоненты а)-g) составляют 100 мас.%.2. Полимер по п.1, в котором по меньшей мере один катионный мономер с) выбирается из соединений винилимидазола общей формулы (II),в которой R-R, независимо друг от друга, представляют собой водород, С-С-алкил или фенил.3. Полимер по п.2, в котором по меньшей мере один катионный мономер с) представляет собой N-винилимидазол.4. Полимер по п.1, в котором по меньшей мере один мономер f) выбирается из соединений общей формулы (Ia),где Rпредставляет собой Н или СН, иR, R' представляют собой, �1. A polymer containing as polymerized units a) from 25 to 85 wt.% Acrylic acid, b) from 10 to 60 wt.% N-vinylpyrrolidone, c) from 0.3 to 10 wt.% At least one cationic monomer , d) from 1 to 6 wt.% of at least one of the compounds d1) or d2), where the order of alkylene oxide units is arbitrary, k and l, independently of each other, are an integer from 0 to 1000, where the sum of k and l is at least 5, R is hydrogen or C — C alkyl, R is C — C alkyl, C — C alkenyl or C — C alkylaryl, and X is O or PPU formula NR, in which R represents H, alkyl, alkenyl, cycloalkyl, heterocycloalkyl, aryl or hetaryl, e) from 0.01 to 2 wt.% at least one crosslinking agent, f) from 0.2 to 5 wt. % of at least one additional monomer f) containing a group of formula (I), where # denotes a binding site to a group with a free radical polymerizable α, β-ethylenically unsaturated double bond, R is H or C-C-alkyl, R is H or CC- alkyl, or R and R together represent (CH), and R represents H or C — C alkyl, g) from 0 to 30 wt.% other monomers other than a) -f), and in general, components a) -g) comprise 100 wt.%. 2. The polymer according to claim 1, in which at least one cationic monomer c) is selected from vinylimidazole compounds of the general formula (II) in which R-R, independently of one another, are hydrogen, C-C alkyl or phenyl. The polymer according to claim 2, wherein at least one cationic monomer c) is N-vinylimidazole. The polymer according to claim 1, in which at least one monomer f) is selected from compounds of the general formula (Ia), where R is H or CH, and R, R 'are,

Claims (12)

1. Полимер, содержащий в качестве полимеризованных звеньев1. The polymer containing as polymerized units a) от 25 до 85 мас.% акриловой кислоты,a) from 25 to 85 wt.% acrylic acid, b) от 10 до 60 мас.% N-винилпирролидона,b) from 10 to 60 wt.% N-vinylpyrrolidone, c) от 0,3 до 10 мас.% по меньшей мере одного катионного мономера,c) from 0.3 to 10 wt.% at least one cationic monomer, d) от 1 до 6 мас.% по меньшей мере одного из соединений d1) или d2)d) from 1 to 6 wt.% at least one of the compounds d1) or d2)
Figure 00000001
Figure 00000001
Figure 00000002
,
Figure 00000002
,
где порядок алкиленоксидных звеньев является произвольным,where the order of alkylene oxide units is arbitrary, k и l, независимо друг от друга, представляют собой целое число от 0 до 1000, где сумма k и l равна по меньшей мере 5,k and l, independently of each other, are an integer from 0 to 1000, where the sum of k and l is at least 5, R8 представляет собой водород или С14-алкил,R 8 represents hydrogen or C 1 -C 4 alkyl, R9 представляет собой С830-алкил, С830-алкенил или С830-алкиларил, иR 9 is C 8 -C 30 alkyl, C 8 -C 30 alkenyl or C 8 -C 30 alkylaryl, and Х представляет собой О или группу формулы NR10, в которой R10 представляет собой Н, алкил, алкенил, циклоалкил, гетероциклоалкил, арил или гетарил,X represents O or a group of formula NR 10 in which R 10 represents H, alkyl, alkenyl, cycloalkyl, heterocycloalkyl, aryl or hetaryl, e) от 0,01 до 2 мас.% по меньшей мере одного сшивающего агента,e) from 0.01 to 2 wt.% at least one crosslinking agent, f) от 0,2 до 5 мас.% по меньшей мере одного дополнительного мономера f), содержащего группу формулы (I)f) from 0.2 to 5 wt.% at least one additional monomer f) containing a group of formula (I)
Figure 00000003
,
Figure 00000003
,
где # обозначает сайт связывания с группой со свободнорадикальнополимеризуемой α,β-этиленненасыщенной двойной связью,where # denotes a binding site with a group with free radical polymerizable α, β-ethylenically unsaturated double bond, Ra представляет собой Н или C14-алкил,R a represents H or C 1 -C 4 -alkyl, Rb представляет собой Н или C1-C4-алкил, илиR b represents H or C 1 -C 4 -alkyl, or Ra и Rb вместе представляют собой (СН2)1-4, иR a and R b together represent (CH 2 ) 1-4 , and Rc представляет собой Н или C130-алкил,R c represents H or C 1 -C 30 -alkyl, g) от 0 до 30 мас.% других мономеров, отличных от а)-f),g) from 0 to 30 wt.% other monomers other than a) -f), причем в общем компоненты а)-g) составляют 100 мас.%.moreover, in general, components a) to g) comprise 100% by weight.
2. Полимер по п.1, в котором по меньшей мере один катионный мономер с) выбирается из соединений винилимидазола общей формулы (II)2. The polymer according to claim 1, in which at least one cationic monomer c) is selected from vinylimidazole compounds of the general formula (II)
Figure 00000004
,
Figure 00000004
,
в которой R5-R7, независимо друг от друга, представляют собой водород, С14-алкил или фенил.in which R 5 -R 7 , independently from each other, represent hydrogen, C 1 -C 4 -alkyl or phenyl.
3. Полимер по п.2, в котором по меньшей мере один катионный мономер с) представляет собой N-винилимидазол.3. The polymer according to claim 2, in which at least one cationic monomer c) is N-vinylimidazole. 4. Полимер по п.1, в котором по меньшей мере один мономер f) выбирается из соединений общей формулы (Ia)4. The polymer according to claim 1, in which at least one monomer f) is selected from compounds of General formula (Ia)
Figure 00000005
,
Figure 00000005
,
где R1 представляет собой Н или СН3, иwhere R 1 represents H or CH 3 , and R, R' представляют собой, независимо друг от друга, Н или органический радикал и также могут быть связаны друг с другом,R, R 'are, independently of one another, H or an organic radical and may also be linked to each other, G представляет собой О или NH.G represents O or NH.
5. Полимер по п.1, в котором по меньшей мере один мономер f) представляет собой уреидометакрилат.5. The polymer according to claim 1, in which at least one monomer f) is ureidomethacrylate. 6. Полимер по п.1, в котором по меньшей мере один мономер g) выбирается из метакриловой кислоты, сложных эфиров α,β-этиленненасыщенных моно- и дикарбоновых кислот и С18-алканолов, и любой из их смесей.6. The polymer according to claim 1, in which at least one monomer g) is selected from methacrylic acid, esters of α, β-ethylenically unsaturated mono- and dicarboxylic acids and C 1 -C 8 alkanols, and any of their mixtures. 7. Полимер по п.6, в котором по меньшей мере один мономер g) выбирается из С16-(мет)акрилатов и их смесей.7. The polymer according to claim 6, in which at least one monomer g) is selected from C 1 -C 6 - (meth) acrylates and mixtures thereof. 8. Полимер по п.1, в котором по меньшей мере одно соединение d1) выбирается из простых полиэфир(мет)акрилатов с концевыми С822-алкильными группами.8. The polymer according to claim 1, in which at least one compound d1) is selected from polyethers of (meth) acrylates with terminal C 8 -C 22 -alkyl groups. 9. Полимер по п.1, в котором мольное соотношение компонентов а) и с) составляет по меньшей мере 4:1.9. The polymer according to claim 1, in which the molar ratio of components a) and c) is at least 4: 1. 10. Полимер по любому из пп.1-9, содержащий в качестве полимеризованных звеньев10. The polymer according to any one of claims 1 to 9, containing as polymerized units a) от 65 до 75 мас.% акриловой кислоты,a) from 65 to 75 wt.% acrylic acid, b) от 10 до 25 мас.% N-винилпирролидона,b) from 10 to 25 wt.% N-vinylpyrrolidone, c) от 0.5 до 2 мас.% N-винилимидазола,c) from 0.5 to 2 wt.% N-vinylimidazole, d) от 1 до 6 мас.% C16-C18 ПЭГ-25 метакрилата,d) from 1 to 6 wt.% C 16 -C 18 PEG-25 methacrylate, e) от 0.5 до 1.5 мас.% по меньшей мере одного сшивающего агента,e) from 0.5 to 1.5 wt.% at least one crosslinking agent, f) от 0.5 до 2 мас.% уреидометакрилата,f) from 0.5 to 2 wt.% ureidomethacrylate, g) от 1 до 6 мас.% метакриловой кислоты и/или от 1 до 6 мас.% метилметакрилата,g) from 1 to 6 wt.% methacrylic acid and / or from 1 to 6 wt.% methyl methacrylate, причем в общем компоненты а)-g) составляют 100 мас.%.moreover, in general, components a) to g) comprise 100% by weight. 11. Косметическая композиция, содержащая полимер по любому из пп.1-10.11. A cosmetic composition containing a polymer according to any one of claims 1 to 10. 12. Способ модификации вязкости водных композиций, в котором указанный способ содержит добавление полимера по любому из пп.1-10 в указанные водные композиции.12. A method of modifying the viscosity of aqueous compositions, wherein said method comprises adding a polymer according to any one of claims 1 to 10 to said aqueous compositions.
RU2012141628/04A 2010-03-02 2011-03-01 ANIONIC ASSOCIATIVE MODIFIERS OF RHEOLOGICAL PROPERTIES RU2012141628A (en)

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