JP5296802B2 - ポリマー性増粘剤組成物 - Google Patents
ポリマー性増粘剤組成物 Download PDFInfo
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- JP5296802B2 JP5296802B2 JP2010536333A JP2010536333A JP5296802B2 JP 5296802 B2 JP5296802 B2 JP 5296802B2 JP 2010536333 A JP2010536333 A JP 2010536333A JP 2010536333 A JP2010536333 A JP 2010536333A JP 5296802 B2 JP5296802 B2 JP 5296802B2
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- water
- acrylamide
- polymeric thickener
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- 239000000203 mixture Substances 0.000 title claims abstract description 111
- 239000002562 thickening agent Substances 0.000 title claims abstract description 53
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims abstract description 26
- 229920001577 copolymer Polymers 0.000 claims abstract description 26
- 150000003839 salts Chemical class 0.000 claims abstract description 20
- 150000001412 amines Chemical class 0.000 claims abstract description 19
- 239000002537 cosmetic Substances 0.000 claims abstract description 17
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 14
- 239000002253 acid Substances 0.000 claims abstract description 7
- 229920000642 polymer Polymers 0.000 claims description 29
- 239000000178 monomer Substances 0.000 claims description 28
- 239000012071 phase Substances 0.000 claims description 28
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 28
- 238000006116 polymerization reaction Methods 0.000 claims description 20
- 238000000034 method Methods 0.000 claims description 18
- 238000002360 preparation method Methods 0.000 claims description 14
- 125000000217 alkyl group Chemical group 0.000 claims description 13
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 11
- 239000004971 Cross linker Substances 0.000 claims description 10
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 9
- -1 acrylamide alkyl sulfonate Chemical class 0.000 claims description 8
- 239000008346 aqueous phase Substances 0.000 claims description 8
- 239000012986 chain transfer agent Substances 0.000 claims description 8
- 238000007720 emulsion polymerization reaction Methods 0.000 claims description 7
- 230000002209 hydrophobic effect Effects 0.000 claims description 5
- 239000004615 ingredient Substances 0.000 claims description 5
- 238000001035 drying Methods 0.000 claims description 4
- VPYJNCGUESNPMV-UHFFFAOYSA-N triallylamine Chemical group C=CCN(CC=C)CC=C VPYJNCGUESNPMV-UHFFFAOYSA-N 0.000 claims description 4
- XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical group OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 claims description 3
- 238000001914 filtration Methods 0.000 claims description 3
- 229920001296 polysiloxane Polymers 0.000 claims description 3
- 239000007787 solid Substances 0.000 claims description 3
- 239000002904 solvent Substances 0.000 claims description 3
- 238000001694 spray drying Methods 0.000 claims description 3
- 230000000087 stabilizing effect Effects 0.000 claims description 3
- 235000015112 vegetable and seed oil Nutrition 0.000 claims description 3
- 239000008158 vegetable oil Substances 0.000 claims description 3
- 241001465754 Metazoa Species 0.000 claims description 2
- 238000000889 atomisation Methods 0.000 claims description 2
- 238000010533 azeotropic distillation Methods 0.000 claims description 2
- 239000003814 drug Substances 0.000 claims description 2
- 238000001556 precipitation Methods 0.000 claims description 2
- 238000010298 pulverizing process Methods 0.000 claims description 2
- 238000009472 formulation Methods 0.000 abstract description 28
- 238000004519 manufacturing process Methods 0.000 abstract description 3
- 125000000746 allylic group Chemical group 0.000 abstract 1
- 230000008719 thickening Effects 0.000 description 16
- 239000000839 emulsion Substances 0.000 description 12
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 239000003921 oil Substances 0.000 description 9
- 235000019198 oils Nutrition 0.000 description 9
- 239000003795 chemical substances by application Substances 0.000 description 6
- 239000006071 cream Substances 0.000 description 6
- 230000002378 acidificating effect Effects 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 239000003792 electrolyte Substances 0.000 description 5
- 239000004094 surface-active agent Substances 0.000 description 5
- 150000003512 tertiary amines Chemical group 0.000 description 5
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- 239000003995 emulsifying agent Substances 0.000 description 4
- ZIUHHBKFKCYYJD-UHFFFAOYSA-N n,n'-methylenebisacrylamide Chemical compound C=CC(=O)NCNC(=O)C=C ZIUHHBKFKCYYJD-UHFFFAOYSA-N 0.000 description 4
- 239000003755 preservative agent Substances 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 238000012546 transfer Methods 0.000 description 4
- DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 description 4
- FXBJYRVIFGLPBC-UHFFFAOYSA-N 2-methyl-n,n-bis(2-methylprop-2-enyl)prop-2-en-1-amine Chemical compound CC(=C)CN(CC(C)=C)CC(C)=C FXBJYRVIFGLPBC-UHFFFAOYSA-N 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 3
- 229920006037 cross link polymer Polymers 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 230000000379 polymerizing effect Effects 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- KWSLGOVYXMQPPX-UHFFFAOYSA-N 5-[3-(trifluoromethyl)phenyl]-2h-tetrazole Chemical compound FC(F)(F)C1=CC=CC(C2=NNN=N2)=C1 KWSLGOVYXMQPPX-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 210000001124 body fluid Anatomy 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000001804 emulsifying effect Effects 0.000 description 2
- 239000003205 fragrance Substances 0.000 description 2
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 2
- 238000002955 isolation Methods 0.000 description 2
- 239000002480 mineral oil Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000002304 perfume Substances 0.000 description 2
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 2
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 2
- 230000002335 preservative effect Effects 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 229910001379 sodium hypophosphite Inorganic materials 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 150000003573 thiols Chemical class 0.000 description 2
- 229920003169 water-soluble polymer Polymers 0.000 description 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- ZORQXIQZAOLNGE-UHFFFAOYSA-N 1,1-difluorocyclohexane Chemical compound FC1(F)CCCCC1 ZORQXIQZAOLNGE-UHFFFAOYSA-N 0.000 description 1
- 229920000536 2-Acrylamido-2-methylpropane sulfonic acid Polymers 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- XMSXQFUHVRWGNA-UHFFFAOYSA-N Decamethylcyclopentasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 XMSXQFUHVRWGNA-UHFFFAOYSA-N 0.000 description 1
- 239000004908 Emulsion polymer Substances 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- QPCDCPDFJACHGM-UHFFFAOYSA-N N,N-bis{2-[bis(carboxymethyl)amino]ethyl}glycine Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(=O)O)CCN(CC(O)=O)CC(O)=O QPCDCPDFJACHGM-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 229910001413 alkali metal ion Inorganic materials 0.000 description 1
- 229940100198 alkylating agent Drugs 0.000 description 1
- 239000002168 alkylating agent Substances 0.000 description 1
- 230000029936 alkylation Effects 0.000 description 1
- 238000005804 alkylation reaction Methods 0.000 description 1
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 239000012935 ammoniumperoxodisulfate Substances 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 230000001588 bifunctional effect Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000000306 component Substances 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 239000008406 cosmetic ingredient Substances 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 229940008099 dimethicone Drugs 0.000 description 1
- 239000004205 dimethyl polysiloxane Substances 0.000 description 1
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- PEDCQBHIVMGVHV-UHFFFAOYSA-N glycerol Substances OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 239000003595 mist Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 229960003330 pentetic acid Drugs 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
- 229940001584 sodium metabisulfite Drugs 0.000 description 1
- 235000010262 sodium metabisulphite Nutrition 0.000 description 1
- SZHIIIPPJJXYRY-UHFFFAOYSA-M sodium;2-methylprop-2-ene-1-sulfonate Chemical compound [Na+].CC(=C)CS([O-])(=O)=O SZHIIIPPJJXYRY-UHFFFAOYSA-M 0.000 description 1
- 239000001593 sorbitan monooleate Substances 0.000 description 1
- 229940035049 sorbitan monooleate Drugs 0.000 description 1
- 235000011069 sorbitan monooleate Nutrition 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 239000007762 w/o emulsion Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers 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
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/52—Amides or imides
- C08F220/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
- C08F220/56—Acrylamide; Methacrylamide
-
- 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
- A61K8/8141—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 only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- A61K8/8158—Homopolymers or copolymers of amides or imides, e.g. (meth) acrylamide; 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers 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
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/52—Amides or imides
- C08F220/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
- C08F220/58—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide containing oxygen in addition to the carbonamido oxygen, e.g. N-methylolacrylamide, N-(meth)acryloylmorpholine
- C08F220/585—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide containing oxygen in addition to the carbonamido oxygen, e.g. N-methylolacrylamide, N-(meth)acryloylmorpholine and containing other heteroatoms, e.g. 2-acrylamido-2-methylpropane sulfonic acid [AMPS]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/14—Preparations for removing make-up
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/12—Preparations containing hair conditioners
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F226/00—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
- C08F226/02—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 by a single or double bond to nitrogen
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polymerisation Methods In General (AREA)
Description
(a)アクリルアミド、
(b)アクリルアミドアルキルスルホン酸および/またはその塩、ならびに
(c)少なくとも3つのアリル基を含むアミンベースの多官能性の架橋剤。
(a)アクリルアミド、
(b)アクリルアミドアルキルスルホン酸および/またはその塩、ならびに
(c)少なくとも3つのアリル基を含むアミンベースの多官能性の架橋剤。
A)疎水性相(不活性な炭化水素液など)中のモノマー(a)および(b)の水溶液の油中水型乳剤を形成するステップ;ならびに
B)当該モノマーを重合し、任意に、反応を開始し反応混合物の温度を制御するための遊離基生成触媒の使用による、ポリマー乳剤を形成するステップ。当該重合混合物は、乳剤の総量のうち約0.5〜約10重量%の濃度で乳化剤/一次界面活性剤を含んでいてもよく、当該ポリマーは、効果的な連鎖移動剤の存在下で生成されてもよい。本発明に従って得られる逆相乳化ポリマー組成物は、約25〜約75重量%の活性ポリマー濃度を有する可能性がある。本発明の逆相乳化組成物は、転相界面活性剤を最大約5重量%の濃度でさらに含んでいてもよい。当該転相界面活性剤は、架橋されたポリマーの水中の溶解性を改善するかも知れない。適した転相界面活性剤は、少なくとも約10、好ましくは10〜20のHLBを有するものであり、約10〜約15のHLBが最も好ましい。特に適したものは非イオン性転相界面活性剤である。典型的な「転相剤」としては、脂肪族アルコールエトキシレート、脂肪酸エステル−ソルビタン−ポリエチレングリコール−グリセロール、アルキルポリグルコシドなどが挙げられる。特定のシリコーン化合物(ジメチコンコポリオールなど)もまた使用できる。
− 非溶剤媒質(アセトン、メタノール、および他の極性溶剤など)中の沈殿:次いで、単純な濾過によりポリマー粒子の単離が可能になる、
− 粒子の濾過後の乾燥によって容易に単離される集塊物を得ることを可能にする凝集剤および安定化ポリマーの存在下での共沸蒸留が行われる、
− 「噴霧乾燥」、または微粒化もしくは粉状化による乾燥は、制御された期間、熱風の流れの中で乳剤の微細液滴の霧を作ることからなる。
下記の項に記載される各ポリマーは、逆相乳化重合によって得た。得られたポリマーまたは組成物の比較を可能にするため、別段の記載がない限り、重合条件を一定に維持した。
モノマー溶液は、120gの50% アクリルアミド水溶液および650gの50% 2−アクリルアミド−2−メチルプロパンスルホン酸の水溶液を含むように調製する。次いで、一定量の架橋剤、1.0gのジエチレントリアミン五酢酸五ナトリウム、および25gの水を加える。水性モノマー相のpHは、硫酸を加えることによって得る。水相を移し、Silverson L2R ミキサーを使用して、10分間、7000rpmで油相(12.3gのソルビタンモノオレエート、および250gのホワイトミネラルオイルの混合物を含む)にホモジナイズする。当該系を10℃まで冷却し、窒素で10分間パージする。次いで、重合を、6mlの1% 重量/重量 ペルオキソ二硫酸アンモニウム(水中)を1回で、かつ0.2ml/分でメタ重亜硫酸ナトリウムの1%水溶液を加えることによって開始する。温度の上昇が認められ、さらなる上昇が生じない場合は、完全な重合が想定される。最終的な液体分散物に、40gのエトキシ化脂肪アルコール(HLB>10)を加えることによって水分散性になる。
組成物中で使用した成分の名称は、INCI(International Nomenclature of Cosmetic Ingredients)において与えられたものである。
* 第1の段階: 水相の調製。
* 第2の段階: 酸の添加による水相のpH値の調整。
* 第3の段階: 撹拌中にポリマーを加える。
* 第4の段階: 保存剤および香料を加える。
* 第5の段階: 4.9までのpHの再調整。
ポリマー P1をシクロペンタシロキサン中で混合し、予混合したものを油に加え、次いで、水相を油相中に加える。
Aを混合し、予混合したBを加え、均一になるまでCを加える。次いで、pHを、DでpH=4まで調整する。
水相を調製する。次いで、油相を取り込む。ポリマー、次いで保存剤および香料を撹拌中に加える。
50℃での油相の調製。油を水に加え、温度を50℃に維持する。撹拌中にポリマーを加える。次いで、保存剤および香料を加えるために、混合物を常温にする。次いで、pH値を合わせる。
成分Aを水に注ぐ。pH値は、6に合わせる。次いで、撹拌中に保存剤および香料を加える。
Claims (11)
- 下記からなり、pHが3〜4.5である混合物の重合に由来する少なくとも1つの水膨潤性の架橋されたコポリマーを含むポリマー性増粘剤組成物:
(a)アクリルアミド、
(b)アクリルアミドアルキルスルホン酸および/またはその塩、ならびに
(c)少なくとも3つのアリル基を含むアミンベースの多官能性の架橋剤、および
(d)連鎖移動剤からなり、
前記架橋剤はトリアリルアミンであり、前記架橋剤はポリマー性増粘剤組成物中に総モノマーユニットのmolあたり2mmol超かつ総モノマーユニットのmolあたり最大10mmolの量で含まれる。 - 前記アクリルアミドアルキルスルホン酸塩は、2−アクリルアミド−2−メチル−プロパンスルホン酸である請求項1記載のポリマー性増粘剤組成物。
- 前記水膨潤性の架橋されたコポリマーは、総モノマーユニットのmolあたり10〜90molの(a)アクリルアミド、および総モノマーユニットのmolあたり10〜90molの(b)アクリルアミドアルキルスルホン酸および/またはその塩を含む混合物から得られる請求項1または2に記載のポリマー性増粘剤組成物。
- 請求項1〜3のいずれか1項に記載のポリマー性増粘剤を作製するための方法であって、前記水膨潤性の架橋されたコポリマーは、(a)アクリルアミド、(b)アクリルアミドアルキルスルホン酸および/またはその塩、ならびに(c)少なくとも3つのアリル基を含むアミンベースの多官能性の架橋剤を含む混合物からの逆相乳化重合によって調製される方法。
- 前記(a)アクリルアミドおよび前記(b)アクリルアミドアルキルスルホン酸を含む水相は、疎水性相中に分散される請求項4記載の方法。
- 前記重合混合物のpH値は、3.5〜4.5である請求項4または5に記載の方法。
- 前記水膨潤性の架橋されたコポリマーは、凝集剤および安定化ポリマーの存在下での共沸蒸留による非溶剤媒質中の重合生成物の沈殿、次いで、噴霧乾燥、または微粒化もしくは粉状化による乾燥による、得られるポリマー組成物の濾過後の乾燥によって、固形状で単離され、または得られる請求項4〜6いずれか1項に記載の方法。
- 請求項4〜7いずれか1項に記載の方法によって得ることができるポリマー性増粘剤組成物。
- 前記水膨潤性の架橋されたコポリマーは、固形状で得られ、または単離される請求項8記載のポリマー性増粘剤組成物。
- 化粧品用、皮膚用、医薬品用または動物用の水分含有製剤中の増粘剤としての請求項1〜3、8または9いずれか1項に記載のポリマー性増粘剤組成物の使用。
- 6未満のpH値を有し、かつシリコーン、植物油、塩類の形態の成分、塩または成分を含む、化粧品用、皮膚用、医薬品用または動物用の水分含有製剤の粘度の安定性を改善するための請求項1〜3、8または9いずれか1項に記載のポリマー性増粘剤組成物の使用。
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FR2943677B1 (fr) * | 2009-03-31 | 2012-10-26 | Soc Dexploitation De Produits Pour Les Industries Chimiques Seppic | Nouveau polymere epaississant sous forme de poudre |
JP5391824B2 (ja) * | 2009-05-19 | 2014-01-15 | 東亞合成株式会社 | 水系増粘剤及びその製造方法並びにそれを用いた水性増粘液 |
JP2011001469A (ja) * | 2009-06-18 | 2011-01-06 | Terumo Corp | 蛍光ハイドロゲルビーズの製造方法 |
US9909070B2 (en) | 2009-09-15 | 2018-03-06 | Suncor Energy Inc. | Process for flocculating and dewatering oil sand mature fine tailings |
AU2009352654B2 (en) | 2009-09-15 | 2014-07-10 | Suncor Energy Inc. | Process for drying fine tailings or colloidal fluids |
AU2009354586A1 (en) | 2009-10-30 | 2012-05-24 | Suncor Energy Inc. | Depositing and farming methods for drying oil sand mature fine tailings |
FR2972370B1 (fr) * | 2011-03-07 | 2013-03-01 | Coatex Sas | Procede d'epaississement d'une formulation cosmetique a partir d'une emulsion alkali gonflable d'un polymere a l'amps et riche en acide acrylique. |
MX356507B (es) * | 2012-02-10 | 2018-05-31 | Soane Energy Llc | Emulsiones de polimero de agua-en-aceite de inversion rapida. |
FR3002229B1 (fr) * | 2013-02-21 | 2015-03-13 | Snf Sas | Procede de polymerisation en emulsion inverse basse concentration de polymeres faiblement neutralises et emulsions inverses obtenues |
FR3113907B1 (fr) * | 2020-09-07 | 2023-05-05 | Snf Sa | Utilisation dans des compositions hydroalcooliques d’un copolymere obtenu par polymerisation par precipitation |
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US4059552A (en) | 1974-06-21 | 1977-11-22 | The Dow Chemical Company | Cross-linked water-swellable polymer particles |
US4859458A (en) * | 1981-09-15 | 1989-08-22 | Morton Thiokol, Inc. | Hair conditioning polymers containing alkoxylated nitrogen salts of sulfonic acid |
US4698404A (en) * | 1987-03-16 | 1987-10-06 | Nalco Chemical Company | Water-absorbent acrylic acid polymer gels |
CA1331251C (en) | 1988-05-20 | 1994-08-02 | Peter Flesher | Particulate polymers, their production and uses |
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DE4344224A1 (de) * | 1993-12-23 | 1995-06-29 | Stockhausen Chem Fab Gmbh | Vernetzte synthetische Polymerisate mit poröser Struktur, hoher Aufnahmegeschwindigkeit für Wasser, wäßrige Lösungen und Körperflüssigkeiten, ein Verfahren zu ihrer Herstellung und ihre Verwendung zur Absorption und/oder Retention von Wasser und/oder wäßrigen Flüssigkeiten |
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FR2807046B1 (fr) * | 2000-03-29 | 2003-01-03 | Seppic Sa | Nouveau polymere, procede de preparation, utilisation comme epaississant et/ou emulsionnant et composition en comprenant |
FR2808446B1 (fr) * | 2000-05-05 | 2004-12-03 | Seppic Sa | Latex inverses sur huiles blanches minerales, squalane, polyisobutene hydrogene, isohexadecane ou isododecane, compositions cosmetiques ou pharmaceutiques en comportant |
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FR2873126B1 (fr) | 2004-07-15 | 2008-01-11 | Seppic Sa | Nouveaux latex inverse a faible teneur en monomere a fonction acide fort, utilisation dans la fabrication de compositions topiques |
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WO2007017441A1 (de) * | 2005-08-11 | 2007-02-15 | Basf Se | Vernetzte methylmethacrylat-copolymere für kosmetische anwendungen |
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