JPH0155320B2 - - Google Patents
Info
- Publication number
- JPH0155320B2 JPH0155320B2 JP56111693A JP11169381A JPH0155320B2 JP H0155320 B2 JPH0155320 B2 JP H0155320B2 JP 56111693 A JP56111693 A JP 56111693A JP 11169381 A JP11169381 A JP 11169381A JP H0155320 B2 JPH0155320 B2 JP H0155320B2
- Authority
- JP
- Japan
- Prior art keywords
- alkyl groups
- alkyl
- vinyl monomer
- formula
- integer
- 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.)
- Expired
Links
- 239000000203 mixture Substances 0.000 claims description 20
- 239000000178 monomer Substances 0.000 claims description 20
- 239000003599 detergent Substances 0.000 claims description 19
- -1 diethyl sulfate Chemical class 0.000 claims description 14
- 229920002554 vinyl polymer Polymers 0.000 claims description 14
- 238000004140 cleaning Methods 0.000 claims description 13
- 239000004094 surface-active agent Substances 0.000 claims description 9
- 150000003839 salts Chemical class 0.000 claims description 6
- 229920001577 copolymer Polymers 0.000 claims description 5
- 238000004851 dishwashing Methods 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- 150000003863 ammonium salts Chemical class 0.000 claims description 2
- 150000001450 anions Chemical class 0.000 claims description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
- DENRZWYUOJLTMF-UHFFFAOYSA-N diethyl sulfate Chemical compound CCOS(=O)(=O)OCC DENRZWYUOJLTMF-UHFFFAOYSA-N 0.000 claims description 2
- 229940008406 diethyl sulfate Drugs 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- 229920000642 polymer Polymers 0.000 description 23
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- 230000015572 biosynthetic process Effects 0.000 description 6
- 238000003786 synthesis reaction Methods 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 5
- 239000006260 foam Substances 0.000 description 5
- 238000005187 foaming Methods 0.000 description 5
- 125000000129 anionic group Chemical group 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 238000010998 test method Methods 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 3
- 125000002091 cationic group Chemical group 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000002280 amphoteric surfactant Substances 0.000 description 2
- 239000003945 anionic surfactant Substances 0.000 description 2
- 235000014121 butter Nutrition 0.000 description 2
- 239000003093 cationic surfactant Substances 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000002736 nonionic surfactant Substances 0.000 description 2
- 235000019629 palatability Nutrition 0.000 description 2
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000003760 tallow Substances 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 description 1
- 239000001124 (E)-prop-1-ene-1,2,3-tricarboxylic acid Substances 0.000 description 1
- IVSZLXZYQVIEFR-UHFFFAOYSA-N 1,3-Dimethylbenzene Natural products CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- SJIXRGNQPBQWMK-UHFFFAOYSA-N 2-(diethylamino)ethyl 2-methylprop-2-enoate Chemical compound CCN(CC)CCOC(=O)C(C)=C SJIXRGNQPBQWMK-UHFFFAOYSA-N 0.000 description 1
- OBMRSUNAEQGDLK-UHFFFAOYSA-N 2-(dipropylamino)ethyl 2-methylprop-2-enoate Chemical compound CCCN(CCC)CCOC(=O)C(C)=C OBMRSUNAEQGDLK-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- FEWFXBUNENSNBQ-UHFFFAOYSA-N 2-hydroxyacrylic acid Chemical compound OC(=C)C(O)=O FEWFXBUNENSNBQ-UHFFFAOYSA-N 0.000 description 1
- ZXQOBTQMLMZFOW-UHFFFAOYSA-N 2-methylhex-2-enamide Chemical compound CCCC=C(C)C(N)=O ZXQOBTQMLMZFOW-UHFFFAOYSA-N 0.000 description 1
- AGBXYHCHUYARJY-UHFFFAOYSA-N 2-phenylethenesulfonic acid Chemical compound OS(=O)(=O)C=CC1=CC=CC=C1 AGBXYHCHUYARJY-UHFFFAOYSA-N 0.000 description 1
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 description 1
- KFDVPJUYSDEJTH-UHFFFAOYSA-N 4-ethenylpyridine Chemical compound C=CC1=CC=NC=C1 KFDVPJUYSDEJTH-UHFFFAOYSA-N 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229940091181 aconitic acid Drugs 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 125000005211 alkyl trimethyl ammonium group Chemical group 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 235000015278 beef Nutrition 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-M benzenesulfonate Chemical compound [O-]S(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-M 0.000 description 1
- 229940077388 benzenesulfonate Drugs 0.000 description 1
- 238000012662 bulk polymerization Methods 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000002738 chelating agent Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- GTZCVFVGUGFEME-IWQZZHSRSA-N cis-aconitic acid Chemical compound OC(=O)C\C(C(O)=O)=C\C(O)=O GTZCVFVGUGFEME-IWQZZHSRSA-N 0.000 description 1
- 239000012459 cleaning agent Substances 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 238000000502 dialysis Methods 0.000 description 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000008393 encapsulating agent Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 239000003752 hydrotrope Substances 0.000 description 1
- 230000001965 increasing effect Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- JWAJUTZQGZBKFS-UHFFFAOYSA-N n,n-diethylprop-2-en-1-amine Chemical compound CCN(CC)CC=C JWAJUTZQGZBKFS-UHFFFAOYSA-N 0.000 description 1
- GBCKRQRXNXQQPW-UHFFFAOYSA-N n,n-dimethylprop-2-en-1-amine Chemical compound CN(C)CC=C GBCKRQRXNXQQPW-UHFFFAOYSA-N 0.000 description 1
- URBIUAWKOUCECW-UHFFFAOYSA-N n-prop-2-enyl-n-propylpropan-1-amine Chemical compound CCCN(CCC)CC=C URBIUAWKOUCECW-UHFFFAOYSA-N 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- UIIIBRHUICCMAI-UHFFFAOYSA-N prop-2-ene-1-sulfonic acid Chemical compound OS(=O)(=O)CC=C UIIIBRHUICCMAI-UHFFFAOYSA-N 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000001054 red pigment Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000001226 reprecipitation Methods 0.000 description 1
- 239000008237 rinsing water Substances 0.000 description 1
- 238000005201 scrubbing Methods 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000013042 solid detergent Substances 0.000 description 1
- 235000011044 succinic acid Nutrition 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-M toluene-4-sulfonate Chemical compound CC1=CC=C(S([O-])(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-M 0.000 description 1
- GTZCVFVGUGFEME-UHFFFAOYSA-N trans-aconitic acid Natural products OC(=O)CC(C(O)=O)=CC(O)=O GTZCVFVGUGFEME-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical compound OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
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
- A61K8/81—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
- A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
-
- 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
- A61Q5/02—Preparations for cleaning the hair
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/0084—Antioxidants; Free-radical scavengers
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/37—Polymers
- C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/3769—(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/37—Polymers
- C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/3769—(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines
- C11D3/3773—(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines in liquid compositions
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/37—Polymers
- C11D3/3796—Amphoteric polymers or zwitterionic polymers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/54—Polymers characterized by specific structures/properties
- A61K2800/542—Polymers characterized by specific structures/properties characterized by the charge
- A61K2800/5426—Polymers characterized by specific structures/properties characterized by the charge cationic
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Wood Science & Technology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Biochemistry (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Detergent Compositions (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Description
本発明は特定の両性ポリマーを含有する洗浄剤
組成物に関する。更に詳しくは、カチオン性ビニ
ルモノマーとアニオン性ビニルモノマーを共重合
して得た、特定の両性ポリマーを含有せしめるこ
とによつて、洗浄性能が大幅に向上した食器用洗
浄剤組成物に関する。
従来、ポリマーは種々の目的で洗浄剤系の添加
剤として用いられてきた。たとえば、増粘剤、安
定化剤、保護コロイド剤、ビルダー、柔軟剤、カ
プセル化剤、濁り剤、パール化剤、皮膚及び毛髪
保護剤として、洗浄剤にに添加した系は知られて
いる。併しながらそれらの用い方は、高分子の特
性として一般に認識されてきた性質を単に利用し
たものにすぎなかつた。
ところが、本発明者らは洗浄剤系へのポリマー
の新規な応用に関し検討するうちに、驚くべきこ
とに、特定のポリマーが、特に界面活性剤と共存
することにより、洗浄剤組成物の洗浄性能等を大
幅に向上せしめ得る事実を見出し、本発明を完成
するに至つた。
すなわち、本発明はカチオン性ビニルモノマー
とアニオン性ビニルモノマーの共重合により得ら
れる、特定の両性ポリマーを食器用洗浄剤組成物
中に含有せしめてなるものであるが、その洗浄効
果からみて、本発明における両性ポリマーの効果
は、分散効果等の従来知られている洗浄とは直接
関係のない高分子界面活性剤の効果とは、全く異
質のものである。
即ち本発明に使用される両性共重合ポリマーは
重合性不飽和基を有するアニオン性ビニルモノマ
ーと重合性不飽和基を有するカチオン性ビニルモ
ノマーとを１〜99：99〜１、好ましくは20〜80：
80〜20のモル比で共重合してなるものであるが、
かかる共重合両性ポリマーは次の一般式（）で
あらわすことが出来る。
式中
Ｘ：−Ｈ、又は−COOH
Ｙ：−Ｈ、−CH3、−CH2COOH、又は−OH
又は
The present invention relates to cleaning compositions containing specific amphoteric polymers. More specifically, the present invention relates to a dishwashing detergent composition that has significantly improved cleaning performance by containing a specific amphoteric polymer obtained by copolymerizing a cationic vinyl monomer and an anionic vinyl monomer. Traditionally, polymers have been used as additives in detergent systems for a variety of purposes. For example, systems are known for addition to detergents as thickeners, stabilizers, protective colloids, builders, softeners, encapsulating agents, clouding agents, pearlizing agents, skin and hair protectants. However, these methods have merely utilized properties that have been generally recognized as properties of polymers. However, as the present inventors investigated new applications of polymers in detergent systems, they surprisingly found that certain polymers, especially in coexistence with surfactants, can improve the cleaning performance of detergent compositions. The present invention was completed based on the discovery of a fact that can significantly improve the above. That is, the present invention contains a specific amphoteric polymer obtained by copolymerizing a cationic vinyl monomer and an anionic vinyl monomer in a dishwashing detergent composition. The effects of the amphoteric polymer in the invention are completely different from the effects of conventionally known polymeric surfactants that are not directly related to cleaning, such as dispersion effects. That is, in the amphoteric copolymer used in the present invention, the anionic vinyl monomer having a polymerizable unsaturated group and the cationic vinyl monomer having a polymerizable unsaturated group are mixed in a ratio of 1 to 99:99 to 1, preferably 20 to 80. :
It is made by copolymerizing at a molar ratio of 80 to 20,
Such a copolymerizable amphoteric polymer can be represented by the following general formula (). In the formula, X: -H, or -COOH Y: -H, -CH3 , -CH2COOH , or -OH or
【式】
Ｒ：−Ｈ又は−CH3
（R1、R2、R3はC1〜C3のアルキル基、X-はハロ
ゲン又はジエチル硫酸等の陰イオン以下同じ）
（R1、R2はC1〜C3のアルキル基）[Formula] R: -H or -CH 3 (R 1 , R 2 , R 3 are C 1 to C 3 alkyl groups, X - is a halogen or an anion such as diethyl sulfate, etc.) (R 1 and R 2 are C 1 to C 3 alkyl groups)
【式】
（R4はC1〜C3のアルキル基）
（R4、R5、R6はC1〜C3のアルキル基、p1は２〜
４の整数）
（R4、R5はC1〜C3のアルキル基、p1は２〜４の
整数）
（R6、R7、R8、R9はＨ又はCH3、R10、R11、
R12はC1〜C3のアルキル基）
（R13、R14、R15はC1〜C3のアルキル基、p2は２
〜４の整数）
（R13、R14はC1〜C3のアルキル基、p2は２〜４）
（R16〜R21はＨ又はCH3、R22、R23、R24はC1〜
C3のアルキル基）
尚ｎは0.01〜0.99の任意の数、ｐは５〜10000
の整数で、Ｘ、Ｙ、Ｚはアルカリ金属塩、アンモ
ニウム塩、アルカノールアミン塩であることも出
来る。
上記一般式（）で表わされる本発明にかかる
両性ポリマーは、カチオン性ビニルモノマーとア
ニオン性ビニルモノマーを共重合させることによ
り得られる。これらの両性ポリマーは公知の方法
で製造され得る。即ち溶媒として水が一般的に使
用され、開始剤としてはペルオキソ二硫酸カリウ
ムやペルオキソ二硫酸カリウム−亜硫酸水素ナト
リウム、過酸化水素−Fe2+系等が用いられ得る。
得られた共重合体はそのままか、精製して使用さ
れる。精製方法としては、透析法や再沈殿法があ
る。
即ち本発明の共重合両性ポリマーは[Formula] (R 4 is a C 1 to C 3 alkyl group) (R 4 , R 5 , R 6 are C 1 to C 3 alkyl groups, p 1 is 2 to
4 integers) (R 4 and R 5 are C 1 to C 3 alkyl groups, p 1 is an integer of 2 to 4) (R 6 , R 7 , R 8 , R 9 are H or CH 3 , R 10 , R 11 ,
R12 is a C1 - C3 alkyl group) (R 13 , R 14 , R 15 are C 1 to C 3 alkyl groups, p 2 is 2
~4 integer) (R 13 and R 14 are C 1 to C 3 alkyl groups, p 2 is 2 to 4) (R 16 to R 21 are H or CH 3 , R 22 , R 23 , and R 24 are C 1 to
C3 alkyl group) n is any number from 0.01 to 0.99, p is 5 to 10000
X, Y, and Z can also be an alkali metal salt, an ammonium salt, or an alkanolamine salt. The amphoteric polymer according to the present invention represented by the above general formula () can be obtained by copolymerizing a cationic vinyl monomer and an anionic vinyl monomer. These amphoteric polymers can be produced by known methods. That is, water is generally used as a solvent, and potassium peroxodisulfate, potassium peroxodisulfate-sodium bisulfite, hydrogen peroxide-Fe 2+ system, etc. can be used as an initiator.
The obtained copolymer is used as it is or after being purified. Purification methods include dialysis and reprecipitation. That is, the copolymerized amphoteric polymer of the present invention is
【式】で示されるアニオン性ビニル モノマー構造単位Anionic vinyl represented by the formula monomer structural unit
【式】で示されるカチオン性ビニル
モノマー構造単位
とが１〜99：99〜１、好ましくは20〜80：80〜20
のモル比で線状で不規則に配列した分子量1000〜
3000000の両性ポリマーであつて、上記アニオン
性ビニルモノマーとカチオン性ビニルモノマーと
の所定の割合の混合物を水中で重合開始剤を用い
通常窒素気流下で重合せしめて得られる。重合温
度は一般に室温〜90℃で、２〜24時間反応を行な
い、好ましくは3000〜1000000の分子量の共重合
体が得られる。重合は溶液重合でも塊状重合でも
よい。又得られた重合体はアルカリ金属水酸化
物、アンモニア、或はアルカノールアミンを反応
させて塩とすることも出来る。
使用するアニオン性モノマーとしては、重合性
不飽和基を有するアニオン性モノマーの全てが適
用され得る。例えばアクリル酸、メタアクリル
酸、イタコン酸、アコニツト酸、ヒドロキシアク
リル酸、無水マレイン酸、フマール酸、ビニルス
ルホン酸、アリルスルホン酸、メタアリルスルホ
ン酸、スチレンスルホン酸、２−アクリルアミド
−２メチルプロパンスルホン酸等が挙げられる。
使用するカチオン性モノマーも、重合性不飽和
基を有するものであればよく、２−ビニルピリジ
ン、４−ビニルピリジン、ジメチルアミノエチル
メタアクリレート、ジエチルアミノエチルメタア
クリレート、ジプロピルアミノエチルメタアクリ
レート、ジメチルアミノプロピルメタアクリルア
ミド、アリルジメチルアミン、アリルジエチルア
ミン、アリルジプロピルアミン、メタアリルジメ
チルアミン、メタアリルジエチルアミン、メタア
リルジプロピルアミン及びこらのメチル、エチル
又はプロピル化物等が挙げられる。
本発明の洗浄剤組成物は上記両性ポリマーを一
般に0.01〜10重量％、好ましくは0.05〜５％含有
する。
又洗浄剤組成物中には洗浄成分として界面活性
剤を含有するが、本発明で用いることのできる界
面活性剤は通常のアニオン性、非イオン性、カチ
オン性、両性界面活性剤が、その使用目的に応じ
て使用される。かかる界面活性剤としてはアルキ
ル硫酸塩、アルキルベンゼンスルホン酸塩、アル
キルポリオキシエチレン硫酸塩、アルフアオレフ
インスルホン酸塩、アルカンスルホン酸塩、アル
キルグリセリルエーテルスルホン酸塩、アルキル
又はアルケニルカルボン酸塩、アルケニルコハク
酸塩、Ｎ−アシルザルコシネート、アルキルポリ
オキシエチレンカルボキシメチル化物の塩、アル
キルリン酸エステル塩等のアニオン性界面活性
剤、脂肪酸ジエタノールアミド、ジメチルアルキ
ルアミンオキシド、アルキルポリオキシエチレ
ン、アルキルアリールポリオキシエチレン等の非
イオン性界面活性剤、アルキルトリメチルアンモ
ニウム塩、ジアルキルジメチルアンモニウム塩、
アルキル−（Ｎ−ヒドロキシエチル）ジメチルア
ンモニウム塩等のカチオン性界面活性剤、アルキ
ルイミダゾール誘導体、ジメチルアルキルベタイ
ン、ジメチルアルキルスルホベタイン等の両性界
面活性剤等が挙げられるが、本発明に係る両性ポ
リマーはこれらの界面活性剤に対し0.02〜50重量
％、好ましくは0.25〜25重量％の割合で使用され
る。尚界面活性剤量は洗浄剤の使用目的に応じて
適当量が使用できる。
尚本発明の洗浄剤組成物のその他の成分として
はモノアルコール、ジアルコール、グリセリン、
エチレングリコールモノブチルエーテル、ジエチ
レングリコールモノメチルエーテル等の溶剤、ベ
ンゼンスルホン酸塩、パラトルエンスルホン酸
塩、メタキシレンスルホン酸塩、尿素等のヒドロ
トロープ剤、キレート剤、防腐剤、色素、香料、
紫外線吸収剤、酸化安定剤、濁り剤、増粘剤等が
使用される。又本発明の洗浄剤組成物の形態は水
を加えて液体洗剤とするのが一般的であるが、固
体洗浄剤とすることも出来る。
本発明の食器用洗浄剤に要求される性能として
は洗浄力、増泡性、すすぎ性（泡ぎれ性、手の感
触等）等があげられるが、本発明に於ては両性ポ
リマーの添加量が増す程洗浄力等の性能が顕著に
向上する。併しながら余り大量に添加すると安定
性、粘度等の製品物性に悪影響を及ぼす恐れがあ
る。
以下本発明を両性ポリマーの合成例及び実施例
について説明するが、本発明はこれらにより限定
されるものではない。
合成例 １
撹拌機、温度計、環流冷却器及び窒素ガス導入
管をつけた１のフラスコに、イオン交換水
600gr、ジメチルアミノエチルメタアクリレート
55gr、メタアクリル酸30gr、ペルオキソ二硫酸カ
リウム0.3grを加え、窒素気流下70℃において６
時間反応（重合）させる、つづいて反応混液を室
温まで冷却し、3000grのアセトン中に注いで、沈
殿してくる両性ポリマーをろ別する。減圧乾燥後
の重量は83grであり、重合率は98％であつた。
合成例 ２
合成例１と同様にして第１表に示すアニオン性
モノマーとカチオン性モノマーとを１モル対１モ
ルの割合で共重合させた。合成条件は次の如くで
あつた。
イオン交換水 600ml
モノマー 0.5M
温 度 70℃
反応時間 ６時間
開始剤 K2S2O8 The cationic vinyl monomer structural unit represented by [Formula] is 1 to 99:99 to 1, preferably 20 to 80:80 to 20.
Linear and irregularly arranged molecular weight 1000 ~
3,000,000 amphoteric polymer obtained by polymerizing a mixture of the above-mentioned anionic vinyl monomer and cationic vinyl monomer in a predetermined ratio in water using a polymerization initiator, usually under a nitrogen stream. The polymerization temperature is generally room temperature to 90°C, and the reaction is carried out for 2 to 24 hours, preferably to obtain a copolymer having a molecular weight of 3,000 to 1,000,000. Polymerization may be solution polymerization or bulk polymerization. The obtained polymer can also be made into a salt by reacting with an alkali metal hydroxide, ammonia, or an alkanolamine. As the anionic monomer to be used, all anionic monomers having a polymerizable unsaturated group can be used. For example, acrylic acid, methacrylic acid, itaconic acid, aconitic acid, hydroxyacrylic acid, maleic anhydride, fumaric acid, vinylsulfonic acid, allylsulfonic acid, methalylsulfonic acid, styrenesulfonic acid, 2-acrylamide-2methylpropanesulfone Examples include acids. The cationic monomer to be used may also be one having a polymerizable unsaturated group, such as 2-vinylpyridine, 4-vinylpyridine, dimethylaminoethyl methacrylate, diethylaminoethyl methacrylate, dipropylaminoethyl methacrylate, dimethylamino Examples include propylmethacrylamide, allyldimethylamine, allyldiethylamine, allyldipropylamine, methalyldimethylamine, methalyldiethylamine, methalyldipropylamine, and methyl, ethyl, or propylated products thereof. The cleaning composition of the present invention generally contains 0.01 to 10% by weight, preferably 0.05 to 5% by weight of the amphoteric polymer. In addition, the cleaning composition contains a surfactant as a cleaning component, and the surfactants that can be used in the present invention include ordinary anionic, nonionic, cationic, and amphoteric surfactants. Used according to purpose. Such surfactants include alkyl sulfates, alkylbenzene sulfonates, alkyl polyoxyethylene sulfates, alphaolefin sulfonates, alkanesulfonates, alkyl glyceryl ether sulfonates, alkyl or alkenyl carboxylates, and alkenyl succinic acids. Anionic surfactants such as salts, N-acyl sarcosinates, salts of alkylpolyoxyethylene carboxymethylates, alkyl phosphate ester salts, fatty acid diethanolamides, dimethylalkylamine oxides, alkylpolyoxyethylenes, alkylarylpolyoxy Nonionic surfactants such as ethylene, alkyltrimethylammonium salts, dialkyldimethylammonium salts,
Examples include cationic surfactants such as alkyl-(N-hydroxyethyl)dimethylammonium salts, amphoteric surfactants such as alkylimidazole derivatives, dimethylalkylbetaine, and dimethylalkylsulfobetaine, but the amphoteric polymer according to the present invention These surfactants are used in an amount of 0.02 to 50% by weight, preferably 0.25 to 25% by weight. Note that an appropriate amount of surfactant can be used depending on the purpose of use of the cleaning agent. Other components of the cleaning composition of the present invention include monoalcohols, dialcohols, glycerin,
Solvents such as ethylene glycol monobutyl ether and diethylene glycol monomethyl ether, hydrotropes such as benzene sulfonate, para-toluene sulfonate, metaxylene sulfonate, urea, chelating agents, preservatives, pigments, fragrances,
Ultraviolet absorbers, oxidation stabilizers, clouding agents, thickeners, etc. are used. Further, although the detergent composition of the present invention is generally in the form of a liquid detergent by adding water, it can also be made into a solid detergent. The performance required for the dishwashing agent of the present invention includes cleaning power, foam increasing property, rinsing property (foaming property, hand feel, etc.), but in the present invention, the amount of amphoteric polymer added is As the amount increases, performance such as cleaning power improves significantly. However, if it is added in too large a quantity, it may have a negative effect on the physical properties of the product such as stability and viscosity. The present invention will be described below with reference to synthesis examples and examples of amphoteric polymers, but the present invention is not limited thereto. Synthesis Example 1 Place ion-exchanged water in flask 1 equipped with a stirrer, thermometer, reflux condenser, and nitrogen gas inlet tube.
600gr, dimethylaminoethyl methacrylate
Add 55gr, methacrylic acid 30gr, and potassium peroxodisulfate 0.3gr, and heat at 70℃ under nitrogen stream.
The reaction mixture is allowed to react (polymerize) for a period of time, then the reaction mixture is cooled to room temperature, poured into 3000 gr of acetone, and the precipitated amphoteric polymer is filtered off. The weight after drying under reduced pressure was 83 gr, and the polymerization rate was 98%. Synthesis Example 2 In the same manner as in Synthesis Example 1, anionic monomers and cationic monomers shown in Table 1 were copolymerized at a ratio of 1 mole to 1 mole. The synthesis conditions were as follows. Ion exchange water 600ml Monomer 0.5M Temperature 70℃ Reaction time 6 hours Initiator K 2 S 2 O 8
【表】【table】
【表】
以下、第１表に示した合成No.１〜13のポリマー
を食器用洗浄剤組成物中に用いた実施例を示す
が、実施剤中の洗浄剤の諸性能の試験法は次の如
くである。
＜試験法＞
(イ) 洗浄力
牛脂に指示薬としてスダン（赤色色素）を
0.1％添加し、この5gを磁性の皿（直径25cm）
に塗布したものを洗剤10g、水20gをしみ込ま
せたスポンジでこすり洗いし、もはや皿より牛
脂が清浄に取れなくなる迄の洗浄された皿の枚
数をもつて示す。
(ロ) 起泡力
汚れ成分として市販のバターを洗剤濃度0.5
％の洗剤溶液に0.1％添加した時の起泡力を測
定する。測定法は直径５cmのガラス円筒にバタ
ーを添加した上記洗剤溶液40c.c.を入れ、10分間
回転撹拌を行ない、停止直後の泡高を測定す
る。
(ハ) 水はじき
市販の200mlのガラスコツプをクレンザー等
で良く洗い、水がはじかない事を確認した後、
イオン交換水ですすぎ乾燥させる。このコツプ
に１％水溶液150mlを入れ、30分間回転撹拌を
行なつた後、水溶液を流す。次にコツプに水道
水200mlを入れ30秒静置後水を流す。これを３
回繰返す。４回目に水を流した時の水はじき具
合及び１日放置後のコツプの仕上り状態を観察
する。
(ニ) すすぎ
洗剤濃度0.25％（温度20℃）の水溶液100c.c.
を500c.c.分液ロートに採り、一定回数振とうす
る。液を流し出し泡量を測定する。次にすすぎ
水50c.c.（温度20℃）を流し込み、分液ロートを
ゆつくり10回転させる。これを繰返し、泡が消
滅するまでの回数を求めすすぎ回数とする。
実施例 １
直鎖アルキルベンゼンスルホネート（Na）
20重量％
ヤシ脂肪酸ジエタノールアミド ５ 〃
ポリマー（各種） １ 〃
水 バランス
の配合で液体洗剤をつくり、その洗浄力、起泡力
を測定した結果を第２表に示す。[Table] Examples in which the polymers of Synthesis Nos. 1 to 13 shown in Table 1 were used in dishwashing detergent compositions are shown below.The test methods for the various performances of the detergents in the examples are as follows. It's like this. <Test method> (a) Cleaning power Sudan (red pigment) is added to beef tallow as an indicator.
Add 0.1% and put 5g of this in a magnetic dish (25cm diameter)
The number of dishes that have been cleaned is shown as the number of dishes that have been cleaned until the tallow can no longer be removed by scrubbing with a sponge soaked with 10g of detergent and 20g of water. (b) Foaming power Commercially available butter is used as a stain ingredient at a detergent concentration of 0.5.
Measure the foaming power when 0.1% is added to a % detergent solution. The measurement method is to place 40 cc of the above detergent solution to which butter has been added into a glass cylinder with a diameter of 5 cm, rotate and stir for 10 minutes, and measure the foam height immediately after stopping. (c) Water repellency After thoroughly washing a commercially available 200ml glass bottle with a cleanser, etc., and making sure that it does not repel water,
Rinse with deionized water and dry. Pour 150 ml of a 1% aqueous solution into this pot, rotate and stir for 30 minutes, and then drain the aqueous solution. Next, pour 200ml of tap water into the pot, let it stand for 30 seconds, then drain the water. This is 3
Repeat several times. Observe the water repellency when water is poured for the fourth time and the finished state of the pot after leaving it for one day. (d) Rinse 100c.c. of detergent concentration 0.25% (temperature 20℃) aqueous solution.
Pour into a 500c.c. separating funnel and shake a certain number of times. Pour out the liquid and measure the amount of foam. Next, pour in 50 c.c. of rinsing water (temperature 20°C) and slowly rotate the separating funnel 10 times. Repeat this and find the number of times until the bubbles disappear and use it as the number of rinses. Example 1 Linear alkylbenzene sulfonate (Na)
20% by weight Coconut fatty acid diethanolamide 5 Polymer (various) 1 Water A liquid detergent was prepared with a balanced composition, and its cleaning power and foaming power were measured. The results are shown in Table 2.
【表】【table】
【表】
第２表よりポリマーを添加する事により洗浄
力、起泡力が大幅に増大する事が分る。
実施例 ２[Table] From Table 2, it can be seen that the addition of polymer significantly increases the detergency and foaming power. Example 2
【表】
の配合で液体洗剤をつくり、その水はじきテスト
を行なつた結果を第３表に示す。Table 3 shows the results of a water repellency test on a liquid detergent made with the formulation shown in [Table].
【表】
実施例 ３
＜泡の嗜好性の試験方法＞
女性30名により、洗浄力試験方法と同様の方法
で洗浄した際の泡の嗜好性をＡ、B2種の洗浄剤
組成物の一対比較法で調査した。組成物の配合を
第４表に、又試験結果を第５表に示す。
評価法 ＋２ Ａが好き
＋１ Ａがやゝ好き
０ どちらとも言えない
−１ Ｂがやゝ好き
−２ Ｂが好き[Table] Example 3 <Test method for foam palatability> Comparison of foam palatability of two types of detergent compositions A and B when washed by 30 women using a method similar to the detergency test method. investigated by law. The formulation of the composition is shown in Table 4, and the test results are shown in Table 5. Evaluation method +2 I like A +1 I like A a lot 0 I can't say either -1 I like B a lot -2 I like B
【表】【table】
【表】
ド３モル付加
実施例 ４
本発明の組成物及びポリマーを含まない比較組
成物のすすぎ試験を行なつた。組成物の配合を第
６表に、又試験結果を第７表に示す。TABLE 3-Mole Addition Example 4 Rinse tests were conducted on compositions of the invention and comparative compositions containing no polymer. The formulation of the composition is shown in Table 6, and the test results are shown in Table 7.
【表】【table】
【表】【table】
Claims (1)
合性不飽和基を有するアニオン性ビニルモノマー
と重合性不飽和基を有するカチオン性ビニルモノ
マーとを１〜99：99〜１のモル比で共重合してな
り、下記の一般式（）で表される両性共重合ポ
リマーを、界面活性剤に対し上記両性共重合ポリ
マー0.02〜50重量％の割合で含有することを特徴
とする食器用洗浄剤組成物。 式中 Ｘ：−Ｈ又は−COOH Ｙ：−Ｈ、−CH3、−CH2COOH又は−OH 又は【式】 Ｒ：−Ｈ又は−CH3 （R1、R2、R3はC1〜C3のアルキル基、X-はハロ
ゲン又はジエチル硫酸等の陰イオン、以下同じ） （R1、R2はC1〜C3のアルキル基） （R4はC1〜C3のアルキル基） （R4、R5、R6はC1〜C3のアルキル基、p1は２〜
４の整数） （R4、R5はC1〜C3のアルキル基、p1は２〜４の
整数） （R6、R7、R8、R9は−Ｈ又は−CH3、R10、
R11、R12はC1〜C3のアルキル基） （R13、R14、R15はC1〜C3のアルキル基、p2は２
〜４の整数） （R13、R14はC1〜C3のアルキル基、p2は２〜４
の整数） （R16〜R21は−Ｈ又は−CH3、R22、R23、R24は
C1〜C3のアルキル基） 尚ｎは0.01〜0.99の任意の数、ｐは５〜10000
の整数で、Ｘ、Ｙ、Ｚはアルカリ金属塩、アンモ
ニウム塩、アルカノールアミン塩であることも出
来る。[Claims] 1. One or more surfactants as cleaning components, an anionic vinyl monomer having a polymerizable unsaturated group, and a cationic vinyl monomer having a polymerizable unsaturated group in a ratio of 1 to 99:99 to 1. It is characterized by containing an amphoteric copolymer represented by the following general formula () in a proportion of 0.02 to 50% by weight of the amphoteric copolymer to the surfactant. A dishwashing detergent composition. In the formula, X: -H or -COOH Y: -H, -CH3 , -CH2COOH or -OH or [Formula] R: -H or -CH 3 (R 1 , R 2 , R 3 are C 1 to C 3 alkyl groups, X - is a halogen or an anion such as diethyl sulfate, the same applies hereinafter) (R 1 and R 2 are C 1 to C 3 alkyl groups) (R 4 is a C 1 to C 3 alkyl group) (R 4 , R 5 , R 6 are C 1 to C 3 alkyl groups, p 1 is 2 to
4 integers) (R 4 and R 5 are C 1 to C 3 alkyl groups, p 1 is an integer of 2 to 4) (R 6 , R 7 , R 8 , R 9 are -H or -CH 3 , R 10 ,
R 11 and R 12 are C 1 to C 3 alkyl groups) (R 13 , R 14 , R 15 are C 1 to C 3 alkyl groups, p 2 is 2
~4 integer) (R 13 and R 14 are C 1 to C 3 alkyl groups, p 2 is 2 to 4
integer) (R 16 to R 21 are -H or -CH 3 , R 22 , R 23 , R 24 are
( C1 to C3 alkyl group) n is any number from 0.01 to 0.99, p is 5 to 10000
X, Y, and Z can also be an alkali metal salt, an ammonium salt, or an alkanolamine salt.
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11169381A JPS5813700A (en) | 1981-07-17 | 1981-07-17 | Detergent composition |
| GB08217326A GB2104091B (en) | 1981-07-17 | 1982-06-15 | Detergent composition |
| SG63187A SG63187G (en) | 1981-07-17 | 1987-08-07 | Detergent composition |
| MY8700549A MY8700549A (en) | 1981-07-17 | 1987-12-30 | Detergent composition |
| HK46788A HK46788A (en) | 1981-07-17 | 1988-06-23 | Detergent composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11169381A JPS5813700A (en) | 1981-07-17 | 1981-07-17 | Detergent composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5813700A JPS5813700A (en) | 1983-01-26 |
| JPH0155320B2 true JPH0155320B2 (en) | 1989-11-24 |
Family
ID=14567767
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP11169381A Granted JPS5813700A (en) | 1981-07-17 | 1981-07-17 | Detergent composition |
Country Status (5)
| Country | Link |
|---|---|
| JP (1) | JPS5813700A (en) |
| GB (1) | GB2104091B (en) |
| HK (1) | HK46788A (en) |
| MY (1) | MY8700549A (en) |
| SG (1) | SG63187G (en) |
Families Citing this family (126)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5920396A (en) * | 1982-07-27 | 1984-02-02 | 花王株式会社 | Liquid detergent composition |
| DE3614336A1 (en) * | 1986-04-28 | 1987-10-29 | Henkel Kgaa | LIQUID, AQUEOUS CLEANER FOR HARD SURFACES |
| DE3644097A1 (en) * | 1986-12-23 | 1988-07-07 | Wella Ag | COSMETIC AGENT BASED ON CHITOSAN AND AMPHOLYTIC COPOLYMERISATES AND A NEW CHITOSAN / POLYAMPHOLYT SALT |
| ES2018568B3 (en) * | 1986-12-24 | 1991-04-16 | Rhone-Poulenc Chimie | LATEX ANTIRREDEPOSITABLE FOR WASHING TEXTILE ARTICLES |
| DE3726912A1 (en) * | 1987-08-13 | 1989-02-23 | Henkel Kgaa | LIQUID MEDIUM TO CLEAN HARD SURFACES |
| DE3929973A1 (en) * | 1989-09-08 | 1991-03-14 | Henkel Kgaa | HAIR CARE |
| US5612024A (en) * | 1991-03-27 | 1997-03-18 | Henkel Kommanditgesellschaft Auf Aktien | Cosmetic preparations for the hair |
| US5631003A (en) * | 1991-09-25 | 1997-05-20 | Henkel Kommanditgesellschaft Auf Aktien | Hair treatment prepartation |
| DE69320082T2 (en) * | 1992-03-10 | 1999-05-06 | Rohm And Haas Co., Philadelphia, Pa. | Use of water-soluble polymers in detergent compositions and water-soluble polymers suitable for such applications |
| US5308532A (en) * | 1992-03-10 | 1994-05-03 | Rohm And Haas Company | Aminoacryloyl-containing terpolymers |
| DE4209923A1 (en) * | 1992-03-27 | 1993-09-30 | Henkel Kgaa | Liquid detergent for hard surfaces |
| KR100295939B1 (en) * | 1992-09-29 | 2001-11-14 | 한스 크리스토프 빌크, 미하엘 베르크만 | Hair aftertreatment |
| DE4401708A1 (en) * | 1994-01-21 | 1995-07-27 | Henkel Kgaa | Polymer concentrate and use |
| DE4405127A1 (en) * | 1994-02-18 | 1995-08-31 | Henkel Kgaa | Hair treatment products |
| FR2732031B1 (en) * | 1995-03-23 | 1997-04-30 | Coatex Sa | USE OF AMPHOTERIC AGENTS AS MODIFIERS OF LAMELLAR PHASES OF LIQUID OR PASTY DETERGENT OR COSMETIC COMPOSITIONS |
| DE19545630A1 (en) | 1995-12-07 | 1997-06-12 | Henkel Kgaa | Detergent for hard surfaces |
| FR2752584A1 (en) * | 1996-08-26 | 1998-02-27 | Coatex Sa | AGENT COMPATIBLE WITH SURFACTANTS USED IN DETERGENCE OR COSMETICS |
| EP0835925A3 (en) * | 1996-09-09 | 1999-01-27 | Unilever N.V. | Machine dishwashing composition containing amphoteric polymers |
| CA2296719A1 (en) * | 1997-07-23 | 1999-02-04 | Joseph Oreste Carnali | Automatic dishwashing compositions containing water soluble cationic or amphoteric polymers |
| AR017417A1 (en) | 1997-11-21 | 2001-09-05 | Procter & Gamble | DETERGENT LIQUID COMPOSITIONS THAT HAVE INCREASED FOAM VOLUME AND HIGHER RETENTION, AND METHOD FOR PRODUCING THE FOAM |
| EP1032632A1 (en) | 1997-11-21 | 2000-09-06 | The Procter & Gamble Company | Foam stable liquid dishwashing compositions |
| BR9812789A (en) | 1997-11-21 | 2000-10-17 | Procter & Gamble | Detergent compositions comprising polymeric soap water enhancers and their use |
| FR2773070B1 (en) | 1997-12-31 | 2000-06-30 | Oreal | COMPOSITIONS FOR THE TREATMENT OF KERATINIC MATERIALS COMPRISING THE COMBINATION OF A ZWITTERIONIC POLYMER AND A NON-VOLATILE AND WATER INSOLUBLE SILICONE |
| TR200003308T2 (en) * | 1998-05-11 | 2001-02-21 | Unilever N.V. | Cleaning and rinsing compositions used in dishwashers |
| JPH11323390A (en) * | 1998-05-15 | 1999-11-26 | Kao Corp | Detergent composition |
| ES2175937T3 (en) | 1998-06-02 | 2002-11-16 | Procter & Gamble | DETERGENT COMPOSITIONS FOR DISHWASHERS CONTAINING ORGANIC DIAMINS. |
| AR023155A1 (en) * | 1999-03-25 | 2002-09-04 | Procter & Gamble | COMPOSITIONS FOR THE MAINTENANCE OF THE FABRIC THAT INCLUDE CERTAIN POLYMERS FOR THE TREATMENT OF THE FABRIC, CATIONICALLY LOADED |
| US6642200B1 (en) * | 1999-03-25 | 2003-11-04 | The Procter & Gamble Company | Fabric maintenance compositions comprising certain cationically charged fabric maintenance polymers |
| US6733538B1 (en) | 1999-03-25 | 2004-05-11 | The Procter & Gamble Company | Laundry detergent compositions with certain cationically charged dye maintenance polymers |
| US6903064B1 (en) * | 1999-05-26 | 2005-06-07 | Procter & Gamble Company | Detergent composition comprising polymeric suds volume and suds duration enhancers |
| WO2000071660A1 (en) * | 1999-05-26 | 2000-11-30 | The Procter & Gamble Company | Liquid detergent compositions comprising block polymeric suds enhancers |
| JP2003508549A (en) * | 1999-05-26 | 2003-03-04 | ザ、プロクター、エンド、ギャンブル、カンパニー | Compositions and methods using zwitterionic polymeric foam enhancers |
| WO2000071652A2 (en) * | 1999-05-26 | 2000-11-30 | The Procter & Gamble Company | Detergent compositions comprising polymeric suds volume and suds duration enhancers |
| US7939601B1 (en) | 1999-05-26 | 2011-05-10 | Rhodia Inc. | Polymers, compositions and methods of use for foams, laundry detergents, shower rinses, and coagulants |
| ATE410455T1 (en) | 1999-05-26 | 2008-10-15 | Rhodia | BLOCK POLYMERS, COMPOSITIONS AND METHODS FOR USE IN FOAM, DETERGENT, SHOWER CLEANER AND COAGULANT |
| US7241729B2 (en) * | 1999-05-26 | 2007-07-10 | Rhodia Inc. | Compositions and methods for using polymeric suds enhancers |
| WO2000071659A1 (en) * | 1999-05-26 | 2000-11-30 | The Procter & Gamble Company | Liquid detergent compositions comprising polymeric suds enhancers |
| FR2796391B1 (en) * | 1999-07-15 | 2003-09-19 | Rhodia Chimie Sa | CLEANING COMPOSITION FOR HARD SURFACES |
| US6306815B1 (en) * | 1999-09-10 | 2001-10-23 | National Starch And Chemical Investment Holding Corporation | Quaternary polyvinylpyrridinium derivatives as anti-dye transfer agents |
| AU2001231677A1 (en) * | 2000-02-02 | 2001-08-14 | Unilever Plc | Polymers for laundry applications |
| DE10020887A1 (en) | 2000-04-28 | 2001-10-31 | Henkel Kgaa | Improving the wash-fastness and dye intensity of dyed fibers (especially keratin) using a combination of sugar surfactants with fatty acid partial glycerides and optionally also polymers |
| DE10022077A1 (en) | 2000-05-06 | 2001-11-08 | Henkel Kgaa | Compositions for use as hair or skin cosmetics or as cleaning agents for e.g. glass, metals, plastics or leather contain 2-furanone derivatives |
| US6514918B1 (en) | 2000-08-18 | 2003-02-04 | Johnson & Johnson Consumer Companies, Inc. | Viscous, mild, and effective cleansing compositions |
| DE10063427A1 (en) * | 2000-12-20 | 2002-07-11 | Henkel Kgaa | Liquid cleaning composition, especially for hard surfaces, comprises amphoteric polymer, antibacterial agent, nonionic surfactant and solvent |
| DE10113446A1 (en) | 2001-03-19 | 2002-09-26 | Schwarzkopf Gmbh Hans | Pharmaceutical or cosmetic hair treatment agents, especially for promoting hair growth, contain a betaine, especially carnitine, histidine, taurine, choline or betaine or their derivatives |
| US6926745B2 (en) * | 2002-05-17 | 2005-08-09 | The Clorox Company | Hydroscopic polymer gel films for easier cleaning |
| BR0316878B1 (en) | 2002-12-23 | 2012-08-21 | hydrophobically modified polymers, cleaning product, textile process formulation, dyeing or printing aids and / or finishing agents, and method for textile processing. | |
| DE10359557A1 (en) | 2003-12-17 | 2005-07-14 | Hans Schwarzkopf & Henkel Gmbh & Co. Kg | Oxidation dye in tube |
| DE10359539A1 (en) | 2003-12-17 | 2005-07-14 | Hans Schwarzkopf & Henkel Gmbh & Co. Kg | Nurturing Oxidant in Tube |
| DE10359538A1 (en) | 2003-12-17 | 2005-07-14 | Hans Schwarzkopf & Henkel Gmbh & Co. Kg | Toning agent in tubes |
| DE102004062702A1 (en) | 2004-09-16 | 2006-03-23 | Henkel Kgaa | Color-changing agents with Moringa extract |
| DE102004045274A1 (en) | 2004-09-16 | 2006-03-23 | Henkel Kgaa | Active substance mixture for the treatment of keratinic fibers |
| DE102004062428A1 (en) | 2004-12-20 | 2006-07-06 | Henkel Kgaa | Hair color changing shampoo |
| DE602006013369D1 (en) | 2005-03-04 | 2010-05-20 | Rohm & Haas | Detergents and their use |
| EP1907526B1 (en) * | 2005-07-25 | 2014-05-14 | Rhodia Chimie | Process for removing dirt or make-up from surfaces |
| DE102005038359A1 (en) | 2005-08-11 | 2007-02-15 | Henkel Kgaa | Amaranth seed oil in hair treatment products |
| GT200600375A (en) | 2005-08-17 | 2007-03-14 | ACID CLEANING COMPOSITION CONTAINING A HYDROPHILIZATION POLYMER | |
| DE102005043187A1 (en) | 2005-09-09 | 2007-03-15 | Henkel Kgaa | Polymers with a low molecular weight |
| JP4633657B2 (en) * | 2005-09-30 | 2011-02-16 | 花王株式会社 | Detergent composition for automatic dishwasher |
| DE102005062360A1 (en) | 2005-12-23 | 2007-06-28 | Henkel Kgaa | Method for gentle dyeing of keratinic fibers, especially human hair, includes treatment, after oxidation dyeing, with a foam-forming composition that includes a care agent |
| DE102005062651A1 (en) | 2005-12-23 | 2007-06-28 | Henkel Kgaa | Product for conditioning keratinic fibers, especially hair, comprises an amphodipropionate surfactant, a cationic or amphoteric polymer and a polyammonium polysiloxane |
| DE102005062268A1 (en) | 2005-12-24 | 2007-08-02 | Henkel Kgaa | Powdered styling agents and their dispensing systems |
| DE102006061555A1 (en) | 2006-12-27 | 2008-07-03 | Henkel Kgaa | Cosmetic preparation for the cleaning and treatment of skin and hair, contains, as active ingredients, natural silk or its derivatives and a Sub-Group 1 or 8 metal or metal salt, e.g. gold or silver |
| DE102007001008A1 (en) | 2007-01-02 | 2008-07-03 | Henkel Kgaa | Cosmetic composition useful for protecting hair from oxidative damage comprises an ayurvedic plant extract |
| DE102007001028A1 (en) | 2007-01-02 | 2008-07-03 | Henkel Kgaa | Cosmetic preparation, e.g. for care and conditioning of hair after permanent waving or dyeing, contains a synergistic combination of argan oil and shea butter |
| DE102007001027A1 (en) | 2007-01-02 | 2008-07-03 | Henkel Kgaa | Cosmetic preparation, e.g. for care and conditioning of hair after permanent waving or dyeing, contains a combination of palmitic, palmitoleic, stearic, oleic and linoleic acids |
| DE102007001019A1 (en) | 2007-01-02 | 2008-07-03 | Henkel Kgaa | Cosmetic compositions useful for care and conditioning of keratinic fibers, especially hair, comprise a mineral powder and a cationic, amphoteric or zwitterionic polymer |
| DE102007005646A1 (en) | 2007-01-31 | 2008-08-07 | Henkel Ag & Co. Kgaa | Colorant containing luminescent pigments which can be excited by visible light |
| EP1967545A1 (en) * | 2007-03-09 | 2008-09-10 | Rohm and Haas France SAS | Cationic polymer latex |
| DE102007013144A1 (en) | 2007-03-15 | 2008-09-18 | Henkel Ag & Co. Kgaa | Hair treatment agent with anti-dandruff action |
| DE102007016708A1 (en) | 2007-04-04 | 2008-10-09 | Henkel Ag & Co. Kgaa | Stabilization of surfactant-containing agents |
| DE102007027856A1 (en) | 2007-06-13 | 2008-12-24 | Henkel Ag & Co. Kgaa | Oxidation colorant for coloring keratin-containing fibers with atmospheric oxygen as the sole oxidant |
| DE102007029061A1 (en) | 2007-06-21 | 2009-03-12 | Henkel Ag & Co. Kgaa | Skin and hair treatment remedy with an extract of a sweet grass |
| DE102007030099A1 (en) | 2007-06-28 | 2009-01-02 | Henkel Ag & Co. Kgaa | Cosmetic composition containing a champagne extract |
| DE102007031202A1 (en) | 2007-07-04 | 2009-03-19 | Henkel Ag & Co. Kgaa | New protein hydrolysate obtained from wool of Vicugna useful as laundry detergent, wool detergent, manual dishwashing agent and cosmetic agent, which is useful for treating skin and hair |
| DE102007033184A1 (en) | 2007-07-13 | 2009-07-02 | Henkel Ag & Co. Kgaa | Cosmetic composition, useful for the care and preservation of natural functions of keratin fibers and increasing the brightness of keratin fibers, preferably human hairs, comprises a powder of a gemstone or semi-precious stone |
| DE102007033093A1 (en) | 2007-07-13 | 2009-01-15 | Henkel Ag & Co. Kgaa | Agent with anti-irritating agent |
| DE102007033091A1 (en) | 2007-07-13 | 2009-01-15 | Henkel Ag & Co. Kgaa | Agent with anti-irritating agent |
| DE102007034482A1 (en) | 2007-07-20 | 2009-01-22 | Henkel Ag & Co. Kgaa | Oxidative hair treatment with Litchi extract and catechins |
| DE102007036499A1 (en) | 2007-08-01 | 2009-02-05 | Henkel Ag & Co. Kgaa | Natural cosmetic hair treatment agent |
| DE102007040314A1 (en) | 2007-08-24 | 2009-02-26 | Henkel Ag & Co. Kgaa | Kit for providing colorants |
| DE102007042286A1 (en) | 2007-09-06 | 2009-03-12 | Henkel Ag & Co. Kgaa | Colorants with natural dyes and 1,3-dihydroxyacetone |
| DE102007046628A1 (en) | 2007-09-27 | 2009-04-02 | Henkel Ag & Co. Kgaa | Hair dyeing process with oxidative pretreatment |
| DE102007048140A1 (en) | 2007-10-05 | 2009-04-09 | Henkel Ag & Co. Kgaa | Oxidative hair treatment with reduced hair damage |
| DE102007053952A1 (en) | 2007-11-09 | 2009-05-14 | Henkel Ag & Co. Kgaa | Agent containing ester compound with wax alcohol component |
| DE102008014368A1 (en) | 2008-03-17 | 2009-10-08 | Henkel Ag & Co. Kgaa | Cosmetic composition for hair treatment, for use e.g. in shampoos, rinses, hair-care products or hair dyes, contains a special flavonoid and a vitamin of the B group, especially tiliroside and pantolactone |
| DE102008038138A1 (en) | 2008-08-18 | 2010-02-25 | Henkel Ag & Co. Kgaa | Agent, useful for coloring keratin fibers, which are fur, wool or feathers, preferably human hair, comprises a dye starting product and a browning product, where the browning product is obtained by heating sugar |
| DE102007053950A1 (en) | 2007-11-09 | 2009-05-14 | Henkel Ag & Co. Kgaa | Agent with bioflavonoid |
| DE102007054708A1 (en) | 2007-11-14 | 2009-05-20 | Henkel Ag & Co. Kgaa | Hair treatment with Litchi extract and imidazole derivatives |
| DE102007054706A1 (en) | 2007-11-14 | 2009-05-20 | Henkel Ag & Co. Kgaa | Hair treatment with Litchi extract and taurine |
| DE102007056934A1 (en) | 2007-11-23 | 2009-05-28 | Henkel Ag & Co. Kgaa | Oxidation colorant for coloring keratin-containing fibers with atmospheric oxygen as the sole oxidant |
| DE102007060532A1 (en) | 2007-12-13 | 2009-09-17 | Henkel Ag & Co. Kgaa | Hair conditioning agents with cationic compounds and selected silicones and / or cosmetic oils |
| DE102007060528A1 (en) | 2007-12-13 | 2009-06-18 | Henkel Ag & Co. Kgaa | Hair conditioning compositions containing imidazolines and selected silicones and / or cosmetic oils |
| DE102007060530A1 (en) | 2007-12-13 | 2009-09-17 | Henkel Ag & Co. Kgaa | Hair conditioning agents with cationic behenyl compounds and selected silicones and / or cosmetic oils |
| DE102009009004A1 (en) | 2008-02-18 | 2009-09-17 | Seaquist Perfect Dispensing Gmbh | Dispensing device, preferably pump preferably with a sprayable and/or non-sprayable cosmetic liquid, where the cosmetic liquid comprises single phase solution, mixture of non-miscible liquid phases, and oil-in-water-/water-in-oil-emulsion |
| DE102008012058A1 (en) | 2008-02-29 | 2009-09-03 | Henkel Ag & Co. Kgaa | Hair treatment with acai extract |
| DE102008012068A1 (en) | 2008-02-29 | 2009-09-10 | Henkel Ag & Co. Kgaa | Hair treatment with cranberry extract |
| DE102008012059A1 (en) | 2008-02-29 | 2009-09-03 | Henkel Ag & Co. Kgaa | Hair treatment remedy with goji extract |
| DE102008019340A1 (en) | 2008-04-16 | 2009-10-22 | Henkel Ag & Co. Kgaa | Hair treatment with cloudberry fruit extract |
| DE102008031701A1 (en) | 2008-07-04 | 2010-01-07 | Henkel Ag & Co. Kgaa | Hair conditioning agents with imidazolines |
| DE102008031702A1 (en) | 2008-07-04 | 2010-01-07 | Henkel Ag & Co. Kgaa | Hair conditioning agents with imidazolines |
| DE102008031726A1 (en) | 2008-07-04 | 2010-01-07 | Henkel Ag & Co. Kgaa | Hair conditioning agents with imidazolines |
| DE102008031700A1 (en) | 2008-07-04 | 2010-01-07 | Henkel Ag & Co. Kgaa | Hair conditioning agents with imidazolines |
| DE102008031748A1 (en) | 2008-07-04 | 2010-01-07 | Henkel Ag & Co. Kgaa | Hair conditioning agents with imidazolines |
| DE102008031749A1 (en) | 2008-07-04 | 2010-01-07 | Henkel Ag & Co. Kgaa | Hair conditioning agents with imidazolines |
| DE102008031715A1 (en) | 2008-07-04 | 2010-01-07 | Henkel Ag & Co. Kgaa | Hair conditioning agents with imidazolines |
| DE102008032179A1 (en) | 2008-07-09 | 2010-01-21 | Henkel Ag & Co. Kgaa | Surfactant-containing composition, useful for cleaning the skin, comprises a film former and a beneficial substance comprising UV filter substances or tanning agents |
| DE102008032208A1 (en) | 2008-07-09 | 2010-01-14 | Henkel Ag & Co. Kgaa | Oxidation stain with basic amino acid, ammonium sulfate and alkanolamines |
| DE102008036073A1 (en) | 2008-08-04 | 2010-02-11 | Henkel Ag & Co. Kgaa | Detergent with terpolymer |
| DE102008037633A1 (en) | 2008-08-14 | 2010-02-18 | Henkel Ag & Co. Kgaa | Cosmetic composition containing oil from the fruits of the Sumac family |
| DE102008046178A1 (en) | 2008-09-06 | 2010-03-11 | Henkel Ag & Co. Kgaa | Composition, useful for the treatment of skin and keratin fibers (hair), comprises oil extracted from fruits, UV filter e.g. p-aminobenzoic acid, compound having film-forming properties e.g. vitamin B5, and cosmetic carrier |
| DE102008048438A1 (en) | 2008-09-23 | 2010-03-25 | Henkel Ag & Co. Kgaa | Compositions for reducing breakage of keratinic fibers |
| DE102008062239A1 (en) | 2008-12-16 | 2010-06-17 | Henkel Ag & Co. Kgaa | Process for decolorizing keratin-containing fibers |
| DE102009031432A1 (en) | 2009-07-01 | 2011-01-05 | Henkel Ag & Co. Kgaa | Compact hair spray |
| DE102010001360A1 (en) | 2009-11-18 | 2011-05-19 | Henkel Ag & Co. Kgaa | Foamy colorants |
| DE102010055817A1 (en) | 2010-12-23 | 2012-06-28 | Henkel Ag & Co. Kgaa | Foaming agent-containing foamable cosmetic composition for skin and body care |
| DE102011079664A1 (en) | 2011-07-22 | 2012-04-26 | Henkel Kgaa | Composition useful e.g. for treating skin and keratin fibers, caring and conditioning of skin and/or keratin fibers and restructuring keratin fibers, comprises oil obtained from seeds of cape chestnut, surfactants and aqueous carrier |
| DE102011085753A1 (en) | 2011-11-04 | 2013-05-08 | Henkel Ag & Co. Kgaa | Color intensification by polyacrylate |
| DE102011087624A1 (en) | 2011-12-02 | 2013-06-06 | Henkel Ag & Co. Kgaa | "Hair treatment composition with 4-morpholinomethyl-substituted silicone (s) and conditioning agent (s)" |
| DE102012206949A1 (en) | 2012-04-26 | 2013-10-31 | Henkel Ag & Co. Kgaa | Hair treatment agent with hydroxy-terminated organopolysiloxane (s) and conditioning agent (s) |
| DE102015222976A1 (en) | 2015-11-20 | 2017-05-24 | Henkel Ag & Co. Kgaa | Hair care compositions containing casein hydrolyzate for improving the hair structure |
| JP6842661B2 (en) * | 2016-03-11 | 2021-03-17 | 日本エクスラン工業株式会社 | Organic solvent absorbers containing water-soluble amphoteric polymers, oil-absorbing materials and materials to be printed |
| JP7107970B2 (en) | 2017-05-31 | 2022-07-27 | ローム アンド ハース カンパニー | Free standing dispersant film |
| EP3658659A1 (en) | 2017-07-24 | 2020-06-03 | Union Carbide Chemicals & Plastics Technology LLC | Detergent formulation containing mixed-charge polymers |
| CN111278961A (en) | 2017-07-24 | 2020-06-12 | 联合碳化公司 | Chloride-free cationic polymers using acetate anions |
| JP7402810B2 (en) | 2018-04-10 | 2023-12-21 | ローム アンド ハース カンパニー | Anti-redeposition additive for laundry detergent |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5748335A (en) * | 1980-09-08 | 1982-03-19 | Mitsubishi Petrochem Co Ltd | Dispersion stabilizer of pearl gloss agent |
| JPS57198800A (en) * | 1981-05-08 | 1982-12-06 | Oreal | Composition for keratin fiber treatment and treating process |
-
1981
- 1981-07-17 JP JP11169381A patent/JPS5813700A/en active Granted
-
1982
- 1982-06-15 GB GB08217326A patent/GB2104091B/en not_active Expired
-
1987
- 1987-08-07 SG SG63187A patent/SG63187G/en unknown
- 1987-12-30 MY MY8700549A patent/MY8700549A/en unknown
-
1988
- 1988-06-23 HK HK46788A patent/HK46788A/en unknown
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5748335A (en) * | 1980-09-08 | 1982-03-19 | Mitsubishi Petrochem Co Ltd | Dispersion stabilizer of pearl gloss agent |
| JPS57198800A (en) * | 1981-05-08 | 1982-12-06 | Oreal | Composition for keratin fiber treatment and treating process |
Also Published As
| Publication number | Publication date |
|---|---|
| HK46788A (en) | 1988-07-01 |
| GB2104091A (en) | 1983-03-02 |
| MY8700549A (en) | 1987-12-31 |
| GB2104091B (en) | 1986-05-29 |
| SG63187G (en) | 1988-02-19 |
| JPS5813700A (en) | 1983-01-26 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JPH0155320B2 (en) | ||
| US4454060A (en) | Liquid detergent composition with a cationic foam stabilizing copolymer containing pendant quaternary nitrogen groups and pendant hydrophobic groups | |
| KR101864671B1 (en) | Rheology modifier polymer | |
| US5789511A (en) | Methods for making styrene copolymers and uses thereof | |
| JPH05439B2 (en) | ||
| US4534892A (en) | Foaming liquid detergent composition having a stably dispersed water-insoluble fine powder | |
| CA2560041A1 (en) | Polymers for use in cleaning compositions | |
| JP7068387B2 (en) | Liquid detergent composition | |
| US20120165242A1 (en) | Polymers for high-surfactant formulations | |
| CN105143290A (en) | Alkaline-swellable emulsion polymers | |
| JP2012232941A (en) | Cleaning agent composition | |
| JP2017514974A (en) | Liquid detergent composition | |
| JP2003183694A (en) | Quick drying property-imparting agent, quick drying detergent and quick drying finishing agent | |
| JPS609554B2 (en) | cleaning composition | |
| JPH11505867A (en) | Detergent preparation | |
| CN111868222A (en) | Laundry compositions | |
| DE60313759T2 (en) | TEXTILE CARE | |
| US4288427A (en) | Conditioning shampoo composition and ingredient therefor | |
| JPS6026863B2 (en) | Thickening composition and method for producing the same | |
| JPH0441599A (en) | Cleaning agent composition | |
| EP4400570A1 (en) | Liquid hand dishwashing detergent composition | |
| JPH0144758B2 (en) | ||
| EP4400571A1 (en) | Liquid hand dishwashing detergent composition | |
| JPS5837358B2 (en) | liquid cleaning composition | |
| BRPI0316725B1 (en) | laundry detergent composition |