JPH0335099A - Liquid detergent composition - Google Patents
Liquid detergent compositionInfo
- Publication number
- JPH0335099A JPH0335099A JP16841989A JP16841989A JPH0335099A JP H0335099 A JPH0335099 A JP H0335099A JP 16841989 A JP16841989 A JP 16841989A JP 16841989 A JP16841989 A JP 16841989A JP H0335099 A JPH0335099 A JP H0335099A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- silicone oil
- hair
- composition
- carbon atoms
- 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.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title abstract description 24
- 239000003599 detergent Substances 0.000 title abstract description 11
- 239000007788 liquid Substances 0.000 title description 9
- 229920002545 silicone oil Polymers 0.000 claims abstract description 25
- 229920000642 polymer Polymers 0.000 claims abstract description 13
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 10
- 239000004094 surface-active agent Substances 0.000 claims abstract description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 8
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 19
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
- 239000000126 substance Substances 0.000 claims 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 230000000694 effects Effects 0.000 abstract description 20
- -1 acrylic ester Chemical class 0.000 abstract description 18
- 238000004140 cleaning Methods 0.000 abstract description 7
- 239000003945 anionic surfactant Substances 0.000 abstract description 4
- 239000002453 shampoo Substances 0.000 description 21
- 235000002639 sodium chloride Nutrition 0.000 description 12
- 150000003839 salts Chemical class 0.000 description 10
- 238000011156 evaluation Methods 0.000 description 9
- 239000002253 acid Substances 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 239000012459 cleaning agent Substances 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 150000003863 ammonium salts Chemical class 0.000 description 4
- 239000006185 dispersion Substances 0.000 description 4
- 235000019441 ethanol Nutrition 0.000 description 4
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 150000001340 alkali metals Chemical class 0.000 description 3
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 3
- 150000001342 alkaline earth metals Chemical class 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 150000002500 ions Chemical class 0.000 description 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 3
- 230000001953 sensory effect Effects 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 159000000000 sodium salts Chemical class 0.000 description 3
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 3
- JHPBZFOKBAGZBL-UHFFFAOYSA-N (3-hydroxy-2,2,4-trimethylpentyl) 2-methylprop-2-enoate Chemical compound CC(C)C(O)C(C)(C)COC(=O)C(C)=C JHPBZFOKBAGZBL-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical class OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- 239000012190 activator Substances 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 239000002280 amphoteric surfactant Substances 0.000 description 2
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 description 2
- 239000003093 cationic surfactant Substances 0.000 description 2
- 238000004581 coalescence Methods 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 239000004205 dimethyl polysiloxane Substances 0.000 description 2
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 238000005187 foaming Methods 0.000 description 2
- KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000002736 nonionic surfactant Substances 0.000 description 2
- 239000012188 paraffin wax Substances 0.000 description 2
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 159000000001 potassium salts Chemical class 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000007785 strong electrolyte Substances 0.000 description 2
- AVBJHQDHVYGQLS-AWEZNQCLSA-N (2s)-2-(dodecanoylamino)pentanedioic acid Chemical compound CCCCCCCCCCCC(=O)N[C@H](C(O)=O)CCC(O)=O AVBJHQDHVYGQLS-AWEZNQCLSA-N 0.000 description 1
- MTJZWYHTZFVEGI-INIZCTEOSA-N (2s)-2-(tetradecanoylamino)pentanedioic acid Chemical compound CCCCCCCCCCCCCC(=O)N[C@H](C(O)=O)CCC(O)=O MTJZWYHTZFVEGI-INIZCTEOSA-N 0.000 description 1
- YNDGLMYLSGEDHX-UHFFFAOYSA-N 1,2,4,3-trioxathiane 3,3-dioxide Chemical compound O=S1(=O)OCCOO1 YNDGLMYLSGEDHX-UHFFFAOYSA-N 0.000 description 1
- ZELIFUTVXXSJMW-UHFFFAOYSA-N 2-[dodecanoyl(ethyl)amino]acetic acid Chemical compound CCCCCCCCCCCC(=O)N(CC)CC(O)=O ZELIFUTVXXSJMW-UHFFFAOYSA-N 0.000 description 1
- NJZWFXBGOLZOMZ-UHFFFAOYSA-N 2-[dodecanoyl(propan-2-yl)amino]acetic acid Chemical compound CCCCCCCCCCCC(=O)N(C(C)C)CC(O)=O NJZWFXBGOLZOMZ-UHFFFAOYSA-N 0.000 description 1
- NGOZDSMNMIRDFP-UHFFFAOYSA-N 2-[methyl(tetradecanoyl)amino]acetic acid Chemical compound CCCCCCCCCCCCCC(=O)N(C)CC(O)=O NGOZDSMNMIRDFP-UHFFFAOYSA-N 0.000 description 1
- OMENDIULIHMDHU-UHFFFAOYSA-N 3-(tetradecanoylamino)propanoic acid Chemical compound CCCCCCCCCCCCCC(=O)NCCC(O)=O OMENDIULIHMDHU-UHFFFAOYSA-N 0.000 description 1
- FSZIIWCWKBJAIP-UHFFFAOYSA-N 3-[dodecanoyl(ethyl)amino]propanoic acid Chemical compound CCCCCCCCCCCC(=O)N(CC)CCC(O)=O FSZIIWCWKBJAIP-UHFFFAOYSA-N 0.000 description 1
- UNWFFCPRJXMCNV-UHFFFAOYSA-N 3-[dodecanoyl(methyl)amino]propanoic acid Chemical compound CCCCCCCCCCCC(=O)N(C)CCC(O)=O UNWFFCPRJXMCNV-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 208000001840 Dandruff Diseases 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- BACYUWVYYTXETD-UHFFFAOYSA-N N-Lauroylsarcosine Chemical compound CCCCCCCCCCCC(=O)N(C)CC(O)=O BACYUWVYYTXETD-UHFFFAOYSA-N 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 229910001413 alkali metal ion Inorganic materials 0.000 description 1
- 229910001420 alkaline earth metal ion Inorganic materials 0.000 description 1
- 125000005037 alkyl phenyl group Chemical group 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 229940000635 beta-alanine Drugs 0.000 description 1
- 229960003237 betaine Drugs 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 229920006317 cationic polymer Polymers 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- SMVRDGHCVNAOIN-UHFFFAOYSA-L disodium;1-dodecoxydodecane;sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O.CCCCCCCCCCCCOCCCCCCCCCCCC SMVRDGHCVNAOIN-UHFFFAOYSA-L 0.000 description 1
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 150000002169 ethanolamines Chemical class 0.000 description 1
- 125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 125000005456 glyceride group Chemical group 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 239000003906 humectant Substances 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 239000000411 inducer Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000010446 mirabilite Substances 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 108700004121 sarkosyl Proteins 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229960001295 tocopherol Drugs 0.000 description 1
- 239000011732 tocopherol Substances 0.000 description 1
- 230000001256 tonic effect Effects 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Landscapes
- Cosmetics (AREA)
- Detergent Compositions (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は、洗浄効果と仕上げ効果とを併せ持つ毛髪用洗
浄剤、衣類用洗浄剤等の液体洗浄剤組成物に関する。DETAILED DESCRIPTION OF THE INVENTION [Industrial Application Field] The present invention relates to a liquid detergent composition, such as a hair detergent or a clothing detergent, which has both a cleaning effect and a finishing effect.
これまで、頭髪や衣類の洗浄においては、洗浄剤と仕上
げ剤とを順次別個に使用するものであったが、近年にな
って洗浄効果と仕上げ効果とを併せ持つ洗浄剤を得るた
めの種々の提案がなされている。その提案の多くは、洗
浄剤に仕上げ効果を有する特定の成分を添加することに
より洗浄効果と仕上げ効果の両方を得ようとするもので
あり。Up until now, cleaning agents and finishing agents have been used separately in order to wash hair and clothing, but in recent years various proposals have been made to obtain cleaning agents that have both cleaning and finishing effects. is being done. Many of these proposals attempt to obtain both a cleaning effect and a finishing effect by adding specific components that have a finishing effect to the cleaning agent.
このような仕上げ効果を有する成分として、水溶性のシ
リコーン誘導体、水溶性のグリセリド誘導体、プロピレ
ングリコール、グリセリン、エチレングリコール等の保
湿剤、あるいは炭化水素油、シリコーン油(特開昭61
−210022号)等が公知であり、柔軟剤もしくはリ
ンス基剤である第4級アンモニウム塩、ノニオン界面活
性剤(特開昭53−133206号)1両性界面活性剤
(特開昭50−23407号)、特定のアニオン界面活
性剤(特開昭52−35203号)、特定のカチオン界
面活性剤(特公昭47−47845号)の使用も知られ
ている。また、米国特許第3472840号には、陽イ
オン・セルロース樹脂であるポリマーJR樹脂を配合し
たシャンプーがシャンプーとリンスの両方の望ましい特
性を有することが記載されている。Ingredients that have such a finishing effect include water-soluble silicone derivatives, water-soluble glyceride derivatives, humectants such as propylene glycol, glycerin, and ethylene glycol, or hydrocarbon oils and silicone oils (JP-A-61
-210022) etc., quaternary ammonium salts which are softeners or rinse bases, nonionic surfactants (JP-A-53-133206), amphoteric surfactants (JP-A-50-23407), etc. ), specific anionic surfactants (Japanese Patent Publication No. 52-35203), and specific cationic surfactants (Japanese Patent Publication No. 47-47845) are also known. Also, US Pat. No. 3,472,840 describes that shampoos formulated with polymer JR resin, which is a cationic cellulosic resin, have desirable properties as both a shampoo and a conditioner.
上述したように、近年ヘアケア行動の多様化に伴い、様
々な効果を持ったシャンプーが市販されるに至っており
、この場合消費者のシャンプーに対する要望は数多くあ
るが、上述したように1度の洗髪で洗浄効果としなやか
さ、滑らかさ等の仕上がり性能を同時に与えるシャンプ
ーが望まれ、また毛髪をドライヤー等の熱により乾燥し
て仕上げると毛髪がパサつくなどの損傷が生ずるため、
自然乾燥においてもヘアスタイルが保持できる毛髪のま
とまり性に優れたシャンプーも望まれている。As mentioned above, with the diversification of hair care behavior in recent years, shampoos with various effects have come on the market, and in this case, consumers have many requests for shampoos, but as mentioned above, shampoos with various effects A shampoo that provides a cleansing effect and finishing properties such as suppleness and smoothness is desired at the same time, and since finishing the hair by drying it with heat from a hair dryer causes damage such as dryness of the hair,
There is also a demand for shampoos that have excellent hair cohesiveness and can maintain their hairstyle even when dried naturally.
しかしながら、仕上り性能の向上を目的としてシリコー
ン油等の添加剤を配合した洗浄剤は、泡立ちと洗浄力を
得るために通常大量の界面活性剤が配合されているため
、仕上げ用添加剤の効果が充分発揮されないばかりでな
く、特に水不溶性のシリコーン油は経時とともに合一し
、分離するという致命的な保存安定性上の問題があった
。また。However, cleaning agents that contain additives such as silicone oil for the purpose of improving finishing performance usually contain a large amount of surfactant to obtain foaming and cleaning power, so the effectiveness of finishing additives is reduced. In addition to not being fully effective, there was a fatal storage stability problem in that water-insoluble silicone oils coalesced and separated over time. Also.
従来洗浄効果と仕上げ効果を付与することを目的として
提案されている洗浄剤は、いずれも毛髪にしなやかさ、
滑らかさ、まとまり性を与えるという仕上げ効果の点で
問題を有するものであった。Conventional cleaning agents that have been proposed for the purpose of imparting cleansing and finishing effects all leave hair supple,
This had a problem in terms of the finishing effect of providing smoothness and cohesiveness.
本発明は、上記事情に鑑みなされたもので1毛髪、衣類
等の被洗浄物に良好なしなやかさ、滑らかさ、まとまり
性を与え、優れた仕上げ効果を発揮すると共に、水不溶
性のシリコーン油の分散安定性が高い液体洗浄剤組成物
を提供することを目的とする。The present invention has been developed in view of the above circumstances. 1. It provides good suppleness, smoothness, and cohesiveness to items to be washed such as hair and clothing, and exhibits an excellent finishing effect. The purpose of the present invention is to provide a liquid cleaning composition with high dispersion stability.
本発明は上記目的を達成するため、
界面活性剤と、下記式(I)
%式%)
で表されるシリコーン油と、下記式(■)・・・(■)
(式中R1及びR3はそれぞれ水素原子又はメチル基、
R1は炭素数1〜1Bのアルキル基、R4及びRGはそ
れぞれ炭素数l〜4のアルキレン基 amは水素原子、
メチル基又はエチル基、P/Q↓士モル比として179
〜8/2である。)
で表される平均分子量2万〜100万のポ1ノマーとを
含有し、上記シリコーン油力S乳イヒ分散されているこ
とを特徴とする液体洗浄剤組成物を提供する。In order to achieve the above object, the present invention combines a surfactant, a silicone oil represented by the following formula (I), and a silicone oil represented by the following formula (■)...(■) (in which R1 and R3 are hydrogen atom or methyl group, respectively
R1 is an alkyl group having 1 to 1B carbon atoms, R4 and RG are each an alkylene group having 1 to 4 carbon atoms, am is a hydrogen atom,
Methyl group or ethyl group, P/Q↓molar ratio: 179
~8/2. ) and a polynomer having an average molecular weight of 20,000 to 1,000,000, and the above-mentioned silicone oil is dispersed therein.
即ち、本発明においては、界面活性剤に上記(I)式の
シリコーン油と(II)式のポリマーとを併用したこと
により、これら成分が相乗的に作用し、(I)式のシリ
コーン油の分散安定性に優れていると共に、仕上り時に
毛髪や衣類に良好なしなやかさ、滑らかさ、まとまり性
を与える仕上げ効果に優れた液体洗浄剤組成物を得るこ
とができたものである。That is, in the present invention, by using the silicone oil of the formula (I) and the polymer of the formula (II) together as a surfactant, these components act synergistically, and the silicone oil of the formula (I) acts synergistically. It has been possible to obtain a liquid detergent composition that has excellent dispersion stability and also has an excellent finishing effect that imparts good suppleness, smoothness, and cohesiveness to hair and clothing upon finishing.
以下、本発明につき更に詳しく説明する。The present invention will be explained in more detail below.
本発明の液体洗浄剤組成物は、上述したように、界面活
性剤と(I)式のシリコーン油と(■)式の分子量2万
〜100万のポリマーとを含有するものである。As mentioned above, the liquid cleaning composition of the present invention contains a surfactant, a silicone oil of formula (I), and a polymer of formula (■) having a molecular weight of 20,000 to 1,000,000.
この場合、界面活性剤の種類に特に限定はないが、下記
(A)〜(E)に示すアニオン活性剤を用いることが好
ましく、これにより優れた洗浄力を得ることができる。In this case, the type of surfactant is not particularly limited, but it is preferable to use the anionic surfactants shown in (A) to (E) below, which can provide excellent detergency.
(A)下記式(I)
R,SO3M、
・・・(I)〔式中、R1は炭素原子数12〜16
のα−オレフィン、炭素原子数12〜16のビニリデン
型オレフィン、炭素原子数12〜16のインナーオレフ
ィン、炭素原子数12〜16のヒドロキシアルキル基ま
たは炭素原子数10〜18の直鎖もしくは分枝鎖のパラ
フィンであり、Mlはアルカリ金属、アルキル置換アン
モニウムまたはヒドロキシアルキル置換アンモニウムで
ある。〕
で表わされるスルホン酸塩。(A) The following formula (I) R, SO3M,
...(I) [wherein R1 has 12 to 16 carbon atoms]
α-olefin, vinylidene type olefin having 12 to 16 carbon atoms, inner olefin having 12 to 16 carbon atoms, hydroxyalkyl group having 12 to 16 carbon atoms, or linear or branched chain having 10 to 18 carbon atoms paraffin, Ml is an alkali metal, alkyl-substituted ammonium or hydroxyalkyl-substituted ammonium. ] A sulfonate represented by
上記(I)式の化合物として、具体的には、例えばα−
オレフィンスルホネート(AO3塩)などが挙げられる
。Specifically, as the compound of the above formula (I), for example, α-
Examples include olefin sulfonate (AO3 salt).
CB)下記式(2)
%式%(2)
〔式中、R2は炭素原子数8〜18のアルキル基または
炭素原子数5〜15のアルキル基を有するアルキルフェ
ニル基、R1は炭素原子数2〜3のアルキル基、mは平
均値としてO〜6、M、はアルカリ金属、アルカリ土類
金属、アルキル置換アンモニウムまたはヒドロキシアル
キル置換アンモニウムである。〕
で表わされる硫酸塩。CB) Following formula (2) % formula % (2) [In the formula, R2 is an alkyl group having 8 to 18 carbon atoms or an alkylphenyl group having an alkyl group having 5 to 15 carbon atoms, and R1 is an alkyl group having 2 carbon atoms. -3 alkyl group, m is O-6 as an average value, M is an alkali metal, alkaline earth metal, alkyl-substituted ammonium or hydroxyalkyl-substituted ammonium. ] A sulfate represented by
上記(2)式の化合物として、具体的には、例えば天然
ラウリルアルコールポリオキシエチレン(m=3)硫f
t&エステル、C1,〜C15脂肪族アルコールポリオ
キシエチレン(m=3)硫酸エステル、01□〜C1,
脂肪族アルコールオキシエチレン硫酸エステル、C0〜
C13脂肪族アルコール硫酸エステルおよびこれらの硫
酸エステル部分が硫酸のナトリウム塩、カリウム塩また
はアルカノールアミン塩となったものなどを挙げること
ができる。これらの中では、ポリオキシエチレン(m
= 3 )ラウリルエーテル硫酸ナトリウムが特に好ま
しい。Specifically, as the compound of the above formula (2), for example, natural lauryl alcohol polyoxyethylene (m=3) sulfur f
t&ester, C1, ~C15 aliphatic alcohol polyoxyethylene (m=3) sulfate ester, 01□~C1,
Aliphatic alcohol oxyethylene sulfate, C0~
Examples include C13 aliphatic alcohol sulfuric esters and those in which the sulfuric ester moiety is a sodium salt, potassium salt, or alkanolamine salt of sulfuric acid. Among these, polyoxyethylene (m
= 3) Sodium lauryl ether sulfate is particularly preferred.
(C)下記式(3)
〔式中、R4は平均炭素原子数9〜17の非芳香族炭化
水素基、M、及びM、はそれぞれアンモニウムイオン、
アルカノールアミンイオン、低級アルキルアミンイオン
、塩基性アミノ酸の陽イオン、ナトリウム、カリウム、
アルカリ土類金属または水素である。〕
で表わされるN−アシルグルタミン酸またはその誘導体
。(C) The following formula (3) [wherein R4 is a non-aromatic hydrocarbon group having an average number of carbon atoms of 9 to 17, M and M are each an ammonium ion,
alkanolamine ions, lower alkylamine ions, basic amino acid cations, sodium, potassium,
Alkaline earth metal or hydrogen. ] N-acylglutamic acid or its derivative represented by these.
上記(3)式の化合物またはその誘導体として具体的に
は、例えば、N−ラウロイルグルタミン酸;N−ミリス
トイルグルタミン酸;N−バルミトイルグルタミン酸;
N−アシルグルタミン酸:およびこれらのN−アシルグ
ルタミン酸の混合物、並びに、これらのN−アシルグル
タミン酸のモノエタノールアミン塩、ジェタノールアミ
ン塩、トリエタノールアミン塩、ナトリウム塩およびカ
リウム塩などを挙げることができる。これらは、光学活
性体またはラセミ体として使用できる。Specifically, the compound of the above formula (3) or a derivative thereof includes, for example, N-lauroylglutamic acid; N-myristoylglutamic acid; N-valmitoylglutamic acid;
N-acylglutamic acids: and mixtures of these N-acylglutamic acids, as well as monoethanolamine salts, jetanolamine salts, triethanolamine salts, sodium salts and potassium salts of these N-acylglutamic acids, etc. . These can be used as optically active forms or racemates.
(D)下記式(4)
%式%(4)
c式中、R1は平均炭素原子数9〜17の非芳香族炭化
水素基、R1は水素原子、炭素原子数1〜4の直鎖また
は分枝鎖のアルキル基であり1MSはアンモニウムイオ
ン、アルカノールアミンイオン、低級アルキルアミンイ
オン、塩基性アミノ酸の陽イオン、ナトリウム、カリウ
ム、アルカリ土類金属または水素であり、pは1または
2である。〕
で表わされるN−アシル−N−アルキルアミノ酸または
その塩。(D) Formula (4) % Formula % (4) c In the formula, R1 is a non-aromatic hydrocarbon group having an average number of carbon atoms of 9 to 17, R1 is a hydrogen atom, a straight chain having 1 to 4 carbon atoms, or It is a branched alkyl group, and 1MS is an ammonium ion, an alkanolamine ion, a lower alkylamine ion, a cation of a basic amino acid, sodium, potassium, an alkaline earth metal, or hydrogen, and p is 1 or 2. ] An N-acyl-N-alkyl amino acid or a salt thereof.
上記(4)式の化合物またはその塩として具体的には1
例えば、N−ラウロイル−N−エチルグリシン、N−ラ
ウロイル−N−イソプロピルグリシン、N−ラウロイル
ザルコシン、N−ミリストイルザルコシン、N−バルミ
トイルザルコシン。Specifically, the compound of formula (4) or its salt is 1
For example, N-lauroyl-N-ethylglycine, N-lauroyl-N-isopropylglycine, N-lauroylsarcosine, N-myristoylsarcosine, N-balmitoylsarcosine.
N−ラウロイル−N−メチル−β−アラニン、N−ラウ
ロイル−N−エチル−β−アラニン、N−ミリストイル
−β−アラニン、N−バルミトイル−β−アラニンおよ
びこれらの混合物、並びに、これらのモノエタノールア
ミン塩、ジェタノールアミン塩、トリエタノールアミン
塩、ナトリウム塩およびカリウム塩などを挙げることが
できる。N-lauroyl-N-methyl-β-alanine, N-lauroyl-N-ethyl-β-alanine, N-myristoyl-β-alanine, N-valmitoyl-β-alanine and mixtures thereof, and monoethanol thereof Mention may be made of amine salts, jetanolamine salts, triethanolamine salts, sodium salts and potassium salts.
(E)下記式(5)
ps−鳩 ・
・・(5)〔但し、PSは炭素数10〜18の直鎖又は
分枝鎖アルキル基スルホネートの酸基1M6はアルカリ
金属又はアルカリ土類金属イオンを示す、〕で示される
パラフィンスルホネート又はその塩。(E) The following formula (5) ps-pigeon ・
...(5) Paraffin sulfonate or its salt represented by [However, PS is a straight chain or branched chain alkyl group sulfonate having 10 to 18 carbon atoms, and the acid group 1M6 represents an alkali metal or alkaline earth metal ion.] .
上記(5)式の化合物又はその塩として具体的にはHo
5tapur SAS (ヘキスト社製、商品名)を挙
げることができる。Specifically, the compound of formula (5) or its salt is Ho
5tapur SAS (manufactured by Hoechst, trade name).
更に、本発明においては、非イオン界面活性剤。Furthermore, in the present invention, a nonionic surfactant.
両性界面活性剤などのアニオン界面活性剤以外の界面活
性剤を用いることができる。この場合の界面活性剤とし
ては1例えば、ポリオキシエチレン高級アルコールリン
酸エステルまたはその塩、ポリオキシエチレン高級脂肪
酸エステルまたはその塩が挙げられる。Surfactants other than anionic surfactants can be used, such as amphoteric surfactants. Examples of the surfactant in this case include polyoxyethylene higher alcohol phosphate esters or salts thereof, and polyoxyethylene higher fatty acid esters or salts thereof.
本発明においては、上記界面活性剤の1種または2種以
上を用いることができる。その配合量は、組成物全体の
5〜30重量%、特に10〜20重量%とすることが好
ましく、この範囲で配合することにより本発明の効果が
より確実に発揮される。In the present invention, one or more of the above surfactants can be used. The blending amount thereof is preferably 5 to 30% by weight, particularly 10 to 20% by weight of the entire composition, and by blending within this range, the effects of the present invention are more reliably exhibited.
また、本゛発明に用いるシリコーン油は、上記(I)式
、即ち
(n ” 3〜2500である)
で表されるジメチルポリシロキサンである。Further, the silicone oil used in the present invention is a dimethylpolysiloxane represented by the above formula (I), that is, (n'' is 3 to 2,500).
上記(I)式のシリコーン油として、具体的には例えば
トーレ・シリコーンmixの5H200(0,65cs
〜1,000,0OOcs)を用いることができる。Specifically, as the silicone oil of the above formula (I), for example, 5H200 (0.65 cs
~1,000,0OOcs) can be used.
(り式のシリコーン油の配合量は組成物全体の0.01
〜10重量%、特に0.1〜5重景%とすることが好ま
しい。0.01重量%未満では毛髪のしなやかさ、滑ら
かさ等の仕上り性能が充分に発揮されないことがあり、
また10重量%を超えると多量のシリコーン油のために
、毛髪のまとまり性が劣化するばかりでなく、分散性も
悪化することがある。(The amount of silicone oil in the formula is 0.01% of the total composition.)
The content is preferably 10% by weight, particularly 0.1% to 5% by weight. If it is less than 0.01% by weight, the finishing performance such as hair flexibility and smoothness may not be fully exhibited.
Moreover, if it exceeds 10% by weight, the large amount of silicone oil not only deteriorates the manageability of the hair but also may deteriorate the dispersibility.
更に、本発明で用いるポリマーは、上記(■)式、即ち
(X) (Y)・・・(II)
(式中R1及びR3はそれぞれ水素原子又はメチル基、
R2は炭素数1〜18、好ましくは1〜10のアルキル
基、R4及びRGはそれぞれ炭素数1〜4、好ましくは
1〜2のアルキレン基、R1よ水素原子、メチル基又は
エチル基、P/Qはモル比として1/9〜8/2である
。)
で表わされる平均分子量2万〜100万、好ましくは2
万〜50万のものであり、アクリル酸エステルまたはメ
タクリル酸エステル(以下X成分と称す)と、アクリル
酸エステルまたはメタクリル酸エステルのベタイン型両
性化合物(以下Y成分と称す)とからなる共重合物であ
る。Furthermore, the polymer used in the present invention has the above formula (■), that is, (X) (Y)...(II) (wherein R1 and R3 are each a hydrogen atom or a methyl group,
R2 is an alkyl group having 1 to 18 carbon atoms, preferably 1 to 10 carbon atoms, R4 and RG are each an alkylene group having 1 to 4 carbon atoms, preferably 1 to 2 carbon atoms, R1 is a hydrogen atom, a methyl group or an ethyl group, P/ Q is 1/9 to 8/2 as a molar ratio. ) average molecular weight of 20,000 to 1,000,000, preferably 2
A copolymer consisting of an acrylic ester or methacrylic ester (hereinafter referred to as the X component) and a betaine type amphoteric compound of an acrylic ester or methacrylic ester (hereinafter referred to as the Y component). It is.
この場合、X成分とY成分のモル比は、先述したように
179〜8/2.好ましくは2/8〜7/3の範囲であ
り、X成分のモル比が多いとポリマーは水不溶性となり
、シリコーン油の分散安定化効果が著しく低下し、yI
fc分のモル比が高いと7二オン活性剤系に強電解質が
共存している場合にポリマーの水和力が著しく減少し、
シリコーン油を安定に分散させることができない、っま
りPとQが先述のモル比の範囲にあるときにポリマーは
適度な水溶性となり、系内に強電解質が共存していても
分子内のイオン的中和作用を保持し、活性剤溶液中でも
縮退せず、シリコーン油の分散安定化に効果を発揮する
だけでなく、仕上り性能も著しく向上させることができ
る。In this case, the molar ratio of the X component to the Y component is 179 to 8/2. It is preferably in the range of 2/8 to 7/3; if the molar ratio of the
When the molar ratio of the fc component is high, the hydration power of the polymer is significantly reduced when a strong electrolyte coexists in the 7ionic activator system,
When silicone oil cannot be stably dispersed, and when P and Q are within the molar ratio mentioned above, the polymer becomes moderately water-soluble, and even if a strong electrolyte coexists in the system, the ions in the molecule It maintains a targeted neutralizing effect, does not degenerate even in an activator solution, and is not only effective in stabilizing the dispersion of silicone oil, but also significantly improves finishing performance.
上記(II)式のポリマーとして、具体的には。Specifically, the polymer of formula (II) above includes:
ユカフォーマーAM−75201.ユカフォーマ−AM
204.ユカフォーマーAMW、ユカフォーマ−AMW
H(三菱油化株式会社製)等を挙げることができる。Yukaformer AM-75201. Yukaformer-AM
204. Yuka former AMW, Yuka former AMW
H (manufactured by Mitsubishi Yuka Co., Ltd.) and the like.
(n)式のポリマーの配合量は組成物全体の0.1〜5
重量%、特に0.5〜3重量%とすることが好ましい、
0.1重量%未満ではシリコーン油の分散性が劣化する
ことがあり、また5重量%を超えると毛髪のごわつき感
が生じ、しなやかさ、滑らかさ等の仕上り性能が充分発
揮されない場合がある。The amount of the polymer of formula (n) is 0.1 to 5% of the total composition.
% by weight, preferably 0.5 to 3% by weight,
If it is less than 0.1% by weight, the dispersibility of the silicone oil may deteriorate, and if it exceeds 5% by weight, the hair may feel stiff, and finishing performance such as suppleness and smoothness may not be fully exhibited.
本発明の液体洗浄剤組成物は、毛髪用シャンプー、衣類
用洗浄剤等に調製されるものであるが、この場合本発明
の液体洗浄剤組成物には、発明の効果に影響を与えない
範囲において、必要に応じて通常使用されている補助添
加剤を添加することができる。このような添加剤として
は、例えば、食塩、芒硝、可溶化剤、BTH1α−トコ
フェロール等の酸化防止剤、紫外線吸収剤、真珠光沢剤
。The liquid detergent composition of the present invention is prepared as a shampoo for hair, a detergent for clothing, etc. In this case, the liquid detergent composition of the present invention may be used within a range that does not affect the effects of the invention. In this step, commonly used auxiliary additives can be added as necessary. Examples of such additives include common salt, mirabilite, solubilizers, antioxidants such as BTH1α-tocopherol, ultraviolet absorbers, and pearlescent agents.
乳濁剤、ふけ止め剤、トニック剤、pH調整剤、タンパ
ク誘導剤、動物抽出エキス、殺菌剤、色素。Emulsifiers, anti-dandruff agents, tonic agents, pH adjusters, protein inducers, animal extracts, fungicides, pigments.
香料、カチオン界面活性剤、カチオン性ポリマー等のコ
ンデイショニング剤等を挙げることができる。この場合
1本発明組成物には、エチルアルコールあるいはイルプ
ロピルアルコールのような低級アルコールを泡立ちに悪
影響を及ぼさない範囲で配合することにより、組成物の
系の相溶性を改善することができる。Conditioning agents such as fragrances, cationic surfactants, and cationic polymers can be mentioned. In this case, the system compatibility of the composition can be improved by incorporating a lower alcohol such as ethyl alcohol or ylpropyl alcohol into the composition of the present invention within a range that does not adversely affect foaming.
以上説明したように、本発明の液体洗浄剤組成物は、シ
リコーン油の分散安定性が良好であると共に、毛髪等に
しなやかさ、滑らかさ、まとまり性を与えるなど、優れ
た仕上げ性能を発揮するものであり、多様化した消費者
のニーズに十分応えることができろものである。As explained above, the liquid detergent composition of the present invention not only has good dispersion stability of silicone oil, but also exhibits excellent finishing performance, such as giving suppleness, smoothness, and manageability to hair. It is a product that can fully meet the diversified needs of consumers.
以下、実施例を示してこの発明を具体的に説明するが、
この発明はこれら実施例に限定されるものではない、な
お、説明に先立ち、各側において採用した評価方法につ
いて説明する。The present invention will be specifically explained below with reference to Examples.
The present invention is not limited to these examples. Prior to the description, evaluation methods adopted by each side will be explained.
(I)シリコーン油の分散性
調整された液体洗浄剤組成物を45℃で1週間保存し、
目視あるいは顕微鏡により観察し判定した1判定基準は
以下の通りである。(I) Storing the liquid detergent composition with adjusted dispersibility of silicone oil at 45°C for one week,
One criterion determined by visual observation or microscopic observation is as follows.
0:均一分散している
Δ:合一はないが1分離している
×:合一、分離している
(2)毛髪のしなやかさ
洗浄、すすぎおよび乾燥を行なった後の毛束(5g、2
0国)のしなやかさを、テスター20名により、標準の
シャンプーを用いた場合と対照させた一対比較法によっ
て官能評価した。評価基準は次の通りである。0: Uniformly dispersed Δ: No coalescence but 1 separation ×: Coalescence and separation (2) Hair suppleness Hair bundle after washing, rinsing and drying (5g, 2
0 country) was sensory evaluated by 20 testers using a paired comparison method in comparison with the case using a standard shampoo. The evaluation criteria are as follows.
O:標準シャンプーよりしなやかさが優れるO:標準シ
ャンプーよりしなやかさがやや優れる
Δ:標準シャンプーとしなやかさが同等×:#A準シャ
ンプーよりしなやかさが劣る(3)毛髪の滑らかさ
(2)の評価方法と同様に官能評価を行なった。O: Better suppleness than standard shampoo O: Slightly better suppleness than standard shampoo Δ: Same suppleness as standard shampoo ×: Less suppleness than #A quasi-shampoo (3) Hair smoothness (2) Sensory evaluation was performed in the same manner as the evaluation method.
但し、この場合の評価基準は次の通りである。However, the evaluation criteria in this case are as follows.
O:標準シャンプーより滑らかさが優れている
0:標準シャンプーより滑らかさがやや優れている
Δ:標準シャンプーと滑らかさが同等
X:41*シヤンプーより滑らかさが劣る(4)毛髪の
まとまり性
(2)の評価方法と同様に官能評価を行なった。O: Smoothness is better than the standard shampoo 0: Smoothness is slightly better than the standard shampoo Δ: Smoothness is the same as the standard shampoo Sensory evaluation was performed in the same manner as in the evaluation method 2).
但し、この場合の評価基準は次の通りである。However, the evaluation criteria in this case are as follows.
O:標準シャンプーより毛髪のまとまり性が優れている
0:標準シャンプーより毛髪のまとまり性がやや優れて
いる
Δ:標準シャンプーと毛髪のまとまり性が同等
×:標準シャンプーより毛髪のまとまり性が劣る
なお、上記(2)〜(4)の試験において、標準シャン
プーとしてはポリオキシエチレンラウリルエーテル硫酸
ナトリウムCD : 3)を10重量%、ヤシ油脂肪酸
ジェタノールアミドを3重量%。O: Hair clumpiness is better than the standard shampoo. 0: Hair clumpiness is slightly better than the standard shampoo. Δ: Hair clumpiness is the same as the standard shampoo. ×: Hair clumpiness is inferior to the standard shampoo. In the above tests (2) to (4), standard shampoos were 10% by weight of sodium polyoxyethylene lauryl ether sulfate CD: 3) and 3% by weight of coconut oil fatty acid jetanolamide.
硫酸ナトリウムを1重量%、水バランスの組成のもの用
いた。A composition containing 1% by weight of sodium sulfate and water balance was used.
以下、各実施例および比較例について説明するが、以下
の表に示す各成分の含量はすべて重量%第1〜3表の結
果から明らかなように、界面活性剤、(I)式のシリコ
ーン油及び(II)式のポリマーを配合した本発明の組
成物は、シリコーン油の分散性、仕上げ効果(しなやか
さ、滑らかさ。Each Example and Comparative Example will be explained below, and the contents of each component shown in the table below are all percentages by weight. The composition of the present invention containing the polymer of formula (II) has improved dispersibility of silicone oil and finishing effects (flexibility, smoothness).
まとまり性の付与)に優れていることが認められる。こ
れに対し、(■)式のポリマーが配合されていない組成
物(比較例1〜3.7〜10)及び(I)式のジメチル
ポリシロキサンが配合されていない組成物(比較例4〜
6,11〜14)は、いずれも各評価項目の1つ以上が
劣っており、本発明の目的を達成し得ないものであった
。It is recognized that it is excellent in imparting cohesiveness. In contrast, compositions in which the polymer of formula (■) was not blended (Comparative Examples 1 to 3.7 to 10) and compositions in which dimethylpolysiloxane of formula (I) were not blended (Comparative Examples 4 to
No. 6, 11 to 14) were all inferior in one or more of each evaluation item, and could not achieve the object of the present invention.
Claims (1)
基、R^2は炭素数1〜18のアルキル基、R^4及び
R^6はそれぞれ炭素数1〜4のアルキレン基、R^5
は水素原子、メチル基又はエチル基、P/Qはモル比と
して1/9〜8/2である。) で表される平均分子量2万〜100万のポリマーとを含
有し、上記シリコーン油が乳化分散されていることを特
徴とする液体洗浄剤組成物。[Claims] 1. A surfactant, a silicone oil represented by the following formula (I) ▲ Numerical formula, chemical formula, table, etc.▼... (I) (n = 3 to 2500) , the following formula (II) ▲There are mathematical formulas, chemical formulas, tables, etc.▼...(II) (In the formula, R^1 and R^3 are each a hydrogen atom or a methyl group, and R^2 is a carbon number of 1 to 18. Alkyl group, R^4 and R^6 are each an alkylene group having 1 to 4 carbon atoms, R^5
is a hydrogen atom, a methyl group or an ethyl group, and P/Q is a molar ratio of 1/9 to 8/2. ) and a polymer having an average molecular weight of 20,000 to 1,000,000, and the silicone oil is emulsified and dispersed therein.
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP16841989A JP2570862B2 (en) | 1989-06-30 | 1989-06-30 | Liquid detergent composition |
MYPI90001109A MY109475A (en) | 1989-06-30 | 1990-06-29 | Detergent compositions. |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP16841989A JP2570862B2 (en) | 1989-06-30 | 1989-06-30 | Liquid detergent composition |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH0335099A true JPH0335099A (en) | 1991-02-15 |
JP2570862B2 JP2570862B2 (en) | 1997-01-16 |
Family
ID=15867777
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP16841989A Expired - Lifetime JP2570862B2 (en) | 1989-06-30 | 1989-06-30 | Liquid detergent composition |
Country Status (1)
Country | Link |
---|---|
JP (1) | JP2570862B2 (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH111415A (en) * | 1997-04-16 | 1999-01-06 | Sanyo Chem Ind Ltd | Hair treating agent |
JP2013136565A (en) * | 2011-11-29 | 2013-07-11 | Lion Corp | Hair detergent composition |
-
1989
- 1989-06-30 JP JP16841989A patent/JP2570862B2/en not_active Expired - Lifetime
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH111415A (en) * | 1997-04-16 | 1999-01-06 | Sanyo Chem Ind Ltd | Hair treating agent |
JP2013136565A (en) * | 2011-11-29 | 2013-07-11 | Lion Corp | Hair detergent composition |
Also Published As
Publication number | Publication date |
---|---|
JP2570862B2 (en) | 1997-01-16 |
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