JP3349219B2 - Cosmetic base material - Google Patents
Cosmetic base materialInfo
- Publication number
- JP3349219B2 JP3349219B2 JP25120593A JP25120593A JP3349219B2 JP 3349219 B2 JP3349219 B2 JP 3349219B2 JP 25120593 A JP25120593 A JP 25120593A JP 25120593 A JP25120593 A JP 25120593A JP 3349219 B2 JP3349219 B2 JP 3349219B2
- Authority
- JP
- Japan
- Prior art keywords
- galactomannan
- hair
- viscosity
- hydroxyalkyl
- base material
- 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 - Fee Related
Links
- 239000002537 cosmetic Substances 0.000 title claims description 22
- 239000000463 material Substances 0.000 title description 13
- 229920000926 Galactomannan Polymers 0.000 claims description 23
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 22
- OMDQUFIYNPYJFM-XKDAHURESA-N (2r,3r,4s,5r,6s)-2-(hydroxymethyl)-6-[[(2r,3s,4r,5s,6r)-4,5,6-trihydroxy-3-[(2s,3s,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methoxy]oxane-3,4,5-triol Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@@H]1OC[C@@H]1[C@@H](O[C@H]2[C@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)O)[C@H](O)[C@H](O)[C@H](O)O1 OMDQUFIYNPYJFM-XKDAHURESA-N 0.000 claims description 18
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 17
- 229910052757 nitrogen Inorganic materials 0.000 claims description 13
- 239000007864 aqueous solution Substances 0.000 claims description 9
- -1 hydroxyalkyl ether Chemical compound 0.000 claims description 9
- 239000002253 acid Substances 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 description 15
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 14
- 239000002585 base Substances 0.000 description 11
- 239000000203 mixture Substances 0.000 description 11
- 239000002453 shampoo Substances 0.000 description 11
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 239000006071 cream Substances 0.000 description 8
- 229920002907 Guar gum Polymers 0.000 description 6
- 239000000665 guar gum Substances 0.000 description 6
- 235000010417 guar gum Nutrition 0.000 description 6
- 229960002154 guar gum Drugs 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 4
- 239000007800 oxidant agent Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 102000004190 Enzymes Human genes 0.000 description 3
- 108090000790 Enzymes Proteins 0.000 description 3
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 3
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 3
- 229920000161 Locust bean gum Polymers 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 125000002947 alkylene group Chemical group 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 3
- 239000000711 locust bean gum Substances 0.000 description 3
- 235000010420 locust bean gum Nutrition 0.000 description 3
- 230000007935 neutral effect Effects 0.000 description 3
- 238000006386 neutralization reaction Methods 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- VFKZECOCJCGZQK-UHFFFAOYSA-M 3-hydroxypropyl(trimethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CCCO VFKZECOCJCGZQK-UHFFFAOYSA-M 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- 229920002472 Starch Polymers 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 230000001476 alcoholic effect Effects 0.000 description 2
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 230000003766 combability Effects 0.000 description 2
- 238000006266 etherification reaction Methods 0.000 description 2
- 239000003676 hair preparation Substances 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000008107 starch Substances 0.000 description 2
- 235000019698 starch Nutrition 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- PUVAFTRIIUSGLK-UHFFFAOYSA-M trimethyl(oxiran-2-ylmethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CC1CO1 PUVAFTRIIUSGLK-UHFFFAOYSA-M 0.000 description 2
- NJGPOMYDBKROBX-UHFFFAOYSA-M (3-chloro-2-hydroxypropyl)-ethyl-dimethylazanium;chloride Chemical compound [Cl-].CC[N+](C)(C)CC(O)CCl NJGPOMYDBKROBX-UHFFFAOYSA-M 0.000 description 1
- HPLFXTUAVXJDPJ-UHFFFAOYSA-M (3-chloro-2-hydroxypropyl)-triethylazanium;chloride Chemical compound [Cl-].CC[N+](CC)(CC)CC(O)CCl HPLFXTUAVXJDPJ-UHFFFAOYSA-M 0.000 description 1
- UJGASLPMQXIPEY-UHFFFAOYSA-M (3-chloro-2-hydroxypropyl)-tripropylazanium;chloride Chemical compound [Cl-].CCC[N+](CCC)(CCC)CC(O)CCl UJGASLPMQXIPEY-UHFFFAOYSA-M 0.000 description 1
- RBACIKXCRWGCBB-UHFFFAOYSA-N 1,2-Epoxybutane Chemical compound CCC1CO1 RBACIKXCRWGCBB-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- WQZGKKKJIJFFOK-QTVWNMPRSA-N D-mannopyranose Chemical compound OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-QTVWNMPRSA-N 0.000 description 1
- 239000004166 Lanolin Substances 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- 239000005708 Sodium hypochlorite Substances 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 1
- 150000001649 bromium compounds Chemical class 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 210000001520 comb Anatomy 0.000 description 1
- 239000003581 cosmetic carrier Substances 0.000 description 1
- 230000000593 degrading effect Effects 0.000 description 1
- 238000012691 depolymerization reaction Methods 0.000 description 1
- NDTCWHJPYLGPSK-UHFFFAOYSA-M diethyl-methyl-(oxiran-2-ylmethyl)azanium;chloride Chemical compound [Cl-].CC[N+](C)(CC)CC1CO1 NDTCWHJPYLGPSK-UHFFFAOYSA-M 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- PWVLGIFYUUHJQA-UHFFFAOYSA-N dimethyl-[3-(oxiran-2-yl)propyl]azanium;chloride Chemical compound [Cl-].C[NH+](C)CCCC1CO1 PWVLGIFYUUHJQA-UHFFFAOYSA-N 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 239000003752 hydrotrope Substances 0.000 description 1
- 150000004694 iodide salts Chemical class 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 150000002646 long chain fatty acid esters Chemical class 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- YQFOHQBSENCNTR-UHFFFAOYSA-M oxiran-2-ylmethyl(tripropyl)azanium;chloride Chemical compound [Cl-].CCC[N+](CCC)(CCC)CC1CO1 YQFOHQBSENCNTR-UHFFFAOYSA-M 0.000 description 1
- 230000002085 persistent effect Effects 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- QVOJVKONBAJKMA-UHFFFAOYSA-M triethyl(oxiran-2-ylmethyl)azanium;chloride Chemical compound [Cl-].CC[N+](CC)(CC)CC1CO1 QVOJVKONBAJKMA-UHFFFAOYSA-M 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
- 239000013585 weight reducing agent Substances 0.000 description 1
- LTVDFSLWFKLJDQ-UHFFFAOYSA-N α-tocopherolquinone Chemical compound CC(C)CCCC(C)CCCC(C)CCCC(C)(O)CCC1=C(C)C(=O)C(C)=C(C)C1=O LTVDFSLWFKLJDQ-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Cosmetics (AREA)
Description
【発明の詳細な説明】DETAILED DESCRIPTION OF THE INVENTION
【0001】[0001]
【産業上の利用分野】本発明は、毛髪や皮膚に対する親
和性がよく、良好な使用感、仕上り感を与える低粘度カ
チオン化ヒドロキシアルキルガラクトマンナンからなる
化粧品基材に関するものである。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a cosmetic base material comprising a low-viscosity cationized hydroxyalkylgalactomannan which has a good affinity for hair and skin and gives a good feeling of use and finish.
【0002】[0002]
【従来の技術】化粧品基材として、天然物およびその誘
導体の使用が一般化しつつあり、セルロース誘導体や澱
粉をカチオン変性して得られた水溶性高分子化合物の利
用が注目されている。例えば、特公昭47−20635
公報にはシャンプーや毛髪化粧料に、第4級窒素を導入
したセルロース誘導体があげられている。また、特公昭
60−42763号公報には第4級窒素を導入したカチ
オン化ヒドロキシアルキル澱粉が、シャンプー、リン
ス、クリームなどに用いらることが記載されている。2. Description of the Related Art The use of natural products and derivatives thereof as cosmetic base materials is becoming popular, and the use of water-soluble polymer compounds obtained by cationically modifying cellulose derivatives and starch has attracted attention. For example, Japanese Patent Publication No. 47-20635
The gazette discloses cellulose derivatives in which quaternary nitrogen is introduced into shampoos and hair cosmetics. Japanese Patent Publication No. Sho 60-42763 discloses that cationized hydroxyalkyl starch into which quaternary nitrogen is introduced is used for shampoos, rinses, creams and the like.
【0003】[0003]
【発明が解決しようとする課題】これらのカチオン変性
ポリマーの中で、ヒドロキシエチルセルロースヒドロキ
シプロピルトリメチルアンモニウムクロリドエーテルや
グアーガムヒドロキシプロピルトリメチルアンモニウム
クロリドエーテルは、現在使用されているが、十分満足
できるものではない。例えば、これらを用いたシャンプ
ーや毛髪化粧料は洗髪時、すすぎ時のぬめり感、しっと
り感、柔らかさは付与されるものの、毛髪を乾燥させる
過程で不快なべたつきを生じたり、乾燥につれ、カチオ
ン変性ポリマーと界面活性剤のコンプレックスが固化
し、ごわつきを生じるなど乾燥後の髪に好ましい感触が
得られないなどの理由でいまだ満足できるものではなか
った。このような事情に鑑み、本発明は従来使用されて
きた原料では困難であった良好な使用感、仕上り感を与
える化粧品基材を提供することを目的とする。Among these cation-modified polymers, hydroxyethylcellulose hydroxypropyltrimethylammonium chloride ether and guar gum hydroxypropyltrimethylammonium chloride ether are currently used but are not sufficiently satisfactory. For example, shampoos and hair cosmetics using them provide a slimy, moist, and soft feel when washing and rinsing, but cause unpleasant stickiness in the process of drying the hair, and cationic modification as the hair dries. The complex was not yet satisfactory because the complex of the polymer and the surfactant solidified and the hair after drying could not have a desirable feel, for example, causing stiffness. In view of such circumstances, an object of the present invention is to provide a cosmetic base material that gives a good feeling of use and a finished feeling that has been difficult with conventionally used raw materials.
【0004】[0004]
【課題を解決するための手段】本発明は前記の目的を達
成すべく種々検討した結果、MS値0.1〜1.8のガ
ラクトマンナンのヒドロキシアルキルエーテルにグリシ
ジルトリアルキルアンモニウム塩または3−ハロゲノ−
2−ヒドロキシプロピルトリアルキルアンモニウム塩を
第4級窒素含有率0.2〜3重量%含有するように反応
させる前、同時または後に低分子化処理し、30%水溶
液の30℃粘度が3〜500cpsである低粘度カチオ
ン化ヒドロキシアルキルガラクトマンナンを用いること
により、本発明の目的を達成する各種の化粧料を製造す
ることができることを見出し、本発明を完成するに至っ
た。According to the present invention, various studies have been made to achieve the above object. As a result, a hydroxyalkyl ether of galactomannan having an MS value of 0.1 to 1.8 is added to a glycidyl trialkyl ammonium salt or 3-halogeno. −
Before, simultaneously or after reacting the 2-hydroxypropyltrialkylammonium salt so as to contain a quaternary nitrogen content of 0.2 to 3% by weight, a 30% aqueous solution has a viscosity of 30 to 500 cps at 30 ° C. It has been found that various cosmetics achieving the object of the present invention can be produced by using the low-viscosity cationized hydroxyalkylgalactomannan of the present invention, and the present invention has been completed.
【0005】ガラクトマンナンはマンノースを構成単位
とする主鎖にガラクトース単位が側鎖として構成される
中性多糖類であって自然界には主として豆科植物の種子
に多く含有されており、特にグア豆を原料とするグアガ
ム、ローカストビーンを原料とするローカストビーンガ
ムが代表的なガラクトマンナンを主成分とする植物ガム
質である。ここでガラクトマンナンのヒドロキシアルキ
ルエーテル化の程度を示すMSとはガラクトマンナンの
アンヒドロ糖単位当り付加したアルキレンオキサイドの
モル数を示す数値である。ガラクトマンナンのヒドロキ
シアルキルエーテルは、ガラクトマンナンに炭素数2〜
4の1・2−アルキレンオキシド、すなわちエチレンオ
キシド、1・2−プロピレンオキシド、1・2−ブチレ
ンオキシドが用いられる。これらのアルキレンオキシド
はMS値が0.1〜1.8好ましくは0.3〜1.0の
範囲になるように付加される。[0005] Galactomannan is a neutral polysaccharide in which a galactose unit is contained as a side chain in a main chain having mannose as a constitutional unit. Naturally, galactomannan is mainly contained in seeds of leguminous plants. Guar gum and locust bean gum as raw materials are typical plant gums containing galactomannan as a main component. Here, MS indicating the degree of hydroxyalkyl etherification of galactomannan is a numerical value indicating the number of moles of alkylene oxide added per anhydrosugar unit of galactomannan. The hydroxyalkyl ether of galactomannan has two to two carbon atoms in galactomannan.
4, 1,2-alkylene oxides, ie, ethylene oxide, 1.2-propylene oxide, 1.2-butylene oxide are used. These alkylene oxides are added so that the MS value is in the range of 0.1 to 1.8, preferably 0.3 to 1.0.
【0006】本発明において使用される低粘度カチオン
化ヒドロキシアルキルガラクトマンナンは、ガラクトマ
ンナンヒドロキシアルキルエーテルに下記化2で示され
る一般式(II)または下記化3で示される一般式(I
II)で示される化合物を窒素含有率0.2〜3重量%
になるよう反応させることによって製造することができ
る。The low-viscosity cationized hydroxyalkyl galactomannan used in the present invention is obtained by converting a galactomannan hydroxyalkyl ether into a general formula (II) represented by the following formula (2) or a general formula (I) represented by the following formula (3)
The compound of the formula II) having a nitrogen content of 0.2 to 3% by weight
It can be manufactured by reacting so that
【化2】 Embedded image
【化3】 このカチオン化反応は公知のエーテル化方法に従って行
うことができる。例えば、アルカリ触媒の存在下で、ガ
ラクトマンナンヒドロキシアルキルエーテルの水性ある
いはアルコール性の懸濁液または溶媒の少ない乾式の状
態に前記一般式(II)または(III)の化合物を加
えて、加熱反応させ、反応終了後中和することにより行
うことができる。前記一般式(II)または(III)
の化合物としては、グリシジルトリアルキルアンモニウ
ム塩および3−ハロ−2−ヒドロキシプロピルトリアル
キルアンモニウム塩例えばグリシジルトリメチルアンモ
ニウムクロリド、グリシジルトリエチルアンモニウムク
ロリド,グリシジルトリプロピルアンモニウムクロリ
ド,グリシジルエチルジメチルアンモニウムクロリド、
グリシジルジエチルメチルアンモニウムクロリドおよび
これらに対応する臭化物、ヨウ化物や、3−クロロ−2
−ヒドロキシプロピルトリメチルアンモニウムクロリ
ド、3−クロロ−2−ヒドロキシプロピルトリエチルア
ンモニウムクロリド、3−クロロ−2−ヒドロキシプロ
ピルトリプロピルアンモニウムクロリド、3−クロロ−
2−ヒドロキシプロピルエチルジメチルアンモニウムク
ロリドおよびこれらに対応する臭化物、ヨウ化物があげ
られる。Embedded image This cationization reaction can be performed according to a known etherification method. For example, in the presence of an alkali catalyst, a compound of the above general formula (II) or (III) is added to an aqueous or alcoholic suspension of galactomannan hydroxyalkyl ether or a dry state containing a small amount of a solvent, followed by heating reaction. After completion of the reaction, neutralization can be carried out. The general formula (II) or (III)
Examples of the compound include glycidyltrialkylammonium salt and 3-halo-2-hydroxypropyltrialkylammonium salt such as glycidyltrimethylammonium chloride, glycidyltriethylammonium chloride, glycidyltripropylammonium chloride, glycidylethyldimethylammonium chloride,
Glycidyl diethylmethylammonium chloride and its corresponding bromide, iodide, 3-chloro-2
-Hydroxypropyltrimethylammonium chloride, 3-chloro-2-hydroxypropyltriethylammonium chloride, 3-chloro-2-hydroxypropyltripropylammonium chloride, 3-chloro-
2-hydroxypropylethyldimethylammonium chloride and the corresponding bromides and iodides.
【0007】本発明において使用される低粘度カチオン
化ヒドロキシアルキルガラクトマンナンは、ガラクトマ
ンナンヒドロキシアルキルエーテルをカチオン化反応さ
せる前、同時または後にガラクトマンナンを低分子化さ
せることによって得られる。低分子化の方法としては、
塩酸、硝酸、硫酸、ギ酸、酢酸などの酸、ガラクトマン
ナン分解酵素、次亜塩素酸ソーダ、過酸化水素、過硫酸
アンモニウム、過硫酸カリウムなどの酸化剤を用いてガ
ラクトマンナン分子を加水分解することによって得られ
る。これらの低分子化反応は公知の方法に従って行うこ
とができる。例えば、ガラクトマンナンヒドロキシアル
キルエーテルの水性あるいはアルコール性の懸濁液また
は溶媒の少ない乾式の状態に、酸、分解酵素、酸化剤な
どを加えて、加熱反応させ反応終了後中和することによ
って得られる。低分子化には酸、分解酵素、酸化剤のい
ずれを用いてもよいが、カチオン化反応と同時に低分子
化させるには、高アルカリ条件下でも作用する酸化剤が
好ましい。低分子化の程度は、30%水溶液の30℃粘
度が3〜500cps、好ましくは10〜400cps
になるまで低分子化される。The low viscosity cationized hydroxyalkyl galactomannan used in the present invention can be obtained by reducing the molecular weight of galactomannan before, simultaneously with, or after the cationization reaction of the galactomannan hydroxyalkyl ether. As a method for lowering the molecular weight,
By hydrolyzing galactomannan molecules using acids such as hydrochloric acid, nitric acid, sulfuric acid, formic acid and acetic acid, galactomannan degrading enzymes, oxidizing agents such as sodium hypochlorite, hydrogen peroxide, ammonium persulfate and potassium persulfate can get. These depolymerization reactions can be performed according to a known method. For example, it is obtained by adding an acid, a decomposing enzyme, an oxidizing agent, etc. to an aqueous or alcoholic suspension of galactomannan hydroxyalkyl ether or a dry state with a small amount of a solvent, and performing a heat reaction to neutralize the reaction after the reaction. . Any of an acid, a decomposing enzyme, and an oxidizing agent may be used for lowering the molecular weight. However, for lowering the molecular weight at the same time as the cationization reaction, an oxidizing agent that operates even under highly alkaline conditions is preferable. The degree of depolymerization is such that the 30% viscosity of the 30% aqueous solution is 3 to 500 cps, preferably 10 to 400 cps.
The molecular weight is reduced until
【0008】本発明において使用されるガラクトマンナ
ンヒドロキシアルキルエーテルのMS値は、0.1未満
では皮膚や毛髪を被覆するフィルムの柔軟性が乏しくな
るため、感触、くし通りが悪くなるし、またこの付加モ
ル数が1.8を越えると吸水性が増大し使用後にベトつ
く感じを与えるようになるので好ましくない。またカチ
オン化反応によって導入される窒素の含有率は0.2重
量%未満ではこれを化粧料に配合して毛髪や皮膚に対す
る親和性が低くなるし、またそれが3重量%を越える
と、化粧料の使用時にべとつく感じを与えるようになる
ので好ましくない。窒素含有率の特に好ましい範囲は
0.5〜2.0重量%である。さらに、低分子化の程度
は、30%水溶液の30℃粘度が3cps未満では、こ
れをシャンプーなどに配合したとき、ぬめり感が不足
し、500cpsを越えると毛髪を乾燥させる過程で不
快なべたつきを生じたり、乾燥につれ、界面活性剤との
コンプレックスが固化しごわつきを生ずる。粘度の好ま
しい範囲は10〜400cpsである。[0008] If the MS value of the galactomannan hydroxyalkyl ether used in the present invention is less than 0.1, the flexibility of the film covering the skin and hair becomes poor, so that the feel and combability are deteriorated. If the number of moles exceeds 1.8, the water absorption is increased, giving a sticky feeling after use. If the content of nitrogen introduced by the cationization reaction is less than 0.2% by weight, it is blended into a cosmetic to lower the affinity for hair and skin, and if it exceeds 3% by weight, the It is not preferable because it gives a sticky feeling when using the material. A particularly preferred range for the nitrogen content is 0.5-2.0% by weight. Further, the degree of molecular weight reduction is such that if the 30% viscosity of the 30% aqueous solution is less than 3 cps, the slimming feeling will be insufficient when it is blended with shampoo, etc., and if it exceeds 500 cps, unpleasant stickiness will be caused in the process of drying the hair. As it forms or dries, the complex with the surfactant solidifies and causes stiffness. The preferred range of the viscosity is 10 to 400 cps.
【0009】この低粘度カチオン化ヒドロキシアルキル
ガラクトマンナンを、公知の処方の毛髪化粧料、皮膚化
粧料などに所要量配合することによって、本発明の化粧
料が得られる。化粧料としては上記のものに限らないが
特に好ましいのは、シャンプー、リンス、クレンジング
クリームなどの使用時に水で洗い流す化粧料である。本
発明の化粧品基材を用いる化粧料中の他の成分は特に限
定されず、通常の化粧品用担体、希釈剤または添加物
〔例、各種の界面活性剤、油性物質(例、長鎖脂肪酸エ
ステル、炭化水素など)、加水分解タンパク質、ラノリ
ン、脂質、香料、紫外線吸収剤、ハイドロトロープな
ど〕が使用できる。また、ビタミン類や他の栄養学的ま
たは医薬的に有効な成分を添加してもよい。The cosmetic of the present invention can be obtained by mixing a required amount of the low-viscosity cationized hydroxyalkyl galactomannan into a hair cosmetic, a skin cosmetic or the like having a known formulation. The cosmetics are not limited to those described above, but particularly preferred are cosmetics that are washed away with water at the time of use such as shampoo, rinse and cleansing cream. Other components in the cosmetic using the cosmetic base material of the present invention are not particularly limited, and may be ordinary cosmetic carriers, diluents or additives [eg, various surfactants, oily substances (eg, long-chain fatty acid esters). , Hydrocarbons, etc.), hydrolyzed proteins, lanolin, lipids, fragrances, ultraviolet absorbers, hydrotropes, etc.]. Also, vitamins and other nutritionally or pharmaceutically active ingredients may be added.
【0010】本発明の化粧品基材の配合量は、用途など
に応じて異なるが通常0.1〜7重量%の範囲が好まし
い。0.1重量%未満では効果が十分に発揮されず、7
重量%を越えると好ましくない感触となる場合がある。The amount of the cosmetic substrate of the present invention varies depending on the use and the like, but is usually preferably in the range of 0.1 to 7% by weight. If the amount is less than 0.1% by weight, the effect is not sufficiently exhibited.
Exceeding the weight% may give an unpleasant feel.
【0011】[0011]
【実施例】つぎに実施例を挙げて本発明をさらに詳しく
説明するが、本発明はこれらに限定されるものではな
い。以下の実施例で用いる「部」は、特に示さない限り
重量部を示す。 実施例1 水26g、メタノール100gに苛性ソーダ3gを入れ
たガラス製耐圧反応器に、グアーガム60gを撹拌しな
がら加える。次いてエチレンオキシド35gを、窒素を
用いて1.5kg/cm2の圧力で導入したのち50℃
で反応させる。反応の進行とともに、系内の圧力の低下
が観察された。圧力の低下が認められなくなったのち、
さらに50℃で1時間反応させ、反応系の圧を抜き、グ
リシジルトリメチルアンモニウムクロリド40gを水溶
液として加え、さらに35%過酸化水素水25gを加え
50℃で5時間反応させる。反応終了後10%塩酸水溶
液30gを加え、室温で1時間中和を行う。中和終了後
多量のメタノール中に反応液を注ぎ、反応生成物を沈殿
させ▲ろ▼別した。得られた沈殿物を、各500gのメ
タノールで3回洗浄したのち、減圧下で乾燥し、反応物
103gを得た。このようにして得られた低粘度カチオ
ン化ヒドロキシアルキルグアーガムの付加されたエチレ
ンオキシドのMS値は1.2、窒素含有率2.4重量
%、30%水溶液の30℃粘度は320cpsであっ
た。(試料番号1)EXAMPLES The present invention will be described in more detail with reference to the following Examples, which should not be construed as limiting the invention thereto. “Parts” used in the following examples are parts by weight unless otherwise specified. Example 1 60 g of guar gum is added to a glass pressure-resistant reactor containing 3 g of caustic soda in 26 g of water and 100 g of methanol while stirring. Subsequently, 35 g of ethylene oxide was introduced at a pressure of 1.5 kg / cm 2 using nitrogen, and then 50 ° C.
To react. As the reaction proceeded, a decrease in the pressure in the system was observed. After the pressure drop is no longer observed,
The reaction was further allowed to proceed at 50 ° C. for 1 hour, the pressure in the reaction system was released, 40 g of glycidyltrimethylammonium chloride was added as an aqueous solution, and 25 g of 35% aqueous hydrogen peroxide was added, followed by reaction at 50 ° C. for 5 hours. After completion of the reaction, 30 g of a 10% hydrochloric acid aqueous solution is added, and neutralization is performed at room temperature for 1 hour. After the neutralization was completed, the reaction solution was poured into a large amount of methanol to precipitate a reaction product, which was separated by filtration. The obtained precipitate was washed three times with 500 g of methanol each time, and then dried under reduced pressure to obtain 103 g of a reaction product. The MS value of the ethylene oxide added with the low-viscosity cationized hydroxyalkyl guar gum thus obtained was 1.2, the nitrogen content was 2.4% by weight, and the 30% viscosity of the 30% aqueous solution was 320 cps. (Sample No. 1)
【0012】実施例2 実施例1の方法に準じてアルキレンオキシド、第4級窒
素含有率および粘度の異なる低粘度カチオン化ヒドロキ
シアルキルグアーガムおよび低粘度カチオン化ヒドロキ
シアルキルローカストビーンガムを合成した。この結果
を表1、表2および表3に示した。Example 2 According to the method of Example 1, low viscosity cationized hydroxyalkyl guar gum and low viscosity cationized hydroxyalkyl locust bean gum having different quaternary nitrogen contents and viscosities were synthesized. The results are shown in Tables 1, 2 and 3.
【表1】 [Table 1]
【表2】 [Table 2]
【表3】 [Table 3]
【0013】実施例3 実施例1および実施例2で得た低粘度カチオン化ヒドロ
キシアルキルグアーガムまたは低粘度カチオン化ヒドロ
キシアルキルローカストビーンガムを用いて、表4に示
した組成(A)のシャンプーを調製した。なお組成
(B)は比較のために調製した、低粘度カチオン化ヒド
ロキシアルキルガラクトマンナンを配合しない組成物で
ある。Example 3 A shampoo having the composition (A) shown in Table 4 was prepared using the low-viscosity cationized hydroxyalkyl guar gum or the low-viscosity cationized hydroxyalkyl locust bean gum obtained in Examples 1 and 2. did. The composition (B) is a composition prepared for comparison, which does not contain a low-viscosity cationized hydroxyalkylgalactomannan.
【表4】 低粘度カチオン化ヒドロキシアルキルガラクトマンナン
として、実施例2の試料の中から試料番号1、2、4、
5、6、7、8、9、10、11、12、13、14、
15、18、20、21および22の18種類を選ん
だ。この18種類のシャンプーに組成(B)のものを併
せた19種類のシャンプーそれぞれを、15名の女性に
使用させて、泡立ち、ぬめり感、使用後の髪の柔らかさ
などの性能を比較した。この結果を表5、表6および表
7に示した。これらの表に示した数値は組成(A)が優
れているとした人数から組成(B)が優れているとした
人数を差し引いた値である。[Table 4] As low viscosity cationized hydroxyalkyl galactomannans, sample numbers 1, 2, 4, and
5, 6, 7, 8, 9, 10, 11, 12, 13, 14,
Eighteen kinds of 15, 18, 20, 21 and 22 were selected. Fifteen women were allowed to use each of the 19 types of shampoos, which were obtained by combining the 18 types of shampoos with the composition (B), and compared the performance such as foaming, sliminess, and softness of hair after use. The results are shown in Tables 5, 6, and 7. The numerical values shown in these tables are the values obtained by subtracting the number of persons having the excellent composition (B) from the number of persons having the excellent composition (A).
【表5】 [Table 5]
【表6】 [Table 6]
【表7】 この表5の結果よりアルキレンオキシド付加のMS値が
0.1以上であれば、使用時、使用後とも感触が改善さ
れることがわかる。(表5の試料番号2に対する1、
4、5、6、7の比較より)また、表6の結果より窒素
含有率が0.2重量%以上であれば、シャンプーの性能
が改善されるが、窒素含有率が3重量%以上になると、
使用後のべとつきが大きくなり、総合的な好みにおいて
マイナス要因となることがわかる。(表6の試料番号8
に対する9,10、11、12、13の比較より)さら
に、表7の結果より30%水溶液の30℃粘度が3cp
sより低いときはぬめり感が不足し、500cpsより
高いときはべとつき感があることがわかる。(試料番号
14,22に対する15,18,20,20,21の比
較より)[Table 7] From the results in Table 5, it can be seen that when the MS value of the alkylene oxide addition is 0.1 or more, the feel is improved both during use and after use. (1 for sample number 2 in Table 5,
From the results in Table 6, when the nitrogen content is 0.2% by weight or more, the performance of the shampoo is improved, but the nitrogen content is 3% by weight or more. When it comes
It can be seen that the stickiness after use increases, which is a negative factor in overall preference. (Sample No. 8 in Table 6
From the comparison of 9, 10, 11, 12, and 13) Further, from the results in Table 7, the 30 ° C. viscosity of the 30% aqueous solution was 3 cp.
When the speed is lower than s, the slimy feeling is insufficient, and when the speed is higher than 500 cps, there is a sticky feeling. (From comparison of 15, 18, 20, 20, 21 with sample numbers 14, 22)
【0014】実施例4 本発明で用いる低粘度カチオンヒドロキシアルキルガラ
クトマンナンと比較するために、エチレンオキシドの付
加MS値1.65、窒素含有率1.8重量%、30%水
溶液の30℃粘度が20万cps以上(5%で3万cp
s)のカチオン変性ヒドロキシエチルセルロースを用い
て実施例3の表4に示した組成(A)のシャンプーを作
成した。そして同様に15名の女性によるテストをした
結果、本発明の基材はカチオン変性ヒドロキシエチルセ
ルロースより使用後のべとつきのなさやくし通りの良さ
の点で優れているということがわかった。Example 4 To compare with the low viscosity cationic hydroxyalkyl galactomannan used in the present invention, the addition MS value of ethylene oxide was 1.65, the nitrogen content was 1.8% by weight, and the 30% viscosity of a 30% aqueous solution was 20%. 10,000 cps or more (30,000 cp at 5%
A shampoo having the composition (A) shown in Table 4 of Example 3 was prepared using the cation-modified hydroxyethyl cellulose of s). A test by 15 women also showed that the base material of the present invention was superior to cation-modified hydroxyethylcellulose in terms of non-stickiness and combability after use.
【0015】実施例5 本発明の化粧品基材として表1の試料番号1、表2の試
料番号11、表3の試料番号17を用い下記表8の組成
のクリームタイプのヘアリンスを調製した。Example 5 A cream type hair rinse having the composition shown in Table 8 below was prepared using Sample No. 1 in Table 1, Sample No. 11 in Table 2 and Sample No. 17 in Table 3 as the cosmetic base material of the present invention.
【表8】 このヘアーリンスは、本発明の化粧品基材を配合しない
ものに比べて、使用時および使用後の風合が優れてい
た。[Table 8] This hair rinse had an excellent texture at the time of use and after use as compared with the hair rinse not containing the cosmetic base material of the present invention.
【0016】実施例6 本発明の化粧品基材として実施例5の同じ試料を用いて
下記表9の組成のクレンジングクリームを調製した。Example 6 A cleansing cream having the composition shown in Table 9 below was prepared using the same sample of Example 5 as the cosmetic base material of the present invention.
【表9】 このクレンジングクリームは、本発明の化粧品基材を配
合しないものに比べて伸びがよく、使用中の油性感が優
れていた。[Table 9] This cleansing cream had a better elongation and an excellent oily feeling during use as compared with the case where the cosmetic base material of the present invention was not blended.
【0017】実施例7 本発明の化粧品基材として実施例5と同じ試料を用いて
下記表10の組成の中性クリームを調製した。Example 7 A neutral cream having the composition shown in Table 10 below was prepared using the same sample as in Example 5 as the cosmetic base material of the present invention.
【表10】 この中性クリームは、本発明の化粧品基材を配合しない
ものに比べて滑らかさおよびしっとり感に優れ、しかも
その効果は長時間持続した。[Table 10] This neutral cream was excellent in smoothness and moist feeling as compared with those without the cosmetic base material of the present invention, and the effect lasted for a long time.
【0018】[0018]
【発明の効果】本発明の化粧品基材は、以下の利点があ
る。 (1)毛髪や皮膚への親和性が良好で、フィルム形成性
も良く、それらへの吸着性が優れる。 (2)保温性が優れ、毛髪や皮膚をしっとりさせ、毛髪
に腰のある柔軟性を与え、毛髪のつやを向上させる。し
かもこれらの効果は持続性がある。 (3)毛髪や皮膚に平滑性を付与するので、使用後の感
触が滑らかとなり、シャンプーに用いた場合には毛髪の
くし通りが良くなり、きしみ感がなくなり、クリームな
どに用いた場合には良好な使用感と仕上感を付与するこ
とができる。The cosmetic substrate of the present invention has the following advantages. (1) It has good affinity for hair and skin, good film-forming properties, and excellent adsorptivity to them. (2) It is excellent in heat retention, moisturizes hair and skin, gives the hair lumpy flexibility, and improves the gloss of hair. Moreover, these effects are persistent. (3) As it imparts smoothness to hair and skin, the feel after use becomes smooth, and when used in shampoo, hair combs become better, squeaky feeling disappears, and when used in creams, etc. Good feeling of use and finish can be imparted.
フロントページの続き (56)参考文献 特開 平4−306245(JP,A) 欧州特許出願公開529883(EP,A 1) 欧州特許出願公開530974(EP,A 1) 国際公開93/6205(WO,A1) (58)調査した分野(Int.Cl.7,DB名) A61K 7/00 - 7/50 CA(STN)Continuation of the front page (56) References JP-A-4-306245 (JP, A) European Patent Application Publication 529883 (EP, A1) European Patent Application Publication 530974 (EP, A1) International Publication 93/6205 (WO, A1) (58) Field surveyed (Int. Cl. 7 , DB name) A61K 7/ 00-7/50 CA (STN)
Claims (1)
ンのヒドロキシアルキルエーテルにおいて、その中のヒ
ドロキシル基の一部が下記化1の一般式(I)で示され
る残基で置換された構造を有し、かつ窒素含有率が0.
2〜3重量%で30%水溶液の30℃粘度が3〜500
cpsである酸処理カチオン化ヒドロキシアルキルガラ
クトマンナンからなる化粧品基材。 【化1】 1. A hydroxyalkyl ether of galactomannan having an MS value of 0.1 to 1.8, wherein a part of the hydroxyl group is substituted by a residue represented by the following general formula (I). It has a structure and a nitrogen content of 0.
A 30% aqueous solution having a viscosity of 3 to 500% at 2-3% by weight.
A cosmetic base comprising an acid-treated cationized hydroxyalkyl galactomannan that is cps. Embedded image
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP25120593A JP3349219B2 (en) | 1993-06-30 | 1993-06-30 | Cosmetic base material |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP25120593A JP3349219B2 (en) | 1993-06-30 | 1993-06-30 | Cosmetic base material |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0717825A JPH0717825A (en) | 1995-01-20 |
| JP3349219B2 true JP3349219B2 (en) | 2002-11-20 |
Family
ID=17219262
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP25120593A Expired - Fee Related JP3349219B2 (en) | 1993-06-30 | 1993-06-30 | Cosmetic base material |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP3349219B2 (en) |
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| JP2006097010A (en) * | 2004-08-31 | 2006-04-13 | Toho Chem Ind Co Ltd | Cation-modified soybean polysaccharide and cosmetic composition containing the substance |
| JP2006117923A (en) * | 2004-09-27 | 2006-05-11 | Toho Chem Ind Co Ltd | Cation-modified psyllium seed gum and cosmetic composition containing the substance |
| JP2006152280A (en) * | 2004-11-01 | 2006-06-15 | Toho Chem Ind Co Ltd | Cation-modified glucomannan polysaccharide and cosmetic composition containing the substance |
| JP2007009092A (en) * | 2005-06-30 | 2007-01-18 | Toho Chem Ind Co Ltd | Cation-modified gellan gum and cosmetic composition containing the substance |
| JP2007039477A (en) * | 2005-07-29 | 2007-02-15 | Toho Chem Ind Co Ltd | Cation-modified Karaya gum and cosmetic composition containing the substance |
| JP2007063446A (en) * | 2005-08-31 | 2007-03-15 | Toho Chem Ind Co Ltd | Cation-modified xanthan gum and cosmetic composition containing the substance |
| JP2007063479A (en) * | 2005-09-01 | 2007-03-15 | Toho Chem Ind Co Ltd | Cation-modified gum arabic and cosmetic composition containing the substance |
| JP2007099785A (en) * | 2005-09-30 | 2007-04-19 | Toho Chem Ind Co Ltd | Cation-modified pectin and cosmetic composition containing the substance |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0717825A (en) | 1995-01-20 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
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| LAPS | Cancellation because of no payment of annual fees |