JPS62205188A - Liquid crystal composition - Google Patents
Liquid crystal compositionInfo
- Publication number
- JPS62205188A JPS62205188A JP4769886A JP4769886A JPS62205188A JP S62205188 A JPS62205188 A JP S62205188A JP 4769886 A JP4769886 A JP 4769886A JP 4769886 A JP4769886 A JP 4769886A JP S62205188 A JPS62205188 A JP S62205188A
- Authority
- JP
- Japan
- Prior art keywords
- liquid crystal
- acid
- nonionic surfactant
- surfactant
- fatty acid
- 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.)
- Pending
Links
- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 53
- 239000000203 mixture Substances 0.000 title claims abstract description 19
- 239000002736 nonionic surfactant Substances 0.000 claims abstract description 22
- GPLRAVKSCUXZTP-UHFFFAOYSA-N diglycerol Chemical compound OCC(O)COCC(O)CO GPLRAVKSCUXZTP-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000008346 aqueous phase Substances 0.000 claims abstract description 5
- 229920006395 saturated elastomer Polymers 0.000 claims abstract description 4
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 25
- 239000000194 fatty acid Substances 0.000 claims description 25
- 229930195729 fatty acid Natural products 0.000 claims description 25
- 239000004094 surface-active agent Substances 0.000 claims description 18
- 150000004665 fatty acids Chemical class 0.000 claims description 14
- 229940105990 diglycerin Drugs 0.000 claims description 12
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 150000004671 saturated fatty acids Chemical class 0.000 claims description 3
- 235000021122 unsaturated fatty acids Nutrition 0.000 claims description 3
- 150000004670 unsaturated fatty acids Chemical class 0.000 claims description 3
- -1 isopalmitic acid Chemical compound 0.000 abstract description 18
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract description 8
- 239000002537 cosmetic Substances 0.000 abstract description 7
- AGNTUZCMJBTHOG-UHFFFAOYSA-N 3-[3-(2,3-dihydroxypropoxy)-2-hydroxypropoxy]propane-1,2-diol Chemical compound OCC(O)COCC(O)COCC(O)CO AGNTUZCMJBTHOG-UHFFFAOYSA-N 0.000 abstract description 6
- KIUKXJAPPMFGSW-DNGZLQJQSA-N (2S,3S,4S,5R,6R)-6-[(2S,3R,4R,5S,6R)-3-Acetamido-2-[(2S,3S,4R,5R,6R)-6-[(2R,3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid Chemical compound CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 KIUKXJAPPMFGSW-DNGZLQJQSA-N 0.000 abstract description 2
- ZONJATNKKGGVSU-UHFFFAOYSA-N 14-methylpentadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCC(O)=O ZONJATNKKGGVSU-UHFFFAOYSA-N 0.000 abstract description 2
- KUIYXYIWGVFQPD-UHFFFAOYSA-N 2-octyldodecanoic acid Chemical compound CCCCCCCCCCC(C(O)=O)CCCCCCCC KUIYXYIWGVFQPD-UHFFFAOYSA-N 0.000 abstract description 2
- 239000002552 dosage form Substances 0.000 abstract description 2
- 229920002674 hyaluronan Polymers 0.000 abstract description 2
- 229960003160 hyaluronic acid Drugs 0.000 abstract description 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical class C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 26
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 19
- 239000006185 dispersion Substances 0.000 description 15
- 230000015572 biosynthetic process Effects 0.000 description 11
- 238000003786 synthesis reaction Methods 0.000 description 11
- 235000011187 glycerol Nutrition 0.000 description 10
- 238000000034 method Methods 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- 238000006116 polymerization reaction Methods 0.000 description 5
- 239000002253 acid Substances 0.000 description 4
- YZXBAPSDXZZRGB-DOFZRALJSA-N arachidonic acid Chemical compound CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O YZXBAPSDXZZRGB-DOFZRALJSA-N 0.000 description 4
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 3
- 239000010931 gold Substances 0.000 description 3
- 229910052737 gold Inorganic materials 0.000 description 3
- 150000005691 triesters Chemical class 0.000 description 3
- YWWVWXASSLXJHU-AATRIKPKSA-N (9E)-tetradecenoic acid Chemical compound CCCC\C=C\CCCCCCCC(O)=O YWWVWXASSLXJHU-AATRIKPKSA-N 0.000 description 2
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 2
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 2
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 239000005639 Lauric acid Substances 0.000 description 2
- 239000005642 Oleic acid Substances 0.000 description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 229940114079 arachidonic acid Drugs 0.000 description 2
- 235000021342 arachidonic acid Nutrition 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 150000005690 diesters Chemical class 0.000 description 2
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000003792 electrolyte Substances 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- 239000002563 ionic surfactant Substances 0.000 description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 2
- 239000006210 lotion Substances 0.000 description 2
- 238000000199 molecular distillation Methods 0.000 description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 2
- MLQBTMWHIOYKKC-KTKRTIGZSA-N (z)-octadec-9-enoyl chloride Chemical compound CCCCCCCC\C=C/CCCCCCCC(Cl)=O MLQBTMWHIOYKKC-KTKRTIGZSA-N 0.000 description 1
- RZRNAYUHWVFMIP-KTKRTIGZSA-N 1-oleoylglycerol Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)CO RZRNAYUHWVFMIP-KTKRTIGZSA-N 0.000 description 1
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 1
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
- FFVPRSKCTDQLBP-UHFFFAOYSA-N 9-Methylnonadecane Chemical compound CCCCCCCCCCC(C)CCCCCCCC FFVPRSKCTDQLBP-UHFFFAOYSA-N 0.000 description 1
- YWWVWXASSLXJHU-UHFFFAOYSA-N 9E-tetradecenoic acid Natural products CCCCC=CCCCCCCCC(O)=O YWWVWXASSLXJHU-UHFFFAOYSA-N 0.000 description 1
- 235000021357 Behenic acid Nutrition 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 241000238557 Decapoda Species 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 229920002683 Glycosaminoglycan Polymers 0.000 description 1
- 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 1
- 240000001462 Pleurotus ostreatus Species 0.000 description 1
- 241000221095 Simmondsia Species 0.000 description 1
- 235000004433 Simmondsia californica Nutrition 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical class [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- IOYNQIMAUDJVEI-BMVIKAAMSA-N Tepraloxydim Chemical group C1C(=O)C(C(=N/OC\C=C\Cl)/CC)=C(O)CC1C1CCOCC1 IOYNQIMAUDJVEI-BMVIKAAMSA-N 0.000 description 1
- OGELJRHPEZALCC-UHFFFAOYSA-N [3-(2,3-dihydroxypropoxy)-2-hydroxypropyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCC(O)COCC(O)CO OGELJRHPEZALCC-UHFFFAOYSA-N 0.000 description 1
- SJLAFUFWXUJDDR-KTKRTIGZSA-N [3-[3-(2,3-dihydroxypropoxy)-2-hydroxypropoxy]-2-hydroxypropyl] (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)COCC(O)COCC(O)CO SJLAFUFWXUJDDR-KTKRTIGZSA-N 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 229960005070 ascorbic acid Drugs 0.000 description 1
- 235000010323 ascorbic acid Nutrition 0.000 description 1
- 239000011668 ascorbic acid Substances 0.000 description 1
- 229940116226 behenic acid Drugs 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000004440 column chromatography Methods 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000002024 ethyl acetate extract Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 150000003944 halohydrins Chemical class 0.000 description 1
- XFHYIYJBUXIFPF-UHFFFAOYSA-N hexan-2-yl decanoate Chemical compound CCCCCCCCCC(=O)OC(C)CCCC XFHYIYJBUXIFPF-UHFFFAOYSA-N 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000000787 lecithin Substances 0.000 description 1
- 235000010445 lecithin Nutrition 0.000 description 1
- 229940067606 lecithin Drugs 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229940078752 magnesium ascorbyl phosphate Drugs 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 235000021313 oleic acid Nutrition 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 229910052762 osmium Inorganic materials 0.000 description 1
- SYQBFIAQOQZEGI-UHFFFAOYSA-N osmium atom Chemical compound [Os] SYQBFIAQOQZEGI-UHFFFAOYSA-N 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920000223 polyglycerol Polymers 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
- HTJNEBVCZXHBNJ-XCTPRCOBSA-H trimagnesium;(2r)-2-[(1s)-1,2-dihydroxyethyl]-3,4-dihydroxy-2h-furan-5-one;diphosphate Chemical compound [Mg+2].[Mg+2].[Mg+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.OC[C@H](O)[C@H]1OC(=O)C(O)=C1O HTJNEBVCZXHBNJ-XCTPRCOBSA-H 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 239000003021 water soluble solvent Substances 0.000 description 1
Landscapes
- Medicinal Preparation (AREA)
- Cosmetics (AREA)
- Liquid Crystal Substances (AREA)
Abstract
Description
【発明の詳細な説明】
本発明は、ジグリ七リンま几はトリグリセリンの高級脂
肪酸モノエステルを水系中に富有せしめて得られる液晶
組成物に関するものである。また。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a liquid crystal composition obtained by enriching a higher fatty acid monoester of triglycerin in an aqueous system. Also.
本発明において「液晶組成物」とは、液晶溶液。In the present invention, the "liquid crystal composition" refers to a liquid crystal solution.
液晶分散溶液などの偏光プリズム下で光学的異方性を示
すものを意味し、外観は青色透明から半透ＥＩＡｔでの
状態を呈している。従ってラメラ液晶分散系なども含ま
れるものでおる。It refers to something that exhibits optical anisotropy under a polarizing prism, such as a liquid crystal dispersion solution, and its appearance ranges from blue and transparent to semi-transparent EIAt. Therefore, it also includes lamellar liquid crystal dispersion systems.
一般的に、液晶溶液は界面活性剤水溶液系で得られ、界
面活性剤の親水性−親油性バランス（以下、ＨＬＢと略
）を整えることにＬつて、高濃度から低濃度までの広い
範囲にわ几って形成されることが知られている。尚、こ
こでＨＬＢの調整金図るに際しては、ｆｌｌえはイオン
性界面活性剤の場合には、対イオンの種類を変え九夛、
電解質を添加することにエリ、また非イオン性界面活性
剤の場合には、親水基鎖の長さを調節することによって
行なわれてい友。Generally, liquid crystal solutions are obtained from a surfactant aqueous solution system, and in order to adjust the hydrophilic-lipophilic balance (hereinafter abbreviated as HLB) of the surfactant, it can be used in a wide range from high to low concentrations. It is known that it is formed slowly. In addition, when trying to adjust the HLB here, in the case of an ionic surfactant, the type of counter ion is changed,
In addition to adding electrolytes, this is also done in the case of nonionic surfactants by adjusting the length of the hydrophilic group chain.
しかしながら、非イオン性界面活性剤を用いて液晶浴液
ｆｔ胸裏する場合Ｉ／ｃは、ＨＬＢを調整し九としても
多量の界面活性剤量例えば界面活性剤濃度として１０重
量−以上ｔ−金含有せないと実用面で有用な安定性に優
れｔ液晶溶液が形成し得なかつ几。従って、液晶剤型は
これまでレシチンに代表されるような両性微界面活性剤
やジアルキルジメチルアンモニウムクロライドやラジウ
ム−ジ−２−エチルへキシルスルホサクシネートの工５
なイオン性界面活性剤によって調製されるのが通常でめ
った。However, when using a nonionic surfactant to prepare a liquid crystal bath liquid, the I/C is determined by adjusting the HLB and using a large amount of surfactant, e.g., a surfactant concentration of 10% by weight or more. Without it, a practically stable liquid crystal solution cannot be formed. Therefore, liquid crystal formulations have been developed using amphoteric microsurfactants such as lecithin, dialkyldimethylammonium chloride, and radium-di-2-ethylhexylsulfosuccinate.
It is usually prepared using ionic surfactants.
ところが、化粧品や医薬品においては、これらの剤ｆｆ
ｉ’を利用する際に、系中における溶存状態がＰＨ−？
電解質による影ｔｉＩｔ受は難い点から、非イオン界面
活性剤を用いることが最も望ましいと考えられてき几。However, in cosmetics and pharmaceuticals, these agentsff
When using i', the dissolved state in the system is PH-?
It is considered most desirable to use a nonionic surfactant because it is difficult to absorb the effects of electrolytes.
しかし、非イオン界面活性剤は相対的に皮膚に対する刺
激が低く１人体に対する安全性は良好な方であるとして
も、やはり液晶溶液を形成させるため１０重ｔｔＩＩ以
上もの界面活性剤ｔ’を使用することは、安全性工法し
て好ましいものとは言い難かった。However, even though nonionic surfactants are relatively less irritating to the skin and safer for the human body, a surfactant t' of 10 weight ttII or more is still used to form a liquid crystal solution. As a result, it was hard to say that it was a desirable safety construction method.
そこで、本発明者らは、前記の問題に鑑み、低濃度でも
液晶状態を形成し化粧品や医薬品の剤型としても用いる
こともできる非イオン性界面活性剤について鋭意研究し
たところ、特定のモノエステル型非イオン界面活性剤が
上述の目的を達成し優る。しかも温度安定性の上でも極
めて優れていることを見出し、斯る知見に基づき本発明
の完成に至った。Therefore, in view of the above problem, the present inventors conducted intensive research on nonionic surfactants that form a liquid crystal state even at low concentrations and can be used as dosage forms for cosmetics and pharmaceuticals. Type nonionic surfactants are superior in achieving the above objectives. Moreover, it was discovered that it is extremely excellent in terms of temperature stability, and based on this knowledge, the present invention was completed.
すなわち１本発明は、場合により水溶性成分を含む水相
中に、ジグリセリン及び／またはトリグリセリンと炭素
数１２〜２４の飽和または不飽和脂肪酸もしくは炭素数
１６〜２４のα−分岐脂肪酸とのモノ；ステルの含有製
置が界面活性剤全重量係中９０重量係以上である非イオ
ン性界面活性剤を０．１重量％以上含有せしめたことを
特徴とする液晶組成物に関するものである。That is, 1 the present invention provides a combination of diglycerin and/or triglycerin and a saturated or unsaturated fatty acid having 12 to 24 carbon atoms or an α-branched fatty acid having 16 to 24 carbon atoms in an aqueous phase that optionally contains a water-soluble component. The present invention relates to a liquid crystal composition characterized in that it contains 0.1% by weight or more of a nonionic surfactant whose mono-stellate content is 90% by weight or more based on the total weight of the surfactant.
以下１本発明の詳細な説明する。Hereinafter, one aspect of the present invention will be explained in detail.
本発明で適用される非イオン界面活性剤中に含有される
モノエステルを形成する高級脂肪酸としては、炭素数１
２〜２４の飽和又は不飽和脂肪酸例えばラウリル酸、ミ
リスチン酸、バルミチン酸。The higher fatty acid forming the monoester contained in the nonionic surfactant applied in the present invention has a carbon number of 1
2 to 24 saturated or unsaturated fatty acids such as lauric acid, myristic acid, valmitic acid.
ステアリン酸、ベヘン酸、ミリストレイン酸、ハルミド
レイン酸、オレイン酸、リノール酸、リルン酸、アラキ
ドン酸、ホホバ脂肪酸などや、炭素数１６〜２４のα−
分岐脂肪酸例えば慣用名としてのイソパルミチン酸、イ
ソステアリン酸、インアラキン酸、イソリグノセリン酸
などが挙げられる。Stearic acid, behenic acid, myristoleic acid, halmidoleic acid, oleic acid, linoleic acid, linoleic acid, arachidonic acid, jojoba fatty acid, etc., and α-
Branched fatty acids include, for example, common names such as isopalmitic acid, isostearic acid, inarachic acid, isolignoceric acid, and the like.
上記に示した様なジグリセリン及び／またはトリグリセ
リンの高級脂肪酸モノエステルを主成分として本発明に
係る非イオン界面活性剤が構成されるが、その場合にお
いても１本発明の液晶組成物を良好に形成させるには、
やはりＨＬＢの調整が一つのポイントとなる。その具体
的な手法としては１通常の混合法（高［（ＬＢモノエス
テル＋低ＨＬＢモノエステル）を用いても良いし、モノ
エステル中の親水鎖長と親油鎖長をコントロールする方
法などが挙けられる。後者の場合には、一般的に親油性
の強い長−鎖長高級脂肪酸を多く用いる場合には、グリ
セリンの重合度を高くシ、逆に親油性の弱い短鎖長高級
脂肪酸を多く用いる場合には、グリセリンの重合度を低
くすることが艮好な結果を与える。例えば、アラキドン
酸やベヘン＠を用い九場合にはトリグリセリンの比率を
多くし、ラウリル酸やミリスチン酸を用いｔ際にはジグ
リセリンの比ｃ４を高める等である。The nonionic surfactant according to the present invention is composed mainly of higher fatty acid monoesters of diglycerin and/or triglycerin as shown above, but even in that case, the liquid crystal composition of the present invention may be To form
One key point is the adjustment of HLB. Specific methods include (1) the usual mixing method (high [(LB monoester + low HLB monoester)), or the method of controlling the hydrophilic chain length and lipophilic chain length in the monoester. In the latter case, generally when using a large amount of long-chain higher fatty acids with strong lipophilicity, the polymerization degree of glycerin is increased, and conversely, short-chain long higher fatty acids with weak lipophilicity are used. When a large amount of glycerin is used, lowering the degree of polymerization of glycerin gives good results. For example, when using arachidonic acid or behen, the proportion of triglycerin is increased, and when using lauric acid or myristic acid, At the time of t, the ratio c4 of diglycerin is increased.
次に１本発明の液晶組ｒｉＬ物中の非イオン界面活性剤
の富有量としては％０．１重′Ｉｋｇｂ以上好ましくに
０．１〜１０重量−の範囲である。更に詳しく述べるな
らば、液晶組成物は０．１〜３重量％の範囲では液晶分
散溶液の状態で存在し、１重量−以上では液晶溶液の状
態を呈する。Next, the richness of the nonionic surfactant in the liquid crystal assembly of the present invention is in the range of 0.1% by weight or more, preferably from 0.1 to 10% by weight. More specifically, the liquid crystal composition exists in the state of a liquid crystal dispersion solution in the range of 0.1 to 3% by weight, and exhibits the state of a liquid crystal solution in the range of 1% by weight or more.
ここで、非イオン界面活性剤の含有量が１重量％以下で
は、どんなにＨＬＢｅ調整して・も液晶溶液を得ること
は困難となる。一方、液晶溶液を形成させる友めの非イ
オン界面活性剤の含有量の上限については何ら制限的な
ものは存在しないが、化粧品や医薬品への利用を考える
と１０重量−以下に留めることが好ましい。ま友、この
液晶溶液を水又は水溶性溶媒例えばエタノール、グロパ
ノール等のアルコール類やプルピレングリコール、グリ
セリン等の多価アルコール類などの単独乃至は混合溶液
で希釈すると液晶分散溶液へと移行する。Here, if the content of the nonionic surfactant is 1% by weight or less, it becomes difficult to obtain a liquid crystal solution no matter how HLBe is adjusted. On the other hand, there is no upper limit on the content of the nonionic surfactant that forms the liquid crystal solution, but considering its use in cosmetics and pharmaceuticals, it is preferable to keep it below 10% by weight. . If this liquid crystal solution is diluted with water or a water-soluble solvent such as alcohols such as ethanol and glopanol, or polyhydric alcohols such as propylene glycol and glycerin, alone or in a mixed solution, it will turn into a liquid crystal dispersion solution.
ま九、非イオン界面活性剤の含有量が１重ＩＬ１％以下
になると通常に液晶分散溶液が得られる。しかし、ラメ
ラ液晶の形成に適したＨＬＢ範囲からＨＬＢがずれると
、液晶分散溶液が形成されるための最低界面活性剤量は
増加する。このような場合には１〜３重盪チの界面活性
剤含有量下においても、液晶分散の青色半透明溶液が得
られる。さらにＨＬＢがずれて、液晶分散溶液を形成す
るための最低界面活性剤量が３重量％以上となると。(9) When the content of the nonionic surfactant is 1% or less in single IL, a liquid crystal dispersion solution can be obtained normally. However, if the HLB deviates from the HLB range suitable for forming a lamellar liquid crystal, the minimum amount of surfactant for forming a liquid crystal dispersion solution increases. In such a case, a blue translucent solution of liquid crystal dispersion can be obtained even if the surfactant content is 1 to 3 times the amount. Furthermore, if the HLB deviates and the minimum amount of surfactant for forming a liquid crystal dispersion solution becomes 3% by weight or more.
液晶分散溶液は白濁してしまいエマルジョンとの差がな
くなってしまう。The liquid crystal dispersion solution becomes cloudy and there is no difference between it and the emulsion.
一方、非イオン界面活性剤の含有量が０．１重量−以下
でも、液晶分散溶液は得られるが安定性面からみて、医
薬品や化粧品としての機能は期待できない。On the other hand, even if the content of the nonionic surfactant is 0.1 weight or less, a liquid crystal dispersion solution can be obtained, but from the viewpoint of stability, it cannot be expected to function as a pharmaceutical or cosmetic product.
但し、上記何れの場合におっても、非イオン界面活性剤
中の前記特定のジグリセリンモノエステルもしくハトリ
グリセリンモノエステルは、単独まｔは混合系で全界面
活性剤重量中９０重量−以上含有してｈることが型費で
ある。９００重量！り少ない含有率では、安定な液晶溶
液乃至は液晶分散溶液は得られない。However, in any of the above cases, the specific diglycerin monoester or triglycerin monoester in the nonionic surfactant, alone or in a mixed system, accounts for at least 90% by weight of the total surfactant weight. The mold cost is included. 900 weight! If the content is too low, a stable liquid crystal solution or liquid crystal dispersion solution cannot be obtained.
ここで、斯る少量の含有量下においても液晶組成物を形
成し得るジグリセリンモノエステルまたはトリグリセリ
ンモノエステルを高純度に含有する非イオン界面活性剤
は、従来穴すすることができなかった。すなわち、液晶
組成物における液晶相を界面活性剤量の低濃度範囲下ま
で広げるための条件として、ポリグリセリン鎖の分布の
少ない界面活性剤音用いる必快があった。しかし、従来
のポリグリ化り／脂肪酸エステル系界面活性剤は。Here, a nonionic surfactant containing highly purified diglycerin monoester or triglycerin monoester, which can form a liquid crystal composition even in such a small content, has conventionally been impossible to rinse. . That is, as a condition for expanding the liquid crystal phase in a liquid crystal composition to a low concentration range of surfactant, it was necessary to use a surfactant with a small distribution of polyglycerin chains. However, conventional polyglycation/fatty acid ester surfactants.
通常重合度や異性体による分離困難なポリグリセリンと
脂肪酸とをアルカリ触媒下でエステル化して合成する為
、各種重合度のポリグリセリンのモノ、ジ、トリ各エス
テルを含有する複雑なエステル混合物となってしまい、
これ；シ分子蒸留やカラムクロマトグラフィー等の方法
により、ジグリセリン脂肪酸モノエステルやトリグリセ
リン脂肪酸モノエステルだけを高純度に得ることが困難
であつ定からである。そこで１本発明者はこれまで行な
われていたポリグリセリンと脂肪酸とのエステル化反応
を用いず、ジグリセリンや合成された高純度のトリグリ
セリ／金用い、これを脂肪酸とエステル化しｔ後、上述
に示した方法等によって分離することにより、ジグリセ
リンまたはトリグリセリン脂肪酸モノエステルの含有率
が９０重量％以上の界面活性剤量得たものである。尚、
この高純度のトリグリセリンを得るには、エビハロヒド
リンとアリルアルコールとを、アルカリ存在下反応に行
ない、ジアリルグリセリルエーテルを合成し７を後、有
機または無機の過酸化物や＆！Ｉａ＆化オスニウムや過
マンガン酸塩等の金属酸化物で酸化し、その後分子蒸留
で精製し友。Polyglycerin and fatty acids, which are normally difficult to separate due to their degree of polymerization and isomers, are synthesized by esterification under an alkali catalyst, resulting in a complex ester mixture containing mono-, di-, and tri-esters of polyglycerin with various degrees of polymerization. I ended up
This is because it is difficult to obtain only diglycerol fatty acid monoester or triglycerol fatty acid monoester with high purity by methods such as molecular distillation or column chromatography. Therefore, the present inventor did not use the conventional esterification reaction between polyglycerin and fatty acid, but instead used diglycerin or synthesized high-purity triglyceride/gold, and after esterifying this with fatty acid, the above-mentioned method was carried out. By separating according to the method shown above, a surfactant having a diglycerin or triglycerin fatty acid monoester content of 90% by weight or more was obtained. still,
To obtain this highly purified triglycerin, shrimp halohydrin and allyl alcohol are reacted in the presence of an alkali to synthesize diallylglyceryl ether.After step 7, organic or inorganic peroxide and &! It is oxidized with metal oxides such as osmium Ia and permanganate, and then purified by molecular distillation.
以下に１本発明に係るジグリセリンｔａはトリグリセリ
ン脂肪酸モノエステルを説明する几め、合成例を示して
おく。Below, diglycerin ta according to the present invention is a synthesis example for explaining triglycerin fatty acid monoester.
合成ｆ！Ｉ１．）リグリセリンモノオレエートトリグリ
セリン２４ｇ（０，１モル）ｔ−ピリジン１００１７に
溶解し、オレイン酸クロライド３０．！１ｒ（０，１モ
ル）ｔ−徐々に加える。−夜放置後、酢酸エチル２５０
１１１７で抽出し、ＩＮ塩酸、飽和炭酸水素ナトリウム
で洗浄し、溶媒を除去する。シリカゲルカラムクロマト
を行ない、クロロホルム／メタノール＝９５１５（Ｖ／
Ｖ）での留出部分を集め、トリグリセリンモノオレエー
トｔ−２５、ｉｉｉ得た。Synthesis f! I1. ) Liglycerin monooleate 24 g (0.1 mol) of triglycerin dissolved in t-pyridine 10017, oleic acid chloride 30. ! 1r (0.1 mol) t - Add gradually. -After standing overnight, 250 ethyl acetate
Extract with 1117 and wash with IN hydrochloric acid, saturated sodium bicarbonate and remove the solvent. Perform silica gel column chromatography and perform chloroform/methanol = 9515 (V/
The distillate portion in V) was collected to obtain triglycerol monooleate t-25, iii.
合成例２．トリグリセリンモノ−２−オクチルドデカネ
ート
合成例１のオレイン酸り１ライドのがわシに２−オクチ
ルドデカン酸クロライド３２９金用い、合成例１と同様
に合成全行ないトリグリセリンモノ−２−オクチルドデ
カネート２２Ｊ７ｉ得た。Synthesis example 2. Triglycerol mono-2-octyldodecanate Synthesis example 1 was carried out using 329 gold 2-octyldodecanoyl chloride as the oleic acid 1-ride, and the entire synthesis was carried out in the same manner as in synthesis example 1. I got Neto 22J7i.
合成例３． ジグリセリンモノラウレート合成例】の
オレイン酸クロライドのかわりにう゛ウリル酸クロライ
ド２２９％ トリグリセリンのかわりにジグリセリン１
６．５に’ｉ用い１合成例１と同様に合成を行ないジグ
ワセリンモノラウレート１８ｙ？得几。Synthesis example 3. Diglycerol monolaurate synthesis example: 229% urylic acid chloride instead of oleic acid chloride Diglycerin 1 instead of triglycerin
In 6.5, synthesis was carried out in the same manner as in Synthesis Example 1 using 'i', and digwaserine monolaurate 18y? Profitable.
本発明の液晶組成物は、そのまま各種水浴性成分例えば
ヒアルロン酸等の水溶性ムコ多糖類、アスコルビン酸（
塩）等の水浴性ビタミン類、アミノ酸類、その他ＰＣＡ
ソーダ、アルコール、多価アルコールなど金含有させる
ことにエシモイスチャーローションとして化粧料への応
用ができる。The liquid crystal composition of the present invention can be used as it is with various water bath components such as water-soluble mucopolysaccharides such as hyaluronic acid, ascorbic acid (
water bath vitamins such as salt), amino acids, and other PCA
By adding gold to soda, alcohol, polyhydric alcohol, etc., it can be applied to cosmetics as an esthetic moisture lotion.
この場合、液晶組成物はそのシメジ構造に工υ。In this case, the liquid crystal composition is modified to its shimeji structure.
水ｋａ度に保持し、潤いのある肌を保つのに有効である
。まｔ、液晶組成物中に顔料類金分散させることにエリ
メークアップ化粧料としての利用も可能である。さらに
、液晶組成物中に各株、脂溶性物質をも取り込み得る。It is effective in keeping the water level and keeping the skin moisturized. Furthermore, it is also possible to use pigments and gold dispersed in liquid crystal compositions as make-up cosmetics. Furthermore, each strain can also incorporate fat-soluble substances into the liquid crystal composition.
本発明に係る非イオン界面活性剤が、従来法によるジグ
リセリンやトリグリセリンを中心とするポリグリセリン
の脂肪酸エステルｔ！Ｗ１０用乳化剤で６つ几という常
識を覆えし、水溶性乃至は水易分散性であり、しかも少
量の含有量下でも液晶を形成し得るということは予期せ
ざることであった。これは前述のように従来法のポリグ
リセリン脂肪酸エステル系界面活性剤が、グリセリンの
付加そル数が分布をもってい几シ、モノ、ジ、トリエス
テルの混合物のｔめ水に不溶であったからである。従っ
て、従来法のジグリセリンま７？、ｔ’！）リグリセリ
ン系脂肪酸エステルの場合にも、これを界面活性剤とし
て用いｔ系は、ことごとく親油性の乳化剤としてＷ１０
型エマルジョンの安定化剤としてのみ利用されているの
が現状でめった。The nonionic surfactant according to the present invention is a fatty acid ester of polyglycerin, mainly diglycerin and triglycerin, produced by conventional methods. It was unexpected that an emulsifier for W10 could overturn the common sense of 6 volumes, be water-soluble or easily dispersible, and be able to form liquid crystals even with a small amount of emulsifier. This is because, as mentioned above, conventional polyglycerol fatty acid ester surfactants have a distribution of glycerin addition stress numbers and are insoluble in water containing mixtures of mono-, di-, and triesters. be. Therefore, conventional diglycerin or 7? ,t'! ) In the case of liglycerin-based fatty acid esters, this is used as a surfactant.
Currently, it is rarely used only as a stabilizer for type emulsions.
−万、親水性を増すためグリセリンの重合度を上げ友ヘ
キサグリセリン、オクタグリセリン乃至はデカグリセリ
ンの脂肪酸エステルも市販される様になつ几が、何れも
少量の界面活性剤濃度では液晶系を与えることはできな
いものであつ几。何故ならば、これらは何れも未重合の
グリセリンのエステル化物ｔ−含んでいる几めと、ポリ
グリセリンのジｆ７ｔはトリエステルが含まれているた
め水不溶物が存在してしまうからであった。- In order to increase the hydrophilicity, fatty acid esters of hexaglycerin, octaglycerin, and decaglycerin have become commercially available by increasing the degree of polymerization of glycerin, but all of them give a liquid crystal system at a small concentration of surfactant. It's something that can't be done. This is because both of these contain unpolymerized glycerin ester t-, and polyglycerin di-f7t contains triester, resulting in the presence of water-insoluble matter. .
更に、全てのポリグリセリン脂肪酸エステルについて、
そのモノエステル含有量を高めたからと言って、本発明
の目的を達することはできない。Furthermore, regarding all polyglycerin fatty acid esters,
Even if the monoester content is increased, the object of the present invention cannot be achieved.
即ち、非イオン界面活性剤中におけるグリセリン成分は
、エチレンオキサイド成分に比べて水酸基が多く、親水
性がそれだけ強い。この友め、グリセリン成分の１モル
付加がＨＬＢに与える影響が非常に大きい。グリセリン
脂肪酸モノエステルは親油性が強く、逆にテトラグリセ
リン脂肪酸モノエステル以上になると親水性が強く、こ
れらは何れも液晶系を与えるには不適となる。That is, the glycerin component in the nonionic surfactant has more hydroxyl groups than the ethylene oxide component, and has stronger hydrophilicity. Addition of 1 mole of this friend, glycerin component, has a very large effect on HLB. Glycerol fatty acid monoester has strong lipophilicity, and conversely, when it exceeds tetraglycerol fatty acid monoester, it has strong hydrophilicity, and both of these are unsuitable for providing a liquid crystal system.
ここで１本発明に係る非イオン界面活性剤の液晶形成能
を評価する几め、前記合成例１で得られ九トリグリセリ
ン七ノオレエートと、比較品として市販のグリセリンモ
ノオレエート及びデカグリセリンモノオレエートとを用
いて、液晶形成力を比較した。方法としては、上記それ
ぞれの界面活した。その結果を表−１に示す。Here, 1. The method for evaluating the liquid crystal forming ability of the nonionic surfactant according to the present invention was carried out using nine triglycerol heptanooleate obtained in Synthesis Example 1 and commercially available glycerin monooleate and decaglycerine monooleate as comparison products. The liquid crystal forming ability was compared using As a method, each of the above-mentioned surface activation was used. The results are shown in Table-1.
表−１液晶形成力
Ｏ：液晶分散溶液 △：液晶溶液 ×：なし表−１の結
果に示され友如く、本発明に係る界面活性剤に、市販の
比較品界面活性剤に比べて少量でしかも優れた液晶形成
力を有していることが証明されｔｏ
以下に実施例を示す。Table 1 Liquid crystal forming power O: Liquid crystal dispersion solution △: Liquid crystal solution Moreover, it has been proven that it has excellent liquid crystal forming ability.Examples are shown below.
実施例１゜
ジグリセリンモノ−２−へキシルデカネートｉ、ｓｌＩ
とトリグリセリンモノオレエー）０．５ｇ？グリセリｙ
３ＪＦ、エタノール５１ｔ−含む水溶液９８Ｉに加え、
ｆ色半透明の液晶溶液を得た。Example 1゜Diglycerin mono-2-hexyl decanate i, slI
and triglycerin monooleate) 0.5g? glyceri y
3JF, in addition to an aqueous solution 98I containing ethanol 51t,
A translucent liquid crystal solution of f color was obtained.
実施Ｎ ２゜
ジグリセリ／モノラウレート０．４ｇとトリグリセリン
モノラウレート１．６１に水９７．５９を加えた後、ア
スコルビす酸リン酸マグネシウム０．５ｆｉを加え攪拌
し、青色半透明の液晶溶液ｔ−４７ｔ。Implementation N After adding 97.59 g of water to 0.4 g of 2゜diglycerin monolaurate and 1.61 g of triglycerin monolaurate, 0.5 fi of magnesium ascorbyl phosphate was added and stirred to form a blue translucent liquid crystal. Solution t-47t.
実施ｆｌ１３゜
トリグリセリンモノホホバ脂肪酸エステル０．２１とジ
グリセリンモノラウレート０．１９に水９９．７Ｉを加
えて攪拌し、青色半透明の液晶分散溶液を得た。Implementation fl13° 99.7 I of water was added to 0.21 of triglycerin monojojoba fatty acid ester and 0.19 of diglycerin monolaurate and stirred to obtain a blue translucent liquid crystal dispersion solution.
実施例４ モイスチャーローション
トリグリセリンモノー２−オクチルドデヵネー） １．
４９とジグリセリ／モノパルミテート１．６９を７０℃
に加熱し友。これに、プロピレングリコール５！！、グ
ルコース０．１．！７．グリシンｏ、ｉ、ｙ。Example 4 Moisture Lotion Triglycerin Mono (2-Octyl Dodecane) 1.
49 and diglyceri/monopalmitate 1.69 at 70℃
Heated to friend. In this, propylene glycol 5! ! , glucose 0.1. ! 7. Glycine o, i, y.
ヒアルロン敏ナトリウム０．２ 、！ｉ”ｅ含んだ７０
℃の水相９６．７．！ｉ’を添加し、液晶分散の半透明
溶液を得友。これ全冷却しながら香料０．３ｆｉを添加
し、さらに冷却するとバール状の實色半透明の分散溶液
となった。Hyaluronic Sodium 0.2,! 70 including i”e
aqueous phase at 96.7°C. ! Add i' to obtain a translucent solution of liquid crystal dispersion. While cooling the mixture completely, 0.3 fi of fragrance was added, and upon further cooling, it became a crowbar-shaped solid color translucent dispersion solution.
Claims (1)
ン及び／またはトリグリセリンと炭素数１２〜２４の飽
和または不飽和脂肪酸もしくは炭素数１６〜２４のα−
分岐脂肪酸とのモノエステルの含有濃度が界面活性剤全
重量％中９０重量％以上である非イオン性界面活性剤を
０．１重量％以上含有せしめたことを特徴とする液晶組
成物。1) Diglycerin and/or triglycerin and a saturated or unsaturated fatty acid having 12 to 24 carbon atoms or α- having 16 to 24 carbon atoms in an aqueous phase that optionally contains water-soluble components.
1. A liquid crystal composition comprising 0.1% by weight or more of a nonionic surfactant having a concentration of monoester with a branched fatty acid of 90% by weight or more based on the total weight% of the surfactant.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4769886A JPS62205188A (en) | 1986-03-05 | 1986-03-05 | Liquid crystal composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4769886A JPS62205188A (en) | 1986-03-05 | 1986-03-05 | Liquid crystal composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS62205188A true JPS62205188A (en) | 1987-09-09 |
Family
ID=12782506
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP4769886A Pending JPS62205188A (en) | 1986-03-05 | 1986-03-05 | Liquid crystal composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS62205188A (en) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0512270A2 (en) * | 1991-04-08 | 1992-11-11 | Kao Corporation | Cosmetic composition |
| JPH06157239A (en) * | 1992-08-05 | 1994-06-03 | Rhone Poulenc Chim | Compound for making-up wherein water-insoluble particle is suspendedly incorporated |
| EP0742009A2 (en) * | 1995-05-06 | 1996-11-13 | Beiersdorf Aktiengesellschaft | Compounds active against bacteria, mycoses and viruses |
| US5688831A (en) * | 1993-06-11 | 1997-11-18 | The Procter & Gamble Company | Cosmetic make-up compositions |
| US6325995B1 (en) | 1992-09-21 | 2001-12-04 | The Procter & Gamble Company | Lipsticks compositions containing association structures |
| JP2004137467A (en) * | 2002-09-26 | 2004-05-13 | Dainippon Ink & Chem Inc | Method for treating liquid crystal material to reuse |
| JP2007153801A (en) * | 2005-12-05 | 2007-06-21 | Yakult Honsha Co Ltd | Humectant and cosmetic containing the same |
| JP2012106992A (en) * | 2010-10-18 | 2012-06-07 | Yakult Honsha Co Ltd | Agent for increasing concentration in skin |
| JP5015597B2 (en) * | 2005-03-10 | 2012-08-29 | 高級アルコール工業株式会社 | Cosmetics |
-
1986
- 1986-03-05 JP JP4769886A patent/JPS62205188A/en active Pending
Cited By (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0512270A2 (en) * | 1991-04-08 | 1992-11-11 | Kao Corporation | Cosmetic composition |
| EP0512270A3 (en) * | 1991-04-08 | 1994-04-27 | Kao Corp | |
| US5429820A (en) * | 1991-04-08 | 1995-07-04 | Kao Corporation | Cosmetic composition |
| JPH06157239A (en) * | 1992-08-05 | 1994-06-03 | Rhone Poulenc Chim | Compound for making-up wherein water-insoluble particle is suspendedly incorporated |
| US6325995B1 (en) | 1992-09-21 | 2001-12-04 | The Procter & Gamble Company | Lipsticks compositions containing association structures |
| US5688831A (en) * | 1993-06-11 | 1997-11-18 | The Procter & Gamble Company | Cosmetic make-up compositions |
| EP0742009A3 (en) * | 1995-05-06 | 1997-07-02 | Beiersdorf Ag | Compounds active against bacteria, mycoses and viruses |
| EP0742009A2 (en) * | 1995-05-06 | 1996-11-13 | Beiersdorf Aktiengesellschaft | Compounds active against bacteria, mycoses and viruses |
| JP2004137467A (en) * | 2002-09-26 | 2004-05-13 | Dainippon Ink & Chem Inc | Method for treating liquid crystal material to reuse |
| JP5015597B2 (en) * | 2005-03-10 | 2012-08-29 | 高級アルコール工業株式会社 | Cosmetics |
| US9820932B2 (en) | 2005-03-10 | 2017-11-21 | Kokyu Alcohol Kogyo Co., Ltd. | Cosmetic |
| JP2007153801A (en) * | 2005-12-05 | 2007-06-21 | Yakult Honsha Co Ltd | Humectant and cosmetic containing the same |
| JP4731301B2 (en) * | 2005-12-05 | 2011-07-20 | 株式会社ヤクルト本社 | Moisturizer and cosmetics containing the same |
| JP2012106992A (en) * | 2010-10-18 | 2012-06-07 | Yakult Honsha Co Ltd | Agent for increasing concentration in skin |
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