JPH0632710A - Skin external preparation - Google Patents
Skin external preparationInfo
- Publication number
- JPH0632710A JPH0632710A JP4227728A JP22772892A JPH0632710A JP H0632710 A JPH0632710 A JP H0632710A JP 4227728 A JP4227728 A JP 4227728A JP 22772892 A JP22772892 A JP 22772892A JP H0632710 A JPH0632710 A JP H0632710A
- Authority
- JP
- Japan
- Prior art keywords
- retinol
- external preparation
- skin
- skin external
- present
- 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
- 238000002360 preparation method Methods 0.000 title claims abstract description 15
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 claims abstract description 51
- FPIPGXGPPPQFEQ-UHFFFAOYSA-N 13-cis retinol Natural products OCC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-UHFFFAOYSA-N 0.000 claims abstract description 26
- 229960003471 retinol Drugs 0.000 claims abstract description 25
- 235000020944 retinol Nutrition 0.000 claims abstract description 25
- 239000011607 retinol Substances 0.000 claims abstract description 25
- 229920001451 polypropylene glycol Polymers 0.000 claims abstract description 9
- 229920001223 polyethylene glycol Polymers 0.000 claims abstract description 8
- 239000002202 Polyethylene glycol Substances 0.000 claims abstract description 4
- 238000002156 mixing Methods 0.000 abstract description 2
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N squalane Chemical compound CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- 239000006071 cream Substances 0.000 description 4
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 4
- 239000008213 purified water Substances 0.000 description 4
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 3
- 229920002535 Polyethylene Glycol 1500 Polymers 0.000 description 3
- 229920002556 Polyethylene Glycol 300 Polymers 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 229940074928 isopropyl myristate Drugs 0.000 description 3
- JXTPJDDICSTXJX-UHFFFAOYSA-N n-Triacontane Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC JXTPJDDICSTXJX-UHFFFAOYSA-N 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 235000019198 oils Nutrition 0.000 description 3
- 229940032094 squalane Drugs 0.000 description 3
- FDCJDKXCCYFOCV-UHFFFAOYSA-N 1-hexadecoxyhexadecane Chemical compound CCCCCCCCCCCCCCCCOCCCCCCCCCCCCCCCC FDCJDKXCCYFOCV-UHFFFAOYSA-N 0.000 description 2
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
- ASKIVFGGGGIGKH-UHFFFAOYSA-N 2,3-dihydroxypropyl 16-methylheptadecanoate Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)OCC(O)CO ASKIVFGGGGIGKH-UHFFFAOYSA-N 0.000 description 2
- 239000008118 PEG 6000 Substances 0.000 description 2
- 229920002565 Polyethylene Glycol 400 Polymers 0.000 description 2
- 229920001030 Polyethylene Glycol 4000 Polymers 0.000 description 2
- 229920002584 Polyethylene Glycol 6000 Polymers 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 230000032050 esterification Effects 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- -1 fatty acid ester Chemical class 0.000 description 2
- 239000003205 fragrance Substances 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 2
- JLFNLZLINWHATN-UHFFFAOYSA-N pentaethylene glycol Chemical compound OCCOCCOCCOCCOCCO JLFNLZLINWHATN-UHFFFAOYSA-N 0.000 description 2
- 230000002265 prevention Effects 0.000 description 2
- QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 2
- 238000004445 quantitative analysis Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 230000006641 stabilisation Effects 0.000 description 2
- 238000011105 stabilization Methods 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- 229940099259 vaseline Drugs 0.000 description 2
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 2
- GZIFEOYASATJEH-VHFRWLAGSA-N δ-tocopherol Chemical compound OC1=CC(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1 GZIFEOYASATJEH-VHFRWLAGSA-N 0.000 description 2
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- DGSZGZSCHSQXFV-UHFFFAOYSA-N 2,3-bis(2-ethylhexanoyloxy)propyl 2-ethylhexanoate Chemical compound CCCCC(CC)C(=O)OCC(OC(=O)C(CC)CCCC)COC(=O)C(CC)CCCC DGSZGZSCHSQXFV-UHFFFAOYSA-N 0.000 description 1
- LEACJMVNYZDSKR-UHFFFAOYSA-N 2-octyldodecan-1-ol Chemical compound CCCCCCCCCCC(CO)CCCCCCCC LEACJMVNYZDSKR-UHFFFAOYSA-N 0.000 description 1
- CYDQOEWLBCCFJZ-UHFFFAOYSA-N 4-(4-fluorophenyl)oxane-4-carboxylic acid Chemical compound C=1C=C(F)C=CC=1C1(C(=O)O)CCOCC1 CYDQOEWLBCCFJZ-UHFFFAOYSA-N 0.000 description 1
- GZIFEOYASATJEH-UHFFFAOYSA-N D-delta tocopherol Natural products OC1=CC(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1 GZIFEOYASATJEH-UHFFFAOYSA-N 0.000 description 1
- 208000001126 Keratosis Diseases 0.000 description 1
- 239000004166 Lanolin Substances 0.000 description 1
- 239000004909 Moisturizer Substances 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 229920000604 Polyethylene Glycol 200 Polymers 0.000 description 1
- 229920002538 Polyethylene Glycol 20000 Polymers 0.000 description 1
- FPIPGXGPPPQFEQ-BOOMUCAASA-N Vitamin A Natural products OC/C=C(/C)\C=C\C=C(\C)/C=C/C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-BOOMUCAASA-N 0.000 description 1
- CMPDPBDUZTUXAD-UHFFFAOYSA-N [3-hydroxy-2-(16-methylheptadecanoyloxy)propyl] 16-methylheptadecanoate Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCCCCCCCCCC(C)C CMPDPBDUZTUXAD-UHFFFAOYSA-N 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 229940087168 alpha tocopherol Drugs 0.000 description 1
- BTFJIXJJCSYFAL-UHFFFAOYSA-N arachidyl alcohol Natural products CCCCCCCCCCCCCCCCCCCCO BTFJIXJJCSYFAL-UHFFFAOYSA-N 0.000 description 1
- 230000003796 beauty Effects 0.000 description 1
- 239000004204 candelilla wax Substances 0.000 description 1
- 235000013868 candelilla wax Nutrition 0.000 description 1
- 229940073532 candelilla wax Drugs 0.000 description 1
- 239000004203 carnauba wax Substances 0.000 description 1
- 235000013869 carnauba wax Nutrition 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 229960000541 cetyl alcohol Drugs 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 235000010389 delta-tocopherol Nutrition 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 229940075507 glyceryl monostearate Drugs 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- IUJAMGNYPWYUPM-UHFFFAOYSA-N hentriacontane Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCC IUJAMGNYPWYUPM-UHFFFAOYSA-N 0.000 description 1
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 238000006317 isomerization reaction Methods 0.000 description 1
- XUGNVMKQXJXZCD-UHFFFAOYSA-N isopropyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC(C)C XUGNVMKQXJXZCD-UHFFFAOYSA-N 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 1
- 239000004292 methyl p-hydroxybenzoate Substances 0.000 description 1
- 229960002216 methylparaben Drugs 0.000 description 1
- 239000004200 microcrystalline wax Substances 0.000 description 1
- 235000019808 microcrystalline wax Nutrition 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000001333 moisturizer Effects 0.000 description 1
- 239000001788 mono and diglycerides of fatty acids Substances 0.000 description 1
- 229940055577 oleyl alcohol Drugs 0.000 description 1
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 1
- 239000004405 propyl p-hydroxybenzoate Substances 0.000 description 1
- 229960003415 propylparaben Drugs 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000003352 sequestering agent Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 230000009759 skin aging Effects 0.000 description 1
- 239000001540 sodium lactate Substances 0.000 description 1
- 229940005581 sodium lactate Drugs 0.000 description 1
- 235000011088 sodium lactate Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- VUYXVWGKCKTUMF-UHFFFAOYSA-N tetratriacontaethylene glycol monomethyl ether Chemical compound COCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO VUYXVWGKCKTUMF-UHFFFAOYSA-N 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 229960000984 tocofersolan Drugs 0.000 description 1
- 235000019155 vitamin A Nutrition 0.000 description 1
- 239000011719 vitamin A Substances 0.000 description 1
- 229940045997 vitamin a Drugs 0.000 description 1
- 230000037303 wrinkles Effects 0.000 description 1
- 239000002076 α-tocopherol Substances 0.000 description 1
- 235000004835 α-tocopherol Nutrition 0.000 description 1
- 239000002446 δ-tocopherol Substances 0.000 description 1
Landscapes
- Medicinal Preparation (AREA)
- Cosmetics (AREA)
Abstract
Description
【０００１】[0001]
【産業上の利用分野】本発明はレチノールの安定性を著
しく向上させた皮膚外用剤に関するものである。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an external preparation for skin in which retinol stability is remarkably improved.
【０００２】[0002]
【従来の技術】レチノールは皮膚角化症等の予防、治療
や、皮膚老化の防止、回復に有効な成分であることが知
られている。2. Description of the Related Art Retinol is known to be an effective component for the prevention and treatment of cutaneous keratoses and the like, and the prevention and recovery of skin aging.
【０００３】しかしながらレチノールは構造的に極めて
不安定であり、光、空気、熱、金属イオン等により容易
に種々の異性化、分解、重合等を起こすため、安定に皮
膚外用剤に配合することが困難であった。安定化を目的
として脂肪酸エステル化などの手法が試みられている
が、エステル化は安定化には効果があるものの皮膚への
作用という面ではレチノール自身よりはるかに劣ってし
まう。However, retinol is structurally extremely unstable and easily undergoes various isomerizations, decompositions, polymerizations and the like due to light, air, heat, metal ions, etc., so that it can be stably compounded in an external preparation for skin. It was difficult. Although methods such as fatty acid esterification have been attempted for the purpose of stabilization, esterification is effective for stabilization but is far inferior to retinol itself in terms of action on the skin.
【０００４】[0004]
【発明が解決しようとする課題】本発明者らは係る事情
に鑑み鋭意研究の結果、レチノールとともにポリエチレ
ングリコール（以下ＰＥＧと省略する。）、ポリプロピ
レングリコール（以下ＰＰＧと省略する。）の一種また
は二種以上を配合すればレチノールの安定性が著しく向
上することを見出し、本発明を完成するに至った。DISCLOSURE OF THE INVENTION As a result of intensive studies conducted by the present inventors in view of such circumstances, one or two of polyethylene glycol (hereinafter abbreviated as PEG) and polypropylene glycol (hereinafter abbreviated as PPG) together with retinol was found. It has been found that the stability of retinol is remarkably improved by mixing at least one species, and the present invention has been completed.
【０００５】[0005]
【課題を解決するための手段】すなわち本発明の要旨
は、レチノールと、ＰＥＧ、ＰＰＧの一種または二種以
上を配合することを特徴とする皮膚外用剤に存在する。Means for Solving the Problems That is, the gist of the present invention resides in an external preparation for skin characterized by containing retinol and one or more of PEG and PPG.
【０００６】以下、本発明の構成について詳述する。The structure of the present invention will be described in detail below.
【０００７】本発明に用いられるレチノールは別名ビタ
ミンＡと呼ばれ、末端が水酸基であるレチノール自身を
示し、その脂肪酸エステルは含まない。ａｌｌ−トラン
ス型または１３−シス型であることが望ましく、それら
の混合物であっても構わない。The retinol used in the present invention is also called vitamin A, which means retinol itself having a hydroxyl group at the terminal and does not contain its fatty acid ester. All-trans type or 13-cis type is desirable, and a mixture thereof may be used.
【０００８】本発明に従って皮膚外用剤に配合される量
としては特に制限はないが、レチノールとしての肌への
効果を考えると０．０００１重量％以上であり、レチノ
ールの効果を強く訴求するためには好ましくは０．００
１重量％以上である。配合上限は皮膚外用剤としての性
質上好ましくは１重量％である。There is no particular limitation on the amount to be added to the external preparation for skin according to the present invention, but considering the effect on the skin as retinol, it is 0.0001% by weight or more, and in order to strongly appeal the effect of retinol. Is preferably 0.00
It is 1% by weight or more. The upper limit of the compounding ratio is preferably 1% by weight in view of the property as an external preparation for skin.
【０００９】また本発明に配合されるＰＥＧ、ＰＰＧと
してはＰＥＧ２００、ＰＥＧ３００、ＰＥＧ４００、Ｐ
ＥＧ１５００、ＰＥＧ４０００、ＰＥＧ６０００、ＰＥ
Ｇ２００００などや、ＰＰＧ４００、ＰＰＧ７５０、Ｐ
ＰＧ１２００、ＰＰＧ２０００、ＰＰＧ３０００などが
有名である。The PEG and PPG blended in the present invention include PEG200, PEG300, PEG400, P
EG1500, PEG4000, PEG6000, PE
G20000, PPG400, PPG750, P
PG1200, PPG2000, PPG3000, etc. are famous.
【００１０】これらを一種または二種以上配合するが、
本発明の効果を発揮する目的で配合される量としては
０．１重量％以上が必要であり、過剰に配合しても本発
明の効果を阻害するものではない。しかしながら著しく
過剰に配合した場合、皮膚外用剤としての品質を損ねる
ことがあるので注意が必要である。These are blended in one kind or two or more kinds,
The amount added for the purpose of exerting the effect of the present invention is required to be 0.1% by weight or more, and an excessive amount of addition does not inhibit the effect of the present invention. However, it is necessary to exercise caution because if it is excessively blended, the quality of the external preparation for the skin may be impaired.
【００１１】本発明においてレチノールとＰＥＧおよび
／またはＰＰＧを配合される皮膚外用剤基剤としては通
常の皮膚外用剤基剤ならばいずれのものも利用できる。
すなわち、液状、ゲル状、ペースト状、クリーム状、あ
るいは粉末状、固状などのもので、皮膚外用剤を修飾す
る成分として保湿剤、油分、界面活性剤、増粘剤、金属
封鎖剤、その他の紫外線吸収剤、薬剤、色素、香料など
が併用できることは言うまでもない。In the present invention, as a skin external preparation base containing retinol and PEG and / or PPG, any conventional skin external preparation base can be used.
That is, liquid, gel, paste, cream, powder, solid or the like, as a component for modifying the skin external preparation, a moisturizer, an oil, a surfactant, a thickener, a sequestering agent, etc. It goes without saying that the ultraviolet absorbers, drugs, dyes, fragrances, etc. can be used in combination.
【００１２】[0012]
【実施例】次に本発明をより多くの実施例で詳述するが
本発明はこれにより限定されるものではない。EXAMPLES The present invention will now be described in more detail with reference to more examples, but the present invention is not limited thereto.
【００１３】[0013]
【表１】 [Table 1]
【００１４】実施例１、２および３では比較例に比べレ
チノールの安定性が向上しているが、これは本発明に係
る効果である。In Examples 1, 2 and 3, the stability of retinol is improved as compared with Comparative Example, which is an effect according to the present invention.
【００１５】レチノールの定量方法 エタノールを溶媒として用いた３２５ｎｍでの吸光度測
定法により定量を実施した。なお計算にあたっては極大
吸収３２５ｎｍ Ｅ（１％，１ｃｍ）＝１８３５とし
た。 Quantitative Method of Retinol Quantitative analysis was carried out by an absorbance measuring method at 325 nm using ethanol as a solvent. In the calculation, the maximum absorption was 325 nm E (1%, 1 cm) = 1835.
【００１６】 実施例４ クリーム （重量％） Ａ．セタノール ３ グリセリルモノステアレート ２ ＰＯＥ（２５）セチルエーテル １ ステアリン酸 ３ ワセリン ３ イソプロピルミリステート ５ スクワラン ５ レチノール ０．１ ＢＨＴ ０．０５ 香料 適量 Ｂ．ＰＥＧ１５００ ３ グリセリン ９ 水酸化カリウム ０．２ 精製水 全体を１００とする量 Ａの油相部分とＢの水相部分をそれぞれ７０℃で加熱溶
解し、ＡをＢに加え乳化する。そののち冷却処理をして
クリームを得る。Example 4 Cream (wt%) A. Cetanol 3 Glyceryl monostearate 2 POE (25) cetyl ether 1 Stearic acid 3 Vaseline 3 Isopropyl myristate 5 Squalane 5 Retinol 0.1 BHT 0.05 Fragrance Suitable amount B. PEG1500 3 glycerin 9 potassium hydroxide 0.2 Purified water based on the total amount of 100 The oil phase portion of A and the water phase portion of B are dissolved by heating at 70 ° C., and A is added to B to emulsify. Then, it is cooled to obtain a cream.
【００１７】 実施例５ リップスティック （重量％） 固形パラフィン ８ カルナウバロウ ２ キャンデリラロウ ４ マイクロクリスタリンワックス ６ 水添ラノリン １５ イソプロピルパルミテート 全体を１００とする量 グリセリルジイソステアレート ３０ ＰＰＧ３０００ １５ レチノール １ ＢＨＴ ０．３ 調合色剤（赤色系） ７ 香料 適量 上記の各原料を８０℃で加熱溶解し、そののち所定の容
器に流し込みリップスティックを得る。Example 5 Lipstick (wt%) Solid paraffin 8 Carnauba wax 2 Candelilla wax 4 Microcrystalline wax 6 Hydrogenated lanolin 15 Isopropyl palmitate Amount based on 100 Glyceryl diisostearate 30 PPG 3000 15 Retinol 1 BHT 0 .3 Coloring agent (red) 7 Perfume Suitable amount Each of the above raw materials is heated and melted at 80 ° C., and then poured into a predetermined container to obtain a lipstick.
【００１８】 実施例６ 化粧水 （重量％） レチノール ０．０００１ オレイルアルコール ０．００１ α−トコフェロール ０．００５ ＰＯＥ（２０）オクチルドデカノール ０．８ エタノール ８ ＰＥＧ３００ ３ ＰＥＧ１５００ １ メチルパラベン ０．１５ 乳酸 ０．０３ 乳酸ナトリウム ０．０７ 精製水 全体を１００とする量Example 6 Lotion (wt%) retinol 0.0001 oleyl alcohol 0.001 α-tocopherol 0.005 POE (20) octyldodecanol 0.8 ethanol 8 PEG300 3 PEG 1500 1 methylparaben 0.15 lactic acid 0. 03 Sodium lactate 0.07 Purified water 100
【００１９】 実施例７ アイリンクルオイル （重量％） オリーブオイル ４０ ２−エチルヘキサン酸トリグリセリド ２６ スクワラン ３０ ＰＰＧ４０００ ２ ＰＥＧ２００００ ０．９ δ−トコフェロール １ レチノール ０．１Example 7 Eye Wrinkle Oil (% by Weight) Olive Oil 40 2-Ethylhexanoic Acid Triglyceride 26 Squalane 30 PPG4000 2 PEG20000 0.9 δ-Tocopherol 1 Retinol 0.1
【００２０】 実施例８ 美容ペースト ＰＥＧ３００ ３０ ＰＥＧ１５００ ４０ ＰＥＧ４０００ １０ レチノール ０．３ イソプロピルミリステート ５ ＰＯＥ（２５）セチルエーテル ２ ステアリン酸 ５ 精製水 全体を１００とする量Example 8 Beauty Paste PEG300 30 PEG1500 40 PEG4000 10 Retinol 0.3 Isopropyl myristate 5 POE (25) Cetyl ether 2 Stearic acid 5 Purified water 100 parts in total
【００２１】 実施例９ ナイトクリーム スクワラン １５ イソプロピルミリステート ５ 二酸化ケイ素 ３ ワセリン ６ グリセリルモノイソステアレート ２ ＰＯＥ（７）硬化ヒマシ油 １．５ プロピルパラベン ０．２ レチノール ０．４ ＰＥＧ６０００ ３ ＰＥＧ４００ ３ グリセリン １７ 精製水 全体を１００とする量Example 9 Night Cream Squalane 15 Isopropylmyristate 5 Silicon Dioxide 3 Vaseline 6 Glyceryl Monoisostearate 2 POE (7) Hydrogenated Castor Oil 1.5 Propylparaben 0.2 Retinol 0.4 PEG6000 3 PEG400 3 Glycerin 17 Amount of purified water as 100
【００２２】実施例４〜９の皮膚外用剤は日常的な使用
においてレチノールの安定性に優れたものであった。The skin external preparations of Examples 4 to 9 were excellent in retinol stability in daily use.
【００２３】[0023]
【発明の効果】本発明の皮膚外用剤においてはポリエチ
レングリコールおよび／またはポリプロピレングリコー
ルを配合することによりレチノールの安定性を著しく向
上させることができる。INDUSTRIAL APPLICABILITY In the external preparation for skin of the present invention, the stability of retinol can be markedly improved by incorporating polyethylene glycol and / or polypropylene glycol.
Claims (1)
ールおよび／またはポリプロピレングリコールを配合し
たことを特徴とする皮膚外用剤。1. An external preparation for skin, comprising polyethylene glycol and / or polypropylene glycol mixed with retinol.
Priority Applications (16)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP22772892A JP3545429B2 (en) | 1992-07-13 | 1992-07-13 | Retinol stable combination skin external preparation |
| AT93914997T ATE266999T1 (en) | 1992-07-13 | 1993-07-13 | DERMATOLOGICAL COMPOSITION |
| TW82105572A TW302284B (en) | 1992-07-13 | 1993-07-13 | |
| PCT/JP1993/000969 WO1994001074A1 (en) | 1992-07-13 | 1993-07-13 | Composition for dermatologic preparation |
| ES04000012T ES2289370T3 (en) | 1992-07-13 | 1993-07-13 | STABILIZED COMPOSITION FOR EXTERNAL SKIN TREATMENT THAT RETINOL INCLUDES. |
| TW85115876A TW317502B (en) | 1992-07-13 | 1993-07-13 | |
| US08/204,286 US5484816A (en) | 1992-07-13 | 1993-07-13 | External skin treatment composition |
| ES93914997T ES2221921T3 (en) | 1992-07-13 | 1993-07-13 | COMPOSITION FOR DERMATOLOGICAL PREPARATION. |
| AT04000012T ATE365530T1 (en) | 1992-07-13 | 1993-07-13 | STABILIZED SKIN CARE PRODUCT CONTAINING RETINOL FOR EXTERNAL USE |
| DE1993634151 DE69334151T2 (en) | 1992-07-13 | 1993-07-13 | Retinol-containing, stabilized skin care product for external use |
| EP04000012A EP1433477B1 (en) | 1992-07-13 | 1993-07-13 | Stabilised external skin treatment composition comprising retinol |
| KR1019940700795A KR100295030B1 (en) | 1992-07-13 | 1993-07-13 | Skin external composition |
| DE69333526T DE69333526T2 (en) | 1992-07-13 | 1993-07-13 | DERMATOLOGICAL COMPOSITION |
| EP93914997A EP0608433B1 (en) | 1992-07-13 | 1993-07-13 | Composition for dermatologic preparation |
| EP06075806A EP1714640A1 (en) | 1992-07-13 | 1993-07-13 | Stabilised external skin treatment composition comprising retinol. |
| US08/429,905 US6024941A (en) | 1992-07-13 | 1995-04-27 | External skin treatment composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP22772892A JP3545429B2 (en) | 1992-07-13 | 1992-07-13 | Retinol stable combination skin external preparation |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0632710A true JPH0632710A (en) | 1994-02-08 |
| JP3545429B2 JP3545429B2 (en) | 2004-07-21 |
Family
ID=16865431
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP22772892A Expired - Fee Related JP3545429B2 (en) | 1992-07-13 | 1992-07-13 | Retinol stable combination skin external preparation |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP3545429B2 (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5614149A (en) * | 1993-07-08 | 1997-03-25 | Nippon Yakin Kogyo Co., Ltd. | Stainless steels for coins and method of producing coins of stainless steel |
| WO2002056852A1 (en) | 2001-01-19 | 2002-07-25 | Shiseido Company, Ltd. | Cosmetics |
| KR100402576B1 (en) * | 2000-07-05 | 2003-10-22 | 동아제약 주식회사 | Cosmetic composition containing retinol by multiple stabilization |
| US10260807B2 (en) | 2013-07-05 | 2019-04-16 | Freund Corporation | Drying device and continuous granule production system |
| WO2020137785A1 (en) | 2018-12-28 | 2020-07-02 | 株式会社 資生堂 | Retinol-containing oil-in-water type emulsified cosmetic material |
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| JPS5218811A (en) * | 1975-08-01 | 1977-02-12 | Eisai Co Ltd | Preparation of aqueous solution of fat- soluble substances |
| JPS5655307A (en) * | 1979-10-12 | 1981-05-15 | Kobayashi Kooc:Kk | Opacifying cosmetic |
| JPS61291514A (en) * | 1985-06-19 | 1986-12-22 | Kanebo Ltd | Solubilized water-based clean cosmetic |
| JPH01268617A (en) * | 1988-02-26 | 1989-10-26 | L'oreal Sa | Skin beauty improving cosmetics composed of polyvitamin mixture |
| JPH03173831A (en) * | 1982-07-13 | 1991-07-29 | L'oreal Sa | Cosmetic or pharmaceutical composition |
| JPH03188007A (en) * | 1989-12-18 | 1991-08-16 | Kanebo Ltd | Transparent cosmetic of solubilization type |
| JPH0449214A (en) * | 1990-06-15 | 1992-02-18 | Kanebo Ltd | Transparent cosmetic of solubilization type |
| JPH0640878A (en) * | 1991-03-20 | 1994-02-15 | L'oreal Sa | Cosmetic composition against skin aging |
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Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5218811A (en) * | 1975-08-01 | 1977-02-12 | Eisai Co Ltd | Preparation of aqueous solution of fat- soluble substances |
| JPS5655307A (en) * | 1979-10-12 | 1981-05-15 | Kobayashi Kooc:Kk | Opacifying cosmetic |
| JPH03173831A (en) * | 1982-07-13 | 1991-07-29 | L'oreal Sa | Cosmetic or pharmaceutical composition |
| JPS61291514A (en) * | 1985-06-19 | 1986-12-22 | Kanebo Ltd | Solubilized water-based clean cosmetic |
| JPH01268617A (en) * | 1988-02-26 | 1989-10-26 | L'oreal Sa | Skin beauty improving cosmetics composed of polyvitamin mixture |
| JPH03188007A (en) * | 1989-12-18 | 1991-08-16 | Kanebo Ltd | Transparent cosmetic of solubilization type |
| JPH0449214A (en) * | 1990-06-15 | 1992-02-18 | Kanebo Ltd | Transparent cosmetic of solubilization type |
| JPH0640878A (en) * | 1991-03-20 | 1994-02-15 | L'oreal Sa | Cosmetic composition against skin aging |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5614149A (en) * | 1993-07-08 | 1997-03-25 | Nippon Yakin Kogyo Co., Ltd. | Stainless steels for coins and method of producing coins of stainless steel |
| KR100402576B1 (en) * | 2000-07-05 | 2003-10-22 | 동아제약 주식회사 | Cosmetic composition containing retinol by multiple stabilization |
| WO2002056852A1 (en) | 2001-01-19 | 2002-07-25 | Shiseido Company, Ltd. | Cosmetics |
| US7169379B2 (en) | 2001-01-19 | 2007-01-30 | Shiseido Co., Ltd. | Cosmetics |
| US10260807B2 (en) | 2013-07-05 | 2019-04-16 | Freund Corporation | Drying device and continuous granule production system |
| WO2020137785A1 (en) | 2018-12-28 | 2020-07-02 | 株式会社 資生堂 | Retinol-containing oil-in-water type emulsified cosmetic material |
Also Published As
| Publication number | Publication date |
|---|---|
| JP3545429B2 (en) | 2004-07-21 |
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