JP2001010925A - Emulsified composition - Google Patents

Emulsified composition

Info

Publication number
JP2001010925A
JP2001010925A JP11181597A JP18159799A JP2001010925A JP 2001010925 A JP2001010925 A JP 2001010925A JP 11181597 A JP11181597 A JP 11181597A JP 18159799 A JP18159799 A JP 18159799A JP 2001010925 A JP2001010925 A JP 2001010925A
Authority
JP
Japan
Prior art keywords
emulsion
polymer
alkyl group
composition
cosmetic
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
Application number
JP11181597A
Other languages
Japanese (ja)
Other versions
JP4015781B2 (en
JP2001010925A5 (en
Inventor
Masato Seto
匡人 瀬戸
Yasuhiro Fukuda
泰博 福田
Masahiro Torihara
正浩 鳥原
Hironobu Tamai
洋進 玉井
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Pola Chemical Industries Inc
Kuraray Co Ltd
Original Assignee
Pola Chemical Industries Inc
Kuraray Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Pola Chemical Industries Inc, Kuraray Co Ltd filed Critical Pola Chemical Industries Inc
Priority to JP18159799A priority Critical patent/JP4015781B2/en
Publication of JP2001010925A publication Critical patent/JP2001010925A/en
Publication of JP2001010925A5 publication Critical patent/JP2001010925A5/ja
Application granted granted Critical
Publication of JP4015781B2 publication Critical patent/JP4015781B2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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  • Cosmetics (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Medicinal Preparation (AREA)

Abstract

PROBLEM TO BE SOLVED: To obtain the subject composition excellent in bleaching effect, antimicrobial effect, etc., having sufficient stability and suitable for cosmetics and lotions by including a polymer having an alkyl in the side chain and a resorcinol derivative. SOLUTION: This emulsified composition comprises (A) preferably 0.01-2 wt.% polymer having a 1-30C alkyl in the side chain and having 1,000,000 to 3,000,000 average molecular weight (e.g. acrylic acid-alkyl methacrylate copolymer) and (B) preferably 0.01-10 wt.% resorcinol derivative of formula I (R1 and R2 are H, a 1-4C acyl or the like; R3 is an alkyl or H) (e.g. 4-n- butylresorcinol of formula II). The composition preferably does not use a nonionic surfactant (e.g. polyoxyethylene fatty acid ester). The composition can further comprise an aqueous component, an oily component, an emulsifying agent, etc., and can be formulated in a dosage form of cream, emulsion, ointment, etc.

Description

【発明の詳細な説明】DETAILED DESCRIPTION OF THE INVENTION

【0001】[0001]

【発明の属する技術分野】本発明は、化粧料や医薬基剤
に有用な乳化組成物に関する。
The present invention relates to an emulsion composition useful for cosmetics and pharmaceutical bases.

【0002】[0002]

【従来の技術】レゾルシノール誘導体は、メラニン産生
抑制作用や抗菌作用を有しており、且つ、安全性に優れ
るため、化粧料や皮膚外用医薬などの皮膚外用剤の有効
成分として有用である。しかし、レゾルシノール誘導体
を含む化粧料等の皮膚を通しての経皮吸収は必ずしも十
分ではなかった。従って、このレゾルシノール誘導体の
上記の有効作用を高めるのに好適な配合系を用いた製剤
化により、皮膚を通しての経皮吸収の改善が望まれてい
た。
2. Description of the Related Art Resorcinol derivatives have a melanin production-suppressing action and an antibacterial action and are excellent in safety, and thus are useful as active ingredients in skin preparations such as cosmetics and skin preparations. However, percutaneous absorption through the skin of a cosmetic or the like containing a resorcinol derivative was not always sufficient. Therefore, it has been desired to improve percutaneous absorption through the skin by formulating a resorcinol derivative using a compounding system suitable for enhancing the above-mentioned effective effects.

【0003】また、化粧料や医薬基剤に用いる乳化組成
物の系では、通常非イオン界面活性剤により乳化性状を
安定化させているが、安全性の点からは非イオン界面活
性剤を含有させずに安定化させるのが好ましい。そこ
で、非イオン界面活性剤を含有せず、しかも充分な安定
性を有する、レゾルシノール誘導体を含む製剤の開発が
望まれていた。しかし、非イオン界面活性剤を含まない
条件下での乳化では安定した乳化組成物を得るのが困難
であり、また、生成された組成物の粘度が高くなり、以
て、使用時ののびが重くなる等の使用上の問題点もあっ
た。
[0003] In the system of the emulsified composition used for cosmetics and pharmaceutical bases, the emulsifying properties are usually stabilized by a nonionic surfactant, but from the viewpoint of safety, a nonionic surfactant is contained. It is preferable to stabilize without performing. Therefore, development of a preparation containing a resorcinol derivative which does not contain a nonionic surfactant and has sufficient stability has been desired. However, it is difficult to obtain a stable emulsified composition by emulsification under the condition that does not contain a nonionic surfactant, and the viscosity of the produced composition becomes high, so that the elongation at the time of use increases. There were also problems in use such as becoming heavy.

【0004】一方、炭素数10〜30のアルキル基を側
鎖とする平均分子量100〜300万の高分子は乳化作
用を有する増粘剤として市販されているが、このものを
レゾルシノール誘導体とともに乳化組成物にして含有す
ることも、これにより非イオン界面活性剤なしでも安定
な乳化系を形成することも知られていなかった。
On the other hand, a polymer having an average molecular weight of 1 to 3,000,000 having a side chain of an alkyl group having 10 to 30 carbon atoms is commercially available as a thickener having an emulsifying action, and this is emulsified together with a resorcinol derivative. It has not been known that the composition contains a non-ionic surfactant or a stable emulsification system without a nonionic surfactant.

【0005】[0005]

【発明が解決しようとする課題】本発明は、この様な状
況下で為されたものであり、4−n−ブチルレゾルシノ
ール等のレゾルシノール誘導体を含有する化粧料や皮膚
外用医薬に好適な、非イオン界面活性剤を含有せず、し
かも充分な安定性を有する製剤を提供することを課題と
する。
DISCLOSURE OF THE INVENTION The present invention has been made under such circumstances, and is suitable for a cosmetic or a skin external medicine containing a resorcinol derivative such as 4-n-butylresorcinol. It is an object of the present invention to provide a preparation containing no ionic surfactant and having sufficient stability.

【0006】[0006]

【課題を解決するための手段】かかる実状に鑑みて、本
発明者らは、レゾルシノール誘導体を含有する、化粧料
や皮膚外用医薬に好適で、充分な安定性を有する製剤、
好ましくは、非イオン界面活性剤を含有しない製剤を求
めて鋭意研究努力を重ねた結果、側鎖にアルキル基を有
する高分子を含有することを特徴とする、乳化組成物に
その様な特質を見出し、発明を完成させるに至った。
DISCLOSURE OF THE INVENTION In view of such circumstances, the present inventors have developed a formulation containing a resorcinol derivative, which is suitable for cosmetics and external medicine for skin and has sufficient stability.
Preferably, as a result of intensive research efforts for a formulation containing no nonionic surfactant, the emulsified composition is characterized by containing a polymer having an alkyl group in a side chain. Heading, the invention was completed.

【0007】すなわち、本願発明は、炭素数10〜30
のアルキル基を側鎖とする平均分子量100〜300万
の高分子と、下記の一般式(I)で示されるレゾルシノ
ール誘導体とを含有することを特徴とする乳化組成物で
ある。
[0007] That is, the present invention provides a compound having 10 to 30 carbon atoms.
An emulsified composition comprising a polymer having an average molecular weight of 1 to 3,000,000 having an alkyl group as a side chain and a resorcinol derivative represented by the following general formula (I).

【0008】[0008]

【化3】 (但し、式中R1、R2はそれぞれ独立に水素原子、炭素
数が1〜4のアシル基、炭素数が1〜4のアルキル基、
メシル基又はトシル基を表し、R3はアルキル基又は水
素原子を表す。)
Embedded image (Wherein, R 1 and R 2 each independently represent a hydrogen atom, an acyl group having 1 to 4 carbon atoms, an alkyl group having 1 to 4 carbon atoms,
R 3 represents an alkyl group or a hydrogen atom; )

【0009】更に、レゾルシノール誘導体は、下記の一
般式(II)で示される4−n−ブチルレゾルシノール
及び/又はその塩であるのが好ましい。
Further, the resorcinol derivative is preferably 4-n-butyl resorcinol represented by the following general formula (II) and / or a salt thereof.

【0010】[0010]

【化4】 Embedded image

【0011】アルキル基を側鎖に有する高分子として
は、アクリル酸・メタクリル酸アルキル共重合体及び/
又はその塩が好ましい。
Examples of the polymer having an alkyl group in the side chain include an acrylic acid / alkyl methacrylate copolymer and / or
Or its salt is preferable.

【0012】更にまた、本願発明は、非イオン界面活性
剤を含有しないことを特徴とする前記の乳化組成物であ
る。
Further, the present invention provides the above emulsified composition, wherein the composition contains no nonionic surfactant.

【0013】また、本願発明の乳化組成物は皮膚外用剤
として使用するのに適しており、化粧料として使用する
のにも適している。
Further, the emulsified composition of the present invention is suitable for use as an external preparation for skin and also suitable for use as a cosmetic.

【0014】[0014]

【発明の実施の形態】以下、本発明について、実施の形
態を中心に詳細に説明を加える。本発明はレゾルシノー
ル誘導体と、側鎖にアルキル基を有する高分子を含有す
ることを特徴とする乳化組成物である。まず、最初にレ
ゾルシノール誘導体について説明する。 (1)レゾルシノール誘導体 本発明の乳化組成物では、レゾルシノール誘導体を含有
する。本発明で言うレゾルシノール誘導体とは、一般式
(I)に表される、1,3−ジヒドロキシフェノール誘
導体及び/又は生理的に許容されるこれらの塩を意味
し、好適にはアルキルレゾルシノール及び/又は生理的
に許容されるこれらの塩を意味する。
BEST MODE FOR CARRYING OUT THE INVENTION Hereinafter, the present invention will be described in detail focusing on embodiments. The present invention is an emulsified composition comprising a resorcinol derivative and a polymer having an alkyl group in a side chain. First, the resorcinol derivative will be described. (1) Resorcinol derivative The emulsified composition of the present invention contains a resorcinol derivative. The resorcinol derivative referred to in the present invention means a 1,3-dihydroxyphenol derivative represented by the general formula (I) and / or a physiologically acceptable salt thereof, and is preferably an alkylresorcinol and / or a salt thereof. These salts are physiologically acceptable.

【0015】[0015]

【化5】 ここで、該アルキル基としては、炭素数が4〜7程度の
直鎖、分岐又は環状構造を含むアルキル基であって、そ
の結合部位としてはベンゼン環の4位が好ましい。これ
らのアルキル基で特に好ましいものは、4位に結合した
n−ブチル基である。即ち、下記の一般式(II)に構
造を示す4−n−ブチルレゾルシノール及び/又はその
塩である。これらは、優れたメラニン産生抑制作用、す
なわち美白作用、抗菌作用などの生理活性作用を有して
いる。
Embedded image Here, the alkyl group is an alkyl group having a linear, branched or cyclic structure having about 4 to 7 carbon atoms, and the binding site thereof is preferably the 4-position of a benzene ring. Particularly preferred among these alkyl groups are n-butyl groups bonded to the 4-position. That is, 4-n-butyl resorcinol and / or a salt thereof having a structure represented by the following general formula (II). These have an excellent melanin production inhibitory action, that is, a physiologically active action such as a whitening action and an antibacterial action.

【0016】[0016]

【化6】 (但し、式中R1、R2はそれぞれ独立に水素原子、炭素
数が1〜4のアシル基、炭素数が1〜4のアルキル基、
メシル基(メタンスルホニル基)又はトシル基(p−ト
ルエンスルホニル基)を表し、R3はアルキル基又は水
素原子を表す。)
Embedded image (Wherein, R 1 and R 2 each independently represent a hydrogen atom, an acyl group having 1 to 4 carbon atoms, an alkyl group having 1 to 4 carbon atoms,
It represents a mesyl group (methanesulfonyl group) or a tosyl group (p-toluenesulfonyl group), and R 3 represents an alkyl group or a hydrogen atom. )

【0017】尚、一般式(I)で表されるアルキルレゾ
ルシノールは、既に公知の物質であって、その製法も知
られている(特開平2−49715号などを参照)。即
ち、レゾルシノールは、例えば飽和のカルボン酸とレゾ
ルシノールを塩化亜鉛の存在下で縮合させた後、該縮合
物を亜鉛アマルガム/塩酸で還元する方法(Lille.J.Bi
tter, LA. Peiner. V, Tr. Nauch - Iasled. Inst.slan
tsev 1969,No 18, 127参照)、または、レゾルシノール
と対応するアルキルアルコールとをアルミナ触媒を使用
して200〜400℃の高温下で反応させる方法(英国
特許第1,581,428号明細書参照)等によって容
易に得ることができる。
The alkylresorcinol represented by the general formula (I) is a known substance, and its production method is also known (see Japanese Patent Application Laid-Open No. 2-49715). That is, resorcinol is prepared, for example, by condensing a saturated carboxylic acid and resorcinol in the presence of zinc chloride, and then reducing the condensate with zinc amalgam / hydrochloric acid (Lille. J. Bi).
tter, LA. Peiner. V, Tr. Nauch-Iasled. Inst.slan
tsev 1969, No. 18, 127) or a method in which resorcinol and the corresponding alkyl alcohol are reacted at a high temperature of 200 to 400 ° C. using an alumina catalyst (see British Patent No. 1,581,428). ) Can be easily obtained.

【0018】又、塩としては、生理的に許容されるもの
であれば特段の限定無く使用することが出来、例えば、
ナトリウム塩、カリウム塩等のアルカリ金属塩、カルシ
ウム、マグネシウムなどのアルカリ土類金属塩、アンモ
ニウム塩、トリエタノールアミン塩やトリエチルアミン
塩などの有機アミン塩、リジン塩やアルギニン塩等の塩
基性アミノ酸塩等が好適に例示できる。これらの中で、
特に好ましいものはアルカリ金属塩であり、中でもカリ
ウム塩が特に好ましい。
As the salt, any physiologically acceptable salt can be used without any particular limitation.
Alkali metal salts such as sodium salt and potassium salt; alkaline earth metal salts such as calcium and magnesium; ammonium salts; organic amine salts such as triethanolamine salts and triethylamine salts; basic amino acid salts such as lysine salts and arginine salts; Can be preferably exemplified. Among these,
Particularly preferred are alkali metal salts, of which potassium salts are particularly preferred.

【0019】本発明の乳化組成物に於ける、レゾルシノ
ール誘導体の好ましい含有量は0.01〜10重量%で
あり、更に好ましくは0.05〜5重量%である。
The content of the resorcinol derivative in the emulsified composition of the present invention is preferably from 0.01 to 10% by weight, more preferably from 0.05 to 5% by weight.

【0020】(2)側鎖にアルキル基を有する高分子 本発明の乳化組成物は、側鎖にアルキル基を有する高分
子を含有する。これは、上記のレゾルシノール誘導体
と、多価アルコールと不飽和アルコールとのエーテルの
組合せに於いて、該高分子により乳化することにより、
化粧料の離脱を抑制し、作用時間を長くさせることが出
来るからである。ここで該アルキル基としては炭素数が
多いアルキル基が好ましく、炭素数が8〜34のものを
有することが更に好ましく、炭素数が10〜30のもの
を有することが特に好ましい。また、該高分子の平均分
子量は10万〜300万であるのが好ましく、100万
〜300万であるのが特に好ましい。この様な高分子と
しては、アクリル酸及びそのアルキルエステル、アルキ
ルアミド、メタクリル酸及びそのアルキルエステル、ア
ルキルアミド、アシル化ビニルアルコール及びそのアル
キルエーテル、スチレン、α−アルキルスチレンから選
ばれる1種乃至は2種以上を構成モノマーとする、重合
体(ホモポリマー)及び/又は共重合体が好ましく例示
でき、中でもアクリル酸・メタクリル酸アルキル共重合
体及び/又はその塩が好ましく例示できる。この様な高
分子は、常法に従ってアクリル酸又はメタクリル酸を塩
化チオニルなどでクロリドに変換した後、アルカリ存在
下でアルコールやアルキルアミン等と反応させて構成モ
ノマーを作成し、これを重合させて得ることも可能であ
るが、既に市販されているものを利用することも可能で
ある。
(2) Polymer having an alkyl group on the side chain The emulsion composition of the present invention contains a polymer having an alkyl group on the side chain. This is achieved by emulsifying with the polymer in a combination of the above resorcinol derivative and an ether of a polyhydric alcohol and an unsaturated alcohol,
This is because the separation of the cosmetic can be suppressed and the action time can be prolonged. Here, the alkyl group is preferably an alkyl group having many carbon atoms, more preferably having 8 to 34 carbon atoms, and particularly preferably having 10 to 30 carbon atoms. Further, the average molecular weight of the polymer is preferably from 100,000 to 3,000,000, and particularly preferably from 1,000,000 to 3,000,000. Examples of such a polymer include one or more selected from acrylic acid and its alkyl ester, alkyl amide, methacrylic acid and its alkyl ester, alkyl amide, acylated vinyl alcohol and its alkyl ether, styrene and α-alkylstyrene. A polymer (homopolymer) and / or copolymer containing two or more kinds of constituent monomers is preferably exemplified, and among them, an acrylic acid / alkyl methacrylate copolymer and / or a salt thereof is preferably exemplified. Such a polymer is prepared by converting acrylic acid or methacrylic acid to chloride with thionyl chloride or the like according to a conventional method, and then reacting with an alcohol or an alkylamine in the presence of an alkali to form a constituent monomer, which is polymerized. Although it is possible to obtain it, it is also possible to use a commercially available product.

【0021】この様な市販品の中で好ましいものは、グ
ッドリッチ社より、ペムレンTR−1やペムレンTR−
2の商品名で販売されているアクリル酸・メタクリル酸
アルキル共重合体(アルキル基の炭素数は10〜30)
及び/又はその塩を用いることである。ここで塩として
は、生理的に許容されるものであれば何れも使用可能で
あり、例えば、ナトリウムやカリウムの様なアルカリ金
属塩、カルシウムやマグネシウムの様なアルカリ土類金
属塩、アンモニウム塩、トリエチルアミン塩やトリエタ
ノールアミン塩等の有機アミン塩、リジンやアルギニン
などの塩基性アミノ酸塩等が好ましく例示できる。これ
らの中で最も好ましいものは、アルカリ金属塩である。
Preferred among such commercial products are Pemulen TR-1 and Pemulen TR-
Acrylic acid / alkyl methacrylate copolymer sold under the trade name of No. 2 (the alkyl group has 10 to 30 carbon atoms)
And / or a salt thereof. Here, as the salt, any physiologically acceptable salt can be used, for example, an alkali metal salt such as sodium or potassium, an alkaline earth metal salt such as calcium or magnesium, an ammonium salt, Organic amine salts such as triethylamine salt and triethanolamine salt, and basic amino acid salts such as lysine and arginine are preferably exemplified. Most preferred of these are alkali metal salts.

【0022】これらの側鎖にアルキル基を有する高分子
は単独で使用してもよいし、二種類以上を組み合わせて
使用してもよい本発明の乳化組成物に於ける、これらの
側鎖にアルキル基を有する高分子の好ましい含有量は、
0.01〜2重量%であり、更に好ましくは0.05〜
1重量%である。これは多すぎると増粘し過ぎてしまう
場合があり、少なすぎると安定化作用が得られない場合
があるからである。
These polymers having an alkyl group in the side chain may be used alone or in combination of two or more. In the emulsion composition of the present invention, these polymers may be used in combination. The preferred content of the polymer having an alkyl group is
0.01 to 2% by weight, and more preferably 0.05 to 2% by weight.
1% by weight. This is because if the amount is too large, the viscosity may be excessively increased, and if the amount is too small, the stabilizing effect may not be obtained.

【0023】(3)本発明の乳化組成物 本発明の乳化組成物は、上記のレゾルシノール誘導体
と、側鎖にアルキル基を有する高分子及び/又はその塩
を含有する。本発明の乳化組成物に於いては、上記の以
外に通常化粧料や皮膚外用医薬など本発明の乳化組成物
の適用分野で通常使用される乳化組成物を形成するため
の基剤成分を含む。基剤成分としては、水性成分、油性
成分、乳化剤等を含有する。そして、基剤成分として
は、例えば、水性成分としては水等が、油相成分として
はワセリンやマイクロクリスタリンワックス等のような
炭化水素類、ホホバ油やゲイロウ等のエステル類、牛
脂、オリーブ油等のトリグリセライド類、セタノール、
オレイルアルコール等の高級アルコール類、ステアリン
酸、オレイン酸等の脂肪酸、グリセリンや1,3−ブタ
ンジオール等の多価アルコール類が挙げられる。乳化剤
としては、特に限定されることなく各種の界面活性剤を
使用することができる。界面活性剤としては、例えば、
アニオン性界面活性剤、非イオン界面活性剤、両性界面
活性剤が例示できる。これらの界面活性剤の中では、レ
シチン、ショ糖脂肪酸エステル、カゼインの塩、スフィ
ンゴ脂質、グリチルリチン酸又はその塩、エラスチン加
水分解物、コラーゲン加水分解物、N−アシルグルタミ
ン酸塩、ペクチン、キサンタンガム、ローカストビーン
ガム、カラヤガム等の天然界面活性物質が好ましい。
(3) Emulsion composition of the present invention The emulsified composition of the present invention contains the above-mentioned resorcinol derivative, a polymer having an alkyl group in a side chain and / or a salt thereof. In the emulsified composition of the present invention, in addition to the above, it contains a base component for forming an emulsified composition usually used in the field of application of the emulsified composition of the present invention such as a cosmetic or a topical skin medicine. . The base component contains an aqueous component, an oil component, an emulsifier, and the like. And, as a base component, for example, water and the like as an aqueous component, hydrocarbons such as petrolatum and microcrystalline wax as an oil phase component, esters such as jojoba oil and gay wax, tallow, olive oil and the like Triglycerides, cetanol,
Examples include higher alcohols such as oleyl alcohol, fatty acids such as stearic acid and oleic acid, and polyhydric alcohols such as glycerin and 1,3-butanediol. Various surfactants can be used as the emulsifier without particular limitation. As the surfactant, for example,
Examples include anionic surfactants, nonionic surfactants, and amphoteric surfactants. Among these surfactants, lecithin, sucrose fatty acid ester, casein salt, sphingolipid, glycyrrhizic acid or a salt thereof, elastin hydrolyzate, collagen hydrolyzate, N-acyl glutamate, pectin, xanthan gum, locust Natural surfactants such as bean gum and karaya gum are preferred.

【0024】本発明の乳化組成物は、非イオン界面活性
剤を用いることもできるが、安全性の上からは非イオン
界面活性剤を用いないことが好ましい。本発明によれ
ば、上記側鎖にアルキル基を有する高分子及び/又はそ
の塩を含有することにより、非イオン界面活性剤を用い
なくても安定性に優れた乳化組成物を作製できる。な
お、非イオン界面活性剤としては、ポリオキシエチレン
脂肪酸エステル、ポリオキシエチレンソルビタン脂肪酸
エステル、ポリオキシエチレンアルキルエーテル、ポリ
オキシプロピレンアルキルエーテル、ポリオキシエチレ
ンポリオキシプロピレンアルキルエーテル、ポリグリセ
リン脂肪酸エステル等が例示できる。又、通常知られて
いる乳化組成物の系では、安全性の高い乳化製剤を作成
するため、非イオン界面活性剤を含まない条件下で乳化
製剤化を行うと乳化組成物の粘度が高くなり、以て、使
用時ののびが重くなる傾向にある。しかし、本発明の乳
化組成物では、8000c.s.(5℃の条件下)以下
の低粘度でも、安定性に優れる製剤が出来るため、のび
が良い使用性に優れた乳化組成物ができる。
The emulsion composition of the present invention can use a nonionic surfactant, but from the viewpoint of safety, it is preferable not to use a nonionic surfactant. According to the present invention, by containing the polymer having an alkyl group in the side chain and / or a salt thereof, an emulsion composition having excellent stability can be produced without using a nonionic surfactant. In addition, as a nonionic surfactant, polyoxyethylene fatty acid ester, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene alkyl ether, polyoxypropylene alkyl ether, polyoxyethylene polyoxypropylene alkyl ether, polyglycerin fatty acid ester, etc. Can be illustrated. In addition, in the case of a commonly known emulsion composition system, the viscosity of the emulsified composition increases when an emulsified formulation is prepared under conditions that do not contain a nonionic surfactant in order to create a highly safe emulsified formulation. Therefore, the use tends to have a longer spread. However, in the emulsified composition of the present invention, 8000 c. s. Even at a low viscosity (at 5 ° C.) or less, a formulation having excellent stability can be obtained, and thus an emulsion composition having good spreadability and excellent usability can be obtained.

【0025】このように本発明の乳化組成物は、非イオ
ン界面活性剤を含まない状態でも安定した乳化系を形成
できるため安全性が高く、化粧料や皮膚外用医薬の基剤
として好適である。
As described above, the emulsified composition of the present invention can form a stable emulsified system even without containing a nonionic surfactant, so that it has high safety and is suitable as a base for cosmetics and external medicines for skin. .

【0026】また、上記成分以外に通常化粧料や皮膚外
用医薬に配合される任意成分、例えば、エタノール、カ
ーボポール等の増粘剤、防腐剤、紫外線吸収剤、抗酸化
剤、色素、粉体類等を配合することができる。更に皮膚
外用医薬であれば、抗真菌剤、抗炎症剤、ステロイド、
抗掻痒剤、抗生物質等の有効成分を含有することが出来
る。本発明の乳化組成物は、これらの成分を常法に従っ
て処理することにより製造することが出来る。
In addition to the above-mentioned components, optional components which are usually blended in cosmetics and topical skin medicines, for example, thickeners such as ethanol and carbopol, preservatives, ultraviolet absorbers, antioxidants, pigments and powders And the like. Furthermore, if it is a skin external medicine, antifungal agent, anti-inflammatory agent, steroid,
It can contain active ingredients such as antipruritics, antibiotics and the like. The emulsion composition of the present invention can be produced by treating these components according to a conventional method.

【0027】本願発明の化粧料としての剤形は、特に限
定されるものではなく、具体的には、クリーム、乳液、
オイル、ローション、軟膏、パック、水性ゲル、オイル
ゲル、浴用剤等が例示できる。経皮吸収性を考慮する
と、クリーム、乳液、オイルなどが好ましい剤形といえ
る。皮膚外用医薬についても、同様に軟膏、クリーム等
の形態で広く使用することができる。
[0027] The dosage form of the cosmetic of the present invention is not particularly limited. Specifically, creams, emulsions,
Examples include oils, lotions, ointments, packs, aqueous gels, oil gels, bath preparations, and the like. Considering the transdermal absorbability, creams, emulsions, oils and the like are preferred dosage forms. Similarly, skin external medicines can be widely used in the form of ointments, creams and the like.

【0028】[0028]

【実施例】以下に実施例を挙げて、本発明について更に
詳細に説明を加えるが、本発明がかかる実施例にのみ限
定を受けないことは言うまでもない。
The present invention will be described in more detail with reference to the following examples, but it goes without saying that the present invention is not limited only to these examples.

【0029】<実施例1>下記の表2に示す処方に従っ
て、本発明の乳化組成物である化粧料1(乳液)を製造
した。即ち、イ、ロの成分をそれぞれ80℃に加熱し、
イにロを撹拌しながら徐々に加え乳化し、ホモジナイザ
ーにて乳化粒子を均一化した後、冷却し乳化組成物を得
た。
<Example 1> Cosmetic 1 (emulsion), which is an emulsified composition of the present invention, was produced according to the formulation shown in Table 2 below. That is, the components (a) and (b) are each heated to 80 ° C.
The mixture was gradually added to (1) while stirring to emulsify the mixture, and the emulsion particles were homogenized with a homogenizer, followed by cooling to obtain an emulsion composition.

【0030】尚、比較例1として、ペムレンTR−2を
カルボキシビニルポリマーに置換した乳液の製造を試み
たが乳化できなかった。又、ペムレンTR−2と水酸化
カリウムと水のうちの1重量部をポリオキシエチレン
(20)ステアリルエーテルに置換して製造した比較例
2の乳液は室温で乳化後24時間以内に分離した。
As Comparative Example 1, an attempt was made to produce an emulsion in which Pemulen TR-2 was replaced with a carboxyvinyl polymer, but emulsification was not possible. The emulsion of Comparative Example 2 produced by substituting 1 part by weight of Pemulen TR-2, potassium hydroxide and water with polyoxyethylene (20) stearyl ether was separated within 24 hours after emulsification at room temperature.

【0031】化粧料1を乳化してから24時間室温に放
置した後、保存瓶に充填し、以下の各温度条件で24時
間保管した後に測定した粘度は、5℃;4820、20
℃;2800、40℃;2000(単位は各c.s.)
であった。又、この化粧料2は50℃で10日間という
過酷な条件下で保管した場合でも安定であった。これよ
り、本発明の乳化組成物において、多価アルコールと不
飽和高級アルコールとのエーテルと、側鎖にアルキル基
を有する高分子とを組合せて使用した場合、粘度が低く
また安定性に優れているという効果が得られ、側鎖にア
ルキル基を有する高分子が好ましい成分であることが分
かる。
After emulsifying Cosmetic 1 and leaving it at room temperature for 24 hours, it was filled in a storage bottle and stored for 24 hours under the following temperature conditions. The viscosity measured was 5 ° C .;
° C; 2800, 40 ° C; 2000 (unit is each cs)
Met. This cosmetic 2 was stable even when stored under the harsh condition of 50 ° C. for 10 days. Thus, in the emulsified composition of the present invention, when a combination of an ether of a polyhydric alcohol and an unsaturated higher alcohol and a polymer having an alkyl group in a side chain is used, the viscosity is low and the stability is excellent. It can be seen that a polymer having an alkyl group in the side chain is a preferable component.

【0032】又、この化粧料1と比較例2の乳液とを下
記の表1の評価法で美白効果を評価したところ、比較例
2は+であるのに対して、化粧料1は++であり、この
様な、非イオン界面活性剤を使用せず、側鎖にアルキル
基を有する高分子で乳化した系を用いると、本発明の美
白効果は更に高まることがわかった。
When the whitening effect of this cosmetic 1 and the emulsion of Comparative Example 2 was evaluated by the evaluation method shown in Table 1 below, Comparative Example 2 was +, whereas Cosmetic 1 was ++. It has been found that the use of such a system emulsified with a polymer having an alkyl group in the side chain without using a nonionic surfactant further enhances the whitening effect of the present invention.

【0033】[0033]

【表1】 [Table 1]

【0034】即ち、人の前腕部2cm×2cmの部位4
つに、予め求めておいたMEDの0.5倍の紫外線(光
源:東芝製SEランプ)を1日1回、3日間照射し、タ
ーニングモデルを作成した。このターニングした4部位
中の1部位に本発明の化粧料1を、1部位に比較例1の
化粧料を、1部位に対照例1の化粧料を0.01ml/
日で3週間の間毎日塗布し、残る1部位はなにもせず
(無処置)着色の程度の変化を最後の投与24時間後に
観察し、無処置の部位の着色の程度に比べて、各部位の
美白効果を上記の表1に示す基準で判定した。
That is, a part 4 of a human forearm 2 cm × 2 cm
Finally, a turning model was created by irradiating ultraviolet light (light source: SE lamp manufactured by Toshiba) 0.5 times the MED obtained in advance once a day for three days. Cosmetic 1 of the present invention was used in one of the four sites turned, the cosmetic of Comparative Example 1 was used in one site, and the cosmetic of Comparative Example 1 was used in one site in an amount of 0.01 ml /.
24 hours after the last administration, the remaining one site was observed at 24 hours after the last administration without any treatment (untreated). The whitening effect of the site was determined based on the criteria shown in Table 1 above.

【0035】[0035]

【表2】 [Table 2]

【0036】また、寒天平板培地に検体として化粧料1
を0.1mlを塗抹した後、白金耳にて各種の菌を接種
し、その生育状況を見る抗菌試験を行った。菌の接種後
7日において、スタフィロコッカス・アウレウス、シュ
ードモナス・アエルギノーサ、カンジダ・アルビカンス
のいずれの菌を接種した場合にもコロニー形成はみとめ
られなかった。
[0036] Cosmetic 1 was used as a sample on an agar plate medium.
After 0.1 ml was spread, various bacteria were inoculated with a platinum loop, and an antibacterial test was performed to check the growth status. Seven days after the inoculation of the bacteria, colonization was not observed when any of Staphylococcus aureus, Pseudomonas aeruginosa, and Candida albicans was inoculated.

【0037】<実施例2>下記の表3に示す処方に従っ
て、本発明の乳化組成物である化粧料2(乳液)を製造
した。即ち、イ、ロの成分をそれぞれ80℃に加熱し、
イにロを撹拌しながら徐々に加え乳化し、ホモジナイザ
ーにて乳化粒子を均一化した後、冷却し乳化組成物を得
た。
Example 2 According to the formulation shown in Table 3 below, cosmetic 2 (emulsion), which is an emulsified composition of the present invention, was produced. That is, the components (a) and (b) are each heated to 80 ° C.
The mixture was gradually added to (1) while stirring to emulsify the mixture, and the emulsion particles were homogenized with a homogenizer, followed by cooling to obtain an emulsion composition.

【0038】尚、比較例3として、ペムレンTR−2を
カルボキシビニルポリマーに置換した乳液の製造を試み
たが乳化できなかった。又、ペムレンTR−2と水酸化
カリウムと水のうちの1重量部をポリオキシエチレン
(20)ステアリルエーテルに置換して製造した比較例
4の乳液は室温で乳化後24時間以内に分離した。
As Comparative Example 3, an attempt was made to produce an emulsion in which Pemulen TR-2 was replaced by a carboxyvinyl polymer, but emulsification was not possible. Further, the emulsion of Comparative Example 4 produced by substituting 1 part by weight of Pemulen TR-2, potassium hydroxide and water with polyoxyethylene (20) stearyl ether was separated within 24 hours after emulsification at room temperature.

【0039】化粧料2を乳化してから24時間室温に放
置した後、保存瓶に充填し、以下の各温度条件で24時
間保管した後に測定した粘度は、5℃;4800、20
℃;2910、40℃;2000(単位は各c.s.)
であった。又、この化粧料2は50℃で10日間という
過酷な条件下で保管した場合でも安定であった。これよ
り、本発明の乳化組成物において、側鎖にアルキル基を
有する高分子を使用した場合、粘度が低く、また安定性
に優れているという効果が得られる。
After emulsifying the cosmetic 2, the emulsion was allowed to stand at room temperature for 24 hours, then filled in a storage bottle, and stored for 24 hours under the following temperature conditions, and the viscosity measured was 5 ° C .;
° C; 2910, 40 ° C; 2000 (unit is each cs)
Met. This cosmetic 2 was stable even when stored under the harsh condition of 50 ° C. for 10 days. Thus, when a polymer having an alkyl group in the side chain is used in the emulsified composition of the present invention, the effects of low viscosity and excellent stability can be obtained.

【0040】[0040]

【表3】 [Table 3]

【0041】<実施例3>下記の表4に示す処方に従っ
て、本発明の乳化組成物である化粧料3(乳液)を製造
した。即ち、イ、ロの成分をそれぞれ80℃に加熱し、
イにロを撹拌しながら徐々に加え乳化し、ホモジナイザ
ーにて乳化粒子を均一化した後、冷却し乳化組成物を得
た。尚、比較例5として、ペムレンTR−2をカルボキ
シビニルポリマーに置換し乳液の製造を試みたが乳化で
きなかった。又、ペムレンTR−2と水酸化カリウムと
水のうちの1重量部をポリオキシエチレン(20)ステ
アリルエーテルに置換して製造した比較例6の乳液は室
温で乳化後24時間以内に分離した。
<Example 3> Cosmetic 3 (emulsion), which is an emulsified composition of the present invention, was produced according to the formulation shown in Table 4 below. That is, the components (a) and (b) are each heated to 80 ° C.
The mixture was gradually added to (1) while stirring to emulsify the mixture, and the emulsion particles were homogenized with a homogenizer, followed by cooling to obtain an emulsion composition. Incidentally, as Comparative Example 5, an attempt was made to produce an emulsion by substituting Pemlen TR-2 with a carboxyvinyl polymer, but emulsification was not possible. The emulsion of Comparative Example 6 produced by substituting 1 part by weight of Pemulen TR-2, potassium hydroxide and water with polyoxyethylene (20) stearyl ether was separated within 24 hours after emulsification at room temperature.

【0042】化粧料3を乳化してから24時間室温に放
置した後、保存瓶に充填し、20℃で24時間保管した
後に測定した粘度は、1960(単位は各c.s.)で
あった。又、この化粧料4は50℃で10日間という過
酷な条件下で保管した場合でも安定であった。これよ
り、本発明の乳化組成物において、側鎖にアルキル基を
有する高分子を使用した場合、粘度が低くまた安定性に
優れているという効果が得られる。
After emulsifying the cosmetic 3, the cosmetic was left at room temperature for 24 hours, filled in a storage bottle, and stored at 20 ° C. for 24 hours. The viscosity measured was 1960 (unit: each cs). Was. This cosmetic 4 was stable even when stored under the severe conditions of 50 ° C. for 10 days. Thus, when a polymer having an alkyl group in the side chain is used in the emulsion composition of the present invention, the effects of low viscosity and excellent stability can be obtained.

【0043】[0043]

【表4】 [Table 4]

【0044】<実施例4>下記の表5に示す処方に従っ
て、本発明の乳化組成物である化粧料4(乳液)を製造
した。即ち、イ、ロの成分をそれぞれ80℃に加熱し、
イにロを撹拌しながら徐々に加え乳化し、ホモジナイザ
ーにて乳化粒子を均一化した後、冷却し乳化組成物を得
た。尚、比較例7として、ペムレンTR−1をカルボキ
シビニルポリマーに置換した乳液の製造を試みたが乳化
できなかった。又、ペムレンTR−2と水酸化カリウム
と水のうちの1重量部をポリオキシエチレン(20)ス
テアリルエーテルに置換して製造した比較例8の乳液は
室温で乳化後24時間以内に分離した。
<Example 4> Cosmetic 4 (emulsion), which is an emulsified composition of the present invention, was produced according to the formulation shown in Table 5 below. That is, the components (a) and (b) are each heated to 80 ° C.
The mixture was gradually added to (1) with stirring to emulsify the mixture, homogenized the emulsified particles with a homogenizer, and then cooled to obtain an emulsified composition. In addition, as Comparative Example 7, an attempt was made to produce an emulsion in which Pemulen TR-1 was replaced with a carboxyvinyl polymer, but emulsification was not possible. The emulsion of Comparative Example 8 produced by substituting 1 part by weight of Pemulen TR-2, potassium hydroxide and water with polyoxyethylene (20) stearyl ether was separated within 24 hours after emulsification at room temperature.

【0045】この化粧料4は50℃で10日間という過
酷な条件下で保管した場合も安定であった。これより、
本発明の乳化組成物において、側鎖にアルキル基を有す
る高分子を使用した場合、安定性に優れているという効
果が得られることが分かる。
This cosmetic 4 was stable when stored under severe conditions of 50 ° C. for 10 days. Than this,
It can be seen that in the emulsion composition of the present invention, when a polymer having an alkyl group in the side chain is used, an effect of excellent stability can be obtained.

【0046】[0046]

【表5】 [Table 5]

【0047】<実施例5>下記の表6に示す処方に従っ
て、本発明の乳化組成物である化粧料5(乳液)を製造
した。即ち、イ、ロの成分をそれぞれ80℃に加熱し、
イにロを撹拌しながら徐々に加え乳化し、ホモジナイザ
ーにて乳化粒子を均一化した後、冷却し乳化組成物を得
た。尚、比較例9として、ペムレンTR−2をカルボキ
シビニルポリマーに置換した乳液の製造を試みたが乳化
できなかった。又、ペムレンTR−2と水酸化カリウム
と水のうちの2重量部をポリオキシエチレン(60)硬
化ヒマシ油に置換して製造した比較例10の乳液は室温
で乳化後24時間以内に分離した。
Example 5 According to the formulation shown in Table 6 below, cosmetic 5 (emulsion), which is an emulsified composition of the present invention, was produced. That is, the components (a) and (b) are each heated to 80 ° C.
The mixture was gradually added to (1) while stirring to emulsify the mixture, and the emulsion particles were homogenized with a homogenizer, followed by cooling to obtain an emulsion composition. In addition, as Comparative Example 9, an attempt was made to produce an emulsion in which Pemulen TR-2 was substituted with a carboxyvinyl polymer, but the emulsion could not be emulsified. The emulsion of Comparative Example 10 produced by replacing 2 parts by weight of Pemulen TR-2, potassium hydroxide and water with polyoxyethylene (60) hydrogenated castor oil separated within 24 hours after emulsification at room temperature. .

【0048】この化粧料5は50℃で10日間という過
酷な条件下で保管した場合でも安定であった。これよ
り、本発明の乳化物において、側鎖にアルキル基を有す
る高分子を使用した場合、安定性に優れているという効
果が得られることが分かる。
This cosmetic 5 was stable even when stored under severe conditions of 50 ° C. for 10 days. This shows that, in the emulsion of the present invention, when a polymer having an alkyl group in the side chain is used, an effect of excellent stability can be obtained.

【0049】[0049]

【表6】 [Table 6]

【0050】<実施例6>下記の表7に示す処方に従っ
て、本発明の乳化組成物である化粧料6(乳液)を製造
した。即ち、イ、ロの成分をそれぞれ80℃に加熱し、
イにロを撹拌しながら徐々に加え乳化し、ホモジナイザ
ーにて乳化粒子を均一化した後、冷却し乳化組成物を得
た。尚、比較例11として、ペムレンTR−2をカルボ
キシビニルポリマーに置換した乳液の製造を試みたが乳
化できなかった。又、ペムレンTR−2と水酸化カリウ
ムと水のうちの2重量部をポリオキシエチレン(45)
ステアリン酸エステルに置換して製造した比較例12の
乳液は室温で乳化後24時間以内に分離した。
Example 6 Cosmetic 6 (emulsion), which is an emulsified composition of the present invention, was prepared according to the formulation shown in Table 7 below. That is, the components (a) and (b) are each heated to 80 ° C.
The mixture was gradually added to (1) with stirring to emulsify the mixture, homogenized the emulsified particles with a homogenizer, and then cooled to obtain an emulsified composition. In addition, as Comparative Example 11, an attempt was made to produce an emulsion in which Pemulen TR-2 was replaced with a carboxyvinyl polymer, but emulsification was not possible. Also, 2 parts by weight of Pemulen TR-2, potassium hydroxide, and water were used as polyoxyethylene (45).
The emulsion of Comparative Example 12 prepared by substituting the stearic acid ester was separated within 24 hours after emulsification at room temperature.

【0051】この化粧料6は50℃で10日間という過
酷な条件下で保管した場合でも安定であった。これよ
り、本発明の乳化組成物において、側鎖にアルキル基を
有する高分子を使用した場合、安定性に優れているとい
う効果が得られることが分かる。
This cosmetic 6 was stable even when stored under severe conditions of 50 ° C. for 10 days. From this, it can be seen that when a polymer having an alkyl group in the side chain is used in the emulsion composition of the present invention, an effect of excellent stability can be obtained.

【0052】[0052]

【表7】 [Table 7]

【0053】<実施例7>下記の表8に示す処方に従っ
て、本発明の乳化組成物である化粧料7(乳液)を製造
した。即ち、イ、ロの成分をそれぞれ80℃に加熱し、
イにロを撹拌しながら徐々に加え乳化し、ホモジナイザ
ーにて乳化粒子を均一化した後、冷却し乳化組成物を得
た。尚、比較例13として、ペムレンTR−2をカルボ
キシビニルポリマーに置換した乳液の製造を試みたが乳
化できなかった。又、ペムレンTR−2と水酸化カリウ
ムと水のうちの2重量部をポリオキシエチレン(20)
オレイルエーテルに置換して製造した比較例14の乳液
は室温で乳化後24時間以内に分離した。
<Example 7> Cosmetic 7 (emulsion), which is an emulsified composition of the present invention, was prepared according to the formulation shown in Table 8 below. That is, the components (a) and (b) are each heated to 80 ° C.
The mixture was gradually added to (1) while stirring to emulsify the mixture, and the emulsion particles were homogenized with a homogenizer, followed by cooling to obtain an emulsion composition. In addition, as Comparative Example 13, an attempt was made to produce an emulsion in which Pemulen TR-2 was replaced with a carboxyvinyl polymer, but emulsification was not possible. Also, 2 parts by weight of Pemulen TR-2, potassium hydroxide, and water were used as polyoxyethylene (20).
The emulsion of Comparative Example 14 prepared by substituting oleyl ether was separated within 24 hours after emulsification at room temperature.

【0054】この化粧料7は50℃で10日間という過
酷な条件下で保管した場合でも安定であった。これよ
り、本発明の乳化組成物において、側鎖にアルキル基を
有する高分子を使用した場合、安定性に優れているとい
う効果が得られることが分かる。
This cosmetic 7 was stable even when stored under the severe conditions of 50 ° C. for 10 days. From this, it can be seen that when a polymer having an alkyl group in the side chain is used in the emulsion composition of the present invention, an effect of excellent stability can be obtained.

【0055】[0055]

【表8】 [Table 8]

【0056】<実施例8>下記の表9に示す処方に従っ
て、本発明の乳化組成物である化粧料8(乳液)を製造
した。即ち、イ、ロの成分をそれぞれ80℃に加熱し、
イにロを撹拌しながら徐々に加え乳化し、ホモジナイザ
ーにて乳化粒子を均一化した後、冷却し乳化組成物を得
た。尚、比較例15として、ペムレンTR−2をカルボ
キシビニルポリマーに置換した乳液の製造を試みたが乳
化できなかった。又、ペムレンTR−2と水酸化カリウ
ムと水のうちの1重量部をポリオキシエチレン(20)
ベヘニルエーテルに置換して製造した比較例16の乳液
は室温で乳化後24時間以内に分離した。
Example 8 Cosmetic 8 (emulsion), which is an emulsified composition of the present invention, was prepared according to the formulation shown in Table 9 below. That is, the components (a) and (b) are each heated to 80 ° C.
The mixture was gradually added to (1) while stirring to emulsify the mixture, and the emulsion particles were homogenized with a homogenizer, followed by cooling to obtain an emulsion composition. Incidentally, as Comparative Example 15, an attempt was made to produce an emulsion in which Pemulen TR-2 was replaced with a carboxyvinyl polymer, but emulsification was not possible. In addition, 1 part by weight of Pemulen TR-2, potassium hydroxide and water was used as polyoxyethylene (20).
The emulsion of Comparative Example 16 prepared by substituting behenyl ether was separated within 24 hours after emulsification at room temperature.

【0057】この化粧料8は50℃で10日間という過
酷な条件下で保管した場合でも安定であった。これよ
り、本発明の乳化組成物において、側鎖にアルキル基を
有する高分子を使用した場合、安定性に優れているとい
う効果が得られることが分かる。
This cosmetic 8 was stable even when stored under severe conditions of 50 ° C. for 10 days. From this, it can be seen that when a polymer having an alkyl group in the side chain is used in the emulsion composition of the present invention, an effect of excellent stability can be obtained.

【0058】[0058]

【表9】 [Table 9]

【0059】<実施例9>実施例1〜8の化粧料を専門
パネラーを用いて、5℃における使用性を調べた。使用
性は、のびの良さ、密着感、肌なじみの良さの評価項目
について、以下の表10に示す評価基準によって評価し
た。
<Example 9> The usability of the cosmetics of Examples 1 to 8 at 5 ° C was examined using a specialized paneler. Usability was evaluated based on evaluation criteria shown in Table 10 below for evaluation items of good spreadability, close contact feeling, and good skin familiarity.

【0060】[0060]

【表10】 [Table 10]

【0061】結果を表11に示す。これより、本発明の
化粧料は、低温度下であっても粘度が低いため、のびが
良く、また、肌への密着感やなじみ等の使用性が非常に
良いことがわかる。
Table 11 shows the results. This shows that the cosmetic of the present invention has a low viscosity even at a low temperature, so that it spreads well and has extremely good usability such as a feeling of close contact with skin and conformability.

【0062】[0062]

【表11】 [Table 11]

【0063】<実施例10>実施例1〜8の化粧料につ
いて、モルモット損傷皮膚モデル(1群5匹)を用いて
安全性を調べた。モルモットは背部を剃毛した後、ガム
テープストリッピングを行い、48時間クローズパッチ
を行った。パッチ除去後、皮膚反応を、以下の表12に
示すいわゆるドレーズの基準に従って評価した。
Example 10 The cosmetics of Examples 1 to 8 were examined for safety using a guinea pig damaged skin model (5 animals per group). The guinea pigs were shaved on their backs, stripped with gum tape and closed for 48 hours. After removal of the patch, the skin response was evaluated according to the so-called Draise criteria shown in Table 12 below.

【0064】[0064]

【表12】 [Table 12]

【0065】結果は何れの動物とも無反応(−)であ
り、本発明の化粧料の安全性が高いことが証明された。
The results were no reaction (-) with any of the animals, demonstrating that the cosmetic of the present invention has high safety.

【0066】<実施例11>下記の表13に示す処方に
従って、本発明の乳化組成物である皮膚外用医薬1(乳
液)を製造した。即ち、イ、ロの成分をそれぞれ80℃
に加熱し、イにロを撹拌しながら徐々に加え乳化し、ホ
モジナイザーにて乳化粒子を均一化した後、冷却し乳化
組成物を得た。このものはのびが大変良い上、皮膚上か
らの脱離が少ないので、優れた医薬基剤であった。抗炎
症剤を使用する損傷皮膚に於いても塗布による好ましく
ない作用(物理的刺激)が抑制されていた。又、レゾル
シノール誘導体の抗菌作用により、微生物に対しても安
定であった。
Example 11 According to the formulation shown in Table 13 below, a skin external medicine 1 (emulsion) as an emulsified composition of the present invention was produced. That is, each of the components (a) and (b) is
Then, the mixture was gradually added to the mixture while stirring, and the mixture was emulsified. After homogenizing the emulsified particles with a homogenizer, the mixture was cooled to obtain an emulsion composition. It was an excellent pharmaceutical base because it spreads very well and has little detachment from the skin. Undesirable effects (physical irritation) due to application were also suppressed on damaged skin using anti-inflammatory agents. Further, the antibacterial action of the resorcinol derivative was stable against microorganisms.

【0067】[0067]

【表13】 [Table 13]

【0068】<実施例12>下記の表14に示す処方に
従って、本発明の乳化組成物である皮膚外用医薬2(乳
液)を製造した。即ち、イ、ロの成分をそれぞれ80℃
に加熱し、イにロを撹拌しながら徐々に加え乳化し、ホ
モジナイザーにて乳化粒子を均一化した後、冷却し乳化
組成物を得た。このものはのびが大変良い上、皮膚上か
らの脱離が少ないので、優れた医薬基剤であった。抗真
菌剤を使用するビランした皮膚に於いても塗布による好
ましくない作用(物理的刺激)が抑制されていた。更
に、レゾルシノール誘導体の作用によりビラン回復後の
皮膚に色素沈着は見られなかった。
Example 12 According to the formulation shown in Table 14 below, a skin external medicine 2 (emulsion), which is an emulsified composition of the present invention, was produced. That is, each of the components (a) and (b) is
Then, the mixture was gradually added to the mixture while stirring, and the mixture was emulsified. After homogenizing the emulsified particles with a homogenizer, the mixture was cooled to obtain an emulsion composition. It was an excellent pharmaceutical base because it spreads very well and has little detachment from the skin. Undesired effects of application (physical irritation) were also suppressed on viran skin using antifungal agents. Further, no pigmentation was observed on the skin after the recovery of virane due to the action of the resorcinol derivative.

【0069】[0069]

【表14】 [Table 14]

【0070】[0070]

【発明の効果】本発明の乳化組成物は、レゾルシノール
誘導体の美白効果、抗菌効果等に優れる。本発明の乳化
組成物は該非イオン界面活性剤を用いなくても安定性に
優れている。又、本発明の乳化組成物では、低粘度の組
成物であっても安定性に優れる製剤を生成できるため、
のびが良く使用性に優れた乳化組成物を提供することが
できる。本発明によれば、化粧料や皮膚外用医薬に好適
な、レゾルシノール誘導体を含有する化粧料や皮膚外用
医薬に好適な、非イオン界面活性剤を用いない製剤、し
かも充分な安定性を有する製剤を提供することができ
る。
The emulsified composition of the present invention is excellent in resorcinol derivatives, such as whitening effect and antibacterial effect. The emulsion composition of the present invention has excellent stability without using the nonionic surfactant. Further, in the emulsified composition of the present invention, even a low-viscosity composition can produce a preparation having excellent stability,
An emulsion composition having good spreadability and excellent usability can be provided. According to the present invention, suitable for cosmetics and external medicines for skin, suitable for cosmetics and external medicines containing resorcinol derivatives, preparations that do not use nonionic surfactants, and preparations that have sufficient stability Can be provided.

───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.7 識別記号 FI テーマコート゛(参考) A61K 31/00 617 A61K 31/00 617 631 631C 31/045 601 31/045 601 47/10 47/10 (72)発明者 福田 泰博 神奈川県横浜市神奈川区高島台27番地1 ポーラ化成工業株式会社横浜研究所内 (72)発明者 鳥原 正浩 新潟県北蒲原郡中条町倉敷町2番28号 株 式会社クラレ内 (72)発明者 玉井 洋進 新潟県北蒲原郡中条町倉敷町2番28号 株 式会社クラレ内 Fターム(参考) 4C076 AA17 BB31 DD30 DD37 DD38 DD39 DD66 EE12 EE27 EE53 FF16 4C083 AA122 AB032 AC072 AC082 AC122 AC132 AC182 AC471 AC472 AC482 AD091 AD092 AD152 CC01 CC02 CC05 DD31 EE01 FF05 4C206 AA01 AA02 CA17 CA19 MA01 MA83 NA11 ZA89 ──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. 7 Identification code FI Theme coat ゛ (Reference) A61K 31/00 617 A61K 31/00 617 631 631C 31/045 601 31/045 601 47/10 47/10 ( 72) Inventor Yasuhiro Fukuda 27-1, Takashimadai, Kanagawa-ku, Yokohama-shi, Kanagawa Prefecture Inside the Yokohama Research Laboratory, Polar Chemical Industry Co., Ltd. (72) Inventor Masahiro Torihara 2-28, Kurashiki-cho, Nakajo-cho, Kitakanbara-gun, Niigata Prefecture 72) Inventor Hiromichi Tamai 2-28 Kurashiki-cho, Nakajo-cho, Kitakanbara-gun, Niigata F-term in Kuraray Co., Ltd. AC472 AC482 AD091 AD092 AD152 CC01 CC02 CC05 DD31 EE01 FF05 4C206 AA01 AA02 CA17 CA19 MA01 MA83 NA11 ZA89

Claims (6)

【特許請求の範囲】[Claims] 【請求項1】 炭素数が10〜30のアルキル基を側鎖
とする平均分子量が100〜300万の高分子と、下記
の一般式(I)で示されるレゾルシノール誘導体とを含
有することを特徴とする乳化組成物。 【化1】 (但し、式中R1、R2はそれぞれ独立に水素原子、炭素
数が1〜4のアシル基、炭素数が1〜4のアルキル基、
メシル基又はトシル基を表し、R3はアルキル基又は水
素原子を表す。)
1. A polymer having a side chain of an alkyl group having 10 to 30 carbon atoms and having an average molecular weight of 1 to 3,000,000, and a resorcinol derivative represented by the following general formula (I). Emulsified composition. Embedded image (Wherein, R 1 and R 2 each independently represent a hydrogen atom, an acyl group having 1 to 4 carbon atoms, an alkyl group having 1 to 4 carbon atoms,
R 3 represents an alkyl group or a hydrogen atom; )
【請求項2】 前記レゾルシノール誘導体が下記の一般
式(II)で示される4−n−ブチルレゾルシノール及
び/又はその塩であることを特徴とする請求項1に記載
の乳化組成物。 【化2】
2. The emulsion composition according to claim 1, wherein the resorcinol derivative is 4-n-butyl resorcinol represented by the following general formula (II) and / or a salt thereof. Embedded image
【請求項3】 前記アルキル基を側鎖とする高分子が、
アクリル酸・メタクリル酸アルキル共重合体及び/又は
その塩であることを特徴とする請求項1又は2に記載の
乳化組成物。
3. The polymer having an alkyl group as a side chain,
The emulsion composition according to claim 1, which is an acrylic acid / alkyl methacrylate copolymer and / or a salt thereof.
【請求項4】 非イオン界面活性剤を含有しないことを
特徴とする請求項1〜3の何れか一項に記載の乳化組成
物。
4. The emulsion composition according to claim 1, wherein the emulsion composition does not contain a nonionic surfactant.
【請求項5】 皮膚外用剤であることを特徴とする請求
項1〜4の何れか一項に記載の乳化組成物。
5. The emulsified composition according to claim 1, which is an external preparation for skin.
【請求項6】 化粧料であることを特徴とする請求項1
〜5の何れか一項に記載の乳化組成物。
6. The cosmetic according to claim 1, which is a cosmetic.
The emulsified composition according to any one of claims 1 to 5.
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