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JPS59175408A - Cosmetic - Google Patents

Cosmetic

Info

Publication number
JPS59175408A
JPS59175408A JP58048341A JP4834183A JPS59175408A JP S59175408 A JPS59175408 A JP S59175408A JP 58048341 A JP58048341 A JP 58048341A JP 4834183 A JP4834183 A JP 4834183A JP S59175408 A JPS59175408 A JP S59175408A
Authority
JP
Japan
Prior art keywords
isosorbide
acid ester
cosmetic
fatty acid
oily component
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
Application number
JP58048341A
Other languages
Japanese (ja)
Inventor
Kazuhisa Fujio
藤生 和久
Kazuhiko Shinozaki
篠崎 一彦
Sakuo Akimaru
秋丸 三九男
Toshio Onuma
俊雄 大沼
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.)
NIPPON SAAFUAKUTANTO KOGYO KK
Original Assignee
NIPPON SAAFUAKUTANTO KOGYO KK
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 NIPPON SAAFUAKUTANTO KOGYO KK filed Critical NIPPON SAAFUAKUTANTO KOGYO KK
Priority to JP58048341A priority Critical patent/JPS59175408A/en
Publication of JPS59175408A publication Critical patent/JPS59175408A/en
Pending legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4973Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)

Abstract

PURPOSE:To provide a safe cosmetic containing an isosorbide difatty acid ester as an oily component, exhibiting an excellent performance in an emulsion-type or phase-separation-type cosmetic using an oil having a specific gravity of >=1, and giving excellent diffusibility and feeling to the skin. CONSTITUTION:The objective cosmetic is prepared by using isosorbide difatty acid ester as an oily component. The isosorbide difatty acid ester can be synthesized by reacting isosorbide with a higher fatty acid in the presence of a catalyst such as an alkali catalyst. The higher fatty acid is a saturated or unsaturated branched fatty acid having a carbon number of >=8. Since the ester is used as an oily component, it is preferable that the content of the unreacted hydroxyl group is as low as possible, i.e. >=80% of the whole hydroxyl groups are esterified.

Description

【発明の詳細な説明】 本発明は新規なる油相成分を用いることを特徴とする化
粧料に関するものである。詳しくは油相成分としてイン
ソルバイドジ脂肪酸エステルを含む事を特徴とする化粧
料に関するものである。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a cosmetic composition characterized by using a novel oil phase component. More specifically, the present invention relates to a cosmetic containing an insorbide difatty acid ester as an oil phase component.

化粧品は人体に直接使用するものであるから、使用され
る油相成分は皮膚安全性、安定性、さらには使用感触等
が問題となる。この点から油相成分としては皮膚を刺激
することなく安全性が高いこと、さらには皮膚に対して
感触が良いこと等の効果を有するものが良好である。従
来から用いられている油相成分としては油脂、ロウ類2
合成エステル油等があるが、これらは必ずしも上記の性
質を満足していない。すなわち油脂は安定性が悪いのが
最大の欠点であり、また一般に油脂、ロウ類は粘度が高
く比重が軽く使用時にべたついたり、のびが悪いといっ
た欠点も有している。
Since cosmetics are used directly on the human body, the skin safety, stability, and feel of the oil phase components used are problematic. From this point of view, it is preferable that the oil phase component be highly safe without irritating the skin, and also have effects such as being pleasant to the touch on the skin. Oils and fats and waxes2 are conventionally used oil phase components.
There are synthetic ester oils, but these do not necessarily satisfy the above properties. That is, the biggest drawback of fats and oils is that they have poor stability, and in general, fats and oils and waxes have high viscosity and low specific gravity, making them sticky when used and having difficulty spreading.

合成エステル油は安全性が時として問題となり、また感
触、変敗などの点で問題がある。
Synthetic ester oils sometimes have safety issues, and they also have problems with feel, deterioration, etc.

最近、油相成分として軽く、さっばりした゛感触の油が
追い求められ、合成油も数多く製造されているが、腰が
あってべたべたしない油相成分はほとんどない。
Recently, oils with a light and light texture have been sought after as oil phase components, and many synthetic oils have been produced, but there are almost no oil phase components that are firm and non-sticky.

本発明者らは安全性が高く化学的に安定であり且つ独得
の感触をもつ油相成分について鋭意研究した結果、イン
ソルバイトのジ脂肪酸エステルが有用な性能を有するこ
とをみいだし本発明に到達した。すなわち本発明はイン
ソルパイドジ脂肪酸エステルを油相成分として含有する
ことを特徴とする化粧料に係るものである。本発明に用
いられるイソソルバイドジ脂肪酸エステルの構成脂肪酸
としては炭素数が8以上の高級脂肪酸が好ましい。
As a result of intensive research into oil phase components that are highly safe, chemically stable, and have a unique feel, the present inventors discovered that the difatty acid ester of Insorbite has useful performance and arrived at the present invention. did. That is, the present invention relates to a cosmetic material containing insolupide difatty acid ester as an oil phase component. The fatty acids constituting the isosorbide difatty acid ester used in the present invention are preferably higher fatty acids having 8 or more carbon atoms.

ポリオールエステルの油相成分として用いられるポリオ
ールにはグリセリンを始めとしてポリグリセリン、ペン
タエリスリドツト、トリメチロールプロパンなどが存在
するが、ソルビトール、ンルビタン、イソソルノ(イド
に関するものは、少なく特にイソソルバイトを主体とし
たものはない0本発明のイソソルノ(イドジ脂肪酸エス
テルは油相成分として新規なものである。
Polyols used as oil phase components of polyol esters include glycerin, polyglycerin, pentaerythridot, trimethylolpropane, etc., but there are few polyols related to sorbitol, nrubitan, isosorbite, etc. The iso-di-fatty acid ester of the present invention is novel as an oil phase component.

本発明でイソソルバイトに着目したのは、6個のOH基
を有するソルビトールは、アルカリや酸の存在下の加熱
により分子内脱水反応を起こす。そして4個のOH基を
有するソルビタン、さらには2個のOH基を有するイソ
ソルノ(イドに変化する。この点から、ソルビトール、
ソルビタンに比ベインソルバイトは安定であるといえる
0同様にインンルパイドジ脂肪酸エステルは安定で多く
の有用な性質を有している0 本発明のイソソルバイドジ脂肪酸エステルは腰があって
こってりした油であるのに皮膚に塗布すると非常に拡散
性がよくさっばりした感触をもっている大変めずらしい
油である。特に炭素数8〜10の脂肪酸のエステルは比
重が1より大きい油で、油は水より軽いという常識を破
った油であジ乳化タイプや層分離タイプの化粧料にすぐ
れた性能を発揮する。
The present invention focuses on isosorbite because sorbitol, which has six OH groups, undergoes an intramolecular dehydration reaction when heated in the presence of an alkali or acid. Sorbitan, which has four OH groups, further changes to isosorno(ido), which has two OH groups.From this point, sorbitol,
Compared to sorbitan, it can be said that vainsorbite is stable.Similarly, inlupaido difatty acid ester is stable and has many useful properties.Although the isosorbide difatty acid ester of the present invention is a firm and heavy oil, it does not affect the skin. It is a very rare oil that has excellent dispersibility and a light feel when applied to the skin. In particular, esters of fatty acids with 8 to 10 carbon atoms are oils with a specific gravity greater than 1, which breaks the conventional wisdom that oils are lighter than water, and exhibits excellent performance in di-emulsion type and layer separation type cosmetics.

本発明の油相成分であるイソソルバイドジ脂肪酸エステ
ルの加水分解安定性を化粧品原料基準の油脂のケン化価
の測定法を用いて測定すると加水分解率は1時間で30
%であった。天然油脂は大体60分ですべて加水分解さ
れるのに比較してみると非常に安定だと言える。また、
皮膚に対する刺激については、健康な人20名の前縛又
は上腕屈側部分に本油相成分を塗布したリント布を貼付
し、その上を絆創膏で固定し24時間後に変化の有無を
判定した。その結果いずれも変化なく、はとんど刺激は
認められなかった。
When the hydrolytic stability of isosorbide difatty acid ester, which is an oil phase component of the present invention, is measured using the saponification value measurement method of oils and fats based on cosmetic raw materials, the hydrolysis rate is 30 in 1 hour.
%Met. Compared to natural fats and oils, which are completely hydrolyzed in about 60 minutes, it can be said that they are extremely stable. Also,
Regarding skin irritation, a lint cloth coated with the oil phase component was applied to the front or flexor side of the upper arm of 20 healthy people, and the cloth was fixed with a bandage, and the presence or absence of any change was determined after 24 hours. As a result, there was no change in any of the cases, and almost no irritation was observed.

本発明のインソルバイドジ脂肪酸エステルはインソルバ
イトと高級脂肪酸とをアルカリ触媒等の触媒の存在下反
応させることにより得られる。本発明でいう高級脂肪酸
は、炭素数8以上で飽和、不飽和2分岐脂肪酸のいずれ
でもよい。
The insorbide difatty acid ester of the present invention can be obtained by reacting insorbite with a higher fatty acid in the presence of a catalyst such as an alkali catalyst. The higher fatty acids as used in the present invention may be either saturated or unsaturated bibranched fatty acids having 8 or more carbon atoms.

エステル化度は、油相成分として使用するため未反応水
酸基が少々い事が望ましく、全水酸基の80チ以上をエ
ステル化する事により本発明でいう特徴を発現し得る。
As for the degree of esterification, since it is used as an oil phase component, it is desirable that the number of unreacted hydroxyl groups is a little low, and the characteristics of the present invention can be expressed by esterifying 80 or more of the total hydroxyl groups.

以下、実施例釦より本発明を更に詳細に説明するが、本
発明はこれらの実施例に限定されるものではない。
The present invention will be explained in more detail below using examples, but the present invention is not limited to these examples.

実 施 例  1 (クレンジングクリーム)イソソル
バイトと2−エチルへキサン酸とをアルカリ触媒下で反
応し、インソルバイト・2−エチルヘキサン酸ジエステ
ルを合成した0本品は無色、無臭、感触、安全性に優れ
た液状油であった。又本市は比重1.03で、他に見ら
れない油であった。
Example 1 (Cleansing cream) This product synthesizes insorbite/2-ethylhexanoic acid diester by reacting isosorbite and 2-ethylhexanoic acid under an alkali catalyst.This product is colorless, odorless, tactile, and safe. It was a liquid oil with excellent properties. In addition, Motoichi oil had a specific gravity of 1.03, and was an oil unlike any other.

本市を使用し、下記に示す組成を有するクレンジングク
リームを作成した。
A cleansing cream having the composition shown below was prepared using Motoichi.

(A)  ミネラルオイル             
   40係インソルバイト・2−エチルヘキサン酸ジ
エステル    10チポリオキシエチレントリセチル
フオスフエート       8係(B)グリセリン 
              5%精製水      
  37% このクリームは皮膚刺激のない、洗浄性に優れたもので
、感触が非常に良かった。
(A) Mineral oil
Section 40 Insorbite 2-ethylhexanoic acid diester 10 Polyoxyethylene tricetyl phosphate Section 8 (B) Glycerin
5% purified water
37% This cream did not irritate the skin, had excellent cleansing properties, and had a very pleasant feel.

実施例 2(乳液) (萄 イソソルバイドシテカノエート        
          5wt%スクワラン(N工KKO
Lスクワラン)           5ステアリΔ俊
ジグリセライド(N工KKOL DG8−801   
  5ベヘニルアルコール(N工KKOL ベヘニルア
ルご一ル80)2デカグリセリンモノステアレートfN
IKKOL Dece、glyn 1−81 2(B)
 グリセリン                 31
.3−フヂレングリコール             
     4精製水          74 上記組成を有する乳液を作成した。この乳液は非常に安
定な、伸びのよい、さっばりした感触の乳籟であった。
Example 2 (Emulsion) (Isosorbide sitecanoate
5wt% squalane (N-KKO
L squalane) 5 stearyl Δshun diglyceride (Nko KKOL DG8-801
5 Behenyl Alcohol (Nko KKOL Behenyl Alcohol 80) 2 Decaglycerin Monostearate fN
IKKOL Dece, glyn 1-81 2(B)
glycerin 31
.. 3-phelene glycol
4 Purified Water 74 A milky lotion having the above composition was prepared. This milky lotion was very stable, spreadable, and had a light texture.

Claims (1)

【特許請求の範囲】[Claims] イソンルバイドジ脂肪酸エステルを油相成分として含有
することを特徴とする化粧料。
A cosmetic product characterized by containing ison rubide difatty acid ester as an oil phase component.
JP58048341A 1983-03-23 1983-03-23 Cosmetic Pending JPS59175408A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP58048341A JPS59175408A (en) 1983-03-23 1983-03-23 Cosmetic

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP58048341A JPS59175408A (en) 1983-03-23 1983-03-23 Cosmetic

Publications (1)

Publication Number Publication Date
JPS59175408A true JPS59175408A (en) 1984-10-04

Family

ID=12800690

Family Applications (1)

Application Number Title Priority Date Filing Date
JP58048341A Pending JPS59175408A (en) 1983-03-23 1983-03-23 Cosmetic

Country Status (1)

Country Link
JP (1) JPS59175408A (en)

Cited By (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999045060A1 (en) * 1998-03-04 1999-09-10 Ato B.V. Bicyclooctane derivatives as plasticisers
EP2174641A1 (en) * 2008-10-09 2010-04-14 Cognis IP Management GmbH Oil body mixtures containing derivatives of the isosorbid
EP2239315A1 (en) 2009-04-09 2010-10-13 Cognis IP Management GmbH Isosorbide monoesters and their use in household applications
WO2011059866A3 (en) * 2009-11-13 2011-09-01 Sytheon Ltd. Composition and methods for improving skin appearance
WO2013017256A1 (en) * 2011-08-04 2013-02-07 Clariant International Ltd Use of isosorbide diesters as thickeners
WO2013006760A3 (en) * 2011-07-07 2014-04-10 The Procter & Gamble Company Personal care compositions with improved solubility of a solid uv sunscreen active agent.
WO2013006743A3 (en) * 2011-07-07 2014-04-17 The Procter & Gamble Company Personal care compositions with improved solubility of a solid cosmetic active substance
KR20140072100A (en) * 2011-09-19 2014-06-12 바스프 에스이 Use of isosorbide derivatives for producing cosmetic preparations
US20140178314A1 (en) * 2012-12-19 2014-06-26 The Procter & Gamble Company Compositions and/or articles with improved solubility of a solid active
JP2014521666A (en) * 2011-08-04 2014-08-28 クラリアント・インターナシヨナル・リミテツド Cosmetic, dermatological or pharmaceutical composition containing isosorbide diester and UV filter
JP2014172870A (en) * 2013-03-08 2014-09-22 Kao Corp Oil-in-water emulsion cosmetics
EP2990024A1 (en) * 2014-08-26 2016-03-02 Oleon N.V. Pigment concentrate
US9295626B2 (en) 2011-08-04 2016-03-29 Clariant International Ltd. Compositions comprising isosorbide monoester and N-hydroxypyridones
US9445595B2 (en) 2011-08-04 2016-09-20 Clariant International Ltd. Composition containing isosorbide monoester and isosorbide diester
US9555117B2 (en) 2011-08-04 2017-01-31 Clariant International Ltd. Use of isosorbide monoesters as thickeners
US9596849B2 (en) 2009-05-23 2017-03-21 Clariant International Ltd. Composition containing sorbitan monocaprylate and alcohol
US9636321B2 (en) 2015-03-27 2017-05-02 Symbionyx Pharmaceuticals Inc. Compositions and methods for treating psoriasis
US9730450B2 (en) 2011-08-04 2017-08-15 Clariant International Ltd. Use of isosorbide monoesters as antimicrobial active substances
US10406135B2 (en) 2011-08-04 2019-09-10 Clariant International Ltd. Compositions containing isosorbide monoester and alcohols that contain at least one aromatic group
US10597402B2 (en) 2015-03-27 2020-03-24 Sytheon Limited Compositions and methods for restoring epidermal integrity and function and treating dermatological diseases

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5345379A (en) * 1976-10-07 1978-04-24 Toppan Printing Co Ltd Method of manufacture of vessel
JPS5697532A (en) * 1980-01-07 1981-08-06 Nippon Saafuakutanto Kogyo Kk Sorbitol ester emulsifier composition

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5345379A (en) * 1976-10-07 1978-04-24 Toppan Printing Co Ltd Method of manufacture of vessel
JPS5697532A (en) * 1980-01-07 1981-08-06 Nippon Saafuakutanto Kogyo Kk Sorbitol ester emulsifier composition

Cited By (37)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999045060A1 (en) * 1998-03-04 1999-09-10 Ato B.V. Bicyclooctane derivatives as plasticisers
US6395810B1 (en) 1998-03-04 2002-05-28 Ato B.V. Bicyclooctane derivatives as plasticizers
EP2174641A1 (en) * 2008-10-09 2010-04-14 Cognis IP Management GmbH Oil body mixtures containing derivatives of the isosorbid
EP2239315A1 (en) 2009-04-09 2010-10-13 Cognis IP Management GmbH Isosorbide monoesters and their use in household applications
WO2010115565A1 (en) 2009-04-09 2010-10-14 Cognis Ip Management Gmbh Isosorbide monoesters and their use in household applications
US8389465B2 (en) 2009-04-09 2013-03-05 Cognis Ip Management Gmbh Isosorbide monoesters and their use in household applications
US9596849B2 (en) 2009-05-23 2017-03-21 Clariant International Ltd. Composition containing sorbitan monocaprylate and alcohol
WO2011059866A3 (en) * 2009-11-13 2011-09-01 Sytheon Ltd. Composition and methods for improving skin appearance
US8496917B2 (en) 2009-11-13 2013-07-30 Sytheon Ltd Compositions and methods for improving skin appearance
WO2013006760A3 (en) * 2011-07-07 2014-04-10 The Procter & Gamble Company Personal care compositions with improved solubility of a solid uv sunscreen active agent.
WO2013006743A3 (en) * 2011-07-07 2014-04-17 The Procter & Gamble Company Personal care compositions with improved solubility of a solid cosmetic active substance
WO2013017256A1 (en) * 2011-08-04 2013-02-07 Clariant International Ltd Use of isosorbide diesters as thickeners
US10406135B2 (en) 2011-08-04 2019-09-10 Clariant International Ltd. Compositions containing isosorbide monoester and alcohols that contain at least one aromatic group
JP2014521666A (en) * 2011-08-04 2014-08-28 クラリアント・インターナシヨナル・リミテツド Cosmetic, dermatological or pharmaceutical composition containing isosorbide diester and UV filter
US9968536B2 (en) 2011-08-04 2018-05-15 Clariant International Ltd. Composition comprising isosorbide monoesters and isosorbide diesters
JP2014525972A (en) * 2011-08-04 2014-10-02 クラリアント・インターナシヨナル・リミテツド Use of isosorbide diester as thickener
US9730450B2 (en) 2011-08-04 2017-08-15 Clariant International Ltd. Use of isosorbide monoesters as antimicrobial active substances
US9295626B2 (en) 2011-08-04 2016-03-29 Clariant International Ltd. Compositions comprising isosorbide monoester and N-hydroxypyridones
US9358199B2 (en) 2011-08-04 2016-06-07 Clariant International Ltd. Use of isosorbide diesters as thickeners
US9445595B2 (en) 2011-08-04 2016-09-20 Clariant International Ltd. Composition containing isosorbide monoester and isosorbide diester
US9555117B2 (en) 2011-08-04 2017-01-31 Clariant International Ltd. Use of isosorbide monoesters as thickeners
JP2014526482A (en) * 2011-09-19 2014-10-06 ビーエイエスエフ・ソシエタス・エウロパエア Use of isosorbide derivatives for the manufacture of cosmetics
US20140356296A1 (en) * 2011-09-19 2014-12-04 Basf Se Use Of Isosorbide Derivatives For Producing Cosmetic Preparations
KR20140072100A (en) * 2011-09-19 2014-06-12 바스프 에스이 Use of isosorbide derivatives for producing cosmetic preparations
JP2016504093A (en) * 2012-12-19 2016-02-12 ザ プロクター アンド ギャンブルカンパニー Composition and / or article with improved solubility of solid active ingredients
JP2017140431A (en) * 2012-12-19 2017-08-17 ザ プロクター アンド ギャンブル カンパニー Composition and / or article with improved solubility of solid active ingredients
US20140178314A1 (en) * 2012-12-19 2014-06-26 The Procter & Gamble Company Compositions and/or articles with improved solubility of a solid active
US11000592B2 (en) 2012-12-19 2021-05-11 The Procter & Gamble Company Compositions and methods for treating non-cornified epithelial tissue of a female body
JP2014172870A (en) * 2013-03-08 2014-09-22 Kao Corp Oil-in-water emulsion cosmetics
EP2990024A1 (en) * 2014-08-26 2016-03-02 Oleon N.V. Pigment concentrate
US9636321B2 (en) 2015-03-27 2017-05-02 Symbionyx Pharmaceuticals Inc. Compositions and methods for treating psoriasis
US10597402B2 (en) 2015-03-27 2020-03-24 Sytheon Limited Compositions and methods for restoring epidermal integrity and function and treating dermatological diseases
US11312725B2 (en) 2015-03-27 2022-04-26 Sytheon Limited Compositions and methods for restoring epidermal integrity and function and treating dermatological diseases
US11753414B2 (en) 2015-03-27 2023-09-12 Sytheon Ltd Compositions and methods for treating atopic dermatitis
US11753415B2 (en) 2015-03-27 2023-09-12 Sytheon Ltd Compositions and methods for treating atopic dermatitis
US12012416B2 (en) 2015-03-27 2024-06-18 Sytheon Ltd Compositions and methods for treating atopic dermatitis
USRE50049E1 (en) 2015-03-27 2024-07-23 Sytheon Ltd. Compositions and methods for treating psoriasis

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