JPS61210054A - Production of esterified product of magnolia alcohol and fatty acid, and cosmetic containing esterified product of magnolia alcohol and fatty acid - Google Patents
Production of esterified product of magnolia alcohol and fatty acid, and cosmetic containing esterified product of magnolia alcohol and fatty acidInfo
- Publication number
- JPS61210054A JPS61210054A JP5142785A JP5142785A JPS61210054A JP S61210054 A JPS61210054 A JP S61210054A JP 5142785 A JP5142785 A JP 5142785A JP 5142785 A JP5142785 A JP 5142785A JP S61210054 A JPS61210054 A JP S61210054A
- Authority
- JP
- Japan
- Prior art keywords
- fatty acid
- esterified product
- acid
- alcohol
- magnolia
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
- A61K8/922—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/02—Preparations containing skin colorants, e.g. pigments
- A61Q1/04—Preparations containing skin colorants, e.g. pigments for lips
- A61Q1/06—Lipsticks
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Emergency Medicine (AREA)
- Dermatology (AREA)
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Cosmetics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Fats And Perfumes (AREA)
Abstract
Description
【発明の詳細な説明】
本発明は新規な化粧料用油剤に関する。さらに詳しくは
、ホホバアルコールと脂肪酸とのエステル化生成物の製
造方法と、ホホバアルコールと脂肪酸とのエステル化生
成物を配合したことを特徴とする化粧料に関する。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a novel cosmetic oil. More specifically, the present invention relates to a method for producing an esterified product of jojoba alcohol and a fatty acid, and a cosmetic containing the esterified product of jojoba alcohol and a fatty acid.
化粧料の油剤には、液状油として一般に流動パラフィン
、スクワランなどの炭化水素類、動植物油、ミリスチン
酸イソプロピルなどの合成油が用いられており、またワ
ックスとしてミツロウ、カルナウバロウ、ラノリンなど
が用いられている。In cosmetic oils, liquid oils generally include liquid paraffin, hydrocarbons such as squalane, animal and vegetable oils, and synthetic oils such as isopropyl myristate, and waxes such as beeswax, carnauba wax, and lanolin are used. There is.
これらの油剤を、皮青上に塗布したときの使用感は、い
ずれも油っぽいものである。最近、さっばりした使用感
と安全性の高い化粧料が望まれる傾向にあり、使用感の
良い、さっばりした油剤の開発が望まれている。When these oils are applied to the skin, they all have an oily feel. Recently, there has been a trend for cosmetics that have a light feel and are highly safe, and there is a desire for the development of light oils that have a good feel.
本発明者らは、さっばりした使用感を有するとともに皮
青刺激性のない化粧料を得るべく種々研究の結果、ホホ
バアルコールと脂肪酸とのエステル化生成物が、上記の
目的を充分満足させるものであることを見い出した。ホ
ホバアルコールは下記のような不飽和高級アルコール組
成からなるホホバ油の加水分解生成物であり、使用感が
非常にさっばりした油剤である。As a result of various studies to obtain a cosmetic that has a light feel and does not irritate the skin, the present inventors have found that an esterified product of jojoba alcohol and a fatty acid satisfactorily satisfies the above objectives. I found that. Jojoba alcohol is a hydrolysis product of jojoba oil consisting of an unsaturated higher alcohol composition as shown below, and is an oil with a very light feel.
0、、Hコ50H6%
020 H390H62%
CjuHo OH28%
0uH4vOH4%
本発明はこのような知見に基づいて完成されたもので、
ホホバアルコールと脂肪酸とのエステル化生成物の1種
又は2種以上を配合してなる化粧料である。0,, Hco50H6% 020 H390H62% CjuHo OH28% 0uH4vOH4% The present invention was completed based on such knowledge,
This is a cosmetic containing one or more esterified products of jojoba alcohol and fatty acids.
上記の脂肪酸としては飽和分枝、飽和直鎖、不飽和、ヒ
ドロキシ各脂肪酸が使用でき、炭素数が12〜24位の
ものが特に油剤として良好である。As the above-mentioned fatty acids, saturated branched, saturated straight-chain, unsaturated, and hydroxyl fatty acids can be used, and those having 12 to 24 carbon atoms are particularly suitable as oil agents.
飽和分枝脂肪酸としてはインパルミチン酸、イソステア
リン酸、飽和直鎖脂肪酸としてステアリン酸、ベヘニン
酸等、不飽和脂肪酸としてオレイン酸、リノール酸等、
ヒドロキシ脂肪酸として12−ヒドロキシステアリン酸
等が用いられる。Saturated branched fatty acids include impalmitic acid and isostearic acid, saturated straight chain fatty acids include stearic acid and behenic acid, and unsaturated fatty acids include oleic acid and linoleic acid.
12-hydroxystearic acid and the like are used as the hydroxy fatty acid.
また、原料の脂肪酸は単一でも混合物でもよい。Furthermore, the fatty acids used as raw materials may be used alone or in a mixture.
本発明で用いるエステル化生成物は、酸、アルカリ、金
属等の触媒を用いる一般的なエステル化反応で常法によ
り製造でき、水酸基が残存していてもさしつかえない。The esterified product used in the present invention can be produced by a conventional esterification reaction using a catalyst such as an acid, an alkali, or a metal, and there is no problem even if a hydroxyl group remains.
以下に本発明で用いるホホバアルコールと脂肪酸とのエ
ステル(以下、本エステル化物という)の合成例および
本エステル化物の諸性質を実験例により示す。Synthesis examples of esters of jojoba alcohol and fatty acids (hereinafter referred to as the present ester) used in the present invention and various properties of the present ester are shown below using experimental examples.
実験例i、 ホホバアルコール・イソステアリン酸エ
ステル
ホホバアルコール(6,2グ、 ca、 20 m
mol))イソステアリン酸(5,7f、20m mo
l)、およびp−トルエンスルホン酸(0,07f、0
.4mmol)をトルエン(80s+t)中、Dean
−3tark trapを用い、計算量の水が水分分離
器にたまるまで加熱還流を行なった。反応終了後、脱酸
を行ない、次いで脱色剤を用いて脱色後、減圧下に水蒸
気を吹き込み脱臭を行なって、淡黄色、はとんど無臭の
試料1を得た。以下同様な方法により試料2.3を合成
した。Experimental Example I, Jojoba Alcohol/Isostearate Jojoba Alcohol (6.2 g, ca, 20 m
mol)) Isostearic acid (5,7f, 20m mo
l), and p-toluenesulfonic acid (0,07f,0
.. 4 mmol) in toluene (80s+t), Dean
Heating and refluxing was performed using a -3 tark trap until the calculated amount of water accumulated in the water separator. After the reaction was completed, deoxidation was carried out, followed by decolorization using a decolorizing agent, followed by deodorization by blowing steam under reduced pressure to obtain Sample 1, which was pale yellow and almost odorless. Sample 2.3 was synthesized in the same manner.
各試料の性状を表1に示す。Table 1 shows the properties of each sample.
表1
試料名 本エステル化物の中の脂肪酸 本エステル化物
の性状組成 色、性状 、C=O
,ashl イソステアリン酸 淡黄色液体 1
7252 ステアリン酸 白色固体 1730
3 ベヘニン酸 白色固体 1728得られ
た本エステル化物(試料1〜3)は、いずれも、流動ハ
ラフィン、イソプロピルミリステート為ヒマシ油\エタ
ノール(試料1の場合)等の各種油剤もしくは溶剤との
相溶性が良好であり、また1油っぽさがなく、さっばり
感を有する油剤である。Table 1 Sample name Fatty acid in this esterified product Properties and composition of this esterified product Color, properties, C=O
,ashl isostearic acid pale yellow liquid 1
7252 Stearic acid white solid 1730
3 Behenic acid white solid 1728 The resulting esterified products (samples 1 to 3) are compatible with various oils or solvents such as castor oil/ethanol (in the case of sample 1) for liquid halafine and isopropyl myristate. It is an oily product that has a good texture and is not oily and has a light feel.
次に実施例を示しつつ本発明の詳細な説明する。Next, the present invention will be explained in detail while showing examples.
いずれの場合も、すぐれた感触、性能を有した化粧料が
得られた。なお、含有割合は重量%である。In each case, cosmetics with excellent feel and performance were obtained. In addition, the content ratio is weight %.
実施例1. スキンクリーム
A)流動パラフィン 14.0スクワ
ラン 5.0ホホバアルコール
・イソステ
アリン酸エステル 5.0ステアリン酸
5.0セチルアルコール
1.0グリセリンモノステアレート3,
0
ソルビタンモノステアレート 0,6ポリオキシ
エチレンソルビタ
ンモノステアレート0.4
B)グリセリン 5.0水酸化カ
リウム 0.5精製水
60.5防腐剤
適量C)香料
適量製造法:成分Aおよび成分Bをそれぞれ75〜80
℃に加熱溶解した後、成分Aに成分Bを加えて乳化し、
冷却途上にて、成分Cを加えて均一に混合し、30℃ま
で冷却し目的とするスキンクリームを得る。Example 1. Skin cream A) Liquid paraffin 14.0 Squalane 5.0 Jojoba alcohol/isostearate 5.0 Stearic acid 5.0 Cetyl alcohol
1.0 glycerin monostearate 3,
0 Sorbitan monostearate 0.6 Polyoxyethylene sorbitan monostearate 0.4 B) Glycerin 5.0 Potassium hydroxide 0.5 Purified water
60.5 Preservatives
Appropriate amount C) Fragrance
Appropriate amount manufacturing method: 75 to 80% of each of component A and component B
After heating and dissolving at ℃, component B is added to component A and emulsified,
During cooling, component C is added and mixed uniformly, and the mixture is cooled to 30°C to obtain the desired skin cream.
実施例2.乳液
A)ホホバアルコール・イソステ
アリン酸エステル 50セチルアルコー
ル 5.0スクワラン
2.0グリセリンモノステアレート
1.3ソルビタンモノオレート 1.5
ポリオキシエチレンソルビタ
ンモノオレート 08B)グリセ
リン 6,0キサンタンガム
0.2精製水
78.2防腐剤 適量
0)香料 適量製造法:
実施例1と同様にして、目的とする乳液を得る。Example 2. Emulsion A) Jojoba alcohol/isostearate 50 cetyl alcohol 5.0 squalane
2.0 glycerin monostearate
1.3 Sorbitan monooleate 1.5
Polyoxyethylene sorbitan monooleate 08B) Glycerin 6,0 xanthan gum
0.2 Purified water
78.2 Preservatives Appropriate amount 0) Flavoring agent Appropriate amount Manufacturing method:
The desired emulsion is obtained in the same manner as in Example 1.
実施例6 口紅
A)とマシ油 450ホホバ
アルコ一ル番ベヘニン
酸エステル 200ヘキサデシルア
ルコール 10,0ミツロウ
4.0キヤンデリラロウ
60カルナウバロウ 50酸化防止
剤 適量防腐剤
適量B)カラーペース
8,5C)香料
適量製造法:成分Aを加熱溶解し均一に混合する。こ
れに成分Bを加え、ロールミルを用いて均一に分散させ
る。これを再度、溶融し成分Cを加える。Example 6 Lipstick A) and mustard oil 450 jojoba alcohol behenic acid ester 200 hexadecyl alcohol 10.0 beeswax
4.0 Kyan Deli La Row
60 Carnauba wax 50 Antioxidant Appropriate amount of preservative
Appropriate amount B) Color pace
8,5C) Fragrance
Proper amount production method: Component A is dissolved by heating and mixed uniformly. Component B is added to this and uniformly dispersed using a roll mill. This is melted again and component C is added.
脱泡後、型に流し込み、ついで急冷して固め目的とする
口紅を得る。After defoaming, it is poured into a mold and then rapidly cooled to harden to obtain the desired lipstick.
次に、本発明のホホバアルコール脂肪酸エステルの安全
性を明らかにするために、人体に対する一次刺激性試験
を閉鎖パッチテストにより行なった。Next, in order to clarify the safety of the jojoba alcohol fatty acid ester of the present invention, a primary irritation test on the human body was conducted using a closed patch test.
即ち、フィンチャンバー(大正製薬)を用い、前腕層側
部に24時間の閉鎖貼布を行なう。健康人20名に対し
、このテストを実施し、絆創膏を剥してから、1時間後
、24時間後、および48時間後に判定を行なったカニ
、本発明のホホバアルフール脂肪酸エステル(試料&1
〜3)は、全く刺激性が認められず化粧料用油剤として
有用である。That is, using Fin Chamber (Taisho Pharmaceutical Co., Ltd.), a 24-hour occlusion patch is applied to the side of the forearm layer. This test was conducted on 20 healthy people, and judgments were made 1 hour, 24 hours, and 48 hours after removing the bandage.
Items 3) to 3) show no irritation at all and are useful as oils for cosmetics.
本発明化粧料の効果を明らかにするため25〜50才の
一般女性40名を対象に使用テストを行ナイ、ダブルブ
ラインド法により、整肌効果を中心にアンケート調査を
行なった。ホホバアルコール・イソステアリン酸エステ
ル使用スキンクリーム(!l[flN)と実施例1のホ
ホバアルコール・イソステアリン酸エステルを流動パラ
フィンに置換えたスキンクリーム(対照品)を1力月間
使用した結果を表2にまとめて示した。なお、使用試験
期間中の皮膚トラブルは1例も発生しなかった。In order to clarify the effects of the cosmetics of the present invention, a usage test was conducted on 40 general women aged 25 to 50, and a questionnaire survey was conducted using a double-blind method, focusing on the skin conditioning effects. Table 2 summarizes the results of using the skin cream containing jojoba alcohol and isostearate ester (!l[flN) and the skin cream of Example 1 in which jojoba alcohol and isostearate were replaced with liquid paraffin (control product) for one month. It was shown. In addition, no skin troubles occurred during the use test period.
表2. 整肌効果の判定結果Table 2. Judgment results of skin conditioning effect
Claims (2)
の製造方法。(1) Method for producing an esterification product of jojoba alcohol and fatty acid.
の1種又は2種以上を配合してなる化粧料。(2) Cosmetics containing one or more esterified products of jojoba alcohol and fatty acids.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP5142785A JPS61210054A (en) | 1985-03-14 | 1985-03-14 | Production of esterified product of magnolia alcohol and fatty acid, and cosmetic containing esterified product of magnolia alcohol and fatty acid |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP5142785A JPS61210054A (en) | 1985-03-14 | 1985-03-14 | Production of esterified product of magnolia alcohol and fatty acid, and cosmetic containing esterified product of magnolia alcohol and fatty acid |
Publications (1)
Publication Number | Publication Date |
---|---|
JPS61210054A true JPS61210054A (en) | 1986-09-18 |
Family
ID=12886626
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP5142785A Pending JPS61210054A (en) | 1985-03-14 | 1985-03-14 | Production of esterified product of magnolia alcohol and fatty acid, and cosmetic containing esterified product of magnolia alcohol and fatty acid |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS61210054A (en) |
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1999020224A3 (en) * | 1997-10-17 | 1999-09-30 | Int Flora Technologies Ltd | Emollient compositions based on jojoba oil |
WO1999037274A3 (en) * | 1998-01-22 | 1999-09-30 | Int Flora Technologies Ltd | Dry emollient compositions |
USRE38141E1 (en) * | 1997-10-17 | 2003-06-10 | International Flora Technologies Ltd. | Dry emollient compositions |
EP1427386A4 (en) * | 2001-03-30 | 2006-01-04 | Yissum Res Dev Co | Products for preventing penetration into the skin |
JP2007508295A (en) * | 2003-10-10 | 2007-04-05 | インターナショナル フローラ テクノロジーズ,リミテッド | Fatty alcohol compounds, methods for improving the spreadability of products, and uses thereof |
JP2008127340A (en) * | 2006-11-22 | 2008-06-05 | Nikko Chemical Co Ltd | Fatty acid ester and cosmetic |
WO2011121054A2 (en) | 2010-03-31 | 2011-10-06 | Pierre Fabre Dermo-Cosmetique | Cosmetic use of a magnolia leaf extract for improving the reflective power of hair |
US8529970B2 (en) | 2000-01-03 | 2013-09-10 | International Flora Technologies, Ltd. | High unsaponifiables and methods of using the same |
WO2018123824A1 (en) * | 2016-12-27 | 2018-07-05 | 日清オイリオグループ株式会社 | Solid wax composition and solid oily cosmetic |
JP2020519740A (en) * | 2017-05-15 | 2020-07-02 | インターナショナル フローラ テクノロジーズ,リミテッド | Wax ester composition and method for producing the same 1. |
-
1985
- 1985-03-14 JP JP5142785A patent/JPS61210054A/en active Pending
Cited By (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6280746B1 (en) | 1997-10-17 | 2001-08-28 | International Flora Technologies Ltd. | Dry emollient compositions |
USRE38141E1 (en) * | 1997-10-17 | 2003-06-10 | International Flora Technologies Ltd. | Dry emollient compositions |
WO1999020224A3 (en) * | 1997-10-17 | 1999-09-30 | Int Flora Technologies Ltd | Emollient compositions based on jojoba oil |
WO1999037274A3 (en) * | 1998-01-22 | 1999-09-30 | Int Flora Technologies Ltd | Dry emollient compositions |
JP2002529370A (en) * | 1998-01-22 | 2002-09-10 | インターナショナル フローラ テクノロジーズ,リミテッド | Dry type emollient composition |
US8529970B2 (en) | 2000-01-03 | 2013-09-10 | International Flora Technologies, Ltd. | High unsaponifiables and methods of using the same |
US7736630B2 (en) | 2001-03-30 | 2010-06-15 | Elka Touitou | Products for preventing penetration into the skin |
EP1427386A4 (en) * | 2001-03-30 | 2006-01-04 | Yissum Res Dev Co | Products for preventing penetration into the skin |
JP2007508295A (en) * | 2003-10-10 | 2007-04-05 | インターナショナル フローラ テクノロジーズ,リミテッド | Fatty alcohol compounds, methods for improving the spreadability of products, and uses thereof |
JP2008127340A (en) * | 2006-11-22 | 2008-06-05 | Nikko Chemical Co Ltd | Fatty acid ester and cosmetic |
WO2011121054A2 (en) | 2010-03-31 | 2011-10-06 | Pierre Fabre Dermo-Cosmetique | Cosmetic use of a magnolia leaf extract for improving the reflective power of hair |
WO2018123824A1 (en) * | 2016-12-27 | 2018-07-05 | 日清オイリオグループ株式会社 | Solid wax composition and solid oily cosmetic |
JPWO2018123824A1 (en) * | 2016-12-27 | 2019-10-31 | 日清オイリオグループ株式会社 | Solid wax composition and solid oily cosmetic |
US11246825B2 (en) | 2016-12-27 | 2022-02-15 | The Nisshin Oillio Group, Ltd. | Solid wax composition and solid oily cosmetic |
JP2020519740A (en) * | 2017-05-15 | 2020-07-02 | インターナショナル フローラ テクノロジーズ,リミテッド | Wax ester composition and method for producing the same 1. |
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