JPS6043042B2 - Novel esterification products and cosmetics and external preparations containing them - Google Patents
Novel esterification products and cosmetics and external preparations containing themInfo
- Publication number
- JPS6043042B2 JPS6043042B2 JP8803279A JP8803279A JPS6043042B2 JP S6043042 B2 JPS6043042 B2 JP S6043042B2 JP 8803279 A JP8803279 A JP 8803279A JP 8803279 A JP8803279 A JP 8803279A JP S6043042 B2 JPS6043042 B2 JP S6043042B2
- Authority
- JP
- Japan
- Prior art keywords
- acid
- fatty acid
- cosmetics
- acids
- external preparations
- 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.)
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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
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/86—Polyethers
-
- 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
- A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
-
- 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
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- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Emergency Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polyethers (AREA)
- Medicinal Preparation (AREA)
- Cosmetics (AREA)
Description
【発明の詳細な説明】
本発明は新規なポリエーテルポリオール−脂肪酸一ジカ
ルボン酸系エステル化生成物及びこれを油剤として含有
する化粧料及び外用剤にかんする。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a novel polyether polyol-fatty acid monodicarboxylic acid esterification product and cosmetics and external preparations containing the same as an oil agent.
化粧料の油剤には、液状油として一般に流動パラフィン
、スクアランなどの炭化水素類、動植物油、合成油(た
とえばミリスチン酸イソプロピル)などが用いられてお
り、またワックスとして木ロウ、密ロウ、カルナバロウ
、ラノリン及びその誘導体、ワセ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 (e.g. isopropyl myristate), and waxes include wood wax, beeswax, carnauba wax, Lanolin and its derivatives, petrolatum, etc. are used.
しかし流動パラフィン等の炭化水素類は、非極性油剤で
あり、これらは皮膚に塗ると呼吸や正常1−1、−に″
、J−−…−J−JA− エフLムプ↓、れ峠J、−n
にΓ植物油や合成油は極性油剤ではあるが、これらは親
水性が乏しい。また一般の天然ワックスは天然物である
がため、一定の品質を安定して供給することは困難であ
り、さらに色および臭いが悪い。さらに油剤そのものに
親水性のあるものは少く、わずかに動物油のラノリンお
よびその誘導体がその代表的なものとなつている。しか
し、ラノリンは天然物であるがため、安定的にかつ一定
の品質を供給することは困難であり、さらに色および臭
いが悪くまた状態がペースト状もしくは高粘度であり感
触がよくなく使用範囲が制限される。また近年皮膚刺激
の面で問題となつている。本発明の目的は親水性を備え
他の油剤との相溶性、ゲル化がすぐれ、かつ皮膚に対す
る安定性の高いエステル化生成物の合成油を供給するこ
とにある。本発明の他の目的は光沢、油性感、伸びがす
ぐれ、皮膚に対する親和性が良好である、化粧料及び外
用剤に適する油剤を提供することにある。However, hydrocarbons such as liquid paraffin are non-polar oils, and when applied to the skin, they affect breathing and normal health.
, J--…-J-JA- F L Mup↓, Retouge J, -n
Although Γ vegetable oil and synthetic oil are polar oils, they have poor hydrophilicity. Furthermore, since common natural waxes are natural products, it is difficult to stably supply them with a certain quality, and furthermore, they have poor color and odor. Furthermore, there are few oils themselves that are hydrophilic, with the animal oil lanolin and its derivatives being representative examples. However, since lanolin is a natural product, it is difficult to supply it in a stable and constant quality.Furthermore, it has a poor color and odor, and is paste-like or highly viscous, making it uncomfortable to the touch and limiting its range of use. limited. In addition, skin irritation has become a problem in recent years. An object of the present invention is to provide a synthetic oil of an esterified product that is hydrophilic, has excellent compatibility with other oils, has excellent gelation, and is highly stable to the skin. Another object of the present invention is to provide an oil agent suitable for cosmetics and external preparations, which has excellent gloss, oiliness, spreadability, and good affinity for the skin.
J 本発明は(i)3価以上のポリオールにアルキレン
オキサイドを付加させたポリエーテルポリオール、(i
i)飽和直鎖状脂肪酸、飽和側鎖状脂肪酸、ヒドロキシ
脂肪酸、不飽和脂肪酸及び樹脂酸から選ばれる少くとも
一種並びに(iii)脂肪酸飽和ジカルボ;ン酸、脂肪
酸不飽和ジカルボン酸及び脂肪酸オキシジカルボン酸か
ら選ばれる少くとも一種をエステル化反応せて得られる
ポリエーテルポリオールー脂肪酸−ジカルボン酸系エス
テル化生成物よりなる合成油を油剤として含む化粧料及
び外用剤にかんする。本発明において合成油とは液状油
からペースト状、ワックス状に至るまで広範囲の粘度、
融点を有するものを包含する。J The present invention relates to (i) a polyether polyol obtained by adding an alkylene oxide to a trivalent or higher polyol;
i) at least one selected from saturated linear fatty acids, saturated side chain fatty acids, hydroxy fatty acids, unsaturated fatty acids, and resin acids; and (iii) fatty acid saturated dicarboxylic acids, fatty acid unsaturated dicarboxylic acids, and fatty acid oxydicarboxylic acids. The present invention relates to cosmetics and external preparations containing as an oil agent a synthetic oil consisting of a polyether polyol-fatty acid-dicarboxylic acid esterification product obtained by esterifying at least one selected from the following. In the present invention, synthetic oil has a wide range of viscosity, from liquid oil to paste and wax.
Includes those having a melting point.
本発明におけるポリエーテルポリオールは3価以上の多
価アルコール(ポリオール)たとえば、グリセリン、ジ
グリセリン、トリメチロールプロパン、ペンタエリトリ
ツト、、ジペンタエリトリツト、ソルビトール、シユー
クロースの一種又はそれらの混合物に、アルキレンオキ
サイドたとえば、エチレンオキサイド、プロピレンオキ
サイドの一種以上を付加させた生成物であり、常法の付
加反応により調製される。The polyether polyol in the present invention is a trihydric or higher polyhydric alcohol (polyol) such as glycerin, diglycerin, trimethylolpropane, pentaerythritol, dipentaerythritol, sorbitol, sucrose, or a mixture thereof. It is a product obtained by adding one or more types of oxides, such as ethylene oxide and propylene oxide, and is prepared by a conventional addition reaction.
アルキレンオキサイドの付加量は好ましくはポリオール
1モル当り3〜0モル数である。また各種ウレタン樹脂
あるいはポリエステル樹脂のポリオールの原料として市
販されている同様の構造を有するポリエーテルポリオー
ルを使用することもできる。アルキレンオキサイドのこ
となる種類を付加させる場合はブロック重合でもランダ
ム重合でもかまわない。飽和直鎖脂肪酸は好ましくは炭
素数が8〜n個であり、たとえばオクタン酸、デカン酸
、ラウリン酸、ミリスチン酸、パルミチン酸、ステアリ
ン酸、アラキン酸、ベヘニン酸などがある。飽和側鎖脂
肪酸は好ましくは炭素数が8〜2嘲のアルキル基を側鎖
に有する脂肪酸であり、たとえば2−.エチルヘキサン
酸、イソミリスチン酸、イソパルミチン酸、イソステア
リン酸などがある。不飽和脂肪酸としては炭素数が16
〜22個であり、たとえばオレイン酸、イソオレイン酸
、リノール酸などが挙げられる。The amount of alkylene oxide added is preferably 3 to 0 moles per mole of polyol. It is also possible to use polyether polyols having a similar structure, which are commercially available as raw materials for polyols of various urethane resins or polyester resins. When different types of alkylene oxides are added, either block polymerization or random polymerization may be used. The saturated straight chain fatty acid preferably has 8 to n carbon atoms, and includes, for example, octanoic acid, decanoic acid, lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid, and behenic acid. The saturated side chain fatty acid is preferably a fatty acid having an alkyl group having 8 to 2 carbon atoms in its side chain, for example 2-. These include ethylhexanoic acid, isomyristic acid, isopalmitic acid, and isostearic acid. As an unsaturated fatty acid, the number of carbons is 16
-22, examples of which include oleic acid, isooleic acid, and linoleic acid.
ヒドロキシ脂肪酸は好jましくは炭素数が12〜22個
でありたとえば12−ヒドロキシステアリン酸、リシノ
ール酸などが示される。樹脂酸としてたとえばロジン酸
が使用される。次に脂肪酸飽和ジカルボン酸は好ましく
は炭素・数2〜20Bであり、マロン酸、コハク酸、グ
ルタル酸、アジピン酸、ピメリン酸、スベリン酸、アゼ
ライン酸、セバシン酸、ドデカンジカルボン酸などが例
示される。The hydroxy fatty acid preferably has 12 to 22 carbon atoms, and includes, for example, 12-hydroxystearic acid and ricinoleic acid. For example, rosin acid is used as the resin acid. Next, the fatty acid saturated dicarboxylic acid preferably has 2 to 20 carbon atoms, and examples thereof include malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, and dodecanedicarboxylic acid. .
またアルキル基の側鎖を有する飽和ジカルボン酸たとえ
ばイソプロピルコハク酸なども使用されうる。脂肪酸不
飽和ジカルボン酸としては好ましくは炭素数4個であり
、たとえばマレイン酸、フマル酸などが挙げられる。更
に、オキシジカルボン酸としては、たとえばリンゴ酸、
酒石酸などが使用される。上記に示したポリエーテルポ
リオール、脂肪酸及びジカルボン酸はそれぞれ単品であ
るいは2種以上混合して使用することができる。Saturated dicarboxylic acids having alkyl side chains, such as isopropylsuccinic acid, may also be used. The fatty acid unsaturated dicarboxylic acid preferably has 4 carbon atoms, and includes, for example, maleic acid and fumaric acid. Furthermore, examples of oxydicarboxylic acids include malic acid,
Tartaric acid is used. The polyether polyol, fatty acid, and dicarboxylic acid shown above can be used individually or in a mixture of two or more.
ノ 本発明に係るエステル化生成物を製造するには、ポ
リエーテルポリオール、脂肪酸、ジカルボン酸を同時に
反応させてもかまわないし、ポリエーテルポリオールと
脂肪酸もしくはポリエーテルポリオールとジカルボン酸
を先に反応させ次にジ・カルボン酸あるいは脂肪酸と反
応させてもよい。In order to produce the esterified product according to the present invention, a polyether polyol, a fatty acid, and a dicarboxylic acid may be reacted simultaneously, or a polyether polyol and a fatty acid or a polyether polyol and a dicarboxylic acid may be reacted first and then a polyether polyol and a dicarboxylic acid may be reacted. may be reacted with dicarboxylic acid or fatty acid.
エステル化反応は無触媒、または触媒存在下常圧もしは
減圧下において常法に従つてなわれる。反応は酸価の低
下が殆んどなくなるまでエステル化をすすめ、エステル
化反応終了後、常法に従つて・脱色剤による脱色、つい
で水蒸気蒸留による脱臭精製を行なう。かくして得られ
たエステル化生成物は淡色、無臭であり皮膚に刺激を与
えずまた皮膚に対してすぐれた親和性、感触を有し、化
粧料及び外用剤(たとえは軟膏)用の油剤として好適な
性質を備えている。The esterification reaction is carried out without a catalyst or in the presence of a catalyst under normal pressure or reduced pressure according to a conventional method. Esterification is continued until there is almost no decrease in acid value, and after the esterification reaction is completed, decolorization using a decolorizing agent and deodorizing purification by steam distillation are carried out in accordance with conventional methods. The esterified product thus obtained is light-colored and odorless, does not irritate the skin, has excellent affinity and texture to the skin, and is suitable as an oil for cosmetics and external preparations (e.g., ointments). It has the following characteristics.
また本発明のエステル化生成物はポリエーテルポリオー
ルの種類、アルキレンオキサイドの種類、付加モル数、
脂肪酸の種類及び組合わせ、ジカルボン酸の種類などに
より、液状油からペースト状、ワックス状まで種々の油
状、物性のものが得られる。In addition, the esterified product of the present invention is characterized by the type of polyether polyol, the type of alkylene oxide, the number of moles added,
Depending on the type and combination of fatty acids, the type of dicarboxylic acid, etc., oils with various physical properties can be obtained, from liquid oils to pastes and waxes.
親水性、潤滑性、ゲル化力、相容性、粘度、融点などを
任意に調節した合成油が得られることから、これを油剤
として用いる常用成分、任意成分を適宜に配合して各種
化粧料及び外用剤を調製することができる。従来の油剤
あるいはワックス、エモリエント剤、ゲル化剤などの全
部又は1部を上記エステル化生成物に代えて常法により
調製される。エステル化生成物の配合量は一概に規定で
きないが、一般に0.2〜60重量%である。本発明を
実施例により説明する。Synthetic oils with hydrophilicity, lubricity, gelling power, compatibility, viscosity, melting point, etc. adjusted arbitrarily can be obtained, and various cosmetics can be prepared using this as an oil agent by appropriately blending common ingredients and optional ingredients. and external preparations can be prepared. It is prepared by a conventional method by replacing all or part of conventional oils, waxes, emollients, gelling agents, etc. with the above esterified product. Although the amount of the esterified product cannot be absolutely specified, it is generally 0.2 to 60% by weight. The present invention will be explained by examples.
実施例1
エステル化生成物の調製とそれらの性状1−1 ポリ
エーテルポリオールの調製
内容量5eのオートクレーブの中にグリセリン2モル及
び触媒として苛性ソーダをグリセリンの仕込みに対して
0.鍾量%加え、窒素ガスで雰囲気を置換したのち、1
00〜150℃、1〜5k9/C!lで所定量のエチレ
ンオキサイド、プロピレンオキサイド等のアルキレンオ
キサイドを添加し、付加反応させ、触媒をのぞいてグリ
セリンに所定量のアルキレンオキサイドを付加させたポ
リエーテルポリオールを得た。Example 1 Preparation of esterified products and their properties 1-1 Preparation of polyether polyol In an autoclave with a capacity of 5e, 2 mol of glycerin and caustic soda as a catalyst were added at a rate of 0.0 mol per glycerin charge. After adding 1% of slag and replacing the atmosphere with nitrogen gas, 1
00~150℃, 1~5k9/C! A predetermined amount of alkylene oxide such as ethylene oxide, propylene oxide, etc. was added in 1 liter and an addition reaction was carried out, and the catalyst was removed to obtain a polyether polyol in which a predetermined amount of alkylene oxide was added to glycerin.
以下同様にして表−1の配合で、各種のポリエーテルポ
リオールを得た。Various polyether polyols were obtained in the same manner using the formulations shown in Table 1.
1−2 エステル化反応
1−1で得られた各種ポリエーテルポリオールを攪拌機
、温度計、窒素ガス吹込管、水分離器を備えた4ツロフ
ラスコに所定量仕込み、さらに表−1の脂肪酸およびジ
カルボン酸を所定量加え、触媒として塩化スズを全仕込
量の0.3%、還流溶剤としてキシロールを全仕込量の
5%を一緒に加え、よく攪拌し、混合物を160〜25
0℃で反応させ、計算量の水が水分離器にたまるまで反
応を行なつた。1-2 A predetermined amount of various polyether polyols obtained in esterification reaction 1-1 was charged into a 4-tube flask equipped with a stirrer, a thermometer, a nitrogen gas blowing tube, and a water separator, and the fatty acids and dicarboxylic acids shown in Table 1 were added. Add a predetermined amount of the mixture, add 0.3% of the total amount of tin chloride as a catalyst, and 5% of the total amount of xylol as a reflux solvent, stir well, and make the mixture
The reaction was carried out at 0°C until the calculated amount of water collected in the water separator.
その所要時間はおよそ8時間であつた。反応終了後、触
媒を口別しつぎに活性白土を用いて脱色後、減圧下にて
水蒸気吹込みにより脱臭を行ない、目的とする表一1に
示すエステル化生成物を得た。1−3 エステル化生成
物の性状
表−1に示したエステル化生成物の酸価、ケン化価、水
酸基化、粘度または融点等を測定すると表−2に示す結
果が得られた。The time required was approximately 8 hours. After the reaction was completed, the catalyst was separated, decolorized using activated clay, and deodorized by blowing steam under reduced pressure to obtain the desired esterified products shown in Table 1. 1-3 Properties of Esterified Product When the acid value, saponification value, hydroxyl value, viscosity, melting point, etc. of the esterified product shown in Table-1 were measured, the results shown in Table-2 were obtained.
さらに、各試料の抱水力、および各種油剤に対する相溶
性とゲル化力を測定したところ、表−3に示す結果が得
られた。本発明によれば、必要に応じて液状からペース
ト及びワックスまで種々の形態の合成油をうることがで
き、多価アルコールの種類、アルキレンオキサイドの付
加モル数、脂肪酸の種類、ジカルボン酸の種類、配合比
などにより親水性、ゲル化力、潤滑性等種々の性能を有
する油剤を得ることが可能である。Furthermore, the water-holding power, compatibility with various oils, and gelling power of each sample were measured, and the results shown in Table 3 were obtained. According to the present invention, it is possible to obtain synthetic oil in various forms from liquid to paste and wax as needed, and the type of polyhydric alcohol, the number of added moles of alkylene oxide, the type of fatty acid, the type of dicarboxylic acid, It is possible to obtain oils having various properties such as hydrophilicity, gelling power, and lubricity by changing the blending ratio.
またエステル化生成物の皮膚に対する刺激性の有無およ
び臭気の有無についても検討した。In addition, the presence or absence of skin irritation and odor of the esterified product was also investigated.
まず人体に対する一次刺激性を閉塞バッチテストによつ
て次のように検討した。すなわち前胛または上腕屈側部
皮表の角質および表皮上の皮脂を除き、1インチ四方の
リンチ布に試料を塗布し、これを皮膚表面に貼布し、油
紙で覆い、紙絆創膏で四方を井桁にとめ、この上をさら
に織帯で押える。健康人20名に対しこのテストを実施
し、2峙間後、北時間後、1週間後にそれぞれ判定を行
なつたが、本エステル化生成物(NO.l〜18)はい
ずれも全く刺激性が認められず化粧品用基剤として有用
である。さらに塗布後の発臭試験を次の如く実施した。First, the primary irritation to the human body was investigated using a closed batch test as follows. That is, remove the dead skin and sebum on the epidermis of the forearm or flexor side of the upper arm, apply the sample to a 1-inch square Lynch cloth, apply this to the skin surface, cover it with oiled paper, and cover it with a paper bandage on all sides. Attach it to the crossbeam and press the top with a woven belt. This test was conducted on 20 healthy people, and evaluations were made after 2 hours, after 1 week, and after 1 week, all of the esterified products (Nos. 1 to 18) were found to be completely irritating. It is useful as a base for cosmetics. Further, an odor test after application was conducted as follows.
すなわち前縛部に2インチ四方に試料約0.2gを塗布
し、1紛後、2紛後、3紛後、1時間後、4時間後、8
時間後にそれぞれ臭覚により臭気を判定した。健康人2
0名に対しこの試験を行なつたが本エステル化生成物(
NO.l〜18)のいずれん臭気は全く感じられなかつ
た。実施例2化粧料及び軟膏剤の調製
前記のエステル生成物に常用成分を配合して化粧料及び
軟膏剤をつくつた。That is, approximately 0.2 g of the sample was applied to a 2 inch square area on the front binding part, and after 1 coat, after 2 coats, after 3 coats, after 1 hour, after 4 hours, and after 8 hours.
After a period of time, the odor was determined based on the sense of smell. healthy person 2
This test was conducted on 0 people, but this esterification product (
No. No odor was detected in any of samples 1 to 18). Example 2 Preparation of cosmetics and ointments Cosmetics and ointments were prepared by blending the above ester products with conventional ingredients.
エステル化生成物として試料1〜18を用い、適〒他の
成分を配合し、配合例1〜9の化粧料及び己合例10の
軟膏剤を製造したが、いずれも良好な゜卜質を示した。Samples 1 to 18 were used as esterified products and other ingredients were appropriately blended to produce cosmetics of Formulation Examples 1 to 9 and ointments of Formulation Example 10, but all of them had good permeability. Indicated.
Claims (1)
ドを付加させたポリエーテルポリオール、(ii)飽和
直鎖状脂肪酸、飽和側鎖状脂肪酸、ヒドロキシ脂肪酸、
不飽和脂肪酸及び樹脂酸から選ばれる少くとも一種並び
に(iii)脂肪酸飽和ジカルボン酸、脂肪酸不飽和ジ
カルボン酸及び脂肪酸オキシジカルボン酸から選ばれる
少くとも一種をエステル化反応せて得られるポリエーテ
ルポリオール−脂肪酸−ジカルボン酸系エステル化生成
物よりなる合成油を油剤として含む化粧料及び外用剤。1(i) (polyether polyol obtained by adding alkylene oxide to a trivalent or higher polyol, (ii) saturated linear fatty acid, saturated side chain fatty acid, hydroxy fatty acid,
Polyether polyol-fatty acid obtained by esterifying at least one selected from unsaturated fatty acids and resin acids and (iii) at least one selected from fatty acid saturated dicarboxylic acids, fatty acid unsaturated dicarboxylic acids, and fatty acid oxydicarboxylic acids. - Cosmetics and external preparations containing synthetic oils made of dicarboxylic acid esterification products as oil agents.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP8803279A JPS6043042B2 (en) | 1979-07-13 | 1979-07-13 | Novel esterification products and cosmetics and external preparations containing them |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP8803279A JPS6043042B2 (en) | 1979-07-13 | 1979-07-13 | Novel esterification products and cosmetics and external preparations containing them |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS5612340A JPS5612340A (en) | 1981-02-06 |
JPS6043042B2 true JPS6043042B2 (en) | 1985-09-26 |
Family
ID=13931476
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP8803279A Expired JPS6043042B2 (en) | 1979-07-13 | 1979-07-13 | Novel esterification products and cosmetics and external preparations containing them |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS6043042B2 (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS63212223A (en) * | 1987-02-27 | 1988-09-05 | Sharp Corp | Radio receiver |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5427815A (en) * | 1993-12-10 | 1995-06-27 | Arco Chemical Technology, L.P. | Linked esterified alkoxylated polyols useful as reduced calorie fat substitutes |
GB0423072D0 (en) * | 2004-10-18 | 2004-11-17 | Ici Plc | Surfactant compounds |
GB0526455D0 (en) * | 2005-12-24 | 2006-02-08 | Ici Plc | Structants for oil phases |
GB201320627D0 (en) | 2013-11-22 | 2014-01-08 | Croda Int Plc | Agrochemical concentrates |
-
1979
- 1979-07-13 JP JP8803279A patent/JPS6043042B2/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS63212223A (en) * | 1987-02-27 | 1988-09-05 | Sharp Corp | Radio receiver |
Also Published As
Publication number | Publication date |
---|---|
JPS5612340A (en) | 1981-02-06 |
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