JPS61215317A - External agent for skin - Google Patents

External agent for skin

Info

Publication number
JPS61215317A
JPS61215317A JP5649085A JP5649085A JPS61215317A JP S61215317 A JPS61215317 A JP S61215317A JP 5649085 A JP5649085 A JP 5649085A JP 5649085 A JP5649085 A JP 5649085A JP S61215317 A JPS61215317 A JP S61215317A
Authority
JP
Japan
Prior art keywords
oil
skin
agent
dimethylethyl
methoxydibenzoylmethane
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
JP5649085A
Other languages
Japanese (ja)
Inventor
Takeshi Yanagida
威 柳田
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.)
Shiseido Co Ltd
Original Assignee
Shiseido 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 Shiseido Co Ltd filed Critical Shiseido Co Ltd
Priority to JP5649085A priority Critical patent/JPS61215317A/en
Publication of JPS61215317A publication Critical patent/JPS61215317A/en
Pending legal-status Critical Current

Links

Classifications

    • 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
    • A61K8/92Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A61K8/922Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
    • 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
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/35Ketones, e.g. benzophenone
    • 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
    • A61K8/92Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A61K8/925Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of animal origin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations

Abstract

PURPOSE:To provide an external agent for skin, composed of a specific ultraviolet absorber in combination with an oil having an iodine value of higher than a specific level, having improved compatibility to base, preventing the deterioration caused by the precipitation of crystals and having excellent ultravioletshielding effect and high quality. CONSTITUTION:The objective agent can be produced by adding an oil having an iodine value of >=70 (e.g. drying oil such as linseed oil, nondrying oil such as sesame oil, fish oil such as sardine oil, etc.) to a dermatic agent for external use containing preferably 0.01-10% 4-(1,1-dimethylethyl)-4'- methoxydibenzoylmethane as an ultraviolet absorber capable of absorbing sunlight, especially ultraviolet ray having relatively long wavelength and harmful to the skin (UV-A). the amount of the oil is >=1/2 of the UV-absorber. The obtained external agent for skin has improved compatibility of the above UV- absorber to the base of the external agent and excellent ultraviolet-absorbing effect and quality and is storable stably for a long period with little deterioration.

Description

【発明の詳細な説明】 [産業上の利用分野] 本発明は4− (1,1−ジメチルエチル)−4°−メ
トキシジベンゾイルメタンとともに、ヨウ素価7o以上
の油を配合することにより優れた紫外線防御効果と、す
ぐれた品質をもつ皮膚外用剤に関するものである。
[Detailed Description of the Invention] [Industrial Application Field] The present invention provides excellent results by blending 4-(1,1-dimethylethyl)-4°-methoxydibenzoylmethane with an oil having an iodine value of 7o or more. This topic relates to external skin preparations that have ultraviolet protection effects and excellent quality.

[従来の技術] 太陽光線は日焼けをおこすばかりか、その日焼けのため
に皮膚の老化を促進することが知られている。
[Prior Art] It is known that sunlight not only causes sunburn, but also accelerates skin aging due to the sunburn.

太陽光線を防ぐように配慮された皮膚外用剤はすくなく
ないが、そのいずれもが粉末を配合して主として反射、
散乱によって対処したもの、あるいはUV−Bとよばれ
る比較的波長の短かい紫外線のみを吸収するサリチル酸
誘導体、アミノ安息香酸誘導体のような物質、を配合し
たものであった。
There are many external skin preparations that are designed to protect against sunlight, but all of them contain powder that mainly protects the skin from the sun's rays.
Some methods used scattering techniques, or some contained substances such as salicylic acid derivatives and aminobenzoic acid derivatives that absorb only ultraviolet rays with relatively short wavelengths called UV-B.

[発明が解決しようとする問題点] 4−(1,1−ジメチルエチル)−4°−メトキシジベ
ンゾイルメタンは太陽光線、特に皮膚に対して有害なU
V−Aとよばれる比較的長波長の紫外線を吸収する物質
として近年脚光をあびているが、皮膚外用剤基剤との相
溶性が悪く、溶解状態で皮膚外用剤に配合しても比較的
短時間のうちに結晶として析出してしまうことが多い。
[Problems to be solved by the invention] 4-(1,1-dimethylethyl)-4°-methoxydibenzoylmethane is harmful to sunlight, especially to the skin.
In recent years, it has been attracting attention as a substance called VA that absorbs relatively long wavelength ultraviolet rays, but it has poor compatibility with the base of external skin preparations, and even if it is incorporated into external skin preparations in a dissolved state, it has a relatively short lifespan. It often precipitates as crystals over time.

結晶として析出した場合は皮膚外用剤の品質を著しく損
ねることは言うまでもなく、本来の目的の紫外線吸収能
ざえも発揮できない状態となってしまう。
If it precipitates in the form of crystals, it goes without saying that the quality of the external skin preparation will be significantly impaired, and the originally intended ultraviolet absorbing ability will not be achieved.

[問題点を解決するための手段] 本発明者は係る事情に鑑み鋭意研究の結果、4− (1
,1−ジメチルエチル)−4°−メトキシジベンゾイル
メタンとともに、ヨウ素価70以上の油を配合すれば、
紫外線吸収効果に優れることはもちろん、長期間安定性
に優れ品質劣化をおこすことのすくない皮膚外用剤を得
られることを見出し本発明を完成するに至った。
[Means for Solving the Problems] In view of the above circumstances, the inventor has conducted extensive research and has found 4-(1)
, 1-dimethylethyl)-4°-methoxydibenzoylmethane and an oil with an iodine value of 70 or more,
We have completed the present invention by discovering that it is possible to obtain an external skin preparation that not only has excellent ultraviolet absorption effects but also excellent long-term stability and is less likely to deteriorate in quality.

すなわち本発明は優れた紫外線吸収効果、優れた品質を
もつ皮膚外用剤を提供するものである。
That is, the present invention provides an external preparation for skin that has an excellent ultraviolet absorption effect and excellent quality.

以下、本発明の構成について詳述する。Hereinafter, the configuration of the present invention will be explained in detail.

本発明で用いられる4−(1,1−ジメチルエチル)−
4°−メトキシジベンゾイルメタンは、特開昭55−6
6535に示される方法で製造され、シボダン株式会社
より「パルソール1789」の商品名で供給きれている
4-(1,1-dimethylethyl)- used in the present invention
4°-Methoxydibenzoylmethane is disclosed in JP-A-55-6
It is manufactured by the method shown in No. 6535 and is supplied by Sibodan Co., Ltd. under the trade name "Pulsol 1789."

皮膚外用剤に配合する量としては期待する紫外線吸収効
果に応じて任意であるが、極端に2合量が多い場合には
、皮膚外用剤基剤の分量がすくなくなり、好ましくない
。好ましくは0.01〜10%である。0.01%以下
では紫外線吸収効果が少なく本来の目的を発揮できず、
10%を赳える場合には皮膚外用剤基剤の分量が減り皮
膚外用剤そのものとしての品質が損なわれる。
The amount to be added to the skin external preparation is arbitrary depending on the expected ultraviolet absorption effect, but if the amount is extremely large, the amount of the skin external preparation base will be reduced, which is not preferable. Preferably it is 0.01 to 10%. If it is less than 0.01%, the UV absorption effect is small and the original purpose cannot be achieved.
If it exceeds 10%, the amount of the skin external preparation base will be reduced and the quality of the skin external preparation itself will be impaired.

また本発明の効果を発揮する目的で配合されるヨウ素価
70以上の油としては、たとえば乾性油に属する植物油
のアマニ油、桐油、大豆油、サフラワー油、クルミ油、
エノ油、月見草油、チェリーカーネル油、グレープシー
ド油など、不乾性油に属するゴマ油、ナタネ油、綿実油
、糠油、小麦胚芽油など、あるいはアボカド油、オリー
ブ油、ツバキ油、マカデミアナツツ油など、また魚油と
してイワシ油、サバ油、ニシン油、タラ肝油、カキ油な
どが有名である。
In addition, oils with an iodine value of 70 or more that are blended for the purpose of exhibiting the effects of the present invention include, for example, vegetable oils belonging to drying oils such as linseed oil, tung oil, soybean oil, safflower oil, walnut oil,
Eno oil, evening primrose oil, cherry kernel oil, grapeseed oil, etc., non-drying oils such as sesame oil, rapeseed oil, cottonseed oil, bran oil, wheat germ oil, etc., or avocado oil, olive oil, camellia oil, macadamia nut oil, etc., and fish oil. Famous examples include sardine oil, mackerel oil, herring oil, cod liver oil, and oyster oil.

これらの油のヨウ素価は、たとえばアマニ油は168−
190、大豆油は114〜138、サフラワー油は12
2〜150、ナタネ油は94〜107、綿実油は90〜
121、オリーブ油は75〜90、ツバキ油は73〜8
7、イワシ油は136〜195、ニシン油は99−11
9、などである。
The iodine value of these oils, for example, linseed oil, is 168-
190, soybean oil 114-138, safflower oil 12
2-150, rapeseed oil 94-107, cottonseed oil 90-
121, olive oil 75-90, camellia oil 73-8
7. Sardine oil is 136-195, herring oil is 99-11
9, etc.

ざらにこれらの油脂に由来する遊離の脂肪酸のうちヨウ
素価70以上の脂肪酸たとえば、オレイン酸、パルミト
オレイン酸、リノール酸、リルン酸、エレオステアリン
酸、フーリルン酸、アラキドン酸、エイコサペンタエン
酸なども含まれる。
Of the free fatty acids derived from these fats and oils, fatty acids with an iodine value of 70 or higher, such as oleic acid, palmitooleic acid, linoleic acid, lylunic acid, eleostearic acid, furiric acid, arachidonic acid, eicosapentaenoic acid, etc. Also included.

これらの油を一種または二種以上配合するが、本発明の
効果を発揮する目的で配合される量としては4− (1
,1−ジメチルエチル)−4°−メトキシジベンゾイル
メタンの量に対して1/2以上が必要であり、過剰に配
合しても本発明の効果を阻害するものではない。しかし
ながら著しく過剰に配合した場合、皮膚外用剤としての
品質を損ねることがあるので注意が必要である。
One or more of these oils may be blended, but the amount blended for the purpose of exhibiting the effects of the present invention is 4-(1
, 1-dimethylethyl)-4°-methoxydibenzoylmethane is required, and even if it is added in excess, the effects of the present invention will not be impaired. However, care must be taken because if it is incorporated in a significantly excessive amount, the quality as an external skin preparation may be impaired.

本発明において4− (1,1−ジメチルエチル)−4
°−メトキシジベンゾイルメタンとヨウ素価70以上の
油を配合される皮膚外用剤基剤としては通常の皮膚外用
剤基剤ならばいずれのものも利用できる。
In the present invention, 4-(1,1-dimethylethyl)-4
As the skin external preparation base in which °-methoxydibenzoylmethane and oil having an iodine value of 70 or more are blended, any usual skin external preparation base can be used.

すなわち、液状、ゲル状、ペースト状、クリーム状など
のもので、皮膚外用剤を修飾する成分として保湿剤、油
分、界面活性剤、増粘剤、金属封釦剤、その他の紫外線
吸収剤、薬剤、色素、香料などが併用できることは言う
までもない。
In other words, it is in the form of liquid, gel, paste, cream, etc., and the ingredients that modify the external skin preparation include moisturizers, oils, surfactants, thickeners, metal sealants, other ultraviolet absorbers, and drugs. It goes without saying that , pigments, fragrances, etc. can be used in combination.

[実施例コ 〈実施例1〉 サンスクリーンオイル 4−(1,1−ジメチルエチル)     2wt%−
4°−メトキシジベンゾイル メタン グリセリルモノオレート        2アマニ油 
             20流動パラフイン   
       76(以下余白) [発明の効果] 実施例1は本発明にしたがって4−(1,1−ジメチル
エチル)−4°−メトキシジベンゾイルメタンと、ヨウ
素価70以上の油を配合した皮膚外用剤である。
[Example 1] Sunscreen oil 4-(1,1-dimethylethyl) 2wt%-
4°-Methoxydibenzoyl methane glyceryl monooleate 2 Linseed oil
20 liquid paraffin
76 (blank below) [Effects of the invention] Example 1 is a skin external preparation containing 4-(1,1-dimethylethyl)-4°-methoxydibenzoylmethane and an oil with an iodine value of 70 or more according to the present invention. It is.

一方、4− (1,1−ジメチルエチル)−4゛−メト
キシジベンゾイルメタンを配合しない場合、およびエス
テルを配合しない場合を対照例として下記に示す。
On the other hand, the case where 4-(1,1-dimethylethyl)-4'-methoxydibenzoylmethane is not blended and the case where ester is not blended are shown below as control examples.

く対照例1〉 4− (1,,1−ジメチルエチル)     2wt
%−4°−メトキシジベンゾイル メタン グリセリルモノオレート       2流動パラフイ
ン          96〈対照例2〉 グリセリルモノオレー)         2wt%ア
マニ油             20流動パラフイン
          78表1に保存安定性および紫外
線防御効果を示す。
Control example 1> 4-(1,,1-dimethylethyl) 2wt
%-4°-Methoxydibenzoylmethane glyceryl monooleate 2 Liquid paraffin 96 <Control example 2> Glyceryl monoole) 2 wt% Linseed oil 20 Liquid paraffin 78 Table 1 shows the storage stability and UV protection effect.

実施例1および対照例1.2の皮膚外用剤はいずれもサ
ンスクリーンオイルとして使用されるものである。
The skin external preparations of Example 1 and Control Examples 1.2 are both used as sunscreen oils.

対照例1は製造直後は均一な液状であるものの4− (
1,1−ジメチルエチル)−4°−メトキシジベンゾイ
ルメタンが徐々に析出し皮膚外用剤としての品質が劣化
し紫外線防御効果さえも減少してくる。
Although Control Example 1 was in a uniform liquid state immediately after production, 4-(
1,1-dimethylethyl)-4[deg.]-methoxydibenzoylmethane gradually precipitates, deteriorating its quality as an external skin preparation and even reducing its ultraviolet protection effect.

対照例2は結晶が析出することはないが紫外線防御効果
については当然期待できない。
In Control Example 2, no crystals were precipitated, but of course no UV protection effect could be expected.

これに対し実施例1は、製造直後はもちろん長期間保存
したあとでも結晶が析出することがなく、紫外線防御効
果に優れ、品質が安定している。
On the other hand, in Example 1, no crystals are precipitated not only immediately after production but also after long-term storage, and the product has excellent ultraviolet protection effects and stable quality.

これは本発明に係る技術を応用した結果である。This is a result of applying the technology according to the present invention.

(以下余白) 表1.室温保存品の結晶析出 評価  O:析出なし X:析出あり 次に本発明をより多くの実施例で詳述するが本発明はこ
れにより限定されるものではない。
(Left below) Table 1. Evaluation of crystal precipitation of products stored at room temperature O: No precipitation X: Precipitation present Next, the present invention will be described in detail with more examples, but the present invention is not limited thereto.

(以下余白) 実施例2 A、セタノール           3wt%グリセ
リルモノステアレート   2 POE(25)セチルエーテル     1ステアリン
酸          3 ワセリン            3 オリーブ油           3 綿実油             1 スクワラン            54−(1,1−
ジメチルエチル) 2 −4゛−メトキシジベンゾイル メタン 香料             適量 B。プロピレングリコール      3水酸化カリウ
ム         0.2精製水      全体を
100とする量Aの油相部分とBの水相部分をそれぞれ
70℃で加熱溶解し、At−Bに加え乳化する。そのの
ち冷却処理をしてクリームを得る。
(Left below) Example 2 A, Cetanol 3 wt% glyceryl monostearate 2 POE (25) Cetyl ether 1 Stearic acid 3 Vaseline 3 Olive oil 3 Cottonseed oil 1 Squalane 54-(1,1-
dimethylethyl) 2-4゛-methoxydibenzoylmethane fragrance appropriate amount B. Propylene glycol Potassium trihydroxide 0.2 Purified water The oil phase portion of amount A and the water phase portion of B are respectively heated and dissolved at 70°C, and added to At-B and emulsified. After that, it is cooled to obtain cream.

実施例3 4−(1,1−ジメチルエチル)  5wt%−4゛−
メトキシジベンゾイル メタン 固形パラフィン        20 ワセリン           2゜ ヒマシ油           4゜ カキ油             5 月見草油            3 調合色剤(赤色系)       7 香料、             適量上記の各原料を
80℃で加熱溶解し、そののち所定の容器に流し込みリ
ップスティックを得る。
Example 3 4-(1,1-dimethylethyl) 5wt%-4゛-
Methoxydibenzoylmethane solid paraffin 20 Vaseline 2° Castor oil 4° Persimmon oil 5 Evening primrose oil 3 Mixed coloring agent (red) 7 Fragrance, appropriate amount Dissolve each of the above ingredients by heating at 80°C, then pour into the designated container. Get the lipstick.

(以下余白) 実施例4 A、ステアリルアルコール      2wt%グリセ
リルモノステアレート   2 ステアリン酸          2 精製ラノリン           2サフラワー油 
         2 ニシン油            2 4−(1,1−ジメチルエチル) 2 −4′−メトキシジベンゾイル メタン 防腐剤             適量香料     
         適量B、グリセリン       
   5水酸化カリウム         0.2精製
水      全体を100とする量C,gi1合粉末
           10Aの油相原料、Bの水相原
料をそれぞれ70℃で加熱溶解したのちAをBに加えて
乳化する。そのものにCの粉末部を分散処−しついで冷
却処理して、クリーム状ファンデーションを得る。
(Left below) Example 4 A. Stearyl alcohol 2wt% glyceryl monostearate 2 Stearic acid 2 Refined lanolin 2 Safflower oil
2 Herring oil 2 4-(1,1-dimethylethyl) 2 -4'-methoxydibenzoylmethane preservative Appropriate amount fragrance
Appropriate amount B, glycerin
5 Potassium hydroxide 0.2 Purified water Quantity C, gi 1 Combined powder 10A oil phase raw material and B water phase raw material are respectively heated and dissolved at 70°C, and then A is added to B and emulsified. A creamy foundation is obtained by dispersing the powder part of C and cooling the mixture.

実施例5 オリーブ油          50wt%ナタネ油 
          15 ツバキ油           15 流動パラフイン        1゜ 4− (1,1−ジメチルエチル)10−4°−メトキ
シジベンゾイル メタン 色素             適量 香料             適量 上記の各成分を50℃で加熱溶解したのち攪拌冷却しボ
ディ用オイルを得る。
Example 5 Olive oil 50wt% rapeseed oil
15 Camellia oil 15 Liquid paraffin 1°4-(1,1-dimethylethyl)10-4°-methoxydibenzoylmethane dye Appropriate amount Fragrance Appropriate amount Dissolve each of the above ingredients by heating at 50°C, then stir and cool to form a body oil. obtain.

(以下余白) 実施例6 固形パラフィン        10wt%流動パラフ
ィン   全体を100とする量ワセリン      
     20 グリセリルモノミリステート  10 h見草油           0,054− (1,
1−ジメチルエチル)0.1−41−メトキシジベンゾ
イル メタン 色素             適量 香料             適量 上記の各成分を50℃で加熱溶解したのち攪拌冷却しボ
ディ用ゲルを得る。
(Left below) Example 6 Solid paraffin 10wt% liquid paraffin Amount to make the whole 100 Vaseline
20 Glyceryl monomyristate 10 h Primrose oil 0,054- (1,
(1-dimethylethyl) 0.1-41-methoxydibenzoylmethane dye (appropriate amount) Perfume (appropriate amount) Each of the above components is heated and dissolved at 50°C, and then cooled with stirring to obtain a body gel.

実施例2〜6の皮膚外用剤は紫外線吸収効果に優れ、ま
た製造後3ケ月経ても結晶の析出による品質の劣化は皆
無であうた。
The external skin preparations of Examples 2 to 6 had excellent ultraviolet absorption effects, and there was no deterioration in quality due to crystal precipitation even 3 months after production.

これは本発明に係る技術を応用した結果である。This is a result of applying the technology according to the present invention.

Claims (1)

【特許請求の範囲】[Claims] 4−(1,1−ジメチルエチル)−4′−メトキシジベ
ンゾイルメタンとともに、ヨウ素価70以上の油を配合
したことを特徴とする皮膚外用剤。
An external preparation for skin, characterized in that it contains 4-(1,1-dimethylethyl)-4'-methoxydibenzoylmethane and an oil having an iodine value of 70 or more.
JP5649085A 1985-03-20 1985-03-20 External agent for skin Pending JPS61215317A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP5649085A JPS61215317A (en) 1985-03-20 1985-03-20 External agent for skin

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP5649085A JPS61215317A (en) 1985-03-20 1985-03-20 External agent for skin

Publications (1)

Publication Number Publication Date
JPS61215317A true JPS61215317A (en) 1986-09-25

Family

ID=13028532

Family Applications (1)

Application Number Title Priority Date Filing Date
JP5649085A Pending JPS61215317A (en) 1985-03-20 1985-03-20 External agent for skin

Country Status (1)

Country Link
JP (1) JPS61215317A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH03170416A (en) * 1989-11-10 1991-07-24 Unilever Nv Anti-sunburn composition
US5849272A (en) * 1996-02-26 1998-12-15 Shiseido Co., Ltd. Ultraviolet absorbing composition

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5161641A (en) * 1974-09-24 1976-05-28 Givaudan & Cie Sa
JPS5962517A (en) * 1982-10-04 1984-04-10 Shiseido Co Ltd Anti-suntan cosmetic

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5161641A (en) * 1974-09-24 1976-05-28 Givaudan & Cie Sa
JPS5962517A (en) * 1982-10-04 1984-04-10 Shiseido Co Ltd Anti-suntan cosmetic

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH03170416A (en) * 1989-11-10 1991-07-24 Unilever Nv Anti-sunburn composition
US5849272A (en) * 1996-02-26 1998-12-15 Shiseido Co., Ltd. Ultraviolet absorbing composition

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