JP5840601B2 - 日焼け止め組成物の効率向上 - Google Patents
日焼け止め組成物の効率向上 Download PDFInfo
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- JP5840601B2 JP5840601B2 JP2012507463A JP2012507463A JP5840601B2 JP 5840601 B2 JP5840601 B2 JP 5840601B2 JP 2012507463 A JP2012507463 A JP 2012507463A JP 2012507463 A JP2012507463 A JP 2012507463A JP 5840601 B2 JP5840601 B2 JP 5840601B2
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- 0 CC(C)(CC(C)(C)N(*)*)CNC(C)=C1CC1 Chemical compound CC(C)(CC(C)(C)N(*)*)CNC(C)=C1CC1 0.000 description 1
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- 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
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/046—Aerosols; Foams
-
- 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
- A61K8/35—Ketones, e.g. benzophenone
-
- 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
- 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
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/42—Amides
-
- 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
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/45—Derivatives containing from 2 to 10 oxyalkylene groups
-
- 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
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- A61K8/8147—Homopolymers or copolymers of acids; Metal or ammonium salts thereof, e.g. crotonic acid, (meth)acrylic acid; Compositions of derivatives of such polymers
-
- 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
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/16—Emollients or protectives, e.g. against radiation
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier 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
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
- A61K2800/30—Characterized by the absence of a particular group of ingredients
- A61K2800/31—Anhydrous
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- 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)
- Emergency Medicine (AREA)
- Dermatology (AREA)
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Toxicology (AREA)
- Cosmetics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
Description
の1つ以上のアミンからなる。前記アルキル、アルケニル、アルキニル、アリール、アラルキル、アラルケニル、及びアラルキニル基は、場合により1個以上のヘテロ原子(S、N、O、及びSiを含む)を含有していてもよい。本発明の1つの実施形態において、1つ以上の側鎖(R1、R2及びR3)は、6個以上の炭素原子(全ての鎖の合計)を含有する。別の実施形態において、1つの鎖は、6個以上の炭素原子を含有する。特定の実施形態において、本発明のアミン系中和剤は、次の構造Ia〜Id:
の1つ以上を有する。前記アルキル、アルケニル、アルキニル、アリール、アラルキル、アラルケニル及びアラルキニル基は、場合により1個以上のヘテロ原子(S、N、O、及びSiを含む)を含有していてもよい。
を有する製品を含め、JEFFAMINE(登録商標)ポリエーテルアミンとして知られている製品(Huntsman Chemical Co,The Woodlands,TXから入手できる)が挙げられる。
の1つ以上の化合物から選択される。前記アルキル、アルケニル、アルキニル、アリール、アラルキル、アラルケニル及びアラルキニル基は、場合により1個以上のヘテロ原子(S、N、O、及びSiを含む)を含有していてもよい。
中和剤の量(g)= W*A*N*E
100,000
W=ポリマー皮膜形成剤の重量(g)
A=ポリマー皮膜形成剤の酸度(meq/g)
N=所望の中和%
E=アミンの中和当量(g/eq)
特定の皮膜形成剤の酸度は、容易に入手できる。例えば、皮膜形成ポリマー デルマクリル(DERMACRYL、登録商標)79の酸度は、2.27meq/gである。また、種々のアミン中和剤の中和当量(E)も容易に入手できる。幾つかのArmeen(登録商標)及びEthomeen(登録商標)アミン中和剤の例を、以下の表1に示す。
アミン中和剤と皮膜形成ポリマーとを含有する日焼け止め組成物を、以下の通りに調製した。250mlのビーカーに、3.0gのアボベンゾン、5.0gのオクチサレート、6.0gのオキシベンゾン、15.0gのホモサレート、及び10gのグリセリンを加え、66.49gのエタノール中に0.51gのジメチルステアリルアミンと3.0gのデルマクリル 79(14%のアクリル酸を含有するアクリル酸コポリマー、National Starch and Chemical Co.(Bridgewater、New Jersey)から入手できる)とを含有する攪拌溶液に加えた。得られる組成物を、全ての成分が溶解するまで攪拌した。同様の組成物は、溶解を促進するためにわずかに加熱することができる。
日焼け止め組成物を、種々の量及び種々の種類のアミン中和剤を用いて、上記のようにして調製した。この実施例の組成物は全て、アボベンゾン(3.0g)、サリチル酸オクチル(5.0g)、オキシベンゾン(6.0g)、ホモサレート(15.0g)、グリセリン(1.0g)及びデルマクリル 79(3.0g)を含有し、さらに重量を100gにするためのエタノールを含有していた。
日焼け止め剤を、実施例2に記載のようにして調製し、デルマクリル 79のカルボン酸基の25%を中和するために以下に示したアミンを用いて中和した。試験製剤を、PMMA支持体に2mg/cm2塗布した。得られた結果を表3に示す。
3種類の日焼け止め製剤を調製し、日焼け止め効果についてヒトSPFアッセイ及び高耐水性(Very Water Resistant)アッセイ(FDA Final Monograph Protocol 7.22)で試験した。3種類の製剤は、上記の表2の試料1、9及び10である。3種類の製剤は、全て3%アボベンゾン、5%サリチル酸オクチル、6%オキシベンゾン、15%ホモサレート、1.0%グリセリン、3%のデルマクリル 79(全て最終配合物の重量%)を含有するエタノール系組成物であった。3種類の製剤は、皮膜形成剤のカルボン酸基の中和%について異なっていた。試料1は、中和率0%を有し、試料9は、中和率25%を有し及び試料10は、中和率50%を有していた。試料9及び10について使用したアミン中和剤は、ジメチルステアリルアミンであり、これは所望の中和レベルを達成する量で加えた。
Claims (17)
- 少なくとも1つのUV吸収活性成分と、皮膜形成ポリマーと、揮発性溶剤とを含む、噴霧可能な無水の日焼け止め組成物であって、前記ポリマーがアクリレート/オクチルアク リルアミドコポリマーであり、組成物の1重量%よりも多い量で存在し、及び前記ポリマーが有する酸性基の少なくとも一部が化粧学的に許容されるアミン系中和剤で中和されており、ここで、アミン系中和剤が、ジメチルステアリルアミン、PEG−2コカミン及びPEG−15コカミンよりなる群から選択され、そして、該噴霧可能な無水の日焼け止め組成物のSPFは、中和されていない皮膜形成ポリマーを含む組成物のSPFの125%より高く、そしてここで、前記溶剤は、エタノール、イソプロパノール、メタノール及びアセトンよりなる群から選択される、日焼け止め組成物。
- 前記少なくとも1つのUV吸収活性成分が、p−アミノ安息香酸、アボベンゾン、シノキセート、ジオキシベンゾエート、ホモサレート、アントラニル酸メンチル、サリチル酸オクチル、オキシベンゾエート、パディメート(padimate)O、フェニルベンズイミダゾールスルホン酸、スリソベンゾン、サリチル酸トロラミン、メトキシケイ皮酸ジエタノールアミン、ジガロイルトリオレエート、エチルジヒドロキシプロピルPABA、グリセリルアミノベンゾエート、ジヒドロキシアセトンを含むラウソン、赤色ワセリン、エチルヘキシルトリアゾン、ジオクチルブタミドトリアゾン、ベンジリデンマロネートポリシロキサン、テレフタリリデンジカンファースルホン酸、フェニルジベンズイミダゾールテトラスルホン酸二ナトリウム、ジエチルアミノヒドロキシベンゾイルヘキシルベンゾエート、ビスジエチルアミノヒドロキシベンゾイルベンゾエート、ビスベンゾキサゾイルフェニルエチルヘキシルイミノトリアジン、ドロメトリゾールトリシロキサン、メチレンビス−ベンゾトリアゾリルテトラメチルブチルフェノール、ビス−エチルヘキシルオキシフェノールメトキシフェニルトリアジン、4−メチルベンジリデンカンファー、4−メトキシケイ皮酸イソペンチル、無機顔料、ナノ顔料又はこれらの混合物よりなる群から選択される活性日焼け止め成分である、請求項1に記載の組成物。
- 無機顔料が、二酸化チタン、酸化亜鉛、酸化鉄、酸化ジルコニウム、酸化セリウム、又はこれらの混合物よりなる群から選択される、請求項2に記載の組成物。
- SPFを高めた請求項1に記載の組成物の製造方法であって、アミン系中和剤を前記皮膜形成ポリマーの酸性基の少なくとも一部を中和するのに有効な量で加えることを含み、ここで、前記皮膜形成ポリマーが最終組成物の1重量%よりも多い量で存在する、当該方法。
- 前記皮膜形成ポリマーが、最終組成物の1重量%よりも多い量から5重量%までの量で存在する、請求項4に記載の方法。
- 前記皮膜形成ポリマーが、最終組成物の1重量%よりも多い量から3重量%までの量で存在する、請求項4に記載の方法。
- 前記皮膜形成ポリマーの酸性基の少なくとも5%が、前記アミン系中和剤で中和される、請求項4に記載の方法。
- 前記皮膜形成ポリマーの酸性基の少なくとも10%が、前記アミン系中和剤で中和される、請求項4に記載の方法。
- 前記皮膜形成ポリマーの酸性基の少なくとも25%が、前記アミン系中和剤で中和される、請求項4に記載の方法。
- 前記皮膜形成ポリマーの酸性基の少なくとも50%が、前記アミン系中和剤で中和される、請求項4に記載の方法。
- 得られる組成物が、中和されていない組成物のSPFの125%のSPFを示す、請求項4に記載の方法。
- 得られる組成物が、中和されていない組成物のSPFの150%のSPFを示す、請求項4に記載の方法。
- 得られる組成物が、中和されていない組成物のSPFの200%のSPFを示す、請求項4に記載の方法。
- 表面と接触するUV線の有害作用を低下させるための、請求項1〜3のいずれかの請求項に記載の組成物。
- UV線暴露の前に施用することにより、UV線暴露による被験者の紅斑の発生を予防又は抑制するための、請求項1〜3のいずれかの請求項に記載の組成物。
- UV線暴露の前に施用することによる、UV線暴露による被験者の皮膚の光老化を予防又は抑制するための、請求項1〜3のいずれかの請求項に記載の組成物。
- UV線暴露の前に施用することによる、UV線暴露による被験者の光毒性又は光アレルギー反応の発生を予防又は抑制するための、請求項1〜3のいずれかの請求項に記載の組成物。
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US17291609P | 2009-04-27 | 2009-04-27 | |
US61/172,916 | 2009-04-27 | ||
US12/628,916 | 2009-12-01 | ||
US12/628,916 US20100272657A1 (en) | 2009-04-27 | 2009-12-01 | Enhanced efficiency of sunscreen compositions |
PCT/US2010/032356 WO2010129215A2 (en) | 2009-04-27 | 2010-04-26 | Enhanced efficiency of sunscreen compositions |
Publications (2)
Publication Number | Publication Date |
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JP2012525334A JP2012525334A (ja) | 2012-10-22 |
JP5840601B2 true JP5840601B2 (ja) | 2016-01-06 |
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Application Number | Title | Priority Date | Filing Date |
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JP2012507461A Withdrawn JP2012525333A (ja) | 2009-04-27 | 2010-04-26 | 日焼け止め組成物の効率向上 |
JP2012507463A Expired - Fee Related JP5840601B2 (ja) | 2009-04-27 | 2010-04-26 | 日焼け止め組成物の効率向上 |
Family Applications Before (1)
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JP2012507461A Withdrawn JP2012525333A (ja) | 2009-04-27 | 2010-04-26 | 日焼け止め組成物の効率向上 |
Country Status (11)
Country | Link |
---|---|
US (6) | US20100272657A1 (ja) |
EP (3) | EP2424623B1 (ja) |
JP (2) | JP2012525333A (ja) |
AR (2) | AR076421A1 (ja) |
AU (1) | AU2010245079B2 (ja) |
BR (2) | BRPI1011763A2 (ja) |
CA (2) | CA2760065C (ja) |
ES (1) | ES2712734T3 (ja) |
MX (2) | MX2011011382A (ja) |
TW (3) | TWI602579B (ja) |
WO (2) | WO2010129213A2 (ja) |
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US20190021967A1 (en) * | 2009-04-27 | 2019-01-24 | Akzo Nobel Chemicals International, B.V. | Film forming polymer compositions for boosting spf in sunscreens |
US20100272657A1 (en) | 2009-04-27 | 2010-10-28 | Akzo Nobel Chemicals International B.V. | Enhanced efficiency of sunscreen compositions |
US10729625B2 (en) * | 2010-02-04 | 2020-08-04 | Isp Investments Llc | Self adapting polymers for anhydrous sunscreen formulations |
WO2012078961A1 (en) * | 2010-12-10 | 2012-06-14 | Isp Investment Ins. | Compositions comprising stabilized keto-enol uv absorbers |
US20120225106A1 (en) * | 2011-03-01 | 2012-09-06 | Isp Investments Inc. | Personal care compositions with suspended metal oxides |
EP2753293A4 (en) | 2011-09-09 | 2015-05-27 | Croda Int Plc | POLYAMIDE COMPOSITIONS FOR BODY CARE |
US9005588B2 (en) | 2011-12-22 | 2015-04-14 | Mary Kay Inc. | Substantive sunscreen formulation |
US9056063B2 (en) * | 2012-03-13 | 2015-06-16 | James E. Hanson | Natural sunscreen composition |
WO2014015880A2 (en) * | 2012-07-26 | 2014-01-30 | Riemann Trading Aps | Improved high protection sunscreen composition |
EP2934697B1 (en) * | 2012-12-21 | 2017-05-31 | Akzo Nobel Chemicals International B.V. | Skin care formulations |
US20140271923A1 (en) | 2013-03-14 | 2014-09-18 | Christopher Brian Reid | Compositions & formulations for preventing and treating chronic diseases that cluster in patients such as cardiovascular disease, diabetes, obesity, polycystic ovary syndrome, hyperlipidemia and hypertension, as well as for preventing and treating other diseases and conditions |
AU2015266930B2 (en) * | 2014-05-29 | 2020-07-16 | Edgewell Personal Care Brands, Llc | Cosmetic compositions with enhanced color retention for improved skin appearance |
US10543384B2 (en) | 2017-09-27 | 2020-01-28 | L'oreal | Hair styling compositions having shear thickening properties |
DE102018207561A1 (de) * | 2018-05-16 | 2019-11-21 | Beiersdorf Ag | Kosmetisches Haarspray |
JP6757839B2 (ja) * | 2018-09-28 | 2020-09-23 | 花王株式会社 | 化粧料 |
EP3868810A1 (en) | 2020-02-21 | 2021-08-25 | Nouryon Chemicals International B.V. | Biodegradable polyesters for water-resistant oil-in-water suncare formulations |
EP4176936A1 (en) | 2021-11-08 | 2023-05-10 | Martiderm, SL | Cosmetic composition for protecting the skin and hair against solar radiation |
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DE2631521A1 (de) * | 1976-07-14 | 1978-01-19 | Agfa Gevaert Ag | Lichtempfindliches photographisches material mit einer beizmittelschicht |
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