JP5575739B2 - 日焼け止め組成物 - Google Patents
日焼け止め組成物 Download PDFInfo
- Publication number
- JP5575739B2 JP5575739B2 JP2011501123A JP2011501123A JP5575739B2 JP 5575739 B2 JP5575739 B2 JP 5575739B2 JP 2011501123 A JP2011501123 A JP 2011501123A JP 2011501123 A JP2011501123 A JP 2011501123A JP 5575739 B2 JP5575739 B2 JP 5575739B2
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- JP
- Japan
- Prior art keywords
- amino
- water
- acid
- polyurethane
- functional
- 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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- 229940082509 xanthan gum Drugs 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 description 1
- 229910001928 zirconium oxide Inorganic materials 0.000 description 1
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
- A61K8/87—Polyurethanes
-
- 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
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)
- Dermatology (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Polyurethanes Or Polyureas (AREA)
- Cosmetics (AREA)
Description
・耐水性W/O型エマルションは伸ばしにくく、適用後に不快なワックス様の皮膚感触を残す。
・疎水性フィルム形成剤の使用は、日焼け止め組成物の皮膚感触を大きく変える。皮膚上に伸ばす際、組成物はしばしば小球を形成し(いわゆるボーリング効果(balling effect))、粘着性の油っぽくべたついた皮膚感触を残す。
(A)(A1)有機ポリイソシアネート、
(A2)好ましくは400〜8000g/mol、より好ましくは400〜6000g/mol、特に好ましくは600〜3000g/molの数平均分子量(この分子量および後の分子量データについては、23℃でテトラヒドロフラン中、ポリスチレン標準に対してゲル浸透クロマトグラフィーにより測定する。)を有し、好ましくは1.5〜6、より好ましくは1.8〜3、特に好ましくは1.9〜2.1のOH官能価を有する、ポリマーポリオール、
(A3)任意に、好ましくは62〜399g/molの分子量を有する、ヒドロキシ官能性化合物、および
(A4)任意に、非イオン性親水化剤
からイソシアネート官能性プレポリマーを調製し、次いで、
(B)それらの遊離NCO基の一部または全てと1種以上のアミノ官能性化合物(B)(例えば第一級および/または第二級のアミンおよび/またはジアミン)とを反応させる
ことによって得られる。
・少なくとも1種のポリエーテルポリオールおよび少なくとも1種のポリカーボネートポリオールを含んでなる混合物、
・1種以上のポリエーテルポリオールを含んでなる混合物、または分子量の異なる2種以上のポリエーテルポリオールの混合物(ポリエーテルポリオールは特にポリ(テトラメチレングリコール)ポリエーテルポリオール、例えばHO−(CH2−CH2−CH2−CH2−O)x−H)である。)、
・1種以上のポリエーテルポリオールおよび少なくとも1種のポリカーボネートポリオールを含んでなる混合物、および
・600〜3000g/molの数平均分子量を有する特に好ましいポリエステルポリオール、とりわけ脂肪族カルボン酸と脂肪族ポリオールとに基づく(特にアジピン酸と例えばヘキサンジオールおよび/またはネオペンチルグリコールのような脂肪族アルコールとに基づく)脂肪族ポリエステルポリオール
であり、定義に従った成分(A)はイオン基もイオノゲン基も本質的には含有しない。
5〜40重量%の成分(A1)、
55〜90重量%の成分(A2)、
0.5〜20重量%の、成分(A3)および/または(B1)の和、
0.1〜25重量%の、成分(A4)および/または(B2)の和。これらの重量%は、成分(A1)〜(A4)および(B1)〜(B2)の総量に基づき、0.1〜5重量%のアニオン性または潜在アニオン性親水化剤(B2)を使用することが特に好ましい。
5〜35重量%の成分(A1)、
60〜90重量%の成分(A2)、
0.5〜15重量%の、成分(A3)および/または(B1)の和、
0.1〜15重量%の、成分(A4)および/または(B2)の和。これらの重量%は、成分(A1)〜(A4)および(B1)〜(B2)の総量に基づき、0.2〜4重量%のアニオン性または潜在アニオン性親水化剤(B2)を使用することが特に好ましい。
10〜30重量%の成分(A1)、
65〜85重量%の成分(A2)、
0.5〜14重量%の、成分(A3)および/または(B1)の和、
0.1〜13.5重量%の、成分(A4)および/または(B2)の和。これらの重量%は、成分(A1)〜(A4)および(B1)〜(B2)の総量に基づき、0.5〜3.0重量%のアニオン性または潜在アニオン性親水化剤(B2)を使用することが特に好ましい。
a)多価アルコールの脂肪酸エステルおよび部分脂肪酸エステル並びにそれらのエトキシル化誘導体、
b)エトキシル化脂肪アルコールおよびエトキシル化脂肪酸、
c)エトキシル化脂肪アミン、エトキシル化脂肪酸アミド、エトキシル化脂肪酸アルカノールアミド、
d)アルキルフェノールポリグリコールエーテル(例えば、Triton(登録商標) X)、
e)エトキシル化脂肪アルコールエーテル。
a)アルキルアミノアルカンカルボン酸、
b)ベタイン、スルホベタイン、
c)イミダゾリン誘導体。
・架橋または未架橋のアクリル酸またはメタクリル酸のホモポリマーまたはコポリマー。それらは、メタクリル酸またはアクリル酸の架橋ホモポリマー、アクリル酸および/またはメタクリル酸と他のアクリルモノマーまたはビニルモノマーに由来するモノマー(例えば、C10〜30アルキルアクリレート、C10〜30アルキルメタクリレート、酢酸ビニル、およびビニルピロリドン)とのコポリマーを包含する。
・例えばセルロース、グアーガム、キサンタン、スクレログルカン、ジェランガム、ラムサンゴムおよびカラヤゴム、アルギネート、マルトデキストリン、デンプンおよびその誘導体、イナゴマメ粉、ヒアルロン酸、カラギーナンに基づく、天然起源の増粘ポリマー、
・例えばポリエチレングリコールおよびその誘導体またはポリウレタンに基づく、非イオン性、アニオン性、カチオン性または両性の会合性ポリマー、
・アクリルアミドまたはメタクリルアミドに基づく架橋または未架橋のホモポリマーまたはコポリマー、例えば、2−アクリルアミド−2−メチルプロパンスルホン酸のホモポリマー、アクリルアミドまたはメタクリルアミドおよびメタクリロイルオキシエチルトリメチルアンモニウムクロリドのコポリマー、またはアクリルアミドおよび2−アクリルアミド−2−メチルプロパンスルホン酸のコポリマー。
a)3〜30個の炭素原子の鎖長の飽和および/または不飽和、分枝および/または非分枝アルカンカルボン酸と3〜30個の炭素原子の鎖長の飽和および/または不飽和、分枝および/または非分枝アルコールとのエステル、
b)芳香族カルボン酸と3〜30個の炭素原子の鎖長の飽和および/または不飽和、分枝および/または非分枝アルコールとのエステル、
(そして、そのようなエステル油は、有利には、以下の群から選択される:イソプロピルミリステート、イソプロピルパルミテート、イソプロピルステアレート、イソプロピルオレエート、n−ブチルステアレート、n−ヘキシルラウレート、n−デシルオレエート、イソオクチルステアレート、イソノニルステアレート、イソノニルイソノナノエート、イソトリデシルイソノナノエート、2−エチルヘキシルパルミテート、2−エチルヘキシルラウレート、2−エチルヘキシルイソステアレート、2−ヘキシルデシルステアレート、2−オクチルドデシルパルミテート、2−エチルヘキシルココエート、オレイルオレエート、オレイルエルケート、エルシルオレエート、エルシルエルケート、ジカプリリルカーボネート(Cetiol(登録商標) CC)およびココグリセリド(Myritol(登録商標) 331)、並びにそのようなエステルの合成、半合成および天然の混合物、例えばホホバ油。)
c)アルキルベンゾエート、C12〜15−アルキルベンゾエート(Finetex社製Finsolv(登録商標) TN)または2−フェニルエチルベンゾエート(ISP社製X-Tend(登録商標) 226)、
d)レシチンおよび脂肪酸トリグリセリド、即ち、8〜24個、特に12〜18個の炭素原子の鎖長の飽和および/または不飽和、分枝および/または非分枝アルカンカルボン酸のトリグリセロールエステル(例えば、脂肪酸トリグリセリドは、ココグリセリド、オリーブ油、ヒマワリ油、大豆油、ピーナッツ油、菜種油、アーモンド油、パーム油、ココナツ油、ひまし油、小麦胚種油、グレープシード油、ベニバナ油、月見草油、マカダミアナッツ油、杏仁油、アボカド油などからなる群から選択され得る。)、
e)ジアルキルエーテルおよびジアルキルカーボネート(例えばジカプリリルエーテル(Cognis社製Cetiol(登録商標) OE)および/またはジカプリリルカーボネート(例えばCognis社製Cetiol(登録商標) CC)が有利である。)、
f)飽和または不飽和、分枝または非分枝アルコール、例えばオクチルドデカノール。
(1)サリチル酸誘導体、特に、ホモメンチルサリチレート、オクチルサリチレートおよび4−イソプロピルベンジルサリチレート;
(2)桂皮酸誘導体、特に、2−エチルヘキシル p−メトキシシンナメート、Givaudan社からParsol MCX(登録商標)の名称で入手可能なもの、およびイソペンチル 4−メトキシシンナメート;
(3)液状β,β’−ジフェニルアクリレート誘導体、特に、2−エチルヘキシル α,β’−ジフェニルアクリレート、またはオクトクリレン、BASF社からUVINUL N539(登録商標)の名称で入手可能なもの;
(4)p−アミノ安息香酸誘導体、特に、2−エチルヘキシル 4−(ジメチルアミノ)ベンゾエート、アミル 4−(ジメチルアミノ)ベンゾエート;
(5)3−ベンジリデンカンファー誘導体、特にMerck社からEUSOLEX 6300(登録商標)の名称で市販されている3−(4−メチルベンジリデン)カンファー、3−ベンジリデンカンファー、ベンジリデンカンファースルホン酸およびポリアクリルアミドメチルベンジリデンカンファー;
(6)2−フェニルベンズイミダゾール−5−スルホン酸、Merck社からEUSOLEX 232(登録商標)の名称で入手可能なもの;
(7)1,3,5−トリアジン誘導体、特に、2,4,6−トリス[p−(2’−エチルヘキシル−1’−オキシカルボニル)アニリノ]−1,3,5−トリアジン、BASF社からUVINUL T150(登録商標)の名称で供給されているもの、およびジオクチルブタミドトリアゾン、Sigma 3V社によってUVASORB HEB(登録商標)の名称で供給されているもの;
(8)ベンザルマロン酸エステル、特に、ジ(2−エチルヘキシル) 4−メトキシベンザルマロネート、および3−(4−(2,2−ビスエトキシカルボニルビニル)−フェノキシ)プロペニル)メトキシシロキサン/ジメチルシロキサンコポリマー、Roche Vitamines社からParsol(登録商標) SLXの名称で入手可能なもの;および
(9)これらフィルターの混合物。
(1)ジベンゾイルメタン誘導体、特に、4−(t−ブチル)−4’−メトキシジベンゾイルメタン、Givaudan社によってPARSOL 1789(登録商標)の名称で供給されているもの、および1−フェニル−3−(4’−イソプロピルフェニル)プロパン−1,3−ジオン;
(2)Chimex社からMEXORYL SX(登録商標)の名称で市販されている、任意に完全にまたは部分的に中和されていてよい、ベンゼン−1,4−[ジ(3−メチリデンカンファー−10−スルホン酸)]、
(3)ヘキシル 2−(4’−ジエチルアミノ−2’−ヒドロキシベンゾイル)ベンゾエート(またはアミノベンゾフェノン);
(4)ベンゾフェノン基を含有するポリオルガノシロキサンまたはシラン誘導体;
(5)アントラニレート、特に、メンチルアントラニレート、Symrise社によってNEO HELIOPAN MA(登録商標)の名称で供給されているもの;
(6)一分子あたり少なくとも2個のベンゾアゾリル基または少なくとも1個のベンゾジアゾリル基を含有する化合物、特に、1,4−ビス−ベンズイミダゾリルフェニレン−3,3’,5,5’−テトラスルホン酸およびその塩、Symrise社から市販されているもの;
(7)ベンズイミダゾリルベンザゾールのケイ素誘導体、N−置換されたもの、またはベンゾフラニルベンザゾールのケイ素誘導体、特に:
・2−[1−[3−[1,3,3,3−テトラメチル−1−[(トリメチルシリル)オキシ]ジシロキサニル]プロピル]−1H−ベンズイミダゾール−2−イル]ベンゾオキサゾール;
・2−[1−[3−[1,3,3,3−テトラメチル−1−[(トリメチルシリル)オキシ]ジシロキサニル]プロピル]−1H−ベンズイミダゾール−2−イル]ベンゾチアゾール;
・2−[1−(3−トリメチルシラニルプロピル)−1H−ベンズイミダゾール−2−イル]ベンゾオキサゾール;
・6−メトキシ−1,1’−ビス(3−トリメチルシラニルプロピル)1H,1’H−[2,2’]ジベンズイミダゾリルベンゾオキサゾール;
・2−[1−(3−トリメチルシラニルプロピル)−1H−ベンズイミダゾール−2−イル]ベンゾチアゾール;EP−A−1 028 120に記載されているもの;
(8)トリアジン誘導体、特に、2,4−ビス[5−1(ジメチルプロピル)ベンゾオキサゾール−2−イル−(4−フェニル)イミノ]−6−(2−エチルヘキシル)イミノ−1,3,5−トリアジン、3V社によってUvasorb(登録商標)K2Aの名称で供給されているもの;および
(9)それらの混合物。
(1)ベンゾフェノン誘導体、例えば、
・2,4−ジヒドロキシベンゾフェノン(ベンゾフェノン−1);
・2,2’,4,4’−テトラヒドロキシベンゾフェノン(ベンゾフェノン−2);
・2−ヒドロキシ−4−メトキシベンゾフェノン(ベンゾフェノン−3)、BASF社からUNIVNUL M40(登録商標)の名称で入手可能なもの;
・2−ヒドロキシ−4−メトキシベンゾフェノン−5−スルホン酸(ベンゾフェノン−4)、およびBASF社からUVINUL MS40(登録商標)の名称で市販されているそのスルホネート形態のもの(ベンゾフェノン−5);
・2,2’−ジヒドロキシ−4,4’−ジメトキシベンゾフェノン(ベンゾフェノン−6−);
・5−クロロ−2−ヒドロキシベンゾフェノン(ベンゾフェノン−7);
・2,2’−ジヒドロキシ−4−メトキシベンゾフェノン(ベンゾフェノン−8);
・2,2’−ジヒドロキシ−4,4’−ジメトキシベンゾフェノン−5,5’−ジスルホン酸のジナトリウム塩(ベンゾフェノン−9);
・2−ヒドロキシ−4−メトキシ−4’−メチルベンゾフェノン(ベンゾフェノン−10);
・ベンゾフェノン−11;
・2−ヒドロキシ−4−(オクチルオキシ)ベンゾフェノン(ベンゾフェノン−12);
(2)トリアジン誘導体、特に、2,4−ビス{[4−2−エチルヘキシルオキシ)−2−ヒドロキシ]−フェニル}−6−(4−メトキシフェニル)−1,3,5−トリアジン、Ciba Geigy社からTINOSORB S(登録商標)の名称で供給されているもの、および2,2’−メチレンビス[6−(2H−ベンゾトリアゾール−2−イル)4−(1,1,3,3−テトラメチルブチル)フェノール]、Ciba Geigy社からTINOSORB M(登録商標)の名称で入手可能なもの;および
(3)Drometrizole Trisiloxane(ドロメトリゾールトリシロキサン)のINCI名を有する2−(1H−ベンゾトリアゾール−2−イル)−4−メチル−6−[2−メチル−3−[1,3,3,3−テトラメチル−1−[(トリメチルシリル)オキシ]ジシロキサニル]プロピル]フェノール。
本発明の好ましい態様は、以下を包含する。
〔1〕1種以上の水不溶性非水分散性イソシアネート官能性ポリウレタンプレポリマー(A)と1種以上のアミノ官能性化合物(B)との反応により得られる少なくとも1種のポリウレタンを含んでなる日焼け止め組成物。
〔2〕イオン基もイオノゲン基も本質的に含有しない1種以上のイソシアネート官能性ポリウレタンプレポリマー(A)と1種以上のアミノ官能性化合物(B)との反応により得られる少なくとも1種のポリウレタンを含んでなる日焼け止め組成物。
〔3〕アミノ官能性化合物(B)が第一級および/または第二級のアミンおよび/またはジアミンから選択される、上記〔1〕または〔2〕に記載の日焼け止め組成物。
〔4〕アミノ官能性化合物(B)が少なくとも1種のジアミンを含有する、上記〔1〕〜〔3〕のいずれかに記載の日焼け止め組成物。
〔5〕アミノ官能性化合物(B)が、イオン基および/またはイオノゲン基を含有するアミノ官能性化合物(B2)並びにイオン基および/またはイオノゲン基を含有しないアミノ官能性化合物(B1)から選択される、上記〔1〕〜〔4〕のいずれかに記載の日焼け止め組成物。
〔6〕アミノ官能性化合物(B)が、イオン基および/またはイオノゲン基を含有する少なくとも1種のアミノ官能性化合物(B2)、好ましくは2−(2−アミノエチルアミノ)エタンスルホン酸および/またはその塩を含有する、上記〔1〕〜〔5〕のいずれかに記載の日焼け止め組成物。
〔7〕アミノ官能性化合物(B)が、イオン基および/またはイオノゲン基を含有しない少なくとも1種のアミノ官能性化合物(B1)、好ましくはイオン基および/またはイオノゲン基を含有しないジアミンを含有する、上記〔1〕〜〔6〕のいずれかに記載の日焼け止め組成物。
〔8〕アミノ官能性化合物(B)が、イオン基および/またはイオノゲン基を含有するアミノ官能性化合物(B2)とイオン基および/またはイオノゲン基を含有しないアミノ官能性化合物(B1)の両方を含有する、上記〔1〕〜〔7〕のいずれかに記載の日焼け止め組成物。
〔9〕プレポリマー(A)が、ポリエーテルポリオール、ポリカーボネートポリオール、ポリエーテルポリカーボネートポリオールおよび/またはポリエステルポリオールからなる群から選択される1種以上のポリオールと1種以上のポリイソシアネートとの反応により得られる、上記〔1〕〜〔8〕のいずれかに記載の日焼け止め組成物。
〔10〕ポリウレタンが少なくとも1個のスルホン酸基および/またはスルホネート基、好ましくはスルホン酸ナトリウム基を含有する、上記〔1〕〜〔9〕のいずれかに記載の日焼け止め組成物。
〔11〕1種以上のサンフィルター成分を含んでなることを特徴とする、上記〔1〕〜〔10〕のいずれかに記載の日焼け止め組成物。
〔12〕1種以上の水不溶性非水分散性イソシアネート官能性ポリウレタンプレポリマー(A)と1種以上のアミノ官能性化合物(B)との反応により得られる少なくとも1種のポリウレタンを含んでなる組成物の、日焼け止め組成物としての使用。
〔13〕1種以上の水不溶性非水分散性イソシアネート官能性ポリウレタンプレポリマー(A)と1種以上のアミノ官能性化合物(B)との反応により得られるポリウレタンの、化粧用日焼け止め組成物を製造するための使用。
〔14〕1種以上の水不溶性非水分散性イソシアネート官能性ポリウレタンプレポリマー(A)と1種以上のアミノ官能性化合物(B)との反応により得られる少なくとも1種のポリウレタンを含んでなる組成物を皮膚に適用することを含む、日射の悪影響から皮膚を保護するための化粧法。
〔15〕皮膚への適用後に組成物が皮膚上に少なくとも部分的に残る、上記〔14〕に記載の化粧法。
特に記載のない限り、分析的測定値の全ては23℃の温度での測定値を意味する。
固体または固形物の含量は、重量測定した試料を、恒量になるまで125℃で加熱することにより測定する。恒量で試料の重量を再度測定することによって、固形物含量を計算する。
特に記載のない限り、NCO含量はDIN−EN ISO 11909に従って容量分析で測定した。
遊離NCO基についての制御は、赤外分光法(2260cm−1でのバンド)によって実施した。
記載した粘度は、Anton Paar Germany GmbH(ドイツ国オストフィルデルン)製回転粘度計を用い、23℃でDIN 53019に従って回転粘度測定法によって測定した。
ポリウレタン分散体の平均粒度(数平均)は、脱イオン水での希釈後、レーザー相関分光法によって測定した(機器:Malvern Zetasizer 1000, Malver Inst. Limited)。
ジアミノスルホネート:NH2−CH2CH2−NH−CH2CH2−SO3Na(水中45%濃度)
Desmophen(登録商標) 2020/C2200:ポリカーボネートポリオール、OH価56mgKOH/g、数平均分子量2000g/mol(Bayer MaterialScience AG(ドイツ国レーフエルクーゼン))
PolyTHF(登録商標) 2000:ポリテトラメチレングリコールポリオール、OH価56mgKOH/g、数平均分子量2000g/mol(BASF AG(ドイツ国ルートヴィヒスハーフェン))
PolyTHF(登録商標) 1000:ポリテトラメチレングリコールポリオール、OH価112mgKOH/g、数平均分子量1000g/mol(BASF AG(ドイツ国ルートヴィヒスハーフェン))
Polyether LB 25:数平均分子量2250g/mol、OH価25mgKOH/gの、エチレンオキシド/プロピレンオキシドに基づく単官能性ポリエーテル(Bayer MaterialScience AG(ドイツ国レーフエルクーゼン))
987.0gのPolyTHF(登録商標) 2000(成分A2)、375.4gのPolyTHF(登録商標) 1000(成分A2)、761.3gのDesmophen(登録商標) C2200(成分A2)および44.3gのpolyether LB 25(成分A4)を、標準的な撹拌装置で70℃に加熱した。次いで、237.0gのヘキサメチレンジイソシアネート(成分A1)および313.2gのイソホロンジイソシアネート(成分A1)の混合物を添加し、理論NCO値に達するまで120℃で混合物を撹拌した。完成したプレポリマーを4830gのアセトンを用いて溶解し、その際50℃に冷却し、続いて、25.1gのエチレンジアミン(成分B1)、116.5gのイソホロンジアミン(成分B1)、61.7gのジアミノスルホネート(成分B2)および1030gの水の溶液を計量添加した。その後の撹拌時間は10分であった。そして、1250gの水を添加することによって混合物を分散させた。真空で蒸留することによって溶媒を除去した。得られた白色分散体は、以下の特性を有していた。
固形分:61%
粒度(LCS):312nm
粘度(粘度計、23℃):241mPas
pH(23℃):6.02
pH(23℃):7.15
450gのPolyTHF(登録商標) 1000(成分A2)および2100gのPolyTHF(登録商標) 2000(成分A2)を、70℃に加熱した。次いで、225.8gのヘキサメチレンジイソシアネート(成分A1)および298.4gのイソホロンジイソシアネート(成分A1)の混合物を添加し、実際のNCO値が理論NCO値より小さくなるまで100〜115℃で混合物を撹拌した。完成したプレポリマーを50℃で5460gのアセトンを用いて溶解し、続いて、29.5gのエチレンジアミン(成分B1)、143.2gのジアミノスルホネート(成分B2)および610gの水の溶液を計量添加した。その後の撹拌時間は15分であった。そして、1880gの水を添加することによって混合物を分散させた。真空で蒸留することによって溶媒を除去し、貯蔵安定な分散体を得た。
固形分:56%
粒度(LCS):276nm
粘度:1000mPas
1700g/molの平均分子量を有する、アジピン酸、ヘキサンジオールおよびネオペンチルグリコールのポリエステル(成分A2)1649.0gを、65℃に加熱した。次いで、291.7gのヘキサメチレンジイソシアネート(成分A1)を添加し、実際のNCO値が理論NCO値より小さくなるまで100〜115℃で混合物を撹拌した。完成したプレポリマーを50℃で3450gのアセトンを用いて溶解し、続いて、16.8gのエチレンジアミン(成分B1)、109.7gのジアミノスルホネート(成分B2)および425gの水の溶液を計量添加した。その後の撹拌時間は15分であった。そして、1880gの水を添加することによって混合物を分散させた。真空で蒸留することによって溶媒を除去し、貯蔵安定な分散体を得た。
固形分:42%
粒度(LCS):168nm
粘度:425mPas
pH:7.07
1700g/molの平均分子量を有する、アジピン酸、ヘキサンジオールおよびネオペンチルグリコールのポリエステル(成分A2)340gを、65℃に加熱した。次いで、60.1gのヘキサメチレンジイソシアネート(成分A1)を添加し、実際のNCO値が理論NCO値より小さくなるまで105℃で混合物を撹拌した。完成したプレポリマーを50℃で711gのアセトンを用いて溶解し、続いて、2.1gのエチレンジアミン(成分B1)、32.4gのジアミノスルホネート(成分B2)および104.3gの水の溶液を計量添加した。その後の撹拌時間は15分であった。そして、1880gの水を添加することによって混合物を分散させた。真空で蒸留することによって溶媒を除去し、貯蔵安定な分散体を得た。
固形分:40%
粒度(LCS):198nm
粘度:700mPas
pH:6.31
450gのPolyTHF(登録商標) 1000(成分A2)および2100gのPolyTHF(登録商標) 2000(成分A2)を、70℃に加熱した。次いで、225.8gのヘキサメチレンジイソシアネート(成分A1)および298.4gのイソホロンジイソシアネート(成分A1)の混合物を添加し、実際のNCO値が理論NCO値より小さくなるまで100〜115℃で混合物を撹拌した。完成したプレポリマーを50℃で5460gのアセトンを用いて溶解し、続いて、351gのジアミノスルホネート(成分B2)および610gの水の溶液を計量添加した。その後の撹拌時間は15分であった。そして、1880gの水を添加することによって混合物を分散させた。真空で蒸留することによって溶媒を除去し、貯蔵安定な分散体を得た。
固形分:40%
粘度:1370mPas
Claims (11)
- イオン基もイオノゲン基も本質的に含有しない1種以上の水不溶性非水分散性イソシアネート官能性ポリウレタンプレポリマー(A)と、イオン基および/またはイオノゲン基を含有する少なくとも1種のアミノ官能性化合物(B2)を含有する1種以上のアミノ官能性化合物(B)との反応により得られる少なくとも1種のポリウレタンを含んでなる日焼け止め組成物であって、プレポリマー(A)が、ポリエーテルポリオール、ポリカーボネートポリオール、ポリエーテルポリカーボネートポリオールおよび/またはポリエステルポリオールからなる群から選択される1種以上のポリオールと1種以上のポリイソシアネートとの反応により得られる、日焼け止め組成物。
- アミノ官能性化合物(B)が第一級および/または第二級のアミンおよび/またはジアミンから選択される、請求項1に記載の日焼け止め組成物。
- アミノ官能性化合物(B)が少なくとも1種のジアミンを含有する、請求項1または2に記載の日焼け止め組成物。
- アミノ官能性化合物(B)が、2−(2−アミノエチルアミノ)エタンスルホン酸および/またはその塩である少なくとも1種のアミノ官能性化合物(B2)を含有する、請求項1〜3のいずれかに記載の日焼け止め組成物。
- アミノ官能性化合物(B)が、イオン基および/またはイオノゲン基を含有しない少なくとも1種のアミノ官能性化合物(B1)を含有する、請求項1〜4のいずれかに記載の日焼け止め組成物。
- ポリウレタンが少なくとも1個のスルホン酸基および/またはスルホネート基を含有する、請求項1〜5のいずれかに記載の日焼け止め組成物。
- 1種以上のサンフィルター成分を含んでなることを特徴とする、請求項1〜6のいずれかに記載の日焼け止め組成物。
- イオン基もイオノゲン基も本質的に含有しない1種以上の水不溶性非水分散性イソシアネート官能性ポリウレタンプレポリマー(A)と、イオン基および/またはイオノゲン基を含有する少なくとも1種のアミノ官能性化合物(B2)を含有する1種以上のアミノ官能性化合物(B)との反応により得られる少なくとも1種のポリウレタンを含んでなる組成物の、日焼け止め組成物としての使用。
- イオン基もイオノゲン基も本質的に含有しない1種以上の水不溶性非水分散性イソシアネート官能性ポリウレタンプレポリマー(A)と、イオン基および/またはイオノゲン基を含有する少なくとも1種のアミノ官能性化合物(B2)を含有する1種以上のアミノ官能性化合物(B)との反応により得られるポリウレタンの、化粧用日焼け止め組成物を製造するための使用。
- イオン基もイオノゲン基も本質的に含有しない1種以上の水不溶性非水分散性イソシアネート官能性ポリウレタンプレポリマー(A)と、イオン基および/またはイオノゲン基を含有する少なくとも1種のアミノ官能性化合物(B2)を含有する1種以上のアミノ官能性化合物(B)との反応により得られる少なくとも1種のポリウレタンを含んでなる組成物を皮膚に適用することを含む、日射の悪影響から皮膚を保護するための化粧法。
- 皮膚への適用後に組成物が皮膚上に少なくとも部分的に残る、請求項10に記載の化粧法。
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US20080175875A1 (en) * | 2006-09-25 | 2008-07-24 | Hari Babu Sunkara | Cosmetic compositions |
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2008
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- 2009-03-13 CN CN2009801107198A patent/CN101980689A/zh active Pending
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- 2009-03-13 JP JP2011501123A patent/JP5575739B2/ja not_active Expired - Fee Related
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TWI432222B (zh) | 2014-04-01 |
US20110014139A1 (en) | 2011-01-20 |
KR101685212B1 (ko) | 2016-12-09 |
RU2491915C9 (ru) | 2014-09-27 |
CN101980689A (zh) | 2011-02-23 |
RU2010143445A (ru) | 2012-05-10 |
EP2271305B1 (de) | 2019-09-04 |
BRPI0909005B1 (pt) | 2020-03-10 |
BRPI0909005A2 (pt) | 2019-09-10 |
CA2719449A1 (en) | 2009-10-01 |
EP2105124A1 (de) | 2009-09-30 |
JP2011515424A (ja) | 2011-05-19 |
KR20100127795A (ko) | 2010-12-06 |
ES2755407T3 (es) | 2020-04-22 |
TW201002358A (en) | 2010-01-16 |
WO2009118103A1 (de) | 2009-10-01 |
RU2491915C2 (ru) | 2013-09-10 |
EP2271305A1 (de) | 2011-01-12 |
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