TWI812674B - 化妝料及其製造方法 - Google Patents
化妝料及其製造方法 Download PDFInfo
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- TWI812674B TWI812674B TW108103773A TW108103773A TWI812674B TW I812674 B TWI812674 B TW I812674B TW 108103773 A TW108103773 A TW 108103773A TW 108103773 A TW108103773 A TW 108103773A TW I812674 B TWI812674 B TW I812674B
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- PCZOZSATUTWXIC-UHFFFAOYSA-N tetraethylazanium;cyanide Chemical compound N#[C-].CC[N+](CC)(CC)CC PCZOZSATUTWXIC-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
- C08F290/06—Polymers provided for in subclass C08G
- C08F290/068—Polysiloxanes
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F275/00—Macromolecular compounds obtained by polymerising monomers on to polymers of monomers containing phosphorus, selenium, tellurium or a metal as defined in group C08F30/00
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- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
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- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1808—C8-(meth)acrylate, e.g. isooctyl (meth)acrylate or 2-ethylhexyl (meth)acrylate
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
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- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/52—Amides or imides
- C08F220/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F265/00—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00
- C08F265/02—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00 on to polymers of acids, salts or anhydrides
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
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- C08F283/124—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polysiloxanes on to polysiloxanes having carbon-to-carbon double bonds
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Abstract
本發明提供一種(甲基)丙烯酸矽酮接枝聚合體及其製造方
法、以及化妝料,其目的在於提供一種耐熱性高、單量體含量少且高純度的(甲基)丙烯酸矽酮接枝聚合體,其具有下述(I)所表示的重複單元,所述(甲基)丙烯酸矽酮接枝聚合體的特徵在於,在其中一末端具有下述(III)所表示的結構,以及在另一末端具有下述(IV)所表示的結構(甲基)丙烯酸矽酮接枝聚合體(甲基)丙烯酸矽酮接枝聚合體。
Description
本發明是有關於一種(甲基)丙烯酸矽酮接枝聚合體、(甲基)丙烯酸矽酮接枝聚合體的製造方法、含有(甲基)丙烯酸矽酮接枝聚合體的化妝料。
(甲基)丙烯酸矽酮接枝聚合體形成具有防水性、柔軟且密接性高的皮膜,因此可廣泛用作構成化妝料的材料。在專利文獻1~專利文獻4中公開有(甲基)丙烯酸矽酮接枝聚合體。
已知用於(甲基)丙烯酸矽酮接枝聚合體的合成的單量體(甲基丙烯酸甲酯等)對皮膚或眼睛具有刺激性,自聚合體中去除此種單量體時進行減壓汽提或清洗。然而,使用過氧化物或偶氮系等現有的自由基聚合起始劑而合成的(甲基)丙烯酸系聚合體包含在聚合物末端的結構生成雙鍵者,因此自150℃附近進行熱分解,通過逆反應而生成單量體。因此,特別是在現有技術中難以去除高沸點的單體。
另一方面,在將含有單量體的(甲基)丙烯酸矽酮接枝聚合
體調配於化妝料中的情況下,有時產生皮膚刺激或不良好的臭氣,期望高純度化。進而,利用使用現有的自由基起始劑的聚合方法的(甲基)丙烯酸矽酮接枝聚合體通過由起始劑引起的聚合物鏈中的抽氫而產生交聯,存在給化妝膜帶來黏連等問題。
[現有技術文獻]
[專利文獻]
[專利文獻1]日本專利特開2009-46662號公報
[專利文獻2]日本專利特開2012-72081號公報
[專利文獻3]日本專利2767633號公報
[專利文獻4]日本專利2976146號公報
本發明是鑒於所述情況而成者,其目的在於提供一種耐熱性高、單量體含量少且高純度的(甲基)丙烯酸矽酮接枝聚合體。進而,本發明的目的在於提供一種無黏連且持妝性良好的化妝料。
本發明人反覆創意研究,結果發現,具有下述(I)所表示的具有矽氧烷鏈的重複單元且在其中一末端具有下述(III)所表示的結構、以及在另一末端具有下述(IV)所表示的結構的(甲基)丙烯酸矽酮接枝聚合體由於在末端不具有不飽和鍵,故耐熱性提高,從而完成了本發明。
即,本發明為一種(甲基)丙烯酸矽酮接枝聚合體,其具有下述(I)所表示的重複單元,所述(甲基)丙烯酸矽酮接枝聚合體
的特徵在於,在其中一末端具有下述(III)所表示的結構,以及在另一末端具有下述(IV)所表示的結構
[式中,R1相互獨立地為氫原子或甲基,R7為碳數1~4的烷基,R8及R9相互獨立地為氫原子或碳數1~4的烷基,R10為氫原子或甲基,X'為所述A所表示的基,以及A為下述式(1)所表示的具有直鏈狀有機聚矽氧烷結構的基、或者下述(2-1)或(2-2)所表示的具有樹枝狀有機聚矽氧烷結構的基,所述式(I)所表示的重複單元的鍵結順序並無限制,p為1以上的整數,且為所述(共)聚合體的數量平均分子量成為1,000g/mol~1,000,000g/mol的數
(式(1)中,Z為二價有機基,R2為碳數1~10的飽和烴基或苯基,R3為碳數1~10的飽和烴基,m為0~100的整數)
R4為碳數1~10的飽和烴基或苯基,R5為碳原子數1~6的飽和烴基或苯基,R14為氫原子、碳數1~10的飽和烴基或苯基,a2為0~2的實數,以及n為2~12的整數)]。
進而,本發明為一種(甲基)丙烯酸矽酮接枝聚合體,其具有下述式(I)所表示的重複單元及下述式(II)所表示的重複單元,所述(甲基)丙烯酸矽酮接枝聚合體的特徵在於,在其中一末端具有下述(III)所表示的結構,以及在另一末端具有下述(IV)所表示的結構
[式中,R6相互獨立地為氫原子或甲基,R7、R8、R9、R1及R10如所述那樣,X為所述A或B所表示的基,A如所述那樣,B為也可包含選自碳數1~20的烷氧基、碳數6~20的芳氧基、-O-、-S-及NR-(R為氫原子、或碳數1~20的一價烴基)中的一種以上的經取代或未經取代的碳數1~20的一價烴基(其中,氧原子、硫原子及氮原子彼此不鄰接)、氨基、矽氧基、鹵素原子、或羥基,所述式(I)及式(II)所表示的重複單元的鍵結順序並無限制,p為1以上的整數,q為1以上的整數,其中,p+q為所述聚合體的數量平均分子量成為1,000g/mol~1,000,000g/mol的數]。
進而,本發明提供一種所述(甲基)丙烯酸矽酮接枝聚合體的製造方法及包含所述(甲基)丙烯酸矽酮接枝聚合體的化妝料。
本發明的(甲基)丙烯酸矽酮接枝聚合體的耐熱性優異,且具有高純度。包含所述(甲基)丙烯酸矽酮接枝聚合體的化妝料無黏連,持妝性良好。
圖1是實施例1中製造的聚合體的1H-核磁共振(nuclear magnetic resonance,NMR)圖表(整體圖)。
圖2是實施例1中製造的聚合體的1H-NMR圖表(放大圖)。
以下,對本發明進行詳細說明。另外,以下的說明中使用的用語「(甲基)丙烯酸」是指甲基丙烯酸及丙烯酸。相同的是也應用於用語「(甲基)丙烯酸酯」中,其同樣地是指甲基丙烯酸酯及丙烯酸酯。本發明使用的用語「(甲基)丙烯酸矽酮接枝聚合體」包含「(甲基)丙烯酸矽酮接枝共聚物」。
本發明的(甲基)丙烯酸矽酮接枝聚合體為必須具有下述式(I)所表示的重複單元的(甲基)丙烯酸矽酮接枝聚合體。優選為具有下述式(I)所表示的重複單元、進而具有下述式(II)所表示的重複單元的(甲基)丙烯酸矽酮接枝聚合體。本發明的(甲基)丙烯酸矽酮接枝聚合體的特徵在於:在其中一末端具有下述(III)所表示的結構,以及在另一末端具有下述(IV)所表示的結構。所述聚合體由於在末端不具有不飽和鍵,故耐熱性優異,可抑制熱分解。因而,本發明的聚合體在氮氣環境下50%重量減少溫度可為360℃以上。再者,本發明中所謂50%重量減少溫度,是將所述聚合體設置於熱重量分析裝置中,在氮氣環境下自0℃以10℃/min使其升溫並測量重量變化,自升溫前的重量減少為一半量時
的溫度。
[式中,R1及R6相互獨立地為氫原子或甲基,R7為碳數1~4的烷基,R8及R9相互獨立地為氫原子或碳數1~4的烷基,R10為氫原子或甲基,X為所述A或B所表示的基,B為也可包含選自碳數1~20的烷氧基、碳數6~20的芳氧基、-O-、-S-及NR-(R為氫原子、或碳數1~20的一價烴基)中的一種以上的經取代或未經取代的碳數1~20的一價烴基(其中,氧原子、硫原子及氮原子彼此不鄰接)、氨基、矽氧基、鹵素原子、或羥基]
在所述重複單元(I)中,A為下述式(1)所表示的具有直鏈狀有機聚矽氧烷結構的基、或者下述(2-1)或(2-2)所表示的具有樹枝狀有機聚矽氧烷結構的基。
(式(1)中,Z為二價有機基,R2為碳數1~10的飽和烴基或苯基,R3為碳數1~10的飽和烴基,m為0~100的整數)
R4為碳數1~10的飽和烴基或苯基,R5為碳原子數1~6的飽和烴基或苯基,R14為氫原子、碳數1~10的飽和烴基或苯基,a2為0~2的實數,以及n為2~12的整數)。
在所述式(1)中,Z為二價有機基,優選為碳數2~12的二價飽和烴基,進而優選為伸丙基。R2為碳數1~10的飽和烴
基或苯基,優選為碳數1~5的飽和烴基,進而優選為甲基。R3為碳數1~10的飽和烴基,優選為碳數1~5的飽和烴基,進而優選為甲基。m為0~100的整數,優選為1~60的整數,進而優選為5~30的整數。
在所述式(2-1)及式(2-2)中,R4為碳數1~10的飽和烴基或苯基,優選為碳數1~5的飽和烴基,進而優選為甲基。R5為碳原子數1~6的飽和烴基或苯基,優選為碳原子數1~3的飽和烴基,進而優選為甲基。Z為二價有機基,優選為碳數1~10的飽和烴基,進而優選為碳數1~5的飽和烴基。D為具有階層數c的樹枝狀結構的3c+1(即,3的c次冪+1)價的有機聚矽氧烷基,c為1~8的整數,優選為1~4的整數,進而優選為1~2的整數。
所述式(2-1)或式(2-2)所表示的基詳細而言是由下述結構所表示。
在所述式(2-2)中,D例如是由下述結構所表示。
作為A所表示的基,例如可列舉下述結構。
在重複單元(II)中,R6為氫原子或甲基。B也可包含選自碳數1~20的烷氧基、碳數6~20的芳氧基、-O-、-S-及NR-(R表示氫原子、或碳數1~20的一價烴基)中的一種或兩種以上的二價基(其中,氧原子、硫原子及氮原子的雜原子彼此不鄰接),且為可經矽烷基、羰基、或鹵素原子取代的碳數1~20的一價烴基、氨基、矽氧基、鹵素原子、或羥基,優選為碳數1~10的烷氧基,進而優選為甲氧基。
所述式(I)及式(II)所表示的重複單元的鍵結順序並無限制,各個重複單元構成的排列可為不規則的,也可為有規則的。重複單元(I)、及重複單元(II)只要包含至少一種即可,也可包含多種。
在具有重複單元(I)的聚合體中,p為1以上的整數,且為所述聚合體的數量平均分子量成為1,000g/mol~1,000,000g/mol的數,優選為成為3,000g/mol~100,000g/mol的數,進而優選為成為5,000g/mol~50,000g/mol的數。
在具有重複單元(I)及重複單元(II)的聚合體中,p為1以上的整數,q為1以上的整數,p+q為所述聚合體的數量平均分子量成為1,000g/mol~1,000,000g/mol的數,優選為成為3,000g/mol~100,000g/mol的數,進而優選為成為5,000g/mol~50,000g/mol的數。
在末端結構(III)中,式中R7為碳數1~4的烷基,優選為甲基。R8及R9也可相同或者不同,為氫原子或碳數1~4的烷基,優選為甲基。
在末端結構(IV)中,R10為氫原子或甲基,X為所述A或B所表示的結構。
本發明的(甲基)丙烯酸矽酮接枝聚合體是將下述通式(6)所表示的化合物作為起始劑,使通式(4)所表示的單量體與通式(5)所表示的單量體進行基團轉移聚合(group transfer polymerization)來獲得。
以下,對製造本發明的(甲基)丙烯酸矽酮接枝聚合體的方法進行詳細說明。
(式(6)中,R7、R8、及R9如所述那樣,R11、R12及R13相互獨立地為碳數1~4的烷基)
與下述通式(4)所表示的化合物進行基團轉移聚合來獲得。
(式中,R1及A如所述那樣)。
具有所述式(I)所表示的重複單元及式(II)所表示的重複單元的(甲基)丙烯酸矽酮接枝聚合體是通過使所述通式(6)所表示的化合物、與所述通式(4)所表示的化合物及下述式(5)所表示的化合物進行基團轉移聚合來獲得。
(式中,R6及B如所述那樣)。
本發明的製造方法的特徵在於:將所述式(6)的化合物作為起始劑,使所述式(4)所表示的(甲基)丙烯酸化合物、或所述式(4)所表示的(甲基)丙烯酸化合物及所述式(5)所表示的(甲基)丙烯酸化合物進行基團聚合。由所述方法獲得的聚合體在末端不具有不飽和鍵。所述聚合體的耐熱性優異,可抑制熱分解。進而,通過利用所述方法來製造,可減少聚合體中作為雜質而包含的殘存單量體的含量,從而可提供具有高純度的聚合體。
將所述式(6)作為起始劑並使(甲基)丙烯酸化合物進行基團聚合而獲得具有所述末端結構(III)及末端結構(IV)的聚合體的反應機構例如如以下那樣。
作為通式(4)所表示的化合物,例如可列舉下述結構的化合物,並不限制於這些。
作為所述通式(5)所表示的化合物,例如可列舉下述化合物,並不限制於這些。
(甲基)丙烯酸甲酯、(甲基)丙烯酸乙酯、(甲基)丙烯酸正丁酯、(甲基)丙烯酸第三丁酯、(甲基)丙烯酸正己酯、(甲基)丙烯酸異丁酯、(甲基)丙烯酸異戊酯、(甲基)丙烯酸月桂酯、(甲基)丙烯酸2-乙基己酯、(甲基)丙烯酸硬脂酯、(甲基)丙烯酸環己酯、(甲基)丙
烯酸山萮酯、(甲基)丙烯酸異癸酯、(甲基)丙烯酸2-丙基庚酯、(甲基)丙烯酸3,5,5-三甲基-1-己酯、(甲基)丙烯酸壬酯、(甲基)丙烯酸2-異丙基-5-甲基己酯、(甲基)丙烯酸十三烷酯、(甲基)丙烯酸十七烷酯、(甲基)丙烯酸二十一烷酯(heneicosanyl(meth)acrylate)、(甲基)丙烯酸異冰片酯、(甲基)丙烯酸四氫糠酯、二(乙二醇)二甲醚(甲基)丙烯酸酯、(甲基)丙烯酸糠酯、(甲基)丙烯酸2-丁氧基乙酯、(甲基)丙烯酸2-乙氧基乙酯、(甲基)丙烯酸烯丙氧基乙酯、(甲基)丙烯酸1-乙氧基丁酯、四氫-4H-吡喃基-2(甲基)丙烯酸酯、乙基三甘醇(甲基)丙烯酸酯、丁基二甘醇(甲基)丙烯酸酯、聚(丙二醇)二甲醚(甲基)丙烯酸酯及聚(乙二醇)烷基醚(甲基)丙烯酸酯、(甲基)丙烯醯胺、4-(甲基)丙烯醯基嗎啉、N-第三丁基(甲基)丙烯醯胺、N,N-二甲基(甲基)丙烯醯胺、N,N-二乙基(甲基)丙烯醯胺、N-(丁氧基甲基)(甲基)丙烯醯胺、N-[3-(二甲基氨基)丙基](甲基)丙烯醯胺、N-十二烷基(甲基)丙烯醯胺、及N-異丙基(甲基)丙烯醯胺。
在所述通式(6)中,R7為碳數1~4的烷基,優選為碳數1或2的烷基,更優選為甲基。R8及R9相互獨立地為氫原子或碳數1~4的烷基,優選為碳數1或2的烷基,更優選為甲基。R11、R12、及R13相互獨立地為碳數1~4的烷基,優選為碳數1~2的烷基,更優選為甲基。
作為通式(6)所表示的起始劑,可使用以下的化合物。本發明中可使用的起始劑並不僅限於以下例示的起始劑。
式中,Me表示甲基,Et表示乙基,nPr表示正丙基,iPr表示異丙基,nBu表示正丁基。
以下,記載本發明的製造方法的一例,但本發明的製造方法並不限制於下述方法。
向充分乾燥的三口燒瓶中放入催化劑,並加入溶媒。進而,加入並混合所述起始劑(6)後,使用滴加漏斗滴加單量體(4)及單量體(5)而加以攪拌。根據發熱的程度,將反應溶液冷卻而保持為適當的溫度。在滴加後進行攪拌直至單量體被消耗,加入反應停止劑而使反應結束。反應後將未反應的單量體減壓餾去。
加入基團轉移聚合的催化劑、溶媒、起始劑、單量體的
順序可根據場合來選擇適當的順序。例如也可通過向預先混合有催化劑、溶媒、起始劑的溶液中最後加入單量體來進行反應。
在預先混合並滴加用於反應的所有單量體的情況下,可合成無規聚合體。另外,當交替加入用於反應的各單量體時,可合成嵌段聚合體。例如,若在滴加通式(4)所表示的一種單量體並確認反應結束後,滴加通式(5)所表示的一種單量體,則可合成AB嵌段聚合體。可根據目的來合成多種嵌段聚合體(例如,ABAB嵌段聚合體、ABC嵌段聚合體等)。
作為反應溶媒,可使用非質子性的有機溶媒。例如可列舉:乙酸乙酯、丙腈、甲苯、二甲苯、溴苯、二甲氧基乙烷、二乙氧基乙烷、二乙醚、四亞甲基碸、N,N-二甲基甲醯胺、N,N-二甲基乙醯胺、N-甲基吡咯啶酮、苯甲醚、2-丁氧基乙氧基三甲基矽烷、溶纖劑乙酸酯、冠醚、乙腈、四氫呋喃。就反應效率的觀點而言,優選為二氯甲烷、甲苯、乙腈、四氫呋喃,進而優選為四氫呋喃。
反應溫度為-100℃~150℃,優選為0℃~50℃,進而優選為10℃~30℃。
將單量體減壓餾去時的溫度為80℃~300℃,優選為100℃~200℃,進而優選為120℃~180℃。另外,汽提時的壓力為1atm以下,優選為0.1atm以下,進而優選為0.001atm以下。
本發明中獲得的(甲基)丙烯酸矽酮接枝聚合體的數量平均分子量(Mn)為1,000g/mol~1,000,000g/mol,優選為3,000g/mol~100,000g/mol,進而優選為5,000g/mol~50,000g/mol。另外,多
分散度(Mw/Mn)為1.00~3.00,優選為1.05~2.00,進而優選為1.10~1.60。
作為催化劑,一般可自作為基團轉移聚合的催化劑而已知的陰離子系催化劑、路易斯酸催化劑、有機分子催化劑中選擇而使用。
陰離子系催化劑
例如可列舉:三(二甲基氨基)鋶二氟三甲基矽酸鹽、三(二甲基氨基)氰化鋶、四苯基氰化砷、三(二甲基氨基)疊氮化鋶、四乙基疊氮化銨、雙(二烷基鋁)氧化物、三氟化硼醚化物(boron trifluoride etherate)、鹼金屬氟化物、鹼金屬氰化物、鹼金屬疊氮化物、三(二甲基氨基)鋶二氟三苯基錫酸鹽、四丁基氟化銨、四甲基氟化銨、四乙基氰化銨、四丁基苯甲酸銨、四丁基雙苯甲酸銨、間氯苯甲酸四丁基銨。
路易斯酸催化劑
例如可列舉:碘化鋅、溴化鋅、氯化鋅、單烷基鹵化鋁及二烷基鹵化鋁、二烷基氧化鋁。
有機分子催化劑
例如有:1,3-二異丙基-4,5-二甲基咪唑-2-亞基、1,3-二異丙基咪唑-2-亞基、1,3-二-第三丁基咪唑-2-亞基、1,8-二氮雜雙環[5.4.0]-7-十一烯、2,8,9-三甲基-2,5,8,9-四氮雜-1-磷雜雙環[3.3.3]十一烷、2,8,9-三異丁基-2,5,8,9-四氮雜-1-磷雜雙環[3.3.3]十一烷、1-第三丁基-2,2,4,4,4-五(二甲基氨基)-2λ5,4λ5-連二(磷腈)、1-第三丁
基-4,4,4-三(二甲基氨基)-2,2-雙[三(二甲基氨基)-亞膦基氨基]-2λ5,4λ5-連二(磷腈)、三(2,4,6-三甲氧基苯基)膦、三-(五氟苯基)硼烷、三氟甲磺酸三乙基矽烷基酯、三苯基碳鎓四(五氟苯基)硼酸酯、三氟甲烷磺醯亞胺、1-[雙(三氟甲烷磺醯基)甲基]-2,3,4,5,6-五氟苯。
作為反應停止劑,可使用可提供質子的化合物。例如可列舉:甲醇、異丙醇、正丁醇、水。
本發明的(甲基)丙烯酸矽酮接枝聚合體包含(甲基)丙烯酸矽酮接枝共聚物(A),其可用於各種化妝品中,特別是適於外用於皮膚或毛髮的所有化妝料。優選為本發明的化妝料可製成調配有共聚物(A)作為皮膜劑和/或增稠劑的化妝料。共聚物(A)是具有作為矽酮聚合體的特性並且可同時解決針對各種油劑的良好的相容性與針對皮膚或毛髮的密接性的共聚物,因此可優選地用作皮膜劑和/或增稠劑。另外,在本發明的化妝料為乳化狀化妝料的情況下,可製成將共聚物(A)用作界面活性劑的化妝料。共聚物(A)為具有矽酮部位、疏水性部位、親水性部位的共聚物,因此可用作有效的界面活性劑。進而,在化妝料為包含粉體(F)的化妝料的情況下,可製成將共聚物(A)用作粉體(F)的分散劑的化妝料。多官能性的共聚物(A)可優選地用作粉體(F)的分散劑。所謂外用於皮膚或毛髮的化妝料,例如是乳液、面霜、清潔材料(cleansing)、面膜、油液、按摩材料、美容液、清洗劑、除臭劑、護手霜、唇膏等護膚化妝料、妝前底霜、白粉、粉底液、
油性粉底、腮紅、眼影、睫毛膏、眼線筆、眉筆、口紅等化妝用化妝料、洗髮水、潤絲、護髮素(treatment)、定型劑等毛髮化妝料、止汗劑、防曬乳液或防曬霜等紫外線防禦化妝料等。本發明的化妝料中所含的共聚物(A)的調配量根據化妝料的劑型而不同,但可以化妝料整體的0.5質量%~99.0質量%的範圍使用,優選為以化妝料整體的1.0質量%~50質量%進行調配。
本發明的化妝料除所述共聚物(A)以外,可包含化妝料中所使用的多種成分即(B)油劑成分、(C)紫外線吸收成分、(D)水、(E)界面活性劑、(F)粉體、(G)分子結構中具有醇性羥基的化合物、(H)水溶性或水膨潤性高分子、(I)包含不具有親水性基的交聯型有機聚矽氧烷聚合物與液狀油劑的組成物、(J)包含具有親水性基的交聯型有機聚矽氧烷聚合物與液狀油劑的組成物、(K)矽酮樹脂、和/或(L)矽酮蠟等。以下,對各個成分進行說明。
(B)油劑成分
如所述那樣本發明的化妝料可包含一種或兩種以上的油劑成分。作為油劑成分,也可使用通常的化妝料中所使用的固體、半固體、液狀的任一油劑。即便設為包含油劑成分,本發明的化妝料中所含的共聚物(A)的相容性也高,因此可提供黏連少、柔滑地延伸、提供清爽的使用感、富含防水性並且皮膚安全性高、使用感良好、使用性及持續性優異的化妝料。
作為此種液狀油劑,可列舉一種或兩種以上的矽酮油、
烴油、高級脂肪酸、酯油或天然動植物油等極性油、半合成油、和/或氟系油等,優選為極性油、矽酮油。進而,油劑成分(B)也可設為包含一種或兩種以上的酯油、天然動植物油與一種或兩種以上的矽酮油者。如此,油劑成分(B)即便設為包含極性較高的酯油、天然動植物油與極性較低的矽酮油者,若為本發明的化妝料中所含的共聚物(A),則也與任一者具有相容性,因此可提供黏連少、柔滑地延伸、提供清爽的使用感、富含防水性並且皮膚安全性高、使用感良好、使用性及持續性優異的化妝料。
作為矽酮油,可列舉:二甲基聚矽氧烷、辛醯基聚甲基矽氧烷(caprylyl methicone)、苯基三聚甲基矽氧烷、甲基苯基聚矽氧烷、甲基己基聚矽氧烷、甲基氫化聚矽氧烷、二甲基矽氧烷.甲基苯基矽氧烷共聚物等低黏度至高黏度的直鏈或分支狀的有機聚矽氧烷、八甲基環四矽氧烷、十甲基環五矽氧烷、十二甲基環六矽氧烷、四甲基四氫化環四矽氧烷、四甲基四苯基環四矽氧烷等環狀有機聚矽氧烷、三-三甲基矽氧基甲基矽烷、四-三甲基矽氧基矽烷等分支狀有機聚矽氧烷、氨基改質有機聚矽氧烷、高聚合度的膠狀二甲基聚矽氧烷、膠狀氨基改質有機聚矽氧烷、膠狀的二甲基矽氧烷.甲基苯基矽氧烷共聚物等的矽酮橡膠、及矽酮膠或橡膠的環狀矽氧烷溶液、三甲基矽氧基矽酸、三甲基矽氧基矽酸的環狀有機聚矽氧烷溶液、硬脂氧基矽酮等高級烷氧基改質有機聚矽氧烷、高級脂肪酸改質有機聚矽氧烷、烷基改質有機聚矽氧烷、長鏈烷基改質有機聚矽氧烷、氟改質有機聚矽氧烷、矽酮樹
脂及矽酮樹脂的溶解物等。
作為烴油,可列舉直鏈狀、分支狀、進而揮發性的烴油等。例如可列舉:地蠟、α-烯烴寡聚物、輕質異構烷烴、異十二烷、輕質液態異構烷烴、角鯊烷、合成角鯊烷、植物性角鯊烷、角鯊烯、純地蠟、石蠟烴(paraffin)、石蠟(paraffin wax)、聚乙烯蠟、聚乙烯.聚丙烯蠟、(乙烯/丙烯/苯乙烯)共聚物、(丁烯/丙烯/苯乙烯)共聚物、液態石蠟、液態異構烷烴、姥鮫烷(pristane)、聚異丁烯、氫化聚異丁烯、微晶蠟(micro-crystalline wax)、凡士林等。
作為高級脂肪酸,可列舉:月桂酸、肉豆蔻酸、棕櫚酸、硬脂酸、山萮酸、十一碳烯酸、油酸、亞油酸(linoleic acid)、亞麻酸(linolenic acid)、花生四烯酸、二十碳五烯酸(eicosapentaenoic acid,EPA)、二十二碳六烯酸(docosahexaenoic acid,DHA)、異硬脂酸、12-羥基硬脂酸等。作為高級醇,可列舉:月桂醇、肉豆蔻醇、棕櫚醇、硬脂醇、山萮醇、十六烷基醇、油醇、異硬脂醇、己基十二烷醇、辛基十二烷醇、鯨蠟硬脂醇、2-癸基十四烷醇、膽固醇、植物固醇(phytosterol)、POE膽固醇醚、單硬脂基甘油醚(鯊肝醇)、單油烯基甘油醚(鯊油醇)等。
作為酯油,可列舉:己二酸二異丁酯、己二酸2-己基癸酯、己二酸二-2-庚基十一烷酯、單異硬脂酸N-烷基二醇、異硬脂酸異鯨蠟酯、三異硬脂酸三羥甲基丙烷、二-2-乙基己酸乙二醇、2-乙基己酸鯨蠟酯、三-2-乙基己酸三羥甲基丙烷、四-2-乙基己酸
季戊四醇、辛酸鯨蠟酯、辛基十二烷基膠酯、油酸油烯酯、油酸辛基十二烷酯、油酸癸酯、二辛酸新戊二醇、二癸酸新戊二醇、檸檬酸三乙酯、丁二酸2-乙基己酯、乙酸戊酯、乙酸乙酯、乙酸丁酯、硬脂酸異鯨蠟酯、硬脂酸丁酯、癸二酸二異丙酯、癸二酸二-2-乙基己酯、乳酸鯨蠟酯、乳酸肉豆蔻酯、異壬酸異壬酯、異壬酸異十三烷酯、棕櫚酸異丙酯、棕櫚酸2-乙基己酯、棕櫚酸2-己基癸酯、棕櫚酸2-庚基十一烷酯、12-羥基硬脂酸膽固醇酯、二季戊四醇脂肪酸酯、肉豆蔻酸異丙酯、肉豆蔻酸辛基十二烷酯、肉豆蔻酸2-己基癸酯、肉豆蔻酸肉豆蔻酯、二甲基辛酸己基癸酯、月桂酸乙酯、月桂酸己酯、N-月桂醯基-L-谷氨酸-2-辛基十二烷酯、月桂醯基肌氨酸異丙酯、蘋果酸二異硬脂酯等。作為甘油酯(glyceride)油,可列舉:乙醯甘油酯、三異辛酸甘油酯、三異硬脂酸甘油酯、三異棕櫚酸甘油酯、單硬脂酸甘油酯、二-2-庚基十一烷酸甘油酯、三肉豆蔻酸甘油酯、及肉豆蔻酸異硬脂酸二甘油酯等。
另外,作為天然動植物油類及半合成油,可列舉:鱷梨油、亞麻子油、扁桃油、白蠟、荏子油、橄欖油、可可脂、木棉蠟、榧子油、巴西棕櫚蠟、肝油、小燭樹蠟、純化小燭樹蠟、牛脂、牛腳脂、牛骨脂、硬化牛脂、杏仁油、鯨蠟、硬化油、小麥胚芽油、芝麻油、稻米胚芽油、米糠油、甘蔗蠟、山茶花油、紅花油、牛油樹脂(shea butter)、中國桐油、肉桂油、霍霍巴蠟、角鯊烷、角鯊烯、蟲膠蠟、海龜油(turtle oil)、大豆油、茶籽油、
山茶油、月見草油、玉米油、豬油、菜籽油、日本桐油、米糠蠟、胚芽油、馬油、桃仁油、棕櫚油、棕櫚仁油、蓖麻油、氫化蓖麻油、蓖麻油脂肪酸甲酯、葵花油、葡萄油、楊梅蠟、荷荷芭油、氫化荷荷芭油、夏威夷果油、蜂蠟、水貂油、白芒花籽油、棉籽油、棉蠟、木蠟、木蠟核油、褐煤蠟、椰子油、氫化椰子油、三椰子油脂肪酸甘油酯、羊油、花生油、羊毛脂、液態羊毛脂、氫化羊毛脂(hydrogenated lanolin)、羊毛醇、硬質羊毛脂、乙酸羊毛脂、乙酸羊毛脂醇、羊毛脂脂肪酸異丙酯、POE羊毛脂醇醚、POE羊毛脂醇乙酸酯、羊毛脂脂肪酸聚乙二醇、POE氫化羊毛脂醇醚、卵黃油等。其中,POE是指聚氧乙烯。
作為氟系油劑,可列舉:全氟聚醚、全氟十氫萘、全氟辛烷等。
本發明的化妝料中所含的(B)油劑成分的調配量也根據化妝料的劑型而不同,適合的是化妝料整體的1質量%~98質量%,優選為以1質量%~50質量%的範圍為宜。
(C)紫外線吸收成分
本發明的化妝料可進而包含一種或兩種以上的紫外線吸收成分。由此,本發明的化妝料成為使用感良好、使用性及持續性優異而且可吸收紫外線的化妝料。作為紫外線吸收成分,包含紫外線吸收劑及紫外線散射劑。作為紫外線吸收劑,可例示:對氨基苯甲酸等苯甲酸系紫外線吸收劑、鄰氨基苯甲酸甲酯等鄰氨基苯甲酸系紫外線吸收劑、水楊酸甲酯等水楊酸系紫外線吸收劑、對
甲氧基肉桂酸辛酯等肉桂酸系紫外線吸收劑、2,4-二羥基二苯甲酮等二苯甲酮系紫外線吸收劑、尿刊酸乙酯等尿刊酸系紫外線吸收劑、4-第三丁基-4'-甲氧基-二苯甲醯基甲烷等二苯甲醯基甲烷系紫外線吸收劑等。另外,也可使用具有之前敘述的紫外線吸收性的官能基的矽酮衍生物。作為紫外線吸收散射劑,可列舉:微粒子氧化鈦、微粒子含鐵氧化鈦、微粒子氧化鋅、微粒子氧化鈰及這些的複合體等將紫外線吸收散射的粉體。這些中,優選為肉桂酸系紫外線吸收劑、二苯甲醯基甲烷系紫外線吸收劑、氧化鈦、及氧化鋅。
(D)水
本發明的化妝料可根據其目的而調配水。由此,本發明的化妝料通過根據使用目的而調配水,成為使用性更優異的化妝料。水的調配量優選為化妝料整體的95質量%以下的範圍。
(E)界面活性劑
本發明的化妝料可進而包含一種或兩種以上的界面活性劑。由此,本發明的化妝料通過根據使用目的而調配界面活性劑,成為使用性更優異的化妝料。作為界面活性劑,有陰離子性、陽離子性、非離子性及兩性的界面活性劑,本發明的化妝料中所含的界面活性劑並無特別限制,只要為通常的化妝料中所使用者,則也可使用任一者。
例如,作為陰離子性界面活性劑,可列舉:硬脂酸鈉或棕櫚酸三乙醇胺等脂肪酸皂、烷基醚羧酸及其鹽、氨基酸與脂肪
酸的縮合物鹽、烷烴磺酸鹽、烯烴磺酸鹽、脂肪酸酯的磺酸鹽、脂肪酸醯胺的磺酸鹽、福爾馬林縮合系磺酸鹽、烷基硫酸酯鹽、第二級高級醇硫酸酯鹽、烷基及烯丙基醚硫酸酯鹽、脂肪酸酯的硫酸酯鹽、脂肪酸烷基醇醯胺的硫酸酯鹽、土耳其紅油等的硫酸酯鹽類、烷基磷酸鹽、醚磷酸鹽、烷基烯丙基醚磷酸鹽、醯胺磷酸鹽、N-醯基乳酸鹽、N-醯基肌氨酸鹽、N-醯基氨基酸系活性劑等;作為陽離子性界面活性劑,可列舉:烷基胺鹽、多胺及氨基醇脂肪酸衍生物等胺鹽、烷基四級銨鹽、芳香族四級銨鹽、吡啶鎓鹽、咪唑鎓鹽等。
作為非離子性界面活性劑,可列舉:山梨醇酐脂肪酸酯、甘油脂肪酸酯、聚甘油脂肪酸酯、丙二醇脂肪酸酯、聚乙二醇脂肪酸酯、蔗糖脂肪酸酯、甲基葡糖苷脂肪酸酯、烷基聚葡糖苷、聚氧乙烯烷基醚、聚氧丙烯烷基醚、聚氧乙烯烷基苯基醚、聚氧乙烯脂肪酸酯、聚氧乙烯山梨醇酐脂肪酸酯、聚氧乙烯山梨糖醇脂肪酸酯、聚氧乙烯甘油脂肪酸酯、聚氧乙烯丙二醇脂肪酸酯、聚氧乙烯蓖麻油、聚氧乙烯氫化蓖麻油、聚氧乙烯植物甾烷醇醚、聚氧乙烯植物固醇醚、聚氧乙烯膽固烷醇醚、聚氧乙烯膽固醇醚、直鏈或分支狀聚氧伸烷基改質有機聚矽氧烷、直鏈或分支狀聚氧伸烷基.烷基共改質有機聚矽氧烷、直鏈或分支狀聚甘油改質有機聚矽氧烷、直鏈或分支狀聚甘油.烷基共改質有機聚矽氧烷、烷醇醯胺、糖醚、糖醯胺等。
作為兩性界面活性劑,可列舉:甜菜鹼、氨基羧酸鹽、
咪唑啉衍生物、醯胺胺型等。
在這些界面活性劑中,優選為作為分子中具有聚氧乙烯鏈的直鏈或分支狀的有機聚矽氧烷、分子中具有聚甘油鏈的直鏈或分支狀的有機聚矽氧烷、或各自的烷基共改質有機聚矽氧烷的界面活性劑。作為市售品,並無特別限定,有KF-6011、KF-6011P、KF-6043、KF-6012、KF-6013、KF-6015、KF-6016、KF-6017、KF-6028、KF-6028P、KF-6038、KF-6100、KF-6104、KF-6105、KF-6106(均為信越化學工業(股)製造)等。另外,優選為HLB為2~10的界面活性劑,調配量優選為化妝料整體的0.1質量%~20質量%,特別優選為0.2質量%~10質量%的範圍。
(F)粉體
本發明的化妝料也可進而包含一種或兩種以上的粉體。作為粉體,只要為通常的化妝料中所使用者,則不管其形狀(球狀、針狀、板狀等)或粒徑(煙霧狀、微粒子、顏料級等)、粒子結構(多孔質、無孔質等),也可使用任一種。例如可列舉:無機粉體、有機粉體、界面活性劑金屬鹽粉體、有色顏料、珠光顏料、焦油色素、金屬粉末顏料、天然色素、染料等著色劑。
作為無機粉體,例如可列舉:氧化鈦、氧化鋯、氧化鋅、氧化鈰、氧化鎂、硫酸鋇、硫酸鈣、硫酸鎂、碳酸鈣、碳酸鎂、滑石、雲母、高嶺石、絹雲母、白雲母、合成雲母、金雲母、紅雲母、黑雲母、鋰雲母、矽酸、無水矽酸、矽酸鋁、矽酸鎂、矽酸鋁鎂、矽酸鈣、矽酸鋇、矽酸鍶、鎢酸金屬鹽、羥基磷灰石、
蛭石(vermiculite)、貝得石、膨潤土、蒙脫石(montmorillonite)、鋰蒙脫石、沸石、陶瓷粉末、磷酸氫鈣、氧化鋁、氫氧化鋁、氮化硼、二氧化矽、及矽烷基化二氧化矽等。
作為有機粉體,可列舉:聚醯胺粉末、聚丙烯酸.丙烯酸酯粉末、聚酯粉末、聚乙烯粉末、聚丙烯粉末、聚苯乙烯粉末、聚氨基甲酸酯粉末、苯並胍胺粉末、聚甲基苯並胍胺粉末、四氟乙烯粉末、聚甲基丙烯酸甲酯粉末、纖維素粉末、絲粉末、尼龍粉末、12尼龍、6尼龍、具有將二甲基聚矽氧烷交聯的結構的交聯型球狀二甲基聚矽氧烷微粉末、交聯型球狀聚甲基倍半矽氧烷微粉末、由聚甲基倍半矽氧烷粒子包覆交聯型球狀有機聚矽氧烷橡膠表面而成的微粉末、疏水化二氧化矽、苯乙烯.丙烯酸共聚物、二乙烯基苯.苯乙烯共聚物、乙烯基樹脂、脲樹脂、酚樹脂、氟樹脂、矽樹脂、丙烯酸樹脂、三聚氰胺樹脂、環氧樹脂、聚碳酸酯樹脂、微晶纖維粉體、澱粉粉末、脂肪酸澱粉衍生物粉末、及月桂醯基賴氨酸等。
作為界面活性劑金屬鹽粉體(金屬皂),例如可列舉:十一碳烯酸鋅、異硬脂酸鋁、硬脂酸鋅、硬脂酸鋁、硬脂酸鈣、硬脂酸鎂、肉豆蔻酸鋅、肉豆蔻酸鎂、鯨蠟基磷酸鋅、鯨蠟基磷酸鈣、鯨蠟基磷酸鋅鈉、棕櫚酸鋅、棕櫚酸鋁、月桂酸鋅等。
作為有色顏料的具體例,可列舉:氧化鐵、氫氧化鐵、鈦酸鐵的無機紅色顏料、γ-氧化鐵等無機褐色系顏料、氧化鐵黃、黃土等無機黃色系顏料、氧化鐵黑、碳黑等無機黑色顏料、錳紫、
鈷紫等無機紫色顏料、氫氧化鉻、氧化鉻、氧化鈷、鈦酸鈷等無機綠色顏料、深藍、群青等無機藍色系顏料、將焦油系色素色澱化而成者、將天然色素色澱化而成者、以及將這些粉體複合化而成的合成樹脂粉體等。
作為珠光顏料的具體例,可列舉:氧化鈦包覆雲母、氧化鈦包覆雲母(mica)、氯氧化鉍、氧化鈦包覆氯氧化鉍、氧化鈦包覆滑石、魚鱗箔、氧化鈦包覆著色雲母等;作為金屬粉末顏料,可列舉:鋁粉末、銅粉末、不鏽鋼粉末等。
作為焦油色素,可列舉:紅色3號、紅色104號、紅色106號、紅色201號、紅色202號、紅色204號、紅色205號、紅色220號、紅色226號、紅色227號、紅色228號、紅色230號、紅色401號、紅色505號、黃色4號、黃色5號、黃色202號、黃色203號、黃色204號、黃色401號、藍色1號、青色2號、藍色201號、藍色404號、綠色3號、綠色201號、綠色204號、綠色205號、橙色201號、橙色203號、橙色204號、橙色206號、橙色207號等;作為天然色素,可列舉選自胭脂紅酸、紫膠酸、紅花素、巴西紅木紅、藏花素等中的粉體。
這些粉體中,在本發明中優選為至少一部分具有將二甲基聚矽氧烷交聯的結構的交聯型球狀二甲基聚矽氧烷微粉末、交聯型球狀聚甲基倍半矽氧烷微粉末、由聚甲基倍半矽氧烷粒子包覆交聯型球狀聚矽氧烷橡膠表面而成的微粉末、由聚甲基倍半矽氧烷粒子包覆交聯型球狀二苯基聚矽氧烷橡膠表面而成的微粉
末、疏水化二氧化矽,且也可使用具有氟基的粉體、著色劑。作為市售品,有KMP-590、KSP-100、KSP-101、KSP-102、KSP-105、KSP-300(均為信越化學工業(股)製造)等。
這些粉體在不妨礙本發明的效果的範圍內,也可使用粉體的複合化而成者或利用一般油劑、矽酮油、氟化合物、界面活性劑等進行處理而成者。例如,可通過也可不通過氟化合物處理、矽酮樹脂處理、懸垂處理(pendant treatment)、矽烷偶合劑處理、鈦偶合劑處理、油劑處理、N-醯化賴氨酸處理、聚丙烯酸處理、金屬皂處理、氨基酸處理、無機化合物處理、電漿處理、機械化學處理等事先進行表面處理。視需要可使用一種或兩種以上。另外,這些粉體的調配量優選為化妝料整體的99質量%以下的範圍。特別是粉末化妝料的情況下的調配量優選為化妝料整體的80質量%~99質量%的範圍。
(G)分子結構中具有醇性羥基的化合物
本發明的化妝料也可進而包含一種或兩種以上的分子結構中具有醇性羥基的化合物。其中,用以構成所述共聚物的單體單元(II)的碳數12以上的醇化合物自所述具有醇性羥基的化合物中除外。作為所述化合物,有乙醇、異丙醇等低級醇、山梨糖醇、麥芽糖等糖醇等,且有膽固醇、穀固醇(sitosterol)、植物固醇、羊毛固醇等固醇、丁二醇、丙二醇、二丁二醇、戊二醇等多元醇等,通常大多使用水溶性一元醇、水溶性多元醇。分子結構中具有醇性羥基的化合物的調配量優選為化妝料整體的98質量%以下
的範圍。
(H)水溶性或水膨潤性高分子
本發明的化妝料也可進而包含一種或兩種以上的水溶性或水膨潤性高分子(H)。作為這些水溶性或水膨潤性高分子,例如有:阿拉伯橡膠、黃芪膠、半乳聚糖、角豆樹膠、瓜爾膠、刺梧桐膠、卡拉膠(carrageenan)、果膠、瓊脂、榅桲籽(榅桲)、澱粉(稻米、玉米、馬鈴薯、小麥)、海藻膠、特朗特膠(trant gum)、刺槐豆膠(locust bean gum)等植物系高分子、黃原膠、葡聚糖、琥珀酸葡聚糖(succinoglucan)、短梗黴聚糖(pullulan)等微生物系高分子、膠原、酪蛋白(casein)、白蛋白、明膠等動物系高分子、羧甲基澱粉、甲基羥基丙基澱粉等澱粉系高分子、甲基纖維素、乙基纖維素、甲基羥基丙基纖維素、羧甲基纖維素、羥基甲基纖維素、羥基丙基纖維素、硝基纖維素、纖維素硫酸鈉、羧甲基纖維素鈉、結晶纖維素、纖維素粉末的纖維素高分子、海藻酸鈉、海藻酸丙二醇酯等海藻酸系高分子、聚乙烯基甲醚、羧基乙烯基聚合物等乙烯基系高分子、聚氧乙烯系高分子、聚氧乙烯聚氧丙烯共聚物系高分子、聚丙烯酸鈉、聚丙烯酸乙酯、聚丙烯醯胺、丙烯醯基二甲基牛磺酸鹽共聚物等丙烯酸系高分子、聚乙烯亞胺、陽離子聚合物等其他合成水溶性高分子、膨潤土、矽酸鋁鎂、蒙脫石、貝得石、綠脫石、皂石、鋰蒙脫石、無水矽酸等無機系水溶性高分子等。另外,在這些水溶性高分子中也包含聚乙烯基醇或聚乙烯基吡咯啶酮等皮膜形成劑。水溶性或水膨潤性高分子(H)的調
配量優選為化妝料整體的25質量%以下的範圍。
(I)包含不具有親水性基的交聯型有機聚矽氧烷聚合物與液狀油劑的組成物
本發明的化妝料也可進而包含一種或兩種以上的包含不具有親水性基的交聯型有機聚矽氧烷聚合物與液狀油劑的組成物(I)。所述交聯型有機聚矽氧烷聚合物通過使烷基氫化聚矽氧烷與分子鏈末端具有反應性乙烯基性不飽和基的交聯劑進行反應而獲得。作為烷基氫化聚矽氧烷,可列舉具有直鏈或一部分分支單元的甲基氫化聚矽氧烷、碳數為6~20的烷基鏈經接枝而成的甲基氫化聚矽氧烷等。鍵結於矽原子的氫原子在分子中需要平均兩個以上。交聯劑可列舉如甲基乙烯基聚矽氧烷或α,ω-鏈烯二烯(alkenyldiene)等在分子中具有兩個以上的乙烯基性反應部位者。作為這些的例子,可列舉日本專利第192571號、日本專利1932769號、國際公開WO03-24413、日本專利特開2009-185296的各公報中所記載的組成物。例如利用自重以上的0.65mm2/sec(25℃)~100.0mm2/sec(25℃)的低黏度矽酮、液態石蠟、角鯊烷、異十二烷等烴油或三辛酸甘油酯等甘油酯油、酯油使所述交聯型甲基聚矽氧烷膨潤。另外,這些交聯型有機聚矽氧烷作為市售品並無特別限定,有利用矽酮油而形成為膏狀的KSG-15、KSG-16、KSG-18、KSG-1610、USG-103、利用烴油或三甘油酯油而形成為膏狀的USG-106、KSG-41、KSG-42、KSG-43、KSG-44、KSG-810(均為信越化學工業(股)製造)等。所述包含不具有親水性基的交
聯型有機聚矽氧烷聚合物與液狀油劑的組成物(I)的調配量優選為相對於化妝料的總量而為0.1質量%~50質量%,進而優選為1質量%~30質量%。
(J)包含具有親水性基的交聯型有機聚矽氧烷聚合物與液狀油劑的組成物
本發明的化妝料也可進而包含一種或兩種以上的包含具有親水性基的交聯型有機聚矽氧烷聚合物與液狀油劑的組成物(J)。作為所述親水性基,優選為聚醚基、聚甘油基。具有所述聚醚基和/或聚甘油基的交聯型有機聚矽氧烷聚合物通過使烷基氫化聚矽氧烷與分子鏈末端具有反應性乙烯基性不飽和基的交聯劑進行反應而獲得。作為烷基氫化聚矽氧烷,可列舉聚氧乙烯鏈經接枝而成的甲基氫化聚矽氧烷、聚甘油鏈經接枝而成的甲基氫化聚矽氧烷等。鍵結於矽原子的氫原子在分子中需要平均兩個以上。使交聯型有機聚矽氧烷聚合物在自重以上的0.65mm2/sec(25℃)~100.0mm2/sec(25℃)的低黏度矽酮、液態石蠟、角鯊烷、異十二烷等烴油或三辛酸甘油酯等甘油酯油、酯油中膨潤。交聯劑可列舉如甲基乙烯基聚矽氧烷或α,ω-鏈烯二烯、甘油三烯丙基醚、聚氧炔基化甘油三烯丙基醚、三羥甲基丙烷三烯丙基醚、聚氧炔基化三羥甲基丙烷三烯丙基醚等在分子中具有兩個以上的乙烯基性反應部位者,使這些進行反應的交聯物為具有至少一個親水性基者。作為組成物(J),優選為日本專利2631772號、日本專利特開平9-136813號、日本專利特開2001-342255號、國際公開
WO03/20828、日本專利特開2009-185296的各公報中所記載者。另外,這些交聯型有機聚矽氧烷作為市售品並無特別限定,有利用矽酮油而形成為膏狀的KSG-210、KSG-240、KSG-710、利用烴油或三甘油酯油而形成為膏狀的KSG-310、KSG-320、KSG-330、KSG-340、KSG-820、KSG-830、KSG-840(均為信越化學工業(股)製造)等。另外,所述包含具有親水性基的交聯型有機聚矽氧烷聚合物與液狀油劑的組成物(J)的調配量優選為相對於化妝料的總量而為0.1質量%~50質量%,進而優選為1質量%~30質量%。
(K)矽酮樹脂
本發明的化妝料也可進而包含一種或兩種以上的矽酮樹脂(K)。矽酮樹脂優選為選自由包含SiO2單元和/或RSiO1.5(R為烷基)單元的矽酮網狀化合物、直鏈狀丙烯酸/矽酮接枝、或這些的嵌段共聚物所組成的群組中者。直鏈狀丙烯酸/矽酮接枝或所述嵌段共聚物也可具有選自吡咯啶酮部分、長鏈烷基部分、聚氧伸烷基部分及氟烷基部分、羧酸等的陰離子部分中的至少一種。作為市售品,並無特別限定,可例示溶解於矽酮油或烴油、醇中的KP-541、KP-543、KP-545、KP-549、KP-550、KP-571、KP-575、KP-581(均為信越化學工業(股)製造)等。
所述矽酮網狀化合物優選為表示為MQ、MDQ、MT、MDT、MDTQ的矽酮網狀化合物。其中,M、D、T、Q分別表示R3SiO0.5單元、R2SiO單元、RSiO1.5單元、SiO2單元。矽酮網狀化合物也可在分子中含有選自吡咯啶酮部分、長鏈烷基部分、聚氧伸
烷基部分及氟烷基部分、氨基部分中的至少一種。作為市售品,並無特別限定,可例示KF-7312J、KF-7312K、KF-7312T(均為信越化學工業(股)製造)等。
所述矽酮樹脂也可溶解於低黏度矽酮油或揮發性矽酮油、以及其他溶劑中。所述矽酮樹脂的調配量均優選為相對於本發明的化妝料的總量而樹脂量為0.1質量%~20質量%,進而優選為1質量%~10質量%。
(L)矽酮蠟
本發明的化妝料也可根據其目的而包含矽酮蠟(L)。所述矽酮蠟優選為使作為五元環以上的內酯化合物的開環聚合物的聚內酯進行鍵結而成的聚內酯改質聚矽氧烷。或者,所述矽酮蠟優選為在分子中含有選自吡咯啶酮基、長鏈烷基、聚氧伸烷基、氟烷基、羧酸等的陰離子基中的至少一種官能基的丙烯酸改質聚矽氧烷。作為市售品,可例示作為具有長鏈烷基的蠟的KP-561P、KP-562P(均為信越化學工業(股)製造)等。
或者,所述矽酮蠟優選為通過使烯烴蠟與一分子中具有一個以上的SiH鍵的有機氫化聚矽氧烷進行加成反應而獲得的矽酮改質烯烴蠟。另外,烯烴蠟為乙烯與至少一種二烯進行共聚而得者、或者乙烯與選自碳數3~12的α-烯烴中的至少一種烯烴與至少一種二烯進行共聚而得者,作為所述二烯,優選為乙烯基降冰片烯。
不管選擇哪一矽酮蠟,在使用矽酮蠟的情況下,其調配
量優選為相對於本發明的化妝料的總量而為0.1重量%~20重量%,特別優選為1重量%~10重量%。
其他成分
進而在不妨礙本發明的效果的範圍內,可向本發明的化妝料中添加通常的化妝料中所使用的成分即油溶性凝膠化劑、有機改質黏土礦物、樹脂、止汗劑、保濕劑、防腐劑、抗菌劑、香料、鹽類、抗氧化劑、pH調整劑、螯合劑、清涼劑、抗炎症劑、美肌用成分(美白劑、細胞活化劑、肌膚粗糙改善劑、血液循環促進劑、皮膚收斂劑、抗脂溢劑等)、維生素類、氨基酸類、核酸、激素、包合物、毛髮用固形化劑等。
作為所述油溶性凝膠化劑,例如可列舉選自硬脂酸鋁、硬脂酸鎂、肉豆蔻酸鋅等金屬皂、N-月桂醯基-L-谷氨酸、α,γ-二-正丁基胺等氨基酸衍生物、糊精棕櫚酸酯、糊精硬脂酸酯、糊精2-乙基己酸棕櫚酸酯等糊精脂肪酸酯、蔗糖棕櫚酸酯、蔗糖硬脂酸酯等蔗糖脂肪酸酯、低聚果糖硬脂酸酯、低聚果糖2-乙基己酸酯等低聚果糖脂肪酸酯、單亞苄基山梨糖醇、二亞苄基山梨糖醇等山梨糖醇的亞苄基衍生物、二甲基苄基十二烷基銨蒙脫石黏土、二甲基二-十八烷基銨蒙脫石黏土等有機改質黏土礦物等中的一種或兩種以上的油溶性凝膠化劑。
作為所述止汗劑,例如可列舉選自氯化羥鋁(aluminum chlorohydrate)、氯化鋁、倍半氯化羥鋁(aluminum sesquichlorohydrate)、羥基氯化鋯、羥基氯化鋁鋯、甘氨酸鋁鋯錯
合物等中的一種或兩種以上的止汗劑。
作為所述保濕劑,例如可列舉選自甘油、山梨糖醇、丙二醇、二丙二醇、1,3-丁二醇、戊二醇、葡萄糖、木糖醇、麥芽糖醇、聚乙二醇、透明質酸、硫酸軟骨素、吡咯啶酮羧酸鹽、聚氧乙烯甲基葡糖苷、聚氧丙烯甲基葡糖苷等中的一種或兩種以上的保濕劑。
作為所述防腐劑,例如可列舉:對羥基苯甲酸烷基酯、苯甲酸、苯甲酸鈉、山梨酸、山梨酸鉀、苯氧基乙醇等,作為抗菌劑,可列舉選自苯甲酸、水楊酸、石碳酸、山梨酸、對羥基苯甲酸烷基酯、對氯間甲酚、六氯酚、苯紮氯銨、氯化氯己定、三氯碳醯替苯胺(trichlorocarbanilide)、光敏劑、苯氧基乙醇等中的一種或兩種以上的抗菌劑。
作為所述鹽類,例如可列舉:無機鹽、有機酸鹽、胺鹽及氨基酸鹽。可列舉選自作為無機鹽的例如鹽酸、硫酸、碳酸、硝酸等無機酸的鈉鹽、鉀鹽、鎂鹽、鈣鹽、鋁鹽、鋯鹽、鋅鹽等;作為有機酸鹽的例如乙酸、脫氫乙酸、檸檬酸、蘋果酸、丁二酸、抗壞血酸、硬脂酸等有機酸類的鹽;作為胺鹽及氨基酸鹽的例如三乙醇胺等胺類的鹽、谷氨酸等氨基酸類的鹽等中的一種或兩種以上的鹽類。另外,也可使用其他透明質酸、硫酸軟骨素等的鹽、甘氨酸鋁鋯錯合物等或以及在化妝品配方中所使用的酸-鹼的中和鹽等。
作為所述抗氧化劑,例如可列舉:生育酚、丁基羥基苯
甲醚、二丁基羥基甲苯、植酸等,作為pH調整劑,可列舉:乳酸、檸檬酸、乙醇酸(glycolic acid)、丁二酸、酒石酸、dl-蘋果酸、碳酸鉀、碳酸氫鈉、碳酸氫銨等,作為螯合劑,可列舉:丙氨酸、乙二胺四乙酸鈉鹽、多磷酸鈉、偏磷酸鈉、磷酸等,作為清涼劑,可列舉L-薄荷醇、樟腦等,作為抗炎症劑,可列舉選自尿囊素、甘草酸及其鹽、甘草酸及甘草酸硬脂酯、氨甲環酸、甘菊藍等中的一種或兩種以上的氧化防腐劑。
作為所述美肌用成分,例如可列舉選自胎盤提取液、熊果苷、谷胱甘肽、虎耳草提取物等美白劑、蜂王漿、光敏劑、膽固醇衍生物、幼牛血液提取液等細胞活化劑、肌膚粗糙改善劑、壬酸香草醯胺、煙酸苄酯、煙酸β-丁氧基乙酯、辣椒素、薑油酮、斑蝥酊、魚石脂(ichthammol)、咖啡因、單寧酸、α-龍腦、煙酸生育酚、六煙酸肌醇酯(inositol hexanicotinate)、環扁桃酯(cyclandelate)、肉桂苯呱嗪(cinnarizine)、妥拉唑啉(tolazoline)、乙醯膽鹼、維拉帕米(verapamil)、千金藤素(cepharanthine)、γ-穀維素等血液循環促進劑、氧化鋅、單寧酸等皮膚收斂劑、硫、二甲硫蒽等抗脂溢劑等中的一種或兩種以上的美肌用成分。
作為所述維生素類,例如可列舉選自維生素A油、視黃醇、視黃醇乙酸酯、視黃醇棕櫚酸酯等維生素A類、核黃素、丁酸核黃素酯、黃素腺嘌呤二核苷酸(flavin adenine dinucleotide)等維生素B2類、吡哆醇(pyridoxine)鹽酸鹽、吡哆醇二辛酸酯、吡哆醇三棕櫚酸酯等維生素B6類、維生素B12及其衍生物、維生素
B15及其衍生物等維生素B類、L-抗壞血酸、L-抗壞血酸二棕櫚酸酯、L-抗壞血酸-2-硫酸鈉、L-抗壞血酸磷酸二酯二鉀等維生素C類、麥角鈣化醇(ergocalciferol)、膽鈣化醇(cholecalciferol)等維生素D類、α-生育酚、β-生育酚、γ-生育酚、乙酸dl-α-生育酚、煙酸dl-α-生育酚、丁二酸dl-α-生育酚等維生素E類、維生素H、維生素P、煙酸、煙酸苄酯、煙酸醯胺等煙酸類、泛酸鈣、D-泛醯醇、泛醯乙醚、乙醯基泛醯乙醚等泛酸類、生物素等中的一種或兩種以上的維生素類。
作為所述氨基酸類,例如可列舉選自甘氨酸、纈氨酸、亮氨酸、異亮氨酸、絲氨酸、蘇氨酸、苯基丙氨酸、精氨酸、賴氨酸、天冬氨酸、谷氨酸、胱氨酸、半胱氨酸、甲硫氨酸、色氨酸等、作為核酸的脫氧核糖核酸等、作為激素的雌二醇、乙烯基雌二醇等中的一種或兩種以上的氨基酸類。
作為所述毛髮固定用高分子化合物,例如可列舉兩性、陰離子性、陽離子性、非離子性的各高分子化合物,可列舉選自聚乙烯基吡咯啶酮、乙烯基吡咯啶酮/乙酸乙烯基酯共聚物等聚乙烯基吡咯啶酮系高分子化合物、甲基乙烯基醚/馬來酸酐烷基半酯共聚物等酸性乙烯基醚系高分子化合物、乙酸乙烯基酯/丁烯酸共聚物等酸性聚乙酸乙烯基酯系高分子化合物、(甲基)丙烯酸/(甲基)丙烯酸烷基酯共聚物、(甲基)丙烯酸/(甲基)丙烯酸烷基酯/烷基丙烯醯胺共聚物等酸性丙烯酸系高分子化合物、N-甲基丙烯醯基乙基-N,N-二甲基銨.α-N-甲基羧基甜菜鹼/(甲基)丙烯酸烷基酯共聚
物、(甲基)丙烯酸羥基丙酯/甲基丙烯酸丁基氨基乙酯/丙烯酸辛基醯胺共聚物等兩性丙烯酸系高分子化合物中的一種或兩種以上的毛髮固定用高分子化合物。另外,也可優選地使用纖維素或其衍生物、角蛋白及膠原或其衍生物等源自天然的高分子化合物。
另外,作為本發明的化妝料,可列舉將所述化妝料成分調配而成的乳液、面霜、清潔材料、面膜、按摩材料、美容液、美容油、清洗劑、除臭劑、護手霜、唇膏、皺紋遮蓋劑等護膚化妝料、妝前底霜、遮瑕膏(concealer)、白粉、粉底液、油性粉底、腮紅、眼影、睫毛膏、眼線筆、眉筆、口紅等化妝用化妝料、洗髮水、潤絲、護髮素、定型劑等毛髮化妝料、止汗劑、防曬油或防曬乳液、防曬霜等紫外線防禦化妝料等。
另外,作為這些化妝料的形狀,可選擇液狀、乳液狀、面霜狀、固體狀、膏狀、凝膠狀、粉末狀、壓縮狀、多層狀、摩絲狀、噴霧狀、棒狀等多種形狀。
進而,作為這些化妝料的形態,可選擇水性、油性、油包水型乳劑、水包油型乳劑、非水乳劑、W/O/W或O/W/O等多重乳劑等多種形態。
實施例
以下,示出實施例及比較例來對本發明進行更詳細的說明,但本發明並不限制於下述實施例。
再者,只要無特別說明,則以下記載的「%」是指「質量%」,將各例的整體質量設為100%而表示各成分的質量%。黏度是25℃
下的數值。GPC是使用HLC-8220 GPC(東曹公司製造)。GC-MS是使用7697A頂空取樣器(headspace sampler)、7890B GC系統、5977AMSD(均為安捷倫科技(Agilent Technologies)公司製造)。NMR是使用安半思(AVANCE)III 400(布魯克(Bruker)公司製造)。
[實施例1]
向三口燒瓶中放入經減壓乾燥的間氯苯甲酸四丁基銨19.9mg,並加入四氫呋喃(tetrahydrofuran,THF)25mL進行溶解。在氮氣環境下加入二甲基烯酮甲基三甲基矽烷基縮醛436mg,花30分鐘滴加單體混合物(甲基丙烯酸甲酯(methyl methacrylate,MMA)10g,下述式所表示的單量體(a)10g)。在室溫下進而攪拌30分鐘後加入甲醇4mL而使反應停止。在150℃下減壓餾去1小時來獲得共聚物。將所獲得的共聚物溶解於氘代氯仿中,並測定1H-NMR。根據1H-NMR圖譜而確認到下述式(7)所示的共聚物。將1H-NMR圖表示於圖1及圖2中。圖1是1H-NMR圖表的整體圖,圖2是將1H-NMR圖表中表示末端結構的部位放大的圖。
另外,利用GPC求出數量平均分子量及多分散度(Mw/Mn)(聚苯乙烯換算)。利用GC-MS對殘存單量體進行定量。結果如以下那樣。
數量平均分子量(Mn)=11,700、多分散度(Mw/Mn)=1.24
殘存單量體量(MMA)<1ppm
(式(7)中,A為所述單量體(a)的殘基,X為甲基或所述單量體(a)的殘基,p及q為所述共聚物具有所述數量平均分子量的數,括號內所示的各單元無規地鍵結)
[實施例2]
向三口燒瓶中放入經減壓乾燥的間氯苯甲酸四丁基銨19.9mg,並加入THF 25mL進行溶解。在氮氣環境下加入二甲基烯酮甲基三甲基矽烷基縮醛436mg,花30分鐘滴加單體混合物(甲基丙烯酸甲酯15g,所述單量體(a)15g)。在室溫下進而攪拌30分鐘後加入甲醇4mL而使反應停止。在150℃下減壓餾去1小時來獲得共聚物。將所獲得的共聚物溶解於氘代氯仿中,並測定1H-NMR。根據1H-NMR圖譜而確認到所述式(7)所示的共聚物。另外,利用GPC求出數量平均分子量及多分散度(Mw/Mn)(聚苯
乙烯換算)。進而,利用GC-MS對殘存單量體進行定量。結果如以下那樣。
數量平均分子量(Mn)=15,100、多分散度(Mw/Mn)=1.28
殘存單量體量(MMA)<1ppm
[實施例3]
向三口燒瓶中放入經減壓乾燥的間氯苯甲酸四丁基銨19.9mg,並加入THF 25mL進行溶解。在氮氣環境下加入二甲基烯酮甲基三甲基矽烷基縮醛436mg,花30分鐘滴加單體混合物(甲基丙烯酸甲酯20g,所述單量體(a)20g)。在室溫下進而攪拌30分鐘後加入甲醇4mL而使反應停止。在150℃下減壓餾去1小時來獲得共聚物。將所獲得的共聚物溶解於氘代氯仿中,並測定1H-NMR。根據1H-NMR圖譜而確認到所述式(7)所示的共聚物。另外,利用GPC求出數量平均分子量及多分散度(Mw/Mn)(聚苯乙烯換算)。進而,利用GC-MS對殘存單量體進行定量。結果如以下那樣。
數量平均分子量(Mn)=20,400、多分散度(Mw/Mn)=1.34
殘存單量體量(MMA)<1ppm
[實施例4]
向三口燒瓶中放入經減壓乾燥的間氯苯甲酸四丁基銨19.9mg,並加入THF 25mL進行溶解。在氮氣環境下加入二甲基烯酮甲基三甲基矽烷基縮醛436mg,花30分鐘滴加單體混合物(甲基丙烯酸甲酯7.1g,甲基丙烯酸正丁酯(n-butyl methacrylate,BMA)
1.6g,甲基丙烯酸2-乙基己酯(2-ethyl hexyl methacrylate,2EHMA)1.8g,單量體(b)10.0g)。在室溫下進而攪拌30分鐘後加入甲醇4mL而使反應停止。之後,在150℃下減壓餾去1小時。利用GC-MS對殘存單量體進行定量,結果殘存有單量體,因此再次在150℃下進行1小時汽提來獲得共聚物。將所獲得的共聚物溶解於氘代氯仿中,並測定1H-NMR。根據1H-NMR圖譜而確認到下述式(8)所示的共聚物。另外,利用GPC求出數量平均分子量及多分散度(Mw/Mn)(聚苯乙烯換算)。進而,利用GC-MS對殘存單量體進行定量。結果如以下那樣。
數量平均分子量(Mn)=10,700、多分散度(Mw/Mn)=1.27
殘存單量體量
(減壓餾去後)<1ppm(MMA)、20ppm(BMA)、23ppm(2EHMA)
(第2次減壓餾去後)<1ppm(MMA)、<1ppm(BMA)、<1ppm(2EHMA)
(式(8)中,A為所述單量體(b)的殘基,X為甲基、正丁基、2-乙基己基或所述單量體(b)的殘基,p、q1、q2、及q3為所述共聚物具有所述數量平均分子量的數,括號內所示的各單元無規地鍵結)
[實施例5]
向三口燒瓶中放入經減壓乾燥的間氯苯甲酸四丁基銨19.9mg,並加入THF 25mL進行溶解。在氮氣環境下加入二甲基烯酮甲基三甲基矽烷基縮醛436mg,花30分鐘滴加單體混合物(甲基丙烯酸甲酯10.5g,甲基丙烯酸正丁酯2.3g,甲基丙烯酸2-乙基己酯2.5g,所述單量體(b)15.0g)。在室溫下進而攪拌30分鐘後加入甲醇4mL而使反應停止。之後,在150℃下減壓餾去1小時。利用GC-MS對殘存單量體進行定量,結果殘存有單量體,因此再次在150℃下進行1小時汽提來獲得共聚物。將所獲得的共聚物溶解於氘代氯仿中,並測定1H-NMR。根據1H-NMR圖譜而確認到所述式(8)所示的共聚物。另外,利用GPC求出數量平均分子量及多分散度(Mw/Mn)(聚苯乙烯換算)。進而,利用GC-MS對
殘存單量體進行定量。結果如以下那樣。
數量平均分子量(Mn)=17,800、多分散度(Mw/Mn)=1.38
殘存單量體量
(減壓餾去後)<1ppm(MMA)、34ppm(BMA)、50ppm(2EHMA)
(第2次減壓餾去後)<1ppm(MMA)、<1ppm(BMA)、<1ppm(2EHMA)
[實施例6]
向三口燒瓶中放入經減壓乾燥的間氯苯甲酸四丁基銨19.9mg,並加入THF 25mL進行溶解。在氮氣環境下加入二甲基烯酮甲基三甲基矽烷基縮醛436mg,花30分鐘滴加單體混合物(甲基丙烯酸甲酯14.0g,甲基丙烯酸正丁酯3.0g,甲基丙烯酸2-乙基己酯3.2g,所述單量體(b)20.0g)。在室溫下進而攪拌30分鐘後加入甲醇4mL而使反應停止。之後,在150℃下減壓餾去1小時。利用GC-MS對殘存單量體進行定量,結果殘存有單量體,因此再次在150℃下進行1小時汽提來獲得共聚物。將所獲得的共聚物溶解於氘代氯仿中,並測定1H-NMR。根據1H-NMR圖譜而確認到所述式(8)所示的共聚物。另外,利用GPC求出數量平均分子量及多分散度(Mw/Mn)(聚苯乙烯換算)。進而,利用GC-MS對殘存單量體進行定量。結果如以下那樣。
數量平均分子量(Mn)=21,500、多分散度(Mw/Mn)=1.42
殘存單量體量
(減壓餾去後)<1ppm(MMA)、44ppm(BMA)、60ppm(2EHMA)
(第2次減壓餾去後)<1ppm(MMA)、<1ppm(BMA)、<1ppm(2EHMA)
[實施例7]
向三口燒瓶中放入經減壓乾燥的間氯苯甲酸四丁基銨19.9mg,並加入THF 25mL進行溶解。在氮氣環境下加入二甲基烯酮甲基三甲基矽烷基縮醛436mg,花30分鐘滴加單體混合物(甲基丙烯酸甲酯10g,下述單量體(c)10g)。在室溫下進而攪拌30分鐘後加入甲醇4mL而使反應停止。在150℃下減壓餾去1小時來獲得共聚物。將所獲得的共聚物溶解於氘代氯仿中,並測定1H-NMR。根據1H-NMR圖譜而確認到下述式(9)所示的共聚物。另外,利用GPC求出數量平均分子量及多分散度(Mw/Mn)(聚苯乙烯換算)。進而,利用GC-MS對殘存單量體進行定量。結果如以下那樣。
數量平均分子量(Mn)=11,340、多分散度(Mw/Mn)=1.32
殘存單量體量(MMA)<1ppm
(式(9)中,A為所述單量體(c)的殘基,X為甲基或所述單量體(c)的殘基,p及q為所述共聚物具有所述數量平均分子量的數,括號內所示的各單元無規地鍵結)
[實施例8]
向三口燒瓶中放入經減壓乾燥的間氯苯甲酸四丁基銨19.9mg,並加入THF 25mL進行溶解。在氮氣環境下加入二甲基烯酮甲基三甲基矽烷基縮醛436mg,花30分鐘滴加單體混合物(甲基丙烯酸甲酯7.1g,甲基丙烯酸正丁酯1.6g,甲基丙烯酸2-乙基己酯1.8g,所述單量體(c)10.0g)。在室溫下進而攪拌30分鐘後加入甲醇4mL而使反應停止。之後,在150℃下減壓餾去1小時。利用GC-MS對殘存單量體進行定量,結果殘存有單量體,因此再次在150℃下進行1小時汽提來獲得共聚物。將所獲得的共聚物溶解於氘代氯仿中,並測定1H-NMR。根據1H-NMR圖譜而確認到下述式(10)所示的共聚物。另外,利用GPC求出數量平均分子量及多分散度(Mw/Mn)(聚苯乙烯換算)。進而,利用GC-MS對殘存單量體進行定量。結果如以下那樣。
數量平均分子量(Mn)=10,800、多分散度(Mw/Mn)=1.33
殘存單量體量
(減壓餾去後)<1ppm(MMA)、25ppm(BMA)、51ppm(2EHMA)
(第2次減壓餾去後)<1ppm(MMA)、<1ppm(BMA)、<1ppm(2EHMA)
(式(10)中,A為所述單量體(c)的殘基,X為甲基、正丁基、2-乙基己基或所述單量體(c)的殘基,p、q1、q2、及q3為所述共聚物具有所述數量平均分子量的數,括號內所示的各單元無規地鍵結)
[實施例9]
向三口燒瓶中放入甲苯25mL、二甲基烯酮甲基三甲基矽烷基縮醛436mg、丙烯酸2-乙基己酯(2-ethyl hexyl acrylate,2EHA)10.0g、下述單量體(d)10.0g並進行攪拌。向其中加入50mM的
1-[雙(三氟甲烷磺醯基)甲基]-2,3,4,5,6-五氟苯甲苯溶液400μL,進而進行攪拌。1小時後加入甲醇4mL而使反應停止。在150℃下減壓餾去1小時來獲得共聚物。將所獲得的共聚物溶解於氘代氯仿中,並測定1H-NMR。根據1H-NMR圖譜而確認到下述式(11)所示的共聚物。另外,利用GPC求出數量平均分子量及多分散度(Mw/Mn)(聚苯乙烯換算)。進而,利用GC-MS對殘存單量體進行定量。結果如以下那樣。
數量平均分子量(Mn)=12,340、多分散度(Mw/Mn)=1.18
殘存單量體量42ppm(2EHA)
(式(11)中,A為所述單量體(d)的殘基,X為2-乙基己基或所述單量體(d)的殘基,p及q為所述共聚物具有所述數量平均分子量的數,括號內所示的各單元無規地鍵結)
[實施例10]
向三口燒瓶中放入甲苯25mL、二甲基烯酮甲基三甲基矽烷基縮醛436mg、二甲基丙烯醯胺(dimethyl acrylamide,DMAA)10.0g、所述單量體(d)10.0g並進行攪拌。向其中加入50mM的1-[雙(三氟甲烷磺醯基)甲基]-2,3,4,5,6-五氟苯甲苯溶液400μL,進而進行攪拌。1小時後加入甲醇4mL而使反應停止。在150℃下減壓餾去1小時來獲得共聚物。將所獲得的共聚物溶解於氘代氯仿中,並測定1H-NMR。根據1H-NMR圖譜而確認到下述式(12)所示的共聚物。另外,利用GPC求出數量平均分子量及多分散度(Mw/Mn)(聚苯乙烯換算)。進而,利用GC-MS對殘存單量體進行定量。結果如以下那樣。
數量平均分子量(Mn)=11,920、多分散度(Mw/Mn)=1.24
殘存單量體量32ppm(DMAA)
(式(12)中,A為所述單量體(d)的殘基,X為二甲基丙烯醯胺的殘基或所述單量體(d)的殘基,p及q為所述共聚物具有所述數量平均分子量的數,括號內所示的各單元無規地鍵結)
[實施例11]
向三口燒瓶中放入甲苯25mL、二甲基烯酮甲基三甲基矽烷基縮醛436mg、丙烯酸2-乙基己酯9.0g、二甲基丙烯醯胺1.0g、所述單量體(d)10.0g並進行攪拌。向其中加入50mM的1-[雙(三氟甲烷磺醯基)甲基]-2,3,4,5,6-五氟苯甲苯溶液400μL,進而進行攪拌。1小時後加入甲醇4mL而使反應停止。在150℃下減壓餾去1小時來獲得共聚物。將所獲得的共聚物溶解於氘代氯仿中,並測定1H-NMR。根據1H-NMR圖譜而確認到下述式(13)所示的共聚物。另外,利用GPC求出數量平均分子量及多分散度(Mw/Mn)(聚苯乙烯換算)。進而,利用GC-MS對殘存單量體進行定量。結果如以下那樣。
數量平均分子量(Mn)=12,030、多分散度(Mw/Mn)=1.19
殘存單量體量33ppm(2EHA)、29ppm(DMAA)
(式(13)中,A為所述單量體(d)的殘基,X為丙烯酸2-乙基己酯的殘基、二甲基丙烯醯胺的殘基或所述單量體(d)的殘基,p、q1、及q2為所述共聚物具有所述數量平均分子量的數,括號內所示的各單元無規地鍵結)
[實施例12]
向三口燒瓶中放入經減壓乾燥的間氯苯甲酸四丁基銨19.9mg,並加入THF 25mL進行溶解。在氮氣環境下加入二甲基烯酮甲基三甲基矽烷基縮醛436mg,花15分鐘滴加甲基丙烯酸甲酯10.0g,進而攪拌15分鐘。其次,花15分鐘滴加所述單量體(a)10.0g。在室溫下進而攪拌15分鐘後加入甲醇4mL而使反應停止。在150℃下減壓餾去1小時來獲得共聚物。根據1H-NMR圖譜而確認到下述式(14)所示的共聚物(AB嵌段共聚物)。另外,利用GPC求出數量平均分子量及多分散度(Mw/Mn)(聚苯乙烯換算)。進而,利用GC-MS對殘存單量體進行定量。結果如以下那樣。
數量平均分子量(Mn)=10,800、多分散度(Mw/Mn)=1.08
殘存單量體量(MMA)<1ppm
(式(14)中,A為所述單量體(a)的殘基,X為甲基或所述單量體(a)的殘基,p及q為所述共聚物具有所述數量平均分子量的數,括號內所示的各單元形成AB嵌段結構)
[實施例13]
向三口燒瓶中放入經減壓乾燥的間氯苯甲酸四丁基銨19.9mg,並加入THF 25mL進行溶解。在氮氣環境下加入二甲基烯酮甲基三甲基矽烷基縮醛436mg,花10分鐘滴加甲基丙烯酸甲酯5.0g,進而攪拌10分鐘。其次,花10分鐘滴加所述單量體(a)5.0g並攪拌10分鐘。以相同的方式再一次滴加甲基丙烯酸甲酯5.0g、單量體(a)5.0g,並進行攪拌。之後,加入甲醇4mL而使反應停止。在150℃下減壓餾去1小時來獲得共聚物。根據1H-NMR圖譜而確認到下述式(15)所示的共聚物(ABAB嵌段共聚物)。另外,利用GPC求出數量平均分子量及多分散度(Mw/Mn)(聚苯乙烯換算)。進而,利用GC-MS對殘存單量體進行定量。結果如以下那樣。
數量平均分子量(Mn)=11,100、多分散度(Mw/Mn)=1.10
殘存單量體量(MMA)<1ppm
(式(15)中,A為所述單量體(a)的殘基,X為甲基或所述單量體(a)的殘基,p及q為所述共聚物具有所述數量平均分子量的數,括號內所示的各單元形成ABAB嵌段結構)
[實施例14]
向三口燒瓶中放入經減壓乾燥的間氯苯甲酸四丁基銨19.9mg,並加入THF 25mL進行溶解。在氮氣環境下加入二甲基烯酮甲基三甲基矽烷基縮醛436mg,花30分鐘滴加單體混合物(甲基丙烯酸月桂酯(lauryl methacrylate,LMA)15g,所述單量體(a)15g)。在室溫下進而攪拌30分鐘後加入甲醇4mL而使反應停止。在180℃下減壓餾去1小時來獲得共聚物。根據1H-NMR圖譜而確認到下述式(16)所示的共聚物。另外,利用GPC求出數量平均分子量及多分散度(Mw/Mn)(聚苯乙烯換算)。進而,利用GC-MS對殘存單量體進行定量。結果如以下那樣。
數量平均分子量(Mn)=16,400、多分散度(Mw/Mn)=1.22
殘存單量體量(LMA)28ppm
(式(16)中,A為所述單量體(a)的殘基,X為甲基丙烯酸月桂酯的殘基或所述單量體(a)的殘基,p及q為所述共聚物具有所述數量平均分子量的數,括號內所示的各單元無規地鍵結)
[實施例15]
向三口燒瓶中放入經減壓乾燥的間氯苯甲酸四丁基銨19.9mg,並加入THF 25mL進行溶解。在氮氣環境下加入二甲基烯酮甲基三甲基矽烷基縮醛436mg,花30分鐘滴加單體混合物(甲基丙烯酸硬脂酯(stearyl methacrylate,SMA)15g,所述單量體(a)15g)。在室溫下進而攪拌30分鐘後加入甲醇4mL而使反應停止。在180℃下減壓餾去1小時來獲得共聚物。根據1H-NMR圖譜而確認到下述式(17)所示的共聚物。另外,利用GPC求出數量平均分子量及多分散度(Mw/Mn)(聚苯乙烯換算)。進而,利用GC-MS對殘存單量體進行定量。結果如以下那樣。
數量平均分子量(Mn)=15,530、多分散度(Mw/Mn)=1.30
殘存單量體量(SMA)42ppm
(式(17)中,A為所述單量體(a)的殘基,X為甲基丙烯酸硬脂酯的殘基或所述單量體(a)的殘基,p及q為所述共聚物具有所述數量平均分子量的數,括號內所示的各單元無規地鍵結)
[實施例16]
向三口燒瓶中放入經減壓乾燥的間氯苯甲酸四丁基銨19.9mg,並加入THF 25mL進行溶解。在氮氣環境下加入二甲基烯酮甲基三甲基矽烷基縮醛436mg,花30分鐘滴加單體混合物(甲基丙烯酸2-乙氧基乙酯(2-ethoxy ethyl methacrylate,EEMA)10g,所述單量體(a)10g)。在室溫下進而攪拌30分鐘後加入甲醇4mL而使反應停止。在150℃下減壓餾去1小時來獲得共聚物。根據1H-NMR圖譜而確認到下述式(18)所示的共聚物。另外,利用GPC求出數量平均分子量及多分散度(Mw/Mn)(聚苯乙烯換算)。進而,利用GC-MS對殘存單量體進行定量。結果如以下那樣。
數量平均分子量(Mn)=11,030、多分散度(Mw/Mn)=1.12
殘存單量體量(EEMA)38ppm
(式(18)中,A為所述單量體(a)的殘基,X為甲基丙烯酸2-乙氧基乙酯的殘基或所述單量體(a)的殘基,p及q為所述共聚物具有所述數量平均分子量的數,括號內所示的各單元無規地鍵結)
[實施例17]
向三口燒瓶中放入經減壓乾燥的間氯苯甲酸四丁基銨19.9mg,並加入THF 25mL進行溶解。在氮氣環境下加入二甲基烯酮甲基三乙基矽烷基縮醛541mg,花30分鐘滴加單體混合物(甲基丙烯酸甲酯(MMA)10g,所述單量體(a)10g)。在室溫下進而攪拌30分鐘後加入甲醇4mL而使反應停止。在150℃下減壓餾去1小時來獲得共聚物。根據1H-NMR圖譜而確認到下述式(19)所示的共聚物。另外,利用GPC求出數量平均分子量及多分散度(Mw/Mn)(聚苯乙烯換算)。進而,利用GC-MS對殘存單量體進行定量。結果如以下那樣。
數量平均分子量(Mn)=11,230、多分散度(Mw/Mn)=1.29
殘存單量體量(MMA)<1ppm
(式(19)中,A為所述單量體(a)的殘基,X為甲基或所述單量體(a)的殘基,p及q為所述共聚物具有所述數量平均分子量的數,括號內所示的各單元無規地鍵結)
[比較例1]
將甲苯16g投入可分離式燒瓶中,在油浴中加熱為100℃。向其中花3小時滴加單量體與自由基起始劑的混合物(甲基丙烯酸甲酯20g,所述單量體(a)20g,及過氧化-2-乙基己酸第三丁酯(帕布奇璐(Perbutyl)(注冊商標)O)4.39g)。在100℃下攪拌2小時,進而加入0.46g的帕布奇璐(Perbutyl)O。之後,在100℃下攪拌3小時而恢復至室溫。在150℃下減壓餾去1小時來獲得下述式(20)所表示的甲基丙烯酸矽酮系接枝共聚物。利用GPC求出數量平均分子量及重量平均分子量(聚苯乙烯換算)。進而,利用GC-MS對殘存單量體進行定量。結果如以下那樣。
數量平均分子量(Mn)=10,200、多分散度(Mw/Mn)=1.80
殘存單量體量(MMA)930ppm
(式(20)中,A為所述單量體(a)的殘基,p及q為所述共聚物具有所述數量平均分子量的數,括號內所示的各單元無規地鍵結)
[比較例2]
將甲苯16g投入可分離式燒瓶中,在油浴中加熱為100℃。向其中花3小時滴加單體與自由基起始劑的混合物(甲基丙烯酸甲酯20g,所述單量體(a)20g,帕布奇璐(Perbutyl)O 2.63g)。在100℃下攪拌2小時,進而加入0.58g的帕布奇璐(Perbutyl)O。之後,在100℃下攪拌3小時而恢復至室溫。在150℃下減壓餾去1小時來獲得所述式(20)所表示的甲基丙烯酸矽酮系接枝共聚物。利用GPC求出數量平均分子量及重量平均分子量(聚苯乙烯換算)。進而,利用GC-MS對殘存單量體進行定量。結果如以下那樣。
數量平均分子量(Mn)=18,000、多分散度(Mw/Mn)=2.23
殘存單量體量(MMA)1120ppm
[比較例3]
將甲苯16g投入可分離式燒瓶中,在油浴中加熱為100℃。
向其中花3小時滴加單體與自由基起始劑的混合物(甲基丙烯酸甲酯20g,所述單量體(a)20g,帕布奇璐(Perbutyl)O 1.48g)。在100℃下攪拌2小時,進而加入0.29g的帕布奇璐(Perbutyl)O。之後,在100℃下攪拌3小時而恢復至室溫。在150℃下減壓餾去1小時來獲得所述式(20)所表示的甲基丙烯酸矽酮系接枝共聚物。利用GPC求出數量平均分子量及重量平均分子量(聚苯乙烯換算)。進而,利用GC-MS對殘存單量體進行定量。結果如以下那樣。
數量平均分子量(Mn)=22,300、多分散度(Mw/Mn)=2.00
殘存單量體量(MMA)994ppm
再者,在所述比較例1~比較例3的製造方法中產生多個末端停止反應,因此難以確定所述式(20)所表示的甲基丙烯酸矽酮系接枝共聚物的末端結構。
[比較例4]
將甲苯48g投入可分離式燒瓶中,在油浴中加熱為100℃。向其中花3小時滴加單體與自由基起始劑的混合物(甲基丙烯酸甲酯31.5g,甲基丙烯酸正丁酯6.8g,甲基丙烯酸2-乙基己酯7.3g,單量體(b)45.0g,帕布奇璐(Perbutyl)O 2.7g)。在100℃下攪拌2小時,進而加入0.42g的帕布奇璐(Perbutyl)O。之後,在100℃下攪拌3小時而恢復至室溫。在150℃下減壓餾去1小時來獲得下述式(21)所表示的甲基丙烯酸矽酮系接枝共聚物。利用GPC求出數量平均分子量及重量平均分子量(聚苯乙烯換算)。
進而,利用GC-MS對殘存單量體進行定量。結果如以下那樣。
數量平均分子量(Mn)=12,500、多分散度(Mw/Mn)=1.88
殘存單量體量1150ppm(MMA)、773ppm(BMA)、750ppm(2EHMA)
(式(21)中,A為所述單量體(b)的殘基,p、q1、q2、及q3為所述共聚物具有所述數量平均分子量的數,括號內所示的各單元無規地鍵結)
[比較例5]
將甲苯24g投入可分離式燒瓶中,在油浴中加熱為100℃。向其中花3小時滴加單體與自由基起始劑的混合物(甲基丙烯酸甲酯15.7g,甲基丙烯酸正丁酯3.37g,甲基丙烯酸2-乙基己酯3.64g,所述單量體(b)22.5g,帕布奇璐(Perbutyl)O 1.07g)。在100℃下攪拌2小時,進而加入0.44g的帕布奇璐(Perbutyl)O。之後,在100℃下攪拌3小時而恢復至室溫。在150℃下減壓餾去1
小時來獲得所述式(21)所表示的甲基丙烯酸矽酮系接枝共聚物。利用GPC求出數量平均分子量及重量平均分子量(聚苯乙烯換算)。進而,利用GC-MS對殘存單量體進行定量。結果如以下那樣。
數量平均分子量(Mn)=20,800、多分散度(Mw/Mn)=1.54
殘存單量體量1125ppm(MMA)、762ppm(BMA)、789ppm(2EHMA)
[比較例6]
將甲苯24g投入可分離式燒瓶中,在油浴中加熱為100℃。向其中花3小時滴加單體與自由基起始劑的混合物(甲基丙烯酸甲酯15.7g,甲基丙烯酸正丁酯3.37g,甲基丙烯酸2-乙基己酯3.64g,所述單量體(b)22.5g,帕布奇璐(Perbutyl)O 0.72g)。在100℃下攪拌2小時,進而加入0.31g的帕布奇璐(Perbutyl)O。之後,在100℃下攪拌3小時而恢復至室溫。在150℃下減壓餾去1小時來獲得所述式(21)所表示的甲基丙烯酸矽酮系接枝共聚物。利用GPC求出數量平均分子量及重量平均分子量(聚苯乙烯換算)。進而,利用GC-MS對殘存單量體進行定量。結果如以下那樣。
數量平均分子量(Mn)=24,600、多分散度(Mw/Mn)=2.30
殘存單量體量1015ppm(MMA)、820ppm(BMA)、791ppm(2EHMA)
再者,在所述比較例4~比較例6的製造方法中產生多個末
端停止反應,因此難以確定所述式(21)所表示的甲基丙烯酸矽酮系接枝共聚物的末端結構。
[熱重量分析]
進行實施例1~實施例6、及比較例1~比較例6中獲得的各共聚物的熱重量分析,測定50%重量減少溫度。以下對測定方法進行詳細說明。
量取在150℃下對各共聚物進行1小時汽提後的樣品10mg左右,製成試樣單元。將試樣單元設置於熱重量分析裝置(TGA Q 500,TA儀器(TA instruments)公司製造),在氮氣環境下自0℃升溫至600℃(升溫速度:10℃/min),並測量重量的變化。將自升溫前的重量減少為一半量時的溫度設為50%重量減少溫度。將結果示於表1。實施例1~實施例6的50%重量減少溫度均為360℃以上,較比較例的共聚物而言耐熱性高。
實施例18~實施例20及比較例7~比較例11
油性粉底的評價
使用實施例1、實施例3及實施例6中獲得的(甲基)丙烯酸矽酮接枝共聚物(A),利用下述表2所示的各組成並依據下述方法
來製造油性粉底。
(製造方法)
步驟A:將成分1~成分12加熱溶解。
步驟B:將成分13~成分16與A混合。
步驟C:利用三根輥將B均勻分散。
步驟D:將C加熱溶解,繼而進行脫泡後,填充至金屬器皿中加以冷卻而獲得。
基於下述指標來評價所獲得的油性粉底的使用性。
由50名女性評審員進行使用性的試驗,以下述表3的評價基準來評價塗布時的光澤、在肌膚上的延展、密接感、穩定的良好性、黏連的有無、濕潤感、外觀的美感、持妝性的良好性,利用下述表4的評分基準來進行評分,並以其平均分來評價油性粉底的使用性。將這些結果示於表5。根據表5的結果而明確,調配有本發明的共聚物的實施例18~實施例20的油性粉底與比較例7~比較例11的油性粉底相比,為如下的油性粉底:製品表面的光澤、在肌膚上的延展、密接感、穩定性優異、無黏連、濕潤、外觀美觀、且持妝性也非常良好。
(注1)信越化學工業(股)公司製造的KP-545
(注2)信越化學工業(股)公司製造的KF-7312J
實施例21
口紅的製造及評價
製造下述表6所示的組成的口紅,並評價其使用性。製造方
法如以下所示那樣。所獲得的口紅為如下的口紅:充分具有製品表面的光澤、無塗布時、塗布後的黏連。且密接感優異、無顏色轉移、脫色、滲出、持妝性良好。
(製造方法)
步驟A:將成分1~成分10加熱溶解。
步驟B:在脫泡後加入成分11、成分12而進行填充並加以成形。
實施例22~實施例26
W/O型面霜的製造及評價
製造下述表7所示的各組成的W/O型面霜,並評價其使用性。製造方法如以下那樣。所獲得的W/O型面霜為如下的W/O型面霜:均無油膩感、黏連、伸展性也輕、清爽、而且密接感優異、穩定性也良好、可獲得啞光且濕潤的外觀。
(製造方法)
步驟A:將成分1~成分13均勻地混合。
步驟B:將成分14~成分22混合溶解,並加入至A中來進行攪拌乳化。
(注9)信越化學工業(股)公司製造的KSG-310
(注10)信越化學工業(股)公司製造的KSG-810
(注11)信越化學工業(股)公司製造的KSG-710
(注12)信越化學工業(股)公司製造的KSG-840
(注13)信越化學工業(股)公司製造的KSG-44
(注14)信越化學工業(股)公司製造的KSP-100
(注15)信越化學工業(股)公司製造的KF-6105
實施例27、實施例28
日曬削減霜(suncut cream)的製造及評價
利用下述表8所示的各組成製造日曬削減霜,並評價其使用性。製造方法如以下那樣。所獲得的日曬削減霜為如下的日曬削減霜:無黏連、伸展性也輕、清爽、持妝性也良好。
(製造方法)
步驟A:將成分1~成分11均勻地混合。
步驟B:將成分12~成分15混合溶解,並加入至A中來進行攪拌乳化。
(注16)信越化學工業(股)公司製造的KSG-210
(注17)信越化學工業(股)公司製造的KSG-15
(注18)信越化學工業(股)公司製造的KF-6028P
(注19)信越化學工業(股)公司製造的SPD-T6
(注20)信越化學工業(股)公司製造的SPD-Z6
(注21)信越化學工業(股)公司製造的SPD-T3
(注22)信越化學工業(股)公司製造的SPD-Z3
實施例29
日曬削減乳液的製造及評價
製造下述表9所示的組成的日曬削減乳液,並評價其使用性。製造方法如以下那樣。所獲得的化妝料為如下的日曬削減乳液:伸展性良好、也無黏連、清爽、持妝性也良好。
(製造方法)
步驟A:將成分1~成分6均勻地混合。
步驟B:將成分9~成分12混合溶解。
步驟C:加入至A中來進行攪拌乳化,並加入成分7及成分8。
(注23)信越化學工業(股)公司製造的KSG-210
(注24)信越化學工業(股)公司製造的KSG-15
(注25)信越化學工業(股)公司製造的KF-6028P
(注26)信越化學工業(股)公司製造的SPD-T5
(注27)信越化學工業(股)公司製造的SPD-Z5
實施例30~實施例32
O/W型面霜的製造及評價
利用下述表10所示的各組成製造O/W型面霜,並評價其使用性。製造方法如以下那樣。所獲得的化妝料為如下的O/W型面霜:質地精細、伸展性輕、無黏連或油膩感、而且濕潤、嬌嫩、提供清爽的使用感、並且持妝性也非常良好、無溫度變化或經時變化、穩定性優異。
(製造方法)
步驟A:將成分1~成分8混合。
步驟B:將成分9~成分21混合溶解。
步驟C:將A加入至B中來進行攪拌乳化。
(注28)信越化學工業(股)公司製造的KSG-16
(注29)信越化學工業(股)公司製造的KSG-18
(注30)信越化學工業(股)公司製造的KSG-43
(注31)信越化學工業(股)公司製造的KF-6100
(注32)信越化學工業(股)公司製造的邁特勞斯(metolose)SM400
(注33)SEPIC公司製造的塞匹蓋璐(sepigel)305
(注34)科萊恩(Clariant)公司製造的阿利斯濤萊庫斯(Aristoflex)AVC
實施例33~實施例35
髮乳的製造及評價
利用下述表11所示的各組成製造髮乳,並評價其使用性。製造方法如以下那樣。所獲得的髮乳為如下的髮乳:伸展性輕、無黏連或油膩感、濕潤、嬌嫩、提供清爽的使用感、並且給毛髮帶來光澤與柔滑、具有對毛髮的優異的定型效果。
(製造方法)
步驟A:將成分1~成分17加熱混合。
步驟B:將成分18~成分27加熱溶解。
步驟C:在攪拌下將B緩慢添加至A中進行乳化,加以冷卻而添加成分28,從而獲得髮乳。
(注35)信越化學工業(股)公司製造的KF-7312T
(注36)信越化學工業(股)公司製造的KF-6017
(注37)信越化學工業(股)公司製造的KF-6026
(注38)信越化學工業(股)公司製造的MK-15H
(注39)信越化學工業(股)公司製造的KSG-15
(注40)信越化學工業(股)公司製造的KF-6100
實施例36~實施例39
助刷劑噴霧、噴發膠、除臭劑、及調理摩絲的製造及評價
利用下述表12所示的各組成製造助刷劑噴霧、噴發膠、除臭劑、及調理摩絲,並評價其使用性。製造方法如以下那樣。所獲得的化妝料成為如下者:當對頭髮加以使用時,頭髮具有光澤、變得非常柔滑、持續性也優異。且使用時的粉末的分散性優異、梳通性良好、有光澤、非常良好。
(製造方法)
步驟A:將成分1~成分15混合。
步驟B:將成分16~成分24溶解,並均勻分散於A中。在裝入氣溶膠罐中後,填充成分25(包含正丁烷、異丁烷、丙烷的混合物),從而獲得助刷劑噴霧、噴發膠、除臭劑、及調理摩絲。
(注41)信越化學工業(股)公司製造的KF-6017
(注42)信越化學工業(股)公司製造的KSG-16
實施例40、實施例41
O/W/O型化妝料的製造及評價
利用下述表13所示的各組成製造O/W/O型化妝料,並評價其使用性。製造方法如以下那樣。所獲得的化妝料為如下的O/W/O型化妝料:清爽、無黏連或油感、有透明感、持妝性良好、也無溫度或經時的變化、使用性及穩定性均非常優異。
(製造方法)
步驟A:將成分1~成分7均勻地混合。
步驟B:將成分8~成分14加熱混合並使其均勻。
步驟C:將成分15~成分19加熱混合。
步驟D:一面攪拌B一面加入C進行乳化並加以冷卻。
步驟E:一面攪拌A一面加入D進行乳化。
(注43)信越化學工業(股)公司製造的KSG-210
(注44)信越化學工業(股)公司製造的KF-6104
(注45)信越化學工業(股)公司製造的KSG-43
實施例42、實施例43
止汗劑的製造及評價
利用下述表14所示的各組成製造止汗劑,並評價其使用性。製造方法如以下那樣。所獲得的化妝料為如下的止汗劑:伸展性輕、無黏連或油膩感、而且不怎麼變白、提供清爽的使用感、並且無溫度或經時的變化、穩定性也優異。
(實施例25的製造方法)
步驟A:將成分1~成分8混合。
步驟B:將成分9、成分16加入至A中,均勻地分散而獲得走珠(roll-on)型止汗劑。
(實施例26的製造方法)
步驟A:將成分10~成分14混合。
步驟B:將成分15溶解於成分16中。
步驟C:在攪拌下將B緩慢添加至A中進行乳化,獲得乳化型止汗劑。
(注46)信越化學工業(股)公司製造的KSG-210
(注47)信越化學工業(股)公司製造的KSG-15
(注48)信越化學工業(股)公司製造的KF-6026
實施例44~實施例48
清洗劑的製造及評價
製造下述表15所示的各組成的各種清洗劑,並評價其使用性。製造方法示於以下。如以下那樣獲得的清洗劑為如下的清洗劑:相對於口紅或粉底的污垢或毛髮用定型劑等溶合也快、除污垢性也非常良好、進而塗布時的伸展性也良好、之後肌膚也濕潤、使用感非常良好。
(製造方法)
步驟A:將成分1~成分4均勻地溶解。
步驟B:將成分5~成分21均勻地溶解。
步驟C:一面攪拌B一面加入A來均勻地分散。
(注49)信越化學工業(股)公司製造的KF-6011
實施例49
W/O腮紅的製造及評價
製造下述表16所示的組成的W/O腮紅,並評價其使用性。製造方法如以下那樣。所獲得的W/O腮紅為如下的W/O腮紅:伸展性輕、無黏連或油膩感、之後肌膚濕潤、穩定性良好。
(製造方法)
步驟A:將成分1~成分11均勻地混合。
步驟B:將成分12~成分14均勻地混合。
步驟C:在攪拌下將B加入至A中而均勻地乳化。
(注50)信越化學工業(股)公司製造的KP-545L
(注51)信越化學工業(股)公司製造的KF-6013
(注52)信越化學工業(股)公司製造的KF-6028P
(注53)信越化學工業(股)公司製造的KP-574
實施例50~實施例52
眼影的製造及評價
利用下述表17所示的各組成製造眼影,並評價其使用性。製造方法如以下那樣。所獲得的化妝料成為如下的眼影:伸展性輕、無油膩感或粉質感、嬌嫩、提供清爽的使用感、並且耐水性或防水性、耐汗性良好、保持性也良好、不易脫妝、無溫度或經時的變化、穩定性也優異。
(製造方法)
步驟A:將成分1~成分10混合,並添加成分11~成分19而均勻地分散。
步驟B:將成分20~成分26均勻溶解。
步驟C:在攪拌下將B緩慢添加至A中進行乳化,從而獲得眼影。
(注54)信越化學工業(股)公司製造的KF-6009
(注55)信越化學工業(股)公司製造的KP-550
(注56)信越化學工業(股)公司製造的KP-561P
(注57)信越化學工業(股)公司製造的KF-6104
(注58)NL工業(NL Industry)公司製造的本通(bentone)38
(注59)信越化學工業(股)公司製造的KF-9909
實施例53~實施例55
各種化妝料的製造及評價
利用下述表18所示的各組成製造各種化妝料,並評價其使用性。製造方法如以下那樣。所獲得的化妝料為如下的化妝料:伸展性也輕、嬌嫩、清爽、無黏連、也無溫度或經時的變化、使用性及穩定性均非常優異。
(製造方法)
步驟A:將成分1~成分11均勻混合。
步驟B:將成分12~成分20均勻溶解。
步驟C:在攪拌下將B緩慢添加至A中進行乳化,加以冷卻並添加成分21,從而獲得化妝料。
(注59)信越化學工業(股)公司製造的KF-6017
(注60)信越化學工業(股)公司製造的KSG-21
(注61)信越化學工業(股)公司製造的KF-6018
(注62)信越化學工業(股)公司製造的KF-7002
(注63)信越化學工業(股)公司製造的KSP-100
(注64)信越化學工業(股)公司製造的KF-6043
實施例56~實施例59
各種化妝料的製造及評價
利用下述表19所示的各組成製造各種化妝料,並評價其使用性。製造方法示於以下。如以下那樣獲得的化妝料成為如下的化妝料:無黏連、伸展性也輕、而且密接感優異、穩定性也良好、可獲得有光澤的外觀。
(製造方法)
步驟A:將成分16~成分25均勻分散。
步驟B:將成分1~成分15、及成分26均勻地混合,加入至A中使其均勻。
步驟C:將成分27添加至B中,並填充至容器中(視需要進
行壓製成形)來獲得化妝料。
(注65)信越化學工業(股)公司製造的KP-562P
(注66)千葉制粉公司製造的萊奧帕魯(rheopearl)TT
(注67)信越化學工業(股)公司製造的KF-9909
(注68)日本艾羅西爾(Aerosil)公司製造的艾羅西爾(Aerosil)RY200
(注69)信越化學工業(股)公司製造的KF-6105
(注70)信越化學工業(股)公司製造的KSP-300
(注71)信越化學工業(股)公司製造的KSP-100
(注72)信越化學工業(股)公司製造的KMP-590
實施例60~實施例62
眼線筆的製造及評價
利用下述表20所示的各組成製造眼線筆,並評價其使用性。製造方法如以下那樣。如以下那樣獲得的化妝料成為如下的眼線筆:有延伸輕而容易描畫、有清涼感、清爽、無黏連的使用感、而且也無溫度或經時的變化、使用性及穩定性均非常優異、耐水性、耐汗性也均優異、持妝性也非常良好。
(製造方法)
步驟A:將成分1~成分11混合而均勻地分散。
步驟B:將成分12~成分16混合。
步驟C:將B緩慢添加至A中進行乳化後,加以冷卻而獲得眼線筆。
(注73)信越化學工業(股)公司製造的KF-6017
(注74)信越化學工業(股)公司製造的KF-7312T
(注75)疏水化處理:對粉體添加2%的甲基氫化聚矽氧烷後,進行加熱處理而成者
實施例63~實施例66
各種化妝料的製造及評價
利用下述表21所示的各組成製造各種化妝料,並評價其使用性。製造方法如以下那樣。如以下那樣獲得的化妝料成為如下的化妝料:質地精細、伸展性輕、無黏連或油膩感、濕潤、嬌嫩、提供清爽的使用感、並且持妝性也非常良好、無溫度或經時的變化、穩定性也優異。
(製造方法)
步驟A:將成分1~成分8加熱混合。
步驟B:將成分9~成分19加熱溶解。
步驟C:在攪拌下將B緩慢添加至A中進行均勻分散,添加成分20而獲得化妝料。
(注76)信越化學工業(股)公司製造的KF-6100
(注77)信越化學工業(股)公司製造的KSG-15
(注78)信越化學工業(股)公司製造的KSG-210
(注79)信越化學工業(股)公司製造的KF-6017
實施例67
透明清潔液的製造及評價
利用下述表22所示的組成製造透明清潔液,並評價其使用性。製造方法如以下那樣。如以下那樣獲得的化妝料成為如下的透明清潔液:伸展性輕、提供濕潤、嬌嫩的使用感、清潔效果也高。
(製造方法)
步驟A:將成分1~成分3均勻地混合。
步驟B:將成分4~成分10均勻地混合。
步驟C:在攪拌下將A緩慢添加至B中進行乳化而獲得透明清潔液。
(注80)信越化學工業(股)公司製造的KF-6011
(注81)信越化學工業(股)公司製造的KF-6013
實施例68
毛鱗片修護素(cuticle coat)的製造及評價
利用下述表23所示的組成製造毛鱗片修護素,並評價其使用性。製造方法如以下那樣。如以下那樣獲得的化妝料成為如下的毛鱗片修護素:伸展性輕、抑制毛髮的乾枯、提供光澤與柔滑。
(製造方法)
步驟A:將成分1~成分3均勻地混合。
步驟B:將成分4~成分10均勻地混合。
步驟C:在攪拌下將A緩慢添加至B中進行乳化而獲得毛鱗片修護素。
(注82)信越化學工業(股)公司製造的KF-9028
(注83)信越化學工業(股)公司製造的KF-6011
(注84)信越化學工業(股)公司製造的KF-6013
實施例69
指甲油的製造及評價
利用下述表24所示的組成製造指甲油,並評價其使用性。製造方法如以下那樣。如以下那樣獲得的化妝料成為如下的指甲油:伸展性輕、給指甲帶來光澤、保持性也優異。
(製造方法)
步驟A:將成分2與成分5的一部分、成分10混合。
步驟B:將成分1的一部分與成分8的一部分、成分9混合,並充分地揉和。
步驟C:將成分1的剩餘部分與成分3、成分4、成分5的剩餘部分、成分6~成分7、成分8的剩餘部分混合,並均勻地溶解。
步驟D:將混合物A與B加入至C中進行混合直至均勻。
如所述那樣,不包含本發明的聚合體的化妝料的使用感及持妝性差(比較例),相對於此,如實施例所示那樣,包含本發明的聚合體的化妝料可同時解決針對各種油劑的良好的相容性與針對皮膚或毛髮的密接性。因此,本發明的化妝料的黏連少、柔滑地延伸、提供清爽的使用感、富含防水性,並且皮膚安全性高、使用感良好、持續性優異。進而,本發明的聚合體可優選地用於各種護膚化妝料、各種化妝用化妝料、各種毛髮化妝料、各種紫外線防禦化妝料等。
Claims (11)
- 一種化妝料,包括:(甲基)丙烯酸矽酮接枝聚合體,具有下述式(I)所表示的單元,且在其中一末端具有下述式(III)所表示的結構,以及在另一末端具有下述式(IV)所表示的結構;以及油劑成分,
- 一種化妝料,包括:(甲基)丙烯酸矽酮接枝聚合體,具有下述式(I)所表示的單元及下述式(II)所表示的單元,且在其中一末端具有下述(III)所表示的結構,以及在另一末端具有下述(IV)所表示的結構;以及 油劑成分,
- 如申請專利範圍第1項或第2項所述的化妝料,其中,所述(甲基)丙烯酸矽酮接枝聚合體在氮氣環境下具有360℃以上的50%重量減少溫度。
- 如申請專利範圍第1項或第2項所述的化妝料,其中,在所述(甲基)丙烯酸矽酮接枝聚合體中,作為雜質的單量體的量相對於聚合體及單量體的總質量而為100ppm以下。
- 如申請專利範圍第1項或第2項所述的化妝料,其中,以化妝料整體的0.5質量%~99.0質量%的範圍包含所述(甲基)丙烯酸矽酮接枝聚合體。
- 如申請專利範圍第1項或第2項所述的化妝料,其中,以化妝料整體的1質量%~98質量%包含所述油劑成分。
- 如申請專利範圍第7項或第8項所述的化妝料的製造方法,其中,包括在所述基團轉移聚合後以100℃以上將所述式(4)或式(5)所表示的單量體減壓餾去的步驟。
- 如申請專利範圍第7項或第8項所述的化妝料的製造方法,其中,所述(甲基)丙烯酸矽酮接枝聚合體在氮氣環境下具有360℃以上的50%重量減少溫度。
- 如申請專利範圍第7項或第8項所述的化妝料的製造方法,其中,在所述(甲基)丙烯酸矽酮接枝聚合體中,作為雜質的單量體的量相對於聚合體及單量體的總質量而為100ppm以下。
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JP7240345B2 (ja) * | 2020-02-27 | 2023-03-15 | 信越化学工業株式会社 | 化粧料 |
JP7277414B2 (ja) * | 2020-05-13 | 2023-05-18 | 信越化学工業株式会社 | 化粧料 |
JP7387233B2 (ja) * | 2020-05-22 | 2023-11-28 | 信越化学工業株式会社 | ジブロック型共重合体、ジブロック型共重合体の製造方法及びジブロック型共重合体の使用 |
JP7358020B2 (ja) * | 2020-05-22 | 2023-10-10 | 信越化学工業株式会社 | 乳化剤及び乳化剤を含む乳化組成物 |
KR102490417B1 (ko) * | 2020-11-26 | 2023-01-19 | 주식회사 케이씨씨실리콘 | 화장료 조성물 및 이의 제조방법 |
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US20190248945A1 (en) | 2019-08-15 |
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