CN101810543B - 化妆品组合物及其光稳定化的方法 - Google Patents
化妆品组合物及其光稳定化的方法 Download PDFInfo
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- CN101810543B CN101810543B CN200910204757.1A CN200910204757A CN101810543B CN 101810543 B CN101810543 B CN 101810543B CN 200910204757 A CN200910204757 A CN 200910204757A CN 101810543 B CN101810543 B CN 101810543B
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Classifications
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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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
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Abstract
本发明涉及化妆品组合物,该组合物含至少一种二苯甲酰甲烷衍生物和至少一种下式(I)的二硫杂环戊烷化合物的组合:
Description
技术领域
本发明涉及化妆品组合物,该组合物含至少一种二苯甲酰甲烷衍生物型掩蔽剂和至少一种特定式(I)的二硫杂环戊烷化合物的组合,式(I)的二硫杂环戊烷化合物的定义在下文中给出。
本发明还涉及用有效量的至少一种特定式(I)的二硫杂环戊烷化合物使至少一种二苯甲酰甲烷衍生物型掩蔽剂对辐射光稳定化的方法,式(I)的二硫杂环戊烷化合物的定义在下文中给出。
本发明还涉及至少一种特定式(I)的二硫杂环戊烷化合物在组合物中的用途,为了提高所述组合物对UV-A射线的效力的目的,该组合物在化妆品可接受的载体中含至少一种二苯甲酰甲烷衍生物。
背景技术
已知280nm-400nm波长的光辐射将人的表皮晒成褐色,更尤其是称为UV-B射线的280nm-320nm波长的光线造成皮肤灼伤和红斑,它们可损害自然褐色的发展。因为这些原因和美容原因,不断需要控制该自然晒黑的方法,以便因此控制皮肤颜色;因此应将该UV-B射线屏蔽掉。
还已知,造成皮肤晒黑的波长320nm-400nm的UV-A射线易在其中引起不良变化,尤其在过敏皮肤或持续暴露于阳光照射的皮肤的情况下。UV-A射线尤其造成皮肤失去弹性和出现皱纹,导致皮肤过早老化。它们促使引发红斑反应或在某些个体中放大该反应,甚至可能是光毒性或光过敏反应的原因。因此,因为美容和化妆的缘故,例如保持皮肤自然弹性,越来越多的人希望控制UV-A射线对其皮肤的作用。因此期望也屏蔽掉UV-A辐射。
为使皮肤和角蛋白物质免受UV辐射的目的,通常使用耐日光组合物,该组合物含在UV-A范围和UV-B范围内有活性的有机掩蔽剂。这些掩蔽剂中的大多数为脂溶性的。
在该方面,一个特别有利的UV-A掩蔽剂家族目前由二苯甲酰甲烷衍生物,尤其是4-叔丁基-4′-甲氧基二苯甲酰甲烷组成,它们具有高的内在吸收能力。在法国专利申请FR-A-2326405和FR-A-2440933以及欧洲专利申请EP-A-0114607中具体描述了这些二苯甲酰甲烷衍生物,它们为现在熟知的产品,本身作为在UV-A范围内有活性的掩蔽剂;另外,4-叔丁基-4′-甲氧基二苯甲酰甲烷目前由DSM NutritionalProducts公司以商品名Persol 销售。
不幸的是,发现二苯甲酰甲烷衍生物是对紫外线(尤其是UV-A)相对敏感的产品,即更尤其是在该UV作用下,它们具有程度不同迅速降解的不利趋势。因此,这种二苯甲酰甲烷衍生物对紫外线(其在性质上要接触的)显著缺乏光化学稳定性,使得其不可能保证在长期暴露于阳光下维持恒定保护,所以使用者必须在正常和停用时间期间重复施用,以得到皮肤抗UV射线的有效保护。
目前,二苯甲酰甲烷衍生物对UV辐射的光稳定化因为酰胺化合物,因此存在尚未完全满意解决的问题。
现在,申请人意外地发现,通过使上述二苯甲酰甲烷衍生物与下文中将详细定义的特定式(I)的二硫杂环戊烷化合物组合,可显著并相当的进一步提高这些所述二苯甲酰甲烷衍生物的光化学稳定性(或光稳定性)和它们在UV-A范围内的效力。在施用时,含这种组合的组合物也给出二苯甲酰甲烷掩蔽剂更均匀的分布。
该发现形成本发明的基础。
发明内容
因此,根据本发明的主题之一,现提出一种组合物,该组合物在化妆品可接受的载体中含至少一种UV屏蔽系统,其特征在于该系统含有:
(a)至少一种二苯甲酰甲烷衍生物,和
(b)至少一种式(I)的二硫杂环戊烷化合物,下文中将给出该化合物的定义。
本发明的另一个主题还涉及提高至少一种二苯甲酰甲烷衍生物对UV辐射的化学稳定性的方法,该方法包括使所述二苯甲酰甲烷衍生物与有效量的至少一种式(I)的二硫杂环戊烷化合物组合,式(I)的二硫杂环戊烷化合物的定义将在下文中给出。
本发明的一个主题还是至少一种式(I)的二硫杂环戊烷化合物在组合物中的用途,为了提高所述组合物对UV-A射线的效力的目的,该组合物在化妆品可接受的载体中含至少一种二苯甲酰甲烷衍生物。
当阅读以下详述时,会发现本发明的其它特性、方面和优点。
具体实施方式
术语“化妆品可接受的”表示与皮肤和/或其覆盖物相容,它具有愉快的颜色、气味和感觉,且不造成任何不能接受的不舒适(刺痛、紧张或发红),这种不舒适容易使消费者放弃使用该组合物。
术语“有效量”表示在化妆品组合物中二苯甲酰甲烷衍生物的光稳定性中足以得到可感知和显著改善的量。式(I)的二硫杂环戊烷化合物的该最小量(其按照组合物中使用的载体性质可变化),可通过测量光稳定性的标准试验,例如在下文实施例中给出的试验无任何困难地测定。
本发明的二硫杂环戊烷化合物对应于下式(I)及其盐、其螯合物、其溶剂合物和其旋光异构体:
其中:
Y代表O或NR1;
R1代表氢原子;饱和直链C1-C20或支链C3-C20或不饱和C2-C20 烷烃基基团;被一个或多个羟基和/或被一个或多个C1-C8烷氧基任选取代的芳基;
R代表氢原子;饱和直链C1-C20或支链C3-C20或不饱和C2-C20烷烃基基团;芳基或含芳基取代基的饱和C1-C8烷基,所述芳基取代基被一个或多个羟基和/或被一个或多个C1-C8烷氧基任选取代;
R任选带有一个或多个取代基,所述取代基选自OR2、SR2、NR2R3 和COOR2,其中:
R2代表氢原子或饱和直链C1-C5或支链C3-C5或不饱和C2-C5烃基基团,或芳基;
R3代表氢原子;饱和直链C1-C5或支链C3-C5或不饱和C2-C5烃基基团;芳基;乙酰基。
R和R1可形成环,所述环选自吡咯烷、吡咯啉、哌啶、哌嗪、吗啉、硫代吗啉和氮杂
本发明中所述化合物的盐包括常规酸化合物的无毒盐,例如由有机或无机酸形成的那些盐。可提及的实例包括无机酸的盐,例如硫酸、盐酸、氢溴酸、氢碘酸、磷酸或硼酸。也可提及有机酸盐,它们可含一个或多个羧酸、磺酸或膦酸基团。它们可以是直链、支链或环状脂肪酸或芳酸。这些酸也可含选自O和N的一个或多个杂原子,例如以羟基的形式。尤其可提及丙酸、乙酸、对苯二甲酸、柠檬酸和酒石酸。有机或无机碱的盐,例如三乙醇胺、氨基丙二醇、钠或锌盐。
对于本发明中所述化合物的非治疗用途来讲,可接受的溶剂合物包括常规溶剂合物,例如因存在溶剂而在制备所述化合物的最后步骤 期间形成的那些溶剂合物。可提及的实例包括因存在水或直链或支链醇例如乙醇或异丙醇而形成的溶剂合物。
旋光异构体特别为对映体和非对映体。
芳基优选代表苯基或苄基。
烷氧基优选为直链C1-C4基团,更优选为甲氧基、乙氧基、丙氧基或丁氧基,甚至更优选为甲氧基。
烃基基团优选为直链或支链烷基,可选自:甲基、乙基、丙基、异丙基、丁基、异丁基、叔丁基、戊基、己基、庚基、辛基、壬基、癸基、十一烷基、十二烷基、十三烷基、十四烷基、十五烷基、十六烷基、十七烷基、十八烷基、十九烷基、二十烷基。
烃基基团更优选为饱和直链或支链C1-C8烷基:甲基、乙基、丙基、异丙基、丁基、异丁基、叔丁基、戊基、己基、庚基、辛基。
甚至更优选,当Y代表NR1时,则R1=H。
最优选,R=H或C1-C8烷基。
在将要使用的式(I)化合物中,更尤其是以下产物:
在这些化合物中,更尤其优选以下化合物:
合成
可按下述路线和以下文献中综述的文献路线得到式(I)化合物:Lene Teuber,Sulfur reports,9(4),257-349,1990:天然1,2-二硫杂环戊烷和1,2,3-三硫杂环己烷及其化学和生物性质(Naturally occurring1,2-dithiolanes and 1,2,3-trithianes.Chemical and biological properties)和专利申请EP 0869126 A1。
按以下反应流程,以2,2-二(羟甲基)丙酸(CAS:4767-03-7)为原料,通过使羟基官能化转化为离去基团X(烷基或芳基磺酸盐(酯)例如甲磺酸盐(酯)或甲苯磺酸盐(酯),或卤素例如碘、溴或氯),然后引入硫:
可按如下方式进行该硫的引入:
(i)按一步法,在极性质子溶剂或非质子溶剂(例如水、DMF、甲醇或乙腈)中,用金属二硫化物(例如Na2S2)或四硫代钼酸盐得到二硫杂环戊烷;
(ii)或按两步法,通过在氧化剂(氧、DMSO、FeCl3、I2、Br2、碘化钠、三氟乙酸铊、三氟甲磺酸银、过氧化氢、碘酸钠或高碘酸钠、次氯酸钠、铁氰化钾或氧化铬)的存在下,在中性或碱性介质中形成双硫醇中间体,导致形成二硫杂环戊烷。在该情况下,通过以下步骤得到双硫醇:用硫脲或NaSH,经形成二硫代磺酸盐(Bunte盐),中间体类物质经硫代乙酸CH3COSH衍生物(在碱的存在下),在极性或非极性溶剂中转化(在碱性或酸性介质中)。
可按照标准酸活化方法(在R.Larock,Wiley VCH编著的Comprehensive Organic Transformation中腈、羧酸及衍生物的互换(Interconversion of nitriles,carboxylic acids and derivatives)章节中所述),进行羧酸COOH官能化,转化为官能团COYR。优选,所用的方法通过酰氯(通过使用亚硫酰氯或草酰氯,或1-氯-N,N,2-三甲基-1-丙烯胺)或通过混合酸酐的形成(用氯甲酸烷基酯)或使用碳二亚胺或氰基磷酸二乙酯(Phosphorus in organic synthesis -XI,Amino acids andpeptides-XXI,Reaction of diethyl phosphorocyanidate with carboxylic acids,A new synthesis of carboxylic esters and amides,Tetrahedron,32,1976,2211-2217)进行有利。*
所用的溶剂可为极性或非极性、质子或非质子溶剂(例如甲苯、二氯甲烷、THF、DMF、乙腈、水、甲醇或异丙醇)。
所有这些反应均可在-20至100℃下进行。
最好,可按下述路线得到化合物1,按一锅煮方法,以二氯新戊酸为原料,通过沉淀终止反应。
最好,可由化合物1得到化合物2,优选使用氯甲酸异丁酯或草酰氯。
式(I)的二硫杂环戊烷化合物优选相对于组合物总重量计,以0.1%-40%(重量),优选0.1%-30%(重量)的含量,存在于本发明组合物中。
在可以非限制性方式特别提及的二苯甲酰甲烷衍生物中有:
- 2-甲基二苯甲酰甲烷
- 4-甲基二苯甲酰甲烷
- 4-异丙基二苯甲酰甲烷
- 4-叔丁基二苯甲酰甲烷
- 2,4-二甲基二苯甲酰甲烷
- 2,5-二甲基二苯甲酰甲烷
- 4,4′-二异丙基二苯甲酰甲烷
- 4,4′-二甲氧基二苯甲酰甲烷
- 4-叔丁基-4′-甲氧基二苯甲酰甲烷
- 2-甲基-5-异丙基-4′-甲氧基二苯甲酰甲烷
- 2-甲基-5-叔丁基-4′-甲氧基二苯甲酰甲烷
- 2,4-二甲基-4′-甲氧基二苯甲酰甲烷
- 2,6-二甲基-4-叔丁基-4′-甲氧基二苯甲酰甲烷。
在上述二苯甲酰甲烷衍生物中,尤其是将要使用4-异丙基二苯甲酰甲烷,该化合物由Merck公司以Eusolex 8020名销售,并对应于下式:
最尤其优选使用4-(叔丁基)-4′-甲氧基二苯甲酰甲烷或丁基甲氧基二苯甲酰甲烷,由DSM Nutritional Products公司以商品名Parsol1789销售;该掩蔽剂对应于下式:
二苯甲酰甲烷衍生物相对于组合物总重量计,可优选以0.01%-10%(重量),更优选0.1%-6%(重量)的含量存在于本发明组合物中。
本发明组合物也可含其它另外的UVA-活性和/或UVB-活性有机或无机UV掩蔽剂,这些掩蔽剂为水溶性或脂溶性或甚至不溶于常用的化妆品溶剂。
不必说,本领域技术人员会小心选择任选的其它掩蔽剂和/或其量,以使与本发明组合物内在相关的有利性质不受或基本上不受设计 加入的不利影响,尤其是在改善二苯甲酰甲烷衍生物的光稳定性方面。
其它有机掩蔽剂尤其选自邻氨基苯甲酸酯;肉桂酸衍生物;水杨酸衍生物;樟脑衍生物;二苯甲酮衍生物;β,β-二苯基丙烯酸酯衍生物;三嗪衍生物;苯并三唑衍生物;亚苄基丙二酸酯衍生物,尤其在专利US 5624663中提及的那些;苯并咪唑衍生物;咪唑啉;在专利EP 669323和US 2463264中所述双氮茚基衍生物;对-氨基苯甲酸(PABA)衍生物;专利申请US 5237071、US 5166355、GB 2303549、DE 19726184和EP 893119中所述亚甲基双(羟基苯基苯并三唑)衍生物;专利申请EP 0832642、EP 1027883、EP 1300137和DE 10162844中所述苯并噁唑衍生物;屏蔽聚合物和屏蔽聚硅氧烷例如尤其在专利申请WO 93/04665中所述的那些;α-烷基苯乙烯基二聚体例如在专利申请DE 19855649中所述那些;4,4-二芳基丁二烯例如在专利申请EP0967200、DE 19746654、DE 19755649、EP-A-1008586、EP 1133980和EP 133981中所述那些;部花青(merocyanin)衍生物例如在专利申请WO 04/006878、WO 05/058269和WO 06/032741中所述那些;及其混合物。
作为其它有机光防护剂的实例,可以它们的INCI名提及下文中所述那些及其混合物:
肉桂酸衍生物:
尤其由DSM Nutritional Products,Inc.以商品名Persol MCX销售的甲氧基肉桂酸乙基己基酯,
甲氧基肉桂酸异丙酯,
由Symrise以商品名Neo Heliopan E 1000销售的甲氧基肉桂酸异戊酯,
西诺沙酯,
DEA甲氧基肉桂酸酯,
甲基肉桂酸二异丙酯,
甘油乙基己酸酯二甲氧基肉桂酸酯。
对-氨基苯甲酸衍生物:
PABA,
PABA乙酯,
PABA乙基二羟基丙基酯,
尤其由ISP按Escalol 507名销售的PABA乙基己基二甲基酯,
甘油基PABA,
由BASF按Uvinul P25名销售的PEG-25 PABA。
水杨酸衍生物:
由Rona/EM Industries按Eusolex HMS名销售的水杨酸三甲环己酯,
由Symrise按Neo Heliopan OS名销售的水杨酸乙基己基酯,
由Scher按Dipsal名销售的一缩二丙二醇水杨酸酯,
由Symrise按Neo Heliopan TS名销售的TEA水杨酸酯。
β,β-二苯基丙烯酸酯衍生物:
尤其由BASF以商品名Uvinul N539销售的奥克立林(octocrylene),
尤其由BASF以商品名Uvinul N35销售的依托立林。
二苯甲酮衍生物:
由BASF以商品名Uvinul 400销售的二苯甲酮-1,
由BASF以商品名Uvinul D50销售的二苯甲酮-2,
由BASF以商品名Uvinul M40销售的二苯甲酮-3或羟甲氧苯酮,
由BASF以商品名Uvinul MS40销售的二苯甲酮-4,
二苯甲酮-5,
由Norquay以商品名Helisorb 11销售的二苯甲酮-6,
由American Cyanamid以商品名Spectra-Sorb UV-24销售的二苯甲酮-8,
由BASF以商品名Uvinul DS-49销售的二苯甲酮-9,
二苯甲酮-12,
由BASF以商品名Uvinul A+销售的2-(4-二乙基氨基-2-羟基苯甲酰基)-苯甲酸正己基酯,
亚苄基樟脑衍生物:
由Chimex按Mexoryl SD名制备的3-亚苄基樟脑,
由Merck按Eusolex 6300名销售的4-甲基亚苄基樟脑,
由Chimex按Mexoryl SL名制备的亚苄基樟脑磺酸,
由Chimex按Mexoryl SO名制备的甲基硫酸樟脑苯甲烃铵,
由Chimex按Mexoryl SX名制备的对苯二亚甲基二樟脑磺酸,
由Chimex按Mexoryl SW名制备的聚丙烯酰胺基甲基亚苄基樟脑。
苯基苯并咪唑衍生物:
尤其由Merck以商品名Eusolex 232销售的苯基苯并咪唑磺酸,
由Symrise以商品名Neo Heliopan AP销售的苯基二苯并咪唑四磺酸二钠。
苯基苯并三唑衍生物:
由Rhodia Chimie按Silatrizole名销售的甲酚曲唑三硅氧烷,
亚甲基双(苯并三唑基)四甲基丁基苯酚,由Fairmount Chemical以商品名MIXXIM BB/100以固体形式销售,或由Ciba SpecialtyChemicals以商品名Tinosorb M作为水分散体以微粉化形式销售。
三嗪衍生物:
由Ciba Geigy以商品名Tinosorb S销售的双(乙基己基氧基苯酚)甲氧基苯基三嗪,
尤其由BASF以商品名Uvinul T150销售的乙基己基三嗪酮,
由Sigma 3V以商品名Uvasorb HEB销售的二乙基己基丁酰氨基三嗪酮,
2,4-二(4′-氨基苯甲酸正丁酯)-6-(氨基丙基-三硅氧烷)-s-三嗪,
2,4,6-三(4′-氨基亚苄基丙二酸二新戊酯)-s-三嗪,
2,4,6-三(4′-氨基亚苄基丙二酸二异丁酯)-s-三嗪,
2,4-二(4′-氨基苯甲酸正丁酯)-6-(氨基丙基三硅氧烷)-s-三嗪,
2,4-二(4′-氨基亚苄基丙二酸二新戊酯)-6-(4′-氨基苯甲酸正丁酯)-s-三嗪,
在专利US 6225467、专利申请WO 2004/085412(参见化合物6和9)或文献Symmetrical Triazine Derivatives IP.COM Journal,IP.COMINC West Henrietta,NY,US(2004年9月20日)中所述对称三嗪掩蔽剂,尤其是在专利申请WO 06/035000、WO 06/034982、WO 06/034991、WO 06/035007、WO 2006/034992和WO 2006/034985中也提及的2,4,6-三(联苯)-1,3,5-三嗪(尤其是2,4,6-三(联苯-4-基-1,3,5-三嗪)和2,4,6-三(三联苯)-1,3,5-三嗪。
邻氨基苯甲酸衍生物:
由Symrise以商品名Neo Heliopan MA销售的邻氨基苯甲酸薄荷酯。
咪唑啉衍生物:
乙基己基二甲氧基亚苄基二氧代咪唑啉丙酸酯(盐)。
亚苄基丙二酸酯衍生物:
含亚苄基丙二酸酯官能团的聚有机硅氧硅,例如由DSMNutritional Products,Inc.以商品名Persol SLX销售的聚硅氧烷-15。
4,4-二芳基丁二烯衍生物:
1,1-二羧基(2,2′-二甲基丙基)-4,4-二苯基-丁二烯
苯并噁唑衍生物:
由Sigma 3V按Uvasorb K2A名销售的2,4-二[5-(1-二甲基丙基)苯并噁唑-2-基(4-苯基)亚氨基]-6-(2-乙基己基)亚氨基-1,3,5-三嗪。
部花青衍生物:
5-N,N-二乙基氨基-2-苯基磺酰基-2,4-戊二烯酸辛酯。
优选的有机光防护剂选自:
1)甲氧基肉桂酸乙基己基酯,
2)水杨酸乙基己基酯,
3)水杨酸三甲环己酯,
4)奥克立林,
5)苯基苯并咪唑磺酸,
6)二苯甲酮-3,
7)二苯甲酮-4,
8)二苯甲酮-5,
9)2-(4-二乙基氨基-2-羟基苯甲酰基)-苯甲酸正己基酯,
10)4-甲基亚苄基樟脑,
11)对苯二亚甲基二樟脑磺酸,
12)苯基二苯并咪唑四磺酸二钠,
13)亚甲基二(苯并三唑基)四甲基丁基苯酚,
14)二(乙基己基氧基苯酚)甲氧基苯基三嗪,
15)乙基己基三嗪酮,
16)二乙基己基丁酰氨基三嗪酮,
17)2,4-二(4′-氨基苯甲酸正丁酯)-6-(氨基丙基三硅氧烷)-s-三嗪,
18)2,4,6-三(4′-氨基亚苄基丙二酸二新戊酯)-s-三嗪,
19)2,4,6-三(4′-氨基亚苄基丙二酸二异丁酯)-s-三嗪,
20)2,4-二(4′-氨基亚苄基丙二酸二新戊酯)-6-(4′-氨基苯甲酸正丁酯)-s-三嗪,
21)2,4,6-三(联苯-4-基)-1,3,5-三嗪,
22)2,4,6-三(三联苯)-1,3,5-三嗪,
23)甲酚曲唑三硅氧烷,
24)聚硅氧烷-15,
25)1,1-二羧基(2,2′-二甲基丙基)-4,4-二苯基-丁二烯,
26)2,4-二[5-1(二甲基丙基)苯并噁唑-2-基(4-苯基)亚氨基]-6-(2-乙基己基)亚氨基-1,3,5-三嗪,
27)5-N,N-二乙基氨基-2-苯基磺酰基-2,4-戊二烯酸辛酯,
及其混合物。
其它无机掩蔽剂选自涂覆或未涂覆的金属氧化物颜料,其中初级粒子的平均粒度优选为5nm-100nm(优选为10nm-50nm),例如氧化钛(金红石和/或锐钛矿形式的无定形或结晶化氧化物)、氧化铁、氧化锌、氧化锆或氧化铈颜料,它们本身均为熟知的UV-光防护剂。
颜料可为涂覆或未涂覆的。
涂覆的颜料为经过例如在Cosmetics & Toiletries,1990年2月,第105期,第53-64页中所述化合物的一种或多种化学、电子、机械化学和/或机械性质的表面处理的颜料,所述化合物为例如氨基酸、蜂蜡、脂肪酸、脂肪醇、阴离子表面活性剂、卵磷脂;脂肪酸的钠、钾、锌、铁或铝盐;金属醇盐(钛或铝的醇盐)、聚乙烯、聚硅氧烷、蛋白质(胶原、弹性蛋白)、链烷醇胺、氧化硅、金属氧化物或六偏磷酸钠。
已知聚硅氧烷是具有不同分子量的直链或环状、支链或交联结构的有机硅聚合物或低聚物,通过适当官能化硅烷的聚合和/或缩聚得到,且基本上由重复的主要单元组成,其中硅原子通过氧原子(硅氧烷键)连接在一起,任选取代的烃基基团通过碳原子直接与所述硅原子连接。
术语“聚硅氧烷”还包括它们的制备所需的硅烷,尤其是烷基硅烷。
用于涂覆适用于本发明的纳米颜料的聚硅氧烷优选选自烷基硅烷、聚二烷基硅氧烷和聚烷基氢硅氧烷。甚至更优选,聚硅氧烷选自辛基三甲基硅烷、聚二甲基硅氧烷和聚甲基氢硅氧烷。
不必说,在用聚硅氧烷处理前,金属氧化物颜料可用其它表面剂,尤其是氧化铈、氧化铝、二氧化硅、铝化合物或硅化合物或其混合物处理。
涂覆的颜料更尤其是用以下物质涂覆的氧化钛:
-二氧化硅,例如Ikeda公司的Sunveil产品和Merck公司的Eusolex T-AVO产品,
-二氧化硅和氧化铁,例如Ikeda公司的Sunveil F产品,
-二氧化硅和氧化铝,例如Tayca公司的微粉二氧化钛(Microtitanium Dioxide)MT 500SA产品和微粉二氧化钛MT 100SA产品,Tioxide公司的Tioveil和Rhodia公司的Mirasun TiW 60,
-氧化铝,例如Ishihara公司的Tipaque TTO-55(B)和TipaqueTTO-55(A)产品,Kemira公司的UVT 14/4,
-氧化铝和硬脂酸铝,例如Tayca公司的微粉二氧化钛MT 100TV、MT 100TX、MT 100Z和MT-01产品,和Uniqema公司的SolaveilCT-10W、Solaveil CT 100和Solaveil CT 200产品,
-二氧化硅、氧化铝和藻酸,例如Tayca公司的MT-100AQ产品,
-氧化铝和月桂酸铝,例如Tayca公司的微粉二氧化钛MT 100S产品,
-氧化铁和硬脂酸铁,例如Tayca公司的微粉二氧化钛MT 100F产品,
-氧化锌和硬脂酸锌,例如Tayca公司的BR351产品,
-二氧化硅和氧化铝并用聚硅氧烷处理,例如Tayca公司的微粉二氧化钛MT 600SAS、微粉二氧化钛MT 500 SAS或微粉二氧化钛MT 100 SAS产品,
-二氧化硅、氧化铝和硬脂酸铝并用聚硅氧烷处理,例如TitanKogyo公司的STT-30-DS产品,
-二氧化硅并用聚硅氧烷处理,例如Kemira公司的UV-Titan X195产品,或Tayca公司的SMT-100WRS产品,
-氧化铝并用聚硅氧烷处理,例如Ishihara公司的TipaqueTTO-55(S)产品,或Kemira公司的UV Titan M 262产品,
-三乙醇胺,例如Titan Kogyo公司的STT-65-S产品,
-硬脂酸,例如Ishihara公司的Tipaque TTO-55(C)产品,
-六偏磷酸钠,例如Tayca公司的微粉二氧化钛MT 150W产品。
用聚硅氧烷处理的其它氧化钛颜料优选为用辛基三甲基硅烷处理的TiO2,其基本粒子的平均粒度为25-40nm,例如由DegussaSilices公司以商品名T 805销售的产品;用聚二甲基硅氧烷处理的TiO2,其基本粒子的平均粒度为21nm,例如由Cardre公司以商品名70250Cardre UF TiO2SI3销售的产品;用聚二甲基氢硅氧烷处理的锐钛矿/金红石TiO2,其基本粒子的平均粒度为25nm,例如由ColorTechniques公司以商品名微粉二氧化钛销售的USP级疏水性产品。
未涂覆的氧化钛颜料例如由Tayca公司以商品名微粉二氧化钛MT 500B或微粉二氧化钛MT 600B销售,由Degussa公司以P 25名销售,由Wacker公司以透明氧化钛PW名销售,由Miyoshi Kasei公司以UFTR名销售,由Tomen公司以ITS名销售,和由Tioxide公司以Tioveil AQ名销售。
未涂覆的氧化锌颜料为例如:
-由Sunsmart公司以Z-Cote名销售的那些;
-由Elementis公司以Nanox名销售的那些;
-由Nanophase Technologies公司以Nanogard WCD 2025名销售的那些。
涂覆的氧化锌颜料为例如:
-由Sunsmart公司以Z-Cote HP1名销售的那些(聚二甲基硅氧烷涂覆的ZnO);
-由Toshibi公司以氧化锌CS-5名销售的那些(用聚甲基氢硅氧烷涂覆的ZnO);
-由Nanophase Technologies公司以Nanogard氧化锌FN名销售的那些(作为分散在Finsolv TN(苯甲酸C12-C15烷基酯)中的40%分散体);
-由Daito公司以Daitopersion ZN-30和Daitopersion ZN-50名销售的那些(在环聚甲基硅氧烷/氧乙烯化聚二甲基硅氧烷中的分散体,含30%或50%的用二氧化硅和聚甲基氢硅氧烷涂覆的纳米氧化锌);
-由Daikin公司以NFD超细ZnO名销售的那些(用磷酸全氟烷基酯和基于全氟烷基乙基的共聚物涂覆的ZnO,为在环戊硅氧烷中的分散体);
-由Shin-Etsu公司以SPD-Z1名销售的那些(用聚硅氧烷接枝的丙烯酸聚合物涂覆的ZnO,分散在环二甲基硅氧烷中);
-由ISP公司以Escalol Z100名销售的那些(分散在甲氧基肉桂酸乙基己基酯/PVP-十六碳烯/聚甲基硅氧烷(methicone)共聚物混合物中的氧化铝处理的ZnO);
-由Fuji Pigment公司以Fuji ZnO-SMS-10名销售的那些(用二氧化硅和聚甲基硅倍半氧烷涂覆的ZnO);
-由Elementis公司以Nanox Gel TN名销售的那些(以55%的浓度分散在苯甲酸C12-C15烷基酯与羟基硬脂酸的缩聚物中的ZnO)。
未涂覆的氧化铈颜料由Rhone-Poulenc公司以胶体氧化铈名销售。
未涂覆的氧化铁纳米颜料例如由Arnaud公司以Nanogard WCD2002(FE 45B)、Nanogard Iron FE 45BL AQ、Nanogard FE 45R AQ和Nanogard WCD 2006(FE 45R)名销售,或由Mitsubishi公司以TY-220名销售。
涂覆的氧化铁颜料例如由Arnaud公司以Nanogard WCD 2008(FE 45B FN)、Nanogard WCD 2009(FE 45B 556)、Nanogard FE 45BL345和Nanogard FE 45BL名销售,或由BASF公司以透明氧化铁名销售。
还可提及金属氧化物,尤其是二氧化钛和二氧化铈的混合物,包括二氧化硅涂覆的二氧化钛和二氧化铈的等重量混合物,由Ikeda公 司以Sunveil A名销售;和氧化铝、二氧化硅和聚硅氧烷涂覆的二氧化钛和二氧化锌的混合物,例如由Kemira公司销售的M 261产品,或氧化铝、二氧化硅和甘油涂覆的二氧化钛和二氧化锌的混合物,例如由Kemira公司销售的M 211产品。
其它UV-掩蔽剂通常按相对于组合物总重0.01%-20%(重量),优选相对于组合物总重0.1%-10%(重量)的比例,存在于本发明组合物中。
本发明含水组合物还可含标准化妆品助剂,所述助剂尤其选自脂肪物质、有机溶剂;离子型或非离子型亲水性或亲脂性增稠剂;软化剂;湿润剂;遮光剂;稳定剂;润肤剂;聚硅氧烷;消泡剂;香料;防腐剂;阴离子型、阳离子型、非离子型、两性离子型或两性表面活性剂;活性剂;填充剂;聚合物;抛射剂;酸化剂或碱化剂,或通常用于化妆品和/或皮肤医学的任何其它成分。
脂肪物质可由油或除以上定义的非极性蜡以外的蜡或其混合物组成。术语油表示在室温下为液体的化合物。术语蜡表示在室温下为固体或基本上为固体且其熔点通常大于35℃的化合物。
可提及的油包括矿物油(石蜡);植物油(甜杏仁油、马卡达姆坚果油、葡萄籽油或加州希蒙得木油);合成油例如全氢化角鲨烯、脂肪醇、脂肪酰胺(例如由Ajinomoto公司以EldeW SL-205名销售的月桂酰肌氨酸异丙酯);脂肪酸或脂肪酸酯,例如由Witco公司以商品名FinsolvTN或Witconol TN销售的苯甲酸C12-C15烷基酯;苯甲酸2-乙基苯基酯,例如由ISP公司以X-Tend 名销售的商品;棕榈酸辛酯、羊毛酸(lanolate)异丙酯和包括癸酸/辛酸甘油三酸酯的甘油三酸酯;和由Cognis公司以Cetiol CC名销售的碳酸二辛酯;氧乙烯化或氧丙烯化脂肪酸酯和醚;硅油(环聚甲基硅氧烷和聚二甲基硅氧烷或PDMS)或含氟油、聚亚烷基;和偏苯三酸三烷基酯例如偏苯三酸三癸基酯。
可提及的蜡质化合物包括巴西棕榈蜡、蜂蜡、氢化蓖麻油、聚乙烯蜡和聚亚甲基蜡,例如由Sasol公司以Cirebelle 303名销售的产品。
在可提及的有机溶剂中有低级醇和多元醇。这些多元醇可选自二醇和二醇醚,例如乙二醇、丙二醇、丁二醇、一缩二丙二醇或二甘醇。
可提及的亲水性增稠剂包括羧基乙烯基聚合物,例如卡泊普产品(卡泊姆)和Pemulen产品(丙烯酸酯/丙烯酸C10-C30烷基酯共聚物);聚丙烯酰胺例如由SEPPIC公司以Sepigel 305(CTFA名:聚丙烯酰胺/C13-14异链烷烃/聚乙二醇单十二醚7)或Simulgel 600(CTFA名:丙烯酰胺/丙烯酰基二甲基牛磺酸钠共聚物/异十六烷/吐温-80)名销售的交联共聚物;任选交联和/或中和的2-丙烯酰氨基-2-甲基丙磺酸聚合物和共聚物,例如由Hoechst公司以商品名Hostacerin AMPS(CTFA名:聚丙烯酰基二甲基牛磺酸铵)销售或由SEPPIC公司以Simulgel 800(CTFA名:聚丙烯酰基二甲基牛磺酸钠/吐温-80/油酸脱水山梨醇酯)销售的聚(2-丙烯酰氨基-2-甲基丙磺酸);2-丙烯酰氨基-2-甲基丙磺酸和丙烯酸羟基乙酯的共聚物,例如由SEPPIC公司销售的Simulgel NS和Sepinov EMT 10;纤维素基衍生物例如羟乙基纤维素;多糖和尤其是胶例如黄原胶;及其混合物。
可提及的亲脂性增稠剂包括合成聚合物,例如由Landec公司以Intelimer IPA 13-1和Intelimer IPA 13-6名销售的聚(丙烯酸C10-C30烷基酯),或改性粘土例如锂蒙脱石及其衍生物,例如按Bentone名销售的产品。
不必说,本领域技术人员会小心选择任选的上述其它化合物和/或其量,以使与本发明组合物内在有关的有利性质不受或基本上不受设计加入的不利影响,尤其在二苯甲酰甲烷衍生物的光稳定性改善方面。
可按照本领域技术人员熟知的技术制备本发明组合物。它们尤其可以为简单或复合乳液(O/W、W/O、O/W/O或W/O/W乳液)形式,例如软膏、乳剂或软膏-凝胶;水凝胶形式;洗剂形式。它们可任选作为气雾剂包装,并可以为摩丝或喷雾剂形式。
本发明组合物优选为水包油或油包水乳液的形式。
乳液通常含至少一种乳化剂,该乳化剂选自两性、阴离子、阳离子和非离子型乳化剂,它们可单独使用,或作为混合物使用。根据得到的乳液(W/O或O/W)适当选择乳化剂。乳液也可含其它类型的稳定剂,例如填充剂、胶凝聚合物或增稠剂。
作为可用于制备W/O乳液的乳化表面活性剂,可提及的实例包括脱水山梨醇、甘油或糖烷基酯或醚;聚硅氧烷表面活性剂例如聚二甲基硅氧烷共聚醇(copolyol),例如由Dow Corning公司以DC 5225C名销售的环聚甲基硅氧烷和聚二甲基硅氧烷共聚醇的混合物;和烷基聚二甲基硅氧烷共聚醇例如由Dow Corning公司以Dow Corning 5200制剂助剂名销售的十二烷基聚甲基硅氧烷共聚醇;十六烷基聚二甲基硅氧烷共聚醇例如由Goldschmidt公司以Abil EM 90R名销售的产品;和由Goldschmidt公司以Abil WE 09名销售的十六烷基聚二甲基硅氧烷共聚醇、聚甘油异硬脂酸酯(4mol)和月桂酸己酯的混合物。也可将一种或多种共乳化剂加入其中,它们最好可选自多元醇烷基酯。
尤其可提及的多元醇烷基酯包括聚乙二醇酯,例如PEG-30二聚羟基硬脂酸酯,例如由ICI公司以Arlacel P135名销售的产品。
尤其可提及的甘油和/或脱水山梨醇酯包括例如聚甘油异硬脂酸酯,例如由Goldschmidt公司以Isolan GI 34名销售的产品;异硬脂酸脱水山梨醇酯例如由ICI公司以Arlacel 987名销售的产品;脱水山梨醇甘油基异硬脂酸酯,例如由ICI公司以Arlacel 986名销售的产品;及其混合物。
对于O/W乳液,可提及的乳化剂实例包括非离子型乳化剂,例如甘油的氧基亚烷基化(更尤其是聚氧乙烯化)脂肪酸酯;脱水山梨醇的氧基亚烷基化脂肪酸酯;氧基亚烷基化(氧乙烯化和/或氧丙烯化)脂肪酸酯,例如PEG-100硬脂酸酯/甘油硬脂酸酯的混合物,其例如由ICI公司以Arlacel 165名销售;氧基亚烷基化(氧乙烯化和/或氧丙烯化)脂肪烷基醚;糖酯例如蔗糖硬脂酸酯;糖的脂肪烷基醚,尤其是聚烷基葡糖苷(APG),例如由Henkel公司以相应名Plantaren 2000和 Plantaren 1200销售的癸基葡糖苷和十二烷基葡糖苷;十六醇十八醇葡糖苷,任选为含十六醇十八醇混合物的混合物,例如由SEPPIC公司以Montanov 68名销售,由Goldschmidt公司以Tegocare CG90名销售和由Henkel公司以Emulgade KE3302名销售;和花生葡糖苷,例如为花生醇、二十二醇和花生葡糖苷的混合物形式,由SEPPIC公司以Montanov 202名销售。根据本发明的一个特定实施方案,以上定义的烷基聚葡糖苷和相应脂肪醇的混合物可以为例如文献WO-A-92/06778中所述自乳化组合物的形式。
在将要更特别使用的其它乳液稳定剂中有间苯二酸或磺基间苯二酸聚合物,尤其是邻苯二甲酸酯/磺基间苯二酸酯/甘油共聚物,例如由Eastman Chemical公司以Eastman AQ聚合物(AQ 35S、AQ 38S、AQ 55S和AQ 48 Ultra)名销售的二甘醇/邻苯二甲酸酯/间苯二酸酯/1,4-环己烷二甲醇共聚物(INCI名:聚酯-5)。
当其为乳液时,该乳液的水相可含按已知方法(Bangham,Standishand Watkins,J.Mol.Biol.13,238(1965);FR 2315991和FR 2416008)制备的非离子型囊状分散体。
发现本发明组合物可用于多种处理,尤其是皮肤、嘴唇和包括头皮在内的头发的化妆处理,尤其用于保护和/或保养皮肤、嘴唇和/或头发,和/或对皮肤和/或嘴唇化妆。
本发明的另一个主题包括以上定义的本发明组合物在制备化妆产品,尤其是护理品、耐日光产品和化妆品中的用途,此类化妆产品用于处理皮肤、嘴唇、指甲、头发、睫毛、眉毛和/或头皮。
本发明化妆用组合物可作为例如化妆品使用。
例如,本发明化妆用组合物可用作液体至半液体稠度的用于面部和/或身体的护理品和/或耐日光保护产品,例如乳剂、或多或少的浓稠软膏、软膏-凝胶和糊剂。可任选将它们调理为气雾剂形式,且可以为摩丝或喷雾剂形式。
本发明可汽化流体洗剂形式的本发明组合物可通过压力装置以细颗粒形式施用到皮肤或头发上。本发明装置为本领域技术人员熟知,并包含非气雾泵或“雾化器”、含抛射剂的气雾剂容器以及使用作为抛射剂的压缩空气的气雾泵。在专利US 4077441和US 4850517中有这些装置的描述(这些专利形成本说明书内容的一部分)。
调理成本发明气雾剂形式的组合物通常含常规抛射剂,例如氢氟化合物、二氯二氟甲烷、二氟乙烷、二甲基醚、异丁烷、正丁烷、丙烷或三氯氟甲烷。优选它们以相对于组合物总重为15%-50%(重量)的量存在。
本发明组合物也可含其它化妆品或皮肤病用活性剂。
其它活性剂尤其可选自增湿剂、脱皮剂、提高屏障功能的试剂、脱色剂、抗氧化剂、皮肤去皱剂(dermo-decontracting agent)、抗糖化剂、刺激真皮和/或表皮大分子合成和/或阻止它们降解的试剂、刺激成纤维细胞或角质化细胞增殖和/或角质化细胞分化的试剂、促进角状膜成熟的试剂、NO合成酶抑制剂、外周苯并二氮杂 受体(PBR)拮抗剂、提高脂肪腺体活性的试剂、刺激细胞能量代谢的试剂、张力调节剂、脂肪重构剂(lipo-restructuring agent)、减肥剂、促进皮肤毛细循环的试剂、镇静剂和/或抗刺激剂、皮脂调节剂(sebo-regulator)或抗皮脂溢剂、收敛剂、结瘢剂、抗炎剂和抗痤疮剂。
作为对皮肤、头发、睫毛、眉毛和指甲的需要的作用功能,本领域技术人员将选择所述活性剂。
为了护理和/或化妆老化皮肤,将优选选择至少一种活性剂,该活性剂选自增湿剂、脱皮剂、提高屏障功能的试剂、脱色剂、抗氧化剂、皮肤去皱剂、抗糖化剂、刺激真皮和/或表皮大分子合成和/或阻止它们降解的试剂、刺激成纤维细胞或角质化细胞增殖和/或角质化细胞分化的试剂、促进角状膜成熟的试剂、NO合成酶抑制剂、外周苯并二氮杂 受体(PBR)拮抗剂、提高脂肪腺体活性的试剂、刺激细胞能量代谢的试剂和促进眼周围部位的皮肤微循环的试剂。
所述组合物也可含至少一种成分例如具有软焦点(软焦点)作用的填充剂,或促进皮肤自然着色的试剂,用于补充这些活性剂的生物作用或提供速效直观的抗老化作用。
为了护理和/或化妆油脂性皮肤,本领域技术人员将优选选择至少一种活性剂,该活性剂选自脱皮剂、皮脂调节剂或抗皮脂溢剂,和收敛剂。
所述组合物也可含至少一种用于补充这些活性剂的生物作用或提供速效直观作用的其它成分;尤其可提及消光剂、具有软焦点作用的填充剂、荧光剂、促进皮肤自然微桃色着色的试剂,和研磨填充剂或表皮脱落剂。
1.增湿剂或保湿剂
尤其可提及的增湿剂或保湿剂包括甘油及其衍生物;尿素及其衍生物,尤其是由National Starch公司销售的 乳酸;透明质酸;AHAs、BHAs、吡酮酸钠、木糖醇、丝氨酸、乳酸钠、四氢嘧啶及其衍生物;壳聚糖及其衍生物;胶原;浮游生物,由Sederma公司以 名销售的白茅(Imperata cylindra)提取物;丙烯酸均聚物例如NOF公司的Lipidure- Mibelle-AG-Biochemistry的β-葡聚糖;由Nestle以 名销售的西番莲油、杏油、玉米油和米糠油的混合物;C-苷衍生物例如在专利申请WO 02/051828中所述那些,尤其是含溶于水/丙二醇混合物(60/40%(重量))的30%(重量)活性物质溶液形式的C-β-D-吡喃木糖苷-2-羟基丙烷,例如由Chimex公司以商品名Mexoryl 销售的产品;Nestle销售的麝香玫瑰油;由Vincience以Algualane 名销售的富含锌的微藻(Prophyridiumcruentum)的油;由Engelhard Lyon公司以Marine填充球名销售的海洋来源胶原和硫酸软骨素球(去端肽胶原(Atelocollagen));透明质酸球例如由Engelhard Lyon公司销售的那些;和精氨酸。
将优选使用的增湿剂选自尿素及其衍生物,尤其是由NationalStarch销售的 透明质酸;AHAs、BHAs、丙烯酸均聚物例如NOF公司的Lipidure- Mibelle-AG-Biochemistry的β-葡聚糖;由Nestle以 名销售的西番莲油、杏油、玉米油和米糠油的混合物;C-苷衍生物例如在专利申请WO 02/051828中所述那些,尤其是含溶于水/丙二醇混合物(60/40%(重量))的30%(重量)活性物质溶液形式的C-β-D-吡喃木糖苷-2-羟基丙烷,例如由Chimex公司以商品名Mexoryl 销售的产品;Nestle销售的麝香玫瑰油;由Vincience以Algualane 名销售的富含锌的微藻(Prophyridiumcruentum)的油;由Engelhard Lyon公司以Marine填充球名销售的海洋来源胶原和硫酸软骨素球(去端肽胶原);透明质酸球例如由Engelhard Lyon公司销售的那些;和精氨酸。
2.脱皮剂
术语“脱皮剂”表示具有以下作用的任何化合物:
-通过促进鳞片脱落直接起脱皮作用,例如β-羟基酸(BHA),尤其是水杨酸及其衍生物(包括5-正辛酰基水杨酸,INCI名又称为辛酰水杨酸);α-羟基酸(AHA)例如羟基乙酸、柠檬酸、乳酸、酒石酸、苹果酸或扁桃酸;8-十六碳烯-1,16-二甲酸或9-十八碳烯二酸;龙胆酸及其衍生物;低聚果糖;肉桂酸;槐花(Saphora japonica)提取物;白藜芦醇,和某些茉莉酮酸衍生物;
-或作用于涉及脱皮或角质细胞间桥降解的酶;糖苷酶;角质层糜蛋白酶(chymotryptic)(SCCE)或其它蛋白酶(胰蛋白酶、糜蛋白酶样酶)。可提及氨基磺酸化合物,尤其是4-(2-羟基乙基)哌嗪-1-丙磺酸(HEPES);2-氧代噻唑烷-4-甲酸(丙环司坦)衍生物;甘氨酸型α-氨基酸衍生物(如EP 0852949所述,和BASF以商品名Trilon M销售的甘氨酸二乙酸甲酯钠;蜂蜜;O-辛酰基-6-D-麦芽糖和N-乙酰基葡糖胺。
作为可用于本发明组合物的其它脱皮剂,可提及:
-低聚果糖、EDTA及其衍生物、海带提取物、o-亚油酰基-6D-葡萄糖、(3-羟基-2-戊基环戊基)乙酸、甘油三乳酸酯、O-辛基-6′-D-麦芽糖、S-羧基甲基半胱氨酸;水杨酸酯的含硅衍生物例如在专利EP0796861中所述那些;低聚果糖例如在专利EP 0218200中所述那些;5-酰基水杨酸盐;对转谷氨酰胺酶起作用的活性剂例如在专利EP0899330中所述那些,
-8-十六碳烯-1,16-二甲酸,
-葡萄糖和维生素F的酯,和
-其混合物。
可提及的优选的脱皮剂包括β-羟基酸例如5-正辛酰基水杨酸;尿素;羟基乙酸、柠檬酸、乳酸、酒石酸、苹果酸或扁桃酸;4-(2-羟基乙基)哌嗪-1-丙磺酸(HEPES);槐花(Saphora japonica)提取物;蜂蜜;N-乙酰基葡糖胺;甘氨酸二乙酸甲酯钠及其混合物。
甚至更优选,选自5-正辛酰基水杨酸、尿素;4-(2-羟基乙基)哌嗪-1-丙磺酸(HEPES);槐花(Saphora japonica)提取物;蜂蜜;N-乙酰基葡糖胺;甘氨酸二乙酸甲酯钠及其混合物的脱皮剂将用于本发明组合物。
3.用于改善屏障功能的试剂
作为用于改善屏障功能的试剂,尤其可提及精氨酸、特莫氏属(Thermus thermophilus)提取物例如Sederma的 长柔毛薯蓣(Dioscorea villosa)的根茎提取物例如Active Organics的Actigen 浮游生物提取物例如Secma的ω- 酵母提取物例如Coletica的 栗子提取物例如Silab的 雪松芽提取物例如Gattefosse的Gatuline 神经鞘氨醇例如由Degussa公司以植物鞘氨 SLC名销售的水杨酰神经鞘氨醇;木糖醇、聚木糖基 (polyxylityl)糖苷和失水木糖醇的混合物,例如SEPPIC的 墨西哥属茄科(Solanacea)植物提取物例如Coletica的 ω-3不饱和油例如麝香玫瑰油及其混合物。
还可特别提及神经酰胺或其衍生物,尤其是2型神经酰胺(例如N-油酰基二氢鞘氨醇)、3型神经酰胺(例如INCI名为硬脂酰-4-羟基鞘氨醇)和5型神经酰胺(例如N-2-羟基棕榈酰二氢鞘氨醇,INCI名为:羟基棕榈酰鞘氨醇)、鞘氨醇(sphingoid)基化合物、糖鞘脂、磷脂、胆固醇及其衍生物、植物甾醇、必需脂肪酸、二酰基甘油、苯并二氢吡喃-4-酮和色酮衍生物、石油脑、羊毛脂、牛油树脂、可可脂、羊毛脂和PCA盐。
作为对屏障功能具有重构作用的优选的试剂,可提及特莫氏属(Thermus thermophilus)提取物、长柔毛薯蓣(Dioscorea villosa)的提取物、酵母提取物、栗子提取物、雪松芽提取物、精氨酸、神经酰胺尤其是3型和5型神经酰胺;及其混合物。
优选,使用丝氨酸或精氨酸或其混合物。
4.脱色剂
尤其可提及的脱色剂包括维生素C及其衍生物,尤其是维生素CG、CP和3-O乙基维生素C、α和β-熊果苷、阿魏酸、lucinol及其衍生物、曲酸、间苯二酚及其衍生物、氨甲环酸及其衍生物、龙胆酸、高龙胆酸酯、龙胆酸或高龙胆酸的甲酯、双酸、磺酸泛酰巯基乙胺钙、硫辛酸、鞣花酸、维生素B3、亚油酸及其衍生物、神经酰胺及其同系物;植物衍生物例如甘菊、熊果、芦荟科(芦荟、好望角芦荟、库拉索芦荟)、桑葚或黄苓;由Gattefosse销售的猕猴桃(Actinidia chinensis)汁、牡丹(Paeonia suffruticosa)根提取物例如由Ichimaru Pharcos公司以Botanpi 名销售的产品;红糖(Saccharum officinarum)提取物例如由Taiyo Kagaku公司以糖蜜液名销售的糖蜜提取物,该目录为非穷尽性的。
维生素C及其衍生物,尤其是维生素CG、CP和3-O乙基维生素C、α和β-熊果苷、阿魏酸、曲酸、间苯二酚及其衍生物、磺酸泛酰巯基乙胺钙、硫辛酸、鞣花酸、维生素B3、由Gattefosse销售的猕猴桃(Actinidia chinensis)汁和牡丹(Paeonia suffruticosa)根提取物例如由Ichimaru Pharcos公司以Botanpi 名销售的产品将作为优选的脱色剂使用。
5.抗氧化剂
尤其可提及生育酚及其酯,尤其是乙酸生育酚;抗坏血酸及其衍生物,尤其是抗坏血酸磷酸镁和抗坏血酸苷;阿魏酸;丝氨酸;鞣花酸、多元酚、丹宁酸、鞣酸、表没食子儿茶精和含它们的天然提取物、花颜料、迷迭香油提取物、橄榄叶提取物例如Silab公司的那些、绿茶提取物、白藜芦醇及其衍生物、麦角硫因、N-乙酰基半胱氨酸、褐藻(Pelvetia caniculata)提取物例如Secma的 绿原酸、生物素、螯合剂例如BHT和BHA、N,N′-二(3,4,5-三甲氧基苄基)乙二胺及其盐;艾地苯醌、植物提取物例如Provital公司的Pronalen BioprotectTM;辅酶Q10、双黄酮、SODs、植烷三醇、木酚素、褪黑激素、氧脯氨酸、谷胱甘肽、辛酰甘油、根皮素、TotarolTM或含桃柁酚(桃柁-8,11,13-三烯酚或2-菲酚,4b,5,6,7,8,8a,9,10-八氢-4b,8,8-三甲基-1-(1-甲基乙基)-)的新西兰罗汉松(Podocarpus totara)提取物;茉莉提取物例如由Silab销售的名为 的产品;月桂酸橙皮苷例如EngelhardLyon公司的Flavagrum 牡丹(Paeonia suffruticosa)根提取物例如由Ichimaru Pharcos公司销售的名为Botanpi 的产品;荔枝提取物例如由Cognis公司销售的名为Litchiderm LS 的荔枝提取物;石榴(Punica granatum)果实提取物例如由Draco Natural Products公司销售的产品。
可提及的其它抗老化剂包括DHEA及其衍生物、乳香酸、迷迭香提取物、类胡萝卜素(β-胡萝卜素、玉米黄质和叶黄素)、半胱氨酸、铜衍生物和茉莉酮酸。
将尤其使用的优选的抗氧化剂包括阿魏酸;丝氨酸;根皮素、石榴提取物、生物素;螯合剂例如BHT、BHA、N,N′-二(3,4,5-三甲氧基苄基)乙二胺及其盐;辛酰甘油、根皮素、TotarolTM、茉莉提取物例如由Silab销售的名为 的产品;月桂酸橙皮苷例如EngelhardLyon公司的Flavagrum 牡丹(Paeonia suffruticosa)根提取物例如由Ichimaru Pharcos公司销售的名为Botanpi 的产品。
6.皮肤松弛剂或皮肤去皱剂
可提及的实例包括葡糖酸锰和其它盐、腺苷、柠檬酸阿尔维林及其盐、赖氨酸、香根鸢尾(Iris pallida)提取物、六肽(Lipotec的ArgerilineR)或皂苷元例如专利申请EP 1484052中所述野薯蓣和羰基胺。可提及的皂苷元实例包括在专利申请WO 02/47650中所述那些,尤其是野薯蓣,尤其从山药(Dioscorea opposita)中提取的薯蓣皂苷元,或天然含有或处理后含有一种或多种皂苷元的任何提取物(含海柯皂苷元和提果皂苷元的野山药根、龙舌兰叶,百合科植物更尤其是含菝葜配基和菝葜苷的丝兰或菝葜或洋菝葜提取物),或Actives Organics公司的Actigen Y,或生姜。
也可提及DMAE(二甲基MEA)、海小茴香提取物、岩蔷薇提取物、蜡菊提取物、大茴香提取物、天神草(paracress)提取物;和印度金钮扣(Acmella oleracea)提取物例如Gattefosse的
将提及的优选的皮肤松弛剂包括腺苷、葡糖酸锰、野薯蓣、海小茴香、甘氨酸和阿尔维林。
7.抗糖化剂
术语“抗糖化剂”表示抑制和/或减少皮肤蛋白,尤其真皮蛋白例如胶原糖化的化合物。
可尤其提及的抗糖化剂包括杜鹃科植物提取物,例如狭叶越桔(Vaccinium angustifolium)或欧洲越桔(Vaccinium myrtillus)提取物例如由Cosmetochem公司销售的名为越桔草本提取物PG的产品;麦角硫因及其衍生物,羟基芪及其衍生物,例如白藜芦醇和3,3′,5,5′-四羟基-1,2-二苯乙烯(这些抗糖化剂在专利申请FR 2802425、FR 2810548、FR 2796278和FR 2802420中分别描述);二羟基-1,2-二苯乙烯及其衍生物;精氨酸和赖氨酸的多肽例如Solabia公司销售的名为 的产品;carsinine盐酸盐(由Exsymol销售,名为 );向日葵(Helianthus annuus)提取物例如Silab的 葡萄酒提取物例如以麦芽糖糊精合剂为载体的粉状白葡萄酒提取物,由Givaudan公司以Vin blanc deshydrate 2F名销售;硫辛酸(或α-硫辛酸)-熊莓提取物和海生糖原的混合物,例如Laboratoires Serobiologiques的Aglycal LS 和红茶提取物例如Sederma的 及其混合物。
将提及的优选的抗糖化剂包括欧洲越桔(Vaccinium myrtillus)提取物和红茶提取物。
8.刺激真皮和/或表皮大分子合成和/或抑制它们降解的试剂
在用于刺激真皮大分子或抑制它们降解的活性剂中,可提及以下的那些作用:
-作用于胶原合成,例如积雪草(Centella asiatica)提取物、积雪草苷及其衍生物;抗坏血酸或维生素C及其衍生物;合成肽例如由Sederma公司销售的甘氨酸、组氨酸和赖氨酸的铜络合物、生物肽CL或棕榈酰寡肽;从植物中提取的肽例如由Coletica公司销售的名为 的大豆水解物;稻米肽例如Silab的 甘露糖醛酸甲基甲硅烷醇酯例如由Exsymol销售的 植物激素例如茁壮素和木酚素;叶酸;和Medicago sativa(紫花苜蓿)提取物例如 由Silab销售的名为 的产品;榛实的肽提取物例如由Solabia公司销售的名为Nuteline 的产品;和精氨酸;
-或对胶原降解有抑制作用,尤其是对金属蛋白酶(MMP)起抑制作用的试剂,更尤其是例如MMP 1、2、3和9。可提及:类维生素A和衍生物;紫花苜蓿(Medicago sativa)提取物例如Silab的 由Atrium Biotechnologies销售的名为 的水花束丝藻(Aphanizomenon flosaquae)(南极南藻(Cyanophyceae))提取物;寡肽和脂肽;硫辛酰氨基酸;由Coletica公司销售的商品名为 的麦芽提取物;蓝莓或迷迭香提取物;番茄红素;异黄酮,其衍生物或含它们的植物提取物,尤其是大豆提取物(例如Ichimaru Pharcos公司销售的商品名为Flavosterone );红三叶草提取物、亚麻提取物或kakkon提取物;荔枝提取物例如由Cognis公司销售的名为LitchidermLS 的荔枝果皮提取物;由SEPPIC销售的名为Sepilift 的二棕榈酰羟基脯氨酸;由Silab销售的侧孢毛旱地菊(Baccharisgenistelloides)或燕茜素;椒木属(Moringa)提取物例如Cognis的ArganylLS 专利申请FR-A-2812544中所述唇形科鼠尾草提取物(Flacksmann公司的药用鼠尾草(Salvia officinalis));杜鹃花属植物提取物;越桔提取物;欧洲越桔(Vaccinium myrtillus)提取物例如专利申请FR-A-2814950中所述那些;
-或作用于属于弹性蛋白家族的分子(弹性蛋白和原纤蛋白)的合成,例如视黄醇及其衍生物,尤其是棕榈酸视黄酯;由LSN公司销售的商品名为 的酿酒酵母(Saccharomyces cerevisiae)提取物;和由Secma公司销售的商品名为 的藻类巨藻(Macrocystis pyrifera)提取物;榛实的肽提取物例如由Solabia公司销售的商品名为Nuteline 的产品;
-或具有抑制弹性蛋白降解的作用,例如由LSN公司销售的商品名为 的豌豆(Pisum sativum)种子的肽提取物;类肝素;和专利申请WO 01/94381中所述N-酰基氨基酸化合物例如{2-[乙酰基(3- 三氟甲基苯基)氨基]-3-甲基-丁酰基氨基}乙酸,又称为N-[N-乙酰基,N′-(3-三氟甲基)苯基异戊氨酰基]甘氨酸或N-乙酰基-N-[3-(三氟甲基)苯基]异戊氨酰基甘氨酸或乙酰基三氟甲基苯基异戊氨酰甘氨酸,或其与C1-C6醇的酯;水稻肽提取物例如Pentapharm的 或余甘子(Phyllanthus emblica)提取物例如Rona的
-或作用于粘多糖合成,例如由Brooks公司销售的商品名为Biomin 的用普通变性杆菌(Lactobacillus vulgaris)使牛奶发酵的产品;由Alban Muller公司销售的商品名为 的褐藻(Padinapavonica)提取物;尤其可从Silab公司得到的商品名为 的酿酒酵母(Saccharomyces cerevvisiae)提取物,或LSN公司的商品名为 的产品;楔基海带(Laminaria ochroleuca)提取物例如Secma的 Lucas Meyer的Mamaku精油;和水芹提取物(Silab的 );
-或作用于纤连蛋白的合成,例如由Seporga公司销售的商品名为 的浮游动物Salina提取物;尤其可从Alban Muller公司得到的商品名为 的酵母提取物;和由Sederma公司销售的商品名为 的棕榈酰五肽。
在用于刺激表皮大分子例如聚丝蛋白(fillagrin)和角蛋白的活性剂中,尤其可提及由Silab公司销售的商品名为 的羽扇豆提取物;由Gattefosse公司销售的商品名为 RC的山毛榉(Fagus sylvatica beech)芽提取物;和由Seporga公司销售的商品名为 的浮游动物Salina提取物;Procyte的铜三肽;地下沃安齐贾(Voandzeia substerranea)的肽提取物例如由LaboratoiresSerobiologiques公司销售的商品名为Filladyn LS 产品。
优选使用选自以下的刺激真皮和/或表皮大分子合成和/或抑制它们降解的活性剂:用于刺激粘多糖合成的试剂、用于抑制弹性蛋白降解的试剂、用于刺激纤连蛋白合成的试剂、用于刺激表皮大分子合成的试剂及其混合物。
甚至更优选使用刺激粘多糖合成的活性剂,这些活性剂选自褐藻(Padina pavonica)提取物、酿酒酵母(Saccharomyces cerevvisiae)提取物、楔基海带(Laminaria ochroleuca)提取物、Mamaku精油和水芹提取物及其混合物。
作为用于刺激真皮和/或表皮大分子合成和/或抑制它们降解的优选活性剂,可提及:
合成肽例如甘氨酸、组氨酸和赖氨酸的铜络合物;Sederma公司销售的生物肽CL或棕榈酰寡肽;从植物中提取的肽例如由Coletica公司销售的商品名为 的大豆水解物;水稻肽例如Silab的 甘露糖醛酸甲基甲硅烷醇酯例如由Exsymol销售的Algisium 叶酸;Medicago sativa(紫花苜蓿)提取物例如由Silab销售的名为 的产品;榛实的肽提取物例如由Solabia公司销售的名为Nuteline 的产品;精氨酸;由Atrium Biotechnologies销售的名为 的水华束丝藻(Aphanizomenon flosaquae)(南极蓝藻(Cyanophyceae))提取物;由Coletica公司销售的商品名为 的麦芽提取物;番茄红素;荔枝提取物;椒木属(Moringa)提取物例如Cognis的Arganyl LS 鼠尾草(Vaccinium myrtillus)提取物例如专利申请FR-A-2814950中所述那些;维生素A及其衍生物,尤其是棕榈酸视黄酯;由LSN公司销售的商品名为 的酿酒酵母(Saccharomyces cerevisiae)提取物;榛实的肽提取物例如由Solabia公司销售的名为Nuteline 的产品;{2-[乙酰基(3-三氟甲基苯基)氨基]-3-甲基丁酰基氨基}乙酸,又称为N-[N-乙酰基,N′-(3-三氟甲基)苯基异戊氨酰基]甘氨酸,或N-乙酰基-N-[3-(三氟甲基)苯基]异戊氨酰甘氨酸或乙酰基三氟甲基苯基异戊氨酰甘氨酸,或其与C1-C6醇的酯;水稻肽提取物例如Pentapharm的 或余甘子(Phyllanthusemblica)提取物例如Rona的 由Alban Muller公司销售的商品名为 的褐藻(Padina pavonica)提取物;酿酒酵母(Saccharomyces cerevisiae)提取物,尤其可从Silab公司以商品名 或从LSN公司以商品名 得到;楔基海带(Laminaria ochroleuca)提取物例如Secma的 Lucas Meyer的Mamaku精油;由Silab公司销售的商品名为 的羽扇豆提取物;由Gattefosse公司销售的商品名为 RC的山毛榉(Fagus sylvatica beech)芽提取物。
9.刺激成纤维细胞或角质化细胞增殖和/或角质化细胞分化的试剂
可用于本发明组合物的刺激成纤维细胞增殖的试剂可选自例如植物蛋白或多肽,尤其是从大豆中提取的植物蛋白或多肽(例如由LSN公司销售的名为Eleseryl SH-VEG 或由Silab公司销售的商品名为 的大豆提取物);水解大豆蛋白提取物例如Silab的 和植物激素例如赤霉素和细胞分裂素;榛实的肽提取物例如由Solabia公司销售的名为Nuteline 的产品。
优选,使用促进角质化细胞增殖和/或分化的试剂。
可用于本发明组合物的刺激角质化细胞增殖的试剂尤其含腺苷;藤黄酚、八仙花(Hydrangea macrophylla)叶提取物例如IchimaruPharcos的Amacha Liquid 酵母提取物例如CLR的 极叉开拉瑞阿(Larrea divaricata)提取物,例如Sederma的 番木瓜提取物、橄榄叶提取物和柠檬提取物的混合物例如Vincience的 八仙花(Hydrangea macrophylla)叶提取物例如IchimaruPharcos的Amacha Liquid 包括棕榈酸视黄酯、藤黄酚在内的视黄醇及其酯;由Gattefosse销售的坚果饼(nut cake)提取物和马铃薯(Solanum tuberosum)提取物例如由Sederma销售的
在用于刺激角质化细胞分化的试剂中有例如无机物例如钙;海茴香;羽扇豆的肽提取物例如由Silab公司销售的商品名为 的产品;β-谷甾醇(sitosteryl)硫酸钠例如由Seporga公司销售的商品名为 的产品;和玉米的水溶性提取物例如由Solabia公司 销售的商品名为 的产品;地下沃安齐贾(Voandzeiasubsterranea)的肽提取物例如由Laboratoires Serobiologiques公司销售的商品名Filladyn LS 的产品;和木酚素例如开环异落叶松树脂酚;和视黄醇及其酯,包括棕榈酸视黄酯。
作为用于刺激角质化细胞增殖和/或分化的试剂,还可提及雌激素,例如雌二醇和同系物;细胞因子。
作为用于刺激成纤维细胞或角质化细胞增殖和/或角质化细胞分化的优选活性剂,可提及植物蛋白或多肽,尤其是从大豆中提取的植物蛋白或多肽(例如由LSN公司销售的名为Eleseryl SH-VEG 或由Silab公司销售的商品名为 的大豆提取物);水解大豆蛋白提取物例如Silab的 榛实的肽提取物例如由Solabia公司销售的名为Nuteline 的产品;腺苷;藤黄酚;酵母提取物例如CLR的 羽扇豆的肽提取物例如由Silab公司销售的商品名为 的产品;玉米的水溶性提取物例如由Solabia公司销售的商品名为 的产品;地下沃安齐贾(Voandzeia substerranea)的肽提取物例如由Laboratoires Serobiologiques公司销售的商品名FilladynLS 的产品;视黄醇及其酯,包括棕榈酸视黄酯。
10.促进角质膜成熟的试剂
参与已老化受损且引起转谷氨酰胺酶活性下降的角质膜的熟化的试剂可由于本发明组合物。可提及的实例包括尿素及其衍生物,尤其是National Starch的 和在L′Oreal的专利申请FR2877220(未公布)中所述其它活性剂。
11.NO合成酶抑制剂
对NO合成酶具有抑制作用的试剂可选自OPCs(原矢车葡酚低聚物);葡萄(Vitis vinifera)植物提取物,尤其由Euromed公司以名“Leucocyanidines的葡萄干提取物”销售,或由Indena公司以名 销售或最后由Hansen公司以名“葡萄干果渣提取物”销售;从油橄榄(Olea europaea)优选橄榄树叶中得到的植物提取物,尤其由Vinyals公司以干提取物形式销售,或由Biologia & Technologia公司以商品名 BT销售;和银杏(Gingko biloba)植物提取物,优选由Beaufour公司以商品名“银杏标准提取物”销售的该植物的干燥水提取物,及其混合物。
可提及例如1-(2-氯-苯基)-N-(1-甲基丙基)-3-异喹啉甲酰胺;在专利申请WO 03/030937和WO 03/068753中所述化合物;在文件WO00/44384中所述通式(VII)哒嗪并[4,5-b]吲哚-1-乙酰胺衍生物。
13.增加皮脂腺活性的试剂
可提及例如脱氢茉莉酮酸甲酯、海柯皂苷元、二氢茉莉酮酸甲酯(hedione)和O-亚油酰基-6D-葡萄糖及其混合物。
14.用于刺激细胞能量代谢的试剂
用于刺激细胞能量代谢的活性剂可选自例如生物素;酿酒酵母(Saccharomyces cerevisiae)提取物例如Sederma的 吡咯烷酮羧酸的钠、锰、锌和镁盐混合物例如Solabia的 葡糖酸锌、铜和镁的混合物例如SEPPIC的Sepitonic 及其混合物;源自酿酒酵母(Saccharomyces cerevisiae)的β-葡聚糖例如由MibelleAG Biochemistry公司销售的产品。
15.张力调节剂
根据本发明可使用的术语“张力调节剂”表示具有绷紧作用趋势即能使皮肤绷紧的化合物。
根据本发明,术语“张力调节剂”通常表示任何聚合物,该聚合物在水中7%(重量)浓度下,或在该7%浓度下形成和产生均匀外观介质 (medium)的最大浓度下,或在下述试验中收缩率大于15%的该水中最大浓度下,在25℃-50℃温度范围内,可溶于或分散在水中。
形成均匀外观介质的最大浓度测定在±10%内,优选在±5%内。
表述“均匀外观的介质”表示不含肉眼可见的任何聚集体的介质。
为测定所述最大浓度,在25℃-50℃下,在去絮凝搅拌下,将张力调节剂逐步加入水中,然后将混合物搅拌1小时。然后在24小时后检查由此制备的混合物,观察其外观是否均匀(不存在肉眼可视聚集体)。
可通过体外收缩试验表征张力调节作用。
预先并按照以前所述,制备张力调节剂在水中的均匀混合物,浓度为7%(重量)或以上定义的最大浓度。
将30μl均匀混合物置于长方形弹性体样品(10×40mm,因此初始宽度L0为10mm)之上,该弹性体的模量为20MPa,厚度为100μm。
在22±3℃和40±10%相对湿度RH下干燥3小时后,由于施用的张力调节剂施加的张力,弹性体样品具有收缩宽度,记为L3h。
然后按下式定量所述聚合物的张力调节作用(TE):
‘TE′=(L0-L3h/L0)×100%
初始宽度L0=10mm,和
L3h=干燥3小时后宽度
张力调节剂可选自:
植物或动物蛋白及其水解物;
天然来源的多糖;
混合硅酸盐;
无机填充剂胶粒;
合成聚合物;
及其混合物。
本领域技术人员能够知晓如何从以上列举的各类化合物中选择 与下述张力调节试验相对应的材料。
尤其可提及:
(a)植物蛋白和蛋白水解物,尤其是玉米、黑麦、小麦、乔麦、芝麻、斯佩耳特小麦、豌豆、豆、小扁豆、大豆和羽扁豆的蛋白和蛋白水解物,
(b)天然来源的多糖,尤其是(a)多糖(polyholosides),例如(i)尤其源自水稻、玉米、马铃薯、木薯、豌豆、小麦、燕麦等的淀粉形式,或(ii)角叉菜胶、藻酸盐、琼脂、胶凝剂、纤维素聚合物和果胶形式,最好为凝胶微粒的水分散体,和(b)由虫胶树脂、香松树胶、达玛脂、榄香树脂、柯巴脂、纤维素衍生物及其混合物组成的胶乳,
(c)混合硅酸盐,尤其是页硅酸盐,特别是合成锂皂石,
(d)数均直径为0.1-100nm,优选3-30nm的无机填充剂的胶粒,它们选自例如:二氧化硅、二氧化硅-氧化铝复合物、氧化铈、氧化锆、氧化铝、碳酸钙、硫酸钡、硫酸钙、氧化锌和二氧化钛。作为可用于本发明组合物的二氧化硅-氧化铝复合物胶粒,可提及的实例包括由Grace公司销售的名为Ludox AM、Ludox AM-X 6021、Ludox HSA和Ludox TMA的那些产品,
(e)合成聚合物,例如聚氨酯胶乳或丙烯酸-聚硅氧烷胶乳,尤其是专利申请EP-1 038 519中所述那些,例如用丙硫基(聚丙烯酸甲酯)、丙硫基(聚异丁烯酸甲酯)和丙硫基(聚异丁烯酸)接枝的聚二甲基硅氧烷,或用丙硫基(聚异丁烯酸异丁酯)和丙硫基(聚异丁烯酸)接枝的聚二甲基硅氧烷。此类接枝的聚硅氧烷聚合物尤其为3M公司销售的商品名为VS 80、VS 70和LO21的产品。
张力调节剂将以有效得到本发明所期望生物作用的量,存在于组合物中。
例如,相对于组合物的总重,张力调节剂可以0.01%-30%(重量)活性物质,优选1%-30%(重量)活性物质的含量,包含在本发明组合物中。
术语“活性物质”将排除其中张力调节剂可溶于或分散在其商品形式中的介质,例如在胶粒分散体的情况下。
尤其为了补充和/或加强张力调节剂的作用,也可以使用增加机械受体表达的试剂,例如增加整联蛋白表达的试剂。
16.脂肪重构剂(restructuring agents)
根据本发明,术语“脂肪重构剂”表示试剂可刺激脂肪生成和促进脂肪细胞分化,从而可抑制或延缓支持组织的皮肤所含脂肪的消耗,又称为“皮肤脂肪消耗”。
术语“皮肤脂肪”表示形成体积的脂肪细胞网络,面部皮肤支持在其上并被模制。
这些试剂将减少皮肤密度损失和/或皮肤脂肪,尤其是脸颊和眼周围皮肤脂肪消耗,和/或抑制脸部体积塌陷和/或凹陷、皮肤尤其是面颊和眼周围皮肤坚固性和/或其维持度下降,和/或提高在脸部和/或颈部,尤其是面颊皮肤下的容积、提高脸和眼周围的椭圆形,和/或提高皮肤,尤其面颊上皮肤的密度、弹性和维持度,脸和眼周围的椭圆形,和/或重新铸造面部特征,尤其是脸的椭圆形。
17.减肥剂
尤其可提及的减肥(分解脂肪的)试剂包括茶碱及其衍生物、可可碱、哌醋茶碱、氨茶碱、氯乙茶碱、二羟丙茶碱、地尼茶碱、依他茶碱及其衍生物、乙羟荼碱和丙羟茶碱;荼、咖啡、瓜那拉、冬青茶、 可乐果(Cola nitida)的提取物,尤其是含8%-10%咖啡因的瓜那拉果(Paulina sorbilis)干燥提取物;爬山虎(Hedera helix)、山金车花(Arnicamontana L)、迷迷香(Rosmarinus officinalis N)、金盏花(Calendula officinalis)、药用鼠尾草(Salvia officinalis L)、人参(Panax ginseng)、贯叶连翘(Hypericum perforatum)、假叶树(RuscusaculeatusL)、绣线菊(Filipendula ulmaria L)、雄蕊状鸡脚参(Orthosiphonstamincus Benth)、桦树(Betula alba)、吸水木(pumpwood)和阿甘(argan)树的提取物;银杏提取物、问荆提取物、七叶树提取物、苍术(cangzhu)提取物、洋甘菊(Chrysanthellum indicum)提取物、富含薯蓣皂苷元的薯蓣属植物提取物或纯薯蓣皂苷元或海柯皂苷元及其衍生物;Ballota提取物;(Guioa)、骨碎补(Davallia)、柯子(Terminalia)、玉蕊(Barringtonia)、山麻黄(Trema)或(Antirobia)的提取物;苦橙核提取物;可可豆壳(Theobroma cacao)提取物例如由Solabia销售的名为 的产品。
18.促进皮脂微循环的试剂
可用作用于皮肤微循环的活性剂阻止肤色发暗和/或改善眼周围的外观,尤其减少眼周围的阴影。该活性剂可选自例如海岸松皮提取物,例如Biolandes的 葡糖酸锰(SEPPIC的Givobio )、阿米芹(Ammi visnaga)提取物例如Indena的维司那定、羽扁豆提取物(Silab的 )、小麦水解蛋白/棕榈酸与棕榈酸的偶联物例如Laboratoires Carilène的Epaline 100;苦橙花(Silab的 )提取物;维生素P及其衍生物例如由Sephytal公司销售的名为 的甲基-4七叶素(esculetol)单乙酸钠;假叶树、普通娑罗果(horsechestnut)、长春藤、人参和草木犀的提取物;咖啡因;烟碱及其衍生物;赖氨酸及其衍生物例如Solabia的 红茶提取物例如Sederma的Kombuchka;芸香苷盐;珊蝴藻(Corallina officinalis)提取物例如由Codif销售的产品;及其混合物。
作为促进皮肤微循环的优选试剂,可提及咖啡因、苦橙花提取物、红茶提取物、芸香苷盐和珊蝴藻(Corallina officinalis)提取物。
19.镇静剂或抗刺激剂
术语“镇静剂”表示可减少皮肤刺痛、瘙痒或紧张感觉的化合物。
作为可用于本发明组合物的镇静剂,可提及:原矢车菊酚(procyannidol)低聚物;维生素E、C、B5和B3;咖啡因及其衍生物;五环三萜和含它们的植物提取物;β-甘草次酸及其盐或衍生物(硬脂基甘草次酸酯、3-硬脂酰氧基甘草亭酸或甘草次酸单葡糖苷酸)和含它们的植物(例如光果甘草(Glycyrrhiza glabra));齐墩果酸及其盐;熊果酸及其盐;乳香酸及其盐;白桦脂酸及其盐;牡丹(Paeonia suffruticosa)和/或芍药(lactiflora)提取物;糖海带(Laminaria saccharina)提取物;积雪草(Centella asiatica)提取物;低芥酸菜子油;没药醇;维生素E和C的磷酸二酯例如SEPPIC的Sepivital 甘菊提取物;尿囊素;ω-3不饱和油例如麝香玫瑰油;黑醋栗油;篮蓟(Ecchium)油;鱼油或红厚壳属植物(beauty-leaf)油;浮游生物提取物;辛酰甘氨酸;荷花(water lily blossom)提取物和棕榈酰脯氨酸的混合物例如由SEPPIC公司销售的名为Seppicalm 的产品;乳香(Boswellia serrata)提取物;澳洲天然鹅不食草(Centipeda cunninghami)提取物例如由TRI-KIndustries公司销售的名为Cehami 的产品;葵花子提取物,尤其是Silab的 亚麻(Linum usitatissimum)子提取物例如Silab的 生育三烯酚类;胡椒醛;柳兰(Epilobium angustifolium)提取物例如由Fytokem Products公司销售的名为加拿大柳叶兰提取物的产品;芦荟(Aloe vera);植物甾醇;矢车菊水;玫瑰水;薄荷提取物,尤其是薄荷叶提取物例如Silab的 大茴香衍生物;丝菌类例如专利EP 761 204中所述线状透明颤菌(Vitreoscilla filiformis)和由Chimex销售的名为Mexoryl 的产品;玫瑰花瓣提取物例如Cosmetochem公司的玫瑰花草 提取物;牛油树脂;通过超临界CO2 得到的大麦种子的蜡质组分、牛油树脂和阿甘油的混合物,例如Pentapharm的Stimu-tex 碱土金属盐,尤其是锶盐;由AtriumBiotechnologies公司销售的名为 交替单胞菌(Alteromonas)的发酵提取物;Vichy盆地的泉水例如源自Célestin、Chomel、Grande-Grille、 、Lucas和Parc的水,优选源自Lucas的水;镰形木荚苏木(Eperua falcata)皮提取物例如由Cognis公司销售的名为 的产品;牡丹(Paeonia suffruticosa)根提取物例如由IchimaruPharcos公司销售的名为Botanpi Liquid 的产品;及其混合物。
作为本发明的优选镇静剂,将使用:
β-甘草亭酸及其盐或衍生物(硬脂基甘草酸酯、3-硬脂酰氧基甘草亭酸或甘草亭酸单葡糖苷酸)和含它们的植物(例如光果甘草(Glycyrrhiza glabra));熊果酸及其盐;积雪草(Centella asiatica)提取物;低芥酸菜子油;没药醇;甘菊提取物;尿囊素;荷花(water lily blossom)提取物和棕榈酰脯氨酸的混合物例如由SEPPIC公司销售的名为Seppicalm 的产品;芦荟(Aloe vera);玫瑰水;薄荷提取物,尤其是薄荷叶提取物例如Silab的 丝菌类例如专利EP 761 204中所述和由Chimex以名为Mexoryl 销售的线状透明颤菌(Vitreoscilla filiformis);玫瑰花瓣提取物例如Cosmetochem公司的玫瑰花草 提取物;牛油树脂;由Atrium Biotechnologies公司销售的名为 交替单胞菌的发酵提取物;Vichy盆地的泉水例如源自Célestin、Chomel、Grande-Grille、 、Lucas和Parc的水,优选源自Lucas的水;镰形木荚苏木(Eperua falcata)皮提取物例如由Cognis公司销售的名为 的产品;牡丹(Paeonia suffruticosa)根提取物例如由Ichimaru Pharcos公司销售的名为Botanpi Liquid 的产品;及其混合物。
20.皮脂调节剂或抗皮脂溢剂
术语“皮脂调节剂或抗皮脂溢剂”尤其表示能够调节皮脂腺活性的试剂。
尤其可提及:
-视黄酸、过氧苯甲酰、硫、维生素B6(或吡哆醇)、氯化硒和海茴香;
-肉桂、肌氨酸和辛酰甘氨酸的混合物,尤其由SEPPIC公司销售的商品名为Sepicontrol
-锌盐例如葡糖酸锌、吡咯烷酮甲酸锌(或吡酮酸锌)、乳酸锌、天冬氨酸锌、羧酸锌、水杨酸锌和半胱氨酸锌;
-山生阿尼菊(Arnica montana)、金鸡纳(Cinchona succirubra)、丁香(Eugenia caryophyllata)、啤酒花(Humulus lupulus)、贯叶连翘(Hypericum perforatum)、辣薄荷(Mentha piperita)、迷迷香(Rosmarinusofficinalis)、药鼠尾草(Salvia oficinalis)和百里香(Thymus vulgaris)种的植物提取物,所有提取物均由例如Maruzen公司销售;
-糖海带藻(Laminaria saccharina)提取物,例如由Biotechmarine公司销售的名为 的产品;
-沙拉地榆(salad burnet)根提取物(地榆(Sanguisorba officinalis)/长穗地榆(Poterium officinale))、姜根(Zingiber officinalis)提取物和肉桂皮(Cinnamomum cassia)提取物的混合物,例如由Solabia公司销售的名为 的产品;
-黄柏提取物,例如由Maruzen公司销售的名为黄柏提取物BG或 由Ichimaru Pharcos公司销售的名为Oubaku液B的那些;
-非洲臀果木(Pygeum afrianum)提取物,例如由Euromed公司销售的名为非洲臀果木脂质固醇提取物的产品;
-锯叶棕(Serenoa serrulata)提取物,例如由Actives International公司销售的名为Viapure Sabal的产品或由Euromed公司销售的那些;
-丁香提取物,例如由Maruzen公司销售的名为丁香提取物粉末的产品;
-乳蛋白滤液,例如由Sederma公司销售的名为 的产品;
-掌状海带(Laminaria digitata)藻的低聚糖,例如由Codif公司销售的名为Phycosaccharide AC的产品;
-欧洲绣线菊(Spiraea ulmaria)提取物,例如由Libiol公司销售的名为 Ulmaire的产品;
-癸二酸,尤其是由Sederma公司销售的名为 的聚丙烯酸钠凝胶形式;
-从魔芋块茎提取并用烷基磺酸酯链修饰的葡甘露聚糖,例如由Arch Chemical公司销售的名为Biopol Beta的产品;
-苦参(Sophora angustifolia)提取物,例如由Bioland公司销售的名为槐属植物粉末或槐属植物提取物的那些产品;
-金鸡纳(Cinchona succirubra)皮提取物,例如由Alban Muller公司销售的名为红色金鸡纳树皮HS的产品;
-皂树(Quillaja saponaria)提取物,例如由Alban Muller公司销售的名为巴拿马木HS的产品;
-接枝到十一碳烯链的甘氨酸,例如由SEPPIC公司销售的名为Lipacide UG OR的产品;
-齐墩果酸和去甲二氢兪创木酸混合物,例如由Sederma公司销售的名为AC.Net的凝胶形式的产品;
-苯二甲酰亚氨基过己酸;
-及其混合物。
可提及的优选的抗皮脂溢活性剂包括:
-过氧苯甲酰和维生素B6(或吡哆醇),
-锌盐例如葡糖酸锌、吡咯烷酮甲酸锌(或吡酮酸锌)、乳酸锌、天冬氨酸锌、羧酸锌、水杨酸锌和半胱氨酸锌;
-糖海带藻(Laminaria saccharina)提取物,例如由Biotechmarine公司销售的名为 的产品;
-沙拉地榆(salad burnet)根(地榆(Sanguisorba officinals)/长穗地榆(Poterium officinale))提取物、生姜根(Zingiber officinalis)提取物和肉桂皮(Cinnamomum cassia)提取物的混合物,例如由Solabia公司销售的名为 的产品;
-丁香提取物,例如由Maruzen公司销售的名为丁香提取物粉末的产品;
-接枝到十一碳烯链的甘氨酸,例如由SEPPIC公司销售的名为Lipacide UGOR的产品;
-由Sasol公司销售的名为 ECI的柠檬酸三(C12-C13)烷基酯;由Sasol公司销售的名为 ECL的柠檬酸三(C14-C15)烷基酯;
-及其混合物。
抗皮脂溢活性剂优先选自:
-锌盐例如葡糖酸锌、吡咯烷酮甲酸锌(或吡酮酸锌)、乳酸锌、天冬氨酸锌、羧酸锌、水杨酸锌和半胱氨酸锌;优选吡咯烷酮甲酸锌(或吡酮酸锌)或水杨酸锌;
-丁香提取物,例如由Maruzen公司销售的名为丁香提取物粉末的产品;
-接枝到十一碳烯链的甘氨酸,例如由SEPPIC公司销售的名为LipacideUG OR的产品;
-及其混合物。
相对于组合物总重,抗皮脂溢活性剂以例如0.1%-10%(重量),优选0.1%-5%(重量),优先0.5%-3%(重量)的含量存在。
21.收敛剂
根据本发明,术语“收敛剂”表示抗皮脂滤泡扩张的试剂。
作为可用于本发明组合物的收敛剂,可提及蘑菇浆(Polyporusofficinalis)提取物例如Cognis的Laricyl 榄仁树(Terminaliacatappa)和西洋接骨木(Sambucus nigra)提取物例如Cognis的Phytofirm 五倍子坚果提取物例如Ichimaru Pharcos的Tanlex 氯化羟基铝;积雪草提取物(例如Cognis的Plantactivcentella);二(十六烷基)二甲基氯化铵例如Degussa的Varisoft 432 普通娑罗果提取物;锦葵提取物;金缕梅提取物;甜杏仁提取物;药用蜀葵根提取物和亚麻子提取物例如Cognis的Almondermin LS 牛蒡提取物;荨麻提取物;桦树提取物;问荆提取物;甘菊提取物例如由Symrise公司销售的名为Extrapone9 的那些;黄苓提取物;欧洲绣线菊提取物(例如Libiol的Cytobiol Ulmaire);白姜提取物、问荆提取物、荨麻提取物、迷迷香提取物和丝兰提取物的混合物例如Bell Flavors &Fragrances的草本提取物 阿拉伯树胶提取物、榆树提取物、白柳提取物、肉桂提取物、桦树提取物和绣线菊提取物、巴拿马皂苷元;Interchemical的苯酚磺酸锌;龙胆提取物、黄瓜提取物和胡桃提取 物;拉坦尼根提取物、柚子提取物、树胶子(gumweed)提取物和栎五倍子提取物的混合物例如Alban Muller的
作为本发明的优选的收敛剂,将使用黄苓提取物、欧洲绣线菊提取物、绣线菊提取物、龙胆提取物和牛蒡提取物,及其混合物。
22.瘢痕形成剂
可尤其提及的瘢痕形成剂的实例包括:
尿囊素、尿素、某些氨基酸例如羟脯氨酸、精氨酸和丝氨酸;和白百合花提取物(例如Indena的Phytélène Lys 37EG 16295);酵母提取物例如Laboratoires Sérobiologiques的LS LO/7225B瘢痕形成剂)、深绿色树脂油、酿酒酵母(Saccharomyces cerevisiae)提取物例如Arch Chemical的 燕麦提取物;壳聚糖及衍生物例如谷氨酸壳聚糖;胡萝卜提取物;天南属植物提取物例如Vincience的 醋氨己酸钠(sodium acexamate)、杂熏衣草提取物;蜂胶提取物;ximeninic酸及其盐;野玫瑰果油;金盏花提取物例如Alban Muller的Souci Liposolible;问荆提取物;柠檬皮提取物例如Cosmetochem的 香橼;蜡菊属植物提取物;普通西洋蓍草提取物和叶酸。
作为本发明的优选瘢痕形成剂,将使用精氨酸、丝氨酸、叶酸、深绿色树脂油、醋氨己酸钠、问荆提取物和蜡菊属植物提取物;及其混合物。
23.抗炎剂
作为根据本发明可使用的特定抗炎剂,可提及可的松、氢化可的松、吲哚美辛、倍他米松、壬二酸、醋氨酚、双氯芬酸、丙酸氯倍他索、叶酸;镰形木荚苏木(Eperua falcata)皮提取物例如Cognis公司销售的名为 的产品;牡丹(Paeonia suffruticosa)根提取物例如Ichimaru Pharcos公司销售的名为Botanpi Liquid 产品;及其混合物。 可提及的优选抗炎剂为壬二酸、叶酸;镰形木荚苏木(Eperuafalcata)皮提取物例如Cognis公司销售的名为 的产品;牡丹(Paeonia suffruticosa)根提取物例如Ichimaru Pharcos公司销售的名为Botanpi Liquid 产品;及其混合物。
24.抗痤疮剂
在本发明的一个有利方面,所述组合物也可含至少一种抗痤疮活性剂。
术语“抗痤疮活性剂”尤其表示对油性皮肤的特定细菌群落例如痤疮丙酸杆菌(Propionibacterium acnes)(P.acnes)起作用的任何活性剂。这些作用可以为杀菌。
可尤其提及的抗菌活性剂包括:
-专利申请DE 103 24 567中所述具有抗微生物活性的活性剂和防腐剂,该专利通过引用结合到本文中,
-亚细亚酸,
-香茅酸、紫苏酸(或4-异丙烯基环己-1-烯甲酸),
-黄芩(Scutellaria baicalensis)根提取物、牡丹(Paeoniasuffruticosa)根提取物和光果甘草(Glycyrrhiza glabra)根提取物的混合物,例如由Naturogin公司销售的名为BMB- 的产品,
-熊莓叶提取物,例如由Pentapharm公司销售的名为Melfade-J产品;
-10-羟基-2-癸酸例如Vincience的Acnacidol 乌索酸钠、壬二酸;二碘甲基对-甲苯基砜例如Angus的Amical 孔雀石粉末;氧化锌例如Elementis GMBH的 十八碳烯二酸例如Uniqema的Arlatone dioic 鞣花酸;2,4,4′-三氯-2′-羟基二苯醚(或三氯生);1-(3′,4′-二氯苯基)-3-(4′-氯苯基)脲(或三氯卡班);3,4,4′-三氯-对称二苯脲、3′,4′,5′-三氯水杨酰替苯胺、苯氧基乙醇、苯氧基丙醇、苯氧基异丙醇、羟乙磺酸己脒定、甲硝唑及其盐、咪康唑及其盐、伊曲康唑、特康唑、益康唑、酮康唑、沙康唑、氟康唑、克霉唑、布康唑、奥昔康唑、磺胺康唑(sulfaconazole)、硫康唑、特比萘芬、环吡酮、环吡酮胺(ciclopiroxolamine)、十一烯酸及其盐、过氧苯甲酰、3-羟基苯甲酸、4-羟基苯甲酸、植酸、N-乙酰基-L-半胱氨酸、硫辛酸、壬二酸及其盐、花生四烯酸、间苯二酚、3,4,4′-三氯-对称二苯脲、辛氧基甘油或八甘油(octoglycerine);辛酰甘氨酸例如SEPPIC的水脂酸(Lipacid) 辛二醇;10-羟基-2-癸酸;专利申请WO 93/18743中所述二氯苯基咪唑二氧杂环戊烷及其衍生物;丁基氨基甲酸碘代丙炔基酯;3,7,11-三甲基十二碳-2,5,10-三烯醇或法呢醇;植物鞘氨醇;季铵盐例如十六烷基三甲基铵盐和十六烷基吡啶鎓盐;
-及其混合物。
还可提及具有抗微生物作用的某些表面活性剂,例如椰油两性醋酸钠或二乙酸二钠例如Miranol C2M Conc.NP;甜菜碱例如Clariant的椰油基甜菜碱Genagen KB;十二烷基醚硫酸钠例如Kao的Emal 270D;癸基葡糖苷例如Plantacare 2000UP;苹果酸支链C12-13二烷基酯例如Cosmacol EMI;丙二醇单酯例如丙二醇单月桂酸酯、单辛酸酯或单癸酸酯;十二烷基二甲基胺甜菜碱例如Empigen BS/LS,和聚季铵例如Lonza的季铵盐(Quaternium)-24或Bardac 2050,以及专利FR0108283中所述那些,及其混合物。
作为优选的抗微生物剂,选自辛二醇、八甘油或辛氧基甘油和10-羟基-2-癸酸,及其混合物的抗微生物剂将用于本发明组合物。
可将其它另外的抗痤疮活性剂加入上述抗痤疮活性剂。
尤其可提及具有细菌抗粘连作用的活性剂,或作用于细菌生物膜抑制其增殖的试剂。
作为抑制和/或减少微生物粘连的试剂,尤其可提及:专利申请EP 1529523中所述植烷三醇及其衍生物;植物油例如麦芽油、金盏花油、篦麻油、橄榄油、鳄梨油、甜杏仁油、花生油、加州希蒙得木油、芝麻油、杏仁油、专利EP 1133979中所述葵花油和澳大利亚坚果油,或某些表面活性剂例如椰油两性二乙酸二钠、氧乙烯化(7EO)甘油椰油酸酯、琥珀酸18-十六碳烯基酯、辛氧基甘油棕榈酸酯、辛氧基甘油山嵛酸酯、己二酸二辛酯、PPG-15十八烷基醚,和专利EP 1129694中所述酒石酸支链C12-C13二烷基酯,及其混合物。
尤其对于痤疮丙酸杆菌(P.acnes)繁殖,或作为作用于细菌生物膜抑制其增殖的活性剂,可提及戊二醇、尼龙-66(聚酰胺66纤维)、米糠油;聚乙烯醇例如Celanese Chemical的Celvol 540PV 油菜籽油例如Karlshamns的Akorex 和果糖衍生物,及其混合物。
相对于组合物总重,抗痤疮活性剂可以0.01%-10%(重量),优选0.05%-5%(重量)的含量存在。
按照上述活性剂的性质功能和/或溶解度,本领域技术人员将知晓如何选择最合适的本发明实施方案。
作为可用于本发明试剂盒或至少一种组合物的亲脂性活性剂,尤其可提及D-α-生育酚、DL-α-生育酚、醋酸D-α-生育酚、醋酸DL-α-生育酚、抗坏血酸棕榈酸酯、维生素F甘油酯;维生素D、维生素D2、维生素D3;视黄醇、视黄醇酯、棕榈酸视黄酯、丙酸视黄酯、包括β-胡萝卜素的胡萝卜素、D-泛醇、法呢醇、乙酸法呢酯;水杨酸及其衍生物例如5-正辛酰基水杨酸;α-羟基酸烷基酯例如柠檬酸、乳酸、羟基乙酸、亚细亚酸、羟基积血草酸、积血草苷、积血草(Centellaasiatica)总提取物、β-甘草次酸、α-没药醇;神经酰胺例如2-油酰基氨基-1,3-十八烷;植烷三醇;富含聚不饱和必需脂肪酸的海洋来源的磷脂;乙氧基喹、迷迭香提取物、香蜂花提取物、斛皮素、干微藻提取物、香柠檬精油、甲氧基肉桂酸辛酯、丁基甲氧基二苯甲酰甲烷、辛基三嗪酮、3,5-二叔丁基-4-羟基-3-亚苄基樟脑、抗生素、抗真菌剂、麻醉剂、镇痛剂、防腐剂、抗病毒剂、杀虫剂和除草剂,及其混合物。
相对于组合物总重,化妆和/或皮肤病用活性剂将以0.001%-20%的含量存在于本发明试剂盒或组合物之一中,相对于组合物总重,优选0.01%-10%,甚至更优选0.5%-5%,并更优选0.1%-1%(重量)。
对于“擦洗”施用,相对于组合物总重,化妆和/或皮肤病用活性剂的含量可为1%-50%(重量),优选相对于组合物总重为1%-30%(重量)。
对于改善皮肤和/或头皮的外观和/或质也尤其改善肤色光泽和均一性和/或减少皮肤的视觉和/或触觉不规则性,尤其是改善皮肤表面外观;减弱光化雀斑、痤疮或水痘痣;和阻止、削弱或抵抗皮肤老化体征,尤其消除皮肤质地不规则性例如皱纹和细纹来讲,擦洗是熟知的方法。
通过化学方法,它具有除去待处理皮肤(表皮,并可能为真皮的上层)的表面部分的作用。
其它另外的成分
为补充和/或优化通过上述化妆和/或皮肤病用活性剂对角蛋白质赋予的作用,将其它另外的成分掺入本发明组合物可能最好。
特别是,这些另外的成分可赋予立即的视觉作用,该作用将通过上述活性剂的生物作用传递。它们也可通过机械作用(例如研磨填充剂)加强上述生物活性剂的作用。
因此,本发明组合物也可含至少一种试剂,该试剂选自消光剂、具有软焦点作用的填充剂、荧光剂、促进皮肤自然粉红色色泽的试剂、研磨填充剂或表皮脱落剂,及其混合物。
消光剂
术语“消光剂”表示用于使皮肤视觉上更无光泽且发光较少的试剂。
尤其可用测角反射计,通过测量镜面反射与散反射之间的比例R,评价试剂和/或含它的组合物的消光作用。R值小于或等于2通常反映有消光作用。
消光剂可尤其选自水稻淀粉或玉米淀粉、高岭石、滑石粉、南瓜子提取物、纤维素微珠;植物纤维、合成纤维,尤其是聚酰胺纤维;膨胀型丙烯酸共聚物微球;聚酰胺粉末;二氧化硅粉末;聚四氟乙烯粉末;聚硅氧烷树脂粉末;丙烯酸聚合物粉末;蜡粉末;聚乙烯粉末;用聚硅氧烷树脂涂覆的弹性交联有机聚硅氧烷粉末;滑石粉/二氧化钛/氧化铝/二氧化硅复合物粉末;无定形混合硅酸盐粉末;硅酸盐粒子,尤其是混合硅酸盐粒子,及其混合物。
尤其可提及的消光剂的实例包括:
-水稻或玉米淀粉,尤其是National Starch公司销售的名为Dry 辛烯基琥珀酸铝淀粉;
-高岭石;
-二氧化硅;
-滑石粉;
-专利申请EP 1 562 562中所述纤维素微珠;
-纤维,例如在专利申请EP1 151 742中所述丝绸纤维、棉花纤维、羊毛纤维、亚麻纤维,尤其从木材、蔬菜或藻中提取的纤维素纤维;聚酰胺纤维(尼 );改性纤维素纤维;聚对-亚苯基对苯二甲酰胺纤维;丙烯酸纤维;聚烯烃纤维;玻璃纤维;二氧化硅纤维、芳族聚酰胺纤维、碳纤维;特氟 纤维;不溶性胶原纤维;聚酯纤维;聚氯乙烯或聚偏1,1-二氯乙烯纤维;聚乙烯醇纤维;聚丙烯腈纤维;壳聚糖纤维、聚氨酯纤维;聚邻苯二甲酸乙二醇酯纤维;由聚合物、可再吸收合成纤维的混合物形成的纤维,及其混合物;
-膨胀型丙烯酸共聚物微球,例如由EXPANCEL公司销售的名为Expancel 的那些;
-专利申请FR 2 869 796中所述具有光学效果的填充剂,尤其是:
-二氧化硅粉末,例如Miyoshi的二氧化硅珠SB150,该珠的平均粒度为5微米,折射率为1.45,
-聚四氟乙烯粉末,例如Clariant的PTFE科莱恩蜡粉(Ceridust)9205F,其平均粒度为8微米,折射率为1.36,
-聚硅氧烷树脂粉末,例如GE Silicone的聚硅氧烷树脂Tospearl145A,其平均粒度为4.5微米,折射率为1.41,
-丙烯酸共聚物粉末,尤其是聚(甲基)丙烯酸甲酯,例如NihonJunyoki的PMMA粒子Jurymer MBI,其平均粒度为8微米,折射率为1.49,或Matsumoto Yushi-Seiyaku公司的微珠 和F 80 粒子,
-蜡粉末,例如Micropowers的石蜡粒子Microease 114S,其平均粒度为7微米,折射率为1.54,
-聚乙烯粉末,尤其含至少一种乙烯/丙烯酸共聚物,且特别是由乙烯/丙烯酸共聚物组成,例如Sumitomo的Flobeads EA 209粒子(平均粒度为10微米,折射率为1.48),
-用聚硅氧烷树脂,尤其用例如专利US 5 538 793中所述硅倍半氧烷树脂涂覆的弹性交联有机聚硅氧烷粉末,此类弹性粉末由Shin-Etsu公司以KSP-100、KSP-101、KSP-102、KSP-103、KSP-104和KSP-105名销售,和
-其混合物,
-专利申请FR 2 869 796中所述吸收和/或吸附皮脂的化合物。尤其可提及:
-二氧化硅粉末,例如由Miyoshi公司销售的名为二氧化硅珠SB-700的多孔二氧化硅微球;由Asahi Glass公司销售的 H51、 H33和 H53产品;由Asahi Glass公司销售的名为SA H-33和SA H-53的聚二甲基硅氧烷涂覆的无定形二氧化硅微球;
-无定形混合硅酸盐粉末,尤其是铝和镁的无定形混合硅酸盐粉末,例如由Sumitomo公司销售的名为Neusilin UFL2的产品;
-丙烯酸聚合物粉末,尤其是聚甲基丙烯酸甲酯粉末,例如由Wacker公司销售的 LH85;聚甲基丙烯酸甲酯/乙二醇二甲基丙烯酸酯粉末,例如由Dow Corning公司销售的Dow Corning 5640 美肤油吸附剂,或由Ganz Chemical公司销售的 GMP-0820;聚甲基丙烯酸烯丙基酯/乙二醇二甲基丙烯酸 酯粉末,例如由Amcol公司销售的Poly- L200或Poly- E200;乙二醇二甲基丙烯酸酯/异丁烯酸十二烷基酯共聚物粉末,例如由DowCorning公司销售的 6603;
-硅酸盐粒子,例如氧化铝硅酸盐;
-混合硅酸盐粒子,例如:
-及其混合物。
根据本发明可使用的优选消光剂包括南瓜子提取物、水稻或玉米淀粉、高岭土、二氧化硅、滑石粉、聚酰胺粉末、聚乙烯粉末、丙烯酸共聚物粉末、膨胀型丙烯酸共聚物微球、聚硅氧烷树脂微珠和混合硅酸盐粒子,及其混合物。
具有软焦点作用的填充剂
这些填充剂可以是能够通过它们的内在物理性质而修饰并使皱纹隐匿的任何材料。这些填充剂尤其可通过张力调节作用、掩盖作用或软焦点作用修饰皱纹。
可给出的填充剂实例包括以下化合物:
-多孔二氧化硅微粒,例如Miyoshi的二氧化硅 SB150和SB700,其平均粒度为5微米;Asahi Glass的系列-H 例如Sunspheres H33、H51,它们的相应粒度分别为3.5和5μm;
-丙烯酸共聚物粉末,尤其是聚(甲基)丙烯酸甲酯粉末例如Nihon Junyoki的PMMA粒子Jurymer 平均粒度为8微米;由Wacker公司销售的名为 LH85的中空PMMA球;和以 名销售的亚乙烯基/丙烯腈/亚甲基异丁烯酸酯的膨胀型微球;
-滑石粉、云母、高岭土、十二烷基甘氨酸、与辛烯基琥珀酸酐交联的淀粉粉末、氮化硼、聚四氟乙烯粉末、沉淀碳酸钙、碳酸镁、碳酸氢镁、硫酸钡、羟基磷灰石、硅酸钙、二氧化铈和玻璃或陶瓷微囊;
-亲水性或疏水性、合成或非天然、无机或有机填充剂,例如在专利申请EP 1 151 742中所述丝绸纤维、棉花纤维、羊毛纤维、亚麻纤维,尤其从木材、蔬菜或藻提取的纤维素纤维;聚酰胺(尼 )纤维、改性纤维素纤维、聚对-苯二甲酰胺纤维、丙烯酸纤维、聚烯烃纤维、玻璃纤维、二氧化硅纤维、芳族聚酰胺纤维、碳纤维、聚四氟乙烯(特氟 )纤维、不溶性胶原纤维、聚酯纤维;聚氯乙烯纤维、聚偏1,1-二氯乙烯纤维;聚乙烯醇纤维;聚丙烯腈纤维;壳聚糖纤维、聚氨酯纤维;聚邻苯二甲酸乙二醇酯纤维;由聚合物、可再吸收合成纤维的混合物形成的纤维,及其混合物;
对老化体征有作用的填充剂尤其选自多孔二氧化硅微粒、中空半球形聚硅氧烷、聚硅氧烷树脂粉末、丙烯酸共聚物粉末、聚乙烯粉末、用聚硅氧烷树脂涂覆的交联弹性有机聚硅氧烷粉末、滑石粉/二氧化钛/氧化铝/二氧化硅复合物粉末、沉淀碳酸钙、碳酸镁、碳酸氢镁、硫酸钡、羟基磷灰石、硅酸钙、二氧化铈、玻璃或陶瓷微囊,和丝绸纤维或棉花纤维,及其混合物。
填充剂可以为软焦点填充剂。
术语“软焦点”填充剂表示另外给出肤色透明和模糊效果的填充剂。优选,软焦点填充剂的平均粒度小于或等于15微米。这些粒子可以为任何形式,尤其可为球形或非球形。这些填充剂更优选为非球形。
软焦点填充剂可选自二氧化硅和硅酸盐粉末,尤其是氧化铝粉末、聚甲基丙烯酸甲酯(PMMA)型粉末、滑石粉、二氧化硅/TiO2或二氧化硅/氧化锌复合物、聚乙烯粉末、淀粉粉末、聚酰胺粉末、苯乙烯/丙烯酸共聚物粉末和聚硅氧烷弹性体,及其混合物。
尤其可提及数均尺寸小于或等于3微米的滑石粉,例如数均尺寸1.8微米的滑石粉,尤其是由Nippon Talc公司销售的商品名为滑石粉 的产品;尼 12粉末,尤其是由Atochem公司销售的名为Orgasol2002提取物D Nat 的产品;1%-2%表面用无机蜡处理的二氧化硅粒子(INCI名为:水合二氧化硅(和)石蜡)例如由Degussa公司销售的产品;无定形二氧化硅微球例如销售的名为Sunsphere的产品,例如Asahi Glass公司的参照H- 的产品,和二氧化硅微珠例如由Miyoshi公司销售的名为SB- 或SB- 的那些,该目录为非限制性的。
在本发明组合物中,这些对老化体征起作用的填充剂的浓度相对于组合物总重可为0.1%-40%,或甚至0.1%-20%(重量)。
荧光剂
术语“荧光剂”表示在紫外线和/或可见光作用下,在可见区域重发射一部分光的物质,所述光在与其自然反射的相同颜色下已被吸收。因此,自然反射的颜色被重发射的颜色强化,显得极其明亮。
可提及的实例包括有色聚酰胺和/或甲醛/苯基胍胺和/或三聚氰胺/甲醛/磺酰胺树脂,它们来自有色氨基三嗪/甲醛/磺酰胺共缩合物和/或来自金属化聚酯薄片和/或其混合物。这些荧光颜料也可以荧光颜料的水分散体形式存在。
还可提及由Swada公司,以商品名Fiesta Astral Pink FEX-1销售的平均粒度为3-4微米的粉红色荧光剂氨基三嗪/甲醛/磺酰胺共缩合物,和以商品名Fiesta Comet Blue FTX-60销售的平均粒度为3-4.5微米的蓝色荧光剂氨基三嗪/甲醛/磺酰胺共缩合物;或由UK Seung Chemical公司销售的商品名为FB-205黄的用甲醛/尿素树脂覆盖的黄色苯基胍胺/甲醛树脂,和以商品名FB-400橙红销售的用甲醛/尿素树脂覆盖的红色苯基胍胺/甲醛树脂;和由Sterling Industrial Colors公司销售的商品名为Flare 911橙4的橙色聚酰胺树脂。
优选,相对于组合物总重,荧光物质以0.1%-20%,优选0.1%-15%,更优选0.5%-3%(重量)的含量存在于组合物中。
当有机荧光物质为白色时,它们又称为荧光增白剂。
当涂在皮肤上时,荧光增白剂具有强化含它们的化妆品组合物的发光度和恢复其色调的作用。
在可提及的荧光增白剂中,更特别是1,2-二苯乙烯衍生物,尤其是聚苯乙烯基1,2-二苯乙烯和三嗪1,2-二苯乙烯;香豆素衍生物,尤其是羟基香豆素和氨基香豆素;噁唑;苯并噁唑;咪唑;三唑和吡唑啉衍生物;芘衍生物和卟啉衍生物,和/或其混合物。
优先使用的荧光增白剂为4,4′-双[(4,6-二苯胺基-1,3,5-三嗪-2-基)-氨基]-1,2-二苯乙烯-2,2′-二磺酸钠、2,5-噻吩二基二(5-叔丁基-1,3-苯并噁唑)和4,4′-二苯乙烯基联苯磺酸二钠,和/或其混合物。
用于促进皮肤自然粉红色色泽的试剂
尤其可提及:
-自动变褐色剂(self-tanning agent),即当涂在皮肤,尤其涂在脸上时,可产生与由于长期暴露于太阳(自然褐色)或在UV灯下可导致的外观多少有些相似的褐色效果的试剂;
-其它着色剂,即对皮肤具有特定亲合力的任何化合物,该亲合力允许其给予皮肤持续的非掩盖性着色(即不具有使皮肤不透明的趋势)且不能被水或使用溶剂除去,且其可承受用含表面活性剂的溶液擦和涤。因此,这种持续着色不同于例如由化妆颜料提供的表面和短暂着色;
及其混合物。
可尤其提及的自动变褐色剂的实例包括:
二羟基丙酮(DHA),
赤藓酮糖,和
由以下物质形成的催化剂系统的组合:
-锰和/或锌氧化物盐,和
-碱金属和/或碱土金属碳酸氢盐。
自动变褐色剂通常选自单羰基或多羰基化合物,例如专利申请FR2466492和WO 97/35842中所述靛红、四氧嘧啶、水合茚三酮、甘油醛、中酒石酸酐(mesotartaric aldehyde)、戊二醛、赤藓酮糖、吡唑啉-4,5-二酮衍生物、专利申请EP 903 342中所述二羟基丙酮(DHA)和4,4-二羟基吡唑啉-5-酮衍生物。将优选使用DHA。
可使用游离和/或封囊化形式的DHA,例如脂质囊泡例如脂质体形式,尤其是专利申请WO 97/25970中所述形式。
一般而言,以组合物总重计,自动变褐色剂以0.01%-20%(重量)的量,优选以0.1%-10%的量存在。
也可使用可调节自动变褐色剂产生的颜色的其它染料。
这些染料可选自合成或天然的直接染料。
这些染料可选自例如荧烷型红色或橙色染料,例如专利申请FR 2
840806中所述那些。可提及例如以下染料:
-四溴荧光素或曙红,CTFA名为:CI 45380或红21;
-四溴二氯荧光黄B,CTFA名为:CI 45410或红27;
-二碘荧光素,CTFA名为:CI 45425或橙10;
-二溴荧光素,CTFA名为:CI 45370或橙5;
-四溴荧光素的钠盐,CTFA名为:CI 45380(Na盐)或红22;
-四溴二氯荧光黄B的钠盐,CTFA名为:CI 45410(Na盐)或红28;
-二碘荧光素的钠盐,CTFA名为:CI 45425(Na盐)或橙11;
-四碘荧光素,CTFA名为:CI 45430或酸红51;
-四溴二氯荧光黄,CTFA名为:CI 45405或酸红98。
这些染料也可选自蒽醌、酱色、胭脂红、碳黑、甘菊蓝、甲氧沙林(methoxalene)、三甲沙林(trioxalene)、古容(guaj azulene)、chamuzulene、孟加拉玫瑰、曙红10B、根皮红(cyanosin)和达芙妮(daphinin)。
这些染料也可选自吲哚衍生物,例如专利FR 2 651 126中所述单羟基吲哚(即:4-、5-、6-或7-羟基吲哚)或专利EP-B-0 425 324中所述二羟基吲哚(即:5,6-二羟基吲哚、2-甲基-5,6-二羟基吲哚、3-甲基-5,6-二羟基吲哚或2,3-二甲基-5,6-二羟基吲哚)。
研磨填充剂或表皮脱落剂
作为可用于本发明清洗(rinse-out)组合物的表皮脱落剂,可提及的实例包括无机、植物或有机来源的用于擦洗的表皮脱落剂粒子。因此,例如可使用聚乙烯珠或粉末、尼龙粉末、聚氯乙烯粉末、浮石粉末、 碾磨的杏核或胡桃壳、锯屑、玻璃珠和氧化铝及其混合物。还可提及Solabia的 (竹子提取物)、草莓瘦果提取物(Greentech的草莓瘦果)、桃核粉末、杏核粉末,最后,在具有研磨作用的植物粉末领域中,可提及越桔核粉末。
作为本发明优选的研磨填充剂或表皮脱落剂,将提及桃核粉末、杏核粉末、越桔核粉末、草莓瘦果提取物和竹子提取物。
以下实施例用于举例说明本发明。在这些实施例中,组合物成分的量以相对于组合物总重的重量百分比给出。
合成实施例:
实施例1:4-甲基-1,2-二硫杂环戊烷-4-甲酸(化合物1)的合成
将8g二氯新戊酸置于安装冷凝器和滴液漏斗的250ml三颈烧瓶中。将该酸溶于80ml水,缓慢加入4.6g Na2CO3。滴加10.7g硫代乙酸钾溶液,使反应介质回流。加入14.9g Na2CO3,再将介质加热回流。原料消失后,加入7.3ml DMSO,然后回流。酸化后,经沉淀得到二硫杂环戊烷,将固体真空干燥。得到浅黄色固体。
1H NMR(400MHz,DMSO-d6):δppm 3.69(d,2H),2.95(d,2H),1.53(s,3H),ESI-:
[(M,H)-]=163m/z
实施例2:4-甲基-1,2-二硫杂环戊烷-4-甲酸辛酯(化合物9)的合成
在氩气下,用注射器,在20ml二氯甲烷中,将1g酸(24)、0.8ml1-氯-N,N-2-三甲基丙烯胺(27)依次置于100ml三颈烧瓶中。将混合物搅拌1小时,然后在-5℃下,通过滴液漏斗滴加到含1.28ml三乙胺、0.96ml辛醇和20ml二氯甲烷的反应介质中。将混合物搅拌。然后将反应介质用水(3×30ml)洗涤。将水相用3×10ml乙酸乙酯萃取。将合并的有机相用30ml饱和NaCl水溶液洗涤,然后经Na2SO4干燥,过滤,然后在旋转蒸发仪上真空(500毫巴,T=40℃)浓缩。得到的粗产物为黄色油状物(m=1.25g)。通过硅胶柱闪层析纯化(m SiO2=40g,用100/0然后98/2庚烷/EtOAc梯度洗脱)。
在旋转蒸发仪上将流分浓缩后(P=100毫巴,T=40℃),得到1.08g纯期望的产物。
黄色油状物。收率=66%;Rf(酯)=0.16(洗脱液:环己烷);
1H NMR(400MHz,DMSO-d6):δppm 4.08(t,2H),3.57(d,2H),3.02(d,2H),1.58(m,2H),1.40(s,3H),1.29(m,10H),0.86(t,3H)
MS m/z(M+,277;M+23,299).
按与前述相同条件进行以下操作,仅更换亲核试剂。
实施例3:S-[2-(乙酰氨基)乙基]4-甲基-1,2-二硫杂环戊烷-4-硫代羧酸酯(化合物13)的合成
方法与实施例2相同:使用的亲核试剂为N-乙酰基半胱胺(0.64ml)。
通过硅胶柱闪层析纯化(m SiO2=40g,用100/0然后98/2DCM/MeOH线性梯度洗脱)。
在旋转蒸发仪上将流分浓缩后(P=200毫巴,T=40℃),得到0.32g期望产物和N,N-2-三甲基丙酰胺的混合物(28)。
粘稠黄色液体。收率=10%;Rf(期望产物)=0.3;洗脱液:95/5DCM/MeOH;
1H NMR(DMSO-d6):δppm 8.03(t,NH),3.57(d,2H),3.18(dt 2H),3.10(d,2H),2.96(m,2H),1.79(s,3H),1.43(s,3H);MSm/z(M+,266;M+23,288).
实施例4:N-(2-羟基乙基)-4-甲基-1,2-二硫杂环戊烷-4-甲酰胺(化合物14)的合成
方法与实施例2相同:使用的亲核试剂为乙醇胺(0.36ml)。将反应介质过滤后,得到粗黄色油状物(m=1.850g)。
通过硅胶柱闪层析纯化(用100/0然后98/2DCM/MeOH线性梯度洗脱)。在旋转蒸发仪上将流分浓缩后(P=500毫巴,T=40℃),得到800mg纯期望产物,为黄色油状物。收率=65%。
Rf(期望产物)=0.43;洗脱液:9/1DCM/MeOH。
1H NMR (DMSO-d6):δppm 7.80(t,NH),4.64(t,OH),3.53(d,2H),3.40(dt,2H),3.14(m,2H),2.99(d,2H),1.34(s,3H);MS m/z(M+,208;M+23,230).
实施例5:4-甲基-1,2-二硫杂环戊烷-4-甲酰胺(化合物2)的合成
方法(实施例5-a)与实施例2相同:使用的亲核试剂为氨的异丙醇溶液(9.5ml)。将反应介质过滤后,得到粗黄色油状物(m=1.853g)。通过硅胶柱闪层析纯化(洗脱液:DCM)。在旋转蒸发仪上将流分浓缩后(P=600毫巴,T=40℃),得到500mg纯期望产物,为黄色固体。收率=52%。
或者,方法(实施例5-b):在0℃下,向1g化合物1的含1.2当量三乙胺的THF溶液中加入1.2当量氯甲酸异丁酯。在室温下2小时后,将反应介质加入作为冷却溶液的氨中,该氨或者为28%的水溶液或为2N的异丙醇溶液。将介质在室温下搅拌,持续需要的时间,然后真空浓缩。然后将粗产物溶于甲苯,沉淀后,得到化合物2。收率=60%
Rf(期望产物)=0.45;洗脱液:95/5DCM/MeOH;
1H NMR(DMSO-d6):δppm 7.38(s,NH),7.13(s,NH),3.53(d,2H),2.97(d,2H),1.34(s,3H);ESI-:[(M,H)-]=162m/z;ESI+:[(M,Na)+]=186m/z;ESI+:[(M,H)+]=164m/z;ESI+:[(M,Na,MeOH)+]=218m/z
实施例6:N-(2.3-二羟基丙基)-4-甲基-1,2-二硫杂环戊烷-4-甲酰胺(化合物15)的合成
方法与实施例2相同:使用的原料酸的量为0.25g,使用的亲核试剂为二甲基二氧杂环戊烷甲胺(0.2ml)。
得到110mg纯期望产物,为黄色油状物。收率=26%。
Rf(期望产物)=0.51;洗脱液:95/5DCM/MeOH;
1H NMR(DMSO-d6):δppm 7.77(t,1H:NH),3.55(dd 4H,H3:非对映体),3.5(m,4H,H7:非对映体),3.20(m,2H,H8:非对映体),3.05(dd,2H:H9 and H9′),2.99(dd,4H,H5),1.35(s,12H,H10+H11:非对映体),0.9(d,3H,H6);MSm/z(M+23,300).
将70mg以丙酮化合物形式保护的纯产物和约5g Dowex树脂置于3ml水和2ml THF溶液中。将反应混合物在室温下搅拌20小时,然后在40℃下搅拌40小时。
将含树脂的反应介质真空过滤,依次用3×10ml水和2×10mlEtOH洗涤。然后在旋转蒸发仪上将滤液浓缩(P=200毫巴,T=40℃),得到30mg含两种非对映体的黄色油状物。
Rf(期望产物)=0.24;洗脱液:9/1DCM/MeOH;
1H NMR(DMSO-d6):δppm 7.80(t,1H:NH),4.73(d,OH),4.50(t,OH),3.55(d,4H),3.4(m,2H),3.2(m,1H),3.1(m,2H),2.99(d,4H),1.35(s,3H);MSm/z(M+,208;M+23,230).
实施例7:N-庚基-4-甲基-1,2-二硫杂环戊烷-4-甲酰胺(化合物10)的合成
方法与实施例2相同:亲核试剂为0.22ml正庚胺。
得到的粗产物为微黄色油状物(m=0.27g)。通过硅胶柱闪层析进行纯化(m SiO2=12g,洗脱液:99/1DCM/MeOH)。
在旋转蒸发仪上将流分浓缩后(P=500毫巴,T=40℃),得到0.21g纯期望产物,为黄色油状物。收率=54%。
Rf(期望产物)=0.5;洗脱液:99/1DCM/MeOH;
1H NMR(DMSO-d6):δppm 7.78(t,NH),3.53(d,2H),3.1(dt,2H),2.97(d,2H),1.41(tt,2H),1.34(s,3H),1.23(m,8H),0,85(t,3H);MS m/z(M+,262;M+23,284)
实施例8:2-{[(4-甲基-1,2-二硫杂环戊烷-4-基)羰基]氨基}-4-(甲基硫烷基)-丁酸甲酯(化合物12)的合成
方法与实施例2相同:亲核试剂为L-甲硫氨酸甲酯。
1H NMR(DMSO-d6):δppm 8.13(d,NH),4.4(m,1H),3.63(s,3H),3.58(m,2H),3.02(m,2H),2.5(m,2H),2.04(s,3H),1.96(m,2H),1.38(s,3H);MS m/z(M+,310;M+23,332)
实施例9:N-丁基-4-甲基-1,2-二硫杂环戊烷-4-甲酰胺(化合物11)的合成
在0℃下,向1g 1,2-二硫杂环戊烷-4-甲基-4-甲酸的ml无水THF溶液中加入1.1当量三乙胺和1.1当量氰基磷酸二乙酯。在0℃下,加入1.1当量正丁胺,将介质搅拌1小时,同时升温至室温。蒸发后,通过萃取进行水后处理,将再浓缩的粗反应产物在硅胶柱上纯化(洗脱液:二氯甲烷)。将目的流分蒸发后,得到黄色油状物。
1H NMR(DMSO-d6):δppm 7.79(t,NH),3.53(d,2H),3.1(dt,2H),2.97(d,2H),1.41(tt,2H),1.34(s,3H),1.23(m,8H),0.85(t,3H);MS m/z(M+,262;M+23,284)
1H NMR(DMSO-d6):δppm 7.79(t,NH),3.54(d,2H),3.08(dt,2H),2.98(d,2H),1.40(q,2H),1.34(s,3H),1.27(m,4H),0.87(t,3H);ESI+:[(M,Na)+]=242m/z
实施例10:4-甲基-1,2-二硫杂环戊烷-4-甲酸乙酯(化合物4)的合成
向1g 4-甲基-1,2-二硫杂环戊烷-4-甲酸的20ml乙醇溶液中加入Dowex 50WX8磺酸树脂(由Aldrich销售)。将混合物回流24小时,然后过滤,蒸发,得到纯乙酯。
1H NMR(DMSO-d6):δppm 4.13(q,2H),3.58(d,2H),3.02(d,2H),1.40(s,3H),1.20(t,3H)
ESI+:[(2M,Na)+]=407m/z
实施例11:N-(4-羟基-3-甲氧基苄基)-4-甲基-1,2-二硫杂环戊烷-4-甲酰胺(化合物16)的合成
将24.3mmol二硫杂环戊烷酸溶于60ml二氯甲烷,冷却至0℃(在冰浴上),向其中加入24.3mmol N-羟基琥珀酰亚胺。将反应介质在0℃下搅拌30分钟。加入24.3mmol DCC的50ml二氯甲烷溶液,然后将混合物在20℃下搅拌4小时。将反应介质过滤,洗涤,然后在40℃下,在旋转蒸发仪上将滤液真空蒸发至干,得到1-{[(4-甲基-1,2- 二硫杂环戊烷-4-基)羰基]氧基}吡咯烷-2,5-二酮。(m=7g,定量收率)。向1.58mmol的1-{[(4-甲基-1,2-二硫杂环戊烷-4-基)羰基]氧基}吡咯烷-2,5-二酮中加入10ml甲基-THF、3.16mmol 4-(氨基甲基)-2-甲氧基苯酚盐酸盐和3.16mmol三乙胺。搅拌过夜后,将混合物过滤,用甲基-THF冲洗,然后蒸发。经闪层析,用98/2二氯甲烷/甲醇洗脱,得到黄色油状物形式的化合物16(收率=84%)。
1H NMR(DMSO-d6):δppm 1.39(s,3H);3.03(d,2H);3.56(d,2H),3.63(s,3H,OCH3),4.21(d,2H),6.64(dd,1H,Ar),6.69(d,1H,Ar),6.80(d,1H,Ar),8.31(t,1H,NH),8.79(s,1H,OH)
ESI+:[(M,H)+]=300m/z
实施例12:N-[2-(4-羟基-3-甲氧基苯基)乙基]-4-甲基-1,2-二硫杂环戊烷-4-甲酰胺(化合物17)的合成
方法与化合物16的相同,采用4-(2-氨基乙基)-2-甲氧基苯酚盐酸盐。黄色油状物。收率=64%。
1H NMR(DMSO-d6):δppm 1.31(s,3H);2.63(t,2H),2.97(d,2H);3.24(m,2H,NCH2)3.53(d,2H),3.75(s,3H,OCH3),6.57(dd,1H,Ar),6.67(d,1H,Ar),6.74(d,1H,Ar),8.86(t,1H,NH),8.67(s,1H,OH)
ESI+:[(M,H)+]=314m/z
实施例13:N,N-二乙基-4-甲基-1,2-二硫杂环戊烷-4-甲酰胺(化合物18)的合成
向2.26mmol化合物1加入5ml无水二氯甲烷和0.1ml无水DMF。将混合物冷却至0℃,然后加入2.7mmol草酰氯。将混合物在20℃下搅拌,然后在0℃下加入2.26mmol二乙胺、5ml无水二氯甲烷和6.8mmol二异丙基乙胺的混合物中。将反应介质在20℃下搅拌3小时。当反应完成后,将介质用50ml二氯甲烷稀释,然后用2×30ml水和1×50ml饱和NH4Cl溶液洗涤,然后经Na2SO4干燥,在旋转蒸发仪上蒸发至干。经闪层析(洗脱液:庚烷/EtOAc)后,将黄色油状物形式的化合物18分离(收率=48%)。
1H NMR(DMSO-d6):δppm 1.36(s,3H);3.15(d,2H);3.50(d,2H),33(m,2×2H),1.07(m,2×3H)
ESI+:[(M,H)+]=220m/z
实施例14:4-甲基-N-(1-甲基乙基)-1,2-二硫杂环戊烷-4-甲酰胺(化合物20)的合成
与实施例19中相同的方法,使用异丙胺。浅褐色固体。收率=54%
1H NMR(DMSO-d6):δppm 1.06(d,2×3H);1.33(s,3H,Hc);2.99(d,2H,Hb);3.56(d,2H,Ha);3.88(m,1H),
ESI+:[(M,H)+]=206m/z
实施例15:4-甲基-N-苯基-1,2-二硫杂环戊烷-4-甲酰胺(化合物21)的合成
与实施例19中相同的方法,采用苯胺。
黄色油状物。收率=70%
1H NMR(DMSO-d6):δppm 1.51(s,3H,Hc);2.99(d,2H,Hb);3.75(d,2H,Ha),7.08(t,1H,Ar),7.3(t,2H,Ar),7.60(d,2H,Ar),9.56(s,1H,NH)
ESI+:[(M,H)+]=240m/z
制剂16-19的实施例
组合物 | 实施例16 (*) | 实施例 17 | 实施例 18 | 实施例 19 | 实施例 20 |
苯甲酸C12/C15烷基酯 | 10.0 | 10.0 | 10.0 | 10.0 | 10.0 |
甘油单硬脂酸酯/PEG 硬脂酸酯(100EO) 混合物 | 6.5 | 6.5 | 6.5 | 6.5 | 6.5 |
聚丙烯酰胺(和) C13-C14异链烷烃(和) 月桂醇聚醚-7 | 1.0 | 1.0 | 1.0 | 1.0 | 1.0 |
本发明化合物9 | - | 10.0 | - | - | - |
本发明化合物10 | - | - | 10.0 | - | 10.0 |
本发明化合物1 | - | - | - | 10.0 | - |
本发明化合物2 | - | - | - | 10.0 | - |
4-叔丁基-4′-甲氧基二 苯甲酰甲烷(Parsol 1789) | 1.0 | 1.0 | 1.0 | 1.0 | 1.0 |
甘油 | 5.0 | 5.0 | 5.0 | 5.0 | 5.0 |
软化水 | 适量至 100 | 适量至 100 | 适量至 100 | 适量至 100 | 适量至 100 |
(*)不在本发明内
4-(叔丁基)-4′-甲氧基二苯甲酰甲烷的光稳定化
方法原理
测量二苯甲酰甲烷衍生物损失的百分率,该损失通过将制剂暴露于太阳模拟器中引起,所述制剂作为约20μm厚的膜展开。
将膜提取后,通过掩蔽剂溶液的HPLC分析,通过将照射和未照射的样品比较,进行评价。
使用的材料和条件
将这些乳液作为约20μm厚的膜展开在二氧化硅圆盘的无光泽面上。通过称重确定确切的量。将3个膜暴露于Oriel 1000W太阳模拟器,该模拟器上安装4英寸出口、81017滤光器和释放21.6J/cm2剂量UVA(对应于暴露于UVA 1小时)的分色镜。3个其他膜用作对照。使样品在水平位置暴露。
UV表:Osram Centra机上安装2个读数头,一个用于UVA,另一个用于UVB。每年通过辐射分光法校准模拟器/UV表组合装置。
通过将读数头置于样品的位置,在开始和进入暴露时进行辐照度测量。
辐照度为:UVB中为0.35-0.45mW/cm2,UVA中为14-16mW/cm2。
在暴露结束时,将各支持圆盘置于含有10ml合适溶剂(通常为EtOH)的600ml广口瓶中;将组合装置置于超声波处理罐中保持5分钟。
然后将溶液转移到烧瓶中,这些烧瓶适于与使用的HPLC分析机器相容的支持物。
可作为所测试活性剂的函数,调节分析条件。
通过色谱测量残余丁基甲氧基二苯甲酰甲烷含量:HPLC与二极管阵列检测器(Waters)连接。
也测量在相同支持物中照射后,残余的丁基甲氧基二苯甲酰甲烷(阿伏苯宗)含量,所述支持物不含任何式(I)的二硫杂环戊烷基化合物(式1比较实施例)。
根据如下所述暴露于和未暴露于UV的样品得到的平均值,进行残余含量(%)的计算:
组合物 | UVA暴露后1小时, 阿伏苯宗的残余百分比 |
实施例16(不在本发明内) (单独的二苯甲酰甲烷) | ·21.0±1.5 |
实施例17: 化合物9+二苯甲酰甲烷 | ·89.5±1.0 |
实施例18: 化合物10+二苯甲酰甲烷 | ·87.5±1.7 |
实施例19: 化合物1+二苯甲酰甲烷 | ·83.1±0.9 |
实施例20: 化合物2+二苯甲酰甲烷 | ·73.7±1.5 |
Claims (9)
2.权利要求1的组合物,其特征在于所述系统也含有其它UVA活性和/或UVB活性有机或无机掩蔽剂,所述掩蔽剂为水溶性的或脂溶性的,或其不溶于常用的化妆品溶剂。
3.权利要求2的组合物,其特征在于所述其它UVA活性和/或UVB活性有机掩蔽剂选自以下化合物:
1)甲氧基肉桂酸乙基己基酯;
2)水杨酸乙基己基酯;
3)水杨酸三甲环己酯;
4)奥克立林;
5)苯基苯并咪唑磺酸;
6)二苯甲酮-3;
7)二苯甲酮-4;
8)二苯甲酮-5;
9)2-(4-二乙基氨基-2-羟基苯甲酰基)-苯甲酸正己基酯;
10)4-甲基亚苄基樟脑;
11)对苯二亚甲基二樟脑磺酸;
12)苯基二苯并咪唑四磺酸二钠;
13)亚甲基双(苯并三唑基)四甲基丁基苯酚;
14)双(乙基己基氧基苯酚)甲氧基苯基三嗪;
15)乙基己基三嗪酮;
16)二乙基己基丁酰氨基三嗪酮;
17)2,4-双(4′-氨基苯甲酸正丁酯)-6-(氨基丙基三硅氧烷)-s-三嗪;
18)2,4,6-三(4′-氨基亚苄基丙二酸二新戊酯)-s-三嗪;
19)2,4,6-三(4′-氨基亚苄基丙二酸二异丁酯)-s-三嗪;
20)2,4-双(4′-氨基亚苄基丙二酸二新戊酯)-6-(4′-氨基苯甲酸正丁酯)-s-三嗪;
21)2,4,6-三(联苯-4-基)-1,3,5-三嗪;
22)2,4,6-三(三联苯)-1,3,5-三嗪;
23)甲酚曲唑三硅氧烷;
24)聚硅氧烷-15;
25)1,1-二羧基(2,2′-二甲基丙基)-4,4-二苯基-丁二烯;
27)5-N,N-二乙基氨基-2-苯基磺酰基-2,4-戊二烯酸辛酯;
及其混合物。
4.权利要求2的组合物,其特征在于所述其它UVA活性和/或UVB活性无机掩蔽剂为涂覆或未涂覆的金属氧化物颜料。
5.权利要求4的组合物,其中所述涂覆或未涂覆的金属氧化物颜料为涂覆或未涂覆的无定形或结晶形式的金红石和/或锐钛矿形式的氧化钛,所述涂覆或未涂覆的金属氧化物颜料具有5nm-100nm的平均初级粒度。
6.权利要求5的组合物,其中所述涂覆或未涂覆的金属氧化物颜料具有10nm-50nm的平均初级粒度。
7.权利要求1的组合物,其特征在于所述组合物为水包油或油包水乳液形式。
8.将如权利要求1的4-(叔丁基)-4′-甲氧基二苯甲酰甲烷关于UV辐射的化学稳定性提高的方法,其特征在于使所述4-(叔丁基)-4′-甲氧基二苯甲酰甲烷与有效量的至少一种如权利要求1-7中任一项定义的二硫杂环戊烷化合物组合。
9.至少一种如权利要求1中定义的二硫杂环戊烷化合物在组合物中的用途,为提高所述组合物关于UVA射线的效力的目的,所述组合物在化妆品可接受的载体中包含如权利要求1-7中任一项定义的4-(叔丁基)-4′-甲氧基二苯甲酰甲烷。
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FR2796278B1 (fr) | 1999-07-16 | 2002-05-03 | Oreal | Utilisation d'au moins un hydroxystilbene comme agent anti-glycation |
FR2802420B1 (fr) | 1999-12-21 | 2002-02-22 | Oreal | Utilisation du 3,3', 5,5'-tetrahydroxystilbene comme agent anti-glycation |
FR2802425B1 (fr) | 1999-12-21 | 2003-09-26 | Oreal | Utilisation d'un extrait d'au moins un vegetal de la famille des ericaceae comme agent anti-glycation |
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FR2804865B1 (fr) | 2000-02-15 | 2003-11-28 | Oreal | Utilisation des corps gras particuliers permettant de modifier les proprietes physio-chimiques de la peau et/ou des muqueuses en tant qu'agents empechant ou diminuant l'adhesion des micro-organismes sur ces dernieres |
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FR2808441B1 (fr) | 2000-05-04 | 2004-06-18 | Oreal | Utilisation de fibres dans une composition de soin ou de maquillage pour matifier la peau |
FR2810033B1 (fr) | 2000-06-08 | 2004-04-30 | Oreal | Nouveaux composes de la famille des n-acylamino-amides, compositions les comprenant, et utilisations |
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FR2812544B1 (fr) | 2000-08-02 | 2003-03-21 | Oreal | Utilisation d'au moins un extrait d'au moins un vegetal du genre salvia dans des compositions destinees a traiter les signes cutanes du vieillissement |
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FR2817747B1 (fr) | 2000-12-11 | 2004-12-03 | Oreal | Utilisation d'au moins une sapogenine, ou d'un extrait naturel en contenant, pour prevenir les signes du vieillissement cutane |
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ITMI20012037A1 (it) | 2001-10-02 | 2003-04-02 | 3V Sigma Spa | Associazioni di filtri solari |
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DE10162844A1 (de) | 2001-12-20 | 2003-07-03 | Beiersdorf Ag | Kosmetische und dermatologische Lichtschutzformulierungen mit einem Gehalt an Bis-Resorcinyltriazinderivaten und Benzoxazol-Derivaten |
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FR2840806B1 (fr) | 2002-06-13 | 2005-02-11 | Oreal | Compositions autobronzantes colorees comportant au moins un colorant rouge ou orange choisi parmi les fluoranes ou leurs sels de metal alcalin |
JP4154719B2 (ja) | 2002-07-10 | 2008-09-24 | チバ ホールディング インコーポレーテッド | 化粧品用途のためのメロシアニン誘導体 |
WO2004043329A2 (en) | 2002-11-12 | 2004-05-27 | L'oreal | Use of cellulose microbeads to make the skin matt |
US7311897B2 (en) | 2003-03-24 | 2007-12-25 | Ciba Specialty Chemicals Corporation | Symmetrical triazine derivatives |
DE10324567A1 (de) | 2003-05-30 | 2004-12-23 | Symrise Gmbh & Co. Kg | Verwendung von Diphenylmethan-Derivaten als antimikrobielle Wirkstoffe |
FR2855754B1 (fr) | 2003-06-05 | 2005-07-08 | Oreal | Compsition, notamment cosmetique, comprenant une amine carbonylee |
DE10337863A1 (de) * | 2003-08-18 | 2005-03-17 | Merck Patent Gmbh | Verwendung von Chromen-4-on-Derivaten |
FR2861989B1 (fr) | 2003-11-07 | 2005-12-30 | Oreal | Utilisation cosmetique du phytantriol comme agent empechant ou reduisant l'adhesion des microorganismes sur la surface de la peau et/ou des muqueuses |
US7504528B2 (en) | 2003-12-17 | 2009-03-17 | Ciba Specialty Chemicals Corp. | Merocyanine derivatives for cosmetic use |
FR2867675B1 (fr) | 2004-03-22 | 2006-06-02 | Oreal | Composition cosmetique comprenant des particules concaves |
FR2869796A1 (fr) | 2004-05-07 | 2005-11-11 | Oreal | Composition cosmetique pour le maquillage et/ou le soin de la peau, notamment du visage |
ES2325595T3 (es) | 2004-09-20 | 2009-09-09 | L'oreal | Derivados silanicos de sulfona merocianina, composiciones fotoprotectoras que los contienen; sus utilizaciones como filtros uva. |
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DE102004047281A1 (de) | 2004-09-27 | 2006-04-20 | Beiersdorf Ag | Lichtschutzkonzentrat mit organischen Mikropigmenten |
DE102004047282A1 (de) | 2004-09-27 | 2006-04-20 | Beiersdorf Ag | W/O-Emulsion mit UV-Lichtschutzfilterpigmenten |
DE102004047286B4 (de) | 2004-09-27 | 2006-11-23 | Beiersdorf Ag | Kosmetische Lichtschutzzubereitung auf Basis von Mikropigmenten |
DE102004047283A1 (de) | 2004-09-27 | 2006-04-13 | Beiersdorf Ag | O/W-Emulsionen mit anorganischen UV-Lichtschutzfilterpigmenten |
DE102004047285A1 (de) | 2004-09-27 | 2006-04-20 | Beiersdorf Ag | Organische Mikropigmente enthaltende kosmetische Lichtschutzemulsion |
FR2877220B1 (fr) | 2004-11-04 | 2008-10-10 | Oreal | Utilisation de composes d'uree pour lutter contre les signes du vieillissement cutane |
FR2908769B1 (fr) * | 2006-11-17 | 2008-12-26 | Oreal | Nouveaux composes derives dithiolanes silicies et leur utilisation |
US8318795B2 (en) * | 2007-03-01 | 2012-11-27 | Cedars-Sinai Medical Center | Antioxidant polymers containing [1,2]-dithiolane moieties and uses thereof |
FR2936146B1 (fr) * | 2008-09-24 | 2010-10-08 | Oreal | Utilisations de composes dithiolanes pour la photoprotection de la peau ; nouveaux composes dithiolanes ; compositions les contenant. |
FR2939042B1 (fr) * | 2008-11-28 | 2010-11-26 | Oreal | PROCEDE DE DEPIGMENTATION DES MATIERES KERATINIQUES A l'AIDE DE COMPOSES DITHIOLANNES. |
-
2008
- 2008-10-08 FR FR0856810A patent/FR2936706B1/fr not_active Expired - Fee Related
-
2009
- 2009-08-26 ES ES09168728T patent/ES2399168T3/es active Active
- 2009-08-26 EP EP09168728A patent/EP2174644B1/fr not_active Not-in-force
- 2009-09-30 CN CN200910204757.1A patent/CN101810543B/zh not_active Expired - Fee Related
- 2009-10-01 JP JP2009229659A patent/JP5710114B2/ja not_active Expired - Fee Related
- 2009-10-07 US US12/588,197 patent/US8535647B2/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
CN101810543A (zh) | 2010-08-25 |
FR2936706A1 (fr) | 2010-04-09 |
US20100086502A1 (en) | 2010-04-08 |
EP2174644B1 (fr) | 2012-11-14 |
FR2936706B1 (fr) | 2010-12-17 |
JP5710114B2 (ja) | 2015-04-30 |
ES2399168T3 (es) | 2013-03-26 |
US8535647B2 (en) | 2013-09-17 |
EP2174644A1 (fr) | 2010-04-14 |
JP2010090123A (ja) | 2010-04-22 |
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