CN1418614A - 化妆品或皮肤用光保护制剂 - Google Patents
化妆品或皮肤用光保护制剂 Download PDFInfo
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- CN1418614A CN1418614A CN02149283A CN02149283A CN1418614A CN 1418614 A CN1418614 A CN 1418614A CN 02149283 A CN02149283 A CN 02149283A CN 02149283 A CN02149283 A CN 02149283A CN 1418614 A CN1418614 A CN 1418614A
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- acid
- skin
- ester
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Landscapes
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- Epidemiology (AREA)
- Emergency Medicine (AREA)
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Abstract
本发明描述了用于皮肤和头发的化妆品或皮肤用制剂,包含至少一种在750-2500nm红外波长范围反射光的胆甾醇型液晶组分、至少一种在280-450nm紫外射线范围内防辐射的组分以及化妆品可接受的载体,还描述了这些制剂在降低皮肤和头发的发热以及防太阳射线中的用途。
Description
本发明涉及化妆品或皮肤用(dermatological)光保护制剂,包含至少一种在750-2500nm的红外波长范围内反射光的胆甾醇型液晶组分、至少一种在280-449nm的紫外射线范围内防辐射的滤光物质和至少一种化妆品上可接受的载体,还涉及其用途。
化妆品和皮肤用制剂中所用的光保护剂的作用是防止或至少减弱阳光对人皮肤有害作用的程度。此外,这些光保护剂也用于保护其他成分使其免受UV辐射的分解或降解。在发用化妆品制剂中,其目的是防止角蛋白纤维受UV射线的损害。
达到地球表面的阳光含有UV-B射线(280-320nm)和UV-A射线(320nm以上),这些射线紧接可见光区。对人皮肤的作用可以由晒斑来证实,尤其是在UV-B辐射的情况下。因此,工业上提供了较大量的吸收UV-B射线并因此防止晒斑的物质。
光保护剂通常包含两种或更多种在UV范围内吸收光以在UV-A和UV-B范围内达到尽可能深远的保护的化合物。此外,化妆用光保护剂必须还满足大量其他要求,如在化妆油中的良好稳定性、由其制备的乳液的高稳定性、毒理学可接受性以及低固有臭味和低固有颜色。
DE-A-197 45 647公开了用于汽车和建筑领域的绝热涂料,其包含至少一种胆甾醇型IR-反射层。
DE-A-198 48 130和DE-A-198 24 972公开了胆甾醇型颜料在化妆品和药物制剂中作为UV过滤剂的用途。
DE-A-196 297 61公开了包含颜料的化妆品或药物制剂,所述颜料的颜色取决于观察角。该颜料包含至少一种具有液晶结构和手性相的取向的交联物质。用于化妆品和药物制剂中的颜料具有的缺点是化合物有色,即只能在达到有限UV保护的化妆品和药物制剂中使用。
WO-A-99/11733非常泛泛地公开了着色胆甾醇型颜料在化妆品领域的适用性。然而,没有描述在用于防IR和UV辐射的防晒剂中的使用。
迄今为止常用的光保护剂不能防止皮肤和头发在太阳辐射影响下可觉察地发热(warming-up)。这在最近越来越被认为是不利的;人们也不再感到清新。此外,已经发现热辐射可能引起对皮肤和/或头发的损害;例如目光性荨麻疹由红外波长范围的辐射共同引发。因此目前需要能保护皮肤和头发免受热作用的光保护剂。
本发明的目的是提供化妆品或皮肤用光保护制剂,其制备容易且对UV辐射和热辐射提供有效的保护。该光保护剂应优选高吸光度地吸收光、对光稳定且在可见光区没有或仅有轻微的固有颜色,即清晰的谱带结构。
我们发现该目的由包含如下组分的化妆品或皮肤用制剂达到:
A)至少一种在750-2500nm的红外波长范围内反射光的胆甾醇型液晶组分;
B)至少一种在280-449nm的紫外射线范围内防辐射的组分;和
C)化妆品或皮肤学上可接受的载体。
本发明的制剂包含作为成分A)的胆甾醇型液晶组分。胆甾醇相存在的前提是手性。手性分子结构可以在该液晶分子本身中预先给定,或可以作为向列相的掺杂剂加入,结果引入手性向列相。原则上讲,可以通过改变手性组分以使其最大反射在一定范围的电磁谱内而将基本上所有已知的胆甾醇型单体或单体混合物或聚合物或聚合物混合物调节在其螺旋超结构的间距(pitch)中。
组分A)优选选自:a)至少一种胆甾醇型可聚合单体;b)至少一种非手性、向列型、可聚合单体和一种手性化合物;c)至少一种胆甾醇型可交联聚合物;d)至少一种在可聚合稀释剂或可聚合稀释剂混合物中的胆甾醇型聚合物;e)至少一种其胆甾醇相可通过快速冷却至玻璃化转变温度以下而冻结的胆甾醇型聚合物;或f)至少一种非手性、液晶可交联聚合物和一种手性化合物;在每种情况下呈硬化状态。
对本发明而言,交联应理解为指聚合化合物的共价连接且聚合应理解为指单体化合物共价连接得到聚合物。硬化应理解为指胆甾醇相的交联、聚合或冻结。
硬化将胆甾醇型分子的均匀取向固定于胆甾醇型层中。
合适的胆甾醇型组分A)描述于DE-A-197 45 647中,其整个内容在此引作参考。
在上述实施方案a)-f)中,优选方案a)和b)。
方案a):
具体而言,单体a)包含至少一种式I的手性、液晶、可聚合单体:
[Z1-Y1-A1-Y2-M1-V3-]nX (I)其中各变量具有下列含义:Z1为可聚合基团或带有可聚合基团的基团,Y1、Y2、Y3各自独立地为化学键、氧、硫、-CO-O-、-O-CO-、-O-CO-O-、-CO-S-、-S-CO-、-CO-N(R)-、-N(R)-CO-、CH2O、OCH2、-N(R)-CO-O-或-O-CO-N(R)-,A1为间隔基团,M1为内消旋配合基团,X为n价手性基团,R为氢或C1-C4-烷基,n为1-6其中若n大于1,基团Z1、Y1、Y2、Y3、A1和M1可以相同或不同。
优选的基团Z1是:
-N=C=O, -N=C=S, -O-C≡N,
-COOH,-OH或-NH2,其中基团R可以相同或不同且为氢或C1-C4-烷基,如甲基、乙基、正丙基、异丙基、正丁基、异丁基、仲丁基或叔丁基。在反应性可聚合基团中,氰酸酯可以自发三聚得到氰脲酸酯且因此是优选的。其他所述基团要求具有互补反应性基团的其他化合物用于聚合。因此,例如异氰酸酯可以与醇聚合得到氨基甲酸酯并与胺聚合得到脲衍生物。类似的描述可用于硫杂丙环类和氮丙啶类。羧基可以缩合得到聚酯和聚酰胺。马来酰亚胺基特别适于与烯烃化合物如苯乙烯的自由基共聚合。互补反应性基团在这里可以存在于第二化合物中,该化合物与第一化合物混合,或这些基团可以经含有2或更多个这些互补基团的辅助化合物引入聚合网络中。
特别优选的基团Z1-Y1是丙烯酸酯基和甲基丙烯酸酯基。
代表性间隔基团A1是例如:
内消旋配合基团M1优选具有如下结构:
(T-Y8)s-T其中Y8为根据Y1的定义之一的桥接基团,s为1-3的数且T为相同或不同的二价碳环脂族(isocycloaliphatic)、杂环脂族、碳环芳族(isoaromatic)或杂芳族基团。若s为大于1的数,则该桥接基团Y8可以相同或不同。
基团T也可以是被C1-C4-烷基、氟、氯、溴、氰基、羟基或硝基取代的环体系。
在式I化合物的手性基团X中,尤其由于可得性特别优选衍生于糖类、联萘或联苯衍生物的那些以及旋光二甘醇、二醇或氨基酸。优选的糖类尤其是戊糖和己糖以及衍生于它们的衍生物。
其他实例列于德国申请P 43 42 280.2中。
n优选为2。
方案b):
作为优选的b)组单体,可聚合的混合物包含至少一种式II的非手性、向列型、可聚合单体:
Z2-Y4-A2-Y5-M2-T6-A3-(Y7-Z3)d (II)其中各变量具有下列含义:Z2、Z3为相同或不同的可聚合基团或含有可聚合基团的基团;d为0或1;Y4、Y5、Y6、Y7各自独立地为化学键、氧、硫、-CO-O-、-O-CO-、-O-CO-O-、-CO-S-、-S-CO-、-CO-N(R)-、-N(R)-CO-、CH2O、OCH2、-N(R)-CO-O-或-O-CO-N(R)-,A2、A3为相同或不同的间隔基团,和M2为内消旋配合基团。
此时,可聚合基团、桥接基团Y4-Y7、间隔基团和内消旋配合基团的优选含义与式I的对应变量相同。
此外,b)组的混合物包含手性化合物。手性化合物引起非手性液晶相的扭转,得到胆甾醇相。此时,扭转程度取决于手性掺杂剂的扭转能力及其浓度。因此,螺旋的间距以及因此还有反射波长取决于手性掺杂剂的浓度。由于这一原因,对于该掺杂剂不能给出通常有效的浓度范围。该掺杂剂以产生所需反射度的量加入。
优选的手性化合物是式Ia的那些:
[Z1-Y1-A1-Y2-Ma-Y3-]nX (Ia)其中Z1、Y1、Y2、Y3、A1、X和n具有上述含义且Ma为含有至少一个杂环体系或碳环体系的二价基团。
分子结构Ma在这里与上述内消旋配合基团类似,因为这样能达到与液晶化合物特别良好的相容性。然而,Ma不必是内消旋配合的,因为化合物Ia应仅由其手性结构引起液晶相的对应扭转。存在于Ma中的优选环体系是上述结构T,且优选的结构Ma是上述式(T-Y8)s-T的那些。b)组的其他单体和手性化合物描述于WO 97/00600中,其整个内容在此引作参考。
本发明的制剂特别优选以其所有非对映形式包含手性化合物(2A)-(2E):其中*为不对称碳原子和式1的向列型单体:式3的向列型单体:或式4的向列型单体:其中在式1和3中,n1和n2各自独立地为2、4或6且式1或3的单体优选以其中n1/n2=2/4、2/6、4/2、6/2、4/4、4/6、6/4或6/6的化合物混合物使用,以及式4中R为H、Cl或CH3。
优选组分A)以颜料形式使用。为了制备该颜料,通过可以由热或光化学反应引发的自由基或离子聚合方法将单体或存在于该胆甾醇型组分中的可聚合或可交联基团转化成具有冻结的液晶有序结构的高度交联聚合物。
该类颜料的制备是已知的且尤其详细描述于WO 99/11733和DE-A-197 38 369中。
在优选的实施方案中,将可三维交联的可聚合单体施用于基材上、在该基材上交联并在交联后从基材上分离。优选在本发明组合物中以细碎粉末形式使用该胆甾醇型材料。若聚合物在制备中不以细碎粉末形式生产,则可以通过本领域熟练技术人员已知的方法将其粉碎。优选两步粉碎,其中在第一粉碎步骤之后进行线料或带挤出。在该操作中得到的线料或带可以使用削片机或造粒机以已知方式转化成片或圆柱形颗粒。
为了进一步粉碎,所有类型和设计的已知研磨装置是合适的。取决于所需的应用或化妆品或药物制剂的性质,可以制备直径为1-1000μm的粒度。优选的粒度为1-100μm,特别优选为15-50μm。
颜料的厚度为0.5-100μm,优选1-50μm,特别优选1.0-10μm。
非常特别优选能够通过混合两种或更多种胆甾醇型液晶颜料生产的宽带反射剂,所述颜料各自具有不同的最大IR反射。
此外,不同光旋转方向的颜料可以通过混合两种具有相反扭转(螺旋性)的胆甾醇型材料的不同颜料而得到。具有相反扭转的胆甾醇型结构的颜料例如可以通过在每种情况下将手性添加剂的单个对映体或非对映体加入非手性液晶可聚合单体中而得到。具有相反扭转的结构的间距在这里可以相同或不同。具有不同光旋转方向的颜料比具有相同光旋转方向的颜料反射显著更多的辐射。
也可以首先混合具有相反扭转的胆甾醇型组分,然后通过上述硬化将其转化成上述颜料并将它们在化妆品和皮肤用组合物中用作IR反射剂。
除了上述胆甾醇型液晶颜料的混合物外,也可以生产其单个层含有不同的三维交联胆甾醇型液晶组分的多层颜料。此类多层颜料的设计可以广泛地改变。例如尤其可以相互叠加地施用:
●单个具有相反扭转的已交联胆甾醇型材料层;或
●单个具有相同扭转方向但间距不同且因此反射性能不同的已交联胆甾醇型液晶材料层。
关于此类多层胆甾醇型颜料的制备详情给于DE-A-197 38 368中。
通过适当选择颜料的组成,可以在红外波长区达到所需的反射度,而没有显示出变色(在可见光区)。
颜料可以通过简单的混合掺入化妆品和药物制剂中。这导致颜料颗粒不发生聚集或分离。
本发明的光保护制剂包含作为组分B)的至少一种在280-449nm的紫外射线范围内防辐射的组分。防UV辐射的组分应理解为指在紫外射线范围内吸收和/或反射辐射的物质(UV过滤物质)。优选组分B)包含两种或更多种在UV-A和/或UV-B区吸收和/或反射光的化合物,以保护皮肤或头发免受整个紫外辐射范围的影响。
在优选的实施方案中,组分B)选自下列种类:间距低于450nm的胆甾醇型组分、氨基苯甲酸、氨基苯甲酸酯、双环[2.2.1]庚-2-酮、羟基苯甲酸酯和羟基苯甲酸盐、二苯甲酮、苯并咪唑、肉桂酯、3,3-二苯基丙烯酸酯、3-咪唑-4-基丙烯酸、3-咪唑-4-基丙烯酸酯、脂环族二烯酮、三嗪、苯酰甲酸及其盐、二苯甲酰基甲烷、4,4’-二芳基丁二烯、苯并三唑、有机硅氧烷亚苄基丙二酸酯、烯胺、环状亚胺酸酯、无机颜料及其混合物。
间距低于450nm的合适胆甾醇型材料是对应于在红外波长区反射光的上述组分的方案a)-f)的胆甾醇型组分,条件是组分B)的胆甾醇型液晶相的间距最多为449nm。优选的组分是方案a)、b)和c)的那些。方案a)和b)的特别优选的胆甾醇型组分例如描述于DE-A-198 24 972,其整个内容在此引作参考。
方案a)的优选单体包含至少一种式III的手性液晶可聚合单体:
[Z4-Y9-(A4)k-Y10-M3-Y11-]l-X (III)其中各变量相互独立地具有如下含义:A4为链长为1-30个碳原子的间隔基团,Y9-Y11为化学键、-O-、-S-、-C(=O)-O-、-O-C(=O)-、-CH=CH-C(=O)-O-、-O-C(=O)-O-、-C(=O)-N(R)-或-(R)N-C(=O)-、-CH2-O、-O-CH2-、-CH=N-、-N=CH-、-N=N-、-(R)N-C(=O)-O-或-O-C(=O)-N(R)-,M3为内消旋配合基团,R为氢、C1-C4-烷基,Z4为氢、C1-C4-烷基、可聚合基团或带有可聚合基团的基团,X为n价手性基团,k为0或1,l为1-6,
其中若l大于1,则基团Z4、Y9、Y10、Y11、A4和M3可以相同或不同
且至少一个基团R4代表可聚合基团或含有可聚合基团的基团。
适合作为组分B)的方案b)的优选胆甾醇型混合物包含至少一种非手性液晶单体和一种手性化合物。这些的不同仅在于方案b)中成分A)的百分组成,而不是其物质组成。
方案b)的可聚合混合物优选包含至少一种式IV的非手性液晶可聚合单体:
Z5-Y13-(A5)o-Y14-M4-Y15-(A6)q-Y16-Z6 (IV)其中各变量相互独立地具有下列含义:A5和A6为链长为1-30个碳原子的间隔基团,M4为内消旋配合基团,Y13-Y16为化学键、-O-、-S-、-C(=O)-O-、-O-C(=O)-、-CH=CH-C(=O)-O-、-O-C(=O)-O-、-C(=O)-N(R)-或-(R)N-C(=O)-、-CH2-O、-O-CH2-、-CH=N-、-N=CH-、-N=N-、-(R)N-C(=O)-O-或-O-C(=O)-N(R)-,R为氢、C1-C4-烷基,o和q为0或1,Z5和Z6为氢、C1-C4-烷基、可聚合基团或带有可聚合基团的基团,其中变量Z5或Z6中至少一个代表可聚合基团或带有可聚合基团的基团,以及至少一种手性添加剂。
许多化合物已知可作为液晶相的手性掺杂剂(例如由DE-A 43 42 280和DE-A 196 11 101以及前述那些已知)。此外,手性掺杂剂应对液晶化合物具有良好的相容性,因此能在这些组分之间产生有效的相互作用。该掺杂剂也可以达到所需UV反射度的量加入。
优选的手性添加剂是式V的化合物:
[Z4-Y9-(A4)k-Y10-M5-Y11-]l-X(V)其中Z4、Y9、Y10、Y11、A4、X、k和l具有上述含义且M5为含有至少一个杂-或碳环体系的二价基团。
这里的分子部分M5类似于上述内消旋配合基团,因为这样与液晶化合物达到了特别良好的相容性。但M5不必是内消旋配合的,因为化合物V应仅通过其手性结构引起液晶相的相应扭转。存在于M5中的优选环体系为上述结构T,优选的结构M5为上述式(T-Y8)s-T的那些。b)组的其他单体和手性化合物描述于WO 97/00600和基于前者的DE-A-195 324 08,其整个内容作为参考引入本文。
W3:CH2=CH-C(=O)-O-(CH2)6-O-,W4:-O-(CH2)6-O-C(=O)-CH=CH2
W5:CH2=C(CH3)-C(=O)-O-(CH2)4-O-,W6:-O-(CH2)4-O-C(=O)-C(CH3)=CH2
W7:CH2=C(CH3)-C(=O)-O-(CH2)6-O-,W8:-O-(CH2)6-O-C(=O)-C(CH3)=CH2
W9:CH2=CH-C(=O)-O-(CH2)4-O-C(=O)-O-,
W11:CH2=CH-C(=O)-O-(CH2)6-O-C(=O)-O-,
W13:CH2=C(CH3)-C(=O)-O-(CH2)4-O-C(=O)-O-,
W15:CH2=C(CH3)-C(=O)-O-(CH2)6-O-C(=O)-O-,
W9:CH2=CH-C(=O)-O-(CH2)4-O-C(=O)-O-
W10:-O-(O=)C-O-(CH2)4-O-C(=O)-CH=CH2
W11:CH2=CH-C(=O)-O-(CH2)6-O-C(=O)-O-
W12:-O-(O=)C-O-(CH2)6-O-C(=O)-CH=CH2
W13:CH2=C(CH3)-C(=O)-O-(CH2)4-O-C(=O)-O-,
W14:-O-(O=)C-O-(CH2)4-O-C(=O)-C(CH3)=CH2
W15:CH2=C(CH3)-C(=O)-O-(CH2)6-O-C(=O)-O-,
W16:-O-(O=)C-O-(CH2)6-O-C(=O)-C(CH3)=CH2
W3:CH2=CH-C(=O)-O-(CH2)6-O- W4:-O-(CH2)6-O-C(=O)-CH=CH2
W5:CH2=C(CH3)-C(=O)-O-(CH2)4-O-,W6:-O-(CH2)4-O-C(=O)-C(CH3)=CH2
W9:CH2=CH-C(=O)-O-(CH2)4-O-C(=O)-O-
W11:CH2=CH-C(=O)-O-(CH2)6-O-C(=O)-O-
W12:-O-(O=)C-O-(CH2)6-O-C(=O)-CH=CH2
W13:CH2=C(CH3)-C(=O)-O-(CH2)4-O-C(=O)-O-,
W14:-O-(O=)C-O-(CH2)4-O-C(=O)-C(CH3)=CH2
W15:CH2=C(CH3)-C(=O)-O-(CH2)6-O-C(=O)-O-,
W16:-O-(O=)C-O-(CH2)6-O-C(=O)-C(CH3)=CH2
组分IV与组分V的重量比为99∶1至40∶60,优选99∶1至70∶30,特别优选98∶2至85∶15。
对于方案a)和b)的上述化合物的制备,可以参考DE-A-198 24 972。
适合用作组分B)的方案c)的优选聚合物是在其聚合物链中以交替方式含有结构单元-X-C(=O)-的聚合物,其中X可以是氧或NH。此类胆甾醇型液晶聚合物例如描述于DE-A-198 48 130中,其整个内容在此引作参考。优选的胆甾醇型主组聚合物由单个单体组的下列结构单元组成:
i)1-60mol%,优选3-50mol%的至少一种手性、双官能分子单元;
ii)0-99mol%,优选5-90mol%至少一种选自芳族羟基羧酸、环脂族羟基羧酸、芳族氨基羧酸和环脂族氨基羧酸的非手性单元;
iii)0-49.5mol%,优选0-40mol%至少一种选自芳族二羧酸和环脂族二羧酸的非手性单元,
iv)0-99mol%,优选0-49.5mol%至少一种选自芳族二醇、环脂族二醇、芳族二胺和环脂族二胺的非手性单元,和
v)0-5mol%具有两个以上的官能团的组分。其中各组分i)-v)的总和为100mol%。
i)组组分有利的是选自“手性库”。在该专业领域(Ullmanns EncyclTechn,第五版,第A18卷,第183页,1991,VCH-Verlag)中,这应理解为指天然手性化合物的总称。特别地,这包括来源于动物和植物的手性结构单元。然而,这决不排除使用完全合成的或部分合成的手性分子结构单元。因此,不存在或仅少量存在的有价值手性组分也可以通过一个或多个合成步骤由天然物质得到。
具体而言,分子结构单元i)通常是指所有手性双官能组分,例如手性二醇或多元醇,手性二羧酸,手性羟基羧酸或氨基羧酸。
特别优选的手性双官能单体是:
手性共聚单体优选以对映体纯形式使用。若使用共聚单体的对映体混合物,则必须确保一种对映体形式有效过量地存在。
代替羧酸,也可以使用本领域熟练技术人员已知的其他羧酸衍生物,如酰氯、羧酸酐或羧酸酯。代替羟基组分,也可以使用相应的羟基衍生物,如酰化羟基化合物。
此外,聚合物也可含有具有不止两个官能基团的组分,如二羟基苯甲酸或三羟基苯。这些组分在聚合物内用作支化点且合适的话仅以低浓度如0-5mol%加入。
这些胆甾醇型聚合物的制备描述于DE-A-198 48 130中。
优选以颜料形式使用成分B)的胆甾醇型材料。对于颜料的制备,可以参考上述那些(见成分A))。由胆甾醇型聚合物制备胆甾醇型液晶颜料的详情见DE-A-198 48 130。
颜料的合适和优选粒度以及厚度在组分A)的上述范围内。
本发明制剂特别优选包含UV宽带反射剂和UV多层反射剂。对于其制备和性能,可以参考上面对组分A)所作的描述且也可参考DE-A-198 24972。优选三层颜料,其中两个外层各自由硬化的胆甾醇型组分组成且中间层可包含例如其中可以额外掺入其他UV吸收剂的粘结剂基体。
胆甾醇型组分在防紫外辐射的组分中的比例优选为10-90重量%,更优选20-70重量%。
适合作为组分B)的氨基苯甲酸和氨基苯甲酸酯是例如对氨基苯甲酸,2-氨基酸酯,如5-甲基-2-(1-甲基乙基)-2-氨基苯甲酸酯,4-氨基苯甲酸酯,其中氨基可以任选烷基化或烷氧基化,如4-NH2-C6H4-C(O)OCH(OH)CH2OH,4-二甲氨基苯甲酸2-乙基己基酯,4-二甲氨基苯甲酸异辛酯,4-N(H3CCH(OH)CH2)2-C6H4-C(O)OC2H5,4-双(聚乙氧基)对氨基苯甲酸聚乙氧基乙基酯,4-氨基苯甲酸1-甘油基酯。
适合作为组分B)的双环[2.2.1]庚-2-酮是例如3,3’-(1,4-亚苯基二次甲基)双(7,7-二甲基-2-氧代双环[2.2.1]庚烷-1-甲烷磺酸及其盐,3-(4’-三甲基铵)亚苄基莰烷-2-酮甲基硫酸盐,3-(4’-磺基)亚苄基莰烷-2-酮及其盐,3-亚苄基莰烷-2-酮,3-(4-甲基亚苄基)樟脑。
适合作为组分B)的羟基苯甲酸酯和羟基苯甲酸盐是水杨酸酯,如水杨酸3,3,5-三甲基环己基酯、水杨酸4-叔丁基苯基酯、水杨酸2-乙基己基酯、水杨酸异辛基酯、水杨酸4-异丙基苄基酯,以及三乙醇胺盐和三油酸双棓酰酯。
适合作为组分B)的二苯甲酮是例如2-羟基-4-甲氧基二苯甲酮,2-羟基-4-甲氧基二苯甲酮-5-磺酸及其盐,2,2’-二羟基-4-甲氧基二苯甲酮(Dioxybenzone),2-羟基-4-甲氧基-4-甲基二苯甲酮(甲克酮),2,2’,4,4’-四羟基二苯甲酮,2,4-二羟基二苯甲酮,2,2’-二羟基-4,4’-二甲氧基二苯甲酮-5,5’-二磺酸二钠,二苯甲酮-11(四取代二苯甲酮的混合物),2,2’-二羟基-4,4’-二甲氧基二苯甲酮,式VI的化合物:其中R2和R3相互独立地为氢,C1-C20-烷基,C3-C10-环烷基或C3-C10-环烯基,其中取代基R2和R3可以与它们所连接的氮原子一起形成5或6元环,且R4为C1-C20-烷基,C5-C6-环烷基。
适合作为组分B)的苯并咪唑例如是2-苯基苯并咪唑-5-磺酸及其钾、钠和三乙醇胺盐,2,2’-(1,4-亚苯基)双-1H-苯并咪唑-4,6-二磺酸或其盐。
适合作为组分B)的肉桂酯例如是4-甲氧基肉桂酸2-异戊基酯,4-甲氧基肉桂酸2-乙基己基酯。
适合作为组分B)的3,3-二苯基丙烯酸酯例如是式VII的那些:其中R5和R6相互独立地是氢、线性或支化C1-C12-烷基、线性或支化C1-C12-烷氧基,R7为C3-C8-环烷基,其任选被C1-C4-烷基,尤其是甲基、乙基、正丙基、1-甲基乙基、正丁基、1-甲基丙基、2-甲基丙基、1,1-二甲基乙基取代,且R8是氢或CN,特别是2-氰基-3,3-二苯基丙烯酸环戊基酯、2-氰基-3,3-二苯基丙烯酸环己基酯、2-氰基-3,3-二苯基丙烯酸4-叔丁基环己基酯、2-氰基-3,3-二苯基丙烯酸乙基己基酯。
合适的3-咪唑-4-基丙烯酸酯是例如乙基酯。
适合作为组分B)的苯酰甲酸是例如二甲氧基苯酰甲酸及其钠盐。
适合作为组分B)的三嗪是例如2,4,6-三芳基-1,3,5-三嗪,其中芳基任选被取代,例如2,4,6-三苯胺基(o-羰基-2’-乙基己基-1’-氧基)-1,3,5-三嗪、2,4-双[4-(2-乙基己氧基)-2-羟基]苯基-6-(4-甲氧基苯基)-(1,3,5)三嗪,以及其他下列化合物:
还有式VIII的三嗪衍生物:其中R9-R11相互独立地为任选被取代的C1-C20-烷基、C5-C10-芳基、C5-C10-杂芳基或SpSil,其中Sp为间隔基团且Sil为硅烷、低聚硅烷或聚硅氧烷基团X为二价基团
-O-或
其中R12为氢或任选被取代的C1-C20-烷基、C5-C10-芳基或C5-C10-杂芳基,优选
适合作为组分B)的二苯甲酰基甲烷例如是2-甲基二苯甲酰基甲烷、4-甲基二苯甲酰基甲烷、4-异丙基二苯甲酰基甲烷、4-叔丁基二苯甲酰基甲烷、2,4-二甲基二苯甲酰基甲烷、2,5-二甲基二苯甲酰基甲烷、4,4’-二异丙基二苯甲酰基甲烷、4-叔丁基-4’-甲氧基二苯甲酰基甲烷、2-甲基-5-异丙基-4’-甲氧基二苯甲酰基甲烷、2-甲基-5-叔丁基-4’-甲氧基二苯甲酰基甲烷、2,4-二甲基-4’-甲氧基二苯甲酰基甲烷、2,6-二甲基-4-叔丁基-4’-甲氧基二苯甲酰基甲烷,尤其是4-叔丁基-4’-甲氧基二苯甲酰基甲烷。
适合作为组分B)的烯胺是例如:
在优选的实施方案中,组分B)包含光保护剂组合,后者包含羟基二苯甲酮衍生物。合适的组合描述于DE 100 12 408.9中,其在此引作参考。
在进一步优选的实施方案中,组分B)包含3,3-二苯基丙烯酸酯和二苯甲酰基甲烷。合适的实施方案描述于DE 100 09 442.2中,其在此引作参考。组分B还优选包含至少一种4-甲氧基肉桂酯。
适合作为组分B)的优选无机颜料是基于金属氧化物和/或其他不溶于或微溶于水的金属化合物的那些,如钛的氧化物(TiO2)、锌的氧化物(ZnO)、铁的氧化物(如Fe2O3)、锆的氧化物(ZrO2)、硅的氧化物(SiO2)、锰的氧化物(MnO2)、铝的氧化物(Al2O3)、铈的氧化物(如Ce2O3)、相应金属的混合氧化物以及这些氧化物的混合物。颜料特别优选基于二氧化钛和氧化锌。
无机颜料优选呈疏水形式,即它们被表面处理而拒水。该表面处理可以包括以本身已知的方式对该颜料提供薄疏水涂层,如DE-A-33 14 742所述。
有利的TiO2颜料例如可以商品名MT 100T由TAYCA以及以M 160由Kemira和以T 805由Degussa得到。
化妆品或皮肤用光保护制剂有利的是包含例如如下量的无机颜料,特别是微细颜料:0.1-30重量%,优选0.5-15重量%,特别优选1-10重量%,非常特别优选1.5-6重量%,基于制剂总重量。
成分B)的上述化合物可以单独使用或在一类化合物或通常为混合物的各种情况下以混合物使用。最后,可以共用其他本身已知的在UV区吸收/反射光的物质,条件是它们在整个制剂体系中是稳定的。
包含光保护剂的化妆品和皮肤用制剂包含选自如下的载体C):水、水混溶性液体、疏水性组分和混合物。这些包括水、C1-C4-醇,如乙醇和异丙醇,脂肪、蜡、脂肪酸、脂肪醇、油、水包油和油包水乳液、霜剂和糊剂、护唇膏组合物或无脂凝胶。
合适的乳液尤其也是O/W粗乳液、O/W微乳液或O/W/O乳液,其中乳液例如可按DE-A-197 26 121通过转相技术得到。
疏水性组分(液相)可有利地选自下组物质:
-矿物油,矿物蜡
-油,如辛酸或癸酸的甘油三酯,但优选蓖麻油;
-脂肪,蜡以及其他天然和合成脂肪物质,优选脂肪酸与低碳数醇如异丙醇、丙二醇或甘油的酯,或脂肪醇与低碳数链烷酸或脂肪酸的酯;苯甲酸烷基酯;
-硅油,如二甲基聚硅氧烷,二乙基聚硅氧烷,二苯基聚硅氧烷及其混合形式。
本发明乳液、油凝胶和水分散体或脂分散体的油相有利的是选自链长为3-30个碳原子的饱和和/或不饱和、支化和/或未支化链烷羧酸的酯或芳族羧酸与链长为3-30个碳原子的饱和和/或不饱和、支化和/或未支化醇的酯。此类酯油有利的是可以选自肉豆蔻酸异丙基酯、棕榈酸异丙基酯、硬脂酸异丙基酯、油酸异丙基酯、硬脂酸正丁基酯、月桂酸正己基酯、油酸正癸基酯、硬脂酸异辛基酯、硬脂酸异壬基酯、异壬酸异壬基酯、棕榈酸2-乙基己基酯、月桂酸2-乙基己基酯、硬脂酸2-己基癸基酯、棕榈酸2-辛基十二烷基酯、油酸油基酯、芥酸油基酯、油酸瓢儿菜基酯、芥酸瓢儿菜基酯以及这类酯的合成、半合成和天然混合物,如霍霍巴油。
此外,油相可以有利地选自支化和未支化烃和烃蜡、硅油、二烷基醚、饱和或不饱和、支化或未支化醇以及脂肪酸甘油三酯,即链长为8-24,尤其是12-18个碳原子的饱和和/或不饱和、支化或/或未支化链烷羧酸的甘油三酯。脂肪酸甘油三酯可以例如有利地选自合成、半合成和天然油,例如橄榄油、向日葵油、大豆油、花生油、菜籽油、杏仁油、棕榈油、椰子油、棕榈仁油等。
此类油和蜡组分的任何混合物也可以有利地用于本发明。在某些情况下也有利的是使用蜡,例如棕榈酸十六烷基酯,作为油相的唯一脂组分。
油相有利的是选自异硬脂酸2-乙基己基酯、辛基十二烷醇、异壬酸异十三烷基酯、异二十烷、椰油酸(cocoate)2-乙基己基酯、苯甲酸C12-C15-烷基酯、辛酸/癸酸甘油三酯、二辛基醚。
苯甲酸C12-C15-烷基酯、异硬脂酸2-乙基己基酯和异壬酸异十三烷基酯的混合物是特别有利的。
在烃之中,有利的是将石蜡油、角鲨烷和角鲨烯用于本发明。
油相也可有利地含有环状或线性硅油或整体由此类油组成,但优选使用额外含量的硅油以外的其他油相组分。
将环二甲基聚硅氧烷(八甲基环四硅氧烷)有利地用作本发明待用的硅油。然而,其他硅油也可有利地用于本发明,例如六甲基环三硅氧烷、聚二甲基硅氧烷、聚(甲基苯基硅氧烷)。
环二甲基聚硅氧烷和异壬酸异十三烷基酯的混合物以及环二甲基聚硅氧烷和异硬脂酸2-乙基己基酯的混合物也是特别有利的。
本发明制剂的水相任选有利地含有:
-低碳数的醇、二醇或多元醇,及其醚,优选乙醇、异丙醇、丙二醇、甘油、乙二醇、乙二醇单甲醚或单丁醚、丙二醇单甲醚、单乙醚或单丁醚、二甘醇单甲醚或单乙醚及类似产物。
本发明制剂可包含化妆品用助剂。适合作为添加剂的常用化妆品助剂是例如助乳化剂、稳定剂、增稠剂、生物活性成分、成膜剂、香料、染料、珠光剂、防腐剂、颜料、电解质(例如硫酸镁)、驱虫剂和pH调节剂。合适的助乳化剂优选为已知的W/O和O/W乳化剂,如聚甘油酯、脱水山梨糖醇酯或部分酯化的甘油酯。可以使用的稳定剂是脂肪酸的金属盐,如硬脂酸镁、硬脂酸铝和/或硬脂酸锌。合适的增稠剂例如为交联聚丙烯酸及其衍生物,多糖,尤其是汉生胶、瓜耳胶、琼脂、藻酸盐和纤基乙酸钠(Tyloses),羧甲基纤维素和羟乙基纤维素,还有脂肪醇、甘油单酯和脂肪酸,聚丙烯酸酯、聚乙烯基醇和聚乙烯基吡咯烷酮。生物活性成分应理解为指例如植物提取物、蛋白质水解物和维生素配合物。常用的成膜剂例如是水胶体,如脱乙酰壳多糖、微晶脱乙酰壳多糖或季铵化脱乙酰壳多糖,聚乙烯基吡咯烷酮,乙烯基吡咯烷酮-乙酸乙烯酯共聚物,丙烯酸系列的聚合物,季铵化纤维素衍生物和类似的化合物。合适防腐剂的实例是甲醛溶液,对羟基苯甲酸酯或山梨酸。合适的珠光剂例如是甘醇二硬脂酸酯,如乙二醇二硬脂酸酯,还有脂肪酸和脂肪酸单甘醇酯。可以使用的染料是已获准并适合用于化妆品目的的物质,例如列于the Dyes Commission of the GermanResearch Society的出版物“Kosmetische Frbemittel”[化妆品用着色剂](Verlag Chemie出版,Weinheim,1984)中的那些。这些染料的常用浓度为0.001-0.1重量%,基于总混合物。
本发明制剂还可额外含有至少一种驱虫剂。这些包括例如2-乙基-1,3-己二醇、2-乙基-2,3-己二醇、4,5-双(2-亚丁基)四氢-2-糠醛、邻苯二甲酸二甲酯、异辛可部酸二正丙基酯和N,N-二乙基间甲苯甲酰胺。其任选以基于制剂总重量至多15重量%,优选5-15重量%的量掺混。
额外含有抗氧化剂通常是优选的。根据本发明,可以使用的有利抗氧化剂是所有常用于或适于化妆品和/或皮肤应用的抗氧化剂。
抗氧化剂有利的是选自氨基酸(例如甘氨酸、组氨酸、酪氨酸、色氨酸)及其衍生物,咪唑(例如尿刊酸)及其衍生物,肽如D,L-肌肽,D-肌肽,L-肌肽及其衍生物(例如鹅肌肽),类葫萝卜素,叶红素(例如β-叶红素,番茄红素)及其衍生物,绿原酸及其衍生物,如硫辛酸及其衍生物(例如二氢硫辛酸),硫金代葡萄糖(aurothioglucose),丙基硫尿嘧啶和其它硫醇类(例如硫氧还蛋白,谷胱甘肽,半胱氨酸,胱氨酸,胱胺及其糖基,N-乙酰基,甲基,乙基,丙基,戊基,丁基和月桂基,棕榈基,油基,γ-亚油基,胆甾烯基和甘油基酯)及其盐,硫代二丙酸二月桂基酯,硫代二丙酸二硬脂基酯,硫代二丙酸及其衍生物(酯类,醚类,肽,类脂,核苷酸,核苷和盐)和磺酰亚胺(sulfoximine)化合物(例如丁基硫氧硫堇胺(buthionine)磺酰亚胺,同型半胱氨酸磺酰亚胺,丁基硫氧硫堇胺砜类,五-、六-、七硫堇磺酰亚胺),都以非常少的允许剂量(例如pmol至μmol/kg),以及(金属)螯合剂(例如α-羟基脂肪酸,棕榈酸,植酸,乳铁传递蛋白),α-羟基酸(例如柠檬酸,乳酸,苹果酸),腐殖酸,胆汁酸,胆汁萃取物,胆红素,胆绿素,EDTA及其衍生物,不饱和脂肪酸及其衍生物(例如γ-亚麻酸,亚油酸,油酸),叶酸及其衍生物,泛醌和泛醌醇及其衍生物,维生素C和衍生物(例如抗坏血酰棕榈酸酯,抗坏血酰磷酸镁,抗坏血酰乙酸酯),生育酚和衍生物(例如维生素E乙酸酯、生育三烯酚),维生素A和衍生物(维生素A棕榈酸酯),和苯偶姻树脂的苯甲酸松柏酯,芸香亭酸及其衍生物,α-糖基芸香苷,阿魏酸,呋喃亚甲基山梨醇,肌肽,丁基羟基甲苯,丁基羟基茴香醚,去甲二氢愈创木脂酸,去甲二氢愈创木酸,三羟基丁酰苯,尿酸及其衍生物,甘露糖及其衍生物,锌及其衍生物(例如ZnO、ZnSO4),硒及其衍生物(例如硒蛋氨酸),均二苯代乙烯及其衍生物(例如均二苯代乙烯氧化物,反式均二苯代乙烯氧化物)。
上述抗氧化剂(一种或多种化合物)在制剂中的量优选是0.001-30重量%,特别优选0.05-20重量%,尤其是1-10重量%,基于制剂的总重量。
若维生素E和/或其衍生物是抗氧化剂,有利的是将其各自的浓度选择为0.001-10重量%,基于制剂总重量。若维生素A或维生素A衍生物或叶红素或其衍生物是抗氧化剂,有利的是将其各自的浓度选择为0.001-10重量%,基于制剂的总重量。
制剂可以本身已知的方式制备,即例如通过热、冷、热-热/冷或PIT乳化制备。这是纯机械方法,没有发生化学反应。
本发明的光保护制剂通常包含:
1-20重量%,优选7-15重量%的组分A),
1-35重量%,优选5-25重量%的组分B)和
加到100重量%的载体C)和助剂。
本发明的皮肤用制剂的配制基料优选包含可药用助剂。已知用于药物领域、食品技术和相关领域的助剂尤其是列于相关药典(如DAB Ph.EurBP NF)中的那些,且其他性能不会影响生理应用的助剂也是可药用的。
合适的助剂可以是:润滑剂、湿润剂、乳化和悬浮剂、防腐剂、抗氧化剂、抗刺激剂、螯合剂、乳化稳定剂、成膜剂、凝胶形成剂、臭味掩盖剂、树脂、水胶体、溶剂、溶解性促进剂、中和剂、渗透加速剂、颜料、季铵化合物、再脂化(refatting)和超脂化(superfatting)剂、软膏、霜剂或油基料、聚硅氧烷衍生物、稳定剂、杀菌剂、推进剂、干燥剂、不透明剂、增稠剂、蜡、润肤剂、白油。这样的制剂基于专业知识,例如如Fiedler,H.P.Lexikon der Hilfsstoffe für Pharmazie,Kosmetik und angrenzendeGebiete[药物、化妆品和相关领域所用助剂百科全书],第4版,Aulendorf:ECV-Editio-Kantor-Verlag,1996。
合适皮肤用制剂的实例是软膏、霜剂、水凝胶、糊以及液体药物形式,如溶液、乳液、特别是水包油乳液、悬浮液、例如洗液等。若需要,也可以使用脂质体或微球。
为了制备本发明的皮肤用制剂,可以将活性成分与合适的助剂(赋形剂)混合或用其稀释。赋形剂可以是可以用作活性成分的媒介物、载体或介质的固体、半固体或液体材料。若需要,以本领域熟练技术人员已知的方法进行其他助剂的掺混。
若需要,可以将两种或更多种活性成分配制在一起。然而,它们也可首先单独加工,然后以合适的药物形式组合。
为了使用,将本发明的化妆品或皮肤用制剂以化妆品常用的方式以足够的量施用于皮肤和/或头发上。
本发明的化妆品和/或皮肤用光保护制剂可以用于化妆品和/或皮肤用光保护,还用于处理、护理和清洁皮肤和/或头发以及在装饰性化妆品中用作美容产品。
特别优选呈防晒剂形式的那些化妆品和皮肤用制剂。
这类防晒制剂可以呈液体、糊或固体形式,例如呈油包水霜剂、水包油霜剂和洗液、气溶胶泡沫霜剂、凝胶、油蜡笔、粉末、喷雾剂(例如喷雾油或喷雾乳液形式)或醇性水洗液形式。
气溶胶的合适推进剂是常用的推进剂,例如丙烷、丁烷、戊烷、二甲醚和其他物质。
为了使人发防UV射线,根据本发明待用的制剂可以掺入香波、洗液、凝胶、喷发胶、发蜡、防晒喷雾液、定型产品、气溶胶泡沫霜剂、调节剂、固发液、吹干洗液、吹干固发组合物或乳液。各制剂可以在这里尤其用于洗发、染发和头发定型。
本发明的制剂非常适合于保护人皮肤或人发以防750-2500nm红外波长范围内的热辐射和280-450nm范围内的UV辐射。用本发明制剂处理的皮肤或头发的发热显著低于未处理或仅用UV光保护剂处理的皮肤或头发。热辐射的降低至少为20%,优选至少30%。红外区电磁谱的热辐射大部分被反射而未被吸收,意味着皮肤和头发不会因热辐射而发热。本发明制剂的特征在于皮肤感觉宜人。赋予了更清新的感觉。在750nm以上,尤其是在751-1600nm波长范围内,至少60%,尤其是70%且非常特别优选至少80%的入射射线被反射掉。
下列实施例用来更详细说明本发明,但本发明并不限于这些实施例。
I.制备
为了制备颜料1和2,所用非手性、向列型单体为式4化合物且所用手性掺杂剂为式2B1或2B2化合物。包含化合物2B1的颜料的螺旋超结构是右旋的,而包含化合物2B2的颜料的螺旋超结构是左旋的。R=CH3
颜料1:反射范围750-1200nm
为了制备颜料1,使用8种胆甾醇型液晶混合物,其组成以及各单个混合物的最大反射波长λmax可以在下表1中发现。
表1:
式2B1[重量%] | 式2B2[重量%] | 式4[重量%] | λmax[nm] |
2.85 | - | 97.15 | 850 |
2.45 | - | 97.55 | 975 |
1.92 | - | 98.08 | 1200 |
1.65 | - | 98.35 | 1560 |
- | 7.60 | 92.40 | 850 |
- | 6.55 | 93.45 | 975 |
- | 5.10 | 94.90 | 1200 |
- | 4.10 | 95.90 | 1560 |
为了应用,将单个混合物各自溶于甲基乙基酮中。使用刮刀将8种混合物各自一层叠于一层上地施用于聚对苯二甲酸乙二醇酯薄膜上,每种情况下使湿膜厚度为约25μm,在70℃下脱去溶剂并将所得膜通过UV辐射交联和硬化。按照DE-A 196 38 797中所述的方法进行涂敷。四层的螺旋超结构是右旋的,另四层的螺旋超结构是左旋的。从载体上除去硬化的多胆甾醇型层并通过研磨和随后的筛分分级。颜料颗粒的粒度在小于50μm的范围内。
颜料2:反射范围850-1600nm
为了制备颜料2,使用6种胆甾醇型混合物,其组成以及各混合物的最大反射波长λmax可以在下表2中发现。
表2:
式2B1[重量%] | 式2B2[重量%] | 式4[重量%] | λmax[nm] |
2.45 | - | 97.55 | 975 |
1.92 | - | 98.08 | 1200 |
1.65 | - | 98.35 | 1560 |
- | 6.55 | 93.45 | 975 |
- | 5.10 | 94.90 | 1200 |
- | 4.10 | 95.90 | 1560 |
类似于颜料1的制备方式制备颜料2。三层的螺旋超结构是右旋的,另三层是左旋的。然后粉碎各层并混合颜料。
II.制剂
护唇组合物
物质含量(重量%)
加至100 Eucerinum anhydricum
10.00 甘油
10.00 微粉化二氧化钛
3.00 2-氰基-3,3-二苯基丙烯酸乙基己基酯
2.00 4-叔丁基-4’-甲氧基二苯甲酰基甲烷
8.00 IR颜料1
8.00 甲氧基肉桂酸辛基酯
5.00 氧化锌
4.00 蓖麻油
4.00 季戊四醇硬脂酸酯/辛酸酯/癸酸酯/己二酸酯
3.00 硬脂酸甘油酯SE
2.00 蜂蜡
2.00 微晶蜡
2.00 Quaternium-18膨润土
1.50 PEG-45/十二烷基二醇共聚物
实施例2
用于含微细颜料的防晒剂(sunblock)的组合物
物质含量(重量%)
加至100 水
10.00 甲氧基肉桂酸辛酯
6.00 PEG-7氢化蓖麻油
6.00 微粉化二氧化钛
3.00 2-氰基-3,3-二苯基丙烯酸乙基己基酯
1.50 4-叔丁基-4’-甲氧基二苯甲酰基甲烷
10.00 IR颜料2
5.00 矿物油
5.00 对甲氧基肉桂酸异戊基酯
5.00 丙二醇
3.00 霍霍巴油
3.00 4-甲基亚苄基樟脑
2.00 PEG-45/十二烷基二醇共聚物
1.00 二甲基聚硅氧烷
0.50 PEG-40氢化蓖麻油
0.50 乙酸生育酚
0.50 苯氧基乙醇
0.20 EDTA
实施例3
无油凝胶
物质含量(重量%)
加至100 水
8.00 甲氧基肉桂酸辛酯
7.00 微粉化二氧化钛
3.00 2-氰基-3,3-二苯基丙烯酸乙基己基酯
1.50 4-叔丁基-4’-甲氧基二苯甲酰基甲烷
13.00 IR颜料2
5.00 甘油
5.00 PEG-25 PABA
1.00 4-甲基亚苄基樟脑
0.40 丙烯酸C10-C30烷基酯/丙烯酸酯共聚物
0.30 咪唑烷基脲
0.25 羟乙基纤维素
0.25 对羟基苯甲酸甲酯钠
0.20 EDTA二钠
0.15 香料
0.15 对羟基苯甲酸丙酯钠
0.10 氢氧化钠
实施例4
防晒霜(suncream)
物质含量(重量%)
加至100 水
8.00 甲氧基肉桂酸辛酯
8.00 微粉化二氧化钛
6.00 PEG-7氢化蓖麻油
3.00 2-氰基-3,3-二苯基丙烯酸乙基己基酯
1.50 4-叔丁基-4’-甲氧基二苯甲酰基甲烷
10.00 IR颜料1
6.00 矿物油
5.00 氧化锌
5.00 棕榈酸异丙酯
0.30 咪唑烷基脲
3.00 霍霍巴油
2.00 PEG-45/十二烷基二醇共聚物
1.00 4-甲基亚苄基樟脑
0.60 硬脂酸镁
0.50 乙酸生育酚
0.25 对羟基苯甲酸甲酯
0.20 EDTA二钠
0.15 对羟基苯甲酸丙酯
实施例5
耐水防晒霜
物质含量(重量%)
加至100 水
8.00 甲氧基肉桂酸辛酯
5.00 PEG-7氢化蓖麻油
5.00 丙二醇
4.00 棕榈酸异丙酯
4.00 辛酸/癸酸甘油三酯
3.00 2-氰基-3,3-二苯基丙烯酸乙基己基酯
1.50 4-叔丁基-4’-甲氧基二苯甲酰基甲烷
20.00 IR颜料2
4.00 甘油
3.00 霍霍巴油
2.00 4-甲基亚苄基樟脑
2.00 微粉化二氧化钛
1.50 PEG-45/十二烷基二醇共聚物
1.50 二甲基聚硅氧烷
0.70 硫酸镁
0.50 硬脂酸镁
0.15 香料
实施例6
具有UV保护作用的日用洗剂
物质含量(重量%)
加至100 水
2.00 十六/十八醇
1.00 甘油单硬脂酸酯
2.00 凡士林
7.50 甲氧基肉桂酸辛酯
4.00 水杨酸辛酯
3.00 2-氰基-3,3-二苯基丙烯酸乙基己基酯
1.50 4-叔丁基-4’-甲氧基二苯甲酰基甲烷
11.00 颜料1
0.50 二甲基聚硅氧烷
5.00 丙二醇
0.20 EDTA
0.20 Carbomer
5.00 苯甲酸C12-C15烷基酯
0.27 三乙醇胺
1.00 乙酸生育酚
适量 香料
实施例7
具有UV保护作用的日用霜
物质含量(重量%)
加至100 水
2.00 十六/十八醇
2.00 十六烷醇
1.00 甘油单硬脂酸酯
2.00 凡士林
7.50 甲氧基肉桂酸辛酯
4.00 水杨酸辛酯
3.00 2-氰基-3,3-二苯基丙烯酸乙基己基酯
1.50 4-叔丁基-4’-甲氧基二苯甲酰基甲烷
15.00 颜料2
4.00 丙二醇
0.20 EDTA
0.20 Carbomer
0.20 汉生胶
0.20 丙烯酸C10-C30烷基酯交联聚合物
5.00 苯甲酸C12-C15烷基酯
0.54 三乙醇胺
1.00 乙酸生育酚
适量 香料
适量 防腐剂
实施例8
液体美容化妆品
物质含量(重量%)
加至100 水
2.00 十六/十八醇
2.00 十六/十八醇聚氧乙烯醚25
6.00 甘油单硬脂酸酯
1.00 十六烷醇
8.00 石蜡油
7.00 辛酸十六/十八烷基酯
0.20 二甲基聚硅氧烷
3.00 丙二醇
1.00 泛醇
3.00 2-氰基-3,3-二苯基丙烯酸乙基己基酯
1.50 4-叔丁基-4’-甲氧基二苯甲酰基甲烷
8.00 颜料2
3.50 甲氧基肉桂酸辛基酯
0.10 没药醇
5.70 二氧化钛
1.10 氧化铁
适量 香料
实施例9
具有太阳保护作用的发用凝胶
物质含量(重量%)
加至100 水
1.20 Carbomer
0.50 羟乙基纤维素
4.00 三乙醇胺
0.70 PEG-40氢化蓖麻油
1.50 2-氰基-3,3-二苯基丙烯酸乙基己基酯
0.70 4-叔丁基-4’-甲氧基二苯甲酰基甲烷
7.00 颜料1
2.80 甲氧基肉桂酸辛基酯
5.00 丙二醇
0.01 EDTA
适量 香料
适量 Sicovit Patent Blue 85 E 131
III.测试冷却效果
III.1包含颜料1的制剂
将12mg实施例4的本发明制剂施用于在个体背部的6cm2试验区。然后用OSRAM长寿命64623 EVA 12V 100W灯距离4cm对该皮肤面积进行辐射。辐射面积对应于直径为2-3cm的圆。立即使用Ahlborn的“Ranger”AMIR 7814高温计对皮肤的表面温度进行测定。
为了评价冷却效果,使用防晒制剂重复试验,该制剂除了IR反射剂之外具有相同的组成。此外还测定未处理皮肤上的温度增加。结果示于下表3中。
表3:
皮肤[℃] | 用UV光保护剂处理后的皮肤[℃] | 用本发明制剂处理后的皮肤[℃] | |
不暴露 | 32.3 | 32.3 | 32.3 |
5分钟后,不暴露 | 32.8 | 32.8 | 32.3 |
暴露3分钟后 | 40.7 | 40.5 | 36.3 |
ΔT | 7.9 | 7.7 | 4.0 |
用本发明制剂提供的试验区显示明显更低的温度增加,几乎比未处理皮肤的温度增加低50%。在750-1200nm的反射范围内,反射强度为90%。
III.2包含颜料2的制剂
以与III.1所述的方式进行对颜料2的冷却效果的试验,不同的是使用12mg实施例2的本发明制剂代替实施例4的本发明制剂。
皮肤[℃] | 用UV光保护剂处理后的皮肤[℃] | 用本发明制剂处理后的皮肤[℃] | |
不暴露 | 32.3 | 32.3 | 32.3 |
5分钟后,不暴露 | 32.8 | 32.8 | 32.3 |
暴露3分钟后 | 40.7 | 40.4 | 37.6 |
ΔT | 7.9 | 7.6 | 5.3 |
用本发明制剂提供的试验区显示明显更低的温度增加,比未处理皮肤的温度增加低33%。在850-1600nm的反射范围内,反射强度为85%。
Claims (10)
1.一种化妆品或皮肤用制剂,包含
(A)至少一种在750-2500nm红外波长范围反射光的胆甾醇型组分,
(B)至少一种在280-449nm紫外射线范围内防辐射的组分,和
(C)化妆品或皮肤学上可接受的载体。
2.如权利要求1所述的制剂,其中组分A)选自呈硬化状态的下列组分:a)至少一种胆甾醇型可聚合单体;b)至少一种非手性、向列型、可聚合单体和一种手性化合物;c)至少一种胆甾醇型可交联聚合物;d)至少一种在可聚合稀释剂或可聚合稀释剂混合物中的胆甾醇型聚合物;e)至少一种其胆甾醇相可通过快速冷却至玻璃化转变温度以下而冻结的胆甾醇型聚合物;或f)至少一种非手性、液晶可交联聚合物和一种手性化合物。
3.如权利要求1或2所述的制剂,其中组分B)选自下列种类:间距低于450nm的胆甾醇型组分、氨基苯甲酸、氨基苯甲酸酯、双环[2.2.1]庚-2-酮、羟基苯甲酸酯和羟基苯甲酸盐、二苯甲酮、苯并咪唑、肉桂酯、3,3-二苯基丙烯酸酯、3-咪唑-4-基丙烯酸、3-咪唑-4-基丙烯酸酯、脂环族二烯酮、三嗪、苯酰甲酸及其盐、二苯甲酰基甲烷、4,4’-二芳基丁二烯、苯并三唑、有机硅氧烷亚苄基丙二酸酯、烯胺、环状亚胺酸酯、无机颜料及其混合物。
4.如权利要求3所述的制剂,其中无机颜料选自氧化锌、二氧化钛及其混合物。
5.如权利要求3或4所述的制剂,其中组分B)包含至少一种3,3-二苯基丙烯酸酯和至少一种二苯甲酰基甲烷衍生物。
6.如权利要求3或4所述的制剂,其中组分B)包含至少一种4-甲氧基肉桂酯。
7.如任一前述权利要求所述的制剂,其中载体C)选自水、水混溶性液体、疏水性组分及其混合物。
8.如权利要求1-7中任一项所述的化妆品或皮肤用制剂在保护人皮肤或人发防止在750-2500nm红外波长范围内的热辐射和在280-449nm范围内的UV辐射中的用途。
9.在化妆品或皮肤用制剂中的至少一种在750-2500nm红外波长范围反射光的胆甾醇型组分在降低用该制剂处理的皮肤或头发发热中的用途,所述制剂包含至少一种在280-449nm紫外波长范围内防辐射的化合物。
10.如权利要求9所述的用途,其中发热的降低至少为20%。
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE10155542A DE10155542A1 (de) | 2001-11-12 | 2001-11-12 | Kosmetische oder dermatologische Lichtschutzmittelzubereitung |
DE10155542.3 | 2001-11-12 |
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CN1418614A true CN1418614A (zh) | 2003-05-21 |
Family
ID=7705487
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CN02149283A Pending CN1418614A (zh) | 2001-11-12 | 2002-11-12 | 化妆品或皮肤用光保护制剂 |
Country Status (5)
Country | Link |
---|---|
US (1) | US20030215405A1 (zh) |
EP (1) | EP1310238A3 (zh) |
JP (1) | JP2003183145A (zh) |
CN (1) | CN1418614A (zh) |
DE (1) | DE10155542A1 (zh) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
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CN103924313A (zh) * | 2014-03-18 | 2014-07-16 | 东南大学 | 一种聚离子液体功能化纳米纤维的制备方法及其应用技术 |
Families Citing this family (15)
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US8211449B2 (en) * | 2004-06-24 | 2012-07-03 | Dpt Laboratories, Ltd. | Pharmaceutically elegant, topical anhydrous aerosol foam |
AU2014200154A1 (en) * | 2006-10-02 | 2014-01-30 | Bayer Consumer Care Ag | Photoprotective compositions comprising synergistic combination of sunscreen active compounds |
US20080081024A1 (en) * | 2006-10-02 | 2008-04-03 | Beasley Donathan G | Photoprotective compositions comprising synergistic combination of sunscreen active compounds |
EP2769708A1 (de) * | 2013-02-21 | 2014-08-27 | Symrise AG | Inhibition der durch IR-Strahlung induzierten Hautalterung |
EP3157499B1 (en) | 2014-06-17 | 2023-10-25 | The Procter & Gamble Company | Composition for hair frizz reduction |
MX369683B (es) | 2014-12-05 | 2019-10-02 | Procter & Gamble | Composición para la reducción del encrespado del cabello. |
US10660835B2 (en) | 2015-04-02 | 2020-05-26 | The Procter And Gamble Company | Method for hair frizz reduction |
US10632054B2 (en) | 2015-04-02 | 2020-04-28 | The Procter And Gamble Company | Method for hair frizz reduction |
JP6739923B2 (ja) * | 2015-10-30 | 2020-08-12 | 花王株式会社 | 皮膚化粧料 |
US10258555B2 (en) | 2015-12-04 | 2019-04-16 | The Procter And Gamble Company | Composition for hair frizz reduction |
WO2017096154A1 (en) | 2015-12-04 | 2017-06-08 | The Procter & Gamble Company | Hair care regimen using compositions comprising moisture control materials |
US10857085B2 (en) | 2015-12-15 | 2020-12-08 | Symrise Ag | Preparations comprising carnosines |
EP3435964B1 (en) | 2016-04-01 | 2024-05-15 | The Procter & Gamble Company | Composition for fast dry of hair |
US10980723B2 (en) | 2017-04-10 | 2021-04-20 | The Procter And Gamble Company | Non-aqueous composition for hair frizz reduction |
WO2024061476A1 (en) | 2022-09-19 | 2024-03-28 | Symrise Ag | A method for preventing, mitigating and/or treating ptgs2-induced skin disorders and related dysfunctions |
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GB2282145A (en) * | 1993-09-22 | 1995-03-29 | Central Research Lab Ltd | Coloured material comprising aligned liquid crystal laminae |
DE4416191A1 (de) * | 1994-05-06 | 1995-11-09 | Consortium Elektrochem Ind | Interferenzpigmente aus in cholesterischer Anordnung fixierten Molekülen sowie deren Verwendung |
DE19629761A1 (de) * | 1996-07-23 | 1997-06-05 | Wacker Chemie Gmbh | Zubereitungen mit vom Betrachtungswinkel abhängiger Farbigkeit |
EP1273646A1 (de) * | 1997-09-02 | 2003-01-08 | Basf Aktiengesellschaft | Cholesterische Effektschichten und Verfahren zu deren Herstellung |
DE19756974C2 (de) * | 1997-12-20 | 2001-04-19 | Clariant Gmbh | Organisches Material mit metallischem Glanz |
DE19824972A1 (de) * | 1998-06-04 | 1999-12-09 | Basf Ag | Verwendung von cholesterisch-flüssigkristallinen Zusammensetzungen als UV-Filter in kosmetischen und pharmazeutischen Zubereitungen |
DE19848130A1 (de) * | 1998-10-19 | 2000-04-20 | Basf Ag | Verwendung von cholesterisch-flüssigkristallinen Polymeren als UV-Filter in kosmetischen und pharmazeutischen Zubereitungen |
DE19949284A1 (de) * | 1999-10-12 | 2001-04-19 | Basf Ag | Chirale Verbindung und deren Verwendung als chirale Dotierstoffe zur Herstellung von cholesterisch-flüssigkristallinen Zusammensetzungen |
TWI236496B (en) * | 2000-03-16 | 2005-07-21 | Merck Patent Gmbh | Broadband liquid crystal pigments |
-
2001
- 2001-11-12 DE DE10155542A patent/DE10155542A1/de not_active Withdrawn
-
2002
- 2002-11-07 US US10/289,334 patent/US20030215405A1/en not_active Abandoned
- 2002-11-11 JP JP2002327175A patent/JP2003183145A/ja not_active Withdrawn
- 2002-11-11 EP EP02025192A patent/EP1310238A3/de not_active Withdrawn
- 2002-11-12 CN CN02149283A patent/CN1418614A/zh active Pending
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN103924313A (zh) * | 2014-03-18 | 2014-07-16 | 东南大学 | 一种聚离子液体功能化纳米纤维的制备方法及其应用技术 |
CN103924313B (zh) * | 2014-03-18 | 2015-10-28 | 东南大学 | 一种聚离子液体功能化纳米纤维的制备方法及其应用技术 |
Also Published As
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US20030215405A1 (en) | 2003-11-20 |
EP1310238A2 (de) | 2003-05-14 |
DE10155542A1 (de) | 2003-05-22 |
JP2003183145A (ja) | 2003-07-03 |
EP1310238A3 (de) | 2004-01-02 |
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