CN116113659A - 非异氰酸酯聚氨酯弹性体和包含此弹性体的组合物 - Google Patents
非异氰酸酯聚氨酯弹性体和包含此弹性体的组合物 Download PDFInfo
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Abstract
本公开文本涉及非异氰酸酯聚氨酯(NIPU)弹性体的凝胶组合物或含有所述非异氰酸酯聚氨酯弹性体的凝胶组合物,所述非异氰酸酯聚氨酯弹性体由其中碳酸酯基团可以是环状或非环状的聚碳酸酯和其中胺是伯胺或仲胺的多胺在任选的外用可接受的载体流体中反应形成。所述凝胶组合物可进一步含有个人或保健活性物质。所述活性物质可通过预加载或后加载的方法掺入至凝胶中。
Description
技术领域
本发明涉及含有NIPU弹性体的凝胶组合物,所述NIPU弹性体来自多环或多非环状碳酸酯与多胺的反应,并且可以任选地使用催化剂来提高弹性体的形成速率,并且适当地包含在外用可接受的载体流体中以形成凝胶。所述凝胶组合物可含有个人或保健活性物质。所述活性物质可通过预加载或后加载的方法掺入至凝胶中。凝胶组合物可进一步用作个人护理组合物中的组分。
背景技术
聚硅氧烷弹性体因其增稠和胶凝效率以及独特的丝滑和粉状感觉特征而广泛地用于个人护理应用。聚硅氧烷弹性体与基于聚硅氧烷的流体相容,然而,由于健康和环境问题,用于外用使用的基于聚硅氧烷的流体正在逐步退出个人护理行业。需要开发聚硅氧烷弹性体的替代品,这些替代品应在用基于非聚硅氧烷的外用可接受的溶剂(例如,酯、甘油三酯和烷烃)的情况下展现出有效的增稠和胶凝能力,同时赋予与聚硅氧烷弹性体可比的丝滑和粉状肤感。聚氨酯弹性体可以潜在地满足这一需求,并提供聚硅氧烷弹性体的理想替代品。非异氰酸酯聚氨酯(NIPU)弹性体为异氰酸酯衍生的聚氨酯(其需要由有毒前体合成的起始材料)提供了一种环境友好型替代品。
发明内容
本公开文本涉及一种包含非异氰酸酯聚氨酯NIPU(NIPU)弹性体的凝胶组合物,所述NIPU弹性体来自以下物质的反应:
A)聚碳酸酯,其中碳酸酯基团是环状或非环状的,所述聚碳酸酯可以任选地在其主链中含有硅氧烷,
B)多胺,其中胺基是伯胺基或仲胺基,
C)任选的反应催化剂,
D)任选的外用可接受的载体流体,其中外用可接受的载体流体是反应溶剂或其中在弹性体形成之后将外用可接受的载体流体添加到反应中。
可以通过在NIPU弹性体凝胶形成期间将个人护理或保健活性物质(E)溶解在外用可接受的溶剂中(预加载方法)或将其与形成的NIPU弹性体凝胶混合(后加载方法),将所述个人护理或保健活性物质掺入所述NIPU弹性体凝胶中。
本发明涉及以下内容:
具有以下通用结构的交联NIPU弹性体网络:
其中R1是具有两个或更多个碳酸酯官能团的芳环、杂环、环烷基、直链烷基或支链烷基,并且其中R2是氢原子、杂原子、芳环、杂环或烷基链。R3是具有两个或更多个伯胺或仲胺的芳环、杂环、环烷基、直链烷基或支链烷基。R4是氢原子、杂原子、芳环、杂环、环状烷基或直链烷基链。
具有以下通用结构的交联NIPU弹性体网络:
其中R1是具有三个或更多个碳酸酯官能团的芳环、杂环、环烷基、直链烷基或支链烷基,并且其中R2是氢原子、杂原子、芳环、杂环或烷基链。R3是具有两个或更多个伯胺或仲胺的芳环、杂环、环烷基、直链烷基或支链烷基。R4是氢原子、杂原子、芳环、杂环、环状烷基或直链烷基链。
具有以下通用结构的交联NIPU弹性体网络:
其中R1是具有三个或更多个环状碳酸酯基团的芳环、杂环、环烷基、直链烷基或支链烷基,并且其中R2是氢原子、杂原子、芳环、杂环或烷基链。R3是具有两个或更多个伯胺或仲胺的芳环、杂环、环烷基、直链烷基或支链烷基。R4是氢原子、杂原子、芳环、杂环、环状烷基或直链烷基链。
具有以下通用结构的交联NIPU弹性体网络:
其中R1是具有三个或更多个环状碳酸酯官能团的芳环、杂环、环烷基、或直链或支链烷基,并且其中R2是氢原子、杂原子、芳环、杂环或烷基链。R3是具有两个或更多个伯胺或仲胺的芳环、杂环、环烷基、直链烷基或支链烷基。R4是氢原子、杂原子、芳环、杂环、环状烷基或直链烷基链。
具体实施方式
本公开文本涉及一种凝胶组合物,其包含聚氨酯弹性体,不需要纯化,并且所述聚氨酯弹性体在外用可接受的溶剂中由以下物质的反应形成:
(A)聚碳酸酯。
组分(A)具有含有多于一个环状或非环状碳酸酯的分子结构并且可以通过多种方法从烯烃、炔烃、环氧化物、邻位二醇、分离的羟基、2-卤代醇等产生,并且其分子结构中应具有两个或更多个反应性碳酸酯官能团。聚碳酸酯的一个优选例子基于蓖麻油并且具有以下结构:
其中R含有环状或非环状碳酸酯。
聚碳酸酯的另一个优选例子基于二亚油酸/丙二醇共聚物并且具有以下结构:
其中R含有环状或非环状碳酸酯。
聚碳酸酯的另一个优选例子基于二亚油酸/二亚油酸二醇共聚物并且具有以下结构:
其中R含有环状或非环状碳酸酯。
组分(A)可以在其聚合链中包括一个或多个官能团。在一方面,聚碳酸酯在其聚合链中,例如在聚合物主链中,包括一个或多个硅氧烷。
(B)多胺,其中胺基为伯胺基或仲胺基。
组分(B)具有含有多于一个伯胺或仲胺的分子结构。脂族多胺的一个优选例子是六亚甲基二胺并且具有以下结构:
脂族多胺的另一个优选例子是异佛尔酮二胺并且具有以下结构:
脂族多胺的另一个优选例子是双(六亚甲基)三胺并且具有以下结构:
脂族多胺的另一个优选例子是三(氨基乙基)胺并且具有以下结构:
芳族多胺的一个优选例子是三聚氰胺并且具有以下结构:
(C)任选的反应催化剂。
组分(C)可以任选地用于增加NIPU弹性体形成的速率。钛醇盐是合成NIPU弹性体凝胶的优选催化剂,因为它们具有良好的毒性特征并且可以在外用产品中使用。优选地,将异丙醇钛用作NIPU催化剂。也可以使用基于锌、锡、铋和胺的NIPU催化剂。适当的NIPU催化剂包括但不限于:
·三乙烯二胺
·N,N,N',N",N"-五甲基二乙烯三胺
·1,2-二甲基咪唑
·N,N,N',N'-四甲基-1,6-己二胺
·N,N',N'-三甲基氨乙基哌嗪
·1,1'-[[3-(二甲氨基)丙基]亚氨基]双丙-2-醇
·N,N,N'-三甲氨基乙基乙醇胺
·N,N',N"-三(3-二甲氨基丙基)-六氢-s-三嗪
·1,4-二氮杂二环[2.2.2]辛烷
·1,5,7-三氮杂二环[4.4.0]癸-5-烯
·辛酸亚锡
·草酸亚锡
·氧化亚锡
·氯化亚锡
·二辛基锡二(2-已基已酸酯)-溶液
·二硫代乙醇酸二辛基锡
·二月桂酸二辛基锡
·氧化二辛基锡共混物
·二月桂酸二丁基锡
·一丁基锡三-(2-乙基已酸酯)
·二酮酸二辛基锡
·二乙酸二辛基锡
·氧化二辛基锡
·二乙酸二丁基锡
·改性二乙酸二丁基锡
·氧化二丁基锡
·一丁基锡二羟基氯化物
·氧化有机锡
·氧化一丁基锡
·二甲酸二辛基锡
·甲酸二辛基锡
·二辛基锡锡氧烷
·新癸酸锌
·辛酸锌
·乙酰丙酮锌
·草酸锌
·乙酸锌
·甲酸铋
·新癸酸锌
(D)载体流体。
NIPU弹性体可包含在任选的载体流体(D)中。载体流体包括任何可用于制备NIPU弹性体的合适溶剂。在示例性实施方案中,载体流体是“外用可接受的载体流体”,其是用于在皮肤表面即皮肤、嘴唇、粘膜等上外用的溶剂。虽然不是必需的,但通常载体流体可以与用于进行如上所述的弹性体反应的溶剂相同。用于合成NIPU弹性体橡胶和凝胶的载体流体可以是完全生物基的、部分生物基的或非生物基的。载体流体(包括外用可接受的载体流体)优选在20℃下具有1-65mPas之间的粘度。载体流体(包括外用可接受的载体流体)的铺展值优选在500-2500mm2/10min之间。用于合成NIPU弹性体橡胶和加工NIPU弹性体凝胶的适当的外用可接受的载体流体包括但不限于酯、甘油三酯、烃、聚硅氧烷流体及其组合,并且包括:
·双-二甘油多酰基己二酸酯-1
·双-二甘油多酰基己二酸酯-2
·丁二醇二辛酸酯/二癸酸酯
·牛油果油
·辛酸/癸酸甘油酯
·辛酸/癸酸甘油三酯
·辛酸/癸酸/肉豆蔻酸/硬脂酸甘油三酯
·辛酸/癸酸/琥珀酸甘油三酯
·辛酰基聚甲基硅氧烷
·椰油-辛酸酯/癸酸酯
·十甲基环戊硅氧烷
·油酸癸酯
·聚二甲基硅氧烷醇
·二苯基硅二醇
·十二甲基环己硅氧烷
·乙基三硅氧烷
·甘油辛酸酯
·甘油柠檬酸酯/乳酸酯/亚油酸酯/油酸酯
·甘油椰油酸酯
·甘油异硬脂酸酯
·甘油油酸酯
·甘油蓖麻油酸酯
·甘油蓖麻油酸酯,生育酚
·甘油硬脂酸酯
·甘油硬脂酸酯柠檬酸酯
·六甲基二硅氮烷
·六甲基二硅氧烷
·氢化椰油甘油酯
·氢化棕榈油
·羟基三甲基硅烷
·异丙氧基三甲基硅烷
·甲基庚基异硬脂酸酯
·八甲基环四硅氧烷
·芥酸油醇酯
·Olus油
·有机改性硅氧烷
·有机聚硅氧烷流体
·PCA甘油油酸酯
·PEG-6辛酸/癸酸甘油酯
·苯基三氯硅烷
·聚(二甲基硅氧烷)
·含聚(乙二醇)的硅氧烷
·聚二甲基硅氧烷
·聚甘油-2癸酸酯
·聚甘油-3癸酸酯
·聚甘油-3二异硬脂酸酯
·聚甘油-3聚蓖麻油酸酯
·聚甘油-4椰油酸酯
·碳酸丙烯酯
·丙二醇二辛酸酯/二癸酸酯
·硅油
·司拉氯铵膨润土
·司拉氯铵水辉石
·三庚酸甘油酯
·三甲基(溴代二氟甲基)硅烷
·三肉豆蔻酸甘油酯
·三硬脂酸甘油酯
(E)活性物质。
组分(E)是“药物活性成分”,并且适当地是选自任何个人活性成分或保健活性成分的活性物质。如本文所用,“个人护理活性成分”意指本领域已知作为个人护理配制品中的添加剂的任何化合物或化合物的混合物,其通常出于治疗皮肤、嘴唇或提供化妆和/或美学益处的目的而添加。“保健活性成分”意指本领域已知的提供药物或医学益处的任何化合物或化合物的混合物。因此,“保健活性成分”包括如被美国卫生与人类服务部食品和药物管理局普遍使用和定义的活性成分或活性药物成分的材料,其含在美国联邦法规第I章第21篇第200-299部分和第300-499部分中。因此,药物活性成分可以包括旨在在疾病的诊断、治愈、缓解、治疗或预防中提供药理活性或其他直接作用,或影响人或其他动物身体的结构或任何功能的任何组分。所述短语可以包括在药物产品的制造中可经历化学变化并以旨在提供指定的活性或效果的改性形式存在于药物产品中的那些组分。
药物活性成分的一些代表性例子包括:药物,维生素,矿物质;激素;外用抗微生物剂(如抗生素活性成分,用于治疗脚癣、股癣或癣的抗真菌活性成分,和痤疮活性成分);收敛剂活性成分;除臭剂活性成分;疣去除剂活性成分;鸡眼和胼胝去除剂活性成分;用于治疗头虱、阴虱(蟹虱)和体虱的杀虱剂活性成分;用于控制头皮屑、脂溢性皮炎或银屑病的活性成分;以及晒伤防治剂。
用于在根据本发明的方法中使用的有用药物活性成分包括维生素及其衍生物,包括“维生素原”。在本文中有用的维生素包括但不限于维生素A、视黄醇、视黄醇的C-C酯、维生素E、生育酚、维生素E的酯及其混合物。视黄醇包括反式视黄醇、1.3-顺式视黄醇、11-顺式视黄醇、9-顺式视黄醇和3,4-二脱氢-视黄醇、维生素C及其衍生物、维生素B、维生素B。维生素原B5、泛醇、维生素B。维生素B2、烟酸、叶酸、生物素和泛酸。在本文中考虑包括的其他合适的维生素和维生素的INCI名称是抗坏血酸二棕榈酸酯、抗坏血酸甲基硅烷醇果胶酸酯、抗坏血酸棕榈酸酯、抗坏血酸硬脂酸酯、抗坏血酸葡糖苷、抗坏血酸磷酸酯钠、抗坏血酸钠、抗坏血酸硫酸酯二钠、(抗坏血酸/生育酚)磷酸酯钾。
应指出的是,视黄醇是由华盛顿特区的化妆品、盥洗用品和香精协会(CTFA)为维生素A指定的国际命名化妆品成分名称(INCI)。其他合适的维生素和本文包括的所考虑的维生素的INCI名称是:视黄醇乙酸酯、视黄醇棕榈酸酯、视黄醇丙酸酯、o-生育酚托可索仑、生育酚乙酸酯、生育酚亚油酸酯、生育酚烟酸酯和生育酚琥珀酸酯。
用于根据本发明的方法的药物活性成分可以是活性药物成分。可使用的一些合适的活性药物成分的代表性例子是氢化可的松、酮洛芬、噻吗洛尔、匹罗卡品、阿霉素、丝裂霉素C、吗啡、氢吗啡酮、地尔硫卓、茶碱、多柔比星、柔红霉素、肝素、青霉素G、羧苄青霉素、头孢噻吩、头孢西丁、头孢噻肟、5-氟尿嘧啶、阿糖胞苷、6-氮尿苷、6-硫鸟嘌呤、长春碱、长春新碱、硫酸博来霉素、金硫葡萄糖、苏拉明、甲苯达唑、可乐定、东莨菪碱、普萘洛尔、盐酸苯丙醇胺、哇巴因、阿托品、氟哌啶醇、异山梨醇、硝酸甘油、布洛芬、泛醌、吲哚美辛、前列腺素、萘普生、沙丁胺醇、胍那苄、拉贝洛尔、非尼拉敏、美曲磷脂和类固醇。
出于本发明的目的,考虑作为活性药物成分包括在本文中的是抗痤疮剂,如过氧化苯甲酰和维甲酸;抗细菌剂,如氯己二烯葡糖酸盐;抗真菌剂,如硝酸咪康唑;抗炎剂;皮质类固醇药物;非类固醇抗炎剂,如双氯芬酸;抗银屑病剂,如丙酸氯倍他索;麻醉剂,如利多卡因;止痒剂;抗皮炎剂;以及通常被认为是阻隔膜的药剂。
本发明的活性组分E)可以是蛋白质,如酶。在NIPU弹性体凝胶中内部包含酶具有防止酶失活和较长时间维持酶的生物活性作用的优点。酶包括但不限于市售型、改良型、重组型、野生型、在自然界中未发现的变体及其混合物。例如,合适的酶包括水解酶、角质酶、氧化酶、转移酶、还原酶、半纤维素酶、酯酶、异构酶、果胶酶、乳糖酶、过氧化物酶、漆酶、过氧化氢酶及其混合物。水解酶包括但不限于蛋白酶(细菌、真菌、酸性、中性或碱性)、淀粉酶(α或β)、脂肪酶、甘露聚糖酶、纤维素酶、胶原酶、溶菌酶、超氧化物歧化酶、过氧化氢酶及其混合物。所述蛋白酶包括但不限于胰蛋白酶、胰凝乳蛋白酶、胃蛋白酶、胰酶和其他哺乳动物酶;木瓜蛋白酶、菠萝蛋白酶和其他植物酶;枯草杆菌蛋白酶、表皮抗菌肽、乳链菌肽、柚苷酶(L-鼠李糖苷酶)尿激酶和其他细菌酶。所述脂肪酶包括但不限于三酰基-甘油脂肪酶、单酰基甘油脂肪酶、脂蛋白脂肪酶,例如胰脂酶、肠蛋白酶、胃蛋白酶、其他哺乳动物、植物、细菌脂肪酶和纯化的脂肪酶。天然木瓜蛋白酶优选作为所述酶。进一步地,刺激性激素(例如胰岛素)可以与这些酶一起使用以增强它们的有效性。
药物活性成分还可以是防晒剂。防晒剂可以选自本领域已知的保护皮肤免受暴露于阳光的有害影响的任何防晒剂。防晒化合物通常选自吸收紫外(UV)光的有机化合物、无机化合物或其混合物。因此,可用作防晒剂的代表性的非限制性例子包括:氨基苯甲酸、西诺沙酯、甲氧基肉桂酸二乙醇胺、二没食子酰三油酸酯、二羟苯宗、4-双(羟基丙基)氨基苯甲酸乙酯、氨基苯甲酸甘油酯、胡莫柳酯、指甲花醌与二羟基丙酮、邻氨基苯甲酸薄荷酯、奥克立林、甲氧基肉桂酸辛酯、水杨酸辛酯、氧苯酮、帕地马酯O、苯基苯并咪唑磺酸、红凡士林、舒利苯酮、二氧化钛、水杨酸三乙醇胺、cetarninosalol、尿囊素、PABA、亚苄基酞、二苯甲酮、二苯甲酮1-12、3-亚苄基樟脑、亚苄基樟脑水解胶原磺酰胺、亚苄基樟脑磺酸、水杨酸苄酯、bomelone、布美三唑(bumetriozole)、丁基甲氧基二苯甲酰甲烷、丁基PABA、二氧化铈/二氧化硅、二氧化铈/二氧化硅滑石、西诺沙酯、DEA-甲氧基肉桂酸酯、二苯并噁唑萘、二叔丁基羟基亚苄基樟脑、二没食子酰三油酸酯、二异丙基肉桂酸甲酯、二甲基PABA乙基鲸蜡硬脂基二甲基铵甲苯磺酸盐、二辛基丁酰胺基三嗪酮、二苯基甲酯基乙酰氧基萘并吡喃、双乙基苯基三氨基三嗪二苯乙烯二磺酸二钠、二苯乙烯基二苯基三氨基三嗪二苯乙烯二磺酸二钠、二苯乙烯基二苯基二磺酸二钠、甲酚曲唑、甲酚曲唑三硅氧烷、乙基二羟基丙基PABA、二异丙基肉桂酸乙酯、甲氧基肉桂酸乙酯、乙基PABA、尿刊酸乙酯、依托立林(etrocrylene)阿魏酸、辛酸二甲氧基肉桂酸甘油酯、甘油PABA、水杨酸乙二醇酯、胡莫柳酯、对甲氧基肉桂酸异戊酯、水杨酸异丙基苄酯、异丙基二苯甲酰甲烷、甲氧基肉桂酸异丙酯、邻氨基苯甲酸薄荷酯、水杨酸薄荷酯、4-甲基亚苄基樟脑、奥克立林、奥克三唑、辛基二甲基PABA、甲氧基肉桂酸辛酯、水杨酸辛酯、辛基三嗪酮、PABA、PEG-25PABA、戊基二甲基PABA、苯基苯并咪唑磺酸、聚丙烯酰胺甲基亚苄基樟脑、甲氧基肉桂酸钾、苯基苯并咪唑磺酸钾、红凡士林、苯基苯并咪唑磺酸钠、尿刊酸钠、TEA-苯基苯并咪唑磺酸盐、TEA-水杨酸盐、对苯二亚甲基二樟脑磺酸、二氧化钛、二氧化锌、二氧化铈、三PABA泛醇、尿刊酸和VA/巴豆酸(酯)/甲基丙烯酰氧基二苯甲酮-1共聚物。
防晒剂可以是单一的一种或多于一种的组合。可替代地,防晒剂是肉桂酸酯基有机化合物,或者可替代地,防晒剂是甲氧基肉桂酸辛酯,如Uvinul R.MC 80(对甲氧基肉桂酸和2-乙基己醇的酯)。
组分(E)也可以是香精或香料。香料可以是香料工业中常用的任何香料或香精活性成分。这些组合物通常属于多种化学类别,如醇、醛、酮、酯、醚、乙酸酯、亚硝酸酯、萜烯烃、含氮或硫的杂环化合物以及天然或合成来源的精油。许多这些香料成分详细描述于标准教科书参考文献中,如Perfume and Flavour Chemicals,1969,S.Arctander,Montclair,N.J。
香精的例子可以是但不限于香料酮和香料醛。说明性的香料酮是布枯肟(buccoxime);异茉莉酮;甲基β萘基酮;麝香茚酮;吐纳麝香/麝香+;α大马酮、β-大马酮、δ-大马酮、异大马酮、大马烯酮、大马玫瑰(Damarose)、二氢茉莉酮酸甲酯、薄荷酮、香芹酮、樟脑、小茴香酮、α-紫罗兰酮、β-紫罗兰酮、γ-甲基所谓的紫罗兰酮、2-庚基环戊酮(Fleuramone)、二氢茉莉酮、顺式茉莉酮、龙涎酮(Iso-E-Super)、甲基柏木酮(Methyl-Cedrenyl-ketone或Methyl-Cedrylone)、苯乙酮、甲基-苯乙酮、对甲氧基-苯乙酮、甲基-β-萘基-酮、苄基-丙酮、二苯甲酮、对羟基-苯基-丁酮、芹菜酮(Celery Ketone或LiveScone)、6-异丙基十氢-2-萘酮、二甲基-辛烯酮、鲜薄荷酮(Freskomenthe)、4-(1-乙氧基乙烯基)-3,3,5,5,-四甲基-环己酮、甲基庚烯酮、2-(2-(4-甲基-3-环己烯-1-基)丙基)-环戊酮、1-(对薄荷烯-6(2)-基)-1-丙酮、4-(4-羟基-3-甲氧基苯基)-2-丁酮、2-乙酰基-3,3-二甲基降冰片烷、6,7-二氢-1,1,2,3,3-五甲基-4(5H)-茚酮、4-大马醇(Damascol)、Dulcinyl或Cassione、2-己基乙酰乙酸乙酯(Gelsone)、Hexylon、龙涎酮(Isocyclemone E)、甲基环柠檬酮(Methyl Cyclocitrone)、甲基熏衣草酮(Methyl Lavender-Ketone)、Orivon、对叔丁基-环己酮、芳多酮(Verdone)、2-戊基环戊酮(Delphone)、麝香酮、新丁烯酮、普利卡酮(Plica tone)、凡路酮(Veloutone)、2,4,4,7-四甲基-辛-6-烯-3-酮和特曲美安酮(Tetrameran)。
更优选地,香料酮因其气味特征而选自α大马酮、δ大马酮、异大马酮、香芹酮、γ-甲基-紫罗兰酮、龙涎酮、2.4.4.7-四甲基-辛-6-烯-3-酮、苄基丙酮、β大马酮、大马烯酮、二氢茉莉酮酸甲酯、甲基柏木酮及其混合物。
优选地,香料醛因其气味特征而选自阿道克醛、大茴香醛、环丁碳杂氧杂脒(cymal)、乙基香草醛、花青醛、新洋茉莉醛、洋茉莉醛、羟基香茅醛、高芳烯(koavone)、月桂醛、新铃兰醛、甲基壬基乙醛、芳香醋醛(P.T.bucinal)、苯乙醛、十一烯醛、香草醛、2,6,10-三甲基-9-十一烯醛、3-十二烯-1-醛、α-正戊基肉桂醛、4-甲氧基苯甲醛、苯甲醛、3-(4-叔丁基苯基)-丙醛、2-甲基-3-(对甲氧基苯基)丙醛、2-甲基-4-(2,6,6-三甲基-2(1)-环己烯-1-基)丁醛、3-苯基-2-丙烯醛、顺式/反式3,7-二甲基-2,6-辛二烯-1-醛、3,7-二甲基-6-辛烯-1-醛、(3,7-二甲基-6-辛烯基)氧基乙醛、4-异丙基苯甲醛、1,2,3,4,5,6,7,8-八氢-8,8-二甲基-2-萘甲醛、2,4-二甲基-3-环己烯-1-甲醛、2-甲基-3-(异丙基苯基)丙醛、1-癸醛(decanal;decyl aldehyde)、2,6-二甲基-5-庚烯醛、4-(三环[5.2.1.0(2,6)]-亚癸基-8)-丁醛、八氢-4,7-甲桥-1H-茚甲醛、3-乙氧基-4-羟基苯甲醛、对乙基-α,α-二甲基氢化肉桂醛、α-甲基-3,4-(亚甲二氧基)-氢化肉桂醛、3,4-亚甲基二氧基苯甲醛、α-正己基肉桂醛、间伞花烃-7-甲醛、α-甲基苯基乙醛、7-羟基-3,7-二甲基辛醛、十一烯醛、2,4,6-三甲基-3-环己烯-1-甲醛、4-(3)(4-甲基-3-戊烯基)-3-环己烯-甲醛、1-十二醛、2,4-二甲基环己烯-3-甲醛、4-(4-羟基-4-甲基戊基)-3-环己烯1-甲醛、7-甲氧基-3,7-二甲基辛-1-醛、2-甲基十一醛、2-甲基癸醛、1-壬醛、1-辛醛、2,6,10-三甲基-5.9-十一碳二烯醛、2-甲基-3-(4-叔丁基)丙醛、二氢肉桂醛、1-甲基-4-(4-甲基3-戊烯基)-3-环己烯-1-甲醛、5或6-甲氧基-六氢-4,7-甲桥茚满-1或2-甲醛、3,7-二甲基辛-1-醛、1-十一醛、10-十一烯-1-醛、4-羟基-3-甲氧基苯甲醛、1-甲基-3-(4-甲基戊基)-3-环己烯甲醛、7-羟基-3,7-二甲基辛醛、反式4-癸烯醛、2,6-壬二烯醛、对甲苯基乙醛、4-甲基苯基乙醛、2-甲基-4-(2,6,6-三甲基-1-环己烯-1-基)-2-丁烯醛、邻甲氧基肉桂醛、3,5,6-三甲基-3-环己烯甲醛、3,7-二甲基-2-亚甲基-6-辛烯醛、苯氧基乙醛、5,9-二甲基-4,8-癸二烯醛、芍药醛(6,10-二甲基-3-氧杂-5,9-十一碳二烯-1-醛)、六氢-4,7-甲桥茚满-1-甲醛、2-甲基辛醛、α-甲基-4-(1-甲基乙基)苯乙醛、6,6-二甲基-2-降蒎烯-2-丙醛、对甲基苯氧基乙醛、2-甲基-3-苯基-2-丙烯-1-醛、3,5,5-三甲基己醛、六氢-8,8-二甲基-2-萘甲醛、3-丙基-双环[2.2.1]-庚-5-烯-2-甲醛、9-癸烯醛、3-甲基-5-苯基-1-戊醛、甲基壬基乙醛、己醛、反式2-己烯醛、1-对薄荷烯-q-甲醛及其混合物。更优选的醛因其气味特征而选自1-癸醛、苯甲醛、花青醛、2,4-二甲基-3-环己烯-1-甲醛、顺式/反式3,7-二甲基-2,6-辛二烯-1-醛、洋茉莉醛、2,4,6-三甲基-3-环己烯-1-甲醛、2,6-壬二烯醛、α戊基肉桂醛、α-正己基肉桂醛、芳香醋醛、新铃兰醛、环丁碳杂氧杂脒、甲基壬基乙醛、己醛、反式2-己烯醛及其混合物。在香料成分的上述列表中,一些是本领域技术人员常规已知的商品名,并且还包括异构体。此类异构体也适用于在本发明中使用。
组分(E)也可以是一种或多种植物提取物。这些组分的例子如下:明日叶(Ashitaba)提取物、鳄梨提取物、绣球花属植物(hydrangea)提取物、蜀葵属植物(Althea)提取物、山金车属植物(Arnica)提取物、芦荟属(aloe)提取物、杏提取物、杏仁提取物、银杏(Ginkgo Biloba)提取物、小茴香提取物、姜黄(turmeric Curcuma)提取物、乌龙茶提取物、玫瑰果提取物、紫锥花属(Echinacea)提取物、黄芩属(Scutellaria)根提取物、黄柏属(Phellodendro)树皮提取物、日本黄连提取物、大麦提取物、金丝桃属(Hyperium)提取物、白荨麻提取物、豆瓣菜提取物、柑橘提取物、脱水盐水、海草提取物、水解弹性蛋白、水解小麦粉、水解蚕丝、洋甘菊提取物、胡萝卜提取物、蒿属(Artemisia)提取物、甘草属(Glycyrrhiza)提取物、芙蓉茶提取物、火棘果提取物、猕猴桃提取物、金鸡纳属(Cinchona)提取物、黄瓜提取物、鸟苷、栀子属(Gardenia)提取物、山白竹(Sasa albomarginata)提取物、苦参属(Sophora)根提取物、核桃提取物、葡萄柚提取物、铁线莲属(Clematis)提取物、小球藻属(Chlorella)提取物、桑椹提取物、龙胆属(Gentiana)提取物、红茶提取物、酵母提取物、牛蒡提取物、米糠发酵提取物、稻米胚芽油、紫草科植物(comfrey)提取物、胶原蛋白、越橘提取物、栀子属(Gardenia)提取物、萍叶细辛属(Asiasarum)根提取物、柴胡属(Bupleurum)科提取物、脐带提取物、鼠尾草属(Salvia)提取物、肥皂草属(Saponaria)提取物、竹提取物、山楂属(Crataegus)果提取物、花椒属(Zanthoxylum)果提取物、香菇提取物、地黄根提取物、紫草属(gromwell)提取物、紫苏属(Perilla)提取物、椴树提取物、蚊子草属(Filipendula)提取物、芍药提取物、省藤属(calamus)根提取物、白桦树提取物、马尾草提取物、洋常春藤(Hedera Helix)(Ivy)提取物、山楂提取物、接骨木(Sambucus migra)提取物、欧蓍草(Achillea millefolium)提取物、洋薄荷(Mentha piperita)提取物、鼠尾草提取物、锦葵属植物(mallow)提取物、川芎(Cnidium officinale)根提取物、日本绿色龙胆提取物、大豆提取物、枣提取物、百里香属(thyme)提取物、茶提取物、丁香提取物、禾本科白茅属(Gramineae imperata cyrillo)提取物、蜜柑皮提取物、日本当归根提取物、金盏花属(calendula)提取物、桃仁提取物、苦橙皮提取物、鱼腥草(Houttuyna cordata)提取物、番茄提取物、纳豆提取物、人参提取物、绿茶提取物(茶树(camelliea sine sis))、大蒜提取物、野玫瑰提取物、木槿属(hibiscus)提取物、沿阶草属(Ophio pogon)块茎提取物、荷花(Nelumbo nucifera)提取物、欧芹提取物、蜂蜜、金缕梅属(hamamelis)提取物、墙草属(parietaria)提取物、溪黄草(isodonis herba)提取物、红没药醇提取物、枇杷提取物、款冬提取物、蜂斗菜提取物、茯苓(Porid cocos wolf)提取物、假叶树提取物、葡萄提取物、蜂胶提取物、丝瓜提取物、红花提取物、薄荷提取物、椴树提取物、芍药属(Paeonia)提取物、啤酒花提取物、松树提取物、七叶树提取物、水芭蕉(Mizu-bashou Lysichitoncamtschatcese)提取物、无患子果皮提取物、蜜蜂花提取物、桃提取物、矢车菊提取物、桉属(eucalyptus)提取物、虎耳草属植物(saxifrage)提取物、香橼提取物、薏苡属(coix)提取物、艾属植物(mugwort)提取物、薰衣草提取物、苹果提取物、莴苣提取物、柠檬提取物、紫云英提取物、玫瑰提取物、迷迭香提取物、罗马洋甘菊提取物和蜂王浆提取物。
存在于NIPU凝胶组合物中的组分(E)的量可以变化,但是通常范围如下:0.05至50wt%、可替代地1至25wt%或者可替代地1至10wt%,基于按存在于组合物中的NIPU弹性体凝胶的重量(即NIPU凝胶组合物中组分(A)、(B)、(C)和(D)的总重量)计的量。
活性组分(E)可以在制造NIPU弹性体期间添加到NIPU凝胶组合物中(预加载方法),或者在形成NIPU弹性体凝胶之后添加(后加载方法)。
所述预加载方法包括:
I)混合:
A)环状或脂族碳酸酯聚合物,其可任选地在其主链中含有硅氧烷;
B)脂族或环脂族多胺;
C)任选的反应催化剂;
D)任选的载体流体,其中所述外用可接受的载体流体是反应溶剂或其中在弹性体形成之后添加载体流体,任选地其中所述载体流体包含外用可接受的载体流体;
E)个人护理或保健活性物质与NIPU弹性体凝胶,以形成含有活性物质的NIPU弹性体凝胶。
所述后加载方法包括:
I)混合:
A)环状或脂族碳酸酯聚合物,其可任选地在其主链中含有硅氧烷;
B)脂族或环脂族多胺;
C)任选的反应催化剂;
D)任选的载体流体,其中所述外用可接受的载体流体是反应溶剂或其中在弹性体形成之后添加载体流体,任选地其中所述载体流体包含外用可接受的载体流体;
II)将NIPU弹性体凝胶剪切成光滑的糊状物;以及
III)混合:
E)个人护理或保健活性物质与NIPU弹性体凝胶,以形成含有活性物质的NIPU弹性体凝胶。个人护理活性物质也可以作为另一种混合物的组分与一种或多种赋形剂混合。
NIPU弹性体
本发明的NIPU弹性体可作为组分(A)、(B)和(C)在(D)中的NIPU反应产物获得。术语“NIPU反应”是指任选地在催化剂(如组分C)的存在下,将含有多个环状或非环状碳酸酯基团的化合物(如组分A)添加至含有多个伯胺或仲胺基团的化合物(如组分B)中。其中碳酸酯与胺基的摩尔比是1/1。可替代地,此比率的范围可以是从8/1至0.9/1。所述NIPU反应在溶剂的存在下进行,其中溶剂与描述为组分(D)的载体流体相同并且不经进一步纯化即可任选地被使用。
用于测量NIPU弹性体凝胶组合物的硬度的方法
将NIPU弹性体在载体流体(如上文作为组分D所述)中制备以形成凝胶组合物。本发明的凝胶组合物可通过其硬度或坚固度来表征。表征凝胶的有用测试是美国明胶制造商协会推荐的测试,如使用“质构分析仪”(型号TAXT2,Stable Micro Systems,Inc.,戈德尔明(Godalming),英格兰)。使用具有带5.0kg荷重计的探头的质构分析仪对凝胶样品进行压缩测试。探头以1mm/sec的速度接近凝胶表面,并继续压缩到凝胶中到5.0mm的距离。质构分析仪检测探头在压缩测试期间受到的阻力。荷重计展示的力被绘制为时间的函数。用于本发明目的的NIPU弹性体、凝胶和弹性体共混物(SEB)的硬度被定义为在压缩测试期间由“质构分析仪”的探头检测到的阻力。硬度表征为最大压缩点(即凝胶表面内5.0mm压缩点)处的力。通常对每个凝胶进行总共3次测试,取平均值,并且一式三份制备凝胶。
得到的力值(以克为单位)通过用克力值除以101.97转换为牛顿(N)。(即基于所用探头的大小,1牛顿等于101.97g力)。质构分析仪测量报告的第二个特性是面积F-T 1:2,单位是g force.sec。这是力与测试时间曲线的面积积分。该特性指示凝胶网络,因为它指示对压缩力的持续阻力的能力,这与弹性体和凝胶有关。该值以g force.sec为单位报告,并通过以force.sec计的值除以101.97转换为Newton.sec(SI单位)。
当用直径为1.27cm的球形探头和在4盎司圆形玻璃瓶中的50g凝胶样品测量时,本发明的NIPU凝胶的压缩硬度为至少0.5Newton/cm2,可替代地为1Newton/cm2,或者可替代地为2Newton/cm2。
含有NIPU弹性体的凝胶糊状物组合物
本发明的凝胶组合物可用于通过以下方式制备含有活性物质的凝胶糊状物或凝胶共混物组合物:
I)剪切NIPU弹性体凝胶,如下所述,
II)将所剪切的NIPU弹性体凝胶与额数量的
D)如上所述的载体流体以及任选地
E)个人或保健活性物质合并,以形成凝胶糊状物或共混组合物。个人护理活性物质也可以作为另一种混合物的组分与一种或多种赋形剂混合。
本发明的NIPU弹性体凝胶组合物可以被认为是分散在载体流体中的离散的交联NIPU弹性体凝胶颗粒。因此,NIPU弹性体组合物是用于相容性较低分子量溶剂的有效流变增稠剂。因此它们可用于制备有用的凝胶共混组合物,如“凝胶糊状物”组合物。
为制造此类NIPU弹性体凝胶糊状物,将具有已知初始弹性体含量(IEC)的上述NIPU弹性体凝胶剪切以获得小粒径,并进一步稀释至最终弹性体含量(FEC)。如本文所用,剪切是指任何剪切混合过程,如从均质化、超声处理或本领域已知为剪切混合的任何其他混合过程获得的。NIPU弹性体凝胶组合物的剪切混合导致组合物具有减小的粒径。然后将具有减小的粒径的后续组合物进一步与D)载体流体合并。载体流体可以是如上所述的任何载体流体,但通常是直链酯(例如十一烯酸庚酯)、甘油三酯(例如三庚酸甘油酯)或烷烃(例如异十二烷)。将D)载体流体与具有减小的粒径的NIPU弹性体组合物合并的技术并不是挑剔的,而是通常涉及简单的搅拌或混合。所得组合物可视为糊状物,具有大于100,000cP(mPas)的粘度。
用于测量NIPU弹性体凝胶糊状物的粘度的方法
当与装配有特殊T形杆式锭子的合适的Brookfield粘度计一起使用时,Brookfield HELIPATHTM支架将允许以厘泊值测量具有类似于糊状物、油灰、乳膏、明胶或蜡的特征的材料的粘度/稠度。使用具有HELIPATHTM支架(Brookfield型号D)和T形杆锭子(Brookfield Helipath Spindle Set)的Brookfield型号DV-II+Pro粘度计确定NIPU弹性体共混物的粘度。所有均购自Brookfield Engineering Laboratories,Inc.(美国马萨诸塞州米德尔伯勒商业大道11号(11Commerce Boulevard Middleboro,Mass.,USA))。需要在4盎司圆罐中装入50g样品量。在测量前使用以下制备程序:首先经由离心从样品中除去气泡,然后在真空下保持两小时。脱气后,将样品在25℃下至少适应4小时。根据HELIPATHTM锭子的典型程序进行测量。通常,使用锭子93(T形杆锭子E),并且rpm的标准设置为6.5。将锭子速度维持在恒定的6.5rpm下。
本文还提供了包含所述凝胶组合物或凝胶糊状物的外用配制品。在此类配制品中,凝胶组合物或凝胶糊状物适合用作外用配制品的增稠剂或稳定剂。外用配制品的其他组分是本领域已知的,并且可以包括例如各种组分,如乳化稳定剂、乳化剂、皮肤调理剂、助悬剂等。这些额外组分的量可以大约为按重量计约0.01%至约50%。
如本文所用,“乳化稳定剂”是指有助于防止乳液分离成其油组分和水性组分的组合物。在实施方案中,用于本文所述的配制品中的乳化稳定剂是天然衍生的胶质或改性胶质或天然矿物质。示例性乳化稳定剂包括但不限于阿拉伯胶、纤维素、结晶纤维素、结冷胶、瓜尔胶、刺槐豆胶(角豆胶)、黄原胶、硅酸铝镁、膨润土或锂蒙脱石粘土等,包括其组合。
如本文所用,“皮肤调理剂”是指在皮肤表面上充当润滑剂的组合物或增加皮肤表面的含水量的组合物。用于在配制品中使用的示例性皮肤调理剂包括但不限于己二酸酯、苯甲酸烷基酯、C8或更高级脂肪酸酯、酯化芥酸酯、月桂酸酯、新戊酸酯、水杨酸酯、硬脂酸酯、甘油三酯、碳酸酯、二醇、甘油、矿物油等,包括其组合。
如本文所用,“乳化剂”是指有助于形成水包油或油包水乳液的组合物。用于在配制品中使用的示例性乳化剂包括但不限于聚山梨醇酯,乙氧基化脂肪酸,用氢氧化钠、氢氧化钾或胺中和的脂肪酸,取代的葡糖苷,月桂基和月桂基醚硫酸钠,乙氧基化酯,卵磷脂和卵磷脂衍生物等,包括其组合。
如本文所用,“助悬剂”是指改变固体颗粒与液体介质之间的界面以改善颗粒对聚在一起和从溶液中脱落的抗性的组合物。用于在配制品中使用的示例性助悬剂包括但不限于羟基硬脂酸、聚羟基硬脂酸、聚丙烯酸钠聚合物、甲基丙烯酸甲酯交联聚合物等,包括其组合。
在另外的实施方案中,非异氰酸酯聚氨酯(NIPU)弹性体可以以固体基形式利用,包括例如作为足部贴合的鞋垫或鞋底。
非异氰酸酯聚氨酯(NIPU)弹性体也可以用作医学上可接受的凝胶,包括例如医学植入物或植入物的一部分,包括作为软骨替代物、骨替代物等。
示例性实施方案:
实施方案1.一种式I的非异氰酸酯聚氨酯(NIPU)弹性体:
其中:
n是2至m;
A是选自环碳酸酯和胺的端基;
x是0至4;
R1是C1-C30取代或未取代的直链或支链脂族基团、环脂族基团、芳基、杂环脂族基团或杂芳基,任选地包含杂原子;
R2、R4和R5独立地是氢或C1-C30取代或未取代的直链或支链烷基、脂族基团、环脂族基团或芳基,任选地包含杂原子;
R3是C1-C30取代或未取代的直链或支链脂族基团、环脂族基团、芳基、杂环脂族基团或杂芳基,任选地包含杂原子;并且
D是选自环碳酸酯和胺的端基,
其中m是3与1,000,000,000,000之间的全部整数,包括10、100、1,000、10,000、100,000、1,000,000、10,000,000、100,000,000、1,000,000,000、10,000,000,000、100,000,000,000和1,000,000,000,000,以及3与1,000,000,000,000之间的其他值。
实施方案2.一种包含非异氰酸酯聚氨酯(NIPU)弹性体的凝胶组合物,所述非异氰酸酯聚氨酯弹性体由以下物质的反应制备:
A)包含两个或更多个碳酸酯官能团的多碳酸酯或多碳酸酯的混合物;
B)包含两个或更多个胺官能团的多胺或多胺的混合物,其中所述胺官能团是伯胺或仲胺;
C)任选的NIPU反应催化剂;以及
D)任选的外用可接受的载体流体,其中所述外用可接受的载体流体是反应溶剂或其中在弹性体形成之后添加所述外用可接受的载体流体,所述外用可接受的载体流体的浓度在所述凝胶组合物的50%(w/w)与99.9%(w/w)之间。
实施方案3.根据实施方案2所述的凝胶组合物,其中所述外用可接受的载体流体选自酯、甘油三酯、烃、聚硅氧烷流体及其组合。
实施方案4.根据实施方案2所述的凝胶组合物,其中所述外用可接受的载体流体选自琥珀酸二异辛酯、十一烯酸庚酯、新戊二醇二庚酸酯和椰油辛酸酯。
实施方案5.根据实施方案2所述的凝胶组合物,所述凝胶组合物进一步包含溶解在所述外用可接受的载体流体中的药物活性成分。
实施方案6.根据实施方案2所述的凝胶组合物,所述凝胶组合物进一步包含掺入在所述凝胶中的药物活性成分。
实施方案7.根据实施方案2所述的凝胶组合物,其中所述聚碳酸酯或聚碳酸酯的混合物是含有两个或更多个羟基的低分子量聚碳酸酯或聚碳酸酯的混合物,并且其中所述多胺或多胺的混合物是含有两个或更多个伯胺或仲胺的低分子量多胺或多胺的混合物。
实施方案8.一种制造非异氰酸酯聚氨酯弹性体凝胶(NIPU)的方法,所述方法包括:
i)混合聚碳酸酯反应物和多胺反应物,其中所述聚碳酸酯包含两个或更多个碳酸酯官能团并且所述多胺包含两个或更多个伯胺或仲胺;以及
ii)任选地添加外用可接受的载体流体,其中所述外用可接受的载体流体是反应溶剂或其中在弹性体形成之后添加所述外用可接受的载体流体,以形成聚合物浓度为约80%(w/w)的聚合物凝胶混合物;以及
iii)任选地添加NIPU反应催化剂;以及
iv)任选地将所述反应混合物加热至约100℃以形成所述NIPU弹性体。
实施方案9.根据实施方案8所述的方法,其中所述外用可接受的载体流体选自酯、甘油三酯、烃、聚硅氧烷流体及其组合。
实施方案10.根据实施方案8所述的方法,其中所述外用可接受的载体流体选自琥珀酸二异辛酯、十一烯酸庚酯、新戊二醇二庚酸酯和椰油辛酸酯。
实施方案11.根据实施方案8所述的方法,所述方法进一步包括将药物活性成分溶解在所述外用可接受的载体流体中。
实施方案12.根据实施方案8所述的方法,其中所述聚碳酸酯反应物包含两个或更多个羟基。
实施方案13.根据实施方案8所述的方法,所述方法进一步包括从含有两个或更多个羟基的植物油或植物油的混合物制备所述聚碳酸酯反应物。
实施方案14.根据实施方案8所述的方法,所述方法进一步包括从二亚油酸的共聚物或二亚油酸的共聚物的混合物制备所述聚碳酸酯反应物。
实施方案15.一种制造NIPU弹性体凝胶糊状物的方法,所述方法包括以下步骤:
i)剪切根据权利要求8所述的NIPU弹性体;
ii)在剪切过程中任选地添加额外量的外用可接受的载体流体以产生凝胶糊状物组合物;以及
iii)任选地添加药物活性成分。
实施方案16.一种通过根据权利要求15所述的实施方案制备的NIPU弹性体凝胶糊状物。
实施方案17.一种外用配制品,所述外用配制品包含:
根据实施方案5或实施方案6所述的凝胶组合物,其中所述药物活性成分是个人护理活性成分或保健活性成分。
实施方案18.一种外用配制品,所述外用配制品包含:
根据实施方案15所述的NIPU弹性体凝胶糊状物,所述NIPU弹性体凝胶糊状物包含个人护理活性成分或保健活性成分。
实施方案19.一种包含非异氰酸酯聚氨酯(NIPU)弹性体的凝胶组合物,所述非异氰酸酯聚氨酯弹性体由以下物质的反应制备:
A)包含两个或更多个碳酸酯官能团的多碳酸酯或多碳酸酯的混合物;
B)包含两个或更多个胺官能团的多胺或多胺的混合物,其中所述胺官能团是伯胺或仲胺;
C)任选的NIPU反应催化剂;以及
D)载体流体,其中所述载体流体是反应溶剂或其中在弹性体形成之后添加所述载体流体,所述载体流体的浓度在所述凝胶组合物的60%(w/w)与99.9%(w/w)之间。
实施方案20.一种足部贴合的鞋垫或鞋底,所述鞋垫或鞋底包含:
根据实施方案1所述的非异氰酸酯聚氨酯(NIPU)弹性体或根据实施方案19所述的凝胶组合物。
实施方案21.一种医学上可接受的医学凝胶,所述医学凝胶包含:
根据实施方案1所述的非异氰酸酯聚氨酯弹性体(NIPU)或根据实施方案19所述的凝胶组合物。
实施方案22.一种外用配制品,所述外用配制品包含:
根据实施方案1所述的NIPU弹性体。
实施方案23.一种凝胶组合物,所述凝胶组合物包含根据实施方案1所述的非异氰酸酯聚氨酯(NIPU)弹性体和外用可接受的载体流体,所述外用可接受的载体流体的浓度在所述凝胶组合物的60%(w/w)与99.9%(w/w)之间。
实施方案24.一种制造NIPU弹性体凝胶糊状物的方法,所述方法包括以下步骤:
i)剪切根据实施方案23所述的凝胶糊状物;
ii)在剪切过程中任选地添加一定量的外用可接受的载体流体以产生凝胶糊状物组合物;以及
iii)任选地添加药物活性成分。
实施方案25.一种通过根据实施方案24所述的方法制备的NIPU弹性体凝胶糊状物。
实施方案26.一种外用配制品,所述外用配制品包含根据实施方案24所述的凝胶组合物或根据实施方案25所述的NIPU弹性体凝胶糊状物。
实施例
实施例1–蓖麻油/异佛尔酮二胺NIPU弹性体的制备。
向不锈钢或玻璃反应器皿中添加可以溶解蓖麻油的外用可接受的载体流体(如琥珀酸二异辛酯(400克))、羟基值为166.87mg/g的蓖麻油(71.1克)和碳酸二甲酯(20.97克,相对于羟基的摩尔数为1.1当量)。在25℃至约100℃之间的温度下搅拌反应混合物最多8小时,之后在搅拌下添加异佛尔酮二胺(36.08克)。一旦获得均匀的混合物,将50克混合物倒入4盎司的玻璃瓶中。覆盖剩余的反应混合物和50克样品,并加热至75℃保持最多约23小时,此时将形成半透明凝胶。50克凝胶样品的硬度预计为约0.87N/cm2,如使用具有5千克荷重计的Stable Micro Systems质构分析仪确定的,所述质构分析仪装配有TA-18B StableMicro Systems探头并插入凝胶表面内5mm。
将NIPU弹性体凝胶打碎成更小的块,置于金属容器中,并添加外用可接受的载体流体(其可以是或可以不是十一烯酸庚酯),然后使用具有30mm直径转子、方孔高剪切筛且在4500至8000转/分钟下运行的Silverson L5M-A均化器均化为具有所需粘度的光滑凝胶糊状物。
实施例2–蓖麻油/六亚甲基二胺NIPU弹性体的制备。
向不锈钢或玻璃反应器皿中添加可以溶解蓖麻油的外用可接受的载体流体(如琥珀酸二异辛酯(400克))、羟基值为166.87mg/g的蓖麻油(71.1克)和碳酸二甲酯(20.97克,相对于羟基的摩尔数为1.1当量)。将反应混合物在约75℃下搅拌至多8小时,之后在搅拌下添加六亚甲基二胺(24.62克)。一旦获得均匀的混合物,将50克混合物倒入4盎司的玻璃瓶中。覆盖剩余的反应混合物和50克样品,并加热至75℃保持最多23小时,此时将形成半透明凝胶。50克凝胶样品的硬度预计为约0.87N/cm2,如使用具有5千克荷重计的Stable MicroSystems质构分析仪确定的,所述质构分析仪装配有TA-18B Stable Micro Systems探头并插入凝胶表面内5mm。
将NIPU弹性体凝胶打碎成更小的块,置于金属容器中,并添加外用可接受的载体流体(其可以是或可以不是十一烯酸庚酯),然后使用具有30mm直径转子、方孔高剪切筛且在4500至8000转/分钟下运行的Silverson L5M-A均化器均化为具有所需粘度的光滑凝胶糊状物。
实施例3-蓖麻油/二胺NIPU弹性体的制备。
向不锈钢或玻璃反应器皿中添加可以溶解蓖麻油的外用可接受的载体流体(如琥珀酸二异辛酯(400克))、羟基值为166.87mg/g的蓖麻油(71.1克)和碳酸二甲酯(20.97克,相对于羟基的摩尔数为1.1当量)。在25℃至约100℃之间的温度下搅拌反应混合物最多8小时,之后在搅拌下添加二胺。一旦获得均匀的混合物,将50克混合物倒入4盎司的玻璃瓶中。覆盖剩余的反应混合物和50克样品,并加热至75℃保持最多23小时,此时将形成半透明凝胶。50克凝胶样品的硬度预计为约0.87N/cm2,如使用具有5千克荷重计的Stable MicroSystems质构分析仪确定的,所述质构分析仪装配有TA-18B Stable Micro Systems探头并插入凝胶表面内5mm。
将NIPU弹性体凝胶打碎成更小的块,置于金属容器中,并添加外用可接受的载体流体(其可以是或可以不是十一烯酸庚酯),然后使用具有30mm直径转子、方孔高剪切筛且在4500至8000转/分钟下运行的Silverson L5M-A均化器均化为具有所需粘度的光滑凝胶糊状物。
实施例4–蓖麻油/三胺NIPU弹性体的制备。
向不锈钢或玻璃反应器皿中添加可以溶解蓖麻油的外用可接受的载体流体(如琥珀酸二异辛酯(400克))、羟基值为166.87mg/g的蓖麻油(71.1克)和碳酸二甲酯(20.97克,相对于羟基的摩尔数为1.1当量)。在25℃至约100℃之间的温度下搅拌反应混合物最多8小时,之后在搅拌下添加是三胺。一旦获得均匀的混合物,将50克混合物倒入4盎司的玻璃瓶中。覆盖剩余的反应混合物和50克样品,加热高至75℃保持最多约23小时,此时将形成半透明凝胶。50克凝胶样品的硬度预计为约0.87N/cm2,如使用具有5千克荷重计的StableMicro Systems质构分析仪确定的,所述质构分析仪装配有TA-18B Stable Micro Systems探头并插入凝胶表面内5mm。
将NIPU弹性体凝胶打碎成更小的块,置于金属容器中,并添加外用可接受的载体流体(其可以是或可以不是十一烯酸庚酯),然后使用具有30mm直径转子、方孔高剪切筛且在4500至8000转/分钟下运行的Silverson L5M-A均化器均化为具有所需粘度的光滑凝胶糊状物。
实施例5-二亚油酸/丙二醇共聚物二胺NIPU弹性体凝胶的制备。
向不锈钢或玻璃反应器皿中添加可以溶解二亚油酸/丙二醇共聚物的外用可接受的载体流体(三庚酸甘油酯(最多约400克))和碳酸二甲酯(相对于二醇共聚物的羟基摩尔数为1.1当量)在25℃至约100℃之间的温度下搅拌反应混合物最多8小时,之后在搅拌下添加二胺。一旦获得均匀的混合物,将50克混合物倒入4盎司的玻璃瓶中。覆盖剩余的反应混合物和50克样品,加热高至75℃保持最多约23小时,此时将形成半透明凝胶。50克凝胶样品的硬度预计为约0.87N/cm2,如使用具有5千克荷重计的Stable Micro Systems质构分析仪确定的,所述质构分析仪装配有TA-18B Stable Micro Systems探头并插入凝胶表面内5mm。
将NIPU弹性体凝胶打碎成更小的块,置于金属容器中,并添加外用可接受的载体流体(其可以是或可以不是十一烯酸庚酯),然后使用具有30mm直径转子、方孔高剪切筛且在4500至8000转/分钟下运行的Silverson L5M-A均化器均化为具有所需粘度的光滑凝胶糊状物。
实施例6-二亚油酸/二亚油酸二醇共聚物二胺NIPU弹性体凝胶的制备。
向不锈钢或玻璃反应器皿中添加可以溶解二亚油酸/丙二醇共聚物的外用可接受的载体流体(如三庚酸甘油酯(最多约400克))和碳酸二甲酯(相对于二醇共聚物的羟基摩尔数为1.1当量)。在25℃至约100℃之间的温度下搅拌反应混合物最多8小时,之后在搅拌下添加二胺。一旦获得均匀的混合物,将50克混合物倒入4盎司的玻璃瓶中。覆盖剩余的反应混合物和50克样品,加热高至75℃保持最多约23小时,此时将形成半透明凝胶。50克凝胶样品的硬度预计为约0.87N/cm2,如使用具有5千克荷重计的Stable Micro Systems质构分析仪确定的,所述质构分析仪装配有TA-18B Stable Micro Systems探头并插入凝胶表面内5mm。
将NIPU弹性体凝胶打碎成更小的块,置于金属容器中,并添加外用可接受的载体流体(其可以是或可以不是十一烯酸庚酯),然后使用具有30mm直径转子、方孔高剪切筛且在4500至8000转/分钟下运行的Silverson L5M-A均化器均化为具有所需粘度的光滑凝胶糊状物。
实施例7–含有NIPU弹性体的精华液的制备。
将来自实施例1至6之一的NIPU弹性体凝胶(700g)添加至装有顶置搅拌器的不锈钢反应器皿中。向该凝胶中添加最多300g的摩洛哥坚果油,并在有或无热的情况下搅拌混合物最多1小时,得到摩洛哥坚果精华液
实施例8–用NIPU弹性体制备水包油乳液
可以通过将外用可接受的油添加到水相中并温和加热至75℃来形成水包油乳液。一旦冷却至室温,可将NIPU弹性体后添加至5%与90%之间的浓度,以得到雅致的乳膏
实施例9-含有蓖麻油/异佛尔酮二胺NIPU弹性体的防晒组合物的制备。
将阿伏苯宗(30g;3%w/w)+奥克立林(100g;10%w/w)+胡莫柳酯(150g;15%w/w)+水杨酸辛酯(50g;5%w/w)+Sunboost(50g;5%w/w;Kobo)+Halbrite(50g;5%w/w;Hallstar)、Vegelight(270g;27%w/w)和蓖麻油/异佛尔酮二胺NIPU弹性体凝胶糊状物(300g;30%w/w)添加至不锈钢器皿中,用装配有桨叶的顶置混合机混合20分钟,以提供均匀的防晒配制品。
实施例10–二亚油酸二醇/聚氧丙烯三胺NIPU弹性体的制备
向4盎司的玻璃瓶中添加先前通过二亚油酸二醇和碳酸二甲酯反应合成的二亚油酸二醇二甲基二碳酸酯(25.0g)以及Jeffamine T-403(12.65g;Huntsman InternationalLLC,伍德兰兹(The Woodlands),德克萨斯州)。将反应混合物在室温下搅拌至均匀,此时添加三氮杂二环癸烯(753mg)。将无色透明的反应混合物在120℃下加热过夜,以得到略带颜色的透明不可浇注的弹性体橡胶,其硬度为180N/cm2,如使用具有5千克荷重计的StableMicro Systems质构分析仪确定的,所述质构分析仪装配有TA-18B Stable Micro Systems探头并插入凝胶表面内5mm。
实施例11–蓖麻油/异佛尔酮二胺NIPU弹性体的制备
向试管中添加先前通过蓖麻油和碳酸二甲酯的反应合成的蓖麻油碳酸酯(500mg)以及异佛尔酮二胺(247mg)。将反应混合物在室温下涡旋至均匀,此时添加三氮杂二环癸烯(12.47mg)。将反应混合物在加热块中加热至120℃,并涡旋以确保混合物的均匀性。将反应混合物在120℃下加热过夜,以产生略微不可浇注的弹性体橡胶,其硬度为250N/cm2,如使用具有5千克荷重计的Stable Micro Systems质构分析仪确定的,所述质构分析仪装配有TA-18B Stable Micro Systems探头并插入凝胶表面内5mm。
实施例12–二亚油酸二醇/聚氧丙烯三胺NIPU弹性体凝胶糊状物的制备
使用手工工具将实施例10的二亚油酸/聚氧丙烯三胺NIPU弹性体破碎成小块,并将24.65g弹性体固体添加至不锈钢反应器皿中,随后添加24.65g琥珀酸二异辛酯。使用具有30mm直径转子、方孔高剪切筛并在5000转/分钟下运行的Silverson L5M-A均化器混合5分钟后,将浆液均化成光滑凝胶糊状物。所得光滑凝胶的粘度为62,333cps,如使用具有Helipath支架(Brookfield型号D)和锭子TC的Brookfield型号DV-II+Pro粘度计测量的。测量是根据针对Helipath锭子的典型程序进行的,恒定锭子速度保持在6.5rpm,扭矩为37.4%。
Claims (26)
2.一种包含非异氰酸酯聚氨酯(NIPU)弹性体的凝胶组合物,所述非异氰酸酯聚氨酯弹性体由以下物质的反应制备:
A)包含两个或更多个碳酸酯官能团的多碳酸酯或多碳酸酯的混合物;
B)包含两个或更多个胺官能团的多胺或多胺的混合物,其中所述胺官能团是伯胺或仲胺;
C)任选的NIPU反应催化剂;以及
D)任选的外用可接受的载体流体,其中所述外用可接受的载体流体是反应溶剂或其中在弹性体形成之后添加所述外用可接受的载体流体,所述外用可接受的载体流体的浓度在所述凝胶组合物的50%(w/w)与99.9%(w/w)之间。
3.根据权利要求2所述的凝胶组合物,其中所述外用可接受的载体流体选自酯、甘油三酯、烃、聚硅氧烷流体及其组合。
4.根据权利要求2所述的凝胶组合物,其中所述外用可接受的载体流体选自琥珀酸二异辛酯、十一烯酸庚酯、新戊二醇二庚酸酯和椰油辛酸酯。
5.根据权利要求2所述的凝胶组合物,所述凝胶组合物进一步包含溶解在所述外用可接受的载体流体中的药物活性成分。
6.根据权利要求2所述的凝胶组合物,所述凝胶组合物进一步包含掺入所述凝胶中的药物活性成分。
7.根据权利要求2所述的凝胶组合物,其中所述聚碳酸酯或聚碳酸酯的混合物是含有两个或更多个羟基的低分子量聚碳酸酯或聚碳酸酯的混合物,并且其中所述多胺或多胺的混合物是含有两个或更多个伯胺或仲胺的低分子量多胺或多胺的混合物。
8.一种制造非异氰酸酯聚氨酯(NIPU)弹性体的方法,所述方法包括:
i)混合聚碳酸酯反应物和多胺反应物,其中所述聚碳酸酯包含两个或更多个碳酸酯官能团并且所述多胺包含两个或更多个伯胺或仲胺;以及
ii)任选地添加外用可接受的载体流体,其中所述外用可接受的载体流体是反应溶剂或其中在弹性体形成之后添加所述外用可接受的载体流体,以形成聚合物浓度为约80%(w/w)的聚合物凝胶混合物;
iii)任选地添加NIPU反应催化剂;以及
iv)任选地将所述反应混合物加热至约100℃以形成所述NIPU弹性体。
9.根据权利要求8所述的方法,其中所述外用可接受的载体流体选自酯、甘油三酯、烃、聚硅氧烷流体及其组合。
10.根据权利要求8所述的方法,其中所述外用可接受的载体流体选自琥珀酸二异辛酯、十一烯酸庚酯、新戊二醇二庚酸酯和椰油辛酸酯。
11.根据权利要求8所述的方法,所述方法进一步包括将药物活性成分溶解在所述外用可接受的载体流体中。
12.根据权利要求8所述的方法,其中所述聚碳酸酯反应物包含两个或更多个羟基。
13.根据权利要求8所述的方法,所述方法进一步包括从含有两个或更多个羟基的植物油或植物油的混合物制备所述聚碳酸酯反应物。
14.根据权利要求8所述的方法,所述方法进一步包括从二亚油酸的共聚物或二亚油酸的共聚物的混合物制备所述聚碳酸酯反应物。
15.一种制造NIPU弹性体凝胶糊状物的方法,所述方法包括以下步骤:
i)剪切根据权利要求8所述的NIPU弹性体;
ii)在剪切过程中任选地添加额外量的外用可接受的载体流体以产生凝胶糊状物组合物;以及
iii)任选地添加药物活性成分。
16.一种通过根据权利要求15所述的方法制备的NIPU弹性体凝胶糊状物。
17.一种外用配制品,所述外用配制品包含:
根据权利要求5或权利要求6所述的凝胶组合物,其中所述药物活性成分是个人护理活性成分或保健活性成分。
18.一种外用配制品,所述外用配制品包含:
根据权利要求15所述的NIPU弹性体凝胶糊状物,所述NIPU弹性体凝胶糊状物包含个人护理活性成分或保健活性成分。
19.一种包含非异氰酸酯聚氨酯(NIPU)弹性体的凝胶组合物,所述非异氰酸酯聚氨酯弹性体由以下物质的反应制备:
A)包含两个或更多个碳酸酯官能团的多碳酸酯或多碳酸酯的混合物;
B)包含两个或更多个胺官能团的多胺或多胺的混合物,其中所述胺官能团是伯胺或仲胺;
C)任选的NIPU反应催化剂;以及
D)载体流体,其中所述载体流体是反应溶剂或其中在弹性体形成之后添加所述载体流体,所述载体流体的浓度在所述凝胶组合物的50%(w/w)与99.9%(w/w)之间。
20.一种足部贴合的鞋垫或鞋底,所述鞋垫或鞋底包含:
根据权利要求1所述的非异氰酸酯聚氨酯(NIPU)弹性体或根据权利要求19所述的凝胶组合物。
21.一种医学上可接受的医学凝胶,所述医学凝胶包含:
根据权利要求1所述的非异氰酸酯聚氨酯弹性体(NIPU)或根据权利要求19所述的凝胶组合物。
22.一种外用配制品,所述外用配制品包含根据权利要求1所述的NIPU弹性体。
23.一种凝胶组合物,所述凝胶组合物包含根据权利要求1所述的非异氰酸酯聚氨酯(NIPU)弹性体和外用可接受的载体流体,所述外用可接受的载体流体的浓度在所述凝胶组合物的60%(w/w)与99.9%(w/w)之间。
24.一种制造NIPU弹性体凝胶糊状物的方法,所述方法包括以下步骤:
i)剪切根据权利要求23所述的凝胶糊状物;
ii)在剪切过程中任选地添加一定量的外用可接受的载体流体以产生凝胶糊状物组合物;以及
iii)任选地添加药物活性成分。
25.一种通过根据权利要求25所述的方法制备的NIPU弹性体凝胶糊状物。
26.一种外用配制品,所述外用配制品包含根据权利要求23所述的凝胶组合物或根据权利要求25所述的NIPU弹性体凝胶糊状物。
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