CN104703686B - 不需使用毒性交联剂的凝聚包封方法 - Google Patents
不需使用毒性交联剂的凝聚包封方法 Download PDFInfo
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- CN104703686B CN104703686B CN201380052459.XA CN201380052459A CN104703686B CN 104703686 B CN104703686 B CN 104703686B CN 201380052459 A CN201380052459 A CN 201380052459A CN 104703686 B CN104703686 B CN 104703686B
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Classifications
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- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
- A61K8/4953—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom containing pyrimidine ring derivatives, e.g. minoxidil
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- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
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- A61K8/645—Proteins of vegetable origin; Derivatives or degradation products thereof
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- A—HUMAN NECESSITIES
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- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
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- A—HUMAN NECESSITIES
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- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
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- A—HUMAN NECESSITIES
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- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
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- A61K8/733—Alginic acid; Salts thereof
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- A—HUMAN NECESSITIES
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Abstract
本发明涉及双壁胶囊,其含有亲油性芯,所述亲油性芯被聚合物凝聚物的第一层和含有水凝胶的第二层围绕,其特征在于所述胶囊不含任何交联剂。
Description
本发明涉及通过在不使用交联剂的情况下凝聚得到的新型双壁胶囊,涉及获得此胶囊的方法,以及涉及这些胶囊用于制备化妆品组合物的用途。
凝聚描述了大分子例如聚合物脱溶剂化的现象,导致在溶液内的相分离。简单的凝聚涉及包括单种聚合物经由以下因素之一发生脱溶剂化:降低温度,加入非溶剂,加入电解质,加入第二种不相容性聚合物。当两种带有相反电荷的水溶性聚电解质通过改变含水介质的pH引起同时脱溶剂化时,使用术语“复合凝聚”。
复合凝聚是公知的包封技术,其已经自从50年代工业化。这使得可以包封水不溶性成分。1957年7月23日的专利US2,800,457描述了例如在两种有机聚合物即明胶和阿拉伯树胶的凝聚物中包封油的方法。1971年10月5日的加拿大专利CA88263描述了使用有机聚合物和无机聚合物的相似方法。
通过此技术制备微胶囊的方法一般按照五个接连的步骤进行。
在第一步中,要包封的产品(以液体或固体形式,纯的或是在油状溶液中)分散在含有具有相反电荷的两种聚合物的水溶液中(步骤a)。
在第二步中,通过调节此溶液的pH而引起凝聚,使得第一种聚合物的正电荷抵消第二种聚合物的负电荷(步骤b)。两种聚电解质的静电吸引作用导致混合凝聚物的出现。
在第三步中,所形成的凝聚物液滴被吸附(步骤c)在要包封的活性物质的表面上,并且形成连续涂层(步骤d)。
在第四步中,此涂层通过凝聚物的大分子组分的交联(步骤e)而固化以形成稳定的微胶囊。
最后,微胶囊通过沉降和过滤从反应介质分离出来,然后进行洗涤或提纯操作以除去未反应的产物,尤其是过量的交联剂,和任选地进行干燥操作。
在可以用于凝聚技术中的具有阳离子性质的有机大分子或聚合物中,可以以非限制性方式提到动物蛋白,例如猪或鱼明胶,清蛋白,植物蛋白例如衍生自大豆、马铃薯或小麦的植物蛋白,脱乙酰壳多糖及其衍生物,从组合氨基酸得到的合成聚合物例如多熔素,或植物来源的聚合物例如瓜尔胶及其衍生物。
可以使用的阴离子性有机聚合物是天然聚合物,例如阿拉伯树胶、藻酸盐、角叉酸盐,纤维素衍生物例如羧基甲基纤维素,淀粉衍生物例如羧基甲基淀粉,或合成聚合物例如丙烯酸聚合物、甲基丙烯酸聚合物、聚乳酸聚合物或聚二醇聚合物,或它们的混合物。
被包封的成分可以是化妆品活性成分,例如防晒剂、精油、维生素A、维生素D或维生素E或它们的衍生物,或脂酰氨基酸。
为了获得具有足够机械强度的胶囊,步骤(e)的交联是必要的。此操作涉及交联剂。在最有效的交联剂中,可以提到甲醛或戊二醛。也可以使用其它交联剂,例如碳二酰亚胺、异氰酸酯(HDI或六亚甲基二异氰酸酯,TDI或甲苯二异氰酸酯,IPDI或异丙基二异氰酸酯),原花色素,等等。所有这些成分具有不可忽略的毒性或是在含水介质中不稳定的,并且必须在符合交联步骤的条件下使用。其他作者已经描述了使用酶的交联方法,例如转谷氨酰胺酶,或génépine。这些产品的成本使得可以考虑仅仅极少的具有极强附加值的应用。
交联剂是能将一个聚合物链经由形成共价键与另一个聚合物链连接的化合物。在现有技术中,这尤其涉及交联剂的醛官能团与蛋白质的残余胺官能团之间的反应,尤其是与赖氨酸单元的胺官能团的反应,从而形成-N=CH-共价键。
戊二醛是最常用的交联剂。其是有效且便宜的。但是,其必须以高剂量使用,即在1-5mol/kg明胶的范围内(即100-500g/kg蛋白质),并且对于加工者和使用者都具有不可忽视的毒性。清除过量的戊二醛是必要的,尤其是对于所有药物、食品或化妆品应用而言;这需要多次的接连洗涤,这是耗水且耗时的,从而获得含有可接受的残余水平、即低于约100ppm的戊二醛的微胶囊。
所以,本发明要解决的第一个问题是通过复合凝聚技术制备具有足够强度的微胶囊,其中不需要使用交联剂。
假定凝聚工艺的特定原则,仅仅不溶于水的亲油性活性试剂可以被引入通过此技术得到的微胶囊中。这毫无疑问地构成了对于同时还必须将许多水溶性成分引入微胶囊中的方法的限制。
所以,本发明的另一个目的是开发一种改进的凝聚技术,其中不使用毒性或昂贵的交联剂,此技术使得能包封水溶性和水不溶性的成分。
已经描述用于包封水溶性成分的其它技术,例如通过亲水性聚合物粒化,以油包水型乳液的形式在油中乳化,或者在离子交换树脂上吸附以形成树脂酸盐。最广泛用于包封水溶性成分的技术之一保留了引入水溶性聚合物的微珠中,例如脱乙酰壳多糖、聚乙烯醇或藻酸盐。所述聚合物用于许多药物或食品应用中以通过简单凝聚方法获得微珠,也称为凝液。例如,关于这种包封小室的方法的描述可以参见1991年6月27日的专利申请WO91/09119。
凝液包括制备含有要包封的水溶性成分和聚合物例如藻酸钠的水溶液。这种水溶液经由校准的喷嘴加压,从而形成收集在二价盐例如氯化钙、氯化镁或氯化锰的水溶液中的液滴。钙离子与藻酸钠反应,从而立即形成藻酸钙的不溶性固体珠。所得的这些珠通过过滤或筛分分离,然后通常用水洗涤以除去过量的氯化钙。
在本文中,本发明人开发了新的双壁胶囊,其可以含有在主胶囊中的亲油性活性试剂,以及任选地另外含有亲水性活性试剂,所述胶囊是通过不需要化学交联的凝聚方法获得的。
这些原始微胶囊包含亲油性芯,所述亲油性芯被聚合物凝聚物的第一层和含有水凝胶的第二层围绕。这些微胶囊具有优良的拉伸强度水平,并且更尤其是无毒性的,这是因为其中没有使用毒性交联剂。它们也可以调制,这是因为可以在芯中包封亲油性活性试剂和在水凝胶基体中包封亲水性活性试剂。它们可以以湿形式提供或以干形式提供,且具有合理的成本价格。
因此,本发明的一个方面是一种制备双壁胶囊的方法,包括以下步骤:
步骤a)将亲油性活性成分分散在水溶液中,所述水溶液含有至少一种阴离子聚合物和至少一种阳离子聚合物;
步骤b)调节在步骤a)中所得溶液的pH,使得阳离子聚合物的正电荷抵消阴离子聚合物的负电荷从而引起凝聚;
步骤c)使得从步骤b)得到的凝聚物液滴吸附在活性成分的表面上,从而形成胶囊;
步骤d)将阴离子聚合物的溶液引入含有从步骤c)得到的胶囊的反应介质中;
步骤e)将从步骤d)得到的混合物引入用于形成液滴的装置中;
步骤f)将从步骤e)得到的液滴与二价盐的溶液混合并形成双壁胶囊;
此方法的特征在于不使用交联剂。
根据其他具体方面,本发明的主题是:
-一种上述方法,其特征在于所述亲油性活性成分是选自:防晒剂,精油,维生素A、C、D或E或它们的衍生物,天然来源的香料和芳香物质,皮肤晒黑或晒棕试剂,N-酰基化氨基酸衍生物,例如N-棕榈酰基丙氨酸、N-棕榈酰基甘氨酸、N-棕榈酰基亮氨酸、N-棕榈酰基异亮氨酸、N-椰油基丙氨酸或N-(ω-十一碳烯酰基)苯基丙氨酸,神经酰胺,磷脂,以及脂酰基氨基酸。
-一种上述方法,其特征在于所述阴离子聚合物是选自:天然聚合物,例如阿拉伯树胶、藻酸盐、角叉酸盐,纤维素衍生物,例如羧基甲基纤维素,淀粉衍生物,例如羧基甲基淀粉;或合成聚合物,例如丙烯酸聚合物、甲基丙烯酸聚合物、聚乳酸聚合物或聚二醇聚合物,或它们的混合物。
-一种上述方法,其特征在于所述阳离子聚合物是选自:动物蛋白,例如猪或鱼明胶,清蛋白,植物蛋白,例如从大豆、马铃薯或小麦衍生的植物蛋白,脱乙酰壳多糖及其衍生物,从组合氨基酸获得的合成聚合物,例如多熔素,或者植物来源的聚合物,例如瓜尔胶及其衍生物。
-一种上述方法,其特征在于所述步骤d)中的阴离子聚合物的溶液是藻酸钠溶液。
-一种上述方法,其特征在于所述步骤e)中使用的用于形成液滴的装置是喷嘴或针。
-一种上述方法,其特征在于所述步骤f)中的二价盐的溶液是选自氯化钙、氯化钡和氯化锰溶液。
-一种上述方法,其特征在于所述步骤d)中的阴离子聚合物的溶液含有要包封的亲水性活性成分以及任选地至少一种选自以下的添加剂:无机来源的细碎不溶性固体,例如硅石、锂藻土(Laponite)、硅铝酸盐、二氧化钛或硫酸钙,或是有机性质的细碎不溶性固体,例如微粉蜡例如巴西棕榈蜡或蜂蜡,阳离子聚合物例如脱乙酰壳多糖或多熔素,硬脂酸或其超微细化衍生物,微晶纤维素,或淀粉。
-一种上述方法,其包括:步骤g)将从所述步骤f)得到的胶囊过滤;任选地步骤h)用水洗涤;和任选地干燥步骤。
所述胶囊可以最后通过本领域技术人员公知的任何干燥方法干燥,例如在烘箱、冷冻干燥器或流化床中。它们也可以再次悬浮在合适的溶液中以用于储存、运输和以液体形式使用。
本发明还涉及一种双壁胶囊,其含有亲油性芯,所述亲油性芯被聚合物凝聚物的第一层和含有水凝胶的第二层围绕,其特征在于所述胶囊不含任何交联剂。
根据其他具体方面,本发明的主题是:
-一种上述胶囊,其特征在于所述亲油性芯含有选自以下的活性成分:防晒剂,精油,维生素A、C、D或E或它们的衍生物,天然来源的香料和芳香物质,皮肤晒黑或晒棕试剂,N-酰基化氨基酸衍生物,例如N-棕榈酰基丙氨酸、N-棕榈酰基甘氨酸、N-棕榈酰基亮氨酸、N-棕榈酰基异亮氨酸、N-椰油基丙氨酸或N-(ω-十一碳烯酰基)苯基丙氨酸,神经酰胺,磷脂,以及脂酰基氨基酸。
-一种上述胶囊,其特征在于所述水凝胶含有选自以下的亲水性活性成分:对皮肤显示舒缓作用的成分,例如尿囊素或红没药醇;对皮肤显示润湿作用的成分,例如脲、羟基脲、甘油、聚甘油、甘油基苷和更尤其是甘油葡糖苷,木糖苷和更尤其是木糖葡糖苷,多酚提取物例如葡萄多酚提取物、松树多酚提取物、葡萄酒多酚提取物、橄榄多酚提取物,植物提取物例如富含单宁的植物提取物、富含异黄酮的植物提取物、富含萜的植物提取物、新鲜水或海水藻的提取物,细菌提取物;显示抗菌作用或纯化作用的成分。
-一种上述胶囊,其具有100-3000μm的直径,优选具有500-2000μm的直径。
-一种上述胶囊,其能通过上述定义的方法获得。
-一种上述胶囊,其特征在于其含有0.5-40重量%、更尤其1-30重量%和甚至更尤其1-20重量%的亲油性活性试剂;0-20重量%、更尤其0.5-10重量%和甚至更尤其0.5-5重量%的亲水性活性试剂;和0.1-5重量%、更尤其0.5-5重量%和甚至更尤其1-3重量%的阴离子聚合物。
最后,本发明的一个主题是至少一种上述胶囊用于制备化妆品组合物的用途。本发明的一个主题也是一种化妆品组合物,其含有0.01-20重量%、更尤其1-10重量%的至少一种根据本发明的胶囊。关于含有胶囊的化妆品组合物,它们可以是O/W、W/O、O/W/O乳液和/或含水凝胶的形式,其含有至少一种亲水相增稠剂。
此外,乳液形式的化妆品组合物可以含有稠的油相,这是因为存在油增稠聚合物,例如在FR2961513A1和FR2961210A1中描述的那些。
被包封的成分可以是化妆品活性成分,例如:
a)防晒剂。防晒剂可以是:
1)有机防晒剂,选自:在UV-A范围内具有活性的有机防晒剂,在UV-B范围内具有活性的有机防晒剂,在UV-A和UV-B范围内都具有活性的有机防晒剂,以及它们的混合物。
在UV-A范围内具有活性的有机防晒剂中,可以提到:
-二苯甲酰基甲烷衍生物,例如丁基甲氧基二苯甲酰基甲烷或以商品名ParsolTM1789销售的偶氮苯酮,
-由Symrise公司以商品名Neo HeliopanTM MA销售的邻氨基苯甲酸孟基酯,
-以及它们的混合物。
在UV-B范围内具有活性的防晒剂中,可以提到:
-水杨酸类衍生物,例如以商品名Neo HeliopanTM HMS销售的胡莫柳酯;由Symrise以商品名Neo HeliopanTM OS销售的水杨酸乙基己基酯;以商品名Neo Heliopan(R)类型05销售的水杨酸辛基酯;
-肉桂酸酯,例如由DSM公司以商品名ParsolTM MCX销售的乙氧基肉桂酸异丙基酯,由Symrise以商品名Neo HeliopanTM E 1000销售的甲氧基肉桂酸异戊基酯,甲基肉桂酸二异丙基酯,桂醚酯,乙基己酸甘油基酯,肉桂酸二甲氧基酯;
-亚苄基樟脑衍生物,3-亚苄基樟脑,例如以商品名Neo Heliopan(R)MBC销售的甲基亚苄基樟脑;
-三嗪衍生物,例如由BASF以商品名UvinulTM T150销售的乙基己基三嗪酮,以商品名UvasorbTM HEB销售的二乙基己基丁酰氨基三嗪酮,双-乙基己氧基苯酚甲氧基苯基三嗪;
-对-氨基苯甲酸酯(或PABA),例如乙基PABA、乙基二羟基丙基PABA、乙基己基二甲基PABA,由ISP公司以商品名EscalolTM 507销售;
-咪唑啉衍生物,例如二甲氧基亚苄基二氧代咪唑啉丙酸乙基己基酯;
-苯并丙二酸酯衍生物,例如含有苯并丙二酸酯官能团的聚有机硅氧烷,例如由DSM公司以商品名Parsol(R)SLX销售的聚硅氧烷-15,4′-甲氧基苯并丙二酸二新戊基酯。
在UV-A和UV-B范围内都具有活性的防晒剂中,可以提到:
-二苯酮衍生物,例如以商品名UvinulTM 400销售的二苯酮-1,以商品名UvinulTMD50销售的二苯酮-2,以商品名UvinulTM M40销售的二苯酮-3或氧基苯酮,以商品名UvinulTM MS40销售的二苯酮-4,以商品名HelisorbTM 11销售的二苯酮-6,以商品名SpectrasorbTM UV-24销售的二苯酮-8,
-苯基苯并三唑衍生物,例如由Rhodia公司以商品名SilatrizoleTM销售的苯并三唑基甲基苯酚三硅氧烷,以商品名MixximTM BB/100销售的亚甲基双苯并三唑基四甲基丁基苯酚,
-双-间苯二酚基三嗪衍生物,例如双-乙基己氧基苯酚甲氧基苯基三嗪,
-苯并恶唑衍生物;例如由Sigma 3V公司以商品名UvasorbTM K2A销售的2,4-二-[4-[5-(1,1-二甲基-丙基)苯并恶唑-2-基]苯基亚氨基]-6-[(2-乙基己基)亚氨基]-1,3,5-三嗪;
-以及它们的混合物;
2)无机防晒剂,选自滑石、高岭土,经处理或未处理的金属氧化物颜料,例如氧化钛(无定形或结晶的)、氧化铁、氧化锌、氧化锆或氧化铈的纳米颜料;
b)精油,例如:
○富含基于萜和倍半萜碳的化合物的精油,例如松节油精油、刺柏精油、柠檬精油,
○富含醇的精油,例如芫荽籽精油、玫瑰精油、花梨木精油,
○富含酯和醇混合物的精油,例如薰衣草精油、薄荷精油,
○富含醛的精油,例如肉桂精油、香茅精油、柠檬胺精油,
○富含酮的精油,例如鼠尾草精油、樟脑树精油、香柏叶精油,
○富含酚的精油,例如百里香精油、香薄荷精油、牛至精油、丁香精油,
○富含醚的精油,例如八角茴香精油、大茴香子精油、小茴香精油,蓝桉(Eucalyptus globulus)精油,
○富含过氧化物的精油,例如土荆芥(Chenopodium)精油、大蒜精油,
○含硫的精油,例如十字花科和百合科的精油;
c)芳香物质,例如:
a.精油,
b.天然来源的香料和芳香物质,例如花、茎、叶、果实、根、木材、针、枝条、草本植物、草、树脂、香脂的提取物,
c.合成来源的物质,例如:
i.酯类型的化合物,例如乙酸苄基酯、苯甲酸苄基酯、异丁酸苯氧基乙基酯、乙酸对-叔丁基环己基酯、乙酸香茅基酯、甲酸香茅基酯,乙酸香叶基酯、乙酸里哪基酯、二甲基苄基乙酸甲醇基酯、乙酸苯基乙基酯、苯甲酸里哪基酯、甲酸苄基酯、氨基乙酸乙基甲基苯基酯、丙酸烷基环己基酯、丙酸苯乙烯基酯和水杨酸苄基酯,
ii.醚类型的化合物,例如苄基乙基醚,
iii.醛类型的化合物,例如柠檬醛、香茅醛、香茅基氧基乙醛、兔耳草醛、羟基香茅醛、铃兰醛和波吉洪醛,
iv.酮类型的化合物,例如紫罗兰酮和更尤其α-异甲基紫罗兰酮,
v.芳族醇类型的化合物,例如茴香脑、香茅醇、丁香油酚、异丁香酚、香叶醇、里哪醇、苯基乙基醇、萜品醇,
vi.萜;
d)皮肤晒黑或晒棕试剂,例如二羟基丙酮、靛红、四氧嘧啶、茚三酮、赤藓酮糖;
e)染料,例如黄色5,酸性蓝91,绿色5,绿色3/Fast绿色FCF 3,橙色4,红色4/食用红色1,黄6,酸性红33/食用红色12,红色40,胭脂虫红(CI 15850,CI 75470),Ext.紫罗兰2,红色6-7,普鲁士蓝,群青,酸性黄3/黄色10,酸性蓝3,黄色10;
f)维生素或其衍生物,例如视黄醇(维生素A)及其酯(例如棕榈酸视黄基酯),抗坏血酸(维生素C)及其酯,抗坏血酸糖衍生物(例如抗坏血酸基糖苷),生育酚(维生素E)及其酯(例如生育酚乙酸酯),维生素B3或B10(烟酰胺及其衍生物);
g)氨基酸;
h)全部或部分蛋白水解物;
i)式(A)的N-酰基化氨基酸衍生物:
其中:
-R1表示直链或支化的、饱和或不饱和的含7-29个碳原子的脂族基团,
-R2表示氢原子或选自以下的基团:甲基,异丙基,异丁基,1-甲基丙基,羟基甲基,1-羟基乙基,硫代甲基,2-甲基硫代乙基,4-氨基丁基,3-胍基丙基,3-脲基丙基,(1-氨基羰基)甲基,羧基甲基,2-羧基乙基,2-(氨基羰基)乙基,苄基,4-羟基苄基,3,4-二羟基苄基,[1H-吲哚-3-基]甲基,(1H-咪唑-4-基)甲基和3-氨基丙基,和
-R3表示氢原子或甲基。
作为式(A)的N-酰基化氨基酸衍生物的例子,可以提到:N-棕榈酰基丙氨酸,N-棕榈酰基甘氨酸,N-棕榈酰基亮氨酸,N-棕榈酰基异亮氨酸,N-椰油基丙氨酸和N-(ω-十一碳烯氧基)苯基丙氨酸;
j)式(B)的N-酰基化氨基酸衍生物:
其中
-R1表示直链或支化的、饱和或不饱和的含7-29个碳原子的脂族基团,和
-R4表示氢原子或羟基;
k)显示皮肤亮化和/或漂白和/或脱色作用的成分,例如熊果苷,曲酸,氢醌或其衍生物,VegewhiteTM,GatulineTM,SynerlightTM,BiowhiteTM,PhytolightTM,DermalightTM,ClariskinTM,MelaslowTM,DermawhiteTM,Ethioline,MelarestTM,GigawhiteTM,AlbatineTM,LumiskinTM;
l)对皮肤显示舒缓作用的成分,例如尿囊素或红没药醇;
m)显示皮肤润湿作用的成分,例如脲、羟基脲、甘油、聚甘油、甘油基苷和更尤其是甘油葡糖苷,木糖苷和更尤其是木糖葡糖苷,包含在以商品名AquaxylTM销售的组合物中;
n)多酚提取物,例如葡萄多酚提取物、松树多酚提取物、葡萄酒多酚提取物、橄榄多酚提取物;
o)植物提取物,例如富含单宁的植物提取物、富含异黄酮的植物提取物、富含萜的植物提取物;
p)新鲜水或海水藻类的提取物;
q)细菌提取物;
r)神经酰胺;
s)磷脂;
t)显示抗菌作用或纯化作用的成分,例如OctopiroxTM或SensivaTM SC50。
令人惊奇的是,在步骤(d)中得到的未交联的微胶囊在所加入的阴离子聚合物溶液的存在下是稳定的,并且当进行本发明方法的步骤(e)和(f)时不会破裂。亲油性成分保留在新型微胶囊的油性芯中,亲水性成分被包封在第二藻酸盐壳中。
在步骤(e)中使用的阴离子聚合物溶液也可以含有工业添加剂,用于提高微珠的机械强度,用于调节它们的密度或用于调制亲水性成分释放动力学。这些添加剂可以是无机性质的细碎不溶性固体,例如硅石、锂藻土、硅铝酸盐、二氧化钛或硫酸钙,或是有机性质的细碎不溶性固体,例如微粉蜡(例如巴西棕榈蜡、蜂蜡等),阳离子聚合物例如脱乙酰壳多糖或多熔素,硬脂酸或其超微细化衍生物,微晶纤维素,或淀粉。工业添加剂也可以是可溶性产品,例如无机盐、二醇或者允许微胶囊更好分散或能促进干燥操作的表面活性剂。
以下实施例描述了本发明方法的实施以及所得到的微胶囊。
实施例1
通过用马铃薯蛋白和阿拉伯树胶凝聚、然后引入藻酸盐/锂藻土珠中进行双层包封的工序
1.1通过凝聚制备微胶囊
●油相
将0.1g的红色油和100g的MCT油置于烧杯中,并用磁力搅拌器在40℃下搅拌20分钟。进行过滤,并且所得产物进行冷却。
●水相
将15g的阿拉伯树胶置于含有400g水的烧杯中。用磁力搅拌器进行搅拌直到溶解(5分钟),然后将混合物置于反应器中,并在200转/分钟(rpm)下进行搅拌。
●引入油相
将反应器的搅拌提高到350rpm,然后缓慢加入油。将所得混合物搅拌15分钟。
●马铃薯分离物
将10g的马铃薯分离物和225g水置于烧杯中,并用磁力搅拌器进行搅拌。当溶解完成时(5分钟),将此溶液非常缓慢地引入反应器中,且同时控制pH值(在全部添加之后为约4)。
●降低pH值
用10%乙酸将介质的pH值降低到3.65,从而形成凝聚。
●升高温度
将温度在1小时内升高到50℃,从而硬化马铃薯分离物。所得的产品进行冷却和沉降。
1.2通过双层包封制备微珠
●制备藻酸盐溶液
将4.0g藻酸盐和1g锂藻土缓慢置于含有200g水的烧杯中并剧烈搅拌30分钟。
●微胶囊/藻酸盐混合物
称量在步骤1.1中得到的100g微胶囊并置于150g的2%藻酸钠溶液中。
●形成微珠
将混合物置于注射器中并在氯化钙溶液中制备液滴。使得它们接触15分钟。最后,将它们用水清洗。
1.3表征通过所述方法获得的微珠
通过所述方法得到的未干燥的微珠是平均粒度为1000μm的着色球。
它们含有约20%的油性芯、5%的明胶/阿拉伯树胶凝聚物、1%藻酸盐和0.5%锂藻土,其余是水。
当对微珠施加机械压力时,它们破裂并释放出红色油。
实施例2
通过用明胶和阿拉伯树胶凝聚、然后引入藻酸盐珠中进行双层包封的工序
2.1通过凝聚制备微胶囊
●油相
将0.1g的红色油(用作要包封的亲水性成分模板)和100g的MCT油置于烧杯中,并用磁力搅拌器在40℃下搅拌20分钟。所得产物进行过滤并且在40℃下放置。
●水相
将300g水置于在40℃下恒温的反应器中。
将12.5g的阿拉伯树胶和12.5g的明胶置于含有250g水的烧杯中。在40℃下进行搅拌直到溶解(15分钟)。然后将混合物置于反应器中,并在200rpm下进行搅拌。
●引入油相
将反应器的搅拌提高到350rpm,然后缓慢加入热油。将其搅拌15分钟。
降低pH值
停止加热,并用10%乙酸将介质的pH值降低到4.10,从而形成凝聚。
●降低温度
将温度降低到10℃,从而硬化明胶。所得的产品放置15分钟,然后停止搅拌。然后,所得产物进行沉降。
2.2通过双层包封制备微珠
●制备藻酸盐溶液
将4g藻酸盐和1g锂藻土缓慢置于含有200g水的烧杯中并剧烈搅拌30分钟。
●微胶囊/藻酸盐(50/50)混合物
称量100g微胶囊并置于相同量的藻酸钠溶液中。用磁力搅拌进行均化。
将混合物置于注射器中并在氯化钙溶液中制备液滴。使得它们接触15分钟,然后用水清洗。
2.3表征通过所述方法获得的微珠
所得的微珠是半透明的,并且平均粒度为约800μm。油和明胶的主微胶囊是在微珠内清晰可见的。
微珠含有约20%的油性芯、5%的明胶/阿拉伯树胶凝聚物、1%藻酸盐和0.5%锂藻土,其余是水。
证明了本发明微珠是稳定的,并且不会泄漏。为此,它们分散在矿物油中并进行磁力搅拌2小时。在两小时后观察矿物油的着色。这种油的任何着色反映了染料的扩散和微胶囊的破坏。作为对比,如在段落2.1中所述通过没有交联的凝聚方法制备的微珠与通过相同方法但使用戊二醛交联得到的微珠进行相同的检测。
这些结果证明本发明微珠具有优良的稳定性。
实施例3
用于在藻酸盐珠中双层包封微胶囊(通过用明胶凝聚)的工序
3.1通过凝聚制备微胶囊
此工序按照与实施例2相同的方式进行。
3.2通过双层包封制备微珠
●制备藻酸盐和咖啡因的溶液
将4g藻酸盐和1g咖啡因缓慢置于含有200g水的烧杯中并剧烈搅拌30分钟。
●微胶囊/藻酸盐(50/50)混合物
称量100g的在步骤3.1中得到的微胶囊并在其中加入相同量的2%藻酸盐。进行混合以获得均匀的悬浮体。
将混合物加入NISCO VAR D液滴产生器的储库中,此液滴产生器配备有直径为800μm的喷嘴,并且此装置用以下参数启动:
流速:12ml/min,振动喷嘴的振动频率:0.22kHz,振幅79%。
所产生的液滴收集在氯化钙溶液中,其中它们形成固体微珠。使得它们接触15分钟,然后将这些微珠进行过滤并用水清洗。
3.3表征通过所述方法获得的微珠
所得的微珠具有1500μm的平均直径,含有两种被包封的成分:在外部藻酸盐基质中的咖啡因,以及在油性芯中的红色油。它们的定量组成是约20%的油、5%的明胶/阿拉伯树胶凝聚物、1%藻酸盐和0.5%咖啡因,其余是水。
Claims (29)
1.一种制备双壁胶囊的方法,包括以下步骤:
步骤a)将亲油性活性成分分散在水溶液中,所述水溶液含有至少一种阴离子聚合物和至少一种阳离子聚合物;
步骤b)调节在步骤a)中所得溶液的pH,使得阳离子聚合物的正电荷抵消阴离子聚合物的负电荷从而引起凝聚;
步骤c)使得从步骤b)得到的凝聚物液滴吸附在活性成分的表面上,从而形成胶囊;
步骤d)将阴离子聚合物的溶液引入含有从步骤c)得到的胶囊的反应介质中;
步骤e)将从步骤d)得到的混合物引入用于形成液滴的装置中;
步骤f)将从步骤e)得到的液滴与二价盐的溶液混合并形成双壁胶囊;
此方法的特征在于不使用能将一个聚合物链经由形成共价键与另一个聚合物链连接的交联剂,和
其特征在于所述步骤d)中的阴离子聚合物的溶液含有要包封的亲水性活性成分以及任选地至少一种选自以下的添加剂:无机性质的细碎不溶性固体,或是有机性质的细碎不溶性固体,阳离子聚合物,硬脂酸或其超微细化衍生物,微晶纤维素,或淀粉。
2.权利要求1的方法,其特征在于所述亲油性活性成分是选自:防晒剂,精油,维生素A、C、D或E或它们的衍生物,天然来源的香料和芳香物质,皮肤晒黑或晒棕试剂,N-酰基化氨基酸衍生物,神经酰胺,磷脂,以及脂酰基氨基酸。
3.权利要求2的方法,其特征在于N-酰基化氨基酸衍生物是N-棕榈酰基丙氨酸、N-棕榈酰基甘氨酸、N-棕榈酰基亮氨酸、N-棕榈酰基异亮氨酸、N-椰油基丙氨酸或N-(ω-十一碳烯酰基)苯基丙氨酸。
4.权利要求1-3中任一项的方法,其特征在于所述阴离子聚合物是选自:天然聚合物,或合成聚合物,或它们的混合物。
5.权利要求4的方法,其特征在于天然聚合物是阿拉伯树胶、藻酸盐、角叉酸盐、纤维素衍生物或淀粉衍生物,合成聚合物是丙烯酸聚合物、甲基丙烯酸聚合物、聚乳酸聚合物或聚二醇聚合物,或它们的混合物。
6.权利要求5的方法,其特征在于纤维素衍生物是羧基甲基纤维素,淀粉衍生物是羧基甲基淀粉。
7.权利要求1-3中任一项的方法,其特征在于所述阳离子聚合物是选自:动物蛋白,清蛋白,植物蛋白,脱乙酰壳多糖及其衍生物,从组合氨基酸获得的合成聚合物,或者植物来源的聚合物。
8.权利要求7的方法,其特征在于动物蛋白是猪或鱼明胶,植物蛋白是从大豆、马铃薯或小麦衍生的植物蛋白,从组合氨基酸获得的合成聚合物是多熔素,或者植物来源的聚合物是瓜尔胶及其衍生物。
9.权利要求1-3中任一项的方法,其特征在于所述步骤d)中的阴离子聚合物的溶液是藻酸钠溶液。
10.权利要求1-3中任一项的方法,其特征在于所述步骤e)中使用的用于形成液滴的装置是喷嘴或针。
11.权利要求1-3中任一项的方法,其特征在于所述步骤f)中的二价盐的溶液是选自氯化钙、氯化钡和氯化锰溶液。
12.权利要求1-3中任一项的方法,其特征在于无机性质的细碎不溶性固体是硅石、锂藻土、硅铝酸盐、二氧化钛或硫酸钙,有机性质的细碎不溶性固体是微粉蜡,阳离子聚合物是脱乙酰壳多糖或多熔素。
13.权利要求12的方法,其特征在于微粉蜡是巴西棕榈蜡或蜂蜡。
14.权利要求1-3中任一项的方法,其包括:步骤g)将从所述步骤f)得到的胶囊过滤;任选地步骤h)用水洗涤;和任选地干燥步骤。
15.一种双壁胶囊,其含有亲油性芯,所述亲油性芯被聚合物凝聚物的第一层和含有水凝胶的第二层围绕,其特征在于所述胶囊不含任何交联剂,并且所述水凝胶含有亲水性活性成分。
16.权利要求15的胶囊,其特征在于所述亲油性芯含有选自以下的活性成分:防晒剂,精油,维生素A、C、D或E或它们的衍生物,天然来源的香料和芳香物质,皮肤晒黑或晒棕试剂,N-酰基化氨基酸衍生物,神经酰胺,磷脂,以及脂酰基氨基酸。
17.权利要求16的胶囊,其特征在于N-酰基化氨基酸衍生物是N-棕榈酰基丙氨酸、N-棕榈酰基甘氨酸、N-棕榈酰基亮氨酸、N-棕榈酰基异亮氨酸、N-椰油基丙氨酸或N-(ω-十一碳烯酰基)苯基丙氨酸。
18.权利要求15-17中任一项的胶囊,其特征在于所述水凝胶含有选自以下的亲水性活性成分:对皮肤显示舒缓作用的成分;对皮肤显示润湿作用的成分;显示抗菌作用或纯化作用的成分。
19.权利要求18的胶囊,其特征在于对皮肤显示舒缓作用的成分是尿囊素或红没药醇;对皮肤显示润湿作用的成分是脲、羟基脲、甘油、聚甘油、甘油基苷、木糖苷、多酚提取物、植物提取物或细菌提取物。
20.权利要求19的胶囊,其特征在于甘油基苷是甘油葡糖苷;木糖苷是木糖葡糖苷;多酚提取物是葡萄多酚提取物、松树多酚提取物、葡萄酒多酚提取物或橄榄油多酚提取物;植物提取物是富含单宁的植物提取物、富含异黄酮的植物提取物、富含萜的植物提取物、新鲜水或海水藻的提取物。
21.权利要求15-17中任一项的胶囊,其具有100-3000μm的直径。
22.权利要求21的胶囊,其具有500-2000μm的直径。
23.权利要求15-17中任一项的胶囊,其能通过权利要求1-14中任一项定义的方法获得。
24.权利要求15-17中任一项的胶囊,其特征在于其含有0.5-40重量%的亲油性活性试剂;0-20重量%的亲水性活性试剂;和0.1-5重量%的阴离子聚合物。
25.权利要求24的胶囊,其特征在于其含有1-30重量%的亲油性活性试剂;0.5-10重量%的亲水性活性试剂;和0.5-5重量%的阴离子聚合物。
26.权利要求24的胶囊,其特征在于其含有1-20重量%的亲油性活性试剂;0.5-5重量%的亲水性活性试剂;和1-3重量%的阴离子聚合物。
27.至少一种根据权利要求15-26中任一项定义的胶囊用于制备化妆品组合物的用途。
28.一种化妆品组合物,其含有0.01-20重量%的至少一种根据权利要求15-26中任一项定义的胶囊。
29.权利要求28的化妆品组合物,其含有1-10重量%的至少一种根据权利要求15-26中任一项定义的胶囊。
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FR1259631A FR2996466B1 (fr) | 2012-10-09 | 2012-10-09 | Procede d'encapsulation par coacervation ne mettant pas en œuvre de reticulant toxique |
PCT/FR2013/052385 WO2014057202A1 (fr) | 2012-10-09 | 2013-10-08 | Procede d'encapsulation par coacervation ne mettant pas en oeuvre de reticulant toxique |
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CN103849466B (zh) * | 2014-04-01 | 2015-08-19 | 合肥工业大学 | 一种耐候耐迁移长效型微胶囊香精及其制备方法 |
WO2018065450A1 (en) * | 2016-10-04 | 2018-04-12 | Aarhus Universitet | Flexible and multi-functional coacervates and hydrogel materials |
JP7263262B2 (ja) | 2017-07-27 | 2023-04-24 | フイルメニツヒ ソシエテ アノニム | ヒドロゲルマイクロカプセルの懸濁液を乾燥させるための方法 |
CN109999737A (zh) * | 2019-03-20 | 2019-07-12 | 华南理工大学 | 一种可降解环保防污微胶囊及其制备方法与应用 |
US20200397953A1 (en) * | 2019-06-24 | 2020-12-24 | Massachusetts Institute Of Technology | Injectable shear-thinning hydrogels and uses thereof |
CN112375545B (zh) * | 2020-11-16 | 2021-07-02 | 桂林电子科技大学 | 一种二氧化锰-三聚氰胺甲醛树脂双壳层复合相变材料及其制备方法 |
CN115068392A (zh) * | 2021-03-11 | 2022-09-20 | 株式会社现代百朗德 | 环保而稳定的复合凝聚粒子的制备方法及由此制备的复合凝聚粒子 |
CN113818240A (zh) * | 2021-09-23 | 2021-12-21 | 烟台明远创意生活科技股份有限公司 | 一种大麻二酚整理液及大麻二酚功能面料的整理工艺 |
CN114180736B (zh) * | 2021-11-25 | 2023-06-20 | 四川大学 | 一种基于吸附和膜技术的页岩气废水内部回用处理方法 |
CN114053965A (zh) * | 2021-12-08 | 2022-02-18 | 罗莱生活科技股份有限公司 | 神经酰胺微胶囊、改性粘胶纤维,及其制备方法和应用 |
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US10285431B2 (en) * | 2004-12-30 | 2019-05-14 | Philip Morris Usa Inc. | Encapsulated flavorant designed for thermal release and cigarette bearing the same |
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CN1731983A (zh) * | 2002-11-04 | 2006-02-08 | 加拿大海洋营养保健品有限公司 | 具有多重壳的微胶囊及其制备方法 |
CN1778840A (zh) * | 2004-11-24 | 2006-05-31 | 保能科技股份有限公司 | 胶囊组合物及其制备方法 |
CN101555401A (zh) * | 2008-04-10 | 2009-10-14 | 中国科学院化学研究所 | 有机相变储能材料的微胶囊及其制备方法 |
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FR2996466A1 (fr) | 2014-04-11 |
FR2996466B1 (fr) | 2015-06-05 |
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