CN1784204A - 油性凝胶状组合物 - Google Patents
油性凝胶状组合物 Download PDFInfo
- Publication number
- CN1784204A CN1784204A CNA2004800122728A CN200480012272A CN1784204A CN 1784204 A CN1784204 A CN 1784204A CN A2004800122728 A CNA2004800122728 A CN A2004800122728A CN 200480012272 A CN200480012272 A CN 200480012272A CN 1784204 A CN1784204 A CN 1784204A
- Authority
- CN
- China
- Prior art keywords
- composition
- glutamic acid
- gel composition
- oily gel
- gel
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
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- 229960002989 glutamic acid Drugs 0.000 claims abstract description 55
- -1 polyol compound Chemical class 0.000 claims description 43
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- 229910052799 carbon Inorganic materials 0.000 claims description 21
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- 125000003118 aryl group Chemical group 0.000 claims description 18
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Abstract
本发明提供了一种油性凝胶状组合物,其特征在于,含有特定的N-酰基-L-谷氨酸二烷基酰胺的至少一种(成分A)、多元醇化合物的至少一种(成分B)以及油性基质(成分C),其中(成分A)/(成分B)(重量比)为1/3~1/990。通过本发明,能够提供一种油性凝胶状组合物,在制备油性凝胶状组合物时,能够在较低温度下将凝胶剂溶解,其冷却后所得到的油性凝胶状组合物在高温状态下也稳定,且凝胶剂的配合量较少即可,使用在皮肤、毛发上时不会产生不好的感触等。
Description
技术领域
本发明涉及一种油性凝胶状组合物。更具体地说涉及一种油性凝胶U状组合物,其在制备油性凝胶状组合物时,能够在较低温度下制备、且所得到的油性凝胶组合物在高温状态下比较稳定,凝胶剂的配合量较少、在皮肤和毛发上使用时不会产生不好的触觉等,也可以作为化妆材料或者芳香剂使用。
背景技术
作为疏水凝胶,一直以来都是用高级脂肪酸盐、特别是硬脂酸钠,将乙醇、乙二醇单乙醚、石油系溶剂以及天然烃系溶剂等进行简单凝胶化后的产物,用于芳香剂商品等(日本特公昭56-6783号公报及日本特公昭57-50502号公报)。但是,在这些疏水凝胶芳香剂中,为了溶解作为凝胶形成剂的硬脂酸钠,则必须将水或者是二元醇类、醇类等的溶剂作为必需成分,因此这些疏水凝胶芳香剂具有不耐热的缺点。
作为其它的疏水性凝胶芳香剂,有氢化蓖麻油和d-苧烯等碳氢化合物的固体凝胶芳香剂以及12-羟基硬脂酸和d-苧烯等碳氢化合物形成的固体凝胶芳香剂。但是这些疏水凝胶芳香剂与上述的硬脂酸钠系的凝胶芳香剂相比,具有耐热性差的缺点。
另外一方面,在日本特公昭53-13434号公报中,公开了N-酰基氨基酸的胺盐、它的酯或者酰胺衍生物对于油性基质,具有凝胶化性能。另外,在日本特公平03-80025号公报中,表明得到了在透明性上比这些酰胺衍生物及挥发性萜类烃更加优良的油性凝胶状组合物。进而,在日本特开2002-316971号公报中,公开了N-2-乙基己酰基-L-谷氨酸二烷基酰胺对于油性基质来说具有高的凝胶化性能。在日本特开平07-247475号公报中,公开了天冬氨酸苯基丙氨酸环状二肽衍生物对于油性基质具有高的凝胶化性能。但是,这些方法中为了溶解凝胶剂需要较高的温度等,无法满足作为含有化妆材料、芳香剂的油性凝胶状组合物的制造方法。
另外,在日本特开平08-047635号公报中,将脂肪酸糊精酯作为凝胶剂,将油性基质凝胶化,但是任何处方中都配合有10wt%以上的凝胶剂,而且凝胶剂本身是分子量较大的高分子化合物,因此在皮肤、毛发上使用时,被膜感很强,因此不优选。
另外,在USP 5650144中公开了2重量%的月桂酰谷氨酸二丁基酰胺和0.25重量%的二丙二醇的配合例(实施例18);在USP 5958386中公开了2重量%的月桂酰谷氨酸二丁基酰胺和3.25重量%己二醇的配合例(实施例1);在这种配合量下,降低月桂酰谷氨酸二丁基酰胺的溶解温度的效果不充分。
发明内容
发明所要解决的课题
本发明以提供消除决了上述缺点的油性凝胶状组合物作为课题。更具体地说,本发明的课题在于提供一种油性凝胶状组合物,其在制备油性凝胶状组合物时,能够在较低温度下溶解凝胶剂,将其冷却后得到的油性凝胶状组合物在高温状态下也稳定,而且凝胶剂的配合量比较少即可,使用在皮肤、毛发上时,不会产生不好的触觉等。另外,本发明其它的课题是,所得到的油性凝胶状组合物为均一半透明~白色混浊的均一乳化状,外观上优良,能够作为化妆品或芳香剂使用。
解决课题的手段
本发明人为了解决上述课题进行了深入地研究,结果发现含有特定的N-酰基-L-谷氨酸二烷基酰胺中的至少一种(成分A)、多元醇化合物的至少一种(成分B)和油性基质(成分C),其中(成分A)/(成分B)(重量比)是1/3~1/990时,油性凝胶状组合物具有优良性质,在对其进行制备时,能够在较低温度下溶解N-酰基-L-谷氨酸二烷基酰胺、且能够制备在高温状态下也稳定的油性凝胶状组合物,并且凝胶剂的配合量较少即可,在皮肤、毛发上使用时,不会带来不好的触觉等。另外发现所得到的油性凝胶状组合物是也能够作为化妆品、芳香剂使用的组合物。本发明以上述发现为基础而完成的。
即,本发明包含以下各项。
1)一种油性凝胶状组合物,其特征在于,含有下述通式(1)所示的N-酰基-L-谷氨酸二烷基酰胺的至少一种(成分A)、多元醇化合物(不含有甘油)的至少一种(成分B)和油性基质(成分C),其中(成分A)/(成分B)(重量比)是1/3~1/990,
(式中,R1和R2各自独立地表示碳原子数为1~26的烃基,R3表示碳原子数7~17的烃基)。
2)上述1)项所述的油性凝胶状组合物,其特征在于,上述通式(1)中所示的N-酰基-L-谷氨酸二烷基酰胺的R1和R2各自独立地表示碳原子数为3~5的烃基,R3表示碳原子数7~17的烃基。
3)上述1)或2)项中所述的油性凝胶状组合物,其特征在于,上述通式(1)中所示的N-酰基-L-谷氨酸二烷基酰胺的R1和R2各自独立地表示碳原子数为3~5的烃基,R3表示碳原子数7~9的烃基。
4)上述1)~3)项中任一项所述的油性凝胶状组合物,其特征在于,上述通式(1)中所示的N-酰基-L-谷氨酸二烷基酰胺为N-2-乙基己酰基-L-谷氨酸二丁基酰胺。
5)上述1)~4)项中任一项所述的油性凝胶状组合物,其特征在于,(C)油性基质是选自硅油或者是烃油中的一种。
6)上述5)项中所述的油性凝胶状组合物,其特征在于,(C)油性基质是选自硅油中的一种。
7)一种化妆材料,其特征在于,含有上述1)~6)项中任一项中所述的油性凝胶状组合物。
8)一种芳香剂,其特征在于,含有上述1)~6)项中任一项中所述的油性凝胶状组合物。
附图说明
图1所示为通过N-月桂酰-L-谷氨酸二丁基酰胺、丙二醇和环甲基硅酮(SH245)得到的凝胶的光学显微镜照片(×200)和偏光显微镜照片(×200)。
具体实施方式
以下,对本发明进行详细说明。
本发明中所使用的特定的N-酰基-L-谷氨酸二烷基酰胺,如下述通式(1)所示,在本发明的油性凝胶状组合物中作为油性基质的凝胶剂。
(式中,R1和R2各自独立地表示碳原子数为1~26的烃基,R3表示碳原子数7~17的烃基)。
在本发明的油性凝胶组合物中,配合了至少一种用上述通式(1)表示的N-酰基-L-谷氨酸二烷基酰胺作为成分A。在这些N-酰基-L-谷氨酸二烷基酰胺中,优选R1和R2各自独立地表示碳原子数为3~5的烃基,且R3为碳原子数7~17的烃基;更优选R1和R2各自独立地表示碳原子数为3~5的烃基,且R3为碳原子数7~9的烃基;特别优选N-2-乙基己酰基-L-谷氨酸二丁基酰胺。
通式(1)表示的N-酰基-L-谷氨酸二烷基酰胺,根据R1、R2和/或R3的种类不同,会有含有1个以上手性碳原子的情况,但是在本发明的油性凝胶状组合物中的凝胶剂中,可以使用以这样的手性碳原子为基础的光学异构体或非对映异构体等的立体异构体、任意立体异构体的混合物或者是外消旋体。另外,R1、R2和/或R3含有烯烃性双键时,其构型为Z或E均可,在本发明的凝胶剂中可以使用单一形态的几何异构体或者是任意的几何异构体混合物。而且,在本发明的凝胶剂中,可以使用上述通式(1)表示的N-酰基-L-谷氨酸二烷基酰胺的任意水合物、溶剂合物。
上述通式(1)表示的N-酰基-L-谷氨酸二烷基酰胺,可以通过适当的公知方法进行制造。例如,可以通过在以下反应得到,即在碱性催化剂存在下使长链脂肪酸卤化物和L-谷氨酸发生Schotten-Baumann反应制造N-酰基化谷氨酸,进而在酸性催化剂的存在下或无催化剂的情况下加热烷基酰胺等的酰胺衍生物。
顺便说一下,上述通式(1)表示的N-酰基-L-谷氨酸二烷基酰胺,由于对其中一部分的制造例用后述的实施例进行了具体且详细的说明,因此参照其制造例,通过对起始原料、试剂、反应条件等进行适当选择,根据必要对这些方法加以适当修饰、改变,只要是本领域技术人员即可以制造其中的任意一个。
本发明的油性凝胶状组合物成分A可以使用上述说明过的N-酰基-L-谷氨酸二烷基酰胺的1种,也可以组合2种以上而使用。在本发明的油性凝胶状组合物中N-酰基-L-谷氨酸二烷基酰胺的用量(配合量)只要是足以使油性基质(成分C)凝胶化即可没有特别限制,但是通常相对于100重量份的得到的油性凝胶状组合物为0.1~20重量份、优选0.5~10重量份、更优选0.5~5重量份。当少于0.1重量份时,所得到的油性凝胶状组合物不能得到足够的凝胶强度;当多于20重量份时会出现溶解不完全的情况,破坏所得到的油性凝胶状组合物的外观。
本发明的油性凝胶状组合物成分B所使用的多元醇化合物的作用为成分A的溶解剂。其种类例如可以举出乙二醇、二乙二醇、三乙二醇、丙二醇、二丙二醇、聚丙二醇、1,3-丁二醇、3-甲基-1,3-丁二醇、己二醇、乙基己二醇、聚乙二醇、聚甘油、山梨糖醇、麦芽糖醇、甘露糖醇等,从在保持适当的凝胶化性能的同时,能降低N-酰基-L-谷氨酸二烷基酰胺的溶解温度的方面考虑,优选乙二醇、二乙二醇、丙二醇、二丙二醇、1,3-丁二醇等。但是。在制造油性凝胶状组合物时,为了溶解成分A的N-酰基-L-谷氨酸二烷基酰胺,需要很高的温度,因此不含有甘油。
多元醇化合物的用量(配合量)没有特别限定,例如在100重量份的所得油性凝胶状组合中,大约使用0.1~99重量份、更优选5~90重量份、特别优选5~30重量份。当少于0.1重量份时,在制备油性凝胶状组合物时,有时会使N-酰基-L-谷氨酸二烷基酰胺的溶解温度升高;当多于99重量份时,有时不能得到足够的凝胶强度,并且作为芳香剂使用时香料的配合量不充分,或者是作为化妆材料使用在皮肤、毛发上时,会有多元醇化合物特有的强烈发粘感,不优选。
作为本发明的油性凝胶状组合物成分A的N-酰基-L-谷氨酸二烷基酰胺与成分B的多元醇化合物之比(成分A)/(成分B)(重量比)为1/3~1/990,优选1/5~1/99,更优选1/7~1/30。当(成分A)/(成分B)之比大于1/3时,会使N-酰基-L-谷氨酸二烷基酰胺的溶解温度升高、溶解不完全,损坏所得到的油性凝胶状组合物外观或涂敷在皮肤和毛发上时的触觉。另外,当(成分A)/(成分B)之比小于1/990时,成分B与成分C分离,无法形成良好的凝胶。
制造本发明的油性凝胶状组合物所使用的成分C的油性基质,只要通过加热能够充分溶解上述凝胶剂、冷却至室温时形成凝胶的物质即可,没有特别限定。具体例子有甲基苯基聚硅氧烷、甲基聚硅氧烷、八甲基环四硅氧烷、二甲基硅氧烷·甲基(聚氧乙烯)硅氧烷共聚物、十甲基环五硅氧烷、二甲基硅氧烷·甲基(聚氧乙烯·聚氧丙烯)硅氧烷共聚物、甲基氢化聚硅氧烷、十二甲基环六硅氧烷、甲基聚环硅氧烷、二甲基硅氧烷·甲基月桂酰(ステアリキシ)硅氧烷共聚物、甲基聚硅氧烷乳液、八甲基三硅氧烷、高聚合甲基聚硅氧烷、十四甲基六硅氧烷、三甲基甲硅烷氧基硅酸、聚醚改性有机聚硅氧烷、氟代烷基聚氧化烯基共改性有机聚硅氧烷、烷基改性有机聚硅氧烷、末端改性有机聚硅氧烷、氟改性有机聚硅氧烷、氨基改性二甲基硅酮(アモジメチコ一ン)、环甲基硅酮、氨基改性有机聚硅氧烷、有机硅凝胶、丙烯酰基有机硅、三甲基甲硅烷氧基硅酸等的硅油;鲸蜡醇、异硬脂醇、月桂醇、十六烷醇、辛基十二醇等的高级醇;异硬脂酸、十一碳烯酸、油酸等的脂肪酸;肉豆蔻酸肉豆蔻酯、月桂酸己酯、油酸癸酯、肉豆蔻酸异丙酯、二甲基辛酸己基癸酯、单硬酯酸甘油酯、邻苯二甲酸二甲酯、单硬酯酸乙二酯、羟基硬脂酸辛酯等的酯类;d-苧烯、α-蒎烯、液体石蜡、凡士林、角鲨烷等的烃;羊毛酯、还原羊毛酯、巴西棕榈蜡等的蜡;貂油、可可油、椰子油、棕榈仁油、山茶油、芝麻油、蓖麻油、橄榄油等的油脂等。
相对于油性凝胶状组合物的总重量,油性基质优选以约1~99重量%,更优选10~90重量%比例使用。油性基质的配合量少于1重量%、或者大于99重量%时,会发生无法得到充分的凝胶强度,在制备油性凝胶状组合物时,溶解温度升高等情况。另外,作为油性基质,可以组合2种以上油性基质而使用。
本发明的油性凝胶状组合物的制造方法没有特殊限定,例如,将N-酰基-L-谷氨酸二烷基酰胺、多元醇化合物以及油性基质的混合物在50~100℃左右加热溶解,其后搅拌或者静置冷却到室温,就能够得到目的油性凝胶状组合物。搅拌冷却与静置冷却中,优选搅拌冷却。因为特别是作为油性基质使用硅油、烃油等时,多元醇在这些油剂中有时会不溶,将酰基谷氨酸二丁基酰胺加热溶解,其后进行冷却,此时如果不进行搅拌则分为两层(油层和多元醇层),导致仅多元醇层凝胶化。另外,可以事先将N-酰基-L-谷氨酸二烷基酰胺和多元醇化合物加热溶解后放置,待变成均一溶剂时,加入油性基质冷却至室温、或者可以将N-酰基-L-谷氨酸二烷基酰胺和多元醇化合物加热溶解后,将所得到的混合溶液加入到油性基质中,进行凝胶化。
另外,多元醇化合物和油剂根据其各自种类的不同,有时会不相混合,此时,在制作油性凝胶状组合物时,加热溶解N-酰基-L-谷氨酸二烷基酰胺后,边强力搅拌边冷却至室温则得到均一的凝胶。冷却方法可以是在室温下放冷、也可以是使用冷水进行骤冷处理。得到的油性凝胶状组合物被认为是液晶型缔合物,能够观察得到。
本发明的油性凝胶状组合物中除了使用上述的凝胶剂,也可以使用其他的凝胶剂。例如,作为油性基质的凝胶剂可以使用聚酰胺树脂、12-羟基硬脂酸、硬脂酸钠、辛酸铝、二亚苄基-D-山梨糖醇等的凝胶剂。另外,作为凝胶剂辅助剂,也能使用1,2-聚丁二烯。
在本发明的油性凝胶状组合物中,可以加入水,形成乳化型油性凝胶。
在本发明的油性凝胶状组合物中,能够根据需要配合香料、表面活性剂、各种添加剂、各种粉体等。这些成分的种类是没有特别限定的,根据油性凝胶状组合物的用途和所需要的性能,可以进行适当的选择。可以组合这些成分的2种以上而使用。
作为香料例如有玫瑰油、茉莉油、橙花油、薰衣草油的天然植物性香料;麝香油、麝香猫油、海狸油等的天然动物性香料;苧烯、β-石竹烯等合成烃;顺-3-己烯醇、里哪醇等的合成醇;2,6-壬二烯醛、柠檬醛等的合成醛;β-芷香酮、环十五酮等的合成酮;乙酸里哪酯等的合成酯;γ-十一内酯等的合成内酯;丁子香酚等的合成酚;氧化玫瑰等的合成氧化物;吲哚等的合成含氮化合物;苯乙醛二甲缩醛等的合成缩醛;橙花素(オ一ランチオ一ル)合成席夫碱等。
作为表面活性剂例如有N-长链酰基谷氨酸盐、N-长链酰基中性氨基酸盐等的N-长链酰基氨基酸盐,N-长链脂肪酸酰基-N-甲基牛磺酸,烷基硫酸盐及其环氧烷烃加成物,脂肪酸酰胺醚硫酸盐,脂肪酸的金属盐及其弱碱盐,磺基琥珀酸系表面活性剂,烷基磷酸盐及其环氧烷烃加成物,烷基醚羧酸等的阴离子表面活性剂;甘油醚及其环氧烷烃加成物等的醚型表面活性剂;甘油酯及其环氧烷烃加成物等的酯型表面活性剂;脱水山梨糖醇酯及其环氧烷烃加成物等的醚酯型表面活性剂;脂肪酸聚氧化烯酯、甘油酯、脂肪酸聚甘油酯、脱水山梨糖醇酯、蔗糖脂肪酸酯等的酯型表面活性剂;烷基葡萄糖苷类、硬化蓖麻油焦谷氨酸二酯及其环氧乙烷加成物、以及脂肪酸链烷醇酰胺等含氮型非离子表面活性剂等的非离子表面活性剂;烷基氯化铵、二烷基氯化铵等脂肪族胺盐、它们的季铵盐、苯扎溴铵等芳香族季铵盐、脂肪酸酰基精氨酸酯等的阳离子表面活性剂;以及羧基甜菜碱等的甜菜碱型表面活性剂;氨基羧酸型表面活性剂;咪唑啉表面活性剂等的两性表面活性剂等。
作为各种添加剂便如有甘氨酸、丙氨酸、丝氨酸、苏氨酸、精氨酸、谷氨酸、天冬氨酸、亮氨酸、缬氨酸等的氨基酸类;甘油;含有聚谷氨酸、聚天冬氨酸的聚氨基酸及其盐、阿拉伯树胶类、海藻酸盐、黄原酸胶、透明质酸、透明质酸盐、壳多糖、脱乙酰壳多糖、水溶性壳多糖、羧乙烯基聚合物、羧甲基纤维素、羟乙基纤维素、羟丙基三甲基氯化铵、聚氯化二甲基亚甲基哌啶鎓、聚乙烯基吡咯烷酮衍生物季铵盐、阳离子化蛋白质、胶原蛋白分解物及其衍生物、酰基化蛋白质、聚甘油等水溶性高分子;糖醇的环氧烷烃加成物等、动植物提取物、核酸、维生素、酶、抗炎剂、杀菌剂、防腐剂、抗氧化剂、紫外线吸收剂、螯合剂、抑汗剂、颜料、色素、氧化染料、有机及无机粉体、pH调整剂、珠光剂、润湿剂等。
作为各种粉体例如有尼龙珠粒、尼龙粉末有机硅珠粒等的树脂粉体;金属脂肪酸皂、黄氧化铁、红氧化铁、黑氧化铁、氧化铬、氧化钴、碳黑、群青、铁蓝、氧化锌、氧化钛、氧化锆、氧化硅、氧化铝、氧化铈、云母钛、氮化硼、硫酸钡、碳酸钙、碳酸镁、硅酸铝、硅酸镁、碳化硅、色素、沉淀色料、绢云母、云母、滑石、高岭土、板状硫酸钡、蝶状硫酸钡、微粒氧化钛、微粒氧化锌、微粒氧化铁等的无机粉体;酰基赖氨酸、酰基谷氨酸、酰基精氨酸、酰基甘氨酸等的酰基氨基酸等。可以对这些粉体实施有机硅处理、氟化合物处理、硅烷偶合剂处理、硅烷处理有机钛酸盐处理、酰基化赖氨酸处理、脂肪酸处理、金属皂处理、油剂处理、氨基酸处理等表面处理。
本发明的油性凝胶状组合物的用途没有特别限定,可用于芳香剂、化妆材料等的香料用品。例如用于车用芳香剂、家用芳香剂等的芳香剂,凝胶状化妆材料、包装化妆材料、粒状化妆材料等的化妆材料,或者作为蜡烛等使用。而且,根据目的除了配合含有本发明的油性凝胶状组合物,通过适当的常规方法,能够制备成适当形状的组合物。
实施例
以下通过实施例具体说明本发明,但是本发明并不受下述实施例的任何限定。另外,在实施例中所用的月桂酰谷氨酸二丁基酰胺为“味の素株式会社”制的氨基酸系凝胶剂“GP-1”。
制备例1 N-2-乙基己酰基-L-谷氨酸二丁基酰胺的制备(其1)
将110g的L-谷氨酸钠-水合物溶解于140g水和78g 27%氢氧化钠水溶液的混合液中,将该溶液冷却至10℃。向其中加入110g丙酮后,滴入87g的2-乙基己酰氯和78g的27%氢氧化钠水溶液。将得到的酰基化反应液用100g水稀释,用63g 95%硫酸中和,将油层和水层分离。除去水层,将油层减压浓缩得到油状物质。将此油状物质溶解在742g的甲醇中,加入6.2g 95%硫酸回流9小时。将反应液放冷至35℃,用8.8g的除去中和后的甲醇,再次得到油状物质。向此油状物质中加入643g甲苯、271g的正丁胺,在90℃的条件下加热搅拌10小时。向其中加入506g热水和130g 95%硫酸,将油层和水层分离,除去水层。向油层中加入1200g热水,常压下除去溶剂,得到白色固体的浆液。过滤得到白色固体,在50℃的条件下真空干燥,得到2-乙基己酰基-L-谷氨酸二丁基酰胺。
(a)13C-NMR峰(溶剂CDCl3):12.04、12.07、13.74、13.96、13.99、20.08、20.11、22.70、22.74、26.01、29.83、31.56、31.60、32.37、33.05、39.29、39.53、49.37、52.53、52.56、171.29、173.03、176.66(ppm).
(b)1H-NMR峰(溶剂CDCl3)δ:3.248(m,4H)、4373(m,1H)、6.199(brs,1H)、7.079(brs,1H)、7.169(brs,1H).
(c)红外吸收光谱波长:3291.7、2961.0、29325、1638.2、1551.2、1452.6(cm-1).
(d)MS光谱:382.3(M-H)-。
制备例2 N-2-乙基己酰基-L-谷氨酸二丁基酰胺的制备(其2)
将57.6g的L-谷氨酸钠一水合物溶解于92.6g水、72.9g的IPA(日语中也同样)和41g 27%氢氧化钠水溶液的混合液中,冷却至10℃。将此溶液保持在pH 11(±0.2)及温度10(±5)℃的状态下,用1.5小时向其中同时滴入50.1g的2-乙基己酰氯和49.6g的27%氢氧化钠水溶液,其后升温至30℃,搅拌1小时。将得到的酰基化反应液的温度保持在40℃以下,用41.2g 75%硫酸中和,调整值pH至1.9,将油层和水层分离。除去水层,将油层减压浓缩(50℃下减压)得到油状物质。向此油状物质中加入151.9g水、91.3g的正丁醇和496.1g甲苯,在40℃将油层和水层分离。向得到的油层中加入21.4g氧化硼和61.9g丁胺,使用油浴(油浴温度135℃)进行回流、对所生成的水进行13小时的共沸脱水。向其中添加444g稀硫酸(浓度约为6%),在85℃进行油层、水层的分离。向所得油层中加入419g水,再次进行油层、水层的分离。一边缓慢滴下1000g水,一边将所得油层在减压的条件下进行共沸,当除去了正丁醇和甲苯时,得到白色固体的水浆液。过滤得到白色固体,减压干燥,得到N-2-乙基己酰基-L-谷氨酸二丁基酰胺105g(收率为89%)。
比较例1~4及实施例1~18:油性凝胶状组合物的检查
对后述表1~3中所记载的、含有成分A~C等的组合物进行如下的概略检查。(1)将约5g的各组合物装入10ml的小玻璃瓶中,分别加热至100℃判断成分A是否完全溶解(下述评价法1)。(2)将成分A完全溶解者、未溶解者(仅一部分溶解)冷却至室温,目视确认冷却至室温溶解状态(是否凝胶化)(下述评价方法2)。(3)仅将(2)中冷却至室温时凝胶化的物质放置在40℃恒温槽中保存1周,然后目测确认其溶解状态(下述评价方法3)。(4)仅将(2)中冷却至室温时凝胶化的物质的油状凝胶涂布在皮肤上,评价其光滑性(下述评价方法4)。
评价方法1:N-酰基-L-谷氨酸二烷基酰胺在100℃是否溶解
将各种组成的凝胶状组合物加热到100℃时,N-酰基-L-谷氨酸二烷基酰胺完全溶解者记为○,未溶解者记为×。
评价方法2:是否凝胶化
一旦将各种组成的凝胶状组合物加热至100℃,即冷却至室温,目测其溶解状态,完全凝胶化者记为○,部分液体脱水收缩者记为△,未凝胶化者记为×。
评价方法3:油性凝胶的高温稳定性
仅将上述评价方法2中凝胶化的物质放置在40℃保存1周时,油性凝胶完全凝胶化者记为○,部分液体脱水收缩者记为△,发生液化者记为×。
评价方法4:涂布皮肤时的感官(光滑性)
仅将上述评价法2中的完全凝胶化物质涂布在皮肤上,将此时的触觉(光滑性)由专门的评定人员进行下述5级的评价。
5:非常光滑
4:光滑
3:一般
2:有些发粘
1:发粘
将评价的平均值在3.5以上者记为◎,3.0~3.5记为○,2.5~3.0记为△,2.5以下者记为×。
表1
比较例1 | 比较例2 | 比较例3 | 实施例1 | 实施例2 | 实施例3 | 实施例4 | 实施例5 | 实施例6 | |
成分A | |||||||||
N-2-乙基己酰基谷氨酸二丁基酰胺 | 2 | 1 | 2 | 2 | 2 | 2 | 1 | 1 | 1 |
N-月桂酰谷氨酸二丁基酰胺 | |||||||||
成分B | |||||||||
1,3-BG | 1 | 15 | 20 | 30 | 10 | 15 | 20 | ||
丙二醇 | |||||||||
二丙二醇 | |||||||||
成分C | |||||||||
环甲基硅酮 | 98 | 97 | 83 | 78 | 68 | ||||
角鲨烷 | 99 | 89 | 84 | 79 | |||||
检查项目 | |||||||||
100℃下是否溶解 | × | × | × | ○ | ○ | ○ | ○ | ○ | ○ |
是否胶凝化 | × | △ | × | ○ | ○ | ○ | ○ | ○ | ○ |
高温稳定性 | ○ | ○ | ○ | ○ | ○ | ○ | |||
光滑性 | ◎ | ◎ | ○ | ◎ | ◎ | ◎ |
单位(wt%)
表2
比较例4 | 实施例7 | 实施例8 | 实施例9 | 实施例10 | 实施例11 | 实施例12 | 实施例13 | 实施例14 | |
成分A | |||||||||
N-2-乙基己酰基谷氨酸二丁基酰胺 | 4 | ||||||||
N-月桂酰谷氨酸二丁基酰胺 | 2 | 2 | 2 | 2 | 2 | 4 | 2 | 2 | |
成分B | |||||||||
1,3-BG | |||||||||
丙二醇 | 10 | 15 | 20 | 30 | 50 | 30 | 50 | 70 | |
二丙二醇 | |||||||||
成分C | |||||||||
环甲基硅酮 | 98 | 88 | 83 | 78 | 68 | 46 | 66 | 48 | 28 |
角鲨烷 | |||||||||
检查项目 | |||||||||
100℃下是否溶解 | × | ○ | ○ | ○ | ○ | ○ | ○ | ○ | ○ |
是否胶凝化 | × | ○ | ○ | ○ | ○ | ○ | ○ | ○ | ○ |
高温稳定性 | △ | ○ | ○ | △ | ○ | ○ | △ | △ | |
光滑性 | ◎ | ◎ | ◎ | ○ | ○ | ○ | ○ | ○ |
单位(wt%)
表3
实施例15 | 实施例16 | 实施例17 | 实施例18 | |
成分A | ||||
N-2-乙基己酰基谷氨酸二丁基酰胺 | 2 | 2 | 2 | 2 |
N-月桂酰谷氨酸二丁基酰胺 | ||||
成分B | ||||
1,3-BG | ||||
丙二醇 | ||||
二丙二醇 | 20 | 30 | 15 | 20 |
成分C | ||||
环甲基硅酮 | 78 | 68 | ||
角鲨烷 | 83 | 78 | ||
检查项目 | ||||
100℃下是否溶解 | ○ | ○ | ○ | ○ |
是否胶凝化 | ○ | ○ | ○ | ○ |
高温稳定性 | ○ | ○ | ○ | ○ |
光滑性 | ◎ | ○ | ◎ | ◎ |
单位(wt%)
实施例19~20:粉底
关于下述表4中记载的组成的粉底,在这些组成中,N-酰基-L-谷氨酸二丁基酰胺在100℃以下也能够完全溶解、且得到的粉底稳定性优良、光滑、触觉方面也优良。
表4:粉底
实施例19 | 实施例20 | |
滑石 | 43.1 | 43.1 |
高岭土 | 15 | 15 |
绢云母 | 10 | 10 |
氧化锌 | 7 | 7 |
二氧化钛 | 3.8 | 3.8 |
氧化铁 | 1 | 1 |
黄氧化铁 | 2.9 | 2.9 |
黑氧化铁 | 0.2 | 0.2 |
角鲨烷 | 8.7 | 8.7 |
单油酸POE脱水山梨糖醇酯 | 3 | 3 |
辛酸异鲸蜡酯 | 2 | 2 |
N-2-乙基己酰基谷氨酸二丁基酰胺 | 0.3 | |
N-月桂酰谷氨酸二丁基酰胺 | 0.3 | |
1,3-BG | 3 | |
二丙二醇 | 3 |
单位(wt%)
实施例21~22:凝胶状卸妆品
关于下述表5中记载的组成的凝胶状卸妆品,在这些组成中,N-酰基-L-谷氨酸二丁基酰胺在100℃以下也能够完全溶解、且得到的卸妆品稳定性优良、光滑、触觉方面也优良,而且作为卸妆品的基本性能也优良。
表5:凝胶状卸妆品
实施例21 | 实施例22 | |
液体石蜡 | 40 | 40 |
POE(15)异硬酯酸酯 | 7 | 7 |
丙二醇 | 50 | 50 |
N-2-乙基己酰基谷氨酸二丁基酰胺 | 3 | |
N-月桂酰谷氨酸二丁基酰胺 | 3 |
单位(wt%)
实施例23~24:凝胶状洁肤油(其1)
关于下述表6中记载的组成的凝胶状洁肤油,在这些组成中,N-酰基-L-谷氨酸二丁基酰胺在100℃以下也能够完全溶解、且得到的洁肤油稳定性优良、光滑、触觉方面也优良,而且作为洁肤油的基本性能也优良。
表6:凝胶状洁肤油
实施例23 | 实施例24 | |
液体石蜡 | 40 | 40 |
2-乙基己基硬酯酸酯 | 10 | 10 |
硅油 | 25 | 25 |
POE油醇醚 | 7 | 7 |
二丙二醇 | 15 | 15 |
N-2-乙基己酰基谷氨酸二丁基酰胺 | 3 | |
N-月桂酰谷氨酸二丁基酰胺 | 3 |
单位(wt%)
实施例25~26:凝胶状洁肤油(其2)
关于下述表7中记载的组成的凝胶状洁肤油,在这些组成中,N-酰基-L-谷氨酸二丁基酰胺在100℃以下也能够完全溶解、且得到的洁肤油稳定性优良、光滑、触觉方面也优良,而且作为洁肤油的基本性能也优良。
表7:凝胶状洁肤油
实施例25 | 实施例26 | |
二氧化钛 | 4.5 | 4.5 |
红色201号 | 0.5 | 0.5 |
红色202号 | 2 | 2 |
红色223号 | 0.05 | 0.05 |
地蜡 | 4 | 4 |
小烛树蜡 | 4 | 4 |
巴西棕榈蜡 | 2 | 2 |
蓖麻油 | 30 | 30 |
异硬酯酸二甘油酯 | 39.95 | 39.95 |
POE(25)POP(20)2-十四烷基醚 | 1 | 1 |
丙二醇 | 10 | 10 |
N-2-乙基己酰基谷氨酸二丁基酰胺 | 2 | |
N-月桂酰谷氨酸二丁基酰胺 | 2 |
单位(wt%)
油性凝胶状组合物的显微图片:
将0.2g N-月桂酰基-L-谷氨酸二丁基酰胺、2.0g丙二醇及7.8g环甲基硅(SH245)放入50ml小玻璃瓶中,在100℃将其均匀溶解。一边用手强力搅拌一边冷却,得到油性凝胶状组合物。关于得到的凝胶,如图1所示,在光学显微镜下不存在明显的结晶,在偏光显微镜下能够确认有星状(十字)的条纹,这点有力地说明存在含有液晶构造的缔合体。
工业实用性
通过本发明,能够提供一种油性凝胶状组合物,在制备此油性凝胶状组合物时,能够在较低温度下将凝胶剂溶解,将其冷却后所得到的油性凝胶状组合物在高温状态下稳定,且凝胶剂的配合量较少即可,使用在皮肤、毛发上时不会产生不好的触觉等。
Claims (8)
2.如权利要求1所述的油性凝胶状组合物,其特征在于,上述通式(1)中所示的N一酰基-L-谷氨酸二烷基酰胺中的R1和R2各自独立地表示碳原子数为3~5的烃基,R3表示碳原子数7~17的烃基。
3.如上述权利要求1或2所述的油性凝胶状组合物,其特征在于,上述通式(1)中所示的N-酰基-L-谷氨酸二烷基酰胺中的R1和R2各自独立地表示碳原子数为3~5的烃基,R3表示碳原子数7~9的烃基。
4.如权利要求1~3中任一项所述的油性凝胶状组合物,其特征在于,上述通式(1)中所示的N-酰基-L-谷氨酸二烷基酰胺为N-2-乙基己酰基-L-谷氨酸二丁基酰胺。
5.如权利要求1~4中任一项所述的油性凝胶状组合物,其特征在于,(C)油性基质是选自硅油或者是烃油中的一种。
6.如权利要求5所述的油性凝胶状组合物,其特征在于,(C)油性基质是选自硅油中的一种。
7.一种化妆材料,其特征在于,含有权利要求1~6中任一项所述的油性凝胶状组合物。
8.一种芳香剂,其特征在于,含有权利要求1~6中任一项所述的油性凝胶状组合物。
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JP (1) | JPWO2004105707A1 (zh) |
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DE102004054421B4 (de) | 2003-11-12 | 2019-06-27 | Ajinomoto Co., Inc. | Geliermittel für Öl |
JP2005298635A (ja) * | 2004-04-09 | 2005-10-27 | Shiseido Co Ltd | ゲル状組成物及びその製造方法 |
WO2007078013A1 (ja) * | 2006-01-06 | 2007-07-12 | Ajinomoto Co., Inc. | ゲル化剤 |
JP4872356B2 (ja) * | 2006-01-18 | 2012-02-08 | 味の素株式会社 | 水中カプセル油型乳化組成物 |
US8617525B2 (en) * | 2008-05-12 | 2013-12-31 | Kokyu Alcohol Kogyo Co., Ltd. | Cosmetics having excellent usability and stability and a method for making the same |
US8679469B2 (en) | 2009-12-04 | 2014-03-25 | Firmenich Sa | Gel air freshener |
US20110150793A1 (en) * | 2009-12-17 | 2011-06-23 | Avon Products, Inc. | Clear or Translucent Composition |
US9272039B2 (en) | 2010-03-10 | 2016-03-01 | L'oréal | Structured non-aqueous gel-form carrier composition |
JP5689898B2 (ja) * | 2010-03-10 | 2015-03-25 | ロレアル | 二重機能製品 |
US8591871B2 (en) | 2010-12-28 | 2013-11-26 | Avon Products, Inc. | Use of glutamide stabilizers |
CA2785977A1 (en) * | 2011-04-05 | 2012-10-05 | Avon Products, Inc. | Clear or translucent composition |
WO2013030153A1 (en) * | 2011-08-31 | 2013-03-07 | Firmenich Sa | Carrageenan gel air freshener |
CN105229109B (zh) * | 2013-05-20 | 2017-07-28 | 味之素株式会社 | 凝胶化剂 |
KR101614086B1 (ko) | 2014-06-30 | 2016-04-21 | 한국콜마주식회사 | 알코올을 함유하는 글루타마이드 복합 겔화제를 포함하는 고형 화장료 조성물 |
JP6542519B2 (ja) * | 2014-09-29 | 2019-07-10 | ロレアル | 組成物 |
JP2017043755A (ja) * | 2015-08-26 | 2017-03-02 | 国立大学法人信州大学 | 有機相転移材料 |
EP3530711B1 (en) | 2016-10-24 | 2022-08-17 | Ajinomoto Co., Inc. | Gel composition |
JP7066181B2 (ja) * | 2018-08-20 | 2022-05-13 | 日本エマルジョン株式会社 | 固形化粧料、およびその製造方法 |
CN113271913B (zh) | 2018-12-18 | 2024-04-02 | 宝洁公司 | 具有增加的蒸气释放的个人护理组合物 |
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US4117110A (en) * | 1974-03-18 | 1978-09-26 | Globol Werk Gmbh | Solid air-improving composition |
JPS5119139A (ja) * | 1974-08-07 | 1976-02-16 | Ajinomoto Kk | Gerujokeshoryososeibutsu |
US3969087A (en) * | 1974-08-07 | 1976-07-13 | Ajinomoto Co., Ltd. | Gels of nonpolar liquids with N-acyl amino acids and derivatives thereof as gelling agents |
JPS6022685B2 (ja) * | 1978-06-21 | 1985-06-03 | ライオン株式会社 | 固形塗布型外用剤 |
JPS6296432A (ja) * | 1985-10-22 | 1987-05-02 | Agency Of Ind Science & Technol | 高級脂肪酸又はそのエステルを含む水分散性組成物 |
JP2575737B2 (ja) * | 1987-09-28 | 1997-01-29 | ポーラ化成工業株式会社 | 液状化粧料 |
JPH01207223A (ja) * | 1988-02-12 | 1989-08-21 | Kobayashi Kose Co Ltd | 固形化粧料 |
JP2744267B2 (ja) * | 1988-12-29 | 1998-04-28 | 株式会社資生堂 | 皮膚外用剤 |
US5650144A (en) * | 1993-06-30 | 1997-07-22 | The Procter & Gamble Co. | Antiperspirant gel stick compositions |
JP3739100B2 (ja) * | 1993-07-30 | 2006-01-25 | 救急薬品工業株式会社 | 低温架橋型ゲル剤 |
EP0725620B1 (en) * | 1993-10-18 | 2001-03-14 | The Procter & Gamble Company | Non-sweating lipsticks |
JP3690052B2 (ja) * | 1997-03-24 | 2005-08-31 | Jsr株式会社 | オイルゲル化剤 |
US5958386A (en) * | 1998-06-11 | 1999-09-28 | The Procter & Gamble Company | Antiperspirant compositions containing select coupling agents |
US20020081322A1 (en) * | 1999-11-17 | 2002-06-27 | Clement Lawson | Gel-type oil free cosmetic |
JP2002146389A (ja) * | 2000-11-15 | 2002-05-22 | Kawaken Fine Chem Co Ltd | 透明ゲル状洗浄剤組成物 |
FR2820739B1 (fr) * | 2001-02-13 | 2004-01-02 | Ajinomoto Kk | Derive d'acide amine et gelifiant, composition de gel et cosmetique le contenant, et procedes de preparation correspondants |
US20050208085A1 (en) * | 2002-06-03 | 2005-09-22 | Ajinomoto Co. Inc | Gelling agent |
DE102004054421B4 (de) * | 2003-11-12 | 2019-06-27 | Ajinomoto Co., Inc. | Geliermittel für Öl |
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