CN1691935A - 抗坏血酸盐的悬浮液及其作为抗氧化剂的用途 - Google Patents
抗坏血酸盐的悬浮液及其作为抗氧化剂的用途 Download PDFInfo
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- CN1691935A CN1691935A CNA038176424A CN03817642A CN1691935A CN 1691935 A CN1691935 A CN 1691935A CN A038176424 A CNA038176424 A CN A038176424A CN 03817642 A CN03817642 A CN 03817642A CN 1691935 A CN1691935 A CN 1691935A
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- suspension
- dispersant
- particle
- ascorbate
- fatty acid
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Abstract
本发明公开了包含如下组分在抗坏血酸盐不溶于其中的分散剂中的悬浮液:A)至少一种选自类胡萝卜素、类视黄素和不饱和脂肪酸的氧化敏感物质,和B)一种或几种抗坏血酸盐的固体颗粒。
Description
本发明涉及抗坏血酸盐的悬浮液、其制备及其作为抗氧化剂在化妆品、药物以及人和动物营养物中的用途。
脂肪和油以及亲油性活性物质如类胡萝卜素和类视黄素的氧化在化妆品和药物制剂以及人用食品和动物饲料的生产和储存中通常是一个严重问题。脂肪和油的氧化尤其导致人和动物用食品以及化妆品和药物制剂酸败,这通常导致这些产品不能使用。
在食品和饲料领域中广泛用作着色颜料的活性物质如类胡萝卜素的氧化可导致不希望的降解反应和类胡萝卜素颜色强度的降低或丧失。
这类类视黄素包括用于化妆品和皮肤病学中的最具活性物质中的一些。它们尤其用于调节上皮细胞的正常细胞生长并影响其分化。因此,将视黄酸用于治疗痤疮并将视黄醇用于例如抗皱霜。
然而,类视黄素的使用同样存在很大限制,这尤其可归因于这类化合物非常不稳定。这就是为什么在生产含类视黄素的制剂的过程中必然会观察到严格的预防措施的原因。例如,生产必须整个在保护性气体下进行且成品的包装必须不透氧。
对此的抗氧化效果通过排除光和氧气、加入重金属配合物质如柠檬酸盐、棓酸盐或酒石酸盐以及加入天然抗氧化剂(维生素E、维生素C、肌肽、棓酸盐)或合成抗氧化剂(丁基化羟基茴香醚、丁基化羟基甲苯)而提供。
使用上述合成抗氧化剂从毒理学和-由于其缺乏生物降解能力-生态学观点来看并不总是无可非议的。
已经描述了许多用于稳定类视黄素的方法。因此,EP-A-1 055 720公开了通过使用硫代化合物或糖蛋白并隔绝氧气而稳定对氧敏感的化合物。
WO 93/00085和EP-A-0 440 398公开了将水溶性和脂溶性抗氧化剂与螯合剂一起用于稳定类视黄素。
EP-A-0 590 029描述了微米级的抗坏血酸颗粒的悬浮液及其尤其作为脂肪、油、类胡萝卜素和人用食品的抗氧化剂的用途。
WO 01/67896描述了一种通过研磨水溶性维生素的固体颗粒直至平均粒度为0.1-100μm而制备这些颗粒的油性悬浮液的方法。
然而,上述方法并不总是产生在本发明意义上的足够稳定性。相反,水溶性抗氧化剂,尤其是抗坏血酸,和脂溶性抗氧化剂,尤其是生育酚,均在一定浓度范围内在类视黄素方面显示出去稳定效果。
此外,在与类视黄素一起使用某些抗氧化剂组合时,在某些情况下可能出现不希望的副作用,例如制剂的黄变,这使得这些体系无法用于化妆品或食品领域中。
本发明的目的是提供一种不具有上述现有技术的缺点的抗氧化剂组合物。
我们发现该目的由包含如下组分在抗坏血酸盐不溶于其中的分散剂中的悬浮液实现:
A)至少一种选自类胡萝卜素、类视黄素和不饱和脂肪酸的氧化敏感物质,和
B)一种或多种抗坏血酸盐的固体颗粒。
类胡萝卜素根据本发明是指下列单独或以混合物使用的化合物:β-胡萝卜素、番茄红素、叶黄素、虾青素、玉米黄质、隐黄质、柑黄素(citranaxanthin)、角黄素、胭脂素、β-阿朴-4-胡萝卜醛、β-阿朴-8-胡萝卜醛、β-阿朴-8-胡萝卜酸酯。优选使用的类胡萝卜素是β-胡萝卜素、番茄红素、叶黄素、虾青素、玉米黄素、柑黄素和角黄素。
类胡萝卜素此外可以以结晶形式或以配制剂-例如EP-A-0 065 193所公开的干粉形式使用。
在番茄红素、虾青素和角黄素情况下优选使用含番茄红素、虾青素和角黄素以及抗坏血酸盐的干粉,例如LycoVit、Lucantin Pink和Lucantin Red(番茄红素、虾青素和角黄素各自的10%干粉,购自BASFAG,Ludwigshafen,德国)。
类视黄素对本发明而言是指维生素A醇(视黄醇)及其衍生物如维生素A醛(视黄醛)、维生素A酸(视黄酸)和维生素A酯(例如乙酸视黄酯、丙酸视黄酯和棕榈酸视黄酯)。就此而言,术语“视黄酸”包括全反式-视黄酸和13-顺式-视黄酸。术语“视黄醇”和“视黄醛”优选包括全反式-化合物。优选用于本发明的悬浮液的类视黄素是全反式-视黄醇,下文称为视黄醇。
不饱和脂肪酸的实例是十一烯酸、棕榈油酸、油酸、亚油酸、亚麻酸、花生四烯酸、二十碳五烯酸、二十二碳六烯酸。
术语“抗坏血酸”包括L-抗坏血酸及其非对映异构体形式,D-抗坏血酸(异抗坏血酸)。将L-抗坏血酸的盐用作本发明固体颗粒的优选实施方案。
L-抗坏血酸盐的实例是L-抗坏血酸的碱金属或碱土金属盐,如L-抗坏血酸钠、L-抗坏血酸钾或L-抗坏血酸钙,还有L-抗坏血酸与有机胺化合物的盐,如胆碱抗坏血酸盐或L-肉碱抗坏血酸盐。优选使用L-抗坏血酸的碱金属盐,特别优选L-抗坏血酸钠。术语“抗坏血酸”或“抗坏血酸盐”下文指L形式。
上述抗坏血酸盐可以以纯度大于95%,优选大于98%,特别优选大于99%的结晶形式使用,也可以配制形式使用,例如作为颗粒、珠粒或喷雾干燥粉末使用。优选呈结晶形式的上述盐。
抗坏血酸盐不溶于其中的合适分散剂通常是那些抗坏血酸盐在其中的溶解度低于0.01g/g分散剂的物质。这些分散剂包括例如脂肪、油、蜡和有机溶剂如醚类,石油醚,芳烃如甲苯或二甲苯,氯代烃类如二氯甲烷或氯仿。
抗坏血酸盐不溶于其中且优选用于本发明的分散剂是指适合用于化妆品和人或动物营养物中的油。
合适的化妆品油性物质的实例是基于具有6-18个,优选8-10个碳原子的脂肪醇的Guerbet醇;线性C6-C22脂肪酸与线性C6-C22脂肪醇的酯;支化C6-C13羧酸与线性C6-C22脂肪醇的酯;线性C6-C22脂肪酸与支化醇,尤其是2-乙基己醇的酯;羟基羧酸与线性或支化C6-C22脂肪醇的酯,尤其是苹果酸二辛酯;线性和/或支化脂肪酸与多元醇(例如丙二醇、二聚二醇或三聚三醇)和/或Guerbet醇的酯;基于C6-C10脂肪酸的甘油三酯;基于C6-C18脂肪酸的液体甘油单/二/三酯混合物;C6-C22脂肪醇和/或Guerbet醇与芳族羧酸,尤其是苯甲酸的酯;植物油;支化伯醇;取代的环己烷;线性和支化C6-C22脂肪醇的碳酸酯;Guerbet醇碳酸酯;苯甲酸与线性和/或支化C6-C22醇的酯(例如Finsolv TN);每个烷基具有6-22个碳原子的线性或支化的、对称或不对称的二烷基醚;环氧化脂肪酸酯与多元醇的开环产物;硅油和/或脂族烃或环烷烃。
合适的聚硅氧烷化合物的实例是二甲基聚硅氧烷,甲基苯基聚硅氧烷,环状聚硅氧烷和氨基-、脂肪酸-、醇-、聚醚-、环氧-、氟-、苷-和/或烷基-改性的聚硅氧烷化合物,它们在室温下可以为液体或树脂状。脂肪的典型实例是甘油酯,而合适的蜡尤其是蜂蜡、巴西棕榈蜡、小烛树蜡、褐煤蜡、石蜡或微晶蜡,合适的话与亲水性蜡如鲸蜡基硬脂基醇或部分甘油酯组合。可以使用的稳定剂是脂肪酸的金属盐,如硬脂酸镁、铝和/或锌。
合适的食用油通常为所有生理上可接受的油-无论是植物来源的还是动物来源的-尤其是那些在20℃下为液体的油或单独或与其他油一起在20℃的悬浮液中形成液相的油。此时应优选提到的那些是向日葵油、棕榈油、芝麻油、玉米油、棉籽油、大豆油或花生油,中等链长的甘油三酯的酯,此外还有鱼油如鲭鱼油、黍鲱油(sprat)或鲑鱼油。对动物营养物特别优选的是鱼油、玉米油、向日葵油和花生油。对食品/药物/化妆品领域额外有利的是中等链长的甘油三酯的酯(例如Grünau的Delios SK;正辛酸/正癸酸甘油三酯)。
上述氧化敏感物质在本发明悬浮液中的量为0.1-40重量%,优选0.5-20重量%,特别优选1-15重量%,非常特别优选3-12重量%,其中以重量%表示的数据基于悬浮液的总量。
一种或多种上述抗坏血酸盐的含量为1-50重量%,优选5-40重量%,特别优选10-35重量%,非常特别优选15-25重量%,其中以重量%表示的数据基于悬浮液的总量。
对本发明而言,优选的悬浮液包含:
A)至少一种类视黄素,特别优选视黄醇,和
B)一种或多种抗坏血酸的碱金属盐和/或碱土金属盐,特别优选抗坏血酸钠的固体颗粒。
同样优选的是包含一种或多种抗坏血酸盐的固体颗粒作为组分B)的悬浮液,其中所述固体颗粒的平均粒度D[4.3]为0.01-1000μm,优选0.1-500μm,特别优选0.2-200μm,非常特别优选0.5-50μm,尤其是0.5-20μm。术语“D[4.3]”指体积加权平均直径(见Malvern Mastersizer S的手册,Malvern Instruments Ltd.,UK)。
本发明的悬浮液可以额外包含维生素E、维生素E衍生物或其混合物。此时的表述“维生素E”代表天然或合成α-、β-、γ-或δ-生育酚和生育三烯酚。维生素E衍生物的实例是C1-C20链烷酸生育酚酯如乙酸生育酚酯或棕榈酸生育酚酯。优选使用天然或合成α-生育酚。维生素E以1-50重量%,优选1-40重量%,特别优选5-30重量%,非常特别优选15-25重量%的量使用(以重量%表示的数据基于悬浮液的总量)。
还可以将维生素E、维生素E衍生物或其混合物用作本发明悬浮液的分散剂。
此时,悬浮液可以包含:
A)0.1-40重量%的一种或多种选自类胡萝卜素、类视黄素和不饱和脂肪酸的氧化敏感物质,
B)1-50重量%的一种或多种抗坏血酸盐,和
C)10-98.9重量%维生素E、维生素E衍生物或其混合物,
其中以重量%表示的数据基于悬浮液的总量,且A-C的重量比例的总和为100%。
在某些情况下可能有利的是本发明的悬浮液额外包含至少一种干燥剂、至少一种增稠剂和/或至少一种表面活性剂。
合适的增稠剂的实例是多糖,尤其是黄原胶、瓜尔胶、琼脂、藻酸盐和Tyloses,羧甲基纤维素和羟乙基纤维素,还有高分子量的脂肪酸聚乙二醇单酯和二酯,聚丙烯酸酯(例如Goodrich的Carbopols或Sigma的Synthalens),聚丙烯酰胺,聚乙烯醇(PVA)和聚乙烯基吡咯烷酮(PVP)以及VA/VP共聚物(BASF的Luviskol),聚乙烯,表面活性剂如乙氧基化脂肪酸甘油酯(尤其是BASF的Cremophor CO),脂肪酸与多元醇如季戊四醇或三羟甲基丙烷的酯,具有受限同系物分布的脂肪醇乙氧基化物或烷基低聚葡糖苷,电解质如氯化钠和氯化铵,以及硅酸盐如硅酸铝镁(Veegum Ultra,R.T.Vanderbilt Comp.,Inc.),片状硅酸盐如BentoneEW(Elementis Specialties)或Tixogel VP(Süd Chemie)。其他增稠剂是胶体二氧化硅(Degussa的Aerosil),聚乙二醇(BASF的Lutrol),硬脂酸,三羟基硬脂精,聚氧乙烯甘油三蓖麻醇酸酯,C12/C14脂肪酸的甘油三酯。
增稠剂在本发明悬浮液中的量基于悬浮液的总量为0.1-10重量%,优选0.5-8重量%,特别优选0.7-3重量%,非常特别优选0.8-1.5重量%。
合适的表面活性剂的实例是下列物质:
1)2-30mol氧化乙烯和/或0-5mol氧化丙烯与具有8-22个C原子的线性脂肪醇、具有12-22个C原子的脂肪酸和在烷基中具有8-15个C原子的烷基酚的加合物;
2)1-30mol氧化乙烯与甘油的加合物的C12/18脂肪酸单酯和二酯;
3)具有6-22个碳原子的饱和和不饱和脂肪酸及其氧化乙烯加合物的甘油单酯和二酯以及脱水山梨醇单酯和二酯;
4)在烷基中具有8-22个碳原子的烷基单苷和低聚苷及其乙氧基化类似物;
5)15-60mol氧化乙烯与蓖麻油和/或硬化蓖麻油的加合物;
6)多元醇酯和尤其是聚甘油酯,如聚甘油聚蓖麻醇酸酯、聚甘油聚-12-羟基硬脂酸酯或聚甘油二聚酸酯。同样合适的是来自不止一种这些类物质的化合物的混合物;
7)2-15mol氧化乙烯与蓖麻油和/或硬化蓖麻油的加合物;
8)基于线性、支化、不饱和或饱和C6/22脂肪酸、蓖麻油酸以及12-羟基硬脂酸和甘油、聚甘油、季戊四醇、二季戊四醇、糖醇(例如山梨糖醇)、烷基葡糖苷(例如甲基葡糖苷、丁基葡糖苷、月桂基葡糖苷)和聚葡糖苷(例如纤维素)的部分酯;
9)磷酸单-、二-和三烷基酯以及磷酸单-、二-和/或三-PEG-烷基酯及其盐;
10)羊毛蜡醇;
11)聚硅氧烷/多烷基聚醚共聚物和相应的衍生物;
12)如DE 1165574所公开的季戊四醇、脂肪酸、柠檬酸和脂肪醇的混合酯和/或具有6-22个碳原子的脂肪酸、甲基glycose和多元醇,优选甘油或聚甘油的混合酯;和
13)聚亚烷基二醇。
氧化乙烯和/或氧化丙烯与脂肪醇、脂肪酸、烷基酚、脂肪酸的甘油单酯和二酯以及脱水山梨醇单酯和二酯或与蓖麻油的加合物是已知的可市购产品。它们是平均烷氧基化程度对应于氧化乙烯和/或氧化丙烯的量与进行加成反应的底物量之比的同系物的混合物。氧化乙烯与甘油的加合物的C12/C18脂肪酸单酯和二酯在DE 2024051中被公开作为化妆品制剂的再加脂剂。C8/C18烷基单苷和低聚苷、其制备及其应用在现有技术中已知。它们尤其通过使葡萄糖或低聚糖与具有8-18个C原子的伯醇反应而制备。对于苷酯,其中环状糖残基与脂肪醇以苷形式连接的单苷以及低聚度至多优选约8的低聚苷二者都合适。低聚度是基于常用于这类工业产品的同系物分布的统计平均值。
两性离子表面活性剂也可用作乳化剂。两性离子表面活性剂是指在分子中具有至少一个季铵基团和至少一个羧酸根和一个磺酸根基团的那些表面活性化合物。特别合适的两性离子表面活性剂是所谓的内铵盐如氨基乙酸N-烷基-N,N-二甲基铵,例如氨基乙酸椰油烷基二甲基铵;氨基乙酸N-酰氨基丙基-N,N-二甲基铵,例如氨基乙酸椰油酰氨基丙基二甲基铵;和2-烷基-3-羧甲基-3-羟乙基咪唑啉,在每种情况下在烷基或酰基中具有8-18个C原子;以及氨基乙酸椰油酰氨基乙基羟乙基羧甲基酯。
特别优选以CTFA名Cocamidopropyl Betaine已知的脂肪酸酰胺衍生物。两性表面活性剂同样是合适的乳化剂。两性表面活性剂是指那些除了C8/C18烷基或酰基外还在分子中包含至少一个游离氨基和至少一个-COOH-或-SO3H基团且能够形成内盐的表面活性化合物。合适的两性表面活性剂的实例是N-烷基氨基乙酸、N-烷基氨基丙酸、N-烷基氨基丁酸、N-烷基亚氨基二丙酸、N-羟乙基-N-烷基酰胺基丙基氨基乙酸、N-烷基牛磺酸、N-烷基肌氨酸、2-烷基氨基丙酸和烷基氨基乙酸,在每种情况下在烷基中具有约8-18个C原子。特别优选的两性表面活性剂是N-椰油烷基氨基丙酸盐、椰油酰氨基乙基氨基丙酸盐和C12/C18酰基肌氨酸。除了两性乳化剂外,季铵盐乳化剂也是合适的,特别优选酯季铵盐型的那些,优选甲基季铵化的二脂肪酸三乙醇胺酯盐。
表面活性剂在本发明悬浮液中的量基于悬浮液的总量为0.1-10重量%,优选0.5-8重量%,特别优选1-5重量%。
合适的干燥剂的实例是选自如下的化合物:碱金属和碱土金属的硫酸盐,如硫酸钠、硫酸钙和硫酸镁;碱金属和碱土金属氯化物,如氯化钠、氯化钙和氯化镁;以及硅胶。作为非常特别优选的干燥剂应提到CaCl2。
干燥剂的用量基于悬浮液的总量通常为0.1-20重量%,优选0.5-15重量%,特别优选1.0-10重量%。
本发明还涉及一种制备开头所述悬浮液的方法,包括:
a)在抗坏血酸盐不溶于其中的分散剂中研磨一种或多种抗坏血酸盐的固体颗粒,直到所述颗粒的平均粒度为0.01-1000μm,其中可以在研磨之前、之中或之后将选自类胡萝卜素、类视黄素和不饱和脂肪酸的氧化敏感物质加入分散剂中,或
b)不使用连续相而研磨一种或多种抗坏血酸盐的固体颗粒,直到所述颗粒的平均粒度为0.01-1000μm,然后将研磨过的颗粒悬浮于抗坏血酸盐不溶于其中的分散剂中,其中可以在悬浮固体抗坏血酸盐颗粒之前、之中或之后将选自类胡萝卜素、类视黄素和不饱和脂肪酸的氧化敏感物质加入分散剂中。
在a)中的研磨可以已本身已知的方式进行,例如使用珠磨机。取决于所用磨机的类型,这使研磨进行直到颗粒具有的上述平均粒度D[4.3]由Fraunhofer衍射测定为0.01-1000μm,优选0.1-500μm,特别优选0.2-200μm,非常特别优选0.5-50μm,尤其是0.5-20μm。
研磨和用于研磨的设备的其他细节因此尤其在Ullmann’sEncyclopedia of Industrial Chemistry(Ullmann工业化学百科全书),第6版,1999,电子版,尺寸降低,第3.6.章:湿磨中找到。
在a)中所述的湿磨的优选实施方案在一种或多种增稠剂存在下进行,其中在研磨之后将氧化敏感物质加入分散剂中。
除了湿磨外,还可以如在b)中所述通过干研磨一种或多种抗坏血酸盐的固体颗粒并随后将研磨过的颗粒悬浮于抗坏血酸盐不溶于其中的分散剂中而制备本发明的悬浮液。此时干研磨是指不使用连续相的研磨。可以在悬浮固体抗坏血酸盐颗粒之前、之中或之后将选自类胡萝卜素、类视黄素和不饱和脂肪酸的氧化敏感物质加入分散剂中。
制备在b)下所述的悬浮液的优选实施方案的进行应使氧化敏感物质甚至在加入抗坏血酸盐颗粒之前溶于或分散于分散剂中。
干研磨的其他细节尤其在Ullmann’s Encyclopedia of IndustrialChemistry,第6版,1999,电子版,尺寸降低,第3.4章中找到。
本发明还涉及一种或多种抗坏血酸盐的固体颗粒在抗坏血酸盐不溶于其中的分散剂中作为选自类胡萝卜素、类视黄素和不饱和脂肪酸的氧化敏感物质的抗氧化剂的用途。
根据本发明的用途有利地使用一种或多种抗坏血酸盐的固体颗粒而进行,所述固体颗粒的平均粒度为0.01-1000μm,优选0.1-500μm,特别优选0.2-200μm,非常特别优选0.5-50μm,尤其是0.5-20μm。
此外,优选包括α-生育酚作为额外的油溶性抗氧化剂的用途。
本发明的悬浮液的特点尤其在于可以在其生产、装瓶和储存过程中省去保护性气体的使用,同时确保了足够的稳定性。
足够的稳定性对本发明而言是指在40℃下储存至少2周后制剂中的类视黄素的回收至少为90%。此外,在本发明制剂的储存过程中不发生不希望的颜色变化。
下表表明使用抗坏血酸盐的固体颗粒,尤其是使用固体抗坏血酸钠颗粒的本发明悬浮液具有有利的性能。尽管如EP-B-590 029所公开的使用固体抗坏血酸颗粒的视黄醇制剂在仅两周的储存后显示出显著的视黄醇降低,但在固体抗坏血酸钠颗粒存在下的视黄醇回收率-无论是否存在保护性气体-大于90%。
含量,重量% | x周后的回收率,% | ||||||
试验 | 视黄醇 | 抗坏血酸钠 | 抗坏血酸 | 生育酚 | x=0 | x=1 | x=2 |
1a) | 3.0 | - | 24.0 | - | 100 | 91.1 | 89.1 |
2a) | 3.0 | 24.0 | - | - | 100 | 96.3 | 96.7 |
3a) | 3.0 | - | 24.0 | 6.0 | 100 | 94.6 | 90.6 |
4a) | 3.0 | 24.0 | - | 6.0 | 100 | 97.0 | 96.3 |
5b) | 3.0 | - | 24.0 | - | 100 | 75.6 | 64.5 |
6b) | 3.0 | 24.0 | - | - | 100 | 96.4 | 96.4 |
7b) | 3.0 | - | 24.0 | 6.0 | 100 | 81.5 | 72.5 |
8b) | 3.0 | 24.0 | - | 6.0 | 100 | 98.0 | 94.1 |
9c) | 3.0 | - | 24.0 | - | 100 | 94.6 | 87.7 |
10c) | 3.0 | 24.0 | - | - | 100 | 97.3 | 92.9 |
11c) | 3.0 | - | 24.0 | 6.0 | 100 | 95.1 | 87.9 |
12c) | 3.0 | 24.0 | - | 6.0 | 100 | 97.9 | 95.5 |
13d) | 3.0 | - | 24.0 | - | 100 | 75.0 | 61.3 |
14d) | 3.0 | 24.0 | - | - | 100 | 97.2 | 91.5 |
15d) | 3.0 | - | 24.0 | 6.0 | 100 | 75.5 | 52.0 |
16d) | 3.0 | 24.0 | - | 6.0 | 100 | 96.0 | 91.4 |
储存温度:23℃a),40℃b),在铝瓶中在保护气体下 | |||||||
储存温度:23℃c),40℃d),在铝瓶中在没有保护气体下 |
悬浮液尤其适合作为人用食品以及动物饲料制剂和复合饲料的添加剂,作为生产药物和化妆品制剂的组合物以及在人和动物领域中用于生产营养强化剂产品。
悬浮液优选可以用于制备化妆品制剂。
悬浮液优选还可在动物营养物中用作饲料添加剂,尤其用于施加或喷雾于动物饲料颗粒上。
作为动物饲料添加剂的用途尤其通过以所谓的后造粒应用直接将本发明的悬浮液,合适的话在用油稀释之后,例如喷雾于动物饲料颗粒上而进行。
喷雾方法的优选实施方案包括在减压下使动物饲料颗粒负载油性悬浮液。
其实例尤其在GB-A-2 232 573和EP-A-0 556 883中找到。
在人用食品领域中的典型应用方面例如是饮料,乳制品如酸牛奶、乳制饮品或奶冰,以及牛奶冻粉、蛋制品、烘烤混合物和糖果的加维生素。
在化妆品领域中,油性悬浮液例如可以用于含维生素的护体组合物,例如以霜、洗液、唇膏或美容品形式使用。
本发明进一步涉及包含开头所述的水溶性维生素的油性悬浮液的营养强化剂、动物饲料、人用食品以及药物和化妆品制剂。
包含本发明悬浮液的营养强化剂和药物制剂尤其是片剂、涂敷片剂以及优选硬和软明胶胶囊。
可以包含本发明悬浮液的化妆品制剂例如是可以局部施用的制剂,尤其是装饰性护体组合物如唇膏、霜形式的面部化妆品和洗液。
本发明悬浮液的制备在下列实施例中详细解释。
实施例1
将200g L-抗坏血酸钠、100g全外消旋-α-生育酚和98g全反式-视黄醇在550g中等链长的甘油三酯(Delios SK,德国Grünau)中的混合物使用桨式搅拌器搅拌,直到得到均相悬浮液。然后将该混合物转移到可搅拌的接受器中,借助管式泵将悬浮液由该接受器输送通过连续操作的珠磨机(Dyno Mill KDL Spezial)。向珠磨机的研磨贮器中加入400g玻璃珠(直径为800-1200μm)。收集由磨机出来的细颗粒悬浮液并使用粒度分级器(MalvernMastersizer)测量。重复研磨过程直到90%的悬浮颗粒具有的粒度低于10μm[D(0.9)<10μm]。这对应于平均粒度D[4.3]为5.2μm。
实施例2
将400g L-抗坏血酸钠、100g全外消旋-α-生育酚,50g全反式-视黄醇和15g Tixogel VP(膨润土,Süd Chemie)在300g中等链长的甘油三酯(Delios SK,德国Grünau)中的混合物使用桨式搅拌器搅拌,直到得到均相悬浮液。然后将该混合物转移到可搅拌的接受器中,借助管式泵将悬浮液由该接受器输送通过连续操作的珠磨机(Dyno Mill KDL Spezial)。向珠磨机的研磨贮器中加入400g玻璃珠(直径为800-1200μm)。收集由磨机出来的细颗粒悬浮液并使用粒度分级器(Malvern Mastersizer)测量。重复研磨过程直到90%的悬浮颗粒具有的粒度低于20μm[D(0.9)<20μm]。这对应于平均粒度D[4.3]为10.9。
在从研磨元件中取出之后,将一部分分散体用10倍量的所用油稀释并静置12小时。未稀释的分散体和稀释的分散体在该段时间内均没有出现沉降。
实施例3
将100g L-抗坏血酸钠、100g全外消旋-α-生育酚、50g全反式-视黄醇和15g Tixogel VP(膨润土,Süd Chemie)在300g中等链长的甘油三酯(Delios SK,德国Grünau)中的混合物使用桨式搅拌器搅拌,直到得到均相悬浮液。然后将该混合物转移到可搅拌的接受器中,借助管式泵将悬浮液由该接受器输送通过连续操作的珠磨机(Dyno Mill KDL Spezial)。向珠磨机的研磨贮器中加入400g玻璃珠(直径为800-1200μm)。收集由磨机出来的细颗粒悬浮液并使用粒度分级器(Malvern Mastersizer)测量。重复研磨过程直到90%的悬浮颗粒具有的粒度低于20μm[D(0.9)<20μm]。这对应于平均粒度D[4.3]为10.9μm。
实施例4
将200g L-抗坏血酸钠、200g全外消旋-α-生育酚和10g CremophorCO 40(BASF)在255g中等链长的甘油三酯(Miglyol,德国Hüls)中的混合物使用桨式搅拌器搅拌,直到得到均相悬浮液。然后将该混合物转移到可搅拌的接受器中,借助管式泵将悬浮液由该接受器输送通过连续操作的珠磨机(Dyno Mill KDL Spezial)。向珠磨机的研磨贮器中加入400g玻璃珠(直径为800-1200μm)。收集由磨机出来的细颗粒悬浮液并使用粒度分级器(Malvern Mastersizer)测量。重复研磨过程直到90%的悬浮颗粒具有的粒度低于20μm[D(0。9)<20μm]。这对应于平均粒度D[4.3]为10.9μm。然后将该悬浮液与50g全反式-视黄醇在285g Miglyol中的溶液混合并再次用桨式搅拌器搅拌,直到得到均相悬浮液。
实施例5
将200g通过干研磨粉碎至粒度<10μm的抗坏血酸钠加入200g全外消旋-α-生育酚、50g全反式-视黄醇和10g Cremophor CO 40(BASF)在540g中等链长的甘油三酯(Miglyol,德国Hüls)中的混合物中。然后将该混合物用桨式搅拌器搅拌,直到得到均相悬浮液。
Claims (17)
1.一种包含如下组分在抗坏血酸盐不溶于其中的分散剂中的悬浮液:
A)至少一种选自类胡萝卜素、类视黄素和不饱和脂肪酸的氧化敏感物质,和
B)一种或多种抗坏血酸盐的固体颗粒。
2.如权利要求1所要求的悬浮液,包含:
A)0.1-40重量%的一种或多种选自类胡萝卜素、类视黄素和不饱和脂肪酸的氧化敏感物质,和
B)1-50重量%的一种或多种抗坏血酸盐,
其中以重量%表示的数据基于悬浮液的总量。
3.如权利要求1或2所要求的悬浮液,包含:
A)至少一种类视黄素,和
B)一种或多种抗坏血酸的碱金属盐和/或碱土金属盐的固体颗粒。
4.如权利要求1-3中任一项所要求的悬浮液,包含一种或多种抗坏血酸盐的固体颗粒作为组分B),其中所述固体颗粒的平均粒度为0.01-1000μm。
5.如权利要求1-4中任一项所要求的悬浮液,包含视黄醇和至少一种抗坏血酸的碱金属盐和/或碱土金属盐。
6.如权利要求5所要求的悬浮液,包含抗坏血酸钠和视黄醇。
7.如权利要求1-6中任一项所要求的悬浮液,额外包含α-生育酚。
8.如权利要求1-7中任一项所要求的悬浮液,其中抗坏血酸盐不溶于其中的分散剂为适用于化妆品和人或动物营养物中的油。
9.如权利要求1-8中任一项所要求的悬浮液,额外包含至少一种干燥剂、至少一种增稠剂和/或至少一种表面活性剂。
10.一种制备如权利要求1所定义的悬浮液的方法,包括:
a)在抗坏血酸盐不溶于其中的分散剂中研磨一种或多种抗坏血酸盐的固体颗粒,直到所述颗粒的平均粒度为0.01-1000μm,其中可以在研磨之前、之中或之后将选自类胡萝卜素、类视黄素和不饱和脂肪酸的氧化敏感物质加入分散剂中,或
b)不使用连续相而研磨一种或多种抗坏血酸盐的固体颗粒,直到所述颗粒的平均粒度为0.01-1000μm,然后将研磨过的颗粒悬浮于抗坏血酸盐不溶于其中的分散剂中,其中可以在悬浮固体抗坏血酸盐颗粒之前、之中或之后将选自类胡萝卜素、类视黄素和不饱和脂肪酸的氧化敏感物质加入分散剂中。
11.一种或多种抗坏血酸盐的固体颗粒在抗坏血酸盐不溶于其中的分散剂中作为选自类胡萝卜素、类视黄素和不饱和脂肪酸的氧化敏感物质的抗氧化剂的用途。
12.如权利要求11所要求的用途,其中固体颗粒的平均粒度为0.01-1000μm。
13.如权利要求11或12所要求的用途,包括α-生育酚作为额外的油溶性抗氧化剂。
14.如权利要求1-9中任一项所定义的悬浮液作为人用食品和动物饲料、药物和化妆品制剂的添加剂的用途。
15.如权利要求14所要求的用途,作为动物营养物中的饲料添加剂。
16.如权利要求15所要求的用途,施加于动物饲料颗粒。
17.如权利要求16所要求的用途,其中在减压下使动物饲料颗粒负载油性悬浮液。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE2002133738 DE10233738A1 (de) | 2002-07-24 | 2002-07-24 | Suspensionen von Salzen der Ascorbinsäure und ihre Verwendung als Antioxidantien |
DE10233738.1 | 2002-07-24 | ||
DE10303527.3 | 2003-01-29 |
Publications (1)
Publication Number | Publication Date |
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CN1691935A true CN1691935A (zh) | 2005-11-02 |
Family
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Application Number | Title | Priority Date | Filing Date |
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CNA038176424A Pending CN1691935A (zh) | 2002-07-24 | 2003-07-16 | 抗坏血酸盐的悬浮液及其作为抗氧化剂的用途 |
Country Status (3)
Country | Link |
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CN (1) | CN1691935A (zh) |
DE (1) | DE10233738A1 (zh) |
ZA (1) | ZA200501587B (zh) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2009039716A1 (en) * | 2007-09-27 | 2009-04-02 | Zhejiang Medicine Co., Ltd. Xinchang Pharmaceutical Factory | Carotenoid formulations and use thereof, and feeds containing the formulation and processes for the preparation of the feeds |
CN116211848A (zh) * | 2023-03-15 | 2023-06-06 | 河南科技大学 | 抗坏血酸钠在恢复耐氟苯尼考猪链球菌敏感性中的应用 |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2020226548A1 (en) * | 2019-05-09 | 2020-11-12 | Perstorp Ab | Antioxidant composition for animal feed |
FR3122874A1 (fr) * | 2021-05-12 | 2022-11-18 | Huddle Corp | Composition sous forme d’organisation supramoléculaire incluant des molécules hydrophiles stabilisée par des particules minérales dans une phase lipidique |
-
2002
- 2002-07-24 DE DE2002133738 patent/DE10233738A1/de not_active Withdrawn
-
2003
- 2003-07-16 CN CNA038176424A patent/CN1691935A/zh active Pending
-
2005
- 2005-02-23 ZA ZA200501587A patent/ZA200501587B/xx unknown
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2009039716A1 (en) * | 2007-09-27 | 2009-04-02 | Zhejiang Medicine Co., Ltd. Xinchang Pharmaceutical Factory | Carotenoid formulations and use thereof, and feeds containing the formulation and processes for the preparation of the feeds |
CN101396068B (zh) * | 2007-09-27 | 2013-05-01 | 浙江医药股份有限公司新昌制药厂 | 类胡萝卜素制剂及其应用和包含该制剂的饲料及其制备方法 |
CN116211848A (zh) * | 2023-03-15 | 2023-06-06 | 河南科技大学 | 抗坏血酸钠在恢复耐氟苯尼考猪链球菌敏感性中的应用 |
Also Published As
Publication number | Publication date |
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DE10233738A1 (de) | 2004-02-05 |
ZA200501587B (en) | 2007-01-31 |
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