CN109414054A - 含有棓酸丙酯的维生素制备物 - Google Patents
含有棓酸丙酯的维生素制备物 Download PDFInfo
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- CN109414054A CN109414054A CN201780041532.1A CN201780041532A CN109414054A CN 109414054 A CN109414054 A CN 109414054A CN 201780041532 A CN201780041532 A CN 201780041532A CN 109414054 A CN109414054 A CN 109414054A
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- Prior art keywords
- vitamin
- prepared product
- propyl gallate
- weight
- tocopherol
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Abstract
本发明涉及粉状维生素制备物,其中所述维生素基本上具有小于0.7μm的粒径并且所述制备物含有有效量的棓酸丙酯。本发明还涉及用于制备所述制备物的方法、根据所述方法获得的制备物和它们作为动物饲料、食品、食品补充剂、个人护理产品或药学活性剂的用途。本发明的制备物与现有技术相比具有改善的稳定性。
Description
本发明涉及具有抗氧化性质的制备物以及其制备和用途。
制备含有维生素的制备物的困难在于在制备过程中以及在随后的储存或在预混物、小丸或饲料中进一步加工的过程中它们常常不稳定和被氧化过程损害。这种损害可能是由与大气中的氧反应或与重金属相互作用导致的或者由紫外线辐射的吸收导致的。作为由此导致的损害的结果,维生素可能例如改变颜色和/或丧失功效。
解决所述问题的已知方法包括向制备物中加入抗氧化剂。
根据CD Chemie Lexikon第10版,版本1.3,Stuttgart/New York:GeorgThieme Verlag,抗氧化剂是抑制或防止待保护的物质中由氧的作用(包括氧化过程)引起的不需要的变化的化合物。
乙氧喹具有抗氧化作用,因此对维生素具有保护作用。乙氧喹的毒理学数据状况不充分;物质乙氧喹本身被认为是无遗传毒性的。然而,欧洲食品安全局(EFSA)已经确定其代谢物之一乙氧喹醌亚胺具有潜在的遗传毒性(即DNA损伤),这提示了可能的安全问题。
制备乙氧喹的方法造成还存在另外的杂质对-氨基苯乙醚,其可能是诱变剂,残留在动物饲料中。诱变剂是引发人和动物表型突变的物质。
由于目前没有数据,EFSA不能确定乙氧喹作为用于目标动物的动物饲料添加剂的安全性,或者不能对消费者或环境的安全性做出结论性评估。
由于这些安全性问题,迫切需要适合用作动物饲料、食品、食品补充剂、个人护理产品或药物组合物中的添加剂并且可在短期内替代制备物中的乙氧喹的抗氧化剂。
因此,本发明的一个目的是提供一种制备物,其达到或超过含乙氧喹的制备物的稳定性,而不引起乙氧喹存在的安全性问题。
本文已经发现,令人惊讶的是,其中维生素基本上具有小于0.7μm的粒径并且包含有效量的棓酸丙酯的粉状维生素制备物对于实现所述目的是非常合适的。
根据本发明,有效量的棓酸丙酯在本文中应理解为意指适合用于稳定制备物中的维生素的棓酸丙酯的量,其使得在应力试验(Stresstest)中4周后,仍然保留应力试验开始时存在的至少20%重量的维生素、优选至少25%重量、尤其优选至少30%重量的维生素含量。
对维生素的应力试验进行配置,使得在所制备的制备物的每种情况下将100mg样品和4g预混混合物称重到玻璃容器中。所述预混混合物由50%重量的细石灰(粒径<1000μm)、20%重量的麸皮(粒径<1000μm)、20%重量的50%二氧化硅支持的氯化胆碱(粒径<1000μm)和10重量%的痕量元素混合物(粒径100-500μm)组成。所述痕量元素混合物由46.78%重量的FeSO4x7H2O(100-500μm)、37.43%重量的CuSO4x5H2O(100-500μm)、11.79%重量的ZnO(<500μm)、3.61%重量的MnO和0.39重量%的CoCO3组成。在加入所有成分后,通过机械混合或手动混合谨慎地混合样品,将这些样品(A)储存在40℃、70%湿度的气氛控制室中4周。在开始储存之前和储存结束时,测定样品的维生素含量。储存后(A2)和储存前(A1)的含量之比被用于计算样品的保留率(A2/A1),即,样品中仍然存在的维生素含量。
特别地,有效量的棓酸丙酯应理解为意指3.5%至9.5%重量的棓酸丙酯、优选4%至9%重量、更优选7%至9%重量、尤其是8%至9%重量的棓酸丙酯,以制备步骤中制备物的总量为基础,其中组分的重量百分比的总和为100%重量,并且其中在制备中棓酸丙酯与维生素的重量比在0.21至2.63之间。
根据本发明,术语“制备步骤”包括所有加工步骤a1-c1或a2-c2或a3-c3,直至所需的加工产品被获得。
应当明确强调的是,在本申请中,所有的量和浓度以及相对比例的数值,无论它们是与粉状制备物相关,或者与溶液或分散液相关,都涉及制备步骤中使用的量,因为作为抗氧化剂的棓酸丙酯和生育酚或丁基羟基甲苯(BHT)这二者在制备过程中以及在储存或进一步加工过程中都经历持续不断的降解过程,因此可靠的可能是记下仅在开始制备时称重操作中其在制备物中的含量值。
在本发明的上下文中,分散液意指乳液或混悬液。
在本发明的上下文中术语“基本上”所意指的或涵盖的更具体地是粉状维生素制备物的溶出中形成的颗粒不小于80%、更优选不小于85%、进一步优选不小于90%、最优选不小于95%具有小于0.7μm的粒径。
粒径是通过Malvern Zetasizer Nano ZSP测定的。
根据本发明,优选的维生素是选自以下的维生素:维生素D、E、K或Q或者其衍生物,例如维生素E的酯例如醋酸生育酚、生育三烯酚、维生素K1、维生素K2、辅酶Q10和类胡萝卜素例如β-胡萝卜素、角黄素、桔黄素(citranaxanthin)、虾青素和酯衍生物、玉米黄质和酯衍生物、叶黄素和酯衍生物、番茄红素、阿朴胡萝卜酸和酯衍生物、阿朴胡萝卜素醛(Apocarotinal)以及其混合物。
本发明的维生素制备物中存在的连贯相是至少一种选自以下的胶体:植物树胶、改性植物树胶、明胶、改性明胶、改性淀粉、木素磺化盐(Ligninsulfonat)、脱乙酰壳多糖、角叉菜胶、酪蛋白、酪蛋白酸盐、乳清蛋白、玉米醇溶蛋白、改性纤维素、果胶、改性果胶、植物蛋白和改性植物蛋白或其混合物。
根据本发明,植物树胶在本文中应理解为意指琼脂、海藻酸、藻酸盐、糖胶树胶、玛树脂、药用蜀葵提取物、结冷胶(Gellan)、瓜尔豆粉、阿拉伯树胶、来自车前子壳的树胶、来自云杉树浆的树胶、角豆粉、刺梧桐树胶、魔芋粉(Konjakmehl)、乳香、刺云实胶、西黄蓍胶、黄原胶。
根据本发明,优选的连贯相是明胶和/或植物树胶和/或改性的植物树胶。
还已经发现,令人惊讶的是,向制备物中加入生育酚或BHT以协同作用模式促进或增强制备物中棓酸丙酯的抗氧化保护作用。根据本发明,生育酚应理解为意指天然的或合成的生育酚。天然的生育酚应理解为意指天然存在的α-、β-、γ-、λ-生育酚,其也包括在术语“混合的生育酚”中,并且由BASF以Covi-OX商标名出售。相比之下,合成的生育酚也称为DL-α-生育酚,含有八种α-非对映体的随机混合物。在向制备物中加入生育酚的情况下,根据本发明,优选加入天然的生育酚。
根据本发明,优选其中棓酸丙酯与生育酚以9∶1至1∶2的相对重量比存在、特别优选两种抗氧化剂的相对比为2∶1至1∶1的制备物。
根据本发明,优选其中棓酸丙酯的抗氧化保护作用通过加入丁基羟基甲苯(BHT)被促进或增强的制备物,此时它们以8∶1至1∶4的棓酸丙酯∶BHT的重量比存在,更优选此时它们以2∶1至1∶3的重量比存在。
本发明的制备物的优点特别是在于其抗氧化作用,与包含乙氧喹或其它常规抗氧化剂的制备物相比,其表现为本发明的制备物中维生素的相差无几的、尤其是改善的稳定性。
通过应力试验可以证明本发明的维生素制备物的相差无几的或改善的稳定性。为实现该目的,在玻璃容器(50mL玻璃小瓶)中各称出100mg所制备的制备物和4g预混混合物样品。所述预混混合物由50%重量的细石灰(粒径<1000μm)、20%重量的麸皮(粒径<1000μm)、20%重量的50%二氧化硅支持的氯化胆碱(粒径<1000μm))和10%重量的痕量元素混合物(粒径100-500μm)组成,所述痕量元素混合物由46.78%重量的FeSO4x7H2O(100-500μm)、37.43%重量的CuSO4x5H2O(100-500μm)、11.79%重量的ZnO(<500μm)、3.61%重量的MnO和0.39重量%的CoCO3组成。在加入所有成分后,谨慎地混合样品,其中所述混合可以机械进行或手动进行,将这些样品(A)储存在40℃、70%湿度的气氛控制室中4周。用对比样品(B)进行相同的试验,所述对比样品是相同的组合物、但是不含有棓酸丙酯,而是含有相同量的乙氧喹。在开始储存之前和储存结束时,在此测定样品的维生素含量。储存后(A2)、(B2)和储存前(A1)和(B1)的含量之比在此被用于计算样品的保留率(A2/A1)或(B2/B1)。对于本发明的制备物,在此测定了至少0.75的商(A2/A1)∶(B2/B1)。优选地,对于本发明的制备物,获得至少1的商。
为了改善维生素制备物的制备和性能,可以适当加入其它组分,例如增塑剂和其它助剂和添加剂。优选的助剂和添加剂是乳化剂、油、水溶性盐和/或分离剂。
为了调节维生素制备物的连贯相的机械稳定性,适当向胶体中加入至少一种增塑剂,例如多元醇、糖或糖醇,例如蔗糖、葡萄糖、葡萄糖糖浆、淀粉水解物、果糖、果糖糖浆、乳糖、麦芽糖、木糖、阿拉伯糖、核糖、海藻糖、转化糖、山梨醇、甘露醇、糊精、麦芽糖糊精、甘油、聚醚二醇或异麦芽糖醇。名称异麦芽糖醇表示糖替代品,其也以商品名(Südzucker,德国)供应。异麦芽糖醇是氢化异麦芽酮糖(hydrierte isomaltulose),其由大致相等份数的6-O-α-D-吡喃葡萄糖基-D-山梨醇和1-O-α-D-吡喃葡萄糖基-D-甘露醇组成。优选使用的增塑剂是蔗糖、葡萄糖糖浆和乳糖。
所用的其它助剂和添加剂可以是在本发明的维生素制备物的制备中使相稳定的乳化剂,例如甘油单酯和甘油二酯、单甘油脂肪酸酯、多甘油脂肪酸酯、脱水山梨醇脂肪酸酯、丙二醇脂肪酸酯、单甘油柠檬酸酯、糖脂肪酸酯或卵磷脂。优选使用的乳化剂是甘油单酯和甘油二酯、单甘油脂肪酸酯和卵磷脂。
在一些情况下,另外还可以有利的是使用生理上批准的动物或植物油,例如芝麻油、玉米仁油、棉籽油、豆油、花生油、向日葵油、菜籽油、椰子油、棕榈油、橄榄油、红花油、动物脂肪、猪油、牛油、通过氢化、分馏或酯交换改性的油,或者混合物。优选的油是玉米仁油、向日葵油和菜籽油。
此外,金属螯合剂例如EDTA和柠檬酸也可以加入到本发明的维生素制备物中。
此外,还可以有利地加入水溶性无机和/或有机盐用于维生素制备物的连贯相,例如抗坏血酸钠、抗坏血酸钾、抗坏血酸钙、异抗坏血酸钠、异抗坏血酸钾、苯甲酸钠、苯甲酸钾、柠檬酸钠、柠檬酸钾、碱金属磷酸盐、碱金属乙酸盐、碱金属肌醇六磷酸盐及其混合物。优选的盐是苯甲酸钠和磷酸氢二钠。
为了避免不希望的团块形成和为了改善流动性,适当加入平均粒径不大于10μm(x50,3,根据DIN ISO 9276-2:2006-02)的微水溶性的细颗粒分离剂,这些积聚在粉状维生素制备物的表面上。优选的分离剂选自二氧化硅、疏水性改性二氧化硅、磷酸三钙(TCP)、碳酸钙、碳酸钠、碳酸钾、碳酸镁、氧化钙、氧化镁、二磷酸二钙(Dicalciumdiphosphat)、硅酸钙、硅酸镁、三硅酸镁、硅酸铝钠、滑石粉、白陶土、硬脂酸钙、硬脂酸镁、来自不同植物来源的淀粉、纤维素或其混合物。
本文特别优选二氧化硅、磷酸三钙(TCP)、疏水性改性二氧化硅和玉米淀粉。
根据本发明,助剂和添加剂的比例为0.1%-60%重量,优选1%-50%重量,更优选5%-30%重量,以制备步骤中制备物的总量为基础,其中制备物的所有组分的重量百分比之和为100%重量。
本发明还提供了用于制备上文所述的粉状制备物的方法,其包括:
a1)在50℃至200℃之间的温度下、任选地在20巴至100巴的升高的压力下、在小于10秒的一段时间内将维生素溶于挥发性的与水能混溶的有机溶剂中或溶于水和与水能溶混的有机溶剂的混合物中;
b1)在0℃至80℃之间的温度下将a1)后获得的溶液与胶体的水溶液或胶体分散溶液快速混合,其中维生素以胶体分散形式沉淀;
c1)通过除去大部分溶剂、然后干燥将形成的分散液转化成干燥粉末。
所述方法在存在棓酸丙酯作为抗氧化剂的情况下进行,其以本发明的有效量加入。优选以制备物的总量为基础,向制备方法中加入3.5%-9.5%重量的棓酸丙酯,其中在制备中棓酸丙酯与维生素的重量比在0.21至2.63之间。可以将棓酸丙酯加入到方法步骤a1)和/或b1)和/或c1)中,优选在方法步骤a1和/或b1中加入棓酸丙酯,最优选加入到方法步骤b1中。
优选在水/有机溶剂系统中调到pH 4.5至最大pH 8.5,因为在更高的pH值下检测到棓酸丙酯的显著降解。尤其优选地,选择系统的pH为6.5至最大pH 8.5。
就维生素而言,优选的实施方案可以参见开始时的阐述。
本发明的方法的步骤a1)中使用的有机溶剂特别是仅包含碳、氢和氧的与水能混溶的热稳定的挥发性溶剂,例如醇、醚、酯、酮或缩醛。适当地,使用以至少10%的程度与水能混溶、具有200℃以下的沸点和/或具有少于10个的碳原子的这些溶剂。特别优选的是使用甲醇、乙醇、正丙醇、异丙醇、丁烷-1,2-二醇1-甲基醚(1-甲氧基丁烷-2-醇)、丙烷-1,2-二醇1-正丙基醚(1-丙氧基丙烷-2-醇)、四氢呋喃、丙酮或其混合物。
所述方法中使用的胶体是植物树胶、改性植物树胶、明胶、改性明胶、淀粉、改性淀粉、木素磺化盐、脱乙酰壳多糖、角叉菜胶、酪蛋白、酪蛋白酸盐、乳清蛋白、玉米醇溶蛋白、改性纤维素、果胶、改性果胶、植物蛋白和改性植物蛋白或其混合物。
根据本发明,植物树胶在本文中应理解为意指琼脂、海藻酸、藻酸盐、糖胶树胶、玛树脂、药用蜀葵提取物、结冷胶、瓜尔豆粉、阿拉伯树胶、来自车前子壳的树胶、来自云杉树浆的树胶、角豆粉、刺梧桐树胶、魔芋粉、乳香、刺云实胶、西黄蓍胶、黄原胶。
本发明优选明胶和/或植物树胶和/或改性植物树胶。
为了增加干燥产品的机械稳定性,适当向胶体中加入增塑剂,例如多元醇、糖或糖醇,例如蔗糖、葡萄糖、葡萄糖糖浆、淀粉水解物、果糖、果糖糖浆、乳糖、麦芽糖、木糖、阿拉伯糖、核糖、海藻糖、转化糖、山梨醇、甘露醇、糊精、麦芽糖糊精、甘油、聚醚二醇或异麦芽糖醇。名称异麦芽糖醇表示糖替代品,其也以商品名(德国)供应。异麦芽糖醇是氢化异麦芽酮糖,其由大致相等份数的6-O-α-D-吡喃葡萄糖基-D-山梨醇和1-O-α-D-吡喃葡萄糖基-D-甘露醇组成。优选使用的增塑剂是蔗糖、葡萄糖糖浆和乳糖。
本发明的粉状维生素制备物任选地还包含乳化剂,在选择的情况中,其优选被用在分散液的制备中以在本发明的活性成分制备物的制备中使相稳定。实例是甘油单酯和甘油二酯、单甘油脂肪酸酯、多甘油脂肪酸酯、脱水山梨醇脂肪酸酯、丙二醇脂肪酸酯、单甘油柠檬酸酯、糖脂肪酸酯或卵磷脂。优选使用的乳化剂是甘油单酯和甘油二酯、单甘油脂肪酸酯和卵磷脂。
在一些情况下,另外还可以有利的是使用生理上批准的动物或植物来源的油,例如芝麻油、玉米仁油、棉籽油、豆油、花生油、向日葵油、菜籽油、椰子油、棕榈油、橄榄油、红花油、动物脂肪、猪油、牛油、通过氢化、分馏或酯交换改性的油,或其混合物。优选的油是玉米仁油、向日葵油和菜籽油。
另外还可以有利的是在所述方法中加入金属螯合剂,例如EDTA和柠檬酸。
通常选择胶体和增塑剂与类胡萝卜素溶液的比例,以便获得包含2%-25%重量的维生素、10%-50%重量的胶体、20%-70%重量的增塑剂和3.5%-9.5%重量的棓酸丙酯、任选包含适量的生育酚或BHT、和0.1%-60%重量的助剂和添加剂的干燥产品,其中制备物的所有组分的百分比的总和是100%重量。
优选将生育酚加入到方法步骤a1)的有机溶剂中,其中根据本发明,棓酸丙酯与生育酚的比例为9∶1至1∶2,优选2∶1至1∶1。在加入生育酚的情况下,本发明优选使用天然的生育酚。
如果加入BHT,则根据本发明,优选在除去溶剂后将其加入分散液中,即加入方法步骤c1中。根据本发明,棓酸丙酯与BHT的比例为8∶1至1∶4,优选2∶1至1∶3。
根据本发明,在所述方法的步骤c1)中,通过除去溶剂或混合物、然后干燥,将形成的分散液转化为干燥粉末。有利的是,在除去溶剂或溶剂混合物之前,用硫酸将形成的分散液的pH降低至6.5-7,尤其是降低至pH6.8;随后,向干燥粉末的转化则可以特别是通过喷雾干燥、喷雾冷却、改良的喷雾干燥、冷冻干燥或在流化床中干燥、任选地在还存在分离剂的情况下实现。本文优选的分离剂选自二氧化硅、疏水性改性二氧化硅、磷酸三钙(TCP)、碳酸钙、碳酸钠、碳酸钾、碳酸镁、氧化钙、氧化镁、二磷酸二钙、硅酸钙、硅酸镁、三硅酸镁、硅酸铝钠、滑石粉、白陶土、硬脂酸钙、硬脂酸镁、来自不同植物来源的淀粉、纤维素或其混合物。本文特别优选二氧化硅、磷酸三钙(TCP)、疏水性改性二氧化硅和玉米淀粉。
优选地,在方法步骤c1)中,通过蒸馏除去大部分溶剂或混合物,将形成的分散液浓缩至固体浓度为约25%-50%重量,然后将该浓缩的分散液在喷雾干燥器中转化为干燥粉末。
更优选地,在本发明的方法的方法步骤c1)中,干燥在具有集成和/或下游外部流化床的喷雾干燥器中进行。本文优选形成的是具有附聚颗粒的粉状制备物。
用于制备本发明的制备物的一种供替代选择的方法是:在方法步骤a2)中,在30-150℃的温度下、任选地在升高的压力下,将维生素溶于挥发性的与水不能混溶的有机溶剂中,然后在方法步骤b2)中将该溶液在胶体水溶液中乳化。然后,在方法步骤c2)中,以本身已知的方式例如通过蒸馏、任选地使用减压,从所得乳液中除去挥发性有机溶剂,得到分散液,其可通过除去水和随后的干燥转化成干燥粉末。
在本发明的上下文中,术语“与水不能混溶的有机溶剂”意指在标准压力下具有小于10%的水溶解度的有机溶剂。此处可能的溶剂包括:卤代脂族烃,例如二氯甲烷、氯仿和四氯化碳;羧酸酯,例如碳酸二甲酯、碳酸二乙酯、异丙二醇碳酸酯、甲酸乙酯、乙酸甲酯、乙酸乙酯或乙酸异丙酯;和醚,例如甲基叔丁基醚;和所述溶剂的相应混合物。
如果维生素由于其低熔点在室温(20℃)下在标准压力下已经是液体形式或具有低于100℃的熔点,或者是在油中的溶液的形式,作为所述方法的另一种形式,可以在不使用有机溶剂的情况下将维生素直接或在熔化后在胶体水溶液中乳化,或者溶解在油中(方法步骤a3),然后通过除去水、然后干燥将其转化为干燥粉末(c3)。
在这两种供替代选择的方法中,加入棓酸丙酯也是有利的。类似于针对方法a1-c1所述的,基于制备物的总量,其加入量为3.5%-9.5%重量。在前一种供替代选择的方法中,可以将棓酸丙酯加入到水性胶体相中,即在方法步骤b2中,加入到包含维生素的有机溶剂(方法步骤a2中)中和/或加入到分散液(方法步骤c2)中,优选将棓酸丙酯加入到水性胶体相中和/或加入到包含维生素的有机溶剂中,最优选加入到方法步骤b2中。
如果维生素是油形式或熔化形式或溶于油中,则将棓酸丙酯加入到维生素(方法步骤a3)中和/或加入到水性胶体相(方法步骤b3)中和/或加入到分散液(方法步骤c3)中。此处最优选将棓酸丙酯加入到水性胶体相中。
关于pH调节,应当注意的是,如果将棓酸丙酯加入到有机溶剂中或加入到油形式或熔化形式或溶于油的维生素中,则该pH调节在水性胶体相中进行。
用于溶解维生素的有用的油包括本申请中提到的生理学上批准的动物或植物来源的油。用于此目的的优选的油是玉米仁油、向日葵油和菜籽油。
所述方法中使用的胶体是植物树胶、改性植物树胶、明胶、改性明胶、淀粉、改性淀粉、木素磺化盐、脱乙酰壳多糖、角叉菜胶、酪蛋白、酪蛋白酸盐、乳清蛋白、玉米醇溶蛋白、改性纤维素、果胶、改性果胶、植物蛋白和改性植物蛋白或其混合物。
为了增加维生素制备物的机械稳定性,在方法过程中适当向胶体中加入增塑剂。适合该该目的的是多元醇、糖或糖醇,例如蔗糖、葡萄糖、葡萄糖糖浆、淀粉水解物、果糖、果糖糖浆、乳糖、麦芽糖、木糖、阿拉伯糖、核糖、海藻糖、转化糖、山梨醇、甘露醇、糊精、麦芽糖糊精、甘油、聚醚二醇或异麦芽糖醇。名称异麦芽糖醇表示糖替代品,其也以商品名(Südzucker,德国)供应。异麦芽糖醇是氢化异麦芽酮糖,其由大致相等份数的6-O-α-D-吡喃葡萄糖基-D-山梨醇和1-O-α-D-吡喃葡萄糖基-D-甘露醇组成。优选使用的增塑剂是蔗糖、葡萄糖糖浆和乳糖。
另外,在本发明的活性成分制备物的制备中,可以用乳化剂使相稳定,例如甘油单酯和甘油二酯、单甘油脂肪酸酯、多甘油脂肪酸酯、脱水山梨醇脂肪酸酯、丙二醇脂肪酸酯、单甘油柠檬酸酯、糖脂肪酸酯或卵磷脂。优选使用的乳化剂是甘油单酯和甘油二酯、单甘油脂肪酸酯和卵磷脂。
在一些情况下,另外还可以有利的是使用生理上批准的动物或植物来源的油,例如芝麻油、玉米仁油、棉籽油、豆油、花生油、向日葵油、菜籽油、椰子油、棕榈油、橄榄油、红花油、动物脂肪、猪油、牛油、通过氢化、分馏或酯交换改性的油,或其混合物。优选的油是玉米仁油、向日葵油和菜籽油。
另外还可以有利的是在所述方法中加入金属螯合剂,例如EDTA和柠檬酸。
通常选择胶体和增塑剂与类胡萝卜素溶液的比例,以便获得包含2%-25%重量的维生素、10%-50%重量的胶体、20%-70%重量的增塑剂和3.5%-9.5%重量的棓酸丙酯、任选包含适量的生育酚或BHT、和0.1%-60%重量的助剂和添加剂的干燥产品,其中制备物的所有组分的百分比的总和是100%重量。
优选将生育酚加入到方法步骤a)的有机溶剂中,其中根据本发明,棓酸丙酯与生育酚的比例为9∶1至1∶2,优选2∶1至1∶1。在加入生育酚的情况下,本发明优选使用天然的生育酚。
如果加入BHT,则根据本发明,优选在除去溶剂后将其加入分散液中,即加入方法步骤c1中。根据本发明,棓酸丙酯与BHT的比例为8∶1至1∶4,优选2∶1至1∶3。
在本发明的方法中,在方法步骤c2)中,将形成的乳液通过除去有机溶剂或混合物转化为分散液,然后通过用随后的干燥步骤除去水转化为干燥粉末。有利的是,在除去水之前,用硫酸将形成的分散液的pH降低至6.5-7,尤其是降低至pH 6.8;随后,向干燥粉末的转化则可以特别是通过喷雾干燥、喷雾冷却、改良的喷雾干燥、冷冻干燥或在流化床中干燥、任选地在还存在包衣材料的情况下实现。适合的包衣材料包括玉米淀粉、二氧化硅、改性二氧化硅、磷酸三钙(TCP)、碳酸钙、碳酸钠、碳酸钾、碳酸镁、氧化钙、氧化镁、二磷酸二钙、硅酸钙、硅酸镁、三硅酸镁、硅酸铝钠、滑石粉、白陶土、硬脂酸钙、硬脂酸镁、来自不同植物来源的淀粉、纤维素或其混合物。本文特别优选二氧化硅、磷酸三钙(TCP)、疏水性改性二氧化硅和玉米淀粉。
优选地,在方法步骤c2)中,通过蒸馏除去大部分溶剂或混合物,将形成的分散液浓缩至固体浓度为约25%-50%重量,然后将该浓缩的分散液在喷雾干燥器中转化为干燥粉末。
更优选地,在本发明的方法的方法步骤c2)中,所述干燥在具有集成和/或下游外部流化床的喷雾干燥器中进行。此处优选形成的是具有附聚颗粒的粉状制备物。
除了在方法步骤c3)中不是必需的有机溶剂除去之外,所述优选情形的方法措施c2)也适用于方法步骤c3)。
本发明的粉状制备物尤其适合作为食品制备物的添加剂,例如用于着色食品如饮料,适合作为制备药物和化妆品制备物的用品,以及用于制备人和动物的食品补充剂制备物,例如多种维生素制备物。
本发明还提供了本发明的上述粉状制备物作为动物饲料、食品、食品补充剂、个人护理产品或药物组合物中的添加剂的用途。
本发明还提供了包含本发明的粉状制备物的动物饲料、食品、食品补充剂、个人护理产品或药物组合物。
下面的实施例对本发明进行了举例说明,但不以任何方式限制本发明:
实施例
实施例1(表1的实施例7)
将30g桔黄素与1.1g棕榈酸抗坏血酸酯一起混悬在240g异丙醇中,其中将压力限定阀设定至30巴,在混合室A内与390g异丙醇持续混合。在混悬液侧以6L/h的计量速率和在溶剂侧以9L/h的计量速率,在混合室A中建立170℃的混合温度。在0.3秒停留时间后,将分子分散溶液在混合室B中与32g明胶、71.4g蔗糖和50g葡萄糖糖浆在4000g水中的溶液以100L/h的处理量速率混合。在蒸馏装置中减压除去溶剂后,得到活性成分分散液,向其中加入8g向日葵油和8g棓酸丙酯。此处所述棓酸丙酯预溶解于200mL水中并用NaOH调至pH 7。随后,通过喷雾干燥将分散液转化成稳定的水溶性干燥粉末。溶于水后,通过光子相关光谱法(PCS)测定(Malvern Zetasizer Nano ZSP)粒径为386nm(标准偏差142.5,多分散性指数PDI 0.185,D(95):660nm)。
桔黄素的稳定性测试
在应力试验中测试了由此制备的颗粒的稳定性。为此目的,将100mg所制备的颗粒和4g预混混合物各样品称重到50mL玻璃瓶中。预混混合物由50%重量的细石灰(粒径<1000μm)、20%重量的麸皮(粒径<1000μm)、20%重量的50%二氧化硅支持的氯化胆碱(粒径<1000μm)和10%重量的痕量元素混合物(粒径100-500μm)组成,所述痕量元素混合物由46.78%重量的FeSO4x7H2O(100-500μm)、37.43%重量的CuSO4x5H2O(100-500μm)、11.79重量%的ZnO(<500μm)、3.61重量%的MnO和0.39重量%的CoCO3组成。加入所有成分后,小心地手动混合样品。将这些样品储存在40℃、70%空气湿度的气氛控制室中4周。开始储存前和储存完成后,测定样品的桔黄素含量。用储存后与储存前的桔黄素含量之比计算保留率。
将实施例的保留率值汇总在下面的表中。
表1
保留率越高,颗粒或其制品的稳定性越好。
实施例2
pH对棓酸丙酯活性的影响
实验表明,加入棓酸丙酯的最佳pH范围是pH 4.5至pH 8.5且包括pH 8.5。在大于8.5的pH值下甚至是短的停留时间或者在这样的pH值下预溶解棓酸丙酯都足以显著限制棓酸丙酯的活性。
表2a.含有棓酸丙酯的分散液的pH对桔黄素稳定性的影响
当棓酸丙酯不是加入到包含维生素的分散液中、但是棓酸丙酯已被加入到保护性胶体相中时,也证实了该结果(表2b)。将棓酸丙酯被加入到保护性胶体相中时,发现了非常好的结果,所述保护性胶体相用NaOH从pH 5调节到pH 7,沉淀前仅15-30分钟用NaOH使pH升至8-8.5。
表2b.含有棓酸丙酯的保护性胶体相的pH对桔黄素稳定性的影响
相比之下,棓酸丙酯(固体形式或溶于水pH 7)加入到包含维生素的分散液中的模式对桔黄素的稳定性没有影响(表2c)
表2c.棓酸丙酯的加入模式对保留率的研究
实施例3
棓酸丙酯浓度对活性成分稳定性的影响
a).增加棓酸丙酯浓度提高桔黄素活性成分的稳定性。然而,令人惊讶的是,在制备物中棓酸丙酯增加至10%重量的情况下,观察到稳定性的显著下降。在制备物中4%至9%重量的棓酸丙酯下,观察到了非常好的稳定效果,优选7%至9%重量,最佳值为8%至9%重量(表3a)。
表3a.棓酸丙酯浓度对桔黄素活性成分稳定性的影响
对于另外的类胡萝卜素也能证实棓酸丙酯的正面影响以及浓度最佳值(表3b-e)。
b).将30g角黄素与1.1g棕榈酸抗坏血酸酯一起混悬在240g异丙醇中,其中将压力限定阀设定至30巴,在混合室A中与390g异丙醇持续混合。在混悬液侧以6L/h的计量速率和在溶剂侧以9L/h的计量速率,在混合室A中建立170℃的混合温度。在0.3秒停留时间后,将分子分散溶液在混合室B中与32g明胶和121.4g蔗糖在4000g水中的溶液以100L/h的处理量速率混合。在蒸馏装置中减压除去溶剂后,得到活性成分分散液,向其中加入8g向日葵油和每种情况下在表3b中规定的量的棓酸丙酯。此处所述棓酸丙酯预溶解于200mL水中并用NaOH调至pH 7。随后,通过喷雾干燥将分散液转化成稳定的水溶性干燥粉末。溶于水后,通过PCS测定(Malvern Zetasizer Nano ZSP)粒径为290nm(标准偏差140,多分散性指数PDI0.193,D(95):594nm)。
表3b.棓酸丙酯浓度对角黄素活性成分稳定性的影响
c).将30g C30酯与1.1g棕榈酸抗坏血酸酯一起混悬在240g异丙醇中,其中将压力限定阀设定至30巴,在混合室A中与390g异丙醇持续混合。在混悬液侧以6L/h的计量速率和在溶剂侧以9L/h的计量速率,在混合室A中建立170℃的混合温度。在0.3秒停留时间后,将分子分散溶液在混合室B中与32g明胶和121.4g蔗糖在4000g水中的溶液以100L/h的处理量速率混合。在蒸馏装置中减压除去溶剂后,得到活性成分分散液,向其中加入8g向日葵油和每种情况下在表3c中规定的量的棓酸丙酯。此处所述棓酸丙酯预溶解于200mL水中并用NaOH调至pH 7。随后,通过喷雾干燥将分散液转化成稳定的水溶性干燥粉末。溶于水后,通过PCS测定(Malvern Zetasizer Nano ZSP)粒径为280nm(标准偏差120,多分散性指数PDI0.181)。
表3c.棓酸丙酯浓度对C30酯活性成分稳定性的影响
d).将30gβ-胡萝卜素与1.1g棕榈酸抗坏血酸酯一起混悬在240g异丙醇中,其中将压力限定阀设定至30巴,在混合室A内与390g异丙醇持续混合。在混悬液侧以6L/h的计量速率和在溶剂侧以9L/h的计量速率,在混合室A中建立170℃的混合温度。在0.3秒停留时间后,将分子分散溶液在混合室B中与32g明胶、71.4g蔗糖和50g葡萄糖糖浆在4000g水中的溶液以100L/h的处理量速率混合。在蒸馏装置中减压除去溶剂后,得到活性成分分散液,向其中加入8g向日葵油和8g棓酸丙酯。此处所述棓酸丙酯预溶解于200mL水中并用NaOH调至pH7。随后,通过喷雾干燥将分散液转化成稳定的水溶性干燥粉末。溶于水后,通过PCS测定(Malvern Zetasizer Nano ZSP)粒径为262nm(标准偏差182,多分散性指数PDI 0.268)。
表3d.乙氧喹和棓酸丙酯对β-胡萝卜素的稳定性比较
e).将30g C30酯与1.1g棕榈酸抗坏血酸酯一起混悬在240g异丙醇中,其中将压力限定阀设定至30巴,在混合室A中与390g异丙醇持续混合。在混悬液侧以6L/h的计量速率和在溶剂侧以9L/h的计量速率,在混合室A中建立170℃的混合温度。在0.3秒停留时间后,将分子分散溶液在混合室B中与32g明胶和121.4g蔗糖在4000g水中的溶液以100L/h的处理量速率混合。在蒸馏装置中减压除去溶剂后,得到活性成分分散液,向其中加入8g向日葵油和每种情况下在表3e中以%重量规定的量的棓酸丙酯。此处所述棓酸丙酯预溶解于200mL水中并用NaOH调至pH 7。随后,通过喷雾干燥将分散液转化成稳定的水溶性干燥粉末。溶于水后,通过PCS测定(Malvern Zetasizer Nano ZSP)粒径为373nm(标准偏差165,多分散性指数PDI 0.203,D(95):683nm)。
表3e.乙氧喹和棓酸丙酯对C-30酯的稳定性比较
实施例4
混合的生育酚和D,Lα-生育酚对稳定性的影响
由于它们差的水溶性,将来源于合成和天然来源的生育酚溶于包含活性成分的相中。如果在每种情况下仅加入天然或合成的生育酚,则它们作为抗氧化剂的保护作用和它们的类胡萝卜素或类视黄醇的稳定作用没有差异。
表4a.合成和天然的生育酚对稳定性的影响
当向生育酚中另外加入作为抗氧化剂的棓酸丙酯时,情况则不同。在这种情况下,混合的生育酚/棓酸丙酯的组合比D,Lα-生育酚与棓酸丙酯的组合在预混试验中的稳定作用更显著(表4b)。
表4b.合成的或天然的生育酚与棓酸丙酯的组合对维生素稳定性的影响
实施例5
a).棓酸丙酯与生育酚之间的协同作用
对于棓酸丙酯与生育酚的组合,已经发现,对于该系统,可以降低制备物中抗氧化剂的总浓度而不损失稳定性。如果将包含4%棓酸丙酯(61.2%)和包含4%混合的生育酚(48.7%)的制备物的稳定性相互比较,对于该系统,棓酸丙酯显然是更好的抗体氧化剂。相比之下,如果将4%棓酸丙酯与4%混合的生育酚混合,将其稳定性(80.3%)与包含8%棓酸丙酯的稳定性(83.3%)比较,显然具有协同作用,这种协同作用从各数值中无法预期。当在具有恒定的棓酸丙酯含量情况下将混合的生育酚的浓度从4%降低至2%时,这变得甚至更加显著。对于该系统,测定稳定性为80.6%,而对于包含6%棓酸丙酯的系统,获得的稳定性仅为71.3%。这清楚地表明,获得稳定性的限制提高仅需要特定浓度的混合的生育酚,同时制备物中的抗氧化剂含量降低。
表5a.混合的生育酚与棓酸丙酯的组合
2%重量的混合的生育酚与4%重量的棓酸丙酯的组合几乎达到了4%重量的混合的生育酚与4%重量的棓酸丙酯的稳定性数值。然而,如果混合的生育酚的比例减少到1%重量,再与4%重量的棓酸丙酯组合,则稳定性数值开始下降(表5b)。
表5b.混合的生育酚与棓酸丙酯的组合
表5c.混合的生育酚与棓酸丙酯的组合
加入4%重量的棓酸丙酯和4%重量的生育酚的实验方法
将30g桔黄素与1.1g棕榈酸抗坏血酸酯和9g混合的生育酚一起混悬在240g异丙醇中,其中将压力限定阀设定至30巴,在混合室A中与390g异丙醇持续混合。在混悬液侧以6L/h的计量速率和在溶剂侧以9L/h的计量速率,在混合室A中建立170℃的混合温度。在0.3秒停留时间后,将分子分散溶液在混合室B中与调至pH 9的32g明胶、71.4g蔗糖、50g葡萄糖糖浆和9g棓酸丙酯在4100g水中的溶液以100L/h的处理量速率混合。在蒸馏装置中减压除去溶剂后,得到活性成分分散液,向其中加入9g向日葵油。随后,通过喷雾干燥将分散液转化成稳定的水溶性干燥粉末。溶于水后,通过PCS测定(Malvern Zetasizer Nano ZSP)粒径为280nm(标准偏差142.5,多分散性指数PDI 0.185)。
b).棓酸丙酯与BHT之间的协同作用
表5d.BHT与棓酸丙酯的组合
加入4%重量的棓酸丙酯和4%重量的丁基羟基甲苯的实验方法
将30g桔黄素与1.1g棕榈酸抗坏血酸酯一起混悬在240g异丙醇中,其中将压力限定阀设定至30巴,在混合室A中与390g异丙醇持续混合。在混悬液侧以6L/h的计量速率和在溶剂侧以9L/h的计量速率,在混合室A中建立170℃的混合温度。在0.3秒停留时间后,将分子分散溶液在混合室B中与调至pH 9的32g明胶、71.4g蔗糖、50g葡萄糖糖浆和9g棓酸丙酯在4100g水中的溶液以100L/h的处理量速率混合。在蒸馏装置中减压除去溶剂后,得到活性成分分散液,向其中加入9g向日葵油和9g溶于其中的BHT。随后,通过喷雾干燥将分散液转化成稳定的水溶性干燥粉末。溶于水后,通过PCS测定(Malvern Zetasizer Nano ZSP)粒径为290nm(标准偏差140,多分散性指数PDI 0.180)。
Claims (23)
1.粉状维生素制备物,其中所述维生素基本上具有小于0.7μm的粒径,其中所述制备物包含有效量的棓酸丙酯。
2.根据权利要求1所述的粉状维生素制备物,其中以制备物的总量为基础,所用的有效量是3.5%-9.5%重量的棓酸丙酯,其中在制备中棓酸丙酯与维生素的重量比在0.21至2.63之间。
3.根据权利要求1或2所述的粉状维生素制备物,其中所述维生素选自维生素D、E、K或Q或者其衍生物,例如维生素E的酯例如醋酸生育酚、生育三烯酚、维生素K1、维生素K2、辅酶Q10和类胡萝卜素例如β-胡萝卜素、角黄素、桔黄素、虾青素和酯衍生物、玉米黄质和酯衍生物、叶黄素和酯衍生物、番茄红素、阿朴胡萝卜酸和酯衍生物、阿朴胡萝卜素醛以及其混合物。
4.根据权利要求1-3所述的粉状维生素制备物,其中所述制备物包含丁基羟基甲苯或合成的和/或天然的生育酚。
5.根据权利要求4所述的粉状维生素制备物,其中所述生育酚是天然的生育酚。
6.根据权利要求4或5所述的粉状维生素制备物,其中棓酸丙酯与生育酚以9:1至1:2的比例存在于所述制备物中。
7.根据权利要求4所述的粉状维生素制备物,其中棓酸丙酯与丁基羟基甲苯以8:1至1:4的比例存在于所述制备物中。
8.根据以上权利要求1-7中任意一项所述的粉状维生素制备物,其中在4周应力试验后,相对于不包含棓酸丙酯、而是包含相同量的乙氧喹的对比样品(B2/B1),其中活性维生素的商(A2/A1)为至少0.75,其中活性维生素的比例如下确定:在50mL的玻璃容器中,在每种情况下称量100mg所制备的制备物和4g以下物质的混合物:50%重量的细石灰(<1000μm)、20%重量的麸皮(<1000μm)、20%重量的50%二氧化硅支持的氯化胆碱(<1000μm)和10%重量的痕量元素混合物(100-500μm),所述痕量元素混合物由46.78%重量的FeSO4x7H2O(100-500μm)、37.43%重量的CuSO4x5H2O(100-500μm)、11.79%重量的ZnO(<500μm)、3.61%重量的MnO和0.39重量%的CoCO3组成,将所述成分混合并将它们储存在40℃、70%湿度的气氛控制室中4周,在开始储存之前测定维生素含量(A1)和(B1),在储存结束时测定维生素含量(A2)和(B2),用商A2/A1和B2/B1计算活性维生素的比例。
9.用于制备细粉粉状维生素制备物的方法,其中所述维生素基本上具有小于0.7μm的粒径,所述方法包括以下步骤:
a1)在50℃至200℃之间的温度下、任选地在升高的压力下、在小于10秒的一段时间内将维生素溶于挥发性的与水能混溶的有机溶剂中或溶于水和与水能溶混的有机溶剂的混合物中;
b1)在0℃至50℃之间的温度下将a)后获得的溶液与胶体的水溶液或胶体分散溶液快速混合,其中维生素以胶体分散形式沉淀;
c1)通过除去大部分溶剂、然后干燥将形成的分散液转化成干燥粉末。
或者
a2)在30℃至150℃的温度下、任选地在升高的压力下将维生素溶于挥发性的与水能溶混的有机溶剂中;
b2)将a2)后获得的溶液与胶体的水溶液或胶体分散溶液混合,形成乳液;
c2)从乳液中除去有机溶剂并且通过除去水、然后干燥将形成的混悬液/分散液转化成干燥粉末,
或者
a3)通过加热到其熔点以上或将其溶于油中或将其在室温下温育将维生素转化成液体;
b3)将a3)后获得的熔化物与胶体的水溶液或胶体分散溶液混合,形成乳液;
c3)通过除去水、然后干燥将形成的分散液转化成干燥粉末,其中所述方法在有效量的棓酸丙酯存在下进行。
10.根据权利要求9所述的用于制备细粉粉状维生素制备物的方法,其中所述维生素基本上具有小于0.7μm的粒径,所述方法包括以下步骤:
a1)在50℃至200℃之间的温度下、任选地在升高的压力下、在小于10秒的一段时间内将维生素溶于挥发性的与水能混溶的有机溶剂中或溶于水和与水能溶混的有机溶剂的混合物中;
b1)在0℃至50℃之间的温度下将a1)后获得的溶液与胶体的水溶液或胶体分散溶液快速混合,其中维生素以胶体分散形式沉淀;
c1)通过除去大部分溶剂、然后干燥将形成的分散液转化成干燥粉末。
或者
a2)在30℃至150℃的温度下、任选地在升高的压力下将维生素溶于挥发性的与水能溶混的有机溶剂中;
b2)将a2)后获得的溶液与胶体的水溶液或胶体分散溶液混合,形成乳液;
c2)从乳液中除去有机溶剂并且通过除去水、然后干燥将形成的混悬液转化成干燥粉末,
或者
a3)通过加热到其熔点以上或将其溶于油中或将其在室温下温育将维生素转化成液体;
b3)将a3)后获得的熔化物与胶体的水溶液或胶体分散溶液混合,形成乳液;
c3)通过除去水、然后干燥将形成的分散液转化成干燥粉末,其中以制备物的总量为基础,所用的有效量是3.5%-9.5%重量的棓酸丙酯,其中在制备中棓酸丙酯与维生素的重量比在0.21至2.63之间。
11.根据权利要求9或10所述的方法,其中将棓酸丙酯加入到含有有机溶剂的维生素相中和/或加入到含有胶体的水溶液中和/或加入到形成的分散液中。
12.根据权利要求9-11所述的方法,其中所述方法在pH 4.5至pH 8.5的pH下、更优选在6.5至8.5的pH下进行。
13.根据权利要求12所述的方法,其中在将棓酸丙酯加入到含有胶体的水溶液中后,将所述溶液调至6.5至8.5的pH。
14.根据权利要求9-13中任意一项所述的方法,其中将生育酚加入到含有有机溶剂的维生素相中。
15.根据权利要求14所述的方法,其中所述生育酚是天然的生育酚。
16.根据权利要求14或15的方法,其中棓酸丙酯和生育酚以9:1至1:2的比例被使用。
17.根据权利要求9-13中任意一项所述的方法,其中将丁基羟基甲苯加入到形成的分散液中。
18.根据权利要求17所述的方法,其中棓酸丙酯和丁基羟基甲苯以8:1至1:4的比例被使用。
19.根据权利要求9-18中任意一项所述的方法,其中所述维生素选自维生素D、E、K或Q或者其衍生物,例如维生素E的酯例如醋酸生育酚、生育三烯酚、维生素K1、维生素K2、辅酶Q10和类胡萝卜素例如β-胡萝卜素、角黄素、桔黄素、虾青素和酯衍生物、玉米黄质和酯衍生物、叶黄素和酯衍生物、番茄红素、阿朴胡萝卜酸和酯衍生物、和阿朴胡萝卜素醛。
20.根据权利要求9-19中任意一项所述的方法,其中所述胶体选自植物树胶、改性植物树胶、明胶、改性明胶、改性淀粉、木素磺化盐、脱乙酰壳多糖、角叉菜胶、酪蛋白、酪蛋白酸盐、乳清蛋白、玉米醇溶蛋白、改性纤维素、果胶、改性果胶、植物蛋白和改性植物蛋白或其混合物。
21.通过权利要求9-20中任意一项的方法制备的粉状维生素制备物。
22.权利要求1-8和21中任意一项的粉状维生素制备物作为动物饲料、食品、食品补充剂、个人护理产品或药物组合物中的添加剂的用途。
23.包含权利要求1-8和21中任意一项的粉状维生素制备物的动物饲料、食品、食品补充剂、个人护理产品或药物组合物。
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PCT/EP2017/068038 WO2018015346A1 (de) | 2016-07-19 | 2017-07-17 | Propylgallathaltige vitaminzubereitungen |
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EP (1) | EP3487319A1 (zh) |
JP (2) | JP7171542B2 (zh) |
KR (1) | KR102411745B1 (zh) |
CN (1) | CN109414054A (zh) |
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AU2017300595B2 (en) | 2021-11-11 |
US10835456B2 (en) | 2020-11-17 |
JP2022184913A (ja) | 2022-12-13 |
MX2019000846A (es) | 2019-06-24 |
EP3487319A1 (de) | 2019-05-29 |
US20190240119A1 (en) | 2019-08-08 |
WO2018015346A1 (de) | 2018-01-25 |
JP2019527220A (ja) | 2019-09-26 |
JP7171542B2 (ja) | 2022-11-15 |
KR20190032459A (ko) | 2019-03-27 |
CL2019000123A1 (es) | 2019-04-05 |
KR102411745B1 (ko) | 2022-06-22 |
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