CN1909960A - 水分散体及其应用 - Google Patents
水分散体及其应用 Download PDFInfo
- Publication number
- CN1909960A CN1909960A CNA2005800028557A CN200580002855A CN1909960A CN 1909960 A CN1909960 A CN 1909960A CN A2005800028557 A CNA2005800028557 A CN A2005800028557A CN 200580002855 A CN200580002855 A CN 200580002855A CN 1909960 A CN1909960 A CN 1909960A
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- Prior art keywords
- dispersion
- modified starch
- active material
- starch
- aqueous solution
- Prior art date
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Abstract
本发明涉及一种分散体，它包含分散于改性淀粉水溶液中的至少一种活性物质的颗粒，其中，所述水溶液具有5～10范围内的pH值，以及该分散体的应用。本发明还涉及制备本发明的分散体的方法，所述方法包括如下步骤：a)提供所述改性淀粉的水溶液，b)在所述溶液中添加所述至少一种活性物质，c)处理这样获得的混合物，从而制备所述至少一种活性物质的颗粒在包含所述改性淀粉的所述水溶液中的分散体，其特征在于，所述方法还包括步骤d)：调节所述改性淀粉水溶液的pH到5－10范围内。本发明的分散体适合制备诸如具有改善的质量的微胶囊这样的产品。
Description
发明领域
本发明涉及包含分散于改性淀粉中的活性物质的水分散体，制备这种分散体的方法及其应用，例如，用于制备微胶囊。
发明背景
天然的和改性的多糖，以及天然的亲水性胶体，例如藻酸盐、酪蛋白酸盐、角叉菜聚糖、明胶、果胶、***树胶、金合欢胶、龙须胶(tragant)、淀粉和改性淀粉，作为用于敏感性或不稳定的活性物质的微囊包封的基质材料得到广泛应用，所述活性物质例如食品、食品增补剂、药品和农产品中的维生素、香味和风味物质，以便保护它们以免暴露于氧气、水分和辐射以及免受物理影响，例如压力的影响，从而避免所述活性物质的化学和/或物理降解和改善它们的贮存稳定性。
基于应用植物源基质材料的微囊包封的产品通常优选用于某些产品，例如素食食品、按犹太教规制成的食品和按***教规制作的食品。由于立法的限制，它们还可有利地用作基质材料代替动物源基质材料。
文献中描述的动物源基质材料的一种替代物质是淀粉和改性淀粉，例如解聚淀粉和淀粉水解产物，它们可用于分散目的。文献中还描述了制备包含淀粉和改性淀粉的分散的产品的方法。
EP 1 066 761 A2描述了包含包封于碳水化合物基质中的脂溶性物质的组合物，所述基质包含麦芽糖或低分子量碳水化合物的混合物，并且描述了制备该组合物的方法。
美国专利No.3 455 838描述了包含包封了水不溶性物质的干燥的、自由流动的颗粒，其中，这些颗粒基本上由包囊剂的固体基质构成，而所述包囊剂基本上由取代二羧酸的糊精化淀粉酸酯组成。还描述了包封水不溶性物质的方法，它包括，制备包囊剂的水分散体，将所述水不溶性物质在所述分散体中乳化，以及干燥所得分散体而形成干燥的、自由流动的颗粒。优选的包囊剂是得自辛烯基琥珀酸酐的取代的琥珀酸的糊精化淀粉酸酯。
在制备包含包埋于基于淀粉和改性淀粉的基质材料中的活性物质的微胶囊的公知方法中，在微囊包封以前，由于添加待分散的活性物质之前淀粉的胶态水分散体的起泡、以及由于终产品中的空气截留而引起了问题。这样产生的终产品(分散体或微胶囊)由于操作、贮存和应用的缘故不如人们可能希望的那样稳定和密实。
本发明的目的是提供包含分散于改性淀粉中的活性物质的改良分散体以及制备它的改良方法。所述分散体适合制备包含包埋于改性淀粉基质中的活性物质的微胶囊。
发明概述
因此，本发明涉及新型分散体，它包含分散于改性淀粉的水溶液中的至少一种活性物质的颗粒，其中，所述分散体具有5～10范围内的pH值。
本发明还涉及制备本发明的分散体的方法，该方法包括如下步骤：
a)提供所述改性淀粉的水溶液，
b)在所述溶液中添加至少一种活性物质，
c)处理这样获得的混合物，从而制备所述至少一种活性物质在包含所述改性淀粉的所述水溶液中的分散体，其中，所述方法还包括下列步骤：
d)在添加所述至少一种活性物质之前或之后，调节所述改性淀粉的所述水溶液的pH到5～10范围内。
如本文应用的术语“分散体”既包括乳液，它指的是包含分散于水性介质中的液体颗粒(油滴)的混合物，又包括悬浮液，它指的是分散于水性介质中的固体颗粒，例如细研磨的类胡萝卜素或其混合物。
本发明应用的改性淀粉指的是得自天然来源例如马铃薯、小麦、玉米、木薯和大米的淀粉。改性淀粉是通过(部分)降解、解聚、水解等从未改性淀粉制备的。本发明应用的一种很合适的改性淀粉是n-OSA改性淀粉，例如辛烯基琥珀酸钠改性的淀粉，即这种淀粉，其中，一部分羟基被辛烯基琥珀酰酸(octenyl succinyl acid)酯化了，提供该淀粉的表面活性。
本发明的分散体是有利的，因为减小了由改性淀粉水溶液制成的分散体中起泡的倾向。所以，形成的分散体将基本上和实际上不含空气。最适pH取决于改性淀粉的类型。
本发明制备分散体的方法呈现出生产优势，因为减小了分散体中起泡的倾向。在传统方法中，分散体中的pH比中性pH低得多，通常约3～5，它取决于改性淀粉的类型。似乎，当根据本发明将pH调节到约5～10，例如约6～10或者约7或7.5～9或9.5时，泡沫的消失比传统方法中迅速得多。
术语“基本上”或“实际上”不含空气指的是包含的空气的量如此少，以致分散体将在真空下沸腾而不引起任何显著的起泡或体积的增大。
本发明的分散体具有许多优点，这使它适合生产例如具有改善的机械和化学稳定性以及机械强度的微胶囊。
因此，本发明在其它重要方面涉及分散体在制备微胶囊中的应用以及制备微胶囊的方法，所述微胶囊包含包埋于改性淀粉基质中的至少一种活性物质的颗粒，所述方法包括，干燥本发明的分散体以除去水。
如本文应用的术语“微胶囊”指的是各自包含一种基质材料的颗粒，所述基质材料中包埋有一颗或很多颗固态或液态的微小颗粒。
本发明的分散体以及从该分散体制备的微胶囊具有改善的固体物质含量。
应当强调的是，根据本发明提出的pH调节不是显而易见的。
本方法的优势和终产品的改善的质量，提供了更经济的生产方法，这是由于当干燥分散体时总的固含量增加了。此外，十分意外的是，pH调节对于起泡/空气截留具有这种影响。
附图将显示包含本发明分散体的产品的改善性能，其中：
图1显示了通过传统方法制备的微胶囊的SEM(扫描电镜术)照片，其中，pH是4.2，即，没有根据本发明的范围进行调节。
图2显示了从本发明的分散体制备的微胶囊的SEM照片，其中，在添加活性物质以前将pH调节到7.5，以及
图3显示了从本发明的分散体制备的微胶囊的SEM照片，其中，在添加活性物质以前将pH调节到9.5。
从所述照片显然可见，从本发明的分散体制备的微胶囊实际上不含空气(图2和3)，而从没有调节pH的分散体制备的产品包含截留的空气(图1)。
这些照片还显示，基质材料以高密度包围包封的活性物质，从而减小贮存期间的氧化程度和增强贮存稳定性。因此，可避免或减少常规抗氧化剂的添加，或者备选地，可应用效果更小的抗氧化剂体系。
发明详述
在本发明的分散体的一个优选的实施方案中，所述改性淀粉是正辛烯基琥珀酰酸改性的淀粉，例如辛烯基琥珀酸钠，在该情况下，pH值优选是6～10，更优选是7～9。
在另一个实施方案中，所述分散体进一步包含抗氧化剂。
在本发明一个实施方案中，它涉及制备包含包埋于改性淀粉基质材料中的至少一种活性物质的微胶囊的方法，该方法包括如下步骤：
a)提供所述改性淀粉的水溶液，
b)在所述溶液中添加所述至少一种活性物质，
c)处理这样获得的混合物，从而制备所述至少一种活性物质的颗粒在包含所述改性淀粉的所述水溶液中的分散体，
c1)将步骤c)中获得的分散体细分散和干燥而获得大量颗粒，这些颗粒各自含有包埋于包含所述改性淀粉的基质中的所述至少一种活性物质的一颗或许多颗液态或固态微小颗粒，
其中，所述方法还包括如下步骤
d)在添加所述至少一种活性物质之前或之后，调节所述改性淀粉的水性介质的pH到5～10范围内。
在另一个优选的实施方案中，本方法包括又一步骤e)：从所述水性介质中除去截留的空气和/或氧气。该截留的空气的除去例如可在调节pH以后进行。可通过任何方便的方法进行空气/氧气的除去，例如通过抽真空/减压。还可通过蒸汽喷射接着闪蒸冷却(在真空下蒸发)进行去除。
通常，步骤d)中水性介质的pH调节可受到如下因素的影响：将改性淀粉加到介质中之前或者添加改性淀粉以后的调节，以及在添加活性物质之前或以后的调节；如果必要的话，可在操作以后或操作当时对它进行调节。
本发明方法的步骤c)中的处理可通过任何方便的方法进行，例如均化、乳化、研磨或分散。
本发明方法的步骤c1)可利用常规方法进行，例如喷雾冷却、喷雾干燥、改良的喷雾干燥或网板干燥(sheet drying)和破碎，例如参见WO 91/06292。
步骤d)中pH的调节可通过添加任何合适的碱来进行，例如添加氢氧化钠。
在本发明一个实施方案中，在后来的步骤f)中将分散体的pH再调节到酸性pH。在该情况下，术语“后来”表示在该方法中比步骤d)中的pH调节更迟地进行的步骤中对pH进行调节。包括pH再调节的该实施方案可能是优选的，因为所得分散体更稳定，而且在酸性pH下具有更长的贮存期限，例如就微生物稳定性来说，而且因为改性淀粉的乳化性能在低pH下更好。
应用的n-OSA淀粉例如可能是得自National Starch and ChemicalCompany的Capsul，或者任何相似的产品。
本发明的分散体或者根据本发明制备的微胶囊中包含的活性物质可能是任何物质，它们在贮存、运输、处理和应用期间需要保护，例如免受氧气、水分、光辐射和物理影响，以避免该物质的物理和化学分解。还将这些活性物质定义为在化学或生物***中是有活性的。可应用保护性基质来防止活性物质与组合物中存在的其它物质反应，或者与应用过程中它可能接触到的而且将会对活性物质的所需性能产生有害影响的物质反应。还有，可应用保护性基质将难于处理(例如由于粘性)的液体和其它物质转化为在应用期间适合处理和加工的固体形式，例如微胶囊的粉末。
适合与本发明共同应用的活性物质的实例有脂溶性物质，例如维生素，例如维生素A及其酯，维生素E及其酯，例如维生素E-乙酸酯，维生素D和K，脂肪酸(天然来源的和通过发酵法获得的)，例如单不饱和的和多不饱和的脂肪酸，它们可以下列形式添加：鱼油，尤其包含(n-3)脂肪酸二十二碳六烯酸(DHA)和二十碳五烯酸(EPA)，共轭的亚麻酸(CLA)，得自例如蛋黄的磷脂，以及呈月见草油和蓖麻油的形式，尤其包含(n-6)脂肪酸γ-亚麻酸，花生四烯酸，硫辛酸，类胡萝卜素，例如β-胡萝卜素，叶黄素，番茄红素，β-隐黄质，虾青素，班蝥黄(Cantaxanthin)，citranaxanthin和玉米黄质，姜黄素，苯醌，例如辅酶Q10(泛癸利酮)，植物甾醇，油和脂肪；水溶性物质，例如维生素C；酶，例如淀粉酶；药物，例如灰黄霉素，布洛芬，苯并二氮杂，非那西丁，激素和4-乙酰氨基酚；以及其它营养增补剂，例如矿物质和异黄酮。优选的物质是维生素A和E及其酯，维生素D和K，PUFA油，类胡萝卜素和辅酶Q10。特别优选的物质是维生素A和E及其酯和维生素D，β-胡萝卜素和辅酶Q10。
另外的活性物质是香味和风味化合物。
非水溶性物质或基质材料(视情况而定并且取决于添加剂的类型)可能包含常规添加剂，例如抗氧化剂，例如叔丁基羟基甲苯(BHT)、叔丁基羟基苯甲醚(BHA)、抗坏血酸、棕榈酸抗坏血酸酯、抗坏血酸钠、柠檬酸、柠檬酸钠、EDTA或其盐、生育酚、TBHQ、乙氧基喹(ethoxyquine)、棓酸丙酯，以及草本植物的提取物，尤其是迷迭香或牛至提取物；打粉剂，例如淀粉、改性淀粉、磷酸三钙、乳糖、甘露糖醇、乙基纤维素、凝固白蛋白、硬化明胶、酪蛋白、硬脂酸钙、硬脂酸钠、金属皂、氢化蓖麻油、多氧化物、滑石、蜡和硅酸盐；防结块剂，例如磷酸三钙和硅酸盐，尤其是二氧化硅和硅酸铝钠；增塑剂，例如糖类和糖醇，它们的实例有蔗糖、葡萄糖、果糖、乳糖、转化糖、山梨糖醇、甘露糖醇、海藻糖、塔格糖、茁霉多糖、Raftilose(低聚果糖)、糊精、麦芽糖糊精、甘油、及其混合物，优选是蔗糖、海藻糖、茁霉多糖、糊精和Raftilose及其混合物。
本发明还涉及包含包埋于改性淀粉基质材料中的至少一种活性物质的微胶囊，它们可通过本发明的方法获得。
根据本发明制备的产品适合宽范围的应用，例如食品、食品增补剂、饮料、药物和兽药产品、饲料、饲料增补剂、个人护理用品和家用产品。因此，本发明涉及包含本发明的分散体或微胶囊的产品。
本发明的方法可根据下列一般制法进行：
将包括淀粉材料的水溶性组分加到热的(例如45～70℃，如60～65℃)离子交换水中并且在连续搅拌下溶解。将油溶性组分(如果有的话)在搅拌下加到加热的活性物质(例如维生素A-乙酸酯)油中。然后将该油相加到水相中，再将混合物乳化/均化。如果需要的话，如前述雾化以前可将它稀释到适当的粘度。
现在参照如下实施例更详细描述本发明。
实施例
分散体和微胶囊的制备
实施例1(pH＝7.5)
在连续搅拌下将400g改性淀粉(一种得自National Starch的n-OSA)和430g异麦芽糖醇溶于650ml的65℃下加热的离子交换水中。通过添加适当量(15ml)的4M NaOH将溶液的pH调节到pH＝7.5。在pH约为5.5下开始从泡沫中排气。
将溶液抽真空直到沸腾。
将278g维生素A-乙酸酯和12.5g dl-α-生育酚加热到65℃并且充分混合。将该油性混合物加到所述水溶液中并在氮气氛下剧烈搅拌。
将分散体充分均化后稀释到可喷雾的粘度。
随后将分散体在喷雾干燥塔中雾化，此处分散体颗粒被一薄层淀粉覆盖并且干燥。
所得干粉末具有约544.000IU/g的维生素A-乙酸酯效价。
为了研究该产品的稳定性，称出约3克产品，放入一个小铝箔袋中，密封，在25℃/60％RH和40℃/75％RH下贮存6个月。
分别在0、1、2、3和6个月后分析样品。给出如下结果：
效价： 25℃/25％RH 40℃/75％RH
开始： 100％ 100％
1个月： - 92
2个月： - 86
3个月： 96 82
6个月： 90 69
实施例2(pH＝9.5)：
在连续搅拌下将400g改性淀粉(一种得自National Starch的n-OSA)和430g异麦芽糖醇溶于650ml 65的离子交换水中。通过添加适当量(19ml)的4M NaOH将溶液的pH调节到pH＝9.5。当pH超过约8时，空气/泡沫立即从溶液中完全消失。
将溶液抽真空直到沸腾。
将278g维生素A-乙酸酯和12.5g dl-α-生育酚加热到65℃并且在氮气氛下充分混合。将该油性混合物加到所述水溶液中并剧烈搅拌。
将分散体充分均化后稀释到可喷雾的粘度。
随后将分散体在喷雾干燥塔中雾化，此处分散体颗粒被一薄层淀粉覆盖并且干燥。
所得干粉末具有约573.000IU/g的维生素A-乙酸酯效价。
为了研究该产品的稳定性，称出约3克产品，放入一个小铝箔袋中，密封，在25℃/60％RH和40℃/75％RH下贮存6个月。
分别在0、1、2、3和6个月后分析样品。给出如下结果：
效价： 25℃/25％RH 40℃/75％RH
开始： 100％ 100％
1个月： - 98
2个月： - 94
3个月： 100 90
6个月： 94 81
对比例(没有调节pH，pH 4.2)
在连续搅拌下将400g改性淀粉和430g异麦芽糖醇溶于750ml65℃的离子交换水中。溶液的pH是4.2。将溶液抽真空直到沸腾。
将278g维生素A-乙酸酯和12.5g dl-α-生育酚加热到65℃并且充分混合。将该油性混合物加到所述水溶液中并剧烈搅拌。
将分散体充分均化后稀释到可喷雾的粘度。
随后将分散体在喷雾干燥塔中雾化，此处分散体颗粒被一薄层淀粉覆盖并且干燥。
所得干粉末具有约563.000IU/g的维生素A-乙酸酯效价。
为了研究该产品的稳定性，称出约3克产品，放入一个小铝箔袋中，密封，在25℃/60％RH和40℃/75％RH下贮存6个月。
分别在0、1、2、3和6个月分析样品。给出如下结果：
效价： 25℃/25％RH 40℃/75％RH
开始： 100％ 100％
1个月： - 89
2个月： - 82
3个月： 95 76
6个月： 89 62
产品性能的检验
通过一些对本发明的产品和现有技术的产品进行的检验验证了pH对终产品性能的影响。在这些检验中，测定了固体物质的量。另外，使产品经历破碎试验，它是一种目视法。
此外，通过扫描电镜术(SEM)使pH影响形象化。
结果如下表1和附图所示。
表1：pH对终产品的影响
| 乳液： | 实施例1 | 实施例2 | 对比例 | |
| 水性介质中的pH | 7.5 | 9.5 | 4.2 | |
| 密度 | g/ml | 1.16 | 1.18 | 1.14 |
| 粉末： | ||||
| 破碎试验 | 良好 | 良好 | 易碎的 | |
| 密度，非振实的/振实的，×100 | g/ml | 0.63/0.76 | 0.66/0.77 | 0.62/0.73 |
破碎试验如下进行：
在两块玻璃板之间，在给定的压力下挤压产品并且目视评价。破碎的颗粒愈少，产品强度就愈大。
图1-3的SEM照片显示，根据实施例1和2制备的微胶囊基本不含空气(图2和3)，而根据对比例制备的产品含有截留的空气(图1)。
Claims (26)
1.一种分散体，它包含分散于改性淀粉水溶液中的至少一种活性物质的颗粒，其中，所述分散体具有5～10范围内的pH值。
2.权利要求1的分散体，其中，所述改性淀粉得自天然天源，例如马铃薯、小麦、玉米、木薯或大米。
3.权利要求1或2任一项的分散体，其中，所述改性淀粉是化学改性的或酶促改性的淀粉。
4.权利要求1～3任一项的分散体，其中，所述改性淀粉是正辛烯基琥珀酰酸改性的淀粉。
5.权利要求1～4任一项的分散体，其中，所述分散体具有7～10范围内的pH值。
6.权利要求1～5任一项的分散体，它还包含抗氧化剂。
7.一种制备分散体的方法，所述分散体包含分散于改性淀粉水溶液中的至少一种活性物质的颗粒，其中，所述分散体具有5～10范围内的pH值，所述方法包括如下步骤：
a)提供所述改性淀粉的水溶液，
b)在所述溶液中添加所述至少一种活性物质，
c)处理这样获得的混合物，从而制备所述至少一种活性物质的颗粒在包含所述改性淀粉的所述水溶液中的分散体，
其特征在于，所述方法还包括下列步骤：
d)在添加所述至少一种活性物质之前或之后，调节所述改性淀粉的水溶液的pH到5～10范围内。
8.权利要求7的方法，用于制备包含包埋于改性淀粉基质中的至少一种活性物质的微胶囊，该方法还包括下列步骤：
c1)将步骤c)中获得的分散体细分散和干燥而获得大量颗粒，这些颗粒各自含有包埋于包含所述改性淀粉的基质中的所述至少一种活性物质的一颗或许多颗液态或固态微小颗粒。
9.权利要求7或8任一项的方法，其中，所述改性淀粉得自天然来源，例如马铃薯、小麦、玉米、木薯或大米。
10.权利要求7～9任一项的方法，其中，所述改性淀粉是化学改性的或酶促改性的淀粉。
11.权利要求7～10任一项的方法，其中，所述改性淀粉是正辛烯基琥珀酰酸改性的淀粉。
12.权利要求7～11任一项的方法，其中，在步骤d)中将pH调节到约7～10。
13.权利要求7～12任一项的方法，它包括又一步骤e)：从水性介质中除去截留的空气和/或氧气。
14.权利要求13的方法，其中，通过抽空/减压除去所述水性介质中截留的空气和/或氧气。
15.权利要求13的方法，其中，通过蒸汽喷射接着在真空下蒸发(闪蒸冷却)除去所述水性介质中截留的空气。
16.权利要求7～15任一项的方法，其中，步骤c)中的处理是通过均化、乳化、研磨或分散实现的。
17.权利要求7～16任一项的方法，它还包括将抗氧化剂加到所述水溶液中。
18.权利要求7～17任一项的方法，它还包括将抗氧化剂加到所述非水溶液中。
19.权利要求7～18任一项的方法，它还包括步骤f)：后来将pH再调节到酸性条件，例如调节到3.5～5。
20.一种制备包含包埋于改性淀粉基质中的至少一种活性物质的颗粒的微胶囊的方法，该方法包括，干燥权利要求1～6任一项的分散体以除去水。
21.权利要求1～6任一项的分散体在制备微胶囊中的应用。
22.包含包埋于改性淀粉基质材料中的至少一种活性物质的微胶囊，其特征在于，它可通过权利要求8～20任一项的方法获得。
23.一种产品，它包含权利要求1～6任一项的分散体。
24.一种产品，它包含可根据权利要求7或9～19任一项获得的分散体。
25.一种产品，它包含权利要求22的微胶囊。
26.权利要求23～25任一项的产品，其特征在于，它是食品、食品增补剂、饮料、药物或兽药产品、饲料或饲料增补剂、个人护理用品或家用产品。
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101921496B (zh) * | 2009-06-12 | 2013-03-27 | 中国中化股份有限公司 | 一种制备辣椒红色素微胶囊的方法 |
| CN108697149A (zh) * | 2016-03-02 | 2018-10-23 | 巴斯夫欧洲公司 | 振动液滴形成 |
| CN109646425A (zh) * | 2019-02-01 | 2019-04-19 | 中国海洋大学 | H1、h2或j型虾青素聚集体水分散体系的制备方法与应用 |
| CN115666272A (zh) * | 2020-06-09 | 2023-01-31 | Pm国际股份公司 | 膳食补充剂和食品 |
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| ES2274389T3 (es) * | 2004-06-04 | 2007-05-16 | THE PROCTER & GAMBLE COMPANY | Particulas encapsuladas. |
| DE602006011426D1 (de) * | 2005-02-02 | 2010-02-11 | Dsm Ip Assets Bv | Pulverzusammensetzungen |
| DK1981915T3 (en) * | 2006-02-06 | 2018-08-06 | Dsm Ip Assets Bv | COMPOSITIONS OF ACTIVE INGREDIENTS |
| CN101534796B (zh) * | 2006-10-31 | 2014-09-17 | 株式会社钟化 | 含有生理活性物质的粒状组合物及其制备方法 |
| EP2011835A1 (en) | 2007-07-06 | 2009-01-07 | Chr. Hansen A/S | A colouring composition comprising starch derivatives as a hydrocolloid |
| WO2009069114A2 (en) * | 2007-11-29 | 2009-06-04 | Vitiva D.O.O | Composition for protecting meat or fish |
| ES2563640T5 (es) | 2008-10-07 | 2021-11-22 | Basf Se | Emulsión estable, lista para usar |
| US20100178400A1 (en) * | 2009-01-13 | 2010-07-15 | Pepsico, Inc. | Method of Preparing a Whole Grain Beverage |
| DE102012202193A1 (de) | 2012-02-14 | 2013-08-14 | Evonik Degussa Gmbh | pH-eingestelltes Süßungsmittel |
| AU2015257786B2 (en) * | 2014-05-05 | 2020-04-30 | Basf Se | Formulation of fat-soluble vitamin |
| US20190090517A1 (en) * | 2016-04-01 | 2019-03-28 | Dsm Ip Assets B.V. | Beverages comprising stable granules of milled lutein |
| USD806351S1 (en) | 2016-09-06 | 2018-01-02 | Mars, Incorporated | Food product |
| USD805728S1 (en) | 2016-09-06 | 2017-12-26 | Mars, Incorporated | Food product |
| GB201701417D0 (en) | 2017-01-27 | 2017-03-15 | Mars Inc | Pet food |
| JP2019135217A (ja) * | 2018-02-05 | 2019-08-15 | 株式会社岐阜セラツク製造所 | 粉状組成物、粉状組成物の製造方法、ドライアイ改善剤、肌質改善剤、飲食物、化粧品、及びペットフード |
| WO2021222519A1 (en) * | 2020-04-30 | 2021-11-04 | Kansas State University Research Foundation | Encapsulated compositions and use of octenylsuccinic anhydride starch as emulsifying agent |
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| US3455838A (en) * | 1966-04-22 | 1969-07-15 | Nat Starch Chem Corp | Method of encapsulating water-insoluble substances and product thereof |
| US4035235A (en) * | 1973-03-12 | 1977-07-12 | Anheuser-Busch, Incorporated | Method of making lipophilic starch derivatives |
| US4277364A (en) * | 1975-12-22 | 1981-07-07 | The United States Of America As Represented By The Secretary Of Agriculture | Encapsulation by entrapment |
| US4344857A (en) * | 1975-12-22 | 1982-08-17 | The United States Of America As Represented By The Secretary Of Agriculture | Encapsulation by entrapment |
| US4439488A (en) * | 1982-02-26 | 1984-03-27 | The United States Of America As Represented By The Secretary Of Agriculture | Encapsulation by entrapment within polyhydroxy polymer borates |
| US4755397A (en) * | 1986-12-24 | 1988-07-05 | National Starch And Chemical Corporation | Starch based particulate encapsulation process |
| CA2034639C (en) * | 1990-05-29 | 2002-05-14 | Alpha L. Morehouse | Encapsulated products |
| AU736348B2 (en) * | 1997-10-31 | 2001-07-26 | Corn Products Development, Inc. | Use of an enzymatically-converted starch derivative as an encapsulating agent |
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2005
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- 2005-02-04 JP JP2006551718A patent/JP2007520603A/ja not_active Abandoned
- 2005-02-04 CN CNA2005800028557A patent/CN1909960A/zh active Pending
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101921496B (zh) * | 2009-06-12 | 2013-03-27 | 中国中化股份有限公司 | 一种制备辣椒红色素微胶囊的方法 |
| CN108697149A (zh) * | 2016-03-02 | 2018-10-23 | 巴斯夫欧洲公司 | 振动液滴形成 |
| CN109646425A (zh) * | 2019-02-01 | 2019-04-19 | 中国海洋大学 | H1、h2或j型虾青素聚集体水分散体系的制备方法与应用 |
| CN109646425B (zh) * | 2019-02-01 | 2021-04-09 | 中国海洋大学 | H1、h2或j型虾青素聚集体水分散体系的制备方法与应用 |
| CN115666272A (zh) * | 2020-06-09 | 2023-01-31 | Pm国际股份公司 | 膳食补充剂和食品 |
Also Published As
| Publication number | Publication date |
|---|---|
| ATE402758T1 (de) | 2008-08-15 |
| DE602005008556D1 (de) | 2008-09-11 |
| NO20063994L (no) | 2006-10-26 |
| EP1713575B1 (en) | 2008-07-30 |
| JP2007520603A (ja) | 2007-07-26 |
| WO2005075066A1 (en) | 2005-08-18 |
| US20070275081A1 (en) | 2007-11-29 |
| EP1713575A1 (en) | 2006-10-25 |
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