CN1168621A - 稳定的光学澄清的组合物 - Google Patents
稳定的光学澄清的组合物 Download PDFInfo
- Publication number
- CN1168621A CN1168621A CN95193013A CN95193013A CN1168621A CN 1168621 A CN1168621 A CN 1168621A CN 95193013 A CN95193013 A CN 95193013A CN 95193013 A CN95193013 A CN 95193013A CN 1168621 A CN1168621 A CN 1168621A
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- mixture
- oil
- antioxidant
- compositions
- biological activity
- Prior art date
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- Granted
Links
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Classifications
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L29/00—Foods or foodstuffs containing additives; Preparation or treatment thereof
- A23L29/10—Foods or foodstuffs containing additives; Preparation or treatment thereof containing emulsifiers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0087—Galenical forms not covered by A61K9/02 - A61K9/7023
- A61K9/0095—Drinks; Beverages; Syrups; Compositions for reconstitution thereof, e.g. powders or tablets to be dispersed in a glass of water; Veterinary drenches
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L2/00—Non-alcoholic beverages; Dry compositions or concentrates therefor; Their preparation
- A23L2/42—Preservation of non-alcoholic beverages
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L2/00—Non-alcoholic beverages; Dry compositions or concentrates therefor; Their preparation
- A23L2/52—Adding ingredients
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/10—Dispersions; Emulsions
- A61K9/107—Emulsions ; Emulsion preconcentrates; Micelles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/10—Dispersions; Emulsions
- A61K9/107—Emulsions ; Emulsion preconcentrates; Micelles
- A61K9/1075—Microemulsions or submicron emulsions; Preconcentrates or solids thereof; Micelles, e.g. made of phospholipids or block copolymers
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Pharmacology & Pharmacy (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Nutrition Science (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Dispersion Chemistry (AREA)
- Biophysics (AREA)
- Molecular Biology (AREA)
- Medicinal Preparation (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Non-Alcoholic Beverages (AREA)
- Liquid Crystal Substances (AREA)
- Cosmetics (AREA)
- Fats And Perfumes (AREA)
- General Preparation And Processing Of Foods (AREA)
- Medicines Containing Plant Substances (AREA)
- Anti-Oxidant Or Stabilizer Compositions (AREA)
- Joining Of Glass To Other Materials (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Catalysts (AREA)
- Saccharide Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
用于制备用于人或动物保健的光学澄清产品，例如饮料的生物活性油的稳定含水组合物，系由包括下述步骤的方法制备：(a)将以合适油中的20-30％分散油形式的0.001-2.0％w/w的生物活性油或0.1-2.0％的生物活性油与0.1至1.0％的抗氧化剂或抗氧化剂混合物加以混合。(b)将(a)的混合物分散于具有10-18的HLB(亲水/亲油平衡)值的2-20％的乳化剂或乳化剂混合物，同时加热至50-150℃以得到透明混合物。(c)合适时提高(b)的混合物温度同时保持搅拌以保持混合物透明，和(d)将(c)的混合物与至少95℃的水混合，并不断搅拌生成透明的组合物。
Description
本发明涉及人或动物内用或外用的产品例如饮料的组合物，制备这种组合物的方法和含此组合物的产品。本发明特别涉及可保持和/或促进健康的含生物活性油的液态组合物的制备方法。
因此本发明一方面提供用于制备人类或动物保健的光学澄清产品的组合物水溶液，它含有以合适油中的20-30％分散液形式的0.001至2.0％w/w生物活性油或0.1-2.0％的生物活性油，具有HLB(亲水/亲油平衡)值为10-18的2-20％乳化剂或具有10-18HLB的计算值的乳化剂混合物和0.1至1.0％的抗氧化剂或抗氧化剂混合物。
乳化剂混合物的一个例子为含4份Span20(脱水山梨醇单月桂酸酯)和6份Tween60(聚氧乙烯脱水山梨醇单硬脂酸酯)，它具有的有效HLB值为0.4×8.6+0.6×14.9＝12.3
“光学澄清”是表示一种产品于1cm径程的小池在800nm波长的光时透射率百分比为不低于95％，优选98％。
“生物活性油”是表示天然或人工合成的油类，含有生物活性物质特别是预防或治疗性物质。
意想不到的是发现本发明的组合物可以获得一种产品，它具有理想的特性，特别是良好的水溶性，使用的成份是至今一直难以令人满意地溶解于这类产品中。
生物活性油优选源于自然界的油例如茶藨属、紫草科、唇形科、柳叶菜科和Curcubitaceae属的籽或花，源于真菌的油、鱼油或其它天然油。
优选的油包括夜雪山报春油、玻璃苣/星状花油和黑茶藨子籽油。
合适的油量以纯物质形式表示为0.001-2.0％，优选0.1-1.0％(重量)。可用现有已知技术方法从自然来源中提取用于本发明的油。这些油可以从市场获得，例如来自Sigma Cbemical Co，Poole，Dorset。
组合物可以含一种以上的生物活性油。
其它的生物活性组份也可用于本发明的组合物，特别是类胡萝卜色素例如β-类胡萝卜素以生成有用的带色泽和富于营养的生化制品。
生物活性油可与其它合适的油混合或用其它合适的油进行分散，特别是可食用油例如玉米、花生、红花、橄榄和菜籽油以及许多香精油，特别是那些用于饮料以增加风味的油例如柑桔油。
乳化剂可以是适于被人和动物身体消耗或利用的任意阴离子、阳离子、两性的或非离子性的乳化剂或乳化剂混合物。乳化剂优选为非离子型乳化剂或混合物并且优选具有HLB值为12-16，最优选为15。优选的化合物包括Tweeen 60(聚氧乙烯(20)脱水山梨醇单硬脂酸酯)和Tween 40(聚氧乙烯(20)脱水山梨醇单棕榈酸酯)，这些产品可从ICI Speciality Chemicals，Leatherhead，Surrey获得。
合适的乳化剂是二元或四元乳化剂混合物，例如Tween 60和蔗糖酯乳化剂(Mitsubishi Kasei Food Corporation，Ichikawa Buliding，13-3 Ginza 5-Chome，Chuo-Ku，Tokyo 104，Japan制造)的混合物或Tween 60和蔗糖酯以及一种脂肪酸的聚丙三醇酯(可用Grindsted Produsts Limited.，Northern Way，Bury St.Edmunds，Sutfolk提供)的混合物。
组合物中乳化剂用量的变化取决于使用哪种具体的生物活性油、其制备方法和含量多少。例如一种含1％(重量)生物活性油的油基分散液一般需要2-8％w/w的乳化剂以得到澄清的分散液并且不会在稀释时对常规饮料的风味产生不良影响。
优选的乳化剂为聚山梨酸酯，特别是聚山梨酸酯60，因为它在饮食产品中具有最小引人注意的味道。因此，本发明的一个特别有用的特征是制备无味组合物的能力。在特别优选的组合物中，生物活性油是黑茶藨子籽油和α-生育酚以及乳化剂是聚山梨酸酯。
本发明使用的抗氧化剂可以是例如α-生育酚，乙酸生育酯(to copherylacetate)，抗坏血酸，抗坏血酸基棕榈酸酯(ascorbyl palmitate)，丁基羟基茴香醚(BHA)和二丁基羟基甲苯(BHT)或这些抗氧化剂的混合物。特别优选的抗氧化剂为α-生育酚，乙酸生育酯，抗坏血酸基棕榈酯和抗坏血酸。
本发明的组合物相对于已知组合物的一个重要优点是它的经济性，因为它避免了大量添加类脂和乳化剂。该组合物提供了使这些物料成为透人可口饮料的机会。它们可用于提供广泛的产品，特别是具有新颖和有趣风味的低脂肪产品。
不但本发明在制备光学澄清产品方面特别有用，它也可用于制备不透明的产品。这类产品，特别是含有乳化了的油的产品存在一个经常的问题就是“neck ringing”(颈环)。根据本发明制备的组合物发现不存在此问题。值得注意的是本发明的组合物除可用于饮料外还可用于医药和兽医领域，例如维生素和止咳糖浆、喉喷剂、洗剂和漱口水；特别用于当光学澄清很重要的场合。
某些生物活性油含有维生素和维生素原例如维生素A，D，E，类胡萝卜色素和重要营养性的脂肪酸。
因为表现出某些性质例如用透射光看是透明的，确信在本发明组合物中的生物活性油以胶束形式或作为微乳状液细微地分散。
因此根据本发明的组合物的另一优点是在水溶液制品中的这些细微分散的油可以在提供给身体后促进身体组织的有效吸收。生物活性油粒的小粒度可以有利于它们的吸收，含有乳化剂的油的同时存在或摄取也可以促进这些物质穿过各种膜。
根据本发明的配方也具有惊人的抗酸性。在肠道吸收之前，制剂可以耐受胃的强酸性条件，因而这是有利的。
本发明另一方面是提供将油溶性物质给药于人或动物体的方法，是通过用本发明的组合物处理人或动物体。优选口服该组合物，例如以液态组合物的形式服用。
根据本发明得到的组合物是含水分散液，它可以溶于以水为基的产品中而得到光学澄清的最终产品。
应当可以理解，本发明的组合物或最终食品可任选加入其它组分，例如甜味剂、防腐剂(例如，二氧化硫，苯甲酸，山梨酸)、蛋白质、脂肪、维生素、矿物质和其它用于制备饮食品的物质。组合物也任选含有身体天然产生的抗氧化剂酶所需的抗氧化剂辅助因子例如锌、硒和锰。最终产品优选被矫味，这可以通过添加天然风味食品如果汁和浓缩产品、提取物和化合物或矫味添加剂。优选在最终饮料中加入其它营养成份例如在“The Food LabellingRegulaitions 1984”Statutory Instrument No.1305(1984)H.M.S.O.，London中描述的其它维生素和矿物质。
可以引入合适的加工助剂。这些助剂包括可以影响PH、氧化还原电势、酶活性、氢键和/或其它方面的组份。加工助剂的例子如二氧化硫、其它抗氧化剂、金属盐、酸(例如磷酸和柠檬酸)、碱、表面活性剂例如卵磷脂和淀粉增塑剂如氯化钙。优选的加工助剂是防泡沫剂例如硅氧烷。
会导致营养值损失的组份在工艺流程的后阶段加入。在配制后产品可以任选在无光或氧的容器内制备。以此保护那些易于在光或氧引发下发生降解的物料。产品任选充以碳酸气。
本发明的又一方面是提供一种制备含水组合物的方法，该含水组合物是制备用于人或动物保健的光学澄清产品，该制备方法包括：
a)将生物活性油和一种抗氧化剂/抗氧化剂混合物加以混合。
b)加热至50-150℃的同时将油-抗氧化剂混合物分散于乳化剂中，以得到透明混合物。
c)适当时提高该混合物的温度同时保持搅拌以保持透明混合物，和
d)将该混合物与至少95℃的水混合，并不断搅拌以提供透明的组合物。
任选地，a)步骤中的抗氧化剂在与生物活性油混合以前先分散在乳化剂中。步骤d)优选将混合物加入水中以混合二者。
本发明的一个优点是在步骤b)中可以采取较宽的温度范围。当涉及许多温度敏感组份，较低温度非常有用。较高温度也有用，即可以减少相当量的乳化剂的需要。除非预先有合适措施，这些高的温度有导致油降解的危险。例如需要在制备的起始阶段引入抗氧化剂，并且有需要在氮气气氛下加热混合物以除去氧。
d)步骤制备组合物时，混合物与水逐渐结合很重要，这可以使(体系)保持透明，并且最好和最一致的结果是将混合物加入水中。
优选的方法中，生物活性油和抗氧化剂被溶于聚山梨醇酯乳化剂中。本发明的另一优选的方法中，生物活性油加入聚山梨醇酯乳化剂/抗氧化剂的混合物中。
本发明的又一方面是给组合物中加入另一些水，得到适于在合适的水-基产品中应用的含水中间体产物。
以下实施例用以说明本发明。
实施例1 黑茶藨子籽油组合物
％w/w
黑茶藨子籽油 1.0
抗氧化剂(α-生育酚) 0.3
乳化剂(聚山梨醇酯40或60) 5.0
水加至 100
以上组份如下混合。不超过40℃的温度下将油和抗氧化剂混合。在搅拌下加入乳化剂并将混合物温度升至至少80℃。此时混合物应为透明。在不断搅拌下把混合物以每分钟50ml速度缓慢加入最低95℃的、为最终体积的75％的热水中。稀释的混合物冷至室温并以水稀释至最终体积。另一种方式是，在如上加入乳化剂和加热之后，保持搅拌下以每分钟50ml的速度缓慢将热水加入该油-抗氧化剂混合物。当一半体积的水加入后，有可察觉到的粘度增加。继续加入至需要体积，可降低粘度并且生成清澈无色或浅色的组合物。
实施例2 黑茶藨子籽油和彩色组合物
％w/w
β-胡萝卜素(30％分散) 0.33
黑茶藨子籽油 1.2
抗氧化剂(α-生育酚) 0.3
乳化剂(聚山梨醇酯40或60) 9
加水至 100
抗氧化剂分散于乳化剂同时加热至大约40℃。加入黑茶藨子籽油并搅拌得到透明混合物。然后加入β-胡萝卜素同时继续搅拌，混合物温度升至140℃。此时混合物应仍为透明。最后，如实施例1详述的方式将混合物加入热水。
实施例3 黑茶藨子籽油组合物
％w/w
黑茶藨子籽油 0.3
抗氧化剂(α-生育酚) 0.3
乳化剂1(聚山梨醇酯60) 6.0
乳化剂2(糖酯S-1170) 0.25
乳化剂3(Triodan) 0.25
加水至 100
将抗氧化剂分散于乳化剂1，同时加热至约40℃。加入乳化剂2和3并且温度升至120℃。保持搅拌下加入黑茶藨子籽油；此时混合物应为透明。最后，如实施例2详述的方式将混合物加至热水中。
实施例4 黑茶藨子籽油组合物
％w/w
黑茶藨子籽油 0.5
抗氧化剂(α-生育酚) 0.1
乳化剂1(聚山梨醇酯60) 3.0
乳化剂2(Triodan)* 0.5
*Grinstead Products Ltd.
加水至 100
将抗氧化剂分散于乳化剂1，同时加热至约40℃。加入乳化剂2并且温度升至120℃。保持搅拌下加入黑茶藨子籽油；此时混合物应为透明。最后，如实施例2详述的方式将混合物加至热水中。
实施例5 配方
5.1 充碳酸气的清澈黑茶藨子籽油风味饮料
％w/w
蔗糖 10.0
柠檬酚 0.25
苯甲酸钠 0.017
抗坏血酸 0.030
需要的调味品
黑茶藨子籽油组合物 0.5(％v/v)
(实施例1)
水 至100体积
二氧化碳至2.5体积
使用实施例1类型的油组合物，制备的实验化合物含油浓度为20-1000mg/升。均表现出光学澄清，无“颈环”现象。
典型的可采用带色组合物的不透明饮料为
(实施例5.2和5.3)：
5.2 充碳酸气的果汁饮料
％w/w
橙汁 5.2
蔗糖 7.5
柠檬酸 0.3
苯甲酸钠 0.007
抗坏血酸 0.040
黑茶藨子籽油和带色组合物 1.0(％v/v)
(实施例2)
需要的调味品
水 至100体积
二氧化碳至2.5体积
5.3 黑茶藨子籽油风味奶制饮品
％w/w
脱脂奶 51.0
碳水化合物 9.4
柠檬酸 0.9
羧甲基纤维素钠 0.94
抗坏血酸 0.030
带色组合物3 1.0(％v/v)
需要的调味品
水 至100体积
5.3 抗氧化剂维生素糖浆
％w/v
乙酸生育酯 0.633
抗坏血酸 1.333
蔗糖浆 85.0
丙二醇 1.0
柠檬酸钠 0.024
柠檬酸 0.25
苯甲酸钠 0.1
需要的调味品
黑茶藨子籽油 10.0(％v/v)
(实施例1)
水 至100体积
Claims (14)
1、一种含水组合物，用于制备人或动物保健所需的光学澄清产品，含有以合适油中的20-30％分散液形式的0.001至2.0％w/w的生物活性油或0.1-2.0％的生物活性油，具有HLB(亲水/亲油平衡)值为10-18的2-20％的乳化剂，或具有10-18HLB的计算值的混合乳化剂，以及0.1至1.0％的抗氧化剂或抗氧化剂混合物。
2、权利要求1的组合物，其中该生物活性油含有一种有色组份。
3、权利要求2或3的组合物，其中该生物活性油的量为0.1-1.0％。
4、权利要求1至3的任一组合物，其中该乳化剂的量为8-10％。
5、权利要求1至5的任一组合物，其中该抗氧化剂的量为0.3-0.5％。
6、权利要求1至5的任一组合物，其中存在抗坏血酸或α-生育酚或两者兼有。
7、制备权利要求1至6任一含水组合物的方法，它包括：
a)将生物活性油和一种抗氧化剂/抗氧化剂混合物加以混合。
b)加热至50-150℃的同时将油-抗氧化剂混合物分散于乳化剂中，得到透明混合物。
c)适当时提高温度，同时保持搅拌以保持透明混合物，和
d)将混合物与至少95℃的水混合并不断搅拌，以提供透明的组合物。
8、一种用于制备人或动物保健所需的光学澄清产品的稳定含水组合物的制备方法，该方法包括：
(a)将以合适油中的20-30％分散油形式的0.001-2.0％w/w的生物活性油或0.1-2.0％的生物活性油与0.1至1.0％的抗氧化剂或抗氧化剂混合物加以混合。
(b)将(a)的混合物分散于具有10-18的HLB(亲水/亲油平衡)值的2-20％的乳化剂或乳化剂混合物，并加热至50-150℃以得到透明混合物。
(c)合适时提高(b)的混合物温度同时保持搅拌以保持混合物透明，和
(d)将(c)的混合物与至少95℃的水混合并不断搅拌，以提供透明的组合物。
9、权利要求8的方法，其中在(d)步骤中，来自(c)的混合物加入水中。
10、权利要求8或9的方法，其(a)步的抗氧化剂先分散于该乳化剂中。
11、可用权利要求8，9或10的方法制备的用于制备人或动物保健所需的光学澄清产品的含水组合物。
12、含根据权利要求1至6或11的任一项的组合物的用于人或动物的产品。
13、一种饮料，含有权利要求1至6或11的任一项组合物、附加的水、和任选一种或多种常规饮料成份。
14、一种将油溶性物质给于人体或动物体的方法，包括使用权利要求1至6或11的任一项的组合物处理所述个体。
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| GB9405041.6 | 1994-03-15 | ||
| GB9405041A GB9405041D0 (en) | 1994-03-15 | 1994-03-15 | Novel process |
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| JP (1) | JP3641272B2 (zh) |
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| DE (1) | DE69530912T2 (zh) |
| DK (1) | DK0741523T3 (zh) |
| ES (1) | ES2197917T3 (zh) |
| GB (1) | GB9405041D0 (zh) |
| HK (1) | HK1012215A1 (zh) |
| MX (1) | MX9604092A (zh) |
| MY (1) | MY121932A (zh) |
| NZ (1) | NZ282412A (zh) |
| PT (1) | PT741523E (zh) |
| WO (1) | WO1995024832A1 (zh) |
| ZA (1) | ZA952050B (zh) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9519468D0 (en) * | 1995-09-23 | 1995-11-22 | Smithkline Beecham Plc | Novel process |
| TW371619B (en) * | 1996-10-07 | 1999-10-11 | Dsm Ip Assets Bv | Vitamin preparations for beverage applications |
| GB9705813D0 (en) * | 1997-03-20 | 1997-05-07 | Smithkline Beecham Plc | Novel compositions |
| US6007856A (en) * | 1997-08-08 | 1999-12-28 | The Procter & Gamble Company | Oil-in-water dispersions of β-carotene and other carotenoids stable against oxidation prepared from water-dispersible beadlets having high concentrations of carotenoid |
| US6267985B1 (en) * | 1999-06-30 | 2001-07-31 | Lipocine Inc. | Clear oil-containing pharmaceutical compositions |
| US20030235595A1 (en) * | 1999-06-30 | 2003-12-25 | Feng-Jing Chen | Oil-containing, orally administrable pharmaceutical composition for improved delivery of a therapeutic agent |
| US6235331B1 (en) * | 1999-07-29 | 2001-05-22 | Nisshin Flour Milling Co Ltd | Modified fish oil type material containing highly unsaturated fatty acid and/or esters thereof, and a composition containing said material |
| US6287611B1 (en) * | 2000-02-01 | 2001-09-11 | Stokely-Van Camp, Inc. | Beverage having L-ascorbic acid with stability of color and clarity |
| DE10104847B4 (de) * | 2000-06-09 | 2006-12-21 | Aquanova German Solubilisate Technologies (Agt) Gmbh | Tocopherol-Konzentrat und Verfahren zu seiner Herstellung |
| DE10164844B4 (de) * | 2001-02-22 | 2005-05-25 | Aquanova German Solubilisate Technologies (Agt) Gmbh | Tocopherol-Konzentrat |
| US6902756B2 (en) * | 2001-04-02 | 2005-06-07 | Firmenich Sa | Transparent high oil loaded microemulsions |
| DE60218919T2 (de) * | 2001-03-22 | 2007-12-06 | Firmenich S.A. | Transparente Mikroemulsionen mit hohem Ölgehalt |
| US20040253361A1 (en) * | 2002-12-18 | 2004-12-16 | Einerson Mark Allen | Clear liquid creamer composition |
| ATE425760T1 (de) * | 2003-05-22 | 2009-04-15 | Bioniche Life Sciences Inc | Insektenabwehrmittel |
| NO324262B1 (no) * | 2005-11-29 | 2007-09-17 | Pharmalogica As | Bruksklar sammensetning omfattende fiskeolje og juice og fremstilling av denne, samt en forseglet beholder. |
| US20080199589A1 (en) * | 2007-02-20 | 2008-08-21 | Cargill, Incorporated | Lipid Microemulsions |
| ES2602812T3 (es) * | 2008-12-01 | 2017-02-22 | Aquanova Ag | Protección contra la oxidación integrada micelarmente para colorantes naturales |
| WO2011047259A1 (en) | 2009-10-16 | 2011-04-21 | Glaxosmithkline Llc | Compositions |
| US20130149419A1 (en) * | 2011-12-12 | 2013-06-13 | D. D. Williamson Co., Inc. | Oil miscible water soluble color stable composition and process |
| JP6078043B2 (ja) * | 2014-11-26 | 2017-02-08 | 長谷川香料株式会社 | リコペン結晶の水分散性組成物 |
| JP6100227B2 (ja) * | 2014-11-26 | 2017-03-22 | 長谷川香料株式会社 | β−カロテン結晶の水分散性組成物 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2187291A1 (en) * | 1972-06-07 | 1974-01-18 | Quatrar Sarl | Water-sol carotenoid compsns - for poultry food additives or colouring human foodstuffs |
| US3886294A (en) * | 1973-03-12 | 1975-05-27 | Hoffmann La Roche | Carotenoid coloring compositions and preparation thereof |
| US3998753A (en) * | 1974-08-13 | 1976-12-21 | Hoffmann-La Roche Inc. | Water dispersible carotenoid preparations and processes thereof |
| US4835002A (en) * | 1987-07-10 | 1989-05-30 | Wolf Peter A | Microemulsions of oil in water and alcohol |
| IL90794A (en) * | 1989-06-29 | 1995-03-15 | Shapira Niva | Nutritional sun-exposure supporting composition |
| US5023095A (en) * | 1990-06-08 | 1991-06-11 | Basf Corporation | Color stabilization system for beta-carotene in dry food mixes |
| EP0571677A1 (en) * | 1992-05-29 | 1993-12-01 | Unilever Plc | Aqueous parfume oil microemulsions |
| GB9219524D0 (en) * | 1992-09-15 | 1992-10-28 | Smithkline Beecham Plc | Novel composition |
-
1994
- 1994-03-15 GB GB9405041A patent/GB9405041D0/en active Pending
-
1995
- 1995-03-09 KR KR1019960705069A patent/KR100446809B1/ko not_active IP Right Cessation
- 1995-03-09 AT AT95912240T patent/ATE241285T1/de not_active IP Right Cessation
- 1995-03-09 CN CN95193013A patent/CN1078448C/zh not_active Expired - Fee Related
- 1995-03-09 EP EP95912240A patent/EP0741523B1/en not_active Expired - Lifetime
- 1995-03-09 ES ES95912240T patent/ES2197917T3/es not_active Expired - Lifetime
- 1995-03-09 NZ NZ282412A patent/NZ282412A/en not_active IP Right Cessation
- 1995-03-09 CA CA002185584A patent/CA2185584A1/en not_active Abandoned
- 1995-03-09 AU AU19503/95A patent/AU696911B2/en not_active Ceased
- 1995-03-09 JP JP52382595A patent/JP3641272B2/ja not_active Expired - Fee Related
- 1995-03-09 WO PCT/EP1995/000899 patent/WO1995024832A1/en active IP Right Grant
- 1995-03-09 US US08/716,254 patent/US5885629A/en not_active Expired - Fee Related
- 1995-03-09 DK DK95912240T patent/DK0741523T3/da active
- 1995-03-09 DE DE69530912T patent/DE69530912T2/de not_active Expired - Fee Related
- 1995-03-09 PT PT95912240T patent/PT741523E/pt unknown
- 1995-03-09 MX MX9604092A patent/MX9604092A/es not_active IP Right Cessation
- 1995-03-13 ZA ZA952050A patent/ZA952050B/xx unknown
- 1995-03-13 MY MYPI95000618A patent/MY121932A/en unknown
-
1998
- 1998-12-16 HK HK98113617A patent/HK1012215A1/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| EP0741523B1 (en) | 2003-05-28 |
| MX9604092A (es) | 1997-09-30 |
| EP0741523A1 (en) | 1996-11-13 |
| HK1012215A1 (en) | 1999-07-30 |
| DK0741523T3 (da) | 2003-07-28 |
| KR100446809B1 (ko) | 2004-12-14 |
| ZA952050B (en) | 1996-01-26 |
| PT741523E (pt) | 2003-10-31 |
| NZ282412A (en) | 1998-06-26 |
| JPH09510106A (ja) | 1997-10-14 |
| CN1078448C (zh) | 2002-01-30 |
| GB9405041D0 (en) | 1994-04-27 |
| WO1995024832A1 (en) | 1995-09-21 |
| KR970701503A (ko) | 1997-04-12 |
| MY121932A (en) | 2006-03-31 |
| AU696911B2 (en) | 1998-09-24 |
| AU1950395A (en) | 1995-10-03 |
| DE69530912T2 (de) | 2004-03-11 |
| CA2185584A1 (en) | 1995-09-21 |
| US5885629A (en) | 1999-03-23 |
| ES2197917T3 (es) | 2004-01-16 |
| DE69530912D1 (de) | 2003-07-03 |
| JP3641272B2 (ja) | 2005-04-20 |
| ATE241285T1 (de) | 2003-06-15 |
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