JPH0249719A - Oil soluble-vitamin powder having readily water-dispersible and soluble performance - Google Patents
Oil soluble-vitamin powder having readily water-dispersible and soluble performanceInfo
- Publication number
- JPH0249719A JPH0249719A JP20111888A JP20111888A JPH0249719A JP H0249719 A JPH0249719 A JP H0249719A JP 20111888 A JP20111888 A JP 20111888A JP 20111888 A JP20111888 A JP 20111888A JP H0249719 A JPH0249719 A JP H0249719A
- Authority
- JP
- Japan
- Prior art keywords
- oil
- soluble
- vitamin
- soluble vitamin
- fatty acid
- 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
Links
- 239000011782 vitamin Substances 0.000 title claims abstract description 44
- 229940088594 vitamin Drugs 0.000 title claims abstract description 44
- 239000000843 powder Substances 0.000 title claims abstract description 24
- 229930003231 vitamin Natural products 0.000 claims abstract description 43
- 235000013343 vitamin Nutrition 0.000 claims abstract description 43
- 150000003722 vitamin derivatives Chemical class 0.000 claims abstract description 25
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 22
- 239000000194 fatty acid Substances 0.000 claims abstract description 22
- 229930195729 fatty acid Natural products 0.000 claims abstract description 22
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims abstract description 20
- -1 fatty acid ester Chemical class 0.000 claims abstract description 20
- 239000003995 emulsifying agent Substances 0.000 claims abstract description 19
- 229920001214 Polysorbate 60 Polymers 0.000 claims abstract description 13
- 239000002202 Polyethylene glycol Substances 0.000 claims abstract description 11
- 229920001223 polyethylene glycol Polymers 0.000 claims abstract description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 17
- 239000011248 coating agent Substances 0.000 abstract description 5
- 241000251468 Actinopterygii Species 0.000 abstract description 4
- 238000000576 coating method Methods 0.000 abstract description 3
- FPIPGXGPPPQFEQ-UHFFFAOYSA-N 13-cis retinol Natural products OCC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-UHFFFAOYSA-N 0.000 abstract description 2
- FPIPGXGPPPQFEQ-BOOMUCAASA-N Vitamin A Natural products OC/C=C(/C)\C=C\C=C(\C)/C=C/C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-BOOMUCAASA-N 0.000 abstract description 2
- 229930003316 Vitamin D Natural products 0.000 abstract description 2
- QYSXJUFSXHHAJI-XFEUOLMDSA-N Vitamin D3 Natural products C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)CCCC(C)C)=C/C=C1\C[C@@H](O)CCC1=C QYSXJUFSXHHAJI-XFEUOLMDSA-N 0.000 abstract description 2
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 abstract description 2
- 238000000227 grinding Methods 0.000 abstract description 2
- 238000002156 mixing Methods 0.000 abstract description 2
- 230000003381 solubilizing effect Effects 0.000 abstract description 2
- 235000019155 vitamin A Nutrition 0.000 abstract description 2
- 239000011719 vitamin A Substances 0.000 abstract description 2
- 235000019166 vitamin D Nutrition 0.000 abstract description 2
- 239000011710 vitamin D Substances 0.000 abstract description 2
- 150000003710 vitamin D derivatives Chemical class 0.000 abstract description 2
- 229940045997 vitamin a Drugs 0.000 abstract description 2
- 229940046008 vitamin d Drugs 0.000 abstract description 2
- 238000009395 breeding Methods 0.000 abstract 1
- 230000001488 breeding effect Effects 0.000 abstract 1
- 239000006185 dispersion Substances 0.000 description 13
- 230000007928 solubilization Effects 0.000 description 11
- 238000005063 solubilization Methods 0.000 description 11
- 239000000203 mixture Substances 0.000 description 6
- 239000002245 particle Substances 0.000 description 5
- GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 4
- 238000002844 melting Methods 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- 239000007921 spray Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 238000005469 granulation Methods 0.000 description 3
- 230000003179 granulation Effects 0.000 description 3
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 229930003427 Vitamin E Natural products 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 230000032050 esterification Effects 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- 239000003925 fat Substances 0.000 description 2
- 235000019197 fats Nutrition 0.000 description 2
- OVBPIULPVIDEAO-LBPRGKRZSA-N folic acid Chemical compound C=1N=C2NC(N)=NC(=O)C2=NC=1CNC1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 OVBPIULPVIDEAO-LBPRGKRZSA-N 0.000 description 2
- WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
- VKOBVWXKNCXXDE-UHFFFAOYSA-N icosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCC(O)=O VKOBVWXKNCXXDE-UHFFFAOYSA-N 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 2
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 238000002834 transmittance Methods 0.000 description 2
- 235000019165 vitamin E Nutrition 0.000 description 2
- 229940046009 vitamin E Drugs 0.000 description 2
- 239000011709 vitamin E Substances 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- SPSPIUSUWPLVKD-UHFFFAOYSA-N 2,3-dibutyl-6-methylphenol Chemical compound CCCCC1=CC=C(C)C(O)=C1CCCC SPSPIUSUWPLVKD-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 235000021357 Behenic acid Nutrition 0.000 description 1
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 1
- ZAKOWWREFLAJOT-CEFNRUSXSA-N D-alpha-tocopherylacetate Chemical compound CC(=O)OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C ZAKOWWREFLAJOT-CEFNRUSXSA-N 0.000 description 1
- ZZZCUOFIHGPKAK-UHFFFAOYSA-N D-erythro-ascorbic acid Natural products OCC1OC(=O)C(O)=C1O ZZZCUOFIHGPKAK-UHFFFAOYSA-N 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 1
- UEZVMMHDMIWARA-UHFFFAOYSA-N Metaphosphoric acid Chemical compound OP(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-N 0.000 description 1
- OVBPIULPVIDEAO-UHFFFAOYSA-N N-Pteroyl-L-glutaminsaeure Natural products C=1N=C2NC(N)=NC(=O)C2=NC=1CNC1=CC=C(C(=O)NC(CCC(O)=O)C(O)=O)C=C1 OVBPIULPVIDEAO-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- YUGCAAVRZWBXEQ-UHFFFAOYSA-N Precholecalciferol Natural products C=1CCC2(C)C(C(C)CCCC(C)C)CCC2C=1C=CC1=C(C)CCC(O)C1 YUGCAAVRZWBXEQ-UHFFFAOYSA-N 0.000 description 1
- YDBYJHTYSHBBAU-YFKPBYRVSA-N S-methyl-L-methioninate Chemical compound C[S+](C)CC[C@H](N)C([O-])=O YDBYJHTYSHBBAU-YFKPBYRVSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- 229930003268 Vitamin C Natural products 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003674 animal food additive Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 229940116226 behenic acid Drugs 0.000 description 1
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 1
- 229960001231 choline Drugs 0.000 description 1
- OEYIOHPDSNJKLS-UHFFFAOYSA-N choline Chemical compound C[N+](C)(C)CCO OEYIOHPDSNJKLS-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- ZAKOWWREFLAJOT-UHFFFAOYSA-N d-alpha-Tocopheryl acetate Natural products CC(=O)OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C ZAKOWWREFLAJOT-UHFFFAOYSA-N 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 229960000304 folic acid Drugs 0.000 description 1
- 235000019152 folic acid Nutrition 0.000 description 1
- 239000011724 folic acid Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000002778 food additive Substances 0.000 description 1
- 239000013022 formulation composition Substances 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 235000020778 linoleic acid Nutrition 0.000 description 1
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 229960002446 octanoic acid Drugs 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 235000021313 oleic acid Nutrition 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229940042585 tocopherol acetate Drugs 0.000 description 1
- 235000019156 vitamin B Nutrition 0.000 description 1
- 239000011720 vitamin B Substances 0.000 description 1
- 235000019154 vitamin C Nutrition 0.000 description 1
- 239000011718 vitamin C Substances 0.000 description 1
Landscapes
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Description
本発明は、水に分散させた時に、瞬時に分散する様な被
覆粉末化された易水分故可溶性を有する油溶性ビタミン
粉末に関するものである。The present invention relates to an oil-soluble vitamin powder that is coated and powdered and has easy water solubility so that it instantly disperses when dispersed in water.
油溶性ビタミン、例えばビタミンＥなどは、養魚用飼料
などに配合されているが、貯蔵する温度、湿度並びに飼
料中の他の成分により、そのビタミン価が低下してしま
う事が周知されており、これらの問題を解決するために
、ビタミンを４０〜８０°Ｃの融点をもつ油脂などで、
被覆粉末化する様になっ−Ｃきた。しかしながら、油脂
を被覆剤として用いると、水に対して不溶性となり、生
体内における有効利用率の低下という問題が起こる。そ
こで水溶性である被覆剤、ゼラチン、ヒドロヤシプロピ
ルセルロース等に乳化剤を混合し、水分散性を改良した
油溶性ビタミン粉末が開発されてきた。ここで用いられ
ている乳化剤は、ビタミンという物質の用途より医薬、
食品、飼料添加物のうち必ず一つは適合せねばならない
ため、プロピレングリコール脂肪酸エステル、グリセリ
ン脂肪酸エステル、ショ糖脂肪酸エステル、ソルビタン
脂肪酸エステル、硬化ヒマシ油エチレンオキサイド付加
物、ポリオキシエチレンソルビタン脂肪酸エステルなど
が使用されており、ある一定の効果は認められてきた。
しかし、これらの乳化剤を用いて粉末化した油溶性ビタ
ミンは、養魚飼料用に使用した場合、給餌時にビタミン
の一部が水面に浮いてしまうなどの問題が発生しており
、さらに十分に水分散・可溶化する必要がでてきた。
このため、さらに良好な分散可溶化能を有する油溶性ビ
タミン粉末の開発が望まれている。Oil-soluble vitamins, such as vitamin E, are included in fish feed, etc., but it is well known that the vitamin value decreases depending on the storage temperature, humidity, and other ingredients in the feed. In order to solve these problems, vitamins can be mixed with fats and oils that have a melting point of 40 to 80°C.
The coating began to turn into a powder -C. However, when fats and oils are used as a coating agent, they become insoluble in water, resulting in a problem of decreased effective utilization in the body. Therefore, oil-soluble vitamin powders with improved water dispersibility have been developed by mixing water-soluble coating agents, gelatin, hydrococopropyl cellulose, etc. with emulsifiers. The emulsifier used here is used for medicines, vitamins, etc.
One of the food and feed additives must be compatible, so propylene glycol fatty acid ester, glycerin fatty acid ester, sucrose fatty acid ester, sorbitan fatty acid ester, hydrogenated castor oil ethylene oxide adduct, polyoxyethylene sorbitan fatty acid ester, etc. have been used, and some effectiveness has been recognized. However, when oil-soluble vitamins made into powder using these emulsifiers are used for fish feed, there are problems such as some of the vitamins floating on the water surface during feeding, and it is difficult to fully disperse them in water.・It became necessary to solubilize it. Therefore, it is desired to develop an oil-soluble vitamin powder that has even better dispersion and solubilization ability.
【発明が解決しようとする課８】
以上の現状に鑑み、本発明が解決しようとする課題は、
ビタミン価の低価を防ぐ粉末形状を有し、かつ水分散・
可溶性の良好な油溶性ビタミン粉末を開発することであ
る。[Problem to be solved by the invention 8] In view of the above-mentioned current situation, the problem to be solved by the present invention is as follows.
It has a powder form that prevents vitamin value from becoming low, and is water-dispersible.
The objective is to develop an oil-soluble vitamin powder with good solubility.
本発明者は、上記課題を解決すべく鋭意検討を重ねた結
果、従来から使用されているポリオキシソルビタン脂肪
酸エステルにおいて、エチレンオキサイドを１０以上３
０モル未満付加されたものと３０以上５０モル以下付加
されたものが共存する時に、油溶性ビタミンを良好に分
散・可溶化する事を見出し、これを油溶性ビタミン、水
溶解性の良好である高分子ポリエチレングリコール溶解
物とともに、被覆粉末化することにより、非常に良好な
水分散可溶性をもっ油溶性ビタミン粉末を開発するに至
った。
本発明におけるポリオキシエチレンソルビタン脂肪酸エ
ステルを構成するエチレンオキサイドの付加モル数は、
既知の製造法により任意変化する事ができるが、エチレ
ンオキサイド付加モル数ｌθ以上３０モル未満と３０以
上５０モル以下付加物のものが両者共存する時、優れた
油溶性ビタミン分散可溶性能を有する。この場合、エチ
レンオキサイド１０以上３０モル未満付加物や３０以上
５０モル以下付加物単品においても良好な油溶性ビタミ
ン分散・可溶化能を有するが、両者が共存することによ
り、さらに優れた分散可溶性能を発揮する事を見出し、
本発明の大きな特徴となっている。しかしエチレンオキ
サイド１０モル未満付加数物と５０モルを越える付加数
物が共存しても、油溶性ビタミンの分散可溶化能はそれ
ほど良好でない、また本発明において、製造上の経済性
を考慮してエチレンオキサイド１０以上３０モル未満付
加物と３０以上５０モル以下付加物が共存する事を特徴
としているが、−回の合成により、エチレンオキサイド
ｌＯ以ｈ５０モル以下付加数をもつ様な広い分子量分布
をもつポリオキシエチレンソルビタン脂肪酸エステルを
用いても、同様な効果をもつ事も本発明者らの実験によ
り明らかとなった。従ってこれらの広い分子量分布を有
するものも１本発明に使用でき得る。また脂肪酸として
は１例えばカプロン酸、カプリル酸、ラウリン酸、バル
ミチン酸、ステアリン酸、アラキン酸、ベヘン酸、オレ
イン酸、リノール酸などの飽和又は不飽和中級乃至高級
脂肪酸が例示される。
エステル化はアルコールの水酸基の一部について行なわ
れていれば充分であるが水溶性であることが望ましい。
本発明において使用できる油溶性ビタミンとしては、ビ
タミンＡ類、ビタミンＤ類、プロビタミンＤ類、ビタミ
ンＥ、ビタミンＦ、ビタミンに類、ビタミンＵなどの単
品もしくはそれらを脂肪酸エステル化して安定化したも
のなどが例示できる。もちろんこれらの一種もしくは２
種以上の混合物でもよく、これらに水溶性ビタミン、例
えばビタミンＣ、ビタミンＢ類、コリン、葉酸などを１
種又は２種以上混合してもさしつかえない。
本発明において使用するポリエチレングライコール溶解
物とは、ポリエチレングリコールをその融点以上に加熱
して溶融したものであって、ポリエチレングリコールの
分子量を特に限定するものではない。
上記、乳化剤、油溶性ビタミン参ポリエチレングライコ
ールの配合割合は、油溶性ビタミンの量に対して乳化剤
の菫を多くしていけば可溶化に近づき、少なくしていけ
ば分散化に近づいてくるが、油溶性ビタミンを安定に分
散させるには、油溶性ビタミン９０重値部に対して乳化
剤１０重量部以上が好ましい、また、乳化剤、油溶性ビ
タミン合計５０重量部に対してポリエチレングライコー
ルは５０重量部以上が好ましく、それ以下になると粉末
化した際に、粉末粒子間で付着しゃすくなり、いわゆる
ケーキングしてしまう、又、これら３種の物質の他、ジ
ブチルヒドロキシトルエン、メタリン酸などの抗酸化剤
を混合してもかまわない。
上述してきた。油溶性ビタミン混合物の粉末化は、例え
ば８０℃で溶融物とし、ディスク型スプレークーラーを
用いて、３５℃以下の室内に噴霧すると、粒子径的５０
〜５００ＩＬｍの球状の粉末が得られる。この他ノズル
型スプレークーラーを用いても同様である。また、−・
度溶融した後、適当な温度で固化せしめて、粉砕するこ
とによって粉末化してもよい、粉末粒子の粒子径は小さ
ければ小さい程、水に対して分散可溶化能は向上する傾
向にあるため、５００７ｚｍ以下の粒子径が好ましい。As a result of intensive studies to solve the above problems, the present inventors have determined that ethylene oxide is contained in polyoxysorbitan fatty acid esters of 10 to 3 in conventionally used polyoxysorbitan fatty acid esters.
It was discovered that oil-soluble vitamins can be well dispersed and solubilized when those added with less than 0 mole and those added with 30 to 50 moles coexist, and this is called an oil-soluble vitamin with good water solubility. By coating and powdering the vitamin with a dissolved polymeric polyethylene glycol, we have developed an oil-soluble vitamin powder with very good water dispersibility. The number of added moles of ethylene oxide constituting the polyoxyethylene sorbitan fatty acid ester in the present invention is:
Although it can be arbitrarily changed according to known production methods, when the number of moles of ethylene oxide added is lθ or more and less than 30 moles and the adduct of 30 or more and less than 50 moles coexist, it has excellent oil-soluble vitamin dispersion and solubility. In this case, although adducts of 10 to 30 moles of ethylene oxide and adducts of 30 to 50 moles alone have good ability to disperse and solubilize oil-soluble vitamins, the coexistence of both provides even better dispersion and solubilization performance. Discovering things that demonstrate
This is a major feature of the present invention. However, even if adducts of less than 10 moles of ethylene oxide and adducts of more than 50 moles of ethylene oxide coexist, the ability to disperse and solubilize oil-soluble vitamins is not so good. It is characterized by the coexistence of adducts of 10 to 30 moles of ethylene oxide and adducts of 30 to 50 moles, but by -synthesis, a wide molecular weight distribution with an addition number of 10 to 50 moles of ethylene oxide can be obtained. Experiments conducted by the present inventors have revealed that similar effects can be obtained by using polyoxyethylene sorbitan fatty acid ester. Therefore, one of these compounds having a wide molecular weight distribution can also be used in the present invention. Examples of fatty acids include saturated or unsaturated intermediate to higher fatty acids such as caproic acid, caprylic acid, lauric acid, balmitic acid, stearic acid, arachidic acid, behenic acid, oleic acid, and linoleic acid. It is sufficient if esterification is carried out on some of the hydroxyl groups of the alcohol, but it is desirable that the alcohol be water-soluble. Oil-soluble vitamins that can be used in the present invention include vitamin A, vitamin D, provitamin D, vitamin E, vitamin F, vitamins, vitamin U, etc., or those stabilized by fatty acid esterification. For example, Of course one or two of these
A mixture of more than one species may be used, and water-soluble vitamins such as vitamin C, B vitamins, choline, folic acid, etc. are added to these.
Seeds or a mixture of two or more types may be used. The polyethylene glycol melt used in the present invention is obtained by heating and melting polyethylene glycol above its melting point, and the molecular weight of the polyethylene glycol is not particularly limited. As for the blending ratio of the emulsifier and oil-soluble vitamins and polyethylene glycol mentioned above, if the amount of violet in the emulsifier increases relative to the amount of oil-soluble vitamins, it will approach solubilization, and if it decreases, it will approach dispersion. In order to stably disperse oil-soluble vitamins, it is preferable to use 10 parts by weight or more of an emulsifier per 90 parts by weight of oil-soluble vitamins, and 50 parts by weight of polyethylene glycol per 50 parts by weight of emulsifier and oil-soluble vitamins in total. If the amount is less than that, it becomes difficult to adhere between the powder particles when powdered, resulting in so-called caking.In addition to these three substances, antioxidants such as dibutylhydroxytoluene and metaphosphoric acid It is okay to mix agents. I have mentioned above. To powderize an oil-soluble vitamin mixture, for example, melt it at 80°C and spray it into a room at 35°C or below using a disc-type spray cooler.
A spherical powder of ~500 ILm is obtained. The same is true even if a nozzle type spray cooler is used. Also, -・
After melting, it may be solidified at an appropriate temperature and then pulverized to form a powder.The smaller the particle size of the powder particles, the better their dispersion and solubilization ability in water tends to be. A particle size of 5007 zm or less is preferred.
本発明によれば乳化剤としてポリオキシエチレンソルビ
タン脂肪酸エステルがエチレンオキサイド１０以上３０
モル未満付加物と３０以上５０モル以下付加したものの
両者を必須成分とし、油溶性ビタミンとともに、ポリエ
チレングライコール溶解物に混合して、被覆粉末化する
と、著しく良好な水分散・可溶化能を有する油溶性ビタ
ミン粉末を得ることができる。その理由はポリオキシエ
チレンソルビタン脂肪酸エステルの１０以上３０モル未
満付加物がまず、油溶性ビタミンをとりかこむように乳
化し、それを３０以上５０モル以下付加物が補うように
乳化せしめていると考えられる０本発明により、得られ
る油溶性ビタミン粉末は、水に対して分散・可溶化能が
著しく良好であるため、養魚用配合飼料分野、香粧品分
野などに添加した際、ビタミンの水とへの浮き、不透明
さ等がなく、利用価値は大である。According to the present invention, polyoxyethylene sorbitan fatty acid ester is used as an emulsifier for ethylene oxide of 10 or more and 30 or more.
Both the sub-mole adduct and the 30 to 50 molar addition are essential ingredients, and when mixed with an oil-soluble vitamin in a polyethylene glycol solution and coated and powdered, it has extremely good water dispersion and solubilization ability. Oil-soluble vitamin powder can be obtained. The reason for this is thought to be that the 10 to 30 mole adduct of polyoxyethylene sorbitan fatty acid ester first emulsifies to surround the oil-soluble vitamins, and then the 30 to 50 mole adduct supplements this emulsification. 0 The oil-soluble vitamin powder obtained according to the present invention has extremely good dispersion and solubilization ability in water, so when added to the fish feed field, cosmetics field, etc. There is no floating or opacity, and it has great utility value.
以下実施例及び比較例により発明をさらに詳しく説明す
るが１例示は当然説明用のもので発明の技術的範囲とは
、直接関係のないものである。
表−１に乳化剤としてのポリオキシエチレンソルビタン
脂肪酸エステルにおいてエチレンオキサイド付加モル数
を種々変化させたものを調整し、種々の割合で混合した
乳化剤を示し、実施例に供した。
表−１
（以Ｆ余白）
１〜６ び ７〜１１
上記の乳化剤を用い、下記の処方め組成物を９０℃にて
溶融混合し、粉末造粒した。
乳化剤
１０ ｌ／
ビタミンＥアセテート ２０ 〃次にこの粉
末造粒品を用いて、油溶性ビタミン粉末の水分散・可溶
化能の評価を、以下の手順で行い、その結果を表−２に
示す。
１）上記油溶性ビタミン粉末を１０ｇ、蒸留水１００ｍ
Ａ入ったビーカーへ添加した。
２）回転子を入れスターラーで１１００Ｏｒｐの回転速
度で１５ｍ１ｎ間攪拌した。
３）光度計を用い、７２０ｎｍでの波長における透過率
（％）を水を対照にして測定し。
分散可溶化能が高いもの程透過率が高いものとした。
４）上記の操作は全て室温２５℃下で行なった。
造粒方法は、ノズル型スプレー冷却造粒を行ない、粉末
の粒径は１００＃Ｌｍ〜３００ｇｍに調整した。
表−２
表−２の結果より、乳化剤としてポリオキシエチレンソ
ルビタン脂肪酸エステルのエチレンオキサイド付加モル
数ｌθ以上３０モル未満のものと、３０以上５０モル以
下のものを両者混合したもののみが優れた分散可溶化能
を発揮しており。
比較例７〜１１に示す様に、どちらか単品又は混合物で
あってもエチレンオキサイド付加モル数が１０以上３０
モル未満又は３０以上５０モル以下の範囲に入っていな
いものを混合しても、優れた性能を発揮しない、さらに
、２者混合物のうち、どちらか一方が、エチレンオキサ
イド付加モル数の範囲外である時も、優れた性能を示さ
ない。
この結果より乳化剤としてポリオキシエチレンソルビタ
ン脂肪酸エステルのエチレンオキサイド付加モル数１０
以上３０モル未満のものと、３０以上５０モル以下のも
のを両者混合したもののみが、優れた分散可溶化能を発
揮していることがわかる。The invention will be described in more detail below with reference to Examples and Comparative Examples; however, the examples are for illustrative purposes only and are not directly related to the technical scope of the invention. Table 1 shows emulsifiers prepared by varying the number of moles of ethylene oxide added in polyoxyethylene sorbitan fatty acid ester as an emulsifier and mixed in various ratios, and used in Examples. Table 1 (hereinafter F margin) 1-6 and 7-11 Using the above emulsifier, the following formulation composition was melt-mixed at 90°C and powder granulated. Emulsifier 10 l/vitamin E acetate 20 Next, using this powder granulation product, the water dispersion/solubilization ability of oil-soluble vitamin powder was evaluated according to the following procedure, and the results are shown in Table 2. 1) 10g of the above oil-soluble vitamin powder, 100ml of distilled water
Added to the beaker containing A. 2) A rotor was inserted and the mixture was stirred with a stirrer at a rotational speed of 1100 Orp for 15 m1n. 3) Using a photometer, measure the transmittance (%) at a wavelength of 720 nm with respect to water. The higher the dispersion and solubilization ability, the higher the transmittance. 4) All of the above operations were performed at room temperature of 25°C. The granulation method was nozzle type spray cooling granulation, and the particle size of the powder was adjusted to 100 #Lm to 300 gm. Table 2 From the results in Table 2, only the emulsifiers containing polyoxyethylene sorbitan fatty acid ester with the number of moles of ethylene oxide added lθ or more and less than 30 moles, and those containing 30 or more and less than 50 moles were excellent in dispersion. It exhibits solubilizing ability. As shown in Comparative Examples 7 to 11, the number of moles of ethylene oxide added is 10 or more and 30 or more, either singly or as a mixture.
Excellent performance will not be exhibited even if less than 1 mole or less than 30 to 50 moles of ethylene oxide are mixed.Furthermore, if one of the two components is outside the range of moles of ethylene oxide added, Sometimes it does not show excellent performance. From this result, the number of moles of ethylene oxide added to polyoxyethylene sorbitan fatty acid ester as an emulsifier was 10.
It can be seen that only the mixture of the above 30 moles or less and the 30 or more and 50 moles or less exhibits excellent dispersion and solubilization ability.
本発明はこれまでに十分な水分散１１町溶化能をもたな
かった油溶性ビタミン粉末に、優れた水分散・可溶化能
を付かし得たことにより４飼料用分野をはじめとする関
連業者に大きく貢献しうる。The present invention has been able to add excellent water dispersion and solubilization ability to oil-soluble vitamin powder, which did not have sufficient water dispersion and solubilization ability to date. can greatly contribute to
Claims (1)
モル未満付加したポリオキシエチレンソルビタン脂肪酸
エステル及びエチレンオキサイドを３０以上５０モル以
下付加したポリオキシエチレンソルビタン脂肪酸エステ
ルを必須成分とし、油溶性ビタミン、ポリエチレングラ
イコール溶解物とともに、被覆粉末化することを特徴と
する易水分散・可溶性能を有する油溶性ビタミン粉末。1. Ethylene oxide as an emulsifier of 10 to 30
It is characterized by containing polyoxyethylene sorbitan fatty acid ester with less than a mole of added polyoxyethylene sorbitan fatty acid ester and polyoxyethylene sorbitan fatty acid ester with 30 to 50 moles of ethylene oxide added as essential components, and forming it into a coated powder together with oil-soluble vitamins and a dissolved polyethylene glycol. Oil-soluble vitamin powder with easy water dispersibility and solubility.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP20111888A JPH0249719A (en) | 1988-08-11 | 1988-08-11 | Oil soluble-vitamin powder having readily water-dispersible and soluble performance |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP20111888A JPH0249719A (en) | 1988-08-11 | 1988-08-11 | Oil soluble-vitamin powder having readily water-dispersible and soluble performance |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH0249719A true JPH0249719A (en) | 1990-02-20 |
Family
ID=16435703
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP20111888A Pending JPH0249719A (en) | 1988-08-11 | 1988-08-11 | Oil soluble-vitamin powder having readily water-dispersible and soluble performance |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0249719A (en) |
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|---|---|---|---|---|
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