JPH013118A - L-ascorbic acid preparation - Google Patents
L-ascorbic acid preparationInfo
- Publication number
- JPH013118A JPH013118A JP62-156678A JP15667887A JPH013118A JP H013118 A JPH013118 A JP H013118A JP 15667887 A JP15667887 A JP 15667887A JP H013118 A JPH013118 A JP H013118A
- Authority
- JP
- Japan
- Prior art keywords
- oil
- ascorbic acid
- parts
- glycerin fatty
- hydrogenated
- 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.)
- Granted
Links
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 title claims description 85
- 229960005070 ascorbic acid Drugs 0.000 title claims description 42
- 239000002211 L-ascorbic acid Substances 0.000 title claims description 36
- 235000000069 L-ascorbic acid Nutrition 0.000 title claims description 36
- 238000002360 preparation method Methods 0.000 title claims description 19
- -1 glycerin fatty acid ester Chemical class 0.000 claims description 34
- 239000003921 oil Substances 0.000 claims description 30
- 235000019198 oils Nutrition 0.000 claims description 30
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 28
- 229930195729 fatty acid Natural products 0.000 claims description 28
- 239000000194 fatty acid Substances 0.000 claims description 28
- 238000000576 coating method Methods 0.000 claims description 26
- 239000011248 coating agent Substances 0.000 claims description 25
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 24
- 235000011187 glycerol Nutrition 0.000 claims description 23
- 235000019197 fats Nutrition 0.000 claims description 18
- 239000002245 particle Substances 0.000 claims description 16
- 150000003839 salts Chemical class 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 7
- 235000021360 Myristic acid Nutrition 0.000 claims description 6
- TUNFSRHWOTWDNC-UHFFFAOYSA-N Myristic acid Natural products CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 claims description 6
- 235000021355 Stearic acid Nutrition 0.000 claims description 6
- 235000010323 ascorbic acid Nutrition 0.000 claims description 6
- 239000011668 ascorbic acid Substances 0.000 claims description 6
- 150000005690 diesters Chemical class 0.000 claims description 6
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 claims description 6
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims description 6
- 239000007921 spray Substances 0.000 claims description 6
- 239000008117 stearic acid Substances 0.000 claims description 6
- 238000002844 melting Methods 0.000 claims description 5
- 230000008018 melting Effects 0.000 claims description 5
- TWJNQYPJQDRXPH-UHFFFAOYSA-N 2-cyanobenzohydrazide Chemical compound NNC(=O)C1=CC=CC=C1C#N TWJNQYPJQDRXPH-UHFFFAOYSA-N 0.000 claims description 4
- 239000005639 Lauric acid Substances 0.000 claims description 4
- 235000015278 beef Nutrition 0.000 claims description 4
- 238000001816 cooling Methods 0.000 claims description 4
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 claims description 4
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 4
- 239000003760 tallow Substances 0.000 claims description 4
- 235000021314 Palmitic acid Nutrition 0.000 claims description 3
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 claims description 3
- 235000019482 Palm oil Nutrition 0.000 claims description 2
- 235000019484 Rapeseed oil Nutrition 0.000 claims description 2
- 239000004359 castor oil Substances 0.000 claims description 2
- 235000019438 castor oil Nutrition 0.000 claims description 2
- 239000003240 coconut oil Substances 0.000 claims description 2
- 235000019864 coconut oil Nutrition 0.000 claims description 2
- 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 claims description 2
- 239000008173 hydrogenated soybean oil Substances 0.000 claims description 2
- 239000002540 palm oil Substances 0.000 claims description 2
- 239000010698 whale oil Substances 0.000 claims description 2
- 241000287828 Gallus gallus Species 0.000 claims 1
- 239000003925 fat Substances 0.000 description 12
- 239000011162 core material Substances 0.000 description 9
- 239000000203 mixture Substances 0.000 description 9
- 239000000463 material Substances 0.000 description 8
- 230000000694 effects Effects 0.000 description 6
- 239000000126 substance Substances 0.000 description 5
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 4
- 241000251468 Actinopterygii Species 0.000 description 4
- 241001465754 Metazoa Species 0.000 description 4
- 238000004090 dissolution Methods 0.000 description 4
- 235000013305 food Nutrition 0.000 description 4
- 229910052500 inorganic mineral Inorganic materials 0.000 description 4
- 235000010445 lecithin Nutrition 0.000 description 4
- 239000000787 lecithin Substances 0.000 description 4
- 229940067606 lecithin Drugs 0.000 description 4
- 239000011707 mineral Substances 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 3
- 239000003995 emulsifying agent Substances 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 235000016709 nutrition Nutrition 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- LDVVTQMJQSCDMK-UHFFFAOYSA-N 1,3-dihydroxypropan-2-yl formate Chemical compound OCC(CO)OC=O LDVVTQMJQSCDMK-UHFFFAOYSA-N 0.000 description 2
- ZZZCUOFIHGPKAK-UHFFFAOYSA-N D-erythro-ascorbic acid Natural products OCC1OC(=O)C(O)=C1O ZZZCUOFIHGPKAK-UHFFFAOYSA-N 0.000 description 2
- 229930006000 Sucrose Natural products 0.000 description 2
- 229930003268 Vitamin C Natural products 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 159000000007 calcium salts Chemical class 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 230000007812 deficiency Effects 0.000 description 2
- UZUODNWWWUQRIR-UHFFFAOYSA-L disodium;3-aminonaphthalene-1,5-disulfonate Chemical compound [Na+].[Na+].C1=CC=C(S([O-])(=O)=O)C2=CC(N)=CC(S([O-])(=O)=O)=C21 UZUODNWWWUQRIR-UHFFFAOYSA-L 0.000 description 2
- 238000010828 elution Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 244000144972 livestock Species 0.000 description 2
- 239000005720 sucrose Substances 0.000 description 2
- 229940088594 vitamin Drugs 0.000 description 2
- 229930003231 vitamin Natural products 0.000 description 2
- 235000013343 vitamin Nutrition 0.000 description 2
- 239000011782 vitamin Substances 0.000 description 2
- 235000019154 vitamin C Nutrition 0.000 description 2
- 239000011718 vitamin C Substances 0.000 description 2
- 208000032843 Hemorrhage Diseases 0.000 description 1
- 150000000996 L-ascorbic acids Chemical class 0.000 description 1
- 241000209140 Triticum Species 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- 206010047623 Vitamin C deficiency Diseases 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 208000007502 anemia Diseases 0.000 description 1
- 239000010775 animal oil Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 238000009360 aquaculture Methods 0.000 description 1
- 244000144974 aquaculture Species 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- OGBUMNBNEWYMNJ-UHFFFAOYSA-N batilol Chemical class CCCCCCCCCCCCCCCCCCOCC(O)CO OGBUMNBNEWYMNJ-UHFFFAOYSA-N 0.000 description 1
- 230000000740 bleeding effect Effects 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 235000015872 dietary supplement Nutrition 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000008157 edible vegetable oil Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 125000005456 glyceride group Chemical group 0.000 description 1
- 210000000936 intestine Anatomy 0.000 description 1
- 210000004185 liver Anatomy 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 239000011859 microparticle Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 238000000199 molecular distillation Methods 0.000 description 1
- 210000004400 mucous membrane Anatomy 0.000 description 1
- 230000035764 nutrition Effects 0.000 description 1
- 235000014593 oils and fats Nutrition 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000012744 reinforcing agent Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 208000010233 scurvy Diseases 0.000 description 1
- 238000007873 sieving Methods 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
Abstract
(57)【要約】本公報は電子出願前の出願データであるた
め要約のデータは記録されません。(57) [Summary] This bulletin contains application data before electronic filing, so abstract data is not recorded.
Description
【発明の詳細な説明】
「産業上の利用分野」
本発明は、食品や飼料などの添加剤として使用する際の
使用条件下で安定なL−アスコルビン酸またはその塩類
の製剤およびその製造法に関し、とくに、水分等を含有
する媒体中で溶出し難いようなL−アスコルビン酸また
はその塩類の製剤に関する。Detailed Description of the Invention "Field of Industrial Application" The present invention relates to a formulation of L-ascorbic acid or its salts that is stable under the conditions of use when used as an additive for foods, feeds, etc., and a method for producing the same. In particular, the present invention relates to formulations of L-ascorbic acid or its salts that are difficult to dissolve in a medium containing moisture or the like.
「従来の技術」
L−アスコルビン酸及びその塩類は栄養学上極めて重要
であり、これが欠乏すると人においては貧血を起こし、
歯茎、皮膚、粘膜より出血し、いわゆる壊血病の原因に
なり、また人のみではなく、陸上動物、水産動物におい
てもその欠乏は重大なる疾病の原因となることは公知で
あり、その予防のために人には栄養補給剤として、家畜
や養殖においてはその配合飼料へ添加されている。"Prior art" L-ascorbic acid and its salts are extremely important nutritionally, and a deficiency thereof causes anemia in humans.
Bleeding from the gums, skin, and mucous membranes causes what is called scurvy, and its deficiency is known to cause serious diseases not only in humans but also in terrestrial and aquatic animals. For this reason, it is used as a nutritional supplement for humans, and is added to mixed feed for livestock and aquaculture.
L−アスコルビン酸は人や動物の栄養面のみでなく、食
品工業において有機酸の一つとして酸味料、酸化防止剤
、小麦粉の改質剤としても使用される。L-ascorbic acid is used not only in the nutritional aspects of humans and animals, but also as an organic acid in the food industry, as an acidulant, an antioxidant, and a modifier for wheat flour.
このように栄養上、または食品加工上有意義であるL−
アスコルビン酸及びその塩類の欠点は非常に酸化されや
すいことである。とくに水溶液であったり、金属質、各
種ミネラル類が共存すると分解し易い。In this way, L-
The disadvantage of ascorbic acid and its salts is that they are highly susceptible to oxidation. It is particularly easy to decompose in aqueous solutions or in the presence of metals and various minerals.
とくに近年、魚類などの養殖が盛んになるにつれて、人
工的な養魚用配合飼料の使用が増大し、普及してきた。Particularly in recent years, as the cultivation of fish and the like has become more popular, the use of artificial compound feed for fish cultivation has increased and become widespread.
一般に、魚類においては陸上動物のように腸内にビタミ
ン類を生合成する固有細菌群を保有していないため、養
殖時にその飼料中に各種ビタミン類を配合することが必
要である。Generally, unlike land animals, fish do not have indigenous bacterial groups that biosynthesize vitamins in their intestines, so it is necessary to mix various vitamins into their feed during cultivation.
しかしながら、この場合に添加されたL−アスコルビン
酸(いわゆるビタミンC)はとくに飼料中においては含
有肝臓粉末、水分、ミネラルの共存などの影響で極めて
不安定であり、容易に分解消失してしまい栄養学的目的
が達せられないことになる。However, the L-ascorbic acid (so-called vitamin C) added in this case is extremely unstable, especially in feed due to the coexistence of liver powder, water, and minerals, and is easily decomposed and lost, resulting in nutritional nutrition. The academic purpose will not be achieved.
この対策として従来から、L−アスコルビン酸またはそ
の塩類を油脂または油脂と乳化剤などの被覆剤により被
覆することにより、水分、ミネラル、空気などから遮断
して1.−アスコルビン酸およびその塩類の分解を防止
する試みがなされてきた。例えばこの被覆剤としては、
油脂とレシチンまたは油脂、レシチンとグリセリン脂肪
酸モノエステルの溶融物(特開昭53−127819)
、油脂と煎糖脂肪酸エステルとの溶融物(特開昭54−
109962)が挙げられる。Conventionally, as a countermeasure against this problem, L-ascorbic acid or its salts are coated with a coating agent such as oil or fat and oil and an emulsifier to shield it from moisture, minerals, air, etc. - Attempts have been made to prevent the decomposition of ascorbic acid and its salts. For example, as this coating material,
Melt of fat and oil and lecithin or fat and oil, lecithin and glycerin fatty acid monoester (Japanese Patent Application Laid-Open No. 127819-1982)
, Melt of oil and fat and roasted sugar fatty acid ester (Unexamined Japanese Patent Publication No. 1983-
109962).
「発明が解決しようとする問題点」
しかしながら、これらの特許出願において油脂とレシチ
ンとを被覆剤として併用した被覆物はレシチンを含有す
るため長時間保存すると変色することがしばしばであり
、一方油脂と蔗糖脂肪酸エステルとを併用した被覆剤は
蔗糖脂肪酸エステルが高価であるなどの欠点がある。ま
た、動植物油硬化油を単独に被覆剤として使用する場合
は被覆性能が充分でなく、水分があるとL−アスコルビ
ン酸は容易に溶出し、被覆性能が充分でない欠点がある
。``Problems to be Solved by the Invention'' However, in these patent applications, coatings that use both oil and lecithin as coating agents often change color when stored for a long time because they contain lecithin; Coating agents that use sucrose fatty acid esters in combination have drawbacks such as the high cost of sucrose fatty acid esters. Furthermore, when a hardened animal or vegetable oil is used alone as a coating agent, the coating performance is insufficient, and in the presence of moisture, L-ascorbic acid easily dissolves, resulting in insufficient coating performance.
「問題点を解決するための手段」
本発明者らはこれらのいわゆる乳化剤などを使用しなく
ても、十分な被覆性能を有する油脂で被覆されたL−ア
スコルビン酸および塩類の製剤を開発することを目的と
して鋭意研究した結果、前述の特開昭53−12781
9の比較例に記載されているグリセリン脂肪酸モノエス
テルの使用量より少ない量を油脂に添加しL−アスコル
ビン酸を被覆したところ、むしろ被覆性能(芯物質の溶
出率で判断する。)が向上するという驚くべき効果を見
出し本発明を完成した。"Means for Solving the Problems" The present inventors have developed a formulation of L-ascorbic acid and salts coated with oil and fat that has sufficient coating performance without using these so-called emulsifiers. As a result of intensive research aimed at
When L-ascorbic acid was coated by adding a smaller amount of glycerin fatty acid monoester to oil than the amount used in Comparative Example 9, the coating performance (judged by the elution rate of the core substance) was rather improved. They found this surprising effect and completed the present invention.
本発明は、L−アスコルビン酸またはその塩類を、融点
50〜80℃の油脂100部とグリセリン脂肪酸モノエ
ステルまたはジエステルより成る群から選択されたグリ
セリン脂肪酸エステルの1〜8重量部とからなる被覆剤
により被覆してなるL−アスコルビン酸製剤に存する。The present invention provides a coating material comprising L-ascorbic acid or its salts, 100 parts of fat and oil having a melting point of 50 to 80°C, and 1 to 8 parts by weight of a glycerin fatty acid ester selected from the group consisting of glycerin fatty acid monoesters or diesters. It consists in an L-ascorbic acid preparation coated with.
本発明において用いられるL−アスコルビン酸製剤の芯
物質としてはI、−アスコルビン酸は勿8mのこと、そ
の塩類も使用される。L−アスコルビン酸の塩類として
はそのナトリウム塩またはカルシウム塩などのアルカリ
金属またはアルカリ土類金属塩である。これらのし−ア
スコルビン酸およびその塩類は単独でも混合物でも使用
できる。As the core substance of the L-ascorbic acid preparation used in the present invention, not only I,-ascorbic acid but also its salts are used. Salts of L-ascorbic acid include alkali metal or alkaline earth metal salts such as its sodium salt or calcium salt. These ascorbic acids and their salts can be used alone or in mixtures.
この芯物質の粒径は、平均粒径として一般に80μm以
下、好ましくは30μm以下、さらに好ましくは3〜2
0μmである。粒径が大きいと被覆が不充分であり、小
さずぎても経済的ではない。The particle size of this core substance is generally 80 μm or less, preferably 30 μm or less, more preferably 3 to 2 μm as an average particle size.
It is 0 μm. If the particle size is large, the coating will be insufficient, and if the particle size is small, it is not economical.
本発明において用いられる融点50〜80℃の油脂とは
、牛脂硬化油、チギン油硬化油、菜種油硬化油、ひまし
油硬化油、鯨油硬化油、パーム油硬化油、大豆油硬化油
、ヤシ油などである。The fats and oils with a melting point of 50 to 80°C used in the present invention include hydrogenated beef tallow oil, hydrogenated chigin oil, hydrogenated rapeseed oil, hydrogenated castor oil, hydrogenated whale oil, hydrogenated palm oil, hydrogenated soybean oil, coconut oil, etc. be.
本発明におけるグリセリン脂肪酸エステルはモノエステ
ル、ジエステルまたはその混合物でも使用され、それら
の種々の化合物の群から1または2種以上が適宜選択さ
れる。その脂肪酸成分は、炭素数としては8〜22まで
が好ましく、飽和でも不飽和でもかまわないが、−船釣
には飽和脂肪酸のグリセライドが用いられる。このグリ
セリン脂肪酸エステルとしては、例えばラウリン酸モノ
エステル、ミリスチン酸モノエステル、バルミチン酸モ
ノエステル、ステアリン酸モノエステルなどのモノエス
テルまたはラウリン酸ジエステル、ミリスチン酸ジエス
テル、パルミチン酸ジエステル、ステアリン酸ジエステ
ルなどのジエステルが挙げられるが、一般の実用的な市
販品は食用油脂とグリセリンとのエステル交換法で製造
される。この方法ではモノエステル含有量48〜69χ
、残部は主としてジグリセライドのものが得られ、さら
にモノエステル含量を高めるには分子蒸留することによ
り907以上のものが得られる。これら市販品は上記脂
肪酸の2種類以上の混合モノグリセライドであり、本発
明において好適に使用される。本発明のグリセリン脂肪
酸エステルとしてはこれらのモノエステルまたはモノエ
ステルとジエステルの混合物のいずれのものでも使用す
ることができる。The glycerin fatty acid ester in the present invention may also be used as a monoester, a diester, or a mixture thereof, and one or more types thereof are appropriately selected from the group of these various compounds. The fatty acid component preferably has 8 to 22 carbon atoms, and may be saturated or unsaturated, but glycerides of saturated fatty acids are used for boat fishing. Examples of the glycerin fatty acid ester include monoesters such as lauric acid monoester, myristic acid monoester, valmitic acid monoester, and stearic acid monoester, or diesters such as lauric acid diester, myristic acid diester, palmitic acid diester, and stearic acid diester. However, general practical commercial products are produced by transesterification of edible oils and fats and glycerin. In this method, the monoester content is 48-69χ
The remainder is mainly diglyceride, and to further increase the monoester content, molecules of 907 or higher can be obtained by molecular distillation. These commercially available products are mixed monoglycerides of two or more types of the above-mentioned fatty acids, and are preferably used in the present invention. As the glycerin fatty acid ester of the present invention, any of these monoesters or a mixture of monoesters and diesters can be used.
グリセリン脂肪酸エステルの使用量は、油脂100重量
部に対して1〜10重量部、通常1〜8重量部、好まし
くは1.5〜7.5重量部さらに好ましくは1.5〜4
.5重量部である。グリセリン脂肪酸モノエステルの使
用量が少ないと被覆効果(例えば水に芯物質が溶出する
程度を調べる、いわゆる溶出率試験の結果)が悪く、多
すぎても逆に被覆効果(溶出率)が低下する。The amount of glycerin fatty acid ester used is 1 to 10 parts by weight, usually 1 to 8 parts by weight, preferably 1.5 to 7.5 parts by weight, and more preferably 1.5 to 4 parts by weight, based on 100 parts by weight of oil or fat.
.. It is 5 parts by weight. If the amount of glycerin fatty acid monoester used is too small, the coating effect (for example, the results of the so-called dissolution rate test, which examines the extent to which the core material dissolves in water) will be poor, and if it is too large, the coating effect (dissolution rate) will decrease. .
被覆剤は融点50〜80℃の油脂と上記のグリセリン脂
肪酸エステルとからなるが、これは通常混合し、加熱溶
融して使用する。この被覆剤の使用量は芯物質であるL
−アスコルビン酸またはその塩類に対して0.5〜20
重景倍、通常1〜10重景m1好ましくは2〜5重量倍
である。The coating material is composed of an oil or fat having a melting point of 50 to 80 DEG C. and the above-mentioned glycerin fatty acid ester, which are usually mixed and melted by heating before use. The amount of this coating material used is L
-0.5-20 for ascorbic acid or its salts
The magnification is usually 1 to 10 m1, preferably 2 to 5 times by weight.
本発明のL−アスコルビン酸製剤の製造法としては、噴
霧冷却法または芯物質を流動させた中に有機溶媒に溶解
した被覆剤溶液を噴霧し溶媒を蒸発させながら造粒する
方法など公知の被覆方法が挙げられるが、工業的には噴
霧冷却法が好ましい。例えば、被覆剤を約70〜80
’Cに加熱溶融し、これに芯物質を加え、均一に分散さ
せた後、回転円盤型造粒装置により40℃以下、好まし
くは35゛c以下に調整された室内に噴霧し、大部分が
粒径的200〜700μm、好ましくは200〜500
μmの微粒状に造粒する方法が採られる。被覆物の粒径
は、被覆性能を考慮すれば好ましい粒径範囲になるよう
に、例えば篩別することもできる。The L-ascorbic acid preparation of the present invention can be produced by known coating methods such as a spray cooling method or a method in which a coating solution dissolved in an organic solvent is sprayed into a fluidized core material and granulated while the solvent is evaporated. Although various methods can be mentioned, the spray cooling method is industrially preferred. For example, the coating material is about 70-80%
After melting the core material by heating and dispersing it uniformly, it is sprayed into a room adjusted to below 40°C, preferably below 35°C, using a rotating disc type granulator. Particle size 200-700 μm, preferably 200-500 μm
A method of granulating into micro-particles of μm size is adopted. The particle size of the coating can be determined by, for example, sieving so that it falls within a preferable particle size range in consideration of coating performance.
「作用」
本発明のL−アスコルビン酸製剤は、医薬、食品、家畜
用および養殖魚類の飼料の品質改良剤またはL−アスコ
ルビン酸(ビタミンC) 補強剤などとして使用するこ
とができるが、被添加物、例えば食品や飼料原料が乾燥
状態または水分を含んだ状態のものでも容易に混合する
ことにより充分その目的を達成することができる。"Action" The L-ascorbic acid preparation of the present invention can be used as a quality improver for medicines, foods, livestock and farmed fish feed, or as an L-ascorbic acid (vitamin C) reinforcing agent. Even if the materials, such as food or feed materials, are in a dry state or in a wet state, the purpose can be sufficiently achieved by easily mixing them.
しかもミネラルなどL−アスコルビン酸を分解するよう
な他の基材を添加することが可能である。Moreover, it is possible to add other base materials such as minerals that decompose L-ascorbic acid.
「発明の効果」
本発明のL−アスコルビン酸製剤は、従来よりも安価な
原料で高価な乳化剤を使用しないで、油脂本来の被覆効
果を有効に発揮しうる極めて工業的に重要な効果を奏す
ることができる。"Effects of the Invention" The L-ascorbic acid preparation of the present invention uses cheaper raw materials than conventional ones and does not use expensive emulsifiers, and has an extremely industrially important effect of effectively exerting the coating effect inherent to fats and oils. be able to.
次に、実施例により、本発明の詳細な説明する。ただし
、実施例において「部ゴおよびr%Jは断らない限り「
重量部」および「重量%」を表す。Next, the present invention will be explained in detail with reference to Examples. However, in the examples, "parts and r%J" are used unless otherwise specified.
"parts by weight" and "% by weight".
「実施例j
実施例 1〜4
牛脂硬化油とこの油脂100部に対して1部、2部、3
部および5部の割合のグリセリン脂肪酸モノエステル(
全モノグリセライド含量95%以上、ミリスチン酸20
〜30χ、ステアリン酸60〜70χの市販品)からな
る被覆剤を融解し、温度80℃に保持した中に、平均粒
径約20μ田のL−アスコルビン酸結晶粒子を芯物質含
有量が約30χになるように加え、均一に混合し回転円
盤型噴霧装置にて、25・〜35℃の室内に噴霧し、篩
分して200〜600μl11(平均粒径380 μm
)の被覆粒子を得た。"Example j Examples 1 to 4 Hydrogenated beef tallow and 1 part, 2 parts, 3 parts for 100 parts of this fat
part and 5 parts of glycerin fatty acid monoester (
Total monoglyceride content 95% or more, myristic acid 20%
~30χ, a commercially available product containing stearic acid 60~70χ) was melted and maintained at a temperature of 80°C, and L-ascorbic acid crystal particles with an average particle size of about 20 μm were mixed with a core material content of about 30χ. Mix uniformly, spray into a room at 25-35°C using a rotating disc type sprayer, sieve and add 200-600 μl11 (average particle size 380 μm).
) coated particles were obtained.
実施例 5
牛脂硬化油とこの油脂100部に対して2部の割合のグ
リセリン脂肪酸モノエステル(全モノグリセライド含量
61〜66%、残りの大部分はジグリセライド;脂肪酸
成分の構成は、ミリスチン酸20〜30χ、ステアリン
酸55〜65χからなる市販品)とからなる被覆剤を融
解し、温度80℃に保持した中に、平均粒径20μmの
L−アスコルビン酸結晶粒子を芯物質含有量が約30χ
になるように加え、均一に混合し回転円盤型噴霧装置に
て、25〜35℃の室内に噴霧し、篩分して平均粒径的
380μmの被覆物(し−アスク= 11 =
ルピン酸製剤)を得た。Example 5 Hydrogenated beef tallow oil and glycerin fatty acid monoester at a ratio of 2 parts to 100 parts of this oil (total monoglyceride content 61-66%, most of the rest being diglyceride; composition of fatty acid components: myristic acid 20-30x , a commercially available product consisting of 55-65χ of stearic acid) was melted and maintained at a temperature of 80°C, and L-ascorbic acid crystal particles with an average particle size of 20 μm were mixed with a core material content of about 30χ.
Mix uniformly and spray into a room at 25 to 35°C using a rotating disk type sprayer, and sieve to obtain a coating with an average particle size of 380 μm (shi-ask = 11 = lupic acid preparation) ) was obtained.
この被覆物の被覆性能を試験するために、実験例の方法
によって溶出率を測定した。In order to test the coating performance of this coating, the dissolution rate was measured by the method of the experimental example.
比較例 1〜2
実施例1においてグリセリン脂肪酸モノエステルを添加
しない場合、およびグリセリン脂肪酸モノエステルの量
を油脂100部に対して14部使用した以外は、実施例
1と同様に実施した。Comparative Examples 1-2 The same procedure as in Example 1 was carried out except that the glycerin fatty acid monoester was not added in Example 1 and the amount of the glycerin fatty acid monoester was 14 parts based on 100 parts of fat or oil.
実験例
実施例1〜5及び比較例の被覆物を造粒から室温で1日
経過した後、この被覆物の溶出率について次の試験を行
った。Experimental Examples After the coatings of Examples 1 to 5 and Comparative Example were granulated at room temperature for one day, the following test was conducted on the dissolution rate of the coatings.
110回/分の震盪数および振幅50mmの往復振動が
できる震盪器を使用し、ガラス製容器に被覆物とその約
80倍量の安定剤人の水を入れ、30℃で30分間震盪
し、濾過し、その濾液中のL−アスコルビン酸含量を定
量して芯物質の溶出率を測定し、次の第1表の結果を得
た。Using a shaker capable of reciprocating vibrations at a vibration frequency of 110 times/min and an amplitude of 50 mm, the coating and about 80 times the amount of stabilizer water were placed in a glass container, and shaken at 30°C for 30 minutes. After filtration, the content of L-ascorbic acid in the filtrate was determined to determine the elution rate of the core substance, and the results shown in Table 1 below were obtained.
−12=
実施例 6
実施例1〜6において、L−アスコルビン酸の代わりに
L〜アスコルビン酸のカルシウム塩を使用して同様の結
果を得た。-12=Example 6 Similar results were obtained in Examples 1 to 6 using a calcium salt of L~ascorbic acid instead of L-ascorbic acid.
特許出願人 川崎化成工業株式会社Patent applicant: Kawasaki Chemical Industries, Ltd.
Claims (12)
〜80℃の油脂100部とグリセリン脂肪酸モノエステ
ルまたはジエステルより成る群から選択されたグリセリ
ン脂肪酸エステルの1〜10重量部とからなる被覆剤に
より被覆してなるL−アスコルビン酸製剤。(1) L-ascorbic acid or its salts with a melting point of 50
An L-ascorbic acid preparation coated with a coating agent consisting of 100 parts of oil and fat at ~80°C and 1 to 10 parts by weight of a glycerin fatty acid ester selected from the group consisting of glycerin fatty acid monoesters or diesters.
部に対して1〜8重量部である特許請求の範囲第1項記
載のL−アスコルビン酸製剤。(2) The L-ascorbic acid preparation according to claim 1, wherein the amount of glycerin fatty acid ester is 1 to 8 parts by weight per 100 parts by weight of oil or fat.
部に対して1.5〜7.5重量部である特許請求の範囲
第1項記載のL−アスコルビン酸製剤。(3) The L-ascorbic acid preparation according to claim 1, wherein the amount of glycerin fatty acid ester is 1.5 to 7.5 parts by weight per 100 parts by weight of oil or fat.
部に対して1.5〜4.5重量部である特許請求の範囲
第1項記載のL−アスコルビン酸製剤。(4) The L-ascorbic acid preparation according to claim 1, wherein the amount of glycerin fatty acid ester is 1.5 to 4.5 parts by weight per 100 parts by weight of oil or fat.
L−アスコルビン酸製剤。(5) The L-ascorbic acid preparation according to claim 1, wherein the fat or oil is a hydrogenated oil.
油、ひまし油硬化油、鯨油硬化油、パーム油硬化油、大
豆油硬化油、ヤシ油である特許請求の範囲第1項記載の
L−アスコルビン酸製剤。(6) L according to claim 1, wherein the fat or oil is hydrogenated beef tallow oil, hydrogenated chicken oil oil, hydrogenated rapeseed oil oil, hydrogenated castor oil oil, hydrogenated whale oil oil, hydrogenated palm oil oil, hydrogenated soybean oil oil, or coconut oil. - Ascorbic acid preparations.
テル、ミリスチン酸モノエステル、パルミチン酸モノエ
ステル、ステアリン酸モノエステルなどのモノエステル
、ラウリン酸ジエステル、ミリスチン酸ジエステル、パ
ルミチン酸ジエステル、ステアリン酸ジエステルなどの
ジエステルである特許請求の範囲第1項記載のL−アス
コルビン酸製剤。(7) Glycerin fatty acid esters are monoesters such as lauric acid monoester, myristic acid monoester, palmitic acid monoester, and stearic acid monoester, and diesters such as lauric acid diester, myristic acid diester, palmitic acid diester, and stearic acid diester. An L-ascorbic acid preparation according to claim 1.
ノエステルである特許請求の範囲第1、2、3、4また
は7項記載のL−アスコルビン酸製剤。(8) The L-ascorbic acid preparation according to claim 1, 2, 3, 4, or 7, wherein the glycerin fatty acid ester is a glycerin fatty acid monoester.
第1項記載のL−アスコルビン酸製剤。(9) The L-ascorbic acid preparation according to claim 1, wherein the coating method is a spray cooling method.
許請求の範囲第1項記載のL−アスコルビン酸製剤。(10) The L-ascorbic acid preparation according to claim 1, wherein the coating method is a rotating disk spray cooling method.
が3〜20μmである特許請求の範囲第1項、第9項又
は第10項記載の方法。(11) The method according to claim 1, 9, or 10, wherein the average particle size of L-ascorbic acid or its salt is 3 to 20 μm.
0μmである特許請求の範囲第1項、第9項又は第10
項記載のL−アスコルビン酸製剤。(12) Particle size of L-ascorbic acid preparation is 200-50
Claim 1, 9 or 10 which is 0 μm
The L-ascorbic acid preparation described in .
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP15667887A JPH0791186B2 (en) | 1987-06-25 | 1987-06-25 | L-ascorbic acid preparation |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP15667887A JPH0791186B2 (en) | 1987-06-25 | 1987-06-25 | L-ascorbic acid preparation |
Publications (3)
Publication Number | Publication Date |
---|---|
JPH013118A true JPH013118A (en) | 1989-01-06 |
JPS643118A JPS643118A (en) | 1989-01-06 |
JPH0791186B2 JPH0791186B2 (en) | 1995-10-04 |
Family
ID=15632929
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP15667887A Expired - Lifetime JPH0791186B2 (en) | 1987-06-25 | 1987-06-25 | L-ascorbic acid preparation |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH0791186B2 (en) |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0960586A (en) * | 1995-08-21 | 1997-03-04 | Toyota Autom Loom Works Ltd | Cam plate-type double ended compressor |
JP2001031590A (en) | 1999-04-05 | 2001-02-06 | Takeda Chem Ind Ltd | Production and use of coated preparation |
JP2001231470A (en) * | 2000-02-24 | 2001-08-28 | Taiyo Kagaku Co Ltd | Gel composition |
WO2005016253A2 (en) * | 2003-07-18 | 2005-02-24 | Petworks, Llc | Formula nd method for the delivery of oral medications to animals |
ES2732833T3 (en) * | 2009-03-26 | 2019-11-26 | Advanced Bionutrition Corp | Microencapsulation of bioactive substances and methods of obtaining it |
WO2016136285A1 (en) * | 2015-02-26 | 2016-09-01 | 理研ビタミン株式会社 | L-ascorbic acid fatty acid ester preparation |
JP6399245B1 (en) | 2018-03-16 | 2018-10-03 | 不二製油株式会社 | Ascorbic acid preparation |
JP2021141849A (en) * | 2020-03-12 | 2021-09-24 | 湯本製飴株式会社 | Method for producing vitamin c, and vitamin c |
CN114009474A (en) * | 2021-10-19 | 2022-02-08 | 明富(上海)健康科技有限公司 | Production equipment for embedding organic acid preservative by edible hydrogenated oil for baking, production process thereof and product |
-
1987
- 1987-06-25 JP JP15667887A patent/JPH0791186B2/en not_active Expired - Lifetime
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