JPH02264721A - Production of powdery vitamin e - Google Patents
Production of powdery vitamin eInfo
- Publication number
- JPH02264721A JPH02264721A JP1084768A JP8476889A JPH02264721A JP H02264721 A JPH02264721 A JP H02264721A JP 1084768 A JP1084768 A JP 1084768A JP 8476889 A JP8476889 A JP 8476889A JP H02264721 A JPH02264721 A JP H02264721A
- Authority
- JP
- Japan
- Prior art keywords
- vitamin
- gum
- composition
- casein
- powdered
- 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
- 238000004519 manufacturing process Methods 0.000 title claims description 12
- 229940088594 vitamin Drugs 0.000 title description 10
- 229930003231 vitamin Natural products 0.000 title description 10
- 235000013343 vitamin Nutrition 0.000 title description 10
- 239000011782 vitamin Substances 0.000 title description 10
- 150000003722 vitamin derivatives Chemical class 0.000 title description 7
- 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 claims abstract description 144
- 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 claims abstract description 75
- 229930003427 Vitamin E Natural products 0.000 claims abstract description 72
- 235000019165 vitamin E Nutrition 0.000 claims abstract description 72
- 239000011709 vitamin E Substances 0.000 claims abstract description 72
- 229940046009 vitamin E Drugs 0.000 claims abstract description 72
- 239000000203 mixture Substances 0.000 claims abstract description 46
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 26
- 239000004375 Dextrin Substances 0.000 claims abstract description 18
- 229920001353 Dextrin Polymers 0.000 claims abstract description 18
- 235000019425 dextrin Nutrition 0.000 claims abstract description 18
- 239000003995 emulsifying agent Substances 0.000 claims abstract description 18
- 150000003839 salts Chemical class 0.000 claims abstract description 18
- 239000005018 casein Substances 0.000 claims abstract description 17
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 claims abstract description 17
- 235000021240 caseins Nutrition 0.000 claims abstract description 17
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 14
- 239000000194 fatty acid Substances 0.000 claims abstract description 14
- 229930195729 fatty acid Natural products 0.000 claims abstract description 14
- 239000000126 substance Substances 0.000 claims abstract description 9
- 239000012071 phase Substances 0.000 claims description 17
- 239000008346 aqueous phase Substances 0.000 claims description 12
- 239000000314 lubricant Substances 0.000 claims description 5
- YKTSYUJCYHOUJP-UHFFFAOYSA-N [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] Chemical compound [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] YKTSYUJCYHOUJP-UHFFFAOYSA-N 0.000 claims description 4
- 238000001035 drying Methods 0.000 claims description 4
- 230000001804 emulsifying effect Effects 0.000 claims description 4
- 150000004665 fatty acids Chemical class 0.000 claims description 3
- 229910052751 metal Chemical class 0.000 claims description 3
- 239000002184 metal Chemical class 0.000 claims description 3
- 239000000454 talc Substances 0.000 claims description 3
- 229910052623 talc Inorganic materials 0.000 claims description 3
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 claims description 2
- 235000012239 silicon dioxide Nutrition 0.000 claims description 2
- 102000011632 Caseins Human genes 0.000 abstract description 23
- 108010076119 Caseins Proteins 0.000 abstract description 23
- -1 glycerin fatty acid ester Chemical class 0.000 abstract description 13
- 229920000084 Gum arabic Polymers 0.000 abstract description 10
- 239000000205 acacia gum Substances 0.000 abstract description 10
- 235000010489 acacia gum Nutrition 0.000 abstract description 10
- 235000013305 food Nutrition 0.000 abstract description 9
- 229940080237 sodium caseinate Drugs 0.000 abstract description 9
- 239000002537 cosmetic Substances 0.000 abstract description 5
- 239000003814 drug Substances 0.000 abstract description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract description 4
- 235000011187 glycerol Nutrition 0.000 abstract description 4
- 229940079593 drug Drugs 0.000 abstract description 2
- 244000165918 Eucalyptus papuana Species 0.000 abstract 1
- 239000000843 powder Substances 0.000 description 20
- 239000003921 oil Substances 0.000 description 13
- 235000019198 oils Nutrition 0.000 description 13
- 244000215068 Acacia senegal Species 0.000 description 9
- 238000003756 stirring Methods 0.000 description 9
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 8
- GZIFEOYASATJEH-VHFRWLAGSA-N δ-tocopherol Chemical compound OC1=CC(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1 GZIFEOYASATJEH-VHFRWLAGSA-N 0.000 description 6
- 229940087168 alpha tocopherol Drugs 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 229960000984 tocofersolan Drugs 0.000 description 5
- 239000002076 α-tocopherol Substances 0.000 description 5
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 5
- 229940075507 glyceryl monostearate Drugs 0.000 description 4
- 239000001788 mono and diglycerides of fatty acids Substances 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 4
- WGVKWNUPNGFDFJ-DQCZWYHMSA-N β-tocopherol Chemical compound OC1=CC(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C WGVKWNUPNGFDFJ-DQCZWYHMSA-N 0.000 description 4
- 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 3
- GZIFEOYASATJEH-UHFFFAOYSA-N D-delta tocopherol Natural products OC1=CC(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1 GZIFEOYASATJEH-UHFFFAOYSA-N 0.000 description 3
- 230000003078 antioxidant effect Effects 0.000 description 3
- 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 3
- 235000010389 delta-tocopherol Nutrition 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 235000010382 gamma-tocopherol Nutrition 0.000 description 3
- AOBORMOPSGHCAX-DGHZZKTQSA-N tocofersolan Chemical compound OCCOC(=O)CCC(=O)OC1=C(C)C(C)=C2O[C@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C AOBORMOPSGHCAX-DGHZZKTQSA-N 0.000 description 3
- 150000003712 vitamin E derivatives Chemical class 0.000 description 3
- 235000004835 α-tocopherol Nutrition 0.000 description 3
- 239000002478 γ-tocopherol Substances 0.000 description 3
- QUEDXNHFTDJVIY-DQCZWYHMSA-N γ-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-DQCZWYHMSA-N 0.000 description 3
- 239000002446 δ-tocopherol Substances 0.000 description 3
- 229920002907 Guar gum Polymers 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 235000006708 antioxidants Nutrition 0.000 description 2
- 229940066595 beta tocopherol Drugs 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 238000004945 emulsification Methods 0.000 description 2
- FOYKKGHVWRFIBD-UHFFFAOYSA-N gamma-tocopherol acetate Natural products CC(=O)OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1 FOYKKGHVWRFIBD-UHFFFAOYSA-N 0.000 description 2
- 238000000227 grinding Methods 0.000 description 2
- 239000000665 guar gum Substances 0.000 description 2
- 235000010417 guar gum Nutrition 0.000 description 2
- 229960002154 guar gum Drugs 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 235000016709 nutrition Nutrition 0.000 description 2
- 230000001766 physiological effect Effects 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 235000020183 skimmed milk Nutrition 0.000 description 2
- 238000001694 spray drying Methods 0.000 description 2
- 229930003799 tocopherol Natural products 0.000 description 2
- 239000011732 tocopherol Substances 0.000 description 2
- 235000010384 tocopherol Nutrition 0.000 description 2
- 229960001295 tocopherol Drugs 0.000 description 2
- 239000000230 xanthan gum Substances 0.000 description 2
- 235000010493 xanthan gum Nutrition 0.000 description 2
- 229920001285 xanthan gum Polymers 0.000 description 2
- 229940082509 xanthan gum Drugs 0.000 description 2
- 239000011590 β-tocopherol Substances 0.000 description 2
- 235000007680 β-tocopherol Nutrition 0.000 description 2
- FGYKUFVNYVMTAM-UHFFFAOYSA-N (R)-2,5,8-trimethyl-2-(4,8,12-trimethyl-trideca-3t,7t,11-trienyl)-chroman-6-ol Natural products OC1=CC(C)=C2OC(CCC=C(C)CCC=C(C)CCC=C(C)C)(C)CCC2=C1C FGYKUFVNYVMTAM-UHFFFAOYSA-N 0.000 description 1
- ODADKLYLWWCHNB-UHFFFAOYSA-N 2R-delta-tocotrienol Natural products OC1=CC(C)=C2OC(CCC=C(C)CCC=C(C)CCC=C(C)C)(C)CCC2=C1 ODADKLYLWWCHNB-UHFFFAOYSA-N 0.000 description 1
- OTXNTMVVOOBZCV-UHFFFAOYSA-N 2R-gamma-tocotrienol Natural products OC1=C(C)C(C)=C2OC(CCC=C(C)CCC=C(C)CCC=C(C)C)(C)CCC2=C1 OTXNTMVVOOBZCV-UHFFFAOYSA-N 0.000 description 1
- 229920002261 Corn starch Polymers 0.000 description 1
- 235000002414 D-alpha-tocopherylacetate Nutrition 0.000 description 1
- 239000011740 D-alpha-tocopherylacetate Substances 0.000 description 1
- 235000001815 DL-alpha-tocopherol Nutrition 0.000 description 1
- 239000011627 DL-alpha-tocopherol Substances 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 244000061456 Solanum tuberosum Species 0.000 description 1
- 235000002595 Solanum tuberosum Nutrition 0.000 description 1
- 108010073771 Soybean Proteins Proteins 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- 239000005862 Whey Substances 0.000 description 1
- 102000007544 Whey Proteins Human genes 0.000 description 1
- 108010046377 Whey Proteins Proteins 0.000 description 1
- 229940064063 alpha tocotrienol Drugs 0.000 description 1
- RZFHLOLGZPDCHJ-DLQZEEBKSA-N alpha-Tocotrienol Natural products Oc1c(C)c(C)c2O[C@@](CC/C=C(/CC/C=C(\CC/C=C(\C)/C)/C)\C)(C)CCc2c1C RZFHLOLGZPDCHJ-DLQZEEBKSA-N 0.000 description 1
- 239000010775 animal oil Substances 0.000 description 1
- 230000003796 beauty Effects 0.000 description 1
- FGYKUFVNYVMTAM-YMCDKREISA-N beta-Tocotrienol Natural products Oc1c(C)c2c(c(C)c1)O[C@@](CC/C=C(\CC/C=C(\CC/C=C(\C)/C)/C)/C)(C)CC2 FGYKUFVNYVMTAM-YMCDKREISA-N 0.000 description 1
- 229940071162 caseinate Drugs 0.000 description 1
- 239000008120 corn starch Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 229940039770 d-alpha-tocopheryl acetate Drugs 0.000 description 1
- BTNBMQIHCRIGOU-UHFFFAOYSA-N delta-tocotrienol Natural products CC(=CCCC(=CCCC(=CCCOC1(C)CCc2cc(O)cc(C)c2O1)C)C)C BTNBMQIHCRIGOU-UHFFFAOYSA-N 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- FGYKUFVNYVMTAM-MUUNZHRXSA-N epsilon-Tocopherol Natural products OC1=CC(C)=C2O[C@@](CCC=C(C)CCC=C(C)CCC=C(C)C)(C)CCC2=C1C FGYKUFVNYVMTAM-MUUNZHRXSA-N 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 238000004108 freeze drying Methods 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 229940014259 gelatin Drugs 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 description 1
- 229920000591 gum Polymers 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 238000002386 leaching Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 235000013336 milk Nutrition 0.000 description 1
- 239000008267 milk Substances 0.000 description 1
- 210000004080 milk Anatomy 0.000 description 1
- 229960003512 nicotinic acid Drugs 0.000 description 1
- 235000001968 nicotinic acid Nutrition 0.000 description 1
- PVNIIMVLHYAWGP-UHFFFAOYSA-N nicotinic acid Natural products OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 description 1
- 239000011664 nicotinic acid Substances 0.000 description 1
- 230000035764 nutrition Effects 0.000 description 1
- 238000006864 oxidative decomposition reaction Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000003672 processing method Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229940001941 soy protein Drugs 0.000 description 1
- 150000003900 succinic acid esters Chemical class 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000011731 tocotrienol Substances 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 235000019871 vegetable fat Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 229940100445 wheat starch Drugs 0.000 description 1
- 235000008939 whole milk Nutrition 0.000 description 1
- RZFHLOLGZPDCHJ-XZXLULOTSA-N α-Tocotrienol Chemical compound OC1=C(C)C(C)=C2O[C@@](CC/C=C(C)/CC/C=C(C)/CCC=C(C)C)(C)CCC2=C1C RZFHLOLGZPDCHJ-XZXLULOTSA-N 0.000 description 1
- 235000019145 α-tocotrienol Nutrition 0.000 description 1
- 239000011730 α-tocotrienol Substances 0.000 description 1
- 235000019151 β-tocotrienol Nutrition 0.000 description 1
- 239000011723 β-tocotrienol Substances 0.000 description 1
- FGYKUFVNYVMTAM-WAZJVIJMSA-N β-tocotrienol Chemical compound OC1=CC(C)=C2O[C@@](CC/C=C(C)/CC/C=C(C)/CCC=C(C)C)(C)CCC2=C1C FGYKUFVNYVMTAM-WAZJVIJMSA-N 0.000 description 1
- 239000011729 δ-tocotrienol Substances 0.000 description 1
- 235000019144 δ-tocotrienol Nutrition 0.000 description 1
- ODADKLYLWWCHNB-LDYBVBFYSA-N δ-tocotrienol Chemical compound OC1=CC(C)=C2O[C@@](CC/C=C(C)/CC/C=C(C)/CCC=C(C)C)(C)CCC2=C1 ODADKLYLWWCHNB-LDYBVBFYSA-N 0.000 description 1
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は粉末状ビタミンE組成の組成物及びその製造方
法に関する。更に詳しくはビタミンEを医薬、食品ある
いは化粧品等の分野において使用するにあたり、水性系
に対する粉末の分散性及び粉末自体の流動性が著しく良
好な粉末状ビタミンE組成物の製造方法を提供するもの
である。DETAILED DESCRIPTION OF THE INVENTION [Industrial Field of Application] The present invention relates to a powdered vitamin E composition and a method for producing the same. More specifically, the present invention provides a method for producing a powdered vitamin E composition that has extremely good dispersibility in an aqueous system and fluidity of the powder itself when vitamin E is used in the fields of medicine, food, cosmetics, etc. be.
トコフェロールはビタミンEとして知られ、α−トコフ
ェロール、β−トコフェロール、γ−トコフェロール、
δ−トコフェロールの44Itiの同族体が存在する。Tocopherol is known as vitamin E and includes α-tocopherol, β-tocopherol, γ-tocopherol,
There are 44Iti homologues of δ-tocopherol.
従来ビタミンEは医薬、食品、化粧品等の分野において
抗酸化剤として広く利用されできた。近年は単に抗酸化
の目的ばかりでなく、ビタミンEの栄養、生理効果を目
的とした利用が目立ってきており動物性、植物性油脂食
品を中心とする各種の食品に添加される機会が多くなっ
てきた。Conventionally, vitamin E has been widely used as an antioxidant in the fields of medicine, food, cosmetics, etc. In recent years, the use of vitamin E not only for antioxidant purposes but also for its nutritional and physiological effects has become more prominent, and it is increasingly being added to various foods, mainly animal and vegetable oils and fats. It's here.
しかしビタミンEは脂溶性であり、粘稠な液体であるか
ら食品が油性系である場合にはビタミンEを配合、添加
することは容易であるが、食品が水性系である場合には
ビタミンEを均一に分散させることは困難であり、添加
できる対象はおのずと制限されてしまう。However, vitamin E is fat-soluble and is a viscous liquid, so if the food is oil-based, it is easy to mix and add vitamin E, but if the food is aqueous-based, vitamin E It is difficult to disperse them uniformly, and the objects to which they can be added are naturally limited.
このよ・うな事情からビタミンEを水性系に適用させる
ために従来技術としてビタミンEを粉末化する発明(特
開昭57−181009号公報、特開昭58−1871
74号公報、特開昭60−64919号公報、特開昭6
0=178882号公報、特開昭61−60619号公
報、特開昭63−2994760号公報)がこれまで公
開されてきた。Under these circumstances, in order to apply vitamin E to an aqueous system, the invention of powdering vitamin E as a prior art (Japanese Patent Application Laid-Open No. 57-181009, Japanese Patent Application Laid-Open No. 58-1871)
No. 74, JP-A-60-64919, JP-A-6
0=178882, JP-A-61-60619, and JP-A-63-2994760) have been published so far.
これら従来の粉末状ビタミンE組成物は大抵牛乳、脱脂
乳、脱脂粉乳、全粉乳、ホエー、カゼイン、カゼインナ
トリウム、ゼラチン、大豆蛋白質等を乳化剤とともにビ
タミン已に加えて乳化し、乾燥させて製造されるという
ものだった。These conventional powdered vitamin E compositions are usually manufactured by adding milk, skim milk, skim milk powder, whole milk powder, whey, casein, sodium caseinate, gelatin, soy protein, etc. to the vitamin together with an emulsifier, emulsifying the mixture, and drying. It was called.
しかしながら、従来の技術のいずれの場合においても水
性系に対する分散性、及び、粉末自体の流動性が十分と
は言い難いものであった。故に本発明は従来の粉末状ビ
タミン組成物の上述の欠点を解消し、水性系に対する粉
末の分散性、及び、粉末自体の流動性を著しく良好にし
た粉末状ビタミンE組成物及びその製造方法を新たに提
供することを目的とする。However, in all of the conventional techniques, the dispersibility in aqueous systems and the fluidity of the powder itself cannot be said to be sufficient. Therefore, the present invention solves the above-mentioned drawbacks of conventional powdered vitamin compositions, and provides a powdered vitamin E composition and a method for producing the same, which have significantly improved dispersibility of the powder in an aqueous system and fluidity of the powder itself. The purpose is to provide new information.
上記目的を達成するため、本発明はビタミンE、乳化剤
、カゼイン又はその塩、ガム質及びデキストリンを必須
成分とする粉末状ビタミンE組成物を提供し、そしてビ
タミンEに乳化剤を加え、油相部を作り、水にカゼイン
、又は、その塩、ガム質及びデキストリンを加え、水相
部を作り、次いで該水相部と前記油相部を混合し、乳化
し、それを乾燥化させて成る粉末状ビタミンE組成物の
製造方法を新たに提供する。In order to achieve the above object, the present invention provides a powdered vitamin E composition containing vitamin E, an emulsifier, casein or its salt, a gum substance, and dextrin as essential components. A powder obtained by adding casein or its salt, gummy substance and dextrin to water to form an aqueous phase, then mixing the aqueous phase with the oil phase, emulsifying it, and drying it. A new method for producing a vitamin E composition is provided.
そして、本発明はビタミン已に対して5重量%以下の乳
化剤、ビタミン已に対して総量が200重量%以Fのカ
ゼイン、又はその塩及びガム質を用いることを特徴とす
るものである。The present invention is characterized by using an emulsifier in an amount of 5% by weight or less based on the amount of vitamins, and casein, or its salt and gum, in a total amount of 200% or more by weight based on the amount of F based on the vitamins.
また本発明は粉末状ビタミンE組成物の流動性を更によ
くするために軽質無水ケイ酸、タルク、ケイ酸アルミニ
ウム、高級脂肪酸及びその金属塩等の滑沢剤を1種また
は2種以上組み合せて特許請求の範囲第(1)項記載の
方法で得られる粉末状ビタミンE組成物に0.1〜3%
を添加することも特徴とする。In addition, the present invention uses one or more lubricants such as light silicic anhydride, talc, aluminum silicate, higher fatty acids and metal salts thereof in combination to further improve the fluidity of the powdered vitamin E composition. 0.1 to 3% to the powdered vitamin E composition obtained by the method described in claim (1).
It is also characterized by the addition of.
本発明でいうビタミンEとは天然及び合成のものあるい
はそれらの誘導体であり、天然のものとしてはα−トコ
フェロール、β−トコフェロール、γ−トコフェロール
、δ−トコフェロール、α−トコトリエノール、β−ト
コトリエノール、T−トコトリエノール、δ−トコトリ
エノール、合成のものとしては准−α−トコフェロール
、誘導体トシでハ酢酸エステル、ニコチン酸エステル2
、コハク酸エステル等をあげることができる。Vitamin E as used in the present invention refers to natural and synthetic vitamin E or derivatives thereof. Natural vitamin E includes α-tocopherol, β-tocopherol, γ-tocopherol, δ-tocopherol, α-tocotrienol, β-tocotrienol, and T. -tocotrienol, δ-tocotrienol, synthetic ones include quasi-α-tocopherol, derivatives include acetate ester, nicotinic acid ester 2
, succinic acid ester, etc.
乳化剤としてはグリセリン脂肪酸エステル、プロピレン
グリコール脂肪酸エステル、ソルビタン脂肪酸エステル
、シボ糖脂肪酸エステル等の油溶性の乳化剤が使用でき
るが、特にグリセリン脂肪酸エステルが好ましい。これ
らの乳化剤も1種または2種以上の組み合せで使用する
ことも可能であり、ビタミンEに対して5重量%以下と
なるように用いる。乳化剤が5重量%以上でも乳化に影
響しないが、その場合はビタミンEの含有量が相対的に
少なくなり好ましくない。As the emulsifier, oil-soluble emulsifiers such as glycerin fatty acid ester, propylene glycol fatty acid ester, sorbitan fatty acid ester, and cibosugar fatty acid ester can be used, but glycerin fatty acid ester is particularly preferred. These emulsifiers can also be used alone or in combination of two or more, and are used in an amount of 5% by weight or less relative to vitamin E. Even if the emulsifier is 5% by weight or more, it does not affect emulsification, but in that case, the content of vitamin E becomes relatively low, which is not preferable.
カゼインとしてはカゼインまたはその塩としてカゼイン
ナトリウム、カゼインカルラシムがあるが、カゼインナ
トリウムが特に好ましい。Examples of casein include casein and its salts such as sodium caseinate and carlasim caseinate, and sodium caseinate is particularly preferred.
ガム質としてはアラビアガム、グアーガム、キサンタン
ガム等が使用できるが、アラビアガムが特に好ましい。As the gum, gum arabic, guar gum, xanthan gum, etc. can be used, but gum arabic is particularly preferred.
カゼインまたはその塩及びガム質の総量はビタミン已に
対して200重量%以下にて用いる。カゼインまたはそ
の塩及びガム質の総量がビタミンEに対して200重世
%以上でも粉末化に問題はないが、その場合はビタミン
Eの含有量が相対的に少なくなり好ましくない。The total amount of casein or its salt and gum substance is used in an amount of 200% by weight or less based on the amount of vitamins. Even if the total amount of casein or its salt and gum substance is 200% or more based on vitamin E, there is no problem in powdering, but in that case, the content of vitamin E becomes relatively low, which is not preferable.
デキストリンは小麦デンプン、バレイショデンプン5.
トウモロコシデンプン等を原料として加水分解されたも
のであり、本発明におけるデキストリンは原料及び処理
方法について制限はないが、デキストリン粉末の溶解性
及び吸湿性を考慮するとDE値が25以下であるものが
好ましい。Dextrin is wheat starch, potato starch5.
The dextrin used in the present invention is obtained by hydrolyzing corn starch or the like as a raw material, and there are no restrictions on the raw material or processing method, but in consideration of the solubility and hygroscopicity of the dextrin powder, it is preferable that the DE value is 25 or less. .
本発明で製造される粉末状ビタミンE組成物中のビタミ
ンE含有量については制限されるものではないが、医薬
品において錠剤として用いる場合にはビタミンEの滲出
を考慮すると粉末状ビタミンE組成物中のビタミンE含
有量は40〜60重量%が好ましい。There is no limit to the vitamin E content in the powdered vitamin E composition produced by the present invention, but if it is used in the form of a tablet in a pharmaceutical, taking into account the leaching of vitamin E, the powdered vitamin E composition should be The vitamin E content of is preferably 40 to 60% by weight.
本発明の粉末状ビタミンE組成物の製造法は従来法と同
様の方法が採用できる。すなわちビタミンEの中に油溶
性乳化剤を添加し60〜70゛Cで攪拌して溶解し、油
相部とする。一方、水にカゼイン、又はその塩、ガム質
、及び、デキストリンを添加し、60〜70℃で攪拌し
て溶解し、水相部とする。The method for producing the powdered vitamin E composition of the present invention can be the same as the conventional method. That is, an oil-soluble emulsifier is added to vitamin E and dissolved by stirring at 60 to 70°C to form an oil phase. On the other hand, casein or its salt, gummy substance, and dextrin are added to water, and stirred and dissolved at 60 to 70°C to form an aqueous phase.
そして水相部に油相部を撹拌しながら少しずつ加えて予
備乳化した後、ホモミキサーを用いて均質化する。乾燥
方法としては噴霧乾燥、真空乾燥、凍結乾燥等の方法に
て乾燥できるが、噴霧乾燥が好ましい。Then, the oil phase is added little by little to the water phase while stirring to pre-emulsify, and then homogenized using a homomixer. As a drying method, spray drying, vacuum drying, freeze drying, etc. can be used, but spray drying is preferable.
このようにしてできた粉末状ビタミンE組成物は水に対
する分散性が非常に良好であり、サラサラとした感があ
り、流動性にも優れるため医薬、食品、化粧品等に広く
使用し得るものである。The powdered vitamin E composition prepared in this way has very good dispersibility in water, has a smooth feel, and has excellent fluidity, so it can be widely used in medicines, foods, cosmetics, etc. be.
(作 用〕
ビタミン已にグリセリン脂肪酸エステル、プロピレング
リコール脂肪酸エステル、ソルビタン脂肪酸エステル、
シg糖脂肪酸エステル等の乳化剤1種、又は2種以上を
溶解し、油相部を作り、水にガム質、デキストリンと共
にカゼイン又はその塩という乳化剤を熔解し、水相部を
作り、該水相部に前記油相部を加えれば、各々乳化剤は
親水性の基と親油性の基を持っているため、界面活性剤
としての作用を発揮し、攪拌、高熱、ミキシング等の物
理的操作の助けを借りて、上述の混合液はほぼ完全に乳
化する。これを乾燥すればビタミンEは上記乳化剤の親
油性の基に守られつつ無水状態で安定であり、水性系に
混入すると親水性の基の働きで再び乳化する。(Action) In addition to vitamins, glycerin fatty acid ester, propylene glycol fatty acid ester, sorbitan fatty acid ester,
One or more emulsifiers such as sig sugar fatty acid ester are dissolved to form an oil phase, and an emulsifier called casein or its salt is dissolved in water together with gum and dextrin to form an aqueous phase. When the oil phase is added to the phase, each emulsifier has a hydrophilic group and a lipophilic group, so it acts as a surfactant and is resistant to physical operations such as stirring, high heat, and mixing. With this help, the mixture described above emulsifies almost completely. When this is dried, vitamin E is protected by the lipophilic groups of the emulsifier and remains stable in an anhydrous state, and when mixed into an aqueous system, it is emulsified again by the action of the hydrophilic groups.
カゼイン、又は、その塩、及び、アラビアガム、グアー
ガム、キサンタンガム等のガム質は最終的に粉末状ビタ
ミンE組成物の被膜剤の作用を示し、粉末状ビタミンE
組成物の酸化分解を防ぐ。また、これらの被膜剤は水分
活性が高いため水性系に溶は易く、粉末状ビタミンE組
成物が水性系に乳化可溶する下準備となり、また風味も
良好である。Casein or its salt, and gums such as gum arabic, guar gum, and xanthan gum ultimately act as a coating agent for the powdered vitamin E composition, and the powdered vitamin E
Prevents oxidative decomposition of the composition. In addition, these coating agents have high water activity and are easily dissolved in an aqueous system, and serve as a preparation for emulsifying and dissolving the powdered vitamin E composition in an aqueous system, and also have a good flavor.
デキストリンは乳化状態をよくし、且つ、粉末状ビタミ
ンE組成物の流動性を高め、加える量によって粉末状ビ
タミンE組成物のビタミン含有量を調製でき、水分散性
が高いため水性系に溶は易く、粉末状ビタミンE組成物
を容易に水性系に乳化可溶する。Dextrin improves the emulsification state and improves the fluidity of the powdered vitamin E composition, the vitamin content of the powdered vitamin E composition can be adjusted depending on the amount added, and it has high water dispersibility, so it does not dissolve in aqueous systems. The powdered vitamin E composition is easily emulsified and soluble in an aqueous system.
軽質無水ケイ酸、タルク、ケイ酸アルミニウム、高級脂
肪酸、及びその金属塩等の滑沢剤を1種、又は2種以上
組み合わせて特許請求の範囲(1)記載の方法で得られ
る粉末状ビタミンE組成物に0.1〜3%加えれば、滑
沢剤は表向が滑らかなため、粉末状ビタミンE組成物が
摩擦の関係から流動性が更に改良される。Powdered vitamin E obtained by the method described in claim (1) using one or a combination of two or more lubricants such as light silicic anhydride, talc, aluminum silicate, higher fatty acids, and metal salts thereof. If 0.1 to 3% of the lubricant is added to the composition, since the surface of the lubricant is smooth, the fluidity of the powdered vitamin E composition is further improved from the standpoint of friction.
以上に説明してきたように、本発明によれば、医薬、食
品あるいは化粧品等の分野において使用するにあたり、
水性系に対する粉末の分散性、及び、粉末自体の流動性
が著しく良好な粉末状ビタミンE組成物の製造方法が確
立され、その結果、ビタミンEの抗酸化作用、ビタミン
としての栄養、生理効果の活性が著しく高いものとして
の粉末状ビタミンE組成物の生産が可能となり、健康、
美容等に大きく貢献するものを提供できるようGJなっ
た。As explained above, according to the present invention, when used in the fields of medicine, food, cosmetics, etc.
A method for producing a powdered vitamin E composition that has extremely good dispersibility in aqueous systems and fluidity of the powder itself has been established, and as a result, vitamin E's antioxidant effects, nutrition as a vitamin, and physiological effects It has become possible to produce powdered vitamin E compositions with extremely high activity, improving health,
We became GJ so that we can provide products that greatly contribute to beauty etc.
以下に実施例をもって本発明をより具体的に詳細に説明
する。但し、本発明は、これらの実施例により限定され
るものでない。EXAMPLES The present invention will be explained in more concrete detail with reference to Examples below. However, the present invention is not limited to these Examples.
〈実施例1〉
アラビアガムio、o g 、カゼインナトリウム10
.0g、デキストリン(アミコールNα5L日澱化学株
製)25.0gを水100成中に加え、60〜70°C
にて攪拌し完全に溶解して水相部とする。次にd−α−
トコフェロール50.0g及びグリセリルモノステアレ
ート1.5gを60〜70°Cで攪拌をし完全に溶解し
て油相部とする。そして水相部に油相部を少しずつ攪拌
しながら添加し、10分間予備乳化をした後、ホモミキ
サーにて更に10分間均質化する。この乳化液を噴霧乾
燥(入口温度140°C1出ロ温度80℃)し、水分含
量2.0%のビタミンE粉末組成物86.5gを得た。<Example 1> Gum arabic io, og, sodium caseinate 10
.. 0g, 25.0g of dextrin (Amycol Nα5L manufactured by Nippon Deki Kagaku Co., Ltd.) were added to 100ml of water, and heated to 60-70°C.
Stir to completely dissolve and form an aqueous phase. Then d-α-
50.0 g of tocopherol and 1.5 g of glyceryl monostearate are stirred at 60 to 70°C to completely dissolve and form an oil phase. Then, the oil phase was added little by little to the water phase while stirring, pre-emulsified for 10 minutes, and then homogenized for another 10 minutes using a homomixer. This emulsion was spray-dried (inlet temperature: 140° C.; outlet temperature: 80° C.) to obtain 86.5 g of a vitamin E powder composition with a water content of 2.0%.
このビタミンE粉末組成物は水に対する分散性が非常に
良好で、サラサラとした惑があり、流動性に優れている
。This vitamin E powder composition has very good dispersibility in water, has a smooth texture, and has excellent fluidity.
またこのビタミンE粉末組成物50.0gに軽質無水ケ
イ酸1.0gを添加、混合し、著しく流動性の高いビタ
ミンE粉末組成物51.0 gを得た。Further, 1.0 g of light anhydrous silicic acid was added to 50.0 g of this vitamin E powder composition and mixed to obtain 51.0 g of a vitamin E powder composition with extremely high fluidity.
〈実施例2〉
アラビアガム20.Og、カゼインナトリウム10、O
g、デキストリン(アミコールNα5L日澱化学■製)
25.0gを水100Inl中に加え、60〜70°
Cにて攪拌し完全に溶解して水相部とする。次に天然ビ
タミンE同族体混合物(α−トコフェロール50.0%
、γ−トコフェロール31.0%、δ−トコフェロール
19.0%)50.0g及びグリセリルモノステアレー
ト1.5gを60〜70°Cで攪拌をし完全に溶解して
油相部とする。<Example 2> Gum arabic 20. Og, sodium caseinate 10, O
g, dextrin (Amycol Nα5L manufactured by Nippon Chemistry)
Add 25.0g to 100Inl of water and heat at 60-70°
Stir at C to completely dissolve and form an aqueous phase. Next, natural vitamin E homologue mixture (α-tocopherol 50.0%
, 31.0% of γ-tocopherol, 19.0% of δ-tocopherol) and 1.5 g of glyceryl monostearate were stirred at 60 to 70°C to completely dissolve and form an oil phase.
以下実施例1と同様に操作をし、水分含量2.2%のビ
タミンE粉末組成物97.2gを得た。Thereafter, the same procedure as in Example 1 was carried out to obtain 97.2 g of a vitamin E powder composition with a water content of 2.2%.
またこのビタミンE粉末組成物50.0 gにケイ酸ア
ルミニウム1.0gを添加、混合し、著しく流動性の高
いビタミンE粉末組成物51.0gを得た。Further, 1.0 g of aluminum silicate was added to 50.0 g of this vitamin E powder composition and mixed to obtain 51.0 g of a vitamin E powder composition with extremely high fluidity.
〈実施例3〉
アラビアガムio、o g 、カゼインナトリウム20
.0g、デキストリン(パインデックス#3松谷化学工
業■製、 DE25) 25.0gを水10〇−中に
加え、60〜70°Cにて攪拌し完全に溶解して水相部
とする。<Example 3> Gum arabic io, og, sodium caseinate 20
.. 0 g and 25.0 g of dextrin (Paindex #3 manufactured by Matsutani Kagaku Kogyo ■, DE25) were added to 100 g of water and stirred at 60 to 70° C. to completely dissolve and form an aqueous phase.
次に准−α−トコフェロール50.0 g及びグリセリ
ルモノステアレート1.5gを60〜70“cT:i拌
をし完全に溶解して油相部とする。Next, 50.0 g of quasi-α-tocopherol and 1.5 g of glyceryl monostearate are stirred for 60 to 70 cT:i to completely dissolve and form an oil phase.
以下実施例Iと同様に操作をし、水分含量1.8%のビ
タミンE粉末組成物95.7gを得た。Thereafter, the same procedure as in Example I was carried out to obtain 95.7 g of a vitamin E powder composition with a water content of 1.8%.
〈実施例4〉
アラビアガム30.Og、カゼインナトリウム30.0
g、デキストリン(パインデックス#3松谷化学工業■
製、 DE25) 25.0gを水100IIdl中
に加え、60〜70°Cにて攪拌し完全に溶解して水相
部とする。<Example 4> Gum arabic 30. Og, sodium caseinate 30.0
g, dextrin (Pindex #3 Matsutani Chemical Industry ■
25.0g (manufactured by DE25) was added to 100IIdl of water and stirred at 60-70°C to completely dissolve and form an aqueous phase.
次にd−α−トコフエリルアセテー1−60.0g及び
グリセリルモノステアレート1.5gを60〜70℃で
攪拌をし完全に溶解して油相部とする。Next, 1-60.0 g of d-α-tocopheryl acetate and 1.5 g of glyceryl monostearate are stirred at 60 to 70° C. to completely dissolve them to form an oil phase.
以下実施例1と同様に操作をし、水分含量2.0%のビ
タミンE粉末組成物136.0gを得た。Thereafter, the same operation as in Example 1 was carried out to obtain 136.0 g of a vitamin E powder composition with a water content of 2.0%.
〈実施例5〉
アラビアガム5.Og、、カゼインナトリウム5.Og
、デキストリン(アミコールNo、 1 日澱化学■製
)59.5gを水100mR中に加え、60〜70°C
にて攪拌し、完全に溶解して水相部とする。次にd−α
−トコフェリルアセテート45.0g及びショ糖脂肪酸
エステル(リョートーシュガーエステルS−570三I
E化成食晶■製)0.5gを80〜90°Cで攪拌をし
、完全に溶解して油相部とする。<Example 5> Gum arabic 5. Og, Sodium caseinate5. Og
, 59.5 g of dextrin (Amicol No., manufactured by Nippon Kagaku ■) was added to 100 mR of water, and heated at 60 to 70°C.
Stir to completely dissolve and form an aqueous phase. Then d-α
- 45.0 g of tocopheryl acetate and sucrose fatty acid ester (Ryoto Sugar Ester S-570 San-I)
Stir 0.5 g (manufactured by E Chemical Food Crystals) at 80 to 90°C to completely dissolve and form an oil phase.
以下実施例1と同様に操作をし、水分含量2.3%のビ
タミンE粉末組成物92.0gを得た。Thereafter, the same operation as in Example 1 was carried out to obtain 92.0 g of a vitamin E powder composition with a water content of 2.3%.
〈実施例6〉
アラビアガム10.Og 、カゼインナトリウム20゜
0g1デキストリン(アミコールNo、 1 日澱化学
■製)4.0gを水100d中に加え、60〜70′C
にて攪拌し、完全に溶解して水相部とする。次にd−α
−トコフエリルアセテート75.0 g及びグリセリル
モルステアレート (ボエムS−101(V)理研ビタ
ミン■製)1、0 gを70〜80℃で攪拌をし、完全
に溶解して油相部とする。<Example 6> Gum arabic 10. Add 20°0 g of sodium caseinate and 4.0 g of dextrin (Amicol No., manufactured by Nippon Kagaku ■) to 100 d of water and heat at 60 to 70'C.
Stir to completely dissolve and form an aqueous phase. Then d-α
- 75.0 g of tocopheryl acetate and 1.0 g of glyceryl morstearate (BOEM S-101 (V) manufactured by Riken Vitamin ■) were stirred at 70 to 80°C to completely dissolve and form an oil phase. .
以下実施例1と同様に操作をし、水分含量1.3%のビ
タミンE粉末組成物96.0 gを得た。Thereafter, the same procedure as in Example 1 was carried out to obtain 96.0 g of a vitamin E powder composition with a water content of 1.3%.
手続補正書
平成 元年 9月
待詐庁長官
吉田文毅 殿
1゜
2゜
3゜
4゜
事件の表示
平成1年特許願第84768号
発明の名称
粉末状ビタミンEの製造方法
補正をする者
事件との関係 特許出願人
住 所 東京都新宿区西新宿2丁目7番1号名 称 タ
マ生化学株式会社
代表者厚見昌弘Procedural Amendment September 1989 Mr. Fumiki Yoshida, Director-General of the Anti-Fraud Agency 1゜2゜3゜4゜ Display of the case 1999 Patent Application No. 84768 Name of the invention A case involving a person amending the manufacturing method of powdered vitamin E Relationship with Patent applicant Address: 2-7-1 Nishi-Shinjuku, Shinjuku-ku, Tokyo Name: Masahiro Atsumi, Representative of Tama Biochemical Co., Ltd.
Claims (1)
及びデキストリンを必須成分とする粉末状ビタミンE組
成物。 2、ビタミンEに乳化剤を加えて油相部を得、水にカゼ
イン又はその塩、ガム質及び、デキストリンを加えて水
相部を得、次いで該水相部と前記油相部を混合し、乳化
し、それを乾燥化して粉末状ビタミンE組成物を製造す
ることを特徴とする粉末ビタミンE組成物の製造方法。 3、ビタミンEに対して5重量%以下の乳化剤を用いて
成る請求項2記載の粉末状ビタミンE組成物の製造方法
。 4、ビタミンEに対してカゼイン、又は、その塩、及び
、ガム質の総量が200重量%以下にて用いて成る請求
項2、3記載の粉末状ビタミンE組成物の製造方法。 5、軽質無水ケイ酸、タルク、ケイ酸アルミニウム、高
級脂肪酸及びその金属塩等の滑沢剤を1種、又は、2種
以上組み合わせて請求項1記載の粉末状ビタミンE組成
物に0.1〜3%を添加して成る請求項2乃至4記載の
粉末状ビタミンE組成物の製造方法。[Claims] 1. A powdered vitamin E composition containing vitamin E, an emulsifier, casein or its salt, gum, and dextrin as essential components. 2. Add an emulsifier to vitamin E to obtain an oil phase, add casein or its salt, gum, and dextrin to water to obtain an aqueous phase, then mix the aqueous phase and the oil phase, A method for producing a powdered vitamin E composition, which comprises emulsifying and drying the emulsified product to produce a powdered vitamin E composition. 3. The method for producing a powdered vitamin E composition according to claim 2, wherein the emulsifier is used in an amount of 5% by weight or less based on vitamin E. 4. The method for producing a powdered vitamin E composition according to claims 2 and 3, wherein the total amount of casein or its salt and gum substance is 200% by weight or less based on vitamin E. 5. One or more lubricants such as light anhydrous silicic acid, talc, aluminum silicate, higher fatty acids and metal salts thereof, or a combination of two or more thereof, are added to the powdered vitamin E composition according to claim 1 at a concentration of 0.1 5. The method for producing a powdered vitamin E composition according to claims 2 to 4, which comprises adding 3% to 3%.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP1084768A JPH02264721A (en) | 1989-04-05 | 1989-04-05 | Production of powdery vitamin e |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP1084768A JPH02264721A (en) | 1989-04-05 | 1989-04-05 | Production of powdery vitamin e |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH02264721A true JPH02264721A (en) | 1990-10-29 |
Family
ID=13839863
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP1084768A Pending JPH02264721A (en) | 1989-04-05 | 1989-04-05 | Production of powdery vitamin e |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH02264721A (en) |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1998019652A1 (en) * | 1996-11-06 | 1998-05-14 | The Boots Company Plc | Spray-dryed powder comprising at least one protein and one hydrolysed starch and its use for topical compositions |
JP2002145771A (en) * | 2000-11-02 | 2002-05-22 | Sankyo Shokuhin Kogyo Kk | Powder of fat-soluble vitamin and powder of fat-soluble vitamin derivative and method for producing the same |
CN1091107C (en) * | 1999-12-24 | 2002-09-18 | 上海交通大学 | Method for raising natural vitamin E concentrate transparency and fluidity |
WO2003007994A3 (en) * | 2001-07-17 | 2003-05-30 | Berlin Chemie Ag | Thyroid therapeutic agents containing partial glycerides and dextrin |
KR100765005B1 (en) * | 1998-05-26 | 2007-10-09 | 에자이 가부시키가이샤 | Powder Containing Fat-Soluble Drug |
JP2009249377A (en) * | 2008-11-06 | 2009-10-29 | Shionogi & Co Ltd | Water suspensibility-improved fine grain agent |
JPWO2009048120A1 (en) * | 2007-10-11 | 2011-02-24 | 日清ファルマ株式会社 | Astaxanthin-containing water-soluble composition |
-
1989
- 1989-04-05 JP JP1084768A patent/JPH02264721A/en active Pending
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1998019652A1 (en) * | 1996-11-06 | 1998-05-14 | The Boots Company Plc | Spray-dryed powder comprising at least one protein and one hydrolysed starch and its use for topical compositions |
KR100765005B1 (en) * | 1998-05-26 | 2007-10-09 | 에자이 가부시키가이샤 | Powder Containing Fat-Soluble Drug |
CN1091107C (en) * | 1999-12-24 | 2002-09-18 | 上海交通大学 | Method for raising natural vitamin E concentrate transparency and fluidity |
JP2002145771A (en) * | 2000-11-02 | 2002-05-22 | Sankyo Shokuhin Kogyo Kk | Powder of fat-soluble vitamin and powder of fat-soluble vitamin derivative and method for producing the same |
WO2003007994A3 (en) * | 2001-07-17 | 2003-05-30 | Berlin Chemie Ag | Thyroid therapeutic agents containing partial glycerides and dextrin |
JPWO2009048120A1 (en) * | 2007-10-11 | 2011-02-24 | 日清ファルマ株式会社 | Astaxanthin-containing water-soluble composition |
JP2009249377A (en) * | 2008-11-06 | 2009-10-29 | Shionogi & Co Ltd | Water suspensibility-improved fine grain agent |
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