JPS6048981A - 高純度トコフェロ−ルの製造方法 - Google Patents
高純度トコフェロ−ルの製造方法Info
- Publication number
- JPS6048981A JPS6048981A JP58156318A JP15631883A JPS6048981A JP S6048981 A JPS6048981 A JP S6048981A JP 58156318 A JP58156318 A JP 58156318A JP 15631883 A JP15631883 A JP 15631883A JP S6048981 A JPS6048981 A JP S6048981A
- Authority
- JP
- Japan
- Prior art keywords
- tocopherol
- carbon dioxide
- dioxide gas
- supercritical carbon
- purity
- 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
- 239000011732 tocopherol Substances 0.000 title claims abstract description 52
- 229930003799 tocopherol Natural products 0.000 title claims abstract description 51
- GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 title claims abstract description 48
- 229960001295 tocopherol Drugs 0.000 title claims abstract description 46
- 235000010384 tocopherol Nutrition 0.000 title claims abstract description 46
- 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 title claims abstract description 46
- 238000004519 manufacturing process Methods 0.000 title claims description 8
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims abstract description 52
- 229910002092 carbon dioxide Inorganic materials 0.000 claims abstract description 26
- 239000001569 carbon dioxide Substances 0.000 claims abstract description 25
- 239000002994 raw material Substances 0.000 claims abstract description 10
- 239000012043 crude product Substances 0.000 claims description 5
- 238000000605 extraction Methods 0.000 abstract description 10
- 229930182558 Sterol Natural products 0.000 abstract description 6
- 150000003432 sterols Chemical class 0.000 abstract description 6
- 235000003702 sterols Nutrition 0.000 abstract description 6
- 244000068988 Glycine max Species 0.000 abstract description 4
- 235000010469 Glycine max Nutrition 0.000 abstract description 4
- 125000005456 glyceride group Chemical group 0.000 abstract description 4
- 239000007788 liquid Substances 0.000 abstract description 3
- 241000209140 Triticum Species 0.000 abstract description 2
- 235000021307 Triticum Nutrition 0.000 abstract description 2
- 239000003960 organic solvent Substances 0.000 abstract description 2
- 210000001161 mammalian embryo Anatomy 0.000 abstract 1
- 239000012264 purified product Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 description 9
- 238000000746 purification Methods 0.000 description 6
- 235000019149 tocopherols Nutrition 0.000 description 5
- QUEDXNHFTDJVIY-UHFFFAOYSA-N γ-tocopherol Chemical class OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-UHFFFAOYSA-N 0.000 description 5
- 238000000199 molecular distillation Methods 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 235000019198 oils Nutrition 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 238000007796 conventional method Methods 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- 230000006866 deterioration Effects 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 229930014626 natural product Natural products 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- YYGNTYWPHWGJRM-UHFFFAOYSA-N (6E,10E,14E,18E)-2,6,10,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaene Chemical compound CC(C)=CCCC(C)=CCCC(C)=CCCC=C(C)CCC=C(C)CCC=C(C)C YYGNTYWPHWGJRM-UHFFFAOYSA-N 0.000 description 1
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 1
- BHEOSNUKNHRBNM-UHFFFAOYSA-N Tetramethylsqualene Natural products CC(=C)C(C)CCC(=C)C(C)CCC(C)=CCCC=C(C)CCC(C)C(=C)CCC(C)C(C)=C BHEOSNUKNHRBNM-UHFFFAOYSA-N 0.000 description 1
- 229930003427 Vitamin E Natural products 0.000 description 1
- 239000003463 adsorbent 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
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N dodecahydrosqualene Natural products CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 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 1
- 239000010903 husk Substances 0.000 description 1
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- 238000004811 liquid chromatography Methods 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- RGCLLPNLLBQHPF-HJWRWDBZSA-N phosphamidon Chemical compound CCN(CC)C(=O)C(\Cl)=C(/C)OP(=O)(OC)OC RGCLLPNLLBQHPF-HJWRWDBZSA-N 0.000 description 1
- 230000001766 physiological effect Effects 0.000 description 1
- 239000013557 residual solvent Substances 0.000 description 1
- 210000004894 snout Anatomy 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- TUHBEKDERLKLEC-UHFFFAOYSA-N squalene Natural products CC(=CCCC(=CCCC(=CCCC=C(/C)CCC=C(/C)CC=C(C)C)C)C)C TUHBEKDERLKLEC-UHFFFAOYSA-N 0.000 description 1
- 229940031439 squalene Drugs 0.000 description 1
- 239000011550 stock solution Substances 0.000 description 1
- 239000013076 target substance Substances 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000011709 vitamin E Substances 0.000 description 1
- 235000019165 vitamin E Nutrition 0.000 description 1
- 229940046009 vitamin E Drugs 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000010497 wheat germ oil Substances 0.000 description 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/54—Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids
Landscapes
- Pyrane Compounds (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP58156318A JPS6048981A (ja) | 1983-08-29 | 1983-08-29 | 高純度トコフェロ−ルの製造方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP58156318A JPS6048981A (ja) | 1983-08-29 | 1983-08-29 | 高純度トコフェロ−ルの製造方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6048981A true JPS6048981A (ja) | 1985-03-16 |
| JPS6157310B2 JPS6157310B2 (enrdf_load_stackoverflow) | 1986-12-06 |
Family
ID=15625174
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP58156318A Granted JPS6048981A (ja) | 1983-08-29 | 1983-08-29 | 高純度トコフェロ−ルの製造方法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6048981A (enrdf_load_stackoverflow) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6333337A (ja) * | 1986-06-17 | 1988-02-13 | インデナ・エッセ・ピ・ア | セレノア・レペンスの果実の抽出方法 |
| US6159347A (en) * | 1998-01-29 | 2000-12-12 | Eastman Chemical Company | Methods for separating a tocol from a tocol-containing mixture |
| US6706898B2 (en) | 1998-01-29 | 2004-03-16 | Archer-Daniels-Midland Company | Methods for separating a tocopherol from a tocopherol-containing mixture |
| US6867308B2 (en) | 2001-09-19 | 2005-03-15 | Archer-Daniels-Midland Company | Process for separation of tocopherols |
| JP2006097011A (ja) * | 2004-09-01 | 2006-04-13 | Malaysian Palm Oil Board | 特殊なパーム油製品およびその他の特殊な植物油製品 |
| JP2009530426A (ja) * | 2006-02-10 | 2009-08-27 | キャロテック エスディーエヌ．ビーエイチディー． | パーム油またはパーム油派生物から天然化合物の高度富化した画分を製造する方法 |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH03176881A (ja) * | 1989-12-01 | 1991-07-31 | Konica Corp | 磁気ディスク |
| JPH06290447A (ja) * | 1992-09-09 | 1994-10-18 | Matsushita Electric Ind Co Ltd | データ貯蔵用磁気記録媒体 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1356749A (en) * | 1971-06-03 | 1974-06-12 | Hag Ag | Method of production vegetable fats and oils |
-
1983
- 1983-08-29 JP JP58156318A patent/JPS6048981A/ja active Granted
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1356749A (en) * | 1971-06-03 | 1974-06-12 | Hag Ag | Method of production vegetable fats and oils |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6333337A (ja) * | 1986-06-17 | 1988-02-13 | インデナ・エッセ・ピ・ア | セレノア・レペンスの果実の抽出方法 |
| US6159347A (en) * | 1998-01-29 | 2000-12-12 | Eastman Chemical Company | Methods for separating a tocol from a tocol-containing mixture |
| US6224717B1 (en) | 1998-01-29 | 2001-05-01 | Eastman Chemical Company | Methods for separating a tocotrienol from a tocol-containing mixture and compositions thereof |
| US6706898B2 (en) | 1998-01-29 | 2004-03-16 | Archer-Daniels-Midland Company | Methods for separating a tocopherol from a tocopherol-containing mixture |
| US6867308B2 (en) | 2001-09-19 | 2005-03-15 | Archer-Daniels-Midland Company | Process for separation of tocopherols |
| JP2006097011A (ja) * | 2004-09-01 | 2006-04-13 | Malaysian Palm Oil Board | 特殊なパーム油製品およびその他の特殊な植物油製品 |
| JP2013100506A (ja) * | 2004-09-01 | 2013-05-23 | Malaysian Palm Oil Board | 特殊なパーム油製品およびその他の特殊な植物油製品 |
| JP2009530426A (ja) * | 2006-02-10 | 2009-08-27 | キャロテック エスディーエヌ．ビーエイチディー． | パーム油またはパーム油派生物から天然化合物の高度富化した画分を製造する方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6157310B2 (enrdf_load_stackoverflow) | 1986-12-06 |
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