JPS61257945A - 脂肪酸エチルエステルの製造法 - Google Patents
脂肪酸エチルエステルの製造法Info
- Publication number
- JPS61257945A JPS61257945A JP60097927A JP9792785A JPS61257945A JP S61257945 A JPS61257945 A JP S61257945A JP 60097927 A JP60097927 A JP 60097927A JP 9792785 A JP9792785 A JP 9792785A JP S61257945 A JPS61257945 A JP S61257945A
- Authority
- JP
- Japan
- Prior art keywords
- soy sauce
- oil
- fatty acid
- ethyl ester
- reduced pressure
- 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
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 10
- 235000014113 dietary fatty acids Nutrition 0.000 title claims description 26
- 229930195729 fatty acid Natural products 0.000 title claims description 26
- 239000000194 fatty acid Substances 0.000 title claims description 26
- 150000004665 fatty acids Chemical class 0.000 title description 4
- 125000004494 ethyl ester group Chemical group 0.000 title description 3
- 235000013555 soy sauce Nutrition 0.000 claims abstract description 43
- 230000001877 deodorizing effect Effects 0.000 claims abstract description 5
- 238000004821 distillation Methods 0.000 abstract description 13
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract description 12
- 238000000034 method Methods 0.000 abstract description 12
- 230000009965 odorless effect Effects 0.000 abstract description 9
- 239000002994 raw material Substances 0.000 abstract description 9
- FMMOOAYVCKXGMF-MURFETPASA-N ethyl linoleate Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(=O)OCC FMMOOAYVCKXGMF-MURFETPASA-N 0.000 abstract description 5
- FMMOOAYVCKXGMF-UHFFFAOYSA-N linoleic acid ethyl ester Natural products CCCCCC=CCC=CCCCCCCCC(=O)OCC FMMOOAYVCKXGMF-UHFFFAOYSA-N 0.000 abstract description 5
- 239000006227 byproduct Substances 0.000 abstract description 4
- 230000000694 effects Effects 0.000 abstract description 4
- 229930014626 natural product Natural products 0.000 abstract description 4
- 238000000746 purification Methods 0.000 abstract description 4
- 238000003756 stirring Methods 0.000 abstract description 4
- 229940031016 ethyl linoleate Drugs 0.000 abstract description 3
- 238000001914 filtration Methods 0.000 abstract description 3
- 238000005292 vacuum distillation Methods 0.000 abstract description 3
- 239000000654 additive Substances 0.000 abstract description 2
- 238000007664 blowing Methods 0.000 abstract description 2
- 239000002537 cosmetic Substances 0.000 abstract description 2
- 239000003814 drug Substances 0.000 abstract description 2
- 235000013305 food Nutrition 0.000 abstract description 2
- 238000010438 heat treatment Methods 0.000 abstract description 2
- 238000010189 synthetic method Methods 0.000 abstract description 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 229940079593 drug Drugs 0.000 abstract 1
- 239000000975 dye Substances 0.000 abstract 1
- JYYFMIOPGOFNPK-AGRJPVHOSA-N ethyl linolenate Chemical compound CCOC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC JYYFMIOPGOFNPK-AGRJPVHOSA-N 0.000 abstract 1
- JYYFMIOPGOFNPK-UHFFFAOYSA-N ethyl linolenate Natural products CCOC(=O)CCCCCCCC=CCC=CCC=CCC JYYFMIOPGOFNPK-UHFFFAOYSA-N 0.000 abstract 1
- 229940090028 ethyl linolenate Drugs 0.000 abstract 1
- 238000010792 warming Methods 0.000 abstract 1
- 239000003921 oil Substances 0.000 description 26
- 235000010469 Glycine max Nutrition 0.000 description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 239000001058 brown pigment Substances 0.000 description 6
- 238000004458 analytical method Methods 0.000 description 5
- 235000021588 free fatty acids Nutrition 0.000 description 5
- 239000003925 fat Substances 0.000 description 4
- 235000019197 fats Nutrition 0.000 description 4
- 238000004042 decolorization Methods 0.000 description 3
- 238000004332 deodorization Methods 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 240000006439 Aspergillus oryzae Species 0.000 description 2
- 235000002247 Aspergillus oryzae Nutrition 0.000 description 2
- 244000068988 Glycine max Species 0.000 description 2
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 2
- 230000002790 anti-mutagenic effect Effects 0.000 description 2
- 238000007705 chemical test Methods 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 235000019441 ethanol Nutrition 0.000 description 2
- 239000000796 flavoring agent Substances 0.000 description 2
- 235000019634 flavors Nutrition 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 150000002632 lipids Chemical class 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 238000003825 pressing Methods 0.000 description 2
- 238000001256 steam distillation Methods 0.000 description 2
- 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
- 241000894006 Bacteria Species 0.000 description 1
- 244000294411 Mirabilis expansa Species 0.000 description 1
- 235000015429 Mirabilis expansa Nutrition 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 238000006136 alcoholysis reaction Methods 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000010730 cutting oil Substances 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 210000000416 exudates and transudate Anatomy 0.000 description 1
- 238000000855 fermentation Methods 0.000 description 1
- 230000004151 fermentation Effects 0.000 description 1
- 238000007667 floating Methods 0.000 description 1
- 235000011194 food seasoning agent Nutrition 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 125000005456 glyceride group Chemical group 0.000 description 1
- 239000001963 growth medium Substances 0.000 description 1
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 238000009629 microbiological culture Methods 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 235000013536 miso Nutrition 0.000 description 1
- 238000000199 molecular distillation Methods 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 229930182490 saponin Natural products 0.000 description 1
- 150000007949 saponins Chemical class 0.000 description 1
- 235000017709 saponins Nutrition 0.000 description 1
- 150000003431 steroids Chemical class 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Fats And Perfumes (AREA)
- Soy Sauces And Products Related Thereto (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP60097927A JPS61257945A (ja) | 1985-05-10 | 1985-05-10 | 脂肪酸エチルエステルの製造法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP60097927A JPS61257945A (ja) | 1985-05-10 | 1985-05-10 | 脂肪酸エチルエステルの製造法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS61257945A true JPS61257945A (ja) | 1986-11-15 |
| JPH0362705B2 JPH0362705B2 (enExample) | 1991-09-26 |
Family
ID=14205309
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP60097927A Granted JPS61257945A (ja) | 1985-05-10 | 1985-05-10 | 脂肪酸エチルエステルの製造法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS61257945A (enExample) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH01316344A (ja) * | 1988-03-23 | 1989-12-21 | Yoshitomi Pharmaceut Ind Ltd | 色素物質の除去法 |
| WO2004065532A1 (de) * | 2003-01-22 | 2004-08-05 | Cognis Ip Management Gmbh | Geruchsminderung von ölkomponenten durch adsorption mit polymeren adsorbentien |
| CN112979466A (zh) * | 2021-03-02 | 2021-06-18 | 江西益普生药业有限公司 | 一种药用油酸乙酯的精制装置及其使用方法 |
-
1985
- 1985-05-10 JP JP60097927A patent/JPS61257945A/ja active Granted
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH01316344A (ja) * | 1988-03-23 | 1989-12-21 | Yoshitomi Pharmaceut Ind Ltd | 色素物質の除去法 |
| WO2004065532A1 (de) * | 2003-01-22 | 2004-08-05 | Cognis Ip Management Gmbh | Geruchsminderung von ölkomponenten durch adsorption mit polymeren adsorbentien |
| US7459574B2 (en) | 2003-01-22 | 2008-12-02 | Cognis Ip Management Gmbh | Reducing the odor of oil components by means of adsorption with polymeric adsorbing agents |
| CN112979466A (zh) * | 2021-03-02 | 2021-06-18 | 江西益普生药业有限公司 | 一种药用油酸乙酯的精制装置及其使用方法 |
| CN112979466B (zh) * | 2021-03-02 | 2023-08-25 | 江西益普生药业有限公司 | 一种药用油酸乙酯的精制装置的使用方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0362705B2 (enExample) | 1991-09-26 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US4232122A (en) | Antioxidants, antioxidant compositions and methods of preparing and using same | |
| CN104394702B (zh) | 用于不断富集由微藻产生的、具有dha乙酯的一种油的方法 | |
| RU2422498C2 (ru) | Способ получения диолеоил пальмитоил глицерида | |
| US4218489A (en) | Antioxidants, antioxidant compositions and methods of preparing and using same | |
| JP2006506483A (ja) | リパーゼ触媒した海産油のエステル化 | |
| EP1209239A3 (en) | Process for producing dietary sterol fatty acid esters | |
| JP2007259866A (ja) | ホスファチドの製造と使用 | |
| JPH04261497A (ja) | ジグリセリドに富む油脂の脱臭工程における不均化反応を抑制する方法 | |
| JP3836231B2 (ja) | ホタテガイ中腸腺から得られる高度不飽和脂肪酸含有油及びその製造方法 | |
| US20110076358A1 (en) | Process for producing diacylglycerol-rich fat or oil | |
| JPS61257945A (ja) | 脂肪酸エチルエステルの製造法 | |
| CN109880857A (zh) | 一种从微生物发酵得到的毛油中制备高纯度dha甘油酯的方法 | |
| US20020049346A1 (en) | CLA-esters | |
| JP6426192B2 (ja) | トリテルペンエステルの濃縮 | |
| JPH02501622A (ja) | シス‐９‐オクタデセン酸組成物の製造方法 | |
| JP2562009B2 (ja) | ドコサヘキサエン酸のグリセリド | |
| JPS6030515B2 (ja) | カロチノイド色素の収得法 | |
| JPS62287A (ja) | 酵素による油脂の精製法 | |
| JP3565673B2 (ja) | 香り高い清酒の製造法 | |
| JPH03259049A (ja) | 機能性食品素材 | |
| JPH05176687A (ja) | レシチンの改質方法及び該レシチンを含む食用油脂組成物 | |
| JPS5950705B2 (ja) | 色素カロチノイドの収得法 | |
| JP4707281B2 (ja) | 光学活性エステル | |
| EP1167340B1 (en) | Cla-esters | |
| JP4870275B2 (ja) | 香料組成物 |