Method of preparing conjugated linolenate from plant oil

A technology of conjugated linoleic acid esters and vegetable oils, which is applied in the preparation of ester groups and hydroxyl groups, organic chemistry, etc., can solve the problems of serious equipment corrosion, large wastewater discharge, and complicated post-treatment, and achieve convenient operation and low content , the effect of reducing production costs

Active Publication Date: 2007-08-15
INNOBIO CORP LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, in our research, we found that using concentrated sulfuric acid as a catalyst to catalyze the esterification reaction between CLA and alcohol, in addition to the strong oxidizing and dehydrating properties of concentrated sulfuric acid, it leads to many side reactions, complex post-treatment, large wastewater discharge, and serious corrosion of equipment. And other disadvantages, in addition to bringing great pressure on environmental protection, in the obtained conjugated linoleate products, except c9, t11- / t9, c11-conjugated linoleate other conjugated linoleate High content, such as conjugated linoleate isomers with configurations t9, t11-, t10, t12-, c9, c11- and c10, c12-, etc.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] ① Alkali-catalyzed isomerization: Put 600 liters of safflower oil, 450 liters of water, and 150 kg of NaOH into the reaction kettle in sequence, vacuumize, replace with nitrogen three times, heat up to 180°C, and stir for 8 hours;

[0031] ② Acidification: Add sulfuric acid to the saponified material to adjust the pH value to 1-3, stir for 30 minutes, and let it stand for half an hour to separate the oil phase product;

[0032] ③Washing: Wash the acidified oil phase with hot water at 70°C until the pH is 6-7;

[0033] ④Falling film degassing: temperature 100℃, feed flow rate 90L / h;

[0034] ⑤Molecular distillation: Degas the crude product of step ③ through falling film and then carry out molecular distillation. Control the distillation process conditions: distillation temperature is 165°C, vacuum degree is 4-10 Pa, and feed flow rate is 30L / h;

[0035] ⑥Add 1300ml methanol and 95g NaHSO to 1200g conjugated linoleic acid 4 ·H 2 O, heated to reflux for 7.5 hours;

[0...

Embodiment 2

[0038] ① Alkali-catalyzed isomerization: Put 6 liters of sunflower oil, 3 liters of water, and 1.4 kg of KOH into the reaction kettle in turn, vacuumize, replace with nitrogen three times, heat up to 200°C, and stir for 10 hours;

[0039] ② Acidification: Add sulfuric acid to the saponified material to adjust the pH value to 1-3, stir for 30 minutes, and let it stand for half an hour to separate the oil phase product;

[0040] ③Washing: Wash the acidified oil phase with hot water at 70°C until the pH is 6-7;

[0041] ④Falling film degassing: temperature 130°C, feed flow rate 95L / h;

[0042] ⑤Molecular distillation: The crude product in step 3) is degassed by falling film and then molecularly distilled, and the distillation process conditions are controlled: the distillation temperature is 175°C, the vacuum degree is 4-10 Pa, and the feeding speed is controlled at 30-40L / h

[0043] ⑥Add 360ml absolute ethanol and 18g NaHSO to 216g conjugated linoleic acid 4 ·H 2 O, react a...

Embodiment 3

[0046] ① Alkali-catalyzed isomerization: Put 200 liters of safflower oil, 150 liters of water, and 50 kg of NaOH into the reaction kettle in sequence, vacuumize, replace with nitrogen three times, heat up to 190°C, and stir for 8 hours;

[0047] ② Acidification: Add sulfuric acid to the saponified material to adjust the pH value to 1-3, stir for 30 minutes, and let it stand for half an hour to separate the oil phase product;

[0048] ③Washing: Wash the acidified oil phase with hot water at 65°C until the pH is 6-7;

[0049] ④Falling film degassing: temperature 100°C, feed flow rate 100L / h;

[0050]⑤Molecular distillation: Degas the crude product of step ③ through falling film and then carry out molecular distillation. Control the distillation process conditions: distillation temperature is 170°C, vacuum degree is 4-10 Pa, and feed flow rate is 30L / h;

[0051] ⑥ Add 280 grams of methanol and 25 grams of KHSO to 320 grams of conjugated linoleic acid 4 , react at 80°C for 7 hou...

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PUM

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Abstract

The invention discloses a making method of conjugated linolenate with little impurity, which comprises the following steps: adopting natural plant oil as raw material; catalyzing and isomerizing plant oil through alkaline; acidifying; washing; evaporating; obtaining conjugated linolenate as middle product; esterifying conjugated linolenate catalyzed by bisulfate and carbinol / alcohol; obtaining the product.

Description

technical field [0001] The invention relates to a method for preparing conjugated linoleic acid esters from vegetable oil, in particular to the preparation of methyl / ethyl conjugated linoleic acid esters. Background technique [0002] Conjugated Linoleic Acid (CLA) is a mixture of a series of octadecadienoic acids containing conjugated double bonds, the active ingredient of which is cis 9, trans 11-conjugated linoleic acid (c9, t11 -CLA) and trans 10, cis 12-conjugated linoleic acid (t9, c11-CLA). These ingredients are very active in preventing and treating hyperlipidemia, arteriosclerosis, diabetes and its complications, increasing the resistance of cells to free radicals, and improving the immune function of the human body. Conjugated linoleic acid esters have excellent lipophilicity. These products help to broaden the application fields of CLA and are more conducive to the exertion of CLA activity. [0003] Natural vegetable oil rich in triglyceride linoleate is an impo...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C67/03C07C69/58
Inventor 吴文忠刘明徐维锋刘强
Owner INNOBIO CORP LTD
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