CN103265425A - Method for preparing conjugated linoleic acid through stannate catalysis - Google Patents

Method for preparing conjugated linoleic acid through stannate catalysis Download PDF

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Publication number
CN103265425A
CN103265425A CN2013102075525A CN201310207552A CN103265425A CN 103265425 A CN103265425 A CN 103265425A CN 2013102075525 A CN2013102075525 A CN 2013102075525A CN 201310207552 A CN201310207552 A CN 201310207552A CN 103265425 A CN103265425 A CN 103265425A
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CN
China
Prior art keywords
stannate
linolic acid
catalyzer
conjugated linolic
linoleic acid
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CN2013102075525A
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Chinese (zh)
Inventor
陈杰博
陈新香
蔡珠玉
苏金为
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Fujian Agriculture and Forestry University
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Fujian Agriculture and Forestry University
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Application filed by Fujian Agriculture and Forestry University filed Critical Fujian Agriculture and Forestry University
Priority to CN2013102075525A priority Critical patent/CN103265425A/en
Publication of CN103265425A publication Critical patent/CN103265425A/en
Pending legal-status Critical Current

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Abstract

The invention discloses a method for preparing conjugated linoleic acid through stannate catalysis. The method adopts linoleic acid so as to obtain conjugated linoleic acid directly by use of stannate catalytic isomerization and a filtering catalyst. According to the method disclosed by the invention, the catalyst has the characteristics of high catalytic efficiency, low price, good stability, simple after-treatment, low production cost, little pollution in production processes and the like.

Description

A kind of method of stannate catalytic preparation conjugated linolic acid
Technical field
The invention belongs to chemical field, be specifically related to a kind of method of utilizing stannate catalytic preparation conjugated linolic acid.
Background technology
Conjugated linolic acid (CLA) is a kind of polyunsaturated fatty acid with physiologically active, is by indispensable fatty acid--the multiple position of the conjugated dienes acid that linolic acid is derived and the general name of geometrical isomer, and namely linolic acid 9, the secondary derivative of 12-18:2, its main positions isomer has four kinds, that is: 8,10-. 9,11-, 10,12-and 11,13-, and every kind of positional isomers has four kinds of geometrical isomers, and like this, the steric isomer of conjugated linolic acid just reaches tens kinds.Conjugated linolic acid in the natural food (CLA) mainly is present in cattle and sheep etc. and ruminates in the butterfat and meat product of (cud) animal the microorganism belonging to genus meta-bolites.Conjugated linolic acid (CLA) also is present in the tissue blood of other animal on a small quantity.Conjugated linolic acid in the plant (CLA) content seldom, conjugated linolic acid in the food of ocean (CLA) content is also seldom.
Discover over nearly 10 years in the world, conjugated linolic acid (CLA) have promote cell fission, promote growth, improve body immunity, anticancer, anti-congee shape arteriosclerosis, anti-oxidant, improve metabolism of bone tissue, increase bone and form various biological effects such as speed, releasing osteoporosis and rheumatic arthritis, have much medicine, food and feed development and be worth.Usually, the meat of ruminating animals such as cattle and sheep and milk preparation are the main sources of human picked-up conjugated linolic acid (CLA), but content is very low, even be the western countries of staple food with the meat milk preparation, the intake per capita of conjugated linolic acid (CLA) is also less than recommending effectively metering really 1/3, therefore, the research and development of conjugated linolic acid (CLA) become a heat subject of international research in recent years.
Linolic acid is converted into the research of conjugated linolic acid (CLA) at present both at home and abroad and produces report and mainly be divided into biological isomerate process and chemical isomerization method, biological isomerate process is to utilize cud bacterium, bacterium acidi propionici, milk-acid bacteria that linolic acid is converted into conjugated linolic acid (CLA), the high specificity of biotransformation method, active CLA content of isomer height in the product, the reaction conditions gentleness, but productive rate is low, the preparation cost height, and be difficult to be applied to scale operation.The common chemical isomerate process is high temperature alkali isomerization method, be raw material with linolic acid or methyl linoleate, under the effect of highly basic, make two key conjugations, obtain the isomerized mixture of CLA, the catalyzer that high temperature alkali isomerization method adopts is highly basic, mainly contains highly basic such as KOH, NaOH, sodium methylate, sodium ethylate.Yet the soap that highly basic and fatty acid response form needs to add a large amount of acid and neutralizes after reaction finishes, so not only increased the production cost of CLA greatly, has also caused environmental pollution; Simultaneously, evenly mix with grease in order to make highly basic, often need to add a large amount of organic solvents, caused CLA to separate the difficulty of purifying, for the edible safety of CLA has stayed hidden danger.Bernas etc. are Ru, Ni, and Pt, Pd, Rh, Ir, Os are carried on Al respectively 2O 3, SiO 2, SiO 2, Al 2O 3, MCM-22 makes heterogeneous catalyst on the carriers such as H-MCM-41 and C, and catalytic result shows that the chemisorption hydrogen ability of catalyzer has material impact to linoleic transformation efficiency, and metal Ru and Ni show best conjugation catalytic performance.But there is obvious defects in these catalyzer, at first, noble metal support is on carrier, the precious metal obscission takes place easily, make the easy inactivation of catalyzer, namely the repeat performance of catalyzer reduces, simultaneously, owing to residue among the CLA after precious metal comes off, CLA is polluted, influenced the use safety of CLA.Above-mentioned each method is by the aftertreatment complexity, and factors such as production cost height are difficult to apply.Therefore, the focus that exploitation is solvent-free, simple, the eco-friendly CLA preparation method of separation purification becomes CLA research.
Summary of the invention
The object of the present invention is to provide a kind of method of utilizing stannate catalytic preparation conjugated linolic acid, catalyzer of the present invention has the catalytic efficiency height, the catalyzer low price, stability is good, aftertreatment is simple, and production cost is low, and production process does not produce characteristics such as pollution.
For achieving the above object, the present invention adopts following technical scheme:
A kind of method of stannate catalytic preparation conjugated linolic acid is catalyzer for utilizing stannate, and linolic acid is that raw material prepares conjugated linolic acid.May further comprise the steps:
(1) Preparation of catalysts: with stannate under nitrogen protection, 300-400 ℃ of roasting 2h;
(2) feed intake: be that the linolic acid undecane solution of 0.01-1mol/L joins in the reactor with concentration, add the stannate catalyzer of the step (1) that accounts for solution total mass 1-20% again, logical nitrogen 10 minutes is removed the oxygen in the reactor;
(3) isomerization reaction: reactant was in 180 ℃ of following reacting by heating 6-24 hours;
(4) centrifugation catalyzer, molecular distillation namely obtains conjugated linolic acid.
Described stannate is sodium stannate, potassium stannate, zinc, calcium stannate, magnesium stannate, a kind of in the stannic acid iron.
Remarkable advantage of the present invention is: catalyzer of the present invention has the catalytic efficiency height, the catalyzer low price, and stability is good, and aftertreatment is simple, and production cost is low, and production process does not produce characteristics such as pollution.
Embodiment
Embodiment 1:
(1)Preparation of catalysts: under the sodium stannate nitrogen protection, 300 ℃ of roasting 2h.
(2) feed intake: 0.01mol/L linolic acid undecane solution is joined in the reactor, add that to account for the solution gross weight be 5% stannate catalyzer again, logical nitrogen 10 minutes is removed the oxygen in the reactor.
(3) isomerization reaction: reactant was in 180 ℃ of following reacting by heating 6 hours.
(4) centrifugation catalyzer, molecular distillation namely obtains conjugated linolic acid, and the transformation efficiency of conjugated linolic acid is 85%.
Embodiment 2:
(1) Preparation of catalysts: under the potassium stannate nitrogen protection, 350 ℃ of roasting 2h.
(2) feed intake: 0. 1mol/L linolic acid undecane solution is joined in the reactor, add that to account for the solution gross weight be 10% stannate catalyzer again, logical nitrogen 10 minutes is removed the oxygen in the reactor.
(3) isomerization reaction: reactant was in 180 ℃ of following reacting by heating 18 hours.
(4) centrifugation catalyzer, molecular distillation namely obtains conjugated linolic acid, and the transformation efficiency of conjugated linolic acid is 72%.
Embodiment 3:
(1) Preparation of catalysts: under the potassium stannate nitrogen protection, 400 ℃ of roasting 2h.
(2) feed intake: 1mol/L linolic acid undecane solution is joined in the reactor, add that to account for the solution gross weight be 20% stannate catalyzer again, logical nitrogen 10 minutes is removed the oxygen in the reactor.
(3) isomerization reaction: reactant was in 180 ℃ of following reacting by heating 24 hours.
(4) centrifugation catalyzer, molecular distillation namely obtains conjugated linolic acid, and the transformation efficiency of conjugated linolic acid is 68%.
The above only is preferred embodiment of the present invention, and all equalizations of doing according to the present patent application claim change and modify, and all should belong to covering scope of the present invention.

Claims (3)

1. the method for a stannate catalytic preparation conjugated linolic acid, it is characterized in that: utilize stannate to be catalyzer, linolic acid is that raw material prepares conjugated linolic acid.
2. the method for stannate catalytic preparation conjugated linolic acid according to claim 1 is characterized in that: may further comprise the steps:
(1) Preparation of catalysts: with stannate under nitrogen protection, 300-400 ℃ of roasting 2h;
(2) feed intake: be that the linolic acid undecane solution of 0.01-1mol/L joins in the reactor with concentration, add the stannate catalyzer of the step (1) that accounts for solution total mass 1-20% again, logical nitrogen 10 minutes is removed the oxygen in the reactor;
(3) isomerization reaction: reactant was in 180 ℃ of following reacting by heating 6-24 hours;
(4) centrifugation catalyzer, molecular distillation namely obtains conjugated linolic acid.
3. the method for stannate catalytic preparation conjugated linolic acid according to claim 1 and 2, it is characterized in that: described stannate is sodium stannate, potassium stannate, zinc, calcium stannate, magnesium stannate, a kind of in the stannic acid iron.
CN2013102075525A 2013-05-30 2013-05-30 Method for preparing conjugated linoleic acid through stannate catalysis Pending CN103265425A (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105195206A (en) * 2015-09-25 2015-12-30 仲恺农业工程学院 Application of alkali modified molecular sieve serving as catalyst in reaction for conjugation preparation of conjugated linoleic acid though coin oil

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6034132A (en) * 1998-01-05 2000-03-07 Natural Nutrition Ltd. As Method of reducing bodyweight and treating obesity
CN1361096A (en) * 2000-12-28 2002-07-31 中国科学院上海药物研究所 Prepn of conjugated linoleic acid
CN1415718A (en) * 2002-11-12 2003-05-07 上海大学 Method for producing conjugation linoleic acid
CN101565367A (en) * 2009-05-27 2009-10-28 浙江大学 Preparation method of conjugated linoleic acid
CN101879444A (en) * 2010-06-07 2010-11-10 湖南大学 Preparation and application of stannate solid alkali catalyst

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6034132A (en) * 1998-01-05 2000-03-07 Natural Nutrition Ltd. As Method of reducing bodyweight and treating obesity
CN1361096A (en) * 2000-12-28 2002-07-31 中国科学院上海药物研究所 Prepn of conjugated linoleic acid
CN1415718A (en) * 2002-11-12 2003-05-07 上海大学 Method for producing conjugation linoleic acid
CN101565367A (en) * 2009-05-27 2009-10-28 浙江大学 Preparation method of conjugated linoleic acid
CN101879444A (en) * 2010-06-07 2010-11-10 湖南大学 Preparation and application of stannate solid alkali catalyst

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
韦玉丹等: "近十年固体超强碱催化剂的研究进展", 《催化化学》 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105195206A (en) * 2015-09-25 2015-12-30 仲恺农业工程学院 Application of alkali modified molecular sieve serving as catalyst in reaction for conjugation preparation of conjugated linoleic acid though coin oil

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Application publication date: 20130828