CN100537509C - Method for extracting isostearic acid from mono acid - Google Patents
Method for extracting isostearic acid from mono acid Download PDFInfo
- Publication number
- CN100537509C CN100537509C CNB2006100973444A CN200610097344A CN100537509C CN 100537509 C CN100537509 C CN 100537509C CN B2006100973444 A CNB2006100973444 A CN B2006100973444A CN 200610097344 A CN200610097344 A CN 200610097344A CN 100537509 C CN100537509 C CN 100537509C
- Authority
- CN
- China
- Prior art keywords
- acid
- unimac
- urea
- extracting
- product
- 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.)
- Expired - Fee Related
Links
Abstract
The present invention discloses process of extracting isostearic acid from mono acid, and the process is simple and has facile material, high product yield and low product cost. The process includes the following steps: 1. adding carbamide and solvent into reactor, stirring and reflux heating to 30-80 deg.c in a water bath to dissolve carbamide and obtain clear solution; 2. adding material mono acid before further reflux for 0.5-5 hr and stopping heating; 3. cooling the resultant to room temperature and cold separating at -10 deg.c to 20 deg.c for 1-20 hr; 4. suction filtering the cold separated resultant to obtain white fatty acid-urea inclusion compound and yellow filtrate; 5. vacuum distilling the filtrate to eliminate solvent; and 6 washing the product with hot water and stoving in a stove at 30-100 deg.c to obtain the isostearic acid product.
Description
Technical field
The present invention relates to a kind of method of extracting Unimac 5680, more specifically to a kind of method of from single acid, extracting Unimac 5680.
Background technology
Unimac 5680 is the mixture of branched chain methyl lipid acid, and its fusing point is low, and iodine number is low, oxidative stability good, can be used for preparing the cream kind makeup,, have slight sorbency as thickening material and emollients, form one deck film that do, no greasy feeling, the soft and moist effect certain at skin to skin oil.Glycerin polyoxyethylene ether Pyrrolidonecarboxylic acid Unimac 5680 diester joins in the stable cosmetic that contains xitix 2-phosphoric acid ester sodium and polyvalent alcohol, and skin is had tangible humidification, simultaneously skin is also had whitening effect.In ultra light sun block lotion, the water-in-oil emulsion of Unimac 5680 polyglycerol ester and hexadecyl silicone polymer not only can improve spf value greatly, and higher anti-water activity is arranged, and active matter content is low, and effect is good.The polyol ester of Unimac 5680 can be used as the liquid oils in the lipstick.The quaternary ammonium salt of Unimac 5680 can be used as fibre finishing, and alkylol amide, basic soap etc. is widely used in washing one's hands and face in the series products as tensio-active agent.The derivative of Unimac 5680 can be used as the antioxidant of gear oil, the additive of food preservatives, the base oil of two circulation machine oils etc.
Industrially produce dimeracid, approximately can obtain 60% dimeracid, follow to obtain single acid of about 35% with oleic acid.China begins to produce dimeracid from the later stage seventies 20th century, be in developing period at present, chemical industry is produced dimeracid output and is reached tens thousand of ton/years, the annual overall throughput of U.S.'s dimeracid surpasses 80,000 tons, and the overall throughput of Japan reaches 8000 tons/year, and output is rising always, the Unimac 5680 of its by-product is a considerable number of, if can be with simple, lower-cost method extracts it, can create certain economic and be worth.
Early stage a kind of method of separating straight-chain acid and branched acids is that acid mixture is dissolved in the alcoholic solution of heat, with the alcoholic solution reaction of plumbic acetate, separates out the lead salt of straight-chain acid after the cooling.But the result of this method is not too satisfactory, because straight-chain acid and branched acids all may form salt with plumbic acetate.
German Patent 829296 has been reported from contain mixture of isomers the process of separating straight-chain acid, separates straight-chain acid by precipitation in the aqueous solution of the heavy metallic salt of straight-chain acid or alkaline earth salt or non-aqueous solution.But the separating effect of this method is unsatisfactory, because the alkaline earth salt by the precipitate and separate straight-chain acid needs long-time the filtration in the aqueous solution, and the specific filtration resistance of gummy precipitation is difficult.
Use column chromatography also can separate straight-chain acid and branched acids very easily.Acid mixture and urea according to certain mixed, are dissolved in the methanol solution, and add 2 times of Celite545 to weight of urea, shake up back evaporate to dryness on Rotary Evaporators.The solid that obtains is packed in the chromatographic column, slowly add V.M.. naphtha (boiling point is 60～80 ℃ a cut), saturated up to pillar.Use the V.M.. naphtha wash-out, can obtain branched acids, can obtain straight-chain acid with methanol-eluted fractions.Because the compatibility of V.M.. naphtha and methyl alcohol is limited, between need be used the ether wash-out, and what obtain is straight-chain acid and branched acids and mixture.Eluate is poured in the water, with ether extraction three times.The washing of ether extract, dry back evaporation ether can obtain acid constituents.This method separation efficiency height, but be not suitable for industrial separation of produced in enormous quantities.
United States Patent (USP) 2812342 has been reported the process of producing Unimac 5680 from single acid: earlier will single sour hydrogenation to iodine number about 10, basically all oleic acid are changed into stearic acid, overwhelming majority isooleic acid change into Unimac 5680, again with the low-temperature solvent partition method just separating, Unimac 5680.Last fractionation by distillation small amount of light fraction and residue obtain that look shallow, good stability, Unimac 5680 that congealing point is low.The great advantage of solvent separation is that technological principle is simple, and is easy to operate.But need to reclaim a large amount of organic solvents, separation efficiency is not high, and solvent has certain influence to product, can form a spot of methyl esters as make solvent with methyl alcohol.
Therefore it is imperative to develop a kind of new method of separating Unimac 5680 from single acid.
Summary of the invention
The invention solves above-mentioned the deficiencies in the prior art and problem, a kind of method of extracting Unimac 5680 from single acid is provided, this method technology is simple, and raw material cheaply is easy to get, the yield height of product, and product cost is lower.
The present invention is achieved by the following technical solutions:
The method of extracting Unimac 5680 from single acid of the present invention may further comprise the steps:
(1) urea and solvent are added in the reactor, heating in water bath to 30～80 ℃ under the condition that stirs and reflux, and under this temperature, constantly stir, make the urea dissolving, obtain settled solution;
(2) add former material list acid, continue to reflux 0.5～5 hour, stop stirring heating;
(3) after reactant is cooled to room temperature, cold analysis 1～20 hour, the cold analysis temperature is-10～20 ℃;
(4) reactant after the cold analysis is carried out suction filtration, obtain the lipid acid-urea inclusion thing and the lurid filtrate of white;
(5) filtrate is carried out underpressure distillation, remove and desolvate;
(6) obtain product with the hot water washing, dry in 30～100 ℃ constant temperature oven, obtain the Unimac 5680 product.
In the method for extracting Unimac 5680 from single acid of the present invention, the weight proportion of described raw material urea and solvent is preferably 3:3～3:8; Described urea is preferably urea or thiocarbamide; Described solvent is preferably methyl alcohol, ethanol, Virahol or butanols; Described solvent comprises water amount is 0～30%, is preferably 0～15%; Described urea is preferably 1:1～4:1 with the weight proportion of single acid, and described single acid is preferably the by product of carclazyte catalysis oleic acid or linolic acid production dimeracid; Return time described in the step (2) is preferably 0.5～3 hour;
The method of from single acid, extracting Unimac 5680 of the present invention, the pressure of underpressure distillation preferably is controlled at 0.09～0.15MPa in its step (5); Temperature is controlled at 30～50 ℃.
The method of extracting Unimac 5680 from single acid of the present invention, the hot water washing temperature described in its step (6) is preferably 40～90 ℃.
A kind of extracting mode of the present invention is as follows:
(1) 3kg urea and 7kg dehydrated alcohol are added have in the reactor of agitator and reflux exchanger, heating in water bath to 68 ℃ under the condition that stirs and reflux makes the urea dissolving, obtains settled solution;
(2) add 1kg carclazyte catalysis oleic acid, continued stirring and refluxing 30 minutes, stopped reaction;
(3) after reactant is cooled to room temperature, put into 10 ℃ refrigerator, cold analysis 15 hours;
(4) reactant after the suction filtration cold analysis obtains white lipid acid-urea inclusion thing and lurid filtrate;
(5) filtrate is carried out underpressure distillation when pressure is 37 ℃ of 0.09Mpa, temperature, remove the dehydrated alcohol that desolvates;
(6) with 70 ℃ hot water washing, dry in 70 ℃ constant temperature oven, obtain the Unimac 5680 product.
The invention has the beneficial effects as follows: extracting method is fairly simple, and technical process is simple, and raw material cheaply is easy to get; Used solvent is easy to get, and toxicity is little, and the rate of recovery can reach 80%, and environmentally safe, is applicable to extensive separation, and its industrial prospect is comparatively wide.
Embodiment
Below by specific embodiment explanation the present invention, but the present invention not merely is defined in these embodiment.
Embodiment 1
3kg urea and the adding of 7kg dehydrated alcohol are had in the reactor of agitator and reflux exchanger, heating in water bath to 68 ℃ under the condition that stirs and reflux, make the urea dissolving, obtain settled solution, add 1kg carclazyte catalysis oleic acid, continued stirring and refluxing 30 minutes, stopped reaction, after reactant is cooled to room temperature, put into 10 ℃ refrigerator, cold analysis 15 hours.Therefore reactant after the suction filtration cold analysis obtains the lipid acid-urea inclusion thing and the lurid filtrate of white, and inclusion complex is dissolved in water and can reclaims urea, and obtains the stearic acid of straight chain, contains solvent and Unimac 5680 in the filtrate, wants separated and collects.
Filtrate is carried out underpressure distillation when pressure is 37 ℃ of 0.09Mpa, temperature, removes dehydrated alcohol, solvent recovering yield can reach 80%.With the washing of 70 ℃ hot water, dry in 70 ℃ constant temperature oven, obtain 353g Unimac 5680 product, yield is 35.3%, the rate of recovery be in the carclazyte catalysis oleic acid Unimac 5680 theoretical content 90.3%.The zero pour of product is 8 ℃, and acid number is 174.6mgKOH/g, and saponification value is 186.4mgKOH/g.
Embodiment 2
Change the solvent among the embodiment 1 aqueous ethanolic solution of 8kg95% into, remaining extraction step is with embodiment 1, and the result obtains Unimac 5680 303g, and yield is 30.3%, the rate of recovery be in single acid the Unimac 5680 theoretical content 84.4%.After measured, the acid number of product is 177.4mgKOH/g, and saponification value is 182.4mgKOH/g.
Embodiment 3
The methanol aqueous solution adding of 3kg urea and 6kg 95% is had in the reactor of agitator and reflux exchanger, heating in water bath to 68 ℃ under the condition that stirs and reflux, the very fast dissolving of urea, form settled solution, after adding 1kg linolic acid is produced the by product of dimeracid, continued stirring and refluxing 30 minutes, stopped reaction, after reactant is cooled to room temperature, put into 10 ℃ refrigerator, cold analysis 15 hours.Reactant after the suction filtration cold analysis obtains white lipid acid-urea inclusion thing and lurid filtrate.Filtrate is carried out underpressure distillation when pressure is 45 ℃ of 0.10Mpa, temperature, removes and desolvate.With the washing of 90 ℃ hot water, dry in 40 ℃ constant temperature oven, obtain 342g Unimac 5680 product, yield is 34.2%, the rate of recovery be linolic acid produce Unimac 5680 theoretical content in the by product of dimeracid 86.9%.After measured, the zero pour of product is 9 ℃, and acid number is 175.2mgKOH/g, and saponification value is 184.1mgKOH/g.
Embodiment 4
3kg urea and 6kg dehydrated alcohol added have in the reactor of agitator and reflux exchanger, heating in water bath to 68 ℃ under the condition that stirs and reflux, form settled solution after, add 1kg carclazyte catalysis oleic acid, continued stirring and refluxing 45 minutes, stopped reaction.After reactant is cooled to room temperature, put into 10 ℃ refrigerator, cold analysis 10 hours.Reactant after the suction filtration cold analysis obtains white lipid acid-urea inclusion thing and lurid filtrate.Filtrate is carried out underpressure distillation when pressure is 37 ℃ of 0.09Mpa, temperature, removes and desolvate.With the washing of 40 ℃ hot water, dry in 100 ℃ constant temperature oven, obtain 310g Unimac 5680 product, yield is 31.0%, the rate of recovery be in single acid the Unimac 5680 theoretical content 79.2%.After measured, the zero pour of product is 8 ℃, and acid number is 177.0mgKOH/g, and saponification value is 181.3mgKOH/g.
Embodiment 5
3kg urea and 6kg dehydrated alcohol added have in the reactor of agitator and reflux exchanger, heating in water bath to 68 ℃ under the condition that stirs and reflux, form settled solution after, add 1kg carclazyte catalysis oleic acid, continued stirring and refluxing 30 minutes, stopped reaction.After reactant is cooled to room temperature, put into 10 ℃ refrigerator, cold analysis 15 hours.Reactant after the suction filtration cold analysis obtains white lipid acid-urea inclusion thing and lurid filtrate.Filtrate is carried out underpressure distillation when pressure is 30 ℃ of 0.15Mpa, temperature, removes and desolvate.With the washing of 60 ℃ hot water, dry in 80 ℃ constant temperature oven, obtain 352g Unimac 5680 product, yield is 35.2%, the rate of recovery be in single acid the Unimac 5680 theoretical content 89.9%.After measured, the zero pour of product is 9 ℃, and acid number is 173.8mgKOH/g, and saponification value is 186.4mgKOH/g.
Embodiment 6
3kg urea and 4kg dehydrated alcohol added have in the reactor of agitator and reflux exchanger, heating in water bath to 68 ℃ under the condition that stirs and reflux, form settled solution after, add 1kg carclazyte catalysis oleic acid, continued stirring and refluxing 30 minutes, stopped reaction.After reactant is cooled to room temperature, put into 0 ℃ refrigerator, cold analysis 15 hours.Reactant after the suction filtration cold analysis obtains white lipid acid-urea inclusion thing and lurid filtrate.Filtrate is carried out underpressure distillation when pressure is 37 ℃ of 0.09Mpa, temperature, removes and desolvate.With the washing of 70 ℃ hot water, dry in 70 ℃ constant temperature oven, obtain 333g Unimac 5680 product, yield is 33.3%, the rate of recovery be in single acid the Unimac 5680 theoretical content 85.2%.After measured, the zero pour of product is 9 ℃, and acid number is 177.6mgKOH/g, and saponification value is 189.7mgKOH/g.
Embodiment 7
Change the solvent among the embodiment 1 90% isopropanol water solution of 7kg into, remaining extraction step is with embodiment 1, and the result obtains Unimac 5680 348g, and yield is 34.8%, the rate of recovery be in single acid the Unimac 5680 theoretical content 89.0%.After measured, the acid number of product is 176.4mgKOH/g, and saponification value is 184.3mgKOH/g.
Embodiment 8
3kg urea and the adding of 6kg 95% aqueous ethanolic solution are had in the reactor of agitator and reflux exchanger, heating in water bath to 68 ℃ under the condition that stirs and reflux, form settled solution after, add 1kg carclazyte catalysis oleic acid, continued stirring and refluxing 30 minutes, stopped reaction.After reactant is cooled to room temperature, put into 0 ℃ refrigerator, cold analysis 20 hours.Reactant after the suction filtration cold analysis obtains white lipid acid-urea inclusion thing and lurid filtrate.Filtrate is carried out underpressure distillation when pressure is 30 ℃ of 0.09Mpa, temperature, removes and desolvate.With the washing of 50 ℃ hot water, dry in 80 ℃ constant temperature oven, obtain 267g Unimac 5680 product, yield is 26.7%, the rate of recovery be in single acid the Unimac 5680 theoretical content 68.3%.After measured, acid number is 175.4mgKOH/g, and saponification value is 185.1mgKOH/g.
Claims (7)
1, a kind of method of from single acid, extracting Unimac 5680, this method may further comprise the steps:
(1) urea and solvent are added in the reactor, heating in water bath to 30～80 ℃ under the condition that stirs and reflux, and under this temperature, constantly stir, make the urea dissolving, obtain settled solution;
(2) add former material list acid, continue to reflux 0.5～5 hour, stop stirring heating;
(3) after reactant is cooled to room temperature, cold analysis 1～20 hour, the cold analysis temperature is-10～20 ℃;
(4) reactant after the cold analysis is carried out suction filtration, obtain the lipid acid-urea inclusion thing and the lurid filtrate of white;
(5) filtrate is carried out underpressure distillation, remove and desolvate;
(6) obtain product with the hot water washing, dry in 30～100 ℃ constant temperature oven, obtain the Unimac 5680 product;
Wherein said urea is 1:1～4:1 with the weight proportion of single acid, and described single acid is the by product that carclazyte catalysis oleic acid or linolic acid are produced dimeracid.
2, the method for extracting Unimac 5680 from single acid according to claim 1, the weight proportion that it is characterized in that urea described in the step (1) and solvent is 3:3～3:8.
3, the method for extracting Unimac 5680 from single acid according to claim 1 and 2 is characterized in that described urea is urea or thiocarbamide; Described solvent is methyl alcohol, ethanol, Virahol or butanols; Described solvent comprises water amount is 0～30%.
4, the method for extracting Unimac 5680 from single acid according to claim 3 is characterized in that described solvent comprises water amount is 0～15%.
5, the method for extracting Unimac 5680 from single acid according to claim 1 is characterized in that the reflux time described in the step (2) is 0.5～3 hour.
6, the method for from single acid, extracting Unimac 5680 according to claim 1, the pressure that it is characterized in that the underpressure distillation described in the step (5) is 0.09～0.15MPa; 30～50 ℃ of temperature.
7, the method for extracting Unimac 5680 from single acid according to claim 1 is characterized in that the hot water washing temperature described in the step (6) is 40～90 ℃.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2006100973444A CN100537509C (en) | 2006-10-31 | 2006-10-31 | Method for extracting isostearic acid from mono acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2006100973444A CN100537509C (en) | 2006-10-31 | 2006-10-31 | Method for extracting isostearic acid from mono acid |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1944375A CN1944375A (en) | 2007-04-11 |
| CN100537509C true CN100537509C (en) | 2009-09-09 |
Family
ID=38044054
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB2006100973444A Expired - Fee Related CN100537509C (en) | 2006-10-31 | 2006-10-31 | Method for extracting isostearic acid from mono acid |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN100537509C (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101544559B (en) * | 2009-02-18 | 2014-03-05 | 江西省宜春远大化工有限公司 | Method for separating and extracting isostearic acid from monomer acid |
| CN102795986B (en) * | 2011-05-24 | 2015-07-15 | 江苏永林油脂化工有限公司 | Method for extracting isostearic acid from monoacid |
| CN102329221B (en) * | 2011-07-12 | 2013-11-06 | 广饶华誉化工有限公司 | Method for preparing isostearic acid |
| CN103360236A (en) * | 2013-08-06 | 2013-10-23 | 陈春林 | Preparation method for natural isostearic acid |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5380892A (en) * | 1991-07-12 | 1995-01-10 | Hoechst Aktiengesellschaft | Process for separating aliphatic straight-chain compounds having terminal functional groups from alpha-isomers thereof |
-
2006
- 2006-10-31 CN CNB2006100973444A patent/CN100537509C/en not_active Expired - Fee Related
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5380892A (en) * | 1991-07-12 | 1995-01-10 | Hoechst Aktiengesellschaft | Process for separating aliphatic straight-chain compounds having terminal functional groups from alpha-isomers thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1944375A (en) | 2007-04-11 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Vali et al. | A process for the preparation of food-grade rice bran wax and the determination of its composition | |
| US7888520B2 (en) | Process for the preparation of biodiesel | |
| DE4209779C1 (en) | ||
| US4164505A (en) | Flow process for conjugating unconjugated unsaturation of fatty acids | |
| EP0931051B1 (en) | Method for preparing fatty acid esters | |
| DE60023710T2 (en) | A one-phase process for the preparation of fatty acid methyl esters from mixtures of triglycerides and fatty acids | |
| CN101851561A (en) | Method for co-producing biodiesel, phytosterol and tocopherol by using grease deodorized distillate | |
| CN106831409B (en) | A kind of preparation method of high-purity oleic acid | |
| JP2004510044A (en) | Method for forming fatty acid alkyl ester | |
| JPH09500155A (en) | Method for preparing fatty acid alkyl ester | |
| CN101701029A (en) | Method for extracting natural phytosterin from residual oil of vegetable fat deodorizing distillate | |
| CN100537509C (en) | Method for extracting isostearic acid from mono acid | |
| Permadani et al. | Utilization of waste cooking oil as raw material for synthesis of Methyl Ester Sulfonates (MES) surfactant | |
| CN101845362A (en) | Method for gathering oleic acid from tea-seed oil | |
| EP3026096A1 (en) | Method for preparing fatty acid alkyl ester using fat | |
| KR20180033441A (en) | A method for preparation of fatty acid ethyl ester | |
| EP2069282A1 (en) | Process for continuously preparing fatty acid methyl esters or fatty acid ethyl esters | |
| CN100408543C (en) | Process for coproducing fatty acid ester, glycerin and plant crude protein | |
| US20110105775A1 (en) | Method of converting free fatty acid (ffa) from oil to methyl ester | |
| CN106726783B (en) | Camellia cleansing oil and preparation method thereof | |
| CN102060881B (en) | Method for preparing high-grade sucrose fatty acid ester from woody oil | |
| CN106833886B (en) | Method for removing free fatty acid in vegetable crude oil by using ionic liquid | |
| CN101412745B (en) | Improved process for extracting sterol from vegetable oil asphalt | |
| CN105505553A (en) | Method for efficiently extracting aliphatic acid by direct saponification of microalgae dried algae powder | |
| CN106967082B (en) | A method of extraction monascus yellow pigment |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| C17 | Cessation of patent right | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20090909 Termination date: 20121031 |