CN1060511C - Method for separating octadecanoic unsaturated fatty acid from grease - Google Patents
Method for separating octadecanoic unsaturated fatty acid from grease Download PDFInfo
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- CN1060511C CN1060511C CN 96119882 CN96119882A CN1060511C CN 1060511 C CN1060511 C CN 1060511C CN 96119882 CN96119882 CN 96119882 CN 96119882 A CN96119882 A CN 96119882A CN 1060511 C CN1060511 C CN 1060511C
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- 235000021122 unsaturated fatty acids Nutrition 0.000 title claims abstract description 32
- 150000004670 unsaturated fatty acids Chemical class 0.000 title claims abstract description 30
- 238000000034 method Methods 0.000 title claims abstract description 27
- 239000004519 grease Substances 0.000 title claims abstract description 18
- 238000000926 separation method Methods 0.000 claims abstract description 40
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 20
- 239000000194 fatty acid Substances 0.000 claims abstract description 20
- 229930195729 fatty acid Natural products 0.000 claims abstract description 20
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 20
- 238000003756 stirring Methods 0.000 claims abstract description 9
- 238000001816 cooling Methods 0.000 claims abstract description 7
- 239000007788 liquid Substances 0.000 claims description 50
- 239000007787 solid Substances 0.000 claims description 28
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 22
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 11
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 claims description 11
- 239000004327 boric acid Substances 0.000 claims description 11
- 240000007232 Illicium verum Species 0.000 claims description 8
- 235000008227 Illicium verum Nutrition 0.000 claims description 8
- 239000012535 impurity Substances 0.000 claims description 8
- 239000011259 mixed solution Substances 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 7
- 150000002632 lipids Chemical class 0.000 claims description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 6
- 150000001298 alcohols Chemical class 0.000 claims description 6
- 229910052799 carbon Inorganic materials 0.000 claims description 6
- 235000019441 ethanol Nutrition 0.000 claims description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 5
- 238000010438 heat treatment Methods 0.000 claims description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
- 239000000203 mixture Substances 0.000 claims description 5
- 238000000746 purification Methods 0.000 claims description 5
- RSWGJHLUYNHPMX-UHFFFAOYSA-N 1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylic acid Chemical compound C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 claims description 4
- 206010020466 Hunger Diseases 0.000 claims description 4
- 238000005516 engineering process Methods 0.000 claims description 4
- 235000003642 hunger Nutrition 0.000 claims description 4
- 230000007062 hydrolysis Effects 0.000 claims description 4
- 238000006460 hydrolysis reaction Methods 0.000 claims description 4
- 239000007791 liquid phase Substances 0.000 claims description 4
- 238000005191 phase separation Methods 0.000 claims description 4
- 229910001220 stainless steel Inorganic materials 0.000 claims description 4
- 239000010935 stainless steel Substances 0.000 claims description 4
- 208000030208 low-grade fever Diseases 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims 1
- -1 octadecane unsaturated fatty acid Chemical class 0.000 abstract description 7
- 150000004671 saturated fatty acids Chemical class 0.000 abstract description 5
- 230000000694 effects Effects 0.000 abstract description 4
- 239000000126 substance Substances 0.000 abstract description 2
- 239000003921 oil Substances 0.000 abstract 4
- RZJRJXONCZWCBN-UHFFFAOYSA-N alpha-octadecene Natural products CCCCCCCCCCCCCCCCCC RZJRJXONCZWCBN-UHFFFAOYSA-N 0.000 abstract 2
- 229940038384 octadecane Drugs 0.000 abstract 2
- 239000010685 fatty oil Substances 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 239000000463 material Substances 0.000 description 5
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 3
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 description 3
- 229960000935 dehydrated alcohol Drugs 0.000 description 3
- 235000019197 fats Nutrition 0.000 description 3
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 3
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 238000005303 weighing Methods 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- 235000020661 alpha-linolenic acid Nutrition 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 235000009508 confectionery Nutrition 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 229960004232 linoleic acid Drugs 0.000 description 1
- 229960004488 linolenic acid Drugs 0.000 description 1
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- NJTGANWAUPEOAX-UHFFFAOYSA-N molport-023-220-454 Chemical compound OCC(O)CO.OCC(O)CO NJTGANWAUPEOAX-UHFFFAOYSA-N 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- RUVINXPYWBROJD-UHFFFAOYSA-N para-methoxyphenyl Natural products COC1=CC=C(C=CC)C=C1 RUVINXPYWBROJD-UHFFFAOYSA-N 0.000 description 1
- 238000002203 pretreatment Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- RUVINXPYWBROJD-ONEGZZNKSA-N trans-anethole Chemical compound COC1=CC=C(\C=C\C)C=C1 RUVINXPYWBROJD-ONEGZZNKSA-N 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
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Abstract
A method for separating octadecanoic unsaturated fatty acid from grease comprises the following steps: purifying oil, hydrolyzing oil to obtain mixed fatty acid, and purifying unsaturated fatty acid; the method is characterized in that: also comprises a separation step; the separation step comprises: measuring the content of the octadecanoic unsaturated fatty acid in the mixed fatty acid, adding a separation promoter with the mass equivalent to one half of that of the mixed fatty acid, uniformly stirring, separating in steps, cooling step by step, and purifying to obtain unsaturated fatty acid; by using the method for separating the octadecane unsaturated fatty acid from the oil, the result shows that the method basically removes the saturated fatty acid from the mixed fatty oil in the oil, finally, the content of the octadecane unsaturated fatty acid reaches 99.3-99.6%, the residual quantity of the saturated fatty acid and other substances is less than or equal to 0.7%, and the separation effect is obvious.
Description
The present invention relates to organic separation method, specifically be meant a kind of method of separating C 18 unsaturated fatty acid in the grease.
The major ingredient of the vegetables oil that occurring in nature is general is sweet three esters of lipid acid, and wherein lipid acid mainly is made up of the saturated and undersaturated mixed fatty acid of 16 carbon and 18 carbon.Wherein the purposes of C 18 unsaturated fatty acid (comprising oleic acid C18:1, linolic acid C18:2, linolenic acid C18:3) is people's attention day by day, it uses more and more in industries such as chemical industry, paint, machinery, electronics, medicine, makeup, thereby the saturated and unsaturated fatty acids in the mixed fatty acid separated, farthest utilize unsaturated fatty acids wherein just to seem especially important.And this this isolation technique is still immature at present, and general method is not that to separate back purity undesirable, is exactly that cost in the separation of produced is too high.
Purpose of the present invention just is to provide a kind of method of separating C 18 unsaturated fatty acid in the grease, this method by uniqueness the separation process scheme design and use a kind of separation promoter of C 18 unsaturated fatty acid to reach good separating effect.
Provided by the present invention provide a kind of separate the method for C 18 unsaturated fatty acid in the grease comprise with general existing way grease resolve into glycerol (glycerine) and mixed fatty acid, and mix pre-treatment process that this lipid acid purifies and with general existing way with isolated unsaturated fatty acids purification process and a kind of new separation method provided by the present invention, separation promoter is used and is played good effect fully in separating step.
At first separation promoter provided by the present invention is described: separation promoter is formed and is comprised methyl allylphenol, phosphoric acid, Vc, Ve, boric acid, dehydrated alcohol.Wherein methyl allylphenol (p-propenylanisole) also can use star anise, promptly " star anise " replace.
Wherein, the ratio of each composition is in the separation promoter:
Component proportioning (parts by weight are represented):
2 parts of methyl allylphenols;
2.3 parts of phosphoric acid (industry 85%, folding 100%);
1 part of Vc;
1 part of Ve;
2 parts of boric acid (folding 100%);
200 parts of dehydrated alcohols (〉=99.3%).
If replace methyl allylphenol with star anise, then the proportioning of composition is:
Component proportioning (parts by weight are represented):
20 parts of star anises;
2.3 parts of phosphoric acid (industry 85%, folding 100%);
1 part of Vc;
1 part of Ve;
2 parts of boric acid (folding 100%);
220 parts of dehydrated alcohols (〉=99.3%).
The production technique of separation promoter provided by the present invention is: if be materials with the methyl allylphenol, then successively 2 parts of methyl allylphenols, 2.3 parts of phosphoric acid, Vc1 part, Ve1 part and boric acid are dissolved in 200 parts of dehydrated alcohols for 2 parts, little being heated to about 60 ℃, stirring and dissolving is even, airtight at ambient temperature being stored in the stainless steel vessel.
If with the star anise is materials, then at first 5-50 orders are cleaned, dry, are crushed to 20 portions of star anises, with 220 parts of soaked in absolute ethyl alcohol 24hr, leach clear liquid, put into also dissolving phosphoric acid, Vc, Ve, boric acid then successively, about low-grade fever to 60 ℃, stirring and dissolving is even, airtight at ambient temperature being stored in the stainless steel vessel.
Separation promoter provided by the present invention consumption in the C 18 unsaturated fatty acid in separating grease is 1/2nd of a unsaturated fatty acids account.
Method provided by the present invention comprises: grease is purified, fat hydrolysis obtains mixed fatty acid, unsaturated fatty acids is purified; It is characterized in that: also comprise separating step; Described separating step comprises: the content of lipid acid is closed in 18 carbon insatiable hungers in the mensuration mixed fatty acid, a separation promoter of/2nd that adds suitable its quality then, stir, follow these steps to carry out lock out operation then, comprise: can be when separation promoter and mixed fatty acid in room temperature, normal atmosphere mixes 0.51 ± 0.1hr down, then mixed solution under atmospheric pressure is cooled to about 8 ℃ (-4 ℃~2 ℃ range) and keeps 4.0 ± 1.0hr, to consolidate then, liquid phase separation, it is solid to obtain I liquid and I, wherein 1 can treatedly get the I resin acid admittedly, also can be recycled, I liquid is through the vacuum cooling second time, i.e. about 1 ℃ (-4.0~4.0 ℃ of range), 0.2 keep 4.0 ± 1.0hr under the ± 0.1mPa condition, obtain the solid and II liquid of II, with its separation, with II liquid again through about-7 ℃ (-4.0~4.0 ℃ of range), 0.4 keep 4.0 ± 1.0hr under the ± 0.1mPa condition, obtain the solid and III liquid of III, with its separation, with III liquid again through about-15 ℃ (-4.0~4.0 ℃ of range), 0.6 keep 4.0 ± 1.0hr under the ± 0.1mPa condition, obtain the solid and IV liquid of IV, IV liquid wherein is through aftertreatment, promptly press the heating of general technology process, the but removal of impurity, purification obtains unsaturated fatty acids; Correspondingly the II that obtains in each step is solid, III is solid, IV recycles respectively admittedly, be mixed to I solid in, return mixed solution again; And the impurity in the II liquid, III liquid, IV liquid also can return respectively in the liquid of upper level again, again refrigerated separation.
Use a kind of method of separating C 18 unsaturated fatty acid in the grease provided by the present invention, found that it is basically removing in the mixing-in fat oil of saturated fatty acid from grease, last C 18 unsaturated fatty acid (C18:1, C18:2, C18:3) content reaches 99.3~99.6%, saturated fatty acid (C18:0, C16:0) and other material residual quantity≤0.7%, separating effect is obvious.
With the purify purity gc analysis of the unsaturated fatty acids that obtains of the method separation promoter of C 18 unsaturated fatty acid in the separation grease of the present invention, its result can be shown by the collection of illustrative plates of Fig. 1.
Fig. 1 is a gas chromatogram.
Fig. 2 is a process flow sheet of the present invention.
Table 3 is the every technical indicator table look-up in the separating step in the technical process of the present invention.
A kind of separate that the method for C 18 unsaturated fatty acid is described in detail in the grease below in conjunction with accompanying drawing to provided by the present invention.
Take by weighing 2 parts of methyl allylphenols, phosphoric acid (H
3PO
4, industry 85%, folding 100%) 2.3 parts, Vc1 part, Ve1 part, boric acid (H
3BO
3, folding 100%) 200 parts of 2 parts, dehydrated alcohol (〉=99.3%); Successively methyl allylphenol, phosphoric acid, Vc, Ve, boric acid are dissolved in the dehydrated alcohol then, low-grade fever to 60 ℃ is stirred to whole dissolvings, places stand-by;
Take by weighing a certain amount of raw oil material, purify grease, fat hydrolysis is obtained mixed fatty acid; The content of lipid acid is closed in 18 carbon insatiable hungers in the mensuration mixed fatty acid, and 1/2nd of suitable its quality of adding the above-mentioned separation promoter that has made stirs then, follows these steps to carry out lock out operation then.Comprising: can be when separation promoter and mixed fatty acid in room temperature, normal atmosphere mixes 0.51 ± 0.1hr down, then mixed solution under atmospheric pressure is cooled to about 8 ℃ (-4 ℃~2 ℃ range) and keeps 4.0 ± 1.0hr, to consolidate then, liquid phase separation, it is solid to obtain I liquid and I, wherein 1 can treatedly get the I resin acid admittedly, also can be recycled, I liquid is through the vacuum cooling second time, i.e. about 1 ℃ (-4.0~4.0 ℃ of range), 0.2 keep 4.0 ± 1.0hr under the ± 0.1mPa condition, obtain the solid and II liquid of II, with its separation, with II liquid again through about-7 ℃ (-4.0~4.0 ℃ of range), 0.4 keep 4.0 ± 1.0hr under the ± 0.1mPa condition, obtain the solid and III liquid of III, with its separation, with III liquid again through about-15 ℃ (-4.0~4.0 ℃ of range), 0.6 keep 4.0 ± 1.0hr under the ± 0.1mPa condition, obtain the solid and IV liquid of IV, IV liquid wherein is through aftertreatment, promptly press the heating of general technology process, the but removal of impurity, purification obtains unsaturated fatty acids; Correspondingly the II that obtains in each step is solid, III is solid, IV recycles respectively admittedly, be mixed to I solid in, return mixed solution again; And the impurity in the II liquid, III liquid, IV liquid also can return respectively in the liquid of upper level again, again refrigerated separation.
Table 1
Processing step | Temperature (℃) | Pressure (mpa) | Time (h) |
" mixing " | Room temperature | Concora crush | 0.51±0.1 |
I is cold | (15 ℃)+2.0 room temperature → 8-4.0 | Concora crush | 4.0±1.0[·] |
II is cold | ≈8→+1±4.0 | 0.2±0.1 | 4.0±1.0[·] |
III is cold | ≈1→—7±4.0 | 0.4±0.1 | 4.0±1.0[·] |
IV is cold | ≈—7→—15±4.0 | 0.6±0.1 | 4.0±1.0[·] |
(aftertreatment) heating | →80±4.0 | — | — |
[] illustrates: 2 ℃ cooling (freezing) speed makes the material uniform decrease in temperature, the cooling of can not overrunning per hour to lower the temperature.
Claims (2)
1, a kind of method of separating C 18 unsaturated fatty acid in the grease is characterized in that comprising: grease is purified, fat hydrolysis obtains mixed fatty acid, unsaturated fatty acids is purified; It is characterized in that: also comprise the mixed fatty acid separating step; Described separating step comprises: the content of lipid acid is closed in 18 carbon insatiable hungers in the mensuration mixed fatty acid, a separation promoter of/2nd that adds suitable its quality then, stir, follow these steps to carry out lock out operation then, comprise: separation promoter and mixed fatty acid are in room temperature, normal atmosphere mixes 0.51 ± 0.1hr down, then mixed solution under atmospheric pressure is cooled to 8 ℃, and keep 4.0 ± 1.0hr, to consolidate then, liquid phase separation, it is solid to obtain I liquid and I, wherein I can treatedly get the I resin acid admittedly, also can be recycled, I liquid is through the vacuum cooling second time, promptly at 1 ℃, 0.2 keep 4.0 ± 1.0hr under the ± 0.1mPa condition, obtain the solid and II liquid of II, with its separation, with II liquid again through at-7.0 ℃, 0.4+0.1mPa keep 4.0 ± 1.0hr under the condition, obtain the solid and III liquid of III, with its separation, with III liquid again warp at-15 ℃, 0.6+0.1mPa keep 4.0 ± 1.0hr under the condition, obtain the solid and IV liquid of IV, IV liquid is wherein promptly pressed the heating of general technology process, the but removal of impurity through aftertreatment, purification obtains unsaturated fatty acids; Correspondingly the II that obtains in each step is solid, III is solid, IV recycles respectively admittedly, be mixed to I solid in, return mixed solution again; And the impurity in the II liquid, III liquid, IV liquid also can return respectively in the liquid of upper level again, again refrigerated separation;
Wherein, the proportioning of described separation promoter composition is:
Component parts by weight proportioning:
2 parts of methyl allylphenols;
2.3 parts of the phosphoric acid of industry 85%, folding 100%;
1 part of Vc;
1 part of Ve;
2 parts of the boric acid of folding 100%;
200 parts of 〉=99.3% dehydrated alcohols;
Described promotes agent producing process is for being dissolved in 2 parts of methyl allylphenols, 2.3 parts of phosphoric acid, Vc1 part, Ve1 part and boric acid in 200 parts of dehydrated alcohols for 2 parts successively, littlely is heated to 60 ℃, and stirring and dissolving is even, airtight at ambient temperature being stored in the stainless steel vessel.
2, a kind of method of separating C 18 unsaturated fatty acid in the grease is characterized in that comprising: grease is purified, fat hydrolysis obtains mixed fatty acid, unsaturated fatty acids is purified; It is characterized in that: also comprise the mixed fatty acid separating step; Described separating step comprises: the content of lipid acid is closed in 18 carbon insatiable hungers in the mensuration mixed fatty acid, a separation promoter of/2nd that adds suitable its quality then, stir, follow these steps to carry out lock out operation then, comprise: separation promoter and mixed fatty acid are in room temperature, normal atmosphere mixes 0.51 ± 0.1hr down, then mixed solution under atmospheric pressure is cooled to 8 ℃, and keep 4.0 ± 1.0hr, to consolidate then, liquid phase separation, it is solid to obtain I liquid and I, wherein 1 can treatedly get the I resin acid admittedly, also can be recycled, I liquid is through the vacuum cooling second time, promptly at 1 ℃, 0.2 keep 4.0 ± 1.0hr under the ± 0.1mPa condition, obtain the solid and II liquid of II, with its separation, with II liquid again through at-7.0 ℃, 0.4 keep 4.0 ± 1.0hr under the ± 0.1mPa condition, obtain the solid and III liquid of III, with its separation, with III liquid again warp at-15 ℃, 0.6 keep 4.0 ± 1.0hr under the ± 0.1mPa condition, obtain the solid and IV liquid of IV, IV liquid is wherein promptly pressed the heating of general technology process, the but removal of impurity through aftertreatment, purification obtains unsaturated fatty acids; Correspondingly the II that obtains in each step is solid, III is solid, IV recycles respectively admittedly, be mixed to I solid in, return mixed solution again; And the impurity in the II liquid, III liquid, IV liquid also can return respectively in the liquid of upper level again, again refrigerated separation;
Wherein, the proportioning of described separation promoter composition is:
Component parts by weight proportioning:
20 parts of star anises;
2.3 parts of the phosphoric acid of industry 85%, folding 100%;
1 part of Vc;
1 part of Ve;
2 parts of the boric acid of folding 100%;
220 parts of 〉=99.3% dehydrated alcohols;
The production technique of described separation promoter is for to clean, dry, to be crushed to 5-50 orders with 20 portions of star anises, with 220 parts of soaked in absolute ethyl alcohol 24hr, leach clear liquid, put into also dissolving phosphoric acid, Vc, Ve, boric acid then successively, low-grade fever to 60 ℃, stirring and dissolving is even, airtight at ambient temperature being stored in the stainless steel vessel.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN 96119882 CN1060511C (en) | 1996-10-08 | 1996-10-08 | Method for separating octadecanoic unsaturated fatty acid from grease |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN 96119882 CN1060511C (en) | 1996-10-08 | 1996-10-08 | Method for separating octadecanoic unsaturated fatty acid from grease |
Publications (2)
Publication Number | Publication Date |
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CN1160078A CN1160078A (en) | 1997-09-24 |
CN1060511C true CN1060511C (en) | 2001-01-10 |
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CN105709462B (en) * | 2016-04-28 | 2016-11-16 | 南阳师范学院 | Degasser before tristerin highly pressured hydrolysis |
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