CN104651424B - A kind of preparation method of Structure grease - Google Patents
A kind of preparation method of Structure grease Download PDFInfo
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- CN104651424B CN104651424B CN201510067260.5A CN201510067260A CN104651424B CN 104651424 B CN104651424 B CN 104651424B CN 201510067260 A CN201510067260 A CN 201510067260A CN 104651424 B CN104651424 B CN 104651424B
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- 239000004519 grease Substances 0.000 title claims abstract description 67
- 238000002360 preparation method Methods 0.000 title claims abstract description 24
- DCXXMTOCNZCJGO-UHFFFAOYSA-N tristearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC DCXXMTOCNZCJGO-UHFFFAOYSA-N 0.000 claims abstract description 64
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims abstract description 25
- 229910052740 iodine Inorganic materials 0.000 claims abstract description 25
- 239000011630 iodine Substances 0.000 claims abstract description 25
- IPCSVZSSVZVIGE-UHFFFAOYSA-N palmitic acid group Chemical group C(CCCCCCCCCCCCCCC)(=O)O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 claims abstract description 23
- 238000005809 transesterification reaction Methods 0.000 claims abstract description 10
- 235000021122 unsaturated fatty acids Nutrition 0.000 claims abstract description 9
- 150000004670 unsaturated fatty acids Chemical class 0.000 claims abstract description 8
- 230000002255 enzymatic effect Effects 0.000 claims abstract description 6
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 12
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 12
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 12
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 12
- 239000005642 Oleic acid Substances 0.000 claims description 12
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 12
- 235000019482 Palm oil Nutrition 0.000 claims description 11
- 239000002540 palm oil Substances 0.000 claims description 11
- 239000002904 solvent Substances 0.000 claims description 11
- 235000019197 fats Nutrition 0.000 claims description 10
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 10
- MBMBGCFOFBJSGT-KUBAVDMBSA-N all-cis-docosa-4,7,10,13,16,19-hexaenoic acid Chemical compound CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(O)=O MBMBGCFOFBJSGT-KUBAVDMBSA-N 0.000 claims description 9
- 238000005194 fractionation Methods 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 8
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 7
- YZXBAPSDXZZRGB-DOFZRALJSA-N arachidonic acid Chemical compound CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O YZXBAPSDXZZRGB-DOFZRALJSA-N 0.000 claims description 7
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 6
- 235000020669 docosahexaenoic acid Nutrition 0.000 claims description 6
- 229940090949 docosahexaenoic acid Drugs 0.000 claims description 6
- 229940114079 arachidonic acid Drugs 0.000 claims description 4
- 235000021342 arachidonic acid Nutrition 0.000 claims description 4
- 150000002632 lipids Chemical class 0.000 claims description 4
- NHTMVDHEPJAVLT-UHFFFAOYSA-N Isooctane Chemical compound CC(C)CC(C)(C)C NHTMVDHEPJAVLT-UHFFFAOYSA-N 0.000 claims description 3
- 239000001273 butane Substances 0.000 claims description 3
- JVSWJIKNEAIKJW-UHFFFAOYSA-N dimethyl-hexane Natural products CCCCCC(C)C JVSWJIKNEAIKJW-UHFFFAOYSA-N 0.000 claims description 3
- 235000020673 eicosapentaenoic acid Nutrition 0.000 claims description 3
- 229960005135 eicosapentaenoic acid Drugs 0.000 claims description 3
- JAZBEHYOTPTENJ-UHFFFAOYSA-N eicosapentaenoic acid Natural products CCC=CCC=CCC=CCC=CCC=CCCCC(O)=O JAZBEHYOTPTENJ-UHFFFAOYSA-N 0.000 claims description 3
- 238000005516 engineering process Methods 0.000 claims description 3
- -1 linoleic acid, leukotrienes Chemical class 0.000 claims description 3
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 claims description 3
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 claims description 3
- JAZBEHYOTPTENJ-JLNKQSITSA-N all-cis-5,8,11,14,17-icosapentaenoic acid Chemical compound CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O JAZBEHYOTPTENJ-JLNKQSITSA-N 0.000 claims description 2
- 239000010779 crude oil Substances 0.000 claims description 2
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims description 2
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims description 2
- 238000000034 method Methods 0.000 abstract description 10
- 238000004519 manufacturing process Methods 0.000 abstract description 5
- 230000008569 process Effects 0.000 abstract description 5
- 238000009776 industrial production Methods 0.000 abstract description 4
- 239000006227 byproduct Substances 0.000 abstract description 3
- 239000002994 raw material Substances 0.000 abstract description 3
- 238000006911 enzymatic reaction Methods 0.000 abstract description 2
- 102000004882 Lipase Human genes 0.000 description 18
- 108090001060 Lipase Proteins 0.000 description 18
- 239000004367 Lipase Substances 0.000 description 18
- 235000019421 lipase Nutrition 0.000 description 18
- 235000021314 Palmitic acid Nutrition 0.000 description 11
- 238000006243 chemical reaction Methods 0.000 description 11
- 238000003756 stirring Methods 0.000 description 10
- 238000010792 warming Methods 0.000 description 10
- 238000004332 deodorization Methods 0.000 description 9
- 238000004809 thin layer chromatography Methods 0.000 description 9
- 238000009835 boiling Methods 0.000 description 7
- 239000008367 deionised water Substances 0.000 description 7
- 229910021641 deionized water Inorganic materials 0.000 description 7
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 6
- 150000003626 triacylglycerols Chemical class 0.000 description 6
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 5
- 229910052791 calcium Inorganic materials 0.000 description 5
- 239000011575 calcium Substances 0.000 description 5
- 235000020256 human milk Nutrition 0.000 description 5
- 210000004251 human milk Anatomy 0.000 description 5
- 150000004671 saturated fatty acids Chemical class 0.000 description 5
- 102000004190 Enzymes Human genes 0.000 description 4
- 108090000790 Enzymes Proteins 0.000 description 4
- 238000010521 absorption reaction Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 3
- 125000005456 glyceride group Chemical group 0.000 description 3
- 206010010774 Constipation Diseases 0.000 description 2
- 150000001335 aliphatic alkanes Chemical class 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 235000009508 confectionery Nutrition 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 208000003243 intestinal obstruction Diseases 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 125000005457 triglyceride group Chemical group 0.000 description 2
- 208000004998 Abdominal Pain Diseases 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 235000005911 diet Nutrition 0.000 description 1
- 230000037213 diet Effects 0.000 description 1
- 230000029087 digestion Effects 0.000 description 1
- 239000008157 edible vegetable oil Substances 0.000 description 1
- QYDYPVFESGNLHU-UHFFFAOYSA-N elaidic acid methyl ester Natural products CCCCCCCCC=CCCCCCCCC(=O)OC QYDYPVFESGNLHU-UHFFFAOYSA-N 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 238000009886 enzymatic interesterification Methods 0.000 description 1
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 description 1
- 235000013350 formula milk Nutrition 0.000 description 1
- 235000021588 free fatty acids Nutrition 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 210000000936 intestine Anatomy 0.000 description 1
- 150000002617 leukotrienes Chemical class 0.000 description 1
- 235000020778 linoleic acid Nutrition 0.000 description 1
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- QYDYPVFESGNLHU-KHPPLWFESA-N methyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC QYDYPVFESGNLHU-KHPPLWFESA-N 0.000 description 1
- 229940073769 methyl oleate Drugs 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 238000000199 molecular distillation Methods 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 150000002943 palmitic acids Chemical class 0.000 description 1
- 230000005195 poor health Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000004088 simulation Methods 0.000 description 1
- 210000002784 stomach Anatomy 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 230000002459 sustained effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/64—Fats; Fatty oils; Ester-type waxes; Higher fatty acids, i.e. having at least seven carbon atoms in an unbroken chain bound to a carboxyl group; Oxidised oils or fats
- C12P7/6436—Fatty acid esters
- C12P7/6445—Glycerides
- C12P7/6472—Glycerides containing polyunsaturated fatty acid [PUFA] residues, i.e. having two or more double bonds in their backbone
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Zoology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Chemical & Material Sciences (AREA)
- Biotechnology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Microbiology (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Lubricants (AREA)
- Fats And Perfumes (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
A kind of preparation method of Structure grease, includes the following steps：Obtain the tristearin rich in palmitic acid residues that iodine number is 14 to 25；The above-mentioned tristearin rich in palmitic acid residues is subjected to 1,3 enzymatics of Sn with unsaturated fatty acid or its nonglyceride and orients transesterification, obtains Structure grease.In the preparation method of structure of the invention grease, the cost that raw material obtains is relatively low, can directly buy, or can be obtained by simple processing, is conducive to large-scale industrial production；Secondly, simple for process, it needs equipment to be used less, the cost of production can be reduced；Again, by-product is less in preparation process, is good for the environment.
Description
Technical field
The present invention relates to a kind of preparation methods of Structure grease, especially a kind of to contain bis- unsaturated fatty acid -2- of 1.3-
The preparation method of the Structure grease of palmitic acid.
Background technology
Triglycerides is that the main grease of human consumption forms.Modern nutriology has confirmed that human body is in devils brew three
During ester, can selective hydrolysis Sn-1, the aliphatic acid on 3 forms 2- monoglycerides and a large amount of free fatty.These trips
It will appear two kinds of reactions in vivo from aliphatic acid：1, by own absorption；2, it is discharged with after other internal substance reactions.Study table
Bright, compared with free unsaturated fatty acid, saturated fatty acid absorption rate of dissociating is slow, it is easier to react, be formed not with calcium
The soap calcium of dissolubility, and then be excreted.It can be seen that relative to the triglycerides for generating the saturated fatty acid that dissociates, trip is generated
Triglycerides from unsaturated fatty acid is more conducive to the absorption of human body.
Presently commercially available edible oil is mainly derived from plant, and saturated fatty acid is mainly distributed on sn-1, and 3, human body exists
In digestion process, a large amount of fat and calcium are not only lost, and its soap calcium generated can increase the hardness of excrement, lead to part
Crowd's constipation and abdominal pain, or even cause intestinal obstruction.If saturated fatty acid to be concentrated on to the positions sn-2 of triglycerides（Also referred to as " 2
Position "）, then this can be effectively solved the problems, such as, especially in poor health, for the bad crowd of functions of intestines and stomach, effect is more
Obviously.
In breast milk, 98% or so fat exists in the form of triglycerides, wherein palmitic acid（Palmitic acid,
C16:0, saturated fatty acid）Content account for about 20-25%, oleic acid（Oleic acid, C18:1, unsaturated fatty acid）Content accounts for about
30-38%.Further, most palmitic acid is distributed in 2 of triglycerides, and oleic acid be then mainly distributed on Sn-1 and
On the positions Sn-3.A large amount of human trial and zoopery have confirmed that human milk fat is easy to be absorbed by infant, one of them
Major reason is that this unique triglyceride structure in breast milk.
Unique triglyceride structure is inspired in by breast milk, has had part manufacturer using the modification to natural oil at present
The Structure grease of simulation breast milk is produced, and is added in baby milk powder and special diet, this can not only improve people
Absorption efficiency of the body to fat and calcium, moreover it is possible to reduce the hardness of excrement, reduce the probability of happening of constipation and intestinal obstruction.This structure
In grease, sn-1,3 are mainly unsaturated fatty acid, 2 predominantly palmitic acids, therefore also referred to as bis- unsaturated lipids of 1.3-
Fat acid -2- palmitic acid Structure greases.
The application that Chinese Patent Application No. is 200880006607.3 discloses a kind of method producing Structure grease, main
The step is wanted to include：By comprising the palm oil stearin fractions that three palmitoyl glycerides and iodine number are 18-40 in chemical catalyst
Or random transesterification is carried out under nonspecific lipid enzyme effect, then with oleic acid or its nonglyceride 1,3 specificity enzyme work
Enzymatic interesterification procedure is carried out under, and the composition for including OPO glyceride is made after separation.But the technique of the preparation method
Relatively complicated, the effect of random transesterification is difficult to accurately control, therefore the product quality otherness produced is larger.Another party
Face, which needs equipment to be used more, therefore the cost of production is relatively high, is unfavorable for carrying out large-scale industry life
Production.
The application that Chinese Patent Application No. is 200680033013.2 discloses one kind by making iodine number（IV）For 8-12's
Palm oil stearin carries out the method that enzymic transesterification obtains OPO Structure greases with the ester of oleic acid or its nonglyceride.But it is existing
Commercially available palm oil stearin iodine number（IV）Generally all 20 or more, it is translated into iodine number（IV）It is hard for the palm oil of 8-12
Fat essence needs to carry out multiple winterization point and carries, and of high cost, energy consumption is big.Further, it is carried even across multiple winterization point, also not
It can ensure that palm oil stearin iodine number drops to 8-12 completely, therefore, which is difficult to apply to large-scale industrial production.
Invention content
A kind of preparation side of honest and clean the object of the present invention is to provide simple process and low cost and environmentally friendly Structure grease
Method.
For achieving the above object, the preparation method of Structure grease of the invention, includes the following steps；Obtaining iodine number is
14 to 25 tristearin rich in palmitic acid residues；By the above-mentioned tristearin rich in palmitic acid residues and unsaturated fatty acid or its is non-sweet
Grease carries out Sn-1, and 3 enzymatics orient transesterification, obtain Structure grease.
Further, step（1）In, commercially available palm oil or palm oil stearin can be passed through dry fractionation or solvent point
It carries, obtains the tristearin rich in palmitic acid residues that iodine number is 14 to 25.
Optionally, step（1）In, it is hard directly to buy the palm oil rich in palmitic acid residues that commercially available iodine number is 14 to 25
Fat essence crude oil.
Further, step（2）Enzymatic orientation transesterification system in, add solvent, the solvent include butane, oneself
Alkane, acetone, hexamethylene, octane or isooctane.
Further, step（2）In, unsaturated fatty acid includes oleic acid, linoleic acid, leukotrienes, arachidonic acid, 20
Carbon 5 alkene acid and docosahexaenoic acid.
Further, which further comprises step（3）：By step（2）Obtained Structure grease is refined
Processing.
Further, step（3）Refinement treatment include fractionation technology.
The preparation method of structure of the invention grease has the advantages that：First, the cost that raw material obtains is relatively low, can
It directly buys, or can be obtained by simple processing, be conducive to large-scale industrial production；Secondly, simple for process, it needs to make
Equipment is less, can reduce the cost of production；Again, by-product is less in preparation process, is good for the environment.
Specific implementation mode
With reference to specific example, the present invention is described in further detail.
Embodiment 1（Comparative examples）
(1) a kind of palm stearin that iodine number is 42 is provided.
(2) reaction substrate palm stearin 25g, nonspecific lipid enzyme 1.25g are placed in flask, stirring is warming up to 60
DEG C and keep constant, sustained response is filtered to remove enzyme, obtains fat A after 8 hours.
(3) fat A 25g being mixed with oleic acid 75g, is placed in four-hole boiling flask, stirring is warming up to 50 DEG C and keeps constant,
Sn-1,3 specific lipase 2.5g, back flow reaction 3 hours is added（Transesterification is oriented, similarly hereinafter）, obtain crude Structure grease.
(4) aforementioned crude Structure grease is subjected to refinement treatment, refined step includes：It is filtered to remove lipase, point
Free fatty is distilled off in son, and refined Structure grease is obtained after deodorization.Pass through GC（High temperature capillary column, fid detector,
Similarly hereinafter）And thin-layer chromatography detects, the content of 2- tripalmitins is 39.0% in Structure grease, 1,3- bis- oleic acid -2- palmitic acids
The content of glyceride (also known as " OPO ") is 25.9%.
Embodiment 2
(1) from the palm stearin that directly purchase iodine number is 25 on the market.
(2) palm stearin 25g, oleic acid 13g are mixed, is placed in four-hole boiling flask, stirring is warming up to 50 DEG C and keeps permanent
It is fixed, sn-1,3 specific lipase 0.94g is added, back flow reaction 3 hours obtains crude Structure grease.
(3) aforementioned crude Structure grease is subjected to refinement treatment, refined step includes but not limited to：It is filtered to remove
Lipase, molecular distillation remove free fatty, refined Structure grease are obtained after deodorization.It is detected by GC and thin-layer chromatography,
The content of 2- tripalmitins is 51.0% in Structure grease, 1,3- bis- oleic acid -2- tripalmitins（Also known as " OPO "）'s
Content is 33.1%.
Embodiment 3
(1) from the palm stearin that directly purchase iodine number is 23 on the market.
(2) palm stearin 200g, linoleic acid 200g, deionized water 0.4g are mixed and added into 800ml butane, are placed in four
In mouth flask, stirring is warming up to 50 DEG C and keeps constant, and sn-1,3 specific lipase 16g is added, and back flow reaction 3 hours obtains
To crude Structure grease.
(3) aforementioned crude Structure grease is subjected to refinement treatment, refined step includes：It is filtered to remove lipase, point
Free fatty is distilled off in son, and refined Structure grease is obtained after deodorization.It is detected by GC and thin-layer chromatography, in Structure grease
The content of 2- tripalmitins is 58.2%, and the content of 1,3- dilinoleic acid -2- tripalmitins is 37.3%.
Embodiment 4
(1) from the palm stearin that directly purchase iodine number is 21 on the market.
(2) palm stearin 240g, leukotrienes 360g, deionized water 0.6g are mixed and added into 1200ml hexanes, are placed in four
In mouth flask, stirring is warming up to 55 DEG C and keeps constant, and sn-1,3 specific lipase 30g is added, and back flow reaction 4 hours obtains
To crude Structure grease.
(3) aforementioned crude Structure grease is subjected to refinement treatment, refined step includes：It is filtered to remove lipase, point
Free fatty is distilled off in son, and dry fractionation is further carried out after deodorization, obtains refined Structure grease.Pass through GC and thin layer
Chromatography detects, and the content of 2- tripalmitins is 65.5% in Structure grease, 1,3- bis- leukotrienes -2- tripalmitins
Content is 42.5%.
Embodiment 5
(1) from the palm stearin that directly purchase iodine number is 19 on the market.
(2) palm stearin 2500g, arachidonic acid 5000g, deionized water 15g are mixed and added into 15000ml acetone,
It is placed in four-hole boiling flask, stirring is warming up to 60 DEG C and keeps constant, and sn-1,3 specific lipase 375g, back flow reaction 4 is added
Hour, obtain crude Structure grease.
(3) aforementioned crude Structure grease is subjected to refinement treatment, refined step includes：It is filtered to remove lipase, point
Free fatty is distilled off in son, and dry fractionation is further carried out after deodorization, obtains refined Structure grease.Pass through GC and thin layer
Chromatography detects, and the content of 2- tripalmitins is 68.0% in Structure grease, 1,3- bis- arachidonic acid -2- palmitic acids
Ester content is 47.8%.
Embodiment 6
(1) palm that iodine number is 19 is obtained from the palm stearin that purchase iodine number is 25-30 on the market by dry fractionation
It is stearic.
(2) palm stearin 200g, eicosapentaenoic acid 600g, deionized water 1.6g are mixed and added into 1600ml hexamethylenes
Alkane is placed in four-hole boiling flask, and stirring is warming up to 60 DEG C and keeps constant, and sn-1,3 specific lipase 40g, back flow reaction is added
5 hours, obtain crude Structure grease.
(3) aforementioned crude Structure grease is subjected to refinement treatment, refined step includes：It is filtered to remove lipase, point
Free fatty is distilled off in son, and dry fractionation is further carried out after deodorization, obtains refined Structure grease.Pass through GC and thin layer
Chromatography detects, and the content of 2- tripalmitins is 70.9% in Structure grease, and 1,3- bis- eicosapentaenoic acid -2- palmitic acids are sweet
The content of grease is 48.6%.
Embodiment 7
(1) it from the palm stearin that purchase iodine number is 25-30 on the market, is carried by solvent point, obtains the palm that iodine number is 18
It is stearic.
(2) by palm stearin 500g, docosahexaenoic acid 2000g, that deionized water 7.5g is mixed and added into 5000ml is pungent
Alkane is placed in four-hole boiling flask, and stirring is warming up to 65 DEG C and keeps constant, and sn-1,3 specific lipase 150g are added, and reflux is anti-
It answers 5 hours, obtains crude Structure grease.
(3) aforementioned crude Structure grease is subjected to refinement treatment, refined step includes：It is filtered to remove lipase, point
Free fatty is distilled off in son, and solvent point is further carried out after deodorization and is carried, refined Structure grease is obtained.Pass through GC and thin layer
Chromatography detects, and the content of 2- tripalmitins is 68.8% in Structure grease, 1,3- bis- docosahexaenoic acid -2- palmitic acids
The content of glyceride is 44.9%.
Embodiment 8
(1) palm that iodine number is 16 is obtained from the palm stearin that purchase iodine number is 25-30 on the market by dry fractionation
It is stearic.
(2) palm stearin 1000g, methyl oleate 4000g, deionized water 20g are mixed and added into 10000ml isooctane,
It is placed in four-hole boiling flask, stirring is warming up to 70 DEG C and keeps constant, and sn-1,3 specific lipase 400g, back flow reaction 6 is added
Hour, obtain crude Structure grease.
(3) aforementioned crude Structure grease is subjected to refinement treatment, refined step includes：It is filtered to remove lipase, point
Free fatty acid methyl esters are distilled off in son, and solvent point is further carried out after deodorization and is carried, refined Structure grease is obtained.By GC and
Thin-layer chromatography detects, and 2- palmitic acid ester contents are 67.5% in Structure grease, and 1,3- bis- oleic acid -2- tripalmitins contain
Amount is 39.9%.
Embodiment 9
(1) it from the palm stearin that purchase iodine number is 25-30 on the market, is carried by solvent point, obtains the palm that iodine number is 14
It is stearic.
(2) palm stearin 2500g, docosahexaenoic acid ethyl 12500g, deionized water 75g are mixed and added into
30000ml hexanes, are placed in four-hole boiling flask, and stirring is warming up to 75 DEG C and keeps constant, and sn-1,3 specific lipases are added
1500g, back flow reaction 6 hours, obtains crude Structure grease.
(3) aforementioned crude Structure grease is subjected to refinement treatment, refined step includes：It is filtered to remove lipase, point
Free-fat acetoacetic ester is distilled off in son, and solvent point is further carried out after deodorization and is carried, refined Structure grease is obtained.By GC and
Thin-layer chromatography detects, and the content of 2- tripalmitins is 67.7% in Structure grease, 1,3- bis- docosahexaenoic acid -2- palm fibres
The content of palmitic acid acid glyceride is 35.8%.
The preparation method of structure of the invention grease has the advantages that first, the cost that raw material obtains is relatively low, can
It directly buys, or can be obtained by simple processing, be conducive to large-scale industrial production；Secondly, simple for process, it needs to make
Equipment is less, can reduce the cost of production；Again, by-product is less in preparation process, is good for the environment.
Claims (9)
1. a kind of preparation method of Structure grease, includes the following steps：
Step (1)：Obtain the tristearin rich in palmitic acid residues that iodine number is 18 to 21；
Step (2)：The above-mentioned tristearin rich in palmitic acid residues is carried out Sn-1,3 with unsaturated fatty acid or its nonglyceride
Enzymatic orients transesterification, obtains Structure grease.
2. a kind of preparation method of Structure grease according to claim 1, it is characterised in that：Step (1) includes：It will be commercially available
Palm oil or palm oil stearin are carried by dry fractionation or solvent point, and acquisition iodine number is 18 to 21 rich in palmitic acid residues
It is stearic.
3. a kind of preparation method of Structure grease according to claim 1, it is characterised in that：Step (1) includes：Directly purchase
Buy the palm oil stearin crude oil rich in palmitic acid residues that commercially available iodine number is 18 to 21.
4. a kind of preparation method of Structure grease according to claim 1, it is characterised in that：The enzymatic of step (2) orients
In transesterification system, suitable water is added.
5. a kind of preparation method of Structure grease according to claim 1, it is characterised in that：The enzymatic of step (2) orients
In transesterification system, solvent is added, the solvent includes butane, hexane, acetone, hexamethylene, octane or isooctane.
6. a kind of preparation method of Structure grease according to claim 1, it is characterised in that：In step (2), unsaturated lipid
Fat acid includes oleic acid, linoleic acid, leukotrienes, arachidonic acid, eicosapentaenoic acid and docosahexaenoic acid.
7. a kind of preparation method of Structure grease according to claim 1, it is characterised in that：The preparation method is further wrapped
Include step (3)：The obtained Structure grease of step (2) is subjected to refinement treatment.
8. a kind of preparation method of Structure grease according to claim 7, it is characterised in that：The refinement treatment of step (3)
Including fractionation technology.
9. a kind of composition containing Structure grease, it is characterised in that：The Structure grease is according to any in claim 1-8
Obtained by preparation method.
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| CN201610289497.2A CN105861579A (en) | 2015-02-10 | 2015-02-10 | Composition containing structural grease |
| CN201510067260.5A CN104651424B (en) | 2015-02-10 | 2015-02-10 | A kind of preparation method of Structure grease |
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| CN201510067260.5A CN104651424B (en) | 2015-02-10 | 2015-02-10 | A kind of preparation method of Structure grease |
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| CN201610289497.2A Division CN105861579A (en) | 2015-02-10 | 2015-02-10 | Composition containing structural grease |
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| CN108265089B (en) * | 2016-12-30 | 2021-06-11 | 中粮集团有限公司 | Oil and fat composition containing 1, 3-dioleoyl-2-palmitic acid triglyceride and preparation method thereof |
| CN109984205A (en) * | 2017-12-29 | 2019-07-09 | 中粮集团有限公司 | A kind of fat or oil composition and preparation method thereof |
| CN109247397A (en) * | 2018-09-18 | 2019-01-22 | 湖北福星生物科技有限公司 | A kind of Sn-2 Structure grease and preparation method thereof rich in docosahexaenoic acid |
| CN110150666B (en) * | 2019-06-14 | 2023-04-11 | 广东省农业科学院蚕业与农产品加工研究所 | Grease composition and preparation method thereof |
| CN116287036B (en) * | 2023-03-21 | 2023-10-20 | 安徽森那贝生物科技有限公司 | Method for producing 1, 3-dioleoyl 2-palmitoyl glycerol |
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| CN105861579A (en) | 2016-08-17 |
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