CN110438174A - The method of enzyme law catalysis synthesis monoglyceride - Google Patents
The method of enzyme law catalysis synthesis monoglyceride Download PDFInfo
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- CN110438174A CN110438174A CN201910800845.1A CN201910800845A CN110438174A CN 110438174 A CN110438174 A CN 110438174A CN 201910800845 A CN201910800845 A CN 201910800845A CN 110438174 A CN110438174 A CN 110438174A
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- enzyme
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- monoglyceride
- catalysis synthesis
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- 108090000790 Enzymes Proteins 0.000 title claims abstract description 88
- 102000004190 Enzymes Human genes 0.000 title claims abstract description 88
- LDVVTQMJQSCDMK-UHFFFAOYSA-N 1,3-dihydroxypropan-2-yl formate Chemical compound OCC(CO)OC=O LDVVTQMJQSCDMK-UHFFFAOYSA-N 0.000 title claims abstract description 63
- 238000006555 catalytic reaction Methods 0.000 title claims abstract description 40
- 238000000034 method Methods 0.000 title claims abstract description 40
- 230000015572 biosynthetic process Effects 0.000 title claims abstract description 38
- 238000003786 synthesis reaction Methods 0.000 title claims abstract description 38
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims abstract description 126
- 229940088598 enzyme Drugs 0.000 claims abstract description 87
- 239000003054 catalyst Substances 0.000 claims abstract description 43
- 239000003463 adsorbent Substances 0.000 claims abstract description 36
- 239000004519 grease Substances 0.000 claims abstract description 30
- 239000002904 solvent Substances 0.000 claims abstract description 27
- 238000006243 chemical reaction Methods 0.000 claims abstract description 19
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims abstract description 17
- 239000002808 molecular sieve Substances 0.000 claims abstract description 17
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 claims abstract description 17
- 229910021536 Zeolite Inorganic materials 0.000 claims abstract description 16
- 235000019354 vermiculite Nutrition 0.000 claims abstract description 16
- 239000010455 vermiculite Substances 0.000 claims abstract description 16
- 229910052902 vermiculite Inorganic materials 0.000 claims abstract description 16
- 239000010457 zeolite Substances 0.000 claims abstract description 16
- 229950008882 polysorbate Drugs 0.000 claims abstract description 14
- 229920000136 polysorbate Polymers 0.000 claims abstract description 14
- 108010019160 Pancreatin Proteins 0.000 claims abstract description 13
- 229940055695 pancreatin Drugs 0.000 claims abstract description 13
- JUNWLZAGQLJVLR-UHFFFAOYSA-J calcium diphosphate Chemical compound [Ca+2].[Ca+2].[O-]P([O-])(=O)OP([O-])([O-])=O JUNWLZAGQLJVLR-UHFFFAOYSA-J 0.000 claims abstract description 12
- 229940043256 calcium pyrophosphate Drugs 0.000 claims abstract description 12
- 235000019821 dicalcium diphosphate Nutrition 0.000 claims abstract description 12
- 238000004090 dissolution Methods 0.000 claims abstract description 12
- 102000019280 Pancreatic lipases Human genes 0.000 claims abstract description 11
- 108050006759 Pancreatic lipases Proteins 0.000 claims abstract description 11
- 229940116369 pancreatic lipase Drugs 0.000 claims abstract description 11
- 238000010521 absorption reaction Methods 0.000 claims abstract description 9
- MSXVEPNJUHWQHW-UHFFFAOYSA-N 2-methylbutan-2-ol Chemical compound CCC(C)(C)O MSXVEPNJUHWQHW-UHFFFAOYSA-N 0.000 claims description 22
- 239000003795 chemical substances by application Substances 0.000 claims description 9
- 239000003921 oil Substances 0.000 claims description 7
- 235000019198 oils Nutrition 0.000 claims description 7
- 235000019482 Palm oil Nutrition 0.000 claims description 6
- 239000002540 palm oil Substances 0.000 claims description 6
- 230000035484 reaction time Effects 0.000 claims description 6
- 239000003813 safflower oil Substances 0.000 claims description 5
- -1 lard Substances 0.000 claims description 4
- 241001494479 Pecora Species 0.000 claims description 3
- 239000004359 castor oil Substances 0.000 claims description 3
- 235000019438 castor oil Nutrition 0.000 claims description 3
- 239000003240 coconut oil Substances 0.000 claims description 3
- 235000019864 coconut oil Nutrition 0.000 claims description 3
- 235000021323 fish oil Nutrition 0.000 claims description 3
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims description 3
- 239000010698 whale oil Substances 0.000 claims description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 2
- 240000002834 Paulownia tomentosa Species 0.000 claims 1
- 208000012839 conversion disease Diseases 0.000 abstract description 3
- 230000003197 catalytic effect Effects 0.000 abstract description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 33
- 239000002383 tung oil Substances 0.000 description 11
- 230000000052 comparative effect Effects 0.000 description 8
- 239000003995 emulsifying agent Substances 0.000 description 5
- 235000013305 food Nutrition 0.000 description 5
- 230000000694 effects Effects 0.000 description 4
- 239000000126 substance Substances 0.000 description 3
- 239000004698 Polyethylene Substances 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- 235000014121 butter Nutrition 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000000314 lubricant Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000004411 aluminium Substances 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910000323 aluminium silicate Inorganic materials 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 210000003850 cellular structure Anatomy 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 239000010730 cutting oil Substances 0.000 description 1
- XPPKVPWEQAFLFU-UHFFFAOYSA-N diphosphoric acid Chemical compound OP(O)(=O)OP(O)(O)=O XPPKVPWEQAFLFU-UHFFFAOYSA-N 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 229920006248 expandable polystyrene Polymers 0.000 description 1
- 239000004794 expanded polystyrene Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 230000001050 lubricating effect Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000012875 nonionic emulsifier Substances 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 210000000496 pancreas Anatomy 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 229940127557 pharmaceutical product Drugs 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 229940005657 pyrophosphoric acid Drugs 0.000 description 1
- 230000036632 reaction speed Effects 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 238000009941 weaving Methods 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N11/00—Carrier-bound or immobilised enzymes; Carrier-bound or immobilised microbial cells; Preparation thereof
- C12N11/14—Enzymes or microbial cells immobilised on or in an inorganic carrier
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/14—Hydrolases (3)
- C12N9/16—Hydrolases (3) acting on ester bonds (3.1)
- C12N9/18—Carboxylic ester hydrolases (3.1.1)
- C12N9/20—Triglyceride splitting, e.g. by means of lipase
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/94—Pancreatin
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Y—ENZYMES
- C12Y301/00—Hydrolases acting on ester bonds (3.1)
- C12Y301/01—Carboxylic ester hydrolases (3.1.1)
- C12Y301/01003—Triacylglycerol lipase (3.1.1.3)
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- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Genetics & Genomics (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- General Engineering & Computer Science (AREA)
- Microbiology (AREA)
- Biotechnology (AREA)
- Biomedical Technology (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Inorganic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
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- General Chemical & Material Sciences (AREA)
- Lubricants (AREA)
- Fats And Perfumes (AREA)
Abstract
The invention discloses a kind of methods of enzyme law catalysis synthesis monoglyceride, it with glycerol is in molar ratio that 1:1~1:4 is mixed by grease, solvent dissolution is added, when temperature reaches certain value, catalyst is added, low whipping speed reacts certain time under conditions of being 200~600rpm, is centrifuged off catalyst, obtains monoglyceride；Catalyst is mixed to get by complex enzyme and adsorbent.The method of enzyme law catalysis synthesis monoglyceride of the invention has excellent conversion ratio and monoglyceride selectivity, is used as complex enzyme by addition pancreatic lipase, pig pancreatin, LipozymeTL 1M collaboration, improves catalytic efficiency；By the way that vermiculite, calcium pyrophosphate, zeolite molecular sieve is added as adsorbent, its absorption fixed function to enzyme is improved；Improve grease and the bad problem of glycerol intersolubility by the way that polysorbate is added, the intersolubility of grease and glycerol is improved by the way that polysorbate is added, to improve the reaction conversion ratio of its glycerol and grease.
Description
Technical field
The present invention relates to a kind of technical field of oil chemical industry, more particularly to a kind of side of enzyme law catalysis synthesis monoglyceride
Method.
Background technique
Monoglyceride is a kind of widely used nonionic emulsifier, and as excellent w/o type emulsifier, it has good
Emulsification, softness, antistatic, lubricating action, be widely used in daily-use chemical industry, food, medicine, weaving, high molecular material etc. neck
Domain.In the food industry, monoglyceride is important food emulsifying agent, and dosage accounts for the 2/3 of the total dosage of food emulsifying agent.In non-food
Conduct industry, monoglyceride are used as excipient in pharmaceutical products, the configuration for neutral ointment.In cosmetic industry, monoglyceride
It is the emulsifier of w/o type emulsion, is the desirable feedstock of cream, white class product.In Polymer Industry, monoglyceride can be used for cutting oil
Emulsifier, textile softener, EPS, PE, PP, thermosetting resin plastic, print in ink lubricant.Since it is in PVC
Solubility property is fabulous, PVC processing in be used as in-lubricant, be also used as polyethylene, polypropylene, foamed polystyrene resist it is quiet
Electric agent.
Glycerol solution is to carry out transesterification under lipase-catalyzed effect with grease and glycerol, and existing glycerol solution obtains
Monoglyceride yield it is lower, complex steps.
Summary of the invention
In view of the above shortcomings, it is an object of the invention to develop the method for a enzyme law catalysis synthesis monoglyceride, tool
There is the easy to operate and high advantage of yield.
Technical solution of the present invention is summarized as follows:
The method of a kind of enzyme law catalysis synthesis monoglyceride, wherein by grease and glycerol be in molar ratio that 1:1~1:4 is carried out
Solvent dissolution is added in mixing, when temperature reaches certain value, catalyst is added, under conditions of low whipping speed is 200~600rpm
Certain time is reacted, catalyst is centrifuged off, obtains monoglyceride；The catalyst is mixed to get by complex enzyme and adsorbent.
Preferably, the method for the described enzyme law catalysis synthesis monoglyceride, wherein the grease be selected from tung oil, castor oil,
One of coconut oil, palm oil, safflower seed oil.
Preferably, the method for enzyme law catalysis synthesis monoglyceride, wherein the grease is selected from butter, sheep oil, pig
One of oil, whale oil, fish oil.
Preferably, the method for enzyme law catalysis synthesis monoglyceride, wherein the solvent includes the tert-butyl alcohol and uncle penta
Alcohol, mass ratio are 2:1~4:1.
Preferably, the method for the described enzyme law catalysis synthesis monoglyceride, wherein the complex enzyme and adsorbent 1:1~
1:5。
Preferably, the method for enzyme law catalysis synthesis monoglyceride, wherein the complex enzyme includes 20~30wt%
Pancreatic lipase, 30~35wt% pig pancreatin, 40~45wt%LipozymeTL 1M.
Preferably, the method for enzyme law catalysis synthesis monoglyceride, wherein the adsorbent includes 36~40wt%
Vermiculite, 22~24wt% calcium pyrophosphate, 38~42wt% zeolite molecular sieve.
Preferably, the method for enzyme law catalysis synthesis monoglyceride, wherein the reaction temperature is 50~80 DEG C,
Reaction time is 6~12h.
Preferably, the method for enzyme law catalysis synthesis monoglyceride, wherein the additional amount of the catalyst is grease
With the 5%~10% of glycerol gross mass.
Preferably, the method for enzyme law catalysis synthesis monoglyceride, wherein poly- sorb is additionally added in the reaction
Ester, additional amount are the 0.5%~2% of grease and glycerol gross mass.
The beneficial effects of the present invention are:
(1) method of enzyme law catalysis of the invention synthesis monoglyceride has excellent conversion ratio and monoglyceride selectivity.
(2) method of enzyme law catalysis of the invention synthesis monoglyceride, enzyme will affect glycerol conversion yield, by the way that pancreas rouge is added
Enzyme, pig pancreatin, LipozymeTL 1M collaboration are used as complex enzyme, improve catalytic efficiency；Adsorbent has absorption is fixed to make enzyme
With, by be added vermiculite, calcium pyrophosphate, zeolite molecular sieve as adsorbent, improve its absorption fixed function to enzyme；By adding
Entering polysorbate improves grease and the bad problem of glycerol intersolubility, improves dissolving each other for grease and glycerol by the way that polysorbate is added
Property, to improve the reaction conversion ratio of its glycerol and grease.
Specific embodiment
The present invention will be further described in detail below with reference to the embodiments, to enable those skilled in the art referring to specification
Text can be implemented accordingly.
The method that this case proposes a kind of enzyme law catalysis synthesis monoglyceride, wherein by grease and glycerol be in molar ratio 1:1~
1:4 is mixed, and solvent dissolution is added, and when temperature reaches certain value, catalyst is added, low whipping speed is 200~600rpm
Under conditions of react certain time, be centrifuged off catalyst, obtain monoglyceride；The catalyst is mixed by complex enzyme and adsorbent
Conjunction obtains.
As the another embodiment of this case, wherein grease is in tung oil, castor oil, coconut oil, palm oil, safflower seed oil
One kind.
As the another embodiment of this case, wherein grease is selected from one of butter, sheep oil, lard, whale oil, fish oil.
As the another embodiment of this case, wherein solvent includes the tert-butyl alcohol and tert-pentyl alcohol, and mass ratio is 2:1~4:1.It is molten
Agent will affect the activity and structure of enzyme, to influence enzymic catalytic reaction, the preferred solvent of this case is the tert-butyl alcohol and tert-pentyl alcohol, association
With reaction dissolvent is used as, reaction speed is fast, so that the yield of monoglyceride is higher.
As the another embodiment of this case, wherein complex enzyme and adsorbent 1:1~1:5.Adsorbent can solve enzyme recycling
Problem improves the access times of enzyme, reduces the dosage of enzyme, reduces cost.The mass ratio of this case preferred complex enzyme and adsorbent
For 1:1~1:5.
As the another embodiment of this case, wherein complex enzyme include 20~30wt% pancreatic lipase, 30~35wt% pig pancreatin,
40~45wt%LipozymeTL 1M.Enzyme will affect glycerol conversion yield, the preferred complex enzyme of this case be pancreatic lipase, pig pancreatin,
LipozymeTL 1M, can effectively reduce energy consumption, reduce the generation of by-product, improve the yield and quality of monoglyceride.
As the another embodiment of this case, wherein adsorbent include 36~40wt% vermiculite, 22~24wt% calcium pyrophosphate,
38~42wt% zeolite molecular sieve.Adsorbent has absorption fixed function to enzyme, and the preferred adsorbent of this case is vermiculite, pyrophosphoric acid
Calcium, zeolite molecular sieve, the expanded processing of vermiculite.Vermiculite in flake can expand rapidly 6-20 times, after expansion by its volume of high-temperature roasting
Specific gravity be 60-180kg/m3, have very strong thermal and insulating performance；Molecular sieve be it is a kind of there is uniform micro, mainly by silicon,
The adsorbent or film substance that aluminium, oxygen and some other metal cation are constituted, aperture is suitable with general molecular size, according to
Various fluid molecules are sieved in its effective aperture.Zeolite molecular sieve refers to those with the natural and artificial synthesized of molecular sieve effect
Crystalline aluminosilicate.For zeolite molecular sieve due to its distinctive structure and performance, zeolite molecular sieve is a kind of inorganic crystal material,
It is widely used in catalysis, absorption and ion due to regular cellular structure, stronger acid and high hydrothermal stability to hand over
In changing.
As the another embodiment of this case, wherein reaction temperature is 50~80 DEG C, and the reaction time is 6~12h.Reaction temperature
It will affect the yield of monoglyceride and the activity of enzyme with the reaction time, therefore reaction temperature and reaction time should be limited, this case
Preferred reaction temperature is 50~80 DEG C, and the reaction time is 6~12h.
As the another embodiment of this case, wherein the additional amount of catalyst is the 5%~10% of grease and glycerol gross mass.
The additional amount of catalyst will affect the yield and cost of monoglyceride, therefore should be limited, and the preferred catalyst amount of this case is grease
With the 5%~10% of glycerol gross mass.
As the another embodiment of this case, wherein be additionally added polysorbate in reaction, additional amount is grease and the total matter of glycerol
The 0.5%~2% of amount.Improve grease and the bad problem of glycerol intersolubility by the way that polysorbate is added, by the way that poly- sorb is added
Ester improves the intersolubility of grease and glycerol, to improve the reaction conversion ratio of its glycerol and grease.
Specific embodiment and comparative example is listed below:
Embodiment 1:
Tung oil with glycerol is that 1:1 is mixed by a kind of method of enzyme law catalysis synthesis monoglyceride in molar ratio, and addition is molten
Agent dissolution, solvent include the tert-butyl alcohol and tert-pentyl alcohol, and mass ratio 2:1, the additional amount of solvent is tung oil and glycerol gross mass
20%, when temperature reaches 50 DEG C, 5% catalyst, 0.5% polysorbate is added, low whipping speed is anti-under conditions of being 200rpm
6h is answered, catalyst is centrifuged off, obtains monoglyceride；Catalyst is mixed to get by complex enzyme and adsorbent；Complex enzyme and absorption
Agent 1:1, complex enzyme include 20wt% pancreatic lipase, 35wt% pig pancreatin, 45wt%LipozymeTL 1M；Adsorbent includes
36wt% vermiculite, 24wt% calcium pyrophosphate, 40wt% zeolite molecular sieve.
Embodiment 2:
Palm oil with glycerol is that 1:3 is mixed by a kind of method of enzyme law catalysis synthesis monoglyceride in molar ratio, addition
Solvent dissolution, solvent include the tert-butyl alcohol and tert-pentyl alcohol, and mass ratio 3:1, the additional amount of solvent is tung oil and glycerol gross mass
20%, when temperature reaches certain value, 8% catalyst and 1% polysorbate is added, low whipping speed is 400rpm reaction temperature
Under conditions of 60 DEG C, 10h is reacted, catalyst is centrifuged off, obtains monoglyceride；The catalyst is by complex enzyme and adsorbent
It is mixed to get, complex enzyme and adsorbent 1:4, complex enzyme includes 25wt% pancreatic lipase, 32wt% pig pancreatin, 43wt%
LipozymeTL 1M；Adsorbent includes 38wt% vermiculite, 23wt% calcium pyrophosphate, 39wt% zeolite molecular sieve.
Embodiment 3:
Safflower seed oil with glycerol is that 1:4 is mixed, added by a kind of method of enzyme law catalysis synthesis monoglyceride in molar ratio
Enter solvent dissolution, solvent includes the tert-butyl alcohol and tert-pentyl alcohol, mass ratio 4:1, and temperature reaches 80 DEG C, and addition catalyst is stirring
It mixes under conditions of speed is 600rpm and reacts 12h, be centrifuged off catalyst, obtain monoglyceride；Catalyst is by complex enzyme and to inhale
Attached dose is mixed to get；Complex enzyme and adsorbent 1:3, complex enzyme includes 30wt% pancreatic lipase, 30wt% pig pancreatin, 40wt%
LipozymeTL 1M, adsorbent include 40wt% vermiculite, 22wt% calcium pyrophosphate, 38wt% zeolite molecular sieve, and catalyst adds
Enter 10% that amount is grease and glycerol gross mass, polysorbate is additionally added in reaction, additional amount is grease and glycerol gross mass
2%.
Comparative example 1:
Tung oil with glycerol is that 1:1 is mixed by a kind of method of enzyme law catalysis synthesis monoglyceride in molar ratio, and addition is molten
Agent dissolution, solvent include the tert-butyl alcohol and tert-pentyl alcohol, and mass ratio 2:1, the additional amount of solvent is tung oil and glycerol gross mass
20%, when temperature reaches 50 DEG C, 5% catalyst, 0.5% polysorbate is added, low whipping speed is anti-under conditions of being 200rpm
6h is answered, catalyst is centrifuged off, obtains monoglyceride；Catalyst is mixed to get by complex enzyme and adsorbent, complex enzyme and absorption
Agent 1:1, complex enzyme are LipozymeTL 1M；Adsorbent includes 36wt% vermiculite, 24wt% calcium pyrophosphate, 40wt% zeolite point
Son sieve.
Comparative example 2:
Tung oil with glycerol is that 1:1 is mixed by a kind of method of enzyme law catalysis synthesis monoglyceride in molar ratio, and addition is molten
Agent dissolution, solvent include the tert-butyl alcohol and tert-pentyl alcohol, and mass ratio 2:1, the additional amount of solvent is tung oil and glycerol gross mass
20%, when temperature reaches 50 DEG C, 5% catalyst, 0.5% polysorbate is added, low whipping speed is anti-under conditions of being 200rpm
6h is answered, catalyst is centrifuged off, obtains monoglyceride；Catalyst is mixed to get by complex enzyme and adsorbent；Complex enzyme and absorption
Agent 1:1, complex enzyme include 55wt% pig pancreatin, 45wt%LipozymeTL 1M；Adsorbent includes 36wt% vermiculite, 24wt%
Calcium pyrophosphate, 40wt% zeolite molecular sieve.
Comparative example 3:
Palm oil with glycerol is that 1:3 is mixed by a kind of method of enzyme law catalysis synthesis monoglyceride in molar ratio, addition
Solvent dissolution, solvent include the tert-butyl alcohol and tert-pentyl alcohol, and mass ratio 3:1, the additional amount of solvent is tung oil and glycerol gross mass
20%, when temperature reaches certain value, 8% catalyst and 1% polysorbate is added, low whipping speed is 400rpm reaction temperature
Under conditions of 60 DEG C, 10h is reacted, catalyst is centrifuged off, obtains monoglyceride；The catalyst is by complex enzyme and adsorbent
It is mixed to get, complex enzyme and adsorbent 1:4, complex enzyme includes 25wt% pancreatic lipase, 32wt% pig pancreatin, 43wt%
LipozymeTL 1M；Adsorbent includes 61wt% vermiculite, 39wt% zeolite molecular sieve.
Comparative example 4:
Palm oil with glycerol is that 1:3 is mixed by a kind of method of enzyme law catalysis synthesis monoglyceride in molar ratio, addition
Solvent dissolution, solvent include the tert-butyl alcohol and tert-pentyl alcohol, and mass ratio 3:1, the additional amount of solvent is tung oil and glycerol gross mass
20%, when temperature reaches certain value, 8% catalyst and 1% polysorbate is added, low whipping speed is 400rpm reaction temperature
Under conditions of 60 DEG C, 10h is reacted, catalyst is centrifuged off, obtains monoglyceride；The catalyst is by complex enzyme and adsorbent
It is mixed to get, complex enzyme and adsorbent 1:4, complex enzyme includes 25wt% pancreatic lipase, 32wt% pig pancreatin, 43wt%
LipozymeTL 1M；Adsorbent includes 77wt% vermiculite, 23wt% calcium pyrophosphate.
Comparative example 5:
Safflower seed oil with glycerol is that 1:4 is mixed, added by a kind of method of enzyme law catalysis synthesis monoglyceride in molar ratio
Enter solvent dissolution, solvent includes the tert-butyl alcohol and tert-pentyl alcohol, mass ratio 4:1, and temperature reaches 80 DEG C, and addition catalyst is stirring
It mixes under conditions of speed is 600rpm and reacts 12h, be centrifuged off catalyst, obtain monoglyceride；Catalyst is by complex enzyme and to inhale
Attached dose is mixed to get；Complex enzyme and adsorbent 1:3, complex enzyme includes 30wt% pancreatic lipase, 30wt% pig pancreatin, 40wt%
LipozymeTL 1M, adsorbent include 40wt% vermiculite, 22wt% calcium pyrophosphate, 38wt% zeolite molecular sieve, and catalyst adds
Enter 10% that amount is grease and glycerol gross mass.
The test result of Examples 1 to 3 and comparative example 1~5 is listed below:
Table 1
The method of enzyme law catalysis synthesis monoglyceride of the invention, Examples 1 to 3 compared with comparative example 1~5, embodiment
Method has excellent conversion ratio and monoglyceride selectivity.
Although the embodiments of the present invention have been disclosed as above, but its is not only in the description and the implementation listed
With it can be fully applied to various fields suitable for the present invention, for those skilled in the art, can be easily
Realize other modification, therefore without departing from the general concept defined in the claims and the equivalent scope, the present invention is simultaneously unlimited
In specific details.
Claims (10)
1. a kind of method of enzyme law catalysis synthesis monoglyceride, which is characterized in that by grease and glycerol be in molar ratio 1:1~1:4
It is mixed, solvent dissolution is added, when temperature reaches certain value, catalyst is added, low whipping speed is the item of 200~600rpm
Certain time is reacted under part, is centrifuged off catalyst, obtains monoglyceride；The catalyst is to be mixed by complex enzyme with adsorbent
It arrives.
2. the method for enzyme law catalysis synthesis monoglyceride according to claim 1, which is characterized in that the grease is selected from paulownia
One of oil, castor oil, coconut oil, palm oil, safflower seed oil.
3. the method for enzyme law catalysis synthesis monoglyceride according to claim 1, which is characterized in that the grease is selected from ox
One of oil, sheep oil, lard, whale oil, fish oil.
4. the method for enzyme law catalysis synthesis monoglyceride according to claim 1, which is characterized in that the solvent includes tertiary fourth
Alcohol and tert-pentyl alcohol, mass ratio are 2:1~4:1.
5. the method for enzyme law catalysis synthesis monoglyceride according to claim 1, which is characterized in that the complex enzyme and absorption
Agent mass ratio is 1:1~1:5.
6. the method for enzyme law catalysis synthesis monoglyceride according to claim 5, which is characterized in that the complex enzyme includes 20
~30wt% pancreatic lipase, 30~35wt% pig pancreatin, 40~45wt%LipozymeTL 1M.
7. the method for enzyme law catalysis synthesis monoglyceride according to claim 5, which is characterized in that the adsorbent includes 36
~40wt% vermiculite, 22~24wt% calcium pyrophosphate, 38~42wt% zeolite molecular sieve.
8. the method for enzyme law catalysis synthesis monoglyceride according to claim 1, which is characterized in that the reaction temperature is 50
~80 DEG C, the reaction time is 6~12h.
9. the method for enzyme law catalysis synthesis monoglyceride according to claim 1, which is characterized in that the addition of the catalyst
Amount is the 5%~10% of grease and glycerol gross mass.
10. the method for enzyme law catalysis synthesis monoglyceride according to claim 1, which is characterized in that also add in the reaction
Enter polysorbate, additional amount is the 0.5%~2% of grease and glycerol gross mass.
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| CN114231571A (en) * | 2021-12-29 | 2022-03-25 | 赞宇科技集团股份有限公司 | Production method for catalytic synthesis of monoglyceride stearate by immobilized composite lipase |
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