CN108823255A - A kind of preparation method of three saturated fatty acid glycerides - Google Patents
A kind of preparation method of three saturated fatty acid glycerides Download PDFInfo
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- CN108823255A CN108823255A CN201810726500.1A CN201810726500A CN108823255A CN 108823255 A CN108823255 A CN 108823255A CN 201810726500 A CN201810726500 A CN 201810726500A CN 108823255 A CN108823255 A CN 108823255A
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Abstract
The present invention relates to glycerol Lipase absobed processing technique fields, and in particular to a kind of preparation method of three saturated fatty acid glycerides comprising：Glyceride containing saturated fatty acid residues is carried out catalysis with Salt of saturated fatty acid to react under the action of lipase, obtains three saturated fatty acid glyceride.Wherein saturated fatty acid residues are identical with saturated fatty acid corresponding in Salt of saturated fatty acid, and the glyceride containing saturated fatty acid residues at least has an ester bond or hydroxyl not in conjunction with saturated fatty acid residues.On the basis of glyceride fraction has saturated fatty acid residues, sufficient amount of saturated fatty acid residues are provided by corresponding Salt of saturated fatty acid, and using the catalytic action of lipase, so that its reaction condition is mild, side reaction is few, the purity is high of three saturated fatty acid glycerides of generation.
Description
Technical field
The present invention relates to glycerol Lipase absobed processing technique fields, in particular to a kind of three saturated fatty acid glycerides
Preparation method.
Background technique
Three saturated fatty acid glyceride synthetic methods mainly have：Triglycerides is carried out under chemical catalyst effect random
Transesterification and glycerol are reacted with saturated fatty acid in high temperature (180 DEG C~200 DEG C).To glycerol three under chemical catalyst effect
The purity that ester carries out three saturated fatty acid glycerides of random transesterification preparation is not high.Glycerol and saturated fatty acid are at (180 DEG C of high temperature
~200 DEG C) reaction the shortcomings that be to react and need high temperature, technological reaction condition is harsh, and side reaction is more.
Summary of the invention
The purpose of the present invention is to provide a kind of preparation methods of three saturated fatty acid glycerides, enable to full to three
With the purity is high of fatty glyceride, saturated fatty acid content is high on the position sn-2, and reaction condition is simple, and side reaction is few.
The present invention solves its technical problem and adopts the following technical solutions to realize.
A kind of preparation method of three saturated fatty acid glyceride provided by the invention comprising：Saturated fatty acid will be contained
The glyceride of residue carries out catalysis with Salt of saturated fatty acid under the action of lipase and reacts, and it is sweet to obtain three saturated fatty acid
Grease.Wherein saturated fatty acid residues are identical with the corresponding saturated fatty acid in Salt of saturated fatty acid, and contain saturated fat
The glyceride of sour residue at least has an ester bond or hydroxyl not in conjunction with saturated fatty acid residues.
On the basis of glyceride fraction has saturated fatty acid residues, provided by corresponding Salt of saturated fatty acid enough
The saturated fatty acid residues of quantity, and using the catalytic action of lipase, so that its reaction condition is mild, side reaction is few, raw
At three saturated fatty acid glycerides purity is high.
Specific embodiment
It, below will be to embodiment party of the present invention to keep the purposes, technical schemes and advantages of embodiment of the present invention clearer
Technical solution in formula is clearly and completely described.The person that is not specified actual conditions in embodiment or embodiment, according to routine
The condition that condition or manufacturer suggest carries out.Reagents or instruments used without specified manufacturer, being can be by commercially available purchase
Buy the conventional products of acquisition.
The preparation method of three saturated fatty acid glycerides of embodiment of the present invention is specifically described below.
The preparation method for three saturated fatty acid glyceride of one kind that some embodiments of the present invention provide comprising：It will
Glyceride containing saturated fatty acid residues carries out catalysis with Salt of saturated fatty acid under the action of lipase and reacts, and it is full to obtain three
And fatty glyceride.
Wherein saturated fatty acid residues are identical with the corresponding saturated fatty acid in Salt of saturated fatty acid, for example, glyceride
It is that palmitic acid residues (are not excluded for the other kinds of saturated fat containing non-palmitic acid residues containing having plenty of saturated fatty acid residues
Sour residue), then corresponding Salt of saturated fatty acid is palmitate.And the glyceride containing saturated fatty acid residues is at least
Ester bond or hydroxyl with one not in conjunction with saturated fatty acid residues.I.e. as the glyceride of raw material include monoglyceride,
At least one of diglyceride and triglycerides, and its part ester bond is combined with (above-mentioned specified) saturated fatty acid
The ester bond arrived.For example, the glyceride can be monoglyceride, it is also possible to diglyceride perhaps triglycerides or glycerol two
The mixture of ester and triglycerides.
It should be noted that catalysis reaction includes ester exchange reaction and esterification, when glyceride is mainly triglycerides
When, the mainly ester exchange reaction of progress, when glyceride includes partial glycerol diester or monoglyceride, there is also esterifications.
On the basis of glyceride has the part ester bond of specific saturated fatty acid residues, it is capable of providing largely by introducing
The special fatty acid salt of special fatty acid residue, so that transesterification and esterification can occurs under the catalysis of enzyme in it,
Reaction condition is thereby reduced, so that side reaction is few, the purity is high of three saturated fatty acid glycerides of generation is saturated on sn-2
Content of fatty acid is high.
According to some embodiments, the ratio of glyceride and Salt of saturated fatty acid be using Salt of saturated fatty acid as additive amount,
So that the ratio that the saturated fatty acid residues in reaction system account for total fatty acid residue is greater than or equal to 90%, preferably greater than
92%, more preferably greater than 95%.For example, addition Salt of saturated fatty acid can be made to make the saturated fatty acid in reaction system residual
The ratio of the total fatty acid residue of fiduciary point is 90%, 91%, 92%, 93%, 94%, 95%, 96%, 97% or 98% etc..
By the setting of the reactant ratio, can enable to fully to meet ester exchange reaction or esterification into
Row, and then enable to be able to carry out between reactant and fully contact, obtain the higher reaction product of purity.
According to some embodiments, the additive amount of lipase is the 0.05~10% of glyceride, it is therefore preferable to 0.1~8%,
In further preferred scheme, the additive amount that the additive amount of Novozym 435 is 4~8%, Lipase DF " Amano " 15 is
0.1~1%, the additive amount that the additive amount of LipozymeTLIM is 4~8%, LipaseAY30G is 0.1~1%.For example, fatty
The additive amount of enzyme can be 0.05%, 0.1%, 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8% or 9%.Lipase adds
Dosage has important influence to reaction process, and additive amount is too low to can not reach catalytic effect, and adding too much then makes
It obtains cost to increase, and will affect the contact in reaction process between reactant to a certain extent, cause reaction effect bad.Cause
This, can be fully achieved the catalytic action to reaction by the additive amount of the non-directional lipase of above range, so that shortly
Reaction carries out more thorough in the fixed reaction time.
In some embodiments, lipase includes at least one of non-directional lipase, orientation lipase, it is preferable that rouge
Fat enzyme be non-directional lipase, non-directional lipase include Novozym 435, Lipase DF " Amano " 15,
At least one of LipozymeTLIM and LipaseAY30G.For example, non-directional lipase can for Novozym 435 or
Lipase DF " Amano " 15, can also be with the mixture of Novozym 435 and Lipase DF " Amano " 15.Preferably, non-fixed
It is Lipase DF " Amano " 15 to lipase.
According to some embodiments, the temperature for being catalyzed reaction is 30~90 DEG C, preferably 35~85 DEG C, it is further preferred that
LipozymeTLIM reaction temperature is 65~70 DEG C, and 435 reaction temperature of Novozym is 75~85 DEG C, Lipase DF " Amano "
15 reaction temperatures are 35~40 DEG C, and LipaseAY30G reaction temperature is 35~40 DEG C；The time of catalysis reaction is 0.5~9 small
When, the preferred reaction time is 1~4 hour.Under the reaction temperature, reaction temperature is anti-relative to traditional chemical catalyst
Answer temperature relatively low, reaction is more easier to carry out, and can keep reaction temperature constant by way of heating water bath, water-bath adds
It is heated relatively uniform heat, and heat transfer effect is good, so that reaction is more easier to carry out.It is of course also possible to select furnace body
Other heating methods such as heating carry out maintaining reaction temperature.
According to some embodiments, the corresponding saturated fatty acid in saturated fatty acid residues and Salt of saturated fatty acid is selected from
Palmitinic acid, stearic acid, octanoic acid, capric acid, lauric acid, myristic acid or arachidic acid, for example, reactant can be containing palmitic acid residues
Glyceride and palmitate, be also possible to the glyceride containing stearic acid residue and stearic acid salt, or residual containing lauric acid
The glyceride and laruate of base.It is preferred that palmitinic acid or stearic acid, more preferable palmitinic acid.
Select the purpose of fatty acid salt to be in embodiments of the present invention, fatty acid salt as a kind of strong base-weak acid salt,
Ionizing power is strong, and fatty acid residue activity is strong, provides fatty acid residue ability and is much larger than free fatty acid or aliphatic ester, from
And accelerate the rate of ester exchange reaction, shorten the reaction time, it is possible to reduce fatty enzyme dosage reduces cost.
According to some embodiments, the glyceride containing saturated fatty acid residues can be cocoa butter, coconut oil, palm kernel
Oil, the hard ester of palm oil or 58 degree of palm oils.Preferably, the glyceride containing saturated fatty acid residues is the hard ester of palm oil, palm
Oily hard ester is a kind of palm oil for the high-melting-point (44~56 DEG C of fusing point) that can be generated during producing edible palm oil.
According to some embodiments, Salt of saturated fatty acid is saturated fat acid alkali metal salt, it is preferable that Salt of saturated fatty acid
For saturated fatty acid sodium or saturated fatty acid potassium.
According to some embodiments, carries out catalysis reaction and specifically include the glyceride containing saturated fatty acid residues and satisfy
Lipase is added with after fatty acid salt mixing, under conditions of being passed through inert gas, is stirred to react.Pass through inert gas
Protection, which can react it to avoid outside air, to be impacted, and stirring can come into full contact between reactant,
So that reaction is more sufficiently quickly.
In some embodiments, the revolving speed stirred when being reacted is 300~600r/min, preferably 400~500r/min.
In some embodiments, inert gas can choose nitrogen, neon, argon gas etc., it is preferable that inert gas is nitrogen
Gas.
Further include solvent in reaction system according to some embodiments, can be made by the way that solvent is added in the reaction system
The object be conducive between reactant in a solvent can be dissolved and mutually flow by obtaining reactant and reaction product, be played in reaction process
With good mass transfer effect, so that reaction effect is more preferable.Simultaneously after completion of the reaction, solvent can also carry out product
Extraction.Solvent can be added in reaction system together with reactant, can also be added gradually to reactant during the reaction
In system.In some embodiments, solvent is n-hexane.In some embodiments, the additive amount of solvent is the matter of raw materials glycerine ester
1~2 times of amount.
According to some embodiments, soap in organic phase is removed by silica gel absorption after catalysis reaction, then be concentrated.Example
Such as, after being filtered after catalysis reaction, then the soap in organic phase is removed by silica gel absorption.
A kind of preparation method for tripalmitin that some embodiments of the present invention provide comprising：It will contain
The glyceride of palmitic acid residues carries out catalysis with palmitate under the action of lipase and reacts, and obtains tripalmitin.
It is wherein triglycerides as the glyceride of raw material.
In some embodiments, USU type triglycerides, such as 1,3- can also be synthesized with three saturated fatty acid glycerides
Two oleic acid -2- palmitic acids, three ester (OPO).
Feature and performance of the invention are described in further detail with reference to embodiments.
Embodiment 1
Potassium palmitate is weighed according to the palmitic acid residues amount of palmitic stearin, so that the palmitic acid residues in reaction system
The ratio for accounting for total fatty acid residue is 90%, palmitic stearin 1000g and 1000ml n-hexane is put into four-hole boiling flask, water
Bath heating mixes until after dissolution with potassium palmitate.After being passed through nitrogen, in bath temperature be 35 DEG C and revolving speed is 400r/min item
Under part, 1g non-directional lipase Lipase DF " Amano " 15 is added after being stirred until homogeneous, insulated and stirred is reacted 4.5 hours.From
Gains in depth of comprehension remove soap in organic phase to organic phase supernatant, then with silica gel absorption, faint yellow solid are concentrated to get, thirdly palmitic acid
Ester content is that palmitic acid content is 89.5% on the position 81.5%, sn-2.
Embodiment 2
Potassium palmitate is weighed according to the palmitic acid residues amount of palmitic stearin, so that the palmitic acid residues in reaction system
The ratio for accounting for total fatty acid residue is 92%, palmitic stearin 1000g and 1200ml n-hexane is put into four-hole boiling flask, water
Bath heating mixes until after dissolution with potassium palmitate.After being passed through nitrogen, in bath temperature be 38 DEG C and revolving speed is 350r/min item
Under part, 10g non-directional lipase LipaseAY30G is added after being stirred until homogeneous, insulated and stirred is reacted 1 hour.Centrifugation is had
Machine phase supernatant, then soap in organic phase is removed with silica gel absorption, it is concentrated to get faint yellow solid, tripalmitin content is
Palmitic acid content is 90.6% on the position 81.8%, sn-2.
Embodiment 3
Sodium palmitate is weighed according to the palmitic acid residues amount of palmitic stearin, so that the palmitic acid residues in reaction system
The ratio for accounting for total fatty acid residue is 94%, palmitic stearin 1000g and 1500ml n-hexane is put into four-hole boiling flask, water
Bath heating mixes until after dissolution with sodium palmitate.After being passed through nitrogen, in bath temperature be 80 DEG C and revolving speed is 500r/min item
Under part, 50g non-directional lipase Novozym 435 is added after being stirred until homogeneous, insulated and stirred is reacted 1.5 hours.Centrifugation obtains
Organic phase supernatant, then soap in organic phase is removed with silica gel absorption, it is concentrated to get faint yellow solid, tripalmitin content
It is 92.3% for palmitic acid content on the position 82.1%, sn-2.
Embodiment 4
Sodium palmitate is weighed according to the palmitic acid residues amount of palmitic stearin, so that the palmitic acid residues in reaction system
The ratio for accounting for total fatty acid residue is 94%, palmitic stearin 1000g and 1500ml n-hexane is put into four-hole boiling flask, water
Bath heating mixes until after dissolution with sodium palmitate.After being passed through nitrogen, in bath temperature be 65 DEG C and revolving speed is 400r/min item
Under part, 40g non-directional Lipozyme TLIM is added after being stirred until homogeneous, insulated and stirred is reacted 2 hours.Centrifugation is had
Machine phase supernatant, then soap in organic phase is removed with silica gel absorption, it is concentrated to get faint yellow solid, tripalmitin content is
Palmitic acid content is 93.5% on the position 84.6%, sn-2.
Embodiment 5
Potassium palmitate is weighed according to the palmitic acid residues amount of palmitic stearin, so that the palmitic acid residues in reaction system
The ratio for accounting for total fatty acid residue is 96%, palmitic stearin 1000g and 2000ml n-hexane is put into four-hole boiling flask, water
Bath heating mixes until after dissolution with potassium palmitate.After being passed through nitrogen, in bath temperature be 40 DEG C and revolving speed is 380r/min item
Under part, 10g non-directional lipase Lipase DF " Amano " 15 is added after being stirred until homogeneous, insulated and stirred is reacted 2 hours.Centrifugation
Organic phase supernatant is obtained, then removes soap in organic phase with silica gel absorption, is concentrated to get faint yellow solid, tripalmitin
Content is that palmitic acid content is 94.8% on the position 85.7%, sn-2.
Embodiment 6
Potassium laurate is weighed according to the lauric acid residue amount of palm-kernel oil, so that the lauric acid residue in reaction system accounts for
The ratio of total fatty acid residue is 90%, palm-kernel oil 1000g and 1000ml n-hexane is put into four-hole boiling flask, water-bath adds
Heat mixes until after dissolution with potassium laurate.After being passed through nitrogen, in bath temperature be 85 DEG C and revolving speed is 400r/min condition
Under, 80g non-directional lipase Novozym 435 is added after being stirred until homogeneous, insulated and stirred is reacted 0.5 hour.Centrifugation is had
Machine phase supernatant, then soap in organic phase is removed with silica gel absorption, it is concentrated to get solid, laurin content is
Lauric acid content is 89.4% on the position 80.5%, sn-2.
Embodiment 7
Potassium laurate is weighed according to the lauric acid residue amount of palm-kernel oil, so that the lauric acid residue in reaction system accounts for
The ratio of total fatty acid residue is 92%, palm-kernel oil 1000g and 1200ml n-hexane is put into four-hole boiling flask, water-bath adds
Heat mixes until after dissolution with potassium laurate.After being passed through nitrogen, in bath temperature be 35 DEG C and revolving speed is 300r/min condition
Under, 10g non-directional lipase Lipase DF " Amano " 15 is added after being stirred until homogeneous, insulated and stirred is reacted 2 hours.It is centrifuged
Soap in organic phase is removed to organic phase supernatant, then with silica gel absorption, is concentrated to get solid, laurin content is
Lauric acid content is 91.3% on the position 82.4%, sn-2.
Embodiment 8
Sodium laurate is weighed according to the lauric acid residue amount of palm-kernel oil, so that the lauric acid residue in reaction system accounts for
The ratio of total fatty acid residue is 97%, palm-kernel oil 1000g and 2000ml n-hexane is put into four-hole boiling flask, water-bath adds
Heat mixes until after dissolution with sodium laurate.After being passed through nitrogen, in bath temperature be 40 DEG C and revolving speed is 350r/min condition
Under, 1g non-directional lipase Lipase DF " Amano " 15 is added after being stirred until homogeneous, insulated and stirred is reacted 5 hours.It is centrifuged
Soap in organic phase is removed to organic phase supernatant, then with silica gel absorption, is concentrated to get solid, laurin content is
Lauric acid content is 95.4% on the position 86.1%, sn-2.
Embodiment 9
Potassium stearate is weighed according to the stearic acid residue weight of cocoa butter, so that the stearic acid residue in reaction system accounts for always
Fatty acid residue ratio be 93%, cocoa butter 1000g and 1500ml n-hexane is put into four-hole boiling flask, heating water bath is straight
To dissolution, mixed with potassium stearate.After being passed through nitrogen, under the conditions of bath temperature is 40 DEG C and revolving speed is 400r/min, stir
It mixes to uniformly rear and 5g non-directional lipase Lipase DF " Amano " 15 is added, insulated and stirred is reacted 2 hours.Centrifugation obtains organic
Phase supernatant, then soap in organic phase is removed with silica gel absorption, it is concentrated to get solid, glyceryl tristearate content is 82.3%,
Stearic acid content is 91.6% on the position sn-2.
Embodiment 10
Potassium stearate is weighed according to the stearic acid residue weight of cocoa butter, so that the stearic acid residue in reaction system accounts for always
Fatty acid residue ratio be 93%, cocoa butter 1000g and 1500ml n-hexane is put into four-hole boiling flask, heating water bath is straight
To dissolution, mixed with potassium stearate.After being passed through nitrogen, under the conditions of bath temperature is 75 DEG C and revolving speed is 440r/min, stir
It mixes to uniformly rear and 60g non-directional lipase Novozym 435 is added, insulated and stirred is reacted 1 hour.Centrifugation obtains in organic phase
Clearly, then with silica gel absorption soap in organic phase is removed, is concentrated to get solid, glyceryl tristearate content is 87.3%, sn-2
Stearic acid content is 91.3% on position.
Embodiment 11
Potassium palmitate is weighed according to the palmitic acid residues amount of palmitic stearin, so that the palmitic acid residues in reaction system
The ratio for accounting for total fatty acid residue is 85%, palmitic stearin 1000g and 2000ml n-hexane is put into four-hole boiling flask, water
Bath heating mixes until after dissolution with potassium palmitate.After being passed through nitrogen, in bath temperature be 40 DEG C and revolving speed is 380r/min item
Under part, 10g non-directional lipase Lipase DF " Amano " 15 is added after being stirred until homogeneous, insulated and stirred is reacted 1.5 hours.From
Gains in depth of comprehension remove soap in organic phase to organic phase supernatant, then with silica gel absorption, faint yellow solid are concentrated to get, thirdly palmitic acid
Ester content is that palmitic acid content is 81.4% on the position 65.5%, sn-2.
Embodiment 12
Potassium palmitate is weighed according to the palmitic acid residues amount of palmitic stearin, so that the palmitic acid residues in reaction system
The ratio for accounting for total fatty acid residue is 94%, and palmitic stearin 1000g is put into four-hole boiling flask, and heating water bath is until dissolution
Afterwards, it is mixed with potassium palmitate.After being passed through nitrogen, under the conditions of bath temperature is 85 DEG C and revolving speed is 500r/min, stir to equal
50g non-directional lipase Novozym 435 is added after even, insulated and stirred is reacted 1 hour.After 1500ml n-hexane extraction, from
Gains in depth of comprehension remove soap in organic phase to organic phase supernatant, with silica gel absorption, are concentrated to get faint yellow solid, tripalmitin
Content is that palmitic acid content is 88.2% on the position 73.3%, sn-2.
Embodiment 13
Potassium palmitate is weighed according to the palmitic acid residues amount of palmitic stearin, so that the palmitic acid residues in reaction system
The ratio for accounting for total fatty acid residue is 96%, palmitic stearin 1000g and 2000ml n-hexane is put into four-hole boiling flask, water
Bath heating mixes until after dissolution with potassium palmitate.After being passed through nitrogen, in bath temperature be 65 DEG C and revolving speed is 380r/min item
Under part, 1,3 specific lipase Lipozyme RMIM of 60g immobilization are added after being stirred until homogeneous, insulated and stirred reaction 2 is small
When.Centrifugation obtains organic phase supernatant, then removes soap in organic phase with silica gel absorption, faint yellow solid is concentrated to get, thirdly palm
Acid glyceride content is that palmitic acid content is 74.6% on the position 67.8%, sn-2.
Embodiment 14
The present embodiment and the difference of embodiment 5 are only that the non-directional lipase Lipase DF " Amano " 15 of addition is
0.5g.Reacting tripalmitin content in obtained product is that palmitic acid content is 85.3% on the position 75.4%, sn-2.
Embodiment 15
The present embodiment and the difference of embodiment 5 are only that the non-directional lipase Lipase DF " Amano " 15 of addition is
100g.Reacting tripalmitin content in obtained product is that palmitic acid content is 94.8% on the position 85.2%, sn-2.
Embodiment 16
The present embodiment and the difference of embodiment 5 are only that the bath temperature for being catalyzed reaction is 30 DEG C.React obtained product
Middle tripalmitin content is that palmitic acid content is 80.2% on the position 65.3%, sn-2.
Embodiment 17
The present embodiment and the difference of embodiment 5 are only that the bath temperature for being catalyzed reaction is 90 DEG C.React obtained product
Middle tripalmitin content is that palmitic acid content is 60.8% on the position 42.8%, sn-2.
Comparative example 1
Palmitic stearin 30kg is weighed in 100L pilot reactor, sodium palmitate 5kg is added, leads to nitrogen, heating stirring.
Then, reaction temperature is stablized at 180 DEG C, revolving speed 300r/min, reacts 12h.50 DEG C are down to, n-hexane dissolution solid is added,
Centrifugation obtains organic phase supernatant, and silica gel absorption removes soap in organic phase, is concentrated to get faint yellow solid, tripalmitin
Content is that palmitic acid content is 63.6% on the position 40.7%, sn-2.
Comparative example 2
Palmitic stearin 30kg is weighed in 100L pilot reactor, sodium palmitate 5kg is added, leads to nitrogen, heating stirring.
Then, reaction temperature is stablized at 185 DEG C, revolving speed 400r/min, reacts 20h.50 DEG C are down to, n-hexane dissolution solid is added,
Water is added and adsorbs soap.Filtering, silica gel absorption remove soap in organic phase, are concentrated to get faint yellow solid, tripalmitin
Content is that palmitic acid content is 64.2% on the position 41.2%, sn-2.
Comparative example 3
According to the palmitic acid residues amount of palm oil weigh palmitinic acid so that the palmitic acid residues in reaction system account for it is total
The ratio of fatty acid residue is 96%, palmitic stearin 1000g and 1500ml n-hexane is put into four-hole boiling flask, heating water bath
Until being mixed after dissolution with palmitinic acid.After being passed through nitrogen, under the conditions of bath temperature is 40 DEG C and revolving speed is 380r/min, stir
It mixes to uniformly rear and 10g non-directional lipase Lipase DF " Amano " 15 is added, insulated and stirred is reacted 2 hours.Centrifugation is had
Machine phase supernatant, then soap in organic phase is removed with silica gel absorption, it is concentrated to get faint yellow solid, tripalmitin content is
Palmitic acid content on the position 51.2%, sn-2 is 78%.
Embodiment 10 is arrived by embodiment 1, it can be seen that three saturated fats that embodiment is prepared through the invention
The purity of acid glyceride reaches 80% or more, and reaction condition is mild, and side reaction is few.Pass through comparative example 5 and embodiment
11 comparisons it is found that the additive amount of Salt of saturated fatty acid has larger impact to the purity of three obtained saturated fatty acid glycerides, when
The ratio that its additive amount makes the saturated fatty acid residues in reaction system account for total fatty acid residue can be obtained at 90%
The higher product of purity.By comparison example 3 and embodiment 12 it is found that solvent is added in the reaction system is conducive to catalysis reaction
Effect, improve the purity of product.It is compared according to embodiment 5 and embodiment 13, it can be seen that astaticism lipase phase
Good catalytic effect is played in the preparation method of embodiments of the present invention to orientation lipase.By by embodiment 5 with
Embodiment 14 and 15 compare as can be seen that lipase additive amount be not it is more, thirdly saturated fatty acid glyceride content
It is higher.By the way that embodiment 5 and embodiment 16 and embodiment 17 are compared, it can be seen that temperature is excessively high and temperature is too low,
Catalysis reaction effect can significantly be deteriorated.By the way that embodiment 1-10 and comparative example 1-3 are compared, it can be seen that its it is opposite with
Only production obtains three saturated fatty acid glycerides, embodiment party of the present invention under the action of the chemical catalysis of fatty acid salt or lipase
Method its reaction condition in formula is mild, side reaction is reduced, and purity greatly improves.
In conclusion passing through corresponding saturated fatty acid on the basis of glyceride fraction has saturated fatty acid residues
Salt provides sufficient amount of saturated fatty acid residues, and using the catalytic action of non-directional lipase, so that its reaction condition
Mildly, side reaction is few, so that the purity is high of three saturated fatty acid glycerides generated.
Embodiments described above is a part of the embodiment of the present invention, instead of all the embodiments.Reality of the invention
The detailed description for applying example is not intended to limit the range of claimed invention, but is merely representative of selected implementation of the invention
Example.Based on the embodiments of the present invention, obtained by those of ordinary skill in the art without making creative efforts
Every other embodiment, shall fall within the protection scope of the present invention.
Claims (10)
1. a kind of preparation method of three saturated fatty acid glycerides, which is characterized in that it includes：
Glyceride containing saturated fatty acid residues is carried out catalysis with Salt of saturated fatty acid to react under the action of lipase, is obtained
To three saturated fatty acid glyceride；
Wherein the saturated fatty acid residues are identical with the corresponding saturated fatty acid in the Salt of saturated fatty acid, and containing full
At least there is an ester bond or hydroxyl not in conjunction with saturated fatty acid residues with the glyceride of fatty acid residue.
2. the preparation method of three saturated fatty acid glyceride according to claim 1, which is characterized in that the glyceride with
The ratio that saturated fatty acid residues in the reaction system of the Salt of saturated fatty acid account for total fatty acid residue is greater than or equal to
90%, preferably greater than 92%, more preferably greater than 95%.
3. the preparation method of three saturated fatty acid glyceride according to claim 1, which is characterized in that the lipase
Additive amount be the glyceride 0.05~10%, preferably 0.1~8% preferably, the lipase is non-directional lipase, more
Preferably, the non-directional lipase include Novozym 435, Lipase DF " Amano " 15, LipozymeTLIM and
At least one of LipaseAY30G.
4. the preparation method of three saturated fatty acid glyceride according to claim 1, which is characterized in that be catalyzed the temperature of reaction
Degree is 30~90 DEG C, and preferably 35~85 DEG C, the time for being catalyzed reaction is 0.5~9 hour, preferably 1~4 hour.
5. the preparation method of three saturated fatty acid glyceride according to claim 1, which is characterized in that the glyceride packet
Include at least one of monoglyceride, diglyceride and triglycerides.
6. the preparation method of three saturated fatty acid glyceride according to claim 1, which is characterized in that the saturated fat
In sour residue and the Salt of saturated fatty acid corresponding saturated fatty acid be selected from palmitinic acid, stearic acid, octanoic acid, capric acid, lauric acid,
Myristic acid or arachidic acid, preferably palmitinic acid or stearic acid, more preferable palmitinic acid.
7. the preparation method of three saturated fatty acid glyceride according to claim 1, which is characterized in that the saturated fat
Hydrochlorate is saturated fat acid alkali metal salt, it is preferable that the Salt of saturated fatty acid is saturated fatty acid sodium or saturated fatty acid potassium.
8. the preparation method of three saturated fatty acid glyceride according to claim 1, which is characterized in that carry out catalysis reaction
It specifically includes and the fat is added after mixing the glyceride containing saturated fatty acid residues with the Salt of saturated fatty acid
Enzyme is stirred to react under conditions of being passed through inert gas.
9. the preparation method of three saturated fatty acid glyceride according to claim 1, which is characterized in that the reaction system
In further include solvent, the preferred n-hexane of solvent.
10. the preparation method of three saturated fatty acid glyceride according to claim 1, which is characterized in that after catalysis reaction
Soap in organic phase is removed by silica gel absorption, then is concentrated.
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