CN104403093B - The preparation method of soybean lecithin ethoxylate - Google Patents
The preparation method of soybean lecithin ethoxylate Download PDFInfo
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- CN104403093B CN104403093B CN201410603375.7A CN201410603375A CN104403093B CN 104403093 B CN104403093 B CN 104403093B CN 201410603375 A CN201410603375 A CN 201410603375A CN 104403093 B CN104403093 B CN 104403093B
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Abstract
The present invention relates to the preparation method of soybean lecithin ethoxylate, comprise the following steps：In the presence of a catalyst, it is initiator with the mixture containing soybean lecithin and monoacid, make oxirane that ring-opening polymerization to occur and obtain described soybean lecithin ethoxylate, the method process is simple, the soybean lecithin ethoxylate for obtaining has the advantages that emulsifiability and dispersive property are good, can be used in the industrial production of soybean lecithin ethoxylate.
Description
Technical field
The present invention relates to the preparation method of soybean lecithin ethoxylate.
Background technology
Soybean lecithin, rich in nutritional ingredients such as unrighted acid, choline, inositols, is a kind of pure natural high nutrition reinforcing
Agent, considerable effect is played to aspects such as fat metabolism, muscle growth, nervous system development and internal antioxygen injuries.Greatly
Fabaceous Lecithin is also simultaneously a kind of natural surfactant, and its molecule is by hydrophilic polar group and hydrophobic non-polar group group
Into, therefore it has the performance such as emulsification, dispersion, wetting, instant, anti-oxidant and anti-aging, is widely used in chemical industry, food, doctor
In the industries such as medicine, oil, light industry, plant protection, feed and daily use chemicals.
Although soybean lecithin is good natural surfactant, but because its hydrophilic lipophilic balance HLB value is low, in water phase
Dispersiveness is poor in system, and emulsification and hydrophilicity be not good, and the deficiency of this performance makes its range of application be subject to the very day of one's doom
System.If being modified treatment, its oleophilic hydrophil balance value can be improved, increase the performances such as emulsification, the dispersion of soybean lecithin.
CN 00110396.2 carries out acetylation and hydroxylated modification method for preparing there is provided a kind of soybean lecithin.
CN 200310113033.9 provides a kind of preparation method of enzyme modified soybean lecithin.
CN 201110278485.7 provides one kind and highly acetylated soybean phosphorus is prepared under CO 2 supercritical state
The method of fat.
CN 201410276566.7 provides a kind of preparation method of hydroxylating modified soy bean lipoid.
The existing main method to soybean lecithin chemical modification has：Acylation, hydroxylating, acyl hydroxylation and hydroxyl-oxethyl
Deng, modified few of ethoxylation is related in these method of modifying, engaged between substantially using hydroxyl-oxethyl
Polyethylene group synthesis modification phosphatide is introduced in phosphatide into modified phospholipid or after activation, synthesis technique is complicated.
The content of the invention
One of the technical problem to be solved in the present invention is the problem of existing Acetylating Modification of Soybean Phosphatide method complex process, there is provided one
The preparation method of kind of soybean lecithin ethoxylate, the method has process is simple and the product that obtains has good breast
Change the advantage of performance and dispersive property.
The two of the technical problems to be solved by the invention are to provide the described preparation method of one of above-mentioned technical problem and obtain
Soybean lecithin ethoxylate.
The three of the technical problems to be solved by the invention are the soybean lecithin ethoxylations described in the two of above-mentioned technical problem
Thing as emulsifying agent application.
The four of the technical problems to be solved by the invention are the soybean lecithin ethoxylations described in the two of above-mentioned technical problem
Thing as dispersant application.
To solve one of above-mentioned technical problem, technical scheme is as follows：The preparation of soybean lecithin ethoxylate
Method, comprises the following steps：
In the presence of a catalyst, it is initiator with the mixture containing soybean lecithin and monoacid, opens oxirane
Cyclopolymerization reaction obtains described soybean lecithin ethoxylate.
In above-mentioned technical proposal, described monoacid is preferably C2~C20Aliphatic acid.More preferably C6~C18Aliphatic acid,
Most preferably C12~C18Aliphatic acid.One or more mixing such as but not limited in palmitic acid, oleic acid, stearic acid, linoleic acid
Thing.
In above-mentioned technical proposal, the weight ratio preferably 0.05~0.70 of monoacid and soybean lecithin in the initiator.
More preferably 0.10~0.40.
In above-mentioned technical proposal, described catalyst is preferably alkali metal hydroxide, alkaline earth metal hydroxide, alcoxyl
One or more in one or more mixtures, alkali metal carboxylate, alkaline earth metal carboxylation in base potassium, sodium alcoholate are mixed
Compound.Such as but not limited to potassium hydroxide, NaOH, barium hydroxide, sodium methoxide, caustic alcohol.Catalyst amount is reactant
The 0.1%~2% of gross weight, more preferably 0.1%~0.6%, the weight of the reactant includes the weight and ring of initiator
The total addition of oxidative ethane.
In above-mentioned technical proposal, described oxirane consumption is preferably the 30%~300% of soybean lecithin weight；It is more excellent
Elect 50%~150% as.
In above-mentioned technical proposal, described reaction temperature is preferably 110 DEG C~160 DEG C.
In above-mentioned technical proposal, reaction pressure is preferably 0.1MPa~0.4MPa.
As specific embodiments of the present invention, including：
Soybean lecithin and unary fatty acid are put into reactor and catalyst is put into thereto, 0.1MPa~
Polymerisation is carried out with oxirane under the reaction pressure of 0.4MPa and 110 DEG C~160 DEG C of reaction temperature, reactor product is entered
Row application of vacuum and refined, obtains soybean lecithin ethoxylate.
Ethyoxyl is carried out as initiator is passed directly into oxirane with the mixture including soybean lecithin and unary fatty acid
Change modified synthetic method, the synthesis mode that the method is used is one-step synthesis method, is simple and convenient to operate with synthesis technique
And it is low for equipment requirements the features such as.And the product for obtaining has good emulsifiability and dispersive property.
To solve the two of above-mentioned technical problem, technical scheme is as follows：Using the skill of one of above-mentioned technical problem
The soybean lecithin ethoxylate that method any one of art scheme is obtained.
To solve the three of above-mentioned technical problem, technical scheme is as follows：The technical side of the two of above-mentioned technical problem
Soybean lecithin ethoxylate described in case as emulsifying agent application.
To solve the four of above-mentioned technical problem, technical scheme is as follows：The technical side of the two of above-mentioned technical problem
Soybean lecithin ethoxylate described in case is used as the application as dispersant.Such as but not limited to as lime soap dispersant
Using.
Specific embodiment
【Embodiment 1】
To with putting into soybean lecithin in stirring, the dry 2L reactors of electrical heating overcoat and internal water cooling coil pipe
200g, palmitic acid 10g and potassium hydroxide 0.3g, sealed reactor.With the air three times in nitrogen displacement reactor, unlatching is stirred
Mix, be warming up to 85 DEG C carries out application of vacuum 60min in -0.08MPa, then heat to 110 DEG C and maintain this temperature, gently lead to
Enter oxirane 60g, by control oxirane speed keep reaction pressure be 0.1MPa, 110 DEG C cure 1 hour, so
Application of vacuum is carried out and while be cooled to 60 DEG C in -0.08MPa to reactor afterwards, stops stirring, opened reactor and obtain soybean phosphorus
Fat ethoxylate product.
【Comparative example 1】
To input soybean lecithin 210g in the dry 2L reactors with stirring, electrical heating overcoat and internal water cooling coil pipe
With potassium hydroxide 0.3g, sealed reactor.With the air three times in nitrogen displacement reactor, open stirring, be warming up to 85 DEG C-
0.08MPa carries out application of vacuum 60min, then heats to 110 DEG C and maintains this temperature, is passed through oxirane, and pressure rises rapidly
It is high not decline with the time, illustrate not reacted by initiator of soybean lecithin merely.
【Comparative example 2】
To with put into stirring, the dry 2L reactors of electrical heating overcoat and internal water cooling coil pipe palmitic acid 39g and
Potassium hydroxide 0.3g, sealed reactor.With the air three times in nitrogen displacement reactor, open stirring, be warming up to 85 DEG C-
0.08MPa carries out application of vacuum 60min, then heats to 110 DEG C and maintains this temperature, is gently passed through oxirane 234g,
By control oxirane speed keep reaction pressure be 0.1MPa, 110 DEG C cure 1 hour, then to reactor-
0.08MPa carries out application of vacuum and while is cooled to 60 DEG C, stopping stirring being opened reactor and obtains palmitic acid ethoxylation produce
Product.
【Embodiment 2】
To with putting into soybean lecithin in stirring, the dry 2L reactors of electrical heating overcoat and internal water cooling coil pipe
200g, palmitic acid 50g and potassium hydroxide 5.1g, sealed reactor.With the air three times in nitrogen displacement reactor, unlatching is stirred
Mix, be warming up to 85 DEG C carries out application of vacuum 60min in -0.08MPa, then heat to 145 DEG C and maintain this temperature, gently lead to
Enter oxirane 260g, by control oxirane speed keep reaction pressure be 0.2MPa, 145 DEG C cure 1 hour, so
Application of vacuum is carried out and while be cooled to 60 DEG C in -0.08MPa to reactor afterwards, stops stirring, opened reactor and obtain soybean phosphorus
Fat ethoxylate product.
【Embodiment 3】
To with putting into soybean lecithin in stirring, the dry 2L reactors of electrical heating overcoat and internal water cooling coil pipe
200g, palmitic acid 90g and potassium hydroxide 3.4g, sealed reactor.With the air three times in nitrogen displacement reactor, unlatching is stirred
Mix, be warming up to 85 DEG C carries out application of vacuum 60min in -0.08MPa, then heat to 125 DEG C and maintain this temperature, gently lead to
Enter oxirane 400g, by control oxirane speed keep reaction pressure be 0.3MPa, 125 DEG C cure 1 hour, so
Application of vacuum is carried out and while be cooled to 60 DEG C in -0.08MPa to reactor afterwards, stops stirring, opened reactor and obtain soybean phosphorus
Fat ethoxylate product.
【Embodiment 4】
To with putting into soybean lecithin in stirring, the dry 2L reactors of electrical heating overcoat and internal water cooling coil pipe
200g, palmitic acid 140g and potassium hydroxide 18.8g, sealed reactor.With the air three times in nitrogen displacement reactor, unlatching is stirred
Mix, be warming up to 85 DEG C carries out application of vacuum 60min in -0.08MPa, then heat to 160 DEG C and maintain this temperature, gently lead to
Enter oxirane 600g, by control oxirane speed keep reaction pressure be 0.4MPa, 160 DEG C cure 1 hour, so
Application of vacuum is carried out and while be cooled to 60 DEG C in -0.08MPa to reactor afterwards, stops stirring, opened reactor and obtain soybean phosphorus
Fat ethoxylate product.
【Comparative example 3】
To with put into stirring, the dry 2L reactors of electrical heating overcoat and internal water cooling coil pipe palmitic acid 180g and
Potassium hydroxide 18.8g, sealed reactor.With the air three times in nitrogen displacement reactor, open stirring, be warming up to 85 DEG C-
0.08MPa carries out application of vacuum 60min, then heats to 160 DEG C and maintains this temperature, is gently passed through oxirane 770g,
By control oxirane speed keep reaction pressure be 0.4MPa, 160 DEG C cure 1 hour, then to reactor-
0.08MPa carries out application of vacuum and while is cooled to 60 DEG C, stopping stirring being opened reactor and obtains palmitic acid ethoxylation produce
Product.
【Embodiment 5】
To with putting into soybean lecithin in stirring, the dry 2L reactors of electrical heating overcoat and internal water cooling coil pipe
200g, palmitic acid 13g, oleic acid 13g, linoleic acid 12g, stearic acid 12g and potassium hydroxide 2.6g, sealed reactor.Put with nitrogen
The air changed in reactor three times, opens stirring, and be warming up to 85 DEG C carries out application of vacuum 60min in -0.08MPa, then heats up
To 145 DEG C and this temperature is maintained, be gently passed through oxirane 260g, reaction pressure is kept by controlling the speed of oxirane
It is 0.2MPa, is cured at 145 DEG C 1 hour, application of vacuum then is carried out and while be cooled to 60 DEG C in -0.08MPa to reactor,
Stop stirring, open reactor and obtain soybean lecithin ethoxylate product.
【Embodiment 6】
To with putting into soybean lecithin in stirring, the dry 2L reactors of electrical heating overcoat and internal water cooling coil pipe
200g, palmitic acid 50g, potassium hydroxide 0.5g, NaOH 0.5g, barium hydroxide 0.5g, sodium methoxide 0.5g, caustic alcohol 0.5g,
Sealed reactor.With the air three times in nitrogen displacement reactor, stirring is opened, be warming up to 85 DEG C carries out vacuum in -0.08MPa
Treatment 60min, then heats to 145 DEG C and maintains this temperature, oxirane 260g is gently passed through, by controlling oxirane
Speed keep reaction pressure be 0.2MPa, 145 DEG C cure 1 hour, then reactor is carried out at vacuum in -0.08MPa
Manage and while be cooled to 60 DEG C, stopping stirring being opened reactor and obtains soybean lecithin ethoxylate product.
The product and some product mixtures obtained to embodiment 1~6 and comparative example 2~3 carry out emulsifiability and
Dispersive property is tested.
Emulsifiability method of testing is：At 25 DEG C at room temperature, the sample for weighing 0.1g is dissolved in 50mL benzene, will be dissolved
Solution be transferred in the graduated cylinder of 100mL tool plugs, then with pipette, extract 50mL distilled water in same graduated cylinder, with holding tight glass
Glass plug, after fiercely vibrating 50 times up and down, records the time that profit mutually separates 10mL, as the comparing of emulsifying ability with stopwatch.
The method of testing of dispersive property determines its LSDP% using the dispersion index method of dispersion of calcium soap, and the value is lower, point
Scattered power is stronger, and specific method of testing is as follows：At 25 DEG C at room temperature, 5mL sodium oleate solutions are drawn in 100mL tool plug graduated cylinders, plus
Enter appropriate 2.5g/L testing liquids, (hard water is with 1gCa to add 10mL hard water2CO3/ L calculates hardness, by the anhydrous chlorinations of 0.665g
Calcium and 0.986g epsom salts are dissolved in distilled water, then are diluted to 1000mL), add water to 30mL and jump a queue, reversing 20 times, often
It is secondary to return to original position, 30s is stood, the situation of observation calcium soap grain such as has coagulative precipitation between clear solution, illustrates dispersant
Consumption not enough, the consumption of dispersant should be increased, condensate is all disperseed in pipe, until be translucent in graduated cylinder, without bulk
There is as terminal in condensation product.The computing formula of LSDP (%) is as follows：
In formula, V1：The amount (mL) of testing liquid needed for experiment；V2：Add the amount of sodium oleate solution.
The emulsifiability and dispersive property that will be measured are listed in Table 1 below.
Sample 3 and 4 compares with the test result of sample 2 from table, and sample 8 and 9 and sample 7 test result ratio
Compared with, it is known that as a result of soybean lecithin and monoacid, in terms of the emulsifiability and dispersive property that improve product, soybean lecithin
There is synergy with monoacid initiator.
Table 1
In table：" product of soybean lecithin+comparative example 2 " refer to the product of comparative example 2 to synthesize the product when initiator that uses
Palmitic acid is measured, according to soybean lecithin: palmitic acid weight ratio obtains soybean lecithin and the product mix of comparative example 2 for 200: 10；
" product of soybean lecithin+comparative example 3 " refer to the product of comparative example 3 to synthesize the product when initiator palmitic acid that uses measure, press
According to soybean lecithin: palmitic acid weight ratio obtains soybean lecithin and the product mix of comparative example 3 for 200: 140.
Claims (3)
1. the preparation method of soybean lecithin ethoxylate, comprises the following steps：
In the presence of a catalyst, it is initiator with the mixture containing soybean lecithin and monoacid, makes oxirane that open loop to occur and gather
Close reaction and obtain described soybean lecithin ethoxylate；
Described monoacid is C12~C18Aliphatic acid；
Monoacid and the weight ratio of soybean lecithin are 0.10~0.40 in the initiator；
Described catalyst is potassium hydroxide or NaOH；
The catalyst amount is the 0.1%~0.6% of reactant gross weight, and the gross weight of the reactant includes initiator
Weight and the total addition of oxirane；
Described oxirane consumption is the 50%~150% of soybean lecithin weight.
2. preparation method according to claim 1, it is characterised in that：Described reaction temperature is 110 DEG C~160 DEG C.
3. preparation method according to claim 1 and 2, it is characterised in that：Reaction pressure is 0.1MPa~0.4MPa.
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| Publication number | Priority date | Publication date | Assignee | Title |
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| US2310679A (en) * | 1942-04-27 | 1943-02-09 | Petrolite Corp | Oxyalkylated lecithin and method of making same |
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| US2310679A (en) * | 1942-04-27 | 1943-02-09 | Petrolite Corp | Oxyalkylated lecithin and method of making same |
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