CN104650355A - polyaspartic acid graft copolymer and preparation method thereof - Google Patents
polyaspartic acid graft copolymer and preparation method thereof Download PDFInfo
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- CN104650355A CN104650355A CN201410679315.3A CN201410679315A CN104650355A CN 104650355 A CN104650355 A CN 104650355A CN 201410679315 A CN201410679315 A CN 201410679315A CN 104650355 A CN104650355 A CN 104650355A
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- polysuccinimide
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- 108010064470 polyaspartate Proteins 0.000 title claims abstract description 33
- 229920000805 Polyaspartic acid Polymers 0.000 title claims abstract description 32
- 229920000578 graft copolymer Polymers 0.000 title claims abstract description 19
- 238000002360 preparation method Methods 0.000 title abstract description 5
- 238000007710 freezing Methods 0.000 claims abstract description 42
- 230000008014 freezing Effects 0.000 claims abstract description 41
- 239000003607 modifier Substances 0.000 claims abstract description 32
- LVTYICIALWPMFW-UHFFFAOYSA-N diisopropanolamine Chemical compound CC(O)CNCC(C)O LVTYICIALWPMFW-UHFFFAOYSA-N 0.000 claims abstract description 9
- 229940043276 diisopropanolamine Drugs 0.000 claims abstract description 9
- HXKKHQJGJAFBHI-UHFFFAOYSA-N 1-aminopropan-2-ol Chemical compound CC(O)CN HXKKHQJGJAFBHI-UHFFFAOYSA-N 0.000 claims abstract description 7
- GIAFURWZWWWBQT-UHFFFAOYSA-N 2-(2-aminoethoxy)ethanol Chemical compound NCCOCCO GIAFURWZWWWBQT-UHFFFAOYSA-N 0.000 claims abstract description 7
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims abstract description 6
- FKJVYOFPTRGCSP-UHFFFAOYSA-N 2-[3-aminopropyl(2-hydroxyethyl)amino]ethanol Chemical compound NCCCN(CCO)CCO FKJVYOFPTRGCSP-UHFFFAOYSA-N 0.000 claims abstract description 5
- JCBPETKZIGVZRE-UHFFFAOYSA-N 2-aminobutan-1-ol Chemical compound CCC(N)CO JCBPETKZIGVZRE-UHFFFAOYSA-N 0.000 claims abstract description 5
- OPKOKAMJFNKNAS-UHFFFAOYSA-N N-methylethanolamine Chemical compound CNCCO OPKOKAMJFNKNAS-UHFFFAOYSA-N 0.000 claims abstract description 5
- WUGQZFFCHPXWKQ-UHFFFAOYSA-N Propanolamine Chemical compound NCCCO WUGQZFFCHPXWKQ-UHFFFAOYSA-N 0.000 claims abstract description 5
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000012530 fluid Substances 0.000 claims description 19
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 14
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 11
- KGWDUNBJIMUFAP-KVVVOXFISA-N Ethanolamine Oleate Chemical compound NCCO.CCCCCCCC\C=C/CCCCCCCC(O)=O KGWDUNBJIMUFAP-KVVVOXFISA-N 0.000 claims description 10
- 238000006243 chemical reaction Methods 0.000 claims description 10
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 9
- 239000007788 liquid Substances 0.000 claims description 8
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 claims description 7
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims description 7
- 235000011114 ammonium hydroxide Nutrition 0.000 claims description 7
- 238000003756 stirring Methods 0.000 claims description 6
- QMXOFBXZEKTJIK-UHFFFAOYSA-N Glycinol Natural products C1=C(O)C=C2OCC3(O)C4=CC=C(O)C=C4OC3C2=C1 QMXOFBXZEKTJIK-UHFFFAOYSA-N 0.000 claims description 4
- HUSDDORJIJKFPS-FMEGDIDESA-N N[C@@H](CC(=O)O)C(=O)O.C(CC)N[C@@H](CCO)C(=O)O Chemical compound N[C@@H](CC(=O)O)C(=O)O.C(CC)N[C@@H](CCO)C(=O)O HUSDDORJIJKFPS-FMEGDIDESA-N 0.000 claims description 4
- NSOXQYCFHDMMGV-UHFFFAOYSA-N Tetrakis(2-hydroxypropyl)ethylenediamine Chemical compound CC(O)CN(CC(C)O)CCN(CC(C)O)CC(C)O NSOXQYCFHDMMGV-UHFFFAOYSA-N 0.000 claims description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 3
- 230000002194 synthesizing effect Effects 0.000 claims description 3
- 239000002002 slurry Substances 0.000 abstract description 7
- 238000003860 storage Methods 0.000 abstract description 6
- 229920000642 polymer Polymers 0.000 abstract description 4
- 238000004378 air conditioning Methods 0.000 abstract description 3
- 239000003814 drug Substances 0.000 abstract description 2
- 238000004134 energy conservation Methods 0.000 abstract description 2
- 239000002861 polymer material Substances 0.000 abstract description 2
- IJXJGQCXFSSHNL-QMMMGPOBSA-N (R)-(-)-2-Phenylglycinol Chemical compound OC[C@H](N)C1=CC=CC=C1 IJXJGQCXFSSHNL-QMMMGPOBSA-N 0.000 abstract 1
- LHIJANUOQQMGNT-UHFFFAOYSA-N aminoethylethanolamine Chemical compound NCCNCCO LHIJANUOQQMGNT-UHFFFAOYSA-N 0.000 abstract 1
- 239000002778 food additive Substances 0.000 abstract 1
- 235000013373 food additive Nutrition 0.000 abstract 1
- 229940102253 isopropanolamine Drugs 0.000 abstract 1
- 239000013078 crystal Substances 0.000 description 22
- 239000000243 solution Substances 0.000 description 18
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 12
- 239000000463 material Substances 0.000 description 10
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- 0 CC*C(CO)N Chemical compound CC*C(CO)N 0.000 description 4
- 108010053481 Antifreeze Proteins Proteins 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 230000008859 change Effects 0.000 description 3
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
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- DWNBOPVKNPVNQG-LURJTMIESA-N (2s)-4-hydroxy-2-(propylamino)butanoic acid Chemical compound CCCN[C@H](C(O)=O)CCO DWNBOPVKNPVNQG-LURJTMIESA-N 0.000 description 1
- GRMNJXQBRPJVQV-UHFFFAOYSA-N 2,3-dihydroxybutanediamide Chemical compound NC(=O)C(O)C(O)C(N)=O GRMNJXQBRPJVQV-UHFFFAOYSA-N 0.000 description 1
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- WGQKYBSKWIADBV-UHFFFAOYSA-N NCc1ccccc1 Chemical compound NCc1ccccc1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 1
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- Polyamides (AREA)
Abstract
The invention belongs to the technical field of high polymer materials, and relates to a preparation method of a polyaspartic acid freezing point modifier prepared from polyaspartic acid and polyaspartic acid derivatives. The invention provides a high-molecular polyaspartic acid graft copolymer, which is synthesized by polysuccinimide which is an intermediate of polyaspartic acid and a graft. The graft includes alcamines such as ethanolamine, isopropanolamine, diglycolamine, diethanolamine, 2-amino-1-butanol, N- (3-aminopropyl) diethanolamine, 3-aminopropanol, 2- (methylamino) ethanol, D-phenylglycinol, diisopropanolamine, N- (2-hydroxyethyl) ethylenediamine. The polymer can be used as an environment-friendly high-molecular freezing point regulator, and has high application value in the fields of energy conservation of dynamic ice slurry cold storage air-conditioning systems, food additives, medicine and the like.
Description
Technical field
The invention belongs to technical field of polymer materials, relate to a kind of polyaspartic acid freezing point modifier preparation method prepared for raw material with poly aspartic acid and poly-aspartate derivant.
Background technology
Freezing is double-edged sword, also to the mankind and society brings high risks and potential safety hazard while offering convenience to life.For freeze proof, nature provides some clues, and near the two poles of the earth, north and south and polar region, winter, seawater temperature can lower than-1.9 DEG C, and most of Fish Blood freezing point can be survived this mistake in cold environment at-0.7 DEG C.DeVise in 1969 etc. have found a kind of protein suppressing ice-crystal growth in the fish serum of the Antarctic Ocean, be called antifreeze protein, freezing point can be reduced, and do not change fusing point, multiple biology has can not the tolerance to cold of degree, and tolerance to cold and reason are also not quite similar, but wherein important reason has a kind of special macromole antifreeze protein in some organisms, there is reduction freezing point, non-colligative property, the advantages such as toxicological harmless, but be difficult to separation and purification and synthesis at present simultaneously, easily by degradation by bacteria, unstable chemcial property, relatively costly some problems such as grade have impact on its business development and application greatly.
At present, prevent moisture in material from freezing under low temperature and commonly use lower molecular weight freezing point modifier, comprise methyl alcohol, ethanol, ethylene glycol, carbonate etc., Application Areas is many, be used in the fields such as building, road, bridge more, have protection against corrosion, boiling point high, can antiscale, feature that cost is little, but large with dosage, have certain toxicity, be not suitable for food, medicine and other fields.
Biomimetic Polymers designs bionical freezing point modifier according to the functional characteristics with anti-freezing property material (as antifreeze protein) this performance material, synthesize some polymkeric substance such as polyvinyl alcohol, poly-tartramide etc. successively and there is freeze proof performance, effectively can control growth and the recrystallization of nucleus, control ice crystal surface form, and the biological degradability of polymkeric substance is poor limits its application.
Along with the development of modern industry and the raising of living standards of the people, the application of air-conditioning is more and more wider, ice slurry accumulation system is used to air-conditioning system, ice slurry cold storage is stored with the form of ice by cold, in ice slurry accumulation system, the water of 0 DEG C every kilogram solidifies the cold of needs is completely 335KJ/kg, ice slurry can reduce required internal circulating load as secondary refrigerant, cold-storage during night dip, cooling during peak on daytime, the power consumption that this system makes cold carry reduces greatly, running cost reduces, and achieves energy-conservation.But usually can not by whole for water condensation, ice slurry is by small ice crystal and solution composition, and solution is normally made up of water and freezing point modifier, the conditioning agent of static cold-storage is 25% ethylene glycol, produces small ice crystal (about 100 μm) in solution, but ethylene glycol is unfavorable for environmental protection, all need through coil pipe for ice-reserving, ice-melt in large-scale cold-storage device, ethylene glycol consumption is large, once occur leaking, almost cannot repair, can only change.
As can be seen here, current Problems existing needs a kind of nontoxic, with low cost, biodegradable and freezing point modifier of excellent property of research and development.
Summary of the invention
For prior art problem, contriver
(1) in synthesis technique, a family macromolecule polyaspartic acid material has been synthesized by a kind of new thinking;
(2), after adopting the method to utilize polysuccinimide and alcamines material to react, synthesized some and arranged new poly aspartic acid quasi-graft copolymer;
(3) find after such material of synthesis, the poly aspartic acid quasi-graft copolymer of synthesis can be used as freezing point modifier and uses;
(4) Some features of such material when using as freezing point modifier is explored.
Concrete, the invention provides following technical proposals.
First, the invention provides a kind of polymeric polyaspartic acid quasi-graft copolymer, this multipolymer is synthesized by the intermediate polysuccinimide of poly aspartic acid propylhomoserin and grafts.
Grafts of the present invention comprises alcamines material, as thanomin, α-amino isopropyl alcohol, diglycolamine, diethanolamine, 2-amino-n-butyl alcohol, N-(3-aminopropyl) diethanolamine, 3-aminopropanol, 2-(methylamino)-Ethanol, D-benzene glycinol, diisopropanolamine (DIPA), N-(2-hydroxyethyl) quadrol.
Its graft copolymer concrete structure is as shown in the compound of following chemical structural formula.
In preferred a kind of scheme, described grafts is selected from thanomin, α-amino isopropyl alcohol, diglycolamine, diethanolamine, 2-amino-n-butyl alcohol, N-(3-aminopropyl) diethanolamine, 3-aminopropanol, 2-(methylamino)-Ethanol, D-benzene glycinol, diisopropanolamine (DIPA), N-(2-hydroxyethyl) one or more in quadrol.
Present invention also offers a kind of freezing point modifier, include the polymeric polyaspartic acid propylhomoserin quasi-graft copolymer described in the claims.
In preferred a kind of technical scheme, the invention provides the multipolymer freezing point modifier that a kind of intermediate polysuccinimide by poly aspartic acid propylhomoserin and grafts synthesize, described freezing point modifier is as shown in structural formula (1), molecular weight is between 5000-12000, and m+x+n+y is between 50-70;
Present invention also offers a kind of method of synthesizing polyaspartic acid graft copolymer, comprise (1) and polysuccinimide is dissolved in N, dinethylformamide (2) is polysuccinimide in molar ratio: grafts is that 1:0.1-1.2 adds grafts (3) sealing, ammonia solution 24 ~ 48 h(4 is stirred in 30-60 DEG C) be polysuccinimide according to mol ratio: grafts is the NaOH solution that 1:0.9-0.01 adds 0.4 g/mL, sealed reaction (5) takes off a layer liquid, adds hydrochloric acid and pH value is adjusted to neutrality (6) separation acquisition poly aspartic acid quasi-graft copolymer.
Its concrete synthetic line figure is:
In the method for the synthesizing polyaspartic acid graft copolymer provided in the present invention, meet polysuccinimide: grafts mol ratio is 1:0.6-1.2.
Polysuccinimide described in the present invention, its structural formula is as shown in structural formula (2), and molecular weight is between 3000-10000, and n is between 30-90, and purity is greater than 99.9%;
For synthetic method in the present invention, be interpreted as the requirement that should meet above-mentioned synthetic line in the condition of synthesis, described concrete step and the ratio of reactant provided, and the related system of reaction, condition can meet the requirement of described synthetic line.That is, the polymeric polyaspartic acid quasi-graft copolymer synthesized by poly aspartic acid and grafts is that what to adopt solvent reaction method to obtain take poly aspartic acid as main chain, and grafts is to polysuccinimide open loop and as graft side chain.
PSI of the present invention can adopt the method be purchased to obtain; Or adopt document cold one glad. Synthesis and application research [D] of poly aspartic acid. Nanjing University of Technology, synthetic method synthesis described in relevant PSI in 2005., as long as meet the requirement of reaction to PSI.
In addition, the invention provides a kind of deicing fluid, this deicing fluid contains above-mentioned arbitrary described multipolymer.
In preferred a kind of scheme, this deicing fluid is made up of above-mentioned arbitrary described multipolymer and water, and multipolymer weight accounting is in the mixture 0.01 ~ 10 ‰.
The beneficial effect that technical solutions according to the invention are brought is:
(1) provide a kind of new material synthetic method, the synthesis technique of the method is simply controlled, and production cost is lower, and building-up process is not harsh to the requirement of equipment yet, is easy to suitability for industrialized production.
(2) a series of poly aspartic acid quasi-graft copolymer novel substance is provided.
(3) contriver finds that the industrial preparations such as such poly aspartic acid quasi-graft copolymer novel substance can be used as freezing point modifier, deicing fluid, sanitas use.Such material can effectively reduce water freezing point, change ice crystal crystal formation, be beneficial to ice crystal and disperse in the solution.This material, except can being with described function, also has the advantage of non-corrosiveness, protection against corrosion, nontoxic, environmental friendliness, biodegradable, good water solubility.
Therefore, this polymkeric substance can make environmentally friendly polymer freezing point modifier, has very high using value in fields such as dynamic ice slurries storage systems energy-saving field, foodstuff additive, medical science.
Infer that know-why of the present invention may be, poly aspartic acid quasi-graft copolymer has the structure of Biomimetic Polymers, thus possesses the specific function of freezing point modifier.
Accompanying drawing explanation
Accompanying drawing 1 is ice crystal microscope figure under pure water low temperature;
Accompanying drawing 2 is the ice crystal microscope figure under freezing point modifier solution low temperature described in 5mg/mL embodiment 1;
Accompanying drawing 3 is the ice crystal microscope figure under freezing point modifier solution low temperature described in 5mg/mL embodiment 2;
Accompanying drawing 4 is the ice crystal microscope figure under freezing point modifier solution low temperature described in 5mg/mL embodiment 3;
Accompanying drawing 5 is the ice crystal microscope figure under freezing point modifier solution low temperature described in 5mg/mL embodiment 4;
Accompanying drawing 6 is the ice crystal microscope figure under freezing point modifier solution low temperature described in 5mg/mL embodiment 5;
Accompanying drawing 7 is the ice crystal microscope figure under freezing point modifier solution low temperature described in 0.04mg/mL embodiment 2;
accompanying drawing 8 is the infrared figure of PAsp/EA-1.0 in embodiment 1.
Embodiment
Embodiment 1
First 1g polysuccinimide is dissolved in 10mL N, in the reaction flask of dinethylformamide, until completely dissolved, polysuccinimide and thanomin add thanomin according to mol ratio 1:1, airtight, oil bath is heated to 60 DEG C, carries out stirring ammonia solution 48h, after question response terminates, 0.4g/mL NaOH1mL is added by graft ratio, sticky shape fluid is separated out in bottom, discards upper strata reddish-brown liquid, by lower floor's fluid water dissolution, add HCl adjust ph to neutral, dialyse 3 days, lyophilize 24h can obtain faint yellow solid powder, is PAsp/EA-1.0.
Embodiment 2
First 1g polysuccinimide is dissolved in 5mL N, in the reaction flask of dinethylformamide, until completely dissolved, polysuccinimide and thanomin add thanomin according to mol ratio 1:0.8, airtight, oil bath is heated to 60 DEG C, carries out stirring ammonia solution 24h, after question response terminates, 0.4g/mL NaOH 0.8mL is added by graft ratio, sticky shape fluid is separated out in bottom, discards upper strata reddish-brown liquid, by lower floor's fluid water dissolution, add HCl adjust ph to neutral, dialyse 3 days, lyophilize 24h can obtain faint yellow solid powder, i.e. PAsp/EA-0.8.
Embodiment 3
First 1g polysuccinimide is dissolved in 5mL N, in the reaction flask of dinethylformamide, until completely dissolved, polysuccinimide and thanomin add thanomin according to mol ratio 1:0.6, airtight, oil bath is heated to 60 DEG C, carries out stirring ammonia solution 24h, after question response terminates, 0.4g/mL NaOH 0.6mL is added by graft ratio, sticky shape fluid is separated out in bottom, discards upper strata reddish-brown liquid, by lower floor's fluid water dissolution, add HCl adjust ph to neutral, dialyse 3 days, lyophilize 24h can obtain faint yellow solid powder, i.e. PAsp/EA-0.6.
Embodiment 4
First 1g polysuccinimide is dissolved in 10mL N, in the reaction flask of dinethylformamide, until completely dissolved, polysuccinimide and α-amino isopropyl alcohol add α-amino isopropyl alcohol according to mol ratio 1:1, airtight, oil bath is heated to 60 DEG C, carries out stirring ammonia solution 24h, after question response terminates, 0.4g/mL NaOH1.0mL is added by graft ratio, sticky shape fluid is separated out in bottom, discards upper strata reddish-brown liquid, by lower floor's fluid water dissolution, add HCl adjust ph to neutral, dialyse 3 days, lyophilize 24h can obtain faint yellow solid powder, i.e. PAsp/PA-1.0.
Embodiment 5
First 1g polysuccinimide is dissolved in 10mL N, in the reaction flask of dinethylformamide, until completely dissolved, polysuccinimide and diglycolamine add diglycolamine according to mol ratio 1:0.8, airtight, oil bath is heated to 60 DEG C, carry out stirring ammonia solution 24h, after question response terminates, 0.4g/mL NaOH0.8mL is added by graft ratio, sticky shape fluid is separated out in bottom, discard upper strata reddish-brown liquid, by lower floor's fluid water dissolution, add HCl adjust ph to neutral, dialyse 3 days, lyophilize 24h can obtain faint yellow solid powder, i.e. PAsp/DGA-0.8.
Embodiment 6
Get above five kinds of freezing point modifier obtained aqueous solutions respectively, utilize the freezing point of differential scanning calorimeter testing example 1 ~ 5 5mg/mL deicing fluid and embodiment 20.01mg/mL deicing fluid (the results are shown in subordinate list 1).
。
Embodiment 7
Get above embodiment 1 ~ 5 freezing point modifier obtained aqueous solution respectively, by under liquid nitrogen freezing, low temperature on carrying out the impact of observation by light microscope freezing point modifier on ice crystal (the results are shown in accompanying drawing 1-7).Fig. 1 is ice crystal under pure water low temperature, Fig. 2 is the ice crystal under 5mg/mL embodiment 1 freezing point modifier solution low temperature, Fig. 3 is the ice crystal under 5mg/mL embodiment 2 freezing point modifier solution low temperature, Fig. 4 is the ice crystal under 5mg/mL embodiment 3 freezing point modifier solution low temperature, Fig. 5 is the ice crystal under 5mg/mL embodiment 4 freezing point modifier solution low temperature, Fig. 6 is the ice crystal under 5mg/mL embodiment 5 freezing point modifier solution low temperature, and Fig. 7 is the ice crystal under 0.04mg/mL embodiment 2 freezing point modifier solution low temperature.
Claims (10)
1. a polymeric polyaspartic acid quasi-graft copolymer, is characterized in that, this multipolymer is synthesized by the intermediate polysuccinimide of poly aspartic acid propylhomoserin and grafts.
2. the multipolymer according to claim (1), it is characterized in that, described grafts comprises thanomin, α-amino isopropyl alcohol, diglycolamine, diethanolamine, 2-amino-n-butyl alcohol, N-(3-aminopropyl) diethanolamine, 3-aminopropanol, 2-(methylamino)-Ethanol, D-benzene glycinol, diisopropanolamine (DIPA), N-(2-hydroxyethyl) quadrol.
3. the multipolymer according to claim (1), it is characterized in that, described grafts is thanomin, α-amino isopropyl alcohol, diglycolamine, diethanolamine, 2-amino-n-butyl alcohol, N-(3-aminopropyl) diethanolamine, 3-aminopropanol, 2-(methylamino)-Ethanol, D-benzene glycinol, diisopropanolamine (DIPA), N-(2-hydroxyethyl) one or more in quadrol.
4. a freezing point modifier, is characterized in that, comprises polymeric polyaspartic acid quasi-graft copolymer according to claim 1.
5. the multipolymer freezing point modifier synthesized by intermediate polysuccinimide and the grafts of poly aspartic acid propylhomoserin, is characterized in that, described freezing point modifier is as shown in structural formula (1), and molecular weight is between 5000-12000, and m+x+n+y is between 50-70;
。
6. a method for synthesizing polyaspartic acid quasi-graft copolymer, comprises,
(1) polysuccinimide is dissolved in DMF;
(2) be polysuccinimide in molar ratio: grafts is that 1:0.1-1.2 adds grafts;
(3) seal, stir ammonia solution 24 ~ 48 h in 30-60 DEG C;
(4) be polysuccinimide according to mol ratio: grafts is the NaOH solution that 1:0.9-0.01 adds 0.4 g/mL, sealed reaction;
(5) take off a layer liquid, add hydrochloric acid and pH value is adjusted to neutrality;
(6) acquisition poly aspartic acid quasi-graft copolymer is separated.
7. method according to claim 6, is characterized in that, the mol ratio in step (2) is: polysuccinimide: grafts is 1:0.6-1.2.
8. the polysuccinimide described in above-mentioned arbitrary right, its structural formula is as shown in structural formula (2), and molecular weight is between 3000-10000, and n is between 30-90, and purity is greater than 99.9%;
(2)。
9. a deicing fluid, is characterized in that, this deicing fluid contains the multipolymer described in above-mentioned arbitrary claim.
10. a deicing fluid, is made up of the multipolymer described in above-mentioned arbitrary claim and water, it is characterized in that, multipolymer weight accounting is in the mixture 0.01 ~ 10 ‰.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410679315.3A CN104650355A (en) | 2014-11-24 | 2014-11-24 | polyaspartic acid graft copolymer and preparation method thereof |
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| CN109337656A (en) * | 2018-11-02 | 2019-02-15 | 饶会均 | A kind of automotive antifreezing liquid and preparation method thereof |
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