CN106750405A - The preparation method of organic amphiprotic copolymerized macromolecule interpenetrating networks gel - Google Patents
The preparation method of organic amphiprotic copolymerized macromolecule interpenetrating networks gel Download PDFInfo
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- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/24—Crosslinking, e.g. vulcanising, of macromolecules
- C08J3/246—Intercrosslinking of at least two polymers
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/62—Monocarboxylic acids having ten or more carbon atoms; Derivatives thereof
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- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/06—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polyethers, polyoxymethylenes or polyacetals
- C08F283/065—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polyethers, polyoxymethylenes or polyacetals on to unsaturated polyethers, polyoxymethylenes or polyacetals
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- C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
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- C08J3/075—Macromolecular gels
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- C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
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- C08J2333/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers
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- C08J2451/00—Characterised by the use of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Derivatives of such polymers
- C08J2451/08—Characterised by the use of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Derivatives of such polymers grafted on to macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
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- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/04—Polymer mixtures characterised by other features containing interpenetrating networks
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Abstract
The present invention relates to a kind of preparation method of organic amphiprotic copolymerized macromolecule interpenetrating networks gel.The method is to make comonomer with MethacryloyloxyethylTrimethyl Trimethyl Ammonium Chloride, ethoxyethyl methacrylates, caffeic acid, PEGDMA-400 makees crosslinking agent, and potassium peroxydisulfate sodium hydrogensulfite makees initiator and carry out copolymerization in deionized water to obtain organic amphiprotic copolymerized macromolecule first network gel；The first network gel is swelling in the aqueous solution that forulic acid, D mannoses, vinyl pyrrolidone, GDMA and deionized water are prepared, monomer, crosslinking agent in the aqueous solution are copolymerized conjunction, esterification through the effect of potassium peroxydisulfate, pyridoxine hydrochloride, finally obtain organic amphiprotic copolymerized macromolecule interpenetrating networks gel.
Description
Technical field
The present invention relates to a kind of preparation method of organic amphiprotic copolymerized macromolecule interpenetrating networks gel.
Background technology
Gel is a kind of special dispersion, and high-polymer molecular or colloidal solid interconnect, and to form three dimensions netted
Structure, can absorb substantial amounts of water-swellable and water insoluble, and definite shape can be kept in water, have solid and liquid duality concurrently
Matter.Macroscopically see, high-molecular gel has certain shape, applying certain external force can deform, can recover original after removal external force
Shape, the viscoplasticity with solid；Seen on microcosmic, high-molecular gel has three-dimensional net structure water insoluble, three-dimensional network point
Son can stretch in water, with liquid property.With soft, water content it is high and have the viscoelastic gel of rubber environmental protection, weaving,
All many-sides such as building materials, petrochemical industry, food, agricultural gardening, daily cosmetics have and are widely applied.
Organism including humans is all high-molecular gel composition, mostly with electrical, such as protein, amino acid.
Copolymerization Amphiphatic high polymer interpenetrating networks gel can obtain Protean specific performance, particularly height and contains with the change of copolymerization component
The similitude of the electrical and organization of human body in water and molecule, good biocompatibility, environmental stimulus response is cured in biology
The fields such as medicine controlled releasing, bio-sensing, the organizational project in medicine field have obtained some applications.
The problem that the preparation method of current organic amphiprotic copolymerized macromolecule interpenetrating networks gel is primarily present is monomer propylene
The toxic articles of acid amides category " carcinogenic, aberration inducing, mutagenesis ", crosslinking agent N, N methylene diacrylamine toxicity is larger, and gel is deposited
In unfavorable toxic effect；The interpenetrating networks gel stability that single crosslinking agent is formed is relatively low.Exploitation uses nontoxic or low toxicity
Monomer, crosslinking agent carry out combined polymerization to reduce gel toxicity, forming multiple interpenetrating networks using compounding crosslinking agent improves gel
The preparation method of the organic amphiprotic copolymerized macromolecule interpenetrating networks gel of stability has larger practical value.
The content of the invention
For the problem that the preparation method of current organic amphiprotic copolymerized macromolecule interpenetrating networks gel is present, mesh of the invention
Be to provide it is a kind of use nontoxic or low-toxicity monomer, the crosslinking agent to carry out combined polymerization to reduce gel toxicity, use and compound crosslinking agent
The preparation method that multiple interpenetrating networks improve the organic amphiprotic copolymerized macromolecule interpenetrating networks gel of gel stability is formed, it is special
It is that in closed reactor component A and deionized water stirring can added to prepare the aqueous solution to levy, and the weight concentration for controlling component A is
28%~62%；After the completion of prepared by solution, relative degree of vacuum is evacuated to for -0.02MPa~-0.08MPa, be passed through nitrogen and recover anti-
After answering device to normal pressure, add the aqueous solution prepared by B component and deionized water under agitation, the weight concentration of B component for 20%~
40%；After the aqueous solution charging of B component terminates, 35 DEG C~50 DEG C are warming up to, add matched somebody with somebody by component C and deionized water under agitation
The aqueous solution of system, the weight concentration of component C is 5%~15%；Control ph is 4~10, in 35 DEG C~50 DEG C constant temperature, continues to stir
Reaction 2h~3.5h, obtains organic amphiprotic copolymerized macromolecule first network gel；Then cooled down, in the case where nitrogen is passed through, will
What the first network gel was put into the aqueous solution prepared equipped with D components and deionized water can be swelling in closed reactor, D components
Weight concentration is 1.8%~11%, by weight, first network gel:Weight ratio=1 of D component deionized water solutions:（95~
155）, swelling 2h~6h；Add the aqueous solution prepared by component E and deionized water and continue swelling, the weight concentration of component E is
10%~20%, swelling 16 h~24 h；After the completion of swelling, 75 DEG C~95 DEG C are warming up to, control ph is 3~7,75 DEG C~95
DEG C constant temperature, reacts 4h~6h, obtains organic amphiprotic copolymerized macromolecule interpenetrating networks gel.The component A is by methacryloxypropyl
Ethyl-trimethyl salmiac, ethoxyethyl methacrylates, caffeic acid composition, by the gauge of material, methacryloxypropyl second
Base trimethyl ammonium chloride:Ethoxyethyl methacrylates:The ratio between amount of caffeinic material=（0.5~1.2）:（0.3~
1.6）:（0.4~1.1）；B component is PEGDMA-400, and number-average molecular weight is 2000~20000, and it feeds intake
Gross weight is the 2.5%~11% of component A weight；Component C is made up of potassium peroxydisulfate-sodium hydrogensulfite, and its gross weight that feeds intake is A groups
Divide the 0.3%~1.8% of gross weight, by weight, potassium peroxydisulfate:Weight ratio=1 of sodium hydrogensulfite:（0.2~1.1）；D groups
Divide and be made up of forulic acid, D-MANNOSE, ethoxyethyl methacrylates and GDMA, by the amount of material
Meter, forulic acid:D-MANNOSE:The ratio between amount of material of vinyl pyrrolidone=（0.4~1.6）:（0.08~0.32）:（0.4
~1.1）, by weight, GDMA charged material weight is three kinds the 1.8%~5.5% of total monomer weight；E groups
Divide and be made up of potassium peroxydisulfate, pyridoxine hydrochloride, potassium peroxydisulfate charged material weight is the 0.1%~1.2% of D component weights, and pyrrole is trembled
Alcohol hydrochloride charged material weight is the 0.8%~5.6% of D component weights.
What technical method of the invention was realized in：Methylacryoyloxyethyl front three can be being prepared in closed reactor
Ammonium chloride CH2=C(CH3)COO(CH2)2N(CH3)3Cl, ethoxyethyl methacrylates CH2=C(CH3)
COOCH2CH2OCH2CH3, caffeic acid (HO)2C6H3It is equal that CH=CHCOOH comonomers and deionized water are prepared into mixing under agitation
The even aqueous solution；After vacuumizing deoxidation, nitrogen protection is passed through, adds the water-soluble of crosslinking agent PEGDMA-400
Liquid；After intensification, redox initiator potassium peroxydisulfate-sodium hydrogensulfite K is added2S2O8-NaHSO3The aqueous solution, through trigger,
Combined polymerization chain propagation reaction, crosslinking agent PEGDMA-400 participates in copolyreaction and line style copolymerization macromolecular occurs
Cross-linking reaction forms cross-linked network structure, through chain termination reaction, obtains organic amphiprotic copolymerized macromolecule first network gel.It is passed through
Nitrogen is protected, and organic amphiprotic copolymerized macromolecule first network gel is in forulic acid (C7H7O2)-CH=CHCOOH, D-MANNOSE
HOCH2(CHOH)4CHO, vinyl pyrrolidone H2C=CH-(C4H6NO), GDMA CH2=C(CH3)COO
(CH2)2OOC(CH3)C=CH2The aqueous solution effect under it is swelling, add initiator potassium persulfate K2S2O8, catalyst pyridoxol salt
Hydrochlorate (CH3)(HOCH2)2(HO)C5Continue swelling in the presence of the HNHCl aqueous solution, in swelling process, the list in the aqueous solution
Body, crosslinking agent, initiator, catalyst enter into organic amphiprotic copolymerized macromolecule first network gel inside and are uniformly distributed；Rise
Wen Hou, line style copolymerization macromolecular is formed through initiation, combined polymerization chain propagation reaction, and crosslinking agent GDMA is participated in
Copolyreaction and line style copolymerization macromolecular crosslink reaction, form cross-linked network structure, pyridoxine hydrochloride catalysis band carboxyl
There is esterification in the molecule of the molecule of group and hydroxyl group, because D-MANNOSE is with five OH groups and band carboxyl base
The molecule of group reacts to form cross-linked network structure；Further reaction, finally due to radical copolymerization macromolecular chain termination and
The completion of esterification, forms organic amphiprotic copolymerized macromolecule interpenetrating networks gel.
Relative to art methods, outstanding advantages of the present invention are monomer methacryloxypropyl second used in technology of preparing
Base trimethyl ammonium chloride low toxicity, monomer caffeic acid, forulic acid, ethoxyethyl methacrylates, vinyl pyrrolidone and friendship
Connection agent PEGDMA-400, GDMA, D-MANNOSE and monomer are nontoxic, reduce gel
Toxicity；The interpenetrating networks gel of preparation has radical crosslinking and esterification and crosslinking network structure, improves interpenetrating networks gel
Stability；Preparation method is simple, reaction condition is gentle, be suitable for production, with good environmental benefit and economic benefit.
Specific embodiment
Embodiment 1：By 124.5g MethacryloyloxyethylTrimethyl Trimethyl Ammonium Chlorides, 63g ethoxyethyl methacrylates,
The deionized water of 90g caffeic acids and 648ml is added to volume can be uniformly mixed in closed reactor for 2L, the aqueous solution
Weight concentration be 30%, be evacuated to relative degree of vacuum -0.025MPa, then pass to nitrogen and recover reactor to normal pressure, add
8.34g number-average molecular weights are the aqueous solution that 3000 PEGDMA-400 and 31ml deionized waters are prepared, the water
The weight concentration of solution is 21%；37 DEG C are then heated to, adds 1.07g potassium peroxydisulfates, 0.32g sodium hydrogensulfites and 24ml to go
The aqueous solution that ionized water is prepared, the weight concentration of the aqueous solution is 5.5%；In 37 DEG C of constant temperature, control ph is 5, continues to stir anti-
2.3h is answered, organic amphiprotic copolymerized macromolecule first network gel is obtained；Then cooled down, in the case where nitrogen is passed through, organic amphiprotic
Copolymerized macromolecule first network gel 87g input volumes are swelling in the closed reactor of 15L, in the reactor equipped with 97g Ah
Wei's acid, 18gD- mannoses, 56g vinyl pyrrolidones, 3.4g GDMAs and 8530ml deionized waters are matched somebody with somebody
The aqueous solution of system, the weight concentration of the aqueous solution is 2%, the weight of first network gel（87g）：The weight of the aqueous solution
（8704g）=1:100, swelling 2.3h；0.35g potassium peroxydisulfates, 1.74g pyridoxine hydrochlorides and 18ml deionized waters is added to match somebody with somebody
The aqueous solution of system continues swelling, and the weight concentration of the aqueous solution is 10.5%, swelling 17 h；77 DEG C, control are warming up to after the completion of swelling
PH value processed is 3.5, in 77 DEG C of isothermal reaction 4.5h, obtains organic amphiprotic copolymerized macromolecule interpenetrating networks gel.The gel is insoluble
Yu Shui, can be swelling in water, gel swelling rate（ESR）=6713%（Deionized water）, gel swelling rate（ESR）=6674%（Weight
The NaCl aqueous solution of concentration 1%）.
Embodiment 2：By 228g MethacryloyloxyethylTrimethyl Trimethyl Ammonium Chlorides, 237g ethoxyethyl methacrylates,
The deionized water of 180g caffeic acids and 430ml is added to volume for 2L can be uniformly mixed in closed reactor, the aqueous solution
Weight concentration be 60%, be evacuated to relative degree of vacuum -0.075MPa, then pass to nitrogen and recover reactor to normal pressure, add
65g number-average molecular weights are the aqueous solution that 19000 PEGDMA-400 and 101ml deionized waters are prepared, the water
The weight concentration of solution is 39%；48 DEG C are then heated to, adds 4.84g potassium peroxydisulfates, 4.84g sodium hydrogensulfites and 57ml to go
The aqueous solution that ionized water is prepared, the weight concentration of the aqueous solution is 14.5%,；In 48 DEG C of constant temperature, control ph is 8.8, continues to stir
Reaction 3.4h is mixed, organic amphiprotic copolymerized macromolecule first network gel is obtained；Then cooled down, it is organic in the case where nitrogen is passed through
Both sexes copolymerized macromolecule first network gel 32g input volumes can be swelling in closed reactor for 10L's, is equipped with the reactor
291g forulic acids, 54gD- mannoses, 111.14g vinyl pyrrolidones, 23g GDMAs and 4314ml
The aqueous solution that deionized water is prepared, the weight concentration of the aqueous solution is 10%, the weight of first network gel（32g）：The aqueous solution
Weight（4793g）=1:150, swelling 5.4h, add 0.96g potassium peroxydisulfates, 4.79g pyridoxine hydrochlorides and 24ml go from
The aqueous solution that sub- water is prepared continues swelling, and the weight concentration of the aqueous solution is 19.5%, swelling 23 h；It is warming up to after the completion of swelling
93 DEG C, control ph is 6.5, in 93 DEG C of isothermal reaction 5.5h, obtains organic amphiprotic copolymerized macromolecule interpenetrating networks gel.This coagulates
Glue is water insoluble, can be swelling in water, gel swelling rate（ESR）=5210%（Deionized water）, gel swelling rate（ESR）=5165%
（The NaCl aqueous solution of weight concentration 1%）.
Claims (1)
1. a kind of preparation method of organic amphiprotic copolymerized macromolecule interpenetrating networks gel, it is characterized in that can in closed reactor plus
Enter component A and deionized water stirring prepares the aqueous solution, it is 28%~62% to control the weight concentration of component A, after the completion of prepared by solution,
Relative degree of vacuum is evacuated to for -0.02MPa~-0.08MPa, after being passed through nitrogen recovery reactor to normal pressure, is added under agitation
Enter the aqueous solution prepared by B component and deionized water, the weight concentration of B component is 20%~40%, the aqueous solution charging knot of B component
Shu Hou, is warming up to 35 DEG C~50 DEG C, and the aqueous solution prepared by component C and deionized water is added under agitation, and the weight of component C is dense
It is 5%~15% to spend, and control ph is 4~10, in 35 DEG C~50 DEG C constant temperature, continues stirring reaction 2h~3.5h, obtains organic two
Property copolymerized macromolecule first network gel, then cooled down, in the case where nitrogen is passed through, by the first network gel input be equipped with D
The aqueous solution that component and deionized water are prepared can be swelling in closed reactor, the weight concentration of D components is 1.8%~11%, is pressed
Weight meter, first network gel:Weight ratio=1 of D component deionized water solutions:（95~155）, swelling time is 2h~6h, then
The aqueous solution prepared by component E and deionized water is added to continue swelling, the weight concentration of component E is 10%~20%, swelling time
Be 16 h~24 h, it is swelling after the completion of, be warming up to 75 DEG C~95 DEG C, control ph is 3~7, in 75 DEG C~95 DEG C constant temperature, reaction
4h~6h, obtains organic amphiprotic copolymerized macromolecule interpenetrating networks gel；The component A is by methylacryoyloxyethyl trimethyl chlorine
Change ammonium, ethoxyethyl methacrylates, caffeic acid composition, by the gauge of material, methylacryoyloxyethyl trimethyl ammonia chloride
Ammonium:Ethoxyethyl methacrylates:The ratio between amount of caffeinic material=（0.5~1.2）:（0.3~1.6）:（0.4~
1.1）, B component is PEGDMA-400, and number-average molecular weight is 2000~20000, and its gross weight that feeds intake is A groups
Divide the 2.5%~11% of weight, component C is made up of potassium peroxydisulfate-sodium hydrogensulfite, and its gross weight that feeds intake is component A gross weight
0.3%~1.8%, by weight, potassium peroxydisulfate:Weight ratio=1 of sodium hydrogensulfite:（0.2~1.1）, D components by forulic acid,
D-MANNOSE, vinyl pyrrolidone and GDMA composition, by the gauge of material, forulic acid:D- sweet dews
Sugar:The ratio between amount of material of vinyl pyrrolidone=（0.4~1.6）:（0.08~0.32）:（0.4~1.1）, by weight,
GDMA charged material weight is three kinds the 1.8%~5.5% of total monomer weight, and component E is trembled by potassium peroxydisulfate, pyrrole
Alcohol hydrochloride is constituted, and potassium peroxydisulfate charged material weight is the 0.1%~1.2% of D component weights, and pyridoxine hydrochloride charged material weight is
The 0.8%~5.6% of D component weights.
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| CN105289316A (en) * | 2015-09-28 | 2016-02-03 | 浙江大学 | Preparation method of composite separating film filled by interpenetrating polymer network hydrogel |
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| CN105289316A (en) * | 2015-09-28 | 2016-02-03 | 浙江大学 | Preparation method of composite separating film filled by interpenetrating polymer network hydrogel |
Non-Patent Citations (2)
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| 薛冬桦等: ""P(AA-DAC)两性聚电解质水凝胶的合成及性质"", 《高等学校化学学报》 * |
| 魏佳: ""具有半互穿网络结构的两性吸水树脂的合成及性能研究"", 《中国优秀硕博士学位论文全文数据库（硕士） 工程科技I辑》 * |
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