CN104761673A - Carbomer and preparation method thereof - Google Patents
Carbomer and preparation method thereof Download PDFInfo
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- CN104761673A CN104761673A CN201510149001.7A CN201510149001A CN104761673A CN 104761673 A CN104761673 A CN 104761673A CN 201510149001 A CN201510149001 A CN 201510149001A CN 104761673 A CN104761673 A CN 104761673A
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- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 title claims abstract description 78
- 229920002125 Sokalan® Polymers 0.000 title claims abstract description 42
- 229960001631 carbomer Drugs 0.000 title claims abstract description 41
- 238000002360 preparation method Methods 0.000 title claims abstract description 19
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 39
- 239000002904 solvent Substances 0.000 claims abstract description 31
- 229930006000 Sucrose Natural products 0.000 claims abstract description 24
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 claims abstract description 24
- 239000005720 sucrose Substances 0.000 claims abstract description 24
- 239000003999 initiator Substances 0.000 claims abstract description 21
- 239000000203 mixture Substances 0.000 claims abstract description 15
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims abstract description 12
- -1 diacrylate sucrose ester Chemical class 0.000 claims abstract description 12
- 238000005406 washing Methods 0.000 claims abstract description 8
- 238000002156 mixing Methods 0.000 claims abstract description 6
- 239000002994 raw material Substances 0.000 claims abstract description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 33
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 claims description 21
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 14
- 239000003795 chemical substances by application Substances 0.000 claims description 12
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 9
- 238000003756 stirring Methods 0.000 claims description 9
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 8
- 238000004821 distillation Methods 0.000 claims description 7
- 239000012467 final product Substances 0.000 claims description 7
- 229910052757 nitrogen Inorganic materials 0.000 claims description 7
- 229920001296 polysiloxane Polymers 0.000 claims description 6
- 239000004094 surface-active agent Substances 0.000 claims description 6
- VVWRJUBEIPHGQF-UHFFFAOYSA-N propan-2-yl n-propan-2-yloxycarbonyliminocarbamate Chemical compound CC(C)OC(=O)N=NC(=O)OC(C)C VVWRJUBEIPHGQF-UHFFFAOYSA-N 0.000 claims description 5
- WYGWHHGCAGTUCH-UHFFFAOYSA-N 2-[(2-cyano-4-methylpentan-2-yl)diazenyl]-2,4-dimethylpentanenitrile Chemical compound CC(C)CC(C)(C#N)N=NC(C)(C#N)CC(C)C WYGWHHGCAGTUCH-UHFFFAOYSA-N 0.000 claims description 4
- 239000004342 Benzoyl peroxide Substances 0.000 claims description 4
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims description 4
- 235000019400 benzoyl peroxide Nutrition 0.000 claims description 4
- 238000004090 dissolution Methods 0.000 claims description 3
- IIEWJVIFRVWJOD-UHFFFAOYSA-N ethyl cyclohexane Natural products CCC1CCCCC1 IIEWJVIFRVWJOD-UHFFFAOYSA-N 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 2
- 239000000017 hydrogel Substances 0.000 abstract description 5
- 238000007334 copolymerization reaction Methods 0.000 abstract description 3
- 239000000178 monomer Substances 0.000 abstract description 3
- 230000009286 beneficial effect Effects 0.000 abstract description 2
- 238000001035 drying Methods 0.000 abstract 1
- 238000001914 filtration Methods 0.000 abstract 1
- 230000000379 polymerizing effect Effects 0.000 abstract 1
- 239000003381 stabilizer Substances 0.000 abstract 1
- 239000000126 substance Substances 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- FYRWKWGEFZTOQI-UHFFFAOYSA-N 3-prop-2-enoxy-2,2-bis(prop-2-enoxymethyl)propan-1-ol Chemical compound C=CCOCC(CO)(COCC=C)COCC=C FYRWKWGEFZTOQI-UHFFFAOYSA-N 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 239000003431 cross linking reagent Substances 0.000 description 3
- WACQKHWOTAEEFS-UHFFFAOYSA-N cyclohexane;ethyl acetate Chemical compound CCOC(C)=O.C1CCCCC1 WACQKHWOTAEEFS-UHFFFAOYSA-N 0.000 description 3
- 150000002500 ions Chemical group 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 230000001105 regulatory effect Effects 0.000 description 2
- 230000008719 thickening Effects 0.000 description 2
- KYCOIDGIICTSNH-BTVCFUMJSA-N (2r,3s,4r,5r)-2,3,4,5,6-pentahydroxyhexanal;prop-2-enoic acid Chemical compound OC(=O)C=C.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O KYCOIDGIICTSNH-BTVCFUMJSA-N 0.000 description 1
- OWPUOLBODXJOKH-UHFFFAOYSA-N 2,3-dihydroxypropyl prop-2-enoate Chemical compound OCC(O)COC(=O)C=C OWPUOLBODXJOKH-UHFFFAOYSA-N 0.000 description 1
- 229920002126 Acrylic acid copolymer Polymers 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 230000002596 correlated effect Effects 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 150000001261 hydroxy acids Chemical group 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000007614 solvation Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
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- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
The invention discloses carbomer. The carbomer is prepared by polymerizing the following raw materials in parts by mass: 72 parts of acrylic acid, 2.4-12.0 parts of dodecanol acrylate and 9.0-45.0 parts of diacrylate sucrose ester. The invention also discloses a preparation method of the carbomer. The preparation method comprises the following steps: mixing acrylic acid, dodecanol acrylate, diacrylate sucrose ester, an initiator, a stabilizer and a solvent in a mole ratio of 1:(1/20-1/100):(1/10-1/50):(1/1000-5/1000):(1/1000-4/1000):(1-3), and reacting for 4-7 hours at 45-70 DEG C; and filtering the obtained mixture, washing and drying to obtain the carbomer. The carbomer disclosed by the invention has the beneficial effects that the cost is reduced, a dodecanol acrylate monomer and acrylic acid are added at the same time to perform copolymerization, the application of the carbomer is relatively wide, and the viscosity of 0.5% carbomer hydrogel reaches 7000-130000mPa.s.
Description
Technical field
The invention belongs to technical field of pharmaceuticals, relate to a kind of carbomer, the invention still further relates to the preparation method of this carbomer.
Background technology
Carbomer has excellent thickening, suspension and emulsifying effect, is widely used in medicine and makeup field.Existing carbomer is generally polyacrylic acid and vinylformic acid sucrose ether or pentaerythritol triallyl ether and is cross-linked and obtains, but vinylformic acid sucrose ether or pentaerythritol triallyl ether are owing to preparing difficulty greatly, and price is higher, seriously constrains the manufacture and usage of carbomer.
Such as patent " a kind of carbomer and preparation method thereof ", application number: 201310453464.3, publication date: on January 1st, 2014, it uses vinylformic acid sucrose ether or pentaerythritol triallyl ether to make linking agent, shortcoming is that price is high, constrains its practical application in industry.
Patent " a kind of carbomer and preparation method thereof ", 201410010540.8, publication date: on April 30th, 2014, it uses glucose acrylate or glyceryl acrylate, and its solution viscosity (normality) reaches 7000-80000mPa.s, reduces raw materials cost, but polymkeric substance need through lyophilize, production cycle increases, and energy consumption is high, constrains its practical application in industry.
Summary of the invention
The object of this invention is to provide a kind of carbomer and preparation method thereof, production cost is low, 0.5% carbomer (carbomer and quality ratio) hydrogel viscosity reaches pharmacopoeial requirements, and can be used for other industry, as industries such as makeups, 0.5% carbomer hydrogel viscosity can be regulated by its monomer ratio of preparation.
The technical solution adopted in the present invention is, a kind of carbomer, according to ratio of quality and the number of copies, is formed by following polymerizable raw material: 72.0 parts, vinylformic acid, lauryl alcohol acrylate 2.4-12.0 part, two sucrose acrylate 9.0-45.0 part.
Another technical scheme of the present invention is, a kind of preparation method of carbomer specifically carries out according to following steps:
Step 1,
By purifying acrylic acid,
Step 2,
By vinylformic acid, lauryl alcohol acrylate, two sucrose acrylate, initiator, stablizer, solvent evenly, hierarchy of control temperature is at 45-70 degree under nitrogen protection, reaction 4-7 hour;
Vinylformic acid: lauryl alcohol acrylate: two sucrose acrylate: initiator: stablizer: the mol ratio of solvent is 1:(1/20-1/100): (1/10 ~ 1/50): (1/1000 ~ 5/1000): (1/1000 ~ 4/1000): (1-3);
Step 3,
Mixture step 2 obtained filters, washing, dry, to obtain final product.
Feature of the present invention is also, in step 1, the process of purifying acrylic acid is: by vinylformic acid: gac is that the mass ratio of 10:1 adds activated gac, spends the night, underpressure distillation, gained cut.
Initiator is the one in Diisopropyl azodicarboxylate, 2,2'-Azobis(2,4-dimethylvaleronitrile), benzoyl peroxide.
Stablizer is polysiloxane polymeric surface active agent or Hypermer B246.
Solvent is the mixture of ethyl acetate and cyclohexane or normal hexane, ethyl acetate in solvent: the volume ratio of hexanaphthene or normal hexane is 80:20-30:70.
In step 2, concrete mixing step is, first adds solvent mixing, adds stablizer, then stir, stir while add vinylformic acid successively, comonomer, linking agent, after stirring evenly, the initiator of slowly instillation dissolution with solvents, gradually raised temperature again, temperature rise rate 2 DEG C/min.
The invention has the beneficial effects as follows, use two sucrose acrylate to make linking agent, reduce cost, add lauryl alcohol acrylate monomer and acrylic acid copolymer simultaneously, prepared class purposes carbomer more widely.Carbomer and quality than be 0.5% carbomer hydrogel viscosity by the ratio of monomeric acrylic when preparing carbomer, lauryl alcohol acrylate and the two sucrose acrylate add-on of linking agent number regulate.0.5% carbomer hydrogel viscosity reaches 7000-130000mPa.s, obtains satisfied result, can produce the carbomer of various viscosity requirement within the required range.
Embodiment
A kind of carbomer, according to ratio of quality and the number of copies, is formed by following polymerizable raw material:
72.0 parts, vinylformic acid, lauryl alcohol acrylate 2.4-12.0 part, two sucrose acrylate 9.0-45.0 part.
Wherein, vinylformic acid is the main component forming polymkeric substance.
Two sucrose acrylate is linking agent, and dosage of crosslinking agent is excessive, and by making, the polymkeric substance of formation is water insoluble, and dosage of crosslinking agent is too small, can not form the polymkeric substance of the molecular structure of " netted ", and its solution viscosity is not up to standard.Two sucrose acrylate is selected to reduce product cost.Consumption is excessive, and miscellaneous goods all can not be up to standard excessively.In fact, only use two sucrose acrylate to make linking agent, do not reach satisfied effect.The viscosity of 0.5% mass concentration solution of the carbomer of the preparation that " Chemical Manufacture and technology 14 volume 4 phases in 2007 " are reported only reaches 9800mPa.s, and the present invention and lauryl alcohol acrylic ester copolymer, create beyond thought effect.
Add lauryl alcohol acrylic ester copolymer, utilize the alkyl of long-chain to improve the too hydrophilic situation of polymkeric substance, regulate the viscosity of its aqueous solution.The viscosity of the too small excessive polymkeric substance of its consumption is all not up to standard.Selection lauryl alcohol acrylate is the ratio in order to the hydrophilic group and oleophilic group regulating product, thus regulates the viscosity of product water solution.
The object adding linking agent allows linear molecule (only having the situation of vinylformic acid autohemagglutination) become cancellated molecule.Cancellated effect be by large quantity of moisture attached bag network in net, the carboxylic acid negative ion group (neutralized by hydroxy-acid group and obtain) of online connection is due to intermolecular electrical charge rejection, the segment of multipolymer is expanded, volume expands as far as possible, multipolymer is now dispersed in water with gel state, and therefore viscosity increases.The mechanism of carbomer thickening that Here it is.When cross-linking density is excessive, the volume of the net of generation is too small, and the water molecules of network is less; Meanwhile, due to the deflation of network, multipolymer segment can not free-extension, and volume reduces greatly, and thus viscosity reduces greatly.When dosage of crosslinking agent is too small, multipolymer is dissolved in water with free molecule state, and the solvation of and water molecules very large due to macromolecular space, the mutually exclusive effect of carboxyl negative ion is very little, and therefore viscosity is very little.Lauryl alcohol acrylate and vinylformic acid, two sucrose acrylate copolymerization, introduce chain alkyl in the polymer, chain alkyl is lipophilicity, carboxyl negative ion is wetting ability, both interactional results make both relative movement more difficult, thus the lauryl alcohol acrylate adding a small amount of carries out copolymerization, make the viscosity of system that change greatly occur.Utilize lauryl alcohol acrylate and the combination of two sucrose acrylate, the solution viscosity of product carbomer can be adjusted in a big way.
A preparation method for carbomer, specifically carries out according to following steps:
Step 1,
By purifying acrylic acid, add activated gac by the mass ratio of 10:1, spend the night, underpressure distillation, gained cut;
Step 2,
By vinylformic acid, comonomer, linking agent, initiator, stablizer, solvent is even, and hierarchy of control temperature is at 45-70 degree under nitrogen protection, reaction 4-7 hour;
Wherein, comonomer is lauryl alcohol acrylate.
Linking agent is two sucrose acrylates.
Initiator is Diisopropyl azodicarboxylate, 2,2'-Azobis(2,4-dimethylvaleronitrile), the one in benzoyl peroxide.
Stablizer selects polysiloxane polymeric surface active agent or Hypermer B246.
Solvent selects the mixture of ethyl acetate and cyclohexane/normal hexane.Ethyl acetate in solvent: the volume ratio of hexanaphthene or normal hexane is 80:20-30:70.
Each raw material according to following mol ratio proportioning,
Vinylformic acid: comonomer: linking agent: initiator: stablizer: solvent=1:(1/20-1/100): (1/10 ~ 1/50): (1/1000 ~ 5/1000): (1/1000 ~ 4/1000): (1-3);
Being specially step is, first proportionally adds solvent mixing, adds stablizer, then stir, stir while add vinylformic acid successively, comonomer, linking agent, after stirring evenly, the initiator of slowly instillation dissolution with solvents, gradually raised temperature again, temperature rise rate 2 DEG C/min;
Step 3,
Mixture step 2 obtained filters, washing, dry, to obtain final product.
Embodiment 1
By purifying acrylic acid, add activated gac by the mass ratio of 10:1, spend the night, underpressure distillation, gained cut; According to mol ratio, vinylformic acid: lauryl alcohol acrylate: two sucrose acrylate: initiator: stablizer: solvent=1:1/20:1/10:1/1000:1/1000:1 mixes, raised temperature gradually, temperature rise rate 2 DEG C/min, hierarchy of control temperature is at 45 degree under nitrogen protection, reacts 4 hours; Initiator is Diisopropyl azodicarboxylate; Stablizer selects polysiloxane polymeric surface active agent; Solvent selects the mixture of ethyl acetate and cyclohexane; Ethyl acetate in solvent: the volume ratio of hexanaphthene is 80:20; The mixture obtained filters, washing, dry, to obtain final product.
Embodiment 2
By purifying acrylic acid, add activated gac by the mass ratio of 10:1, spend the night, underpressure distillation, gained cut; According to mol ratio, vinylformic acid: lauryl alcohol acrylate: two sucrose acrylate: initiator: stablizer: solvent=1:1/100:1/50:5/1000:4/1000:3 mixes, raised temperature gradually, temperature rise rate 2 DEG C/min, hierarchy of control temperature is at 70 degree under nitrogen protection, reacts 7 hours; Initiator is 2,2'-Azobis(2,4-dimethylvaleronitrile); Stablizer selects Hypermer B246; Solvent selects the mixture of ethyl acetate and normal hexane; Ethyl acetate in solvent: the volume ratio of normal hexane is 30:70; The mixture obtained filters, washing, dry, to obtain final product.
Embodiment 3
By purifying acrylic acid, add activated gac by the mass ratio of 10:1, spend the night, underpressure distillation, gained cut; According to mol ratio, vinylformic acid: lauryl alcohol acrylate: two sucrose acrylate: initiator: stablizer: solvent=1:1/50:1/20:3/1000:3/1000:2 mixes, raised temperature gradually, temperature rise rate 2 DEG C/min, hierarchy of control temperature is at 55 degree under nitrogen protection, reacts 5 hours; Initiator is benzoyl peroxide; Stablizer selects polysiloxane polymeric surface active agent; Solvent selects the mixture of ethyl acetate and cyclohexane; Ethyl acetate in solvent: the volume ratio of hexanaphthene is 75:25; The mixture obtained filters, washing, dry, to obtain final product.
Embodiment 4
By purifying acrylic acid, add activated gac by the mass ratio of 10:1, spend the night, underpressure distillation, gained cut; According to mol ratio, vinylformic acid: lauryl alcohol acrylate: two sucrose acrylate: initiator: stablizer: solvent=1:1/20:1/50:1/1000:4/1000:3 mixes, raised temperature gradually, temperature rise rate 2 DEG C/min, hierarchy of control temperature is at 45 degree under nitrogen protection, reacts 5 hours; Initiator is Diisopropyl azodicarboxylate; Stablizer selects polysiloxane polymeric surface active agent; Solvent selects the mixture of ethyl acetate and cyclohexane; Ethyl acetate in solvent: the volume ratio of hexanaphthene is 76:24; The mixture obtained filters, washing, dry, to obtain final product.
Table 1 is prior art preparation and carbomer correlated performance data contrast table of the present invention.
Claims (7)
1. a carbomer, is characterized in that, according to ratio of quality and the number of copies, is formed by following polymerizable raw material:
72.0 parts, vinylformic acid, lauryl alcohol acrylate 2.4-12.0 part, two sucrose acrylate 9.0-45.0 part.
2. a preparation method for carbomer, is characterized in that, specifically carries out according to following steps:
Step 1,
By purifying acrylic acid,
Step 2,
By vinylformic acid, lauryl alcohol acrylate, two sucrose acrylate, initiator, stablizer, solvent evenly, hierarchy of control temperature is to 45-70 degree under nitrogen protection, reacts 4-7 hour;
Vinylformic acid: lauryl alcohol acrylate: two sucrose acrylate: initiator: stablizer: the mol ratio of solvent is 1:(1/20-1/100): (1/10 ~ 1/50): (1/1000 ~ 5/1000): (1/1000 ~ 4/1000): (1-3);
Step 3,
Mixture step 2 obtained filters, washing, dry, to obtain final product.
3. the preparation method of a kind of carbomer according to claim 2, is characterized in that, in described step 1, the process of purifying acrylic acid is: by vinylformic acid: gac is that the mass ratio of 10:1 adds activated gac, spends the night, underpressure distillation, gained cut.
4. the preparation method of a kind of carbomer according to claim 2, is characterized in that, described initiator is the one in Diisopropyl azodicarboxylate, 2,2'-Azobis(2,4-dimethylvaleronitrile), benzoyl peroxide.
5. the preparation method of a kind of carbomer according to claim 2, is characterized in that, described stablizer is polysiloxane polymeric surface active agent or Hypermer B246.
6. the preparation method of a kind of carbomer according to claim 2, is characterized in that, described solvent is the mixture of ethyl acetate and cyclohexane or normal hexane, ethyl acetate in solvent: the volume ratio of hexanaphthene or normal hexane is 80:20-30:70.
7. the preparation method of a kind of carbomer according to claim 2, it is characterized in that, in described step 2, concrete mixing step is, first adds solvent mixing, add stablizer, stir again, stir while add vinylformic acid successively, comonomer, linking agent, after stirring evenly, the initiator of slowly instillation dissolution with solvents, gradually raised temperature again, temperature rise rate 2 DEG C/min.
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2017036001A1 (en) * | 2015-08-31 | 2017-03-09 | 中广核达胜加速器技术有限公司 | Carbomer resin and preparation method therefor |
| CN106632803A (en) * | 2016-12-28 | 2017-05-10 | 贵州省欣紫鸿药用辅料有限公司 | Carbopol and preparation method thereof |
| CN113861330A (en) * | 2021-09-30 | 2021-12-31 | 中牧实业股份有限公司 | Method for synthesizing carbomer applied to animal vaccine adjuvant |
| CN113896824A (en) * | 2020-07-06 | 2022-01-07 | 山东泰和水处理科技股份有限公司 | Synthetic method of polyacrylic acid crosslinked resin |
| CN114230708A (en) * | 2021-12-27 | 2022-03-25 | 湖北新德晟材料科技有限公司 | Carbomer and preparation method thereof |
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| CN103483491A (en) * | 2013-09-29 | 2014-01-01 | 清远市威仕泽科技孵化器有限公司 | Carbomer and preparation method thereof |
| CN103755861A (en) * | 2014-01-09 | 2014-04-30 | 杭州拜善晟生物科技有限公司 | Carbomer and preparation method thereof |
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Patent Citations (2)
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| CN103483491A (en) * | 2013-09-29 | 2014-01-01 | 清远市威仕泽科技孵化器有限公司 | Carbomer and preparation method thereof |
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2017036001A1 (en) * | 2015-08-31 | 2017-03-09 | 中广核达胜加速器技术有限公司 | Carbomer resin and preparation method therefor |
| CN106632803A (en) * | 2016-12-28 | 2017-05-10 | 贵州省欣紫鸿药用辅料有限公司 | Carbopol and preparation method thereof |
| CN113896824A (en) * | 2020-07-06 | 2022-01-07 | 山东泰和水处理科技股份有限公司 | Synthetic method of polyacrylic acid crosslinked resin |
| CN113896824B (en) * | 2020-07-06 | 2022-09-27 | 山东泰和水处理科技股份有限公司 | Synthetic method of polyacrylic acid crosslinked resin |
| CN113861330A (en) * | 2021-09-30 | 2021-12-31 | 中牧实业股份有限公司 | Method for synthesizing carbomer applied to animal vaccine adjuvant |
| CN114230708A (en) * | 2021-12-27 | 2022-03-25 | 湖北新德晟材料科技有限公司 | Carbomer and preparation method thereof |
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| CN104761673B (en) | 2017-11-14 |
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