CN102675530A - Novel aqueous acrylic acid modified alicyclic epoxy emulsion and preparation method thereof - Google Patents
Novel aqueous acrylic acid modified alicyclic epoxy emulsion and preparation method thereof Download PDFInfo
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- CN102675530A CN102675530A CN2012101201579A CN201210120157A CN102675530A CN 102675530 A CN102675530 A CN 102675530A CN 2012101201579 A CN2012101201579 A CN 2012101201579A CN 201210120157 A CN201210120157 A CN 201210120157A CN 102675530 A CN102675530 A CN 102675530A
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- alicyclic epoxy
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Abstract
The invention relates to novel aqueous acrylic acid modified alicyclic epoxy emulsion and a preparation method thereof. The preparation method comprises the following steps: taking water as a solvent, adding an emulsifying agent and an adjusting agent into a reactor, preheating to 55 DEG C, adding cycloaliphatic epoxy resin, an acrylic monomer, a crosslinking monomer and a polymerization degree regulator, and carrying out reflux and heat preservation for 1 hour; and raising the temperature of part of emulsion and an initiator to 82 DEG C, dropwise adding the surplus emulsion when blue light is emitted and refilling an initiator, finishing dropwise adding within 8 hours, carrying out reflux and heat preservation for 1 hour, cooling to a room temperature after reaction and adding a photoinitiator. The acrylic acid modified alicyclic epoxy emulsion with good water solubility has the advantages of fine grain size, high gloss, excellent weather resistance and viscous resistance, can be made into outdoor coatings, photo-cured ink, process paints and the like, the pollution of traditional solvent-based coatings to the environment is avoided, the defects of bad weather resistance, bad resistance to heat and humidity and the like of the conventional bisphenol type-A epoxy resin are overcome at the same time, the process is simple, and the novel aqueous acrylic acid modified alicyclic epoxy emulsion is a environmentally-friendly material with wide market prospect.
Description
Technical field
The present invention relates to cycloaliphatic epoxy resin, be specifically related to a kind of novel aqueous acrylic modified alicyclic epoxy emulsion and preparation method thereof.
Background technology
Along with modern science and technology and development of modern industry, environmental pollution itself has caused great threat to the earth and the mankind that people depend on for existence.World's environmental regulation perfect day by day; Make the conventional solvent type coating of discharging volatile organic matter receive great impact; Dividing coating and powder coating with water-borne coatings, ultraviolet-curing paint, high consubstantiality is that the environment-friendly coating of representative then arises at the historic moment, and becomes that people pay close attention to and the focus of research.China has issued Law on Environmental Protection in December, 1989, impels research, exploitation and the application of water-borne coatings to develop rapidly.The maximum characteristics of water-borne coatings are to be primary solvent with water, have not only reduced production cost, significantly reduce environmental pollution, and have fire prevention, are easy to transportation and characteristics such as storage, and therefore wide application prospect is arranged.The particularly functional water-based coating of the coming five years, water-borne coatings can reach about 60% in the occupation rate of Chinese market.
Novel aqueous acrylic modified alicyclic epoxy emulsion, its cured article has following characteristics: 1. do not add organic solvent, save the energy, can not cause environmental pollution; 2. higher film hardness, compression and tension intensity; 3. put cruelly under hot conditions for a long time and still can keep the good mechanical performance; 4. chemically-resistant electric arc property, resistance to UV aging ability and weathering resistance are better.Traditional bisphenol A type epoxy resin coating because of containing aromatic group in the molecule, makes that the coating after the assimilation is prone under external environment, produce the xanthochromia phenomenon, and promptly weathering resistance, stability to aging are relatively poor.Aqueous acrylic modified alicyclic epoxy emulsion is avoided the pollution of conventional solvent type coating to environment; Overcome shortcomings such as existing bisphenol A type epoxy resin weathering resistance, humidity resistance difference simultaneously; Be very suitable for as coating, aqueous photo-curing printing ink and the dyeing and printing auxiliary of high-grade electrical equipment plastic casing, toy and top-grade building exterior wall and industrial paint, wood lacquer etc., and its excellent property, preparation technology is simple; Production cost is lower, is the environmental friendliness type material with wide market outlook.
Zhejiang Anbang New Material Development Co., Ltd.'s patent (application number: 200610049898.7; Publication number: CN101037530A) described water soluble acrylic acid epoxy emulsion is that raw material obtains with the bisphenol A epoxide resin, and is all relatively poor by its coating weathering resistance that makes, stability to aging.East China University of Science's patent (application number: 201110189918.1, publication number: CN102358717A) described alicyclic epoxy acrylic ester prepolymer is single aggressiveness, non-interpolymer alicyclic epoxy emulsion.
Summary of the invention
The purpose of this invention is to provide a kind of acrylic acid modified alicyclic epoxy emulsion novel, good water solubility; Its particle diameter is thin, high gloss; Has good weathering resistance and anti-same viscosity; Avoid of the pollution of conventional solvent type coating, overcome shortcomings such as existing bisphenol A type epoxy resin weathering resistance, humidity resistance difference simultaneously, be suitable for as coating, aqueous photo-curing printing ink and the dyeing and printing auxiliary of high-grade electrical equipment plastic casing, toy and top-grade building exterior wall and industrial paint, wood lacquer etc. to environment.
The objective of the invention is to reach through following measure: adopting acrylic acid modified cycloaliphatic epoxy resin, is solvent with water, makes a kind of novel aqueous acrylic modified alicyclic epoxy emulsion.
Novel aqueous acrylic modified alicyclic epoxy emulsion among the present invention is characterized in that the preparation method comprises following step:
1) get the raw material cycloaliphatic epoxy resin, the cross-linking monomer of extracting epoxy resin weight 10% and polymerization degree regulator, vinylformic acid and the Acrylic Acid Monomer of 1%-2% mix in addition;
2) emulsifying agent and PH regulator are dissolved in the pure water by a certain amount of, join in the reactor drum that whisking appliance and TM are housed, stir when being preheated to 55 ℃, solution in the step 1) is joined reaction vessel, insulation 1h refluxes;
3) with 1/4 step 2) in 1/4 the joining in the reactor drum that whisking appliance, TM and constant pressure funnel are housed of initiator of solution and weight epoxy 1%-2%; Be warming up to 82 ℃; Begin to drip remaining step 2 during blue light-emitting) middle solution, whenever drip off 1/4 step 2) middle solution, add 1/4 initiator; In 8h, drip, insulation 1h refluxes;
4) reaction is reduced to room temperature after finishing, and transfers pH value to 8, adds the cation light initiator of weight epoxy 2% simultaneously.
Press such scheme; A kind of preparation method of novel aqueous acrylic modified alicyclic epoxy emulsion; It is characterized in that described cycloaliphatic epoxy resin, can be any one or a few shown in (1), (2), (3), (4), (5), (6), (7) as follows as raw material:
(1)
4 vinyl epoxy cyclohexane
(2)
3,4-epoxycyclohexyl methyl methacrylic acid ester
(3)
3, the own ester of 4-epoxycyclohexyl vinylformic acid 6-methoxyl group
(4)
4, the adjacent dioctyl phthalate propylene of 5-epoxycyclohexyl ester
(5)
4, adjacent dioctyl phthalate (the 1-vinylformic acid glyceryl ester) ester of 5-epoxycyclohexyl
(6)
4, adjacent two single formic acid (1-vinylformic acid glyceryl ester) the ester list formic acid of 5-epoxycyclohexyl glycidyl ester
(7)
gathers [(2-Oxyranyle)-1; The 2-cyclohexanediol] 2-ethyl-2-(methylol)-1, ammediol ether
Press such scheme; A kind of preparation method of novel aqueous acrylic modified alicyclic epoxy emulsion is characterized in that described Acrylic Acid Monomer is any one or a few in methyl acrylate, ethyl propenoate, n-butyl acrylate, TEB 3K and the n-BMA.
Press such scheme, a kind of preparation method of novel aqueous acrylic modified alicyclic epoxy emulsion is characterized in that described emulsifying agent is any one in TX10 and the sodium lauryl sulphate.
Press such scheme, a kind of preparation method of novel aqueous acrylic modified alicyclic epoxy emulsion is characterized in that described PH regulator is sodium hydrogencarbonate and ammoniacal liquor.
Press such scheme, a kind of preparation method of novel aqueous acrylic modified alicyclic epoxy emulsion is characterized in that described cross-linking monomer is any one in N hydroxymethyl acrylamide and the vinylformic acid pentaerythritol ester.
Press such scheme, a kind of preparation method of novel aqueous acrylic modified alicyclic epoxy emulsion is characterized in that described letex polymerization degree regulator is a n-dodecyl mercaptan.
Press such scheme, a kind of preparation method of novel aqueous acrylic modified alicyclic epoxy emulsion is characterized in that described initiator is any one in ydrogen peroxide 50, ammonium persulphate and the Potassium Persulphate.
Press such scheme, a kind of preparation method of novel aqueous acrylic modified alicyclic epoxy emulsion is characterized in that described cation light initiator is the alkyl salt compounded of iodine.
Novel aqueous acrylic modified alicyclic epoxy emulsion, its cured article has following characteristics: 1. do not add organic solvent, save the energy, can not cause environmental pollution; 2. higher film hardness, compression and tension intensity; 3. put cruelly under hot conditions for a long time and still can keep the good mechanical performance; 4. chemically-resistant electric arc property, resistance to UV aging ability and weathering resistance are better.Novel aqueous acrylic modified alicyclic epoxy emulsion; Its particle diameter is thin, high gloss, has good weathering resistance and anti-after tackiness, avoids the pollution of conventional solvent type coating to environment; Overcome shortcomings such as existing bisphenol A type epoxy resin weathering resistance, humidity resistance difference simultaneously; Be very suitable for as coating, aqueous photo-curing printing ink and the dyeing and printing auxiliary of high-grade electrical equipment plastic casing, toy and top-grade building exterior wall and industrial paint, wood lacquer etc., and its excellent property, preparation technology is simple; Production cost is lower, is the environmental friendliness type material with wide market outlook.
Embodiment
Further introduce the present invention through embodiment below, but embodiment can not be construed as limiting the invention.
Embodiment 1
1) get 3 respectively, 4-epoxycyclohexyl methyl methacrylic acid ester 15g, vinylformic acid 2.25g, Bing Xisuandingzhi 42.5g, TEB 3K 28.5g, N hydroxymethyl acrylamide 1.4g and n-dodecyl mercaptan 0.2g, and mix.The structural formula of above-mentioned cycloaliphatic epoxy resin is:
2) get TX10 1g and sodium hydrogencarbonate 0.4g, be dissolved in the 97mL pure water, join in the reactor drum that whisking appliance and TM are housed, stir when being preheated to 55 ℃, solution in the step 1) is joined reaction vessel, insulation 1h refluxes.
3) getting the 0.26g ammonium persulphate is dissolved in the 3mL pure water; With this solution 1/4 with step 2) in 1/4 the joining in the reactor drum that whisking appliance, TM and constant pressure funnel are housed of solution, be warming up to 82 ℃, begin to drip remaining step 2 during blue light-emitting) in solution; Whenever drip off 1/4 step 2) middle solution; Add 1/4 ammonium persulfate solution, in 8h, drip, insulation 1h refluxes.
4) reaction is reduced to room temperature after finishing, and adds ammoniacal liquor and transfers pH value to 8, adds 0.3g alkyl salt compounded of iodine simultaneously.
Embodiment 2
1) get 3 respectively, the own ester 15g of 4-epoxycyclohexyl vinylformic acid 6-methoxyl group, vinylformic acid 2.5g, Bing Xisuandingzhi 42.5g, TEB 3K 28.75g, N hydroxymethyl acrylamide 1.6g and n-dodecyl mercaptan 0.24g, and mix.The structural formula of above-mentioned cycloaliphatic epoxy resin is:
2) get TX10 1g and sodium hydrogencarbonate 0.475g, be dissolved in the 100mL pure water, join in the reactor drum that whisking appliance and TM are housed, stir when being preheated to 55 ℃, solution in the step 1) is joined reaction vessel, insulation 1h refluxes.
3) getting the 0.27g ammonium persulphate is dissolved in the 12mL pure water; With this solution 1/4 with step 2) in 1/4 the joining in the reactor drum that whisking appliance, TM and constant pressure funnel are housed of solution, be warming up to 82 ℃, begin to drip remaining step 2 during blue light-emitting) in solution; Whenever drip off 1/4 step 2) middle solution; Add 1/4 ammonium persulfate solution, in 8h, drip, cocurrent flow insulation 1h.
4) reaction is reduced to room temperature after finishing, and adds ammoniacal liquor and transfers pH value to 8, adds 0.3g alkyl salt compounded of iodine simultaneously.
Embodiment 3
1) get 4 respectively, adjacent dioctyl phthalate (1-vinylformic acid glyceryl ester) the ester 15g of 5-epoxycyclohexyl, vinylformic acid 1.5g, Bing Xisuandingzhi 42.5g, TEB 3K 28.75g, N hydroxymethyl acrylamide 1.6g and n-dodecyl mercaptan 0.24g, and mix.The structural formula of above-mentioned cycloaliphatic epoxy resin is:
2) get TX10 1g and sodium hydrogencarbonate 0.475g, be dissolved in the 96mL pure water, join in the reactor drum that whisking appliance and TM are housed, stir when being preheated to 55 ℃, solution in the step 1) is joined reaction vessel, insulation 1h refluxes.
3) getting the 0.28g ammonium persulphate is dissolved in the 4mL pure water; With this solution 1/4 with step 2) in 1/4 the joining in the reactor drum that whisking appliance, TM and constant pressure funnel are housed of solution, be warming up to 82 ℃, begin to drip remaining step 2 during blue light-emitting) in solution; Whenever drip off 1/4 step 2) middle solution; Add 1/4 ammonium persulfate solution, in 8h, drip, insulation 1h refluxes.
4) reaction is reduced to room temperature after finishing, and adds ammoniacal liquor and transfers pH value to 8, adds 0.3g alkyl salt compounded of iodine simultaneously.
Embodiment 4
1) gets respectively and gather [(2-Oxyranyle)-1; The 2-cyclohexanediol] 2-ethyl-2-(methylol)-1; Ammediol ether (3: 1) 15g, vinylformic acid 1g, Bing Xisuandingzhi 42.5g, TEB 3K 28.75g, N hydroxymethyl acrylamide 1.6g and n-dodecyl mercaptan 0.24g, and mix.The structural formula of above-mentioned cycloaliphatic epoxy resin is:
2) get TX10 1g and sodium hydrogencarbonate 0.475g, be dissolved in the 96mL pure water, join in the reactor drum that whisking appliance and TM are housed, stir when being preheated to 55 ℃, solution in the step 1) is joined reaction vessel, insulation 1h refluxes.
3) getting the 0.28g ammonium persulphate is dissolved in the 4mL pure water; With this solution 1/4 with step 2) in 1/4 the joining in the reactor drum that whisking appliance, TM and constant pressure funnel are housed of solution, be warming up to 82 ℃, begin to drip remaining step 2 during blue light-emitting) in solution; Whenever drip off 1/4 step 2) middle solution; Add 1/4 ammonium persulfate solution, in 8h, drip, insulation 1h refluxes.
4) reaction is reduced to room temperature after finishing, and adds ammoniacal liquor and transfers pH value to 8, adds 0.3g alkyl salt compounded of iodine simultaneously.
Claims (10)
1. novel aqueous acrylic modified alicyclic epoxy emulsion, it is characterized in that: adopting acrylic acid modified cycloaliphatic epoxy resin, is solvent with water, makes aqueous acrylic modified alicyclic epoxy emulsion.
2. a kind of novel aqueous acrylic modified alicyclic epoxy emulsion as claimed in claim 1 is characterized in that the preparation method comprises following step:
1) get the raw material cycloaliphatic epoxy resin, the cross-linking monomer of extracting epoxy resin weight 10% and polymerization degree regulator, vinylformic acid and the Acrylic Acid Monomer of 1%-2% mix in addition;
2) emulsifying agent and PH regulator are dissolved in the pure water by a certain amount of, join in the reactor drum that whisking appliance and TM are housed, stir when being preheated to 55 ℃, solution in the step 1) is joined reaction vessel, insulation 1h refluxes;
3) with 1/4 step 2) in 1/4 the joining in the reactor drum that whisking appliance, TM and constant pressure funnel are housed of initiator of solution and weight epoxy 1%-2%; Be warming up to 82 ℃; Begin to drip remaining step 2 during blue light-emitting) middle solution, whenever drip off 1/4 step 2) middle solution, add 1/4 initiator; In 8h, drip, insulation 1h refluxes;
4) reaction is reduced to room temperature after finishing, and transfers pH value to 8, adds the cation light initiator of weight epoxy 2% simultaneously.
3. like claim 1 and 2 described a kind of novel aqueous acrylic modified alicyclic epoxy emulsions; It is characterized in that described cycloaliphatic epoxy resin, can be any one or a few shown in (1), (2), (3), (4), (5), (6), (7) as follows as raw material:
4. like claim 1 and 2 described a kind of novel aqueous acrylic modified alicyclic epoxy emulsions, it is characterized in that described Acrylic Acid Monomer is any one or a few in methyl acrylate, ethyl propenoate, n-butyl acrylate, TEB 3K and the n-BMA.
5. like claim 1 and 2 described a kind of novel aqueous acrylic modified alicyclic epoxy emulsions, it is characterized in that described emulsifying agent is any one in TX10 and the sodium lauryl sulphate.
6. like claim 1 and 2 described a kind of novel aqueous acrylic modified alicyclic epoxy emulsions, it is characterized in that described PH regulator is sodium hydrogencarbonate and ammoniacal liquor.
7. like claim 1 and 2 described a kind of novel aqueous acrylic modified alicyclic epoxy emulsions, it is characterized in that described cross-linking monomer is any one in N hydroxymethyl acrylamide and the vinylformic acid pentaerythritol ester.
8. like claim 1 and 2 described a kind of novel aqueous acrylic modified alicyclic epoxy emulsions, it is characterized in that described letex polymerization degree regulator is a n-dodecyl mercaptan.
9. like claim 1 and 2 described a kind of novel aqueous acrylic modified alicyclic epoxy emulsions, it is characterized in that described initiator is any one in ydrogen peroxide 50, ammonium persulphate and the Potassium Persulphate.
10. like claim 1 and 2 described a kind of novel aqueous acrylic modified alicyclic epoxy emulsions, it is characterized in that described cation light initiator is the alkyl salt compounded of iodine.
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2017203122A (en) * | 2016-05-12 | 2017-11-16 | 日本化薬株式会社 | Resin composition and adhesive for electronic components |
| CN107417865A (en) * | 2017-09-01 | 2017-12-01 | 东莞市同丰高分子材料有限公司 | A kind of aqueous epoxy floor paint emulsion and preparation method thereof |
| CN107858078A (en) * | 2017-12-13 | 2018-03-30 | 澳达树熊涂料(惠州)有限公司 | A kind of epoxy woodenware sealer and its preparation method and application |
| CN107987686A (en) * | 2017-12-22 | 2018-05-04 | 枞阳县三金颜料有限责任公司 | A kind of water paint of high film extensibility |
| CN108752223A (en) * | 2018-05-16 | 2018-11-06 | 南京林业大学 | Cation acrylic epoxy monoesters emulsifier and preparation method thereof |
| CN114292418A (en) * | 2021-12-03 | 2022-04-08 | 上海三棵树防水技术有限公司 | Outdoor high-weather-resistance water-based epoxy resin and coating containing same |
| CN115975480A (en) * | 2023-02-01 | 2023-04-18 | 株洲中铁电气物资有限公司 | Antistatic composition for composite material, and preparation method and application thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1122355A (en) * | 1994-05-03 | 1996-05-15 | 北京联合大学化学工程学院 | Electrostatic flocking adhesives solidifying under normal temperature |
-
2012
- 2012-04-23 CN CN2012101201579A patent/CN102675530A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1122355A (en) * | 1994-05-03 | 1996-05-15 | 北京联合大学化学工程学院 | Electrostatic flocking adhesives solidifying under normal temperature |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2017203122A (en) * | 2016-05-12 | 2017-11-16 | 日本化薬株式会社 | Resin composition and adhesive for electronic components |
| CN107417865A (en) * | 2017-09-01 | 2017-12-01 | 东莞市同丰高分子材料有限公司 | A kind of aqueous epoxy floor paint emulsion and preparation method thereof |
| CN107858078A (en) * | 2017-12-13 | 2018-03-30 | 澳达树熊涂料(惠州)有限公司 | A kind of epoxy woodenware sealer and its preparation method and application |
| CN107987686A (en) * | 2017-12-22 | 2018-05-04 | 枞阳县三金颜料有限责任公司 | A kind of water paint of high film extensibility |
| CN108752223A (en) * | 2018-05-16 | 2018-11-06 | 南京林业大学 | Cation acrylic epoxy monoesters emulsifier and preparation method thereof |
| CN114292418A (en) * | 2021-12-03 | 2022-04-08 | 上海三棵树防水技术有限公司 | Outdoor high-weather-resistance water-based epoxy resin and coating containing same |
| CN114292418B (en) * | 2021-12-03 | 2024-01-26 | 上海三棵树防水技术有限公司 | Outdoor high-weather-resistance water-based epoxy resin and coating containing same |
| CN115975480A (en) * | 2023-02-01 | 2023-04-18 | 株洲中铁电气物资有限公司 | Antistatic composition for composite material, and preparation method and application thereof |
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Application publication date: 20120919 |