CN108219130A - A kind of epoxy acrylic resin of six degrees of functionality and its preparation method and application - Google Patents
A kind of epoxy acrylic resin of six degrees of functionality and its preparation method and application Download PDFInfo
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- CN108219130A CN108219130A CN201810270944.9A CN201810270944A CN108219130A CN 108219130 A CN108219130 A CN 108219130A CN 201810270944 A CN201810270944 A CN 201810270944A CN 108219130 A CN108219130 A CN 108219130A
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
- C08G65/2603—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen
- C08G65/2606—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen containing hydroxyl groups
- C08G65/2609—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen containing hydroxyl groups containing aliphatic hydroxyl groups
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
- C08G65/2642—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds characterised by the catalyst used
- C08G65/2645—Metals or compounds thereof, e.g. salts
- C08G65/266—Metallic elements not covered by group C08G65/2648 - C08G65/2645, or compounds thereof
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/10—Printing inks based on artificial resins
- C09D11/101—Inks specially adapted for printing processes involving curing by wave energy or particle radiation, e.g. with UV-curing following the printing
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/10—Printing inks based on artificial resins
- C09D11/102—Printing inks based on artificial resins containing macromolecular compounds obtained by reactions other than those only involving unsaturated carbon-to-carbon bonds
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D171/00—Coating compositions based on polyethers obtained by reactions forming an ether link in the main chain; Coating compositions based on derivatives of such polymers
- C09D171/02—Polyalkylene oxides
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J171/00—Adhesives based on polyethers obtained by reactions forming an ether link in the main chain; Adhesives based on derivatives of such polymers
- C09J171/02—Polyalkylene oxides
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- Epoxy Resins (AREA)
- Paints Or Removers (AREA)
Abstract
The invention discloses a kind of epoxy acrylic resins of six degrees of functionality and its preparation method and application, have the following structure formula：
Description
Technical field
The invention belongs to photo-curing material technical fields, and in particular to a kind of epoxy acrylic resin of six degree of functionality and its
Preparation method and application.
Background technology
A kind of efficient, energy saving, economic, environmentally friendly, wide adaptability new material of photo-curing material, especially because country is to molten
The use of agent is limited, and photo-curing material is increasingly taken seriously as a kind of environment-friendly materials.Wherein, epoxy acrylic
Ester resin is that current application surface is the most extensive, the Photocurable oligomers of market demand maximum, in coating, ink, adhesive
It waits sector applications more and more extensive, it is traditional containing solvent material that material has been substituted in many fields.
At present, epoxy acrylic resin on the market is substantially following several types：Bisphenol A epoxy acrylate class, phenol
Aldehyde Epoxy Acrylates, the Epoxy Acrylates of various modifications and epoxidized oil esters of acrylic acid.Wherein bisphenol-A epoxy third
Olefin(e) acid esters dosage is maximum, but its light aging resisting and anti-yellowing property are poor.The Epoxy Acrylates of various modifications are substantially
Bisphenol A-type, the problem of equally existing light aging resisting and poor anti-yellowing property.Epoxy Phenolic Acrylates class is polyfunctionality
Resin, but its viscosity is larger, and the curing rate of epoxidized oil esters of acrylic acid is too slow, resin that can only be high with other activity is taken
With use.
Invention content
The defects of to solve above-mentioned prior art problem, primary and foremost purpose of the invention is to provide a kind of ring of six degrees of functionality
Oxypropylene acid resin, the resin have many advantages, such as that viscosity is low, curing rate is fast, light aging resisting and anti-yellowing property are good.
Another object of the present invention is to provide the preparation method of the epoxy acrylic resin of above-mentioned six degree of functionality.
The present invention is to be achieved through the following technical solutions：
A kind of epoxy acrylic resin of six degrees of functionality, has the following structure formula：
R3Represent H or CH3；
N=0~5000.
The epoxy acrylic resin of six degree of functionality of the present invention, is made of the component for including following parts by weight：
（A）Six 20~50 parts of function polyalcohols
（B）30~60 parts of acid anhydrides
（C）30~50 parts of alicyclic epoxy acrylate
（D）1 0.02~0.5 part of catalyst
（E）2 0.02~0.5 part of catalyst
（F）0.02~0.5 part of polymerization inhibitor.
The six functions polyalcohol is bipentaerythrite, sorbierite, mannitol, ethoxyquin bipentaerythrite, the third bis oxide
Pentaerythrite, caprolactone bipentaerythrite, ethoxylated sorbitan alcohol, the third oxidation sorbierite, caprolactone sorbierite, ethoxyquin are sweet
Reveal the mixing of one or more of alcohol, the third oxidation mannitol or caprolactone mannitol.
The acid anhydrides is succinic anhydride, glutaric anhydride, maleic anhydride, phthalic anhydride, hexahydrophthalic anhydride, hexahydrophthalic anhydride, methyl
The mixing of one or more of hexahydrophthalic anhydride or cyclopentene dicarboxylic anhydride.
The alicyclic epoxy acrylate is 3,4- epoxycyclohexyl-methyls methacrylate or 3,4- epoxy hexamethylenes
The mixing of one or both of methyl acrylate.
Mixing of the catalyst 1 for one or more of organic tin catalyst or organo-bismuth class catalyst.
The catalyst 2 is one or more of hexaphenyl phosphine, six butylammonium bromides or Hexaethyl benzyl ammonium chloride
Mixing.
The polymerization inhibitor is p-hydroxyanisole, hydroquinone, 2- tert-butyl hydroquinone or 2,5- di-t-butyl to benzene
The mixing of one or more of diphenol.
The epoxy acrylic resin of six degree of functionality is 80000-160000cps in 25 DEG C of viscosity, preferably
85000-110000 cps, viscosity is according to GB/T10247-2008 standard testings.
The present invention also provides the preparation methods of the epoxy acrylic resin of above-mentioned six degree of functionality, include the following steps：
It counts in parts by weight, 20~50 part of six function polyalcohol, 30~60 parts of acid anhydrides, 0.02~0.5 part of catalyst 1 is added in
Into reaction vessel, 70-130 DEG C is heated to, is stirred to react 3~6 hours, when surveying 1/2 ± 3% of total acid number before acid value extremely heats,
Cool to room temperature, 30~50 parts of alicyclic epoxy acrylate of input, 0.02~0.5 part of polymerization inhibitor, 0.02~0.5 part of catalysis
In agent 2 to reaction vessel, be heated to 80~140 DEG C, until survey acid value be less than 5mgKOH/g when, the clear, colorless of cooling discharge or
Weak yellow liquid resin is the epoxy acrylic resin of six degrees of functionality.
The present invention also provides epoxy acrylic resin the answering in coating, ink or adhesive of six above-mentioned degrees of functionality
With.
Compared with prior art, the present invention it has the advantages that：
（1）The present invention substitutes traditional bisphenol A epoxy acrylate and phenolic aldehyde ring by introducing alicyclic epoxy acrylate
Oxypropylene acid esters so that the Epocryl viscosity for six degrees of functionality prepared substantially reduces, and production technology obtains very
Big simplification, meanwhile, it solves the problems, such as that the light aging resisting of traditional Epocryl and anti-yellowing property are poor, prepares
The obtained Epocryl of six degrees of functionality is with viscosity is low, curing rate is fast, light aging resisting and anti-yellowing property are good
The advantages that, it can be widely used in coating, ink or adhesive area；
（2）The present invention is different from conventional epoxy acrylate by introducing six function polyalcohols, the design of novel structure
The mostly structure of two functions, greatly improves its curing rate and hardness, further widens its application.
Specific embodiment
It is further illustrated the present invention below by specific embodiment, following embodiment is the specific embodiment party of the present invention
Formula, but embodiments of the present invention are not limited by following embodiments, other any Spirit Essences without departing from the present invention
With made under principle change, modification, replacement, combine, simplification, should be equivalent substitute mode, be included in the present invention
Within protection domain.
Embodiment 1
It counts in parts by weight, 15 parts of bipentaerythrites, 53 parts of maleic anhydrides, 0.1 part of organic tin catalyst is added to
In reaction vessel, 100 DEG C are heated to, is stirred to react 5 hours, when surveying 1/2 ± 3% of total acid number before acid value extremely heats, cools to room
Temperature, 100 parts of 3,4- epoxycyclohexyl-methyls methacrylates of input, 0.1 part of hydroquinone, 0.1 part of six butylammonium bromide
Into reaction vessel, 110 DEG C are heated to, when being less than 5mgKOH/g until surveying acid value, the clear, colorless of cooling discharge or faint yellow
Liquid resin is the epoxy acrylic resin A of six degrees of functionality.
After tested, the viscosity of the epoxy acrylic resin of six degrees of functionality being prepared, curing rate, weather resistance are shown in
Table 1.
Embodiment 2
It counts in parts by weight, 20 parts of sorbierites, 38 parts of glutaric anhydrides, 0.1 part of organic tin catalyst is added to reaction vessel
In, 110 DEG C are heated to, is stirred to react 4 hours, when surveying 1/2 ± 3% of total acid number before acid value extremely heats, room temperature is cooled to, puts into
105 parts of 3,4- epoxycyclohexyl-methyls acrylate, 0.1 part of hydroquinone, 0.1 part of six butylammonium bromide to reaction vessel
In, 100 DEG C are heated to, when being less than 5mgKOH/g until surveying acid value, the clear, colorless or weak yellow liquid resin of cooling discharge are
The epoxy acrylic resin B of six degrees of functionality.
After tested, the viscosity of the epoxy acrylic resin of six degrees of functionality being prepared, curing rate, weather resistance are shown in
Table 1.
Embodiment 3
It counts in parts by weight, 30 portions of mannitol, 45 parts of cyclopentene dicarboxylic anhydrides, 0.1 part of organic tin catalyst is added to instead
It answers in container, is heated to 120 DEG C, be stirred to react 3 hours, when surveying 1/2 ± 3% of total acid number before acid value extremely heats, cool to room
Temperature, 45 parts of 3,4- epoxycyclohexyl-methyls acrylate of input, 0.1 part of hydroquinone, 0.1 part of six butylammonium bromide to reaction
In container, 95 DEG C are heated to, when being less than 5mgKOH/g until surveying acid value, the clear, colorless of cooling discharge or weak yellow liquid resin
Epoxy acrylic resin C for six degrees of functionality.
After tested, the viscosity of the epoxy acrylic resin of six degrees of functionality being prepared, curing rate, weather resistance are shown in
Table 1.
Embodiment 4
It counts in parts by weight, 45 parts of ethoxyquin bipentaerythrites, 55 parts of succinic anhydrides, 0.1 part of organic tin catalyst is added in
Into reaction vessel, 95 DEG C are heated to, is stirred to react 5 hours, when surveying 1/2 ± 3% of total acid number before acid value extremely heats, is cooled to
Room temperature, 50 parts of 3,4- epoxycyclohexyl-methyls methacrylates of input, 0.1 part of hydroquinone, 0.1 part of six butylammonium bromide
Into reaction vessel, 115 DEG C are heated to, when being less than 5mgKOH/g until surveying acid value, the clear, colorless of cooling discharge or faint yellow
Liquid resin is the epoxy acrylic resin D of six degrees of functionality.
After tested, the viscosity of the epoxy acrylic resin of six degrees of functionality being prepared, curing rate, weather resistance are shown in
Table 1.
Embodiment 5
It counts in parts by weight, 50 parts of caprolactone sorbierites, 58 parts of succinic anhydrides, 0.1 part of organic tin catalyst is added to
In reaction vessel, 95 DEG C are heated to, is stirred to react 5 hours, when surveying 1/2 ± 3% of total acid number before acid value extremely heats, cools to room
Temperature, 42 parts of 3,4- epoxycyclohexyl-methyls methacrylates of input, 0.1 part of hydroquinone, 0.1 part of six butylammonium bromide arrive
In reaction vessel, 115 DEG C are heated to, when being less than 5mgKOH/g until surveying acid value, the clear, colorless or light yellow liquid of cooling discharge
Body resin is the epoxy acrylic resin E of six degrees of functionality.
After tested, the viscosity of the epoxy acrylic resin of six degrees of functionality being prepared, curing rate, weather resistance are shown in
Table 1.
Comparative example 1：
It counts in parts by weight, 15 parts of bipentaerythrites, 53 parts of maleic anhydrides, 0.1 part of organic tin catalyst is added to
In reaction vessel, 100 DEG C are heated to, is stirred to react 5 hours, when surveying 1/2 ± 3% of total acid number before acid value extremely heats, cools to room
Temperature, 200 parts of bisphenol A type epoxy resins of input, 0.1 part of hydroquinone, 0.1 part of tetrabutylammonium bromide, 38 parts of acrylic acid are to instead
It answers in container, is heated to 110 DEG C, when being less than 5mgKOH/g until surveying acid value, the clear, colorless or weak yellow liquid of cooling discharge
Resin is the epoxy acrylic resin F of six degrees of functionality.
After tested, the viscosity of the epoxy acrylic resin of six degrees of functionality being prepared, curing rate, weather resistance are shown in
Table 1.
Comparative example 2：
Count in parts by weight, by 40 parts of novolac epoxy resins, 0.1 part of hydroquinone, 0.1 part of tetrabutylammonium bromide, 15 part third
Olefin(e) acid is added in reaction vessel, is heated to 110 DEG C, when being less than 5mgKOH/g until surveying acid value, the clear, colorless of cooling discharge
Or the epoxy acrylic resin G that weak yellow liquid resin is.
The viscosity of the epoxy acrylic resin being prepared, curing rate, weather resistance are shown in Table 1.
The performance test results of 1 embodiment and comparative example of table
| Cps/25 DEG C of viscosity | Solidification energy mJ/cm2 | Weatherability | ||
| Embodiment 1 | Resin A | 91236 | 43 | Ok |
| Embodiment 2 | Resin B | 91245 | 45 | Ok |
| Embodiment 3 | Resin C | 92345 | 41 | Ok |
| Embodiment 4 | Resin D | 91287 | 46 | Ok |
| Embodiment 5 | Resin E | 92564 | 46 | Ok |
| Comparative example 1 | Resin F | 452341 | 52 | Turn yellow |
| Comparative example 2 | Resin G | 201232 | 81 | Slightly turn yellow |
Each performance test methods or standard：
Viscosity：GB/T10247-2008
Weatherability：GB1767-7989.
Claims (9)
1. a kind of epoxy acrylic resin of six degrees of functionality, has the following structure formula：
R3Represent H or CH3；
N=0~5000.
2. the epoxy acrylic resin of six degree of functionality according to claim 1, which is characterized in that by including following parts by weight
Several components are made：
（A）Six 20~50 parts of function polyalcohols
（B）30~60 parts of acid anhydrides
（C）30~50 parts of alicyclic epoxy acrylate
（D）1 0.02~0.5 part of catalyst
（E）2 0.02~0.5 part of catalyst
（1）0.02~0.5 part of polymerization inhibitor.
3. the epoxy acrylic resin of six degree of functionality according to claim 2, which is characterized in that the six functions polyalcohol
For bipentaerythrite, sorbierite, mannitol, ethoxyquin bipentaerythrite, the third oxidation bipentaerythrite, the double Ji Wusi of caprolactoneization
Alcohol, ethoxylated sorbitan alcohol, the third oxidation sorbierite, caprolactone sorbierite, ethoxyquin mannitol, the third oxidation mannitol or caprolactone
Change the mixing of one or more of mannitol.
4. the epoxy acrylic resin of six degree of functionality according to claim 2, which is characterized in that the acid anhydrides is succinic acid
Acid anhydride, glutaric anhydride, maleic anhydride, phthalic anhydride, hexahydrophthalic anhydride, hexahydrophthalic anhydride, methyl hexahydrophthalic anhydride or cyclopentene dicarboxylic anhydride
One or more of mixing.
5. the epoxy acrylic resin of six degree of functionality according to claim 2, which is characterized in that the alicyclic epoxy third
Olefin(e) acid ester for 3,4- epoxycyclohexyl-methyls methacrylate or one kind in 3,4- epoxycyclohexyl-methyl acrylate or
Two kinds of mixing.
6. the epoxy acrylic resin of six degree of functionality according to claim 2, which is characterized in that the catalyst 1 is has
The mixing of one or more of machine tin catalyst or organo-bismuth class catalyst；The catalyst 2 is hexaphenyl phosphine, six butyl
The mixing of one or more of ammonium bromide or Hexaethyl benzyl ammonium chloride；The polymerization inhibitor is p-hydroxyanisole, to benzene two
The mixing of one or more of phenol, 2- tert-butyl hydroquinone or 2,5- di-tert-butyl hydroquinone.
7. according to the preparation method of the epoxy acrylic resin of six degree of functionality of claim 1-6 any one of them, feature exists
In the epoxy acrylic resin of six degree of functionality is in 25 DEG C of viscosity 80000-160000cps, preferably 85000-110000
Cps, viscosity is according to GB/T10247-2008 standard testings.
8. the preparation method of the epoxy acrylic resin of six degree of functionality of claim 1-7 any one of them, which is characterized in that packet
Include following steps：
It counts in parts by weight, 20~50 part of six function polyalcohol, 30~60 parts of acid anhydrides, 0.02~0.5 part of catalyst 1 is added in
Into reaction vessel, 70-130 DEG C is heated to, is stirred to react 3~6 hours, when surveying 1/2 ± 3% of total acid number before acid value extremely heats,
Cool to room temperature, 30~50 parts of alicyclic epoxy acrylate of input, 0.02~0.5 part of polymerization inhibitor, 0.02~0.5 part of catalysis
In agent 2 to reaction vessel, be heated to 80~140 DEG C, until survey acid value be less than 5mgKOH/g when, the clear, colorless of cooling discharge or
Weak yellow liquid resin is the epoxy acrylic resin of six degrees of functionality.
9. the epoxy acrylic resin of six degree of functionality of claim 1-7 any one of them is in coating, ink or adhesive
Using.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201810270944.9A CN108219130B (en) | 2018-03-29 | 2018-03-29 | Epoxy acrylic resin with six-functionality degree and preparation method and application thereof |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111423574A (en) * | 2020-04-28 | 2020-07-17 | 淮安巴德聚氨酯科技有限公司 | Dispersing agent for polymer polyol with cyclohexane structure and preparation method thereof |
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| JP2005054127A (en) * | 2003-08-07 | 2005-03-03 | Konica Minolta Medical & Graphic Inc | Active ray-curable composition, active ray-curable ink, image forming method and inkjet recording device, using the same ink |
| CN101012301A (en) * | 2006-12-15 | 2007-08-08 | 深圳市深赛尔实业有限公司 | Epoxy acrylic resin and preparing method thereof |
| CN104003875A (en) * | 2014-04-25 | 2014-08-27 | 江苏利田科技股份有限公司 | Aliphatic epoxy acrylate with functionality of 6, and preparation method and application thereof |
| CN104086701A (en) * | 2014-05-08 | 2014-10-08 | 华南理工大学 | Preparation method of high temperature and yellowing resistant alkali-soluble epoxy acrylate UV resin |
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2018
- 2018-03-29 CN CN201810270944.9A patent/CN108219130B/en active Active
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20020016411A1 (en) * | 2000-04-14 | 2002-02-07 | Katsuhiro Ando | Curable composition |
| JP2005054127A (en) * | 2003-08-07 | 2005-03-03 | Konica Minolta Medical & Graphic Inc | Active ray-curable composition, active ray-curable ink, image forming method and inkjet recording device, using the same ink |
| CN101012301A (en) * | 2006-12-15 | 2007-08-08 | 深圳市深赛尔实业有限公司 | Epoxy acrylic resin and preparing method thereof |
| CN104003875A (en) * | 2014-04-25 | 2014-08-27 | 江苏利田科技股份有限公司 | Aliphatic epoxy acrylate with functionality of 6, and preparation method and application thereof |
| CN104086701A (en) * | 2014-05-08 | 2014-10-08 | 华南理工大学 | Preparation method of high temperature and yellowing resistant alkali-soluble epoxy acrylate UV resin |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111423574A (en) * | 2020-04-28 | 2020-07-17 | 淮安巴德聚氨酯科技有限公司 | Dispersing agent for polymer polyol with cyclohexane structure and preparation method thereof |
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| CN108219130B (en) | 2020-03-27 |
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