CN106188497A - A kind of synthetic method of modified epoxy acrylate resin - Google Patents
A kind of synthetic method of modified epoxy acrylate resin Download PDFInfo
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- CN106188497A CN106188497A CN201610654309.1A CN201610654309A CN106188497A CN 106188497 A CN106188497 A CN 106188497A CN 201610654309 A CN201610654309 A CN 201610654309A CN 106188497 A CN106188497 A CN 106188497A
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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
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/14—Polycondensates modified by chemical after-treatment
- C08G59/1433—Polycondensates modified by chemical after-treatment with organic low-molecular-weight compounds
- C08G59/1438—Polycondensates modified by chemical after-treatment with organic low-molecular-weight compounds containing oxygen
- C08G59/1455—Monocarboxylic acids, anhydrides, halides, or low-molecular-weight esters 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
- C09D163/00—Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
- C09D163/10—Epoxy resins modified by unsaturated compounds
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Abstract
The present invention relates to the synthetic method of a kind of modified epoxy acrylate resin in organic synthesis and field of fine chemical, use anhydrides compound, with hydroxy acrylate carboxylation reaction under the effect of catalyst, generate carboxylic acid intermediate compound, react with epoxy resin, generate a kind of modified epoxy acrylate resin.Comprise the steps that reactor, under inert gas shielding, is preheated, is then sequentially added into anhydrides compound, polymerization inhibitor, hydroxy acrylate and catalyst one by (1), heating, stir；(2) in reaction system, add epoxy resin, and add catalyst two, add polymerization inhibitor, heated and stirred, survey epoxide number, filter, discharging, obtain product modification epoxy acrylic resin.It is an advantage of the current invention that the viscosity that can effectively reduce epoxy resin, improve the pliability after the solidification rate of product, solidification and adhesive force, be a kind of to have bright market prospects and the superior product of combination property.
Description
Technical field
The present invention relates to organic synthesis and field of fine chemical, the synthetic method of a kind of epoxy acrylic resin.
Background technology
Epoxy acrylic resin is one of special resin of ultraviolet-curing paint.Have resistance to chemical attack, adhesive force strong,
The advantages such as hardness is high, fast, the low price of solidification rate.
But the fragility of its paint solidification film is big, poor in flexibility, and viscosity is higher, must be added to substantial amounts of work before using
Property diluent, to regulate its viscosity, changes its rheological characteristic, and this not only reduces the performance of coating, and in these reactive diluents
Major part has zest and toxicity, and environment and health can be produced certain impact.
Therefore, the performance need such as the optical activity of epoxy acrylic resin, low viscosity, pliability, adhesive force is further
Promote.
Summary of the invention
The present invention is contemplated to overcome disadvantage mentioned above and the synthetic method of new modified epoxy acrylic resin developed, work
Skill is simple, reduce the danger of reaction, environmental friendliness is not wasted.
A kind of method that the invention provides synthesis modification epoxy acrylic resin, described method comprises the steps:
1, the synthetic method of a kind of modified epoxy acrylate resin, it is characterised in that described preparation method includes following step
Rapid:
(1) under inert gas shielding, reactor is preheated, is then sequentially added into anhydrides compound, polymerization inhibitor, hydroxyl
Acrylate and catalyst one, heating, stir；
(2) in reaction system, add epoxy resin, and add catalyst two, add polymerization inhibitor, heated and stirred, survey ring
Oxygen value, filters, discharging, obtains product modification epoxy acrylic resin.
Further, in order to produce polyreaction in preventing system, and cost, in step (1), described noble gas are reduced
Select nitrogen；In order to effectively reduce the viscosity of reaction system, it is effectively increased reaction rate, reduces the generation of side reaction, step (1)
In, described preheating temperature is 30-60 DEG C, preferably 50-60 DEG C；Described heating-up temperature is 50-120 DEG C, preferably 70-85 DEG C；Described
Mixing time is 1-12 hour, preferably 6-10 hour.
Further, in step (1), described anhydrides compound be phthalic anhydride, maleic anhydride, glutaric anhydride or
At least one in 2,3-naphthalene dicarboxylic acids acid anhydrides, preferably phthalic anhydride or maleic anhydride；Described hydroxy acrylate is methyl
At least one in 2-(Acryloyloxy)ethanol, 2-(Acryloyloxy)ethanol, Hydroxypropyl acrylate or hy-droxybutyl, preferably acrylic acid hydroxyl
Ethyl ester.
Further, in order to improve conversion ratio, reduce the waste of hydroxy acrylate, in step (1), anhydrides compound
It is 1:0.8-2 with the mol ratio of hydroxy acrylate, it is preferable that 1:0.8-1.5.
Further, in step (1), described catalyst one is DMA, triethanolamine or 4-dimethylamino
At least one in pyridine, addition is the 0.01%-5% of reactant gross mass, preferably 0.05%-2%.
Further, very few and cause polymerization inhibition effect inconspicuous in order to prevent from inhibiting dosage, make reactant partial polymerization or
Person measures too much and affects product color and solidification rate, in step (2), described polymerization inhibitor be MEHQ, 2,6-bis-uncle
At least one in butyl paracresol, hydroquinone or copper sulfate, addition is the 0.01%-5% of reactant gross mass, preferably
0.05%-2%.
Further, in step (2), described whipping process detects the epoxide number in solution, when epoxide number≤0.5%
Time, carry out described filtration.
Further, it is contemplated that the toughness after the viscosity of final products and solidification and adhesive force, in step (2), described ring
Epoxy resins is bisphenol A type epoxy resin: at least one in E06, E10, E12, E14, E20, E40, E42, E44 or E51；In order to
Improve conversion ratio and reduce the waste of epoxy resin, in step (2), anhydrides described in described epoxy resin and step (1)
The mol ratio of compound is 1:1.5-5.
Further, make to prevent catalyst very few reaction rate reduce thus reduce yield, but too much cause
Cost is wasted, and in step (2), described catalyst two is dibutyl tin laurate, triphenylphosphine, N, N diethyl benzylamine, three second
At least one described in hydramine or reactive amines, triphenylphosphine or N, N diethyl benzylamine；Content is reactant gross mass
0.01%-5%, preferably 0.05%-2%.
Further, in step (2), described heating-up temperature is 50-120 DEG C, preferably 75-95 DEG C；Described filter type is
Heat-insulating pressurizing filters.
Compared with the conventional method, it is an advantage of the current invention that
1, reaction need not pressurization, not dangerous, and without solvent, technique is simple, and reaction rate is very fast, and yield can reach
To more than 99%.
2, anhydrides compound is used, anhydride open loop under the effect of catalyst, and hydroxy acrylate carboxylation reaction,
Generate carboxylic acid intermediate compound, and react with epoxy resin under the effect of catalyst, generate a kind of modified epoxy acrylic acid
Resin；By introducing the carboxylic acid intermediate compound of different structure, it is provided that the branched structure of more double bonds, can effectively reduce epoxy
The viscosity of resin, is greatly improved the solidification rate of product, and improves the pliability after product solidification and adhesive force；
3, the product of the inventive method further increases epoxy acrylic resin performance in ultraviolet-curing paint,
Reaching the more preferable feature of environmental protection, the product produced is a kind of to have bright market prospects and the superior product of combination property.
The present invention with modified epoxy acrylate resin sample unprocessed under equal preparation process condition as a comparison case, makes
Newly think carefully that with Shenzhen the electronic universal test machine (CMT8202) of material tests company limited carries out Modulus Analysis to sample, compare
Sample carried out formula and synthesizes outer layer coating thin film, and after carrying out photocuring process, the change of sample elastic modulus.
Detailed description of the invention
Below in conjunction with specific embodiment, the present invention is expanded on further.These embodiments are interpreted as being merely to illustrate this
Bright rather than limit the scope of the invention.After having read the content that the present invention records, those skilled in the art can
To make various changes or modifications the present invention, these equivalence changes and modification fall into the model that the claims in the present invention are limited equally
Enclose.
Described in following case study on implementation, number is mol ratio number.
Embodiment 1
Nitrogen, nitrogen stream it is passed through in the reactor equipped with noble gas conduit, agitator, chiller and heater
Amount is 0.5m3/ h, evacuation, and use nitrogen breaking vacuum, two to three times to guarantee in reactor for noble gas ring repeatedly
Border, then by reactor pre-heating temperature elevation to 55 DEG C；
By 100 parts of phthalic anhydrides, 90 parts of hydroxyethyl methylacrylates, N, N-dimethyl of 1% (gross mass number)
Aniline, the hydroquinone of 1.5% (gross mass number) are sequentially added into reactor, mix homogeneously, are warming up to 70 DEG C, stir 12h；
Adding 27 parts of epoxy resin E40, the hydroquinone of 0.5% (gross mass number) in reaction system, 1.2% is (total
Mass fraction) dibutyl tin laurate, be warming up to 90 DEG C, stir 8h, detect epoxide number, when epoxide number≤0.3%, mistake
Leach material；Obtain modified epoxy acrylate resin finished product.
The present embodiment is prepared the elastic modelling quantity of sample, as shown in table 1.
Embodiment 2
Nitrogen, nitrogen stream it is passed through in the reactor equipped with noble gas conduit, agitator, chiller and heater
Amount is 0.5m3/ h, evacuation, and use nitrogen breaking vacuum, two to three times to guarantee in reactor for noble gas ring repeatedly
Border, then by reactor pre-heating temperature elevation to 40 DEG C；
By 100 parts of maleic anhydrides, 120 parts of Hydroxypropyl acrylates, the triethanolamine of 0.1% (gross mass number), 3.5%
The 2,6 ditertiary butyl p cresol of (gross mass number) is sequentially added into reactor, mix homogeneously, is warming up to 110 DEG C, stirs 7h；
Adding 52 parts of epoxy resin E14 in reaction system, the 2 of 1.5% (gross mass number), 6-di-t-butyl is to first
Phenol, the triethanolamine of 4% (gross mass number), it is warming up to 70 DEG C, stirs 11h, detect epoxide number, when epoxide number≤0.5%,
Filter discharging；Obtain modified epoxy acrylate resin finished product.
The present embodiment is prepared the elastic modelling quantity of sample, as shown in table 1.
Embodiment 3
Nitrogen, nitrogen stream it is passed through in the reactor equipped with noble gas conduit, agitator, chiller and heater
Amount is 0.5m3/ h, evacuation, and use nitrogen breaking vacuum, two to three times to guarantee in reactor for noble gas ring repeatedly
Border, then by reactor pre-heating temperature elevation to 30 DEG C；
By 100 parts of glutaric anhydrides, 160 parts of 2-(Acryloyloxy)ethanols, the DMAP of 4.1% (gross mass number),
The MEHQ of 2.5% (gross mass number) mixes, and is warming up to 90 DEG C, stirs 7h；
65 parts of epoxy resin E06 of addition in reaction system, the MEHQ of 3.5% (gross mass number), 4%
The DMA of (gross mass number), is warming up to 70 DEG C, stirs 3h, detects epoxide number, when epoxide number≤0.1%,
Filter discharging；Obtain modified epoxy acrylate resin finished product.
The present embodiment is prepared the elastic modelling quantity of sample, as shown in table 1.
Embodiment 4
Nitrogen, nitrogen stream it is passed through in the reactor equipped with noble gas conduit, agitator, chiller and heater
Amount is 0.5m3/ h, evacuation, and use nitrogen breaking vacuum, two to three times to guarantee in reactor for noble gas ring repeatedly
Border, then by reactor pre-heating temperature elevation to 50 DEG C；
By 100 parts of 2,3-naphthalene dicarboxylic acids acid anhydrides, 130 parts of 2-(Acryloyloxy)ethanols, the triethanolamine of 4.1% (gross mass number),
The MEHQ of 2.5% (gross mass number) mixes, and is warming up to 90 DEG C, stirs 7h；
59 parts of epoxy resin E10 of addition in reaction system, the MEHQ of 4.5% (gross mass number), 1.8%
The DMA of (gross mass number), is warming up to 105 DEG C, stirs 6h, detects epoxide number, when epoxide number≤0.1%,
Filter discharging；Obtain modified epoxy acrylate resin finished product.
The present embodiment is prepared the elastic modelling quantity of sample, as shown in table 1.
Embodiment 5
Nitrogen, nitrogen stream it is passed through in the reactor equipped with noble gas conduit, agitator, chiller and heater
Amount is 0.5m3/ h, evacuation, and use nitrogen breaking vacuum, two to three times to guarantee in reactor for noble gas ring repeatedly
Border, then by reactor pre-heating temperature elevation to 60 DEG C；
By 100 parts of maleic anhydrides, 120 parts of hy-droxybutyl, the triethanolamine of 4.1% (gross mass number), 2.5%
The copper sulfate of (gross mass number) mixes, and is warming up to 85 DEG C, stirs 7h；
24 parts of epoxy resin E44, the copper sulfate of 4.5% (gross mass number), 2.5% (total matter is added in reaction system
Amount number) N, N diethyl benzylamine, be warming up to 80 DEG C, stir 2h, detect epoxide number, when epoxide number≤0.4%, filter out
Material；Obtain modified epoxy acrylate resin finished product.
The present embodiment is prepared the elastic modelling quantity of sample, as shown in table 1.
Embodiment 6
Nitrogen, nitrogen stream it is passed through in the reactor equipped with noble gas conduit, agitator, chiller and heater
Amount is 0.5m3/ h, evacuation, and use nitrogen breaking vacuum, two to three times to guarantee in reactor for noble gas ring repeatedly
Border, then by reactor pre-heating temperature elevation to 40 DEG C；
By 100 parts of maleic anhydrides, 115 parts of hy-droxybutyl, the triethanolamine of 1.2% (gross mass number), 1.5%
The 2,6 ditertiary butyl p cresol of (gross mass number) mixes, and is warming up to 60 DEG C, stirs 12h；
Adding 22 parts of epoxy resin E51 in reaction system, the 2 of 0.5% (gross mass number), 6-di-t-butyl is to first
Phenol, the triphenylphosphine of 4% (gross mass number), it is warming up to 78 DEG C, stirs 6h, detect epoxide number, when epoxide number≤0.1%,
Filter discharging；Obtain modified epoxy acrylate resin finished product.
The present embodiment is prepared the elastic modelling quantity of sample, as shown in table 1.
Embodiment 7
Nitrogen, nitrogen stream it is passed through in the reactor equipped with noble gas conduit, agitator, chiller and heater
Amount is 0.5m3/ h, evacuation, and use nitrogen breaking vacuum, two to three times to guarantee in reactor for noble gas ring repeatedly
Border, then by reactor pre-heating temperature elevation to 55 DEG C；
By 100 parts of maleic anhydrides, 135 parts of hy-droxybutyl, the DMAP of 1.2% (gross mass number),
The MEHQ of 1.5% (gross mass number) mixes, and is warming up to 100 DEG C, stirs 5h；
Adding 32 parts of epoxy resin E42, the hydroquinone of 1.7% (gross mass number) in reaction system, 1.6% is (total
Mass fraction) reactive amines, be warming up to 90 DEG C, stir 3h, detect epoxide number, when epoxide number≤0.3%, filter discharging；?
To modified epoxy acrylate resin finished product.
The present embodiment is prepared the elastic modelling quantity of sample, as shown in table 1.
Embodiment 8
Nitrogen, nitrogen stream it is passed through in the reactor equipped with noble gas conduit, agitator, chiller and heater
Amount is 0.5m3/ h, evacuation, and use nitrogen breaking vacuum, two to three times to guarantee in reactor for noble gas ring repeatedly
Border, then by reactor pre-heating temperature elevation to 55 DEG C；
By 100 part 2,3-naphthalene dicarboxylic acids acid anhydride, 155 parts of hydroxyethyl methylacrylates, N, N-bis-of 1.2% (gross mass number)
Monomethylaniline., the hydroquinone of 1.5% (gross mass number) mix, and are warming up to 100 DEG C, stir 5h；
Adding 48 parts of epoxy resin E12, the hydroquinone of 1.9% (gross mass number) in reaction system, 1.1% is (total
Mass fraction) dibutyl tin laurate, be warming up to 80 DEG C, stir 6h, detect epoxide number, when epoxide number≤0.1%, mistake
Leach material；Obtain modified epoxy acrylate resin finished product.
The present embodiment is prepared the elastic modelling quantity of sample, as shown in table 1.
Embodiment 9
Nitrogen, nitrogen stream it is passed through in the reactor equipped with noble gas conduit, agitator, chiller and heater
Amount is 0.5m3/ h, evacuation, and use nitrogen breaking vacuum, two to three times to guarantee in reactor for noble gas ring repeatedly
Border, then by reactor pre-heating temperature elevation to 55 DEG C；
By 100 part 2,3-naphthalene dicarboxylic acids acid anhydride, 125 parts of hydroxyethyl methylacrylates, N, N-bis-of 1.2% (gross mass number)
Monomethylaniline., the hydroquinone of 1.5% (gross mass number) mix, and are warming up to 100 DEG C, stir 5h；
Adding 36 parts of epoxy resin E20, the hydroquinone of 1.3% (gross mass number) in reaction system, 0.6% is (total
Mass fraction) triphenylphosphine, be warming up to 80 DEG C, stir 6h, detect epoxide number, when epoxide number≤0.1%, filter discharging；
Obtain modified epoxy acrylate resin finished product.
The present embodiment is prepared the elastic modelling quantity of sample, as shown in table 1.
Table 1 embodiment 1-9 contrasts with unmodified sample elastic modulus test result
| Sample name | Elastic modelling quantity (MPa) | Energy (J) |
| Unmodified sample | 723.48 | 0.28 |
| Embodiment 1 | 910.01 | 0.88 |
| Embodiment 2 | 924.17 | 0.98 |
| Embodiment 3 | 909.70 | 0.69 |
| Embodiment 4 | 913.19 | 0.69 |
| Embodiment 5 | 912.95 | 0.82 |
| Embodiment 6 | 904.09 | 0.45 |
| Embodiment 7 | 924.42 | 0.53 |
| Embodiment 8 | 919.91 | 0.40 |
| Embodiment 9 | 916.40 | 0.45 |
Table 1 is embodiment 1-9 and comparative example elastic modelling quantity test result.Contrast finds, changing of embodiment 1-9 synthesis
The epoxy acrylic resin that property product processes compared to non-modified, the modified coating elastic modelling quantity data compounded out have bigger
Improve.
The above, the only present invention preferably detailed description of the invention, but protection scope of the present invention is not limited thereto,
Any those familiar with the art in the technical scope that the invention discloses, according to technical scheme and
Inventive concept equivalent or change in addition, all should contain within protection scope of the present invention.
Claims (10)
1. the synthetic method of a modified epoxy acrylate resin, it is characterised in that comprise the following steps:
(1) under inert gas shielding, reactor is preheated, is then sequentially added into anhydrides compound, polymerization inhibitor, hydroxy
Acid esters and catalyst one, heating, stir；
(2) in reaction system, add epoxy resin, and add catalyst two, add polymerization inhibitor, heated and stirred, survey epoxy
Value, filters, discharging, obtains product modification epoxy acrylic resin.
The synthetic method of a kind of modified epoxy acrylate resin the most according to claim 1, it is characterised in that step (1)
In, described noble gas is nitrogen；Described preheating temperature is 30-60 DEG C；Described heating-up temperature is 50-120 DEG C；During described stirring
Between be 1-12 hour.
The synthetic method of a kind of modified epoxy acrylate resin the most according to claim 1, it is characterised in that step (1)
In, described anhydrides compound is phthalic anhydride, maleic anhydride, glutaric anhydride or 2, at least in 3-naphthalene dicarboxylic acids acid anhydride
Kind；Described hydroxy acrylate is hydroxyethyl methylacrylate, 2-(Acryloyloxy)ethanol, Hydroxypropyl acrylate or hy-droxybutyl
In at least one.
The synthetic method of a kind of modified epoxy acrylate resin the most according to claim 1, it is characterised in that step (1)
In, the mol ratio of described anhydrides compound and described hydroxy acrylate is 1:0.8-2.
The synthetic method of a kind of modified epoxy acrylate resin the most according to claim 1, it is characterised in that step (1)
In, described catalyst one is at least one in DMA, triethanolamine or DMAP, and addition is
The 0.01%-5% of reactant gross mass.
The synthetic method of a kind of modified epoxy acrylate resin the most according to claim 1, it is characterised in that step (2)
In, described polymerization inhibitor is at least one in MEHQ, 2,6 ditertiary butyl p cresol, hydroquinone or copper sulfate,
Addition is the 0.01%-5% of reactant gross mass.
The synthetic method of a kind of modified epoxy acrylate resin the most according to claim 1, it is characterised in that step (2)
In, described whipping process detects the described epoxide number in solution, when described epoxide number≤0.5%, carries out described filtration.
The synthetic method of a kind of modified epoxy acrylate resin the most according to claim 1, it is characterised in that step (2)
In, described epoxy resin is bisphenol A type epoxy resin: in E06, E10, E12, E14, E20, E40, E42, E44 or E51 at least
A kind of；Described in described epoxy resin and step (1), the mol ratio of anhydrides compound is 1:1.5-5.
The synthetic method of a kind of modified epoxy acrylate resin the most according to claim 1, it is characterised in that step (2)
In, described catalyst two is dibutyl tin laurate, triphenylphosphine, N, institute in N diethyl benzylamine, triethanolamine or reactive amines
At least one stated, content is the 0.01%-5% of reactant gross mass.
The synthetic method of a kind of modified epoxy acrylate resin the most according to claim 1, it is characterised in that step (2)
In, described heating-up temperature is 50-120 DEG C；Described filter type is that heat-insulating pressurizing filters.
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN107799666A (en) * | 2017-11-10 | 2018-03-13 | 武汉华星光电半导体显示技术有限公司 | Encapsulating structure, method for packing and electronic device |
| CN108164686A (en) * | 2018-02-01 | 2018-06-15 | 江南大学 | A kind of modified epoxy acrylic ester, the solder resist containing the modified epoxy acrylic ester |
| US10991911B2 (en) | 2017-11-10 | 2021-04-27 | Wuhan China Star Optoelectronics Semiconductor Display Technology Co., Ltd. | Package structure, packaging method and electronic device |
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| CN103087294A (en) * | 2011-10-28 | 2013-05-08 | 安庆飞凯高分子材料有限公司 | Modified epoxy acrylic acid resin, preparation method and uses thereof |
| CN103342798A (en) * | 2013-07-16 | 2013-10-09 | 华东理工大学 | Synthesis method for low-viscosity high-temperature-resistant modified epoxy resin |
| CN104193622A (en) * | 2013-09-29 | 2014-12-10 | 安庆飞凯高分子材料有限公司 | Preparing method of nonylphenol polyoxyethylene ether acrylate |
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| CN102190789A (en) * | 2011-03-23 | 2011-09-21 | 安庆飞凯高分子材料有限公司 | Preparation method of polyurethane acrylate resin |
| CN103087294A (en) * | 2011-10-28 | 2013-05-08 | 安庆飞凯高分子材料有限公司 | Modified epoxy acrylic acid resin, preparation method and uses thereof |
| CN103342798A (en) * | 2013-07-16 | 2013-10-09 | 华东理工大学 | Synthesis method for low-viscosity high-temperature-resistant modified epoxy resin |
| CN104193622A (en) * | 2013-09-29 | 2014-12-10 | 安庆飞凯高分子材料有限公司 | Preparing method of nonylphenol polyoxyethylene ether acrylate |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107799666A (en) * | 2017-11-10 | 2018-03-13 | 武汉华星光电半导体显示技术有限公司 | Encapsulating structure, method for packing and electronic device |
| WO2019090978A1 (en) * | 2017-11-10 | 2019-05-16 | 武汉华星光电半导体显示技术有限公司 | Packaging structure, packaging method and electronic device |
| US10991911B2 (en) | 2017-11-10 | 2021-04-27 | Wuhan China Star Optoelectronics Semiconductor Display Technology Co., Ltd. | Package structure, packaging method and electronic device |
| CN108164686A (en) * | 2018-02-01 | 2018-06-15 | 江南大学 | A kind of modified epoxy acrylic ester, the solder resist containing the modified epoxy acrylic ester |
| CN108164686B (en) * | 2018-02-01 | 2020-01-21 | 江南大学 | Modified epoxy acrylate and solder resist containing same |
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