CN112442318A - Bio-based self-repairing photocureable coating and preparation method and application thereof - Google Patents
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Abstract
The invention provides a preparation method of a grease-based self-repairing photocureable coating, which comprises the following steps: 40-60 parts of epoxy vegetable oil-based acrylate, 20-50 parts of diluent, 1-4 parts of photoinitiator, 1-8 parts of polymerization inhibitor and 5-10 parts of catalyst. The grease-based self-repairing light-cured resin material prepared by the invention has no other solvent to participate in the reaction, is simple and quick to prepare, and is suitable for green industrial flow line production. The resulting coatings exhibit good self-healing properties. Can be widely applied to the coating fields of metal, woodware, plastics and the like.
Description
Technical Field
The invention belongs to the field of synthetic polymer materials, and particularly relates to a preparation method of a grease-based self-repairing light-cured resin material. The grease-based self-repairing photocureable coating prepared by the method can replace the traditional coating and is used in the coating protection fields of metal, woodware, plastics and the like.
Background
The thermosetting resin with the cross-linked network structure has good mechanical property after being cured, high thermal stability and good corrosion resistance, and is widely applied to the field of various high-performance materials. However, the crosslinked network of the thermosetting material is formed when being cured, and only cracks at high temperature, so that the form and the ratio of the thermoplastic material cannot be changed, the movement of the chain segment is greatly limited, and the ductility of the material is reduced.
In 2011, Leibler et al introduced reversible dynamic covalent bonds in epoxy cross-linked networks based on transesterification reactions. The system carries out rapid ester exchange reaction at high temperature, so that the cross-linking points are broken and recombined, the topological network structure of the material is changed, and the material has thermal plasticity on a macroscopic scale. This thermoset material, which has plastic properties under certain stimuli, is defined by Leibler as "Vitrimer". This material is also known as "glass-like polymer" because of its glass transition-like properties in a certain temperature range.
With the deepening of the green and sustainable concepts, the bio-based dynamic covalent bond polymer material attracts the wide attention all over the world. The substitution of biomass chemicals improves the recyclability of the materials and more importantly reduces the use of petrochemical resources from the source. As a renewable natural resource, the vegetable oil has rich sources and large yield. According to statistics, the global vegetable oil yield in 2019 reaches 20391 ten thousand tons. The vegetable oil fatty acid chain is rich in unsaturated double bonds, and can obtain epoxy groups through acid or enzyme catalysis. For example, soybean oil with oleic acid content as high as 76% can be used for obtaining Epoxidized Soybean Oil (ESO) with high functionality after catalytic epoxidation, so that the epoxy resin is widely applied to industry and is expected to replace bisphenol A epoxy resin materials depending on fossil resources.
Disclosure of Invention
The technical problem is as follows: the invention provides a preparation method of a grease-based self-repairing photocureable coating, which reduces the utilization of non-renewable resources by introducing a bio-based material; meanwhile, a covalent bond system is constructed to endow the photocureable coating with self-repairing property, so that the material is endowed with more functionality, and the additional value of the material is improved.
The technical scheme is as follows: the bio-based self-repairing photocureable coating is prepared from the following components in parts by weight:
40-60 parts of vegetable oil-based epoxy acrylate,
20-50 parts of a diluent, namely,
1-4 parts of a photoinitiator,
2-8 parts of a polymerization inhibitor,
5-10 parts of a catalyst.
The vegetable oil-based epoxy acrylate is at least one of epoxy soybean oil acrylate, epoxy rubber seed oil acrylate, epoxy tung oil acrylate, epoxy cottonseed oil acrylate, epoxy linseed oil acrylate and epoxy corn oil acrylate.
The diluent is at least one of methyl acrylate, hydroxypropyl methacrylate, hydroxyethyl acrylate, hydroxyethyl methacrylate, vinyl acetate, isobornyl acrylate, isobornyl methacrylate, pentaerythritol tetraacrylate and cyclohexyl acrylate.
The photoinitiator is at least one of benzoin dimethyl ether, chlorinated benzophenone, D1173 and methyl benzoylformate.
The polymerization inhibitor is at least one of hydroquinone, p-benzoquinone, p-methoxyphenol and p-tert-butylcatechol.
The catalyst is at least one of dibutyltin oxide, 4-dimethoxy pyridine, triethylamine trifluoromethanesulfonate, triphenylphosphine, N-butyl phthalate, tetraisopropyl ester, dicyclohexylcarbodiimide and N, N-dimethylbenzylamine.
The preparation method of the bio-based self-repairing photocureable coating comprises the following steps:
and sequentially adding epoxy vegetable oil-based acrylate, a diluent, a photoinitiator and a catalyst in a reaction container according to a ratio, and then stirring at room temperature to react fully to obtain transparent and uniform viscous resin, namely the grease-based self-repairing photocureable coating.
The bio-based self-repairing photocureable coating is applied to metal, woodware and plastics.
Has the advantages that: (1) the grease-based epoxy acrylate is rich in raw materials and simple and convenient to synthesize, and the reactive diluent increases the density of system functional groups, so that the grease-based self-repairing photocuring material shows repairability of different degrees.
(2) The synthesis method has simple process flow and high bio-based content, improves the reusability of the cross-linked polymer material to a great extent, and can be widely applied to the field of photocuring coatings.
Drawings
FIG. 1 is an infrared spectrum of soybean oil based epoxy acrylate
The specific implementation mode is as follows:
the technical solutions in the embodiments of the present invention are clearly and completely described below with reference to the specific contents of the present invention, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments of the present invention without making any creative effort, shall fall within the protection scope of the present invention.
The grease-based self-repairing photocureable coating is characterized by comprising the following components in parts by weight: the composition is prepared from the following components in parts by weight:
(1) 40-60 parts of vegetable oil-based epoxy acrylate,
(2) 20-50 parts of a diluent, namely,
(3) 1-4 parts of a photoinitiator,
(4) 2-8 parts of a polymerization inhibitor,
(5) 5-10 parts of a catalyst.
Preferably, the (1) vegetable oil-based epoxy acrylate is at least one of epoxy soybean oil acrylate, epoxy rubber seed oil acrylate, epoxy tung oil acrylate, epoxy cottonseed oil acrylate, epoxy linseed oil acrylate and epoxy corn oil acrylate. Wherein the epoxy vegetable oil acrylate is synthesized by epoxy cottonseed oil, epoxy rubber seed oil, epoxy soybean oil, epoxy tung oil, epoxy castor oil, epoxy linseed oil, epoxy corn oil, acrylic acid, polymerization inhibitor and catalyst.
Preferably, the (2) diluent is at least one of methyl acrylate, hydroxypropyl methacrylate, hydroxyethyl acrylate, hydroxyethyl methacrylate, vinyl acetate, isobornyl acrylate, isobornyl methacrylate, pentaerythritol tetraacrylate and cyclohexyl acrylate.
Preferably, the (3) photoinitiator is at least one of benzoin dimethyl ether, chlorinated benzophenone, D1173 and methyl benzoylformate.
Preferably, the polymerization inhibitor (4) is at least one of hydroquinone, p-benzoquinone, p-methoxyphenol and p-tert-butylcatechol.
Preferably, the catalyst (5) is at least one of zinc acetylacetonate, 1,5, 7-triazabicyclo [4.4.0] dec-5-ene, tetrabutyl phthalate, dibutoxybis (ethyl acetoacetate) titanate, dibutyltin oxide, 4-dimethoxypyridine, triethylamine trifluoromethanesulfonate, triphenylphosphine, N-butyl phthalate, tetraisopropyl phthalate, dicyclohexylcarbodiimide, and N, N-dimethylbenzylamine.
Example 1
(1) Firstly, synthesizing epoxidized vegetable oil: the weight ratio is as follows: weighing 40 parts of soybean oil, 5 parts of formic acid and 50 parts of toluene, stirring and preheating for 30min at 50 ℃; and (3) dropwise adding a blending solution of 50 parts of hydrogen peroxide and 3 parts of concentrated sulfuric acid, heating to 70 ℃, and reacting for 5 hours to obtain the self-made epoxidized soybean oil.
(2) Epoxy soybean oil acrylate: the weight portions of the components are as follows: 60 parts of epoxidized soybean oil, 20 parts of acrylic acid, 3 parts of polymerization inhibitor hydroquinone and 2 parts of catalyst dibutyltin oxide are weighed, stirred at 50 ℃ for 30min and reacted at 100 ℃ for 4h to obtain the epoxidized soybean oil acrylate.
(3) And (2) stirring and blending 40 parts of the epoxy soybean oil acrylate, 20 parts of diluent methyl acrylate, 5 parts of catalyst zinc acetylacetonate and 1 part of free radical photoinitiator benzoin dimethyl ether at room temperature for at least 30min, standing at 50 ℃ for at least 1h for defoaming, and thus obtaining the grease-based self-repairing photocuring polyester coating.
Example 2
(1) Firstly, synthesizing epoxidized vegetable oil: the weight ratio is as follows: weighing 45 parts of rubber seed oil, 5 parts of formic acid and 50 parts of toluene, stirring and preheating for 30min at 50 ℃; and (3) dropwise adding a blending solution of 50 parts of hydrogen peroxide and 3 parts of concentrated sulfuric acid, heating to 70 ℃, and reacting for 6 hours to obtain the self-made epoxidized rubber seed oil.
(2) Synthesizing epoxy rubber seed oil acrylate: the weight portions of the components are as follows: 60 parts of epoxy rubber seed oil, 20 parts of acrylic acid, 3 parts of polymerization inhibitor p-benzoquinone and 2 parts of catalyst triethylamine are weighed, stirred at 50 ℃ for 30min and reacted at 100 ℃ for 4h to obtain the epoxy rubber seed oil acrylate.
(3) And stirring and blending 50 parts of the epoxy rubber seed oil acrylate, 20 parts of diluent hydroxypropyl acrylate, 6 parts of ester exchange catalyst zinc acetylacetonate and 2 parts of free radical photoinitiator chlorinated benzophenone for at least 30min at room temperature, standing at 50 ℃ for at least 1h for defoaming, and thus obtaining the grease-based self-repairing photocuring polyester coating.
Example 3
(1) Firstly, synthesizing epoxidized vegetable oil: the weight ratio is as follows: weighing 50 parts of tung oil, 5 parts of formic acid and 50 parts of toluene, stirring and preheating for 30min at 50 ℃; and (3) dropwise adding a blending solution of 50 parts of hydrogen peroxide and 3 parts of concentrated sulfuric acid, heating to 70 ℃, and reacting for 6 hours to obtain the self-made epoxidized tung oil.
(2) Synthesizing epoxy tung oil acrylate: the weight portions of the components are as follows: 60 parts of epoxy tung oil, 20 parts of acrylic acid, 3 parts of polymerization inhibitor p-methoxyphenol and 2 parts of catalyst triphenylphosphine are weighed, stirred at 110 ℃ for 30min and reacted at 100 ℃ for 4h to obtain the epoxy tung oil acrylate.
(3) 60 parts of epoxy tung oil acrylate, 20 parts of diluent hydroxypropyl methacrylate, 7 parts of ester exchange catalyst 1,5, 7-triazabicyclo [4.4.0] dec-5-ene and 3 parts of free radical photoinitiator D1173 are stirred and blended for at least 30min at room temperature, and the mixture is kept stand at 50 ℃ for at least 1h for defoaming to obtain the grease-based self-repairing photocuring polyester coating.
Example 4
(1) Firstly, synthesizing epoxidized vegetable oil: the weight ratio is as follows: weighing 35 parts of cottonseed oil, 5 parts of formic acid and 50 parts of toluene, stirring and preheating for 30min at 50 ℃; and (3) dropwise adding a blending solution of 50 parts of hydrogen peroxide and 3 parts of concentrated sulfuric acid, and heating to 70 ℃ to react for 7 hours to obtain the home-made epoxidized cottonseed oil.
(2) Synthesis of epoxy cottonseed oil acrylate: the weight portions of the components are as follows: 60 parts of epoxy cottonseed oil, 20 parts of acrylic acid, 3 parts of polymerization inhibitor p-tert-butyl catechol and 2 parts of catalyst n-butyl phthalate are weighed, stirred at 50 ℃ for 30min and reacted at 110 ℃ for 4h to obtain epoxy cottonseed oil acrylate.
(3) And (2) stirring and blending 40 parts of epoxy cottonseed oil gadoleic acid ester, 30 parts of diluent hydroxyethyl acrylate, 8 parts of ester exchange catalyst tetrabutyl phthalate and 1 part of free radical type photoinitiator methyl benzoylformate at room temperature for at least 30min, and standing at 50 ℃ for at least 1h for defoaming to obtain the grease-based self-repairing photocuring polyester coating.
Example 5
(1) Firstly, synthesizing epoxidized vegetable oil: the weight ratio is as follows: weighing 50 parts of linseed oil, 5 parts of formic acid and 50 parts of toluene, stirring and preheating at 50 ℃ for 30 min; and (3) dropwise adding a blending solution of 50 parts of hydrogen peroxide and 3 parts of concentrated sulfuric acid, heating to 70 ℃, and reacting for 7 hours to obtain the self-made epoxidized linseed oil.
(2) Synthesizing epoxy linseed oil acrylate: the weight portions of the components are as follows: 60 parts of epoxy linseed oil, 20 parts of acrylic acid, 3 parts of polymerization inhibitor p-methoxyphenol and 2 parts of catalyst tetraisopropyl ester are weighed, stirred at 50 ℃ for 30min and reacted at 110 ℃ for 4h to obtain epoxy linseed oil acrylate.
(3) 50 parts of the epoxy linseed oil acrylate, 30 parts of diluent hydroxyethyl methacrylate, 9 parts of ester exchange catalyst dibutoxybis (acetoacetate) phthalate and 2 parts of free radical type photoinitiator benzoin dimethyl ether are stirred and blended for at least 30min at room temperature, and the mixture is kept stand for at least 1h at 50 ℃ for defoaming, so that the grease-based self-repairing photocuring polyester coating is obtained.
Example 6
(1) Firstly, synthesizing epoxidized vegetable oil: the weight ratio is as follows: weighing 55 parts of corn oil, 5 parts of formic acid and 50 parts of toluene, stirring and preheating at 50 ℃ for 30 min; and (3) dropwise adding a mixed solution of 50 parts of hydrogen peroxide and 3 parts of concentrated sulfuric acid, and heating to 70 ℃ to react for 7 hours to obtain the self-made epoxidized corn oil.
(2) Synthesizing epoxy corn oil acrylate: the weight portions of the components are as follows: 60 parts of epoxy corn oil, 20 parts of acrylic acid, 3 parts of polymerization inhibitor p-methoxyphenol and 2 parts of catalyst N, N dimethylbenzylamine are weighed and stirred at 50 ℃ for 30min, and then reacted at 110 ℃ for 4h to obtain the epoxy corn oil acrylate.
(3) 60 parts of epoxy corn oil acrylate, 40 parts of diluent vinyl acetate, 10 parts of ester exchange catalyst zinc acetylacetonate and 3 parts of free radical photoinitiator benzoin dimethyl ether are stirred and blended for at least 30min at room temperature, and are kept stand for at least 1h at 50 ℃ for defoaming, so that the grease-based self-repairing photocuring polyester coating is obtained.
Example 7
(1) Firstly, synthesizing epoxidized vegetable oil: the weight ratio is as follows: weighing 40 parts of soybean oil, 5 parts of formic acid and 50 parts of toluene, stirring and preheating for 30min at 50 ℃; and (3) dropwise adding a blending solution of 50 parts of hydrogen peroxide and 3 parts of concentrated sulfuric acid, heating to 70 ℃, and reacting for 5 hours to obtain the self-made epoxidized soybean oil.
(2) Synthesizing epoxy soybean oil acrylate: the weight portions of the components are as follows: weighing 80 parts of epoxidized soybean oil, 40 parts of acrylic acid, 8 parts of polymerization inhibitor p-methoxyphenol and 2 parts of catalyst N, N dimethylbenzylamine, stirring at 50 ℃ for 30min, and reacting at 110 ℃ for 4h to obtain the epoxidized soybean oil acrylate.
(3) And (2) stirring and blending 40 parts of the epoxy soybean oil acrylate, 50 parts of isobornyl acrylate serving as a diluent, 5 parts of zinc acetylacetonate serving as an ester exchange catalyst and 1 part of benzoin dimethyl ether serving as a free radical photoinitiator for at least 30min at room temperature, and standing at 50 ℃ for at least 1h for defoaming to obtain the grease-based self-repairing unsaturated polyester coating.
Example 8
(1) Firstly, synthesizing epoxidized vegetable oil: the weight ratio is as follows: weighing 40 parts of soybean oil, 5 parts of formic acid and 50 parts of toluene, stirring and preheating for 30min at 50 ℃; and (3) dropwise adding a blending solution of 50 parts of hydrogen peroxide and 3 parts of concentrated sulfuric acid, heating to 70 ℃, and reacting for 5 hours to obtain the self-made epoxidized soybean oil.
(2) Synthesizing epoxy soybean oil acrylate: the weight portions of the components are as follows: 60 parts of epoxy soybean, 20 parts of acrylic acid, 3 parts of polymerization inhibitor p-methoxyphenol and 2 parts of catalyst N, N dimethylbenzylamine are weighed and stirred at 50 ℃ for 30min, and then reacted at 110 ℃ for 4h to obtain the epoxy soybean oil acrylate.
(2) And (2) stirring and blending 50 parts of the epoxidized soybean oil acrylate, 50 parts of diluent cyclohexyl acrylate, 7 parts of ester exchange catalyst zinc acetylacetonate and 1 part of free radical photoinitiator benzoin dimethyl ether at room temperature for at least 30min, and standing at 50 ℃ for at least 1h for defoaming to obtain the bio-based self-repairing unsaturated polyester coating.
Examples 9 to 16
30g of the resin of the embodiment 1-8 is weighed, poured into a self-made polytetrafluoroethylene mold or coated on a tinplate, and subjected to UV curing to form a film. The performance of the coating film is as follows: the adhesion of the coating film is tested according to the method of GB/T9286-1998, the best grade 1 and the worst grade 7; testing the flexibility of the coating film according to the method of GB/T1731-93, wherein the minimum diameter of the shaft rod is 2mm, and the smaller the diameter of the shaft rod is, the better the flexibility is; the hardness of the paint film is measured according to GB/T6739-2006, 6H, 5H, 4H, 3H, 2H, H, HB, B, 2B, 3B, 4B, 5B, 6B, wherein 6H is the hardest and 6B is the softest; and under a polarizing microscope, measuring the repair rate according to the healing width of the scratch. The test results of each example are shown in Table 1.
TABLE 1 Main coating Performance index of examples 1-8 resin samples
Compared with the above embodiments, the embodiments show certain high-temperature self-repairing performance, the coating film has excellent performance, and can be used as protective coatings made of different materials.
The above examples are only for illustrating the technical idea and features of the present invention, and the purpose of the present invention is to enable those skilled in the art to understand the content of the present invention and implement the present invention, and not to limit the protection scope of the present invention. All equivalent changes and modifications made according to the spirit of the present invention should be covered within the protection scope of the present invention.
Claims (8)
1. A bio-based self-repairing photocureable coating is characterized in that: the composition is prepared from the following components in parts by weight:
40-60 parts of vegetable oil-based epoxy acrylate,
20-50 parts of a diluent, namely,
1-4 parts of a photoinitiator,
2-8 parts of a polymerization inhibitor,
5-10 parts of a catalyst.
2. The bio-based self-repairing photocurable coating according to claim 1, wherein the vegetable oil-based epoxy acrylate is at least one of epoxy soybean oil acrylate, epoxy rubber seed oil acrylate, epoxy tung oil acrylate, epoxy cottonseed oil acrylate, epoxy linseed oil acrylate and epoxy corn oil acrylate.
3. The biobased self-repairing photocurable coating according to claim 1, wherein the diluent is at least one of methyl acrylate, hydroxypropyl methacrylate, hydroxyethyl acrylate, hydroxyethyl methacrylate, vinyl acetate, isobornyl acrylate, isobornyl methacrylate, pentaerythritol tetraacrylate, and cyclohexyl acrylate.
4. The bio-based self-repairing photocurable coating according to claim 1, wherein the photoinitiator is at least one of benzoin dimethyl ether, benzophenone chloride, D1173 and methyl benzoylformate.
5. The bio-based self-repairing photocurable coating according to claim 1, wherein the polymerization inhibitor is at least one of hydroquinone, p-benzoquinone, p-methoxyphenol, and p-tert-butylcatechol.
6. The bio-based self-repairing photocurable coating as recited in claim 1, wherein said catalyst is at least one of dibutyltin oxide, 4-dimethoxypyridine, triethylamine trifluoromethanesulfonate, triphenylphosphine, N-butyl phthalate, tetraisopropyl phthalate, dicyclohexylcarbodiimide, and N, N-dimethylbenzylamine.
7. The preparation method of the bio-based self-repairing photocureable coating as recited in any one of claims 1 to 6, which is characterized by comprising the following steps:
and sequentially adding epoxy vegetable oil-based acrylate, a diluent, a photoinitiator and a catalyst in a reaction container according to a ratio, and then stirring at room temperature to react fully to obtain transparent and uniform viscous resin, namely the grease-based self-repairing photocureable coating.
8. Use of the biobased self-healing photocurable coating of claim 1 in metals, wood and plastics.
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Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113402981A (en) * | 2021-06-23 | 2021-09-17 | 中国林业科学研究院林产化学工业研究所 | Photocuring material and preparation method and application thereof |
| CN113416284A (en) * | 2021-05-25 | 2021-09-21 | 华南农业大学 | Vegetable oil-based halogen-free flame-retardant epoxy acrylate and preparation method and application thereof |
| CN113416610A (en) * | 2021-06-18 | 2021-09-21 | 中国林业科学研究院林产化学工业研究所 | Light-cured resin based on vegetable oil and itaconic acid and preparation method and application thereof |
| CN113461847A (en) * | 2021-07-13 | 2021-10-01 | 中国林业科学研究院林产化学工业研究所 | Light-cured resin based on epoxy vegetable oil and gallic acid and preparation method and application thereof |
| CN113786520A (en) * | 2021-10-11 | 2021-12-14 | 浙江海圣医疗器械股份有限公司 | Preparation method of high-durability hydrophilic coating |
| CN113908345A (en) * | 2021-10-11 | 2022-01-11 | 浙江海圣医疗器械股份有限公司 | Preparation method of super-smooth hydrophilic coating |
| CN115746226A (en) * | 2022-11-21 | 2023-03-07 | 华南农业大学 | Plant oil-based ultraviolet curing resin oligomer, preparation method thereof and ultraviolet curing composition |
| CN116376438A (en) * | 2023-02-28 | 2023-07-04 | 滁州金桥德克新材料有限公司 | UV (ultraviolet) curing coating composition applied to galvanized sheet |
Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20130131043A (en) * | 2012-05-23 | 2013-12-03 | 주식회사 엘지화학 | Uv curable coating composition having self-healing property, coating film, and preparation method of coating film |
| CN104312233A (en) * | 2014-09-28 | 2015-01-28 | 上海维凯光电新材料有限公司 | Scratch-resistant wear-resistant self-repairing brightness-enhancing film coating composition |
| CN106752738A (en) * | 2016-11-22 | 2017-05-31 | 北京工商大学 | A kind of biodegradable ultraviolet cured gloss oil and preparation method thereof |
| CN109554107A (en) * | 2018-11-27 | 2019-04-02 | 深圳市高域化学材料有限公司 | A kind of UV light-cured type elasticity self-healing coatings |
| CN110396176A (en) * | 2019-07-31 | 2019-11-01 | 中国林业科学研究院林产化学工业研究所 | Vegetable oil-based epoxy acrylate resin and preparation method and application thereof |
| CN110627961A (en) * | 2019-10-29 | 2019-12-31 | 安徽工业大学 | Preparation method of photocuring resin integrated with hydrogen bonds and dynamic covalent bonds |
| CN111154071A (en) * | 2019-12-30 | 2020-05-15 | 华南农业大学 | Multifunctional epoxy vegetable oil-based UV curing prepolymer and preparation method and application thereof |
-
2020
- 2020-11-24 CN CN202011328126.3A patent/CN112442318A/en active Pending
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20130131043A (en) * | 2012-05-23 | 2013-12-03 | 주식회사 엘지화학 | Uv curable coating composition having self-healing property, coating film, and preparation method of coating film |
| CN104312233A (en) * | 2014-09-28 | 2015-01-28 | 上海维凯光电新材料有限公司 | Scratch-resistant wear-resistant self-repairing brightness-enhancing film coating composition |
| CN106752738A (en) * | 2016-11-22 | 2017-05-31 | 北京工商大学 | A kind of biodegradable ultraviolet cured gloss oil and preparation method thereof |
| CN109554107A (en) * | 2018-11-27 | 2019-04-02 | 深圳市高域化学材料有限公司 | A kind of UV light-cured type elasticity self-healing coatings |
| CN110396176A (en) * | 2019-07-31 | 2019-11-01 | 中国林业科学研究院林产化学工业研究所 | Vegetable oil-based epoxy acrylate resin and preparation method and application thereof |
| CN110627961A (en) * | 2019-10-29 | 2019-12-31 | 安徽工业大学 | Preparation method of photocuring resin integrated with hydrogen bonds and dynamic covalent bonds |
| CN111154071A (en) * | 2019-12-30 | 2020-05-15 | 华南农业大学 | Multifunctional epoxy vegetable oil-based UV curing prepolymer and preparation method and application thereof |
Non-Patent Citations (4)
| Title |
|---|
| 王婷等: "天然绿色环氧大豆油丙烯酸树脂的合成及性能研究", 《涂料工业》 * |
| 王欣等: "环氧大豆油丙烯酸酯光固化保护材料的合成", 《化学与生物工程》 * |
| 赵梦婷等: "多双键丙烯酸化环氧大豆油的制备与表征", 《胶体与聚合物》 * |
| 高慧芝等: "紫外光固化大豆油基丙烯酸树脂的制备与性能研究", 《化学反应工程与工艺》 * |
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
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