CN113717605A - Hardening wear-resistant acrylic coating and preparation method and application thereof - Google Patents
Hardening wear-resistant acrylic coating and preparation method and application thereof Download PDFInfo
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- CN113717605A CN113717605A CN202110979025.0A CN202110979025A CN113717605A CN 113717605 A CN113717605 A CN 113717605A CN 202110979025 A CN202110979025 A CN 202110979025A CN 113717605 A CN113717605 A CN 113717605A
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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
- C09D143/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing boron, silicon, phosphorus, selenium, tellurium, or a metal; Coating compositions based on derivatives of such polymers
- C09D143/04—Homopolymers or copolymers of monomers containing silicon
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/14—Methyl esters, e.g. methyl (meth)acrylate
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
- C08F220/32—Esters containing oxygen in addition to the carboxy oxygen containing epoxy radicals
- C08F220/325—Esters containing oxygen in addition to the carboxy oxygen containing epoxy radicals containing glycidyl radical, e.g. glycidyl (meth)acrylate
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
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Abstract
The invention provides a hardening wear-resistant acrylic coating and a preparation method and application thereof, wherein GMA, glycol amine, DMF and MAA are taken to be put in a flask and stirred to obtain a solution A; placing BA and KH-570 in a flask, and adding an appropriate amount of AIBN to obtain a solution B; adding the solution A into the solution B, and adding HEMA, AMPS and a proper amount of AIBN to obtain the coating. The coating prepared by the invention has the advantages of wear resistance, good antifogging property, high hardness and great economic value.
Description
Technical Field
The invention relates to the technical field of acrylic coatings, in particular to a hardening wear-resistant acrylic coating and a preparation method and application thereof.
Background
Polycarbonate PC is a white pellet that can be processed into a variety of transparent substrates. PC is one of five major engineering plastics occupying a large optical market due to its excellent optical properties. In addition, the PC has many advantages: such as high impact strength, good fatigue resistance and weather resistance, high transparency, low shrinkage, stable size, no smell and harm, sanitation and safety. Therefore, the optical fiber is widely applied to life experiments and manufactured into various specific optical products, such as some astronauts protection products. Meanwhile, PC also has the problems of low applicable temperature, no wear resistance, easy surface fogging and the like. The presence of these defects can lead to safety hazards, such as fogging of the glasses obscuring the user's view; the atomization of the rearview mirror and the windshield of vehicles such as automobiles can cause traffic accidents; the sight line can also be affected when the glasses or the rearview mirror or the windshield of the vehicle are scratched. Thus, the problems of fogging and abrasion of transparent optical materials limit their wide-spread practical applications.
Therefore, the invention provides a hardening wear-resistant acrylic coating and a preparation method thereof,
disclosure of Invention
In order to solve the problems, the invention aims to provide a hardening wear-resistant acrylic coating and a preparation method and application thereof, wherein ethylene diamine and 2-acrylamide-2-methylpropanesulfonic acid react to generate epoxy groups in quaternary ammonium sulfonate and hydroxyethyl methacrylate, so that the coating is endowed with good mechanical properties and antifogging effect.
The specific technical scheme is as follows: :
a preparation method of a hardening wear-resistant acrylic coating comprises the following raw materials in parts by weight:
glycidyl methacrylate GMA2-5 parts, glycol amine 1-2 parts, N-dimethylformamide DMF 15-20 parts, methyl methacrylate MAA 4-6 parts, butyl acrylate BA2-3 parts, gamma-methacryloxypropyltrimethoxysilane KH-5703-5 parts, azobisisobutyronitrile AIBN 0.02-0.06 part, hydroxyethyl methacrylate HEMA 1-2 parts, and 2-acrylamide-2-methylpropanesulfonic acid AMPS1-3 parts.
The preparation method comprises the following steps:
(1) placing GMA, glycol amine, DMF and MAA in a flask, and stirring to obtain a solution A;
(2) placing BA and KH-570 in a flask, and adding an appropriate amount of AIBN to obtain a solution B;
(3) adding the solution A into the solution B, and adding HEMA, AMPS and a proper amount of AIBN to obtain the coating.
Preferably, the raw materials are used in the following amount: glycidyl methacrylate GMA3 parts, glycol amine 1 part, N-dimethylformamide DMF15 parts, methyl methacrylate MAA5 parts, butyl acrylate BA2 parts, gamma-methacryloxypropyltrimethoxysilane KH-5703 parts, azobisisobutyronitrile AIBN 0.04 parts, hydroxyethyl methacrylate HEMA 1 part and 2-acrylamide-2-methylpropanesulfonic acid AMPS2 parts;
preferably, in the step (1), GMA and glycol amine are added firstly, and then DMF and MAA are added;
keeping the temperature at 50 ℃ for 3h after adding GMA and glycol amine;
DMF and MAA were added and heated at 60 ℃ for 1h with stirring.
Preferably, in the step (2), after adding BA, KH-570 and AIBN, keeping for 2 hours until the reaction is completed;
preferably, nitrogen is required to be introduced during the step (3);
in the step (3), the solution A, B needs to be kept at the constant temperature of 80 ℃ for 2 hours before being mixed;
and (4) after all the raw materials are added in the step (3), keeping for 2 hours.
The invention has the beneficial effects that:
by selecting ethylenediamine, 2-acrylamide-2-methylpropanesulfonic acid and hydroxyethyl methacrylate as raw materials, quaternary ammonium sulfonate and epoxy group are introduced into the coating, so that the coating has good mechanical property and antifogging effect. In addition, the invention has simple preparation and no use of harmful solvent, thereby having good application prospect.
Detailed Description
The present disclosure may be more readily understood, but is not limited to, the following detailed description in conjunction with the accompanying drawings:
comparative example 1
(1) Adding DMF and MAA into a flask (2) containing glycidyl methacrylate GMA0 parts, glycol amine 0 part, N-dimethylformamide DMF15 parts, methyl methacrylate MAA4 parts, butyl acrylate BA2 parts, gamma-methacryloxypropyltrimethoxysilane KH-5703 parts, azobisisobutyronitrile AIBN 0.02 parts, hydroxyethyl methacrylate HEMA 1 part and 2-acrylamido-2-methylpropanesulfonic acid AMPS0 parts, heating to 60 ℃ for 1h, and stirring to obtain a solution A; (3) putting BA and KH-570 into a flask, introducing nitrogen, adding 0.02 part of AIBN, and reacting for two hours to obtain a solution B; (4) the solution A, B was heated to 80 ℃ and held at a constant temperature for 2 hours, and then the solution A was added to the solution B, and HEMA and 0.02 part of AIBN were added to obtain a coating material.
Example 1
(1) Glycidyl methacrylate GMA2 parts, glycol amine 1 part, N-dimethylformamide DMF15 parts, methyl methacrylate MAA4 parts, butyl acrylate BA2 parts, gamma-methacryloxypropyltrimethoxysilane KH-5703 parts, azobisisobutyronitrile AIBN 0.02 part, hydroxyethyl methacrylate HEMA 1 part and 2-acrylamido-2-methylpropanesulfonic acid AMPS2 parts, wherein (2) GMA and glycol amine are taken and heated to 50 ℃ in a flask for 3 hours and stirred, and DMF and MAA are added, heated to 60 ℃ for 1 hour and stirred to obtain solution A; (3) putting BA and KH-570 into a flask, introducing nitrogen, adding 0.02 part of AIBN, and reacting for two hours to obtain a solution B; (4) heating the solution A, B to 80 ℃ and keeping the temperature for 2h, adding the solution A into the solution B, and adding HEMA, AMPS and 0.02 part of AIBN to obtain the coating.
Example 2
(1) Glycidyl methacrylate GMA3 parts, glycol amine 1 part, N-dimethylformamide DMF15 parts, methyl methacrylate MAA4 parts, butyl acrylate BA2 parts, gamma-methacryloxypropyltrimethoxysilane KH-5703 parts, azobisisobutyronitrile AIBN 0.02 part, hydroxyethyl methacrylate HEMA 1 part and 2-acrylamido-2-methylpropanesulfonic acid AMPS2 parts, wherein (2) GMA and glycol amine are taken and heated to 50 ℃ in a flask for 3 hours and stirred, and DMF and MAA are added, heated to 60 ℃ for 1 hour and stirred to obtain solution A; (3) putting BA and KH-570 into a flask, introducing nitrogen, adding 0.02 part of AIBN, and reacting for two hours to obtain a solution B; (4) heating the solution A, B to 80 ℃ and keeping the temperature for 2h, adding the solution A into the solution B, and adding HEMA, AMPS and 0.02 part of AIBN to obtain the coating.
Example 3
(1) Glycidyl methacrylate GMA5 parts, glycol amine 1 part, N-dimethylformamide DMF15 parts, methyl methacrylate MAA4 parts, butyl acrylate BA2 parts, gamma-methacryloxypropyltrimethoxysilane KH-5703 parts, azobisisobutyronitrile AIBN 0.02 part, hydroxyethyl methacrylate HEMA 1 part and 2-acrylamido-2-methylpropanesulfonic acid AMPS2 parts, wherein (2) GMA and glycol amine are taken and heated to 50 ℃ in a flask for 3 hours and stirred, and DMF and MAA are added, heated to 60 ℃ for 1 hour and stirred to obtain solution A; (3) putting BA and KH-570 into a flask, introducing nitrogen, adding 0.02 part of AIBN, and reacting for two hours to obtain a solution B; (4) heating the solution A, B to 80 ℃ and keeping the temperature for 2h, adding the solution A into the solution B, and adding HEMA, AMPS and 0.02 part of AIBN to obtain the coating.
Example 4
(1) 5 parts of glycidyl methacrylate GMA, 1 part of glycol amine, N-dimethylformamide DMF15 parts, 4 parts of methyl methacrylate MAA, 3 parts of butyl acrylate BA, KH-5703 parts of gamma-methacryloxypropyltrimethoxysilane, 0.02 part of azobisisobutyronitrile AIBN, 1 part of hydroxyethyl methacrylate HEMA and 2 parts of 2-acrylamido-2-methylpropanesulfonic acid AMPS (2) heating GMA and glycol amine to 50 ℃ in a flask, keeping the temperature for 3 hours and stirring, adding DMF and MAA, heating to 60 ℃ and heating for 1 hour, and stirring to obtain a solution A; (3) putting BA and KH-570 into a flask, introducing nitrogen, adding 0.02 part of AIBN, and reacting for two hours to obtain a solution B; (4) heating the solution A, B to 80 ℃ and keeping the temperature for 2h, adding the solution A into the solution B, and adding HEMA, AMPS and 0.02 part of AIBN to obtain the coating.
Example 5
(1) 5 parts of glycidyl methacrylate GMA, 1 part of glycol amine, N-dimethylformamide DMF15 parts, 6 parts of methyl methacrylate MAA, 2 parts of butyl acrylate BA, KH-5703 parts of gamma-methacryloxypropyltrimethoxysilane, 0.02 part of azobisisobutyronitrile AIBN, 1 part of hydroxyethyl methacrylate HEMA and 2 parts of 2-acrylamido-2-methylpropanesulfonic acid AMPS (2) heating GMA and glycol amine to 50 ℃ in a flask, keeping the temperature for 3 hours and stirring, adding DMF and MAA, heating to 60 ℃ and heating for 1 hour, and stirring to obtain a solution A; (3) putting BA and KH-570 into a flask, introducing nitrogen, adding 0.02 part of AIBN, and reacting for two hours to obtain a solution B; (4) heating the solution A, B to 80 ℃ and keeping the temperature for 2h, adding the solution A into the solution B, and adding HEMA, AMPS and 0.02 part of AIBN to obtain the coating.
Example 6
(1) 5 parts of glycidyl methacrylate GMA, 1 part of glycol amine, N-dimethylformamide DMF15 parts, 6 parts of methyl methacrylate MAA, 2 parts of butyl acrylate BA, KH-5703 parts of gamma-methacryloxypropyltrimethoxysilane, 0.02 part of azobisisobutyronitrile AIBN, 1 part of hydroxyethyl methacrylate HEMA and 2 parts of 2-acrylamido-2-methylpropanesulfonic acid AMPS (2), heating GMA and glycol amine to 50 ℃ in a flask for 3 hours and stirring, adding DMF and MAA, heating to 60 ℃ for 1 hour, and stirring to obtain a solution A; (3) putting BA and KH-570 into a flask, introducing nitrogen, adding 0.02 part of AIBN, and reacting for two hours to obtain a solution B; (4) heating the solution A, B to 80 ℃ and keeping the temperature for 2h, adding the solution A into the solution B, and adding HEMA, AMPS and 0.06 part of AIBN to obtain the coating.
Result detection
1. Antifogging property test
And (3) putting the PC sample coated with the coating and the untreated PC board sample into a low-temperature test refrigerator, taking out the sample after the temperature is reduced to a specified temperature, placing the sample in a room temperature environment at 25 ℃, and observing the fogging condition after 5 hours. The fog is divided into 5 grades according to the fog condition: clear, fuzzy and fuzzy.
2. Abrasion resistance test
The paint-coated PC samples and the untreated PC board samples were subjected to coefficient of friction measurements in accordance with ASTM D4060.
3. Hardness test
According to the regulation of GB/T6739-1996, a set of Chinese high-grade drawing pencils with 13 grades of hardness of 6H, 5H, 4H, 3H, 2H, HB, B, 2B, 3B, 4B, 5B and 6B respectively is selected, wherein 6H is the hardest and 6B is the softest. In the test, the prepared paint was coated with an aluminum plate treated with a standard size of 50mm × 100mm × 0.25mm, and a pencil having different hardness was scratched on the coating film at a propelling speed of 1cm/s using a 500g weight as a load, wherein the pencil hardness of the coating film without being scratched represents the pencil hardness of the paint.
Test results
TABLE 1 test data for various examples
From the test results of the comparative example, PC board and examples, the coating prepared by modifying acrylic acid through the reaction of ethylenediamine and 2-acrylamido-2-methylpropanesulfonic acid to generate quaternary ammonium sulfonate and epoxy group in hydroxyethyl methacrylate has good wear resistance, antifogging property and mechanical property.
From examples 1, 2 and 3, as the content of GMA is increased, the epoxy group is increased, and the performances of the coating are improved; when GMA is used in an amount of 5 parts, the excessive epoxy makes the coating brittle and the respective properties are deteriorated
Example 4 BA is a soft monomer, the content of which increases to give coatings with a reduced soft abrasion resistance and hardness
Example 5 MAA is a hard monomer, the content of which is so great that the coating becomes hard and wear resistant
Example 6, the catalyst AIBN was excessive, the polymerization process was severe, the difference in molecular weight was large, and the product was not uniform, so that the respective properties were deteriorated.
Claims (10)
1. The preparation method of the hardening wear-resistant acrylic coating is characterized by comprising the following steps:
(1) taking glycidyl methacrylate GMA, glycol amine, N-dimethyl formamide DMF and methyl methacrylate MAA in a flask, and stirring to obtain a solution A;
(2) putting butyl acrylate BA and gamma-methacryloxypropyltrimethoxysilane KH-570 into a flask, and adding a proper amount of azodiisobutyronitrile AIBN to obtain a solution B;
(3) and adding the solution A into the solution B, and then adding hydroxyethyl methacrylate HEMA, 2-acrylamide-2-methylpropanesulfonic acid AMPS and a proper amount of azodiisobutyronitrile AIBN to obtain the hardening wear-resistant acrylic coating.
2. The preparation method of the hardening wear-resistant acrylic coating according to claim 1, wherein the raw materials are used in parts by weight: glycidyl methacrylate GMA2-5 parts, glycol amine 1-2 parts, N-dimethylformamide DMF 15-20 parts, methyl methacrylate MAA 4-6 parts, butyl acrylate BA2-3 parts, gamma-methacryloxypropyltrimethoxysilane KH-5703-5 parts, azobisisobutyronitrile AIBN 0.02-0.06 part, hydroxyethyl methacrylate HEMA 1-2 parts, and 2-acrylamide-2-methylpropanesulfonic acid AMPS1-3 parts.
3. The method for preparing a hardening and wear-resistant acrylic paint according to claim 1, wherein in the step (1), GMA and glycol amine are added, and DMF and MAA are added.
4. The method for preparing a hard and wear resistant acrylic coating according to claim 3, wherein GMA and glycol amine are added and heated to 50 ℃ for 3 hours.
5. The method for preparing the hardening and wear-resisting acrylic paint as claimed in claim 3, wherein DMF and MAA are added, and then the mixture is heated to 60 ℃ for 1 hour and stirred.
6. The method for preparing a hard and abrasion resistant acrylic paint as claimed in claim 1, wherein in the step (2), after adding BA, KH-570 and AIBN, the reaction is kept for 2 hours to wait for completion.
7. The method for preparing the hardening and wear-resisting acrylic paint as claimed in claim 1, wherein nitrogen is introduced during the step (3).
8. The method for preparing the hardening and wear-resisting acrylic paint as claimed in claim 1, wherein in the step (3), the temperature is raised to 80 ℃ for 2 hours before the solution A, B is mixed; after all the raw materials are added, the reaction is kept for 2 hours.
9. A hardened abrasion-resistant acrylic coating, characterized in that it is obtainable by the process according to any one of claims 1 to 8.
10. The hardened abrasion-resistant acrylic paint according to claim 9, wherein an antifogging coating is prepared.
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| CN202110979025.0A CN113717605A (en) | 2021-08-25 | 2021-08-25 | Hardening wear-resistant acrylic coating and preparation method and application thereof |
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Citations (6)
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| CN102924662A (en) * | 2012-06-21 | 2013-02-13 | 江南大学 | Anti-fog type ultraviolet light curing polyacrylate copolymer preparation method |
| US20130156959A1 (en) * | 2010-07-29 | 2013-06-20 | Koju Okazaki | Single-layer film and hydrophilic material comprising the same |
| WO2015022905A1 (en) * | 2013-08-12 | 2015-02-19 | 東邦化学工業株式会社 | Anti-fogging coating composition |
| CN109135487A (en) * | 2018-07-19 | 2019-01-04 | 重庆大学 | Super hydrophilic anti-fog coating of organosilicon modified crylic acid resin and preparation method thereof |
| CN111499811A (en) * | 2020-06-05 | 2020-08-07 | 中国科学院兰州化学物理研究所 | Wear-resistant anti-fog resin, preparation method thereof and anti-fog coating |
| CN112341566A (en) * | 2020-11-23 | 2021-02-09 | 广州冠志新材料科技有限公司 | Sulfonic acid type hydroxyl acrylic resin aqueous dispersion and preparation method thereof |
-
2021
- 2021-08-25 CN CN202110979025.0A patent/CN113717605A/en active Pending
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20130156959A1 (en) * | 2010-07-29 | 2013-06-20 | Koju Okazaki | Single-layer film and hydrophilic material comprising the same |
| CN102924662A (en) * | 2012-06-21 | 2013-02-13 | 江南大学 | Anti-fog type ultraviolet light curing polyacrylate copolymer preparation method |
| WO2015022905A1 (en) * | 2013-08-12 | 2015-02-19 | 東邦化学工業株式会社 | Anti-fogging coating composition |
| CN109135487A (en) * | 2018-07-19 | 2019-01-04 | 重庆大学 | Super hydrophilic anti-fog coating of organosilicon modified crylic acid resin and preparation method thereof |
| CN111499811A (en) * | 2020-06-05 | 2020-08-07 | 中国科学院兰州化学物理研究所 | Wear-resistant anti-fog resin, preparation method thereof and anti-fog coating |
| CN112341566A (en) * | 2020-11-23 | 2021-02-09 | 广州冠志新材料科技有限公司 | Sulfonic acid type hydroxyl acrylic resin aqueous dispersion and preparation method thereof |
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Application publication date: 20211130 |