CN111793160A - Water-based acrylic resin for industrial baking varnish and preparation method thereof - Google Patents
Water-based acrylic resin for industrial baking varnish and preparation method thereof Download PDFInfo
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- CN111793160A CN111793160A CN202010761967.7A CN202010761967A CN111793160A CN 111793160 A CN111793160 A CN 111793160A CN 202010761967 A CN202010761967 A CN 202010761967A CN 111793160 A CN111793160 A CN 111793160A
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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
- C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
- C08F212/02—Monomers containing only one unsaturated aliphatic radical
- C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring
- C08F212/06—Hydrocarbons
- C08F212/08—Styrene
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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
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1804—C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate
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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
- C09D125/00—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 at least one being terminated by an aromatic carbocyclic ring; Coating compositions based on derivatives of such polymers
- C09D125/02—Homopolymers or copolymers of hydrocarbons
- C09D125/04—Homopolymers or copolymers of styrene
- C09D125/08—Copolymers of styrene
- C09D125/14—Copolymers of styrene with unsaturated esters
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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
- C09D133/00—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 at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
- C09D133/04—Homopolymers or copolymers of esters
- C09D133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C09D133/062—Copolymers with monomers not covered by C09D133/06
- C09D133/066—Copolymers with monomers not covered by C09D133/06 containing -OH groups
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Abstract
The invention discloses an aqueous acrylic resin for industrial baking paint and a preparation method thereof, wherein the aqueous acrylic resin is prepared from 15-25% of styrene, 5-10% of methyl methacrylate, 5-15% of hydroxyethyl acrylate, 15-20% of butyl acrylate, 3-8% of acrylic acid, 0.1-3% of an initiator and 35-45% of a mixture of ethylene glycol butyl ether and propylene glycol methyl ether by mass percentage. The experiment obtains the optimal raw material composition and proportion through a large amount of experiment screening, and the optimal synthesis process is preferably obtained through a large amount of experiments, the conversion rate of the invention is up to 99%, and the solid content of the resin can reach more than 60%. The aqueous acrylic resin has proper viscosity, and the coating film has the advantages of high adhesion, high hardness, good flexibility, good water resistance and the like, and has good technical effect on comprehensive performance.
Description
Technical Field
The invention relates to an aqueous acrylic resin for industrial baking varnish, in particular to an aqueous acrylic resin for industrial baking varnish and a preparation method thereof, which have the advantages of strong environmental protection, low cost, excellent performance and easy popularization and application, and belongs to the technical field of high polymer resin.
Background
The thermosetting acrylic resin is a resin which has a certain functional group in the structure, forms a network structure by reacting with the functional group in the added amino resin, epoxy resin, polyurethane and the like during the manufacturing process, and generally has a relatively low molecular weight. The thermosetting acrylic paint has good fullness, gloss, hardness, solvent resistance and weather resistance, and does not change color or turn yellow when baked at high temperature. The most important application is to prepare amino-acrylic baking paint by matching with amino resin, and the amino-acrylic baking paint is widely applied to industrial coatings of products such as automobiles, motorcycles, bicycles, coil steel and the like at present. However, the ordinary thermosetting acrylic resin is difficult to achieve high solid content and low viscosity, the used solvent has great influence on the environment, and high reaction conversion rate is difficult to obtain, so that the cost is high, and the product purity is not enough.
Disclosure of Invention
The purpose of the invention is as follows: the invention aims to overcome the defects in the prior art, preferably adjust the optimal composition of an acrylic resin monomer and an initiator, and preferably obtain the water-based acrylic resin with high conversion rate, high solid content and low viscosity, high adhesive force, high hardness, good flexibility, good water resistance and other excellent comprehensive properties.
Technical solution to achieve the above object, the present invention adopts the following technical solutions:
an aqueous acrylic resin for industrial baking paint is prepared from the following raw materials in percentage by mass: styrene, methyl methacrylate, hydroxyethyl acrylate, butyl acrylate, acrylic acid, an initiator, ethylene glycol butyl ether and propylene glycol methyl ether mixture;
preferably, the above-mentioned water-based acrylic resin for industrial baking paint is prepared from the following raw materials in percentage by mass:
15-25% of styrene, 5-10% of methyl methacrylate, 5-15% of hydroxyethyl acrylate, 15-20% of butyl acrylate, 3-8% of acrylic acid, 0.1-3% of initiator, and 35-45% of a mixture of ethylene glycol butyl ether and propylene glycol methyl ether;
preferably, the above-mentioned water-based acrylic resin for industrial baking paint is prepared from the following raw materials in percentage by mass: 24% styrene, 7% methyl methacrylate, 10% hydroxyethyl acrylate, 18% butyl acrylate, 5% acrylic acid, 1% initiator, 35% ethylene glycol butyl ether and propylene glycol methyl ether mixture.
Preferably, the industrial baking varnish is a water-based acrylic resin, and the initiator is tert-butylbenzoyl peroxide.
The preparation method of the water-based acrylic resin for the industrial baking paint comprises the following steps:
(1) adding a mixture of ethylene glycol butyl ether and propylene glycol methyl ether into a reaction device, and heating to 140-150 ℃;
(2) uniformly mixing styrene, methyl methacrylate, hydroxyethyl acrylate, butyl acrylate, acrylic acid and an initiator, and adding the mixture into a dropping funnel;
(3) and (3) when the temperature of the reaction device in the step (1) reaches 140-150 ℃, beginning to dropwise add the mixture in the step (2), completing dropwise addition within 4-4.5 hours, preserving heat for 0.5-1 hour after completing dropwise addition, then supplementing an initiator, and preserving heat for 0.5-1 hour again to obtain the catalyst.
Preferably, in the preparation method of the water-based acrylic resin for industrial baking paint, the initiator is tert-butylbenzoyl peroxide.
Preferably, in the step (3), when the temperature of the reaction device in the step (1) reaches 140-.
The basic principle of the synthesis of the water-based acrylic resin is free radical polymerization. Free radical polymerization is a widely used polymerization technique, which is not only simple to operate, but also suitable for various monomers. When the initiator is heated, the initiator is decomposed to generate free radicals, and the (methyl) acrylic acid (ester) monomer can be initiated to generate free radical polymerization reaction.
The specific reaction of the invention is shown in figure 1.
Has the advantages that: compared with the prior art, the invention has the following advantages:
according to the invention, TBPB is selected as the initiator, and the resin has high conversion rate up to 99% at a higher reaction temperature of 140 ℃ by adopting a longer dropping time and a method of preserving heat again after the initiator is supplemented. The higher reaction temperature and longer dripping time can control the molecular weight of the resin to be lower without influencing the film-forming property of the resin, the lower molecular weight can control the viscosity of a resin system to be lower, the high-solid-content resin can be prepared, and the solid content of the resin can reach more than 60 percent. The viscosity of the water-based acrylic resin is proper, and the coating film has the comprehensive properties of high adhesion, high hardness, good flexibility, good water resistance and the like, and the water-based acrylic resin is more environment-friendly than the common acrylic resin for industrial baking varnish.
Drawings
FIG. 1 is a reaction scheme of the present invention.
Detailed Description
Example 1
1. The acrylic resin for the industrial baking varnish is prepared from the following raw materials in percentage by mass: 24% styrene, 7% methyl methacrylate, 10% hydroxyethyl acrylate, 18% butyl acrylate, 5% acrylic acid, 1% initiator (t-butylbenzoyl peroxide), 35% ethylene glycol butyl ether and propylene glycol methyl ether mixture;
2. the invention relates to a preparation method of water-based acrylic resin for industrial baking paint, which comprises the following steps:
(1) adding 210 g of a mixture of ethylene glycol butyl ether and propylene glycol methyl ether (the mass ratio of the ethylene glycol butyl ether to the propylene glycol methyl ether is 1:1) into a reaction device, stirring and heating to 140 ℃ and 150 ℃;
(2) uniformly mixing 144 g of quantitative styrene, 42 g of methyl methacrylate, 60 g of hydroxyethyl acrylate, 108 g of butyl acrylate, 30 g of acrylic acid and 5 g of tert-butylbenzoyl peroxide (TBPB), and adding the mixture into a dropping funnel;
(3) and (2) when the temperature of the reaction device in the step (1) reaches 140-.
Example 2
The aqueous acrylic resin obtained in example 1 and the ingredients shown in Table 1 below were mixed in proportion to prepare an acrylic resin industrial paint. The detection performance is shown in table 2.
TABLE 1 formulation composition of aqueous acrylic resin industrial varnish
| Name of raw materials | Weight (g) |
| Example 1 waterborne acrylic resin | 30 |
| Dimethylethanolamine (DMEA)) | 1.6 |
| Amino resin | 8 |
| Ethylene glycol butyl ether (BCS) | 8 |
| Isopropanol (IPA) | 7 |
| High purity water | 20 |
TABLE 2 film property test results
| Appearance of the product | Smooth without particles |
| Hardness (Pencil scratch) | 2～3H |
| Impact (recoil) (kg. cm) | 50 |
| Adhesion (circle drawing method) | |
| Gloss of | 92 |
Wherein, the hardness (pencil scratch) is measured according to GB/T6739-1996 film coating pencil hardness measuring method; impact (recoil) was measured according to GBT1732-93 determination of impact resistance of paint films; the adhesion (circle drawing) is determined according to GB/T1720-79(89) paint film adhesion determination method; the gloss is determined according to the determination of 20 DEG, 60 DEG and 85 DEG specular gloss of paint films of GB/T9754-2007-color paints and varnishes without metallic pigments (subject to 60 ℃).
Example 3 comparative example
A preparation method of acrylic resin for industrial baking varnish comprises the following steps:
(1) adding aromatic hydrocarbon solvent S1500210 g into a reaction device, stirring and heating to 140-150 ℃;
(2) uniformly mixing 11.4 g of quantitative acrylic acid, 156 g of butyl methacrylate, 67 g of tert-butyl acrylate, 150 g of hydroxypropyl acrylate and 5 g of initiator tert-butylbenzoyl peroxide, and adding the mixture into a dropping funnel;
(3) and (3) when the temperature of the reaction device in the step (1) reaches 140-. The conversion of the final reaction was 78% and the resin solids 50%.
The acrylic resin obtained in example 3 and the ingredients shown in Table 3 below were mixed in proportion to prepare an acrylic resin industrial paint. The detection performance is shown in table 4.
TABLE 3 composition of acrylic Industrial varnish formulations
| Name of raw materials | Weight (g) |
| Example 3 acrylic resin | 30 |
| Amino resin | 14 |
| Xylene | 4.3 |
| Acetic acid butyl ester | 4.8 |
TABLE 4 film property test results
| Appearance of the product | Smooth without particles |
| Hardness (Pencil scratch) | H～2H |
| Impact (recoil) (kg. cm) | 30 |
| Adhesion force | Stage 2 |
| Gloss of | 84 |
Wherein, the hardness (pencil scratch) is measured according to GB/T6739-1996 film coating pencil hardness measuring method; impact (recoil) was measured according to GBT1732-93 determination of impact resistance of paint films; the adhesion (circle drawing) is tested according to GB/T1720-79(89) paint film adhesion test method; the gloss is determined according to the determination of 20 DEG, 60 DEG and 85 DEG specular gloss of paint films of GB/T9754-2007-color paints and varnishes without metallic pigments (subject to 60 ℃).
Example 4 comparative example
A preparation method of acrylic resin for water-based industrial baking varnish comprises the following steps:
(1) adding 210 g of a mixture of ethylene glycol butyl ether and propylene glycol methyl ether (the mass ratio of the ethylene glycol butyl ether to the propylene glycol methyl ether is 1:1) into a reaction device, stirring and heating to 140 ℃ and 150 ℃;
(2) uniformly mixing 144 g of quantitative styrene, 42 g of methyl methacrylate, 60 g of hydroxyethyl acrylate, 108 g of butyl acrylate, 30 g of acrylic acid and 5 g of Benzoyl Peroxide (BPO), and adding the mixture into a dropping funnel;
(3) and (2) when the temperature of the reaction device in the step (1) reaches 140-.
The acrylic resin obtained in example 4 and the ingredients shown in Table 5 below were mixed in proportion to prepare an acrylic resin industrial paint. The detection properties are shown in Table 6.
TABLE 1 formulation composition of aqueous acrylic resin industrial varnish
TABLE 2 film property test results
| Appearance of the product | Smooth without particles |
| Hardness (Pencil scratch) | H |
| Impact (recoil) (kg. cm) | 50 |
| Adhesion (circle drawing method) | |
| Gloss of | 87 |
Wherein, the hardness (pencil scratch) is measured according to GB/T6739-1996 film coating pencil hardness measuring method; impact (recoil) was measured according to GBT1732-93 determination of impact resistance of paint films; the adhesion (circle drawing) is determined according to GB/T1720-79(89) paint film adhesion determination method; the gloss is determined according to the determination of 20 DEG, 60 DEG and 85 DEG specular gloss of paint films of GB/T9754-2007-color paints and varnishes without metallic pigments (subject to 60 ℃).
The foregoing is only a preferred embodiment of the present invention, and it should be noted that, for those skilled in the art, various modifications and decorations can be made without departing from the principle of the present invention, and these modifications and decorations should also be regarded as the protection scope of the present invention.
Claims (7)
1. The water-based acrylic resin for industrial baking paint is characterized by being prepared from the following raw materials: styrene, methyl methacrylate, hydroxyethyl acrylate, butyl acrylate, acrylic acid, initiator, ethylene glycol butyl ether, and propylene glycol methyl ether.
2. The water-based acrylic resin for industrial baking paint as claimed in claim 1, which is prepared from the following raw materials by mass percent: 15-25% of styrene, 5-10% of methyl methacrylate, 5-15% of hydroxyethyl acrylate, 15-20% of butyl acrylate, 3-8% of acrylic acid, 0.1-3% of initiator, and 35-45% of a mixture of ethylene glycol butyl ether and propylene glycol methyl ether.
3. The water-based acrylic resin for industrial baking paint as claimed in claim 1, which is prepared from the following raw materials by mass percent: 24% styrene, 7% methyl methacrylate, 10% hydroxyethyl acrylate, 18% butyl acrylate, 5% acrylic acid, 1% initiator, 35% ethylene glycol butyl ether and propylene glycol methyl ether mixture.
4. The water-based acrylic resin for industrial baking paint as claimed in any one of claims 1 to 3, wherein the initiator is tert-butylbenzoyl peroxide.
5. The method for preparing the acrylic resin for industrial baking paint according to any one of claims 1 to 3, comprising the steps of:
(1) adding a mixture of ethylene glycol butyl ether and propylene glycol methyl ether into a reaction device, and heating to 140-150 ℃;
(2) uniformly mixing styrene, methyl methacrylate, hydroxyethyl acrylate, butyl acrylate, acrylic acid and an initiator, and adding the mixture into a dropping funnel;
(3) and (3) when the temperature of the reaction device in the step (1) reaches 140-150 ℃, beginning to dropwise add the mixture in the step (2), completing dropwise addition within 4-4.5 hours, preserving heat for 0.5-1 hour after completing dropwise addition, then supplementing an initiator, and preserving heat for 0.5-1 hour again to obtain the catalyst.
6. The method for preparing the acrylic resin for the baking varnish as claimed in claim 5, wherein the initiator is t-butylbenzoyl peroxide.
7. The method for preparing the acrylic resin for baking finish as claimed in claim 5, wherein in the step (3), when the temperature of the reaction device in the step (1) reaches 140-.
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111484577A (en) * | 2020-04-27 | 2020-08-04 | 广东工业大学 | β -dicarbonyl compound modified acrylic resin composition, preparation method and application thereof, and modified acrylic resin paint film |
| CN112694794A (en) * | 2020-11-09 | 2021-04-23 | 上海澍瑞化工科技有限公司 | Low-temperature cured water-based acrylic baking varnish resin |
| CN113045948A (en) * | 2021-04-12 | 2021-06-29 | 广东科鼎功能材料有限公司 | Preparation method of water-based acrylic amino baking paint |
| CN114085314A (en) * | 2021-12-16 | 2022-02-25 | 山东凯威尔新材料有限公司 | Aluminum baking varnish hydroxy acrylic resin and preparation method and application thereof |
| CN114230729A (en) * | 2021-12-28 | 2022-03-25 | 江苏三木化工股份有限公司 | Acrylic acid dispersion for high-performance water-based aluminum powder paint and preparation method thereof |
| CN114369199A (en) * | 2022-01-28 | 2022-04-19 | 重庆毂运科技有限公司 | High-solid acrylic resin and preparation method thereof |
| CN115073651A (en) * | 2022-06-15 | 2022-09-20 | 江苏三木化工股份有限公司 | Water-based acrylic resin for glass bottles and preparation method thereof |
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| CN107216761A (en) * | 2017-07-17 | 2017-09-29 | 江苏三木化工股份有限公司 | The preparation method of the water soluble acrylic resin of high solid |
| CN109180849A (en) * | 2018-09-19 | 2019-01-11 | 江苏三木化工股份有限公司 | Preparation method with the thermosetting acrylic resin for reducing color essence migration |
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Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111484577A (en) * | 2020-04-27 | 2020-08-04 | 广东工业大学 | β -dicarbonyl compound modified acrylic resin composition, preparation method and application thereof, and modified acrylic resin paint film |
| CN112694794A (en) * | 2020-11-09 | 2021-04-23 | 上海澍瑞化工科技有限公司 | Low-temperature cured water-based acrylic baking varnish resin |
| CN113045948A (en) * | 2021-04-12 | 2021-06-29 | 广东科鼎功能材料有限公司 | Preparation method of water-based acrylic amino baking paint |
| CN114085314A (en) * | 2021-12-16 | 2022-02-25 | 山东凯威尔新材料有限公司 | Aluminum baking varnish hydroxy acrylic resin and preparation method and application thereof |
| CN114085314B (en) * | 2021-12-16 | 2023-02-28 | 山东凯威尔新材料有限公司 | Aluminum baking varnish hydroxy acrylic resin and preparation method and application thereof |
| CN114230729A (en) * | 2021-12-28 | 2022-03-25 | 江苏三木化工股份有限公司 | Acrylic acid dispersion for high-performance water-based aluminum powder paint and preparation method thereof |
| CN114369199A (en) * | 2022-01-28 | 2022-04-19 | 重庆毂运科技有限公司 | High-solid acrylic resin and preparation method thereof |
| CN115073651A (en) * | 2022-06-15 | 2022-09-20 | 江苏三木化工股份有限公司 | Water-based acrylic resin for glass bottles and preparation method thereof |
| CN115073651B (en) * | 2022-06-15 | 2024-01-30 | 江苏三木化工股份有限公司 | Water-based acrylic resin for glass bottle and preparation method thereof |
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