CN109180849B - Preparation method of thermosetting acrylic resin with reduced color concentrate migration - Google Patents
Preparation method of thermosetting acrylic resin with reduced color concentrate migration Download PDFInfo
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- CN109180849B CN109180849B CN201811092176.9A CN201811092176A CN109180849B CN 109180849 B CN109180849 B CN 109180849B CN 201811092176 A CN201811092176 A CN 201811092176A CN 109180849 B CN109180849 B CN 109180849B
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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
- 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
- C09D161/00—Coating compositions based on condensation polymers of aldehydes or ketones; Coating compositions based on derivatives of such polymers
- C09D161/20—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
Abstract
The invention discloses a thermosetting acrylic resin with reduced color concentrate migration and a preparation method thereof. The invention obtains the best raw material composition and proportion through a large number of experimental screens, and optimizes the best synthesis process through a large number of experiments. The acrylic amino baking varnish prepared from the thermosetting acrylic resin, the amino resin, the transparent color concentrate and the auxiliary agent has the characteristics of less transparent color concentrate migration, high hardness, good adhesive force and the like, can be widely applied to the field of industrial coating, and achieves good technical effect.
Description
Technical Field
The invention relates to a coating, in particular to an environment-friendly thermosetting acrylic resin with reduced color concentrate migration and a preparation method thereof, belonging to the technical field of high polymer materials.
Background
In the field of packaging coating, adhesive films such as adhesive tapes are basically required to be used for protection in the product transportation process. The common resin for baking finish is adhered with an adhesive tape or a film after being cured, and transparent color concentrates in the coating can be separated out from the coating after a period of time and are adsorbed on the film, so that the appearance of the coating of a product is influenced, and certain defects exist.
Disclosure of Invention
The purpose of the invention is as follows: the invention aims to provide a thermosetting acrylic resin with reduced color concentrate migration property by a large number of experiments aiming at the defects of the prior art; another object of the present invention is to provide a method for preparing the thermosetting acrylic resin.
Technical solution to achieve the above object, the present invention adopts the following technical solutions:
a thermosetting acrylic resin with reduced color concentrate migration is prepared from the following raw materials:
styrene, butyl acrylate, hydroxyethyl acrylate, acrylic acid, a hard monomer, an initiator and an organic solvent.
Preferably, the thermosetting acrylic resin with reduced color concentrate migration property is prepared from the following raw materials in percentage by weight:
24% of styrene, 11% of butyl acrylate, 12% of hydroxyethyl acrylate, 1% of acrylic acid, 21% of hard monomer, 1% of initiator and 30% of organic solvent.
Preferably, the thermosetting acrylic resin with reduced color concentrate migration is the above-mentioned one, and the initiator is di-tert-butyl peroxide or tert-butyl peroxybenzoate.
Preferably, the thermosetting acrylic resin with reduced color concentrate migration is the above-mentioned one, and the organic solvent is toluene or xylene.
Preferably, the thermosetting acrylic resin with reduced color concentrate migration is a hard monomer such as methyl methacrylate (methyl ester) or tert-butyl methacrylate.
The preparation method of the thermosetting acrylic resin with reduced color concentrate migration comprises the following steps:
(1) uniformly mixing styrene, butyl acrylate, hydroxyethyl acrylate, acrylic acid, a hard monomer and an initiator accounting for 90% of the total amount to obtain a mixed monomer;
(2) putting an organic solvent into a reaction kettle, and heating to a reflux state;
(3) putting the uniformly mixed monomer in the step (1) into a dripping tank, and dripping the mixed monomer into the reaction kettle in the step (2) for 2.5-5 hours; then, keeping the reaction for 1-2 hours in a reflux state, after the heat preservation reaction is finished, adding the rest 10% of initiator, and carrying out the heat preservation reaction for 1-2 hours;
(4) and cooling to 95-105 ℃, and filtering to obtain the thermosetting acrylic resin.
Preferably, the method for preparing the thermosetting acrylic resin with reduced color concentrate migration property comprises the following steps:
(1) uniformly mixing styrene, butyl acrylate, hydroxyethyl acrylate, acrylic acid, a hard monomer and an initiator accounting for 90% of the total amount to obtain a mixed monomer;
(2) putting an organic solvent into a reaction kettle, and heating to a reflux state;
(3) putting the uniformly mixed monomer in the step (1) into a dripping tank, and dripping the mixed monomer into the reaction kettle in the step (2) for 4-4.5 hours; then keeping the reaction for 2 hours in a reflux state, after the heat preservation reaction is finished, replenishing the rest 10 percent of initiator, and keeping the temperature for reaction for 2 hours;
(4) cooling to 100 ℃, and filtering to obtain the thermosetting acrylic resin.
In the preparation method of the thermosetting acrylic resin with reduced color concentrate migration, the initiator is di-tert-butyl peroxide or tert-butyl peroxybenzoate. The organic solvent is toluene and xylene. The hard monomer is methyl methacrylate (methyl ester) or tert-butyl methacrylate.
The thermosetting acrylic resin is prepared by carrying out free radical polymerization on a monomer with unsaturated double bonds at a certain temperature of between 135 and 145 ℃ under the initiation of peroxide di-tert-butyl peroxide.
According to the invention, a large number of experimental screens are carried out, and experimental results show that hard monomers of methyl methacrylate and tert-butyl methacrylate play an important role in reducing the mobility of the chromogen.
Has the advantages that: compared with the prior art, the invention has the following advantages:
the invention obtains the best raw material composition and proportion through a large number of experimental screens, the acrylic amino baking varnish prepared from the thermosetting acrylic resin, the amino resin, the transparent color concentrate and the auxiliary agent has the characteristics of less transparent color concentrate migration, high hardness, good adhesive force and the like, and can be widely applied to the field of industrial coating and obtain good technical effect.
The invention optimizes the optimal preparation process through a large number of experiments, the whole preparation process is reasonable in design, and the prepared acrylic resin has excellent hardness and can reduce the transparent color concentrate migration of a paint film.
Detailed Description
Example 1
1. A thermosetting acrylic resin with reduced color concentrate migration is characterized by being prepared from the following raw materials in percentage by weight:
24 g of styrene, 11 g of butyl acrylate, 12 g of hydroxyethyl acrylate, 1 g of acrylic acid, 21 g of methyl methacrylate, 1 g of di-tert-butyl peroxide and 30 g of xylene.
2. The preparation method of the thermosetting acrylic resin with reduced color concentrate migration property comprises the following steps:
(1) uniformly mixing 24 g of styrene, 11 g of butyl acrylate, 12 g of hydroxyethyl acrylate, 1 g of acrylic acid, 21 g of methyl methacrylate and 0.9 g of di-tert-butyl peroxide to obtain a mixed monomer;
(2) putting 30 g of dimethylbenzene into a reaction kettle, and heating to a reflux state;
(3) putting the uniformly mixed monomer obtained in the step (1) into a dripping tank, and dripping the mixed monomer into the reaction kettle obtained in the step (2) for 4 hours; then keeping the reaction for 2 hours in a reflux state, after the heat preservation reaction is finished, adding 0.1 g of the rest initiator di-tert-butyl peroxide, and carrying out the heat preservation reaction for 2 hours;
(4) cooling to 100 ℃, and filtering to obtain the thermosetting acrylic resin.
Example 2
1. A thermosetting acrylic resin with reduced color concentrate migration is characterized by being prepared from the following raw materials in percentage by weight:
24 g of styrene, 11 g of butyl acrylate, 12 g of hydroxyethyl acrylate, 1 g of acrylic acid, 21 g of tert-butyl methacrylate, 1 g of tert-butyl peroxybenzoate and 30 g of xylene.
2. The preparation method of the thermosetting acrylic resin with reduced color concentrate migration property comprises the following steps:
(1) uniformly mixing 24 g of styrene, 11 g of butyl acrylate, 12 g of hydroxyethyl acrylate, 1 g of acrylic acid, 21 g of tert-butyl methacrylate and 0.9 g of tert-butyl peroxybenzoate to obtain a mixed monomer;
(2) putting 30 g of dimethylbenzene into a reaction kettle, and heating to a reflux state;
(3) putting the uniformly mixed monomer obtained in the step (1) into a dripping tank, and dripping the mixed monomer into the reaction kettle obtained in the step (2) for 4 hours; then keeping the reaction for 2 hours in a reflux state, after the heat preservation reaction is finished, supplementing 0.1 g of the residual initiator tert-butyl peroxybenzoate, and carrying out the heat preservation reaction for 2 hours;
(4) cooling to 100 ℃, and filtering to obtain the thermosetting acrylic resin.
Comparative example 1
1. A thermosetting acrylic resin with reduced color concentrate migration is characterized by being prepared from the following raw materials in percentage by weight:
24 g of styrene, 11 g of butyl acrylate, 12 g of hydroxyethyl acrylate, 1 g of acrylic acid, 1 g of di-tert-butyl peroxide and 51 g of xylene.
2. The preparation method of the thermosetting acrylic resin with reduced color concentrate migration property comprises the following steps:
(1) uniformly mixing 24 g of styrene, 11 g of butyl acrylate, 12 g of hydroxyethyl acrylate, 1 g of acrylic acid and 0.9 g of di-tert-butyl peroxide to obtain a mixed monomer;
(2) putting dimethylbenzene 51 into a reaction kettle, and heating to a reflux state;
(3) putting the uniformly mixed monomer obtained in the step (1) into a dripping tank, and dripping the mixed monomer into the reaction kettle obtained in the step (2) for 4 hours; then keeping the reaction for 2 hours in a reflux state, after the heat preservation reaction is finished, adding 0.1 g of the rest initiator di-tert-butyl peroxide, and carrying out the heat preservation reaction for 2 hours;
(4) cooling to 100 ℃, and filtering to obtain the thermosetting acrylic resin.
Comparative example 2
1. A thermosetting acrylic resin with reduced color concentrate migration is characterized by being prepared from the following raw materials in percentage by weight:
11 g of butyl acrylate, 12 g of hydroxyethyl acrylate, 1 g of acrylic acid, 21 g of methyl methacrylate, 1 g of di-tert-butyl peroxide and 54 g of xylene.
2. The preparation method of the thermosetting acrylic resin with reduced color concentrate migration property comprises the following steps:
(1) uniformly mixing 11 g of butyl acrylate, 12 g of hydroxyethyl acrylate, 1 g of acrylic acid, 21 g of methyl methacrylate and 0.9 g of di-tert-butyl peroxide to obtain a mixed monomer;
(2) putting 54 g of dimethylbenzene into a reaction kettle, and heating to a reflux state;
(3) putting the uniformly mixed monomer obtained in the step (1) into a dripping tank, and dripping the mixed monomer into the reaction kettle obtained in the step (2) for 4 hours; then keeping the reaction for 2 hours in a reflux state, after the heat preservation reaction is finished, adding 0.1 g of the rest initiator di-tert-butyl peroxide, and carrying out the heat preservation reaction for 2 hours;
(4) cooling to 100 ℃, and filtering to obtain the thermosetting acrylic resin.
Example 3 Performance testing
Paint 1, paint 2, paint 3 and paint 4 were prepared from the thermosetting acrylic resins of example 1, example 2, comparative example 1 and comparative example 2, respectively, as the raw materials in Table 1 below.
TABLE 1 paint raw Material composition
| Components | Quality (g) |
| Acrylic resin | 75 |
| DP101 dispersant | 0.4 |
| AX3301 antifoaming agent | 0.2 |
| Transparent color essence (yellow, blue, etc.) | 4 |
| Xylene | 8.2 |
| Acetic acid butyl ester | 8 |
| Ethylene glycol monoethyl ether acetate | 3 |
| Leveling agent FM5410 | 0.2 |
| Directional anti-settling agent 215W | 1 |
Mixing and grinding the raw materials in the table to obtain paint 1, paint 2, paint 3 and paint 4 with the fineness of less than 5um, then respectively preparing amino resin SM5860 according to the mass ratio of 100:18, and curing at 140 ℃ for 30 minutes to prepare 4 paint film experimental plates.
The surface of the paint film is stained with 3M transparent adhesive tape paper, is compacted forcefully and is kept for 24 hours at the constant temperature of 25 ℃; the adhesive tape is pulled down, whether the transparent adhesive tape has color or not is observed, and the specific experimental result is shown in the following table 2:
TABLE 2 paint Performance test Table
The experimental results show that the acrylic resin coating prepared by the invention has good performance of preventing transparent color from being separated out from the coating, can keep good adhesive force, glossiness, hardness and impact resistance, and makes good technical progress.
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 (3)
1. A thermosetting acrylic resin with reduced color concentrate migration is characterized by being prepared from the following raw materials in percentage by weight:
24% of styrene, 11% of butyl acrylate, 12% of hydroxyethyl acrylate, 1% of acrylic acid, 21% of hard monomer, 1% of initiator and 30% of organic solvent;
the initiator is di-tert-butyl peroxide or tert-butyl peroxybenzoate;
the hard monomer is methyl methacrylate or tert-butyl methacrylate;
the organic solvent is toluene and xylene.
2. A method of preparing a thermosetting acrylic resin having reduced color concentrate migration as recited in claim 1, comprising the steps of:
(1) uniformly mixing styrene, butyl acrylate, hydroxyethyl acrylate, acrylic acid, a hard monomer and an initiator accounting for 90% of the total amount to obtain a mixed monomer;
(2) putting an organic solvent into a reaction kettle, and heating to a reflux state;
(3) putting the uniformly mixed monomer in the step (1) into a dripping tank, and dripping the mixed monomer into the reaction kettle in the step (2) for 2.5-5 hours; then, keeping the reaction for 1-2 hours in a reflux state, after the heat preservation reaction is finished, adding the rest 10% of initiator, and carrying out the heat preservation reaction for 1-2 hours;
(4) and cooling to 95-105 ℃, and filtering to obtain the thermosetting acrylic resin.
3. The method for preparing a thermosetting acrylic resin with reduced color concentrate migration according to claim 2, characterized in that it comprises the following steps:
(1) uniformly mixing styrene, butyl acrylate, hydroxyethyl acrylate, acrylic acid, a hard monomer and an initiator accounting for 90% of the total amount to obtain a mixed monomer;
(2) putting an organic solvent into a reaction kettle, and heating to a reflux state;
(3) putting the uniformly mixed monomer in the step (1) into a dripping tank, and dripping the mixed monomer into the reaction kettle in the step (2) for 4-4.5 hours; then keeping the reaction for 2 hours in a reflux state, after the heat preservation reaction is finished, replenishing the rest 10 percent of initiator, and keeping the temperature for reaction for 2 hours;
(4) cooling to 100 ℃, and filtering to obtain the thermosetting acrylic resin.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201811092176.9A CN109180849B (en) | 2018-09-19 | 2018-09-19 | Preparation method of thermosetting acrylic resin with reduced color concentrate migration |
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| CN201811092176.9A CN109180849B (en) | 2018-09-19 | 2018-09-19 | Preparation method of thermosetting acrylic resin with reduced color concentrate migration |
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| CN109180849B true CN109180849B (en) | 2020-11-06 |
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| CN102153691B (en) * | 2011-04-19 | 2013-04-03 | 广东同步化工股份有限公司 | Hydroxy acrylic resin for ultra-fast dry automobile varnish and preparation method thereof |
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