JPS60139712A - Acrylic resin coating composition - Google Patents

Abstract

PURPOSE:The titled composition having good compatibility with an alkyd resin and excellent weather resistance, chemical resistance, hardness, pigment dispersibility, etc., obtained by copolymerizing i-butyl methacrylate with a specified, amino group-containing monomer, etc. CONSTITUTION:80-99.9wt% i-butyl methacrylate, 0.1-20wt% amino group-containing monomer of the formula (wherein R is H or CH3), e.g., t-butylaminoethyl methacrylate, and 0-19.9wt% other polymerizable monomers [e.g., methyl (meth)acrylate] are dissolved in a solvent such as toluene. The resulting solution is copolymerized in the presence of a polymerization initiator such as a lauryl peroxide and, optionally, a chain transfer agent to obtain an acrylic resin composition of a weight-average MW of 8,000-200,000. This acrylic resin composition is mixed with an alkyd resin and, optionally, a crosslinking agent such as a polyisocyanate.

Description

[Detailed description of the invention] [Technical field] The present invention relates to an acrylic resin composition for paints that has good compatibility with alkyd resins. [Prior art] Paints containing acrylic resin as a main component have good weather resistance and chemical resistance. ,
Due to its excellent stain resistance and hardness performance, it is widely used in fields such as building materials, woodworking, automobiles, and plastics, but it also has pigment dispersibility.

, it has the disadvantage of being inferior in fleshiness. On the other hand, pigment dispersibility,
Alkyd resin is a paint resin that is popular for its texture and adhesion, but it has the disadvantage of poor weather resistance, chemical resistance, and drying properties. Attempts have been made to blend these acrylic resins and alkyd resins in arbitrary proportions to improve the performance of each, but due to insufficient compatibility, vinyl-modified alkyds, which are made by grafting unsaturated alkyd resins onto acrylic 11 resins, have been tried. Resins have been proposed, and many proposals have been made regarding their synthesis methods. However, at present, it is extremely difficult to sufficiently satisfy the compatibility between the two by cold blending, blend them in arbitrary proportions when making a paint depending on the desired performance and use, and improve the performance of each.

[Disclosure of the invention]

In view of the current situation, the inventors of the present invention have made extensive studies to find an acrylic resin that has good compatibility with alkyd resins, and have found that a specific MI7 compound containing i-butyl methacrylate as its main component has By copolymerizing an amino group-containing monomer as an essential component and other submersible monomers as necessary, we discovered a 1m composition of acrylic wood that has good compatibility with alkyd resin even in cold blending, and completed the present invention. did.

The gist of the present invention is as follows: (1) l-butyl methacrylate) 80-99.9z amount, (2) amino group-functionalized monomers 01-99.9% of the general formula [1] 20 years ago CH2=C-C00CI(2C12-NH-C(CH3
) 3 (Il (here R represents a hydrogen atom or methyl group) and (3) other polymerizable monomers O to 19.9 weight φ, resulting in a weight average molecular weight of 8,000 ~200.
The acrylic resin composition for paints has good compatibility with alkyd resins in the range of 0.000.

[Embodiments of the invention]

Amounts Used in the Invention - The preferred use of butyl methacrylate ranges from 80 to 99.9 im. s,o
If the amount of ns is too small, the compatibility with the alkyd resin will decrease, and the weather resistance, chemical resistance, and hardness will also decrease.

A specific example of the amino group-containing compound represented by the above general formula is t-butylaminoethyl methacrylate.

The amount of amino group used is 0.1 to 2.
It is in the range of 0% by weight. When the amount is less than 0.01, the compatibility with the alkyd resin decreases, and when it is more than 2ON, it is unfavorable in terms of weather resistance and water resistance, and particularly preferred is 0.01.
It is 5 to 10% by weight.

Other polymerizable monomers include (a) α, β monomers, i.e., non-PA-based alkyl esters, such as methyl (meth)acrylate;

(meth)ethyl acrylate, (meth)acrylic (ill
-n-butyl, acrylic [1-1-butyl.

2-ethylhexyl (meth)acrylate, t-butyl (meth)acrylate, lauryl (meth)acrylate, (
8ee-lauryl meth)acrylate, stearyl (meth)acrylic acid; ←) Vinyl aromatic compounds, such as styrene, vinyltoluene, α-methylstyrene; Alkyl-, hydroxyalkyl- and alkoxy-substituted α,β monoethylenically unsaturated carboxylic acid amides, or α,β monoethylenically unsaturated orocarboxylic acid amides, such as (meth)acrylamide, N-methylo- (meth)acrylamide, N-butoxymethyl (meth)acrylamide; meth)acrylate, 2-hydroxybutyl(meth)acrylate, 4-hydroxybutyl(meth)acrylate; (f) Monoalkyl or dialkyl ester of α,β monoethylenically unsaturated dicarmenic acid, such as fumaric acid noether, dibutyl fumarate .

Monoethyl itaconate, ethyl itaconate.

Mottupil itaconate, sobutil itaconate.

Dibutyl maleate; () i Tertiary synthetic saturated carboxylic acid glycidyl ester and α,β monoethylenically unsaturated carb? Adducts with acid; &-) α, β monoenylene unsaturated carboxylic acids, such as (meth)acrylic acid, maleic acid, maleic anhydride, itaconic acid, crotonic acid, etc.

The amount of these used ranges from 0 to 19.9% by weight depending on the coating performance. Father, a polyisocyanate in which the above-mentioned functional group monomer is introduced into a copolymer,
It can also be used in combination with 4K components such as amino resins and epoxy resins to form a curable paint.

The weight average molecular weight range of the copolymer of the present invention is 8.00
0 to 200,000 is preferable; if there are no drops of s, ooo, the chemical resistance and weather resistance will decrease, and if it exceeds 200,000, the compatibility with the alkyd resin will decrease and the coating workability will decrease. , not preferred, particularly preferred is 20
,000 to 150,000.

The alkyd resin that can be cold-blended in the present invention is prepared by a known method, and there are no restrictions on the manufacturing method.In particular, it is possible to use medium-oil and long-oil alkyd resins that are difficult to miscible with acrylic resins. The blend amount can be blended in any ratio depending on the required performance and use.

The method for producing the acrylic copolymer of the present invention is preferably a normal solution polymerization method, and the polymerization solvent includes hydrocarbons such as toluene and xylene, aliphatics such as mineral spirit, ethyl acetate, butyl acetate, etc. esters, ketones such as methyl ethyl ketone, methyl isobutyl ketone, n-
Alternatively, alcohols such as 1so-butanol can be used.

As the polymerization initiator, azo initiators such as azobisisobutyronitrile, organic peroxides such as lauryl i4-oxide, benzoyl 1,000-oxide, etc. can be used. Chain transfer agents such as mercaptans can also be used if necessary.

Next, the present invention will be specifically explained with reference to Examples, but the present invention is not limited to what is described in the Examples.

The part in the examples also indicates the lid part.

Example 1 375 parts of mineral tarnin was charged into a four-loop flask equipped with a thermometer, a +9 stirrer, a condenser, and a dropping funnel, and the temperature was raised to 100°C, followed by l-butyl methacrylate 4.
90 parts, t-butylaminoethyl methacrylate) 10
A mixture consisting of 1 part and 4s of azobisisobutyronitrile was added dropwise over 4 hours, and after the completion of the addition, azobisisobutyronitrile was added appropriately and kept at the same temperature for 5 hours to complete the polymerization and 125 parts of mineral turpentine was added. added. The resulting resin solution was transparent and had a Gardner viscosity of z4. The heating residue was 50.1 cm, and the rljt value was 0.6. Example 2 375 parts of mineral turpentine was placed in the same reaction vessel as in Example 1, and the temperature was raised to 100°C, followed by 400 parts of l-butyl methacrylate and styrene. 90 parts, t-butylaminoether methacrylate 10 g, azobisisobutyronitrile 4
The polymerization was completed in the same manner as in Example 1 using a mixture consisting of 125 parts of mineral turpentine. The obtained tree-flavored solution is transparent, has a Gardner viscosity of X, and a heating residue of 5.
It showed an acid value of 0.3% and an acid value of 0.5.

Comparative Example 1 47,375 parts of mineral tar was placed in the same reaction vessel as in Example 1, and polymerization was completed in the same manner as in Example 1 using a mixture of 500 parts of l-butyl methacrylate and 4 parts of azobisisobutyronitrile. Mineral turpentine 125
Added a section. The resulting resin solution was transparent and had a Gardner viscosity of 2. The heating residue was 50.4 cm and the acid value was 0.5.

Comparative Example 2 A reaction vessel similar to Example 1 was charged with 47,375 parts of mineral tar, and a mixture of 350 parts of l-butyl methacrylate, 150 parts of styrene, and 4 parts of azobisisobutyronitrile was added in the same manner as in Example 1. After polymerization was completed, 125 parts of mineral turpentine was added. The resulting resin solution was transparent;
Gardner viscosity U, heating residue 50.2, acid value 03t-
Indicated.

Comparative Example 3 Mineral turpentine 375 was added to the same reaction vessel as in Example 1.
250 parts of l-butyl methacrylate, n-
240 parts of butyl methacrylate.

t-ethyl amide/ethyl methacrylate lo part.

Polymerization was completed in the same manner as in Example 1 using a mixture of 4 parts of azobisisobutyronitrile. The resulting resin solution was transparent and had a Gardner viscosity of z2. heating residue 50.1%,
It showed an acid value of 0.3.

Comparative Example 4 In a reaction vessel similar to Example 1, 375 parts of mineral turpentine was charged, and a mixture consisting of 490 parts of i-butyl methacrylate, diethylaminoethyl methacrylate-zo@<, and 4 parts of azobisisobutyronitrile was used. Polymerization was completed in the same manner as in Example 1, and 125 parts of mineral turpentine was added. The resulting resin solution was transparent and had a Gardner viscosity of z1.
．． The heating residue was 50.6 cm and the acid value was 0.5.

The results of the compatibility test of the resin solution obtained above with the alkyd resin are shown in Fit-1. These results show that the acrylic copolymer of the present invention has extremely good compatibility with medium and long oil alkyds.

Compatibility test method> For the acrylic resin used in Examples and Comparative Examples, alkyd resin (manufactured by Dainippon Ink & Chemicals) was added at a solid content of 8.
72 and 2/8 ratio and the transparency of the bath liquid and coating film was evaluated.

Claims (3)

[Claims] (1) 'll-dityl methacrylate 80-9.9
Heavy phase, (2) Amino group-containing monomer represented by general formula CI) 0.1 to 20 times CH2=C-C00CH2CH2-NH-C (CR2)
, [1) (where R represents a hydrogen atom or a methyl group) and (3) Other compatibility monolids 0 to 19.9. Weight average molecule copolymerized at a ratio of i leaf%, ii8,000 to 2
An acrylic resin for paints that has good compatibility with Alkyra de resin in the range of 0.00000.