Cyclohexylalkyl (meth) acrylate ester-based resin composition

Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – At least one aryl ring which is part of a fused or bridged...

Reexamination Certificate

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C526S308000

Reexamination Certificate

active

06686413

ABSTRACT:

BACKGROUND OF THE INVENTION
A. Technical Field
The present invention relates to a novel (meth)acrylate ester-based resin composition, a novel (meth)acrylate ester-based polymer, and a novel cyclohexylalkyl ester of (meth)acrylic acid, wherein the (meth)acrylate ester-based polymer is favorable also as a constituent of the above resin composition, and wherein the cyclohexylalkyl ester of (meth)acrylic acid is used to obtain the above polymer.
In more detail, the present invention relates to a novel (meth)acrylate ester-based resin composition, a novel (meth)acrylate ester-based polymer, and a novel cyclohexylalkyl ester of (meth)acrylic acid, wherein the (meth)acrylate ester-based resin composition is, for example, favorable for various uses such as coating agents (e.g. for films, plastics, glass, paper, fibers, leather), pressure sensitive adhesives, and adhesives in addition to paints (e.g. paints for building exteriors, paints for building materials, paints for metals, paints for plastics, heavy anticorrosive paints, waterproof paints for roofs), and wherein the (meth)acrylate ester-based polymer is favorable also as a constituent of the above resin composition, and wherein the cyclohexylalkyl ester of (meth)acrylic acid is used to obtain the above polymer.
B. Background Art
(Meth)acrylic resin paints are superior to alkyd resin paints or other various resin paints in respect to weather resistance, chemical resistance, and water resistance, and further have the advantage of being easily usable, because the (meth)acrylic resin paints do not need to, like conventional curing type resins, be mixed with curing agents such as polyisocyanate compounds and aminoplast resins. Therefore, the (meth)acrylic resin paints are used in wide fields of such as building materials, woodworking, roofing tiles, paper, and metals, and desired to be still more excellent in respect to the above properties.
Coating films of paints which are used in such as building fields have so far had problems of undergoing such as hazing, discoloring, blistering, and cracking when being exposed to wind, rain, or sunlight for a long time. Therefore, in the case where high durability and high weather resistance for a long time are needed, such as solvent type fluororesin paints, acrylic silicone-based resin paints, or resin paints as obtained by introducing low hygroscopic functional groups, ultraviolet stable groups, or ultraviolet absorbent groups into polymers have been used.
On the other hand, as to the (meth)acrylic resin paints, cyclohexyl (meth)acrylate is particularly favorable and well known as a polymerizable unsaturated monomer having the low hygroscopic functional group effective for achieving the high weather resistance. However, in the case where the cyclohexyl (meth)acrylate content of polymers is too high, the resultant coating films are inferior in flexibility, processability, or adhesion. Therefore, the range of the use of the cyclohexyl (meth)acrylate is limited. In addition, the cyclohexyl (meth)acrylate has problems in that the cyclohexyl group, which has great effects on the enhancement of such as weather resistance and heat resistance, is easily eliminated therefrom by such as hydrolysis.
Furthermore, in recent years, such as environmental pollution and influence on human bodies are becoming considered, therefore it is desired to increase the use of water base paints, such as emulsion paints, in place of solvent type paints.
SUMMARY OF THE INVENTION
A. Object of the Invention
An object of the present invention is to provide a novel (meth)acrylate ester-based resin composition, a novel (meth)acrylate ester-based polymer, and a novel cyclohexylalkyl ester of (meth)acrylic acid, wherein the (meth)acrylate ester-based resin composition, for example, exhibits various good properties such as weather resistance, heat resistance, water resistance, acid resistance, alkali resistance, warm water resistance, impact resistance, flexibility, processability, adhesion, hardness, elongation, transparency, luster, fleshy property, mirroring property, pigment dispersibility, and driability when being used for various uses such as coating agents (e.g. for films, plastics, glass, paper, fibers, leather), pressure sensitive adhesives, and adhesives in addition to various paints (e.g. paints for building exteriors, paints for building materials, paints for metals, paints for plastics, heavy anticorrosive paints, waterproof paints for roofs), and wherein the (meth)acrylate ester-based polymer is favorable also as a constituent of the above resin composition and excellent in such as weather resistance, heat resistance, impact resistance, flexibility, processability, and elongation, and wherein the cyclohexylalkyl ester of (meth)acrylic acid is used to obtain the above polymer.
B. Disclosure of the Invention
The present inventors diligently studied to solve the above problems. As a result, they have completed the present invention by finding out that the above problems could be solved all at once by a resin composition comprising a (meth)acrylate ester-based polymer which is in a dispersed state and is obtained by a process including the step of polymerizing a monomer component including a (meth)acrylate ester as an essential component wherein the (meth)acrylate ester possesses a specific cyclohexylalkyl group as an introduced ester group.
In addition, the present inventors have completed the present invention by thinking out a cyclohexylalkyl ester of (meth)acrylic acid as a polymerizable unsaturated monomer and finding out that the above problems could be solved all at once by a (meth)acrylate ester-based polymer which is obtained by a process including the step of polymerizing a monomer component including this cyclohexylalkyl ester of (meth)acrylic acid as an essential component, wherein the ester group in the cyclohexylalkyl ester of (meth)acrylic acid is a cyclohexylalkyl group in which the cyclohexyl ring is a 3- and/or 4-substituted one and is bonded through a (poly)methylene group (alkylene group).
That is to say, a (meth)acrylate ester-based resin composition, according to the present invention, comprises a (meth)acrylate ester-based polymer and an aqueous medium, wherein the (meth)acrylate ester-based polymer is obtained by a process including the step of polymerizing a monomer component including a polymerizable unsaturated monomer as an essential component wherein the polymerizable unsaturated monomer is a cyclohexylalkyl ester of (meth)acrylic acid wherein the cyclohexyl group may have a substituent, and wherein the (meth)acrylate ester-based polymer is dispersed in the aqueous medium.
In addition, a (meth)acrylate ester-based polymer, according to the present invention, is obtained by a process including the step of polymerizing a monomer component including a polymerizable unsaturated monomer as an essential component wherein the polymerizable unsaturated monomer is a cyclohexylalkyl ester of (meth)acrylic acid wherein the cyclohexylalkyl ester of (meth)acrylic acid is denoted by the following general formula (2):
wherein:
R
1
is a hydrogen atom or methyl group;
each of R
4
and R
5
is a hydrogen atom or organic residue wherein the case where R
4
and R
5
are simultaneously hydrogen atoms is excluded; and
n is an integer of 1 to 4.
In addition, another (meth)acrylate ester-based polymer, according to the present invention, has a number-average molecular weight of 1,000 to 20,000,000 and a structural unit that is derived from a cyclohexylalkyl ester of (meth)acrylic acid and denoted by the following general formula (3):
wherein: R
1
is a hydrogen atom or methyl group;
each of R
4
and R
5
is a hydrogen atom or organic residue wherein the case where R
4
and R
5
are simultaneously hydrogen atoms is excluded; and
n is an integer of 1 to 4.
In addition, a cyclohexylalkyl ester of (meth)acrylic acid, according to the present invention, is denoted by the following general formula (2):
wherein: R
1
is a hydrogen atom or methyl group;
each of R
4
and R
5
is a hydrogen atom or organic residue whe

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