Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – Mixing of two or more solid polymers; mixing of solid...
Reexamination Certificate
2001-07-18
2003-04-22
Seidleck, James J. (Department: 1711)
Synthetic resins or natural rubbers -- part of the class 520 ser
Synthetic resins
Mixing of two or more solid polymers; mixing of solid...
C525S221000, C525S227000, C525S263000, C525S273000, C525S279000, C525S330300, C525S330500, C525S259000, C526S217000, C526S220000
Reexamination Certificate
active
06552130
ABSTRACT:
DESCRIPTION
1. Technical Field
The present invention relates to a resin composition. The resin composition of the present invention is particularly suitably used as a covering material for civil engineering and construction applications.
2. Background Art
As resins used for coating and covering concrete, asphalt, and other road surfaces or floor or wall surfaces, epoxy-based resins, acrylic resins, etc. are known. Epoxy-based resins, however, have the defects that they are difficult to coat thickly with a single coating step and are weak in durability, slow in curing speed, and long in application time.
On the other hand, acrylic resin syrups can be coated thickly by a single coating step, are short in curing time, and are superior in durability as well. As polymerization initiators for polymerizing acrylic resin syrups, for example, Japanese Examined Patent Publication (Kokoku) No. 1-21343 discloses a redox-type polymerization initiator comprised of an organic peroxide and a tertiary amine for use for a wall coating or road marking composition. When using a redox-type polymerization initiator comprised of an organic peroxide and a tertiary amine for such an acrylic resin syrup, however, there are the problems that since an amine is used as a co-catalyst, the weathering resistance is poor and the cured covering yellows along with aging.
Further, Japanese Unexamined Patent Publication (Kokai) No. 6-33020 discloses an adhesive composition comprised of an organic peroxide, a dithiosalicylic acid as a curing promoter, N,N-dimethylbenzylamine, and a copper compound as a polymerization initiator. In this case as well, however, since an amine and a copper compound are used, there was the problem of yellowing of the cured covering. In this way, it was difficult to practically apply a covering material using an acrylic resin syrup in civil engineering and construction applications.
As a method for solving this problem, for example, Japanese Examined Patent Publication (Kokoku) No. 50-22586 discloses use of a polymerization initiator comprised of a peroxide, a sulfur compound, a metal compound, and water as a polymerization initiator for an acrylic resin syrup, Japanese Unexamined Patent publication (Kokai) No. 62-43408 discloses use of a radical polymerization initiator, a reducing substance containing sulfur in its molecule, a hydrohalide of an amine or a quaternary ammonium halide, and a copper-containing compound in the production of methyl methacrylate-based polymer, and Japanese Unexamined Patent Publication (Kokai) No. 63-186705 discloses use of peroxy esters, mercaptans, organic amines, and a metal complex of a metal selected from tin, aluminum, and antimony and an organic compound such as acetylacetone in the production of a vinyl-based polymer. Further, Japanese Examined Patent Publication (Kokoku) No. 4-81611 discloses a composition including a curing agent for curing a polymerization monomer at ordinary temperature in a short time comprised of a half ester of a bifunctional acid and a salt of sulfinic acid and strongly bonding human hard tissue and metal.
The polymerization initiators able to be used in these methods, however, are effective in suppressing yellowing of the cured coverings along with aging, but when added to an acrylic resin syrup, cause quick thickening to a certain extent at room temperature and therefore make practical use for civil engineering and construction applications requiring a long pot life (application time) difficult. Further, for applications requiring curing in a short time, for example, in the case where there is a quick curing ability such as in the two-pack spray type coating method mixing the initiator and promoter right before coating, an instantaneous quick curing ability cannot be obtained. Further, at low temperature regions, a slowing of the curing time and a fall in the curing ability are observed, so practical use is not yet possible at the present.
On the other hand, Polymer Communications (Vol. 30, pp. 136 to 138 (1989) discloses using a redox initiator of a peroxomonosulfate and thiomalic acid to polymerize acrylonitrile in an aqueous solution, Makromol. Chem. (Vo. 179, pp. 295 to 300 (1978)) discloses to use a redox initiator of potassium peroxodisulfide and a thioglycolic acid to polymerize an acryloamine in an aqueous solution, J. Macromol. Sci. (a-12(9), pp. 1275 to 1281 (1978)) discloses to use a redox initiator of ammonium peroxodisulfide and thiolactic acid (2-mercaptopropionic acid) to polymerize a methacrylamide in an aqueous solution, and J. Polym. Sci. (Vol. 21, pp. 2665 to 2674 (1983)) discloses to use a redox initiator of potassium peroxodisulfide and thiomalic acid to polymerize methyl methacrylate in an aqueous solution.
These prior art documents, however, relate to aqueous radical polymerization with a redox of a water soluble peroxide and a thio compound. Therefore, it would be difficult to use such a polymerization initiator for the above civil engineering and construction applications where the resin is covered by bulk polymerization by only the monomer without using a solvent.
DISCLOSURE OF THE INVENTION
The present invention has as its object to provide a resin composition which solves the problem in the prior art described above, gives a cured covering excellent in weathering resistance and low in yellowing, enabling control of the pot life (application time), and suitable for civil engineering and construction applications such as coating and covering concrete, asphalt, or other road surfaces or floor or wall surfaces.
The present inventors engaged in intensive studies to achieve the above object and as a result discovered that by using as a polymerization initiator for curing an acrylic resin syrup a compound including a mercapto group (—SH) and carboxyl group (—COOH) in a molecule or a combination of this with an organic amine or a combination of an organic amine with a radical trapping agent, the above object can be achieved, and thereby completed the present invention.
That is, the present invention provides a resin composition which comprises
(A) a (meth)acrylic acid ester,
(B) an acrylic polymer soluble in the component (A), and
(C) a compound having a mercapto group (—SH) and a carboxyl group (—COOH) in the molecule, wherein
the proportion of the component (A) is 40 to 90 parts by mass, the proportion of the component (B) is 10 to 60 parts by mass, and the proportion of the component (C) is 0.05 to 10 parts by mass based on 100 parts by mass of the total of these component (A) and component (B) (hereinafter also referred to as the “the resin composition (I) of the present invention”).
The present invention further provides a resin composition which comprises:
(A) a (meth)acrylic acid ester,
(B) an acrylic polymer soluble in the component (A),
(C) a compound having a mercapto group (—SH) and a carboxyl group (—COOH) in the molecule, and
(F) an organic amine (hereinafter also referred to as “the resin composition (II) of the present invention”).
The present invention further provides a resin composition which comprises:
(A) a (meth)acrylic acid ester,
(B) an acrylic polymer soluble in the component (A),
(F) an organic amine, and
(G) a radical trapping agent (hereinafter also referred to as “the resin composition (III) of the present invention”).
BEST MODE FOR CARRYING OUT THE INVENTION
In the present invention, the “pot life” means the time from when starting to mix and stir the resin composition of the present invention to when stirring becomes impossible due to a rise in the viscosity, while the “curing time” means the time until the surface of the cured covering of the resin composition of the present invention becomes completely tack free.
Further, “(meth)acrylic acid ester” means an acrylic acid ester and/or a methacrylic acid ester, a “(meth)acrylic polymer” means an acrylic polymer and/or a methacrylic polymer, while a “(meth)acrylate” means an acrylate and/or a methacrylate.
In the resin composition of the present invention, the (meth)acrylic acid ester used as the (A) component is not particul
Makino Takayuki
Takemoto Toshio
Asinovsky Olga
Mitsubishi Rayon Co. Ltd.
Seidleck James J.
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