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
2002-04-02
2004-05-04
Cheung, William (Department: 1713)
Synthetic resins or natural rubbers -- part of the class 520 ser
Synthetic resins
Mixing of two or more solid polymers; mixing of solid...
C525S329900, C525S360000, C525S370000
Reexamination Certificate
active
06730746
ABSTRACT:
TECHNICAL FIELD
The present invention relates to a curable resin composition.
PRIOR ART
Curable resin compositions can be applied on various substrates to construct cured films on substrate surfaces and, as such, have heretofore been used in a broad range of applications including paints, surface treating agents such as primers and anchor-coating agents, adhesives, pressure sensitive adhesives, printing inks, and so forth. Regarding the technology relating to the polymers to be contained in such curable resin compositions, studies are underway for realizing improvements in physical properties and adhesion of cured films to various substrates through introduction of amine structures or utilization of polyvalent metal compounds adapted to form bonds necessary for curing. As such technologies to this end, the following can be reckoned, for instance.
Japanese Kokai Publication Hei-10-140059, which is directed to a recording fluid at least containing a water-soluble dye, an aqueous vehicle, an ammonium-zirconium polymer salt, and a nitrogen-containing polymer, discloses the use of a polymer of N,N-dimethylaminopropylacrylamide having a quaternary amine structure as said nitrogen-containing polymer in the Examples section. This report, thus, discloses the use of a polymer having a quaternary amine structure and an ammonium-zirconium polymer salt.
Japanese Kokai Publication Hei-10-60352 discloses a water-based pigment ink comprising a pigment, a high-molecular-weight dispersant, a polyethyleneimine of defined molecular weight, a water-soluble solvent, and water. This report discloses the use of said polyethyleneimine as a polymer having an amine structure but a metal compound capable of forming a bond is not disclosed therein.
Japanese Kokai Publication Hei-5-311099 discloses a composition for cationic electrodeposition comprising a polyamide-modified epoxy-polyamine compound, an alkyltin ester compound and at least one member between a bismuth compound and a zirconium compound. Japanese Kokai Publication Hei-9-58115, which is directed to an ink-jet recording sheet comprising a polyolefin resin-covered support sheet and, as built thereon, an ink receptive layer containing gelatin, a gelatin-crosslinking agent and a cationic resin, discloses a zirconium crosslinking agent as one of crosslinking agents. These reports further disclose that the cationic resin may be a polymer having an amine structure and the crosslinking agent be a zirconium compound.
Japanese Kokai Publication Hei-11-138979, which is directed to a recording sheet having an ink receptive layer containing a polyvinyl alcohol and a cationic high-molecular-weight resin, discloses copolymers of quaternary ammonium salts with styrene or an acrylic ester as examples of the cationic high-molecular-weight resin and further discloses that a zirconium curing agent may be employed. European Patent 0754560A1 (1996), which is directed to an ink jet recording material comprising a water-soluble, high-molecular-weight binder, an ink-jet dye-absorbing colorant, a zirconium crosslinking agent, and a cation-modified polymer, discloses the use of a polymer having a quaternary ammonium group in a main chain thereof as said cation-modified polymer in the Examples section. Japanese Kokai Publication Hei-11-78220, which is directed to a composition for recording medium comprising a mixture obtainable by mixing a polyvinyl alcohol having a defined degree of saponification and a polyvinylpyrrolidone having a defined molecular weight in a predetermined ratio and supplemented with a cationic substance and a zirconium compound, discloses the use of the quaternary ammonium salt of a polyacrylic ester as said cationic substance in the Examples section. It is disclosed in these reports that a polymer having a quaternary ammonium structure may be used as the cationic substance and a zirconium compound as a metal compound capable of forming a crosslink.
Japanese Kokai Publication H10-338861 is directed to an adhesive composition for relief plate ornamentation which comprises an amino resin, a water-based resin emulsion, and a polyvalent metal compound in a predetermined formulating ratio, mentioning a melamine compound or the like as said amino resin and a zirconium salt or the like as said polyvalent metal compound. In this report, the object is stated to crosslink these compounds.
However, while these technologies are designed to achieve improvements in performance through the use of a polymer into which an amine structure has been introduced or the use of a metal compound capable of forming a crosslink, there is room for expending more ingenuity to attain further improvements in film-forming properties and drying properties at room temperature, and adhesion to various substrates. Thus, studies are needed on curable resin compositions which may be used with advantage in various applications, for example compositions having the potential of being exploited as ink binders, receptor layers, etc. for ink-jet printing, through the improvements of performance characteristics by judicious designing of such polymers and polyvalent metal compounds.
SUMMARY OF THE INVENTION
Developed in light of the above state of the art, the present invention has for its object to provide a curable resin composition having excellent film characteristics such as film-forming properties, drying properties at room temperature and excellent adhesion to various substrates and, as such, being applicable with advantage in a broad range of uses inclusive of paints, surface treating agents, such as primers, anchor-coating agents, etc., adhesives, pressure sensitive adhesives, printing inks, and ink binders and receptor layers for ink-jet printing.
In the course of extensive research into curable resin compositions, the inventors of the present invention noticed that a carboxyl-containing polymer binds to a polyvalent metal compound to form a crosslink and discovered that when the carboxyl-containing polymer is provided with a primary amino group and/or a secondary amino group, such amino groups render the polymer more adhesive to various substrates, e.g. biaxially oriented polypropylene (OPP) film to which an ordinary curable resin composition is hard to be adhered, so that the resulting composition can be used in various applications inclusive of surface treating agents, e.g. primers, anchor-coating agents, etc., for such substrates and ink binders and receptor layers for ink-jet printing, and that the resulting composition has good film-forming properties and drying properties at room temperature. The present invention has been developed on the basis of the above finding.
The present invention, therefore, is directed to a curable resin composition comprising
a carboxyl-containing polymer and a polyvalent metal compound,
said carboxyl-containing polymer having primary and/or secondary amino groups.
The present invention is now described in detail.
DETAILED DESCRIPTION OF THE INVENTION
As the curing mechanisms of the curable resin composition of the invention, there may be mentioned such mechanisms that ammonia or carbon dioxide gas is eliminated from the polyvalent metal compound and formation of a bond between the polyvalent metal compound and that the carboxyl group occurring in the polymer and the ligand exchange reaction between the water molecule coordinated to the polyvalent metal compound and the carboxyl group having a higher affinity occurs to form a bond. Through such curing mechanisms, the crosslinked product formed by the carboxyl-containing polymer and the polyvalent metal compound is toughened to constitute a matrix of a cured film.
The polyvalent metal compound for use in the invention is preferably a salt and/or a complex. The preferred metal species includes zirconium, zinc, boron, titanium, calcium and strontium. The preferred counter ion and/or ligand include halides, hydroxides, ammonium hydroxide, ammonium carbonate, ammonium carboxylates, and carboxylic acids. Specifically, zirconium acetate, ammonium zirconium carbonate, zirconium hydroxychloride, zirconium n
Miyai Takashi
Nakanishi Hidetaka
Saeki Koichiro
Cheung William
Nippon Shokubai Co. , Ltd.
Sughrue & Mion, PLLC
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