Acrylic resin powder and resin composition for hot melt adhesives, and method of producing same
US-2019233562-A1 · Aug 1, 2019 · US
US11939413B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-11939413-B2 |
| Application number | US-202017031988-A |
| Country | US |
| Kind code | B2 |
| Filing date | Sep 25, 2020 |
| Priority date | Mar 26, 2018 |
| Publication date | Mar 26, 2024 |
| Grant date | Mar 26, 2024 |
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An acrylic resin powder soluble in acetone, including a multi-stage polymer (M) that includes a polymer (B) obtained by polymerizing a monomer mixture (b) containing methyl methacrylate and an alkyl (meth)acrylate ester (mb) in the presence of a polymer dispersion that contains a polymer (A) obtained by polymerizing a monomer mixture (a) containing an alkyl (meth)acrylate ester (ma), in which an alkyl group in the alkyl (meth)acrylate ester (ma) has 4 to 8 carbon atoms, an alkyl group in the alkyl (meth)acrylate ester (mb) has 4 to 8 carbon atoms, a glass transition temperature of the polymer (A) is 20° C. or lower, a glass transition temperature of the polymer (B) obtained by polymerizing the monomer mixture (b) is 55° C. or higher, and a mass average molecular weight of the multi-stage polymer (M) is 10,000 or more and 300,000 or less.
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The invention claimed is: 1. An acrylic resin powder, comprising: a multi-stage polymer (M) comprising: a polymer (B) obtained by polymerizing a monomer mixture (b) in the presence of a polymer dispersion of a polymer (A) obtained by polymerizing a monomer mixture (a) containing 50% to 60% by mass of methyl methacrylate and an alkyl (meth)acrylate ester (ma); wherein the monomer mixture (b) comprises: 50% to 90% by mass of methyl methacrylate, 10% to 50% by mass of an alkyl (meth)acrylate ester (mb), and 0% to 10% by mass of a copolymerizable monomer different from methyl methacrylate and the alkyl (meth)acrylate ester (mb), the alkyl group of the alkyl (meth)acrylate ester (ma) has 4 to 8 carbon atoms, the alkyl group of the alkyl (meth)acrylate ester (mb) bas 4 to 8 carbon atoms, a glass transition temperature of the polymer (A) is 20° C. or lower, a glass transition temperature of the polymer (B) is 55° C. or higher, the acrylic resin powder is soluble in acetone, and a mass average molecular weight of the multi-stage polymer (M) is 10,000 or more and 300,000 or less. 2. The acrylic resin powder according to claim 1 , wherein a volume average particle diameter of a primary particle of the multistage polymer (M) is from 0.1 μm to 10 μm. 3. The acrylic resin powder according to claim 1 , wherein a volume average particle diameter of secondary particles of the multistage polymer (M) is from 20 μm to 100 μm. 4. The acrylic resin powder according to claim 1 , wherein the monomer mixture (a) comprises with respect to a total mass of the monomer mixture (a); from 50% to 60% by mass of methyl methacrylate; greater than 40% by mass of the alkyl (meth)acrylate ester (ma), and from 0% to 10% by mass of a copolymerizable monomer different from methyl methacrylate and the alkyl (meth)acrylate ester (ma) of. 5. The acrylic resin powder according to claim 1 wherein the polymer (A) is 10% to 80% by mass in a case where a total amount of polymers constituting the multi-stage polymer (M) is set to 100% by mass. 6. A method for producing the acrylic resin powder according to claim 1 , comprising: performing polymerization to form a polymer (B) by dropwise adding a monomer mixture (b) to a polymer dispersion (Al) that contains a polymer (A) obtained by polymerizing a monomer mixture (a) containing 50% to 60% by mass of methyl methacrylate and an alkyl (meth)acrylate ester (ma) and a chain transfer agent of 0.1 to 3 parts by mass with respect to 100 parts by mass of the monomer mixture (a), to obtain a polymer dispersion (M1) that contains the multi-stage polymer (M) that includes the polymer (A) and the polymer (B); and spray-drying the polymer dispersion (M1) containing the multi-stage polymer (M) to obtain an acrylic resin powder, wherein the monomer mixture (h) comprises: 50% to 90% by mass of methyl methacrylate 10% to 50% by mass of an alkyl (meth)acrylate ester (mb), 0% to 10% by mass of a copolymerizable monomer different from methyl methacrylate and the alkyl (meth)acrylate ester (mh), and a chain transfer agent of 0.1 to 3 parts b mass with respect to 100 parts by mass of the monomer mixture (b), the alkyl group of the alkyl (meth)acrylate ester (ma) has 4 to 8 carbon atoms, and the alkyl group of the alkyl (meth)acrylate ester (mb) has 4 to 8 carbon atoms. 7. The method for producing the acrylic resin powder according to claim 6 , wherein the monomer mixture (a) comprises with respect to a total mass of the monomer mixture (a): from 50% to 60% by mass of methyl methacrylate; greater than 40% by mass of the alkyl (meth)acrylate ester (ma); and from 0% to 10% by mass of a copolymerizable monomer different from methyl methacrylate and the alkyl (meth)ylate ester (ma). 8. The r ethod for producing the acrylic resin powder according to claim 6 , wherein a content of the polymer (A) is 10% to 80% by mass with respect to a total mass of the multi-stage polymer (M). 9. A resin composition., comprising: a solution of the acrylic resin powder according to claim 1 in a polyalkylene glycol. 10. The resin composition according to claim 9 , wherein the polyalkylene glycol has a number average molecular weight of 200 to 5000. 11. The resin composition according to claim 9 , further comprising: a polyester polyol. 12. A method for producing a resin composition, comprising: dissolving the acrylic resin powder obtained by the method according to claim 6 , in a polyalkylene glycol. 13. A hot melt adhesive comprising a urethane prepolymer obtained by mixing the resin composition according to claim 9 with an isocyanate. 14. A method for producing a hot melt adhesive, comprising: dissolving the acrylic resin powder obtained by the method according to claim 6 , in a polyalkylene glycol to obtain a resin composition; and mixing the resin composition with an isocyanate to obtain a urethane prepolymer.
Polymerisation of acrylate or methacrylate esters on to polymers thereof · CPC title
Methyl esters {, e.g. methyl (meth)acrylate} · CPC title
Polymers of esters of acrylic or methacrylic acid · CPC title
Powdering or granulating · CPC title
Homopolymers or copolymers of methyl methacrylate · CPC title
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