Hot-melt pressure-sensitive adhesive composition and pressure-sensitive adhesive sheet
US-2024093060-A1 · Mar 21, 2024 · US
US10174190B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-10174190-B2 |
| Application number | US-201515306223-A |
| Country | US |
| Kind code | B2 |
| Filing date | Mar 26, 2015 |
| Priority date | Apr 25, 2014 |
| Publication date | Jan 8, 2019 |
| Grant date | Jan 8, 2019 |
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There are provided a method for producing particles by suspension polymerization which ensures an excellent dispersion stability of the monomer and a simpler washing step, composite particles obtainable by this production method, and use of the composite particles. The method for producing composite particles includes a polymerization step of subjecting a monomer mixture which contains a polymerizable vinyl monomer to aqueous suspension polymerization in a presence of small polymer particles having a volume-average particle size of 20 to 500 nm, with a water-soluble cellulose compound adsorbing on surfaces of the small polymer particles, and thereby obtaining composite particles which contain the small polymer particles and large polymer particles greater than the small polymer particles.
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The invention claimed is: 1. A method for producing composite particles comprising an adsorbing step of causing a water-soluble cellulose compound to adsorb on surfaces of small polymer particles having a volume-average particle size of 20 to 500 nm and, following the adsorbing step, a polymerization step of subjecting a monomer mixture which contains a polymerizable vinyl monomer to aqueous suspension polymerization in a presence of the small polymer particles, thereby obtaining composite particles which contain the small polymer particles and large polymer particles greater than the small polymer particles. 2. The method for producing composite particles according to claim 1 , wherein the small polymer particles are made of a crosslinked polymer. 3. The method for producing composite particles according to claim 1 , wherein the small polymer particles are made of a polymer of a polymerizable vinyl monomer containing a hydrophilic monofunctional monomer. 4. The method for producing composite particles according to claim 1 , wherein the monomer mixture further contains at least one polymerizable phosphoric acid monomer represented by Formula (1) or Formula (2): wherein n represents 1 to 5, and when a equals 1, b equals 2, while when a equals 2, b equals 1; or wherein R is hydrogen, a methyl group, or a chloromethyl group; m is 1 to 20; when a equals 1, b equals 2, while a equals 2, b equals 1. 5. The method for producing composite particles according to claim 1 , wherein at least one of hydroxypropyl cellulose and hydroxypropyl methylcellulose is used as the water-soluble cellulose compound. 6. The method for producing composite particles according to claim 1 , wherein, in the adsorption step, the water-soluble cellulose compound is caused to adsorb on the surfaces of the small polymer particles, in a state where the small polymer particles coexist with the water-soluble cellulose compound under a temperature condition where the water-soluble cellulose compound has a temperature of (T-15°) C. or higher, where T represents a lower critical solution temperature (° C.) or a cloud point (° C.) of the water-soluble cellulose compound. 7. The method for producing composite particles according to claim 1 , wherein an amount of the small polymer particles is from 0.010 to 0.15 g/m 2 per unit surface area of the composite particles. 8. Composite particles obtained by the method for producing composite particles according to claim 1 , wherein surfaces of the large polymer particles are at least partially covered by a layer made of the small polymer particles. 9. Composite particles comprising: small polymer particles having a particle size of 20 to 500 nm on which a water-soluble cellulose compound is adsorbed; and large polymer particles greater than the small polymer particles, and made of a polymer of a monomer mixture containing a polymerizable vinyl monomer, the small polymer particles adhering to at least a part of surfaces of the large polymer particles. 10. The composite particles according to claim 9 , wherein the small polymer particles are made of a crosslinked polymer. 11. The composite particles according to claim 9 , wherein the monomer mixture further contains at least one polymerizable phosphoric acid monomer represented by Formula (1) or Formula (2): wherein n represents 1 to 5, and when a equals 1, b equals 2, while when a equals 2, b equals 1; or wherein R is hydrogen, a methyl group, or a chloromethyl group; m is 1 to 20; when a equals 1, b equals 2, while a equals 2, b equals 1. 12. The composite particles according to claim 9 , wherein the surfaces of the large polymer particles are at least partially covered by a layer made of the small polymer particles. 13. The composite particles according to claim 9 , wherein a value of change in avalanche energy AE before and after an avalanche, representing particle flowability, is in a range from 10 to 45 kJ/kg. 14. An external preparation comprising the composite particles according to claim 9 . 15. A coating agent comprising the composite particles according to claim 9 . 16. An optical film obtainable by applying the coating agent according to claim 15 onto a base material. 17. A resin composition comprising the composite particles according to claim 9 , and a base resin. 18. A molded product obtained by molding the resin composition according to claim 17 . 19. Composite particles comprising: small polymer particles having a particle size of 20 to 500 nm; large polymer particles greater than the small polymer particles, and made of a polymer of a monomer mixture containing a polymerizable vinyl monomer, and a water-soluble cellulose compound, wherein a value of change in avalanche energy AE before and after an avalanche, representing particle flowability, is in a range from 10 to 45 kJ/kg, the small polymer particles adhering to surfaces of the large polymer particles. 20. An external preparation comprising the composite particles according to claim 19 . 21. A coating agent comprising the composite particles according to claim 19 .
Additives · CPC title
Suspension polymerisation · CPC title
containing two or more polymers of the same hierarchy C08L, and differing only in parameters such as density, comonomer content, molecular weight, structure · CPC title
Polymerisation of acrylate or methacrylate esters on to polymers thereof · CPC title
with hydroxylated hydrocarbon radicals · CPC title
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