Method of producing polymer particles having narrow particle size distribution by the use of a polymeric dispersion stabilizer

• US 5,061,766 A
• Filed: 09/18/1989
• Issued: 10/29/1991
• Est. Priority Date: 07/06/1984
• Status: Expired due to Term

• Current Assignee: Ricoh Company Limited
• Original Assignee: Ricoh Company Limited
• Inventors: Muto, Kenkichi, Yamashita, Hiroshi
• Primary Examiner(s): Henderson, Christopher
• Application Number:
  US07/408,269
• Time in Patent Office: 771 Days
• Field of Search: 526/191, 526/201, 526/209, 526/194, 526/203, 526/204, 526/212
• US Class Current: 526/191
• CPC Class Codes: C08F 2/08 with the aid of dispersing agents for the polymer
• CPC Class Codes: Y10S 526/909 Polymerization characterized by particle size of product

Abstract

A method of producing polymer particles having a particle size distribution of ±25% with respect to each average particle size in an amount of 95 wt. % or more, within the average particle sizes ranging from 1 μm to 100 μm, is disclosed, which comprises the steps of: (1) adding a polymer dispersion stabilizer in an amount of 0.1 to 10 wt. % to a hydrophilic organic liquid in which the polymer dispersion stabilizer is soluble; (2) adding thereto at least one vinyl monomer in an amount of not more than 50 times by weight the amount of the polymeric dispersion stabilizer, which monomer is soluble in the hydrophilic organic liquid, but a polymer synthesized from the monomer being swelled or substantially insoluble in the hydrophilic organic liquid; and (3) polymerizing the monomer under the condition that the amount of the vinyl monomer is 200 wt. % or less of the hydrophilic organic liquid.

Claims

1. A method of producing polymer particles having a particle size distribution of ±

25% with respect to each average particle size in an amount of 95 wt. % or more, within the average particle sizes ranging from 1 μ

m to 100 μ

m, comprising the steps of;

(1) adding a polymeric dispersion stabilizer in an amount of 0.1 to 10 wt. % to a hydrophilic organic liquid in which said polymeric dispersion stabilizer is soluble;

(2) adding thereto at least one vinyl monomer in an amount of not more than 20 times by weight of the amount of said polymeric dispersion stabilizer, which monomer is soluble in said hydrophilic organic liquid, but when polymerized said polymer is swellable or is substantially insoluble in said hydrophilic organic liquid; and

(3) polymerizing said monomer under the condition that the amount of said vinyl monomer is 200 wt. % or less of said hydrophilic organic liquid.

2. A method of producing polymer particles as claimed in claim 1, wherein said hydrophilic organic liquid is selected from the group consisting of methyl alcohol, ethyl alcohol, modified ethyl alcohol, isopropyl alcohol, n-butyl alcohol, isobutyl alcohol, tert-butyl alcohol, sec-butyl alcohol, tert-amyl alcohol, 3-pentanol, octyl alcohol, benzyl alcohol, cyclohexanol, furfuryl alcohol, tetrahydrofurfuryl alcohol, ethylene glycol, glycerol and diethylene glycol.

3. A method of producing polymer particles as claimed in claim 1, wherein said hydrophilic organic liquid is selected from the group consisting of methyl cellosolve, cellosolve, butyl cellosolve, isopropyl cellosolve, butyl cellosolve, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, diethylene glycol monomethyl ether and diethylene glycol monoethyl ether.

4. A method of producing polymer particles as claimed in claim 1, wherein said polymeric dispersion stabilizer is selected from the group consisting of homopolymers and copolymers of acrylic acid, methacrylic acid, α

-cyanoacrylic acid, α

-cyanonmethacrylic acid, itaconic acid, crotonic acid, fumaric acid, maleic acid and maleic anhydride.

5. A method of producing polymer particles as claimed in claim 1, wherein said polymeric dispersion stabilizer is selected from the group consisting of homopolymers and copolymers of acrylic acid β

-hyroxyethyl, methacrylic acid β

-hydroxyethyl, acrylic acid β

-hydroxypropyl, methacrylic acid β

-hydroxypropyl, acrylic acid β

-hydroxypropyl, methacrylic acid β

-hydroxypropyl, acrylic acid 3-chloro-2-hydroxypropyl, methacrylic acid 3-chloro-2-hydroxypropyl, diethylene glycol monoacrylic acid ester, diethylene glycol monomethacrylic acid ester, glycerol monoacrylic acid ester, glycerol monomethacrylic acid ester, N-methylolacrylamide and N-methylol-methacryl-amide.

6. A method of producing polymer particles as claimed in claim 1, wherein said polymeric dispersion stabilizer is selected from the group consisting of homopolymers and copolymers of vinylmethyl ether, vinylethyl ether and vinylpropyl ether.

7. A method of producing polymer particles as claimed in claim 1, wherein said polymeric dispersion stabilizer is selected from the group consisting of homopolymers and copolymers of vinyl acetate, vinyl propionate and vinyl butyrate.

8. A method of producing polymer particles as claimed in claim 1, wherein said polymeric dispersion stabilizer is selected from the group consisting of homopolymers and copolymers of acrylic amide, methacrylic amide, diacetone acrylic amide, methylol derivatives thereof, acrylic acid chloride and methacrylic acid chloride.

9. A method of producing polymer particles as claimed in claim 1, wherein said polymeric dispersion stabilizer is selected from the group consisting of homopolymers and copolymers of vinylpyridine, vinylpyrrolidone, N-vinylimidazole and ethyleneimine.

10. A method of producing polymer particles as claimed in claim 1, wherein said polymeric dispersion stabilizer is selected from the group consisting of homopolymers and copolymers of polyoxyethylene, polyoxypropylene, polyoxyethylene alkylamine, polyoxyethylene alkylamide, polyoxypropylene alkylamide, polyoxyethylene nonyl phenyl ether, polyoxyethylene lauryl phenyl ether, polyoxyethylene stearylphenylester and polyoxyethylene nonylphenyl ester.

11. A method of producing polymer particles as claimed in claim 1, wherein said polymeric dispersion stabilizer is selected from the group consisting of homopolymers and copolymers of methylcellulose, hydroxyethylcellulose and hydroxypropylcellulose.

12. A method of producing polymer particles as claimed in claim 1, wherein said polymeric dispersion stabilizer is employed in combination with at least one component selected from the group consisting of finely-divided particles of cobalt, iron, nickel, aluminum, copper, tin, lead, magnesium, iron oxide, copper oxide, nickel oxide, zinc oxide, titanium oxide, silicon oxide, carbon black, Nigrosine, Aniline Blue, Chrome Yellow, Phthalocyanine Blue, and Rose Bengale.

13. A method of producing polymer particles as claimed in claim 1, wherein said polymeric dispersion stabilizer is employed in combination with at least one component selected from the group consisting of negative ion surface active agents and positive ion surface active agents.

14. A method of producing polymer particles as claimed in claim 1, wherein said vinyl monomer is selected from the group consisting of styrene, o-methylstyrene, m-methylstyrene, p-methylstyrene, o-methylstyrene, p-ethylstyrene, 2,4-dimethylstyrene, p-n-butylstyrene, p-tert-butylstyrene, p-n-hexylstyrene, p-n-octylstyrene, p-n-nonylstyrene, p-n-decylstyrene, p-n-dodecylstyrene, p-methoxystyrene, p-phenylstyrene, p-chlorostyrene and 3,4-dichlorostyrene.

15. A method of producing polymer particles as claimed in claim 1, wherein said vinyl monomer is selected from the group consisting of methyl acrylate, ethyl acrylate, n-butyl acrylate, isobutyl acrylate, propyl acrylate, n-octyl acrylate, dodecyl acrylate, lauryl acrylate, 2-ethylhexyl acrylate, stearyl acrylate, 2-chloroethyl acrylate, phenyl acrylate, methyl a-chloroacylate, methyl methacrylate, ethyl methacrylate, propyl methacrylate, n-butyl methacrylate, isobutyl methacrylate, n-octyl methacrylate, dodecyl methacrylate, lauryl methacrylate, 2-ethylhexyl methacrylate, stearyl methacrylate, phenyl methacrylate, dimethylaminoethyl methacrylate and diethyl-aminoethyl methacrylate.

16. A method of producing polymer particles as claimed in claim 1, wherein said vinyl monomer is selected from the group consisting of acrylonitrile, methacrylonitrile and acrylamide.

17. A method of producing polymer particles as claimed in claim 1, wherein said vinyl monomer is selected from the group consisting of vinyl chloride, vinylidene chloride, vinyl bromide and vinyl fluoride.