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 Production of surface-modified organic particles

Details
Inventors: Yabuuchi, Naoya; Kanakura, Akihiro; Kishida, Takahito; Maruta, Masayuki; Nagata, Koichi; Shimizu, Makoto;
Assignee: Nippon Paint Co., Ltd. (Osaka, JP)
Primary Examiner: Martin; Roland
Assistant Examiner:
Attorney, Agent or Firm: Wenderoth, Lind & Ponack

The present invention provides an improved process for producing organic particles (e.g. toner particles) having uniform charge controlling coating and excellent charge controlling effect. In the process, a dispersion comprising the organic particles (A), a specific compound (B) forming insoluble substances upon reacting with an insolubilizer (D) and a dispersing medium is prepared and then reacted with the insolubilizer (D).

DETAILED DESCRIPTION OF THE INVENTION The organic particles (A) employed in the present invention may be prepared by art-known methods, such as melt-grinding method, suspension polymerization, dispersion polymerization, interfacial polycondensation, emulsion polymerization and the like.
The organic particles can be any organic particles, but preferably toner particles which contain a colorant (e.
g.
carbon black), if necessary a releasing agent and magnetic powder.
The organic particles (A) preferably have a weight average particle size of 0.
1 to 100 micrometer, more preferably 2.
5 to 12.
5 micrometer for toner.
Examples of the matrix resin of the organic particles are polystyrenes or poly(substituted styrenes) (e.
g.
polystyrene, polyvinyltoluene), styrene-substituted styrene copolymer, styrene-acrylate copolymer, styrene-methacrylate copolymer, styrene-acrylonitrile copolymer, polyvinyl chloride, polyolefin, silicone resin, polyester, polyurethane, polyamide, epoxy resin, modified rosin, phenol resin and the like.
The compound (B) of the present invention is selected from the group consisting of the compounds (a), (b), (c) and (d).
##STR4## wherein R.
sup.
1, the same or different, represents a hydrogen atom, an alkyl group having 1 to 22 carbon atoms, an aryl group having 6 to 22 carbon atoms which may be substituted, and X represent an halogen atom.
Typical examples of the group R.
sup.
1 are hydrogen; an alkyl group, such as methyl, ethyl, propyl, butyl, pentyl, hexyl, octyl, nonyl, decyl, dodecyl, tetradecyl, hexadecyl, octadecyl etc.
; a substituted or non-substituted aryl group, such as phenyl, naphthyl, tolyl, benzyl, p-chlorobenzyl, phenetyl, anthryl etc.
; and the like.
The group X includes chlorine, fluorine, bromine and the like.
The subtituent of the group R.
sup.
1 may include a halogen atom, a cyano group, and the like.
Typical examples of the compounds (a) are tetramethylammonium chloride, cetyltrimethylammonium chloride, distearyldimethylammonium chloride, benzyltrimethylammonium chloride and the like



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