Orient Chemical Industries, Ltd.

Orient Chemical Industries Co., Ltd.

Orient Chemicals Industries, Lt.

Kazuyoshi Kuroda

Yasuhiro Yamasaki

Masashi Yasumatsu

Kenji Takaki

Kaori Sato

Jun Hikata

Osamu Yamate

Heihachi Yushina

Provided is a charge control agent comprising a phenol multimeric mixture of a plurality of phenol multimers of the formula (1). A is a 4-chlorophenol ring-containing group of the formula (2) or the formula (3), R-Rare hydrogen atoms or alkyl groups, m is an integer of 0-2, and x is an integer of 16-28, when A is represented by the formula (2), and a number in the range indicated by (14&#x2212;2m)/(m+2) to (26&#x2212;2m)/(m+2), when A is represented by the formula (3): 

Charge control agent and toner for electrostatic image development containing same

A method for manufacturing a charge control agent comprising steps of: (in the chemical formula [1], &#x2014;Ar&#x2014; and &#x2014;Ar&#x2014; are aromatic groups) and a metal chelating agent to prepare an azo-type metal complex salt intermediate; (in the chemical formula [2], &#x2014;Ar&#x2014; and &#x2014;Ar&#x2014; are the same as the chemical formula [1]; M is a trivalent metal; Bis a cation except an ammonium ion; n is from 0.70 to 1.00).

Method for manufacturing charge control agent

The charge control agent comprises aggregate particles including an azo-type iron complex salt represented by the following chemical formula [VI] (in the chemical formula [VI], Bis (H)(Na)and x is mole ratio and 0.6 to 0.9, or Bis (H)(Na)and y is mole ratio and 0 to 0.2) and the aggregate particles have 0.5 to 5.0 microns of an average particle size. A toner for developing an electrostatic image comprises a resin for the toner and the charge control agent. An image formation process of electrophotography comprises a step for developing an electrostatic latent image on an electrostatic latent image frame by a developer including the toner.

Electric charge controlling agent, toner for developing electrostatic charge image containing the same, and method for forming image using the toner

A charge control agent of the present invention comprises aggregate particles of an azo-type iron complex salt represented by the following chemical formula [I] in the chemical formula [I], R&#x2014;, R&#x2014;, R&#x2014;, R&#x2014;, R&#x2014; and R&#x2014; are same or different to each other, n is 0.7 to 0.99,the aggregate particles have an average particle size of 1 to 4 microns and an average particle size of a primary particulate crystalline, that is fined the aggregate particles with ultrasonic irradiation, is at most 3 microns. A toner for developing an electrostatic image comprises a resin for the toner and the charge control agent.

Charge control agent and toner for electrostatic image development

The present invention intends to provide a simple process for preparing triarylamine dimer without using any expensive chemicals, the process being able to achieve high reaction yield and being advantageous to be carried out on an industrial scale. The present invention provides a process for preparing triarylamine dimer (I) using the Ullmann reaction represented by the scheme:

Process for preparing triarylamine dimer

A process for preparing .chi.-form metal free phthalocyanine comprising: dry milling amorphous-like .alpha.-form metal free phthalocyanine to form .chi.-form metal free phthalocyanine partially; and wet milling or dispersing with stirring the resulting polymorph mixture in the presence of a cyclic organic solvent comprising an amide moiety. A simple process for preparing high-pure .chi.-form H2-Pc suitable as a charge generating meterial of an organic photoreceptor is provided, by improving the conventional technique for preparing .chi.-form H2-Pc.

Process for preparing .chi.-form metal free phthalocyanine

A layered-form electrophotographic photoreceptor which is composed of a conductive substrate, a charge generating layer (CGL) laid on the conductive substrate, and a charge transporting layer (CTL) laid on the CGL, wherein the CGL includes .mu.-oxo-aluminum phthalocyanine dimer as a charge generating material (CGM), and the CTL comprises a specific hydrazone compound as a charge transporting material (CTM). The electrophotographic photoreceptor shows good stability and electric property (for example, good chargeability, low dark decay, and low residual potential), even if it is employed as a high-gamma photoreceptor which corresponds to a short wavelength light sauce such as LD ray and LED ray.

Layered-form electrophotographic photoreceptor

The present invention provides novel .mu.-Oxo-aluminum/gallium phthalocyanine dimer having a structure of the formula (A): ##STR1## The .mu.-oxo-aluminum/gallium phthalocyanine dimer, and the mixed crystals comprising the .mu.-oxo-aluminum/gallium phthalocyanine dimer are suitable as a charge generating material for an organic photoconductive material, such as an electrophotographic photoreceptor.

(.mu.)-oxo-aluminum/gallium phthalocyanine dimer

The present invention provides .mu.-oxo-gallium phthalocyanine dimer having a novel polymorph. The .mu.-oxo-gallium phthalocyanine dimer may be applied as a charge generator for an organic photoconductive material, such as a photoreceptor of practical use and a high-gamma photoreceptor. The resulting organic photoconductive material has good stability and good electronic properties. The .mu.-oxo-gallium phthalocyanine dimer having a novel polymorph which shows diffraction peaks at a Bragg angle (2.theta..+-.0.2.degree.) of 6.8.degree., 12.9.degree., 19.0.degree., 19.6.degree., 20.3.degree., 25.5.degree., 25.9.degree. and 26.9.degree. in an X-ray diffraction spectrum by CuK .alpha.-ray.

.mu.-oxo-gallium phthalocyanine dimer having novel polymorph and

The present invention provides .mu.-oxo-gallium phthalocyanine dimer having a novel polymorph. The .mu.-oxo-gallium phthalocyanine dimer may be applied as a charge generator for an organic photoconductive material, such as a photoreceptor of practical use and a high-gamma photoreceptor. The resulting organic photoconductive material has good stability and good electronic properties. The .mu.-oxo-gallium phthalocyanine dimer having a novel polymorph which shows diffraction peaks at a Bragg angle (2 .theta..+-.0.2.degree.) of 6.8.degree., 12.9.degree., 19.0.degree., 19.6.degree., 20.3.degree., 25.5.degree., 25.9.degree. and 26.9.degree. in an X-ray diffraction spectrum by CuK .alpha.-ray.

.mu. -oxo-galliuim phthalocyanine dimer having novel polymorph and

The present invention provides .mu.-oxo-aluminum phthalocyanine dimer having a novel polymorph. The .mu.-oxo-aluminum phthalocyanine dimer may be applied to as a charge generator for an organic photoconductive material, such as a high-gamma photoreceptor which is corresponding to a short-wavelength of light sauce (LED). The .mu.-oxo-aluminum phthalocyanine dimer having a novel polymorph which shows diffraction peaks at a Bragg angle (20.theta..+-.0.2.degree.) of 6.9.degree., 9.7.degree., 13.8.degree., 15.4.degree., 23.9.degree., and 25.9.degree. in a X-ray diffraction spectrum by CuK .alpha.-ray.

Growing community of inventors

Neyagawa, Japan

Kazuyoshi Kuroda