JPS60107655A - Electrophotographic toner - Google Patents

Abstract

PURPOSE:To enhance image sharpness, durability against successive copying, etc., by using a specified 2:1 type metal complex salt compd. as an electrostatic charge controller and also as a colorant. CONSTITUTION:An objective electrophotographic toner is obtained by successively carrying out melting, mixing, solidifying, and pulverizing of a binder resin and, as a charge controller and also as a colorant, a 2:1 metal complex salt compd. represented by formula I in which R1 is H, 1-4C alkyl, or the like; R2 is halogen; R3 is H, 1-10C alkyl, or the like; R4 is H, 1-4C alkyl, or the like; M is Cr or Co; m is 1-4; and X<-> is an anion. The compd. of formula I is obtained by diazotizing a compd. of formula II, coupling it with a compd. of formula III, and treating the obtained compd. of formula IV (Y<-> is an anion) with a Cr or Co donor in water or an org. solvent.

Description

[Detailed description of the invention] The present invention relates to toner powder for electrophotography.

Transferred to an electronic photoconductor, developed with an IJF agent and visualized using a photoconductive material, etc. to form an electrostatic latent layer of +7 on the photoconductor, and then developed with an IJF agent and visualized with heat or a solvent. The most common method is to fix it.

As a developer for such electrophotography, a mixture of a fine particle powder called a toner consisting of a resin and a colorant, and a microscopic glass bead or iron powder called a carrier is used.

The present invention is directed to this one type of developer powder called toner.

Since the photoconductor layer can be positively or negatively charged,
Exposure under the original produces a positive or negative static @ latent image. Therefore, when negative electrostatic latent soil is developed with positively charged developer powder, a positive-positive extension that matches the original is produced. However, when development is performed with negatively charged developer powder on a positive electrostatic potential, the tone of the crystallization is reversed and a negative image of the original, that is, a positive negative image is produced. In this way, the electron ′J
Is there a developer powder that has a positive f charge and a negative one? f
There are two types of developing powder.

Of these, the present invention relates to a developing powder that generates exactly 18 electrons.

Generally, developer powder is a fine powder made by mixing synthetic resin with coloring agents such as dyes and pigments.

In order to give the developing powder a positive g charge, the dye mixed therein plays an important role not only in its coloring but also in its electrostatic 1'' character as a charge control agent.

As a positive charge control agent, salt horns such as nigrosine; sex dye f') have been used, but the dyes such as nigrosine that have been used in the past have large variations in band 711 characteristics between manufactured products. Furthermore, when it is made into a toner, it has disadvantages such as poor durability against repeated continuous copying and poor densities.

As a result of repeated research to solve the above problems, the present inventors discovered a charge control agent that has positive charge control properties and good compatibility with resins, and invented a toner that has a positive charge control property. I ended up doing it.

That is, the present invention is based on the following general formula (1) (wherein R1 is a hydrogen atom, an alkyl group having 1 to 4 carbon atoms,
C1-4 alkoxy group, C2-5 alkoxycarbonyl group, acylaminodon, aminocarbonyl group, aminosulfonyl group, C2-5 alkylaminocarbonyl l'&, Rm b1-3 furkyl Represents a sulfonyl group, nidroba, cyan group, halogen atom,
m is 1.2.3 or 4, and if m is 2 or more,
R1 can also be different substituents % at
represents a hydrogen atom, a halogen atom, a cyano group, a nitro group, a methylcy(, ethyl group, a globyl group), and 1.R4 is
Represents a hydrogen atom, an alkyl group having 1 to 1 o carbon atoms, or a phenyl group which may be feffl, R4 represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, or a halogen atom,
M represents a chromium atom or a cobalt atom, and the side
represents an anion. ) 2:1 mold FS represented by
('f! This is an electrophotographic toner containing a salt compound as a charge control agent and a colorant.

2:1 type metal powder f! of general formula (1) used in the toner of the present invention! The + salt compound is obtained by cydiazotizing the diazo component represented by the general formula (2) (wherein R1 and m are as defined above) by a conventional method, and converting this diazo compound into the following general formula (5). (In the formula, R2, Jin, and R4 are the previously scanned letters.

) by coupling with the coupling component i represented by the following general formula (4) (where Ru
, Rt % Rt % Ra , m as previously defined, and Ye represents an anion. ) is synthesized, and then this monoazo compound is mixed with water,
Alternatively, it can be obtained by treatment with a chromating agent or a cobaltizing agent in a conventional solvent.

The complex salt compound according to the present invention obtained in this manner has a positive chargeability, and a resin (e.g., styrene and its 16-substituted monomer such as polystyrene, polyvinyltoluene, styrene-substituted styrene), etc. Polymer, styrene-acrylic ester copolymer, styrene-methacrylic ester copolymer, styrene-acrylonitrile copolymer, polyvinyl chloride, polyethylene, silicone resin, polyester, polyurekne, polyamide, evo The powder dispersed by iL 13 and further pulverized shows positive chargeability.Furthermore, this dye has a good phase interface with the resin mentioned above, and is evenly dispersed in one resin. On the other hand, this complex salt compound has extremely low solubility in water, so it is not affected by environmental humidity and can maintain stable positive charge.

The developing powder of the present invention is synthesized from a complex salt compound of formula (1)ff?
Melt and blend J fat in a range of 1 to 50% by weight, solidify and then crush with a ball mill or other crusher, or add a polymerization initiator to the synthetic resin monomer, and convert the complex salt compound with K into monomer. 1 to 50% by weight, and the mixture is polymerized while suspended in water. At this time, other coloring agents or carbon black may be added in addition to the complex salt compound. The developer powder produced in this way provides an amount of charge suitable for developing a zero-electrode image through friction with the carrier, and the amount of charge is maintained constant even after development is repeated.
The charge distribution is also uniform and maintained at a constant 1♀. Therefore, the 100 FH developed using this developing powder has a uniform and constant rho degree, and is much clearer than the conventional positive developing powder.

Hereinafter, a detailed explanation of the present invention will be given with reference to Examples.

In the examples, parts represent parts by weight.

'f! , Example 1 100 parts of styrene-n-butyl methacrylate copolymer and 10 parts of carbon black were added to 2 parts of the gold fi complex compound represented by Example 1, mixed well, mixed while heating and melting, and after cooling. Roughly crushed using a mixer, then high-speed centrifugal crushing $:, f'! A fine, positively charged toner was obtained by pulverization. The above toner was applied to a commercially available copying machine using an oxide photoreceptor with a diameter of 100~
When mixed with 150 μm iron powder and used, clear images with no fogging ('3+) were obtained.
F coulage 11, measured by blow-off method, average 1
7.6μC/+y, and the charge distribution is 17.3~
It was very uniform at 180 μC/g.

Examples 2 to 19 According to Example 1, toners containing a gold scrap lead salt compound were obtained with the compositions shown in the following table. The charging characteristics of these toners are also summarized in the table.

Claims (1)

[Scope of Claims] The following general formula (1) (where ■ζ1 is a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, or an alkoxycarponyl group having 2 to 5 carbon atoms) Zinc, acylamino 8, aminocarbonyl group, aminosulfonyl L, Rm? alkylaminocarbonyl group with 2 to 5 carbon atoms, alkyanosulfonyl group having 1 to 3 carbon atoms, 21 D), (, cyano group, halogen atom , in is 1,2,3 or 4, A is a combination of two or more; it can also be a serving group that is different from each other by 11 places, and Rt is a water $11λ atom, a halogen atom, Represents a cyano group, nitromi, methyl group, ethyl group, propyl group, RI Ir, I', 1 water T atom, carbon number 1-10
represents an alkyl group, an optionally substituted phenyl group, R,, i[, a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, a halogen atom, 17, M represents a chromium atom or a cobalt atom; where Xe represents an anion. ) A toner for electrophotography which contains a 2:1 type metal complex salt compound represented by the following as a charge control agent and a stain coloring agent.