JPH02210360A - yellow toner - Google Patents

Abstract

(57) [Summary] This bulletin contains application data before electronic filing, so abstract data is not recorded.

Description

DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to a yellow toner particularly suitable for color electrophotography.

[Conventional technology]

Is electrophotography the second US patent? / issue, Special Publication Showa 4I
--239 No. θ Publication and Special Publication Shogu 3-copy4Ir
After developing the latent image as a powder image with toner and transferring the powder image to paper or the like as necessary, the latent image is developed using a solvent vapor or the like using heat and pressure. It is here to stay.

In addition, in recent years, an electrostatic latent image of the document is formed by exposing it to spectral light, and the image is developed with color toner of each color to obtain a colored copy image, or the copy images of each color are superimposed. Color copying methods for producing full-color copies have been put into practical use, and color toners such as yellow, magenta, and cyan, which are made by dispersing dyes and/or pigments of various colors in a binder resin, have been manufactured as color toners for use in printing. There is.

The toner used is particles made by dispersing coloring agents such as dyes and pigments in resin such as polyester and pulverizing them into particles of about 1 to JO μm.Such toners are made of glass beads, iron powder, or It is used by mixing with a carrier material such as fur.

[Problem that the invention seeks to solve]

Similar to the commonly used black toner, color toners are required to have the following properties.

Excellent triboelectric properties.

Characteristics (humidity, humidity, etc.) do not change significantly depending on the environment, that is, there is little dependence on the environment.

It should be durable with little deterioration due to repeated and continuous use.

Furthermore, the following characteristics unique to color toners are also essential.

Good spectral reflection characteristics to faithfully reproduce the original.

It is robust against light and heat and does not fade even if left unused.

High transparency for multicolor overlay.

Good color mixing properties with toners of other colors.

However, in reality, the properties of toners vary greatly depending on the type and amount of components such as colorants, and it is difficult to satisfy all of the above required characteristics, and there is a constant demand for improvements in toners. is the current situation.

[Means for solving problems]

This invention was made based on the pigeon-like circumstances,
The purpose is to provide a yellow toner that satisfies the above-mentioned required properties in a well-balanced manner, and in particular has good spectral reflection properties and excellent environmental resistance and durability.

The inventors of the present invention have made extensive studies to achieve the above object, and have discovered that a yellow toner that satisfies the above object can be obtained by incorporating a specific compound into the binder resin, and have arrived at the present invention.

That is, the gist of the present invention is that the binder resin contains the following general formula C.
A yellow toner characterized by containing a compound represented by I).

[In the formula, and are each a halogen atom or a carbon number 7
-3 represents an alkyl group, and and each represent a hydrogen atom or a halogen atom, except when both are hydrogen atoms. ] [Function] The present invention will be explained in detail below.

The yellow toner of the present invention is characterized in that the binder resin contains a compound represented by the general formula (1).

Specific examples of the compound represented by the general formula CI) include:
For example, ■ C-1, Pigment Yel low 9J-
65・ etc. As for the amount of these additions, the resin io
The content is preferably in the range of -20 parts by weight, and particularly preferably in the range of -70 parts by weight relative to o parts by weight.

In addition, as a means for adjusting the color tone to obtain a desired yellow color, one or more of the compounds represented by formula (I) may be used in combination, and other colorants, such as monoazo,
One or more coloring agents selected from disazo-based, isoindolinone-based pigments, anthraquinone-based, quinoline-based, diphenylmethane-based dyes, etc. other than the compound represented by formula CI) above. It may be added as appropriate to mix colors.

On the other hand, the binder resin for the yellow toner of the present invention can be selected from a wide range including known ones. Specifically, styrene resins such as polystyrene, styrene-acrylic acid ester copolymer, styrene-methacrylic acid ester copolymer, and styrene-butadiene copolymer, saturated polyester resin, unsaturated polyester resin, and epoxy resin Examples include phenolic resin, coumaron m fat, chlorinated paraffin, xylene resin, vinyl chloride resin, polyethylene, and polypropylene.
Two or more of these resins may be mixed and used as appropriate. Among these, it is advantageous to use styrene resins, saturated or unsaturated polyester resins, and/or epoxy resins.

Furthermore, the toner of the present invention may include any known inorganic material as needed.
A colored charge control agent may also be added. For example, in the case of obtaining a negatively chargeable toner, metal complexes of salicylic acid or alkyl salicylic acid are suitable, and in the case of a positively chargeable toner, quaternary ammonium salts and their salt-forming compounds are suitable, and the amount to be added is as follows: 0- / = j wtl in toner
It is preferable to set the amount within the range of 1 to 1, because sufficient chargeability can be imparted to the toner without impairing the characteristics of the toner.

Further, in the yellow toner of the present invention, a fluidity improver such as colloidal silica is added to the toner at o, oi to Jwt.
% may be added.

In addition, cleaning aids such as metal stearate may be added.

The toner of the present invention is preferably used as a two-component developer by mixing seven carriers, but it can also be used as a touchdown type one-component developer.

As the carrier, conventionally known carriers such as iron powder and ferrite powder having a particle size of about 0-00 μm can be used. Moreover, those whose surfaces are coated with silicone resin, acrylic resin, fluororesin, or a mixture of these resins can also be suitably used. A suitable mixing weight ratio of carrier and toner is 100:1-10.

The yellow toner of the present invention can be manufactured by various manufacturing methods including conventionally known methods, but the following five examples can be cited as numerical manufacturing methods.

■ Resin 5 Colorant (in addition, additives such as a charge control agent may be added depending on the case) are uniformly dispersed using a Henschel mixer or the like.

■ Melt and knead the dispersion using a kneader-extruder, roll mill, etc.

■ After coarsely pulverizing the mixed material using a hammer mill, cutter mill, etc., finely pulverize it using a jet mill, 1-set mill, etc.

■ The finely ground material is classified using a DS (dispersion classifier), zigzag classifier, etc.

■ If necessary, disperse silica etc. into the classified material using a Henschel mixer.

In addition, as a method completely different from the above manufacturing method, for example,
An example of this is production by suspension polymerization.

〔Example〕

Hereinafter, the present invention will be explained in more detail with reference to Examples.
The present invention is not limited to the following examples unless it exceeds the gist thereof. In addition, in each embodiment, the term "parts" simply refers to "parts by weight."

Sato 11 Styrene/n-butyl acrylate copolymer (monomer ratio t/co, weight average molecular weight + oooo) 100 parts Cromophtal Yellow JQ
, 1 part charge control agent (chromium complex of 3,5-ditertiarybutylsalicylic acid) The above-mentioned ingredients were melt-kneaded in a hot roll mill, cooled, coarsely ground in a hammer mill, and then crushed by an air jet method. It was pulverized using a pulverizer. The obtained fine powder was classified to obtain particles with a particle size of 3 to -0R9 (manufactured by Nippon Aerosil, trade name) using a Henschel mixer. j wtn was externally added to obtain a yellow toner.

To 3 parts of this toner, 97 parts of carrier (ferrite powder coated with silicone resin and having an average particle size of about 0.000 μm) was mixed in a blender to obtain a negatively chargeable developer.

Using this developer, a continuous photocopying test was conducted using a commercially available dry copying machine using selenium as a photoreceptor under normal temperature and normal humidity environment (601RH, 601°C). As a result, it was found that even after 20,000 copies, copies with very good spectral reflection characteristics, clear yellow color and no capri were obtained, indicating that the copy had excellent durability.

Furthermore, this developer was applied under a high temperature and high humidity environment (35℃, g!%F).
? , H) and conducted a similar continuous photo-copying test, but even after 20,000 copies, very clear yellow copies with no capri were obtained, and the environmental characteristics were also found to be good. Example λ Polyester resin synthesized from bisphenol A and terephthalic acid (weight average molecular weight g000) 100
Part Chromophtal Yellow AQ
! 7 parts of charge control agent (chromium complex of 3,!-ditertiarybutylsalicylic acid) A developer was prepared in the same manner as in Example 1, except that the material used was the same as above, and a continuous photographic test was carried out. I did it.

As a result, in both the normal temperature and normal humidity environment and the high temperature and high humidity environment, a clear yellow copy with extremely good spectral reflection characteristics without a decrease in image density or an increase in fog after 20,000 copies was obtained was obtained.

100 parts of kanreigoustyrene/n-butyl methacrylate copolymer (monomer ratio 7/3, weight average molecular weight 40000) Cromophtal Yel low GRj part Charge control agent (salt-forming compound of benzyltributylammonium chloride and naphthol sulfonic acid) J The materials of the above formulation were melted and mixed in a hot roll mill, cooled for 4 minutes, and then coarsely ground using a hammer mill, and then finely ground using an air jet type pulverizer. The obtained fine powder was classified to have a particle size of 3 to 0 μrrL, which was used as a yellow toner.

Carrier (ferrite powder coated with acrylic resin and having an average particle size of 10θμm) for 3 parts of this toner? Part 7
-■ Mixed in a blender to obtain a positively chargeable developer.

Using this developer, a dry copying machine using a commercially available organic photoconductor as a photoreceptor was used in a normal temperature and normal humidity environment (25°C, 60'6R, H
), we conducted a continuous live-action test.

As a result, it was found that even after printing several copies, a copy with no fog, very good spectral reflection characteristics, and a clear yellow color was obtained, and it was found to be excellent in durability.

Furthermore, this developer is stored in a high temperature and high humidity environment (,?!; ”
C1g! IRH) and conducted a similar continuous photocopying test, and it was found that even after 20,000 copies, very clear yellow copies with no fogging were obtained, and the environmental characteristics were also good.

〔Effect of the invention〕

The yellow toner of the present invention satisfies the properties required of a color toner, such as good spectral reflection properties, excellent environmental resistance and durability, in a well-balanced manner.

Claims (1)

[Claims] (1) A yellow toner characterized by containing a compound represented by the following general formula (I) in a binder resin. ▲There are mathematical formulas, chemical formulas, tables, etc.▼ ・・・・・・・(I) [In the formula, X^1 and X^2 each represent a halogen atom or an alkyl group having 1 to 5 carbon atoms, and X^3 and X^4 each represent a hydrogen atom or a halogen atom, except when both are hydrogen atoms. ]