JPH02110573A - Color toner composition of cyan color system - Google Patents

Abstract

PURPOSE:To obtain images of a bright cyan color free from fogging by incorporating a specific anthraquinone dye into a binder resin. CONSTITUTION:The dye expressed by the formula I is incorporated into the binder resin. This toner compsn. is the dye which has excellent melting miscibility, is stable in the image density obtd. in continuous copying by repetitive developing and has the good right resistant fastness of the cyan color. The production of the color toner by using the dye of this cyan color is executed by incorporating the compd. expressed by the formula I preferably at 0.1 to 10wt.% into the binder resin, by which the color toner is obtd. The images of the bright cyan color having no fogging are obtd. in this way.

Description

DETAILED DESCRIPTION OF THE INVENTION [Industrial Field of Application] The present invention relates to a color toner, particularly a negatively charged color toner composition for electrostatic charge development.

Conventionally, electrostatic printing, electrophotography, and the like are well-known methods for forming visible images by developing electrical latent images with color toners. - Finally, a photoconductive material is used to form an electrical latent image on a photoconductive photoreceptor by various means, and the latent image is then developed with toner to obtain a visible image; Alternatively, if necessary, a powder image is transferred to a paper or the like and then fixed by heating, pressurization, solvent vapor, etc. to obtain a visible image.

To obtain a multicolor image, the original is exposed to light using a color separation filter, and the above steps are repeated multiple times using color toners such as yellow, magenta, and cyan to create a color image.

As a toner for developing an electrical latent image, conventionally used particles are particles obtained by dispersing a coloring agent in a binder resin such as polystyrene and pulverizing the particles to about 0.1 to 50 microns.

This color toner is usually mixed with a carrier material such as glass beads or iron powder and used to develop an electrical latent image.

(Problem B to be Solved by the Prior Art and the Invention) These color toners are required to have various physical and chemical properties as shown below.

(1) The triboelectric properties of color toners are not affected by temperature changes.

(2) The density obtained changes due to collision between color toner particles and carrier particles due to repeated development for continuous use, and mutual deterioration of those particles and the photosensitive plate, or
The background density must not increase and reduce the quality of the copy.

(If an attempt is made to increase the density of a copied image by increasing the amount of color toner attached to the surface of a photosensitive plate having a latent image, the back IE degree will usually increase, so the so-called fog phenomenon must not occur.

(4) Do not lose transparency when layering multiple colors.

(5) Each color toner needs to have excellent melt compatibility.

(6) In order to accurately reproduce the original, it is necessary to have good spectral reflection characteristics.

At present, many of the known color toners do not fully satisfy the above-mentioned required characteristics, and improvements are currently desired.

(Means for Solving the Problems) The present invention has been made through intensive studies to solve the problems of the above-mentioned color toners, and has been developed to have excellent melt compatibility, and furthermore, to provide an image density that can be obtained by continuous copying through repeated development. The present invention was completed by discovering a stable cyan dye with good light fastness.

That is, the present invention provides an alkoxy group represented by the following general formula (1) in the binder resin, where n represents an integer of 2 to 4, and an alkyl group, an alkoxy group,! and m represents an integer of 0 to 4. This is a cyan color toner composition for electrostatic charge development, which is characterized by containing a dye represented by the following.

The present invention will be explained in detail below.

Examples of R include alkyl groups such as methyl group, ethyl group, propyl group, and butyl group, and alkoxy groups such as methoxy group, ethoxy group, propoxy group, and butoxy group.

When there are two or more of these, they may be the same or different. n represents an integer of 2 to 4.

Examples include alkyl groups such as methyl group, ethyl group, propyl group, butyl group, and alkoxy groups such as methoxy group, ethoxy group, propyl group, and butoxy group. These may be the same or different, j! and m is 0~
Indicates an integer of 4.

-i The compound of formula (1) can be easily obtained by reacting a mixture of quinizarin and leucoquinizarin with hydroxyanilines in a polar solvent under a nitrogen atmosphere by a known method.

As a method for producing a color toner using the cyan coloring matter of the present invention, a color toner is produced by containing preferably 0.1 to 10% by weight of the compound (1) in the binder resin. Obtainable.

Hereinafter, the constituent components of the color toner of the present invention will be explained in detail.

A particularly important component of the color toner is the anthraquinone compound represented by the general formula (1) described above.

The amount of these cyan color toner pigments to be added depends on the chargeability of the binder resin, the chargeability of the auxiliary added colorant or additive, and the compatibility with the binder resin. Since it is determined by the dispersion method and the like, there is no uniform limitation, but generally speaking, it is desirable to use the amount in the range of about 0.1 to 10 (wt%) based on the binder resin.

As for the binding 4M resin applied to the color toner of the present invention,
All known ones are possible, but for example, polystyrene, polyP-chlorostyrene, monopolymers of styrene and its substituted products such as polyvinyltoluene, styrene-vinylnaphthalene copolymers, styrene-methyl acrylate copolymers. , styrene ethyl acrylate copolymer, styrene-butyl acrylate copolymer, styrene-octyl acrylate copolymer, styrene-methyl methacrylate copolymer, styrene-ethyl methacrylate copolymer, styrene-methacrylic acid Butyl copolymer, styrene-α-methyl chloromethacrylate copolymer, styrene-acrylonitrile copolymer, styrene vinyl methyl ether copolymer, styrene-vinyl ethyl ether copolymer, styrene-vinyl methyl ketone copolymer, Styrenic copolymers such as styrene-butadiene copolymer, styrene-isoprene copolymer, styrene acrylonitrile-indene copolymer, styrene-malein rJ coM polymer, styrene-maleic acid ester copolymer, polymethyl methacrylate, Polybutyl methacrylate, polyvinyl chloride, polyvinyl acetate, polyethylene, polypropylene, polyester, polyurethane, polyamide, polyvinyl butyral, polyacrylic acid resin, rosin, modified rosin, terpene resin, phenolic resin, aliphatic or alicyclic hydrocarbon resin , aromatic petroleum resin, chlorinated paraffin, paraffin wax, etc. can be used alone or in combination.

Further, as a carrier agent for a developer, for example, iron,
Magnetic substances such as cobalt and ester, alloys and mixtures thereof, or coatings on the surfaces thereof.

(Function) Conventional toners have had problems such as poor light resistance of copies, occurrence of fogging phenomenon, and poor melt compatibility, but the toner composition of the present invention has excellent melt compatibility. However, the image density obtained by continuous copying by repeated development is a stable cyan color and the dye has good light fastness, making it extremely valuable in practice.

(Example) Hereinafter, the present invention will be explained in more detail with reference to Examples. The compounds used were produced by conventional methods.

The light resistance of Example 1=15 was determined after 60 hours of irradiation with a fetometer (carbon arc lamp) at 63°C.

5 parts of 1,4-bis(2-hydroxy-3,5-dimethylanilino)anthraquinone shown in Example 1, toner resin [
Styrene-acrylic acid ester copolymer; trade name Hymer TB-1000F (manufactured by Sanyo Chemical) 95 parts were mixed and ground in a ball mill, heated to 150°C, melt mixed, cooled, and coarsely ground using a hammer mill. Then, it is pulverized using an air jet type pulverizer. The toner is further classified to select 1 to 20 microns.

For 10 parts of this toner, carrier iron powder (trade name, E
F V250/400. 90 parts (Japanese iron powder type) were uniformly mixed to prepare a developer. When this developer was used for copying using a dry plain paper electrophotographic copying machine (trade name, NP-5000; manufactured by Canon), a clear black-and-white image without fogging was obtained. In addition, the light resistance of the copy is also good, with a rating of 7.
It was class.

Examples 2 to 15 Using the dyes shown in Table 1, in exactly the same manner as in Example I,
A high-performance color toner composition was obtained, and clear cyan-colored images with no fog were obtained by copying in the same manner, and the light resistance of the copies was also good, ranking 7th grade.

(The following is a blank space) (Effects of the invention) When copies were made using the developer using each dye in the examples, clear cyan-colored images without fogging were obtained, and the light resistance was also good. I understand that.

In addition, if the dye of formula (1) is used as a polymerizable dye by reacting with vinyl isocyanate, for example, and copolymerized with styrene, methyl acrylate, etc., a dye resin covalently bonded in the resin can be produced. It is easy to prepare and an excellent color toner composition can be obtained.

Patent applicant: Mitsui Toatsu Chemical Co., Ltd.

Claims (1)

[Claims] In the binder resin, general formula (I) ▲There are mathematical formulas, chemical formulas, tables, etc.▼(I) [In the formula, X is ▲There are mathematical formulas, chemical formulas, tables, etc.▼, R is alkyl group, alkoxy group, n represents an integer of 2 to 4, ▲ there are mathematical formulas, chemical formulas, tables, etc. ▼, R^1, R^2 are the same or different alkyl group, alkoxy group, l and m are Indicates an integer from 0 to 4. ] A cyan color toner composition for electrostatic charge development, characterized by containing an anthraquinone dye represented by: