JPH02210363A - yellow toner - Google Patents

Abstract

PURPOSE:To obtain superior spectral reflecting characteristics, environmental resistance and durability by incorporating a specified compd. into a binding resin. CONSTITUTION:A compd. represented by formula I is incorporated into a binding resin. In the formula I, each of X<1> and X<2> is halogen or 1-5C alkyl. The pref. amt. of the compd. added is 0.1-20pts.wt., especially 1-10pts.wt. per 100pts.wt. resin. Two or more kinds of compds. represented by the formula I may be used in combination as a toning means to obtain a desired yellow color or a compound color may be obtd. by properly adding one or more kinds of compds. other than the compds. represented by the formula I. Superior spectral reflecting characteristics, environmental resistance and durability are obtd.

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]

The electrophotographic method is described in US Pat.
The latent image is developed as a powder image with toner, and the powder image is transferred to paper or the like as necessary, and then fixed by heat, pressure, solvent vapor, etc., as disclosed in various publications such as No. 4G. It is something to do.

In addition, in recent years, the electrostatic latent image of the document is formed by exposing it to spectral light, and this is developed with color toner of each color to obtain a colored copy image, or the copy images of each color are superimposed to form a full-color copy image. A color copying method for obtaining a copied image has been put into practical use, and color toners such as neutral yellow, magenta, and cyan are produced by dispersing dyes and/or pigments of each color in a binder resin.

The toner used is particles made by dispersing coloring agents such as dyes and pigments in resin such as polyester, and finely pulverizing the particles to about l~Jθμm.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]

Color toners are required to have the following characteristics, similar to the commonly used black toner.

Excellent triboelectric properties.

Characteristics do not change significantly depending on the environment such as temperature and humidity, that is, there is little environmental dependence.

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 type and amount of ingredients such as colorants, etc.
Therefore, the properties of toners vary greatly, and it is difficult to satisfy all of the above-mentioned required characteristics, and there is a constant demand for improvements in toners.

[Means for solving problems]

The present invention was developed based on the above circumstances, and its purpose is to satisfy the above-mentioned required properties in a well-balanced manner, and in particular, to have good spectral reflection properties and excellent environmental resistance and durability. The object of the present invention is to provide a yellow toner having the following properties.

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).

・・・・・・・・・ (■n [In the formula, Xl and each represent a halogen or carbon number /-
5 represents an alkyl group. ] [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 (I).

In addition, among the substituents in the compound represented by general formula CI), chlorine is preferable as the halogen, and methyl group or ethyl group is preferable as the alkyl group.

Specific examples of the compound represented by the general formula CI) include:
For example, ■ CI-Pxgment Yellow /A (&2
004!0) (Product name) Dialight Yellow NCG-7/ (
Mitsubishi Kasei] HelioFastYe11owFPV
(Bayer) Irgali te Yel low
CPVza (Geigy:1C1,Pigme
nt Yellow Kuku (A200'l!r) (Product Name) He1io Fast Br1lliant Yellow
ow GR (Bayer) etc.The amount of these additions is based on the resin io
o, i~-1j LJit parts to o parts by weight.

It is preferably contained within a range of 7 to 1 oxt parts.

In addition, as a means for adjusting the color tone to obtain a desired yellow color, the compounds represented by the general formula CI) may be used in combination of λ or more, and other colorants, such as monoazo,
One or more than 2 fi colorants selected from disazo-based, isoindolinone-based pigments, anthraquinone-based, quinoline-based, diphenylmethane-based dyes, etc. other than the compound represented by the general formula CI) 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-methacrylate acid ester copolymer, and styrene-butadiene copolymer, saturated polyester resin, unsaturated polyester resin, and epoxy Examples include resins such as phenol resins, coumaron resins, chlorinated paraffins, xylene resins, vinyl chloride resins, polyethylene, and polypropylene, and two or more of these resins may be used in combination as appropriate. Among these, it is advantageous to use styrene resins, saturated or unsaturated polyester resins, and/or epoxy resins.

Furthermore, a known colorless charge control agent may be added to the toner of the present invention, if necessary. For example, when obtaining a negatively chargeable toner, metal complexes of salicylic acid or alkyl salicylic acid are suitable, and when obtaining a positively chargeable toner, quaternary ammonium salts and their salt-forming compounds are suitable.
The amount added in the toner is 0. A range of /-3 wt% is preferably 0, since 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 in a range of o, oi to Jw.
You may add about t4.

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

The toner of the present invention is preferably mixed with a carrier and used as a two-component developer, 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 with a grain size of about 50-200 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:/-10.

The yellow toner of the present invention can be manufactured by various manufacturing methods including conventionally known methods, and examples of numerical manufacturing methods include the following.

■ Uniformly disperse the resin and colorant (additives such as a charge control agent may be added if necessary) 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 with a hammer mill or cutter mill, finely pulverizing it with 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-mentioned production method, for example, production by a suspension polymerization method can be mentioned.

[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 example --÷←轡, the term "part" simply represents "1 part by weight."

Example 1 Styrene/n-butyl acrylate copolymer (7-mer ratio t/co, weight average molecular weight qoooo) ioo part Dial light Yellow NCG-21S
1 part Charge control agent (chromium complex of 3,S-ditertiarybutylsalicylic acid) The above-prescribed materials were melt-kneaded in a hot roll mill, cooled, and coarsely ground in a hammer mill, then finely ground in an air jet system. Finely ground in a machine. The obtained fine powder was classified to have a particle size of 3 to 0 μm, which was used as a toner.

The toner particles were mixed with hydrophobic silica R7 (product name 1 manufactured by Nippon Aerosil) using a T-Henschel mixer.
! A yellow toner was obtained by externally adding wtq6.

Three parts of this toner and 97 parts of carrier (ferrite powder coated with silicone resin and having an average grain size of 100 μm) were mixed in a t-■ blender to prepare a developer (negatively chargeable).

A continuous photocopying test was carried out in a normal temperature and normal humidity environment (-!oC, 60 RH) using a dry type copying machine using a commercially available selenium photoreceptor and using a developer of 2000 yen. As a result, it was found that even after 200 θO 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.

In addition, this developer was used in a high temperature and high humidity environment (35℃, GS4R
I brought it to H) and conducted a similar continuous live-action test, but a
Even after oooo copies, very clear yellow copies with no fogging were obtained, and the environmental characteristics were also found to be good.

Example Polyester resin synthesized from cobisphenol A and terephthalic acid (weight average molecular weight: zaooo) 700 parts He
1io Fast Br1lliant Yellow
A developer was prepared in exactly the same manner as in Example 1 above, except that the materials used were the same as those described above, and a continuous photographic test was carried out. went.

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

Example 3 Polyester resin synthesized from bisphenol A and terephthalic acid (weight average molecular weight g000) 100 parts Dialight Yellow NCG-7/
5 parts Charge control agent (salt-forming compound of benzyltributylammonium chloride and naphthol sulfonic acid) 3 parts The above-mentioned ingredients were melt-kneaded using a heated roll mill, cooled, and coarsely ground using a hammer mill, followed by an air jet method. It was pulverized using a fine pulverizer. The obtained fine powder was classified to select particles having a particle size of j to 20 μm to obtain a yellow toner.

To 3 parts of this toner, 97 parts of a carrier (ferrite powder coated with an acrylic resin and having an average grain size of 100 μm) was mixed with V pre-goo to prepare a developer (positively chargeable).

Using this developer, a continuous copying test was conducted in a dry copying machine using a commercially available organic photoconductor as a photoreceptor under a room temperature and normal humidity environment (60% RH).

As a result, it was found that even after printing aooo copies, a copy with very good spectral reflection characteristics without fog and a clear yellow color was obtained, and it was found to be excellent in durability.

In addition, this developer was used in a high temperature and high humidity environment (35°C, g s
4 RH) and conducted a similar continuous photocopying test, it was found that very clear yellow copies with no fogging were obtained even after 200θO copies, 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.

Sender: Mitsubishi Kasei Corporation Representative Patent Attorney Hase 1 other person

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 or an alkyl group having 1 to 5 carbon atoms. ]