JPH083667B2 - Toner for electrostatic image development - Google Patents

Description

The present invention relates to an electrostatic charge image developing toner, and more specifically for developing an electrostatic charge image in electrophotography, electrostatic recording, electrostatic printing, etc. Of toner.

[Conventional technology and problems]

As a conventional electrophotographic method, US Patent No. 2221776, No. 2
297691, 2357809, etc., the photoconductive insulating layer is electrostatically charged by uniformly charging it and then exposing the layer to dissipate the charge on the exposed portion. A latent image is formed, and the electrostatic latent image is further visualized by adhering a fine powder having a colored charge called a toner (developing process), and the obtained visible image is transferred onto a transfer paper or the like. After the transfer to the material (transfer step), it comprises a step of permanently fixing (fixing step) by heating, pressure or other suitable fixing method.

The developing methods applied to these electrophotographic methods and the like are roughly classified into a dry developing method and a wet developing method. The former is further divided into a method of using a two-component developer and a method of using a one-component developer. Among the two-component developing methods are the magnetic brush method that uses a magnetic powder carrier that uses magnetic force depending on the type of toner carrying system, the cascade method that uses a rather coarse bead carrier, and glass fiber instead of carrier particles. There is a fur brush method and the like.

As the toner applied to these developing methods, conventionally, fine powder in which a coloring agent such as a dye or a pigment is dispersed in a natural or synthetic thermoplastic resin is used. For example, particles in which a colorant and various additives described below are dispersed in a binder resin such as polystyrene or polyester and finely pulverized to about 1 to 30 μm are used as toners. As a magnetic toner mainly used for a one-component developer, a magnetic toner containing magnetic particles such as magnetite is used. On the other hand, in the case of the method using a two-component developer, the toner is usually mixed with carrier particles such as glass beads and iron powder before use. Further, the toner is required to have a positive or negative charge uniformly depending on the polarity of the electrostatic latent image to be developed.

In order to make the toner retain a desired charge, it is possible to utilize the triboelectrification property of the material of the carrier and its surface or the resin which is a component of the toner. Since the desired charge amount is not reached, the image obtained by development is easily fogged and becomes unclear. Therefore, in order to quickly give a desired triboelectric charge amount to the toner, a dye, a pigment, or a charge control agent capable of giving a charging property is added.

An electron-donating dye such as a nigrosine dye is effective for positive charging, and an electron-accepting organic complex such as an oil-soluble gold-containing dye is widely used for a negative toner.

Since the nigrosine dye does not have good dispersibility in the resin, it is often used by modification with oleic acid or stearic acid.

In addition, for positive toner, Isol Black,
Aliphatic amines, quaternary ammonium salts, compounds of quaternary ammonium salts with higher alkyl groups, Feschwald
HBW, Sudan Cheek Schwarz BBC, Brilliant Spirit, Zapon Schwarz X, Solvent Red, etc. are available. For negative toner, colloidal silica, aliphatic metal salts, monoazo dye metal complex salts, chlorinated paraffin, chlorinated polyester, spirone. Black (Hodogaya Chemical Co., Ltd.), Varifast Black (Valifast Black, Orient Chemical Co., Ltd.), Chromogen Schwarz ETCO, Azo Oil Black, etc. are common, but in general, copper phthalocyanine is aminated and a substituent is introduced, or chromium. A dimer containing a nitro group is used.

Many of these charge control agents are derived from the amount of face dye, generally have a complicated structure, and most of them have strong coloring properties.

In the case of a color toner, since a coloring dye cannot be used, a colorless charge control agent has been studied in addition to the above-described utilization of the triboelectric chargeability of the resin. For example, a quaternary ammonium-based compound, a dehydration condensation product of an amine in the ortho position and a dicarboxylic acid,
Although vinyl pyridine, vinyl pyrazine, etc. are used, none of them have been superior in overall performance to those of the dye / pigment system, and in most cases dyes are still used unsatisfactorily.

These are usually added to a thermoplastic resin, hot melt kneaded, finely pulverized, and adjusted to an appropriate particle size as needed before use.

However, many of these dyes as a charge control agent have a complicated structure and inconsistent properties and poor stability. In addition, decomposition during thermal kneading, mechanical shock, friction, easily decomposed or deteriorated due to changes in temperature and humidity conditions,
Development in which charge controllability is lowered is likely to occur.

Therefore, when a toner containing these dyes as a charge control agent is developed in a copying machine, the charge control agent may be decomposed or deteriorated as the number of copying increases, and the toner may deteriorate during its durability. .

Further, since it is extremely difficult to uniformly disperse these charge control agents in the thermoplastic resin, there is a fatal problem that the triboelectric charge amount between the toner particles obtained by pulverization causes a difference. Have Therefore, various methods have been conventionally used for more uniform dispersion. For example, a basic nigrosine dye is used by forming a salt with a higher fatty acid in order to improve compatibility with a thermoplastic resin, but unreacted fatty acid or a salt dispersion product is often exposed on the toner surface. As a result, the carrier or the toner carrier is contaminated, which causes a decrease in toner fluidity, fog, and a decrease in image density. Alternatively, in order to improve the dispersion of these charge control agents in the resin, a method of mechanically pulverizing and mixing the charge control agent powder and the resin powder in advance and then hot-melt kneading is used. However, the original dispersion failure cannot be avoided, and practically sufficient charge uniformity cannot be obtained. Therefore, a long-life developer is not yet completed.

Further, most of the substances generally known as the charge control agent have a chromatic color or a dark color, and thus there is a problem that they cannot be contained in a desired bright chromatic color developer.

In addition, many charge control agents are hydrophilic, and due to poor dispersion in these resins, when melt-kneaded and then crushed,
Exposed on the toner surface. Therefore, when the toner is used under high humidity conditions, these charge control agents are hydrophilic, so that a high quality image cannot be obtained.

As described above, when the conventional charge control agent is used in the toner, the amount of charge generated on the surface of the toner particles in the process of causing triboelectric charging between the toner particles or between the toner and the carrier. Unevenness, fogging due to development,
Problems such as toner scattering and carrier contamination are likely to occur. Further, this obstacle appears as a remarkable phenomenon when the number of times of copying is increased, and is substantially unsuitable for a copying machine.

Further, under high humidity conditions, the transfer efficiency of toner images is significantly reduced, and many of them cannot be used. Even at room temperature and normal humidity, when the toner is stored for a long period of time, it deteriorates due to instability of the charge control agent used and often becomes unusable due to poor chargeability.

Further, when a conventional charge control agent is used in a toner, the charge control agent may adhere to the surface of the photoconductor by using it for a long period of time, or the adhesion of the toner may be promoted to adversely affect the latent image formation ( Filming phenomenon), scratches on the surface of the photoconductor or cleaning member such as a cleaning blade, or those that accelerate the wear of the member, have many adverse effects on the cleaning process of the copying machine.

Further, when a conventional charge control agent is used in toner, there are not a few that greatly affect the heat melting property of the toner and deteriorate the fixing performance. Further, it is also observed that the high temperature offset performance is deteriorated, the quality of the copy image is deteriorated, the sticking property of the transfer paper to the roller is increased, and the adherence of the toner to the roller reduces the durable life of the roller.

As described above, the conventional charge control agents have many drawbacks, and there is a strong demand in the technical field to improve them, and although many improvement techniques have been proposed so far, they are still in practical use. No one has been found that is totally satisfactory.

It is an object of the present invention to provide a new toner charge control technique that overcomes such problems.

Another object of the present invention is to provide a stable triboelectric charge amount of toner in a process of causing triboelectric charging between toner particles or between a toner and a carrier, a rapid rise of triboelectric charging, and development to be used. It is to provide a developer capable of controlling the charge amount suitable for the system.

Still another object is a developer that faithfully develops and transfers a latent image, that is, adhesion of toner in the background area at the time of development, that is, fogging and scattering of toner around the edge of the latent image, The purpose of the present invention is to provide a developer having high image density and good halftone reproducibility.

Still another object is to provide a developer that maintains the initial properties even when the developer is continuously used for a long period of time, does not cause toner aggregation and changes in charging properties, and has good toner consumption efficiency.

Still another object is to provide a developer that reproduces a stable image that is not affected by changes in temperature and humidity, especially a developer with good transfer efficiency that does not cause splattering or transfer omission during transfer at high humidity and low humidity. In offer.

Still another object is to provide a developer having good fixing characteristics, particularly a developer having no problem in high temperature offset and the like.

Still another object is to provide a bright chromatic color developer.

Still another object is to provide a developer having excellent storage stability, which retains the initial properties even after long-term storage.

Still another object is to provide a developer which can be easily cleaned by a cleaning process which does not stain, wear or scratch the electrostatic latent image surface.

[Means for solving problems]

The present invention relates to an electrophotographic toner used for developing an electrostatic image, which comprises at least a binder resin, a colorant and a compound represented by the following general formula [I] for developing an electrostatic image. It relates to toner.

(However, A is a compound residue having a phenol group, R ¹ is a methylene group or an ethylene group, R ² and R ³ are alkyl groups having 1 to 8 carbon atoms, aryl groups, alkenyl groups, aralkyl groups or cyclic (heterocycle) And R ² and R ³ may combine to form a ring, and n represents a number from 1 to 400.) A compound residue having a phenol group represented by A in the above formula Specific examples of the group include the residues of the compounds shown below.

Alkylphenols such as phenol, cresol, ethylphenol, n-propylphenol, isopropylphenol, n-butylphenol, sec-butylphenol, tert-butylphenol, sec-amylphenol, isopentylphenol, hexylphenol, octylphenol; chlorophenol, bromophenol, etc. Halogenated phenols; arylphenols such as p-cyclohexylphenol, phenylphenol, tolylphenol; 2,3-xylenol, 3,4-
Xylenol, 2,5-xylenol, 2,3-diethylphenol, 3,4-diethylphenol, 2,5-diethylphenol, 2,3-diisopropylphenol, 3,4-diisopropylphenol, 2,5-diisopropylphenol, Disubstituted phenols such as 2,3-dichlorophenol and 3,4-dichlorophenol; bisphenol A, bisphenol F, 1,1,2,2-tetrakis (4-hydroxyphenyl) ethane, 4,4 ′-[1, 4-phenylenebis (1-methylethylidene)] bisphenol, α, α ′, α ″-
Polyphenols such as tris (4-hydroxyphenyl) -1,3,5-triisopropylbenzene; and catechol, resorcin, hydroquinone, phloroglysin, 1,
Polyhydric phenols such as 2,4-trihydroxybenzene,
Further, phenolic polymers such as novolak type polyphenols obtained by formalin condensation of the above various phenols, and copolymers of p-hydroxystyrene and acrylic ester.

Typical examples of the compound represented by the above general formula [I] include the following.

In the present invention, the compound represented by the general formula [I] is preferably solid at least at room temperature, and more preferably has a softening point of 50 ° C. or higher. Compounds that are liquid or have a low softening point at room temperature cause bleeding out of the compound on the surface of the toner that is a powder during long-term storage or use, causing electrical alteration, and causing filming and the like on the developer and photoreceptor. This is because things change the image.

As a method of incorporating the compound represented by the above general formula [I] into the toner, there are a method of adding it inside the toner and a method of adding it externally. When internally added, the amount of these compounds used is determined by the type of binder resin, the presence or absence of additives used as necessary, and the toner production method including the dispersion method, and is uniquely limited. Although not limited, it is preferably used in the range of 0.1 to 20 parts by weight (more preferably 0.5 to 10 parts by weight) with respect to 100 parts by weight of the binder resin.

When added externally, the softening point of the above compound is preferably 100 ° C. or higher, and the particle size is preferably 10 μm or less. The addition amount is preferably 0.01 to 10 parts by weight with respect to 100 parts by weight of the resin.

Further, a conventionally known charge control agent may be used in combination with the charge control agent of the present invention, or a plurality of charge control agents of the present invention may be used in combination.

Examples of the colorant used in the present invention include carbon black, lamp black, iron black, ultramarine blue, nigrosine dye, aniline blue, phthalocyanine blue, phthalocyanine green, Hansa yellow G, rhodamine 6G, lake,
Calco oil blue, chrome yellow, quinacridone,
Any conventionally known dyes and pigments such as benzidine yellow, rose bengal, triallylmethane dyes, monoazo dyes and disazo dyes can be used alone or in combination.

As the binder resin used in the present invention, a homopolymer of styrene such as polystyrene, poly-p-chlorostyrene, or polyvinyltoluene and a substitution product thereof; styrene-p
-Chlorostyrene copolymer, styrene-propylene copolymer, styrene-vinyltoluene copolymer, styrene-
Vinyl naphthalene copolymer, styrene-methyl acrylate copolymer, styrene-ethyl acrylate copolymer, styrene-butyl acrylate copolymer, styrene-octyl acrylate copolymer, styrene-methyl methacrylate copolymer , Styrene-ethyl methacrylate copolymer, styrene-butyl methacrylate copolymer, styrene-acrylonitrile copolymer, styrene-vinyl methyl ether copolymer, styrene-vinyl ethyl ether copolymer, styrene-vinyl methyl ketone copolymer Polymer, styrene-butadiene copolymer, styrene-isoprene copolymer, styrene-acrylonitrile-indene copolymer,
Styrene-maleic acid copolymers, styrene-based copolymers such as styrene-maleic acid ester copolymers; polymethyl methacrylate, polybutyl methacrylate, polyvinyl chloride, polyvinyl acetate, polyethylene, polypropylene, polyester, polyurethane, polyamide, Epoxy resin, polyvinyl butyral, polyacrylic acid resin, rosin, modified rosin, terpene resin, phenol resin, aliphatic or alicyclic hydrocarbon resin, aromatic petroleum resin, chlorinated paraffin, paraffin wax, etc. Alternatively, they can be mixed and used.

Furthermore, when the toner of the present invention is used as a two-component developer, it is used as a mixture with carrier powder.

As the carrier that can be used in the present invention, all known carriers can be used, for example, iron powder, ferrite powder,
Examples thereof include magnetic powder such as nickel powder, glass beads and the like, the surface of which is treated with a resin and the like, and a powder obtained by melting and kneading the magnetic material described below with a binder resin and pulverizing.

Further, the toner of the present invention can be used as a magnetic toner by further containing a magnetic material. The magnetic material contained in the magnetic toner of the present invention includes magnetite, hematite, iron oxide such as ferrite, iron, cobalt, metals such as nickel, or aluminum of these metals, cobalt, copper, lead, magnesium, tin, Zinc, antimony, beryllium, bismuth, cadmium, calcium,
Examples thereof include alloys of metals such as manganese, selenium, titanium, tungsten, and vanadium, and mixtures thereof.

It is desirable that these magnetic materials have an average particle size of about 0.1 to 2 μm.
It is about 20 to 200 parts by weight based on 100 parts by weight, and particularly preferably 30 to 150 parts by weight based on 100 parts by weight of the resin component.

Further, the toner of the present invention may be mixed with an additive as required. Examples of the additives include lubricants such as Teflon and zinc stearate, abrasives such as cerium oxide and silicon carbide, fluidity imparting agents such as colloidal silica, titanium oxide and aluminum oxide, anti-caking agents, or carbon. There are conductivity imparting agents such as black and tin oxide, and fixing aids such as low molecular weight polyethylene and low molecular weight polypropylene.

To prepare the toner for developing an electrostatic image according to the present invention, the charge control agent represented by the general formula [I] is used as a vinyl-based or non-vinyl-based thermoplastic resin and a pigment or dye as a colorant,
If necessary, magnetic materials, additives, etc. are thoroughly mixed with a ball mill or other mixing machine, and then heated rolls, kneaders,
It is possible to obtain a toner having an average particle size of 8 to 15 .mu. By melting and kneading a resin using a heat kneader such as an extruder to make the resins compatible with each other, cooling and solidifying, and then pulverizing and classifying.

Alternatively, a method in which a material is dispersed in a binder resin solution and then spray-dried, or a predetermined material is mixed with a monomer to form the binder resin to form an emulsion suspension, and then the toner is polymerized Can be applied.

The toners produced by these methods can all be used for development for visualizing an electrostatic charge image in electrophotography, electrostatic recording, electrostatic printing, etc. by conventionally known means and are excellent as follows. It produces the effect.

That is, the triboelectric charge amount of the toner particles is stable, and the control of the electric charge amount is easy. Further, the toner is extremely stable without deteriorating during use so that the triboelectric charge amount does not vary or decrease. Therefore, the above-mentioned problems such as image fogging, toner scattering, contamination of electrophotographic photosensitive materials and copying machines are eliminated, and the toner of the present invention is extremely excellent. It is a toner that can withstand long-term storage without causing phenomena such as aggregation, agglomeration, and low-temperature fluidization, and is also excellent in abrasion resistance, fixability, and adhesiveness of toner images.

The excellent effects of such toner are charging, exposure, development,
Further, when it is used in a repetitive transfer type copying system in which the transfer operation is continuously repeated, a further expanded effect is exhibited. Further, since there is no color tone disorder due to the charge control agent, it is possible to form a color image of excellent color when used as a color electrophotographic toner.

〔Example〕

Hereinafter, the present invention will be specifically described with reference to Examples, but the present invention is not limited thereto. All parts in the following formulations are parts by weight.

Example 1 Styrene / butyl acrylate (30/20) copolymer 100 parts (weight average molecular weight w: about 300,000) carbon black (Mitsubishi ^# 44) 10 parts low molecular weight polypropylene wax 2 parts Compound (1) 2 parts The above materials Was thoroughly mixed with a blender and then kneaded with two rolls heated to 150 ° C. After allowing the kneaded material to cool naturally, it is roughly crushed with a cutter mill, crushed with a fine crusher using a jet stream, and further classified with an air classifier to obtain a fine powder with a particle size of 5 to 20μ. It was

A developer was prepared by mixing 5 parts of the fine powder with 100 parts of an iron powder carrier having an average particle size of 50 to 80 μm.

Then on the OPC photoreceptor by a conventionally known electrophotographic method,
A negative electrostatic image was formed, and this was powder-developed by the magnetic brush method using the above-mentioned developer to form a toner image, which was transferred to plain paper and heat-fixed. The obtained transferred image had a sufficiently high density, no fog, no toner scattering around the image, and a good image with high resolution was obtained. Also, the fixing strength was significantly improved. Transfer images were continuously prepared using the above-mentioned developers and durability was examined. The transferred images after 50,000 sheets were comparable to the initial images at all.

Further, at the time of durability, the filming phenomenon related to the toner on the photoconductor was not observed at all, and no problem in the cleaning process was found. At this time, there was no trouble in the fixing process, and the fixing machine was observed at the end of the 50,000-sheet durability test, but no scratches or damage on the rollers were observed, and there was almost no stain due to the offset toner, and there was no problem in practice.

 Table 1 collectively shows the image evaluation results under a normal environment.

Also, when the environmental conditions were 35 ° C and 85%, the image density was a value that was almost unchanged from room temperature and normal humidity, a clear image was obtained without fog or scatter, and durability was hardly changed up to 50,000 sheets. It was Next, when a transferred image was obtained at a low temperature and low humidity of 15 ° C. and 10%, the image density was sufficiently high, and solid black was developed and transferred extremely smoothly, and was an excellent image without scattering and voids. Durability was carried out under these environmental conditions, but copying was done continuously and intermittently, but the density fluctuation was still within ± 0.2 up to 50,000 sheets, which was sufficient for practical use.

Comparative Example 1 A developer was obtained in the same manner as in Example 1 except that 2 parts of Nigrosine dye (Nicrocin base EX manufactured by Orient Chemical Industry) was used instead of 2 parts of Compound (1), and development, transfer and fixing were performed. Images were similarly obtained.

Table 1 shows the image evaluation results under a normal environment. At room temperature and normal humidity, the fog was small, but the image density was low at 1.00 and the line image was scattered, and the solid black was noticeable. When the durability was examined, the density decreased to 0.80 after 50,000 sheets. The total amount of toner consumed up to 50,000 sheets was 20% higher than that of Example 1.

Also, at the time of endurance, from around 10,000 sheets, the toner material formed a thin streak-like film on the surface of the photoconductor and appeared as lines on the image. This is so-called filming and it is considered that the charge control agent changed the lubricity of the toner powder.

The transfer efficiency was 80% or more at the initial stage, but it decreased to 60% at the time of 30,000 sheets.

In addition, at the time of endurance, the fixed image tends to be caught in the fixing roller in the fixing step, and the stain on the surface of the fixing roller is conspicuous, and the peelability to the roller is difficult. Further, there was a lot of dirt inside the machine, and there was a problem in the toner scattering property.

When the image was obtained under the conditions of 35 ° C and 85%, the image density was 1.
There was no problem with 35, but it scattered and the rubbing increased. The transfer efficiency was low and the toner consumption increased.

When the image was obtained at 15 ℃ and 10%, the image density was
It was as low as 0.90, and scatter, fog, and rubbing were noticeable. When continuous images were printed, the density became 0.53 after about 30,000 sheets, making it impractical.

Example 2 A developer was obtained in the same manner as in Example 1 except that 3 parts of the compound (2) was used instead of 2 parts of the compound (1), and development, transfer, and fixing were performed, and an image was similarly obtained.

Detailed results are shown in Table 1, and almost the same satisfactory results as in Example 1 were obtained.

Example 3 A developer was obtained in the same manner as in Example 1 except that 2 parts of the compound (5) was used instead of 2 parts of the compound (1), and development, transfer, and fixing were performed, and an image was similarly obtained.

Detailed results are shown in Table 1, and almost the same satisfactory results as in Example 1 were obtained.

Example 4 A developer was obtained in the same manner as in Example 1 except that 2 parts of the compound (6) was used instead of 2 parts of the compound (1), and development, transfer and fixing were carried out, and an image was similarly obtained.

Detailed results are shown in Table 1, and almost the same satisfactory results as in Example 1 were obtained.

Example 5 Styrene / butyl acrylate (80/20) copolymer 100 parts (weight average molecular weight w: about 300,000) Iron trioxide FPT-500 (manufactured by Toda Kogyo) 60 parts Low molecular weight polypropylene wax 2 parts Compound (3 ) 2 parts The above materials were mixed well with a blender and then kneaded with two rolls heated to 150 ° C. After allowing the kneaded product to cool naturally, the cutter mill is roughly crushed, crushed using a fine crusher using a jet stream, and further classified using an air classifier to obtain a fine powder having a particle size of 5 to 20μ. It was

When this toner was applied to a copying machine (using an OPC photoconductor) using a commercially available one-component toner and an image was printed, Table 1
As shown in FIG. 5, good results almost similar to those in Example 1 were obtained.

Example 6 In Example 1, instead of the styrene / butyl acrylate copolymer, a polyester resin (polyoxyethylene bisphenol A, polyoxypropylene bisphenol A, terephthalic acid, trimellitic anhydride, tetrapropenyl succinic anhydride polycondensation product) was used. ; Ring and ball softening point 145
C.) was used and a developer was obtained in the same manner as in Example 2, and development, transfer and fixing were performed to obtain an image in the same manner.

Detailed results are shown in Table 1, and almost the same satisfactory results as in Example 2 were obtained.

Comparative Example 2 A developer was obtained in the same manner as in Example 5 except that 2 parts of benzylmethyl-hexadecyl ammonium chloride was used instead of 2 parts of compound (1) in Example 1, and an image was similarly obtained.

Table 1 shows the image evaluation results in a normal environment. At room temperature and normal humidity, fogging was small, but the image density was low at 0.90, line images were scattered, and solid black was noticeable. When the durability was examined, the density decreased to 0.48 after 30,000 sheets.

Further, the filming phenomenon at the time of endurance, the problem in the fixing step, the transfer efficiency, and the toner consumption amount were almost the same as those in Comparative Example 1 and were not the same.

When an image was obtained under the conditions of 35 ° C and 85%, the image density was 1.35 at the beginning and there was no problem, but it decreased to 0.72 at 10,000 sheets, and fog, splattering and rubbing increased, and it was unusable. . The transfer efficiency was also low. When images were obtained under the conditions of 15 ° C and 10%, the image density was as low as 0.70, and scattering, fog, and rustling were noticeable. Although continuous images were printed, the density became 0.50 when 10,000 sheets were printed, making it impractical.

Example 7 Same polyester resin as in Example 6 100 parts Copper phthalocyanine blue pigment 5 parts Low molecular weight polypropylene wax 2 parts Compound (1) 2 parts The above materials were well mixed in a blender and then kneaded with two rolls heated to 150 ° C. . After allowing the kneaded material to cool naturally, it is roughly crushed with a cutter mill, crushed with a fine crusher using a jet stream, and further classified with an air classifier to obtain a fine powder with a particle size of 5 to 20μ. It was

Next, 5 parts of the fine powder is added to carrier iron powder having a particle size of 50 to 80 μ.
A developer was prepared by mixing 100 parts.

When an image was formed using this developer in the same manner as in Example 1, a good image having a vivid blue color was obtained.
After that, images were output up to 30 million sheets while replenishing the toner, and good images were obtained.

 Table 1 collectively shows the image evaluation results under a normal environment.

[Effects of the Invention] The effects obtained by the present invention are as follows.

(1) A developer capable of faithful development and transfer to a latent image, maintaining initial characteristics even when continuously used for a long period of time, and having no toner aggregation and no change in charging characteristics.

(2) A developer that can reproduce a stable image that is not affected by changes in temperature and humidity and that can obtain a bright chromatic image.

(3) It is a developer which is easy to perform a cleaning process that does not stain, rub, or scratch the electrostatic latent image surface and has excellent fixing characteristics, and which has no problem particularly at high temperature offset.

 ─────────────────────────────────────────────────── ─── Continuation of the front page (72) Inventor Kazuhiko Okabe 1334 Minato Minato Wakayama, Wakayama Prefecture Kao Corporation Wakayama Research Laboratory (56) Reference JP 49-5637 (JP, A) JP 58-108546 (JP, A) JP 61-51156 (JP, A) JP 61-245168 (JP, A) JP 59-50450 (JP, A)

Claims (3)

[Claims] 1. An electrostatic charge image developing toner comprising at least a binder resin, a colorant and a compound represented by the following general formula [I]. (However, A is a compound residue having a phenol group, R ¹ is a methylene group or an ethylene group, R ² and R ³ are alkyl groups having 1 to 8 carbon atoms, aryl groups, alkenyl groups, aralkyl groups or cyclic (heterocycle) An alkyl group, R ² and R ³ may combine to form a ring, and n represents a number of 1 to 400.) 2. The electrostatic charge according to claim 1, wherein the content of the compound represented by the general formula [I] is 0.01 to 10 parts by weight with respect to 100 parts by weight of the binder resin. Toner for image development. 3. The softening point of the compound represented by the general formula [I] is
The toner for developing an electrostatic charge image according to claim 1, which has a temperature of 50 ° C or higher.