JP3117734B2 - Electrostatic toner - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a color electrostatographic toner.

[0002]

2. Description of the Related Art Conventionally, various pigments and dyes have been used as toners for color electrophotography. However, although pigments have good light fastness, etc., there are problems such as lack of clear color tone, lack of transparency, poor transparency of OHP, and poor color reproducibility when colors are superimposed. In addition, although the dye is excellent in color tone and transparency, it has problems such as poor light fastness, migration of the dye during storage, blurring of an image, and soiling of the film if it is kept in contact with a film or the like.

As a method for solving these problems, there is a polymer dye. Polymeric dye introduced bisphenol type dye polyester skeleton in JP 62-245268 Patent Publication, Japanese Patent Publication No. Sho 63-85644 is polymeric dye obtained by polymerizing an azo dye having a vinyl group, Special Kaihei 1-1
47472, JP-A No. 1 147 476, JP
JP-A- 1-161362 , JP-A-1-161363
JP, JP-A-1-161364, JP-A-1-1-1
No. 61365, Japanese Patent Application Laid- Open No. 1-164956 ,
JP-A-1-164957, JP-A-1-164958
JP, Hei 1 one hundred sixty-four thousand nine hundred fifty-nine JP, Hei 1- 1
No. 73056 , Japanese Unexamined Patent Publication No. 1-173057,
Japanese Unexamined Patent Publication No. Hei 1-173058, Japanese Patent Laid-Open No. 1-173059
JP, Hei 1 one hundred seventy-three thousand and sixty JP, Hei 1- 1
No. 73064 , Japanese Patent Application Laid-Open No. 1-173065,
JP-A-1-173066, JP-A-1-173667
JP, Hei 1-one hundred seventy-three thousand and sixty-eight JP, Hei 2-2
No. 575 describes a polymer dye to which a rhodanine dye is added, but there is a problem that any of the dyes is special and the obtained polymer dye is considerably expensive.

[0004]

SUMMARY OF THE INVENTION The present invention provides an inexpensive color electrostatographic toner having both the light fastness and non-migration property of a pigment and the vivid color tone and transparency of a dye. The purpose is to do. As the layered mineral used in the present invention, a clay mineral having a layered crystal structure is typically arbitrarily applied. In addition, for example, layered minerals such as silicates, oxides, metal phosphate chalcogens, and zirconium phosphates are used. Specific examples of such layered minerals, montmorillonite, beidellite, nontronite, Sabonaito, hectorite, sauconite, kaolinite, halloysite, vermiculite, muscovite, sericite, illite, MoO _3, V ₂ O ₅ , FeOC
1, TiOCl, TiS ₂ , VS ₂ , FePSe ₃ , Zr
(HPO ₄ ) ₂ .H ₂ O, layered crystal structure obtained by synthesis
Clay minerals and the like. In particular, montmorillonite, a clay mineral with a layered crystal structure obtained by synthesis
A thing is suitable as a layered mineral of the present invention.

The basic dyes used in the present invention include those shown in Tables 1 to 3 . The interlayer compound of a layered mineral and a basic dye can be obtained by adding a layered mineral to an aqueous solution of a basic dye and stirring the mixture at room temperature generally, optionally with appropriate heating. The solvent is not limited to water, and an organic solvent such as N-vinylpyrrolidone and acrylonitrile may be used. As the binder resin used in the present invention, a known resin for a toner can be used. For example, polystyrene, poly p-chlorostyrene, a homopolymer of styrene such as polyvinyltoluene and a substituted product thereof, a styrene-p-chlorostyrene copolymer,
Styrene-propylene copolymer, styrene-vinyltoluene copolymer, styrene-methyl acrylate copolymer,
Styrene-ethyl acrylate copolymer, styrene-butyl acrylate copolymer, styrene-methyl methacrylate copolymer, styrene-ethyl methacrylate copolymer, styrene-butyl methacrylate

[0006]

[Table 1]

[0007]

[Table 2]

[0008]

[Table 3] * UKPat.App.87-121571, Cpd.5, Formula 2 copolymer, styrene-α-chloromethyl methacrylate copolymer, styrene-acrylonitrile copolymer, styrene-vinyl methyl ether copolymer, styrene-vinyl Methyl ketone copolymer, styrene-butadiene copolymer, styrene-isoprene copolymer, styrene-maleic acid copolymer, styrene-based copolymer such as styrene-maleic acid ester copolymer, polyethyl methacrylate,
Polybutyl methacrylate, polyvinyl chloride, polyvinyl acetate, polyethylene, polypropylene, polyurethane, polyamide, polyester resin, epoxy resin, polyvinyl butyral, polyacrylic acid resin, rosin, modified rosin, terpene resin, phenolic resin, aliphatic or aliphatic Hydrocarbon resins, aromatic petroleum resins, chlorinated paraffins, plaffin waxes and the like can be used alone or as a mixture.

Further, the toner of the present invention may contain a small amount of a polarity control agent, for example, a dye or pigment, a charge control agent, etc., in order to give more efficient charging. To avoid this, it is preferable to use a colorless or light-colored polarity control agent. As the polarity controlling agent,
For example monoazo dye metal complex salt, nitrohumic San及beauty its <br/> salts, salicylic acid, naphthoic acid, dicarboxylic acid and Co derivatives thereof, Cr, metal complexes such as Fe, copper phthalocyanine pigment was sulfonated, nitro group And styrene oligomer into which halogen is introduced, chlorinated paraffin, melamine resin and the like. If necessary, a fluidizing agent for fine powder of metal oxide such as colloidal silica, titanium oxide and aluminum oxide, an abrasive such as silicon carbide, and a lubricant such as a fatty acid metal salt may be contained. The toner of the present invention, as 1 Ingredient developer of an electrostatic latent image developing, also as a two-component developer mixed with a carrier, it is possible to use either. When used as a two-component developer, conventionally known carriers can be used. For example, iron powder, nickel powder, ferrite powder, magnetite powder, glass beads having a particle size of about 20 to 200 μm , or a core material made of these, and a fluororesin, silicone resin, styrene resin, acrylic resin, etc. Can be used.

[0010]

[Production Example 1] 20 g of malachite green in 500 cc of water
After dissolving, 50 g of Na-type montmorillonite (manufactured by Kunimine Industries) was added, and the mixture was heated to 60 ° C. and stirred for 1 hour.
Then, it was washed with water, filtered and dried to obtain a green powder.

[0011]

[Production Example 2] 20 g of Rhodamine B was dissolved in 500 cc of water, and Rabonite RD (manufactured by Nippon Silica Industry) 50
g was added and the mixture was heated to 60 ° C. and stirred for 1 hour. Then, it was washed with water, filtered and dried to obtain a red-purple powder.

[0012]

Example 1 100 parts of polyester resin (number average molecular weight Mn = 5000, weight average molecular weight Mw = 55000, glass transition point Tg = 62 ° C.) 100 parts Layered mineral basic dye interlayer compound of Production Example 1 15 parts Bontron E-84 ( (Charge control agent, manufactured by Orient Chemical Co., Ltd.) A mixture having a composition of 2 parts was sufficiently mixed with a Henschel mixer, and then heated and melted and kneaded at a temperature of 80 to 90 ° C. for about 40 minutes with two rolls, followed by cooling to room temperature. The obtained kneaded material was pulverized and classified to obtain a toner having a particle size of 5 to 10 μm. 0.3 part of colloidal silica was added to 100 parts of the toner to obtain a toner. Further, this toner is mixed with a silicone resin-coated carrier to prepare a two-component developer,
550 (manufactured by Ricoh Company) to obtain a copied image. The image showed a vivid green color and the image was exposed to direct sunlight for 2 weeks.
No discoloration was seen. Further, when an image was formed on an OHP film and projected, it showed a bright green color.

[0013]

Example 2 100 parts of a polyester resin (number average molecular weight Mn = 5000, weight average molecular weight Mw = 55000, glass transition point Tg = 62 ° C.) 100 parts Layered mineral basic dye interlayer compound of Production Example 2 15 parts Bontron E-84 ( (Charge control agent, manufactured by Orient Chemical Co., Ltd.) A mixture having a composition of 2 parts was sufficiently mixed with a Henschel mixer, then heated and melted at a temperature of 80 to 90 ° C. for about 40 minutes with two rolls, kneaded, and cooled to room temperature. The kneaded product was pulverized and classified to obtain a toner having a particle size of 5 to 10 μm. 0.3 part of colloidal silica was added to 100 parts of the toner to obtain a toner. Further, this toner is mixed with a silicone resin-coated carrier to prepare a two-component developer,
A copied image was obtained with T6550 (manufactured by Ricoh Company). It showed a vivid magenta color and exposed the image to direct sunlight for two weeks,
No fading or discoloration was observed. Further, when an image was formed on the OHP film and projected, it showed a vivid red-purple color.

[0014]

Comparative Example 1 Polyester resin (number average molecular weight Mn = 5000, weight average molecular weight Mw = 55000, glass transition point Tg = 62 ° C.) 100 parts Malachite green 3 parts Bontron E-84 (charge control agent, manufactured by Orient Chemical) 2 After sufficiently mixing with a Henschel mixer, the mixture was heated and melted and kneaded with a two-roll mill at a temperature of 80 to 90 ° C. for about 40 minutes, and then cooled to room temperature. The kneaded product was pulverized and classified to obtain a toner having a particle size of 5 to 10 μm. 0.3 part of colloidal silica was added to 100 parts of the toner to obtain a toner. Further, this toner is mixed with a silicone resin-coated carrier to prepare a two-component developer,
50 (manufactured by Ricoh) to obtain a copied image. It showed a bright green color, and when an image was formed on an OHP film and projected, it showed a bright green color. However, when the image was exposed to direct sunlight for two weeks, fading and discoloration were remarkable.

[0015]

Comparative Example 2 Polyester resin (number average molecular weight Mn = 5000, weight average molecular weight Mw = 55000, glass transition point Tg = 62 ° C.) 100 parts Malachite green lake 3 parts Bontron E-84 (charge control agent, manufactured by Orient Chemical) The mixture of the two parts was sufficiently mixed with a Henschel mixer, and then heated and melted and kneaded with a two-roll mill at a temperature of 80 to 90 ° C. for about 40 minutes, followed by cooling to room temperature. The obtained kneaded material was pulverized and classified to obtain a toner having a particle size of 5 to 10 μm. 0.3 part of colloidal silica was added to 100 parts of the toner to obtain a toner. Further, this toner is mixed with a silicone resin-coated carrier to prepare a two-component developer,
A copied image was obtained with a copying machine FT6550 (manufactured by Ricoh Company).
The image was bright green and the image was exposed to direct sunlight for 2 weeks, but no fading or discoloration was observed. When an image was formed on the OHP film and projected, only a dark green color was shown.

[0016]

[Effect] By using the toner of the present invention, the light resistance is good, the image is not blurred or stained due to the migration of the dye during the storage of the image, the color is clear, the transparency is good, and the OHP It is possible to provide an inexpensive color electrostatic toner having characteristics such as good color reproducibility and color reproducibility at the time of color superposition.

────────────────────────────────────────────────── (5) References JP-A-63-258957 (JP, A) JP-A-63-239461 (JP, A) (58) Fields investigated (Int. Cl. ⁷ , DB name) G03G 9/09

Claims (3)

(57) [Claims] 1. A color image electrophotographic toner comprising, as a colorant, a layered mineral-basic dye interlayer compound obtained by intercalating a layered mineral and a basic dye. 2. The toner according to claim 1, wherein the layered mineral is montmorillonite. 3. A layered material obtained by synthesizing the layered mineral .
2. The toner according to claim 1, wherein the toner is a clay mineral having a crystal structure .