JPS58108256A - Preparation of colorant particle - Google Patents

Abstract

PURPOSE:To obtain colorant particles having improved settling property and dispersion stability of toners and primary fixing property of a copy, by coating an organic or inorganic pigment with a mixture of a wax with a high polymer insoluble in an aliphatic hydrocarbon liquid. CONSTITUTION:A wax, e.g. a low-molecular weight polyolefin having <=15,000 weight-average molecular weight, is incorporated with a high polymer insoluble or slightly soluble in an aliphatic hydrocarbon liquid, e.g. a solid alkyd resin having >=20,000 weight-average molecular weight, at (5-95):(95-5) mixing ratio by pts.wt. between the wax and the high polymer under hot melting, and about 10-60%, based on the weight of the coating composition, organic or inorganic pigment, e.g. phthalocyanine blue or carbon black, and if necessary a dye, e.g. Alkali Blue, for imparting a polarity controllability or matching the color, are added to the resultant mixture in the state described above. The resultant mixture is then melt kneaded, cooled and pulverized to give the aimed coated colorant particles having about 0.1-50mu particle diameter.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a method for producing colorant particles comprising a pigment-resin composition.

For example, as a method for producing colorant particles for electrostatic photographic toners, a water-containing paste consisting of an organic or inorganic pigment such as phthalocyanine blue or carbon black and water is kneaded with an organic solvent solution of a resin, and the water surrounding the pigment is replaced by the solution. There is a known method of removing water and organic solvent after
However, if a carrier liquid such as an aliphatic hydrocarbon liquid used for toner dispersion is used as a processing resin at this time, the resin can be Since it dissolves in this carrier liquid, depending on the type of resin, it may lower the electrical resistance of the carrier liquid or destabilize the polarity of toner particles. In some cases, the result of reversing
111I image density decreases and background stains occur, making it impossible to form a clear image 111I. Therefore, as the coloring agent, those which are insoluble or poorly soluble in the carrier liquid are generally used.

However, in the case of this type of resin, unless measures are taken to ensure compatibility with organic pigments when manufacturing the colorant, or long-term dispersion during toner manufacturing, At the same time, dispersion stability decreases due to toner sedimentation and aggregation in stale liquid, and the resulting copies have poor drying properties.
- Poor adhesion properties tend to cause bleed through.

The present invention uses a coating mixture that is well dispersed in the carrier liquid although it is insoluble in the phase liquid used for dispersing the toner, as a pigment coating mixture, thereby solving the above-mentioned drawback of toner sedimentation.
The purpose is to improve dispersion stability and primary fixing properties of copies. Another object of the present invention is to prevent wetting of copy paper formed by toner.

That is, the present invention is characterized in that an organic or inorganic pigment is coated with a mixture of waxes and a polymeric substance that is insoluble or rigid in an aliphatic hydrocarbon liquid.

Typical examples of the coating method in the present invention include a crossing method and a brushing method. The kneading method involves mixing waxes and polymeric substances while melting them, then adding organic or inorganic pigments and dyes as necessary in this state, cooling after melt-mixing, and then adding O1.
This is a book that has to be crushed to about 50 pages.

In addition, the flushing method involves kneading a water-containing paste consisting of an organic or inorganic pigment and water with an organic solvent solution of the coating mixture, and then removing the water and the organic solvent.

Generally, if the coating material is soluble in finger body fluid (aliphatic hydrocarbon liquid), the dissolved resin will reduce the electrical resistance or reduce the particle size of the toner, thereby degrading the image quality. In addition, when polymers that are insoluble in the carrier liquid, such as I-listyrene, polymethyl methacrylate, phenol resin, and modified natural resins, are used as the base material, they have poor dispersibility because they have no affinity for the carrier liquid. However, there was a drawback that sharpness deteriorated due to sedimentation or agglomerated particles. The present inventors investigated Enoki-Kumibanoboku, which is insoluble in the carrier liquid, has excellent dispersion stability, and has excellent sedimentation properties and image quality*, and found that it is insoluble in the finger body fluid, but compared to the carrier liquid. It has been found that it is suitable to use waxes, which are materials with a high affinity for finger fluids, in combination with polymeric substances that are insoluble or dissolvable in finger body fluids, and that pigments treated with these compositions have a low surface energy. It was found that this decreases primary fixing performance and the amount of solvent adhering to the photoreceptor (solvent adheres to the photoreceptor and causes furrows).

The waxes used in the present invention have a weight average molecular weight of 15. ．． 000 or less, including low molecular weight polyolefins (polyethylene, polypropylene), Norafi/wax (softening point 50-180℃), chlorinated Norafi,
Low molecular weight chlorinated iriolefin (chlorinated polyethylene,
Mention may be made of chlorinated polypropylene, low molecular weight polyethylene, beeswax, carnano wax and montan wax.

Commercial products of these waxes include Queen's.

Examples of ethylene: Union cars/items DYNI, DYNF, DY
NHDYNJ, DYNK Allied Chemical AO/Liethylene 6 & 6A Dupo 7 ALATHON 3,10゜12.14,16,20,22゜5 Monsa:y) 0RIZON 805
,705゜0 Philip x MARLFiX toOJ
・Sanyo Chemical 8ANWAX 131P.

151P, 161P, 165F.

171P, 1200 Chubu? Riechley 2000, 2500, 30
00°400G, 4100.8000B.

5000.6000.7000 Example of iripropyle/Sanyo Chemical Bix=r-le 550P,
Examples of 660P, 330P Mikuchi 9, carnano wax Manufacturer name Product name Frozene Examples of other waxes In addition, as polymeric substances that are insoluble or dissolvable in aliphatic hydrocarbons, weight average molecular weight is 20.000 Examples of the above solid materials include alkyd light, epoxy resin, phenol resin, polyester resin, ester gum, polymerized rosin, camrosin, hardened rosin, natural resin of Danmar, Kono9, Sheratsuknat, natural resin-modified maleic acid resin, natural Resin-modified phenolic resin, natural resin-modified polyester resin, natural resin-modified pentaerythritol resin, natural resin-modified alkyd resin, natural resin-modified eixi resin, natural resin-modified acrylate resin, lower alkyl acrylate or methacrylate resin, polyvinyl acetate, polyr
Crylonitrile, irivinylpyrrolidone, polyamide,
Examples include styrene Qlli, /Q♂yltoluene, styrene acrylate resin, styrene to sitadiene resin, vinyl chloride, and fluororesin.

The mixing ratio of the waxes and polymeric substances is 5 to 5.
95 parts by weight -95 to 5 parts by weight is preferred; if the amount of shewax is less than the above ratio range, the desired effects of the present invention, namely dispersion stability and subsequent fixing properties, will be insufficient; on the other hand,
Too much wax is a no-no! j1 Elephant Tsuzore wakes up and turns into a bug.

Conventionally known organic or inorganic pigments are used as the organic pigments, and the organic pigments include t[, t is phthalocyanine del-, phthalocyanine green, sky blue, rhodashine lake, malachite green lake, and methylnoseiolet lake. , Peacock Sol Lake, Naphthol Green YB, Naphthol Green Y1 Naphthol Yellow S1 Lysol Fast Yellow 2G,
) Arm - Manent Red 4R, Clearant Fast Scarlet, Hansa Yellow, Incisin Yellow, Resole Red, Lake Red 0, Lake Red D1 Brilliant Carmino 6B, Nogu Manent Red F 5
R, Vigmentos, Curlet 3B and I Ludo xo
B sieve is exemplified, and inorganic pigments include carzen black, re, Ou, Ni, ZnO, 8i01,
Examples include Ti0111% metal, metal oxide, and glass.

In the present invention, in order to impart polarity control to the above-mentioned pigment, or to add color, dyes may be mixed with the pigment. Examples include alkali sol, spirit black, aniline tartar, oil sol, oil crack,
Dyes such as fast red, methyl orange, crystal/metal iolet, niosin, rose bengal, rhodamine B, and thioindigo dyes are exemplified. In addition,
The amount of pigment used is about 1 ml based on the weight of the coating composition.
0 to 60% is appropriate.

Further, in the present invention, a known anionic, nonionic or cationic surfactant may be used to improve the dispersion of the pigment into the material to be coated.

The coloring agent of the present invention is most suitable for use as a coloring agent for electrophotographic liquid developers, and can also be used as a coloring agent for dry processes, toners, or printing inks.

The liquid developer may be prepared by combining the coloring agent of the present invention with, for example, an alkyd resin, an azine-modified phenol formaldehyde resin, a polyhydric alcohol ester of hydrogenated rosin, a polyacrylic or polymethacrylic ester resin, a styrene resin, or a chlorinated rubber. , a binder such as chlorinated rubber is kneaded in the presence of a liquid mixture of a solvent for the binder and an aliphatic hydrocarbon liquid using a means such as a Zeel slurry to prepare a condenser;
This has an electrical resistance of 10I00 or more and a relative permittivity of 3 or less, such as trichloroto IJ fluoquethane, hexane, cyclohexane, Aitsuno'! It may be dispersed in an aliphatic hydrocarbon carrier liquid such as -L H (trade name) or Scherzol 71 (trade name).

Examples of the present invention are shown below.

Example 1 500 of water, 50 f of Car Zun (Mitsubishi +44) were thoroughly stirred with a flasher, and 150 f of -lyethylene (Hyzex) (manufactured by Mikata Kagaku) and 50 F of methyl methacrylate resin were added thereto, and heated to 150°C. After mixing for 2 hours, carbon chloride 2501 was added and kneading was further continued for 2 hours. The pressure was then reduced to remove water and carbon tetrachloride, and the mixture was ground in a stone mill.

The particle size was 10-30μ. .

Example 2 800 f of water and phthalocyanine sol-80 F were thoroughly stirred with a 7 lacquer, and then a polychloride shell (III Kagaku Kagaku 1 (Ss-13o) 3oot and /'l 5 fin wax (softening point 62°C) 3801 and 120℃
The mixture was heated and kneaded. Next, perchlorethylene 50F was added, and after stirring at 150°C for 3 hours, the pressure was reduced to remove water and non-chloroethylene. The particle size was 30-50μ.

Example 3 Vinegar 1! ! After thoroughly stirring vinyl resin 50F,) luene 800F, and 80F polyethylene (AO-6) (manufactured by Allied Keocal) in a flasher at 100°C, a wet cake (including Add 5 od) of water and knead at 150°C for 4 hours.
Then, the pressure was reduced to remove volatile components such as water and toluene.

This was pulverized to obtain a powder having a particle size of 8 to 15p1 and a water content of 0.82%.

Example 4 After thoroughly stirring 500 F of water and 100 F of Carzen (Mogul A) (manufactured by Casette) with a flasher, the mixture was heated to JCC.
+ 100 f of gin-modified maleic acid resin, 250 t of polyethylene/(Sanyo Kasei Sunwax 165-P) and 100 f of toluene were added, and the mixture was heated and stirred at 120°C. After mixing for about 4 hours, the pressure was reduced, volatiles were removed, and the mixture was pulverized. Particle size is 2
0-50-1 moisture content was 1.2.

Example b Pimecol 660P (Polypropylene) 52 ('If.

Heat 50F of toluene and 150F of vinyl chloride to 100℃ and stir in a flasher.

Phthalocyanine green wet cake (water content 60%) 100F and Carzen Black 502 were added to the mixture, heated to 150°C, dispersed for 5 hours, and then depressurized to remove volatile components. Then, it is crushed to have a particle size of 3 to 10 ps and a moisture content of 1.
An 8% powder was obtained.

Example 6 30 (l of isodityl methacrylate) and 150 f of rosin-modified phenol resin were heated and kneaded with a heated roll at 150°C, and then 30 of alkali sol was added and kneaded at 150°C for 2 hours. ) -/mill to obtain a powder with a particle size of 5 to 10 pl and a water content of 0.38 ml.

Example 7 Polyethylene manufactured by Union Car JR Ido (DYNF) 3
00f and Borizolobi L/7300f were placed in an ISO'C 7 lasher and kneaded. 250 f of penzidine yellow wet cake (moisture content: 75 ml) and 250 f of rosin-modified alkyd resin were added to it, and the mixture was heated at 150°C for 30 min.
Kneaded for hours. After that, the volatile matter was dried under reduced pressure, and the particle size was 20.
A powder with a moisture content of 1.2 tons was obtained.

Example 8 Monnanto Chemical polyethylene (Ori son 7
05) 200F and styrene resin 100F were placed in a 7 lasher and kneaded at 120°C. Into it, put Special Plack 8B90F together with 50f of toluene, and
The mixture was kneaded at 0°C for 3 hours. Next, dry under reduced pressure to obtain particles with a particle size of 18 to 3.
A powder of 6P1 with a moisture content of 1.401 was obtained.

Patent applicant Rico Co., Ltd.

Claims (1)

[Scope of Claims] 1. A method for producing colorant particles, which comprises coating an organic or inorganic pigment with a mixture of waxes and a polymer substance that is insoluble or sparingly soluble in an aliphatic hydrocarbon liquid. 2. The method according to claim 1, wherein the mixing ratio of waxes and polymeric substances is 5 to 95 parts by weight to 95 to 5 parts by weight. 3. A dye is used in combination with an organic or inorganic pigment. 4. The wax is at least one selected from the group consisting of low molecular weight polyolefin, 79 rough-in wax, chlorinated norahin, low molecular weight chlorinated polyolefin, and low molecular weight polyethylene oxide. The method according to item 1, in which the range of a certain characteristic fftt* is sought.
35 The polymeric substance is alkyd resin, epoxy resin, phenolic resin, polyester resin, ester gum, hardened rosin, natural resin neutral maleic acid resin, natural resin modified phenol resin, natural resin edible polyester resin,
Natural tree homologous pentaerythritol resin, natural resin modified alkyd resin, natural resin modified engineering I xy resin, natural resin modified acrylate resin, lower grade acrylate or methacrylate resin, styrene resin, styrene acrylate resin, styrene-citadiene resin , at least one selected from the group consisting of vinyl chloride resin and fluororesin.
The method according to claim 1, which is a species. 6. The method according to claim 5, wherein the nixy resin is selected from the group consisting of a cycloaliphatic ester type epoxy resin, a polyoxyphenolic resin, an epoxy urea resin, an epoxy I lyamide, and an epoxy ester-melamine resin.