JPH07219276A - Electrostatic latent image developing toner - Google Patents

Abstract

PURPOSE:To attain the stable electrifying property, to easily control electric charge and to uniformize electrifying property among toner particles by incorporating a specific terpene derivative in the toner. CONSTITUTION:The toner contains a binder resin, a coloring agent and the terpene derivative obtained by allowing terpene to additionally react with two or more compounds having acid group or hydroxide group, and the content of the terpene derivative is 1-30 pts.wt. based on 100 pts.wt. binder resin. If the content of the terpene derivative is <=1 pts.wt., the effect to improve the electrifying property is insufficient and if the content of the terpene derivative is <=30 pts.wt., the anti-blocking property of the toner is hindered. As the terpene used as the terpene derivative, for example, non-cycle monoterpene such as myrcene, geraniol, nerol or citronellol or monocyclic monoterpene such as limonene, menthol or terpinen can be used individually or as a mixture.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION The present invention relates to electrophotography, electrostatic recording,
And a toner for developing an electrostatic latent image for developing an electrostatic latent image in electrostatic printing.

[0002]

2. Description of the Related Art Development of an electrostatic latent image in electrophotography, electrostatic recording and electrostatic printing is performed by electrostatically removing triboelectrically charged toner from an electrostatic latent image formed on a photoconductor. This is done by making it visible by adsorption.

As a method of charging the toner used in the development of such an electrostatic latent image, in the two-component developing system, it is known that a toner, which is generally called a carrier, is mixed and stirred to give the toner a charge. Has been. In the one-component developing method, it is known that the toner is charged by contact with a developing sleeve, a toner regulating blade, or the like. With either method, if the toner is not uniformly charged, problems will occur during development and transfer. For this reason, conventionally, in order to improve the chargeability of toner, a charge control agent or charge control resin having a triboelectrification series opposite to the triboelectrification series of a charge imparting member such as a carrier or a blade material is added to the toner. Is being added.

However, since the charge control agent and the like have high chargeability, if the dispersibility in the toner is poor, the chargeability of each toner varies, causing problems such as toner scattering and image fogging. Therefore, it is an important subject to uniformly disperse the charge control agent and the like in the toner without variation. In particular, the particle size of the toner tends to be reduced in order to improve the image quality, and it is more difficult to uniformly disperse the charge control agent and the like in a toner having a small particle size.

Further, in recent years, the demand for color toner has been high, and the demand for color toner has been increasing. With this, Toner
A charge control agent or the like which imparts electric charge to the above must also be colorless or whitened in order to deal with it. Further, as the negative charge control agent, colorless or white ones are commercially available, but most of them are compounds containing a heavy metal, such as a chromium complex salt, and such a compound has a problem from the viewpoint of safety. is there.

[0006]

SUMMARY OF THE INVENTION It is an object of the present invention to provide an electrostatic latent image developing toner which solves the above problems.

Specifically, an object of the present invention is to provide a toner for developing an electrostatic latent image which has stable chargeability, is easy to control charge, and has uniform chargeability between individual toner particles. Is.

It is another object of the present invention to provide a toner for developing an electrostatic latent image which has good chargeability and is inexpensive.

Another object of the present invention is to provide a color toner having good chargeability.

[0010]

The present invention comprises a binder resin, a colorant, and a terpene derivative obtained by addition-reacting two or more compounds having an acid group or a hydroxyl group with a terpene. Binder resin 1 content
The present invention relates to an electrostatic latent image developing toner of 1 to 30 parts by weight with respect to 00 parts by weight.

The terpene constituting the terpene derivative according to the present invention has a carbon number of 5n, which is a multiple of 5n (8 ≧ n ≧ 2) and 2
Is an organic compound composed of 8 isoprene (a conjugated diene having 5 carbon atoms).

By providing a toner with a terpene derivative obtained by adding two or more compounds having an acid group or a hydroxyl group to such a terpene, it is possible to impart excellent negative chargeability to the toner. You can
If there is only one compound having an acid group or a hydroxyl group that undergoes an addition reaction with the terpene, the effect of improving the chargeability with respect to the toner becomes insufficient.

The terpene derivative obtained by addition-reacting two or more compounds having an acid group or a hydroxyl group with a terpene is also excellent in safety since it does not contain a heavy metal in its structure.

Examples of the terpene used in the terpene derivative according to the present invention include myrcene, geraniol,
Acyclic monoterpenes such as Nerol and citronellal, limonene, menthol, terpinene, ferrandrene, sylvestrene, matatabilactone, iridylmesine,
Monocyclic monoterpenes such as aukbin, curren, pinene,
Bicyclic monoterpenes such as sabinene, camphor, camphene, and fencon, acyclic sesquiterpenes such as farnesol, nerolidol, and ipomeamarone, bisabolen,
Bicyclic sesquiterpenes such as germacron, humulene, monocyclic sesquiterpenes, kazinene, serinene, santonin, elemophilon, widrol, guaiole, caryophyllene, β-santalen, sedrol, longifolene, α-santalen , Tricyclic sesquiterpenes such as linderene and lamptelole, acyclic diterpenes such as phytol, monocyclic diterpenes such as sembrene and camphorene,
Mannole, bicyclic diterpene such as agate dicarboxylic acid, abietic acid, levopimaric acid, dextropimer
Tricyclic diterpenes such as acid, ferguinol, dorabradiene and emmain, tetracyclic diterpenes such as phylocladene, hibaene, cafestole, grayanotoxin, gibberellin and the like, tricyclic sesterterpenes such as ophiobolin, tizanine and cocrioborin. , Acyclic triterpenes such as squalene, tricyclic triterpenes such as amblein, onoserine, damarangeol, lanosterine, euphor
Tetracyclic triterpenes such as le, tilcarol, cucurbitacin, herbolic acid, limonin, amylin, taraxerol, multiflorenol, arnusenol, freederin, bauelenol, rupeol, fernen, asianen , Pentacyclic triterpenes such as ferricene, tetraterpenes such as lycopene and the like can be used alone or as a mixture.

The terpene is not limited to the above, and may be either acyclic or cyclic. Among these terpenes, terpinene, which is a monocyclic monoterpene, has a low molecular weight and a high purity is easily obtained.
It is preferable from the viewpoint that it has a low melting point (softening point), does not adversely affect the anti-blocking property of the toner, and that it exists in a large amount in nature and therefore does not cost much.

Although any compound having an acid group or a hydroxyl group may be used, an aromatic compound is more advantageous than an aliphatic compound for the antiblocking property of the toner. Preferred compounds having an acid group or a hydroxyl group are, for example, phenol, naphthol, xylenol, cresol, benzoic acid, phthalic acid and the like in the aromatic system. Among them, phenol is more preferable because of its chargeability and reactivity during formation.

The terpene derivative according to the present invention is added in an amount of 1 to 30 parts by weight, preferably 1 to 10 parts by weight, more preferably 2 to 6 parts by weight, based on 100 parts by weight of the binder resin. If the addition amount of the terpene derivative is less than 1 part by weight,
The effect of improving the chargeability becomes insufficient, and if it exceeds 30 parts by weight, the anti-blocking property of the toner is impaired.

By increasing the purity of the terpene derivative according to the present invention, it is possible to raise the glass transition point while keeping the melting point (softening point) low, and to lower the hue (high transparency). it can. Therefore, it can be suitably used not only for ordinary toners but also for toners such as color toners and low temperature fixing toners which require specific characteristics.

The terpene derivative according to the present invention has a melting point (softening point) of 70 to 160 ° C. and a glass transition point of 40 ° C.
It is desirable to use the above. By setting the softening point and the glass transition point in such ranges, the toner
It is possible to achieve the improvement of the chargeability without adversely affecting the various characteristics of.

From the viewpoint of energy saving, it is required to reduce the power consumption of copying machines and printers, and a low temperature fixing toner which achieves such an object has a low softening point (deterioration of thermal properties) and to some extent. It must have a high glass transition point (anti-blocking property). Therefore, when the terpene derivative according to the present invention is used in a toner for low temperature fixing, it is preferable to use one having a melting point (softening point) of 70 to 120 ° C. and a glass transition point of 40 ° C. or more. It is also desirable from the viewpoint of ensuring anti-blocking property.

Further, since the terpene derivative according to the present invention is a colorless or light-colored compound, the chargeability can be improved without impairing the color tone even when used in a color toner.

The toner for developing an electrostatic latent image of the present invention comprises a binder resin, a colorant and the terpene derivative according to the present invention. If necessary, other toner property improving agents such as a releasing agent are added. It is possible to When finally obtaining a magnetic toner, it is possible to add magnetic powder. Further, it is possible to add a post-treatment agent to the toner surface for the purpose of improving fluidity and the like.

The binder resin constituting the toner is not particularly limited as long as it is used in ordinary toners, and examples thereof include styrene acrylic resin, styrene resin, and (meth) acrylic resin. , Olefin resin, polyester resin, amide resin,
A thermoplastic resin such as a carbonate resin, a polyether resin, a polysulfone resin, an epoxy resin, a urea resin, or a urethane resin, a copolymer thereof, or a blended product thereof is used.

Among the above binder resins, the terpene derivative according to the present invention has excellent compatibility with polyester resins and styrene acrylic resins having acrylic acid or methacrylic acid as a monomer component. This is considered to be due to the improved compatibility due to the presence of the acid group and hydroxyl group possessed by the terpene derivative of the present invention. Therefore, by using the terpene derivative of the present invention in combination with a polyester resin or a styrene acrylic resin having a acrylic acid or methacrylic acid component as a monomer component, it is possible to make them compatible with each other evenly in the binder, and each toner The chargeability of − can be made more uniform.

When the toner of the present invention is used as a low temperature fixing toner, the softening point of the binder resin is 70 to 1
The glass transition point may be 30 ° C and the glass transition point may be 50 ° C or higher.

In addition, the toner of the present invention is a translucent full color.
When used as a toner for toner, the binder resin has a softening point of 80 to 150 ° C. and a glass transition point of 55 to 7
0 ° C., number average molecular weight (Mn) of 2000 to 15000,
A linear polyester resin having a molecular weight distribution (Mw / Mn) of 5 or less, or a styrene acrylic resin may be used.

The colorant constituting the toner is not particularly limited as long as it is a colorant used in ordinary toners. For example, organic or inorganic pigments of various colors as shown below, Dyes can be used.

That is, examples of the black pigment include carbon black, copper oxide, manganese dioxide, aniline black, activated carbon, non-magnetic ferrite, magnetic ferrite, magnetite and the like.

Examples of yellow pigments include yellow lead, zinc yellow, cadmium yellow, yellow iron oxide, mineral fast yellow, nickel titanium yellow, navels yellow, naphthol yellow S, hanzer yellow G, hanzer yellow 10G, and benzidine yellow G. , Benzidine yellow GR, quinoline yellow lake, permanent yellow NCG, tartrazine lake and the like.

Examples of orange pigments include red yellow lead, molybdenum orange, permanent orange GTR, pyrazolone orange, vulcan orange, induslen brilliant orange RK, benzidine orange G and induslen brilliant orange GK.

Examples of red pigments include red iron oxide, cadmium red, red lead, mercury sulfide, cadmium, permanent red 4R, resole red, pyrazolone red, watching red, calcium salt, lake red C, lake red D, brilliant carmine 6B, Examples include Eoxy Lake, Rhodamine Lake B, Alizarin Lake, Brilliant Carmine 3B and the like.

Examples of purple pigments include manganese purple, fast violet B, and methyl violet lake.

The blue pigments include navy blue, cobalt blue, alkali blue lake, Victoria blue lake,
Phthalocyanine blue, metal-free phthalocyanine blue,
Phthalocyanine blue partial chlorinated compound, Fast Sky Blue, Induslen blue BC and the like, and green pigments include chrome green, chromium oxide, pigment green B, malachite green lake, final yellow green G and the like.

As white pigments, zinc white, titanium oxide,
There are antimony white and zinc sulfide. As an extender pigment,
Examples include barite powder, barium carbonate, clay, silica, white carbon, talc, and alumina white.

Various dyes such as basic dyes, acidic dyes, dispersion dyes and direct dyes include nigrosine, methylene blue, rose bengal, quinoline yellow and ultramarine blue.

These colorants may be used alone or in combination of two or more, but usually, the binder resin 10 is used.
1 to 20 parts by weight, more preferably 2 to 0 parts by weight
It is desirable to use 10 to 10 parts by weight. That is, 20
If it is more than 1 part by weight, the fixability of the toner will be deteriorated, while if it is less than 1 part by weight, the desired image density cannot be obtained.

When used as a translucent color toner,
As the colorant, various kinds of pigments and dyes of various colors as described below can be used.

Examples of the yellow pigment include C.I. I. 10316
(Naphthol yellow S), C.I. I. 11710 (Hansa Yellow 10G), C.I. I. 11660 (Hansa Yellow 5G), C.I. I. 11670 (Hansa Yellow 3
G), C.I. I. 11680 (Hansa Yellow G), C.I.
I. 11730 (Hansa Yellow GR), C.I. I. 11
735 (Hansa Yellow A), C.I. I. 11740 (Hansa Yellow RN), C.I. I. 12710 (Hansa Yellow R), C.I. I. 12720 (Pigment Yellow L), C.I. I. 21090 (benzidine yellow),
C. I. 21095 (Benzidine Yellow G), C.I.
I. 21100 (Benzidine Yellow GR), C.I. I.
20040 (Permanent Yellow NCG), C.I. I.
21220 (Vulcan Fast Yellow 5), C.I. I.
21135 (Vulcan Fast Yellow R) and the like.

As the red pigment, C.I. I. 12055
(Stalin I), C.I. I. 12075 (permanent orange), C.I. I. 12175 (Resor Fast Orange 3GL), C.I. I. 12305 (Permanent Orange GTR), C.I. I. 11725 (Hansa Yellow 3R), C.I. I. 21165 (Vulcan Fast Orange GG), C.I. I. 21110 (benzidine orange G), C.I. I. 12120 (Permanent Red 4
R), C.I. I. 1270 (Para Red), C.I. I. 12
085 (Fire Red), C.I. I. 12315 (Brilliant Fast Scarlet), C.I. I. 1231
0 (Permanent Red F2R), C.I. I. 12335
(Permanent Red F4R), C.I. I. 12440
(Permanent Ent Red FRL), C.I. I. 124
60 (Permanent Red FRLL), C.I. I. 124
20 (Permanent Red F4RH), C.I. I. 124
50 (Light Fast Red Toner B), C.I. I. 1
2490 (Permanent Carmine FB), C.I. I. 15
850 (Brilliant Carmine 6B) and the like.

As the blue pigment, C.I. I. 741
00 (metal-free phthalocyanine blue), C.I. I. 741
60 (phthalocyanine blue), C.I. I. 74180
(Fast Sky Blue) etc.

These colorants can be used alone or in combination of two or more, but 1 to 10 parts by weight, more preferably 2 to 5 parts by weight, relative to 100 parts by weight of the binder resin contained in the toner particles. It is desirable to use. That is, if the amount is more than 10 parts by weight, the fixability and translucency of the toner are deteriorated, while if it is less than 1 part by weight, a desired image density may not be obtained.

Further, the release agent is not particularly limited as long as it is used in a usual toner, and for example, low molecular weight polyethylene wax, low molecular weight oxidized polyethylene wax, low molecular weight polypropylene wax. , Low molecular weight oxidized polypropylene wax, candelilla wax, carnauba wax, rice wax, montan wax (derivative), paraffin wax (derivative), microcrystalline wax (derivative), (oxidized) sazol wax, hydrogenated castor oil (derivative) , 12-hydroxystearic acid, higher fatty acid wax, higher fatty acid ester wax and the like.

These release agents may be used alone or in combination of two or more, but in the case of a toner used in an oilless heat roll fixing device, relative to 100 parts by weight of the binder resin contained in the toner particles, 1 It is desirable to use 10 to 10 parts by weight, more preferably 2 to 5 parts by weight. That is, if it is more than 10 parts by weight, the fixability and chargeability of the toner will be deteriorated, while if it is less than 1 part by weight, the fixability of the toner will be deteriorated. Further, it is not necessary to be particular about the amount as long as it is a toner used in a fixing device other than the oilless heat roll fixing device.

The magnetic powder is not particularly limited as long as it is one that is used in ordinary toners, and examples thereof include aluminum, cobalt, iron, lead, magnesium, nickel, zinc, antimony and beryllium. , Metals such as bismuth, cadmium, calcium, manganese, selenium, titanium, tungsten, vanadium, alloys thereof, mixtures thereof, oxides, and fired bodies (ferrite). These magnetic materials may be used alone or in combination of two or more, but 1 to 80 parts by weight, more preferably 5 to 60 parts by weight, should be used with respect to 100 parts by weight of the binder resin contained in the toner particles. Is desirable. That is, if it is less than 1 part by weight, the effect of the magnetic powder is not exerted, and if it is more than 80 parts by weight, the charging property is deteriorated.

The negative charge control agent used in ordinary toners may be used in combination with the terpene derivative of the present invention. As the negative charge control agent, for example, chromium complex salt type azo dyes S-32, 33, 34, 35, 37, 38, 4
0 (manufactured by Orient Chemical Industry Co., Ltd.), Eisenspiron Black TRH, BHH (manufactured by Hodogaya Chemical Co., Ltd.), Kayaset Black T-22,004 (manufactured by Nippon Kayaku Co., Ltd.), copper phthalocyanine dye S-39 (Orient Chemistry) Industrial Co., Ltd.), chromium complex salt E-81, 8 (manufactured by Orient Chemical Industry Co., Ltd.), zinc complex salt E-84 (manufactured by Orient Chemical Industry Co., Ltd.), aluminum complex salt E-86 (manufactured by Orient Chemical Industry Co., Ltd.), and calixarene. A system compound etc. can be used. In addition,
Among the above charge control agents, those having a large particle size are preferably used after being subjected to a treatment such as crushing in advance to have a desired particle size.

The post-treatment agent to be added to the toner surface is not particularly limited as long as it is one used in ordinary toners, and for example, silicon carbide, boron carbide, titanium carbide, zirconium carbide, Various carbides such as hafnium carbide, vanadium carbide, tantalum carbide, niobium carbide, tungsten carbide, chromium carbide, molybdenum carbide, calcium carbide, diamond carbon random, boron nitride, titanium nitride, various nitrides such as zirconium nitride, zirconium boride, etc. Various boride, aluminum oxide, titanium oxide, iron oxide, chromium oxide, calcium oxide, magnesium oxide, zinc oxide, copper oxide, various oxides such as silica, sulfides such as molybdenum disulfide, magnesium fluoride, fluorinated Fluoride such as carbon, aluminum stearate Various metal soaps such as calcium stearate, zinc stearate, magnesium stearate, talc, bentonite, and further cobalt, iron, nickel, aluminum, lead, magnesium, zinc, antimony, beryllium, bismuth, cadmium, calcium, manganese, selenium, Various inorganic fine particles such as various metals such as titanium, tungsten and vanadium or alloys thereof, or emulsion polymerization method, soap-free emulsion polymerization method,
Styrene-based, (meth) acrylic-based, olefin-based, fluorine-containing (meth) acrylic-based, nitrogen-containing (meth) acrylic-based, epoxy, silicon granulated by a wet polymerization method such as a non-aqueous dispersion polymerization method or a gas phase method Various organic fine particles such as benzoguanamine, melamine and their copolymers may be used alone or in combination.

These post-treatment agents can be used alone or in combination, and the binder resin 100 of the toner is used.
It is 0.01 to 5 parts by weight, more preferably 0.1 to 3 parts by weight, based on parts by weight. That is, if it is less than 0.01 parts by weight, the effect of addition is not obtained, and if it is more than 5 parts by weight, the charging property is deteriorated.

The toner of the present invention can be manufactured by a conventionally known manufacturing method and is not particularly limited. For example, a pulverization method, an emulsion polymerization method such as an emulsion polymerization method, a suspension polymerization method, or a granulation polymerization method. It can be produced by a wet granulation method such as a granulation method or a spray drying method, or a microencapsulation method.

The average particle size of the toner of the present invention is 3 to 20 μm.
m can be used, preferably 4 to 15 μm,
When performing high-definition image reproduction, it is desirable that the thickness be 4 to 9 μm. If the average particle size of the toner is smaller than 3 μm, the charging property and fluidity are adversely affected, and if it is larger than 20 μm, a high quality image cannot be obtained.

[0050]

EXAMPLES The present invention will now be described in more detail with reference to examples, but the present invention is not limited to these examples. The terpene derivative used in each toner production example had a purity of 90% or more.

(Toner Production Example 1) 100 parts by weight of polyester resin (Mn: 4,300, Mw: 138,000, Tg: 63 ° C., Tm: 120 ° C.) 8 parts by weight of carbon black (Mogul L: manufactured by Cabolac Co., Ltd.) ) -Offset inhibitor (low molecular weight polypropylene) 3 parts by weight (Viscor TS200: manufactured by Sanyo Kasei Co., Ltd.)-Terpinene diphenol 5 parts by weight (melting point: 85 ° C, Mn: 324, YP-90: Yasuhara Chemical ( Co., Ltd.) The above materials were mixed with a Henschel mixer, then kneaded with a twin-screw extrusion kneader and then cooled. Then coarsely pulverize, finely pulverize with a jet fine pulverizer, and classify with an air classifier to obtain an average particle size of 8.3μ.
m toner was obtained. Further, this toner was treated with 0.3% by weight of hydrophobic silica (R-974: manufactured by Nippon Aerosil Co., Ltd.) as a fluidizing agent to obtain toner 1.

(Production Example 2 of Toner) 100 parts by weight of styrene-butyl acrylate-acrylic acid copolymer (Mn: 5,400, Mw: 156,000, Tg: 60 ° C., Tm: 120 ° C.) Colorant: Cyan 3 parts by weight (copper phthalocyanine) ・ Offset inhibitor (low molecular weight polypropylene) 3 parts by weight (Viscor TS200: Sanyo Kasei Co., Ltd.) ・ Terpinene diphenol 5 parts by weight (melting point: 85 ° C., Mn: 324, YP-90: manufactured by Yasuhara Chemical Co., Ltd.) The above materials were put in 500 parts by weight of methylene chloride, and dissolved and dispersed by a bead mill (Eiger motor mill: manufactured by Eiger Japan Co., Ltd.). This solution is called solution A.

Sodium lauryl sulfate 1 part by weight Metroses (methyl cellulose: manufactured by Shin-Etsu Chemical Co., Ltd.) 1 part by weight The above materials were dissolved in 100 parts by weight of water. This solution is called solution B.

500 g of solution A and 350 g of solution B were placed in a 2 l beaker and the mixed solution was stirred by a stirrer (TK Auto Homomixer: manufactured by Tokushu Kika Kogyo Co., Ltd.) for 4000.
The emulsion dispersion was prepared by stirring at rpm for 15 minutes. Then, the dispersion was heated to 50 ° C., the methylene chloride as an organic solvent was evaporated for 8 hours while stirring the dispersion, the dispersion was filtered, and the obtained particles were washed with 5 l of distilled water. After that, the particles were dried and adjusted under the conditions of classification treatment to obtain a toner having an average particle size of 7.8 μm. Further, using the above toner as a fluidizing agent, hydrophobic silica (R-97
4: Toner 2 is treated with 0.3% by weight of Nippon Aerosil Co., Ltd.

Toner Production Example 3 In the toner production example 1 above, cyan (copper phthalocyanine) was used as a colorant.
Toner 3 was obtained in the same manner except that 3 parts by weight was used.

Toner Production Example 4 Toner 4 was obtained in the same manner as in Toner Production Example 1 except that terpinene diphenol was used instead of terpinene dinaphthol.

(Toner Production Example 5) Toner 5 was obtained in the same manner as in Toner Production Example 2 except that terpinene diphenol was used instead of terpinene dinaphthol.

(Production Example 6 of toner) In Production Example 1 of the above toner, except that terpinene diphenol was replaced with 5 parts by weight of terpinene dicresol and the colorant was replaced with 3 parts by weight of cyan (copper phthalocyanine). In the same manner, Toner 6 was obtained.

(Production Example 7 of toner) In Production Example 2 of the above toner, 5 parts by weight of terpinene diphenol was used as the terpinene diphenol, and carbon black (Mo) was used as the coloring agent.
gulL: manufactured by Cabolac Co., Ltd.) Toner 7 was obtained in the same manner except that the amount was changed to 8 parts by weight.

(Toner Production Example 8) Toner 8 was obtained in the same manner as in Toner Production Example 1 except that the terpinene diphenol was replaced with terpinene dibenzoic acid.

Toner Production Example 9 Toner 9 was obtained in the same manner as in Toner Production Example 1 except that terpinene diphenol was used instead of terpinene diphthalic acid.

(Toner Production Example 10) Toner was produced in the same manner as in Toner Production Example 1 except that terpinene diphenol was changed to terpinene dixylenol (melting point: 89 ° C., Mn: 380). Got 10.

(Toner Production Example 11) Toner 11 was obtained in the same manner as in Toner Production Example 1 except that terpinene diphenol was replaced with serine diphenol.

(Toner Production Example 12) Toner 12 was obtained in the same manner as in Toner Production Example 1 except that terpinene diphenol was used instead of lycopene diphenol.

(Production Example 13 of toner) In Production Example 1 of the toner, the addition amount of terpinene diphenol was 10
Toner 13 was obtained in the same manner except that the weight part was used.

Toner Production Example 14 Toner 14 was obtained in the same manner as in Toner Production Example 1 except that the amount of terpinene diphenol added was 2 parts by weight.

(Production Example 15 of toner) In Production Example 1 of the above toner, the amount of terpinene diphenol added was 30.
Toner 15 was obtained in the same manner except that the weight part was used.

(Toner Production Example 16) Toner 16 was obtained in the same manner as in Toner Production Example 1 except that the amount of terpinene diphenol added was 1 part by weight.

(Production Example 17 of toner) The same as Production Example 1 of the above toner except that the amount of terpinene diphenol added was 1 part by weight and 1 part by weight of calixarene was added as a negative charge control agent. To obtain a toner 17.

(Toner Production Example 18) Toner 18 was obtained in the same manner as in Toner Production Example 1 except that terpinene diphenol was not added.

(Toner Production Example 19) Toner 19 was obtained in the same manner as in Toner Production Example 2 except that terpinene diphenol was not added.

(Production Example 20 of toner) In Production Example 1 of the above-mentioned toner, the addition amount of terpinene diphenol was adjusted to 0.
Toner 20 was obtained in the same manner except that the amount was 5 parts by weight.

(Production Example 21 of toner) In Production Example 1 of the above toner, the amount of terpinene diphenol added was 40%.
Toner 21 was obtained in the same manner except that the weight part was used.

(Charging property test method) Action La
Each toner is set in the developing unit of zer1000 (manufactured by EPSON), the machine is stopped during the development of the white solid image and the black solid image, the charge amount of the toner existing on the sleeve at that time, and the development of the white solid image The fogging on the photoconductor was examined.

The saturated charge amount was obtained from the charge amount of the toner remaining on the sleeve in the middle of a white solid image. Saturation charge amount is 20-4
If it is 0 [μC / g], there will be no practical problem, but 20
If it is lower than [μC / g], fog is likely to occur on the image, and if higher than 40 [μC / g], transfer failure is likely to occur.

The rising property of the charge amount was determined by the charge amount of the toner remaining on the sleeve in the middle of the black solid image. When the rising property of the charge amount is 15 to 40 [μC / g], there is no problem in practical use. However, when it is lower than 15 [μC / g], fog and tracking failure are likely to occur after reproducing a solid black image. However, if it is higher than 40 [μC / g], transfer failure is likely to occur.

The presence / absence of uncharged toner was confirmed by the presence / absence of fogging on the photosensitive member during the development of a white solid image. If there is toner that is not properly charged, fogging and toner sticking to the blade are likely to occur.

It is possible to determine whether or not the toner has a stable charging property from the above-described saturated charge amount and charge rising property, and it is possible to determine the charge between toner particles from the presence / absence of a poorly charged toner. Uniformity can be determined.

The results of the above charging test are shown in Table 1.

(Testing method for anti-blocking property of toner) 2 g of the toner is put in a 5 cc glass bottle and the lid is closed.
Leave for 5 hours at ambient temperature of ° C. Then, the state of the toner was observed and ranked.

Rank A: The toner falls off when the glass bottle is placed upside down. Rank B: The toner does not drop even when the glass bottle is placed upside down, but it becomes even smoother by a light shake. C: The toner becomes even smoother by a tight shake. Rank D: The toner is loosened by stirring with a metal rod etc., but it does not become completely dry. Rank E: Completely aggregates. In the above evaluation, ranks A to C were practically usable, and the results are shown in Table 1.

[0082]

[Table 1]

Further, it was confirmed that the toner has a vivid cyan color in the examples using the cyan colorant.

[0084]

According to the present invention, it is possible to provide a toner for developing an electrostatic latent image having excellent chargeability.

Further, according to the present invention, it is possible to provide a color toner having improved chargeability without impairing the color tone.

[0086]

Claims (1)

[Claims] 1. A binder resin, a colorant, and a terpene derivative obtained by addition-reacting two or more compounds having an acid group or a hydroxyl group with a terpene, wherein the content of the terpene derivative is 100% by weight of the binder resin. 1-3 for parts
A toner for developing an electrostatic latent image, characterized in that it is 0 part by weight.