JP4237667B2 - toner - Google Patents

Description

  The present invention relates to a toner used for developing a latent image formed in an electrophotographic method, an electrostatic recording method, an electrostatic printing method, and the like, and a two-component developer containing the toner.

  In recent years, the demand for on-demand printing has increased, and there is a demand for a developer that can cope with high image quality, high speed, and color. In particular, in high-speed continuous printing, the development process becomes faster, and therefore, when a conventionally used toner or developer is used, a phenomenon called “toner scattering” occurs, which may cause image deterioration.

  In the electrophotographic development process, the toner is agitated with the carrier and triboelectrically charged, thereby being combined with the carrier by the Coulomb force. However, if the charge amount of the toner is insufficient, the centrifugal force induced by the rotation of the magnet roller in the development process cannot be overcome, and poorly charged toner such as weakly charged toner will leave the carrier and scatter from the development unit as smoke. Contaminate. This phenomenon is called toner scattering. The higher the system speed, the greater the centrifugal force, and the toner scattering increases.

  Therefore, the addition of a charge control agent that imparts high chargeability to the toner is effective in preventing toner scattering. Conventionally, toners containing various charge control agents have been studied, and among them, aromatic hydroxycarboxylic acid metal compounds are not only excellent in the effect of improving the chargeability but also are nearly colorless and have a color tone of the toner. Therefore, it is known as a charge control agent that can be widely used in color toners as well as black toners (see Patent Document 1).

On the other hand, as a charge control agent for maintaining a stable charge amount level, a toner containing an organic calcium salt such as a calcium salt of aromatic hydroxycarboxylic acid (see Patent Document 2) or a calcium salt of polyester (see Patent Document 3) is used. It has been reported.
JP 61-223753 A (Claim 1) JP-A-62-163061 (Example 1) JP 7-173273 A ([0088])

  A toner containing a metal compound of an aromatic hydroxycarboxylic acid exhibits a very high charge amount in the initial stage of stirring with a carrier in a two-component development method, and gradually reaches a predetermined level (saturated charge amount) by repeating stirring. It has the characteristics of convergence.

  In the low-speed machine, the toner can reach the saturation charge amount because there is a sufficient stirring time with the carrier until the replenished toner is developed. However, it has been found that, particularly when used in a high-speed developing device having a linear speed exceeding 150 mm / sec, toner with a poor charge amount that causes toner scattering is generated.

  This is presumed to be caused by the fact that in the high-speed developing device, the developing process speed is fast and the replenished toner is not sufficiently stirred, so that the toner in a state where the high charge amount is maintained is sent to the developing unit. Is done. That is, a toner with a high charge amount is difficult to be developed on the photoreceptor and is firmly attached to the carrier surface by Coulomb force, so that other toners are prevented from contacting the carrier surface, resulting in a toner with a poor charge amount. Is estimated to occur.

  In addition, although toner containing organic calcium salt can maintain a stable charge amount upon stirring with a carrier, the charge amount level itself is low, so the centrifugal force generated by the magnet roller cannot be overcome and toner scattering occurs. Cheap. In addition, attempts have been made to increase the addition amount to obtain an appropriate charge amount. However, if a large amount is added, the charge control agent is released from the toner surface during frictional charging with the carrier due to poor dispersion and adheres to the carrier surface. . As a result, charging of the toner is hindered, which also causes toner scattering.

  An object of the present invention is to provide a toner capable of stably maintaining an appropriate charge amount even in high-speed continuous printing, and capable of suppressing toner scattering, and a two-component developer containing the toner. .

The present invention
[1] A toner containing a binder resin and a charge control agent, wherein the binder resin contains a polyester obtained using fumaric acid and / or maleic acid as a raw material monomer, and the charge control agent is The present invention relates to a toner containing a metal compound of an aromatic hydroxycarboxylic acid (excluding an organic calcium salt) and an organic calcium salt, and [2] a two-component developer containing the toner and a carrier.

  The toner and the two-component developer according to the present invention have an excellent effect that an appropriate charge amount can be stably maintained even in high-speed continuous printing and toner scattering can be suppressed.

  The binder resin in the present invention contains a polyester obtained using fumaric acid and / or maleic acid as a raw material monomer. The content of the polyester obtained using fumaric acid and / or maleic acid as a raw material monomer is preferably 20% by weight or more, more preferably 40% by weight or more, and further preferably 60% by weight or more in the binder resin. As binder resin other than polyester obtained by using fumaric acid and / or maleic acid as a raw material monomer, polyester other than such polyester, styrene-acrylic resin, epoxy resin, polycarbonate, polyurethane, two or more kinds of resin components are partially And chemically bonded hybrid resins.

  The polyester contained as the binder resin in the toner of the present invention is a divalent or higher valent compound known as an alcohol component in the same manner as a normal polyester except that fumaric acid and / or maleic acid is used as a divalent carboxylic acid compound. It is obtained by polycondensing a raw material monomer composed of a divalent or higher carboxylic acid compound known as an alcohol and a carboxylic acid component. Here, the content of fumaric acid or maleic acid, or when both are used in combination, the total content of both is preferably 50 mol% or more in the total carboxylic acid component from the viewpoint of dispersibility of the charge control agent. 80 mol% or more is more preferable. In addition, fumaric acid and maleic acid are preferably fumaric acid from the viewpoint of increasing the glass transition temperature.

  Examples of divalent carboxylic acid compounds other than fumaric acid and maleic acid include dicarboxylic acids such as phthalic acid, isophthalic acid and terephthalic acid, succinic acid substituted with an alkyl group or alkenyl group having 1 to 20 carbon atoms, and these acids. Anhydrides and alkyl (C1-12) esters.

  Examples of the trivalent or higher carboxylic acid compounds include 1,2,4-benzenetricarboxylic acid (trimellitic acid), its acid anhydride, and alkyl (C1-12) ester.

  Examples of the divalent alcohol include polyoxypropylene (2.2) -2,2-bis (4-hydroxyphenyl) propane and polyoxyethylene (2.0) -2,2-bis (4-hydroxyphenyl) propane. Bisphenol A alkylene (carbon number 2 or 3) oxide adduct (average addition mole number 1 to 10), ethylene glycol, propylene glycol, 1,6-hexanediol, bisphenol A, hydrogenated bisphenol A and the like. .

  Examples of trihydric or higher alcohols include sorbitol, 1,4-sorbitan, pentaerythritol, glycerol, trimethylolpropane, and the like.

  The alcohol component and the carboxylic acid component may appropriately contain a monovalent alcohol and a monovalent carboxylic acid compound from the viewpoint of adjusting the molecular weight.

  Polyester is produced by, for example, polycondensation of an alcohol component and a carboxylic acid component in an inert gas atmosphere, if necessary, using an esterification catalyst, and at a temperature of 180 to 250 ° C. under reduced pressure. be able to.

  The softening point of the polyester obtained using fumaric acid and / or maleic acid as a raw material is preferably 80 to 165 ° C, and the glass transition temperature is more preferably 50 to 85 ° C. The acid value is preferably from 0.5 to 60 mgKOH / g, and the hydroxyl value is preferably from 1 to 60 mgKOH / g, from the viewpoint of dispersibility and transferability of the colorant.

  The content of the binder resin in the toner is preferably 70 to 97% by weight, more preferably 75 to 97% by weight, and further preferably 80 to 97% by weight.

  The toner of the present invention contains at least a metal compound of an aromatic hydroxycarboxylic acid (excluding an organic calcium salt) and an organic calcium salt as a charge control agent.

  A polyester containing fumaric acid and / or maleic acid as a raw material monomer has a significantly lower charge amount than a polyester containing an aromatic dicarboxylic acid compound, for example, terephthalic acid, because it has no benzene ring. For this reason, a charge control agent with high chargeability such as a metal compound of an aromatic hydroxycarboxylic acid is essential, but even if only a metal compound of an aromatic hydroxycarboxylic acid is contained, an appropriate charge amount is stabilized. Cannot be maintained. This is because the toner is mainly composed of a binder resin, so that even if the initial charge amount is raised by the charge control agent, the charge amount level of the resin is lowered while the frictional charge is repeated. It is presumed that the charging is inhibited by the highly charged toner adhering to the carrier surface.

  On the other hand, since the metal compound of aromatic hydroxycarboxylic acid and the organic calcium salt are both negatively charged, normally, when the charge control agents having the same polarity are used in combination, each charge control agent has a charge amount level. It is considered that the toner amount is increased by increasing the charge amount in proportion to the level obtained by adding the charge amount level.

  However, in the present invention, it is a surprising effect that an appropriate charge amount can be stably maintained by combining the aromatic hydroxycarboxylic acid metal compound and the organic calcium salt with the polyester using the specific raw material monomer. Has been found to be played.

  In addition, the polyester containing fumaric acid and / or maleic acid as a raw material monomer used as a binder resin in the toner of the present invention has a double bond, and thus has excellent dispersibility of a colorant and a charge control agent. Also, the aromatic hydroxycarboxylic acid metal compound and the organic calcium salt used as the charge control agent are both almost colorless and have little influence on the toner color tone. Therefore, the toner of the present invention can be suitably used not only as a black toner but also as a color toner.

  In the present invention, the metal compound of the aromatic hydroxycarboxylic acid is represented by the formula (I):

(Wherein R ¹ and R ² are a hydrogen atom or an alkyl group having 1 to 8 carbon atoms, preferably a tert-butyl group, and M represents boron, chromium, iron, zinc, zirconium or aluminum)
The compound represented by these is preferable.

  In the present invention, the metal compound of the aromatic hydroxycarboxylic acid is preferably at least one selected from the group consisting of a chromium compound, a zinc compound, a zirconium compound, and an aluminum compound from the viewpoint of chargeability and dispersibility in the polyester, In these, a chromium compound and a zinc compound are more preferable, and a chromium compound is further more preferable. Therefore, among the compounds represented by the formula (I), a compound in which M is chromium or zinc is preferable.

  Commercial products of aromatic hydroxycarboxylic acid metal compounds include “Bontron E-81” (chromium compound, manufactured by Orient Chemical Industry Co., Ltd.) and “Bontron E-84” (zinc compound, manufactured by Orient Chemical Industry Co., Ltd.). ), “TN-105” (zirconium compound, manufactured by Hodogaya Chemical Co., Ltd.), “Bontron E-88” (aluminum compound, manufactured by Orient Chemical Industries, Ltd.), and the like.

  0.1-10 weight part is preferable with respect to 100 weight part of binder resin, and, as for the compounding quantity of the metal compound of aromatic hydroxycarboxylic acid, 0.5-5 weight part is more preferable.

  Examples of the organic calcium salt in the present invention include polyester calcium salts and aromatic hydroxycarboxylic acid calcium salts. These may be used alone or in combination of two or more. In the present invention, the calcium compound of aromatic hydroxycarboxylic acid is included in the organic calcium salt.

  The calcium calcium salt of polyester can be produced, for example, by the method described in JP-A-7-173273 (Patent Document 3).

  Examples of commercially available polyester calcium salts suitable for the present invention include “Copy Level NCS” (manufactured by Clariant).

  In the present invention, the calcium salt of the aromatic hydroxycarboxylic acid is represented by the formula (II):

(In the formula, X represents a hydrogen atom, a halogen atom, a nitro group, an optionally substituted alkyl group having 1 to 8 carbon atoms, an alkyl ether group having 1 to 8 carbon atoms, or an alkyl ester group having 1 to 8 carbon atoms. And at least one selected from the group consisting of an alkylamino group having 1 to 8 carbon atoms and a benzoylamino group, and p represents an integer of 1 to 4)
Or formula (III):

(Wherein Y and Z may be the same or different and each independently represents a hydrogen atom, a halogen atom, a nitro group, an optionally substituted alkyl group having 1 to 8 carbon atoms, carbon It is at least one selected from the group consisting of an alkyl ether group having 1 to 8 carbon atoms, an alkyl ester group having 1 to 8 carbon atoms, an alkylamino group having 1 to 8 carbon atoms, and a benzoylamino group, and q is 1 or 2 And r represents an integer of 1 to 4)
A compound represented by the formula (II) is more preferred.

  A commercially available calcium salt of an aromatic hydroxycarboxylic acid represented by the formula (II) suitable for the present invention is “NJ DCA 100” (produced by Nippon Pure Chemicals Co., Ltd.), which is a calcium salt of di-t-butylsalicylic acid. ) And the like.

  The content of the organic calcium salt is preferably 0.1 to 5 parts by weight and more preferably 0.1 to 3 parts by weight with respect to 100 parts by weight of the binder resin.

  The weight ratio of aromatic hydroxycarboxylic acid metal compound to organic calcium salt (aromatic hydroxycarboxylic acid metal compound / organic calcium salt) is 30/70 to 95/95 in terms of charge stability and charge level. 5 is preferable, and 50/50 to 95/5 is more preferable.

  The toner of the present invention may appropriately contain a charge control agent other than the metal compound of aromatic hydroxycarboxylic acid and the organic calcium salt as long as the effects of the present invention are not impaired.

  The toner of the present invention further includes a colorant, a release agent, a magnetic powder, a conductivity modifier, an extender pigment, a reinforcing filler such as a fibrous substance, an antioxidant, an anti-aging agent, a fluidity improver, and a cleaning agent. Additives such as property improvers may be appropriately contained.

  As the colorant, all of dyes and pigments used as toner colorants can be used. Carbon black, composite oxide, phthalocyanine blue, permanent brown FG, brilliant first scarlet, pigment green B, rhodamine -B base, solvent red 49, solvent red 146, solvent blue 35, quinacridone, carmine 6B, disazo yellow and the like can be used, and these can be used alone or in admixture of two or more. The content of the colorant is preferably 1 to 40 parts by weight and more preferably 3 to 10 parts by weight with respect to 100 parts by weight of the binder resin.

  As the release agent, low molecular weight polypropylene, low molecular weight polyethylene, low molecular weight polypropylene polyethylene copolymer, aliphatic hydrocarbon waxes such as microcrystalline wax, paraffin wax, and Fischer-Tropsch wax and their oxides, carnauba wax, Examples include ester waxes such as montan wax, sazol wax and their deoxidized wax, fatty acid amides, fatty acids, higher alcohols, fatty acid metal salts, etc. Among these, from the viewpoint of releasability and stability Therefore, an aliphatic hydrocarbon wax is preferable.

  The content of the release agent is preferably 0.5 to 10 parts by weight and more preferably 1 to 5 parts by weight with respect to 100 parts by weight of the binder resin.

The toner of the present invention may be produced by any conventionally known method such as a kneading and pulverizing method, a phase inversion emulsification method, an emulsion dispersion method, or a suspension polymerization method, but is easy to produce. A pulverized toner obtained by a kneading pulverization method is preferred. For example, in the case of pulverized toner, a binder resin, a charge control agent, a colorant and the like are uniformly mixed with a mixer such as a Henschel mixer, and then melt-kneaded with a hermetic kneader or a uniaxial or biaxial extruder. It can be produced by cooling, pulverization and classification. The volume median particle size (D ₅₀ ) of the toner is preferably from 3 to 15 μm, more preferably from 4 to 8 μm.

  Furthermore, an external additive may be added to the surface of the toner of the present invention. Examples of the external additive include inorganic fine particles such as silica, alumina, titania, zirconia, tin oxide, and zinc oxide.

Silica is preferably hydrophobic silica that has been hydrophobized from the viewpoint of chargeability. The hydrophobizing method is not particularly limited, and examples of the hydrophobizing agent include hexamethyldisilazane, dimethyldichlorosilane, silicone oil, methyltriethoxysilane, and the like. From the viewpoint, hexamethyldisilazane is preferable. The treatment amount of the hydrophobizing agent is preferably 1 to 7 mg / m ² per surface area of silica.

The BET specific surface area of silica is preferably 50 to 300 m ² / g, more preferably 60 to 250 m ² / g, and still more preferably 80 to 200 m ² / g, from the viewpoints of chargeability and fluidity.

  The content of silica is preferably 0.01 to 10 parts by weight and more preferably 0.1 to 5 parts by weight with respect to 100 parts by weight of the toner (untreated toner) before being processed with the external additive.

  The toner of the present invention is a two-component developing toner that is effective in suppressing toner scattering in a two-component developing system in which toner scattering is a problem, particularly, negatively chargeable two-component development from the viewpoint of the polarity of a resin and a charge control agent. Although it is suitably used as a toner for toner, it can be suitably used as a one-component developing toner that strongly requires the charging ability of the toner itself, since an appropriate charge amount can be stably maintained even in high-speed continuous printing. be able to.

  Accordingly, the present invention further provides a two-component developer containing the toner of the present invention and a carrier.

In the present invention, from the viewpoint of image characteristics, it is preferable to use a carrier with low saturation magnetization that weakens the area around the magnetic brush. Saturation magnetization of the carrier is preferably ^{40~100Am 2 / kg, 50~90Am 2 /} kg is more preferable. The saturation magnetization is preferably 100 Am ² / kg or less from the viewpoint of adjusting the hardness of the magnetic brush and maintaining gradation reproducibility, and preferably 40 Am ² / kg or more from the viewpoint of preventing carrier adhesion and toner scattering.

  As the core material of the carrier, those made of known materials can be used without particular limitation, for example, ferromagnetic metals such as iron, cobalt, nickel, magnetite, hemite, ferrite, copper-zinc-magnesium ferrite, Examples include alloys and compounds such as manganese ferrite and magnesium ferrite, and glass beads. Among these, iron powder, magnetite, ferrite, copper-zinc-magnesium ferrite, manganese ferrite, and magnesium ferrite are preferable from the viewpoint of chargeability. From the viewpoint of image quality, ferrite, copper-zinc-magnesium ferrite, manganese ferrite and magnesium ferrite are more preferable.

  The surface of the carrier is preferably coated with a resin from the viewpoint of reducing carrier contamination. The resin for coating the carrier surface varies depending on the toner material. For example, fluororesin such as polytetrafluoroethylene, monochlorotrifluoroethylene polymer, polyvinylidene fluoride, silicone resin such as polydimethylsiloxane, polyester resin, styrene resin Acrylic resins, polyamides, polyvinyl butyral, aminoacrylate resins, and the like. These can be used alone or in combination of two or more. When the toner is negatively charged, the chargeability and From the viewpoint of surface energy, a silicone resin is preferable.

  The method for coating the core material with the resin is not particularly limited, for example, a method in which a coating material such as a resin is dissolved or suspended in a solvent and applied to the core material, or a method of simply mixing with a powder.

  In the two-component developer of the present invention obtained by mixing the toner and the carrier, the weight ratio of the toner and the carrier (toner / carrier) is preferably 1/99 to 10/90, and 2/98 to 8/92. More preferred.

  The toner and the two-component developer of the present invention are suitable because the toner scattering is effectively suppressed even in a high-speed developing device having a linear speed of preferably 150 mm / sec or more, more preferably 200 mm / sec or more. Can be used. The linear speed of the developing device referred to in the present invention refers to the peripheral speed of the magnet roller.

[Softening point of resin]
Using a Koka type flow tester (manufactured by Shimadzu Corporation, CFT-500D), a 1 g sample was heated at a heating rate of 6 ° C./min, a load of 1.96 MPa was applied by a plunger, a diameter of 1 mm, A nozzle with a length of 1 mm is pushed out, thereby drawing a plunger tester drop amount (flow value) -temperature curve of the flow tester. When the height of the S-curve is h, the temperature corresponding to h / 2 (resin The temperature at which half of the effluent flowed out) is taken as the softening point.

[Glass transition temperature of resin]
The sample was heated to 200 ° C. using a differential scanning calorimeter (Seiko Denshi Kogyo Co., Ltd., DSC210), and the sample cooled from that temperature to 0 ° C. at a cooling rate of 10 ° C./min was measured at a heating rate of 10 ° C./min. In this case, the temperature at the intersection of the extension line of the baseline below the maximum peak temperature of the heat of fusion and the tangent showing the maximum slope from the peak rising portion to the peak apex is defined as the glass transition temperature of the resin.

[Resin acid value]
It is measured by the method of JIS K0070.

[Carrier saturation magnetization]
(1) Fill a plastic case with a lid with an outer diameter of 7 mm (inner diameter of 6 mm) and a height of 5 mm while tapping the carrier, and calculate the mass of the carrier from the difference between the weight of the plastic case and the weight of the plastic case filled with the carrier. .
(2) Set a plastic case filled with a carrier in the sample holder of the magnetic property measuring device “BHV-50H” (VS Magnetometer) of RIKEN ELECTRONICS CO., LTD. And add the plastic case using the vibration function. While shaking, a saturation magnetic field is measured by applying a magnetic field of 79.6 kA / m. The obtained value is converted into saturation magnetization per unit mass in consideration of the mass of the filled carrier.

Resin production example 1
1705 g of polyoxypropylene (2.2) -2,2-bis (4-hydroxyphenyl) propane, 328 g of terephthalic acid, 1050 g of fumaric acid and 2.5 g of dibutyltin oxide were introduced into a nitrogen introducing tube, dehydrating tube, stirrer and thermocouple. Was put into a 5 liter four-necked flask equipped with the above, reacted at 230 ° C. for 8 hours, and further reacted at 8.3 kPa until a predetermined softening point was reached. The obtained resin had an acid value of 19 mgKOH / g, a softening point of 108 ° C., and a glass transition temperature of 60 ° C. The obtained resin is designated as polyester A.

Resin production example 2
5 equipped with 1750 g of polyoxypropylene (2.2) -2,2-bis (4-hydroxyphenyl) propane, 689 g of terephthalic acid and 2.5 g of dibutyltin oxide, equipped with a nitrogen introduction tube, a dehydration tube, a stirrer and a thermocouple The reaction mixture was placed in a 4-liter four-necked flask and reacted at 230 ° C. for 8 hours, and further reacted at 8.3 kPa until a predetermined softening point was reached. The obtained resin had an acid value of 12 mgKOH / g, a softening point of 115 ° C., and a glass transition temperature of 67 ° C. The obtained resin is designated as polyester B.

Examples 1-3 and Comparative Examples 1-4
100 parts by weight of the binder resin shown in Table 1, the charge control agent shown in Table 1, 5 parts by weight of magenta pigment “Fastogen Super Magenta R” (manufactured by Dainippon Ink and Chemicals) and polyolefin wax “High Wax NP-105” ( (Mitsui Chemicals Co., Ltd.) 2 parts by weight were mixed with a Henschel mixer, melt-kneaded with a twin screw extruder, cooled, passed through a normal pulverization classification process, and the volume median particle diameter (D ₅₀ ) shown in Table 1 A powder was obtained.
Hydrophobic silica “H-2000 / 4” (manufactured by Clariant Japan, hydrophobic treatment agent: hexamethyldisilazane, BET specific surface area: 120 ± 20 m ² / g) with respect to 100 parts by weight of the obtained toner 0.6 After adding parts by weight and stirring with a Henschel mixer, the mixture was sieved with a wire mesh having an opening of 100 μm to obtain a negatively chargeable toner.

Test Example 1 [Charging stability]
3 g of toner and 47 g of silicone-coated ferrite carrier (average particle size: 65 μm, saturation magnetization: 68 Am ² / kg) are placed in a 50 ml cylindrical plastic bottle, and the container is fixed in a tumbler shaker mixer at a speed of 90 r / min. The amount of charge over time was measured with a q / m meter (manufactured by Epping). The measurement results are shown in FIG.

Test Example 2 [Toner scattering]
3 g of toner and 47 g of silicone-coated ferrite carrier (average particle size: 65 μm, saturation magnetization: 68 Am ² / kg) are placed in a 50 ml cylindrical plastic bottle, and the container is fixed in a tumbler shaker mixer at a speed of 90 r / min. Was rotated for 2 minutes to obtain a two-component developer.

  10 g of the developer thus obtained is attached to a magnet roller part of a remodeled development unit of a commercially available copying machine, and the dust suction part of a dust counter (P-5H2: manufactured by Shibata Machinery Co., Ltd.) is made to face the magnet roller. The toner is scattered when the magnet roller is installed and rotated at a peripheral speed of 150 mm / sec for 5 minutes. The results are shown in Table 1.

From the above results, it can be seen that the toners of Examples 1 to 3 can stably maintain an appropriate charge amount (−18 to −23 μC / g) and have less toner scattering.
On the other hand, the toner of Comparative Example 1 containing only the aromatic hydroxycarboxylic acid metal compound as the charge control agent has a high charge amount at the initial stage of stirring and a large amount of toner scattering.
On the other hand, the toners of Comparative Examples 2 and 3 containing only the organic calcium salt as the charge control agent have a low charge amount and a large amount of toner scattering.
Further, the toner of Comparative Example 4 containing polyester using terephthalic acid as a raw material monomer has a slightly high charge amount and a large amount of toner scattering.

  The toner and the two-component developer of the present invention are used for developing a latent image formed in electrophotography, electrostatic recording method, electrostatic printing method and the like.

FIG. 1 is a graph showing the measurement results of the charge amounts of the toners of Examples and Comparative Examples in Test Example 1.

Claims (6)

A toner containing a binder resin and a charge control agent, wherein the binder resin contains 60% by weight or more of a polyester obtained by using fumaric acid and / or maleic acid as a raw material monomer , The content of fumaric acid or maleic acid in the total carboxylic acid component of the raw material monomer of polyester, or when both are used in combination, the total content of both is 50 mol% or more, and the charge control agent is aromatic hydroxy A toner comprising a metal compound of carboxylic acid (excluding an organic calcium salt) and an organic calcium salt.
  The toner according to claim 1, wherein the metal compound of the aromatic hydroxycarboxylic acid is at least one selected from the group consisting of a chromium compound, a zinc compound, a zirconium compound, and an aluminum compound.   The toner according to claim 1, wherein the organic calcium salt is a calcium salt of polyester and / or a calcium salt of aromatic hydroxycarboxylic acid.   The toner according to any one of claims 1 to 3, wherein a weight ratio of the metal compound of the aromatic hydroxycarboxylic acid to the organic calcium salt is 30/70 to 95/5.   The toner according to claim 1, wherein the toner is used in a high-speed developing device having a linear speed of 150 mm / sec or more.   A two-component developer comprising the toner according to claim 1 and a carrier.

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