JPH0922147A - Electrophotographic toner composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a toner excellent in low temp. fixing property, capable of obtaining a high quality image having no void and free from the generation of blocking even under a high temp. atmosphere by adding an urethane compound and a paraffin wax or microcrystalline wax having a specific physical property. SOLUTION: In the electrophotographic toner composition composed of at least a binder resin consisting essentially of a polyester resin and a coloring agent, the urethane compound and the paraffin wax or microcrystalline wax having a penetration of 5-12 at 25 deg.C, m.p. of 70-120 deg.C and the coefficient of cubic expansion of 15-18% calculated form the density at 25 deg.C and 100 deg.C are added. If the m.p. of the wax is <70 deg.C, the blocking is generated in the high temp. atmosphere and if the m.p. exceeds 120 deg.C, the melting of the toner composition is insufficient and the improvement effect of fixing property is reduced.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a developing powder (hereinafter referred to as a toner composition) for developing an electrostatic latent image in electrophotography, and more particularly to an electrophotographic toner composition suitable for a flash fixing method. It is a thing.

[0002]

2. Description of the Related Art As an image fixing method in an electrophotographic printer, (1) an oven fixing method in which an electric heating heater is passed through a heating atmosphere, and (2) at least one of them is a heating roll. There are known a heat roll fixing system in which the rollers pass between a pair of rolls, (3) a pressure fixing system in which the rollers pass between a pair of rigid rollers at room temperature, and (4) a flash fixing system.

The flash fixing method is a method of irradiating a visible image of toner with a light emission spectrum of xenon or halogen for a short time of millisecond or less and fixing it on a paper surface by the radiant heat, and the fixing time is extremely short. Therefore, this fixing method is suitable for high-speed printing and high-speed fixing.

However, since the flash fixing method is a non-contact fixing method, the rate of energy dissipation to the surroundings is high and the energy efficiency is low, and the toner composition is irradiated with high energy flash light. However, there are problems such as that the surface temperature of the film instantaneously reaches a high temperature of several hundreds of degrees, and image defects called voids are likely to occur.

[0005] A void refers to a white spot such as a sponge hole generated on an image at the time of flash fixing. Although the mechanism of generation is not always clear, the pressure on the toner and the material to be printed is not applied during fixing due to non-contact fixing, and high energy is received in an extremely short time, so the melt viscosity of the toner is extremely lowered, and It is considered that the molten toner aggregates due to the tension. That is, when the surface tension is larger than the viscosity of the melted toner, voids are generated. In addition, when voids are generated, fixability is impaired.

On the other hand, in the market, there is a strong demand for fixing property, and there is a demand for a toner showing higher fixing strength with less energy. On the other hand, methods for increasing the fixing strength of an image are roughly classified into a method using a specific binder resin component, a method using a specific additive,
The following two methods have been proposed.

As a method of using a specific binder resin, a toner composition using a binder resin component having a specific viscoelasticity when a binder resin such as a styrene resin, an epoxy resin or a polyester resin is used ( Japanese Patent Laid-Open No. 2-158
No. 747, etc.), a toner composition using a binder resin having a specific molecular weight distribution (JP-A-61-176948), and a toner composition using a binder resin having a specific thermal property (JP-A-52). No. 50241), a toner composition using a chemically modified binder resin by introducing a specific chemical bond such as urethane bond into the binder resin (JP-A-63-63).
No. 49768, JP-A-3-31858, and JP-A-4-361271) are known.

As a method of adding a specific additive, for example, a method of adding a high boiling point paraffin wax to a styrene resin (Japanese Patent Laid-Open No. 28840/1975), a polyester resin containing a non-polar substance and a polar substance is used. Using an offset preventive agent (JP-A-58-11953), or a method of adding a release agent having specific physical properties such as penetration to polyester resin (JP-A-60-18426).
No. 0), a method of adding a fatty acid amide to a polyester resin (Japanese Patent Application Laid-Open No. 60-252364), and the like have been proposed, but these show excellent fixability in a heat roll fixing method. If a toner composition containing these additives is subjected to a flash fixing method, sufficient fixability cannot be obtained, or due to the high temperature caused by flash light irradiation, some of the additives decompose and gasify to give off a bad odor. However, there was a drawback that voids were generated violently.

A method of adding paraffin wax (Japanese Patent Laid-Open No. 58-215660) is known as a method for improving the fixability during flash fixing. It had the drawback of causing a drop.

Further, as a method of suppressing voids during flash fixing, a method of using a binder resin having a specific composition and physical properties (Japanese Patent Laid-Open No. 5-107805), and addition of resin fine particles having specific physical properties is added. Method (JP-A-4-
328576, JP-A-4-328578)
However, it is not always sufficient for so-called low temperature fixing in which a predetermined fixing strength can be obtained with less energy.

Further, in the case of using a binder resin having a low softening temperature and an additive having a low melting point for the purpose of compensating for the fixing property, when the toner is exposed to a high temperature environment, the surface of the toner is softened and toner particles are separated from each other. It is easy to cause so-called blocking, which is fused with each other. When the blocking occurs, there is a problem that not only the fluidity of the toner is lowered and the toner is not smoothly supplied, but also the storage stability of the toner is impaired.

[0012]

Therefore, the inventors of the present invention have excellent low-temperature fixability, can obtain high-quality images without voids, and can prevent blocking even in a high-temperature environment for flash-fixing electrophotography. As a result of earnest studies on the toner composition, as a result of a toner composition for electrophotography comprising at least a binder resin containing a polyester resin as a main component and a colorant, a urethane compound, a penetration degree at 25 ° C. of 5 to 12, and a melting point of 70 to A toner composition that achieves the intended purpose can be obtained by blending paraffin wax or microcrystalline wax having a volume expansion coefficient of 15 to 18% calculated from the densities at 120 ° C and 25 ° C and the density at 100 ° C. Heading
The present invention has been reached.

[0013]

That is, the present invention provides an electrophotographic toner composition comprising a binder resin containing at least a polyester resin as a main component and a colorant, and a urethane compound and a penetration degree at 25 ° C. of 5 to 5. 12. A flash fixing electrophotography containing a paraffin wax or a microcrystalline wax having a melting point of 70 to 120 ° C., a volume expansion coefficient calculated from the density at 25 ° C. and a density at 100 ° C. of 15 to 18%. A toner composition for use is provided.

The method for producing the polyester resin in the present invention is not particularly limited, but in the presence of one or more compounds selected from organometallic compounds, metal oxides and non-metal oxides, or In the absence of the di- and / or polycarboxylic acid component and the di- and / or polyol component in an inert gas atmosphere at 130 to
A method obtained by condensation polymerization at a temperature of 280 ° C. may be mentioned.
At this time, it can be produced under reduced pressure conditions at any stage of the polymerization.

Examples of the dicarboxylic acid component include terephthalic acid, isophthalic acid, orthophthalic acid, maleic acid, fumaric acid, citraconic acid, itaconic acid, glutaconic acid, cyclohexanedicarboxylic acid, succinic acid, α-alkyl (or alkenyl) succinic acid, Adipic acid, sebacic acid,
Azelaic acid, malonic acid, α-alkyl (or alkenyl) malonic acid, or their anhydrides, having 1 to 4 carbon atoms
Lower alkyl esters. Of these, terephthalic acid, isophthalic acid, and lower alkyl esters of these acids and lower alcohols having 1 to 4 carbon atoms are preferably used, and preferably account for 80% by mole or more of the acid component.

As the polycarboxylic acid component, 1,
2,4-benzenetricarboxylic acid (trimellitic acid),
Examples thereof include 1,3,5-benzenetricarboxylic acid (trimesic acid), anhydrides thereof, and lower alkyl esters having 1 to 4 carbon atoms.

The diol component is an alkylene oxide adduct of bisphenol A represented by the formula (5), ethylene glycol, diethylene glycol, triethylene glycol, 1,2-propylene glycol. , 1,3
-Propylene glycol, 1,4-butanediol, neopentyl glycol, 1,5-pentanediol,
Examples thereof include bisphenols such as 1,6-hexanediol and bisphenol A.

[0018]

[Chemical 6] (In the formula, R is an ethylene or propylene group, x and y are each an integer of 1 or more, and the average value of x + y is 2 to
7 Among these, alkylene oxide adducts of bisphenol A are preferably used, and it is preferable that they account for 80 mol% or more of the diol component. More preferably, polyoxypropylene (2.2) -2,2-bis (4-hydroxyphenyl) propane or polyoxyethylene (2.2) -2,2-bis (4-hydroxyphenyl) propane is used. .

As the polyol component, sorbitol,
Examples thereof include 1,4-sorbitan, pentaerythritol, dipentaerythritol, tripentaerythritol, glycerol, trimethylolethane, and trimethylolpropane.

As the colorant in the present invention, inorganic pigments such as carbon black and iron black, chromatic dyes and organic pigments can be used.

The urethane compound in the present invention is not particularly limited as long as it has a urethane bond in the molecule, but is usually one or more kinds of isocyanate compounds and one or more kinds of alcohols. It can be prepared by reacting with a compound.

Examples of the isocyanate compound include aliphatic methylene isocyanate such as hexamethylene isocyanate and lysine diisocyanate, isophorone diisocyanate,
Alicyclic isocyanates such as cyclohexylmethane diisocyanate, o-tolyl isocyanate, m-tolyl isocyanate, p-tolyl isocyanate, tolylene-2,4-diisocyanate, Tolylene-2,6-diisocyanate, diphenylmethane-4,4'-diisocyanate, 1,3-xylylene diisocyanate, 1,
Isocyanates having an aromatic ring such as 4-xylylene diisocyanate, tetramethyl xylylene diisocyanate, 1,5-naphthalenedi isocyanate, tolylene-2,4,6-triisocyanate; Hydrogenated xylylene diisocyanate, hydrogenated diphenylmethane-4,
4-Diisocyanate and the like are preferably used, and o-tolyl isocyanate, m-tolyl isocyanate, p-
Tolyl isocyanate, tolylene-2,4-diisocyanate, tolylene-2,6-diisocyanate, a mixture of tolylene-2,4-diisocyanate and tolylene-2,6-diisocyanate, and the like. Particularly preferably used.

The paraffin wax of the present invention has 2 carbon atoms.
It is a substance that is solid at room temperature, in which 90% or more of 0 to 40 and a molecular weight of 300 to 550 is linear paraffin, and can be produced by separating from crude oil by distillation under reduced pressure as a distillate oil component.

The microcrystalline wax of the present invention is a substance having a crystalline structure of branched paraffin or cyclic paraffin having a carbon number of 30 to 60 and a molecular weight of 500 to 800, which is a finer crystal than paraffin wax. It can be produced by separating it as a residual oil component by distillation.

In the present invention, the penetration as an index for quantifying the hardness of wax is JIS-K-2235-
It can be measured using the method specified in 5.4. This method uses a fixed needle at 10 ° C at 25 ° C.
It is a value obtained by multiplying this value by 10 and determining how many mm the sample penetrates in 5 seconds by applying a load of 0 g. The smaller the value, the higher the hardness of the wax. The wax of the present invention is characterized by having a penetration of 5-12.
A "hard" wax with a penetration value of less than 5 may not be expected to have a void suppressing effect, probably because it is silky by itself.
If the penetration exceeds 12, the blocking of the toner particles is likely to occur and the toner agglomerates are generated, probably because the wax itself is sticky.

The melting points of the paraffin wax and the microcrystalline wax in the present invention are JIS-K-
It can be measured by the method specified in 2235-5.3. The wax of the present invention is characterized by having a melting point of 70 to 120 ° C. If the melting point is less than 70 ° C., blocking occurs in a high temperature environment, and if the melting point exceeds 120 ° C., the toner composition is insufficiently melted by the flash light, so that the effect of improving the fixing property becomes small.

The volume expansion coefficient ΔV in the present invention is 25 ° C.
If the density of the wax at is written as ρ (25 ° C) and the density of the wax at 100 ° C is written as ρ (100 ° C), then ΔV = (ρ (25 ° C) -ρ (100 ° C)) / ρ (2
5 ° C.) × 100. The wax of the present invention is characterized by having a volume expansion coefficient of 15 to 18%. When the volume expansion coefficient ΔV is less than 15%, the toner composition spreads insufficiently when it receives a flash of light and becomes in a molten state, and the effect of improving the fixability cannot be expected. If the rate ΔV exceeds 18%, the volumetric shrinkage of the toner when it is cooled from the molten state and solidified is large, and voids occur.

The amount of the paraffin wax or mycrystalline wax added is not particularly limited, but is preferably 30% by weight or less of the amount of the urethane compound added.

Although it is not clear why the combination of the urethane compound and the paraffin wax or the microcrystalline wax described above leads to the improvement of the fixing property and the suppression of voids, the urethane compound and the wax are the materials to be printed. It has a high affinity for general continuous paper and cut paper and is more easily adhered, the compatibility of the urethane compound and the above wax is excellent, and the compatibility of the urethane compound and the polyester resin is excellent. Therefore, the compatibility between the wax, the urethane compound and the polyester resin via the urethane compound is good. Therefore, the urethane compound and the wax are extremely uniformly dispersed in the polyester resin to improve the fixability. At the same time, the melt viscosity of the toner composition during flash light irradiation It is considered a cause of the relationship of the surface tension in the proper relationship so as not to generate voids.

Further, the urethane compound in the present invention is
It preferably has a long-chain aliphatic hydrocarbon group having 10 or more carbon atoms. Although the reason why the urethane compound having a long-chain aliphatic hydrocarbon group gives a preferable effect in the present invention is not clear, the long-chain fatty acid is used for a polar component such as an ester bond or a terminal carboxyl group or hydroxyl group in the polyester resin. It is considered important that the group hydrocarbon group is a non-polar component composed of hydrocarbon. That is, according to the empirical rule that those having similar polarities have high affinity with each other, the polyester-based resin has high affinity with the urethane group portion in the urethane compound containing a long-chain aliphatic hydrocarbon group, while the polyester resin has a long-chain aliphatic carbonization. The long-chain aliphatic hydrocarbon group portion in the hydrogen group-containing urethane compound has high affinity with the above wax. Therefore, the affinity of the urethane bond to the polyester-based resin and the surface precipitation force of the long-chain aliphatic hydrocarbon group and the wax work in cooperation to increase the amount of the long-chain aliphatic hydrocarbon-containing urethane compound and the wax to be added. It is considered that the urethane compound and the above-mentioned wax effectively act on the surface of the toner particles even with a small amount, and the effect of improving the adhesion to the material to be printed and the effect of suppressing voids by contributing to the melt viscosity and the surface tension are exhibited. .

A urethane compound represented by the following formula (1), which is prepared by using a long-chain aliphatic hydrocarbon group on the alcohol compound side among the isocyanate compound and the alcohol compound, is more preferable. .

[0032]

Embedded image (Wherein, R ¹ is an aliphatic or aromatic hydrocarbon group, and m is 1
An integer of 0 or more, n is an odd number of 1 to 2m + 1) In addition, the formulas (2), (3) and (4) below obtained from a long-chain aliphatic alcohol and an aromatic isocyanate compound are shown. Particularly preferred are aromatic urethane compounds derived from long chain aliphatic alcohols.

[0033]

Embedded image (Wherein, R ² is an aliphatic hydrocarbon group, l is an integer of 0 to 3,
m is an integer of 10 or more, and n is an odd number of 1-2 m + 1)

Embedded image (Wherein, R ³ is an aliphatic hydrocarbon group, l is an integer of 0 to 3,
m is an integer of 10 or more, and n is an odd number of 1-2 m + 1)

Embedded image (In the formula, R ⁴ is an aliphatic hydrocarbon group, l is an integer of 0 to 3,
m is an integer of 10 or more, and n is an odd number of 1 to 2 m + 1) In the present invention, the content of the urethane compound in 100 parts by weight of the total composition is preferably 0.1 to 20 parts by weight, and 1 to
More preferably 10 parts by weight. When the content of the urethane compound is less than 0.1 part by weight, not only sufficient fixability cannot be obtained, but also the effect of suppressing voids generated on the image during flash fixing cannot be obtained. When the content of the urethane compound exceeds 20 parts by weight, blocking of toner particles occurs during storage at high temperature, and toner aggregates are formed.

The composition of the present invention may contain a usual charge control agent, dispersant, or offset preventive agent within a range that does not impair the object of the present invention. Any known positive and negative charge control agents can be used as the charge control agent. Nigrosine and quaternary ammonium salt compounds can be used as positive charge control agents, and metal-containing azo compounds and metal compounds of salicylic acid derivatives can be used as negative charge control agents.

The method for producing the composition of the present invention is not particularly limited, but preferably has a binder resin, a colorant, and a long-chain aliphatic hydrocarbon group at a temperature above the softening point of the binder resin. Examples thereof include a method of uniformly melt-kneading the urethane compound and, if necessary, various additives such as a charge control agent and a release agent using an extruder.

The composition thus obtained is subjected to usual pulverization and classification steps to obtain an average particle size of 5 to 15 μm, preferably 7 to 13 μm.
m used as toner in the form of powder. At this time, a fluidity improver, a cleaning agent, and a lubricant may be externally added to the toner particles and used.

The fluidity improver has an average particle size of 0.0
If necessary, inorganic fine particles and organic fine particles having a particle size of 05 to 1.0 μm can be added. Examples of the inorganic fine particles include silica, titanium oxide, and alumina. However, from the viewpoint of obtaining high fluidity, hydrophobic fine particles are preferred. The organic fine particles include polymethyl methacrylate resin fine particles, polystyrene-acrylate resin fine particles, fluoroolefin resin fine particles,
Resin fine particles such as silicone resin fine particles may be mentioned.

The electrophotographic toner composition of the present invention is particularly preferably used as a flash fixing electrophotographic toner composition.

[0039]

EXAMPLES The present invention will be described below in detail with reference to examples, but the present invention is not limited to these examples. In addition,
All copies in the examples are on a weight basis.

First, Table 1 shows the physical properties of the paraffin wax and microcrystalline wax used in the examples, such as penetration, melting point and volume expansion coefficient.

[0041]

[Table 1] Example 1 Polyester resin (TTR-5: manufactured by Kao, glass transition point 60 ° C., softening point 100 ° C., acid value 3 mgKOH / g, hydroxyl value 20 mgKOH / g) 90 parts, carbon black (REAGAL 330R: manufactured by Cabot) 4 parts, positively chargeable charge control agent 1 part (Bontron N-01: manufactured by Orient Chemical Industry), long-chain aliphatic hydrocarbon group-containing urethane compound (NPS-6010: manufactured by Nippon Seiro Co., Ltd., R in formula (2)) ² is a methyl group, l = 1, m = 14-18, n = 2m
+1, melting point 75 degrees, acid value 11 mgKOH / g) 4 parts, paraffin wax (HNP-0190: manufactured by Nippon Seiro Co., Ltd.) 1
After stirring and mixing the parts, melt-kneading with a twin-screw extruder set at 130 ° C., cooling, crushing and classification, and an average particle size of 1
A toner of 0.0 μm was obtained. Further, a hydrophobic silica fine particle (TS-530: manufactured by Cabot Corp.) and a hydrophobic silica fine particle (RX-50: manufactured by Nippon Aerosil Co., Ltd.) are used as the toner 1.
0.7 parts of each was added to 00 parts, and the mixture was stirred and mixed with a high-speed stirring device (ACE Homogenizer-AM-10: manufactured by Nippon Seiki Seisakusho) to obtain a positively chargeable toner.

Comparative Example 1 A positively chargeable toner was prepared in the same manner as in Example 1 except that paraffin wax was not used.

95 parts of iron powder carrier was agitated and mixed with 5 parts of the positively chargeable toner of Example 1 and Comparative Example 1 to prepare a developer. For the evaluation, an image was printed using a flash fixing type laser printer (FACOM-6700D: manufactured by Fujitsu), and a fixing property test, an image quality test, and
A blocking property test was conducted.

Fixability test: The flash voltage applied to the xenon lamp is lowered to reduce the flash energy by 30% from the standard value, and the energy is saved by 18%.
An image of the square solid pattern was imaged under the three conditions of the finished state and the standard state, and a tape peeling test was performed. The reflection densities before and after the tape peeling were measured with a reflection densitometer (RD918: manufactured by Macbeth) to determine the retention.

Image quality test: A grid pattern was imaged with a standard flash voltage, and the image was examined with a 50 times magnifying glass to determine the presence or absence of voids.

Blocking test: Approximately 50 g of toner was exposed for 24 hours in a constant temperature layer set at 55 ° C., taken out onto a white paper and visually evaluated for toner aggregation state. Even if there are agglomerates, lift a blank sheet of paper from the desk and raise the height to 5c.
When the aggregate was loosened by dropping from m, it was judged that it was practically usable.

Example 2 84 parts of polyester resin (TTR-9: manufactured by Kao, glass transition point 69 ° C., softening point 122 ° C., acid value 20 mgKOH / g, hydroxyl value 39 mgKOH / g), carbon black (BLACK PEARLS 130) : Cabot Co., Ltd.) 10 parts, negatively chargeable charge control agent 4 parts (T-77: Hodogaya Chemical Co., Ltd.), long-chain aliphatic hydrocarbon group-containing urethane compound and paraffin wax (HAD-508).
0: manufactured by Nippon Seiro Co., Ltd., R ³ is a methyl group in the formula (3), 1
= 1, m = 14 to 18, n = 2m + 1, melting point 103 degrees,
Urethane compound containing long-chain aliphatic hydrocarbon group with acid value of 0.5 mg KOH / g and paraffin wax (HNP-
7: 30 mixture of 30) manufactured by Nippon Seiro Co., Ltd.), 2 parts by agitation, melt-kneading with a twin-screw extruder set at 130 ° C., cooling, crushing and classification, and an average particle size of 8. 3 μm toner was obtained. Furthermore, hydrophobic silica fine particles (TS-72
0: made by Cabot Corporation and alumina fine particles (RFY-
C: manufactured by Nippon Aerosil Co., Ltd.) was added to 100 parts of toner by 1.4 parts and 0.4 parts respectively, and the mixture was stirred and mixed by a stirrer (Super Mixer-SMB-20: manufactured by Kawata) to give a negative value. A chargeable toner was obtained.

Example 3 NPS as a urethane compound containing a long-chain aliphatic hydrocarbon group
A negatively chargeable toner was prepared in the same manner as in Example 2 except that 5 parts of -6010 and 5 parts of Hi-Mic-2065 (manufactured by Nippon Seiro Co., Ltd.) were used as the microcrystalline wax.

Example 4 NPS as a urethane compound containing a long-chain aliphatic hydrocarbon group
-5670 (manufactured by Nippon Seiro Co., Ltd., R ³ is a methyl group in the formula (3), l = 1, m = 14 to 18, n = 2m + 1, melting point 1
03 degree, acid value 0.5mgKOH / g) 2 parts, as a microcrystalline wax Hi-Mic-2095
A negatively chargeable toner was prepared in the same manner as in Example 2 except that 1.5 parts (manufactured by Nippon Seiro Co., Ltd.) was used.

Comparative Example 2 NPS as a urethane compound containing a long-chain aliphatic hydrocarbon group
-5670 1.4 parts, as a microcrystalline wax Hi-Mic-1045 (manufactured by Nippon Seiro Co., Ltd.) 0.6
A negatively chargeable toner was prepared in the same manner as in Example 2 except that a part of the toner was used.

A developer comprising 96 parts by weight of a ferrite carrier was prepared with respect to 4 parts by weight of the toner of Examples 2 to 4 and Comparative Example 2, and a flash fixing type printer (T84) was used.
00: made by Toray Engineering Co., Ltd.)
A fixing property test, an image quality test, and a blocking property test were conducted.

The results of each test listed in the examples are summarized in Table 2.

[0053]

[Table 2] As described above, the toner composition of the present invention is excellent in low-temperature fixability, a high-quality image free of voids can be obtained, and blocking does not occur even in a high-temperature environment. Therefore, the toner composition is most suitable for a flash fixing method. I understand.

[0054]

INDUSTRIAL APPLICABILITY The toner composition of the present invention is suitable for a flash fixing method because it has excellent low-temperature fixability, a void-free high-quality image is obtained, and blocking does not occur even in a high temperature environment. .

Claims (10)

[Claims] 1. An electrophotographic toner composition comprising a binder resin containing at least a polyester resin as a main component and a colorant, a urethane compound and a penetration degree at 25 ° C. of 5 to 12 and a melting point of 70 to 120 ° C. A flash fixing electrophotographic toner composition comprising a paraffin wax or a microcrystalline wax having a volume expansion coefficient of 15 to 18% calculated from the density at 25 ° C and the density at 100 ° C. 2. The toner composition for electrophotography according to claim 1, wherein the urethane compound has a long-chain aliphatic hydrocarbon group having 10 or more carbon atoms. 3. The toner composition for electrophotography according to claim 1, wherein the urethane compound is a urethane compound containing a long chain aliphatic hydrocarbon group represented by the following formula (1). Embedded image (Wherein, R ¹ is an aliphatic or aromatic hydrocarbon group, and m is 1
An integer of 0 or more, n is an odd number of 1 to 2m + 1) 4. The toner composition for electrophotography according to claim 1, wherein the urethane compound is a urethane compound containing a long-chain aliphatic hydrocarbon group represented by the following formula (2). Embedded image (Wherein, R ² is an aliphatic hydrocarbon group, l is an integer of 0 to 3,
m is an integer of 10 or more, and n is an odd number of 1-2 m + 1) 5. The toner composition for electrophotography according to claim 1, wherein the urethane compound is a urethane compound containing a long-chain aliphatic hydrocarbon group represented by the following formula (3). Embedded image (Wherein, R ³ is an aliphatic hydrocarbon group, l is an integer of 0 to 3,
m is an integer of 10 or more, and n is an odd number of 1-2 m + 1) 6. The toner composition for electrophotography according to claim 1, wherein the urethane compound is a urethane compound containing a long-chain aliphatic hydrocarbon group represented by the following formula (4). Embedded image (In the formula, R ⁴ is an aliphatic hydrocarbon group, l is an integer of 0 to 3,
m is an integer of 10 or more, and n is an odd number of 1-2 m + 1) 7. The toner composition for electrophotography according to claim 1, wherein the content of the urethane compound is 0.1 to 20 parts by weight with respect to 100 parts by weight of the entire composition. Stuff. 8. The content of paraffin wax or microcrystalline wax is 3 of the content of urethane compound.
The toner composition for electrophotography according to claim 1, wherein the toner composition is 0% by weight or less. 9. A polyester resin containing 8 of the diol components.
0 mol% or more of bisphenol A represented by the following formula (5)
An electrophotographic toner composition according to any one of claims 1 to 8, which is an alkylene oxide adduct. Embedded image (In the formula, R is an ethylene or propylene group, x and y are each an integer of 1 or more, and the average value of x + y is 2 to
7 ) 10. A terephthalic acid, an isophthalic acid, and a carbon number of 1 to 4 are 80 mol% or more in the acid component of the polyester resin.
10. The electrophotographic toner composition according to claim 9, which is one or more compounds selected from the alcohols mentioned above and alkyl esters of these acids.