JP2827957B2 - Electrophotographic toner composition - Google Patents

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 toner composition) for developing an electrostatic latent image in electrophotography, and more particularly to an electrophotographic toner composition suitable for a flash fixing system. It is about.

[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 a toner with a light emission spectrum of xenon or halogen for a short time of milliseconds or less and fixing it on paper by radiant heat. Therefore, the fixing method is suitable for high-speed printing and high-speed fixing.

[0004] However, the flash fixing method is a non-contact fixing method, so that the rate of energy dissipation to the surroundings is high, the fixing method is low in energy efficiency, and the toner composition is increased by irradiation of high energy flash light. There are problems that the surface temperature of the object instantaneously reaches a high temperature of several hundred degrees, and that an image defect called a void is easily generated.

[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 occurrence is not clear, the toner and the printing medium are not subjected to pressure during fixing due to non-contact fixing, and the melt viscosity of the toner is extremely reduced due to high energy applied in a very short time. It is considered that the molten toner aggregates due to surface tension. That is, when the surface tension is larger than the viscosity of the molten toner, voids are generated. In addition, when voids are generated, fixability is impaired.

On the other hand, there is a strong demand in the market for fixing properties, and toners that exhibit higher fixing strength with less energy are required. 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. (JP-A-2-158
747), 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.
Compositions (JP-A-52-50241), toner compositions using a chemically modified binder resin by introducing a specific chemical bond such as a urethane bond into the binder resin (JP-A-63-50241)
No. 49768, JP-A-3-31858, and JP-A-4-361271) are known.

As a method for adding a specific additive, for example, a method for adding a specific fatty acid ester (JP-A-60-1)
No. 84260), and a method of adding a fatty acid amide (Japanese Patent Application Laid-Open No. 60-252364), etc., which exhibit excellent fixability in a heat roll fixing system. When the toner composition using the agent is subjected to a flash fixing method, not only sufficient fixing property is not obtained, but also because of the high temperature due to flash light irradiation, a part of the additive is decomposed and gasified to emit an odor, There is a drawback that voids are severely generated.

As a method for suppressing voids during flash fixing, a method using a binder resin having a specific composition and physical properties (Japanese Patent Application Laid-Open No. 5-107805), and adding resin fine particles having specific physical properties. Method (Japanese Patent Laid-Open No. 4-3)
No. 28576, Japanese Unexamined Patent Publication No. Hei 4-328578), etc., but these have much lower energy.
However, it was not always sufficient for so-called low-temperature fixing, in which a predetermined fixing strength was obtained.

Further, in the case of a toner using a binder resin having a low softening temperature or an additive having a low melting point for the purpose of supplementing the fixing property, when exposed to a high temperature environment, the surface of the toner softens, and the toner is softened. Particles are likely to fuse with each other, so-called blocking. When the blocking occurs, the fluidity of the toner decreases, so that not only the supply of the toner is not smooth, but also the storage stability of the toner is impaired.

[0011]

SUMMARY OF THE INVENTION Accordingly, the present inventors have developed an electrophotographic toner composition which is excellent in low-temperature fixability, provides a high-quality image without voids, and does not cause blocking even in a high-temperature environment. As a result of intensive studies on the product, it has been found that a toner composition that achieves the intended purpose can be obtained by blending a urethane compound in an electrophotographic toner composition containing at least a binder resin and a colorant. Reached.

[0012]

That is, the present invention relates to an electrophotographic toner containing at least a binder resin and a colorant.
An electrophotographic toner composition characterized in that the composition contains a urethane compound.

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

Examples of the isocyanate compound include aliphatic isocyanates such as hexamethylene isocyanate and lysine diisocyanate, isophorone diisocyanate, and the like.
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.

It is not clear why the incorporation of a urethane compound leads to improvement in fixability and suppression of voids.
The urethane compound has a high affinity for general continuous paper and cut paper, which is the substrate to be printed, and is more easily adhered. Also, the compatibility between the urethane compound and the binder resin, especially the polyester resin, is remarkably excellent. The fixability is improved by dispersing the compound extremely uniformly in the binder resin, and at the same time, the relationship between the melt viscosity of the toner composition and the surface tension during flash light irradiation is in an appropriate relationship so as not to generate voids. Is probably the cause.

The urethane compound in the present invention is
It preferably has a long-chain aliphatic hydrocarbon group having 10 or more carbon atoms. Although it is not clear why the urethane compound having a long-chain aliphatic hydrocarbon group has a preferable effect in the present invention, a binder resin such as a styrene- (meth) acrylate copolymer resin, an epoxy resin, or a polyester resin Ester bonds, e.
The long-chain aliphatic hydrocarbon group is a non-polar component composed of a hydrocarbon, in contrast to a polar component such as a tell bond or a terminal carboxyl group or a hydroxyl group, and thus is relatively easily precipitated on the surface of the composition. That is, by the affinity of the urethane bond to the binder resin and the surface deposition force of the long-chain aliphatic hydrocarbon group,
It is considered that even if the added amount of the long-chain aliphatic hydrocarbon-containing urethane compound is small, it works effectively and contributes to the improvement of the adhesion to the printing medium, the melt viscosity and the surface tension.

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

[0018]

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

[0019]

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)
In the present invention, the content of the urethane compound having a long-chain aliphatic hydrocarbon group in 100 parts by weight of the total composition is 0.1%.
It is preferably from 20 to 20 parts by weight, more preferably from 1 to 10 parts by weight. When the content of the urethane compound having a long-chain aliphatic hydrocarbon group is less than 0.1 part by weight, not only sufficient fixability is not obtained, but also the effect of suppressing voids generated on an image during flash fixing. Can not be obtained. When the content of the urethane compound having a long-chain aliphatic hydrocarbon group exceeds 20 parts by weight, blocking between toner particles occurs during storage at a high temperature, and toner aggregates are generated.

The binder resin in the present invention includes polystyrene, styrene-methyl (meth) acrylate copolymer, styrene-ethyl (meth) acrylate copolymer, styrene-butyl (meth) acrylate copolymer, styrene -Styrene resins such as octyl (meth) acrylate copolymer, styrene-maleic acid copolymer, styrene-maleic acid ester copolymer, epoxy resins, polyester resins, and the like. It is preferably used.

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

The dicarboxylic acid component includes 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 anhydrides thereof, 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.

Further, as the polycarboxylic acid component,
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 includes an alkylene oxide adduct of bisphenol A represented by the formula (2) , 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.

[0025]

Embedded image (Wherein, 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 2)
7 Among them, an alkylene oxide adduct of bisphenol A is preferably used, and preferably accounts 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 coloring agent in the present invention, inorganic pigments such as carbon black and iron black, chromatic dyes and organic pigments can be used.

The composition of the present invention can contain usual charge control agents, dispersants, and offset inhibitors as long as the object of the present invention is not impaired. 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 not lower than the softening point of the binder resin. A method in which various additives such as a urethane compound and, if necessary, a charge control agent and a release agent are uniformly melt-kneaded using an extruder may be used.

The obtained composition is subjected to ordinary 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.

The fluidity improver has an average particle size of 0.0
Inorganic fine particles and organic fine particles of 0.5 to 1.0 μm can be added as necessary. 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 can be mentioned.

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

[0033]

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.

Reference Example 1 Preparation of Polyester Binder Resin-1 Polyoxypropylene (2.2) -2,2-bis (4-
46.1 parts of hydroxyphenyl) propane, 40.5 parts of polyoxyethylene (2.2) -2,2-bis (4-hydroxyphenyl) propane, 13.3 parts of terephthalic acid
Parts, 13.3 parts of isophthalic acid, 4.2 parts of α-octyl succinic anhydride, and 3.1 parts of trimellitic anhydride in 0.60 parts
Parts (0.5% by weight of the total monomer weight) of dibutyltin oxide in a test tube equipped with a stainless steel stirring blade, a condenser outlet, a nitrogen inlet, and a nitrogen stream in an oil bath. And the esterification and transesterification reactions were carried out. The reaction conditions are 220 ° C. for 2 hours, 25
The mixture was heated at 0 ° C. for 2 hours, and further reacted at a final polymerization temperature of 260 ° C. under a reduced pressure of 30 mmHg or less for 1 hour to complete the polymerization.

The obtained resin had a number average molecular weight of 3400,
The weight average molecular weight 92000, high following formula furo - Tester - melt viscosity by the 10 ⁶ poise temperature reached 109 ° C., 10
^The temperature at which ⁵ poises were reached was 130 ° C.

Hereinafter, this binder resin is referred to as "polyester binder resin-1".

Reference Example 2 Preparation of Polyester Binder Resin-2 Polyoxypropylene (2.2) -2,2-bis (4-
(Hydroxyphenyl) propane 46.1 parts, polyoxyethylene (2.2) -2,2-bis (4-hydroxyphenyl) propane 40.5 parts, terephthalic acid 29.9
Parts, 2.2 parts of trimethyl trimellitate and 0.60 parts of dibutyltin oxide were charged into a test tube for polymerization, and polymerization was carried out in the same manner as in Reference Example 1 except that the final polymerization temperature was 230 ° C., Polyester binder resin-2 ″ was obtained.

The polyester binder resin -2, number average molecular weight 3400, a weight average molecular weight of 10,000, a high following formula furo - Tester - melt viscosity by the 10 ⁶ poise temperature reached 82 ° C., 10 ⁵ poise temperature reached 91 ° C.

Reference Example 3 Preparation of Polyester Binder Resin-3 Polyoxypropylene (2.2) -2,2-bis (4-
46.1 parts of hydroxyphenyl) propane, 10.4 parts of neopentyl glycol, 13.3 parts of terephthalic acid, 13.3 parts of isophthalic acid, and trimethyl trimellitate
9 parts and 0.45 parts of dibutyltin oxide were charged into a test tube for polymerization, and polymerization was carried out in the same manner as in Reference Example 1 except that the final polymerization temperature was set at 250 ° C., and “polyester binder resin-3”. I got

The polyester binder resin -3 had a number average molecular weight of 3000, weight average molecular weight 120000, high following formula furo - Tester - melt viscosity by the 10 ⁶ poise temperature reached 95 ° C., 10 ⁵ poise temperature reached 112 ° C.

Example 1 Polyester Binder Resin-1
85 parts, carbon black (REAGAL330R:
10 parts of Cabot Corporation, 2 parts of positive charge control agent (Bontron N-01: manufactured by Orient Chemical Industries), and urethane compound containing long-chain aliphatic hydrocarbon group (NPS-6010:
Made of Nippon Seisaku, in formula (2), R ² is a methyl group, and l =
1, m = 14-18, n = 2m + 1, melting point 75 °, acid value 11 mgKOH / g) 3 parts were stirred and mixed, then melt-kneaded with a twin screw extruder, cooled, pulverized and classified, and averaged. A toner having a particle size of 8.0 μm was obtained. Further, 0.3 parts of hydrophobic silica fine particles (HVK-2150: manufactured by Hoechst Japan) are added to the toner, and the mixture is stirred and mixed by a high-speed stirrer (ace homogenizer-AM-10: manufactured by Nippon Seiki Seisakusho). Thus, a positively chargeable toner was obtained.

Example 2 A positively chargeable toner was prepared in the same manner as in Example 1 except that a polyester-based binder resin-2 was used as the binder resin.

Example 3 A positively chargeable toner was prepared in the same manner as in Example 1 except that a polyester-based binder resin-3 was used as the binder resin.

Example 4 A positively chargeable toner was prepared in the same manner as in Example 1 except that NPS-6010 was used as one part as the urethane compound containing a long-chain aliphatic hydrocarbon.

Example 5 A positively chargeable toner was prepared in the same manner as in Example 1, except that 10 parts of NPS-6010 was used as the urethane compound containing a long-chain aliphatic hydrocarbon group.

Example 6 A positively chargeable toner was prepared in the same manner as in Example 1 except that NPS-6010 was used in an amount of 20 parts as a urethane compound containing a long-chain aliphatic hydrocarbon group.

Comparative Example 1 A positively chargeable toner was prepared in the same manner as in Example 1 except that the urethane compound containing a long-chain aliphatic hydrocarbon group was not used.

Comparative Example 2 A method similar to that of Example 1 was used except that a fatty acid ester (carnauba wax: Noda wax, melting point: 84 ° C.) was used in place of the urethane compound containing a long-chain aliphatic hydrocarbon group. A positively chargeable toner was prepared.

A developer was prepared by stirring and mixing 95 parts of an iron powder carrier with 5 parts of the positively chargeable toner of Examples 1 to 6 and Comparative Examples 1 and 2. Evaluation was performed by using a flash fixing type laser printer (FACOM-6700D: manufactured by Fujitsu) to perform image output, and performing a fixing property test, an image quality test, and a blocking property test by the following methods.

Fixability test: Flash voltage applied to the xenon lamp was reduced to reduce the flash energy by 30% from the standard value, and 18% energy was saved.
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: An image of a lattice pattern was formed with a standard flash voltage, and the image was viewed with a 50-fold loupe to determine the presence or absence of voids.

Blocking test: Approximately 50 g of toner was exposed for 24 hours in a thermostatic chamber set at 55 ° C., taken out on white paper, and visually evaluated for the state of aggregation of the toner. Even if there are aggregates, lift the blank paper from the desk and
When the aggregate was loosened by dropping from m, it was judged that it was practically usable.

Table 1 shows the results.

[0054]

[Table 1] [Example 7] Polyester resin (TTR-2: manufactured by Kao Corporation,
Glass transition point 65 ° C, softening point 135 ° C, acid value 3mgKO
H / g, hydroxyl value 41 mgKOH / g) 90 parts, carbon black (BLACK PEARLS 800: manufactured by Cabot Corporation) 7 parts, negative charge control agent 2 parts (T-7)
7: Hodogaya Chemical Industry Co., Ltd.), a long-chain aliphatic hydrocarbon group-containing urethane compound (HAD-5670: manufactured by Nippon Seiro Co., Ltd., R ³ is a methyl group in formula (3), l = 1, m = 14 to 1
8, n = 2m + 1, melting point 103 °, acid value 0.5mg KO
H / g) After stirring and mixing 1 part, the mixture was melt-kneaded in a twin-screw extruder set at 130 ° C., cooled, and then pulverized and classified.
A toner having an average particle size of 8.0 μm was obtained. Further, hydrophobic silica fine particles (TS-720: manufactured by Cabot Corp.)
1.4 parts was added to 100 parts, and the mixture was stirred and mixed with a stirrer (Super Mixer-SMB-20: manufactured by Kawata) to obtain a negatively chargeable toner.

Example 8 The polyester resin was TTR-
2 and TTR-5 (manufactured by Kao: glass transition point 60 ° C, softening point 100 ° C, acid value 3mgKOH / g, hydroxyl value 20m
gKOH / g) and 70.4 parts and 17 respectively.
6 parts, carbon black (BLACK PEARLS
130: Cabot Corporation), negative charge control agent (Eizen Spiron Black TRH: Hodogaya Chemical Industry) 2
Part, long chain aliphatic hydrocarbon group-containing urethane compound (NPS
-6010: manufactured by Nippon Seiro), and 3 parts were stirred and mixed.
Melt kneading with a twin screw extruder set to ℃, and after cooling,
Pulverization and classification were performed to obtain a toner having an average particle size of 8.0 μm. Further, 1.75 parts and 0.35 parts of hydrophobic silica fine particles (R972: manufactured by Nippon Aerosil Co., Ltd.) and polyvinylidene fluoride fine particles (Kyna-301F: manufactured by Penwort) are added to 100 parts of toner, respectively, and a stirrer is added. The mixture was stirred and mixed with a (super mixer SMB-20: manufactured by Kawata) to obtain a negatively chargeable toner.

Example 9 Polyester resin TTR-2
And TTR-5, 36 parts each, 4 parts of a negatively chargeable charge control agent (S-34: Orient Chemical Industries), 10 parts of carbon black (MA-100, manufactured by Mitsubishi Kasei), 10 parts of long-chain aliphatic hydrocarbon Group-containing urethane compounds (HAD-567)
0) 10 parts, hydrophobic silica fine particles (R-812: manufactured by Nippon Aerosil) 0.5 part and alumina fine particles (RFY-
(C: manufactured by Nippon Aerosil Co., Ltd.), and a negatively chargeable toner was obtained in the same manner as in Example 7 using 0.5 part.

Example 10 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) 88 parts, negative charge control agent (T-95: Hodogaya Chemical Industry Co., Ltd.) 2 parts, carbon black (REAGAL3)
30R) 7 parts, a long-chain aliphatic hydrocarbon group-containing urethane compound (NPS-6010) 3 parts, hydrophobic silica (TS-7)
20) 0.5 part and hydrophobic silica fine particles (RX-5
0: 0.5 parts of Nippon Aerosil) and 0.25 parts of titanium oxide fine particles (P-25: Nippon Aerosil) were used to obtain a negatively chargeable toner in the same manner as in Example 7.

Example 11 A crosslinked styrene-butyl acrylate resin (NC-6172: manufactured by Nippon Carbide, glass transition point 72 ° C., softening point 165 ° C., acid value 0.5 mg KOH / g) was used as a binder resin. A negatively chargeable toner was obtained in the same manner as in Example 7, except that the melt-kneading temperature of the twin-screw extruder was set to 180 ° C.

Comparative Example 3 A fatty acid amide compound (bisamide (C ₁₇ H ₃₅ CONH) ₂ (CH ₂ ): Nippon Kasei, melting point 143 ° C.) was used in place of the urethane compound containing a long-chain aliphatic hydrocarbon group. A negatively chargeable toner was obtained in the same manner as in Example 7, except that the melt-kneading temperature in the twin-screw extruder was set to 150 ° C.

Use the: - (manufactured by Nippon Kasei Chemical Co., melting point 69 ° C. emissions _{SPH C 18 H 37 NHCONHC 6 H} 5 peeled off) [0060] [Comparative Example 4] a long-chain aliphatic hydrocarbon group-containing urethane compound in place of the long-chain alkyl urea compounds A negatively chargeable toner was obtained in the same manner as in Example 9 except that the toner was not used.

Toner-4 of Examples 7-11 and Comparative Examples 3-4
A developer consisting of 96 parts by weight of a ferrite carrier is prepared with respect to parts by weight, and a flash fixing type printer
(T8400: manufactured by Toray Engineering), an image was formed, and a fixing property test, an image quality test, and a blocking property test were performed. Table 2 shows the results.

[0062]

[Table 2] As described above, the toner composition of the present invention has excellent low-temperature fixability, can obtain a high-quality image without voids, and does not cause blocking even in a high-temperature environment. You can see that there is.

[0063]

The toner composition of the present invention has excellent low-temperature fixability, provides high-quality images without voids, and does not cause blocking even in a high-temperature environment. is there.

──────────────────────────────────────────────────続 き Continued on the front page (72) Inventor Koichi Nagase 1-1-1, Sonoyama, Otsu City, Shiga Prefecture Inspector, Toga Corporation, Shiga Works Yuki Kurihara (56) References JP-A-57-63552 (JP, A) JP-A-63-66564 (JP, A) JP-A-5-107805 (JP, A) JP-A-7-56386 (JP, A) JP-A-63-174061 (JP, A) (58) Survey Field (Int.Cl. ⁶ , DB name) G03G 9/08 CA (STN)

Claims (5)

(57) [Claims] 1. Contains at least a binder resin and a colorant
Then, the electric charge fixed to the printing medium by the flash fixing method
In the photophotographic toner composition, (a) represented by the following formula (1)
Long chain aliphatic hydrocarbon group-containing urethane compound, (b)
At least 80 mol% of the diol component is represented by the following formula (2).
Bisphenol A alkylene oxide adduct
Electronic photography characterized by containing a polyester resin
True toner composition. Embedded image (Wherein, R ¹ is an aliphatic or aromatic hydrocarbon group, and m is 1
An integer greater than or equal to 0, and n is an odd number of 1 to 2m + 1. (Wherein 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 2)
7 ) 2. The electrophotographic toner composition according to claim 1, wherein the urethane compound (a) is a long chain aliphatic hydrocarbon group-containing urethane compound represented by the following formula (3) . 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) 3. The electrophotographic toner composition according to claim 1, wherein the urethane compound (a) is a urethane compound containing a long-chain aliphatic hydrocarbon group represented by the following formula (4) . 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) 4. The urethane compound having a long-chain aliphatic hydrocarbon group in an amount of 0.1 to 100 parts by weight of the total composition.
The electrophotographic toner composition according to any one of claims 1 to 3 , wherein the amount is 20 parts by weight. 5. The method according to claim 1, wherein at least 80 mol% of the acid component of the polyester resin is at least one compound selected from terephthalic acid, isophthalic acid, alcohols having 1 to 4 carbon atoms and alkyl esters of these acids. Claims 1-4
The electrophotographic toner composition according to any one of the above .