JP2001100461A - Resin for toner, toner and production method of toner - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a resin for a color toner, color toner and a method of producing the resin which has excellent fixing property, offset resistance, storage property, heat resistance and antiblocking property and which can give excellent picture quality. SOLUTION: The resin for a color toner is prepared by copolymerization of a vinyl monomer and an olefin polymer the one molecular end of which is modified with a group having a radical polymerizable unsaturated double bond. The resin has 40 to 70 deg.C glass transition point and 1×104 to 50×104 weight average mol.wt.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a resin for toner used in electrophotography and the like, and a method for producing the same. More specifically, a so-called dry developing method is one of methods for forming an electrostatic image. The present invention relates to a resin for toner, a toner used in the method, and a method for producing the same.

[0002]

2. Description of the Related Art In electrophotography and the like, a dry developing method is often used as a method for developing an electrostatic image. In this method, usually, toner is charged by friction with ferrite powder, iron powder, glass beads, etc. called a carrier, and then adheres to an electrostatic latent image on a photoreceptor by electrostatic force to form an image. Then, the image is transferred onto a sheet in contact with the rotating photoconductor, and is fused and fixed by a heat roller or the like to form a permanent visible image.

A fixing method using a heat roller or the like is performed by allowing a toner image to pass through a surface of a heating roller formed of a material having a releasable property with respect to toner while being in pressure contact with a sheet to be fixed. The heating roller method is frequently used.

In the heating roller method, a resin for toner which can be fixed at a lower temperature is desired in order to improve economical efficiency such as power consumption and to increase copying speed. Further, in the heating roller method, since the surface of the heat roller and the toner come into contact with each other in a molten state and under a pressurized condition, a part of the toner adheres to the surface of the heat roller, and a so-called offset phenomenon occurs in which the toner is re-transferred to paper. Cheap. As a countermeasure against this offset phenomenon, a method of applying silicone oil or the like to the surface of the fixing roller is known, but in this case, there is a problem that the apparatus becomes complicated. Therefore, development of a resin for toner having excellent offset resistance is also desired.

As a means for improving the offset resistance, there is known a means for incorporating wax as a release agent into the toner. According to this method, although the offset resistance is improved, the heat resistance of the toner is reduced. In addition, if the dispersion of the wax is poor, the charge distribution is deteriorated and the image quality may be reduced. In addition, due to the effect of the low-melting point component of the wax, storage stability is deteriorated, and problems such as blocking occur.

JP-A-1-201676 discloses a method for improving the offset resistance using a polyolefin graft resin. JP-B-63-46414
Japanese Patent Application Laid-Open Publication No. H11-139,086 discloses a method for improving offset resistance by using a graft resin in which ethylene or propylene is graft-bonded to a vinyl polymer.

[0007] By grafting a wax such as polyethylene or polypropylene to a vinyl resin as in the technique described above, the dispersion of the wax is improved,
Although the offset resistance is improved, the improvement of the fixing property cannot be expected. Also, when the graft density increases, the degree of freedom of the wax molecules decreases, and the offset resistance decreases. A new grafting step is required in the production method, and extra cost is added, and improvement in fixing performance cannot be expected.

[0008]

DISCLOSURE OF THE INVENTION In view of the above, the present invention provides a resin for toner which is excellent in fixability, offset resistance, storage stability, heat resistance and blocking resistance and can provide excellent image quality. And a toner and a method for producing the same.

[0009]

According to the present invention, a vinyl monomer is copolymerized with an olefin polymer having one end modified with a radical polymerizable group having an unsaturated double bond. Having a glass transition point of 40 to 70 ° C and a weight average molecular weight of 1
It is a resin for toner having an amount of 10,000 to 500,000. Hereinafter, the present invention will be described in detail. Incidentally, the present invention is not limited to the type of toner such as one component, two components, or the polarity of the toner,
The present invention relates to a toner that performs fusion and fixing.

The vinyl monomer is not particularly restricted but includes, for example, styrene monomers, (meth) acrylate monomers, acrylic acid, methacrylic acid, α-ethylacrylic acid, crotonic acid and the like. Acrylic acid or its α-
Alkyl derivatives or β-alkyl derivatives; unsaturated dicarboxylic acids such as fumaric acid, maleic acid, citraconic acid, and itaconic acid or monoester or diester derivatives thereof; monoacryloyloxyethyl succinate, monomethacryloyloxyethyl succinate; Acrylonitrile, methacrylonitrile, acrylamide and the like can be mentioned. Among them, as the vinyl monomer, a styrene monomer and a (meth) acrylate monomer are preferable.

The styrene monomer is not particularly restricted but includes, for example, styrene, o-methylstyrene, m-methylstyrene, p-methylstyrene, α-methylstyrene, p-ethylstyrene, 2,4-dimethyl styrene,
pn-butylstyrene, pt-butylstyrene, p
-N-hexylstyrene, pn-octylstyrene,
pn-dodecylstyrene, p-methoxystyrene, p
-Phenylstyrene, p-chlorostyrene, 3,4-dichlorostyrene and the like. These may be used alone or in combination of two or more.

The (meth) acrylate monomer is not particularly restricted but includes, for example, methyl acrylate,
Ethyl acrylate, propyl acrylate, n-acrylate
-Butyl, isobutyl acrylate, n-octyl acrylate, dodecyl acrylate, 2-ethylhexyl acrylate, stearyl acrylate, methyl methacrylate, ethyl methacrylate, propyl methacrylate, n-butyl methacrylate, isobutyl methacrylate, methacryl Alkyl esters of acrylic acid or methacrylic acid such as n-octyl acid, dodecyl methacrylate, stearyl methacrylate; 2-chloroethyl acrylate, phenyl acrylate, methyl α-chloroacrylate, 2-hydroxyethyl acrylate, and acrylic acid 2 -Hydroxypropyl,
2-hydroxybutyl acrylate, glycidyl acrylate, phenyl methacrylate, dimethylaminoethyl methacrylate, diethylaminoethyl methacrylate, 2-hydroxyethyl methacrylate, 2-hydroxypropyl methacrylate, 2-hydroxybutyl methacrylate, glycidyl methacrylate , Bisglycidyl methacrylate, polyethylene glycol dimethacrylate, methacryloxyethyl phosphate and the like. Among them, 2-ethylhexyl acrylate, n-butyl acrylate, methyl methacrylate, n-butyl methacrylate and the like are preferable. These may be used alone or in combination of two or more. The vinyl monomer preferably contains at least a styrene monomer.

The toner resin of the present invention may have a crosslinked structure, or may be a copolymer of a crosslinking agent. The crosslinking agent is not particularly limited. For example, divinylbenzene, ethylene glycol di (meth)
Acrylate, 1,3-butylene glycol di (meth)
Acrylate, 1,4-butanediol di (meth) acrylate, 1,5-pentanediol di (meth) acrylate, 1,6-hexanediol di (meth) acrylate, diethylene glycol di (meth) acrylate,
Triethylene glycol di (meth) acrylate, tetraethylene glycol di (meth) acrylate, pentaethylene glycol di (meth) acrylate, polyethylene glycol # 200, # 400, # 600 di (meth) acrylate, dipropylene glycol di ( Bifunctional ones such as meth) acrylate and polypropylene glycol di (meth) acrylate; pentaerythritol tri (meth) acrylate, trimethylolethanetri (meth) acrylate, trimethylolpropane tri (meth) acrylate, tetramethylolmethanetetra (meth) acrylate ) Acrylate, oligoester (meth) acrylate, 2,2-bis (4-methacryloxypolyethoxyphenyl) propane, diallyl phthalate, triallyl cyanurate, Triallyl isocyanurate, triallyl trimellitate, those such as polyfunctional, such as diaryl chlorendate the like. These may be used alone or in combination of two or more.

In the olefin polymer having one terminal modified with a radical polymerizable unsaturated double bond group used in the present invention, the radical polymerizable unsaturated double bond group is not particularly limited. Not, for example, vinyl group,
(Meth) acryloyl group, allyl group and the like. Among them, a (meth) acryloyl group is preferred. In the present specification, the (meth) acryloyl group is a general term for an acryloyl group and a methacryloyl group. These groups having an unsaturated double bond may be directly bonded to the olefin-based polymer, or may be introduced by bonding a molecule such as glycol di (meth) acrylate.

The olefin polymer is not particularly restricted but includes, for example, polyethylene, polypropylene, ethylene-butylene copolymer, ethylene-vinyl acetate copolymer and the like.

The olefin polymer having one end modified with a radical polymerizable unsaturated double bond-containing group is not particularly limited. For example, one end of an ethylene-butylene copolymer is modified with a methacryloyl group. "KRAI
TON LIQUID Polymer L-125
3 "(manufactured by Shell Chemical Company) and JP-A-5-1
No. 94631, JP-A-5-247119, JP-A-6-32847, JP-A-7-2928 and the like, the terminal of the polypropylene or the ethylene-propylene random copolymer is methyl methacrylate or the like. (Meth) acrylate-modified compounds. These may be used alone or in combination of two or more.

The olefin polymer having one end modified with a radical polymerizable unsaturated double bond-containing group having a weight average molecular weight of 1,000 to 30,000 has a high effect as a mold release agent. In the present invention, a polyolefin wax may be used in combination.

The amount of the olefin polymer having one terminal modified with the radical polymerizable unsaturated double bond-containing group is preferably 15% by weight or less in the toner resin of the present invention. If the content is more than 15% by weight, the resulting toner will have poor fluidity, and will have poor storability and image quality.

The resin for toner of the present invention is obtained by copolymerizing a vinyl monomer and an olefin polymer having one end modified with a radical polymerizable group having an unsaturated double bond. Thus, the resin for a toner of the present invention has a structure in which a side chain composed of an olefin polymer is bonded to a main chain of a vinyl polymer.

In the toner resin of the present invention, a binder resin is obtained by copolymerizing a vinyl monomer and an olefin polymer having one end modified with a radical polymerizable unsaturated double bond-containing group. The olefin wax having one end bonded thereto is present therein. For this reason,
ADVANTAGE OF THE INVENTION According to the resin for toners of this invention, a state where wax does not bleed and the degree of freedom of wax is large is attained.

By preventing the bleeding of the wax, the storage stability, heat resistance and blocking resistance are improved, the transparency of the resin is also excellent, and the offset resistance of the fixing can be improved. Furthermore, in the binder resin,
By coexisting olefin wax having one end bonded, the absence of large particles of wax in the toner improves the fluidity of the toner, and improves the amount of charge and the rise in charge, and improves resolution, gradation, A toner having excellent image quality such as fog can be obtained.

The resin for a toner of the present invention has a glass transition point of 40 to 70 ° C. If the glass transition point is less than 40 ° C., even if the composition of the present invention is adopted, the storage stability, heat resistance and blocking resistance cannot be satisfied, and if it exceeds 70 ° C., a low-melting olefin monomer is used. However, the fixing temperature becomes high.

The resin for toner of the present invention has a weight average molecular weight of 10,000 to 500,000. If the weight average molecular weight is less than 10,000, storage stability, heat resistance and blocking resistance will be reduced, or hot offset will occur. If it exceeds 500,000, meltability, fixability and fixing strength will be reduced.

The present invention 2 is a toner containing the toner resin of the present invention 1 and a colorant. In the toner of the second aspect, the resin for a toner of the first aspect is used as a binder resin.

The binder resin used in the toner of the present invention 2 may be a mixture of a high molecular weight substance and a low molecular weight substance and having a two peak molecular weight distribution. When a high molecular weight substance and a low molecular weight substance are mixed to form a two-peak distribution, the resin for toner of the present invention 1 may be either one or both of a high molecular weight substance and a low molecular weight substance. It is preferred that it is a molecular weight body. In order to mix the high molecular weight and low molecular weight, each may be dissolved in a solvent and then mixed,
A method of kneading these with a kneader may be used. Especially, it is preferable to carry out solution polymerization of a low molecular weight compound in the presence of a high molecular weight compound.

The weight average molecular weight of the high molecular weight compound is from 200,000 to 2
Million, the weight average molecular weight of the low molecular weight compound is 5,000-10
The mixing ratio is preferably about 10,000, and the mixing ratio is preferably high molecular weight: low molecular weight = 15: 85 to 45:55 in terms of weight. By mixing a high molecular weight substance and a low molecular weight substance to form a two-peak distribution, the offset resistance is further improved.

The toner of the present invention 2 may use, as a binder resin, a polymer such as vinyl acetate and vinyl chloride in addition to the resin for a toner of the present invention 1, and a polyester resin, an epoxy resin, a urethane resin and Among the vinyl resins, gel permeation chromatography (GP
Those having a weight average molecular weight of 30,000 to 300,000 in C) may be used in combination, and may be an aliphatic amide, a bisaliphatic amide,
Metal soap, paraffin and the like may be used in combination.

The colorant is not particularly restricted but includes, for example, carbon black, aniline black, phthalocyanine blue, quinoline yellow, lamp black, rhodamine-B, quinacridone and the like. The amount of the coloring agent is usually 1 to 10% by weight in the toner.

The toner of the present invention 2 contains a charge control agent and the like in the binder resin and the colorant, and further contains a magnetic powder and the like as necessary. As the charge control agent,
There are positive charging and negative charging. Examples of the positive charge control agent include a nigrosine dye, an ammonium salt,
Pyridinium salts, azines and the like. Examples of the negative charge control agent include a chromium complex and an iron complex. The amount of the charge control agent is usually 0.1 to 10% by weight in the toner.

By using the toner resin of the present invention 1 as the binder resin, the toner of the present invention 2 can have a high degree of freedom of the wax without causing the bleeding of the wax as described above. Thereby, the fixing property, the blocking resistance, and the storage stability are improved, the transparency of the resin is excellent, and the offset resistance can be improved. In addition, since no large particles of wax are present in the toner, the fluidity of the toner is excellent, the charge amount and the rise of the charge are improved, and the image quality such as resolution, gradation, and fog is excellent.

The present invention 3 is a method for producing the toner according to the present invention 2, wherein the olefin polymer having one end modified with a vinyl monomer and a group having a radical polymerizable unsaturated double bond is provided. Is a method for producing a toner having a step of copolymerizing

The vinyl monomer used in the present invention 3 and the olefin polymer modified on one end with a group having a radical polymerizable unsaturated double bond are the same as those used in the present invention 1. In the present invention 3, as a polymerization initiator for copolymerizing a vinyl monomer and an olefin polymer having one end modified with a radical polymerizable group having an unsaturated double bond, for example, Oxide-based initiators, azo-based polymerization initiators and the like can be mentioned. The peroxide-based initiator is not particularly limited, and examples thereof include the following.

Ketone peroxides such as methyl ethyl ketone peroxide, cyclohexanone peroxide, methyl acetoacetate peroxide and acetylacetone peroxide; 1,1-bis (t-butylperoxy) 3,3,5-trimethylcyclohexane, n
Peroxyketals such as -butyl-4,4-bis (t-butylperoxy) valerate; hydroperoxides such as t-butyl hydroperoxide, cumene hydroperoxide, diisopropylbenzene hydroperoxide and p-menthane hydroperoxide; Peroxides.

Dialkyl peroxides such as di-t-butyl peroxide, t-butyl cumyl peroxide, dicumyl peroxide; acetyl peroxide, isobutyl peroxide, octanoyl peroxide, benzoyl peroxide, 2,4- Diacyl peroxides such as dichlorobenzoyl peroxide.

Peroxy dicarbonates such as diisopropyl peroxy dicarbonate, di-n-propyl peroxy dicarbonate, dimethoxy isopropyl peroxy dicarbonate, diallyl peroxy dicarbonate; t-butyl peracetate, t-butyl peroxy Pivalate, t-butyl peroxybenzoate,
Peroxyesters such as cumylperoxyoctanoate; acetylcyclohexylsulfonyl peroxide, di-t-butylperoxyhexahydroterephthalate.

The method for copolymerizing the vinyl monomer and an olefin polymer having one end modified with a radical-polymerizable group having an unsaturated double bond is not particularly limited. Examples include polymerization, emulsion polymerization, solution polymerization, and bulk polymerization.

In the present invention 3, the toner of the present invention 2
The obtained binder resin and colorant, to contain a charge control agent and the like, and further, if necessary, magnetic powder and the like are dispersed and mixed,
It is manufactured by heat melting, kneading and pulverizing, classifying and externally adding. In the present invention 3, further, the obtained copolymer resin,
It is preferable to have a step of preparing a colorant and a polyolefin wax.

The polyolefin wax includes:
In order to function effectively as a dispersion stabilizer, the molecular weight is preferably small, and the weight average molecular weight is preferably 10,000 or less, more preferably 500 to 8,000. The olefin wax is not particularly limited, and includes, for example, known polyethylene, polypropylene, ethylene-butylene copolymer, ethylene-vinyl acetate copolymer and the like.

The amount of the polyolefin wax is preferably 4 parts by weight or less based on 100 parts by weight of the binder resin. If the amount exceeds 4 parts by weight, even if the constitution of the present invention is adopted, the dispersion of the olefin-based wax becomes insufficient and the storage stability, heat resistance and blocking resistance may not be satisfied.

[0040]

The present invention will be described in more detail with reference to the following examples, but the present invention is not limited to these examples.

Embodiment 1Production of resin for toner  75 parts by weight of styrene, 25 parts by weight of n-butyl acrylate
And 0.1 parts by weight of benzoyl peroxide in 0.1% poval water
The suspension polymerization was carried out in a solution at 100 ° C. for 12 hours under gentle stirring.
A beaded high molecular weight substance A having a weight average molecular weight of 750,000 was obtained.
The high molecular weight substance A was taken out by washing with water and drying. High molecular weight
A 25 parts by weight of A and 100 parts by weight of toluene
And dissolved. The inside of this flask was replaced with nitrogen gas.
Thereafter, the mixture was heated to the boiling point of toluene. Toluene reflux occurs
83 parts by weight of styrene and acrylic
2 parts by weight of n-butyl luate and KRAITON LICU
ID Polymer L-1253 "(Shell Chemica
15 parts by weight and polymerization initiator
A mixture of 6 parts by weight of benzoyl oxide is dropped over 3 hours
Then, coexisting solution polymerization was performed. After dropping, return toluene
Aging was performed for 1 hour while stirring under flowing water to obtain a molecular weight.
Of a low molecular weight polymer having a maximum value of 10,000. afterwards,
While gradually increasing the temperature inside the flask to 180 ° C,
The solvent was removed from the toluene under pressure to obtain resin I for toner.
The obtained resin is cast into a plate having a thickness of about 5 mm.
Evaluate the transparency of the resin by the legibility of the following 7-point characters
did.

[0042]Manufacture of toner  Using the obtained toner resin I, a composition having the following composition
After mixing and melting and kneading at 150 ° C, pulverize with a jet mill.
About 10 μm of toner particles obtained by
(R972 manufactured by Nippon Aerosil Co., Ltd.) 0.3% by weight added
As a result, a toner I was obtained. Resin I for toner 100 parts by weight Chromium-containing dye (Bontron S-34, manufactured by Orient Chemical Industries) 1.5 parts by weight Carbon black (MA-100, manufactured by Mitsubishi Chemical Corporation) 6.5 parts by weight

Example 2 In Example 1, 13 parts by weight of n-butyl acrylate and “KRAITON LIQUID Polymer L” were used.
-1253 "(manufactured by Shell Chemical Company) in the same manner as in Example 1 except that the amount was changed to 4 parts by weight.

Example 3 In Example 1, 16 parts by weight of n-butyl acrylate and "KRAITON LIQUID Polymer L" were used.
-1253 "(manufactured by Shell Chemical Company) in the same manner as the above.
And toner III.

Example 4 A toner was prepared in the same manner as in Example 1, except that 13 parts by weight of n-butyl acrylate and 4 parts by weight of ethylene glycol dimethacrylate terminal-modified polypropylene (weight average molecular weight: about 20,000) were used. Resin IV and toner IV were obtained.

Embodiment 5Manufacture of toner  Using the toner resin III obtained in Example 3, the following
After mixing the blended composition and melting and kneading at 150 ° C,
About 10μm toner particles
And hydrophobic silica (R972, manufactured by Nippon Aerosil Co., Ltd.)
Toner V was obtained by adding 0.3% by weight. Resin for toner III 100 parts by weight Chromium-containing dye (Bontron S-34, manufactured by Orient Chemical Industries) 1.5 parts by weight Carbon black (MA-100, manufactured by Mitsubishi Chemical Corporation) 6.5 parts by weight PPWax (Sanyo Chemical Industries, Ltd.) 2 parts by weight of Viscol 660P).
The composite resin is cast into a plate with a thickness of about 5 mm
Evaluate the transparency of the resin by the legibility of the following 7-point characters
did.

Comparative Example 1Production of resin for toner  In Example 1, n-butyl acrylate 17 parts by weight
And "KRAITONLIQUID Polymer"
L-1253 "(manufactured by Shell Chemical Company)
Preparation of resin for toner V in the same manner except that the addition was canceled
did. In addition, using the obtained resin, resin and wax
A kneaded product was prepared, and the composite resin was reduced to about 5 mm in the same manner as in the example.
Cast it into a thick plate and read the 7-point character under the resin plate.
The transparency of the resin was evaluated by readability.Manufacture of toner  Using the toner resin V obtained as described above,
After melt kneading at 150 ° C,
About 10 μm of toner particles obtained by pulverizing
Aqueous silica (R972, manufactured by Nippon Aerosil Co., Ltd.) 0.3 weight
% To obtain toner VI. Resin V for toner 100 parts by weight Chromium-containing dye (Bontron S-34 manufactured by Orient Chemical Industries) 1.5 parts by weight Carbon black (MA-100 manufactured by Mitsubishi Chemical Corporation) 6.5 parts by weight PPWax (Sanyo Chemical Industries, Ltd.) Viscol 660P) 15 parts by weight The obtained toner VI has low fluidity of the toner and is evaluated by an evaluation test.
Could not be implemented.

Comparative Example 2 A toner VII was prepared in the same manner as in Comparative Example 1, except that PPWax (Viscol 660P, manufactured by Sanyo Chemical Industries, Ltd.) was used in an amount of 4 parts by weight.

Comparative Example 3 A toner VIII was produced in the same manner as in Comparative Example 1, except that 1 part by weight of PPWax (manufactured by Sanyo Kasei Kogyo KK) was used.

[0050]test  (1) Fixability The toners obtained in Examples 1 to 5 and Comparative Examples 1 to 3 (5
Non-coated ferrite with a particle size of about 50 to 80 μm
A developer is prepared by mixing with a carrier (95 parts by weight).
An unfixed image was prepared using the developer. Next, heat fixing
The surface temperature of the roller to 130 ° C and 150 ° C,
Fixes the toner image on the transfer paper on which the unfixed image is formed.
Was. The electrophotographic copying machine used was a commercially available Konica 73
20 was modified. For the formed fixed image
And rub it with a cotton pad.
The degree was calculated and used as an index of low energy fixability. Before rubbing
The image density was adjusted to be 0.4 to 0.6. image
The density was measured using a reflection densitometer RD-914 manufactured by Macbeth.
Was. Fixing strength (%) = (image density of fixed image after rubbing / rubbing
Image density of previous fixed image) x 100 The temperature at which the fixing strength becomes 85% or more is defined as the feasible temperature.
Was.

(2) Offset Resistance The toner image of the transfer paper having the unfixed image was fixed at each surface temperature by gradually changing the surface temperature of the heat fixing roller to obtain a copy. At this time, observation was made as to whether or not toner stains occurred in the blank portion, and a temperature region in which no stains occurred was defined as a non-offset temperature region. The difference between the maximum value and the minimum value in the non-offset temperature region was defined as the non-offset temperature width.

(3) Storage Property Each of 20 g of each of the toners I to VIII was filled in a 150 cc PP bottle and left in a constant temperature bath at 50 ° C. for 48 hours, and then the caking state of the toner was evaluated with a 150 mesh sieve.

(4) Confirmation of Image Quality A fixed image of a test chart was formed in accordance with the test of the fixing property, and the image was visually evaluated. ：: good image ×: bad image Table 1 shows the test results of the above items.

[0054]

[Table 1]

In the table, the total olefin amount is the total amount of the olefin polymer and the polyolefin wax (one end modified with a radical polymerizable unsaturated double bond-containing group) contained in the toner. % By weight).

From Table 1, it can be seen that the toner resins and toners of Examples 1 to 5 are excellent in transparency of the resin, fix at a low temperature, have a wide fixing temperature range, and have excellent offset resistance, storage stability,
It turned out that the image quality was also excellent.

[0057]

According to the present invention, since the present invention has the above-described constitution, the storage stability, heat resistance, and blocking resistance are improved, and the transparency of the resin is excellent, and the offset resistance of fixing can be improved. Become. In addition, the absence of large particles of wax makes it possible to obtain toner resins and toners having high toner fluidity, improved charge amount and charge rise, and excellent image quality such as resolution, gradation, and fog. It can be suitably used for an electrophotographic apparatus employing a dry developing method.

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Claims (7)

[Claims] 1. A copolymer comprising a vinyl monomer and an olefin polymer having one end modified with a radical-polymerizable group having an unsaturated double bond, and having a glass transition point of 40 to
A toner resin having a weight average molecular weight of 10,000 to 500,000 at 70C. 2. The resin for toner according to claim 1, wherein the vinyl monomer contains at least a styrene monomer. 3. An olefin polymer having one end modified with a radical polymerizable group having an unsaturated double bond is an olefin polymer having one end modified with a (meth) acryloyl group. The toner resin according to claim 1, wherein 4. A toner comprising the toner resin according to claim 1, 2 or 3, and a colorant. 5. The method for producing a toner according to claim 4, wherein a vinyl monomer and an olefin polymer having one end modified with a radical polymerizable unsaturated double bond-containing group are used. A method for producing a toner, comprising a step of polymerizing. 6. The method according to claim 5, further comprising the step of blending the obtained copolymer resin, colorant and polyolefin wax. 7. The toner according to claim 6, wherein the polyolefin-based wax has a weight average molecular weight of 10,000 or less and an addition amount of 4 parts by weight or less based on 100 parts by weight of the binder resin. Manufacturing method.