JP2976527B2 - Toner for developing electrostatic images - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an electrostatic image developing toner used in an electronic copying machine or the like.

[0002]

2. Description of the Related Art In a developing process, a developer used in an electronic copying machine or the like is once adhered to an image carrier such as a photoreceptor on which an electrostatic image is formed, and then is exposed to light in a transfer process. After being transferred from the body to the transfer paper, it is fixed on the copy paper surface in a fixing step. At this time, as a developer for developing an electrostatic image formed on the latent image holding surface, a two-component developer composed of a carrier and a toner and a one-component developer (magnetic toner) not requiring a carrier are used. It has been known. Conventionally, a charge controlling agent such as a nigrosine dye or a quaternary ammonium salt, a coating agent for a carrier, or the like has been known as one that imparts chargeability to the developer.

[0003]

However, these conventional charge-imparting agents do not always have a sufficient effect of imparting the chargeability, and in particular, the effect changes with time, so that copy contamination due to continuous copying occurs and the copy quality is reduced. There was a problem that it decreased.

[0004]

The inventors of the present invention have conducted intensive studies to provide a high-quality toner for developing an electrostatic charge image which is less likely to cause copy stains even after a lapse of time.
It has been found that by incorporating a compound having a specific structure into the toner, these problems can be solved.
The present invention has been reached. That is, the gist of the present invention is to provide a toner for developing an electrostatic image containing at least a resin and a colorant, wherein the compound represented by the general formula (I) or (II) described in claim 1 is one kind. The toner for developing an electrostatic charge image is characterized by containing the above.

Hereinafter, the present invention will be described in detail. The toner for developing an electrostatic image of the present invention is characterized in that it contains one or more compounds represented by the general formula (I) or (II) described in claim 1.

[0006]

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Specific examples of the substituents R ¹ and R ² include methyl, ethyl, propyl, butyl, heptyl, hexyl, octyl, nonanyl, decyl,
Alkyl groups such as undecyl group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group, hexadecyl group, heptadecyl group and stearyl group; aralkyl groups such as benzyl group; lower alkyl-substituted benzyl group, nitro-substituted benzyl group, and halogen-substituted benzyl group And the like. Of these, a dodecyl group, a tridecyl group, a stearyl group, and a benzyl group are preferable, and the total number of carbon atoms of R ¹ and R ² is preferably 13 or more. R ³ and R ⁴ are a hydrogen atom, an alkyl group, a hydroxyl group, or an amino group, and particularly preferably a hydrogen atom or a hydroxyl group.

Ar ¹ and Ar ² each independently represent a methyl group, an ethyl group, a propyl group, an isopropyl group, an n-butyl group,
Isobutyl group, pentyl group, hexyl group, heptyl group,
Octyl, decyl, dodecyl, tetradecyl,
An alkyl group such as an octadecyl group; an aralkyl group such as a benzyl group; a substituted aralkyl group such as a lower alkyl-substituted benzyl group, a nitro-substituted benzyl group, or a halogen-substituted benzyl group. Particularly, a dodecyl group, a tetradecyl group and an octadecyl group are preferred. Specific examples of the compounds represented by the general formula (I) or (II) suitable for being contained in the toner for developing an electrostatic image of the present invention include compounds represented by the following structural formulas. However, the present invention is not limited to these. Illustrative compounds

[0009]

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[0010]

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[0011]

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[0012]

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[0013]

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[0014]

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[0015]

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The compound represented by the general formula (I) or (II) can be used in the present invention irrespective of the production method, and an example of the specific production method will be described below. The compound represented by the general formula (I) is generally, for example, a compound represented by the following general formula (IV)

[0017]

Embedded image(Where R¹ , R^Two Is as defined in general formula (III), X Is salt
Represents a halogen group such as bromine or bromine)
A quaternary ammonium salt compound represented by the following general formula (V)

[0018]

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(Wherein A has the same meaning as in the general formula (I), and Y represents an alkali metal such as sodium or potassium), and reacted by heating at about 70 ° C. in water or alcohol. can get.

The resin component that can be used in the present invention includes:
Various known toners suitable for the electrostatic image developing toner can be used. For example, styrene-based resins, styrene-acrylic copolymer resins, polyester-based resins, epoxy-based resins, and mixed resins thereof, and those having an amino group in the alkyl side chain thereof are also available. The content of the compound represented by formula (I) or (II) in the toner is preferably 0.1 to 20 parts by weight, more preferably 1 to 15 parts by weight, based on 100 parts by weight of the resin.

If the content of the compound represented by the formula (I) or (II) is too small, the effect of improving the chargeability cannot be expected, and if it is excessive, the quality of the toner deteriorates, which is not preferable. The colorant used in the present invention is not particularly limited as long as it is conventionally used, and carbon black or the like is used to obtain a black toner.
Further, since the compound represented by the general formula (I) or (II) is usually white, it may be contained in a color toner such as blue, red, and yellow. Use agent.

The content of the colorant is preferably 3 to 20 parts by weight based on 100 parts by weight of the resin. Further, apart from the compound represented by the general formula (I) or (II), the toner of the present invention may further contain other charge control agents including known ones, for example, a nigrosine dye, a quaternary ammonium salt, It may contain a polyamine resin or the like. In addition, as a toner component of the present invention, to improve the fixability and fluidity,
An additive such as a low-molecular-weight olefin polymer or finely divided silica may be added.

The toner may be produced by kneading the above components in a kneader, cooling, pulverizing and classifying.
In addition to the two-component developer, the toner of the present invention can be applied to a so-called one-component developer (magnetic toner) such as an encapsulated toner, a polymerized toner, and a magnetite-containing toner. The average particle size of the toner is preferably 5 to 20 μm. The carrier for forming the developer by mixing with the toner of the present invention is not particularly limited, but is preferably an iron powder having an average particle diameter of 10 to 200 μm. The particle size of the iron powder is not particularly limited. In this case, a so-called coating carrier coated with a fluorine-based resin or the like can be used for the purpose of improving durability during continuous use. Further, other known carriers such as a ferrite type, a magnetite type and the like can also be used. These carriers are preferably used in an amount of 5 to 100 parts by weight based on 1 part by weight of the toner.

[0024]

EXAMPLES Hereinafter, the present invention will be described in more detail by way of examples, but the present invention is not limited to the following examples unless it exceeds the gist thereof. In the following examples, “parts” simply means “parts by weight”.

Example 1 100 parts of styrene resin (SBM-600, manufactured by Sanyo Chemical Co., Ltd.) 10 parts of carbon black ( ^# 44, manufactured by Mitsubishi Kasei Co., Ltd.) 2 parts of exemplified compound (1) 2 parts of the above materials Kneaded, pulverized and classified to obtain an average particle size of 11
A μm black toner was obtained.

5 parts of this toner and 100 parts of a fluororesin-coated carrier having an average particle diameter of about 100 μm were mixed and stirred to prepare a developer. Next, when this developer was actually photographed with a copying machine using an organic photoconductor as a photoreceptor, a clear copy with less background stains, so-called fog, was obtained. Example 2 Except for using 2 parts of Exemplified Compound (5) instead of 2 parts of Exemplified Compound (1) as a charge control agent, the procedure was exactly the same as in Example 1, and the same as in Example 1 was carried out. Good copies were obtained.

Example 3 Except that 3 parts of Exemplified Compound (8) was used instead of 2 parts of Exemplified Compound (1) as a charge controlling agent, the same procedure as in Example 1 was repeated. A good copy was obtained. Example-4 Except that 2 parts of Exemplified Compound (12) was used instead of 2 parts of Exemplified Compound (1) as a charge controlling agent, the procedure was exactly the same as that of Example 1, and as good as Example-1 Good copy was obtained.

Example-5 Except that 2 parts of Exemplified Compound (16) was used instead of 2 parts of Exemplified Compound (1) as a charge controlling agent, the procedure was the same as in Example-1. Good copies were obtained as well. Example-6 Except that 2 parts of Exemplified Compound (19) was used instead of 2 parts of Exemplified Compound (1) as a charge controlling agent, the procedure was exactly the same as in Example-1. Good copy was obtained.

Example -7 Except that 5 parts of Exemplified Compound (22) was used instead of 2 parts of Exemplified Compound (1) as a charge controlling agent, the procedure of Example 1 was repeated. A good copy was obtained in the same manner as described above. Example-8 Except that 4 parts of Exemplified Compound (26) was used instead of 2 parts of Exemplified Compound (1) as a charge controlling agent, the same procedure as in Example 1 was performed. Good copy was obtained.

Example -9 The same procedure as in Example 1 was carried out except that 6 parts of Exemplified Compound (27) was used instead of 2 parts of Exemplified Compound (1) as a charge controlling agent. A good copy was obtained. Example-10 Except that 3 parts of Exemplified Compound (29) was used instead of 2 parts of Exemplified Compound (1) as a charge controlling agent, the procedure was exactly the same as in Example-1. A copy was obtained.

Example 11 The procedure of Example 1 was repeated except that 3 parts of Exemplified Compound (32) was used instead of 2 parts of Exemplified Compound (1) as a charge controlling agent. A good copy was obtained. Example-12 Except that 2 parts of Exemplified Compound (33) was used instead of 2 parts of Exemplified Compound (1) as a charge control agent, the same procedure as in Example 1 was carried out. A copy was obtained.

Comparative Example 1 A developer was prepared and subjected to actual copying in the same manner as in Example 1 except that the exemplified compound (1) was not used as a material. As a result, a copy having a lot of fog and a poor copy quality was obtained. Was.

[0033]

The toner for developing an electrostatic image of the present invention is a high-quality toner for developing an electrostatic image, which does not cause stains on a copy in continuous copying.

Continuation of front page (58) Field surveyed (Int.Cl. ⁶ , DB name) G03G 9/08

Claims (1)

(57) [Claims] 1. An electrostatic image developing toner comprising at least a resin and a colorant, characterized in that it contains at least one compound represented by the following general formula (I) or (II). An electrostatic image developing toner. Embedded image [Wherein R ¹ and R ² each represent a substituted or unsubstituted alkyl group or a substituted or unsubstituted aralkyl group, and A represents (Wherein R ³ and R ⁴ are each a hydrogen atom, an alkyl group,
Represents a hydroxyl group or an amino group. ). [Chemical formula 3] [In the formula, Ar ¹ and Ar ² each represent a substituted or unsubstituted alkyl group or a substituted or unsubstituted aralkyl group, and A ′ has the same meaning as A in the general formula (I). ]