JPS6155657A - Toner for developing electrostatic charge image - Google Patents

Abstract

PURPOSE:To obtain a positive toner having favorable developing characteristics and a long life by mixing a toner with a specified piperidine compound. CONSTITUTION:A toner is mixed with polyester, polyamide, polyurethane, polyurea, polysilyl ester, polyether, polyamine or polycarbonate contg. polyalkylpiperidino groups represented by formula I in the repeating molecular units or having polyalkylpiperidino groups represented by formula II as substituents. The toner may be mixed with a copolymer of such polymers. In the formulae I, II, R is H or 1-5C alkyl, and R' is H, 1-12C alkyl, 3-12C alkenyl or the like. Polyamine represented by formula III (where R and R' are said R and R', respectively, and each of A and B is alkylene or the like) is not used. The toner is positively charged by mixing with the piperidine compound, and a toner having favorable developing characteristics and a long life can be obtd.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a toner used when developing electrostatic latent materials such as electrophotography or electrostatic recording.

Methods for developing electrostatic latent images using toner include the magnetic brush method, which uses developer powder containing carrier particles, mainly iron powder, and the cascade method, which uses developer powder containing glass particles as carrier particles. It has been known.

The developing powders used in these regulatory methods include fine powders in which dyes or pigments are dispersed in thermoplastic resins, and developing powders to which a third substance is added as described in Japanese Patent Publication No. 44-6398, etc. is also known. However, is the developer powder r moss described above preferable? t) Since it does not have m-characteristics, dyes or pigments that impart chargeability are added to the toner.Currently in practical use, when imparting a negative charge to the toner, metal-containing dyes are used. Nigrosine dyes can be used to impart a positive charge. These dyes are charge control agents with excellent properties, but because they are colored substances, they cannot be used in color electrophotography, which has been particularly in demand in recent years. In addition, toners containing nigrosine dyes used for positive donors exhibit good development characteristics initially, but have the disadvantage of short lifespans. There is a strong demand for colorless or light-colored charge control agents. however,
At present, no charge control agent has been found that satisfies the above characteristics.

The present inventors conducted intensive studies to obtain a long-life positive donor with good discipline characteristics, and found that the following general formula (
It has already been found that the compound represented by Y) is effective (Japanese Patent Application No. 59-44937), and as a result of further studies, the present invention has been arrived at.

That is, the present invention provides a toner containing a raw material that produces an electrostatic image, in which the repeating molecular unit has the general formula (I) or (I).
) or substituted with a polyalkylpiperidine group represented by the general formula (RIA) or (IT), polyester, polyamide, polyurethane, polyurea, polysilyl ester, polyether , polyamine or polycarbonate,
Or a toner for static image development characterized by containing these copolymers.

[In the formula, R is a hydrogen atom or a C1-C5 alkyl group, R' is a hydrogen atom, a C1-C12 alkyl group, a C3-C12 fluorenyl group, or a C7 alkyl group.
Represents 1 to 12 aralkyl groups. ] However, the following structural formula (Y) [wherein R and R' represent the above-mentioned meanings, A is an alkylene group, cycloalkylene group, arylene group, or aralkylene group, and B is an alkylene group, cycloalkylene group, or arylene group , represents an aralkylene group or a 1,8.5-triazinyl group. ] Does not include polyamines shown.

The following compounds are representative of the polyalkylpiperidine compounds used in the present invention, and these compounds are synthesized in the same manner as described in JP-A-52-141883.

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N-Q=Q ba G G G
In addition to the above charge control agent, the male toner contains a thermoplastic resin and a coloring substance. Examples of thermoplastic resins include monopolymers or copolymers such as styrene, p-chlorostyrene, and vinyltoluene, styrene-propylene copolymers, styrene-vinylnaphthalene copolymers, styrene-methyl acrylate, ethyl, and butyl acrylate. or octyl copolymer, styrene-methyl methacrylate, ethyl or butyl copolymer, styrene-acrylonitrile copolymer, styrene-isobutylene copolymer, styrene-butadiene copolymer, polyvinyl chloride, polyvinyl acetate,
Polyethylene, polypropylene, epoxy resin, polyester, etc. are used alone or in combination.

In addition, colorants include azo dyes, anthraquinone dyes,
Dyes that do not have water-soluble groups such as sulfone groups, such as nitro dyes and quinophthalone dyes, and pigments such as quinacridone and phthalocyanine are used.

By mixing the piperidine compound represented by the general formula (I) of the present invention into a toner, the toner can be positively charged and a long-life toner with good development characteristics can be produced.

The amount of the charge control agent of the compound of the present invention mixed in the toner is usually 10% by weight or less, preferably 0.5 to 5% by weight.
Weight%.

The toner of the present invention is mixed with a carrier to form a developer, and is used after being positively charged.

As the carrier, for example, iron powder, glass beads, and those whose surfaces are treated with resin are used.

The present invention will be described in detail below with reference to Examples.

In the text, parts represent parts by weight.

Example 1 100 parts of styrene-butyl acrylate copolymer, 8 parts of copper phthalocyanine, and 1 part of the piperidine compound of the following polymer (I) were uniformly premixed in a ball mill for 20 hours, and then sufficiently kneaded in a heated roll mill. The powder was pulverized to 1 to 40 μm to obtain a powder toner. 5 parts of the obtained toner and 9 parts of iron powder
A developer was prepared by mixing 5 parts, and copies were made using a dry type electronic copying machine. As a result, good image quality was obtained and the life was also good.

Polymer (I) (1) A polymer of -(2-hydroxyethyl)-2,2°6.6-tetramethyl-4-hydroxypiperidine and dimethyl succinate.

(Average molecular weight: 2000) Example 2 In Example 1, styrene-butadiene copolymer, epoxy resin, polyester resin, styrene oligomer or styrene-octyl acrylate copolymer was used instead of styrene-butyl acrylate copolymer. Copying was carried out in the same manner as in Example 1 except for the following. As a result, good images were obtained in each case.

Example 3 Copying was carried out in the same manner as in Example 1 except that polymers having the following structural formulas (2) to (5) were used in place of the polymer (I) used in Example 1. As a result, good image quality was obtained in each case.

Polymer (2) Polymer of 1-(2- and droxyethyl)-2,2°6.6-tetramethyl-4-hydroxypiperidine and dimethyl sebacate.

(Average molecule!: 1600) Polymer (8) A polymer of 1-(2-hydroxyethyl)-2,2°6.6-tetramethyl-4-hydroxypeveridine and dimethyl terephthalate. (Average molecular weight: 1400) Polymer (4)

Claims (1)

[Claims] In a toner used for developing an electrostatic image, the repeating molecular unit contains a polyalkylpiperidine group represented by the general formula (I) or (II), or a polyalkylpiperidine group represented by the general formula (III) or (IV). ) An electrostatic charge characterized by containing a polyester, polyamide, polyurethane, polyurea, polysilyl ester, polyether, polyamine or polycarbonate, or a copolymer thereof, which is substituted with a polyalkylpiperidine group represented by Toner for image development. ▲There are mathematical formulas, chemical formulas, tables, etc.▼ (I) (II) (III) (IV) [In the formula, R is a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, and R' is a hydrogen atom or a carbon number 1 to 5. 12 alkyl group, alkenyl group having 3 to 12 carbon atoms or 7 carbon atoms
Represents 1 to 12 aralkyl groups. ] However, the following structural formula (V) ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ (V) [In the formula, R and R' represent the above meanings, and A is an alkylene group, cycloalkylene group, arylene group, or aralkylene group. The group B represents an alkylene group, a cycloalkylene group, an arylene group, an aralkylene group or a 1,3,5-triazinyl group. ] Does not include polyamines shown.