JPS61292159A - Toner for developing electrostatic charge image - Google Patents

Toner for developing electrostatic charge image

Info

Publication number
JPS61292159A
JPS61292159A JP60110975A JP11097585A JPS61292159A JP S61292159 A JPS61292159 A JP S61292159A JP 60110975 A JP60110975 A JP 60110975A JP 11097585 A JP11097585 A JP 11097585A JP S61292159 A JPS61292159 A JP S61292159A
Authority
JP
Japan
Prior art keywords
toner
group
styrene
developing electrostatic
electrostatic charge
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
JP60110975A
Other languages
Japanese (ja)
Inventor
Yasutaka Shimizu
清水 保孝
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sumitomo Chemical Co Ltd
Original Assignee
Sumitomo Chemical Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Sumitomo Chemical Co Ltd filed Critical Sumitomo Chemical Co Ltd
Priority to JP60110975A priority Critical patent/JPS61292159A/en
Publication of JPS61292159A publication Critical patent/JPS61292159A/en
Pending legal-status Critical Current

Links

Classifications

    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G9/00Developers
    • G03G9/08Developers with toner particles
    • G03G9/097Plasticisers; Charge controlling agents
    • G03G9/09733Organic compounds
    • G03G9/09758Organic compounds comprising a heterocyclic ring

Landscapes

  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Developing Agents For Electrophotography (AREA)

Abstract

PURPOSE:To obtain a fine image by adding a specified benzothiazole deriv. to a toner. CONSTITUTION:A toner is mixed with a benzothiazole compound represented by formula so that the toner is negatively charged. Thus, a toner having satisfactory developing characteristics and a long life is obtd. In the formula, each of R1 and R2 is H, alkyl, aryl, aralkyl, alkoxy, halogen, nitro, alkylsulfonyl or arylsulfonyl.

Description

【発明の詳細な説明】 本発明は、電子写真または静電記録などの静電潜像を現
像するときに用いるトナーに関するものである。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a toner used when developing electrostatic latent images such as electrophotography or electrostatic recording.

静電潜像をトナーを用いて現像する方法として、主とし
て鉄粉であるキャリヤー粒子を含有する現像粉を使用す
る磁気ブラシ法と、キャリヤー粒子としてガラス粒子を
含有する現像粉を使用するカスケード法等が知られてい
る。
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.

これらの現像法に用いられる現像粉としては熱可塑性樹
脂中に染料または顔料を分散させた微粉末、更に特公昭
44−6398号公報等に記載されているような第三物
質を添加した現像粉も知られている。しかし上記の現像
粉だけでは好ましい帯電性を持たないため、帯電性を付
与する染料または顔料等の添加が行われており、現在実
用化されているものとして、トナーに負電荷を付与する
場合には含金属染料が、正電荷を付与する場合にはニグ
ロシン系の染料がある。これらの染料はすぐれた特性を
持つ荷電制御剤であるが、有色物質であるために近年特
に要望の強いカラー電子写真法に用いることができない
。従って、現在主に用いられているマイナストナー用の
無色または淡色の荷電制御剤の要望が大きい。
The developing powders used in these development 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. is also known. However, since the above developer powder alone does not have desirable charging properties, dyes or pigments that impart charging properties are added, and currently in practical use, when imparting a negative charge to toner, When a metal-containing dye imparts a positive charge, there is a nigrosine dye. 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. Therefore, there is a great demand for a colorless or light-colored charge control agent for negative toner, which is currently mainly used.

そこで、本発明者は、無色または淡色で良好な現像特性
を持ったカラー電子写真法用のマイナストナーについて
鋭意検討を行った結果、本発明に到達した。
Therefore, the present inventor conducted extensive research on minus toner for color electrophotography that is colorless or light-colored and has good development characteristics, and as a result, arrived at the present invention.

すなわち、本発明は、静電荷像を現像する際に用いるト
ナーにおいて、下記一般式(I)(式中、R+、Rzは
水素原子、アルキル基、アリール基、アラルキル基、ア
ルコキシ基、ハロゲン原子、ニトロ基、アルキルスルホ
ニル基またはアリールスルホニル基を表わす。) で示されるベンゾチアゾール誘導体を含有することを特
徴とする静電荷像現像用トナーである。
That is, the present invention provides a toner for use in developing an electrostatic image, which has the following general formula (I) (wherein R+ and Rz are a hydrogen atom, an alkyl group, an aryl group, an aralkyl group, an alkoxy group, a halogen atom, This is a toner for developing electrostatic images characterized by containing a benzothiazole derivative represented by the following (representing a nitro group, an alkylsulfonyl group, or an arylsulfonyl group).

一般式(I)の置換基R,,R2において、水素原子、
アルキル基としてはメチル基、エチル基、プロピル基、
ブチル基、アミル基、ヘキシル基、トリフルオロメチル
基、アリール基としてはフェニル基、トリル基、エチル
フェニル基、ブチルフェニル基、アラルキル基としては
ベンジル基、メチルベンジル基、クロルベンジル基、ア
ルコキシ基としてはメトキシ基、エトキシ基、ブトキシ
基、エトキシエトキシ基、ハロゲン原子としてはクロル
原子、ブロム原子、ヨウ素原子、フッ素原子、ニトロ基
、アルキルスルホニル基としてはメチルスルホニル基、
エチルスルホニル基、ブチルスルホニル基、アリールス
ルホニル基としてはフェニルスルホニル基、トリルスル
ホニル基、クロルフェニルスルホニル基、メトキシフェ
ニルスルホニル基が代表的な置換基としてあげられる。
In the substituents R,,R2 of general formula (I), a hydrogen atom,
Alkyl groups include methyl group, ethyl group, propyl group,
Butyl group, amyl group, hexyl group, trifluoromethyl group, aryl group as phenyl group, tolyl group, ethylphenyl group, butylphenyl group, aralkyl group as benzyl group, methylbenzyl group, chlorobenzyl group, alkoxy group is a methoxy group, an ethoxy group, a butoxy group, an ethoxyethoxy group, a halogen atom is a chloro atom, a bromine atom, an iodine atom, a fluorine atom, a nitro group, an alkylsulfonyl group is a methylsulfonyl group,
Typical substituents of the ethylsulfonyl group, butylsulfonyl group, and arylsulfonyl group include phenylsulfonyl group, tolylsulfonyl group, chlorophenylsulfonyl group, and methoxyphenylsulfonyl group.

本発明においてトナーは上記荷電制御剤の他に熱可塑性
樹脂及び着色物質等を含有している。
In the present invention, the toner contains a thermoplastic resin, a coloring substance, and the like in addition to the charge control agent described above.

熱可塑性樹脂としては例えば、スチレン、p −クロル
スチレン、ビニルトルエンなどの単重合体または共重合
体、スチレン−プロピレン共重合体、スチレン−ビニル
ナフタリン共重合体、スチレン−アクリル酸メチル、エ
チル、ブチルまたはオクチル共重合体、スチレン−メタ
アクリル酸メチル、エチルまたはブチル共重合体、スチ
レン−アクリロニトリル共重合体、スチレン−イソブチ
レン共重合体、スチレン−ブタジェン共重合体、ポリ塩
化ビニル、ポリ酢酸ビニル、ポリエチレン、ポリプロピ
レン、エポキシ樹脂、ポリエステルなどの単独または混
合物があげられる。
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. alone or in combination.

着色剤としてはアゾ染料、アントラキノン染料、ニトロ
染料、キノフタロン染料などスルホン基などの水溶性基
を持たない染料、キナクリドン、フタロシアニンなどの
顔料などがあげられる。
Examples of colorants include dyes that do not have water-soluble groups such as sulfone groups, such as azo dyes, anthraquinone dyes, nitro dyes, and quinophthalone dyes, and pigments such as quinacridone and phthalocyanine.

一般式(I)で示される化合物のトナーに混合される量
は、通常は10重量%以下であり、好ましくは0.5〜
5重量%である。
The amount of the compound represented by general formula (I) mixed in the toner is usually 10% by weight or less, preferably 0.5 to 10% by weight.
It is 5% by weight.

本発明のトナーはキャリヤーと混合して現像剤とし、マ
イナスに荷電させて使用される。このときのキャリヤー
としては、例えば鉄粉、ガラスピーズまたはこれらの表
面を樹脂で処理したものが使用される。
The toner of the present invention is mixed with a carrier to form a developer and is used after being negatively charged. As the carrier at this time, for example, iron powder, glass beads, or those whose surfaces have been treated with a resin are used.

本発明の一般式(I)で示されるベンゾチアゾール化合
物は白色ないし淡黄色であり、これをトナーに混合する
ことにより、トナーをマイナスに帯電させ、良好な現像
特性を持った寿命の長いトナーを製造することができる
The benzothiazole compound represented by the general formula (I) of the present invention is white to pale yellow in color, and by mixing it with the toner, the toner is negatively charged and a long-life toner with good development characteristics is produced. can be manufactured.

以下実施例により、本発明の詳細な説明する。The present invention will be explained in detail below with reference to Examples.

本文中、部は重量部を表わす。In the text, parts represent parts by weight.

実施例1 スチレン−アクリル酸ブチル共重合体100部、銅フタ
ロシアニン3部および下記ベンゾチアゾール誘導体(I
)1部をボールミルで20時間均一に予備混合し、次い
で加熱ロールミルで充分混練し、これを1〜40μに微
粉砕し粉末トナーを得た。得られたトナー5部と鉄粉9
5部を混合し現像剤を作成し、乾式電子複写機を用いて
複写を行った結果、良好な画像が得られ、また寿命も良
好であった。
Example 1 100 parts of styrene-butyl acrylate copolymer, 3 parts of copper phthalocyanine and the following benzothiazole derivative (I
) was uniformly premixed in a ball mill for 20 hours, then thoroughly kneaded in a heated roll mill, and finely 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 of the developer, and copies were made using a dry type electronic copying machine. As a result, good images were obtained and the lifespan was also good.

へ 実施例2 実施例1において、スチレン−アクリル酸ブチル共重合
体の代わりに、スチレン−ブタジェン共重合体、エポキ
シ樹脂、ポリエステル樹脂、スチレンオリゴマーまたは
スチレン−アクリル酸オクチル共重合体を用い、他は実
施例1と同様にして粉末トナーを得、これを用いて現像
剤を作成して複写を行った。その結果、それぞれ良好な
画像が得られた。
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, and the others were A powdered toner was obtained in the same manner as in Example 1, and a developer was prepared using the powder toner for copying. As a result, good images were obtained in each case.

実施例3 実施例1において用いたベンゾチアゾール誘導体(I)
の代わりに、下記構造式(2)〜(I2)の化合物を用
い、他は実施例1と同様にして粉末トナーを得、これを
用いて現像剤を作成して複写を行った。その結果、それ
ぞれ良好な画像が得られた。
Example 3 Benzothiazole derivative (I) used in Example 1
A powder toner was obtained in the same manner as in Example 1, except that compounds of the following structural formulas (2) to (I2) were used instead of . As a result, good images were obtained in each case.

〜 〜 く へ へ へ 〜 〜~ ~ Ku fart fart fart ~ ~

Claims (1)

【特許請求の範囲】 静電荷像を現像する際に用いるトナーにおいて、下記一
般式( I )で示されるベンゾチアゾール誘導体を含有
することを特徴とする静電荷像現像用トナー。 ▲数式、化学式、表等があります▼( I ) (式中、R_1、R_2は水素原子、アルキル基、アリ
ール基、アラルキル基、アルコキシ基、ハロゲン原子、
ニトロ基、アルキルスルホニル基またはアリールスルホ
ニル基を表わす。)
[Scope of Claims] A toner for developing an electrostatic image, which is characterized by containing a benzothiazole derivative represented by the following general formula (I). ▲There are mathematical formulas, chemical formulas, tables, etc.▼ (I) (In the formula, R_1 and R_2 are hydrogen atoms, alkyl groups, aryl groups, aralkyl groups, alkoxy groups, halogen atoms,
Represents a nitro group, an alkylsulfonyl group or an arylsulfonyl group. )
JP60110975A 1985-05-23 1985-05-23 Toner for developing electrostatic charge image Pending JPS61292159A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP60110975A JPS61292159A (en) 1985-05-23 1985-05-23 Toner for developing electrostatic charge image

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP60110975A JPS61292159A (en) 1985-05-23 1985-05-23 Toner for developing electrostatic charge image

Publications (1)

Publication Number Publication Date
JPS61292159A true JPS61292159A (en) 1986-12-22

Family

ID=14549233

Family Applications (1)

Application Number Title Priority Date Filing Date
JP60110975A Pending JPS61292159A (en) 1985-05-23 1985-05-23 Toner for developing electrostatic charge image

Country Status (1)

Country Link
JP (1) JPS61292159A (en)

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