JPH0155451B2 - - Google Patents

Info

Publication number
JPH0155451B2
JPH0155451B2 JP58216039A JP21603983A JPH0155451B2 JP H0155451 B2 JPH0155451 B2 JP H0155451B2 JP 58216039 A JP58216039 A JP 58216039A JP 21603983 A JP21603983 A JP 21603983A JP H0155451 B2 JPH0155451 B2 JP H0155451B2
Authority
JP
Japan
Prior art keywords
toner
weight
parts
charge
styrene
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.)
Expired
Application number
JP58216039A
Other languages
Japanese (ja)
Other versions
JPS60108861A (en
Inventor
Koji Harakawa
Kyoshi Shigehiro
Eiichiro Kashima
Shinji Ametani
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.)
Tomoegawa Co Ltd
Original Assignee
Tomoegawa Paper 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 Tomoegawa Paper Co Ltd filed Critical Tomoegawa Paper Co Ltd
Priority to JP58216039A priority Critical patent/JPS60108861A/en
Publication of JPS60108861A publication Critical patent/JPS60108861A/en
Publication of JPH0155451B2 publication Critical patent/JPH0155451B2/ja
Granted 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
    • G03G9/087Binders for toner particles
    • G03G9/08702Binders for toner particles comprising macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • G03G9/08706Polymers of alkenyl-aromatic compounds
    • G03G9/08708Copolymers of styrene
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G9/00Developers
    • G03G9/08Developers with toner particles
    • G03G9/087Binders for toner particles
    • G03G9/08702Binders for toner particles comprising macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • G03G9/08706Polymers of alkenyl-aromatic compounds
    • G03G9/08708Copolymers of styrene
    • G03G9/08711Copolymers of styrene with esters of acrylic or methacrylic acid
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G9/00Developers
    • G03G9/08Developers with toner particles
    • G03G9/087Binders for toner particles
    • G03G9/08702Binders for toner particles comprising macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • G03G9/08726Polymers of unsaturated acids or derivatives thereof
    • G03G9/08728Polymers of esters

Description

【発明の詳細な説明】 本発明は電子写真の静電荷像現像用トナーに関
するもので、より詳細にはトナー粒子の荷電極性
が負極性に一様に制御され、しかも荷電極性の安
定性と持続性に顕著に優れ、とくにカラートナー
に好適な電荷制御剤を含有したトナーに関する。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a toner for developing electrostatic images in electrophotography, and more specifically, the present invention relates to a toner for developing electrostatic images in electrophotography. The present invention relates to a toner containing a charge control agent which has remarkable properties and is particularly suitable for color toners.

一般に電子写真、静電記録又は静電印刷等にお
いて、静電荷像の可視化は、摩擦帯電により静電
荷像の潜像電荷とは逆極性の電荷が付与されたト
ナー粒子を前記静電荷像に静電的に付着させるこ
とにより達成される。
Generally, in electrophotography, electrostatic recording, electrostatic printing, etc., visualization of an electrostatic charge image involves applying toner particles, which have been given a charge of opposite polarity to the latent image charge of the electrostatic charge image by frictional charging, to the electrostatic charge image. This is achieved by electrolytic deposition.

かかるトナーは、例えばアクリル樹脂、エポキ
シ樹脂等の結着剤樹脂中にカーボンブラツク等の
着色剤を含有せしめると共に、トナーに前記摩擦
帯電により所望の電荷が付与されるように電荷制
御剤が添加される。
Such toner contains a coloring agent such as carbon black in a binder resin such as an acrylic resin or an epoxy resin, and a charge control agent is added so that a desired charge is imparted to the toner by the frictional charging. Ru.

こうした電荷制御剤としては、例えばオイルブ
ラツク、ニグロシン、クロムイエロー、フタロシ
アニンブルー等の顔染料が知られ、とくに負帯電
性の電荷制御剤として各種の含金属染料が使われ
ていることは周知のとおりである。
Facial dyes such as oil black, nigrosine, chrome yellow, and phthalocyanine blue are known as such charge control agents, and it is well known that various metal-containing dyes are used as negatively chargeable charge control agents. It is.

これらの顔染料は、トナー粒子へ荷電を付与す
る性能の点ではすぐれた性能をもつものである
が、その本質的欠陥の1つは有色物質であること
にある。即ち、カラー電子写真に用いられるカラ
ートナーは、赤、青、マゼンタ、シアン、イエロ
ーの如く特定の鮮明な色相を有するものでなけれ
ばならない。然るにこれらのカラートナー粒子は
所望の電荷を付与する方法として、上記の如き有
色の顔染料を電荷制御剤として用いることができ
ないのは当然である。そこで無色又は実質的に無
色と見做し得る程度に淡色の電荷制御剤が是非と
も必要になる。
Although these facial dyes have excellent performance in imparting charge to toner particles, one of their essential deficiencies is that they are colored substances. That is, the color toner used in color electrophotography must have a specific clear hue such as red, blue, magenta, cyan, and yellow. However, as a method of imparting a desired charge to these colored toner particles, it is natural that the above-mentioned colored facial dyes cannot be used as a charge control agent. Therefore, a charge control agent that is colorless or light in color to the extent that it can be considered to be substantially colorless is absolutely necessary.

さらに、これらの従来の顔染料を含有したトナ
ーは初期には良好な現像特性を示しても連続コピ
ーで寿命が短かいという問題を有する。その原因
は、電荷制御剤しての顔染料が多くの結着剤樹脂
に対し相溶性又は親和性がよくないことにある。
即ち、トナーの溶融混練の過程で結着剤樹脂中に
顔染料が均一に分散しにくいために微粉砕する過
程で成分が不均一な粒子ができるのみならず、染
料や顔料のみからなる微粒子ができる。この荷電
制御性微粒子の存在が現像剤の寿命に重大な悪影
響を与えるのである。
Furthermore, although these conventional toners containing face dyes exhibit good development characteristics initially, they have a problem of short lifespan in continuous copying. The reason for this is that facial dyes as charge control agents have poor compatibility or affinity with many binder resins.
In other words, in the process of melting and kneading the toner, it is difficult for the facial dye to be uniformly dispersed in the binder resin, so in the process of pulverization, not only particles with non-uniform components are created, but also fine particles consisting only of dyes and pigments. can. The presence of these charge control fine particles has a serious adverse effect on the life of the developer.

本発明は上記の事情に鑑みてなされたものであ
り、結着剤樹脂、着色剤及び負帯電性の電荷制御
剤としてスチレンマレイン酸共重合体樹脂を該結
着剤樹脂100重量部に対して0.1〜50重量部含有す
ることをを特徴とする静電荷像現像用トナーを提
供するものである。
The present invention has been made in view of the above circumstances, and uses a styrene-maleic acid copolymer resin as a binder resin, a colorant, and a negatively chargeable charge control agent based on 100 parts by weight of the binder resin. The object of the present invention is to provide a toner for developing an electrostatic image, characterized in that it contains 0.1 to 50 parts by weight.

本発明でいうスチレンマレイン酸共重合体樹脂
とは、例えばスチレンとマレイン酸の重合反応系
の一部を、ジエチレングリコールモノブチルエー
テル等のアルキルエーテルでエステル化したもの
で、下記の如き構造式をもつたものが適用され
る。但し、本発明はこのような分子構造の部分エ
ステル化スチレンマレイン酸共重合体樹脂にとく
に限定されるものではない。
The styrene-maleic acid copolymer resin referred to in the present invention is, for example, a resin in which a part of the polymerization reaction system of styrene and maleic acid is esterified with an alkyl ether such as diethylene glycol monobutyl ether, and has the following structural formula. things are applied. However, the present invention is not particularly limited to the partially esterified styrene-maleic acid copolymer resin having such a molecular structure.

nは重合度を示し、重量平均分子量で10000か
ら20000位のものが本発明に使用される。
n indicates the degree of polymerization, and those having a weight average molecular weight of 10,000 to 20,000 are used in the present invention.

このようなスチレンマレイン酸共重合体樹脂は
結着剤樹脂100重量部に対し0.1〜50重量部配合さ
れる。この場合、配合量が50重量部以上であると
連続コピーの過程で帯電量が増加し現像性不良を
生じ、又、0.1重量部以下では電荷制御の効果が
発揮できない。結着剤樹脂は通常、トナー用樹脂
として使用されるポリスチレン、スチレンアクリ
ル酸エステル共重合体、スチレンブタンジエン共
重合体、ポリエステル樹脂、エポキシ樹脂等が単
独あるいは混合して使用できる。又、圧力定着用
トナーの場合はワツクス類、高級脂肪酸、ポリオ
レフイン、オレフイン共重合体等が結着剤樹脂と
して使用される。なお、スチレンマレイン酸共重
合体は、トナー粒子の電荷制御の目的で配合する
ものであるが、その配合量によつて結着剤樹脂と
しての機能をも必然的に有するものである。着色
剤はモノアゾ系、銅フタロシアニン系、キナクリ
ドン系等の各種の有機顔料やカーボンブラツクが
適用され、又、本発明を一成分トナーとして実施
する場合は、マグネタイト等の着色磁性材料が適
用される。
Such a styrene maleic acid copolymer resin is blended in an amount of 0.1 to 50 parts by weight per 100 parts by weight of the binder resin. In this case, if the amount is 50 parts by weight or more, the amount of charge will increase during continuous copying, resulting in poor developability, and if the amount is less than 0.1 part by weight, the effect of charge control cannot be achieved. As the binder resin, polystyrene, styrene acrylate copolymer, styrene butane diene copolymer, polyester resin, epoxy resin, etc., which are usually used as toner resins, can be used alone or in combination. In the case of pressure fixing toners, waxes, higher fatty acids, polyolefins, olefin copolymers, etc. are used as the binder resin. The styrene-maleic acid copolymer is blended for the purpose of controlling the charge of toner particles, but depending on the amount blended, it also necessarily has a function as a binder resin. As the coloring agent, various organic pigments such as monoazo, copper phthalocyanine, and quinacridone, and carbon black are used, and when the present invention is implemented as a one-component toner, a colored magnetic material such as magnetite is used.

本発明のトナーを製造するには、これらの結着
剤樹脂と着色剤にスチレンマレイン酸共重合体樹
脂をプレミツクスした後、通常の溶融混練、粉
砕、分級、更に必要であれば熱処理あるいはシリ
カ等滑剤の外添処理をおこなう。
To manufacture the toner of the present invention, after premixing the binder resin and colorant with styrene maleic acid copolymer resin, conventional melt-kneading, pulverization, and classification, and if necessary, heat treatment or silica etc. Perform external addition of lubricant.

このような構成からなる本発明のトナーは、負
帯電性の電荷制御剤としてのスチレンマレイン酸
共重合体樹脂のすぐれた効果により安定した長寿
命の現像剤を有するものであり、カラートナーと
しても鮮明な画質を得るものであつた。以下、実
施例をもつて詳細に説明する。
The toner of the present invention having such a structure has a stable and long-life developer due to the excellent effect of the styrene-maleic acid copolymer resin as a negatively chargeable charge control agent, and can also be used as a color toner. It was possible to obtain clear image quality. Hereinafter, it will be explained in detail using examples.

実施例 1 スチレンアクリル酸エステル共重合体樹脂(プ
ライオライトACグツドイヤー社製) 100重量部 スチレンマレイン酸共重合体樹脂(アラスター
700荒川化学社製) 5 〃 モノアゾ系有機顔料(Seika fast Red LR―
1215大日精化製) 10 〃 上記組成分をプレミツクスした後ロールミルで
溶融混練し、冷却した後ジエツト粉砕機にて微粉
砕、分級して粒径10〜15μmの鮮明な赤色トナー
を得た。
Example 1 Styrene acrylic acid ester copolymer resin (manufactured by Priorite AC Gutdeyer) 100 parts by weight Styrene maleic acid copolymer resin (Alastair)
700 manufactured by Arakawa Chemical Co., Ltd.) 5 Monoazo organic pigment (Seika fast Red LR-
1215 (manufactured by Dainichiseika) 10 After premixing the above components, they were melt-kneaded in a roll mill, cooled, and then finely pulverized and classified in a jet pulverizer to obtain a bright red toner with a particle size of 10 to 15 μm.

このトナー6重量部を酸化鉄粉キヤリヤー100
重量部と混合撹拌して二成分現像剤を作製したブ
ローオフによりこの現像剤の帯電量を測定したと
ころ−15μc/gであつた。
Add 6 parts by weight of this toner to 100 parts by weight of iron oxide powder carrier.
A two-component developer was prepared by mixing and stirring with parts by weight, and the charge amount of this developer was measured by blow-off and found to be -15 μc/g.

この現像剤をSe感光体のPPC電子複写機に供
し、静電荷像を現像したところ地汚れのない鮮明
な赤色画像を得ることができた。さらに50000枚
の連続コピーをおこなつたところ帝電量は全く変
化することなく、しかも画質も初期画像を再現す
るものであつた。
When this developer was applied to a PPC electronic copying machine with an Se photoreceptor and an electrostatic charge image was developed, a clear red image without background smudge could be obtained. After continuous copying of 50,000 more sheets, the Teiden amount did not change at all, and the image quality also reproduced the initial image.

実施例 2 スチレンアクリル酸エステル共重合体樹脂(プ
ライオライトACグツドイヤー社製) 70重量部 スチレンマレイン酸共重合体樹脂(アラスター
700荒川化学社製) 30 〃 カーボンブラツク(#50三菱化成社製)
5 〃 上記組成分をプレミツクスした後、ロールミル
で溶融混練し、冷却した後ジエツト粉砕機にて微
粉砕、分級して粒径10〜15μmの黒色トナーを得
た。
Example 2 Styrene acrylic acid ester copolymer resin (manufactured by Priorite AC Gutdeyer) 70 parts by weight Styrene maleic acid copolymer resin (Alastair)
700 manufactured by Arakawa Chemical Co., Ltd.) 30 〃 Carbon black (#50 manufactured by Mitsubishi Chemical Co., Ltd.)
5. After premixing the above components, they were melt-kneaded in a roll mill, cooled, and then finely pulverized and classified in a jet pulverizer to obtain a black toner with a particle size of 10 to 15 μm.

このトナー6重量部を酸化鉄粉キヤリヤー100
重量部と混合撹拌して二成分現像剤を作製した。
ブローオフによりこの現像剤の帯電量を測定した
ところ−17μc/gであつた。
Add 6 parts by weight of this toner to 100 parts by weight of iron oxide powder carrier.
A two-component developer was prepared by mixing and stirring with parts by weight.
When the charge amount of this developer was measured by blow-off, it was -17 .mu.c/g.

この現像剤をSe感光体のPPC電子複写機に供
し、現像したところ地汚れのない鮮明な画像を得
ることができた。さらに60000枚の連続コピーを
おこなつたところ、初期画像をそのまま再現する
ものであつた。
When this developer was applied to a PPC electronic copying machine with an Se photoreceptor and developed, a clear image without background smudge could be obtained. After making a further 60,000 continuous copies, the initial images were reproduced exactly as they were.

実施例 3 磁性体MgOFe2O3(MAPICO T―20チタン工
業社製) 43重量部 ポリエチレンワツクス(ハイワツクス400P三
井石化製) 50重量部 スチレンマレイン酸共重合体樹脂(アラスター
700荒川化学社製) 2 〃 有機顔料(スミカプリントイエロー3A―O住
友化学社製) 5 〃 上記組成分をプレミツクスした後、溶融混練
し、冷却した後ジエツト粉砕機にて微粉砕、分級
して粒径10〜15μのアピア色の一成分トナーを得
た、酸化鉄粉と組合わせてこのトナーのブローオ
フ帯電量を測定したところ−17μc/gであつた。
このトナーを圧力定着方式であつて、Se感光体
からなるPPC電子複写機にセツトし50000枚の連
続コピーをおこなつたところ、常に安定したセピ
ア色の画像を得ることができた。
Example 3 Magnetic substance MgOFe 2 O 3 (MAPICO T-20 manufactured by Titanium Kogyo Co., Ltd.) 43 parts by weight Polyethylene wax (Hiwax 400P manufactured by Mitsui Sekika) 50 parts by weight Styrene maleic acid copolymer resin (Alastair)
700 manufactured by Arakawa Chemical Co., Ltd.) 2 〃 Organic pigment (Sumikaprint Yellow 3A-O manufactured by Sumitomo Chemical Co., Ltd.) 5 〃 After premixing the above components, melt-knead, cool, and then finely crush and classify with a jet pulverizer. A monocomponent toner with an apian color having a particle size of 10 to 15 .mu.m was obtained.The blow-off charge amount of this toner was measured in combination with iron oxide powder and found to be -17 .mu.c/g.
When this toner was installed in a PPC electronic copying machine that uses a pressure fixing method and has an Se photoreceptor and made 50,000 continuous copies, stable sepia-colored images could always be obtained.

Claims (1)

【特許請求の範囲】[Claims] 1 結着剤樹脂、着色剤及び負帯電性の電荷制御
剤としてスチレンマレイン酸共重合体樹脂を該結
着剤樹脂100重量部に対して0.1〜50重量部含有す
ることを特徴とする静電荷像現像用トナー。
1 Electrostatic charge characterized by containing a binder resin, a colorant, and a styrene maleic acid copolymer resin as a negatively chargeable charge control agent from 0.1 to 50 parts by weight per 100 parts by weight of the binder resin. Toner for image development.
JP58216039A 1983-11-18 1983-11-18 Toner for electrostatic charge image development Granted JPS60108861A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP58216039A JPS60108861A (en) 1983-11-18 1983-11-18 Toner for electrostatic charge image development

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP58216039A JPS60108861A (en) 1983-11-18 1983-11-18 Toner for electrostatic charge image development

Publications (2)

Publication Number Publication Date
JPS60108861A JPS60108861A (en) 1985-06-14
JPH0155451B2 true JPH0155451B2 (en) 1989-11-24

Family

ID=16682321

Family Applications (1)

Application Number Title Priority Date Filing Date
JP58216039A Granted JPS60108861A (en) 1983-11-18 1983-11-18 Toner for electrostatic charge image development

Country Status (1)

Country Link
JP (1) JPS60108861A (en)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0727278B2 (en) * 1986-05-30 1995-03-29 富士ゼロックス株式会社 Non-magnetic one-component developer composition
JPH0740143B2 (en) * 1986-05-30 1995-05-01 富士ゼロックス株式会社 Developer composition
KR100522483B1 (en) 2001-03-01 2005-10-18 캐논 가부시끼가이샤 Novel polyhydroxyalkanoate containing unit with phenylsulfanyl structure in the side chain, process for its production, charge control agent, toner binder and toner which contain novel polyhydroxyalkanoate, and image-forming method and image-forming apparatus which make use of the toner
US6777153B2 (en) 2001-03-27 2004-08-17 Canon Kabushiki Kaisha Polyhydroxyalkanoate containing unit with thienyl structure in the side chain, process for its production, charge control agent, toner binder and toner which contain this polyhydroxyalkanoate, and image-forming method and image-forming apparatus which make use of the toner
KR100461511B1 (en) 2001-04-27 2004-12-14 캐논 가부시끼가이샤 Novel polyhydroxyalkanoate, its production method, charge control agent containing the polyhydroxyalkanoate, toner binder and toner, and image forming method image forming apparatus using the toner
KR100528749B1 (en) 2001-04-27 2005-11-15 캐논 가부시끼가이샤 Novel polyhydroxyalkanoates having in its side chain phenylsulfinyl structure and/or phenyl sulfonyl structure and production process therefor, charge control agent, toner binder and toner containing same, and image forming method and image forming apparatus using the toner
JP2003012778A (en) * 2001-04-27 2003-01-15 Canon Inc Charge-controlling agent comprising new polyhydroxyalkanoate, binder resin and toner, and image-forming method using the same toner and image- forming device
KR100487555B1 (en) 2001-04-27 2005-05-06 캐논 가부시끼가이샤 Novel polyhydroxyalkanoate, producing method therefor, charge control agent containing such polyhydroxyalkanoate, toner contatining such charge control agent and image-forming method and image-forming apparatus utilizing such toner
JP4027297B2 (en) 2002-10-24 2007-12-26 キヤノン株式会社 NOVEL POLYHYDROXYALKANOATE AND METHOD FOR PRODUCING THE SAME; RESIN COMPOSITION CONTAINING THE SAME; NOVEL POLYHYDROXYALKANOATE-CONTAINING CHARGE CONTROL AGENT, ELECTROSTATIC IMAGE DEVELOPING TONER AND Binder Resin Composition

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS50842A (en) * 1973-04-28 1975-01-07
JPS54130029A (en) * 1978-03-30 1979-10-09 Canon Inc Electrostatic charge image toner
JPS5627156A (en) * 1979-08-10 1981-03-16 Canon Inc Developing powder
JPS56165151A (en) * 1980-05-01 1981-12-18 Canon Inc Toner composition for electrophotography

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS50842A (en) * 1973-04-28 1975-01-07
JPS54130029A (en) * 1978-03-30 1979-10-09 Canon Inc Electrostatic charge image toner
JPS5627156A (en) * 1979-08-10 1981-03-16 Canon Inc Developing powder
JPS56165151A (en) * 1980-05-01 1981-12-18 Canon Inc Toner composition for electrophotography

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