JPS5915256A - Dry type electrophotographic positive chargeable toner - Google Patents

Dry type electrophotographic positive chargeable toner

Info

Publication number
JPS5915256A
JPS5915256A JP57124332A JP12433282A JPS5915256A JP S5915256 A JPS5915256 A JP S5915256A JP 57124332 A JP57124332 A JP 57124332A JP 12433282 A JP12433282 A JP 12433282A JP S5915256 A JPS5915256 A JP S5915256A
Authority
JP
Japan
Prior art keywords
group
toner
resin
compd
represented
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
JP57124332A
Other languages
Japanese (ja)
Inventor
Masami Tomita
正実 富田
Tetsuo Isoda
磯田 哲夫
Yasuo Asahina
安雄 朝比奈
Nobuhiro Nakayama
中山 信広
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.)
Ricoh Co Ltd
Original Assignee
Ricoh 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 Ricoh Co Ltd filed Critical Ricoh Co Ltd
Priority to JP57124332A priority Critical patent/JPS5915256A/en
Publication of JPS5915256A publication Critical patent/JPS5915256A/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

Abstract

PURPOSE:To enhance image quality, by using a specified compd. superior in polarity control action for a dry type electrophotographic toner contg. a resin as a main component. CONSTITUTION:The toner contains a small amt. of compd. strong in polarity control action represented by one of formulae I -III in which R, R<1> are each H, lower alkyl, or the like; R<2>, R<3> are each aryl, arylalkenyl, or the like represented by formula 1-3; R<4> is H, lower dialkylamino, or the like; n is an integer of 0-3; and m is an integer of 1-4. A preferable amt. of this compd. to be added is >=0.1wt% of the toner resin component. The toner of this invention is formed by mixing the resin with said compd. represented by the formulae, when needed, further together with colorant, modifier, etc., kneading them at a temp. not below the m.p. of the resin, and pulverizing them into a desired particle size.

Description

【発明の詳細な説明】 本発明は、乾式電子写真において用いられる現像剤用正
荷電トナーに関し、特には、極性制御作用の優れた化合
物を用いることによって画像品質を向上した正帯電トナ
ーに関する。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a positively charged toner for a developer used in dry electrophotography, and more particularly to a positively charged toner that improves image quality by using a compound with an excellent polarity control effect.

電子写真において現像剤を長時間使用するとトナー粒子
と、キャリア粒子の衝突、更にはこれら現像剤粒子の感
光体表面への衝突によって相互に劣化を生じ画像濃度が
変化したり、カノリ現象が生じ、画像品質を損ねる。又
、トナーは,使用時間と共に静電潜像を有する感光体表
面への付着量を増し、画像濃度を増大すると共に背景の
濃度をも増し、画像と背景のコントラストを低下する。
When a developer is used for a long time in electrophotography, collisions between toner particles and carrier particles, and furthermore, collisions between these developer particles and the surface of the photoreceptor, cause mutual deterioration, resulting in changes in image density and the occurrence of a cannonball phenomenon. Detracts from image quality. Further, as the toner is used, the amount of toner adhering to the surface of the photoreceptor having the electrostatic latent image increases, increasing the image density and also increasing the background density, reducing the contrast between the image and the background.

又、正荷電トナーおいては、極性制御作用の強い樹脂、
着色剤が用いられているが、例えば、ある種の官能基を
導入した樹脂の場合には、熱定着時にての官能基に起因
して不快臭が発生したり、高湿下では、極性制御作用が
低下し所期の効果が得られなくなる。又、着色剤の場合
には、多量に用いないと、充分な極性制御作用が得られ
ないばかりでなく、該着色剤を用いることによってトナ
ー樹脂が狭い範囲に限定されるなどの欠点があった。
In addition, for positively charged toner, resins with strong polarity control effects,
Coloring agents are used, but for example, in the case of resins with certain functional groups introduced, unpleasant odors may occur due to the functional groups during heat fixing, and polarity control may occur under high humidity. The effect decreases and the desired effect cannot be obtained. Furthermore, in the case of colorants, there are drawbacks such as not only insufficient polarity control action being obtained unless a large amount is used, but also the use of the colorant restricts the toner resin to a narrow range. .

本発明の目的は、前記従来の欠点を解決することにあり
、特に、下記一般式(I)、(■)、及び(■)の何れ
かで示される極性制御効果の強い化合物をトナー中に少
量含有せしめることによって、画質の優れた鮮明画像を
安定して提供し得る乾式電子写真用正荷電トナーを提供
するものである。
An object of the present invention is to solve the above-mentioned conventional drawbacks, and in particular, a compound having a strong polarity control effect represented by any of the following general formulas (I), (■), and (■) is added to a toner. The object of the present invention is to provide a positively charged toner for dry electrophotography that can stably provide clear images with excellent image quality by containing a small amount of the toner.

R:水素、低級アルキル低級アルコキシ基及びハロゲン
からなる群から選択された基。
R: a group selected from the group consisting of hydrogen, lower alkyl, lower alkoxy, and halogen.

R1:水素、低級アルキル基、低級アルコキン基及ひハ
ロゲンからなる群から選択された基。
R1: a group selected from the group consisting of hydrogen, a lower alkyl group, a lower alkokene group, and a halogen.

R2、R3:下記一般式(1)〜(3)で表わされるア
リール基、アリールアルケニル基、置換アリール基及び
、置換アリールアルケニル基より選択された置換分と結
合されたアゾ基、イミノ基及ひアルケニル基よりなる群
から選択された同一又は異なる基。
R2, R3: Azo group, imino group or The same or different groups selected from the group consisting of alkenyl groups.

(式中、R4は、水素、低級ジアルキルアミノ基、ニト
ロ基、低級アルコキシモルフォリノ基、ピペリノジノ基
、ハロゲン基及びジュロリジノ基よりなる群から選択さ
れた基であって、nは0〜3の整数、mは1〜4の整数
である。) 本発明トナーについてより詳細に説明すると、前記一般
式で示される化合物は、強い極性制御作用を有する着色
剤であって、少量でも諸特性を害することなく十分な極
性制御効果を秦するだけではなく、定着時に不快臭を発
生したり、温湿変化等の環境変化によってぞの効果を損
ねるようなことがない。該化合物の使用量としてトナー
樹脂成分に対して0.1重量%以上、好ましくは0.3
重量%以上である。
(In the formula, R4 is a group selected from the group consisting of hydrogen, a lower dialkylamino group, a nitro group, a lower alkoxymorpholino group, a piperidino group, a halogen group, and a julolidino group, and n is an integer of 0 to 3. , m is an integer of 1 to 4.) To explain the toner of the present invention in more detail, the compound represented by the above general formula is a coloring agent that has a strong polarity control effect, and even a small amount may impair various properties. Not only does it have a sufficient polarity control effect, but it also does not generate unpleasant odors during fixing or impair its effects due to environmental changes such as changes in temperature and humidity. The amount of the compound used is 0.1% by weight or more, preferably 0.3% by weight based on the toner resin component.
% by weight or more.

前記化合物と共に用いられる樹脂としては、従来の極性
制御剤の如く狭い範囲に限定されるようなことがなく、
通常の乾式電子写真用トナーにおいて用いられる樹脂が
いずれも使用可能である。これら樹脂は接着性、保存性
、流動性、粉砕性等の通常1トナーに要求される特性を
考慮して適宜選択される。貝体例としては、エポキシ樹
脂、フェノール樹脂、アクリル系樹脂、スチレン樹脂、
スチレン−ブタジエン樹脂。アルキッド樹脂、サックス
、ロジン、繊維素樹脂、アセタール樹脂、ビニリデン樹
脂、マレイン酸樹脂などが挙げられる。
The resin used together with the above compound is not limited to a narrow range like conventional polarity control agents, and
Any resin used in ordinary dry electrophotographic toners can be used. These resins are appropriately selected in consideration of the characteristics usually required for a toner, such as adhesiveness, preservability, fluidity, and pulverizability. Examples of shells include epoxy resin, phenol resin, acrylic resin, styrene resin,
Styrene-butadiene resin. Examples include alkyd resin, sax, rosin, cellulose resin, acetal resin, vinylidene resin, and maleic acid resin.

前記成分を用いて本発明トナーを製造するには、従来法
に従って樹脂、及び前記一般式で示される化合物、更に
は必要に応じて従来より公知の着色剤、改質剤等を添加
して、樹脂の溶融点以上の温度で混練し、これを所望の
粒度に粉砕する。
In order to produce the toner of the present invention using the above components, a resin and a compound represented by the above general formula are added according to conventional methods, and if necessary, conventionally known colorants, modifiers, etc. are added. The mixture is kneaded at a temperature higher than the melting point of the resin, and then ground to a desired particle size.

以下本発明を実施例を挙げて説明する。The present invention will be explained below with reference to Examples.

実施例1 ポリスチレン(ピコラスチック D−125エッソスタ
ンダード石油社製)100重量部カーボンブラック  
      15重量部より成るトナー組成をロールミ
ルで溶融混練後、冷却してジェット・ミルで粉砕、分級
し(粒径5〜25μのトナー粒子を得た。
Example 1 Polystyrene (Picolastic D-125 manufactured by Esso Standard Oil Co., Ltd.) 100 parts by weight carbon black
A toner composition consisting of 15 parts by weight was melt-kneaded in a roll mill, cooled, pulverized in a jet mill, and classified (to obtain toner particles with a particle size of 5 to 25 μm).

このようにして得られたトナー3.5重量部と、150
〜250メッシュダウンの鉄粉キャリア96.5重量部
混合してトナーを正極性に荷電し、通常の方法で感光体
上の静電潜像を現像したところ、鮮明な画像が得られた
3.5 parts by weight of the toner thus obtained and 150 parts by weight
When 96.5 parts by weight of an iron powder carrier of ~250 mesh down was mixed to positively charge the toner and the electrostatic latent image on the photoreceptor was developed in a conventional manner, a clear image was obtained.

実施例2〜3 実施例1においてトナーを下記組成とする他は同様にし
て正荷電トナーを得、感光体上の静電潜像を現像したと
ころ、何れの実施例1同様の満足の行く結果か得られた
Examples 2 to 3 Positively charged toner was obtained in the same manner as in Example 1 except that the toner had the following composition, and the electrostatic latent image on the photoreceptor was developed, and satisfactory results similar to those of Example 1 were obtained. or obtained.

実施例2: スチレン−アクリノレ酸共重合体(ハイマーSBM−7
3 三洋化成社製)100重量部カーボンブラック  
      10重量部実施例3: ボリスヂレン(ピコラスチック)D−125エッソスタ
ンダード石油社製)70重量部エポキシ樹脂(エビコー
ト 1004 シェル化学社製) 30重量部 カーボンブラック         7重量部以上の結
果から明らかなように本発明トナーにより得られた画像
は鮮明性に極めて優れたものであった。又、得られた画
像の定着は従来の極性制御剤の如く不快臭を発生するこ
とがないだけではなく、長時間の複写においても安定し
た品質の鮮明画像を提供し得る。
Example 2: Styrene-acrylinoleic acid copolymer (Himer SBM-7
3 Sanyo Chemical Co., Ltd.) 100 parts by weight carbon black
10 parts by weight Example 3: Borisdylene (Picolastic) D-125 manufactured by Esso Standard Oil Co., Ltd.) 70 parts by weight Epoxy resin (Ebicoat 1004 manufactured by Shell Chemical Co., Ltd.) 30 parts by weight Carbon black 7 parts by weight or more As is clear from the results Images obtained using the toner of the present invention had extremely excellent clarity. In addition, the resulting image is not only fixed without producing an unpleasant odor unlike conventional polarity control agents, but also provides clear images with stable quality even during long-term copying.

実施例4 スチレン−アクリル酸共重合体(ハイマーSBM600
、三洋化成社製)100重量部カーボンブラック   
     13重量部より成る組成物を実施例1と同様
に処理し、乾式トナーとして同様に現像したところ、鮮
明な画像が得られた。
Example 4 Styrene-acrylic acid copolymer (Himer SBM600
, manufactured by Sanyo Chemical Co., Ltd.) 100 parts by weight carbon black
A composition consisting of 13 parts by weight was processed in the same manner as in Example 1 and developed as a dry toner, resulting in a clear image.

実施例5 ポリスチレン(ピコラスチック )125)100重量
部 カーボンブラック        10重量部より成る
組成物を実施例1と同様に処理し、乾式トナーとして同
様に現像したところ、鮮明な画像か得られた。
Example 5 A composition consisting of 100 parts by weight of polystyrene (Picolastic) 125) and 10 parts by weight of carbon black was treated in the same manner as in Example 1 and developed in the same manner as a dry toner, resulting in a clear image.

Claims (1)

【特許請求の範囲】 樹脂を主成分とする乾式電子写真用トナーにおいて、下
記一般式(■)、(■)及び(■)の何れかで示される
化合物を少なくとも1種含有せしめたことを特徴とする
乾式電子写真用正荷電トナー。 R:水素、低級アルキル基、低級アルコキシ基及びハロ
ゲンからなる群から選択された基。 R1:水素、低級アルキル基、低級アルコキシ基及びハ
ロゲンからなる群から選択された基。 R2、R3:ト記一般式(1)〜(3)で表わされるア
リール基、アリールアルケニル基、置換アリール基及び
、置換アリールアルケニル基より選択された置換分と結
合されたアゾ基、イミノ基及びアルケニル基よりなる群
から選択されlζ同一又は異なる基。 (式中、R4は、水素、低級ジアルキルアミノノ基、ニ
トロ基、低級アルコキシモルフォリノ基、ピペリノジノ
基、ハロゲン基及びジュロリジノ基よりなる群から選択
された基であって、nは0〜3の整数、mは1〜4の整
数である。)
[Scope of Claims] A toner for dry electrophotography whose main component is a resin, characterized by containing at least one compound represented by any one of the following general formulas (■), (■), and (■). Positively charged toner for dry electrophotography. R: a group selected from the group consisting of hydrogen, a lower alkyl group, a lower alkoxy group, and a halogen. R1: a group selected from the group consisting of hydrogen, a lower alkyl group, a lower alkoxy group, and a halogen. R2, R3: an azo group, an imino group, and a substituent selected from aryl groups, arylalkenyl groups, substituted aryl groups, and substituted arylalkenyl groups represented by general formulas (1) to (3); lζ same or different groups selected from the group consisting of alkenyl groups; (In the formula, R4 is a group selected from the group consisting of hydrogen, lower dialkylamino group, nitro group, lower alkoxymorpholino group, piperinodino group, halogen group, and julolidino group, and n is 0 to 3. (Integer, m is an integer from 1 to 4.)
JP57124332A 1982-07-19 1982-07-19 Dry type electrophotographic positive chargeable toner Pending JPS5915256A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP57124332A JPS5915256A (en) 1982-07-19 1982-07-19 Dry type electrophotographic positive chargeable toner

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP57124332A JPS5915256A (en) 1982-07-19 1982-07-19 Dry type electrophotographic positive chargeable toner

Publications (1)

Publication Number Publication Date
JPS5915256A true JPS5915256A (en) 1984-01-26

Family

ID=14882714

Family Applications (1)

Application Number Title Priority Date Filing Date
JP57124332A Pending JPS5915256A (en) 1982-07-19 1982-07-19 Dry type electrophotographic positive chargeable toner

Country Status (1)

Country Link
JP (1) JPS5915256A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2012016925A3 (en) * 2010-08-05 2012-10-11 Basf Se Semiconductor materials prepared from bridged bithiazole copolymers
WO2024042961A1 (en) * 2022-08-26 2024-02-29 住友化学株式会社 Compound, composition, film, laminate, and display device

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2012016925A3 (en) * 2010-08-05 2012-10-11 Basf Se Semiconductor materials prepared from bridged bithiazole copolymers
JP2013538257A (en) * 2010-08-05 2013-10-10 ビーエーエスエフ ソシエタス・ヨーロピア Semiconductor materials made from crosslinked bithiazole copolymers
US9570688B2 (en) 2010-08-05 2017-02-14 Basf Se Semiconductor materials prepared from bridged bithiazole copolymers
WO2024042961A1 (en) * 2022-08-26 2024-02-29 住友化学株式会社 Compound, composition, film, laminate, and display device

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