JPH02238463A - Electrostatic charge image developing toner - Google Patents

Electrostatic charge image developing toner

Info

Publication number
JPH02238463A
JPH02238463A JP1059890A JP5989089A JPH02238463A JP H02238463 A JPH02238463 A JP H02238463A JP 1059890 A JP1059890 A JP 1059890A JP 5989089 A JP5989089 A JP 5989089A JP H02238463 A JPH02238463 A JP H02238463A
Authority
JP
Japan
Prior art keywords
toner
image developing
developing toner
electrostatic charge
charge image
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
JP1059890A
Other languages
Japanese (ja)
Inventor
Hitoshi Ono
均 小野
Osamu Ando
修 安藤
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.)
Mitsubishi Kasei Corp
Original Assignee
Mitsubishi Kasei Corp
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 Mitsubishi Kasei Corp filed Critical Mitsubishi Kasei Corp
Priority to JP1059890A priority Critical patent/JPH02238463A/en
Publication of JPH02238463A publication Critical patent/JPH02238463A/en
Pending legal-status Critical Current

Links

Abstract

PURPOSE:To obtain an electrostatic charge image developing toner high in quality and not causing copy stains due to successive copying by incorporating a compound specified in structure in the toner. CONSTITUTION:The electrostatic charge image developing toner containing at least a resin and a colorant further contains at least the compound represented by formula I in which each of A<1> - A<4> is alkyl, aralkyl, or optionally substituted aryl, preferably, in an amount of 0.1 - 20pts.wt. to 100pts.wt. of the resin, thus permitting the obtained electrostatic charge image developing toner to be high in quality and not to cause copy stains due to successive copying.

Description

【発明の詳細な説明】 く産業上の利用分野〉 本発明は、電子複写機等で使用される静電荷像現像用ト
ナーに関するものである。
DETAILED DESCRIPTION OF THE INVENTION Field of Industrial Application The present invention relates to a toner for developing electrostatic images used in electronic copying machines and the like.

く従来の技術〉 電子複写機等で使用される現像剤は、その現像工程にお
いて、例えば静電荷像が形成されている感光体等の像担
持体K一旦付着せしめられ、次に転写工程において感光
体から転写紙に転写された後、定着工程においてコピー
紙面に定着される。その際、潜像保持面上に形成される
静電荷像を現像するための現像剤として、キャリアーと
トナーとから成る二成分系現像剤およびキャリアーを必
要としない一成分系現像剤(磁性トナー)が知られてい
る。
In the development process, the developer used in electronic copying machines, etc., is once attached to an image carrier K, such as a photoreceptor, on which an electrostatic image is formed, and then is exposed to light in the transfer process. After being transferred from the paper to the transfer paper, it is fixed to the copy paper surface in a fixing step. At that time, the developer for developing the electrostatic charge image formed on the latent image holding surface is a two-component developer consisting of a carrier and toner, and a one-component developer (magnetic toner) that does not require a carrier. It has been known.

そして、従来より現像剤に帯電性を付与するものとして
ニグロシン系染料、q級アンモニウム塩等の帯電制御剤
やキャリアのコーティング剤等が知られていた。
Charge control agents such as nigrosine dyes and q-class ammonium salts, carrier coating agents, and the like have been known as agents that impart chargeability to developers.

く発明が解決しようとする問題点〉 しかしながら、これら従来の帯電性付与剤は、帯電性付
与効果が必ずしも十分ではなく特に該効果が経時変化す
る為に連続複写によるコピー汚れが発生し、コピー品質
が低下するという問題点を有していた。
Problems to be Solved by the Invention> However, these conventional chargeability imparting agents do not necessarily have a sufficient chargeability imparting effect, and in particular, this effect changes over time, resulting in copy stains caused by continuous copying, which deteriorates copy quality. There was a problem in that the value decreased.

く問題点を解決するための手段〉 そこで、本発明者等は時間を経てもコピー汚れ等の発生
しにくい高品質の静電荷像現像用トナーを提供すべく鋭
意検討を行なった結果、特定の構造を有する化合物をト
ナー中に含有させることによシ、これらの問題点が解決
されることを見い出し、本発明K到達した。
Means for Solving the Problems> Therefore, the present inventors conducted intensive studies in order to provide a high-quality toner for developing electrostatic images that is less likely to cause stains on copies, etc. over time. It has been discovered that these problems can be solved by incorporating a compound having this structure into the toner, and the present invention K has been achieved.

すなわち,本発明の要旨は、少なくとも樹脂及び着色剤
を含有してなる静電荷像現像用トナーにおいて、下記一
般式(1)で表わされる化合物を7種以上含有すること
を特徴とする静電荷像現像用トナーに存する。
That is, the gist of the present invention is to provide an electrostatic image developing toner containing at least a resin and a colorant, which is characterized by containing seven or more types of compounds represented by the following general formula (1). Exists in developing toner.

A2     A4 〔式中LA’tA”kA3及びA4はそれぞれ独立にア
ルキル基、アラルキル基,又は置換もしくは未置換のア
リール基を表す。〕 以下、本発明を詳細に説明する。
A2 A4 [In the formula, LA'tA''kA3 and A4 each independently represent an alkyl group, an aralkyl group, or a substituted or unsubstituted aryl group.] The present invention will be described in detail below.

本発明の静電荷像現像用トナーは、下記一般式(1)で
表される化合物を1種以上含有することが特徴である。
The electrostatic image developing toner of the present invention is characterized in that it contains one or more compounds represented by the following general formula (1).

〔式中、AI , A! , A3及びA4はそれぞれ
独立にアルキル基、アラルキル基,又は置換もしくは未
置換の了りール基を表す。〕 上記一般式(1)において、AI , A! , A!
及びA4は各々独立Kメチル基、エチル基、プロビル基
、イソプpピル基、n−プチル基、インプチル基、te
rt−プチル基等のアルキル基;ペンジル糾のアラルキ
ル基;フェニル基、ナフチル基、アントリル基、フエナ
ントリル基、ピレニル基等のアリール基;又は、低級ア
ルキル置換フエニル基、ニトロ置換フェニル基、ハロゲ
ン置換フェニル基、アルコキシ置換フェニル基,置換ア
ミノ置換7エニル基、アルコキシ置換ナフチル基、置換
アミノ置換ナ7チル基、低級アルキル置換アントリル基
、低級アルキル置換フエナントリル基、低級アルキル置
換ピレニル基等の置換アリール基:を表す。
[In the formula, AI, A! , A3 and A4 each independently represent an alkyl group, an aralkyl group, or a substituted or unsubstituted aryol group. ] In the above general formula (1), AI, A! , A!
and A4 are each independently K methyl group, ethyl group, proyl group, isopropyl group, n-butyl group, inptyl group, te
Alkyl groups such as rt-butyl; aralkyl groups such as penzyl; aryl groups such as phenyl, naphthyl, anthryl, phenanthryl, pyrenyl; or lower alkyl-substituted phenyl, nitro-substituted phenyl, halogen-substituted phenyl Substituted aryl groups such as alkoxy-substituted phenyl group, substituted amino-substituted 7-enyl group, alkoxy-substituted naphthyl group, substituted amino-substituted na-7-enyl group, lower alkyl-substituted anthryl group, lower alkyl-substituted phenanthryl group, lower alkyl-substituted pyrenyl group: represents.

一般式<1)で表される化合物の中で、本発明の静電荷
像現像用トナーK含有せしめるのに好適なものの具体例
としては、下記の構造式で表される化合物を挙げること
ができるが、これらに限定されるものではない。
Among the compounds represented by the general formula <1), specific examples of compounds suitable for containing toner K for developing electrostatic images of the present invention include compounds represented by the following structural formula. However, it is not limited to these.

例示化合物 CHa CH. 一般式(I)で表される化合物は、その製造方法によら
ず、本発明に用いることができるが、以下にその具体的
製造方法の一例を説明する。
Exemplary compound CHa CH. Although the compound represented by general formula (I) can be used in the present invention regardless of its manufacturing method, one example of a specific manufacturing method will be described below.

一般式(I)で表される化合物は、一般には例えば、下
記一般式(II)及び(m) (式中、AI , A2は一般式(1)中と同意義)(
JL;Hs p1j−1F一ノ! (式中、A’ k A’は一般式(1)中と同意義)で
表されるNJV−ジ置換エチレンジアミン化合物トトリ
エトキシメタンとを混合し、isoO〜200″で加温
することによシ得られる。
The compound represented by general formula (I) is generally, for example, the following general formula (II) and (m) (wherein AI and A2 have the same meanings as in general formula (1)) (
JL;Hs p1j-1F Ichino! (In the formula, A' k A' has the same meaning as in general formula (1)). can get.

本発明に、使用し得る樹脂成分としては、静電荷像現像
用トナーに適した公知の種々のものが使用できる。例え
ば、スチレン系樹脂、スチレンアクリル系共重合樹脂、
ポリエステル系at脂、エボキシ系樹脂及びこれらの混
合樹脂、また、これらのアルキル側鎖に7ミノ基を有す
るもの等がある。
As the resin component that can be used in the present invention, various known resin components suitable for toners for developing electrostatic images can be used. For example, styrene resin, styrene acrylic copolymer resin,
There are polyester-based AT resins, epoxy-based resins, mixed resins thereof, and those having a 7-mino group in their alkyl side chains.

トナー中の一般式(1)で表される化合物の含有率は、
樹脂/00重量部に対してo.i−ao重量部が好まし
くより好ましくは/−/ 3重量部である。
The content of the compound represented by general formula (1) in the toner is:
o per 00 parts by weight of resin. i-ao parts by weight are preferred, and more preferably /-/3 parts by weight.

一般式(I)で表される化合物の含有率が、少なすぎる
と帯電性の向上効果が期待できずまた過剰であるとトナ
ーの品質が低下するので好ましくない。
If the content of the compound represented by the general formula (I) is too small, no improvement in charging property can be expected, and if it is excessive, the quality of the toner will deteriorate, which is not preferable.

本発明で用いる着色剤としては、従来から用いられてい
るものであれば特に制限されるものではなく、黒色トナ
ーを得るには、カーボンプラック等を使用する。また、
一般式CI)で表される化合物は通常白色なので、青、
赤、黄等のカラートナーに含有せしめてもよく、この場
合は相当する色の染顔料等からなる着色剤を用いるO 着色剤の含有率は、樹脂ioo重量部に対して3〜20
重量部とするのが好ましい。
The coloring agent used in the present invention is not particularly limited as long as it is conventionally used, and carbon plaque or the like is used to obtain a black toner. Also,
The compound represented by the general formula CI) is usually white, so blue,
It may be contained in color toners such as red and yellow. In this case, a colorant consisting of a dye or pigment of the corresponding color is used. The content of the colorant is 3 to 20 parts by weight based on the weight of the resin.
Preferably, it is expressed in parts by weight.

更に、本発明のトナーには、一般式(1)で表される化
合物とは別に、公知のものを含めて他の帯電制御剤、即
ち、例えば、ニグロシン系染LL  &級アンモニウム
塩、ポリアミン樹脂等を含有せしめてもよい。
Furthermore, in addition to the compound represented by the general formula (1), the toner of the present invention may contain other charge control agents including known ones, such as nigrosine dye LL & grade ammonium salt, polyamine resin. etc. may be included.

その他、本発明のトナー構成成分として、定着性や流動
性を向上させるため,低分子量オレフィン重合体や微粉
末シリカ等の添加剤を含有せしめてもよい。
In addition, additives such as a low molecular weight olefin polymer and finely powdered silica may be included as the toner components of the present invention in order to improve fixing properties and fluidity.

トナーの製造法としては,上記の各成分をニーダー等で
混練し冷却後、粉砕し分級すればよい。又,本発明のト
ナーは二成分系現像剤の他に、カプセル化トナーや重合
トナー及びマグネタイト含有トナー等のいわゆる一成分
系現像剤(磁性トナー〕にも適用することができる。
The toner can be produced by kneading the above-mentioned components in a kneader or the like, cooling them, and then crushing and classifying them. Furthermore, the toner of the present invention can be applied not only to two-component developers but also to so-called one-component developers (magnetic toners) such as encapsulated toners, polymerized toners, and magnetite-containing toners.

トナーの平均粒径は!−uOμmが好適である。本発明
のトナーと混合して現像剤を形成するキャリアーとして
は、特に制限はないがlO〜200μmの平均粒径を有
する鉄粉が好ましい。なお、鉄粉の粒径には特に制限は
ない。この場合、連続使用時の耐久性向上の目的でフッ
素系樹脂等をコーティングしたいわゆるコーティングキ
ャリアーも使用することができる。又、フエライト系、
マグネタイト系の鉄粉も筺用することができる。これら
キャリアーは、トナー7重量部に対して、s−ioo重
量部使用することが好ましい。
What is the average particle size of toner? -uOμm is suitable. The carrier to be mixed with the toner of the present invention to form a developer is not particularly limited, but iron powder having an average particle size of 10 to 200 μm is preferable. Note that there is no particular restriction on the particle size of the iron powder. In this case, a so-called coated carrier coated with a fluororesin or the like can also be used for the purpose of improving durability during continuous use. Also, ferrite type,
Magnetite-based iron powder can also be used for the housing. These carriers are preferably used in an amount of s-ioo parts by weight per 7 parts by weight of the toner.

く実施例〉 以下、実施例によシ本発明を更に詳細に説明するが本発
明はその要旨を超えない限シ以下の実施例によシなんら
制限されるものではない。
EXAMPLES The present invention will now be described in more detail with reference to Examples, but the present invention is not limited to the following Examples as long as the gist of the invention is not exceeded.

なお、下記実施例中単に「部」とあるのはいずれも「重
量部」を意味するものとする。
In addition, in the following examples, the term "parts" simply means "parts by weight."

実施例一ノ スチレン系樹脂(三洋化成社製 商品名SBM−/,0
0)/0θ部 カーボンプラック(三菱化成■製 #1りlθ部例示化
合物(3)            3部上記の材料を
配合混練し、粉砕分級して平均粒子径//μmの黒色ト
ナーを得た。
Example 1 Nostyrene resin (manufactured by Sanyo Chemical Co., Ltd., trade name SBM-/,0
0) / 0 θ part Carbon plaque (manufactured by Mitsubishi Kasei ■ #1 1 θ part Exemplary Compound (3) 3 parts The above materials were blended and kneaded, and the mixture was pulverized and classified to obtain a black toner having an average particle diameter of // μm.

このトナー5部と平均粒径約/00μmのフッ素系樹脂
コーティングキャリアー/00部とを混合、攪拌して現
像剤を作製した。次いでこの現像剤を有機光導電体を感
光体とする複写機で実写したところ、白地部の地汚れ、
いわゆるカプリの少ない鮮明なコピーが得られた。
A developer was prepared by mixing and stirring 5 parts of this toner and 00 parts of a fluororesin-coated carrier having an average particle diameter of about 00 μm. Next, when this developer was actually copied using a copying machine using an organic photoconductor as a photoconductor, it was found that the white background was smudged,
A clear copy with little so-called capri was obtained.

実施例一コ 帯電制御剤として、例示化合物(3)3部のかわシに例
示化合物(5)をg部使用する以外は実施例−/と全く
同様にしたところ、実施例一ノと同様に良好なコピーが
得られた。
Example 1 The same procedure as in Example 1 was carried out except that g parts of Exemplified Compound (5) was used as a charge control agent in place of 3 parts of Exemplified Compound (3). A good copy was obtained.

mニム 帯電制御剤として例示化合物(3)3部のかわりに例示
化合物θIをS部丈用する以外は実施例−7と全く同様
にしたところ、実施例−lと同様に良好なコピーか得ら
れた。
Example 7 was repeated except that exemplified compound θI was used in place of 3 parts of exemplified compound (3) as the m-nim charge control agent, and good copies were obtained as in Example 1. It was done.

31l二止 帯電制御剤として例示化合物(3)3部のかわりに例示
化合物Ql−λ部使用する以外は、実施例−/と全く同
様にしたところ、実施例−lと同様に良好なコピーが得
られた。
31L Two parts of Exemplified Compound (Ql-λ) were used instead of 3 parts of Exemplified Compound (3) as a static charge control agent.The same procedure as in Example-/ was carried out, and good copies were obtained as in Example-l. Obtained.

太1■二l 帯電制御剤として、例示化合物(3》3部のかわ夛に例
示化合物α4)をコ部筐用する以外は、実施例一lと全
く同様にしたところ、実施例一ノと同様に良好なコピー
か得られた。
Thickness 1■2l The same procedure as in Example 1l was carried out except that the exemplified compound (3》3 parts of hydroxide and exemplified compound α4) was used as a charge control agent. I got a good copy as well.

実施例−6 帯電制御剤として例示化合物(3)3部のかわシに例示
化合物anを3部使用する以外は、実施例一lと全く同
様にしたところ、実施例一lと同様に良好なコピーが得
られた。
Example 6 The same procedure as in Example 1l was carried out except that 3 parts of exemplified compound an was used in place of 3 parts of exemplified compound (3) as a charge control agent. As in Example 1l, good results were obtained. A copy was obtained.

実施例一ク 帯電制御剤として、例示化合物(3)3部のかわシに例
示化合物(力をg部使用する以外は、実施例−lと全く
同様にしたところ、実施例一7と同様に良好なコピーが
得られた。
Example 1 As a charge control agent, the same procedure as in Example 1 was carried out except that 3 parts of the exemplified compound (3) and g parts of the exemplified compound (g parts) were used. A good copy was obtained.

m二△ 材料として例示化合物(3)を用いなかった以外は実施
例一lと全く同様にして現像剤を製造し実写に供した所
、カブリの多いコピー品質の悪いコピーが得られた。
m2Δ When a developer was prepared in exactly the same manner as in Example 11 except that Exemplified Compound (3) was not used as a material and used for actual copying, a copy with a lot of fog and poor copy quality was obtained.

く発明の効果〉 本発明の静電荷像現像用トナーは、連続複写によるコピ
ー汚れ等の発生しない高品質の静電荷像現像用トナーで
ある。
Effects of the Invention The toner for developing electrostatic images of the present invention is a high-quality toner for developing electrostatic images that does not cause copy stains or the like due to continuous copying.

出 願 人  三菱化成株式会社 代 理 人  弁理士 長谷川 (ほか/名)Sender: Mitsubishi Kasei Corporation Representative Patent Attorney Hasegawa (other/name)

Claims (1)

【特許請求の範囲】[Claims] (1)少なくとも樹脂及び着色剤を含有してなる静電荷
像現像用トナーにおいて、下記一般式( I )で表され
る化合物を1種以上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、A^1、A^2、A^3及びA^4はそれぞれ
独立にアルキル基、アラルキル基、又は置換もしくは未
置換のアリール基を表す。〕
(1) An electrostatic image developing toner comprising at least a resin and a colorant, which is characterized by containing one or more compounds represented by the following general formula (I). ▲There are mathematical formulas, chemical formulas, tables, etc.▼・・・・・・・・・(
I) [In the formula, A^1, A^2, A^3 and A^4 each independently represent an alkyl group, an aralkyl group, or a substituted or unsubstituted aryl group. ]
JP1059890A 1989-03-13 1989-03-13 Electrostatic charge image developing toner Pending JPH02238463A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP1059890A JPH02238463A (en) 1989-03-13 1989-03-13 Electrostatic charge image developing toner

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP1059890A JPH02238463A (en) 1989-03-13 1989-03-13 Electrostatic charge image developing toner

Publications (1)

Publication Number Publication Date
JPH02238463A true JPH02238463A (en) 1990-09-20

Family

ID=13126166

Family Applications (1)

Application Number Title Priority Date Filing Date
JP1059890A Pending JPH02238463A (en) 1989-03-13 1989-03-13 Electrostatic charge image developing toner

Country Status (1)

Country Link
JP (1) JPH02238463A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2015115330A (en) * 2013-12-06 2015-06-22 キヤノン株式会社 Organic light-emitting element and display device
JP2015115331A (en) * 2013-12-06 2015-06-22 キヤノン株式会社 Organic light-emitting element and display device
CN107001285A (en) * 2014-11-27 2017-08-01 佳能株式会社 There is 2,2 ' biphenyl of condensed ring simultaneously [d] imidazolylidene compound and each organic illuminating element containing the compound, display device, image information processing device, lighting apparatus, image processing system and exposing unit in 1,1 ', 3 and 3 ' positions

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2015115330A (en) * 2013-12-06 2015-06-22 キヤノン株式会社 Organic light-emitting element and display device
JP2015115331A (en) * 2013-12-06 2015-06-22 キヤノン株式会社 Organic light-emitting element and display device
CN107001285A (en) * 2014-11-27 2017-08-01 佳能株式会社 There is 2,2 ' biphenyl of condensed ring simultaneously [d] imidazolylidene compound and each organic illuminating element containing the compound, display device, image information processing device, lighting apparatus, image processing system and exposing unit in 1,1 ', 3 and 3 ' positions
EP3224249A4 (en) * 2014-11-27 2018-07-18 Canon Kabushiki Kaisha 2,2'-bibenzo[d]imidazolidene compound having condensed rings at the 1-, 1'-, 3- and 3'-positions, and organic light-emitting element, display device, image information processing apparatus, lighting device, image forming apparatus and exposure unit, each containing the same
US10403827B2 (en) 2014-11-27 2019-09-03 Canon Kabushiki Kaisha 2,2′-bibenzo[D]imidazolidene compound having condensed rings at the 1-, 1′-, 3- and 3′-positions, and organic light-emitting element, display device, image information processing apparatus, lighting device, image forming apparatus and exposure unit, each containing the same

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