JPS6093455A - Developer for electrophotography - Google Patents

Developer for electrophotography

Info

Publication number
JPS6093455A
JPS6093455A JP58201048A JP20104883A JPS6093455A JP S6093455 A JPS6093455 A JP S6093455A JP 58201048 A JP58201048 A JP 58201048A JP 20104883 A JP20104883 A JP 20104883A JP S6093455 A JPS6093455 A JP S6093455A
Authority
JP
Japan
Prior art keywords
fluorine
fine particles
silane coupling
coupling agent
toner
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
JP58201048A
Other languages
Japanese (ja)
Inventor
Tsutomu Kubo
勉 久保
Kazuo Terao
寺尾　和男
Masatsugu Kajimoto
梶本　昌嗣
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.)
Fujifilm Business Innovation Corp
Original Assignee
Fuji Xerox 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 Fuji Xerox Co Ltd filed Critical Fuji Xerox Co Ltd
Priority to JP58201048A priority Critical patent/JPS6093455A/en
Publication of JPS6093455A publication Critical patent/JPS6093455A/en
Pending legal-status Critical Current

Links

Classifications

    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G9/00—Developers
    • G03G9/08—Developers with toner particles
    • G03G9/097—Plasticisers; Charge controlling agents
    • G03G9/09708—Inorganic compounds
    • G03G9/09716—Inorganic compounds treated with organic compounds

Landscapes

  • Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Developing Agents For Electrophotography (AREA)

Abstract

PURPOSE:To improve an electrifying characteristic and resistance to environment and to enable development to a good image by adding fine particles treated with a fluorine substd. silane coupling agent to toner. CONSTITUTION:Fine particles for addition are put into a fluidized bed granulator and a fluorine-substd. silane coupling agent is dissolved in toluene and xylene for example, and is sprayed to fine particles for addition. The sprayed particles are treated by heating. The treated fine particles for addition are added to a toner by using a mixer. The developer is electrified more strongly negatively by the fluorine of the fluorine-substd. silane coupling agent. The appearance of a photographic fog in the image is obviated and the life is extended. The developer is made less dependent on environment. Colloidal silicon dioxide has high electric resistance and is particularly outstanding as the fine particles for addition. The fluorine-substd. silane coupling agent is formed by substituting the hydrogen atom of the alkyl group with fluorine atom and includes, for exampler, n- C6F17CH2CH2Si(OCH3)3, C7F15COOCH2CH2Si(OCH3)3, C9F19SCH2CH2Si(OCH3)3.

Description

【発明の詳細な説明】 産業上の利用分野 本発明は、電子写真装置における静電潜像を現像するた
めの現像剤に関するものである〇従来技術 従来、電子写真用現像剤として、トナーに疎水性の微粒
子を添加したものや、ポリテトラフルオロエチレンを添
加したものが多く用いられている（例えば、特公昭５４
−１６２１９号、特公昭５４−６５４号等参照）。この
理由は、トナーの流動性を高め、ホッパーやフィーダ内
でのトナーの凝集を防ぐことや、クリーニング性を良好
にするためである。DETAILED DESCRIPTION OF THE INVENTION Field of Industrial Application The present invention relates to a developer for developing an electrostatic latent image in an electrophotographic device.〇Prior Art Conventionally, as a developer for electrophotography, a hydrophobic toner was used as a developer for electrophotography. Many products are used in which polyester fine particles are added or polytetrafluoroethylene is added (for example, Japanese Patent Publication No. 54
-16219, Special Publication No. 54-654, etc.) The reason for this is to improve the fluidity of the toner, prevent toner from aggregating in the hopper or feeder, and improve cleaning performance.

しかし、トナーの流動性を高めるための微粒子として疎
水性の二酸化硅素を添加した場合には、帯電の環境依存
性が大きいためその添加針は０．１〜０．５重量％が良
好な範囲となるが、これではトナーの流動性を大巾に改
善することはできない。However, when hydrophobic silicon dioxide is added as fine particles to improve the fluidity of the toner, charging is highly dependent on the environment, so the addition needle is preferably in the range of 0.1 to 0.5% by weight. However, this method cannot significantly improve the fluidity of the toner.

一方、トナー中にポリテトラフルオロエチレンを添加し
た場合には、キャリアにこのポリテトラフルオロエチレ
ンが固着し、トナー帯電が複写枚数の増加に伴なって小
さくなり、画像にカプリを生じ、トナーのライフが短か
くなるという問題を生じていた。On the other hand, when polytetrafluoroethylene is added to the toner, the polytetrafluoroethylene sticks to the carrier, and the toner charge decreases as the number of copies increases, causing capri on the image and shortening the toner's lifespan. This caused the problem that the length became shorter.

・発明の目的 従って、本発明の目的は、前記従来技術の欠点に鑑み、
キャリアに固着することなくトナーの流動性金高めるこ
とができると共に、トナー帯電量を上げることのできる
添加用微粒子を開発し、帯電性、耐環境性に優れ、寿命
が長く、良好な画像に現像できる電子写真用現像剤を提
供することにある。・Object of the invention Therefore, the object of the present invention is to solve the above-mentioned drawbacks of the prior art.
We have developed additive particles that can increase the toner's fluidity without sticking to the carrier and increase the amount of toner charge, resulting in excellent charging performance, environmental resistance, long life, and good image development. The purpose of the present invention is to provide an electrophotographic developer that can be used for electrophotography.

発明の構成 本発明に係る電子写真用現像剤は、前記目的を達成する
ため、フッ素置換シランカップリング剤により処理した
微粒子をトナーに添加したものである。Structure of the Invention In order to achieve the above-mentioned object, the electrophotographic developer according to the present invention is one in which fine particles treated with a fluorine-substituted silane coupling agent are added to a toner.

発明の態様 以下、本発明の態様について詳細に説明する。Aspects of the invention Hereinafter, aspects of the present invention will be explained in detail.

まず、本発明に従ってフッ素置換シランカップリング剤
によシ処理される′微粒子としては、二酸化硅素、アル
ミナ、二酸化チタン、滑石、ＣａＣ０，、ＭｇＣ０，、
ＭｇＳＯ４，Ｆｅ、０．、１ｇ３０．　、　ＺｎＯ等の
金属酸化物が挙げられる。なかでも、二酸化硅素は、電
気抵抗が高く、添加用の微粒子としては特に優れている
。First, the fine particles treated with the fluorine-substituted silane coupling agent according to the present invention include silicon dioxide, alumina, titanium dioxide, talc, CaC0, MgC0,
MgSO4, Fe, 0. , 1g30. , ZnO and other metal oxides. Among them, silicon dioxide has a high electrical resistance and is particularly excellent as a fine particle for addition.

フッ素置換シランカップリング剤としては、アルキル基
の水素原子をフッ素原子で置換したものであり、以下の
ようなものがある。例えば、ルーｑ〜偶ｃｔ４ｓｉｔ、
、ｏｒ４＞、　。Examples of fluorine-substituted silane coupling agents include those in which the hydrogen atom of an alkyl group is replaced with a fluorine atom, and include the following. For example, ru q ~ even ct4sit,
, or4>, .

ルーＣ２九ＣＨ２ＣＭ、Ｓｉ　（ＯＣＲ，）、　。Lou C29 CH2CM, Si (OCR,).

Ｃ２Ｆ、、　Ｃ０ＩＶＨＣ１ｌ、　ＣＩＩ、　５ｉ（Ｏ
Ｃ，＃ｓ）ｓ　。C2F,, C0IVHC1l, CII, 5i(O
C, #s)s.

Ｃ，Ｆ、、　５０．　ＮＢ　Ｃ１ｉ、　ＣＪＩ、　ＣＭ
ｔＳｉ（ＯＣ，＃、）、　。C, F,, 50. NB C1i, CJI, CM
tSi(OC,#,), .

Ｃ７Ｆ、、　ＣＯＯＣ１１ＩＣ１ｌ、　Ｓｉ　（□　Ｃ
Ｂ、）、　。C7F,, COOC11IC1l, Si (□ C
B, ), .

らＦ、。Ｓ　ＣＨ，ＣＩＩ、　Ｓｉ　（ＯＣ烏）、など
がある。et F. There are S CH, CII, Si (OC crow), etc.

上記７ツ素置換シラ′ンカツプリング剤を用いての添加
用微粒子への処理は、以下のようにして行なわれる。The treatment of the fine particles for addition using the 7-substituted silane coupling agent is carried out as follows.

例えば、前記した添加用微粒子を流動床造粒装置の中に
入れ、所望の溶媒、例えばトルエンやキシレンに前記フ
ッ素置換シランカップリング剤を溶かし、これを上記装
置中の添加用微粒子にスプレーし、加熱して処理したり
、あるいは、−真空に脱気した容器の中に前記添加用微
粒子を入れ、加熱、脱気し、これに蒸気状にしたフッ素
置換シランカップリング剤を加え、催拌しながら加熱を
行ない、処理することができる。For example, the above-described fine particles for addition are placed in a fluidized bed granulation device, the fluorinated silane coupling agent is dissolved in a desired solvent such as toluene or xylene, and this is sprayed onto the fine particles for addition in the device; The fine particles for addition are placed in a vacuum degassed container, heated and degassed, and the vaporized fluorine-substituted silane coupling agent is added thereto and stirred. can be heated and processed while

以上のようにフッ素置換シランカップリング剤で処理さ
れた添加用微粒子を、所望の混合機を用いてトナーに添
加し、本発明の現像剤が調製される。The additive fine particles treated with the fluorine-substituted silane coupling agent as described above are added to the toner using a desired mixer to prepare the developer of the present invention.

発明の効果 以上のように、本発明に係る現像剤は、その表面をフッ
素置換シランカップリング剤で処理した添加用微粒子を
トナーに添加したものであるため、上記フッ素置換シラ
ンカップリング剤のフッ素により強く負に帯電し、画像
にカブリが現われないと共に寿命も延び、また環境依存
性も少ないという優れた効果を有する。また、添加用微
粒子を多量に加えることができるので、優れた流動性を
持つトナーが得られる。Effects of the Invention As described above, the developer according to the present invention is a toner in which additive fine particles whose surfaces are treated with a fluorine-substituted silane coupling agent are added to the toner. It has the excellent effects of being more strongly negatively charged, causing no fogging on images, extending its lifespan, and being less dependent on the environment. Further, since a large amount of additive fine particles can be added, a toner with excellent fluidity can be obtained.

実施例 以下、実施例を示して本発明を具体的に説明する。Example Hereinafter, the present invention will be specifically explained with reference to Examples.

実施例　Ｉ 添加用微粒子としてアルミナ（アルミニウムオキサイド
Ｃ１日本アエロジル社薬）ヲ選び、この７００　Ｉ！を
流動床造粒装置に入れた。これに、フッ素置換シランカ
ップリング剤（ＣＦ、ＣＨ２ＣＨ１Ｓｉ（ＯＣＨ，）３
、信越化学社製）ヲトルエンで希釈して１％溶液とした
もの’１ｌｏＩ！取り、スプレーした。次いで、２００
℃に加熱し、完全にアルミナ表面に７ツノ置換シランカ
ツプリング剤を付着せしめた。Example I Alumina (aluminum oxide C1 manufactured by Nippon Aerosil Co., Ltd.) was selected as the additive fine particles, and the 700 I! was placed in a fluidized bed granulator. To this, a fluorine-substituted silane coupling agent (CF, CH2CH1Si(OCH,)3
, manufactured by Shin-Etsu Chemical Co., Ltd.) Diluted with wotoluene to make a 1% solution '1loI! I took it and sprayed it. Then 200
C. to completely adhere the 7-horn substituted silane coupling agent to the alumina surface.

次に、以上のようにして処理された添加用微粒子を＋ｇ
取り、スチレン−アクリル樹脂中にカーボンを分散して
粉砕、分級により約１０μにしたトナー１００ｇ中に加
え、ヘンシェル混合機により混合した。Next, add +g of the fine particles for addition treated as above.
Then, carbon was dispersed in styrene-acrylic resin, pulverized, and added to 100 g of toner which had been classified to a size of about 10 μm, and mixed using a Henschel mixer.

このようにして作成されたトナーを酸化鉄粉＋ｏｏｏ　
ｇに対して３０ｇ加え、２成分現像剤を作成し、帯電量
測定、実写テスト、環境テストを実施した。The toner created in this way is mixed with iron oxide powder + ooo
A two-component developer was prepared by adding 30 g to 10 g, and a charge amount measurement, an actual photographic test, and an environmental test were conducted.

帯１！量は、上記添加用微粒子を加えなかったものが一
１５μＣ／１１であったのに対し、本発明の上記現像剤
は一２５μＣ／Ｉと高く、帯電の効率がよいことが確認
された。Obi 1! The amount was 115 μC/11 for the developer without the additive fine particles, whereas the developer of the present invention was as high as 125 μC/I, confirming that the charging efficiency was good.

また、本発明に係る上記現像剤を電子写真複写装置Ｆ　
Ｘ　−２８３０（富士ゼロックス社製）に入れ、寿命テ
ストヲ行なったところ、約４０．０ｆ）０枚コピー以上
の実写においても画像にカブリを発生しなかった。Further, the developer according to the present invention may be used in an electrophotographic copying apparatus F.
When a life test was performed using X-2830 (manufactured by Fuji Xerox Co., Ltd.), no fogging occurred in the image even when making 0 or more copies (approximately 40.0 f).

さらに、環境テストの結果、高温多湿（２８℃、ｇｓ％
／？Ｂ）の環境下においても、カブリ等が現われず、非
常に良好であった。Furthermore, as a result of environmental tests, high temperature and humidity (28℃, gs%
/? Even under the environment B), fogging and the like did not appear and the results were very good.

実施例　２ 添加用微粒子として二酸化ケイ素（アエロジル２００．
日本アエロジル社製）ヲ用い、これにフッ素置換シラン
カップリング剤（（’ａ　Ｆ、７ＣＩＩ、ＣＨ，５ｉ（
ＯＣＩＪ３）ｓ、信越化学社製）全実施例１と同様にし
て処理し、このようにして処理された添加用微粒子全ポ
リエステル系のトナーに対し０．５重量％加え、本発明
の現像剤ｆ：得た。Example 2 Silicon dioxide (Aerosil 200.
Nippon Aerosil Co., Ltd.) was used, and a fluorine-substituted silane coupling agent (('a F, 7CII, CH, 5i(
OCIJ3)s, manufactured by Shin-Etsu Chemical Co., Ltd.) All treated in the same manner as in Example 1, and 0.5% by weight of the additive fine particles treated in this way was added to the all-polyester toner, and the developer f of the present invention was added. :Obtained.

これを実施例１と同様に評価した結果、帯電性、寿命、
耐環境性ともに良好であった。As a result of evaluating this in the same manner as in Example 1, the chargeability, lifespan,
Both environmental resistance was good.

本発明に係る現像剤は、トナーのみの一成分系の現像剤
としても有効である。The developer according to the present invention is also effective as a one-component developer containing only toner.

ｒ−フェライトを分散した磁性トナーに対し、本発明の
前記実施例２で処理されたのと同じ添加用微粒子を加え
たところ、現像剤を担持するスリーブとの摩擦帯電が良
好となり、鮮明な画家が得られた。When the same additive particles as those treated in Example 2 of the present invention were added to the magnetic toner in which r-ferrite was dispersed, frictional charging with the developer-carrying sleeve was improved, resulting in a clear image. was gotten.

また、−成分系の非磁性トナーに本発明に従って処理さ
れた添加用微粒子金加えたものを用いて非磁性−成分現
像方式（％開昭４７−１３０８８号、同５４−１１１３
５８号等参照）で現像したところ、層規制部材であるグ
レードとの摩擦帯電が良好となると共に、現像剤の流動
性が高くなり、均一でカブリのない画像が得られた。In addition, a non-magnetic component development method (% 1988-13088, 54-1113
58 etc.), the frictional electrification with the grade which is the layer regulating member was good, the fluidity of the developer was high, and a uniform and fog-free image was obtained.

出願人　富士ゼロックス株式会社 代理人　弁理士　米　原　正　章 弁理士浜本　忠Applicant: Fuji Xerox Co., Ltd. Agent: Patent Attorney Masaaki Yonehara Patent Attorney Tadashi Hamamoto

Claims (1)

【特許請求の範囲】 １、　フッ素置換シランカップリング剤により処理した
微粒子をトナーに添加したことを特徴とする電子写真用
現像剤。 ２　前記微粒子がコロイド状二酸化硅素であること全特
徴とする特許請求の範囲第１項に記載の電子写真用現像
剤。[Scope of Claims] 1. An electrophotographic developer characterized in that fine particles treated with a fluorine-substituted silane coupling agent are added to a toner. 2. The electrophotographic developer according to claim 1, wherein the fine particles are colloidal silicon dioxide.
JP58201048A 1983-10-28 1983-10-28 Developer for electrophotography Pending JPS6093455A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP58201048A JPS6093455A (en) 1983-10-28 1983-10-28 Developer for electrophotography

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP58201048A JPS6093455A (en) 1983-10-28 1983-10-28 Developer for electrophotography

Publications (1)

Publication Number Publication Date
JPS6093455A true JPS6093455A (en) 1985-05-25

Family

ID=16434535

Family Applications (1)

Application Number Title Priority Date Filing Date
JP58201048A Pending JPS6093455A (en) 1983-10-28 1983-10-28 Developer for electrophotography

Country Status (1)

Country Link
JP (1) JPS6093455A (en)

Cited By (64)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0266558A (en) * 1988-08-31 1990-03-06 Minolta Camera Co Ltd Toner for developing electrostatic charge image
JPH0266565A (en) * 1988-08-31 1990-03-06 Minolta Camera Co Ltd Toner for developing electrostatic charge image
JPH0266564A (en) * 1988-08-31 1990-03-06 Minolta Camera Co Ltd Nonmagnetic one-component toner for development
US4973540A (en) * 1988-08-31 1990-11-27 Minolta Camera Kabushiki Kaisha Developer for electrostatic latent image containing fine particle comprising positively and negatively chargeable polar group
JPH04250463A (en) * 1990-07-19 1992-09-07 Agfa Gevaert Nv Composition of dry electrostatic copying developer
US5424129A (en) * 1992-11-16 1995-06-13 Xerox Corporation Composite metal oxide particle processes and toners thereof
US5429902A (en) * 1992-11-20 1995-07-04 Fuji Xerox Co., Ltd. Electrophotographic toner composition and image formation method using the same
US5567561A (en) * 1993-09-02 1996-10-22 Shin-Etsu Chemical Co., Ltd. Coating agents for electrophotography and electrophotography carriers prepared by using them
EP0761774A1 (en) * 1995-09-06 1997-03-12 MITSUI MINING & SMELTING CO., LTD. Coated zinc oxide powder and coated zinc oxide powder-containing composition
US5849451A (en) * 1992-09-16 1998-12-15 Fuji Xerox Co., Ltd. Electrophotographic dry toner comprising inorganic particles
WO2000041443A1 (en) 1998-12-28 2000-07-13 Idemitsu Kosan Co., Ltd. Organic electroluminescence device
WO2007007553A1 (en) 2005-07-14 2007-01-18 Idemitsu Kosan Co., Ltd. Biphenyl derivatives, organic electroluminescent materials, and organic electroluminescent devices made by using the same
WO2007017995A1 (en) 2005-08-08 2007-02-15 Idemitsu Kosan Co., Ltd. Aromatic amine derivative and organic electroluminescence device making use of the same
WO2007029410A1 (en) 2005-09-08 2007-03-15 Idemitsu Kosan Co., Ltd. Organic electroluminescent element using polyarylamine
WO2007052759A1 (en) 2005-11-07 2007-05-10 Idemitsu Kosan Co., Ltd. Organic electroluminescent element
WO2007058172A1 (en) 2005-11-17 2007-05-24 Idemitsu Kosan Co., Ltd. Organic electroluminescent device
WO2007058044A1 (en) 2005-11-15 2007-05-24 Idemitsu Kosan Co., Ltd. Aromatic amine derivative and organic electroluminescent element employing the same
WO2007061063A1 (en) 2005-11-28 2007-05-31 Idemitsu Kosan Co., Ltd. Organic electroluminescent device
WO2007063993A1 (en) 2005-12-02 2007-06-07 Idemitsu Kosan Co., Ltd. Nitrogenous heterocyclic derivative and organic electroluminescence device making use of the same
WO2007097178A1 (en) 2006-02-23 2007-08-30 Idemitsu Kosan Co., Ltd. Material for organic electroluminescent device, method for producing same and organic electroluminescent device
WO2007099983A1 (en) 2006-02-28 2007-09-07 Idemitsu Kosan Co., Ltd. Organic electroluminescent device using fluoranthene derivative and indenoperylene derivative
WO2007105448A1 (en) 2006-02-28 2007-09-20 Idemitsu Kosan Co., Ltd. Naphthacene derivative and organic electroluminescent device using same
WO2007116750A1 (en) 2006-03-30 2007-10-18 Idemitsu Kosan Co., Ltd. Material for organic electroluminescent device and organic electroluminescent device using the same
WO2007125714A1 (en) 2006-04-26 2007-11-08 Idemitsu Kosan Co., Ltd. Aromatic amine derivative, and organic electroluminescence element using the same
WO2007132704A1 (en) 2006-05-11 2007-11-22 Idemitsu Kosan Co., Ltd. Organic electroluminescence element
WO2007132678A1 (en) 2006-05-11 2007-11-22 Idemitsu Kosan Co., Ltd. Organic electroluminescent device
WO2007138906A1 (en) 2006-05-25 2007-12-06 Idemitsu Kosan Co., Ltd. Organic electroluminescent device and full color light-emitting device
WO2007148660A1 (en) 2006-06-22 2007-12-27 Idemitsu Kosan Co., Ltd. Organic electroluminescent device employing heterocycle-containing arylamine derivative
WO2008001551A1 (en) 2006-06-27 2008-01-03 Idemitsu Kosan Co., Ltd. Aromatic amine derivative, and organic electroluminescence device using the same
WO2008015949A1 (en) 2006-08-04 2008-02-07 Idemitsu Kosan Co., Ltd. Organic electroluminescence device
WO2008023623A1 (en) 2006-08-22 2008-02-28 Idemitsu Kosan Co., Ltd. Organic electroluminescent device
WO2008023759A1 (en) 2006-08-23 2008-02-28 Idemitsu Kosan Co., Ltd. Aromatic amine derivatives and organic electroluminescence devices using the same
WO2008056722A1 (en) 2006-11-09 2008-05-15 Idemitsu Kosan Co., Ltd. Organic el material-containing solution, method for forming thin film of organic el material, thin film of organic el material, and organic el device
WO2008056723A1 (en) 2006-11-09 2008-05-15 Idemitsu Kosan Co., Ltd. Organic el material-containing solution, method for forming thin film of organic el material, thin film of organic el material, and organic el device
WO2008056652A1 (en) 2006-11-09 2008-05-15 Idemitsu Kosan Co., Ltd. Organic el material-containing solution, method for synthesizing organic el material, compound synthesized by the synthesizing method, method for forming thin film of organic el material, thin film of organic el material, and organic el device
WO2008059713A1 (en) 2006-11-15 2008-05-22 Idemitsu Kosan Co., Ltd. Fluoranthene compound, organic electroluminescent device using the fluoranthene compound, and organic electroluminescent material-containing solution
WO2008062636A1 (en) 2006-11-24 2008-05-29 Idemitsu Kosan Co., Ltd. Aromatic amine derivative and organic electroluminescent element using the same
WO2008081823A1 (en) 2006-12-29 2008-07-10 Idemitsu Kosan Co., Ltd. Solution containing organic el material, method for synthesis of organic el material, compound synthesized by the synthesis method, method for formation of thin film of organic el material, thin film of organic el material, organic el element
WO2008102740A1 (en) 2007-02-19 2008-08-28 Idemitsu Kosan Co., Ltd. Organic electroluminescent device
WO2008111554A1 (en) 2007-03-09 2008-09-18 Idemitsu Kosan Co., Ltd. Organic el device and display
WO2008123178A1 (en) 2007-03-23 2008-10-16 Idemitsu Kosan Co., Ltd. Organic el device
WO2009011327A1 (en) 2007-07-18 2009-01-22 Idemitsu Kosan Co., Ltd. Organic electroluminescent device material and organic electroluminescent device
WO2009066778A1 (en) 2007-11-22 2009-05-28 Idemitsu Kosan Co., Ltd. Organic el element and solution containing organic el material
WO2009069717A1 (en) 2007-11-30 2009-06-04 Idemitsu Kosan Co., Ltd. Azaindenofluorenedione derivative, organic electroluminescent device material, and organic electroluminescent device
WO2009081857A1 (en) 2007-12-21 2009-07-02 Idemitsu Kosan Co., Ltd. Organic electroluminescent device
WO2009145016A1 (en) 2008-05-29 2009-12-03 出光興産株式会社 Aromatic amine derivative and organic electroluminescent device using the same
WO2010074087A1 (en) 2008-12-26 2010-07-01 出光興産株式会社 Material for organic electroluminescent element, and organic electroluminescent element
WO2010074181A1 (en) 2008-12-26 2010-07-01 出光興産株式会社 Organic electroluminescence element and compound
WO2010076878A1 (en) 2009-01-05 2010-07-08 出光興産株式会社 Organic electroluminescent element material and organic electroluminescent element comprising same
EP2229039A1 (en) 2003-07-02 2010-09-15 Idemitsu Kosan Co., Ltd. Organic electroluminescent device and display using same
WO2010116970A1 (en) 2009-04-06 2010-10-14 出光興産株式会社 Organic electroluminescent element and material for organic electroluminescent element
WO2011046182A1 (en) 2009-10-16 2011-04-21 出光興産株式会社 Fluorene-containing aromatic compound, material for organic electroluminescent element, and organic electroluminescent element using same
JP2011527765A (en) * 2008-07-09 2011-11-04 キャボット コーポレイション Treated metal oxide particles and toner composition
WO2012014841A1 (en) 2010-07-26 2012-02-02 出光興産株式会社 Organic electroluminescence element
EP2448374A2 (en) 2003-12-01 2012-05-02 Idemitsu Kosan Co., Ltd. Asymmetric monoanthracene derivative, material for organic electroluminescent device and organic electroluminescent device utilizing the same
US8268457B2 (en) 2006-06-05 2012-09-18 Idemitsu Kosan Co., Ltd. Organic electroluminescent device and material for organic electroluminescent device
WO2012157211A1 (en) 2011-05-13 2012-11-22 ソニー株式会社 Organic el multi-color light-emitting device
WO2013035275A1 (en) 2011-09-09 2013-03-14 出光興産株式会社 Nitrogen-containing heteroaromatic ring compound
WO2013046635A1 (en) 2011-09-28 2013-04-04 出光興産株式会社 Material for organic electroluminescent element, and organic electroluminescent element produced using same
WO2013069242A1 (en) 2011-11-07 2013-05-16 出光興産株式会社 Material for organic electroluminescent elements, and organic electroluminescent element using same
EP2910619A1 (en) 2003-12-19 2015-08-26 Idemitsu Kosan Co., Ltd Light-emitting material for organic electroluminescent device, organic electroluminescent device using same, and material for organic electroluminescent device
WO2020152938A1 (en) 2019-01-23 2020-07-30 Ricoh Company, Ltd. Toner, toner stored container, developer, developing device, process cartridge, and image forming apparatus
EP3719578A1 (en) 2019-04-03 2020-10-07 Ricoh Company, Ltd. Electrophotographic developer, replenishment developer, image forming apparatus, process cartridge, and image forming method
EP3770685A1 (en) 2019-07-25 2021-01-27 Ricoh Company, Ltd. Toner, toner accommodating container, developer, developing device, process cartridge, image forming apparatus, and image forming method

Cited By (70)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0266558A (en) * 1988-08-31 1990-03-06 Minolta Camera Co Ltd Toner for developing electrostatic charge image
JPH0266565A (en) * 1988-08-31 1990-03-06 Minolta Camera Co Ltd Toner for developing electrostatic charge image
JPH0266564A (en) * 1988-08-31 1990-03-06 Minolta Camera Co Ltd Nonmagnetic one-component toner for development
US4973540A (en) * 1988-08-31 1990-11-27 Minolta Camera Kabushiki Kaisha Developer for electrostatic latent image containing fine particle comprising positively and negatively chargeable polar group
JPH04250463A (en) * 1990-07-19 1992-09-07 Agfa Gevaert Nv Composition of dry electrostatic copying developer
US5312711A (en) * 1990-07-19 1994-05-17 Agfa-Gevaert, N.V. Dry electrostatographic developer composition
US5849451A (en) * 1992-09-16 1998-12-15 Fuji Xerox Co., Ltd. Electrophotographic dry toner comprising inorganic particles
US5424129A (en) * 1992-11-16 1995-06-13 Xerox Corporation Composite metal oxide particle processes and toners thereof
US5429902A (en) * 1992-11-20 1995-07-04 Fuji Xerox Co., Ltd. Electrophotographic toner composition and image formation method using the same
US5567561A (en) * 1993-09-02 1996-10-22 Shin-Etsu Chemical Co., Ltd. Coating agents for electrophotography and electrophotography carriers prepared by using them
EP0761774A1 (en) * 1995-09-06 1997-03-12 MITSUI MINING & SMELTING CO., LTD. Coated zinc oxide powder and coated zinc oxide powder-containing composition
WO2000041443A1 (en) 1998-12-28 2000-07-13 Idemitsu Kosan Co., Ltd. Organic electroluminescence device
EP2270117A2 (en) 1998-12-28 2011-01-05 Idemitsu Kosan Co., Ltd. Organic electroluminescence device
EP2229039A1 (en) 2003-07-02 2010-09-15 Idemitsu Kosan Co., Ltd. Organic electroluminescent device and display using same
EP2448374A2 (en) 2003-12-01 2012-05-02 Idemitsu Kosan Co., Ltd. Asymmetric monoanthracene derivative, material for organic electroluminescent device and organic electroluminescent device utilizing the same
EP2910619A1 (en) 2003-12-19 2015-08-26 Idemitsu Kosan Co., Ltd Light-emitting material for organic electroluminescent device, organic electroluminescent device using same, and material for organic electroluminescent device
WO2007007553A1 (en) 2005-07-14 2007-01-18 Idemitsu Kosan Co., Ltd. Biphenyl derivatives, organic electroluminescent materials, and organic electroluminescent devices made by using the same
WO2007017995A1 (en) 2005-08-08 2007-02-15 Idemitsu Kosan Co., Ltd. Aromatic amine derivative and organic electroluminescence device making use of the same
WO2007029410A1 (en) 2005-09-08 2007-03-15 Idemitsu Kosan Co., Ltd. Organic electroluminescent element using polyarylamine
WO2007052759A1 (en) 2005-11-07 2007-05-10 Idemitsu Kosan Co., Ltd. Organic electroluminescent element
WO2007058044A1 (en) 2005-11-15 2007-05-24 Idemitsu Kosan Co., Ltd. Aromatic amine derivative and organic electroluminescent element employing the same
WO2007058172A1 (en) 2005-11-17 2007-05-24 Idemitsu Kosan Co., Ltd. Organic electroluminescent device
WO2007061063A1 (en) 2005-11-28 2007-05-31 Idemitsu Kosan Co., Ltd. Organic electroluminescent device
WO2007063993A1 (en) 2005-12-02 2007-06-07 Idemitsu Kosan Co., Ltd. Nitrogenous heterocyclic derivative and organic electroluminescence device making use of the same
WO2007097178A1 (en) 2006-02-23 2007-08-30 Idemitsu Kosan Co., Ltd. Material for organic electroluminescent device, method for producing same and organic electroluminescent device
WO2007105448A1 (en) 2006-02-28 2007-09-20 Idemitsu Kosan Co., Ltd. Naphthacene derivative and organic electroluminescent device using same
WO2007099983A1 (en) 2006-02-28 2007-09-07 Idemitsu Kosan Co., Ltd. Organic electroluminescent device using fluoranthene derivative and indenoperylene derivative
WO2007116750A1 (en) 2006-03-30 2007-10-18 Idemitsu Kosan Co., Ltd. Material for organic electroluminescent device and organic electroluminescent device using the same
WO2007125714A1 (en) 2006-04-26 2007-11-08 Idemitsu Kosan Co., Ltd. Aromatic amine derivative, and organic electroluminescence element using the same
WO2007132704A1 (en) 2006-05-11 2007-11-22 Idemitsu Kosan Co., Ltd. Organic electroluminescence element
WO2007132678A1 (en) 2006-05-11 2007-11-22 Idemitsu Kosan Co., Ltd. Organic electroluminescent device
WO2007138906A1 (en) 2006-05-25 2007-12-06 Idemitsu Kosan Co., Ltd. Organic electroluminescent device and full color light-emitting device
US8268457B2 (en) 2006-06-05 2012-09-18 Idemitsu Kosan Co., Ltd. Organic electroluminescent device and material for organic electroluminescent device
WO2007148660A1 (en) 2006-06-22 2007-12-27 Idemitsu Kosan Co., Ltd. Organic electroluminescent device employing heterocycle-containing arylamine derivative
WO2008001551A1 (en) 2006-06-27 2008-01-03 Idemitsu Kosan Co., Ltd. Aromatic amine derivative, and organic electroluminescence device using the same
WO2008015949A1 (en) 2006-08-04 2008-02-07 Idemitsu Kosan Co., Ltd. Organic electroluminescence device
WO2008023623A1 (en) 2006-08-22 2008-02-28 Idemitsu Kosan Co., Ltd. Organic electroluminescent device
WO2008023759A1 (en) 2006-08-23 2008-02-28 Idemitsu Kosan Co., Ltd. Aromatic amine derivatives and organic electroluminescence devices using the same
WO2008023549A1 (en) 2006-08-23 2008-02-28 Idemitsu Kosan Co., Ltd. Aromatic amine derivatives and organic electroluminescent devices made by using the same
WO2008056722A1 (en) 2006-11-09 2008-05-15 Idemitsu Kosan Co., Ltd. Organic el material-containing solution, method for forming thin film of organic el material, thin film of organic el material, and organic el device
WO2008056652A1 (en) 2006-11-09 2008-05-15 Idemitsu Kosan Co., Ltd. Organic el material-containing solution, method for synthesizing organic el material, compound synthesized by the synthesizing method, method for forming thin film of organic el material, thin film of organic el material, and organic el device
WO2008056723A1 (en) 2006-11-09 2008-05-15 Idemitsu Kosan Co., Ltd. Organic el material-containing solution, method for forming thin film of organic el material, thin film of organic el material, and organic el device
WO2008059713A1 (en) 2006-11-15 2008-05-22 Idemitsu Kosan Co., Ltd. Fluoranthene compound, organic electroluminescent device using the fluoranthene compound, and organic electroluminescent material-containing solution
WO2008062636A1 (en) 2006-11-24 2008-05-29 Idemitsu Kosan Co., Ltd. Aromatic amine derivative and organic electroluminescent element using the same
EP2518045A1 (en) 2006-11-24 2012-10-31 Idemitsu Kosan Co., Ltd. Aromatic amine derivative and organic electroluminescent element using the same
WO2008081823A1 (en) 2006-12-29 2008-07-10 Idemitsu Kosan Co., Ltd. Solution containing organic el material, method for synthesis of organic el material, compound synthesized by the synthesis method, method for formation of thin film of organic el material, thin film of organic el material, organic el element
WO2008102740A1 (en) 2007-02-19 2008-08-28 Idemitsu Kosan Co., Ltd. Organic electroluminescent device
WO2008111554A1 (en) 2007-03-09 2008-09-18 Idemitsu Kosan Co., Ltd. Organic el device and display
WO2008123178A1 (en) 2007-03-23 2008-10-16 Idemitsu Kosan Co., Ltd. Organic el device
WO2009011327A1 (en) 2007-07-18 2009-01-22 Idemitsu Kosan Co., Ltd. Organic electroluminescent device material and organic electroluminescent device
WO2009066778A1 (en) 2007-11-22 2009-05-28 Idemitsu Kosan Co., Ltd. Organic el element and solution containing organic el material
WO2009069717A1 (en) 2007-11-30 2009-06-04 Idemitsu Kosan Co., Ltd. Azaindenofluorenedione derivative, organic electroluminescent device material, and organic electroluminescent device
WO2009081857A1 (en) 2007-12-21 2009-07-02 Idemitsu Kosan Co., Ltd. Organic electroluminescent device
WO2009145016A1 (en) 2008-05-29 2009-12-03 出光興産株式会社 Aromatic amine derivative and organic electroluminescent device using the same
JP2011527765A (en) * 2008-07-09 2011-11-04 キャボット コーポレイション Treated metal oxide particles and toner composition
EP2713415A1 (en) 2008-12-26 2014-04-02 Idemitsu Kosan Co., Ltd Material for organic electroluminescent element, and organic electroluminescent element
WO2010074181A1 (en) 2008-12-26 2010-07-01 出光興産株式会社 Organic electroluminescence element and compound
WO2010074087A1 (en) 2008-12-26 2010-07-01 出光興産株式会社 Material for organic electroluminescent element, and organic electroluminescent element
WO2010076878A1 (en) 2009-01-05 2010-07-08 出光興産株式会社 Organic electroluminescent element material and organic electroluminescent element comprising same
WO2010116970A1 (en) 2009-04-06 2010-10-14 出光興産株式会社 Organic electroluminescent element and material for organic electroluminescent element
WO2011046182A1 (en) 2009-10-16 2011-04-21 出光興産株式会社 Fluorene-containing aromatic compound, material for organic electroluminescent element, and organic electroluminescent element using same
WO2012014841A1 (en) 2010-07-26 2012-02-02 出光興産株式会社 Organic electroluminescence element
WO2012157211A1 (en) 2011-05-13 2012-11-22 ソニー株式会社 Organic el multi-color light-emitting device
WO2013035275A1 (en) 2011-09-09 2013-03-14 出光興産株式会社 Nitrogen-containing heteroaromatic ring compound
WO2013046635A1 (en) 2011-09-28 2013-04-04 出光興産株式会社 Material for organic electroluminescent element, and organic electroluminescent element produced using same
WO2013069242A1 (en) 2011-11-07 2013-05-16 出光興産株式会社 Material for organic electroluminescent elements, and organic electroluminescent element using same
WO2020152938A1 (en) 2019-01-23 2020-07-30 Ricoh Company, Ltd. Toner, toner stored container, developer, developing device, process cartridge, and image forming apparatus
EP3719578A1 (en) 2019-04-03 2020-10-07 Ricoh Company, Ltd. Electrophotographic developer, replenishment developer, image forming apparatus, process cartridge, and image forming method
EP3770685A1 (en) 2019-07-25 2021-01-27 Ricoh Company, Ltd. Toner, toner accommodating container, developer, developing device, process cartridge, image forming apparatus, and image forming method
US11281118B2 (en) 2019-07-25 2022-03-22 Ricoh Company, Ltd. Toner, toner accommodating container, developer, developing device, process cartridge, image forming apparatus, and image forming method

Similar Documents

Publication Publication Date Title
JPS6093455A (en) Developer for electrophotography
JPS58108548A (en) Carrier for electrophotography
JP2004347654A (en) Electrostatic latent image developer and image forming method
JP3409102B2 (en) Toner for developing electrostatic images
JP3286849B2 (en) Carrier for electrostatic latent image development
JP2799230B2 (en) Carrier for electrostatic charge development
JP2008304771A (en) Carrier for electrostatic charge image development, developer for electrostatic charge image development, cartridge for electrostatic charge image development, process cartridge, image forming method and image forming apparatus
JP2754600B2 (en) Electrophotographic color toner
JPS5872949A (en) Developer for negative charge image
JPH0352857B2 (en)
JPH01297657A (en) Electrostatic charge image developer
JP2001305803A (en) Carrier for electrostatic latent image development
JPH08194330A (en) Electrostatic charge image developing negative charge type toner composition and image forming method
JP2006209129A (en) Coated carrier
JPS638750A (en) Magnetic toner
JP3814831B2 (en) Positively chargeable two-component developer
JPH0373968A (en) Coating carrier
JPH0697350B2 (en) Electrophotographic development method
JPH0439669A (en) Electrostatic charge image developing toner
JP3914646B2 (en) Toner for electrostatic charge development
JPH056021A (en) Positively charged toner
JP3643992B2 (en) Carrier for developing electrostatic image
JPH02140758A (en) Developer for electrostatic charge image
JPH10307422A (en) Manufacture of toner, and toner
JP3234340B2 (en) Negatively charged developer for electrostatic image development