JPS5950445A - Xerographic material - Google Patents

Xerographic material

Info

Publication number
JPS5950445A
JPS5950445A JP10944883A JP10944883A JPS5950445A JP S5950445 A JPS5950445 A JP S5950445A JP 10944883 A JP10944883 A JP 10944883A JP 10944883 A JP10944883 A JP 10944883A JP S5950445 A JPS5950445 A JP S5950445A
Authority
JP
Japan
Prior art keywords
charge
hydrazone
transfer agent
charge transfer
group
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
JP10944883A
Other languages
Japanese (ja)
Inventor
リチヤ−ド・デ−ビツド・バランソン
ソンドラ・リユウ・ライス
ロバ−ト・ユ−ジン・ウインガ−ド・ジユニア
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.)
International Business Machines Corp
Original Assignee
International Business Machines 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 International Business Machines Corp filed Critical International Business Machines Corp
Publication of JPS5950445A publication Critical patent/JPS5950445A/en
Pending legal-status Critical Current

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  • Photoreceptors In Electrophotography (AREA)

Abstract

(57)【要約】本公報は電子出願前の出願データであるた
め要約のデータは記録されません。
(57) [Summary] This bulletin contains application data before electronic filing, so abstract data is not recorded.

Description

【発明の詳細な説明】 本発明は電荷転送剤に特徴がある電子写真材料に関する
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to electrophotographic materials featuring charge transfer agents.

〔背景技法〕[Background technique]

米国特許第4150987号は電子写真における電荷転
送剤として成るヒドラゾン化合物の使用を開示している
。しかしながら、この特許は本発明の置換化合物は開示
していない。
US Pat. No. 4,150,987 discloses the use of hydrazone compounds as charge transfer agents in electrophotography. However, this patent does not disclose substituted compounds of the present invention.

〔本発明の概略〕[Outline of the present invention]

導電層、電荷発生層及び電荷転送剤より成る電子写真材
料において、電荷発生層がスクアIJ IJウム(sq
uarylium)染料で、電荷転送剤がN−フェニル
環の少なく共1つの上のバラ位置がid換された、次の
化学式ケ有するヒドラゾン化合物である時は優れた性能
が得られる事が見出された。
In an electrophotographic material comprising a conductive layer, a charge generation layer, and a charge transfer agent, the charge generation layer has a sq.
It has been found that excellent performance is obtained when the charge transfer agent is a hydrazone compound having the following chemical formula, in which at least one of the positions on the N-phenyl ring has been replaced with id: Ta.

ここで1工、は水素、4個迄の炭素原子をもするアルギ
ル基、モルホ1ハもしくはピペリジノ基、並びにR2及
びR3は水素、4個迄の炭素原子を有するアルギル基も
しくはアルコオキシ基で7t))る。
where 1 is hydrogen, an argyl, morpho or piperidino group having up to 4 carbon atoms, and R2 and R3 are hydrogen, an argyl or alkoxy group having up to 4 carbon atoms (7t) ).

N−フェニルのバラ位1dに少なく共1つの置換分が存
在する萌はンステムの感度が大いに増大される小が判っ
た。この化合物に移動度を旨め、同時に残留電圧を低下
させる。さらに車装な事は、このid置換分育在ケよ′
電荷発生層がスクアリリウム染料である時U、バボーマ
ノスを′太いに増大させる。
It has been found that the presence of at least one substituent at the 1d position of N-phenyl greatly increases the sensitivity of the system. This compound improves mobility and reduces residual voltage at the same time. Furthermore, what's more important is that this ID replacement part is grown.
When the charge generation layer is a squarylium dye, the Babomanos becomes thicker.

41″(へN1ヶノ、Cす有機光スJJ也体ンスデムを
形成うる際には多くの実際的前層がVユらゎれなげれは
ならない。考慮すべき最も、!II要/、C点は次の々
1」きものである。(a)結晶度(高度に結晶性の転送
剤は実用に1111・]え7Iい不透明な電荷移動層(
c TL )を与える)、(b)スペクトル吸収(′1
liJ視範囲にl:t6(・て広いスペクトル吸収を示
す電荷転送剤は電荷発生層(CGL)からの光をフ゛ロ
ックする) 、(c) CG’LからCTLへのキャリ
アの注入(電荷発生分子と1’6f転送分子の固M体が
交錯し、且(・旬っきりと分離して℃・るとい5矛循の
両立性)、(d) CTL固溶体中の1つの移動分子か
ら他の移動分子へ明確且急速に移動し得るキャリアの能
力(こればCTLどの分子間相互作用を含んでいるか、
よく埋)・jパ(されていない)、(e) !境の安定
度(大気中のvl・2素及び湿気に対する安定度を含む
)及iJ’(f)健康」二の安全性(転送剤は毒性が最
小な化学物質で7.1:lrjればならない)。
41'' (To N1, C) In order to form an organic optical system, many practical front layers must be removed from V. The most important thing to consider is: Point C has the following properties: (a) crystallinity (highly crystalline transfer agents are not practical in practice); 7I opaque charge transfer layer (
c TL )), (b) Spectral absorption ('1
(c) Injection of carriers from CG'L to CTL (charge-generating molecules (d) One mobile molecule in the CTL solid solution intersects with the solid M body of the 1'6f transfer molecule, and (d) one mobile molecule in the CTL solid solution intersects with another. The ability of the carrier to move distinctly and rapidly to the mobile molecule (this determines which intermolecular interactions the CTL involves;
(well filled), jpa (not filled), (e)! environmental stability (including stability against atmospheric vl-2 elements and moisture) and iJ'(f) health' (f) safety (if the transfer agent is a minimally toxic chemical and 7.1:lrj ).

これ等の問題はスクアIJ IJウム染料のY(L イ
::J発生層及び本発明に従。5、適切に1〆を碗され
/こヒドラゾン奄荷転送剤を使用する事によってすべて
解決される事が発見された。その理由はよくわかってい
ないが、本発明の置換ヒドラゾンはスクアIJ IJウ
ム(squarylium )染料を含む電荷発生層と
共に使用される時は極めて良好な動作を示す。
These problems are all solved by using the Y(L i::J generation layer of SQUA IJ IJum dye) and the hydrazone transfer agent in accordance with the present invention. Although the reason for this is not well understood, the substituted hydrazones of the present invention perform extremely well when used with charge generating layers containing squarylium dye.

スクアIJ IJウム染刺が電荷発生率として使用され
る事はこの分力・で周知である。最もしばしば使用され
るものニ1.メチル・スクアリリウム及びヒドロオキ7
 スクアリリウムである。
It is well known that the square IJ IJ um dye bar is used as the charge generation rate in this component force. Most often used d1. Methyl squarylium and hydroxide 7
It is squaryrium.

本発明に@16いて使用される好ましく・ヒドラゾン化
合物は、l”エチルアミノベンズアルテヒト−9−(N
−p−メl−キシ・フェニル)ヒドラゾン、p−ジエチ
ルアミノベンズアルデヒド−(N−p−エボギシフェニ
ルーp −1−リル)ヒドラゾン、r’−’エチルアミ
ノベンズアルテピドージ−(、p −1−リル)ヒドラ
ゾン、p−ジエチルアミノベンズアルデヒド−(N−p
−メトキシフェニル−N−71’l−:、+1/)ヒド
ラゾン及ヒp−i’エチルアミノベンズアルテヒド−(
11−) IJルーN−フェニル)ヒドラゾンを含む。
The preferred hydrazone compound used in the present invention is l”ethylaminobenzaltech-9-(N
-p-methyl-xyphenyl)hydrazone, p-diethylaminobenzaldehyde-(N-p-evogysiphenyl-p-1-lyl)hydrazone, r'-'ethylaminobenzaltepidodi-(,p-1 -lyl)hydrazone, p-diethylaminobenzaldehyde-(N-p
-methoxyphenyl-N-71'l-:,+1/) hydrazone and hypo-i'ethylaminobenzaltehyde-(
11-) Contains IJ-N-phenyl)hydrazone.

次の実施例は説明の目的のためにのみ与えられたもので
あり、本発明を制限するものと解さるべきではILい。
The following examples are given for illustrative purposes only and should not be construed as limiting the invention.

本発明の精神ヶ離れる事なく多(の変更が+jj能な事
は明らかであろう。
It will be obvious that many changes can be made without departing from the spirit of the invention.

〔実施例〕〔Example〕

本発明の好ましい電子写真素子の実施例は次の通りであ
る。
Preferred embodiments of the electrophotographic device of the present invention are as follows.

24yのポリカーボネートが14y、のテトラヒドロフ
ラン及び15yのトルエン中に溶解された。
24y polycarbonate was dissolved in 14y tetrahydrofuran and 15y toluene.

これに2.0yの転送材料(p−ジエチルアミノベンズ
アルデヒドージ−(p−トリル))ヒドラゾ7 (9+
−−ル9が加えられた。これはアルミ化されたポリ(エ
チレンテレフタ−1−)の基板上にあるヒドロオキシ・
スクアリリウムの電荷発生層」−に被覆された。被覆さ
れた電荷転送層の厚さは約20ミクロンである。
Add to this 2.0y of transfer material (p-diethylaminobenzaldehyde di-(p-tolyl))hydrazo7 (9+
-- Rule 9 has been added. This is a hydroxyl compound on an aluminized poly(ethylene terephthalate) substrate.
coated with a charge generating layer of squarylium. The thickness of the applied charge transfer layer is approximately 20 microns.

電荷転送剤としてのジト−ルを従来のN−フェニル環上
のバラ位置に置換分を含まない点たげか異なっている電
荷転送剤であるDEH’(p−ジェチルアミノベンズア
ルデヒド−ジ(N−フェニル)ヒドラゾンとを比較した
テスト結果は次の通りである。
Ditol as a charge transfer agent was replaced with DEH' (p-jethylaminobenzaldehyde di(N- The test results compared with phenyl)hydrazone are as follows.

ジ l・ −ル        +、、) E ■1シ
キキンY; ”6: 圧              
 −107−150ここで露ツC電圧とは光に露光され
た後に光導′肛仕上に残される残存′tQ:圧である。
Jill +,,) E ■1 Shikikin Y; ”6: Pressure
-107-150 where exposure C voltage is the residual 'tQ: pressure left on the light guide finish after exposure to light.

上記のテークから本発明の電荷移動層は従来の技法の層
に対してかなり優れている事が明らかであろう。
It will be clear from the above discussion that the charge transport layer of the present invention is significantly superior to layers of prior art technology.

出願人インタて六ショナル・ビジネス・マシーンズ・コ
ーポレ−ンヨン代理人 弁理士  山   本   仁
   朗(外1名)
Applicant International Business Machines Corporation Representative Patent Attorney Hitoshi Yamamoto (1 other person)

Claims (1)

【特許請求の範囲】 導′「11層、スクアIJ IJウム染料の電荷発生層
及び電荷移動剤より成る電子写真材料において、上記電
イdi移動剤はN−フェニル環の少なく共1つのバラ位
16が置換されていて、次の化学式を有するヒドラゾン
化合物である事を特徴とする電子写真素子。 ここでR111,i水素、4個迄の炭素原子を有するア
ルキル基、モルホリノ基もしくはピペリジノ基であり、
R2及びR3は水素、4個迄の炭素原子を有するアルキ
ル基もしくはアルコオキシ基である。
[Scope of Claims] An electrophotographic material comprising a charge generating layer of a square dye and a charge transfer agent, wherein the charge transfer agent has at least one position of the N-phenyl ring. 16 is substituted and is a hydrazone compound having the following chemical formula: where R111,i is hydrogen, an alkyl group having up to 4 carbon atoms, a morpholino group or a piperidino group; ,
R2 and R3 are hydrogen, an alkyl group or an alkoxy group having up to 4 carbon atoms.
JP10944883A 1982-09-16 1983-06-20 Xerographic material Pending JPS5950445A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US41891482A 1982-09-16 1982-09-16
US418914 1982-09-16

Publications (1)

Publication Number Publication Date
JPS5950445A true JPS5950445A (en) 1984-03-23

Family

ID=23660063

Family Applications (1)

Application Number Title Priority Date Filing Date
JP10944883A Pending JPS5950445A (en) 1982-09-16 1983-06-20 Xerographic material

Country Status (1)

Country Link
JP (1) JPS5950445A (en)

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4910110A (en) * 1987-12-21 1990-03-20 Fuji Electric Co., Ltd. Photoconductor including hydrazone compound in a photoconductive layer
US4929525A (en) * 1987-12-08 1990-05-29 Fuji Electric Co., Ltd. Photoconductor for electrophotography containing azo or disazo compound
US4935323A (en) * 1988-06-08 1990-06-19 Fuji Electric Co., Ltd. Photoconductor for electrophotography
US4948689A (en) * 1988-06-27 1990-08-14 Fuji Electric Co., Ltd. Photoconductor for electrophotography having an amino charge transport compound
US4954405A (en) * 1988-06-30 1990-09-04 Fuji Electric Co., Ltd. Photoconductor for electrophotography comprising squarylium containing generator layer and hydrazone containing transport layer
US4971876A (en) * 1989-01-19 1990-11-20 Fuji Electric Co., Ltd. Photoconductor for electrophotography
US5132189A (en) * 1989-09-07 1992-07-21 Fuji Electric Co., Ltd. Photoconductor for electrophotography
US5158848A (en) * 1990-01-17 1992-10-27 Fuji Electric Co., Ltd. Photoconductor for electrophotography
US7531960B2 (en) 1996-07-29 2009-05-12 Nichia Corporation Light emitting device with blue light LED and phosphor components

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5459143A (en) * 1977-10-17 1979-05-12 Ibm Electronic photographic material

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5459143A (en) * 1977-10-17 1979-05-12 Ibm Electronic photographic material

Cited By (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4929525A (en) * 1987-12-08 1990-05-29 Fuji Electric Co., Ltd. Photoconductor for electrophotography containing azo or disazo compound
US4910110A (en) * 1987-12-21 1990-03-20 Fuji Electric Co., Ltd. Photoconductor including hydrazone compound in a photoconductive layer
US4935323A (en) * 1988-06-08 1990-06-19 Fuji Electric Co., Ltd. Photoconductor for electrophotography
US4948689A (en) * 1988-06-27 1990-08-14 Fuji Electric Co., Ltd. Photoconductor for electrophotography having an amino charge transport compound
US4954405A (en) * 1988-06-30 1990-09-04 Fuji Electric Co., Ltd. Photoconductor for electrophotography comprising squarylium containing generator layer and hydrazone containing transport layer
US4971876A (en) * 1989-01-19 1990-11-20 Fuji Electric Co., Ltd. Photoconductor for electrophotography
US5132189A (en) * 1989-09-07 1992-07-21 Fuji Electric Co., Ltd. Photoconductor for electrophotography
US5158848A (en) * 1990-01-17 1992-10-27 Fuji Electric Co., Ltd. Photoconductor for electrophotography
US7531960B2 (en) 1996-07-29 2009-05-12 Nichia Corporation Light emitting device with blue light LED and phosphor components
US7682848B2 (en) 1996-07-29 2010-03-23 Nichia Corporation Light emitting device with blue light LED and phosphor components
US7855092B2 (en) 1996-07-29 2010-12-21 Nichia Corporation Device for emitting white-color light
US7901959B2 (en) 1996-07-29 2011-03-08 Nichia Corporation Liquid crystal display and back light having a light emitting diode
US7915631B2 (en) 1996-07-29 2011-03-29 Nichia Corporation Light emitting device and display
US7943941B2 (en) 1996-07-29 2011-05-17 Nichia Corporation Device for emitting various colors
US7969090B2 (en) 1996-07-29 2011-06-28 Nichia Corporation Light emitting device and display
US7968866B2 (en) 1996-07-29 2011-06-28 Nichia Corporation Light emitting device and display
US8148177B2 (en) 1996-07-29 2012-04-03 Nichia Corporation Light emitting device and display
US9130130B2 (en) 1996-07-29 2015-09-08 Nichia Corporation Light emitting device and display comprising a plurality of light emitting components on mount

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