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KR900018751A - 전자사진 광 수용체 - Google Patents

전자사진 광 수용체 Download PDF

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KR900018751A
KR900018751A KR1019900007571A KR900007571A KR900018751A KR 900018751 A KR900018751 A KR 900018751A KR 1019900007571 A KR1019900007571 A KR 1019900007571A KR 900007571 A KR900007571 A KR 900007571A KR 900018751 A KR900018751 A KR 900018751A
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alkyl
alkoxy
formula
hydrogen
phenyl
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KR0162251B1 (ko
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진 미즈구찌
세이지 홈마
히로시 야마모또
다까시 데노
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아. 루쉐, 베. 발데크
야파트 리미티드
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    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
    • G03G5/02—Charge-receiving layers
    • G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
    • G03G5/06—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
    • G03G5/02—Charge-receiving layers
    • G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
    • G03G5/06—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
    • G03G5/0664—Dyes
    • G03G5/0666—Dyes containing a methine or polymethine group
    • G03G5/0668—Dyes containing a methine or polymethine group containing only one methine or polymethine group
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
    • C07C217/54—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
    • C07C217/56—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms
    • C07C217/60—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms linked by carbon chains having two carbon atoms between the amino groups and the six-membered aromatic ring or the condensed ring system containing that ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
    • C07C217/78—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton
    • C07C217/80—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings
    • C07C217/82—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings of the same non-condensed six-membered aromatic ring
    • C07C217/84—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings of the same non-condensed six-membered aromatic ring the oxygen atom of at least one of the etherified hydroxy groups being further bound to an acyclic carbon atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
    • C07C251/72—Hydrazones
    • C07C251/74—Hydrazones having doubly-bound carbon atoms of hydrazone groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C251/78—Hydrazones having doubly-bound carbon atoms of hydrazone groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of an unsaturated carbon skeleton
    • C07C251/80—Hydrazones having doubly-bound carbon atoms of hydrazone groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of an unsaturated carbon skeleton the carbon skeleton containing rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
    • C07C251/72—Hydrazones
    • C07C251/86—Hydrazones having doubly-bound carbon atoms of hydrazone groups bound to carbon atoms of six-membered aromatic rings
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
    • G03G5/02—Charge-receiving layers
    • G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
    • G03G5/06—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
    • G03G5/0601—Acyclic or carbocyclic compounds
    • G03G5/0612—Acyclic or carbocyclic compounds containing nitrogen
    • G03G5/0616—Hydrazines; Hydrazones
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
    • G03G5/02—Charge-receiving layers
    • G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
    • G03G5/06—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
    • G03G5/0622—Heterocyclic compounds
    • G03G5/0644—Heterocyclic compounds containing two or more hetero rings
    • G03G5/0646—Heterocyclic compounds containing two or more hetero rings in the same ring system
    • G03G5/0648—Heterocyclic compounds containing two or more hetero rings in the same ring system containing two relevant rings
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
    • G03G5/02—Charge-receiving layers
    • G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
    • G03G5/06—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
    • G03G5/0664—Dyes
    • G03G5/0666—Dyes containing a methine or polymethine group
    • G03G5/0668—Dyes containing a methine or polymethine group containing only one methine or polymethine group
    • G03G5/067—Dyes containing a methine or polymethine group containing only one methine or polymethine group containing hetero rings

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Photoreceptors In Electrophotography (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

내용 없음

Description

전자사진 광 수용체
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
제2도는 전하 운반체 이동성의 측정 방법에 관한 일예를 보여주는 개략도.

Claims (9)

  1. 전기 전도성 기재와, 하기 일반식(1), (2), (3), (4) 및 (5)의 화합물로부터 선택되는 전하 운반 물질 1 이상 및 하기 일반식(6)의 피롤로피롤 화합물로부터 선택되는 전하 발생 물질 1 이상이 함유된 감광성 층을 포함하는 전자사진 광 수용체:
    상기식에서 R1은 수소, C1-C4알킬 또는 페닐이거나, 또는 할로겐, C1-C4알킬, C1-C4알콕시, C2-C8-디알킬아미노, 또는 고리부분에 C1-C4알킬, C1-C4알콕시, 니트로 및 할로겐으로부터 선택되는 1 이상의 치환기를 가질 수 있는 디아르알킬아미노에 의해 치환된 페닐이고, R2는 C1-C4알킬, C1-C4알콕시 또는 C2-C8디아킬아미노에 의해 치환될 수 있는 나프틸, 안트릴 또는 스티릴, 피리딜, 푸라닐 또는 티오페닐 또는 하기 일반식의 기이고:
    상기식에서 R5, R7및 R9는 독립적으로 수소, 할로겐, C1-C4알킬, C1-C4알콕시, 니트로, 히드록시, C2-C8디알킬아미노 또는 디페닐아미노이고, R6은 수소, 할로겐, C1-C4알킬, C1-C4알콕시, 니트로, 히드록시, C2-C8디알킬아미노, 모노-C1-C4알킬-모노페닐아미노 또는 디아릴아미노 또는 디아르알킬아미노 (고리부분에 C1-C4알킬, C1-C4알콕시, 니트로 및 할로겐으로부터 선택되는 1이상의 치환기를 가질 수 있음)이고, R8은 수소, C1-C4알킬 또는 C1-C4알콕시이고, 또는 R6과 R7이 함께 결합되어 메틸렌디옥시를 형성하며, R3은 C1-C4알킬, C1-C4알콕시 및/또는 할로겐에 의해 임의로 치환된 아르알킬 또는 아릴, 또는 C1-C4알킬이고, R4는 할로겐, C1-C4알킬 및/또는 C1-C4알콕시에 의해 임의로 치환된 아르알킬 또는 아릴, 또는 C1-C4알킬이고, n은 0 또는 1이다.
    상기식에서 R10은 C1-C4알콕시, 아릴, 히드록시 및/또는 할로겐에 의해 치환될 수 있는 C1-C4알킬이고, R11은 수소, 할로겐, C1-C4알킬, C1-C4알콕시, C2-C8디알킬아미노 또는 니트로이고, R12는 C1-C4알킬이거나, 또는 C1-C4알킬 및/또는 C1-C4알콕시에 의해 치환될 수 있는 아릴, 또는 아르알킬이고, R13은 C1-C4알킬, 아릴 또는 아르알킬이며, n은 0 또는 1이며, 단 R10이 에틸이고, R11이 수소일 경우에는 R12와 R13이 동시에 페닐을 나타내어서는 안된다:
    상기식에서 C는 C1-C4알킬, 임의에 따라 할로겐, C1-C4알킬 또는 C1-C4알콕시에 의해 치환된 아르알킬 또는 하기 식을 갖는 기이며:
    R14, R15, R16및 R17은 같거나 다른 것으로서, 수소, C1-C4알콕시, C2-C8디알킬아미노, 모노-C1-C4알킬-모노아릴아미노, 디아릴아미노 또는 디아르알킬아미노 (임의에 따라 C1-C4알킬, C1-C4알콕시 및/또는 할로겐에 의해 치환된 것)이다:
    상기식에서 R18은 수소, C1-C4알킬 또는 페닐이거나, 또는 C1-C4알킬, C1-C4알콕시 또는 C2-C8디알킬아미노에 의해 치환된, 혹은 메틸렌디옥시 다리를 함유하는 페닐이고, R19는 임의로 치환된 아릴, 또는 축합 카르보시클릭 또는 헤테로시클릭 방향족 기이고, R20은 수소, C1-C4알킬, C1-C4알콕시, 임의로 치환된 아릴 또는 C2-C8디알킬아미노이고, Z는 임의로 치환된 산소-또는 황-함유 기로서, 벤젠 고리와 함께 축합 고리를 형성할 수 있다:
    12-7
    상기식에서 R21및 R22는 각기 독립적으로 수소, C1-C4알킬, C1-C4알콕시, 모노-C1-C4알킬-모노아릴아미노 또는 C2-C8디알킬아미노이다:
    12-8
    상기식에서 A와 B는 각기 독립적으로, C1-C4알킬, 아르알킬, 시클로알킬 또는 카르보시클릭 혹은 헤테로시클릭 방향족 라디칼이고, R23과 R24는 각기 독립적으로, 수소, 또는 수용성을 제공해서는 아니되는 치환기이다.
  2. 제1항에 있어서, 전하 운반 물질이, R1이 수소 또는 페닐 또는 C1-C4알콕시 또는 C2-C8디알킬아미노에 의해 치환된 페닐이고, R2가 하기 식의 기이며:
    12-9
    Y1이 수소 또는 C1-C4알콕시이고, Y2가 수소, C1-C4알콕시, 메틸-페닐아미노 또는 디페닐아미노이며, R3이 페닐이고, R4가 메틸 또는 페닐이고, n이 0 또는 1인 일반식(1)의 화합물: R10이 C1-C4알킬이고, R11이 수소이고, R12가 C1-C4알킬 또는 페닐이며, R13이 페닐이고, n이 0인 일반식(2)의 화합물: C가 메틸, 벤질 또는 하기 식의 기이고:
    R14, R15, R16및 R17이 독립적으로 H 또는 C1-C4알콕시인 일반식(3)의 화학물: 그리고, R18및 R19가 페닐 또는 메톡시에 의해 치환된 페닐이고, R20이 수소이며, Z가 하기 식의 다리(bridge)인 일반식(4)의 화합물
    로부터 선택되는 전자사진 광수용체.
  3. 전하 운반 물질이 하기 식의 화합물들로 이루어진 군으로부터 선택되는 전자사진 광수용체 :
  4. 제1항에 있어서, 전하 발생 물질이 하기식을 갖는 전자사진 광 수용체 :
  5. 제4항에 있어서, 전하 운반 물질이 하기 식을 갖는 전자사진 광 수용체 :
  6. 하기식(7)의 화합물 :
  7. 하기식(8)의 화합물 :
  8. 하기식(9)의 화합물 :
  9. 제1항에 따른 일반식(1), (2), (3), (4) 및 (5)의 화합물로부터 선택되는 1 이상의 전하 운반 물질과 일반식(6)의 피롤로피롤 화합물로부터 선택되는 1 이상의 전하 발생 물질을 함유하는 전자 사진 광 수용체용 조성물.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019900007571A 1989-05-27 1990-05-25 전자사진 광 수용체 KR0162251B1 (ko)

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GB8912279.0 1989-05-27
GB89122790 1989-05-27
GB898912279A GB8912279D0 (en) 1989-05-27 1989-05-27 Electrophotographic sensitive materials

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KR0162251B1 KR0162251B1 (ko) 1999-03-20

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JP (1) JP2995333B2 (ko)
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CH (1) CH681395A5 (ko)
DE (1) DE4016846A1 (ko)
FR (1) FR2647563B1 (ko)
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JP2005017579A (ja) * 2003-06-25 2005-01-20 Konica Minolta Business Technologies Inc 有機感光体、プロセスカートリッジ、画像形成装置及び画像形成方法
US6768010B1 (en) * 2003-09-16 2004-07-27 Samsung Electronics Co., Ltd. Organophotoreceptor with an epoxy-modified charge transport compound having an azine group
JP5705048B2 (ja) * 2011-07-13 2015-04-22 高砂香料工業株式会社 電子写真感光体
LT6540B (lt) * 2016-09-19 2018-06-25 Kauno technologijos universitetas Skyles transportuojančios organinės molekulės, turinčios enamino grupių, skirtos optoelektroniniams bei fotoelektroniniams prietaisams

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US4150987A (en) * 1977-10-17 1979-04-24 International Business Machines Corporation Hydrazone containing charge transport element and photoconductive process of using same
JPS6028342B2 (ja) * 1978-06-21 1985-07-04 コニカ株式会社 電子写真感光体
JPS5681850A (en) * 1979-12-08 1981-07-04 Ricoh Co Ltd Electrophotographic receptor
US4436800A (en) * 1981-05-28 1984-03-13 Ricoh Co., Ltd. Multilayer electrophotographic element containing a trisazo charge carrier generating substance and a hydrazone charge carrier transfer substance
JPS5915251A (ja) * 1982-07-16 1984-01-26 Mitsubishi Chem Ind Ltd 電子写真用感光体
JPS59114545A (ja) * 1982-12-21 1984-07-02 Mitsubishi Paper Mills Ltd 電子写真感光体
DE3447685A1 (de) * 1983-12-28 1985-07-18 Ricoh Co., Ltd., Tokio/Tokyo Disazoverbindungen, verfahren zu ihrer herstellung und ein diese verbindungen enthaltendes elektrophotographisches element
JPS60162260A (ja) * 1984-02-01 1985-08-24 Takasago Corp 電子写真感光体
JPS60163047A (ja) * 1984-02-03 1985-08-24 Fuji Photo Film Co Ltd 電子写真感光体
JPS61134767A (ja) * 1984-12-05 1986-06-21 Mitsubishi Chem Ind Ltd 電子写真感光体
DE3582576D1 (de) * 1985-01-03 1991-05-23 Ciba Geigy Ag Dithioketo-pyrrolo-pyrrole, verfahren zu deren herstellung und verwendung.
JPS62153959A (ja) * 1985-12-27 1987-07-08 Fuji Electric Co Ltd 積層型電子写真用感光体
JPH0675207B2 (ja) * 1986-02-07 1994-09-21 三菱化成株式会社 電子写真用感光体
US4808505A (en) * 1986-04-08 1989-02-28 Minolta Camera Kabushiki Kaisha Photosensitive member with enamine charge transport material
JPS6314154A (ja) * 1986-07-05 1988-01-21 Oki Electric Ind Co Ltd 電子写真感光体
JPH083640B2 (ja) * 1986-10-09 1996-01-17 ミノルタ株式会社 感光体
JPH01230055A (ja) * 1987-11-30 1989-09-13 Mita Ind Co Ltd 電子写真用感光体

Also Published As

Publication number Publication date
GB9011360D0 (en) 1990-07-11
IT1248641B (it) 1995-01-26
JP2995333B2 (ja) 1999-12-27
JPH03101740A (ja) 1991-04-26
IT9020427A1 (it) 1991-11-25
KR0162251B1 (ko) 1999-03-20
FR2647563B1 (fr) 1998-02-20
GB2232778B (en) 1993-08-25
DE4016846A1 (de) 1990-11-29
FR2647563A1 (fr) 1990-11-30
GB8912279D0 (en) 1989-07-12
CH681395A5 (ko) 1993-03-15
US5098810A (en) 1992-03-24
GB2232778A (en) 1990-12-19
IT9020427A0 (it) 1990-05-25

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