KR970028878A - 폴리실옥산 전하 전송 물질의 제조 방법 - Google Patents

폴리실옥산 전하 전송 물질의 제조 방법 Download PDF

Info

Publication number
KR970028878A
KR970028878A KR1019960052203A KR19960052203A KR970028878A KR 970028878 A KR970028878 A KR 970028878A KR 1019960052203 A KR1019960052203 A KR 1019960052203A KR 19960052203 A KR19960052203 A KR 19960052203A KR 970028878 A KR970028878 A KR 970028878A
Authority
KR
South Korea
Prior art keywords
charge transfer
polysiloxane resin
group
weight
parts
Prior art date
Application number
KR1019960052203A
Other languages
English (en)
Inventor
노부오 구시비키
기쿠코 다케우치
히데키 고바야시
도루 마사토미
Original Assignee
마쓰무라 다다시
다우 코닝 아시아, 리미티드
다나베 에이이치
다우 코닝 토레이 실리콘 캄파니, 리미티드
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 마쓰무라 다다시, 다우 코닝 아시아, 리미티드, 다나베 에이이치, 다우 코닝 토레이 실리콘 캄파니, 리미티드 filed Critical 마쓰무라 다다시
Publication of KR970028878A publication Critical patent/KR970028878A/ko

Links

Classifications

    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G5/00Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
    • G03G5/02Charge-receiving layers
    • G03G5/04Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
    • G03G5/06Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
    • G03G5/07Polymeric photoconductive materials
    • G03G5/078Polymeric photoconductive materials comprising silicon atoms
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L83/00Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
    • C08L83/04Polysiloxanes
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G5/00Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
    • G03G5/02Charge-receiving layers
    • G03G5/04Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
    • G03G5/05Organic bonding materials; Methods for coating a substrate with a photoconductive layer; Inert supplements for use in photoconductive layers
    • G03G5/0528Macromolecular bonding materials
    • G03G5/0557Macromolecular bonding materials obtained otherwise than by reactions only involving carbon-to-carbon unsatured bonds
    • G03G5/0578Polycondensates comprising silicon atoms in the main chain
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04Polysiloxanes
    • C08G77/14Polysiloxanes containing silicon bound to oxygen-containing groups
    • C08G77/16Polysiloxanes containing silicon bound to oxygen-containing groups to hydroxyl groups
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04Polysiloxanes
    • C08G77/14Polysiloxanes containing silicon bound to oxygen-containing groups
    • C08G77/18Polysiloxanes containing silicon bound to oxygen-containing groups to alkoxy or aryloxy groups
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2666/00Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
    • C08L2666/28Non-macromolecular organic substances
    • C08L2666/44Silicon-containing compounds
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S526/00Synthetic resins or natural rubbers -- part of the class 520 series
    • Y10S526/941Synthetic resins or natural rubbers -- part of the class 520 series having the transition metal bonded directly to carbon

Abstract

본 발명은 전하 전송 물질을 실용적인 농도로 폴리실옥산 수지에 균일하게 용해시킴으로써 전하 전송 특성(charge transporting property)을 갖는 폴리실옥산 수지의 제조 방법을 제공한다. 폴리실옥산 수지에 용해되는 전하전송 물질은 하나 이상의 방향족 그룹이 가수분해 가능한 치환체를 갖는 실릴 그룹을 함유하는 탄화수소 그룹에 의해 치환됨으로써 개질된 방향족 치환된 3급 아민이다.

Description

폴리실옥산 전하 전송 물질의 제조 방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (8)

  1. 하기 화학식 (1)의 전하 전송 물질 및 규소 원자에 대한 1가 탄화수소 그룹의 비가 0.5 내지 1.5의 범위인 경화성 폴리실옥산 수지를 필수적으로 물이 존재하지 않는 유기 용매에 용해시키는 단계; 전하 전송 물질 및 경화성 폴리실옥산 수지를 혼합하여 이들의 혼합물을 형성시키는 단계; 및 이러한 혼합물을 경화시키는 단계들을 포함하는, 전하 전송 특성을 갖는 폴리실옥산 물질의 제조 방법.
    A-[R1SiR2 3-nQn]p(1)
    상기 화학식 (1)에서, A는 이온화 전위가 4.5 내지 6.2eV인 전하 전송 화합물로부터 유도된 유기 그룹을 나타내며, 이는 다수의 방향족 그룹을 갖는 방향족 치환된 3급 아민(여기서, 하나 이상의 방향족 탄화수소 그룹은 탄소수 1 내지 18의 알킬렌 그룹인 R1에 결합된다)이고, R2는 탄소수 1 내지 15의 1가 탄화수소 그룹 또는 할로겐 치환된 1가 탄화수소 그룹이며, Q는 가수분해 가능한 그룹이고, n은 1 내지 3의 정수이며, p는 1 내지 3의 정수이다.
  2. 제1항에 있어서, 경화성 폴리실옥산 수지가 통상 하기 화학식 (2)로 표현되는 방법.
    R4 jSiO(4-j-k)/2(OR5)k(2)
    상기 화학식 (2)에서, R4는 탄소수 1 내지 18의 직쇄 또는 측쇄형의 1가 포화 탄화수소 그룹이고, R5는 수소 원자 또는 탄소수 1 내지 4의 알킬 그룹이며, j는 0.5 내지 1.5의 수이고, k는 폴리실옥산 수지 중의 OR5그룹의 함량이 0.01 내지 10중량%의 범위가 되도록 하는 값이다.
  3. 제1항에 있어서, 전하 전송 물질이 폴리실옥산 수지 100중량부당 20 내지 200중량부의 양으로 혼합되는 방법.
  4. 제2항에 있어서, 전하 전송 물질이 폴리실옥산 수지 100중량부당 20 내지 200중량부의 양으로 혼합되는 방법.
  5. 제2항에 있어서, Q가 탄소수 1 내지 6의 알콕시 그룹인 방법.
  6. 제5항에 있어서, R5가 수소 원자이고, 폴리실옥산 수지가 규소 원자에 결합된 OH 그룹을 0.1 내지 4중량%로 함유하는 방법.
  7. 제6항에 있어서, 전하 전송 물질이 폴리실옥산 수지 100중량부당 30 내지 150중량부의 양으로 혼합되는 방법.
  8. 제1항의 방법에 의해 제조된 전하 전송 특성을 갖는 폴리실옥산 물질.
    ※ 참고사항:최초출원 내용에 의하여 공개하는 것임.
KR1019960052203A 1995-11-06 1996-11-06 폴리실옥산 전하 전송 물질의 제조 방법 KR970028878A (ko)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP28764995A JP3640444B2 (ja) 1995-11-06 1995-11-06 ポリシロキサン系正孔輸送材料の製造方法
JP95-287649 1995-11-06

Publications (1)

Publication Number Publication Date
KR970028878A true KR970028878A (ko) 1997-06-24

Family

ID=17719947

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019960052203A KR970028878A (ko) 1995-11-06 1996-11-06 폴리실옥산 전하 전송 물질의 제조 방법

Country Status (8)

Country Link
US (1) US5840816A (ko)
EP (1) EP0771809B1 (ko)
JP (1) JP3640444B2 (ko)
KR (1) KR970028878A (ko)
CN (1) CN1165154A (ko)
AU (1) AU705062B2 (ko)
DE (1) DE69627105T2 (ko)
TW (1) TW362103B (ko)

Families Citing this family (27)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP4158204B2 (ja) * 1995-04-10 2008-10-01 住友化学株式会社 ポリシラン化合物、その製造方法およびその原料
JP3614222B2 (ja) * 1995-11-06 2005-01-26 ダウ コーニング アジア株式会社 ケイ素系正孔輸送材の製造方法
JPH1135687A (ja) * 1997-07-17 1999-02-09 Sumitomo Chem Co Ltd ポリシラン共重合体、その製造方法、それを用いた有機エレクトロルミネッセンス素子及び電子写真感光体
TW558561B (en) * 1997-07-22 2003-10-21 Sumitomo Chemical Co Hole transporting polymer and organic electroluminescence device using the same
US6143452A (en) * 1998-09-29 2000-11-07 Konica Corporation Electrophotographic photoreceptor
US6187491B1 (en) 1999-02-08 2001-02-13 Eastman Kodak Company Electrophotographic charge generating element containing acid scavenger in overcoat
US6399262B1 (en) * 1999-03-30 2002-06-04 Konica Corporation Electrophotographic photoreceptor
JP2001117257A (ja) 1999-10-22 2001-04-27 Konica Corp 画像形成方法、画像形成装置、及び該装置に用いられる現像剤
JP2001125301A (ja) * 1999-10-28 2001-05-11 Konica Corp 電子写真感光体、塗布液組成物、電子写真画像形成装置、及びプロセスカートリッジ
US6517984B1 (en) 2001-03-27 2003-02-11 Heidelberger Druckmaschinen Ag Silsesquioxane compositions containing tertiary arylamines for hole transport
US7700248B2 (en) * 2002-07-08 2010-04-20 Eastman Kodak Company Organic charge transporting polymers including charge transport moieties and silane groups, and silsesquioxane compositions prepared therefrom
US6875548B2 (en) * 2003-02-19 2005-04-05 Xerox Corporation Photoconductive imaging members
JP4267504B2 (ja) 2004-04-21 2009-05-27 株式会社リコー プロセスカートリッジ、画像形成装置及び画像形成方法
JP4189923B2 (ja) 2004-06-25 2008-12-03 株式会社リコー 画像形成方法及びこれを用いた画像形成装置、プロセスカートリッジ
JP4566834B2 (ja) 2005-06-20 2010-10-20 株式会社リコー 静電潜像担持体、並びにプロセスカートリッジ、画像形成装置及び画像形成方法
JP4555181B2 (ja) 2005-07-14 2010-09-29 株式会社リコー 画像形成装置
JP4590344B2 (ja) 2005-11-21 2010-12-01 株式会社リコー 静電潜像担持体及びそれを用いた画像形成装置、プロセスカートリッジ及び画像形成方法
JP4796433B2 (ja) 2006-04-27 2011-10-19 株式会社リコー 静電潜像担持体及びそれを用いた画像形成装置、プロセスカートリッジ及び画像形成方法
US8450033B2 (en) 2006-11-30 2013-05-28 Ricoh Company, Ltd. Latent electrostatic image bearing member, and image forming apparatus, image forming method and process cartridge using the same
JP5205941B2 (ja) * 2007-11-29 2013-06-05 株式会社リコー 電子写真感光体、画像形成方法、画像形成装置及び画像形成装置用プロセスカートリッジ
JP5549844B2 (ja) * 2009-10-02 2014-07-16 株式会社リコー 新規メチロール化合物とアルデヒド化合物、及び該メチロール化合物の製法
JP2011191744A (ja) * 2010-02-17 2011-09-29 Ricoh Co Ltd 電子写真感光体、及びそれを用いた画像形成方法、画像形成装置、画像形成装置用プロセスカートリッジ
JP2012015337A (ja) * 2010-06-30 2012-01-19 Fujifilm Corp 有機電界発光素子用材料、有機電界発光素子、及び有機電界発光素子の製造方法
JP5557624B2 (ja) 2010-06-30 2014-07-23 富士フイルム株式会社 組成物、並びに、該組成物を用いた膜、電荷輸送層、有機電界発光素子、及び電荷輸送層の形成方法
JP5862134B2 (ja) 2010-09-15 2016-02-16 株式会社リコー 電子写真感光体、画像形成方法、画像形成装置、及びプロセスカートリッジ
JP5614651B2 (ja) 2011-01-21 2014-10-29 株式会社リコー 電子写真感光体、及びそれを用いた画像形成方法、画像形成装置、画像形成装置用プロセスカートリッジ
JP5716962B2 (ja) 2011-07-20 2015-05-13 株式会社リコー 電子写真感光体、及びそれを用いた画像形成方法、画像形成装置、画像形成装置用プロセスカートリッジ

Family Cites Families (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3899328A (en) * 1973-05-07 1975-08-12 Xerox Corp Active matrix and intrinsic photoconductive polymer of a linear polysiloxane
JPS5595953A (en) * 1979-01-11 1980-07-21 Ricoh Co Ltd Electrophotographic photoreceptor
JPS61132954A (ja) * 1984-11-30 1986-06-20 Hitachi Chem Co Ltd 電子写真感光体
EP0224784A3 (de) * 1985-11-21 1988-09-28 BASF Aktiengesellschaft Carbazolsubstituierte Polysiloxane, daraus hergestellte feste, fotoleitfähige Schichten und diese enthaltende elektrofotographische Aufzeichnungsmaterialien
US5187310A (en) * 1990-03-14 1993-02-16 Kao Corporation Organic silicon compound, method of its production, and photoreceptor for electrophotography incorporating it
US5290963A (en) * 1990-05-12 1994-03-01 Kao Corporation Organic silicon compound, method of its production, and photoreceptor for electrophotography incorporating it
JPH04324454A (ja) * 1991-04-24 1992-11-13 Canon Inc 電子写真感光体及びその製造方法
US5300611A (en) * 1991-10-21 1994-04-05 Shin-Etsu Chemical Co., Ltd. Room temperature curable organopolysiloxane compositions
US5326661A (en) * 1991-11-13 1994-07-05 Hoechst Celanese Corp. Photorefractive polymers containing discrete photoconductive and electrooptical units
US5232801A (en) * 1991-12-23 1993-08-03 Eastman Kodak Company Hole-transport liquid crystalline polymeric compounds, electrophotographic elements comprising same, and electrophotographic process
US5230976A (en) * 1991-12-27 1993-07-27 Xerox Corporation Polymeric arylamine silane compounds and imaging members incorporating same
JPH05323634A (ja) * 1992-05-26 1993-12-07 Konica Corp 電子写真感光体
US5436099A (en) * 1993-12-21 1995-07-25 Xerox Corporation Photoreceptor with low surface energy overcoat
JPH0862864A (ja) * 1994-08-17 1996-03-08 Konica Corp 感光体
US5587224A (en) * 1995-03-27 1996-12-24 Xerox Corporation Developing apparatus including a coated developer roller
JP3486705B2 (ja) * 1995-05-25 2004-01-13 株式会社リコー ポリシロキサン化合物ならびにその製造方法及びそれを用いた電子写真用感光体
AU704760B2 (en) * 1995-11-06 1999-05-06 Dow Corning Asia Limited Method of manufacturing a cohydrolyzed polysiloxane electron-hole transfer material
JPH09124794A (ja) * 1995-11-06 1997-05-13 Dow Corning Asia Ltd 有機光機能材を含有するポリシロキサン樹脂組成物及びそれから得られる透明な光機能素子
JP3267519B2 (ja) * 1995-11-06 2002-03-18 キヤノン株式会社 電子写真感光体、該電子写真感光体を有するプロセスカートリッジ及び画像形成装置
JPH09188764A (ja) * 1995-11-06 1997-07-22 Dow Corning Asia Ltd ポリシロキサン正孔輸送材料の製造方法
JP3614222B2 (ja) * 1995-11-06 2005-01-26 ダウ コーニング アジア株式会社 ケイ素系正孔輸送材の製造方法
JP3916269B2 (ja) * 1995-11-06 2007-05-16 東レ・ダウコーニング株式会社 有機ケイ素変性電荷輸送性化合物及び該化合物を含有する電荷輸送能を有する硬化性組成物
JPH09127710A (ja) * 1995-11-06 1997-05-16 Dow Corning Asia Ltd ケイ素系正孔輸送材の製造方法

Also Published As

Publication number Publication date
TW362103B (en) 1999-06-21
JP3640444B2 (ja) 2005-04-20
DE69627105T2 (de) 2004-02-05
EP0771809A1 (en) 1997-05-07
EP0771809B1 (en) 2003-04-02
AU7059596A (en) 1997-05-15
US5840816A (en) 1998-11-24
AU705062B2 (en) 1999-05-13
CN1165154A (zh) 1997-11-19
JPH09124943A (ja) 1997-05-13
DE69627105D1 (de) 2003-05-08

Similar Documents

Publication Publication Date Title
KR970028878A (ko) 폴리실옥산 전하 전송 물질의 제조 방법
AU603865B2 (en) Organopolysiloxane fluids
KR890013143A (ko) 도로용 수지조성물
KR920004516A (ko) 박리 조절성 첨가제로서의 에폭시 관능화 실록산 수지 공중합체
AU574528B2 (en) Organopolysiloxane composition
TW350887B (en) Silicone emulsions, and their method for preparation and use
KR910014480A (ko) 열경화 보호 피복 조성물
KR840008672A (ko) 액체 오가노실록산 수지조성물
KR910018445A (ko) 필름 형성 공중합체 및 수증기 침투성 피복물에서의 이의 용도
RU2000100322A (ru) Галогенированные смоляные композиции
KR870006066A (ko) 경화성 폴리오르가노 실옥산 조성물
KR970027093A (ko) 광학적-작용 성분-함유 폴리실록산 수지 및 이로부터 제조된 투명 광학적-작용 소자
KR900016388A (ko) 실온 경화성 오르가노폴리실록산 조성물
KR900014526A (ko) 중성 경화 실리콘 밀봉제
KR970028851A (ko) 공가수분해된 폴리실옥산 전하 운반 물질의 제조방법
US4612055A (en) Stabilized blends of thiofunctional polysiloxane fluids and organopolysiloxane fluids and a process for stabilizing the same
KR950032238A (ko) 유기물질용 안정화제로서 유용한, 실란기를 함유하는 1-히드로카르빌옥시-피페리딘 화합물 및 이를 함유하는 조성물
KR970028879A (ko) 규소계 전하 전송 재료의 제조방법
GB1107005A (en) New organosilicon compounds and compositions containing them
KR910016818A (ko) 경화성 수지, 그의 제조 방법 및 전자부품용 보호막
KR860001148A (ko) 실온에서 경화가능한 오로가노폴리실록산 조성물
US4291144A (en) Epoxy-based curable compositions
KR830005289A (ko) 자외선 경화성 경(硬) 피막 조성물
US4497943A (en) Organocyclopolysiloxane and a room temperature curable composition containing same
KR910016854A (ko) 반도체 봉지용 에폭시 수지 조성물

Legal Events

Date Code Title Description
A201 Request for examination
E902 Notification of reason for refusal
E601 Decision to refuse application