WO1997033193A3 - Cross-linkable or chain extendable polyarylpolyamines and films thereof - Google Patents

Cross-linkable or chain extendable polyarylpolyamines and films thereof Download PDF

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Publication number
WO1997033193A3
WO1997033193A3 PCT/US1997/002643 US9702643W WO9733193A3 WO 1997033193 A3 WO1997033193 A3 WO 1997033193A3 US 9702643 W US9702643 W US 9702643W WO 9733193 A3 WO9733193 A3 WO 9733193A3
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WO
WIPO (PCT)
Prior art keywords
independently
group
occurrence
films
groups
Prior art date
Application number
PCT/US1997/002643
Other languages
French (fr)
Other versions
WO1997033193A2 (en
Inventor
Edmund P Woo
Michael Inbasekaran
William R Shiang
Gordon R Roof
Weishi Wu
Original Assignee
Dow Chemical Co
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 Dow Chemical Co filed Critical Dow Chemical Co
Priority to AU22776/97A priority Critical patent/AU2277697A/en
Publication of WO1997033193A2 publication Critical patent/WO1997033193A2/en
Publication of WO1997033193A3 publication Critical patent/WO1997033193A3/en

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    • H—ELECTRICITY
    • H05—ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
    • H05B—ELECTRIC HEATING; ELECTRIC LIGHT SOURCES NOT OTHERWISE PROVIDED FOR; CIRCUIT ARRANGEMENTS FOR ELECTRIC LIGHT SOURCES, IN GENERAL
    • H05B33/00—Electroluminescent light sources
    • H05B33/12—Light sources with substantially two-dimensional radiating surfaces
    • H05B33/14—Light sources with substantially two-dimensional radiating surfaces characterised by the chemical or physical composition or the arrangement of the electroluminescent material, or by the simultaneous addition of the electroluminescent material in or onto the light source
    • 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
    • G03G5/07—Polymeric photoconductive materials
    • G03G5/075—Polymeric photoconductive materials obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • G03G5/076—Polymeric photoconductive materials obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds having a photoconductive moiety in the polymer backbone
    • G03G5/0763—Polymeric photoconductive materials obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds having a photoconductive moiety in the polymer backbone comprising arylamine moiety
    • G03G5/0764—Polymeric photoconductive materials obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds having a photoconductive moiety in the polymer backbone comprising arylamine moiety triarylamine
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
    • C08G73/02—Polyamines
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
    • C08G73/02—Polyamines
    • C08G73/026—Wholly aromatic polyamines
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K50/00—Organic light-emitting devices
    • H10K50/10—OLEDs or polymer light-emitting diodes [PLED]
    • H10K50/11—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K50/00—Organic light-emitting devices
    • H10K50/10—OLEDs or polymer light-emitting diodes [PLED]
    • H10K50/14—Carrier transporting layers
    • H10K50/15—Hole transporting layers
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/10—Organic polymers or oligomers
    • H10K85/111—Organic polymers or oligomers comprising aromatic, heteroaromatic, or aryl chains, e.g. polyaniline, polyphenylene or polyphenylene vinylene
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/60—Organic compounds having low molecular weight
    • H10K85/631—Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K2102/00—Constructional details relating to the organic devices covered by this subclass
    • H10K2102/10—Transparent electrodes, e.g. using graphene
    • H10K2102/101—Transparent electrodes, e.g. using graphene comprising transparent conductive oxides [TCO]
    • H10K2102/103—Transparent electrodes, e.g. using graphene comprising transparent conductive oxides [TCO] comprising indium oxides, e.g. ITO
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/60—Organic compounds having low molecular weight
    • H10K85/615—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene

Abstract

A compound of formula (XVI), wherein R1 is independently in each occurrence hydrogen or formula (i); Ar1 independently in each occurrence is a C6-20 aromatic group or C3-20 heterocyclic group, optionally substituted with up to 5 C1-10 alkyl, alkoxy, thioalkoxy, aryloxy, or tertiary amine groups; Ar2 is independently in each occurrence a C6-20 aromatic group, optionally substituted with up to 4 C1-10 alkyl, alkoxy, or thioalkoxy groups; E1 is independently in each occurrence a C1-20 hydrocarbyl radical, or a group capable of chemically reacting in a chain-reaction or step-reaction polymerization process at a temperature of less than 300 °C at 1 atmosphere, with the identical group or other reactive groups attached to a separate monomer or polymer species, forming a covalent bond therebetween; and wherein the nitrogen atoms attached to the Ar2 groups are located in positions which permit them to be in conjugation with any other nitrogen atom attached to the same Ar2 group; q is an integer of from 1 to 4; and s is an integer from 1 to 4. Films of the compounds of the invention, as well as films of polymers of cross-linkable species of such compounds, are efficient in the transport of positive charges when exposed to relatively low voltage levels.
PCT/US1997/002643 1996-02-23 1997-02-20 Cross-linkable or chain extendable polyarylpolyamines and films thereof WO1997033193A2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU22776/97A AU2277697A (en) 1996-02-23 1997-02-20 Cross-linkable or chain extendable polyarylpolyamines and films thereof

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US60618096A 1996-02-23 1996-02-23
US08/606,180 1996-02-23
US69628096A 1996-08-13 1996-08-13
US08/696,280 1996-08-13

Publications (2)

Publication Number Publication Date
WO1997033193A2 WO1997033193A2 (en) 1997-09-12
WO1997033193A3 true WO1997033193A3 (en) 2002-09-26

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1997/002643 WO1997033193A2 (en) 1996-02-23 1997-02-20 Cross-linkable or chain extendable polyarylpolyamines and films thereof

Country Status (2)

Country Link
AU (1) AU2277697A (en)
WO (1) WO1997033193A2 (en)

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WO1997005184A1 (en) 1995-07-28 1997-02-13 The Dow Chemical Company 2,7-aryl-9-substituted fluorenes and 9-substituted fluorene oligomers and polymers
US6727008B1 (en) * 1997-04-30 2004-04-27 Agilent Technologies, Inc. Oxadiazole blue-emitting organic LED's
US6309763B1 (en) 1997-05-21 2001-10-30 The Dow Chemical Company Fluorene-containing polymers and electroluminescent devices therefrom
JP3871405B2 (en) * 1997-08-07 2007-01-24 三井化学株式会社 Process for producing 4,4 ', 4 "-tris (N, N-diarylamino) triphenylamines and 4,4', 4" -tris (N-arylamino) triphenylamines
US5777070A (en) * 1997-10-23 1998-07-07 The Dow Chemical Company Process for preparing conjugated polymers
KR100697861B1 (en) * 1998-03-13 2007-03-22 캠브리지 디스플레이 테크놀로지 리미티드 Electroluminescent devices
US6180303B1 (en) 1998-06-12 2001-01-30 Canon Kabushiki Kaisha Electrophotographic photosensitive member, process cartridge and electrophotographic apparatus, and process for producing the same photosensitive member
US6416915B1 (en) 1998-11-13 2002-07-09 Canon Kabushiki Kaisha Electrophotographic photosensitive member, process cartridge and electrophotographic apparatus
JP4581152B2 (en) * 1999-01-25 2010-11-17 住友化学株式会社 Method for manufacturing organic electroluminescence element
CA2360644A1 (en) * 1999-02-04 2000-08-10 The Dow Chemical Company Fluorene copolymers and devices made therefrom
US6383664B2 (en) 1999-05-11 2002-05-07 The Dow Chemical Company Electroluminescent or photocell device having protective packaging
JP3793537B2 (en) * 1999-12-20 2006-07-05 松下電器産業株式会社 Thin film EL device
US6242152B1 (en) 2000-05-03 2001-06-05 3M Innovative Properties Thermal transfer of crosslinked materials from a donor to a receptor
WO2003031362A1 (en) 2001-10-05 2003-04-17 Dow Global Technologies Inc. Coated glass for use in displays and other electronic devices
JP3996036B2 (en) * 2001-11-19 2007-10-24 三菱化学株式会社 Aromatic diamine-containing polymer compound and organic electroluminescence device using the same
JP2005513788A (en) 2001-12-19 2005-05-12 アベシア・リミテッド Organic field effect transistor with organic dielectric
US20040004433A1 (en) 2002-06-26 2004-01-08 3M Innovative Properties Company Buffer layers for organic electroluminescent devices and methods of manufacture and use
US6916902B2 (en) 2002-12-19 2005-07-12 Dow Global Technologies Inc. Tricyclic arylamine containing polymers and electronic devices therefrom
KR20060025538A (en) 2003-05-30 2006-03-21 코비온 올가닉 세미콘덕터스 게엠베하 Polymer
EP2592905B1 (en) 2003-07-31 2014-11-12 Mitsubishi Chemical Corporation Compound, charge transporting material and organic electroluminescent element
WO2006062062A1 (en) 2004-12-10 2006-06-15 Pioneer Corporation Organic compound, charge-transporting material, and organic electroluminescent element
JP4813092B2 (en) * 2005-05-19 2011-11-09 株式会社リコー Electrophotographic photosensitive member, image forming method using the same, image forming apparatus, and process cartridge for image forming apparatus
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WO2006121187A1 (en) * 2005-05-10 2006-11-16 Ricoh Company, Ltd. Acrylic ester compound and manufacturing intermediate thereof, method for manufacturing acrylic ester compound, and latent electrostatic image bearing member, image forming method, image forming apparatus and process cartridge
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KR101669559B1 (en) * 2008-11-18 2016-10-28 닛산 가가쿠 고교 가부시키 가이샤 Aminobenzene compositions and related devices and methods
CN107068914B (en) * 2010-07-02 2020-05-08 日产化学工业株式会社 Hole transport compositions and related devices and methods (I)
JP5601064B2 (en) 2010-07-21 2014-10-08 富士ゼロックス株式会社 Photoelectric conversion device, electrophotographic photosensitive member, process cartridge, and image forming apparatus
US8748070B2 (en) 2011-01-28 2014-06-10 Fuji Xerox Co., Ltd. Thiol group-containing charge transporting material, thiol group-containing charge transporting material-dissolving solution, photoelectric conversion device, electrophotographic photoreceptor, image forming apparatus, and process cartridge
WO2013069432A1 (en) * 2011-11-07 2013-05-16 昭和電工株式会社 Organic light emitting element, method for manufacturing same, and use of same
JP6242151B2 (en) * 2012-11-19 2017-12-06 キヤノン株式会社 Electrophotographic photosensitive member, method for manufacturing electrophotographic photosensitive member, process cartridge, and electrophotographic apparatus
JP6242152B2 (en) * 2012-11-19 2017-12-06 キヤノン株式会社 Electrophotographic photosensitive member, method for manufacturing electrophotographic photosensitive member, process cartridge, and electrophotographic apparatus
JP6648692B2 (en) * 2014-03-27 2020-02-14 日産化学株式会社 Charge transporting varnish
CN104447826A (en) * 2014-10-30 2015-03-25 绵阳达高特新材料有限公司 1,2-dihydrocyclobuteno[alpha]naphthyridine-4-boronic acid compound and preparation method thereof
KR102466300B1 (en) * 2015-02-27 2022-11-14 닛산 가가쿠 가부시키가이샤 Fluorine atom-containing polymer and use thereof
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Also Published As

Publication number Publication date
AU2277697A (en) 1997-09-22
WO1997033193A2 (en) 1997-09-12

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