GB1184226A - Electro-Photographic Material - Google Patents

Electro-Photographic Material

Info

Publication number
GB1184226A
GB1184226A GB34651/67A GB3465167A GB1184226A GB 1184226 A GB1184226 A GB 1184226A GB 34651/67 A GB34651/67 A GB 34651/67A GB 3465167 A GB3465167 A GB 3465167A GB 1184226 A GB1184226 A GB 1184226A
Authority
GB
United Kingdom
Prior art keywords
dimethyl
dodecano
triphenylanthracene
phenylanthracene
diphenylanthracene
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.)
Expired
Application number
GB34651/67A
Inventor
Jerry Blair Miller
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.)
Eastman Kodak Co
Original Assignee
Eastman Kodak 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 Eastman Kodak Co filed Critical Eastman Kodak Co
Publication of GB1184226A publication Critical patent/GB1184226A/en
Expired 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
    • 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
    • G03G5/0605—Carbocyclic compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
    • C07C1/20—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms
    • C07C1/22—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms by reduction
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00—Systems containing at least three condensed rings
    • C07C2603/02—Ortho- or ortho- and peri-condensed systems
    • C07C2603/04—Ortho- or ortho- and peri-condensed systems containing three rings
    • C07C2603/22—Ortho- or ortho- and peri-condensed systems containing three rings containing only six-membered rings
    • C07C2603/24—Anthracenes; Hydrogenated anthracenes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Photoreceptors In Electrophotography (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

1,184,226. Anthracene derivatives. EASTMAN KODAK CO. 27 July, 1967 [1 Aug., 1966], No. 34651/67. Heading C5E. [Also in Division H1] Compounds are disclosed of formula wherein R, R 2 and R 3 are H, alkyl (1-4 C atoms) or aryl and R 1 and R 4 are H, alkyl (1-4 C atoms) or aryl or together are an alkylene chain (10-16 C atoms) provided when R 1 and R 4 or R 2 'and R 3 are each H then the other pair are not H. The compounds specifically exemplified are triphenylanthracenes with or without dimethyl, diethyl, dipropyl or dibutyl groups; diphenylanthracene with or without a dipropyl group or decano, dodecano or hexadecano bridging group; or phenylanthracene with a dimethyl or dibutyl group. These compounds may be made from an epoxide, glycol or phthalan which yields a hydroxy carbonium ion upon treatment with acid, the resulting intermediate undergoing internal alkylation of the aromatic ring and dehydration or aromatic transannular cyclo-dehydration to yield an anthracene derivative. 2,3-Dimethyl-9-phenylanthracene is made by reducing 1,2-dibenzoyl- 4,5-dimethyl benzene with NaBH 4 , in diglyme, the intermediate being recrystallized and treated with acetic acid and HBr to give the anthracene. 1,4 - Diethyl - 2,3,9 - triphenylanthracene and 1,4-dibutyl 9-phenylanthracene may be made similarly. 1,3,4,7 - Tetraphenylphthalan is treated with acetic anhydride and the intermediate recrystallized from acetic acid to afford 1,4,9 - triphenylanthracene. 2,3,9 - Triphenylanthracene and 1,4-diphenylanthracene may be likewise made. 1 ,4-Dodecano-2,3-diphenylanthracene is prepared by treating 2,5-dodecano- 3,4 - diphenyl cyclopentadienone with 3- amino-2-naphthoic acid and isoamyl nitrite, adding caustic soda and isolating the product.
GB34651/67A 1966-08-01 1967-07-27 Electro-Photographic Material Expired GB1184226A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US56906466A 1966-08-01 1966-08-01

Publications (1)

Publication Number Publication Date
GB1184226A true GB1184226A (en) 1970-03-11

Family

ID=24273945

Family Applications (1)

Application Number Title Priority Date Filing Date
GB34651/67A Expired GB1184226A (en) 1966-08-01 1967-07-27 Electro-Photographic Material

Country Status (5)

Country Link
US (1) US3549361A (en)
BE (1) BE701953A (en)
DE (1) DE1597823B2 (en)
FR (1) FR1552858A (en)
GB (1) GB1184226A (en)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3711567A (en) * 1970-12-16 1973-01-16 American Cyanamid Co Bis-triphenylenes and use in photochromic and luminescent compositions
US3954906A (en) * 1973-02-20 1976-05-04 Xerox Corporation Ambipolar photoconductive composition
US4052205A (en) * 1975-09-24 1977-10-04 Xerox Corporation Photoconductive imaging member with substituted anthracene plasticizer
US4341852A (en) * 1980-10-02 1982-07-27 Eastman Kodak Company Polycyanoanthracenes and use as sensitizers for electrophotographic compositions
US6852429B1 (en) 2003-08-06 2005-02-08 Canon Kabushiki Kaisha Organic electroluminescent device based on pyrene derivatives
WO2009133917A1 (en) * 2008-04-30 2009-11-05 出光興産株式会社 Anthracene derivative and organic electroluminescent element using the same
WO2009142230A1 (en) * 2008-05-20 2009-11-26 出光興産株式会社 Anthracene derivative and organic electroluminescent device using the same
US7985521B2 (en) * 2008-05-30 2011-07-26 Xerox Corporation Anthracene containing photoconductors

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3041166A (en) * 1958-02-12 1962-06-26 Xerox Corp Xerographic plate and method
BE592291A (en) * 1959-06-25
US3245833A (en) * 1964-04-20 1966-04-12 Eastman Kodak Co Electrically conductive coatings
BE614048A (en) * 1961-02-20
US3287122A (en) * 1961-07-24 1966-11-22 Azoplate Corp Process for the sensitization of photoconductors
BE623972A (en) * 1961-10-23

Also Published As

Publication number Publication date
DE1597823A1 (en) 1970-08-27
BE701953A (en) 1968-01-02
US3549361A (en) 1970-12-22
FR1552858A (en) 1969-01-10
DE1597823B2 (en) 1971-12-23

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PCNP Patent ceased through non-payment of renewal fee