GB1037771A - Compositions for use as photo-conductors - Google Patents

Compositions for use as photo-conductors

Info

Publication number
GB1037771A
GB1037771A GB4681562A GB4681562A GB1037771A GB 1037771 A GB1037771 A GB 1037771A GB 4681562 A GB4681562 A GB 4681562A GB 4681562 A GB4681562 A GB 4681562A GB 1037771 A GB1037771 A GB 1037771A
Authority
GB
United Kingdom
Prior art keywords
ethyl
toluene
toluene sulphonate
methyl
compound
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
GB4681562A
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.)
3M Co
Original Assignee
Minnesota Mining and Manufacturing 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 Minnesota Mining and Manufacturing Co filed Critical Minnesota Mining and Manufacturing Co
Publication of GB1037771A publication Critical patent/GB1037771A/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
    • G03G5/0622—Heterocyclic compounds
    • G03G5/0624—Heterocyclic compounds containing one hetero ring
    • G03G5/0627—Heterocyclic compounds containing one hetero ring being five-membered
    • G03G5/0631—Heterocyclic compounds containing one hetero ring being five-membered containing two hetero atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
    • C07D277/62—Benzothiazoles
    • C07D277/64—Benzothiazoles with only hydrocarbon or substituted hydrocarbon radicals attached in position 2
    • C07D277/66—Benzothiazoles with only hydrocarbon or substituted hydrocarbon radicals attached in position 2 with aromatic rings or ring systems directly attached in position 2
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
    • C09B23/0091—Methine or polymethine dyes, e.g. cyanine dyes having only one heterocyclic ring at one end of the methine chain, e.g. hemicyamines, hemioxonol
    • 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
    • G03G5/09—Sensitisors or activators, e.g. dyestuffs

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Photoreceptors In Electrophotography (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Abstract

2 - (4 - diethylaminophenyl) - 3 - ethyl - 6-methyl - benzothiazolium p - toluene sulphonate is prepared by refluxing a mixture of dehydrothio - p - toluidine [2 - (4 - aminophenyl) - 6 - methyl - benzothiazole], ethyl p-toluene sulphonate, potassium carbonate, and o-dichlorobenzene. The reaction mixture is worked-up to obtain 2-(4-diethylaminophenyl)-6-methyl-benzothiazol which after purification is heated with ethyl p-toluene sulphonate to obtain the crude product. The corresponding tri-benzyl compound is obtained by heating dehydrothio-p-toluidine in o-dichlorobenzene with benzyl chloride and potassium carbonate. Potassium iodide is used as a catalyst. After purification the dibenzyl-amino derivative obtained is heated with benzyl bromide to give a mixture from which the tribenzyl compound may be obtained. The corresponding trimethyl compound [(2:4 dimethylaminophenyl) - 3:6 - dimethyl - benzothiazolium p-toluene sulphonate] is obtained by the action of ethyl p-toluene sulphonate on the quaternary chloride.ALSO:In the production of electrophotographic materials zinc oxide is dispersed in a toluene or toluene-methanol solution of a styrene-butadiene (7:3 parts by weight) copolymer and small quantities of organic dyestuffs are added. Dyestuffs identified are alphazurine 2G, Phloxine B, S1334 Pina, the triethylamine salt of 3 - carboxymethyl - 5 - (3 - ethyl - 2 - benzo-thiazolylidene) - rhodanine, and several compounds having the nucleus <FORM:1037771/C3/1>
GB4681562A 1961-12-11 1962-12-11 Compositions for use as photo-conductors Expired GB1037771A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US15852661A 1961-12-11 1961-12-11

Publications (1)

Publication Number Publication Date
GB1037771A true GB1037771A (en) 1966-08-03

Family

ID=22568535

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4681562A Expired GB1037771A (en) 1961-12-11 1962-12-11 Compositions for use as photo-conductors

Country Status (3)

Country Link
CH (1) CH462628A (en)
DE (1) DE1497010B1 (en)
GB (1) GB1037771A (en)

Also Published As

Publication number Publication date
CH462628A (en) 1968-09-15
DE1497010B1 (en) 1970-04-09

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