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US4853310A Expired / Lapsed US ⏱️ 0.0 years remaining

Triiolide salts of cyanine dyes suitable for sensitization of photoconductive systems

Assignee: 3M Co
•
Filing: 1988-05-20
•
Granted: 1989-08-01
•
Expires: 2008-05-20
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Abstract

Abstract Cyanine dyes, particularly indocyanine dyes, having at least 7 carbon atoms in the polymethine chain which may possess a fused cyclopentene or cyclohexene ring in the form of a tri-iodide salt exhibit a substantial reduction in the propensity to associate compared to dyes having the identical cation but different anion. The tri-iodide salts are particularly useful as sensitizers in organic photoconductor systems.

Inventors

  • 👤 David E. Brown
  • 👤 Louis M. Leichter

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 15:30
CPC Classifications
G; G03; G03G; G03G5/00; G03G5/02; G03G5/04; G03G5/06; G03G5/0664; G03G5/0666; G03G5/0668; G03G5/067; C; C09; C09B; C09B23/00; C09B23/0066

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 51 words
A photoconductor composition comprising an organic photoconductor compound in admixture with a sensitising dye characterised in that the sensitising dye is a cyanine dye having a polymethine chain of at least 7 carbon atoms and at least 10 molar percent of the dye is in the form of a tri-iodide salt.
Claim 2
Dependent Claim 51 words
A photoconductor composition comprising an organic photoconductor compound in admixture with a sensitising dye characterised in that the sensitising dye is a cyanine dye having a polymethine chain of at least 7 carbon atoms and at least 10 molar percent of the dye is in the form of a tri-iodide salt.
Claim 3
Dependent Claim 21 words
A photoconductor composition as claimed in claim 1 characterised in that the polymethine chain includes a fused cyclopentene or cyclohexene ring.
Claim 4
Dependent Claim 27 words
A photoconductor composition as claimed in claim 1 characterised in that at least 50 molar percent of the dye is in the form of a tri-iodide salt.
Claim 5
Dependent Claim 24 words
A photoconductor composition as claimed in claim 3 characterised in that substantially all of the dye is in the form of a tri-iodide salt.
Claim 6
Dependent Claim 231 words
A photoconductor composition as claimed in claim 3 in which the sensitising dye has the general formula ##STR9## in which: n and m are 0 or integers such that (n+m) is at least 2, each R 1 independently represents a substituent of up to 20 carbon atoms selected from the optionally substituted acyclic hydrocarbon groups, alkaryl groups and aryl groups, A is selected from -CH═CH-CH═ ##STR10## in which R 2 is selected from hydrogen, halogen, cyano, alkyl of up to 18 carbon atoms, alkoxy of up to 18 carbon atoms, phenoxy, aryl of up to 20 carbon atoms, amino, thiophenyl, thioalkyl of up to 18 carbon atoms, R 10 represents one or more substituents selected from alkyl groups of up to 4 carbon atoms, aryl of up to 20 carbon atoms, cyano, halogen and hydrogen, each Y is independently selected from S and CR 3 R 4 in which R 3 and R 4 independently represent a substituted or non-substituted, aliphatic group of up to 20 carbon atoms, or R 3 and R 4 together represent the necessary atoms to complete a 5- or 6-membered carbocyclic ring, each Z independently represents one or more substituents selected from hydrogen, halogen, nitro, cyano, optionally substituted alkylsulphonyl, optionally substituted arylsulphonyl and optionally substituted arylcarbonyl, in which the alkyl and aryl groups contain up to 12 carbon atoms, and X - represents a tri-iodide anion.
Claim 7
Dependent Claim 31 words
A photoconductor composition as claimed in claim 5 characterised in that R 1 represents an alkyl group of 1 to 13 carbon atoms, Y represent CR 3 R 4 and n=m=1.
Claim 8
Dependent Claim 65 words
A photoconductor composition as claimed in claim 5 characterised in that the dye is of the formula (II) ##STR11## in which: X - represents a tri-iodide anion, R 10 is as defined in claim 5, and R 5 represents C 6 H 5 SO 2 , CF 3 SO 2 , CH 3 SO 2 NO 2 or C 6 H 5 OSO 2 .
Claim 9
Dependent Claim 18 words
A photoconductor composition as claimed in claim 1 characterised in that the photoconductor compound comprises a bis(benzo-[a]carbazolyl)aryl methane.
Claim 10
Dependent Claim 17 words
A photoconductor composition as claimed in claim 8 characterised in that the photoconductor compound comprises Bis-(N-ethylbenzo-1,2,-carbazolyl)phenyl methane.
Claim 11
Dependent Claim 45 words
A photoconductor composition as claimed in claim 3 characterised in that the sensitising dye is present in the range 0.01 to 10% by weight of the photoconductor and the composition additionally comprises a binder in an amount up to 85% by weight of the composition.
Claim 12
Dependent Claim 50 words
A photosensitive element comprising a support, the surface of which is electrically conducting or is made electrically conductive by the provision of a conductive layer, the electrically conductive surface having coated thereon a photosensitive layer characterised in that the photosensitive layer comprises a photoconductive material as claimed in claim 2.

References Cited (Backward Citations)

US4337305A Cited
JPS59217761A Cited
US4617247A Cited
JPS61248789A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1992-07-31 1993-01-30 1993-08-01 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1996-07-31 1997-01-30 1997-08-01 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2000-07-31 2001-01-30 2001-08-01 $7700.00 Window Closed / Lapsed

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