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US4111850A Expired / Lapsed US ⏱️ 0.0 years remaining

Organic photoconductors and methods

Assignee: TE Connectivity Corp
•
Filing: 1977-02-16
•
Granted: 1978-09-05
•
Expires: 1997-02-16
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Abstract

Abstract Carbazole-based molecular photoconductive charge-transfer complexes are synthesized which are easily applied to electrode substrates. The carbazole-based complexes comprise 3-substituted carbazoles complexed with an electron acceptor molecule such as 2,4,7-trinitrofluorenone. In addition, the photoconductive response of polyvinylcarbazole-trinitrofluorenone complexes is improved by substitution of certain functional groups on the aromatic portions of the polymer. Also provided are methods for constructing photoconductive elements on thin semitransparent flexible substrates for use in many areas such as light sensitive switching functions, the photoconductors being applied from solution or suspension in a fast drying liquid onto an electrode assembly attached to a flexible plastic substrate.

Inventors

  • 👤 William David Kwalwasser

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 02:30
CPC Classifications
H; H10; H10K; H10K85/00; H10K85/10; H10K85/141; H10K85/146; H10K85/60; H10K85/649; H10K85/657; H10K85/6572; H10K30/00; H10K30/451; H10K30/50

Claims Analysis

Total Claims: 34
Claim 1
Independent Claim 38 words
A photoconductive, charge-transfer material comprising a complex of an electron acceptor molecule selected from the group consisting of 2,4,7-trinitro-9-fluorenone and 2,4,5,7-tetranitro-9-fluorenone, with a carbazole compound of the following formula: ##STR4## wherein R is ethyl and X is nitro.
Claim 2
Dependent Claim 38 words
A photoconductive, charge-transfer material comprising a complex of an electron acceptor molecule selected from the group consisting of 2,4,7-trinitro-9-fluorenone and 2,4,5,7-tetranitro-9-fluorenone, with a carbazole compound of the following formula: ##STR4## wherein R is ethyl and X is nitro.
Claim 3
Dependent Claim 38 words
A photoconductive, charge-transfer material comprising a complex of an electron acceptor molecule selected from the group consisting of 2,4,7-trinitro-9-fluorenone and 2,4,5,7-tetranitro-9-fluorenone, with a carbazole compound of the following formula: ##STR5## wherein R is ethyl and X is acetylamino.
Claim 4
Dependent Claim 38 words
A photoconductive, charge-transfer material comprising a complex of an electron acceptor molecule selected from the group consisting of 2,4,7-trinitro-9-fluorenone and 2,4,5,7-tetranitro-9-fluorenone, with a carbazole compound of the following formula: ##STR5## wherein R is ethyl and X is acetylamino.
Claim 5
Dependent Claim 38 words
A photoconductive, charge-transfer material comprising a complex of an electron acceptor molecule selected from the group consisting of 2,4,7-trinitro-9-fluorenone and 2,4,5,7-tetranitro-9-fluorenone, with a carbazole compound of the following formula: ##STR6## wherein R is ethyl and X is dibenzylamino.
Claim 6
Dependent Claim 38 words
A photoconductive, charge-transfer material comprising a complex of an electron acceptor molecule selected from the group consisting of 2,4,7-trinitro-9-fluorenone and 2,4,5,7-tetranitro-9-fluorenone, with a carbazole compound of the following formula: ##STR6## wherein R is ethyl and X is dibenzylamino.
Claim 7
Dependent Claim 38 words
A photoconductive, charge-transfer material comprising a complex of an electron acceptor molecule selected from the group consisting of 2,4,7-trinitro-9-fluorenone and 2,4,5,7-tetranitro-9-fluorenone, with a carbazole compound of the following formula: ##STR7## wherein R is ethyl and X is iodo.
Claim 8
Dependent Claim 38 words
A photoconductive, charge-transfer material comprising a complex of an electron acceptor molecule selected from the group consisting of 2,4,7-trinitro-9-fluorenone and 2,4,5,7-tetranitro-9-fluorenone, with a carbazole compound of the following formula: ##STR7## wherein R is ethyl and X is iodo.
Claim 9
Dependent Claim 38 words
A photoconductive, charge-transfer material comprising a complex of an electron acceptor molecule selected from the group consisting of 2,4,7-trinitro-9-fluorenone and 2,4,5,7-tetranitro-9-fluorenone, with a carbazole compound of the following formula: ##STR8## wherein R is ethyl and X is diphenylamino.
Claim 10
Dependent Claim 38 words
A photoconductive, charge-transfer material comprising a complex of an electron acceptor molecule selected from the group consisting of 2,4,7-trinitro-9-fluorenone and 2,4,5,7-tetranitro-9-fluorenone, with a carbazole compound of the following formula: ##STR8## wherein R is ethyl and X is diphenylamino.
Claim 11
Dependent Claim 38 words
A photoconductive, charge-transfer material comprising a complex of an electron acceptor molecule selected from the group consisting of 2,4,7-trinitro-9-fluorenone and 2,4,5,7-tetranitro-9-fluorenone, with a carbazole compound of the following formula: ##STR9## wherein R is ethyl and X is cyano.
Claim 12
Dependent Claim 38 words
A photoconductive, charge-transfer material comprising a complex of an electron acceptor molecule selected from the group consisting of 2,4,7-trinitro-9-fluorenone and 2,4,5,7-tetranitro-9-fluorenone, with a carbazole compound of the following formula: ##STR9## wherein R is ethyl and X is cyano.
Claim 13
Dependent Claim 43 words
A photoconductive, charge-transfer material comprising a complex of an electron acceptor molecule selected from the group consisting of 2,4,7-trinitro-9-fluorenone and 2,4,5,7-tetranitro-9-fluorenone, with a carbazole compound of the following formula: ##STR10## wherein X 1 is hydrogen, Y 1 is iodo and n is 3.
Claim 14
Dependent Claim 43 words
A photoconductive, charge-transfer material comprising a complex of an electron acceptor molecule selected from the group consisting of 2,4,7-trinitro-9-fluorenone and 2,4,5,7-tetranitro-9-fluorenone, with a carbazole compound of the following formula: ##STR10## wherein X 1 is hydrogen, Y 1 is iodo and n is 3.
Claim 15
Dependent Claim 42 words
A photoconductive, charge-transfer material comprising a complex of an electron acceptor molecule selected from the group consisting of 2,4,7-trinitro-9-fluorenone and 2,4,5,7-tetranitro-9-fluorenone, with a carbazole compound of the following formula: ##STR11## where X 1 and Y 1 are methyl, and n is 3.
Claim 16
Dependent Claim 42 words
A photoconductive, charge-transfer material comprising a complex of an electron acceptor molecule selected from the group consisting of 2,4,7-trinitro-9-fluorenone and 2,4,5,7-tetranitro-9-fluorenone, with a carbazole compound of the following formula: ##STR11## where X 1 and Y 1 are methyl, and n is 3.
Claim 17
Dependent Claim 43 words
A photoconductive, charge-transfer material comprising a complex of an electron acceptor molecule selected from the group consisting of 2,4,7-trinitro-9-fluorenone and 2,4,5,7-tetranitro-9-fluorenone, with a carbazole compound of the following formula: ##STR12## where X 1 is hydrogen, Y 1 is methoxy, and n is 3.
Claim 18
Dependent Claim 43 words
A photoconductive, charge-transfer material comprising a complex of an electron acceptor molecule selected from the group consisting of 2,4,7-trinitro-9-fluorenone and 2,4,5,7-tetranitro-9-fluorenone, with a carbazole compound of the following formula: ##STR12## where X 1 is hydrogen, Y 1 is methoxy, and n is 3.
Claim 19
Dependent Claim 74 words
A photoconductive, charge-transfer material comprising a complex of an electron acceptor molecule selected from the group consisting of 2,4,7-trinitro-9-fluorenone and 2,4,5,7-tetranitro-9-fluorenone, with a carbazole compound of the following formula: ##STR13## wherein X 2 is selected from the group consisting of bromo, iodo, nitro, amino, N-acetylamino, N,N-dibenzylamino, cyano, diphenylamino, formyl, acetyl, methyl, and methoxy, X 3 is hydrogen, or bromo when X 2 is bromo, and m is an integer indicating the polymer chain length.
Claim 20
Dependent Claim 74 words
A photoconductive, charge-transfer material comprising a complex of an electron acceptor molecule selected from the group consisting of 2,4,7-trinitro-9-fluorenone and 2,4,5,7-tetranitro-9-fluorenone, with a carbazole compound of the following formula: ##STR13## wherein X 2 is selected from the group consisting of bromo, iodo, nitro, amino, N-acetylamino, N,N-dibenzylamino, cyano, diphenylamino, formyl, acetyl, methyl, and methoxy, X 3 is hydrogen, or bromo when X 2 is bromo, and m is an integer indicating the polymer chain length.
Claim 21
Dependent Claim 15 words
A charge-transfer material according to claim 10 where X 2 and X 3 are bromo.
Claim 22
Dependent Claim 17 words
A charge-transfer material according to claim 10 where X 2 is iodo and X 3 is hydrogen.
Claim 23
Dependent Claim 17 words
A charge-transfer material according to claim 10 where X 2 is nitro and X 3 is hydrogen.
Claim 24
Dependent Claim 17 words
A charge-transfer material according to claim 10 where X 2 is acetylamino and X 3 is hydrogen.
Claim 25
Dependent Claim 3 words
The compound, 3-Dibenzylamino-N-ethylcarbazole.
Claim 26
Dependent Claim 3 words
The compound, 3-Dibenzylamino-N-ethylcarbazole.
Claim 27
Dependent Claim 3 words
The compound, 3-Diphenylamino-N-ethylcarbazole.
Claim 28
Dependent Claim 3 words
The compound, 3-Diphenylamino-N-ethylcarbazole.
Claim 29
Dependent Claim 3 words
The compound, Bis-1,3-(N-3'-iodocarbazolyl)propane.
Claim 30
Dependent Claim 3 words
The compound, Bis-1,3-(N-3'-iodocarbazolyl)propane.
Claim 31
Dependent Claim 3 words
The compound, Bis-1,3-(N-3'-methoxy-carbazolyl)propane.
Claim 32
Dependent Claim 3 words
The compound, Bis-1,3-(N-3'-methoxy-carbazolyl)propane.
Claim 33
Dependent Claim 3 words
The compound, Bis-1,3(N-3',6'-dibromocarbazolyl)propane.
Claim 34
Dependent Claim 3 words
The compound, Bis-1,3(N-3',6'-dibromocarbazolyl)propane.

References Cited (Backward Citations)

US3206306A Cited
US3287119A Cited
US3849130A Cited
US3811879A Cited
US3871880A Cited
US4026703A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-09-04 1982-03-06 1982-09-05 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-09-04 1986-03-06 1986-09-05 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-09-04 1990-03-06 1990-09-05 $7700.00 Window Closed / Lapsed

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