US4486520A
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US
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Photoconductive devices containing novel squaraine compositions
Assignee: Xerox Corp
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Filing: 1983-12-05
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Granted: 1984-12-04
•
Expires: 2003-12-05
Abstract
Abstract This invention is generally directed to fluorinated squaraine compositions of the formula: ##STR1## wherein R 1 , R 2 , R 3 , and R 4 , are independently selected from alkyl groups, containing from about 1 to about 20 carbon atoms, and layered photoresponsive devices containing such compositions.
Inventors
- 👤 John F. Yanus
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 09:18
CPC Classifications
G; G03; G03G; G03G5/00; G03G5/02; G03G5/04; G03G5/06; G03G5/0601; G03G5/0618; G03G5/0609; G03G5/0611; Y; Y10; Y10S; Y10S430/00; Y10S430/001; Y10S430/10
Claims Analysis
Total Claims: 46
Claim 1
Independent Claim
38 words
Photoresponsive fluorinated squaraine compositions of the following formulas: ##STR4## wherein R 1 , R 2 , R 3 , and R 4 , are independently selected from alkyl groups, containing from about 1 to about 20 carbon atoms.
Claim 2
Dependent Claim
38 words
Photoresponsive fluorinated squaraine compositions of the following formulas: ##STR4## wherein R 1 , R 2 , R 3 , and R 4 , are independently selected from alkyl groups, containing from about 1 to about 20 carbon atoms.
Claim 3
Dependent Claim
35 words
A fluorinated squaraine composition in accordance with claim 1 wherein R 1 , R 2 , R 3 and R 4 are alkyl groups containing from about one carbon atom to about 10 carbon atoms.
Claim 4
Dependent Claim
34 words
A fluorinated squaraine composition in accordance with claim 1 wherein R 1 , R 2 , R 3 and R 4 are selected from the group consisting of methyl, ethyl, propyl, butyl and pentyl.
Claim 5
Dependent Claim
6 words
The photoresponsive squaraine composition bis(4-[dimethylamino-2-fluorophenyl]) squaraine.
Claim 6
Dependent Claim
6 words
The photoresponsive squaraine composition bis(4-[dimethylamino-2-fluorophenyl]) squaraine.
Claim 7
Dependent Claim
5 words
The photoresponsive squaraine composition bis(4-N,N-diethylamino-2-fluorophenyl)squaraine.
Claim 8
Dependent Claim
5 words
The photoresponsive squaraine composition bis(4-N,N-diethylamino-2-fluorophenyl)squaraine.
Claim 9
Dependent Claim
34 words
An improved photoresponsive device comprised in the order stated of (1) a supporting substrate, (2) a photoconductive layer comprised of the fluorinated squaraine compositions of claim 1, and (3) a diamine hole transport layer.
Claim 10
Dependent Claim
33 words
An improved photoresponsive device comprised in the order stated of (1) a supporting substrate, (2) a diamine hole transport layer, and (3) a photoconductive layer comprised of the squaraine compositions of claim 1.
Claim 11
Dependent Claim
15 words
An improved photoresponsive device in accordance with claim 6 wherein the fluorinated squaraine is bis(4-dimethylamino-2-fluorophenyl)squaraine.
Claim 12
Dependent Claim
15 words
An improved photoresponsive device in accordance with claim 7 wherein the fluorinated squaraine is bis(4-dimethylamino-2-fluorophenyl)squaraine.
Claim 13
Dependent Claim
20 words
An improved photoresponsive device in accordance with claim 6 wherein the supporting substrate is aluminum, or an organic polymeric composition.
Claim 14
Dependent Claim
20 words
An improved photoresponsive device in accordance with claim 7 wherein the supporting substrate is aluminum, or an organic polymeric composition.
Claim 15
Dependent Claim
64 words
An improved photoresponsive device in accordance with claim 6 wherein the fluorinated squaraine composition is dispersed in a resinous binder in an amount of from about 5 percent by volume to about 95 percent by volume, and the diamine hole transport material is dispersed in a resinous binder in an amount of from about 10 percent by weight to about 75 percent by weight.
Claim 16
Dependent Claim
64 words
An improved photoresponsive device in accordance with claim 7 wherein the fluorinated squaraine composition is dispersed in a resinous binder in an amount of from about 5 percent by volume to about 95 percent by volume, and the diamine hole transport material is dispersed in a resinous binder in an amount of from about 10 percent by weight to about 75 percent by weight.
Claim 17
Dependent Claim
45 words
An improved photoresponsive device in accordance with claim 12 wherein the resinous binder for the squaraine composition is a polyester, polyvinylbutyral polyvinylcarbazole, or a phenoxy resin, and the resinous binder for the diamine hole transport material is a polycarbonate, a polyester, or a vinyl polymer.
Claim 18
Dependent Claim
45 words
An improved photoresponsive device in accordance with claim 13 wherein the resinous binder for the squaraine composition is a polyester, polyvinylbutyral polyvinylcarbazole, or a phenoxy resin, and the resinous binder for the diamine hole transport material is a polycarbonate, a polyester, or a vinyl polymer.
Claim 19
Dependent Claim
57 words
An improved photoresponsive device in accordance with claim 6 wherein the diamine composition comprises molecules of the formula: ##STR5## dispersed in a highly insulating and transparent organic resinous binder wherein X is selected from the group consisting of ortho (CH 3 ), meta (CH 3 ), para (CH 3 ), ortho (Cl), meta (Cl), or para (Cl).
Claim 20
Dependent Claim
57 words
An improved photoresponsive device in accordance with claim 7 wherein the diamine composition comprises molecules of the formula: ##STR6## dispersed in a highly insulating and transparent organic resinous binder wherein X is selected from the group consisting of ortho (CH 3 ), meta (CH 3 ), para (CH 3 ), ortho (Cl), meta (Cl), or para (Cl).
Claim 21
Dependent Claim
16 words
An improved photoresponsive device in accordance with claim 16 wherein the diamine is comprised of N,N'-diphenyl-N,N'-bis(3-methylphenyl)[1,1-biphenyl]-4,4'-diamine.
Claim 22
Dependent Claim
16 words
An improved photoresponsive device in accordance with claim 17 wherein the diamine is comprised of N,N'-diphenyl-N,N'-bis(3-methylphenyl)[1,1-biphenyl]-4,4'-diamine.
Claim 23
Dependent Claim
54 words
An improved photoresponsive device comprised in the order stated of the following layers, (1) a supporting substrate, (2) a metal oxide hole blocking layer, (3) an optional adhesive layer, (4) an inorganic photogenerating layer, (5) a photoconductive composition comprised of the fluorinated squaraine compositions of claim 1, and (6) a diamine hole transport layer.
Claim 24
Dependent Claim
54 words
An improved photoresponsive device comprised in the order stated of the following layers, (1) a supporting substrate, (2) a metal oxide hole blocking layer, (3) an optional adhesive layer, (4) a photoconductive composition comprised of the fluorinated squaraine compositions of claim 1, (5) an inorganic photogenerating layer, and (6) a diamine hole transport layer.
Claim 25
Dependent Claim
16 words
An improved photoresponsive device in accordance with claim 20 wherein the fluorinated squaraine composition is bis(4-dimethylamino-2-fluorophenyl)squaraine.
Claim 26
Dependent Claim
16 words
An improved photoresponsive device in accordance with claim 21 wherein the fluorinated squaraine composition is bis(4-dimethylamino-2-fluorophenyl)squaraine.
Claim 27
Dependent Claim
33 words
An improved photoresponsive device in accordance with claim 20 wherein the supporting substrate is comprised of a conductive metallic substance, or an insulating polymeric composition optionally containing on its surface a semiconductive material.
Claim 28
Dependent Claim
33 words
An improved photoresponsive device in accordance with claim 21 wherein the supporting substrate is comprised of a conductive metallic substance, or an insulating polymeric composition optionally containing on its surface a semiconductive material.
Claim 29
Dependent Claim
26 words
An improved photoresponsive device in accordance with claim 24 wherein the conductive substrate is aluminum, and the semiconductive material is transmissive aluminum, or indium tin oxide.
Claim 30
Dependent Claim
26 words
An improved photoresponsive device in accordance with claim 25 wherein the conductive substrate is aluminum, and the semiconductive material is transmissive aluminum, or indium tin oxide.
Claim 31
Dependent Claim
57 words
An improved photoresponsive device in accordance with claim 20 wherein the diamine composition comprises molecules of the formula: ##STR7## dispersed in a highly insulating and transparent organic resinous material wherein X is selected from the group consisting of ortho (CH 3 ), meta (CH 3 ), para (CH 3 ), ortho (Cl), meta (Cl), or para (Cl).
Claim 32
Dependent Claim
57 words
An improved photoresponsive device in accordance with claim 21 wherein the diamine composition comprises molecules of the formula: ##STR8## dispersed in a highly insulating and transparent organic resinous material wherein X is selected from the group consisting of ortho (CH 3 ), meta (CH 3 ), para (CH 3 ), ortho (Cl), meta (Cl), or para (Cl).
Claim 33
Dependent Claim
28 words
An improved photoresponsive device in accordance with claim 28 wherein the resinous binder for the diamine hole transport material is a polycarbonate, a polyester, or a vinyl polymer.
Claim 34
Dependent Claim
28 words
An improved photoresponsive device in accordance with claim 29 wherein the resinous binder for the diamine hole transport material is a polycarbonate, a polyester, or a vinyl polymer.
Claim 35
Dependent Claim
16 words
An improved photoresponsive device in accordance with claim 28 wherein the diamine is comprised of N,N'-diphenyl-N,N'-bis(3-methylphenyl)-[1,1-biphenyl]-4,4'-diamine.
Claim 36
Dependent Claim
16 words
An improved photoresponsive device in accordance with claim 29 wherein the diamine is comprised of N,N'-diphenyl-N,N'-bis(3-methylphenyl-[1,1-biphenyl]-4,4'-diamine.
Claim 37
Dependent Claim
29 words
An improved photoresponsive device in accordance with claim 20 wherein the photogenerating layer is comprised of selenium, a halogen doped selenium substance, selenium alloys, or halogen doped selenium alloys.
Claim 38
Dependent Claim
29 words
An improved photoresponsive device in accordance with claim 21 wherein the photogenerating layer is comprised of selenium, a halogen doped selenium substance, selenium alloys, or halogen doped selenium alloys.
Claim 39
Dependent Claim
24 words
An improved photoresponsive device in accordance with claim 34 wherein the selenium alloy is comprised of selenium tellurium, selenium arsenic, or selenium tellurium arsenic.
Claim 40
Dependent Claim
24 words
An improved photoresponsive device in accordance with claim 35 wherein the selenium alloy is comprised of selenium tellurium, selenium arsenic, or selenium tellurium arsenic.
Claim 41
Dependent Claim
29 words
An improved photoresponsive device in accordance with claim 34 wherein the selenium alloy is doped with chlorine in an amount of from about 50 ppm to about 200 ppm.
Claim 42
Dependent Claim
29 words
An improved photoresponsive device in accordance with claim 35 wherein the selenium alloy is doped with chlorine in an amount of from about 50 ppm to about 200 ppm.
Claim 43
Dependent Claim
16 words
An improved photoresponsive device in accordance with claim 20 wherein the photogenerating layer is trigonal selenium.
Claim 44
Dependent Claim
16 words
An improved photoresponsive device in accordance with claim 21 wherein the photogenerating layer is trigonal selenium.
Claim 45
Dependent Claim
29 words
An improved photoresponsive device in accordance with claim 20 wherein the photogenerating layer is comprised of Na 2 SeO 3 and Na 2 CO 3 doped with trigonal selenium.
Claim 46
Dependent Claim
29 words
An improved photoresponsive device in accordance with claim 21 wherein the photogenerating layer is comprised of Na 2 SeO 3 and Na 2 CO 3 doped with trigonal selenium.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1987-12-04 | 1988-06-04 | 1988-12-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-12-04 | 1992-06-04 | 1992-12-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-12-04 | 1996-06-04 | 1996-12-04 | $7700.00 | Window Closed / Lapsed |