US4471041A
Expired / Lapsed
US
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Photoconductive devices containing novel squaraine compositions
Assignee: Xerox Corp
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Filing: 1983-05-09
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Granted: 1984-09-11
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Expires: 2003-05-09
Abstract
Abstract An improved photoresponsive device comprised in the order stated of (1) a supporting substrate, (2) a photoconductive layer comprised of squaraine compositions of the following formula: ##STR1## wherein Ar is selected from the moieties specified resulting in the following -squaraines: I. bis-9-(8-hydroxyjulolidinyl)squaraine ##STR2## II. bis-9-(8,10-dihydroxyjulolidinyl)squaraine ##STR3## III. bis(4-dimethylamino-2-methylthiophenyl)squaraine ##STR4## and IV. bis(2,6-dihydroxy-4-dimethylaminophenyl)squaraine ##STR5## and (3) a diamine hole transport layer.
Inventors
- 👤 Giuseppa Baranyi
- 👤 Richard A. Burt
- 👤 Cheng-Kuo Hsiao
- 👤 Peter M. Kazmaier
- 👤 Kathleen M. Carmichael
- 👤 Anthony M. Horgan
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 17:20
CPC Classifications
G; G03; G03G; G03G5/00; G03G5/02; G03G5/04; G03G5/06; G03G5/0601; G03G5/062; G03G5/0609; G03G5/0611
Claims Analysis
Total Claims: 47
Claim 1
Independent Claim
62 words
An improved photoresponsive device comprised in the order stated of (1) a supporting substrate, (2) a photoconductive layer consisting essentially of of squaraine compositions of the following formula: ##STR13## wherein Ar is selected from the moieties specified resulting in the following squaraines: I. bis-9-(8-hydroxyjulolidinyl)squaraine ##STR14## II. bis-9-(8,10-dihydroxyjulolidinyl)squaraine ##STR15## III. bis(4-dimethylamino-2-methylthiophenyl)squaraine ##STR16## and IV. bis(2,6-dihydroxy-4-dimethylaminophenyl)squaraine ##STR17## and (3) a diamine hole transport layer.
Claim 2
Dependent Claim
62 words
An improved photoresponsive device comprised in the order stated of (1) a supporting substrate, (2) a photoconductive layer consisting essentially of of squaraine compositions of the following formula: ##STR13## wherein Ar is selected from the moieties specified resulting in the following squaraines: I. bis-9-(8-hydroxyjulolidinyl)squaraine ##STR14## II. bis-9-(8,10-dihydroxyjulolidinyl)squaraine ##STR15## III. bis(4-dimethylamino-2-methylthiophenyl)squaraine ##STR16## and IV. bis(2,6-dihydroxy-4-dimethylaminophenyl)squaraine ##STR17## and (3) a diamine hole transport layer.
Claim 3
Dependent Claim
35 words
An improved photoresponsive device consisting essentially of 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 4
Dependent Claim
18 words
An improved photoresponsive device in accordance with claim 1 wherein the squaraine composition is bis-9-(8-hydroxyjulolidinyl)squaraine, bis(4-dimethylamino-2-methylthiophenyl)squaraine, or bis(2,6-dihydroxy-4-dimethylaminophenyl)squaraine.
Claim 5
Dependent Claim
17 words
A photoresponsive device in accordance with claim 2 wherein the squaraine composition is bis-9-(8-hydroxyjulolidinyl)squaraine, bis(4-dimethylamino-2-methylthiophenyl)squaraine, or bis(2,6-dihydroxy-4-dimethylaminophenyl)squaraine.
Claim 6
Dependent Claim
32 words
A photoresponsive device in accordance with claim 1 wherein the supporting substrate is comprised of a conductive metallic substance, or an insulating polymeric compostion optionally containing on its surface a semiconductive material.
Claim 7
Dependent Claim
32 words
A photoresponsive device in accordance with claim 2 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 8
Dependent Claim
25 words
A photoresponsive device in accordance with claim 5 wherein the conductive substrate is aluminum, and the semiconductive material is transmissive aluminum, or indium tin oxide.
Claim 9
Dependent Claim
25 words
A photoresponsive device in accordance with claim 6 wherein the conductive substrate is aluminum, and the semiconductive material is transmissive aluminum, or indium tin oxide.
Claim 10
Dependent Claim
63 words
An improved photoresponsive device in accordance with claim 1 wherein the squaraine compostion 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 11
Dependent Claim
63 words
An improved photoresponsive device in accordance with claim 2 wherein the squaraine compostion 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 12
Dependent Claim
47 words
An improved photoresponsive device in accordance with claim 9 wherein the resinous binder for the squaraine compostion is a polyester, polyvinylcarbazole, polyvinylbutyral, a polycarbonate, or a phenoxy resin, and the resinous binder for the diamine hole transport material is a polycarbonate, a polyester, or a vinyl polymer.
Claim 13
Dependent Claim
47 words
An improved photoresponsive device in accordance with claim 10 wherein the resenious binder for the squaraine compostion is a polyester, polyvinylcarbazole, polyvinylbutyral, a polycarbonate, or a phenoxy resin, and the resinous binder for the diamine hole transport material is a polycarbonate, a polyester, or a vinyl polymer.
Claim 14
Dependent Claim
56 words
An improved photoresponsive device in accordance with claim 1 wherein the diamine compostion comprises molecules of the formula: ##STR18## 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), para (Cl).
Claim 15
Dependent Claim
56 words
An improved photoresponsive device in accordance with claim 2 wherein the diamine compostion comprises molecules of the formula: ##STR19## 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), para (Cl).
Claim 16
Dependent Claim
28 words
An improved photoresponsive device in accordance with claim 13 wherein the resinous binder for the diamine hole transport material is a polycarbonate, a polyester, or a vinyl polymer.
Claim 17
Dependent Claim
28 words
An improved photoresponsive device in accordance with claim 14 wherein the resinous binder for the diamine hole transport material is a polycarbonate, a polyester, or a vinyl polymer.
Claim 18
Dependent Claim
16 words
An improved photoresponsive device in accordance with claim 13 wherein the diamine is comprised of N,N'-diphenyl-N,N'-bis(3-methylphenyl)-[1,1-biphenyl]-4,4'-diamine.
Claim 19
Dependent Claim
16 words
An improved photoresponsive device in accordance with claim 14 wherein the diamine is comprised of N,N'-diphenyl-N,N'-bis(3-methylphenyl)-[1,1-biphenyl]-4,4'-diamine.
Claim 20
Dependent Claim
79 words
An improved photoresponsive device consisting essentially of 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 capable of enhancing or reducing the intrinsic properties of the photogenerating layer in the infrared or visible region of the spectrum, which composition is comprised of the squaraine compositions of claim 1, and (6) a diamine hole transport layer.
Claim 21
Dependent Claim
79 words
An improved photoresponsive device consisting essentially of 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 capable of enhancing or reducing the intrinsic properties of the photogenerating layer in the infrared or visible region of the spectrum, which composition is comprised of the squaraine compositions of claim 1, (5) an inorganic photogenerating layer, and (6) a diamine hole transport layer.
Claim 22
Dependent Claim
18 words
An improved photoresponsive device in accordance with claim 19 wherein the squaraine composition is bis-9-(8-hydroxyjulolidinyl)squaraine, bis(4-dimethylamino-2-methylthiophenyl)squaraine, or bis(2,6-dihydroxy-4-dimethylaminophenyl)squaraine.
Claim 23
Dependent Claim
18 words
An improved photoresponsive device in accordance with claim 20 wherein the squaraine composition is bis-9-(8-hydroxyjulolidinyl)squaraine, bis(4-dimethylamino-2-methylthiophenyl)squaraine, or bis(2,6-dihydroxy-4-dimethylaminophenyl)squaraine.
Claim 24
Dependent Claim
32 words
A photoresponsive device in accordance with claim 19 wherein the supporting substrate is comprised of a conductive metallic substance, or an insulating polymeric compostion optionally containing on its surface a semiconductive material.
Claim 25
Dependent Claim
32 words
A photoresponsive device in accordance with claim 20 wherein the supporting substrate is comprised of a conductive metallic substance, or an insulating polymeric compostion optionally containing on its surface a semiconductive material.
Claim 26
Dependent Claim
25 words
A photoresponsive device in accordance with claim 23 wherein the conductive substrate is aluminum, and the semiconductive material is transmissive aluminum, or indium tin oxide.
Claim 27
Dependent Claim
25 words
A 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 28
Dependent Claim
63 words
An improved photoresponsive device in accordance with claim 19 wherein the squaraine compostion 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 29
Dependent Claim
63 words
An improved photoresponsive device in accordance with claim 20 wherein the squaraine compostion 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 30
Dependent Claim
47 words
An improved photoresponsive device in accordance with claim 27 wherein the resenious binder for the squaraine compostion is a polyester, polyvinylcarbazole, polyvinylbutyral, a polycarbonate, or a phenoxy resin, and the resinous binder for the diamine hole transport material is a polycarbonate, a polyester, or a vinyl polymer.
Claim 31
Dependent Claim
47 words
An improved photoresponsive device in accordance with claim 28 wherein the resenious binder for the squaraine compostion is a polyester, polyvinylcarbazole, polyvinylbutyral, a polycarbonate, or a phenoxy resin, and the resinous binder for the diamine hole transport material is a polycarbonate, a polyester, or a vinyl polymer.
Claim 32
Dependent Claim
56 words
An improved photoresponsive device in accordance with claim 19 wherein the diamine compostion comprises molecules of the formula: ##STR20## 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), para (Cl).
Claim 33
Dependent Claim
56 words
An improved photoresponsive device in accordance with claim 20 wherein the diamine compostion comprises molecules of the formula: ##STR21## dispersed in a highly insulating and transparent organic resinous material wherein X is selected from the group consisting of orth (CH 3 ), meta (CH 3 ), para (CH 3 ), ortho (Cl), meta (Cl), para (Cl).
Claim 34
Dependent Claim
28 words
An improved photoresponsive device in accordance with claim 31 wherein the resinous binder for the diamine hole transport material is a polycarbonate, a polyester, or a vinyl polymer.
Claim 35
Dependent Claim
28 words
An improved photoresponsive device in accordance with claim 32 wherein the resinous binder for the diamine hole transport material is a polycarbonate, a polyester, or a vinyl polymer.
Claim 36
Dependent Claim
16 words
An improved photoresponsive device in accordance with claim 31 wherein the diamine is comprised of N,N'-diphenyl-N,N'-bis(3-methylphenyl)-[1,1-biphenyl]-4,4'-diamine.
Claim 37
Dependent Claim
16 words
An improved photoresponsive device in accordance with claim 32 wherein the diamine is comprised of N,N'-diphenyl-N,N'-bis(3-methylphenyl)-[1,1-biphenyl]-4,4'-diamine.
Claim 38
Dependent Claim
29 words
An improved photoresponsive device in accordance with claim 19 wherein the photogenerating layer is comprised of selenium, a halogen doped selenium substance, selenium alloys, or halogen doped selenium alloys.
Claim 39
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 40
Dependent Claim
24 words
An improved photoresponsive device in accordance with claim 37 wherein the selenium alloy is comprised of selenium tellurium, selenium arsenic, or selenium tellurium arsenic.
Claim 41
Dependent Claim
24 words
An improved photoresponsive device in accordance with claim 38 wherein the selenium alloy is compriswd of selenium tellurium, selenium arsenic, or selenium tellurium arsenic.
Claim 42
Dependent Claim
29 words
An improved photoresponsive device in accordance with claim 39 wherein the selenium alloy is doped with chlorine in an amount of from about 50 ppm to about 200 ppm.
Claim 43
Dependent Claim
29 words
An improved photoresponsive device in accordance with claim 40 wherein the selenium alloy is doped with chlorine in an amount of from about 50 ppm to about 200 ppm.
Claim 44
Dependent Claim
16 words
An improved photoresponsive device in accordance with claim 19 wherein the photogenerating layer is trigonal selenium.
Claim 45
Dependent Claim
16 words
An improved photoresponsive device in accordance with claim 20 wherein the photogenerating layer is trigonal selenium.
Claim 46
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 47
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.
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) | 1987-09-11 | 1988-03-12 | 1988-09-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-09-11 | 1992-03-12 | 1992-09-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-09-11 | 1996-03-12 | 1996-09-11 | $7700.00 | Window Closed / Lapsed |