US4853308A
Expired / Lapsed
US
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Photoresponsive imaging members with fluorene hole transporting layers
Assignee: Xerox Corp
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Filing: 1987-11-09
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Granted: 1989-08-01
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Expires: 2007-11-09
Abstract
Abstract A layered photoresponsive imaging member comprised of a supporting substrate, a photogenerating layer, and a hole transport layer comprised of novel bis(diarylamino)fluorenes of the formula: ##STR1## where R and R' are independently selected from the group consisting of hydrogen, alkyl, and substituted alkyl groups; and Ar and Ar' are independently selected from the group consisting of aryl and substituted aryl substituents.
Inventors
- 👤 Beng S. Ong
- 👤 John R. C. Fuller
- 👤 Dasarao K. Murti
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 03:44
CPC Classifications
C; C07; C07C; C07C211/00; C07C211/43; C07C211/57; C07C211/61; C07C215/00; C07C215/68; C07C215/70; C07C229/00; C07C229/40; C07C229/42; C07C255/00; C07C255/01; C07C255/32; C07C255/35; C07C255/42; G; G03; G03G; G03G5/00; G03G5/02; G03G5/04; G03G5/06; G03G5/0601; G03G5/0612; G03G5/0614; G03G5/06142; G03G5/06144; C07C2603/00; C07C2603/02; C07C2603/04; C07C2603/06; C07C2603/10; C07C2603/12; C07C2603/18
Claims Analysis
Total Claims: 33
Claim 1
Independent Claim
69 words
A layered photoresponsive imaging member comprised of a photogenerating layer and in contact therewith a hole transporting layer consisting essentially of fluorene derivatives of the following formula dispersed in an inactive resinous binder: ##STR4## where R and R' are independently selected from the group consisting of hydrogen, alkyl, and substituted alkyl groups; and Ar and Ar' are independently selected from the group consisting of aryl and substituted aryl substituents.
Claim 2
Dependent Claim
69 words
A layered photoresponsive imaging member comprised of a photogenerating layer and in contact therewith a hole transporting layer consisting essentially of fluorene derivatives of the following formula dispersed in an inactive resinous binder: ##STR4## where R and R' are independently selected from the group consisting of hydrogen, alkyl, and substituted alkyl groups; and Ar and Ar' are independently selected from the group consisting of aryl and substituted aryl substituents.
Claim 3
Dependent Claim
22 words
An imaging member in accordance with claim 1 wherein R is an alkyl group of from 1 to about 20 carbon atoms.
Claim 4
Dependent Claim
22 words
An imaging member in accordance with claim 1 wherein R' is an alkyl group of from 1 to about 20 carbon atoms.
Claim 5
Dependent Claim
22 words
An imaging member in accordance with claim 1 wherein R is an alkyl group of from 1 to about 6 carbon atoms.
Claim 6
Dependent Claim
22 words
An imaging member in accordance with claim 1 wherein R' is an alkyl group of from 1 to about 6 carbon atoms.
Claim 7
Dependent Claim
23 words
An imaging member in accordance with claim 1 wherein Ar is an aromatic group with from about 6 to about 24 carbon atoms.
Claim 8
Dependent Claim
22 words
An imaging member in accordance with claim 1 wherein Ar' is an aromatic group of from about 6 to 24 carbon atoms.
Claim 9
Dependent Claim
14 words
An imaging member in accordance with claim 1 wherein the aryl substituents are phenyl.
Claim 10
Dependent Claim
14 words
An imaging member in accordance with claim 1 wherein the aryl substituents are tolyl.
Claim 11
Dependent Claim
15 words
An imaging member in accordance with claim 1 wherein the hole transporting compound is 9,9-bis(2-cyanoethyl)-2,7-bis(phenyl-m-tolylamino)fluorene.
Claim 12
Dependent Claim
15 words
An imaging member in accordance with claim 1 wherein the hole transporting compound is 9,9-bis[2-(methoxycarbonyl)ethyl]-2,7-bis(phenyl-m-tolyamino)fluorene.
Claim 13
Dependent Claim
15 words
An imaging member in accordance with claim 1 wherein the hole transporting compound is 9,9-bis(3-hydroxypropyl)-2,7-bis(phenyl-m-tolylamino)fluorene.
Claim 14
Dependent Claim
15 words
An imaging member in accordance with claim 1 wherein the hole transporting compound is 9,9-bis(2-cyanoethyl)-2,7-bis(di-m-tolylamino)fluorene.
Claim 15
Dependent Claim
15 words
An imaging member in accordance with claim 1 wherein the hole transporting compound is 9,9-dipropyl-2,7-bis(phenyl-p-tolylamino)fluorene.
Claim 16
Dependent Claim
15 words
An imaging member in accordance with claim 1 wherein the hole transporting compound is 9,9-dimethyl-2,7-bis(phenyl-p-chlorophenylamino)fluorene.
Claim 17
Dependent Claim
15 words
An imaging member in accordance with claim 1 wherein the hole transporting compound if 9-methyl-9-butyl-2,7-bis(di-m-chlorophenylamino(fluorene.
Claim 18
Dependent Claim
15 words
An imaging member in accordance with claim 1 wherein the hole transporting compound is 9,9-bis[2-(ethoxycarbonyl)ethyl]-2,7-bis(di-m-tolylamihno)fluorene.
Claim 19
Dependent Claim
26 words
An imaging member in accordance with claim 1 wherein the photogenerating compound is metal free phthalocyanines, metal phthalocyanines, vanadyl phthalocyanines, selenium, selenium alloys, or squararaine pigments.
Claim 20
Dependent Claim
18 words
An imaging member in accordance with claim 18 wherein the photogenerating compound is amorphous selenium, or trigonal selenium.
Claim 21
Dependent Claim
18 words
An imaging member in accordance with claim 18 wherein the photogenerating pigment is dispersed in a resinous binder.
Claim 22
Dependent Claim
32 words
An imaging member in accordance with claim 1 wherein the hole transporting compound is dispersed in a resinous binder in an amount of from about 25 to about 75 percent by weight.
Claim 23
Dependent Claim
28 words
An imaging member in accordance with claim 20 wherein the resinous binder is a polyester, a polycarbonate, an epoxy resin, a polyamide, a polysiloxane, or a vinyl polymer.
Claim 24
Dependent Claim
29 words
An imaging member in a accordance with claim 21 wherein the resinous binder is a polyester, a polycarbonate, an epoxy resin, a polyamide, a polysiloxane, or an vinyl polymer.
Claim 25
Dependent Claim
12 words
An imaging member in accordance with claim 1 containing a supporting substrate.
Claim 26
Dependent Claim
14 words
An imaging member in accordance with claim 24 wherein the supporting substrate is aluminum.
Claim 27
Dependent Claim
31 words
An imaging method which commprises generating an electrostatic latent image on the imaging member of claim 1, followed by developing this image, and subsequently transferring the image to a suitable substrate.
Claim 28
Dependent Claim
31 words
A method of imaging in accordance with claim 26 wherein the hole transporting compound is selected from the group consisting of 9,9bis(2-cyanoethyl)-2,7-bis(phenyl-m-tolylamino)fluorene; 9,9-bis[2-(methoxycarbonyl)ethyl]-2,7-bis(phenyl-m-tolyamino(fluorene; 9,9-bis(3-hydroxypropyl)-2,7-bis(phenyl-m-tolyamino)fluorene; 9,9-bis(2-cyanoethyl)-2,7-bis(di-m-tolylamino)fluorene; 9,9-dipropyl-2,7-bis(phenyl-p-tolylamino)fluorene; 9,9-dimethyl-2,7-bis(phenyl-p-chlorophenylamino)fluorene; 9,9-dimethyl-2,7-bis(phenyl-p-chlorophenylamino)fluorene; 9-methyl-9-butyl-2,7-bis(di-m-chlorophenylamino)fluorene; and 9,9-bis[2-(ethoxycarbonyl)ethyl]-2,7-bis(di-m-tolylamino)fluorene.
Claim 29
Dependent Claim
32 words
A printing method which comprises generating a latent image on the member of claim 1 with laser scanning, followed by developing this image, and subsequently tranferring the image of a suitable substrate.
Claim 30
Dependent Claim
17 words
An imaging member in accordance with claim 1 containing a charge blocking layer, and an adhesive layer.
Claim 31
Dependent Claim
30 words
An imaging member in accordance with claim 29 wherein R and R' are independently selected from the group consisting of alkyl groups of from 1 to about 20 carbon atoms.
Claim 32
Dependent Claim
30 words
An imaging member in accordance with claim 29 wherein R and R' are independently selected from the group conisting of alkyl groups of from 1 to about 6 carbon atoms.
Claim 33
Dependent Claim
31 words
An imaging member in accordance with claim 29 wherein Ar and Ar' are independently selected from the group consisting of aromatic groups with from about 6 to about 24 carbon atoms.
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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 |