Thiadiazole containing photoconductors

• US 7,981,579 B2
• Filed: 03/31/2008
• Issued: 07/19/2011
• Est. Priority Date: 03/31/2008
• Status: Expired due to Fees

• Current Assignee: Xerox Corporation (Xerox Holdings Corp.)
• Original Assignee: Xerox Corporation (Xerox Holdings Corp.)
• Inventors: Ehmann, Ryan J, Wu, Jin, Renfer, Dale S, Silvestri, Markus R
• Primary Examiner(s): Rodee; Christopher
• Assistant Examiner(s): JELSMA, JONATHAN G
• Application Number:
  US12/059,663
• Publication Number:
  US 20090246666A1
• Time in Patent Office: 1,205 Days
• Field of Search: 430/58.8, 430/59.4, 430/59.5, 430/58.5
• US Class Current: 430/58.8
• CPC Class Codes: G03G 5/0521 comprising one or more heterocyclic groups
• CPC Class Codes: G03G 5/061443 benzidine
• CPC Class Codes: G03G 5/061446 terphenyl-diamine
• CPC Class Codes: G03G 5/0696 Phthalocyanines
• CPC Class Codes: G03G 5/09 Sensitisors or activators, e.g. dyestuffs G03G5/12 takes precedence

Abstract

A photoconductor that includes, for example, a supporting substrate, a photogenerating layer, and at least one, charge transport layer, such as 1, 2, 3, or 4 layers, and more specifically, 2 layers, and wherein the photogenerating layer contains a thiadiazole.

Claims

1. A photoconductor comprising a supporting substrate, a photogenerating layer, and at least one charge transport layer comprised of at least one charge transport component, and wherein said photogenerating layer includes a thiadiazole as represented by

2. A photoconductor in accordance with claim 1 wherein said thiadiazole is present in an amount of from about 0.1 to about 35 weight percent in said photogenerating layer, and which layer contains at least one photogenerating pigment.

3. A photoconductor in accordance with claim 1 wherein said thiadiazole is present in an amount of from about 0.5 weight percent to about 10 weight percent, and said at least one charge transport layer is 1, 2, or 3 layers.

4. A photoconductor in accordance with claim 1 wherein said thiadiazole is present in an amount of from about 1 weight percent to about 8 weight percent.

5. A photoconductor in accordance with claim 1 wherein said charge transport component is comprised of aryl amine molecules, and which aryl amines are of the formula

6. A photoconductor in accordance with claim 5 wherein said alkyl and said alkoxy each contains from about 1 to about 16 carbon atoms, and said aryl contains from about 6 to about 42 carbon atoms, and wherein said at least one charge transport layer is from 1 to about 4, and wherein said thiadiazole is present in an amount of from about 0.5 weight percent to about 12 weight percent.

7. A photoconductor in accordance with claim 5 wherein said aryl amine is N,N′

-diphenyl-N,N-bis(3-methylphenyl)-1,1′

-biphenyl-4,4′

-diamine.

8. A photoconductor in accordance with claim 1 wherein said charge transport component is comprised of aryl amines represented by

9. A photoconductor in accordance with claim 1 wherein said charge transport component is selected from at least one of the group consisting of N,N′

-bis(4-butylphenyl)-N,N′

-di-p-tolyl-[p-terphenyl]-4,4′

-diamine, N,N′

-bis(4-butylphenyl)-N,N′

-di-m-tolyl-[p-terphenyl]-4,4′

-diamine, N,N′

-bis(4-butylphenyl)-N,N′

-di-o-tolyl-[p-terphenyl]-4,4′

-diamine, N,N′

-bis(4-butylphenyl)-N,N′

-bis-(4-isopropylphenyl)-[p-terphenyl]-4,4′

-diamine, N,N′

-bis(4-butylphenyl)-N,N′

-bis-(2-ethyl-6-methylphenyl)-[p-terphenyl]-4,4′

-diamine, N,N′

-bis(4-butylphenyl)-N,N′

-bis-(2,5-dimethylphenyl)-[p-terphenyl]-4,4′

-diamine, N,N′

-diphenyl-N,N′

-bis(3-chlorophenyl)-[p-terphenyl]-4,4′

-diamine, and N,N′

-diphenyl-N,N-bis(3-methylphenyl)-1,1′

-biphenyl-4,4′

-diamine; and

wherein said photogenerating layer contains at least one photogenerating pigment.

10. A photoconductor in accordance with claim 1 further including in at least one of said charge transport layers an antioxidant comprised of a hindered phenolic, a hindered amine, and mixtures thereof, and wherein said thiadiazole is present in an amount of from about 1 to about 7 weight percent, and said photogenerating layer is comprised of said thiadiazole and a photogenerating pigment, and wherein said at least one charge transport layer is 1, 2, or 3 layers.

11. A photoconductor in accordance with claim 1 wherein said photogenerating layer is comprised of a photogenerating pigment or photogenerating pigments, and said thiadiazole.

12. A photoconductor in accordance with claim 11 wherein said photogenerating pigment is comprised of at least one of a titanyl phthalocyanine, a hydroxygallium phthalocyanine, a halogallium phthalocyanine, a perylene, or mixtures thereof.

13. A photoconductor in accordance with claim 11 wherein said photogenerating pigment is comprised of a metal phthalocyanine, a metal free phthalocyanine, or mixtures thereof;

and said at least one charge transport layer is 1, 2, or 3 layers.

14. A photoconductor in accordance with claim 11 wherein said photogenerating pigment is comprised of a chlorogallium phthalocyanine.

15. A photoconductor in accordance with claim 11 wherein said photogenerating pigment is comprised of a hydroxygallium phthalocyanine.

16. A photoconductor in accordance with claim 11 wherein said photogenerating pigment is comprised of a hydroxygallium phthalocyanine, and wherein said thiadiazole is present in an amount of from about 1 to about 10 weight percent based on the photogenerating layer components of said photogenerating pigment and said thiadiazole.

17. A photoconductor in accordance with claim 1 further including a hole blocking layer, and an adhesive layer.

18. A photoconductor in accordance with claim 1 wherein said at least one charge transport layer is from 1 to about 4 layers.

19. A photoconductor in accordance with claim 1 wherein said at least one charge transport layer is comprised of a top charge transport layer and a bottom charge transport layer, and wherein said top charge transport layer is in contact with said bottom charge transport layer and said bottom charge transport layer is in contact with said photogenerating layer, and wherein said photoconductor includes a supporting substrate, and wherein said alkyl contains from 1 to about 18 carbon atoms.

20. A photoconductor in accordance with claim 1 wherein said thiadiazole is present in an amount of from about 1 to about 7 weight percent;

said at least one charge transport layer is 1, 2, or 3 layers; and

said photogenerating layer includes a photogenerating pigment and said thiadiazole; and

said charge transport layer is comprised of an aryl amine and a polymeric binder.

21. A photoconductor comprising a supporting substrate, a photogenerating layer, and a charge transport layer, and wherein said photogenerating layer contains a thiadiazole and a photogenerating component, and wherein said thiadiazole is represented by

22. A photoconductor in accordance with claim 21 wherein said thiadiazole is present in an amount of from about 0.2 to about 12 weight percent.

23. A photoconductor comprised of a supporting substrate, a photogenerating layer comprised of a photogenerating pigment and a thiadiazole, and at least one charge transport layer, and wherein said thiadiazole is represented by

24. A photoconductor in accordance with claim 23 wherein said thiadiazole is present in an amount of from about 3 to about 7 weight percent.

25. A photoconductor comprising a supporting substrate, a photogenerating layer, and a charge transport layer, and wherein said photogenerating layer contains a thiadiazole and a photogenerating pigment wherein said thiadiazole is represented by

26. A photoconductor in accordance with claim 25 wherein alkyl contains from 1 to about 8 carbon atoms.