Low color photoconductive insulating compositions comprising nitrogen-free photoconductor and benzopyrilium sensitizer

Claim 2

A coloration resistant photoconductive insulating composition comprising (1) an organic polymeric binder, (2) a nitrogen-free photoconductor of the formula: ##STR5## wherein n represents an integer having a value of 0, 1 or Ar represents an aryl group; each of R 1 , R 2 , R 3 and R 4 represents a hydrogen atom, an aryl group, an alkyl group having 1 to about 10 carbon atoms in the alkyl moiety or an alkoxy group having 1 to about 10 carbon atoms in the alkoxy moiety and when n is 0, R 1 and R 4 are both aryl and when R 1 and R 4 are both hydrogen, R 2 and R 3 are aryl and (3) a substantially colorless benzopyrylium type sensitizer for the photoconductor.

Claim 3

A photoconductive insulating composition as described in claim 1 wherein n is an integer having a value of 0 or 1 and at least one of R 1 or R 4 is an aryl group when n is 1.

Claim 4

A photoconductive insulating composition as described in claim 1 wherein said benzopyrylium type sensitizer comprises a compound represented by the formula: ##STR6## wherein: X represents a sulfur atom or an oxygen atom, Z represents an anion, R 5 represents an aryl group, R 6 represents an amino group, R 7 and R 8 , when taken separately, each represents a hydrogen atom and when taken together are attached to adjacent carbon atoms and represent the atoms necessary to form a fused aromatic ring.

Claim 5

A photoconductive insulating composition as described in claim 3 wherein, in the formula for the photoconductor, n is an integer having a value of 0 or 1 and at least one of R 1 or R 4 is an aryl group when n is 1.

Claim 6

A photoconductive insulating composition as described in claim 3 wherein X is an oxygen atom; R 5 is a phenyl group substituted in the 2-position relative to X; R 6 is an alkyl- or alkoxyamino group having 1 to 18 carbon atoms in the alkyl or alkoxy moiety and is attached at the 4-position relative to X; and R 7 and R 8 each represent a hydrogen atom.

Claim 7

A photoconductive insulating composition as described in claim 5 wherein, in the formula for said photoconductor, n is an integer having a value of 0 or 1 and at least one f R 1 or R 4 is an aryl group when n is 1.

Claim 8

A photoconductive insulating composition as described in claim 2 wherein said benzopyrylium type sensitizer is selected from the group consisting of 4-n-butylamino-2-(4-methoxyphenyl)benzo[b]pyrylium perchlorate 4-cyclohexylamine-2-phenylbenzo[b]thiapyrylium perchlorate, and 4-n-butylamino-2-(2-naphthyl)naphtha[1,2-b]pyrylium perchlorate.

Claim 9

A photoconductive insulating composition as described in claim 1 wherein said photoconductor is selected from the group consisting of 1,1,4,4-tetraphenyl-1,3-butadiene, 1,2,3,4-tetraphenyl-1,3-butadiene, 1,6-diphenyl-1,3,5-hexatriene, 1,1,4-triphenylbutadiene, 1,4-diphenyl-1,3-butadiene, and tetraphenylethylene.

Claim 10

A coloration resistant photoconductive insulating composition comprising (1) an organic polymeric binder, (2) a nitrogen-free photoconductor of the formula: ##STR7## wherein n represents an integer having a value of 0, 1 or Ar represents an aryl group; each of R 1 , R 2 , R 3 and R 4 represents a hydrogen atom, an aryl group, an alkyl group having 1 to about 10 carbon atoms in the alkyl moiety or an alkoxy group having 1 to about 10 carbon atoms in the alkoxy moiety and when n is 0, R 1 and R 4 are both aryl and when R 1 and R 4 are both hydrogen, R 2 and R 3 are aryl and (3) a sensitizer for the photoconductor selected from the group consisting of a benzo[b]pyrylium salt and a benzo[b]thiapyrylium salt.

Claim 11

A coloration resistant photoconductive insulating composition comprising (1) an organic polymeric binder, (2) a nitrogen-free photoconductor of the formula: ##STR7## wherein n represents an integer having a value of 0, 1 or Ar represents an aryl group; each of R 1 , R 2 , R 3 and R 4 represents a hydrogen atom, an aryl group, an alkyl group having 1 to about 10 carbon atoms in the alkyl moiety or an alkoxy group having 1 to about 10 carbon atoms in the alkoxy moiety and when n is 0, R 1 and R 4 are both aryl and when R 1 and R 4 are both hydrogen, R 2 and R 3 are aryl and (3) a sensitizer for the photoconductor selected from the group consisting of a benzo[b]pyrylium salt and a benzo[b]thiapyrylium salt.

Claim 12

A photoconductive insulating composition as described in claim 9 wherein the photoconductor is selected from the group consisting of 1,1,4,4-tetraphenyl-1,3-butadiene, 1,2,3,4-tetraphenyl-1,3-butadiene, 1,1,4-triphenylbutadiene, 1,4-diphenyl-1,3-butadiene, and tetraphenylethylene.

Claim 13

A photoconductive insulating composition as described in claim 9 wherein the sensitizer is selected from the group consisting of 4-n-butylamino-2-(4-methoxyphenyl)benzo[b]pyrylium perchlorate, 4-cyclohexylamine-2-phenylbenzo[b]thiapyrylium perchlorate and 4-n-butylamino 2-(2-naphthyl)naphtha[1,2-b]pyrylium perchlorate.

Claim 14

A photoconductive insulating composition as described in claim 9 wherein the sensitizer is present in an amount of from about 0.03 to about 0.6 percent by weight, based on the composition.

Claim 15

A coloration resistant photoconductive insulating composition comprising (1) an organic polymeric binder, (2) a nitrogen-free photoconductor of the formula ##STR8## wherein Ar represents an aryl group and each of R 1 , R 2 , R 3 and R 4 represents a hydrogen atom, an aryl group, an alkyl group having 1 to about 10 carbon atoms in the alkyl moiety or an alkoxy group having 1 to about 10 carbon atoms in the alkoxy moiety and, when R 1 and R 4 are both hydrogen, R 2 and R 3 are both aryl, and (3) a substantially colorless benzopyrylium type sensitizer for the photoconductor.

Claim 16

A coloration resistant photoconductive insulating composition comprising (1) an organic polymeric binder, (2) a nitrogen-free photoconductor of the formula ##STR8## wherein Ar represents an aryl group and each of R 1 , R 2 , R 3 and R 4 represents a hydrogen atom, an aryl group, an alkyl group having 1 to about 10 carbon atoms in the alkyl moiety or an alkoxy group having 1 to about 10 carbon atoms in the alkoxy moiety and, when R 1 and R 4 are both hydrogen, R 2 and R 3 are both aryl, and (3) a substantially colorless benzopyrylium type sensitizer for the photoconductor.

Claim 17

A coloration resistant photoconductive insulating composition as described in claim 13 wherein the sensitizer for the photoconductor is selected from the group consisting of a benzo[b]pyrylium salt and a benzo[b]thiapyrylium salt.

Claim 18

A photoconductive insulating composition as described in claim 13 wherein said benzopyrylium type sensitizer comprises a compound represented by the formula: ##STR9## wherein: X represents a sulfur atom or an oxygen atom, Z represents an anion, R 5 represents an aryl group, R 6 represents an amino group, R 7 and R 8 , when taken separately, each represents a hydrogen atom and when taken together are attached to adjacent carbon atoms and represent the atoms necessary to form a fused aromatic ring.

Claim 19

A photoconductive insulating composition as described in claim 15 wherein X is an oxygen atom; R 5 is a phenyl group substituted in the 2-position relative to X; R 6 is an alkyl- or alkylamino group having 1 to 18 carbon atoms in the alkyl or alkoxy moiety and is attached at the 4-position relative to X; and R 7 and R 8 each represent a hydrogen atom.

Claim 20

A photoconductive insulating composition as described in claim 13 wherein said benzopyrylium type sensitizer is selected from the group consisting of 4-n-butylamino-2-(4-methoxyphenyl)benzo[b]pyrylium perchlorate 4-cyclohexylamine-2-phenylbenzo[b]thiapyrylium perchlorate, and 4-n-butylamino-2-(2-naphthyl)naphtha[1,2-b]pyrylium perchlorate.

Claim 21

A photoconductive insulating composition as described in claim 13 wherein the sensitizer is present in an amount of from about 0.03 to about 0.6 percent by weight, based on the composition.

Claim 22

An electrophotographic element comprising an electrically conducting support having thereon a coloration resistant photoconductive insulating composition as described in claim 1.

Claim 23

An electrophotographic element as described in claim 19 wherein the support comprises an electrically conducting paper.

Claim 24

An electrophotographic element comprising an electrically conducting support having thereon a coloration resistant photoconductive insulating composition comprising (1) an organic polymeric binder, (2) a photoconductor of the formula: ##STR10## wherein n represents an integer having a value of 0, 1 or 2; Ar represents an aryl group; each of R 1 , R 2 , R 3 and R 4 represents a hydrogen atom, an aryl group, an alkyl group having 1 to about 10 carbon atoms in the alkyl moiety or an alkoxy group having 1 to about 10 carbon atoms in the alkoxy moiety and when n is 0, R 1 and R 4 are both aryl and when R 1 and R 4 are both hydrogen, R 2 and R 3 are aryl and (3) a sensitizer for the photoconductor that is selected from the group consisting of a benzo[b]pyrylium salt and a benzo[b]thiapyrylium salt.

Claim 25

An electrophotographic element comprising an electrically conducting support having thereon a coloration resistant photoconductive insulating composition comprising (1) an organic polymeric binder, (2) a photoconductor of the formula: ##STR10## wherein n represents an integer having a value of 0, 1 or 2; Ar represents an aryl group; each of R 1 , R 2 , R 3 and R 4 represents a hydrogen atom, an aryl group, an alkyl group having 1 to about 10 carbon atoms in the alkyl moiety or an alkoxy group having 1 to about 10 carbon atoms in the alkoxy moiety and when n is 0, R 1 and R 4 are both aryl and when R 1 and R 4 are both hydrogen, R 2 and R 3 are aryl and (3) a sensitizer for the photoconductor that is selected from the group consisting of a benzo[b]pyrylium salt and a benzo[b]thiapyrylium salt.

Claim 26

An electrophotographic element as described in claim 21 wherein the sensitizer is selected from the group consisting of a 4-aminobenzo[b]pyrylium salt and a 4-aminobenzo[b]-thiapyrylium salt.

Claim 27

An electrophotographic element as described in claim 21 wherein the support comprises an electrically conducting paper.

Claim 28

An electrophotographic element comprising an electrically conducting support having thereon a coloration resistant photoconductive insulating composition as described in claim 9.

Claim 29

An electrophotographic element comprising an electrically conducting support having thereon a coloration resistant photoconductive insulating composition comprising (1) an organic polymeric binder, (2) a nitrogen-free photoconductor of the formula ##STR11## wherein Ar represents an aryl group and each of R 1 , R 2 , R 3 and R 4 represents a hydrogen atom, an alkyl group having 1 to about 10 carbon atoms in the alkyl moiety or an alkoxy group having 1 to about 10 carbon atoms in the alkoxy moiety and, when R 1 and R 4 are both hydrogen, R 2 and R 3 are both aryl, and (3) a substantially colorless benzopyrylium type sensitizer for the photoconductor.

Claim 30

An electrophotographic element comprising an electrically conducting support having thereon a coloration resistant photoconductive insulating composition comprising (1) an organic polymeric binder, (2) a nitrogen-free photoconductor of the formula ##STR11## wherein Ar represents an aryl group and each of R 1 , R 2 , R 3 and R 4 represents a hydrogen atom, an alkyl group having 1 to about 10 carbon atoms in the alkyl moiety or an alkoxy group having 1 to about 10 carbon atoms in the alkoxy moiety and, when R 1 and R 4 are both hydrogen, R 2 and R 3 are both aryl, and (3) a substantially colorless benzopyrylium type sensitizer for the photoconductor.

Claim 31

An electrophotographic element as described in claim 25 wherein the sensitizer for the photoconductor is selected from the group consisting of a benzo[b]pyrylium salt and a benzo[b]thiapyrylium salt.

Claim 32

An electrophotographic element as described in claim 25 wherein the support comprises paper.

Claim 33

An electrophotographic element as described in claim 25 wherein at least one of R 1 and R 4 is an aryl group.