Compounds having barbituric acid or thiobarbituric acid residue, photoconductive compositions and electrophotographic light sensitive materials containing the compounds as charge generating materials

Claim 2

A photoconductive composition containing a charge transporting material and a compound having a barbituric acid residue or a thiobarbituric acid residue represented by a general formula selected from the group of formulae consisting of (I) to (IV); ##STR4## wherein; (i) n represents 0, 1 or 2, (ii) X and Y, which may be the same or different, each represents an oxygen atom or a sulfur atom, (iii) R 1 and R 2 , which may be the same or different, each represents a hydrogen, an alkyl group having 1-4 carbon atoms, or a phenyl group; these groups may have a substituent,

Claim 3

(iv) R 3 and R 4 , which may be the same or different, each represents a hydrogen atom, an alkyl group, an aralkyl group, or an aryl group, (v) R 5 and R 6 , which may be the same or different, each represents a hydrogen atom, an alkyl group, an aralkyl group, or a phenyl group; these groups may have a substituent, (vi) R 7 and R 8 , which may be the same or different, each represents a hydrogen atom, an alkyl group having 1-4 carbon atoms, an unsubstituted or substituted phenyl group, and (vii) R 9 , R 10 , and R 11 , which may be the same or different, each represents a hydrogen atom, an alkyl group having 1-4 carbon atoms, a hydroxy group, an alkoxy group having 1-2 carbon atoms, an unsubstituted or substituted phenyl group, a nitro group, or a halogen atom.

Claim 4

(iv) R 3 and R 4 , which may be the same or different, each represents a hydrogen atom, an alkyl group, an aralkyl group, or an aryl group, (v) R 5 and R 6 , which may be the same or different, each represents a hydrogen atom, an alkyl group, an aralkyl group, or a phenyl group; these groups may have a substituent, (vi) R 7 and R 8 , which may be the same or different, each represents a hydrogen atom, an alkyl group having 1-4 carbon atoms, an unsubstituted or substituted phenyl group, and (vii) R 9 , R 10 , and R 11 , which may be the same or different, each represents a hydrogen atom, an alkyl group having 1-4 carbon atoms, a hydroxy group, an alkoxy group having 1-2 carbon atoms, an unsubstituted or substituted phenyl group, a nitro group, or a halogen atom.

Claim 5

A photoconductive composition containing a compound having a barbituric acid residue or a thiobarbituric acid residue represented by a general formula selected from the group of general formulae consisting of (I) to (IV); ##STR5## wherein; (i) n represents 0, 1 or 2, (ii) X and Y, which may be the same or different, each represents an oxygen atom or a sulfur atom, (iii) R 1 and R 2 , which may be the same or different, each represents a hydrogen, an alkyl group having 1-4 carbon atoms, or a phenyl group; these groups may have a substituent, (iv) R 3 and R 4 , which may be the same or different, each represents a hydrogen atom, an alkyl group, an aralkyl group, or an aryl group, (v) R 5 and R 6 , which may be the same or different, each represents a hydrogen atom, an alkyl group, an aralkyl group, or a phenyl group; these groups may have a substituent, (vi) R 7 and R 8 , which may be the same or different, each represents a hydrogen atom, an alkyl group having 1-4 carbon atoms, an unsubstituted or substituted phenyl group, and (vii) R 9 , R 10 , and R 11 , which may be the same or different, each represents a hydrogen atom, an alkyl group having 1-4 carbon atoms, a hydroxy group, an alkoxy group having 1-2 carbon atoms, an unsubstituted or substituted phenyl group, a nitro group, or a halogen atom.

Claim 6

A photoconductive composition containing a compound having a barbituric acid residue or a thiobarbituric acid residue represented by a general formula selected from the group of general formulae consisting of (I) to (IV); ##STR5## wherein; (i) n represents 0, 1 or 2, (ii) X and Y, which may be the same or different, each represents an oxygen atom or a sulfur atom, (iii) R 1 and R 2 , which may be the same or different, each represents a hydrogen, an alkyl group having 1-4 carbon atoms, or a phenyl group; these groups may have a substituent, (iv) R 3 and R 4 , which may be the same or different, each represents a hydrogen atom, an alkyl group, an aralkyl group, or an aryl group, (v) R 5 and R 6 , which may be the same or different, each represents a hydrogen atom, an alkyl group, an aralkyl group, or a phenyl group; these groups may have a substituent, (vi) R 7 and R 8 , which may be the same or different, each represents a hydrogen atom, an alkyl group having 1-4 carbon atoms, an unsubstituted or substituted phenyl group, and (vii) R 9 , R 10 , and R 11 , which may be the same or different, each represents a hydrogen atom, an alkyl group having 1-4 carbon atoms, a hydroxy group, an alkoxy group having 1-2 carbon atoms, an unsubstituted or substituted phenyl group, a nitro group, or a halogen atom.

Claim 7

An electrophotographic light-sensitive material, comprising an electrophotographic light-sensitive layer comprised of a charge generating material and a charge transporting material, characterized in that said charge generating material is comprised of a compound having a barbituric acid residue or a thiobarbituric acid residue represented by a general formula selected from the group of general formulae consisting of (I) to (IV); ##STR6## wherein; (i) n represents 0, 1, or 2, (ii) X and Y, which may be the same or different, each represents an oxygen atom or a sulfur atom, (iii) R 1 and R 2 , which may be the same or different, each represents a hydrogen atom, an alkyl group having 1-4 carbon atoms, or a phenyl group; these groups may have a substituent, (iv) R 3 and R 4 , which may be the same or different, each represents a hydrogen atom, an alkyl group, an aralkyl group, or an aryl group, (v) R 5 and R 6 , which may be the same or different, each represents a hydrogen atom, an alkyl group, an aralkyl group, or a phenyl group; these groups may have a substituent, (vi) R 7 and R 8 , which may be the same or different, each represents a hydrogen atom, an alkyl group having 1-4 carbon atoms, an unsubstituted or substituted phenyl group, or an unsubstituted or substituted naphthyl group, and (vii) R 9 , R 10 , and R 11 , which may be the same or different, each represents a hydrogen atom, an alkyl group having 1-4 carbon atoms, a hydroxy group, an alkoxy group having 1-2 carbon atoms, an unsubstituted or substituted phenyl group, a nitro group, or a halogen atom.

Claim 8

An electrophotographic light-sensitive material, comprising an electrophotographic light-sensitive layer comprised of a charge generating material and a charge transporting material, characterized in that said charge generating material is comprised of a compound having a barbituric acid residue or a thiobarbituric acid residue represented by a general formula selected from the group of general formulae consisting of (I) to (IV); ##STR6## wherein; (i) n represents 0, 1, or 2, (ii) X and Y, which may be the same or different, each represents an oxygen atom or a sulfur atom, (iii) R 1 and R 2 , which may be the same or different, each represents a hydrogen atom, an alkyl group having 1-4 carbon atoms, or a phenyl group; these groups may have a substituent, (iv) R 3 and R 4 , which may be the same or different, each represents a hydrogen atom, an alkyl group, an aralkyl group, or an aryl group, (v) R 5 and R 6 , which may be the same or different, each represents a hydrogen atom, an alkyl group, an aralkyl group, or a phenyl group; these groups may have a substituent, (vi) R 7 and R 8 , which may be the same or different, each represents a hydrogen atom, an alkyl group having 1-4 carbon atoms, an unsubstituted or substituted phenyl group, or an unsubstituted or substituted naphthyl group, and (vii) R 9 , R 10 , and R 11 , which may be the same or different, each represents a hydrogen atom, an alkyl group having 1-4 carbon atoms, a hydroxy group, an alkoxy group having 1-2 carbon atoms, an unsubstituted or substituted phenyl group, a nitro group, or a halogen atom.

Claim 9

An electrophotographic light-sensitive material, comprising: a support base having a conductive surface; an electrophotographic light-sensitive layer comprised of a barbituric acid residue or a thiobarbituric acid residue as a charge generating material dispersed in a charge transfering medium comprised of a charge transporting material and a binder, wherein the barbituric acid residue or the thiobarbituric acid residue is represented by a general formula selected from the group of general formulae consisting of (I) to (IV): ##STR7## wherein; (i) n represents 0, 1, or 2, (ii) X and Y, which may be the same or different, each represents an oxygen atom or a sulfur atom, (iii) R 1 and R 2 , which may be the same or different, each represents a hydrogen atom, an alkyl group having 1-4 carbon atoms, or a phenyl group; these groups may have a substituent, (iv) R 3 and R 4 , which may be the same or different, each represents a hydrogen atom, an alkyl group, an aralkyl group, or an aryl group, (v) R 5 and R 6 , which may be the same or different, each represents a hydrogen atom, an alkyl group, an aralkyl group, or a phenyl group; said groups may have a substituent, (vi) R 7 and R 8 , which may be the same or different, each represents a hydrogen atom, an alkyl group having 1-4 carbon atom, an unsubstituted or substituted phenyl group, or an unsubstituted or substituted naphthyl group, and (vii) R 9 , R 10 , and R 11 , which may be the same or different, each represents a hydrogen atom, an alkyl group having 1-4 carbon atoms, a hydroxy group, an alkoxy group having 1-2 carbon atoms, an unsubstituted or substituted phenyl group, a nitro group, or a halogen atom.

Claim 10

An electrophotographic light-sensitive material, comprising: a support base having a conductive surface; an electrophotographic light-sensitive layer comprised of a barbituric acid residue or a thiobarbituric acid residue as a charge generating material dispersed in a charge transfering medium comprised of a charge transporting material and a binder, wherein the barbituric acid residue or the thiobarbituric acid residue is represented by a general formula selected from the group of general formulae consisting of (I) to (IV): ##STR7## wherein; (i) n represents 0, 1, or 2, (ii) X and Y, which may be the same or different, each represents an oxygen atom or a sulfur atom, (iii) R 1 and R 2 , which may be the same or different, each represents a hydrogen atom, an alkyl group having 1-4 carbon atoms, or a phenyl group; these groups may have a substituent, (iv) R 3 and R 4 , which may be the same or different, each represents a hydrogen atom, an alkyl group, an aralkyl group, or an aryl group, (v) R 5 and R 6 , which may be the same or different, each represents a hydrogen atom, an alkyl group, an aralkyl group, or a phenyl group; said groups may have a substituent, (vi) R 7 and R 8 , which may be the same or different, each represents a hydrogen atom, an alkyl group having 1-4 carbon atom, an unsubstituted or substituted phenyl group, or an unsubstituted or substituted naphthyl group, and (vii) R 9 , R 10 , and R 11 , which may be the same or different, each represents a hydrogen atom, an alkyl group having 1-4 carbon atoms, a hydroxy group, an alkoxy group having 1-2 carbon atoms, an unsubstituted or substituted phenyl group, a nitro group, or a halogen atom.

Claim 11

An electrophotographic light-sensitive material comprising: a support base having a conductive surface; and an electrophotographic light-sensitive charge transfering layer comprised of a charge transporting material; and a charge generating layer comprised of a barbituric acid residue or thiobarbituric acid residue represented by a general formula selected from the group of general formulae consisting of (I) to (IV): ##STR8## wherein; (i) n represents 0, 1, or 2, (ii) X and Y, which may be the same or different, each represents an oxygen atom or a sulfur atom, (iii) R 1 and R 2 , which may be the same or different, each represents a hydrogen atom, an alkyl group having 1-4 carbon atoms, or a phenyl group; these groups may have a substituent, (iv) R 3 and R 4 , which may be the same or different, each represents a hydrogen atom, an alkyl group, an aralkyl group, or an aryl group, (v) R 5 and R 6 , which may be the same or different, each represents a hydrogen atom, an alkyl group, an aralkyl group, or a phenyl group; said groups may have a substituent, (vi) R 7 and R 8 , which may be the same or different, each represents a hydrogen atom, an alkyl group having 1-4 carbon atoms, an unsubstituted or substituted phenyl group, or an unsubstituted or substituted naphthyl group, and (vii) R 9 , R 10 , and R 11 , which may be the same or different, each represents a hydrogen atom, an alkyl group having 1-4 carbon atoms, a hydroxy group, an alkoxy group having 1-2 carbon atoms, an unsubstituted or substituted phenyl group, a nitro group, or a halogen atom.

Claim 12

An electrophotographic light-sensitive material comprising: a support base having a conductive surface; and an electrophotographic light-sensitive charge transfering layer comprised of a charge transporting material; and a charge generating layer comprised of a barbituric acid residue or thiobarbituric acid residue represented by a general formula selected from the group of general formulae consisting of (I) to (IV): ##STR8## wherein; (i) n represents 0, 1, or 2, (ii) X and Y, which may be the same or different, each represents an oxygen atom or a sulfur atom, (iii) R 1 and R 2 , which may be the same or different, each represents a hydrogen atom, an alkyl group having 1-4 carbon atoms, or a phenyl group; these groups may have a substituent, (iv) R 3 and R 4 , which may be the same or different, each represents a hydrogen atom, an alkyl group, an aralkyl group, or an aryl group, (v) R 5 and R 6 , which may be the same or different, each represents a hydrogen atom, an alkyl group, an aralkyl group, or a phenyl group; said groups may have a substituent, (vi) R 7 and R 8 , which may be the same or different, each represents a hydrogen atom, an alkyl group having 1-4 carbon atoms, an unsubstituted or substituted phenyl group, or an unsubstituted or substituted naphthyl group, and (vii) R 9 , R 10 , and R 11 , which may be the same or different, each represents a hydrogen atom, an alkyl group having 1-4 carbon atoms, a hydroxy group, an alkoxy group having 1-2 carbon atoms, an unsubstituted or substituted phenyl group, a nitro group, or a halogen atom.

Claim 13

An electrophotographic light-sensitive material as claimed in claim 5, wherein the electrophotographic light sensitive layer has a thickness within a range of 3 to 50 μm.

Claim 14

An electrophotographic light-sensitive material as claimed in claim 5, wherein the charge generating layer has a thickness of 5 μm or less.

Claim 15

An electrophotographic light-sensitive material as claimed in claim 5, wherein the charge transfering layer has a thickness of 3 to 50 μm.

Claim 16

An electrophotographic light-sensitive material as claimed in claim 4, wherein the charge transporting material is present in an amount of 10 to 150% by weight based on the weight of the binder.

Claim 17

An electrophotographic light-sensitive material as claimed in claim 4, wherein the compound having the barbituric acid residue or the thiobarbituric acid residue is present in an amount of 1 to 150% by weight based on the weight of the binder.

Claim 18

An electrophotographic light-sensitive material as claimed in claim 5, wherein the charge transporting material in the charge transfering layer is present in an amount of 10 to 150% by weight.