# US 4,391,889 A · Electrophotographic photosensitive member with benzimidazole ring containing hydrazones > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 4,391,889 A - Document ID: US4391889A - Status: Granted - Kind: A - Application number: 06/323,880 - Filed: 1981-11-23 - Granted: 1983-07-05 - Earliest claimed: 1980-12-13 - Assignees: Canon Kabushiki Kaisha - Inventors: Minoru Mabuchi; Kiyoshi Sakai; Shozo Ishikawa; Yuji Egashira; Makoto Kitahara - Web page: https://patentgrep.com/patent/US4391889A ## CPC - G03G 5/0631: {containing two hetero atoms} - G03G: ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY ## Abstract An electrophotographic photosensitive member comprises a layer containing at least one member of the hydrazone compounds of the formula: ##STR1## where R.sub.1, R.sub.2 and R.sub.3 are selected from the group consisting of substituted or unsubstituted alkyl, substituted or unsubstituted aralkyl, and substituted or unsubstituted aryl, and R.sub.1 and R.sub.2 can not be simultaneously alkyl; and R.sub.4 is substituted or unsubstituted aryl. ## Claims ### Claim 1 An electrophotographic photosensitive member which comprises an electrically conductive layer and a layer containing at least one member of the hydrazone compounds of the formula: ##STR12## where R.sub.1, R.sub.2 and R.sub.3 are selected from the group consisting of substituted or unsubstituted alkyl, substituted or unsubstituted aralkyl, and substituted or unsubstituted aryl, and R.sub.1 and R.sub.2 can not be simultaneously alkyl; and R.sub.4 is substituted or unsubstituted aryl and a binder. ### Claim 2 (depends on 1) An electrophotographic photosensitive member according to claim 1 in which there are a layer containing the hydrazone compound and a charge generation layer. ### Claim 3 (depends on 2) An electrophotographic photosensitive member according to claim 2 in which the layer containing the hydrazone compound is a charge transport layer capable of transporting holes formed in the charge generation layer. ### Claim 4 (depends on 3) An electrophotographic photosensitive member according to claim 3 in which the charge transport layer is formed on the charge generation layer. ### Claim 5 (depends on 4) An electrophotographic photosensitive member according to claim 4 in which an adhesive layer is an intermediate between the charge generation layer and the conductive layer. ### Claim 6 (depends on 5) An electrophotographic photosensitive member according to claim 5 in which the adhesive layer contains a polymer selected from the group consisting of casein and hydroxypropyl cellulose. ### Claim 7 (depends on 1) An electrophotographic photosensitive member according to claim 1 in which the binder is a resin selected from the group consisting of acrylic resins, polycarbonate resins and polyester resins. ### Claim 8 (depends on 2) An electrophotographic photosensitive member according to claim 2 in which the charge generation layer comprises a member selected from the group consisting of cadmium sulfide, pyrylium dyes, thiopyrylium dyes, triarylmethane dyes, thiazine dyes, cyanine dyes, phthalocyanine pigments, perylene pigments, indigo pigments, thioindigo pigments, quinacridone pigments, squaric acid pigments, azo pigments and polycryclic quinone pigments, and a binder. ### Claim 9 (depends on 7) An electrophotographic photosensitive member according to claim 7 in which the charge generation layer is composed of at least a disazo dye and a binder. ### Claim 10 (depends on 2) An electrophotographic photosensitive member according to claim 2 in which the charge generation layer is composed of a film of amorphous silicon formed by a glow discharge. ### Claim 11 (depends on 2) An electrophotographic photosensitive member according to claim 2 in which the charge generation layer is composed of a vapor-deposited film of a perylene pigment. ### Claim 12 (depends on 2) An electrophotographic photosensitive member according to claim 2 in which the charge generation layer is composed of a vapor-deposited film of selenium-tellurium. ### Claim 13 (depends on 1) An electrophotographic photosensitive member according to claim 1 in which the layer contains the hydrazone compound and a charge generation material and a binder. ### Claim 14 (depends on 13) An electrophotographic photosensitive member according to claim 13 in which the charge generation material is a member selected from the group consisting of cadmium sulfide, pyrylium dyes, thiopyrylium dyes, triarylmethane dyes, thiazine dyes, cyanine dyes, phthalocyanine pigments, perylene pigments, indigo pigments, thioindigo pigments, quinacridone pigments, squaric acid pigments, azo pigments and polycryclic quinone pigments. ### Claim 15 (depends on 1) An electrophotographic photosensitive member according to claim 1 in which the layer contains the hydrazone compound, a charge generation material and a photoconductive polymer. ### Claim 16 (depends on 15) An electrophotographic photosensitive member according to claim 15 in which the charge generation material is composed of a member selected from the group consisting of cadmium sulfide, pyrylium dyes, thiopyrylium dyes, triarylmethane dyes, thiazine dyes, cyanine dyes, phthalocyanine pigments, perylene pigments, indigo pigments, thioindigo pigments, quinacridone pigments, squaric acid pigments, azo pigments and polycryclic quinone pigments. ### Claim 17 (depends on 15) An electrophotographic photosensitive member according to claim 15 in which the photoconductive polymer is poly-N-vinylcarbazole.