# US 2014/0191225 A1 · Biscarbazole derivative and organic electroluminescence element using same > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 2014/0191225 A1 - Document ID: US20140191225A1 - Status: Published application - Kind: A1 - Application number: 14/237,887 - Filed: 2012-08-15 - Published: 2014-07-10 - Earliest claimed: 2011-08-18 - Assignees: Idemitsu Kosan Co., Ltd. - Inventors: Tetsuya Inoue; Mitsunori Ito; Kazuki Nishimura; Kumiko Hibino - Web page: https://patentgrep.com/patent/US20140191225A1 ## CPC - H10K 85/654: {comprising only nitrogen as heteroatom (H10K85/652 takes precedence)} - C07D 403/14: containing three or more hetero rings - H10K 85/6572: {comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole} - H10K 85/342: {comprising iridium} - H10K 85/631: {Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine} - H10K 85/636: {comprising heteroaromatic hydrocarbons as substituents on the nitrogen atom} - H10K 2102/103: {comprising indium oxides, e.g. ITO} - H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES - C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08) ## Abstract A biscarbazole derivative is represented by the following formula (1). A1 and A2 of the following formula (1) represent an aromatic hydrocarbon group having 6 to 30 ring carbon atoms or an aromatic heterocyclic group having 1 to 30 ring carbon atoms. However, at least one of A1 and A2 represents an aromatic heterocyclic group having 1 to 30 ring carbon atoms. Y1 to Y15 represent CR or a nitrogen atom. One of Y8 to Y11 is C (carbon atom) obtained by removing R from CR. The obtained C is bonded to L3. R each independently represents a hydrogen atom, an aromatic hydrocarbon group or the like. L1 to L3 represent a single bond or a divalent linking group. When L3 is a single bond and is bonded to Y11, L1 and L2 are divalent linking groups. ## Claims ### Claim 1 A biscarbazole derivative represented by a formula (1) below, where: A1 and A2 represent a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted aromatic heterocyclic group having 1 to 30 ring carbon atoms, with the proviso that at least one of A1 and A2 represents a substituted or unsubstituted aromatic heterocyclic group having 1 to 30 ring carbon atoms; Y1 to Y4 each are a nitrogen atom or a carbon atom to be bonded to the following R, with the proviso that, when adjacent two of Y1 to Y4 are carbon atoms, a ring including the adjacent carbon atoms is optionally formed without the adjacent carbon atoms being bonded to R; Y5 to Y7 are a nitrogen atom or a carbon atom to be bonded to the following R, with the proviso that, when adjacent two of Y5 to Y7 are carbon atoms, a ring including the adjacent carbon atoms is optionally formed without the adjacent carbon atoms being bonded to R; one of Y8 to Y11 is a carbon atom bonded to L3, and except for the one of Y8 to Y11 that is bonded to L3, Y8 to Y11 are a nitrogen atom or a carbon atom to be bonded to the following R, with the proviso that, when adjacent two of Y8 to Y11 are carbon atoms, a ring including the adjacent carbon atoms is optionally formed without the adjacent carbon atoms being bonded to R; Y12 to Y15 are a nitrogen atom or a carbon atom to be bonded to the following R, with the proviso that, when adjacent two of Y12 to Y15 are carbon atoms, a ring including the adjacent carbon atoms is optionally formed without the adjacent carbon atoms being bonded to R; R each independently represents a hydrogen atom, a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms, a substituted or unsubstituted aromatic heterocyclic group having 1 to 30 ring carbon atoms, a substituted or unsubstituted linear, branched or cyclic alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 30 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 ring carbon atoms, a substituted or unsubstituted aralkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted haloalkoxy group having 1 to 30 carbon atoms, a substituted or unsubstituted trialkylsilyl group having 3 to 30 carbon atoms, a substituted or unsubstituted dialkylarylsilyl group having 8 to 40 carbon atoms, a substituted or unsubstituted alkyldiarylsilyl group having 13 to 50 carbon atoms, a substituted or unsubstituted triarylsilyl group having 18 to 60 carbon atoms, a halogen atom, a cyano group, a hydroxyl group, a nitro group, or a carboxy group; and L1 to L3 represent a single bond or a divalent linking group, with the proviso that, when L3 is a single bond and is bonded to Y11, L1 and L2 are divalent linking groups. ### Claim 2 (depends on 1) The biscarbazole derivative according to claim 1, wherein the biscarbazole derivative represented by the formula (1) is represented by the following formula (2), (3) or (4), ### Claim 3 (depends on 1) The biscarbazole derivative according to claim 1, wherein the biscarbazole derivative represented by the formula (1) is represented by the following formula (3) or (4), ### Claim 4 (depends on 1) The biscarbazole derivative according to claim 1, wherein L3 in the formula (1) is a single bond. ### Claim 5 (depends on 1) The biscarbazole derivative according to claim 1, wherein the aromatic heterocyclic group is a nitrogen-containing aromatic heterocyclic group. ### Claim 6 (depends on 5) The biscarbazole derivative according to claim 5, wherein the nitrogen-containing aromatic heterocyclic group is a heterocyclic group having a pyrimidine skeleton or a heterocyclic group having a triazine skeleton. ### Claim 7 (depends on 1) The biscarbazole derivative according to claim 1, wherein at least one of L1 and L2 in the formula (1) is a divalent group derived from a substituted or unsubstituted aromatic hydrocarbon compound having 6 to 30 ring carbon atoms, or a divalent group derived from a substituted or unsubstituted aromatic heterocyclic compound having 1 to 30 ring carbon atoms. ### Claim 8 (depends on 1) An organic electroluminescence device comprising: a cathode; an anode; and an organic compound layer between the cathode and the anode, wherein the organic compound layer comprises the biscarbazole derivative according to claim 1. ### Claim 9 (depends on 8) The organic electroluminescence device according to claim 8, wherein the organic compound layer comprises a plurality of organic thin-film layers including an emitting layer, wherein at least one of the plurality of organic thin-film layers comprises the biscarbazole derivative. ### Claim 10 (depends on 9) The organic electroluminescence device according to claim 9, wherein the emitting layer comprises the biscarbazole derivative. ### Claim 11 (depends on 9) The organic electroluminescence device according to claim 9, wherein the emitting layer comprises a phosphorescent material. ### Claim 12 (depends on 11) The organic electroluminescence device according to claim 11, wherein the phosphorescent material comprises an ortho-metalated complex of a metal atom selected from iridium (Ir), osmium (Os) and platinum (Pt). ### Claim 13 (depends on 10) The organic electroluminescence device according to claim 10, wherein the emitting layer further comprises an aromatic amine derivative. ### Claim 14 (depends on 8) The organic electroluminescence device according to claim 8, wherein the plurality of organic thin-film layers comprise a hole transporting layer, the emitting layer and an electron transporting layer. ### Claim 15 (depends on 2) The biscarbazole derivative according to claim 2, wherein L3 in the formula (1) is a single bond. ### Claim 16 (depends on 2) The biscarbazole derivative according to claim 2, wherein the aromatic heterocyclic group is a nitrogen-containing aromatic heterocyclic group. ### Claim 17 (depends on 16) The biscarbazole derivative according to claim 16, wherein the nitrogen-containing aromatic heterocyclic group is a heterocyclic group having a pyrimidine skeleton or a heterocyclic group having a triazine skeleton.