# US 12,193,323 B2 · Organic compound and organic light-emitting device > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 12,193,323 B2 - Document ID: US12193323B2 - Status: Granted - Kind: B2 - Application number: 17/512,435 - Filed: 2021-10-27 - Published: 2022-05-05 - Granted: 2025-01-07 - Earliest claimed: 2020-11-02 - Assignees: Canon Kabushiki Kaisha - Applicants: Canon Kabushiki Kaisha - Inventors: Naoki Yamada; Jun Kamatani; Yosuke Nishide; Hirokazu Miyashita - Web page: https://patentgrep.com/patent/US12193323B2 ## CPC - H10K 85/636: {comprising heteroaromatic hydrocarbons as substituents on the nitrogen atom} - C07D 311/96: spiro-condensed with carbocyclic rings or ring systems - C07D 335/04: condensed with carbocyclic rings or ring systems - C07D 405/04: directly linked by a ring-member-to-ring-member bond - C07D 409/12: linked by a chain containing hetero atoms as chain links - C09K 11/06: containing organic luminescent materials - H10K 85/633: {comprising polycyclic condensed aromatic hydrocarbons as substituents on the nitrogen atom} - H10K 85/6572: {comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole} - H10K 85/6574: {comprising only oxygen in the heteroaromatic polycondensed ring system, e.g. cumarine dyes} - C09K 2211/1018: Heterocyclic compounds - H10K 50/11: characterised by the electroluminescent [EL] layers - H10K 50/121: {for assisting energy transfer, e.g. sensitization} - H10K 85/615: {Polycyclic condensed aromatic hydrocarbons, e.g. anthracene} - H10K 85/624: {containing six or more rings} - H10K 85/6576: {comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene} - H10K 2101/10: Triplet emission - H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES - C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08) - C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE ## Abstract An organic compound represented by formula [1] or [2]: where X1 to X18 and X21 to X38 are each independently selected from a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, an amino group, an aryl group, a heterocyclic group, an aryloxy group, a heteroaryloxy group, a silyl group, and a cyano group, in which at least one of X1 to X8 and at least one of X21 to X28 are substituted or unsubstituted amino groups; and each Y is oxygen, sulfur, selenium, tellurium, or a CR1CR2 group and may be the same or different, in which R1 and R2 are each independently selected from a hydrogen atom, an alkyl group, an alkoxy group, an amino group, an aryl group, a heterocyclic group, an aryloxy group, a heteroaryloxy group, a silyl group, or a cyano group. ## Claims ### Claim 1 An organic compound represented by formula [1] or [2]: where in formula [1] or [2], X1 to X18 and X21 to X38 are each independently selected from a hydrogen atom, a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted amino group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted heteroaryloxy group, a silyl group, and a cyano group, wherein at least one of X1 to X8 and at least one of X21 to X28 are substituted or unsubstituted amino groups, groups bonded to nitrogen atoms of the substituted or unsubstituted amino groups are optionally taken together to form a ring structure, the groups bonded to the nitrogen atoms of the substituted or unsubstituted amino groups are each optionally taken together with any of adjacent X1 to X8 or any of adjacent X21 to X28 to form a ring, and the groups bonded to the nitrogen atoms of the substituted or unsubstituted amino groups are each optionally taken together with any of adjacent X1 to X8 or any of adjacent X21 to X28 with oxygen or sulfur provided therebetween to form a ring; and each Y is oxygen, sulfur, selenium, tellurium, or a CR1CR2 group and are optionally the same or different, wherein R1 and R2 are each independently selected from a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted amino group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted heteroaryloxy group, a silyl group, and a cyano group. ### Claim 2 (depends on 1) The organic compound according to claim 1, wherein at least one of X2, X3, X6, and X7 and at least one of X22, X23, X26, and X27 are each a substituted or unsubstituted amino group. ### Claim 3 (depends on 1) The organic compound according to claim 1, wherein at least one of X1, X4, X5, and X8 and at least one of X21, X24, X25, and X28 are each a substituted or unsubstituted amino group. ### Claim 4 (depends on 1) The organic compound according to claim 1, wherein each Y is oxygen. ### Claim 5 (depends on 1) An organic light-emitting device, comprising: an anode; a cathode; and at least one organic compound layer disposed between the anode and the cathode, wherein at least one layer of the at least one organic compound layer contains the organic compound according to claim 1. ### Claim 6 (depends on 5) The organic light-emitting device according to claim 5, wherein the layer containing the organic compound is a light-emitting layer. ### Claim 7 (depends on 6) The organic light-emitting device according to claim 6, wherein the light-emitting layer further contains a host material. ### Claim 8 (depends on 7) The organic light-emitting device according to claim 7, wherein the host material is a hydrocarbon compound. ### Claim 9 (depends on 7) The organic light-emitting device according to claim 7, wherein the light-emitting layer further contains a light-emitting material. ### Claim 10 (depends on 9) The organic light-emitting device according to claim 9, wherein the light-emitting material is a hydrocarbon compound. ### Claim 11 (depends on 6) The organic light-emitting device according to claim 6, wherein the light-emitting layer emits green light or red light. ### Claim 12 (depends on 5) A display apparatus, comprising: multiple pixels, at least one of the multiple pixels including: the organic light-emitting device according to claim 5; and a transistor connected to the organic light-emitting device. ### Claim 13 (depends on 5) A photoelectric conversion apparatus, comprising: an optical unit including multiple lenses; an image pickup device that receives light passing through the optical unit; and a display unit that displays an image captured by the image pickup device, wherein the display unit includes the organic light-emitting device according to claim 5. ### Claim 14 (depends on 5) An electronic apparatus, comprising: a display unit including the organic light-emitting device according to claim 5; a housing provided with the display unit; and a communication unit being disposed in the housing and communicating with an outside. ### Claim 15 (depends on 5) A lighting device, comprising: a light source including the organic light-emitting device according to claim 5; and a light diffusion unit or an optical filter that transmits light emitted from the light source. ### Claim 16 (depends on 5) A moving object, comprising: a lighting unit including the organic light-emitting device according to claim 5; and a body provided with the lighting unit. ### Claim 17 (depends on 5) An exposure light source for an electrophotographic image-forming apparatus, comprising: the organic light-emitting device according to claim 5.