# US 10,873,033 B2 · Organic compound, composition, organic optoelectronic diode, and display device > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 10,873,033 B2 - Document ID: US10873033B2 - Status: Granted - Kind: B2 - Application number: 15/116,630 - Filed: 2014-07-21 - Published: 2016-12-01 - Granted: 2020-12-22 - Earliest claimed: 2014-04-09 - Assignees: Samsung SDI Co., Ltd. - Applicants: Samsung SDI Co., Ltd. - Inventors: Han-Ill Lee; Su-Jin Han; Young-Kwon Kim; Eun-Sun Yu; Ho-Kuk Jung - Web page: https://patentgrep.com/patent/US10873033B2 ## CPC - H10K 85/654: {comprising only nitrogen as heteroatom (H10K85/652 takes precedence)} - C07C 13/567: with a fluorene or hydrogenated fluorene ring system - C07D 209/86: with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the ring system - C07D 209/88: with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the ring system - C07D 213/16: containing only one pyridine ring - C07D 213/22: containing two or more pyridine rings directly linked together, e.g. bipyridyl - C07D 213/53: Nitrogen atoms - C07D 239/26: with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms - C07D 251/24: to three ring carbon atoms - C07D 401/04: directly linked by a ring-member-to-ring-member bond - C07D 401/14: containing three or more hetero rings - C07D 403/14: containing three or more hetero rings - C07D 405/04: directly linked by a ring-member-to-ring-member bond - C07D 405/14: containing three or more hetero rings - C07D 409/04: directly linked by a ring-member-to-ring-member bond - C07D 409/14: containing three or more hetero rings - C07D 487/04: Ortho-condensed systems - C09K 11/025: {non-luminescent particle coatings or suspension media} - C09K 11/06: containing organic luminescent materials - H05B 33/20: characterised by the chemical or physical composition or the arrangement of the material in which the electroluminescent material is embedded - H10K 85/622: {containing four rings, e.g. pyrene} - H10K 85/626: {containing more than one polycyclic condensed aromatic rings, e.g. bis-anthracene} - H10K 85/6572: {comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole} - C07C 2603/18: Fluorenes; Hydrogenated fluorenes - C07C 2603/42: containing only six-membered rings - C09K 2211/1007: Non-condensed systems - C09K 2211/1029: containing one nitrogen atom as the heteroatom - C09K 2211/185: of the platinum group, i.e. Os, Ir, Pt, Ru, Rh or Pd - H10K 50/11: characterised by the electroluminescent [EL] layers - H10K 85/342: {comprising iridium} - H10K 2101/10: Triplet emission - H10K 2101/90: {Multiple hosts in the emissive layer} - H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES - C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS - C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08) - C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE - H05B: ELECTRIC HEATING; ELECTRIC LIGHT SOURCES NOT OTHERWISE PROVIDED FOR; CIRCUIT ARRANGEMENTS FOR ELECTRIC LIGHT SOURCES, IN GENERAL ## Abstract The present invention relates to: an organic compound which is represented by formula 1 and has a molecular weight of less than 750; a composition for an organic optoelectronic diode which includes the organic compound; an organic optoelectronic diode which applies the organic compound and the composition; and a display device which includes the organic optoelectronic diode. ## Claims ### Claim 1 An organic compound represented by Chemical Formula 1 and having a molecular weight of less than 750: wherein, in Chemical Formula 1, L is represented by one of the groups listed in Group 1, below, in which R9 to R11 are hydrogen and * is a linking point, R1 to R8 are hydrogen. ### Claim 2 (depends on 1) A composition for an organic optoelectronic diode, comprising: the first organic compound according to claim 1, and at least one second organic compound having a carbazole moiety. ### Claim 3 (depends on 2) The composition for an organic optoelectronic diode of claim 2, wherein the second organic compound comprises at least one of a compound represented by Chemical Formula 4 and a compound consisting of a combination of a moiety represented by Chemical Formula 5 and a moiety represented by Chemical Formula 6: wherein, in Chemical Formula 4, Y1 is a single bond, a substituted or unsubstituted C1 to C20 alkylene group, a substituted or unsubstituted C2 to C20 alkenylene group, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C2 to C30 heteroarylene group, or a combination thereof, Ar1 is a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, or a combination thereof, R12 to R15 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C6 to C50 aryl group, a substituted or unsubstituted C2 to C50 heteroaryl group, or a combination thereof, and at least one of R12 to R15 and Ar1 includes one of a substituted or unsubstituted triphenylene group or a substituted or unsubstituted carbazole group, wherein, in Chemical Formulae 5 and 6, Y2 and Y3 are independently a single bond, a substituted or unsubstituted C1 to C20 alkylene group, a substituted or unsubstituted C2 to C20 alkenylene group, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C2 to C30 heteroarylene group, or a combination thereof, Ar2 and Ar3 are independently substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, or a combination thereof, R16 to R19 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C6 to C50 aryl group, a substituted or unsubstituted C2 to C50 heteroaryl group, or a combination thereof, two adjacent *'s of Chemical Formula 5 is combined with two *'s of Chemical Formula 6 to form a fused ring and in Chemical Formula 5, *'s not forming the fused ring are independently CRb, and Rb is hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C12 aryl group, a substituted or unsubstituted C3 to C12 heteroaryl group, or a combination thereof. ### Claim 4 (depends on 3) The composition for an organic optoelectronic diode of claim 3, wherein the second organic compound represented by Chemical Formula 4 is represented by one of Chemical Formulae 4-I to 4-III: wherein, in Chemical Formulae 4-I to 4-III, Y1, Y4, and Y5 are independently a single bond, a substituted or unsubstituted C1 to C20 alkylene group, a substituted or unsubstituted C2 to C20 alkenylene group, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C2 to C30 heteroarylene group, or a combination thereof, Ar1 and Ar4 are independently substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, or a combination thereof, and R12 to R15 and R20 to R31 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C6 to C50 aryl group, a substituted or unsubstituted C2 to C50 heteroaryl group, or a combination thereof. ### Claim 5 (depends on 3) The composition for an organic optoelectronic diode of claim 3, wherein the second organic compound represented by Chemical Formula 4 is selected from compounds listed in Group 3: ### Claim 6 (depends on 3) The composition for an organic optoelectronic diode of claim 3, wherein the compound consisting of the moiety represented by Chemical Formula 5 and the moiety represented by Chemical Formula 6 is selected from the compounds listed in Group 4: ### Claim 7 (depends on 2) The composition for an organic optoelectronic diode of claim 2, wherein the first organic compound and the second organic compound are included in a weight ratio of 1:10 to 10:1. ### Claim 8 (depends on 2) The composition for an organic optoelectronic diode of claim 2, further comprising a phosphorescent dopant. ### Claim 9 (depends on 1) An organic optoelectronic diode, comprising: an anode and a cathode facing each other, and at least one organic layer between the anode and the cathode, wherein the organic layer comprises the organic compound of claim 1. ### Claim 10 (depends on 9) The organic optoelectronic diode of claim 9, wherein: the organic layer comprises an emission layer, and the emission layer comprises the organic compound. ### Claim 11 (depends on 10) The organic optoelectronic diode of claim 10, wherein the organic compound is a host of the emission layer. ### Claim 12 (depends on 9) A display device comprising the organic optoelectronic diode of claim 9. ### Claim 13 (depends on 2) An organic optoelectronic diode, comprising an anode and a cathode facing each other, and at least one organic layer between the anode and the cathode, wherein the organic layer comprises the composition for an organic optoelectronic diode of claim 2. ### Claim 14 (depends on 13) The organic optoelectronic diode of claim 13, wherein: the organic layer comprises an emission layer, and the emission layer includes the composition for an organic optoelectronic diode. ### Claim 15 (depends on 13) The organic optoelectronic diode of claim 13, wherein the composition for an organic optoelectronic diode is included as a host of the emission layer. ### Claim 16 (depends on 13) A display device comprising the organic optoelectronic diode of claim 13.