# US 2017/0288147 A1 · 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 2017/0288147 A1 - Document ID: US20170288147A1 - Status: Published application - Kind: A1 - Application number: 15/447,704 - Filed: 2017-03-02 - Published: 2017-10-05 - Earliest claimed: 2016-03-30 - Assignees: Samsung Display Co., Ltd. - Applicants: Samsung Display Co., Ltd. - Inventors: Yoshimasa FUJITA; Shuri SATO; Hiroaki ITOI - Web page: https://patentgrep.com/patent/US20170288147A1 ## CPC - C07C 211/54: having amino groups bound to two or three six-membered aromatic rings - C07C 211/58: Naphthylamines; N-substituted derivatives thereof - C07D 209/80: [b, c]- or [b, d]-condensed - C07D 209/86: with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the ring system - C07D 307/91: Dibenzofurans; Hydrogenated dibenzofurans - C07D 405/14: containing three or more hetero rings - C07F 7/081: {comprising at least one atom selected from the elements N, O, halogen, S, Se or Te} - C07F 7/0812: {comprising a heterocyclic ring} - C07F 7/0816: {said ring comprising Si as a ring atom} - H10K 85/40: Organosilicon compounds, e.g. TIPS pentacene - H10K 85/622: {containing four rings, e.g. pyrene} - H10K 85/631: {Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine} - H10K 85/633: {comprising polycyclic condensed aromatic hydrocarbons as substituents on the nitrogen atom} - H10K 85/636: {comprising heteroaromatic hydrocarbons as substituents on the nitrogen atom} - H10K 85/657: {Polycyclic condensed heteroaromatic hydrocarbons} - 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} - H10K 50/12: comprising dopants - H10K 50/15: Hole transporting layers - H10K 50/156: {comprising a multilayered structure} - H10K 50/16: Electron transporting layers - H10K 50/17: Carrier injection layers - H10K 50/171: {Electron injection layers} - H10K 50/18: Carrier blocking layers - H10K 85/615: {Polycyclic condensed aromatic hydrocarbons, e.g. anthracene} - H10K 85/626: {containing more than one polycyclic condensed aromatic rings, e.g. bis-anthracene} - C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS - C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08) - C07F: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM (metal-containing porphyrins C07D487/22) - H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES ## Abstract An organic light emitting device including an anode; a hole transport region on the anode; an emission layer on the hole transport region; an electron transport region on the emission layer; and a cathode on the electron transport region, wherein the hole transport region includes: a first hole transport layer including a first hole transport material represented by the following Formula 1 or a second hole transport material represented by the following Formula 2; and a second hole transport layer on the first hole transport layer, the second hole transport layer including a third hole transport material represented by the following Formula 3 or a fourth hole transport material represented by the following Formula 4: ## Claims ### Claim 1 An organic light emitting device, comprising: an anode; a hole transport region on the anode; an emission layer on the hole transport region; an electron transport region on the emission layer; and a cathode on the electron transport region, wherein the hole transport region includes: a first hole transport layer including a first hole transport material represented by the following Formula 1 or a second hole transport material represented by the following Formula 2; and a second hole transport layer on the first hole transport layer, the second hole transport layer including a third hole transport material represented by the following Formula 3 or a fourth hole transport material represented by the following Formula 4: wherein, in Formulae 1, 2, 3 and 4, Ar1, Ar2, Ar3, Ar4, Ar5, Ar6, Ar7, and Ar8 are each independently a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, a substituted or unsubstituted heteroaryl group having 5 to 30 ring carbon atoms, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted silyl group, a halogen atom, a deuterium atom, or a hydrogen atom, X is a direct linkage or CR14R15, R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13, R14 and R15 are each independently a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, a substituted or unsubstituted heteroaryl group having 5 to 30 ring carbon atoms, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted silyl group, a halogen atom, a deuterium atom, or a hydrogen atom, L1 and L2 are each independently a direct linkage, a substituted or unsubstituted alkyl group having 6 to 30 carbon atoms, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroarylene group having 5 to 30 ring carbon atoms, a, b, and c are each independently an integer of 0 to 4, d is an integer of 0 to 3, and e is an integer of 0 to 5, in the case where e is an integer of 2 to 5, adjacent ones of R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13, R14 and R15 are separate or are bound form a ring. ### Claim 2 (depends on 1) The organic light emitting device as claimed in claim 1, wherein the emission layer includes an emission material containing a donor and an acceptor, the emission material being a thermally activated delayed fluorescence material. ### Claim 3 (depends on 1) The organic light emitting device as claimed in claim 1, wherein: the first hole transport layer includes the first hole transport material represented by Formula 1, and Ar1 and Ar2 in Formula 1 are each independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted fluorenyl group, or a substituted or unsubstituted acridine group. ### Claim 4 (depends on 1) The organic light emitting device as claimed in claim 1, wherein: the first hole transport layer includes the first hole transport material represented by Formula 1, and L1 in Formula 1 is a substituted or unsubstituted phenylene group, a substituted or unsubstituted divalent biphenyl group, or a substituted or unsubstituted fluorenylene group. ### Claim 5 (depends on 1) The organic light emitting device as claimed in claim 1, wherein: the first hole transport layer includes the first hole transport material represented by Formula 1, and the first hole transport material includes one of the following Compounds 1-1 to 1-20: ### Claim 6 (depends on 1) The organic light emitting device as claimed in claim 1, wherein: the first hole transport layer includes the second hole transport material represented by Formula 2, and Ar3 and Ar4 in Formula 2 are bound to form a ring. ### Claim 7 (depends on 1) The organic light emitting device as claimed in claim 1, wherein: the first hole transport layer includes the second hole transport material represented by Formula 2, and Ar3 and Ar4 in Formula 2 are each independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted fluorenyl group, or a substituted or unsubstituted spirobifluorenyl group. ### Claim 8 (depends on 1) The organic light emitting device as claimed in claim 1, wherein: the first hole transport layer includes the second hole transport material represented by Formula 2, and Ar5 in Formula 2 is a substituted or unsubstituted phenyl group, a substituted or unsubstituted dibenzofuran group, or a substituted or unsubstituted pyridine group. ### Claim 9 (depends on 1) The organic light emitting device as claimed in claim 1, wherein: the first hole transport layer includes the second hole transport material represented by Formula 2, and L2 in Formula 2 is a direct linkage, a substituted or unsubstituted phenylene group, a substituted or unsubstituted divalent biphenyl group, or a substituted or unsubstituted fluorenylene group. ### Claim 10 (depends on 1) The organic light emitting device as claimed in claim 1, wherein: the first hole transport layer includes the second hole transport material represented by Formula 2, and the second hole transport material includes one of the following Compounds 2-1 to 2-20: ### Claim 11 (depends on 1) The organic light emitting device as claimed in claim 1, wherein: the second hole transport layer includes the third hole transport material represented by Formula 3, and Ar6 and Ar7 in Formula 3 are each independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted dibenzofuran group, or a substituted or unsubstituted dibenzothiophene group. ### Claim 12 (depends on 1) The organic light emitting device as claimed in claim 1, wherein: the second hole transport layer includes the third hole transport material represented by Formula 3, and R5 in Formula 3 is a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted dibenzofuran group, or a substituted or unsubstituted benzo[def]carbazole group. ### Claim 13 (depends on 1) The organic light emitting device as claimed in claim 1, wherein: the second hole transport layer includes the third hole transport material represented by Formula 3, and the third hole transport material includes one of the following Compounds 3-1 to 3-20: ### Claim 14 (depends on 1) The organic light emitting device as claimed in claim 1, wherein: the second hole transport layer includes the fourth hole transport material represented by Formula 4, and Ar8 in Formula 4 combines with at least one of R6 or R13 to form a ring. ### Claim 15 (depends on 1) The organic light emitting device as claimed in claim 1, wherein: the second hole transport layer includes the fourth hole transport material represented by Formula 4, and R9 and R10 in Formula 4 combine to form a ring that includes X. ### Claim 16 (depends on 1) The organic light emitting device as claimed in claim 1, wherein: the second hole transport layer includes the fourth hole transport material represented by Formula 4, and Ar5 in Formula 4 is a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, or a substituted or unsubstituted carbazole group. ### Claim 17 (depends on 1) The organic light emitting device as claimed in claim 1, wherein: the second hole transport layer includes the fourth hole transport material represented by Formula 4, and R6, R7, R8, R9, R10, R11, R12, R13, R14 and R15 in Formula 4 are each independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, substituted or unsubstituted carbazole group, a substituted or unsubstituted benzo[def]carbazole group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted dibenzofuran group, a substituted or unsubstituted triphenylene group, a substituted or unsubstituted phenanthrene group, or a substituted or unsubstituted dibenzosilole group. ### Claim 18 (depends on 1) The organic light emitting device as claimed in claim 1, wherein: the second hole transport layer includes the fourth hole transport material represented by Formula 4, and the fourth hole transport material includes one of the following Compounds 4-1 to 4-20: ### Claim 19 (depends on 1) The organic light emitting device as claimed in claim 1, wherein the hole transport region further includes a hole injection layer between the anode and the first hole transport layer. ### Claim 20 (depends on 1) The organic light emitting device as claimed in claim 1, wherein the electron transport region includes: an electron transport layer; and an electron injection layer on the electron transport layer.