# US 10,312,455 B2 · Delayed fluorescence material for organic electroluminescence device > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 10,312,455 B2 - Document ID: US10312455B2 - Status: Granted - Kind: B2 - Application number: 15/469,538 - Filed: 2017-03-26 - Published: 2018-09-27 - Granted: 2019-06-04 - Earliest claimed: 2017-03-26 - Applicants: Feng-Wen Yen - Inventors: Feng-Wen Yen - Web page: https://patentgrep.com/patent/US10312455B2 ## CPC - H10K 85/657: {Polycyclic condensed heteroaromatic hydrocarbons} - C07D 495/16: Peri-condensed systems - C09K 11/02: Use of particular materials as binders, particle coatings or suspension media therefor - C09K 11/06: containing organic luminescent materials - H10K 85/342: {comprising iridium} - H10K 85/60: Organic compounds having low molecular weight (H10K85/10 - H10K85/50 take precedence) - H10K 85/624: {containing six or more rings} - H10K 85/654: {comprising only nitrogen as heteroatom (H10K85/652 takes precedence)} - H10K 85/6576: {comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene} - C09K 2211/1007: Non-condensed systems - C09K 2211/1029: containing one nitrogen atom as the heteroatom - C09K 2211/1059: containing three nitrogen atoms as heteroatoms - 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 85/622: {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 2101/10: Triplet emission - H10K 2101/20: Delayed fluorescence emission - H10K 2101/90: {Multiple hosts in the emissive layer} - H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES - C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08) - C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE ## Abstract The present invention discloses a delayed fluorescence material having general formula (1), and an organic EL device using the material as delayed fluorescence material of emitting layer or phosphorescent light emitting host of emitting layer can display excellent performance. wherein W independently represents an oxygen atom, a sulfur atom and a selenium atom, R1 to R9 are the same definition as described in the present invention. ## Claims ### Claim 1 A delayed fluorescence material with a general formula (1) as follows: wherein W independently represents an oxygen atom, a sulfur atom or a selenium atom; R1, R2 and R3 are independently selected from the group consisting of a hydrogen atom, a deuterium atom, a halide, formula (2) or formula (3): D is an electron donor represented from formula (1), a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted biscarbazolyl group, a substituted or unsubstituted dihydroacridine group, a substituted or unsubstituted phenoxazine group and a substituted or unsubstituted diarylamine group; A is an electron acceptor selected from the group consisting of the following formulas: L represents a single bond or a substituted or unsubstituted divalent arylene group having 6 to 30 ring carbon atoms, p represents an integer of 0 to 4, q represents an integer of 0 to 5, r represents an integer of 1 to 4, Y1 to Y4 is a divalent bridge selected from the atom or group consisting from O, S, C(R22)(R23), NR24, and Si(R25)(R26), X1 to X7 represent a nitrogen atom or C(Rs), and each Rs represents a hydrogen, a phenyl, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, Z represents a cyano group or a fluorine atom, R4 to R26 are independently selected from the group consisting of a hydrogen atom, a halide, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, and a substituted or unsubstituted aralkyl group having 6 to 30 carbon atoms. ### Claim 2 (depends on 1) The delayed fluorescence material according to claim 1, wherein the delayed fluorescence material formula (1) is represented by the following formula (4) to formula (12) n represents an integer of 0 or 1, p represents an integer of 0 to 4, q represents an integer of 0 to 5, r represents an integer of 1 to 4, X1 to X3 represent a nitrogen atom or C(Rs), and each Rs represents a hydrogen, a phenyl, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, and a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, Z represents a cyano group or a fluorine atom, R1 to R13 are independently selected from the group consisting of a hydrogen atom, a halide, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, and a substituted or unsubstituted aralkyl group having 6 to 30 carbon atoms. ### Claim 3 (depends on 1) The delayed fluorescence material according to claim 1, wherein the delayed fluorescence material formula (1) is represented by one of the following compound 1 to compound 102: ### Claim 4 (depends on 1) An organic electroluminescence device comprises a pair of electrodes consisting of a cathode and an anode, and between the pairs of electrodes comprise at least a light emitting layer, and one or more layers of organic thin film layer, wherein the light emitting layer comprises the organic material with a general formula (1) according to claim 1. ### Claim 5 (depends on 4) The organic electroluminescence device according to claim 4, wherein the light emitting layer comprises the delayed fluorescence material and/or a fluorescence material. ### Claim 6 (depends on 4) The organic electroluminescence device according to claim 4, wherein the light emitting layer comprises the delayed fluorescence material with a general formula (1) is a delayed fluorescence host material. ### Claim 7 (depends on 4) The organic electroluminescence device according to claim 4, wherein the light emitting layer comprises the delayed fluorescence material with a general formula (1) is a delayed fluorescence dopant material. ### Claim 8 (depends on 4) The organic electroluminescence device according to claim 4, wherein the light emitting layer comprises the second fluorescence dopant material. ### Claim 9 (depends on 4) The organic electroluminescence device according to claim 4, wherein the light emitting layer comprises a second fluorescence host material. ### Claim 10 (depends on 4) The organic electroluminescence device according to claim 4, wherein the light emitting layer comprises the organic compound with a general formula (1) is a phosphorescent host material. ### Claim 11 (depends on 4) The organic electroluminescence device according to claim 4, wherein the device is an organic light emitting device. ### Claim 12 (depends on 4) The organic electroluminescent device according to claim 4, wherein the device is a lighting panel. ### Claim 13 (depends on 4) The organic electroluminescent device according to claim 4, wherein the device is a backlight panel.