# US 12,193,326 B2 · Electron transport material and fabricating method thereof, and organic light-emitting diode > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 12,193,326 B2 - Document ID: US12193326B2 - Status: Granted - Kind: B2 - Application number: 17/424,906 - Filed: 2021-06-03 - Published: 2024-01-25 - Granted: 2025-01-07 - Earliest claimed: 2021-05-20 - Assignees: Wuhan China Star Optoelectronics Technology Co., Ltd.; Wuhan China Star Optoelectronics Semiconductor Display Technology Co., Ltd. - Applicants: Wuhan China Star Optoelectronics Technology Co., Ltd.; Wuhan China Star Optoelectronics Semiconductor Display Technology Co., Ltd. - Inventors: Kui Wang - Web page: https://patentgrep.com/patent/US12193326B2 ## CPC - H10K 85/6572: {comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole} - C07D 471/22: in which the condensed systems contains four or more hetero rings - H10K 85/626: {containing more than one polycyclic condensed aromatic rings, e.g. bis-anthracene} - H10K 50/16: Electron transporting layers - H10K 2101/30: Highest occupied molecular orbital [HOMO], lowest unoccupied molecular orbital [LUMO] or Fermi energy values - Y02E 10/549: Organic PV cells - H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES - C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08) - Y02E: REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION ## Abstract An electron transport material and a fabricating method thereof according to embodiments of the present application are described, which relate to displays. The electron transport material has high electron mobility, which can improve a luminous efficiency of an OLED device. The fabricating method is simple to operate, and a performance of the organic light-emitting diode fabricating by using the electron transport material is also good. ## Claims ### Claim 1 An electron transport material, wherein a molecular structure of the electron transport material has a structural formula shown in formula (I): wherein, each time R appears, each R is independently selected from one or more of a C6-C60 substituted aryl group, a C6-C60 unsubstituted aryl group, or a C3-C60 heteroaryl group. ### Claim 2 (depends on 1) The electron transport material according to claim 1, wherein the unsubstituted aryl group comprises: wherein a dotted line indicates a connection site. ### Claim 3 (depends on 1) The electron transport material according to claim 1, wherein the substituted aryl group comprises: wherein a dotted line indicates a connection site. ### Claim 4 (depends on 1) The electron transport material according to claim 1, wherein the heteroaryl group comprises: wherein a dotted line indicates a connection site. ### Claim 5 A method of fabricating an electron transport material, comprising following steps of: fabricating the electron transport material based on a McMurray reaction of a first compound and a second compound, wherein: a structural formula of the first compound is as formula (II): a structural formula of the second compound is as formula (III): wherein, each time R1 appears, each R1 is independently selected from one or more of a C6-C60 substituted aryl group, a C6-C60 unsubstituted aryl group, or a C3-C60 heteroaryl group. ### Claim 6 (depends on 5) The method of fabricating the electron transport material according to claim 5, wherein a molar ratio of the first compound to the second compound is 0.8˜1.2:0.8˜1.2. ### Claim 7 (depends on 5) The method of fabricating the electron transport material according to claim 5, wherein the second compound is selected from one or more of: ### Claim 8 (depends on 5) The method of fabricating the electron transport material according to claim 5, wherein the step of fabricating the electron transport material based on the McMurray reaction of the first compound and the second compound comprises steps of: providing a reaction solvent and a catalyst for the McMurray reaction; and reacting the first compound and the second compound under conditions of the reaction solvent and the catalyst until conversion rates of the first compound and the second compound are both above 95%; and extracting an organic matter after quenching. ### Claim 9 (depends on 8) The method of fabricating the electron transport material according to claim 8, wherein the step of reacting the first compound and the second compound under conditions of the reaction solvent and the catalyst comprises steps of: mixing and reacting the reaction solvent with the catalyst to obtain a mixture; and mixing the organic solvent with the mixture and heating to reflux, wherein the first compound and the second compound are dissolved in the organic solvent. ### Claim 10 (depends on 9) The method of fabricating the electron transport material according to claim 9, wherein a molar ratio of the first compound to the organic solvent is 0.8˜1.2:9˜10. ### Claim 11 (depends on 8) The method of fabricating the electron transport material according to claim 8, wherein the step of quenching comprises: quenching with a carbonate solution after a substance obtained by the reaction is cooled to room temperature. ### Claim 12 (depends on 11) The method of fabricating the electron transport material according to claim 11, wherein a mass concentration of the carbonate solution is 8-12%. ### Claim 13 (depends on 8) The method of fabricating the electron transport material according to claim 8, wherein the catalyst comprises a first catalyst and a second catalyst, and a molar ratio of the reaction solvent, the first catalyst, and the second catalyst is 35-45:1.5-2.5:0.8-1.2. ### Claim 14 (depends on 13) The method of fabricating the electron transport material according to claim 13, wherein the first catalyst is metal powder, and the second catalyst is titanium chloride. ### Claim 15 (depends on 8) The method of fabricating the electron transport material according to claim 8, wherein the conversion rates of the first compound and the second compound are monitored by high performance liquid chromatography. ### Claim 16 An organic light-emitting diode, comprising an electron transport layer, wherein the electron transport layer comprises an electron transport material, and a molecular structure of the electron transport material has a structural formula shown in formula (I): wherein, each time R appears, each R is independently selected from one or more of a C6-C60 substituted aryl group, a C6-C60 unsubstituted aryl group, or a C3-C60 heteroaryl group. ### Claim 17 (depends on 16) The organic light-emitting diode according to claim 16, wherein the unsubstituted aryl group comprises: wherein a dotted line indicates a connection site. ### Claim 18 (depends on 16) The organic light-emitting diode according to claim 16, wherein the substituted aryl group comprises: wherein a dotted line indicates a connection site. ### Claim 19 (depends on 16) The organic light-emitting diode according to claim 16, wherein the heteroaryl group comprises: wherein a dotted line indicates a connection site. ### Claim 20 (depends on 16) The organic light-emitting diode according to claim 16, wherein the organic light-emitting diode further comprises: a cathode, a light-emitting layer, a hole transport layer, and an anode, wherein the anode, the hole transport layer, the light-emitting layer, the electron transport layer, and the cathode are laminated.