# US 10,319,914 B2 · Fullerene mixtures for use in organic electronic devices > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 10,319,914 B2 - Document ID: US10319914B2 - Status: Granted - Kind: B2 - Application number: 15/508,010 - Filed: 2015-08-03 - Published: 2017-10-12 - Granted: 2019-06-11 - Earliest claimed: 2014-09-01 - Assignees: Merck Patent GmbH - Applicants: Merck Patent GmbH - Inventors: Graham Morse; Jonathan Henry Wilson; Nicolas Blouin; Solene Bechu - Web page: https://patentgrep.com/patent/US10319914B2 ## CPC - C07C 13/62: with more than three condensed rings - H10K 30/30: comprising bulk heterojunctions, e.g. interpenetrating networks of donor and acceptor material domains - H10K 85/113: {Heteroaromatic compounds comprising sulfur or selene, e.g. polythiophene} - H10K 85/151: {Copolymers} - H10K 85/215: {comprising substituents, e.g. PCBM} - C07C 2604/00: Fullerenes, e.g. C60 buckminsterfullerene or C70 - H10K 30/50: Photovoltaic [PV] devices - H10K 50/11: characterised by the electroluminescent [EL] layers - Y02E 10/549: Organic PV cells - C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS - H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES - Y02E: REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION ## Abstract The invention relates to novel mixtures of substituted fullerenes, to their use in organic electronic (OE) devices, especially organic photovoltaic (OPV) devices and organic photodetectors (OPD), and to OE, OPV and OPD devices comprising these fullerene mixtures. ## Claims ### Claim 1 A mixture comprising a first compound of formula I1 wherein Cn is a fullerene in which n=60, o is 1 or 2, one substituent R is benzene, and the other substituent R is an ester group of formula C-34 wherein a is 3, and R11 is methyl, and a second compound of formula I1, wherein o is 1 or 2, one substituent R is benzene, and the other substituent R is an ester group of formula C-34, wherein a is 3 and R11 is ethyl, propyl, butyl, pentyl or hexyl. ### Claim 2 (depends on 1) The mixture according to claim 1, wherein at least one compound of formula I1 is ### Claim 3 (depends on 2) The mixture according to claim 2, comprising a compound of formula I1a and a compound of formula I1. ### Claim 4 (depends on 1) A semiconducting material, organic electronic device or component of an organic electronic device comprising an electron acceptor or n-type semiconductor that is the mixture of claim 1. ### Claim 5 (depends on 1) A composition comprising the mixture according to claim 1 as electron acceptor or n-type semiconductor component, and further comprising one or more semiconducting compounds which have electron donor or p-type properties. ### Claim 6 (depends on 5) The composition according to claim 5, wherein the semiconducting compounds which have electron donor or p-type properties are selected from conjugated organic polymers. ### Claim 7 (depends on 1) The composition comprising a mixture according claim 1 and one or more compounds which are selected from compounds having one or more of a semiconducting, charge transport, hole transport, electron transport, hole blocking, electron blocking, electrically conducting, photoconducting, photoactive and light emitting property. ### Claim 8 (depends on 1) A semiconducting, charge transport, electrically conducting, photoconducting, photoactive thermoelectric material, light emitting material, an organic electronic (OE) device, a component of an OE device or an assembly comprising an OE device containing the mixture of claim 1. ### Claim 9 (depends on 1) A semiconducting, charge transport, electrically conducting, photoconducting, photoactive, thermoelectric or light emitting material, which comprises the mixture according to claim 1. ### Claim 10 (depends on 1) A mixture according to claim 1 further comprising one or more organic solvents. ### Claim 11 (depends on 10) An OE device, or a component thereof, or an assembly comprising it, which is prepared using the mixture of claim 10. ### Claim 12 (depends on 1) An OE device, or a component thereof, or an assembly comprising it, comprising the mixture according to claim 1. ### Claim 13 (depends on 11) The OE device according to claim 11, which is an optical, electrooptical, electronic, electroluminescent, photoluminescent, photoactive or thermoelectric device. ### Claim 14 (depends on 11) The OE device according to claim 11, which is selected from organic field effect transistors (OFET), organic thin film transistors (OTFT), organic light emitting diodes (OLED), organic light emitting transistors (OLET), organic photovoltaic devices (OPV), organic photodetectors (OPD), organic solar cells, dye sensitized solar cells (DSSC), thermoelectric devices, laser diodes, Schottky diodes, photoconductors and photodetectors. ### Claim 15 (depends on 12) The component of claim 12, which is selected from charge injection layers, charge transport layers, interlayers, planarising layers, antistatic films, polymer electrolyte membranes (PEM), conducting substrates and conducting patterns. ### Claim 16 (depends on 12) The assembly of claim 12, which is selected from integrated circuits (IC), radio frequency identification (RFID) tags or security markings or security devices containing them, flat panel displays or backlights thereof, electrophotographic devices, electrophotographic recording devices, organic memory devices, sensor devices, biosensors and biochips. ### Claim 17 (depends on 14) The OE device according to claim 14, which is a bulk heterojunction (BHJ) OPV device or an inverted BHJ OPV device. ### Claim 18 (depends on 5) A bulk heterojunction comprising, or being formed from, the composition of claim 5. ### Claim 19 (depends on 1) The mixture according to claim 1, wherein in the second compound of formula I1 R11 is hexyl. ### Claim 20 (depends on 1) The mixture according to claim 1, which further comprises a compound of formula I1′ wherein Cn is C70, o is 1 or 2, one substituent R is benzene and the other substituent R is an ester group of formula C-34, in which a is 3 and R11 is methyl, ethyl, propyl, butyl, pentyl or hexyl.