# US 2014/0151659 A1 · Light-emitting compound > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 2014/0151659 A1 - Document ID: US20140151659A1 - Status: Published application - Kind: A1 - Application number: 14/091,146 - Filed: 2013-11-26 - Published: 2014-06-05 - Earliest claimed: 2012-11-30 - Assignees: Sumitomo Chemical Company, Limited; Cambridge Display Technology Limited - Applicants: Sumitomo Chemical Company Limited; Cambridge Display Technology - Inventors: Kiran Kamtekar; Annette Steudel - Web page: https://patentgrep.com/patent/US20140151659A1 ## CPC - H10K 85/342: {comprising iridium} - C09K 11/06: containing organic luminescent materials - H05B 33/14: characterised by the chemical or physical composition or the arrangement of the electroluminescent material {, or by the simultaneous addition of the electroluminescent material in or onto the light source} - 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 2211/1088: containing oxygen as the only heteroatom - C09K 2211/185: of the platinum group, i.e. Os, Ir, Pt, Ru, Rh or Pd - H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES - 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 An unsubstituted or substituted phosphorescent compound of formula (I): Wherein: M is a transition metal; L in each occurrence is independently a mono- or poly-dentate ligand; R8 is H or a substituent; R9 and R10 are each independently selected from the group consisting of branched, linear or cyclic C1-20 alkyl wherein non-adjacent C atoms of the C1-20 alkyl may be replaced with —O—, —S—, —NR12—, —SiR122— or —COO— and one or more H atoms may be replaced with F or —NR122, wherein R12 is H or a substituent; R11 in each occurrence is independently H or a substituent, wherein two groups R11 may be linked to form a ring; x is at least 1; y is 0 or a positive integer; and z1, z2 and z3 are each independently 0 or a positive integer. ## Claims ### Claim 1 An unsubstituted or substituted phosphorescent compound of formula (I): wherein: M is a transition metal; L in each occurrence is independently a mono- or poly-dentate ligand; R8 is H or a substituent; R9 and R10 are each independently selected from the group consisting of branched, linear or cyclic C1-20 alkyl wherein non-adjacent C atoms of the C1-20 alkyl may be replaced with —O—, —S—, —NR12—, —SiR122— or —COO— and one or more H atoms may be replaced with F or —NR122, wherein R12 is H or a substituent; R11 in each occurrence is independently H or a substituent, wherein two groups R11 may be linked to form a ring; x is at least 1; y is 0 or a positive integer; and z1, z2 and z3 are each independently 0 or a positive integer. ### Claim 2 (depends on 1) A compound according to claim 1 wherein M is selected from iridium, platinum, osmium, palladium, rhodium and ruthenium. ### Claim 3 (depends on 1, 2) A compound according to claim 1 or 2 wherein y is 0 and x is 3. ### Claim 4 (depends on 1) A compound according to claim 1 wherein R8 is selected from the group consisting of: substituted or unsubstituted aryl or heteroaryl, optionally unsubstituted phenyl or phenyl substituted with one or more C1-20 alkyl groups; and branched, linear or cyclic C1-20 alkyl wherein non-adjacent C atoms of the C1-20 alkyl may be replaced with —O—, —S—, —NR3—, —SiR32— or —COO— and one or more H atoms may be replaced with F, wherein R3 is H or a substituent, optionally C1-20 alkyl or phenyl that may be unsubstituted or substituted with one or more C1-20 alkyl groups. ### Claim 5 (depends on 1) A compound according to claim 1 wherein z3 is at least 1. ### Claim 6 (depends on 5) A compound according to claim 5 wherein R11 in each occurrence is independently selected from the group consisting of R14, OR14, SR14, NR142, PR142, P(═O)R142, wherein R14 in each occurrence is independently selected from the group consisting of C1-40 hydrocarbyl. ### Claim 7 (depends on 1, 2, 3, 4, 5, 6, 7) A compound according to claim 1 of formula (Ia): wherein R8, R9, R10, R11, z2, z3, L, M, x and y are as defined in any of claims 1-7. ### Claim 8 (depends on 1, 2, 3, 4, 5, 6, 7) A compound according to claim 1 of formula (Ib): wherein R8, R9, R10, R11, z1, z2, L, M, x and y are as defined in any of claims 1-7. ### Claim 9 (depends on 1) A compound according to claim 1 wherein z3 is at least 2 and two groups z3 are linked to form a monocyclic or polycyclic ring. ### Claim 10 (depends on 1, 2, 3, 4, 5, 6, 7) A compound according to claim 1 of formula (Ic): wherein R8, R9, R10, R13, z1, z2, L, M, x and y are as defined in any of claims 1-7, X in each occurrence is O, S, NR14, PR14, P(═O)R14, SiR142 or CR142, and v is 0 or a positive integer. ### Claim 11 (depends on 1) A compound according to claim 1 wherein the compound has a photoluminescent spectrum having a peak wavelength in the range of 400-490 nm. ### Claim 12 (depends on 1) A composition comprising a host material and a compound according to claim 1. ### Claim 13 (depends on 12) A composition according to claim 12 wherein the host material is blended with the compound. ### Claim 14 (depends on 13) A composition according to claim 13 wherein the host material is a polymer and the compound is bound in a main chain of the polymer, provided in a side-chain of the polymer or provided as an end-group of the polymer. ### Claim 15 (depends on 13, 14) A composition according to claim 13 or 14 wherein the host is a polymer comprising a repeat unit comprising triazine. ### Claim 16 (depends on 13) A composition according to claim 13 wherein the energy gap between the HOMO of the host material and the LUMO of the compound of formula (I) is greater than 2.2 eV. ### Claim 17 (depends on 1) A solution comprising a compound or composition according to claim 1 dissolved in one or more solvents. ### Claim 18 (depends on 1) An organic light-emitting device comprising an anode, a cathode and a light-emitting layer between the anode and cathode wherein the light-emitting layer comprises a compound or composition according to claim 1. ### Claim 19 (depends on 18) A method of forming an organic light-emitting device according to claim 18 comprising the step of depositing the light-emitting layer over one of the anode and cathode, and depositing the other of the anode and cathode over the light-emitting layer. ### Claim 20 (depends on 19) A method according to claim 19 wherein the light-emitting layer is formed by depositing a solution and evaporating one or more solvents.