# US 7,608,677 B2 · Method for preparing polymeric organic iridium compositions > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 7,608,677 B2 - Document ID: US7608677B2 - Status: Granted - Kind: B2 - Application number: 11/599,972 - Filed: 2006-11-15 - Published: 2008-01-31 - Granted: 2009-10-27 - Earliest claimed: 2006-07-28 - Assignees: General Electric Company - Inventors: James Anthony Cella; Kelly Scott Chichak - Web page: https://patentgrep.com/patent/US7608677B2 ## CPC - C07F 15/0033: {Iridium compounds} - H10K 85/111: {comprising aromatic, heteroaromatic, or aryl chains, e.g. polyaniline, polyphenylene or polyphenylene vinylene} - H10K 85/342: {comprising iridium} - C07B 2200/11: Compounds covalently bound to a solid support - H10K 50/11: characterised by the electroluminescent [EL] layers - Y10S 428/917: Electroluminescent - 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 - C07B: GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR (preparation of carboxylic acid esters by telomerisation C07C67/47; telomerisation C08F) - Y10S: TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS ## Abstract The present invention provides a method for the preparation of polymeric organic iridium complexes useful in electronic devices such as OLEDs. The method provides polymeric organic iridium compositions comprising at least one cyclometallated ligand and at least one ketopyrrole ligand. The polymeric organic iridium compositions provided are referred to as Type (2) organic iridium compositions and are constituted such that at least one ligand of the polymeric organic iridium compound has a number average molecular weight of 2,000 grams per mole or greater (as measured by gel permeation chromatography). Type (2) organic iridium compositions are referred to herein as comprising “polymeric organic iridium complexes”. In one embodiment, the method comprises providing a non-polymeric organic iridium complex comprising one or more reactive functional groups and carrying out a polymerization step to provide the polymeric organic iridium complex comprising at least one cyclometallated ligand and at least one ketopyrrole ligand. ## Claims ### Claim 1 A method of preparing a polymeric organic iridium complex, said method comprising: (a) providing a non-polymeric organic iridium complex comprising one or more functional groups; and (b) reacting at least one of the functional groups with a reactive group on a polymer chain unit via a polymerization step, wherein the non-polymeric organic iridium complex is incorporated into the polymer chain to provide a polymeric organic iridium complex; said polymeric organic iridium complex comprising: (i) at least one cyclometallated ligand; and (ii) at least one ketopyrrole ligand; wherein at least one of said ligands is a polymeric ligand. ### Claim 2 (depends on 1) The method according to claim 1, wherein said non-polymeric organic iridium complex comprises one reactive functional group. ### Claim 3 (depends on 1) The method according to claim 1, wherein said non-polymeric organic iridium complex comprises two reactive functional groups. ### Claim 4 (depends on 1) The method according to claim 1, wherein said functional group is a hydroxyl group. ### Claim 5 (depends on 1) The method according to claim 1, wherein said functional group is an aryl bromide group. ### Claim 6 (depends on 1) The method according to claim 1, wherein said functional group is an olefin group. ### Claim 7 (depends on 1) The method according to claim 1, wherein said functional group is an amine group. ### Claim 8 (depends on 1) The method according to claim 1, wherein said cyclometallated ligand is a polymeric ligand. ### Claim 9 (depends on 1) The method according to claim 1, wherein said ketopyrrole ligand is a polymeric ligand. ### Claim 10 (depends on 1) The method according to claim 1, wherein said polymeric organic iridium complex has structure XV wherein each of the ligands is independently at each occurrence a cyclometallated ligand which may be the same or different; R2 is independently at each occurrence a deuterium atom, a halogen, a nitro group, an amino group, a hydroxy group, a C3-C40 aromatic radical, a C1-C50 aliphatic radical, or a C3-C40 cyclcoaliphatic radical; and “a” is an integer from 0 to 3; and wherein the substructure is a polymer chain. ### Claim 11 (depends on 1) The method according to claim 1, wherein said polymeric ligand is selected from the group consisting of polycarbonates, polyarylates, polyacrylates, and polyamides. ### Claim 12 (depends on 1) The method according to claim 1, wherein said polymeric ligand is an electroactive polymer. ### Claim 13 (depends on 12) The method according to claim 12, wherein said electroactive polymer is an electroluminescent polymer. ### Claim 14 A method of preparing a polymeric organic iridium complex, said method comprising: (a) providing a multifunctional organic iridium complex comprising functional groups; and (b) reacting at least one of the functional groups with reactive groups of a co-monomer via a polymerization step, wherein the reactive groups have a complimentary reactivity to the functional groups of the multifunctional organic iridium complex to provide a polymeric organic iridium complex; said polymeric organic iridium complex comprising: (i) at least one cyclometallated ligand; and (ii) at least one ketopyrrole ligand; wherein at least one of said ligands is a polymeric ligand. ### Claim 15 (depends on 14) The method according to claim 14, wherein said multifunctional organic iridium complex is selected from the group consisting of organic iridium complexes XIX, XX, and XXI ### Claim 16 (depends on 14) The method according to claim 14, wherein said multifunctional organic iridium complex comprises aryl bromide groups. ### Claim 17 (depends on 14) The method according to claim 14, wherein said co-monomer comprises boronic acid groups. ### Claim 18 (depends on 14) The method according to claim 14, wherein said polymeric organic iridium complex is a light emitting polymer. ### Claim 19 (depends on 14) The method according to claim 14, wherein said polymeric organic iridium complex is a light emitting polymer. ### Claim 20 A method of preparing a polymeric organic iridium complex, said method comprising: (a) providing a multifunctional organic iridium complex comprising aryl bromide functional groups; and (b) reacting at least one of the functional group with reactive aryl borate functional groups of a co-monomer, the reaction occurring under Suzuki coupling conditions to provide a polymeric organic iridium complex; said polymeric organic iridium complex comprising: (i) at least one cyclometallated ligand; and (ii) at least one ketopyrrole ligand; wherein at least one of said ligands is a polymeric ligand.