# US 10,374,175 B2 · Platinum complex compound and organic electroluminescence device using the same > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 10,374,175 B2 - Document ID: US10374175B2 - Status: Granted - Kind: B2 - Application number: 14/969,162 - Filed: 2015-12-15 - Published: 2016-04-07 - Granted: 2019-08-06 - Earliest claimed: 2007-12-14 - Assignees: UDC Ireland Limited - Applicants: UDC Ireland - Inventors: Ikuo Kinoshita; Takeshi Murakami; Tatsuya Igarashi - Web page: https://patentgrep.com/patent/US10374175B2 ## CPC - H10K 85/346: {comprising platinum} - C07F 15/0086: {Platinum compounds} - C09K 11/025: {non-luminescent particle coatings or suspension media} - C09K 11/06: containing organic luminescent materials - H10K 85/6572: {comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole} - C09K 2211/1007: Non-condensed systems - C09K 2211/1029: containing one nitrogen atom as the heteroatom - C09K 2211/1044: containing two 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 2101/10: Triplet emission - H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES - C07F: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM (metal-containing porphyrins C07D487/22) - C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE ## Abstract A compound is represented by the following formula (I): wherein each of Ar1 and Ar2 independently represents an aromatic ring or an aromatic heterocyclic ring; each of R1, R2, R3 and R4 independently represents a hydrogen atom or a substituent; each of Z1 and Z2 independently represents a carbon atom or a nitrogen atom; each of ring Q1 containing a carbon atom and Z1, and ring Q2 containing a carbon atom and Z2 independently represents an aromatic ring or an aromatic heterocyclic ring; and A1 represents a single bond or a divalent linking group. ## Claims ### Claim 1 A compound represented by the following formula (II): wherein each of ring Q5 containing Z15, Z17 and Z19, and ring Q6 containing Z16, Z18 and Z20, independently represents a 5- or 6-membered aromatic ring or aromatic heterocyclic ring; each of Z15, Z16, Z17, Z18, Z19 and Z20 , independently represents a carbon atom or a nitrogen atom; each of a bond for bonding Z15 to Z17, a bond for bonding Z15 to Z19, a bond for bonding Z16 to Z18, and a bond for bonding Z16 to Z20 independently represents a single bond or a double bond, provided that when Z15 represents a nitrogen atom, each of the bond for bonding Z15 to Z17 and the bond for bonding Z15 to Z19 represents a single bond, and when Z16 represents a nitrogen atom, each of the bond for bonding Z16 to Z18 and the bond for bonding Z16 to Z20 represents a single bond; Z17, Z18, Z19 and Z20 do not have a substituent; each of ring Q3 containing a carbon atom, Z11 and Z13, and ring Q4 containing a carbon atom, Z12 and Z14, independently represents an aromatic ring or an aromatic heterocyclic ring; each of Z13 and Z14 independently represents a carbon atom or a nitrogen atom; each of Z11 and Z12 independently represents a carbon atom; each of a bond for bonding Z11 to the carbon atom coordinating to Pt contained in ring Q3, a bond for bonding Z11 to Z13, a bond for bonding Z12 to the carbon atom coordinating to Pt contained in ring Q4, and a bond for bonding Z12 to Z14 independently represents a single bond or a double bond, Z13 and Z14 do not have a substituent; each of R11, R12, R13 and R14 independently represents a hydrogen atom or a substituent; and A2 represents a single bond or a divalent linking group. ### Claim 2 (depends on 1) The compound as claimed in claim 1, wherein the formula (II) is represented by the following formula (III): wherein each of Z25 and Z26 represents a carbon atom; each of Z27, Z28, Z29, Z30, Z31, Z32, Z33, Z34, Z35 and Z36 independently represents a carbon atom or a nitrogen atom; Z27, Z28, Z29 and Z30 do not have a substituent; each of Z23 and Z24 independently represents a carbon atom or a nitrogen atom; each of Z21 and Z22 independently represents a carbon atom; each of ring Q7 containing a carbon atom, Z21 and Z23, and ring Q8 containing a carbon atom, Z22 and Z24 independently represents an aromatic ring or an aromatic heterocyclic ring; each of a bond for bonding Z21 to the carbon atom coordinating to Pt contained in ring Q7, a bond for bonding Z21 to Z23, a bond for bonding Z22 to the carbon atom coordinating to Pt contained in ring Q8, and a bond for bonding Z22 to Z24 independently represents a single bond or a double bond; Z23 and Z24 do not have a substituent; each of R21, R22, R23 and R24 independently represents a hydrogen atom or a substituent; and A3 represents a single bond or a divalent linking group. ### Claim 3 (depends on 2) The compound as claimed in claim 2, wherein the formula (III) is represented by the following formula (IV): wherein each of Z43 and Z44 independently represents a carbon atom or a nitrogen atom; each of Z41 and Z42 independently represents a carbon atom; each of ring Q9 containing a carbon atom, Z41 and Z43, and ring Q10 containing a carbon atom, Z42 and Z44, independently represents an aromatic ring or an aromatic heterocyclic ring; each of a bond for bonding Z41 to the carbon atom coordinating to Pt contained in ring Q9, a bond for bonding Z41 to Z43, a bond for bonding Z42 to the carbon atom coordinating to Pt contained in ring Q10, and a bond for bonding Z42 to Z44 independently represents a single bond or a double bond; Z43 and Z44 do not have a substituent; each of R31, R32, R33, R34, R35, R36, R37, R38, R39 and R40 independently represents a hydrogen atom or a substituent; and A4 represents a single bond or a divalent linking group. ### Claim 4 (depends on 3) The compound as claimed in claim 3, wherein the formula (IV) is represented by the following formula (V): wherein each of R41, R42, R43, R44, R45, R46, R47, R48, R49, R50, R51, R52, R53, R54, R55 and R56 independently represents a hydrogen atom or a substituent; and A5 represents a single bond or a divalent linking group. ### Claim 5 (depends on 1) The compound as claimed in claim 1, wherein the formula (II) is represented by the following formula (VII): wherein each of Z55, Z56, Z57, Z58, Z59, Z60, Z61 and Z62 independently represents a carbon atom or a nitrogen atom; Z55, Z56, Z61 and Z62 do not have a substituent; each of Z53 and Z54 independently represents a carbon atom or a nitrogen atom; each of Z51 and Z52 independently represents a carbon atom each of ring Q11 containing a carbon atom, Z51 and Z53, and ring Q12 containing a carbon atom, Z52 and Z54, independently represents an aromatic ring or an aromatic heterocyclic ring; each of a bond for bonding Z51 to the carbon atom coordinating to Pt contained in ring Q11, a bond for bonding Z51 to Z53, a bond for bonding Z52 to the carbon atom coordinating to Pt contained in ring Q12, and a bond for bonding Z52 to Z54 independently represents a single bond or a double bond; Z53 and Z54 do not have a substituent; each of R111, R112, R113 and R114 independently represents a hydrogen atom or a substituent; and A7 represents a single bond or a divalent linking group. ### Claim 6 (depends on 5) The compound as claimed in claim 5, wherein the formula (VII) is represented by the following formula (VIII): wherein each of Z73 and Z74 independently represents a carbon atom or a nitrogen atom; each of Z71 and Z72 independently represents a carbon atom; each of ring Q13 containing a carbon atom, Z71 and Z73, and ring Q14 containing a carbon atom, Z72 and Z74, independently represents an aromatic ring or an aromatic heterocyclic ring; each of a bond for bonding Z71 to the carbon atom coordinating to Pt contained in ring Q13, a bond for bonding Z71 to Z73, a bond for bonding Z72 to the carbon atom coordinating to Pt contained in ring Q14, and a bond for bonding Z72 to Z74 independently represents a single bond or a double bond; Z73 and Z74 do not have a substituent; each of R121, R122, R123, R124, R125, R126, R127 and R128 independently represents a hydrogen atom or a substituent; and As represents a single bond or a divalent linking group. ### Claim 7 (depends on 6) The compound as claimed in claim 6, wherein the formula (VIII) is represented by the following formula (IX): wherein each of R131, R132, R133, R134, R135, R136, R137, R138, R139, R140, R141, R142, R143 and R144 independently represents a hydrogen atom or a substituent; and A9 represents a single bond or a divalent linking group. ### Claim 8 (depends on 1) An organic electroluminescence device comprising: a pair of electrodes; and an organic layer between the pair of electrodes, wherein the organic layer contains the compound as claimed in claim 1. ### Claim 9 (depends on 8) The organic electroluminescence device of claim 8, wherein the organic layer is a light-emitting layer. ### Claim 10 (depends on 9) The organic electroluminescence device of claim 9, wherein the light- emitting layer further comprises a host material. ### Claim 11 (depends on 8) The organic electroluminescence device of claim 8, wherein the organic layer is formed by a dry film-forming method. ### Claim 12 (depends on 1) An organic electroluminescence device comprising: a pair of electrodes, and a light-emitting layer between the pair of electrodes, wherein the light-emitting layer contains the compound as claimed in claim 1 in a proportion of from 20 to 30 wt % of the total mass of the light-emitting layer. ### Claim 13 (depends on 12) The organic electroluminescence device of claim 12, wherein the light- emitting layer further comprises a host material.