PLATINUM COMPLEX COMPOUND AND ORGANIC ELECTROLUMINESCENT DEVICE

• US 20090128008A1
• Filed: 03/16/2006
• Published: 05/21/2009
• Est. Priority Date: 03/16/2005
• Status: Active Grant

• Current Assignee: UDC Ireland Limited
• Original Assignee: Fujifilm Corporation (Fujifilm Holdings Corporation)
• Inventors: Ise, Toshihiro, Igarashi, Tatsuya
• Granted Patent: US 7,981,524 B2
• Time in Patent Office: Days
• US Class Current: 313/504
• CPC Class Codes: C07D 401/14 containing three or more hetero rings
• CPC Class Codes: C07D 403/14 containing three or more hetero rings
• CPC Class Codes: C07F 15/0086 Platinum compounds
• CPC Class Codes: C09K 11/06 containing organic luminescent materials
• CPC Class Codes: C09K 2211/1022 bridged by heteroatoms, e.g. N, P, Si or B
• CPC Class Codes: C09K 2211/1029 containing one nitrogen atom as the heteroatom
• CPC Class Codes: C09K 2211/1044 containing two nitrogen atoms as heteroatoms
• CPC Class Codes: C09K 2211/1059 containing three nitrogen atoms as heteroatoms
• CPC Class Codes: C09K 2211/185 of the platinum group, i.e. Os, Ir, Pt, Ru, Rh or Pd
• CPC Class Codes: C09K 2211/186 of the light metals other than alkali metals and alkaline earth metals, i.e. Be, Al or Mg
• CPC Class Codes: C09K 2211/188 of other metals not provided for in one of the previous groups
• CPC Class Codes: 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
• CPC Class Codes: H10K 2101/10 Triplet emission
• CPC Class Codes: H10K 50/11 characterised by the electroluminescent [EL] layers
• CPC Class Codes: H10K 85/311 Phthalocyanine
• CPC Class Codes: H10K 85/324 comprising aluminium, e.g. Alq3
• CPC Class Codes: H10K 85/342 comprising iridium
• CPC Class Codes: H10K 85/346 comprising platinum
• CPC Class Codes: H10K 85/622 containing four rings, e.g. pyrene
• CPC Class Codes: H10K 85/626 containing more than one polycyclic condensed aromatic rings, e.g. bis-anthracene
• CPC Class Codes: H10K 85/633 : comprising polycyclic condensed aromatic hydrocarbons as substituents on the nitrogen atom
• CPC Class Codes: H10K 85/657 : Polycyclic condensed heteroaromatic hydrocarbons
• CPC Class Codes: Y10S 428/917 : Electroluminescent

Abstract

An organic electroluminescent device is provided and has at least one organic layer between a pair of electrodes. The organic compound contains a compound represented by the following formula (I):

Z¹ and Z² each represents a nitrogen-containing aromatic 6-membered ring coordinating to platinum atom at the nitrogen atom, Q represents a nitrogen-containing aromatic 5-membered ring having one or two nitrogen atoms, L¹ and L² each represents a single bond or a divalent group, and n represents 0 or 1.

Claims

1. A compound represented by formula (IIA):

wherein L¹ represents a single bond or a divalent linking group, and R²¹, R²², R⁵¹, R⁵², R⁵³R⁵⁴, R⁵⁵ and R⁵⁶ each independently represents a hydrogen atom or a substituent.

2. The compound as described in claim 1, wherein the formula (IIA) is represented by formula (IIB):

wherein R²¹, R²², R⁵¹, R⁵², R⁵³, R⁵⁴, R⁵⁵, R⁵⁶, R⁶¹ and R⁶² each independently represents a hydrogen atom or a substituent.

3. The compound as described in claim 2, wherein the formula (IIB) is represented by formula (IIC):

wherein R²¹, R²², R⁵¹, R⁵², R⁵³, R⁵⁴, R⁵⁵ and R⁵⁶ each independently represents a hydrogen atom or a substituent.

4. The compound as described in claim 3, wherein the formula (IIC) is represented by formula (IID):

wherein R⁵¹, R⁵², R⁵³, R⁵⁴, R⁵⁵ and R⁵⁶ each independently represents a hydrogen atom or a substituent, and R²¹ represents a substituent.

5. The compound as described in claim 4, wherein R⁵¹, R⁵³, R⁵⁴ and R⁵⁶ each represents a hydrogen atom.

6. The compound as described in any one of claims 1 to 4, wherein the substituent is a substituent selected from the group consisting of an alkyl group containing from 1 to 20 carbon atoms, an alkenyl group containing from 2 to 10 carbon atoms, an aryl group containing from 6 to 20 carbon atoms, an amino group containing from 0 to 20 carbon atoms, an alkoxy group containing from 1 to 20 carbon atoms, an aryloxy group containing from 6 to 20 carbon atoms, an acyl group containing from 1 to 20 carbon atoms, an alkoxycarbonyl group containing from 2 to 20 carbon atoms, an alkylthio group containing from 1 to 20 carbon atoms, a sulfonyl group containing from 1 to 20 carbon atoms, a hydroxyl group, a halogen atom, a cyano group, a nitro group and a 5- to 7-membered hetero ring group.

7. An organic electroluminescent device comprising:

a pair of electrodes; and

at least one organic layer between the pair of electrodes, the at least one organic layer containing a compound represented by formula (I);

wherein Z¹ and Z² each independently represents a nitrogen-containing aromatic 6-membered ring coordinating to platinum atom at the nitrogen atom thereof, Q represents a nitrogen-containing aromatic 5-membered ring having one or two nitrogen atoms, L¹ and L² each independently represents a single bond or a divalent group, and n represents 0 or 1.

8. The organic electroluminescent device as described in claim 7, wherein the formula (I) is represented by formula (II):

wherein Z¹, Z² and L¹ are the same as defined with respect to the formula (I), and R²¹ and R²² each independently represents a hydrogen atom or a substituent.

9. The organic electroluminescent device as described in claim 7, wherein the formula (I) is represented by formula (III):

wherein Z¹, Z² and L¹ are the same as defined with respect to the formula (I), and R³¹, R³² and R³³ each independently represents a hydrogen atom or a substituent.

10. The organic electroluminescent device as described in claim 7, wherein the formula (I) is represented by formula (IV):

wherein Z¹, Z² and L¹ are the same as defined with respect to the formula (I), and R⁴¹ and R⁴² each independently represents a hydrogen atom or a substituent.

11. The organic electroluminescent device as described in claim 8, wherein the formula (II) is represented by formula (IIA):

wherein L¹ represents a single bond or a divalent linking group, and R²¹, R²², R⁵¹, R⁵², R⁵³R⁵⁴, R⁵⁵ and R⁵⁶ each independently represents a hydrogen atom or a substituent.

12. The organic electroluminescent device as described in claim 11, wherein the formula (IIA) is represented by formula (IIB):

wherein R²¹, R²², R⁵¹, R⁵², R⁵³, R⁵⁴, R⁵⁵, R⁵⁶, R⁶¹ and R⁶² each independently represents a hydrogen atom or a substituent.

13. The organic electroluminescent device as described in claim 12, wherein the formula (IIB) is represented by formula (IIC):

wherein R²¹, R²², R⁵¹, R⁵², R⁵³, R⁵⁴, R⁵⁵ and R⁵⁶ each independently represents a hydrogen atom or a substituent.

14. The organic electroluminescent device as described in claim 13, wherein the formula (IIC) is represented by formula (IID):

wherein R⁵¹, R⁵², R⁵³, R⁵⁴, R⁵⁵ and R⁵⁶ each independently represents a hydrogen atom or a substituent, and R²¹ represents a substituent.

15. The organic electroluminescent device as described in claim 7, wherein the formula (I) is represented by formula (V):

wherein Z¹, Z² and L¹ are the same as defined with respect to the formula (I), and R⁶¹ and R⁶² each independently represents a hydrogen atom or a substituent.

16. The organic electroluminescent device as described in any one of claims 8 to 15, wherein the substituent is a substituent selected from the group consisting of an alkyl group containing from 1 to 20 carbon atoms, an alkenyl group containing from 2 to 10 carbon atoms, an aryl group containing from 6 to 20 carbon atoms, an amino group containing from 0 to 20 carbon atoms, an alkoxy group containing from 1 to 20 carbon atoms, an aryloxy group containing from 6 to 20 carbon atoms, an acyl group containing from 1 to 20 carbon atoms, an alkoxycarbonyl group containing from 2 to 20 carbon atoms, an alkylthio group containing from 1 to 20 carbon atoms, a sulfonyl group containing from 1 to 20 carbon atoms, a hydroxyl group, a halogen atom, a cyano group, a nitro group and a 5- to 7-membered hetero ring group.