# US 2014/0191205 A1 · Bipolar compound and organic electroluminescent device employing the same

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- Number: US 2014/0191205 A1
- Document ID: US20140191205A1
- Status: Published application
- Kind: A1
- Application number: 13/935,170
- Filed: 2013-07-03
- Published: 2014-07-10
- Earliest claimed: 2013-01-08
- Assignees: Industrial Technology Research Institute
- Applicants: Industrial Technology Research Institute
- Inventors: Chin-Hsien CHEN; Lun-Chia HSU; Chien-Hong CHENG
- Web page: https://patentgrep.com/patent/US20140191205A1

## CPC

- H10K 85/6572: {comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole}
- H10K 50/11: characterised by the electroluminescent [EL] layers
- H10K 2101/10: Triplet emission
- H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES

## Abstract

The present disclosure relates to a bipolar compound represented by the following formula (I); and an organic luminescent diode device containing the same. wherein A represents a phenyl, a biphenyl, or a terphenyl group; and Ra, Rb, and Rc are independently selected from a group consisting of a hydrogen, a halo, a cyano, a trifluoromethyl, an amino, a C1-C10 alkyl, a C2-C10 alkenyl, a C2-C10 alkynyl, a C3-C20 cycloalkyl, a C3-C20 cycloalkenyl, a C1-C20 heterocyclic alkyl, a C1-C20 hetercyclic alkenyl, an aryl, and a heteroaryl groups.

## Claims

### Claim 1

A bipolar compound represented by the following formula (I):
wherein A represents phenyl, biphenyl, or terphenyl group; and
Ra, Rb, and Rc are independently selected from a group consisting of hydrogen, halo, cyano, trifluoromethyl, amino, C1-C10 alkyl, C2-C10 alkenyl, C2-C10 alkynyl, C3-C20 cycloalkyl, C3-C20 cycloalkenyl, C1-C20 heterocyclic alkyl, C1-C20 hetercyclic alkenyl, aryl, and heteroaryl group.

### Claim 2 (depends on 1)

The bipolar compound according to claim 1, wherein said A is further substituted by at least one substituent selected from a group consisting of hydrogen, halo, cyano, trifluoromethyl, amino, C1-C10 alkyl, C2-C10 alkenyl, C2-C10 alkynyl, C3-C20 cycloalkyl, C3-C20 cycloalkenyl, C1-C20 heterocyclic alkyl, C1-C20 hetercyclic alkenyl, aryl, and heteroaryl group.

### Claim 3 (depends on 1)

The bipolar compound according to claim 1, wherein said aryl is phenyl group or substituted phenyl group.

### Claim 4 (depends on 2)

The bipolar compound according to claim 2, wherein said aryl is phenyl group or substituted phenyl group.

### Claim 5 (depends on 1)

The bipolar compound according to claim 1, wherein said heteroaryl is carbazolyl group.

### Claim 6 (depends on 2)

The bipolar compound according to claim 2, wherein said heteroaryl is carbazolyl group.

### Claim 7 (depends on 1)

The bipolar compound according to claim 1, wherein said Ra and Rc are different by each other.

### Claim 8 (depends on 1)

The bipolar compound according to claim 1, wherein said Ra and Rc are independently selected from the following groups:
wherein X represents hydrogen, halo, cyano, trifluoromethyl, amino, or C1-C10 alkyl group.

### Claim 9

An organic luminescent diode device comprising:
a pair of electrodes; and
an electroluminescent element, disposed between said pair of electrodes;
wherein said electroluminescent element comprises a compound having the following formula (I):
wherein A represents phenyl, biphenyl, or terphenyl group;
Ra, Rb, and Rc are independently selected from a group consisting of hydrogen, halo, cyano, trifluoromethyl, amino, C1-C10 alkyl, C2-C10 alkenyl, C2-C10 alkynyl, C3-C20 cycloalkyl, C3-C20 cycloalkenyl, C1-C20 heterocyclic alkyl, C1-C20 hetercyclic alkenyl, aryl, and heteroaryl group.

### Claim 10

An organic electroluminescent diode device comprising:
a pair of electrodes; and
an electroluminescent element disposed between said pair of electrodes;
wherein said electroluminescent element comprises an emission layer and said emission layer comprises a dopant material and a compound having the following formula (I) as a host material:
wherein A represents phenyl, biphenyl, or terphenyl group;
Ra, Rb, and Rc are independently selected from a group consisting of hydrogen, halo, cyano, trifluoromethyl, amino, C1-C10 alkyl, C2-C10 alkenyl, C2-C10 alkynyl, C3-C20 cycloalkyl, C3-C20 cycloalkenyl, C1-C20 heterocyclic alkyl, C1-C20 hetercyclic alkenyl, aryl, and heteroaryl group.

### Claim 11 (depends on 8)

The organic electroluminescent diode device according to claim 8, wherein said dopant material comprises a green emitting dopant material in an amount of from 0 to 10 wt. %.

### Claim 12 (depends on 9)

The organic electroluminescent diode device according to claim 9, wherein said green emitting dopant material is tris(2-phenylpyridine)iridium (Ir(ppy)3).

### Claim 13 (depends on 8)

The organic electroluminescent diode device according to claim 8, wherein said dopant material comprises an orange emitting dopant material in an amount of from 0 to 10 wt. %.

### Claim 14 (depends on 11)

The organic electroluminescent diode device according to claim 11, wherein said orange emitting dopant material is tris(2-phenylquinoline)iridium (Ir(pq)3).

### Claim 15 (depends on 8)

The organic electroluminescent diode device according to claim 8, wherein said dopant material comprises an red emitting dopant material in an amount of from 0 to 10 wt. %.

### Claim 16 (depends on 13)

The organic electroluminescent diode device according to claim 13, wherein said red emitting dopant material is tris(2-phenyl-isoquinoline)iridium (Ir(piq)3).