# US 9,040,174 B2 · Fluorene compound and organic electroluminescent device using the same

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- Number: US 9,040,174 B2
- Document ID: US9040174B2
- Status: Granted
- Kind: B2
- Application number: 13/689,767
- Filed: 2012-11-30
- Published: 2014-06-05
- Granted: 2015-05-26
- Earliest claimed: 2012-11-30
- Applicants: Feng-Wen Yen; Cheng-Hao Chang; Hsu-Kai Chang; Feng-Ying Wang
- Inventors: Feng-Wen Yen; Cheng-Hao Chang; Hsu-Kai Chang; Feng-Ying Wang
- Web page: https://patentgrep.com/patent/US9040174B2

## CPC

- C07C 13/64: with a bridged ring system
- C07C 13/62: with more than three condensed rings
- C07D 221/18: Ring systems of four or more rings
- 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}
- H10K 85/626: {containing more than one polycyclic condensed aromatic rings, e.g. bis-anthracene}
- H10K 85/6572: {comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole}
- C07C 2603/18: Fluorenes; Hydrogenated fluorenes
- C07C 2603/90: containing more than four rings
- C09K 2211/1011: Condensed systems
- C09K 2211/1029: containing one nitrogen atom as the heteroatom
- H10K 50/11: characterised by the electroluminescent [EL] layers
- H10K 2102/103: {comprising indium oxides, e.g. ITO}
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- 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
- H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES

## Abstract

The present invention discloses a new fluorene compound and organic EL device using the compound. The organic EL device employing the new fluorene compound as host material can lower driving voltage, prolong half-lifetime. The fluorene compound can functions as blue emitting host material of a light emitting layer and improve CIE color purity in blue emitting device. The fluorene compound are represented by the following formula(A): Wherein R1 to R6 are identical or different. R1 to R6 are independently selected from the group consisting of a hydrogen atom, a halide, alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted aralkyl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 6 to 30 carbon atoms. R7˜R13 are identical or different R7 to R13 are independently selected from the group consisting of hydrogen atom, halide, alkyl group, aryl group, heteroaryl group. m and n are independently an integer of 0 to 3, X is selected from carbon or nitrogen.

## Claims

### Claim 1

A fluorene compound with a general formula(A) as follows:
wherein R1 to R6 are identical or different, R1 to R6 are independently selected from the group consisting of a hydrogen atom, a halide, alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted aralkyl group having 6 to 30 carbon atoms, and a substituted or unsubstituted heteroaryl group having 6 to 30 carbon atoms; R7˜R13 are identical or different, R7 to R13 are independently selected from the group consisting of hydrogen atom, halide, alkyl group, aryl group, and heteroaryl group; m and n are independently an integer of 0 to 3, X is selected from carbon or nitrogen.

### Claim 2 (depends on 1)

The compound as claimed in claim 1, wherein X is carbon atoms and the fluorene compound is represented by the following formula (aI):
wherein R1 to R6 are identical or different, R1 to Rb are independently selected from the group consisting of a hydrogen atom, a halide, alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted aralkyl group having 6 to 30 carbon atoms, and a substituted or unsubstituted heteroaryl group having 6 to 30 carbon atoms; R7˜R13 are identical or different, R7 to R13 are independently selected from the group consisting of hydrogen atom, halide, alkyl group, aryl group, and heteroaryl group; m and n are independently an integer of 0 to 3.

### Claim 3 (depends on 1)

The compound as claimed in claim 1, wherein X is nitrogen atom, and the fluorene compound is represented by the following formula(aII):
wherein R1 to R6 are identical or different, R1 to R6 are independently selected from the group consisting of a hydrogen atom, a halide, alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted aralkyl group having 6 to 30 carbon atoms, and a substituted or unsubstituted heteroaryl group having 6 to 30 carbon atoms; R7˜R13 are identical or different, R7 to R13 are independently selected from the group consisting of hydrogen atom, halide, alkyl group, aryl group, and heteroaryl group; m and n are independently an integer of 0 to 3.

### Claim 4

A organic EL device comprising a pair of electrodes consisting of a cathode and an anode and between the pairs of electrodes comprising a layer of fluorene compound with a general formula(A) as follows:
wherein R1 to R6 are identical or different, R1 to R6 are independently selected from the group consisting of a hydrogen atom, a halide, alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted aralkyl group having 6 to 30 carbon atoms, and a substituted or unsubstituted heteroaryl group having 6 to 30 carbon atoms; R7˜R13 are identical or different, R7 to R13 are independently selected from the group consisting of hydrogen atom, halide, alkyl group, aryl group, and heteroaryl group; m and n are in dependently an integer of 0 to 3, X is selected from carbon or nitrogen.

### Claim 5 (depends on 4)

An organic EL device according to claim 4 comprising a layer of fluorene compound which functions as host material of a light emitting layer.

### Claim 6 (depends on 5)

An organic EL device according to claim 5 comprising a layer of fluorene compound which functions as blue emitting host material of a light emitting layer.

### Claim 7 (depends on 1)

The fluorene compound according to claim 1, wherein the fluorene compound is selected from the group consisting of: