# US 11,111,244 B2 · Organic compound and organic electroluminescence device using the same

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- Number: US 11,111,244 B2
- Document ID: US11111244B2
- Status: Granted
- Kind: B2
- Application number: 16/153,853
- Filed: 2018-10-08
- Published: 2020-04-09
- Granted: 2021-09-07
- Earliest claimed: 2018-10-08
- Assignees: Luminescence Technology Corporation
- Applicants: Feng-Wen Yen; Shu-Hua Yeh
- Inventors: Feng-Wen Yen; Shu-Hua Yeh
- Web page: https://patentgrep.com/patent/US11111244B2

## CPC

- C07D 241/46: Phenazines
- C07C 13/62: with more than three condensed rings
- C07C 211/61: with at least one of the condensed ring systems formed by three or more rings
- C07D 251/24: to three ring carbon atoms
- C07D 307/91: Dibenzofurans; Hydrogenated dibenzofurans
- C07D 403/04: directly linked by a ring-member-to-ring-member bond
- C07D 405/04: directly linked by a ring-member-to-ring-member bond
- C07D 405/12: linked by a chain containing hetero atoms as chain links
- C07D 471/04: Ortho-condensed systems
- C07F 7/0816: {said ring comprising Si as a ring atom}
- C07F 9/5325: {Aromatic phosphine oxides or thioxides (P-C aromatic linkage)}
- C07F 9/65517: {condensed with carbocyclic rings or carbocyclic ring systems}
- H10K 50/11: characterised by the electroluminescent [EL] layers
- H10K 85/615: {Polycyclic condensed aromatic hydrocarbons, e.g. anthracene}
- H10K 85/626: {containing more than one polycyclic condensed aromatic rings, e.g. bis-anthracene}
- H10K 85/633: {comprising polycyclic condensed aromatic hydrocarbons as substituents on the nitrogen atom}
- H10K 85/654: {comprising only nitrogen as heteroatom (H10K85/652 takes precedence)}
- H10K 85/6572: {comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole}
- H10K 85/6574: {comprising only oxygen in the heteroaromatic polycondensed ring system, e.g. cumarine dyes}
- H10K 85/6576: {comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene}
- C07C 2603/24: Anthracenes; Hydrogenated anthracenes
- C07C 2603/50: Pyrenes; Hydrogenated pyrenes
- C07C 2603/54: containing more than five condensed rings
- H10K 50/165: comprising dopants
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- 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

## Abstract

An organic compound which can be used as the phosphorescent host material, the fluorescent host material, or the fluorescent dopant material of the light emitting layer, and/or the electron transporting material of the organic electroluminescence device is disclosed. The organic electroluminescence device employing the organic compound can lower driving voltage, prolong half-lifetime, and increase current efficiency.

## Claims

### Claim 1

An organic compound represented by one of the following formula (4) to formula (9) and formula (11) to formula (21):
wherein X is a divalent bridge selected from the group consisting of O, S, NR4, CR5R6, and SiR7R8; R1 to R3 are independently absent, a hydrogen atom, a halogen, a substituted or unsubstituted aryl group having 5 to 30 ring atoms, a substituted or unsubstituted heteroaryl group having 5 to 30 ring atoms, a substituted or unsubstituted arylamine group having 5 to 30 ring atoms, or a substituted or unsubstituted heteroarylamine group having 5 to 30 ring atoms; R4 is a hydrogen atom, a halogen, a substituted or unsubstituted aryl group having 5 to 30 ring atoms, a substituted or unsubstituted heteroaryl group having 5 to 30 ring atoms, a substituted or unsubstituted arylamine group having 5 to 30 ring atoms, or a substituted or unsubstituted heteroarylamine group having 5 to 30 ring atoms; and R5 to R8 are independently a hydrogen atom, a halogen, a substituted or unsubstituted alkyl group having 1 to 30 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, or a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms.

### Claim 2 (depends on 1)

The organic compound according to claim 1, wherein the alkyl group, aralkyl group, aryl group, heteroaryl group, arylamine group, or heteroarylamine group is substituted by a halogen, an alkyl group, an aryl group, or a heteroaryl group.

### Claim 3 (depends on 1)

The organic compound according to claim 1, wherein R1 to R4 are independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted fluorene group, a substituted or unsubstituted benzofluorene group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted anthracenyl group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted pyrenyl group, a substituted or unsubstituted chrysenyl group, a substituted or unsubstituted triphenylenyl group, a substituted or unsubstituted benzimidazole group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted biscarbazolyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted diphenylphosphine oxide group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted diazinyl group, a substituted or unsubstituted pyridinyl group, a substituted or unsubstituted phenanthroline group, a substituted or unsubstituted dihydroacridine group, a substituted or unsubstituted phenothiazine group, a substituted or unsubstituted phenoxazine group, a substituted or unsubstituted dihydrophenazine group, a substituted or unsubstituted diphenylamine group, a substituted or unsubstituted triphenylamine group, a substituted or unsubstituted phenyldibenzofuranylamine group, or a substituted or unsubstituted phenyldibenzothiophenylamine group.

### Claim 4

An organic compound of formula (1) or formula (2) below:
wherein Q is a group represented by formula (3) below:
wherein X is a divalent bridge selected from the group consisting of O, S, NR4, CR5R6, and SiR7R8; wherein R5 to R8 are independently a hydrogen atom, a halogen, a substituted or unsubstituted alkyl group having 1 to 30 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, or a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms; and
wherein R1 to R4 independently represent one of the following substituents:

### Claim 5

An organic compound, wherein the organic compound is one of the following compounds:

### Claim 6 (depends on 1)

An organic electroluminescence device, comprising a pair of electrodes composed of a cathode and an anode, and a light emitting layer and one or more organic thin film layers between the pair of electrodes, wherein at least one of the light emitting layer and the organic thin film layer comprises the organic compound of claim 1.

### Claim 7 (depends on 6)

The organic electroluminescence device according to claim 6, wherein the light emitting layer comprising the organic compound of one of the following formula (4) to formula (9) and formula (11) to formula (21) is a host material.

### Claim 8 (depends on 6)

The organic electroluminescence device according to claim 6, wherein the light emitting layer comprising the organic compound of one of the following formula (4) to formula (9) and formula (11) to formula (21) is a fluorescent dopant material.

### Claim 9 (depends on 6)

The organic electroluminescence device according to claim 6, wherein the organic thin film layer comprising the organic compound of one of the following formula (4) to formula (9) and formula (11) to formula (21) is an electron transporting layer.

### Claim 10 (depends on 6)

The organic electroluminescence device according to claim 6, wherein the organic electroluminescence device is a lighting panel.

### Claim 11 (depends on 6)

The organic electroluminescence device according to claim 6, wherein the organic electroluminescence device is a backlight panel.