Asymmetric fused polyheteroaromatic compound, organic thin film including the asymmetric fused polyheteroaromatic compound, and electronic device including the organic thin film

Patent metadata

Field	Value
Publication number	US-9318713-B2
Application number	US-201414541241-A
Country	US
Kind code	B2
Filing date	Nov 14, 2014
Priority date	Nov 14, 2013
Publication date	Apr 19, 2016
Grant date	Apr 19, 2016

Abstract

An asymmetric fused polycyclic heteroaromatic compound is represented by the above Chemical Formula 1-1 or Chemical Formula 1-2, and is highly fused due to fusion of greater than or equal to 4 rings.

First claim

What is claimed is:

1. A fused polycyclic heteroaromatic compound represented by the following Chemical Formulae 1A to 1B:

wherein, in the Chemical Formulae 1A and 1B,
each of X 1 , X 2 , and X 3 are independently one of O, S, Se, Te, and N—R a ,
each of R 3 , R 6 to R 8 , and R a are independently one of hydrogen, a linear or branched C 1 to C 30 alkyl group, a C 7 to C 30 arylalkyl group, a C 6 to C 30 aryl group, a C 1 to C 30 alkoxy group, a C 6 to C 30 aryloxy group (—OR b , wherein R b is a C 6 to C 30 aryl group), a C 4 to C 30 cycloalkyl group, a C 4 to C 30 cycloalkyloxy group (—OR c , wherein R c is a C 4 to C 30 cycloalkyl group), a C 2 to C 30 heteroaryl group, and a halogen, and
R 1 and R 2 are linked to each other to provide one of a substituted or unsubstituted C 6 to C 30 aromatic ring and a C 2 to C 30 hetero aromatic ring except a thiophene ring,
wherein the fused polycyclic heteroaromatic compound has an asymmetric structure.

2. The fused polycyclic heteroaromatic compound of claim 1 , wherein the fused polycyclic heteroaromatic compound is represented by the following Chemical Formulae 1K or 1L:

wherein, in the Chemical Formulae 1K and 1L,
each of X 1 , X 2 , and X 4 are independently one of O, S, Se, Te, and N—R a ,
each of R 3 , R 6 , R 15 to R 20 , and R a are independently one of hydrogen, a linear or branch C 1 to C 30 alkyl group, a C 7 to C 30 arylalkyl group, a C 6 to C 30 aryl group, a C 1 to C 30 alkoxy group, a C 6 to C 30 aryloxy group (—OR b , wherein R b is a C 6 to C 30 aryl group), a C 4 to C 30 cycloalkyl group, a C 4 to C 30 cycloalkyloxy group (—OR c , wherein R c is a C 4 to C 30 cycloalkyl group), a C 2 to C 30 heteroaryl group, and a halogen.

3. The fused polycyclic heteroaromatic compound of claim 1 , wherein the fused polycyclic heteroaromatic compound has an average molecular weight of about 350 to about 3000.

4. An organic thin film comprising the fused polycyclic heteroaromatic compound of claim 1 .

5. An electronic device comprising the fused polycyclic heteroaromatic compound of claim 1 .

6. The electronic device of claim 5 , wherein the electronic device is one of a transistor, an organic light emitting diode (OLED), a photovoltaic device, a solar cell, a laser device, a memory, and a sensor.

7. The electronic device of claim 5 , wherein
the electronic device includes at least one charge transport layer, and
the fused polycyclic heteroaromatic compound is included in the charge transport layer.

Assignees

• Samsung Electronics Co Ltd

Inventors

• Park Jeong Il
• Lee Eun Kyung

Classifications

• C07D495/14 Primary

  Ortho-condensed systems · CPC title

• C07D495/22

  in which the condensed system contains four or more hetero rings · CPC title

• H01L51/0541

  Electricity · mapped topic

• H01L51/0558

  Electricity · mapped topic

• H01L51/0074 Primary

  Electricity · mapped topic