Organic semiconductor material and light-emitting element, light-emitting device, lighting system, and electronic device using the same
Disclosed is a novel organic semiconductor material which has a twisted quaterphenylene skeleton as a central unit and simultaneously possesses a skeleton having an electron-transporting property and a skeleton having a hole-transporting property at the terminals of the quaterphenylene skeleton. Specifically, the organic semiconductor material has a [1,1′:2′,1″:2″,1′″]quaterphenyl-4-4′″-diyl group, and one of the terminals of the [1,1′:2′,1″:2″,1′″]quaterphenyl-4-4′″-diyl group is bonded to a skeleton having an electron-transporting property such as a benzoxazole group or an oxadiazole group. A skeleton having a hole-transporting property such as diarylamino group is introduced at the other terminal. This structure allows the formation of a compound having a bipolar property, a high molecular weight, an excellent thermal stability, a large band gap, and high triplet excitation energy.
1. A compound having the following formula:
wherein:
any one of R 1 to R 4 is any of an alkyl group having 1 to 4 carbon atoms, an unsubstituted aryl group having 6 to 10 carbon atoms or halogen; the others of R 1 to R 4 independently are any of hydrogen, an alkyl group having 1 to 4 carbon atoms, an unsubstituted aryl group having 6 to 10 carbon atoms or halogen; and
R 92 and R 93 independently are hydrogen, or an alkyl group having 1 to 6 carbon atoms.
2. The compound according to claim 1 ,
wherein R 92 and R 93 each are an alkyl group and bonded to each other.
3. The compound according to claim 1 , wherein the others of R 1 to R 4 are independently any one of the following formulae:
4. A compound having the following formula:
wherein Ar 1 and Ar 2 are independently any one of the following formulae:
5. The compound according to claim 4 , wherein the compound has the following formula:
6. A compound having the following formula:
wherein:
R 1 to R 4 independently are any of hydrogen, an alkyl group having 1 to 4 carbon atoms, an unsubstituted aryl group having 6 to 10 carbon atoms or halogen; and
R 92 and R 93 are hydrogen.
7. The compound according to claim 6 , wherein R 1 to R 4 are independently any one of the following formulae: