US 2009/0023957 A1 · TERPHENYLENE DERIVATIVE, TETRAHALOTERPHENYL DERIVATIVE, AND PROCESSES FOR PRODUCING BOTH

Abstract

An object of the present invention relates to provision of a terphenylene derivative having excellent oxidation resistance and capable of forming a semiconductor active phase by a coating process and an oxidation-resistant organic semiconductor material using the sane, as well as an organic thin film. The invention relates to production of a terphenylene derivative represented by the formula (1) by tetralithiating a tetrahaloterphenyl derivative with a lithiating agent and subsequently treating the resulting compound with a copper compound: wherein R1 to R14 are the same or different and each represents a hydrogen atom, a fluorine atom, a chlorine atom, an aryl group having 4 to 30 carbon atoms, an alkynyl group having 3 to 20 carbon atoms, an alkenyl group having 2 to 30 carbon atoms, an alkyl group having 1 to 20 carbon atoms or a halogenated alkyl group having 1 to 20 carbon atoms, or a diarylamino group having 8 to carbon atoms; and l, m, and n each represents an integer of 0 or 1.

Claims22

Dependent claims

A terphenylene derivative represented by the following formula (1):

wherein the substituents R1 to R14 are the same or different and each represents a hydrogen atom, a fluorine atom, a chlorine atom, an aryl group having 4 to 30 carbon atoms, an alkynyl group having 3 to 20 carbon atoms, an alkenyl group having 2 to 30 carbon atoms, an alkyl group having 1 to 20 carbon atoms or a halogenated alkyl group having 1 to 20 carbon atoms, or a diarylamino group having 8 to 30 carbon atoms;
any two or more of R1 to R6 may be combined with each other and any two or more of R8 to R13 may be combined with each other;
and l, m, and n each represents an integer of 0 or 1;
when l=0, m=0, and n=0, when l=1, m=0, and n=0, or when l=0, m=1, and n=0, at least one of the substituents R1 to R14 not a hydrogen atom.

1 more element

A tetrahaloterphenyl derivative represented by the following formula (2):

wherein the substituents X1 to X4 represent a bromine atom, an iodine atom, or a chlorine atom;
the substituents R1 to R4 are the same or different and each represents a hydrogen atom, a fluorine atom, a chlorine atom, an aryl group having 4 to 30 carbon atoms, an alkynyl group having 2 to 20 carbon atoms, an alkenyl group having 2 to 30 carbon atoms, an alkyl group having 1 to 20 carbon atoms or a halogenated alkyl group having 1 to 20 carbon atoms, or a diarylamino group having 8 to 30 carbon atoms;
any two or more of R1 to R6 may be combined with each other and any two or more of R8 to R13 may be combined with each other;
and l, m, and n each represents an integer of 0 or 1,
provided that the designation in the formula (2) is the general term for the para- and meta-position isomers represented by the following formula (3) and the formula (4):
wherein the substituents R1 to R14 and X1 to X4 and the symbols l, m, and n in the formulae (3) and (4) represent the same meanings as the substituents and the symbols represented in the formula (2).

3 more elements

Dependencies are inferred from the claim text.

Terphenylene derivative, tetrahaloterphenyl derivative, and processes for producing both

Life of this patent

Terphenylene derivative, tetrahaloterphenyl derivative, and processes for producing both

Life of this patent

Abstract

Claims22