US 7,030,409 B2 · Organic semiconductor polymer for organic thin film transistor containing quinoxaline ring in the backbone chain

Abstract

Disclosed herein is a composite-structured organic semiconductor polymer for an organic thin film transistor which contains quinoxaline rings in the backbone of the polymer. According to the organic semiconductor polymer, since quinoxaline rings having n-type semiconductor characteristics, such as high electron affinity, are incorporated into a polythiophene having p-type semiconductor characteristics, the organic semiconductor polymer simultaneously exhibits both p-type and n-type semiconductor characteristics. In addition, the polythienylquinoxaline derivative exhibits high solubility in organic solvents, co-planarity and stability in air. Furthermore, when the polythienylquinoxaline derivative is used as an active layer of an organic thin film transistor, the organic thin film transistor exhibits a high charge carrier mobility and a low off-state leakage current.

Claims11

Dependent claims

A polythienylquinoxaline derivative represented by Formula 1 below:

wherein R1 and R4 are each independently a hydrogen atom, a hydroxyl group, a C1-16 linear, branched or cyclic alkyl group, or a C1-12 linear, branched or cyclic alkoxy group;
R2 and R3 are each independently a hydrogen atom, a hydroxyl group, a C1-16 linear, branched or cyclic alkyl group, a C1-12 linear, branched or cyclic alkoxy group, or a C6-18—aryl group of an aromatic ring or a heteroaromatic ring, wherein the aryl group may be substituted with at least one substituent selected from the group consisting of a hydroxyl group, C1-16 linear, branched and cyclic alkyl groups, and C1-12 linear, branched and cyclic alkoxy groups;
A is NH, O or S;
n is 1 or 2;
and both a and b are each independently real numbers satisfying the conditions 0.01≦a/(a+b)≦0.99 and 0.01≦b/(a+b)≦0.99.

2 more elements

A method for preparing a polythienylquinoxaline derivative by polymerizing a monomer represented by Formula 2 below:

wherein R1 is a hydrogen atom, a hydroxyl group, a C1-16 linear, branched or cyclic alkyl group, or a C1-12 linear, branched or cyclic alkoxy group;
A is NH, O or S;
n is 1 or 2;
and R is a C1-6 alkyl group;
a monomer represented by Formula 3 below:
wherein R2 and R3 are each independently a hydrogen atom, a hydroxyl group, a C1-16 linear, branched or cyclic alkyl group, a C1-12 linear, branched or cyclic alkoxy group, or a C6-18—aryl group of an aromatic ring or a heteroaromatic ring, wherein the aryl group may be substituted with at least one substituent selected from the group consisting of a hydroxyl group, C1-16 linear, branched and cyclic alkyl groups, and C1-12 linear, branched and cyclic alkoxy groups;
and X is a halogen atom;
and
a monomer represented by Formula 4 below:
wherein R4 is a hydrogen atom, a hydroxyl group, a C1-16 linear, branched or cyclic alkyl group, or a C1-12 linear, branched or cyclic alkoxy group;
R is a C1-6 alkyl group;
and X is a halogen atom
under nitrogen atmosphere at 60˜120° C. for 48˜72 hours in the presence of a catalyst represented by Formula 6a or 6b below:
PdL4 (6a)
wherein L is at least one ligand selected from the group consisting of triphenylphosphine (PPh3), triphenylphosphite P(OPh)3, tri(2-furyl)phosphine((2-furyl)3P) and triphenylarsine (AsPh3);
or
PdL2X2 (6b)
wherein L is as defined in Formula 6a above, and X is a halogen atom.

15 more elements

Dependencies are inferred from the claim text.

Organic semiconductor polymer for organic thin film transistor containing quinoxaline ring in the backbone chain

Life of this patent

Organic semiconductor polymer for organic thin film transistor containing quinoxaline ring in the backbone chain

Life of this patent

Abstract

Claims11