Dithienobenzo-thieno[3,2-B]thiophene-copolymer and its use as high performance solution processable semiconducting polymer

US8389670B2 · kind B2 · utility

Assignees

• BASF SE
• Max-Planck-Gesellschaft zur Föderung der Wissenschaften e.V. · US

Inventors

• Marcel Kastler · Mannheim, DE
• Silke Annika Koehler · Basel, CH
• Klaus Muellen · Cologne, DE
• Ralph Rieger · Darmstadt, DE

Key dates

• Filing date: Nov 29, 2010
• Grant date: Mar 5, 2013
• Expiry date: Nov 29, 2030

Classification

• Technology area (CPC Y): Emerging Cross-Sectional Technologies
• CPC primary: Y02E10/549
• WIPO field: Macromolecular chemistry, polymers
• WIPO sector: Chemistry

Abstract

Dithienobenzo-thieno[3,2-b]thiophene-copolymers of the formula (I) wherein: pi is a monocyclic or polycyclic moiety optionally substituted with 1-4 Ra groups, wherein Ra, at each occurrence, is independently hydrogen or a) a halogen, b) —(CN, c) —NO2, d) oxo, e) —OH, f) ═C(Rb)2; g) a C1-20 alkyl group, h) a C2-20 alkenyl group, i) a C2-20 alkynyl group, j) a C1-20 alkoxy group, k) a C1-20 alkylthio group, l) a C1-20 haloalkyl group, m) a —Y—C3-10 cycloalkyl group, n) a —Y—C6-14 aryl group, o) a —Y-3-12 membered cycloheteroalkyl group, or p) a —Y-5-14 membered heteroaryl group, wherein each of the C1-20 alkyl group, the C2-20 alkenyl group, the C2-20 alkynyl group, the C3-10 cycloalkyl group, the C6-14 aryl or haloaryl group, the 3-12 membered cycloheteroalkyl group, and the 5-14 membered heteroaryl group is optionally substituted with 1-4 Rb groups; Y, at each occurrence, is independently a divalent C1-6 alkyl group, a divalent C1-6 haloalkyl group, or a covalent bond; and R1, R2, R3, at each occurrence, are independently H, a halogen, CN, a C1-30 alkyl group, a C2-30 alkenyl group, a C1-30 haloalkyl group, a C2-30 alkynyl group, a C1-30 alkoxy group, a C(O)—C1-20 alkyl group, a C(…