Preparation of Naphthalene Dianhydride Bithiophene Copolymers by Direct Arylation Polycondensation and the Latent Pigment Approach
2019; Wiley; Volume: 84; Issue: 9 Linguagem: Inglês
10.1002/cplu.201900210
ISSN2192-6506
AutoresAlessandro Sanzone, Simone Cimò, Sara Mattiello, Riccardo Ruffο, Irene Facchinetti, Giorgio E. Bonacchini, Mario Caironi, Mauro Sassi, Michael Sommer, Luca Beverina,
Tópico(s)Synthesis and Properties of Aromatic Compounds
ResumoAbstract An alternating naphthalene dianhydride bithiophene copolymer (PNDAT2) is prepared by a combined direct arylation polycondensation and the latent pigment approach. PNDAT2 is the first reported example of an alternating conjugated polymer containing naphthalene dianhydride, the oxo‐analogue of naphthalene diimide often used in electron‐acceptor conjugated polymers. PNDAT2 is resistant to organic solvents and can be generated directly as film by thermal treatment of the soluble tetraester precursor PNTET2. PNDAT2 is characterized by a LUMO level of −3.9 eV, similar to that of established naphthalene diimide containing soluble copolymers. This route to insoluble electron acceptor copolymers by thermal cleavage of soluble precursors is an alternative to classical cross‐linking or orthogonal processing strategies.
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