Preparation of Naphthalene Dianhydride Bithiophene Copolymers by Direct Arylation Polycondensation and the Latent Pigment Approach

Abstract

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.

Synthesis and Aggregation Behavior of a Glycolated Naphthalene Diimide Bithiophene Copolymer for Application in Low-Level n-Doped Organic Thermoelectrics

“…Therefore, a slight excess of 1.16 equiv. was used compared to the stannylated bithiophene comonomer (Table ), which was shown to improve molar mass development. − …”

Syntheses of Organic Semiconductors in Water. Recent Advancement in the Surfactants Enhanced Green Access to Polyconjugated Molecules

“…[11] Recent years witnessed a flourishing of high-quality papers demonstrating how the technique enables a sizeable reduction in the overall complexity of synthetic access, while at the same time maintaining performances for a large number of active materials. [12][13][14][15][16][17][18][19] Successful as it might be, even direct arylation fails to address the real elephant in the room of the technology: the organic solvents employed in the synthesis.…”

Organic Solvent Free Synthesis and Processing of Semiconducting Polymers for Field Effect Transistors in Waterborne Dispersions

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