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.

Sanzone, A., Cimò, S., Mattiello, S., Ruffo, R., Facchinetti, I., Bonacchini, G., et al. (2019). Preparation of Naphthalene Dianhydride Bithiophene Copolymers by Direct Arylation Polycondensation and the Latent Pigment Approach. CHEMPLUSCHEM, 84(9), 1346-1352 [10.1002/cplu.201900210].

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

Sanzone, Alessandro;Mattiello, Sara;Ruffo, Riccardo;Facchinetti, Irene;Sassi, Mauro;Beverina, Luca
2019

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.
Articolo in rivista - Articolo scientifico
materials science; polymerization; semiconductors; thermochemistry; voltammetry;
English
2019
84
9
1346
1352
none
Sanzone, A., Cimò, S., Mattiello, S., Ruffo, R., Facchinetti, I., Bonacchini, G., et al. (2019). Preparation of Naphthalene Dianhydride Bithiophene Copolymers by Direct Arylation Polycondensation and the Latent Pigment Approach. CHEMPLUSCHEM, 84(9), 1346-1352 [10.1002/cplu.201900210].
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/10281/248483
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