One-pot synthesis of all-conjugated block-like bisthiophene- naphthalenediimide/fluorene copolymer

Tkachov R, Komber H, Rauch S, Lederer A, Oertel U, Haeussler L, Voit B, Kiriy A (2014)


Publication Type: Journal article

Publication year: 2014

Journal

Book Volume: 47

Pages Range: 4994-5001

Journal Issue: 15

DOI: 10.1021/ma5006588

Abstract

A copolymerization of electron-rich and electron-deficient monomers via the chain-growth catalyst-transfer polycondensation route is highly challenging and has never been accomplished thus far, to the best of our knowledge. Herein, we report a simple method to copolymerize two monomers of a significantly different nature: anion-radical naphthalene diimide-dithiophene-based and zinc-organic AB-type fluorenic ones. We found that the copolymerization proceeds rapidly in the presence of Pd catalyst having the bulky and electron-rich tri-tert-butylphosphine ligand. Despite the fact that the two monomers are simultaneously added to the copolymerization (batch polymerization), the polymerization leads to a gradient or even block-like copolymer rather than to a random copolymer or to a mixture of homopolymers, as evident from NMR, GPC, AFM, and fluorescence quenching experiments. The block-like copolymer is formed because the fluorenic monomer polymerizes much faster, yet because the resulting PF2/6 homopolymer is able to initiate polymerization of the second monomer, presumably acting as macroinitiator. Although the investigated copolymerization does not involve a living propagation mechanism and the resulting product is not a well-defined block copolymer, this result is an important step toward a general protocol for preparation of all-conjugated donor-acceptor block copolymers for optoelectronic applications. © 2014 American Chemical Society.

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How to cite

APA:

Tkachov, R., Komber, H., Rauch, S., Lederer, A., Oertel, U., Haeussler, L.,... Kiriy, A. (2014). One-pot synthesis of all-conjugated block-like bisthiophene- naphthalenediimide/fluorene copolymer. Macromolecules, 47(15), 4994-5001. https://dx.doi.org/10.1021/ma5006588

MLA:

Tkachov, Roman, et al. "One-pot synthesis of all-conjugated block-like bisthiophene- naphthalenediimide/fluorene copolymer." Macromolecules 47.15 (2014): 4994-5001.

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