(Mechano)synthesis of azomethine- and terpyridine-linked diketopyrrolopyrrole-based polymers

Wahab K. A. Al-Ithawi; Albert F. Khasanov; Maria I. Valieva; Artem V. Baklykov; Konstantin A. Chistiakov; Evgeny D. Ladin; Igor S. Kovalev; Igor L. Nikonov; Grigory A. Kim; Vadim A. Platonov; Dmitry S. Kopchuk; Zhuo Wang; Grigory V. Zyryanov

doi:10.15826/chimtech.2023.10.2.04

(Mechano)synthesis of azomethine- and terpyridine-linked diketopyrrolopyrrole-based polymers

Wahab K. A. Al-Ithawi, Albert F. Khasanov, Maria I. Valieva, Artem V. Baklykov, Konstantin A. Chistiakov, Evgeny D. Ladin, Igor S. Kovalev, Igor L. Nikonov, Grigory A. Kim, Vadim A. Platonov, Dmitry S. Kopchuk, Zhuo Wang, Grigory V. Zyryanov

Abstract

Three efficient synthetic approaches towards new azomethine- and terpyridine-containing 2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione (diketopyrrolopyrrole, DPP) based polymers, such as P1 and P2, are reported. The first approach involves the Pd-catalyzed synthesis via two- or three-component Suzuki or Stille cross-coupling reaction in solution. The second approach involves Pd-catalyzed Suzuki cross-coupling reaction under ball-milling conditions. And, finally, the third approach involves Pd-free condensation reaction under ball-milling conditions. The newly obtained polymers exhibited absorbance around 700 nm and emission around 900 nm, and, thus, these polymers are considered to be NIR-fluorophores.

Keywords

diketopyrrolopyrrole-based polymers; Pd-catalyzed synthesis; mechanosynthesis; NIR emission

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DOI: https://doi.org/10.15826/chimtech.2023.10.2.04

Copyright (c) 2023 Wahab K. A. Al-Ithawi, Albert F. Khasanov, Maria I. Valieva, Artem V. Baklykov, Konstantin A. Chistiakov, Evgeny D. Ladin, Igor S. Kovalev, Igor L. Nikonov, Grigory A. Kim, Vadim A. Platonov, Dmitry S. Kopchuk, Zhuo Wang, Grigory V. Zyryanov

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