Modulating the Properties of Azulene-containing Polymers Through Functionalization at the 2-Position of Azulene.
2-arylazulene
Acid-responsive
Azulene-containing Conjugated Polymers
C−H Activation
Electrochromic
Journal
Chemistry, an Asian journal
ISSN: 1861-471X
Titre abrégé: Chem Asian J
Pays: Germany
ID NLM: 101294643
Informations de publication
Date de publication:
17 Aug 2020
17 Aug 2020
Historique:
received:
23
05
2020
revised:
22
06
2020
pubmed:
27
6
2020
medline:
27
6
2020
entrez:
27
6
2020
Statut:
ppublish
Résumé
Poly(2-arylazulene-alt-fluorene) and poly(2-arylazulene-alt-thiophene) are synthesized via Suzuki and Stille cross-coupling polymerization, respectively, using 1,3-dibromo-2-arylazulenes as monomers, which are prepared by a novel directed C-H activation method of 2-carboxylic azulene and subsequent bromination reaction. Our study shows that functionalization at the 2-position of azulene monomers influences polymer properties. For instance, different from electron-withdrawing groups that discourage the protonation of azulene, electron-donating aryl groups, however, enhances the sensitivity of response to acid. Protonation of the polymers leads to significant shifts in absorption spectra accompanying with obvious color changes from green to brown in majority cases because of the formation of poly(azulenium cation). The electrochromic properties of polymers are examined, exhibiting that nature of aryl group at the 2-position of azulene influences the stability of their electrochromic devices.
Identifiants
pubmed: 32588560
doi: 10.1002/asia.202000627
doi:
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
2505-2512Subventions
Organisme : Agency for Science, Technology and Research (A*STAR), Science and Engineering Research Council
ID : 1527200019
Organisme : Agency for Science, Technology and Research (A*STAR), Science and Engineering Research Council
ID : 1527200021
Organisme : A*STAR Graduate Academy
Informations de copyright
© 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
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