2-Methyl-2-propanyl 4-(5-iodo-2-pyrimidinyl)-1-piperazinecarboxylate
CAS Number:
1027616-32-5
Molecular Formula:
C13H19IN4O2
Amide transformation as an efficient postpolymerization modification approach for the synthesis of functional polyacetylenes
Literature Information
Publication Date
2020-04-21
DOI
10.1039/D0PY00398K
Impact Factor
5.582
Authors
Heng Liu, Xuequan Zhang, Yanming Hu, Guangyuan Zhou, Toshio Masuda
View Original
Abstract
Postpolymerization modification based on selective amide transformation reactions is explored for the preparation of functional polymers, since amides are an important building motif ubiquitously present in biological and synthetic polymers. Inspired by recent advances in amide chemistry, a N,N-Boc2-benzamide group-containing polyacetylene (P1) was synthesized and used as a polymer substrate for polymer modification. Transamidation of P1 using amine nucleophiles, (R)- and (S)-1-phenylethanamine and anthracen-9-ylmethanamine, proceeded completely at 30 °C under metal-free conditions to produce polymers featuring predominantly one-handed helical structures and enhanced luminescence (P1a–P1c). The reaction with alcohols needed more forcing conditions (at 60 °C with DMAP as the catalyst) to eventually achieve full substitution. Incorporation of 2-(2-(2-methoxyethoxy)ethoxy)ethanol led to a dramatic increase in the surface energy of P1d. P1e obtained using 4-hydroxy-2,2,6,6-tetramethylpiperidine-1-oxyl exhibited reversible charge/discharge ability as a cathode material in a Li-ion battery.
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Source Journal
Polymer Chemistry
CiteScore:
8.6
Self-citation Rate:
7.3%
Articles per Year:
457
Polymer Chemistry welcomes submissions in all areas of polymer science that have a strong focus on macromolecular chemistry. Manuscripts may cover a broad range of fields, yet no direct application focus is required.
Recommended Compounds
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N,N'-Bis[3-(2-methoxyphenyl)-2-hydroxybenzyl](1R,2R)-1,2-cyclohexanediamine
CAS Number:
928769-12-4
Molecular Formula:
C34H38N2O4
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4-{[4-(Trifluoromethoxy)benzyl]oxy}benzonitrile
CAS Number:
1036629-63-6
Molecular Formula:
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