NDLI: 2,6-Bis-benzimidazolylpyridines as new catalyst in copper-based ATRP

Content Provider	Springer Nature Link
Author	Arslan, Hülya Avcı, Çiğdem Tutkun, Burcu Şengül, Abdurrahman
Copyright Year	2016
Abstract	The ligands, 2,6-bis(NH-benzimidazol-2-yl)pyridine (L1) and 2,6-bis(N-methyl-benzimidazol-2-yl)pyridine (L2), were synthesized by a one-step reaction of 2,6-pyridinedicarboxylic acid with a diamine (o-phenylenediamine or N-methyl-1,2-phenylenediamine), respectively, in syrupy phosphoric acid at ca. 200 °C. Their efficiency as a catalyst in Cu-based atom transfer radical polymerizations (ATRP) of methylmethacrylate (MMA) was investigated. The linear first-order kinetic plots were observed; indicating that the number of active species is constant during the polymerization and termination reactions are limited. The apparent rate constant values of ATRP of MMA with CuCl/L1 catalyst system at 90 °C in acetonitrile were found to be between 3.83 × 10−5 and 1.33 × 10−4 s−1, while they were between 1.86 × 10−4 and 4.40 × 10−4 s−1 in the case of CuCl/L2 catalyst, indicating the presence of lower radical concentration throughout the polymerization of MMA using CuCl/L1 catalyst system. In both the cases, low apparent rate constant values are obtained. This indicates that ATRP proceeded at reasonable rates and a good control over ATRP in general. Apparent rate constant vs [ligand]/[catalyst] ratio plots showed a maximum at the [ligand]/[catalyst] ratio of two. M n,GPC values increased slightly linearly with conversion and molecular weight values were closer to M n,th in the case of ATRP of MMA using CuCl/L2 catalyst complex. Cyclic voltammetry measurements confirmed that CuCl/L1 and CuCl/L2 complexes in acetonitrile give reversible redox couples and copper(I) centers in CuCl/L1 and CuCl/L2 catalyst complexes that are readily oxidized and they potentially suit to facile ATRP.
Starting Page	931
Ending Page	948
Page Count	18
File Format	PDF
ISSN	01700839
Journal	Polymer Bulletin
Volume Number	74
Issue Number	4
e-ISSN	14362449
Language	English
Publisher	Springer Berlin Heidelberg
Publisher Date	2016-07-25
Publisher Place	Berlin, Heidelberg
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	2,6-Bis(NH-benzimidazol-2-yl)pyridine 2,6-Bis(N-methyl-benzimidazol-2-yl)pyridine Cu-based atom transfer radical polymerization Cyclic voltametry measurements Polymer Sciences Soft and Granular Matter, Complex Fluids and Microfluidics Characterization and Evaluation of Materials Physical Chemistry Organic Chemistry
Content Type	Text
Resource Type	Article
Subject	Chemistry Materials Chemistry Condensed Matter Physics Polymers and Plastics

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