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Issue 23, 2019
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Polyampholytic graft copolymers based on polydehydroalanine (PDha) – synthesis, solution behavior and application as dispersants for carbon nanotubes

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Abstract

We herein introduce a versatile platform of graft copolymers featuring a polyampholytic backbone and side chains of varying length and polarity using post-polymerization modification of polydehydroalanine (PDha). Nucleophilic substitution of the amino group with various modifiers in water allows the attachment of alkyl, fluoro alkyl, and aryl epoxides as well as a Michael acceptor (acrylonitrile), whereby the overall degree of functionalization (DoF) can be controlled by adjusting both concentration and reaction time. The synthesized graft copolymers were characterized by spectroscopic techniques (1H-NMR, 13C-NMR, solid state 13C-NMR, FT-IR), elemental analysis, and size exclusion chromatography (SEC) to prove successful grafting. By introduction of various side-chains, both the overall polarity and charge/charge density of the underlying PDha backbone changes, which is directly reflected in the solution behavior of the graft copolymers. We therefore investigated two examples by potentiometric titrations and ζ-potential measurements. As one example, modification with epoxyoctane led to amphiphilic graft copolymers which formed micelles in aqueous solution as revealed by dynamic light scattering (DLS) and transmission electron microscopy (TEM). Even more, we could show that these materials are promising dispersants for carbon nanomaterials (MWCNTs) and even pH-dependent reversible dispersion formation was possible. In general, the presented synthetic strategy opens up a wide range of novel surfactants with precisely tunable composition, polarity, and functionality.

Graphical abstract: Polyampholytic graft copolymers based on polydehydroalanine (PDha) – synthesis, solution behavior and application as dispersants for carbon nanotubes

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Supplementary files

Article information


Submitted
27 Sep 2018
Accepted
26 Oct 2018
First published
30 Oct 2018

Polym. Chem., 2019,10, 3006-3019
Article type
Paper

Polyampholytic graft copolymers based on polydehydroalanine (PDha) – synthesis, solution behavior and application as dispersants for carbon nanotubes

J. B. Max, D. V. Pergushov, L. V. Sigolaeva and F. H. Schacher, Polym. Chem., 2019, 10, 3006
DOI: 10.1039/C8PY01390J

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