Aminobisphosphonate Polymers via RAFT and a Multicomponent Kabachnik–Fields Reaction

Authors

Patricia R. Bachler, University of FloridaFollow
Michael D. Schulz, University of Florida
Chelsea A. Sparks, University of Florida
Kenneth B. Wagener, University of Florida
Brent S. Sumerlin, University of Florida

ORCID

0000-0002-7836-7262

Document Type

Article

Publication Title

Macromolecular Rapid Communications

ISSN

1022-1336

Publication Date

5-2015

Keywords

Aminobisphosphonate, Kabachnik-Fields, Moedritzer-Irani, Multicomponent reactions, Postpolymerization reactions, Reversible addition-fragmentation chain transfer

Abstract

Polyacrylamides containing pendant aminobisphosphonate groups are synthesized via reversible addition‐fragmentation chain transfer (RAFT) polymerization and a multicomponent postpolymerization functionalization reaction. A Moedritzer–Irani reaction installs the phosphonic acid groups on well‐defined, RAFT‐generated polymers bearing a pendant amine. An alternate route to the same materials is developed utilizing a three‐component Kabachnik–Fields reaction and subsequent dealkylation. Kinetics of the RAFT polymerization of the polymer precursor are studied. Successful functionalization is demonstrated by NMR and FTIR spectroscopy and elemental analysis of the final polymers.

DOI

10.1002/marc.201500060

Volume

36

Issue

9

First Page

828

Last Page

833

Comments

©2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim

Featured on back cover of issue

Additional Comments

NSF grant #s: DMR-1203136, DMR-0703261

NSUWorks Citation

Bachler, P. R., Schulz, M. D., Sparks, C. A., Wagener, K. B., & Sumerlin, B. S. (2015). Aminobisphosphonate Polymers via RAFT and a Multicomponent Kabachnik–Fields Reaction. Macromolecular Rapid Communications, 36, (9), 828 - 833. https://doi.org/10.1002/marc.201500060. Retrieved from https://nsuworks.nova.edu/cnso_chemphys_facarticles/216