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Phantom Ring-Closing Condensation Polymerization: Towards Antibacterial Oligoguanidines

Title data

Mattheis, Claudia ; Schwarzer, Martin C. ; Frenking, Gernot ; Agarwal, Seema:
Phantom Ring-Closing Condensation Polymerization: Towards Antibacterial Oligoguanidines.
In: Macromolecular Rapid Communications. Vol. 32 (1 July 2011) Issue 13 . - pp. 994-999.
ISSN 1521-3927
DOI: https://doi.org/10.1002/marc.201100123

Official URL: Volltext

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Abstract in another language

The first example of phantom ring-closing condensation polymerization for the synthesis of oligoguanidines is presented. A new oligoguanidine with a ring structure was achieved in one step by the condensation reaction of a triamine, like diethylenetriamine, with guanidine hydrochloride. The condensation reaction proceeded by selective ring-closure towards the formation of five-membered rings in the oligomer backbone. The resulting polymer repeat unit structure was different from the starting monomers (phantom polymer) and was formed by elimination of three molecules of ammonia per repeat unit. The inter-, intra-, and intermolecular reaction sequences led to the new structure as proved by different spectroscopic techniques (atmospheric pressure chemical-ionization mass spectrometry, and one-dimensional and two-dimensional homo- and heteronuclear correlation NMR experiments) as well as supported by quantum chemical investigations. Preliminary results regarding antibacterial use of the resulting oligoguanidine were also promising and showed its effect within 15-30 min as an antibacterial material.

Further data

Item Type: Article in a journal
Refereed: Yes
Keywords: antibacterial; computer modeling; oligoguanidines; phantom polymer; ring-closing condensation polymerization; synthesis
Institutions of the University: Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Chair Macromolecular Chemistry II
Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Chair Macromolecular Chemistry II > Chair Macromolecular Chemistry II - Univ.-Prof. Dr. Andreas Greiner
Profile Fields > Advanced Fields > Polymer and Colloid Science
Faculties
Faculties > Faculty of Biology, Chemistry and Earth Sciences
Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry
Profile Fields
Profile Fields > Advanced Fields
Result of work at the UBT: No
DDC Subjects: 500 Science > 540 Chemistry
Date Deposited: 07 Apr 2015 12:27
Last Modified: 07 Apr 2015 12:27
URI: https://eref.uni-bayreuth.de/id/eprint/9805