TY - JOUR A1 - Obels, Daniela A1 - Lievenbrück, Melanie A1 - Ritter, Helmut T1 - From N-vinylpyrrolidone anions to modified paraffin-like oligomers via double alkylation with 1,8-dibromooctane: access to covalent networks and oligomeric amines for dye attachment JF - Beilstein Journal of Organic Chemistry PY - 2016/// VL - 12 SP - 1395 EP - 1400 SN - 1860-5397 DO - 10.3762/bjoc.12.133 PB - Beilstein-Institut JA - Beilstein J. Org. Chem. UR - https://doi.org/10.3762/bjoc.12.133 KW - double alkylation KW - modified N-vinylpyrrolidone KW - oligomeric anthraquinone dye KW - paraffin-like oligomer KW - radical thiol-ene click reaction N2 - The double alkylation of N-vinylpyrrolidone (N-VP) with 1,8-dibromooctane yields paraffin-like oligomeric chains bearing polymerizable vinyl moieties. These oligomers were radically crosslinked in bulk with N-VP as co-monomer yielding swellable polymer disks. The vinylic side groups of the N-VP oligomers allow thiol–ene click reactions with 2-aminoethanethiol hydrochloride to obtain reactive amino-functionalized oligomers. Further modification of the free amino groups with 1,4-difluoro-9,10-anthraquinone (DFA) yields red-colored oligomeric anthraquinone dyes. The final reaction of DFA-substituted N-VP oligomers with Jeffamine® M 600 leads to blue-colored and branched oligomers with poly(ethylene glycol) side chains. ER -