Premium
A more sustainable Wohl– Z iegler bromination: Versatile derivatization of unsaturated FAME s and synthesis of renewable polyamides
Author(s) -
Winkler Matthias,
Steinbiß Michael,
Meier Michael A. R.
Publication year - 2014
Publication title -
european journal of lipid science and technology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.614
H-Index - 94
eISSN - 1438-9312
pISSN - 1438-7697
DOI - 10.1002/ejlt.201300126
Subject(s) - polyamide , allylic rearrangement , monomer , atom transfer radical polymerization , chemistry , derivatization , organic chemistry , halogenation , polymer chemistry , bromide , polymer , catalysis , high performance liquid chromatography
Within this contribution, a more sustainable procedure for the Wohl–Ziegler bromination of unsaturated fatty acid methyl esters (FAME) was investigated. The resulting allylic bromide functional FAMEs were used for elimination reactions to prepare conjugated fatty acids. Moreover, the fatty acid derived allylic bromides were used as initiators for atom transfer radical polymerization (ATRP). Furthermore, the synthesis of AB‐type polyamide monomers was accomplished by a complementary hydrobromination of FAME and subsequent modification. The obtained polyamides were characterized by GPC, NMR, and DSC analysis.