Novel thione-thiol rearrangement of dithiocarbonic acid O-(2,2,6,6-tetramethylpiperidin-1-yl) ester in the context of controlled radical polymerization.
Addition of the lithium salt of N-hydroxy-2,2,6,6-tetramethylpiperidine 10 to carbon disulfide and subsequent methylation affords the rearranged dithiocarbonic acid S-methyl-S'-(2,2,6,6-tetramethylpiperidin-1-yl)-ester 9 rather than the expected xanthate ester S-methyl-O'-(2,2,6,6-tetramethylpiperidin-1 -yl)-ester 8. n-Butylacrylate could be polymerized with the novel compound 9 even though the polymerization was not controlled.
Ciba Inc., Performance Chemicals Research, R-1059.6.05, Klybeckstr. 141, CH-4002 Basel. peter.nesvadba@basf.com
Peter
P
Nesvadba
Lucienne
L
Bugnon
Trixie
T
Wagner