Premium
Radical Telomerisation of Vinyl Phosphonic Acid with a Series of Chain Transfer Agents
Author(s) -
David Ghislain,
Boutevin Bernard,
Seabrook Shane,
Destarac Mathias,
Woodward Gary,
Otter Graham
Publication year - 2007
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.200600574
Subject(s) - chemistry , trichloroacetic acid , polymer chemistry , chain transfer , thiol , transfer agent , polymerization , radical polymerization , organic chemistry , polymer
Abstract The use of CTAs for the radical polymerisation of VPA has been successfully applied for the first time. Several CTAs were investigated, including thiol, disulfide and halogenated compounds. The use of mercaptoacetic acid led to the synthesis of the mercaptan VPA monoadduct, which was attributed to a high transfer constant ( C T = k tr / k p ) of approximately 7. Transfer reactions with VPA appeared to be unsuccessful when using benzyldisulfide, 1,1,1‐trichloroethane and trichloroacetic acid. Application of bromotrichloromethane as a transfer agent led to the oligomerisation of VPA, with final conversion being approximately 80%. The transfer events were characterised by 13 C NMR, MALDI‐TOF and elemental analysis. Molecular weights of the successful VPA polymerisations showed values ranging from 600 to 5 000 g · mol −1 , which were in close agreement with the theoretically calculated values.