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Crosslinking of poly(epibromohydrin) containing the aryl prop‐2‐ynyl ether terminated side group
Author(s) -
Prieto S.,
Galià M.,
Càdiz V.
Publication year - 1998
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/(sici)1521-3935(19980701)199:7<1291::aid-macp1291>3.0.co;2-n
Subject(s) - polymer chemistry , ether , aryl , monomer , chemistry , propargyl , differential scanning calorimetry , polymerization , polymer , organic chemistry , alkyl , catalysis , physics , thermodynamics
Poly(epibromohydrin) (PEBH) was chemically modified using 1,8‐diazabicyclo‐(5.4.0)‐7‐undecene to catalyze the substitution of the bromine atom by 4‐(propargyloxy)benzoic acid. The linear polyethers obtained showed a degree of substitution from 36 to 82% depending on the PEBH/Nu ratio. A model compound, aryl propargyl ether terminated monomer (II), was synthesized to study the crosslinking. Differential scanning calorimetry (DSC), IR, 1 H and 13 C NMR analysis showed that this process first involves a sigmatropic rearrangement reaction of the aryl propargyl ether groups to form 2 H ‐1‐benzopyran structures which subsequently polymerize. Linear polymers undergo a similar process of crosslinking leading to thermostable polymers. The activation energies are independent of the degree of modification but the final thermal properties depend on the crosslinking density.