TY - JOUR
T1 - Phase-transfer catalysed synthesis of disubstituted poly(phenylene vinylene)
AU - Leung, Louis M.
AU - Chik, Gillian L.
N1 - Copyright:
Copyright 2014 Elsevier B.V., All rights reserved.
PY - 1993/12
Y1 - 1993/12
N2 - An attempt to synthesize a series of phenyl ring disubstituted poly(o-, m- and p-phenylene vinylene) is reported. In this 'one-pot' reaction, a phase-transfer catalyst was used to promote the extraction of strong base deprotonated bischloromethyl aromatic anions from the aqueous to the organic phase to sustain a nucleophilic substitution reaction with the remaining bischloromethyl monomers. The polymers obtained were characterized for their chemical compositions and physical properties by elemental, i.r. and u.v. spectroscopic, and thermal analyses. The o-substituted polymers were found to have low melting temperatures, good solubilities and high molecular weights, but low yields. The m-substituted monomers, however, produced only non-conjugated poly-m-xylylenes. The p-substituted polymers offered the best combination of yield and physical properties. Films cast from soluble poly(2,5-dibutoxy-p-phenylene vinylene) have electrical volume resistivity in the range 300-500 ohm cm when doped with concentrated sulfuric acid.
AB - An attempt to synthesize a series of phenyl ring disubstituted poly(o-, m- and p-phenylene vinylene) is reported. In this 'one-pot' reaction, a phase-transfer catalyst was used to promote the extraction of strong base deprotonated bischloromethyl aromatic anions from the aqueous to the organic phase to sustain a nucleophilic substitution reaction with the remaining bischloromethyl monomers. The polymers obtained were characterized for their chemical compositions and physical properties by elemental, i.r. and u.v. spectroscopic, and thermal analyses. The o-substituted polymers were found to have low melting temperatures, good solubilities and high molecular weights, but low yields. The m-substituted monomers, however, produced only non-conjugated poly-m-xylylenes. The p-substituted polymers offered the best combination of yield and physical properties. Films cast from soluble poly(2,5-dibutoxy-p-phenylene vinylene) have electrical volume resistivity in the range 300-500 ohm cm when doped with concentrated sulfuric acid.
KW - conducting polymer
KW - phase-transfer catalyst
KW - phenyl ring disubstituted poly(o-and p-phenylene vinylene)
KW - poly-m-xylylene)
UR - http://www.scopus.com/inward/record.url?scp=0027814372&partnerID=8YFLogxK
U2 - 10.1016/0032-3861(93)90266-D
DO - 10.1016/0032-3861(93)90266-D
M3 - Journal article
AN - SCOPUS:0027814372
SN - 0032-3861
VL - 34
SP - 5174
EP - 5179
JO - Polymer
JF - Polymer
IS - 24
ER -