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Synthesis of cross‐linked polyethylene oxide‐acetal macrocycles for solid superbase catalysts
Author(s) -
Trofimov Boris A.,
Morozova Boris V.,
Mikhaleva Al'bina I.,
Tatarinova Inna V.,
Markova Marina V.,
Henkelmann Jochem
Publication year - 2011
Publication title -
journal of applied polymer science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.575
H-Index - 166
eISSN - 1097-4628
pISSN - 0021-8995
DOI - 10.1002/app.30471
Subject(s) - superbase , diethylene glycol , polymer chemistry , monomer , chemistry , ether , polymer , catalysis , polyethylene glycol , molecule , acetal , organic chemistry , ethylene glycol
A novel long‐chain divinyl ether of tris(diethyleneglycol)‐bisacetal, has been synthesized by electrophilic addition of one molecule of diethylene glycol to two molecules of divinyl ether of diethylene glycol (DVDEG) in the presence of CF 3 COOH in quantitative yield. The monomer was cationically polymerized (BF 3 ·OEt 2 , or complex LiBF 4 ·MeO(CH 2 ) 2 OMe) and copolymerized with DVDEG to deliver solid polymers the yields being 80–100%. The polymers represent the cross‐linked polyether‐polyacetal structures comprising macrocycles. The polymers were treated with 3% solution of KOH or CsOH in methanol to afford solid superbase complexes of KOH (CsOH) with cross‐linked polyether‐polyacetal macrocyclic networks. Preliminary tests have shown the complexes to be active catalysts for ethynylation of acetones and prototropic isomerization of methyl propargyl ethers to allenyl methyl ethers. © 2010 Wiley Periodicals, Inc. J Appl Polym Sci, 2011