Oligocarbonate diols from ethylene carbonate—Optimization of the synthesis process

Paweł Parzuchowski , Gabriel Rokicki , Karolina Tomczyk

Abstract

Oligocarbonate diols due to their resistance to oxidation and hydrolysis are particularly valuable components of polyurethanes for biomedical applications. It was shown that for their synthesis “green monomer,” ethylene carbonate can be used in the reaction with 1,6-hexanediol, instead of usually applied toxic and harmful phosgene. Depending on reaction conditions, besides ester exchange leading to the desired product, competitive etherification is often observed. To optimize the reaction conditions leading to oligocarbonates of high molecular weight without oxyethylene fragments, the method of an experimental design was applied. Such approach enabled the estimation of the influence of reaction temperature, ethylene carbonate to 1,6-hexanediol molar ratio and catalyst (NaCl) concentration on the molar mass of oligocarbonate diol, content of ether bonds and reaction time. Application of central composite method as an experimental design allowed not only to choose the optimal set of conditions, but also the coefficients of the regression equation were interpreted in a chemical way. Oligocarbonate diols obtained under optimal conditions were used for synthesis poly(urethane-urea)s which exhibited very good mechanical properties (tensile strength 45–50 MPa and elongation at break up to 500\%). © 2010 Wiley Periodicals, Inc. J Appl Polym Sci, 2011
Author Paweł Parzuchowski (FC / CPCT)
Paweł Parzuchowski,,
- Chair Of Polymer Chemistry And Technology
, Gabriel Rokicki (FC / CPCT)
Gabriel Rokicki,,
- Chair Of Polymer Chemistry And Technology
, Karolina Tomczyk (FC / CPCT)
Karolina Tomczyk,,
- Chair Of Polymer Chemistry And Technology
Journal seriesJournal of Applied Polymer Science, ISSN 1097-4628, (0 pkt)
Issue year2011
Vol120
No2
Pages683-691
Publication size in sheets0.5
Keywords in Englishethylene carbonate, oligomers, oxyethylene units, Polycarbonates, Synthesis
DOIDOI:10.1002/app.33225
URL http://onlinelibrary.wiley.com/doi/10.1002/app.33225/abstract
Languageen angielski
Score (nominal)0
Publication indicators Scopus Citations = 9; WoS Citations = 9
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