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Click Chemistry and Step-Growth Polymerization: The Ideal Combination for the Rejuvenation of Industrial Polymers

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New Smart Materials via Metal Mediated Macromolecular Engineering

Abstract

In this contribution, polyesters and polyurethanes were synthesized by step-growth polymerization in which alkyne pendant groups are located along the backbone. This was achieved via the use of different alkyne-based diols. For the polyesters, for which the synthesis occurs at high reaction temperatures, it has been proven that the alkyne functions are resistant upon heating. Thereafter, these universal alkyne-functionalized materials were used as a platform to further modify and broaden the properties of industrially relevant polymers. Click chemistry, which has recently been emerged as a powerful functionalization tool in polymer science, was used to modify the properties of these polyesters and polyurethanes. The desired functionality could be anchored by choosing the appropriate azide component. The post-functionalization via the Huisgen 1,3-dipolar cycloaddition was carried out in different reaction conditions leading to complete yields in all cases.

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Acknowledgments

L. Billiet thanks the IWT (The Institute for the Promotion of Innovation through Science and Technology in Flanders, Belgium) for a Ph.D. scholarship. The Belgian Program on Interuniversity Attraction Poles initiated by the Belgian State, Prime Minister's office (Program P6/27) and the STIPOMAT ESF-program are acknowledged for financial support.

We also would like to thank the company Recticel NV (Wetteren, Belgium) for the fruitful discussions.

Author information

Authors and Affiliations

  1. Department of Organic Chemistry, Ghent University, Polymer Chemistry Research Group, Krijgslaan 281 S4bis, Gent, B-9000, Belgium

    David Fournier, Leen Billiet & Filip Du Prez

Authors
  1. David Fournier
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  2. Leen Billiet
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  3. Filip Du Prez
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Editor information

Editors and Affiliations

  1. Polymer IRC, Chemistry Department, Durham University, Durham, United Kingdom

    Ezat Khosravi

  2. Department of Chemistry, Istanbul Technical University, Istanbul, Turkey

    Yusuf Yagci

  3. Institute of Macromolecular Chemistry, National Academy of Science, Kiev, Ukraine

    Yuri Savelyev

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Fournier, D., Billiet, L., Prez, F.D. (2009). Click Chemistry and Step-Growth Polymerization: The Ideal Combination for the Rejuvenation of Industrial Polymers. In: Khosravi, E., Yagci, Y., Savelyev, Y. (eds) New Smart Materials via Metal Mediated Macromolecular Engineering. NATO Science for Peace and Security Series A: Chemistry and Biology. Springer, Dordrecht. https://doi.org/10.1007/978-90-481-3278-2_9

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