Structurally diverse polymers from norbornene and thiolactone containing building blocks. (January 2018)

• Record Type: Journal Article
• Authors: Frank, Daniel; Espeel, Pieter; Badi, Nezha; Du Prez, Filip
• Is Part Of: European polymer journal. Volume 98(2018)
• Page Start: 246
• Page End: 253
• Publication Date: 2018-01
• Subjects: Norbornene -- Thiolactone -- Amine-thiol-ene -- ROMP -- Photopolymerization; Polymers -- Periodicals; Polymerization -- Periodicals; Polymères -- Périodiques; Polymérisation -- Périodiques; Polymerization; Polymers; Periodicals; Electronic journals; 547.705
• DOI: 10.1016/j.eurpolymj.2017.11.023
• Languages: English
• ISSNs: 0014-3057

Abstract

Graphical abstract: Norbornene-containing polymers have been prepared using thiolactone chemistry with two thiolactone monomers with differently substituted norbornene moieties. The reactivity of the novel building blocks have been compared using three different polymerization strategies. Highlights: Two thiolactone monomers with substituted norbornene moieties were prepared. Their reactivity was evaluated using three different polymerization strategies. Structurally diverse polymer structures are obtained and characterized. Molecular weight and glass transition temperature differences were observed. Only norbornene thiolactone carbamate derivative resulted in polymer formation. Abstract: A wide set of norbornene-derived polymers with a diversity in backbone and side chain structures has been prepared based on norbornene building blocks that also include a thiolactone group. For this purpose, two thiolactone monomers with differently substituted norbornene moieties were synthesized and their reactivity compared using three different polymerization strategies. First, their potential for amine-thiol-ene polymerization was evaluated using different amines, solvents and initiator concentrations in order to screen their influence on the molecular weight and glass transition temperature. Free radical (co-)polymerization and ring-opening metathesis polymerization were also applied and the obtained polymers were submitted to post-polymerization modification. The results showed that only the monomer 5-norbornenemethyl thiolactone carbamate results in polymer formation under the tested conditions. The obtained compounds were characterized by SEC, TGA, DSC and NMR.