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Controlled copolymerization of the functional 5-membered lactone monomer, alpha-bromo-gamma-butyrolactone, via selective organocatalysis
KTH, School of Chemical Science and Engineering (CHE), Fibre and Polymer Technology.ORCID iD: 0000-0001-6044-586X
KTH, School of Chemical Science and Engineering (CHE), Fibre and Polymer Technology.ORCID iD: 0000-0001-6044-586X
KTH, School of Chemical Science and Engineering (CHE), Fibre and Polymer Technology.
KTH, School of Chemical Science and Engineering (CHE), Fibre and Polymer Technology.ORCID iD: 0000-0002-5850-8873
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2016 (English)In: Polymer, ISSN 0032-3861, E-ISSN 1873-2291, Vol. 87, 17-25 p.Article in journal (Refereed) PublishedText
Abstract [en]

The selective nature of organic catalysts has been exploited to synthesize copolymers of the functional monomer, alpha-bromo-gamma-butyrolactone (alpha Br gamma BL), with trimethylene carbonate (TMC), 2-allyloxymethyl-2ethyl- trimethylene carbonate (AOMEC) and epsilon-caprolactone (epsilon CL) with excellent control. The high control is attributed to high selectivity and reactivity at ambient reaction temperatures, which suppresses the degree of side reactions (e.g., transesterification) that inherently plague this class of co-monomers. In particular, good results were obtained using diphenyl phosphate (DPP) as a catalyst, resulting in copolymers with low dispersities (D-M) (i.e., approximately 1.08) and number average molecular weights (M-n) of approximately 20,000 g/mol. The high control opened the possibility to construct more complex polymeric structures, exemplified via the synthesis of a multifunctional triblock copolymer composed of AOMEC as the center block, flanked with a statistical copolymer consisting of 3CL and aBrgBL. The subsequent grafting of methyl acrylate (MA) via Cu(0)-mediated CRP on the copolymers resulted in graft copolymers with a final D-M of less than 1.2. 

Place, publisher, year, edition, pages
Elsevier, 2016. Vol. 87, 17-25 p.
Keyword [en]
alpha-Bromo-gamma-butyrolactone (alpha Br gamma BL), Diphenyl phosphate (DPP), CRP
National Category
Polymer Technologies
Identifiers
URN: urn:nbn:se:kth:diva-184955DOI: 10.1016/j.polymer.2016.01.067ISI: 000371353200003ScopusID: 2-s2.0-84957922979OAI: oai:DiVA.org:kth-184955DiVA: diva2:917817
Funder
EU, European Research Council, 246776
Note

QC 20160407

Available from: 2016-04-07 Created: 2016-04-07 Last updated: 2016-04-07Bibliographically approved

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Undin, JennyOlsen, PeterOdelius, KarinAlbertsson, Ann-Christine
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