Staff Publications

Staff Publications

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    'Staff publications' is the digital repository of Wageningen University & Research

    'Staff publications' contains references to publications authored by Wageningen University staff from 1976 onward.

    Publications authored by the staff of the Research Institutes are available from 1995 onwards.

    Full text documents are added when available. The database is updated daily and currently holds about 240,000 items, of which 72,000 in open access.

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Record number 490190
Title Isohexide hydroxy esters: synthesis and application of a new class of biobased AB-type building blocks
Author(s) Thiyagarajan, S.; Wu, J.; Knoop, J.R.I.; Haveren, J. van; Lutz, M.; Es, D.S. van
Source RSC Advances : An international journal to further the chemical sciences 4 (2014)89. - ISSN 2046-2069 - p. 47937 - 47950.
DOI https://doi.org/10.1039/c4ra07896a
Department(s) BBP Sustainable Chemistry & Technology
Biobased Products
Publication type Refereed Article in a scientific journal
Publication year 2014
Keyword(s) isosorbide - polyesters - derivatives - acid
Abstract Here we present the synthesis of a new family of sugar derived 1,4: 3,6-dianhydrohexitol based AB-type monomers, containing one methyl ester group and a secondary hydroxyl group in all four possible stereo isomers (RR, RS, SR, SS). Structural characterization of the monomers (5a-d) was established by 1D and 2D NMR analysis, which was further confirmed by single-crystal X-ray structure determination. The application of these monomers in step-growth polymerization afforded fully isohexide based stereo-regular polyesters. Homo polyesters based on the RR and RS monomers were obtained with reasonable molecular weights by melt polymerization (Mn 2400 and 2500 resp.). These materials showed unexpectedly low glass-transition temperatures of 20 degrees C and 15 degrees C respectively. In contrast, the monomers with SR and SS configuration yielded only low molecular weight oligomers. Surprisingly, copolymerization of the RR and SR monomers gave a polyester with higher molecular weight (Mn 4100) and a high T-g of 80 degrees C. These preliminary results show that isohexide hydroxyesters are an intriguing new class of biobased building blocks with many potential applications.
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