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The synthesis of bio-based Michael donors from tall oil fatty acids for polymer development
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SYSNO ASEP 0563192 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title The synthesis of bio-based Michael donors from tall oil fatty acids for polymer development Author(s) Pomilovskis, R. (LT)
Mierina, I. (LT)
Beneš, Hynek (UMCH-V) RID, ORCID
Trhlíková, Olga (UMCH-V) RID, ORCID
Abolins, A. (LT)
Fridrihsone, A. (LT)
Kirpluks, M. (LT)Article number 4107 Source Title Polymers. - : MDPI
Roč. 14, č. 19 (2022)Number of pages 14 s. Language eng - English Country CH - Switzerland Keywords Michael addition components ; Michael donor ; tall oil fatty acids Subject RIV CD - Macromolecular Chemistry OECD category Polymer science Method of publishing Open access Institutional support UMCH-V - RVO:61389013 UT WOS 000867046800001 EID SCOPUS 85139829885 DOI 10.3390/polym14194107 Annotation In this study, the synthesis of a Michael donor compound from cellulose production by-products—tall oil fatty acids—was developed. The developed Michael donor compounds can be further used to obtain polymeric materials after nucleophilic polymerization through the Michael reaction. It can be a promising alternative method for conventional polyurethane materials, and the Michael addition polymerization reaction takes place under milder conditions than non-isocyanate polyurethane production technology, which requires high pressure, high temperature and a long reaction time. Different polyols, the precursors for Michael donor components, were synthesized from epoxidized tall oil fatty acids by an oxirane ring-opening and esterification reaction with different alcohols (trimethylolpropane and 1,4-butanediol). The addition of functional groups necessary for the Michael reaction was carried out by a transesterification reaction of polyol hydroxyl groups with tert-butyl acetoacetate ester. The following properties of the developed polyols and their acetoacetates were analyzed: hydroxyl value, acid value, moisture content and viscosity. The chemical structure was analyzed using Fourier transform infrared spectroscopy, gel permeation chromatography, size-exclusion chromatography and nuclear magnetic resonance. Matrix-assisted laser desorption/ionization analysis was used for structure identification for this type of acetoacetate for the first time. Workplace Institute of Macromolecular Chemistry Contact Eva Čechová, cechova@imc.cas.cz ; Tel.: 296 809 358 Year of Publishing 2023 Electronic address https://www.mdpi.com/2073-4360/14/19/4107
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