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Naji, M. |
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Motta, Antonella |
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Aletan, Dirar |
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Mohamed, Tarek |
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Ertürk, Emre |
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Taccardi, Nicola |
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Kononenko, Denys |
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Petrov, R. H. | Madrid |
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Alshaaer, Mazen | Brussels |
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Bih, L. |
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Casati, R. |
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Muller, Hermance |
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Kočí, Jan | Prague |
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Šuljagić, Marija |
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Kalteremidou, Kalliopi-Artemi | Brussels |
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Azam, Siraj |
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Ospanova, Alyiya |
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Blanpain, Bart |
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Ali, M. A. |
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Popa, V. |
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Rančić, M. |
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Ollier, Nadège |
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Azevedo, Nuno Monteiro |
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Landes, Michael |
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Rignanese, Gian-Marco |
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Rehnberg, Nicola
in Cooperation with on an Cooperation-Score of 37%
Topics
Publications (17/17 displayed)
- 2024Semi-Crystalline and Amorphous Polyesters Derived from Biobased Tri-Aromatic Dicarboxylates and Containing Cleavable Acylhydrazone Units for Short-Loop Chemical Recyclingcitations
- 2024Semi-Crystalline and Amorphous Polyesters Derived from Biobased Tri-Aromatic Dicarboxylates and Containing Cleavable Acylhydrazone Units for Short-Loop Chemical Recyclingcitations
- 2024Reversibly Crosslinked Polyurethane Fibres from Sugar-Based 5-Chloromethylfurfural: Synthesis, Fibre-Spinning and Fibre-to-Fibre Recyclingcitations
- 2024Improved chemical recyclability of 2,5-furandicarboxylate polyesters enabled by acid-sensitive spirocyclic ketal unitscitations
- 2023Short-Loop Chemical Recycling via Telechelic Polymers for Biobased Polyesters with Spiroacetal Unitscitations
- 2023Carboligation of 5-(hydroxymethyl)furfural via whole-cell catalysis to form C12 furan derivatives and their use for hydrazone formationcitations
- 2021Biobased aliphatic polyesters from a spirocyclic dicarboxylate monomer derived from levulinic acidcitations
- 2021Synthesis and melt-spinning of partly bio-based thermoplastic poly(cycloacetal-urethane)s toward sustainable textilescitations
- 2019Synthesis, life cycle assessment, and polymerization of a vanillin-based spirocyclic diol toward polyesters with increased glass-transition temperaturecitations
- 2019Effect of Relative Humidity on the Viscoelasticity of Thin Organic Films Studied by Contact Thermal Noise AFMcitations
- 2019Synthesis, life cycle assessment, and polymerization of a vanillin-based spirocyclic diol toward polyesters with increased glass transition temperaturecitations
- 2018Humidity-induced phase transitions of surfactants embedded in latex coatings can drastically alter their water barrier and mechanical propertiescitations
- 2018Humidity-Induced Phase Transitions of Surfactants Embedded in Latex Coatings Can Drastically Alter Their Water Barrier and Mechanical Propertiescitations
- 2004Synthesis and Cationic Photopolymerization of New Silicon-Containing Oxetane Monomerscitations
- 2003Allyl ethers in the thiol-ene reaction
- 2003Hyperbranched Polymers in Cationic Photopolymerization of Epoxy Systemscitations
- 2002Process for manufacture of a dendritic polyether
Places of action
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article
Biobased aliphatic polyesters from a spirocyclic dicarboxylate monomer derived from levulinic acid
Abstract
Levulinic acid derived from lignocellulose is an important biobased building block chemical. Here, we report on the synthesis and polymerization of a rigid spirocyclic diester monomer to produce polyesters and copolyesters. The monomer was prepared via a one-step acid catalyzed ketalization involving ethyl levulinate and pentaerythritol by employing a straightforward, solvent-free, and readily scalable method which required no chromatographic purification. Still, careful removal of traces of water from the spirodiester prior to the polycondensations proved crucial to avoid side reactions. A preliminary life cycle assessment (LCA) in terms of greenhouse gas (GHG) emissions indicated that the corresponding spirodiacid tended to be environmentally favourable, producing less CO<sub>2</sub> emission than e.g., biobased succinic acid and adipic acid. A series of aliphatic polyesters with reasonably high molecular weights was subsequently prepared in melt and modified melt polycondensations of the spiro-diester with 1,4-butanediol, 1,6-hexanediol, neopentyl glycol and 1,4-cyclohexanedimethanol, respectively. The resulting fully amorphous polyesters showed glass transition temperatures (<i>T</i><sub>g</sub>s) in the range 12-49 °C and thermal<br/>stability up to 300 °C. Hot-pressed films of the polyesters based on neopentyl glycol and 1,4-cyclohexanedimethanol were transparent and mechanically strong, and dynamic melt rheology showed stable shear moduli over time to indicate good processability. In addition, the spiro-diester monomer was employed in copolycondensations with diethyl adipate and 1,4-butanediol and demonstrated good reactivity and stability. Hence, the results of the present study indicate that the spiro-diester based on levulinic acid is an effective monomer for the preparation of aliphatic polyesters and other condensation polymers.<br/>