Aromatic Polymethacrylates from Lignin-Based Feedstock: Synthesis, Thermal Properties, Life-Cycle Assessment and Toxicity
(2024) In ChemSusChem- Abstract
- There is currently a great need for rigid, high-performance and processable bio-based polymers and plastics as alternatives to the fossil-based materials used today. Here, we report on the straightforward synthesis and polymerization of lignin-derived methacrylate monomers based on the methyl esters of syringic, vanillic, and 4-hydroxybenzoic acid, respectively. The corresponding homopolymethacrylates exhibit high glass transition temperatures (Tgs) at 106, 128, and 197 °C, respectively. Rheological properties and thermal stability up to at least 277 °C indicate that these polymers are melt-processable. In addition, copolymers with methyl methacrylate are prepared to further vary and tune the polymer properties. An... (More)
- There is currently a great need for rigid, high-performance and processable bio-based polymers and plastics as alternatives to the fossil-based materials used today. Here, we report on the straightforward synthesis and polymerization of lignin-derived methacrylate monomers based on the methyl esters of syringic, vanillic, and 4-hydroxybenzoic acid, respectively. The corresponding homopolymethacrylates exhibit high glass transition temperatures (Tgs) at 106, 128, and 197 °C, respectively. Rheological properties and thermal stability up to at least 277 °C indicate that these polymers are melt-processable. In addition, copolymers with methyl methacrylate are prepared to further vary and tune the polymer properties. An integrated ex-ante and prospective life-cycle assessment of key environmental impact parameters indicates similar or only slightly higher values compared to well-established fossil-based methyl methacrylate. Moreover, the toxicity towards human HeLa cell lines compares well with that of poly(methyl methacrylate). Hence, the potential availability of lignin-derived acids, combined with the straightforward and potentially upscalable monomer synthesis, make these rigid polymers appealing alternatives towards bio-based high-Tg thermoplastic materials with low toxicity. (Less)
Please use this url to cite or link to this publication:
https://lup.lub.lu.se/record/c547b861-8c58-4d53-bb05-b5c18f628e0b
- author
- Sedrik, Rauno
; Bonjour, Olivier
LU
; de Souza, Nariê Rinke Dias
; Ismagilova, Alina
; Tamsalu, Iris
; Kisand;, Veljo
; Cherubini, Francesco
; Jannasch, Patric
LU
and Vares, Lauri
- organization
- publishing date
- 2024
- type
- Contribution to journal
- publication status
- epub
- subject
- in
- ChemSusChem
- article number
- e202401239
- publisher
- John Wiley & Sons Inc.
- ISSN
- 1864-564X
- DOI
- 10.1002/cssc.202401239
- language
- English
- LU publication?
- yes
- id
- c547b861-8c58-4d53-bb05-b5c18f628e0b
- date added to LUP
- 2024-03-23 09:16:00
- date last changed
- 2024-08-29 10:21:09
@article{c547b861-8c58-4d53-bb05-b5c18f628e0b, abstract = {{There is currently a great need for rigid, high-performance and processable bio-based polymers and plastics as alternatives to the fossil-based materials used today. Here, we report on the straightforward synthesis and polymerization of lignin-derived methacrylate monomers based on the methyl esters of syringic, vanillic, and 4-hydroxybenzoic acid, respectively. The corresponding homopolymethacrylates exhibit high glass transition temperatures (<i>T</i><sub>g</sub>s) at 106, 128, and 197 °C, respectively. Rheological properties and thermal stability up to at least 277 °C indicate that these polymers are melt-processable. In addition, copolymers with methyl methacrylate are prepared to further vary and tune the polymer properties. An integrated ex-ante and prospective life-cycle assessment of key environmental impact parameters indicates similar or only slightly higher values compared to well-established fossil-based methyl methacrylate. Moreover, the toxicity towards human HeLa cell lines compares well with that of poly(methyl methacrylate). Hence, the potential availability of lignin-derived acids, combined with the straightforward and potentially upscalable monomer synthesis, make these rigid polymers appealing alternatives towards bio-based high-<i>T</i><sub>g</sub> thermoplastic materials with low toxicity.}}, author = {{Sedrik, Rauno and Bonjour, Olivier and de Souza, Nariê Rinke Dias and Ismagilova, Alina and Tamsalu, Iris and Kisand;, Veljo and Cherubini, Francesco and Jannasch, Patric and Vares, Lauri}}, issn = {{1864-564X}}, language = {{eng}}, publisher = {{John Wiley & Sons Inc.}}, series = {{ChemSusChem}}, title = {{Aromatic Polymethacrylates from Lignin-Based Feedstock: Synthesis, Thermal Properties, Life-Cycle Assessment and Toxicity}}, url = {{http://dx.doi.org/10.1002/cssc.202401239}}, doi = {{10.1002/cssc.202401239}}, year = {{2024}}, }