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Ecotoxicity of isosorbide acrylate and methacrylate monomers and corresponding polymers

Ismagilova, Alina ; Matt, Livia ; Jannasch, Patric LU orcid ; Kisand;, Veljo and Vares, Lauri (2023) In Green Chemistry 25(4). p.1626-1634
Abstract
Isosorbide is a well-investigated and accessible biomass-derived compound that has found wide use in medicine, cosmetics, and material sciences. The efforts to employ this rigid bicyclic diol as a sustainable building block in high-performance biobased plastics for, e.g., the engineering, coating, and packaging sectors have grown sharply in recent years. Due to the biomass origin, there is an implicit assumption of a low toxicity and an environmentally benign nature of isosorbide-derived plastics. In the present work, the ecotoxicity of isosorbide acrylate and methacrylate monomers and the corresponding poly(meth)acrylates, as well as industrially produced latexes from these monomers, were evaluated towards bacteria (Escherichia... (More)
Isosorbide is a well-investigated and accessible biomass-derived compound that has found wide use in medicine, cosmetics, and material sciences. The efforts to employ this rigid bicyclic diol as a sustainable building block in high-performance biobased plastics for, e.g., the engineering, coating, and packaging sectors have grown sharply in recent years. Due to the biomass origin, there is an implicit assumption of a low toxicity and an environmentally benign nature of isosorbide-derived plastics. In the present work, the ecotoxicity of isosorbide acrylate and methacrylate monomers and the corresponding poly(meth)acrylates, as well as industrially produced latexes from these monomers, were evaluated towards bacteria (Escherichia coli, Aliivibrio fischeri), vascular plants (Spirodela polyrhiza) and invertebrates (Thamnocephalus platyurus) using widely acknowledged test assays. The measured half maximal effective concentration (EC50) values indicate that the chemically reactive isosorbide acrylate monomers are toxic towards higher multicellular organisms (S. polyrhiza and T. platyurus, EC50 ~9 mg L-1) and moderately toxic towards bacteria (E. coli), whereas the corresponding methacrylate monomers can be considered as practically harmless or harmless on the same test assays. Corresponding isosorbide polyacrylate and polymethacrylate polymers are harmless towards the tested organisms (EC50 > 1000 mg L-1), except towards E. coli, where two polymers are classified as practically harmless (EC50 = 374 and 514 mg L-1). Moreover, industrially produced isosorbide methacrylate derived latexes can be classified as harmless based on this study. (Less)
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author
; ; ; and
organization
publishing date
type
Contribution to journal
publication status
published
subject
in
Green Chemistry
volume
25
issue
4
pages
1626 - 1634
publisher
Royal Society of Chemistry
external identifiers
  • scopus:85148461634
ISSN
1463-9270
DOI
10.1039/D2GC04178B
language
English
LU publication?
yes
id
2ca9ffcd-0d65-4448-8cb7-48898a192330
date added to LUP
2023-01-13 14:00:57
date last changed
2023-05-10 09:53:20
@article{2ca9ffcd-0d65-4448-8cb7-48898a192330,
  abstract     = {{Isosorbide is a well-investigated and accessible biomass-derived compound that has found wide use in medicine, cosmetics, and material sciences. The efforts to employ this rigid bicyclic diol as a sustainable building block in high-performance biobased plastics for, e.g., the engineering, coating, and packaging sectors have grown sharply in recent years. Due to the biomass origin, there is an implicit assumption of a low toxicity and an environmentally benign nature of isosorbide-derived plastics. In the present work, the ecotoxicity of isosorbide acrylate and methacrylate monomers and the corresponding poly(meth)acrylates, as well as industrially produced latexes from these monomers, were evaluated towards bacteria (<i>Escherichia coli</i>, <i>Aliivibrio fischeri</i>), vascular plants (<i>Spirodela polyrhiza</i>) and invertebrates (<i>Thamnocephalus platyurus</i>) using widely acknowledged test assays. The measured half maximal effective concentration (EC50) values indicate that the chemically reactive isosorbide acrylate monomers are toxic towards higher multicellular organisms (<i>S. polyrhiza</i> and <i>T. platyurus</i>, EC50 ~9 mg L<sup>-1</sup>) and moderately toxic towards bacteria (<i>E. coli</i>), whereas the corresponding methacrylate monomers can be considered as practically harmless or harmless on the same test assays. Corresponding isosorbide polyacrylate and polymethacrylate polymers are harmless towards the tested organisms (EC50 &gt; 1000 mg L<sup>-1</sup>), except towards <i>E. coli</i>, where two polymers are classified as practically harmless (EC50 = 374 and 514 mg L<sup>-1</sup>). Moreover, industrially produced isosorbide methacrylate derived latexes can be classified as harmless based on this study.}},
  author       = {{Ismagilova, Alina and Matt, Livia and Jannasch, Patric and Kisand;, Veljo and Vares, Lauri}},
  issn         = {{1463-9270}},
  language     = {{eng}},
  number       = {{4}},
  pages        = {{1626--1634}},
  publisher    = {{Royal Society of Chemistry}},
  series       = {{Green Chemistry}},
  title        = {{Ecotoxicity of isosorbide acrylate and methacrylate monomers and corresponding polymers}},
  url          = {{http://dx.doi.org/10.1039/D2GC04178B}},
  doi          = {{10.1039/D2GC04178B}},
  volume       = {{25}},
  year         = {{2023}},
}