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Sustainable aromatic polyesters with 1,5-disubstituted indole units

Wang, Ping LU and Zhang, Baozhong LU (2021) In RSC Advances 11(27). p.16480-16489
Abstract

This work aims to unravel the impact of disubstitution patterns on the physical properties and processing characteristics of indole-based aromatic polyesters. A series of hydroxyl-carboxylate (AB-type) monomers with 1,5-disubstituted indole and 3-6 methylene units was conveniently synthesized and used in bulk polycondensation to yield the corresponding polyesters with decent molecular weight. These new monomers and polyesters showed enhanced thermal stability compared to the previously reported monomers and polyesters with a 1,3-disubstituted indole structure. According to DSC results, these polyesters showed tunable glass transition temperatures (Tg ∼57-80 °C), depending on the length of the aliphatic methylene units. DSC and WAXD... (More)

This work aims to unravel the impact of disubstitution patterns on the physical properties and processing characteristics of indole-based aromatic polyesters. A series of hydroxyl-carboxylate (AB-type) monomers with 1,5-disubstituted indole and 3-6 methylene units was conveniently synthesized and used in bulk polycondensation to yield the corresponding polyesters with decent molecular weight. These new monomers and polyesters showed enhanced thermal stability compared to the previously reported monomers and polyesters with a 1,3-disubstituted indole structure. According to DSC results, these polyesters showed tunable glass transition temperatures (Tg ∼57-80 °C), depending on the length of the aliphatic methylene units. DSC and WAXD measurements revealed that these polymers did not crystalize from melt, but the ones with 3 or 5 methylene units per repeating unit crystalized from solution. Finally, we demonstrated that the new polyesters with 1,5-disubstituted indole units could be crosslinked using sustainable aromatic aldehyde, which could further enhance their thermal properties.

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author
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organization
publishing date
type
Contribution to journal
publication status
published
subject
in
RSC Advances
volume
11
issue
27
pages
10 pages
publisher
Royal Society of Chemistry
external identifiers
  • pmid:35479171
  • scopus:85105783299
ISSN
2046-2069
DOI
10.1039/d1ra02197d
project
STEPS – Sustainable Plastics and Transition Pathways, Phase 2
language
English
LU publication?
yes
id
ff4bd95c-caae-4cce-9121-c27413ecd17e
date added to LUP
2021-05-31 23:55:25
date last changed
2025-06-17 09:06:05
@article{ff4bd95c-caae-4cce-9121-c27413ecd17e,
  abstract     = {{<p>This work aims to unravel the impact of disubstitution patterns on the physical properties and processing characteristics of indole-based aromatic polyesters. A series of hydroxyl-carboxylate (AB-type) monomers with 1,5-disubstituted indole and 3-6 methylene units was conveniently synthesized and used in bulk polycondensation to yield the corresponding polyesters with decent molecular weight. These new monomers and polyesters showed enhanced thermal stability compared to the previously reported monomers and polyesters with a 1,3-disubstituted indole structure. According to DSC results, these polyesters showed tunable glass transition temperatures (Tg ∼57-80 °C), depending on the length of the aliphatic methylene units. DSC and WAXD measurements revealed that these polymers did not crystalize from melt, but the ones with 3 or 5 methylene units per repeating unit crystalized from solution. Finally, we demonstrated that the new polyesters with 1,5-disubstituted indole units could be crosslinked using sustainable aromatic aldehyde, which could further enhance their thermal properties.</p>}},
  author       = {{Wang, Ping and Zhang, Baozhong}},
  issn         = {{2046-2069}},
  language     = {{eng}},
  month        = {{04}},
  number       = {{27}},
  pages        = {{16480--16489}},
  publisher    = {{Royal Society of Chemistry}},
  series       = {{RSC Advances}},
  title        = {{Sustainable aromatic polyesters with 1,5-disubstituted indole units}},
  url          = {{http://dx.doi.org/10.1039/d1ra02197d}},
  doi          = {{10.1039/d1ra02197d}},
  volume       = {{11}},
  year         = {{2021}},
}