Aliphatic Polyesters by Bismuth Triflate-Catalyzed Polycondensations of Dicarboxylic Acids and Aliphatic Diols
Abstract
Polycondensations of aliphatic dicarboxylic acids (ADAs) with 1,4-butane or 1,6-hexane diol were conducted in bulk at 80 or 100 °C. Temperature and monomer/catalyst ratio were varied. With bismuth triflate, Bi(OTf) 3, as catalyst, number average molecular weights ( M n ’s, uncorrected SEC data) up to 30 000 Da were obtained. Analogous polycondensations were performed with the triflates of sodium, magnesium, aluminum, zinc, tin(II), scandium, and hafnium, but the highest M n values were achieved with Bi(OTf) 3 . Polycondensations and model experiments proved that most triflates catalyzed the formation of tetrahydrofuran from 1,4-butane diol above 100 °C. Therefore, polycondensations of 1,4-butane diol required temperatures ≤100 °C. Polycondensations of 1,4-butene diol or 1,4-butyne diol were unsuccessful, because of side reactions. All polycondensations involved rapid equilibrations, and the content of cyclic oligo- and polyesters increased with the conversion.
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Using Bi(OTf)3 as the catalyst, the polycondensation of sebacic acid and various α,ω-alkanediols can be performed at 80 °C under vacuum for 48 h to afford polyesters with Mn up to 30 kDa.
“Using Bi(OTf)3 as the catalyst, the polycondensation of sebacic acid and various a,w-alkanediols can be performed at 80 °C under vacuum for 48 h to afford polyesters with Mn up to 30 kDa. 235,236”
From Catalysis as an Enabling Science for Sustainable Polymers (2018) · cites this paper as [236]
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- Authors
- Buzin, P., Lahcini, M., Schwarz, G., & Kricheldorf, H. R.
- Affiliations
- Universität Hamburg (DE)
- Corresponding author
- Kricheldorf, Hans R.
- Venue
- Macromolecules
- Publisher
- American Chemical Society (ACS)
- Published
- 2008-11-04
- Volume
- 41
- Issue
- 22
- Pages
- 8491-8495
- ISSN
- 0024-9297 (ISSN-L)
- 1520-5835
- OpenAlex
- W2085936804
- Cited by
- 59
- References
- 20
- Citations by year
- 2026: 1 · 2025: 2 · 2024: 1 · 2023: 1 · 2022: 2 · 2021: 5 · 2020: 3 · 2018: 2 · 2017: 5 · 2016: 3 · 2015: 1 · 2014: 3 · 2013: 4 · 2012: 8
- FWCI
- 2.58
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Macromolecules (publishedVersion)
- Topics
- Physical Sciences › Materials Science › Biomaterials › biodegradable polymer synthesis and properties
- Physical Sciences › Chemistry › Organic Chemistry › Advanced Polymer Synthesis and Characterization
- Physical Sciences › Chemistry › Organic Chemistry › Chemical Synthesis and Reactions
- Keywords
- aliphatic polyesters, bismuth triflate, polycondensation, dicarboxylic acids, aliphatic diols, 1,4-butanediol, cyclic oligomers, molecular weight, side reactions
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