Cited by 116Carbon dioxide utilization in catalysisbiodegradable polymer synthesis and propertiesChemical Synthesis and Reactions

TBD catalysis with dimethyl carbonate: a fruitful and sustainable alliance

Mutlu, Hatice, Ruiz, Johal, Solleder, Susanne C., Meier, Michael A. R.·2012·Green Chemistry

Abstract

This work presents the synthesis of unsymmetric and symmetric organic carbonates as well as the synthesis of polycarbonates in an efficient and sustainable approach. All reactions were carried out at atmospheric pressure at 80 °C and the use of classic toxic and harmful chemicals, such as phosgene and carbon monoxide, was avoided. The key finding of this manuscript is that the use of 1,5,7-triazabicyclo[4.4.0]dec-5-ene, TBD, an organocatalyst, in combination with dimethyl carbonate (DMC), a non-toxic and renewable starting material, allows the synthesis of the mentioned unsymmetric carbonates in yields of up to 98% under optimized conditions. The structure of the alcohols used for this approach was found to influence the DMC–ROH ratio required to maximize the yield of the desired structure. Finally, the results obtained for the synthesis of low molecular weight building blocks could be transferred to the catalytic synthesis of high molecular weight polycarbonates.

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Crossref · 10.1039/c2gc35191a

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  • Several classes of organocatalysts have been used to catalyze the step-growth polymerization of diols with diacids or carbonates, including strong Brønsted acids and organic bases.

    “Several classes of organocatalysts have been used to catalyze the SGP of diols with diacids or carbonates, including strong Brønsted acids such as H2SO4, triflic acid, p-toluenesulfonic acid (PTSA), bis(trifluoromethanesulfonyl)-imide (Tf2NH), 243,244 and organic bases such as TBD, 221,245-247 MTBD, 248 1-n-butyl-3-methylimidazol-2-carboxylate.249”

    From Catalysis as an Enabling Science for Sustainable Polymers (2018) · cites this paper as [221]

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Authors
Mutlu, H., Ruiz, J., Solleder, S. C., & Meier, M. A. R.
Affiliations
Karlsruhe Institute of Technology (DE)
Venue
Green Chemistry
Published
2012
Volume
14
Issue
6
Pages
1728
ISSN
  • 1463-9262 (ISSN-L)
  • 1463-9270
OpenAlex
W2059594175
Cited by
116
References
58
Citations by year
2026: 4 · 2025: 7 · 2024: 4 · 2023: 7 · 2022: 7 · 2021: 7 · 2020: 4 · 2019: 12 · 2018: 12 · 2017: 11 · 2016: 8 · 2015: 7 · 2014: 11 · 2013: 12 · 2012: 3
FWCI
5.06
Type
journal article
Language
en
Open access
closed
Locations
Green Chemistry (publishedVersion)
Topics
  • Physical Sciences › Chemical Engineering › Process Chemistry and Technology › Carbon dioxide utilization in catalysis
  • Physical Sciences › Materials Science › Biomaterials › biodegradable polymer synthesis and properties
  • Physical Sciences › Chemistry › Organic Chemistry › Chemical Synthesis and Reactions
Keywords
1,5,7-triazabicyclo[4.4.0]dec-5-ene, dimethyl carbonate, organocatalysis, organic carbonates, polycarbonate, alcoholysis, green synthesis, green chemistry

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