Renewable pyridinium ionic liquids from the continuous hydrothermal decarboxylation of furfural-amino acid derived pyridinium zwitterions

Kirchhecker, Sarah; Tröger‐Müller, Steffen; Bake, Sebastian; Antonietti, Markus; Taubert, Andreas; Esposito, Davide

doi:10.1039/c5gc00913h

Cited by 38 publications

(42 citation statements)

References 21 publications

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“…Compound D could not be analyzed due to heavy foaming. Since carboxylic acids in alpha position to the nitrogen of an aromatic N‐heterocycle were shown to undergo facile decarboxylation at elevated temperatures, we attribute the foaming to CO 2 release upon decarboxylation.…”

Section: Resultsmentioning

confidence: 99%

“…In contrast to previous works which showed the general suitability of this approach or the use of several amino acids as renewable reagents, we focus on introducing task‐specificity into imidazolium cations by incorporating distinct functional units via functionalized amines which are potentially available from renewable resources and commercially available at low price. The introduced functionalities were chosen for distinct applications: for ion trapping in complex chemistry, as monomers for PILs, or as a solvent/electrolyte systems for electrochemistry.…”

Section: Introductionmentioning

confidence: 99%

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Green Imidazolium Ionics–From Truly Sustainable Reagents to Highly Functional Ionic Liquids

Tröger‐Müller

Brandt

Antonietti

et al. 2017

Chemistry A European J

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We report the synthesis of task-specific imidazolium ionic compounds and ionic liquids with key functionalities of organic molecules from electro-, polymer-, and coordination chemistry. Such products are highly functional and potentially suitable for technology applications even though they are formed without elaborate reactions and from cheap and potentially green reagents. We further demonstrate the versatility of the used synthetic approach by introducing different functional and green counterions to the formed ionic liquids directly during the synthesis or after metathesis reactions. The influence of different cation structures and different anions on the thermal and electrochemical properties of the resulting ionic liquids is discussed. Our goal is to make progress towards economically competitive and sustainable task-specific ionic liquids.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Green Imidazolium Ionics–From Truly Sustainable Reagents to Highly Functional Ionic Liquids

Tröger‐Müller

Brandt

Antonietti

et al. 2017

Chemistry A European J

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“…Even if the solvent and product are not the same, producing the solvent from biomass itself can have sustainability and economic advantages because the solvent make‐up can be integrated into the biorefinery. For this reason, several groups have explored the possibility of making more sustainable biomass‐derived ILs …”

Section: Processing Challenges For Organic Solventsmentioning

confidence: 99%

Organic Solvent Effects in Biomass Conversion Reactions

2015

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Transforming lignocellulosic biomass into fuels and chemicals has been intensely studied in recent years. A large amount of work has been dedicated to finding suitable solvent systems, which can improve the transformation of biomass into value‐added chemicals. These efforts have been undertaken based on numerous research results that have shown that organic solvents can improve both conversion and selectivity of biomass to platform molecules. We present an overview of these organic solvent effects, which are harnessed in biomass conversion processes, including conversion of biomass to sugars, conversion of sugars to furanic compounds, and production of lignin monomers. A special emphasis is placed on comparing the solvent effects on conversion and product selectivity in water with those in organic solvents while discussing the origins of the differences that arise. We have categorized results as benefiting from two major types of effects: solvent effects on solubility of biomass components including cellulose and lignin and solvent effects on chemical thermodynamics including those affecting reactants, intermediates, products, and/or catalysts. Finally, the challenges of using organic solvents in industrial processes are discussed from the perspective of solvent cost, solvent stability, and solvent safety. We suggest that a holistic view of solvent effects, the mechanistic elucidation of these effects, and the careful consideration of the challenges associated with solvent use could assist researchers in choosing and designing improved solvent systems for targeted biomass conversion processes.

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“…12,17 These efforts have recently been backed up by research on the synthesis of ILs from renewable sources such as amino acids. [160][161][162] This opens up an interesting perspective for the future: nanomaterials synthesis from recycled ILs that have initially been prepared from sustainable sources.…”

Section: Ils As Substitutes For Water or Organic Solventsmentioning

confidence: 99%

Inorganic Nanomaterials Synthesis Using Ionic Liquids

Taubert

2016

Encyclopedia of Inorganic and Bioinorganic Chemistry

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Ionic liquids (ILs) have been studied for a wide range of applications, including organic synthesis, separation and extraction, and electrochemistry. Inorganic nanomaterials synthesis in and with ILs has evolved into a large field with very different approaches and application fields. This article gives an overview of the field and recent developments focusing on the use of ILs for materials synthesis and design. Furthermore, the article highlights a few promising approaches that add value to inorganic materials science by giving access to hitherto unknown inorganic materials or to materials that have so far only been accessible with great experimental effort via conventional processes.

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Renewable pyridinium ionic liquids from the continuous hydrothermal decarboxylation of furfural-amino acid derived pyridinium zwitterions

Cited by 38 publications

References 21 publications

Green Imidazolium Ionics–From Truly Sustainable Reagents to Highly Functional Ionic Liquids

Green Imidazolium Ionics–From Truly Sustainable Reagents to Highly Functional Ionic Liquids

Organic Solvent Effects in Biomass Conversion Reactions

Inorganic Nanomaterials Synthesis Using Ionic Liquids

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