Deep-eutectic solvents playing multiple roles in the synthesis of polymers and related materials

Carriazo, Daniel; Serrano, María Concepción; Gutiérrez, Marı́a C.; Ferrer, M. Luisa; Monte, Francisco del

doi:10.1039/c2cs15353j

Cited by 652 publications

(407 citation statements)

References 195 publications

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“…Additionally, the fact that their structures can be adjusted by selecting the hydrogen-bond donoreacceptor combinations, and that their phase behavior and physical-chemical properties can be tailored, classifies them as designer solvents [3]. Their exceptional properties [2,4] make them interesting in many fields [2,5e7]. Owing to their promising applications, efforts have been devoted to their characterization [2].…”

Section: Introductionmentioning

confidence: 99%

Indirect assessment of the fusion properties of choline chloride from solid-liquid equilibria data

Fernández

Silva

Martins

et al. 2017

Fluid Phase Equilibria

105

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a b s t r a c tThe temperature and enthalpy of fusion of choline chloride -[Ch]Cl-are not directly measurable since this compound decomposes upon melting. Yet, given the wide use of this compound in the preparation of deep eutectic solvents (DES), its thermophysical fusion properties are very important for a better understanding of these mixtures and the thermodynamic description of their solid-liquid phase diagrams. In this work, the fusion properties of choline chloride were estimated using the solubility curves of choline chloride in ten different ionic compounds, forming simple binary eutectic mixtures with quasiideal liquid phases. Experimental solid-liquid equilibria data for these systems -[Ch]Cl þ ionic compounds-were measured, and the ideality of the systems assessed through the quantification of the activity coefficients and their comparison in each pair of binary solutions. The values estimated for the fusion properties of choline chloride are T fus, [Ch]Cl ¼ 597 ± 7 K and D fus H [Ch]Cl ¼ 4300 ± 600 J mol À1 . These were additionally checked by thermodynamic consistency tests and by the prediction of the solid-liquid curves with COSMO-RS model. The results obtained with both procedures allow us to guarantee the usefulness and robustness of the estimated data.

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Section: Introductionmentioning

confidence: 99%

Indirect assessment of the fusion properties of choline chloride from solid-liquid equilibria data

Fernández

Silva

Martins

et al. 2017

Fluid Phase Equilibria

105

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“…DESs were stored for maximum 1 month in a closed vessel. 3.00 mmol vinyl acetate, 3.00 mmol i-PrOH, 3 mg iCALB, 0.20 mmol catalyst, 1 mL 1:2 ChCl/glycerol DES, 48 h, RT; Extraction with 3 × 2 mL 2-MTHF; Reduction of the organic phase phase with 2.0 mL MeOH, 6.00 mmol NaBH 4 , 1 h, 0°C to yield the reduced alcohol. Less than 1 wt% water is assumed in the reactive media.…”

Section: Des Preparationmentioning

confidence: 99%

“…In this area, very recently Deep Eutectic Solvents (DES) have emerged as promising neoteric solvents for different chemical segments, e.g. using them as solvents for organic synthesis, as additives, or as extractive phases, among some relevant uses [2][3][4][5].…”

Section: Introductionmentioning

confidence: 99%

Multi-step enzyme-organocatalyst C–C bond forming reactions in deep-eutectic-solvents: towards improved performances by organocatalyst design

Müller

Rosen

Marı́a

2015

Sustain Chem Process

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Background: Deep eutectic solvents (DES) have recently emerged as promising non-hazardous environmentallyfriendly solvents. In this respect, the use of DES as media for multi-step enzyme-organocatalysis (C-C bond formation via aldol-type reactions) represents a promising sustainable option. Being soluble in DES, organocatalysts may be retained in the DES phase during biphasic extractive work-up (e.g. with biogenic 2-methyl-tetrahydrofuran), enabling product recovery and organocatalyst recycling within the DES phase simultaneously.Main results: Herein, the proof-of-concept of designing organocatalysts-sspecifically tailored for DES-that may be properly retained in the DES phase (immobilized) among extractive cycles is demonstrated for the first time. To this end, the incorporation of novel hydrogen-bond donor groups (e.g. −OH) in the organocatalyst structure appears as a promising option to achieve improved results, leading to 1.5-fold higher conversions and yields, together with excellent chemoselectivities (>90%) for the new organocatalyst. Reactions are conducted using different bio-based DES, showing the broad applicability and possibilities that these processes may have. Conclusions and implications:In this work it is demonstrated that organocatalysts can be tuned to be used in different DES. This first proof-of-concept may trigger new research and applications of DES as sustainable solvents for enantioselective C-C bond forming reactions, whereby the organocatalyst design can play an important role for optimized integrated process set-up.

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“…The most common DESs are based on choline chloride (ChCl), carboxylic acids, and other hydrogen-bond donors, for example, urea, succinic acid, citric acid, and glycerol. DESs have similar characteristics to ILs but are cheaper to produce (lower cost of the raw materials), less toxic, and often biodegradable [14]. DESs are a simple, green, and effective extraction method that has been used in this study.…”

Section: Introductionmentioning

confidence: 99%

Identification of Flavonoids (Quercetin, Gallic acid and Rutin) from Catharanthus roseus Plant Parts using Deep Eutectic Solvent

Nisar¹,

Mamat²,

Hatim³

et al. 2017

Recent Advances in Biology and Medicine

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Green technology is the most important topic in the pharmaceutical field because it reduces the cost of medicines and minimizes the environmental impact of the field and is better for human health and safety. Green chemistry emphasizes that the solvent should be nontoxic, safe, cheap, green, readily available, recyclable, and biodegradable. Deep eutectic solvents, a new type of green solvent, have some renowned properties—for instance, high thermal stability, low vapor pressure, low cost, biodegradability, and high viscosity. In this study, deep eutectic solvents made up of choline chloride-glycerol (1:2) were used for the extraction and isolation of flavonoid (rutin, gallic acid, and quercetin) from Catharanthus roseus plant parts, flower petal, leaves, stem, and root. The amounts of rutin and quercetin in flower petal are 29.46 and 6.51%, respectively, whereas, rutin, gallic acid, and quercetin amounts in leaves are 25.16, 8.57, and 10.47%, respectively. In stem the amounts of rutin, gallic acid, and quercetin are 13.02, 5.89, and 7.47%, respectively. In root, only quercetin has been obtained that is 13.49%. The HPLC is an analytical method, which was found to be an excellent technique for determination of rutin, gallic acid, and quercetin using deep eutectic solvent extraction from plant parts of Catharanthus roseus.

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Deep-eutectic solvents playing multiple roles in the synthesis of polymers and related materials

Cited by 652 publications

References 195 publications

Indirect assessment of the fusion properties of choline chloride from solid-liquid equilibria data

Indirect assessment of the fusion properties of choline chloride from solid-liquid equilibria data

Multi-step enzyme-organocatalyst C–C bond forming reactions in deep-eutectic-solvents: towards improved performances by organocatalyst design

Identification of Flavonoids (Quercetin, Gallic acid and Rutin) from Catharanthus roseus Plant Parts using Deep Eutectic Solvent

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