Deep eutectic solvents synthesis, properties, and applications

✍ Scribed by Guillena, Gabriela; Ramon, Diego J

• Publisher: Weinheim Wiley-VCH
• Year: 2019
• Tongue: English
• Leaves: 387
• Category: Library

✦ Synopsis

Synthesis and Properties / Karine De Oliveira Vigier, François Jérôme -- Structure and Implications / Oliver S Hammond, Karen J Edler -- Toxicity and Biodegradability of Deep Eutectic Solvents and Natural Deep Eutectic Solvents / Zhen Yang -- Natural Deep Eutectic Solvents: From Their Discovery to Their Applications / Henni Vanda, Robert Verpoorte, Peter G L Klinkhamer, Young H Choi -- Hydrophobic Deep Eutectic Solvents / Samah EE Warrag, Maaike C Kroon -- Deep Eutectic Solvents: Exploring Their Role in Nature / Rita Craveiro, Francisca Mano, Alexandre Paiva, Ana Rita C Duarte -- Organic Synthesis in DESs / Filippo M Perna, Paola Vitale, Vito Capriati --DES as Catalyst / Mehran Shahiri-Haghayegh, Najmedin Azizi -- Metal-Promoted Organic Transformation in DES / Cristian Vidal, Joaquín García-Álvarez -- Polymerizations / Josué D Mota-Morales -- Extraction of Bioactive Compounds / Mohamad H Zainal-Abidin, Maan Hayyan, Gek C Ngoh, Won F Wong, Adeeb Hayyan -- Processing of Biomass in Deep Eutectic Solvents / Miao Zuo, Xianhai Zeng, Yong Sun, Xing Tang, Lu Lin -- Enzyme Catalysis: In DES, with DES, and in the Presence of DES / Pablo Domínguez de María, Nadia Guajardo, Selin Kara -- Nanoscale and Functional Materials / Diego A Alonso, Alejandro Baeza, Rafael Chinchilla, Cecilia Gómez, Isidro M Pastor -- Carbon Dioxide Capture / Yingying Zhang, Xiaohua Lu, Xiaoyan Ji -- DES-Mediated Approaches Toward Green Analytical Chemistry / Federico JV Gomez, Magdalena Espino, Maria A Fernández, Joana Boiteux, María F Silva -- Electrochemistry / Zhimin Xue, Wancheng Zhao, Tiancheng Mu.

✦ Table of Contents

Cover......Page 1
Title Page......Page 5
Copyright Page......Page 6
Contents......Page 7
Preface......Page 15
1.1 Introduction......Page 17
1.2 Synthesis......Page 18
1.3.1 Freezing Point (Tf)......Page 20
1.3.2 Density......Page 21
1.3.3 Viscosity......Page 27
1.3.4 Ionic Conductivity......Page 32
1.3.6 Surface Tension......Page 35
References......Page 37
2.1 Introduction......Page 41
2.2.1 Complex Ion Model......Page 42
2.2.2 An Extended Hydrogen Bond Network Model: “Alphabet Soup”......Page 43
2.2.3 Non‐cholinium DES......Page 52
2.3 Conclusions and Implications......Page 54
References......Page 56
3.1 Introduction......Page 59
3.2.1 Toxicity to Bacteria......Page 60
3.2.2 Toxicity to Other Microorganisms......Page 63
3.3.1 In Vitro Toxicity Tests on Vertebrates and Invertebrates......Page 64
3.3.2 Cytotoxicity......Page 65
3.3.3 In Vivo Acute Toxicity Tests and Pharmacokinetics......Page 69
3.4 Toxicity to Plants......Page 71
3.5 Biodegradability......Page 72
3.6 Summary and Conclusions......Page 73
Abbreviations......Page 74
References......Page 75
4.1 Introduction......Page 77
4.2 Natural Deep Eutectic Solvents Is a Concept Based on How Physicochemical Features Could Be Used for Biological Functions......Page 79
4.3 Extraction and Solubilization of Non‐water‐Soluble Metabolites......Page 82
4.4.1 Application of ILs and DES to Macromolecules......Page 85
4.4.2 Recent NADES Application for DNA, RNA, and Proteins......Page 86
4.5 Application to Enzyme Reactions......Page 91
4.7 Perspective of NADES......Page 92
References......Page 95
5.1 Introduction......Page 99
5.2 Physiochemical Properties of Hydrophobic DESs......Page 100
5.2.1 Density......Page 101
5.3 Thermal Stability Window......Page 102
5.4.1 The Extraction of Fatty Acids and Biomolecules from Water......Page 103
5.4.2 The Removal of Transition Metal Ions from Water......Page 105
5.4.5 CO2 Capture......Page 106
5.5.1 The Use of PC‐SAFT......Page 107
Abbreviations......Page 108
References......Page 109
6.1 (Introduction) DES in Nature......Page 111
6.2 Honey......Page 113
6.2.1 Behind Beehive: How Honey Is Really Produced?......Page 114
6.2.3 Honey as the First THEDES......Page 115
6.3 Maple Syrup: How Is Maple Syrup Produced?......Page 116
6.3.1 Maple Syrup Nutraceutical Value......Page 117
6.4 Sugar Beet......Page 118
6.5 Resurrection Plants......Page 122
Abbreviations......Page 123
References......Page 124
7.1 Introduction......Page 127
7.2 DESs in Organocatalysis......Page 128
7.3 DESs in the Synthesis of Heterocycles......Page 132
7.3.1 Synthesis of Nitrogen‐ or Nitrogen‐ and Oxygen‐Containing Rings in DESs......Page 133
7.3.2 Synthesis of Thiophenes in DESs......Page 135
7.3.3 Synthesis of Benzo‐Condensed Rings in DESs......Page 136
7.4.1 Multicomponent Reactions in the Synthesis of Heterocycles......Page 139
7.4.3 Ugi and Passerini Reactions......Page 144
7.5 Miscellaneous Transformations in DESs......Page 145
7.6 Conclusion and Perspective......Page 146
Abbreviations......Page 147
References......Page 148
8.1 Introduction......Page 151
8.2.1 Fischer Indole Synthesis......Page 152
8.2.2 Carbon–Carbon Bond Formation......Page 154
8.2.4 Oxidation Reactions......Page 157
8.2.5 “Green” Multicomponent Reactions......Page 158
8.2.5.1 Isocyanide‐Based MCRs......Page 159
8.2.5.2 Mannich‐Type Reactions......Page 160
8.2.5.3 Biginelli Reaction......Page 163
8.2.5.5 Multicomponent Synthesis of Pyrrole and Pyrazole......Page 165
8.2.5.7 A3‐Coupling Reaction......Page 169
8.3 Desulfurization of Fuels......Page 170
8.3.1 Olefin Alkylation of Thiophenic Sulfur......Page 171
8.3.2 Oxidative Desulfurization of Fuels......Page 172
8.4 Biodiesel Production......Page 173
8.4.1 Transesterification of Triglycerides......Page 174
8.4.2 Esterification of Free Fatty Acids......Page 175
8.4.3 Hydrolysis/Dehydration of Carbohydrates......Page 176
8.5 CO2 Chemical Fixation......Page 177
8.6 Chemical Recycling of Polymers......Page 179
8.7 Epoxy Resin Crosslinking......Page 181
8.9 Conclusion......Page 182
References......Page 183
9.1 Introduction......Page 187
9.2 Design of New Synthetic Sustainable Organic Procedures Coupling Deep Eutectic Solvents and Highly‐Polarized Organometallic Reagents (RLi and RMgX)......Page 189
9.3.1 Palladium Catalyzed C–C Coupling Reactions in DESs......Page 193
9.3.2 Ruthenium Catalyzed Isomerization of Allylic Alcohols and Design of One‐Pot Tandem Reactions in DESs......Page 195
9.3.3 Gold Catalyzed Cycloisomerizations of Unsaturated Organic Substrates in DESs......Page 196
9.4 Summary and Conclusions......Page 197
Acknowledgments......Page 198
References......Page 199
10.1 Introduction......Page 203
10.2 Deep Eutectic Solvents and Green Chemistry......Page 204
10.3.1 Polymerizations Carried Out in Deep Eutectic Solvents......Page 205
10.3.2 Polymerization of Monomers Containing Deep Eutectic Solvents: DES Monomers......Page 207
10.3.3 DES as Cosolvents and Auxiliaries in Polymerizations......Page 208
10.4.1 Polycondensation......Page 210
10.4.2 Free‐Radical Polymerization......Page 213
10.4.3 Ring Opening Polymerization......Page 223
10.4.4 Other Mechanisms of Polymerizations......Page 225
10.5 Outlook and Future Directions......Page 226
References......Page 228
11.1 Introduction......Page 233
11.2 The Main Features of DESs as an Extractive Agent......Page 234
11.2.1 Effect of Water Addition on Extraction Efficiency......Page 235
11.3 DESs in the Bioactive Compound Extractions......Page 237
11.3.1 Phenolic Compounds......Page 238
11.3.1.1 Flavonoid Compounds......Page 241
11.3.2 Polysaccharides......Page 242
11.3.3 Proteins......Page 243
11.3.4 Hydrophobic Compounds......Page 244
Abbreviations......Page 246
References......Page 247
12.2.1 Extraction and Solubility of Lignocellulose in DESs......Page 251
12.2.2 Value‐Added Products Extraction from Biomass in DESs......Page 254
12.3 Modification of Cellulose in DESs......Page 256
12.4.1 Catalytic Conversion of Carbohydrates in Neat DESs......Page 258
12.4.2 HMF Production from Carbohydrates in Bio‐Based DESs......Page 260
12.4.3 Carbohydrates Dehydration in Biphasic DES/Organic Solvent Systems......Page 262
12.4.4 Carbohydrates Dehydration to Other Value‐Added Products in DESs......Page 265
12.5 Conclusions and Prospects......Page 267
Acknowledgments......Page 268
References......Page 269
13.1 DESs as “Non‐Conventional Media” and “Non‐Conventional Solutions” for Biocatalysis......Page 273
13.2 Hydrolases and Deep Eutectic Solvents......Page 275
13.3 Oxidoreductases and Deep Eutectic Solvents......Page 280
13.4 Other Biocatalytic Concepts in Deep Eutectic Solvents......Page 282
13.5 Conclusions......Page 283
References......Page 284
14.1 Introduction......Page 289
14.2 Nanoparticulated Materials......Page 290
14.3 Nanofilms and Nanolayers......Page 298
14.4 Carbonaceous Materials......Page 299
14.5 Porous Materials......Page 303
14.6 DNA Manipulation......Page 306
14.7 Summary and Conclusions......Page 307
References......Page 308
15.1 Introduction......Page 313
15.2.1.1 Gas Solubility......Page 315
15.2.1.2 Viscosity......Page 321
15.2.1.3 Molar Heat Capacity......Page 325
15.2.2 Kinetic Property......Page 328
15.3.2 Thermodynamic Analysis‐Based Method......Page 329
15.5 Conclusions......Page 330
Abbreviations......Page 331
References......Page 332
16.1 Introduction......Page 337
16.2 Extraction Techniques and Deep Eutectic Solvents......Page 339
16.2.1 Ultrasound Assisted Extraction (UAE)......Page 340
16.2.3 Liquid Phase Microextraction (LPME)......Page 341
16.3 Separation Techniques and DES......Page 342
16.3.2 Liquid Chromatography and DES......Page 343
16.4 DES Detection Techniques Compatibility......Page 344
16.5 Future Trends and Challenges for Green Solvents in Analytical Chemistry......Page 346
Abbreviations......Page 347
References......Page 348
17.1 Introduction......Page 351
17.2 Conductivity......Page 352
17.3 Electrochemical Stability......Page 363
17.4.1 Electrodeposition......Page 366
17.4.2 Electropolishing......Page 373
Abbreviations......Page 375
References......Page 376
Index......Page 379
EULA......Page 387

✦ Subjects

Bi