A review of engineering aspects of intensification of chemical synthesis using ultrasound.

Cavitation generated using ultrasound can enhance the rates of several chemical reactions giving better selectivity based on the physical and chemical effects. The present review focuses on overview of the different reactions that can be intensified using ultrasound followed by the discussion on the chemical kinetics for ultrasound assisted reactions, engineering aspects related to reactor designs and effect of operating parameters on the degree of intensification obtained for chemical synthesis. The cavitational effects in terms of magnitudes of collapse temperatures and collapse pressure, number of free radicals generated and extent of turbulence are strongly dependent on the operating parameters such as ultrasonic power, frequency, duty cycle, temperature as well as physicochemical parameters of liquid medium which controls the inception of cavitation. Guidelines have been presented for the optimum selection based on the critical analysis of the existing literature so that maximum process intensification benefits can be obtained. Different reactor designs have also been analyzed with guidelines for efficient scale up of the sonochemical reactor, which would be dependent on the type of reaction, controlling mechanism of reaction, catalyst and activation energy requirements. Overall, it has been established that sonochemistry offers considerable potential for green and sustainable processing and efficient scale up procedures are required so as to harness the effects at actual commercial level.

[1]  M. Draye,et al.  Green, selective and swift oxidation of cyclic alcohols to corresponding ketones , 2014 .

[2]  M. Entezari,et al.  A combination of ultrasound and a bio-catalyst: removal of 2-chlorophenol from aqueous solution. , 2006, Ultrasonics sonochemistry.

[3]  P. Gogate,et al.  Cavitation assisted synthesis of fatty acid methyl esters from sustainable feedstock in presence of heterogeneous catalyst using two step process. , 2015, Ultrasonics sonochemistry.

[4]  Yanqing Peng,et al.  Combined microwave and ultrasound assisted Williamson ether synthesis in the absence of phase-transfer catalysts , 2002 .

[5]  B. He,et al.  Application of ultrasonication in transesterification processes for biodiesel production , 2012 .

[6]  Yung-Chuan Liu,et al.  Kinetic aspects of ultrasound-accelerated lipase catalyzed acetylation and optimal synthesis of 4'-acetoxyresveratrol. , 2013, Ultrasonics sonochemistry.

[7]  Suresh,et al.  Ultrasound-assisted synthesis of 2,4-thiazolidinedione and rhodanine derivatives catalyzed by task-specific ionic liquid: [TMG][Lac] , 2013, Organic and medicinal chemistry letters.

[8]  V. Rathod,et al.  Ultrasound assisted lipase catalysed synthesis of isoamyl butyrate , 2014 .

[9]  J. Khim,et al.  Investigation of acoustic cavitation energy in a large-scale sonoreactor. , 2009, Ultrasonics sonochemistry.

[10]  Virendra K. Rathod,et al.  Ultrasound assisted production of daunorubicin: Process intensification approach , 2014 .

[11]  N. Komatsu,et al.  Secondary sonochemical effect on Mo-catalyzed bromination of aromatic compounds. , 2011, Ultrasonics sonochemistry.

[12]  H. Naeimi,et al.  Ultrasonic assisted synthesis of gem-dichloroaziridine derivatives using Mg/CCl4 under neutral conditions. , 2015, Ultrasonics sonochemistry.

[13]  A. Ehsani,et al.  Ultrasound-promoted green approach for the synthesis of sulfonamides using natural, stable and reusable Natrolite nanozeolite catalyst at room temperature. , 2014, Ultrasonics sonochemistry.

[14]  V. Rajendran,et al.  Ultrasound assisted the preparation of 1-(4-nitrophenyl) imidazole under a new multi-site phase-transfer catalyst--kinetic study. , 2014, Ultrasonics sonochemistry.

[15]  J. W. T. Mason,et al.  Chemistry with ultrasound , 1990 .

[16]  P. Gogate,et al.  Some aspects of the design of sonochemical reactors. , 2003, Ultrasonics sonochemistry.

[17]  K. Jørgensen,et al.  Comparative Studies on Conventional and Ultrasound-Assisted Synthesis of Novel Homoallylic Alcohol Derivatives Linked to Sulfonyl Dibenzene Moiety in Aqueous Media , 2013 .

[18]  N. Mahmoodi,et al.  Ultrasound-promoted one-pot five-components synthesis of biologically active novel bis((6-alkyl or phenyl-2-phenylpyrimidine-4-yl) oxy) alkane or methyl benzene derivatives. , 2015, Ultrasonics sonochemistry.

[19]  Miss A.O. Penney (b) , 1974, The New Yale Book of Quotations.

[20]  A. Wilhelm,et al.  Effects of ultrasound emitter type and power on a heterogeneous reaction , 1992 .

[21]  Rajashri S. Salunkhe,et al.  Ultrasound promoted efficient and green synthesis of β-amino carbonyl compounds in aqueous hydrotropic medium. , 2012, Ultrasonics sonochemistry.

[22]  R. Martín-Aranda,et al.  Ultrasound-promoted N-alkylation of imidazole. Catalysis by solid-base, alkali-metal doped carbons , 2002 .

[23]  T. Mason,et al.  Sonochemistry: from research laboratories to industrial plants , 1992 .

[24]  Rajendran,et al.  Ultrasound Assisted Synthesis of Diethyl-2,2âÂÂ-Thiodiacetate with2-Bromoethylacetate Under a New Polymer-Supported Phase-TransferCatalyst in Solid-Liquid Condition , 2015 .

[25]  K. Srinivasan,et al.  Ultrasound promoted acetylation of alcohols in room temperature ionic liquid under ambient conditions , 2003 .

[26]  Y. Takizawa,et al.  Hydroxylation of phenolic compounds under the condition of ultrasound in aqueous solution , 1996 .

[27]  R. Boukherroub,et al.  Ultrasound assisted direct oxidative esterification of aldehydes and alcohols using graphite oxide and Oxone. , 2015, Ultrasonics sonochemistry.

[28]  G. Palmisano,et al.  The Aldol Reaction under High‐Intensity Ultrasound: A Novel Approach to an Old Reaction , 2003 .

[29]  Lawrence A. Crum,et al.  Comments on the evolving field of sonochemistry by a cavitation physicist , 1995 .

[30]  V. Rathod,et al.  Ultrasound assisted enzyme catalyzed synthesis of glycerol carbonate from glycerol and dimethyl carbonate. , 2015, Ultrasonics sonochemistry.

[31]  Y. Asakura,et al.  Development of a large sonochemical reactor at a high frequency , 2008 .

[32]  T. Mason,et al.  Practical sonochemistry : uses and applications of ultrasound , 2002 .

[33]  Aniruddha B. Pandit,et al.  Sonochemical reactors: important design and scale up considerations with a special emphasis on heterogeneous systems , 2011 .

[34]  V. Rajendran,et al.  Ultrasound assisted the preparation of 1-butoxy-4-nitrobenzene under a new multi-site phase-transfer catalyst--kinetic study. , 2014, Ultrasonics sonochemistry.

[35]  Ultrasound assisted synthesis of chalcones as green corrosion inhibitors for mild steel in 1M hydrochloric solution , 2014 .

[36]  Ultrasound Assisted Synthesis of Diethyl (2-(1-(morpholinomethyl)-2-Oxoindolin-3-ylidene)hydrazinyl) (Substituted Phenyl/heteryl) MethylphosphonateDerivatives , 2018, Proceedings.

[37]  Maw‐Ling Wang,et al.  Sonocatalyzed synthesis of 2-phenylvaleronitrile under controlled reaction conditions--a kinetic study. , 2011, Ultrasonics sonochemistry.

[38]  C. Pétrier,et al.  Sonochemical degradation of carbon tetrachloride in aqueous solution at two frequencies : 20 kHz and 500 kHz , 1996 .

[39]  Parag R Gogate,et al.  Ultrasonic bath with longitudinal vibrations: a novel configuration for efficient wastewater treatment. , 2004, Ultrasonics sonochemistry.

[40]  L. H. Thompson,et al.  Sonochemistry: Science and Engineering , 1999 .

[41]  Timothy J Mason,et al.  Sonochemistry and sonoprocessing: the link, the trends and (probably) the future. , 2003, Ultrasonics sonochemistry.

[42]  A. Henglein,et al.  Chemical action of pulsed ultrasound: observation of an unprecedented intensity effect. , 1990 .

[43]  M. Frikha,et al.  Green condensation reaction of aromatic aldehydes with active methylene compounds catalyzed by anion-exchange resin under ultrasound irradiation. , 2015, Ultrasonics sonochemistry.

[44]  T J Mason,et al.  Large scale sonochemical processing: aspiration and actuality. , 2000, Ultrasonics sonochemistry.

[45]  P. Han,et al.  Study on degradation of dimethoate solution in ultrasonic airlift loop reactor. , 2008, Ultrasonics sonochemistry.

[46]  M. Entezari,et al.  A combination of ultrasound and inorganic catalyst: removal of 2-chlorophenol from aqueous solution. , 2005, Ultrasonics sonochemistry.

[47]  Dajing Li,et al.  Optimization of the ultrasound-assisted synthesis of lutein disuccinate using uniform design. , 2014, Ultrasonics sonochemistry.

[48]  J. Safari,et al.  Ultrasound assisted the green synthesis of 2-amino-4H-chromene derivatives catalyzed by Fe3O4-functionalized nanoparticles with chitosan as a novel and reusable magnetic catalyst. , 2015, Ultrasonics sonochemistry.

[49]  S. Mukherjee,et al.  Ultrasound-assisted aza-Michael reaction in water: a green procedure. , 2012, Ultrasonics sonochemistry.

[50]  Zhen Fang,et al.  Ultrasound-enhanced conversion of biomass to biofuels , 2014 .

[51]  V. Rathod,et al.  Ultrasound assisted three phase partitioning of a fibrinolytic enzyme. , 2014, Ultrasonics sonochemistry.

[52]  Parag R Gogate,et al.  Sonochemical reactors: scale up aspects. , 2004, Ultrasonics sonochemistry.

[53]  M. Kakimoto,et al.  Ultrasound-Assisted Synthesis of Arouratic Polyformals from Bisphenols and Methylene Bromide , 1993 .

[54]  F. Quina,et al.  Recent Advances in the Ultrasound-Assisted Synthesis of Azoles , 2012 .

[55]  V. S. Moholkar,et al.  Energy analysis in acoustic cavitation , 2000 .

[56]  N. Gondrexon,et al.  Experimental study of the hydrodynamic behaviour of a high frequency ultrasonic reactor. , 1998, Ultrasonics sonochemistry.

[57]  Zong Wei Scale-up Design of Ultrasound Irradiator for Advanced Oxidation Process ( AOP ) Using COMSOL Simulation , 2013 .

[58]  Sonochemistry , 1990, Science.

[59]  T. Mason,et al.  Applied Sonochemistry: The Uses of Power Ultrasound in Chemistry and Processing , 2002 .

[60]  M. Entezari,et al.  Sonication of aqueous solutions of chlorobenzene. , 1997, Ultrasonics sonochemistry.

[61]  Denise Handlarski,et al.  Green , 2007 .

[62]  Bajram Zeqiri,et al.  Towards a reference ultrasonic cavitation vessel. Part 1: preliminary investigation of the acoustic field distribution in a 25 kHz cylindrical cell. , 2007, Ultrasonics sonochemistry.

[63]  H. Yanagida,et al.  Chaotic mixing generated by acoustic streaming. , 2002, Ultrasonics.

[64]  S. Jadhav,et al.  Lipase catalysed synthesis of cetyl oleate using ultrasound: Optimisation and kinetic studies. , 2015, Ultrasonics sonochemistry.

[65]  M. Kidwai,et al.  New trends in green chemistry , 2012 .

[66]  M. Entezari,et al.  The effect of frequency on sonochemical reactions III: dissociation of carbon disulfide. , 1997, Ultrasonics sonochemistry.

[67]  G. Cravotto,et al.  Organic Reactions in Water or Biphasic Aqueous Systems under Sonochemical Conditions. A Review on Catalytic Effects , 2015 .

[68]  L. Doraiswamy,et al.  Comparison of the effects of ultrasound and mechanical agitation on a reacting solid-liquid system , 1998 .

[69]  Huawu Shao,et al.  One-pot three-component Mannich-type reactions using sulfamic acid catalyst under ultrasound irradiation. , 2009, Ultrasonics sonochemistry.

[70]  V. Rathod,et al.  Ultrasound assisted synthesis of methyl butyrate using heterogeneous catalyst. , 2015, Ultrasonics sonochemistry.

[71]  M. Ghasemzadeh,et al.  Ultrasound-assisted synthesis of dihydropyrimidine-2-thiones , 2011 .

[72]  T. Mason Ultrasound in synthetic organic chemistry , 1997 .

[73]  Jeill Oh,et al.  New Design Approaches for Ultrasonic Reactors: Degradation of Naphthalene and Phenol in Water , 2011 .

[74]  S. Tabassum,et al.  Ultrasound mediated, iodine catalyzed green synthesis of novel 2-amino-3-cyano-4H-pyran derivatives. , 2015, Ultrasonics sonochemistry.

[75]  Parag R. Gogate,et al.  Design aspects of sonochemical reactors: Techniques for understanding cavitational activity distribution and effect of operating parameters , 2009 .

[76]  P. Estifaee,et al.  CO oxidation over sonochemically synthesized Pd-Cu/Al2O3 nanocatalyst used in hydrogen purification: effect of Pd loading and ultrasound irradiation time. , 2014, Ultrasonics sonochemistry.

[77]  M. D. Luque de Castro,et al.  A review on enzyme and ultrasound: A controversial but fruitful relationship. , 2015, Analytica chimica acta.

[78]  W. Tan,et al.  Ultrasound-assisted oxidation of dibenzothiophene with phosphotungstic acid supported on activated carbon. , 2014, Ultrasonics sonochemistry.

[79]  C. Domini,et al.  Ultrasound-assisted synthesis of unsymmetrical biaryls by Stille cross-coupling reactions. , 2012, Ultrasonics sonochemistry.

[80]  G. L. Kad,et al.  Ultrasound: A boon in the synthesis of organic compounds , 1998 .

[81]  C. Leonelli,et al.  Microwave and ultrasonic processing: Now a realistic option for industry , 2010 .

[82]  James H. Clark,et al.  Handbook of Green Chemistry and Technology , 2002 .

[83]  Parag R. Gogate,et al.  Cavitational reactors for process intensification of chemical processing applications: A critical review , 2008 .