API Syntheses in Aqueous Media: Assessing the Environmental Footprint en route from Academic Discovery to Industrial Applications as "Green Opportunity" for Process Chemistry

被引:11
作者
Fleck, Nico [1 ]
Roschangar, Frank [2 ]
Haydl, Alexander M. [3 ]
机构
[1] Merck KGaA, D-64293 Darmstadt, Germany
[2] Boehringer Ingelheim Pharmaceut Inc, Ridgefield, CT 06804 USA
[3] Boehringer Ingelheim Pharma GmbH & Co KG, D-55218 Ingelheimam, Germany
关键词
green chemistry; surfactants; E factor; sustainability; TPGS-750-M; CATALYZED CROSS-COUPLINGS; WATER; ALKYL;
D O I
10.1021/acs.oprd.3c00037
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The use of designer surfactants to facilitate chemical transformations in water is a prime example for the knowledge transfer from academia to industry. Accordingly, chemistry in aqueous media aided by surfactants has emerged as a viable alternative to the use of organic solvents as part of the effort to transform chemical manufacturing into a green art. While classical metrics indicate tremendous savings on waste generation, a more exhaustive analysis including the intrinsic carbon footprint of such surfactants has never been conducted. The present work addresses this topic and outlines this analysis as part of a case study on the example of a widely known and applied working-horse of surfactant chemistry, TPGS-750-M. Meanwhile, the fate of the employed water is considered, and a holistic comparison to organic solvents is drawn. The key for a streamlined assessment is the reflected use of proper metrics, clearly pointing out a nonzero carbon footprint of such chemistries in aqueous media, though the techniques range at the greener end of the scale of reaction media.
引用
收藏
页码:822 / 830
页数:9
相关论文
共 49 条
[1]  
Ahmadi Y., 2018, THESIS U CALGARY
[2]   Updating and further expanding GSK's solvent sustainability guide [J].
Alder, Catherine M. ;
Hayler, John D. ;
Henderson, Richard K. ;
Redman, Aniko M. ;
Shukla, Lena ;
Shuster, Leanna E. ;
Sneddon, Helen F. .
GREEN CHEMISTRY, 2016, 18 (13) :3879-3890
[3]  
Anastas P.T., 1998, Green Chemistry: Theory and Practice, VI, DOI [10.1093/oso/9780198506980.001.0001, DOI 10.1093/OSO/9780198506980.001.0001]
[4]   Solvent applications of 2-methyltetrahydrofuran in organometallic and biphasic reactions [J].
Aycock, David F. .
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2007, 11 (01) :156-159
[5]   Beyond organic solvents: synthesis of a 5-HT4 receptor agonist in water [J].
Bailey, J. Daniel ;
Helbling, Edward ;
Mankar, Amey ;
Stirling, Matthew ;
Hicks, Fred ;
Leahy, David K. .
GREEN CHEMISTRY, 2021, 23 (02) :788-795
[6]  
BASF, CREAT VAL BASF REP 2
[7]   Scalable α-Arylation of Nitriles in Aqueous Micelles using Ultrasmall Pd Nanoparticles: Surprising Formation of Carbanions in Water [J].
Bihani, Manisha ;
Ansari, Tharique N. ;
Finck, Lucie ;
Bora, Pranjal P. ;
Jasinski, Jacek B. ;
Pavuluri, Bhavana ;
Leahy, David K. ;
Handa, Sachin .
ACS CATALYSIS, 2020, 10 (12) :6816-6821
[8]  
Bland R., 2022, MCKINSEY 0614
[9]  
Cavani F., 2009, Sustainable industrial chemistry: Principles, tools and industrial examples
[10]   Succinic acid production derived from carbohydrates: An energy and greenhouse gas assessment of a platform chemical toward a bio-based economy [J].
Cok, Benjamin ;
Tsiropoulos, Ioannis ;
Roes, Alexander L. ;
Patel, Martin K. .
BIOFUELS BIOPRODUCTS & BIOREFINING-BIOFPR, 2014, 8 (01) :16-29