期刊
CHEMSUSCHEM
卷 13, 期 12, 页码 3212-3221出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cssc.202000462
关键词
dipolar aprotic solvent; low-toxicity solvent; membranes; solvent effects; succindiamide
资金
- Bio-Based Industries Joint Undertaking under the European Unions Horizon2020 research and innovation programme [745450]
- Thailand Research Fund [RSA6280031]
- Khon Kaen University
- Center of Excellence for Innovation in Chemistry (PERCH-CIC), Ministry of Higher Education, Science, Research and Innovation
- H2020 Societal Challenges Programme [745450] Funding Source: H2020 Societal Challenges Programme
Three dipolar aprotic solvents were designed to possess high dipolarity and low toxicity: N,N,N ',N '-tetrabutylsuccindiamide (TBSA), N,N '-diethyl-N,N '-dibutylsuccindiamide (EBSA), and N,N '-dimethyl-N,N '-dibutylsuccindiamide (MBSA). They were synthesized catalytically by using a K60 silica catalyst in a solventless system. Their water immiscibility stands out as an unusual and useful property for dipolar aprotic solvents. They were tested in a model Heck reaction, metal-organic framework syntheses, and a selection of polymer solubility experiments in which their performances were found to be comparable to traditional solvents. Furthermore, MBSA was found to be suitable for the production of an industrially relevant membrane from polyethersulfone. An integrated approach involving in silico analysis based on available experimental information, prediction model outcomes and read across data, as well as a panel of in vitro reporter gene assays covering a broad range of toxicological endpoints was used to assess toxicity. These in silico and in vitro tests suggested no alarming indications of toxicity in the new solvents.
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