A Family of Water-Immiscible, Dipolar Aprotic, Diamide Solvents from Succinic Acid.
ChemSusChem
; 13(12): 3212-3221, 2020 Jun 19.
Article
en En
| MEDLINE
| ID: mdl-32220058
ABSTRACT
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 inâ
silico analysis based on available experimental information, prediction model outcomes and read across data, as well as a panel of inâ
vitro reporter gene assays covering a broad range of toxicological endpoints was used to assess toxicity. These inâ
silico and inâ
vitro tests suggested no alarming indications of toxicity in the new solvents.
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Banco de datos:
MEDLINE
Tipo de estudio:
Prognostic_studies
Idioma:
En
Año:
2020
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Article