916678-16-5 | Bis(2,2-difluoroethyl)carbonate

CAS:916678-16-5 | Bis(2,2-difluoroethyl)carbonate,Description

“Bis(2,2-difluoroethyl) carbonate” is a chemical compound with the formula C5H6F4O3 and a molecular weight of 190.09 g/mol .

Synthesis Analysis

The synthesis of a series of five-membered bis(cyclic carbonate)s has been described in research, using bio-based polyether polyols (PO3G) with different molecular weights (250, 650 and 1000 g mol −1) and carbon dioxide as green feedstocks . Another method involves the reaction between triphosgene and trifluoroethanol .

Molecular Structure Analysis

The molecular structure of “Bis(2,2-difluoroethyl) carbonate” consists of two 2,2-difluoroethyl groups attached to a carbonate group . Detailed chemical structure analysis of synthesized products was performed using a combination of spectroscopy techniques (ATR-FTIR as well as 1D and 2D NMR techniques), mass spectrometry (MALDI-TOF MS) and chromatography analysis (SEC) .

Physical And Chemical Properties Analysis

“Bis(2,2-difluoroethyl) carbonate” is a liquid at 20 degrees Celsius . It has a molecular weight of 226.07 g/mol and a specific gravity of 1.51 . The refractive index is 1.31 .

Scientific Research Applications

Non-Isocyanate Polyurethane Synthesis

Bis(cyclic carbonate)s, including compounds structurally related to bis(2,2-difluoroethyl) carbonate, have been extensively researched for their application in synthesizing non-isocyanate polyurethanes (NIPUs). These materials offer a greener alternative to traditional polyurethanes by avoiding toxic phosgene and isocyanates. For instance, bis(cyclic carbonate)s synthesized from carbon dioxide (CO2) coupling with diglycidyl ethers have shown high efficiency and quantitative yields, making them suitable for preparing hydroxyl-functional NIPUs with potential applications in various industries (Sheng et al., 2015). Similarly, novel biobased bis(cyclic carbonate)s derived from 2,5-furandicarboxylic acid (FDCA) were utilized to synthesize NIPUs with good thermal stability and mechanical properties (Zhang et al., 2017).

Enhanced Safety for Lithium-Ion Batteries

Bis(2,2,2-Trifluoroethyl) ethylphosphonate, a compound with structural similarities to bis(2,2-difluoroethyl) carbonate, was explored as a flame retardant additive for lithium-ion batteries. The inclusion of such additives in conventional carbonate electrolytes significantly improved the safety profile of these batteries by suppressing flammability without adversely affecting electrochemical performance (Zhu et al., 2015).

Biodegradable Polymers and Medical Applications

Research has also focused on utilizing bis(cyclic carbonate)s for the synthesis of biodegradable polymers and materials for medical applications. For example, lignin/glycerol-based bis(cyclic carbonate)s were prepared and used to synthesize polyurethanes, demonstrating the potential for creating sustainable materials from renewable resources (Chen et al., 2015).

Safety And Hazards

“Bis(2,2-difluoroethyl) carbonate” is classified as a dangerous substance. It is highly flammable and causes skin and eye irritation . Safety measures include wearing protective gloves, eye protection, and face protection. In case of fire, dry sand, dry chemical or alcohol-resistant foam should be used to extinguish .

Future Directions

The field of difluoromethylation, which includes compounds like “Bis(2,2-difluoroethyl) carbonate”, has seen significant advances in recent years . Future research directions should focus on difluoromethylation that make use of inexpensive reagents, feedstock chemicals and operationally simple procedures .

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