In 2022,Quant, Maria; Hillers-Bendtsen, Andreas Erbs; Ghasemi, Shima; Erdelyi, Mate; Wang, Zhihang; Muhammad, Lidiya M.; Kann, Nina; Mikkelsen, Kurt V.; Moth-Poulsen, Kasper published an article in Chemical Science. The title of the article was 《Synthesis, characterization and computational evaluation of bicyclooctadienes towards molecular solar thermal energy storage》.Name: Ethyl propiolate The author mentioned the following in the article:
Mol. solar-thermal energy storage (MOST) systems are based on photoswitches that reversibly convert solar energy into chem. energy. In this context, bicyclooctadienes (BODs) undergo a photoinduced transformation to the corresponding higher energy tetracyclooctanes (TCOs), but the photoswitch system has not until now been evaluated for MOST application, due to the short half-life of the TCO form and limited available synthetic methods. The BOD system degrades at higher temperature via a retro-Diels-Alder reaction, which complicates the synthesis of the compounds We here report a cross-coupling reaction strategy that enables an efficient synthesis of a series of 4 new BOD compounds We show that the BODs were able to switch to the corresponding tetracyclooctanes (TCOs) in a reversible way and can be cycled 645 times with only 0.01% degradation Half-lives of the TCOs were measured, and we illustrate how the half-life could be engineered from seconds to minutes by mol. structure design. A d. functional theory (DFT) based modeling framework was developed to access absorption spectra, thermal half-lives, and storage energies which were calculated to be 143-153 kJ mol-1 (0.47-0.51 MJ kg-1), up to 76% higher than for the corresponding norbornadiene. The combined computational and exptl. findings provide a reliable way of designing future BOD/TCO systems with tailored properties. The results came from multiple reactions, including the reaction of Ethyl propiolate(cas: 623-47-2Name: Ethyl propiolate)
Ethyl propiolate(cas: 623-47-2) is a clear colorless to pale yellow liquid that is soluble in ethanol, ether and chloroform. It an important organic chemical raw material and pharmaceutical intermediate. Ethyl propargylate is obtained by oxidation of propargyl alcohol to propargylic acid followed by esterification.Name: Ethyl propiolate
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