Stable carbamate pathway towards organic-inorganic hybrid perovskites and aromatic imines

Kyu Hyung Lee, Sun Joo Kim, Hee Sun Park, Byung Wook Lim, Byeongno Lee, Young Jun Park, Wonwoo Nam, Nam Hwi Hur

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Methyl ammonium methyl carbamate (MAC), formulated as CH3NH3+CH3NHCO2-, was synthesized by reacting liquid methylamine with supercritical CO2, and its structure was refined by single-crystal X-ray diffraction. MAC is a white crystalline salt and is as reactive as methylamine, and is a very efficient alternative to toxic methylamine. We were able to produce hybrid perovskite MAPbI3 (MA = methyl ammonium) by grinding MAC with PbI2 and I2 at room temperature, followed by storing the mixed powder. Moreover, this one-pot method is easily scalable for the large-scale synthesis of MAPbI3 in a small vessel. We have also investigated the reactivity of MAC towards aromatic aldehydes in the absence of solvent. The solventless reactions afforded imines as exclusive products with over 97% yield, which show higher selectivity than the methylamine-based synthesis. Complete conversions were typically accomplished within 3 h at 25 °C. The results of this study emphasize the importance of solid carbamates such as MAC to develop an environmentally friendly process for the synthesis of various amine-based materials on the industrial scale.

Original languageEnglish
Pages (from-to)38055-38062
Number of pages8
JournalRSC Advances
Issue number62
StatePublished - 15 Oct 2020

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