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Chemistry for Sustainable Development

2021 year, number 3

Development of the Technology of Phloroglucinol Production

I. A. SHCHUROVA, N. A. ALEKSEYEVA, V. V. MALYKHIN, S. V. SYSOLYATIN
Institute for Problems of Chemical and Energetic Technologies, Siberian Branch of the Russian Academy of Sciences, Biysk, Russia
Keywords: phloroglucinol, 2,4,6-trinitrotoluene, 1,3,5-trinitrobenzene, 2,4,6-trinitrobenzoic acid
Pages: 368-380

Abstract

Results of the works on the development of the technology of phloroglucinol production are presented. Phloroglucinol is a known multipurpose organic reactant that has gained wide and diverse applications, in particular as the starting compound for the synthesis of 1,3,5-triamino-2,4,6-trinitrobenzene. A review of the known methods of phloroglucinol synthesis is presented. The method which is most promising from the standpoint of commercialization is studied. The method is based on the reduction of nitroaromatic precursors - 2,4,6-trinitrobenzoic acid and 1,3,5-trinitrobenzene - to 1,3,5-triaminobenzene, followed by its hydrolysis. Alternate approaches to the synthesis of 2,4,6-trinitrobenzoic acid from 2,4,6-trinitrotoluene are proposed. The catalytic hydrogenation of 2,4,6-trinitrobenzoic acid and 1,3,5-trinitrobenzene over palladium-containing catalysts was studied in detail, and the effect of various process parameters on the yield of the reaction product 1,3,5-triaminobenzene was determined. Hydrolysis of triaminobenzene to form phloroglucinol is considered.

DOI: 10.15372/CSD2021315