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Chlorides of polyorganosiloxanes with 1-methyldiazolylmethylene groups were synthesized using the reaction of quaternization of poly(chloromethyl)organosiloxanes with 1-methylimidazole. The degree of completeness of this reaction was determined, and the products were characterized by the data of elemental analysis, NMR spectroscopy (1H and 29Si), TGA and DTA. The possibility in principle of obtaining statistical polyorganosiloxanes with the [1-(methyl)imidazolyl]methyl substituent in the frame of the siloxane macromolecule by quaternization of the corresponding chloromethyl-substituted organosilicon polymers with 1-methylimidazole is shown. By the method of TGA and DTA, it was found that the destruction of the obtained ionic liquids occurs when heating them in air above 265 °C. The possibility of fixing the formation of an imidazolium salt by the appearance of a chemical shift in the region ~10 ppm in the 1Н-NMR spectrum has been established.