SummaryAn optimisation of Michael-type addition of azole derivatives of broad-scale acidity – ranging from 5.20 to 15.00 pK a units – namely 4-nitropyrazole, 3,5-dimethyl-4-nitropyrazole, 4(5)-nitroimidazole, 4,5-diphenylimidazole, 4,5-dicyanoimidazole, 2-methyl-4(5)-nitroimidazole, 5(4)-bromo-2-methyl-4(5)-nitroimidazole and 3-nitro-1,2,4-triazole to methyl acrylate as an acceptor was carried out. The optimisation process involved the use of an appropriate basic catalyst (DBU, DIPEA, NaOH, NaH, TEDA), a donor/base/acceptor ratio and the reaction temperature. The reactions were performed in DMF as solvent. Target Michael adducts were obtained in medium to excellent yields. Importantly, for imidazole and 1,2,4-triazole derivatives, no corresponding regioisomers were obtained.

Abstract. Acrylic pressure-sensitive adhesives (PSA) based on two monomers: 2-ethylhexyl acrylate and acrylic acid were synthesized in organic solvent ethyl acetate using AIBN (2, 2′-azo-diisobutyronitrile) and new synthesized azo-peresters as radical initiators. After polymerization the viscosity, molecular weight and polydispersity of synthesized acrylic PSA were evaluated. The novel synthesized radical azo-perester initiators were synthesized, isolated and compared with industrial predominant usable azo-initiator AIBN.

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