Functional polymers LII Synthesis and polycondensation of 2(2,4-Dihydroxyphenyl)2H-1,3-bis[4-carboxy (or 4-carbomethoxy)2H-benzotriazole]

Carboxy- and carbomethoxy derivatives of resorcinols with two benzotriazole substituents have been synthesized. 2(2,4-Dihydroxyphenyl)2H-1,3-bis-(4-carboxybenzotriazole) [2,4-bis(2H-4-carboxybenzotriazole-2-yl)-1,3-dihydroxybenzene] (DCBDH) was prepared by azo coupling of 4-carboxy-2-nitrobenzene diazonium chloride with resorcinol followed by reductive cyclization. 2(2,4-Dihydroxyphenyl)2H-1,3-bis(4-carbomethoxy-benzotriazole) [2,4-bis-(2H-4-carbomethoxy-benzotriazole-2-yl)-1,3-dihydroxybenzene] (DCMBDH) was obtained by esterification of the free dicarboxylic acid with methanol. The compounds were characterized by their elemental analyses and melting points, and by their IR, UV,¹H NMR, and¹³C NMR spectra.Copolycondensations were carried out to incorporateDCBDH orDCMBDH into polyamides or polyesters. The condensation copolymers were briefly characterized.Functional Polymers LI:M. D. Purgett,W. J. MacKnight, andO. Vogl, Polym. Eng. and Sci.27(19), 1461 (1987)