Aromatic polyesters containing pendant azido groups: synthesis, characterization, chemical modification and thermal cross-linking

Publication date: Available online 9 April 2019Source: European Polymer JournalAuthor(s): Samadhan S. Nagane, Savita Verma, Bhausaheb V. Tawade, Prakash S. Sane, Sushilkumar A. Dhanmane, Prakash P. WadgaonkarAbstractA partially bio-based bisphenol containing pendant azido group viz., 4, 4’-(5-azidopentane-2, 2-diyl) diphenol (AZBPA) was synthesized starting from 4, 4’-bis (4-hydroxyphenyl) pentanoic acid. AZBPA was reacted with isophthaloyl chloride (IPC), terephthaloyl chloride (TPC) and a mixture of IPC/TPC (50:50 mol %) by phase transfer-catalyzed interfacial polycondensation route to obtain aromatic polyesters containing pendant azido groups. Copolyesters containing pendant azido groups were also synthesized by polycondensation of different molar proportions of AZBPA and commercially available 4, 4’-(1-phenylethane-1, 1-diyl) diphenol (BPA-AP) with IPC. Inherent viscosities and number average molecular weights of (co)polyesters were in the range 0.85-1.64 dL/g and 58900–190400, respectively, indicating the formation of reasonably high molecular weight polymers. Tough, transparent, and flexible films could be cast from chloroform solutions of these polyesters. X-Ray diffraction analysis showed that (co)polyesters were amorphous in nature. (Co)polyesters were characterized using FT-IR, 1H NMR spectroscopy, XRD, TGA and DSC analysis. The chemical modification of a representative copolyester containing pendant azido groups was carried out quantitatively using copper-c...

Source: European Polymer Journal - April 9, 2019 Category: Chemistry Source Type: research