02465nas a2200253   4500008004100000022001400041245010100055210006900156260000900225300001400234490000700248520158800255653002701843653001601870653002001886653002601906100002201932700002501954700002101979700002502000700002602025700002802051856013202079       2019                        eng d  a0887-624X00aNew cardo bisphenol monomer containing pendant azido group and the resulting aromatic polyesters0 aNew cardo bisphenol monomer containing pendant azido group and t  cJUL   a1516-15260 v573 a<p>Expanding on our strategy to synthesize aromatic step-growth polymers containing pendant clickable azido groups via functional monomer approach, we have now designed and synthesized a new cardo bisphenol, viz., 2-(2-azidoethyl)-3, 3-bis(4-hydroxyphenyl) isoindolin-1-one (PPH-N-3). PPH-N-3 was conveniently synthesized starting from commercially available phenolphthalein by a three-step route in an overall yield of 65% using simple organic transformations. Aromatic (co)polyesters bearing pendant azido groups were synthesized by low-temperature solution polycondensation of PPH-N-3 or different molar ratios of PPH-N-3 and bisphenol-A (BPA) with aromatic diacid chlorides in dry dichloromethane in the presence of triethylamine (TEA) as a base. The formation of medium to reasonably high-molecular-weight (co)polyesters was evidenced from intrinsic viscosity and number-average molecular-weight measurements that were in the range 0.52-0.85 dL/g and 16,700-28,200, respectively. Tough, transparent, and flexible films could be cast from chloroform solutions of these (co)polyesters. (Co)polyesters were characterized using FTIR, H-1 NMR, C-13 NMR spectroscopy, XRD, and TGA. The thermal curing reaction of (co)polyesters involving decomposition of azido groups was studied by DSC analysis. The chemical modification of a representative copolyester containing pendant azido groups was carried out quantitatively using catalyst-free azide-maleimide cycloaddition reaction with two maleimides, namely, N-methylmaleimide and N-hexylmaleimide. (c) 2019 Wiley Periodicals, Inc.</p>
10aaromatic (co)polyester10aazido group10acardo bisphenol10aChemical modification1 aMaher, Deepak, M.1 aNagane, Samadhan, S.1 aJadhav, Uday, A.1 aSalunkhe, Pravin, H.1 aTawade, Bhausaheb, V.1 aWadgaonkar, Prakash, P.  uhttps://library.ncl.res.in/content/new-cardo-bisphenol-monomer-containing-pendant-azido-group-and-resulting-aromatic-polyesters