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

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.

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-polyesters02623nas a2200265 4500008004100000022001400041245011300055210006900168260000800237300001200245490000700257520172900264653002001993653001702013653001702030653001502047653001702062653003102079100001802110700002202128700002502150700002602175700002802201856012802229 2019 eng d a0887-624X00aThermally crosslinkable and chemically modifiable aromatic polyesters possessing pendant propargyloxy groups0 aThermally crosslinkable and chemically modifiable aromatic polye cMAR a588-5970 v573 a

New aromatic (co)polyesters containing pendant propargyloxy groups were synthesized by phase transfer-catalyzed interfacial polycondensation of 5-(propargyloxy)isophthaloyl chloride (P-IPC) and various compositions of P-IPC and isophthaloyl chloride with bisphenol A. FTIR and NMR spectroscopic data, respectively, revealed successful incorporation of pendant propargyloxy groups into (co)polyesters and formation of (co)polyesters with desired compositions. (Co)polyesters exhibited good solubility in common organic solvents such as chloroform, dichloromethane, and tetrahydrofuran and could be cast into transparent, flexible, and tough films from chloroform solution. Inherent viscosities and number average molecular weights of (co)polyesters were in the range 0.77-1.33 dL/g and 43,600-118,000 g/mol, respectively, indicating the achievement of reasonably high-molecular weights. The 10% weight loss temperatures of (co)polyesters were in the range 390-420 degrees C, demonstrating their good thermal stability. (Co)polyesters exhibited T-g in the range 146-170 degrees C and T-g values decreased with increase in mol % incorporation of P-IPC. The study of non-isothermal curing by DSC indicated thermal crosslinking of (co)polyesters via propargyloxy groups. The utility of pendant propargyloxy group was demonstrated by post-modification of the selected copolyester with 1-(4-azidobutyl)pyrene, 9-(azidomethyl)anthracene, and azido-terminated poly(ethyleneglycol) monomethyl ether via copper(I)-catalyzed Huisgen 1,3-dipolar cycloaddition reaction. FTIR and H-1 NMR spectra confirmed that click reaction was quantitative. (c) 2018 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2019, 57, 588-597

10aClick chemistry10acrosslinking10amodification10apolyesters10apropargyloxy10astep-growth polymerization1 aVerma, Savita1 aMaher, Deepak, M.1 aNagane, Samadhan, S.1 aTawade, Bhausaheb, V.1 aWadgaonkar, Prakash, P. uhttps://library.ncl.res.in/content/thermally-crosslinkable-and-chemically-modifiable-aromatic-polyesters-possessing-pendant02543nas a2200253 4500008004100000022001400041245012700055210006900182260000800251300001200259490000700271520162900278653002701907653002601934653002401960653002501984653002902009100002502038700002202063700001802085700002602103700002802129856013202157 2022 eng d a1060-132500aPendant propargyloxy-functionalized aromatic (co)polycarbonates: synthesis, thermal crosslinking and chemical modification0 aPendant propargyloxyfunctionalized aromatic copolycarbonates syn cNOV a752-7630 v593 a

A bisphenol monomer bearing pendant propargyloxy group viz, 1, 1-bis (4-hydoxyphenyl)-1-(4 `-propargyloxyphenyl) ethane (BPP) was synthesized starting from commercially available 1, 1, 1-tris (4-hydroxyphenyl) ethane (THPE) by mono O-propargylation reaction using propargyl bromide. A new series of pendant propargyloxy-functionalized aromatic (co)polycarbonates was synthesized by low-temperature solution polycondensation of BPP or different molar ratios of BPP and bisphenol-A with triphosgene in dichloromethane in the presence of triethylamine. The formation of reasonably high molecular weight (co)polycarbonates was confirmed by inherent viscosity (0.52-0.83 dL/g) and gel permeation chromatography (M-n 37,000-69,800 g/mol, polystyrene standards) measurements. C-13 NMR spectral studies supported formation of random copolycarbonates in copolymerization of BPP and BPA with triphosgene. The 10% weight loss temperature (T-10) values of (co)polycarbonates, determined by thermogravimetric analysis under nitrogen atmosphere, were in the range 427-438 degrees C indicating their good thermal stability. The glass transition temperature (T-g) values of (co)polycarbonates were observed in the range 147-152 degrees C. The crosslinking ability of (co)polycarbonates involving pendant propargyloxy groups leading to formation of networked structure was evaluated via non-isothermal curing studies by DSC. As a proof-of-concept, the post-modification of a representative polycarbonate bearing pendant propargyloxy groups with 1-octane thiol as a model compound via thiol-yne click reaction was briefly studied.

10aAromatic polycarbonate10aChemical modification10apropargyloxy groups10athermal crosslinking10athiol-yne click reaction1 aNagane, Samadhan, S.1 aMaher, Deepak, M.1 aVerma, Savita1 aTalanikar, Aniket, A.1 aWadgaonkar, Prakash, P. uhttps://library.ncl.res.in/content/pendant-propargyloxy-functionalized-aromatic-copolycarbonates-synthesis-thermal-crosslinking