Aromatic polyesters containing pendent 4-(phenylsulfonyl)phenyl groups: synthesis and characterization

A new bisphenol, 1,1-bis-[(4-hydroxyphenyl)-1-(4-phenylsulfonyl)phenyl)]ethane (DPSBP) was synthesized starting from diphenylsulfide and was characterized by spectroscopic methods. DPSBP was polycondensed with isophthalic acid chloride (IPC), terephthalic acid chloride (TPC) and a mixture of IPC and...

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Bibliographic Details
Published in:Journal of polymer research 2017-04, Vol.24 (4), p.1, Article 57
Main Authors: Bapat, Snehalata P., Jadhav, Sushilkumar A., Valsange, Nitin G., Tawade, Bhausaheb V., Honkhambe, Pandurang N., Chavan, Nayaku N., Wadgaonkar, Prakash P.
Format: Article
Language:English
Subjects:
Bisphenol A
Characterization and Evaluation of Materials
Chemistry
Chemistry and Materials Science
Chloroform
Dichloromethane
Ethane
Industrial Chemistry/Chemical Engineering
Original Paper
Polyester resins
Polyesters
Polymer Sciences
Solvents
Terephthalic acid
Tetrahydrofuran
Thermal stability
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Summary:A new bisphenol, 1,1-bis-[(4-hydroxyphenyl)-1-(4-phenylsulfonyl)phenyl)]ethane (DPSBP) was synthesized starting from diphenylsulfide and was characterized by spectroscopic methods. DPSBP was polycondensed with isophthalic acid chloride (IPC), terephthalic acid chloride (TPC) and a mixture of IPC and TPC (50:50 mol%) by phase-transfer catalysed interfacial polymerization method to obtain aromatic polyesters containing pendent 4-(phenylsulfonyl)phenyl groups. A series of copolyesters was also obtained by polycondensation of varying molar proportions of DPSBP and bisphenol-A (BPA) with TPC. (Co)polyesters exhibited inherent viscosities in the range 0.56–1.57 dLg −1 and number average molecular weights (Mn) were in the range 28,650–80,230 g/mol. Polyesters dissolved readily in common organic solvents such as dichloromethane, chloroform, tetrahydrofuran and aprotic polar solvents such as N-methylpyrrolidone, and N,N-dimethylacetamide. Tough, transparent and flexible films of polyesters could be cast from their chloroform solutions. X-Ray diffraction studies indicated amorphous nature of aromatic polyesters. Polyesters showed T g values in the range 223–257 °C while T 10 values were in the range of 469–484 °C indicating their excellent thermal stability.
ISSN:1022-9760
1572-8935
DOI:10.1007/s10965-017-1217-4