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Synthesis and Properties of High Thermally Stable and Organosoluble Poly(pyridine imide)s with Pendent Diethylaminophenyl Groups

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A novel diamine monomer 4-(4-diethylaminophenyl)-2,6-bis(4-aminophenyl)pyridine (APAP) was successfully synthesized, and then a series of poly(pyridine imide)s was prepared from APAP with five commercial dianhydrides: pyromellitic dianhydride (PMDA), 3,3′,4,4′-biphenyltetracarboxylic dianhydride (BPDA),… Click to show full abstract

A novel diamine monomer 4-(4-diethylaminophenyl)-2,6-bis(4-aminophenyl)pyridine (APAP) was successfully synthesized, and then a series of poly(pyridine imide)s was prepared from APAP with five commercial dianhydrides: pyromellitic dianhydride (PMDA), 3,3′,4,4′-biphenyltetracarboxylic dianhydride (BPDA), 4,4′-oxydiphthalic anhydride (ODPA), 3,3′,4,4′-benzophenone tetracarboxylic dianhydride (BTDA), and 4,4′-(hexafluoroisopropylidene)diphthalic anhydride (6FDA) via a two-step solution polycondensation method. The structure of APAP was characterized by FT-IR, NMR, and MS. The resulting polymers have good solubility in polar solvents, such as NMP, DMF, and DMSO. Furthermore, they exhibited outstanding thermal stability. The glass transition temperature (Tg) of polymers range from 326 to 346 °C, and the temperature at 5 % and 10 % weight loss in the range of 527 °C to 570 °C and 550 °C to 601 °C, respectively. Moreover, they also presented excellent hydrophobicity with contact angels in the range of 88.4 ° to 94.0 °.

Keywords: poly pyridine; diethylaminophenyl; pyridine imide; synthesis properties

Journal Title: Fibers and Polymers
Year Published: 2019

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