Synthesis and characterization of novel aromatic poly(amide‐imide)s derived from 2,2′‐bis(4‐trimellitimidophenoxy)biphenyl or 2,2′‐bis(4‐trimellitimidophenoxy)‐1,1′‐binaphthyl and various aromatic diamines

Abstract

New aromatic diimide‐dicarboxylic acids having kinked and cranked structures, 2,2′‐bis(4‐trimellitimidophenoxy)biphenyl (2a) and 2,2′‐bis(4‐trimellitimidophenoxy)‐1,1′‐binaphthyl (2b), were synthesized by the reaction of trimellitic anhydride with 2,2′‐bis(4‐aminophenoxy)biphenyl (1a) and 2,2′‐bis(4‐aminophenoxy)‐1,1′‐binaphthyl (1b), respectively. Compounds 2a and 2b were characterized by FT‐IR and NMR spectroscopy and elemental analyses. Then, a series of novel aromatic poly(amide‐imide)s were prepared by the phosphorylation polycondensation of the synthesized monomers with various aromatic diamines. Owing to structural similarity, and a comparison of the characterization data, a model compound was synthesized by the reaction of 2b with aniline. The resulting polymers with inherent viscosities of 0.58–0.97 dl g−1 were obtained in high yield. The polymers were fully characterized by FT‐IR and NMR spectroscopy. The ultraviolet λmax values of the poly(amide‐imide)s were also determined. The polymers were readily soluble in polar aprotic solvents. They exhibited excellent thermal stabilities and had 10% weight loss at temperatures above 500 °C under a nitrogen atmosphere. Copyright © 2003 Society of Chemical Industry

Synthesis and characterization of new aromatic poly(amide-imide)s derived from bis(3-trimellitimidophenyl) phenyl phosphine oxide and various aromatic diamines

“…2. The spectra showed absorption bands at 2420-3500 (acid-OH), 1780 (imide, symmetric C=O stretching), 1730 (acid C=O stretching and asymmetric imide C=O stretching) and 1380 cm -1 (imide ring vibration, axial), confirming the presence of imide ring and carboxylic acid group in the structure [11]. The formulation of diacid-diimide (I) is also confirmed by its NMR spectrum (Fig.…”

“…The 13 C NMR spectrum of diimide-diacid (I) shows 17 signals, including 3 signals of carbon atoms associated with carboxylic acid and imide (C 1,8,9 ) and 14 signals of carbon atoms present in the aromatic rings (C 2-7 , C [10][11][12][13][14][15][16][17][18][19] ). The expected signals for aromatic carbons are 15, while the actual NMR measurement showed 14 signals, which is due to overlap of two carbons bands (Fig.…”

“…In our earlier studies [11], a number of poly(amide-imide)s were successfully synthesized from the direct polycondensation of imide rings containing diacids and aromatic diamines by using the phosphorylation reaction. The present article describes a series of aromatic poly(amide-imide)s with good thermal stabilities and high T g s, which were synthesized from bis(3-trimellitimidophenyl) phenyl phosphine oxide and various aromatic diamines by using triphenyl phosphite and pyridine as condensing agents.…”

Effects of Dimaine, Diacid and Dintitro Derivatives on the Inhibition of Adenosine Deaminase; Experimental, Molecular Docking and QSAR Studies

“…Biphenyl-based diamine diacids (DAC1 and DAC2) synthesized same as literature, 22 Imide containing aromatic diacid (DAC3) pyridine-based fully aromatic dinitro compounds (DN1, DN2) were synthesized as literature. 23 The name, abbreviation and the structure of cited ligands were shown in Scheme 1.…”

Direct synthesis of soluble and thermally stable poly(urethane-imide)s from a new triimide–dicarbonylazide

“…In our previous studies we successfully prepared a series of wholly aromatic poly(amide-imide)s and poly(esterimide)s from a number of new imide-containing dicarboxylic acids [22][23][24][25][26][27]. Among them, a dicarboxylic acid bearing three imide rings N-[3,5-bis(trimellitimido)phenyl]phthalimide, 1, was used for some polymerization purposes.…”