Preparation and properties of aromatic-aliphatic cardopolyamides from phenoxathiins and thianthrenes

TLDR: In this paper, several new aromatic-aliphatic cardopolyamides containing phenoxathiin and thianthrene derivatives were prepared by the direct polycondensation of 2,8-phenoxathyin-bis(γ-ketobutyric acid) (PA) or 2,7-thian-threne-bis (γ-ketabolitioned) (TA) with 3,3-bis-4-aminophenyl phthalide (PDA), 9,9-bis-(4-amino-phthalide)

Abstract: Several new aromatic-aliphatic cardopolyamides containing phenoxathiin and thianthrene derivatives were prepared by the direct polycondensation of 2,8-phenoxathiin-bis(γ-ketobutyric acid) (PA) or 2,7-thianthrene-bis(γ-ketobutyric acid) (TA) with 3,3-bis(4-aminophenyl phthalide) (PDA), 9,9-bis(4-aminophenyl fluorene (FDA), or 9,9-bis(4-aminophenyl) anthrone (ADA) in a triphenyl phosphite-pyridine system. The cardopolyamides were obtained in 80–95% yield and possessed viscosities in the range 0.90-1.35 dl/g. They showed better solubility and heat resistance than analogous noncardopolyamides derived from conventional diamines. All the polymers were characterised by IR spectra, density, solubility, crystallinity and thermal analysis. Integral procedural decomposition temperatures (IPDT) were calculated from the primary thermograms in the temperature range 100–650°C to give quantitative data regarding the thermal stabilities. The molecular weight and molecular weight distribution of the polyamides were determined by gel-permeation chromatography (GPC).