439586-65-9Relevant academic research and scientific papers
High glass transitions of new polyamides, polyimides, and poly(amide-imide)s containing a triphenylamine group: Synthesis and characterization
Liaw, Der-Jang,Hsu, Pei-Nan,Chen, Wen-Hsiang,Lin, Shu-Ling
, p. 4669 - 4676 (2007/10/03)
A new triphenylamine-containing diamine monomer, 4,4′-diamino-3″,4″-dimethyltriphenylamine (DADT), was successfully synthesized by the cesium fluoride-mediated condensation of 3,4-dimethylaniline with 4-fluoronitrobenzene, followed by reduction. The monomer was reacted with various aromatic dicarboxylic acids and tetracarboxylic dianhydrides to produce a series of novel polyamides and polyimides, respectively. A new triphenlamine-containing dicarboxylic acid monomer, 4,4′-trimellitimido-3″,4″-dimethyltriphenylamine (TDT), was successfully synthesized by refluxing the diamine, DADT, with trimellitic anhydride in glacial acetic anhydride. A series of new poly(amide-imide)s were prepared from TDT with various diamines by the direct polycondensation. The polymers were obtained in quantitative yields with inherent viscosities of 0.61-2.28 dL g-1. Most of the polymers dissolved in N-methyl-2-pyrrolidinone, N,N-dimethylacetamide, N,N-dimethylformamide, dimethyl sulfoxide, pyridine, and cyclohexanone. These polymers, especially poly(amide-imide)s, showed high glass transition temperatures between 254 and 326°C. These polymers were fairly stable up to a temperature around or above 400°C and lost 10% weight in the range of 430-566 and 462-574°C in nitrogen and air, respectively. These tough and flexible polymer films had a tensile strength of 82-145 MPa, an elongation at break of 5-11%, and a tensile modulus of 1.7-3.3 GPa. The UV-vis absorption spectra revealed that most of the polymers had absorption maxima around 303 nm. Cyclic voltammograms of the polyamides, polyimides, and poly(amid-imide)s showed an oxidation wave with a peak around 0.9, 1.1, and 1.3 V, respectively.
