Synthesis and Properties of Redox-Active Polyimides with 3,5-Bis(trifluoromethyl)- or 3,5-Dimethyl-Substituted Triphenylamine Groups

Synthesis of N1-(3,5-Bis(trifluoromethyl)benzyl)benzene-1,2-diamine and N,N-Bis(2-nitrophenyl)-3,5-bis(trifluoromethyl)aniline

“…The structures of compounds 3, 4a, and 7 were confirmed by spectroscopic methods ( 1 H-and 13 C-NMR, DEPT 135, 2D-NMR, IR, and high-resolution mass spectrometry). The structures of compounds 3 and 7 were additionally confirmed by single-crystal X-ray diffraction analysis (Figures 1 and 2).…”

“…Finally, attempts to prepare the desired benzene-1,2-diamine camphor derivative 9 from diamine 4a and 10-pyrrolidinecamphor 8 [17] by reductive amination with NaBH3CN failed (Scheme 2) [19]. The structures of compounds 3, 4a, and 7 were confirmed by spectroscopic methods ( 1 H-and 13 C-NMR, DEPT 135, 2D-NMR, IR, and high-resolution mass spectrometry) (Supplementary Materials). The structures of compounds 3 and 7 were additionally confirmed by single-crystal X-ray diffraction analysis (Figures 1 and 2).…”

“…Melting points were determined on a Kofler micro hot stage and on SRS OptiMelt MPA100-Automated Melting Point System (Stanford Research Systems, Sunnyvale, CA, USA). The NMR spectra were obtained on a Bruker UltraShield 500 plus (Bruker, Billerica, MA, USA) at 500 MHz for 1 H and 126 MHz for 13 C nucleus, using CDCl 3 with TMS as the internal standard, as solvents. Mass spectra were recorded on an Agilent 6224 Accurate Mass TOF LC/MS (Agilent Technologies, Santa Clara, CA, USA), IR spectra on a Perkin-Elmer Spectrum BX FTIR spectrophotometer (PerkinElmer, Waltham, MA, USA).…”

“…Benzene-1,2-diamine derivatives have been tested as donors for double hydrogen bond donors in non-covalent organocatalysts [8]. Triphenylamine-based diamines are important and versatile monomers for the synthesis of aromatic polyamides with different properties [9][10][11][12][13][14][15].…”

Non‐planar polyimides with monomer containing four triphenylamines for near‐infrared electrochromism and TNP detection

“…32 Liaw made PI film-coatable by adding flexible chains. 33 Guan reduced π-π stacking by tetraphenylethylene with four rotatable benzene rings, and the prepared PI can be applied to bifunctional materials. 34 Besides, non-planar structure, torsion group, large volume side group, etc., could be introduced into main chain for increasing the flexibility of polymer main chain or avoiding tight packing of polymer chains.…”