Polyamides obtained by direct polycondesation of 4‐[4‐[9‐[4‐(4‐aminophenoxy)‐3‐methyl‐phenyl] fluoren‐9‐YL]‐2‐methyl‐phenoxy]aniline with dicarboxylic acids based on a diphenyl‐silane moiety

Abstract

Polyamides (PAs) containing fluorene, oxyether, and diphenyl-silane moieties in the repeating unit were synthesized in > 85% yield by direct polycondesation between a diamine and four dicarboxylic acids. Alternatively, one PA was synthesized from an acid dichloride. The diamine 4-[4-[9-[4-(4-aminophenoxy)-3-methyl-phenyl]fluoren-9-yl]-2-methyl-phenoxy]aniline (3) was obtained from the corresponding dinitro compound, which was synthesized by nucleophilic aromatic halogen displacement from p-chloronitrobenzene and 9,9-bis (4-hydroxy-3-methyl-phenyl)fluorene (1). Monomers and polymers were characterized by FTIR and C range by DSC analysis. Thermal decomposition temperature (TDT 10% ) values were above 400 C due to the presence of the aromatic rings in the diamine. All PAs showed good transparency in the visible region (>88% at 400 nm) due to the incorporation of the fluorene moiety.

Synthesis and thermal, optical and morphological characterization of oligomeric polyamides based on thiophene and alkyl/phenyl‐silane moieties. Study of the electrospun deposition process

“…Similar results were reported by us for the synthesis of polyamides using these silylated acid chlorides and also their diacid derivatives with several aromatic diamines. For these last reactions, Yamazaki‐Higashi polycondensation technique was again employed …”

“…thiophene). 1 H NMR (400 MHz, DMSO‐ d 6 , δ): 10.14 (s, 2H 9 ), 7.94 (d, J = 7.4 Hz, 4H 13 ), 7.59 (d, J = 7.4 Hz, 4H 12 ), 7.51 (m, 4H), 7.49–7.38 (m, 9H), 7.27 (d, J = 7.1 Hz, 2H 5 ), 0.89 ppm (s, 3H 20 ). 13 C NMR (400 MHz, DMSO‐ d 6 , δ): 165.89 (C 10 ), 140.28 (C 1 ), 139.45 (C 11 ), 135.32 (C 8 ), 134.88 (C 12 ), 134.69 (C 14 ), 134.23 (C 21 ), 130.77 (C 3 ), 129.82 (C 22 ), 129.24 (C 6 ), 128.77 (C 2 ), 128.57 (C 24 ), 128.18 (C 4 ), 128.14 (C 23 ), 127.99 (C 13 ), 127.03 (C 5 ), 126.40 (C 7 ), −4.04 ppm (C 20 ).…”

“…These polymers contain silicon and/or germanium and several organic substituents into their main chain favoring the flexibility of the system, allowing chain folding. These characteristics make these polymers suitable for manipulation generating possible technological implementation …”

Structural symmetry breaking of silicon‐containing poly(amide‐imide) oligomers and its relation to electrical conductivity and Raman‐active vibrations

“…A typical polycondensation is shown in Scheme , and was carried out as follows 32, 33. A mixture of 5a (0.38 g, 0.62 mmol), diamine 6 (0.23 g, 0.62 mmol), 0.15 g of CaCl 2 , 0.45 mL of TPP, 0.40 mL of pyridine and 0.75 mL of N ‐methyl‐2‐pyrrolidone (NMP) was heated while being stirred at 110 °C for 3 h. The flask was cooled to room temperature, and the mixture was poured into methanol.…”

Synthesis and characterization of 9,9‐bis(4‐hydroxyphenyl and 4‐aminophenyl)dibenzofluorenes: Novel fluorene‐based monomers

“…In the light of usefulness of polymers containing the 9,9‐diarylfluorene units, several polymers derived from a few typical monomers have been studied . New monomers, oligomers, polymers, and composites have been developed directed toward various applications such as electronic materials . In addition to various fluorene‐based polymers showing both high refractive index and low birefringence besides high solubility and thermal properties, we have developed a new monomer containing silicon atom at 9 position, 9,9‐bis(4‐hydroxyphenyl)‐9‐silafluorene, and its polymers, to emphasize the potentiality of the cardo 9,9‐difunctionalized fluorene function .…”