Preparation and Properties of Polyimides Containing 1,2,3‐Triazole Moieties

Abstract

ABSTRACT:A new diamine containing 1,2,3-triazole ring was synthesized by the click reaction in the presence of Cu (I) catalyst.A series of novel polytriazoleimides (PTAIs) were synthesized using the prepared diamine by the conventional two-step thermal or chemical imidization method with commercially available aromatic dianhydrides. The chemical structure of the monomers and polymers was characterized by Fourier transform Infrared, 1 H nuclear magnetic resonance (NMR), and 13 C NMR spectral analysis. Solubility of the PTAIs was tested in various organic solvents. The glass transition temperatures of these PTAIs are in the range of 215-254°C. PTAIs exhibit low dielectric constant of 3.04-3.34 at 1 MHz, high thermal stability, and temperature corresponding to 5% (T 5% ) weight loss is in the range of 442-492°C. The flame retardance values (limiting oxygen index) are in the range of 38.4-40.5. The PTAI films exhibited good mechanical properties with tensile strength of 96.2-98.9 MPa, elongation to break of 9.8-12.6%, and tensile modulus of 2.5-3

1,2,3‐Triazole rich polymers for flame retardant application: A review

“…Balasubramanian et al have synthesized 1,2,3-triazole containing polytriazoleimides (PTAIs) systems for FR application. 38,[96][97][98] Initially, aromatic diamine with 1,2,3-triazole moiety was prepared by CuAAC reaction between phenylenediazide, 1,4-bis [(4-azidophenyl) etherand4-aminophenyl propargyl ether (Figure 13). The diamines were polymerized with a variety of commercially available aromatic dianhydrides by polycondensation reaction.…”

“…62,63 Furthermore, 1,2,3-triazole containing monomers are proven to be useful in designing functional coatings such as anti-corrosive, foul resistant, anti-bacterial, self-healing, bio-degradable, and FRs due to their high thermal stability, excellent adhesion to the metal substrate, hetero-aromaticity and ability to form extensive hydrogen bonding. [64][65][66][67] Furthermore, the 1,2,3-triazole containing polymers are known to possess high thermal stabilities due to the high formation-enthalpy of the 1,2,3-triazole (168 kJ/mol). 68 This apart, the 1,2,3-triazole tends to exclude nitrogen gas upon combustion, which dilutes the combustible gases during the combustion cycle.…”

Syntheses And Characterizations Of Poly(ε-Caprolactone-b-Ethylene Glycol Methyl Ether) Block Copolymers Via Ring-Opening Polymerization And "Click" Chemistry

“…1 H-NMR of poly(RCL-b-mEG) block copolymer displayed peaks at 8.4 ppm for aromatic -CH of triazole, 4.0 ppm for -NCH2, 3.5 ppm for -OCH2, 1.5 ppm and 1.2 ppm for aliphatic -CH2. The signal at 8.4 ppm in the spectrum was regarded as a great evidence for aromatic -CH of triazole (Lakouraj et al, 2013;Rukmanikrishnan and Muthusamy, 2018;Çatıker, Meyvacı et al, 2019;.…”

Synthesis and characterization of comb-type graft copolymers by redox polymerization and "click" chemistry method

“…Scheme 2 shows the reaction outline for synthesis of the comb-type graft copolymer. The signal at about 8.0 ppm in the 1 H-NMR spectrum is an indisputable evidence of aromatic -CH proton of triazole [34,35]. Thermal analysis of poly(ECH-g-EG) comb-type graft copolymers was carried out by DSC and TGA.…”