Synthesis and characterization of novel polyimides containing triazoles units in the main chain by click chemistry

Abstract

In this study, some polyimides containing triazoles units in the main chain was prepared from the polymerization of dialkynes including imide linkages and diazides in the presence of Cu (I) catalyst in yield of 76.2–87.6%, with inherent viscosity of 0.37–0.53 dL g−1. The obtained polymers are soluble in polar aprotic solvents such as N,N‐dimethyformamide (DMF), N,N‐dimethyacetamide (DMAc), dimethyl sulfoxide (DMSO), and N‐methyl‐2‐pyrrolidone (NMP). These polymers were characterized using FT‐IR, 1H‐NMR, and elemental analysis techniques. Their thermal stability was evaluated with thermogravimetric (TGA) analysis and differential scanning calorimetry (DSC) techniques under a nitrogen atmosphere which is indicative of their good thermal stability. © 2011 Wiley Periodicals, Inc. J Appl Polym Sci, 2012

Six-Membered Aromatic Polyazides: Synthesis and Application

“…Since 2002, organic azides are widely used as starting materials in the copper-catalyzed azide-alkyne cycloadditions or so-called click-reactions to prepare organic compounds with interesting chemical, physical and biological properties [36,37]. Recent examples on the use of aromatic diazides in such reactions demonstrate a huge synthetic potential of aromatic polyazides in design of new polyfunctional organic materials [38,39,40,41,42,43,44,45,46,47,48,49,50,51,52,53,54,55,56,57,58,59,60]. The present review provides concise and precise updates on the latest progress in the synthesis and investigation of six-membered aromatic polyazides made by July 2015.…”

Poly(1,2,3-triazolium imide)s Obtained Through AA + BB Click Polyaddition

“…3,3′,4,4′-Biphenyltetracarboxylic dianhydride (97%), propargylamine (98%), sodium acetate (99%), acetic anhydride (99%), diisopropylethylamine (DIPEA, 99%), iodomethane (CH 3 I, 99%), copper(I) iodide triethylphosphite (CuP(OEt) 3 I, 97%), lithium bis(trifluoromethylsulfonyl) imide (LiTFSI, 99.95%), as well as all other reagents and solvents were purchased from Merck and used as received. Dipropargyl monomers 2 and 3 [46], and α,ω-diazido tetraethylene glycol 4 [47] were synthesized as described previously.…”

“…While dipropargyl monomers 2 and 3 have been previously reported, dipropargyl monomer 1 was synthesized from 3,3′,4,4′-biphenyltetracarboxylic dianhydride and propargylamine adapting the same experimental conditions [46]. After reaction of these two compounds in NMP for 7 h at 50 °C, the cyclodehydration of the amide-acid intermediate was promoted by the addition of a sodium acetate solution in a 2:1 mixture of acetic anhydride/pyridine and further heating at 70 °C for 10 h (Scheme 1).…”

The pyrolysis behaviors of ternary copolyimide derived from aromatic dianhydride and aromatic diisocyanates

“…Aromatic polyimide (PI) has received considerable attention for its potential application in aerospace, microelectronics, optoelectronics, composites, and so on due to its low dielectric constant, excellent dimensional stability, strong solvent resistance, and outstanding thermal and mechanical properties . Since the Kapton ® PI films were commercialized by DuPont in the early 1960s, a number of aromatic PIs have been reported .…”