Synthesis and characterization of a new series of rigid polytriazole resins

Abstract

A novel series of polytriazole resins were synthesized by using aromatic diazides and N,N,N′,N′-tetrapropargyl-p,p′-diaminodiphenylmethane (TPDDM) as raw materials. The chemical structures of the resins were characterized by Fourier transform infrared spectroscopy (FTIR) and nuclear magnetic resonance. Rheological behavior indicates that the resins can be processed in a low-temperature region, and some of them have good solubilities in common organic solvents. Differential scanning calorimetry and FTIR results demonstrated that the polytriazole resins can be cured at 70°C. The glass transition temperature (T g ) of cured resins increased with the increase in rigidity of diazide units in polymer chains and reaches up to 328°C.

High impact polytriazole resins for advanced composites

“…Huang group [16][17][18][19][20][21][22][23][24][25] has prepared a series of thermosetting polytriazole resins by 1, 3-dipolar cycloaddition reaction of azides and alkynes since 2002. The study results have shown that the polytriazole resins are cured at low temperature (60~80°C) and the cured resins have good thermal properties and mechanical properties, and the resins have been used as matrices in advanced composites.…”

Synthesis, Morphology, and Properties of Polyurethane-triazoles by Click Chemistry

“…Since the copper (I)‐catalyzed azide‐alkyne cycloaddition (CuAAC) “click reaction” was introduced by Sharpless and Meldal independently, it has become a useful tool for connecting polymer fragments to form linear, star, and dendrimer architectures, because of its high efficiency, regioselectivity and mild reaction conditions. Polymers constructed using regular triazole linkages through click polymerization of small diynes and bisazides, called polytriazoles, are very brittle and show poor processability . To improve the polymer properties, researchers have inserted polyols, such as PEG and PDMS into the structure to obtain polytriazole elastomers.…”

Metal‐Free Cycloaddition of Internal Alkynes and Multifunctional Azides Under Solvent‐Free Conditions

“…[12][13][14][15][16][17][18][19][20][21][22][23][24][25][26] The classical (thermal) 1,3-dipolar cycloaddition can be performed between azides and terminal alkynes as well as internal triple bonds. Generally, the reactivity of alkynes for the click reaction is rather low due to its high electron density at the alkyne functionality.…”

“…Therefore, the development of metal‐free click‐polymerization procedures is of high interest. In the recent years, a significant effort has been devoted to the development of metal‐free click reactions . The classical (thermal) 1,3‐dipolar cycloaddition can be performed between azides and terminal alkynes as well as internal triple bonds.…”