Synthesis and thermal behavior of some anthracene‐based copolymers obtained by Diels–Alder cycloaddition reactions

Abstract

New polymer structures have been synthesized via Diels-Alder cycloaddition of bisdiene compounds bearing two anthracene groups and different bisdienophiles, all containing bismaleimide or biscitraconimide functions. The monomers and polymers were characterized by FTIR, UV, and 1 H NMR techniques and compared with two models having a cycloadduct structure. The polymers were studied by thermogravimetric analyses.

Diels–Alder “click” reactions: recent applications in polymer and material science

“…62 Although, the DA polymerization proceeds via the reaction of unsaturated compounds and the resulting polymers do not have a structure typical for condensation products, the polymerization process is similar to polycondensation. [63][64][65] Diels-Alder linkages on the polymer backbone are desirable for adjusting the chain length, 44 control of processing viscosity 66 and for improved recyclability. 67…”

Mechanochemical reactions within graft copolymeric assemblies: ultrasound-induced multimechanophore activation, arm chain scission, and aggregation morphology/size changes

“…The peaks observed in the IR spectrum of P1 at 1706 and 1776 cm −1 , corresponding to CO imide, are important for the identification of maleimide moieties, which, together with the existing characteristic peak of the anthracene structures at 2942 cm −1 , indirectly verify the formation of the DA cycloadducts. 71 Moreover, the hydrolysis of P2 to P2′ was confirmed by analyzing the differences in the IR spectra of P2 and P2′ . In comparison to the IR spectrum of P2 , that of P2′ showed a new broadband at 3400–3000 cm −1 , which was attributed to the O–H in the carboxylic acid functional group, demonstrating the successful acidolysis of P2 to P2′ .…”

Sequential Staudinger Ketene−Imine Cycloaddition, RCM Approach to Highly Rigid Macrocrocyclic Bisazetidinones

“…The starting compounds 1a , 2a , 3a , 4a , 5a , 1b , 3b , 4b , and o -allyloxyphenol were prepared as reported in the literature. Cycloaddition of N -phenylmaleimide and E -20a were done following literature procedure …”