Kinetic study of Diels–Alder reaction involving in maleimide–furan compounds and linear polyurethane

One-Pot Synthesis and Characterization of Novel Shape-Memory Poly(ε-Caprolactone) Based Polyurethane-Epoxy Co-networks with Diels–Alder Couplings

“…The latter was obtained by the reaction of isocyanate functionalized prepolymer with FA (see Figure 2). To link the FA-end-functionalized prepolymers to the FA_DGEBA oligomer, BMI was added to the reaction mixture, which led to formation of the DA-adducts (see EP-PU [16][17][18][19][20][21][22][23][24]. It is noteworthy that only selected EP-PU samples were subjected to some investigations to keep this contribution in limits.…”

“…The first synthetic way for the preparation of samples EP-PU 1-15 was the incorporation of a HO-ended DA adduct in the networks composed of isocyanate (HDI) terminated polyurethane prepolymer and DGEBA and followed by crosslinking of the EP-component by polyetheramine (Jeffamine ® EDR 176). The other synthetic route utilized the reaction between furanyl end-functionalized PU polymers and FA_DGEBA oligomer in the presence of BMI as the coupling agent (samples EP-PU [16][17][18][19][20][21][22][23][24]. Thus, the two synthetic routes differed from one another in generation of the DA-adducts and in the composition of the co-networks.…”

“…The widespread use EPs is mostly due to their good mechanical The synthesis of the DA adduct -see the above scheme-was performed similarly to those reported in Ref. [23]. Furfuryl alcohol (Falc) (1 g) (880 µL, 1.02 × 10 −2 mol, 2 equivalent) and BMI (1.826 g, 5.095 × 10 −3 mol, 1 equivalent) were dissolved in dry toluene (10 mL) and heated for 2 days at 75-80 • C. The precipitate was filtrated and washed with diethyl ether to give 2.60 g 92% yellow crystalline product, mainly the exo isomer.…”

Characterization and kinetic study of Diels-Alder reaction: Detailed study on N-phenylmaleimide and furan based benzoxazine with potential self-healing application

“…So far, the majority of the research was focused on the modified benzoxazines describing effects of maleimide or furan functionality on the mechanical properties of polymeric benzoxazines, while the use of Diels-Alder reaction in self-healing perspective has not yet been recognized [17][18][19][20][21][22]. Needless to say, numerous studies were performed to date dealing with the DA reaction based on maleimide and furan functionalities [6,16,[23][24][25][26][27][28]. Only a few examples in literature exist, where benzoxazines were used in DA reactions to form linear polymeric materials [29,30].…”

Straightforward functionalization of acrylated soybean oil by Michael-addition and Diels–Alder reactions

“…In particular, the use of the reaction of the furan ring with maleimide derivatives as dienophiles, can be a versatile choice in macromolecular science (Gandini, 2013;Gandini et al, 2013;Vilela et al, 2013). The furan-maleimide DA adduct displays a relatively low temperature of decoupling through its retro-Diels-Alder (rDA) reaction (Gandini et al, 2008;Liu et al, 2013) that allows the regeneration of monomeric or macromolecular reactants, providing materials with the unique features of network recyclability and self-healing (Gandini, 2013). Hence, the use of furan derivatives introduces a renewable component, due to the lignocellulosic origin of this kind of compounds (Lange et al, 2012).…”