Thermosetting material by a thermo responsive cross-linking using retroDiels–Alder and, in situ, Thia-Michael reactions

Froidevaux, Vincent; Négrell, Claire; Laborbe, Elise; Auvergne, Rémi; Boutevin, Bernard

doi:10.1016/j.eurpolymj.2015.03.044

Cited by 7 publications

(11 citation statements)

References 41 publications

(21 reference statements)

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“…Due to our specific interest in many topics involving DA reaction: self-curing on demand technology (SCOD) to cure elastomers [8], repairing coatings [9, 10] and adhesives [11] , The growing importance of the use of bio-based and low-toxic molecules, and a massive bibliographic search, we decided to update the actual trends and knowledge of DA reaction. This present review does not aim at updating Gandini's reviews [5][6][7] or the literature on that topic by reporting many articles and patents, but it plans to revisit the Diels Alder reaction globally in the organic and polymer field.…”

Section: Preamblementioning

confidence: 99%

Trends in the Diels–Alder reaction in polymer chemistry

2021

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Section: Preamblementioning

confidence: 99%

Trends in the Diels–Alder reaction in polymer chemistry

2021

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“…After drying with Na 2 SO 4 the solvent of the organic layer was evaporated. Lastly the product was dissolved in toluene (3 mL•g −1 ) and heated at 100°C overnight to obtain the maleimide form [30].…”

Section: Synthesis Of Aliphatic Maleimide Derivativesmentioning

confidence: 99%

“…The aliphatic bismaleimide was previously synthesized [30]. The different maleimides synthesized in this article will be referred as follows: B for bis (f = 2), followed by M for maleimide, Ar in case of aromatic maleimide or Al in case of aliphatic maleimide respectively and finally the spacer name.…”

Section: Synthesis Of Blocked Aromatic Maleimidesmentioning

confidence: 99%

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Improved “cure on demand” of aromatic bismaleimide with thiol triggered by retro-Diels-Alder reaction

Froidevaux

Decostanzi

Manseri

et al. 2020

Front. Chem. Sci. Eng.

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This study focuses on the synthesis of new liquid aromatic bismaleimide monomers in order to improve self-curing on demand (SCOD) systems previously based on aliphatic bismaleimides. These SCOD systems are based on Diels-Alder (DA)/retro-DA reactions. The syntheses of new different aromatic bismaleimides with ester and amide bonds are presented. These maleimides have been protected using DA reaction and characterized by 1 H NMR analysis to determine protection rate and diastereomer ratios. The retro-DA reactions of both aromatic and aliphatic DA adducts in presence of thiol molecules were studied. Kinetic analysis was monitored by 1 H NMR and compared to model study.Finally, both aromatic and aliphatic bismaleimides-based polymers were synthesized with 2-mercaptoethyl ether and thermal properties of polymers were compared. The glass transition temperature values ranged from -20°C to 14°C and very good thermal stabilities were observed (up to 300°C).

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“…Heise's [5] and Duprez's [6] teams prepare thermoresponsive polymers capable to control the binding of specific lectin, while Roth and co-workers used the change in thermoresponsiveness for the detection of heavy metals [7]. Negrell, Boutevin and co-workers have designed thermoresponsive cross-linking approach for the preparation of thermosetting material using Diels-Alder reaction [8].…”

Section: Introductionmentioning

confidence: 99%