Related Experiment Video
Updated: May 15, 2026

The Preparation and Properties of Thermo-reversibly Cross-linked Rubber Via Diels-Alder Chemistry
Published on: August 25, 2016
Kinetic considerations for strength recovery at the fiber-matrix interface based on the Diels-Alder reaction
Amy M Peterson1, Robert E Jensen, Giuseppe R Palmese
1Department of Chemical & Biological Engineering, Drexel University, Philadelphia, Pennsylvania 19104, United States.
Abstract:
The Diels-Alder reaction was used to yield thermal reversibility of the bonding between a partially furan-functionalized epoxy thermosetting matrix and a maleimide-treated glass fiber. Under ambient temperature conditions, the covalent bond forming product reaction dominates, but this reaction reverses at elevated temperatures to allow for interfacial healing. Single-fiber microdroplet pull-out testing was used to characterize the coupled effects of healing temperature and the glass transition temperature (T(g)) of the epoxy on interfacial strength recovery. In particular, the roles of mobility and reaction kinetics were independently varied to understand the individual effects of both.
Related Concept Videos
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
Diels–Alder vs Retro-Diels–Alder Reaction: Thermodynamic Factors
Diels–Alder Reaction: Characteristics of Dienes
Characteristics of the diene
Conformation
The simplest example of a diene is 1,3-butadiene, an acyclic conjugated π system. At room temperature, the molecule exists as a mixture of s-cis and s-trans conformers by virtue of rotation around the carbon–carbon single bond. Although the s-trans isomer is more stable, the...
Diels–Alder Reaction Forming Cyclic Products: Stereochemistry
Diels–Alder Reaction: Characteristics of Dienophiles
Characteristics of Dienophiles
Generally, the best dienophiles are alkenes containing electron-withdrawing substituents such as carbonyl, nitrile, and nitro groups. The feasibility of a Diels–Alder reaction depends on...
Cell-matrix's Response to Mechanical Forces
Anchoring junctions mechanically attach a cell to the...
