Related Experiment Video
Updated: May 20, 2026

Chemical Synthesis of Porous Barium Titanate Thin Film and Thermal Stabilization of Ferroelectric Phase by Porosity-Induced Strain
Published on: March 27, 2018
Enhanced B-N coordinated dynamic boronate chemistry for recyclable thermosets with elevated stability
Chaoran Xu1,2, Congze He1, Jin Dong1
1State Key Laboratory of Molecular Engineering of Polymers, Department of Macromolecular Science, Fudan University, Shanghai, China.
This study introduces a new N-iminodiacetic acid (N-IDA) boronate system for creating high-temperature, recyclable thermosets. This advanced polymer solution offers enhanced stability and reprocessability, addressing the environmental impact of non-recyclable waste.
Area of Science:
- Polymer Chemistry
- Materials Science
- Sustainable Chemistry
Background:
- Thermoset polymers are widely used but generate significant non-recyclable waste.
- Current dynamic covalent chemistries for thermosets lack the thermal stability required for high-performance applications.
- Existing boronic ester systems typically operate below 150°C, limiting their practical use.
Purpose of the Study:
- To develop a novel dynamic covalent chemistry system for recyclable thermosets with enhanced thermal stability.
- To overcome the temperature limitations of existing boronic ester chemistries.
- To create sustainable polymer solutions for reducing thermoset waste.
Main Methods:
- Development of a N-iminodiacetic acid (N-IDA) boronate system with a strengthened internal B-N coordination bond.
- Leveraging this chemistry to create radical crosslinkers compatible with commercial monomers and thermoplastics.
- Testing the thermal stability, chemical durability, and dimensional stability of the resulting recyclable thermosets.
- Demonstration in heat-shrinkable crosslinked polyethylene (XLPE) for thermal reprocessability.
Main Results:
- The N-IDA boronate system exhibits a strengthened B-N bond (~1.65 Å), enabling controllable exchange above 150°C.
- The developed recyclable thermosets show exceptional thermal stability and durability in harsh environments (85°C/85% RH).
- The system allows for network integrity at service temperatures (<150°C) and reprocessability above 150°C, as shown in XLPE.
- Successful creation of recyclable thermosets without compromising stability.
Conclusions:
- The enhanced B-N coordination in the N-IDA boronate system extends the operational range of dynamic covalent chemistry to high temperatures.
- This work provides a scalable pathway for producing high-performance, recyclable thermosets.
- The developed materials offer a sustainable alternative to traditional non-recyclable thermosets, reducing environmental impact.
Related Concept Videos
Regioselectivity and Stereochemistry of Hydroboration
Hydroboration proceeds in a concerted fashion with the attack of borane on the π bond, giving a cyclic four-centered transition state. The –BH2 group is bonded to the less substituted carbon and –H to the more substituted carbon. The concerted nature requires the simultaneous addition of –H and –BH2 across the same face of the alkene giving syn stereochemistry.
Hydroboration-Oxidation of Alkenes
Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation
One of the convenient methods for the preparation of aldehydes and ketones is via hydration of alkynes. Hydroboration-oxidation of alkynes is an indirect hydration reaction in which an alkyne is treated with borane followed by oxidation with alkaline peroxide to form an enol that rapidly converts into an aldehyde or a ketone. Terminal alkynes form aldehydes, whereas internal alkynes give ketones as the final product.
Preparation of Alcohols via Addition Reactions
The acid-catalyzed addition of water to the double bond of alkenes is a large-scale industrial method used to synthesize low-molecular-weight alcohols. An acidic atmosphere is required to allow the hydrogen in the water molecule to act as an electrophile and attack the double bond in an alkene. The addition of a proton to the double bond creates a carbocation intermediate. The proton preferentially bonds to the less substituted end of the double bond to create a more stable carbocation...
Regioselective Formation of Enolates
Stability of Conjugated Dienes
A comparison of the enthalpies of hydrogenation of dienes reveals that conjugated dienes release less heat on hydrogenation, rendering them more stable than their nonconjugated analogs.

