Reducing Activation Energy and Achieving Multifunctionalization of Bismaleimide Resins Modified with Disulfide Compounds

As the most common thermosetting resin, the bismaleimide resin exhibits excellent properties comprehensively. However, its highly symmetrical structure leads to high rigidity, dense cross-linking, and significant brittleness. To address these shortcomings, we synthesized a bismaleimide resin modifier─an allylic compound containing dynamic disulfide bonds (AGESS)─by reacting allyl glycidyl ether with 3,3′-dithiodipropionic acid under tetrabutylammonium bromide catalysis. AGESS, serving as a flexible chain with dynamic disulfide bonds, reduced the viscosity of the bismaleimide resin system and enhanced molecular segment mobility. This facilitated easier contact between imide rings and free radicals, resulting in reductions of up to 29.7% in the apparent activation energy and 7.5% in the curing reaction activation energy, respectively. Notably, incorporating AGESS into the bismaleimide resin system significantly improved its impact toughness, with the impact strength increasing by 40.7%. Meanwhile, the glass transition temperature of the AGESS resin system also decreased by 9 °C. Crucially, AGESS not only optimized the resin properties but also enabled shape memory cycling at Tg + 20 °C and welding at Tg – 30 °C through its inherent dynamic disulfide bonds. This approach enhances material performance while retaining shape memory and weldability, offering a viable strategy for developing sustainable thermosetting polymers.

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Journal
ACS Applied Polymer Materials
Published
2026-03-26
DOI
https://doi.org/10.1021/acsapm.6c00156
Primary Topic
Fiber-reinforced polymer composites
Type
article
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article

Reducing Activation Energy and Achieving Multifunctionalization of Bismaleimide Resins Modified with Disulfide Compounds

L. Li, Yan Wang, Shiyu Lei, Xiarui Dong et al.
ACS Applied Polymer Materials
Fiber-reinforced polymer composites
article

Reducing Activation Energy and Achieving Multifunctionalization of Bismaleimide Resins Modified with Disulfide Compounds

L. Li, Yan Wang, Shiyu Lei, Xiarui Dong, Wei Cao, Wenjing Xing, Jiajia Guo
article en

Abstract

As the most common thermosetting resin, the bismaleimide resin exhibits excellent properties comprehensively. However, its highly symmetrical structure leads to high rigidity, dense cross-linking, and significant brittleness. To address these shortcomings, we synthesized a bismaleimide resin modifier─an allylic compound containing dynamic disulfide bonds (AGESS)─by reacting allyl glycidyl ether with 3,3′-dithiodipropionic acid under tetrabutylammonium bromide catalysis. AGESS, serving as a flexible chain with dynamic disulfide bonds, reduced the viscosity of the bismaleimide resin system and enhanced molecular segment mobility. This facilitated easier contact between imide rings and free radicals, resulting in reductions of up to 29.7% in the apparent activation energy and 7.5% in the curing reaction activation energy, respectively. Notably, incorporating AGESS into the bismaleimide resin system significantly improved its impact toughness, with the impact strength increasing by 40.7%. Meanwhile, the glass transition temperature of the AGESS resin system also decreased by 9 °C. Crucially, AGESS not only optimized the resin properties but also enabled shape memory cycling at Tg + 20 °C and welding at Tg – 30 °C through its inherent dynamic disulfide bonds. This approach enhances material performance while retaining shape memory and weldability, offering a viable strategy for developing sustainable thermosetting polymers.

ACS Applied Polymer Materials
North University of China (CN)
Affordable and clean energy
Openalex Percentile: Top 8%
Fiber-reinforced polymer composites
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Reducing Activation Energy and Achieving Multifunctionalization of Bismaleimide Resins Modified with Disulfide Compounds — L. Li, Yan Wang, et al. · ACS Applied Polymer Materials (2026) | TGRS Research Map | TGRS