Carborane-containing bismaleimide resins with excellent heat resistance and dimensional stability

Wu, Yuane; Gong, Chen; Gao, Lei; Zhang, Wei; Song, Li

doi:10.1177/0954008320948939

Cited by 3 publications

(6 citation statements)

References 30 publications

(36 reference statements)

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“…In addition, our results were compared to the other reported pure and modified − ,− BMI resins. As shown in Figure , the four pp -XBDM resins were located in the bottom right corner, indicating their high thermostability and ultralow CTE.…”

Section: Resultsmentioning

confidence: 98%

“…However, the T d,5% (446−467 °C) and char yields (61.6−50.7%) of pp-XBDM were still very high compared with those of other reported modified BMI resins. 25−27 According to the DMA curves, the T g values for pp-XBDM-1 to pp-XBDM-4 are 384, 391, 380, and 368 °C, respectively, which are higher than those of most modified 25,28−31 and even pure BMI (e.g., p-BDM, T g = 323 °C) 12 resins. Undoubtedly, the high T g could be explained by the incorporation of XPN.…”

Section: Evaluation Of Thermal and Mechanical Properties And Pp-xbdmmentioning

confidence: 98%

“…Another strategy aims to reduce the intrinsic CTE of BMI resins through different polymer structure design. − To some extent, the expansion of the polymer chain could be suppressed by enhancing intrachain and interchain interactions of polymers. For example, Wu et al synthesized a carborane-containing monomaleimido-terminated monomer and then used it as a modifier for the traditional BMI resin 4,4′-bismaleimidodiphenylmethane (BDM). The incorporated carborane structure was in possession of high rigidity and endowed the BMI resin with enhanced dimensional stability (CTE = 39.4 ppm/K).…”

Section: Introductionmentioning

confidence: 99%

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High-Performance Bismaleimide Resin with an Ultralow Coefficient of Thermal Expansion and High Thermostability

Feng,

Sun,

Guo

et al. 2024

Macromolecules

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The mismatch of thermal expansion between polymer materials and metals/inorganics causes interface failure and shortens the life cycle of the composites and devices. Traditionally, modulating the coefficient of thermal expansion (CTE) of polymer materials without sacrificing other performance features is challenging. Herein, we report a new strategy for regulating the thermal expansion behaviors of the bismaleimide (BMI) resin, which is one of the most important commercial thermosets. A novel diamine with a disubstituted benzocyclobutene unit was first synthesized and used as the modifier. Through copolymerization and subsequent thermal annealing, we obtained cross-linked BMI resin networks containing thermally contractile submolecular units, dibenzocyclooctadiene (DBCOD). Upon heating, the conformational transition of DBCOD led to an obvious macroscopic volume shrinkage, and consequently, the CTE was reduced dramatically. Record-low CTE values (22 to −19 ppm/K) were achieved for the DBCOD-containing BMI resins. Additionally, the resins also possessed excellent thermal stability (e.g., T g > 368 °C) and enhanced toughness. By taking advantage of the novel diamine modifier, the ultralow CTE, high heat resistance, and excellent mechanical properties of the BMI resin were well integrated. The enhanced comprehensive performance makes the novel BMI resin a good candidate for many cutting-edge applications.

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Section: Resultsmentioning

confidence: 98%

Section: Evaluation Of Thermal and Mechanical Properties And Pp-xbdmmentioning

confidence: 98%

Section: Introductionmentioning

confidence: 99%

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High-Performance Bismaleimide Resin with an Ultralow Coefficient of Thermal Expansion and High Thermostability

Feng,

Sun,

Guo

et al. 2024

Macromolecules

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“…The carbon residue rate of the cured product increases from 12% to 58% at 800°C, which is mainly due to the formation of crosslinking structure. The change of carbon residue rate of the product before and after curing further indicates that liquid fluororubber can be cured by HDI Trimer [20][21][22][23].…”

Section: Thermal Properties Of the Cured Fluoropolymersmentioning

confidence: 99%

Preparation and Characterization of Carborane Modified Liquid Fluoroelastomers and the investigation of their properties

2021

Designed Monomers and Polymers

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The preparation of liquid fluoroelastomers that are liquid with excellent mechanical properties remains a challenge. Here, we show a very straightforward method to produce liquid fluoroelastomers by introducing carborane. Carborane-terminated liquid fluoropolymer was synthesized by Steglich reaction of carboxyl-terminated liquid fluoropolymer and 1,7-bis (hydroxy)-carborane. The product is brown, viscous at room temperature and in the semi-solid state. On this basis, HDI Trimer was used as a curing agent to cure liquid fluoroelastomer. Thermogravimetric analysis of the cured products was carried out. The carbon residue rate of the cured product increased from 35% to 58% of the cured product. The results show that the addition of carborane structure can effectively improve the carbon residue rate of liquid fluoroelastomer. The tensile strength, elongation and shore hardness of the cured product were also examined, and the results show that the tensile strength of carborane modified liquid fluorine increased by 463% compared with that before modification, but the elongation at break was reduced by 42%, which was mainly due to the introduction of rigid structure of carborane. At the same time, the solvent resistance test results show that the introduction of carborane structure has little effect on the aviation kerosene resistance and organic solvent resistance of fluororubber, but it can improve its alkali resistance.

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“…Thus, the C–H bonds can easily react with strongly basic organolithium reagents to produce intermediate lithium carborane salts with scope for functionalization with various groups. The C–H functionalized (C substituted) carborane can be introduced into polymers by covalently bonding and improving the thermal stability of polymers. − However, the thermal stability of the polymer is also limited by the disintegration of the C–H functionalized carborane cage at temperatures between 450 and 500 °C. Moreover, the spillage of borane fragments after the carborane cage disintegration can damage the polymer’s structural integrity at high temperatures .…”

Section: Introductionmentioning

confidence: 99%

Anchoring Effect of Hyperbranched Carborane in Highly Cross-Linked Cyclosiloxane Networks toward High-Performance Polymers

Chen

et al. 2023

Macromolecules

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High-performance polymers (HPPs) have good thermal and mechanical properties even under harsh environments and are widely used in aerospace, microelectronics, automobile, and other fields. Traditional employed highly cross-linked HPPs tend to fail in their performance at high temperatures due to the structural defects, which remains a challenge in both scientific investigation and engineering applications for decades. Herein, we employed a cyclosiloxane hybrid polymer (CHP) to investigate a new design strategy to compensate for the structural defects in the highly cross-linked network, which avoids catastrophic failure at high temperatures. Hyperbranched o-carborane was synthesized and used to compensate for structural defects of CHP. The antioxidant ability and toughness of CHP were improved, and it had better mechanical properties over a wide temperature range. Moreover, the anchoring effect of hyperbranched o-carborane in the cyclosiloxane network was systematically investigated. The hyperbranched o-carborane cage could stabilize the CHP network under dynamic thermal stress through anchoring the dangling bonds, and the highly cross-linked network suppressed the disintegration of the o-carborane cage by anchoring boron atoms of the ocarborane cage. Furthermore, the structural evolution mechanism of the o-carborane cage with increasing temperature was proposed. This fundamental research provided new insights into the design of HPPs for harsh environments.

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Carborane-containing bismaleimide resins with excellent heat resistance and dimensional stability

Cited by 3 publications

References 30 publications

High-Performance Bismaleimide Resin with an Ultralow Coefficient of Thermal Expansion and High Thermostability

High-Performance Bismaleimide Resin with an Ultralow Coefficient of Thermal Expansion and High Thermostability

Preparation and Characterization of Carborane Modified Liquid Fluoroelastomers and the investigation of their properties

Anchoring Effect of Hyperbranched Carborane in Highly Cross-Linked Cyclosiloxane Networks toward High-Performance Polymers

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