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1-(3-氨丙基)咪唑-苯基异氰酸酯加合物的合成、表征及其作为双酚A二缩水甘油醚树脂热潜伏性固化剂的应用

Synthesis and Characterization of 1-(3-Aminopropyl)imidazole-Phenyl Isocyanate Adduct and Its Application as a Thermal Latent Curing Agent for Diglycidylether Bisphenol A Resin.

作者信息

Ucar Cuma Ali, Dizman Bekir

机构信息

Integrated Manufacturing Technologies Research and Application Center & Composite Technologies Center of Excellence, Sabanci University, Istanbul 34906, Turkey.

Faculty of Engineering and Natural Sciences, Materials Science and Nano Engineering, Sabanci University, Istanbul 34956, Turkey.

出版信息

ACS Omega. 2024 Aug 7;9(33):35579-35588. doi: 10.1021/acsomega.4c03300. eCollection 2024 Aug 20.

Abstract

This study investigates the formulation and curing behavior of a one-component epoxy resin (OCER). The OCER was formulated using phenylurea propyl imidazole (PUPI) as a thermal latent curing agent and diglycidylether bisphenol A (DGEBA). PUPI was synthesized by reacting phenyl isocyanate with 1-(3-aminopropyl)imidazole and characterized using H NMR, Fourier transform infrared (FTIR), thermogravimetric analysis (TGA), and differential scanning calorimetry (DSC). PUPI and DGEBA were mixed with a homogenizer at ambient temperature. Cure kinetics studies were conducted using DSC and a rheometer. The OCER achieved conversions of 97.6 and 99.3% at 120 and 140 °C in 5.17 and 1.95 min, respectively, and exhibited stability of 3 days at ambient temperature. Furthermore, PUPI acted as an accelerator for the dicyandiamide curing agent in the curing of DGEBA. Upon the incorporation of PUPI at various amounts (1, 5, and 10% by weight), the left-limit and peak temperatures of curing were significantly lowered from 173 and 204 °C to 72-111 °C and 122-155 °C, respectively.

摘要

本研究考察了一种单组分环氧树脂(OCER)的配方及固化行为。该OCER采用苯基脲丙基咪唑(PUPI)作为热潜伏性固化剂和双酚A二缩水甘油醚(DGEBA)进行配方设计。通过苯基异氰酸酯与1-(3-氨丙基)咪唑反应合成了PUPI,并利用核磁共振氢谱(H NMR)、傅里叶变换红外光谱(FTIR)、热重分析(TGA)和差示扫描量热法(DSC)对其进行了表征。在室温下,使用均质器将PUPI和DGEBA混合。利用DSC和流变仪进行了固化动力学研究。该OCER在120和140℃下分别于5.17和1.95分钟内实现了97.6%和99.3%的转化率,并且在室温下具有3天的稳定性。此外,在DGEBA的固化过程中,PUPI作为双氰胺固化剂的促进剂。当加入不同量(按重量计为1%、5%和10%)的PUPI时,固化的下限温度和峰值温度分别从173和204℃显著降低至72 - 111℃和122 - 155℃。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e832/11339998/c24a8bc45566/ao4c03300_0001.jpg

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