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具有按需化学可裂解性的可回收姜黄素基生物环氧树脂。

Recyclable Curcumin-Based Bioepoxy Resin with On-Demand Chemical Cleavability.

作者信息

Jeong Jisu, Ju Yeonha, Hong Younggi, Oh Dongki, Goh Munju

机构信息

Department of Chemical Engineering, Konkuk University, Gwangjin, Seoul 05029, Republic of Korea.

Research Infrastructure Utilization Center, FITI Testing & Research Institute, 79 Magokjungang 8-Ro 3-Gil, Gangseo-gu, Seoul 07791, Republic of Korea.

出版信息

ACS Omega. 2024 Feb 17;9(8):9585-9592. doi: 10.1021/acsomega.3c09464. eCollection 2024 Feb 27.

Abstract

We synthesized a novel curcumin-based bioepoxy resin by introducing epichlorohydrin (ECH) into the hydroxyl groups of curcumin and analyzed it using Fourier transform infrared spectroscopy (FTIR) and nuclear magnetic resonance (NMR). The epoxy equivalent weight (EEW) was determined based on a reaction with sodium hydroxide (NaOH) through titration, and the actual curing process was conducted after exploring the optimal conditions using an amine-based curing agent through dynamic scanning in differential scanning calorimetry (DSC) and isotherm analysis. The cured epoxy resin had a tensile strength, Young's modulus, and glass transition temperature () of 33 MPa, 1.4 GPa, and 86 °C, respectively. Interestingly, the diunsaturated ketone contained in the epoxy resin showed on-demand chemical cleavability, in that it had been decomposed into an aldehyde and ketone only after having been converted to a hydroxyl ketone through an oxidation reaction. The results of this study can significantly contribute to improving the eco-friendliness and recyclability of epoxy resins used in fields requiring long-term stability and chemical resistance.

摘要

我们通过将环氧氯丙烷(ECH)引入姜黄素的羟基中合成了一种新型的基于姜黄素的生物环氧树脂,并使用傅里叶变换红外光谱(FTIR)和核磁共振(NMR)对其进行了分析。环氧当量(EEW)是通过与氢氧化钠(NaOH)反应进行滴定来测定的,并且在使用胺基固化剂通过差示扫描量热法(DSC)中的动态扫描和等温分析探索最佳条件后进行实际固化过程。固化后的环氧树脂的拉伸强度、杨氏模量和玻璃化转变温度分别为33 MPa、1.4 GPa和86°C。有趣的是,环氧树脂中含有的二不饱和酮表现出按需化学可裂解性,即它仅在通过氧化反应转化为羟基酮后才分解为醛和酮。本研究结果可显著有助于提高在需要长期稳定性和耐化学性的领域中使用的环氧树脂的生态友好性和可回收性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cffc/10905686/f19fe26e0992/ao3c09464_0001.jpg

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