丁香酚基点击化学网络的分子结构设计及性能

Molecular structure design and properties of eugenol-based click chemical networks

摘要:

以丁香酚（EU）、邻苯二甲酰氯（PH-Cl）和间苯二甲酰氯（IS-Cl）为原料，制备了两种烯丙基化合物（EUPH和EUIS），用FTIR、1H NMR和13C NMR表征其分子结构。然后，EUPH和EUIS分别与四(3-巯基丙酸)季戊四醇酯（4SH）进行点击化学反应，制备了2种巯基-烯点击化学聚合物（TCPs，EUPH/4SH和EUIS/4SH），用DSC、DMA、TGA和万能材料试验机表征了TCPs的热性能、热机械性能、热稳定性能和拉伸性能。结果表明：EUPH/4SH表现出更优热性能和拉伸性能； EUPH/4SH的TgDSC为65.4 ℃；同时，EUPH/4SH拉伸强度和拉伸模量为61.4 MPa和1.4 GPa，这些优异的性能源于EUPH独特的刚性分子结构和EUPH/4SH高的网络交联密度。此外，通过MTT法，表明EUPH/4SH的细胞毒性等级为0级，意味着其在生物医药材料中具有潜在应用。

Abstract:

In this paper, two allyl compounds (EUPH and EUIS) were prepared from eugenol (EU), phthaloyl chloride (PH-Cl) and m-phthaloyl chloride (IS-Cl) and their molecular structures were respectively characterized by FTIR, 1H NMR and 13C NMR. Two thiol-ene click polymers (TCPs, EUPH/4SH and EUIS/4SH) were respectively obtained by curing with pentaerythritol tetrakis(mercaptopropionate) (4SH) and their thermal properties, thermomechanical properties, mechanical properties and thermal stability of EUPH/4SH and EUIS/4SH were respectively confirmed by DSC, DMA, universal material testing machine and TGA. The results showed that EUPH/4SH exhibited better thermal and mechanical properties. Specifically, its glass transition temperature (TgDSC) was 65.4 oC, and the tensile strength and tensile modulus of EUPH/4SH were 61.4 MPa and 1.4 GPa, respectively. These excellent comprehensive properties of EUPH/4SH are due to the unique rigid molecular structures of EUPH and the high network crosslinking density of EUPH/4SH. Moreover, the cytotoxicity grade of EUPH/4SH was grade 0 by MTT method, which demonstrates that it has potential application in biomedical materials.