论文总字数：19984字

摘 要

有序介孔硅由于其高度有序的孔道、大的比表面积、大的孔容以及可修饰等优点因此在众多领域都有巨大的应用价值，其已被广泛应用于生物医药等领域。本论文主要先双苯丙氨酸双硅烷化试剂的合成及其双苯丙氨酸有序介孔硅的合成。确认了有躯体的结构以及材料的结构特征，并且在药物负载方面进行了研究。

本文通过苯丙氨酸先与二碳酸二叔丁酯反应以保护氨基，再与苯并三唑四甲基四氟硼酸(TBTU)反应生成Boc-双苯丙氨酸，脱去(Boc)基团之后与3-异氰酸酯基丙基三乙氧基硅烷(IPTES)反应生成双苯丙氨酸有机前驱体。通过核磁、红外谱图，对所得产物进行了表征，确定双苯丙氨酸有机硅前驱体已经成功合成。

接着利用PMO法合成不同比例的前驱体的双苯丙氨酸肽链骨架有序介孔材料，并对dPhe-PMO-x（x=5%、10%、15%）的组成进行研究确认。通过FTIR、XRD等测试手段分析确认了材料本身的官能团以及介孔结构。但是根据红外谱图进行分析，dPhe-PMO-15中可能残留了较多的模板剂，这也许会堵塞其孔道。最后对材料进行了氯霉素药物负载方面的研究，发现dPhe-PMO-15氯霉素负载能力方面也是最优秀的，为58 mg/g。前驱体含量越高则材料所显现出的性质越优异。但是仍然不排除模板剂由于其疏水性从而增强材料吸附了氯霉素能力。

有机介孔硅材料相比其他材料有着诸多优势，而多肽作为自然界的基础之一，同样在药物、吸附和光学等方面有着广泛地应用。而将两者相结合起来，能够在不同领域有着进一步以及更为广泛地应用。我们希望通过双苯丙氨酸肽链骨架材料的构筑并研究有序介孔硅材料（bi-Phe-PMO），从而研究材料的进一步的用途。

关键词：苯丙氨酸； 介孔硅； 药物负载；氯霉素

Diphenylalanine peptide chain skeleton Construction study of (bi-Phe-PMO)

ABSTRACT

Periodic mesoporous organicsilicas materials had great interests in many fields due to its highly ordered pores, large specific surface area, large pore volume and modification. It has been widely used in biomedical and many other application. In this paper, bis-phenylalanine silylating reagents were perpared and the process of synthezing bis-phenylalanine periodic mesoporous oragnicsilicas were also show in this paper. The structural and chemical bonds of the materials were confirmed and research was conducted on the drug load.

In this paper, phenylalanine was reacted with di-tert-butyl dicarbonate to protect the amino group and then reacted with benzotriazole tetramethyltetrafluoroboric acid (TBTU) to form Boc-bisphenylalanine. After that the (Boc) group is removed by trifluoroacetic acid. The production were then reacted with 3-isocyanatepropyltriethoxysilane (IPTES) to form a bis-phenylalanine organicsilicas precursor. The obtained product was characterized by ¹H NMR and Fourier infrared characterization. It confirmed that the phenylalanine organosilicas precursor has been successfully synthesized.

PMO method was used to synthesize bis-phenylalanine peptide chain periodic mesoporous oragnosilicas materials with different proportions of precursors. The composition of dPhe-PMO-x (x=5%, 10%, 15%) was confirmed. The chemical bonds and mesoporous structures of the materials were confirmed by FTIR, XRD. However, according to the analysis of the infrared spectrum, more templating agent may remain in the dPhe-PMO-15, which may block its pores. Finally, the material was studied for chloramphenicol drug loading and found to be the best in dPhe-PMO-15 chloramphenicol loading capacity which is 58 mg/g. Material show more excellent property with the increase of the organicsilicas precursors. However, it is still not excluded that the templating agent enhances the ability of the material to adsorb chloramphenicol due to its hydrophobicity.

Periodic mesoporous organicsilicas materials have many advantages comparing to other materials. As one of the foundations of nature, peptide are also widely used in medicine, adsorption and optical properties. The materials could be applied further with the combination of peptide and mesoporous silica. We hope to construct and study periodic mesoporous organicsilicas materials (bi-Phe-PMO) by the phenylalanine peptide and study the properties of bisphenylalanine for further applications.

Keywords: Phenylalanine; periodic mesoporous silica; Drug load; Chloramphenicol

目录

摘要 I

ABSTRACT II

第一章 文献综述 1

1.1 引言 1

1.2.1 有机有序介孔硅 1

1.2.2 功能化修饰的方法 1

1.3功能化介孔材料的表征 4

1.4 生物多肽功能化介孔材料 5

1.5 本课题研究的意义和目的 6

第二章 实验部分 7

2.1 实验试剂与仪器 7

2.2 双苯丙氨酸前驱体的合成 8

2.3 有机前驱体的表征方法 10

2.4 以双苯丙氨酸为基础的有机介孔硅材料的合成 11

2.5 材料表征方法 11

第三章 结果与讨论 13

3.1 双苯丙氨酸有机前驱体表征结果 13

3.1.1核磁表征结果如下所示： 13

3.1.2红外表征结果 13

3.2双苯丙氨酸肽链骨架介孔硅材料表征结果 13

3.2.1双苯丙氨酸肽链骨架介孔硅材料(bi-Phe-PMO)红外谱图表征结果 13

3.2.2双苯丙氨酸功能化的介孔硅材料XRD图表征结果 15

3.3药物负载实验与分析 16

3.3.1药物负载实验 16

3.3.2 实验结果与讨论 18

第四章 结论与展望 20

4.1结论 20

4.2展望 20

参考文献 22

附录 26

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