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摘要本文以2-甲基噻吩为原料，N-氯代丁二酰亚胺氯代，二酮加成及自缩合成环反应制得1,2-二(5-氯-2-甲基-3-噻吩基)-环戊烯，再通过与吡啶盐酸盐偶联生成1-(2-甲基-5-吡啶)噻吩-2-(2-甲基-5-氯)噻吩环戊烯和1,2-二(2-甲基-5-吡啶基)噻吩环戊烯，通过MS、1H-NMR验证了每步产物的结构，并用UV-Vis光谱探讨了两种光致变色分子的光致变色性能。以吡咯及苯甲醛为原料，丙酸为溶剂，并加入DMSO作为除水剂合成了四苯基卟啉，其结构经MS及1H- NMR进行表征，再将四苯基卟啉与金属进行配位生成金属四苯基卟啉，用MS对其进行结构表征，再用UV-Vis对其进行性能测试，验证其光致变色性能。然后将吡啶二噻吩环戊烯与金属配位四苯基卟啉配位生成金属四苯基卟啉配位吡啶二噻吩环戊烯化合物，利用MS对其进行结构表征，用UV-Vis对其进行性能测试，发现该化合物具有良好的光致变色性能，但难以实现荧光无损读取。33433
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关键词 二芳基乙烯 合成 金属卟啉 光致变色
毕业论文设计说明书外文摘要
Title Design, Synthesis and Properties of Bispyridylthenylethenes complex metallopophyrins
Abstract
The 2-Methylthiophene as raw materials,Chlorinate with N-Chlorosuccinimide，after diketone addition and self condensation cyclization reaction made 1,2-2(5-chloro-2-methyl-3-thienyl) - cyclopentene,then With pyridine hydrochloride coupling generated 1-(2-methyl-5-pyridine) thiophene-2-(2-methyl-5-chlorine) thiophene cyclopentene and 1,2-2(2-methyl-5-pyridyl) thiophene cyclopentene,verified by MS, 1H-NMR, the structure of each product,using UV - Vis spectra to discuss two kinds of photochromic properties of photochromic molecules.With pyrrole and benzaldehyde as raw material, propionic acid as solvent, and adding DMSO as dehydrating agent synthesized tetraphenylporphyrin and its structure confirmed by MS and 1H-NMR were characterized, then the tetraphenyl porphyrin and metal coordination to generate metal tetraphenyl porphyrin, MS was used for the structural characterization and then UV-Vis to test the performance to verify their photochromic properties.Then dithiophene cyclopentene coordinates metallporphyrin to generate etraphenyl porphyrin metal complexing dithiophene cyclopentene compounds，the structure of the structure was characterized by UV-Vis, and the performance of MS was tested.It is found that the compound has good photochromic properties
, but it is difficult to read the fluorescence without loss.
Keywords diarylethene; photochromism; Metalloporphyrin; synthetic
目 次
1 绪论 1
1.1 光致变色的概述 1
1.2 二芳基乙烯的概述 1
1.3 二芳基乙烯改性 2
1.3.1热稳定性的改善 2
1.3.2抗疲劳性的改善 2
1.3.3光量子产率的提高 3
1.3.4吸收光谱的调整 4
1.3.5无损读取研究 4
1.4 课题提出及设计 5
1.5 本课题研究内容 6
2 含吡啶基二噻吩乙烯化合物的设计、合成及性能研究 7
2.1实验药品和仪器 7
2.2 实验方案设计 8
2.3 化合物的合成 8
2.3.1 5-氯-2-甲基噻吩的合成 8
2.3.2 1,5-二(5-氯-2-甲基噻吩)-戊二酮的合成 10
2.3.3 1,5-二(5-氯-2-甲基噻吩)-环戊烯的合成 11
2.3.4 1-(2-甲基-5-吡啶)噻吩-2-(2-甲基-5-氯)噻吩环戊烯的合成 13
2.3.5 1,2-二(2-甲基-5-吡啶基)噻吩环戊烯的合成 14
2.4 1-(2-甲基-5-吡啶)噻吩-2-(2-甲基-5-氯)噻吩环戊烯的UV-Vis光谱测试 16