本文選題：基于　切入點(diǎn)：四硫　出處：《長春工業(yè)大學(xué)》2017年碩士論文　論文類型：學(xué)位論文

【摘要】：近年來,四硫富瓦烯及其衍生物憑借其獨(dú)特的電化學(xué)性能與光物理性能,吸引了人們的廣泛關(guān)注,在有機(jī)光電材料的各個(gè)領(lǐng)域中發(fā)揮著重要的作用,被認(rèn)為是一類很有應(yīng)用潛力的構(gòu)筑單元。其中,具有介晶性的四硫富瓦烯衍生物在有機(jī)導(dǎo)體材料領(lǐng)域具有重要的研究價(jià)值,這是由于其在液晶區(qū)間內(nèi)的宏觀排列更加有序,從而使結(jié)構(gòu)缺陷減少。迄今為止,人們已經(jīng)成功合成出數(shù)量龐大的四硫富瓦烯衍生物,然而其中具備介晶性的化合物卻非常少見,并且具有介晶性的四硫富瓦烯衍生物的合成難度大,分離復(fù)雜,限制了其在材料領(lǐng)域的發(fā)展。本文設(shè)計(jì)并成功合成了一系列以四硫富瓦烯為構(gòu)筑單元的目標(biāo)化合物4a~e與目標(biāo)化合物7a~e,并證明其具有液晶性。目標(biāo)化合物均以四硫富瓦烯作為結(jié)構(gòu)單元,同時(shí)也作為分子結(jié)構(gòu)中的剛性部分,我們在其周圍引入了不同長度的4'-烷氧基-4-氰基聯(lián)苯作為柔性鏈來調(diào)整分子中柔性部分與剛性部分的比例,逐漸增加液晶分子的流動(dòng)性。所有目標(biāo)化合物的結(jié)構(gòu)均以核磁氫譜、碳譜、紅外吸收光譜與質(zhì)譜來進(jìn)行表征。本文通過熱重分析(TGA)來對目標(biāo)化合物的熱穩(wěn)定性進(jìn)行研究,測試結(jié)果表明目標(biāo)化合物4a~e與目標(biāo)化合物7a~e均有很好的熱穩(wěn)定性。通過差示掃描量熱法(DSC)與偏光顯微鏡(POM)的觀察相結(jié)合來對目標(biāo)化合物4a~e與目標(biāo)化合物7a~e的液晶性進(jìn)行表征,測試結(jié)果表明所合成的目標(biāo)化合物都具有液晶性,并且有較寬的液晶區(qū)間,在冷卻過程中并沒有出現(xiàn)結(jié)晶現(xiàn)象,而是相變?yōu)椴ＡB(tài)液晶,隨著目標(biāo)化合物末端柔性鏈長度的變化,液晶相態(tài)也隨之發(fā)生變化,呈現(xiàn)出了不同的液晶織構(gòu),這說明柔性鏈的長度與化合物的結(jié)構(gòu)影響了液晶分子的排列情況。通過循環(huán)伏安法(CV)來對目標(biāo)產(chǎn)物的氧化還原行為進(jìn)行研究,我們發(fā)現(xiàn)目標(biāo)化合物4與目標(biāo)化合物7都具有兩個(gè)準(zhǔn)可逆的單電子氧化峰,可以作為很好的電子給體。以上一系列研究表明,目標(biāo)化合物4與目標(biāo)化合物7都具有液晶性,并且液晶行為受柔性鏈長度的影響,在有機(jī)光電材料領(lǐng)域有很大的應(yīng)用潛力。
[Abstract]:In recent years, tetrathiafulvalene and its derivatives have attracted wide attention due to their unique electrochemical and photophysical properties, and play an important role in various fields of organic optoelectronic materials. Tetrathiafurane derivatives with mesomorphic properties have important research value in the field of organic conductor materials because of their more ordered macroscopic arrangement in liquid crystal region. So far, we have successfully synthesized a large number of tetrathiofovalene derivatives, but there are very few compounds with mesomorphic properties. Moreover, the synthesis of tetrathioflavene derivatives with mesomorphic properties is difficult and complex. In this paper, a series of target compounds with tetrathiafurane as the building unit were designed and successfully synthesized. It was proved that the target compounds were liquid crystalline. Fulvalene as a structural unit, At the same time, as the rigid part of the molecular structure, we have introduced different lengths of 4-alkoxy-4-cyanobiphenyl around it as a flexible chain to adjust the ratio of the flexible part to the rigid part of the molecule. The structure of all the target compounds was characterized by NMR, C, IR and MS. The thermal stability of the target compounds was studied by thermogravimetric analysis (TGA). The results show that the thermal stability of the target compound 4aAne and the target compound 7ane is very good. The liquid crystal properties of the target compound 4aAne and the target compound 7aAne are characterized by the observation of differential scanning calorimetry (DSCC) and polarizing microscope (POM). The test results show that the synthesized target compounds are liquid crystalline and have a wide liquid crystal range. There is no crystallization in the cooling process, but the phase is changed into glassy liquid crystal. With the change of the length of the flexible chain at the end of the target compound, the liquid crystal phase also changes, showing different liquid crystal texture. This indicates that the length of the flexible chain and the structure of the compound affect the arrangement of liquid crystal molecules. The redox behavior of the target product is studied by cyclic voltammetry (CV). We found that both target compound 4 and target compound 7 have two quasi-reversible single electron oxidation peaks, which can be used as a good electron donor. The liquid crystal behavior is affected by the length of flexible chain and has great application potential in the field of organic optoelectronic materials.
【學(xué)位授予單位】：長春工業(yè)大學(xué)
【學(xué)位級別】：碩士
【學(xué)位授予年份】：2017
【分類號】：O622.7;O753.2

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本文編號：1639339