本文選題：蒽　切入點(diǎn)：壓致熒光變色　出處：《青島科技大學(xué)》2017年碩士論文　論文類型：學(xué)位論文

【摘要】：近些年,共軛有機(jī)小分子材料備受矚目。它具有來源廣泛、結(jié)構(gòu)簡(jiǎn)單、易于純化以及顏色飽和度高等特點(diǎn),因此在光電領(lǐng)域具有廣泛的應(yīng)用。目前主要應(yīng)用于記憶存儲(chǔ)、有機(jī)電致發(fā)光器件(OLED)、有機(jī)光伏電池及化學(xué)傳感器等方面。由于蒽與普通的芳環(huán)及芳雜環(huán)的電子結(jié)構(gòu)不同,它的剛性大平面形成了一個(gè)大的共軛體系,具有高熒光性和高熱穩(wěn)定性,且蒽的2,6,9,10位可以鍵接上不同的功能基團(tuán),所以我們課題組一直致力于研究以蒽為中心的有機(jī)光電材料。本文就是以蒽為中心設(shè)計(jì)并合成了七個(gè)烷基鏈長度不同(C1-C7)的9,10-(二烷基氨基苯乙烯基)蒽衍生物(9,10-DSA)和4-(蒽-9-苯基菲并咪唑)苯胺(PTPAN)及4-(蒽-9-苯基惡二唑)苯胺(OTPAN),并研究了它們的光學(xué)性質(zhì),主要內(nèi)容如下:1.我們將蒽的9,10位通過雙鍵鍵接上不同長度的烷基鏈(C1-C7),得到一系列9,10-二苯乙烯基蒽衍生物(9,10-DSA),經(jīng)過研究發(fā)現(xiàn),烷基鏈長度會(huì)影響其光學(xué)性質(zhì)。在固態(tài)下,通過對(duì)該系列化合物施加不同的作用力(剪切力/壓應(yīng)力、熱回復(fù)、再剪切/再碾壓、熏蒸),我們發(fā)現(xiàn)該系列化合物的位移大小與作用力及烷基鏈長度有明顯的關(guān)系,并且這些現(xiàn)象是重復(fù)可逆的。這也就證明了我們合成的這一系列衍生物具有壓致熒光變色(PFC)特性。2.我們?cè)O(shè)計(jì)合成了D-A-D結(jié)構(gòu)的兩個(gè)分子PTPAN、OTPAN,經(jīng)過測(cè)試研究發(fā)現(xiàn),這兩個(gè)化合物均有溶劑化效應(yīng),從整體來看,最大熒光發(fā)射波長隨著溶劑極性的增強(qiáng)而逐漸紅移(分別紅移95 nm、74 nm)且峰形逐漸變寬。PTPAN和OTPAN兩種材料在不同溶劑中的熒光量子效率隨溶劑極性的增大而降低,在乙腈中分別為0.220、0.251,在正己烷中分別為0.732、0.761。從熱穩(wěn)定性以及電化學(xué)數(shù)據(jù)來看,PTPAN優(yōu)于OTPAN,是一種非常具有潛力的深藍(lán)色熒光器件。
[Abstract]:In recent years, conjugated organic small molecular materials have attracted much attention. They are widely used in the field of optoelectronics, such as wide source, simple structure, easy purification and high color saturation. At present, they are mainly used in memory storage. Organic electroluminescent devices, organic photovoltaic cells and chemical sensors. Because anthracene has different electronic structures from ordinary aromatic and heterocyclic rings, its rigid large plane forms a large conjugate system. It has high fluorescence property and high thermal stability, and can bond with different functional groups at 2 ~ 6 ~ 9 ~ 9 ~ 10 position of anthracene. Therefore, our research group has been devoted to the study of anthracene centered organic optoelectronic materials. In this paper, we have designed and synthesized seven alkyl chain derivatives (9 (dialkylamino phenylethyl) anthracene) with different alkyl chain length (C _ 1-C _ 7). The optical properties of 4 (anthracene 9 phenanthroline imidazole) aniline (PTPAN) and 4 (anthracene 9 phenyl oxadiazole) aniline (OTPAN) were studied. The main contents are as follows: 1.The alkyl chain (C _ 1-C _ 7N) with different lengths is bonded to the 9 / 10 position of anthracene by double bonding to obtain a series of 9 ~ (10) -diphenylvinyl anthracene derivative (9 ~ (10)) -DSAN. It is found that the length of alkyl chain will affect the optical properties of anthracene, and the alkyl chain length will affect the optical properties of anthracene in solid state. By applying different forces (shear force / compressive stress, thermal recovery, reshear / rerolling, fumigation) to the series of compounds, we found that the displacement of the series compounds is obviously related to the action force and the length of alkyl chain. And these phenomena are repetitive and reversible, which proves that the series of derivatives we synthesized have the properties of pressure induced fluorescence discoloration (PFC). 2. We have designed and synthesized two molecules of D-A-D structure, PTPAN- OTPAN, and we have found that the two molecules of D-A-D structure are PTPAN- OTPAN. Both of these compounds have solvation effects, and as a whole, The maximum fluorescence emission wavelength gradually shifted red with the increase of solvent polarity (95 nm ~ 74 nm respectively) and the peak shape gradually widened. The fluorescence quantum efficiency of two kinds of materials, PTPAN and OTPAN, decreased with the increase of solvent polarity. In acetonitrile and n-hexane, 0.220 and 0.251, respectively. PTPAN is superior to OTPAN in thermal stability and electrochemical data, so it is a promising dark blue fluorescence device.
【學(xué)位授予單位】：青島科技大學(xué)
【學(xué)位級(jí)別】：碩士
【學(xué)位授予年份】：2017
【分類號(hào)】：O621.3

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本文編號(hào)：1611941