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多芳基取代環(huán)戊二烯衍生物的合成及其光電性質(zhì)的研究

發(fā)布時(shí)間:2018-02-16 21:38

  本文關(guān)鍵詞: 有機(jī)電致發(fā)光 環(huán)戊二烯衍生物 聚集誘導(dǎo)發(fā)光增強(qiáng) 分子內(nèi)電荷轉(zhuǎn)移化合物 有機(jī)微納米材料 晶體結(jié)構(gòu) 出處:《大連理工大學(xué)》2015年碩士論文 論文類(lèi)型:學(xué)位論文


【摘要】:有機(jī)發(fā)光二極管因其結(jié)構(gòu)簡(jiǎn)單、視角寬、能耗低、亮度高等優(yōu)點(diǎn)在平板顯示領(lǐng)域展現(xiàn)了廣闊應(yīng)用前景,吸引了學(xué)術(shù)界和工業(yè)界的極大興趣。5見(jiàn)有的藍(lán)光材料的發(fā)光效率、壽命和成膜性等尚不如人意,制約了全色顯示的有機(jī)發(fā)光器件的發(fā)展。本論文通過(guò)改變?nèi)〈Y(jié)構(gòu)來(lái)調(diào)控分子能級(jí)和發(fā)光性質(zhì),設(shè)計(jì)合成了系列具有聚集誘導(dǎo)發(fā)光增強(qiáng)(AIEE)和分子內(nèi)電荷轉(zhuǎn)移(ICT)性質(zhì)的藍(lán)光多芳基取代環(huán)戊二稀衍生物,對(duì)其結(jié)構(gòu)、光致發(fā)光性質(zhì)、電化學(xué)性質(zhì)和有機(jī)電致發(fā)光性質(zhì)進(jìn)行了研究,通過(guò)晶體結(jié)構(gòu)、紫外吸收光譜、焚光光譜和量子化學(xué)計(jì)算研究了其發(fā)光機(jī)理;并對(duì)部分化合物的納米聚集體組裝行為和發(fā)光性質(zhì)進(jìn)行了研究。論文主要研究?jī)?nèi)容包括以下部分:1.具有AIEE性質(zhì)的多芳基取代環(huán)戊二烯衍生物的合成與性質(zhì)研究。引入噻盼基團(tuán)和二苯并噻盼基團(tuán)設(shè)計(jì)合成了三種藍(lán)色焚光多芳基取代環(huán)戊二稀衍生物DPCP 1-3,通過(guò)iHNMR、i3CNMR、HRMS和X-射線單晶衍射表征了化合物的結(jié)構(gòu);研究了其熱穩(wěn)定性質(zhì)、光物理性質(zhì)、電化學(xué)性質(zhì);紫外和突光光譜研究表明化合物DPCP 1和DPCP3具有AIEE性質(zhì);利用X-射線單晶結(jié)構(gòu)分析、光譜分析和量子化學(xué)計(jì)算研究了AIEE性質(zhì)機(jī)理;以化合物DPCP 3為發(fā)光層制備了簡(jiǎn)單的藍(lán)光器件,開(kāi)啟電壓為3.2V,最大亮度為2277cd/m2,電流效率為0.42cd/A。2.具有ICT性質(zhì)的多芳基取代環(huán)戊二稀衍生物的合成與性質(zhì)研究。引入三苯胺基團(tuán)、蒽和芘環(huán)設(shè)計(jì)合成了三種多芳基取代環(huán)戊二稀衍生物0?〔?4-6,通過(guò)1只\1411、NMR、HRMS和X-射線單晶衍射對(duì)化合物結(jié)構(gòu)進(jìn)行了表征;紫外光譜和熒光光譜研究表明化合物具有分子內(nèi)電荷轉(zhuǎn)移性質(zhì);在二氯甲燒溶液中的的熒光量子效率相對(duì)于引入的單體基團(tuán)而言提高了近1倍;化合物展現(xiàn)了良好的熱穩(wěn)定性;分別以DPCP 5和DPCP 6為發(fā)光層制備了簡(jiǎn)單的三層器件結(jié)構(gòu),器件顯示了良好的電致發(fā)光性能,開(kāi)啟電壓分別為3.6V和3.5V,最大亮度分別為1195 cd/m2和2895 cd/m2,電流效率分別為1.2 cd/A和1.1 cd/A。3.多芳基取代環(huán)戊二稀衍生物的微納米結(jié)構(gòu)調(diào)控和發(fā)光性質(zhì)研究。分別懫用了溶劑揮發(fā)法和再沉淀法制備了三種化合物微納米顆粒,研究了溶劑對(duì)其聚集態(tài)結(jié)構(gòu)形貌的可控影響。通過(guò)組裝條件的改變,納米晶粒形貌從球形向棒形轉(zhuǎn)變。通過(guò)晶體的堆積模式和納米顆粒生長(zhǎng)過(guò)程推測(cè)了其生長(zhǎng)機(jī)理,并通過(guò)突光光譜測(cè)試、突光壽命測(cè)試研究了顆粒形貌與發(fā)光性質(zhì)之間的聯(lián)系。
[Abstract]:Because of its simple structure, wide viewing angle, low energy consumption and high brightness, organic light-emitting diodes (OLEDs) have shown a broad application prospect in flat panel display, and attracted great interest from academia and industry. The development of panchromatic organic luminescent devices is restricted by the unsatisfying lifetime and film-forming properties. In this paper, the molecular energy levels and luminescence properties are regulated by changing the substituent structure. A series of blue light polyaryl substituted cyclopentadiene derivatives with aggregation induced luminescence enhancement (AIEE) and intramolecular charge transfer (ICTI) were designed and synthesized. Their structures, photoluminescence properties, electrochemical properties and organic electroluminescence properties were studied. The luminescence mechanism was studied by crystal structure, UV absorption spectrum, immolation spectrum and quantum chemistry. The synthesis and properties of polyaryl substituted cyclopentadiene derivatives with AIEE properties were studied. Three blue light-immolated polyaryl substituted cyclopentadiene derivatives DPCP 1-3 were designed and synthesized by introducing thiopan group and dibenzo-thiopan group. The structures of the compounds were characterized by iHNMR-i3CNMR-HRMS and X-ray single crystal diffraction. The thermal stability, photophysical properties and electrochemical properties of the compounds were studied. UV and light bursting spectra showed that the compounds DPCP 1 and DPCP3 had AIEE properties. Spectroscopic analysis and quantum chemical calculation were used to study the mechanism of AIEE properties. A simple blue light device was prepared by using compound DPCP _ 3 as the luminescent layer. The opening voltage is 3.2V, the maximum brightness is 2277cd / m2, and the current efficiency is 0.42cd / A.2.The synthesis and properties of polyaryl substituted cyclopentadiene derivatives with ICT properties are studied. Three polyarylsubstituted cyclopentadiene derivatives have been designed and synthesized by introducing trianiline groups, anthracene and pyrene rings. What? 4-6, the structure of the compound was characterized by single crystal X-ray diffraction and HRMS, UV and fluorescence spectra showed that the compounds had intramolecular charge transfer properties. The fluorescence quantum efficiency in dichloromethylene-fired solution was nearly doubled compared with the monomer group introduced, the compounds exhibited good thermal stability, and simple three-layer device structures were fabricated using DPCP _ 5 and DPCP _ 6 as luminescent layers, respectively. The device shows good electroluminescence performance. The threshold voltage is 3.6V and 3.5V, the maximum brightness is 1195 cd/m2 and 2895 CD / m ~ 2, and the current efficiency is 1.2 cd/A and 1.1 CD / A. 3.The structure regulation and luminescence properties of polyaryl substituted cyclopentadiene derivatives are studied. Three kinds of compound microparticles were prepared by hair method and reprecipitation method. The controllable effect of solvent on the morphology of the aggregation state was studied. The morphology of nanocrystalline changed from sphere to bar by changing the assembly conditions. The growth mechanism was deduced by the stacking mode of crystal and the growth process of nanoparticles. The relationship between particle morphology and luminescent properties was studied by means of luminous spectrum and lifetime measurement.
【學(xué)位授予單位】:大連理工大學(xué)
【學(xué)位級(jí)別】:碩士
【學(xué)位授予年份】:2015
【分類(lèi)號(hào)】:TN383.1;TQ231.22
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本文編號(hào):1516488

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