烷基化富勒烯衍生物自組裝及光電應用探索
發(fā)布時間：2018-11-12 12:53
【摘要】：目前,富勒烯研究是材料科學的一個前沿領域。富勒烯自身的結(jié)構(gòu)特性和光電性能受到學界的矚目,因此富勒烯的研究主要集中在自組裝微納結(jié)構(gòu)以及有機太陽能電池方面。而烷基化富勒烯衍生物的自組裝不同于富勒烯本身的自組裝過程。由于烷基的引入,富勒烯碳籠的空間對稱性受到破壞,同時取代基之間的相互作用進一步影響了富勒烯碳籠間的π-π堆積作用,因此新型烷基化富勒烯衍生物的合成,自組裝及光電性能的研究是一個全新的課題。本文考察烷基化富勒烯衍生物的結(jié)構(gòu)、溶液濃度、溶劑種類等因素對可控形貌的合成及光電性質(zhì)的影響。首先我們設計并合成了四種不同結(jié)構(gòu)的烷基化富勒烯衍生物,對產(chǎn)物進行了質(zhì)譜(MS)、核磁氫譜(1HNMR)來確定分子結(jié)構(gòu)。純化的樣品被用作自組裝實驗,內(nèi)容包括:不同衍生物濃度,不同溶劑體系等因素對烷基化富勒烯衍生物自組裝的影響。掃描電鏡(SEM)測試顯示烷基鏈在富勒烯分子上的位置變化對烷基化富勒烯自組裝存在一定的影響。烷基鏈處于間位位置的烷基化富勒烯衍生物C60-m-hexyl較難得到規(guī)則形貌結(jié)構(gòu),而烷基鏈處于對位位置的C60-p-hexyl容易自組裝形成規(guī)則的微結(jié)構(gòu)。同時與C60相比較,烷基化富勒烯形成的形貌都是以片層為基礎構(gòu)建形成的形貌,而裸C60分子則容易自組裝形成規(guī)則的體型結(jié)構(gòu)。在溶劑對自組裝的影響方面,烷基化富勒烯衍生物在良溶劑CCl4體系中較容易生成花或球狀結(jié)構(gòu),而對應不良溶劑其碳鏈長度可以影響生成形貌的大小,SEM測試發(fā)現(xiàn)在CCl4體系中隨著不良溶劑碳鏈的增長,所形成的形貌尺寸逐漸減小。在C60-p-hexyl與C60共組裝的實驗中,得到了與兩者單獨自組裝截然不同的形貌結(jié)構(gòu)。對于烷基化富勒烯光電性能的探索,紫外可見吸收光譜顯示四種烷基化富勒烯相比于C60具有更強的光吸收能力。通過電化學測試顯示烷基化富勒烯衍生物具有良好的氧化還原可逆性。最后將C60-m-hexyl,C60-p-hexyl,C60-p-octyl、C60-p-hexylph四種衍生物應用于有機太陽能電池中,C60-m-hexyl作為受體材料的有機太陽能電池存在光電轉(zhuǎn)換性能。
[Abstract]:At present, fullerene research is a frontier field in material science. The structure and photoelectric properties of fullerene have attracted much attention, so the research of fullerene is mainly focused on self-assembled micro-nano structure and organic solar cells. The self-assembly of alkylated fullerene derivatives is different from the self-assembly process of fullerene itself. Because of the introduction of alkyl, the space symmetry of fullerene carbon cage is destroyed, and the interaction between substituents further affects the 蟺-蟺 accumulation of fullerene carbon cage, so the new alkylated fullerene derivatives are synthesized. The study of self-assembly and optoelectronic performance is a new subject. In this paper, the effects of the structure of alkylated fullerene derivatives, the concentration of solution and the kinds of solvents on the synthesis of controllable morphologies and optoelectronic properties were investigated. Firstly, four alkylated fullerene derivatives with different structures were designed and synthesized. The molecular structure was determined by mass spectrometry (MS),) nuclear magnetic hydrogen spectroscopy (1HNMR). The purified samples were used as self-assembly experiments, including the effects of different concentrations of derivatives and different solvent systems on the self-assembly of alkylated fullerene derivatives. Scanning electron microscopy (SEM) analysis showed that the position of alkyl chain on fullerenes affected the self-assembly of alkylated fullerenes. It is difficult to obtain regular morphology of alkylated fullerene derivative C60-m-hexyl where alkyl chain is in the meta position, while C60-p-hexyl with alkyl chain in opposite position is easy to self-assemble to form regular microstructure. At the same time, compared with C60, the morphology of alkylated fullerenes was formed on the basis of lamellar structure, while bare C60 molecules were easily self-assembled to form regular structure. In the effect of solvent on self-assembly, alkylated fullerene derivatives are easy to form flower or globular structure in the good solvent CCl4 system, and the carbon chain length of the corresponding bad solvent can affect the size of the formation morphology. SEM results show that the morphology and size decrease with the increase of poor solvent carbon chain in CCl4 system. In the experiment of co-assembly of C60-p-hexyl and C60, the morphology and structure are different from the self-assembly. In order to explore the photoelectric properties of alkylated fullerenes, the UV-Vis absorption spectra show that the four alkylated fullerenes have stronger light absorption ability than C60. Electrochemical tests show that alkylated fullerene derivatives have good redox reversibility. Finally, the four derivatives of C60-m-hexyl-C60-p-octylln C60-p-hexylph were applied to organic solar cells. The photovoltaic conversion properties of organic solar cells with C60-m-hexyl as the acceptor material were observed.
【學位授予單位】：華中科技大學
【學位級別】：碩士
【學位授予年份】：2015
【分類號】：O621.13;TM914.4
本文編號：2327160
[Abstract]:At present, fullerene research is a frontier field in material science. The structure and photoelectric properties of fullerene have attracted much attention, so the research of fullerene is mainly focused on self-assembled micro-nano structure and organic solar cells. The self-assembly of alkylated fullerene derivatives is different from the self-assembly process of fullerene itself. Because of the introduction of alkyl, the space symmetry of fullerene carbon cage is destroyed, and the interaction between substituents further affects the 蟺-蟺 accumulation of fullerene carbon cage, so the new alkylated fullerene derivatives are synthesized. The study of self-assembly and optoelectronic performance is a new subject. In this paper, the effects of the structure of alkylated fullerene derivatives, the concentration of solution and the kinds of solvents on the synthesis of controllable morphologies and optoelectronic properties were investigated. Firstly, four alkylated fullerene derivatives with different structures were designed and synthesized. The molecular structure was determined by mass spectrometry (MS),) nuclear magnetic hydrogen spectroscopy (1HNMR). The purified samples were used as self-assembly experiments, including the effects of different concentrations of derivatives and different solvent systems on the self-assembly of alkylated fullerene derivatives. Scanning electron microscopy (SEM) analysis showed that the position of alkyl chain on fullerenes affected the self-assembly of alkylated fullerenes. It is difficult to obtain regular morphology of alkylated fullerene derivative C60-m-hexyl where alkyl chain is in the meta position, while C60-p-hexyl with alkyl chain in opposite position is easy to self-assemble to form regular microstructure. At the same time, compared with C60, the morphology of alkylated fullerenes was formed on the basis of lamellar structure, while bare C60 molecules were easily self-assembled to form regular structure. In the effect of solvent on self-assembly, alkylated fullerene derivatives are easy to form flower or globular structure in the good solvent CCl4 system, and the carbon chain length of the corresponding bad solvent can affect the size of the formation morphology. SEM results show that the morphology and size decrease with the increase of poor solvent carbon chain in CCl4 system. In the experiment of co-assembly of C60-p-hexyl and C60, the morphology and structure are different from the self-assembly. In order to explore the photoelectric properties of alkylated fullerenes, the UV-Vis absorption spectra show that the four alkylated fullerenes have stronger light absorption ability than C60. Electrochemical tests show that alkylated fullerene derivatives have good redox reversibility. Finally, the four derivatives of C60-m-hexyl-C60-p-octylln C60-p-hexylph were applied to organic solar cells. The photovoltaic conversion properties of organic solar cells with C60-m-hexyl as the acceptor material were observed.
【學位授予單位】：華中科技大學
【學位級別】：碩士
【學位授予年份】：2015
【分類號】：O621.13;TM914.4
【參考文獻】
相關期刊論文 前10條
1 鄧順柳;謝素原;黃榮彬;鄭蘭蓀;;富勒烯形成機理的研究進展[J];中國科學:化學;2012年11期
2 張劍;楊秀程;馮曉東;;有機太陽能電池結(jié)構(gòu)研究進展[J];電子元件與材料;2012年11期
3 李永舫;;聚合物太陽能電池高效共軛聚合物給體和富勒烯受體光伏材料[J];高分子通報;2011年10期
4 張?zhí)旎?樸玲鈺;趙謖玲;徐征;楊磊;劉祥志;鞠思婷;;有機太陽能電池材料研究新進展[J];有機化學;2011年02期
5 吳斌;汪建華;滿衛(wèi)東;熊禮威;謝鵬;孫蕾;;多晶硅薄膜太陽能電池的研究現(xiàn)狀[J];世界科技研究與發(fā)展;2008年06期
6 江澤民;;對中國能源問題的思考[J];上海交通大學學報;2008年03期
7 魏祥龍;羅薇;魏先文;;基于氫鍵組裝的[60]富勒烯超分子體系[J];有機化學;2007年02期
8 江貴長;鄭啟新;;富勒烯-賴氨酸衍生物的合成及其體外抗癌活性研究[J];材料導報;2005年08期
9 周穎,邱介山,楊兆國,郭樹才;富勒烯C_(60)的制備研究Ⅰ最佳制備條件的確定[J];新型炭材料;1999年04期
10 劉英,陳遠蔭,盛蓉生;富勒烯的金屬配合物及其催化性能[J];分子催化;1997年05期
，本文編號：2327160
本文鏈接：http://sikaile.net/kejilunwen/dianlilw/2327160.html
教材專著
