萘酰亞胺類凝膠因子的結(jié)構(gòu)與性能調(diào)控
發(fā)布時間：2018-11-24 17:33
【摘要】：超分子化學是一門新興的學科,它涵蓋了比分子本身更加復雜的物理、化學、生物、材料和信息特征,模糊了有機化學、生物化學和材料學之間的界限,為分子器件、材料科學等的發(fā)展拓寬了道路。首先,萘酰亞胺類衍生物優(yōu)良的光電性能,可作為功能基團引入凝膠因子分子骨架,其次,其大的分子共平面特性與三嗪基團的特有的氫鍵特性相互協(xié)同作用對調(diào)控凝膠材料的性質(zhì)的影響也極具研究意義。因此,論文在綜合文獻的基礎上,設計合成了五種由三嗪基團修飾的萘酰亞胺類凝膠因子,并通過試管倒轉(zhuǎn)法對其凝膠性能和凝膠能力進行了測試,觀察了其凝膠的微觀形貌,利用紫外吸收光譜和熒光光譜考察了其溶液及凝膠狀態(tài)下的光譜學特性,具體內(nèi)容如下：1、以三聚氯氰為原料,合成了四種不同官能團修飾的三嗪衍生物,以EDC與HOBT為酰胺鍵的偶聯(lián)劑,再與1,4,5,8-萘四甲酸酐縮合得五種目標產(chǎn)物NDI-1、NDI-2、NDI-3、NDI-4和NDI-M。并對其結(jié)構(gòu)進行了確認。2、采用試管倒轉(zhuǎn)法對五種凝膠因子在一系列有機溶劑中的凝膠行為進行了測試,同時對其臨界凝膠濃度和臨界凝膠溫度進行了測定。結(jié)果表明：五種凝膠因子都能在甲苯,二甲苯等溶劑中形成熱穩(wěn)定的透明凝膠,在乙酸乙酯,乙酸丁酯,甲基丙烯酸丁酯中形成熱穩(wěn)定的不透明凝膠。其中NDI-4的凝膠能力最強,NDI-M的凝膠能力最弱。NDI-2的凝膠性能最強,NDI-M的凝膠性能最差。NDI-3在二甲苯中表現(xiàn)出隨時間變化凝膠顏色由黃色變?yōu)榧t色凝膠的特殊現(xiàn)象。3、利用SEM電鏡觀察五種凝膠因子在多種溶劑中形成凝膠的微觀形貌。結(jié)果表明,萘酰亞胺類凝膠因子在不同溶劑中能得到三維網(wǎng)絡狀和針織狀兩種特殊結(jié)構(gòu)的凝膠。適當降低烷基鏈的長度對凝膠的微觀形貌影響不明顯。改變?nèi)夯鶊F上的取代基,對凝膠的微觀形貌有一定的影響。4、利用紫外吸收光譜和熒光光譜考察五種凝膠因子的光物理性能。研究發(fā)現(xiàn),在三氯甲烷中,五種萘酰亞胺分子都呈現(xiàn)單分子狀態(tài)。在凝膠狀態(tài)下,萘酰亞胺基團都因氫鍵的制約采用J型堆積模式。另外,萘酰亞胺類凝膠的光譜學性質(zhì)與其分子的聚集狀態(tài)和溶劑極性有關。通過上述研究結(jié)果表明,萘酰亞胺基團因其特殊的分子結(jié)構(gòu)和優(yōu)良的光化學物理性能,能夠為功能性光物理材料的發(fā)展帶來極大的促進作用。另外其作為凝膠因子也能為凝膠材料的發(fā)展提供重要的科學依據(jù)。
[Abstract]:Supramolecular chemistry is an emerging discipline that covers physical, chemical, biological, material and information characteristics that are more complex than the molecules themselves, blurring the boundaries between organic chemistry, biochemistry and materials for molecular devices. The development of material science has widened the road. First of all, naphthalimide derivatives have excellent photoelectric properties and can be used as functional groups to introduce gel factor molecular skeleton. The synergistic interaction between its large molecular coplanar properties and the unique hydrogen bonding properties of triazine groups is also of great significance in regulating the properties of gel materials. Therefore, five kinds of naphthalimide gel factors modified by triazine groups were designed and synthesized on the basis of comprehensive literature. The gel properties and gel properties were tested by the method of tube inversion, and the microcosmic morphology of the gel was observed. The spectroscopic properties of its solution and gel state were investigated by UV absorption and fluorescence spectra. The main contents were as follows: 1. Four triazine derivatives modified by different functional groups were synthesized by using cyanuric chloride as raw material. Five target products, NDI-1,NDI-2,NDI-3,NDI-4 and NDI-M., were synthesized by condensation of EDC and HOBT as amide bond and condensed with 1 ~ 4 ~ (4) O ~ (5) N _ (8) -naphthalene tetracarboxylic anhydride. The gel behavior of five kinds of gel factors in a series of organic solvents was measured by the method of tube inversion. The critical gel concentration and the critical gel temperature were also determined. The results show that all of the five gel factors can form heat-stable transparent gel in toluene, xylene and other solvents, and in ethyl acetate, butyl acetate and butyl methacrylate to form heat-stable opaque gel. The gel ability of NDI-4 is the strongest, that of NDI-M is the weakest, and that of NDI-2 is the strongest. The gel properties of NDI-M were the worst. NDI-3 showed a special phenomenon that the gel color changed from yellow to red with time in xylene. 3. SEM electron microscope was used to observe the micromorphology of the gel formed by five gel factors in a variety of solvents. The results show that the gel factors of naphthalimide can be used in different solvents to obtain two kinds of special gels with three dimensional network and knitted structure. Proper reduction of the length of alkyl chain has no obvious effect on the micromorphology of the gel. Changing the substituents on the triazine group has a certain influence on the micromorphology of the gel. 4. The photophysical properties of the five gel factors were investigated by UV and fluorescence spectra. It is found that all five naphthalimide molecules present a monolayer state in trichloromethane. In the gel state, the naphthalimide groups all adopt the J-type stacking mode because of the restriction of hydrogen bond. In addition, the spectroscopic properties of naphthalene imide gels are related to their molecular aggregation state and solvent polarity. The results show that the naphthalimide group can greatly promote the development of functional photophysical materials because of its special molecular structure and excellent photochemical physical properties. In addition, as a gel factor, it can also provide an important scientific basis for the development of gel materials.
【學位授予單位】：湖南大學
【學位級別】：碩士
【學位授予年份】：2016
【分類號】：O648.17
，
本文編號：2354493
[Abstract]:Supramolecular chemistry is an emerging discipline that covers physical, chemical, biological, material and information characteristics that are more complex than the molecules themselves, blurring the boundaries between organic chemistry, biochemistry and materials for molecular devices. The development of material science has widened the road. First of all, naphthalimide derivatives have excellent photoelectric properties and can be used as functional groups to introduce gel factor molecular skeleton. The synergistic interaction between its large molecular coplanar properties and the unique hydrogen bonding properties of triazine groups is also of great significance in regulating the properties of gel materials. Therefore, five kinds of naphthalimide gel factors modified by triazine groups were designed and synthesized on the basis of comprehensive literature. The gel properties and gel properties were tested by the method of tube inversion, and the microcosmic morphology of the gel was observed. The spectroscopic properties of its solution and gel state were investigated by UV absorption and fluorescence spectra. The main contents were as follows: 1. Four triazine derivatives modified by different functional groups were synthesized by using cyanuric chloride as raw material. Five target products, NDI-1,NDI-2,NDI-3,NDI-4 and NDI-M., were synthesized by condensation of EDC and HOBT as amide bond and condensed with 1 ~ 4 ~ (4) O ~ (5) N _ (8) -naphthalene tetracarboxylic anhydride. The gel behavior of five kinds of gel factors in a series of organic solvents was measured by the method of tube inversion. The critical gel concentration and the critical gel temperature were also determined. The results show that all of the five gel factors can form heat-stable transparent gel in toluene, xylene and other solvents, and in ethyl acetate, butyl acetate and butyl methacrylate to form heat-stable opaque gel. The gel ability of NDI-4 is the strongest, that of NDI-M is the weakest, and that of NDI-2 is the strongest. The gel properties of NDI-M were the worst. NDI-3 showed a special phenomenon that the gel color changed from yellow to red with time in xylene. 3. SEM electron microscope was used to observe the micromorphology of the gel formed by five gel factors in a variety of solvents. The results show that the gel factors of naphthalimide can be used in different solvents to obtain two kinds of special gels with three dimensional network and knitted structure. Proper reduction of the length of alkyl chain has no obvious effect on the micromorphology of the gel. Changing the substituents on the triazine group has a certain influence on the micromorphology of the gel. 4. The photophysical properties of the five gel factors were investigated by UV and fluorescence spectra. It is found that all five naphthalimide molecules present a monolayer state in trichloromethane. In the gel state, the naphthalimide groups all adopt the J-type stacking mode because of the restriction of hydrogen bond. In addition, the spectroscopic properties of naphthalene imide gels are related to their molecular aggregation state and solvent polarity. The results show that the naphthalimide group can greatly promote the development of functional photophysical materials because of its special molecular structure and excellent photochemical physical properties. In addition, as a gel factor, it can also provide an important scientific basis for the development of gel materials.
【學位授予單位】：湖南大學
【學位級別】：碩士
【學位授予年份】：2016
【分類號】：O648.17
，
本文編號：2354493
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