首页|湾位双键官能化苝酰亚胺的合成及其溶液自组装行为研究

湾位双键官能化苝酰亚胺的合成及其溶液自组装行为研究

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通过对苝酰亚胺的改性,合成了湾位双键官能团化、侧链为燕尾链的苝酰亚胺衍生物 1,7-vinyl-PDI-EH.通过控制变量、优化合成反应条件,以反应浓度3.5 mg/mL 在色谱纯级别(HPLC)四氢呋喃中反应2 h时,目标产物产率最高.进一步采用紫外可见分光光谱、荧光光谱以及浓度依赖光谱对其光物理性能和自组装行为进行表征,结果表明 1,7-vinyl-PDI-EH在氯仿溶液中浓度达到 1.1×10-4 mol/L后随着浓度增大荧光淬灭,7.0×10-4 mol/L时分子产生明显自组装.通过氯仿和甲醇体系的双扩散晶体培养,得到 1,7-vinyl-PDI-EH晶体,其在结晶状态下仍有一定荧光性能.
Synthesis and solution self-assembly behavior study of bay-site double bond functionalized perylene diimide
A new perylene diimide derivative called 1,7-vinyl-PDI-EH was synthesized,containing a double bond at the bay site and a swallow-tailed side chain at the imide site.The reaction conditions were optimized,and the highest yield of 1,7-vinyl-PDI-EH was achieved at a concentration of 3.5 mg/ml in HPLC-grade tetrahydrofu-ran with a reaction time of 2 hours.The photophysical properties and solution self-assembly behavior were charac-terized using UV-Vis and fluorescence spectroscopy.As the concentration increased above 1.1×10-4 mol/L in chloroform solution,fluorescence quenching was observed,with the self-assembly concentration of 1,7-vinyl-PDI-EH determined to be 7.0×10-4 mol/L.Crystals of 1,7-vinyl-PDI-EH were obtained using a double-diffusion method in a chloroform/methanol system and exhibited fluorescence in the crystalline state.

perylene diimidebay-site substitutiondouble bond functionalizedsynthesischaracterizationsolu-tion self-assembly

赵浩儒、鄂曾泽、顾丹丹、桑伟慧、韩天娇、廖作桂、陈珈、江晓泽、孙宾

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东华大学材料科学与工程学院 纤维材料改性国家重点实验室,上海 201620

广东壹诺科技股份有限公司,广东云浮 527100

苝酰亚胺 湾位取代 双键官能团化 合成 表征 溶液自组装

2024

合成技术及应用
中国石化仪征化纤股份有限公司

合成技术及应用

影响因子:0.204
ISSN:1006-334X
年,卷(期):2024.39(2)
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