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Preparation method of nano-assembly with AIE effect

A nano-assembly and effect technology, applied in the fields of sulfonate preparation, chemical instruments and methods, organic chemistry, etc.

Pending Publication Date: 2021-03-05
NORTHWEST NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, there are relatively few studies on organic assemblies based on AIE properties, and the conversion of fluorescence-responsive assembly morphology through ion regulation has not been reported in the relevant literature.

Method used

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  • Preparation method of nano-assembly with AIE effect
  • Preparation method of nano-assembly with AIE effect
  • Preparation method of nano-assembly with AIE effect

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 2

[0066] Synthesis of Example 2 TPE-ONS

[0067] Dissolve TPE-ON (0.18g, 0.1mol) in 3mL of methanol solution, dissolve sodium p-toluenesulfonate (0.15g, 0.2mol) in 3mL of deionized water, mix the two solutions, and stir at room temperature After 12 hours, after the reaction was complete, the reaction solution was poured into water, the reaction system was extracted with dichloromethane, washed three times with saturated brine, the organic phases were combined, dried and filtered with anhydrous magnesium sulfate, the filtrate was spin-dried, passed It was separated and purified by column chromatography to obtain a light yellow oily solid with a yield of 62%.

[0068] 1 H NMR (600 MHz, DMSO- d 6 ) δ 9.06 (d, J = 2.1 Hz, 4H), 8.58 – 8.55 (m,2H), 8.13 – 8.08 (m, 4H), 7.45 – 7.43 (m, 8H), 7.11 – 7.02 (m, 4H), 6.94 –6.91 (m, 8H ), 6.83 – 6.80 (m, 2H), 6.66 – 6.62 (m, 4H), 3.81 (dt, J = 12.4,6.4 Hz, 4H), 2.46 (d, J = 1.9 Hz, 6H), 1.98 – 1.82 (m, 4H), 1.63 – 1.56 (m,8H), 1.28 ...

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Abstract

The invention provides a preparation method of a nano-assembly with an AIE effect. The preparation method comprises the following steps: adding TPE-2Br and anhydrous pyridine into an anhydrous chloroform solution, carrying out a reflux reaction at 65-70 DEG C under the protection of nitrogen, conducting cooling to room temperature, performing filtering, precipitating the obtained solution in methyl tert-butyl ether, performing centrifuging, removing a supernatant, and carrying out drying to obtain a one-dimensional nano-assembly TPE-ON; and dissolving TPE-ON in methanol, adding a sodium methylbenzene sulfonate solution, carrying out a stirring reaction at room temperature, performing extracting with dichloromethane, successively carrying out washing, drying and filtering, carrying out spin-drying on the obtained filtrate, and carrying out column chromatography separation and purification to obtain the two-dimensional nano-assembly TPE-ONS. By changing counter ions in molecules, conversion from the one-dimensional fiber assembly with AIE properties to the two-dimensional sheet assembly is realized. The fluorescence intensity of the TPE-ONS is 2-2.5 times the fluorescence intensityof the TPE-ON. In a mixed solution of TPE-ON and TPE-ONS, the fluorescence intensity and a TPE-ONS content show a certain correlation, namely Y is equal to 2113.71 + 5163.56x-2966.07X<2>; and the relative content of TPE-ON and TPE-ONS can be quantitatively detected and the exchange process of TPE-ON and TPE-ONS can be monitored through the correlation.

Description

technical field [0001] The invention relates to a method for preparing a nano assembly, in particular to a method for preparing a nano assembly with an AIE effect, and belongs to the technical field of nano materials. Background technique [0002] Fluorescence molecular imaging detection technology is one of the most important research methods in current biomedical technology research by specifically labeling biological molecules with fluorescent probes, and then monitoring the fluorescence signals in real time to realize visual and automatic imaging. Aggregation-induced emission (AIE) materials, as an emerging class of smart materials, have unique optical properties and good biocompatibility. At present, it has been widely used in many fields, such as chemical sensing, intelligent nanomaterials, biological imaging and other fields. Among them, tetraphenylethylene (TPE) has been widely studied and applied since its discovery due to its simple structure, easy synthesis, and ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D213/20C07C309/30C07C303/32C09K11/06
CPCC07D213/20C07C309/30C07C303/32C09K11/06C09K2211/1007C09K2211/1029
Inventor 关晓琳丁媛媛来守军杨学琴李瑞马金春
Owner NORTHWEST NORMAL UNIVERSITY