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Intelligent gel capable of regulating gel-and-sol transformation by light and application of intelligent gel

A smart gel and gel technology, applied in the direction of organic chemistry, can solve the problems of low oxidation efficiency and poor material performance, and achieve the effects of high product purity, good mechanical properties and swelling ability, and excellent switching performance

Active Publication Date: 2018-01-05
HUAZHONG UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This method is simple to synthesize and has universal applicability, but there are problems of low oxidation efficiency and poor performance of the synthesized materials

Method used

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  • Intelligent gel capable of regulating gel-and-sol transformation by light and application of intelligent gel
  • Intelligent gel capable of regulating gel-and-sol transformation by light and application of intelligent gel
  • Intelligent gel capable of regulating gel-and-sol transformation by light and application of intelligent gel

Examples

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preparation example Construction

[0053] One of the crosslinking agents having the above general structure, 2-bromo-4,4'-dipropargyloxyhexaarylbiimidazole, its synthesis method comprises the following steps:

[0054] (1) Mix and disperse 4,4'-dihydroxybenzil, 3-bromopropyne and acid-binding agent potassium carbonate in N,N'-dimethyl In formamide, the acid-binding agent can be one or more of potassium carbonate, sodium carbonate, potassium hydroxide and sodium hydroxide. React at room temperature (20-30°C) for 1-3 days, track and monitor with thin-layer chromatography during the reaction, filter to remove excess potassium carbonate after the reaction is completed, extract the remaining reaction solution with chloroform and wash with water, collect the organic layer with a cyclone The final product 4,4'-dipropargyl benzil was spin-dried in an evaporator and further purified by column chromatography; the acid-binding agent could also be sodium carbonate, potassium hydroxide or sodium hydroxide.

[0055] (2) Mix ...

Embodiment 1

[0069] This example provides a synthetic method of 2-bromo-4,4'-dipropargyloxyhexaarylbiimidazole, and its synthetic route is as follows figure 1 shown, including the following steps:

[0070] (1) Synthesis of 4,4'-dipropargylbenzil

[0071]

[0072] In a 100ml two-necked flask, 4,4'-dihydroxybenzil (2.42g, 10mmol), 3-bromopropyne (3ml, 40mmol) and potassium carbonate (5.52g, 40mmol) were dispersed in 50ml N,N '-Dimethylformamide. The reaction mixture was stirred at room temperature for 2 days. Follow and monitor with thin-layer chromatography in the reaction process, after the completion of the reaction, first filter to remove excess potassium carbonate, and the remaining reaction solution is extracted with chloroform and washed with water, and the organic layer is collected and spin-dried with a rotary evaporator and passed through column chromatography (mobile phase: first select Ethyl acetate: petroleum ether = 1:4, gradually increase the polarity to 1:1, and finally u...

Embodiment 2

[0081] This example provides a method for synthesizing smart gels using 2-bromo-4,4'-dipropargyloxyhexaarylbiimidazole prepared in Example 1 as a crosslinking agent. The synthetic route is as follows Figure 4 shown.

[0082] Select a 10ml sample tube, mix dipropynyl polyethylene glycol ether (208mg, 0.2mmol), dipropynyl o-bromohexaarylbiimidazole (24.1mg, 0.025mmol), 1,6-diazidohexane Alkane (43mg, 0.25mmol) and N,N,N',N,'N"-pentamethyldiethylenetriamine (52ul, 0.25mmol) were added, while adding 500ul N,N-dimethylformaldehyde Amide makes the reaction raw materials dissolve completely.Then utilize oil pump and high-purity nitrogen that above-mentioned reaction solution freeze-thaw cycle is cycled three times, remove the oxygen in the sample tube.At this moment, open the sample tube quickly, the catalyzer cuprous bromide (28mg, 0.2mmol) Add it and vacuumize the sample tube again to exhaust nitrogen. The catalyst is fully mixed with the reaction solution under the nitrogen atmo...

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Abstract

The invention discloses an intelligent gel capable of regulating gel-and-sol transformation by light and application of the intelligent gel. The crosslinked point of the intelligent gel is six-aryl biimidazole, the alkinyl group and nitrine are subjected to click chemical reaction under the catalysis effect of cuprous bromide to form a cross-linked network polymer, the six-aryl biimidazole is successfully introduced into the polymer gel, and the excellent switching performance of small molecules is kept. Under the stimulation of visible light, the intelligent gel can be transformed from the solid gel state to the flowable 'liquid' gel state, and after being cut in the dry gel state, the gel has self repairing capacity. The prepared intelligent gel can be used as drug delivery carriers, self repairing materials, light valves of sensors and the like due to unique light-controlled dynamic intersection points and has potential application in biochemistry, medicines, chemical machinery, artificial intelligence and other fields.

Description

technical field [0001] The invention belongs to the field of organogel synthesis, and more specifically relates to an intelligent gel with light-regulated gel-sol transition and its application. The gel has unique light-controlled rheological properties and self-repairing properties. Background technique [0002] Compared with traditional gels, smart gels can sense external micro-stimuli, such as pH, temperature, light, electric field, magnetic field, pressure, etc., and make certain responses. It is a class of functional polymer materials with wider application prospects . Under the stimulation of light, the chemical bonds are broken, and the molecules that the chemical bonds can return to the original state under the action of another beam of light or heat are called photochromic molecules. At present, this kind of photochromic molecules are widely used in the construction of smart materials, and have potential applications in the fields of light-controlled material movem...

Claims

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Application Information

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IPC IPC(8): C08J3/24C08J3/09C07D233/64C08L71/02
Inventor 朱明强华琼新龚文亮
Owner HUAZHONG UNIV OF SCI & TECH
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