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Water-soluble viologen compound with multiple responses, hydrogel and device

A technology of multiple responses and compounds, applied in the direction of organic chemistry, chemical instruments and methods, instruments, etc., to achieve the effects of avoiding volatilization, widening the range of color changes, and excellent multiple-response color-changing performance

Pending Publication Date: 2022-05-13
FUDAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, most of the related color-changing materials only have color responses to one or two external stimuli, and color-changing material systems with triple responses of photochromism, electrochromism, and electroluminescence remain to be developed.

Method used

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  • Water-soluble viologen compound with multiple responses, hydrogel and device
  • Water-soluble viologen compound with multiple responses, hydrogel and device
  • Water-soluble viologen compound with multiple responses, hydrogel and device

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preparation example Construction

[0067] The present invention further provides the preparation method of above-mentioned hydrogel, and this method comprises the following steps:

[0068] 1) adding acrylamide monomer, supporting electrolyte, crosslinking agent and initiator into water to obtain a precursor solution;

[0069] 2) Water-soluble viologen compounds and K 4 Fe(CN) 6 Add it to the precursor solution, and then add N,N,N',N'-tetramethylethylenediamine to obtain a hydrogel after curing.

[0070] The present invention further provides the application of the above-mentioned hydrogel, and the hydrogel is applied in photochromic, electrochromic and / or electroluminescent devices.

[0071] The present invention also provides a hydrogel device with multiple responses. Based on the above hydrogel, the hydrogel device includes a substrate and a hydrogel layer arranged on the substrate.

Embodiment 1

[0073] Preparation of Compound 1:

[0074]

[0075] Precursor 1a (0.1g, 0.42mmol) and 1,4-butane sultone (0.17g, 1.26mmol) were dissolved in 3mL of N,N-dimethylformamide, under the protection of nitrogen at 100 ° C After stirring for 12 h, after cooling to room temperature, an orange-yellow precipitate formed, which was filtered off, washed three times with anhydrous acetonitrile, and then dried in a vacuum oven to obtain 0.18 g of a yellow solid, with a yield of 84%.

Embodiment 2

[0077] Preparation of Compound 2:

[0078]

[0079] Precursor 2a (0.12g, 0.42mmol) and 4-bromobutyltrimethylammonium bromide (0.35g, 1.26mmol) were dissolved in 3mL of N,N-dimethylformamide, under nitrogen protection in Stir at 100°C for 12h. After cooling to room temperature, an orange-yellow precipitate formed, which was filtered off and washed several times with anhydrous acetonitrile, and then dried in a vacuum oven to obtain 0.22 g of an orange-yellow precipitate, with a yield of 62%.

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Abstract

The invention relates to a water-soluble viologen compound with multiple responses, hydrogel and a device, water-soluble ion groups are introduced to two ends of the viologen compound, and electron-rich thiophene derivative units are introduced into two pyridinium salts to obtain the water-soluble viologen compound with multiple responses. And assembling the water-soluble viologen compound modified by the thiophene derivative group into the polyacrylamide hydrogel, so as to obtain the hydrogel with multiple responses of photochromism, electrochromism and electrofluorescence discoloration at the same time. Compared with the prior art, rapid photochromism within 1-2 seconds can be achieved under ultraviolet irradiation, electrochromism and electrofluorescence discoloration can be achieved under the condition that 1.0-1.5 V voltage is applied, and the material is a potential intelligent multi-discoloration material and is good in market application prospect.

Description

technical field [0001] The invention belongs to the technical field of organic photoelectric materials, and relates to a water-soluble viologen compound with multiple responses, a hydrogel and a device. Background technique [0002] Intelligent color-changing materials can undergo reversible color conversion under external stimuli such as light, electricity, force, temperature and chemical substances, so they have important scientific and application values. [0003] Among all kinds of smart color-changing materials, photochromic, electrochromic and electroluminescent color-changing materials have been widely used in anti-counterfeiting encryption, optical sensors, smart windows and information storage. However, most of the related color-changing materials only have color responses to one or two external stimuli, and color-changing material systems with triple responses of photochromism, electrochromism, and electroluminescence remain to be developed. Contents of the inven...

Claims

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Application Information

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IPC IPC(8): C07D409/14C07D495/04C09K9/02C08J3/075C08F220/56C08F222/38C08L33/26C08K5/45C08K5/56G02F1/1516
CPCC07D409/14C07D495/04C09K9/02C08J3/075C08F220/56G02F1/1516C09K2211/1029C09K2211/1092C09K2211/1025C08J2333/26C08K5/45C08K5/56C08F222/385
Inventor 周刚梁丁莉颜川明彬彬宗浩任英建
Owner FUDAN UNIV
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