Single-factor-initiated photochromic sensing material as well as preparation method and application thereof

A technology of photochromic and sensing materials, applied in the field of sensing materials, can solve the problems of application limitations, poor ion selectivity, loss of photochromism, etc., and achieve fast response, high sensitivity, and good stability

Pending Publication Date: 2022-05-27
QUFU NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the inventors have found that various ions can induce photochromism in this type of material system, that is, this type of material system has the problem of poor ion selectivity, which limits the application of this type of material in the field of confidential information storage; at the same time , due to Cu 2+ The strong complexation with this type of material leads to the color change of this type of material without light after complexation with copper ions and the loss of photochromic properties or the color cannot be faded after color change

Method used

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  • Single-factor-initiated photochromic sensing material as well as preparation method and application thereof
  • Single-factor-initiated photochromic sensing material as well as preparation method and application thereof
  • Single-factor-initiated photochromic sensing material as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

no. 1 example

[0050] A preparation method of a photochromic sensing material, referring to reaction scheme 1, comprising the steps:

[0051] (1) Weigh rhodamine B hydrazide (0.456g, 1.0mmol), 3,5-dichloro-4-hydroxybenzaldehyde (0.191g, 1.0mmol) and 20mL of ethanol into a three-necked flask, reflux at 80°C React for 24 hours.

[0052] (2) after the described reflux reaction finishes, TLC monitoring reaction is complete, and the reaction solution is cooled to room temperature, and then part of the solvent and the reaction solution cooling crystallization are removed by rotary evaporation, and after suction filtration, a thick product is obtained, and the thick product is recrystallized with 5 mL of ethanol, The obtained pink solid is the photochromic sensing material A.

[0053]

[0054] The H NMR spectrum of the material A is as follows figure 1 (a), figure 1 As shown in (b), the structural characterization data of the product are as follows: 1 HNMR (500MHz, DMSO-d 6 ), δ(ppm): 10.65...

no. 2 example

[0057] A preparation method of a photochromic sensing material, referring to reaction scheme 1, comprising the steps:

[0058] (1) Weigh rhodamine B hydrazide (0.456g, 1.0mmol), 3,5-dibromo-4-hydroxybenzaldehyde (0.840g, 1.0mmol) and 20mL of ethanol into a three-necked flask, reflux at 80°C React for 24 hours.

[0059] (2) after the described reflux reaction finishes, TLC monitoring reaction is complete, and the reaction solution is cooled to room temperature, and then part of the solvent and the reaction solution cooling crystallization are removed by rotary evaporation, and after suction filtration, a thick product is obtained, and the thick product is recrystallized with 5 mL of ethanol, The obtained pink solid is the photochromic sensing material B.

[0060] The H NMR spectrum of the material B is as follows figure 2 (a), figure 2 As shown in (b), the structural characterization data of the product are as follows: 1 HNMR (500MHz, DMSO-d 6 ), δ(ppm): 10.44(s, 1H), 8....

no. 3 example

[0063] A preparation method of a photochromic sensing material, referring to reaction scheme 1, comprising the steps:

[0064] (1) Weigh rhodamine B hydrazide (0.456g, 1.0mmol), 3,5-dibromo-4-hydroxybenzaldehyde (0.840g, 3.0mmol) and 20mL of ethanol into a three-necked flask, reflux at 80°C React for 24 hours.

[0065] (2) after the described reflux reaction finishes, the reaction solution is cooled to room temperature, and the TLC monitoring reaction is complete, then rotary evaporation removes part of the solvent, the reaction solution is crystallized by cooling, and after suction filtration, a thick product is obtained, and the thick product is recrystallized with 5mL of ethanol, The obtained pink solid is the photochromic sensing material C.

[0066] The hydrogen nuclear magnetic resonance deuterium spectrum of the material C is as follows image 3 (a), image 3 As shown in (b), the structural characterization data of the product are as follows: 1 HNMR (500MHz, DMSO-d ...

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PUM

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Abstract

The invention discloses a single factor initiated photochromic sensing material and a preparation method and application thereof, the structural formula of the sensing material is shown as follows: in the structural formula, substituent groups R1 and R3 are any one of Cl, Br and I elements, and a substituent group R2 is hydroxyl. Aiming at the problem that a photochromic material constructed on the basis of rhodamine B hydrazide and salicylaldehyde is poor in initiation ion selectivity at present, the invention provides a single-factor-initiated photochromic sensing material only initiated by Cu < 2 + >, and the sensing material realizes single-factor-initiated photochromism on the basis of a group capable of generating specific complexation with Cu < 2 + > contained in the sensing material. The photochromic sensing material has the advantages of high sensitivity, high response speed, good stability, capability of repeatedly writing and erasing information and the like.

Description

technical field [0001] The invention relates to the technical field of sensing materials, in particular to a single-factor induced photochromic sensing material and a preparation method and application thereof. Background technique [0002] The information disclosed in this Background of the Invention is only for enhancement of understanding of the general background of the invention and should not necessarily be taken as an acknowledgement or any form of suggestion that this information forms the prior art already known to a person of ordinary skill in the art. [0003] Photochromism refers to the process in which the absorption spectrum of a compound changes reversibly after being irradiated by light. Materials with this property are called photochromic materials. Materials with photochromic properties have a wide range of uses. Photochromic dyes can be used in the production of various clothing, toys, decorations, color-changing glass, and color-changing films; photochro...

Claims

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Application Information

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IPC IPC(8): C07D491/107C09K9/02C09D11/50C08J3/075C08K5/00C03C4/06C03C14/00
CPCC07D491/107C09K9/02C09D11/50C08J3/075C03C4/06C03C14/006C09K2211/1033C09K2211/188C08K5/0091
Inventor 张恩生渠凤丽王淑萍鞠萍张国艳
Owner QUFU NORMAL UNIV
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