Multi-stimulus-response color-changing material and preparation method and application thereof

A technology of multiple stimulus-responsive and color-changing materials, applied in the field of intelligent fluorescent materials, can solve the problems of fluorescence quenching and single color-changing materials, and achieve the effects of fast response speed, simple synthesis route and high yield

Pending Publication Date: 2021-01-05
SHENZHEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] The purpose of this application is to provide a multi-stimuli-responsive color-changing material and its preparation method, aiming to solve the problem that the existing color-changing materials have a single response and the fluorescence is quenched in the aggregated state

Method used

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  • Multi-stimulus-response color-changing material and preparation method and application thereof

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preparation example Construction

[0039] Based on the above technical solution, the embodiment of the present application also provides a method for preparing the above-mentioned multi-stimuli-responsive color-changing material, including the following steps:

[0040] S01, provide compound A as shown in formula a and compound B as shown in formula b, wherein, X is selected as halogen, and R is selected as OH, COOH, CHO or COOCH 3 , R' is selected as boric acid group or borate ester group;

[0041]

[0042] S02. The compound A and the compound B are subjected to a Suzuki coupling reaction to synthesize a multi-stimuli-responsive color-changing material having the following general formula:

[0043]

[0044] Specifically, in step S01, compound A provides tetrastyryl skeleton precursors for the synthesis of multiple stimuli-responsive color-changing materials, and its chemical structure is shown in formula a:

[0045] Wherein, X is selected as halogen.

[0046] Wherein, halogen includes but not limited ...

Embodiment 1

[0058] This embodiment synthesized following compound:

[0059]

[0060] The concrete synthetic method of this compound comprises:

[0061] 1-Bromo-2,2-bis(4-methoxybenzene)-1-styrene (710 mg, 1.80 mmol), 3-hydroxyphenylboronic acid (372 mg, 2.69 mmol) and 40 mg tetrakis(triphenylphosphine) Palladium was placed in a 100mL two-necked round-bottomed flask to remove oxygen from the system, and then 6mL of K 2 CO 3 (1.656g, 12.00mmol) aqueous solution and 25mL of deoxygenated tetrahydrofuran were injected into a round-bottomed flask, and refluxed for 20 hours under nitrogen protection. Cool to room temperature after the reaction, add 100 mL of water, extract with dichloromethane (50 mL×3), combine the organic phases, then dry the organic phases with anhydrous sodium sulfate, filter, and rotary evaporate under reduced pressure to obtain the crude product. The crude product was purified by silica gel column chromatography using petroleum ether and ethyl acetate as eluents to f...

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Abstract

The invention relates to the technical field of intelligent fluorescent materials, and provides a multi-stimulus-response color-changing material and a preparation method and application thereof. Themulti-stimulus-response color-changing material has the following general formula: wherein R is selected from OH, COOH, CHO or COOCH3. The multi-stimulus-response color-changing material takes tetraphenyl ethylene as a molecular skeleton and is modified with methoxyl and functional groups such as OH, COOH, CHO or COOCH3, and experimental tests show that the multi-stimulus-response color-changing material can generate corresponding response signals to external stimuli such as light, grinding, solvent fumigation and temperature so that the luminous intensity or the luminous color is enabled to obviously change, the material has obvious mechanochromic performance and mechanoluminescent property, also has an aggregation-induced emission effect, meets the current diversified application requirements, and can be widely applied to the fields of counterfeiting prevention, detection, sensing, illumination, display, information storage and the like.

Description

technical field [0001] The application belongs to the technical field of intelligent fluorescent materials, and in particular relates to a multi-stimuli-responsive color-changing material and a preparation method thereof, as well as applications of the multi-stimuli-responsive color-changing material. Background technique [0002] Stimuli-responsive color-changing materials are a class of smart materials that can generate corresponding response signals to external stimuli such as light, grinding, solvent, pressure, and temperature. In recent years, many new smart fluorescent materials have been developed and widely used in sensors, fluorescent probes, luminescent materials, and optoelectronic display devices. [0003] However, the existing organic photochromic materials generally have a single response, such as only generating a corresponding response signal to light or heat, which is difficult to meet the diverse application requirements. In addition, the vast majority of ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C43/23C07C41/30C09K9/02B42D25/378G01L1/00
CPCC07C43/23C07C41/30C09K9/02B42D25/378G01L1/00C09K2211/1007
Inventor 李冰石黄光熙张洪岩
Owner SHENZHEN UNIV
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