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Preparation method of high-sensitivity temperature-sensing reversible color-changing microcapsule

A technology of microcapsules and color-changing dyes, applied in the field of material science, can solve the problems of color change hysteresis, limit dye high sensitivity and fast response application and development, color hysteresis, etc., and achieve improved color hysteresis, good color performance, and color change response performance excellent effect

Active Publication Date: 2021-09-24
JIANGNAN UNIV +1
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Although this type of thermochromic material has been widely studied and applied, there is still a color hysteresis phenomenon in the process of color change (that is, the color change lags behind the temperature change during the cooling process), which limits the use of such dyes in high sensitivity and Application and development of rapid response

Method used

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  • Preparation method of high-sensitivity temperature-sensing reversible color-changing microcapsule
  • Preparation method of high-sensitivity temperature-sensing reversible color-changing microcapsule
  • Preparation method of high-sensitivity temperature-sensing reversible color-changing microcapsule

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Experimental program
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Effect test

Embodiment 1

[0036] Preparation of No. 6 novel fluoran dye: 50mmol 3-(diethylamino)phenol and 25mmol 3-nitrophthalic anhydride were added to a three-necked flask containing 50mL chlorobenzene, and after completely dissolving, 25mmol trifluoromethane was added sulfonic acid. Then put the three-neck flask into a 135°C oil bath to preheat, and react under nitrogen reflux for 2 days. After the reaction is completed, cool to room temperature, and remove the solvent by rotary evaporation. Using dichloromethane (DCM) / methanol as eluent for column chromatography, a purple powder was obtained, the product ph-NO 2 .

[0037] 1 mmol ph-NO 2 , 20mg Pd / C, 4mL ethyl acetate (EtOAc), put into a three-necked flask. 1.5 mmol H 3 PO 2 and 4.5 mmol NaH 2 PO 2 ·H 2 O was homogeneously dissolved in 4 mL of H 2 After being placed in O, it was poured into the above-mentioned three-neck flask. Then the three-neck flask was put into an oil bath at 85°C for 5 hours, cooled to room temperature, and extract...

Embodiment 2

[0058] Embodiment 2 adopts No. 6 novel fluoran dye identical with embodiment 1.

[0059] Preparation of fuchsia two-component temperature-sensitive reversible color dye compound: No. 6 new fluorane dye (0.1g), 15g cetyl alcohol, magnetic stirring for 1 hour at 50°C, to obtain uniformly mixed fuchsia Two-component thermosensitive reversible color dye complex.

[0060] Preparation of fuchsia two-component temperature-sensitive reversible discoloration microcapsules: take 1.5 g of fuchsia two-component temperature-sensitive reversible discoloration dye complex and 0.75 g polymethyl methacrylate dissolved in 5 mL dichloromethane ( DCM), and then add an emulsifier aqueous solution (2%, 1.0 g gelatin mixed in 49 mL water), and stir at 5000 r / min for 20 min at room temperature to form an O / W emulsion. Pour the O / W emulsion into a beaker, and stir at a speed of 400 r / min for 8 hours at 35°C until the DCM is completely volatilized. After adding deionized water and standing still, dec...

Embodiment 3

[0068] Preparation of No. 2 novel fluoran dye: dissolve 3-diethylaminophenol (1.65g) and 3-nitrophthalic anhydride (2.89g) in toluene (25ml), put them into a three-necked flask, and put them in an oil bath at 110°C Pot reaction 4h, cooled to room temperature, extracted with a small amount of petroleum ether. The supernatant was removed to obtain a purple-red precipitate. Purify the precipitate by column chromatography using dichloromethane / methanol as the eluent to obtain a golden yellow powder, which is the product 4-diethylaminonitroketoacid.

[0069] Put 4-diethylaminonitroketo acid (intermediate M1) (2g) and concentrated sulfuric acid (15ml) into a three-neck flask, and dissolve the powder in an ice-water bath. Then, 4-methoxydiphenylamine (1.11 g) was put into the above-mentioned three-necked flask, and reacted at room temperature for 24 h. Afterwards, the product was slowly dropped into ice water to obtain a dark green precipitate, which was washed with water and sucti...

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Abstract

The invention belongs to the technical field of material science, and particularly relates to a preparation method of a high-sensitivity temperature-sensing reversible color-changing microcapsule. A series of novel fluorane dyes are designed and synthesized, the color change performance can be achieved without a color developing agent, the fluorane dyes are compounded with a phase change material according to a certain proportion, and a series of two-component reversible thermochromic dyes are prepared. And then the two-component reversible thermochromic microcapsule with good color performance and color change response performance is prepared by adopting a solvent evaporation method. The two-component reversible thermochromic microcapsule provided by the invention can effectively improve the color lag phenomenon of the traditional three-component thermochromic capsule.

Description

technical field [0001] The invention belongs to the technical field of material science, and in particular relates to a temperature-sensitive reversible discoloration dye and a preparation method of microcapsules. Background technique [0002] Thermochromic materials are divided into two categories: irreversible thermochromic and reversible thermochromic. Irreversible thermochromism is mainly due to the thermal decomposition of materials, as well as the color change caused by sublimation, melting, compound reaction, and redox reaction. It can only change color in one direction, and its practical application is limited. Inorganic reversible thermochromism is mainly due to the change of crystal structure, the gain and loss of crystal water, the electron transfer and the geometric configuration of the ligand. To a certain extent, its application is limited. There are two kinds of organic thermochromic materials, high molecule and small molecule. The typical representative of...

Claims

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Application Information

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IPC IPC(8): C07D493/10C09B57/00B01J13/02
CPCC07D493/10C09B57/00B01J13/02B01J13/125C09B11/24C09B67/0097
Inventor 付少海张丽平李晶晶王成成蒋晓军
Owner JIANGNAN UNIV
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