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Azobenzene derivative, preparation method thereof, azobenzene-based light-operated reversible adhesive and use method thereof

A technology of azobenzene derivatives and azophenyl, applied in the field of azobenzene derivatives and their preparation, azophenyl light-controlled reversible adhesives, can solve the problems of large local stress, poor products, wrinkles and the like , to achieve the effect of low cost, easy cleaning and recycling, and excellent adhesion performance

Inactive Publication Date: 2020-12-01
SHENZHEN CHINA STAR OPTOELECTRONICS SEMICON DISPLAY TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, when the laser irradiates the contact interface between the glass substrate and the flexible substrate, the energy will also be absorbed by the flexible substrate, causing the flexible substrate to ablate and release gas, so the flexible substrate will locally expand and form wrinkles after cooling, and even local stress If it is too large, it will warp and cause defective products

Method used

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  • Azobenzene derivative, preparation method thereof, azobenzene-based light-operated reversible adhesive and use method thereof
  • Azobenzene derivative, preparation method thereof, azobenzene-based light-operated reversible adhesive and use method thereof
  • Azobenzene derivative, preparation method thereof, azobenzene-based light-operated reversible adhesive and use method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] A kind of azobenzene derivative, denoted as P1, its molecular structure is as follows:

[0030]

[0031] The preparation method of P1 is: take azobenzene, 3,4,5-tripentyloxybenzoic acid and 2,2'-dihydroxy-1,1'-binaphthalene at a ratio of 1:1:1 Phenol, put the above three raw materials into a reaction kettle filled with water to participate in the reaction together, stir evenly, and continue the reaction for 30 minutes at 20°C, filter (suction filter) and dry the reacted mixture, and the obtained orange solid is P1 , and its melting point was measured to be 44°C.

[0032] The preparation method of the invention is simple and low in cost, and the reaction can take place at room temperature using water as a medium without a catalyst, and the conversion rate of raw materials is as high as 85%-93%.

[0033] P1 is used as the adhesive of the optical switch (azophenyl light-controlled reversible adhesive) is very soluble in common organic solvents such as methylene chlorid...

Embodiment 2

[0035] The preparation method of P1 in this example is as follows: azobenzene, 3,4,5-tripentyloxybenzoic acid and 2,2'-dihydroxy-1,1 '-Binaphthol, put the above three raw materials into a reaction kettle filled with water to participate in the reaction together, stir evenly, and continue the reaction at 25°C for 20min, and the reacted mixture is filtered (suction filtered) and dried to obtain an orange The solid is P1.

Embodiment 3

[0037] The preparation method of P1 in this example is: take azobenzene, 3,4,5-tripentyloxybenzoic acid and 2,2'-dihydroxy-1,1 '-Binaphthol, put the above three raw materials into a reaction kettle filled with water to participate in the reaction together, stir evenly, and continue the reaction at 30°C for 25min, and the reacted mixture is filtered (suction filtered) and dried, and the obtained orange The solid is P1.

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Abstract

The invention discloses an azobenzene derivative, a preparation method of the azobenzene derivative, an azobenzene-based light-operated reversible adhesive and a use method of the azobenzene light-operated reversible adhesive. The molecular structure of the azobenzene derivative is shown as P1 and P2. According to the preparation method of the azobenzene derivative, an azobenzene group and 3, 4, 5-tripentoxyl benzoic acid or 3, 4, 5-tridodecyloxy benzoic acid undergo an esterification reaction with 2, 2'-dyhydroxy-1, 1'-binaphthol, so that P1 or P2 can be obtained. The azobenzene derivatives P1 and P2 are jointly adjusted to a melting point slightly higher than the room temperature by using alkyl chains and binaphthol, the liquid P1 and P2 can be spontaneously and quickly cured within 2 minutes, the cured azobenzene derivatives show excellent bonding performance, and the bonding strength can reach several MPa to meet the requirements of subsequent processes, under irradiation of greenlight, the photothermal effect of P1 and P2 causes conversion from solid to liquid, and after irradiation of green light, P1 and P2 are heated to be melted and lose the bonding performance.

Description

technical field [0001] The invention belongs to the technical field of adhesive materials, and specifically relates to an azobenzene derivative, a preparation method thereof, an azobenzene light-controlled reversible adhesive and a method for using it. Background technique [0002] Flexible displays have the characteristics of thinness, rollability, impact resistance, etc., and have a huge potential market in the field of portable electronic products. Displays such as Liquid Crystal Display (LCD for short), Organic Light Emitting Display (OLCD for short) and the like can realize flexible display. [0003] In the process of manufacturing flexible displays, how to separate the flexible substrate from the carrier substrate is a key technology for preparing flexible devices in the field of flexible display technology. In the prior art, mechanical lift-off or laser lift-off technology is usually used, and the laser lift-off technology causes less damage to the flexible substrate...

Claims

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Application Information

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IPC IPC(8): C07C245/08H01L51/00H01L51/56C09J11/06C09J5/00
CPCC07C245/08C09J11/06C09J5/00H10K71/80H10K77/111Y02E10/549
Inventor 吴豪旭
Owner SHENZHEN CHINA STAR OPTOELECTRONICS SEMICON DISPLAY TECH CO LTD
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