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Adhesive based on photo-induced solid-liquid conversion of azobenzene compound

A solid-liquid conversion, methyl azobenzene technology, used in non-polymer organic compound adhesives, adhesive types, polyurea/polyurethane adhesives, etc. Transportation difficulties and other problems, to achieve the effect of improving bonding strength, convenient transportation, and convenient liquefaction

Pending Publication Date: 2020-09-01
UNIV OF SCI & TECH OF CHINA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] The current adhesives are generally liquid adhesives, including water-soluble adhesives, solvent-based adhesives, emulsion adhesives, etc., and there is a problem of transportation difficulties
In addition, in industrial applications, the process of glue application is often required, which is time-consuming and laborious, and will cause bonding loss due to improper glue application. Therefore, the market urgently needs adhesives that are easier to operate

Method used

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  • Adhesive based on photo-induced solid-liquid conversion of azobenzene compound
  • Adhesive based on photo-induced solid-liquid conversion of azobenzene compound
  • Adhesive based on photo-induced solid-liquid conversion of azobenzene compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0076] Preparation of 4,4'-hexyl diacrylate-3-methylazobenzene derivatives

[0077] 1) Preparation of 4,4'-dihydroxy-3-methylazobenzene: under stirring conditions, add sodium nitrite aqueous solution dropwise to p-aminophenol acidic aqueous solution with pH=1~2, and control the reaction temperature to 0 ℃, continue to react for 0.5 hours after the dropwise addition, and obtain the diazonium salt solution of p-aminophenol, wherein the molar ratio of p-aminophenol to sodium nitrite is 1:1.1; Add the above-mentioned diazonium salt solution of p-aminophenol dropwise to an alkaline aqueous solution of 10 o-cresol, react at room temperature for 4 hours after the dropwise addition, add hydrochloric acid to precipitate the product, wherein the molar ratio of p-aminophenol to o-cresol is 1 :1. The water was extracted and dried, separated and purified by column chromatography with ethyl acetate:petroleum ether=1:4 eluent, the solvent was removed and then dried to obtain 4,4'-dihydroxy-...

Embodiment 2

[0085] Completely dissolve 48.25 g of 4,4'-hexyl diacrylate-3-methylazobenzene in 10 ml of dichloromethane, then add 0.2 g of acetylphenylhydrazine and 0.3 g of o-benzoylsulfonimide and stir well , finally add 1 gram of cumene hydroperoxide and 0.25 gram of 1,4-hydroquinone, stir for 30 minutes, then vacuum process for 10 minutes under the condition of -0.08MPa, and then evenly coat the plastic plate for cutting. In the solvent recovery workshop, after the dichloromethane is evaporated and recovered, the glue is fixed on the plastic plate, packed with film, and applied by the client.

Embodiment 3

[0087] Completely dissolve 47.25 g of 4,4'-hexyl diacrylate-3-methylazobenzene in 10 ml of dichloromethane, then add 0.2 g of acetylphenylhydrazine and 0.3 g of o-benzoylsulfonimide and stir well Finally, add 0.5 g of polyurethane acrylic resin and 0.5 g of hydroxypropyl methacrylate, stir for 20 min, finally add 1 g of cumene hydroperoxide and 0.25 g of 1,4-hydroquinone, stir for 30 min, and then Vacuum treatment under MPa condition for 10min, and then evenly coated on the cutting plastic board, in the solvent recovery workshop, after the dichloromethane is evaporated and recovered, the glue is fixed on the plastic board, packed with film, and applied on the client side.

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Abstract

The invention provides an adhesive based on photoinduced solid-liquid conversion of an azobenzene compound. The adhesive comprises an azobenzene derivative shown as a formula I, the azobenzene derivative can be isomerized under light induction, solid-liquid conversion can be achieved at the room temperature, and the liquefiable adhesive prepared through the method is prepared on the basis of the photoresponse property of the azobenzene derivative. The prepared adhesive is in a solid state at room temperature, can be converted into a liquid state after being irradiated by ultraviolet light, andcan be quickly adhered. The product not only is convenient to liquefy and transport, but also can be used at a client side after being converted into liquid through illumination, so that the time forgluing and detecting by a client is saved.

Description

technical field [0001] The invention relates to the technical field of photocomposite functional materials, in particular to an adhesive based on the photoinduced solid-liquid transition of azobenzene compounds. Background technique [0002] The current adhesives are generally liquid adhesives, including water-soluble adhesives, solvent adhesives, emulsion adhesives, etc., and there is a problem of difficulty in transportation. In addition, in industrial applications, the process of glue application is often required, which is time-consuming and laborious, and will cause bonding loss due to improper glue application. Therefore, the market urgently needs adhesives that are easier to operate. [0003] Photoresponsive adhesives have the advantages of non-contact stimuli response, cleanness of light energy, and convenience, and will be the future development trend. [0004] Photoresponsive compound azobenzene molecules have good absorption in the ultraviolet region, as well as ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09J4/02C09J11/06C09J175/14C07C245/08
CPCC07C245/08C09J4/00C09J11/06C09J175/14C08K5/435
Inventor 吴思牛兵刘远立高满梁烁丰吴泽宏
Owner UNIV OF SCI & TECH OF CHINA
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