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A kind of high-intensity photoreversible adhesive, preparation method and application

A high-intensity light and adhesive technology, applied in the direction of adhesives, adhesive types, polyurea/polyurethane adhesives, etc., can solve the adverse effects of light-induced reversible adhesive bonding strength, freezing of polymer chains, and inability to react and other problems, to achieve strong reactivity and operability, strong bonding strength and stability, and improve the effect of bonding strength and creep resistance

Active Publication Date: 2022-05-17
BEIJING UNIV OF CHEM TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, there is still a problem in the existing research results: when the glass transition temperature of the reaction product is significantly higher than the ambient temperature, the polymer chain segments are frozen during the reaction process, resulting in low reaction efficiency, or even the inability to carry out the reaction.
Both of the above situations adversely affect the bond strength of light-induced reversible adhesives

Method used

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  • A kind of high-intensity photoreversible adhesive, preparation method and application
  • A kind of high-intensity photoreversible adhesive, preparation method and application
  • A kind of high-intensity photoreversible adhesive, preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0131] Adhesive structural formula:

[0132]

[0133] 0

[0134] A is

[0135]

[0136] B is:

[0137]

[0138] a=19

[0139] D is:

[0140]

[0141] b=4

[0142] R is

[0143]

[0144] Preparation methods include:

[0145] 1) Preparation of anthracene-containing epoxidation products: Dissolve 1 mol of 9-anthracene methanol (AM) raw material in 25 mol of non-polar solvent toluene, then add 8 mol of epichlorohydrin, keep the temperature in a water bath at 65°C, and then add 3 mol of of sodium hydroxide and 0.02 mol of tetramethylammonium bromide (TMAB). Insulated and stirred for 4 hours, centrifuged, toluene extracted, rotary evaporated and vacuum dried to obtain an epoxidized product containing anthracenyl groups——9-anthracenemethanol epoxide (AER);

[0146] 2) Preparation of double-terminal hydroxyl compounds containing anthracenyl side chains: Step 1) Mix 0.5 mol of 9-anthracene methano...

Embodiment 2

[0175] The structural formula of adhesive is the same as embodiment 1.

[0176] Preparation methods include:

[0177] 1) Preparation of anthracene-containing epoxidation products: Dissolve 1 mol of 9-anthracene methanol (AM) raw material in 20 mol of non-polar solvent toluene, then add 5 mol of epichlorohydrin, keep the temperature in a water bath at 60°C, and then add 2 mol of Sodium hydroxide and 0.01 mol of tetramethylammonium bromide (TMAB). Insulated and stirred for 6 hours, centrifuged, toluene extracted, rotary evaporated and vacuum dried to obtain an epoxidized product containing anthracenyl groups—9-anthracenemethanol epoxide (AER);

[0178] 2) Preparation of double-terminal hydroxyl compounds containing anthracenyl side chains: Step 1) Mix 0.5 mol of 9-anthracene methanol epoxide with 0.5 mol mercaptoethanol, dissolve in 10 mol toluene, and add DMP in 0.5% of the mass fraction -30 promoter, after stirring evenly, react at room temperature (20°C) for 3h, and obtain ...

Embodiment 3

[0206] Adhesive structural formula is the same as embodiment 1.

[0207] Preparation methods include:

[0208] 1) Preparation of anthracene-containing epoxidation products: Dissolve 1 mol of 9-anthracene methanol (AM) raw material in 30 mol of non-polar solvent toluene, then add 10 mol of epichlorohydrin, keep the temperature in a water bath at 70°C, and then add 4 mol of of sodium hydroxide and 0.03 mol of tetramethylammonium bromide (TMAB). Insulated and stirred for 6 hours, centrifuged, toluene extracted, rotary evaporated and vacuum dried to obtain an epoxidized product containing anthracenyl groups - 9-anthracenemethanol epoxide (AER);

[0209] 2) Preparation of double-terminal hydroxyl compounds containing anthracenyl side chains: Step 1) Mix 0.5mol of 9-anthracene methanol epoxide with 0.55mol mercaptoethanol, dissolve in 15mol toluene, add DMP with 1% of the mass fraction -30 promoter, after stirring evenly, react at room temperature (30°C) for 2h, and obtain an epox...

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Abstract

The invention discloses a high-intensity photoreversible adhesive, a preparation method and an application. The present invention firstly epoxidizes anthracenyl-containing compound raw materials to prepare anthracene-containing epoxidized products, then mixes them with terminal mercapto alcohol compounds and accelerators, and performs ring opening at room temperature to prepare anthracenyl-containing side chains. Double terminal hydroxyl compound. A double-terminal isocyanate compound and double-terminal hydroxyl polycaprolactone are used, and an organic tin catalyst is added to carry out a chain extension reaction to form a larger molecular weight chain-extended double-terminal isocyanate compound. Finally, the chain-extended double-terminal isocyanate compound is reacted with the double-terminal hydroxyl compound containing anthracenyl side chain and the double-terminal hydroxyl compound not containing anthracenyl side chain, and an organotin catalyst is added to catalyze the reaction to obtain the high-intensity photoreversible adhesive. The adhesive of the invention undergoes [4+4] cycloaddition reaction under the irradiation of ultraviolet light of 350-405nm, and is cured; it is decrosslinked under the irradiation of ultraviolet light of less than 300nm.

Description

technical field [0001] The present invention relates to the technical field of adhesives, and furthermore, relates to a high-intensity light-reversible adhesive, a preparation method and an application. Background technique [0002] Adhesive is a material that can firmly bond two substrates together. It is widely used in various fields of military and civilian use, and is an indispensable material in the automotive, biomedical, construction and aerospace industries. In order to save costs and reduce environmental pollution, the design and application of reversible adhesives are required. [0003] Currently, reversible adhesives are mainly based on the thermal reversible mechanism, while the light-induced method has been attracting attention for its non-contact initiation, non-directional initiation, and quick and easy operation. Photoisomerization of azobenzene is a way to prepare light-induced reversible adhesives. The matrix containing continuous azobenzene sequences bin...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C09J175/06C08G18/66C08G18/42C08G18/32
CPCC09J175/06C08G18/664C08G18/4277C08G18/3206C08G18/3868
Inventor 程珏刘子宇张军营
Owner BEIJING UNIV OF CHEM TECH
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