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High-strength photoreversible adhesive, and preparation method and application thereof

A high-intensity light, adhesive technology, applied in the direction of adhesives, adhesive types, polyurea/polyurethane adhesives, etc., can solve the adverse effects of polymer segment freezing, inability to react, and light-induced reversible adhesive bond strength And other issues

Active Publication Date: 2021-09-03
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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  • High-strength photoreversible adhesive, and preparation method and application thereof
  • High-strength photoreversible adhesive, and preparation method and application thereof
  • High-strength photoreversible adhesive, and preparation method and application thereof

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-strength photoreversible adhesive, and a preparation method and application thereof. The preparation method comprises the following steps: epoxidizing an anthryl-containing compound raw material to prepare an anthracene-containing epoxidized product, mixing the anthracene-containing epoxidized product with a mercapto-terminated alcohol compound and an accelerant, and carrying out ring opening at room temperature to prepare a double-end hydroxyl compound containing an anthryl side chain; adopting a double-end isocyanate group compound and double-end hydroxyl polycaprolactone, adding an organic tin catalyst, and carrying out a chain extension reaction to form a chain-extended double-end isocyanate group compound with relatively large molecular weight; and finally, reacting the chain-extended double-end isocyanate group compound with the double-end hydroxyl compound containing the anthryl side chain and a double-end hydroxyl compound without an anthryl side chain, and adding the organic tin catalyst for catalytic reaction to obtain the high-strength photoreversible adhesive. The adhesive disclosed by the invention is subjected to [4+4] cycloaddition reaction under irradiation of 350-405 nm ultraviolet light, and is cured; and the adhesive is decrosslinked under the irradiation of ultraviolet light with the wavelength of less than 300 nm.

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 Applications(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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