CN113444478A - Reusable thermal response adhesive based on ionic liquid and preparation method and application thereof - Google Patents
Reusable thermal response adhesive based on ionic liquid and preparation method and application thereof Download PDFInfo
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- CN113444478A CN113444478A CN202110956925.3A CN202110956925A CN113444478A CN 113444478 A CN113444478 A CN 113444478A CN 202110956925 A CN202110956925 A CN 202110956925A CN 113444478 A CN113444478 A CN 113444478A
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- ionic liquid
- adhesive
- thermal response
- reusable
- photoinitiator
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J151/00—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers
- C09J151/08—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers grafted on to macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention provides a reusable thermal response adhesive based on ionic liquid and a preparation method and application thereof. The reusable thermal response adhesive based on the ionic liquid comprises 10-50 parts by weight of polymerizable monomers, 50-100 parts by weight of the ionic liquid, 1-10 parts by weight of cross-linking agents and 1-10 parts by weight of photoinitiators. The invention also provides a preparation method of the ionic liquid-based reusable thermal response adhesive, the ionic liquid-based reusable thermal response adhesive can be used for electronic products and has strong adhesive strength, and the adhesive strength of the adhesive can be controlled by temperature, so that the adhesive can be peeled and adhered as required.
Description
Technical Field
The invention relates to an adhesive, in particular to a thermal response type adhesive capable of being repeatedly used, and belongs to the technical field of adhesives.
Background
The adhesive has wide application range, simple and convenient use and high economic benefit, so the adhesive plays an important role in high-precision technology and general modern industry. With the development of science and technology and the improvement of living standard of people, the requirements of people on the adhesive are more and more diversified. For example, in the production process of electronic products, some parts need to be replaced frequently. The disposable adhesive is often incapable of being quickly and effectively debonded, and is easy to damage a bonded part during debonding. After the components are renewed, the components need to be adhered again, and the conventional adhesive is difficult to use again.
Disclosure of Invention
In order to solve the above technical problems, an object of the present invention is to provide a thermally responsive adhesive that can be repeatedly used and a method for preparing the same.
In order to achieve the technical purpose, the invention provides an ionic liquid based reusable thermal response adhesive, wherein the ionic liquid based reusable thermal response adhesive comprises 10 parts by weight to 50 parts by weight of polymerizable monomers, 50 parts by weight to 100 parts by weight of ionic liquid, 1 part by weight to 10 parts by weight of cross-linking agents and 1 part by weight to 10 parts by weight of photoinitiators.
In one embodiment of the present invention, the ionic liquid used is
Wherein x is an integer from 2 to 10 and y is an integer from 4 to 12.
In a specific embodiment of the present invention, the polymerizable monomer is one or a combination of several of acrylate, hydroxyethyl acrylate, acrylic acid, acrylamide, and N, N-dimethylacrylamide.
In a specific embodiment of the present invention, the crosslinking agent used is one or a combination of several of polyethylene glycol acrylate, methylene bisacrylamide, pentaerythritol tetraacrylate, and divinylbenzene.
In a specific embodiment of the present invention, the photoinitiator used is one or a combination of several of the photoinitiator 184, the photoinitiator 1173, and the photoinitiator 907.
The invention also provides a preparation method of the reusable thermal response adhesive based on the ionic liquid, which comprises the following steps:
heating a polymerizable monomer, an ionic liquid, a cross-linking agent and a photoinitiator to 60-100 ℃ for melting to obtain a mixture;
fully stirring the mixture to form a uniform liquid phase, and defoaming in a vacuum environment to obtain defoaming liquid;
polymerizing the defoaming liquid under ultraviolet light to obtain the reusable thermal response adhesive based on the ionic liquid.
The reusable thermal response adhesive based on the ionic liquid is formed by polymerizing a polymerizable monomer and the ionic liquid in a molten state, and the obtained adhesive has the following temperature response: the ionic liquid is melted by raising the temperature to a state where it can adhere: the polymer crystallizes upon lowering the temperature, significantly increasing its adhesive strength.
In one embodiment of the invention, the mixture is prepared such that the solid-to-solid ratio of the polymerizable monomer, the ionic liquid, the crosslinking agent and the photoinitiator is 10:10:1:1 to 10:100:10: 10.
In a specific embodiment of the invention, the mixture is stirred at 80-100 ℃, and defoaming treatment is carried out in a vacuum environment at 80-100 ℃, wherein the defoaming treatment time is 30-60 min.
In one embodiment of the present invention, the defoaming liquid is polymerized by ultraviolet light with a wavelength of 365nm-405nm and at 60-100 deg.C (preferably 80 deg.C) for 12-48 h (preferably 24 h).
The invention relates to the application of the reusable thermal response adhesive based on the ionic liquid in electronic products; including but not limited to electronic products such as cell phones. The reusable thermal response adhesive based on an ionic liquid is heated to an amorphous state, then hot-pressed to the surface of an adherend, and then gradually cooled until the adhesive is completely crystallized, at which time the adhesive is in an adhesive adhering state. The adhered object adhered by the adhesive is heated until the adhesive becomes amorphous, and the adhesion strength is greatly weakened at the moment, so that the object can be easily debonded. When the method is used again, the steps are repeated.
The reusable thermal response adhesive based on the ionic liquid has temperature response, and the ionic liquid is melted by raising the temperature to reach a state that the adhesive can be adhered: after the temperature is reduced, the polymer is crystallized, the adhesive strength of the polymer is obviously increased, so that the adhesive with the adhesive strength controllable through the temperature is obtained, and the adhesion and the debonding between an adherend and the adhesive can be realized through the temperature control.
The preparation method of the reusable thermal response adhesive based on the ionic liquid is environment-friendly and economical.
Detailed Description
Example 1
The embodiment provides an ionic liquid based reusable thermal response adhesive, and the preparation method comprises the following steps:
(a) 10g of ethyl acrylate, 60g
(x ═ 2, y ═ 4), 1g of polyethylene glycol acrylate (Mn ═ 1000), and 1g of photoinitiator 184 were mixed and heated to 80 ℃ to give a liquid phase mixture;
(b) stirring the liquid phase mixture obtained in the step (a) at 80 ℃, and defoaming the mixture in a vacuum drying oven at 80 ℃ for 30min after stirring.
(c) Taking out the mixed liquid obtained in the step (b), injecting the mixed liquid into a mold with the size of 20 multiplied by 0.1cm, and carrying out ultraviolet photopolymerization under the ultraviolet light with the wavelength of 365nm-405nm at the temperature of 80 ℃ for 24 h.
Example 2
The embodiment provides an ionic liquid based reusable thermal response adhesive, and the preparation method comprises the following steps:
(a) 10g of ethyl acrylate, 60g
(x ═ 2, y ═ 12), 1g of polyethylene glycol acrylate (Mn ═ 1000), and 1g of photoinitiator 184 were mixed and heated to 80 ℃ to give a liquid phase mixture;
(b) stirring the liquid phase mixture obtained in the step (a) at 80 ℃, and defoaming the mixture in a vacuum drying oven at 80 ℃ for 30min after stirring.
(c) Taking out the mixed liquid obtained in the step (b), injecting the mixed liquid into a mold with the size of 20 multiplied by 0.1cm, and carrying out ultraviolet photopolymerization under the ultraviolet light with the wavelength of 365nm-405nm at the temperature of 80 ℃ for 24 h.
Example 3
This example provides an ionic liquid based reusable thermal response adhesive, and the specific process of the preparation method is substantially the same as that in example 1, except that: in step (a), 10g of N, N-dimethylacrylamide was added as the polymerizable monomer.
Example 4
This example provides an ionic liquid based reusable thermal response adhesive, and the specific process of the preparation method is substantially the same as that in example 1, except that: in step (a), 70g of ionic liquid was added
x is 3 and y is 5.
Example 5
This example provides an ionic liquid based reusable thermal response adhesive, and the specific process of the preparation method is substantially the same as that in example 1, except that: in step (a), 70g of ionic liquid was added
x is 10 and y is 4.
Comparative example 1
The comparative example provides a reusable thermo-responsive adhesive based on ionic liquid, the method of preparation comprising the steps of:
(a) 10g of ethyl acrylate, 50g
(x ═ 1, y ═ 1), 1g of polyethylene glycol acrylate (Mn ═ 1000), and 1g of photoinitiator 184 were mixed and heated to 80 ℃ to give a liquid-phase mixture;
(b) stirring the liquid phase mixture obtained in the step (a) at 80 ℃, and defoaming the mixture in a vacuum drying oven at 80 ℃ for 30min after stirring.
(c) Taking out the mixed liquid obtained in the step (b), injecting the mixed liquid into a mold with the size of 20 multiplied by 0.1cm, and carrying out ultraviolet photopolymerization under the ultraviolet light with the wavelength of 365nm-405nm at the temperature of 80 ℃ for 24 h.
Comparative example 2
The present comparative example provides an adhesive that,the specific process of the preparation method is basically the same as that in example 1, except that: examples of liquids used are
x is 1 and y is 13.
Comparative example 3
This comparative example provides an adhesive prepared by a process substantially as described in example 1, except that: the polymerizable monomer used was vinyl pyridine.
Comparative example 4
This comparative example provides an adhesive prepared by a process substantially as described in example 1, except that: 1g of ethyl acrylate.
Comparative example 5
This comparative example provides an adhesive prepared by a process substantially as described in example 1, except that: 1g of
(x＝2，y＝4)。
Comparative example 6
This comparative example provides an adhesive prepared by a process substantially as described in example 1, except that: heating to 50 ℃ in step (a).
Comparative example 7
This comparative example provides an adhesive prepared by a process substantially as described in example 1, except that: the ionic liquid is
(x＝11，y＝15)。
Application example 1
The adhesives of examples 1 to 5 and comparative examples 1 to 7 were subjected to adhesion strength and temperature control tests (relevant performance tests were sufficient), and the results are shown in table 1.
TABLE 1 Performance Table of the adhesives of examples 1-5 and comparative examples 1-7
| Temperature of crystalline phase transition | Storage modulus | Shear adhesion strength | |
| Example 1 | 86℃ | 1.13MPa | 1.97MPa |
| Example 2 | 90℃ | 1.34MPa | 2.84MPa |
| Example 3 | 58℃ | 1.55MPa | 1.67MPa |
| Example 4 | 55℃ | 1.28MPa | 1.42MPa |
| Example 5 | 110℃ | 1.55MPa | 3.10MPa |
| Comparative example 1 | 66℃ | 0.63MPa | 0.72MPa |
| Comparative example 2 | 72℃ | 0.79MPa | 0.53MPa |
| Comparative example 3 | 75℃ | 0.83MPa | 0.32MPa |
| Comparative example 4 | 66℃ | 1.08MPa | 0.22MPa |
| Comparative example 5 | 66℃ | 0.23MPa | 0.14MPa |
| Comparative example 6 | 50℃ | 0.73MPa | 0.17MPa |
| Comparative example 7 | 105℃ | 1.71MPa | 0.51MPa |
The above embodiments are merely illustrative of the technical ideas and features of the present invention, and the purpose thereof is to enable those skilled in the art to understand the contents of the present invention and implement the present invention, and not to limit the protection scope of the present invention. All equivalent changes and modifications made according to the spirit of the present invention should be covered within the protection scope of the present invention.
Claims (10)
1. The reusable thermal response adhesive based on the ionic liquid comprises 10-50 parts by weight of polymerizable monomers, 50-100 parts by weight of the ionic liquid, 1-10 parts by weight of cross-linking agents and 1-10 parts by weight of photoinitiators.
2. The reusable thermally responsive adhesive of claim 1 wherein the ionic liquid is
3. The reusable thermal response adhesive based on ionic liquid of claim 1, wherein the polymerizable monomer is one or a combination of acrylate, hydroxyethyl acrylate, acrylic acid, acrylamide and N, N-dimethylacrylamide.
4. The reusable thermal response adhesive based on ionic liquid of claim 1, wherein the cross-linking agent is one or a combination of polyethylene glycol acrylate, methylene bisacrylamide, pentaerythritol tetraacrylate, divinylbenzene.
5. The reusable thermal response adhesive based on ionic liquid according to claim 1, wherein the photoinitiator is one or a combination of photoinitiator 184, photoinitiator 1173 and photoinitiator 907.
6. The method of preparing the ionic liquid based reusable heat responsive adhesive of any of claims 1-5 comprising the steps of:
heating the polymerizable monomer, the ionic liquid, the cross-linking agent and the photoinitiator to 60-100 ℃ for melting to obtain a mixture;
fully stirring the mixture to form a uniform liquid phase, and defoaming in a vacuum environment to obtain defoaming liquid;
polymerizing the defoaming liquid under ultraviolet light to obtain the reusable thermal response adhesive based on the ionic liquid.
7. The preparation method according to claim 6, wherein the polymerizable monomer, the ionic liquid, the crosslinking agent and the photoinitiator are mixed at a solid-to-solid ratio of 10:10:1:1 to 10:100:10:10 when the mixture is prepared.
8. The preparation method according to claim 6, wherein the mixture is stirred at 80-C100℃, and defoaming treatment is performed in a vacuum environment at 80-100℃ for 30-60 min.
9. The preparation method according to claim 6, wherein the defoaming liquid is photopolymerized at 60-100 ℃ under ultraviolet light with a wavelength of 365-405 nm, and the polymerization time is 12-48 h.
10. Use of the ionic liquid based reusable heat responsive adhesive of any of claims 1-5 in an electronic product.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110956925.3A CN113444478A (en) | 2021-08-19 | 2021-08-19 | Reusable thermal response adhesive based on ionic liquid and preparation method and application thereof |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110956925.3A CN113444478A (en) | 2021-08-19 | 2021-08-19 | Reusable thermal response adhesive based on ionic liquid and preparation method and application thereof |
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20150333374A1 (en) * | 2014-05-15 | 2015-11-19 | NOHMs Technologies, Inc. | Ionic liquids for solvating cyclic carbonates |
| CN106188388A (en) * | 2016-07-14 | 2016-12-07 | 苏州大学 | A kind of heat/electrical response performance gel photo chromic glass material |
| CN110699020A (en) * | 2019-11-20 | 2020-01-17 | 湖南大学 | Polyion liquid adhesive and preparation method thereof |
| CN112500818A (en) * | 2020-11-30 | 2021-03-16 | 香港中文大学（深圳） | Adhesive, preparation method thereof and adhesive tape |
-
2021
- 2021-08-19 CN CN202110956925.3A patent/CN113444478A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20150333374A1 (en) * | 2014-05-15 | 2015-11-19 | NOHMs Technologies, Inc. | Ionic liquids for solvating cyclic carbonates |
| CN106188388A (en) * | 2016-07-14 | 2016-12-07 | 苏州大学 | A kind of heat/electrical response performance gel photo chromic glass material |
| CN110699020A (en) * | 2019-11-20 | 2020-01-17 | 湖南大学 | Polyion liquid adhesive and preparation method thereof |
| CN112500818A (en) * | 2020-11-30 | 2021-03-16 | 香港中文大学（深圳） | Adhesive, preparation method thereof and adhesive tape |
Non-Patent Citations (1)
| Title |
|---|
| 何仁主编: "《金属有机化学》", 30 September 2007, 华东理工大学出版社 * |
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