CN114806488A - Adhesive capable of being photoinduced to lose adhesion and preparation method thereof - Google Patents
Adhesive capable of being photoinduced to lose adhesion and preparation method thereof Download PDFInfo
- Publication number
- CN114806488A CN114806488A CN202210390861.XA CN202210390861A CN114806488A CN 114806488 A CN114806488 A CN 114806488A CN 202210390861 A CN202210390861 A CN 202210390861A CN 114806488 A CN114806488 A CN 114806488A
- Authority
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- Prior art keywords
- adhesive
- acrylic resin
- modified
- photoinduced
- resin
- Prior art date
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- 239000000853 adhesive Substances 0.000 title claims abstract description 41
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 41
- 238000002360 preparation method Methods 0.000 title claims abstract description 8
- 239000004925 Acrylic resin Substances 0.000 claims abstract description 26
- 229920000178 Acrylic resin Polymers 0.000 claims abstract description 26
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 claims abstract description 22
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 claims abstract description 22
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 claims abstract description 22
- 239000011347 resin Substances 0.000 claims abstract description 15
- 229920005989 resin Polymers 0.000 claims abstract description 15
- 239000012752 auxiliary agent Substances 0.000 claims abstract description 13
- 239000003085 diluting agent Substances 0.000 claims abstract description 13
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000002904 solvent Substances 0.000 claims abstract description 9
- 238000000034 method Methods 0.000 claims abstract description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 9
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 8
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 6
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 6
- 239000006185 dispersion Substances 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims description 5
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 4
- 239000003112 inhibitor Substances 0.000 claims description 4
- 239000000178 monomer Substances 0.000 claims description 4
- 238000006116 polymerization reaction Methods 0.000 claims description 4
- 239000002518 antifoaming agent Substances 0.000 claims description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 2
- 239000004593 Epoxy Substances 0.000 claims description 2
- 230000009477 glass transition Effects 0.000 claims description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 2
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims 3
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 claims 2
- 239000013530 defoamer Substances 0.000 claims 1
- 239000002390 adhesive tape Substances 0.000 abstract description 7
- 238000007385 chemical modification Methods 0.000 abstract description 2
- 238000005286 illumination Methods 0.000 abstract description 2
- 239000004814 polyurethane Substances 0.000 description 6
- 229920002635 polyurethane Polymers 0.000 description 6
- 238000001914 filtration Methods 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 239000012790 adhesive layer Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- PSGCQDPCAWOCSH-UHFFFAOYSA-N (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) prop-2-enoate Chemical compound C1CC2(C)C(OC(=O)C=C)CC1C2(C)C PSGCQDPCAWOCSH-UHFFFAOYSA-N 0.000 description 1
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 1
- FIHBHSQYSYVZQE-UHFFFAOYSA-N 6-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound C=CC(=O)OCCCCCCOC(=O)C=C FIHBHSQYSYVZQE-UHFFFAOYSA-N 0.000 description 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
- XRMBQHTWUBGQDN-UHFFFAOYSA-N [2-[2,2-bis(prop-2-enoyloxymethyl)butoxymethyl]-2-(prop-2-enoyloxymethyl)butyl] prop-2-enoate Chemical compound C=CC(=O)OCC(COC(=O)C=C)(CC)COCC(CC)(COC(=O)C=C)COC(=O)C=C XRMBQHTWUBGQDN-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
Classifications
-
- 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
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
- C09J175/14—Polyurethanes having 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
-
- 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
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
-
- 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
- C09J7/00—Adhesives in the form of films or foils
- C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention relates to the technical field of adhesives, and particularly discloses a photoinduced adhesive capable of being debonded and a preparation method thereof, wherein the adhesive is composed of modified rosin resin, modified acrylic resin, a reactive diluent, a solvent and an auxiliary agent, and the adhesive comprises the following components in parts by weight: 10-30% of modified rosin resin, 30-70% of modified acrylic resin, 15-40% of reactive diluent, 0-30% of solvent and 0.1-5% of auxiliary agent. The adhesive capable of photoinduced debonding is added into the photoinduced debonding adhesive by introducing the double bonds capable of being initiated by light into the rosin resin by adopting a chemical modification method, and after ultraviolet illumination, the adhesive tape loses the viscosity and is easy to remove, so that the adhesive force of the adhesive can be increased, and the photoinduced debonding performance is not influenced.
Description
Technical Field
The invention relates to the technical field of adhesives, in particular to an adhesive capable of being photoinduced for losing adhesion and a preparation method thereof.
Background
The photoinduced adhesive tape is a special adhesive product for the photoinduced adhesive tape, is mainly used for temporary bonding and protection, prevents workpieces from being scratched, abraded, polluted, corroded and the like, can be removed from the workpieces after use, has no residue on the bonding surface, and does not influence the material performance of the workpieces. After years of development and application exploration, the material is widely applied to various fields, and especially plays an important role in semiconductor wafer cutting, precision electronic device manufacturing and optical device manufacturing.
The main function of the photoinduced adhesive tape is realized by an adhesive layer coated on a base film, Chinese patent CN201710574410 discloses a UV single-sided adhesive tape which is subjected to ultraviolet irradiation and then is subjected to adhesive losing and a preparation method thereof, the adhesive tape structurally comprises a transparent base film, a UV adhesive layer and a single-sided release film, and the UV adhesive layer mainly comprises a UV adhesive, a curing additive and a solvent. The use of UV adhesives in this patent may have problems of insufficient adhesion and poor de-bonding.
Disclosure of Invention
The invention aims to provide a photo-induced adhesive capable of being subjected to adhesive loss and a preparation method thereof.
In order to solve the technical problems, the invention provides a photoinduced adhesive capable of being subjected to adhesive loss, which consists of modified rosin resin, modified acrylic resin, a reactive diluent, a solvent and an auxiliary agent, wherein the parts of the components are as follows: 10-30% of modified rosin resin, 30-70% of modified acrylic resin, 15-40% of reactive diluent, 0-30% of solvent and 0.1-5% of auxiliary agent.
Further, the modified rosin resin is prepared by introducing a double bond which can be initiated by light into rosin or hydrogenated rosin by a chemical method, and is mainly characterized by having the following chemical structure:
wherein n is 2 to 50,
further, the modified acrylic resin is one of acrylic resin, polyurethane acrylic resin and epoxy acrylic resin.
Further, the polyurethane acrylic resin is polyurethane acrylic resin with a glass transition temperature Tg lower than-20 degrees.
Further, the reactive diluent is one or a mixture of more of 2-20 functionality polyurethane acrylate prepolymer and acrylate monomers.
Furthermore, the functionality of the polyurethane acrylate prepolymer is 2-6, and the functionality of the acrylate monomer is 2-4.
Further, the solvent is one or a mixture of more of acetone, ethyl acetate, toluene, propylene glycol monoether acetate, methyl ethyl ketone, tetrahydrofuran and dichloromethane.
Further, the auxiliary agent is a mixture of a defoaming agent, a polymerization inhibitor and a photoinitiator.
Further, 0.1-0.2 part of polymerization inhibitor, 0.5-1 part of defoaming agent and 5-8 parts of photoinitiator.
The invention also provides a preparation method of the adhesive capable of being photoinduced for debonding, which comprises the steps of adding 10-30% of modified rosin resin, 30-70% of modified acrylic resin, 15-40% of active diluent and 0.1-5% of auxiliary agent into a high-speed dispersion machine, uniformly stirring, and filtering to obtain the adhesive.
The invention has the beneficial effects that: the adhesive capable of photoinduced debonding is added into the photoinduced debonding adhesive by introducing the double bonds capable of being initiated by light into the rosin resin by adopting a chemical modification method, and after ultraviolet illumination, the adhesive tape loses the viscosity and is easy to remove, so that the adhesive force of the adhesive can be increased, and the photoinduced debonding performance is not influenced.
Detailed Description
The technical solutions in the embodiments of the present invention will be clearly and completely described below, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all embodiments. All other embodiments, which can be obtained by a person skilled in the art without any inventive step based on the embodiments of the present invention, are within the scope of the present invention.
Example 1:
a light-induced debonding adhesive:
adding 20% of modified rosin resin, 45% of polyurethane acrylic resin with Tg lower than-20 ℃, 20% of reactive diluent (a mixture of ditrimethylolpropane tetraacrylate and 1, 6-hexanediol diacrylate 1: 1), 13% of acetone and 2% of auxiliary agent into a high-speed dispersion machine, uniformly stirring, and filtering to obtain the modified rosin acrylic resin.
EXAMPLE 2
A light-induced debonding adhesive:
adding 15% of modified rosin resin, 35% of modified acrylic resin, 20% of reactive diluent (RJ429, good Germany chemical (China) Co., Ltd.), 27% of toluene and 3% of auxiliary agent into a high-speed dispersion machine, stirring uniformly, and filtering to obtain the modified rosin acrylic resin.
Example 3
A light-induced debonding adhesive:
adding 25% of modified rosin resin, 40% of modified acrylic resin, 32% of reactive diluent (RJ4219, a mixture of isobornyl acrylate and hydroxyethyl methacrylate at a ratio of 1:2:1, good Germany chemical Co., Ltd., Germany) and 3% of auxiliary agent into a high-speed dispersion machine, stirring uniformly, and filtering to obtain the modified rosin acrylic resin.
The above disclosure is only for the purpose of illustrating the preferred embodiments of the present invention and is not to be construed as limiting the scope of the present invention, therefore, the present invention is not limited by the appended claims.
Claims (10)
1. The adhesive capable of being subjected to photoinduced debonding is characterized by comprising modified rosin resin, modified acrylic resin, a reactive diluent, a solvent and an auxiliary agent in parts by weight: 10-30% of modified rosin resin, 30-70% of modified acrylic resin, 15-40% of reactive diluent, 0-30% of solvent and 0.1-5% of auxiliary agent.
2. The adhesive of claim 1, wherein the modified rosin resin is prepared by introducing photoinitiated double bonds into rosin or hydrogenated rosin by a chemical method, and is mainly characterized by having the following chemical structure:
wherein n is 2 to 50,
3. the adhesive of claim 1, wherein the modified acrylic resin is one of acrylic resin, urethane acrylic resin, and epoxy acrylic resin.
4. The photo-detackable adhesive according to claim 3, wherein the urethane acrylic resin is a urethane acrylic resin having a glass transition temperature Tg of less than-20 °.
5. The adhesive of claim 1, wherein the reactive diluent is one or more of 2-20 functionality urethane acrylate prepolymer and acrylate monomer.
6. The adhesive of claim 5, wherein the functionality of the urethane acrylate prepolymer is 2-6, and the functionality of the acrylate monomer is 2-4.
7. The adhesive of claim 1, wherein the solvent is one or more selected from acetone, ethyl acetate, toluene, propylene glycol monoether acetate, methyl ethyl ketone, tetrahydrofuran, and dichloromethane.
8. The photo-induced debonding adhesive according to claim 1, wherein the auxiliary agent is a mixture of an antifoaming agent, a polymerization inhibitor and a photoinitiator.
9. The adhesive of claim 8, wherein the polymerization inhibitor is 0.1-0.2 part, the defoamer is 0.5-1 part, and the photoinitiator is 5-8 parts.
10. A preparation method of a photo-induced adhesive capable of being unstuck is used for preparing the adhesive of any one of claims 1 to 9, and is characterized in that 10-30% of modified rosin resin, 30-70% of modified acrylic resin, 15-40% of reactive diluent and 0.1-5% of auxiliary agent are added into a high-speed dispersion machine to be uniformly stirred and filtered, and then the photo-induced adhesive is obtained.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202210390861.XA CN114806488A (en) | 2022-04-14 | 2022-04-14 | Adhesive capable of being photoinduced to lose adhesion and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202210390861.XA CN114806488A (en) | 2022-04-14 | 2022-04-14 | Adhesive capable of being photoinduced to lose adhesion and preparation method thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN114806488A true CN114806488A (en) | 2022-07-29 |
Family
ID=82536412
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202210390861.XA Pending CN114806488A (en) | 2022-04-14 | 2022-04-14 | Adhesive capable of being photoinduced to lose adhesion and preparation method thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN114806488A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN117720861A (en) * | 2023-12-21 | 2024-03-19 | 东莞帝亿特电子胶带有限公司 | Electronic adhesive tape and preparation method thereof |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20090050794A (en) * | 2007-11-16 | 2009-05-20 | 재단법인서울대학교산학협력재단 | Method for producing uv-polymerizable acrylic pressure-sensitive adhesives using rosin methacrylate |
| CN111057474A (en) * | 2019-12-24 | 2020-04-24 | 合肥乐凯科技产业有限公司 | Adhesive for UV (ultraviolet) anti-adhesive film and UV anti-adhesive film thereof |
| CN212174860U (en) * | 2019-11-14 | 2020-12-18 | 北京清鸿光科科技有限公司 | Photoinduced adhesive tape |
| CN113372824A (en) * | 2021-06-24 | 2021-09-10 | 苏州赛伍应用技术股份有限公司 | Water-impact-resistant high-viscosity UV (ultraviolet) viscosity-reducing adhesive and preparation method and application thereof |
-
2022
- 2022-04-14 CN CN202210390861.XA patent/CN114806488A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20090050794A (en) * | 2007-11-16 | 2009-05-20 | 재단법인서울대학교산학협력재단 | Method for producing uv-polymerizable acrylic pressure-sensitive adhesives using rosin methacrylate |
| CN212174860U (en) * | 2019-11-14 | 2020-12-18 | 北京清鸿光科科技有限公司 | Photoinduced adhesive tape |
| CN111057474A (en) * | 2019-12-24 | 2020-04-24 | 合肥乐凯科技产业有限公司 | Adhesive for UV (ultraviolet) anti-adhesive film and UV anti-adhesive film thereof |
| CN113372824A (en) * | 2021-06-24 | 2021-09-10 | 苏州赛伍应用技术股份有限公司 | Water-impact-resistant high-viscosity UV (ultraviolet) viscosity-reducing adhesive and preparation method and application thereof |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN117720861A (en) * | 2023-12-21 | 2024-03-19 | 东莞帝亿特电子胶带有限公司 | Electronic adhesive tape and preparation method thereof |
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