CN111139020A - Thermosetting and UV curing composite adhesive and preparation method thereof - Google Patents
Thermosetting and UV curing composite adhesive and preparation method thereof Download PDFInfo
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- CN111139020A CN111139020A CN202010071121.0A CN202010071121A CN111139020A CN 111139020 A CN111139020 A CN 111139020A CN 202010071121 A CN202010071121 A CN 202010071121A CN 111139020 A CN111139020 A CN 111139020A
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- acrylate
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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
- 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
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/02—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
- C08L2205/025—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group containing two or more polymers of the same hierarchy C08L, and differing only in parameters such as density, comonomer content, molecular weight, structure
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
A thermosetting and UV curing composite adhesive comprises the following formula: 20-40 parts of modified acrylate, 20-40 parts of terminal NCO polyurethane acrylate, 20-30 parts of acrylate monomer, 4-6 parts of photoinitiator, 0.2-1 part of photosensitizer, 4-6 parts of auxiliary agent and 20-50 parts of terminal OH acrylate or terminal OH acrylate oligomer. The preparation method comprises the following steps: (1) adding modified acrylate, OH-terminated acrylate or OH-terminated acrylate oligomer, acrylate monomer, photoinitiator, photosensitizer and auxiliary agent in a reaction kettle in parts by weight, and stirring uniformly at room temperature; (2) and (3) sealing at low temperature and storing in dark place, adding NCO polyurethane acrylate at the end when in use, and stirring uniformly to obtain the thermal curing type and UV curing composite adhesive. The composite adhesive of the invention can make the peel strength of the composite film reach 10N/25mm, solve the problem of replacing solvent type composite adhesive and ensure the use requirement of the composite film.
Description
Technical Field
The invention relates to the technical field of UV (ultraviolet) composite adhesives, in particular to a thermosetting and UV curing composite adhesive and a preparation method thereof.
Background
At present, most of compound adhesives used on flexible packages are solvent-based products, which brings certain pressure to environmental protection. Although the existing solvent-free compound adhesive and UV compound adhesive belong to solvent-free products, the compound strength of the existing solvent-free compound adhesive and UV compound adhesive can not meet the performance requirements of the products.
Disclosure of Invention
The invention provides a thermosetting and UV curing composite adhesive and a preparation method thereof, aiming at the problems in the background art, and NCO groups and OH groups are introduced into a molecular chain on the basis of UV curing, so that a post-curing effect is generated under the condition of heating at 45 ℃. The product has moderate viscosity, is easy to process, and can greatly improve the composite fastness of the flexible package composite membrane.
In order to achieve the purpose, the invention adopts the following technical scheme:
a thermosetting and UV curing composite adhesive comprises the following formula:
20-40 parts of modified acrylic ester
20-40 parts of NCO-terminated urethane acrylate
20-30 parts of acrylate monomer
4-6 parts of photoinitiator
0.2 to 1 portion of photosensitizer
4-6 parts of auxiliary agent
20-50 parts of OH-terminated acrylate or OH-terminated acrylate oligomer.
Preferably, the modified acrylate is one or more of polyurethane acrylic resin, epoxy acrylic resin, organic silicon acrylic resin, polyester acrylic resin and polyether acrylic resin.
Preferably, the NCO-terminated urethane acrylate refers to a urethane acrylic resin having NCO groups at the molecular chain ends.
Preferably, the acrylate monomer is used as a diluent and is one or more of methyl (meth) acrylate, tetrahydrofuran methacrylate, 2-phenoxyethyl methacrylate, isobornyl (meth) acrylate, butyl (meth) acrylate, lauryl (meth) acrylate, ethylene glycol dimethacrylate, ethoxylated bisphenol a diacrylate, 1, 4-butanediol diacrylate, methacrylate phosphate and sardoxa CD 9051.
Preferably, the photoinitiator is one or more of 2-isopropyl thioxanthone, sulfo thioxanthone and thiophenyl benzophenone, phenyl bis (2, 4, 6-trimethylbenzoyl) phosphine oxide, 2-benzyl-2-dimethylamino-1- (4-morpholinyl phenyl) butanone, 2-hydroxy-2-methyl-1-phenyl acetone, 1-hydroxycyclohexyl phenyl ketone and 2, 4-diethyl thioxanthone;
preferably, the terminal OH acrylate oligomer is a polyacrylate copolymer with hydroxyl as a functional group, and the terminal OH acrylate is one or more of hydroxyethyl acrylate, hydroxypropyl acrylate, hydroxyethyl methacrylate, propyl hydroxymethyl acrylate and PT 3A.
Preferably, the photosensitizer is benzoin dimethyl ether.
Preferably, the auxiliary agent is a leveling agent, a defoaming agent and an adhesion promoter.
A thermosetting and UV curing composite adhesive is prepared by the following steps:
(1) adding modified acrylic ester and OH-terminated acrylic acid in the reaction kettle according to the weight part
Ester or OH-terminated acrylate oligomer, acrylate monomer, photoinitiator, photosensitizer and auxiliary agent are stirred uniformly at room temperature;
(2) and (3) sealing at low temperature and storing in dark place, adding NCO polyurethane acrylate at the end when in use, and stirring uniformly to obtain the thermosetting and UV curing composite adhesive.
Compared with the prior art, the invention has the following beneficial effects:
1. the product belongs to a solvent-free product, can replace solvent composite adhesives, and adapts to the trend of environmental protection.
2. The thermosetting and UV curing composite adhesive can enable the peel strength of the composite film to reach 10N/25mm, solves the problem of substitution of solvent type composite adhesive, and can guarantee the use requirement of the composite film.
Detailed Description
In order to make the technical means, the creation characteristics, the achievement purposes and the effects of the invention easy to understand, the invention is further described with the specific embodiments.
Example 1
A thermosetting and UV curing composite adhesive comprises the following raw materials in percentage by weight: 15 parts of urethane acrylate resin, 10 parts of tetrahydrofuran methacrylate, 15 parts of isobornyl methacrylate, 2 parts of 1-hydroxycyclohexyl phenyl ketone, 2 parts of 2, 4-diethylthianthrone, 1 part of benzoin dimethyl ether, 4 parts of adhesion promoter, 0.5 part of flatting agent, 0.5 part of defoaming agent, 20 parts of NCO-terminated urethane acrylate and 30 parts of OH-terminated acrylate oligomer.
The preparation method of the thermosetting and UV curing composite adhesive specifically comprises the following steps:
adding polyurethane acrylic resin, OH-terminated acrylate oligomer, tetrahydrofuran methacrylate, isobornyl methacrylate, 1-hydroxy cyclohexyl phenyl ketone, 2, 4-diethyl thioxanthone, benzoin dimethyl ether, adhesion promoter, leveling agent and defoaming agent in parts by weight. Stirring the mixture evenly at room temperature. And (3) sealing at low temperature and storing in dark place, adding NCO polyurethane acrylate at the end when in use, and stirring uniformly to obtain the thermosetting and UV curing composite adhesive.
Coating a thermosetting and UV-curable composite adhesive with the thickness of 2-3um on an aluminized film serving as a base material, compounding the aluminized film with the printing film, placing the aluminized film into a drying room at 45 ℃ after illumination, curing the aluminized film for 24 hours, and standing the aluminized film at room temperature for 2 hours to measure the peel strength of the aluminized film to be 10.2N/25 mm.
Example 2
A thermosetting and UV curing composite adhesive comprises the following raw materials in percentage by weight: 20 parts of polyurethane acrylic resin, 10 parts of 2-phenoxyethyl methacrylate, 15 parts of methacrylic acid phosphate, 4 parts of 1-hydroxycyclohexyl phenyl ketone, 1 part of benzoin dimethyl ether, 4 parts of adhesion promoter, 0.5 part of flatting agent, 0.5 part of defoaming agent, 15 parts of NCO-terminated polyurethane acrylate and 30 parts of OH-terminated acrylate oligomer.
The preparation method of the thermosetting and UV curing composite adhesive specifically comprises the following steps:
adding polyurethane acrylic resin, OH-terminated acrylate oligomer, 2-phenoxyethyl methacrylate, isobornyl methacrylate, 1-hydroxycyclohexyl phenyl ketone, benzoin dimethyl ether, an adhesion promoter, a leveling agent and an antifoaming agent in parts by weight. Stirring the mixture evenly at room temperature. And (3) sealing at low temperature and storing in dark place, adding NCO polyurethane acrylate at the end when in use, and stirring uniformly to obtain the thermosetting and UV curing composite adhesive.
Coating a thermosetting and UV-curable composite adhesive with the thickness of 2-3um on an aluminized film serving as a base material, compounding the aluminized film with the printing film, placing the aluminized film into a drying room at 45 ℃ after illumination, curing the aluminized film for 24 hours, and standing the aluminized film at room temperature for 2 hours to measure the peel strength of the aluminized film to be 10.8N/25 mm.
Example 3
A thermosetting and UV curing composite adhesive comprises the following raw materials in percentage by weight: 25 parts of polyurethane acrylic resin, 15 parts of methyl acrylate, 10 parts of isobornyl methacrylate, 2 parts of sulfothioxanthone, 2 parts of 2, 4-diethylthioxanthone, 1 part of benzoin dimethyl ether, 4 parts of adhesion promoter, 0.5 part of flatting agent, 0.5 part of defoaming agent, 20 parts of NCO-terminated polyurethane acrylate and 20 parts of OH-terminated acrylate oligomer.
The preparation method of the thermosetting and UV curing composite adhesive specifically comprises the following steps:
adding polyurethane acrylic resin, OH-terminated acrylate oligomer, tetrahydrofuran methacrylate, isobornyl methacrylate, sulfo-thioxanthone, 2, 4-diethyl thioxanthone, benzoin dimethyl ether, an adhesion promoter, a leveling agent and an antifoaming agent in parts by weight. Stirring the mixture evenly at room temperature. And (3) sealing at low temperature and storing in dark place, adding NCO polyurethane acrylate at the end when in use, and stirring uniformly to obtain the thermosetting and UV curing composite adhesive.
Coating a thermosetting and UV-curable composite adhesive with the thickness of 2-3um on an aluminized film serving as a base material, compounding the aluminized film with the printing film, placing the aluminized film into a drying room at 45 ℃ after illumination, curing the aluminized film for 24 hours, and standing the aluminized film at room temperature for 2 hours to measure the peel strength of the aluminized film to be 10.1N/25 mm.
The invention relates to a thermosetting and UV curing composite adhesive, which is a solvent-free environment-friendly product, and has the beneficial effects that the peel strength of a soft package composite film after being compounded reaches more than 10N/25mm, the substitution problem of the solvent-based composite adhesive is solved, and the environment-friendly trend is compounded.
It will be evident to those skilled in the art that the invention is not limited to the details of the foregoing illustrative embodiments, and that the present invention may be embodied in other specific forms without departing from the spirit or essential attributes thereof. The present embodiments are therefore to be considered in all respects as illustrative and not restrictive, the scope of the invention being indicated by the appended claims rather than by the foregoing description, and all changes which come within the meaning and range of equivalency of the claims are therefore intended to be embraced therein. Any reference sign in a claim should not be construed as limiting the claim concerned.
Claims (9)
1. The thermosetting and UV curing composite adhesive is characterized by comprising the following formula:
20-40 parts of modified acrylic ester
20-40 parts of NCO-terminated urethane acrylate
20-30 parts of acrylate monomer
4-6 parts of photoinitiator
0.2 to 1 portion of photosensitizer
4-6 parts of auxiliary agent
20-50 parts of OH-terminated acrylate or OH-terminated acrylate oligomer.
2. The thermosetting and UV-curable composite adhesive according to claim 1, wherein the modified acrylate is one or more of polyurethane acrylic resin, epoxy acrylic resin, silicone acrylic resin, polyester acrylic resin and polyether acrylic resin.
3. The thermosetting and UV-curable laminating adhesive according to claim 1, wherein the NCO-terminated urethane acrylate is a urethane acrylic resin having NCO groups at the molecular chain terminals.
4. The thermosetting and UV-curable composite adhesive according to claim 1, wherein the acrylate monomer is one or more selected from the group consisting of methyl (meth) acrylate, tetrahydrofuryl methacrylate, 2-phenoxyethyl methacrylate, isobornyl (meth) acrylate, butyl (meth) acrylate, lauryl (meth) acrylate, ethylene glycol dimethacrylate, ethoxylated bisphenol a diacrylate, 1, 4-butanediol diacrylate, phosphate methacrylate, and sartomer CD9051 as a diluent.
5. The heat-curable and UV-curable composite adhesive according to claim 1, wherein the photoinitiator is one or more selected from the group consisting of 2-isopropylthioxanthone, sulfonothioxanthone and thiophenylbenzophenone, phenylbis (2, 4, 6-trimethylbenzoyl) phosphine oxide, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) butanone, 2-hydroxy-2-methyl-1-phenylpropanone, 1-hydroxycyclohexylphenylketone, and 2, 4-diethylthioxanthone.
6. The thermosetting and UV-curable composite adhesive according to claim 1, wherein the OH-terminated acrylate oligomer is a polyacrylate copolymer with hydroxyl as a functional group, and the OH-terminated acrylate is one or more of hydroxyethyl acrylate, hydroxypropyl acrylate, hydroxyethyl methacrylate, propyl methacrylate, and PT 3A.
7. The thermosetting and UV-curable laminating adhesive according to claim 1, wherein the photosensitizer is benzoin dimethyl ether.
8. The thermosetting and UV-curable composite adhesive according to claim 1, wherein the auxiliaries are leveling agents, defoaming agents and adhesion promoters.
9. The preparation method of the thermosetting and UV-curing composite adhesive according to claim 1 comprises the following steps:
(1) adding modified acrylate, OH-terminated acrylate or OH-terminated acrylate oligomer, acrylate monomer, photoinitiator, photosensitizer and auxiliary agent in a reaction kettle in parts by weight, and stirring uniformly at room temperature;
(2) and (3) sealing at low temperature and storing in dark place, adding NCO polyurethane acrylate at the end when in use, and stirring uniformly to obtain the thermosetting and UV curing composite adhesive.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202010071121.0A CN111139020A (en) | 2020-01-21 | 2020-01-21 | Thermosetting and UV curing composite adhesive and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202010071121.0A CN111139020A (en) | 2020-01-21 | 2020-01-21 | Thermosetting and UV curing composite adhesive and preparation method thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN111139020A true CN111139020A (en) | 2020-05-12 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202010071121.0A Pending CN111139020A (en) | 2020-01-21 | 2020-01-21 | Thermosetting and UV curing composite adhesive and preparation method thereof |
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| CN (1) | CN111139020A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112646537A (en) * | 2020-11-18 | 2021-04-13 | 河北科技大学 | Preparation method of castor oil-based fully-crosslinked UV (ultraviolet) photo-peelable adhesive for silicon wafer cutting process |
| CN113667423A (en) * | 2021-09-25 | 2021-11-19 | 苏州世华新材料科技股份有限公司 | High-cohesion and solvent-resistant low-tear-film voltage protective film and processing method thereof |
| CN114621672A (en) * | 2022-03-28 | 2022-06-14 | 东莞市达源塑胶科技有限公司 | Hand-feeling UV curable coating and preparation method thereof |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105754538A (en) * | 2016-03-23 | 2016-07-13 | 烟台信友新材料股份有限公司 | Ultraviolet curing adhesive allowing heating curing and preparation method |
-
2020
- 2020-01-21 CN CN202010071121.0A patent/CN111139020A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105754538A (en) * | 2016-03-23 | 2016-07-13 | 烟台信友新材料股份有限公司 | Ultraviolet curing adhesive allowing heating curing and preparation method |
Non-Patent Citations (2)
| Title |
|---|
| K.STUDER 等: "Thermal and photochemical curing of isocyanate and acrylate functionalized oligomers", 《EUROPEAN POLYMER JOURNAL》 * |
| 王恺 等: "《木材工业实用大全 胶粘剂卷》", 31 May 1996, 中国林业出版社 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112646537A (en) * | 2020-11-18 | 2021-04-13 | 河北科技大学 | Preparation method of castor oil-based fully-crosslinked UV (ultraviolet) photo-peelable adhesive for silicon wafer cutting process |
| CN113667423A (en) * | 2021-09-25 | 2021-11-19 | 苏州世华新材料科技股份有限公司 | High-cohesion and solvent-resistant low-tear-film voltage protective film and processing method thereof |
| CN114621672A (en) * | 2022-03-28 | 2022-06-14 | 东莞市达源塑胶科技有限公司 | Hand-feeling UV curable coating and preparation method thereof |
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Application publication date: 20200512 |
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