CN112552866B - UV-LED and moisture dual-curing environment-friendly three-proofing adhesive and preparation method thereof - Google Patents
UV-LED and moisture dual-curing environment-friendly three-proofing adhesive and preparation method thereof Download PDFInfo
- Publication number
- CN112552866B CN112552866B CN202011588903.8A CN202011588903A CN112552866B CN 112552866 B CN112552866 B CN 112552866B CN 202011588903 A CN202011588903 A CN 202011588903A CN 112552866 B CN112552866 B CN 112552866B
- Authority
- CN
- China
- Prior art keywords
- acrylate
- curing
- led
- friendly
- moisture dual
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
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
- C09J175/16—Polyurethanes having carbon-to-carbon unsaturated bonds having terminal 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
-
- 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
Abstract
The invention discloses an environment-friendly three-proofing adhesive with dual curing of a UV-LED and moisture and a preparation method thereof, and relates to the field of adhesives. The UV and moisture dual-curing acrylic ester is prepared from 40-60 wt% of self-made UV and moisture dual-curing acrylic ester, 10-25 wt% of self-made low-viscosity tetra-functional acrylic ester, 30-50 wt% of acrylic reactive diluent, 3-8 wt% of photoinitiator, 0.05-0.2 wt% of polymerization inhibitor and 1-3 wt% of silane coupling agent. The three-proofing adhesive cured by 365nm UV-LED equipment meets the requirement of a spraying process, has a good leveling effect, most importantly solves the problem of oxygen inhibition of the traditional three-proofing adhesive through UV-LED curing, realizes dry, smooth and non-sticky surface after curing, has good toughness and 5B adhesive force, and can be cured through moisture crosslinking in an area difficult to irradiate by ultraviolet light, thereby realizing the protection effect on various complex circuit boards.
Description
Technical Field
The invention relates to the field of adhesives, in particular to an environment-friendly three-proofing adhesive with dual curing of UV-LED and moisture and a preparation method thereof.
Background
As is well known, as electronic products gradually turn to miniaturization, integration, and multi-functionalization, the electronic assembly industry is also developing at a high speed, and the requirements on the safety performance and reliability of the assembled products are also increasing, especially for printed circuit boards, as electronic devices are more and more widely used in daily life, consumers are concerned about the quality and reliability of the products, and "three proofings (moisture proof, salt mist proof, and static electricity proof)" is mentioned and valued by more and more manufacturers.
Although the solvent-free environment-friendly 'three-proofing adhesive' for ultraviolet curing has appeared in the market at present, the oxygen inhibition effect is obvious when ultraviolet curing is carried out due to the fact that the three-proofing adhesive is large in spraying area and low in spraying thickness (the common thickness is less than 200 um), so that the oxygen inhibition effect is obvious when ultraviolet curing is carried out, the common curing mode is curing by a high-pressure mercury lamp, for example, the solvent-free three-proofing adhesive is disclosed in an invention patent with the application of CN109370507A of the company, the curing is carried out by a high-pressure mercury lamp with the wavelength of 200 plus 400 when the curing is carried out, and the oxygen inhibition effect is not obvious because the mercury lamp is a mixed waveband. The energy of the ultraviolet light generated by the mercury lamp during curing only accounts for 20-30% of the total energy output by the mercury lamp, the energy consumption utilization rate is low, and meanwhile, the part of energy which is not utilized generates a large amount of heat, so that the temperature in the curing furnace exceeds 100 ℃, and some heat-sensitive substrates deform or damage; meanwhile, a large amount of ozone is generated, and the respiratory system of operators is damaged. The UV-LED has the advantages of long service life, quick start, high efficiency, good safety, low voltage, low working temperature, low operating cost, no mercury, no ozone generation and the like, and along with the rapid development of the UV-LED preparation technology, the UV-LED has reached the real practicability and meets the requirements of ultraviolet light curing production in the industrial field. However, the UV-LED curing products on the market at present have obvious oxygen inhibition effect, namely the phenomenon that the surface is sticky after the UV-LED curing. The UV-LED is basically a single-wavelength emission spectrum no matter 365nm, 395nm or other types, and a traditional mercury lamp has different spectral ranges of additives, but all types of the additives are full-wavelength emission spectra, so that under the same irradiation condition, free radical active groups generated by a photoinitiator under the single-wavelength irradiation of the UV-LED are obviously few, oxygen on the surface layer of glue during curing competes with the polymerization reaction of free radicals to consume the active free radicals generated by the initiator, so-called oxygen inhibition phenomenon occurs, and finally, the glue after curing can have obvious surface stickiness phenomenon, is easy to stick with a lot of dust, and causes inconvenience in the process operation process. The development of novel environment-friendly three-proofing glue capable of being cured by both UV-LED and moisture is an urgent requirement of the market.
Disclosure of Invention
The invention aims to provide an environment-friendly three-proofing adhesive cured by UV-LED and moisture and a preparation method thereof, wherein the three-proofing adhesive cured by 365nm UV-LED equipment meets the requirement of a spraying process, has a good leveling effect, most importantly solves the problem of oxygen inhibition of the traditional three-proofing adhesive through UV-LED curing, realizes dry, smooth and non-sticky surface after curing, has good toughness and 5B adhesive force, and can be cured through moisture crosslinking in an area difficult to irradiate by ultraviolet light, thereby realizing the protection effect on various complicated circuit boards.
In order to achieve the effect, the invention discloses an environment-friendly three-proofing adhesive with double curing of UV-LED and moisture, which is prepared from the following raw materials in parts by weight:
40-60 parts of self-made UV and moisture dual-curing acrylate,
10-25 parts of self-made low-viscosity tetra-functional acrylate,
30-50 parts of acrylic acid reactive diluent,
3-8 parts of a photoinitiator,
0.05 to 0.2 portion of polymerization inhibitor,
1-3 parts of a silane coupling agent;
the self-made UV and moisture dual-curing acrylate has a structure as shown in formula (I):
formula (I)
The self-made low-viscosity tetrafunctional acrylate has a structure as shown in a formula (II):
formula (II)
Wherein R is1Is selected from H or CH3One of (1), R2Is a dihydric alcohol, R3Is polyether diol.
Further, the homemade UV and moisture dual-curing acrylate is an acrylate resin containing isocyanate groups, which is synthesized by HDI tripolymer, hydroxyl acrylate, long-chain polyether diol, polymerization inhibitor, antioxidant and catalyst.
Further, the hydroxy acrylic ester is one or a mixture of two of hydroxyethyl acrylate and hydroxyethyl methacrylate;
the long-chain polyether glycol comprises one or a mixture of any more of polyethylene glycol, polypropylene glycol and polytetrahydrofuran glycol, and the molecular weight of the long-chain polyether glycol is 500-2000;
the polymerization inhibitor is one or a mixture of more of p-hydroxyanisole, p-benzoquinone, hydroquinone and naphthoquinone;
the antioxidant is one or a mixture of two of BHT (2, 6-di-tert-butyl-4-methylphenol) and TPP (triphenyl phosphite);
the catalyst is dibutyltin dilaurate.
Further, the homemade UV and moisture dual-curable acrylate is obtained by: adding 1.1-1.15mol of HDI tripolymer, 50ppm of polymerization inhibitor and 100ppm of antioxidant into a three-neck flask with a thermometer, heating and stirring, adding 1mol of hydroxyl acrylate when the temperature reaches 60 ℃, continuously heating to 70-80 ℃, reacting for 2-3 h at the temperature of 70-80 ℃, then adding 0.5mol of polyether glycol and 20ppm of catalyst, reacting for 2-3 h at the temperature of 70-80 ℃, cooling to 50 ℃, and discharging to obtain the self-made UV and moisture dual-cured acrylate.
Further, the self-made low-viscosity tetrafunctional acrylate is polyether acrylic resin synthesized by a monoisocyanate monomer, polyether diol and a catalyst, wherein the molecular structure of the monoisocyanate monomer contains one isocyanate group and two double-bond functional groups.
Further, the monoisocyanate monomer is selected from BEI of Japanese showa and electrician;
the polyether glycol comprises one or a mixture of any more of polyethylene glycol, polypropylene glycol and polytetrahydrofuran glycol, and the molecular weight of the polyether glycol is 500-1500;
the catalyst was dibutyltin dilaurate.
Further, the home-made low viscosity tetrafunctional acrylate is obtained by: adding 2.2mol of monoisocyanate monomer into a three-neck flask with a thermometer, heating and stirring, adding 1mol of polyether glycol when the temperature reaches 60 ℃, adding 20ppm of catalyst, heating to 70-75 ℃, reacting for 2-3 h, analyzing the content of OH groups by using an infrared spectrometer, and stopping the reaction when the OH peak disappears completely to obtain the low-viscosity tetrafunctional polyurethane acrylate.
Further, the acrylic reactive diluent is selected from: one or more of isobornyl acrylate, isobornyl methacrylate, isooctyl acrylate, isooctyl methacrylate, tetrahydrofuran acrylate, tetrahydrofuran methacrylate, trimethylolpropane triacrylate and ethoxylated trimethylolpropane triacrylate,
further, the photoinitiator is one or more selected from benzil ketal, hydroxy ketone, amino ketone, acyl phosphine peroxide, liquid photoinitiator LBC, LBP, LTM and MBF of RAHN company;
further, the polymerization inhibitor is selected from one or more of p-hydroxyanisole, p-benzoquinone, hydroquinone and naphthoquinone;
further, the silane coupling agent comprises one or any combination of KH551, KH172, KH560 and KH 570.
Further, the acrylic reactive diluent is formed by combining isobornyl acrylate, tetrahydrofuran acrylate and trimethylolpropane triacrylate; the photoinitiator is formed by combining 184 (1-hydroxy-cyclohexyl benzophenone), TPO (2,4, 6-trimethylbenzoyl-diphenyl phosphine oxide) and LTM.
The invention also discloses a preparation method of the UV-LED and moisture dual-curing environment-friendly three-proofing adhesive, which comprises the following steps:
(a) sequentially adding self-made UV and moisture dual-curing acrylate, self-made low-viscosity tetra-functional acrylate, an acrylic reactive diluent, a polymerization inhibitor and a silane coupling agent into a stirrer according to the parts by weight, controlling the temperature at 20-30 ℃, stirring for 0.5-1 hour at 500-1000 r/min under the vacuum condition of-0.1-0.08 MPa, and releasing pressure by nitrogen;
(b) and adding the photoinitiator into a stirrer, keeping out of the sun, controlling the temperature to be 20-30 ℃, stirring for 0.5-1 hour under the vacuum condition of-0.1-0.08 MPa at 500-1000 r/min until the mixture is uniformly stirred, and releasing the pressure by using nitrogen gas to obtain the UV-LED and moisture dual-curing environment-friendly three-proofing adhesive.
The invention has the beneficial effects that:
according to the environment-friendly three-proofing adhesive with dual curing functions of the UV-LED and the moisture, the self-made UV and moisture dual-curing resin is synthesized, and the molecular structure of the self-made UV and moisture dual-curing resin is provided with two double-bond groups and two isocyanate groups, so that the resin can be subjected to rapid polymerization reaction under the conditions of UV and moisture respectively, and the problem of dual curing is solved. The self-made low-viscosity tetrafunctional acrylate synthesized by the isocyanate monomer with the single NCO group and the polyether glycol contains four double-bond functional groups, the crosslinking density of the reaction is improved, the reaction activity is higher, the photocuring speed is higher, the oxygen polymerization inhibition effect in the curing process of the adhesive is effectively overcome, the surface drying excellence is ensured when the film is sprayed and cured, the polyether glycol is selected, the toughness of the product is improved, and the excellent toughness of the product is ensured while the high reaction speed is realized. Meanwhile, the viscosity of the four-functionality-degree acrylate is 2000-4000mPa.s, which is far lower than that of common polyurethane acrylic resin, the use amount of monomers in the adhesive is reduced by 5-10%, the product has low viscosity, and the toughness of the product is improved at the same time.
Detailed Description
In order to make the objects, technical solutions and advantages of the embodiments of the present invention clearer, the technical solutions in the embodiments of the present invention are clearly and completely described. It is to be understood that the embodiments described are only a few embodiments of the present invention, and not all embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
Self-made UV and moisture dual-curing acrylate
Adding 1.1mol of HDI tripolymer, 50ppm of polymerization inhibitor p-benzoquinone and 100ppm of antioxidant triphenyl phosphite into a three-necked flask with a thermometer, heating and stirring, adding 1mol of hydroxyl acrylate when the temperature reaches 60 ℃, continuously heating to 70-80 ℃, reacting for 3h at the temperature of 70-80 ℃, then adding 0.5mol of polytetrahydrofuran diol (molecular weight 1000) and 20ppm of catalyst dibutyltin dilaurate, reacting for 3h at the temperature of 70-80 ℃, cooling to 50 ℃, and discharging to obtain the UV and moisture dual-cured acrylate.
Self-made low viscosity tetra-functional acrylate
Adding 2.2mol of monoisocyanate monomer BEI into a three-neck flask with a thermometer, heating and stirring, adding 1mol of polytetrahydrofuran diol (molecular weight is 1000) when the temperature reaches 60 ℃, adding 20ppm of catalyst dibutyltin dilaurate, heating to 70-75 ℃, reacting for 3h, analyzing the content of OH groups by using an infrared spectrometer, and stopping the reaction when the OH peak is completely disappeared to obtain the self-made low-viscosity tetrafunctional polyurethane acrylate.
Example 1:
accurately weighing various raw materials in parts by weight according to a formula in a formula shown in a table 1, sequentially adding 42 parts by weight of self-made UV and moisture dual-cured acrylate, 15 parts by weight of self-made low-viscosity bifunctional acrylate, 15 parts by weight of isobornyl acrylate, 16 parts by weight of tetrahydrofuran acrylate, 4 parts by weight of trimethylolpropane triacrylate, 1.9 parts by weight of photoinitiator 184, 1 part by weight of photoinitiator TPO, 3 parts by weight of photoinitiator LTM, 0.1 part by weight of polymerization inhibitor p-benzoquinone and 1 part by weight of coupling agent KH570 into a stirrer, stirring at the temperature of 20-30 ℃ for 1 hour under the vacuum condition of-0.1 to-0.08 MPa at 800 r/min until the materials are uniformly stirred, and releasing pressure by nitrogen;
adding the photoinitiator into a stirrer after pressure relief, keeping out of the sun, controlling the temperature at 20-30 ℃, stirring for 1 hour at 800 revolutions per minute under the vacuum condition of-0.1- -0.08MPa until the mixture is uniformly stirred, and relieving the pressure by using nitrogen.
Examples 2-7 were prepared in the manner described above for example 1.
TABLE 1 Components of the examples
The comparative performance test methods in table 1 are described in detail below:
LED curing: the LED ultraviolet light with the wavelength of 365nm is adopted for curing, and the radiation intensity is 200-500 mW/cm2。
Moisture curing: it was left to stand in a room of constant temperature and humidity (23. + -. 2 ℃ C., 50. + -. 10% RH) with absolute exclusion of light. To ensure protection from light, the samples were covered with aluminum foil. The curing results were then checked according to the designed target time.
The test conditions for tack-free were: 365nm wavelength LED ultraviolet light curing 6000mJ/cm2Then, the surface dryness was judged by the finger touch method, and the surface of the coating film was touched with a finger, so that the sticky phenomenon was not felt.
The test conditions for adhesion, elongation at break and hardness were: 365nm wavelength LED ultraviolet light curing 6000mJ/cm2And then moisture cured for 48 hours.
And (3) viscosity testing: the cone and plate viscometer uses a 42# rotor 50r to test three times to obtain an average value.
The results of the performance test methods for each example in table 1 are as follows:
from the example data in the table, it can be derived:
the environment-friendly three-proofing adhesive capable of being cured by both UV-LED and moisture has moderate viscosity, no addition of any volatile solvent, good ultraviolet curing surface dryness of 365nm LED, good toughness and high bonding reliability, and the adhesion hundred-check test of the adhesive reaches 5B.
The component proportion of the comparative example 5 obtained from the comparative example can enable the low-viscosity environment-friendly UV/moisture dual-curing three-proofing adhesive to be more average in curing speed, surface dry energy, adhesive force, toughness, hardness and viscosity and relatively excellent to be used as a preferable proportion.
The above-described embodiments are merely preferred examples of the present invention, and not intended to limit the scope of the invention, so that equivalent changes or modifications in the structure, features and principles of the invention described in the claims should be included in the scope of the invention.
Claims (10)
1. The environment-friendly three-proofing adhesive with double curing of the UV-LED and moisture is characterized by being prepared from the following raw materials in parts by weight:
40-60 parts of self-made UV and moisture dual-curing acrylate,
10-25 parts of self-made low-viscosity tetra-functional acrylate,
30-50 parts of acrylic acid reactive diluent,
3-8 parts of a photoinitiator,
0.05 to 0.2 portion of polymerization inhibitor,
1-3 parts of a silane coupling agent;
the self-made UV and moisture dual-curing acrylate has a structure as shown in formula (I):
formula (I)
The self-made low-viscosity tetrafunctional acrylate has a structure as shown in a formula (II):
formula (II)
Wherein R is1Is selected from H or CH3One of (1), R2Is a diol residue, R3The polyether diol is polyether diol residue, and the molecular weight of the polyether diol is 500-1500.
2. The UV-LED and moisture dual-curing environment-friendly three-proofing adhesive as claimed in claim 1, wherein: the self-made UV and moisture dual-cured acrylate is acrylate resin containing isocyanate groups, which is synthesized by HDI tripolymers, hydroxyl acrylate, long-chain polyether dihydric alcohol, a polymerization inhibitor, an antioxidant and a catalyst, wherein the long-chain polyether dihydric alcohol comprises one or a mixture of any more of polyethylene glycol, polypropylene glycol and polytetrahydrofuran glycol, and the molecular weight of the long-chain polyether dihydric alcohol is 500-2000.
3. The UV-LED and moisture dual-curing environment-friendly three-proofing adhesive as claimed in claim 2, wherein:
the hydroxyl acrylic ester is one or a mixture of two of hydroxyethyl acrylate and hydroxyethyl methacrylate;
the polymerization inhibitor is one or a mixture of more of p-hydroxyanisole, p-benzoquinone, hydroquinone and naphthoquinone;
the antioxidant is one or a mixture of two of 2, 6-di-tert-butyl-4-methylphenol and triphenyl phosphite;
the catalyst is dibutyltin dilaurate.
4. The UV-LED and moisture dual-curing environment-friendly three-proofing adhesive as claimed in claim 2, wherein: the homemade UV and moisture dual-curable acrylate is obtained by: adding 1.1-1.15mol of HDI tripolymer, 50ppm of polymerization inhibitor and 100ppm of antioxidant into a three-neck flask with a thermometer, heating and stirring, adding 1mol of hydroxyl acrylate when the temperature reaches 60 ℃, continuously heating to 70-80 ℃, reacting for 2-3 h at the temperature of 70-80 ℃, then adding 0.5mol of polyether glycol and 20ppm of catalyst, reacting for 2-3 h at the temperature of 70-80 ℃, cooling to 50 ℃, and discharging to obtain the self-made UV and moisture dual-cured acrylate.
5. The UV-LED and moisture dual-curing environment-friendly three-proofing adhesive as claimed in claim 1, wherein: the self-made low-viscosity tetrafunctional acrylate is polyether acrylic resin synthesized by a monoisocyanate monomer, polyether diol and a catalyst, wherein the molecular structure of the monoisocyanate monomer contains an isocyanate group and two double-bond functional groups.
6. The UV-LED and moisture dual-curing environment-friendly three-proofing adhesive as claimed in claim 5, wherein: the monoisocyanate monomer is selected from BEI of Japanese showa and electrician;
the polyether diol comprises one or a mixture of any more of polyethylene glycol, polypropylene glycol and polytetrahydrofuran glycol;
the catalyst was dibutyltin dilaurate.
7. The UV-LED and moisture dual-curing environment-friendly three-proofing adhesive as claimed in claim 5, wherein: the home-made low viscosity tetrafunctional acrylate is obtained by: adding 2.2mol of monoisocyanate monomer into a three-neck flask with a thermometer, heating and stirring, adding 1mol of polyether glycol when the temperature reaches 60 ℃, adding 20ppm of catalyst, heating to 70-75 ℃, reacting for 2-3 h, analyzing the content of OH groups by using an infrared spectrometer, and stopping the reaction when the OH peak disappears completely to obtain the low-viscosity tetrafunctional polyurethane acrylate.
8. The UV-LED and moisture dual-curing environment-friendly three-proofing adhesive as claimed in claim 1, wherein: the acrylic reactive diluent is selected from: one or more of isobornyl acrylate, isobornyl methacrylate, isooctyl acrylate, isooctyl methacrylate, tetrahydrofuran acrylate, tetrahydrofuran methacrylate, trimethylolpropane triacrylate and ethoxylated trimethylolpropane triacrylate,
the photoinitiator is one or more selected from benzil ketal, hydroxy ketone, aminoketone, acylphosphine peroxide, liquid photoinitiator LBC, LBP, LTM and MBF of RAHN company;
the polymerization inhibitor is selected from one or more of p-hydroxyanisole, p-benzoquinone, hydroquinone and naphthoquinone;
the silane coupling agent comprises one or any combination of KH551, KH172, KH560 and KH 570.
9. The UV-LED and moisture dual-curing environment-friendly three-proofing adhesive as claimed in claim 8, wherein: the acrylic acid reactive diluent is formed by combining isobornyl acrylate, tetrahydrofuran acrylate and trimethylolpropane triacrylate; the photoinitiator is formed by combining 184, TPO and LTM.
10. The preparation method of the UV-LED and moisture dual-curing environment-friendly three-proofing adhesive according to any one of claims 1 to 9 is characterized by comprising the following steps:
(a) sequentially adding self-made UV and moisture dual-curing acrylate, self-made low-viscosity tetra-functional acrylate, an acrylic reactive diluent, a polymerization inhibitor and a silane coupling agent into a stirrer according to the parts by weight, controlling the temperature at 20-30 ℃, stirring for 0.5-1 hour at 500-1000 r/min under the vacuum condition of-0.1-0.08 MPa, and releasing pressure by nitrogen;
(b) and adding a photoinitiator into a stirrer, keeping out of the sun, controlling the temperature to be 20-30 ℃, stirring for 0.5-1 hour at 500-1000 r/min under the vacuum condition of-0.1-0.08 MPa until the stirring is uniform, and releasing the pressure by using nitrogen to obtain the UV-LED and moisture dual-cured environment-friendly three-proofing adhesive.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202011588903.8A CN112552866B (en) | 2020-12-29 | 2020-12-29 | UV-LED and moisture dual-curing environment-friendly three-proofing adhesive and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202011588903.8A CN112552866B (en) | 2020-12-29 | 2020-12-29 | UV-LED and moisture dual-curing environment-friendly three-proofing adhesive and preparation method thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN112552866A CN112552866A (en) | 2021-03-26 |
| CN112552866B true CN112552866B (en) | 2022-05-20 |
Family
ID=75032498
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202011588903.8A Active CN112552866B (en) | 2020-12-29 | 2020-12-29 | UV-LED and moisture dual-curing environment-friendly three-proofing adhesive and preparation method thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN112552866B (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114163972B (en) * | 2021-12-30 | 2023-07-14 | 烟台信友新材料有限公司 | High-wettability environment-friendly three-proofing adhesive and preparation method thereof |
| CN114163974A (en) * | 2021-12-30 | 2022-03-11 | 烟台信友新材料有限公司 | UV-LED and moisture dual-curing high-wettability environment-friendly three-proofing adhesive and preparation method thereof |
| CN114702933A (en) * | 2022-05-17 | 2022-07-05 | 烟台信友新材料有限公司 | UV and moisture dual-curing adhesive and preparation method thereof |
| CN114874704B (en) * | 2022-05-17 | 2023-06-02 | 业成科技（成都）有限公司 | Adhesive composition and display device |
| CN115710483A (en) * | 2022-10-28 | 2023-02-24 | 广东桐远新材料有限公司 | Preparation method of UV-curable three-proofing adhesive |
| CN115746602B (en) * | 2022-11-12 | 2023-12-01 | 烟台德邦科技股份有限公司 | High-reliability UV protective coating and preparation method thereof |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10208395A1 (en) * | 2002-02-27 | 2003-09-11 | Ivoclar Vivadent Ag | (Meth) acrylate substituted iminooxadiazinedione derivatives |
| CN103823333A (en) * | 2012-11-16 | 2014-05-28 | 太阳油墨制造株式会社 | Conductive resin composition for forming conductive loop and conductive loop |
| CN104788644A (en) * | 2015-04-29 | 2015-07-22 | 烟台德邦科技有限公司 | UV/moisture dual-curing resin and synthesis method thereof |
| CN105255435A (en) * | 2015-10-19 | 2016-01-20 | 烟台德邦科技有限公司 | Preparation method of photo-moisture dual cured hot melt polyurethane sealant |
| CN109370507A (en) * | 2018-11-01 | 2019-02-22 | 烟台信友新材料有限公司 | A kind of three proofings adhesive and preparation method thereof of low viscosity environmental protection UV/ moisture dual cure |
| CN111100595A (en) * | 2019-12-23 | 2020-05-05 | 烟台信友新材料有限公司 | LED (light-emitting diode) cured ultraviolet curing adhesive for curved screen pasting film |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106543093A (en) * | 2015-09-18 | 2017-03-29 | 深圳德邦界面材料有限公司 | A kind of dual cure optical resin and its synthetic method |
| WO2019036887A1 (en) * | 2017-08-22 | 2019-02-28 | Arkema France | Allyl functional urethane oligomers and related compositions for coatings, and adhesives |
| CN108359053B (en) * | 2018-02-01 | 2019-12-24 | 中国科学院福建物质结构研究所 | Ultraviolet curing composition and preparation method and application thereof |
| CN109608589B (en) * | 2018-12-14 | 2020-02-11 | 北京理工大学 | Dual-curing resin material for 3D printing and preparation method thereof |
-
2020
- 2020-12-29 CN CN202011588903.8A patent/CN112552866B/en active Active
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10208395A1 (en) * | 2002-02-27 | 2003-09-11 | Ivoclar Vivadent Ag | (Meth) acrylate substituted iminooxadiazinedione derivatives |
| CN103823333A (en) * | 2012-11-16 | 2014-05-28 | 太阳油墨制造株式会社 | Conductive resin composition for forming conductive loop and conductive loop |
| CN104788644A (en) * | 2015-04-29 | 2015-07-22 | 烟台德邦科技有限公司 | UV/moisture dual-curing resin and synthesis method thereof |
| CN105255435A (en) * | 2015-10-19 | 2016-01-20 | 烟台德邦科技有限公司 | Preparation method of photo-moisture dual cured hot melt polyurethane sealant |
| CN109370507A (en) * | 2018-11-01 | 2019-02-22 | 烟台信友新材料有限公司 | A kind of three proofings adhesive and preparation method thereof of low viscosity environmental protection UV/ moisture dual cure |
| CN111100595A (en) * | 2019-12-23 | 2020-05-05 | 烟台信友新材料有限公司 | LED (light-emitting diode) cured ultraviolet curing adhesive for curved screen pasting film |
Non-Patent Citations (3)
| Title |
|---|
| Catalytic effects of zirconium on scratch-healing and mechanical properties of urethane–acrylate automotive clearcoat;Baek, KJ 等;《PROGRESS IN ORGANIC COATINGS》;20201130;第148卷;全文 * |
| Dual-curing of waterborne urethane-acrylate coatings by UV and thermal processing;Decker, C 等;《MACROMOLECULAR MATERIALS AND ENGINEERING》;20030131;第288卷(第1期);第17-28页 * |
| 光/湿双固化聚氨酯热熔胶的性能分析及改进;蔡海元等;《中国胶粘剂》;20130130(第01期);第22-26页 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN112552866A (en) | 2021-03-26 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN112552866B (en) | UV-LED and moisture dual-curing environment-friendly three-proofing adhesive and preparation method thereof | |
| CN109370507B (en) | Low-viscosity environment-friendly UV/moisture dual-curing three-proofing adhesive and preparation method thereof | |
| CN102361947B (en) | Adhesive protective film, screen panel, and portable electronic terminal | |
| CN114163972A (en) | High-wettability environment-friendly three-proofing adhesive and preparation method thereof | |
| CN114163974A (en) | UV-LED and moisture dual-curing high-wettability environment-friendly three-proofing adhesive and preparation method thereof | |
| JPWO2013118655A1 (en) | Urethane (meth) acrylate and moisture-proof insulating paint | |
| CN111100595B (en) | LED (light-emitting diode) cured ultraviolet curing adhesive for curved screen pasting film | |
| CN113773741B (en) | EB solidified aluminum substrate wear-resistant coating | |
| CN114410212A (en) | Water-resistant UV (ultraviolet) coating and preparation method thereof | |
| CN110791245A (en) | Radiation curing adhesive composition, pressure-sensitive adhesive and protective film adhesive tape | |
| TW201446900A (en) | Electronic component which is sealed/insulated using light-shielding moisture-proof insulating coating material | |
| CN114921218A (en) | UV (ultraviolet)/moisture dual-curing adhesive and preparation method thereof | |
| CN114574091A (en) | UV-moisture dual-curing three-proofing paint for optical module and preparation method and application thereof | |
| CN111139020A (en) | Thermosetting and UV curing composite adhesive and preparation method thereof | |
| JP2016181370A (en) | Urethane oligomer having alkoxy alkyl(meth)acrylic amide, and photo-curable resin composition including the same | |
| CN114230491B (en) | Cyano-modified polyurethane acrylate resin, coating, preparation method and application thereof | |
| CN114574150B (en) | Solvent-free UV/moisture dual-cured three-proofing adhesive and preparation method thereof | |
| CN114874694B (en) | Anti-oxidation polymerization-inhibition UVLED paint | |
| CN111073387A (en) | Low-energy fast-curing LED optical fiber coloring ink and preparation method thereof | |
| CN114958209A (en) | Ultraviolet curing adhesive with delayed curing function and preparation method thereof | |
| CN110922603A (en) | Photocuring resin modified by different chain segments and preparation method and application thereof | |
| CN115746602B (en) | High-reliability UV protective coating and preparation method thereof | |
| CN114561174B (en) | UV (ultraviolet) curing pressure-sensitive adhesive and preparation method thereof | |
| CN115260948B (en) | Flame-retardant UV (ultraviolet) curing adhesive and preparation method and application thereof | |
| CN105801805B (en) | Photopolymerization urethane acrylate and preparation method thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |