CN113088200A - High-temperature-resistant UV (ultraviolet) viscosity-reducing adhesive - Google Patents
High-temperature-resistant UV (ultraviolet) viscosity-reducing adhesive Download PDFInfo
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- CN113088200A CN113088200A CN202110381304.7A CN202110381304A CN113088200A CN 113088200 A CN113088200 A CN 113088200A CN 202110381304 A CN202110381304 A CN 202110381304A CN 113088200 A CN113088200 A CN 113088200A
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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
- C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
- C09J4/06—Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09J159/00 - C09J187/00
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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
- C09J7/00—Adhesives in the form of films or foils
- C09J7/20—Adhesives in the form of films or foils characterised by their carriers
- C09J7/22—Plastics; Metallised plastics
- C09J7/25—Plastics; Metallised plastics based on macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds
- C09J7/255—Polyesters
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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
- 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
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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
- C09J2467/00—Presence of polyester
- C09J2467/006—Presence of polyester in the substrate
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The high-temperature-resistant UV visbreaking adhesive comprises the following raw materials: the acrylic resin comprises an acrylic resin solution, a photoinitiator, a photosensitive monomer and an organic solvent, wherein a hard monomer in an acrylic resin polymerization monomer comprises an unsaturated benzoxazine monomer and styrene. In the preparation process of the acrylic resin, the unsaturated benzoxazine monomer is used as a hard monomer to prepare the UV viscose reducer with 120 ℃ resistance. The UV-reducing adhesive prepared by the invention is firm in bonding before UV irradiation, is rapidly reduced in bonding after UV irradiation, is easy to peel and has no adhesive residue. The preparation method is simple and suitable for industrial production.
Description
Technical Field
The invention belongs to the technical field of adhesives, and particularly relates to a high-temperature-resistant UV (ultraviolet) adhesive reducing agent.
Background
The UV visbreaking adhesive is a novel adhesive material and is widely applied to the semiconductor industry and the optical instrument industry. The anti-adhesive glue is used for adhering and fixing a processed material in the processing and manufacturing processes of products such as a semiconductor chip, a transistor, an integrated circuit, a printed circuit board, a telescope, an optical microscope and the like, can reduce the adhesive force instantly through ultraviolet radiation after processing, and can be stripped from the adhered material without difficulty on the premise of not influencing the performance of the adhered material.
The UV viscosity reducing glue mainly comprises base glue, photosensitive resin, a photoinitiator and an active diluent, wherein the structure and the molecular weight of the base glue mainly determine the cohesiveness, the weather resistance, the flexibility, the transparency and the like of the viscosity reducing glue, and the photosensitive resin influences the viscosity reducing capability of the viscosity reducing agent. Patent CN201510590693.9 discloses a two-component curing UV viscosity reducing adhesive, which has the following two components: (1) and (2) component A: the component consists of the following raw materials in parts by weight: 35-60 parts of curing resin, 22-45 parts of photosensitive monomer, 2-10 parts of photopolymerization initiator, 2-15 parts of diluent and 2-10 parts of auxiliary agent; wherein the cured resin is a hydroxyl-containing resin or a carboxyl-containing resin; (2) the component B is one or a mixture of NCO-containing curing agent and mercapto-containing curing agent; the NCO-containing curing agent is isocyanate, the NCO content of the isocyanate is 12.5-23.5%, and the molecular weight is 200-600; the sulfydryl-containing curing agent is polythiol, wherein the content of sulfydryl is 5-15%; the weight of the component B is 5-20% of the weight of the component A. Patent CN201910073195.5 discloses a side vinyl type copolymerized acrylate UV visbreaking adhesive and a preparation method thereof, which comprises 30-90 parts of main adhesive, 0.3-3 parts of photoinitiator, 1-5 parts of thermal curing agent and 5-40 parts of reactive diluent; the main glue comprises 1-10 parts of isocyanate functional monomer and 100 parts of polyacrylate copolymer glue. The UV-curable adhesive has a certain adhesiveness before UV irradiation, and can exert a fixing effect, and after UV irradiation, the adhesive rapidly loses adhesiveness and is peeled from the surface of an adherend. However, as is known, some special processing procedures, such as laser engraving processes of metal back covers of mobile phones, require a high temperature of 120 ℃ or more for several minutes, and the process requires that the anti-adhesive has good high temperature resistance, and the cohesiveness cannot be reduced due to high temperature, so that further performance research and improvement on the high temperature resistance of the UV anti-adhesive are necessary.
Disclosure of Invention
In order to solve the technical problems, the invention aims to provide the high-temperature-resistant UV viscosity-reducing adhesive, and the acrylate viscosity-reducing adhesive prepared by taking unsaturated benzoxazine as a hard monomer has good high-temperature resistance.
In order to achieve the purpose, the invention adopts the following specific technical scheme:
the high-temperature-resistant UV visbreaking adhesive comprises the following raw materials: the acrylic resin comprises acrylic resin, a photoinitiator, a photosensitive monomer and an organic solvent, wherein hard monomers in acrylic resin polymerization monomers comprise unsaturated benzoxazine monomers and styrene.
The high-temperature-resistant UV visbreaking adhesive comprises the following raw materials in parts by weight: 30-60 parts of acrylic resin, 0.5-3 parts of photoinitiator, 20-30 parts of photosensitive monomer and 30-50 parts of organic solvent, wherein the weight ratio of the unsaturated benzoxazine monomer to the styrene monomer is 1-3: 1.
The weight ratio of the soft monomer to the hard monomer to the functional monomer in the acrylic resin is 10-15:4-6: 1-3.
The structural formula of the unsaturated benzoxazine monomer is shown as the following formula (I):
R1-R3one of them is allyl, methallyloxy or allyloxy, the others are H, C1-C6 alkyl or C1-C6 alkoxy; r4、R5、R6Independently H, C1-C6 alkyl or C1-C6 alkoxy.
Preferably, the unsaturated benzoxazine monomers are compound 1 and compound 2 as follows:
the preparation method of the unsaturated benzoxazine monomer is a conventional benzoxazine preparation method in the field, and comprises the following steps:
1) adding a phenol compound containing alkenyl, a primary amine compound and formaldehyde into a reaction kettle containing an organic solvent in an inert atmosphere, uniformly stirring, heating to a reflux state for reaction, and then carrying out reduced pressure distillation to obtain a solid for later use;
2) dissolving the solid obtained in the step 1) in an organic solvent, washing with an alkali liquor, then washing with deionized water to be neutral, and drying in vacuum to obtain the unsaturated benzoxazine monomer.
The molar ratio of the phenol compound, the primary amine compound and the formaldehyde in the step 1) is 1:1-1.2: 2-2.4; the organic solvent is at least one selected from dioxane, dimethylformamide, chloroform, toluene and xylene; the phenol compound containing alkenyl is selected from at least one of 4-allylphenol, 3-allylphenol, 2- (allyloxy) phenol, 2-allylphenol, o- (2-methallyloxy) phenol and 4-allyloxyphenol; the primary amine compound is selected from at least one of aniline, m-methylaniline, p-methylaniline and o-methylaniline; the reflux reaction time is 1-3 h.
The organic solvent in the step 2) is at least one of diethyl ether and ethanol; the alkali liquor is selected from aqueous solution of potassium hydroxide or sodium hydroxide, the concentration of the alkali liquor is 0.5-1.5mol/L, and the washing times of the alkali liquor are 1-5 times.
The preparation method of the acrylic resin comprises the following steps:
s1, uniformly mixing the soft monomer, the hard monomer, the functional monomer, the solvent and the initiator in an inert atmosphere for later use;
s2, adding the mixture obtained in the step S1 of 1/4-1/3 into a reaction kettle under an inert atmosphere, heating to react under a stirring condition, then dropwise adding the rest mixture obtained in the step S1, and continuing constant-temperature reaction after dropwise adding is finished;
s3 stopping reaction, distilling under reduced pressure to obtain viscous liquid for later use.
The soft monomer in step S1 is not particularly limited, and is generally an alkyl acrylate, the number of carbon atoms in the alkyl group is an integer of 1 to 6, and examples of the soft elastomer include, but are not limited to, at least one of ethyl acrylate, butyl acrylate, and n-butyl methacrylate; the functional monomer includes but is not limited to at least one of acrylic acid, methacrylic acid, maleic acid, N-methylol acrylamide, acrylic acid glycidyl ether, N-methylol methacrylamide monomer; the solvent is at least one selected from chloroform, dimethyl methyl ether, dipropylene glycol methyl ether, ethyl acetate, toluene and butyl acetate; the initiator is not particularly limited to peroxide initiators commonly used in the art, and may be benzoyl peroxide.
And step S2, heating to 60-90 ℃, wherein the reaction time is 0.5-2h, dripping the mixture in the rest step S1 within 3-5h, and then continuing to react for 1-3h at constant temperature.
The photoinitiator is a free radical photoinitiator including but not limited to at least one of benzoin diethyl ether, 1-hydroxycyclohexyl phenyl ketone, 2-hydroxy-2-methyl-1-phenyl acetone, 2,4, 6-trimethylbenzoyl-diphenyl phosphine oxide.
The photosensitive monomer is a compound of a monofunctional monomer and a multifunctional monomer with the functionality of more than or equal to 3, and the compounding ratio is 0.6-1: 1-2.5.
The monofunctional photosensitive monomer is fluoroalkyl (meth) acrylate, and is specifically selected from at least one of trifluoroethyl methacrylate, hexafluorobutyl methacrylate and trifluoroethyl acrylate, the trifunctional photosensitive monomer comprises but is not limited to at least one of pentaerythritol triacrylate, trimethylolpropane triacrylate and triethoxylated trimethylolpropane triacrylate, and the pentafunctional photosensitive monomer comprises but is not limited to dipentaerythritol pentaacrylate.
For example, the photosensitive monomer is a compound of acrylate with the functionality of 1, 3 and 5, and the molar ratio of the three is 0.6-1:2-3: 0.3-0.5.
The organic solvent is at least one selected from chloroform, dimethyl methyl ether, dipropylene glycol methyl ether, ethyl acetate, toluene and butyl acetate.
Compared with the prior art, the invention has the beneficial effects that:
according to the invention, in the preparation process of the acrylic resin, an unsaturated benzoxazine monomer is used as a hard monomer, an oxazine ring structure is a rigid structure with a benzene ring, O, N on the oxazine ring structure can form a hydrogen bond with hydrogen on other monomers, the molecular weight rigidity can be further increased by the action of the hydrogen bond, the heat resistance is improved, and the finally obtained UV adhesive can resist the high temperature of 120 ℃.
The UV-reducing adhesive prepared by the invention is firm in bonding before UV irradiation, is rapidly reduced in bonding property after UV irradiation, is easy to peel and has no adhesive residue.
And thirdly, the preparation method is simple, does not need large-scale complex equipment and process, and is suitable for large-scale industrial production.
Detailed Description
The present invention will be further described with reference to the following examples, but the present invention is not limited to the descriptions in the following. Unless otherwise specified, "parts" in the examples are parts by weight.
Preparation of unsaturated benzoxazine monomers
Preparation example 1
1) Adding 134 parts of 4-allylphenol, 111.6 parts of aniline and 66 parts of formaldehyde (the molar ratio of the three is 1:1.2:2.2) into a reaction kettle containing 400 parts of dioxane under the nitrogen atmosphere, stirring uniformly, heating to a reflux state for reaction, and then carrying out reduced pressure distillation to obtain a light yellow solid for later use;
2) dissolving the light yellow solid obtained in the step 1) in diethyl ether, washing for 3 times by using 0.5mol/L sodium hydroxide solution, then washing to be neutral by using deionized water, and drying in vacuum to obtain an unsaturated benzoxazine monomer, namely a compound 1.
Preparation example 2
The same as in preparation example 1 except that 4-allylphenol was replaced with 150 parts of 2- (allyloxy) phenol in step 1) was used as compound 2.
Preparation of acrylic resin
Preparation example 3
S1 mixing 10 parts of butyl acrylate, 4.5 parts of the unsaturated benzoxazine monomer compound 1 prepared in preparation example 1, 1.5 parts of styrene monomer, 3 parts of N-hydroxymethyl acrylamide, 25 parts of toluene and 0.09 part of benzoyl peroxide uniformly in a nitrogen atmosphere for later use;
s2, adding 1/4 of the mixture obtained in the step S1 into a reaction kettle under the nitrogen atmosphere, heating to 85 ℃ under the stirring condition, reacting for 1.5h, dripping the rest of the mixture obtained in the step S1 within 3h, and finally continuing to react for 2h at constant temperature;
s3 stopping reaction, distilling under reduced pressure to obtain viscous liquid for later use.
Preparation example 4
The procedure was as in preparation example 3, except that butyl acrylate was used in an amount of 15 parts.
Preparation example 5
The same as in preparation example 3 except that the unsaturated benzoxazine monomer compound 1 prepared in preparation example 1 was used in an amount of 3 parts and the styrene monomer was used in an amount of 1 part.
Preparation example 6
The same as in preparation example 3 except that N-methylolacrylamide was used in an amount of 1 part.
Preparation example 7
The same as in preparation example 3 except that the unsaturated benzoxazine monomer compound 1 prepared in preparation example 1 was used in an amount of 3 parts and the styrene monomer was used in an amount of 3 parts.
Preparation example 8
The same as in preparation example 3 except that the unsaturated benzoxazine monomer was used in an amount of 1.5 parts and the styrene monomer was used in an amount of 0.5 parts, respectively, as prepared in preparation example 1.
Preparation example 9
The same as in preparation example 3 except that the unsaturated benzoxazine monomer was used in an amount of 7.5 parts and the styrene monomer was used in an amount of 2.5 parts, respectively, as prepared in preparation example 1.
Preparation example 10
The same as preparation example 3 except that the unsaturated benzoxazine monomer was prepared for preparation example 2.
Comparative preparation example 1
The same as in preparation example 3 except that the hard monomer in step S1 was 6 parts of styrene monomer, that is, no unsaturated benzoxazine monomer was added.
Comparative preparation example 2
The same as in production example 3 except that styrene in the hard monomer was replaced with acrylonitrile of equal mass in step S1.
Comparative preparation example 3
The same as in preparation example 3 except that styrene in the hard monomer was replaced with an equal mass of methyl methacrylate in step S1.
Preparation of high-temperature-resistant UV (ultraviolet) viscose reducing agent
Examples 1 to 8
2 parts of benzoin diethyl ether, 5.8 parts of trifluoroethyl methacrylate, 19.4 parts of pentaerythritol triacrylate and 4.8 parts of dipentaerythritol pentaacrylate (the weight ratio of the three photosensitive monomers is 0.6:2:0.5) are uniformly mixed with 60 parts of the acrylic resin prepared in preparation examples 3-10 and 40 parts of chloroform, and the mixture is stood for 30min to defoam, so that the high-temperature resistant UV viscose reducer of the examples 1-8 is obtained respectively.
Example 9
The procedure was as in example 1 except that 3.9 parts of trifluoroethyl methacrylate, 12.9 parts of pentaerythritol triacrylate and 3.2 parts of dipentaerythritol pentaacrylate were used (the weight ratio of the three photosensitive monomers was 0.6:2: 0.5).
Example 10
The procedure was as in example 1 except that trifluoroethyl methacrylate was 8.6 parts, pentaerythritol triacrylate was 17.1 parts, and dipentaerythritol pentaacrylate was 4.3 parts (the weight ratio of the three photosensitive monomers was 1:2: 0.5).
Example 11
The procedure of example 1 was repeated, except that trifluoroethyl methacrylate was replaced with 8.6 parts of isooctyl acrylate.
Example 12
The same as example 1 except that the acrylic resin prepared in preparation example 3 was used in an amount of 40 parts.
Example 13
The procedure of example 1 was repeated, except that the photosensitive monomers were 16.4 parts of trifluoroethyl methacrylate and 13.6 parts of dipentaerythritol pentaacrylate, that is, pentaerythritol triacrylate was not added.
Example 14
The procedure was as in example 1 except that the photosensitive monomer was 30 parts of pentaerythritol triacrylate.
Comparative example 1
The same as in example 1 except that the acrylic resin used was prepared as in comparative preparation example 1.
Comparative example 2
The same as in example 1 except that the acrylic resin used was prepared as in comparative preparation example 2.
Comparative example 3
The same as in example 1 except that the acrylic resin used was prepared as in comparative preparation example 3.
Application example
The high-temperature resistant UV visbreaking adhesives prepared in the above examples and comparative examples are respectively coated on the surface of a corona PET (polyethylene terephthalate) substrate with the thickness of 40 mu m, and the coating weight is 30g/cm2Baking at 100 deg.C for 8min to form a uniform coating with thickness of 2 μm, standing at room temperature for 24h, sticking the PET film coated with the viscose reducing agent on a steel plate, placing under a 750W ultraviolet lamp at a distance of 15cm, irradiating for 1min, and taking out for testing.
The high-temperature resistant UV visbreaking adhesive prepared by the application example is subjected to the following performance tests:
initial adhesion: reference is made to GB/T4852-2002, ball ramp stop test method, 30 ℃ tilt angle, stainless steel plate.
And (3) keeping adhesion: refer to GB/T4851-1998, adhesion tester, test temperature 40 ℃, weight 500 g.
Heat resistance and permanent adhesion: refer to GB/T4851-1998, adhesion tester, test temperature 120 ℃, weight 500 g.
180 ° peel strength: refer to GB/T2792-1995, electronic tensile tester, tape width 25mm, and peeling rate 300 mm/min.
TABLE 1
The table shows that the high-temperature resistant UV visbreaking adhesive prepared by the invention has better high-temperature resistance, the lasting adhesion force under the action of 120 ℃ can reach 18min to the maximum and 10min to the minimum, and the time can completely meet the requirements of other process operations. In addition, it can be seen that the photosensitive monomer formulations containing fluorine-containing monofunctional photosensitive monomers have a synergistic effect in reducing 180 ° peel strength after UV. The UV-reducing adhesive prepared by the invention is firm in bonding before UV irradiation, is rapidly reduced in bonding after UV irradiation, is easy to peel and has no adhesive residue. In addition, as can be seen from the comparison between the examples of the present invention and the comparative examples, in the preparation of the acrylic resin, the unsaturated benzoxazine and the styrene have a synergistic effect, and act together to improve the heat resistance of the UV visbreaking adhesive, and if only the styrene is used, or the styrene is replaced by other common hard monomers, such as acrylonitrile or methyl methacrylate, the excellent heat resistance of the UV visbreaking adhesive of the present invention cannot be achieved.
The preparation method is simple and suitable for industrial production.
The above detailed description is specific to one possible embodiment of the present invention, and the embodiment is not intended to limit the scope of the present invention, and all equivalent implementations or modifications without departing from the scope of the present invention should be included in the technical scope of the present invention.
Claims (10)
1. The high-temperature-resistant UV visbreaking adhesive comprises the following raw materials: acrylic resin, a photoinitiator, a photosensitive monomer and an organic solvent, wherein the hard monomer in the acrylic resin polymerization monomer comprises an unsaturated benzoxazine monomer and styrene,
the structural formula of the unsaturated benzoxazine monomer is shown as the following formula (I):
R1-R3one of them is allyl, methallyloxy or allyloxy, the others are H, C1-C6 alkyl or C1-C6 alkoxy; r4、R5、R6Independently H, C1-C6 alkyl or C1-C6 alkoxy.
2. The UV viscose reducer according to claim 1, wherein the viscose reducer comprises the following raw materials in parts by weight: 30-60 parts of acrylic resin, 0.5-3 parts of photoinitiator, 20-30 parts of photosensitive monomer and 30-50 parts of organic solvent, wherein the weight ratio of the unsaturated benzoxazine monomer to the styrene monomer is 1-3: 1.
3. The UV viscose reducer according to claim 1, wherein the weight ratio of the soft monomer, the hard monomer and the functional monomer in the acrylic resin is 10-15:4-6: 1-3.
4. The UV detackifying adhesive of claim 1, wherein the unsaturated benzoxazine monomer comprises at least one of allylbenzoxazine or allyloxybenzoxazine.
6. the UV viscose reducer according to claim 1, wherein the unsaturated benzoxazine monomer is prepared by a method comprising the steps of:
1) adding a phenol compound containing alkenyl, a primary amine compound and formaldehyde into a reaction kettle containing an organic solvent in an inert atmosphere, uniformly stirring, heating to a reflux state for reaction, and then carrying out reduced pressure distillation to obtain a solid for later use;
2) dissolving the solid obtained in the step 1) in an organic solvent, washing with an alkali liquor, then washing with deionized water to be neutral, and drying in vacuum to obtain the unsaturated benzoxazine monomer.
7. The UV viscose reducing agent according to claim 6, wherein the phenol compound having an alkenyl group is at least one selected from the group consisting of 4-allylphenol, 3-allylphenol, 2- (allyloxy) phenol, 2-allylphenol, o- (2-methallyloxy) phenol, and 4-allyloxyphenol; the primary amine compound is selected from at least one of aniline, m-methylaniline, p-methylaniline and o-methylaniline.
8. The UV viscose reducing agent according to claim 1, wherein the preparation method of the acrylic resin comprises the following steps:
s1, uniformly mixing the soft monomer, the hard monomer, the functional monomer, the solvent and the initiator in an inert atmosphere for later use;
s2, adding the mixture obtained in the step S1 of 1/4-1/3 into a reaction kettle under an inert atmosphere, heating to react under a stirring condition, then dropwise adding the rest mixture obtained in the step S1, and continuing constant-temperature reaction after dropwise adding is finished;
s3 stopping reaction, distilling under reduced pressure to obtain viscous liquid for later use.
9. The UV viscose reducer according to claim 1, wherein the photosensitive monomer is a compound of a monofunctional monomer and a multifunctional monomer with functionality of not less than 3, and the compound ratio is 0.6-1: 1-2.5.
10. The UV vis-reducing adhesive according to claim 1, wherein the monofunctional photosensitive monomer is a fluoroalkyl (meth) acrylate selected from at least one of trifluoroethyl methacrylate, hexafluorobutyl methacrylate, trifluoroethyl acrylate; the multifunctional monomer is at least one selected from pentaerythritol triacrylate, trimethylolpropane triacrylate, triethoxylated trimethylolpropane triacrylate, pentaerythritol tetraacrylate, ditrimethylolpropane tetraacrylate and dipentaerythritol pentaacrylate.
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