CN110655900A - Ultraviolet curing cleaning glue, preparation method and application thereof - Google Patents

Ultraviolet curing cleaning glue, preparation method and application thereof Download PDF

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Publication number
CN110655900A
CN110655900A CN201911015867.3A CN201911015867A CN110655900A CN 110655900 A CN110655900 A CN 110655900A CN 201911015867 A CN201911015867 A CN 201911015867A CN 110655900 A CN110655900 A CN 110655900A
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China
Prior art keywords
parts
acrylate
cleaning
monomer
resin
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CN201911015867.3A
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Chinese (zh)
Inventor
刘翘楚
裴勇
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IGE TECHNOLOGIES (SHANGHAI) Co Ltd
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IGE TECHNOLOGIES (SHANGHAI) Co Ltd
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Priority to CN201911015867.3A priority Critical patent/CN110655900A/en
Publication of CN110655900A publication Critical patent/CN110655900A/en
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J175/00Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
    • C09J175/04Polyurethanes
    • C09J175/14Polyurethanes having carbon-to-carbon unsaturated bonds
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J11/00Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/02Non-macromolecular additives
    • C09J11/06Non-macromolecular additives organic
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J131/00Adhesives 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 an acyloxy radical of a saturated carboxylic acid, of carbonic acid, or of a haloformic acid; Adhesives based on derivatives of such polymers
    • C09J131/02Homopolymers or copolymers of esters of monocarboxylic acids
    • C09J131/04Homopolymers or copolymers of vinyl acetate

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Detergent Compositions (AREA)

Abstract

The invention relates to an ultraviolet curing cleaning adhesive, a preparation method and application thereof. The ultraviolet curing cleaning adhesive comprises the following components in parts by weight: 1-40 parts of soft monomer, 5-50 parts of monofunctional acrylate monomer, 0-10 parts of polyfunctional acrylate monomer, 10-70 parts of polyurethane acrylate resin, 0.1-10 parts of photoinitiator and 1-70 parts of polyvinyl acetate resin.

Description

Ultraviolet curing cleaning glue, preparation method and application thereof
Technical Field
The invention relates to an ultraviolet curing cleaning adhesive, a preparation method and application thereof.
Background
In daily life or industrial production, a cotton swab or a cloth-head wiping rod is often used to clean fine objects. However, in the field of electronic and photoelectric industries, most of precision electronic products or optical products are unqualified because foreign matters which do not meet the quality requirement are adsorbed on the surface of the products in the production and inspection processes. The cleaning by using a conventional ion air gun or a common cotton swab can not achieve good effect, and the quality can not be well guaranteed. If a large amount of water or solvent is used for washing, on one hand, a large amount of waste water and waste liquid are generated, and on the other hand, the subsequent processes such as drying are involved, so that the operation is complex.
In the field of precision manufacturing, cleaning and dust removal by using cleaning glue which can be made into various shapes become a more appropriate scheme. The red glue is widely used in the market at present, and the main components of the red glue are ethyl acetate solvent, glue main resin polyethylene-vinyl acetate and pigment. The cleaning glue is dipped by using a stick, and the solvent is volatilized for use. But the operation is not convenient enough because the solvent needs to be waited for volatilization; the solvent can cause environmental pollution and is not environment-friendly enough; after the solvent is volatilized, the colloid is hard, and dust and particles cannot be easily removed from a part of complex and fine structures. In addition, when the adhesion of the glue is not enough, the cleaning effect on impurities is not good, the adhesion is too good, and the glue is easy to adhere to the cleaned parts and is not easy to take down, so that different customers have different requirements on the adhesion of the glue in the practical application.
Patent CN102533171B discloses a solid cleaning glue and a preparation method thereof, and provides a solid cleaning glue which is synthesized by a soft monomer, a hard monomer, an initiator, a solvent and a functional auxiliary agent through a solution polymerization method, the synthesis process is complex, and a large amount of waste liquid can be generated. In the patent CN102676085B, the preparation of the yellow cleaning glue needs a base of 120-130 ℃, and then the yellow cleaning glue is obtained by stirring at 95-100 ℃, and the preparation is also complex.
Disclosure of Invention
The invention relates to an ultraviolet curing cleaning adhesive. The ultraviolet curing cleaning adhesive comprises the following components in parts by weight: 1-40 parts of soft monomer, 5-50 parts of monofunctional acrylate monomer, 0-10 parts of polyfunctional acrylate monomer, 10-70 parts of polyurethane acrylate resin, 0.1-10 parts of photoinitiator and 1-70 parts of polyvinyl acetate resin.
According to one aspect of the invention, the soft monomer is of the general formula CH2=CR1COOR2Wherein R is1Is H or CH3,R2Is C4~C22An aliphatic alkyl group of (2).
According to an aspect of the present invention, the monofunctional acrylate monomer is at least one of isobornyl methacrylate, isobornyl acrylate, hydroxyethyl methacrylate, tetrahydrofuran acrylate, tetrahydrofuran methacrylate, N-vinyl caprolactam, and N-vinyl pyrrolidone.
According to an aspect of the present invention, the multifunctional acrylate monomer includes a 3-6 functional acrylate monomer, preferably at least one of pentaerythritol triacrylate, pentaerythritol tetraacrylate, dipentaerythritol pentaacrylate, dipentaerythritol hexaacrylate, trimethylolpropane triacrylate, ethoxylated trimethylolpropane triacrylate, trimethylolpropane trimethacrylate, and tris (2-acryloyloxyethyl) isocyanurate.
According to an aspect of the present invention, the urethane acrylate-based resin is at least one of an aliphatic urethane acrylate oligomer, an aromatic urethane acrylate oligomer, a polyether acrylate oligomer, and a polyester acrylate oligomer.
According to one aspect of the invention, the photoinitiator is at least one of 1-hydroxycyclohexyl phenyl ketone, 2,4,6- (trimethylbenzoyl) diphenyl phosphorus oxide, 2-methyl-1- (4-methylthiophenyl) -2-morpholinyl-1-propanone, 2-hydroxy-2-methyl-1-phenyl-1-propanone, 2-phenylbenzyl-2-dimethylamine-1- (4-morpholinobenzyl) butanone, methyl benzoylformate and phenyl bis (2,4, 6-trimethylbenzoyl) phosphine oxide, 2-isopropylthioxanthone, benzoin dimethyl ether, dimethyl benzil ketal and benzophenone.
According to an aspect of the present invention, the polyvinyl acetate-based resin is at least one of a polyethylene-vinyl acetate copolymer resin and a polyvinyl acetate resin.
According to one aspect of the invention, the soft monomer content is 10-30 parts, the monofunctional acrylate monomer content is 10-40 parts, the multifunctional acrylate monomer content is 1-5 parts, the urethane acrylate resin content is 20-60 parts, the photoinitiator content is 1-5 parts, and the polyvinyl acetate resin content is 10-50 parts.
The invention relates to a preparation method of an ultraviolet curing cleaning adhesive. The method comprises the step of mixing 1-40 parts of soft monomer, 5-50 parts of monofunctional acrylate monomer, 0-10 parts of polyfunctional acrylate monomer, 10-70 parts of polyurethane acrylate resin, 0.1-10 parts of photoinitiator and 1-70 parts of polyvinyl acetate resin in a dark place.
The invention relates to an application of the ultraviolet curing cleaning adhesive and the ultraviolet curing cleaning adhesive prepared by the preparation method of the ultraviolet curing cleaning adhesive in cleaning laser semiconductor chips, microelectronic devices, printed circuit boards, television picture tubes, precision instruments, liquid crystal displays, computer keyboards, automobile interiors, mobile phones and audio and video equipment.
The application mode of the ultraviolet curing cleaning adhesive is as follows: the cleaning glue is dipped by using a cotton swab or a swab rod with a shape required by a use scene, and after the cotton swab or the swab rod is completely cured under an ultraviolet lamp, impurities are adhered by using the cured cleaning glue, so that the purpose of cleaning is achieved.
Technical effects
Based on the implementation of the technical scheme, the invention has the following technical effects:
1. the system has no organic solvent, does not produce pollution during production and use, and is green and environment-friendly;
2. the production and preparation process is simple, and the production cost is saved;
3. the dust collector has excellent adsorption capacity on dust and excellent dust removal effect;
4. the hardness and the adhesive force of the adhesive can be adjusted according to the requirements of different customers and different use scenes, and the adhesive is convenient to use. For example, some customer workpieces are small and light, and it is desirable to remove dust without lifting the workpieces, and the adhesion required is low. Some service environments can meet complex and fine structures, and the dust-sticking glue can be adapted to certain deformation.
Detailed Description
The invention is described in detail below, but it is to be understood that the scope of the invention is not limited thereto, but rather by the appended claims.
All publications, patent applications, patents, and other references mentioned in this specification are herein incorporated by reference in their entirety. Unless defined otherwise, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art. In case of conflict, the present specification, including definitions, will control.
In the context of the present specification, anything or things which are not mentioned, except where explicitly stated, are directly applicable to those known in the art without any changes. Moreover, any embodiment described herein may be freely combined with one or more other embodiments described herein, and the technical solutions or concepts resulting therefrom are considered part of the original disclosure or original disclosure of the invention, and should not be considered as new matters not disclosed or contemplated herein, unless a person skilled in the art would consider such a combination to be clearly unreasonable.
[ example 1 ]
In the first step, 20 parts of butyl acrylate, 20 parts of isobornyl acrylate, 3 parts of 1-hydroxycyclohexyl phenyl ketone and 1 part of 2,4,6- (trimethylbenzoyl) diphenyl phosphorus oxide are weighed respectively and then put into a stirring cylinder for stirring, the stirring speed is set at 110RPM, and the stirring time is 20 minutes.
In the second step, 60 parts of aliphatic urethane acrylate and 10 parts of polyvinyl acetate were put into a stirring cylinder at 1350RPM for 30 minutes, and the mixture was finally filtered and packaged.
[ example 2 ]
In the first step, 10 parts of dodecyl acrylate, 30 parts of tetrahydrofuran acrylate, 1 part of pentaerythritol triacrylate, 0.5 part of 1-hydroxycyclohexyl phenyl ketone and 0.5 part of ethyl 2,4, 6-trimethylbenzoylphenylphosphonate are weighed respectively and then put into a stirring cylinder for stirring at the stirring speed of 115RPM for 20 minutes.
In the second step, 40 parts of aromatic urethane acrylate and 20 parts of polyvinyl acetate are put into a stirring cylinder, the stirring speed is set to be 135RPM, the stirring time is set to be 30 minutes, and finally, the mixture is filtered and packaged.
[ example 3 ]
In the first step, 30 parts of hexadecyl acrylate, 20 parts of hydroxyethyl methacrylate, 2 parts of trimethylolpropane triacrylate, 3 parts of 2-hydroxy-2-methyl-1-phenyl-1-propanone and 2 parts of ethyl 2,4, 6-trimethylbenzoylphenylphosphonate are respectively weighed and then put into a stirring cylinder for stirring at the stirring speed of 115RPM for 20 minutes.
In the second step, 30 parts of polyether acrylate oligomer and 30 parts of polyvinyl acetate are put into a stirring cylinder, the stirring speed is set to 135RPM, the stirring time is 30 minutes, and finally the mixture is filtered and packaged.
[ example 4 ]
In the first step, 15 parts of octyl acrylate, 40 parts of isobornyl methacrylate, 3 parts of dipentaerythritol hexaacrylate and 3 parts of 2-hydroxy-2-methyl-1-phenyl-1-acetone are respectively weighed and then put into a stirring cylinder for stirring, wherein the stirring speed is set at 115RPM, and the stirring time is 20 minutes.
In the second step, 20 parts of polyester acrylate oligomer and 50 parts of polyvinyl acetate were put into a stirring cylinder at a stirring speed of 135RPM for 30 minutes, and finally the mixture was filtered and packaged.
[ example 5 ]
In the first step, 25 parts of octadecyl acrylate, 25 parts of N-vinyl caprolactam, 4 parts of trimethylolpropane trimethacrylate, 2 parts of 2-hydroxy-2-methyl-1-phenyl-1-acetone and 1.5 parts of ethyl 2,4, 6-trimethylbenzoylphenylphosphonate are respectively weighed and then put into a stirring cylinder for stirring at the stirring speed of 115RPM for 20 minutes.
Secondly, 45 parts of aliphatic polyurethane acrylate and 15 parts of polyvinyl acetate are put into a stirring cylinder, the stirring speed is set to be 135RPM, the stirring time is set to be 30 minutes, and finally the mixture is filtered and packaged.
[ example 6 ]
In the first step, 30 parts of behenyl acrylate, 20 parts of N-vinylpyrrolidone, 5 parts of dipentaerythritol pentaacrylate, 2 parts of 1-hydroxycyclohexyl phenyl ketone and 2 parts of 2,4,6- (trimethylbenzoyl) diphenyl phosphorus oxide were weighed and stirred in a stirring tank at a stirring speed of 115RPM for 20 minutes.
In the second step, 50 parts of aliphatic urethane acrylate and 35 parts of polyvinyl acetate were put into a stirring cylinder at a stirring speed of 135RPM for 30 minutes, and finally the mixture was filtered and packaged.
[ COMPARATIVE EXAMPLE 1 ]
After 40 parts of ethyl acetate, 59 parts of polyvinyl acetate and 1 part of fuchsin were weighed, the mixture was put into a stirring tank and stirred at a stirring speed of 105RPM for 20 minutes, and the mixture was filter-packaged.
[ COMPARATIVE EXAMPLE 2 ]
In the first step, 25 parts of octadecyl acrylate, 25 parts of N-vinyl caprolactam, 4 parts of trimethylolpropane trimethacrylate, 2 parts of 2-hydroxy-2-methyl-1-phenyl-1-acetone and 1.5 parts of ethyl 2,4, 6-trimethylbenzoylphenylphosphonate are respectively weighed and then put into a stirring cylinder for stirring at the stirring speed of 115RPM for 20 minutes.
Secondly, 45 parts of aliphatic polyurethane acrylate and 15 parts of polyvinyl acetate are put into a stirring cylinder, the stirring speed is set to be 135RPM, the stirring time is set to be 30 minutes, and finally the mixture is filtered and packaged.
The test results of each composition prepared in examples 1 to 6 and comparative examples 1 to 2 were as follows:
the use method comprises the following steps: one end of a cotton swab is dipped into uncured cleaning glue for dipping, and the cotton swab is wrapped on a rod head to form an oval glue head with the thickness of about 1mm and the diameter of about 3-5 mm. After sufficient curing (for comparative example 1, curing is the drying time due to the non-UV curing system) was used. When in use, the glue head is aligned to the position of the impurity and lightly stuck at an angle of 60-90 degrees.
The detection items are as follows:
curing time: using 1000mW/cm2The curing condition of the glue is observed under different irradiation time by irradiating an energy UV-LED ultraviolet lamp, such as XC210 (the wavelength is 365nm) of IGE, and the time corresponding to the complete curing is taken as the curing time. For comparative example 1, the solution was left at room temperature after dipping, and the solvent was completely volatilized as a curing time.
Shore hardness: 2g of the cleaning glue is taken in a special mould, the UV-LED ultraviolet lamp, such as XC210 (with the wavelength of 365nm) of IGE, is used for curing by using UV energy of 2000-5000mj/cm2, and the hardness of the cured transfer printing film is detected by using a digital Shore durometer after the transfer printing film is kept stand for 24 hours. The greater the shore hardness number, the greater the hardness indication, while the hardness on the D scale is higher than on the a scale.
Dust removal performance: respectively scattering dust and particles on a glass sheet and a PC sheet with the thickness of 10mm multiplied by 20mm, slightly sticking the glass sheet and the PC sheet by using the solidified cleaning glue, and observing the surfaces of the glass sheet and the PC sheet under a microscope, wherein the glass sheet and the PC sheet pass through the microscope without impurity residues completely.
Adhesion properties: and (3) taking PC sheets with different weights, slightly pressing the cleaning rubber head on the surface of the sheet at an angle of 60 degrees, slightly lifting the rubber rod, observing whether the sheet is lifted along with the rubber rod, and recording the weight of the sheet.
Serial number Test 1 Test 2 Test 3 Test 4
Test method Curing time Shore hardness Dust removal performance Adhesion Properties
Example 1 4 seconds A35 By passing 1g
Example 2 10 seconds A52 By passing 2g
Example 3 3 seconds A61 By passing 3g
Example 4 5 seconds A65 By passing 4g
Example 5 5 seconds A68 By passing 2g
Example 6 4 seconds A70(D20) By passing 3g
Comparative example 1 2 hours D40 By passing 6g
Comparative example 2 4 seconds A62 Do not pass through <1g
In some application scenarios, since the parts to be cleaned are difficult to fix, it is desirable to remove the impurities without taking up the parts when using the cleaning paste. In the comparison, we can see that [ comparative example 1 ] is a red glue which is generally used in the market, needs to be dried for a long time when being used, is not environment-friendly due to solvent volatilization, has high viscosity and limits the application of the red glue. And [ examples 1-6 ] the curing time is less than or equal to 10s and the time is short. In the composition of comparative example 2, polyvinyl acetate was lacking, and the dust removing ability was not satisfactory. From [ examples 1 to 6 ], we can also see that we can control the hardness and adhesion performance of the cleaning adhesive by adjusting the addition amounts of the multifunctional monomer and the polyvinyl acetate in the formula, so as to meet the requirements of various application scenarios.

Claims (10)

1. An ultraviolet curing cleaning adhesive comprises the following components in parts by weight: 1-40 parts of soft monomer, 5-50 parts of monofunctional acrylate monomer, 0-10 parts of polyfunctional acrylate monomer, 10-70 parts of polyurethane acrylate resin, 0.1-10 parts of photoinitiator and 1-70 parts of polyvinyl acetate resin.
2. The UV-curable cleaning adhesive according to claim 1, wherein the soft monomer has a general formula of CH2=CR1COOR2Wherein R is1Is H or CH3,R2Is C4~C22An aliphatic alkyl group of (2).
3. The UV-curable cleaning paste according to claim 1, wherein the monofunctional acrylate monomer is at least one of isobornyl methacrylate, isobornyl acrylate, hydroxyethyl methacrylate, tetrahydrofuran acrylate, tetrahydrofuran methacrylate, N-vinyl caprolactam and N-vinyl pyrrolidone.
4. The UV-curable cleaning paste according to claim 1, wherein said multifunctional acrylate monomer comprises a 3-6 functional acrylate monomer, preferably at least one of pentaerythritol triacrylate, pentaerythritol tetraacrylate, dipentaerythritol pentaacrylate, dipentaerythritol hexaacrylate, trimethylolpropane triacrylate, ethoxylated trimethylolpropane triacrylate, trimethylolpropane trimethacrylate and tris (2-acryloyloxyethyl) isocyanurate.
5. The UV curable cleaning paste according to claim 1, wherein the urethane acrylate resin is at least one of aliphatic urethane acrylate oligomer, aromatic urethane acrylate oligomer, polyether acrylate oligomer and polyester acrylate oligomer.
6. The UV-curable cleaning paste according to claim 1, wherein the photoinitiator is 1-hydroxycyclohexyl phenyl ketone, 2,4,6- (trimethylbenzoyl) diphenyl phosphine oxide, 2-methyl-1- (4-methylthiophenyl) -2-morpholinyl-1-propanone, 2-hydroxy-2-methyl-1-phenyl-1-propanone, 2-phenylbenzyl-2-dimethylamine-1- (4-morpholinebenzylphenyl) butanone, methyl benzoylformate and phenylbis (2,4, 6-trimethylbenzoyl) phosphine oxide, at least one of 2-isopropylthioxanthone, benzoin bismethyl ether, dimethyl benzil ketal and benzophenone.
7. The UV-curable cleaning paste according to claim 1, wherein the polyvinyl acetate resin is at least one of a polyethylene-vinyl acetate copolymer resin and a polyvinyl acetate resin.
8. The ultraviolet curing cleaning adhesive as claimed in claim 1, wherein the soft monomer content is 10-30 parts, the monofunctional acrylate monomer is 10-40 parts, the polyfunctional acrylate monomer is 1-5 parts, the urethane acrylate resin is 20-60 parts, the photoinitiator is 1-5 parts, and the polyvinyl acetate resin is 10-50 parts.
9. A preparation method of an ultraviolet curing cleaning adhesive comprises the step of mixing 1-40 parts of soft monomer, 5-50 parts of monofunctional acrylate monomer, 0-10 parts of polyfunctional acrylate monomer, 10-70 parts of polyurethane acrylate resin, 0.1-10 parts of photoinitiator and 1-70 parts of polyvinyl acetate resin in a dark place.
10. The ultraviolet light curing cleaning adhesive as described in any one of claims 1 to 8 and the preparation method of the ultraviolet light curing cleaning adhesive as described in claim 9 are used for cleaning laser semiconductor chips, microelectronic devices, printed circuit boards, television picture tubes, precision instruments, liquid crystal displays, computer keyboards, automobile interiors, mobile phones and audio and video equipment.
CN201911015867.3A 2019-10-24 2019-10-24 Ultraviolet curing cleaning glue, preparation method and application thereof Pending CN110655900A (en)

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CN111423821A (en) * 2020-04-14 2020-07-17 杭州纤纳光电科技有限公司 UV cleaning glue, preparation method thereof, gluing and curing device and using method
CN114921200A (en) * 2022-04-29 2022-08-19 深圳市中升薄膜材料有限公司 Compound dust-binding adhesive, and components, preparation method and application thereof

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Publication number Priority date Publication date Assignee Title
CN111423821A (en) * 2020-04-14 2020-07-17 杭州纤纳光电科技有限公司 UV cleaning glue, preparation method thereof, gluing and curing device and using method
CN114921200A (en) * 2022-04-29 2022-08-19 深圳市中升薄膜材料有限公司 Compound dust-binding adhesive, and components, preparation method and application thereof

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