CN106916537B - Sealing compound and preparation method and application thereof - Google Patents
Sealing compound and preparation method and application thereof Download PDFInfo
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- CN106916537B CN106916537B CN201710249631.0A CN201710249631A CN106916537B CN 106916537 B CN106916537 B CN 106916537B CN 201710249631 A CN201710249631 A CN 201710249631A CN 106916537 B CN106916537 B CN 106916537B
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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
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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
- 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
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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
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/08—Macromolecular additives
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Sealing Material Composition (AREA)
Abstract
The invention relates to a sealing adhesive and a preparation method and application thereof, belonging to the technical field of chemical materials. The sealing compound is mainly prepared from the following raw materials in parts by weight: 35-60 parts of oligomer, 40-65 parts of active monomer, 3-10 parts of photoinitiator, 0-10 parts of auxiliary agent and 0-4 parts of toner, wherein the oligomer is at least one of polyurethane acrylate and polybutadiene acrylate; the active monomer is at least one of monofunctional acrylate and difunctional acrylate. The sealing compound can resist HF acid or mixed acid thereof for a longer time, and higher thinning requirements are realized; can resist various types of acid and alkali, and meet various treatment steps; the color can be adjusted, and the penetration depth can be conveniently observed; horizontal curing can be achieved. The method can be used for the thinning process of cover plate glass, touch control glass, TFT-LCD liquid crystal glass and common glass, and has the advantage of wide application range.
Description
Technical Field
The invention relates to the technical field of chemical materials, in particular to a sealing adhesive and a preparation method and application thereof.
Background
With the rapid development of electronic products, the demand of touch glass is increasing. Thinning is the inevitable trend of smart phones, tablets and computers, and thinning of screens is one of the most effective ways for thinning products.
The glass is thinned, so that the occupied space can be effectively reduced, the glass can have certain flexibility, and the surface of the glass looks more natural. Usually, 15-20% by mass of HF solution, or HF and H2SO4Or the mixed acid solution of HCl etches the glass surface to achieve the effect of thinning. The process generally comprises the following steps: washing with pure water, alkaline washing (NaOH solution), pretreatment (concentrated H)2SO4Or a mixed acid thereof with HF), HF or a mixed acid thereof. In the process, the thinning sealant is required to be coated on the peripheries of the two pieces of glass, and the surface (such as an ITO surface or a liquid crystal surface) to be protected can be sealed and protected, so that acid and alkali liquor is prevented from entering the glass from the edge, damaging the structure and influencing the performance. Thereby thinning the sealThe glue is essential in the production process of the touch control glass and plays a vital role.
Due to the trend of light and thin glass, the requirement for thinning glass is higher and higher. The glass thickness has been developed from 0.5mm to 0.3mm, even to 0.15mm, and the acid etching time has been extended from 2 hours to 3-4 hours. Therefore, the performance requirements for thinning sealants are also increased, and acid resistance needs to be improved to a greater extent. Common thinning glue sealing in the market is colorless and transparent, so that the penetration depth of glue is not convenient to observe; the acid resistance is about 2 hours generally, and after the acid etching time is prolonged, the edge of the glass is easy to have saw teeth and even the colloid falls off due to insufficient acid resistance, so that the acid solution enters the glass; the curing energy is generally higher, is suitable for vertical curing (one side is coated and the other side is fixed, and the curing is needed for four times), and can not meet the requirement of horizontal curing (the curing is carried out after two sides or four sides are coated, and the curing is carried out for one to two times); in the alkali washing or pretreatment process, because the tolerance to alkali or acid is not enough, the degumming is easy, and the subsequent processing is further influenced.
Disclosure of Invention
Therefore, it is necessary to provide a sealant for sealing and protecting the surface of glass to be protected in the glass thinning process, which has the characteristics of good acid resistance and capability of realizing higher thinning requirement.
The sealing compound is mainly prepared from the following raw materials in parts by weight:
the oligomer is at least one of polyurethane acrylate and polybutadiene acrylate;
the active monomer is at least one of monofunctional acrylate and difunctional acrylate.
The sealing compound obtains a more ideal three-dimensional structure through moderate crosslinking after photoinitiation of the low-polarity macromolecular polymer and the low-polarity diluent monomer, and can better prevent acid-base molecules from entering, thereby showing excellent tolerance to acid and base.
In one embodiment, the sealant is mainly prepared from the following raw materials in parts by weight:
the sealant prepared according to the formula proportion has better various properties. Moreover, the color of the sealant can be adjusted and matched by adding the toner, so that the penetration depth can be conveniently observed, and the practicability is high.
In one embodiment, in the reactive monomer, the monofunctional acrylate is selected from the group consisting of: at least one of isobornyl methacrylate, isobornyl acrylate, lauric acid acrylate, 3, 5-trimethylcyclohexane acrylate, and C8-C10 acrylate;
the difunctional acrylate is selected from the group consisting of: at least one of tricyclodecane dimethanol diacrylate, dioxane diol diacrylate, and 1, 6-hexanediol diacrylate.
The active monomer has good solubility to oligomer, and can better resist acid, alkali and water due to weak polarity.
In one embodiment, the photoinitiator is at least one of a free radical photoinitiator;
the auxiliary agent is at least one of an adhesion promoter, a defoaming agent, a dispersing agent and a flatting agent.
The auxiliary agent can be added according to the actual production requirement.
In one embodiment, the free radical photoinitiator is selected from the group consisting of α -hydroxyketone derivatives, benzoyl formate, acylphosphine oxides, benzophenones and derivatives thereof;
the adhesion promoter is selected from: at least one of gamma-glycidoxypropyltrimethoxysilane, gamma-methacryloxypropyltrimethoxysilane, gamma-methacryloxypropyltriethoxysilane, and a polyfunctional thiol compound;
the defoaming agent is a silicone defoaming agent;
the dispersing agent is modified polydimethylsiloxane;
the leveling agent is an organic silicon leveling agent.
The invention also discloses a preparation method of the adhesive sealant, which comprises the following steps:
preheating: preheating the oligomer;
and (3) hot mixing: keeping the preheating temperature, adding the active monomer, and completely dissolving the oligomer in the active monomer to obtain a mixed glue solution;
mixing: stopping heating, adding the photoinitiator and the auxiliary agent, and stirring uniformly under the condition of residual heat to obtain the high-performance ultraviolet curing coating.
The preparation method of the sealing adhesive has the characteristics of simple process and high reliability, and can be conveniently applied to industrial production.
In one embodiment, the preheating step, wherein the oligomer is heated to 50-70 ℃ for preheating. Preferably 55-65 ℃. The sealant prepared in the temperature range can ensure excellent sealant performance.
In one embodiment, the raw material further comprises a toner, and in the thermal mixing step, the toner is put into the preheated oligomer, uniformly dispersed, and then kept at 50-70 ℃, and the active monomer is added while stirring, so that the oligomer is completely dissolved in the active monomer, and a mixed glue solution is obtained.
The toner and the oligomer are mixed uniformly, and then the active monomer is added, so that the toner has a good mixing effect.
In one embodiment, a dispersant is included in the auxiliary agent; in the hot mixing step, coloring powder is put into the preheated oligomer in the form of color paste; the color paste is prepared by the following method: and (3) uniformly mixing the toner with a proper amount of oligomer and a dispersing agent by using a three-roller machine to obtain the color paste.
The invention also discloses the application of the sealant in the glass thinning process.
The sealant is applied to the thinning process of glass, the sealant is dispensed around two pieces of glass, the surface (such as an ITO surface) to be protected is sealed and protected, and acid and alkali liquor is prevented from entering the interior of the glass from the edge, damaging the structure and influencing the performance in the processes of acid etching and the like.
Compared with the prior art, the invention has the following beneficial effects:
the sealing compound can resist HF acid or mixed acid thereof for a longer time, and can meet higher thinning requirements; can resist various types of acid and alkali and meet various treatment steps.
Besides, the sealing glue can be prepared into various colors such as red and the like by adding the toner, so that the penetration depth can be conveniently observed.
The preparation method of the sealing compound has the characteristics of simple process and high reliability, and can be conveniently applied to industrial production.
The sealant can be used for thinning manufacture procedures of cover plate glass, touch control glass, TFT-LCD liquid crystal glass and common glass, and has the advantage of wide application range. And can realize horizontal solidification, resources are saved, and the productivity is improved.
Detailed Description
In order that the invention may be more fully understood, reference will now be made to the following description. This invention may, however, be embodied in many different forms and should not be construed as limited to the embodiments set forth herein. Rather, these embodiments are provided so that this disclosure will be thorough and complete.
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 to which this invention belongs. The terminology used in the description of the invention herein is for the purpose of describing particular embodiments only and is not intended to be limiting of the invention. As used herein, the term "and/or" includes any and all combinations of one or more of the associated listed items.
The glass suitable for the thinning glue sealing of the invention comprises cover plate glass, touch control glass, TFT-LCD liquid crystal glass and common glass, and the material is quartz glass. The thinning glue is colorless and transparent, and can be mixed with various colors such as red and the like. The thinning glue is applied by dispensing. The thinning glue is cured by UV light.
The starting materials used in the following examples are all commercially available.
Example 1
A sealing compound for a glass thinning process is a red opaque UV light curing product and is prepared from the following raw materials:
oligomer: 45.57g in total.
45.57g of urethane acrylate.
Reactive monomer: 43.33g in total.
Monofunctional acrylate, isobornyl acrylate (IBOA)26.00g,
difunctional acrylate, dioxane diol diacrylate 17.33 g.
Photoinitiator (2): 5.78g in total.
α -hydroxyketone (basf 127)2.60g,
methyl benzoylformate 1.73 g.
Auxiliary agent: total 5.32 g.
0.95g of adhesion promoter (gamma-methacryloxypropyltriethoxysilane),
(polyfunctional thiol compound, type PE-LED)3.47g,
0.3g of defoaming agent (silicone defoaming agent, model number BYK066N),
0.2g of flatting agent (organic silicon flatting agent, model number SIVEL 5525),
0.05g of a dispersant (modified polydimethylsiloxane, BYK 163).
Toner: (Red toner) 0.35 g.
The sealant of this example was prepared by the following method:
firstly, preheating.
Preheating the oligomer.
The method comprises the following specific steps:
43.97g of oligomeric urethane acrylate were charged into a charging kettle and heated to 60 ℃.
Secondly, thermal mixing.
Keeping the temperature at 60 ℃, adding 2.0g of color paste (wherein 1.6g of oligomer urethane acrylate, 0.35g of toner and 0.05g of dispersant BYK1630.05g, and uniformly mixing the toner, the oligomer and the dispersant by a three-roll machine), stirring and uniformly dispersing, and then adding an active monomer while stirring to completely dissolve the oligomer in the active monomer (26.00 g of active monomer isobornyl acrylate (IBOA) of monofunctional acrylate and 17.33g of active monomer dioxaxadiol diacrylate of difunctional acrylate) to obtain a mixed glue solution.
And thirdly, mixing.
Stopping heating, adding a photoinitiator and other auxiliary agents (the photoinitiator is 2.60g of Pasf 127, 1.73g of methyl benzoylformate, the adhesion promoter is 0.95g of gamma-methacryloxypropyltriethoxysilane, the multifunctional group mercaptan compound is 3.47g, the defoaming agent is 0.3g of BYK066N, and the leveling agent is SIVEL 55250.2 g), and stirring at a high speed until the mixture is uniform by using the waste heat of the previous step; vacuumizing and packaging to obtain the red opaque thinning sealant.
The thinning glue is subjected to performance test, and the result is as follows:
the viscosity of the thinning sealant is 2650cps, and the density is 1.021g/cm3(ii) a The curing energy is 1300mj/cm of vertical curing2Horizontal curing of 2400mj/cm2The hardness after curing is about 65D; can resist HF (15%, 35 ℃) for more than 3 hours, NaOH (15%, 55 ℃) for more than 50min and concentrated H2SO4(80%, 35 ℃) for more than 1h, and the shearing force is not reduced after the water with the temperature of 40 ℃ is soaked for 4h, which is specifically shown in the following table 1.
Example 2
A sealing compound for a glass thinning process is a colorless and transparent UV photocuring product and is prepared from the following raw materials:
oligomer: 45.39g in total.
45.39g of polybutadiene acrylate.
Reactive monomer: the total weight was 44.44 g.
Monofunctional acrylate, lauric acrylate 25.46g,
18.98g of bifunctional acrylate, tricyclodecane dimethanol diacrylate.
Photoinitiator (2): 5.20g in total.
2-hydroxy-2-methyl-phenyl acetone-12.60 g,
α -hydroxyketone (basf 127)2.60 g.
Auxiliary agent: total 4.97 g.
0.95g of adhesion promoter (gamma-methacryloxypropyltriethoxysilane),
(polyfunctional thiol compound, type PE-LED)3.47g,
0.3g of defoaming agent (silicone defoaming agent, model number BYK066N),
0.2g of flatting agent (organic silicon flatting agent, model number SIVEL 5525),
0.05g of a dispersant (modified polydimethylsiloxane, BYK 163).
The thinning sealant of the embodiment is prepared by the following method:
firstly, preheating.
Preheating the oligomer. The method comprises the following specific steps:
45.39g of oligomeric polybutadiene acrylate were placed in a feed vessel and heated to 60 ℃.
Secondly, thermal mixing.
The temperature was maintained at 60 ℃ and the active monomer was added with stirring to dissolve the oligomer completely in the active monomer (25.46 g of active monomer lauric acrylate of monofunctional acrylate, 18.98g of active monomer tricyclodecane dimethanol diacrylate of bifunctional acrylate) to obtain a mixed gum solution.
And thirdly, mixing.
Stopping heating, adding a photoinitiator and an auxiliary agent (the photoinitiator is 2.60g of 2-hydroxy-2-methyl-phenyl acetone-1, 2.60g of Pasteur 127, the adhesion promoter is 0.95g of gamma-methacryloxypropyl triethoxysilane, 3.47g of polyfunctional group mercaptan compound, the defoaming agent is 0.3g of BYK066N, and the flatting agent is 0.2g of SIVEL 5525), and stirring at a high speed until the mixture is uniform in the waste heat of the previous step; vacuumizing and packaging to obtain the colorless and transparent thinning sealant.
The thinning glue is subjected to performance test, and the result is as follows:
the viscosity of the thinning sealant is about 3600cps, and the density is 0.974g/cm3(ii) a The curing energy is 1400mj/cm of vertical curing2Horizontal curing at 2500mj/cm2A hardness of about 50D after curing; can resist HF (15%, 35 ℃) for more than 3 hours, NaOH (15%, 55 ℃) for more than 50min and concentrated H2SO4(80%, 35 ℃) for more than 1h, and the shearing force is not reduced after the water with the temperature of 40 ℃ is soaked for 4h, which is specifically shown in the following table 1.
Comparative example 1
A sealing compound for a glass thinning process is basically the same as the sealing compound in the embodiment 1, and is prepared by the preparation method in the embodiment 1, and the difference is that:
in which a difunctional dioxane diol diacrylate as an active monomer was replaced with 9.48g of a polyfunctional acrylate-based active monomer, ethoxylated trimethylolpropane triacrylate.
Because the active monomer of the polyfunctional acrylate, namely the ethoxylated trimethylolpropane triacrylate, has water solubility, the sealing adhesive can not pass through alkali washing and pretreatment, and can not tolerate HF solution with the mass fraction of more than or equal to 15 percent for 3 hours.
Comparative example 2
A sealant for glass thinning process is basically the same as the thinning sealant in the embodiment 2, and is prepared by referring to the preparation method in the embodiment 2, and the difference is that:
the reactive monomer trimethylolpropane triacrylate in which tricyclodecane dimethanol diacrylate was replaced with a multifunctional acrylate.
Because the compatibility of the active monomer trimethylolpropane tri-methylol triacrylate of polyfunctional acrylate and polybutadiene acrylate is not good, the sealing adhesive can not meet the use requirement in the pretreatment and acid etching processes, and the colloid is peeled off after a certain time.
Examples of the experiments
The thinning sealant prepared in the above examples and comparative examples is subjected to performance test after being subjected to screen printing, and the method is as follows:
viscosity: the viscosity at 25 ℃ is tested according to the standard GB/T22314-2008 viscosity test method for plastic epoxy resins.
Specific gravity: and (3) testing at 25 ℃ according to a density determination method of standard GB/T15223-.
Hardness: 23 +/-2 ℃, and measuring indentation hardness (Shore hardness) by using a durometer according to the standard GB/T2411-2008 plastic and hard rubber.
Shear strength: according to the test of GB/T7124 + 2008 determination of tensile shear strength of the adhesive, the bonding area is 25mm multiplied by 6mm, the glass is bonded, the tensile speed is 5mm/min, and 10 data are measured in each group.
Resistant dense H2SO4: after being coated on the periphery of two pieces of glass, the coating has 80 percent of H by mass fraction at 35 DEG C2SO4Soaking in the solution for 1h, wherein the colloid has no appearance change, no drop, and no drop after flushing, and is OK.
NaOH resistance: and after the glue is coated on the periphery of two pieces of glass, soaking the glass in NaOH solution with the mass fraction of 15% at the temperature of 55 ℃ for 50min, wherein the glue is OK if the appearance of the glue is not changed or the glue does not fall off and cannot fall off after being washed with water.
HF resistance: after the glue is coated on the periphery of two pieces of glass (the surface of one piece of glass close to the inside is marked along the periphery by a black oily pen), the two pieces of glass are soaked in HF solution with the mass fraction of 15% at 35 ℃ for 3 hours, and the mixture is stirred or shaken in the process, so that the glue does not fall off, and the mark on the glass is not changed, namely OK.
Water resistance: the prepared sample strips (the bonding area is 25mm multiplied by 12.5mm, the iron sheet is bonded with the PMMA plate) are soaked in water at the temperature of 40 ℃ for 4 hours, then the shearing strength is measured, the stretching speed is 5mm/min, the sample strips are compared with the original sample strip data, the sample strips are OK without reduction, and 10 data are measured in each group.
The test results were as follows:
TABLE 1 Performance test results
Note: "-" indicates: data is not important or critical performance is not met without testing;
"NG" means: fail the test or fail to meet performance requirements.
As can be seen from the above-mentioned results,the sealant of example 1-2 of the present invention is concentrated in H2SO4The tolerance of NaOH and HF solution is excellent, and the glass thinning agent can be used for glass thinning process and can meet the requirement of ultrathin glass. In addition, the glue in the sealing compound of the embodiment 1 is red, so that the penetration depth of the glue can be conveniently observed; and the improvement on solidification can greatly save resources and improve production efficiency and productivity. The glue of comparative examples 1-2 was less effective.
The technical features of the embodiments described above may be arbitrarily combined, and for the sake of brevity, all possible combinations of the technical features in the embodiments described above are not described, but should be considered as being within the scope of the present specification as long as there is no contradiction between the combinations of the technical features.
The above-mentioned embodiments only express several embodiments of the present invention, and the description thereof is more specific and detailed, but not construed as limiting the scope of the invention. It should be noted that, for a person skilled in the art, several variations and modifications can be made without departing from the inventive concept, which falls within the scope of the present invention. Therefore, the protection scope of the present patent shall be subject to the appended claims.
Claims (6)
1. The adhesive is characterized by being mainly prepared from the following raw materials in parts by weight:
the oligomer is at least one of polyurethane acrylate and polybutadiene acrylate;
the active monomer is monofunctional acrylate and bifunctional acrylate;
the monofunctional acrylate is selected from: at least one of lauric acid acrylate and C8-C10 acrylate;
the difunctional acrylate is selected from the group consisting of: at least one of tricyclodecane dimethanol diacrylate, dioxane diol diacrylate, and 1, 6-hexanediol diacrylate.
2. The sealing compound of claim 1, wherein the photoinitiator is at least one of a free radical photoinitiator;
the auxiliary agent is at least one of an adhesion promoter, a defoaming agent, a dispersing agent and a flatting agent;
the free radical photoinitiator is selected from α -hydroxyketone derivatives, benzoyl formate, acyl phosphine oxide, benzophenone and derivatives thereof;
the adhesion promoter is selected from: at least one of gamma-glycidoxypropyltrimethoxysilane, gamma-methacryloxypropyltrimethoxysilane, gamma-methacryloxypropyltriethoxysilane, and a polyfunctional thiol compound;
the defoaming agent is a silicone defoaming agent;
the dispersing agent is modified polydimethylsiloxane;
the leveling agent is an organic silicon leveling agent.
3. The process for the preparation of the potting compound of any of claims 1 to 2, comprising the steps of:
preheating: preheating the oligomer;
and (3) hot mixing: adding toner into the preheated oligomer, uniformly dispersing, then keeping the temperature at 50-70 ℃, adding the active monomer while stirring, and completely dissolving the oligomer in the active monomer to obtain a mixed glue solution;
mixing: stopping heating, adding the photoinitiator and the auxiliary agent, and stirring uniformly under the condition of residual heat to obtain the high-performance ultraviolet curing coating.
4. The method of claim 3, wherein the preheating step comprises heating the oligomer to 50-70 ℃ for preheating.
5. The method for producing molding compound of claim 4, wherein the auxiliary agent comprises a dispersant; in the thermal mixing step, toner is put into the preheated oligomer in the form of color paste; the color paste is prepared by the following method: and (3) uniformly mixing the toner with a proper amount of oligomer and a dispersing agent by using a three-roller machine to obtain the color paste.
6. The use of the sealants as claimed in claims 1 to 2 in glass thinning processes.
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| CN105103050A (en) * | 2013-01-28 | 2015-11-25 | 日产化学工业株式会社 | Method for producing substrate having pattern and resin composition for hydrofluoric acid etching |
| CN106497497A (en) * | 2016-10-09 | 2017-03-15 | 广州惠利电子材料有限公司 | Antiacid peelable glue and its preparation method and application |
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