CN113025212B - Stainless steel tackifier and preparation method and application thereof - Google Patents
Stainless steel tackifier and preparation method and application thereof Download PDFInfo
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- CN113025212B CN113025212B CN202110271285.2A CN202110271285A CN113025212B CN 113025212 B CN113025212 B CN 113025212B CN 202110271285 A CN202110271285 A CN 202110271285A CN 113025212 B CN113025212 B CN 113025212B
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- titanate
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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
- 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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Abstract
The disclosure belongs to the technical field of organic silicon material preparation, and particularly provides a stainless steel tackifier and a preparation method and application thereof. The preparation method of the stainless steel tackifier comprises the following steps: 1) stirring borate, acrylate and titanate evenly to form a mixture, reacting the mixture at a lower temperature for a short time, and then heating to a higher temperature for a longer time; raising the temperature again, and carrying out vacuum distillation until no fraction is produced to obtain the product. Solves the problems that the tackifier prepared by the hydrosilylation method needs to use a platinum catalyst and is expensive in price in the prior art. And other components in the silicon rubber easily deactivate the platinum catalyst, lose the tackifying performance and have poor compatibility with the silicon rubber.
Description
Technical Field
The disclosure belongs to the technical field of organic silicon material preparation, and particularly provides a stainless steel tackifier and a preparation method and application thereof.
Background
The statements herein merely provide background information related to the present disclosure and may not necessarily constitute prior art.
The silicone rubber does not have good adhesive property due to inertia of the silicone rubber. In order to improve the adhesion between the silicone rubber and the substrate, a method of priming the substrate or adding a tackifier to the silicone rubber is generally used to enhance the adhesion property of the silicone rubber. The solvent contained in the priming paint can pollute the environment after being volatilized, so from the viewpoint of environmental protection, the method for improving the bonding between the silicon rubber and the base material by adding the tackifier into the silicon rubber is an effective method. At present, most of the adhesion promoters added in the silicon rubber are adhesion promoters containing epoxy groups and amino groups, or specific organohydrogenpolysiloxane and hydrolyzable organosilicon compounds, and have good adhesion to plastics and stainless steel. The preparation of tackifiers has become a hotspot in the field of current silicone rubber bonding.
The surface of stainless steel is chemically inert, so that the silicon rubber is difficult to bond on the surface. The traditional thickening system mixed by epoxy and amino has poor adhesive property to metal base materials. The boric acid ester is used as the component of the tackifier, so that the adhesive property of the adhesive to metal materials can be effectively improved. In the prior art, the borate tackifier without a saturated bond is obtained by performing ester exchange on borate and a hydroxyl compound containing an unsaturated bond, so that the adhesion of the liquid silicone rubber to a metal substrate can be greatly improved under the condition of not using a primer; 1, 3-diallyl-5-glycidyl isocyanurate and triethoxysilane are also used in the prior art to obtain the tackifier through hydrosilylation, but the tackifier needs to use a platinum catalyst and is easy to poison. In the prior art, hydrogen-containing silicone oil, toluene, p-hydroxyanisole and acrylates are used to obtain the tackifier under the catalysis of a platinum catalyst, and the tackifier can greatly improve the adhesive property of liquid silicone rubber. However, the inventors have found that, on the one hand, the adhesion promoter prepared by the hydrosilylation method requires the use of a platinum catalyst and is expensive. On the other hand, other components in the silicone rubber easily deactivate the platinum catalyst, lose the tackifying performance and have poor compatibility with the silicone rubber. Therefore, it is of great significance to develop a non-platinum-catalyzed tackifier for silicone rubber having strong adhesive properties.
Disclosure of Invention
Aiming at the problem that the tackifier prepared by the hydrosilylation method in the prior art needs to use a platinum catalyst, and the price is high. And other components in the silicone rubber easily deactivate the platinum catalyst, lose the tackifying performance and have poor compatibility with the silicone rubber, so that the tackifier for the non-platinum-catalyzed silicone rubber is provided.
In particular, in one or some embodiments of the present disclosure, a stainless steel adhesion promoter is provided that includes a vacuum distillation product of borate esters, acrylates, and titanates.
In one or some embodiments of the present disclosure, a method for preparing a stainless steel adhesion promoter is provided, which comprises the following steps: 1) stirring borate, acrylate and titanate evenly to form a mixture, reacting the mixture at a lower temperature for a short time, and then heating to a higher temperature for a longer time;
2) raising the temperature again, and carrying out vacuum distillation until no fraction is produced to obtain the product.
In one or some embodiments of the disclosure, the application of the stainless steel tackifier or the product prepared by the preparation method of the stainless steel tackifier in silicone rubber is provided.
In one or some embodiments of the present disclosure, a method for compounding stainless steel and silicone rubber is provided, which includes the following steps: adding the stainless steel tackifier or the product prepared by the preparation method of the stainless steel tackifier into silicone rubber, adding methyltrimethoxysilane and organotin, uniformly stirring, and smearing the mixture on the stainless steel to be compounded to obtain the composite material;
one or some of the above technical solutions have the following advantages or beneficial effects:
1) the tackifier for the addition type liquid silicone rubber prepared by the method has excellent bonding performance. The process is simple, only the tackifier is added into the silicone rubber and is uniformly stirred, and the technical problems of complex process, easy toxic energy caused by using a catalyst and the like are solved.
2) The tackifier prepared by the method disclosed by the invention is excellent in performance and stable in structure, and the mechanical property of liquid silicone rubber is not influenced while the cost is reduced. The method adopts organic tin as the catalyst, the tin is cheap and easy to obtain, the price is greatly reduced compared with that of a platinum catalyst, the industrial cost is greatly reduced, and the practicability is high. In addition, in view of the effect, the organotin is used as the catalyst, and the prepared stainless steel-silicon rubber composite part has high peel strength and high shear strength, and can meet the practical application.
Detailed Description
The technical solutions in the embodiments of the present disclosure will be clearly and completely described below, and it is obvious that the described embodiments are only a part of the embodiments of the present disclosure, and not all embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments of the disclosure without making any creative effort, shall fall within the protection scope of the disclosure.
Aiming at the problem that the tackifier prepared by the hydrosilylation method in the prior art needs to use a platinum catalyst, the price is high. And other components in the silicone rubber easily deactivate the platinum catalyst, lose the tackifying performance and have poor compatibility with the silicone rubber, so that the tackifier for the non-platinum-catalyzed silicone rubber is provided.
In one or some embodiments of the present disclosure, a stainless steel adhesion promoter is provided that includes a vacuum distillation product of a borate ester, an acrylate ester, and a titanate ester.
In one or some embodiments of the present disclosure, a method for preparing a stainless steel adhesion promoter is provided, which comprises the following steps: 1) stirring borate, acrylate and titanate evenly to form a mixture, reacting the mixture at a lower temperature for a short time, and then heating to a higher temperature for a longer time;
2) raising the temperature again, and carrying out vacuum distillation until no fraction is produced to obtain the product.
The present disclosure adheres to the surface of stainless steel by forming chemical bonds between borate and titanate and acrylic through transesterification, exposing more B-O, Ti-O and acrylic active sites to form chemical bonds with the metal of the stainless steel surface. In addition, the inventor finds that the formed composite structure is easy to be gelled due to more active groups in the ester exchange reaction of the three. The present disclosure controls the reaction conditions, i.e., a gradual temperature rise control is employed, which can avoid this problem and form a stable structure with a certain viscosity.
The disclosure further proves through experiments that the final performance can be influenced by changing the temperature condition of the reaction or changing the adding sequence of the raw materials, and the compounding of the stainless steel and the silicon rubber is adversely affected.
Preferably, the boric acid ester in the step 1) is selected from any one or more of trimethyl borate, triethyl borate, tripropyl borate, triisopropyl borate, tributyl borate, tri-tert-butyl borate, tri-trimethylsilyl borate and triphenyl borate;
preferably, the borate is trimethyl borate, triethyl borate or a mixture of the two.
Preferably, the acrylate in the step 1) is selected from any one or more of beta-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, cyclohexyl methacrylate, butyl acrylate and ethyl acrylate;
preferably, the acrylate is beta-hydroxyethyl acrylate.
Preferably, the titanate in step 2) is selected from one or more of tetraisopropyl titanate, tetraethyl titanate, n-propyl titanate, isopropyl titanate, n-butyl titanate, tetrabutyl titanate and tetra-tert-butyl titanate;
preferably, the titanate is tetraisopropyl titanate, tetraethyl titanate.
Preferably, the mass ratio of the borate to the acrylate and titanate is 1:0.3-2: 0.5-3;
preferably, the amount ratio of borate to acrylate and titanate species is from 1:0.3 to 1:0.5 to 2.
Preferably, the lower temperature in the step 1) is 30-60 ℃, and the shorter time is 1-3 h; preferably, the lower temperature in the step 1) is 40-50 ℃, and the shorter time is 2-3 h;
or, the higher temperature in the step 1) is 50-70 ℃, and the longer time is 3-10 h; preferably, the higher temperature in the step 1) is 60-70 ℃, and the longer time is 6-8 h;
or, increasing the temperature to 60-100 ℃ in the step 2); preferably, the temperature is raised to 70-80 ℃ in step 2).
In one or some embodiments of the disclosure, the application of the stainless steel tackifier or the product prepared by the preparation method of the stainless steel tackifier in silicone rubber is provided.
More preferably, the silicone rubber is 107 rubber.
In one or some embodiments of the present disclosure, there is provided a method for compounding stainless steel and silicone rubber, comprising the steps of: adding the stainless steel tackifier or the product prepared by the preparation method of the stainless steel tackifier into silicone rubber, adding methyltrimethoxysilane and organotin, uniformly stirring, and smearing the mixture on the stainless steel to be compounded to obtain the composite material;
the method adopts organic tin as the catalyst, the tin is cheap and easy to obtain, the price is greatly reduced compared with that of a platinum catalyst, the industrial cost is greatly reduced, and the practicability is high. In addition, in view of the effect, the organotin is used as the catalyst, and the prepared stainless steel-silicon rubber composite part has high peel strength and high shear strength, and can meet the practical application.
Preferably, the silicone rubber is 107 rubber.
Preferably, the mass ratio of the stainless steel tackifier or the product prepared by the preparation method of the stainless steel tackifier to the silicone rubber is 1-2:45-55, preferably 1.5: 50;
or the mass ratio of the methyltrimethoxysilane to the organotin is 4-6:0.1-0.2, preferably 5: 0.1.
Example 1
The embodiment provides a method for compounding stainless steel and silicone rubber, which comprises the following steps:
(1) putting trimethyl borate, beta-hydroxyethyl acrylate and tetraisopropyl titanate into a 250ml three-neck flask according to the mass ratio of 1:0.67:0.5, uniformly stirring, reacting for 3 hours at 45 ℃, then heating to 65 ℃, and reacting for 6 hours;
(2) vacuum distilling at 80 deg.C until no fraction is obtained to obtain the product.
1.5g of the product was added to 50g of 107 glue, 5g of methyltrimethoxysilane and 0.1g of organotin were added, stirred well, and smeared on a stainless steel plate to prepare a shear and peel test specimen. The shear strength and 180 ° peel strength test results are shown in table 1.
Example 2
The embodiment provides a method for compounding stainless steel and silicone rubber, which comprises the following steps:
(1) putting triethyl borate, beta-hydroxyethyl acrylate and tetraisopropyl titanate into a 250ml three-neck flask according to the mass ratio of 1:0.67:0.5, uniformly stirring, reacting at 45 ℃ for 3h, then heating to 65 ℃ and reacting for 6 h;
(2) vacuum distilling at 80 deg.C until no fraction is obtained to obtain the product.
1.5g of the product was added to 50g of 107 glue, 5g of methyltrimethoxysilane and 0.1g of organotin were added, stirred well, and smeared on a stainless steel plate to prepare a shear and peel test specimen. The shear strength and 180 ° peel strength test results are shown in table 1.
Example 3
The embodiment provides a method for compounding stainless steel and silicone rubber, which comprises the following steps:
(1) putting trimethyl borate, beta-hydroxyethyl acrylate and tetraethyl titanate into a 250ml three-neck flask according to the mass ratio of 1:0.67:1, uniformly stirring, reacting at 50 ℃ for 3h, then heating to 65 ℃ and reacting for 8 h;
(2) vacuum distilling at 80 deg.C until no fraction is obtained to obtain the product.
1.5g of the product was added to 50g of 107 glue, 5g of methyltrimethoxysilane and 0.1g of organotin were added, stirred well, and smeared on a stainless steel plate to prepare a shear and peel test specimen. The shear strength and 180 ° peel strength test results are shown in table 1.
Example 4
The embodiment provides a method for compounding stainless steel and silicone rubber, which comprises the following steps:
(1) putting triethyl borate, acrylic acid-beta-hydroxyethyl ester and tetraethyl titanate into a 250ml three-neck flask according to the mass ratio of 1:0.67:1, uniformly stirring, reacting at 50 ℃ for 3 hours, heating to 65 ℃ and reacting for 8 hours;
(2) vacuum distilling at 80 deg.C until no fraction is obtained to obtain the product.
1.5g of the product was added to 50g of 107 glue, 5g of methyltrimethoxysilane and 0.1g of organotin were added, stirred well, and smeared on a stainless steel plate to prepare a shear and peel test specimen. The shear strength and 180 ° peel strength test results are shown in table 1.
Example 5
The embodiment provides a method for compounding stainless steel and silicone rubber, which comprises the following steps:
(1) putting trimethyl borate, beta-hydroxyethyl acrylate and tetraisopropyl titanate into a 250ml three-neck flask according to the mass ratio of 1:0.67:1, uniformly stirring, reacting for 3 hours at 50 ℃, then heating to 65 ℃, and reacting for 8 hours;
(2) vacuum distilling at 80 deg.C until no fraction is obtained to obtain the product.
1.5g of the product was added to 50g of 107 glue, 5g of methyltrimethoxysilane and 0.1g of organotin were added, stirred well, and smeared on a stainless steel plate to prepare a shear and peel test specimen. The shear strength and 180 ° peel strength test results are shown in table 1.
Example 6
The embodiment provides a method for compounding stainless steel and silicone rubber, which comprises the following steps:
(1) putting triethyl borate, beta-hydroxyethyl acrylate and tetraisopropyl titanate into a 250ml three-neck flask according to the mass ratio of 1:0.67:1, uniformly stirring, reacting at 50 ℃ for 3h, then heating to 65 ℃ and reacting for 8 h;
(2) vacuum distilling at 80 deg.C until no fraction is obtained to obtain the product.
1.5g of the product was added to 50g of 107 glue, 5g of methyltrimethoxysilane and 0.1g of organotin were added, stirred well, and smeared on a stainless steel plate to prepare a shear and peel test specimen. The shear strength and 180 ° peel strength test results are shown in table 1.
Table 1 results of performance testing in each example
Comparative example 1
In the embodiment, compared with the gradual temperature rise mode in the step 1) of the embodiment 1, the gradual temperature reduction mode is changed into the gradual temperature rise mode. The method comprises the following steps:
(1) putting trimethyl borate, beta-hydroxyethyl acrylate and tetraisopropyl titanate into a 250ml three-neck flask according to the mass ratio of 1:0.67:0.5, uniformly stirring, reacting for 3 hours at 65 ℃, then cooling to 45 ℃, and reacting for 6 hours;
(2) vacuum distilling at 80 deg.C until no fraction is obtained to obtain the product.
1.5g of the product was added to 50g of 107 glue, 5g of methyltrimethoxysilane and 0.1g of organotin were added, stirred well, and smeared on a stainless steel plate to prepare a shear and peel test specimen. The shear strength and 180 ° peel strength test results are shown in table 2.
Comparative example 2
In the embodiment, compared with the gradual temperature rise mode in the step 1) of the embodiment 1, the gradual temperature reduction mode is changed into the gradual temperature rise mode, and meanwhile, the reaction time is gradually shortened every time the temperature is reduced. The method comprises the following steps:
(1) putting trimethyl borate, beta-hydroxyethyl acrylate and tetraisopropyl titanate into a 250ml three-neck flask according to the mass ratio of 1:0.67:0.5, uniformly stirring, reacting for 6 hours at 60 ℃, then cooling to 45 ℃, and reacting for 2.5 hours;
(2) vacuum distilling at 80 deg.C until no fraction is obtained to obtain the product.
1.5g of the product was added to 50g of 107 glue, 5g of methyltrimethoxysilane and 0.1g of organotin were added, stirred well, and smeared on a stainless steel plate to prepare a shear and peel test specimen. The shear strength and 180 ° peel strength test results are shown in table 2.
Comparative example 3
This example provides a method for compounding stainless steel and silicone rubber, in this comparative example, compared with step 1) of example 1, first, two raw materials are mixed uniformly, and then, a third raw material is mixed, including the following steps:
(1) putting trimethyl borate and beta-hydroxyethyl acrylate into a 250ml three-neck flask according to the mass ratio of 1:0.67, uniformly stirring, adding tetraisopropyl titanate with the relative mass of 0.5, uniformly stirring, reacting at 45 ℃ for 3 hours, then heating to 65 ℃, and reacting for 6 hours;
(2) vacuum distilling at 80 deg.C until no fraction is obtained to obtain the product.
1.5g of the product was added to 50g of 107 glue, 5g of methyltrimethoxysilane and 0.1g of organotin were added, stirred well, and smeared on a stainless steel plate to prepare a shear and peel test specimen. The shear strength and 180 ° peel strength test results are shown in table 2.
Table 2 results of performance testing in each comparative example
From the comparative examples of the present disclosure, changing the temperature conditions of the reaction, or changing the order of addition of the raw materials, all affect the final properties, and adversely affect the compounding of stainless steel and silicone rubber.
The disclosure of the present invention is not limited to the specific embodiments, but rather to the specific embodiments, the disclosure is to be accorded the widest scope consistent with the principles and novel features disclosed herein.
Claims (9)
1. A method for compounding stainless steel and silicon rubber is characterized by comprising the following steps:
1) stirring borate, acrylate and titanate uniformly to form a mixture, reacting the mixture at a lower temperature for a short time, and then heating to a higher temperature for a longer time; the boric acid ester is selected from one or more of trimethyl borate, triethyl borate, tripropyl borate, triisopropyl borate, tributyl borate, tri-tert-butyl borate, tri (trimethylsilyl) borate and triphenyl borate; the acrylate is selected from any one or more of beta-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, cyclohexyl methacrylate, butyl acrylate and ethyl acrylate; the titanate is selected from one or more of tetraisopropyl titanate, tetraethyl titanate, n-propyl titanate, isopropyl titanate, n-butyl titanate, tetrabutyl titanate and tetra-tert-butyl titanate; the mass ratio of the borate to the substances of the acrylate and the titanate is 1:0.3-2: 0.5-3; in the step 1), the lower temperature is 30-60 ℃, and the shorter time is 1-3 h; in the step 1), the higher temperature is 50-70 ℃, and the longer time is 3-10 h;
2) raising the temperature again, and carrying out vacuum distillation until no fraction is produced to obtain a product; wherein, the temperature is increased to 60-100 ℃ in the step 2); the products include borates, acrylates and titanates;
3) adding the product prepared in the step 2 into silicon rubber, adding methyltrimethoxysilane and organotin, uniformly stirring, and coating the mixture on stainless steel to be compounded to obtain the composite coating; wherein the mass ratio of the product to the silicon rubber is 1-2: 45-55; the mass ratio of the methyltrimethoxysilane to the organotin is 4-6: 0.1-0.2.
2. The method for compounding stainless steel and silicone rubber according to claim 1, wherein: the borate is trimethyl borate, triethyl borate or a mixture of the two.
3. The method for compounding stainless steel and silicone rubber according to claim 1, wherein: the acrylate is beta-hydroxyethyl acrylate.
4. The method for compounding stainless steel and silicone rubber according to claim 1, wherein: the titanate is tetraisopropyl titanate or tetraethyl titanate.
5. The method for compounding stainless steel and silicone rubber according to claim 1, wherein: the quantity ratio of the borate to the acrylate to the titanate is 1:0.3-1: 0.5-2.
6. The method for compounding stainless steel and silicone rubber according to claim 1, wherein: in the step 1), the lower temperature is 40-50 ℃, and the shorter time is 2-3 h;
in the step 1), the higher temperature is 60-70 ℃, and the longer time is 6-8 h;
in step 2) the temperature is raised to 70-80 ℃.
7. The method for compounding stainless steel and silicone rubber according to claim 1, wherein: the silicone rubber is 107 rubber.
8. The method for compounding stainless steel and silicone rubber according to claim 1, wherein: the mass ratio of the product to the silicone rubber was 1.5: 50.
9. The method for compounding stainless steel and silicone rubber according to claim 1, wherein: the mass ratio of the methyltrimethoxysilane to the organotin is 5: 0.1.
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Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0330850A2 (en) * | 1988-02-01 | 1989-09-06 | Toray Silicone Company, Limited | Silicone rubber adhesive films with improved adhesion |
| CN101861359A (en) * | 2007-12-27 | 2010-10-13 | 道康宁东丽株式会社 | Silicone-type pressure-sensitive adhesive composition, pressure-sensitive adhesive sheet, and silicone rubber laminate |
| CN102898972A (en) * | 2012-10-29 | 2013-01-30 | 华南理工大学 | Preparation method of tackifier for addition type silicone pouring sealant |
| CN103013135A (en) * | 2012-11-25 | 2013-04-03 | 安徽六方重联机械股份有限公司 | Automobile valve oil seal rubber and preparation method thereof |
| CN103739848A (en) * | 2013-12-25 | 2014-04-23 | 北京化工大学 | Tackifier for addition type organosilicone packaging glue and preparation method thereof |
| CN106190013A (en) * | 2016-08-09 | 2016-12-07 | 山东宝龙达实业集团有限公司 | A kind of double glazing silicone type bicomponent elastic silicone sealant and preparation method thereof |
| CN108102594A (en) * | 2017-12-14 | 2018-06-01 | 南亚新材料科技股份有限公司 | It is a kind of to prepare copper coated foil plate polyphenylene oxide resin adhesive and preparation method thereof |
-
2021
- 2021-03-13 CN CN202110271285.2A patent/CN113025212B/en active Active
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0330850A2 (en) * | 1988-02-01 | 1989-09-06 | Toray Silicone Company, Limited | Silicone rubber adhesive films with improved adhesion |
| CN101861359A (en) * | 2007-12-27 | 2010-10-13 | 道康宁东丽株式会社 | Silicone-type pressure-sensitive adhesive composition, pressure-sensitive adhesive sheet, and silicone rubber laminate |
| CN102898972A (en) * | 2012-10-29 | 2013-01-30 | 华南理工大学 | Preparation method of tackifier for addition type silicone pouring sealant |
| CN103013135A (en) * | 2012-11-25 | 2013-04-03 | 安徽六方重联机械股份有限公司 | Automobile valve oil seal rubber and preparation method thereof |
| CN103739848A (en) * | 2013-12-25 | 2014-04-23 | 北京化工大学 | Tackifier for addition type organosilicone packaging glue and preparation method thereof |
| CN106190013A (en) * | 2016-08-09 | 2016-12-07 | 山东宝龙达实业集团有限公司 | A kind of double glazing silicone type bicomponent elastic silicone sealant and preparation method thereof |
| CN108102594A (en) * | 2017-12-14 | 2018-06-01 | 南亚新材料科技股份有限公司 | It is a kind of to prepare copper coated foil plate polyphenylene oxide resin adhesive and preparation method thereof |
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