CN114149535B - Method for realizing high adhesion performance of acrylic resin - Google Patents
Method for realizing high adhesion performance of acrylic resin Download PDFInfo
- Publication number
- CN114149535B CN114149535B CN202111286102.0A CN202111286102A CN114149535B CN 114149535 B CN114149535 B CN 114149535B CN 202111286102 A CN202111286102 A CN 202111286102A CN 114149535 B CN114149535 B CN 114149535B
- Authority
- CN
- China
- Prior art keywords
- acrylic resin
- beta
- acid
- high adhesion
- special functional
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1804—C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/14—Methyl esters, e.g. methyl (meth)acrylate
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1808—C8-(meth)acrylate, e.g. isooctyl (meth)acrylate or 2-ethylhexyl (meth)acrylate
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E10/00—Energy generation through renewable energy sources
- Y02E10/50—Photovoltaic [PV] energy
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
The invention discloses a method for realizing high adhesiveness of acrylic resin, which comprises the steps of adding special functional monomers into a free radical copolymerization reaction system for preparing acrylic resin: beta-acryloxypropionic acid or/and beta-methacryloxypropionic acid. Experiments prove that: according to the invention, the special functional monomer beta-acryloyloxy propionic acid or/and beta-methacryloyloxy propionic acid is added into a free radical copolymerization reaction system for preparing the acrylic resin, so that the obtained acrylic resin can have high adhesion performance to various base materials at the same time, the wide application of acrylic resin paint, ink and adhesive in the field of difficult adhesion of the base materials can be effectively solved, the realization method is simple, special treatment on the production process and equipment of the existing acrylic resin is not required, and industrialization is easy to realize.
Description
Technical Field
The invention relates to a method for realizing high adhesiveness of acrylic resin, belonging to the technical field of functional material preparation.
Background
The acrylic resin is a high polymer resin prepared by taking acrylic acid and/or methacrylic acid series unsaturated compounds as monomers and carrying out free radical polymerization reaction, has the advantages of short drying time, good flexibility, light color, excellent light and color retention, outdoor weather resistance and the like, is widely used in the fields of paint, printing ink, building, aviation and the like, but the adhesion performance of the resin on a substrate is often difficult to meet the requirements of practical application.
The adhesion generally refers to the degree of solidity of the paint film and the coated surface, which are bonded together by physical and chemical actions, and the coated surface can be a bare substrate or a painted substrate, and the bonding force can be physical action or chemical action, and the main influencing factors are as follows:
1) Polarity adaptation of paint film to the surface being coated: the adhesive force of the paint film is generated by the mutual attraction between the molecular polar group orientation of the polymer in the paint and the polar group of the polar molecule on the surface of the coated substrate, and the adhesive force is enhanced along with the increase of the polarity of the film forming matter, so that the adhesive force can be increased by adding the polar matter into the film forming matter;
2) Influence of the substrate surface: the effective attachment area is increased due to the rough surface energy, so that the adhesive force is enhanced by a surface polishing mode; secondly, removing surface dirt to obtain a polar surface, and removing water and a weak interface layer formed by dirt substances can also enhance adhesive force; then the property structure of the material, such as PP plastic belongs to a nonpolar substrate and is difficult to attach to the substrate;
3) Effects of surface tension and wetting phenomena: the adhesive force can be increased by reducing the surface tension and improving the wetting efficiency, so that the adhesive force can be improved by improving the fluidity of the coating;
4) Influence of solvent: the solvent has poor dissolving ability to the resin, and the resin will not be uniformly dispersed in the coating material, so that the formed coating film is unstable inside and has a large stress, so that the adhesion is poor.
In addition, since the surface of glass is very smooth, glass is a substrate that is difficult to attach. Although the invention patent application with the application number of 201410391640.X discloses a high-adhesion glass ink for code spraying, the adhesion performance of the ink to glass is improved by adopting thermoplastic acrylic resin, vinyl acetate resin and an organosiloxane adhesion promoter to bond the ink and a glass substrate. However, the organosiloxane adhesion promoters are inherently relatively expensive, and the test results only show good adhesion to glass articles, and nothing in this application discloses and suggests that the adhesion to other substrates (e.g., aluminum, PET substrates, etc.) can be significantly promoted at the same time. In addition, although the epoxy resin disclosed in the Chinese patent of patent number ZL201210468659.0 can be used as an adhesion promoter to modify the acrylic resin with maleic anhydride groups on the side chains, and can improve the adhesion of the acrylic resin on special substrates (glass, galvanized plates and aluminum plates), the epoxy resin serving as the adhesion promoter has higher preparation cost and can only be suitable for modifying the acrylic resin with maleic anhydride groups on the side chains, and the application range is limited, and the patent does not disclose or suggest that the adhesion performance to polymer substrates (such as PET substrates) can be simultaneously improved. That is, there is no solution in the prior art that can effectively improve and enhance the adhesion properties of various substrates (e.g., glass, aluminum substrates, PET substrates) at the same time, so that the application of the acrylic resin in the field requiring high adhesion properties is limited to some extent.
Disclosure of Invention
In view of the above problems in the prior art, an object of the present invention is to provide a method for achieving high adhesion properties of acrylic resin, so as to effectively improve and enhance adhesion properties of acrylic resin to various substrates (e.g., glass, aluminum substrate, PET substrate) to expand application of acrylic resin.
In order to achieve the above purpose, the invention adopts the following technical scheme:
a method for realizing high adhesiveness of acrylic resin is to add special functional monomer into a free radical copolymerization reaction system for preparing acrylic resin: beta-acryloxypropionic acid (beta-carboxyethyl acrylate, beta-CEA) or/and beta-methacryloxypropionic acid (beta-carboxyethyl methacrylate, beta-CEMA).
In a preferred scheme, in a free radical copolymerization reaction system for preparing acrylic resin, the total mass of the added special functional monomers is 0.1-10.0% of the total mass of the comonomers.
Further preferably, in the free radical copolymerization reaction system for preparing the acrylic resin, the total mass of the added special functional monomers is 1-5% of the total mass of the comonomers.
In a preferred embodiment, the comonomer is a combination of methyl methacrylate and any one or more selected from butyl methacrylate, isooctyl methacrylate, stearyl methacrylate and styrene.
In a further preferred embodiment, the comonomer comprises methyl methacrylate in an amount of 20 to 80% by mass.
In a further preferred embodiment, the mass ratio of methyl methacrylate in the comonomer is 40% -60%.
In a preferred embodiment, the acrylic resin is prepared by a bulk polymerization method or a solution polymerization method.
Compared with the prior art, the invention has the following beneficial effects:
experiments prove that: the invention creatively prepares the acrylic resin by adding special functional monomers into a free radical copolymerization reaction system of the acrylic resin: the beta-acryloyloxy propionic acid or/and beta-methacryloyloxy propionic acid not only can ensure that the prepared acrylic resin has high adhesion performance to various substrates (such as glass, aluminum substrates and PET substrates) at the same time, but also can achieve the level of 0 according to the evaluation standard of GB/T9286-1998 cross-cut test of colored paint, varnish and paint film, does not need special equipment and complex process, is easy to realize industrialization, and has universality; thus, the present invention not only represents a significant advance over the prior art, but also produces unexpected technical results.
Detailed Description
The technical scheme of the invention is further and fully described in the following by combining examples and comparative examples.
In the following examples and comparative examples, the characterization methods for the acrylic resins prepared were as follows:
1) Molecular weight and distribution thereof: gel Permeation Chromatography (GPC);
2) Glass transition temperature Tg: differential scanning calorimetric analysis (DSC);
3) Acid value: acid-base titration, all samples were converted to solvent-free results;
4) Adhesion force: the cross-cut method is based on the cross-cut test evaluation standard of GB/T9286-1998, and the cross-cut test evaluation standard of ISO 2409-1992.
Example 1
Firstly, placing 100g of methyl methacrylate, 150g of butyl methacrylate, 8g of beta-CEA, 0.3g of Lauroyl Peroxide (LPO), 0.05g of 2, 5-dimethyl-2, 5-bis (tert-butylperoxy) hexane and 1.9g of n-dodecyl mercaptan into a bulk polymerization bag, stirring to dissolve and uniformly mix the materials;
then sealing the bulk polymerization bag which is added with the comonomer, the special functional monomer, the initiator and the chain transfer agent, putting the bulk polymerization bag into a water bath with the temperature of 60 ℃, and performing heat preservation reaction for 8 hours in the water bath;
taking out the bulk polymerization bag from the water bath, and putting the bulk polymerization bag into a baking oven at 130 ℃ to bake for 3 hours;
finally, the bulk polymerization bag is taken out of the oven, cooled to room temperature and crushed, and the obtained acrylic resin product is denoted as A1.
Example 2
This embodiment differs from embodiment 1 only in that: the acrylic resin product obtained was designated A2 by substituting 8g of beta-CEA in example 1 with 8g of beta-CEMA and the rest being the same as described in example 1.
Comparative example 1
The only difference from example 1 is that: 8g of β -CEA from example 1 was replaced with 5g of methacrylic acid, the remainder being the same as described in example 1, and the resulting acrylic resin product was designated B1.
Example 3
Firstly, 200g of butyl acetate is added into a solution polymerization reaction kettle, nitrogen is introduced, stirring is carried out, the temperature in the reaction kettle is controlled to be 110 ℃, and a solution formed by 100g of methyl methacrylate, 150g of butyl methacrylate, 8g of beta-CEA, 0.25g of Lauroyl Peroxide (LPO), 0.05g of 2, 5-dimethyl-2, 5-bis (tert-butylperoxy) hexane and 1.9g of n-dodecyl mercaptan is evenly added dropwise within 4 hours; after dripping, continuing to keep the temperature and stir for 1 hour; cooling, and discharging after cooling to 40 ℃; the resulting acrylic resin product was designated A3.
Example 4
This embodiment differs from embodiment 3 only in that: the 8g of β -CEA from example 3 was replaced with 8g of β -CEMA, the remainder being the same as described in example 3, and the resulting acrylic resin product was designated A4.
Comparative example 2
The only difference from example 3 is that: 8g of β -CEA from example 3 was replaced with 5g of methacrylic acid, the remainder being the same as described in example 3, and the resulting acrylic resin product was designated B2.
Comparative example 3
The only difference from example 3 is that: 8g of β -CEA from example 3 was replaced with 6g of γ -methacryloxypropyl trimethoxysilane (KH-570), the remainder being the same as described in example 3, and the resulting acrylic resin product was designated B3.
Example 5
Firstly, 200g of butyl acetate is added into a solution polymerization reaction kettle, nitrogen is introduced, stirring is carried out, the temperature in the reaction kettle is controlled to be 110 ℃, and a solution formed by 110g of methyl methacrylate, 140g of isooctyl methacrylate, 8g of beta-CEA, 0.70g of benzoyl peroxide, 0.6g of di-tert-butyl 1, 4-peroxycyclohexanedicarboxylate and 2.0g of n-dodecyl mercaptan is evenly added dropwise within 4 hours; after dripping, continuing to keep the temperature and stir for 1 hour; cooling, and discharging after cooling to 40 ℃; the resulting acrylic resin product was designated A5.
Comparative example 4
The only difference from example 5 is that: the 8g of β -CEA from example 5 was replaced with 4g of acrylic acid, the remainder being the same as described in example 5, and the resulting acrylic resin product was designated B4.
Example 6
Firstly, 200g of butyl acetate is added into a solution polymerization reaction kettle, nitrogen is introduced, stirring is carried out, the temperature in the reaction kettle is controlled to be 110 ℃, and a solution formed by 178g of methyl methacrylate, 78g of styrene, 52g of stearyl methacrylate, 8g of beta-CEMA and 2.6g of azodiisobutyronitrile is evenly added dropwise within 4 hours; after dripping, continuing to keep the temperature and stir for 1 hour; cooling, and discharging after cooling to 40 ℃; the resulting acrylic resin product was designated A6.
Comparative example 5
The only difference from example 6 is that: 8g of beta-CEMA from example 6 was replaced with 4g of acrylic acid, the remainder being the same as described in example 6, and the resulting acrylic resin product was designated B5.
Table 1 shows the characterization data of the acrylic resin products obtained in examples 1 to 6 and comparative examples 1 to 5.
TABLE 1 characterization data for acrylic resin products obtained in examples 1-6 and comparative examples 1-5
The acrylic resin products obtained in examples 1 to 6 and comparative examples 1 to 5 were subjected to adhesion test:
the solid acrylic resin product obtained in the above example or comparative example was dissolved in butyl acetate to prepare a resin solution having a solid content of 30%; or diluting the liquid acrylic resin obtained in the above example or comparative example with butyl acetate to a resin solution having a concentration of 30%; then, a 200 μm frame type preparation machine was used to coat the film, the solvent was removed at 60℃after the film was completed, the adhesion was tested by a cross-hatch method at room temperature every day, and the detailed test results are shown in Table 2.
TABLE 2 adhesion test results of acrylic resin products obtained in examples 1 to 6 and comparative examples 1 to 5 to various substrates
The results shown in Table 2 can be seen: in the free radical copolymerization reaction system for preparing acrylic resin, adding special functional monomer: beta-acryloxypropionic acid (beta-CEA) or/and beta-methacryloxypropionic acid (beta-CEMA) can enable the obtained acrylic resin to have high adhesion performance (the adhesion can reach at least 1 grade) to various substrates simultaneously; under the same conditions, the effect of adding beta-acryloxypropionic acid (beta-CEA) is better, and the 0-grade adhesive force can be achieved for various base materials simultaneously (please compare example 1 with example 2, example 3 with example 4); in addition, as can be seen from comparative examples 1 and 1, examples 3 and 2, and comparative examples 3, examples 5 and 4, and examples 6 and 5, the present invention adopts a radical copolymerization reaction system for preparing acrylic resin, in which a special functional monomer is added: the beta-acryloyloxy propionic acid (beta-CEA) or/and beta-methacryloyloxy propionic acid (beta-CEMA) unexpectedly realizes that the obtained acrylic resin can simultaneously have high adhesion performance to various substrates, can effectively solve the problem of wide application of acrylic resin coating, ink and adhesive in the field of substrates which are difficult to adhere (such as glass, aluminum substrates and PET substrates), has simple realization method, does not need special treatment on the production process and equipment of the existing acrylic resin, and is easy to realize industrialization; therefore, the invention has significant value in expanding the industrial application of the acrylic resin.
Finally, it is pointed out here that: the above is only a part of the preferred embodiments of the present invention and should not be construed as limiting the scope of the present invention, and some insubstantial modifications and adaptations of the present invention based on the foregoing are within the scope of the present invention.
Claims (3)
1. An acrylic resin having high adhesion properties to glass, aluminum substrates and PET substrates at the same time, characterized in that: the acrylic resin is prepared by carrying out free radical copolymerization on a comonomer and a special functional monomer, wherein the comonomer is methyl methacrylate and butyl methacrylate, or methyl methacrylate and isooctyl methacrylate, or methyl methacrylate, stearyl methacrylate and styrene, the special functional monomer is beta-acryloxypropionic acid or/and beta-methacryloxypropionic acid, the mass ratio of the methyl methacrylate in the comonomer is 40-60%, and the total mass of the special functional monomer is 0.1-10.0% of the total mass of the comonomer.
2. The acrylic resin having high adhesion properties to glass, aluminum substrate and PET substrate at the same time according to claim 1, wherein: the total mass of the special functional monomer is 1% -5% of the total mass of the comonomer.
3. The acrylic resin having high adhesion property to glass, aluminum substrate and PET substrate at the same time according to any one of claims 1 and 2, characterized in that: the acrylic resin is prepared by a bulk polymerization method or a solution polymerization method.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202111286102.0A CN114149535B (en) | 2021-11-02 | 2021-11-02 | Method for realizing high adhesion performance of acrylic resin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202111286102.0A CN114149535B (en) | 2021-11-02 | 2021-11-02 | Method for realizing high adhesion performance of acrylic resin |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN114149535A CN114149535A (en) | 2022-03-08 |
| CN114149535B true CN114149535B (en) | 2023-07-11 |
Family
ID=80458959
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202111286102.0A Active CN114149535B (en) | 2021-11-02 | 2021-11-02 | Method for realizing high adhesion performance of acrylic resin |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN114149535B (en) |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE609617A (en) * | 1960-10-28 | 1900-01-01 | ||
| JP2000080324A (en) * | 1998-09-03 | 2000-03-21 | Toray Ind Inc | Resin composition for coating |
| DE102007034456A1 (en) * | 2007-07-20 | 2009-01-22 | Evonik Röhm Gmbh | Coating formulation with improved metal adhesion |
| CN105884966A (en) * | 2016-06-12 | 2016-08-24 | 上海未泉新材料科技有限公司 | High-adhesion acrylic resin |
| CN106749852B (en) * | 2016-11-29 | 2019-01-18 | 上海华谊精细化工有限公司 | A kind of high corrosion-resistant acrylate and preparation method thereof |
| CN109776312A (en) * | 2019-03-20 | 2019-05-21 | 衡阳师范学院 | A kind of preparation method of acryloxy propionic ester type compound |
| CN110627950A (en) * | 2019-10-15 | 2019-12-31 | 淄博广栋化工有限公司 | Aqueous fluorine modified acrylic emulsion and preparation method and application thereof |
| CN111732686A (en) * | 2020-05-27 | 2020-10-02 | 英德市国彩精细化工有限公司 | Hydroxyl acrylic acid dispersion composition for water-based amino baking paint and preparation method thereof |
| CN112159637B (en) * | 2020-09-30 | 2022-07-12 | 广东东立新材料科技股份有限公司 | Acrylate copolymer, protective film and preparation method thereof |
-
2021
- 2021-11-02 CN CN202111286102.0A patent/CN114149535B/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| CN114149535A (en) | 2022-03-08 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR960014765B1 (en) | Adhesive compositions containing low molecular weight polymer additives | |
| WO1989005829A1 (en) | High performance pressure-sensitive adhesive polymers | |
| EP0185526A2 (en) | Solvent soluble fluorine-containing polymer, coating composition containing the same and coating process thereof | |
| CN114316854B (en) | Acrylic acid adhesive with high solid content and low viscosity and preparation method thereof | |
| US3194777A (en) | Coating compositions | |
| CN105255411B (en) | The preparation method of organic siloxane modified chlorinated polypropylene adhesive | |
| CN113136006A (en) | Acrylic resin for high-water-resistance glass paint and preparation method thereof | |
| CN114149535B (en) | Method for realizing high adhesion performance of acrylic resin | |
| CN108690449B (en) | Ultraviolet light curing PP (polypropylene) water-free PVD (physical vapor deposition) primer and preparation method thereof | |
| CN114213577A (en) | Isopropyl triolein acyloxy titanate modified acrylic resin and preparation method thereof | |
| US2873212A (en) | Carboxylic-nitrile-vinyl ether coating compositions, process and coated product | |
| JP2017520669A (en) | Direct adhesive, halogen-free, quick-drying heat-sealable binder for sealing polyester sheets to polystyrene, polyester or PVC | |
| US3553124A (en) | Coating compositions comprising acrylic polymers containing an oxazoline drying oil constituent | |
| CN112094369A (en) | Reactive acrylic resin and preparation method and application thereof | |
| US2873211A (en) | Carboxylic-nitrile-acrylate ester coating composition, process and coated product | |
| CN101538345A (en) | Dendritic hyper-branched polymer, preparation method and application thereof | |
| US3317453A (en) | Copolymers of vinyl acetate, acrylic acid, and glycidal methacrylate and crosslinkedproducts thereof | |
| CN110628366A (en) | High-viscosity pressure-sensitive adhesive, preparation method thereof and adhesive tape | |
| GB916982A (en) | Heat-convertible coating compositions, coated articles, and method of coating surfaces | |
| US20200299553A1 (en) | Curable adhesive composition as well as adhesive tapes and products produced therefrom | |
| CN108676124B (en) | Preparation method of acrylic pressure-sensitive emulsion | |
| KR100550259B1 (en) | Acrylic Emulsion Pressure Sensitive Adhesive Showing Excellent Water-resistance and Low Time-dependency | |
| JP3282312B2 (en) | Undercoat coating for vapor deposition and vapor-deposited molded product | |
| CN105885512B (en) | Powder coating leveling agent and preparation method and application thereof | |
| US3718500A (en) | Coated articles |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |