CN116284551A - Quick-drying high-molecular emulsion with strong wet adhesion and preparation method thereof - Google Patents
Quick-drying high-molecular emulsion with strong wet adhesion and preparation method thereof Download PDFInfo
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- CN116284551A CN116284551A CN202310284305.9A CN202310284305A CN116284551A CN 116284551 A CN116284551 A CN 116284551A CN 202310284305 A CN202310284305 A CN 202310284305A CN 116284551 A CN116284551 A CN 116284551A
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- 239000000839 emulsion Substances 0.000 title claims abstract description 45
- 238000001035 drying Methods 0.000 title claims abstract description 31
- 238000002360 preparation method Methods 0.000 title description 11
- 229920000642 polymer Polymers 0.000 claims abstract description 32
- GTELLNMUWNJXMQ-UHFFFAOYSA-N 2-ethyl-2-(hydroxymethyl)propane-1,3-diol;prop-2-enoic acid Chemical class OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.CCC(CO)(CO)CO GTELLNMUWNJXMQ-UHFFFAOYSA-N 0.000 claims abstract description 12
- 238000006243 chemical reaction Methods 0.000 claims description 14
- 239000000203 mixture Substances 0.000 claims description 14
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 9
- 238000010438 heat treatment Methods 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 8
- 239000002994 raw material Substances 0.000 claims description 8
- VEPKQEUBKLEPRA-UHFFFAOYSA-N VX-745 Chemical compound FC1=CC(F)=CC=C1SC1=NN2C=NC(=O)C(C=3C(=CC=CC=3Cl)Cl)=C2C=C1 VEPKQEUBKLEPRA-UHFFFAOYSA-N 0.000 claims description 7
- AZIQALWHRUQPHV-UHFFFAOYSA-N prop-2-eneperoxoic acid Chemical compound OOC(=O)C=C AZIQALWHRUQPHV-UHFFFAOYSA-N 0.000 claims description 7
- 238000001816 cooling Methods 0.000 claims description 6
- 238000007599 discharging Methods 0.000 claims description 6
- 238000002156 mixing Methods 0.000 claims description 6
- 238000003756 stirring Methods 0.000 claims description 6
- 238000005303 weighing Methods 0.000 claims description 6
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 claims description 4
- 239000003945 anionic surfactant Substances 0.000 claims description 4
- 239000003999 initiator Substances 0.000 claims description 4
- 239000002736 nonionic surfactant Substances 0.000 claims description 4
- 239000003995 emulsifying agent Substances 0.000 claims description 3
- 239000004094 surface-active agent Substances 0.000 claims description 3
- LCPVQAHEFVXVKT-UHFFFAOYSA-N 2-(2,4-difluorophenoxy)pyridin-3-amine Chemical compound NC1=CC=CN=C1OC1=CC=C(F)C=C1F LCPVQAHEFVXVKT-UHFFFAOYSA-N 0.000 claims description 2
- 239000004342 Benzoyl peroxide Substances 0.000 claims description 2
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims description 2
- 229910001870 ammonium persulfate Inorganic materials 0.000 claims description 2
- 235000019400 benzoyl peroxide Nutrition 0.000 claims description 2
- 229920000136 polysorbate Polymers 0.000 claims description 2
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 claims description 2
- 230000035484 reaction time Effects 0.000 claims description 2
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Substances [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- 239000000178 monomer Substances 0.000 abstract description 12
- -1 hydroxyl acrylic ester Chemical class 0.000 abstract description 7
- 238000010526 radical polymerization reaction Methods 0.000 abstract description 6
- 238000006116 polymerization reaction Methods 0.000 abstract description 5
- 238000004132 cross linking Methods 0.000 abstract description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 abstract description 2
- 125000000217 alkyl group Chemical group 0.000 abstract description 2
- 239000001257 hydrogen Substances 0.000 abstract description 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract description 2
- 238000001179 sorption measurement Methods 0.000 abstract description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 12
- 230000000052 comparative effect Effects 0.000 description 12
- 239000007858 starting material Substances 0.000 description 7
- 238000012360 testing method Methods 0.000 description 6
- 239000000306 component Substances 0.000 description 5
- 238000005516 engineering process Methods 0.000 description 4
- 239000011347 resin Substances 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 230000015556 catabolic process Effects 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 239000011258 core-shell material Substances 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 238000011056 performance test Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 235000009161 Espostoa lanata Nutrition 0.000 description 1
- 240000001624 Espostoa lanata Species 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 239000008358 core component Substances 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
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
- C08F220/14—Methyl esters, e.g. methyl (meth)acrylate
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D133/00—Coating compositions 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 only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
- C09D133/04—Homopolymers or copolymers of esters
- C09D133/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Polymerisation Methods In General (AREA)
- Graft Or Block Polymers (AREA)
Abstract
The invention discloses a quick-drying type high polymer emulsion with strong wet adhesion, which takes ethoxylated trimethylolpropane triacrylate as a polymerization core, and forms a star-shaped macromolecular network structure after reacting with various acrylate monomers through free radical polymerization, has high crosslinking degree and branching degree, and can form a compact film; in addition, the polymerized monomer adopts hydroxyl acrylic ester with strong polar groups, and can form strong hydrogen bonds with moisture on the hard surface, so that the high-humidity adsorption capacity is excellent; and the polymerized monomer also contains hexadecyl acrylic ester which has a large volume of long alkyl chain, so that the compactness, the waterproofness, the flexibility and the film forming property of the emulsion after film forming can be further improved.
Description
Technical Field
The invention relates to the technical field of water-based paint, in particular to quick-drying high polymer emulsion with strong wet adhesion and a preparation method thereof.
Background
The acrylic emulsion resin is emulsion resin which takes acrylic ester and acrylic monomer as main raw materials. The environment-friendly type high-voltage cable has the advantages of diversity, universality, weather resistance and the like, and has the characteristic of extremely low VOC content in the aspect of environmental protection, so that the environment-friendly type high-voltage cable is widely applied to various fields. In the polymerization process of the emulsion resin, substances such as an emulsifying agent, an initiator and the like are also added, so that the monomers in the formula are subjected to free radical polymerization.
In recent years, with the continuous development of aqueous acrylic emulsion polymerization technology, the application of multiphase polymerization, core-shell technology, self-crosslinking technology and high molecular surfactant, core-shell polymerization and other technologies further improve and enhance the properties of aqueous acrylic emulsion, so that the aqueous acrylic emulsion is suitable for the needs of different construction and use conditions and is greatly expanded. Among the properties of the emulsion, how to ensure that the emulsion has excellent adhesive capability on wet hard surfaces, such as surfaces of woodware, external walls and the like, and can be coated on the hard surfaces at the same time, so that the emulsion can be quickly dried to form a film, and the surface leveling property is not easily damaged by the external environment, thus being the research and development direction of the technical staff for emphasis.
In the prior art, CN101942269A, CN102153691A, CN102627720a discloses a method for synthesizing raw materials of quick-drying paint, but the process is complex, the cost is high, and the acrylic emulsion is not completely enabled to have the two requirements of quick-drying and high adhesion at the same time.
There is therefore a need to develop a new acrylic emulsion composition to solve the deficiencies of the prior art.
Disclosure of Invention
Based on the above, the invention discloses a quick-drying type high molecular emulsion with strong wet adhesion, which has a polymer with a compact network structure formed by free radical polymerization, wherein the polymer structure contains both strong polar groups and large-volume branched chains, so that the emulsion has excellent adhesion when being coated on a hard surface, and the drying speed of the emulsion is greatly accelerated, and the compactness and weather resistance after film formation are achieved.
The invention aims to disclose quick-drying type high polymer emulsion with strong wet adhesion, which comprises the following raw materials in parts by weight:
the ethoxylated trimethylolpropane triacrylate in the composition has a trifunctional structure, and forms bonded with other monomers are free radical polymerization, rather than functional group polycondensation reaction (such as monomer based on isocyanate groups) widely adopted in the prior art, so that the ethoxylated trimethylolpropane triacrylate can be used as a reaction nucleus to perform free radical polymerization reaction with other acrylic monomers under milder and friendly reaction conditions to generate star-shaped high polymers; and has no other hetero atoms in the molecular structure, so that excessive impurities are not introduced. The above characteristics are not comparable to those of the reactive monomers based on isocyanate groups.
Further, the emulsifier is selected from one or more of anionic surfactant or nonionic surfactant.
Further, the initiator comprises one or more of benzoyl peroxide, sodium persulfate, potassium persulfate and ammonium persulfate.
Further, the anionic surfactant is selected from one or more of LAS, AES, AOS, MES.
Further, the nonionic surfactant is selected from tween or span type surfactants.
The invention also discloses a preparation method of the quick-drying type high polymer emulsion with strong wet adhesion, which comprises the following steps:
s1, weighing ethoxylated trimethylolpropane triacrylate, methacrylate, hydroxy acrylate and hexadecyl acrylate according to parts by weight, and mixing to obtain a mixture;
s2, placing the mixture into a reaction vessel, adding the rest components, heating, stirring, reacting, cooling and discharging.
Further, the heating temperature is 70-90 ℃.
Further, the reaction time is 1-2h.
The invention has the following beneficial effects:
the quick-drying type high polymer emulsion with strong wet adhesion provided by the invention takes ethoxylated trimethylolpropane triacrylate as a polymerization core, and forms a star-shaped macromolecular network structure after being reacted with various acrylate monomers through free radical polymerization, and the quick-drying type high polymer emulsion has high crosslinking degree and branching degree and can form a compact film; in addition, the polymerized monomer adopts hydroxyl acrylic ester with strong polar groups, and can form strong hydrogen bonds with moisture on the hard surface, so that the high-humidity adsorption capacity is excellent; and the polymerized monomer also contains hexadecyl acrylic ester which has a large volume of long alkyl chain, so that the compactness, the waterproofness, the flexibility and the film forming property of the emulsion after film forming can be further improved.
The hydroxyl acrylic ester and the hexadecyl acrylic ester are connected with the polymer in a covalent bond mode, so that the high-integration characteristic is realized, and the formed reticular film has uniformity and stability and is not easy to generate phase separation, non-uniformity and other phenomena.
Detailed Description
In order to more clearly illustrate the technical solution of the present invention, the following examples are set forth. The starting materials, reactions and workup procedures used in the examples are those commonly practiced in the market and known to those skilled in the art unless otherwise indicated.
It should be understood that all numbers expressing, for example, amounts of ingredients used in the specification and claims, except in any operating example or otherwise indicated, are to be understood as being modified in all instances by the term "about". Accordingly, unless indicated to the contrary, the numerical parameters set forth in the following specification and attached claims are approximations that may vary depending upon the desired properties to be obtained by the present invention.
In the embodiment of the invention, "parts" refer to parts by weight.
The ethoxylated trimethylolpropane triacrylate of the examples and comparative examples of the present invention were purchased from Guangzhou Shangxi chemical technology Co., ltd.
Example 1
A quick-drying high polymer emulsion with strong wet adhesion comprises the following raw materials in parts by weight:
the preparation method of the quick-drying polymer emulsion with strong wet adhesion comprises the following steps:
s1, weighing ethoxylated trimethylolpropane triacrylate, methacrylate, hydroxy acrylate and hexadecyl acrylate according to the parts by weight, and mixing to obtain a mixture;
s2, placing the mixture into a reaction kettle, adding the rest components, adjusting the pH value of a reaction system, ensuring that the acrylic acid groups are neutralized, heating to 75 ℃, stirring and reacting for 1h, cooling and discharging to obtain the product polymer emulsion.
Example 2
A quick-drying high polymer emulsion with strong wet adhesion comprises the following raw materials in parts by weight:
the preparation method of the quick-drying polymer emulsion with strong wet adhesion comprises the following steps:
s1, weighing ethoxylated trimethylolpropane triacrylate, methacrylate, hydroxy acrylate and hexadecyl acrylate according to the parts by weight, and mixing to obtain a mixture;
s2, placing the mixture into a reaction kettle, adding the rest components, adjusting the pH value of a reaction system, ensuring that the acrylic acid groups are neutralized, heating to 85 ℃, stirring for reaction for 2 hours, cooling, and discharging to obtain the product polymer emulsion.
Example 3
A quick-drying high polymer emulsion with strong wet adhesion comprises the following raw materials in parts by weight:
the preparation method of the quick-drying polymer emulsion with strong wet adhesion comprises the following steps:
s1, weighing ethoxylated trimethylolpropane triacrylate, methacrylate, hydroxy acrylate and hexadecyl acrylate according to the parts by weight, and mixing to obtain a mixture;
s2, placing the mixture into a reaction kettle, adding the rest components, adjusting the pH value of a reaction system, ensuring that the acrylic acid groups are neutralized, heating to 80 ℃, stirring and reacting for 1.5 hours, cooling and discharging to obtain the product polymer emulsion.
Example 4
A quick-drying high polymer emulsion with strong wet adhesion comprises the following raw materials in parts by weight:
the preparation method of the quick-drying polymer emulsion with strong wet adhesion comprises the following steps:
s1, weighing ethoxylated trimethylolpropane triacrylate, methacrylate, hydroxy acrylate and hexadecyl acrylate according to the parts by weight, and mixing to obtain a mixture;
s2, placing the mixture into a reaction kettle, adding the rest components, adjusting the pH value of a reaction system, ensuring that the acrylic acid groups are neutralized, heating to 85 ℃, stirring and reacting for 1.5 hours, cooling, and discharging to obtain the product polymer emulsion.
Comparative example 1
Comparative example 1 was identical to the starting materials, parts of starting materials and preparation methods used in example 1, except that ethoxylated trimethylol propane triacrylate was removed in comparative example 1 and replaced with equal parts by weight of methacrylate.
Comparative example 2
Comparative example 2 is identical to the starting material, starting material parts and preparation method used in example 1, the only difference being that the hydroxyacrylate in comparative example 2 is replaced with equal parts by weight of methacrylate.
Comparative example 3
Comparative example 3 was identical to the starting material, parts of starting material and preparation method used in example 1, with the sole difference that the hexadecylacrylate in comparative example 3 was replaced with equal parts by weight of methacrylate.
Test case
The waterproof coatings prepared in example 1 and comparative examples 1 to 3 were subjected to performance test.
The testing method comprises the following steps:
adhesion force: testing was performed according to GB/T9286-1998;
surface drying time: testing was performed according to the cotton ball blowing method in GB/T1728-1979;
flexibility: the test was carried out according to GB/T1731-1993.
The test results are shown in Table 1.
TABLE 1 waterproof coating Performance test results
As can be seen from table 1, the polymer emulsion prepared in example 1 of the present invention has excellent adhesion, quick drying and flexibility, while comparative examples 1 to 3 all show performance degradation to different degrees, mainly because the core component in the technical scheme of the present invention is replaced or not contained, and an effective three-dimensional network structure with strong polar groups and soft segments cannot be formed, resulting in a significant degradation of film forming performance on a hard surface.
It will be evident to those skilled in the art that the invention is not limited to the details of the foregoing illustrative embodiments, and that the present invention may be embodied in other specific forms without departing from the spirit or essential characteristics thereof. The present embodiments are, therefore, to be considered in all respects as illustrative and not restrictive, the scope of the invention being indicated by the appended claims rather than by the foregoing description, and all changes which come within the meaning and range of equivalency of the claims are therefore intended to be embraced therein.
Furthermore, it should be understood that although the present disclosure describes embodiments, not every embodiment is provided with a separate embodiment, and that this description is provided for clarity only, and that the disclosure is not limited to the embodiments described in detail below, and that the embodiments described in the examples may be combined as appropriate to form other embodiments that will be apparent to those skilled in the art.
Claims (8)
1. The quick-drying type high polymer emulsion with the strong wet adhesion is characterized by comprising the following raw materials in parts by weight:
initiator(s)
And (3) water.
2. The quick-drying polymer emulsion having strong wet adhesion according to claim 1, wherein the emulsifier is selected from one or more of anionic surfactant or nonionic surfactant.
3. The quick-drying polymer emulsion with strong wet adhesion according to claim 1, wherein the initiator comprises one or more of benzoyl peroxide, sodium persulfate, potassium persulfate and ammonium persulfate.
4. The quick-drying polymer emulsion having strong wet adhesion according to claim 2, wherein the anionic surfactant is selected from one or more of LAS, AES, AOS, MES.
5. The quick-drying polymer emulsion having strong wet adhesion according to claim 2, wherein the nonionic surfactant is selected from tween or a span-type surfactant.
6. The method for preparing a quick-drying type polymer emulsion having strong wet adhesion as claimed in any one of claims 1 to 5, wherein the method for preparing a quick-drying type polymer emulsion having strong wet adhesion comprises the steps of:
s1, weighing ethoxylated trimethylolpropane triacrylate, methacrylate, hydroxy acrylate and hexadecyl acrylate according to parts by weight, and mixing to obtain a mixture;
s2, placing the mixture into a reaction vessel, adding the rest components, heating, stirring, reacting, cooling and discharging.
7. The method for preparing a quick-drying type polymer emulsion having strong wet adhesion according to claim 6, wherein the heating temperature is 70-90 ℃.
8. The method for preparing a quick-drying type polymer emulsion having strong wet adhesion according to claim 6, wherein the reaction time is 1-2 hours.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202310284305.9A CN116284551A (en) | 2023-03-22 | 2023-03-22 | Quick-drying high-molecular emulsion with strong wet adhesion and preparation method thereof |
| CN202311725226.3A CN117700602B (en) | 2023-03-22 | 2023-12-15 | Quick-drying high-molecular emulsion with strong wet adhesion and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202310284305.9A CN116284551A (en) | 2023-03-22 | 2023-03-22 | Quick-drying high-molecular emulsion with strong wet adhesion and preparation method thereof |
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| Publication Number | Publication Date |
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| CN116284551A true CN116284551A (en) | 2023-06-23 |
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| CN202310284305.9A Withdrawn CN116284551A (en) | 2023-03-22 | 2023-03-22 | Quick-drying high-molecular emulsion with strong wet adhesion and preparation method thereof |
| CN202311725226.3A Active CN117700602B (en) | 2023-03-22 | 2023-12-15 | Quick-drying high-molecular emulsion with strong wet adhesion and preparation method thereof |
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| CN202311725226.3A Active CN117700602B (en) | 2023-03-22 | 2023-12-15 | Quick-drying high-molecular emulsion with strong wet adhesion and preparation method thereof |
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| CN (2) | CN116284551A (en) |
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- 2023-03-22 CN CN202310284305.9A patent/CN116284551A/en not_active Withdrawn
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| CN117700602A (en) | 2024-03-15 |
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