CN110885410A - Fluorosilicone modified acid and alkali resistant epoxy resin emulsion and preparation method thereof - Google Patents
Fluorosilicone modified acid and alkali resistant epoxy resin emulsion and preparation method thereof Download PDFInfo
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- CN110885410A CN110885410A CN201911288064.5A CN201911288064A CN110885410A CN 110885410 A CN110885410 A CN 110885410A CN 201911288064 A CN201911288064 A CN 201911288064A CN 110885410 A CN110885410 A CN 110885410A
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- 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
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/10—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polymers containing more than one epoxy radical per molecule
- C08F283/105—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polymers containing more than one epoxy radical per molecule on to unsaturated polymers containing more than one epoxy radical per molecule
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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
- C09J151/00—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers
- C09J151/08—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers grafted on to macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
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Abstract
The invention relates to a fluorine-silicon modified acid-alkali-resistant epoxy resin emulsion and a preparation method thereof. The fluorine-silicon modified epoxy resin emulsion is modified by organosilicon containing double bonds, then is subjected to free radical polymerization with fluorine-containing monomers and the like by adopting a dripping method, and is modified by the organic fluorine and the organosilicon, so that the obtained epoxy resin emulsion has good acid and alkali resistance and water resistance.
Description
Technical Field
The invention relates to a divisional application of a Chinese patent 'high-viscosity corrosion-resistant water-based tile adhesive and a preparation method thereof', wherein the application date is 4 and 21 days in 2018, and the application number is 201810363304.2. The invention belongs to the technical field of epoxy resin, and relates to a fluorine-silicon modified acid and alkali resistant epoxy resin emulsion and a preparation method thereof.
Background
At present, a plurality of ceramic tiles are directly hung externally and are buckled on a support, so that the damaged ceramic tiles can be conveniently replaced, and unsafe hidden troubles are also caused. The tile is fixed to the wall or the ground by cement, and the existing cement is generally silicate, so that the tile is easy to age and poor in waterproof performance. Although the existing tile adhesives are common, the existing tile adhesives have low bonding strength, and the bonding layer is easy to absorb water and permeate water, so that the ground or the wall is wet and slippery; particularly, the tile adhesive is easy to mildew, yellow and fall off on the tile wall surface which is soaked in acid rainwater and is subjected to ultraviolet rays.
Chinese patent CN201710800815.1 discloses a water-based tile adhesive, which comprises the following components in percentage by weight: 20-35% of butyl acrylate, 20-30% of methyl methacrylate, 0.1-0.5% of ammonium persulfate, 1-4% of divinylbenzene, 100.1-0.5% of emulsifier OP-100, 0.5-2% of acrylic acid, 0.5-3% of sodium polymethacrylate and the balance of water. The water-based ceramic tile adhesive has strong bidirectional permeability, and can effectively solve the problems of hollowing and falling off caused by the attachment of ceramic tiles, marbles and the like on walls; however, the adhesive has poor corrosion resistance and is easy to yellow.
Disclosure of Invention
To overcome the disadvantages and shortcomings of the prior art, the present invention is directed to a high viscosity corrosion resistant water-based tile adhesive.
A high-viscosity corrosion-resistant water-based tile adhesive comprises a component A and a component B; the formula of A and B in parts by weight is as follows: 20-30 parts of heavy calcium carbonate, 8-15 parts of titanium dioxide, 3-6 parts of talcum powder, 10-15 parts of fluorosilicone modified epoxy resin emulsion and 0.5-1 part of antioxidant; 3-6 parts of waterborne epoxy resin curing agent, 2-4 parts of amino silane coupling agent and 12-18 parts of coarse whiting; before use, the components A and B are mixed in a mixing device according to the formula to form paste.
The fluorosilicone modified epoxy resin emulsion is prepared by the following method in parts by weight:
(1) synthesizing organic silicon modified epoxy resin: adding 10-15 parts of butanol and 22-30 parts of epoxy resin into a reactor, uniformly stirring, heating to 50-60 ℃, then slowly adding 2-4 parts of dimethyl (dimethylamino) vinyl silane into the mixture, keeping the temperature for reaction for 3-4 hours, cooling to room temperature, and distilling under reduced pressure to remove butanol to obtain the organic silicon modified epoxy resin;
(2) organic fluorine modification and hydration: adding 0.2-0.4 part of initiator, 20-25 parts of oil-water dual-purpose solvent, 8-12 parts of acrylic acid polyethylene glycol ester, 8-16 parts of trifluoromethyl glycidyl acrylate and 3-5 parts of heptafluoro-n-propyl acrylate into a dispersion cylinder, and performing ultrasonic dispersion uniformly under stirring to obtain a mixed solution; under the protection of nitrogen, adding 15-25 parts of oil-water solvent and 20-30 parts of organic silicon modified epoxy resin into a reaction device, uniformly stirring, heating to 60-80 ℃, then dropwise adding the mixed solution into the reaction device, and keeping the temperature for continuous reaction for 2-3h after the dropwise adding is finished for 3-6 h; and then cooling to 40-55 ℃, adding 40-50 parts of deionized water under high-speed stirring, carrying out heat preservation, stirring and emulsification reaction for 10-20min, and cooling to obtain the fluorosilicone modified epoxy resin emulsion.
The amino silane coupling agent is at least one of N- β (aminoethyl) -gamma-aminopropyltriethoxysilane, N- β (aminoethyl) -gamma-aminopropylmethyldiethoxysilane and anilinomethyldiethoxysilane.
The antioxidant is at least one of β - (3, 5-di-tert-butyl-4-hydroxyphenyl) octadecyl propionate and phosphite antioxidant.
The grain diameters of the coarse whiting, the titanium pigment and the talcum powder are 200-1250 meshes; the waterborne epoxy resin curing agent is purchased from the market and is one or more of ethylenediamine, diethylenetriamine, polyethylene polyamine, m-phenylenediamine, m-xylylenediamine, amine modified curing agent, polyamide curing agent, polyisocyanate curing agent and anhydride curing agent.
The epoxy resin is 1, 2-epoxycyclohexane-4, 5-diformic acid epoxy resin.
The oil-water dual-purpose solvent is at least one of propylene glycol monomethyl ether, ethylene glycol monomethyl ether and propylene glycol methyl ether acetate.
The initiator is at least one of benzoyl peroxide, azobisisobutyronitrile and azobisisoheptonitrile.
The number average molecular weight of the polyethylene glycol acrylate is 400-1200.
Compared with the prior art, the invention has the following advantages:
(1) the corrosion resistance is good: the fluorine-silicon modified epoxy resin emulsion is modified by organosilicon containing double bonds, then is subjected to free radical polymerization with fluorine-containing monomers and the like by adopting a dripping method, and is modified by the organic fluorine and the organosilicon, the epoxy resin emulsion has good acid and alkali resistance and water resistance, and the ground or wall surface using the adhesive does not absorb or seep water.
(2) The yellowing resistance is good: the ceramic tile adhesive disclosed by the invention has lasting and high whiteness and can be used in outdoor environment due to the antioxidant effect in the formula.
(3) The viscosity is strong: on one hand, compared with cement, cellulose and the like, the epoxy resin has better adhesion to the ceramic tile, and has better toughness and water resistance, and meanwhile, the amino coupling agent in the component B can generate chemical coupling effect on the surface of the ceramic tile while being used as a curing agent, and is not easy to fall off.
(4) And (3) environmental protection: the invention is a water-based system, and is more environment-friendly compared with an oil-based system.
Detailed Description
A high viscosity corrosion resistant water-based tile adhesive of the present invention is further described with reference to the following examples. It is to be understood that the specific embodiments described herein are merely illustrative of the relevant invention and not restrictive of the invention.
Example 1
A high-viscosity corrosion-resistant water-base tile adhesive is prepared from component A and component B, which are proportionally prepared from calcium bicarbonate 24, titanium white powder 11, talc powder 4, fluorosilicone modified epoxy resin emulsion 13, β - (3, 5-di-tert-butyl-4-hydroxy phenyl) octadecyl propionate 0.7, amine modified solidifying agent 5, N- β (aminoethyl) -gamma-aminopropyltriethoxysilane 3 and calcium bicarbonate 16 through proportional mixing.
The fluorosilicone modified epoxy resin emulsion described in this embodiment is prepared by the following method in parts by weight:
(1) synthesizing organic silicon modified epoxy resin: adding 15 parts of butanol and 30 parts of 1, 2-epoxycyclohexane-4, 5-diformic acid epoxy resin into a reactor, uniformly stirring, heating to 60 ℃, then slowly adding 4 parts of dimethyl (dimethylamino) vinyl silane into the reactor, keeping the temperature for reaction for 3 hours, cooling to room temperature, and distilling under reduced pressure to remove butanol to obtain the organic silicon modified epoxy resin;
(2) organic fluorine modification and hydration: adding 0.3 part of azodiisobutyronitrile, 22 parts of ethylene glycol monomethyl ether, 9 parts of polyethylene glycol acrylate (with the average molecular weight of 400), 13 parts of glycidyl trifluoromethyl acrylate and 4 parts of heptafluoro-n-propyl acrylate into a dispersion cylinder, and performing ultrasonic dispersion uniformly under stirring to obtain a mixed solution; under the protection of nitrogen, adding 19 parts of ethylene glycol monomethyl ether and 26 parts of organic silicon modified epoxy resin into a reaction device, uniformly stirring, heating to 74 ℃, dropwise adding the mixed solution into the reaction device, and keeping the temperature for continuous reaction for 2.5 hours after 4 hours of dropwise adding; and then cooling to 49 ℃, adding 43 parts of deionized water under high-speed stirring, carrying out heat preservation stirring emulsification reaction for 16min, and cooling to obtain the fluorosilicone modified epoxy resin emulsion.
Example 2
A high-viscosity corrosion-resistant water-based tile adhesive is composed of a component A and a component B; the formula of A and B in parts by weight is as follows: a, 30 parts of heavy calcium carbonate, 8 parts of titanium dioxide, 3 parts of talcum powder, 10 parts of fluorosilicone modified epoxy resin emulsion and 0.5 part of phosphite antioxidant; 3 parts of polyisocyanate curing agent, 4 parts of anilinomethyldiethoxysilane and 12 parts of triple superphosphate; before use, the components A and B are mixed in a mixing device according to the formula to form paste.
The fluorosilicone modified epoxy resin emulsion described in this embodiment is prepared by the following method in parts by weight:
(1) synthesizing organic silicon modified epoxy resin: adding 10 parts of butanol and 22 parts of 1, 2-epoxycyclohexane-4, 5-diformic acid epoxy resin into a reactor, uniformly stirring, heating to 50 ℃, then slowly adding 2 parts of dimethyl (dimethylamino) vinyl silane into the reactor, keeping the temperature for reaction for 4 hours, cooling to room temperature, and distilling under reduced pressure to remove butanol to obtain the organic silicon modified epoxy resin;
(2) organic fluorine modification and hydration: adding 0.4 part of benzoyl peroxide, 20 parts of propylene glycol methyl ether acetate, 8 parts of acrylic acid polyethylene glycol ester (the number average molecular weight is 1200), 16 parts of trifluoromethyl glycidyl acrylate and 3 parts of heptafluoro-n-propyl acrylate into a dispersion cylinder, and performing ultrasonic dispersion uniformly under stirring to obtain a mixed solution; under the protection of nitrogen, adding 15 parts of propylene glycol methyl ether acetate and 20 parts of organic silicon modified epoxy resin into a reaction device, uniformly stirring, heating to 60 ℃, then dropwise adding the mixed solution into the reaction device, and keeping the temperature for continuous reaction for 2 hours after the dropwise adding is completed for 6 hours; and then cooling to 40 ℃, adding 40 parts of deionized water under high-speed stirring, carrying out heat preservation stirring emulsification reaction for 20min, and cooling to obtain the fluorosilicone modified epoxy resin emulsion.
Example 3
A high-viscosity corrosion-resistant water-base adhesive for ceramic tile is prepared from A and B components (20 wt. portions), titanium white powder (15), talc powder (6), fluorosilicone modified epoxy resin emulsion (15), phosphite antioxidant (1), anhydride solidifying agent (6), N- β (aminoethyl) -gamma-aminopropyl methyl diethoxy silane (2) and calcium bicarbonate (18) through proportional mixing.
The fluorosilicone modified epoxy resin emulsion described in this embodiment is prepared by the following method in parts by weight:
(1) synthesizing organic silicon modified epoxy resin: adding 14 parts of butanol and 27 parts of 1, 2-epoxycyclohexane-4, 5-diformic acid epoxy resin into a reactor, uniformly stirring, heating to 53 ℃, then slowly adding 3 parts of dimethyl (dimethylamino) vinyl silane into the mixture, keeping the temperature for reaction for 3.5 hours, then cooling to room temperature, and removing butanol through reduced pressure distillation to obtain the organic silicon modified epoxy resin;
(2) organic fluorine modification and hydration: adding 0.2 part of azodiisoheptonitrile, 25 parts of propylene glycol monomethyl ether, 12 parts of acrylic acid polyethylene glycol ester (the number average molecular weight is 600), 8 parts of trifluoromethyl glycidyl acrylate and 5 parts of heptafluoro-n-propyl acrylate into a dispersion cylinder, and performing ultrasonic dispersion uniformly under stirring to obtain a mixed solution; under the protection of nitrogen, adding 25 parts of propylene glycol monomethyl ether and 30 parts of organic silicon modified epoxy resin into a reaction device, uniformly stirring, heating to 80 ℃, dropwise adding the mixed solution into the reaction device, and keeping the temperature for continuous reaction for 3 hours after the dropwise adding is finished for 3 hours; and then cooling to 55 ℃, adding 50 parts of deionized water under high-speed stirring, carrying out heat preservation stirring emulsification reaction for 10min, and cooling to obtain the fluorosilicone modified epoxy resin emulsion.
The application method of the high-viscosity corrosion-resistant water-based tile adhesive in the examples 1 to 3 comprises the following steps: the first component and the second component are uniformly mixed 1 hour before use, the mixture is applied to the back surface of the ceramic tile and the wall surface (or the ground), then the adhesive surface of the ceramic tile is attached to the wall surface (or the ground), and the mixture is completely cured within 6 to 12 hours.
And (3) performance testing: according to the standard of JC/T547-2005 ceramic wall and floor tile adhesive and GB50210-2001 building decoration and finishing engineering quality acceptance Specification, the high-viscosity corrosion-resistant water-based tile adhesives of examples 1-3 and the strong tile adhesive of a certain company are subjected to performance tests under the same conditions, and the test results are shown in Table 1:
table 1: tile adhesive performance meter
As can be seen from Table 1, compared with the strong tile adhesives sold in the market, the high-strength ceramic tile adhesive has higher tensile bonding strength, soaking tensile bonding strength and tensile bonding strength after thermal aging; the invention can resist water soaking for more than 6 months; the ultraviolet aging box test shows that the invention can not yellow within 5 years of simulated sunlight time.
While the invention has been described in detail and with reference to specific embodiments thereof, it will be apparent to one skilled in the art that various changes, modifications and variations can be made therein without departing from the spirit and scope of the invention as defined in the following claims.
Claims (9)
1. A preparation method of fluorine-silicon modified acid-and-alkali-resistant epoxy resin emulsion is characterized by comprising the following steps of synthesis of organic silicon modified epoxy resin, organic fluorine modification and water hydration:
(1) synthesizing organic silicon modified epoxy resin: adding butanol and epoxy resin into a reactor, uniformly stirring, heating to 50-60 ℃, then slowly adding dimethyl (dimethylamino) vinylsilane into the reactor, keeping the temperature for reaction for 3-4h, cooling to room temperature, and distilling under reduced pressure to remove butanol to obtain the organosilicon modified epoxy resin;
(2) organic fluorine modification and hydration: adding an initiator, an oil-water solvent, polyethylene glycol acrylate, glycidyl trifluoromethyl acrylate and heptafluoro-n-propyl acrylate into a dispersion cylinder, and ultrasonically dispersing uniformly under stirring to obtain a mixed solution; under the protection of nitrogen, adding an oil-water dual-purpose solvent and organic silicon modified epoxy resin into a reaction device, uniformly stirring, heating to 60-80 ℃, then dropwise adding the mixed solution into the reaction device, and keeping the temperature for continuous reaction for 2-3 hours after the dropwise adding is finished for 3-6 hours; then cooling to 40-55 ℃, adding deionized water under high-speed stirring, keeping the temperature, stirring, emulsifying for 10-20min, and cooling to obtain the fluorosilicone modified epoxy resin emulsion.
2. The preparation method of the fluorosilicon modified acid and alkali resistant epoxy resin emulsion according to claim 1, wherein in step (1), by weight, 10-15 parts of butanol, 22-30 parts of epoxy resin, and 2-4 parts of dimethyl (dimethylamino) vinylsilane.
3. The method for preparing the fluorosilicone modified acid and alkali resistant epoxy resin emulsion according to claim 1, wherein in the step (2), the mixture is prepared by mixing, by weight, 0.2-0.4 part of an initiator, 20-25 parts of an oil-water solvent, 8-12 parts of polyethylene glycol acrylate, 8-16 parts of glycidyl trifluoromethylacrylate and 3-5 parts of heptafluoro-n-propyl acrylate; in the finally prepared fluorine-silicon modified epoxy resin emulsion, 15-25 parts of oil-water dual-purpose solvent, 20-30 parts of organic silicon modified epoxy resin and 40-50 parts of deionized water are used.
4. The method for preparing the epoxy resin emulsion with fluorine-silicon modification and acid and alkali resistance according to claim 1, wherein the epoxy resin is 1, 2-epoxycyclohexane-4, 5-dicarboxylic acid epoxy resin.
5. The preparation method of the fluorine-silicon modified acid and alkali resistant epoxy resin emulsion according to claim 1, which is characterized in that: the number average molecular weight of the polyethylene glycol acrylate is 400-1200.
6. The method for preparing the fluorosilicone modified acid and alkali resistant epoxy resin emulsion according to claim 1, wherein the oil-water solvent is at least one of propylene glycol monomethyl ether, ethylene glycol monomethyl ether and propylene glycol methyl ether acetate.
7. The method for preparing the fluorosilicon modified acid and alkali resistant epoxy resin emulsion according to claim 1, wherein the initiator is at least one of benzoyl peroxide, azobisisobutyronitrile and azobisisoheptonitrile.
8. The method for preparing the fluorosilicone modified acid and alkali resistant epoxy resin emulsion according to claim 1, wherein the fluorosilicone modified epoxy resin emulsion is firstly modified by organosilicon containing double bonds, and then undergoes free radical polymerization with fluorine-containing monomers and the like by a dropping method, and the obtained epoxy resin emulsion is modified by organic fluorine and organosilicon, and has good acid and alkali resistance and water resistance.
9. The fluorosilicone modified acid and alkali resistant epoxy resin emulsion prepared by the preparation method of the fluorosilicone modified acid and alkali resistant epoxy resin emulsion according to claim 1.
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CN201911288064.5A CN110885410A (en) | 2018-04-21 | 2018-04-21 | Fluorosilicone modified acid and alkali resistant epoxy resin emulsion and preparation method thereof |
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CN201810363304.2A CN108504251B (en) | 2018-04-21 | 2018-04-21 | High-viscosity corrosion-resistant water-based tile adhesive and preparation method thereof |
CN201911288064.5A CN110885410A (en) | 2018-04-21 | 2018-04-21 | Fluorosilicone modified acid and alkali resistant epoxy resin emulsion and preparation method thereof |
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CN111378081A (en) * | 2020-03-31 | 2020-07-07 | 陕西立高涂料有限公司 | Preparation method of fluorosilicone modified epoxy resin emulsion for anticorrosive paint |
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CN114395086B (en) * | 2021-12-31 | 2023-07-28 | 湖南固特邦土木科技发展有限公司 | Ceramic tile adhesive, preparation method thereof and application of ceramic tile adhesive in reverse printing process of UHPC prefabricated decorative plate |
EP4279560A1 (en) * | 2022-05-18 | 2023-11-22 | fischerwerke GmbH & Co. KG | Aqueous aminosiloxane hardeners for adhesive masses, corresponding masses and uses and methods related thereto |
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CN102212247B (en) * | 2011-04-29 | 2012-12-26 | 宏昌电子材料股份有限公司 | Aqueous epoxy resin composition and preparation method thereof |
CN102786902B (en) * | 2012-09-05 | 2015-04-22 | 东华大学 | Organosilicone-organofluorine epoxy adhesive and preparation method thereof |
CN106590497A (en) * | 2016-12-21 | 2017-04-26 | 兰州科天环保节能科技有限公司 | Formaldehyde-free aqueous jointing agent and preparation method therefor |
CN107674622B (en) * | 2017-10-10 | 2020-04-24 | 山西省交通科学研究院 | High-performance structural adhesive for water environment reinforcing engineering and preparation method thereof |
CN107722897A (en) * | 2017-10-25 | 2018-02-23 | 杭州之江新材料有限公司 | A kind of epoxy joint trimming agent and preparation method thereof |
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Cited By (2)
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CN111378081A (en) * | 2020-03-31 | 2020-07-07 | 陕西立高涂料有限公司 | Preparation method of fluorosilicone modified epoxy resin emulsion for anticorrosive paint |
CN111378081B (en) * | 2020-03-31 | 2023-11-14 | 陕西立高涂料有限公司 | Preparation method of fluorine-silicon modified epoxy resin emulsion for anticorrosive paint |
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