CN111234134B - High-performance glycidyl versatate modified polysiloxane resin and preparation method thereof - Google Patents
High-performance glycidyl versatate modified polysiloxane resin and preparation method thereof Download PDFInfo
- Publication number
- CN111234134B CN111234134B CN202010131236.4A CN202010131236A CN111234134B CN 111234134 B CN111234134 B CN 111234134B CN 202010131236 A CN202010131236 A CN 202010131236A CN 111234134 B CN111234134 B CN 111234134B
- Authority
- CN
- China
- Prior art keywords
- parts
- modified polysiloxane
- polysiloxane resin
- performance
- catalyst
- 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
- -1 polysiloxane Polymers 0.000 title claims abstract description 43
- 229920001296 polysiloxane Polymers 0.000 title claims abstract description 40
- 239000011347 resin Substances 0.000 title claims abstract description 39
- 229920005989 resin Polymers 0.000 title claims abstract description 39
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 title claims abstract description 24
- 238000002360 preparation method Methods 0.000 title claims abstract description 8
- OZCWUNHGNVXCCO-UHFFFAOYSA-N oxiran-2-ylmethyl hydrogen carbonate Chemical group OC(=O)OCC1CO1 OZCWUNHGNVXCCO-UHFFFAOYSA-N 0.000 claims abstract description 15
- 239000003054 catalyst Substances 0.000 claims abstract description 14
- 239000000178 monomer Chemical group 0.000 claims abstract description 13
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000002904 solvent Substances 0.000 claims abstract description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000003999 initiator Substances 0.000 claims abstract description 11
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 claims abstract description 8
- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 claims abstract description 8
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims abstract description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 10
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 8
- 238000010438 heat treatment Methods 0.000 claims description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 6
- 238000002156 mixing Methods 0.000 claims description 6
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 5
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 claims description 4
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims description 4
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 4
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 4
- 238000006243 chemical reaction Methods 0.000 claims description 4
- 239000011259 mixed solution Substances 0.000 claims description 4
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 claims description 3
- 238000001816 cooling Methods 0.000 claims description 3
- 238000007334 copolymerization reaction Methods 0.000 claims description 3
- 238000004821 distillation Methods 0.000 claims description 3
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- 229910052757 nitrogen Inorganic materials 0.000 claims description 3
- JJRDRFZYKKFYMO-UHFFFAOYSA-N 2-methyl-2-(2-methylbutan-2-ylperoxy)butane Chemical compound CCC(C)(C)OOC(C)(C)CC JJRDRFZYKKFYMO-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
- 235000019400 benzoyl peroxide Nutrition 0.000 claims description 2
- 238000010790 dilution Methods 0.000 claims description 2
- 239000012895 dilution Substances 0.000 claims description 2
- 239000002253 acid Substances 0.000 abstract description 10
- 239000003513 alkali Substances 0.000 abstract description 6
- 239000003973 paint Substances 0.000 abstract description 5
- 239000002994 raw material Substances 0.000 abstract description 3
- 238000004132 cross linking Methods 0.000 abstract description 2
- 238000009826 distribution Methods 0.000 abstract description 2
- 230000002194 synthesizing effect Effects 0.000 abstract 1
- 238000000576 coating method Methods 0.000 description 5
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 5
- 239000004925 Acrylic resin Substances 0.000 description 4
- 229920000178 Acrylic resin Polymers 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 2
- 230000032683 aging Effects 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 229920002050 silicone resin Polymers 0.000 description 2
- WZFUQSJFWNHZHM-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)CC(=O)N1CC2=C(CC1)NN=N2 WZFUQSJFWNHZHM-UHFFFAOYSA-N 0.000 description 1
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 description 1
- 229910017061 Fe Co Inorganic materials 0.000 description 1
- 229910018557 Si O Inorganic materials 0.000 description 1
- 229910002808 Si–O–Si Inorganic materials 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000007385 chemical modification Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 239000013530 defoamer Substances 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000002715 modification method Methods 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- LIVNPJMFVYWSIS-UHFFFAOYSA-N silicon monoxide Inorganic materials [Si-]#[O+] LIVNPJMFVYWSIS-UHFFFAOYSA-N 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000011787 zinc oxide Substances 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
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/12—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polysiloxanes
- C08F283/124—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polysiloxanes on to polysiloxanes having carbon-to-carbon double bonds
-
- 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
- C09D151/00—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers
- C09D151/08—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers grafted on to macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
-
- 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
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/08—Anti-corrosive paints
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Silicon Polymers (AREA)
- Paints Or Removers (AREA)
Abstract
The invention discloses a high-performance glycidyl versatate modified polysiloxane resin and a preparation method thereof. The resin is prepared by taking ethyl silicate, vinyl triethoxysilane, a catalyst, tertiary carbonic acid glycidyl ester, acrylic esters, monomers, an initiator and a solvent as raw materials, and synthesizing the high-performance tertiary carbonic acid glycidyl ester modified polysiloxane resin. By introducing the tertiary carbonic acid glycidyl ester, the performances of water resistance, acid resistance, alkali resistance and the like are improved. Compared with the common acrylic acid modified polysiloxane resin, the high-performance tertiary carboxylic acid glycidyl ester modified polysiloxane resin has narrower molecular weight distribution, lower viscosity and a proper amount of reactive groups, has better miscibility with other resins, and a paint film formed after crosslinking has better water resistance, acid resistance and alkali resistance.
Description
Technical Field
The invention belongs to the technical field of coatings, and particularly relates to high-performance glycidyl versatate modified polysiloxane resin and a preparation method thereof.
Background
The siloxane takes Si-O-Si as a main chain, and the bond energy (450 kJ/mol) of Si-O bonds is larger than the bond energy (345 kJ/mo 1) of C-C bonds and the bond energy (351 kJ/mol) of C-O bonds of common organic high polymers. Therefore, the silicone resin has excellent heat resistance and ultraviolet light aging resistance. Because the silicone resin and the acrylic resin have good miscibility, the polysiloxane containing active groups and the acrylic resin containing active groups are usually subjected to condensation modification so as to reduce the cost of the resin and combine the weather resistance and the adhesion performance of the polysiloxane containing active groups and the acrylic resin containing active groups.
Although the weather resistance of the common siloxane or acrylic modified siloxane resin coating on the market is excellent, the water resistance of a paint film is general, and particularly the acid resistance is weak. The paint film is easy to rust and damage when being subjected to acid corrosion. At present, due to the fact that labor cost is high, frequent coating construction, maintenance and the like easily cause environmental pollution, and safety and environmental protection problems are easily caused. The tertiary carbonic acid glycidyl ester has an active epoxy group, acrylic resin can be introduced through acrylic acid, and then the tertiary carbonic acid glycidyl ester and siloxane prepolymer are subjected to chemical modification, so that the performances such as acid resistance and alkali resistance are improved. Meanwhile, the tertiary carbonic acid glycidyl ester has larger steric hindrance effect, protects ester bonds and has excellent water resistance. Therefore, a high-performance glycidyl versatate modified polysiloxane resin coating with long service life and excellent weather resistance, water resistance and acid corrosion resistance is favored.
Disclosure of Invention
The invention aims to provide a preparation method of a high-performance glycidyl versatate modified polysiloxane resin aiming at the problems in the prior art.
The purpose of the invention can be realized by the following technical scheme:
a high-performance glycidyl versatate modified polysiloxane resin is composed of the following components in parts by weight:
in some specific embodiments: the weight portions of the ethyl silicate, the vinyl triethoxysilane, the catalyst, the tertiary carbonic acid glycidyl ester, the acrylate, the monomer, the initiator and the solvent are 8-12 parts, 15-20 parts, 2-4.5 parts, 8.5-12 parts, 35-52 parts, 0.7-1.4 parts and 20-25 parts in sequence.
In some specific embodiments: the catalyst is selected from one or more of water, hydrochloric acid and acetic acid; preferably, the catalyst is a mixture of water and hydrochloric acid, and the weight parts of the catalyst are 2-4.3 parts and 0.1-0.2 part in sequence. The mass concentration of the hydrochloric acid is 37%.
In some specific embodiments: the acrylic esters and the monomers are selected from one or more of acrylic acid, butyl acrylate, methyl methacrylate, hydroxyethyl acrylate, hydroxypropyl acrylate and styrene.
In some specific embodiments: the acrylate and the monomer comprise 8-13 parts of styrene, 3-9 parts of hydroxyethyl acrylate, 7-13 parts of methyl methacrylate, 14-18 parts of butyl acrylate and 0.5-1 part of acrylic acid.
In some specific embodiments: the initiator is selected from one or more of di-tert-amyl peroxide, azobisisobutyronitrile and benzoyl peroxide.
In some specific embodiments: the solvent is selected from one or more of dimethylbenzene, methylbenzene and butyl acetate.
The high-performance glycidyl versatate modified polysiloxane resin comprises the following steps:
the first step is as follows: uniformly mixing ethyl silicate and vinyl triethoxysilane, heating to 45-55 deg.C, slowly adding catalyst under the temperature condition, and finishing the addition for 1.5-2 h; heating to 50-60 ℃, reacting for 2-3h, and then carrying out reduced pressure distillation to obtain a polysiloxane prepolymer;
the second step: introducing nitrogen, uniformly mixing the prepared polysiloxane prepolymer and the tertiary carbonic acid glycidyl ester, heating to 145-160 ℃, and slowly adding the mixed solution of the acrylate, the monomer and the initiator under the temperature condition; and after the addition is finished, continuing to perform copolymerization reaction for 4-6h, cooling to 80-100 ℃ after the reaction is finished, adding a solvent, and diluting to obtain the high-performance glycidyl versatate modified polysiloxane resin.
The method comprises the following steps: the viscosity range of the high-performance glycidyl versatate modified polysiloxane resin is 15-30 seconds (format, 25 ℃), and the non-volatile component is 75-80 percent.
The invention has the beneficial effects that:
the invention discloses a preparation method of high-performance glycidyl versatate modified polysiloxane resin. The resin takes ethyl silicate, vinyl triethoxysilane, a catalyst, glycidyl versatate, acrylates and monomers, an initiator, a solvent and the like as raw materials, wherein the acrylates and the monomers are selected from one or more of acrylic acid, butyl acrylate, methyl methacrylate, hydroxyethyl acrylate and styrene, and the high-performance glycidyl versatate modified polysiloxane resin is synthesized by a chemical synthesis modification method with the glycidyl versatate and a siloxane prepolymer according to a specific raw material ratio. The water resistance, acid resistance, alkali resistance and other performances of the product are improved by introducing the tertiary carbonic acid glycidyl ester. Compared with the common acrylic acid modified polysiloxane resin, the high-performance tertiary carbonic acid glycidyl ester modified polysiloxane resin has narrower molecular weight distribution, lower viscosity and a proper amount of reactive groups, has better miscibility with other resins, and a paint film formed after crosslinking has excellent water resistance (more than or equal to 400 h), acid resistance (more than or equal to 368 h) and alkali resistance (more than or equal to 360 h); the conventional acrylic modified polysiloxane resin has water resistance (more than or equal to 268 h), acid resistance (more than or equal to 240 h) and alkali resistance (more than or equal to 242 h).
Detailed Description
The invention is further illustrated by the following examples, without limiting the scope of the invention:
the components and the mass percent of the components adopted by the high-performance glycidyl versatate modified polysiloxane resin are shown in the table I.
The preparation method of the high-performance glycidyl versatate modified polysiloxane resin in the invention from the example 1 to the example 4 is as follows:
the first step is as follows: uniformly mixing the ethyl silicate and the vinyl triethoxysilane, heating to 45-50 ℃, slowly adding the catalyst at a constant speed under the temperature condition, and finishing the addition for 1.5-2 hours; then the temperature is raised to 55 ℃, the reaction is carried out for 2.5h at 55 ℃, then the polysiloxane prepolymer is prepared by reduced pressure distillation, and then the temperature is lowered to room temperature.
The second step: and introducing nitrogen, uniformly mixing the prepared polysiloxane prepolymer and the tertiary carbonic acid glycidyl ester of the component, heating to 150 ℃, adding the acrylate of the component and the mixed solution of the monomer and the initiator under the temperature condition, and dripping the mixed solution of the monomer and the initiator for 3 hours. And after the addition is finished, continuing to perform copolymerization reaction for 5 hours, cooling to 90 ℃ after the reaction is finished, and adding a solvent for dilution to obtain the high-performance tertiary carboxylic acid glycidyl ester modified polysiloxane resin.
Watch 1
The specific parameters of the prepared high-performance glycidyl versatate modified polysiloxane resin are shown in the second table.
Watch two
| Serial number | Item | Example 1 | Example 2 | Example 3 | Example 4 |
| 1 | Limpidity and transparency | Clear and transparent | Clear and transparent | Clear and transparent | Clear and transparent |
| 2 | Color (Fe-Co method), number | 3 | 4 | 3 | 3 |
| 3 | Viscosity (grid/25 ℃ C.), s | 25 | 26 | 28 | 37 |
| 4 | Acid value of mgKOH/g | 4.7 | 4.1 | 4.5 | 6.5 |
| 5 | Fineness, mum | 15 | 15 | 15 | 15 |
| 6 | Non-volatile fraction of% | 75.2 | 78.1 | 79.8 | 77.2 |
The high-performance glycidyl versatate modified polysiloxane resin 60 percent prepared in the embodiment 1 to the embodiment 4 is mixed and ground with rutile titanium dioxide 25 percent, zinc oxide 7.8 percent, xylene solvent 3.3 percent, butyl acetate solvent 3.3 percent and dispersant 0.5 percent until the fineness is less than 20 mu m, and then added with defoamer 0.1 percent to be mixed evenly to prepare the high-performance glycidyl versatate modified polysiloxane resin. According to the standard requirements of HG/T4755-2014 polysiloxane coating, the mechanical property, the chemical resistance, the industrial climate aging resistance and other properties are tested by plate making, and the test properties are shown in Table III.
Performance index of paint made from high-performance tertiary carboxylic acid glycidyl ester modified polysiloxane resin
Claims (5)
1. A high-performance glycidyl versatate modified polysiloxane resin is characterized in that: the resin comprises the following components in parts by weight:
2-16 parts of ethyl silicate;
4.5-22.5 parts of vinyl triethoxysilane;
0.3-5 parts of a catalyst;
5-15 parts of tertiary carbonic acid glycidyl ester;
30-60 parts of acrylate and a monomer;
0.1-5.5 parts of initiator;
15-30 parts of a solvent;
wherein, the compositions of the acrylic esters and the monomers are 8-13 parts of styrene, 3-9 parts of hydroxyethyl acrylate, 7-13 parts of methyl methacrylate, 14-18 parts of butyl acrylate and 0.5-1 part of acrylic acid; the solvent is selected from one or more of dimethylbenzene, methylbenzene and butyl acetate;
the preparation method of the resin comprises the following steps:
the first step is as follows: uniformly mixing ethyl silicate and vinyl triethoxysilane, heating to 45-55 ℃, slowly adding a catalyst under the temperature condition, and finishing the addition for 1.5-2 hours; heating to 50-60 ℃, reacting for 2-3h, and then carrying out reduced pressure distillation to obtain a polysiloxane prepolymer;
the second step is that: introducing nitrogen, uniformly mixing the prepared polysiloxane prepolymer and the tertiary carbonic acid glycidyl ester, heating to 145-160 ℃, and slowly adding the mixed solution of the acrylate, the monomer and the initiator under the temperature condition; and after the addition is finished, continuing to perform copolymerization reaction for 4-6h, cooling to 80-100 ℃ after the reaction is finished, and adding a solvent for dilution to obtain the high-performance tertiary carbonic acid glycidyl ester modified polysiloxane resin.
2. The high performance glycidyl versatate-modified polysiloxane resin according to claim 1, characterized in that: the weight portions of the ethyl silicate, the vinyl triethoxysilane, the catalyst, the tertiary carbonic acid glycidyl ester, the acrylate and the monomer, the initiator and the solvent are 8-12 parts, 15-20 parts, 2-4.5 parts, 8.5-12 parts, 35-52 parts, 0.7-1.4 parts and 20-25 parts in sequence.
3. The high performance glycidyl versatate-modified polysiloxane resin according to claim 1 or 2, characterized in that: the catalyst is selected from one or more of water, hydrochloric acid and acetic acid.
4. The high performance glycidyl versatate-modified polysiloxane resin according to claim 3, which is characterized in that: the catalyst is a mixture of water and hydrochloric acid, and the weight parts of the catalyst are 1-8 parts and 0.1-1 part in sequence.
5. The high performance glycidyl versatate-modified polysiloxane resin according to claim 1 or 2, which is characterized in that: the initiator is selected from one or more of di-tert-amyl peroxide, azobisisobutyronitrile and benzoyl peroxide.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202010131236.4A CN111234134B (en) | 2020-02-28 | 2020-02-28 | High-performance glycidyl versatate modified polysiloxane resin and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202010131236.4A CN111234134B (en) | 2020-02-28 | 2020-02-28 | High-performance glycidyl versatate modified polysiloxane resin and preparation method thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN111234134A CN111234134A (en) | 2020-06-05 |
| CN111234134B true CN111234134B (en) | 2023-01-17 |
Family
ID=70873089
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202010131236.4A Active CN111234134B (en) | 2020-02-28 | 2020-02-28 | High-performance glycidyl versatate modified polysiloxane resin and preparation method thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN111234134B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113429572A (en) * | 2021-07-15 | 2021-09-24 | 上海能漠新材料有限公司 | Preparation method and application of water-soluble glycidyl versatate resin |
| CN119320261B (en) * | 2024-12-19 | 2025-04-08 | 中建西部建设第九有限公司 | A 3D printed lightweight high-strength low-carbon cement-based material and preparation method thereof |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100588664C (en) * | 2006-08-11 | 2010-02-10 | 上海市涂料研究所 | Waterborne acrylic resin and preparation method thereof |
| CN101935425B (en) * | 2010-09-16 | 2012-08-29 | 江门市制漆厂有限公司 | Modified polyurethane (PU) acrylic resin and preparation method thereof |
| CN105237676A (en) * | 2015-10-22 | 2016-01-13 | 佛山市高明同德化工有限公司 | Water-soluble organosilicon-modified acrylic resin and preparation method thereof |
| CN107033296A (en) * | 2017-05-08 | 2017-08-11 | 南京长江涂料有限公司 | Extra-weather-proof polysiloxane-modified acrylic resin and finish paint preparation method |
| CN108084367A (en) * | 2017-12-29 | 2018-05-29 | 安徽科邦树脂科技有限公司 | A kind of antibiotic property acrylic resin |
| CN108707207B (en) * | 2018-06-22 | 2020-10-09 | 河北科技大学 | Solvent-free hydroxyl acrylic resin and preparation method and application thereof |
-
2020
- 2020-02-28 CN CN202010131236.4A patent/CN111234134B/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| CN111234134A (en) | 2020-06-05 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US11066572B2 (en) | Method of preparing high-performance water-soluble acrylic resin with high solid content and low viscosity | |
| CN102863829B (en) | Humidity and ultraviolet dual-cured polyurethane woodware coating and preparation method thereof | |
| CN111234126B (en) | High-solid-content high-performance glycidyl versatate modified alkyd resin and preparation method thereof | |
| CN111234134B (en) | High-performance glycidyl versatate modified polysiloxane resin and preparation method thereof | |
| CN109400797B (en) | High-performance acrylic resin for industrial baking varnish and preparation method thereof | |
| CN117467315B (en) | Fluorocarbon weather-resistant resin powder coating and preparation method thereof | |
| CN112126340B (en) | UV color-repairing essential oil | |
| CN105505197A (en) | Ultraviolet curing coating and its preparation method | |
| CN110951041A (en) | Waterborne polyurethane-acrylate hybrid copolymer and preparation method thereof | |
| CN104292419B (en) | A kind of preparation method of High-performance green environmental protection coatings for furniture two component polyurethane modified unsaturated polyester | |
| CN108047912B (en) | Super-weather-resistant low-VOC (volatile organic compound) bus colored paint and preparation method thereof | |
| CN108546485B (en) | High-solid-content organic-inorganic hybrid resin and preparation method thereof | |
| CN113136013B (en) | Acrylic acid modified vinyl organic silicon resin and preparation method thereof | |
| CN112898473B (en) | Hydroxyl acrylic resin suitable for heat-reflecting heat-insulating coating and preparation method thereof | |
| CN114031726A (en) | Hydroxyl acrylic acid dispersion and preparation method and application thereof | |
| CN118652388A (en) | A hydroxy acrylic acid dispersion, raw material composition thereof, preparation method thereof and application thereof | |
| CN115572344B (en) | High-weather-resistance acrylic resin and preparation method thereof | |
| CN117843879A (en) | Modified acrylic resin with high adhesion and preparation method | |
| CN102199374B (en) | Ultraviolet light room temperature dual curing coating composition and preparation method thereof | |
| CN110903459B (en) | Hydroxyl-terminated polyurethane methacrylic resin, preparation method and application thereof | |
| CN114525076A (en) | PU/UV double-layer curing paint | |
| CN1130437C (en) | Organosilicon modified acrylic ester emulsion | |
| CN117720842B (en) | High-weather-resistance white pearl automotive paint and preparation method thereof | |
| CN116426162B (en) | Low-temperature-resistant UV (ultraviolet) inkjet printing ink | |
| CN111234686A (en) | Self-crosslinking acrylic polyurethane dispersion stone-like paint and preparation method thereof |
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 |