CN112851883A - Synthesis method of self-drying type organic silicon modified acrylic resin - Google Patents
Synthesis method of self-drying type organic silicon modified acrylic resin Download PDFInfo
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- CN112851883A CN112851883A CN202110043115.9A CN202110043115A CN112851883A CN 112851883 A CN112851883 A CN 112851883A CN 202110043115 A CN202110043115 A CN 202110043115A CN 112851883 A CN112851883 A CN 112851883A
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- modified acrylic
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- 239000004925 Acrylic resin Substances 0.000 title claims abstract description 54
- 229920000178 Acrylic resin Polymers 0.000 title claims abstract description 54
- 229910052710 silicon Inorganic materials 0.000 title claims abstract description 41
- 239000010703 silicon Substances 0.000 title claims abstract description 41
- 238000001035 drying Methods 0.000 title claims abstract description 14
- 238000001308 synthesis method Methods 0.000 title claims abstract description 7
- 238000000034 method Methods 0.000 claims abstract description 29
- 239000011347 resin Substances 0.000 claims abstract description 25
- 229920005989 resin Polymers 0.000 claims abstract description 25
- 238000006243 chemical reaction Methods 0.000 claims abstract description 21
- 239000000203 mixture Substances 0.000 claims description 23
- 239000003999 initiator Substances 0.000 claims description 18
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 13
- 239000003054 catalyst Substances 0.000 claims description 12
- XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 claims description 9
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 claims description 9
- TVFJAZCVMOXQRK-UHFFFAOYSA-N ethenyl 7,7-dimethyloctanoate Chemical compound CC(C)(C)CCCCCC(=O)OC=C TVFJAZCVMOXQRK-UHFFFAOYSA-N 0.000 claims description 9
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 claims description 9
- BITPLIXHRASDQB-UHFFFAOYSA-N ethenyl-[ethenyl(dimethyl)silyl]oxy-dimethylsilane Chemical compound C=C[Si](C)(C)O[Si](C)(C)C=C BITPLIXHRASDQB-UHFFFAOYSA-N 0.000 claims description 9
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical group CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims description 9
- BFXIKLCIZHOAAZ-UHFFFAOYSA-N methyltrimethoxysilane Chemical compound CO[Si](C)(OC)OC BFXIKLCIZHOAAZ-UHFFFAOYSA-N 0.000 claims description 9
- ZNOCGWVLWPVKAO-UHFFFAOYSA-N trimethoxy(phenyl)silane Chemical compound CO[Si](OC)(OC)C1=CC=CC=C1 ZNOCGWVLWPVKAO-UHFFFAOYSA-N 0.000 claims description 9
- 229920002554 vinyl polymer Polymers 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 8
- 239000007810 chemical reaction solvent Substances 0.000 claims description 6
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical group CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 claims description 3
- 239000012975 dibutyltin dilaurate Substances 0.000 claims description 3
- 230000002194 synthesizing effect Effects 0.000 claims 3
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 abstract description 12
- 238000005580 one pot reaction Methods 0.000 abstract description 12
- 239000011248 coating agent Substances 0.000 abstract description 9
- 238000000576 coating method Methods 0.000 abstract description 9
- 239000003973 paint Substances 0.000 abstract description 7
- 238000002360 preparation method Methods 0.000 abstract description 6
- 239000003153 chemical reaction reagent Substances 0.000 abstract description 4
- 238000000926 separation method Methods 0.000 abstract description 3
- 230000009286 beneficial effect Effects 0.000 abstract description 2
- 230000015572 biosynthetic process Effects 0.000 abstract description 2
- 238000003786 synthesis reaction Methods 0.000 abstract description 2
- 239000003795 chemical substances by application Substances 0.000 description 7
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 6
- 229920001296 polysiloxane Polymers 0.000 description 5
- 238000000227 grinding Methods 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 230000008569 process Effects 0.000 description 4
- 239000002518 antifoaming agent Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 239000003085 diluting agent Substances 0.000 description 3
- -1 polysiloxane Polymers 0.000 description 3
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 239000002932 luster Substances 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 229920000058 polyacrylate Polymers 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000002966 varnish Substances 0.000 description 2
- 229910018557 Si O Inorganic materials 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 150000001733 carboxylic acid esters Chemical group 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000007405 data analysis Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000002715 modification method Methods 0.000 description 1
- 238000007040 multi-step synthesis reaction Methods 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 125000005375 organosiloxane group Chemical group 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- LIVNPJMFVYWSIS-UHFFFAOYSA-N silicon monoxide Inorganic materials [Si-]#[O+] LIVNPJMFVYWSIS-UHFFFAOYSA-N 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 239000005028 tinplate Substances 0.000 description 1
- 238000004383 yellowing 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
- 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
-
- 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
- C09D151/085—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 on to polysiloxanes
-
- 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
- C09D5/18—Fireproof paints including high temperature resistant 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)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Paints Or Removers (AREA)
Abstract
The invention discloses a synthesis method of self-drying type organic silicon modified acrylic resin, belonging to the technical field of organic resin synthesis, which is characterized in that organic silicon modified acrylic resin is prepared by a one-pot method, and the invention has the beneficial effects that: compared with the prior art, the method for preparing the organic silicon modified acrylic resin by the one-pot method has the advantages of simpler preparation process, milder reaction temperature and no separation of an intermediate; after the paint film is prepared, the paint film has excellent mechanical properties of acrylic resin, has low surface energy, weather resistance, high temperature resistance and chemical reagent resistance of organic silicon resin, and is suitable for being used as a high-temperature-resistant coating.
Description
The technical field is as follows:
the invention belongs to the technical field of organic resin synthesis, and particularly relates to a synthesis method of self-drying type organic silicon modified acrylic resin.
Background art:
the acrylic resin is structurally characterized in that a main chain is composed of saturated C-C bonds, and a side chain is a carboxylic ester group with polarity, so that the acrylic resin is endowed with good thermal oxidation resistance, weather resistance, oil resistance, solvent resistance and caking property. Acrylic resin is widely applied to various industries, and the coating prepared by using the acrylic resin has the advantages of good luster and fullness, excellent weather resistance and solvent resistance, strong yellowing resistance and the like, and is widely applied to products such as automobiles, bicycles, coil steel and the like; however, the acrylic resin structure is generally a chain-shaped linear structure, is extremely sensitive to temperature, and gradually becomes soft and sticky with the rise of temperature; when the temperature is reduced to a certain limit, the coating becomes brittle gradually, namely the phenomenon of hot sticking and cold brittleness, so that the coating cannot resist climate change in winter and summer.
The polysiloxane is mainly a compound with Si-O bonds and S-C bonds alternately, and the overall structure endows the polysiloxane with excellent high temperature resistance, oxidation degradation resistance, weather resistance, excellent hydrophobicity, gloss retention, flexibility, impact resistance, abrasion resistance, oxygen permeability, ultraviolet light resistance and other properties, but the polysiloxane has poor compatibility with other non-organic silicon resins and poor adhesion to a base material.
The resin prepared by effectively combining the acrylic resin and the organic silicon resin has the excellent performances of the acrylic resin and the organic silicon resin, and the organic silicon modified acrylic resin coating has the advantages of excellent weather resistance, light and color retention, difficult pulverization and good luster, and is widely used for pre-coating.
The present invention provides a method for preparing organosilicon modified acrylic resin by a one-pot method, and the prepared organosilicon modified acrylic resin can be cured at room temperature, thereby greatly expanding the application range.
The invention content is as follows:
in order to solve the problems and overcome the defects of the prior art, the invention provides a method for preparing organic silicon modified acrylic resin by a one-pot method, which can effectively solve the problems that the existing modification method of organic silicon modified acrylic resin is mostly two steps or even multiple steps, a curing agent needs to be added in the curing process of the prepared resin, and the curing process needs high temperature.
The specific technical scheme for solving the technical problems comprises the following steps: the synthesis method of the self-drying type organic silicon modified acrylic resin is characterized in that phenyl trimethoxy silane, methyl trimethoxy silane, a catalyst, water, vinyl trimethoxy silane, tetramethyl divinyl disiloxane, gamma-methacryloxypropyl trimethoxy silane, vinyl versatate, vinyl neodecanoate and an initiator are uniformly mixed in a single-opening flask to obtain a mixture I for later use, a reaction solvent and the initiator are placed in a five-opening flask provided with a stirrer and a condenser pipe, the five-opening flask is heated to 120 ℃, the mixture I is dropwise added for 3-4 hours, the reaction temperature is ensured to be at 110-130 ℃, and the reaction is continued for 5 hours at 120 ℃ after the dropwise addition is completed, so that the organic silicon modified acrylic resin is obtained.
The catalyst is dibutyltin dilaurate.
The reaction solvent is butyl acetate.
18-20 parts of phenyltrimethoxysilane, 8-10 parts of methyltrimethoxysilane, 1 part of catalyst, 4-5 parts of water, 5 parts of vinyltrimethoxysilane, 5-8 parts of tetramethyldivinyldisiloxane, 5-10 parts of gamma-methacryloxypropyltrimethoxysilane, 20-24 parts of vinyl versatate, 15-18 parts of vinyl neodecanoate and 5 parts of initiator are uniformly mixed in a single-neck flask to obtain a mixture I for later use, 6 parts of butyl acetate and 1 part of initiator are placed in a five-neck flask provided with a stirrer and a condenser tube, the five-neck flask is heated to 120 ℃, the mixture I is dripped, the dripping time is 3-4 hours, the reaction temperature is 110-130 ℃, the mixture I is dripped, and the organosilicon modified propylene resin is obtained after the dripping is finished and the reaction is continued for 5 hours at 120 ℃.
Leveling agents, defoaming agents and diluents are also added.
The invention has the beneficial effects that:
compared with the prior art, the method for preparing the organic silicon modified acrylic resin by the one-pot method has the advantages of simpler preparation process, milder reaction temperature and no separation of an intermediate.
Organic silicon resin without vinyl groups is blocked into acrylic resin through a balancing reaction, so that the performance of the acrylic resin is greatly improved, meanwhile, the organic silicon resin without the vinyl groups is grafted to acrylic resin side chains through the balancing reaction, the prepared organic silicon modified acrylic resin is good in compatibility with various resins, good in adhesion with base materials, capable of being cured at room temperature without adding a curing agent, and has excellent mechanical properties of the acrylic resin after being made into a paint film, low surface energy, weather resistance, high temperature resistance and chemical reagent resistance of the organic silicon resin, and the organic silicon modified acrylic resin is suitable for being used as a high temperature resistant coating.
The specific implementation mode is as follows:
in the description of the invention, specific details are given only to enable a full understanding of the embodiments of the invention, but it should be understood by those skilled in the art that the invention is not limited to these details for the implementation. In other instances, well-known structures and functions have not been described or shown in detail to avoid obscuring the points of the embodiments of the invention. The specific meanings of the above terms in the present invention can be understood in specific cases to those skilled in the art.
The specific implementation mode of the invention is as follows:
the synthesis method of the self-drying type organic silicon modified acrylic resin is characterized in that phenyl trimethoxy silane, methyl trimethoxy silane, a catalyst, water, vinyl trimethoxy silane, tetramethyl divinyl disiloxane, gamma-methacryloxypropyl trimethoxy silane, vinyl versatate, vinyl neodecanoate and an initiator are uniformly mixed in a single-opening flask to obtain a mixture I for later use, a reaction solvent and the initiator are placed in a five-opening flask provided with a stirrer and a condenser pipe, the five-opening flask is heated to 120 ℃, the mixture I is dropwise added for 3-4 hours, the reaction temperature is ensured to be at 110-130 ℃, and the reaction is continued for 5 hours at 120 ℃ after the dropwise addition is completed, so that the organic silicon modified acrylic resin is obtained.
The catalyst is dibutyltin dilaurate.
The reaction solvent is butyl acetate.
18-20 parts of phenyltrimethoxysilane, 8-10 parts of methyltrimethoxysilane, 1 part of catalyst, 4-5 parts of water, 5 parts of vinyltrimethoxysilane, 5-8 parts of tetramethyldivinyldisiloxane, 5-10 parts of gamma-methacryloxypropyltrimethoxysilane, 20-24 parts of vinyl versatate, 15-18 parts of vinyl neodecanoate and 5 parts of initiator are uniformly mixed in a single-neck flask to obtain a mixture I for later use, 6 parts of butyl acetate and 1 part of initiator are placed in a five-neck flask provided with a stirrer and a condenser tube, the five-neck flask is heated to 120 ℃, the mixture I is dripped, the dripping time is 3-4 hours, the reaction temperature is 110-130 ℃, the mixture I is dripped, and the organosilicon modified propylene resin is obtained after the dripping is finished and the reaction is continued for 5 hours at 120 ℃.
Example 1
20 parts of phenyl trimethoxy silane, 10 parts of methyl trimethoxy silane, 1 part of catalyst, 5 parts of water, 5 parts of vinyl trimethoxy silane, 8 parts of tetramethyl divinyl disiloxane, 5 parts of gamma-methacryloxypropyl trimethoxy silane, 20 parts of vinyl versatate, 15 parts of vinyl neodecanoate and 5 parts of initiator are uniformly mixed in a single-neck flask to obtain a mixture I for later use, 6 parts of butyl acetate and 1 part of initiator are placed in a five-neck flask provided with a stirrer and a condenser tube, the mixture I is heated to 120 ℃ and is dripped for about 3.5 hours, the reaction temperature is ensured to be 110-130 ℃, the mixture I is continuously reacted for 5 hours at 120 ℃ after the dripping is completed, and the prepared product is the organosilicon modified propylene resin.
Example 2
18 parts of phenyl trimethoxy silane, 8 parts of methyl trimethoxy silane, 1 part of catalyst, 4 parts of water, 5 parts of vinyl trimethoxy silane, 5 parts of tetramethyl divinyl disiloxane, 5 parts of gamma-methacryloxypropyl trimethoxy silane, 24 parts of vinyl versatate, 18 parts of vinyl neodecanoate and 5 parts of initiator are uniformly mixed in a single-neck flask to obtain a mixture I for later use, 6 parts of butyl acetate and 1 part of initiator are placed in a five-neck flask provided with a stirrer and a condenser tube, the mixture I is heated to 120 ℃ and is dripped for about 3.5 hours, the reaction temperature is ensured to be 110-130 ℃, the mixture I is continuously reacted for 5 hours at 120 ℃ after the dripping is completed, and the prepared product is the organosilicon modified propylene resin.
Example 3
18 parts of phenyl trimethoxy silane, 8 parts of methyl trimethoxy silane, 1 part of catalyst, 4 parts of water, 5 parts of vinyl trimethoxy silane, 7 parts of tetramethyl divinyl disiloxane, 10 parts of gamma-methacryloxypropyl trimethoxy silane, 20 parts of vinyl versatate, 15 parts of vinyl neodecanoate and 5 parts of initiator are uniformly mixed in a single-neck flask to obtain a mixture I for later use, 6 parts of butyl acetate and 1 part of initiator are placed in a five-neck flask provided with a stirrer and a condenser tube, the mixture I is heated to 120 ℃ and is dripped for about 3.5 hours, the reaction temperature is ensured to be 110-130 ℃, the mixture I is continuously reacted for 5 hours at 120 ℃ after the dripping is completed, and the prepared product is the organosilicon modified propylene resin.
Varnishes prepared according to the formula shown in table 1 using the self-drying type organosilicon modified propylene resins prepared in examples 1 to 3 were coated on polished tinplate, and appropriate leveling agents, antifoaming agents and diluents were added, and the thickness of the paint film was 100 ± 10 μm, which was used for testing the curing time, hydrophobicity, adhesion, hardness and weather resistance of the paint film.
In order to more intuitively show the advantages of the one-pot method process, the one-pot method preparation method is compared with the multi-step synthesis method adopted by the same process,
comparative example 1:
the preparation method of the organic silicon modified acrylic resin with application numbers of 201210550024.5 and CN 103554350B adopts a multi-step method to synthesize the organic silicon resin; preparing organic silicon modified acrylic resin; except that the corresponding silicone monomers and acrylic polymers are replaced as ingredients of the silicone monomers and acrylic polymers of the invention;
table 1: formula of self-drying type organic silicon modified acrylic resin varnish
| Raw material | Example 1 | Example 2 | Example 3 | Comparative example 1 |
| One-pot method for preparing organic silicon modified acrylic resin | 85 | - | - | - |
| One-pot method for preparing organic silicon modified acrylic resin | - | 85 | - | - |
| One-pot method for preparing organic silicon modified acrylic resin | - | - | 85 | - |
| Multi-step method for preparing organic silicon modified acrylic resin | - | - | - | 85 |
| Leveling agent | 1.4 | 1.4 | 1.4 | 1.4 |
| Defoaming agent | 1.4 | 1.4 | 1.4 | 1.4 |
| Diluent | 12.2 | 12.2 | 12.2 | 12.2 |
TABLE 2 self-drying Silicone-modified acrylic resin film Properties
| Detecting items | Example 1 | Example 2 | Example 3 | Comparative example 1 |
| Curing time at 25 ℃ | 4h | 4h | 3h | 4h |
| Adhesion (lattice drawing method) | Level 0 | Level 0 | Level 0 | Level 0 |
| Hardness of pencil | H | H | H | H |
| UV3000H | Not powdering | Not powdering | Not powdering | Not powdering |
The invention is suitable for, but not limited to, the examples set out in this specification.
The data analysis of the table shows that compared with the organosilicon modified acrylic resin prepared by a multi-step method, the self-drying organosilicon modified acrylic resin prepared by a one-pot method has the advantages of small difference in curing time, adhesive force and mechanical property, good adhesive force with a base material, room-temperature curing without adding a curing agent, excellent mechanical property of the acrylic resin after being made into a paint film, low surface energy, weather resistance, high temperature resistance and chemical reagent resistance of the organosilicon resin, and suitability for being used as a high-temperature resistant coating;
it is worth noting that: the invention does not need to carry out high-temperature preparation to prepare the prepolymer and then further react the prepared prepolymer with organosiloxane to obtain the organic silicon acrylic resin as in the prior art.
In summary, the following steps:
compared with the prior art, the method for preparing the organic silicon modified acrylic resin by the one-pot method has the advantages of simpler preparation process, milder reaction temperature and no separation of an intermediate.
Organic silicon resin without vinyl groups is blocked into acrylic resin through a balancing reaction, so that the performance of the acrylic resin is greatly improved, meanwhile, the organic silicon resin without the vinyl groups is grafted to acrylic resin side chains through the balancing reaction, the prepared organic silicon modified acrylic resin is good in compatibility with various resins, good in adhesion with base materials, capable of being cured at room temperature without adding a curing agent, and has excellent mechanical properties of the acrylic resin after being made into a paint film, low surface energy, weather resistance, high temperature resistance and chemical reagent resistance of the organic silicon resin, and the organic silicon modified acrylic resin is suitable for being used as a high temperature resistant coating.
Claims (4)
1. The synthesis method of the self-drying type organic silicon modified acrylic resin is characterized in that phenyl trimethoxy silane, methyl trimethoxy silane, a catalyst, water, vinyl trimethoxy silane, tetramethyl divinyl disiloxane, gamma-methacryloxypropyl trimethoxy silane, vinyl versatate, vinyl neodecanoate and an initiator are uniformly mixed in a single-opening flask to obtain a mixture I for later use, a reaction solvent and the initiator are placed in a five-opening flask provided with a stirrer and a condenser pipe, the five-opening flask is heated to 120 ℃, the mixture I is dropwise added for 3-4 hours, the reaction temperature is ensured to be at 110-130 ℃, and the reaction is continued for 5 hours at 120 ℃ after the dropwise addition is completed, so that the organic silicon modified acrylic resin is obtained.
2. The method for synthesizing self-drying organosilicon modified acrylic resin as claimed in claim 1, wherein the catalyst is dibutyltin dilaurate.
3. The method for synthesizing self-drying organosilicon modified acrylic resin as claimed in claim 1, wherein the reaction solvent is butyl acetate.
4. The method for synthesizing self-drying organosilicon modified acrylic resin as claimed in any one of claims 1-3, wherein 18-20 parts of phenyltrimethoxysilane, 8-10 parts of methyltrimethoxysilane, 1 part of catalyst, 4-5 parts of water, 5 parts of vinyltrimethoxysilane, 5-8 parts of tetramethyldivinyldisiloxane, 5-10 parts of gamma-methacryloxypropyltrimethoxysilane, 20-24 parts of vinyl versatate, 15-18 parts of vinyl neodecanoate and 5 parts of initiator are mixed uniformly in a single-neck flask for use, 6 parts of butyl acetate and 1 part of initiator are placed in a five-neck flask provided with a stirrer and a condenser tube, the mixture is heated to 120 ℃, the mixture I is added dropwise for 3-4 hours, the reaction temperature is 110-130 ℃, and after the dropwise addition is finished, continuously reacting for 5 hours at 120 ℃ to obtain the organic silicon modified propylene resin.
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Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1221756A (en) * | 1997-12-31 | 1999-07-07 | 中国石化齐鲁石油化工公司 | Method for preparing organic silicon modified acrylic resin |
| CN101735379A (en) * | 2009-12-04 | 2010-06-16 | 广州千江油漆化学有限公司 | Self-drying low aliphatic chain oxosilane modified water-borne acrylic resin and preparation method thereof |
| CN103030735A (en) * | 2012-12-27 | 2013-04-10 | 肇庆千江高新材料科技有限公司 | Single-component quick air-drying water based paint resin and preparation method |
| CN110885397A (en) * | 2019-12-04 | 2020-03-17 | 东胜化学(上海)有限公司 | Organic silicon modified acrylic resin and preparation method thereof |
| CN112029030A (en) * | 2020-09-09 | 2020-12-04 | 江苏三木化工股份有限公司 | Water-based acrylic resin for organic silicon modified glass paint and preparation method and application thereof |
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Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1221756A (en) * | 1997-12-31 | 1999-07-07 | 中国石化齐鲁石油化工公司 | Method for preparing organic silicon modified acrylic resin |
| CN101735379A (en) * | 2009-12-04 | 2010-06-16 | 广州千江油漆化学有限公司 | Self-drying low aliphatic chain oxosilane modified water-borne acrylic resin and preparation method thereof |
| CN103030735A (en) * | 2012-12-27 | 2013-04-10 | 肇庆千江高新材料科技有限公司 | Single-component quick air-drying water based paint resin and preparation method |
| CN110885397A (en) * | 2019-12-04 | 2020-03-17 | 东胜化学(上海)有限公司 | Organic silicon modified acrylic resin and preparation method thereof |
| CN112029030A (en) * | 2020-09-09 | 2020-12-04 | 江苏三木化工股份有限公司 | Water-based acrylic resin for organic silicon modified glass paint and preparation method and application thereof |
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