CN111057214A - High-hardness low-viscosity silane-terminated resin polymer, adhesive and preparation method thereof - Google Patents
High-hardness low-viscosity silane-terminated resin polymer, adhesive and preparation method thereof Download PDFInfo
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- CN111057214A CN111057214A CN201911266773.3A CN201911266773A CN111057214A CN 111057214 A CN111057214 A CN 111057214A CN 201911266773 A CN201911266773 A CN 201911266773A CN 111057214 A CN111057214 A CN 111057214A
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- silane
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
- C08G18/778—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur silicon
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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
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
- C09J175/08—Polyurethanes from polyethers
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention discloses a silane terminated resin polymer with high hardness and low viscosity, which is characterized by being prepared by the following steps: under the protection of nitrogen, reacting hydroxyl polymer with isocyanate silane, wherein the reaction conditions are as follows: OH: and NCO is 2: 1-1: 1.5, the reaction temperature is 80-120 ℃, the reaction time is 120-300 minutes, and the silane-terminated resin polymer which does not contain urea bonds and is terminated by NCO groups is generated. The invention also discloses an adhesive containing the silane-terminated resin polymer and a preparation method of the adhesive. The adhesive provided by the invention can be comparable to the hardness and strength of an epoxy crack sealing agent, and has the environmental protection property and excellent construction performance of a silane modified product.
Description
Technical Field
The invention belongs to the field of adhesive preparation, and particularly relates to a high-hardness low-viscosity silane-terminated resin polymer, an adhesive and a preparation method thereof.
Background
In the process of building decoration, gaps are left at joints of tiles such as living rooms, kitchens, toilets, walls and the like, and some gap filling materials are required to be used for decoration treatment, such as cement, lime, putty powder, epoxy seam beautifying agents and the like, so that the effects of coordination, attractiveness, durability and the like are achieved. The materials are only general filling functions except for the epoxy seam beautifying agent, and the durability and the functionality of the materials are poor.
The epoxy crack sealer is an ideal filling material at the present stage, and has high hardness and good wear resistance. However, the epoxy seam beautifying agent is packaged by two components and two pipes in the market, a heavy two-component glue gun is needed, the resistance of a front mixing pipe is large during gluing, construction is inconvenient, and a product usually contains nonyl phenol and is high in toxicity. The silane-terminated modified adhesive is generally used for providing novel elastic bonding in the industries of rail transit, elevators and the like, is better than polyurethane in various aspects such as weather resistance, environmental protection, bonding universality and the like, and is better than an epoxy product in the aspects of shock absorption and noise reduction.
Therefore, a single-component product which is comparable to the hardness and the strength of the epoxy crack sealing agent and has the environmental protection property and the excellent construction performance of a silane modified product is lacked in the field of building decoration.
Disclosure of Invention
In order to overcome the above-mentioned drawbacks of the prior art, it is an object of the present invention to provide a silane-terminated resin polymer having high hardness and low viscosity.
The second purpose of the invention is to provide an adhesive containing the silane-terminated resin polymer.
The invention also aims to provide a preparation method of the adhesive.
In order to realize one of the purposes of the invention, the adopted technical scheme is as follows:
a silane terminated resin polymer with high hardness and low viscosity is prepared by the following steps:
under the protection of nitrogen, reacting hydroxyl polymer with isocyanate silane, wherein the reaction conditions are as follows: OH: NCO is 2: 1-1.5: 1, the reaction temperature is 80-120 ℃, the reaction time is 120-300 minutes, and the silane-terminated resin polymer which does not contain urea bonds and is terminated by NCO groups is generated.
In a preferred embodiment of the present invention, the hydroxyl polymer comprises any one or more of polyether polyol and polyester polyol, the hydroxyl polymer has a number average molecular weight of 400-5000 and a functionality of 2-5.
In a preferred embodiment of the present invention, the isocyanate silane comprises any one or more of isocyanate propyltrimethoxysilane or isocyanate propyltriethoxysilane.
In order to realize the second purpose of the invention, the adopted technical scheme is as follows:
the adhesive containing the silane-terminated resin polymer comprises the following components in parts by weight:
in a preferred embodiment of the present invention, the reinforcing filler is any one or more of light calcium carbonate, nano calcium carbonate, heavy calcium carbonate, fine silica powder, kaolin or fumed silica.
In a preferred embodiment of the present invention, the plasticizer is any one or more of phenyl alkylsulfonate, dioctyl phthalate, diisononyl phthalate, diisodecyl phthalate, diisoundecyl phthalate or polyether polyol.
In a preferred embodiment of the present invention, the ultraviolet absorber is a benzotriazole.
In a preferred embodiment of the present invention, the light stabilizer is a hindered amine light stabilizer.
In a preferred embodiment of the present invention, the antioxidant is a hindered phenolic antioxidant.
In a preferred embodiment of the invention, the mildew inhibitor is any one or more of a nitrogen-containing heterocyclic compound or an organic zinc ion complex.
In a preferred embodiment of the present invention, the titanium dioxide is any one or more of rutile type titanium dioxide or anatase type titanium dioxide.
In a preferred embodiment of the present invention, the multicolor toner is any one or more of mica powder or pearl powder.
In a preferred embodiment of the present invention, the dehydrating agent is any one or more of vinyltrimethoxysilane or monofunctional isocyanate Additive TI.
In a preferred embodiment of the invention, the adhesion promoter is any one or more of N- (β -aminoethyl) - γ -aminopropyltrimethoxysilane, γ -aminopropyltriethoxysilane, γ -aminopropyltrimethoxysilane or bis- (γ -trimethoxysilylpropyl) amine.
In a preferred embodiment of the present invention, the catalyst is any one or more of dibutyltin dilaurate or highly active chelated organotin.
In a preferred embodiment of the invention, the reinforcing filler is any one or more of calcium carbonate or fumed silica dehydrated at 120 ℃ for 4 hours.
In order to realize the third purpose of the invention, the adopted technical scheme is as follows:
the preparation method of the adhesive comprises the following steps:
the preparation method of the base material comprises the following steps: sequentially adding the silane modified resin, the plasticizer, the ultraviolet absorbent, the light stabilizer, the antioxidant, the mildew preventive, the reinforcing filler, the titanium pigment, the toner and half of the dehydrating agent into a stirrer, stirring into a paste mixture without powder, and continuously introducing cooling water under the condition that the vacuum is less than-0.095 MPa to keep the temperature less than 50 ℃ for high-speed dispersion shearing (the shearing time is about 1 hour) to obtain a base material;
a dehydration step: adding the rest dehydrating agent into the base material, and stirring at a low speed until dehydration (the stirring time is about 0.5-1.5 h);
a catalysis step: and sequentially adding the adhesion promoter and the catalyst, and mixing and stirring under vacuum for later use (the stirring time is about 0.5 hour). And packaging according to different color specifications.
The invention has the beneficial effects that:
the adhesive provided by the invention can be comparable to the hardness and strength of an epoxy crack sealing agent, and has the environmental protection property and excellent construction performance of a silane modified product.
Detailed Description
The main principle of the invention is as follows:
the adhesive prepared by the invention achieves double-component epoxy hardness, is bright like porcelain, has good stain resistance, does not go mouldy and blacken in the damp environment such as kitchens and bathrooms, and has lasting dazzling color.
The invention is further illustrated by the following examples, which are to be construed as merely illustrative, and not limitative of the remainder of the disclosure in any way whatsoever.
Example 1
Silane modified resin synthesis A: under the protection of nitrogen, polyether polyol with the number average molecular weight of 1000 and the functionality of 3 is dehydrated for 2 hours at 110 ℃, the temperature is reduced to 80 ℃, and a blocking agent isocyanate propyl trimethoxy silane, OH: and NCO is 1:1, the reaction temperature is 90 ℃, sampling is started after 180 minutes of reaction time, and NCO is detected by adopting di-n-butylamine titration every half hour until no change is caused. The viscosity of resin A at 23 ℃ was 3.595 Pa.s.
Adhesive preparation (transparent formulation): 75 parts of synthesized silane modified resin, 5.5 parts of plasticizer, 0.08 part of ultraviolet absorbent, 0.8 part of light stabilizer, 1.5 parts of antioxidant, 0.01 part of mildew preventive, 12 parts of fumed silica and 1.5 parts of dehydrating agent are put into a planetary power mixer in batches and stirred into a paste mixture without powder. Continuously introducing cooling water under the condition that the vacuum is less than-0.095 MPa, keeping the temperature less than 50 ℃ and carrying out high-speed dispersion shearing for 1 hour to obtain a homogeneous base material. Adding the residual 1.5 parts of dehydrating agent, stirring at low speed for 0.5-1.5h, and performing chemical dehydration. And (3) sequentially adding 2 parts of adhesion promoter and 0.1 part of catalyst, mixing and stirring for 0.5h under vacuum, discharging, and subpackaging into transparent color specifications.
Example 2
Silane modified resin synthesis A: the same as in example 1.
Adhesive preparation (noble silver formulation): 65 parts of synthesized silane modified resin, 5.5 parts of plasticizer, 0.08 part of ultraviolet absorbent, 0.8 part of light stabilizer, 1.5 parts of antioxidant, 0.01 part of mildew preventive, 12 parts of nano calcium carbonate, 10 parts of noble silver powder and 1.5 parts of dehydrating agent are put into a planetary power mixer in batches and stirred into a paste mixture without powder. Continuously introducing cooling water under the condition that the vacuum is less than-0.095 MPa, keeping the temperature less than 50 ℃ and carrying out high-speed dispersion shearing for 1 hour to obtain a homogeneous base material. Adding the residual 1.5 parts of dehydrating agent, stirring at low speed for 0.5-1.5h, and performing chemical dehydration. And sequentially adding 2 parts of adhesion promoter and 0.1 part of catalyst, mixing and stirring for 0.5h under vacuum, and discharging and subpackaging to obtain the noble silver color specification.
Example 3
Synthesis of silane-modified resin B: under the protection of nitrogen, polyether polyol with the number average molecular weight of 5000 and the functionality of 3 is dehydrated for 2 hours at 110 ℃, the temperature is reduced to 80 ℃, and a blocking agent isocyanate propyl trimethoxy silane, OH: and NCO is 1:1.1, the reaction temperature is 90 ℃, sampling is started after 180 minutes of reaction time, and NCO is detected by titration of di-n-butylamine every half hour until no change is caused. The viscosity of resin B at 23 ℃ was 7.580 Pa.s.
Adhesive preparation (white formulation): 75 parts of synthesized silane modified resin, 5.5 parts of plasticizer, 0.08 part of ultraviolet absorbent, 0.8 part of light stabilizer, 1.5 parts of antioxidant, 0.01 part of mildew preventive, 8 parts of fumed silica, 4 parts of titanium dioxide and 1.5 parts of dehydrating agent are put into a planetary power mixer in batches and stirred into a paste mixture without powder. Continuously introducing cooling water under the condition that the vacuum is less than-0.095 MPa, keeping the temperature less than 50 ℃ and carrying out high-speed dispersion shearing for 1 hour to obtain a homogeneous base material. Adding the residual 1.5 parts of dehydrating agent, stirring at low speed for 0.5-1.5h, and performing chemical dehydration. And sequentially adding 2 parts of adhesion promoter and 0.1 part of catalyst, mixing and stirring for 0.5h under vacuum, discharging and subpackaging into white specifications.
Example 4
Synthesis of silane-modified resin B: the same as in example 3.
Adhesive preparation (shiny gold formulation): 65 parts of synthesized silane modified resin, 5.5 parts of plasticizer, 0.08 part of ultraviolet absorbent, 0.8 part of light stabilizer, 1.5 parts of antioxidant, 0.01 part of mildew preventive, 12 parts of nano calcium carbonate, 10 parts of glittering golden powder and 1.5 parts of dehydrating agent are put into a planetary power mixer in batches and stirred into a paste mixture without powder. Continuously introducing cooling water under the condition that the vacuum is less than-0.095 MPa, keeping the temperature less than 50 ℃ and carrying out high-speed dispersion shearing for 1 hour to obtain a homogeneous base material. Adding the residual 1.5 parts of dehydrating agent, stirring at low speed for 0.5-1.5h, and performing chemical dehydration. And (3) sequentially adding 2 parts of adhesion promoter and 0.1 part of catalyst, mixing and stirring for 0.5h under vacuum, discharging, and subpackaging into glittering gold color specifications.
The above examples, formulation pairs are shown in Table 1 below
TABLE 1
The test results are shown in table 2 below:
TABLE 2
As can be seen from the above examples and tables, the use of a multifunctional hydroxyl-containing polyether polyol polymer of different molecular weights, after reaction with an isocyanate silane, results in two resins having viscosities of < 10Pa.s which are substantially lower than conventional silane-modified resins having viscosities of 20-60 Pa.s.
Because of adopting multifunctionality (f is more than 3) and hardness in Shore D level, the adhesive prepared by resin synthesized by polyether with low molecular weight realizes crosslinking with higher density and presents higher hardness and strength.
The patent of 'a nail-free glue and a preparation method thereof' with the publication number of CN 104610900A in the prior art) has lower tensile strength and shear strength which are basically less than 1.5MPa, and the stress nail-free effect is only one fifth of that of the product of the patent. Meanwhile, the product realizes high hardness, can reach the Shore D level, is bright like porcelain, has good pollution resistance and can better prevent caulking and scraping.
Claims (10)
1. A silane terminated resin polymer with high hardness and low viscosity is characterized by being prepared by the following steps:
under the protection of nitrogen, reacting hydroxyl polymer with isocyanate silane, wherein the reaction conditions are as follows: OH: NCO is 2: 1-1.5: 1, the reaction temperature is 80-120 ℃, the reaction time is 120-300 minutes, and the silane-terminated resin polymer which does not contain urea bonds and is terminated by NCO groups is generated.
2. The silane-terminated resin polymer with high hardness and low viscosity as claimed in claim 1, wherein the hydroxyl polymer comprises one or more of polyether polyol and polyester polyol, the hydroxyl polymer has a number average molecular weight of 400-5000 and a functionality of 2-5.
3. The silane-terminated resin polymer with high hardness and low viscosity according to claim 1, wherein the isocyanate silane comprises any one or more of isocyanate propyltrimethoxysilane or isocyanate propyltriethoxysilane.
5. the adhesive comprising the silane-terminated resinous polymer of claim 4, wherein the reinforcing filler is any one or more of precipitated calcium carbonate, nano calcium carbonate, ground calcium carbonate, silica fume, kaolin, or fumed silica.
6. An adhesive comprising the silane-terminated resinous polymer of claim 4, wherein the plasticizer is any one or more of phenyl alkyl sulfonate, dioctyl phthalate, diisononyl phthalate, diisodecyl phthalate, diisoundecyl phthalate, or polyether polyol.
7. The adhesive of claim 4, wherein the UV absorber is a benzotriazole; the light stabilizer is a hindered amine light stabilizer; the antioxidant is hindered phenol antioxidant; the mildew preventive is any one or more of a nitrogen heterocyclic compound or an organic zinc ion complex.
8. The adhesive containing the silane-terminated resin polymer according to claim 4, wherein the titanium dioxide is any one or more of rutile type titanium dioxide or anatase type titanium dioxide; the colorful toner is any one or more of mica powder or pearl powder.
9. The adhesive comprising the silane-terminated resinous polymer of claim 1, wherein the dehydrating agent is any one or more of vinyltrimethoxysilane or monofunctional isocyanate addiveti, the adhesion promoter is any one or more of N- (β -aminoethyl) - γ -aminopropyltrimethoxysilane, γ -aminopropyltriethoxysilane, γ -aminopropyltrimethoxysilane or bis- (γ -trimethoxysilylpropyl) amine, and the catalyst is any one or more of dibutyltin dilaurate or highly reactive chelated organotin.
10. A method of preparing an adhesive as claimed in any one of claims 4 to 9, comprising the steps of:
the preparation method of the base material comprises the following steps: sequentially adding the silane modified resin, the plasticizer, the ultraviolet absorbent, the light stabilizer, the antioxidant, the mildew preventive, the reinforcing filler, the titanium dioxide, the toner and half of the dehydrating agent into a stirrer, stirring into a pasty mixture without powder, and continuously introducing cooling water under the condition that the vacuum is less than-0.095 MPa to keep the temperature less than 50 ℃ for high-speed dispersion and shearing to obtain a base material;
a dehydration step: adding the residual dehydrating agent into the base material, and stirring at a low speed until the dehydrating agent is dehydrated;
a catalysis step: and sequentially adding the adhesion promoter and the catalyst, and mixing and stirring under vacuum for later use.
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Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
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CN113025255A (en) * | 2021-05-25 | 2021-06-25 | 北京拜欧泰克科技有限公司 | Double-component polyaspartic acid ester seam beautifying agent and preparation method thereof |
CN113498371A (en) * | 2020-06-15 | 2021-10-12 | 弗里茨科尔有限两合公司 | Wood composite block, semitransparent wood veneer and production method thereof |
CN116535636A (en) * | 2023-05-17 | 2023-08-04 | 浙江皇马科技股份有限公司 | Silane end-capped resin for low-viscosity sealant and preparation method thereof |
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Cited By (4)
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---|---|---|---|---|
CN113498371A (en) * | 2020-06-15 | 2021-10-12 | 弗里茨科尔有限两合公司 | Wood composite block, semitransparent wood veneer and production method thereof |
CN113025255A (en) * | 2021-05-25 | 2021-06-25 | 北京拜欧泰克科技有限公司 | Double-component polyaspartic acid ester seam beautifying agent and preparation method thereof |
CN116535636A (en) * | 2023-05-17 | 2023-08-04 | 浙江皇马科技股份有限公司 | Silane end-capped resin for low-viscosity sealant and preparation method thereof |
CN116535636B (en) * | 2023-05-17 | 2024-04-16 | 浙江皇马科技股份有限公司 | Silane end-capped resin for low-viscosity sealant and preparation method thereof |
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