CN112029465B - Low-modulus MS sealant for assembly type building outer wall and preparation method thereof - Google Patents
Low-modulus MS sealant for assembly type building outer wall and preparation method thereof Download PDFInfo
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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
- C09J171/00—Adhesives based on polyethers obtained by reactions forming an ether link in the main chain; Adhesives based on derivatives of such polymers
- C09J171/02—Polyalkylene oxides
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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
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/329—Polymers modified by chemical after-treatment with organic compounds
- C08G65/336—Polymers modified by chemical after-treatment with organic compounds containing 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
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/04—Non-macromolecular additives inorganic
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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
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/24—Acids; Salts thereof
- C08K3/26—Carbonates; Bicarbonates
- C08K2003/265—Calcium, strontium or barium carbonate
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K2201/00—Specific properties of additives
- C08K2201/011—Nanostructured additives
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- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Inorganic Chemistry (AREA)
- Sealing Material Composition (AREA)
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Abstract
The invention relates to a low-modulus MS sealant for an assembly type building outer wall, and a preparation method thereof. The adhesive is prepared by mixing 40-60 parts by weight of silane modified polyether, 20-45 parts by weight of inorganic filler, 10-15 parts by weight of thixotropic agent, 10-15 parts by weight of plasticizer and 0.5-1.5 parts by weight of silane coupling agent. The high molecular weight silane terminated polyether is successfully prepared by adopting terminal alkenyl polyether, bifunctional secondary amine compound and terminal hydrogen silane through Michael addition reaction and hydrosilylation reaction. The synthetic route has mild reaction conditions, simple and convenient process and no by-product. Based on the silane terminated polyether, the MS sealant with excellent comprehensive performance can be prepared. The product does not contain a urethane bond in a molecular chain, is crosslinked through a Si-O-Si bond, has excellent weather resistance, and can be applied to the caulking of the outer wall of an assembled building.
Description
Technical Field
The invention relates to a low-modulus MS sealant for an assembly type building outer wall and a preparation method thereof, belonging to the technical field of sealants.
Background
The silane modified polyether sealant (MS sealant) has the advantages of both polyurethane sealant and silicone sealant, has excellent mechanical strength, workability, stain resistance and adhesion, does not contain free isocyanate and organic solvent in raw materials and production links, has excellent environmental protection property, and accords with the development trend of the current novel elastic sealing material.
The Japanese Brillouin chemistry successfully develops the MS sealant in the 70 th of the 20 th century for more than 40 years, the market share of the MS sealant in China is very low, the fundamental reason is that the upstream raw material of the MS sealant is limited by silane-terminated polyether, on one hand, the synthesis technology of the silane-terminated polyether is high in difficulty and is limited by intellectual property protection, and on the other hand, the popularization difficulty is high due to large industrial investment and low market share. The general synthetic route of MS polyether is to make Williams' reaction between high molecular weight polyether and allyl chloride in the presence of alkali catalyst to obtain allyl terminated polyether, then use Pt or chloroplatinic acid as catalyst to react with dimethoxy methyl silane to obtain MS polyether. Japanese Brillouin chemistry, Switzerland Wake and American Dow chemistry are respectively used for respective unique technical routes and commercial products, but no commercial silane-terminated polyether exists in China, national sealant manufacturers usually adopt the three raw materials to produce MS sealant or utilize silanized polyether polyurethane to produce SPU sealant, and the essence of the sealant is still polyurethane.
It can be seen that the key to the MS sealant is the synthetic route for the high molecular weight silane terminated polyethers. Zhengzhou university independently develops a new synthetic route, namely, silane terminated polyether with high molecular weight is successfully prepared by chain extension of terminal alkenyl polyether and secondary amino compound through Michael addition reaction under mild reaction conditions. The polyether can be used for preparing the MS sealant with excellent comprehensive performance.
Disclosure of Invention
In order to solve the problems, the invention provides a low-modulus MS sealant for an assembly type building outer wall and a preparation method thereof.
The invention relates to a low-modulus MS sealant for an assembly type building outer wall, which comprises the following components in parts by weight:
40-60 parts of silane modified polyether;
20-45 parts of an inorganic filler;
4-10 parts of a thixotropic agent;
10-15 parts of plasticizer
0.5-1.5 parts of silane coupling agent.
Preferably, the silane modified polyether is prepared by performing Michael addition reaction on terminal alkenyl telechelic polyether diol and a difunctional secondary amine compound to perform chain extension, and then performing hydrosilylation reaction on the chain extension and terminal hydrogen silane, wherein the number average molecular weight is 5000-50000 g/mol.
Preferably, in the preparation of the silane modified polyether, terminal alkenyl telechelic polyether diol is used as a main chain, the number average molecular weight is 1000-4000 g/mol, and the terminal alkenyl telechelic structural formula is as follows:
Preferably, in the preparation of the silane-modified polyether, the secondary bifunctional amine is one or more of N, N' -dimethyl-1, 3-propanediamine (CAS number: 111-33-1), imidazoline (CAS number: 504-74-5), 1, 3-bis (4-piperidinyl) propane (CAS number: 16898-52-5), piperazine (CAS number: 110-85-0), 2, 6-dimethylpiperazine (CAS number: 108-49-6), 2-methylpiperazine (CAS number: 109-07-9), trans-2, 5-dimethylpiperazine (CAS number: 2815-34-1).
Preferably, in the preparation of the silane modified polyether, the hydrogen-terminated silane is one or a mixture of 1,1,3,3,5, 5-hexamethyltrisiloxane (CAS number: 1189-93-1) and triethoxysilane (CAS number: 998-30-1).
Preferably, the inorganic filler is one or more of heavy calcium carbonate, light calcium carbonate, nano calcium carbonate, carbon black and titanium dioxide, the thixotropic agent is fumed silica, and the plasticizer is one or more of dioctyl phthalate (DOP), dioctyl nonyl phthalate (DINP) and diisodecyl phthalate (DIDP).
Preferably, the silane coupling agent is one or two mixtures of methyl triethoxysilane and methyl triethoxysilane.
The synthesis method of the silane modified polyether comprises the following steps: controlling the molar charge ratio of terminal alkenyl/bifunctional secondary amine compound/terminal hydrogen silane of a reaction system to be 1 (0.5-0.9) to (0.2-1.0), adding terminal alkenyl polyether polyol into a reactor according to a set formula, keeping the temperature at 30-60 ℃, adding the bifunctional secondary amine compound, stirring for 12-36 hours, vacuumizing to-0.1 MPa, introducing nitrogen, adding the terminal hydrogen silane and a catalyst, stirring for 12-48 hours under the protection of the nitrogen, obtaining silane modified polyether, and storing in a sealed manner for later use.
Preferably, in the preparation of the silane modified polyether, the catalyst is one or a mixture of more of platinum (0) -1, 3-divinyl-1, 1,3, 3-tetramethyldisiloxane (Karstedt catalyst, CAS number: 81032-58-8), Karstedt catalyst solution (CAS number: 68478-92-2) and chloroplatinic acid (CAS number: 16941-12-1).
The preparation method of the MS sealant for the low-modulus fabricated building exterior wall comprises the following steps: controlling the temperature in the reactor to be 25-40 ℃, adding the silane modified polyether, the inorganic filler, the thixotropic agent, the plasticizer and the silane coupling agent according to a set formula, stirring and mixing for 0.5-1 hour, metering and discharging, and sealing and packaging to obtain the product.
The MS sealant for the low-modulus fabricated building exterior wall has the beneficial effects that: (1) the high molecular weight silane modified polyether is prepared by adopting multifunctional terminal alkenyl polyoxypropylene ether and difunctional secondary amine compound through Michael addition reaction, the reaction condition is mild, the product does not contain urethane bond, and the weather resistance and the thermal stability are equivalent to those of the traditional silane modified polyether; (2) the silane modified polyether is matched with a crosslinking silane coupling agent, so that the rapid curing under the moisture condition can be realized.
Detailed description of the preferred embodiment
To better illustrate the objects, technical solutions and advantages of the present invention, the present invention will be further described with reference to specific examples.
The following raw materials are used in the experiments in the examples and comparative examples of the present invention, but the present invention is not limited to the following raw materials, and the following raw materials are only specific examples to further specifically illustrate the effects of the MS sealant for the exterior wall of the low modulus fabricated building described in the present application:
terminal alkenyl polyether polyol: functionality 2.0, number average molecular weight 2000g/mol, chain end R2Is CH3Self-made.
Hydrogen-terminated silane: 1,1,3,3,5, 5-hexamethyltrisiloxane, shanghai jen chemical.
Catalyst: karstedt, shanghai mclin.
Inorganic filler: NAK-2108 nano calcium carbonate and NC-60A heavy calcium carbonate are mixed according to the mass ratio of 1:4, and the Xufeng powder is obtained.
Plasticizer: nanjing Rongji chemical DOP.
Silane coupling agent: methyltrimethoxysilane, CG-8030, Nanjing Chen Gong.
The comprehensive performance is tested according to a method specified in GB/T14683-2017 for MS-I-R-20LM, and the technical index refers to the standard specification.
Surface drying time: the test is carried out by referring to the method A specified in GB/T13477.5-2002, and the surface drying time is less than or equal to 24 hours specified in GB/T14683-2017.
Sag: the test is carried out by referring to the method specified in GB/T13477.6-2002, and GB/T14683-2017 specifies that the vertical direction is less than or equal to 3mm and the horizontal direction is not deformed.
Extrudability: the test is carried out by referring to the method specified by B/T13477.3-2017, and GB/T14683-2017 specifies that the extrusion property is more than or equal to 150 mL/min.
Permanent deformation at definite elongation: the test is carried out by referring to the method A specified in GB/T13477.17-2017, the elongation percentage is 100 percent, the stretching speed is 5mm/min, and GB/T14683-2017 specifies the permanent set of elongation is more than 50 percent.
Tensile modulus: the test is carried out by referring to the method A specified in GB/T13477.8-2017, and the tensile modulus at 23 ℃ is less than or equal to 0.4MPa and the tensile modulus at 20 ℃ is less than or equal to 0.6MPa according to GB/T14683-2017.
Setting and stretching cohesiveness: the test was carried out with reference to the method specified in GB/T13477.10-2017, GB/T14683-2017 specifies that the stretch-setting adhesion should be non-destructive.
And (3) the fixed-extension cohesiveness after soaking: the test was carried out with reference to the method specified in GB/T13477.11-2017, GB/T14683-2017 specifies that the stretch-setting adhesion should be non-destructive.
And (3) the fixed-stretching cohesiveness after cold drawing and hot pressing: the test was carried out with reference to the method specified in GB/T13477.13-2017, GB/T14683-2017 specifies that the stretch-setting adhesion should be non-destructive.
Adhesion after ultraviolet irradiation: according to the specification of JC-T485-2007, after the continuous illumination for 300 hours under the condition of no immersion in water, the test is carried out according to the method A specified in GB/T13477.17-2017, the elongation percentage is 60 percent, and the bonding property after the ultraviolet radiation is specified in GB/T14683-2017 to be free from damage.
Mass loss: the test is carried out by referring to a GB/T13477.19-2017 method, and GB/T14683-2017 stipulates that the mass loss is less than or equal to 5 percent.
The examples and comparative examples were prepared as follows:
the invention sets the embodiments 1-8 and the comparative examples 1-3, the experimental steps and the method are the same, a series of MS sealant for the low-modulus fabricated building exterior wall is obtained, and the preparation method is as follows:
step (1): EXAMPLES reaction system alkenyl terminated/difunctional secondary amine compound/hydrogen terminated silane molar charge ratio 1:0.5:1.0 or 1:0.9:0.2, according to the formula, alkenyl terminated polyether polyol is charged into a reactor, the temperature is controlled at 35 ℃, N' -dimethyl-1, 3-propanediamine is charged, after stirring for 24 hours, the vacuum pumping is carried out to-0.1 MPa, nitrogen is introduced, 1,3,3,5, 5-hexamethyltrisiloxane and Karstedt catalyst (0.01 percent of the total mass of the reaction system) are charged, stirring is carried out for 24 hours under the protection of nitrogen, silane modified polyether 1 (theoretical number average molecular weight 7122g/mol) and silane modified polyether 2 (theoretical number average molecular weight 40754g/mol) are obtained, and the silane modified polyether 1 and the silane modified polyether 2 are sealed and stored for standby. Comparative example the molar charge ratio of alkenyl terminated/difunctional secondary amine compound/hydrogen terminated silane in the reaction system was 1:0.2:1.6, and the preparation process was the same as above to obtain silane-modified polyether 3 (theoretical number average molecular weight 3962g/mol)
Step (2): the temperature in the reactor is controlled at 35 ℃, the mixture of NAK-2108 nano calcium carbonate and NC-60A heavy calcium carbonate, plasticizer DOP and methyl trimethoxy silane (CG-8030) are added according to a set formula, the vacuum degree is controlled to be not more than-0.1 MPa, the mixture is stirred and mixed for 1 hour, and the product is obtained by metering, discharging, sealing and packaging.
The formula and the performance of the low-modulus MS sealant for the exterior wall of the fabricated building in the embodiments 1 to 8 and the comparative examples 1 to 3 are shown in Table 1
TABLE 1
The properties of examples 1 to 8 are shown in Table 2
TABLE 2
Comparative examples 1 to 3 Properties are shown in Table 3
TABLE 3
Table 2 examples 1 to 8 all had excellent workability (extrudability, sagging property, open time), mechanical strength and adhesion. Table 3 comparative examples 1 to 3 failed to different degrees in workability, mechanical strength and adhesion. This is because the molecular weight of the silane-modified polyether affects the crosslinking density and the number of moles of the silane coupling agent involved in the adhesion of the substrate. The examples show that the high molecular weight silane modified polyether obtained by chain extension through Michael addition reaction can be used for preparing MS sealant meeting the national standard.
The above description is only an example of the present invention, and is not intended to limit the present invention. The invention is susceptible to various modifications and alternative forms. Any modification, equivalent replacement, or improvement made within the spirit and principle of the present invention should be included in the protection scope of the present invention.
Claims (4)
1. The MS sealant for the low-modulus fabricated building outer wall is characterized by being prepared by mixing 40-60 parts by weight of silane modified polyether, 20-45 parts by weight of inorganic filler, 10-15 parts by weight of thixotropic agent, 10-15 parts by weight of plasticizer and 0.5-1.5 parts by weight of silane coupling agent;
the silane modified polyether is prepared by performing Michael addition reaction on terminal alkenyl telechelic polyether diol and a difunctional secondary amine compound to perform chain extension, and then performing hydrosilylation reaction on the chain extension and terminal hydrogen silane, wherein the number average molecular weight is 5000-50000 g/mol;
in the preparation of the silane modified polyether, terminal alkenyl telechelic polyether diol is used as a main chain, the number average molecular weight is 1000-4000 g/mol, and the terminal alkenyl telechelic structural formula is as follows:
In the preparation of the silane modified polyether, the difunctional secondary amine compound is one or a mixture of more of N, N' -dimethyl-1, 3-propane diamine, imidazoline, 1, 3-bis (4-piperidyl) propane, piperazine, 2, 6-dimethyl piperazine, 2-methyl piperazine and trans-2, 5-dimethyl piperazine;
in the preparation of the silane modified polyether, hydrogen-terminated silane is one or a mixture of 1,1,3,3,5, 5-hexamethyltrisiloxane and triethoxysilane;
the synthesis method of the silane modified polyether comprises the following steps: controlling the molar charge ratio of alkenyl-terminated/bifunctional secondary amine compound/hydrogen-terminated silane of a reaction system to be 1 (0.5-0.9) to (0.2-1.0), adding alkenyl-terminated polyether polyol into a reactor according to a set formula, keeping the temperature between 30 and 60 ℃, adding the bifunctional secondary amine compound, stirring for 12-36 hours, vacuumizing to-0.1 MPa, introducing nitrogen, adding the hydrogen-terminated silane and a catalyst, stirring for 12-48 hours under the protection of the nitrogen, obtaining silane modified polyether, and sealing and storing for later use;
in the preparation of the silane modified polyether, the catalyst is one or a mixture of more of platinum (0) -1, 3-divinyl-1, 1,3, 3-tetramethyldisiloxane, Karstedt catalyst solution and chloroplatinic acid.
2. The MS sealant for the outer wall of the low-modulus fabricated building as claimed in claim 1, wherein the inorganic filler is one or more of ground calcium carbonate, light calcium carbonate, nano calcium carbonate, carbon black and titanium dioxide, the thixotropic agent is fumed silica, and the plasticizer is one or more of dioctyl phthalate, and diisodecyl phthalate.
3. The MS sealant for the outer wall of the low-modulus fabricated building as claimed in claim 1, wherein the silane coupling agent is one or a mixture of two of methyl triethoxysilane and methyl triethoxysilane.
4. The MS sealant for the outer wall of the low-modulus fabricated building as claimed in any one of claims 1 to 3, wherein the preparation method of the MS sealant for the outer wall of the low-modulus fabricated building is as follows: controlling the temperature in the reactor to be 25-40 ℃, adding the silane modified polyether, the inorganic filler, the thixotropic agent, the plasticizer and the silane coupling agent according to a set formula, stirring and mixing for 0.5-1 hour, metering and discharging, and sealing and packaging to obtain the product.
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| CN112795001A (en) * | 2020-12-30 | 2021-05-14 | 武汉奥克特种化学有限公司 | Low-modulus silane modified polyether and preparation method and application thereof |
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| US3971751A (en) * | 1975-06-09 | 1976-07-27 | Kanegafuchi Kagaku Kogyo Kabushiki Kaisha | Vulcanizable silylether terminated polymer |
| JP3507660B2 (en) * | 1997-06-24 | 2004-03-15 | 積水化学工業株式会社 | Room temperature curable composition |
| ITMI20061766A1 (en) * | 2006-09-15 | 2008-03-16 | N P T S R L | SILANO-TERMINATED PREPOLYMERS AND RELATIVE FORMULATIONS ADHESIVES-SEALANTS |
| DE102009046190A1 (en) * | 2009-10-30 | 2011-05-05 | Henkel Ag & Co. Kgaa | Laminating adhesive with silane crosslinking |
| CN104087228A (en) * | 2014-06-18 | 2014-10-08 | 广州新展化工新材料有限公司 | Low-modulus silicyl-terminated modified polyether sealant and preparation method thereof |
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