CN113046012A - Modified silane-terminated polyether sealant and preparation method thereof - Google Patents
Modified silane-terminated polyether sealant and preparation method thereof Download PDFInfo
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- CN113046012A CN113046012A CN202110156574.8A CN202110156574A CN113046012A CN 113046012 A CN113046012 A CN 113046012A CN 202110156574 A CN202110156574 A CN 202110156574A CN 113046012 A CN113046012 A CN 113046012A
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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
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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
- 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
Abstract
The modified silane-terminated polyether sealant is prepared by dry-modifying calcium carbonate by using an epoxy silane coupling agent and then performing secondary modification by using polyether amine. The modified calcium carbonate prepared by the invention is organic modified calcium carbonate with a polymer coated on the surface, and the modified calcium carbonate is applied to a silane-terminated polyether sealant system, so that the cured sealant has good strength and toughness. The invention unexpectedly discovers that the modified calcium carbonate and the fumed silica have the function of synergistically improving the thixotropy of a system in a silane-terminated polyether sealant system. The silane-terminated polyether sealant prepared by the invention has the advantages of good bonding strength, deep curing speed, quick surface drying, realization of quick bonding and positioning and convenient use. The silane-terminated polyether sealant prepared by the invention does not contain volatile solvent, can be catalyzed by an organic bismuth catalyst, is an environment-friendly product, and can be widely applied to electronic products.
Description
Technical Field
The invention belongs to the technical field of sealants, and particularly relates to a modified silane-terminated polyether sealant and a preparation method thereof.
Background
The sealant is a sealing material which is used for embedding and filling joints and bonding interfaces in an indefinite form on site and bearing displacement deformation of the joints, and has the functions of preventing internal components from leaking, preventing external dust and the like from entering, reducing vibration, insulating sound, insulating heat and the like.
The silane-terminated polyether sealant is also called as organosilicon modified polyether sealant, is called as MS sealant for short, is originally developed and industrially produced by the Japan middle Yuan chemical industry company, and is widely accepted by the market due to excellent adhesiveness, heat resistance, cold resistance, weather resistance, paintability, process operability and the like, so that the yield of the silane-terminated polyether sealant is continuously increased. The reported related technology, for example, patent CN201110102288.X discloses an environment-friendly silyl-terminated polyether sealant and a preparation method thereof, wherein the sealant comprises 50 parts of silyl-terminated polyether, 3-30 parts of active diluent, 10-70 parts of filler, 5-30 parts of reinforcing agent, 0.1-5 parts of moisture scavenger, 0.1-5 parts of adhesion promoter and 0.1-2 parts of curing promoter. Patent CN201410010758.3 discloses a silane modified polyether fast curing sealant, which is composed of the following raw materials in parts by weight: 100 portions of silane terminated polyether, 50 to 80 portions of plasticizer, 150 portions of filler, 5 to 15 portions of cross-linking agent, 1 to 5 portions of adhesive, 0.01 to 1 portion of catalyst, 0.1 to 5 portions of moisture scavenger, 0.1 to 5 portions of ultraviolet absorbent, 0.1 to 2 portions of adhesion promoter and 0.1 to 1 portion of pigment. The above-disclosed techniques all use a large amount of filler for reinforcement purposes, but the toughness of the cured sealant is poor, especially the base material used in the above-mentioned first patent is a low molecular weight silane-terminated polyether, and although the viscosity of the system is reduced, the elongation at break of the cured elastomer is greatly reduced. Therefore, there is a great need for improvements to existing silane-terminated polyether sealant systems to optimize and balance strength and toughness.
Disclosure of Invention
The invention aims to solve the technical problems and provides a modified silane-terminated polyether sealant, wherein a filler adopts modified calcium carbonate, the modified calcium carbonate is firstly modified by an epoxy silane coupling agent in a dry method and then is secondarily modified by the reaction between epoxy groups and amino groups on polyether amine, and finally the organic modified calcium carbonate with a surface coated with a polymer is obtained.
In order to realize the purpose, the invention adopts the following specific technical scheme:
the modified silane-terminated polyether sealant is characterized in that the filler used in the sealant comprises modified calcium carbonate, wherein the modified calcium carbonate is prepared by firstly carrying out dry modification on calcium carbonate by using an epoxy silane coupling agent and then carrying out secondary modification by using polyether amine.
The amount of the epoxy silane coupling agent used in the dry modification of calcium carbonate by the epoxy silane coupling agent is not particularly limited, and is conventionally specified in the art, and is generally 0.5 to 1.5 wt% of the mass of calcium carbonate.
The molar ratio of epoxy silane coupling agent to polyether amine in the preparation process of the modified calcium carbonate is 1.2-2: 1.
The functionality of the polyetheramine is 2-3, and the number average molecular weight of the polyetheramine is 300-2000.
The epoxy silane coupling agent is selected from at least one of 3- (2, 3-glycidoxypropyl) trimethoxysilane, 3- (2, 3-glycidoxypropyl) triethoxysilane, 3- (2, 3-glycidoxypropyl) methyldimethoxysilane, 3- (2, 3-glycidoxypropyl) methyldiethoxysilane, 2- (3, 4-epoxycyclohexane) ethyltrimethoxysilane and 2- (3, 4-epoxycyclohexane) ethyltriethoxysilane.
The calcium carbonate is not particularly limited, and is commonly used in the art, and includes, but is not limited to, at least one of heavy calcium carbonate, light calcium carbonate, and nano calcium carbonate, and the particle size of the calcium carbonate is 0.05-5 μm, preferably 1-3 μm.
Specifically, the preparation method of the modified calcium carbonate comprises the following steps:
s1, adding dried calcium carbonate into a ball mill, stirring and preheating, adding a modified solution prepared from an epoxy silane coupling agent, ethanol and water, stirring uniformly, and drying for later use;
s2, uniformly mixing the spare calcium carbonate obtained in the step S1, polyether amine and triethanolamine, centrifugally removing bubbles in a mixture system, placing in a drying oven, and reacting to obtain the modified calcium carbonate.
And step S1, the stirring preheating temperature is 50-80 ℃, and the weight ratio of the epoxy silane coupling agent, the ethanol and the water in the modified solution is 1:8-12: 0.8-1.
Step S2, the reaction condition is 70-80 ℃/1-3h + 110-.
Further, the modified silane-terminated polyether sealant provided by the invention comprises the following raw materials of silane-terminated polyether, filler, an adhesion promoter, a plasticizer, a water removing agent and a catalyst, wherein the filler comprises the modified calcium carbonate and fumed silica.
Furthermore, the sealant comprises the following raw materials in parts by weight: 70-100 parts of silane-terminated polyether, 30-70 parts of filler, 1-3 parts of adhesion promoter, 10-30 parts of plasticizer, 0.5-2 parts of water removing agent and 0.1-3 parts of catalyst, wherein the filler comprises the modified calcium carbonate and fumed silica.
The terminal silane polyether is selected from the group consisting of S203H, S303H, SAT400, MAX951, MAX440, MAX602 of KANEKA, Inc., Wacker Chemicals
At least one of (1).
The BET specific surface area of the fumed silica is 180-220m2Specifically, the molar ratio is at least one selected from the group consisting of Wake H18, Wake H2000, Degussa AEROSIL R202 and Degussa R8200.
The adhesion promoter is amino silane coupling agent, and is at least one selected from gamma-aminopropyl trimethoxy silane, N-beta (aminoethyl) -gamma-aminopropyl trimethoxy silane, gamma- (2, 3-epoxypropoxy) propyl trimethoxy silane and bis (trimethoxysilylpropyl) amine.
The water removing agent is a vinyl silane coupling agent which is easy to carry out hydrolysis reaction and is selected from at least one of vinyl trimethoxy silane and vinyl triethoxy silane.
The catalyst is an organic bismuth catalyst and comprises at least one of bismuth isooctanoate, bismuth laurate and bismuth neodecanoate.
The plasticizer is not particularly limited and is commonly used in the art, and includes, but is not limited to, benzoate esters, and specifically may be selected from at least one of di (2-ethylhexyl) phthalate, dioctyl phthalate, di-n-octyl phthalate, butyl benzyl phthalate, dimethyl phthalate, and diethyl phthalate.
The invention also provides a preparation method of the sealant, which comprises the following steps:
t1, under the vacuum condition, adding the silane modified polyether polymer, the plasticizer and the filler into a stirring reaction kettle, and mixing and dispersing until the mixture is uniform;
t2, adding a water removing agent into the system in the step T1, heating, and keeping constant temperature for water removal;
and T3, cooling the system obtained in the step T2, adding the adhesion promoter and the catalyst into a stirring kettle, and uniformly stirring to obtain the silane modified polyether sealant.
In the step T1, the vacuum degree is-0.95 to-1 Mpa.
The temperature rise temperature in the step T2 is 50-80 ℃, and the constant temperature dewatering time is kept for 0.5-3 h;
and step T3, cooling to 25-30 ℃.
Compared with the prior art, the invention has the beneficial effects that:
the modified calcium carbonate prepared by the invention is subjected to dry modification by an epoxy silane coupling agent, and then is subjected to secondary modification by reaction between epoxy groups and amino groups on polyether amine, so that the organic modified calcium carbonate with a polymer coated surface is finally obtained.
The invention unexpectedly discovers that the modified calcium carbonate and the thixotropic agent fumed silica have the function of synergistically improving the thixotropy of a system in a silane-terminated polyether sealant system.
The silane-terminated polyether sealant prepared by the invention has the advantages of good bonding strength, deep curing speed, quick surface drying, realization of quick bonding and positioning and convenient use.
The silane-terminated polyether sealant prepared by the invention does not contain volatile solvent, can be catalyzed by an organic bismuth catalyst, is an environment-friendly product, and can be widely applied to electronic products.
Detailed Description
The present invention will be further described with reference to the following examples, but the present invention is not limited to the descriptions in the following. Unless otherwise specified, "parts" in the examples of the present invention are parts by weight. All reagents used are commercially available in the art.
Preparation of modified calcium carbonate:
preparation example 1
S1, adding 100 parts of dried light calcium carbonate with the average particle size of 1.8 mu m into a ball mill, stirring and preheating to 60 ℃, adding a modified solution prepared from 1.5 parts of 3- (2, 3-glycidoxypropyl) trimethoxysilane, 15 parts of ethanol and 1.5 parts of water, uniformly stirring, and drying for later use;
s2, uniformly mixing the calcium carbonate obtained in the step S1, 1.86 parts of polyether amine T403 (namely the molar ratio of 3- (2, 3-glycidoxypropyl) trimethoxy silane to the polyether amine T403 is 1.5:1) from Pasteur Germany and 0.3 part of triethanolamine according to a ratio, centrifugally removing bubbles in a mixture system, placing the mixture in a drying oven, and reacting at the conditions of 80 ℃/2h +125 ℃/2h to obtain the modified calcium carbonate.
Preparation example 2
The procedure of preparation example 1 was repeated, except that the polyether amine T403 was used in an amount of 2.33 parts, i.e., the molar ratio of the epoxy silane coupling agent to the polyether amine T403 was 1.2: 1.
Preparation example 3
The procedure of preparation example 1 was repeated, except that the polyether amine T403 was used in an amount of 1.4 parts, i.e., the molar ratio of the epoxy silane coupling agent to the polyether amine T403 was 2: 1.
Preparation example 4
The procedure of preparation example 1 was repeated, except that the polyether amine T403 was used in an amount of 2.79 parts, i.e., the molar ratio of the epoxy silane coupling agent to the polyether amine T403 was 1: 1.
Preparation example 5
The procedure of preparation example 1 was repeated, except that the polyether amine T403 was used in an amount of 1.12 parts, i.e., the molar ratio of the epoxy silane coupling agent to the polyether amine T403 was 2.5: 1.
Preparation example 6
The procedure is as in preparation example 1, except that in step S1, 0.5 part of 3- (2, 3-glycidoxypropyl) trimethoxysilane is used, and in step S2, 1.86 parts of the polyetheramine T403 are replaced by 0.62 parts of Pasteur Germany D2000, the molar ratio of 3- (2, 3-glycidoxypropyl) trimethoxysilane to polyetheramine D2000 being 1.5: 1.
Comparative preparation example 1
The same as in preparation example 1 was repeated except that only the modification of the epoxysilane coupling agent was carried out, that is: adding 100 parts of dried light calcium carbonate with the average particle size of 1.8 mu m into a ball mill, stirring and preheating to the temperature of 60 ℃, adding a modified solution prepared from 1.5 parts of 3- (2, 3-glycidoxypropyl) trimethoxy silane, 15 parts of ethanol and 1.5 parts of water, uniformly stirring, and drying for later use.
Preparation of silane-terminated polyether sealant
Example 1
T1, under the condition of vacuum degree of-0.95 Mpa, firstly 100 portions of Wake chemical
Adding 30 parts of di (2-ethylhexyl) phthalate, 60 parts of the modified calcium carbonate prepared in preparation example 1 and 10 parts of Wake H2000 into a stirring reaction kettle, and mixing and dispersing until the mixture is uniform;
t2, adding 2 parts of vinyl trimethoxy silane into the system in the step T1, heating to 80 ℃, and keeping constant temperature to remove water for 1.5 h;
and T3, reducing the temperature of the system in the step T2 to 25 ℃, adding 3 parts of gamma-aminopropyl trimethoxy silane and 3 parts of organic bismuth catalyst NTBI 1106 (20% Bi) of Xindian chemical material (Shanghai) Limited company into a stirring kettle, and uniformly stirring to obtain the silane modified polyether sealant.
Example 2
The procedure was repeated as in example 1 except that the modified calcium carbonate was used in an amount of 52.5 parts and the thixotropic agent Wake H2000 was used in an amount of 17.5 parts.
Example 3
The procedure of example 1 was repeated, except that 63.6 parts of modified calcium carbonate and 6.4 parts of Wake H2000, a thixotropic agent, were used.
Example 4
The procedure was repeated as in example 1 except that 35 parts of the modified calcium carbonate and 35 parts of the thixotropic agent Wake H2000 were used.
Example 5
The procedure of example 1 was repeated, except that 25.7 parts of modified calcium carbonate and 4.3 parts of Wake H2000 as a thixotropic agent were used.
Examples 6 to 10
The procedure was as in example 1 except that the modified calcium carbonate was used in accordance with preparation examples 2 to 6, respectively.
Example 11
The process was the same as in example 1 except that no organobismuth catalyst was added in step T3.
Comparative example 1
The same as in example 1 except that the modified calcium carbonate used was prepared in comparative preparation example 1.
The sealant prepared in the above example was subjected to the following performance tests:
(1) surface drying time: measuring according to GB/T13477.5-2002 (temperature 25 +/-1 ℃, humidity 50 +/-3%);
(2) curing depth: measured according to JB/T10900-2008 standard;
(3) the thixotropic value is: two speeds of 2rpm and 20rpm were chosen, the viscosity of the samples at room temperature was tested using a Brookfield Bohler fly DV2T viscometer according to HG/T3660-,
TI is the thixotropic value.
(4) Shear strength: measuring according to GB/T7124-86;
(5) tensile elongation at break: the tensile property is determined according to the standard GB/T528-2009 tensile stress strain property of vulcanized rubber or thermoplastic rubber; the rubber strip sample with good fixed line is cut into dumbbell type test samples according to the type I standard in the standard, the tensile breaking elongation of the test samples is tested, the tensile speed is 500mm/min, and the test temperature is 25 ℃.
TABLE 1
The modified calcium carbonate prepared by the invention is applied to a silane-terminated polyether sealant system, so that the strength and toughness of the cured sealant can be improved in a balanced manner, and the phenomenon of the trade-off can not occur.
The invention unexpectedly discovers that the modified calcium carbonate and the thixotropic agent fumed silica have the function of synergistically improving the thixotropy of a system in a silane-terminated polyether sealant system, and the thixotropy value of a preferred embodiment is below 2 and can be as low as 1.63.
The tensile shear strength, curing depth and surface drying time test results in the upper table show that the silane-terminated polyether sealant prepared by the invention has good bonding strength, deep curing speed and quick surface drying, can realize quick bonding and positioning and is convenient to use.
The silane-terminated polyether sealant prepared by the invention does not contain volatile solvent, is catalyzed by an organic bismuth catalyst, avoids the limitation of the application field caused by the fact that organic tin is mostly used as the catalyst in the prior art, is a green and environment-friendly product, and can be widely applied to electronic products.
The above detailed description is specific to one possible embodiment of the present invention, and the embodiment is not intended to limit the scope of the present invention, and all equivalent implementations or modifications without departing from the scope of the present invention should be included in the technical scope of the present invention.
Claims (10)
1. The modified silane-terminated polyether sealant is characterized in that the filler used in the sealant comprises modified calcium carbonate, wherein the modified calcium carbonate is prepared by dry modification of calcium carbonate by using an epoxy silane coupling agent and then secondary modification by using polyether amine.
2. The sealant of claim 1 wherein said epoxy silane coupling agent is 0.5 to 1.5 weight percent of the mass of calcium carbonate; the molar ratio of epoxy silane coupling agent to polyether amine in the preparation process of the modified calcium carbonate is 1.2-2: 1.
3. The sealant of claim 1 wherein the polyetheramine has a functionality of 2 to 3 and a number average molecular weight of 300-2000.
4. The sealant of claim 1 wherein the epoxysilane coupling agent is selected from at least one of 3- (2, 3 glycidoxypropyl) trimethoxysilane, 3- (2, 3 glycidoxypropyl) triethoxysilane, 3- (2, 3 glycidoxypropyl) methyldimethoxysilane, 3- (2, 3 glycidoxypropyl) methyldiethoxysilane, 2- (3, 4 epoxycyclohexane) ethyltrimethoxysilane, 2- (3, 4 epoxycyclohexane) ethyltriethoxysilane.
5. The sealant of claim 1 wherein said modified calcium carbonate is prepared by a process comprising the steps of:
s1, adding dried calcium carbonate into a ball mill, stirring and preheating, adding a modified solution prepared from an epoxy silane coupling agent, ethanol and water, stirring uniformly, and drying for later use;
s2, uniformly mixing the spare calcium carbonate obtained in the step S1, polyether amine and triethanolamine, centrifugally removing bubbles in a mixture system, placing in a drying oven, and reacting to obtain the modified calcium carbonate.
6. The sealant according to any one of claims 1 to 5 comprising the raw materials of silane terminated polyether, filler, adhesion promoter, plasticizer, water scavenger, catalyst, said filler comprising said modified calcium carbonate, fumed silica;
the sealant comprises the following raw materials in parts by weight: 70-100 parts of silane-terminated polyether, 30-70 parts of filler, 1-3 parts of adhesion promoter, 10-30 parts of plasticizer, 0.5-2 parts of water removing agent and 0.1-3 parts of catalyst, wherein the filler comprises modified calcium carbonate and fumed silica, and the weight ratio of the modified calcium carbonate to the fumed silica is 3-6: 1.
7. The sealant of claim 6 wherein said terminal silane polyether is selected from the group consisting of S203H, S303H, SAT400, MAX951, MAX440, MAX602 of KANEKA, Inc., Wacker Chemicals
STP-E10、
STP-E30、
STP-E15、
STP-E35、
At least one of XB-502.
8. The sealant of claim 6 wherein said fumed silica has a BET specific surface area of180-220m2/g。
9. The sealant of claim 6 wherein said catalyst is an organobismuth catalyst comprising at least one of bismuth isooctanoate, bismuth laurate and bismuth neodecanoate.
10. A process for preparing the sealant of any of claims 1-9 comprising the steps of:
t1, under the vacuum condition, adding the silane terminated polyether, the plasticizer and the filler into a stirring reaction kettle, and mixing and dispersing until the mixture is uniform;
t2, adding a water removing agent into the system in the step T1, heating, and keeping constant temperature for water removal;
and T3, cooling the system obtained in the step T2, adding the adhesion promoter and the catalyst into a stirring kettle, and uniformly stirring to obtain the modified silane-terminated polyether sealant.
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2021
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