CN110734713B - Adhesion promoter for adhesive, synthesis method and application - Google Patents
Adhesion promoter for adhesive, synthesis method and application Download PDFInfo
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- CN110734713B CN110734713B CN201911179627.7A CN201911179627A CN110734713B CN 110734713 B CN110734713 B CN 110734713B CN 201911179627 A CN201911179627 A CN 201911179627A CN 110734713 B CN110734713 B CN 110734713B
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- silane coupling
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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
- C09J11/08—Macromolecular additives
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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
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/2805—Compounds having only one group containing active hydrogen
- C08G18/288—Compounds containing at least one heteroatom other than oxygen or nitrogen
- C08G18/289—Compounds containing at least one heteroatom other than oxygen or nitrogen containing silicon
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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
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen
- C08G18/3893—Low-molecular-weight compounds having heteroatoms other than oxygen containing silicon
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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 relates to the field of adhesives, in particular to an adhesion promoter for an adhesive, a synthesis method and application. The first aspect of the invention provides an adhesion promoter, which is prepared from raw materials including isocyanate and a silane coupling agent, wherein the molar ratio of the isocyanate to the silane coupling agent is 1: (1.5-2). The adhesion promoter prepared by using isophorone diisocyanate and hexamethylene diisocyanate as isocyanates and using diethylenetriaminopropyltrimethoxysilane, 3-anilinopropyltrimethoxysilane and a silane coupling agent D as silane coupling agents has good fluidity, has excellent wetting capacity on different substrates, avoids the formation of a water vapor weak boundary layer, can keep certain strength, and has excellent bonding effect on different substrates when applied to adhesives.
Description
Technical Field
The invention relates to the field of adhesives, in particular to an adhesion promoter for an adhesive, a synthesis method and application.
Background
With the development of science and technology, because of the variety of materials used in various industries, different adhesives are needed for bonding different materials, however, the bonding strength of some adhesives cannot meet the requirement, and the bonding performance can be improved by using the adhesion promoter.
Disclosure of Invention
In view of the problems in the prior art, the first aspect of the present invention provides an adhesion promoter, which is prepared from raw materials including isocyanate and silane coupling agent, wherein the molar ratio of the isocyanate to the silane coupling agent is 1: (1.5-2).
In a preferred embodiment of the present invention, the isocyanate includes at least one of diphenylmethane diisocyanate, hexamethylene diisocyanate, toluene diisocyanate, 4' -dicyclohexylmethane diisocyanate, 1, 6-hexamethylene diisocyanate, p-phenylene diisocyanate, isophorone diisocyanate, 1, 5-naphthalene diisocyanate, and xylylene diisocyanate.
In a preferred embodiment of the present invention, the isocyanate includes isophorone diisocyanate and hexamethylene diisocyanate.
In a preferred embodiment of the present invention, the molar ratio of isophorone diisocyanate to hexamethylene diisocyanate is 1: (1-2).
As a preferred technical scheme of the invention, the silane coupling agent comprises at least one of bis- [3- (trimethoxy silicon) -propyl ] -amine, 3-urea propyl triethoxysilane, N- (2-aminoethyl) -3-aminopropyl methyl diethoxy silane, diethylenetriamino propyl trimethoxysilane, 3-anilinopropyl trimethoxysilane, bis- [3- (triethoxy silicon) -propyl ] -amine, N-beta (aminoethyl) -gamma-aminopropyl trimethoxysilane, gamma-aminopropyl methyl diethoxy silane and gamma-mercaptopropyl trimethoxysilane.
As a preferred technical scheme of the invention, the silane coupling agent comprises diethylenetriaminopropyltrimethoxysilane and 3-anilinopropyltrimethoxysilane.
As a preferred technical scheme of the invention, the mol ratio of the diethylenetriaminopropyltrimethoxysilane to the 3-anilinopropyltrimethoxysilane is 1: (2-3).
As a preferable technical scheme of the invention, the silane coupling agent further comprises a silane coupling agent D, and the molar ratio of the silane coupling agent D to the 3-anilinopropyltrimethoxysilane is (1-2): 1.
as a preferable embodiment of the present invention, the method for preparing the silane coupling agent D comprises: adding gamma-glycidylpropylmethyldimethoxysilane, toluene and chloroplatinic acid-isopropanol into a four-mouth flask, opening a condensing device and a stirring device, introducing nitrogen, heating to 75-85 ℃, dropwise adding dimethylaminopropylacrylamide and eugenol glycidyl ether within 2-3 h, heating to 110-130 ℃, and reacting for 1h to obtain the product.
In a second aspect, the present invention provides a method for preparing an adhesion promoter, comprising: and adding isocyanate into a beaker, heating to 50 ℃, slowly dropwise adding a silane coupling agent, and reacting at 50-70 ℃ for 1-5 hours to obtain the isocyanate-modified polyurethane resin.
Compared with the prior art, the invention has the following beneficial effects:
the adhesion promoter prepared by using isophorone diisocyanate and hexamethylene diisocyanate as isocyanates and using diethylenetriaminopropyltrimethoxysilane, 3-anilinopropyltrimethoxysilane and a silane coupling agent D as silane coupling agents has good fluidity, has excellent wetting capacity on different substrates, avoids the formation of a water vapor weak boundary layer, can keep certain strength, and has excellent bonding effect on different substrates when applied to adhesives.
Detailed Description
The present invention is illustrated by the following specific embodiments, but is not limited to the specific examples given below.
The first aspect of the invention provides an adhesion promoter, which is prepared from raw materials including isocyanate and a silane coupling agent, wherein the molar ratio of the isocyanate to the silane coupling agent is 1: (1.5-2).
Preferably, the molar ratio of the isocyanate to the silane coupling agent is 1: 1.8.
in one embodiment, the isocyanate comprises at least one of diphenylmethane diisocyanate, hexamethylene diisocyanate, toluene diisocyanate, 4' -dicyclohexylmethane diisocyanate, 1, 6-hexamethylene diisocyanate, p-phenylene diisocyanate, isophorone diisocyanate, 1, 5-naphthalene diisocyanate, and xylylene diisocyanate.
Preferably, the isocyanates include isophorone diisocyanate and hexamethylene diisocyanate.
Preferably, the mole ratio of isophorone diisocyanate to hexamethylene diisocyanate is 1: (1-2); more preferably, the molar ratio of isophorone diisocyanate to hexamethylene diisocyanate is 1: 1.5.
in one embodiment, the silane coupling agent includes at least one of bis- [3- (trimethoxy silicon) -propyl ] -amine, 3-ureidopropyltriethoxysilane, N- (2-aminoethyl) -3-aminopropylmethyldiethoxysilane, diethylenetriaminopropyltrimethoxysilane, 3-anilinopropyltrimethoxysilane, bis- [3- (triethoxy silicon) -propyl ] -amine, N-beta (aminoethyl) -gamma-aminopropyltrimethoxysilane, gamma-aminopropylmethyldiethoxysilane, and gamma-mercaptopropyltrimethoxysilane.
Preferably, the silane coupling agent comprises diethylenetriaminopropyltrimethoxysilane and 3-anilinopropyltrimethoxysilane.
Preferably, the mol ratio of the diethylenetriaminopropyltrimethoxysilane to the 3-anilinopropyltrimethoxysilane is 1: (2-3); more preferably, the mole ratio of the diethylenetriaminopropyltrimethoxysilane to the 3-anilinopropyltrimethoxysilane is 1: 2.5.
in one embodiment, the silane coupling agent further comprises silane coupling agent D.
Preferably, the molar ratio of the silane coupling agent D to the 3-anilinopropyltrimethoxysilane is (1-2): 1; more preferably, the silane coupling agent D and the 3-anilinopropyltrimethoxysilane are present in a molar ratio of 1.5: 1.
in one embodiment, the method of preparing the silane coupling agent D comprises: adding gamma-glycidylpropylmethyldimethoxysilane, toluene and chloroplatinic acid-isopropanol into a four-mouth flask, opening a condensing device and a stirring device, introducing nitrogen, heating to 75-85 ℃, dropwise adding dimethylaminopropylacrylamide and eugenol glycidyl ether within 2-3 h, heating to 110-130 ℃, and reacting for 1h to obtain the product.
Preferably, the weight ratio of the total weight of the gamma-glycidylpropylmethyldimethoxysilane and dimethylaminopropylacrylamide to toluene is 1: (1-2); more preferably, the weight ratio of the total weight of the gamma-glycidylpropylmethyldimethoxysilane and dimethylaminopropylacrylamide to toluene is 1: 1.5.
preferably, the molar ratio of the gamma-glycidylpropylmethyldimethoxysilane to the dimethylaminopropylacrylamide is (1-1.5): 1; more preferably, the molar ratio of gamma-glycidylpropylmethyldimethoxysilane to dimethylaminopropylacrylamide is 1.2: 1.
preferably, the weight of the chloroplatinic acid-isopropanol is the total weight of the gamma-glycidylpropylmethyldimethoxysilane and the dimethylaminopropylacrylamide50*10-6。
Preferably, the molar ratio of the eugenol glycidyl ether to the dimethylaminopropyl acrylamide is (0.3-0.6): 1; more preferably, the molar ratio of eugenol glycidyl ether to dimethylaminopropyl acrylamide is 0.5: 1.
in a preferred embodiment, the method for preparing the silane coupling agent D comprises: adding gamma-glycidylpropylmethyldimethoxysilane, toluene and chloroplatinic acid-isopropanol into a four-mouth flask, opening a condensing device and a stirring device, introducing nitrogen for 5min, heating to 80 ℃, dropwise adding dimethylaminopropylacrylamide and eugenol glycidyl ether, completing dropwise adding within 2.5h, heating to 120 ℃, and reacting for 1h to obtain the product.
The structural formula of the eugenol glycidyl ether is shown in the specification
In a second aspect, the present invention provides a method for preparing an adhesion promoter, comprising: and adding isocyanate into a beaker, heating to 50 ℃, slowly dropwise adding a silane coupling agent, and reacting at 50-70 ℃ for 1-5 hours to obtain the isocyanate-modified polyurethane resin.
In one embodiment, the method of preparing the adhesion promoter comprises: adding isocyanate into a beaker, heating to 50 ℃, slowly dropwise adding a silane coupling agent, and reacting for 3 hours at 60 ℃ to obtain the isocyanate.
The adhesion promoter obtained by the invention can be applied to adhesives, such as polyurethane adhesives, silicone adhesives, silane modified polyurethane sealants, silane modified polyether sealants and the like.
When the adhesion promoter is used in the adhesive, the amount of the adhesive can be selected by those skilled in the art according to the needs.
Examples
Hereinafter, the present invention will be described in more detail by way of examples, but it should be understood that these examples are merely illustrative and not restrictive. The starting materials used in the examples which follow are all commercially available unless otherwise stated.
Example 1
Embodiment 1 of the present invention provides an adhesion promoter, which is prepared from raw materials including isocyanate and a silane coupling agent; the molar ratio of the isocyanate to the silane coupling agent is 1: 1.5; the isocyanate comprises isophorone diisocyanate and hexamethylene diisocyanate, and the molar ratio of the isophorone diisocyanate to the hexamethylene diisocyanate is 1: 1; the silane coupling agent comprises diethylenetriaminopropyltrimethoxysilane, 3-anilinopropyltrimethoxysilane and a silane coupling agent D, wherein the molar ratio of the diethylenetriaminopropyltrimethoxysilane to the 3-anilinopropyltrimethoxysilane is 1: 2; the molar ratio of the silane coupling agent D to the 3-anilinopropyltrimethoxysilane is 1: 1.
the preparation method of the silane coupling agent D comprises the following steps: adding gamma-glycidylpropylmethyldimethoxysilane, toluene and chloroplatinic acid-isopropanol into a four-mouth flask, opening a condensing device and a stirring device, introducing nitrogen for 5min, heating to 80 ℃, dropwise adding dimethylaminopropylacrylamide, completing dropwise adding within 2.5h, heating to 120 ℃, and reacting for 1h to obtain the product.
The weight ratio of the total weight of the gamma-glycidylpropylmethyldimethoxysilane and the dimethylaminopropylacrylamide to the toluene is 1: 1; the mol ratio of the gamma-glycidylpropylmethyldimethoxysilane to the dimethylaminopropylacrylamide is 1: 1; the weight of the chloroplatinic acid-isopropanol is 50 x 10 of the total weight of the gamma-glycidylpropylmethyldimethoxysilane and the dimethylaminopropylacrylamide-6(ii) a The mol ratio of the eugenol glycidyl ether to the dimethylaminopropyl acrylamide is 0.5: 1.
the preparation method of the adhesion promoter comprises the following steps: adding isocyanate into a beaker, heating to 50 ℃, slowly dropwise adding a silane coupling agent, and reacting for 3 hours at 60 ℃ to obtain the isocyanate.
Example 2
Embodiment 2 of the present invention provides an adhesion promoter, which is prepared from raw materials including isocyanate and a silane coupling agent; the molar ratio of the isocyanate to the silane coupling agent is 1: 2; the isocyanate comprises isophorone diisocyanate and hexamethylene diisocyanate, and the molar ratio of the isophorone diisocyanate to the hexamethylene diisocyanate is 1: 2; the silane coupling agent comprises diethylenetriaminopropyltrimethoxysilane, 3-anilinopropyltrimethoxysilane and a silane coupling agent D, wherein the molar ratio of the diethylenetriaminopropyltrimethoxysilane to the 3-anilinopropyltrimethoxysilane is 1: 3; the molar ratio of the silane coupling agent D to the 3-anilinopropyltrimethoxysilane is 2: 1.
the preparation method of the silane coupling agent D comprises the following steps: adding gamma-glycidylpropylmethyldimethoxysilane, toluene and chloroplatinic acid-isopropanol into a four-mouth flask, opening a condensing device and a stirring device, introducing nitrogen for 5min, heating to 80 ℃, dropwise adding dimethylaminopropylacrylamide, completing dropwise adding within 2.5h, heating to 120 ℃, and reacting for 1h to obtain the product.
The weight ratio of the total weight of the gamma-glycidylpropylmethyldimethoxysilane and the dimethylaminopropylacrylamide to the toluene is 1: 2; the mol ratio of the gamma-glycidylpropylmethyldimethoxysilane to the dimethylaminopropylacrylamide is 1.5: 1; the weight of the chloroplatinic acid-isopropanol is 50 x 10 of the total weight of the gamma-glycidylpropylmethyldimethoxysilane and the dimethylaminopropylacrylamide-6(ii) a The mol ratio of the eugenol glycidyl ether to the dimethylaminopropyl acrylamide is 0.5: 1.
the preparation method of the adhesion promoter comprises the following steps: adding isocyanate into a beaker, heating to 50 ℃, slowly dropwise adding a silane coupling agent, and reacting for 3 hours at 60 ℃ to obtain the isocyanate.
Example 3
Embodiment 3 of the present invention provides an adhesion promoter, which is prepared from raw materials including isocyanate and a silane coupling agent; the molar ratio of the isocyanate to the silane coupling agent is 1: 1.8; the isocyanate comprises isophorone diisocyanate and hexamethylene diisocyanate, and the molar ratio of the isophorone diisocyanate to the hexamethylene diisocyanate is 1: 1.5; the silane coupling agent comprises diethylenetriaminopropyltrimethoxysilane, 3-anilinopropyltrimethoxysilane and a silane coupling agent D, wherein the molar ratio of the diethylenetriaminopropyltrimethoxysilane to the 3-anilinopropyltrimethoxysilane is 1: 2.5; the molar ratio of the silane coupling agent D to the 3-anilinopropyltrimethoxysilane is 1.5: 1.
the preparation method of the silane coupling agent D comprises the following steps: adding gamma-glycidylpropylmethyldimethoxysilane, toluene and chloroplatinic acid-isopropanol into a four-mouth flask, opening a condensing device and a stirring device, introducing nitrogen for 5min, heating to 80 ℃, dropwise adding dimethylaminopropylacrylamide, completing dropwise adding within 2.5h, heating to 120 ℃, and reacting for 1h to obtain the product.
The weight ratio of the total weight of the gamma-glycidylpropylmethyldimethoxysilane and the dimethylaminopropylacrylamide to the toluene is 1: 1.5; the mol ratio of the gamma-glycidylpropylmethyldimethoxysilane to the dimethylaminopropylacrylamide is 1.2: 1; the weight of the chloroplatinic acid-isopropanol is 50 x 10 of the total weight of the gamma-glycidylpropylmethyldimethoxysilane and the dimethylaminopropylacrylamide-6(ii) a The mol ratio of the eugenol glycidyl ether to the dimethylaminopropyl acrylamide is 0.5: 1.
the preparation method of the adhesion promoter comprises the following steps: adding isocyanate into a beaker, heating to 50 ℃, slowly dropwise adding a silane coupling agent, and reacting for 3 hours at 60 ℃ to obtain the isocyanate.
Example 4
Example 4 of the present invention provides an adhesion promoter, which is similar to example 3 except that the isocyanate is isophorone diisocyanate.
The preparation method of the adhesion promoter is the same as that of the embodiment 3.
Example 5
Example 5 of the present invention provides an adhesion promoter, which is similar to example 3 except that the isocyanate is hexamethylene diisocyanate.
The preparation method of the adhesion promoter is the same as that of the embodiment 3.
Example 6
Embodiment 6 of the present invention provides an adhesion promoter, which is the same as embodiment 3 in specific implementation manner, except that the silane coupling agent is diethylenetriaminopropyltrimethoxysilane.
The preparation method of the adhesion promoter is the same as that of the embodiment 3.
Example 7
Example 7 of the present invention provides an adhesion promoter, which is similar to example 3 except that the silane coupling agent is 3-anilinopropyltrimethoxysilane.
The preparation method of the adhesion promoter is the same as that of the embodiment 3.
Example 8
The embodiment 8 of the invention provides an adhesion promoter, which is the same as the embodiment 3 in the specific implementation mode, and is different from the silane coupling agent in that the silane coupling agent is diethylenetriaminopropyltrimethoxysilane and 3-anilinopropyltrimethoxysilane.
The preparation method of the adhesion promoter is the same as that of the embodiment 3.
Example 9
Example 9 of the present invention provides an adhesion promoter, which is similar to example 3 except that the silane coupling agent is silane coupling agent D.
The preparation method of the adhesion promoter is the same as that of the embodiment 3.
Example 10
The embodiment 10 of the invention provides an adhesion promoter, which is the same as the embodiment 3 in the specific implementation manner, and is characterized in that the silane coupling agent is gamma-aminopropylmethyldiethoxysilane, diethylenetriaminopropyltrimethoxysilane and a silane coupling agent D; the mol ratio of the diethylenetriaminopropyltrimethoxysilane to the gamma-aminopropylmethyldiethoxysilane is 1: 2.5.
the preparation method of the adhesion promoter is the same as that of the embodiment 3.
Performance evaluation
The adhesion promoter obtained in the embodiment 1-10 is applied to a polyurethane sealant.
Adding 40 parts by weight of dioctyl phthalate, 80 parts by weight of polyurethane prepolymer, 1.55 parts by weight of p-toluenesulfonyl isocyanate and 6 parts by weight of calcium oxide into a glue making kettle, stirring, vacuumizing and defoaming for 0.5 h; and stopping stirring, adding 40 parts of white carbon black, stirring for 1 hour in a vacuum state in a sealing device, then stopping stirring, adding 1.2 parts of the adhesion promoter obtained in the embodiment 1-10 and 0.15 part of di-n-butyltin dilaurate under the protection of nitrogen, vacuumizing the sealing device, continuously stirring for 10min, then filling nitrogen to normal pressure, discharging and packaging to obtain the single-component polyurethane sealant.
The peel adhesion of the obtained polyurethane sealant is tested according to QC/T1024-2015 standard, and the adhesion effect of the sealant on glass plates, aluminum plates 7075, Epoxy Molding Compounds (EMC) and concrete is respectively tested. (CF means cohesive failure)
TABLE 1
From the test results in table 1, it can be known that the adhesion promoter provided by the present invention can achieve good adhesion effect on metal, inorganic material and organic material when applied to polyurethane sealant, and is widely used and suitable for large-scale production.
The foregoing examples are merely illustrative and serve to explain some of the features of the method of the present invention. The appended claims are intended to claim as broad a scope as is contemplated, and the examples presented herein are merely illustrative of selected implementations in accordance with all possible combinations of examples. Accordingly, it is applicants' intention that the appended claims are not to be limited by the choice of examples illustrating features of the invention. Also, where numerical ranges are used in the claims, subranges therein are included, and variations in these ranges are also to be construed as possible being covered by the appended claims.
Claims (5)
1. The adhesion promoter is characterized in that raw materials for preparing the adhesion promoter comprise isocyanate and silane coupling agent, wherein the molar ratio of the isocyanate to the silane coupling agent is 1: (1.5-2); the silane coupling agent comprises diethylenetriaminopropyltrimethoxysilane and 3-anilinopropyltrimethoxysilane; the mol ratio of the diethylenetriaminopropyltrimethoxysilane to the 3-anilinopropyltrimethoxysilane is 1: (2-3); the silane coupling agent also comprises a silane coupling agent D, and the molar ratio of the silane coupling agent D to the 3-anilinopropyltrimethoxysilane is (1-2): 1; the preparation method of the silane coupling agent D comprises the following steps: adding gamma-glycidylpropylmethyldimethoxysilane, toluene and chloroplatinic acid-isopropanol into a four-mouth flask, opening a condensing device and a stirring device, introducing nitrogen, heating to 75-85 ℃, dropwise adding dimethylaminopropylacrylamide and eugenol glycidyl ether within 2-3 h, heating to 110-130 ℃, and reacting for 1h to obtain the product.
2. The adhesion promoter of claim 1, wherein the isocyanate comprises at least one of diphenylmethane diisocyanate, hexamethylene diisocyanate, toluene diisocyanate, 4' -dicyclohexylmethane diisocyanate, 1, 6-hexamethylene diisocyanate, p-phenylene diisocyanate, isophorone diisocyanate, 1, 5-naphthalene diisocyanate, and xylylene diisocyanate.
3. The adhesion promoter of claim 2, wherein the isocyanates comprise isophorone diisocyanate and hexamethylene diisocyanate.
4. The adhesion promoter according to claim 3, wherein the molar ratio of isophorone diisocyanate to hexamethylene diisocyanate is 1: (1-2).
5. A method for producing the adhesion promoter as claimed in any one of claims 1 to 4, which comprises: and adding isocyanate into a beaker, heating to 50 ℃, slowly dropwise adding a silane coupling agent, and reacting at 50-70 ℃ for 1-5 hours to obtain the isocyanate-modified polyurethane resin.
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| CN112094616A (en) * | 2020-09-24 | 2020-12-18 | 杭州之江新材料有限公司 | High-thixotropy and fast-curing single-component low-modulus polyurethane sealant and preparation method thereof |
| CN114634787A (en) * | 2021-04-25 | 2022-06-17 | 上海蒂姆新材料科技有限公司 | PU adhesive and preparation method thereof |
| CN113896852A (en) * | 2021-09-03 | 2022-01-07 | 巩义市泛锐熠辉复合材料有限公司 | Bonding auxiliary agent for foamed plastic, preparation method and application |
| CN113667095B (en) * | 2021-09-03 | 2023-03-10 | 巩义市泛锐熠辉复合材料有限公司 | Bonding auxiliary agent for foamed plastic, preparation method and application |
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| CN101096472A (en) * | 2006-06-26 | 2008-01-02 | 上海飞凯光电材料有限公司 | Adhesive property promoter for radiation curing material |
| CN105176479A (en) * | 2015-08-28 | 2015-12-23 | 上海蒂姆新材料科技有限公司 | High-strength silicone rubber and preparation method therefor |
| CN105176439A (en) * | 2015-08-28 | 2015-12-23 | 上海蒂姆新材料科技有限公司 | Adhesive used adhesion promoter, and synthetic method and applications thereof |
| CN105086914A (en) * | 2015-08-28 | 2015-11-25 | 上海蒂姆新材料科技有限公司 | One-component polyurethane sealing glue applicable to metal bonding and preparing method of one-component polyurethane sealing glue |
| CN108753198B (en) * | 2018-05-25 | 2021-03-02 | 株洲飞鹿高新材料技术股份有限公司 | Adhesion promoter for silicone sealant, preparation method of adhesion promoter, silicone sealant applied to ballastless track and preparation method of silicone sealant |
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