CN111875970B - Oil-resistant, high-temperature-resistant and low-volatile organic silica gel - Google Patents
Oil-resistant, high-temperature-resistant and low-volatile organic silica gel Download PDFInfo
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- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
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- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
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Abstract
The invention relates to an oil-resistant, high-temperature-resistant and low-volatile organic silica gel, wherein the weight ratio of methyl vinyl MQ resin, methyl silicone oil, a silane coupling agent 1, a silane coupling agent 2, a silane coupling agent 3, hydrogen-containing silicone oil, white carbon black, a Pt catalyst, an inhibitor and black paste is (20-35: 40-50): 0.5-3: 0.5-3: 0.5-3: 3-9: 1-6: 0.02-0.1: 0.02-0.1: 0.03-0.5 by weight ratio. The silane coupling agent 1 adopted by the invention contains a plurality of ethoxy groups, and can play a role of a water absorbent while playing a role of a coupling agent, so that the content of water in a system is reduced, and the storage stability of a product is improved; the silane coupling agent 2 contains two benzene rings which are adjacent to each other, so that the cracking temperature of the glue at high temperature can be increased; the ether chain molecules contained in the silane coupling agent 3 are filled among the polysiloxane molecular chains, so that the corrosion of oil molecules to colloids is effectively prevented.
Description
Technical Field
The invention relates to oil-resistant, high-temperature-resistant and low-volatile organic silica gel and a preparation method thereof, belonging to the field of organic silicon modification.
Background
In the industrial production of the aviation industry, the automobile industry, the machine manufacturing industry, the oil refining industry and the like, a large number of rubber sealing products capable of bearing the aging of media such as engine oil, lubricating oil, hydraulic oil and the like are generally required. For example, in the assembly of an automobile engine or a transmission system, a liquid silicone rubber sealing gasket (FIPG) is required to replace the traditional solid gasket material, so that the design and production of the automobile meet the development requirements of the industries with light weight, small volume, high power, environmental protection and the like, and in the application occasions, the silicone rubber can be subjected to the continuous aging effect of hot engine oil, so that the strength and other mechanical properties of the silicone rubber are gradually reduced, and the service life of the material is influenced.
Along with the increase of the environmental protection requirement in recent years, the requirement on the volatile component of the glue is more and more strict. On one hand, the corrosion of volatile micromolecules to components is reduced, and on the other hand, the harm of the micromolecules emitted in the using process to human bodies is also reduced.
Disclosure of Invention
The invention aims to overcome the defects of the prior art and discloses oil-resistant, high-temperature-resistant and low-volatile organic silica gel and a preparation method thereof. The silane coupling agent 1 adopted in the sealant has multiple advantages, and on one hand, the silane coupling agent 1 contains multiple ethoxy groups, so that the silane coupling agent can play a role of a coupling agent and a water absorbent, the content of water in a system is reduced, and the storage stability of a product is improved. On the other hand, the larger molecular weight can reduce the volatile component generated during the solidification of the glue, and meanwhile, the existence of the vinyl can connect the coupling agent into the glue body in a reaction mode and also can reduce the volatile component of the glue. The silane coupling agent 2 has higher molecular weight, and two adjacent benzene rings contained in the silane coupling agent can improve the cracking temperature of the glue at high temperature. In the molecules of the silane coupling agent 3, the contained ether chain molecules are filled among the polysiloxane molecular chains, so that the corrosion of oil molecules to colloids is effectively prevented.
The invention relates to an oil-resistant, high-temperature-resistant and low-volatile organic silica gel and a preparation method thereof, wherein the organic silica gel is a single-component gel, and methyl vinyl MQ resin, methyl silicone oil, a silane coupling agent 1, a silane coupling agent 2, a silane coupling agent 3, hydrogen-containing silicone oil, white carbon black, a Pt catalyst, an inhibitor and black color paste are mixed according to the weight ratio of 20-35: 40-50: 0.5-3: 0.5-3: 0.5-3: 3-9: 1-6: 0.02-0.1: 0.02-0.1: 0.03-0.5 by weight.
The preparation method of the silane coupling agent 1 comprises the following steps:
dissolving pentaerythritol triacrylate and 8-18 ppm of tris (pentafluoro) phenylborane in a reaction system into toluene in a three-neck flask, and stirring for 15-35 min at room temperature to prepare a solution with the mass fraction of 25% -45%; slowly dripping triethoxysilane with the same molar mass as pentaerythritol triacrylate into the system, after dripping is finished, heating to 55-85 ℃, and reacting for 3-5 hours, wherein the negative pressure is less than 0.55 Mpa; and finally, maintaining the high temperature and removing the solvent under the condition that the vacuum degree is less than 0.085Mpa to obtain the silane coupling agent 1.
The reaction formula is as follows:
the preparation method of the silane coupling agent 2 comprises the following steps:
hydrogen-containing terminated dimethyl silicone oil and ethoxylated bisphenol A acrylate are mixed according to the proportion of 1-2: adding the mixture into a three-neck flask according to a molar ratio of 0.5-1, then adding toluene with the mass being 1-3 times that of a reaction system and a Pt catalyst with the mass being 8-16 ppm that of the reaction system, reacting for 1-3 hours at 60-90 ℃, then adding gamma-methacryloxypropyl trimethoxy silane with the same molar mass as that of hydrogen-containing silicone oil, continuing to react for 1-3 hours, adding active carbon with the mass being 0.1-1% that of the reaction system, stirring for 3-5 hours, filtering, and finally keeping the high temperature and removing the solvent under the condition that the vacuum degree is less than 0.085Mpa to obtain a silane coupling agent 2. The molecular formula of the hydrogen-containing end-capped dimethyl silicone oil is (HMe) 2 SiO 0.5 ) 2 (Me 2 SiO 0.5 ) m M = 8-200, hydrogen content of 0.15-3 mmol/g, viscosity of 15-50 mPa.S at 25 ℃; the Pt catalyst is a vinyl siloxane complex of chloroplatinic acid, and the platinum content is 2000-6000 ppm.
The reaction formula is as follows:
a chain link structure is
The preparation method of the silane coupling agent 3 comprises the following steps:
(1) adding a certain amount of side hydrogen-containing silicone oil into a three-neck flask, adding a mixture of propoxylated neopentyl glycol diacrylate and allyl glycidyl ether with the molar weight 1-1.5 times that of hydrogen contained in the hydrogen-containing silicone oil into the three-neck flask, wherein the molar ratio of the two monomers is 1-1.5, then adding toluene with the mass 1-3 times that of a reaction system and a Pt catalyst with the mass 8-16 ppm of the reaction system, reacting at 65-85 ℃ for 2-4 hours, adding active carbon with the mass 0.1-1% of that of the reaction system, stirring for 3-5 hours, filtering, and finally keeping the high temperature to remove the solvent under the condition that the vacuum degree is less than 0.085Mpa to obtain the silane coupling agent 3. The molecular formula of the side hydrogen-containing silicone oil is (Me) 3 SiO 0.5 ) 2 (Me 2 SiO 0.5 ) m (HMeSiO 0.5 ) n M = 8-30, n = 25-40, the hydrogen content is 0.25-9 mmol/g, and the viscosity is 12-35 mPa.S at 25 ℃; the Pt catalyst is vinyl siloxane complex of chloroplatinic acid, and the platinum content is 2000-6000 ppm.
The reaction formula is as follows:
the technical scheme adopted by the invention is as follows:
(2) the methyl vinyl MQ resin has a vinyl content of 0.25-0.5 mmol/g and a viscosity of 3000-8000 mPa.S at 25 ℃;
(3) the molecular formula of the methyl silicone oil is (Me) 3 SiO 0.5 ) 2 (Me 2 SiO 0.5 ) m A viscosity of 200 to 1000mPa.S at 25 ℃;
(4) the molecular formula of the hydrogen-containing silicone oil is (Me) 3 SiO 0.5 ) 2 (Me 2 SiO 0.5 ) m (HMeSiO 0.5 ) n M = 8-30, n = 25-40, hydrogen content is 0.25-9 mmol/g, and viscosity is 12-35 mPa.S at 25 ℃;
(5) the white carbon black has a specific surface area of 145-210 m 2 Hydrophobic white carbon black in a per gram ratio;
(6) the Pt catalyst is a vinyl siloxane complex of chloroplatinic acid, and the platinum content is 2000-6000 ppm;
(7) the inhibitor is one or more of 3-methyl-1-butine-3-alcohol, trimethyl-1-pentyne-3-alcohol, 3, 5-dimethyl-1-hexyne-3-alcohol and 1-ethynyl-1 cyclohexanol.
(8) The black color paste is a general color paste which is obtained by mixing silicon oil and nano carbon black and purchased from the market.
The silane coupling agent 1 adopted in the sealant prepared by the invention has a plurality of advantages, on one hand, the silane coupling agent 1 contains a plurality of ethoxy groups, and the silane coupling agent can play a role of a coupling agent and a water absorbent, so that the content of moisture in a system is reduced, and the storage stability of a product is improved. On the other hand, the larger molecular weight can reduce the volatile component generated during the curing of the glue, and meanwhile, the existence of the vinyl group can connect the coupling agent into the glue body in a reaction mode and also can reduce the volatile component of the glue. The silane coupling agent 2 has higher molecular weight, and two adjacent benzene rings contained in the silane coupling agent can improve the cracking temperature of the glue at high temperature. In the molecule of the silane coupling agent 3, the contained ether chain molecules are filled among the polysiloxane molecular chains, so that the corrosion of oil molecules to colloids is effectively prevented.
Detailed Description
59.6g of pentaerythritol triacrylate and 8ppm of tris (pentafluoro) phenylborane in a reaction system are dissolved in 238g of toluene in a 500mL three-neck flask, the mixture is stirred at room temperature for 15min, 32.86g of triethoxysilane is slowly dripped into the system, after the dripping is finished, the temperature is raised to 55 ℃, the negative pressure is less than 0.55MPa, the reaction is carried out for 3.5 h, and finally the solvent is removed under the condition that the vacuum degree is less than 0.085MPa at 120 ℃ to obtain the silane coupling agent 1.
66.2g ((HMe) of hydrogen-containing endcapped Dimethicone 2 SiO 0.5 ) 2 (Me 2 SiO 0.5 ) m M =8, hydrogen content 3mmol/g, viscosity 15mpa.s at 25 ℃), ethoxylated bisphenol a acrylate 21.23g was charged into a 500mL three-necked flask, followed by addition of toluene 218g and Pt catalyst 10ppm of the reaction system, reaction was carried out at 60 ℃ for 3 hours, addition of gamma-methacryloxypropyl trimethoxysilane 49.6g was added, and reaction was continued 3After the reaction is finished, 1.4g of activated carbon is added, the mixture is stirred for 4 hours and then filtered, and finally the solvent is removed under the condition that the vacuum degree is less than 0.085Mpa at 120 ℃ to obtain the silane coupling agent 2.
33.72g of pendant hydrogen-containing silicone oil ((Me) 3 SiO 0.5 ) 2 (Me 2 SiO 0.5 ) m (HMeSiO 0.5 ) n M =30, n =25, hydrogen content 8.9mmol/g, viscosity 20mpa.s at 25 ℃) was added to a 500mL three-necked flask, a mixture of 49.26g of propoxylated neopentyl glycol diacrylate and 17.1g of allyl glycidyl ether was further added to the three-necked flask, followed by addition of toluene of 3 times the mass of the reaction system and Pt catalyst of 10ppm of the reaction system, addition of 1g of activated carbon after 4 hours of reaction at 70 ℃, filtration after 4 hours of stirring, and finally removal of the solvent under a condition of a vacuum degree of less than 0.085Mpa at 120 ℃ to obtain a silane coupling agent 3.
Example 1
Methyl vinyl MQ resin (vinyl content 0.5mmol/g, viscosity 7000mPa. S at 25 ℃), methyl silicone oil ((Me) 3 SiO 0.5 ) 2 (Me 2 SiO 0.5 ) m Viscosity of 300mPa.S at 25 ℃), silane coupling agent 1, silane coupling agent 2, silane coupling agent 3, hydrogen-containing silicone oil ((Me) 3 SiO 0.5 ) 2 (Me 2 SiO 0.5 ) m (HMeSiO 0.5 ) n M =30, n =25, hydrogen content 8.9mmol/g, viscosity 20mPa.S at 25 ℃, white carbon black (specific surface area 150-200 m) 2 Hydrophobic white carbon black per g), Pt catalyst (vinyl siloxane complex of chloroplatinic acid, platinum content 2000 ppm), inhibitor (1-ethynyl-1 cyclohexanol), black color paste as 35: 40: 2: 0.5: 0.5: 2: 6: 0.02: 0.02: 0.03 weight ratio. After vacuum defoaming, the mixture was cured at 150 ℃ for 2 hours. The properties of the test specimens are shown in Table 1, and the test methods are described in Table 1.
Example 2
Methyl vinyl MQ resin (vinyl content 0.5mmol/g, viscosity 7000mPa. S at 25 ℃), methyl silicone oil ((Me) 3 SiO 0.5 ) 2 (Me 2 SiO 0.5 ) m A viscosity at 25 ℃ of300 mPa.S), silane coupling agent 1, silane coupling agent 2, silane coupling agent 3 and hydrogen-containing silicone oil ((Me) 3 SiO 0.5 ) 2 (Me 2 SiO 0.5 ) m (HMeSiO 0.5 ) n M =30, n =25, hydrogen content 8.9mmol/g, viscosity 20mPa.S at 25 ℃, white carbon black (specific surface area 150-200 m) 2 Hydrophobic white carbon black per g), Pt catalyst (vinyl siloxane complex of chloroplatinic acid, platinum content 2000 ppm), inhibitor (1-ethynyl-1 cyclohexanol), black color paste as 35: 40: 1.25: 1.25: 0.5: 2: 6: 0.02: 0.02: 0.03 weight ratio. After vacuum defoaming, the mixture was cured at 150 ℃ for 2 hours. The properties of the test specimens are shown in Table 1, and the test methods are described in Table 1.
Example 3
Methyl vinyl MQ resin (vinyl content 0.5mmol/g, viscosity 7000mPa.S at 25 ℃), methyl silicone oil ((Me) 3 SiO 0.5 ) 2 (Me 2 SiO 0.5 ) m Viscosity of 300mPa.S at 25 ℃), silane coupling agent 1, silane coupling agent 2, silane coupling agent 3, and hydrogen-containing silicone oil ((Me) 3 SiO 0.5 ) 2 (Me 2 SiO 0.5 ) m (HMeSiO 0.5 ) n M =30, n =25, hydrogen content 8.9mmol/g, viscosity 20mPa.S at 25 ℃, white carbon black (specific surface area 150-200 m) 2 Hydrophobic white carbon black per g), Pt catalyst (vinyl siloxane complex of chloroplatinic acid, platinum content 2000 ppm), inhibitor (1-ethynyl-1 cyclohexanol), black color paste as 35: 40: 1.25: 0.5: 1.25: 2: 6: 0.02: 0.02: 0.03 weight ratio. The properties of the test specimens are shown in Table 1, and the test methods are described in Table 1.
Example 4
Methyl vinyl MQ resin (vinyl content 0.5mmol/g, viscosity 7000mPa. S at 25 ℃), methyl silicone oil ((Me) 3 SiO 0.5 ) 2 (Me 2 SiO 0.5 ) m Viscosity of 300mPa.S at 25 ℃), silane coupling agent 1, silane coupling agent 2, silane coupling agent 3, and hydrogen-containing silicone oil ((Me) 3 SiO 0.5 ) 2 (Me 2 SiO 0.5 ) m (HMeSiO 0.5 ) n M =30, n =25, hydrogen content 8.9mmol/g, viscosity 20mPa.S at 25 ℃, white carbon black (specific surface area 150-200 m) 2 Hydrophobic white carbon black per g), Pt catalyst (vinyl siloxane complex of chloroplatinic acid, platinum content 2000 ppm), inhibitor (1-ethynyl-1 cyclohexanol), black color paste as 35: 40: 1: 1: 1: 2: 6: 0.02: 0.02: 0.03 weight ratio. After vacuum defoaming, curing is carried out for 2 hours at 150 ℃. The properties of the test specimens are shown in Table 1, and the test methods are described in Table 1.
Comparative example 1
Methyl vinyl MQ resin (vinyl content 0.5mmol/g, viscosity 7000mPa.S at 25 ℃), methyl silicone oil ((Me) 3 SiO 0.5 ) 2 (Me 2 SiO 0.5 ) m 300mPa.S at 25 ℃, KH570 and hydrogen-containing silicone oil ((Me) 3 SiO 0.5 ) 2 (Me 2 SiO 0.5 ) m (HMeSiO 0.5 ) n M =30, n =25, hydrogen content 8.9mmol/g, viscosity 20mPa.S at 25 ℃, white carbon black (specific surface area 150-200 m) 2 Hydrophobic white carbon black per g), Pt catalyst (vinyl siloxane complex of chloroplatinic acid, platinum content 2000 ppm), inhibitor (1-ethynyl-1 cyclohexanol), black color paste as 35: 40: 3: 2: 6: 0.02: 0.02: 0.03 weight ratio. After vacuum defoaming, the mixture was cured at 150 ℃ for 2 hours. The properties of the test specimens are shown in Table 1, and the test methods are described in Table 1.
Table 1: results of Performance testing
| Performance of | Example 1 | Example 2 | Example 3 | Example 4 | Comparative example 1 |
| Appearance before and after curing | Black color | Black color | Black color | Black color | Black color |
| 150 ℃ 2h volatile fraction% | 1.8 | 1.8 | 1.7 | 1.6 | 3.5 |
| TGA Final decomposition temperature/. degree.C | 566 | 592 | 568 | 588 | 545 |
| Retention of tensile strength after oil resistance test% | 69.8 | 70.1 | 82.7 | 81.2 | 66.4 |
| Retention ratio of tensile strength after storage for 30 days of curing% | 98.2 | 97.5 | 96.9 | 96.7 | 95.2 |
The experimental result shows that, compared with the comparative example 1, the glue in the example 1 is cured after being stored for 30 days, the change of the tensile strength is lower than that in the comparative example 1, which indicates that the silane coupling agent 1 not only can effectively reduce the volatile component of the glue, but also plays a role of a water absorbent, and reduces the risk of the reduction of the curing strength caused by the consumption of the residual moisture in the system to the silicon-hydrogen bond; as can be seen from comparison between example 2 and comparative example 1, the final decomposition temperature of example 2 is significantly increased, because silane coupling agent 2 can effectively increase the high-temperature decomposition temperature of glue due to the presence of phenyl; compared with the comparative example 1, the oil-resistant tensile strength retention rate is obviously improved, which shows that the silane coupling agent 3 blocks the free rotation around the shaft of the S-O bond and the Si-C bond in the siloxane main chain (-Si-O-Si-) because the polyether molecules are filled between the polysiloxane molecular chains, increases the steric hindrance, and prevents the oil molecules from entering the siloxane molecular chains to attack and damage in the aging process. Has good oil resistance. But overall embodiment 4 works best.
The above description is only a preferred embodiment of the present invention, and should not be taken as limiting the scope of the invention, which is intended to include all modifications, equivalents, improvements, etc. that are within the spirit and scope of the invention.
Claims (5)
1. The oil-resistant, high-temperature-resistant and low-volatile organic silica gel is characterized in that the weight ratio of methyl vinyl MQ resin, methyl silicone oil, silane coupling agent 1, silane coupling agent 2, silane coupling agent 3, hydrogen-containing silicone oil, white carbon black, Pt catalyst, inhibitor and black color paste is (20-35: 40-50): 0.5-3: 0.5-3: 0.5-3: 3-9: 1-6: 0.02-0.1: 0.02-0.1: 0.03-0.5 by weight;
the silane coupling agent 1 has the structure
The silane coupling agent 2 has a structure of
A chain link is
The silane coupling agent 3 has the structure
m + n=1，a1+a2 =8～30，b=25～40。
2. The silicone rubber according to claim 1, wherein silane coupling agent 1 is prepared by the following method: dissolving pentaerythritol triacrylate and 8-18 ppm of tris (pentafluoro) phenylborane in a reaction system into toluene in a three-neck flask, and stirring for 15-35 min at room temperature to prepare a solution with the mass fraction of 25% -45%; slowly dripping triethoxysilane with the same molar mass as pentaerythritol triacrylate into the system, after dripping is finished, heating to 55-85 ℃, and reacting for 3-5 hours under the negative pressure condition; and finally, maintaining the high temperature and removing the solvent under the condition that the vacuum degree is less than 0.085MPa to obtain the silane coupling agent 1.
3. The silicone rubber according to claim 1, wherein the silane coupling agent 2 is prepared by the following method: hydrogen-containing terminated dimethyl silicone oil and ethoxylated bisphenol A acrylate are mixed according to the proportion of 1-2: 0.5 to 1 molAdding the mixture into a three-neck flask according to a molar ratio, then adding toluene with the mass being 1-3 times that of a reaction system and a Pt catalyst with the mass being 8-16 ppm that of the reaction system, reacting for 1-3 hours at 60-90 ℃, then adding gamma-methacryloxypropyl trimethoxy silane with the same molar mass as that of hydrogen-containing silicone oil, continuing to react for 1-3 hours, adding active carbon with the mass being 0.1-1% that of the reaction system, stirring for 3-5 hours, filtering, and finally keeping high temperature to remove the solvent under the condition that the vacuum degree is less than 0.085MPa to obtain a silane coupling agent 2; the molecular formula of the hydrogen-containing end-capped dimethyl silicone oil is (HMe) 2 SiO 0.5 ) 2 (Me 2 SiO) c C = 8-200, the hydrogen content is 0.15-3 mmol/g, and the viscosity is 15-50 mPa.s at 25 ℃; the Pt catalyst is vinyl siloxane complex of chloroplatinic acid, and the platinum content is 2000-6000 ppm.
4. The silicone rubber according to claim 1, wherein the silane coupling agent 3 is prepared by the following method: adding a certain amount of side hydrogen-containing silicone oil into a three-neck flask, adding a mixture of propoxylated neopentyl glycol diacrylate and allyl glycidyl ether with the molar weight 1-1.5 times that of hydrogen contained in the hydrogen-containing silicone oil into the three-neck flask, wherein the molar ratio of the two monomers is 1-1.5, then adding toluene with the mass 1-3 times that of a reaction system and a Pt catalyst with the mass 8-16 ppm of the reaction system, reacting at 65-85 ℃ for 2-4 hours, adding active carbon with the mass 0.1-1% of the reaction system, stirring for 3-5 hours, filtering, and finally keeping high temperature and removing the solvent under the condition that the vacuum degree is less than 0.085MPa to obtain a silane coupling agent 3; the molecular formula of the side hydrogen-containing silicone oil is (Me) 3 SiO 0.5 ) 2 (Me 2 SiO) b (HMeSiO) (a1+a2) A1+ a2= 8-30, b = 25-40, hydrogen content is 0.25-9 mmol/g, and viscosity is 12-35 mPa.s at 25 ℃; the Pt catalyst is a vinyl siloxane complex of chloroplatinic acid, and the platinum content is 2000-6000 ppm.
5. The silicone gum of claim 1, wherein the methyl vinyl MQ resin has a vinyl content of 0.25 to 0.5mmol/g and a viscosity of 30 at 25 ℃00-8000 mPa.s; the molecular formula of the methyl silicone oil is (Me) 3 SiO 0.5 ) 2 (Me 2 SiO) m The viscosity is 200 to 1000mPa.s at 25 ℃; the molecular formula of the hydrogen-containing silicone oil is (Me) 3 SiO 0.5 ) 2 (Me 2 SiO) m (HMeSiO) n M = 8-30, n = 25-40, hydrogen content of 0.25-0.9 mmol/g, viscosity of 30-75 mPa.s at 25 ℃; the white carbon black has a specific surface area of 145-210 m 2 Hydrophobic white carbon black in a per gram ratio; the Pt catalyst is a vinyl siloxane complex of chloroplatinic acid, and the platinum content is 2000-6000 ppm; the inhibitor is one or more of 3-methyl-1-butine-3-alcohol, 3-methyl-1-pentyne-3-alcohol, 3, 5-dimethyl-1-hexyne-3-alcohol and 1-ethynyl-1-cyclohexanol.
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| CN114262601A (en) * | 2021-12-28 | 2022-04-01 | 烟台德邦科技股份有限公司 | Corrosion-resistant high-adhesion organosilicon sealant |
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