CN111349243A - Preparation method of single-end alkoxy and single-end vinyl polydimethylsiloxane - Google Patents
Preparation method of single-end alkoxy and single-end vinyl polydimethylsiloxane Download PDFInfo
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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
- C08G77/42—Block-or graft-polymers containing polysiloxane sequences
- C08G77/44—Block-or graft-polymers containing polysiloxane sequences containing only polysiloxane sequences
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Abstract
The invention provides a preparation method of single-end alkoxy single-end vinyl polydimethylsiloxane, which comprises the following steps: (1) mixing DMC and hexamethyldisiloxane, heating, dripping phosphoric acid, stirring, refluxing and removing water to obtain a silicophosphate terminator; (2) heating the linear body, adding a potassium hydroxide aqueous solution, stirring for polycondensation reaction, adding a silicon phosphate terminating agent before the viscosity reaches a target viscosity, continuously reacting, vacuumizing, decompressing and distilling to remove low-boiling-point substances to obtain hydroxyl silicone oil; (3) adding hydroxyl silicone oil into the mixed solution of 1, 3-divinyl tetramethyl disiloxane and aluminum-silane, stirring until the mixture is uniformly mixed, heating, adding a phosphazene catalyst, stirring to react until the target viscosity is reached, adding an ammonia terminating agent, continuing to react, and then vacuumizing, decompressing and distilling to remove low-boiling point substances to obtain the single-end alkoxy single-end vinyl polydimethylsiloxane. The single-end alkoxy single-end vinyl polydimethylsiloxane prepared by the invention has better viscosity stability, tensile strength and elongation at break.
Description
Technical Field
The invention relates to a preparation method of single-end alkoxy and single-end vinyl polydimethylsiloxane.
Background
Polydimethylsiloxane (Polydimethylsiloxane) is a hydrophobic organic silicon material, has the advantages of good thermal stability, low glass transition temperature, high air permeability, excellent dielectric property, good biocompatibility and the like, has special surface performance, and is widely applied to various fields of medicines, daily chemical products, foods, buildings and the like. The polydimethylsiloxane and the organic polymer are connected by chemical bonds, so that the organic polymer can be modified by utilizing certain characteristics of polysiloxane to obtain a new polymer, the polydimethylsiloxane is commonly subjected to end-capping modification at present, the end-capping types comprise terminal hydroxyl, terminal vinyl, terminal alkoxy, allyl silicon and the like, the end-capping forms comprise single ends and double ends, the performances of the polydimethylsiloxane with different end groups are different, and the research on simultaneously improving the polydimethylsiloxane by using two different end groups is few at present.
Disclosure of Invention
The invention aims to solve the technical problem of providing a preparation method of single-end alkoxy single-end vinyl polydimethylsiloxane, and the prepared single-end alkoxy single-end vinyl polydimethylsiloxane has better viscosity stability, tensile strength and elongation at break.
In order to solve the technical problems, the technical scheme of the invention is as follows:
a preparation method of single-end alkoxy single-end vinyl polydimethylsiloxane comprises the following steps:
(1) heating DMC and hexamethyldisiloxane to 160-180 ℃, dripping phosphoric acid, stirring for 6-8 hours, refluxing and removing water to obtain a silicophosphate terminator;
(2) heating the linear body to 130-150 ℃, adding a potassium hydroxide aqueous solution, stirring for polycondensation reaction, monitoring the viscosity on line, adding the silicon phosphate terminating agent obtained in the step (1) before reaching the target viscosity, continuing to react for 5-50 minutes, vacuumizing, decompressing and distilling to remove low-boiling-point substances to obtain hydroxyl silicone oil;
(3) uniformly mixing methyltrimethoxysilane, vinyl trimethoxysilane and aluminum isopropoxide to obtain an aluminum-silane mixed solution, adding 1, 3-divinyl tetramethyl disiloxane and the aluminum-silane mixed solution into the hydroxyl silicone oil obtained in the step (2), stirring until the mixture is uniformly mixed, heating to 75-85 ℃, adding a phosphazene catalyst, stirring to react until the target viscosity is reached, adding an ammonia terminating agent, continuing to react for 3-6 hours, vacuumizing, decompressing and distilling to remove low-boiling-point substances to obtain the single-end alkoxy single-end vinyl polydimethylsiloxane.
Furthermore, in the step (1) of the invention, the mass ratio of DMC, hexamethyldisiloxane and phosphoric acid is (60-80): (5-15): (10-20).
Further, in the step (1) of the present invention, the stirring speed is 200-400 r/min.
In step (2) of the present invention, the mass concentration of the aqueous solution of potassium hydroxide is 10%, and the mass ratio of the linear body, the aqueous solution of potassium hydroxide and the silicon phosphate terminating agent is 40000:1 (1.5-2).
Further, in the step (2) of the present invention, the target viscosity is 1000-2000 mPas.
Furthermore, in the step (3), the mass ratio of methyltrimethoxysilane, vinyl trimethoxysilane and aluminum isopropoxide in the aluminum-silane mixed solution is 1:1:0.6, and the mass ratio of hydroxyl silicone oil, 1, 3-divinyl tetramethyl disiloxane, aluminum-silane mixed solution, phosphazene catalyst and ammonia terminator is (70-90): 2-8): 4-12): 0.1-0.6): 1-6.
Further, in the step (3) of the present invention, the stirring speed during the stirring reaction is 400-800 r/min.
Further, in the step (3) of the present invention, the target viscosity is 3000-4000mPa · s.
Compared with the prior art, the invention has the following beneficial effects:
according to the invention, 1, 3-divinyl tetramethyl disiloxane and methyl trimethoxy silane, vinyl trimethoxy silane and aluminum isopropoxide are used as functional materials, a linear body is used as a basic raw material to prepare hydroxy silicone oil, and then the polydimethylsiloxane is modified by the functional material to prepare the polydimethylsiloxane with alkoxy at one end and vinyl at one end.
Detailed Description
The present invention will be described in detail with reference to specific embodiments, which are illustrative of the invention and are not to be construed as limiting the invention.
Example 1
The preparation of single-end alkoxy single-end vinyl polydimethylsiloxane was carried out as follows:
(1) mixing DMC and hexamethyldisiloxane, heating to 170 ℃, dropwise adding phosphoric acid, stirring at the speed of 300r/min for 7 hours, refluxing and removing water to obtain a silicophosphate terminator, wherein the mass ratio of DMC, hexamethyldisiloxane to phosphoric acid is 70:10: 15;
(2) heating the linear body to 140 ℃, adding a potassium hydroxide aqueous solution with the mass concentration of 10%, stirring for polycondensation reaction, monitoring the viscosity on line, adding the silicon phosphate terminating agent obtained in the step (1) before the target viscosity is 1500mPa & s, continuing to react for 30 minutes, vacuumizing, decompressing and distilling to remove low-boiling-point substances to obtain hydroxyl silicone oil, wherein the mass ratio of the linear body to the potassium hydroxide aqueous solution to the silicon phosphate terminating agent is 40000:1: 1.8;
(3) uniformly mixing methyltrimethoxysilane, vinyl trimethoxysilane and aluminum isopropoxide in a mass ratio of 1:1:0.6 to obtain an aluminum-silane mixed solution, adding 1, 3-divinyl tetramethyl disiloxane and the aluminum-silane mixed solution into the hydroxy silicone oil obtained in the step (2), stirring until the mixture is uniformly mixed, heating to 80 ℃, adding a phosphazene catalyst, stirring at a stirring speed of 600r/min to react until the target viscosity is 3500mPa & s, adding an ammonia terminating agent, continuing to react for 5 hours, vacuumizing, decompressing and distilling to remove low-boiling-point substances to obtain the single-end alkoxy single-end vinyl polydimethylsiloxane, wherein the mass ratio of the hydroxy silicone oil, the 1, 3-divinyl tetramethyl disiloxane, the aluminum-silane, the phosphazene catalyst and the ammonia terminating agent is 80:5:8:0.4: 3.
Example 2
The preparation of single-end alkoxy single-end vinyl polydimethylsiloxane was carried out as follows:
(1) heating DMC and hexamethyldisiloxane to 160 ℃, dropwise adding phosphoric acid, stirring at the speed of 400r/min for 8 hours, refluxing and removing water to obtain a silicophosphate terminator, wherein the mass ratio of DMC, hexamethyldisiloxane to phosphoric acid is 60:5: 10;
(2) heating the linear body to 130 ℃, adding a potassium hydroxide aqueous solution with the mass concentration of 10%, stirring for polycondensation reaction, monitoring the viscosity on line, adding the silicon phosphate terminating agent obtained in the step (1) before the target viscosity is 1000mPa & s, continuing to react for 50 minutes, vacuumizing, decompressing and distilling to remove low-boiling-point substances to obtain hydroxyl silicone oil, wherein the mass ratio of the linear body to the potassium hydroxide aqueous solution to the silicon phosphate terminating agent is 40000:1: 1.5;
(3) uniformly mixing methyltrimethoxysilane, vinyl trimethoxysilane and aluminum isopropoxide in a mass ratio of 1:1:0.6 to obtain an aluminum-silane mixed solution, adding 1, 3-divinyl tetramethyl disiloxane and the aluminum-silane mixed solution into the hydroxy silicone oil obtained in the step (2), stirring until the mixture is uniformly mixed, heating to 75 ℃, adding a phosphazene catalyst, stirring at a stirring speed of 800r/min to react until the target viscosity is 3000mPa & s, adding an ammonia terminating agent, continuing to react for 6 hours, vacuumizing, decompressing and distilling to remove low-boiling-point substances to obtain the single-end alkoxy single-end vinyl polydimethylsiloxane, wherein the mass ratio of the hydroxy silicone oil, the 1, 3-divinyl tetramethyl disiloxane, the aluminum-silane, the phosphazene catalyst and the ammonia terminating agent is 70:2:4:0.1: 1.
Example 3
The preparation of single-end alkoxy single-end vinyl polydimethylsiloxane was carried out as follows:
(1) heating DMC and hexamethyldisiloxane to 180 ℃, dropwise adding phosphoric acid, stirring at the speed of 200r/min for 6 hours, refluxing and removing water to obtain a silicophosphate terminator, wherein the mass ratio of DMC, hexamethyldisiloxane to phosphoric acid is 80:15: 20;
(2) heating the linear body to 150 ℃, adding a potassium hydroxide aqueous solution with the mass concentration of 10%, stirring for polycondensation reaction, monitoring the viscosity on line, adding the silicon phosphate terminating agent obtained in the step (1) before the viscosity reaches 2000mPa & s, continuing to react for 5 minutes, vacuumizing, decompressing and distilling to remove low-boiling-point substances to obtain hydroxyl silicone oil, wherein the mass ratio of the linear body to the potassium hydroxide aqueous solution to the silicon phosphate terminating agent is 40000:1: 2;
(3) uniformly mixing methyltrimethoxysilane, vinyl trimethoxysilane and aluminum isopropoxide in a mass ratio of 1:1:0.6 to obtain an aluminum-silane mixed solution, adding 1, 3-divinyl tetramethyl disiloxane and the aluminum-silane mixed solution into the hydroxy silicone oil obtained in the step (2), stirring until the mixture is uniformly mixed, heating to 85 ℃, adding a phosphazene catalyst, stirring at a stirring speed of 400r/min to react until the target viscosity is 4000mPa & s, adding an ammonia terminating agent, continuing to react for 3 hours, vacuumizing, decompressing and distilling to remove low-boiling-point substances to obtain the single-end alkoxy single-end vinyl polydimethylsiloxane, wherein the mass ratio of the hydroxy silicone oil, the 1, 3-divinyl tetramethyl disiloxane, the aluminum-silane, the phosphazene catalyst and the ammonia terminating agent is 90:8:12:0.6: 6.
Example 4
The preparation of single-end alkoxy single-end vinyl polydimethylsiloxane was carried out as follows:
(1) heating DMC and hexamethyldisiloxane to 175 ℃, dropwise adding phosphoric acid, stirring at the speed of 250r/min for 6.5 hours, refluxing and removing water to obtain a silicophosphate terminator, wherein the mass ratio of DMC, hexamethyldisiloxane to phosphoric acid is 75:12: 18;
(2) heating the linear body to 145 ℃, adding a potassium hydroxide aqueous solution with the mass concentration of 10%, stirring for polycondensation reaction, monitoring the viscosity on line, adding the silicon phosphate terminating agent obtained in the step (1) before the target viscosity is 1700mPa & s, continuing to react for 20 minutes, vacuumizing, decompressing and distilling to remove low-boiling-point substances to obtain hydroxyl silicone oil, wherein the mass ratio of the linear body to the potassium hydroxide aqueous solution to the silicon phosphate terminating agent is 40000:1: 1.6;
(3) uniformly mixing methyltrimethoxysilane, vinyl trimethoxysilane and aluminum isopropoxide in a mass ratio of 1:1:0.6 to obtain an aluminum-silane mixed solution, adding 1, 3-divinyl tetramethyl disiloxane and the aluminum-silane mixed solution into the hydroxy silicone oil obtained in the step (2), stirring until the mixture is uniformly mixed, heating to 77 ℃, adding a phosphazene catalyst, stirring at a stirring speed of 500r/min to react until the target viscosity is 3600mPa & s, adding an ammonia terminating agent, continuing to react for 4 hours, vacuumizing, decompressing and distilling to remove low-boiling-point substances to obtain the single-end alkoxy single-end vinyl polydimethylsiloxane, wherein the mass ratio of the hydroxy silicone oil, the 1, 3-divinyl tetramethyl disiloxane, the aluminum-silane mixed solution, the phosphazene catalyst and the ammonia terminating agent is 75:3:5:0.2: 2.
Comparative example 1
Unlike example 1, 3-divinyltetramethyldisiloxane and vinyltrimethoxysilane were not used in step (3), and alkoxy-terminated polydimethylsiloxane was finally obtained.
Comparative example 2
Unlike example 1, methyltrimethoxysilane was not used in step (3), and vinyl terminated polydimethylsiloxane was finally obtained.
Performance testing
The viscosity stability, tensile strength and elongation at break of the products obtained in examples 1 to 4 and comparative examples 1 to 2 were measured, respectively.
The viscosity stability test method comprises the steps of respectively measuring the viscosity values of the products before and after 12 months of normal temperature placement by using a rotary viscometer, and calculating the viscosity change rate, wherein the viscosity change rate is (the viscosity value after 12 months of normal temperature placement-initial viscosity value)/the initial viscosity value is × 100%, and the lower the viscosity change rate is, the better the viscosity stability is.
The tensile strength and the elongation at break are tested by a universal material testing machine with reference to GB/T528-2009.
The test results are shown in table 1:
| viscosity Change Rate (%) | Tensile Strength (MPa) | Elongation at Break (%) | |
| Example 1 | 4.5 | 1.68 | 409.5 |
| Example 2 | 4.8 | 1.65 | 405.8 |
| Example 3 | 4.7 | 1.66 | 407.4 |
| Example 4 | 4.7 | 1.64 | 406.2 |
| Comparative example 1 | 8.9 | 1.27 | 409.5 |
| Comparative example 2 | 4.5 | 1.68 | 374.3 |
TABLE 1
As can be seen from Table 1, the single-end alkoxy single-end vinyl polydimethylsiloxane prepared in examples 1 to 4 of the present invention has good tensile strength and elongation at break, and low viscosity change rate, indicating that the viscosity stability is good. The steps of comparative examples 1-2 are different from those of example 1, wherein the viscosity change rate of comparative example 1 is obviously increased, the tensile strength is obviously reduced, which shows that the terminal vinyl group can better improve the viscosity stability and the tensile strength, and the elongation at break of comparative example 2 is obviously reduced, which shows that the terminal alkoxy group can better improve the elongation at break.
The foregoing embodiments are merely illustrative of the principles and utilities of the present invention and are not intended to limit the invention. Any person skilled in the art can modify or change the above-mentioned embodiments without departing from the spirit and scope of the present invention. Accordingly, it is intended that all equivalent modifications or changes which can be made by those skilled in the art without departing from the spirit and technical spirit of the present invention be covered by the claims of the present invention.
Claims (8)
1. A preparation method of single-end alkoxy single-end vinyl polydimethylsiloxane is characterized by comprising the following steps: the method comprises the following steps:
(1) heating DMC and hexamethyldisiloxane to 160-180 ℃, dripping phosphoric acid, stirring for 6-8 hours, refluxing and removing water to obtain a silicophosphate terminator;
(2) heating the linear body to 130-150 ℃, adding a potassium hydroxide aqueous solution, stirring for polycondensation reaction, monitoring the viscosity on line, adding the silicon phosphate terminating agent obtained in the step (1) before reaching the target viscosity, continuing to react for 5-50 minutes, vacuumizing, decompressing and distilling to remove low-boiling-point substances to obtain hydroxyl silicone oil;
(3) uniformly mixing methyltrimethoxysilane, vinyl trimethoxysilane and aluminum isopropoxide to obtain an aluminum-silane mixed solution, adding 1, 3-divinyl tetramethyl disiloxane and the aluminum-silane mixed solution into the hydroxyl silicone oil obtained in the step (2), stirring until the mixture is uniformly mixed, heating to 75-85 ℃, adding a phosphazene catalyst, stirring to react until the target viscosity is reached, adding an ammonia terminating agent, continuing to react for 3-6 hours, vacuumizing, decompressing and distilling to remove low-boiling-point substances to obtain the single-end alkoxy single-end vinyl polydimethylsiloxane.
2. The method of claim 1, wherein the method comprises the steps of: in the step (1), the mass ratio of DMC, hexamethyldisiloxane to phosphoric acid is (60-80): 5-15): 10-20.
3. The method of claim 1, wherein the method comprises the steps of: in the step (1), the stirring speed is 200-400 r/min.
4. The method of claim 1, wherein the method comprises the steps of: in the step (2), the mass concentration of the potassium hydroxide aqueous solution is 10%, and the mass ratio of the linear body, the potassium hydroxide aqueous solution and the silicon phosphate terminator is 40000:1 (1.5-2).
5. The method of claim 3, wherein the method comprises the steps of: in the step (2), the target viscosity is 1000-2000 mPas.
6. The method of claim 1, wherein the method comprises the steps of: in the step (3), the mass ratio of methyltrimethoxysilane, vinyl trimethoxysilane and aluminum isopropoxide in the aluminum-silane mixed solution is 1:1:0.6, and the mass ratio of hydroxyl silicone oil, 1, 3-divinyl tetramethyl disiloxane, the aluminum-silane mixed solution, the phosphazene catalyst and the ammonia terminator is (70-90): 2-8): 4-12): 0.1-0.6): 1-6.
7. The method of claim 1, wherein the method comprises the steps of: in the step (3), the stirring speed during the stirring reaction is 400-800 r/min.
8. The method of claim 1, wherein the method comprises the steps of: in the step (3), the target viscosity is 3000-4000mPa · s.
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| CN110156996A (en) * | 2019-05-21 | 2019-08-23 | 郝建强 | Monoblocking reaction organosilicon and preparation method thereof |
| CN110156995A (en) * | 2019-05-21 | 2019-08-23 | 郝建强 | Monoblocking reaction organosilicon |
| CN115572390A (en) * | 2022-09-09 | 2023-01-06 | 新纳奇材料科技江苏有限公司 | Preparation method of phosphonitrile chloride catalyst and application of phosphonitrile chloride catalyst in preparation of vinyl-terminated polydimethylsiloxane |
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