CN116621874A - Silane derivative, preparation method and application thereof - Google Patents
Silane derivative, preparation method and application thereof Download PDFInfo
- Publication number
- CN116621874A CN116621874A CN202310600507.XA CN202310600507A CN116621874A CN 116621874 A CN116621874 A CN 116621874A CN 202310600507 A CN202310600507 A CN 202310600507A CN 116621874 A CN116621874 A CN 116621874A
- Authority
- CN
- China
- Prior art keywords
- silane derivative
- solution
- oil phase
- aptes
- preparation
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 150000004756 silanes Chemical class 0.000 title claims abstract description 135
- 238000002360 preparation method Methods 0.000 title claims abstract description 41
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 claims abstract description 58
- 239000002904 solvent Substances 0.000 claims abstract description 57
- 239000000463 material Substances 0.000 claims abstract description 7
- 239000012071 phase Substances 0.000 claims description 136
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 129
- WYURNTSHIVDZCO-UHFFFAOYSA-N tetrahydrofuran Substances C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 86
- 238000006243 chemical reaction Methods 0.000 claims description 78
- 238000001914 filtration Methods 0.000 claims description 40
- 239000000047 product Substances 0.000 claims description 35
- 238000000034 method Methods 0.000 claims description 28
- 239000006227 byproduct Substances 0.000 claims description 24
- 229940095564 anhydrous calcium sulfate Drugs 0.000 claims description 21
- 239000007788 liquid Substances 0.000 claims description 21
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical class [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 20
- 238000003756 stirring Methods 0.000 claims description 20
- 238000000605 extraction Methods 0.000 claims description 14
- 230000008569 process Effects 0.000 claims description 9
- 230000035484 reaction time Effects 0.000 claims description 7
- 238000004519 manufacturing process Methods 0.000 claims description 6
- 239000008346 aqueous phase Substances 0.000 claims description 4
- 238000001035 drying Methods 0.000 claims description 4
- 238000001704 evaporation Methods 0.000 claims description 3
- 239000006087 Silane Coupling Agent Substances 0.000 abstract description 13
- 239000003814 drug Substances 0.000 abstract description 9
- 239000002994 raw material Substances 0.000 abstract description 9
- 239000002131 composite material Substances 0.000 abstract description 6
- 230000002194 synthesizing effect Effects 0.000 abstract 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 43
- 238000000746 purification Methods 0.000 description 40
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 37
- 238000010438 heat treatment Methods 0.000 description 32
- 229920006395 saturated elastomer Polymers 0.000 description 18
- 238000001291 vacuum drying Methods 0.000 description 16
- 238000011403 purification operation Methods 0.000 description 10
- 238000003786 synthesis reaction Methods 0.000 description 10
- 230000015572 biosynthetic process Effects 0.000 description 8
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- 238000002390 rotary evaporation Methods 0.000 description 6
- 239000000126 substance Substances 0.000 description 5
- -1 casting Substances 0.000 description 4
- 125000000524 functional group Chemical group 0.000 description 4
- RPGWZZNNEUHDAQ-UHFFFAOYSA-N phenylphosphine Chemical group PC1=CC=CC=C1 RPGWZZNNEUHDAQ-UHFFFAOYSA-N 0.000 description 4
- 230000009257 reactivity Effects 0.000 description 4
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical compound [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 description 4
- 125000004469 siloxy group Chemical group [SiH3]O* 0.000 description 4
- 239000004593 Epoxy Substances 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 229910000073 phosphorus hydride Inorganic materials 0.000 description 3
- 229920002635 polyurethane Polymers 0.000 description 3
- 239000004814 polyurethane Substances 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 239000007810 chemical reaction solvent Substances 0.000 description 2
- 239000007822 coupling agent Substances 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 239000011256 inorganic filler Substances 0.000 description 2
- 229910003475 inorganic filler Inorganic materials 0.000 description 2
- 229910010272 inorganic material Inorganic materials 0.000 description 2
- 239000011147 inorganic material Substances 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 229910000077 silane Inorganic materials 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000002318 adhesion promoter Substances 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 239000013064 chemical raw material Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- IMDXZWRLUZPMDH-UHFFFAOYSA-N dichlorophenylphosphine Chemical group ClP(Cl)C1=CC=CC=C1 IMDXZWRLUZPMDH-UHFFFAOYSA-N 0.000 description 1
- 238000009510 drug design Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000011810 insulating material Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 229920000620 organic polymer Polymers 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 239000003566 sealing material Substances 0.000 description 1
- 238000002444 silanisation Methods 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/44—Amides thereof
- C07F9/4461—Amides thereof the amide moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4465—Amides thereof the amide moiety containing a substituent or a structure which is considered as characteristic of aliphatic amines
-
- 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
- C08K5/00—Use of organic ingredients
- C08K5/54—Silicon-containing compounds
- C08K5/544—Silicon-containing compounds containing nitrogen
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
Abstract
The application discloses a silane derivative, a preparation method and application thereof. In one aspect, the application discloses a silane derivative; on the other hand, the application also discloses a preparation method of the silane derivative, which is prepared by taking APTES and PPDCL as raw materials and synthesizing the raw materials in a THF solvent containing TEA. In a third aspect, the application also discloses application of the silane derivative in the fields of medicine and material preparation. The silane derivative can meet the performance requirements of the high-performance and high-functional composite material on the silane coupling agent, and the preparation process is relatively simple, the preparation yield is higher, and the purity of the prepared product is relatively higher.
Description
Technical Field
The application relates to the technical field of organic synthesis, in particular to a silane derivative, a preparation method and application thereof.
Background
The silane coupling agent APTES, the chemical name of which is 3-aminopropyl triethoxysilane, is an aminosilane which is frequently used in the silanization process, the surface of the aminosilane is functionalized by alkoxysilane molecules, the appearance of the aminosilane is colorless or yellowish transparent liquid, the universality is strong, and the aminosilane is soluble in organic solvents. APTES molecules contain two different active groups of amino and oxygen, and are commonly used for coupling organic polymers and inorganic fillers, so that the cohesiveness of the APTES is enhanced, and the mechanical, electrical, water-resistant, anti-aging and other performances of the product are improved. APTES is commonly used in industries such as glass fiber, casting, textile auxiliary, insulating materials, adhesives and the like; suitable polymers for APTES are epoxy, phenolic, melamine, nylon, polyvinyl chloride, polyacrylic, polyurethane, and the like. APTES is also an excellent adhesion promoter, can be used for polyurethane, epoxy, nitrile, phenolic aldehyde adhesives and sealing materials, can improve pigment dispersibility and improve adhesion to glass, aluminum and iron metals, and is also suitable for polyurethane, epoxy, acrylic latex and other coatings. Therefore, the method has very wide application in the chemical industry field.
However, with the rapid development of high-performance and high-functional composite materials, new and higher requirements are also put on the performance of the silane coupling agent and the use technology thereof. For example, to allow one coupling agent to accommodate multiple resins, a multifunctional silane is required; for another example, in order to eliminate the influence of the properties of the filler itself on the composite material, a silane or the like capable of passivating the filler surface is required. The silane coupling agent APTES can not better meet the performance requirements of the current high-performance and high-functional composite material on the silane coupling agent. Although the industrial mass production of the silane coupling agent APTES is realized in China earlier, the yield of the product is generally not high in the existing mass production process at present; meanwhile, byproducts generated in the preparation process are seriously corroded on equipment and pollute the environment.
At present, the prior art is constantly researching silane derivatives to meet the performance requirements of high-performance and high-functional composite materials on silane coupling agents, and simultaneously developing corresponding preparation processes with high yield and high purity and environment friendliness. However, the existing silane derivative has a complex structure, the synthesis reaction is also complex, and the yield is difficult to improve; and the subsequent treatment is relatively complex, the purity of the prepared product is not high, and the current market needs are difficult to meet.
Disclosure of Invention
In order to solve at least one technical problem, a silane coupling agent product which can meet the performance requirements of high-performance and high-functional composite materials on silane coupling agents, has relatively simple preparation process, higher yield and relatively higher purity is developed, and the application provides a silane derivative, a preparation method and application thereof.
In one aspect, the present application provides a silane derivative having the structural formula:
by adopting the technical scheme, the silane derivative contains two siloxy groups, so that the silane derivative has good reactivity and compatibility to inorganic matters and organic matters; meanwhile, the silane derivative provided by the application contains a phenylphosphine group, and the group is widely applied to the field of medicine synthesis, so that the silane derivative provided by the application can be used as an excellent medical intermediate in the field of medicine synthesis, and the application range of the silane derivative provided by the application is effectively widened.
On the other hand, the application also provides a preparation method of the silane derivative, which adopts the following process route:
optionally, the preparation method of the silane derivative comprises the following steps:
s1, dissolving APTES in THF, and adding TEA to prepare a solution;
s2, dissolving PPDCL in THF to prepare a solution, and dropwise adding the solution prepared in the step S1 into the solution under the low-temperature condition to obtain a reaction solution;
s3, reacting the reaction solution obtained in the step S2 for more than 20min at low temperature, reacting for more than 5h at room temperature, and filtering the reaction solution to obtain crude silane derivative solution;
s4, adding ethyl acetate and saturated saline into the crude silane derivative liquid obtained in the step S3, and removing byproducts through extraction to obtain an oil phase which is primarily purified;
s5, adding anhydrous calcium sulfate into the oil phase obtained in the step S4, stirring, standing, and filtering the oil phase after standing to obtain a secondary purified oil phase;
s6, separating and removing ethyl acetate in the oil phase obtained in the step S5, and drying to remove the solvent to obtain a silane derivative pure product.
By adopting the technical scheme, APTES and PPDCL are adopted as raw materials, so that the target silane derivative is synthesized, and the raw materials are wide in source and easy to obtain; meanwhile, the application adopts the THF containing TEA as the reaction solvent, which not only has low cost, but also has high reaction yield, good selectivity, easy separation and purification and less pollution; in addition, the synthetic method disclosed by the application is simple in steps, does not need the synthetic steps of protecting and deprotecting functional groups, is mild in reaction conditions, easy to control and high in purity of the prepared product.
Optionally, in the steps S1 and S2, the molar ratio of the APTES, TEA and PPDCL is 1:1.5:1.
By adopting the technical scheme, the material feeding ratio is optimized, so that the silane coupling agent can be completely reacted, and the residue is effectively avoided.
Optionally, in the step S2, the dripping time of the solution configured in the dripping step S1 is controlled to be 1h.
Optionally, in the step S2, the low-temperature condition is an ice bath condition, the low-temperature reaction time is controlled to be 30-90 min, and the normal-temperature reaction time is controlled to be 6-8 h.
Optionally, in the step S4, the extracting is performed to remove the byproduct, by extracting the byproduct into the aqueous phase, and then separating the aqueous phase; the extraction operation is repeated 3 to 5 times.
Optionally, in the step S5, the standing time is controlled to be 0.5-1 h.
Optionally, in step S6, the ethyl acetate is separated and removed by spin evaporation, and the spin evaporation temperature is controlled at 60-75 ℃.
In a third aspect, the application also provides the use of the above silane derivatives in the field of pharmaceutical and material preparation.
In summary, the present application includes at least one of the following beneficial technical effects:
the reaction operation of the application is simpler; the reaction substrate is simple and the source is wide.
The application has the advantages of cheap reaction substrate, high yield, good selectivity, easy separation and purification, less pollution, simple steps, and capability of omitting the steps of protecting and deprotecting functional groups for synthesis, and the target product silane derivative is widely applicable to aspects of drug design, material science and the like.
The product of the application can lead the high molecular polymer to have good compatibility.
1. The silane derivative contains two siloxy groups, so that the silane derivative has good reactivity and compatibility to inorganic matters and organic matters; meanwhile, the silane derivative provided by the application contains a phenylphosphine group, and the group is widely applied to the field of medicine synthesis, so that the silane derivative provided by the application can be used as an excellent medical intermediate in the field of medicine synthesis, and the application range of the silane derivative provided by the application is effectively widened.
2. The silane derivative can lead the high molecular polymer to have good compatibility; the functional group of the silane derivative can enable one end of the silane derivative to react with hydroxyl of an inorganic material to form a hydrogen bond, and the silane derivative is condensed, dehydrated and solidified under certain conditions to form a covalent bond, and the other end of the silane derivative can be combined with an organic high-molecular material, so that good compatibility is generated among the organic high-molecular material, the silane coupling agent and the inorganic material.
3. The preparation of the silane derivative adopts APTES and PPDCL as raw materials, synthesizes the target silane derivative of the application, has wide raw material sources and is easy to obtain.
4. The preparation of the silane derivative adopts TEA-containing THF as a reaction solvent, so that the cost is low, the reaction yield is high, the selectivity is good, the separation and purification are easy, and the pollution is less.
5. The preparation of the silane derivative disclosed by the application is simple in steps, does not need the synthesis steps of protecting and deprotecting functional groups, is mild in reaction conditions, easy to control and high in purity of the prepared product.
Detailed Description
The present application will be described in further detail with reference to examples.
Noun interpretation:
APTES: the chemical name of KH550 is 3-aminopropyl triethoxy silane, which is a common silane coupling agent;
PPDCL: the chemical name is dichlorophenyl phosphine, which is a common phosphine-containing synthetic raw material;
THF: tetrahydrofuran is a common organic solvent;
TEA: the chemical name is triethanolamine or tri (2-hydroxyethyl) amine, and is a chemical raw material with wide application.
The application relates to a silane derivative, which has the structural formula:
the preparation of the silane derivative adopts the following process route:
the silane derivative of the present application uses APTES and PPDCL as raw materials, and two APTES molecules are substituted by two chlorine atoms of PPDCL through reaction, and two APTES groups are connected to a phenylphosphine group.
The silane derivative contains two siloxy groups, so that the silane derivative has good reactivity and compatibility to inorganic matters and organic matters; meanwhile, the silane derivative contains a phenylphosphine group, and the group has wide application in the field of medicine synthesis, so that the silane derivative can be used as an excellent medical intermediate in the field of medicine synthesis. The design of the application ensures that the silane derivative can be used as an auxiliary agent such as a coupling agent and the like, and can be used as a drug intermediate. The application contains two siloxy groups, so that the application has excellent compatibility and reactivity and very good performance when being used as a drug intermediate.
When the silane derivative is applied as a phosphine-containing silane coupling agent, the compatibility between the high polymer and the inorganic filler can be improved, and the thermal stability of the high polymer can be improved under the action of phosphine-containing groups, so that the high polymer has certain flame retardant property.
The following are examples of the application
The sources of the raw materials are as follows:
APTES-purity over 99% Shanghai Ala Biochemical technology Co., ltd; PPDCL-purity above 99%, shanghai aladine biochemical technologies, inc; TEA-purity over 99% from Tianjin Seen Biochemical Co., ltd; THF-purity above 99%, beginningcarbofuran technologies limited.
Example 1
APTES, PPDCL and TEA of this example were fed in a molar ratio of 2:1:2.
The silane derivative of this example was prepared by the following method, comprising the steps of:
s1, dissolving APTES with a formula amount in solvent THF, and adding TEA with a formula amount to prepare a solution a;
s2, dissolving the PPDCL in the formula amount in a solvent THF to prepare a solution b;
s3, dropwise adding the solution a into the solution b at the temperature of 5 ℃, and controlling the dropwise adding time to be about 30 minutes, so as to complete the preparation of the reaction solution;
s4, reacting the reaction solution at the temperature of 5 ℃ for 20min, reacting at the room temperature for 5h, and filtering the reaction solution to obtain crude silane derivative solution;
s5, adding ethyl acetate and saturated small amount of saturated saline into the crude silane derivative liquid, extracting byproducts into a water phase, and removing the water phase to obtain an oil phase which is primarily purified;
s6, adding anhydrous calcium sulfate into the oil phase subjected to primary purification, stirring, standing for 10min, and filtering the oil phase subjected to standing to obtain an oil phase subjected to secondary purification;
and S7, removing ethyl acetate in the secondarily purified oil phase by heating, controlling the heating temperature within 85 ℃, and then removing the solvent by vacuum drying to obtain the silane derivative pure product of the embodiment.
Example 2
APTES, PPDCL and TEA of this example were fed in a molar ratio of 2:1:1.5.
The silane derivative of this example was prepared by the following method, comprising the steps of:
s1, dissolving APTES with a formula amount in solvent THF, and adding TEA with a formula amount to prepare a solution a;
s2, dissolving the PPDCL in the formula amount in a solvent THF to prepare a solution b;
s3, dropwise adding the solution a into the solution b at the temperature of 5 ℃, and controlling the dropwise adding time to be about 30 minutes, so as to complete the preparation of the reaction solution;
s4, reacting the reaction solution at the temperature of 5 ℃ for 20min, reacting at the room temperature for 5h, and filtering the reaction solution to obtain crude silane derivative solution;
s5, adding ethyl acetate and saturated small amount of saturated saline into the crude silane derivative liquid, extracting byproducts into a water phase, and removing the water phase to obtain an oil phase which is primarily purified;
s6, adding anhydrous calcium sulfate into the oil phase subjected to primary purification, stirring, standing for 10min, and filtering the oil phase subjected to standing to obtain an oil phase subjected to secondary purification;
and S7, removing ethyl acetate in the secondarily purified oil phase by heating, controlling the heating temperature within 85 ℃, and then removing the solvent by vacuum drying to obtain the silane derivative pure product of the embodiment.
Example 3
APTES, PPDCL and TEA of this example were fed in a molar ratio of 1.5:1:1.5.
The silane derivative of this example was prepared by the following method, comprising the steps of:
s1, dissolving APTES with a formula amount in solvent THF, and adding TEA with a formula amount to prepare a solution a;
s2, dissolving the PPDCL in the formula amount in a solvent THF to prepare a solution b;
s3, dropwise adding the solution a into the solution b at the temperature of 5 ℃, and controlling the dropwise adding time to be about 30 minutes, so as to complete the preparation of the reaction solution;
s4, reacting the reaction solution at the temperature of 5 ℃ for 20min, reacting at the room temperature for 5h, and filtering the reaction solution to obtain crude silane derivative solution;
s5, adding ethyl acetate and saturated small amount of saturated saline into the crude silane derivative liquid, extracting byproducts into a water phase, and removing the water phase to obtain an oil phase which is primarily purified;
s6, adding anhydrous calcium sulfate into the oil phase subjected to primary purification, stirring, standing for 10min, and filtering the oil phase subjected to standing to obtain an oil phase subjected to secondary purification;
and S7, removing ethyl acetate in the secondarily purified oil phase by heating, controlling the heating temperature within 85 ℃, and then removing the solvent by vacuum drying to obtain the silane derivative pure product of the embodiment.
Example 4
APTES, PPDCL and TEA of this example were fed in a molar ratio of 1:1:1.5.
The silane derivative of this example was prepared by the following method, comprising the steps of:
s1, dissolving APTES with a formula amount in solvent THF, and adding TEA with a formula amount to prepare a solution a;
s2, dissolving the PPDCL in the formula amount in a solvent THF to prepare a solution b;
s3, dropwise adding the solution a into the solution b at the temperature of 5 ℃, and controlling the dropwise adding time to be about 30 minutes, so as to complete the preparation of the reaction solution;
s4, reacting the reaction solution at the temperature of 5 ℃ for 20min, reacting at the room temperature for 5h, and filtering the reaction solution to obtain crude silane derivative solution;
s5, adding ethyl acetate and saturated small amount of saturated saline into the crude silane derivative liquid, extracting byproducts into a water phase, and removing the water phase to obtain an oil phase which is primarily purified;
s6, adding anhydrous calcium sulfate into the oil phase subjected to primary purification, stirring, standing for 10min, and filtering the oil phase subjected to standing to obtain an oil phase subjected to secondary purification;
and S7, removing ethyl acetate in the secondarily purified oil phase by heating, controlling the heating temperature within 85 ℃, and then removing the solvent by vacuum drying to obtain the silane derivative pure product of the embodiment.
Example 5
APTES, PPDCL and TEA of this example were fed in a molar ratio of 1:1:1.5.
The silane derivative of this example was prepared by the following method, comprising the steps of:
s1, dissolving APTES with a formula amount in solvent THF, and adding TEA with a formula amount to prepare a solution a;
s2, dissolving the PPDCL in the formula amount in a solvent THF to prepare a solution b;
s3, dropwise adding the solution a into the solution b at the temperature of 0 ℃, and controlling the dropwise adding time to be about 20 minutes, so as to complete the preparation of the reaction solution;
s4, reacting the reaction solution at 0 ℃ for 20min, reacting for 5h at room temperature, and filtering the reaction solution to obtain crude silane derivative solution;
s5, adding ethyl acetate and saturated small amount of saturated saline into the crude silane derivative liquid, extracting byproducts into a water phase, and removing the water phase to obtain an oil phase which is primarily purified;
s6, adding anhydrous calcium sulfate into the oil phase subjected to primary purification, stirring, standing for 10min, and filtering the oil phase subjected to standing to obtain an oil phase subjected to secondary purification;
and S7, removing ethyl acetate in the secondarily purified oil phase by heating, controlling the heating temperature within 85 ℃, and then removing the solvent by vacuum drying to obtain the silane derivative pure product of the embodiment.
Example 6
APTES, PPDCL and TEA of this example were fed in a molar ratio of 1:1:1.5.
The silane derivative of this example was prepared by the following method, comprising the steps of:
s1, dissolving APTES with a formula amount in solvent THF, and adding TEA with a formula amount to prepare a solution a;
s2, dissolving the PPDCL in the formula amount in a solvent THF to prepare a solution b;
s3, dropwise adding the solution a into the solution b at the temperature of 0 ℃, and controlling the dropwise adding time to be about 60 minutes, so as to complete the preparation of the reaction solution;
s4, reacting the reaction solution at 0 ℃ for 30min, reacting for 6h at room temperature, and filtering the reaction solution to obtain crude silane derivative solution;
s5, adding ethyl acetate and saturated small amount of saturated saline into the crude silane derivative liquid, extracting byproducts into a water phase, and removing the water phase to obtain an oil phase which is primarily purified;
s6, adding anhydrous calcium sulfate into the oil phase subjected to primary purification, stirring, standing for 10min, and filtering the oil phase subjected to standing to obtain an oil phase subjected to secondary purification;
and S7, removing ethyl acetate in the secondarily purified oil phase by heating, controlling the heating temperature within 85 ℃, and then removing the solvent by vacuum drying to obtain the silane derivative pure product of the embodiment.
Example 7
APTES, PPDCL and TEA of this example were fed in a molar ratio of 1:1:1.5.
The silane derivative of this example was prepared by the following method, comprising the steps of:
s1, dissolving APTES with a formula amount in solvent THF, and adding TEA with a formula amount to prepare a solution a;
s2, dissolving the PPDCL in the formula amount in a solvent THF to prepare a solution b;
s3, dropwise adding the solution a into the solution b under the ice bath condition, and controlling the dropwise adding time to be about 45 minutes, so as to complete the preparation of the reaction solution;
s4, reacting the reaction solution for 60min under the ice bath condition, reacting for 7h under the room temperature condition, and filtering the reaction solution to obtain crude silane derivative solution;
s5, adding ethyl acetate and saturated small amount of saturated saline into the crude silane derivative liquid, extracting byproducts into a water phase, and removing the water phase to obtain an oil phase which is primarily purified;
s6, adding anhydrous calcium sulfate into the oil phase subjected to primary purification, stirring, standing for 10min, and filtering the oil phase subjected to standing to obtain an oil phase subjected to secondary purification;
and S7, removing ethyl acetate in the secondarily purified oil phase by heating, controlling the heating temperature within 85 ℃, and then removing the solvent by vacuum drying to obtain the silane derivative pure product of the embodiment.
Example 8
APTES, PPDCL and TEA of this example were fed in a molar ratio of 1:1:1.5.
The silane derivative of this example was prepared by the following method, comprising the steps of:
s1, dissolving APTES with a formula amount in solvent THF, and adding TEA with a formula amount to prepare a solution a;
s2, dissolving the PPDCL in the formula amount in a solvent THF to prepare a solution b;
s3, dropwise adding the solution a into the solution b under the ice bath condition, and controlling the dropwise adding time to be about 60 minutes, so as to complete the preparation of the reaction solution;
s4, reacting the reaction solution for 90min under the ice bath condition, reacting for 8h under the room temperature condition, and filtering the reaction solution to obtain crude silane derivative solution;
s5, adding ethyl acetate and saturated small amount of saturated saline into the crude silane derivative liquid, extracting byproducts into a water phase, and removing the water phase to obtain an oil phase which is primarily purified;
s6, adding anhydrous calcium sulfate into the oil phase subjected to primary purification, stirring, standing for 10min, and filtering the oil phase subjected to standing to obtain an oil phase subjected to secondary purification;
and S7, removing ethyl acetate in the secondarily purified oil phase by heating, controlling the heating temperature within 85 ℃, and then removing the solvent by vacuum drying to obtain the silane derivative pure product of the embodiment.
Example 9
APTES, PPDCL and TEA of this example were fed in a molar ratio of 1:1:1.5.
The silane derivative of this example was prepared by the following method, comprising the steps of:
s1, dissolving APTES with a formula amount in solvent THF, and adding TEA with a formula amount to prepare a solution a;
s2, dissolving the PPDCL in the formula amount in a solvent THF to prepare a solution b;
s3, dropwise adding the solution a into the solution b under the ice bath condition, and controlling the dropwise adding time to be about 60 minutes, so as to complete the preparation of the reaction solution;
s4, reacting the reaction solution for 100min under the ice bath condition, reacting for 8.5h at room temperature, and filtering the reaction solution to obtain crude silane derivative solution;
s5, adding ethyl acetate and saturated small amount of saturated saline into the crude silane derivative liquid, extracting byproducts into a water phase, and removing the water phase to obtain an oil phase which is primarily purified;
s6, adding anhydrous calcium sulfate into the oil phase subjected to primary purification, stirring, standing for 10min, and filtering the oil phase subjected to standing to obtain an oil phase subjected to secondary purification;
and S7, removing ethyl acetate in the secondarily purified oil phase by heating, controlling the heating temperature within 85 ℃, and then removing the solvent by vacuum drying to obtain the silane derivative pure product of the embodiment.
Example 10
APTES, PPDCL and TEA of this example were fed in a molar ratio of 1:1:1.5.
The silane derivative of this example was prepared by the following method, comprising the steps of:
s1, dissolving APTES with a formula amount in solvent THF, and adding TEA with a formula amount to prepare a solution a;
s2, dissolving the PPDCL in the formula amount in a solvent THF to prepare a solution b;
s3, dropwise adding the solution a into the solution b under the ice bath condition, and controlling the dropwise adding time to be about 70 minutes, so as to complete the preparation of the reaction solution;
s4, reacting the reaction solution for 90min under the ice bath condition, reacting for 8h under the room temperature condition, and filtering the reaction solution to obtain crude silane derivative solution;
s5, adding ethyl acetate and saturated small amount of saturated saline into the crude silane derivative liquid, extracting byproducts into a water phase, and removing the water phase to obtain an oil phase which is primarily purified;
s6, adding anhydrous calcium sulfate into the oil phase subjected to primary purification, stirring, standing for 10min, and filtering the oil phase subjected to standing to obtain an oil phase subjected to secondary purification;
and S7, removing ethyl acetate in the secondarily purified oil phase by heating, controlling the heating temperature within 85 ℃, and then removing the solvent by vacuum drying to obtain the silane derivative pure product of the embodiment.
Example 11
APTES, PPDCL and TEA of this example were fed in a molar ratio of 1:1:1.5.
The silane derivative of this example was prepared by the following method, comprising the steps of:
s1, dissolving APTES with a formula amount in solvent THF, and adding TEA with a formula amount to prepare a solution a;
s2, dissolving the PPDCL in the formula amount in a solvent THF to prepare a solution b;
s3, dropwise adding the solution a into the solution b under the ice bath condition, and controlling the dropwise adding time to be about 60 minutes, so as to complete the preparation of the reaction solution;
s4, reacting the reaction solution for 80min under the ice bath condition, reacting for 7.5h at room temperature, and filtering the reaction solution to obtain crude silane derivative solution;
s5, adding ethyl acetate and saturated small amount of saturated saline into the crude silane derivative liquid, extracting byproducts into a water phase, and removing the water phase to obtain an oil phase which is primarily purified; the extraction and purification operation is carried out for 3 times;
s6, adding anhydrous calcium sulfate into the oil phase subjected to primary purification, stirring, standing for 10min, and filtering the oil phase subjected to standing to obtain an oil phase subjected to secondary purification;
and S7, removing ethyl acetate in the secondarily purified oil phase by heating, controlling the heating temperature within 85 ℃, and then removing the solvent by vacuum drying to obtain the silane derivative pure product of the embodiment.
Example 12
APTES, PPDCL and TEA of this example were fed in a molar ratio of 1:1:1.5.
The silane derivative of this example was prepared by the following method, comprising the steps of:
s1, dissolving APTES with a formula amount in solvent THF, and adding TEA with a formula amount to prepare a solution a;
s2, dissolving the PPDCL in the formula amount in a solvent THF to prepare a solution b;
s3, dropwise adding the solution a into the solution b under the ice bath condition, and controlling the dropwise adding time to be about 60 minutes, so as to complete the preparation of the reaction solution;
s4, reacting the reaction solution for 80min under the ice bath condition, reacting for 7.5h at room temperature, and filtering the reaction solution to obtain crude silane derivative solution;
s5, adding ethyl acetate and saturated small amount of saturated saline into the crude silane derivative liquid, extracting byproducts into a water phase, and removing the water phase to obtain an oil phase which is primarily purified; the extraction and purification operation is carried out for 4 times;
s6, adding anhydrous calcium sulfate into the oil phase subjected to primary purification, stirring, standing for 10min, and filtering the oil phase subjected to standing to obtain an oil phase subjected to secondary purification;
and S7, removing ethyl acetate in the secondarily purified oil phase by heating, controlling the heating temperature within 85 ℃, and then removing the solvent by vacuum drying to obtain the silane derivative pure product of the embodiment.
Example 13
APTES, PPDCL and TEA of this example were fed in a molar ratio of 1:1:1.5.
The silane derivative of this example was prepared by the following method, comprising the steps of:
s1, dissolving APTES with a formula amount in solvent THF, and adding TEA with a formula amount to prepare a solution a;
s2, dissolving the PPDCL in the formula amount in a solvent THF to prepare a solution b;
s3, dropwise adding the solution a into the solution b under the ice bath condition, and controlling the dropwise adding time to be about 60 minutes, so as to complete the preparation of the reaction solution;
s4, reacting the reaction solution for 80min under the ice bath condition, reacting for 7.5h at room temperature, and filtering the reaction solution to obtain crude silane derivative solution;
s5, adding ethyl acetate and saturated small amount of saturated saline into the crude silane derivative liquid, extracting byproducts into a water phase, and removing the water phase to obtain an oil phase which is primarily purified; the extraction and purification operation is carried out for 5 times;
s6, adding anhydrous calcium sulfate into the oil phase subjected to primary purification, stirring, standing for 10min, and filtering the oil phase subjected to standing to obtain an oil phase subjected to secondary purification;
and S7, removing ethyl acetate in the secondarily purified oil phase by heating, controlling the heating temperature within 85 ℃, and then removing the solvent by vacuum drying to obtain the silane derivative pure product of the embodiment.
Example 14
APTES, PPDCL and TEA of this example were fed in a molar ratio of 1:1:1.5.
The silane derivative of this example was prepared by the following method, comprising the steps of:
s1, dissolving APTES with a formula amount in solvent THF, and adding TEA with a formula amount to prepare a solution a;
s2, dissolving the PPDCL in the formula amount in a solvent THF to prepare a solution b;
s3, dropwise adding the solution a into the solution b under the ice bath condition, and controlling the dropwise adding time to be about 60 minutes, so as to complete the preparation of the reaction solution;
s4, reacting the reaction solution for 80min under the ice bath condition, reacting for 7.5h at room temperature, and filtering the reaction solution to obtain crude silane derivative solution;
s5, adding ethyl acetate and saturated small amount of saturated saline into the crude silane derivative liquid, extracting byproducts into a water phase, and removing the water phase to obtain an oil phase which is primarily purified; the extraction and purification operation is carried out for 4 times;
s6, adding anhydrous calcium sulfate into the oil phase subjected to primary purification, stirring, standing for 30min, and filtering the oil phase subjected to standing to obtain an oil phase subjected to secondary purification;
and S7, removing ethyl acetate in the secondarily purified oil phase by heating, controlling the heating temperature within 85 ℃, and then removing the solvent by vacuum drying to obtain the silane derivative pure product of the embodiment.
Example 15
APTES, PPDCL and TEA of this example were fed in a molar ratio of 1:1:1.5.
The silane derivative of this example was prepared by the following method, comprising the steps of:
s1, dissolving APTES with a formula amount in solvent THF, and adding TEA with a formula amount to prepare a solution a;
s2, dissolving the PPDCL in the formula amount in a solvent THF to prepare a solution b;
s3, dropwise adding the solution a into the solution b under the ice bath condition, and controlling the dropwise adding time to be about 60 minutes, so as to complete the preparation of the reaction solution;
s4, reacting the reaction solution for 80min under the ice bath condition, reacting for 7.5h at room temperature, and filtering the reaction solution to obtain crude silane derivative solution;
s5, adding ethyl acetate and saturated small amount of saturated saline into the crude silane derivative liquid, extracting byproducts into a water phase, and removing the water phase to obtain an oil phase which is primarily purified; the extraction and purification operation is carried out for 4 times;
s6, adding anhydrous calcium sulfate into the oil phase subjected to primary purification, stirring, standing for 60min, and filtering the oil phase subjected to standing to obtain an oil phase subjected to secondary purification;
and S7, removing ethyl acetate in the secondarily purified oil phase by heating, controlling the heating temperature within 85 ℃, and then removing the solvent by vacuum drying to obtain the silane derivative pure product of the embodiment.
Example 16
APTES, PPDCL and TEA of this example were fed in a molar ratio of 1:1:1.5.
The silane derivative of this example was prepared by the following method, comprising the steps of:
s1, dissolving APTES with a formula amount in solvent THF, and adding TEA with a formula amount to prepare a solution a;
s2, dissolving the PPDCL in the formula amount in a solvent THF to prepare a solution b;
s3, dropwise adding the solution a into the solution b under the ice bath condition, and controlling the dropwise adding time to be about 60 minutes, so as to complete the preparation of the reaction solution;
s4, reacting the reaction solution for 80min under the ice bath condition, reacting for 7.5h at room temperature, and filtering the reaction solution to obtain crude silane derivative solution;
s5, adding ethyl acetate and saturated small amount of saturated saline into the crude silane derivative liquid, extracting byproducts into a water phase, and removing the water phase to obtain an oil phase which is primarily purified; the extraction and purification operation is carried out for 4 times;
s6, adding anhydrous calcium sulfate into the oil phase subjected to primary purification, stirring, standing for 70min, and filtering the oil phase subjected to standing to obtain an oil phase subjected to secondary purification;
and S7, removing ethyl acetate in the secondarily purified oil phase by heating, controlling the heating temperature within 85 ℃, and then removing the solvent by vacuum drying to obtain the silane derivative pure product of the embodiment.
Example 17
APTES, PPDCL and TEA of this example were fed in a molar ratio of 1:1:1.5.
The silane derivative of this example was prepared by the following method, comprising the steps of:
s1, dissolving APTES with a formula amount in solvent THF, and adding TEA with a formula amount to prepare a solution a;
s2, dissolving the PPDCL in the formula amount in a solvent THF to prepare a solution b;
s3, dropwise adding the solution a into the solution b under the ice bath condition, and controlling the dropwise adding time to be about 60 minutes, so as to complete the preparation of the reaction solution;
s4, reacting the reaction solution for 80min under the ice bath condition, reacting for 7.5h at room temperature, and filtering the reaction solution to obtain crude silane derivative solution;
s5, adding ethyl acetate and saturated small amount of saturated saline into the crude silane derivative liquid, extracting byproducts into a water phase, and removing the water phase to obtain an oil phase which is primarily purified; the extraction and purification operation is carried out for 4 times;
s6, adding anhydrous calcium sulfate into the oil phase subjected to primary purification, stirring, standing for 60min, and filtering the oil phase subjected to standing to obtain an oil phase subjected to secondary purification;
and S7, removing ethyl acetate in the secondarily purified oil phase through rotary evaporation, controlling the rotary evaporation temperature to be 60-75 ℃, and then drying in vacuum to remove the solvent to obtain the silane derivative pure product of the embodiment.
Example 18
APTES, PPDCL and TEA of this example were fed in a molar ratio of 1:1:1.5.
The silane derivative of this example was prepared by the following method, comprising the steps of:
s1, dissolving APTES with a formula amount in solvent THF, and adding TEA with a formula amount to prepare a solution a;
s2, dissolving the PPDCL in the formula amount in a solvent THF to prepare a solution b;
s3, dropwise adding the solution a into the solution b under the ice bath condition, and controlling the dropwise adding time to be about 60 minutes, so as to complete the preparation of the reaction solution;
s4, reacting the reaction solution for 80min under the ice bath condition, reacting for 7.5h at room temperature, and filtering the reaction solution to obtain crude silane derivative solution;
s5, adding ethyl acetate and saturated small amount of saturated saline into the crude silane derivative liquid, extracting byproducts into a water phase, and removing the water phase to obtain an oil phase which is primarily purified; the extraction and purification operation is carried out for 4 times;
s6, adding anhydrous calcium sulfate into the oil phase subjected to primary purification, stirring, standing for 60min, and filtering the oil phase subjected to standing to obtain an oil phase subjected to secondary purification;
and S7, removing ethyl acetate in the secondarily purified oil phase through rotary evaporation, controlling the rotary evaporation temperature to be 75-80 ℃, and then drying in vacuum to remove the solvent to obtain the silane derivative pure product of the embodiment.
The purity of the products of examples 1 to 18 of the present application was measured by high performance liquid chromatography, and the yield of the products was calculated, with the results shown in Table 1 below.
TABLE 1 EXAMPLES 1 to 18 yields and product purity TABLE
As can be seen from the data in Table 1, the application adopts APTES, PPDCL and TEA to optimally feed in a molar ratio of 1:1:1.5, can effectively control the purity of the product, and can reduce the purity of the product by adopting other feeding ratios. It can be seen from the data in Table 1 that the temperature conditions used in the preparation of the reaction solution and the low-temperature reaction of the present application are relatively optimal at 0℃and the ice bath conditions are optimal, so that the reaction yield and the product purity can be effectively improved. As can be seen from the data in Table 1, when the reaction solution of the present application was prepared, the reaction yield increased with the increase of the dropping time, and after the dropping time exceeded 60 minutes, the reaction yield tended to decrease, so that the optimum dropping time was 60 minutes. As can be seen from the data in Table 1, the reaction time of the present application, the low temperature reaction time was controlled to be within 90 minutes, the normal temperature reaction time was controlled to be within 8 hours, and the reaction yield was not increased with the time beyond the above. As can be seen from the data in Table 1, in the purification operation of the present application, the number of extraction times is preferably controlled to 3 to 4, and after more than 4 times, the reaction yield cannot be effectively increased; after the anhydrous calcium sulfate is added, the standing time is controlled within 60 minutes, and after the standing time is exceeded, the product purity and the reaction yield can not be effectively improved. As can be seen from the data in Table 1, in the purification operation of the present application, the removal of ethyl acetate is best achieved by rotary evaporation, the rotary evaporation temperature is controlled to be 60-75 ℃ best, after exceeding the above temperature, the reaction yield is slightly reduced, and the reaction product is lost in the purification process.
The above embodiments are not intended to limit the scope of the present application, so: all equivalent changes in structure, shape and principle of the application should be covered in the scope of protection of the application.
Claims (10)
1. A silane derivative, wherein the silane derivative has the structural formula:
2. a process for the preparation of a silane derivative according to claim 1, characterized in that the process for the preparation of the silane derivative employs the following process route:
3. the method for producing a silane derivative according to claim 2, comprising the steps of:
s1, dissolving APTES in THF, and adding TEA to prepare a solution;
s2, dissolving PPDCL in THF to prepare a solution, and dropwise adding the solution prepared in the step S1 into the solution under the low-temperature condition to obtain a reaction solution;
s3, reacting the reaction solution obtained in the step S2 for more than 20min at low temperature, reacting for more than 5h at room temperature, and filtering the reaction solution to obtain crude silane derivative solution;
s4, adding ethyl acetate and saturated saline into the crude silane derivative liquid obtained in the step S3, and removing byproducts through extraction to obtain an oil phase which is primarily purified;
s5, adding anhydrous calcium sulfate into the oil phase obtained in the step S4, stirring, standing, and filtering the oil phase after standing to obtain a secondary purified oil phase;
s6, separating and removing ethyl acetate in the oil phase obtained in the step S5, and drying to remove the solvent to obtain a silane derivative pure product.
4. The process for producing a silane derivative according to claim 3, wherein in the steps S1 and S2, APTES, TEA and PPDCL are used in a molar ratio of 1:1.5:1.
5. The method for producing a silane derivative according to claim 3, wherein in the step S2, the dropping time of the solution prepared in the dropping step S1 is controlled to be 1h.
6. The method for producing a silane derivative according to claim 3, wherein in the step S2, the low temperature condition is an ice bath condition, the low temperature reaction time is controlled to be 30 to 90 minutes, and the normal temperature reaction time is controlled to be 6 to 8 hours.
7. The process for producing a silane derivative according to claim 3, wherein in the step S4, the extraction is performed by extracting the by-product into an aqueous phase and then separating the aqueous phase; the extraction operation is repeated 3 to 5 times.
8. The method for producing a silane derivative according to claim 3, wherein in the step S5, the time for the standing is controlled to be 0.5 to 1 hour.
9. The process for producing a silane derivative according to claim 3, wherein in step S6, the ethyl acetate is separated and removed by spin-evaporation at a temperature of 60 to 75 ℃.
10. Use of the silane derivative of claim 1 in the field of pharmaceutical and material preparation.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN202310600507.XA CN116621874A (en) | 2023-05-25 | 2023-05-25 | Silane derivative, preparation method and application thereof |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN202310600507.XA CN116621874A (en) | 2023-05-25 | 2023-05-25 | Silane derivative, preparation method and application thereof |
Publications (1)
Publication Number | Publication Date |
---|---|
CN116621874A true CN116621874A (en) | 2023-08-22 |
Family
ID=87616629
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN202310600507.XA Pending CN116621874A (en) | 2023-05-25 | 2023-05-25 | Silane derivative, preparation method and application thereof |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN116621874A (en) |
-
2023
- 2023-05-25 CN CN202310600507.XA patent/CN116621874A/en active Pending
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN102250350A (en) | Modified cyanate ester resin and preparation method thereof | |
CN114015051B (en) | Preparation method and application of DOPO-POSS flame retardant | |
CN111233947A (en) | Structure of furanose cyclic phosphate ester flame retardant and preparation method thereof | |
KR101650528B1 (en) | Preparing method of glycidyl esters of alpha-branched aliphatic monocarboxylic acids | |
CN116621874A (en) | Silane derivative, preparation method and application thereof | |
CN111087352B (en) | Preparation method of 3-trifluoroalkyl quinoxalinone compound | |
CN117069756A (en) | Preparation process of high-purity tetramethylsilane | |
CN109232977B (en) | Phosphaphenanthrene derivative flame retardant containing active group and preparation method thereof | |
CN105732694A (en) | Method for adsorbing and purifying 1, 1, 1, 3, 5, 5, 5-heptamethyltrisiloxane | |
CN108069995B (en) | Process for preparing vinyltris (dimethylsiloxy) silane | |
CN114790162B (en) | Low-atomization environment-friendly plasticizer | |
CN107674179B (en) | Method for preparing epoxy resin by utilizing solid waste residues generated in production of p-hydroxyphenylglycine | |
CN111100155A (en) | Is made of SiO2Synthesis method for directly preparing four-coordination siloxane and five-coordination siloxane | |
CN105732692B (en) | The synthetic method of aminomethyl phenyl dimethoxysilane | |
CN112480161B (en) | Aminopropyl trimethoxy silane and preparation method thereof | |
CN109232633B (en) | Combined preparation method of trimethyl monomethoxysilane-hexamethyldisilazane | |
CN107778325B (en) | Preparation method of N- [3- (trimethoxysilyl) propyl ] N-butylamine | |
CN112661721A (en) | New process for synthesizing 2-mercaptobenzothiazole zinc salt by solvent method | |
CN101077878A (en) | Alkyl cyclohexyl dialkoxy silane prepared by sodium condensation method | |
CN101845055B (en) | Method for purifying dichloromethyl phenylsilane by chemical coordination effect | |
CN100402536C (en) | Chemical method for separating and purifying methylphenyldichlorsilane | |
CN102464671A (en) | Method for producing alkoxy-substituted 1,2-bis-silyl-ethanes | |
CN110483566B (en) | Method for preparing mercaptosilane coupling agent by using phase transfer catalyst | |
CN111763321A (en) | Preparation method of propyl silane oligomer product | |
CN114989210B (en) | Method for continuously preparing aminopropylalkoxysilane |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PB01 | Publication | ||
PB01 | Publication | ||
SE01 | Entry into force of request for substantive examination | ||
SE01 | Entry into force of request for substantive examination |