CN106046046A - Preparation method of tris(trimethylsilyl)phosphite - Google Patents
Preparation method of tris(trimethylsilyl)phosphite Download PDFInfo
- Publication number
- CN106046046A CN106046046A CN201610378764.3A CN201610378764A CN106046046A CN 106046046 A CN106046046 A CN 106046046A CN 201610378764 A CN201610378764 A CN 201610378764A CN 106046046 A CN106046046 A CN 106046046A
- Authority
- CN
- China
- Prior art keywords
- preparation
- tms
- solvent
- phosphite ester
- product
- 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
- 238000002360 preparation method Methods 0.000 title claims abstract description 15
- VMZOBROUFBEGAR-UHFFFAOYSA-N tris(trimethylsilyl) phosphite Chemical compound C[Si](C)(C)OP(O[Si](C)(C)C)O[Si](C)(C)C VMZOBROUFBEGAR-UHFFFAOYSA-N 0.000 title 1
- 239000002904 solvent Substances 0.000 claims abstract description 30
- -1 alkali metal silicon alkoxide Chemical class 0.000 claims abstract description 21
- 239000000376 reactant Substances 0.000 claims abstract description 12
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 7
- 239000011574 phosphorus Substances 0.000 claims abstract description 7
- 229910052698 phosphorus Inorganic materials 0.000 claims abstract description 7
- 229910052710 silicon Inorganic materials 0.000 claims abstract description 7
- 239000010703 silicon Substances 0.000 claims abstract description 7
- 229910017053 inorganic salt Inorganic materials 0.000 claims abstract description 5
- 150000001335 aliphatic alkanes Chemical class 0.000 claims abstract description 3
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 12
- 230000006837 decompression Effects 0.000 claims description 12
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 claims description 11
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 10
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 10
- 229910052700 potassium Inorganic materials 0.000 claims description 10
- 239000011591 potassium Substances 0.000 claims description 10
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 9
- SYUQQUMHOZQROL-UHFFFAOYSA-N trimethylsilyl dihydrogen phosphite Chemical compound C[Si](C)(C)OP(O)O SYUQQUMHOZQROL-UHFFFAOYSA-N 0.000 claims description 7
- PHSPJQZRQAJPPF-UHFFFAOYSA-N N-alpha-Methylhistamine Chemical compound CNCCC1=CN=CN1 PHSPJQZRQAJPPF-UHFFFAOYSA-N 0.000 claims description 6
- 150000008301 phosphite esters Chemical class 0.000 claims description 6
- 229910052708 sodium Inorganic materials 0.000 claims description 6
- 239000011734 sodium Substances 0.000 claims description 6
- OXOZHAWWRPCVGL-UHFFFAOYSA-N lithium;trimethyl(oxido)silane Chemical compound [Li+].C[Si](C)(C)[O-] OXOZHAWWRPCVGL-UHFFFAOYSA-N 0.000 claims description 5
- 150000002170 ethers Chemical class 0.000 claims description 2
- UHHKSVZZTYJVEG-UHFFFAOYSA-N oxepane Chemical compound C1CCCOCC1 UHHKSVZZTYJVEG-UHFFFAOYSA-N 0.000 claims description 2
- 238000004821 distillation Methods 0.000 abstract description 9
- 238000004519 manufacturing process Methods 0.000 abstract description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract description 4
- 238000001914 filtration Methods 0.000 abstract description 4
- 238000000034 method Methods 0.000 abstract description 2
- 230000008569 process Effects 0.000 abstract description 2
- 239000000243 solution Substances 0.000 abstract 1
- 238000003756 stirring Methods 0.000 abstract 1
- QJMMCGKXBZVAEI-UHFFFAOYSA-N tris(trimethylsilyl) phosphate Chemical compound C[Si](C)(C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C QJMMCGKXBZVAEI-UHFFFAOYSA-N 0.000 abstract 1
- 239000000047 product Substances 0.000 description 42
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 16
- 238000006243 chemical reaction Methods 0.000 description 11
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 10
- 239000006227 byproduct Substances 0.000 description 8
- 239000001103 potassium chloride Substances 0.000 description 5
- 235000011164 potassium chloride Nutrition 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 4
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 4
- 238000000926 separation method Methods 0.000 description 4
- ILWRPSCZWQJDMK-UHFFFAOYSA-N triethylazanium;chloride Chemical compound Cl.CCN(CC)CC ILWRPSCZWQJDMK-UHFFFAOYSA-N 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 230000004044 response Effects 0.000 description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 238000012938 design process Methods 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 230000008676 import Effects 0.000 description 2
- KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 description 2
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 2
- JHJLBTNAGRQEKS-UHFFFAOYSA-M sodium bromide Chemical compound [Na+].[Br-] JHJLBTNAGRQEKS-UHFFFAOYSA-M 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- YDQGDERWZVTINN-UHFFFAOYSA-N [K].C[SiH2]O Chemical compound [K].C[SiH2]O YDQGDERWZVTINN-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- AAPLIUHOKVUFCC-UHFFFAOYSA-N trimethylsilanol Chemical compound C[Si](C)(C)O AAPLIUHOKVUFCC-UHFFFAOYSA-N 0.000 description 1
- 238000005303 weighing Methods 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
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/141—Esters of phosphorous acids
- C07F9/1415—Compounds containing the structure P-O-acyl, P-O-heteroatom, P-O-CN
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
Abstract
The invention discloses a preparation method of tris(trimethylsilyl)phosphate. The preparation method comprises the steps that an alkane or ether solvent is selected, two reactants including alkali metal silicon alkoxide and phosphorus halide are added into the solvent according to the mole ratio of 1:1, and stirring is intensely conducted in the adding process; inorganic salt is removed through filtration, and reduced pressure distillation is conducted on the solution under the condition of 90 DEG C/20 mmHg to obtain the target product, wherein the purity of the product can reach 99.6% or above. Accordingly, industrialized production is achieved, and great market prospects and economic values are achieved.
Description
Technical field
The present invention relates to a kind of preparation method for high-purity three (TMS) phosphite ester.
Background technology
Three (TMS) phosphite ester is a kind of conventional medicine intermediate and organic reagent, and it is special to be mainly used in
Olefines or the synthesis of alkynes compounds.The most domestic industrial process that there is no mass, relies primarily on import.Examination
The batch import price of agent level product is about 30,000 yuan/kilogram, and the maximum packing price of retail market is about 10,000 yuan/100g.
From disclosed report, current only synthesis preparation method is (such as tetrahydrochysene furan at triethylamine and common solvents
Mutter, hexamethylene etc.) in the presence of, use the preparation method that trim,ethylchlorosilane reacts, concrete reaction mechanism reference with phosphorous acid
Following reaction equation:
Wherein, the effect of the hydrogen chloride of release in both condensation reactions after triethylamine plays absorption so that reaction is flat
Weighing apparatus moves to product direction.Real reaction process is divided into two steps: the first step, trim,ethylchlorosilane and the phosphorous acid of excess are first sloughed
Two HCl molecules form by-product (2), and this HCl molecule is absorbed by the excess of triethylamine in reaction system and forms triethylamine salt
Hydrochlorate;Second step, by-product (2) continues condensation formation target product (1) with trim,ethylchlorosilane, then releases a HCl molecule,
The latter reacts production hydrochlorate again with triethylamine.In actual fabrication process, first step reaction can be under conditions of backflow, relatively
Fast completes.And second step reaction, owing to the base strength of triethylamine self is not enough, it is impossible to promote product balance to produce to target completely
Thing (1) direction is moved.After reaction terminates, the selectivity about 70% of target product (1), by-product (2) is about 30%.To sum up
Described, prior art has the disadvantage in that response speed is relatively slow, needs to reflux 20 hours, the selectivity ability of target product (1)
Reach 70%;Course of reaction is controlled by balance, and in system, by-product (2) cannot be fully converted to target product (1);Follow-up product
During product separating-purifying, need to consider the recovery of by-product (2);Rely solely on filtration and cannot remove triethylamine hydrochloric acid completely
Salt, therefore in follow-up product separation process, the triethylamine hydrochloride that volatility is stronger makes industrialization produce continuously to be difficult to
Realize;During rectification under vacuum, both boiling points are more or less the same (under 20mmHg vacuum, boiling-point difference is less than 20 DEG C), by-product (2)
Purification to target product (1) causes certain interference;Market product purity on sale is the highest by 98%, produces without more than 99% high-purity
Product.Harsher application cannot be met.
Summary of the invention
For solving above-mentioned technical problem, the present invention passes through appropriate design process route, by simple raw material, it is possible to obtain
Obtain high-purity three (TMS) phosphite ester product, thus avoid highly difficult rectification, little for laboratory or industry
Batch obtains this compound and provides one conveniently means.
For reaching above-mentioned purpose, technical scheme is as follows:
The preparation method of a kind of three (TMS) phosphite ester, it is characterised in that including:
Step 1: choose alkanes or ethers as solvent;
Step 2: alkali metal silicon alkoxide is added to above-mentioned solvent according to mol ratio 1:1 with two kinds of reactants of phosphorus Halides,
It is stirred vigorously during adding simultaneously;
Step 3: be filtered to remove inorganic salt;
Step 4:90 DEG C/20mmHg decompression is distilled above-mentioned solution and is obtained target product.
Preferably, described alkali metal silicon alkoxide is trimethyl silicane potassium alcoholate, trimethyl silicane sodium alkoxide or lithium trimethylsilanolate.
Preferably, described alkali metal silicon alkoxide is trimethyl silicane potassium alcoholate.
Preferably, described phosphorus Halides is Phosphorous chloride. or phosphorus tribromide.
Preferably, described phosphorus Halides is Phosphorous chloride..
Preferably, the solvent in described step 1 is oxolane, hexamethylene, ether or toluene.
Preferably, the solvent in described step 1 is oxolane.
The invention have the benefit that more environmental protection in production process, reluctant triethylamine hydrochloride will not be generated;
It is swift in response, the most equilibrium limited, can be rapidly completed, without other by-products, product selectivity 100%;Later separation is simple,
The product quality obtained is high, and purity can reach more than 99.8%.
Detailed description of the invention
Below in conjunction with the embodiment of the present invention, the technical scheme in the embodiment of the present invention is clearly and completely described.
The present invention passes through appropriate design process route, by simple raw material, it is possible to obtain high-purity three (trimethyl silicane
Alkyl) phosphite ester product, thus avoid highly difficult rectification, obtaining this compound for laboratory or industry small lot provides
One conveniently means.
Embodiment one: choose oxolane as solvent, by trimethyl silicane potassium alcoholate and two kinds of reactants of Phosphorous chloride. according to
Mol ratio 1:1 is added in above-mentioned solvent, is stirred vigorously simultaneously, is filtered to remove potassium chloride during adding, in 90 DEG C/
Under the conditions of 20mmHg, the above-mentioned solution of decompression distillation obtains target product, and the purity of target product can reach more than 99.8%.
Embodiment two: choose oxolane as solvent, by trimethyl silicane potassium alcoholate and two kinds of reactants of phosphorus tribromide according to
Mol ratio 1:1 is added in above-mentioned solvent, is stirred vigorously simultaneously, is filtered to remove potassium bromide during adding, in 90 DEG C/
Under the conditions of 20mmHg, the above-mentioned solution of decompression distillation obtains target product, and the purity of target product can reach more than 99.7%.
Embodiment three: choose oxolane as solvent, by trimethyl silicane sodium alkoxide and two kinds of reactants of Phosphorous chloride. according to
Mol ratio 1:1 is added in above-mentioned solvent, is stirred vigorously, filtration from sodium chloride during adding simultaneously, in 90 DEG C/
Under the conditions of 20mmHg, the above-mentioned solution of decompression distillation obtains target product, and the purity of target product can reach more than 99.7%.
Embodiment four: choose oxolane as solvent, by trimethyl silicane sodium alkoxide and two kinds of reactants of phosphorus tribromide according to
Mol ratio 1:1 is added in above-mentioned solvent, is stirred vigorously simultaneously, is filtered to remove sodium bromide during adding, in 90 DEG C/
Under the conditions of 20mmHg, the above-mentioned solution of decompression distillation obtains target product, and the purity of target product can reach more than 99.7%.
Embodiment five: choose oxolane as solvent, by lithium trimethylsilanolate and two kinds of reactants of Phosphorous chloride. according to
Mol ratio 1:1 is added in above-mentioned solvent, is stirred vigorously simultaneously, is filtered to remove lithium chloride during adding, in 90 DEG C/
Under the conditions of 20mmHg, the above-mentioned solution of decompression distillation obtains target product, and the purity of target product can reach more than 99.7%.
Embodiment six: choose oxolane as solvent, by lithium trimethylsilanolate and two kinds of reactants of phosphorus tribromide according to
Mol ratio 1:1 is added in above-mentioned solvent, is stirred vigorously simultaneously, is filtered to remove potassium chloride during adding, in 90 DEG C/
Under the conditions of 20mmHg, the above-mentioned solution of decompression distillation obtains target product, and the purity of target product can reach more than 99.7%.
Embodiment seven: choosing cyclohexane give is solvent, by two kinds of reactants of trimethyl silicane potassium alcoholate and Phosphorous chloride. according to rubbing
You ratio 1:1 adds in above-mentioned solvent, is stirred vigorously simultaneously, is filtered to remove potassium chloride during adding, in 90 DEG C/
Under the conditions of 20mmHg, the above-mentioned solution of decompression distillation obtains target product, and the purity of target product can reach more than 99.7%.
Embodiment eight: choose toluene as solvent, by trimethyl silicane potassium alcoholate and two kinds of reactants of Phosphorous chloride. according to mole
Add to above-mentioned solvent than 1:1, be stirred vigorously during adding simultaneously, be filtered to remove potassium chloride, in 90 DEG C/20mmHg
Under the conditions of decompression distill above-mentioned solution obtain target product, the purity of target product can reach more than 99.7%.
Embodiment nine: choose ether as solvent, by trimethyl silicane potassium alcoholate and two kinds of reactants of Phosphorous chloride. according to mole
Add to above-mentioned solvent than 1:1, be stirred vigorously during adding simultaneously, be filtered to remove potassium chloride, in 90 DEG C/20mmHg
Under the conditions of decompression distill above-mentioned solution obtain target product, the purity of target product can reach more than 99.7%.
In the technical scheme that the present invention provides, trimethyl silicane potassium alcoholate, trimethyl silicane sodium alkoxide, trimethyl silanol in raw material
The compounds such as lithium, phosphorus tribromide, Phosphorous chloride. have realized industrial mass manufacture the most.Therefore, production cost is controlled.Use three
Under methyl silanol potassium (or trimethyl silicane sodium alkoxide, lithium trimethylsilanolate) slight excess of premise, course of reaction be similar to strong acid with
Highly basic interacts, and the most equilibrium limited, 100% has been selectively generating target product and inorganic salt;In suitable solvent side
Help down, such as oxolane, reaction can at normal temperatures moment complete, and the certain heat of heat release;In product separation process, only have
Tetrahydrofuran solvent and target product, after inorganic salt simple filtration, this is after 90 DEG C/20mmHg decompression distillation, it is easy to
Obtain the target product of 99.7% purity.
The invention have the benefit that more environmental protection in production process, reluctant triethylamine hydrochloride will not be generated;
It is swift in response, the most equilibrium limited, can be rapidly completed, without other by-products, product selectivity 100%;Later separation is simple,
The product quality obtained is high, and purity can reach more than 99.8%.
Multiple amendment to these embodiments will be apparent from, herein for those skilled in the art
Defined General Principle can realize without departing from the spirit or scope of the present invention in other embodiments.
Claims (7)
1. the preparation method of (TMS) phosphite ester, it is characterised in that including:
Step 1: choose alkanes or ethers as solvent;
Step 2: alkali metal silicon alkoxide is added to above-mentioned solvent according to mol ratio 1:1 with two kinds of reactants of phosphorus Halides, is adding
It is stirred vigorously during adding simultaneously;
Step 3: be filtered to remove inorganic salt;
Step 4:90 DEG C/20mmHg decompression is distilled above-mentioned solution and is obtained target product.
The preparation method of a kind of three (TMS) the most according to claim 1 phosphite ester, it is characterised in that institute
Stating alkali metal silicon alkoxide is trimethyl silicane potassium alcoholate, trimethyl silicane sodium alkoxide or lithium trimethylsilanolate.
The preparation method of a kind of three (TMS) the most according to claim 1 and 2 phosphite ester, its feature exists
In, described alkali metal silicon alkoxide is trimethyl silicane potassium alcoholate.
The preparation method of a kind of three (TMS) the most according to claim 1 phosphite ester, it is characterised in that institute
Stating phosphorus Halides is Phosphorous chloride. or phosphorus tribromide.
The preparation method of a kind of three (TMS) the most according to claim 1 phosphite ester, it is characterised in that institute
Stating phosphorus Halides is Phosphorous chloride..
The preparation method of a kind of three (TMS) the most according to claim 1 phosphite ester, it is characterised in that institute
Stating the solvent in step 1 is oxolane, hexamethylene, ether or toluene.
7., according to the preparation method of one three (TMS) phosphite ester described in claim 1 or 6, its feature exists
In, the solvent in described step 1 is oxolane.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201610378764.3A CN106046046A (en) | 2016-05-31 | 2016-05-31 | Preparation method of tris(trimethylsilyl)phosphite |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201610378764.3A CN106046046A (en) | 2016-05-31 | 2016-05-31 | Preparation method of tris(trimethylsilyl)phosphite |
Publications (1)
Publication Number | Publication Date |
---|---|
CN106046046A true CN106046046A (en) | 2016-10-26 |
Family
ID=57173030
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201610378764.3A Pending CN106046046A (en) | 2016-05-31 | 2016-05-31 | Preparation method of tris(trimethylsilyl)phosphite |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN106046046A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN106866728A (en) * | 2017-03-30 | 2017-06-20 | 石家庄圣泰化工有限公司 | The synthetic method of two (trimethyl silicon substrate) phosphite esters |
CN109456361A (en) * | 2018-12-14 | 2019-03-12 | 常熟市常吉化工有限公司 | A kind of synthetic method of three (trialkyl silicon substrate) phosphite esters |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2010009754A1 (en) * | 2008-07-21 | 2010-01-28 | Momentive Performance Materials Gmbh | Curable silicone compositions comprising organo-silylphosphites |
CN104860986A (en) * | 2014-02-25 | 2015-08-26 | 苏州正元新材料科技有限公司 | Preparation method of tris(trimethylsilyl)phosphite |
-
2016
- 2016-05-31 CN CN201610378764.3A patent/CN106046046A/en active Pending
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2010009754A1 (en) * | 2008-07-21 | 2010-01-28 | Momentive Performance Materials Gmbh | Curable silicone compositions comprising organo-silylphosphites |
CN104860986A (en) * | 2014-02-25 | 2015-08-26 | 苏州正元新材料科技有限公司 | Preparation method of tris(trimethylsilyl)phosphite |
Non-Patent Citations (2)
Title |
---|
IRENEUSZ KOWNACKI ET AL.: "Tris(triorganosilyl)phosphites—New ligands controlling catalytic activity of Pt(0) complex in curing of silicone rubber", 《APPLIED CATALYSIS A: GENERAL》 * |
YVES BERCHADSKY ET AL.: "Persilylated Phosphoranyl Radicals: The First Persistent Noncyclic Phosphoranyl Radicals", 《CHEM. EUR. J.》 * |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN106866728A (en) * | 2017-03-30 | 2017-06-20 | 石家庄圣泰化工有限公司 | The synthetic method of two (trimethyl silicon substrate) phosphite esters |
CN109456361A (en) * | 2018-12-14 | 2019-03-12 | 常熟市常吉化工有限公司 | A kind of synthetic method of three (trialkyl silicon substrate) phosphite esters |
CN109456361B (en) * | 2018-12-14 | 2021-08-24 | 苏州祺添新材料有限公司 | Synthesis method of tri (trihydrocarbylsilyl) phosphite ester |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN103980306B (en) | Preparation method for hypophosphorous acid / phosphorous acid/ phosphate compounds by adopting P(O)-OH-contained compounds | |
Wang et al. | [BMIM] Cl-nAlCl3 ionic liquid-catalyzed redistribution reaction between methyltrichlorosilane and low-boiling residue to dimethyldichlorosilane | |
WO2011035532A1 (en) | Preparation method of aromatic borate ester compound | |
CN106046046A (en) | Preparation method of tris(trimethylsilyl)phosphite | |
CN103012275A (en) | Method for producing high-purity N-alkyl imidazole | |
CN108503552B (en) | Preparation method of trifluoromethyl aromatic amine | |
CN100347177C (en) | Method for producing, via organometallic compounds, organic intermediate products | |
JP6086163B2 (en) | Method for producing 2'-trifluoromethyl group-substituted aromatic ketone | |
CN104860986A (en) | Preparation method of tris(trimethylsilyl)phosphite | |
CN109942393B (en) | Preparation method of 1,1, 1-trifluoroacetone | |
CN104788480A (en) | A method of synthesizing aminophenylboronic acid pinacol ester | |
KR101249361B1 (en) | Manufacturing process of high-purity Tris(trialkylsilyl)Phosphite | |
JP2019147829A (en) | 5-(trifluoromethyl)pyrimidine derivative and manufacturing method therefor | |
JP2019069922A (en) | Method of producing high-purity trifluoromethyl group-substituted aromatic ketone | |
CN105732692A (en) | Synthetic method of methyl phenyl dimethoxysilane | |
JP2017002002A (en) | Fluorine-containing organic compound and manufacturing method of biaryl compound by the same and grignard reagent | |
JPS597696B2 (en) | Alpha-haloketon Rui no Seizouhouhou | |
CN108727179A (en) | A kind of alpha, beta-unsaturated ketone of α-allyl substitution, the synthetic method of ester or nitrile compound | |
CN108409784A (en) | A kind of preparation method of phosphorus chirality important intermediate | |
CN116946989A (en) | Preparation method of phosphane/deuterated phosphane and derivatives thereof | |
CN106046039A (en) | Preparation method of pentamethyldisiloxane | |
CN107629081B (en) | Synthetic method of tetra (trimethylsiloxy) silicon | |
CN117623924A (en) | Preparation method and application of trisubstituted olefin | |
JP2006182739A (en) | Organic bismuth compound and method for producing the same | |
JPS58124782A (en) | Manufacture of 4,5-dichloro-1,2- dithiacyclopentenone-(3) |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20161026 |
|
WD01 | Invention patent application deemed withdrawn after publication |