CN106749377A - A kind of N, N are double（Trimethyl silyl）Allyl amine and preparation method thereof - Google Patents
A kind of N, N are double（Trimethyl silyl）Allyl amine and preparation method thereof Download PDFInfo
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- CN106749377A CN106749377A CN201611206548.7A CN201611206548A CN106749377A CN 106749377 A CN106749377 A CN 106749377A CN 201611206548 A CN201611206548 A CN 201611206548A CN 106749377 A CN106749377 A CN 106749377A
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- double
- trimethyl silyl
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- allyl
- allylamine
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- VVJKKWFAADXIJK-UHFFFAOYSA-N Allylamine Chemical compound NCC=C VVJKKWFAADXIJK-UHFFFAOYSA-N 0.000 title claims abstract description 98
- 238000002360 preparation method Methods 0.000 title claims abstract description 19
- 229910052757 nitrogen Inorganic materials 0.000 title claims description 35
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 claims abstract description 49
- -1 allyl amines Chemical class 0.000 claims abstract description 25
- 239000000047 product Substances 0.000 claims abstract description 25
- 239000003054 catalyst Substances 0.000 claims abstract description 15
- 239000012043 crude product Substances 0.000 claims abstract description 7
- 238000009413 insulation Methods 0.000 claims abstract description 6
- 239000002841 Lewis acid Substances 0.000 claims abstract description 4
- 150000007517 lewis acids Chemical group 0.000 claims abstract description 4
- 238000000034 method Methods 0.000 claims abstract description 3
- 238000010792 warming Methods 0.000 claims abstract description 3
- 238000006243 chemical reaction Methods 0.000 claims description 18
- 238000003756 stirring Methods 0.000 claims description 15
- FFUAGWLWBBFQJT-UHFFFAOYSA-N hexamethyldisilazane Chemical compound C[Si](C)(C)N[Si](C)(C)C FFUAGWLWBBFQJT-UHFFFAOYSA-N 0.000 claims description 13
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 5
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 claims description 5
- 230000007246 mechanism Effects 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 abstract description 5
- 239000000463 material Substances 0.000 abstract 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 28
- 238000009835 boiling Methods 0.000 description 14
- 239000004642 Polyimide Substances 0.000 description 10
- 229920001721 polyimide Polymers 0.000 description 10
- 238000010992 reflux Methods 0.000 description 7
- 238000005292 vacuum distillation Methods 0.000 description 7
- 239000002994 raw material Substances 0.000 description 5
- 229910052710 silicon Inorganic materials 0.000 description 5
- 239000010703 silicon Substances 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 4
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 4
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 4
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 3
- OWXJKYNZGFSVRC-NSCUHMNNSA-N (e)-1-chloroprop-1-ene Chemical compound C\C=C\Cl OWXJKYNZGFSVRC-NSCUHMNNSA-N 0.000 description 2
- NNQDMQVWOWCVEM-UHFFFAOYSA-N 1-bromoprop-1-ene Chemical compound CC=CBr NNQDMQVWOWCVEM-UHFFFAOYSA-N 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229910000042 hydrogen bromide Inorganic materials 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- PFJFNQUFMTYCHB-UHFFFAOYSA-N C[SiH2]N[SiH3] Chemical compound C[SiH2]N[SiH3] PFJFNQUFMTYCHB-UHFFFAOYSA-N 0.000 description 1
- 238000004026 adhesive bonding Methods 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000007767 bonding agent Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002118 epoxides Chemical class 0.000 description 1
- 210000003746 feather Anatomy 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 244000144992 flock Species 0.000 description 1
- 231100001261 hazardous Toxicity 0.000 description 1
- BICAGYDGRXJYGD-UHFFFAOYSA-N hydrobromide;hydrochloride Chemical compound Cl.Br BICAGYDGRXJYGD-UHFFFAOYSA-N 0.000 description 1
- 238000005213 imbibition Methods 0.000 description 1
- 125000005462 imide group Chemical group 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 239000000206 moulding compound Substances 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 230000007096 poisonous effect Effects 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 230000035935 pregnancy Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000006884 silylation reaction Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- ILWRPSCZWQJDMK-UHFFFAOYSA-N triethylazanium;chloride Chemical compound Cl.CCN(CC)CC ILWRPSCZWQJDMK-UHFFFAOYSA-N 0.000 description 1
- 239000002699 waste material 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
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/10—Compounds having one or more C—Si linkages containing nitrogen having a Si-N linkage
-
- 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
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/20—Purification, separation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
Abstract
The invention discloses a kind of N, double (trimethyl silyl) allyl amines of N and preparation method thereof are related to organic polymeric material field, and the method is comprised the following steps：It is less than under conditions of 30 DEG C in temperature, by mass parts, is stirred during catalyst and 1 part of allylamine are added into reactor, the catalyst is lewis acid；B, to being warming up to 90~110 DEG C after adding 1.1~1.3 parts of HMDSs in reactor, 4~6h of insulation obtains N, double (trimethyl silyl) the allyl amine crude products of N.The present invention can improve the purity of yield and product, while production cost can be reduced, it is more friendly to equipment and environment.
Description
Technical field
The present invention relates to high-molecular organic material field, and in particular to double (trimethyl silyl) pi-allyls of a kind of N, N-
Amine and preparation method thereof.
Background technology
Polyimides (Polyimide, PI) containing imide ring one is birdsed of the same feather flock together compound, heat resistance and insulation on main chain
Better performances, are widely used in the field such as Aero-Space, electric, at the same also extend to it is gluing, the field such as be separated by filtration, these
Field proposes requirement higher to the performance of polyimides.
To improve the performance of polyimides, reaction is generally participated in using fluorochemical monomer, but, fluorochemical monomer price in itself
Costly, cause synthesis it is relatively costly, therefore, developed using organosilicon be used for modified polyimide, make it have compared with
Good dissolving, cementability, resistant of high or low temperature and processability, lower hydroscopicity and lower dielectric constant etc..
Kuckertz has synthesized Polyimidesiloxane first within 1966, and afterwards, St.Clair etc. is closed in the same way
Into going out TPI siloxanes, and successfully it is used as high-strength bonding agent and moulding compound.
The research of Silicone Containing Polyimides shows, after flexible siloxane blocks are introduced in the skeleton of polyimides, due to silicon
Oxygen alkane segment is preferential to copolymer surface migration, copolymer is had more low water absorbable and Geng Gao anti-atomic oxygen performances, therefore
The polyimides for obtaining has preferable processability, heat resistance, weatherability and mechanical performance.
But, in order that obtaining the use scope of polyimides more extensively, it is necessary to make its dissolving, melting behaviour, water imbibition
Energy, adhesive property and dielectric constant etc. are further improved, generally using double aminopropyl -1,3- dimethyl -1,3- diformazans
Epoxide disiloxane is modified to polyimides.
Double aminopropyl -1,3- dimethyl -1 are prepared, 3- dimethoxy disiloxane needs to use N, double (the trimethyl first silicon of N-
Alkyl) allyl amine as intermediate, be to prepare double aminopropyl -1,3- dimethyl -1,3- dimethoxys disiloxane is modified poly-
Imido key intermediate, therefore, double (trimethyl silyl) allyl amines of N, N- have boundless market using preceding
Scape.
N is prepared at present, and double (trimethyl silyl) allyl amines of N- there are following two modes：
A, the use of trim,ethylchlorosilane and allylamine is raw material, reaction generation hydrogen chloride and the double (trimethyl silyls of N, N-
Base) allyl amine, because hydrogen chloride has stronger acidity, production equipment can be corroded and environment is polluted, it is necessary to use triethylamine
Neutralize, generate triethylamine hydrochloride, after the salt and double (trimethyl silyl) allyl amine mixing of N, N-, isolate and purify and compare
It is difficult, it is difficult to obtain double (trimethyl silyl) allyl amines of purity target product N, N- higher, and cause yield relatively low.
B, use HMDS and chloropropene or bromopropene to react, produce N, N- is double (trimethyl silyl)
Allyl amine and hydrogen chloride or hydrogen bromide, the reaction raw materials chloropropene or bromopropene are poisonous substance high, and price is higher, leads
Cause reaction cost higher, using than relatively hazardous, and the hydrogen chloride or hydrogen bromide acidity of generation are higher, with severe corrosive, meeting
Corrosion production equipment simultaneously pollutes environment.
The content of the invention
For defect present in prior art, it is an object of the invention to provide a kind of N, the double (trimethyl silyls of N-
Base) allyl amine and preparation method thereof, it is possible to increase yield, production cost is reduced, it is more friendly to equipment and environment.
To achieve the above objectives, the present invention is adopted the technical scheme that：
A kind of preparation method of double (trimethyl silyl) allyl amines of N, N-, comprises the following steps：
A, be less than under conditions of 30 DEG C in temperature, by mass parts, will catalyst and 1 part of allylamine add reactor in stir
Uniformly, the catalyst is lewis acid；
B, to being warming up to 90~110 DEG C after adding 1.1~1.3 parts of HMDSs in reactor, 4~6h of insulation is obtained
To N, double (trimethyl silyl) the allyl amine crude products of N-；
The reaction mechanism is：
On the basis of above-mentioned technical proposal, the consumption of the catalyst for allylamine and HMDS quality it
The 2~4% of sum.
On the basis of above-mentioned technical proposal, the catalyst is TFMS, the concentrated sulfuric acid, active alchlor, four
At least one in titanium chloride.
On the basis of above-mentioned technical proposal, the reaction temperature in the step A is -30~30 DEG C.
On the basis of above-mentioned technical proposal, the reaction temperature in the step A is -10~10 DEG C.
On the basis of above-mentioned technical proposal, HMDS rate of addition is 5~10ml/ in the step B
min。
It is further comprising the steps of after the step B on the basis of above-mentioned technical proposal：By N, double (the trimethyl first of N-
Silylation) allyl amine crude product carries out rectifying, obtains N, double (trimethyl silyl) the allylamine finished products of N-.
On the basis of above-mentioned technical proposal, the purity of double (trimethyl silyl) the allylamine finished products of the N, N- is more than
98%.
On the basis of above-mentioned technical proposal, on the basis of the allylamine, the yield of the preparation method is higher than 80%.
Double (trimethyl silyl) allyl amines of the N prepared using the above method, N-, its structural formula is：
Compared with prior art, the advantage of the invention is that：
(1) double (trimethyl silyl) allyl amines of a kind of N in the present invention, N- and preparation method thereof, by allyl
Amine and HMDS react generation purity in the case where temperature is not higher than 110 DEG C of condition of no solvent more than 99%, high income
In the N of 80% (on the basis of allylamine), double (trimethyl silyl) allyl amines of N- are not only more environmentally friendly, and accessory substance
It is less, there is no waste material to produce, feed stock conversion is high, can be used in industrial production.
(2) double (trimethyl silyl) allyl amines of a kind of N in the present invention, N- and preparation method thereof, reaction raw materials
It is allylamine and HMDS, a small amount of ammonia is only included in product, raw material is and is readily obtained and relatively safer
Raw material, can reduce reaction cost, improve the safety of reaction；Substantial amounts of hydrogen chloride and hydrogen bromide are included with product in the prior art
Compare, ammonia of the invention is smaller to the corrosivity of equipment, be capable of the service life of extension device, and then reduce production cost.
Specific embodiment
The present invention is described in further detail with reference to embodiments.
The embodiment of the present invention provides a kind of N, double (trimethyl silyl) allyl amines of N-, and its molecular formula is：
Reaction mechanism is：
The reaction is comprised the following steps：
A, be less than under conditions of 30 DEG C in temperature, by mass parts, will catalyst and 1 part of allylamine add reactor in stir
Uniformly, catalyst is lewis acid, and in the present embodiment, catalyst selects TFMS, the concentrated sulfuric acid, active alchlor, four
At least one in titanium chloride.The consumption of catalyst is the 2~4% of allylamine and HMDS quality sum.
B, to reactor in, by rate of addition be 5~10ml/min add 1.1~1.3 parts of HMDSs after rise
To 90~110 DEG C, 4~6h of insulation obtains N, double (trimethyl silyl) the allyl amine crude products of N- to temperature.Under the reaction conditions,
Monosubstituted TMS allylamine can be suppressed to be formed, purity target product higher is obtained.
C, by N, double (trimethyl silyl) the allyl amine crude products of N- carry out rectifying, obtain N, double (the trimethyl first silicon of N-
Alkyl) allylamine finished product, the purity of double (trimethyl silyl) the allylamine finished products of N, N- is more than 98%, with allylamine as base
Standard, yield of the invention is higher than 80%.
In the embodiment of the present invention, the reaction temperature of catalyst and allylamine is -30~30 DEG C, and optimal is -10~10 DEG C.
Below, the present invention is elaborated by 7 embodiments.
Embodiment 1
Agitator, constant pressure funnel, reflux condenser and thermometer are installed on four-hole boiling flask, by four-hole boiling flask
Temperature control, to being passed through in flask in nitrogen to bottle full of nitrogen, 28.5g allylamines and 1.2g TFMSs is added at 10 DEG C
Enter in flask, by 96.6g HMDSs addition constant pressure funnel, start stirring, be at the uniform velocity added dropwise after stirring 10min
In HMDS to flask, time for adding is 30min, and 100 DEG C are warmed up to after dripping off and 4h is incubated.
Then be cooled to room temperature, temperature be 80 DEG C, pressure be 58mmHg under conditions of vacuum distillation obtain 82.1gN, N-
Double (trimethyl silyl) allyl amine products, are calculated the yield of product for 81%, N, the double (trimethyl silyls of N-
Base) allyl amine purity be 99.0%.
Embodiment 2
Agitator, constant pressure funnel, reflux condenser and thermometer are installed on four-hole boiling flask, by four-hole boiling flask
Temperature control, to being passed through in flask in nitrogen to bottle full of nitrogen, 28.5g allylamines and the 1.2g concentrated sulfuric acids is added and burnt at 28 DEG C
In bottle, by 96.6g HMDSs addition constant pressure funnel, stirring is started, pregnancy is at the uniform velocity added dropwise after stirring 10min
In base disilazane to flask, time for adding is 30min, and 110 DEG C are warmed up to after dripping off and 5h is incubated.
Then be cooled to room temperature, temperature be 85 DEG C, pressure be 65mmHg under conditions of vacuum distillation obtain 81.7gN, N-
Double (trimethyl silyl) allyl amine products, are calculated the yield of product for 80.2%, N, the double (trimethyl silyls of N-
Base) allyl amine purity be 98.6%.
Embodiment 3
Agitator, constant pressure funnel, reflux condenser and thermometer are installed on four-hole boiling flask, by four-hole boiling flask
Temperature control, to being passed through in flask in nitrogen to bottle full of nitrogen, 28.5g allylamines and 1.2 titanium tetrachlorides is added at 28 DEG C
In flask, by 96.6g HMDSs addition constant pressure funnel, stirring is started, six are at the uniform velocity added dropwise after stirring 10min
In methyl disilazane to flask, time for adding is 40min, and 110 DEG C are warmed up to after dripping off and 5.5h is incubated.
Then be cooled to room temperature, temperature be 85 DEG C, pressure be 65mmHg under conditions of vacuum distillation obtain 81.2gN, N-
Double (trimethyl silyl) allyl amine products, are calculated the yield of product for 80.14%, N, double (the trimethyl first silicon of N-
Alkyl) allyl amine purity be 98.7%.
Embodiment 4
Agitator, constant pressure funnel, reflux condenser and thermometer are installed on four-hole boiling flask, by four-hole boiling flask
Temperature control is full of nitrogen at 10 DEG C to being passed through in flask in nitrogen to bottle, by 28.5g allylamines and 1.2g activity alchlors
Add in flask, by 96.6g HMDSs addition constant pressure funnel, start stirring, at the uniform velocity dripped after stirring 10min
Plus in HMDS to flask, time for adding is 35min, 95 DEG C are warmed up to after dripping off and 4h is incubated.
Then be cooled to room temperature, temperature be 83 DEG C, pressure be 62mmHg under conditions of vacuum distillation obtain 83.5gN, N-
Double (trimethyl silyl) allyl amine products, are calculated the yield of product for 80.68%, N, double (the trimethyl first silicon of N-
Alkyl) allyl amine purity be 98.20%.
Embodiment 5
Agitator, constant pressure funnel, reflux condenser and thermometer are installed on four-hole boiling flask, by four-hole boiling flask
Temperature control at 10 DEG C, to being passed through in flask in nitrogen to bottle full of nitrogen, by 28.5g allylamines and 1.2g TFMSs and
The 1.2g concentrated sulfuric acids are added in flask, by 96.6g HMDSs addition constant pressure funnel, start stirring, are stirred
At the uniform velocity it is added dropwise in HMDS to flask after 10min, time for adding is 35min, 95 DEG C is warmed up to after dripping off and is incubated
4h。
Then be cooled to room temperature, temperature be 81 DEG C, pressure be 60mmHg under conditions of vacuum distillation obtain 84.7gN, N-
Double (trimethyl silyl) allyl amine products, are calculated the yield of product for 83.0%, N, the double (trimethyl silyls of N-
Base) allyl amine purity be 98.50%.
Embodiment 6
Agitator, constant pressure funnel, reflux condenser and thermometer are installed on four-hole boiling flask, by four-hole boiling flask
Temperature control at 10 DEG C, to being passed through in flask in nitrogen to bottle full of nitrogen, by 28.5g allylamines and 1.2g titanium tetrachlorides and
1.2g TFMSs are added in flask, by 96.6g HMDSs addition constant pressure funnel, start stirring, are stirred
At the uniform velocity it is added dropwise in HMDS to flask after mixing 10min, time for adding is 35min, 100 DEG C is warmed up to after dripping off and is protected
Warm 4h.
Then be cooled to room temperature, temperature be 81 DEG C, pressure be 60mmHg under conditions of vacuum distillation obtain 83.1gN, N-
Double (trimethyl silyl) allyl amine products, are calculated the yield of product for 81.94%, N, double (the trimethyl first silicon of N-
Alkyl) allyl amine purity be 99.10%.
Embodiment 7
Agitator, constant pressure funnel, reflux condenser and thermometer are installed on four-hole boiling flask, by four-hole boiling flask
Temperature control at 10 DEG C, to being passed through in flask in nitrogen to bottle full of nitrogen, by 28.5g allylamines and 1.2g TFMSs and
1.2g activity alchlors are added in flask, by 88.5g HMDSs addition constant pressure funnel, start stirring,
At the uniform velocity it is added dropwise in HMDS to flask after stirring 10min, time for adding is 30min, and 100 DEG C are warmed up to after dripping off simultaneously
Insulation 4h.
Then be cooled to room temperature, temperature be 80 DEG C, pressure be 58mmHg under conditions of vacuum distillation obtain 81.4gN, N-
Double (trimethyl silyl) allyl amine products, are calculated the yield of product for 80.0%, N, the double (trimethyl silyls of N-
Base) allyl amine purity be 98.85%.
The present invention is not limited to the above-described embodiments, for those skilled in the art, is not departing from
On the premise of the principle of the invention, some improvements and modifications can also be made, these improvements and modifications are also considered as protection of the invention
Within the scope of.The content not being described in detail in this specification belongs to prior art known to professional and technical personnel in the field.
Claims (10)
1. the preparation method of double (trimethyl silyl) allyl amines of a kind of N, N-, it is characterised in that：Comprise the following steps：
A, be less than under conditions of 30 DEG C in temperature, by mass parts, will catalyst and 1 part of allylamine add reactor in stirring it is equal
Even, the catalyst is lewis acid；
B, to being warming up to 90~110 DEG C after adding 1.1~1.3 parts of HMDSs in reactor, 4~6h of insulation obtains N,
Double (trimethyl silyl) the allyl amine crude products of N-；
The reaction mechanism is：
2. a kind of N as claimed in claim 1, the preparation method of double (trimethyl silyl) allyl amines of N-, its feature exists
In：The consumption of the catalyst is the 2~4% of allylamine and HMDS quality sum.
3. a kind of N as claimed in claim 1, the preparation method of double (trimethyl silyl) allyl amines of N-, its feature exists
In：The catalyst is TFMS, the concentrated sulfuric acid, at least one in active alchlor, titanium tetrachloride.
4. a kind of N as claimed in claim 1, the preparation method of double (trimethyl silyl) allyl amines of N-, its feature exists
In：Reaction temperature in the step A is -30~30 DEG C.
5. a kind of N as claimed in claim 4, the preparation method of double (trimethyl silyl) allyl amines of N-, its feature exists
In：Reaction temperature in the step A is -10~10 DEG C.
6. a kind of N as claimed in claim 1, the preparation method of double (trimethyl silyl) allyl amines of N-, its feature exists
In：HMDS rate of addition is 5~10ml/min in the step B.
7. a kind of N as claimed in claim 1, the preparation method of double (trimethyl silyl) allyl amines of N-, its feature exists
In：It is further comprising the steps of after the step B：By N, double (trimethyl silyl) the allyl amine crude products of N- carry out rectifying,
Obtain N, double (trimethyl silyl) the allylamine finished products of N-.
8. a kind of N as claimed in claim 7, the preparation method of double (trimethyl silyl) allyl amines of N-, its feature exists
In：The purity of double (trimethyl silyl) the allylamine finished products of the N, N- is more than 98%.
9. a kind of N as claimed in claim 7, the preparation method of double (trimethyl silyl) allyl amines of N-, its feature exists
In：On the basis of the allylamine, the yield of the preparation method is higher than 80%.
10. double (trimethyl silyl) pi-allyls of the N for being prepared using the method any one of claim 1 to 9, N-
Amine, it is characterised in that：Its structural formula is：
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110506046A (en) * | 2018-02-06 | 2019-11-26 | 瓦克化学股份公司 | The method for preparing aminopropyl alkoxy silane |
| CN112480161A (en) * | 2019-09-11 | 2021-03-12 | 新特能源股份有限公司 | Aminopropyl trimethoxy silane and preparation method thereof |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4565885A (en) * | 1985-06-12 | 1986-01-21 | General Electric Company | Method for preparing olefinic silazanes |
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| JPH08134078A (en) * | 1994-11-02 | 1996-05-28 | Yuki Gosei Kogyo Co Ltd | Production of n,n-bis(trimethylsilyl)amine |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110506046A (en) * | 2018-02-06 | 2019-11-26 | 瓦克化学股份公司 | The method for preparing aminopropyl alkoxy silane |
| CN110506046B (en) * | 2018-02-06 | 2023-02-17 | 瓦克化学股份公司 | Process for preparing aminopropylalkoxysilanes |
| CN112480161A (en) * | 2019-09-11 | 2021-03-12 | 新特能源股份有限公司 | Aminopropyl trimethoxy silane and preparation method thereof |
| CN112480161B (en) * | 2019-09-11 | 2023-02-28 | 新特能源股份有限公司 | Aminopropyl trimethoxy silane and preparation method thereof |
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