CN105503931A - Method for preparing 1, 1, 1, 3, 5, 5, 5-heptamethyltrisiloxane - Google Patents
Method for preparing 1, 1, 1, 3, 5, 5, 5-heptamethyltrisiloxane Download PDFInfo
- Publication number
- CN105503931A CN105503931A CN201610087263.XA CN201610087263A CN105503931A CN 105503931 A CN105503931 A CN 105503931A CN 201610087263 A CN201610087263 A CN 201610087263A CN 105503931 A CN105503931 A CN 105503931A
- Authority
- CN
- China
- Prior art keywords
- heptamethyltrisiloxane
- hexamethyldisiloxane
- mass
- vitriol oil
- methyl hydrogen
- 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
- 238000000034 method Methods 0.000 title claims abstract description 18
- SWGZAKPJNWCPRY-UHFFFAOYSA-N methyl-bis(trimethylsilyloxy)silicon Chemical compound C[Si](C)(C)O[Si](C)O[Si](C)(C)C SWGZAKPJNWCPRY-UHFFFAOYSA-N 0.000 title claims abstract description 15
- -1 methyl hydrogen Chemical class 0.000 claims abstract description 59
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 31
- 239000001257 hydrogen Substances 0.000 claims abstract description 31
- UQEAIHBTYFGYIE-UHFFFAOYSA-N hexamethyldisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)C UQEAIHBTYFGYIE-UHFFFAOYSA-N 0.000 claims abstract description 30
- 238000006243 chemical reaction Methods 0.000 claims abstract description 14
- 239000002994 raw material Substances 0.000 claims abstract description 5
- 238000006555 catalytic reaction Methods 0.000 claims abstract description 4
- 239000012530 fluid Substances 0.000 claims description 29
- 229920001296 polysiloxane Polymers 0.000 claims description 29
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 claims description 26
- 239000007788 liquid Substances 0.000 claims description 19
- 238000004062 sedimentation Methods 0.000 claims description 13
- 229910000030 sodium bicarbonate Inorganic materials 0.000 claims description 13
- 235000017557 sodium bicarbonate Nutrition 0.000 claims description 13
- 239000006228 supernatant Substances 0.000 claims description 13
- 238000002360 preparation method Methods 0.000 claims description 9
- 238000004458 analytical method Methods 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 abstract description 4
- 230000000694 effects Effects 0.000 abstract description 2
- 239000003054 catalyst Substances 0.000 abstract 4
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 2
- 229920002545 silicone oil Polymers 0.000 abstract 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/02—Sulfur, selenium or tellurium; Compounds thereof
-
- 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
- C07F7/0834—Compounds having one or more O-Si linkage
- C07F7/0838—Compounds with one or more Si-O-Si sequences
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Silicon Polymers (AREA)
Abstract
The invention discloses a method for preparing 1, 1, 1, 3, 5, 5, 5-heptamethyltrisiloxane. According to the method, concentrated sulfuric acid with the mass concentration being 98% serves as a catalyst, methyl hydrogen silicone oil 202 and hexamethyldisiloxane serve as raw materials, a catalyst reaction is conducted, and the 1, 1, 1, 3, 5, 5, 5-heptamethyltrisiloxane with the mass concentration being 99% and above is obtained. According to the method, the concentrated sulfuric acid serves as the catalyst, the catalyst is simple and easy to obtain, the price is low, the catalysis effect is good, operation is convenient and fast, production cost is lowered, and production efficiency is effectively improved.
Description
Technical field
The present invention relates to the method that one prepares 1,1,1,3,5,5,5-heptamethyltrisiloxane.
Background technology
1,1,1,3,5,5,5-heptamethyltrisiloxane contains active very high silicon-hydrogen bond, be the basic raw material of synthesizing polyether modification trisiloxanes, polyether-modified trisiloxanes is a kind of tensio-active agent of special construction, can be widely used in inert ingredient, each field of coatings additive(s), existing technique ubiquity produces 1,1,1,3,5,5, the cost of 5-heptamethyltrisiloxane is high, and catalyzer is manufactured also complicated, is not easy to operation.
Summary of the invention
Object of the present invention aims to provide the method that one prepares 1,1,1,3,5,5,5-heptamethyltrisiloxane, overcomes the deficiencies in the prior art, simple operation, reduces production cost, enhances productivity.
For achieving the above object, preparation 1 of the present invention, 1, 1, 3, 5, 5, the method of 5-heptamethyltrisiloxane, adopt the vitriol oil of 98% mass concentration as catalyzer, with 202 Methyl Hydrogen Polysiloxane Fluids and hexamethyldisiloxane for raw material carries out catalyzed reaction, respectively drop into 202 Methyl Hydrogen Polysiloxane Fluids and hexamethyldisiloxane at 1: 2 ~ 1: 5 in mass ratio in a kettle., then the vitriol oil of 1/1000th ~ 10 input 98% mass concentrations of 202 Methyl Hydrogen Polysiloxane Fluids and hexamethyldisiloxane total mass is pressed, open reactor agitator, react 4 ~ 8 hours under normal temperature, standing sedimentation, put sub-cloud vitriol oil recycled, the reaction solution sodium hydrogen carbonate solution of 5% mass concentration in upper strata neutralizes, after PH equals 7, get supernatant liquid, more than 99% 1 is obtained through rectifying tower rectifying, 1, 1, 3, 5, 5, 5-heptamethyltrisiloxane.
The method of preparation 1,1,1,3,5,5,5-heptamethyltrisiloxane of the present invention compared with prior art has following excellent effect.
Utilize the present invention to adopt the vitriol oil to make catalyzer, catalyzer is simple and easy to get, cheap, excellent catalytic effect, simple operation, reduces production cost, effectively enhances productivity.
Embodiment
Below the method for preparation 1,1,1,3,5,5,5-heptamethyltrisiloxane of the present invention is described in further detail.
Preparation 1 of the present invention, 1, 1, 3, 5, 5, the method of 5-heptamethyltrisiloxane, adopt the vitriol oil of 98% mass concentration as catalyzer, with 202 Methyl Hydrogen Polysiloxane Fluids and hexamethyldisiloxane for raw material carries out catalyzed reaction, respectively drop into 202 Methyl Hydrogen Polysiloxane Fluids and hexamethyldisiloxane at 1: 2 ~ 1: 5 in mass ratio in a kettle., then the vitriol oil of 1/1000th ~ 10 input 98% mass concentrations of 202 Methyl Hydrogen Polysiloxane Fluids and hexamethyldisiloxane total mass is pressed, open reactor agitator, react 4 ~ 8 hours under normal temperature, standing sedimentation, put sub-cloud vitriol oil recycled, the reaction solution sodium hydrogen carbonate solution of 5% mass concentration in upper strata neutralizes, after PH equals 7, get supernatant liquid, more than 99% 1 is obtained through rectifying tower rectifying, 1, 1, 3, 5, 5, 5-heptamethyltrisiloxane.
Embodiment 1
Respectively drop into 202 Methyl Hydrogen Polysiloxane Fluids and hexamethyldisiloxane at 1: 2 in mass ratio in a kettle., then the vitriol oil of 5/1000ths input 98% mass concentrations of 202 Methyl Hydrogen Polysiloxane Fluids and hexamethyldisiloxane total mass is pressed, open reactor agitator, react 4 hours under normal temperature, standing sedimentation, put sub-cloud vitriol oil recycled, the reaction solution sodium hydrogen carbonate solution of 5% mass concentration in upper strata neutralizes, after PH equals 7, get supernatant liquid, more than 99% 1 is obtained, 1,1 through rectifying tower rectifying, 3,5,5,5-heptamethyltrisiloxane.The above-mentioned clear liquid for rectifying, the mass ratio through stratographic analysis wherein heptamethyltrisiloxane is 28%.
Embodiment 2
Respectively drop into 202 Methyl Hydrogen Polysiloxane Fluids and hexamethyldisiloxane at 1: 2 in mass ratio in a kettle., then the vitriol oil of 5/1000ths input 98% mass concentrations of 202 Methyl Hydrogen Polysiloxane Fluids and hexamethyldisiloxane total mass is pressed, open reactor agitator, react 8 hours under normal temperature, standing sedimentation, put sub-cloud vitriol oil recycled, the reaction solution sodium hydrogen carbonate solution of 5% mass concentration in upper strata neutralizes, after PH equals 7, get supernatant liquid, more than 99% 1 is obtained, 1,1 through rectifying tower rectifying, 3,5,5,5-heptamethyltrisiloxane.The above-mentioned clear liquid for rectifying, the mass ratio through stratographic analysis wherein heptamethyltrisiloxane is 34%.
Embodiment 3
Respectively drop into 202 Methyl Hydrogen Polysiloxane Fluids and hexamethyldisiloxane at 1: 3 in mass ratio in a kettle., then the vitriol oil of 5/1000ths input 98% mass concentrations of 202 Methyl Hydrogen Polysiloxane Fluids and hexamethyldisiloxane total mass is pressed, open reactor agitator, react 6 hours under normal temperature, standing sedimentation, put sub-cloud vitriol oil recycled, the reaction solution sodium hydrogen carbonate solution of 5% mass concentration in upper strata neutralizes, after PH equals 7, get supernatant liquid, more than 99% 1 is obtained, 1,1 through rectifying tower rectifying, 3,5,5,5-heptamethyltrisiloxane.The above-mentioned clear liquid for rectifying, the mass ratio through stratographic analysis wherein heptamethyltrisiloxane is 36%.
Embodiment 4
Respectively drop into 202 Methyl Hydrogen Polysiloxane Fluids and hexamethyldisiloxane at 1: 5 in mass ratio in a kettle., then the vitriol oil of 1/1000th input 98% mass concentrations of 202 Methyl Hydrogen Polysiloxane Fluids and hexamethyldisiloxane total mass is pressed, open reactor agitator, react 6 hours under normal temperature, standing sedimentation, put sub-cloud vitriol oil recycled, the reaction solution sodium hydrogen carbonate solution of 5% mass concentration in upper strata neutralizes, after PH equals 7, get supernatant liquid, more than 99% 1 is obtained, 1,1 through rectifying tower rectifying, 3,5,5,5-heptamethyltrisiloxane.The above-mentioned clear liquid for rectifying, the mass ratio through stratographic analysis wherein heptamethyltrisiloxane is 15%.
Embodiment 5
Respectively drop into 202 Methyl Hydrogen Polysiloxane Fluids and hexamethyldisiloxane at 1: 5 in mass ratio in a kettle., then the vitriol oil of 10/1000ths input 98% mass concentrations of 202 Methyl Hydrogen Polysiloxane Fluids and hexamethyldisiloxane total mass is pressed, open reactor agitator, react 6 hours under normal temperature, standing sedimentation, put sub-cloud vitriol oil recycled, the reaction solution sodium hydrogen carbonate solution of 5% mass concentration in upper strata neutralizes, after PH equals 7, get supernatant liquid, more than 99% 1 is obtained, 1,1 through rectifying tower rectifying, 3,5,5,5-heptamethyltrisiloxane.The above-mentioned clear liquid for rectifying, the mass ratio through stratographic analysis wherein heptamethyltrisiloxane is 22%.
Claims (6)
1. prepare 1 for one kind, 1, 1, 3, 5, 5, the method of 5-heptamethyltrisiloxane, adopt the vitriol oil of 98% mass concentration as catalyzer, with 202 Methyl Hydrogen Polysiloxane Fluids and hexamethyldisiloxane for raw material carries out catalyzed reaction, it is characterized in that: respectively drop into 202 Methyl Hydrogen Polysiloxane Fluids and hexamethyldisiloxane at 1: 2 ~ 1: 5 in mass ratio in a kettle., then the vitriol oil of 1/1000th ~ 10 input 98% mass concentrations of 202 Methyl Hydrogen Polysiloxane Fluids and hexamethyldisiloxane total mass is pressed, open reactor agitator, react 4 ~ 8 hours under normal temperature, standing sedimentation, put sub-cloud vitriol oil recycled, the reaction solution sodium hydrogen carbonate solution of 5% mass concentration in upper strata neutralizes, after PH equals 7, get supernatant liquid, more than 99% 1 is obtained through rectifying tower rectifying, 1, 1, 3, 5, 5, 5-heptamethyltrisiloxane.
2. preparation 1 according to claim 1, 1, 1, 3, 5, 5, the method of 5-heptamethyltrisiloxane, it is characterized in that: respectively drop into 202 Methyl Hydrogen Polysiloxane Fluids and hexamethyldisiloxane at 1: 2 in mass ratio in a kettle., then the vitriol oil of 5/1000ths input 98% mass concentrations of 202 Methyl Hydrogen Polysiloxane Fluids and hexamethyldisiloxane total mass is pressed, open reactor agitator, react 4 hours under normal temperature, standing sedimentation, put sub-cloud vitriol oil recycled, the reaction solution sodium hydrogen carbonate solution of 5% mass concentration in upper strata neutralizes, after PH equals 7, get supernatant liquid, more than 99% 1 is obtained through rectifying tower rectifying, 1, 1, 3, 5, 5, 5-heptamethyltrisiloxane.
3. preparation 1 according to claim 1, 1, 1, 3, 5, 5, the method of 5-heptamethyltrisiloxane, it is characterized in that: respectively drop into 202 Methyl Hydrogen Polysiloxane Fluids and hexamethyldisiloxane at 1: 2 in mass ratio in a kettle., then the vitriol oil of 5/1000ths input 98% mass concentrations of 202 Methyl Hydrogen Polysiloxane Fluids and hexamethyldisiloxane total mass is pressed, open reactor agitator, react 8 hours under normal temperature, standing sedimentation, put sub-cloud vitriol oil recycled, the reaction solution sodium hydrogen carbonate solution of 5% mass concentration in upper strata neutralizes, after PH equals 7, get supernatant liquid, more than 99% 1 is obtained through rectifying tower rectifying, 1, 1, 3, 5, 5, 5-heptamethyltrisiloxane.
4. preparation 1 according to claim 1, 1, 1, 3, 5, 5, the method of 5-heptamethyltrisiloxane, it is characterized in that: respectively drop into 202 Methyl Hydrogen Polysiloxane Fluids and hexamethyldisiloxane at 1: 3 in mass ratio in a kettle., then the vitriol oil of 5/1000ths input 98% mass concentrations of 202 Methyl Hydrogen Polysiloxane Fluids and hexamethyldisiloxane total mass is pressed, open reactor agitator, react 6 hours under normal temperature, standing sedimentation, put sub-cloud vitriol oil recycled, the reaction solution sodium hydrogen carbonate solution of 5% mass concentration in upper strata neutralizes, after PH equals 7, get supernatant liquid, more than 99% 1 is obtained through rectifying tower rectifying, 1, 1, 3, 5, 5, 5-heptamethyltrisiloxane.The above-mentioned clear liquid for rectifying, the mass ratio through stratographic analysis wherein heptamethyltrisiloxane is 36%.
5. preparation 1 according to claim 1, 1, 1, 3, 5, 5, the method of 5-heptamethyltrisiloxane, it is characterized in that: respectively drop into 202 Methyl Hydrogen Polysiloxane Fluids and hexamethyldisiloxane at 1: 5 in mass ratio in a kettle., then the vitriol oil of 1/1000th input 98% mass concentrations of 202 Methyl Hydrogen Polysiloxane Fluids and hexamethyldisiloxane total mass is pressed, open reactor agitator, react 6 hours under normal temperature, standing sedimentation, put sub-cloud vitriol oil recycled, the reaction solution sodium hydrogen carbonate solution of 5% mass concentration in upper strata neutralizes, after PH equals 7, get supernatant liquid, more than 99% 1 is obtained through rectifying tower rectifying, 1, 1, 3, 5, 5, 5-heptamethyltrisiloxane.
6. preparation 1 according to claim 1, 1, 1, 3, 5, 5, the method of 5-heptamethyltrisiloxane, it is characterized in that: respectively drop into 202 Methyl Hydrogen Polysiloxane Fluids and hexamethyldisiloxane at 1: 5 in mass ratio in a kettle., then the vitriol oil of 10/1000ths input 98% mass concentrations of 202 Methyl Hydrogen Polysiloxane Fluids and hexamethyldisiloxane total mass is pressed, open reactor agitator, react 6 hours under normal temperature, standing sedimentation, put sub-cloud vitriol oil recycled, the reaction solution sodium hydrogen carbonate solution of 5% mass concentration in upper strata neutralizes, after PH equals 7, get supernatant liquid, more than 99% 1 is obtained through rectifying tower rectifying, 1, 1, 3, 5, 5, 5-heptamethyltrisiloxane.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610087263.XA CN105503931A (en) | 2016-01-27 | 2016-01-27 | Method for preparing 1, 1, 1, 3, 5, 5, 5-heptamethyltrisiloxane |
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| CN201610087263.XA CN105503931A (en) | 2016-01-27 | 2016-01-27 | Method for preparing 1, 1, 1, 3, 5, 5, 5-heptamethyltrisiloxane |
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| CN201610087263.XA Pending CN105503931A (en) | 2016-01-27 | 2016-01-27 | Method for preparing 1, 1, 1, 3, 5, 5, 5-heptamethyltrisiloxane |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111440209A (en) * | 2020-04-27 | 2020-07-24 | 浙江新安化工集团股份有限公司 | 1,1,1,3,5,5, 5-heptamethyltrisiloxane and preparation method thereof |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2920093A (en) * | 1957-12-17 | 1960-01-05 | Union Carbide Corp | Beta-(hydroxymethyl)vinyl-bis(trimethylsiloxy)methylsilane |
| CN101921287A (en) * | 2010-05-12 | 2010-12-22 | 江西海多化工有限公司 | Method for synthesizing 1,1,1,3,5,5,5-heptamethyltrisiloxane by continuous catalysis of solid phase catalyst |
| CN104004010A (en) * | 2014-03-20 | 2014-08-27 | 蓝星化工新材料股份有限公司江西星火有机硅厂 | Novel method for preparing 1,1,1,3,5,5,5-heptamethyltrisiloxane by adopting solid superacid |
-
2016
- 2016-01-27 CN CN201610087263.XA patent/CN105503931A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2920093A (en) * | 1957-12-17 | 1960-01-05 | Union Carbide Corp | Beta-(hydroxymethyl)vinyl-bis(trimethylsiloxy)methylsilane |
| CN101921287A (en) * | 2010-05-12 | 2010-12-22 | 江西海多化工有限公司 | Method for synthesizing 1,1,1,3,5,5,5-heptamethyltrisiloxane by continuous catalysis of solid phase catalyst |
| CN104004010A (en) * | 2014-03-20 | 2014-08-27 | 蓝星化工新材料股份有限公司江西星火有机硅厂 | Novel method for preparing 1,1,1,3,5,5,5-heptamethyltrisiloxane by adopting solid superacid |
Non-Patent Citations (1)
| Title |
|---|
| 尹丹娜等，: "1_1_1_3_5_5_5_七甲基三硅氧烷的合成与纯化", 《广东化工》 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111440209A (en) * | 2020-04-27 | 2020-07-24 | 浙江新安化工集团股份有限公司 | 1,1,1,3,5,5, 5-heptamethyltrisiloxane and preparation method thereof |
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Application publication date: 20160420 |