CN101474545A - Preparation method of trisiloxanes surfactant containing oxyethyl group - Google Patents
Preparation method of trisiloxanes surfactant containing oxyethyl group Download PDFInfo
- Publication number
- CN101474545A CN101474545A CNA2009100003333A CN200910000333A CN101474545A CN 101474545 A CN101474545 A CN 101474545A CN A2009100003333 A CNA2009100003333 A CN A2009100003333A CN 200910000333 A CN200910000333 A CN 200910000333A CN 101474545 A CN101474545 A CN 101474545A
- Authority
- CN
- China
- Prior art keywords
- trisiloxanes
- aminopropyl
- preparation
- oxyethyl group
- hmdo
- 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
Abstract
The invention relates to a method for preparing a trisiloxanes surface active agent containing oxyethyl group, belonging to the technical field of organic compound synthesis. The matter is a compound gained from the bonding reaction between silicon and nitrogen, oxygen or carbon in a molecule. The preparation method is that aminopropyl trisiloxanes is prepared from HMDSO and APTES under the action of a basic catalyst; then the aminopropyl trisiloxanes reacts with epoxy polyether with methanol as dissolvent and the trisiloxane containing oxyethyl group is gained. And the method is applied widely.
Description
Technical field
The present invention relates in molecule, form siliceous bonding, be with or without the compound that nitrogen, oxygen or bond with carbon reaction obtain, especially relate to a kind of trisiloxanes that contains ethyoxyl and preparation method thereof.
Background technology
Wagner R. (Applied Organometallic Chemistry, 1996,10,421) reported a kind of method for preparing amino trisiloxanes, obtain hydrogeneous trisiloxanes by the reaction of silane containing hydrogen and HMDO, make catalyst with chloroplatinic acid again and react with allyl amine and obtain amino trisiloxanes.Wagner R. (Applied Organometallic Chemistry, 1999,13,611) has also reported a kind of method for preparing the polyethers trisiloxanes, makes catalyst with chloroplatinic acid, obtains the polyethers trisiloxanes by hydrogeneous trisiloxanes and allyl polyether reaction.
The trisiloxanes that these methods are synthetic, its building-up process all has silicon hydrogenation, and this reaction catalyst system therefor chloroplatinic acid price is more expensive; And the toxicity of allyl amine is very big.
Summary of the invention
The objective of the invention is to overcome the deficiencies in the prior art, the preparation method of low, the nontoxic trisiloxanes that contains ethyoxyl of a kind of cost is provided.
The molecular structural formula of the trisiloxanes that contains ethyoxyl of the present invention is as follows:
Wherein, n is 1～10, is preferably 1～5.
The preparation method who contains the trisiloxanes of ethyoxyl of the present invention may further comprise the steps:
1. by HMDO, aminopropyl silane and base catalyst, be 60～120 ℃, preferably react under 70～100 ℃ the situation in reaction temperature; Wherein the mole proportioning of HMDO and aminopropyl silane is 1～20: 1, preferably 2～10: 1, and the mole dosage of catalyst is a catalyst: HMDO and aminopropyl silane mole sum=0.1～10: 100; After reaction is finished, make the base catalyst inactivation, decompression distillation obtains the aminopropyl trisiloxanes;
2. aminopropyl trisiloxanes and epoxy radicals polyethers are made solvent at methyl alcohol, and reaction temperature is 60～70 ℃, preferably reacts under the situation of methanol eddy; Wherein the mole proportioning of aminopropyl trisiloxanes and epoxy radicals polyethers is 1: 2～4, preferably 1: 2; After reaction was finished, steaming desolventized, and obtains containing the trisiloxanes of ethyoxyl.
Aforesaid base catalyst can comprise: alkali metal hydroxide such as NaOH, potassium hydroxide etc., ， quaternary phosphonium hydroxide such as quaternary ammonium base such as TMAH such as Si butyl phosphonium hydroxides etc.
The aforesaid base catalyst inactivation that makes is when base catalyst is alkali metal hydroxide, adds sour catalyst neutralisation, makes it inactivation; When base catalyst is quaternary ammonium base, quaternary phosphonium hydroxide, add thermal decomposition, make it inactivation.
The trisiloxanes that contains ethyoxyl that the present invention is prepared, its advantage is the deficiency that has overcome original technology, has avoided the silicon hydrogenation step in original technology, reduced reaction process, and then avoided the toxicity of allyl amine, and catalyst is cheap, cost is low.
The specific embodiment
Below in conjunction with embodiment the present invention is made an explanation.
Embodiment 1
In reactor, add HMDO 1.62kg, aminopropyl dimethoxy-methyl silane 2.06kg, NaOH 0.8g, heating for dissolving, temperature are controlled at 100 ℃, react after 4 hours, add the acetic acid catalyst neutralisation, make it inactivation.Decompression steams the aminopropyl trisiloxanes, adds 3.96kg EGME glycidol ether, makes solvent with methyl alcohol, is heated to backflow, reacts 8 hours.Steaming desolventizes methyl alcohol and unreacted reactant, promptly gets product.
Embodiment 2
In reactor, add HMDO 8.10kg, aminopropyl diethoxymethyl silane 1.91kg, potassium hydroxide 168g, heating for dissolving, temperature are controlled at 120 ℃, react after 5 hours, add the acetic acid catalyst neutralisation, make it inactivation, boil off unreacted HMDO then.Decompression steams the aminopropyl trisiloxanes, adds 3.52kg diethylene glycol dimethyl ether glycidol ether, makes solvent with methyl alcohol, is heated to backflow, reacts 10 hours.Steaming desolventizes methyl alcohol, promptly gets product.
Embodiment 3
In reactor, add HMDO 16.20kg, aminopropyl dimethoxy-methyl silane 1.63kg, TBAH 50.05g, heating for dissolving, temperature is controlled at 80 ℃, reacts after 4 hours, heats up and is heated to 130 ℃, make catalysqt deactivation, boil off unreacted HMDO simultaneously.Decompression steams the aminopropyl trisiloxanes, adds 8.80kg triethylene glycol methyl ether glycidol ether, makes solvent with methyl alcohol, is heated to backflow, reacts 8 hours.Steaming desolventizes methyl alcohol and unreacted reactant, promptly gets product.
Embodiment 4
In reactor, add HMDO 24.30kg, aminopropyl diethoxymethyl silane 2.34kg, potassium hydroxide 896g, heating for dissolving, temperature are controlled at 90 ℃, react after 5 hours, add the acetic acid catalyst neutralisation, make it inactivation, boil off unreacted HMDO then.Decompression steams the aminopropyl trisiloxanes, adds 10.56kg TEG methyl ether glycidol ether, makes solvent with methyl alcohol, is heated to backflow, reacts 10 hours.Steaming desolventizes methyl alcohol and unreacted reactant, promptly gets product.
Embodiment 5
In reactor, add HMDO 32.40kg, aminopropyl dimethoxy-methyl silane 2.06kg, tetramethyl hydrogen-oxygen ammonium 382.2g, heating for dissolving, temperature is controlled at 60 ℃, reacts after 4 hours, heats up and is heated to 130 ℃, make catalysqt deactivation, boil off unreacted HMDO simultaneously.Decompression steams the aminopropyl trisiloxanes, adds 6.16kg five ethylene glycol methyl ether glycidol ether, makes solvent with methyl alcohol, is heated to backflow, reacts 8 hours.Steaming desolventizes methyl alcohol, promptly gets product.
Embodiment 6
In reactor, add HMDO 16.20kg, aminopropyl diethoxymethyl silane 1.63kg, Si butyl Qing Yang Phosphonium 303.6g, heating for dissolving, temperature is controlled at 70 ℃, reacts after 5 hours, heats up and is heated to 110 ℃, make catalysqt deactivation, boil off unreacted HMDO simultaneously.Decompression steams the aminopropyl trisiloxanes, adds 10.56kg six EGME glycidol ethers, makes solvent with methyl alcohol, is heated to backflow, reacts 10 hours.Steaming desolventizes methyl alcohol and unreacted reactant, promptly gets product.
Claims (3)
1. trisiloxanes that contains ethyoxyl, the molecular structural formula of trisiloxanes that it is characterized in that containing ethyoxyl is as follows:
Wherein, n is 1～10, is preferably 1～5.
2. a kind of trisiloxanes that contains ethyoxyl as claimed in claim 1 is characterized in that n is 1～5.
3. a kind of preparation method who contains the trisiloxanes of ethyoxyl as claimed in claim 1 is characterized in that the mole proportioning preferably 1: 2 of aminopropyl trisiloxanes and epoxy radicals polyethers.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNA2009100003333A CN101474545A (en) | 2009-01-06 | 2009-01-06 | Preparation method of trisiloxanes surfactant containing oxyethyl group |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNA2009100003333A CN101474545A (en) | 2009-01-06 | 2009-01-06 | Preparation method of trisiloxanes surfactant containing oxyethyl group |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN101474545A true CN101474545A (en) | 2009-07-08 |
Family
ID=40835373
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNA2009100003333A Pending CN101474545A (en) | 2009-01-06 | 2009-01-06 | Preparation method of trisiloxanes surfactant containing oxyethyl group |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN101474545A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102115480A (en) * | 2010-04-20 | 2011-07-06 | 杭州师范大学 | Preparation method for 3-aminopropyl trisiloxane |
-
2009
- 2009-01-06 CN CNA2009100003333A patent/CN101474545A/en active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102115480A (en) * | 2010-04-20 | 2011-07-06 | 杭州师范大学 | Preparation method for 3-aminopropyl trisiloxane |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP4785869B2 (en) | Process for making alkoxylated polyethyleneimine products | |
| CN103539762B (en) | Epoxidation of propylene produces the method for propylene oxide | |
| CN107674195B (en) | Catalyst for synthesizing polyethylene oxide polymer and synthesis method thereof | |
| JP6217653B2 (en) | Method for producing α, α-difluoroacetaldehyde | |
| CN102492146B (en) | Method for preparing polysiloxane containing alkyl and glucosamide | |
| Jiang et al. | Amino acid-paired dipyridine polymer as efficient metal-and halogen-free heterogeneous catalysts for cycloaddition of CO2 and epoxides into cyclic carbonates | |
| CN101653709A (en) | Preparation method of trisiloxane surfactant containing amino groups and oxyethyl groups | |
| EA039766B1 (en) | Process for the preparation of deuterated ethanol from d2 | |
| CN101474545A (en) | Preparation method of trisiloxanes surfactant containing oxyethyl group | |
| CN111495373A (en) | Catalyst and method for preparing glycine methyl ester and glycine from methyl glycolate by using double-metal glass wire layered eutectic | |
| WO2013018573A1 (en) | Process for producing α-fluoroaldehydes | |
| CN1660883A (en) | Polyglycol modified trisilicate containing glucose amide group and preparation method | |
| JP5678457B2 (en) | Method for producing alcohol compound | |
| CN106366933B (en) | The preparation method of hydrogenated rosin glycol ester | |
| CN104086577A (en) | Organosilicon quaternary ammonium salt containing glucosamide group and preparation method of organosilicon quaternary ammonium salt | |
| CN1296127C (en) | Dipolytrisiloxane surfactant containing glucose amide and its preparation method | |
| CN104277027A (en) | Preparation method of (R)-propylene carbonate | |
| KR100764933B1 (en) | Manufacturing method of polyaspartic acid using maleic anhydride | |
| EP2896642B1 (en) | Method for producing polyalkylene glycol derivative with narrow molecular weight distribution, and acetal-group containing alcohol compound for use therein and alkali metal salt thereof | |
| CN103145562B (en) | N-ethyl aniline preparation method | |
| CN104084092A (en) | Trisiloxane gemini surfactant containing glucosamide group and preparation method of surfactant | |
| CN112479892B (en) | Methylation method of polymethine propane diamine | |
| CN109593109B (en) | Method for preparing alkyl glycoside | |
| KR20100098447A (en) | Method for producing (s)-2-amino-1-propanol (l-alaninol) from (s)-1-methoxy-2-propylamine | |
| JP7064507B2 (en) | Method for preparing deuterated ethanol from D2O |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Open date: 20090708 |