CN101653709A - Preparation method of trisiloxane surfactant containing amino groups and oxyethyl groups - Google Patents
Preparation method of trisiloxane surfactant containing amino groups and oxyethyl groups Download PDFInfo
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- CN101653709A CN101653709A CN200910176802A CN200910176802A CN101653709A CN 101653709 A CN101653709 A CN 101653709A CN 200910176802 A CN200910176802 A CN 200910176802A CN 200910176802 A CN200910176802 A CN 200910176802A CN 101653709 A CN101653709 A CN 101653709A
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- aminopropyl
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- trisiloxanes
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Abstract
The invention relates to a preparation method of a trisiloxane surfactant containing amino groups and oxyethyl groups, belonging to the technical field of organic compound synthesis. The surfactant isa compound obtained by the bonding reaction containing silicon, and nitrogen, oxygen or carbon in molecules. The preparation method comprises the following steps: preparing aminopropyl trisiloxane from hexamethyl disiloxane and aminopropyl silane under the action of a basic catalyst, and carrying out the reaction of the aminopropyl trisiloxane and the epoxy polyether by using methanol as the solvent so as to obtain the trisiloxane containing amino groups and oxyethyl groups. The trisiloxane containing amino groups and oxyethyl groups has the advantage of wide application range.
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 amino and 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 amino and ethyoxyl of a kind of cost is provided.
The molecular structural formula of the trisiloxanes that contains amino and 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 amino and 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: 1, preferably 1: 1; After reaction was finished, steaming desolventized, and obtained containing the trisiloxanes of amino and 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 amino and 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, and 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 1.32kg EGME glycidol ether, makes solvent with methyl alcohol, is heated to backflow, reacts 8 hours.Steaming desolventizes methyl alcohol, 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 1.17kg diethylene glycol dimethyl 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 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 1.10kg 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 1.32kg 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 2.05kg five ethylene 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 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 3.52kg six EGME glycidol ethers, makes solvent with methyl alcohol, is heated to backflow, reacts 10 hours.Steaming desolventizes methyl alcohol, promptly gets product.
Claims (3)
1. trisiloxanes that contains amino and ethyoxyl, the molecular structural formula of trisiloxanes that it is characterized in that containing amino and ethyoxyl is as follows:
Wherein, n is 1～10, is preferably 1～5.
2. a kind of trisiloxanes that contains amino and 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 amino and ethyoxyl as claimed in claim 1 is characterized in that the mole proportioning preferably 1: 1 of aminopropyl trisiloxanes and epoxy radicals polyethers.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
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| CN200910176802A CN101653709A (en) | 2009-09-22 | 2009-09-22 | Preparation method of trisiloxane surfactant containing amino groups and oxyethyl groups |
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| CN200910176802A CN101653709A (en) | 2009-09-22 | 2009-09-22 | Preparation method of trisiloxane surfactant containing amino groups and oxyethyl groups |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104086578A (en) * | 2014-07-15 | 2014-10-08 | 北京工商大学 | Trisiloxane containing glucosamide group and preparation method of trisiloxane |
| CN108867071A (en) * | 2018-07-12 | 2018-11-23 | 黄勇 | A kind of adjustable fabric and preparation method thereof |
| CN112812290A (en) * | 2020-12-30 | 2021-05-18 | 山东东岳有机硅材料股份有限公司 | Alkali-resistant surfactant and preparation method thereof |
-
2009
- 2009-09-22 CN CN200910176802A patent/CN101653709A/en active Pending
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104086578A (en) * | 2014-07-15 | 2014-10-08 | 北京工商大学 | Trisiloxane containing glucosamide group and preparation method of trisiloxane |
| CN108867071A (en) * | 2018-07-12 | 2018-11-23 | 黄勇 | A kind of adjustable fabric and preparation method thereof |
| CN112812290A (en) * | 2020-12-30 | 2021-05-18 | 山东东岳有机硅材料股份有限公司 | Alkali-resistant surfactant and preparation method thereof |
| CN112812290B (en) * | 2020-12-30 | 2022-11-29 | 山东东岳有机硅材料股份有限公司 | Alkali-resistant surfactant and preparation method thereof |
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Open date: 20100224 |