CN105732686A - Tetrasiloxane surface-active ionic liquid and preparation method thereof - Google Patents
Tetrasiloxane surface-active ionic liquid and preparation method thereof Download PDFInfo
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- CN105732686A CN105732686A CN201610047857.8A CN201610047857A CN105732686A CN 105732686 A CN105732686 A CN 105732686A CN 201610047857 A CN201610047857 A CN 201610047857A CN 105732686 A CN105732686 A CN 105732686A
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- Prior art keywords
- tetrasiloxane
- preparation
- ion liquid
- active ion
- silanol
- Prior art date
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- RSNQKPMXXVDJFG-UHFFFAOYSA-N tetrasiloxane Chemical compound [SiH3]O[SiH2]O[SiH2]O[SiH3] RSNQKPMXXVDJFG-UHFFFAOYSA-N 0.000 title claims abstract description 43
- 238000002360 preparation method Methods 0.000 title claims abstract description 27
- 239000002608 ionic liquid Substances 0.000 title abstract description 13
- 239000007788 liquid Substances 0.000 claims description 39
- 150000002500 ions Chemical class 0.000 claims description 34
- -1 aminopropyl Chemical group 0.000 claims description 27
- 239000002904 solvent Substances 0.000 claims description 17
- 239000002994 raw material Substances 0.000 claims description 16
- 239000003054 catalyst Substances 0.000 claims description 13
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 12
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 12
- 239000002585 base Substances 0.000 claims description 12
- 230000000694 effects Effects 0.000 claims description 12
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 11
- 238000006243 chemical reaction Methods 0.000 claims description 11
- 230000009849 deactivation Effects 0.000 claims description 11
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 9
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 9
- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 claims description 9
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical class CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 claims description 8
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims description 8
- 150000003839 salts Chemical group 0.000 claims description 8
- 239000010703 silicon Substances 0.000 claims description 7
- 229910052710 silicon Inorganic materials 0.000 claims description 7
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- 150000007524 organic acids Chemical class 0.000 claims description 6
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 6
- VDZOOKBUILJEDG-UHFFFAOYSA-M tetrabutylammonium hydroxide Chemical compound [OH-].CCCC[N+](CCCC)(CCCC)CCCC VDZOOKBUILJEDG-UHFFFAOYSA-M 0.000 claims description 6
- WGTYBPLFGIVFAS-UHFFFAOYSA-M tetramethylammonium hydroxide Chemical group [OH-].C[N+](C)(C)C WGTYBPLFGIVFAS-UHFFFAOYSA-M 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 5
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims description 4
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims description 4
- 238000009835 boiling Methods 0.000 claims description 4
- 235000019253 formic acid Nutrition 0.000 claims description 4
- YAGNBBKTVGENKK-UHFFFAOYSA-N azane methoxy(trimethyl)silane Chemical group CO[Si](C)(C)C.N YAGNBBKTVGENKK-UHFFFAOYSA-N 0.000 claims description 3
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 3
- 239000000463 material Substances 0.000 claims description 3
- DUWWHGPELOTTOE-UHFFFAOYSA-N n-(5-chloro-2,4-dimethoxyphenyl)-3-oxobutanamide Chemical compound COC1=CC(OC)=C(NC(=O)CC(C)=O)C=C1Cl DUWWHGPELOTTOE-UHFFFAOYSA-N 0.000 claims description 3
- 235000019260 propionic acid Nutrition 0.000 claims description 3
- 230000004044 response Effects 0.000 claims description 3
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 2
- NTSNXSJENBZFSF-UHFFFAOYSA-N [Na+].[SiH3][O-] Chemical compound [Na+].[SiH3][O-] NTSNXSJENBZFSF-UHFFFAOYSA-N 0.000 claims description 2
- 235000011054 acetic acid Nutrition 0.000 claims description 2
- PEJKHFKRSDGAQY-UHFFFAOYSA-N butoxy(tributyl)silane Chemical group CCCCO[Si](CCCC)(CCCC)CCCC PEJKHFKRSDGAQY-UHFFFAOYSA-N 0.000 claims description 2
- 238000006555 catalytic reaction Methods 0.000 claims description 2
- 230000006837 decompression Effects 0.000 claims description 2
- 235000005985 organic acids Nutrition 0.000 claims description 2
- 229910052700 potassium Inorganic materials 0.000 claims description 2
- 239000011591 potassium Substances 0.000 claims description 2
- 239000000377 silicon dioxide Substances 0.000 claims description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- QEWYKACRFQMRMB-UHFFFAOYSA-N fluoroacetic acid Chemical compound OC(=O)CF QEWYKACRFQMRMB-UHFFFAOYSA-N 0.000 claims 1
- UHUUYVZLXJHWDV-UHFFFAOYSA-N trimethyl(methylsilyloxy)silane Chemical compound C[SiH2]O[Si](C)(C)C UHUUYVZLXJHWDV-UHFFFAOYSA-N 0.000 claims 1
- 239000000693 micelle Substances 0.000 abstract description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- 239000007864 aqueous solution Substances 0.000 description 7
- 238000010438 heat treatment Methods 0.000 description 6
- 239000004094 surface-active agent Substances 0.000 description 6
- 238000001291 vacuum drying Methods 0.000 description 6
- 238000000034 method Methods 0.000 description 5
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 4
- 238000002454 metastable transfer emission spectrometry Methods 0.000 description 4
- CPUDPFPXCZDNGI-UHFFFAOYSA-N triethoxy(methyl)silane Chemical compound CCO[Si](C)(OCC)OCC CPUDPFPXCZDNGI-UHFFFAOYSA-N 0.000 description 4
- 238000010792 warming Methods 0.000 description 4
- 150000001335 aliphatic alkanes Chemical class 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- 230000008901 benefit Effects 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 2
- 230000002779 inactivation Effects 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000575 pesticide Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- GGGXENQKNGTQSF-UHFFFAOYSA-N 3-[dimethylsilyloxy(dimethyl)silyl]propan-1-amine Chemical compound C[SiH](C)O[Si](C)(C)CCCN GGGXENQKNGTQSF-UHFFFAOYSA-N 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- ZZKRABKNOIXKGN-UHFFFAOYSA-N [N+](=O)([O-])[O-].C[N+](C)(C)OCC.C(CCCCCCCCCCCCC)ONC1=CC=CC=C1 Chemical compound [N+](=O)([O-])[O-].C[N+](C)(C)OCC.C(CCCCCCCCCCCCC)ONC1=CC=CC=C1 ZZKRABKNOIXKGN-UHFFFAOYSA-N 0.000 description 1
- 238000007792 addition Methods 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 230000003321 amplification Effects 0.000 description 1
- 230000000680 avirulence Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 125000001153 fluoro group Chemical class F* 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 239000002563 ionic surfactant Substances 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- LPUQAYUQRXPFSQ-DFWYDOINSA-M monosodium L-glutamate Chemical compound [Na+].[O-]C(=O)[C@@H](N)CCC(O)=O LPUQAYUQRXPFSQ-DFWYDOINSA-M 0.000 description 1
- 235000013923 monosodium glutamate Nutrition 0.000 description 1
- 239000004223 monosodium glutamate Substances 0.000 description 1
- OTIVLGJBKUFOEX-UHFFFAOYSA-N n-tetradecoxyaniline Chemical compound CCCCCCCCCCCCCCONC1=CC=CC=C1 OTIVLGJBKUFOEX-UHFFFAOYSA-N 0.000 description 1
- 238000003199 nucleic acid amplification method Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- 150000003376 silicon Chemical class 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 238000000844 transformation Methods 0.000 description 1
- 238000009941 weaving 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
- 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
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Silicon Polymers (AREA)
Abstract
The invention discloses a tetrasiloxane surface-active ionic liquid and a preparation method thereof. The structural general formula is disclosed in the specification, R is CnH2n+1 or CF3, and n is 0, 1, 2 or 3. The invention also provides a preparation method of the tetrasiloxane surface-active ionic liquid. The tetrasiloxane surface-active ionic liquid has excellent physicochemical properties, the minimum surface tension of the water solution is 20-40 mN/m, and the critical micelle concentration in the water solution is 20-400 mg/L.
Description
Technical field
The invention belongs to surface-active ion liquid technical field, be specifically related to a kind of tetrasiloxane surface and live
Property ionic liquid and preparation method thereof.
Background technology
Ionic liquid refer to room temperature or close to present under room temperature liquid, be made up of zwitterion completely
Salt, also referred to as low temperature molten salt.Due to ionic liquid have low volatility, liquid temperature wide ranges,
The characteristic such as Heat stability is good, low toxicity so that it is have in many fields such as chemical science and technology, medical industry etc.
The prospect of being widely applied.
Surfactant, is commonly called as " industry monosodium glutamate ", refers to that those additions just can significantly reduce solution on a small quantity
Surface tension, the material of change interface state, have the features such as surface activity is high, heat-resist,
It is widely used in the fields such as detergents and cosmetic, pesticide, pharmaceutical engineering.According to the difference of hydrophobic chain, it is divided into alkane
The surfactants such as hydrocarbon-surfactant, silicon class surfactant, fluorine class surfactant.
Surface-active ion liquid owing to being integrated with the advantage of ionic liquid and surfactant, enzyme catalysis,
The various fields such as lubricant, heat transfer medium has potential using value.Currently, with respect to surface activity
The research of ionic liquid becomes study hotspot.
Common surface-active ion liquid is mainly based on the alkanes ionic liquid of long-chain, Chinese patent
CN103933893A has synthesized a kind of choline-like ionic liquid surfactant, tetradecylmethyl-(2-
Ethoxy)-alkyl dimethyl ammonium chloride, tetradecyloxyaniline methyl-(2-ethoxy)-dimethyl Tetrafluoroboric acid and
Tetradecyloxyaniline methyl-(2-ethoxy)-dimethyl ammonium nitrate, but have that synthesis step is loaded down with trivial details, table
The problems such as face activity is poor.In order to improve its surface activity, the surface-active ion liquid of prior art,
Being to be synthesized by two-step process, separating-purifying is the most difficult, and synthesis step is loaded down with trivial details.
Therefore, prepare that surface-active ion liquid is of less types and the problem such as synthetic method is loaded down with trivial details in view of existing,
Need develop novel surface active ion liquid and study its preparation method.
Summary of the invention
The technical problem to be solved is to provide one to contribute to abundant surface-active ion liquid
Tetrasiloxane surface-active ion liquid of body kind and novel structure and preparation method thereof.
For solving the technical problem of above-mentioned first aspect, the present invention provide a kind of tetrasiloxane surface activity from
Sub-liquid, its general structure is as follows:
Wherein R=CnH2n+1Or CF3；N is 0,1,2,3.
A second aspect of the present invention is to provide the preparation side of a kind of tetrasiloxane surface-active ion liquid
Method, the method is conducive to significantly shortening reaction process, reducing preparation cost and use and meet industrialization amplification
Production requirement and be of value to guarantee avirulence and use embodiment environmental protection and safety.
For solving the technical problem of a second aspect of the present invention, the invention provides a kind of tetrasiloxane surface
The preparation method of active ion liquid, its reaction equation is as follows, comprises the following steps:
The preparation of (1) three aminopropyl end-blocking tetrasiloxane
It is former with methyl trialkoxysilane, double (3-the aminopropyl)-1,1,3,3-tetramethyl disiloxane of 1,3-
Material, utilizes catalyst, reacts at a certain temperature, after reaction terminates, makes catalysqt deactivation, decompression steam
Evaporate except excess raw material obtains three aminopropyl end-blocking tetrasiloxanes；
(2) preparation of tetrasiloxane surface-active ion liquid
With three aminopropyl end-blocking tetrasiloxane, short chain organic acids as raw material, under low boiling point solvent effect,
At a certain temperature, react certain time, after reaction terminates, be dried after solvent is evaporated off, obtain four silica
Alkane surface-active ion liquid.
In a concrete technical scheme of the present invention, methyl trialkoxysilane in described step (1)
Selected from MTMS, MTES.
In another concrete technical scheme of the present invention, methyl tri-alkoxy silicon in described step (1)
The mol ratio of alkane (3-aminopropyl)-1,1,3,3-tetramethyl disiloxane double with 1,3-and catalyst is
1:5-20:0.01-0.08；Control reaction temperature and be 50-120 DEG C；The control response time is 1-30h.
In another concrete technical scheme of the present invention, in described step (1), catalyst is selected from alkali gold
Belong to hydroxide, silicon alkoxide, quaternary ammonium base, quaternary base, silanol quaternary ammonium salt or silanol quaternary salt；Wherein,
The described catalysqt deactivation that makes is: any one in catalyst is alkali metal hydroxide and silicon alkoxide
Time, add acid to catalyst neutralize and makes catalysqt deactivation, and when catalyst be quaternary ammonium base, quaternary base,
During any one in silanol quaternary ammonium salt and silanol quaternary salt, carry out heat resolve and make catalysqt deactivation.
In an also concrete technical scheme of the present invention, the alkali metal described in described step (1)
Hydroxide is sodium hydroxide or potassium hydroxide；Described silicon alkoxide is sodium silanolate or silanol potassium；Described
Quaternary ammonium base is Tetramethylammonium hydroxide；Described quaternary base is tetrabutylammonium hydroxide；Described silanol season
Ammonium salt is tetramethyl silanol ammonium；Described silanol quaternary salt is tetrabutyl silanol.
The present invention's and then in a concrete technical scheme, three aminopropyl end-blocking in described step (2)
Tetrasiloxane and short chain organic acid mol ratio are 1:3-9；Control reaction temperature and be 20-80 DEG C；Control reaction
Time is 5-50h.
In more and in a concrete technical scheme of the present invention, short chain organic acid choosing in described step (2)
One or more in formic acid, acetic acid, propanoic acid, butanoic acid, trifluoroacetic acid；Low boiling point solvent selects
From dichloromethane, dichloroethanes, acetone, one or more in ethyl acetate.
The tetrasiloxane surface-active ion liquid that the present invention provides is as a kind of new surface-active ion
Liquid and enriched the kind of modified surface active's ionic liquid, extend range.Due to preparation side
Method is abandoned the two-step method of traditional synthetic surface active ion liquid, has used one-step synthesis method, have
Preparation process letter and not being tired of, and the advantage such as preparation cost is cheap, thus industrialization can be met and amplify
Production requirement.Owing to the tetrasiloxane surface-active ion liquid of synthesis possesses excellent surface activity, from
And can be applicable in the fields such as pesticide, medicine, daily use chemicals, weaving.The tetrasiloxane surface activity of the present invention
Ionic liquid has excellent physicochemical property, and the lowest surface tension of its aqueous solution is 20-40mN/m；
Critical micelle concentration is 20-400mg/L in aqueous.
Detailed description of the invention
The following examples are that the present invention is expanded on further, but present disclosure is not limited to this.This
Embodiment in description of the invention is only used for that the present invention will be described, its not protection to the present invention
Scope plays restriction effect.Protection scope of the present invention is only defined by the claims, those skilled in the art
Any omission of being made on the basis of embodiment disclosed by the invention, replace or revise and fall within this
The protection domain of invention.
The tetrasiloxane surface-active ion liquid of preparation structures shown below formula is respectively by six enforcements
Example is illustrated.
Wherein R=CnH2n+1Or CF3；N is 0,1,2,3.
Embodiment 1
Add MTMS 13.6Kg (100mol), 1,3-double (3-amino in a kettle.
Propyl group)-1,1,3,3-tetramethyl disiloxane 124.3Kg (500mol), Tetramethylammonium hydroxide 0.72Kg
(8mol), heating for dissolving, temperature controls at 50 DEG C, after reacting 30 hours, is warming up to 140 DEG C,
Make catalysqt deactivation.Rectification under vacuum is removed excess raw material and is obtained three aminopropyl end-blocking tetrasiloxane 43.9Kg
(100mol), add formic acid 13.8Kg (300mol), make solvent with dichloromethane, at 50 DEG C
React 5 hours, methylene chloride and excess raw material are evaporated off, after vacuum drying, obtain tetrasiloxane surface
Active ion liquid 57.7Kg.The lowest surface tension recording its aqueous solution by K12 surface tension instrument is
20mN/m, critical micelle concentration is 200mg/L.
Embodiment 2
Add MTMS 13.6Kg (100mol), 1,3-double (3-amino in a kettle.
Propyl group)-1,1,3,3-tetramethyl disiloxane 248.6Kg (1000mol), tetrabutylammonium hydroxide 0.27
Kg (1mol), heating for dissolving, temperature controls at 70 DEG C, after reacting 15 hours, is warming up to 140 DEG C,
Make catalysqt deactivation.Rectification under vacuum is removed excess raw material and is obtained three aminopropyl end-blocking tetrasiloxane 43.9Kg
(100mol), add acetic acid 36.0Kg (600mol), make solvent with dichloroethanes, at 80 DEG C
React 20 hours, solvent dichloroethanes and excess raw material are evaporated off, after vacuum drying, obtain tetrasiloxane table
Face active ion liquid 61.9Kg.The lowest surface tension of its aqueous solution is recorded by K12 surface tension instrument
For 25mN/m, critical micelle concentration is 100mg/L.
Embodiment 3
Add MTMS 13.6Kg (100mol), 1,3-double (3-amino in a kettle.
Propyl group)-1,1,3,3-tetramethyl disiloxane 497.2Kg (2000mol), tetramethyl silanol ammonium 1.06Kg
(3.0mol), heating for dissolving, temperature controls at 120 DEG C, after reacting 1 hour, is warming up to 140 DEG C,
Make catalysqt deactivation.Rectification under vacuum is removed excess raw material and is obtained three aminopropyl end-blocking tetrasiloxane 43.9Kg
(100mol), add propanoic acid 66.6Kg (900mol), make solvent with acetone, react at 20 DEG C
50 hours, solvent acetone and excess raw material are evaporated off, obtain after vacuum drying tetrasiloxane surface activity from
Sub-liquid 66.1Kg.The lowest surface tension recording its aqueous solution by K12 surface tension instrument is 30
MN/m, critical micelle concentration is 300mg/L.
Embodiment 4
Add MTES 17.8Kg (100mol), 1,3-double (3-amino in a kettle.
Propyl group)-1,1,3,3-tetramethyl disiloxane 198.8Kg (800mol), trimethyl silicane sodium alkoxide 0.58Kg
(8.0mol), heating for dissolving, temperature controls at 90 DEG C, after reacting 10 hours, is warming up to 140 DEG C,
Make catalysqt deactivation.Rectification under vacuum is removed excess raw material and is obtained three aminopropyl end-blocking tetrasiloxane 43.9Kg
(100mol), add butanoic acid 35.2Kg (400mol), make solvent by ethyl acetate, at 70 DEG C
React 30 hours, solvent ethyl acetate and excess raw material are evaporated off, after vacuum drying, obtain tetrasiloxane table
Face active ion liquid 70.3Kg.The lowest surface tension of its aqueous solution is recorded by K12 surface tension instrument
For 40mN/m, critical micelle concentration is 400mg/L.
Embodiment 5
Add MTES 17.8Kg (100mol), 1,3-double (3-amino in a kettle.
Propyl group)-1,1,3,3-tetramethyl disiloxane 298.2Kg (1200mol), sodium hydroxide 0.24Kg (6
Mol), heating for dissolving, temperature controls at 90 DEG C, and after reacting 10 hours, acid adding neutralizes, and makes catalyst
Inactivation.Rectification under vacuum is removed excess raw material and is obtained three aminopropyls end-blocking tetrasiloxane 43.9Kg (100mol),
Add trifluoroacetic acid 57.01Kg (500mol), make solvent with dichloroethanes, at 60 DEG C, react 25
Hour, solvent dichloroethanes and excess raw material are evaporated off, obtain after vacuum drying tetrasiloxane surface activity from
Sub-liquid 78.1Kg.The lowest surface tension recording its aqueous solution by K12 surface tension instrument is 33
MN/m, critical micelle concentration is 260mg/L.
Embodiment 6
Add MTES 17.8Kg (100mol), 1,3-double (3-amino in a kettle.
Propyl group)-1,1,3,3-tetramethyl disiloxane 372.7Kg (1500mol), potassium hydroxide 0.05Kg (1.0
Mol), heating for dissolving, temperature controls at 100 DEG C, and after reacting 9 hours, acid adding neutralizes, and makes catalyst
Inactivation.Rectification under vacuum is removed excess raw material and is obtained three aminopropyls end-blocking tetrasiloxane 43.9Kg (100mol),
Add formic acid 36.8Kg (800mol), make solvent with dichloroethanes, react 17 hours at 60 DEG C,
Solvent dichloroethanes and excess raw material are evaporated off, after vacuum drying, obtain tetrasiloxane surface-active ion liquid
57.7Kg.The lowest surface tension recording its aqueous solution by K12 surface tension instrument is 27mN/m, faces
Boundary's micellar concentration is 320mg/L.
Examples detailed above only for technology design and the feature of the present invention are described, its object is to allow and is familiar with this skill
The people of art is to will appreciate that present disclosure and implement according to this, can not limit the protection of the present invention with this
Scope.All equivalent transformations done according to spirit of the invention or modification, all should contain the present invention's
Within protection domain.
Claims (10)
1. a tetrasiloxane surface-active ion liquid, its general structure is as follows:
Wherein R=CnH2n+1Or CF3；N is 0,1,2,3.
2. a preparation method for tetrasiloxane surface-active ion liquid as claimed in claim 1,
It is characterized in that, its reaction equation is as follows, comprises the following steps:
The preparation of (1) three aminopropyl end-blocking tetrasiloxane
It is former with methyl trialkoxysilane, double (3-the aminopropyl)-1,1,3,3-tetramethyl disiloxane of 1,3-
Material, utilizes catalyst, reacts at a certain temperature, after reaction terminates, makes catalysqt deactivation, decompression steam
Evaporate except excess raw material obtains three aminopropyl end-blocking tetrasiloxanes；
(2) preparation of tetrasiloxane surface-active ion liquid
With three aminopropyl end-blocking tetrasiloxane, short chain organic acids as raw material, under low boiling point solvent effect,
At a certain temperature, react certain time, after reaction terminates, be dried after solvent is evaporated off, obtain four silica
Alkane surface-active ion liquid.
The preparation method of tetrasiloxane surface-active ion liquid the most according to claim 2, its
Being characterised by, in described step (1), methyl trialkoxysilane is selected from MTMS, first
Ethyl triethoxy silicane alkane.
The preparation method of tetrasiloxane surface-active ion liquid the most according to claim 2, its
It is characterised by, methyl trialkoxysilane and 1 in described step (1), double (the 3-aminopropyl)-1,1,3,3-of 3-
The mol ratio of tetramethyl disiloxane and catalyst is 1:5-20:0.01-0.08；Controlling reaction temperature is
50-120℃；The control response time is 1-30h.
The preparation method of tetrasiloxane surface-active ion liquid the most according to claim 2, its
Be characterised by, in described step (1) catalyst selected from alkali metal hydroxide, silicon alkoxide, quaternary ammonium base,
Quaternary base, silanol quaternary ammonium salt or silanol quaternary salt；Wherein, the described catalysqt deactivation that makes is: work as catalysis
When agent is any one in alkali metal hydroxide and silicon alkoxide, adds acid and catalyst is neutralized and makes to urge
Agent inactivates, and when catalyst is appointing in quaternary ammonium base, quaternary base, silanol quaternary ammonium salt and silanol quaternary salt
When meaning is a kind of, carries out heat resolve and make catalysqt deactivation.
The preparation method of tetrasiloxane surface-active ion liquid the most according to claim 5, its
Being characterised by, the alkali metal hydroxide in described step (1) is sodium hydroxide or potassium hydroxide；Institute
The silicon alkoxide stated is sodium silanolate or silanol potassium；Described quaternary ammonium base is Tetramethylammonium hydroxide.
The preparation method of tetrasiloxane surface-active ion liquid the most according to claim 5, its
Being characterised by, the quaternary base in described step (1) is tetrabutylammonium hydroxide；Described silanol quaternary ammonium
Salt is tetramethyl silanol ammonium；Described silanol quaternary salt is tetrabutyl silanol.
The preparation method of tetrasiloxane surface-active ion liquid the most according to claim 2, its
Being characterised by, in described step (2), three aminopropyl end-blocking tetrasiloxanes with short chain organic acid mol ratio are
1:3-9；Control reaction temperature and be 20-80 DEG C；The control response time is 5-50h.
The preparation method of tetrasiloxane surface-active ion liquid the most according to claim 2, its
Be characterised by, in described step (2) short chain organic acid selected from formic acid, acetic acid, propanoic acid, butanoic acid, three
One or more in Fluoroethanoic acid.
The preparation method of tetrasiloxane surface-active ion liquid the most according to claim 2, its
Be characterised by, in described step (2) low boiling point solvent be selected from dichloromethane, dichloroethanes, acetone,
One or more in ethyl acetate.
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