CN104945435A - Single-tooth double-functionalization imidazole type ionic liquid and preparing method thereof - Google Patents

Single-tooth double-functionalization imidazole type ionic liquid and preparing method thereof Download PDF

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CN104945435A
CN104945435A CN201510401194.0A CN201510401194A CN104945435A CN 104945435 A CN104945435 A CN 104945435A CN 201510401194 A CN201510401194 A CN 201510401194A CN 104945435 A CN104945435 A CN 104945435A
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organic phase
product
imidazole
aqueous phase
bromopropyl
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CN104945435B (en
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王君平
梁洪泽
冯达
赵洁莹
康鑫淳
张小珍
沈菲
黄飞隆
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Shandong Xingqiang Chemical Industry Technology Research Institute Co Ltd
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Ningbo University
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Abstract

The invention provides single-tooth double-functionalization imidazole type ionic liquid. The ionic liquid has the structural formula (please see the detail in the specification), wherein R1 is selected from one of C3H7, C4H9, C5H11 and C6H13, and R2 is selected from one of Ph and OEt. The invention further provides a preparing method of the ionic liquid. According to the single-tooth double-functionalization imidazole type ionic liquid, negative ions and positive ions are provided with P=O perssad which can participate in coordination, the very good coordination capability is achieved, and the preparing method is simple and low in cost.

Description

A kind of monodentate difunctionalization imidazole type ion liquid and preparation method thereof
Technical field
The invention belongs to field of compound preparation, be specifically related to a kind of monodentate difunctionalization imidazole type ion liquid; The invention still further relates to the preparation method of above-mentioned ionic liquid.
Background technology
Ionic liquid is made up of organic cation and inorganic or organic anion, the salt in liquid state under room temperature or near room temperature temperature, and compared with conventional organic solvents, ionic liquid has the features such as steam forces down, nonflammable, liquid temperature wide ranges.In addition, the structure of ionic liquid has designability, namely by modify or the structure of modulation zwitterion or kind regulate and control the physics and chemistry character of ionic liquid, is called as " planner's solvent ".Through the functionalized ion liquid of design refer to functionalization group is incorporated into the positively charged ion of ionic liquid or the moon from, thus become the ionic liquid with specific function, task specific.
Varied due to functional group, dissimilar functionalized ion liquid derivative thus has diversified purposes, as absorbing carbon dioxide, catalyse organic reaction, extract be separated, as reaction solvent etc.
Specifically see the application of ionic liquid in extraction and fractionation: functionalized ion liquid can be used for extracting organism, because of ionic liquid steam force down, not volatile and Heat stability is good, after extraction completes, by heating extraction phase or underpressure distillation, being separated of organism and ionic liquid can be realized.As, people's first Application hydrophobic nature ionic liquid [bmim] [PF such as Rogers 6] benzene derivate such as extracting toluene, phenylformic acid, aniline, chlorobenzene from water; Afterwards, the people such as Pereiro with ionic liquid 1,3-methylimidazole methylsulfuric acid ([mmim] [MeSO 4]) heptane in extraction agent ethanol-heptane azeotropic mixture, found that [mmim] [MeSO 4] extraction efficiency high, ionic liquid can be recycled.
Except extraction organism, ion liquid abstraction separating metal ions is also a kind of method conventional in chemical analysis, the difference of compound partition ratio in immiscible two-phase solvent that it is formed based on different metal ion, makes target metal ions enter organic phase from aqueous phase and reach object separated from one another.As, the people such as Rogers and Visser are incorporated into the different ligating atoms such as sulphur, urea, thiocarbamide, thioether or structure the substituting group on glyoxaline cation, and negatively charged ion is [PF 6] -, obtain 6 kinds of hydrophobic function ionic liquids, for Metal Ions Cd in extraction water 2+and Hg 2+.
In addition, containing the part of P=O group and group of the lanthanides, actinide elements, there is good coordination ability, at present about the research containing P=O radical functino ionic liquid mainly concentrates on anionic functional ionic liquid, about cationic functionalization is less containing the ionic liquid correlative study report of P=O group.
Summary of the invention
For deficiency of the prior art, the invention provides a kind of monodentate difunctionalization imidazole type ion liquid, its anions and canons has the P=O group for coordination; Present invention also offers the preparation method of this ionic liquid.
The present invention is achieved through the following technical solutions.
A kind of monodentate difunctionalization imidazole type ion liquid, described ionic liquid has following structural formula:
Wherein, R 1take from C 3h 7, C 4h 9, C 5h 11, C 6h 13in one; R 2take from the one in Ph, OEt.
In above-mentioned ionic liquid, P204 is di-(2-ethylhexyl)phosphoric acid ester, it has P=O group, therefore in ionic liquid of the present invention, positively charged ion and negatively charged ion all have the P=O group that can participate in coordination, and good rare earth element coordination ability it is expected to.
Present invention also offers the preparation method of above-mentioned ionic liquid, comprise the following steps:
A. the N-alkyl imidazole that mol ratio is 0.85 ~ 0.95: 1: 0.85 ~ 0.95 is got, 3-bromopropyl substituting group phosphine oxide and di-(2-ethylhexyl)phosphoric acid ester for subsequent use, N-alkyl imidazole is dissolved in benzene kind solvent, drip 3-bromopropyl substituting group phosphine oxide under heated and stirred state and react 4 ~ 8 hours, obtain reaction solution, above-mentioned N-alkyl imidazole takes from N-propyl imidazole, N-butyl imidazole, N-amyl group imidazoles, one in N-hexyl imidazolium, above-mentioned 3-bromopropyl substituting group phosphine oxide takes from 3-bromopropyl diethoxy phosphine oxide, 3-bromopropyl diphenyl phosphine oxide, one in 3-bromopropyl phenyl ethoxy phosphine oxide,
B. the reaction solution in step a is cooled to room temperature, except desolventizing, adds deionized water dissolving product, after dissolving, obtain aqueous phase one, wash aqueous phase one with the mixed solution of ethyl acetate and sherwood oil, obtain aqueous phase two;
C. di-(2-ethylhexyl)phosphoric acid ester and sodium are refluxed 23 ~ 25 hours, the sodium salt obtained is dissolved in methylene dichloride, again by aqueous phase two mix and blend in this dichloromethane solution and step b 2 ~ 4 hours, separatory obtains organic phase one, by this organic phase one of deionized water wash, and after drying, obtain organic phase two;
D. the organic phase two in step c is revolved and steam removing methylene dichloride, and after vacuum-drying, obtain described monodentate difunctionalization imidazole type ion liquid.
As preferably, the benzene kind solvent in described step a is toluene or benzene.
As preferably, in described step b ethyl acetate and sherwood oil mixed solution in the volume ratio of ethyl acetate and sherwood oil be 3: 1.
As preferably, in described steps d, during vacuum-drying, temperature is 65 DEG C ~ 75 DEG C, and the vacuum-drying time is 2.5 ~ 4 hours.
Compared with prior art, the present invention has following beneficial effect: 1) provide a kind of monodentate difunctionalization imidazole type ion liquid, anions and canons all has the P=O group that can participate in coordination, have good coordination ability; 2) provide the preparation method of above-mentioned ionic liquid, preparation method is simple, and cost is low.
Accompanying drawing explanation
Fig. 1 is the infrared figure of product in embodiment one.
Fig. 2 is the nuclear-magnetism P spectrogram of product in embodiment one.
Fig. 3 is the nuclear-magnetism H spectrogram of product in embodiment one.
Fig. 4 is the nuclear-magnetism C spectrogram of product in embodiment one.
Fig. 5 is the infrared figure of product in embodiment two.
Fig. 6 is the nuclear-magnetism P spectrogram of product in embodiment two.
Fig. 7 is the nuclear-magnetism H spectrogram of product in embodiment two.
Fig. 8 is the nuclear-magnetism C spectrogram of product in embodiment two.
Fig. 9 is the infrared figure of product in embodiment three.
Figure 10 is the nuclear-magnetism P spectrogram of product in embodiment three.
Figure 11 is the nuclear-magnetism H spectrogram of product in embodiment three.
Figure 12 is the nuclear-magnetism C spectrogram of product in embodiment three.
Figure 13 is the infrared figure of product in embodiment four.
Figure 14 is the nuclear-magnetism P spectrogram of product in embodiment four.
Figure 15 is the nuclear-magnetism H spectrogram of product in embodiment four.
Figure 16 is the nuclear-magnetism C spectrogram of product in embodiment four.
Figure 17 is the positive mass spectrum figure of product in embodiment five.
Figure 18 is the positive mass spectrum figure of product in embodiment six.
Figure 19 is the positive mass spectrum figure of product in embodiment seven.
Figure 20 is the positive mass spectrum figure of product in embodiment eight.
Figure 21 is the nuclear-magnetism P spectrogram of product in embodiment nine.
Embodiment
Below in conjunction with accompanying drawing and embodiment, the present invention is described further.
Embodiment one
Get 100mL two neck flask, add N-propyl imidazole (2.10g, 18.0mmol), 35mL toluene; Drip 3-bromopropyl diethoxy phosphine oxide (5.18g, 20.0mmol) under heated and stirred state, and react 6h at 85 DEG C, be cooled to room temperature.Pour out upper toluene, add 100mL deionized water dissolving product and obtain aqueous phase one, organic phase (30mL × 4) the washing aqueous phase one with EtOAc: PE=3: 1, separates aqueous phase two; Di-(2-ethylhexyl)phosphoric acid ester (P204) (5.80g, 18.0mmol) refluxes 24h under the effect of sodium, is dissolved in by the sodium salt obtained in methylene dichloride and at room temperature stirs 3h with the aqueous phase two separated before, add 50mL CH 2cl 2stir, separate organic phase one.By deionized water (20mL × 5) washing organic phase one, obtain organic phase two after separatory, add anhydrous Na 2sO 4dry organic phase two, filter, vacuum rotary steam goes out most of CH 2cl 2, 70 DEG C of vacuum-drying 3h, obtain faint yellow thick liquid product 9.45g (productive rate 86%), product structure formula is as follows:
Fig. 1 is two place P=O groups in infrared figure, the figure of product in embodiment one in 1226,1033 liang of corresponding ionic liquids of place's infrared absorption peak.
Fig. 2 is the nuclear-magnetism P spectrogram of product in embodiment one, obviously can see the P of two kinds of different chemical environment, correspondence and the P in two place P=O groups in ionic liquid.
Fig. 3 is the nuclear-magnetism H spectrogram of product in embodiment one.
Fig. 4 is the nuclear-magnetism C spectrogram of product in embodiment one.
In embodiment one product positive mass spectrum data in, measured value is 289.1677, and theoretical value is 289.1681.
In embodiment one product ion mass spectrum data in, measured value is 321.2194, and theoretical value is 321.2195.
Embodiment two
Get 100mL two neck flask, add N-butyl imidazole (2.24g, 18.0mmol), 40mL toluene, under heated and stirred state, drip 3-bromopropyl diethoxy phosphine oxide (5.18g, 20.0mmol); At 85 DEG C, react 6h, be cooled to room temperature.Pour out upper toluene, add 100mL deionized water dissolving product and obtain aqueous phase one, organic phase (30mL × 4) the washing aqueous phase one with EtOAc: PE=3: 1, separates aqueous phase two; Di-(2-ethylhexyl)phosphoric acid ester (P204) (5.80g, 18.0mmol)) reflux 24h under the effect of sodium, the sodium salt obtained to be dissolved in methylene dichloride with the aqueous phase two to separate before at stirring at room temperature 3h, to add 50mL CH 2cl 2stir, separate organic phase one.By deionized water (20mL × 5) washing organic phase one, separatory, adds anhydrous Na 2sO 4drying obtains organic phase two, and filter, vacuum rotary steam goes out most of CH 2cl 2, 70 DEG C of vacuum-drying 3h, obtain faint yellow thick liquid 9.78g (productive rate 87%), product structure formula is as follows:
Fig. 5 is two place P=O groups in infrared figure, the figure of product in embodiment two in 1230,1057 liang of corresponding ionic liquids of place's infrared absorption peak.
Fig. 6 is the nuclear-magnetism P spectrogram of product in embodiment two, obviously can see the P of two kinds of different chemical environment, correspondence and the P in two place P=O groups in ionic liquid.
Fig. 7 is the nuclear-magnetism H spectrogram of product in embodiment two.
Fig. 8 is the nuclear-magnetism C spectrogram of product in embodiment two.
In embodiment two product positive mass spectrum data in, measured value is 303.1841, and theoretical value is 303.1837.
In embodiment two, the positive mass spectrum data of product are identical with the ion mass spectrum data of product in embodiment one, not in repeat specification, also omit in following examples.
Embodiment three
Get 100mL two neck flask, add N-amyl group imidazoles (3.30g, 18.0mmol), 35mL toluene, under heated and stirred state, drip 3-bromopropyl diethoxy phosphine oxide (6.10g, 0.022mol), at 85 DEG C, react 6h, be cooled to room temperature.Pour out upper toluene, add 100mL deionized water dissolving product and obtain aqueous phase one, organic phase (30mL × 4) the washing aqueous phase one with EtOAc: PE=3: 1, separatory obtains aqueous phase two; Di-(2-ethylhexyl)phosphoric acid ester (P204) (5.80g, 18mmol) refluxes 24h under the effect of sodium, to be dissolved in by the sodium salt obtained in methylene dichloride with the aqueous phase two separated before at stirring at room temperature 4h, to add 50mL CH 2cl 2stir, separate organic phase one.By deionized water (20mL × 5) washing organic phase one, separatory obtains organic phase two, adds anhydrous Na 2sO 4dry organic phase two, filter, vacuum rotary steam goes out most of CH 2cl 2, 65 DEG C of vacuum-drying 4h, obtain faint yellow thick liquid 10.12g (productive rate 88%), product has following structural formula:
Fig. 9 is two place P=O groups in infrared figure, the figure of product in embodiment three in 1229,1034 liang of corresponding ionic liquids of place's infrared absorption peak.
Figure 10 is the nuclear-magnetism P spectrogram of product in embodiment three, obviously can see the P of two kinds of different chemical environment, correspondence and the P in two place P=O groups in ionic liquid.
Figure 11 is the nuclear-magnetism H spectrogram of product in embodiment three.
Figure 12 is the nuclear-magnetism C spectrogram of product in embodiment three.
In embodiment three product positive mass spectrum data in, measured value is 317.1986, and theoretical value is 317.1994.
Embodiment four
Get 100mL two neck flask, add N-hexyl imidazolium (2.74g, 18.0mmol), 35mL toluene, under heated and stirred state, drip 3-bromopropyl diethoxy phosphine oxide (5.18g, 20.0mmol); At 85 DEG C, react 6h, be cooled to room temperature.Pour out upper toluene, add 100mL deionized water dissolving product and obtain aqueous phase one, organic phase (30mL × 4) the washing aqueous phase one with EtOAc: PE=3: 1, separatory obtains aqueous phase two; Di-(2-ethylhexyl)phosphoric acid ester (P204) (5.80g, 18.0mmol) refluxes 25h under the effect of sodium, to be dissolved in by the sodium salt obtained in methylene dichloride with the aqueous phase two separated before at stirring at room temperature 2h, to add 50mL CH 2cl 2stir, separate organic phase one.By deionized water (20mL × 5) washing organic phase one, separatory obtains organic phase two, adds anhydrous Na 2sO 4dry organic phase two, filter, vacuum rotary steam goes out most of CH 2cl 2, 75 DEG C of vacuum-drying 2.5h, obtain faint yellow thick liquid 10.58g (productive rate 90%), product has following structural formula:
Figure 13 is two place P=O groups in infrared figure, the figure of product in embodiment four in 1230,1032 liang of corresponding ionic liquids of place's infrared absorption peak.
Figure 14 is the nuclear-magnetism P spectrogram of product in embodiment four, obviously can see the P of two kinds of different chemical environment, correspondence and the P in two place P=O groups in ionic liquid.
Figure 15 is the nuclear-magnetism H spectrogram of product in embodiment four.
Figure 16 is the nuclear-magnetism C spectrogram of product in embodiment four.
In embodiment four product positive mass spectrum data in, measured value is 331.2155, and theoretical value is 331.2151.
Embodiment five
Get 100mL two neck flask, add N-propyl imidazole (2.17g, 19.0mmol), 35mL toluene, under heated and stirred state, drip 3-bromopropyl phenylbenzene base phosphine oxide (6.46g, 20.0mmol); At 85 DEG C, react 8h, be cooled to room temperature.Pour out upper toluene, add 100mL deionized water dissolving product and obtain aqueous phase one, organic phase (30mL × 4) the washing aqueous phase one with EtOAc: PE=3: 1, separatory obtains aqueous phase two; Di-(2-ethylhexyl)phosphoric acid ester (P204) (6.12g, 19.0mmol) refluxes 23h under the effect of sodium, to be dissolved in by the sodium salt obtained in methylene dichloride with the aqueous phase two separated before at stirring at room temperature 3h, to add 50mL CH 2cl 2stir, separate organic phase one.By deionized water (20mL × 5) washing organic phase one, separatory obtains organic phase two, adds anhydrous Na 2sO 4dry organic phase two, filter, vacuum rotary steam goes out most of CH 2cl 2, 70 DEG C of vacuum-drying 3h, obtain faint yellow thick liquid 10.93g (productive rate 90%), product has following structural formula:
Figure 17 is the positive mass spectrum figure of product in embodiment five, and measured value is 353.1770, and theoretical value is 353.1777.
Embodiment six
Get 100mL two neck flask, add N-butyl imidazole (2.24g, 18.0mmol), 35mL toluene, under heated and stirred state, drip 3-bromopropyl phenylbenzene base phosphine oxide (6.46g, 20.0mmol); At 85 DEG C, react 4h, be cooled to room temperature.Pour out upper toluene, add 100mL deionized water dissolving product and obtain aqueous phase one, organic phase (30mL × 4) the washing aqueous phase one with EtOAc: PE=3: 1, separatory obtains aqueous phase two; Di-(2-ethylhexyl)phosphoric acid ester (P204) (5.80g, 18.0mmol), reflux 24h under the effect of sodium, to be dissolved in by the sodium salt obtained in methylene dichloride with the aqueous phase two to separate before at stirring at room temperature 3h, to add 50mL CH 2cl 2stir, separate organic phase one.By deionized water (20mL × 5) washing organic phase one, separatory obtains organic phase two, adds anhydrous Na 2sO 4dry organic phase two, filter, vacuum rotary steam goes out most of CH 2cl 2, 70 DEG C of vacuum-drying 3h, obtain faint yellow thick liquid 11.16g (productive rate 90%), product has following structural formula:
Figure 18 is the positive mass spectrum figure of product in embodiment six, and measured value is 367.1921 theoretical values is M+367.1934.
Embodiment seven
Get 100mL two neck flask, add N-amyl group imidazoles (2.35g, 17.0mmol), 35mL benzene, under heated and stirred state, drip 3-bromopropyl phenylbenzene base phosphine oxide (6.46g, 20.0mmol); At 85 DEG C, react 6h, be cooled to room temperature.Pour out upper strata benzene, add 100mL deionized water dissolving product and obtain aqueous phase one, organic phase (30mL × 4) the washing aqueous phase one with EtOAc: PE=3: 1, separatory obtains aqueous phase two; Di-(2-ethylhexyl)phosphoric acid ester (P204) (5.47g, 17.0mmol) refluxes 24h under the effect of sodium, to be dissolved in by the sodium salt obtained in methylene dichloride with the aqueous phase two separated before at stirring at room temperature 3h, to add 50mL CH 2cl 2stir, separate organic phase one.By deionized water (20mL × 5) washing organic phase one, separatory obtains organic phase two, adds anhydrous Na 2sO 4dry organic phase two, filter, vacuum rotary steam goes out most of CH 2cl 2, 70 DEG C of vacuum-drying 3h, obtain faint yellow thick liquid 11.51g (productive rate 91%), product has following structural formula:
Figure 19 is the positive mass spectrum figure of product in embodiment seven, and measured value is 381.2084, and theoretical value is 381.2090.
Embodiment eight
Get 100mL two neck flask, add N-hexyl imidazolium (2.74g, 18.0mmol), 35mL toluene, under heated and stirred state, drip 3-bromopropyl phenylbenzene base phosphine oxide (6.46g, 20.0mmol); At 85 DEG C, react 6h, be cooled to room temperature.Pour out upper toluene, add 100mL deionized water dissolving product and obtain aqueous phase one, organic phase (30mL × 4) the washing aqueous phase one with EtOAc: PE=3: 1, separatory obtains aqueous phase two; Di-(2-ethylhexyl)phosphoric acid ester (P204) (5.80g, 18.0mmol) refluxes 24h under the effect of sodium, to be dissolved in by the sodium salt obtained in methylene dichloride with the aqueous phase two separated before at stirring at room temperature 3h, to add 50mL CH 2cl 2stir, separate organic phase one.By deionized water (20mL × 5) washing organic phase one, separatory obtains organic phase two, adds anhydrous Na 2sO 4dry organic phase two, filter, vacuum rotary steam goes out most of CH 2cl 2, 70 DEG C of vacuum-drying 3h, obtain faint yellow thick liquid 12.00g (productive rate 93%), product has following structural formula:
Figure 20 is the positive mass spectrum figure of product in embodiment eight, and measured value is 395.2238, and theoretical value is 395.2247.
Embodiment nine
Get 100mL two neck flask, add N-propyl imidazole (2.64g, 18.0mmol), 35mL toluene, under heated and stirred state, drip 3-bromopropyl phenyl ethoxy phosphine oxide (6.26g, 20.0mmol); At 85 DEG C, react 6h, be cooled to room temperature.Pour out upper toluene, add 100mL deionized water dissolving product and obtain aqueous phase one, organic phase (30mL × 4) the washing aqueous phase one with EtOAc: PE=3: 1, separatory obtains aqueous phase two; Di-(2-ethylhexyl)phosphoric acid ester (P204) (5.60g, 18.0mmol) refluxes 24h under the effect of sodium, to be dissolved in by the sodium salt obtained in methylene dichloride with the aqueous phase two separated before at stirring at room temperature 3h, to add 50mL CH 2cl 2stir, separate organic phase one.By deionized water (20mL × 5) washing organic phase one, separatory obtains organic phase two, adds anhydrous Na 2sO 4dry organic phase two, filter, vacuum rotary steam goes out most of CH 2cl 2, 70 DEG C of vacuum-drying 3h, obtain faint yellow thick liquid 12.50g (productive rate 94%), product has following structural formula:
Figure 21 is the nuclear-magnetism P spectrogram of product in embodiment four, obviously can see the P of two kinds of different chemical environment, correspondence and the P in two place P=O groups in ionic liquid.
Monodentate difunctionalization imidazole type ion liquid prepared in above embodiment one to embodiment nine, anions and canons all has the P=O group that can participate in coordination, has good coordination ability.And preparation method is simple, cost is low, and productive rate is high.
Protection scope of the present invention includes but not limited to above embodiment, and protection scope of the present invention is as the criterion with claims, and any replacement that those skilled in the art will find apparent that, distortion, improvement made this technology all falls into protection scope of the present invention.

Claims (5)

1. a monodentate difunctionalization imidazole type ion liquid, is characterized in that, described ionic liquid has following structural formula:
Wherein, R 1take from C 3h 7, C 4h 9, C 5h 11, C 6h 13in one; R 2take from the one in Ph, OEt.
2. the preparation method of a kind of monodentate difunctionalization imidazole type ion liquid according to claim 1, is characterized in that, comprise the following steps:
A. the N-alkyl imidazole that mol ratio is 0.85 ~ 0.95: 1: 0.85 ~ 0.95 is got, 3-bromopropyl substituting group phosphine oxide and di-(2-ethylhexyl)phosphoric acid ester for subsequent use, N-alkyl imidazole is dissolved in benzene kind solvent, drip 3-bromopropyl substituting group phosphine oxide under heated and stirred state and react 4 ~ 8 hours, obtain reaction solution, above-mentioned N-alkyl imidazole takes from N-propyl imidazole, N-butyl imidazole, N-amyl group imidazoles, one in N-hexyl imidazolium, above-mentioned 3-bromopropyl substituting group phosphine oxide takes from 3-bromopropyl diethoxy phosphine oxide, 3-bromopropyl diphenyl phosphine oxide, one in 3-bromopropyl phenyl ethoxy phosphine oxide,
B. the reaction solution in step a is cooled to room temperature, except desolventizing, adds deionized water dissolving product, after dissolving, obtain aqueous phase one, wash aqueous phase one with the mixed solution of ethyl acetate and sherwood oil, obtain aqueous phase two;
C. di-(2-ethylhexyl)phosphoric acid ester and sodium are refluxed 23 ~ 25 hours, the sodium salt obtained is dissolved in methylene dichloride, again by aqueous phase two mix and blend in this dichloromethane solution and step b 2 ~ 4 hours, separatory obtains organic phase one, by this organic phase one of deionized water wash, and after drying, obtain organic phase two;
D. the organic phase two in step c is revolved and steam removing methylene dichloride, and after vacuum-drying, obtain described monodentate difunctionalization imidazole type ion liquid.
3. the preparation method of a kind of monodentate difunctionalization imidazole type ion liquid according to claim 2, it is characterized in that, the benzene kind solvent in described step a is toluene or benzene.
4. the preparation method of a kind of monodentate difunctionalization imidazole type ion liquid according to claim 2, is characterized in that, in described step b ethyl acetate and sherwood oil mixed solution in the volume ratio of ethyl acetate and sherwood oil be 3: 1.
5. the preparation method of a kind of monodentate difunctionalization imidazole type ion liquid according to claim 2, is characterized in that, in described steps d, during vacuum-drying, temperature is 65 DEG C ~ 75 DEG C, and the vacuum-drying time is 2.5 ~ 4 hours.
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