CN107721899B - Eutectic solvent and preparation method thereof - Google Patents
Eutectic solvent and preparation method thereof Download PDFInfo
- Publication number
- CN107721899B CN107721899B CN201711119476.7A CN201711119476A CN107721899B CN 107721899 B CN107721899 B CN 107721899B CN 201711119476 A CN201711119476 A CN 201711119476A CN 107721899 B CN107721899 B CN 107721899B
- Authority
- CN
- China
- Prior art keywords
- amino acid
- ionic liquid
- eutectic solvent
- urea
- reaction
- 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.)
- Active
Links
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D209/20—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals substituted additionally by nitrogen atoms, e.g. tryptophane
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/14—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof
- C07C227/16—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof by reactions not involving the amino or carboxyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C229/26—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having more than one amino group bound to the carbon skeleton, e.g. lysine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C273/00—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C273/02—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of urea, its salts, complexes or addition compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
Abstract
The invention relates to the technical field of chemical synthesis, in particular to a eutectic solvent and a preparation method thereof. The eutectic solvent provided by the invention is prepared from the amino acid ionic liquid and urea, has the advantages of low melting point, low volatility, extremely low vapor pressure and high thermal stability, widens the application range of the amino acid ionic liquid derivative, and has considerable application prospects in the aspects of extraction, novel solvents, electrolytes and the like. The preparation method of the eutectic solvent provided by the invention has the advantages of simple preparation process, low production cost, complete reaction, full utilization of raw materials and no generation of byproducts.
Description
Technical Field
The invention relates to the technical field of chemical synthesis, in particular to a eutectic solvent and a preparation method thereof.
Background
The ionic liquid as a good green solvent can dissolve polar and non-polar organic matters and inorganic matters, is easy to separate and can be recycled. However, research shows that the actual synthesis process of the ionic liquid is not green, and for example, the synthesis of the commonly used imidazole ionic liquid needs to be carried out through ion exchange reaction, and a volatile solvent (such as dichloromethane) is used, so that a large amount of waste organic solvent, waste water and solid waste are generated; the chloroaluminate ionic liquids are unstable in water and air; hexafluorophosphate ionic liquids are very unstable. The ionic liquid attracts attention due to a series of problems such as environmental pollution, natural degradability, accumulation degree in a living body, toxicity to the living body and the like. In order to obtain a greener ionic liquid, it is required that the starting material is non-toxic and has a low production cost, and thus development of a biorenewable resource, such as synthesis of a room temperature ionic liquid from a natural product or direct synthesis of a degradable ionic liquid, has been receiving much attention.
The amino acid ionic liquid is prepared by carrying out acid-base neutralization reaction on natural amino acid and derivatives thereof and inorganic strong acid, has good environment-friendly property, biocompatibility and biodegradation function, and has wide raw material source and low production cost. Like conventional ionic liquids, amino acid ionic liquids also have properties of high thermal stability, negligible vapor pressure, wide liquid stability interval, and the like. Since the invention of Kouyuan and Ohno and the like appeared in 2005, the ionic liquid can be widely used as a green functionalized ionic liquid and a chiral material with certain Bronsted acidity in the fields of chiral separation, protein extraction, catalytic reaction, pharmacy and the like. However, most of amino acid ionic liquids have high melting points and exist in a solid state at room temperature, so that the application of the amino acid ionic liquids in novel solvents, extraction, electrolytes and the like is greatly limited.
Disclosure of Invention
The first purpose of the invention is to provide a eutectic solvent, which is an amino acid ionic liquid/urea eutectic solvent, has the advantages of low melting point, low volatility, extremely low vapor pressure and high thermal stability, widens the application range of amino acid ionic liquid derivatives, and has considerable application prospects in the aspects of novel solvents, extraction, electrolytes and the like.
The second purpose of the invention is to provide a preparation method of the eutectic solvent, which has the advantages of simple preparation process, low production cost, complete reaction, full utilization of raw materials and no generation of byproducts.
In order to achieve the purpose, the invention adopts the technical scheme that:
a eutectic solvent is prepared from amino acid ionic liquid and urea.
Further, the molar ratio of the amino acid ionic liquid to the urea in the eutectic solvent is 1 (2-4).
Further, the amino acid ionic liquid is mainly prepared from an amino acid and a strong acid containing halogen, preferably, the strong acid containing halogen is hydrochloric acid, hydrobromic acid or tetrafluoroboric acid.
Preferably, the amino acid ionic liquid is mainly prepared from amino acid and tetrafluoroboric acid; more preferably, the molar ratio of the amino acid to the tetrafluoroboric acid is 1 (0.7 to 1.5).
Preferably, the amino acid is tryptophan, lysine, phenylalanine or histidine.
According to the preparation method of the eutectic solvent, the amino acid ionic liquid and the urea are uniformly mixed and heated to react to obtain the eutectic solvent.
Further, the reaction temperature of the heating reaction is 70-90 ℃, and the reaction time is 3-6 h.
Further, the preparation method of the amino acid ionic liquid comprises the following steps: dispersing amino acid in water, adding strong acid containing halogen to carry out stirring reaction, and carrying out rotary evaporation to obtain the amino acid ionic liquid.
Furthermore, the reaction temperature of the stirring reaction is 20-30 ℃, and the reaction time is 12-24 h.
Furthermore, the temperature of the rotary evaporation is 70-90 ℃, and the time of the rotary evaporation is 8-12 h.
Preferably, the preparation method of the eutectic solvent comprises the following steps:
(a) dispersing amino acid in water, adding a tetrafluoroboric acid aqueous solution, stirring and reacting at 20-30 ℃ for 12-24h, and rotationally evaporating at 70-90 ℃ for 8-12h to obtain amino acid ionic liquid;
(b) mixing the amino acid ionic liquid and urea uniformly, and heating and reacting for 3-6 hours at 70-80 ℃ to obtain the eutectic solvent.
Compared with the prior art, the invention has the beneficial effects that:
1. the eutectic solvent provided by the invention is prepared from the amino acid ionic liquid and urea, is the amino acid ionic liquid/urea eutectic solvent, has the advantages of low melting point, low volatility, extremely low vapor pressure and high thermal stability while inheriting various advantages (such as good environmental friendliness, biocompatibility and biodegradation function) of the amino acid ionic liquid, greatly widens the application range of the amino acid ionic liquid derivative, and has considerable application prospects in the aspects of novel solvents, extraction, electrolytes and the like.
2. The preparation method of the eutectic solvent provided by the invention has the advantages of simple preparation process, low production cost, complete reaction, full utilization of raw materials and no generation of byproducts.
Drawings
FIG. 1 shows a eutectic solvent provided in example 1 of the present invention1H-NMR chart;
FIG. 2 is a DSC plot of a eutectic solvent provided in example 1 of the present invention;
fig. 3 is a physical diagram of the eutectic solvent provided in example 1 of the present invention.
Detailed Description
The technical solutions of the present invention will be described clearly and completely with reference to the following specific embodiments and accompanying drawings, and it is to be understood that the described embodiments are only a part of the embodiments of the present invention, and not all of them. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
Most of the amino acid ionic liquids have higher melting points and exist in a solid state at room temperature, so that the application of the amino acid ionic liquids in the aspects of novel solvents, extraction, electrolytes and the like is greatly limited.
The eutectic solvent provided by the invention is prepared from the amino acid ionic liquid and urea, and the amino acid ionic liquid/urea eutectic solvent has the advantages of low melting point, low volatility, extremely low vapor pressure and high thermal stability while inheriting various advantages (such as good environmental friendliness, biocompatibility and biodegradation function) of the amino acid ionic liquid, greatly widens the application range of amino acid ionic liquid derivatives, and has considerable application prospects in the aspects of novel solvents, extraction, electrolytes and the like.
The eutectic solvent provided by the invention is mainly prepared from amino acid ionic liquid and urea. The amino acid ionic liquid can provide a hydrogen bond acceptor, and forms a novel eutectic solvent through the hydrogen bond action with urea.
As an alternative embodiment of the invention, the molar ratio of the amino acid ionic liquid to the urea in the eutectic solvent is 1 (2-4). The molar ratio of the amino acid ionic liquid to the urea influences the melting point and the viscosity of the eutectic solvent, and the molar ratio of the amino acid ionic liquid to the urea is too high or too low, so that the prepared eutectic solvent has high melting point and high viscosity. The molar ratio of ionic liquid to urea is typically, but not limited to, 1:2, 1:2.1, 1:2.2, 1:2.3, 1:2.4, 1:2.5, 1:2.6, 1:2.7, 1:2.8, 1:2.9, 1:3, 1:3.1, 1:3.2, 1:3.3, 1:3.4, 1:3.5, 1:3.6, 1:3.7, 1:3.8, 1:3.9, or 1: 4.
In a preferred embodiment of the invention, the molar ratio of the amino acid ionic liquid to the urea in the eutectic solvent is 1:3, and the eutectic solvent prepared by adopting the molar ratio has the advantages of low melting point, low viscosity and wider application range.
As an alternative embodiment of the invention, the amino acid ionic liquid is mainly prepared from amino acid and strong acid containing halogen, and the strong acid containing halogen can provide a hydrogen bond acceptor for the amino acid ionic liquid and further form a hydrogen bond with urea. The strong acid containing halogen is hydrochloric acid, hydrobromic acid or tetrafluoroboric acid.
In a preferred embodiment of the present invention, the amino acid ionic liquid is mainly prepared from an amino acid and tetrafluoroboric acid. The amino acid example liquid prepared by using the amino acid and the tetrafluoroboric acid not only can provide a hydrogen bond acceptor, but also has a low melting point.
As an alternative embodiment of the invention, the molar ratio of amino acid to tetrafluoroboric acid is 1: (0.7-1.5), the molar ratio of amino acid to aqueous tetrafluoroborate solution is typically, but not limited to: 1:0.7, 1:0.8, 1:0.9, 1:1.0, 1:1.1, 1:1.2, 1:1.3, 1:1.4, or 1: 1.5. In a preferred embodiment of the present invention, the molar ratio of the amino acid to the tetrafluoroboric acid is 1:1, so that the conversion rate of the reaction is high and the yield of the obtained amino acid ionic liquid is high.
As an alternative embodiment of the invention, the amino acid is tryptophan, lysine, phenylalanine or histidine.
The eutectic solvent provided by the invention is prepared from the amino acid ionic liquid and urea, and the amino acid ionic liquid/urea eutectic solvent has the advantages of low melting point, low volatility, extremely low vapor pressure and high thermal stability while inheriting various advantages (such as good environmental friendliness, biocompatibility and biodegradation function) of the amino acid ionic liquid, greatly widens the application range of amino acid ionic liquid derivatives, and has considerable application prospects in the aspects of novel solvents, extraction, electrolytes and the like.
The invention also provides a preparation method of the eutectic solvent, which is characterized in that the amino acid ionic liquid and urea are uniformly mixed and heated for reaction to obtain the eutectic solvent. The preparation process is simple, the production cost is low, the reaction is complete, the raw materials are fully utilized, and no by-product is generated.
As an alternative embodiment of the invention, the heating reaction is carried out at a reaction temperature of 70-90 ℃ for 3-6 h. The thermal stability of the eutectic solvent is reduced due to the over-high reaction temperature; the reaction temperature is too low, so that the reaction rate is reduced and the reaction time is long. The reaction temperature is typically, but not limited to: 70 deg.C, 71 deg.C, 72 deg.C, 73 deg.C, 74 deg.C, 75 deg.C, 76 deg.C, 77 deg.C, 78 deg.C, 79 deg.C, 80 deg.C, 81 deg.C, 82 deg.C, 83 deg.C, 84 deg.C, 85 deg.C, 86 deg.C, 87 deg.C, 88 deg.C; reaction times are typically, but not limited to: 3h, 3.5h, 4h, 4.5h, 5h, 5.5h or 6 h.
As an alternative embodiment of the present invention, the preparation method of the amino acid ionic liquid comprises the following steps: dispersing amino acid in water, adding strong acid containing halogen to carry out stirring reaction, and carrying out rotary evaporation to obtain the amino acid ionic liquid. The amino acid is fully reacted with the strong acid containing halogen by stirring reaction, and then the moisture serving as a reaction medium is removed by rotary evaporation.
As a preferred embodiment of the present invention, the reaction temperature of the stirring reaction is 20 to 30 ℃ and the reaction time is 12 to 24 hours. The reaction temperature is too high, amino acid is self-condensed, side reactions are increased, and the strong acid containing halogen is easy to volatilize due to the increase of the temperature; the reaction temperature is low, the reaction rate is slow, and the reaction time is long. The reaction temperature is typically, but not limited to: 20 deg.C, 21 deg.C, 22 deg.C, 23 deg.C, 24 deg.C, 25 deg.C, 26 deg.C, 27 deg.C, 28 deg.C, 29 deg.C or 30 deg.C; reaction times are typically, but not limited to: 12h, 13h, 14h, 15h, 16h, 17h, 18h, 19h, 20h, 21h, 22h, 23h or 24 h.
As a preferred embodiment of the invention, the temperature of the rotary evaporation is 70-90 ℃, and the time of the rotary evaporation is 8-12 h. The temperature of rotary evaporation is too high, and side reactions are increased; the temperature is too low and the moisture of the reaction medium is not easily removed. The temperature of the rotary evaporation is typically, but not limited to: 70 deg.C, 71 deg.C, 72 deg.C, 73 deg.C, 74 deg.C, 75 deg.C, 76 deg.C, 77 deg.C, 78 deg.C, 79 deg.C, 80 deg.C, 81 deg.C, 82 deg.C, 83 deg.C, 84 deg.C, 85 deg.C, 86 deg.C, 87 deg.C, 88 deg.C; the time of rotary evaporation is typically, but not limited to: 8h, 8.5h, 9h, 9.5h, 10h, 10.5h, 11h, 11.5h or 12 h.
As a preferred embodiment of the present invention, a method for preparing a eutectic solvent includes the steps of:
(a) dispersing amino acid in water, adding a tetrafluoroboric acid aqueous solution, stirring and reacting at 20-30 ℃ for 12-24h, and rotationally evaporating at 70-90 ℃ for 8-12h to obtain amino acid ionic liquid;
(b) mixing the amino acid ionic liquid and urea uniformly, and heating and reacting for 3-6 hours at 70-80 ℃ to obtain the eutectic solvent.
The preparation method of the amino acid ionic liquid/urea eutectic solvent provided by the invention has the advantages that the obtained eutectic solvent is low in melting point, small in viscosity, good in product performance, simple in preparation process, low in production cost, complete in reaction, fully utilized in raw materials and free of byproducts.
Example 1
Dispersing 5mol of tryptophan in water according to a ratio of 1:2(V: V), adding 5mol of tetrafluoroboric acid solution, mixing, stirring at 25 ℃ for reacting for 18h, and rotationally evaporating at 80 ℃ for 10h to obtain wine red liquid ionic liquid; and mixing 1mol of ionic liquid and 3mol of urea, and stirring and reacting at 80 ℃ for 4 hours to obtain a yellow-brown liquid, namely the tryptophan tetrafluoroborate/urea eutectic solvent. .
The 1H-NMR chart of the eutectic solvent prepared in example 1 is shown in FIG. 1, and in FIG. 1, (a) is the 1H-NMR chart of tryptophan, (b) is the 1H-NMR chart of tryptophan tetrafluoroborate, (c) is the 1H-NMR chart of tryptophan tetrafluoroborate/urea eutectic solvent, and (d) is the 1H-NMR chart of urea. The generation of the ionic liquid can be confirmed by comparing (a) and (b) in fig. 2, and the generation of the hydrogen bond can be confirmed by comparing (c) and (d) in fig. 1, and the eutectic solvent is successfully synthesized.
The DSC curve of the eutectic solvent provided in example 1 is shown in fig. 1, in which (a) is the DSC curve of the tryptophan tetrafluoroborate ionic liquid and (b) is the DSC curve of the tryptophan tetrafluoroborate/urea eutectic solvent. In the figure 1, the melting point of the tryptophan tetrafluoroborate ionic liquid is 88 ℃, the melting point of the tryptophan tetrafluoroborate/urea eutectic solvent is-23 ℃, the glass transition temperature is-11 ℃, and the melting point is far lower than that of the amino acid ionic liquid, so that the application range of the tryptophan tetrafluoroborate/urea eutectic solvent is greatly expanded.
A sample physical map of the eutectic solvent provided in example 1 is shown in fig. 3, (a) is a sample physical map of tryptophan tetrafluoroborate ionic liquid, and (b) is a sample physical map of tryptophan tetrafluoroborate/urea eutectic solvent. As is clear from fig. 3, the tryptophan tetrafluoroborate ionic liquid sample is a solid at room temperature, whereas the tryptophan tetrafluoroborate/urea eutectic solvent sample is a clear homogeneous liquid.
Example 2
Dispersing 5mol of tryptophan in water according to a ratio of 1:2(V: V), adding 4mol of tetrafluoroboric acid solution, mixing, stirring at 20 ℃ for reaction for 12h, and rotationally evaporating at 70 ℃ for 8h to obtain wine red liquid ionic liquid; and mixing 1mol of ionic liquid and 2mol of urea, and stirring and reacting at 70 ℃ for 6 hours to obtain a yellow-brown liquid, namely the tryptophan tetrafluoroborate/urea eutectic solvent.
Example 3
Dispersing 5mol of tryptophan in water according to a ratio of 1:2(V: V), adding 6mol of tetrafluoroboric acid solution, mixing, stirring at 30 ℃ for reaction for 24 hours, and rotationally evaporating at 90 ℃ for 12 hours to obtain wine red liquid ionic liquid; and mixing 1mol of ionic liquid and 4mol of urea, and stirring and reacting at 90 ℃ for 3 hours to obtain a yellow-brown liquid, namely the tryptophan tetrafluoroborate/urea eutectic solvent.
Example 4
Dispersing 5mol of lysine into water according to a ratio of 1:2.2(V: V), adding 7mol of hydrobromic acid, mixing, stirring at 28 ℃ for reaction for 20 hours, and rotationally evaporating at 85 ℃ for 9 hours to obtain a light yellow liquid ionic liquid; and mixing 1mol of ionic liquid and 3mol of urea, and stirring and reacting at 80 ℃ for 4 hours to obtain a yellow brown liquid, namely the lysine hydrobromide/urea eutectic solvent.
Example 5
Dispersing 5mol of histidine in water according to a ratio of 1:1.8(V: V), adding 3.5mol of hydrochloric acid aqueous solution, mixing, stirring at 22 ℃ for reaction for 15h, and rotationally evaporating at 75 ℃ for 11h to obtain light yellow liquid ionic liquid; and mixing 1mol of ionic liquid and 3mol of urea, and stirring and reacting at 80 ℃ for 4 hours to obtain a yellowish-brown liquid, namely the histidine hydrochloride/urea eutectic solvent.
Example 6
Weighing 5g of the tryptophan tetrafluoroborate/urea eutectic solvent provided in example 1, adding 5g of ethanol and 10g of toluene, mixing to form an extractant, placing the extractant in an extraction container, adding the prepared extractant while stirring, and extracting for 30min while continuously stirring. After centrifugal separation, an upper layer extraction oil phase, a middle layer microemulsion phase and a lower layer sand grain are obtained. Distilling the extracted oil phase to separate out solvent toluene to obtain asphalt oil; adding the distilled and recovered toluene into the middle-layer microemulsion phase, and recycling the toluene; the sand grains in the lower layer are washed by a small amount of water and can be discharged. According to the test result, the extraction agent can lead the recovery rate of the asphalt oil to be 93%.
The eutectic solvent provided by the invention can be widely applied to the aspect of extracting asphalt in oil sand, and has the advantages of high extraction efficiency, good asphalt product quality, less solid entrainment, easy recovery and reutilization.
Comparative example
Comparative example 1 differs from example 5 in that 10g of toluene was used as the extractant and the procedure was otherwise the same as in example 5. According to the test result, the extraction agent can lead the recovery rate of the asphalt oil to be 78%. The microemulsion extracting agent for separating heavy oil and ore provided by the invention has the advantages of high extraction efficiency of asphalt in oil sand, good asphalt product quality, less solid entrainment, simple extraction process and mild reaction conditions.
Finally, it should be noted that: the above embodiments are only used to illustrate the technical solution of the present invention, and not to limit the same; while the invention has been described in detail and with reference to the foregoing embodiments, it will be understood by those skilled in the art that: the technical solutions described in the foregoing embodiments may still be modified, or some or all of the technical features may be equivalently replaced; and the modifications or the substitutions do not make the essence of the corresponding technical solutions depart from the scope of the technical solutions of the embodiments of the present invention.
Claims (3)
1. A eutectic solvent, characterized in that: is prepared from amino acid ionic liquid and urea; the molar ratio of the amino acid ionic liquid to the urea in the eutectic solvent is 1: (2-4);
the amino acid ionic liquid is prepared from amino acid and tetrafluoroboric acid, wherein the molar ratio of the amino acid to the tetrafluoroboric acid is 1: (0.7-1.5).
2. The eutectic solvent according to claim 1, characterized in that: the amino acid is tryptophan, lysine, phenylalanine or histidine.
3. A method for preparing the eutectic solvent according to claim 1, wherein: the method comprises the following steps: dispersing amino acid in water, adding tetrafluoroboric acid, stirring for reaction, and performing rotary evaporation to obtain amino acid ionic liquid; uniformly mixing the amino acid ionic liquid and urea, and heating for reaction to obtain a eutectic solvent;
the reaction temperature of the stirring reaction is 20-30 ℃, and the reaction time is 12-24 h;
the temperature of the rotary evaporation is 70-90 ℃, and the time of the rotary evaporation is 8-12 h.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201711119476.7A CN107721899B (en) | 2017-11-14 | 2017-11-14 | Eutectic solvent and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201711119476.7A CN107721899B (en) | 2017-11-14 | 2017-11-14 | Eutectic solvent and preparation method thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN107721899A CN107721899A (en) | 2018-02-23 |
| CN107721899B true CN107721899B (en) | 2020-08-28 |
Family
ID=61215332
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201711119476.7A Active CN107721899B (en) | 2017-11-14 | 2017-11-14 | Eutectic solvent and preparation method thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN107721899B (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110252256B (en) * | 2019-06-28 | 2021-11-05 | 河北科技大学 | Magnetic ionic liquid, application thereof, modified activated carbon and preparation method thereof |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104762100A (en) * | 2015-03-30 | 2015-07-08 | 浙江大学 | Method for removing nitrogen-containing compounds in oil products by virtue of eutectic solvent extraction |
| CN105288634A (en) * | 2015-10-23 | 2016-02-03 | 南京农业大学 | Preparation method of glycerin-amino acid deep eutectic solvent |
| CN107311833A (en) * | 2017-07-04 | 2017-11-03 | 中国科学院过程工程研究所 | Application for the eutectic solvent of aromatics seperation and its in extracting rectifying |
-
2017
- 2017-11-14 CN CN201711119476.7A patent/CN107721899B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104762100A (en) * | 2015-03-30 | 2015-07-08 | 浙江大学 | Method for removing nitrogen-containing compounds in oil products by virtue of eutectic solvent extraction |
| CN105288634A (en) * | 2015-10-23 | 2016-02-03 | 南京农业大学 | Preparation method of glycerin-amino acid deep eutectic solvent |
| CN107311833A (en) * | 2017-07-04 | 2017-11-03 | 中国科学院过程工程研究所 | Application for the eutectic solvent of aromatics seperation and its in extracting rectifying |
Non-Patent Citations (3)
| Title |
|---|
| Extraction of Bitumen from Oil Sands Using Deep Eutectic Ionic Liquid Analogues;Nuerxida Pulati等;《Energy ＆ Fuels》;20150714;第29卷(第8期);全文，尤其是第4928-4935页实验部分 * |
| Solvent Extraction of Bitumen from Oil Sands;Tong Wang等;《Energy ＆ Fuels》;20140321;第28卷(第4期);第2297-2304页 * |
| 低共熔溶剂特性及在分离过程中的应用;郭武杰，等;《现代化工》;20140430;第34卷(第4期);第42-45页 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN107721899A (en) | 2018-02-23 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN101348498B (en) | Preparation of methyl tributanoximo silane | |
| CN106029658B (en) | The method for preparing Diacloden | |
| TW200927840A (en) | Novel thiophene-based dye and preparation thereof | |
| CN103012252A (en) | Method for recovering pyridine from pyridine hydrochloride water solution | |
| CN107721899B (en) | Eutectic solvent and preparation method thereof | |
| CN103626642A (en) | Method for preparing vanillin | |
| CN104530387B (en) | Liquid crystal epoxy resin as well as preparation method and application thereof | |
| JP2016524603A (en) | Method for depolymerizing lignin | |
| CN107739330A (en) | A kind of environment-friendly preparation method thereof of tetramethylpiperidinol | |
| CN115109256A (en) | Preparation method of block silicone oil with high flash point and low solvent content | |
| CN101693649A (en) | Process for preparing 1.3.5-trimethoxybenzene | |
| CN109970584B (en) | Preparation method of choline amino acid ionic liquid | |
| CN117229191A (en) | Application of quaternary ammonium salt acid eutectic solvent in indole extraction | |
| CN102040522A (en) | Method for recycling triethylamine from production of propargite | |
| CN105330678B (en) | A kind of phenothiazines electron donor material and preparation method thereof | |
| CN115287050B (en) | Temporary plugging phase change material in seam as well as preparation method and application thereof | |
| CN105153182B (en) | A kind of Dihydrobenzofuranes C of 5 alkyl 2,360Fullerene double adduct and its production and use | |
| CN102139893A (en) | Method for preparing potassium carbonate | |
| CN108727167B (en) | Preparation method of anoplophora chinensis gathering pheromone | |
| CN105131041A (en) | Novel triphenyl organic bismuth (V) complex catalyst, preparation method thereof, and catalysis application thereof in nitrogen-containing compounds | |
| CN105220552A (en) | Utilize the cellulosic method of imidazoles asymmetric Gemini ionic liquid extract | |
| CN112574773A (en) | Eutectic solvent for separating aromatic hydrocarbon, and application and method for separating aromatic hydrocarbon | |
| CN103113509A (en) | Regeneration-type affinity precipitation agent by using L-thyroxine as affinity ligand, preparation method and application thereof and relevant regeneration-type polymer | |
| CN105753821A (en) | Preparation method of 2,5-furandicarboxylic acid | |
| CN107759540A (en) | A kind of preparation method of butyrolactone derivative |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |