Unlock instant, AI-driven research and patent intelligence for your innovation.
Alkyl imidazole-L-proline salt chiral ionic liquid and preparation method thereof
What is Al technical title?
Al technical title is built by PatSnap Al team. It summarizes the technical point description of the patent document.
A chiral ionic liquid, proline salt technology, applied in the direction of organic chemistry, etc., can solve the problem of many reaction steps, and achieve the effect of good optical activity
Inactive Publication Date: 2010-11-24
QIQIHAR UNIVERSITY
View PDF5 Cites 6 Cited by
Summary
Abstract
Description
Claims
Application Information
AI Technical Summary
This helps you quickly interpret patents by identifying the three key elements:
Problems solved by technology
Method used
Benefits of technology
Problems solved by technology
Amino acids are a class of natural chiral sources. Guillen et al. used (S)-histidine as a starting material to prepare a series of chiral ionic liquids in which imidazole amino acids are cations. The reaction is from histidine methyl ester and carbonyldiimidazole At the beginning, but there are many reaction steps; patent document 200410009958.3 describes a series of chiral ionic liquids with amino acids as cations and various strong acids as anions, but many strong acids are highly corrosive
The present invention takes L-proline as anion and prepares the alkylimidazole chiral ionic liquid that there is no report yet
Method used
the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more
Image
Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
Click on the blue label to locate the original text in one second.
Reading with bidirectional positioning of images and text.
Smart Image
Examples
Experimental program
Comparison scheme
Effect test
Embodiment 1
[0019] Example 1: 1,3-Dibutylimidazole-L-proline salt chiral ionic liquid
[0020] Raw materials: imidazole analytical reagent
[0027] Add 4.136g (61mmol) of imidazole into a 100mL three-necked flask, add 4.099g (73mmol) of potassiumhydroxide, add 30mL of DMSO, stir and dissolve, measure 73mmol of bromoalkane after 5h, add dropwise with a dropping funnel under ice bath, and react A large number of white solids appeared in the solution, and the reaction was stopped after stirring at room temperature for 11 h. The reaction solution was separated with distilled water and chloroform, and the chloroform layer was washed with (4×20 mL) distilled water, and the anhydrous MgSO 4 Drying overnight, filtering, and ro...
Embodiment 2
[0043] Example 2: 1,2-Dimethyl-3-butylimidazole-L-proline salt chiral ionic liquid
[0044] Raw material: 1,2-Dimethylimidazole Analytical reagent
[0053] Add 45mmol of 1,2-dimethylimidazole and 50mmol of n-butanebromide into a 100mL three-necked flask. The preparation method is the same as that of 1,2-dibutylimidazole bromide in Example 1.
[0054] 2. Synthesis of 1,2-dimethyl-3-butylimidazolium proline salt chiral ionic liquid
the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More
PUM
Property
Measurement
Unit
optical rotation
aaaaa
aaaaa
optical purity
aaaaa
aaaaa
Login to View More
Abstract
The invention relates to an alkylimidazole-L-proline salt chiral ionic liquid and a preparation method thereof. The structural formula of the alkylimidazole-L-proline salt chiral ionic liquid is shown in formula (I), and the preparation method thereof comprises the following steps: enabling alkyl imnidazole bromide and potassiumhydroxide to react in ethanol solution for 4h; removing generated salt; stirring with L- L-proline at the temperature of 0 DEG C and reacting for 12h; and carrying out vacuum drying on products for 24h. The optical rotation and optical purity OP%ee of the alkyl imidazole-L-proline salt chiral ionic liquid prepared by the invention are measured at the temperature of 25 DEG C; according to the method provided by the invention, the preparation process is green and environmental friendly, and no secondary pollution is generated; and the alkyl imidazole-L-proline salt chiral ionic liquid synthesized in the invention has favorable optical activity. The formula (I) is shown in the specification, wherein R1 is CH3 or (CH2)n-CH3, and n is from 1 to 5; R2 is H, CH3 or (CH2)n-CH3, and n is from 1 to 5; and R3 is (CH2)n-CH3, and n is from 1 to 5.
Description
technical field [0001] The invention relates to an ionic liquid and a preparation method, in particular a chiral alkylimidazole-L-proline salt ionic liquid and a preparation method thereof. technical background [0002] Ionic liquids are completely composed of anions and cations, and have many unique properties such as good solubility, good chemical stability, good thermal stability, wide temperature range, low vapor pressure, good conductivity, fast ion migration and diffusion, non-combustible, and odorless. nature. Ionic liquids have attracted people's attention as a green alternative solvent technology in many fields such as electrochemistry, organic synthesis, catalysis, biochemistry, physical chemistry, materials and separation. There are many research reports on ionic liquids at home and abroad, but there are relatively few studies on chiral ionic liquids (C IL). Ionic liquids containing chiral fragments have both the characteristics of ionic liquids and chiral featu...
Claims
the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More
Application Information
Patent Timeline
Application Date:The date an application was filed.
Publication Date:The date a patent or application was officially published.
First Publication Date:The earliest publication date of a patent with the same application number.
Issue Date:Publication date of the patent grant document.
PCT Entry Date:The Entry date of PCT National Phase.
Estimated Expiry Date:The statutory expiry date of a patent right according to the Patent Law, and it is the longest term of protection that the patent right can achieve without the termination of the patent right due to other reasons(Term extension factor has been taken into account ).
Invalid Date:Actual expiry date is based on effective date or publication date of legal transaction data of invalid patent.
Login to View More