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Polyethylene glycol functionalized three-arm star-shaped ionic liquid and preparation method thereof

An ionic liquid, polyethylene glycol technology, applied in organic chemistry and other directions, can solve problems such as no literature reports, and achieve the effects of being conducive to environmental protection, good miscibility, and high yield

Active Publication Date: 2015-05-20
HEFEI UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, polyethylene glycol-functionalized ionic liquids mainly focus on the molecular design of linear structures, while the star topology has not been reported in the literature.

Method used

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  • Polyethylene glycol functionalized three-arm star-shaped ionic liquid and preparation method thereof
  • Polyethylene glycol functionalized three-arm star-shaped ionic liquid and preparation method thereof
  • Polyethylene glycol functionalized three-arm star-shaped ionic liquid and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] Example 1: Anion is Cl - Synthesis of a three-armed star-shaped ionic liquid

[0043] 1. Add 6.7g (0.05mol) trimethylolpropane, 24.0mL (0.175mol) triethylamine and 80mL DMF to a 250mL three-neck flask with a reflux condenser and a magnetic stirrer under nitrogen, and stir to make the trihydroxymethylpropane Dissolve methylpropane, then slowly add 19.8g (0.175mol) chloroacetyl chloride solution in 30mL DMF dropwise within 2 hours at 30°C, after the dropwise addition is complete, raise the temperature of the reaction system to 80°C and continue the reaction for 24h, stop the reaction , inject the reaction solution into deionized water, filter to obtain a gray precipitate, continue to wash the gray precipitate with deionized water for 3 times, and obtain intermediate I after drying, with a yield of 65%.

[0044] 2. Add 80.0g (0.107mol) of polyethylene glycol monomethyl ether (abbreviated as mPEG) with a molecular weight of 750 to a 500mL three-necked flask equipped with a...

Embodiment 2

[0047] Embodiment 2: Anion is BF 4 - Synthesis of a three-armed star-shaped ionic liquid

[0048] 3.3g (0.03mol) NaBF 4 Dissolve in 50mL deionized water to make a solution, and then make 13.8g (0.005mol) anion into Cl - The three-armed star-shaped ionic liquid was dissolved in 20ml deionized water, and the above-mentioned NaBF 4 The anion added to the solution is Cl - in the three-armed star-shaped ionic liquid aqueous solution, stirred for 6h, and extracted the aqueous phase with 100mL dichloromethane, and the dichloromethane layer was washed with anhydrous Na 2 SO 4 Drying, filtration and rotary evaporation give anion as BF 4 - three-armed star-shaped ionic liquid with a yield of 92%.

Embodiment 3

[0049] Example 3: Anion is PF 6 - Synthesis of a three-armed star-shaped ionic liquid

[0050] 5.5g (0.03mol) KPF 6 Dissolve in 66mL deionized water to form a saturated solution, then add 13.8g (0.005mol) of anion to Cl - The three-armed star-shaped ionic liquid was dissolved in 20ml deionized water, and the above saturated KPF 6 The anion added to the solution is Cl - In the three-arm star-shaped ionic liquid aqueous solution, stir for 6h, filter the precipitate and wash the filter cake with 100mL deionized water to obtain the anion as PF 6 - three-armed star-shaped ionic liquid with a yield of 96%.

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Abstract

The invention discloses a polyethylene glycol functionalized three-arm star-shaped ionic liquid and a preparation method thereof. The three-arm star-shaped ionic liquid has the structural formula shown in the specification, wherein n is equal to 8, 12, 16 or 22; X<-> is selected from Cl<->, Br<->, BF4<->, PF6<-> or N(CF3SO2)2<->. The ionic liquid disclosed by the invention has a three-arm star-shaped topology structure, and a molecule of the ionic liquid internally contains an ethylene glycol monomethyl ether side chain with better biocompatibility and degradability. The three-arm star-shaped ionic liquid disclosed by the invention is high-viscosity ionic flexible glue, is low in degree of crystallinity and high in thermal stability and has the characteristics of good compatibility with most of organic solvents and the like.

Description

1. Technical field [0001] The invention relates to a topological structure ionic liquid and a preparation method thereof, in particular to a polyethylene glycol functionalized three-arm star-shaped ionic liquid and a preparation method thereof. 2. Background technology [0002] The functionalized ionic liquid developed with the rise of green chemistry is a kind of ionic liquid that exhibits a special function or characteristic due to the introduction of one or more functional groups in the anion and cation. In liquid state. Functionalized ionic liquids have the characteristics of strong structural design and special physical and chemical properties, and have been widely used in chemical engineering, material science and engineering. [0003] Polyethylene glycol is non-toxic, has high thermal stability, and has good biocompatibility and biodegradability. It has been applied in the fields of organic synthesis, biomedicine, life science, electrochemistry and functional materia...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G65/48C07D233/60
Inventor 丁运生何飞张迪杨善中葛倪林孙晓红殷俊
Owner HEFEI UNIV OF TECH