CN100516126C - Ion liquid - Google Patents
Ion liquid Download PDFInfo
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- CN100516126C CN100516126C CNB2006101271082A CN200610127108A CN100516126C CN 100516126 C CN100516126 C CN 100516126C CN B2006101271082 A CNB2006101271082 A CN B2006101271082A CN 200610127108 A CN200610127108 A CN 200610127108A CN 100516126 C CN100516126 C CN 100516126C
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Abstract
Protonic conductive ionic liquid is one new kind of ionic liquid possessing unique physical and chemical performances. The present invention provides protonic conductive ionic liquid synthesized with protonic acid and amide or aza-oxa (thio) cyclic organic compound. The protonic conductive ionic liquid has low viscosity, wide liquid phase temperature range and high heat stability. It may be added with different additives or compounded with polymer material and plasticizer to prepare excellent nonaqueous liquid electrolyte and polymer electrolyte possessing ionic conductivity comparable with that of water solution system. In addition, it has the features of low cost and no toxicity. It may be used as acid catalytic reaction medium or organic synthesis, and as electrolyte material for fuel cell, thermal sulfide cell and other electrochemical system.
Description
Technical field
The invention belongs to technical fields such as electrolyte, catalysis and organic synthesis, mainly towards the application of fuel cell, thermal sulfide cell and novel electrochemical system, also can be used as the acid catalyzed reaction medium, substitute the catalyzer and the application in the organic synthesis research field of traditional inorganic acids.
Technical background
Ionic liquid (Ionic liquids) is the on-aqueous liquid of being made up of ion fully, is the salt that is in a liquid state under room temperature or the low temperature (＜100 ℃), generally is made up of organic cation and inorganic anion.Compare with traditional organic solvent, water, supercutical fluid etc., most ionic liquids have non-volatile, steam forces down, liquid temperature wide ranges (100～300 ℃), do not fire, do not explode, not oxidation, high thermostability and electrochemical window is wide and distinguishing feature such as ionic conductivity height, sectional interest is easy to preparation, environmental protection to water, all stable to air.
According to ion liquid characteristic, its applied research field mainly comprises at present: catalysis; Synthetic (being the good solvent of organic synthesis and polyreaction); Separate and purify; Electrochemistry.Aspect electrochemical applications research, because ionic liquid has the electrochemical potential window of bigger equilibrium temperature scope, better chemical stability, broad and good ionic conductivity, thereby obtained scientific research personnel's extensive attention and further investigation in recent years as novel electrolytes, obtained certain application development at aspects such as battery, electrical condenser, galvanic deposit.Discover, use ionic liquid, in the practicality that strengthens existing electrochemical system and significantly improve and application promise in clinical practice is arranged aspect its security, can break through the limitation that existing chemical power source is used as new electrolytic solution.
In recent years, different with the proton inertia ionic liquid, the proton conductor ionic liquid causes the concern that has unique materialization attribute and obtain the scientific research personnel as one of the ionic liquid research field new branch.Directly in various tertiary amines and the Tetrafluoroboric acid and prepared a series of proton conductor ionic liquids, wherein fusing point of Tetrafluoroboric acid 1-methylpyrazole minimum (Tm=-109.3 ℃) and specific conductivity are the highest by (1.9 * 10-2Scm-1) for people such as Hirao.People such as Susan have studied the ionic liquid of part based on Bronsted acid, have proposed it first and can effectively have been used in fuel cell as the anhydrous proton conductor.Afterwards, people such as Hagiwara chlorination 1-methyl-3-ethyl imidazol(e) and anhydrous hydrofluoric acid reaction, Angell etc. with organic amine and mineral acid or the directly synthetic proton conductor ionic liquid that successively makes of organic acid, because the sample intermediate ion has higher travelling speed, thus each system all have can be comparable with water solution system ionic conductivity.In above-mentioned system, ionic conduction only limits to a large amount of protons in the sample.
Through studies show that in recent years, under the condition of non-solvent, the proton ionic liquid is mainly controlled synthetic obtaining by single protonic acid and organic bases.The sample of suitable proportion has the liquidus temperature scope (100～300 ℃) of non-constant width, and higher thermostability, and the content by guide's thing in the regulation system, can effectively improve the performance such as specific conductivity, proton conduction speed of system, in conjunction with its low-viscosity, characteristic cheaply, particularly the activity that moiety is high and fast proton conduction be that the proton conduction ionic liquid can effectively be used in the protophilic electrochemical system, for example under non-water condition and hot environment, be applied to the electrolyte of fuel cell, thermal sulfide cell etc.
The objective of the invention is the synthetic proton ionic liquid that a kind of physical and chemical performance is good, chemical property is good.The present invention has prepared by protonic acid and the directly synthetic proton conductor ionic liquid that forms of organic compound, it has low viscosity, wide liquid range and good thermostability, in view of the system intermediate ion has higher travelling speed, therefore above-mentioned electrolyte have can be comparable with water solution system ionic conductivity.Such protic ionic liquid has low cost simultaneously, nontoxic characteristics, not only can be used as the acid catalyzed reaction medium, substitute the catalyzer of traditional inorganic acids and in organic synthesis, effectively used, and be that the electrolyte of base all has broad application prospects in fuel cell, thermal sulfide cell and novel electrochemical system with it.
Summary of the invention
Main contents of the present invention are:
1. ionic liquid is characterized in that: this ionic liquid is by protonic acid and the directly synthetic material that forms of organic compound;
Described protonic acid is perfluoro alkyl sulfonic acid, the acid of perfluoro alkyl sulfonic acid imide;
Described organic compound is a kind of in the structure as follows:
R wherein
1-R
4Identical or different, by singly-bound or the directly mutual keyed jointing of two key, and have following implication :-H, alkyl.
Below in conjunction with embodiment the present invention is done further narration:
Embodiment
Embodiment 1:
With HN (CF3SO2) 2 with
Mix at 1: 2 according to mass ratio, at room temperature become transparent liquid, form ionic liquid through stirring.With DSC2010 (TA company, the U.S.) differential scanning calorimeter test shows, its fusing point is lower than-50 ℃.Calorifics stability is higher than 260 ℃.This sample is put in the bright conductance electrode of platinum (Russell, Shanghai), used CHI 660A (U.S.) type electrochemical workstation to adopt the alternating-current impedance method to measure its specific conductivity in the 1Hz-100KHz scope, its room-temperature conductivity is 0.02S/cm.
Embodiment 2:
HCF3SO3 is mixed according to mass ratio with ethanamide at 1: 3, at room temperature become transparent liquid, form ionic liquid through stirring.With DSC2010 (TA company, the U.S.) differential scanning calorimeter test shows, its fusing point is lower than-40 ℃.This sample is put in the bright conductance electrode of platinum (Russell, Shanghai), used CHI 660A (U.S.) type electrochemical workstation to adopt the alternating-current impedance method to measure its specific conductivity in the 1Hz-100KHz scope, its room-temperature conductivity is 0.015S/cm.
Embodiment 3:
With the proton ionic liquid that is disposed among the embodiment 1, compound with polypropylene diaphragm.
Polypropylene diaphragm is cut into fixed measure with mould, it is immersed in the ionic liquid sample of preparation, sealing and standing two days is taken out the rear film shape that is translucent.This polymer dielectric is packed in the mould, and pole piece is a stainless steel substrates, uses CHI 660A (U.S.) type electrochemical workstation to adopt the alternating-current impedance method to measure its specific conductivity in the 1Hz-100KHz scope, and room-temperature conductivity can reach 1.3mS/cm.
Claims (1)
1. ionic liquid is characterized in that: this ionic liquid is by protonic acid and the directly synthetic material that forms of organic compound;
Described protonic acid is selected from perfluoro alkyl sulfonic acid, the acid of perfluoro alkyl sulfonic acid imide;
Described organic compound is a kind of in the structure as follows:
R wherein
1-R
4Identical or different, and have following implication :-H, alkyl.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2006101271082A CN100516126C (en) | 2006-09-06 | 2006-09-06 | Ion liquid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2006101271082A CN100516126C (en) | 2006-09-06 | 2006-09-06 | Ion liquid |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1927923A CN1927923A (en) | 2007-03-14 |
| CN100516126C true CN100516126C (en) | 2009-07-22 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB2006101271082A Active CN100516126C (en) | 2006-09-06 | 2006-09-06 | Ion liquid |
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Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2296653B1 (en) | 2008-06-03 | 2016-01-27 | Intermune, Inc. | Compounds and methods for treating inflammatory and fibrotic disorders |
| CN101789519B (en) * | 2010-01-25 | 2014-06-04 | 北京理工大学 | Ionic liquid-based composite electrolyte |
| CN101789513A (en) * | 2010-03-30 | 2010-07-28 | 上海交通大学 | Composite proton conducting membrane added with proton conducting polymer and preparation method thereof |
| CN101798178A (en) * | 2010-03-30 | 2010-08-11 | 上海交通大学 | Medium-high temperature proton conductor material and preparation method thereof |
| CN101831093B (en) * | 2010-04-16 | 2012-05-09 | 华南理工大学 | Preparation method of protonized ionic liquid modified rubber/inorganic filler composite material |
| CN102146165B (en) * | 2010-12-31 | 2012-11-28 | 石家庄学院 | Protic ionic liquid, preparation method and application of protic ionic liquid in cellulose dissolution and regeneration |
| AR092742A1 (en) | 2012-10-02 | 2015-04-29 | Intermune Inc | ANTIFIBROTIC PYRIDINONES |
| CN102888102B (en) * | 2012-11-06 | 2014-05-07 | 东华理工大学 | Nylon 11/polyvinylidene fluoride composition and preparation method thereof |
| CA2943363A1 (en) | 2014-04-02 | 2015-10-08 | Intermune, Inc. | Anti-fibrotic pyridinones |
| CN107004912B (en) * | 2014-11-13 | 2021-07-30 | 巴斯夫公司 | Electrolyte and metal hydride battery |
| CN104466242B (en) * | 2014-12-09 | 2017-04-26 | 西南石油大学 | Sponge substrate carrier gel polymer electrolyte and preparation method thereof |
| US10587012B2 (en) * | 2015-03-26 | 2020-03-10 | Basf Corporation | Electrolyte compositions comprising ionic liquids and metal hydride batteries comprising same |
| CN112216871B (en) * | 2019-07-10 | 2022-04-15 | 比亚迪股份有限公司 | Lithium ion battery electrolyte, preparation method thereof, lithium ion battery and battery module |
-
2006
- 2006-09-06 CN CNB2006101271082A patent/CN100516126C/en active Active
Non-Patent Citations (2)
| Title |
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| 离子液体增塑的聚合物电解质. 苏光耀等.应用化学，第21卷第9期. 2004 |
| 离子液体增塑的聚合物电解质. 苏光耀等.应用化学，第21卷第9期. 2004 * |
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| CN1927923A (en) | 2007-03-14 |
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