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KOEI CHEMICAL CO.,LTD.
Contents: Page Introduction
1
Features of Ionic Liquids
2
Applications
3~4
Koei’s Ionic Liquids
5
Physical Properties of Some of Koei’s Ionic Liquids
6
Koei’s Technology for Ionic Liquids
7
Business Procedure
8
We love the earth, we love chemistry.
KOEI CHEMICAL CO.,LTD.
Introduction: We are experts in manufacturing various kinds of products containing nitrogen, such as pyridines, pyrazines and amines. Using in-house technology, we have converted these compounds to ionic liquids. Our current product line of ionic liquids consists of over 500 compounds. All of the ionic liquids we provide are guaranteed to be of a defined high quality.
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KOEI CHEMICAL CO.,LTD.
Typical features of ionic liquids ◆ Liquid over a very wide temperature range ◆ High electrical conductivity ◆ High electrochemical stability (wide electrochemical window) ◆ High thermal conductivity ◆ Good thermal stability ◆ Nonvolatile and nonflammable
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We love the earth, we love chemistry.
KOEI CHEMICAL CO.,LTD.
Applications
Solvents CO2 Absorbents
Polymer modifiers and additives
Lubricants Purifications Separations
Electrolytes Catalysis
1. Solvents Environmentally friendly “green processes” are required in the chemical industry, and ionic liquids have attracted worldwide attention in this field as good solvents. Ionic liquids, which can be easily separated from a reaction mixture and recycled, may be useful as extraction media from wastewater. Since they are nonvolatile and nonflammable, ionic liquids are safe and hygienic solvents. They may be selected or designed to be either hydrophobic or hydrophilic.
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KOEI CHEMICAL CO.,LTD. 2. Electrolytes
Ionic liquids are suitable materials for use in electrochemical devices such as electric double layer capacitors (EDLC), lithium ion batteries (LIB) and dye-sensitized solar cells (DSSC). Various problems associated with current electrolytes may be resolved with ionic liquids, including * Improved safety (nonvolatile and nonflammable compounds) * Improved battery performance (high conductivity and wide electrochemical window)
Coin-type cell positive electrode Current Collectors Electrode Separator Electrode
Electrolyte
Current Collectors negative electrode
Assembling coin-type cell
3. CO2 absorbents
Carbon dioxide (CO2) is a major greenhouse gas that contributes to Earth’s global warming. Therefore, the development of cost-effective methods for the separation and capture of CO2 from flue gas is now receiving significant attention. Ionic liquids have been used as nonvolatile and reversible absorbents for CO2 separation.
4. Polymer modifiers and additives
Ionic liquids, as additives, significantly enhance the performance of polymers, such as polyurethane rubbers, polycarbonates, PETs and epoxy resins. Value-added polymers can be obtained by the addition of ionic liquids.
5. Lubricants
Lubricants are used in various devices and machines. They reduce friction between moving parts and improve efficiency. Ionic liquids have been tested as lubricants in a vacuum environment for use in as well as forming novel liquid pistons.
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We love the earth, we love chemistry.
KOEI CHEMICAL CO.,LTD.
KOELIQ
TM
We provide the following ionic liquids. IL-P series R
N
IL-A series R'
X-
R
R'
IL-IM series R N
N
IL-C series
R''
X-
R''' IL-AP series R'
X-
N R'
“Reactive ILs”
R''
P
R
R'''
Ex.2 R1 nOH
N R2
X-
HO
mono-OH Type
R1
N R3
n
n OH
N R2
X-
di-OH Type
MA series
S series
Ex.
Ex.
O n
X-
OH series
R1
R2
N R' R
X- : [BF4]-,[PF6]-, [NTf2]-,Cl-, Bretc.
X-
Ex.1 R
n
R4 O
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X-
N
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n Si(OR)3
X-
KOEI CHEMICAL CO.,LTD. Physical Properties of Some of Koei Koei’’s Ionic Liquids Product Name
IL-P series IL-P14 IL-P18 IL-A series IL-A1 IL-A2 IL-A3 IL-A4 IL-A5 IL-A12 IL-C series IL-C1 IL-C3 IL-C5 IL-C6 IL-IM series IL-IM1 IL-IM4 IL-AP series IL-AP1 IL-AP3 IL-MA series IL-MA1 IL-MA2 IL-MA3 IL-S series IL-S2 IL-S3 IL-S4 *1
*1
T g /℃
*2
T m /℃
*3
T d /℃
*4 *5 *6 *7 η /mPa s ΔE /V E red /V E ox /V
-1 *8
σ /mS cm
n
*9
-77.1
12 16
369 379
85 99
4.7 4.6
-1.3 -1.3
+3.4 +3.3
1.80 1.10
1.449 1.448
-84.3 -81.0 -88.7 -
34 17
314 347 341 336 374 393
301 635 225 68 168 72
5.8 6.6 5.1 5.3 6.3 6.1
-2.5 -3.1 -2.9 -3.0 -3.0 -2.9
+3.3 +3.5 +2.2 +2.3 +3.3 +3.2
0.53 0.06 1.20 2.50 1.10 2.80
1.436 1.440 1.414 1.420 1.415 1.406
-76.6
-
401
214
6.2
-3.0
+3.2
1.05
1.432
-88.4 -63.3 -68.6
-8 -
407 369 354
88 813 303
6.2 6.4 6.1
-2.9 -3.0 -3.0
+3.3 +3.4 +3.1
2.53 0.17 0.51
1.424 1.435 1.430
-89.0 -
11 -
390 380
32 106
4.7 4.9
-2.2 -2.4
+2.5 +2.5
13.00 3.30
1.413 1.421
-78.5
82 18
373 369
338
6.4 6.5
-3.1 -3.1
+3.3 +3.4
0.16
1.446
-49.1 -50.5 -60.2
52 -
309 340 356
704 397
5.3 4.8 5.0
-1.9 -1.9 -2.0
+3.4 +2.9 +3.0
0.30 0.57
1.430 1.427
-70.6 -62.0 -49.3
23 -
334 324 280
115 408 1520
5.4 5.0 5.7
-3.1 -2.7 -3.0
+2.3 +2.3 +2.7
0.98 0.29 0.10
1.446 1.431 1.433
*2
: T g = “glass-transition temperature”. : T m = “temperature at melting point”. *3 : T d = "decomposition temperature at which a 5% weight loss was observed by TG-DTA analysis". *4 : η = "viscosity which was measured at 25℃". *5 : ΔE = "electrochemical potential window vs. SCE. (1.0 M propylene carbonate solution)". *6 *7 : E red = "reduction potential". : E ox = "oxidation potential". *8 *9 : σ = "electrical conductivity". : n = "refractive index".
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We love the earth, we love chemistry.
KOEI CHEMICAL CO.,LTD.
KOEI’s Technology for Ionic Liquids; We produce various kinds of ionic liquids, and their physical properties can be optimised at the request of the customer.
“Quaternisation”
Cations
R'
R
N
R'
R
N
n
R N
N R'
Anions [NTf2]-
R'' R'''
[BF4][Al2Cl7]-
N R' R
KOELIQ
TM
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[AcO]-
[NO3]-
[N(CN) ] 2 [PF6] -
[RSO3]-
KOEI CHEMICAL CO.,LTD. Business Procedure： We respond to our customers' requests promptly and efficiently. We have considerable experience commercialising ionic liquids,
1) Presentation of ionic liquids
5) Complete NDA (if necessary)
2) Discussion of suitable ionic liquids
3) Provision of test sample
6) Koei’s own modification
4) Evaluation and feedback
7) Establishment of industrial processes for commercial manufacturing
1) KOEI responds to customer enquiries concerning ionic liquids. 2) We discuss what kinds of ionic liquids are suitable for the customer’s project. 3) We select some samples and provide them to the customer. 4) We review the customer’s evaluation results. 5) If necessary, we will complete a Nondisclosure Agreement. 6) We optimise the structures of the ionic liquids. The optimisation process is iterated until the customer is satisfied with the product. 7) We establish an industrial process for commercial manufacturing.
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