JP2016528342A - バイオポリマーマトリックスを含むモノリシックイオノゲル、及びその製造方法 - Google Patents
バイオポリマーマトリックスを含むモノリシックイオノゲル、及びその製造方法 Download PDFInfo
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- JP2016528342A JP2016528342A JP2016530566A JP2016530566A JP2016528342A JP 2016528342 A JP2016528342 A JP 2016528342A JP 2016530566 A JP2016530566 A JP 2016530566A JP 2016530566 A JP2016530566 A JP 2016530566A JP 2016528342 A JP2016528342 A JP 2016528342A
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- Prior art keywords
- ionogel
- polysaccharide
- ionic liquid
- solvent
- silanized
- 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.)
- Granted
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- 239000011159 matrix material Substances 0.000 title claims abstract description 22
- 229920001222 biopolymer Polymers 0.000 title claims abstract description 8
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 4
- 239000002608 ionic liquid Substances 0.000 claims abstract description 43
- 150000004676 glycans Chemical class 0.000 claims abstract description 39
- 229920001282 polysaccharide Polymers 0.000 claims abstract description 39
- 239000005017 polysaccharide Substances 0.000 claims abstract description 39
- 239000000499 gel Substances 0.000 claims abstract description 22
- 239000002904 solvent Substances 0.000 claims abstract description 22
- 238000000034 method Methods 0.000 claims abstract description 19
- 239000000243 solution Substances 0.000 claims abstract description 18
- 239000000017 hydrogel Substances 0.000 claims abstract description 15
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 11
- 238000006068 polycondensation reaction Methods 0.000 claims abstract description 10
- 238000004132 cross linking Methods 0.000 claims abstract description 8
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims abstract description 8
- 238000002156 mixing Methods 0.000 claims abstract description 7
- 238000002360 preparation method Methods 0.000 claims abstract description 7
- 230000008569 process Effects 0.000 claims abstract description 7
- 239000007864 aqueous solution Substances 0.000 claims abstract description 5
- 238000006243 chemical reaction Methods 0.000 claims abstract description 5
- 239000000126 substance Substances 0.000 claims abstract description 5
- 238000002444 silanisation Methods 0.000 claims abstract description 4
- 230000002378 acidificating effect Effects 0.000 claims abstract description 3
- 239000007784 solid electrolyte Substances 0.000 claims abstract description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 20
- 239000002121 nanofiber Substances 0.000 claims description 19
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 15
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 claims description 11
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 claims description 11
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 claims description 10
- 230000002209 hydrophobic effect Effects 0.000 claims description 10
- 239000000377 silicon dioxide Substances 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 6
- 125000005843 halogen group Chemical group 0.000 claims description 6
- 239000002609 medium Substances 0.000 claims description 6
- 150000001450 anions Chemical class 0.000 claims description 5
- 239000002243 precursor Substances 0.000 claims description 5
- 229910052783 alkali metal Inorganic materials 0.000 claims description 4
- 150000001340 alkali metals Chemical class 0.000 claims description 4
- 150000001768 cations Chemical class 0.000 claims description 4
- 239000001866 hydroxypropyl methyl cellulose Substances 0.000 claims description 4
- UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 4
- 229910052757 nitrogen Inorganic materials 0.000 claims description 4
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 4
- ZXMGHDIOOHOAAE-UHFFFAOYSA-N 1,1,1-trifluoro-n-(trifluoromethylsulfonyl)methanesulfonamide Chemical compound FC(F)(F)S(=O)(=O)NS(=O)(=O)C(F)(F)F ZXMGHDIOOHOAAE-UHFFFAOYSA-N 0.000 claims description 3
- YUQWYOKVPSTRNH-UHFFFAOYSA-L 1,3-dimethylimidazol-1-ium;methyl-dioxido-oxo-$l^{5}-phosphane Chemical compound CP([O-])([O-])=O.CN1C=C[N+](C)=C1.CN1C=C[N+](C)=C1 YUQWYOKVPSTRNH-UHFFFAOYSA-L 0.000 claims description 3
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 claims description 2
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 claims description 2
- 239000004354 Hydroxyethyl cellulose Substances 0.000 claims description 2
- 229920001479 Hydroxyethyl methyl cellulose Polymers 0.000 claims description 2
- 229920002153 Hydroxypropyl cellulose Polymers 0.000 claims description 2
- RAXXELZNTBOGNW-UHFFFAOYSA-O Imidazolium Chemical compound C1=C[NH+]=CN1 RAXXELZNTBOGNW-UHFFFAOYSA-O 0.000 claims description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-O Piperidinium(1+) Chemical compound C1CC[NH2+]CC1 NQRYJNQNLNOLGT-UHFFFAOYSA-O 0.000 claims description 2
- RWRDLPDLKQPQOW-UHFFFAOYSA-O Pyrrolidinium ion Chemical compound C1CC[NH2+]C1 RWRDLPDLKQPQOW-UHFFFAOYSA-O 0.000 claims description 2
- 239000012736 aqueous medium Substances 0.000 claims description 2
- 239000003125 aqueous solvent Substances 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 150000001721 carbon Chemical group 0.000 claims description 2
- 150000004820 halides Chemical class 0.000 claims description 2
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 claims description 2
- 239000001863 hydroxypropyl cellulose Substances 0.000 claims description 2
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 claims description 2
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 claims description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-O pyridinium Chemical compound C1=CC=[NH+]C=C1 JUJWROOIHBZHMG-UHFFFAOYSA-O 0.000 claims description 2
- 150000004756 silanes Chemical class 0.000 claims description 2
- 125000003700 epoxy group Chemical group 0.000 claims 3
- 238000003980 solgel method Methods 0.000 abstract description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 239000007788 liquid Substances 0.000 description 7
- 230000015572 biosynthetic process Effects 0.000 description 4
- 229910052500 inorganic mineral Inorganic materials 0.000 description 4
- 239000011707 mineral Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 229910002808 Si–O–Si Inorganic materials 0.000 description 3
- 229920002678 cellulose Polymers 0.000 description 3
- 239000001913 cellulose Substances 0.000 description 3
- 239000002131 composite material Substances 0.000 description 3
- 150000002118 epoxides Chemical group 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 238000001228 spectrum Methods 0.000 description 3
- 238000002411 thermogravimetry Methods 0.000 description 3
- 238000005033 Fourier transform infrared spectroscopy Methods 0.000 description 2
- -1 alkoxysilanes Chemical class 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- 238000005452 bending Methods 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 238000005266 casting Methods 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 238000010382 chemical cross-linking Methods 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 238000011038 discontinuous diafiltration by volume reduction Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000003792 electrolyte Substances 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 239000012528 membrane Substances 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 239000010409 thin film Substances 0.000 description 2
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical group CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 2
- JRGQKLFZSNYTDX-UHFFFAOYSA-N 3-(oxiran-2-ylmethoxy)propyl-tri(propan-2-yloxy)silane Chemical compound CC(C)O[Si](OC(C)C)(OC(C)C)CCCOCC1CO1 JRGQKLFZSNYTDX-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- 239000002028 Biomass Substances 0.000 description 1
- 229920002799 BoPET Polymers 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 229920003102 Methocel™ E4M Polymers 0.000 description 1
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical class C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- DKNRELLLVOYIIB-UHFFFAOYSA-N bis(trifluoromethylsulfonyl)azanide;1-methyl-1-propylpyrrolidin-1-ium Chemical compound CCC[N+]1(C)CCCC1.FC(F)(F)S(=O)(=O)[N-]S(=O)(=O)C(F)(F)F DKNRELLLVOYIIB-UHFFFAOYSA-N 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 230000009918 complex formation Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 238000000502 dialysis Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000000909 electrodialysis Methods 0.000 description 1
- 238000004146 energy storage Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 238000002847 impedance measurement Methods 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 229920000554 ionomer Polymers 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 229910003002 lithium salt Inorganic materials 0.000 description 1
- 159000000002 lithium salts Chemical class 0.000 description 1
- 230000005923 long-lasting effect Effects 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000002114 nanocomposite Substances 0.000 description 1
- 229920000620 organic polymer Polymers 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 229920000867 polyelectrolyte Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 238000001314 profilometry Methods 0.000 description 1
- 239000012703 sol-gel precursor Substances 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
Classifications
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M10/00—Secondary cells; Manufacture thereof
- H01M10/05—Accumulators with non-aqueous electrolyte
- H01M10/056—Accumulators with non-aqueous electrolyte characterised by the materials used as electrolytes, e.g. mixed inorganic/organic electrolytes
- H01M10/0564—Accumulators with non-aqueous electrolyte characterised by the materials used as electrolytes, e.g. mixed inorganic/organic electrolytes the electrolyte being constituted of organic materials only
- H01M10/0565—Polymeric materials, e.g. gel-type or solid-type
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B17/00—Layered products essentially comprising sheet glass, or glass, slag, or like fibres
- B32B17/06—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material
- B32B17/10—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin
- B32B17/10005—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing
- B32B17/10009—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the number, the constitution or treatment of glass sheets
- B32B17/10036—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the number, the constitution or treatment of glass sheets comprising two outer glass sheets
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- B32B17/10165—Functional features of the laminated safety glass or glazing
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- B32B17/10—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin
- B32B17/10005—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing
- B32B17/10165—Functional features of the laminated safety glass or glazing
- B32B17/10431—Specific parts for the modulation of light incorporated into the laminated safety glass or glazing
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- B32B17/06—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material
- B32B17/10—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin
- B32B17/10005—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing
- B32B17/10165—Functional features of the laminated safety glass or glazing
- B32B17/10541—Functional features of the laminated safety glass or glazing comprising a light source or a light guide
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
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- B32B17/06—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material
- B32B17/10—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin
- B32B17/10005—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing
- B32B17/1055—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the resin layer, i.e. interlayer
- B32B17/10651—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the resin layer, i.e. interlayer comprising colorants, e.g. dyes or pigments
- B32B17/10669—Luminescent agents
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
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- B32B17/06—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material
- B32B17/10—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin
- B32B17/10005—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing
- B32B17/1055—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the resin layer, i.e. interlayer
- B32B17/10761—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the resin layer, i.e. interlayer containing vinyl acetal
-
- C—CHEMISTRY; METALLURGY
- C03—GLASS; MINERAL OR SLAG WOOL
- C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
- C03C17/00—Surface treatment of glass, not in the form of fibres or filaments, by coating
- C03C17/34—Surface treatment of glass, not in the form of fibres or filaments, by coating with at least two coatings having different compositions
- C03C17/3411—Surface treatment of glass, not in the form of fibres or filaments, by coating with at least two coatings having different compositions with at least two coatings of inorganic materials
- C03C17/3429—Surface treatment of glass, not in the form of fibres or filaments, by coating with at least two coatings having different compositions with at least two coatings of inorganic materials at least one of the coatings being a non-oxide coating
- C03C17/3435—Surface treatment of glass, not in the form of fibres or filaments, by coating with at least two coatings having different compositions with at least two coatings of inorganic materials at least one of the coatings being a non-oxide coating comprising a nitride, oxynitride, boronitride or carbonitride
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
- G02B1/10—Optical coatings produced by application to, or surface treatment of, optical elements
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- G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
- G02B1/10—Optical coatings produced by application to, or surface treatment of, optical elements
- G02B1/11—Anti-reflection coatings
- G02B1/113—Anti-reflection coatings using inorganic layer materials only
- G02B1/115—Multilayers
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- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B27/00—Optical systems or apparatus not provided for by any of the groups G02B1/00 - G02B26/00, G02B30/00
- G02B27/0018—Optical systems or apparatus not provided for by any of the groups G02B1/00 - G02B26/00, G02B30/00 with means for preventing ghost images
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- G02B27/0101—Head-up displays characterised by optical features
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- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/30—Polarising elements
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M14/00—Electrochemical current or voltage generators not provided for in groups H01M6/00 - H01M12/00; Manufacture thereof
- H01M14/005—Photoelectrochemical storage cells
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M8/00—Fuel cells; Manufacture thereof
- H01M8/10—Fuel cells with solid electrolytes
- H01M8/1016—Fuel cells with solid electrolytes characterised by the electrolyte material
- H01M8/1018—Polymeric electrolyte materials
- H01M8/102—Polymeric electrolyte materials characterised by the chemical structure of the main chain of the ion-conducting polymer
- H01M8/1027—Polymeric electrolyte materials characterised by the chemical structure of the main chain of the ion-conducting polymer having carbon, oxygen and other atoms, e.g. sulfonated polyethersulfones [S-PES]
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M8/00—Fuel cells; Manufacture thereof
- H01M8/10—Fuel cells with solid electrolytes
- H01M8/1016—Fuel cells with solid electrolytes characterised by the electrolyte material
- H01M8/1018—Polymeric electrolyte materials
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Abstract
Description
−カチオンとして、核が、窒素原子を含み、且つイミダゾリウム、ピリジニウム、ピロリジニウム及びピペリジニウムから選択され、当該核は、好ましくは、窒素原子上で1から8個の炭素原子を有する1つ又は2つのアルキル基と置換され、炭素原子上で1から30個の炭素原子を有する1つ以上のアルキル基と置換され、並びに
−アニオンとして、ハロゲン化物、ペルフルオロアニオン、ホスホン酸塩、ジシアナミド又はホウ酸塩で、前記アニオンは好ましくはビス(トリフルオロメタンスルホニル)イミドである。
a)式(I)の化合物
であって、Aは、ハロゲン原子、又はエポキシド官能基で任意に置換されたC1−C20のアルキル基を表し、R1、R2及びR3は、それぞれ互いに独立して、直鎖状又は分岐状のC1−C20のアルキル基、又はアルカリ金属を表し、
b)式(II)の化合物
であって、Aは、ハロゲン原子、又はエポキシド官能基で任意に置換されたC1−C20のアルキル基を表し、Bは、C1−C20のアルキル基を表し、R1、R2及びR3は、それぞれ互いに独立して、直鎖状又は分岐状のC1−C20のアルキル基、又はアルカリ金属を表し、
c)式(III)の化合物
であって、R1、R2及びR3は、それぞれ互いに独立して、ハロゲン原子、又はエポキシド官能基で任意に置換されたC1−C20のアルキル基を表し、並びに
d)ビスグリシドキシプロピルテトラメチルジシラザン。
−ゾル−ゲル経路(route)を介し、水性媒体中での重縮合により、シラン化され且つ架橋された前記少なくとも1つのポリサッカライドに基づくヒドロゲルの調製(ヒドロゲル中、ポリサッカライドが水を閉じ込めることによって特定される)、次いで
−疎水性が増加する溶媒が交換される連続反応。
−親水性のイオン液体、例えば、1,3−ジメチルイミダゾリウムメチルホスホネートに基づく非水性の第一溶媒を用い、ゾル−ゲル経路を介してシラン化され且つ架橋された前記少なくとも1つのポリサッカライドを含有する水性溶媒を交換する、溶媒の最初の交換、
−例えばアセトニトリルに基づく、親水性のより低い非水性の中間溶媒を用い、前記非水性の第一溶媒を交換する、溶媒の少なくとも1つの中間の交換、及び
−前記少なくとも1つの疎水性のイオン液体を用い、前記非水性の中間溶媒を交換する、溶媒の最後の交換。
(3−グリシドキシプロピル)トリメトキシシラン(シグマ−アルドリッチ社製、「GPTMS」と略す)からなるシラン化剤を用いて予めシラン化されたヒドロキシプロピルメチルセルロース(Methocel E4Mの名称でColorcon社によって製造され、水中に2%の質量分率で、25℃で4000cPに等しい粘度を有する)を、上記特許文献WO97/05911A1に記載された実験手順に従って、化学的に架橋した。シラン化され且つ架橋されて得られたHPMC生成物は、閉じ込めマトリックスを形成することを意図して、出発ヒドロゲル(H1と称する)を構成する。
a)H1,H2及びH3の水溶液を、1,3−ジメチルイミダゾリウムメチルホスホネート(MMIm MePhosと略す)からなる親水性のイオン液体と交換した。H1,H2及びH3を、このイオン液体の2つの連続浴中に、それぞれ24時間浸漬することにより、中間のイオノゲルI1,I2及びI3を得た。
b)大気雰囲気下、50℃で24時間乾燥させた後、このMMIm MePhosイオン液体を、アセトニトリルと交換した。これらの中間のイオノゲルI1,I2及びI3を、ソックスレー装置内に24時間置くことによって交換した。その後、
c)この交換の後、直ちに、得られた試料を、疎水性のイオン液体を含有する2つの連続浴中に24時間置き、その後、大気雰囲気下、50℃で24時有漢乾燥させた。これにより、本発明の3つの最終イオノゲルI1’,I2’及びI3’を得た。
[本発明の第二の実施形態によるイオノゲルの調製例]
−溶液1:
0から80mgの範囲の様々な量のシリカナノファイバー(第一の実施形態と同じ)を、1mlのアセトニトリル及び1.7mlのギ酸と混合し、次いで、得られた溶液を、超音波浴の中に1時間入れた。その後、0.47gから1gの範囲の様々な量のPyr13 TFSIイオン液体をそこに添加し、一連の種々の溶液1を得た;
−溶液2:
3gのシラン化され且つ非架橋のHPMCポリマーを、97mlのNaOH水溶液(0.2mol.L−1)を含有する密閉フラスコ中に導入し、周囲温度で48時間撹拌することにより、ゲルを形成する単一溶液2を調整した。その後、得られた溶液を、周囲温度で透析した。1回目は、1.9Lの水酸化ナトリウム溶液(0.09mol.L−1)に対して20時間透析し、次いで2回目は、2Lのこの水酸化ナトリウム溶液(0.09mol.L−1)に対して1時間30分透析した。
Claims (13)
- 少なくとも1つの架橋ポリサッカライドに基づくバイオポリマー閉じ込めマトリックスと、前記マトリックスによって形成されたネットワーク内に閉じ込められた少なくとも1つのイオン液体とを含むモノリシックイオノゲルであって、
前記少なくとも1つのポリサッカライドは、シロキサン架橋ブリッジ有し、イオノゲルは、それ自体で自立した固体電解質を構成可能な化学ゲルであることを特徴とする、上記モノリシックイオノゲル。 - 前記イオノゲルは、10μm以上の平均厚さ、及び25℃で0.7mS.cm−1以上のイオン伝導度を有することを特徴とする、請求項1に記載のイオノゲル。
- 前記閉じ込めマトリックスは、アルコキシシランなどのシランから誘導されるゾル−ゲル型の任意の分子前駆体を欠いていることを特徴とする、請求項1又は2に記載のイオノゲル。
- 前記少なくともポリサッカライドは、好ましくは、ヒドロキシエチルセルロース、ヒドロキシエチルメチルセルロース、ヒドロキシプロピルセルロース、ヒドロキシプロピルメチルセルロース、ヒドロキシプロピルオキシメトキシセルロース、及びそれらの混合物からなる群から選択される、セルロース系誘導体であることを特徴とする、請求項1から3のいずれか一項に記載のイオノゲル。
- 前記少なくとも1つのイオン液体が、以下を含むことを特徴とする、請求項1から4のいずれか一項に記載のイオノゲル:
−カチオンとして、核が、窒素原子を含み、且つイミダゾリウム、ピリジニウム、ピロリジニウム及びピペリジニウムから選択され、当該核は、好ましくは、窒素原子上で1から8個の炭素原子を有する1つ又は2つのアルキル基と置換され、炭素原子上で1から30個の炭素原子を有する1つ以上のアルキル基と置換され、並びに
−アニオンとして、ハロゲン化物、ペルフルオロアニオン、ホスホン酸塩、ジシアナミド又はホウ酸塩で、前記アニオンは好ましくはビス(トリフルオロメタンスルホニル)イミドである。 - 前記少なくとも1つのイオン液体が疎水性であることを特徴とする、請求項1から5のいずれか一項に記載のイオノゲル。
- 前記イオノゲルが、シラン化剤を用いて予めシラン化された少なくとも1つのポリサッカライドを含み、シラン化剤が、前記シロキサン架橋ブリッジを形成可能であり、且つ好ましくは以下の群から選択されることを特徴とする、請求項1から6のいずれか一項に記載のイオノゲル:
a)式(I)の化合物
であって、Aは、ハロゲン原子、又はエポキシド官能基で任意に置換されたC1−C20のアルキル基を表し、R1、R2及びR3は、それぞれ互いに独立して、直鎖状又は分岐状のC1−C20のアルキル基、又はアルカリ金属を表し、
b)式(II)の化合物
であって、Aは、ハロゲン原子、又はエポキシド官能基で任意に置換されたC1−C20のアルキル基を表し、Bは、C1−C20のアルキル基を表し、R1、R2及びR3は、それぞれ互いに独立して、直鎖状又は分岐状のC1−C20のアルキル基、又はアルカリ金属を表し、
c)式(III)の化合物
であって、R1、R2及びR3は、それぞれ互いに独立して、ハロゲン原子、又はエポキシド官能基で任意に置換されたC1−C20のアルキル基を表し、並びに
d)ビスグリシドキシプロピルテトラメチルジシラザン。 - 前記イオノゲルは、前記シロキサン架橋ブリッジと共有結合を形成する無機ナノファイバー、好ましくは、主に異方性があり且つ多孔質であるシリカナノファイバーを、更に含むことを特徴とする、請求項1から7のいずれか一項に記載のイオノゲル。
- 前記イオノゲルが、25℃で、1.5mS.cm−1と5mS.cm−1の間のイオン伝導度を有することを特徴とする、請求項8に記載のイオノゲル。
- 塩基性水溶液中でシラン化剤を用いた前記少なくとも1つのポリサッカライドのシラン化と、シラン化ポリサッカライドの重縮合とを本質的に含むことを特徴とする、請求項1から9のいずれか一項に記載のイオノゲルの製造方法。
- ゾル−ゲル経路により、水性媒体中での重縮合により、シラン化され且つ架橋された前記少なくとも1つのポリサッカライドに基づく、ヒドロゲルの調製と、
その後、疎水性が増加する溶媒が交換される連続反応と、
を含むことを特徴とする請求項10に記載の方法であって、
連続反応が以下を含む、上記方法:
−親水性のイオン液体、例えば1,3−ジメチルイミダゾリウムメチルホスホネートに基づく非水性の第一溶媒を用い、ゾル−ゲル経路を介してシラン化され且つ架橋された前記少なくとも1つのポリサッカライドを含有する水性溶媒を交換する、溶媒の最初の交換、
−例えばアセトニトリルに基づく親水性のより低い非水性の中間溶媒を用い、前記非水性の第一溶媒を交換する、溶媒の少なくとも1つの中間の交換、及び
−前記少なくとも1つの疎水性のイオン液体を用い、前記非水性の中間溶媒を交換する、溶媒の最後の交換。 - 酸性媒体中で前記少なくとも1つのイオン液体を含む第一溶液と、
水性塩基性媒体中で前記少なくとも1つのシラン化され且つ非架橋のポリサッカライドを含む第二溶液と
の直接混合を含むことを特徴とする、請求項10に記載の方法であって、
イオン液体媒体中での、前記シロキサンブリッジを介した前記少なくとも1つのポリサッカライドの架橋が、ポリサッカライドの重縮合を介した当該混合によって起こる、上記方法。 - 前記少なくとも1つのポリサッカライドの前記シロキサン架橋ブリッジと共有結合を形成する無機ナノファイバーの添加、好ましくは、主に異方性があり且つ多孔質であるシリカナノファイバーの添加を更に含み、それにより前記イオノゲルが、25℃で、1.5mS.cm−1と5mS.cm−1の間のイオン伝導度を有することを特徴とする、請求項10から12のいずれか一項に記載の方法。
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JP2012126797A (ja) * | 2010-12-14 | 2012-07-05 | Jsr Corp | 多糖複合粒子の製造方法、及び、多糖複合粒子 |
JP2012518248A (ja) * | 2009-02-13 | 2012-08-09 | サントル ナショナル ドゥ ラ ルシェルシュ シアンティフィク | イオン導電ゲルに基づく高エネルギー非水電池、その製造方法及びその用途 |
JP2013082796A (ja) * | 2011-10-07 | 2013-05-09 | Kao Corp | ゲル状体及びその製造方法 |
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2013
- 2013-07-29 JP JP2016530566A patent/JP6220973B2/ja not_active Expired - Fee Related
- 2013-07-29 EP EP13756915.8A patent/EP3028331B1/fr not_active Not-in-force
- 2013-07-29 US US14/907,521 patent/US20160164139A1/en not_active Abandoned
- 2013-07-29 CA CA2917941A patent/CA2917941C/fr not_active Expired - Fee Related
- 2013-07-29 KR KR1020167002519A patent/KR101919863B1/ko active IP Right Grant
- 2013-07-29 WO PCT/FR2013/051825 patent/WO2015015059A1/fr active Application Filing
Patent Citations (6)
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JPH08183802A (ja) * | 1994-12-28 | 1996-07-16 | Shin Etsu Chem Co Ltd | 水溶性セルロースエーテル及びその製造方法 |
JP2001093583A (ja) * | 1998-11-16 | 2001-04-06 | Denso Corp | 積層型電池及びその電極の製造方法 |
JP2009518503A (ja) * | 2005-12-08 | 2009-05-07 | モーメンティブ・パフォーマンス・マテリアルズ・インク | エポキシシランオリゴマー及びそれを含有するコーティング組成物 |
JP2012518248A (ja) * | 2009-02-13 | 2012-08-09 | サントル ナショナル ドゥ ラ ルシェルシュ シアンティフィク | イオン導電ゲルに基づく高エネルギー非水電池、その製造方法及びその用途 |
JP2012126797A (ja) * | 2010-12-14 | 2012-07-05 | Jsr Corp | 多糖複合粒子の製造方法、及び、多糖複合粒子 |
JP2013082796A (ja) * | 2011-10-07 | 2013-05-09 | Kao Corp | ゲル状体及びその製造方法 |
Also Published As
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CA2917941A1 (fr) | 2015-02-05 |
KR20160055782A (ko) | 2016-05-18 |
KR101919863B1 (ko) | 2018-11-19 |
WO2015015059A1 (fr) | 2015-02-05 |
US20160164139A1 (en) | 2016-06-09 |
JP6220973B2 (ja) | 2017-10-25 |
EP3028331A1 (fr) | 2016-06-08 |
CA2917941C (fr) | 2019-09-03 |
EP3028331B1 (fr) | 2017-07-19 |
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