JP5948408B2 - 酸化還元基を有する化合物、電解質添加物としてのその使用、電解質組成物、およびこれを含有する電気化学系 - Google Patents
酸化還元基を有する化合物、電解質添加物としてのその使用、電解質組成物、およびこれを含有する電気化学系 Download PDFInfo
- Publication number
- JP5948408B2 JP5948408B2 JP2014509796A JP2014509796A JP5948408B2 JP 5948408 B2 JP5948408 B2 JP 5948408B2 JP 2014509796 A JP2014509796 A JP 2014509796A JP 2014509796 A JP2014509796 A JP 2014509796A JP 5948408 B2 JP5948408 B2 JP 5948408B2
- Authority
- JP
- Japan
- Prior art keywords
- electrode
- electrolyte
- compound
- composition
- formula
- 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.)
- Expired - Fee Related
Links
- 150000001875 compounds Chemical class 0.000 title claims description 69
- 239000003792 electrolyte Substances 0.000 title claims description 57
- 239000000203 mixture Substances 0.000 title claims description 51
- 239000002000 Electrolyte additive Substances 0.000 title 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 32
- 239000000243 solution Substances 0.000 claims description 21
- 229910052744 lithium Inorganic materials 0.000 claims description 15
- 239000000654 additive Substances 0.000 claims description 14
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical group [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 11
- 229910052799 carbon Inorganic materials 0.000 claims description 11
- 230000000996 additive effect Effects 0.000 claims description 10
- 150000002500 ions Chemical class 0.000 claims description 10
- 239000000463 material Substances 0.000 claims description 9
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 7
- 239000011734 sodium Substances 0.000 claims description 7
- 239000002904 solvent Substances 0.000 claims description 7
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 6
- 239000007864 aqueous solution Substances 0.000 claims description 6
- 239000003575 carbonaceous material Substances 0.000 claims description 6
- 159000000000 sodium salts Chemical class 0.000 claims description 6
- XTEGARKTQYYJKE-UHFFFAOYSA-M Chlorate Chemical compound [O-]Cl(=O)=O XTEGARKTQYYJKE-UHFFFAOYSA-M 0.000 claims description 4
- 229910013870 LiPF 6 Inorganic materials 0.000 claims description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- 239000007788 liquid Substances 0.000 claims description 4
- 229910001416 lithium ion Inorganic materials 0.000 claims description 4
- 229910003002 lithium salt Inorganic materials 0.000 claims description 4
- 159000000002 lithium salts Chemical class 0.000 claims description 4
- 239000003880 polar aprotic solvent Substances 0.000 claims description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 3
- HBBGRARXTFLTSG-UHFFFAOYSA-N Lithium ion Chemical compound [Li+] HBBGRARXTFLTSG-UHFFFAOYSA-N 0.000 claims description 3
- 229910052757 nitrogen Inorganic materials 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- 229910052708 sodium Inorganic materials 0.000 claims description 3
- 229910001415 sodium ion Inorganic materials 0.000 claims description 3
- 229910015015 LiAsF 6 Inorganic materials 0.000 claims description 2
- 229910013063 LiBF 4 Inorganic materials 0.000 claims description 2
- 229910013372 LiC 4 Inorganic materials 0.000 claims description 2
- 229910013684 LiClO 4 Inorganic materials 0.000 claims description 2
- 229910013528 LiN(SO2 CF3)2 Inorganic materials 0.000 claims description 2
- 230000002378 acidificating effect Effects 0.000 claims description 2
- 150000008040 ionic compounds Chemical class 0.000 claims description 2
- 230000007935 neutral effect Effects 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 description 13
- 125000005647 linker group Chemical group 0.000 description 11
- 239000011572 manganese Substances 0.000 description 9
- 238000000034 method Methods 0.000 description 9
- -1 polypropylene Polymers 0.000 description 9
- 239000002243 precursor Substances 0.000 description 9
- 230000015572 biosynthetic process Effects 0.000 description 8
- 239000002041 carbon nanotube Substances 0.000 description 8
- 229910021393 carbon nanotube Inorganic materials 0.000 description 8
- 239000010439 graphite Substances 0.000 description 8
- 229910002804 graphite Inorganic materials 0.000 description 8
- 229910052748 manganese Inorganic materials 0.000 description 8
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 7
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 7
- 229910052759 nickel Inorganic materials 0.000 description 7
- 239000000126 substance Substances 0.000 description 6
- 229920000049 Carbon (fiber) Polymers 0.000 description 5
- 239000004917 carbon fiber Substances 0.000 description 5
- 239000007772 electrode material Substances 0.000 description 5
- 230000006870 function Effects 0.000 description 5
- 125000000524 functional group Chemical group 0.000 description 5
- 229910052742 iron Inorganic materials 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- 238000003786 synthesis reaction Methods 0.000 description 5
- JGFZNNIVVJXRND-UHFFFAOYSA-N N,N-Diisopropylethylamine (DIPEA) Chemical compound CCN(C(C)C)C(C)C JGFZNNIVVJXRND-UHFFFAOYSA-N 0.000 description 4
- 230000004913 activation Effects 0.000 description 4
- 229910052782 aluminium Inorganic materials 0.000 description 4
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 4
- 239000011230 binding agent Substances 0.000 description 4
- 239000010949 copper Substances 0.000 description 4
- 238000007306 functionalization reaction Methods 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 229910052710 silicon Inorganic materials 0.000 description 4
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 4
- 229910000314 transition metal oxide Inorganic materials 0.000 description 4
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 description 3
- 239000002033 PVDF binder Substances 0.000 description 3
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 3
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 239000011149 active material Substances 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 239000006229 carbon black Substances 0.000 description 3
- 229940125904 compound 1 Drugs 0.000 description 3
- 238000009833 condensation Methods 0.000 description 3
- 230000005494 condensation Effects 0.000 description 3
- 229910052802 copper Inorganic materials 0.000 description 3
- 229910052749 magnesium Inorganic materials 0.000 description 3
- 229920002981 polyvinylidene fluoride Polymers 0.000 description 3
- 229910052717 sulfur Inorganic materials 0.000 description 3
- 229910052720 vanadium Inorganic materials 0.000 description 3
- 229910052725 zinc Inorganic materials 0.000 description 3
- 229910015118 LiMO Inorganic materials 0.000 description 2
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- QYTDEUPAUMOIOP-UHFFFAOYSA-N TEMPO Chemical group CC1(C)CCCC(C)(C)N1[O] QYTDEUPAUMOIOP-UHFFFAOYSA-N 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 150000001491 aromatic compounds Chemical class 0.000 description 2
- 229910052788 barium Inorganic materials 0.000 description 2
- 229910052796 boron Inorganic materials 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 239000002134 carbon nanofiber Substances 0.000 description 2
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 239000006258 conductive agent Substances 0.000 description 2
- VPUGDVKSAQVFFS-UHFFFAOYSA-N coronene Chemical compound C1=C(C2=C34)C=CC3=CC=C(C=C3)C4=C4C3=CC=C(C=C3)C4=C2C3=C1 VPUGDVKSAQVFFS-UHFFFAOYSA-N 0.000 description 2
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 description 2
- 238000000132 electrospray ionisation Methods 0.000 description 2
- 238000004146 energy storage Methods 0.000 description 2
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 150000004676 glycans Chemical class 0.000 description 2
- 229910021389 graphene Inorganic materials 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 125000000623 heterocyclic group Chemical group 0.000 description 2
- ACFSQHQYDZIPRL-UHFFFAOYSA-N lithium;bis(1,1,2,2,2-pentafluoroethylsulfonyl)azanide Chemical compound [Li+].FC(F)(F)C(F)(F)S(=O)(=O)[N-]S(=O)(=O)C(F)(F)C(F)(F)F ACFSQHQYDZIPRL-UHFFFAOYSA-N 0.000 description 2
- NUJOXMJBOLGQSY-UHFFFAOYSA-N manganese dioxide Chemical compound O=[Mn]=O NUJOXMJBOLGQSY-UHFFFAOYSA-N 0.000 description 2
- 239000011159 matrix material Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 230000005012 migration Effects 0.000 description 2
- 238000013508 migration Methods 0.000 description 2
- 229910052750 molybdenum Inorganic materials 0.000 description 2
- 239000002048 multi walled nanotube Substances 0.000 description 2
- 239000012299 nitrogen atmosphere Substances 0.000 description 2
- 239000010452 phosphate Substances 0.000 description 2
- 229910052698 phosphorus Inorganic materials 0.000 description 2
- 229920005596 polymer binder Polymers 0.000 description 2
- 239000002491 polymer binding agent Substances 0.000 description 2
- 229920001282 polysaccharide Polymers 0.000 description 2
- 239000005017 polysaccharide Substances 0.000 description 2
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 2
- 239000004810 polytetrafluoroethylene Substances 0.000 description 2
- 239000007774 positive electrode material Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 2
- BBEAQIROQSPTKN-UHFFFAOYSA-N pyrene Chemical compound C1=CC=C2C=CC3=CC=CC4=CC=C1C2=C43 BBEAQIROQSPTKN-UHFFFAOYSA-N 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 229910052596 spinel Inorganic materials 0.000 description 2
- 239000011029 spinel Substances 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 229910052712 strontium Inorganic materials 0.000 description 2
- 238000010189 synthetic method Methods 0.000 description 2
- 229910052719 titanium Inorganic materials 0.000 description 2
- 239000010936 titanium Substances 0.000 description 2
- BIGYLAKFCGVRAN-UHFFFAOYSA-N 1,3,4-thiadiazolidine-2,5-dithione Chemical compound S=C1NNC(=S)S1 BIGYLAKFCGVRAN-UHFFFAOYSA-N 0.000 description 1
- ATGCJUULFWEWPY-UHFFFAOYSA-N 1,4-ditert-butyl-2,5-dimethoxybenzene Chemical compound COC1=CC(C(C)(C)C)=C(OC)C=C1C(C)(C)C ATGCJUULFWEWPY-UHFFFAOYSA-N 0.000 description 1
- YEGLLGRZXZEZSY-UHFFFAOYSA-N 1h-1,2,4-triazole-3,5-disulfonyl fluoride Chemical compound FS(=O)(=O)C1=NNC(S(F)(=O)=O)=N1 YEGLLGRZXZEZSY-UHFFFAOYSA-N 0.000 description 1
- IVANFNGOSJTZFM-UHFFFAOYSA-N 2h-triazole-4,5-dicarbonitrile Chemical compound N#CC1=NNN=C1C#N IVANFNGOSJTZFM-UHFFFAOYSA-N 0.000 description 1
- WWDCPIHFCQTURV-UHFFFAOYSA-N 4,5,6,7-tetrafluoro-2-(2,3,4,5,6-pentafluorophenyl)-1,3,2-benzodioxaborole Chemical compound O1C2=C(F)C(F)=C(F)C(F)=C2OB1C1=C(F)C(F)=C(F)C(F)=C1F WWDCPIHFCQTURV-UHFFFAOYSA-N 0.000 description 1
- BMTZEAOGFDXDAD-UHFFFAOYSA-M 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholin-4-ium;chloride Chemical compound [Cl-].COC1=NC(OC)=NC([N+]2(C)CCOCC2)=N1 BMTZEAOGFDXDAD-UHFFFAOYSA-M 0.000 description 1
- SDYAJRBHPPWHSF-UHFFFAOYSA-N 4-azidoaniline;hydrochloride Chemical compound Cl.NC1=CC=C(N=[N+]=[N-])C=C1 SDYAJRBHPPWHSF-UHFFFAOYSA-N 0.000 description 1
- BJWMSGRKJIOCNR-UHFFFAOYSA-N 4-ethenyl-1,3-dioxolan-2-one Chemical compound C=CC1COC(=O)O1 BJWMSGRKJIOCNR-UHFFFAOYSA-N 0.000 description 1
- QXYRRCOJHNZVDJ-UHFFFAOYSA-N 4-pyren-1-ylbutanoic acid Chemical compound C1=C2C(CCCC(=O)O)=CC=C(C=C3)C2=C2C3=CC=CC2=C1 QXYRRCOJHNZVDJ-UHFFFAOYSA-N 0.000 description 1
- HNYWSYLMDGBUNP-UHFFFAOYSA-N 4-sulfanyl-3h-1,3-oxazole-2-thione Chemical compound SC1=COC(S)=N1 HNYWSYLMDGBUNP-UHFFFAOYSA-N 0.000 description 1
- 229910017008 AsF 6 Inorganic materials 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 229910020366 ClO 4 Inorganic materials 0.000 description 1
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N DMSO Substances CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 1
- OIFBSDVPJOWBCH-UHFFFAOYSA-N Diethyl carbonate Chemical compound CCOC(=O)OCC OIFBSDVPJOWBCH-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 238000005873 Huisgen reaction Methods 0.000 description 1
- 229910010707 LiFePO 4 Inorganic materials 0.000 description 1
- 229910013275 LiMPO Inorganic materials 0.000 description 1
- 229910001228 Li[Ni1/3Co1/3Mn1/3]O2 (NCM 111) Inorganic materials 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 229910018286 SbF 6 Inorganic materials 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical group [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 238000003477 Sonogashira cross-coupling reaction Methods 0.000 description 1
- 239000004809 Teflon Substances 0.000 description 1
- 229920006362 Teflon® Polymers 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- SLGBZMMZGDRARJ-UHFFFAOYSA-N Triphenylene Natural products C1=CC=C2C3=CC=CC=C3C3=CC=CC=C3C2=C1 SLGBZMMZGDRARJ-UHFFFAOYSA-N 0.000 description 1
- OCBFFGCSTGGPSQ-UHFFFAOYSA-N [CH2]CC Chemical compound [CH2]CC OCBFFGCSTGGPSQ-UHFFFAOYSA-N 0.000 description 1
- ROZSPJBPUVWBHW-UHFFFAOYSA-N [Ru]=O Chemical class [Ru]=O ROZSPJBPUVWBHW-UHFFFAOYSA-N 0.000 description 1
- WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 description 1
- 239000012346 acetyl chloride Substances 0.000 description 1
- 239000006230 acetylene black Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
- 150000001350 alkyl halides Chemical class 0.000 description 1
- 229910045601 alloy Inorganic materials 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- 230000009435 amidation Effects 0.000 description 1
- 238000007112 amidation reaction Methods 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 150000001408 amides Chemical group 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- NUZWLKWWNNJHPT-UHFFFAOYSA-N anthralin Chemical compound C1C2=CC=CC(O)=C2C(=O)C2=C1C=CC=C2O NUZWLKWWNNJHPT-UHFFFAOYSA-N 0.000 description 1
- 229910052785 arsenic Inorganic materials 0.000 description 1
- IVRMZWNICZWHMI-UHFFFAOYSA-N azide group Chemical group [N-]=[N+]=[N-] IVRMZWNICZWHMI-UHFFFAOYSA-N 0.000 description 1
- 125000000852 azido group Chemical group *N=[N+]=[N-] 0.000 description 1
- 125000003828 azulenyl group Chemical group 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical group OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 125000003636 chemical group Chemical group 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 229910000428 cobalt oxide Inorganic materials 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000003869 coulometry Methods 0.000 description 1
- 239000007822 coupling agent Substances 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 150000005676 cyclic carbonates Chemical class 0.000 description 1
- 150000004292 cyclic ethers Chemical class 0.000 description 1
- 230000001351 cycling effect Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000003795 desorption Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 239000012990 dithiocarbamate Substances 0.000 description 1
- 150000004659 dithiocarbamates Chemical class 0.000 description 1
- 229960002311 dithranol Drugs 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000005684 electric field Effects 0.000 description 1
- 239000008151 electrolyte solution Substances 0.000 description 1
- 239000011532 electronic conductor Substances 0.000 description 1
- 150000002148 esters Chemical group 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- JBTWLSYIZRCDFO-UHFFFAOYSA-N ethyl methyl carbonate Chemical compound CCOC(=O)OC JBTWLSYIZRCDFO-UHFFFAOYSA-N 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- KTWOOEGAPBSYNW-UHFFFAOYSA-N ferrocene Chemical compound [Fe+2].C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 KTWOOEGAPBSYNW-UHFFFAOYSA-N 0.000 description 1
- GVEPBJHOBDJJJI-UHFFFAOYSA-N fluoranthrene Natural products C1=CC(C2=CC=CC=C22)=C3C2=CC=CC3=C1 GVEPBJHOBDJJJI-UHFFFAOYSA-N 0.000 description 1
- RMBPEFMHABBEKP-UHFFFAOYSA-N fluorene Chemical compound C1=CC=C2C3=C[CH]C=CC3=CC2=C1 RMBPEFMHABBEKP-UHFFFAOYSA-N 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 229910052732 germanium Inorganic materials 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 239000010416 ion conductor Substances 0.000 description 1
- 239000011244 liquid electrolyte Substances 0.000 description 1
- AMWRITDGCCNYAT-UHFFFAOYSA-L manganese oxide Inorganic materials [Mn].O[Mn]=O.O[Mn]=O AMWRITDGCCNYAT-UHFFFAOYSA-L 0.000 description 1
- 238000001819 mass spectrum Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 239000002931 mesocarbon microbead Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- GDOPTJXRTPNYNR-UHFFFAOYSA-N methyl-cyclopentane Natural products CC1CCCC1 GDOPTJXRTPNYNR-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- 239000007773 negative electrode material Substances 0.000 description 1
- 150000004767 nitrides Chemical class 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 230000000269 nucleophilic effect Effects 0.000 description 1
- 238000010534 nucleophilic substitution reaction Methods 0.000 description 1
- NIHNNTQXNPWCJQ-UHFFFAOYSA-N o-biphenylenemethane Natural products C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 description 1
- 239000010450 olivine Substances 0.000 description 1
- 229910052609 olivine Inorganic materials 0.000 description 1
- 125000000962 organic group Chemical group 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 description 1
- CSHWQDPOILHKBI-UHFFFAOYSA-N peryrene Natural products C1=CC(C2=CC=CC=3C2=C2C=CC=3)=C3C2=CC=CC3=C1 CSHWQDPOILHKBI-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229920002627 poly(phosphazenes) Polymers 0.000 description 1
- 229920002492 poly(sulfone) Polymers 0.000 description 1
- 229920000867 polyelectrolyte Polymers 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 239000005077 polysulfide Substances 0.000 description 1
- 229920001021 polysulfide Polymers 0.000 description 1
- 150000008117 polysulfides Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 150000004032 porphyrins Chemical class 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 108090000765 processed proteins & peptides Proteins 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 1
- 229920013730 reactive polymer Polymers 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 229910001925 ruthenium oxide Inorganic materials 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000007493 shaping process Methods 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- NVBFHJWHLNUMCV-UHFFFAOYSA-N sulfamide Chemical class NS(N)(=O)=O NVBFHJWHLNUMCV-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L sulfate group Chemical group S(=O)(=O)([O-])[O-] QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 238000001269 time-of-flight mass spectrometry Methods 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 239000011135 tin Substances 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- RIUWBIIVUYSTCN-UHFFFAOYSA-N trilithium borate Chemical class [Li+].[Li+].[Li+].[O-]B([O-])[O-] RIUWBIIVUYSTCN-UHFFFAOYSA-N 0.000 description 1
- 125000005580 triphenylene group Chemical group 0.000 description 1
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 description 1
Images
Classifications
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
- H01G11/00—Hybrid capacitors, i.e. capacitors having different positive and negative electrodes; Electric double-layer [EDL] capacitors; Processes for the manufacture thereof or of parts thereof
- H01G11/54—Electrolytes
- H01G11/58—Liquid electrolytes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/04—1,2,3-Triazoles; Hydrogenated 1,2,3-triazoles
- C07D249/06—1,2,3-Triazoles; Hydrogenated 1,2,3-triazoles with aryl radicals directly attached to ring atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D333/30—Hetero atoms other than halogen
- C07D333/34—Sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F17/00—Metallocenes
- C07F17/02—Metallocenes of metals of Groups 8, 9 or 10 of the Periodic System
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K9/00—Tenebrescent materials, i.e. materials for which the range of wavelengths for energy absorption is changed as a result of excitation by some form of energy
- C09K9/02—Organic tenebrescent materials
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
- H01G11/00—Hybrid capacitors, i.e. capacitors having different positive and negative electrodes; Electric double-layer [EDL] capacitors; Processes for the manufacture thereof or of parts thereof
- H01G11/02—Hybrid capacitors, i.e. capacitors having different positive and negative electrodes; Electric double-layer [EDL] capacitors; Processes for the manufacture thereof or of parts thereof using combined reduction-oxidation reactions, e.g. redox arrangement or solion
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
- H01G11/00—Hybrid capacitors, i.e. capacitors having different positive and negative electrodes; Electric double-layer [EDL] capacitors; Processes for the manufacture thereof or of parts thereof
- H01G11/22—Electrodes
- H01G11/26—Electrodes characterised by their structure, e.g. multi-layered, porosity or surface features
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
- H01G11/00—Hybrid capacitors, i.e. capacitors having different positive and negative electrodes; Electric double-layer [EDL] capacitors; Processes for the manufacture thereof or of parts thereof
- H01G11/54—Electrolytes
- H01G11/58—Liquid electrolytes
- H01G11/60—Liquid electrolytes characterised by the solvent
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
- H01G5/00—Capacitors in which the capacitance is varied by mechanical means, e.g. by turning a shaft; Processes of their manufacture
- H01G5/16—Capacitors in which the capacitance is varied by mechanical means, e.g. by turning a shaft; Processes of their manufacture using variation of distance between electrodes
- H01G5/18—Capacitors in which the capacitance is varied by mechanical means, e.g. by turning a shaft; Processes of their manufacture using variation of distance between electrodes due to change in inclination, e.g. by flexing, by spiral wrapping
-
- 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
-
- 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
- H01M10/052—Li-accumulators
-
- 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
- H01M10/0566—Liquid materials
- H01M10/0567—Liquid materials characterised by the additives
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1003—Carbocyclic compounds
- C09K2211/1007—Non-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1003—Carbocyclic compounds
- C09K2211/1011—Condensed systems
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1018—Heterocyclic compounds
- C09K2211/1025—Heterocyclic compounds characterised by ligands
- C09K2211/1092—Heterocyclic compounds characterised by ligands containing sulfur as the only heteroatom
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
- H01G11/00—Hybrid capacitors, i.e. capacitors having different positive and negative electrodes; Electric double-layer [EDL] capacitors; Processes for the manufacture thereof or of parts thereof
- H01G11/54—Electrolytes
- H01G11/58—Liquid electrolytes
- H01G11/62—Liquid electrolytes characterised by the solute, e.g. salts, anions or cations therein
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M2300/00—Electrolytes
- H01M2300/0088—Composites
- H01M2300/0091—Composites in the form of mixtures
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
- Y02E60/10—Energy storage using batteries
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
- Y02E60/13—Energy storage using capacitors
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Power Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Electrochemistry (AREA)
- Microelectronics & Electronic Packaging (AREA)
- Manufacturing & Machinery (AREA)
- General Chemical & Material Sciences (AREA)
- Inorganic Chemistry (AREA)
- General Physics & Mathematics (AREA)
- Condensed Matter Physics & Semiconductors (AREA)
- Physics & Mathematics (AREA)
- Materials Engineering (AREA)
- Secondary Cells (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Electric Double-Layer Capacitors Or The Like (AREA)
- Battery Electrode And Active Subsutance (AREA)
Description
A−(B)x−Redox (I)
式中:
−Aは
i)酸化物型の物質のような、主にヒドロキシル官能基を含んでいる材料の表面に化学吸着され得る基;
ii)炭素系の材料または炭素系の添加物を含んでいる材料の表面に化学吸着され得る基;
から選択される基を表し:
−xは、0または1であり、
−Bは、O、NもしくはSなどのヘテロ原子の1つ以上、アミドもしくはエステル官能基などの官能基の1つ以上の、芳香族環の1つ以上および/または複素環の1つ以上を必要に応じて含んでいるC1−C100アルキル鎖、芳香族基および複素環から選択される連結基であり、
−Redoxは、1つ以上の酸化還元官能基を含む酸化還元基である。
−これによって、式(I)の化合物が、電解質組成物中に存在する場合、バッテリーとスーパーキャパシタとの間で電極の全組成物を用いることが可能になる;
−バッテリーの電極の出力性能が増強される;
−スーパーキャパシタの電極のエネルギー性能が増強される;
−中間体組成物の電極のエネルギー性能および出力性能が増強される;
−作動電位の多様性、選択される分子の多様性、および環境に優しい化学から生じる有機物質の使用の可能性(例えば、ロジゾン酸塩)。
式中、
−*は、共有結合を介したA基への連結基の結合のポイントであり;
−**は、共有結合を介した酸化還元基への連結基の結合のポイントであり;
−nは、0〜1で変化する整数であり;
−mは、0〜1で変化する整数である。
−式(B−1)の連結基であって、n=3かつm=0である連結基;
−式(B−2)の連結基であって、n=3かつm=2である連結基;
−式(B−1)の連結基であって、n=1かつm=1である連結基。
A−NH2(またはA−B−NH2)+B−COOH(またはRedox−COOH)→A−NH−CO−B、A−Bで示す(またはA−B−NH−CO−Redox,A−B−Redoxで示す)。
−少なくとも1つのイオン性化合物と、
−少なくとも1つの液体溶媒と、
−上記のような式(I)の少なくとも1つの化合物と、
を含むという点で特徴づけられる、電解質組成物である。
−電解質組成物であって、極性の非プロトン性溶媒中の溶液中にリチウム塩またはナトリウム塩を含み、かつバッテリーについて上記されるような電解質組成物;
−K2SO4の、または塩素酸塩型の塩の溶液のような中性のpH(ほぼ5〜9の間のpH)の水溶液;
−硫酸溶液のような酸性のpH(pH<5)の水溶液;
−水酸化カリウムまたは水酸化ナトリウム溶液のような塩基性のpH(pH>9)の水溶液;
から選択され得る。
−LiM2O4型のスピネル構造を有する遷移金属酸化物、およびLiMO2型の層状構造を有する遷移金属酸化物であって、ここでMが、Mn、Fe、Co、Ni、Cu、Mg、Zn、V、Ca、Sr、Ba、Ti、Al、Si、BおよびMoからなる群より選択される少なくとも1つの金属である、遷移金属酸化物;
−LiMy(XOz)n型のポリアニオン性のフレームワークを有する酸化物であって、ここでMが、Mn、Fe、Co、Ni、Cu、Mg、Zn、V、Ca、Sr、Ba、Ti、Al、Si、BおよびMoによって形成される基から選択される少なくとも1つの金属であり、かつXが、P、Si、Ge、SおよびAsからなる群より選択される元素である、酸化物;
−V2O5およびLiV3O8型のバナジウム系の酸化物、およびそれらの誘導体;
−MnO2型のマンガン系の酸化物、およびそれらの誘導体;
−イオウまたはリン。
−層状フルオロリン酸塩類Na2TPO4F(ここでTは、Fe、Mn、CoおよびNiから選択される二価の元素であり、この元素は、MgもしくはZn、または二価のイオンVOによって部分的に置き換えられてもよい);
−フルオロスルホン酸塩類NaT’SO4F(ここでT’はFe、Mn、CoおよびNiから選択される少なくとも1つの元素であり、その一部は、Mgによって置き換えられてもよく、硫酸基SO4 2−の一部は、等比体積および等荷電の基PO3F2−によって置き換えられてもよい;
−ポリスルフィド類Na2Sn(1≦n≦6)、およびジメルカプトチアジアゾールおよびジメルカプトオキサゾールのナトリウム塩;
−ジチオカルバメート類Na[CS2NR’R”](ここでR’およびR”の各々の基は、メチル、エチルもしくはプロピルラジカルであるか、そうでなければR’およびR”は、環(例えば、ピロリジンまたはモルホリン)を形成する。
式(I−1)の化合物の合成は、以下の合成スキームによって行った:
塩化チオニル(0.8ml、11mmol)を、無水CHCl3(20ml)中の4−(ピレン−1−イル)ブタン酸(2g、6.94mmol)の、50mlの三つ首丸底フラスコ中に入れた溶液中に、シリンジを用いて、窒素雰囲気下で緩徐に添加した。この反応混合物を、2時間還流下で維持し、次いで大気温度まで冷却して、真空下で濃縮した。次いで、20mlのCH2Cl2を、この混合物に添加し、その溶媒を真空下でエバポレートして、過剰の塩化チオニルを除去した。この手順を2回繰り返し、中間体の塩化アセチルを得ることを可能にした。
107.8μlのN,N−ジイソプロピルエチルアミン(DIPEA,0.65mmol)および7.3mgのCuI(0.04mmol)を、先行する段階で、上記で得られた化合物1(100mg、0.25mmol)およびCH3CN(7.5ml)の中の52mgのエチニルフェロセン(0.25mmol)の溶液に添加した。その混合物を、大気温度で5日間撹拌した。EtOAc(100ml)中での希釈の後に、有機相を飽和NaCl溶液(2×20ml)で洗浄し、MgSO4で乾燥し、減圧下で濃縮して、わずかに褐色の粉末を得ることを可能にした。
本実施例では、電気化学セルであって、作用電極(正電極)(カーボンナノチューブを備える)、および対向電極(負電極)(ステンレス鋼およびセパレーターとしての焼結ガラスシートからできている電流コレクタ上にロールされたリチウム金属のシートからなる)を備えている電気化学セルを、調製し、このアセンブリは液体電解質中に浸漬している。
Claims (10)
- 請求項1に記載の式(I−1)、(I−2)および(I−3)の化合物から選択される少なくとも1つの化合物の使用であって、電解質組成物によって隔てられた正電極と負電極との間のイオンの循環によって作動するファラデー電極および/または疑似容量もしくは電気二重層電極を有する電気化学系の電解質組成物中の添加物としての使用。
- 電解質組成物によって隔てられた正電極と負電極との間のイオンの循環によって作動するファラデー電極および/または疑似容量もしくは電気二重層電極を有する電気化学系のための電解質組成物であって、該電解質組成物が:
−少なくとも1つのイオン性化合物と、
−少なくとも1つの液体溶媒と、
−請求項1に規定される式(I−1)、(I−2)および(I−3)の化合物から選択される少なくとも1つの化合物と、
を含むという点で特徴づけられる、電解質組成物。 - 請求項3に記載の組成物であって、電解質組成物内の式(I−1)、(I−2)および/または(I−3)の化合物の量が10−6mol/lから2×10−1mol/lまで変化するという点で特徴づけられる、組成物。
- 請求項3または4に記載の組成物であって、請求項1に記載の式(I−1)の少なくとも1つの化合物を含むという点で特徴づけられる、組成物。
- 請求項3〜5のいずれかに記載の組成物であって、前記電気化学系がリチウムイオンまたはナトリウムイオンの循環によって作動するバッテリーであるという点、および前記電解質が、極性の非プロトン性溶媒中の溶液中にリチウム塩またはナトリウム塩を含むという点で特徴付けられる、組成物。
- 請求項6に記載の組成物であって、前記電解質が、LiPF6、LiAsF6、LiClO4、LiBF4、LiC4BO8、Li(C2F5SO2)2N、Li[(C2F5)3PF3]、LiCF3SO3、LiCH3SO3、LiN(SO2CF3)2およびLiN(SO2F)2から選択されるリチウム塩を含むという点で特徴付けられる、組成物。
- 請求項3〜5のいずれか1項に記載の組成物であって、前記電気化学系が、スーパーキャパシタであるという点、ならびに前記電解質組成物が以下:
−電解質組成物であって、極性の非プロトン性溶媒中の溶液中にリチウム塩またはナトリウム塩を含み、かつ請求項6および7のいずれか1項に定義されるような電解質組成物;
−K2SO4の、または塩素酸塩型の塩の溶液のような中性のpHの水溶液;
−硫酸溶液のような酸性のpHの水溶液;
−水酸化カリウムまたは水酸化ナトリウムの溶液のような塩基性のpHの水溶液;
から選択されるという点で特徴付けられる、組成物。 - 電解質組成物によって隔てられた正電極と負電極との間のイオンの循環によって作動するファラデー電極および/または疑似容量もしくは電気二重層電極を有する電気化学系であって、該電解質組成物が、請求項3〜8のいずれか1項に定義されるとおりであるという点、ならびに該電極の一方および/または他方が、ヒドロキシル官能基を含んでいる少なくとも1つの材料および/または1つの炭素系の材料および/または1つの炭素系の添加物を含むという点で特徴付けられる、電気化学系。
- 請求項9に記載の系であって、これがリチウムバッテリー、ナトリウムバッテリー、電気二重層スーパーキャパシタ、バッテリー電極とスーパーキャパシタ電極とを備えるハイブリッド系、あるいは、連続フロー電気化学セルであるという点で特徴付けられる、系。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR1154137 | 2011-05-12 | ||
FR1154137A FR2975098B1 (fr) | 2011-05-12 | 2011-05-12 | Composes a groupement redox, leur utilisation comme additif d'electrolyte, composition d'electrolyte et systemes electrochimiques les contenant |
PCT/FR2012/051032 WO2012153067A1 (fr) | 2011-05-12 | 2012-05-10 | Composés à groupement redox, leur utilisation comme additif d'électrolyte, composition d'électrolyte et systèmes électrochimiques les contenant. |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2014519491A JP2014519491A (ja) | 2014-08-14 |
JP5948408B2 true JP5948408B2 (ja) | 2016-07-06 |
Family
ID=46201753
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2014509796A Expired - Fee Related JP5948408B2 (ja) | 2011-05-12 | 2012-05-10 | 酸化還元基を有する化合物、電解質添加物としてのその使用、電解質組成物、およびこれを含有する電気化学系 |
Country Status (6)
Country | Link |
---|---|
US (1) | US9704655B2 (ja) |
EP (1) | EP2707378B1 (ja) |
JP (1) | JP5948408B2 (ja) |
ES (1) | ES2644565T3 (ja) |
FR (1) | FR2975098B1 (ja) |
WO (1) | WO2012153067A1 (ja) |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR101436016B1 (ko) * | 2012-12-21 | 2014-09-01 | 한국화학연구원 | 개질화된 탄소나노튜브를 포함하는 기계적 물성과 전기 전도성이 우수한 고분자 나노복합재 및 이의 제조방법 |
CN103288885B (zh) * | 2013-06-09 | 2015-03-11 | 内蒙古大学 | 含1,2,3-三唑环单取代二茂铁有机液晶的合成 |
CN104300173A (zh) * | 2013-07-18 | 2015-01-21 | 中国科学院大连化学物理研究所 | 一种锂硫电池用电解质溶液 |
KR20160052096A (ko) * | 2014-11-04 | 2016-05-12 | 고려대학교 산학협력단 | 산화환원 활성물질을 포함하는 수퍼커패시터용 유기 전해질 |
US10535891B2 (en) | 2017-08-11 | 2020-01-14 | Uchicago Argonne, Llc | Two-electron redox catholyte for redox flow batteries |
JP6846690B2 (ja) * | 2018-04-06 | 2021-03-24 | パナソニックIpマネジメント株式会社 | フロー電池 |
CN111463512B (zh) * | 2019-01-18 | 2021-12-03 | 北京纳米能源与系统研究所 | 锂金属电池的充电方法和锂金属电池系统 |
CN113735913A (zh) * | 2021-08-13 | 2021-12-03 | 中盐金坛盐化有限责任公司 | 一种d-a构型二茂铁衍生物及其合成方法和应用 |
Family Cites Families (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP3475449B2 (ja) * | 1993-08-24 | 2003-12-08 | 宇部興産株式会社 | 非水電池 |
JP4020528B2 (ja) * | 1999-03-19 | 2007-12-12 | 三洋電機株式会社 | 非水系電解液二次電池 |
JP4157483B2 (ja) * | 2004-03-08 | 2008-10-01 | 株式会社東芝 | 電池 |
US7615317B2 (en) * | 2005-05-17 | 2009-11-10 | 3M Innovative Properties Company | N-oxide redox shuttles for rechargeable lithium-ion cell |
JP4940424B2 (ja) * | 2005-10-07 | 2012-05-30 | 国立大学法人名古屋大学 | 神経細胞の酸化的損傷のマーカー及びその利用 |
JPWO2007052762A1 (ja) * | 2005-11-02 | 2009-04-30 | 株式会社カネカ | 新規なエネルギー貯蔵手段を有するエネルギー貯蔵デバイス |
WO2007116363A2 (en) * | 2006-04-07 | 2007-10-18 | High Power Lithium S.A. | Lithium rechargeable electrochemical cell |
JP4442594B2 (ja) * | 2006-07-21 | 2010-03-31 | 宇部興産株式会社 | 非水電解液 |
KR100976862B1 (ko) * | 2007-11-21 | 2010-08-23 | 주식회사 엘지화학 | 향상된 저장성능을 가지는 이차전지 및 이의 제조방법. |
JP5272398B2 (ja) * | 2007-12-14 | 2013-08-28 | 株式会社豊田中央研究所 | 有機ラジカル化合物、蓄電デバイス用電極及び蓄電デバイス |
JP5315831B2 (ja) * | 2008-03-24 | 2013-10-16 | 株式会社豊田中央研究所 | リチウム空気電池 |
JP2009238945A (ja) * | 2008-03-26 | 2009-10-15 | Kaneka Corp | エネルギー貯蔵デバイス |
JP5596908B2 (ja) * | 2008-06-09 | 2014-09-24 | 株式会社カネカ | エネルギー貯蔵デバイス |
GB2467148A (en) * | 2009-01-23 | 2010-07-28 | Acal Energy Ltd | Redox Fuel Cells |
-
2011
- 2011-05-12 FR FR1154137A patent/FR2975098B1/fr not_active Expired - Fee Related
-
2012
- 2012-05-10 JP JP2014509796A patent/JP5948408B2/ja not_active Expired - Fee Related
- 2012-05-10 ES ES12725131.2T patent/ES2644565T3/es active Active
- 2012-05-10 US US14/116,397 patent/US9704655B2/en not_active Expired - Fee Related
- 2012-05-10 EP EP12725131.2A patent/EP2707378B1/fr not_active Not-in-force
- 2012-05-10 WO PCT/FR2012/051032 patent/WO2012153067A1/fr active Application Filing
Also Published As
Publication number | Publication date |
---|---|
EP2707378B1 (fr) | 2017-08-02 |
US20140302386A1 (en) | 2014-10-09 |
ES2644565T3 (es) | 2017-11-29 |
US9704655B2 (en) | 2017-07-11 |
FR2975098A1 (fr) | 2012-11-16 |
WO2012153067A1 (fr) | 2012-11-15 |
JP2014519491A (ja) | 2014-08-14 |
FR2975098B1 (fr) | 2014-02-07 |
EP2707378A1 (fr) | 2014-03-19 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP5948408B2 (ja) | 酸化還元基を有する化合物、電解質添加物としてのその使用、電解質組成物、およびこれを含有する電気化学系 | |
JP6423453B2 (ja) | 蓄電装置用水系電解液、及び当該水系電解液を含む蓄電装置 | |
US8828608B2 (en) | Secondary lithium batteries having novel anodes | |
JP5440003B2 (ja) | 蓄電デバイス及び電極活物質の製造方法 | |
US11227726B2 (en) | Electrolyte solution for potassium ion battery, potassium ion battery, electrolyte solution for potassium ion capacitor, and potassium ion capacitor | |
US20130059202A1 (en) | Polymer-coated active material and lithium secondary battery using the same | |
JP2015018713A (ja) | 非水電解液、及び該非水電解液を用いたリチウムイオン二次電池 | |
JP6374650B2 (ja) | 非水電解質二次電池 | |
US11196089B2 (en) | Electricity storage device | |
JP6505688B2 (ja) | ベンゼン−ビス(ジチオン酸)誘導体を含む、有機電池の電極用物質 | |
JP2021028957A (ja) | 蓄電デバイス及び電極 | |
JP2012155883A (ja) | 電極材料、該電極材料を用いた蓄電デバイス、リチウムイオン二次電池、及び電極材料の製造方法 | |
JP2012204278A (ja) | リチウム二次電池用電極およびそれを用いた二次電池 | |
US11183686B2 (en) | Electrolyte, energy storage device, and method for producing energy storage device | |
WO2014157059A1 (ja) | 蓄電デバイス用電極およびそれを用いた蓄電デバイス | |
JP6831180B2 (ja) | 蓄電デバイス及びその製造方法 | |
US11201330B2 (en) | Power storage device electrode, power storage device, and method of producing power storage device electrode | |
WO2023074592A1 (ja) | カリウムイオン電池用電解液添加剤、カリウムイオン電池用電解液、カリウムイオン電池、カリウムイオンキャパシタ用電解液添加剤、カリウムイオンキャパシタ用電解液、カリウムイオンキャパシタ、及び負極 | |
JP2019079962A (ja) | 蓄電デバイスの製造方法および蓄電デバイスのプレドープ方法 | |
WO2020189361A1 (ja) | 蓄電デバイス用水系電解液及びこの水系電解液を含む蓄電デバイス | |
JP7288775B2 (ja) | 蓄電デバイス用水系電解液及びこの水系電解液を含む蓄電デバイス | |
JP2023153526A (ja) | 回復方法、蓄電デバイスの製造方法及び回復剤 | |
JP2021192353A (ja) | 二次電池用電極 | |
JP2012028264A (ja) | 負極活物質、その製造方法および前記負極活物質を用いた二次電池 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20150507 |
|
A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20151217 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20160119 |
|
A521 | Written amendment |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20160418 |
|
TRDD | Decision of grant or rejection written | ||
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20160517 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20160606 |
|
R150 | Certificate of patent or registration of utility model |
Ref document number: 5948408 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
LAPS | Cancellation because of no payment of annual fees |