WO2013054691A1 - アルミニウム電解コンデンサ用電解液、及びそれを用いたアルミニウム電解コンデンサ - Google Patents
アルミニウム電解コンデンサ用電解液、及びそれを用いたアルミニウム電解コンデンサ Download PDFInfo
- Publication number
- WO2013054691A1 WO2013054691A1 PCT/JP2012/075482 JP2012075482W WO2013054691A1 WO 2013054691 A1 WO2013054691 A1 WO 2013054691A1 JP 2012075482 W JP2012075482 W JP 2012075482W WO 2013054691 A1 WO2013054691 A1 WO 2013054691A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- acid
- electrolytic solution
- boric acid
- electrolyte
- solution according
- Prior art date
Links
- 239000008151 electrolyte solution Substances 0.000 title claims abstract description 51
- 239000003792 electrolyte Substances 0.000 title claims abstract description 36
- 239000003990 capacitor Substances 0.000 title claims abstract description 29
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 title claims abstract description 27
- 229910052782 aluminium Inorganic materials 0.000 title claims abstract description 27
- -1 boric acid compound Chemical class 0.000 claims abstract description 122
- 239000004327 boric acid Substances 0.000 claims abstract description 45
- 239000003960 organic solvent Substances 0.000 claims abstract description 32
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 claims abstract description 25
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 12
- 150000001410 amidinium cations Chemical class 0.000 claims abstract description 10
- 150000001450 anions Chemical class 0.000 claims abstract description 10
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 7
- 229910019142 PO4 Inorganic materials 0.000 claims description 37
- 239000010452 phosphate Substances 0.000 claims description 37
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 29
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims description 24
- 239000002253 acid Substances 0.000 claims description 20
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 claims description 13
- 125000000217 alkyl group Chemical group 0.000 claims description 10
- 239000001361 adipic acid Substances 0.000 claims description 9
- 235000011037 adipic acid Nutrition 0.000 claims description 9
- 150000002596 lactones Chemical class 0.000 claims description 8
- 239000012046 mixed solvent Substances 0.000 claims description 8
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 6
- 229910052799 carbon Inorganic materials 0.000 claims description 6
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 claims description 6
- 150000001735 carboxylic acids Chemical class 0.000 claims description 5
- 238000010494 dissociation reaction Methods 0.000 claims description 5
- 230000005593 dissociations Effects 0.000 claims description 5
- 150000005846 sugar alcohols Polymers 0.000 claims description 5
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 claims description 4
- 150000003457 sulfones Chemical class 0.000 claims description 4
- RAXXELZNTBOGNW-UHFFFAOYSA-O Imidazolium Chemical compound C1=C[NH+]=CN1 RAXXELZNTBOGNW-UHFFFAOYSA-O 0.000 claims description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 3
- 239000007795 chemical reaction product Substances 0.000 claims description 3
- 229910052760 oxygen Inorganic materials 0.000 claims description 3
- 239000001301 oxygen Substances 0.000 claims description 3
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract description 12
- 230000006866 deterioration Effects 0.000 abstract description 9
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Substances OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract description 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 abstract description 2
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 37
- 235000019441 ethanol Nutrition 0.000 description 28
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 27
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 17
- 239000000203 mixture Substances 0.000 description 16
- 230000000052 comparative effect Effects 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 239000011888 foil Substances 0.000 description 7
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 5
- 150000001768 cations Chemical class 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 5
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- 150000001298 alcohols Chemical class 0.000 description 4
- 229920001971 elastomer Polymers 0.000 description 4
- 230000032050 esterification Effects 0.000 description 4
- 238000005886 esterification reaction Methods 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 238000007789 sealing Methods 0.000 description 4
- KYRYHBRYSSBWLU-UHFFFAOYSA-N 1,2,3,4-tetramethylimidazolidine Chemical compound CC1CN(C)C(C)N1C KYRYHBRYSSBWLU-UHFFFAOYSA-N 0.000 description 3
- IRGDPGYNHSIIJJ-UHFFFAOYSA-N 1-ethyl-2,3-dimethylimidazol-3-ium Chemical compound CCN1C=C[N+](C)=C1C IRGDPGYNHSIIJJ-UHFFFAOYSA-N 0.000 description 3
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 230000018044 dehydration Effects 0.000 description 3
- 238000006297 dehydration reaction Methods 0.000 description 3
- XPFVYQJUAUNWIW-UHFFFAOYSA-N furfuryl alcohol Chemical compound OCC1=CC=CO1 XPFVYQJUAUNWIW-UHFFFAOYSA-N 0.000 description 3
- 230000007062 hydrolysis Effects 0.000 description 3
- 238000006460 hydrolysis reaction Methods 0.000 description 3
- CXHHBNMLPJOKQD-UHFFFAOYSA-N methyl hydrogen carbonate Chemical compound COC(O)=O CXHHBNMLPJOKQD-UHFFFAOYSA-N 0.000 description 3
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- JIFXKZJGKSXAGZ-UHFFFAOYSA-N 1-ethyl-2,3-dimethylimidazolidine Chemical compound CCN1CCN(C)C1C JIFXKZJGKSXAGZ-UHFFFAOYSA-N 0.000 description 2
- NJMWOUFKYKNWDW-UHFFFAOYSA-N 1-ethyl-3-methylimidazolium Chemical compound CCN1C=C[N+](C)=C1 NJMWOUFKYKNWDW-UHFFFAOYSA-N 0.000 description 2
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 2
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 2
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 2
- 239000005711 Benzoic acid Substances 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- PMDCZENCAXMSOU-UHFFFAOYSA-N N-ethylacetamide Chemical compound CCNC(C)=O PMDCZENCAXMSOU-UHFFFAOYSA-N 0.000 description 2
- ATHHXGZTWNVVOU-UHFFFAOYSA-N N-methylformamide Chemical compound CNC=O ATHHXGZTWNVVOU-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 235000010233 benzoic acid Nutrition 0.000 description 2
- BNMJSBUIDQYHIN-UHFFFAOYSA-N butyl dihydrogen phosphate Chemical compound CCCCOP(O)(O)=O BNMJSBUIDQYHIN-UHFFFAOYSA-N 0.000 description 2
- 229920005549 butyl rubber Polymers 0.000 description 2
- 239000001569 carbon dioxide Substances 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000007547 defect Effects 0.000 description 2
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 description 2
- UCQFCFPECQILOL-UHFFFAOYSA-N diethyl hydrogen phosphate Chemical compound CCOP(O)(=O)OCC UCQFCFPECQILOL-UHFFFAOYSA-N 0.000 description 2
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- MNWFXJYAOYHMED-UHFFFAOYSA-N heptanoic acid Chemical compound CCCCCCC(O)=O MNWFXJYAOYHMED-UHFFFAOYSA-N 0.000 description 2
- FBPFZTCFMRRESA-UHFFFAOYSA-N hexane-1,2,3,4,5,6-hexol Chemical compound OCC(O)C(O)C(O)C(O)CO FBPFZTCFMRRESA-UHFFFAOYSA-N 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 2
- 150000002763 monocarboxylic acids Chemical class 0.000 description 2
- 150000002825 nitriles Chemical class 0.000 description 2
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 description 2
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 2
- 239000012188 paraffin wax Substances 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 description 2
- CYIDZMCFTVVTJO-UHFFFAOYSA-N pyromellitic acid Chemical compound OC(=O)C1=CC(C(O)=O)=C(C(O)=O)C=C1C(O)=O CYIDZMCFTVVTJO-UHFFFAOYSA-N 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 2
- HHVIBTZHLRERCL-UHFFFAOYSA-N sulfonyldimethane Chemical compound CS(C)(=O)=O HHVIBTZHLRERCL-UHFFFAOYSA-N 0.000 description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 2
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 2
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 2
- 238000004804 winding Methods 0.000 description 2
- XUPNYHRRTRKPBM-UHFFFAOYSA-N (1,2,3-trimethyl-1,3-diazinan-4-yl)methanol Chemical compound CC1N(C)CCC(CO)N1C XUPNYHRRTRKPBM-UHFFFAOYSA-N 0.000 description 1
- SLOTVFJDLLQQLW-UHFFFAOYSA-N (1,2,3-trimethylimidazol-1-ium-4-yl)methanol Chemical compound CC=1N(C)C(CO)=C[N+]=1C SLOTVFJDLLQQLW-UHFFFAOYSA-N 0.000 description 1
- VRZDIIZXLKMWAZ-UHFFFAOYSA-N (1,2,3-trimethylimidazolidin-4-yl)methanol Chemical compound CC1N(C)CC(CO)N1C VRZDIIZXLKMWAZ-UHFFFAOYSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- QZOHRKZGLNJRBK-UHFFFAOYSA-N 1,1,2-trimethyl-4,5-dihydroimidazol-1-ium Chemical compound CC1=NCC[N+]1(C)C QZOHRKZGLNJRBK-UHFFFAOYSA-N 0.000 description 1
- YANGGZLARFZISN-UHFFFAOYSA-N 1,2,3,4-tetraethylimidazolidine Chemical compound CCC1CN(CC)C(CC)N1CC YANGGZLARFZISN-UHFFFAOYSA-N 0.000 description 1
- OTPDWCMLUKMQNO-UHFFFAOYSA-N 1,2,3,4-tetrahydropyrimidine Chemical compound C1NCC=CN1 OTPDWCMLUKMQNO-UHFFFAOYSA-N 0.000 description 1
- NFHJHLHQVOUCLC-UHFFFAOYSA-N 1,2,3,4-tetramethyl-1,3-diazinane Chemical compound CC1CCN(C)C(C)N1C NFHJHLHQVOUCLC-UHFFFAOYSA-N 0.000 description 1
- DNSADNILRQYBAB-UHFFFAOYSA-N 1,2,3,4-tetramethylimidazol-1-ium Chemical compound CC1=C[N+](C)=C(C)N1C DNSADNILRQYBAB-UHFFFAOYSA-N 0.000 description 1
- YOOLJTBTGUJKSI-UHFFFAOYSA-N 1,2,3,5-tetramethyl-1,3-diazinane Chemical compound CC1CN(C)C(C)N(C)C1 YOOLJTBTGUJKSI-UHFFFAOYSA-N 0.000 description 1
- SBFXJIZCJIYABX-UHFFFAOYSA-N 1,2,3-triethylimidazol-1-ium Chemical compound CCC=1N(CC)C=C[N+]=1CC SBFXJIZCJIYABX-UHFFFAOYSA-N 0.000 description 1
- XTXCWBINMXAIKU-UHFFFAOYSA-N 1,2,3-triethylimidazolidine Chemical compound CCC1N(CC)CCN1CC XTXCWBINMXAIKU-UHFFFAOYSA-N 0.000 description 1
- GRHNKLNJAYKFIG-UHFFFAOYSA-N 1,2,3-trimethyl-1,3-diazinane Chemical compound CC1N(C)CCCN1C GRHNKLNJAYKFIG-UHFFFAOYSA-N 0.000 description 1
- VASSVAUHIORXIO-UHFFFAOYSA-N 1,2,3-trimethyl-1,3-diazinane-4-carbaldehyde Chemical compound CC1N(C)CCC(C=O)N1C VASSVAUHIORXIO-UHFFFAOYSA-N 0.000 description 1
- WQTPTRQDSWFXEF-UHFFFAOYSA-N 1,2,3-trimethyl-1,3-diazinane-4-carbonitrile Chemical compound CC1N(C)CCC(C#N)N1C WQTPTRQDSWFXEF-UHFFFAOYSA-N 0.000 description 1
- KCUGPPHNMASOTE-UHFFFAOYSA-N 1,2,3-trimethylimidazol-1-ium Chemical compound CC=1N(C)C=C[N+]=1C KCUGPPHNMASOTE-UHFFFAOYSA-N 0.000 description 1
- NNMCRXJHVOSCPA-UHFFFAOYSA-N 1,2,3-trimethylimidazol-1-ium-4-carbonitrile Chemical compound CC=1N(C)C(C#N)=C[N+]=1C NNMCRXJHVOSCPA-UHFFFAOYSA-N 0.000 description 1
- QDRFNXRYFUFFLV-UHFFFAOYSA-N 1,2,3-trimethylimidazolidine Chemical compound CC1N(C)CCN1C QDRFNXRYFUFFLV-UHFFFAOYSA-N 0.000 description 1
- DMQTUPFKDJFMEE-UHFFFAOYSA-N 1,2,3-trimethylimidazolidine-4-carbaldehyde Chemical compound CC1N(C)CC(C=O)N1C DMQTUPFKDJFMEE-UHFFFAOYSA-N 0.000 description 1
- KNBXEBZEQIKPOM-UHFFFAOYSA-N 1,2,3-trimethylimidazolidine-4-carbonitrile Chemical compound CC1N(C)CC(C#N)N1C KNBXEBZEQIKPOM-UHFFFAOYSA-N 0.000 description 1
- ZZXUZKXVROWEIF-UHFFFAOYSA-N 1,2-butylene carbonate Chemical compound CCC1COC(=O)O1 ZZXUZKXVROWEIF-UHFFFAOYSA-N 0.000 description 1
- LZDKZFUFMNSQCJ-UHFFFAOYSA-N 1,2-diethoxyethane Chemical compound CCOCCOCC LZDKZFUFMNSQCJ-UHFFFAOYSA-N 0.000 description 1
- QEIHVTKMBYEXPZ-UHFFFAOYSA-N 1,2-dimethyl-4,5-dihydroimidazole Chemical compound CN1CCN=C1C QEIHVTKMBYEXPZ-UHFFFAOYSA-N 0.000 description 1
- CYSGHNMQYZDMIA-UHFFFAOYSA-N 1,3-Dimethyl-2-imidazolidinon Chemical compound CN1CCN(C)C1=O CYSGHNMQYZDMIA-UHFFFAOYSA-N 0.000 description 1
- XLJSMWDFUFADIA-UHFFFAOYSA-N 1,3-diethylimidazol-1-ium Chemical compound CCN1C=C[N+](CC)=C1 XLJSMWDFUFADIA-UHFFFAOYSA-N 0.000 description 1
- DCPLDPXQOOHYSU-UHFFFAOYSA-N 1,3-dimethyl-1,3-diazinane Chemical compound CN1CCCN(C)C1 DCPLDPXQOOHYSU-UHFFFAOYSA-N 0.000 description 1
- HVVRUQBMAZRKPJ-UHFFFAOYSA-N 1,3-dimethylimidazolium Chemical compound CN1C=C[N+](C)=C1 HVVRUQBMAZRKPJ-UHFFFAOYSA-N 0.000 description 1
- PXHFLWCSJYTAFU-UHFFFAOYSA-N 1,3-oxazolidin-4-one Chemical compound O=C1COCN1 PXHFLWCSJYTAFU-UHFFFAOYSA-N 0.000 description 1
- VSNRYNPICAITCW-UHFFFAOYSA-N 1-(1,2,3-trimethyl-1,3-diazinan-4-yl)ethanone Chemical compound CC1N(C)CCC(C(C)=O)N1C VSNRYNPICAITCW-UHFFFAOYSA-N 0.000 description 1
- BVFXJHGWSRGLPB-UHFFFAOYSA-N 1-(1,2,3-trimethylimidazol-1-ium-4-yl)ethanone Chemical compound CC(=O)C1=C[N+](C)=C(C)N1C BVFXJHGWSRGLPB-UHFFFAOYSA-N 0.000 description 1
- ATHYRIVFDRAVOL-UHFFFAOYSA-N 1-(2,3-dimethyl-1,3-diazinan-1-yl)propan-2-one Chemical compound CC1N(C)CCCN1CC(C)=O ATHYRIVFDRAVOL-UHFFFAOYSA-N 0.000 description 1
- RBLRHMGEKRBPTJ-UHFFFAOYSA-N 1-(2,3-dimethylimidazol-3-ium-1-yl)propan-2-one Chemical compound CC(=O)CN1C=C[N+](C)=C1C RBLRHMGEKRBPTJ-UHFFFAOYSA-N 0.000 description 1
- KMBJDHWCDUDSMC-UHFFFAOYSA-N 1-(2,3-dimethylimidazolidin-1-yl)propan-2-one Chemical compound CC1N(C)CCN1CC(C)=O KMBJDHWCDUDSMC-UHFFFAOYSA-N 0.000 description 1
- LROKFQPLKVRIEA-UHFFFAOYSA-N 1-(methoxymethyl)-2,3-dimethylimidazol-3-ium Chemical compound COC[N+]=1C=CN(C)C=1C LROKFQPLKVRIEA-UHFFFAOYSA-N 0.000 description 1
- FILFNFPAJQCROL-UHFFFAOYSA-N 1-(methoxymethyl)-2,3-dimethylimidazolidine Chemical compound COCN1CCN(C)C1C FILFNFPAJQCROL-UHFFFAOYSA-N 0.000 description 1
- ZFPGARUNNKGOBB-UHFFFAOYSA-N 1-Ethyl-2-pyrrolidinone Chemical compound CCN1CCCC1=O ZFPGARUNNKGOBB-UHFFFAOYSA-N 0.000 description 1
- HGIKIBHZIYNEKO-UHFFFAOYSA-N 1-benzyl-2,3-dimethylimidazol-3-ium Chemical compound C1=C[N+](C)=C(C)N1CC1=CC=CC=C1 HGIKIBHZIYNEKO-UHFFFAOYSA-N 0.000 description 1
- RRQYJINTUHWNHW-UHFFFAOYSA-N 1-ethoxy-2-(2-ethoxyethoxy)ethane Chemical compound CCOCCOCCOCC RRQYJINTUHWNHW-UHFFFAOYSA-N 0.000 description 1
- MCTWTZJPVLRJOU-UHFFFAOYSA-N 1-methyl-1H-imidazole Chemical compound CN1C=CN=C1 MCTWTZJPVLRJOU-UHFFFAOYSA-N 0.000 description 1
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
- LNETULKMXZVUST-UHFFFAOYSA-N 1-naphthoic acid Chemical compound C1=CC=C2C(C(=O)O)=CC=CC2=C1 LNETULKMXZVUST-UHFFFAOYSA-N 0.000 description 1
- RPBQGUYQSMAXDS-UHFFFAOYSA-N 2,3,4-triethyl-1-methylimidazolidine Chemical compound CCC1CN(C)C(CC)N1CC RPBQGUYQSMAXDS-UHFFFAOYSA-N 0.000 description 1
- DVMOXZKVAQWAOT-UHFFFAOYSA-N 2-(1,3-dimethyl-1,3-diazinan-1-ium-1-yl)ethanol Chemical compound CN1CCC[N+](C)(CCO)C1 DVMOXZKVAQWAOT-UHFFFAOYSA-N 0.000 description 1
- CFMWDAHWHWLVCX-UHFFFAOYSA-N 2-(1,3-dimethyl-2h-imidazol-2-yl)acetonitrile Chemical compound CN1C=CN(C)C1CC#N CFMWDAHWHWLVCX-UHFFFAOYSA-N 0.000 description 1
- MUGPWGJLHRGUDW-UHFFFAOYSA-N 2-(1,3-dimethylimidazol-1-ium-2-yl)ethanol Chemical compound CN1C=C[N+](C)=C1CCO MUGPWGJLHRGUDW-UHFFFAOYSA-N 0.000 description 1
- GCTMTBOPMITSPA-UHFFFAOYSA-N 2-(1,3-dimethylimidazolidin-1-ium-1-yl)ethanol Chemical compound CN1CC[N+](C)(CCO)C1 GCTMTBOPMITSPA-UHFFFAOYSA-N 0.000 description 1
- LBRJRGHMAAVBII-UHFFFAOYSA-N 2-(1,3-dimethylimidazolidin-2-yl)acetonitrile Chemical compound CN1CCN(C)C1CC#N LBRJRGHMAAVBII-UHFFFAOYSA-N 0.000 description 1
- NHRUEUARKVSWPK-UHFFFAOYSA-N 2-(2,3-dimethyl-1,3-diazinan-1-yl)acetonitrile Chemical compound CC1N(C)CCCN1CC#N NHRUEUARKVSWPK-UHFFFAOYSA-N 0.000 description 1
- DTBKLCVNTFYYQH-UHFFFAOYSA-N 2-(2,3-dimethyl-1,3-diazinan-1-yl)ethanol Chemical compound CC1N(C)CCCN1CCO DTBKLCVNTFYYQH-UHFFFAOYSA-N 0.000 description 1
- QZXKCXFQHUZULN-UHFFFAOYSA-N 2-(2,3-dimethylimidazol-3-ium-1-yl)acetaldehyde Chemical compound CC=1N(CC=O)C=C[N+]=1C QZXKCXFQHUZULN-UHFFFAOYSA-N 0.000 description 1
- ANDWLYRDCWMJMA-UHFFFAOYSA-N 2-(2,3-dimethylimidazol-3-ium-1-yl)acetonitrile Chemical compound CC=1N(CC#N)C=C[N+]=1C ANDWLYRDCWMJMA-UHFFFAOYSA-N 0.000 description 1
- CXLXMLHTEXWCSW-UHFFFAOYSA-N 2-(2,3-dimethylimidazol-3-ium-1-yl)ethanol Chemical compound CC=1N(CCO)C=C[N+]=1C CXLXMLHTEXWCSW-UHFFFAOYSA-N 0.000 description 1
- LTFDXJWBLRUPQW-UHFFFAOYSA-N 2-(2,3-dimethylimidazolidin-1-yl)acetaldehyde Chemical compound CC1N(C)CCN1CC=O LTFDXJWBLRUPQW-UHFFFAOYSA-N 0.000 description 1
- JWWIUEPZDIKDQY-UHFFFAOYSA-N 2-(2,3-dimethylimidazolidin-1-yl)acetonitrile Chemical compound CC1N(C)CCN1CC#N JWWIUEPZDIKDQY-UHFFFAOYSA-N 0.000 description 1
- ROWZAZHKHMSXEC-UHFFFAOYSA-N 2-(2,3-dimethylimidazolidin-1-yl)ethanol Chemical compound CC1N(C)CCN1CCO ROWZAZHKHMSXEC-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- COBPKKZHLDDMTB-UHFFFAOYSA-N 2-[2-(2-butoxyethoxy)ethoxy]ethanol Chemical compound CCCCOCCOCCOCCO COBPKKZHLDDMTB-UHFFFAOYSA-N 0.000 description 1
- UJBYZFKDBNQRBW-UHFFFAOYSA-N 2-benzyl-1,3-dimethylimidazol-1-ium Chemical compound CN1C=C[N+](C)=C1CC1=CC=CC=C1 UJBYZFKDBNQRBW-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- TWJNQYPJQDRXPH-UHFFFAOYSA-N 2-cyanobenzohydrazide Chemical compound NNC(=O)C1=CC=CC=C1C#N TWJNQYPJQDRXPH-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- LLTLVSUMJNRKPD-UHFFFAOYSA-N 2-ethyl-1,3,4-trimethylimidazolidine Chemical compound CCC1N(C)CC(C)N1C LLTLVSUMJNRKPD-UHFFFAOYSA-N 0.000 description 1
- OXFHNKYFIVWAAT-UHFFFAOYSA-N 2-ethyl-1,3-dimethylimidazol-1-ium Chemical compound CCC=1N(C)C=C[N+]=1C OXFHNKYFIVWAAT-UHFFFAOYSA-N 0.000 description 1
- MOOSBLKACYIZKO-UHFFFAOYSA-N 2-ethyl-1,3-dimethylimidazolidine Chemical compound CCC1N(C)CCN1C MOOSBLKACYIZKO-UHFFFAOYSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- SLAMLWHELXOEJZ-UHFFFAOYSA-N 2-nitrobenzoic acid Chemical compound OC(=O)C1=CC=CC=C1[N+]([O-])=O SLAMLWHELXOEJZ-UHFFFAOYSA-N 0.000 description 1
- IQUPABOKLQSFBK-UHFFFAOYSA-N 2-nitrophenol Chemical compound OC1=CC=CC=C1[N+]([O-])=O IQUPABOKLQSFBK-UHFFFAOYSA-N 0.000 description 1
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- DOBCCCCDMABCIV-UHFFFAOYSA-N 3,5-dimethyl-1,3-oxazolidin-2-one Chemical compound CC1CN(C)C(=O)O1 DOBCCCCDMABCIV-UHFFFAOYSA-N 0.000 description 1
- OMQHDIHZSDEIFH-UHFFFAOYSA-N 3-Acetyldihydro-2(3H)-furanone Chemical compound CC(=O)C1CCOC1=O OMQHDIHZSDEIFH-UHFFFAOYSA-N 0.000 description 1
- LJPCNSSTRWGCMZ-UHFFFAOYSA-N 3-methyloxolane Chemical compound CC1CCOC1 LJPCNSSTRWGCMZ-UHFFFAOYSA-N 0.000 description 1
- AFPHTEQTJZKQAQ-UHFFFAOYSA-N 3-nitrobenzoic acid Chemical compound OC(=O)C1=CC=CC([N+]([O-])=O)=C1 AFPHTEQTJZKQAQ-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
- LCNDTFQVBPBCRI-UHFFFAOYSA-N 4-methoxy-1,2,3-trimethyl-1,3-diazinane Chemical compound COC1CCN(C)C(C)N1C LCNDTFQVBPBCRI-UHFFFAOYSA-N 0.000 description 1
- NEBOUEONHFPWHR-UHFFFAOYSA-N 4-methoxy-1,2,3-trimethylimidazol-1-ium Chemical compound COC1=C[N+](C)=C(C)N1C NEBOUEONHFPWHR-UHFFFAOYSA-N 0.000 description 1
- YJHVTLUCEKHNAC-UHFFFAOYSA-N 4-methoxy-1,2,3-trimethylimidazolidine Chemical compound COC1CN(C)C(C)N1C YJHVTLUCEKHNAC-UHFFFAOYSA-N 0.000 description 1
- OTLNPYWUJOZPPA-UHFFFAOYSA-N 4-nitrobenzoic acid Chemical compound OC(=O)C1=CC=C([N+]([O-])=O)C=C1 OTLNPYWUJOZPPA-UHFFFAOYSA-N 0.000 description 1
- BTJIUGUIPKRLHP-UHFFFAOYSA-N 4-nitrophenol Chemical compound OC1=CC=C([N+]([O-])=O)C=C1 BTJIUGUIPKRLHP-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 235000021357 Behenic acid Nutrition 0.000 description 1
- SEAYHDDMMMGQLL-UHFFFAOYSA-N C(OC)([O-])=O.CC1(C(N=C[NH2+]1)(C)C)C Chemical compound C(OC)([O-])=O.CC1(C(N=C[NH2+]1)(C)C)C SEAYHDDMMMGQLL-UHFFFAOYSA-N 0.000 description 1
- MEJHJORXAPOXQY-UHFFFAOYSA-N CC1=[N+](C)C=C(C=O)N1C.[Li+] Chemical compound CC1=[N+](C)C=C(C=O)N1C.[Li+] MEJHJORXAPOXQY-UHFFFAOYSA-N 0.000 description 1
- UYGSERBQIKFVAI-UHFFFAOYSA-N CCC1N(C)C(CC)N(C)C1.CCC1N(CC)C(C)N(C)C1 Chemical compound CCC1N(C)C(CC)N(C)C1.CCC1N(CC)C(C)N(C)C1 UYGSERBQIKFVAI-UHFFFAOYSA-N 0.000 description 1
- GQTPWVBWXMVWGH-UHFFFAOYSA-N CN1C(OCC1)=O.O1CNC(C1)=O Chemical compound CN1C(OCC1)=O.O1CNC(C1)=O GQTPWVBWXMVWGH-UHFFFAOYSA-N 0.000 description 1
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 description 1
- JYFHYPJRHGVZDY-UHFFFAOYSA-N Dibutyl phosphate Chemical compound CCCCOP(O)(=O)OCCCC JYFHYPJRHGVZDY-UHFFFAOYSA-N 0.000 description 1
- OIFBSDVPJOWBCH-UHFFFAOYSA-N Diethyl carbonate Chemical compound CCOC(=O)OCC OIFBSDVPJOWBCH-UHFFFAOYSA-N 0.000 description 1
- 238000003109 Karl Fischer titration Methods 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 1
- 235000021360 Myristic acid Nutrition 0.000 description 1
- TUNFSRHWOTWDNC-UHFFFAOYSA-N Myristic acid Natural products CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- SUAKHGWARZSWIH-UHFFFAOYSA-N N,N‐diethylformamide Chemical compound CCN(CC)C=O SUAKHGWARZSWIH-UHFFFAOYSA-N 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- OHLUUHNLEMFGTQ-UHFFFAOYSA-N N-methylacetamide Chemical compound CNC(C)=O OHLUUHNLEMFGTQ-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 239000005643 Pelargonic acid Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- 235000011054 acetic acid Nutrition 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001346 alkyl aryl ethers Chemical class 0.000 description 1
- 125000000320 amidine group Chemical group 0.000 description 1
- 125000000909 amidinium group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
- 239000003849 aromatic solvent Substances 0.000 description 1
- 229940067597 azelate Drugs 0.000 description 1
- 229940116226 behenic acid Drugs 0.000 description 1
- GSCLMSFRWBPUSK-UHFFFAOYSA-N beta-Butyrolactone Chemical compound CC1CC(=O)O1 GSCLMSFRWBPUSK-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 229930188620 butyrolactone Natural products 0.000 description 1
- KVNRLNFWIYMESJ-UHFFFAOYSA-N butyronitrile Chemical compound CCCC#N KVNRLNFWIYMESJ-UHFFFAOYSA-N 0.000 description 1
- WALAWNMOJNBOLL-UHFFFAOYSA-N carbonic acid;1,3-dioxolan-2-one Chemical compound OC(O)=O.O=C1OCCO1 WALAWNMOJNBOLL-UHFFFAOYSA-N 0.000 description 1
- 229930016911 cinnamic acid Natural products 0.000 description 1
- 235000013985 cinnamic acid Nutrition 0.000 description 1
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 description 1
- 229940018557 citraconic acid Drugs 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- SEGLCEQVOFDUPX-UHFFFAOYSA-N di-(2-ethylhexyl)phosphoric acid Chemical compound CCCCC(CC)COP(O)(=O)OCC(CC)CCCC SEGLCEQVOFDUPX-UHFFFAOYSA-N 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
- 229940019778 diethylene glycol diethyl ether Drugs 0.000 description 1
- 229940028356 diethylene glycol monobutyl ether Drugs 0.000 description 1
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 1
- 229940075557 diethylene glycol monoethyl ether Drugs 0.000 description 1
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 1
- DVZIQPGIAQDYQH-UHFFFAOYSA-N diheptyl hydrogen phosphate Chemical compound CCCCCCCOP(O)(=O)OCCCCCCC DVZIQPGIAQDYQH-UHFFFAOYSA-N 0.000 description 1
- HUDSKKNIXMSHSZ-UHFFFAOYSA-N dihexyl hydrogen phosphate Chemical compound CCCCCCOP(O)(=O)OCCCCCC HUDSKKNIXMSHSZ-UHFFFAOYSA-N 0.000 description 1
- KKUKTXOBAWVSHC-UHFFFAOYSA-M dimethyl phosphate Chemical compound COP([O-])(=O)OC KKUKTXOBAWVSHC-UHFFFAOYSA-M 0.000 description 1
- XRJOGEUJAAHTNB-UHFFFAOYSA-N dimethyl phosphate;1,2,3,4-tetramethylimidazolidin-1-ium Chemical compound COP([O-])(=O)OC.CC1C[NH+](C)C(C)N1C XRJOGEUJAAHTNB-UHFFFAOYSA-N 0.000 description 1
- HTDKEJXHILZNPP-UHFFFAOYSA-N dioctyl hydrogen phosphate Chemical compound CCCCCCCCOP(O)(=O)OCCCCCCCC HTDKEJXHILZNPP-UHFFFAOYSA-N 0.000 description 1
- WJZUIWBZDGBLKK-UHFFFAOYSA-M dipentyl phosphate Chemical compound CCCCCOP([O-])(=O)OCCCCC WJZUIWBZDGBLKK-UHFFFAOYSA-M 0.000 description 1
- CKCNKNCKTDBGOL-UHFFFAOYSA-N dipropan-2-yl phosphate;1,2,3,4-tetramethylimidazolidin-1-ium Chemical compound CC1C[NH+](C)C(C)N1C.CC(C)OP([O-])(=O)OC(C)C CKCNKNCKTDBGOL-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- ZJXZSIYSNXKHEA-UHFFFAOYSA-L ethyl phosphate(2-) Chemical compound CCOP([O-])([O-])=O ZJXZSIYSNXKHEA-UHFFFAOYSA-L 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- GAEKPEKOJKCEMS-UHFFFAOYSA-N gamma-valerolactone Chemical compound CC1CCC(=O)O1 GAEKPEKOJKCEMS-UHFFFAOYSA-N 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 229940051250 hexylene glycol Drugs 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- DFAGYRCOGIOTBI-UHFFFAOYSA-N methyl carbonate;1,2,3,4-tetramethylimidazolidin-1-ium Chemical compound COC([O-])=O.CC1C[NH+](C)C(C)N1C DFAGYRCOGIOTBI-UHFFFAOYSA-N 0.000 description 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- AJFDBNQQDYLMJN-UHFFFAOYSA-N n,n-diethylacetamide Chemical compound CCN(CC)C(C)=O AJFDBNQQDYLMJN-UHFFFAOYSA-N 0.000 description 1
- MBHINSULENHCMF-UHFFFAOYSA-N n,n-dimethylpropanamide Chemical compound CCC(=O)N(C)C MBHINSULENHCMF-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- KERBAAIBDHEFDD-UHFFFAOYSA-N n-ethylformamide Chemical compound CCNC=O KERBAAIBDHEFDD-UHFFFAOYSA-N 0.000 description 1
- 150000002828 nitro derivatives Chemical class 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 229960002446 octanoic acid Drugs 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- JCGNDDUYTRNOFT-UHFFFAOYSA-N oxolane-2,4-dione Chemical compound O=C1COC(=O)C1 JCGNDDUYTRNOFT-UHFFFAOYSA-N 0.000 description 1
- 229960005323 phenoxyethanol Drugs 0.000 description 1
- WRKCIHRWQZQBOL-UHFFFAOYSA-N phosphoric Acid Monooctyl Ester Natural products CCCCCCCCOP(O)(O)=O WRKCIHRWQZQBOL-UHFFFAOYSA-N 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- QLNJFJADRCOGBJ-UHFFFAOYSA-N propionamide Chemical compound CCC(N)=O QLNJFJADRCOGBJ-UHFFFAOYSA-N 0.000 description 1
- 229940080818 propionamide Drugs 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 description 1
- MHZDONKZSXBOGL-UHFFFAOYSA-N propyl dihydrogen phosphate Chemical compound CCCOP(O)(O)=O MHZDONKZSXBOGL-UHFFFAOYSA-N 0.000 description 1
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- DQWPFSLDHJDLRL-UHFFFAOYSA-N triethyl phosphate Chemical compound CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 0.000 description 1
- JLGLQAWTXXGVEM-UHFFFAOYSA-N triethylene glycol monomethyl ether Chemical compound COCCOCCOCCO JLGLQAWTXXGVEM-UHFFFAOYSA-N 0.000 description 1
- 229940005605 valeric acid Drugs 0.000 description 1
- 238000003221 volumetric titration Methods 0.000 description 1
- DIHAURBCYGTGCV-UHFFFAOYSA-N xi-4,5-Dihydro-2,4(5)-dimethyl-1H-imidazole Chemical compound CC1CN=C(C)N1 DIHAURBCYGTGCV-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
- H01G9/00—Electrolytic capacitors, rectifiers, detectors, switching devices, light-sensitive or temperature-sensitive devices; Processes of their manufacture
- H01G9/004—Details
- H01G9/022—Electrolytes; Absorbents
- H01G9/035—Liquid electrolytes, e.g. impregnating materials
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
- H01G9/00—Electrolytic capacitors, rectifiers, detectors, switching devices, light-sensitive or temperature-sensitive devices; Processes of their manufacture
- H01G9/004—Details
- H01G9/04—Electrodes or formation of dielectric layers thereon
- H01G9/042—Electrodes or formation of dielectric layers thereon characterised by the material
- H01G9/045—Electrodes or formation of dielectric layers thereon characterised by the material based on aluminium
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
- H01G9/00—Electrolytic capacitors, rectifiers, detectors, switching devices, light-sensitive or temperature-sensitive devices; Processes of their manufacture
- H01G9/145—Liquid electrolytic capacitors
-
- 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
- Y02T—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO TRANSPORTATION
- Y02T10/00—Road transport of goods or passengers
- Y02T10/60—Other road transportation technologies with climate change mitigation effect
- Y02T10/70—Energy storage systems for electromobility, e.g. batteries
Definitions
- the present invention relates to an electrolytic solution for an aluminum electrolytic capacitor and an aluminum electrolytic capacitor using the same.
- Aluminum electrolytic capacitors are widely used in automobiles and home appliances. 2. Description of the Related Art In recent years, with the increase in operating voltage of in-vehicle electrical equipment power supplies and digital home appliances, there has been a demand for an electrolytic solution with a high spark voltage with little deterioration in the characteristics of the electrolytic solution in an aluminum electrolytic capacitor.
- Patent Document 1 discloses a compound having a substituted amidine group, for example, a quaternary ammonium cation such as 1-methylimidazole and 1,2-dimethylimidazoline and an alkyl phosphate anion.
- An electrolytic solution containing an electrolyte and an organic solvent is disclosed.
- the electrolyte solution has little deterioration in characteristics and a high spark voltage, however, it has a problem that it suddenly shorts and is difficult to use in practice.
- An object of the present invention is to provide an electrolytic solution for an aluminum electrolytic capacitor that causes little deterioration in characteristics of the electrolytic solution, has a high spark voltage, and does not short-circuit even when the working voltage is high, and an aluminum electrolytic capacitor using the electrolytic solution.
- the present invention provides at least one alkyl phosphate anion (A) selected from the group consisting of an anion represented by the following general formula (1) and an anion represented by the following general formula (2) and an amidinium cation ( B) an electrolyte comprising (C), At least one boric acid compound (F) selected from the group consisting of boric acid and boric acid ester (F1), C2-C15 carboxylic acid (D) consisting only of carbon, oxygen and hydrogen atoms, and organic solvent (E) An electrolytic solution for an aluminum electrolytic capacitor comprising: an aluminum electrolytic capacitor using the electrolytic solution.
- R1 is an alkyl group having 1 to 10 carbon atoms.
- R2 is an alkyl group having 1 to 10 carbon atoms, and R3 is a hydrogen atom or an alkyl group having 1 to 10 carbon atoms.
- the electrolytic solution of the present invention has little deterioration in the characteristics of the electrolytic solution, has a high spark voltage, and does not short-circuit even when the working voltage is high.
- the alkyl phosphate ester anion (A) of the electrolyte (C) constituting the electrolytic solution of the present invention is an anion represented by the general formula (1), an anion represented by the general formula (2), or a mixed anion thereof.
- the carbon number of the alkyl group is 1 to 10, preferably 1 to 8, more preferably 1 to 1, from the viewpoint of specific conductivity and spark voltage. 6, particularly preferably 1 to 4.
- specific conductivity and spark voltage become high, so that carbon number is small, and heat resistance becomes high, so that carbon number is large.
- alkyl phosphate ester anion (A) examples include (1) a monoanion and dianion of a monoalkyl phosphate ester, and (2) a monoanion of a dialkyl phosphate ester. Specific examples of the alkyl phosphate ester anion (A) are shown below.
- Monoalkyl phosphate ester ⁇ corresponding to alkyl phosphate ester anion (dianion) represented by general formula (1) and alkyl phosphate ester (R3 is hydrogen atom; monoanion) represented by general formula (2) .
- Dialkyl phosphate ester corresponds to the alkyl phosphate anion (monoanion) represented by the general formula (2). ⁇ Dimethyl phosphate ester, diethyl phosphate ester, ethyl methyl phosphate ester, butyl methyl phosphate ester, ethyl butyl phosphate ester, dipropyl phosphate ester [di (n-propyl) phosphate ester, di (iso-propyl) phosphate Ester], dibutyl phosphate [di (n-butyl) phosphate, di (iso-butyl) phosphate, and di (tert-butyl) phosphate], dipentyl phosphate, dihexyl phosphate, diheptyl phosphate Acid ester, dioctyl phosphate [bis (2-ethylhexyl) phosphate, etc.] and the like.
- the alkyl phosphate ester anion (A) may be used singly or in combination, or may be a mixture of a monoanion and a dianion.
- a monoanion in which R2 and R3 are alkyl groups having 1 to 8 carbon atoms is preferable, and a dimethylphosphate anion, a diethylphosphate anion, and di (n-propyl) are more preferable.
- alkyl phosphate ester is a mixture of monoalkyl phosphate ester, dialkyl phosphate ester, and trialkyl phosphate ester.
- alkyl phosphate ester anion (A) It is preferable to use dialkyl phosphate esters.
- the method for obtaining the dialkyl phosphate anion is not particularly limited, but by mixing an amidinium salt ⁇ monomethyl carbonate, hydroxide salt, etc.] with a commercially available trialkyl phosphate ester, and performing hydrolysis, A method of obtaining a salt of an amidinium cation and a dialkyl phosphate anion is preferred.
- the amidinium cation (B) includes a cyclic amidinium cation. Specific examples of the amidinium cation (B) are shown below.
- Imidazolinium cation 1,2,3,4-tetramethylimidazolinium, 1,3,4-trimethyl-2-ethylimidazolinium, 1,3-dimethyl-2,4-diethylimidazolinium 1,2-dimethyl-3,4-diethylimidazolinium, 1-methyl-2,3,4-triethylimidazolinium, 1,2,3,4-tetraethylimidazolinium, 1,2,3- Trimethylimidazolinium, 1,3-dimethyl-2-ethylimidazolinium, 1-ethyl-2,3-dimethylimidazolinium, 1,2,3-triethylimidazolinium, 4-cyano-1,2, 3-trimethylimidazolinium, 3-cyanomethyl-1,2-dimethylimidazolinium, 2-cyanomethyl-1,3-dimethylimidazolinium, 4-acetate Til-1,2,3-trimethylimidazolinium, 3-acetylmethyl-1,2-d
- amidinium cation (B) may be used alone or in combination of two or more. Of the above, (1) imidazolinium cation and (2) imidazolium cation are preferred. Of these, 1,2,3,4-tetramethylimidazolinium, 1-ethyl-2,3-dimethylimidazolinium, 1-ethyl-3-methylimidazolium, 1-ethyl-2,3 -Dimethylimidazolium.
- Examples of the combination of the alkyl phosphate anion (A) and the amidinium cation (B) include a monoanion and a monocation, a dianion and a monocation, a mixture of a monoanion and a dianion, and a monocation.
- a salt of a monoanion and a monocation is preferable, and specific examples of this salt are described below.
- the carboxylic acid (D) is a carboxylic acid consisting only of carbon, oxygen and hydrogen atoms, and includes (1) a divalent to tetravalent polycarboxylic acid and (2) a monocarboxylic acid.
- the carboxylic acid (D) has 2 to 15 carbon atoms, and is more preferably 4 to 10 from the viewpoint of specific conductivity.
- the acid dissociation index (pKa) is 3.8 to 5.5, but 4.0 to 5.2 is more preferable from the viewpoint of long-term stability.
- Carboxylic acid (D) may use together 1 type, or 2 or more types.
- carboxylic acid (D) is added, the alkyl phosphate anion (A) is stabilized, so that the decomposition of the alkyl phosphate anion (A) can be suppressed, the electrolytic solution has less characteristic deterioration, the spark voltage is high, And even if the operating voltage is high, there is no short circuit.
- Specific examples of the carboxylic acid (D) are shown below.
- Divalent to tetravalent polycarboxylic acids examples include saturated polycarboxylic acids (succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, etc.), unsaturated polycarboxylic acids
- Aromatic polycarboxylic acids such as carboxylic acids (maleic acid, citraconic acid, fumaric acid, itaconic acid, etc.) include phthalic acid, isophthalic acid, terephthalic acid, trimellitic acid, and pyromellitic acid.
- Monocarboxylic acid examples include saturated monocarboxylic acids (formic acid, acetic acid, propionic acid, butyric acid, isobutyric acid, valeric acid, caproic acid, enanthic acid, caprylic acid, pelargonic acid, uraric acid, myristic acid.
- Aromatic monocarboxylic acids such as acid, stearic acid, behenic acid, etc.
- unsaturated monocarboxylic acids include benzoic acid, cinnamic acid, and naphthoic acid.
- carboxylic acid (D) an aliphatic polycarboxylic acid is preferable, and a divalent aliphatic carboxylic acid (specifically, adipic acid, azelaic acid, sebacic acid, and the like) is further included. preferable.
- Organic solvent (E) examples include (1) alcohol, (2) ether, (3) amide, (4) oxazolidinone, (5) lactone, (6) nitrile, (7) carbonate, (8) sulfone, and (9 ) Other organic solvents are included. Specific examples of the organic solvent (E) are shown below.
- Alcohol Monohydric alcohol methyl alcohol, ethyl alcohol, propyl alcohol, butyl alcohol, diacetone alcohol, benzyl alcohol, amino alcohol, furfuryl alcohol, etc.
- Dihydric alcohol ethylene glycol, propylene glycol, diethylene glycol, hexylene) Glycol, etc.
- trihydric alcohol glycerin, etc.
- tetravalent or higher alcohol hexitol, etc.
- Ether monoether ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monophenyl ether, tetrahydrofuran, 3-methyltetrahydrofuran, etc.
- diether ethylene glycol dimethyl ether, ethylene glycol diethyl ether, diethylene glycol monomethyl ether, diethylene glycol mono Ethyl ether
- triether diethylene glycol dimethyl ether, diethylene glycol diethyl ether, etc.
- Amide formamide N-methylformamide, N, N-dimethylformamide, N-ethylformamide, N, N-diethylformamide, etc.
- acetamide N-methylacetamide, N, N-dimethylacetamide, N-ethylacetamide) N, N-diethylacetamide
- propionamide N, N-dimethylpropionamide, etc.
- pyrrolidone N-methylpyrrolidone, N-ethylpyrrolidone, etc.
- hexamethylphosphorylamide etc.
- Lactone ⁇ -butyrolactone hereinafter referred to as GBL
- GBL Lactone ⁇ -butyrolactone
- ⁇ -acetyl- ⁇ -butyrolactone ⁇ -butyrolactone
- ⁇ -valerolactone ⁇ -valerolactone
- Organic solvent (E) may be used alone or in combination of two or more.
- alcohol, lactone and sulfone are preferable
- GBL, sulfolane and ethylene glycol are more preferable
- a mixed solvent of GBL and ethylene glycol is particularly preferable.
- the content of the carboxylic acid (D) is preferably 0.5 to 5% by weight, more preferably 1 to 3% by weight, based on the total weight of the electrolyte (C) and the organic solvent (E). More preferably, it is 1.5 to 3% by weight.
- the content of (D) is 0.5% by weight or more, there is little risk of short-circuiting, and when it is 5% by weight or less, characteristic deterioration can be reduced.
- the electrolyte (C) is preferably 5 to 70% by weight, particularly preferably 10 to 40%, based on the total weight of the electrolyte (C) and the organic solvent (E), from the viewpoint of specific conductivity and solubility in an organic solvent. % By weight.
- the content of the organic solvent (E) is preferably 30 to 95% by weight, particularly preferably 60 to 90% by weight, based on the total weight of the electrolyte (C) and the organic solvent (E), from the viewpoint of specific conductivity. It is.
- the boric acid compound (F) is at least one selected from the group consisting of boric acid and a boric acid ester (F1).
- Boric acid ester (F1) is an esterified product of boric acid and alcohol (G).
- alcohol (G) (1) monohydric alcohol and (2) polyhydric alcohol are contained. Two or more kinds of these alcohols (G) may be combined.
- the boric acid ester (F1) is preferably a reaction product obtained by reacting a monohydric alcohol and / or a polyhydric alcohol with boric acid. Specific examples of alcohol (G) are shown below.
- Monohydric alcohols include the following alcohols having 1 to 10 carbon atoms and monoalkyl ethers of glycols. Specifically, methyl alcohol, ethyl alcohol, propyl alcohol, butyl alcohol, ethylene glycol monomethyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol monobutyl ether, triethylene glycol monomethyl ether, triethylene glycol monobutyl ether and the like.
- polyhydric alcohol examples include the following alcohols having 1 to 10 carbon atoms. Specifically, dihydric alcohol (ethylene glycol, propylene glycol, diethylene glycol, triethylene glycol, hexylene glycol, etc.), trihydric alcohol (glycerin, etc.), tetravalent or higher alcohol (hexitol, etc.), etc.
- the boric acid ester (F1) is preferably obtained by reacting the alcohol (G) with boric acid under the following reaction conditions, for example.
- the reaction product is a mixture of many kinds of compounds and is difficult to describe accurately in terms of composition.
- Reaction conditions Boric acid and alcohol (G) are mixed, the mixture is heated to 60 to 90 ° C., and gradually reduced in pressure to 4.0 to 6.0 kPa for esterification (dehydration). After reaching the target pressure, the mixture is further heated to 100 to 110 ° C. for esterification.
- the boric acid ester (F1) can be obtained by reacting at 4.0 to 6.0 kPa until the water and low-boiling components are distilled off.
- the feed ratio of each raw material during the production of the boric acid ester (F1) is 25 to 70% by weight, more preferably 40 to 60% by weight of boric acid.
- a mixed solvent of a dihydric alcohol and a lactone as boric acid and (E), a boric acid ester (F1) and a lactone solvent, a boric acid ester (F1) And (E) are preferably a combination of a mixed solvent of a dihydric alcohol and a lactone, a mixed solvent of boric acid and (E) as ⁇ -butyrolactone and ethylene glycol, and a boric acid ester (F1) and (E) as ⁇ -
- a combination of a mixed solvent of butyrolactone and ethylene glycol is more preferable, and a combination of a mixed solvent of ⁇ -butyrolactone and ethylene glycol as boric acid and (E) is particularly preferable.
- the molar ratio of the anion to the cation (anion / cation) in the electrolyte (C) is preferably 0.8 to 1.2 from the viewpoint of corrosion of the capacitor member ⁇ sealing rubber of aluminum electrolytic capacitor, aluminum oxide foil, etc. ⁇ . More preferably, it is 0.9 to 1.1, and particularly preferably 0.95 to 1.05.
- the molar ratio is 0.8 to 1.2, the liquidity of the electrolytic solution is not biased to alkalinity, and the butyl rubber that is the sealing rubber of the aluminum electrolytic capacitor is not easily deteriorated. As a result, the electrolytic solution leaks from the capacitor. Defects are less likely to occur. Further, the liquidity of the electrolytic solution is not acidic, and the aluminum oxide foil of the anode is not easily corroded. As a result, problems such as short-circuits are less likely to occur.
- the electrolyte of the present invention preferably further contains water.
- water When water is contained, the chemical property of the capacitor member ⁇ aluminum oxide foil or the like as the anode foil ⁇ ⁇ the property of forming an oxide film and repairing it if there is a defect portion on the surface of the anode foil ⁇ can be improved.
- the content of water is large, hydrolysis of the alkyl phosphate anion tends to proceed, and phosphoric acid produced by hydrolysis corrodes the capacitor member. Therefore, when water is contained, the content of water is preferably 0.01 to based on the total weight of the electrolyte (C), the boric acid compound (F), the carboxylic acid (D) and the organic solvent (E).
- various additives usually used in the electrolytic solution can be added as necessary.
- the additive include nitro compounds (eg, o-nitrobenzoic acid, p-nitrobenzoic acid, m-nitrobenzoic acid, o-nitrophenol, p-nitrophenol).
- the addition amount is preferably 5% by weight or less, particularly preferably 2% by weight or less based on the total weight of the electrolyte (C) and the organic solvent (E) from the viewpoint of specific conductivity and solubility in the electrolyte. Good.
- the electrolytic solution of the present invention is suitable for an aluminum electrolytic capacitor.
- the aluminum electrolytic capacitor is not particularly limited, and examples thereof include a scraped aluminum electrolytic capacitor.
- a capacitor constituted by winding an anode (aluminum oxide foil) having an aluminum oxide formed on the anode surface and a cathode aluminum foil with a separator interposed between them.
- the separator is impregnated with the electrolytic solution of the present invention as a driving electrolytic solution, and is housed in a bottomed cylindrical aluminum case together with a positive electrode, and then the aluminum case opening is sealed with a sealing rubber to form an aluminum electrolytic capacitor. be able to.
- Triethyl phosphate (TEP: manufactured by Daihachi Chemical Industry Co., Ltd.) (0.1 mol) and diethylamine (0.15 mol) were stirred in a pressure vessel at 100 ° C. for 20 hours to obtain a mixture of diethyl phosphate and triethylamine. .
- a methanol solution of 1,2,3,4-tetramethylimidazolinium methyl carbonate salt (0.1 mol) was added to perform a salt exchange reaction, and 1,2,3,4-tetramethylimidazolinium.
- -A methanol solution of diethyl phosphate monoanion was obtained.
- the above solution was heated at a reduced pressure of 1.0 kPa or less at 80 ° C.
- Example 1 20.0 g of electrolyte (C-1) and 2.0 g of azelaic acid (D-1) were dissolved in 73.0 g of organic solvent (E-1) (GBL), and borate ester (F1-1) was added to obtain an electrolytic solution of the present invention.
- Example 2 20.0 g of the electrolyte (C-1) and 2.0 g of azelaic acid (D-1) were mixed with an organic solvent (E-2) (a mixed solvent of GBL 68.0 g and ethylene glycol 5.0 g (weight ratio 93: 7)). In addition, 5.0 g of borate ester (F1-1) was added to obtain the electrolytic solution of the present invention.
- E-2 organic solvent
- F1-1 borate ester
- Example 3 20.0 g of electrolyte (C-1) and 2.0 g of adipic acid (D-2) were mixed with organic solvent (E-3) (68.0 g of GBL and 6.0 g of ethylene glycol (weight ratio 92: 8). )) And 4.0 g of borate ester (F1-2) was further added to obtain the electrolytic solution of the present invention.
- Example 4 20.0 g of electrolyte (C-1) and 1.5 g of adipic acid (D-2) were mixed with 75 g of organic solvent (E-4) (67.5 g of GBL and 7.5 g of ethylene glycol (weight ratio 90:10). )), 3.5 g of boric acid was further added, and the mixture was stirred and dissolved at 100 ° C. for 10 minutes to obtain the electrolytic solution of the present invention.
- Example 5 20.0 g of electrolyte (C-1) and 0.6 g of adipic acid (D-2) were dissolved in 75.9 g of organic solvent (E-4), and 3.5 g of boric acid was added.
- the electrolyte solution of the present invention was obtained by stirring and dissolving for 10 minutes.
- Example 6 20.0 g of electrolyte (C-1) and 4.5 g of adipic acid (D-2) were dissolved in 72 g of organic solvent (E-4), and 3.5 g of boric acid was added, and the mixture was added at 100 ° C. for 10 minutes.
- the electrolytic solution of the present invention was obtained by stirring and dissolving.
- Example 7 20.0 g of the electrolyte (C-1) and 1.5 g of benzoic acid (D-3) were dissolved in 75 g of an organic solvent (E-4), and 3.5 g of boric acid was added, and the mixture was added at 100 ° C. for 10 minutes.
- the electrolytic solution of the present invention was obtained by stirring and dissolving.
- Example 8 20.0 g of the electrolyte (C-1) and 0.3 g of adipic acid (D-2) were dissolved in 76.2 g of the organic solvent (E-4), and 3.5 g of boric acid was further added.
- the electrolyte solution of the present invention was obtained by stirring and dissolving for 10 minutes.
- Example 9 20.0 g of electrolyte (C-1) and 5.5 g of adipic acid (D-2) were dissolved in 71 g of organic solvent (E-4), and 3.5 g of boric acid was added, and the mixture was added at 100 ° C. for 10 minutes.
- the electrolytic solution of the present invention was obtained by stirring and dissolving.
- a winding aluminum electrolytic capacitor (rated voltage 100 V, capacitance 30 ⁇ F, size: ⁇ 10 mm ⁇ L10 mm) was prepared using the electrolytic solutions of Examples 1 to 9 and Comparative Examples 1 to 3. Peroxide-vulcanized butyl rubber was used as the sealing rubber.
- the produced aluminum electrolytic capacitor was measured by the following measurement method, at the start of the heat test (left at 125 ° C.), after 1000 hours, after 2000 hours, the capacitance (C), the rate of change ( ⁇ C%), The loss angle tangent (tan ⁇ ) and leakage current (LC) were measured.
- the capacitance (C), the capacitance change rate ( ⁇ C%), and the tangent (tan ⁇ ) of the loss angle were measured using an LCR meter (4284A, manufactured by Agilent Technologies) at a frequency of 100 kHz.
- the leakage current (LC) measured the electric current value 1 minute after applying a rated voltage. The results are shown in Table 2.
- Examples 1 to 9 have a low leakage current (LC) in the initial stage, so there is little risk of short circuit.
- Examples 1 to 7 and 9 also have a low leakage current (LC) even in 2000 hours. It can be said that there is less danger of a short circuit.
- Examples 1 to 9 have an initial loss angle tangent (tan ⁇ ) that is smaller than that of Comparative Example 3, so that the characteristic deterioration is small.
- Examples 1 to 8 further have a small tan ⁇ even after 2000 hours. It can be seen that the characteristic deterioration is even less.
- the aluminum electrolytic capacitor using the electrolytic solution of the present invention is highly reliable and can be used for cars and home appliances with a high operating voltage.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Electrochemistry (AREA)
- Engineering & Computer Science (AREA)
- Power Engineering (AREA)
- Microelectronics & Electronic Packaging (AREA)
- Electric Double-Layer Capacitors Or The Like (AREA)
Abstract
Description
ホウ酸及びホウ酸エステル(F1)からなる群より選ばれる少なくとも一つのホウ酸化合物(F)、
炭素原子、酸素原子及び水素原子のみからなり炭素数2~15のカルボン酸(D)、並びに
有機溶媒(E)
を含有するアルミニウム電解コンデンサ用電解液;該電解液を用いてなるアルミニウム電解コンデンサである。
式(2)中、R2は炭素数1~10のアルキル基、R3は水素原子又は炭素数1~10のアルキル基である。
本発明の電解液を構成する電解質(C)のアルキルリン酸エステルアニオン(A)は、上記一般式(1)で表されるアニオン、上記一般式(2)で表されるアニオンまたはその混合アニオンであり、アルキル基(R1、R2、及びR3がアルキル基の場合)の炭素数は、比電導度と火花電圧の観点から、1~10であり、好ましくは1~8、さらに好ましくは1~6、特に好ましくは1~4である。なお、炭素数が小さいほど、比電導度と火花電圧は高くなり、炭素数が大きいほど、耐熱性は高くなる。
モノメチルリン酸エステル、モノエチルリン酸エステル、モノプロピルリン酸エステル[モノ(n-プロピル)リン酸エステル、モノ(iso-プロピル)リン酸エステル]、モノブチルリン酸エステル[モノ(n-ブチル)リン酸エステル、モノ(iso-ブチル)リン酸エステル、及びモノ(tert-ブチル)リン酸エステル]、モノペンチルリン酸エステル、モノヘキシルリン酸エステル、モノへプチルリン酸エステル、モノオクチルリン酸エステル[モノ(2-エチルヘキシル)リン酸エステル等]等。
ジメチルリン酸エステル、ジエチルリン酸エステル、エチルメチルリン酸エステル、ブチルメチルリン酸エステル、エチルブチルリン酸エステル、ジプロピルリン酸エステル[ジ(n-プロピル)リン酸エステル、ジ(iso-プロピル)リン酸エステル]、ジブチルリン酸エステル[ジ(n-ブチル)リン酸エステル、ジ(iso-ブチル)リン酸エステル、及びジ(tert-ブチル)リン酸エステル]、ジペンチルリン酸エステル、ジヘキシルリン酸エステル、ジヘプチルリン酸エステル、ジオクチルリン酸エステル[ビス(2-エチルヘキシル)リン酸エステル等]等。
アミジニウムカチオン(B)としては、環状アミジニウムカチオンが含まれる。以下にアミジニウムカチオン(B)の具体例を示す。
1,2,3,4-テトラメチルイミダゾリニウム、1,3,4-トリメチル-2-エチルイミダゾリニウム、1,3-ジメチル-2,4-ジエチルイミダゾリニウム、1,2-ジメチル-3,4-ジエチルイミダゾリニウム、1-メチル-2,3,4-トリエチルイミダゾリニウム、1,2,3,4-テトラエチルイミダゾリニウム、1,2,3-トリメチルイミダゾリニウム、1,3-ジメチル-2-エチルイミダゾリニウム、1-エチル-2,3-ジメチルイミダゾリニウム、1,2,3-トリエチルイミダゾリニウム、4-シアノ-1,2,3-トリメチルイミダゾリニウム、3-シアノメチル-1,2-ジメチルイミダゾリニウム、2-シアノメチル-1,3-ジメチルイミダゾリニウム、4-アセチル-1,2,3-トリメチルイミダゾリニウム、3-アセチルメチル-1,2-ジメチルイミダゾリニウム、4-メチルカルボオキシメチル-1,2,3-トリメチルイミダゾリニウム、3-メチルカルボオキシメチル-1,2-ジメチルイミダゾリニウム、4-メトキシ-1,2,3-トリメチルイミダゾリニウム、3-メトキシメチル-1,2-ジメチルイミダゾリニウム、4-ホルミル-1,2,3-トリメチルイミダゾリニウム、3-ホルミルメチル-1,2-ジメチルイミダゾリニウム、3-ヒドロキシエチル-1,2-ジメチルイミダゾリニウム、4-ヒドロキシメチル-1,2,3-トリメチルイミダゾリニウム、2-ヒドロキシエチル-1,3-ジメチルイミダゾリニウムなど。
1,3-ジメチルイミダゾリウム、1,3-ジエチルイミダゾリウム、1-エチル-3-メチルイミダゾリウム、1,2,3-トリメチルイミダゾリウム、1,2,3,4-テトラメチルイミダゾリウム、1,3-ジメチル-2-エチルイミダゾリウム、1-エチル-2,3-ジメチル-イミダゾリウム、1,2,3-トリエチルイミダゾリウム、1,2,3,4-テトラエチルイミダゾリウム、1,3-ジメチル-2-フェニルイミダゾリウム、1,3-ジメチル-2-ベンジルイミダゾリウム、1-ベンジル-2,3-ジメチル-イミダゾリウム、4-シアノ-1,2,3-トリメチルイミダゾリウム、3-シアノメチル-1,2-ジメチルイミダゾリウム、2-シアノメチル-1,3-ジメチル-イミダゾリウム、4-アセチル-1,2,3-トリメチルイミダゾリウム、3-アセチルメチル-1,2-ジメチルイミダゾリウム、4-メチルカルボオキシメチル-1,2,3-トリメチルイミダゾリウム、3-メチルカルボオキシメチル-1,2-ジメチルイミダゾリウム、4-メトキシ-1,2,3-トリメチルイミダゾリウム、3-メトキシメチル-1,2-ジメチルイミダゾリウム、4-ホルミル-1,2,3-トリメチルイミダゾリウム、3-ホルミルメチル-1,2-ジメチルイミダゾリウム、3-ヒドロキシエチル-1,2-ジメチルイミダゾリウム、4-ヒドロキシメチル-1,2,3-トリメチルイミダゾリウム、2-ヒドロキシエチル-1,3-ジメチルイミダゾリウムなど。
1,3-ジメチル-1,4,5,6-テトラヒドロピリミジニウム、1,2,3-トリメチル-1,4,5,6-テトラヒドロピリミジニウム、1,2,3,4-テトラメチル-1,4,5,6-テトラヒドロピリミジニウム、1,2,3,5-テトラメチル-1,4,5,6-テトラヒドロピリミジニウム、8-メチル-1,8-ジアザビシクロ[5,4,0]-7-ウンデセニウム、5-メチル-1,5-ジアザビシクロ[4,3,0]-5-ノネニウム、4-シアノ-1,2,3-トリメチル-1,4,5,6-テトラヒドロピリミジニウム、3-シアノメチル-1,2-ジメチル-1,4,5,6-テトラヒドロピリミジニウム、2-シアノメチル-1,3-ジメチル-1,4,5,6-テトラヒドロピリミジニウム、4-アセチル-1,2,3-トリメチル-1,4,5,6-テトラヒドロピリミジニウム、3-アセチルメチル-1,2-ジメチル-1,4,5,6-テトラヒドロピリミジニウム、4-メチルカルボオキシメチル-1,2,3-トリメチル-1,4,5,6-テトラヒドロピリミジニウム、3-メチルカルボオキシメチル-1,2-ジメチル-1,4,5,6-テトラヒドロピリミジニウム、4-メトキシ-1,2,3-トリメチル-1,4,5,6-テトラヒドロピリミジニウム、3-メトキシメチル-1,2-ジメチル-1,4,5,6-テトラヒドロピリミジニウム、4-ホルミル-1,2,3-トリメチル-1,4,5,6-テトラヒドロピリミジニウム、3-ホルミルメチル-1,2-ジメチル-1,4,5,6-テトラヒドロピリミジニウム、3-ヒドロキシエチル-1,2-ジメチル-1,4,5,6-テトラヒドロピリミジニウム、4-ヒドロキシメチル-1,2,3-トリメチル-1,4,5,6-テトラヒドロピリミジニウム、2-ヒドロキシエチル-1,3-ジメチル-1,4,5,6-テトラヒドロピリミジニウムなど。
1,3-ジメチル-1,4-もしくは-1,6-ジヒドロピリミジニウム[これらを1,3-ジメチル-1,4(6)-ジヒドロピリミジニウムと表記し、以下同様の表現を用いる。]、1,2,3-トリメチル-1,4(6)-ジヒドロピリミジニウム、1,2,3,4-テトラメチル-1,4(6)-ジヒドロピリミジニウム、1,2,3,5-テトラメチル-1,4(6)-ジヒドロピリミジニウム、8-メチル-1,8-ジアザビシクロ[5,4,0]-7,9(10)-ウンデカジエニウム、5-メチル-1,5-ジアザビシクロ[4,3,0]-5,7(8)-ノナジエニウム、4-シアノ-1,2,3-トリメチル-1,4(6)-ジヒドロピリミジニウム、3-シアノメチル-1,2-ジメチル-1,4(6)-ジヒドロピリミジニウム、2-シアノメチル-1,3-ジメチル-1,4(6)-ジヒドロピリミジニウム、4-アセチル-1,2,3-トリメチル-1,4(6)-ジヒドロピリミジニウム、3-アセチルメチル-1,2-ジメチル-1,4(6)-ジヒドロピリミジニウム、4-メチルカルボオキシメチル-1,2,3-トリメチル-1,4(6)-ジヒドロピリミジニウム、3-メチルカルボオキシメチル-1,2-ジメチル-1,4(6)-ジヒドロピリミジニウム、4-メトキシ-1,2,3-トリメチル-1,4(6)-ジヒドロピリミジニウム、3-メトキシメチル-1,2-ジメチル-1,4(6)-ジヒドロピリミジニウム、4-ホルミル-1,2,3-トリメチル-1,4(6)-ジヒドロピリミジニウム、3-ホルミルメチル-1,2-ジメチル-1,4(6)-ジヒドロピリミジニウム、3-ヒドロキシエチル-1,2-ジメチル-1,4(6)-ジヒドロピリミジニウム、4-ヒドロキシメチル-1,2,3-トリメチル-1,4(6)-ジヒドロピリミジニウム、2-ヒドロキシエチル-1,3-ジメチル-1,4(6)-ヒドロピリミジなど。
アルキルリン酸エステルアニオン(A)とアミジニウムカチオン(B)との組み合わせとしては、モノアニオンとモノカチオン、ジアニオンとモノカチオン、モノアニオンとジアニオンの混合物とモノカチオン等が例示できる。
1,2,3,4-テトラメチルイミダゾリニウム・モノメチルリン酸エステルアニオン、1,2,3,4-テトラメチルイミダゾリニウム・ジメチルリン酸エステルアニオン、1,2,3,4-テトラメチルイミダゾリニウム・モノエチルリン酸エステルアニオン、1,2,3,4-テトラメチルイミダゾリニウム・ジエチルリン酸エステルアニオン、1,2,3,4-テトラメチルイミダゾリニウム・モノ(n-プロピル)リン酸エステルアニオン、1,2,3,4-テトラメチルイミダゾリニウム・ジ(n-プロピル)リン酸エステルアニオン、1,2,3,4-テトラメチルイミダゾリニウム・モノ(iso-プロピル)リン酸エステルアニオン、1,2,3,4-テトラメチルイミダゾリニウム・ジ(iso-プロピル)リン酸エステルアニオン、1,2,3,4-テトラメチルイミダゾリニウム・モノ(n-ブチル)リン酸エステルアニオン、1,2,3,4-テトラメチルイミダゾリニウム・ジ(n-ブチル)リン酸エステルアニオン、1,2,3,4-テトラメチルイミダゾリニウム・モノ(iso-ブチル)リン酸エステルアニオン、1,2,3,4-テトラメチルイミダゾリニウム・ジ(iso-ブチル)リン酸エステルアニオン、1,2,3,4-テトラメチルイミダゾリニウム・モノ(tert-ブチル)リン酸エステルアニオン、1,2,3,4-テトラメチルイミダゾリニウム・ジ(tert-ブチル)リン酸エステルアニオン、1,2,3,4-テトラメチルイミダゾリニウム・モノ(2-エチルヘキシル)リン酸エステルアニオン、1,2,3,4-テトラメチルイミダゾリニウム・ビス(2-エチルヘキシル)リン酸エステルアニオン、1-エチル-2,3-ジメチルイミダゾリニウム・モノエチルリン酸エステルアニオン、1-エチル-2,3-ジメチルイミダゾリニウム・ジエチルリン酸エステルアニオン、1-エチル-3-メチルイミダゾリウム・モノエチルリン酸エステルアニオン、1-エチル-3-メチルイミダゾリウム・ジエチルリン酸エステルアニオン、1-エチル-2,3-ジメチルイミダゾリウム・モノエチルリン酸エステルアニオン、及び1-エチル-2,3-ジメチルイミダゾリウム・ジエチルリン酸エステルアニオン等が挙げられる。
カルボン酸(D)としては、炭素、酸素及び水素原子のみからなるカルボン酸であって、(1)2~4価のポリカルボン酸、(2)モノカルボン酸が含まれる。カルボン酸(D)の炭素数は2~15であるが、さらに比電導度の観点から4~10が好ましい。また酸解離指数(pKa)は3.8~5.5であるが、長期安定性の観点から4.0~5.2がさらに好ましい。またポリカルボン酸の場合、酸解離指数(pKa)が複数あるが、その中の少なくともひとつの酸解離指数(pKa)が3.8~5.5である。また、その中で最も小さい酸解離指数(pKa)がその範囲内であれば好ましい。カルボン酸(D)は、一種または二種以上を併用してもよい。カルボン酸(D)を添加すると、アルキルリン酸エステルアニオン(A)が安定化するため、アルキルリン酸エステルアニオン(A)の分解を抑制でき、電解液の特性劣化が少なく、火花電圧が高く、かつ使用電圧が高い場合でもショートしない。以下にカルボン酸(D)の具体例を示す。
脂肪族ポリカルボン酸としては、飽和ポリカルボン酸(コハク酸、グルタル酸、アジピン酸、ピメリン酸、スベリン酸、アゼライン酸、セバシン酸など)、不飽和ポリカルボン酸(マレイン酸、シトラコン酸、フマル酸、イタコン酸など)など、芳香族ポリカルボン酸としては、フタル酸、イソフタル酸、テレフタル酸、トリメリット酸、ピロメリット酸など。
脂肪族モノカルボン酸としては、飽和モノカルボン酸(ギ酸、酢酸、プロピオン酸、酪酸、イソ酪酸、吉草酸、カプロン酸、エナント酸、カプリル酸、ペラルゴン酸、ウラリル酸、ミリスチン酸、ステアリン酸、ベヘン酸など)、不飽和モノカルボン酸(アクリル酸、メタクリル酸、クロトン酸、オレイン酸など)など、芳香族モノカルボン酸としては、安息香酸、ケイ皮酸、ナフトエ酸など。
有機溶媒(E)としては、(1)アルコール、(2)エーテル、(3)アミド、(4)オキサゾリジノン、(5)ラクトン、(6)ニトリル、(7)カーボネート、(8)スルホン及び(9)その他の有機溶媒が含まれる。以下に有機溶媒(E)の具体例を示す。
1価アルコール(メチルアルコール、エチルアルコール、プロピルアルコール、ブチルアルコール、ジアセトンアルコール、ベンジルアルコール、アミノアルコール、フルフリルアルコールなど)、2価アルコール(エチレングリコール、プロピレングリコール、ジエチレングリコール、ヘキシレングリコールなど)、3価アルコール(グリセリンなど)、4価以上のアルコール(ヘキシトールなど)など。
モノエーテル(エチレングリコールモノメチルエーテル、エチレングリコールモノエチルエーテル、エチレングリコールモノフェニルエーテル、テトラヒドロフラン、3-メチルテトラヒドロフランなど)、ジエーテル(エチレングリコールジメチルエーテル、エチレングリコールジエチルエーテル、ジエチレングリコールモノメチルエーテル、ジエチレングリコールモノエチルエーテルなど)、トリエーテル(ジエチレングリコールジメチルエーテル、ジエチレングリコールジエチルエーテルなど)など。
ホルムアミド(N-メチルホルムアミド、N,N-ジメチルホルムアミド、N-エチルホルムアミド、N,N-ジエチルホルムアミドなど)、アセトアミド(N-メチルアセトアミド、N,N-ジメチルアセトアミド、N-エチルアセトアミド、N,N-ジエチルアセトアミドなど)、プロピオンアミド(N,N-ジメチルプロピオンアミドなど)、ピロリドン(N-メチルピロリドン、N-エチルピロリドンなど)、ヘキサメチルホスホリルアミドなど。
N-メチル-2-オキサゾリジノン、3,5-ジメチル-2-オキサゾリジノンなど。
γ-ブチロラクトン(以下、GBLと記す。)、α-アセチル-γ-ブチロラクトン、β-ブチロラクトン、γ-バレロラクトン、δ-バレロラクトンなど。
アセトニトリル、プロピオニトリル、ブチロニトリル、アクリロニトリル、メタクリルニトリル、ベンゾニトリルなど。
エチレンカーボネート、プロピレンカーボネート、ブチレンカーボネート、ジメチルカーボネート、ジエチルカーボネートなど。
スルホラン、ジメチルスルホンなど。
1,3-ジメチル-2-イミダゾリジノン、ジメチルスルホキシド、芳香族溶媒(トルエン、キシレンなど)、パラフィン溶媒(ノルマルパラフィン、イソパラフィンなど)など。
ホウ酸化合物(F)は、ホウ酸及びホウ酸エステル(F1)からなる群より選ばれる少なくとも一つである。
1価のアルコールとしては、炭素数1~10である以下のアルコール、グリコールのモノアルキルエーテルがあげられる。具体的には、メチルアルコール、エチルアルコール、プロピルアルコール、ブチルアルコール、エチレングリコールモノメチルエーテル、エチレングリコールモノブチルエーテル、ジエチレングリコールモノメチルエーテル、ジエチレングリコールモノブチルエーテル、トリエチレングリコールモノメチルエーテル、トリエチレングリコールモノブチルエーテルなど。
多価アルコールとしては、炭素数1~10である以下のアルコールがあげられる。具体的には、2価アルコール(エチレングリコール、プロピレングリコール、ジエチレングリコール、トリエチレングリコール、ヘキシレングリコールなど)、3価アルコール(グリセリンなど)、4価以上のアルコール(ヘキシトールなど)など。
反応条件:ホウ酸とアルコール(G)を混合し、その混合物を60~90℃に加熱し、除々に減圧して4.0~6.0kPaにしてエステル化(脱水)を行う。目標の圧力に到達した後、さらに100~110℃まで加熱してエステル化する。4.0~6.0kPaで水分と低沸分を留去し終わるまで反応してホウ酸エステル(F1)を得ることができる。
ホウ酸とアルコール(G)の当量比は、ホウ酸/アルコール(G)=0.1/0.01~0.1/0.3、さらに好ましくは0.1/0.02~0.1/0.15である。
ジメチルカーボネート(0.2mol)のメタノール溶液(74重量%)に、2,4-ジメチルイミダゾリン(0.1mol)を滴下して、120℃で15時間攪拌することで、1,2,3,4-テトラメチルイミダゾリニウム・メチルカーボネート塩のメタノール溶液を得た。
ジエチレングリコールモノメチルエーテル(0.3mol)とホウ酸(0.1mol)とを混合し、その混合物を90℃に加熱し、除々に減圧して4.0kPaにしてエステル化(脱水)を行った。目標の圧力に到達した後、さらに100~110℃まで加熱してエステル化した。4.0kPaで水分と低沸分を留去し終わるまで反応してホウ酸エステル(F1-1)を得た。
トリエチレングリコール(0.2mol)及びホウ酸(0.3mol)を混合し、その混合物を90℃に加熱し、除々に減圧して4.0kPaにしてエステル化(脱水)を行った。目標の圧力に到達した後、さらに100~110℃まで加熱してエステル化した。4.0kPaで水分と低沸分を留去し終わるまで反応してホウ酸エステル(F1-2)を得た。
20.0gの電解質(C-1)と2.0gのアゼライン酸(D-1)を73.0gの有機溶媒(E-1)(GBL)に溶解させ、さらにホウ酸エステル(F1-1)を5g添加することで、本発明の電解液を得た。
20.0gの電解質(C-1)と2.0gのアゼライン酸(D-1)を有機溶媒(E-2)(GBL68.0gとエチレングリコール5.0gの混合溶媒(重量比率93:7))に溶解させ、さらにホウ酸エステル(F1-1)を5.0g添加することで、本発明の電解液を得た。
20.0gの電解質(C-1)と2.0gのアジピン酸(D-2)を有機溶媒(E-3)(GBL68.0gと、エチレングリコール6.0gの混合溶媒(重量比率92:8))に溶解させ、さらにホウ酸エステル(F1-2)を4.0g添加することで、本発明の電解液を得た。
20.0gの電解質(C-1)と1.5gのアジピン酸(D-2)を有機溶媒(E-4)75g(GBL67.5gとエチレングリコール7.5gの混合溶媒(重量比率90:10))に溶解させ、さらにホウ酸3.5gを添加し、100℃で10分攪拌し溶解させることで、本発明の電解液を得た。
20.0gの電解質(C-1)と0.6gのアジピン酸(D-2)を有機溶媒(E-4)75.9gに溶解させ、さらにホウ酸3.5gを添加し、100℃で10分攪拌し溶解させることで、本発明の電解液を得た。
20.0gの電解質(C-1)と4.5gのアジピン酸(D-2)を有機溶媒(E-4)72gに溶解させ、さらにホウ酸3.5gを添加し、100℃で10分攪拌し溶解させることで、本発明の電解液を得た。
20.0gの電解質(C-1)と1.5gの安息香酸(D-3)を有機溶媒(E-4)75gに溶解させ、さらにホウ酸3.5gを添加し、100℃で10分攪拌し溶解させることで、本発明の電解液を得た。
20.0gの電解質(C-1)と0.3gのアジピン酸(D-2)を有機溶媒(E-4)76.2gに溶解させ、さらにホウ酸3.5gを添加し、100℃で10分攪拌し溶解させることで、本発明の電解液を得た。
20.0gの電解質(C-1)と5.5gのアジピン酸(D-2)を有機溶媒(E-4)71gに溶解させ、さらにホウ酸3.5gを添加し、100℃で10分攪拌し溶解させることで、本発明の電解液を得た。
20.0gの電解質(C-1)を80.0gの有機溶媒(E-1)(GBL)に溶解させ、比較用の電解液を得た。
20.0gの電解質(C-1)を73.0gの有機溶媒(E-1)(GBL)に溶解させ、さらにホウ酸エステル(F1-1)を5g添加することで、比較用の電解液を得た。
アゼライン酸アンモニウム10.0gをエチレングリコール90.0gに溶解させ、比較用の電解液を得た。
すなわち、静電容量(C)、静電容量変化率(△C%)及び損失角の正接(tanδ)はLCRメーター(4284A、Agilent Technologies社製)を用い周波数は100kHzで測定を行った。また、漏れ電流(LC)は定格電圧を印加後、1分後の電流値を測定した。結果を表2に示した。
Claims (11)
- カルボン酸(D)を、電解質(C)及び有機溶媒(E)の合計重量に基づいて0.5~5重量%含有する請求項1に記載の電解液。
- カルボン酸(D)がポリカルボン酸である場合、その少なくともひとつの酸解離指数(pKa)が、3.8~5.5である請求項1または2に記載の電解液。
- カルボン酸(D)が、2価の脂肪族カルボン酸(D1)である請求項1~3のいずれか1項に記載の電解液。
- 2価の脂肪族カルボン酸(D1)が、アジピン酸、アゼライン酸及びセバシン酸からなる群より選ばれる少なくとも1種である請求項4に記載の電解液。
- アルキルリン酸エステルアニオン(A)が、一般式(2)で示され、一般式(2)においてR2及びR3が炭素数1~8のアルキル基である請求項1~5のいずれか1項に記載の電解液。
- アミジニウムカチオン(B)が、イミダゾリニウムカチオンまたはイミダゾリウムカチオンである請求項1~6のいずれか1項に記載の電解液。
- ホウ酸エステル(F1)が、1価アルコール及び/または多価アルコールとホウ酸とを反応してなる反応生成物である請求項1~7のいずれか1項に記載の電解液。
- 有機溶媒(E)が、アルコール、ラクトン及びスルホンからなる群より選ばれる少なくとも1種である請求項1~8のいずれか1項に記載の電解液。
- ホウ酸化合物(F)が、ホウ酸であり、有機溶媒(E)が、2価アルコールとラクトンとの混合溶媒である請求項1~7及び9のいずれか1項に記載の電解液。
- 請求項1~10のいずれか1項に記載の電解液を用いてなるアルミニウム電解コンデンサ。
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US14/351,554 US9281130B2 (en) | 2011-10-14 | 2012-10-02 | Electrolytic solution for aluminum electrolyte capacitor, and aluminum electrolyte capacitor using the same |
CN201280048547.8A CN103843091B (zh) | 2011-10-14 | 2012-10-02 | 铝电解电容器用电解液和使用该电解液的铝电解电容器 |
EP12839505.0A EP2767994B1 (en) | 2011-10-14 | 2012-10-02 | Electrolytic solution for aluminum electrolyte capacitor and aluminum electrolyte capacitor using same |
JP2013538501A JP6104809B2 (ja) | 2011-10-14 | 2012-10-02 | アルミニウム電解コンデンサ用電解液、及びそれを用いたアルミニウム電解コンデンサ |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2011-227077 | 2011-10-14 | ||
JP2011227077 | 2011-10-14 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2013054691A1 true WO2013054691A1 (ja) | 2013-04-18 |
Family
ID=48081748
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/JP2012/075482 WO2013054691A1 (ja) | 2011-10-14 | 2012-10-02 | アルミニウム電解コンデンサ用電解液、及びそれを用いたアルミニウム電解コンデンサ |
Country Status (5)
Country | Link |
---|---|
US (1) | US9281130B2 (ja) |
EP (1) | EP2767994B1 (ja) |
JP (1) | JP6104809B2 (ja) |
CN (1) | CN103843091B (ja) |
WO (1) | WO2013054691A1 (ja) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN107868104A (zh) * | 2016-09-22 | 2018-04-03 | 深圳新宙邦科技股份有限公司 | 一种磷酸二烃基酯盐的制备方法 |
CN113539688B (zh) * | 2020-04-09 | 2023-05-12 | 深圳新宙邦科技股份有限公司 | 一种工作电压300~500v铝电解电容器用电解液及铝电解电容器 |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2007221111A (ja) * | 2006-01-19 | 2007-08-30 | Sanyo Chem Ind Ltd | 電解液 |
JP2008135693A (ja) | 2006-06-20 | 2008-06-12 | Sanyo Chem Ind Ltd | アルミニウム電解コンデンサ用電解液、およびそれを用いたアルミニウム電解コンデンサ |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP4683315B2 (ja) * | 1999-03-17 | 2011-05-18 | 日本ケミコン株式会社 | 電解コンデンサ用電解液 |
WO2007148430A1 (ja) * | 2006-06-20 | 2007-12-27 | Sanyo Chemical Industries, Ltd. | アルミニウム電解コンデンサ用電解液、およびそれを用いたアルミニウム電解コンデンサ |
JP4792145B2 (ja) * | 2008-01-31 | 2011-10-12 | ニチコン株式会社 | 電解コンデンサの駆動用電解液および電解コンデンサ |
JP4925219B2 (ja) * | 2008-05-21 | 2012-04-25 | ニチコン株式会社 | 電解コンデンサの駆動用電解液 |
JP5305506B2 (ja) * | 2008-07-29 | 2013-10-02 | 三洋化成工業株式会社 | アルミニウム電解コンデンサ用電解液、およびそれを用いたアルミニウム電解コンデンサ |
WO2011004616A1 (ja) * | 2009-07-10 | 2011-01-13 | 日本ケミコン株式会社 | アルミニウム電解コンデンサ用電解液及びアルミニウム電解コンデンサ |
JP5492221B2 (ja) * | 2009-11-26 | 2014-05-14 | パナソニック株式会社 | アルミニウム電解コンデンサ用電解液、およびそれを用いたアルミニウム電解コンデンサ |
JP2011187705A (ja) * | 2010-03-09 | 2011-09-22 | Sanyo Chem Ind Ltd | アルミニウム電解コンデンサ用電解液、およびそれを用いたアルミニウム電解コンデンサ |
-
2012
- 2012-10-02 JP JP2013538501A patent/JP6104809B2/ja active Active
- 2012-10-02 EP EP12839505.0A patent/EP2767994B1/en active Active
- 2012-10-02 WO PCT/JP2012/075482 patent/WO2013054691A1/ja active Application Filing
- 2012-10-02 CN CN201280048547.8A patent/CN103843091B/zh active Active
- 2012-10-02 US US14/351,554 patent/US9281130B2/en active Active
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2007221111A (ja) * | 2006-01-19 | 2007-08-30 | Sanyo Chem Ind Ltd | 電解液 |
JP2008135693A (ja) | 2006-06-20 | 2008-06-12 | Sanyo Chem Ind Ltd | アルミニウム電解コンデンサ用電解液、およびそれを用いたアルミニウム電解コンデンサ |
Non-Patent Citations (1)
Title |
---|
See also references of EP2767994A4 |
Also Published As
Publication number | Publication date |
---|---|
US20140284514A1 (en) | 2014-09-25 |
EP2767994A4 (en) | 2015-08-26 |
EP2767994B1 (en) | 2017-12-27 |
EP2767994A1 (en) | 2014-08-20 |
CN103843091B (zh) | 2017-03-08 |
US9281130B2 (en) | 2016-03-08 |
JP6104809B2 (ja) | 2017-03-29 |
JPWO2013054691A1 (ja) | 2015-03-30 |
CN103843091A (zh) | 2014-06-04 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP5492221B2 (ja) | アルミニウム電解コンデンサ用電解液、およびそれを用いたアルミニウム電解コンデンサ | |
JP5305506B2 (ja) | アルミニウム電解コンデンサ用電解液、およびそれを用いたアルミニウム電解コンデンサ | |
JP4964680B2 (ja) | アルミニウム電解コンデンサ用電解液、およびそれを用いたアルミニウム電解コンデンサ | |
JP2017516287A (ja) | アルミニウム電解コンデンサ用電解液、及び、これを用いたアルミニウム電解コンデンサ | |
JP4891101B2 (ja) | 電解液 | |
JP2011187705A (ja) | アルミニウム電解コンデンサ用電解液、およびそれを用いたアルミニウム電解コンデンサ | |
JP6104809B2 (ja) | アルミニウム電解コンデンサ用電解液、及びそれを用いたアルミニウム電解コンデンサ | |
US8177994B2 (en) | Electrolytic solution for aluminum electrolytic capacitors, and aluminum electrolytic capacitor using the same | |
JP2012146833A (ja) | 電解コンデンサ用電解液、およびそれを用いた電解コンデンサ | |
JP2011003813A (ja) | アルミニウム電解コンデンサ用電解液、およびそれを用いたアルミニウム電解コンデンサ | |
JP2011187932A (ja) | 電解コンデンサ用電解液およびそれを用いた電解コンデンサ | |
JP2007110033A (ja) | 電解液およびそれを用いた電解コンデンサ | |
JP2012209433A (ja) | アルミニウム電解コンデンサ用電解液、およびそれを用いたアルミニウム電解コンデンサ | |
JP4718125B2 (ja) | 電解液およびそれを用いた電解コンデンサ | |
JP4842214B2 (ja) | 電解液およびそれを用いた電解コンデンサ | |
JP4991799B2 (ja) | アルミニウム電解コンデンサ用電解液、およびそれを用いたアルミニウム電解コンデンサ | |
JP2010171305A (ja) | 電解コンデンサ駆動用電解液およびそれを用いた電解コンデンサ | |
JP2005340406A (ja) | 電解液 | |
JP2013051242A (ja) | アルミニウム電解コンデンサ用電解液、およびそれを用いたアルミニウム電解コンデンサ。 | |
JP2012212859A (ja) | アルミニウム電解コンデンサ用電解液、およびそれを用いたアルミニウム電解コンデンサ | |
JP2011211146A (ja) | 電解コンデンサ用電解液およびそれを用いた電解コンデンサ | |
WO2014156105A1 (ja) | アルミニウム電解コンデンサ用電解液、およびそれを用いたアルミニウム電解コンデンサ | |
JP2017123394A (ja) | アルミニウム電解コンデンサ用電解液 | |
JP2009088128A (ja) | 電解コンデンサ用電解液およびそれを用いた電解コンデンサ | |
JP2014041896A (ja) | 電解コンデンサ用電解液及び電解コンデンサ |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
121 | Ep: the epo has been informed by wipo that ep was designated in this application |
Ref document number: 12839505 Country of ref document: EP Kind code of ref document: A1 |
|
ENP | Entry into the national phase |
Ref document number: 2013538501 Country of ref document: JP Kind code of ref document: A |
|
WWE | Wipo information: entry into national phase |
Ref document number: 14351554 Country of ref document: US |
|
NENP | Non-entry into the national phase |
Ref country code: DE |
|
WWE | Wipo information: entry into national phase |
Ref document number: 2012839505 Country of ref document: EP |