TWI570754B - 鋁電解電容器用電解液及使用其的鋁電解電容器 - Google Patents
鋁電解電容器用電解液及使用其的鋁電解電容器 Download PDFInfo
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- TWI570754B TWI570754B TW103111353A TW103111353A TWI570754B TW I570754 B TWI570754 B TW I570754B TW 103111353 A TW103111353 A TW 103111353A TW 103111353 A TW103111353 A TW 103111353A TW I570754 B TWI570754 B TW I570754B
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- Prior art keywords
- acid
- electrolyte
- aluminum electrolytic
- carbon atoms
- compound
- Prior art date
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- 239000008151 electrolyte solution Substances 0.000 title claims description 41
- 239000003990 capacitor Substances 0.000 title claims description 37
- 229910052782 aluminium Inorganic materials 0.000 title claims description 29
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 title claims description 29
- 150000001875 compounds Chemical class 0.000 claims description 53
- 239000003792 electrolyte Substances 0.000 claims description 44
- 125000004432 carbon atom Chemical group C* 0.000 claims description 29
- -1 R 23 Chemical compound 0.000 claims description 28
- 125000000217 alkyl group Chemical group 0.000 claims description 24
- 239000002253 acid Substances 0.000 claims description 19
- 239000002904 solvent Substances 0.000 claims description 19
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 13
- 229910019142 PO4 Inorganic materials 0.000 claims description 9
- 239000010452 phosphate Substances 0.000 claims description 9
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 claims description 9
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 8
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 8
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 8
- 150000001450 anions Chemical class 0.000 claims description 8
- 229910052799 carbon Inorganic materials 0.000 claims description 8
- 150000007524 organic acids Chemical class 0.000 claims description 7
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 6
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 6
- 125000003545 alkoxy group Chemical group 0.000 claims description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 6
- 150000002596 lactones Chemical class 0.000 claims description 6
- 239000011976 maleic acid Substances 0.000 claims description 6
- 150000007522 mineralic acids Chemical class 0.000 claims description 6
- 150000002825 nitriles Chemical class 0.000 claims description 6
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 claims description 6
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 6
- 239000002798 polar solvent Substances 0.000 claims description 6
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 6
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 5
- MHZGKXUYDGKKIU-UHFFFAOYSA-N Decylamine Chemical compound CCCCCCCCCCN MHZGKXUYDGKKIU-UHFFFAOYSA-N 0.000 claims description 5
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 5
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 5
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 4
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 3
- 239000000010 aprotic solvent Substances 0.000 claims description 3
- 229910052796 boron Inorganic materials 0.000 claims description 3
- 150000002148 esters Chemical class 0.000 claims description 3
- MBAKFIZHTUAVJN-UHFFFAOYSA-I hexafluoroantimony(1-);hydron Chemical compound F.F[Sb](F)(F)(F)F MBAKFIZHTUAVJN-UHFFFAOYSA-I 0.000 claims description 3
- PNGLEYLFMHGIQO-UHFFFAOYSA-M sodium;3-(n-ethyl-3-methoxyanilino)-2-hydroxypropane-1-sulfonate;dihydrate Chemical compound O.O.[Na+].[O-]S(=O)(=O)CC(O)CN(CC)C1=CC=CC(OC)=C1 PNGLEYLFMHGIQO-UHFFFAOYSA-M 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 125000004429 atom Chemical group 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 claims 1
- 239000006193 liquid solution Substances 0.000 claims 1
- 239000011707 mineral Substances 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 60
- 239000000243 solution Substances 0.000 description 21
- 238000004519 manufacturing process Methods 0.000 description 16
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 14
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 11
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 10
- 230000000052 comparative effect Effects 0.000 description 10
- 238000007789 sealing Methods 0.000 description 10
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 8
- 229940021013 electrolyte solution Drugs 0.000 description 8
- 239000000203 mixture Substances 0.000 description 7
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- 239000003513 alkali Substances 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- ZFACJPAPCXRZMQ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O.OC(=O)C1=CC=CC=C1C(O)=O ZFACJPAPCXRZMQ-UHFFFAOYSA-N 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- OVNFUPLKSSMMIU-UHFFFAOYSA-N 1-ethyl-3,4-dimethyl-2-methylideneimidazolidine Chemical compound C(C)N1C(N(C(C1)C)C)=C OVNFUPLKSSMMIU-UHFFFAOYSA-N 0.000 description 4
- AVZVHQAGEVPJGK-UHFFFAOYSA-N 2-methoxy-1,2,3,4-tetramethylimidazolidine Chemical compound COC1(N(CC(N1C)C)C)C AVZVHQAGEVPJGK-UHFFFAOYSA-N 0.000 description 4
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical class OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 4
- 230000006866 deterioration Effects 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 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 4
- DIIIISSCIXVANO-UHFFFAOYSA-N 1,2-Dimethylhydrazine Chemical compound CNNC DIIIISSCIXVANO-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
- CDMQCTSUKPOUCT-UHFFFAOYSA-N CN1C(N(C(C1)C)C)(O)C Chemical compound CN1C(N(C(C1)C)C)(O)C CDMQCTSUKPOUCT-UHFFFAOYSA-N 0.000 description 3
- OIFBSDVPJOWBCH-UHFFFAOYSA-N Diethyl carbonate Chemical compound CCOC(=O)OCC OIFBSDVPJOWBCH-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
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 3
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 3
- 239000004327 boric acid Substances 0.000 description 3
- UCQFCFPECQILOL-UHFFFAOYSA-N diethyl hydrogen phosphate Chemical compound CCOP(O)(=O)OCC UCQFCFPECQILOL-UHFFFAOYSA-N 0.000 description 3
- FAWDVNZHJORXAO-UHFFFAOYSA-N diethyl phosphate;1,2,3,4-tetramethylimidazolidin-1-ium Chemical compound CCOP([O-])(=O)OCC.CC1C[NH+](C)C(C)N1C FAWDVNZHJORXAO-UHFFFAOYSA-N 0.000 description 3
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 125000003983 fluorenyl group Chemical class C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 description 3
- LHGVFZTZFXWLCP-UHFFFAOYSA-N guaiacol Chemical class COC1=CC=CC=C1O LHGVFZTZFXWLCP-UHFFFAOYSA-N 0.000 description 3
- 239000012535 impurity Substances 0.000 description 3
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 3
- CXHHBNMLPJOKQD-UHFFFAOYSA-N methyl hydrogen carbonate Chemical compound COC(O)=O CXHHBNMLPJOKQD-UHFFFAOYSA-N 0.000 description 3
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 150000002989 phenols Chemical class 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- KYRYHBRYSSBWLU-UHFFFAOYSA-N 1,2,3,4-tetramethylimidazolidine Chemical compound CC1CN(C)C(C)N1C KYRYHBRYSSBWLU-UHFFFAOYSA-N 0.000 description 2
- LVSOXAGFOASSAQ-UHFFFAOYSA-N 1,3,4-trimethyl-2-methylideneimidazole Chemical compound CN1C=C(C)N(C)C1=C LVSOXAGFOASSAQ-UHFFFAOYSA-N 0.000 description 2
- VZXTWGWHSMCWGA-UHFFFAOYSA-N 1,3,5-triazine-2,4-diamine Chemical compound NC1=NC=NC(N)=N1 VZXTWGWHSMCWGA-UHFFFAOYSA-N 0.000 description 2
- JIFXKZJGKSXAGZ-UHFFFAOYSA-N 1-ethyl-2,3-dimethylimidazolidine Chemical compound CCN1CCN(C)C1C JIFXKZJGKSXAGZ-UHFFFAOYSA-N 0.000 description 2
- VMZNMSUASLBPDS-UHFFFAOYSA-N 1-ethyl-2-methyl-4,5-dihydroimidazole Chemical compound CCN1CCN=C1C VMZNMSUASLBPDS-UHFFFAOYSA-N 0.000 description 2
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 2
- IZXIZTKNFFYFOF-UHFFFAOYSA-N 2-Oxazolidone Chemical compound O=C1NCCO1 IZXIZTKNFFYFOF-UHFFFAOYSA-N 0.000 description 2
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 2
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- UZIQIJAKRABYDM-KSBRXOFISA-N C(\C=C/C(=O)[O-])(=O)[O-].C[NH+]1C(N(C(C1)C)C)C.C[NH+]1C(N(C(C1)C)C)C Chemical compound C(\C=C/C(=O)[O-])(=O)[O-].C[NH+]1C(N(C(C1)C)C)C.C[NH+]1C(N(C(C1)C)C)C UZIQIJAKRABYDM-KSBRXOFISA-N 0.000 description 2
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 2
- JYFHYPJRHGVZDY-UHFFFAOYSA-N Dibutyl phosphate Chemical compound CCCCOP(O)(=O)OCCCC JYFHYPJRHGVZDY-UHFFFAOYSA-N 0.000 description 2
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-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
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-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
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-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
- 230000000996 additive effect Effects 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 238000005349 anion exchange Methods 0.000 description 2
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 2
- BNMJSBUIDQYHIN-UHFFFAOYSA-N butyl dihydrogen phosphate Chemical compound CCCCOP(O)(O)=O BNMJSBUIDQYHIN-UHFFFAOYSA-N 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 239000001110 calcium chloride Substances 0.000 description 2
- 229910001628 calcium chloride Inorganic materials 0.000 description 2
- 239000001569 carbon dioxide Substances 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000004440 column chromatography Methods 0.000 description 2
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 description 2
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 2
- WZPMZMCZAGFKOC-UHFFFAOYSA-N diisopropyl hydrogen phosphate Chemical compound CC(C)OP(O)(=O)OC(C)C WZPMZMCZAGFKOC-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
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- ZJXZSIYSNXKHEA-UHFFFAOYSA-L ethyl phosphate(2-) Chemical compound CCOP([O-])([O-])=O ZJXZSIYSNXKHEA-UHFFFAOYSA-L 0.000 description 2
- RRAFCDWBNXTKKO-UHFFFAOYSA-N eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- MNWFXJYAOYHMED-UHFFFAOYSA-N heptanoic acid Chemical compound CCCCCCC(O)=O MNWFXJYAOYHMED-UHFFFAOYSA-N 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-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
- QPPQHRDVPBTVEV-UHFFFAOYSA-N isopropyl dihydrogen phosphate Chemical compound CC(C)OP(O)(O)=O QPPQHRDVPBTVEV-UHFFFAOYSA-N 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 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 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 description 2
- IXQGCWUGDFDQMF-UHFFFAOYSA-N o-Hydroxyethylbenzene Natural products CCC1=CC=CC=C1O IXQGCWUGDFDQMF-UHFFFAOYSA-N 0.000 description 2
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000012188 paraffin wax Substances 0.000 description 2
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 description 2
- DJFSSKAXFAGDFE-UHFFFAOYSA-N prop-2-ene-1,2-diamine Chemical compound NCC(N)=C DJFSSKAXFAGDFE-UHFFFAOYSA-N 0.000 description 2
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 2
- AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 description 2
- 239000003586 protic polar solvent Substances 0.000 description 2
- WQGWDDDVZFFDIG-UHFFFAOYSA-N pyrogallol Chemical compound OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 description 2
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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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D233/06—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms
- C07D233/08—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms with alkyl radicals, containing more than four carbon atoms, directly attached to ring carbon atoms
- C07D233/10—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms with alkyl radicals, containing more than four carbon atoms, directly attached to ring carbon atoms with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring nitrogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (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)
Description
本發明是有關於一種鋁電解電容器用電解液、及使用其的鋁電解電容器。
近年來,汽車電裝用等中所使用的鋁電解電容器熱切期望:隨著周邊環境的高溫化,而在高溫下的特性劣化小,且即便由於暴露於外部氣體中而處於多濕條件下特性劣化亦少。因此,期望電解液在高溫、多濕下特性劣化亦少。
先前,作為耐久性高的鋁電解電容器用電解液,已知有將具有烷基取代脒基的化合物的四級化物的羧酸鹽作為電解質的所謂的脒系電解液(例如專利文獻1)等。
[專利文獻1]國際公開第95/15572號
已知有脒系電解液之前,使用烷基四級銨系電解液。但是,烷基四級銨系電解液有自因鹼而劣化的密封部產生漏液的問
題。另一方面,專利文獻1所揭示的脒系電解液中,具有烷基取代脒基的化合物與所產生的鹼反應。因此,抑制封口體的鹼劣化,而不會自密封部漏出電解液。如此,具有烷基四級銨系電解液所沒有的效果,因此廣泛用作鋁電解電容器用電解液。然而,在周邊環境的進一步高溫化、或多濕條件下,鹼劣化的抑制效果未必充分。
本發明的課題是以在維持高的初始導電率的狀態且即便在周邊環境的進一步高溫化或多濕條件下,亦不會自密封部漏出電解液的方式,提高電解電容器的可靠性。
本發明者等人為了達成上述目的而進行研究,結果完成了本發明。
即本發明是一種鋁電解電容器用電解液、及使用該電解液而成的鋁電解電容器,上述鋁電解電容器用電解液含有溶劑(A)及下述通式(1)所示的電解質(D)而成,相對於(A)及(D)的合計重量,下述通式(2)所示的化合物(E1)、下述通式(3)所示的化合物(E2)及下述通式(4)所示的化合物(E3)的合計含量為3重量%以下:[化1]
[式中R1~R3表示碳數1~3的烷基,R4~R7表示碳數1~3的烷基或氫原子,X-表示酸(C)的陰離子]
[式中R8、R9、R11~R14為碳數1~3的烷基、碳數1~3的烷氧基、羥基或氫原子;且R10、R15為碳數1~3的烷基或氫原子]
[式中R17~R20為碳數1~3的烷基、碳數1~3的烷氧基、羥基或氫原子;且R16、R21為碳數1~3的烷基或氫原子]
[式中R22、R23、R25、R26為碳數1~3的烷基、碳數1~3的烷氧基、羥基或氫原子;且R24、R27為碳數1~3的烷基或氫原子]。
使用本發明的電解液的電解電容器,在維持高的初始導電率的狀態且即便在周邊環境的進一步高溫化或多濕條件下,亦不會自密封部漏出電解液,而可製作可靠性高的電容器。
將上述化合物(E1)、上述化合物(E2)及上述化合物(E3)總稱並記載為化合物(E)。
在本發明的電解液中,在對電解液施加電壓時,藉由電解液中所含有的水的電解,而在陰極側產生OH-,在陽極側產生H+。H+與化合物(E)反應而成為銨陽離子。由於該銨陽離子會將OH-中和,因此認為會表現出鹼抑制效果。因此,即便在高溫-高濕下使用電容器,藉由化合物(E)的作用而亦難以引起封口體的鹼劣化,並可抑制電解液自密封部漏液。在將作為具有烷基取代脒基的化合物的四級化物的一種的具有上述通式(1)所示的陽離子成分的化合物(B)與化合物(E)組合時,即便在高溫-高濕下亦會成為可靠性高的電容器用電解液。
作為構成本發明的電解液的溶劑(A),較佳為極性溶劑,更佳為25℃下的相對介電常數為5~150的極性溶劑(A1),(A1)中尤佳為非質子性溶劑(A11)。
作為溶劑(A),包括:(1)醇、(2)醚、(3)醯胺、(4)噁唑啶酮(oxazolidinone)、(5)內酯、(6)腈、(7)碳酸酯、(8)碸及(9)其他有機溶劑。
作為溶劑(A1),包括:(1)醇、(3)醯胺、(4)噁唑啶酮、(5)內酯、(6)腈、(7)碳酸酯、(8)碸。
作為溶劑(A11),包括:(3)醯胺、(4)噁唑啶酮、(5)內酯、(6)腈、(7)碳酸酯、(8)碸。
(1)醇
一元醇(甲醇、乙醇、丙醇、丁醇、二丙酮醇、苄醇、胺醇、
糠醇等)、二元醇(乙二醇、丙二醇、二乙二醇、己二醇等)、三元醇(甘油等)、四元以上的醇(己糖醇等)等。
本發明中,所謂質子性溶劑(A2),是指上述醇。
(2)醚
單醚(乙二醇單甲醚、乙二醇單乙醚、乙二醇單丁醚、乙二醇單苯醚、四氫呋喃、3-甲基四氫呋喃等)、二醚(乙二醇二甲醚、乙二醇二乙醚、二乙二醇單甲醚、二乙二醇單乙醚等)、三醚(二乙二醇二甲醚、二乙二醇二乙醚等)。
(3)醯胺
甲醯胺(N-甲基甲醯胺、N,N-二甲基甲醯胺、N-乙基甲醯胺、N,N-二乙基甲醯胺等)、乙醯胺(N-甲基乙醯胺、N,N-二甲基乙醯胺、N-乙基乙醯胺、N,N-二乙基乙醯胺等)、丙醯胺(N,N-二甲基丙醯胺等)、吡咯啶酮(N-甲基吡咯啶酮、N-乙基吡咯啶酮等)、六甲基磷醯基醯胺(hexamethyl phosphoryl amide)等。
(4)噁唑啶酮
N-甲基-2-噁唑啶酮、3,5-二甲基-2-噁唑啶酮等。
(5)內酯
γ-丁內酯、α-乙醯基-γ-丁內酯、β-丁內酯、γ-戊內酯、δ-戊內酯等。
(6)腈
乙腈、丙腈、丁腈、丙烯腈、甲基丙烯腈、苯甲腈等。
(7)碳酸酯
碳酸伸乙酯、碳酸伸丙酯、碳酸伸丁酯、碳酸二甲酯、碳酸二乙酯等。
(8)碸
環丁碸、二甲基亞碸、二甲基碸等。
(9)其他有機溶劑
1,3-二甲基-2-咪唑啶酮、二甲基亞碸、芳香族溶劑(甲苯、二甲苯等)、石蠟溶劑(正鏈烷烴、異構烷烴等)等。
溶劑(A)可為一種或併用二種以上。該些中,較佳為醇、醚、醯胺、內酯、腈、碳酸酯及碸,更佳為γ-丁內酯、環丁碸,特佳為γ-丁內酯。
另外,本發明的電解液所用的溶劑可混合非質子性溶劑(A11)與質子性溶劑(A2)。基於(A11)的重量,(A2)的含量為0重量%~100重量%(以下有時記載為wt%)。作為所混合的(A2)而較佳者,可列舉:乙二醇、丙二醇、二乙二醇。
本發明的電解液中所含有的電解質(D),是包含上述通式(1)所示的咪唑啉鎓陽離子(DC)與陰離子(DA)的鹽。
通式(1)中,R1~R3為碳數1~3的烷基,R4~R7為碳數1~3的烷基或氫原子。碳數1~3的烷基可列舉:甲基、乙基、正丙基、異丙基。
作為咪唑啉鎓陽離子(DC)的具體例,可列舉:1,2,3,4-四甲基咪唑啉鎓、1,3,4-三甲基-2-乙基咪唑啉鎓、1,3-二甲基-2,4-
二乙基咪唑啉鎓、1,2-二甲基-3,4-二乙基咪唑啉鎓、1-甲基-2,3,4-三乙基咪唑啉鎓、1,2,3,4-四乙基咪唑啉鎓、1,2,3-三甲基咪唑啉鎓、1,3-二甲基-2-乙基咪唑啉鎓、1-乙基-2,3-二甲基咪唑啉鎓、1,2,3-三乙基咪唑啉鎓等。
上述中,就電化學穩定性的觀點等而言,較佳為1,2,3,4-四甲基咪唑啉鎓、1-乙基-2,3-二甲基咪唑啉鎓。
作為陰離子(DA),可列舉:酸(C)的陰離子。
作為酸(C),可列舉:電解液中通常使用的各種有機酸及/或無機酸。作為有機酸、無機酸,例如可列舉:下述(1)~(6)。
(1)羧酸類
.碳數2~15的二元~四元的多羧酸:脂肪族多羧酸[飽和多羧酸(草酸、丙二酸、琥珀酸、戊二酸、己二酸、庚二酸、辛二酸、壬二酸、癸二酸等)、不飽和多羧酸(順丁烯二酸、反丁烯二酸、衣康酸等)]、芳香族多羧酸[鄰苯二甲酸、間苯二甲酸、對苯二甲酸、偏苯三甲酸、均苯四甲酸等]、含有S的多羧酸[硫代二丙酸等]。
.碳數2~20的氧羧酸:脂肪族氧羧酸[乙醇酸、乳酸、酒石酸、蓖麻油脂肪酸等]、芳香族氧羧酸[水楊酸、苦杏仁酸(mandelic acid)等]。
.碳數1~30的單羧酸:脂肪族單羧酸[飽和單羧酸(甲酸、乙酸、丙酸、丁酸、異丁酸、戊酸、己酸(caproic acid)、庚酸(enanthic acid)、辛酸(caprylic acid)、壬酸(pelargonic acid)、月桂酸(lauric acid)、肉豆蔻酸(myristic acid)、硬脂酸(stearic acid)、二十二
酸(behenic acid)等)、不飽和單羧酸(丙烯酸、甲基丙烯酸、丁烯酸、油酸等)]、芳香族單羧酸[苯甲酸、肉桂酸、萘甲酸等]。
(2)酚類
.一元酚(包括苯酚類、萘酚類):苯酚、烷基(碳數1~15)苯酚類(甲酚、二甲苯酚、乙基苯酚、正丙基苯酚或異丙基苯酚、異十二烷基苯酚、環己基苯酚等)、甲氧基苯酚類(丁香酚(eugenol)、癒創木酚(guaiacol)等)、α-萘酚、β-萘酚等。
.多元酚:鄰苯二酚(catechol)、間苯二酚(resorcin)、五倍子酚(pyrogallol)、間苯三酚、雙酚A、雙酚F、雙酚S等。
(3)烷基的碳數1~15的磷酸單烷基酯及磷酸二烷基酯
.磷酸單甲酯及磷酸二甲酯、磷酸單乙酯及磷酸二乙酯、磷酸單異丙酯及磷酸二異丙酯、磷酸單丁酯及磷酸二丁酯、磷酸單-(2-乙基己基)酯及磷酸二-(2-乙基己基)酯、磷酸單異癸酯及磷酸二異癸酯等。
(4)磺酸
.烷基(碳數1~15)苯磺酸(對甲苯磺酸、壬基苯磺酸、十二烷基苯磺酸等)、磺基水楊酸、甲磺酸、三氟化甲磺酸等。
(5)無機酸
.磷酸、四氟化硼酸、過氯酸、六氟化磷酸、六氟化銻酸、六氟化砷酸等。
(6)其他
.三氟化甲磺醯基醯亞胺等的醯亞胺陰離子、三氟化甲磺醯基甲基化物等的甲基化物陰離子。
該些中,較佳為(1)碳數1~15的羧酸(C11)、(3)碳數1~15的磷酸單烷基酯、及碳數2~30的磷酸二烷基酯及(5)無機酸(C2),更佳為鄰苯二甲酸、順丁烯二酸、磷酸單乙酯及磷酸二乙酯、磷酸單異丙酯及磷酸二異丙酯、磷酸單丁酯及磷酸二丁酯、磷酸、四氟化硼酸、過氯酸、六氟化磷酸、六氟化銻酸、六氟化砷酸。最佳為鄰苯二甲酸及順丁烯二酸。
作為電解質(D),可列舉以下者。
1,2,3,4-四甲基咪唑啉鎓-鄰苯二甲酸陰離子、1-乙基-2,3-二甲基咪唑啉鎓-鄰苯二甲酸陰離子、1,2,3,4-四甲基咪唑啉鎓-順丁烯二酸陰離子、1-乙基-2,3-二甲基咪唑啉鎓-順丁烯二酸陰離子、1,2,3,4-四甲基咪唑啉鎓-磷酸陰離子、1-乙基-2,3-二甲基咪唑啉鎓-磷酸陰離子、1,2,3,4-四甲基咪唑啉鎓-磷酸二乙酯酸陰離子、1-乙基-2,3-二甲基咪唑啉鎓-磷酸二乙酯酸陰離子、1,2,3,4-四甲基咪唑啉鎓-磷酸二異丙酯酸陰離子、1-乙基-2,3-二甲基咪唑啉鎓-磷酸二異丙酯酸陰離子、1,2,3,4-四甲基咪唑啉鎓-磷酸二丁酯酸陰離子、1-乙基-2,3-二甲基咪唑啉鎓-磷酸二丁酯酸陰離子。
該些中,就電化學穩定性的觀點等而言,較佳為以下者。
1,2,3,4-四甲基咪唑啉鎓-鄰苯二甲酸陰離子、1-乙基-2,3-二甲基咪唑啉鎓-鄰苯二甲酸陰離子、1,2,3,4-四甲基咪唑啉鎓-順丁烯二酸陰離子、1-乙基-2,3-二甲基咪唑啉鎓-順丁烯二酸陰離子。
作為電解質(D)的合成法,已知有:藉由鹵化烷基、硫酸二烷基等將二級環狀脒及三級環狀脒進行四級化後,與鹼金屬或鹼土類金屬的有機酸鹽進行陰離子交換的方法;藉由碳酸二酯進行四級化而形成碳酸鹽並藉由有機酸進行陰離子交換的方法(日本專利特開平8-67672);使二取代二胺的醯胺化合物與有機酸反應的方法(日本專利特開平11-322720)等。
本發明的鋁電解電容器用電解液含有電解質(D)作為主電解質。此處,所謂作為主電解質而含有,表示本發明的電解電容器用電解液中所含有的電解質的50wt%以上為電解質(D)。
本發明的鋁電解電容器用電解液除了(D)以外,可含有電解質(F)。(F)的含量小於本發明的電解電容器用電解液中所含有的電解質的50wt%。作為電解質(F),可列舉三級銨鹽。具體可列舉:三乙基胺-鄰苯二甲酸鹽、乙基二甲基胺-鄰苯二甲酸鹽、二乙基甲基胺-鄰苯二甲酸鹽、三乙基胺-順丁烯二酸鹽、乙基二甲基胺-順丁烯二酸鹽、二乙基甲基胺-順丁烯二酸鹽等。
構成本發明的電解液的化合物(E),以上述通式(2)所示的化合物(E1)、上述通式(3)所示的化合物(E2)及上述通式(4)所示的化合物(E3)表示,具體可列舉以下者。化合物(E)可為一種或併用二種以上。
上述通式(2)所示的化合物(E1)
1-乙基-2,3,4-三甲基咪唑啶-2-醇、1,2,3,4-四甲基咪唑啶-2-
醇、1-乙基-2-甲氧基-2,3,4-三甲基咪唑啶、2-甲氧基-1,2,3,4-四甲基咪唑啶等。
(2)上述通式(3)所示的化合物(E2)
1-乙基-3,4-二甲基-2-亞甲基咪唑啶、1-丙基-3,4-二甲基-2-亞甲基咪唑啶、3-乙基-1,4-二甲基-2-亞甲基咪唑啶、1,3,4-三甲基-2-亞甲基咪唑啶等。
(3)上述通式(4)所示的化合物(E3)
1,2,3-三甲基-4-亞甲基咪唑啶、1-乙基-2,3-二甲基-4-亞甲基咪唑啶等。
該些中,較佳為1-乙基-3,4-二甲基-2-亞甲基咪唑啶、1,3,4-三甲基-2-亞甲基咪唑啶、1,2,3,4-四甲基咪唑啶-2-醇、2-甲氧基-1,2,3,4-四甲基咪唑啶、1,2,3-三甲基-4-亞甲基咪唑啶。
相對於溶劑(A)及電解質(D)的合計重量,化合物(E)的含量[化合物(E1)、化合物(E2)及化合物(E3)的合計含量]為3wt%以下。進而化合物(E)的含量較佳為0.001wt%~3wt%,更佳為0.005wt%~2wt%,尤佳為0.01wt%~1wt%,特佳為0.01wt%~0.5wt%。
若化合物(E)的含量超過3wt%,則本發明的電解液的導電率變差。
化合物(E)包含化合物(E1)、化合物(E2)及化合物(E3),該些中,可為一種或併用二種以上。
化合物(E)的含量可藉由氣相層析儀(設備:例如
GC-17A(島津製作所股份有限公司製造)、管柱溫度:以10℃/min自60℃升溫至250℃、檢測器:火焰離子化檢測器(Flame Ionization Detector,FID)、管柱:例如DBWAX(安捷倫科技(Agilent Technologies)公司製造、30m)進行定量。
本發明的電解液根據需要可添加水。就耐熱性的觀點而言,基於電解液的重量,水的添加量為10wt%以下。
本發明的電解液根據需要可添加通常用於電解液的各種添加劑。作為該添加劑,可列舉:磷酸衍生物(例如磷酸、磷酸酯等)、硼酸衍生物(例如硼酸、硼酸與多糖類[甘露糖醇、山梨糖醇等]的錯合物、硼酸與多元醇[乙二醇、甘油等]的錯合物等)、硝基化合物(例如鄰硝基苯甲酸、對硝基苯甲酸、間硝基苯甲酸、鄰硝基苯酚、對硝基苯酚等)等,就電解質(D)的導電率與在溶劑(A)中的溶解度的觀點而言,基於電解液的重量,添加劑的添加量為10wt%以下。
作為本發明的鋁電解電容器用電解液的製造方法,可列舉:在溶劑(A)中添加電解質(D)並藉由攪拌而使之均勻化後,添加化合物(E)進行攪拌混合的方法等。
繼而,對本發明的具體的實施例進行說明,但本發明並不限定於此。以下,份表示重量份。
投入乙酸乙酯(0.1mol)與1,2-二胺基丙烷(0.1mol),在溫
度為140℃~180℃、壓力為0MPa~0.1MPa下保持6小時,進行醯胺化反應。繼而,在溫度為110℃~150℃下進行減壓蒸餾,而獲得2,4-二甲基咪唑啉。繼而,將碳酸二甲酯(0.2mol)的甲醇溶液(74wt%)與上述所得的2,4-二甲基咪唑啉(0.1mol)混合,並在120℃下攪拌15小時,藉此獲得1,2,3,4-四甲基咪唑啉鎓-碳酸甲酯鹽的甲醇溶液。
在1,2,3,4-四甲基咪唑啉鎓-碳酸甲酯鹽(0.1mol)的甲醇溶液中,添加鄰苯二甲酸(0.1mol),而獲得1,2,3,4-四甲基咪唑啉鎓-鄰苯二甲酸陰離子的甲醇溶液。將上述溶液在1.0kPa以下的減壓、50℃下,加熱至不餾出甲醇為止而將甲醇蒸餾除去後,使溫度自50℃上升至100℃並加熱30分鐘,而將碳酸單甲酯(HOCO2CH3)、甲醇及二氧化碳(甲醇及二氧化碳藉由碳酸單甲酯的熱分解而微量地生成。以下,將該些簡記為副產物)蒸餾除去,藉此獲得1,2,3,4-四甲基咪唑啉鎓-鄰苯二甲酸陰離子。使用甲醇與異丙醇對所得的1,2,3,4-四甲基咪唑啉鎓-鄰苯二甲酸陰離子進行再結晶,而獲得除去了雜質的電解質(D-1){1,2,3,4-四甲基咪唑啉鎓-鄰苯二甲酸陰離子}。
使用順丁烯二酸(0.1mol)代替鄰苯二甲酸(0.1mol),除此以外,以與製造例1相同的方式進行製造,而獲得電解質(D-2){1,2,3,4-四甲基咪唑啉鎓-順丁烯二酸陰離子}。
投入碳酸二乙酯(0.1mol)與2-甲基咪唑啉(四國化成製造、0.1mol),在溫度為100℃~150℃下攪拌10小時,藉此獲得1-乙基-2-甲基咪唑啉。繼而將碳酸二甲酯(0.1mol)的甲醇溶液(74wt%)與上述所得的1-乙基-2-甲基咪唑啉(0.1mol)混合,並在120℃下攪拌15小時,藉此獲得1-乙基-2,3-二甲基咪唑啉鎓-碳酸甲酯鹽的甲醇溶液。
在上述所得的1-乙基-2,3-二甲基咪唑啉鎓-碳酸甲酯鹽(0.1mol)的甲醇溶液中添加鄰苯二甲酸(0.1mol),而獲得1-乙基-2,3-二甲基咪唑啉鎓-鄰苯二甲酸陰離子的甲醇溶液。將上述溶液在1.0kPa以下的減壓、50℃下加熱至不餾出甲醇為止,而將甲醇蒸餾除去後,使溫度自50℃上升至100℃並加熱30分鐘,而將碳酸單甲酯(HOCO2CH3)、副產物蒸餾除去,藉此獲得1-乙基-2,3-二甲基咪唑啉鎓-鄰苯二甲酸陰離子。使用甲醇與異丙醇對所得的1-乙基-2,3-二甲基咪唑啉鎓-鄰苯二甲酸陰離子進行再結晶,而獲得除去了雜質的電解質(D-3){1-乙基-2,3-二甲基咪唑啉鎓-鄰苯二甲酸陰離子}。
在磷酸三乙酯(0.1mol)中添加二乙基胺(0.2mol),在125℃下加熱40小時,而製作磷酸二乙酯單陰離子-二乙基胺陽離子鹽。然後,添加至1,2,3,4-四甲基咪唑啉鎓-碳酸甲酯鹽(0.1mol)的甲醇溶液中,進行鹽交換反應,而獲得1,2,3,4-四甲基咪唑啉鎓-磷酸二乙酯單陰離子的甲醇溶液。將上述溶液在1.0kPa以下的減
壓、135℃下加熱至不餾出甲醇、二乙基胺等胺類為止,而獲得1,2,3,4-四甲基咪唑啉鎓-磷酸二乙酯單陰離子。使用甲醇與異丙醇對所得的1,2,3,4-四甲基咪唑啉鎓-磷酸二乙酯單陰離子進行再結晶,而獲得除去了雜質的電解質(D-4){1,2,3,4-四甲基咪唑啉鎓-磷酸二乙酯單陰離子}。
投入乙酸乙酯(0.1mol)與1,2-二胺基丙烷(0.1mol),在溫度為140℃~180℃、壓力為0MPa~0.1MPa下保持6小時,進行醯胺化反應。繼而在溫度為110℃~150℃下進行減壓蒸餾,而獲得2,4-二甲基咪唑啉。在所得的2,4-二甲基咪唑啉中,在氮氣環境下,添加四氫呋喃(tetrahydrofuran)(以下記載為THF)30ml及正丁基鋰0.1mol,在25℃下攪拌1小時。然後,添加碘甲烷0.2mol,在15℃下攪拌1小時。藉由管柱層析法(column chromatography)將所得的溶液純化,而獲得1,3,4-三甲基-2-亞甲基咪唑啶(E2-1)。
使用碘乙烷代替碘甲烷,除此以外,以與製造例5相同的方式,獲得1-乙基-3,4-二甲基-2-亞甲基咪唑啶(E2-2)。
在乙酸汞(II)(0.1mol)中添加水100ml與THF 100ml,並添加製造例5中所得的(E2-1)(0.1mol),在室溫下攪拌10分鐘。在該溶液中依序添加3M氫氧化鈉水溶液50ml、及在3M氫
氧化鈉水溶液50ml中添加了NaBH4(0.1mol)的溶液。由於汞會立即游離出來,因此使其沈澱,添加食鹽50g使水溶液飽和。分取THF層,藉由旋轉蒸發器(rotatory evaporator)將THF蒸餾除去,藉此獲得1,2,3,4-四甲基咪唑啶-2-醇(E1-3)。
將製造例7中所得的(E1-3)(0.1mol)溶解於二噁烷100ml中,在65℃下在攪拌下添加經粉碎的氫氧化鉀20g。繼而,緩慢地滴加硫酸二甲酯(0.1mol)。在65℃下攪拌2小時後,將固體過濾分離,並將濾液蒸餾,藉此獲得2-甲氧基-1,2,3,4-四甲基咪唑啶(E1-4)。
在將氫氧化鉀3.0mol添加於水200ml中而得的溶液中,添加1,2-二胺基-3-溴丙烷(1.0mol)。一邊將溫度保持在85℃~95℃一邊攪拌。將反應混合物冷卻至50℃,添加濃鹽酸125ml將下層分離,並藉由氯化鈣乾燥。將氯化鈣過濾分離,並將液體蒸餾,藉此獲得1,2-二胺基-2-丙烯。
將在氯仿50ml中溶解有乙醛(0.1mol)的溶液在0℃下緩慢地添加至1,2-二胺基-2-丙烯(1.0mol)中。靜置一晚後,利用旋轉蒸發器將氯仿蒸餾除去,藉由己烷萃取殘留物。藉由硫酸鈉進行乾燥,並利用旋轉蒸發器將溶劑蒸餾除去,藉此獲得2-甲基-4-亞甲基咪唑啶。
使2-甲基-4-亞甲基咪唑啶(0.1mol)溶解於THF 30ml中,
添加碘甲烷(0.2mol),在15℃下攪拌1小時。藉由管柱層析法將所得的溶液純化,而獲得1,2,3-三甲基-4-亞甲基咪唑啶(E3-5)。
以表1所示的調配量,將上述製造例1~製造例4中所得的電解質(D-1)~電解質(D-4)、上述製造例5~製造例9中所得的化合物(E2-1)、化合物(E2-2)、化合物(E1-3)、化合物(E1-4)、及化合物(E3-5)、γ-丁內酯(三菱化學公司製造)及環丁碸(住友精化製造)混合溶解,而製備實施例1~實施例42、比較例1~比較例7的電解液。
化合物(E)的含量是在下述測定條件下測定的測定值。化合物(E)的含量是相對於溶劑(A)及電解質(D)的合計重量的(E)的含量。
化合物(E)的定量
在以下測定條件下進行。
設備:島津製作所製造的GC-17A、管柱:安捷倫科技公司製造的毛細管柱(capillary column)DBWAX(長度(LENGTH):30m、內徑(Inse Diameter,ID):0.53mm)、檢測器:FID、載氣:氦氣、氣化室溫度:300℃、檢測器溫度:300℃、
管柱溫度:以10℃/分鐘的速度自初始溫度60℃升溫至250℃、注入量:1μl。
校準曲線是使用化合物(E)而製作。
對本發明的實施例1~實施例42與比較例1~比較例7的電解液測定漏液性、導電率及導電率的變化率,將結果表示於表1~表3。
漏液性
使用電解液製作捲取型的鋁電解電容器(額定電壓為6.3V-靜電電容為220μF、尺寸;Φ6.5mm×L4.5mm)。封口橡膠是使用過氧化物硫化的丁基橡膠。對所製作的鋁電解電容器施加額定電壓,並觀察3000小時後的封口體的狀態。溫度、相對濕度的條件實施以下的3種。條件A:(溫度為105℃、相對濕度為85%)、條件B:(溫度為130℃、相對濕度為85%)、條件C:(溫度為140℃、相對濕度為85%)
導電率
使用東亞DKK(DKK-TOA)股份有限公司製造的導電率計CM-40S,測定30℃下的耐熱試驗前的電解液的導電率。
導電率的變化率
測定在密閉SUS(不鏽鋼製)容器中、在130℃下實施1000小時的耐熱試驗後的藉由下述式表示的導電率的變化率。
導電率的變化率(%)=100×([耐熱試驗前的導電率]-[耐熱試驗後的導電率])/[耐熱試驗前的導電率]
若將實施例1~實施例6與比較例1、實施例7~實施例12與比較例2、實施例13~實施例18與比較例3、實施例19~實施例24與比較例4、實施例25~實施例30與比較例5、實施例31~實施例36與比較例6、實施例37~實施例42與比較例7分別進行比較,則可知,關於漏液性,實施例具有與比較例幾乎同等程度的高的漏液性,關於導電率與導電率的變化率,則實施例均優異。
藉由使用本發明的電解液,而即便在周邊環境的進一步高溫化、或多濕條件下,亦不會自密封部漏出電解液,且導電率亦優異,因此可提高電解電容器的可靠性。本發明的電解液特別有效用於周邊環境容易變得高溫、多濕的汽車用途。
Claims (13)
- 一種鋁電解電容器用電解液,其含有溶劑(A)及下述通式(1)所示的電解質(D)而成,相對於所述溶劑(A)及所述電解質(D)的合計重量,下述通式(2)所示的化合物(E1)、下述通式(3)所示的化合物(E2)及下述通式(4)所示的化合物(E3)的合計含量為3重量%以下:
- 如申請專利範圍第1項所述之鋁電解電容器用電解液,其中所述溶劑(A)為極性溶劑(A1)。
- 如申請專利範圍第2項所述之鋁電解電容器用電解液,其中所述極性溶劑(A1)是在25℃下的相對介電常數為5~150的極性溶劑(A1)。
- 如申請專利範圍第2項或第3項所述之鋁電解電容器用電解液,其中所述極性溶劑(A1)為非質子性溶劑(A11)。
- 如申請專利範圍第4項所述之鋁電解電容器用電解液,其中所述非質子性溶劑(A11)為選自由醚、醯胺、內酯、腈、碳酸酯、碸所組成的組群的至少1種。
- 如申請專利範圍第1項或第2項所述之鋁電解電容器用電解液,其中所述酸(C)為有機酸(C1)。
- 如申請專利範圍第1項或第2項所述之鋁電解電容器用電解液,其中所述酸(C)為無機酸(C2)。
- 如申請專利範圍第6項所述之鋁電解電容器用電解液,其中所述有機酸(C1)是選自由碳數1~15的羧酸(C11)、碳數1~15的磷酸單烷基酯、及碳數2~30的磷酸二烷基酯所組成的組群的至少1種。
- 如申請專利範圍第8項所述之鋁電解電容器用電解液,其中所述羧酸(C11)為鄰苯二甲酸及/或順丁烯二酸。
- 如申請專利範圍第7項所述之鋁電解電容器用電解液,其中所述無機酸(C2)為選自由磷酸、四氟化硼酸、過氯酸、六氟化磷酸、六氟化銻酸、六氟化砷酸所組成的組群的至少1種。
- 如申請專利範圍第1項或第2項所述之鋁電解電容器用電 解液,其中相對於所述溶劑(A)及所述電解質(D)的合計重量,所述化合物(E1)、所述化合物(E2)及所述化合物(E3)的合計含量為0.001重量%~3重量%。
- 一種鋁電解電容器,其使用如申請專利範圍第1項至第11項中任一項所述之鋁電解電容器用電解液而成。
- 如申請專利範圍第12項所述之鋁電解電容器,其為汽車用途。
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