CN1039264C - 电解液和使用该电解液的电子元件 - Google Patents
电解液和使用该电解液的电子元件 Download PDFInfo
- Publication number
- CN1039264C CN1039264C CN94191092A CN94191092A CN1039264C CN 1039264 C CN1039264 C CN 1039264C CN 94191092 A CN94191092 A CN 94191092A CN 94191092 A CN94191092 A CN 94191092A CN 1039264 C CN1039264 C CN 1039264C
- Authority
- CN
- China
- Prior art keywords
- electrolyte
- acid
- compound
- alkyl
- methyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000008151 electrolyte solution Substances 0.000 title 1
- 239000003792 electrolyte Substances 0.000 claims abstract description 79
- 150000003839 salts Chemical group 0.000 claims abstract description 48
- 239000003990 capacitor Substances 0.000 claims abstract description 46
- 150000001875 compounds Chemical class 0.000 claims abstract description 25
- MCTWTZJPVLRJOU-UHFFFAOYSA-N 1-methyl-1H-imidazole Chemical compound CN1C=CN=C1 MCTWTZJPVLRJOU-UHFFFAOYSA-N 0.000 claims abstract description 7
- ZFDWWDZLRKHULH-UHFFFAOYSA-N 1,2-dimethyl-5,6-dihydro-4h-pyrimidine Chemical compound CN1CCCN=C1C ZFDWWDZLRKHULH-UHFFFAOYSA-N 0.000 claims abstract description 4
- 229910052782 aluminium Inorganic materials 0.000 claims description 34
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 32
- 239000004411 aluminium Substances 0.000 claims description 31
- -1 amidine compound Chemical class 0.000 claims description 29
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 claims description 18
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 18
- 229910052757 nitrogen Inorganic materials 0.000 claims description 10
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 9
- LXBGSDVWAMZHDD-UHFFFAOYSA-N 2-methyl-1h-imidazole Chemical compound CC1=NC=CN1 LXBGSDVWAMZHDD-UHFFFAOYSA-N 0.000 claims description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-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
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 7
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 6
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 6
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 6
- 150000001768 cations Chemical class 0.000 claims description 6
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 6
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 claims description 6
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 6
- 239000011976 maleic acid Substances 0.000 claims description 6
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 6
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 6
- 150000007524 organic acids Chemical class 0.000 claims description 5
- 239000000243 solution Substances 0.000 claims description 5
- OTPDWCMLUKMQNO-UHFFFAOYSA-N 1,2,3,4-tetrahydropyrimidine Chemical group C1NCC=CN1 OTPDWCMLUKMQNO-UHFFFAOYSA-N 0.000 claims description 4
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 4
- 150000002891 organic anions Chemical class 0.000 claims description 4
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 3
- AGMJWUBJIPQHBM-UHFFFAOYSA-O 2,3,5-trimethyl-1H-imidazol-3-ium Chemical compound C[NH+]1C=C(C)N=C1C AGMJWUBJIPQHBM-UHFFFAOYSA-O 0.000 claims description 2
- 125000002947 alkylene group Chemical group 0.000 claims description 2
- 150000001450 anions Chemical class 0.000 claims description 2
- 239000012266 salt solution Substances 0.000 claims description 2
- XMUZQOKACOLCSS-UHFFFAOYSA-N [2-(hydroxymethyl)phenyl]methanol Chemical compound OCC1=CC=CC=C1CO XMUZQOKACOLCSS-UHFFFAOYSA-N 0.000 claims 1
- 150000001409 amidines Chemical class 0.000 claims 1
- 150000001449 anionic compounds Chemical class 0.000 claims 1
- 150000001735 carboxylic acids Chemical group 0.000 claims 1
- 229910001412 inorganic anion Inorganic materials 0.000 claims 1
- 239000005060 rubber Substances 0.000 abstract description 3
- 229920001971 elastomer Polymers 0.000 abstract description 2
- 229910052751 metal Inorganic materials 0.000 abstract description 2
- 239000002184 metal Substances 0.000 abstract description 2
- QEIHVTKMBYEXPZ-UHFFFAOYSA-N 1,2-dimethyl-4,5-dihydroimidazole Chemical compound CN1CCN=C1C QEIHVTKMBYEXPZ-UHFFFAOYSA-N 0.000 abstract 1
- FGYADSCZTQOAFK-UHFFFAOYSA-N 1-methylbenzimidazole Chemical compound C1=CC=C2N(C)C=NC2=C1 FGYADSCZTQOAFK-UHFFFAOYSA-N 0.000 abstract 1
- KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 abstract 1
- 125000000320 amidine group Chemical class 0.000 abstract 1
- 239000011347 resin Substances 0.000 abstract 1
- 229920005989 resin Polymers 0.000 abstract 1
- 238000007789 sealing Methods 0.000 description 14
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 13
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 11
- 230000014509 gene expression Effects 0.000 description 11
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 239000002904 solvent Substances 0.000 description 9
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 8
- 239000002253 acid Substances 0.000 description 8
- 239000011888 foil Substances 0.000 description 8
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 8
- 150000001412 amines Chemical group 0.000 description 7
- 125000003739 carbamimidoyl group Chemical group C(N)(=N)* 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 6
- 239000003960 organic solvent Substances 0.000 description 6
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 6
- 239000008393 encapsulating agent Substances 0.000 description 5
- 238000010438 heat treatment Methods 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 5
- 150000007522 mineralic acids Chemical class 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- XLSZMDLNRCVEIJ-UHFFFAOYSA-N 4-methylimidazole Chemical compound CC1=CNC=N1 XLSZMDLNRCVEIJ-UHFFFAOYSA-N 0.000 description 4
- FCUMWLUJXHSJRY-UHFFFAOYSA-O N1=CC=CC2=CC=CC=C12.C[N+]1=C(NC(=C1)C)C Chemical compound N1=CC=CC2=CC=CC=C12.C[N+]1=C(NC(=C1)C)C FCUMWLUJXHSJRY-UHFFFAOYSA-O 0.000 description 4
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- 150000002460 imidazoles Chemical class 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-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
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 230000032683 aging Effects 0.000 description 3
- 150000001350 alkyl halides Chemical class 0.000 description 3
- 125000000129 anionic group Chemical group 0.000 description 3
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 3
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 3
- 239000004327 boric acid Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000000354 decomposition reaction Methods 0.000 description 3
- 238000007598 dipping method Methods 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- XPFVYQJUAUNWIW-UHFFFAOYSA-N furfuryl alcohol Chemical compound OCC1=CC=CO1 XPFVYQJUAUNWIW-UHFFFAOYSA-N 0.000 description 3
- 150000002500 ions Chemical class 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 3
- RHFUXPCCELGMFC-UHFFFAOYSA-N n-(6-cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-n-phenylmethoxyacetamide Chemical compound OC1C(C)(C)OC2=CC=C(C#N)C=C2C1N(C(=O)C)OCC1=CC=CC=C1 RHFUXPCCELGMFC-UHFFFAOYSA-N 0.000 description 3
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- FGIHSZXDNYRAKQ-UHFFFAOYSA-N 2-benzyl-1-methyl-4,5-dihydroimidazole Chemical compound CN1CCN=C1CC1=CC=CC=C1 FGIHSZXDNYRAKQ-UHFFFAOYSA-N 0.000 description 2
- NFTHHHNYDXPVHJ-UHFFFAOYSA-N 2-heptyl-1-methyl-4,5-dihydroimidazole Chemical compound CCCCCCCC1=NCCN1C NFTHHHNYDXPVHJ-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
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- XXRCUYVCPSWGCC-UHFFFAOYSA-N Ethyl pyruvate Chemical compound CCOC(=O)C(C)=O XXRCUYVCPSWGCC-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
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-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
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 230000002159 abnormal effect Effects 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 150000001335 aliphatic alkanes Chemical class 0.000 description 2
- 150000001398 aluminium Chemical class 0.000 description 2
- 238000005349 anion exchange Methods 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 230000004888 barrier function Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 229920005549 butyl rubber Polymers 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 2
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-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
- 230000000694 effects Effects 0.000 description 2
- RRAFCDWBNXTKKO-UHFFFAOYSA-N eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 description 2
- GAEKPEKOJKCEMS-UHFFFAOYSA-N gamma-valerolactone Chemical compound CC1CCC(=O)O1 GAEKPEKOJKCEMS-UHFFFAOYSA-N 0.000 description 2
- LHGVFZTZFXWLCP-UHFFFAOYSA-N guaiacol Chemical compound COC1=CC=CC=C1O LHGVFZTZFXWLCP-UHFFFAOYSA-N 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
- LVHBHZANLOWSRM-UHFFFAOYSA-N itaconic acid Chemical compound OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-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
- 238000004519 manufacturing process Methods 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- CXHHBNMLPJOKQD-UHFFFAOYSA-N methyl hydrogen carbonate Chemical compound COC(O)=O CXHHBNMLPJOKQD-UHFFFAOYSA-N 0.000 description 2
- 150000004780 naphthols Chemical class 0.000 description 2
- 150000002828 nitro derivatives Chemical class 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
- 150000002989 phenols Chemical class 0.000 description 2
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-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
- 230000036647 reaction Effects 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 238000009938 salting Methods 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 238000005476 soldering Methods 0.000 description 2
- 230000006641 stabilisation Effects 0.000 description 2
- 238000011105 stabilization Methods 0.000 description 2
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 2
- 230000035900 sweating Effects 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
- CDQDMLWGTVLQEE-UHFFFAOYSA-N (1-methylimidazol-2-yl)methanol Chemical compound CN1C=CN=C1CO CDQDMLWGTVLQEE-UHFFFAOYSA-N 0.000 description 1
- QBYIENPQHBMVBV-HFEGYEGKSA-N (2R)-2-hydroxy-2-phenylacetic acid Chemical compound O[C@@H](C(O)=O)c1ccccc1.O[C@@H](C(O)=O)c1ccccc1 QBYIENPQHBMVBV-HFEGYEGKSA-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
- KKUHGGZTINWROK-KSBRXOFISA-L (z)-but-2-enedioate;triethyl(methyl)azanium Chemical compound CC[N+](C)(CC)CC.CC[N+](C)(CC)CC.[O-]C(=O)\C=C/C([O-])=O KKUHGGZTINWROK-KSBRXOFISA-L 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
- DBOFPRDNHUMHGD-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;2-methylbuta-1,3-diene;2-methylprop-1-ene Chemical compound CC(C)=C.CC(=C)C=C.C=CC1=CC=CC=C1C=C DBOFPRDNHUMHGD-UHFFFAOYSA-N 0.000 description 1
- LZDKZFUFMNSQCJ-UHFFFAOYSA-N 1,2-diethoxyethane Chemical compound CCOCCOCC LZDKZFUFMNSQCJ-UHFFFAOYSA-N 0.000 description 1
- CIVXHTPBRQUAHC-UHFFFAOYSA-N 1,2-dimethylimidazol-4-ol Chemical compound CC1=NC(O)=CN1C CIVXHTPBRQUAHC-UHFFFAOYSA-N 0.000 description 1
- CFQPVBJOKYSPKG-UHFFFAOYSA-N 1,3-dimethylimidazol-2-one Chemical compound CN1C=CN(C)C1=O CFQPVBJOKYSPKG-UHFFFAOYSA-N 0.000 description 1
- URJFKQPLLWGDEI-UHFFFAOYSA-N 1-benzyl-2-methylimidazole Chemical compound CC1=NC=[C]N1CC1=CC=CC=C1 URJFKQPLLWGDEI-UHFFFAOYSA-N 0.000 description 1
- KKKDZZRICRFGSD-UHFFFAOYSA-N 1-benzylimidazole Chemical compound C1=CN=CN1CC1=CC=CC=C1 KKKDZZRICRFGSD-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
- OQJQPIWVCBJVAZ-UHFFFAOYSA-N 1-methyl-2-phenylimidazole Chemical compound CN1C=CN=C1C1=CC=CC=C1 OQJQPIWVCBJVAZ-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
- SEULWJSKCVACTH-UHFFFAOYSA-N 1-phenylimidazole Chemical compound C1=NC=CN1C1=CC=CC=C1 SEULWJSKCVACTH-UHFFFAOYSA-N 0.000 description 1
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 description 1
- PRQKWQBYKJQGJS-UHFFFAOYSA-N 2-(1h-imidazol-2-yl)propan-1-ol Chemical compound OCC(C)C1=NC=CN1 PRQKWQBYKJQGJS-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
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Classifications
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- 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
- H01G9/022—Electrolytes; Absorbents
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
- H01G11/00—Hybrid capacitors, i.e. capacitors having different positive and negative electrodes; Electric double-layer [EDL] capacitors; Processes for the manufacture thereof or of parts thereof
- H01G11/54—Electrolytes
- H01G11/58—Liquid electrolytes
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
- H01G11/00—Hybrid capacitors, i.e. capacitors having different positive and negative electrodes; Electric double-layer [EDL] capacitors; Processes for the manufacture thereof or of parts thereof
- H01G11/54—Electrolytes
- H01G11/58—Liquid electrolytes
- H01G11/62—Liquid electrolytes characterised by the solute, e.g. salts, anions or cations therein
-
- H—ELECTRICITY
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Abstract
本发明涉及用于电子元件的电解液和使用上述电解液的电解电容器;电解液中包含诸如1-甲基咪唑、1-甲基苯并咪唑、1,2-二甲基咪唑、1,2-二甲基-1,4,5,6-四氢嘧啶、1,8-二氮杂双环[5.4.0]十一碳烯-7、1,5-二氮杂双环[4.3.0]壬烯-5之类的第N,N、N’-取代脒基化合物的季盐。使用这种电解液的电子元件如电解电容器和电致变色显示器具有极好的热稳定性、高的比电导率,以及不会降解或腐蚀金属、树脂或橡胶。
Description
本发明涉及用于诸如铝电解电容器、双电层电容器和电致变色显示器之类的电子元件的电解液,特别是含有特定脒基化合物的季盐为溶质的电解液以及使用该电解液的电子元件。
至今已知用于上述电子元件的电解液包括用于铝电解电容器的电解液如含芳香族羧酸(如邻苯二甲酸)的季胺盐为溶质的电解液(美国专利4,715,976)、含马来酸的季胺盐为溶质的电解液(美国专利4,715,976)和含饱和脂肪族二羧酸的季胺盐(美国专利4,473,864)。
已知用于双电层电容器的电解液是含高氯酸的季胺盐为溶质的电解液等(Japanese Kokoku publication,Sho-54-9704)。
随着近年来电子仪器和设备的小型化、轻型化和高密度封装,片状电子元件的生产增加了。然而,在这个应用领域中,上述的电解液的耐热性差;为了满足片状元件的需要,也仅发明了有关从外面隔热的绝热材料或有关密封方法。鉴于将来片状元件的生产和大型电子元件的平面封装预料会进一步增加,估计焊接温度会变得更高,因此,急切需要在回流焊接温度下具有热稳定性的电解液。
另一个问题是:当铝电解电容器或双电层电容器用上述电解液和橡胶密封剂构成时,由在负电位电极侧的季盐电解产生的过量氢氧根离子会引起橡胶密封材料的老化,从而导致密封性能的明显降低。
因此,本发明的一个目的提供一种能满足这种需要的电解液,即一种耐热性高,比电导率高,耐久性好、无密封材料老化危险的电解液,以及提供一种使用该电解液的电子元件。
本发明提供了一种下述[1]定义的电解液、下述[2]定义的电子元件和下述[3]定义的铝电解电容器。
[1]一种包含如下所示通式(1)表示的,带有N,N,N′-取代脒基的化合物(a)的季盐溶液(A)的电解液:在通式(1)中,R1为可任选地被一个羟基取代的C1-C20烃基或一个氢原子;R2,R3和R4都分别为可任选地带一个羟基、氨基、硝基、氰基、羧基、醚基或醛基的C1~C10烃基。R1、R2、R3和R4中的任二个可以相互连接成一个环或多个环。
[2]一种使用上述定义的电解液的电子元件。
[3]一种含有电解液的铝电解电容器,该电解液包含一种由与如下所示通式(2)表示的环状脒化合物的二个氮原子之一相连的,具有可任选地含有一个羟基的C1~C11烷基或芳烷基结构的阳离子和羧酸阴离子构成盐的有机溶剂溶液。在通式(2)中,R5是可任选地被一种羟基取代的C1~C20烃基或一个氢原子;R6是可任选地被一个羟基取代的C1~C10烃基;Q是C2~C10亚烷基、亚芳基或亚链烯基,这种基团可任选地被一个C1~C5烃基或被一个氨基、硝基、氰基、羧基或醛基取代。
因为本发明的电解液含有上述脒基
季盐(A)溶质,所以它有高的热稳定性和高的比电导率,除了由脒基季盐化产生的阳离子基形态(如下所示形态(1))以外,在许多情况下,上述的季盐(A)中由于脒基中电子的非极化而产生更多的阳离子共振稳定化结构(如下所示形态②)。在这里它们两种形态都定义为“季盐”。更具体地说,当有后者共振稳定化结构的化合物用作溶质时,可能由于促进了离子离解而得到高比电导率。
另一方面,即使当由于电解液中的电解反应而过量形成氢氧根离子时,也会由于氢氧根离子与脒基的反应而迅速消失。因此,与现有的由胺衍生的季胺盐不同,季盐(A)可能降低上述电解反应的作用。结果提高了电容器的密封性能。
图1是表示本发明电解液适用的铝电解电容器的基本部分的透视示意图。1表示阳极箔,2表示阴极箔,3表示绝缘层,4表示引出接头。
为了更详细地说明本发明,下面描述本发明的优选实施例。
对于通式(1),R1为可任选地被一个羟基取代的C1~C20烃基或一个氢原子。优选的R1为可任选地被一个羟基取代的C1~C7羟基或一个氢原子。
R2、R3和R4分别为可任选地被一个羟基、氨基、硝基、氰基、羧基、醚基或醛基取代的C1~C10,较好为C1~C7烃基。
R1、R2、R3和R4中的任何二个可以相互连接成环,例如,R1和R2连接,R3和R4连接。
有N,N,N′-取代脒基的通式(I)的化合物(a)可以是非环状的或环状的。
作为非环状化合物(a)的具体例子可以提到N,N-二甲基-N′-苄基甲脒、N-甲基-N,N′-二苄基甲脒、N、N-二甲基-N′-苄基乙脒、N,N-二甲基-N′-苯基乙脒、N-甲基-N、N′二苄基乙脒等。
当环状时,化合物(a)例如是上述通式(2)表示的环状脒化合物。
在通式(2)中,R5是可任选地被一个羟基取代的C1~C10烃基或氢原子。优选的R5为可任选地被一个羟基取代的C1~C7烃基或一个氢原子。
R6是可任选地被一个羟基取代的C1~C10,较好为C1~C7烃基。
Q是可任选地被一个C1~C5烃基或被一个氨基、硝基、氰基、羧基或醛基取代的亚烷基、亚芳基、或亚芳烷基。优选的Q的例子为亚乙基、正或异亚丙基、亚苯基或亚乙烯基。
作为上述通式(2)表示的环状脒化合物可以提到例如含咪唑、2-咪唑啉或四氢嘧啶环的化合物,具体的例子如下:
①单环咪唑化合物。
咪唑同系物:1-甲基咪唑、1-苯基咪唑、1-苄基咪唑、1,2-二甲基咪唑、1-乙基-2-甲基咪唑、1-苯基-2-甲基咪唑、1-苄基-2-甲基咪唑、1-甲基-2-苯基咪唑、1-甲基-2-苄基咪唑、1,4-二甲基咪唑、1,5-二甲基咪唑、1,2,4-三甲基咪唑、1,4-二甲基-2-乙基咪唑等;
羟烷基衍生物:1-甲基-2-羟甲基咪唑、1-甲基-2-羟乙基咪唑、1-甲基-4-羟甲基咪唑、1-(β-羟乙基)咪唑、1-甲基-2-乙氧基甲基咪唑、1-乙氧基甲基-2-甲基咪唑等;
硝基或氨基衍生物:1-甲基-4(5)-硝基咪唑、1,2-二甲基-4(5)-硝基咪唑、1,2-二甲基-5(4)-氨基咪唑、1-甲基-4(5)-(2-氨基乙基)咪唑、1-(β-氨基乙基)咪唑等;
苯并咪唑:1-甲基苯并咪唑、1-甲基-2-苄基苯并咪唑、1-甲基-5(6)-硝基苯并咪唑等;
含2-咪唑啉环的化合物:1-甲基咪唑啉、1,2-二甲基咪唑啉、1,2,4-三甲基咪唑啉、1,4-二甲基-2-乙基咪唑啉,1-甲基-2-苯基咪唑啉、1-甲基-2-苄基咪唑啉、1-甲基-2-羟乙基咪唑啉、1-甲基-2-庚基咪唑啉、1-甲基-2-十一碳烷基咪唑啉、1-甲基-2-十七碳烷基咪唑啉、1-(β-羟乙基)-2-甲基咪唑啉、1-甲基-2-乙氧基甲基咪唑啉、1-乙氧基甲基-2-甲基咪唑啉等;
含四氢嘧啶环的化合物:1-甲基-1,4,5,6-四氢嘧啶,1,2-二甲基-1,4,5,6-四氢嘧啶、1,8-二氮杂双环[5.4.0]十一碳烯-7、1,5-二氮杂双环[4.3.0]壬烯-5,这些化合物公布在Japanese Kokoku Pub-lication Sho-46-37503等中。
在上列化合物中优选的化合物(a)的例子是:通式(2)表示的环状咪化合物,更优选的是那些含咪唑、2-咪唑啉或四氢嘧啶环的化合物,尤其是1-甲基咪唑、1,2-二甲基咪唑、1,4-二甲基-2-乙基咪唑、1-甲基苯并咪唑、1,2-二甲基咪唑、1,2、4-三甲基咪唑、1,4-二甲基-2-乙基咪唑、1-甲基-2-庚基咪唑,1,2-二甲基-1,4,5,6-四氢嘧啶,1,8-二氮杂双环[5.4.0]十一碳烯-7和1,5-二氮杂双环[4.3.0]壬烯-5。
上述的季盐(A)一般包含一个由上述列举的(a)的例子中任何一个化合物季盐化产生的阳离子和一个酸根离子。
对于(a)的季盐化方法,可以用烷基卤化物进行季盐化,正如J、Am、Chem.Soc.,69,2269(1947)揭示的那样,烷基卤化物是一种季盐化剂。其他用于(a)的季盐剂可以提到硫酸二烃酯、磺酸酯(U.S.S.R SU176290)、碳酸二甲酯(美国专利2,635,100)、磷酸酯(Journal f、Prakt.Chemie.317卷,第5期,1975,733)、含环氧基化合物(美国专利2,127,476)等。当必须对上述季盐(A)的阴离子成份进行离子交换时,例如,当用烷基卤使(a)季盐化,随后用有机酸阴离子进行阴离子交换时,可以得到含所需有机酸阴离子的季盐,例如用氢氧根离子先交换由季盐化产生的卤离子,然后使氢氧根离子与相应的有机酸反应。优选的季盐(A)是通过使(a)与一个可任选地含一个羟基的带有C1~C11烷基或芳烷基的季盐化剂反应,如果必要再将阴离子交换成优选的酸根离子而得到。这是一种含带C1~C11烷基或芳烷基与(a)中氮原子之一连接而产生的结构的阳离子和酸根离子的盐。
构成季盐(A)阴离子的酸可以是有机酸或无机酸。例如有机酸选自下述(1)至(4)中提到的有机酸,无机酸选自下述(5)中的无机酸。
(1)羧酸
多元羧酸(二元至四元羧酸):脂肪族多元羧酸[饱和多元羧酸(如草酸、丙二酸、丁二酸、戊二酸、己二羧、庚二酸、辛二酸、壬二酸、癸二酸);不饱和多元羧酸(如马来酸、富马酸、亚甲基丁二酸)];芳香族多元羧酸[如邻苯二甲酸、间苯二甲酸、对苯二甲酸、1,2,4-苯三酸、1,2,4,5-苯四酸];含硫多元羧酸[如硫代丙酸]等;
羟基羧酸:脂肪族羟基羧酸[如羟基乙酸、乳酸、酒石酸];芳香族羟基羧酸[水杨酸、扁桃酸]等;
一元羧酸:C1~C30脂肪族—元羧酸[饱和一元羧酸(如甲酸、乙酸、丙酸、丁酸、异丁酸、戊酸、己酸、庚酸、辛酸、壬酸、月桂酸、肉豆蔻酸、硬脂酸、山萮酸);不饱和一元羧酸(如丙烯酸、甲基丙烯酸、油酸)];芳香族一元羧酸[如苯甲酸、肉桂酸、萘甲酸]等;
②酚类
一元酚(包括苯酚和萘酚):
苯酚:烷基苯酚(甲苯酚、二甲苯酚、乙基苯酚、正和异丙基苯酚、正和异戊基苯酚、异壬基苯酚、异十二碳烷基苯酚);甲氧基苯酚(如丁子香酚、愈创木酚);萘酚,环己基苯酚等;
多元酚:儿苯酚、间苯二酚、焦掊酚、间苯三酚等;
③磷酸—和二烷基酯
磷酸—和二甲酯、磷酸—和二异丙酯、磷酸—和二丁酯、磷酸—和二(2-乙基己)酯、磷酸—和二异癸酯等;
④磺酸
对甲苯磺酸、十二碳烷基苯磺酸、磺基水杨酸等;
⑤无机酸
磷酸、四氟硼酸、高氯酸、氟磷酸、氟锑酸、氟砷酸、三氟甲烷磺酸等;
当想把电解液用于铝电解电容器时,其中羧酸和磷酸—和二烷基酸是优选的,邻苯二甲酸和马来酸是特别优选的。
在双电层电容器情况时,其中无机酸是优选的,四氟硼酸、高氯酸、氟磷酸和三氟甲烷磺酸是特别优选的。
酸的分子量一般在46至500,较好在90至300之间。超过500的分子量导致电解质在溶剂中溶解度降低。
本发明电解液的pH值一般在4至11,较好在6至9之间。上述季盐(A)应当在电解液的pH处于这个范围内时的条件下制备(根据阴离子的种类和数量等)。例如当将多元酸如多元羧酸的偏酯用作形成阴离子的组份时,应注意pH的调节。电解液的pH值是25℃分析时不加稀释的电解液的pH值。
本发明的电解液包含上述季盐(A)的溶液。一般地说,可以将有机溶剂和/或水用作溶剂。如下列出有机溶剂的典型例子,其中二种或多种溶剂可以混合使用。
·醇:
一元醇[如甲醇、乙醇、丙醇、丁醇、双丙酮醇、苄醇、戊醇、糠醇];二元醇(如乙二醇、丙二醇、二甘醇、己二醇);三元醇(甘油);己糖醇等;
·醚
单醚(如乙二醇—甲基醚、乙二醇—乙基醚、二甘醇—甲基醚、二甘醇—乙基醚、乙二醇苯醚、四氢呋喃、3-甲基四氢呋喃);二醚(如乙二醇二甲醚、乙二醇二***、二甘醇二甲醚、二甘醇二***)等;
酰胺
甲酰胺(如N-甲基甲酰胺、N,N-二甲基用酰胺、N-乙基甲酰胺、N、N-二乙基甲酰胺);乙酰胺(如N-甲基乙酰胺,N,N-二甲基乙酰胺、N-乙基乙酰胺、N,N-二乙基乙酰胺);丙酰胺(如N,N-二甲基丙酰胺);六甲基磷酰胺等;
噁唑烷二酮:
N-甲基-2-噁唑烷二酮、3,5-二甲基-2-噁唑烷二酮等;
内酯:
γ-丁内酯、α-乙酰基-γ-丁内酯、β-丁内酯、γ-戊内酯、δ-戊内酯等;
腈:
乙腈、丙烯腈等;
碳酸酯:碳酸亚乙酯、碳酸亚丙酯等;
其他有机溶剂:二甲亚砜、环丁砜、1,3-二甲基-2-咪唑啉酮、N-甲基吡咯烷酮、芳香族溶剂、(如甲苯、二甲苯)、石蜡族溶剂(如正构链烷、异构链烷)等。
在铝电解电容器的情况下,以γ-丁内酯和/或乙二醇为基的溶剂是优选的溶剂,在双层电容器的情况下,以碳酸亚丙酯和/或γ-丁内酯为基的溶剂是上述溶剂中优选的。
当水与有机溶剂混合使用时,水的比例较好不超过5%(重量),更好不超过3%(重量),最好不超过1%(重量),以电解液的重量为基准,
如有必要,本发明的电解液可含有各种添加剂。用作添加剂的可以提到磷酸衍生物,硼酸衍生物和硝基衍生物(nitroderivatives)。
本发明电解液中季盐(A)的含量一般为1至70%(重量)、较好为5至40%(重量),以电解液重量为基准。
本发明的电子元件是一种使用本发明电解液的电子元件。对于电子元件的种类可以提到铝电解电容器、双电层电容器和电致变色显示元件等。这些电子元件中特别优选的是含电解液的铝电解电容器,该电解液含有一种由与通式(2)表示的环状脒化合物的二个氮原子之一相连的,具有可任选地含有一个羟基的C1~C11烷基或芳烷基结构的阳离子和羧酸阴离子构成盐的有机溶剂溶液。
图1表示了一个铝电解电容器组成部件的构造。正如图1所示,该元件是这样构成的,即将铝阳极箔1用作正电极,将铝阴极箔2用作相对的负电极,将绝缘物3放于两者之间并卷在一起,引出接头4分别连接阳极箔1和阴极箔2。有这种构造的元件用电解液浸渍并放在铝盒中,该铝盒用密封材料密封并经卷绕,这样就制成了铝电解电容器。实施例
下面将给出许多本发明的具体实施方式,然而,它们绝不用于限制本发明的保护范围。以下这些缩写代表各自所列的化合物。
MA·MZ-M马来酸—(甲基季盐化1-甲基咪唑)盐;
PA·MZ-M:邻苯二甲酸—(甲基季盐化1-甲基咪唑)盐
PA·DMZ-M:邻苯二甲酸—(甲基季盐化1,2-二甲基咪唑)盐
PA·DMEZ-M:邻苯二甲酸-(甲基季盐化1,4-二甲基-2-乙基咪唑)盐
PA·MBZ-M:邻苯二甲酸-(甲基季盐化1-甲基苯并咪唑)盐
PA·DMZL-M:邻苯二甲酸(甲基季盐化1,2-二甲基咪唑啉)盐
PA·TMZL-M:邻苯二甲酸-(甲基季盐化1,2,4-三甲基咪唑啉)盐
PA·MC7ZL-M:邻苯二甲酸-(甲基季盐化1-甲基-2-庚基咪唑啉)盐
PA·DMTHP-M:邻苯二甲酸-(甲基季盐化1,2-二甲基-1,4,5,6-四氢嘧啶)盐
PA·DBU-M:邻苯二甲酸-(甲基季盐化1,8-二氮杂双环[5.4.0]十一碳烯-7)盐
PA·DBN-M:邻苯二甲酸-(甲基季盐化1,5-二氮杂双环[4.3.0]壬烯-5)盐
BF4·TMZL-M:四氟硼酸(甲基季盐化1,2,4-三甲基咪唑啉)盐
FMS·TMZL-M:三氟甲烷磺酸(甲基季盐化1,2,4-三甲基咪唑啉)盐
PF6·DMZL-M:氟磷酸(甲基季盐化1,2-二甲基咪唑啉)盐
MA·MTEAH·:马来酸-(甲基三乙基铵)盐
PA·EAH:邻苯二甲酸-(四乙基铵)盐
BF4·EAH:四氟硼酸-(四乙基铵)盐
GBL:γ-丁内酯
PC:碳酸亚丙酯。制备实施例1
在一个1升搅拌型SUS高压釜中加入270.0g碳酸二甲酯和82.0g1-甲基咪唑,反应在130℃温度下进行24小时。然后将高压釜冷却,反应混合物用液相色谱进行分析。1-甲基咪唑的转化率为95.0%,蒸出未反应的原料和溶剂后得到155.2g(理论得率的90%)甲基碳酸(甲基季盐化1-甲基咪唑)盐。然后将甲基碳酸(甲基季盐化1-甲基咪唑)盐溶于200g甲醇中,加入24.4g马来酸。这时猛然放出二氧化碳气体。在80℃/20mmHg下进行脱气和除去甲醇后得到39.2g(理论得率的90.2%)马来酸-(甲基季盐化1-甲基咪唑)盐[MA·M2-M]。制备实施例2至11
除了用相应的脒化合物和酸化合物代替1-甲基咪唑和马来酸以外,按实施例1相同的方法制备表1中所列的实施例2至11具有各自盐组成的化合物。实施例1至11和现有实施例1和2
为了估价焊接热稳定性,对本发明实施例1至11和现有实施例1和2的盐组成用热分析仪进行热重分析和差热分析。这样测得的失重起始温度和吸热分解峰值温度数据列于表1。失重起始温度:相应于失重曲线的上升部分和基线的外推线的交叉点的温度。热分析器:Thermoflex TG 8110,Rigaku Denki Kabushiki kaisha提供。测量条件:设定升温速率10℃/分最终温度350℃,氮气气氛
表1
热特性(℃) | |||
盐组成 | 失重起始温度 | 吸热分解温度 | |
实施例1 | MA·MZ-M | 261 | 275 |
实施例2 | PA·MZ-M | 264 | 281 |
实施例3 | PA·DMZ-M | 282 | 301 |
实施例4 | PA·DMEZ-M | 279 | 296 |
实施例5 | PA·MBZ-M | 266 | 286 |
实施例6 | PA·DMZL-M | 262 | 287 |
实施例7 | PA·TMZL-M | 272 | 303 |
实施例8 | PA·MC7ZL-M | 275 | 299 |
实施例9 | PA·DMTHP-M | 265 | 290 |
实施例10 | PA·DBU-M | 294 | 306 |
实施例11 | PA·DBN-M | 271 | 297 |
现有实施例1 | MA·MTEAH | 241 | 245 |
现有实施例2 | PA·EAH | 244 | 260 |
表1中的数据表明,本发明实施例1至11中的失重起始温度和吸热分解峰值温度比现有实施例1和2中的要高,且这二个温度值都超过焊接热稳定估值温度(260℃)。因此,本发明的季盐可经得起回流焊接。实施例12至24和现有实施例3和5
制备表2中所列的有各自组成的电解液(本发明实施例12至24和现有实施例3至5,并在热处理(150℃,10小时)之前和之后测量pH和比电导率(30℃,mS/cm)。所得结果列于表2,其中省略了实施例22至24和现有实施例5热处理后的比电导率。
表2
OD | 盐组成(重量%) | 未经稀释电解液的pH25℃ | 比电导率(30℃,mS/cm) | |
起始阶段 | 热处理后 | |||
实施例12 | MA·MZ-M 25GBL 75 | 7.2 | 16.5 | 15.3 |
实施例13 | PA·MZ-M 25GBL 75 | 7.5 | 12.1 | 11.6 |
实施例14 | PA·DMZ-M 25GBL 75 | 7.3 | 11.8 | 11.3 |
实施例15 | PA·MBEZ-M 25GBL 75 | 6.5 | 11.5 | 11.5 |
实施例16 | PA·MBZ-M 25GBL 75 | 7.3 | 11.0 | 10.6 |
实施例17 | PA·DMZL-M 25GBL 75 | 7.5 | 13.2 | 12.8 |
实施例18 | PA·TMZL-M 25GBL 75 | 7.0 | 13.0 | 13.0 |
实施例19 | PA·DMTHP-M 25GBL 75 | 8.0 | 13.0 | 12.6 |
实施例20 | PA·DBU-M 25GBL 75 | 7.5 | 11.2 | 10.5 |
实施例21 | PA·DBN-M 25GBL 75 | 8.0 | 11.5 | 10.8 |
实施例22 | BF4TMZL-M 25PC 75 | 7.1 | 10.9 | --- |
实施例23 | FMS·TMZL-M 25PC 75 | 7.0 | 10.5 | --- |
实施例24 | PF5·DMZL-M 25PC 75 | 7.1 | 10.7 | --- |
现有实施例3 | MA·MTEAH 25GBL 75 | 8.0 | 15.7 | 14.7 |
现有实施例4 | PA·EAH 25GBL 75 | 7.0 | 10.8 | 10.3 |
现有实施例5 | BF6·EAH 25PC 75 | 6.9 | 10.2 | --- |
如表2所示,本发明实施例12和现有实施例3之间的比较以及实施例13至21和现有实施例4之间的比较表明,含本发明季盐为各自溶质的电解液在热处理之前和之后的比电导率较高,因此其耐久性也较好。
实施例22至24和现有实施例5之间的比较表明本发明的电解液的比电导率较高。
实施例25至34和现有实施例6和7
用大量本发明的电解液制备具有如图1所示构成部件的铝电解电容器,并测定其性能特性和可靠性。在实施例25中,一个铝电解电容元件(额定电压6.3V;电容量3,300uF;尺寸Φ18×L15)是由用实施例12所示的本发明电解液浸渍由阳极箔、阴极箔和夹在其间的蕉麻纤维绝缘层构成的卷绕型铝电解电容器而制得。
这种电容元件包在铝制护套中,开口通过与密封材料一起卷绕而密封。所用的密封材料由包含异丁烯—异戊二烯—二乙烯基苯的丁基橡胶制成。
在实施例26至34和现有实施例6和7中,除了分别用下面所示的电解液以外,用相同的卷绕型铝电解电容元件重复实施例25中的相同步骤。
(所用电解液)实施例26:实施例13中所示的本发明电解液实施例27:实施例14中所示的本发明电解液实施例28:实施例15中所示的本发明电解液实施例29:实施例16中所示的本发明电解液实施例30:实施例17中所示的本发明电解液实施例31:实施例18中所示的本发明电解液实施例32:实施例19中所示的本发明实施例实施例33:实施例20中所示的本发明实施例实施例34:实施例21中所示的本发明实施例现有实施例6:现有实施例3中所示的现有电解液现有实施例7:现有实施例4中所示的现有电解液通过给实施例26至34和现有实施例6中的铝电解电容器施加额定电压,在110℃下进行高温负载试验,历时2000小时。测试结果列于表3。每次测试,使用10个电容,测试结果按它们的平均值计算。测量在20℃和120Hz频率下进行。
表3
注:测试的样品数=10
起始时 | 在110℃-2,000小时后 | |||
电容量(μF) | tanδ(%) | 电容量(μF) | tanδ(%) | |
实施例26 | 3313 | 15.0 | 3097 | 16.2 |
实施例27 | 3341 | 15.2 | 3123 | 16.4 |
实施例28 | 3280 | 15.4 | 3067 | 15.2 |
实施例29 | 3310 | 15.8 | 3095 | 17.0 |
实施例30 | 3298 | 14.4 | 3083 | 15.5 |
实施例31 | 3285 | 14.6 | 3071 | 14.0 |
实施例32 | 3300 | 14.6 | 3086 | 15.7 |
实施例33 | 3305 | 15.5 | 3090 | 16.7 |
实施例34 | 3301 | 15.4 | 3086 | 16.6 |
现有实施例6 | 3297 | 16.9 | 3083 | 18.2 |
如表3所示,与现有实施例6的铝电解电容器相比,本发明实施例26至34的铝电解电容器的tanδ较低,热稳定性较高。因此,使用本发明的电解液导致成功地发明了tanδ低,长期热稳定性好以及可靠性高的铝电解电容器。
然后,通过在80℃和80%相对湿度的恒温恒湿的条件下对实施例25至34和现有实施例6和7的铝电解电容器施加-1.5V的反向电压2000小时测定密封稳定性。在测试中,观察每个电容的阳极接头的根部(因为施加的反向电压,所以观察负电位侧接头的外观变化。用变化的程度作为密封稳定性的依据。结果列于表4。每次测试,使用20个电容。
表4
密封稳定性评价(85℃~80%相对湿度;施加-1.5V) |
250 500 1000 2000小时后 小时后 小时后 小时后 |
实施例25 在2000小时内没有观察到任何异常 |
实施例26 在2000小时内没有观察到任何异常 |
实施例27 在2000小时内没有观察到任何异常 |
实施例28 在2000小时内没有观察到任何异常 |
实施例29 在2000小时内没有观察到任何异常 |
实施例30 在2000小时内没有观察到任何异常 |
实施例31 在2000小时内没有观察到任何异常 |
实施例32 在2000小时内没有观察到任何异常 |
实施例33 在2000小时内没有观察到任何异常 |
实施例34 在2000小时内没有观察到任何异常 |
现有 2个出现 6个出现 7个出现无异常实施例6 液态渗出物 液态渗出物 液态渗出物 |
现有 2个出现 5个出现无异常 无异常实施例7 液态渗出物 液态渗出物 |
注:测试样品数=20
正如表4所示,与现有实施例6和7的铝电解电容器相比,本发明实施例25至34中的铝电解电容器可以有效地抑制密封稳定性的降低。当对电容器施加反向电压或当在高湿度条件下施加电压时容易引起密封稳定性的降低。同时使用本发明的电解液和丁基橡胶聚合物密封材料已成功地发明了可靠性高,密封稳定性好的铝电解电容器。
另外,当用实施例22至24和现有实施例5的电解液浸渍制备卷绕型双电层电容器时,使用实施例22至24电解液的双电层电容器的密封稳定性要比使用现有实施例5电解液的双电层电容器的密封稳定性要好。工业应用
正如上所述,本发明的季盐显示良好的热性能和高的热稳定性。含有上述季盐为溶质的电解液的比电导率高,耐久性好,另外也不老化或腐蚀树胶、橡胶或金属。
将本发明的电解液用于诸如铝电解电容器之类的电子元件时,可以制成tanδ低寿命长、高温电性能(tanδ的变化)稳定和可靠性高的电容,同时也可制成无密封稳定性降低的高可靠性铝电解电容器,当对铝电解电容器施加反向电压或当在高湿度条件下对其施加电压时,是容易引起密封稳定性降低的。
当本发明的电解液用于片状铝电解电容器时,可使片状铝电解电容器具有良好的抗焊接热的性能,并表现出高的可靠性。
当将本发明的电解液用于双电层电容器时,正如用在铝电解电容器时的情况一样,可以制成无密封稳定性降低的高可靠性双电层电容器,当对双电层电容器施加反向电压或当在高湿度的条件下施加电压时,是容易引起双电层电容器密封稳定性降低的。
另外,当将本发明电解液用于电致变色显示器时,它会产生如下有利效果:它不腐蚀与它相接触的电致变色显示器部件,它有高的比电导率,因此延长了电致变色显示器的寿命。
因此,本发明具有高的工业应用价值。
Claims (10)
2.如权利要求1所述的电解液,其特征在于化合物(a)是如下通式(2)所表示的环状脒化合物。在通式(2)中,R5是可任选地被一种羟基取代的C1~C20烃基或一个氢原子;R6是可任选地被一个羟基取代的C1~C10烃基;Q是C2~C10亚烷基、亚芳基或亚链烯基,这种基团可任选地被一个C1~C5烃基或被一个氨基、硝基、氰基、羧基或醛基取代。
3.如权利要求2所述的电解液,其特征在于环状脒化合物至少包括一个带脒唑,2-咪唑啉或四氢嘧啶环的化合物。
4.如权利要求3所述的电解液,其特征在于化合物(a)至少包括下列化合物中一个:1-甲基咪唑、1,2-二甲基咪唑、1,4-二甲基-2-乙基咪唑、1-甲基苯并咪唑、1,2-二甲基咪唑、1,2,4-三甲基咪唑、1,4-二甲基-2-乙基咪唑、1,2-二甲基-1,4,5,6-四氢嘧啶、1,8-二氮杂双环[5.4.0]十一碳烯和1,5-二氮杂双环[4.3.0]壬烯-5。
5.如权利要求1所述的电解液,其特征在于季盐(A)包含具有可任选地含一个羟基的C1~C11烷基或芳烷基结构的,与化合物(a)中两个氮原子之一相连的阳离子和有机酸阴离子或无机酸阴离子。
6.如权利要求5所述的电解液,其特征在于构成季盐(A)的阴离子是选自羧酸、磷酸和磷酸一或二烷基酯的有机酸阴离子。
7.如权利要求6所述的电解液,其特征在于有机酸是邻苯二甲醇和/或马来酸。
8.如权利要求1所述的电解液,其特征在于上述溶液是上述季盐(A)溶于γ-丁内酯和/或乙二醇中产生的溶液。
9.一种使用如权利要求1所述的电解液的电子元件。
10.一种铝电解电容器,其特征在于它使用权利要求2所述的电解液。
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- 1994-12-02 KR KR1019950703190A patent/KR100237116B1/ko not_active IP Right Cessation
- 1994-12-02 DE DE69432788T patent/DE69432788T2/de not_active Expired - Lifetime
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- 1994-12-02 TW TW083111212A patent/TW278192B/zh not_active IP Right Cessation
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- 1994-12-02 JP JP51552695A patent/JP3245604B2/ja not_active Expired - Lifetime
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Also Published As
Publication number | Publication date |
---|---|
CN1117323A (zh) | 1996-02-21 |
DE69432788D1 (de) | 2003-07-10 |
KR100237116B1 (ko) | 2000-01-15 |
MY124434A (en) | 2006-06-30 |
KR960700514A (ko) | 1996-01-20 |
TW278192B (zh) | 1996-06-11 |
JP3245604B2 (ja) | 2002-01-15 |
DE69432788T2 (de) | 2004-04-08 |
EP0684620A1 (en) | 1995-11-29 |
EP0684620A4 (en) | 2000-01-26 |
WO1995015572A1 (en) | 1995-06-08 |
EP0684620B1 (en) | 2003-06-04 |
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