CA2305218A1 - Composite suitable for use in electrochemical cells - Google Patents
Composite suitable for use in electrochemical cells Download PDFInfo
- Publication number
- CA2305218A1 CA2305218A1 CA002305218A CA2305218A CA2305218A1 CA 2305218 A1 CA2305218 A1 CA 2305218A1 CA 002305218 A CA002305218 A CA 002305218A CA 2305218 A CA2305218 A CA 2305218A CA 2305218 A1 CA2305218 A1 CA 2305218A1
- Authority
- CA
- Canada
- Prior art keywords
- layer
- layers
- weight
- mixture
- composite
- 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.)
- Abandoned
Links
- 239000002131 composite material Substances 0.000 title claims abstract description 36
- 239000000203 mixture Substances 0.000 claims abstract description 92
- 150000001875 compounds Chemical class 0.000 claims abstract description 89
- 239000007787 solid Substances 0.000 claims abstract description 44
- 238000000034 method Methods 0.000 claims abstract description 34
- 238000003475 lamination Methods 0.000 claims abstract description 16
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims abstract description 14
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims abstract description 14
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 14
- 230000009471 action Effects 0.000 claims abstract description 12
- 229920000570 polyether Polymers 0.000 claims abstract description 12
- 239000004721 Polyphenylene oxide Substances 0.000 claims abstract description 11
- 238000003851 corona treatment Methods 0.000 claims abstract description 9
- 125000000524 functional group Chemical group 0.000 claims abstract description 8
- 239000011164 primary particle Substances 0.000 claims abstract description 8
- 239000007859 condensation product Substances 0.000 claims abstract description 7
- -1 phenoxy, amino Chemical group 0.000 claims description 82
- 229920000642 polymer Polymers 0.000 claims description 28
- 239000000463 material Substances 0.000 claims description 25
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 12
- 239000004014 plasticizer Substances 0.000 claims description 12
- 229920002367 Polyisobutene Polymers 0.000 claims description 10
- 238000005304 joining Methods 0.000 claims description 8
- 229920002635 polyurethane Polymers 0.000 claims description 8
- 239000004814 polyurethane Substances 0.000 claims description 8
- 239000011230 binding agent Substances 0.000 claims description 7
- 229930195733 hydrocarbon Natural products 0.000 claims description 6
- 150000002430 hydrocarbons Chemical class 0.000 claims description 6
- 238000002844 melting Methods 0.000 claims description 6
- 230000008018 melting Effects 0.000 claims description 6
- 229920000193 polymethacrylate Polymers 0.000 claims description 6
- 230000008569 process Effects 0.000 claims description 6
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 5
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 4
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 4
- OSSNTDFYBPYIEC-UHFFFAOYSA-N 1-ethenylimidazole Chemical compound C=CN1C=CN=C1 OSSNTDFYBPYIEC-UHFFFAOYSA-N 0.000 claims description 3
- 239000003990 capacitor Substances 0.000 claims description 3
- 229910052736 halogen Inorganic materials 0.000 claims description 3
- 150000002367 halogens Chemical class 0.000 claims description 3
- 229920000098 polyolefin Polymers 0.000 claims description 3
- 229920001289 polyvinyl ether Polymers 0.000 claims description 3
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 claims description 2
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- UXJHQBVRZUANLK-UHFFFAOYSA-N azanylidyne(dichloro)-$l^{5}-phosphane Chemical class ClP(Cl)#N UXJHQBVRZUANLK-UHFFFAOYSA-N 0.000 claims description 2
- 125000004428 fluoroalkoxy group Chemical group 0.000 claims description 2
- ZQXSMRAEXCEDJD-UHFFFAOYSA-N n-ethenylformamide Chemical compound C=CNC=O ZQXSMRAEXCEDJD-UHFFFAOYSA-N 0.000 claims description 2
- 229920000058 polyacrylate Polymers 0.000 claims description 2
- 229920000036 polyvinylpyrrolidone Polymers 0.000 claims description 2
- 239000001267 polyvinylpyrrolidone Substances 0.000 claims description 2
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims description 2
- 239000000243 solution Substances 0.000 description 30
- 125000004432 carbon atom Chemical group C* 0.000 description 17
- 150000002148 esters Chemical class 0.000 description 17
- 229910001416 lithium ion Inorganic materials 0.000 description 17
- 239000006185 dispersion Substances 0.000 description 16
- 239000002253 acid Substances 0.000 description 15
- 229910052744 lithium Inorganic materials 0.000 description 15
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 14
- 150000001298 alcohols Chemical class 0.000 description 14
- 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 14
- 150000005846 sugar alcohols Polymers 0.000 description 14
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 13
- HBBGRARXTFLTSG-UHFFFAOYSA-N Lithium ion Chemical compound [Li+] HBBGRARXTFLTSG-UHFFFAOYSA-N 0.000 description 12
- 239000004698 Polyethylene Substances 0.000 description 12
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- 239000011888 foil Substances 0.000 description 12
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 12
- 150000003839 salts Chemical class 0.000 description 12
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 11
- 230000001070 adhesive effect Effects 0.000 description 11
- 239000003792 electrolyte Substances 0.000 description 11
- 229920000573 polyethylene Polymers 0.000 description 11
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 10
- 239000000853 adhesive Substances 0.000 description 10
- 229920001577 copolymer Polymers 0.000 description 9
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- 229920002799 BoPET Polymers 0.000 description 8
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 8
- 229920001296 polysiloxane Polymers 0.000 description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 7
- 150000001735 carboxylic acids Chemical class 0.000 description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 7
- 229920000139 polyethylene terephthalate Polymers 0.000 description 7
- 239000005020 polyethylene terephthalate Substances 0.000 description 7
- 239000010456 wollastonite Substances 0.000 description 7
- 229910052882 wollastonite Inorganic materials 0.000 description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- 229910019142 PO4 Inorganic materials 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
- 239000010405 anode material Substances 0.000 description 6
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 6
- 150000001991 dicarboxylic acids Chemical class 0.000 description 6
- 239000003085 diluting agent Substances 0.000 description 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 235000021317 phosphate Nutrition 0.000 description 6
- 229920001485 poly(butyl acrylate) polymer Polymers 0.000 description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 5
- 239000004743 Polypropylene Substances 0.000 description 5
- 150000007513 acids Chemical class 0.000 description 5
- 150000001412 amines Chemical class 0.000 description 5
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 5
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 5
- 238000001035 drying Methods 0.000 description 5
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 239000004417 polycarbonate Substances 0.000 description 5
- 229920001155 polypropylene Polymers 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 239000004408 titanium dioxide Substances 0.000 description 5
- 229920002554 vinyl polymer Polymers 0.000 description 5
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 description 4
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 4
- 229910002012 Aerosil® Inorganic materials 0.000 description 4
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 4
- 229910001290 LiPF6 Inorganic materials 0.000 description 4
- 239000002033 PVDF binder Substances 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- 125000002947 alkylene group Chemical group 0.000 description 4
- 229910052782 aluminium Inorganic materials 0.000 description 4
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 4
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 238000005266 casting Methods 0.000 description 4
- 239000010406 cathode material Substances 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 125000005442 diisocyanate group Chemical group 0.000 description 4
- 150000002334 glycols Chemical class 0.000 description 4
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 4
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 4
- 239000003999 initiator Substances 0.000 description 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 4
- 229910001496 lithium tetrafluoroborate Inorganic materials 0.000 description 4
- 229920001568 phenolic resin Polymers 0.000 description 4
- 229920002981 polyvinylidene fluoride Polymers 0.000 description 4
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 4
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 4
- 150000003460 sulfonic acids Chemical class 0.000 description 4
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 4
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 3
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 3
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 3
- FUJCRWPEOMXPAD-UHFFFAOYSA-N Li2O Inorganic materials [Li+].[Li+].[O-2] FUJCRWPEOMXPAD-UHFFFAOYSA-N 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-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
- 239000004642 Polyimide Substances 0.000 description 3
- 239000004793 Polystyrene Substances 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 3
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 3
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 3
- 239000007983 Tris buffer Substances 0.000 description 3
- GTVWRXDRKAHEAD-UHFFFAOYSA-N Tris(2-ethylhexyl) phosphate Chemical compound CCCCC(CC)COP(=O)(OCC(CC)CCCC)OCC(CC)CCCC GTVWRXDRKAHEAD-UHFFFAOYSA-N 0.000 description 3
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 3
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 3
- 150000001340 alkali metals Chemical class 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 150000001414 amino alcohols Chemical class 0.000 description 3
- 229920001400 block copolymer Polymers 0.000 description 3
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 3
- 150000001805 chlorine compounds Chemical class 0.000 description 3
- 238000004132 cross linking Methods 0.000 description 3
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 description 3
- 150000002009 diols Chemical class 0.000 description 3
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 238000001125 extrusion Methods 0.000 description 3
- 150000004820 halides Chemical class 0.000 description 3
- HCDGVLDPFQMKDK-UHFFFAOYSA-N hexafluoropropylene Chemical compound FC(F)=C(F)C(F)(F)F HCDGVLDPFQMKDK-UHFFFAOYSA-N 0.000 description 3
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 3
- 150000002596 lactones Chemical class 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical group CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 3
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 125000004430 oxygen atom Chemical group O* 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 239000005011 phenolic resin Substances 0.000 description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 3
- 239000010452 phosphate Substances 0.000 description 3
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 3
- 229920001721 polyimide Polymers 0.000 description 3
- 229920002223 polystyrene Polymers 0.000 description 3
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 3
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 3
- 238000007788 roughening Methods 0.000 description 3
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 3
- 229910052710 silicon Inorganic materials 0.000 description 3
- 239000010703 silicon Substances 0.000 description 3
- 239000012453 solvate Substances 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- 229920003048 styrene butadiene rubber Polymers 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 3
- 229920003051 synthetic elastomer Polymers 0.000 description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
- RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Chemical compound SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 2
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 2
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- FQQBAHSCHMASLR-UHFFFAOYSA-N 2-(2-methoxyethoxy)-2-methylpropane Chemical compound COCCOC(C)(C)C FQQBAHSCHMASLR-UHFFFAOYSA-N 0.000 description 2
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 2
- QWGRWMMWNDWRQN-UHFFFAOYSA-N 2-methylpropane-1,3-diol Chemical compound OCC(C)CO QWGRWMMWNDWRQN-UHFFFAOYSA-N 0.000 description 2
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 2
- FDMFUZHCIRHGRG-UHFFFAOYSA-N 3,3,3-trifluoroprop-1-ene Chemical compound FC(F)(F)C=C FDMFUZHCIRHGRG-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- OIFBSDVPJOWBCH-UHFFFAOYSA-N Diethyl carbonate Chemical compound CCOC(=O)OCC OIFBSDVPJOWBCH-UHFFFAOYSA-N 0.000 description 2
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-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
- 244000043261 Hevea brasiliensis Species 0.000 description 2
- 239000013032 Hydrocarbon resin Substances 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- 229910032387 LiCoO2 Inorganic materials 0.000 description 2
- 229910014549 LiMn204 Inorganic materials 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 2
- FIWILGQIZHDAQG-UHFFFAOYSA-N NC1=C(C(=O)NCC2=CC=C(C=C2)OCC(F)(F)F)C=C(C(=N1)N)N1N=C(N=C1)C1(CC1)C(F)(F)F Chemical compound NC1=C(C(=O)NCC2=CC=C(C=C2)OCC(F)(F)F)C=C(C(=N1)N)N1N=C(N=C1)C1(CC1)C(F)(F)F FIWILGQIZHDAQG-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 229920002266 Pluriol® Polymers 0.000 description 2
- 239000004952 Polyamide Substances 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 239000002174 Styrene-butadiene Substances 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-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
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 description 2
- 150000008065 acid anhydrides Chemical class 0.000 description 2
- 239000001361 adipic acid Substances 0.000 description 2
- 235000011037 adipic acid Nutrition 0.000 description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 150000008064 anhydrides Chemical class 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- AYJRCSIUFZENHW-UHFFFAOYSA-L barium carbonate Chemical compound [Ba+2].[O-]C([O-])=O AYJRCSIUFZENHW-UHFFFAOYSA-L 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000010941 cobalt Substances 0.000 description 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 239000011889 copper foil Substances 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 2
- LPIQUOYDBNQMRZ-UHFFFAOYSA-N cyclopentene Chemical compound C1CC=CC1 LPIQUOYDBNQMRZ-UHFFFAOYSA-N 0.000 description 2
- FOTKYAAJKYLFFN-UHFFFAOYSA-N decane-1,10-diol Chemical compound OCCCCCCCCCCO FOTKYAAJKYLFFN-UHFFFAOYSA-N 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- DNJIEGIFACGWOD-UHFFFAOYSA-N ethanethiol Chemical compound CCS DNJIEGIFACGWOD-UHFFFAOYSA-N 0.000 description 2
- LDLDYFCCDKENPD-UHFFFAOYSA-N ethenylcyclohexane Chemical compound C=CC1CCCCC1 LDLDYFCCDKENPD-UHFFFAOYSA-N 0.000 description 2
- 239000010433 feldspar Substances 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 238000011049 filling Methods 0.000 description 2
- XUCNUKMRBVNAPB-UHFFFAOYSA-N fluoroethene Chemical compound FC=C XUCNUKMRBVNAPB-UHFFFAOYSA-N 0.000 description 2
- 238000007306 functionalization reaction Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- JFCQEDHGNNZCLN-UHFFFAOYSA-N glutaric acid Chemical compound OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 2
- 229910002804 graphite Inorganic materials 0.000 description 2
- 239000010439 graphite Substances 0.000 description 2
- PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical group C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 description 2
- 229920001519 homopolymer Polymers 0.000 description 2
- 229920006270 hydrocarbon resin Polymers 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 150000003949 imides Chemical class 0.000 description 2
- 229910003480 inorganic solid Inorganic materials 0.000 description 2
- 229910052610 inosilicate Inorganic materials 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
- 229910052808 lithium carbonate Inorganic materials 0.000 description 2
- INHCSSUBVCNVSK-UHFFFAOYSA-L lithium sulfate Chemical class [Li+].[Li+].[O-]S([O-])(=O)=O INHCSSUBVCNVSK-UHFFFAOYSA-L 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 2
- 150000001247 metal acetylides Chemical class 0.000 description 2
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 description 2
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 229920003052 natural elastomer Polymers 0.000 description 2
- 229920001194 natural rubber Polymers 0.000 description 2
- 150000004767 nitrides Chemical class 0.000 description 2
- 239000005486 organic electrolyte Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- XUYJLQHKOGNDPB-UHFFFAOYSA-N phosphonoacetic acid Chemical compound OC(=O)CP(O)(O)=O XUYJLQHKOGNDPB-UHFFFAOYSA-N 0.000 description 2
- 229910052698 phosphorus Inorganic materials 0.000 description 2
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 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
- 229910052615 phyllosilicate Inorganic materials 0.000 description 2
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 description 2
- 229920001084 poly(chloroprene) Polymers 0.000 description 2
- 229920002627 poly(phosphazenes) Polymers 0.000 description 2
- 229920002647 polyamide Polymers 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 229920005862 polyol Polymers 0.000 description 2
- 150000003077 polyols Chemical class 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 239000004810 polytetrafluoroethylene Substances 0.000 description 2
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 2
- 238000003825 pressing Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 229960000380 propiolactone Drugs 0.000 description 2
- 238000010526 radical polymerization reaction Methods 0.000 description 2
- 238000005096 rolling process Methods 0.000 description 2
- 239000005060 rubber Substances 0.000 description 2
- 150000004760 silicates Chemical class 0.000 description 2
- 239000002210 silicon-based material Substances 0.000 description 2
- 239000007784 solid electrolyte Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 2
- 239000001384 succinic acid Substances 0.000 description 2
- HHVIBTZHLRERCL-UHFFFAOYSA-N sulfonyldimethane Chemical compound CS(C)(=O)=O HHVIBTZHLRERCL-UHFFFAOYSA-N 0.000 description 2
- 150000003462 sulfoxides Chemical class 0.000 description 2
- 239000005061 synthetic rubber Substances 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
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 2
- ZUHZGEOKBKGPSW-UHFFFAOYSA-N tetraglyme Chemical compound COCCOCCOCCOCCOC ZUHZGEOKBKGPSW-UHFFFAOYSA-N 0.000 description 2
- 125000003396 thiol group Chemical group [H]S* 0.000 description 2
- 150000003573 thiols Chemical class 0.000 description 2
- GGUBFICZYGKNTD-UHFFFAOYSA-N triethyl phosphonoacetate Chemical compound CCOC(=O)CP(=O)(OCC)OCC GGUBFICZYGKNTD-UHFFFAOYSA-N 0.000 description 2
- 239000001993 wax Substances 0.000 description 2
- 239000010457 zeolite Substances 0.000 description 2
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 2
- CEBUZTPDACDRDL-UHFFFAOYSA-N (2-diphenylphosphorylphenyl)-(1,3,5-trimethylcyclohexa-2,4-dien-1-yl)methanone Chemical compound CC1(C(=O)C2=C(C=CC=C2)P(C2=CC=CC=C2)(C2=CC=CC=C2)=O)CC(=CC(=C1)C)C CEBUZTPDACDRDL-UHFFFAOYSA-N 0.000 description 1
- SZCWBURCISJFEZ-UHFFFAOYSA-N (3-hydroxy-2,2-dimethylpropyl) 3-hydroxy-2,2-dimethylpropanoate Chemical compound OCC(C)(C)COC(=O)C(C)(C)CO SZCWBURCISJFEZ-UHFFFAOYSA-N 0.000 description 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 1
- 125000005913 (C3-C6) cycloalkyl group Chemical group 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
- NKJOXAZJBOMXID-UHFFFAOYSA-N 1,1'-Oxybisoctane Chemical compound CCCCCCCCOCCCCCCCC NKJOXAZJBOMXID-UHFFFAOYSA-N 0.000 description 1
- RBACIKXCRWGCBB-UHFFFAOYSA-N 1,2-Epoxybutane Chemical compound CCC1CO1 RBACIKXCRWGCBB-UHFFFAOYSA-N 0.000 description 1
- ROLAGNYPWIVYTG-UHFFFAOYSA-N 1,2-bis(4-methoxyphenyl)ethanamine;hydrochloride Chemical compound Cl.C1=CC(OC)=CC=C1CC(N)C1=CC=C(OC)C=C1 ROLAGNYPWIVYTG-UHFFFAOYSA-N 0.000 description 1
- KFUSEUYYWQURPO-UHFFFAOYSA-N 1,2-dichloroethene Chemical compound ClC=CCl KFUSEUYYWQURPO-UHFFFAOYSA-N 0.000 description 1
- LZDKZFUFMNSQCJ-UHFFFAOYSA-N 1,2-diethoxyethane Chemical compound CCOCCOCC LZDKZFUFMNSQCJ-UHFFFAOYSA-N 0.000 description 1
- WFLOTYSKFUPZQB-UHFFFAOYSA-N 1,2-difluoroethene Chemical compound FC=CF WFLOTYSKFUPZQB-UHFFFAOYSA-N 0.000 description 1
- LEEANUDEDHYDTG-UHFFFAOYSA-N 1,2-dimethoxypropane Chemical compound COCC(C)OC LEEANUDEDHYDTG-UHFFFAOYSA-N 0.000 description 1
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 description 1
- WDXYVJKNSMILOQ-UHFFFAOYSA-N 1,3,2-dioxathiolane 2-oxide Chemical compound O=S1OCCO1 WDXYVJKNSMILOQ-UHFFFAOYSA-N 0.000 description 1
- PLFDWSDBRBNQLQ-UHFFFAOYSA-N 1,3,9-triazaspiro[4.5]decane-2,4-dione Chemical compound N1C(=O)NC(=O)C11CNCCC1 PLFDWSDBRBNQLQ-UHFFFAOYSA-N 0.000 description 1
- AZYRZNIYJDKRHO-UHFFFAOYSA-N 1,3-bis(2-isocyanatopropan-2-yl)benzene Chemical compound O=C=NC(C)(C)C1=CC=CC(C(C)(C)N=C=O)=C1 AZYRZNIYJDKRHO-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- JPGXOMADPRULAC-UHFFFAOYSA-N 1-[butoxy(butyl)phosphoryl]oxybutane Chemical compound CCCCOP(=O)(CCCC)OCCCC JPGXOMADPRULAC-UHFFFAOYSA-N 0.000 description 1
- AATNZNJRDOVKDD-UHFFFAOYSA-N 1-[ethoxy(ethyl)phosphoryl]oxyethane Chemical compound CCOP(=O)(CC)OCC AATNZNJRDOVKDD-UHFFFAOYSA-N 0.000 description 1
- AQKIXTCXLQZFMW-UHFFFAOYSA-N 1-[hexoxy(hexyl)phosphoryl]oxyhexane Chemical compound CCCCCCOP(=O)(CCCCCC)OCCCCCC AQKIXTCXLQZFMW-UHFFFAOYSA-N 0.000 description 1
- NLECPILJYUVNEH-UHFFFAOYSA-N 1-[octoxy(octyl)phosphoryl]oxyoctane Chemical compound CCCCCCCCOP(=O)(CCCCCCCC)OCCCCCCCC NLECPILJYUVNEH-UHFFFAOYSA-N 0.000 description 1
- KETARUSDLXXJCJ-UHFFFAOYSA-N 1-[propoxy(propyl)phosphoryl]oxypropane Chemical compound CCCOP(=O)(CCC)OCCC KETARUSDLXXJCJ-UHFFFAOYSA-N 0.000 description 1
- LOWMYOWHQMKBTM-UHFFFAOYSA-N 1-butylsulfinylbutane Chemical compound CCCCS(=O)CCCC LOWMYOWHQMKBTM-UHFFFAOYSA-N 0.000 description 1
- AIDFJGKWTOULTC-UHFFFAOYSA-N 1-butylsulfonylbutane Chemical compound CCCCS(=O)(=O)CCCC AIDFJGKWTOULTC-UHFFFAOYSA-N 0.000 description 1
- LTSWUFKUZPPYEG-UHFFFAOYSA-N 1-decoxydecane Chemical compound CCCCCCCCCCOCCCCCCCCCC LTSWUFKUZPPYEG-UHFFFAOYSA-N 0.000 description 1
- RSAFKRSMGOSHRK-UHFFFAOYSA-N 1-diethoxyphosphorylpropan-2-one Chemical compound CCOP(=O)(CC(C)=O)OCC RSAFKRSMGOSHRK-UHFFFAOYSA-N 0.000 description 1
- UOWIYNWMROWVDG-UHFFFAOYSA-N 1-dimethoxyphosphorylpropan-2-one Chemical compound COP(=O)(OC)CC(C)=O UOWIYNWMROWVDG-UHFFFAOYSA-N 0.000 description 1
- CMCBDXRRFKYBDG-UHFFFAOYSA-N 1-dodecoxydodecane Chemical compound CCCCCCCCCCCCOCCCCCCCCCCCC CMCBDXRRFKYBDG-UHFFFAOYSA-N 0.000 description 1
- MBDUIEKYVPVZJH-UHFFFAOYSA-N 1-ethylsulfonylethane Chemical compound CCS(=O)(=O)CC MBDUIEKYVPVZJH-UHFFFAOYSA-N 0.000 description 1
- UJEGHEMJVNQWOJ-UHFFFAOYSA-N 1-heptoxyheptane Chemical compound CCCCCCCOCCCCCCC UJEGHEMJVNQWOJ-UHFFFAOYSA-N 0.000 description 1
- BPIUIOXAFBGMNB-UHFFFAOYSA-N 1-hexoxyhexane Chemical compound CCCCCCOCCCCCC BPIUIOXAFBGMNB-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
- DKZRLCHWDNEKRH-UHFFFAOYSA-N 1-nonoxynonane Chemical compound CCCCCCCCCOCCCCCCCCC DKZRLCHWDNEKRH-UHFFFAOYSA-N 0.000 description 1
- AOPDRZXCEAKHHW-UHFFFAOYSA-N 1-pentoxypentane Chemical compound CCCCCOCCCCC AOPDRZXCEAKHHW-UHFFFAOYSA-N 0.000 description 1
- BQCCJWMQESHLIT-UHFFFAOYSA-N 1-propylsulfinylpropane Chemical compound CCCS(=O)CCC BQCCJWMQESHLIT-UHFFFAOYSA-N 0.000 description 1
- LHOBKFFUEUQRQX-UHFFFAOYSA-N 2,2,4-trimethylpentane-1,5-diol Chemical compound OCC(C)CC(C)(C)CO LHOBKFFUEUQRQX-UHFFFAOYSA-N 0.000 description 1
- GELKGHVAFRCJNA-UHFFFAOYSA-N 2,2-Dimethyloxirane Chemical compound CC1(C)CO1 GELKGHVAFRCJNA-UHFFFAOYSA-N 0.000 description 1
- KWVGIHKZDCUPEU-UHFFFAOYSA-N 2,2-dimethoxy-2-phenylacetophenone Chemical compound C=1C=CC=CC=1C(OC)(OC)C(=O)C1=CC=CC=C1 KWVGIHKZDCUPEU-UHFFFAOYSA-N 0.000 description 1
- GQSZUUPRBBBHRI-UHFFFAOYSA-N 2,2-dimethylbutane-1,4-diol Chemical compound OCC(C)(C)CCO GQSZUUPRBBBHRI-UHFFFAOYSA-N 0.000 description 1
- PQXKWPLDPFFDJP-UHFFFAOYSA-N 2,3-dimethyloxirane Chemical compound CC1OC1C PQXKWPLDPFFDJP-UHFFFAOYSA-N 0.000 description 1
- PIGJZPZYWKFDBR-UHFFFAOYSA-N 2,5-dimethyl-1-(4-methylpyridin-2-yl)pyrrole-3-carbaldehyde Chemical compound CC1=CC(C=O)=C(C)N1C1=CC(C)=CC=N1 PIGJZPZYWKFDBR-UHFFFAOYSA-N 0.000 description 1
- YEVQZPWSVWZAOB-UHFFFAOYSA-N 2-(bromomethyl)-1-iodo-4-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=CC=C(I)C(CBr)=C1 YEVQZPWSVWZAOB-UHFFFAOYSA-N 0.000 description 1
- LJDSTRZHPWMDPG-UHFFFAOYSA-N 2-(butylamino)ethanol Chemical compound CCCCNCCO LJDSTRZHPWMDPG-UHFFFAOYSA-N 0.000 description 1
- MIJDSYMOBYNHOT-UHFFFAOYSA-N 2-(ethylamino)ethanol Chemical compound CCNCCO MIJDSYMOBYNHOT-UHFFFAOYSA-N 0.000 description 1
- RCSBILYQLVXLJG-UHFFFAOYSA-N 2-Propenyl hexanoate Chemical compound CCCCCC(=O)OCC=C RCSBILYQLVXLJG-UHFFFAOYSA-N 0.000 description 1
- PZGMUSDNQDCNAG-UHFFFAOYSA-N 2-Propenyl octanoate Chemical compound CCCCCCCC(=O)OCC=C PZGMUSDNQDCNAG-UHFFFAOYSA-N 0.000 description 1
- BKMMTJMQCTUHRP-UHFFFAOYSA-N 2-aminopropan-1-ol Chemical compound CC(N)CO BKMMTJMQCTUHRP-UHFFFAOYSA-N 0.000 description 1
- VRVRGVPWCUEOGV-UHFFFAOYSA-N 2-aminothiophenol Chemical compound NC1=CC=CC=C1S VRVRGVPWCUEOGV-UHFFFAOYSA-N 0.000 description 1
- QOOXGUCQYVVEFD-UHFFFAOYSA-N 2-butyl-2-methylpropane-1,3-diol Chemical compound CCCCC(C)(CO)CO QOOXGUCQYVVEFD-UHFFFAOYSA-N 0.000 description 1
- WHNBDXQTMPYBAT-UHFFFAOYSA-N 2-butyloxirane Chemical compound CCCCC1CO1 WHNBDXQTMPYBAT-UHFFFAOYSA-N 0.000 description 1
- FRNPHLDJKNKAPE-UHFFFAOYSA-N 2-carboxyoxyethyl prop-2-enoate Chemical compound OC(=O)OCCOC(=O)C=C FRNPHLDJKNKAPE-UHFFFAOYSA-N 0.000 description 1
- LTHNHFOGQMKPOV-UHFFFAOYSA-N 2-ethylhexan-1-amine Chemical compound CCCCC(CC)CN LTHNHFOGQMKPOV-UHFFFAOYSA-N 0.000 description 1
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 1
- CRWNQZTZTZWPOF-UHFFFAOYSA-N 2-methyl-4-phenylpyridine Chemical compound C1=NC(C)=CC(C=2C=CC=CC=2)=C1 CRWNQZTZTZWPOF-UHFFFAOYSA-N 0.000 description 1
- RLCJPGSPFOFWPR-UHFFFAOYSA-N 2-methylpropyl but-3-enoate Chemical compound CC(C)COC(=O)CC=C RLCJPGSPFOFWPR-UHFFFAOYSA-N 0.000 description 1
- PPDFQRAASCRJAH-UHFFFAOYSA-N 2-methylthiolane 1,1-dioxide Chemical compound CC1CCCS1(=O)=O PPDFQRAASCRJAH-UHFFFAOYSA-N 0.000 description 1
- DVSHXLWNRCEDCW-UHFFFAOYSA-N 2-oxopropylphosphonic acid Chemical compound CC(=O)CP(O)(O)=O DVSHXLWNRCEDCW-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- SYURNNNQIFDVCA-UHFFFAOYSA-N 2-propyloxirane Chemical compound CCCC1CO1 SYURNNNQIFDVCA-UHFFFAOYSA-N 0.000 description 1
- AXJOAHKSMGNDOX-UHFFFAOYSA-N 3-[2-[bis(2-hydroxyethyl)amino]acetyl]oxypropane-1-sulfonic acid Chemical compound OCCN(CCO)CC(=O)OCCCS(O)(=O)=O AXJOAHKSMGNDOX-UHFFFAOYSA-N 0.000 description 1
- CIAKHTCPFXETQZ-UHFFFAOYSA-N 3-ethyl-3-(3-ethylpentan-3-ylsulfonyl)pentane Chemical compound CCC(CC)(CC)S(=O)(=O)C(CC)(CC)CC CIAKHTCPFXETQZ-UHFFFAOYSA-N 0.000 description 1
- JSDZSLGMRRSAHD-UHFFFAOYSA-N 3-methylbutan-2-ylcyclopropane Chemical compound CC(C)C(C)C1CC1 JSDZSLGMRRSAHD-UHFFFAOYSA-N 0.000 description 1
- OFNISBHGPNMTMS-UHFFFAOYSA-N 3-methylideneoxolane-2,5-dione Chemical compound C=C1CC(=O)OC1=O OFNISBHGPNMTMS-UHFFFAOYSA-N 0.000 description 1
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 1
- YBRVSVVVWCFQMG-UHFFFAOYSA-N 4,4'-diaminodiphenylmethane Chemical compound C1=CC(N)=CC=C1CC1=CC=C(N)C=C1 YBRVSVVVWCFQMG-UHFFFAOYSA-N 0.000 description 1
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 1
- VZXOZSQDJJNBRC-UHFFFAOYSA-N 4-chlorobenzenethiol Chemical compound SC1=CC=C(Cl)C=C1 VZXOZSQDJJNBRC-UHFFFAOYSA-N 0.000 description 1
- GKGOIYMLPJJVQI-UHFFFAOYSA-N 4-ethenylbenzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=C(C=C)C=C1 GKGOIYMLPJJVQI-UHFFFAOYSA-N 0.000 description 1
- IRQWEODKXLDORP-UHFFFAOYSA-N 4-ethenylbenzoic acid Chemical compound OC(=O)C1=CC=C(C=C)C=C1 IRQWEODKXLDORP-UHFFFAOYSA-N 0.000 description 1
- BXAVKNRWVKUTLY-UHFFFAOYSA-N 4-sulfanylphenol Chemical class OC1=CC=C(S)C=C1 BXAVKNRWVKUTLY-UHFFFAOYSA-N 0.000 description 1
- CARJPEPCULYFFP-UHFFFAOYSA-N 5-Sulfo-1,3-benzenedicarboxylic acid Chemical compound OC(=O)C1=CC(C(O)=O)=CC(S(O)(=O)=O)=C1 CARJPEPCULYFFP-UHFFFAOYSA-N 0.000 description 1
- 229920005789 ACRONAL® acrylic binder Polymers 0.000 description 1
- RMZIOVJHUJAAEY-UHFFFAOYSA-N Allyl butyrate Chemical compound CCCC(=O)OCC=C RMZIOVJHUJAAEY-UHFFFAOYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- COVZYZSDYWQREU-UHFFFAOYSA-N Busulfan Chemical compound CS(=O)(=O)OCCCCOS(C)(=O)=O COVZYZSDYWQREU-UHFFFAOYSA-N 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- 229920000049 Carbon (fiber) Polymers 0.000 description 1
- 239000004215 Carbon black (E152) Substances 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
- QLUWIOKCJTZPTC-UHFFFAOYSA-N ClP(N=P(Cl)(Cl)Cl)(NP)(Cl)Cl Chemical compound ClP(N=P(Cl)(Cl)Cl)(NP)(Cl)Cl QLUWIOKCJTZPTC-UHFFFAOYSA-N 0.000 description 1
- 239000004821 Contact adhesive Substances 0.000 description 1
- 229920001651 Cyanoacrylate Polymers 0.000 description 1
- 239000004641 Diallyl-phthalate Substances 0.000 description 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
- PLUBXMRUUVWRLT-UHFFFAOYSA-N Ethyl methanesulfonate Chemical compound CCOS(C)(=O)=O PLUBXMRUUVWRLT-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 239000005058 Isophorone diisocyanate Substances 0.000 description 1
- 229920006370 Kynar Polymers 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- 229910000502 Li-aluminosilicate Inorganic materials 0.000 description 1
- 229910011140 Li2C2 Inorganic materials 0.000 description 1
- 229910010408 Li2NH Inorganic materials 0.000 description 1
- 229910013375 LiC Inorganic materials 0.000 description 1
- 229910013462 LiC104 Inorganic materials 0.000 description 1
- 229910000552 LiCF3SO3 Inorganic materials 0.000 description 1
- 229910052493 LiFePO4 Inorganic materials 0.000 description 1
- 229910000668 LiMnPO4 Inorganic materials 0.000 description 1
- 229910013698 LiNH2 Inorganic materials 0.000 description 1
- 229910012576 LiSiF6 Inorganic materials 0.000 description 1
- 229910015982 LixNbS2 Inorganic materials 0.000 description 1
- 229910003012 LixTiS2 Inorganic materials 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- MWCLLHOVUTZFKS-UHFFFAOYSA-N Methyl cyanoacrylate Chemical compound COC(=O)C(=C)C#N MWCLLHOVUTZFKS-UHFFFAOYSA-N 0.000 description 1
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- OPKOKAMJFNKNAS-UHFFFAOYSA-N N-methylethanolamine Chemical compound CNCCO OPKOKAMJFNKNAS-UHFFFAOYSA-N 0.000 description 1
- VEQPNABPJHWNSG-UHFFFAOYSA-N Nickel(2+) Chemical compound [Ni+2] VEQPNABPJHWNSG-UHFFFAOYSA-N 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 229920005987 OPPANOL® Polymers 0.000 description 1
- 229910019213 POCl3 Inorganic materials 0.000 description 1
- ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 description 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 229920001944 Plastisol Polymers 0.000 description 1
- RVGRUAULSDPKGF-UHFFFAOYSA-N Poloxamer Chemical compound C1CO1.CC1CO1 RVGRUAULSDPKGF-UHFFFAOYSA-N 0.000 description 1
- 239000004693 Polybenzimidazole Substances 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 1
- RJFAYQIBOAGBLC-BYPYZUCNSA-N Selenium-L-methionine Chemical compound C[Se]CC[C@H](N)C(O)=O RJFAYQIBOAGBLC-BYPYZUCNSA-N 0.000 description 1
- 229910003910 SiCl4 Inorganic materials 0.000 description 1
- AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- HRKAMJBPFPHCSD-UHFFFAOYSA-N Tri-isobutylphosphate Chemical compound CC(C)COP(=O)(OCC(C)C)OCC(C)C HRKAMJBPFPHCSD-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 238000006887 Ullmann reaction Methods 0.000 description 1
- FMRLDPWIRHBCCC-UHFFFAOYSA-L Zinc carbonate Chemical compound [Zn+2].[O-]C([O-])=O FMRLDPWIRHBCCC-UHFFFAOYSA-L 0.000 description 1
- KXBFLNPZHXDQLV-UHFFFAOYSA-N [cyclohexyl(diisocyanato)methyl]cyclohexane Chemical compound C1CCCCC1C(N=C=O)(N=C=O)C1CCCCC1 KXBFLNPZHXDQLV-UHFFFAOYSA-N 0.000 description 1
- 230000001133 acceleration Effects 0.000 description 1
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 description 1
- WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- CNLWCVNCHLKFHK-UHFFFAOYSA-N aluminum;lithium;dioxido(oxo)silane Chemical compound [Li+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O CNLWCVNCHLKFHK-UHFFFAOYSA-N 0.000 description 1
- 125000000539 amino acid group Chemical group 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 239000000010 aprotic solvent Substances 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 229910021383 artificial graphite Inorganic materials 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- ZPOLOEWJWXZUSP-WAYWQWQTSA-N bis(prop-2-enyl) (z)-but-2-enedioate Chemical compound C=CCOC(=O)\C=C/C(=O)OCC=C ZPOLOEWJWXZUSP-WAYWQWQTSA-N 0.000 description 1
- QUDWYFHPNIMBFC-UHFFFAOYSA-N bis(prop-2-enyl) benzene-1,2-dicarboxylate Chemical compound C=CCOC(=O)C1=CC=CC=C1C(=O)OCC=C QUDWYFHPNIMBFC-UHFFFAOYSA-N 0.000 description 1
- HABAXTXIECRCKH-UHFFFAOYSA-N bis(prop-2-enyl) butanedioate Chemical compound C=CCOC(=O)CCC(=O)OCC=C HABAXTXIECRCKH-UHFFFAOYSA-N 0.000 description 1
- SQBBIIARQXLCHP-UHFFFAOYSA-N bis(prop-2-enyl) heptanedioate Chemical compound C=CCOC(=O)CCCCCC(=O)OCC=C SQBBIIARQXLCHP-UHFFFAOYSA-N 0.000 description 1
- FPODCVUTIPDRTE-UHFFFAOYSA-N bis(prop-2-enyl) hexanedioate Chemical compound C=CCOC(=O)CCCCC(=O)OCC=C FPODCVUTIPDRTE-UHFFFAOYSA-N 0.000 description 1
- BKXRKRANFLFTFU-UHFFFAOYSA-N bis(prop-2-enyl) oxalate Chemical compound C=CCOC(=O)C(=O)OCC=C BKXRKRANFLFTFU-UHFFFAOYSA-N 0.000 description 1
- AOESAXAWXYJFNC-UHFFFAOYSA-N bis(prop-2-enyl) propanedioate Chemical compound C=CCOC(=O)CC(=O)OCC=C AOESAXAWXYJFNC-UHFFFAOYSA-N 0.000 description 1
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical class C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 1
- 239000007767 bonding agent Substances 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- OZCRKDNRAAKDAN-UHFFFAOYSA-N but-1-ene-1,4-diol Chemical compound O[CH][CH]CCO OZCRKDNRAAKDAN-UHFFFAOYSA-N 0.000 description 1
- DLDJFQGPPSQZKI-UHFFFAOYSA-N but-2-yne-1,4-diol Chemical compound OCC#CCO DLDJFQGPPSQZKI-UHFFFAOYSA-N 0.000 description 1
- PVEOYINWKBTPIZ-UHFFFAOYSA-N but-3-enoic acid Chemical compound OC(=O)CC=C PVEOYINWKBTPIZ-UHFFFAOYSA-N 0.000 description 1
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 1
- DWSYMNWJOYKKCK-UHFFFAOYSA-N butyl diethyl phosphate Chemical compound CCCCOP(=O)(OCC)OCC DWSYMNWJOYKKCK-UHFFFAOYSA-N 0.000 description 1
- 229920005549 butyl rubber Polymers 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 1
- 239000000292 calcium oxide Substances 0.000 description 1
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 1
- 238000003490 calendering Methods 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 239000004917 carbon fiber Substances 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 description 1
- 238000010538 cationic polymerization reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- XSDCTSITJJJDPY-UHFFFAOYSA-N chloro-ethenyl-dimethylsilane Chemical compound C[Si](C)(Cl)C=C XSDCTSITJJJDPY-UHFFFAOYSA-N 0.000 description 1
- 229940114081 cinnamate Drugs 0.000 description 1
- 229930016911 cinnamic acid Natural products 0.000 description 1
- 235000013985 cinnamic acid Nutrition 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 229910001429 cobalt ion Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 150000004292 cyclic ethers Chemical class 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- CMKBCTPCXZNQKX-UHFFFAOYSA-N cyclohexanethiol Chemical compound SC1CCCCC1 CMKBCTPCXZNQKX-UHFFFAOYSA-N 0.000 description 1
- 125000004956 cyclohexylene group Chemical group 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- AQEFLFZSWDEAIP-UHFFFAOYSA-N di-tert-butyl ether Chemical compound CC(C)(C)OC(C)(C)C AQEFLFZSWDEAIP-UHFFFAOYSA-N 0.000 description 1
- QLVWOKQMDLQXNN-UHFFFAOYSA-N dibutyl carbonate Chemical compound CCCCOC(=O)OCCCC QLVWOKQMDLQXNN-UHFFFAOYSA-N 0.000 description 1
- LMEDOLJKVASKTP-UHFFFAOYSA-N dibutyl sulfate Chemical compound CCCCOS(=O)(=O)OCCCC LMEDOLJKVASKTP-UHFFFAOYSA-N 0.000 description 1
- OSXYHAQZDCICNX-UHFFFAOYSA-N dichloro(diphenyl)silane Chemical compound C=1C=CC=CC=1[Si](Cl)(Cl)C1=CC=CC=C1 OSXYHAQZDCICNX-UHFFFAOYSA-N 0.000 description 1
- MROCJMGDEKINLD-UHFFFAOYSA-N dichlorosilane Chemical compound Cl[SiH2]Cl MROCJMGDEKINLD-UHFFFAOYSA-N 0.000 description 1
- 229940028820 didecyl ether Drugs 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- DENRZWYUOJLTMF-UHFFFAOYSA-N diethyl sulfate Chemical compound CCOS(=O)(=O)OCC DENRZWYUOJLTMF-UHFFFAOYSA-N 0.000 description 1
- 229940008406 diethyl sulfate Drugs 0.000 description 1
- NVJBFARDFTXOTO-UHFFFAOYSA-N diethyl sulfite Chemical compound CCOS(=O)OCC NVJBFARDFTXOTO-UHFFFAOYSA-N 0.000 description 1
- CCAFPWNGIUBUSD-UHFFFAOYSA-N diethyl sulfoxide Chemical compound CCS(=O)CC CCAFPWNGIUBUSD-UHFFFAOYSA-N 0.000 description 1
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 1
- QUJIVWINNPEYAS-UHFFFAOYSA-N dihexyl sulfate Chemical compound CCCCCCOS(=O)(=O)OCCCCCC QUJIVWINNPEYAS-UHFFFAOYSA-N 0.000 description 1
- WASQWSOJHCZDFK-UHFFFAOYSA-N diketene Chemical compound C=C1CC(=O)O1 WASQWSOJHCZDFK-UHFFFAOYSA-N 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- BDUPRNVPXOHWIL-UHFFFAOYSA-N dimethyl sulfite Chemical compound COS(=O)OC BDUPRNVPXOHWIL-UHFFFAOYSA-N 0.000 description 1
- OOZFJMRPUVMHEW-UHFFFAOYSA-N dioctyl sulfate Chemical compound CCCCCCCCOS(=O)(=O)OCCCCCCCC OOZFJMRPUVMHEW-UHFFFAOYSA-N 0.000 description 1
- GWZCCUDJHOGOSO-UHFFFAOYSA-N diphenic acid Chemical compound OC(=O)C1=CC=CC=C1C1=CC=CC=C1C(O)=O GWZCCUDJHOGOSO-UHFFFAOYSA-N 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- JMPVESVJOFYWTB-UHFFFAOYSA-N dipropan-2-yl carbonate Chemical compound CC(C)OC(=O)OC(C)C JMPVESVJOFYWTB-UHFFFAOYSA-N 0.000 description 1
- VUPKGFBOKBGHFZ-UHFFFAOYSA-N dipropyl carbonate Chemical compound CCCOC(=O)OCCC VUPKGFBOKBGHFZ-UHFFFAOYSA-N 0.000 description 1
- POLCUAVZOMRGSN-UHFFFAOYSA-N dipropyl ether Chemical compound CCCOCCC POLCUAVZOMRGSN-UHFFFAOYSA-N 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000007606 doctor blade method Methods 0.000 description 1
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 1
- 238000010894 electron beam technology Methods 0.000 description 1
- 238000001493 electron microscopy Methods 0.000 description 1
- 238000004146 energy storage Methods 0.000 description 1
- 229920006332 epoxy adhesive Polymers 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- IYNRVIKPUTZSOR-HWKANZROSA-N ethenyl (e)-but-2-enoate Chemical compound C\C=C\C(=O)OC=C IYNRVIKPUTZSOR-HWKANZROSA-N 0.000 description 1
- ZBGRMWIREQJHPK-UHFFFAOYSA-N ethenyl 2,2,2-trifluoroacetate Chemical compound FC(F)(F)C(=O)OC=C ZBGRMWIREQJHPK-UHFFFAOYSA-N 0.000 description 1
- IGBZOHMCHDADGY-UHFFFAOYSA-N ethenyl 2-ethylhexanoate Chemical compound CCCCC(CC)C(=O)OC=C IGBZOHMCHDADGY-UHFFFAOYSA-N 0.000 description 1
- ZFRKEVMBGBIBGT-UHFFFAOYSA-N ethenyl benzenesulfonate Chemical compound C=COS(=O)(=O)C1=CC=CC=C1 ZFRKEVMBGBIBGT-UHFFFAOYSA-N 0.000 description 1
- MEGHWIAOTJPCHQ-UHFFFAOYSA-N ethenyl butanoate Chemical compound CCCC(=O)OC=C MEGHWIAOTJPCHQ-UHFFFAOYSA-N 0.000 description 1
- CMDXMIHZUJPRHG-UHFFFAOYSA-N ethenyl decanoate Chemical compound CCCCCCCCCC(=O)OC=C CMDXMIHZUJPRHG-UHFFFAOYSA-N 0.000 description 1
- UJRIYYLGNDXVTA-UHFFFAOYSA-N ethenyl hexadecanoate Chemical compound CCCCCCCCCCCCCCCC(=O)OC=C UJRIYYLGNDXVTA-UHFFFAOYSA-N 0.000 description 1
- LZWYWAIOTBEZFN-UHFFFAOYSA-N ethenyl hexanoate Chemical compound CCCCCC(=O)OC=C LZWYWAIOTBEZFN-UHFFFAOYSA-N 0.000 description 1
- AFSIMBWBBOJPJG-UHFFFAOYSA-N ethenyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC=C AFSIMBWBBOJPJG-UHFFFAOYSA-N 0.000 description 1
- QBDADGJLZNIRFQ-UHFFFAOYSA-N ethenyl octanoate Chemical compound CCCCCCCC(=O)OC=C QBDADGJLZNIRFQ-UHFFFAOYSA-N 0.000 description 1
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
- 229940052303 ethers for general anesthesia Drugs 0.000 description 1
- HUNISAHOCCASGM-UHFFFAOYSA-N ethyl 2-dimethoxyphosphorylacetate Chemical compound CCOC(=O)CP(=O)(OC)OC HUNISAHOCCASGM-UHFFFAOYSA-N 0.000 description 1
- HJWBBBADPXPUPA-UHFFFAOYSA-N ethyl 3-(4-chlorophenyl)-5-methyl-1,2-oxazole-4-carboxylate Chemical compound CCOC(=O)C1=C(C)ON=C1C1=CC=C(Cl)C=C1 HJWBBBADPXPUPA-UHFFFAOYSA-N 0.000 description 1
- NOJFJZZMRDSOLM-UHFFFAOYSA-N ethyl diethoxyphosphorylformate Chemical compound CCOC(=O)P(=O)(OCC)OCC NOJFJZZMRDSOLM-UHFFFAOYSA-N 0.000 description 1
- 229910000174 eucryptite Inorganic materials 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 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
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 230000037427 ion transport Effects 0.000 description 1
- 238000012690 ionic polymerization Methods 0.000 description 1
- 230000005865 ionizing radiation Effects 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- 239000011244 liquid electrolyte Substances 0.000 description 1
- AFRJJFRNGGLMDW-UHFFFAOYSA-N lithium amide Chemical compound [Li+].[NH2-] AFRJJFRNGGLMDW-UHFFFAOYSA-N 0.000 description 1
- 150000002642 lithium compounds Chemical class 0.000 description 1
- 229910001547 lithium hexafluoroantimonate(V) Inorganic materials 0.000 description 1
- 229910001540 lithium hexafluoroarsenate(V) Inorganic materials 0.000 description 1
- IDBFBDSKYCUNPW-UHFFFAOYSA-N lithium nitride Chemical compound [Li]N([Li])[Li] IDBFBDSKYCUNPW-UHFFFAOYSA-N 0.000 description 1
- 229910001947 lithium oxide Inorganic materials 0.000 description 1
- 229910001386 lithium phosphate Inorganic materials 0.000 description 1
- 229910001537 lithium tetrachloroaluminate Inorganic materials 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 239000002931 mesocarbon microbead Substances 0.000 description 1
- 229910001092 metal group alloy Inorganic materials 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- VHRYZQNGTZXDNX-UHFFFAOYSA-N methacryloyl chloride Chemical compound CC(=C)C(Cl)=O VHRYZQNGTZXDNX-UHFFFAOYSA-N 0.000 description 1
- CTSAXXHOGZNKJR-UHFFFAOYSA-N methyl 2-diethoxyphosphorylacetate Chemical compound CCOP(=O)(OCC)CC(=O)OC CTSAXXHOGZNKJR-UHFFFAOYSA-N 0.000 description 1
- SIGOIUCRXKUEIG-UHFFFAOYSA-N methyl 2-dimethoxyphosphorylacetate Chemical compound COC(=O)CP(=O)(OC)OC SIGOIUCRXKUEIG-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
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229910000476 molybdenum oxide Inorganic materials 0.000 description 1
- CZDSWLXAULJYPZ-UHFFFAOYSA-J molybdenum(4+);dicarbonate Chemical compound [Mo+4].[O-]C([O-])=O.[O-]C([O-])=O CZDSWLXAULJYPZ-UHFFFAOYSA-J 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- LSHROXHEILXKHM-UHFFFAOYSA-N n'-[2-[2-[2-(2-aminoethylamino)ethylamino]ethylamino]ethyl]ethane-1,2-diamine Chemical compound NCCNCCNCCNCCNCCN LSHROXHEILXKHM-UHFFFAOYSA-N 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229910021382 natural graphite Inorganic materials 0.000 description 1
- 239000000025 natural resin Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229910001453 nickel ion Inorganic materials 0.000 description 1
- 150000002826 nitrites Chemical class 0.000 description 1
- QGLKJKCYBOYXKC-UHFFFAOYSA-N nonaoxidotritungsten Chemical compound O=[W]1(=O)O[W](=O)(=O)O[W](=O)(=O)O1 QGLKJKCYBOYXKC-UHFFFAOYSA-N 0.000 description 1
- JFNLZVQOOSMTJK-KNVOCYPGSA-N norbornene Chemical compound C1[C@@H]2CC[C@H]1C=C2 JFNLZVQOOSMTJK-KNVOCYPGSA-N 0.000 description 1
- 229920003986 novolac Polymers 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 150000002898 organic sulfur compounds Chemical class 0.000 description 1
- 150000002903 organophosphorus compounds Chemical class 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- PQQKPALAQIIWST-UHFFFAOYSA-N oxomolybdenum Chemical compound [Mo]=O PQQKPALAQIIWST-UHFFFAOYSA-N 0.000 description 1
- UIUWNILCHFBLEQ-UHFFFAOYSA-N pent-3-enoic acid Chemical compound CC=CCC(O)=O UIUWNILCHFBLEQ-UHFFFAOYSA-N 0.000 description 1
- HVAMZGADVCBITI-UHFFFAOYSA-M pent-4-enoate Chemical compound [O-]C(=O)CCC=C HVAMZGADVCBITI-UHFFFAOYSA-M 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 1
- UWJJYHHHVWZFEP-UHFFFAOYSA-N pentane-1,1-diol Chemical compound CCCCC(O)O UWJJYHHHVWZFEP-UHFFFAOYSA-N 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 239000005054 phenyltrichlorosilane Substances 0.000 description 1
- 125000004437 phosphorous atom Chemical group 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 239000004999 plastisol Substances 0.000 description 1
- 229920001983 poloxamer Polymers 0.000 description 1
- 229920001490 poly(butyl methacrylate) polymer Polymers 0.000 description 1
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 1
- 229920002432 poly(vinyl methyl ether) polymer Polymers 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920002480 polybenzimidazole Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920006267 polyester film Polymers 0.000 description 1
- 229920005906 polyester polyol Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000004848 polyfunctional curative Substances 0.000 description 1
- 229920000129 polyhexylmethacrylate Polymers 0.000 description 1
- 229920001195 polyisoprene Polymers 0.000 description 1
- 229920000346 polystyrene-polyisoprene block-polystyrene Polymers 0.000 description 1
- 229920003225 polyurethane elastomer Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 229920000131 polyvinylidene Polymers 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 238000007639 printing Methods 0.000 description 1
- XIVPVSIDXBTZLM-UHFFFAOYSA-N prop-2-enyl 2,2,2-trifluoroacetate Chemical compound FC(F)(F)C(=O)OCC=C XIVPVSIDXBTZLM-UHFFFAOYSA-N 0.000 description 1
- DNFFZVPOFBBNHH-UHFFFAOYSA-N prop-2-enyl 2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-pentadecafluorooctanoate Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(=O)OCC=C DNFFZVPOFBBNHH-UHFFFAOYSA-N 0.000 description 1
- HOAPRVOMYGIBCZ-UHFFFAOYSA-N prop-2-enyl 2-hydroxybut-3-enoate Chemical compound C=CC(O)C(=O)OCC=C HOAPRVOMYGIBCZ-UHFFFAOYSA-N 0.000 description 1
- CYFIHPJVHCCGTF-UHFFFAOYSA-N prop-2-enyl 2-hydroxypropanoate Chemical compound CC(O)C(=O)OCC=C CYFIHPJVHCCGTF-UHFFFAOYSA-N 0.000 description 1
- AAKKKMOPCAFJCX-UHFFFAOYSA-N prop-2-enyl but-3-enoate Chemical compound C=CCOC(=O)CC=C AAKKKMOPCAFJCX-UHFFFAOYSA-N 0.000 description 1
- DQVOTEHORLHPRW-UHFFFAOYSA-N prop-2-enyl decanoate Chemical compound CCCCCCCCCC(=O)OCC=C DQVOTEHORLHPRW-UHFFFAOYSA-N 0.000 description 1
- HAFZJTKIBGEQKT-UHFFFAOYSA-N prop-2-enyl hexadecanoate Chemical compound CCCCCCCCCCCCCCCC(=O)OCC=C HAFZJTKIBGEQKT-UHFFFAOYSA-N 0.000 description 1
- HPCIWDZYMSZAEZ-UHFFFAOYSA-N prop-2-enyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC=C HPCIWDZYMSZAEZ-UHFFFAOYSA-N 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 238000007761 roller coating Methods 0.000 description 1
- 238000007650 screen-printing Methods 0.000 description 1
- 239000012945 sealing adhesive Substances 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 150000004819 silanols Chemical class 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- FDNAPBUWERUEDA-UHFFFAOYSA-N silicon tetrachloride Chemical compound Cl[Si](Cl)(Cl)Cl FDNAPBUWERUEDA-UHFFFAOYSA-N 0.000 description 1
- 239000013464 silicone adhesive Substances 0.000 description 1
- 125000005373 siloxane group Chemical group [SiH2](O*)* 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- 229910052642 spodumene Inorganic materials 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000011115 styrene butadiene Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical class [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Chemical group 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 229910052645 tectosilicate Inorganic materials 0.000 description 1
- 125000001302 tertiary amino group Chemical group 0.000 description 1
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 description 1
- ISXOBTBCNRIIQO-UHFFFAOYSA-N tetrahydrothiophene 1-oxide Chemical compound O=S1CCCC1 ISXOBTBCNRIIQO-UHFFFAOYSA-N 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 1
- 229910001887 tin oxide Inorganic materials 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- FOZHTJJTSSSURD-UHFFFAOYSA-J titanium(4+);dicarbonate Chemical compound [Ti+4].[O-]C([O-])=O.[O-]C([O-])=O FOZHTJJTSSSURD-UHFFFAOYSA-J 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 1
- ORVMIVQULIKXCP-UHFFFAOYSA-N trichloro(phenyl)silane Chemical compound Cl[Si](Cl)(Cl)C1=CC=CC=C1 ORVMIVQULIKXCP-UHFFFAOYSA-N 0.000 description 1
- ZDHXKXAHOVTTAH-UHFFFAOYSA-N trichlorosilane Chemical compound Cl[SiH](Cl)Cl ZDHXKXAHOVTTAH-UHFFFAOYSA-N 0.000 description 1
- 239000005052 trichlorosilane Substances 0.000 description 1
- GAJQCIFYLSXSEZ-UHFFFAOYSA-L tridecyl phosphate Chemical compound CCCCCCCCCCCCCOP([O-])([O-])=O GAJQCIFYLSXSEZ-UHFFFAOYSA-L 0.000 description 1
- DQWPFSLDHJDLRL-UHFFFAOYSA-N triethyl phosphate Chemical compound CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 0.000 description 1
- ZMANZCXQSJIPKH-UHFFFAOYSA-N triethylamine Natural products CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- YFNKIDBQEZZDLK-UHFFFAOYSA-N triglyme Chemical compound COCCOCCOCCOC YFNKIDBQEZZDLK-UHFFFAOYSA-N 0.000 description 1
- SFENPMLASUEABX-UHFFFAOYSA-N trihexyl phosphate Chemical compound CCCCCCOP(=O)(OCCCCCC)OCCCCCC SFENPMLASUEABX-UHFFFAOYSA-N 0.000 description 1
- RIUWBIIVUYSTCN-UHFFFAOYSA-N trilithium borate Chemical class [Li+].[Li+].[Li+].[O-]B([O-])[O-] RIUWBIIVUYSTCN-UHFFFAOYSA-N 0.000 description 1
- TWQULNDIKKJZPH-UHFFFAOYSA-K trilithium;phosphate Chemical class [Li+].[Li+].[Li+].[O-]P([O-])([O-])=O TWQULNDIKKJZPH-UHFFFAOYSA-K 0.000 description 1
- WVLBCYQITXONBZ-UHFFFAOYSA-N trimethyl phosphate Chemical compound COP(=O)(OC)OC WVLBCYQITXONBZ-UHFFFAOYSA-N 0.000 description 1
- AAPLIUHOKVUFCC-UHFFFAOYSA-N trimethylsilanol Chemical compound C[Si](C)(C)O AAPLIUHOKVUFCC-UHFFFAOYSA-N 0.000 description 1
- QJAVUVZBMMXBRO-UHFFFAOYSA-N tripentyl phosphate Chemical compound CCCCCOP(=O)(OCCCCC)OCCCCC QJAVUVZBMMXBRO-UHFFFAOYSA-N 0.000 description 1
- RXPQRKFMDQNODS-UHFFFAOYSA-N tripropyl phosphate Chemical compound CCCOP(=O)(OCCC)OCCC RXPQRKFMDQNODS-UHFFFAOYSA-N 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- WTLBZVNBAKMVDP-UHFFFAOYSA-N tris(2-butoxyethyl) phosphate Chemical compound CCCCOCCOP(=O)(OCCOCCCC)OCCOCCCC WTLBZVNBAKMVDP-UHFFFAOYSA-N 0.000 description 1
- QLNUSZCPEUTHBS-UHFFFAOYSA-N tris(2-methoxyethyl) phosphate Chemical compound COCCOP(=O)(OCCOC)OCCOC QLNUSZCPEUTHBS-UHFFFAOYSA-N 0.000 description 1
- DLEQRTPKFCPBDG-UHFFFAOYSA-N tris(oxolan-2-yl) phosphate Chemical compound C1CCOC1OP(OC1OCCC1)(=O)OC1CCCO1 DLEQRTPKFCPBDG-UHFFFAOYSA-N 0.000 description 1
- VOSUIKFOFHZNED-UHFFFAOYSA-N tris(prop-2-enyl) benzene-1,3,5-tricarboxylate Chemical compound C=CCOC(=O)C1=CC(C(=O)OCC=C)=CC(C(=O)OCC=C)=C1 VOSUIKFOFHZNED-UHFFFAOYSA-N 0.000 description 1
- 229910001930 tungsten oxide Inorganic materials 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical compound OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000011667 zinc carbonate Substances 0.000 description 1
- 229910000010 zinc carbonate Inorganic materials 0.000 description 1
- 235000004416 zinc carbonate Nutrition 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
Classifications
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M4/00—Electrodes
- H01M4/02—Electrodes composed of, or comprising, active material
- H01M4/13—Electrodes for accumulators with non-aqueous electrolyte, e.g. for lithium-accumulators; Processes of manufacture thereof
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M4/00—Electrodes
- H01M4/02—Electrodes composed of, or comprising, active material
- H01M4/13—Electrodes for accumulators with non-aqueous electrolyte, e.g. for lithium-accumulators; Processes of manufacture thereof
- H01M4/137—Electrodes based on electro-active polymers
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M50/00—Constructional details or processes of manufacture of the non-active parts of electrochemical cells other than fuel cells, e.g. hybrid cells
- H01M50/40—Separators; Membranes; Diaphragms; Spacing elements inside cells
- H01M50/409—Separators, membranes or diaphragms characterised by the material
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K9/00—Tenebrescent materials, i.e. materials for which the range of wavelengths for energy absorption is changed as a result of excitation by some form of energy
- C09K9/02—Organic tenebrescent materials
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES OR LIGHT-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
- H01G9/02—Diaphragms; Separators
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES OR LIGHT-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
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M10/00—Secondary cells; Manufacture thereof
- H01M10/05—Accumulators with non-aqueous electrolyte
- H01M10/052—Li-accumulators
- H01M10/0525—Rocking-chair batteries, i.e. batteries with lithium insertion or intercalation in both electrodes; Lithium-ion batteries
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M10/00—Secondary cells; Manufacture thereof
- H01M10/05—Accumulators with non-aqueous electrolyte
- H01M10/056—Accumulators with non-aqueous electrolyte characterised by the materials used as electrolytes, e.g. mixed inorganic/organic electrolytes
- H01M10/0564—Accumulators with non-aqueous electrolyte characterised by the materials used as electrolytes, e.g. mixed inorganic/organic electrolytes the electrolyte being constituted of organic materials only
- H01M10/0565—Polymeric materials, e.g. gel-type or solid-type
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M10/00—Secondary cells; Manufacture thereof
- H01M10/05—Accumulators with non-aqueous electrolyte
- H01M10/056—Accumulators with non-aqueous electrolyte characterised by the materials used as electrolytes, e.g. mixed inorganic/organic electrolytes
- H01M10/0564—Accumulators with non-aqueous electrolyte characterised by the materials used as electrolytes, e.g. mixed inorganic/organic electrolytes the electrolyte being constituted of organic materials only
- H01M10/0566—Liquid materials
- H01M10/0569—Liquid materials characterised by the solvents
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M4/00—Electrodes
- H01M4/02—Electrodes composed of, or comprising, active material
- H01M4/13—Electrodes for accumulators with non-aqueous electrolyte, e.g. for lithium-accumulators; Processes of manufacture thereof
- H01M4/139—Processes of manufacture
- H01M4/1399—Processes of manufacture of electrodes based on electro-active polymers
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M4/00—Electrodes
- H01M4/02—Electrodes composed of, or comprising, active material
- H01M4/62—Selection of inactive substances as ingredients for active masses, e.g. binders, fillers
- H01M4/621—Binders
- H01M4/622—Binders being polymers
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M2300/00—Electrolytes
- H01M2300/0085—Immobilising or gelification of electrolyte
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M4/00—Electrodes
- H01M4/02—Electrodes composed of, or comprising, active material
- H01M4/04—Processes of manufacture in general
- H01M4/043—Processes of manufacture in general involving compressing or compaction
- H01M4/0435—Rolling or calendering
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M4/00—Electrodes
- H01M4/02—Electrodes composed of, or comprising, active material
- H01M4/36—Selection of substances as active materials, active masses, active liquids
- H01M4/48—Selection of substances as active materials, active masses, active liquids of inorganic oxides or hydroxides
- H01M4/485—Selection of substances as active materials, active masses, active liquids of inorganic oxides or hydroxides of mixed oxides or hydroxides for inserting or intercalating light metals, e.g. LiTi2O4 or LiTi2OxFy
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M4/00—Electrodes
- H01M4/02—Electrodes composed of, or comprising, active material
- H01M4/62—Selection of inactive substances as ingredients for active masses, e.g. binders, fillers
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M50/00—Constructional details or processes of manufacture of the non-active parts of electrochemical cells other than fuel cells, e.g. hybrid cells
- H01M50/40—Separators; Membranes; Diaphragms; Spacing elements inside cells
- H01M50/46—Separators, membranes or diaphragms characterised by their combination with electrodes
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M50/00—Constructional details or processes of manufacture of the non-active parts of electrochemical cells other than fuel cells, e.g. hybrid cells
- H01M50/40—Separators; Membranes; Diaphragms; Spacing elements inside cells
- H01M50/489—Separators, membranes, diaphragms or spacing elements inside the cells, characterised by their physical properties, e.g. swelling degree, hydrophilicity or shut down properties
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M6/00—Primary cells; Manufacture thereof
- H01M6/14—Cells with non-aqueous electrolyte
- H01M6/18—Cells with non-aqueous electrolyte with solid electrolyte
- H01M6/188—Processes of manufacture
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M6/00—Primary cells; Manufacture thereof
- H01M6/40—Printed batteries, e.g. thin film batteries
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
- Y02E60/10—Energy storage using batteries
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P70/00—Climate change mitigation technologies in the production process for final industrial or consumer products
- Y02P70/50—Manufacturing or production processes characterised by the final manufactured product
Abstract
A composite comprises Aa) at least one first layer which comprises a mixture Ia, comprising a mix IIa consisting of a) from 1 to 95 % by weight of a solid III, preferably a basic solid III, having a primary particle size of from 5 nm to 20 µm and b) from 5 to 99 % by weight of a polymeric composition IV
obtainable by polymerization of b1) from 5 to 100 % by weight, based on the composition IV, of a condensation product V of .alpha.) at least one compound VI which is able to react with a carboxylic acid or a sulfonic acid or a derivative or a mixture of two or more thereof, and .beta.) at least 1 mol per mol of the compound VI of a carboxylic acid or sulfonic acid VII which contains at least one free-radically polymerizable functional group, or a derivative thereof or a mixture of two or more thereof, and b2) from 0 to 95 %
by weight, based on the composition IV, of a further compound VIII having a mean molecular weight (number average) of at least 5000 and polyether segments in the main chain or a side chain, where the proportion by weight of the mix IIa in the mixture Ia is from 1 to 100 % by weight, and the layer is free of an electron-conducting, electrochemically active compound, and B) at least one second layer which comprises an electron-conducting, electrochemically active compound, wherein the first layer or layers and the second layer or layers are joined to one another by one of the two methods V1 or V2: V1) Lamination of the first layer or layers with the second layer or layers under the action of heat or pressure or under the action of heat and pressure, or V2 Corona treatment of the first layer or layers, the second layer or layers or the first layer or layers and the second layer or layers and subsequent bringing together of the corona-treated first layer or layers with the corona-treated or untreated second layer or layers.
obtainable by polymerization of b1) from 5 to 100 % by weight, based on the composition IV, of a condensation product V of .alpha.) at least one compound VI which is able to react with a carboxylic acid or a sulfonic acid or a derivative or a mixture of two or more thereof, and .beta.) at least 1 mol per mol of the compound VI of a carboxylic acid or sulfonic acid VII which contains at least one free-radically polymerizable functional group, or a derivative thereof or a mixture of two or more thereof, and b2) from 0 to 95 %
by weight, based on the composition IV, of a further compound VIII having a mean molecular weight (number average) of at least 5000 and polyether segments in the main chain or a side chain, where the proportion by weight of the mix IIa in the mixture Ia is from 1 to 100 % by weight, and the layer is free of an electron-conducting, electrochemically active compound, and B) at least one second layer which comprises an electron-conducting, electrochemically active compound, wherein the first layer or layers and the second layer or layers are joined to one another by one of the two methods V1 or V2: V1) Lamination of the first layer or layers with the second layer or layers under the action of heat or pressure or under the action of heat and pressure, or V2 Corona treatment of the first layer or layers, the second layer or layers or the first layer or layers and the second layer or layers and subsequent bringing together of the corona-treated first layer or layers with the corona-treated or untreated second layer or layers.
Description
s to Composite suitable for use in electrochemical cells is The present invention relates to composites which are suitable for, inter alia, electrochemical cells having electrolytes containing lithium ions; their use in, for example, electrodes; electrodes, sensors, electrochromic windows, 2o displays, capacitors and ion-conducting films comprising such a composite;
and also electrochemical cells which comprise such a molding.
Electrochemical, in particular rechargeable, cells are generally known, for example from "Ullmann's Encyclopedia of Industrial Chemistry", 5th Ed., 2s Vol. A3, VCH Verlagsgesellschaft mbH, Weinheim, 1985, pages 343-397.
Among these cells, a special position is occupied by lithium batteries and lithium ion batteries, in particular as secondary cells, owing to their high specific energy storage density.
As described, for example, in the above citation from "Ullmann" , the cathode of such cells comprises lithiated manganese, cobalt, vanadium or nickel mixed oxides which in the stoichiometrically simplest case can be described as LiMn204, LiCo02, LiV205 or LiNi02.
3s
and also electrochemical cells which comprise such a molding.
Electrochemical, in particular rechargeable, cells are generally known, for example from "Ullmann's Encyclopedia of Industrial Chemistry", 5th Ed., 2s Vol. A3, VCH Verlagsgesellschaft mbH, Weinheim, 1985, pages 343-397.
Among these cells, a special position is occupied by lithium batteries and lithium ion batteries, in particular as secondary cells, owing to their high specific energy storage density.
As described, for example, in the above citation from "Ullmann" , the cathode of such cells comprises lithiated manganese, cobalt, vanadium or nickel mixed oxides which in the stoichiometrically simplest case can be described as LiMn204, LiCo02, LiV205 or LiNi02.
3s
-2-These mixed oxides react reversibly with compounds which can incorporate lithium ions into their lattice, for example graphite, with the lithium ions being removed from the crystal lattice and the metal ions such as manganese, cobalt or nickel ions present in the latter being oxidized. This s reaction can be utilized in an electrochemical cell for storing electrical energy by separating the compound which takes up lithium ions; i.e. the anode material, and the lithium-containing mixed oxide, i.e. the cathode material, by means of an electrolyte through which the lithium ions migrate from the mixed oxide into the anode material (charging operation).
~o The compounds suitable for the reversible storage of lithium ions are usually fixed on collector electrodes by means of a binder.
When the cell is charged, electrons flow through an external voltage source is and lithium rations flow through the electrolyte to the anode material.
When the cell is used, the lithium rations flow through the electrolyte whereas the electrons flow through a load from the anode material to the cathode material.
2o To avoid a short circuit within the electrochemical cell, a layer which is electrically insulating but permeable to lithium rations is located between the two electrodes. This layer can be a solid electrolyte or a conventional separator.
Zs In the production of many electrochemical cells, e.g. a lithium ion battery in the form of a round cell, the necessary battery films, i.e. cathode, anode and separator films, are combined using a rolling apparatus to produce a battery roll. In conventional lithium ion batteries, the cathode and anode films) are joined to collector electrodes in the form of, for example, an so aluminum or copper foil. Such metal foils ensure sufficient mechanical stability.
~o The compounds suitable for the reversible storage of lithium ions are usually fixed on collector electrodes by means of a binder.
When the cell is charged, electrons flow through an external voltage source is and lithium rations flow through the electrolyte to the anode material.
When the cell is used, the lithium rations flow through the electrolyte whereas the electrons flow through a load from the anode material to the cathode material.
2o To avoid a short circuit within the electrochemical cell, a layer which is electrically insulating but permeable to lithium rations is located between the two electrodes. This layer can be a solid electrolyte or a conventional separator.
Zs In the production of many electrochemical cells, e.g. a lithium ion battery in the form of a round cell, the necessary battery films, i.e. cathode, anode and separator films, are combined using a rolling apparatus to produce a battery roll. In conventional lithium ion batteries, the cathode and anode films) are joined to collector electrodes in the form of, for example, an so aluminum or copper foil. Such metal foils ensure sufficient mechanical stability.
- 3 _ PC'f/EP98/06394 In contrast, the separator film has to withstand the mechanical stresses on its own, which presents no problem in the case of conventional separator films based on, for example, polyolefins and having the conventional thick-ness. To further improve the mechanical stability of such conventional s separator films, JP 09-134 730 and JP 09-161 815 propose joining these separator films to the anode and/or cathode film by means of a bonding layer.
In contrast to conventional separator films, the mechanical stability of to separator films filled with a solid is generally not sufficient to ensure problem-free rolling of the films.
It is an object of the present invention to provide a composite which has at least one layer filled with a solid and is suitable for use in is electrochemical cells and is able to withstand the mechanical stresses in the production of, for example, batteries.
We have found that this object is achieved by the composite of the present invention.
This comprises at least one first layer which is filled with a solid, e.g. a separator layer, and at least one second layer which can be a cathode layer or an anode layer. The composite of the present invention thus comprises a separator layer/anode layer combination or separator layer/cathode layer as combination or cathode layer/separator layer/anode layer combination; it is of course possible for further layers and/or support materials defined herein to be present.
The present invention accordingly provides, in one embodiment, a composite sa comprising
In contrast to conventional separator films, the mechanical stability of to separator films filled with a solid is generally not sufficient to ensure problem-free rolling of the films.
It is an object of the present invention to provide a composite which has at least one layer filled with a solid and is suitable for use in is electrochemical cells and is able to withstand the mechanical stresses in the production of, for example, batteries.
We have found that this object is achieved by the composite of the present invention.
This comprises at least one first layer which is filled with a solid, e.g. a separator layer, and at least one second layer which can be a cathode layer or an anode layer. The composite of the present invention thus comprises a separator layer/anode layer combination or separator layer/cathode layer as combination or cathode layer/separator layer/anode layer combination; it is of course possible for further layers and/or support materials defined herein to be present.
The present invention accordingly provides, in one embodiment, a composite sa comprising
- 4 - PCT/EP98/06394 Aa) at least one first layer which comprises a mixture Ia, comprising a mix IIa consisting of a) from 1 to 95 % by weight of a solid III, preferably a s basic solid III, having a primary particle size of from nm to 20 ~,m and b) from 5 to 99 % by weight of a polymeric composition IV
obtainable by polymerization of to bl) from 5 to 100% by weight, based on the composition IV, of a condensation product V of a) at least one compound VI which is able to react with a carboxylic acid or a sulfonic acid or a is derivative or a mixture of two or more thereof, and 13) at least 1 mol per mol of the compound VI of a carboxylic acid or sulfonic acid VII which contains at least one free-radically polymerizable Zo functional group, or a derivative thereof or a mixture of two or more thereof, and 2s b2) from 0 to 95 % by weight, based on the composition IV, of a further compound VIII having a mean molecular weight (number average) of at least 5000 and polyether segments in the main chain or a side chain, 3o where the proportion by weight of the mix IIa in the mixture Ia is from 1 to 100 % by weight,
obtainable by polymerization of to bl) from 5 to 100% by weight, based on the composition IV, of a condensation product V of a) at least one compound VI which is able to react with a carboxylic acid or a sulfonic acid or a is derivative or a mixture of two or more thereof, and 13) at least 1 mol per mol of the compound VI of a carboxylic acid or sulfonic acid VII which contains at least one free-radically polymerizable Zo functional group, or a derivative thereof or a mixture of two or more thereof, and 2s b2) from 0 to 95 % by weight, based on the composition IV, of a further compound VIII having a mean molecular weight (number average) of at least 5000 and polyether segments in the main chain or a side chain, 3o where the proportion by weight of the mix IIa in the mixture Ia is from 1 to 100 % by weight,
-5-and the layer is free of an election-conducting, electrochemically active compound, and s B) at least one second layer which comprises an electron-conducting, electrochemically active compound, wherein the first layer or layers and the second layer or layers are io joined to one another by one of the two methods V 1 or V2:
V 1) Lamination of the first layer or layers with the second layer or layers under the action of heat or pressure or under the action of heat and pressure, or is V2) Corona treatment of the first layer or layers, the second layer or layers or the first layer or layers and the second layer or layers and subsequent bringing together of the corona-treated first layer or layers with the Zo corona-treated or untreated second layer or layers.
The first layer or layers preferably comprises) a mixture Ia comprising a mix IIa consisting of zs a) from 1 to 95l by weight of a solid III, preferably a basic solid III, having a primary particle size of from 5 nm to 20 ~m and b) from 5 to 99l by weight of a polymeric composition N
obtainable by polymerization of bl) from 5 to 100°6 by weight, based on the composition IV, of
V 1) Lamination of the first layer or layers with the second layer or layers under the action of heat or pressure or under the action of heat and pressure, or is V2) Corona treatment of the first layer or layers, the second layer or layers or the first layer or layers and the second layer or layers and subsequent bringing together of the corona-treated first layer or layers with the Zo corona-treated or untreated second layer or layers.
The first layer or layers preferably comprises) a mixture Ia comprising a mix IIa consisting of zs a) from 1 to 95l by weight of a solid III, preferably a basic solid III, having a primary particle size of from 5 nm to 20 ~m and b) from 5 to 99l by weight of a polymeric composition N
obtainable by polymerization of bl) from 5 to 100°6 by weight, based on the composition IV, of
-6-a condensation product V of a) a polyhydric alcohol VI which has carbon and oxygen atoms in the main chain, s and (3) at least 1 mol per mol of the polyhydric alcohol VI of a a,~i-unsaturated carboxylic acid VII, and b2) from 0 to 95 % by weight, based on the composition IV, of a further compound VIII having a mean molecular weight is (number average) of at least 5000 and polyether segments in the main chain or a side chain, where the proportion by weight of the mix IIa in the mixture Ia is from 1 to 100 % by weight.
In a further embodiment, the present invention provides a composite comprising Ab) at least one first layer which comprises a mixture Ib 2s comprising a mix IIb consisting of a) from 1 to 95 % by weight of a solid III, preferably a basic solid, having a primary particle size of from 5 nm to 20 ~m and b) from 5 to 99 % by weight of a polymer IX obtainable
In a further embodiment, the present invention provides a composite comprising Ab) at least one first layer which comprises a mixture Ib 2s comprising a mix IIb consisting of a) from 1 to 95 % by weight of a solid III, preferably a basic solid, having a primary particle size of from 5 nm to 20 ~m and b) from 5 to 99 % by weight of a polymer IX obtainable
7 PCT/EP98/06394 _7_ by polymerization of bl) from S to 75 % by weight, based on the polymer IX, of a free-radically polymerizable compound X which is s different from the carboxylic acid or the sulfonic acid VII or a derivative thereof, or a mixture of two or more thereof, and ~o is b2) from 25 to 95 % by weight, based on the polymer IX, of a further compound VIII having a mean molecular weight (number average) .of at least 5000 and polyether segments in the main chain or a side chain, where the proportion by weight of the mix IIb in the mixture Ib is from 1 to 100 % by weight and the layer is free of an electron-conducting, Zo electrochemically active compound, and B) at least one second Iayer which comprises an electron-2s conducting, electrochemically active compound, wherein the first layer or layers and the second layer or layers are joined to one another by one of the two methods V 1 or V2:
so V 1) Lamination of the first layer or layers with the second layer or layers under the action of heat or pressure or _g_ under the action of heat and pressure, or V2) Corona treatment of the first layer or layers, the second layer or layers or the first layer or layers and the s second layer or layers and subsequent bringing together of the corona-treated first layer or layers with the corona-treated second layer or layers.
The present invention further provides a composite comprising ~o at least one first layer Aa or at least one first layer Ab or at least one first layer Aa and at least one first layer Ab, at least one second layer B, each as defined above, and is C) at least one bonding layer.
The components present in the respective layers of the composite of the present invention are described in more detail below.
2o first layer A
The solid III used in this layer is, first and foremost, an inorganic solid, preferably an inorganic basic solid, selected from the group consisting of oxides, mixed oxides, silicates, sulfates, carbonates, phosphates, nitrides, amides, imides and carbides of the elements of main groups I, II, III and zs IV and transition group IV of the Periodic Table; a polymer selected from the group consisting of polyethylene, polypropylene, polystyrene, polytetrafluoroethylene, polyvinylidene fluoride, polyamides, polyimides; a solids dispersion comprising such a polymer; and a mixture of two or more thereof.
Examples which may be mentioned are, in particular: oxides such as WO 99/i9917 PCT/EP98/06394 calcium oxide, silicon dioxide, aluminum oxide, magnesium oxide or titanium dioxide, mixed oxides, for example of the elements silicon, calcium, aluminum, magnesium, titanium; silicates such as ladder, chain, sheet and framework silicates, preferably wollastonite, in particular s hydrophobicized wollastonite, sulfates such as alkali metal and alkaline earth metal sulfates; carbonates such as alkali metal and alkaline earth metal carbonates, e.g. calcium, magnesium or barium carbonate or lithium, potassium or sodium carbonate; phosphates such as apatites; nitrides; amides;
imides; carbides; polymers such as polyethylene, polypropylene, polystyrene, io polytetrafluoroethylene, polyvinylidene fluoride; polyamides; polyimides;
or other thermoplastics, thermosets, microgels, solids dispersions, in particular those comprising the abovementioned polymers, and also mixtures of two or more of the abovementioned solids.
is Furthermore, inorganic solids which conduct Li ions, preferably an inorganic basic solid which conducts Li ions, can be used according to the invention as solid III.
Examples are: lithium borates such as Li4B6011 * xH20, Li3(B0~3, 2o Li.,B40~ * xH20, LiB02, where x can be from 0 to 20; lithium aluminates such as Li20 * A1203 * H20, Li2A1204, LiAl02; lithium aluminosilicates such as lithium-containing zeolites, feldspars, feldspar substitutes, phyllosilicates and inosilicates, and, in particular, LiAISi206 (spodumene), LiA1Si401o (petullite), LiA1Si04 (eucryptite), mica such as zs K[Li,AI]3[AISi]401o(F-OH)2,/ K[Li,AI,Fe]3[AISi]401o(F-OH)2; lithium zeolites, in particular those in fiber, sheet or cube form, in particular those having the formula Li2/z0 * A1203 * xSi02 * yH20, where z corresponds to the valence, x is from 1.8 to about 12 and y is from 0 to about 8; lithium carbides such as Li2C2, Li4C; Li3N; lithium oxides and mixed oxides such 3o as LiAl02, Li2Mn03, Li20, Li202, Li2Mn0a, Li2Ti03; Li2NH; LiNH2;
lithium phosphates such as Li3P04, LiP03, LiA1FP04, LiAI(OH)P04, LiFeP04, LiMnP04; Li2C03; lithium silicates in ladder, chain, sheet and framework form, e.g. Li2Si03, Li2SiO4 and Li6Si2; lithium sulfates such as Li2S04, LiHS04, LiKS04; the Li compounds mentioned in the discussion of the cathode layer, with the presence of conductive black being ruled out s when they are used as solid III; and also mixtures of two or more of the abovementioned solids which conduct Li ions.
Particularly suitable solids III are basic solids. For the purposes of the present invention, basic solids are those whose mixture with a liquid, water-io containing diluent which itself has a pH of at most 7 has a higher pH than this diluent.
The solids are preferably very largely insoluble in the liquid used as electrolyte and electrochemically inert in the battery medium.
is Particularly suitable solids are those which have a primary particle size of from 5 nm to 20 ~.m, preferably from 0.01 to 10 ~cm and in particular from 0.1 to S ~,m, where the particle sizes specified are determined by electron microscopy. The melting point of the solid is preferably above the 20 operating temperature customary for the electrochemical cell; melting points of above 120°C, in particular above 150°C, have been found to be particu-larly useful.
In terms of their external shape, the solids can be symmetrical, i.e. have 2s an aspect ratio height: width: length of about 1 and be in the form of spheres, granules, approximately round structures, but also in the form of any polyhedra such as cuboids, tetrahedra, hexahedra, octahedra or bipyramids, or can be distorted or asymmetric, i.e. have an aspect ratio height: width: length different from 1 and be in the form of needles, so asymmetric tetrahedra, asymmetric bipyramids, asymmetric hexahedra or octahedra, platelets, disks or as fibers. If the solids are in the form of asymmetric particles, the abovementioned upper limit for the primary particle size relates in each case to the smallest axis.
As compound VI which is able to react with a carboxylic acid or a s sulfonic acid VII or a derivative or a mixture of two or more thereof, it is possible in principle to use all compounds which fulfill this criterion.
The compound VI is preferably selected from the group consisting of monohydric or polyhydric alcohols having only carbon atoms in the main to chain; monohydric or polyhydric alcohols whose main chain comprises at least two carbon atoms plus at least one atom selected from the group consisting of oxygen, phosphorus and nitrogen; silicon-containing compounds;
amines having at least one primary amino group; amines having at least one secondary amino group; aminoalcohols; monohydric or polyhydric thiols;
is compounds containing at least one thiol group and at least one hydroxyl group; and mixtures of two or more thereof.
Among these, preference is in turn given to compounds VI containing two or more functional groups which can react with the carboxylic acid or zo sulfonic acid.
When compounds VI containing amino groups as functional group are used, preference is given to using those having secondary amino groups so that after condensation/crosslinking there are either absolutely no free NH groups 2s or only small amounts thereof present in the mixture Ia.
Specific examples of preferred compounds are:
monohydric or polyhydric alcohols which have only carbon atoms in the main chain and have from 1 to 20, preferably from 2 to 20 and in o particular from 2 to 10, alcoholic OH groups, in particular dihydric, trihydric and tetrahydric alcohols, preferably having from 2 to 20 carbon atoms, e.g. ethylene glycol, 1,2- or 1,3-propanediol, 1,2- or 1,3-butanediol, 1,4-butenediol or 1,4-butynediol, 1,6-hexanediol, neopentyl glycol, I,2-dodecanediol, glycerol, trimethylolpropane, pentaerythritol or sugar alcohols, hydroquinone, novolak, bisphenol A; it is also possible, as can be seen s from the above definition, to use monohydric alcohols such as methanol, ethanol, propanol, n-, sec- or tert-butyl, etc. ; use can also be made of polyhydroxyolefins, preferably those having two terminal hydroxyl groups, e.g. a,w-dihydroxybutadiene;
polyester polyols as are known, for example, from Ullmanns Encyclopadie io der technischen Chemie, 4th edition, Volume 19, pp. 62-65 and are obtained, for example, by reaction of dihydric alcohols with polybasic, preferably dibasic, polycarboxylic acids;
monohydric or polyhydric alcohols whose main chain comprises at least two carbon atoms plus at least one oxygen atom, preferably polyether alcohols is such as polymerization products of alkylene epoxides, for example isobutylene oxide, propylene oxide, ethylene oxide, 1,2-epoxybutane, 1,2-epoxypentane, 1,2-epoxyhexane, tetrahydrofuran, styrene oxide; use can also be made of polyether alcohols which are modified at the end groups, e.g.
polyether alcohols modified by NH2 end groups; these alcohols preferably 2o have a molecular weight (number average) of from 100 to 5000, more preferably from 200 to 1000 and in particular from 300 to 800; such compounds are known per se and are commercially available, for example under the trade names Pluriol~ or Pluronic (BASF Aktiengesellschaft);
alcohols as defined above in which some or all carbon atoms are replaced is by silicon; compounds of this type which can be used are, in particular, polysiloxanes or alkylene oxide-siloxane copolymers or mixtures of polyether alcohols and polysiloxanes as are described, for example, in EP-B 581 296 and EP-A 525 728; as regards the molecular weight of these alcohols, what has been said above also applies;
3o alcohols as defined above, in particular polyether alcohols, in which some or all oxygen atoms are replaced by sulfur atoms; with regard to the molecular weight of these alcohols, what has been said above likewise ap-plies;
monohydric or polyhydric alcohols whose main chain comprises at least two carbon atoms plus at least one phosphorus atom or at least one nitrogen s atom, e.g. diethanolamine and triethanolamine;
lactones which are derived from compounds of the formula HO-(CH~Z
COON, where z is from 1 to 20, e.g. e-caprolactone, ~-propiolactone, ~y-butyrolactone or methyl-e-caprolactone;
silicon-containing compounds such as dichlorosilane or trichlorosilane, io phenyltrichlorosilane, diphenyldichlorosilane, dimethylvinylchlorosilane;
silanols such as trimethylsilanol;
amines having at least one primary and/or secondary amino group, e.g.
butylamine, 2-ethylhexylamine, ethylenediamine, hexamethylenediamine, diethylenetriamine, tetraethylenepentamine, pentaethylenehexamine, aniline, ~s phenylenediamine;
polyetherdiamines such as 4,7-dioxydecane-1,10-diamine, 4,11-dioxytetradecane-1,14-diamine;
monohydric or polyhydric thiols, e.g. aliphatic thiols such as methanethiol, ethanethiol, cyclohexanethiol, dodecanethiol; aromatic thiols such as Zo thiophenol, 4-chlorothiophenol, 2-mercaptoaniline;
compounds containing at least one thiol group and at least one hydroxyl group, e.g. 4-hydroxythiophenol and monothio derivatives of the abovementioned polyhydric alcohols;
amino alcohols such as ethanolamine, N-methylethanolamine, 2s N-ethylethanolamine, N-butylethanolamine, 2-amino-1-propanol, 2-amino-l phenylethanol, monoamino or polyamino polyols having more than two aliphatically bound hydroxyl groups, e.g. tris(hydroxymethyl)methylamine, glucamine, N,N'-bis(2-hydroxymethyl)ethylenediamine.
so It is also possible to use mixtures of two or more of the above-defined compounds VI.
WO 99/19917 PCf/EP98/06394 According to the present invention, the abovementioned compounds VI are condensed with a carboxylic acid or sulfonic acid VII which contains at least one free-radically polymerizable functional group or a derivative thereof or a mixture of two or more thereof, in which reaction at least one, s preferably all, of the free groups capable of condensation within the compounds VI are condensed with the compound VII.
Carboxylic acids or sulfonic acids VII which can be used for the purposes of the present invention are in principle all carboxylic and sulfonic acids io which contain at least one free-radically polymerizable functional group, and also their derivatives. The term "derivatives" used here encompasses both compounds which are derived from a carboxylic or sulfonic acid and in which the acid function is modified, e.g. esters, acid halides or acid anhydrides, and compounds which are derived from a carboxylic or sulfonic is acid and in which the carbon skeleton of the carboxylic or sulfonic acid is modified, e.g. halocarboxylic or halosulfonic acids.
Examples of compound VII are, in particular:
«,(3-unsaturated carboxylic acids or ~B,~y-unsaturated carboxylic acids.
Particularly suitable «,/3-unsaturated carboxylic acids are those of the formula Ri Rz 3/C=C~
2s R COOH
where Rl, R2 and R3 are hydrogen or C1-C4-alkyl radicals; among these, preference is in turn given to acrylic acid and methacrylic acid; other suitable compounds are cinnamic acid, malefic acid, fumaric acid, itaconic so acid or p-vinylbenzoic acid, and also derivatives thereof, e.g. anhydrides such as malefic anhydride or itaconic anhydride;
WO 99/19917 PC'f/EP98/06394 halides, in particular chlorides, such as acryloyl or methacryloyl chloride;
esters such as (cyclo)alkyl (meth)acrylates having up to 20 carbon atoms in the alkyl radical, e.g. methyl, ethyl, propyl, butyl, hexyl, 2-ethylhexyl, stearyl, lauryl, cyclohexyl, benzyl, trifluoromethyl, hexafluoropropyl or s tetrafluoropropyl (meth)acrylate, polypropylene glycol mono(meth)acrylates, polyethylene glycol mono(meth)acrylates, poly(meth)acrylates of polyhydric alcohols, e.g. glyceryl di(meth)acrylate, trimethylolpropane di(meth)acrylate, pentaerythrityl di- or tri(meth)acrylate, diethylene glycol bis(mono(2-acryloxy-ethyl)carbonate), poly(meth)acrylates of alcohois which themselves in turn io contain a free-radically polymerizable group, e.g. esters of (meth)acrylic acid and vinyl and/or allyl alcohol;
vinyl esters of other aliphatic or aromatic carboxylic acids, e.g. vinyl acetate, vinyl propionate, vinyl butyrate, vinyl hexanoate, vinyl octanoate, vinyl decanoate, vinyl stearate, vinyl palmitate, vinyl crotonate, divinyl is adipate, divinyl sebacate, vinyl 2-ethylhexanoate, vinyl trifluoroacetate;
allyl esters of other aliphatic or aromatic carboxylic acids, e.g. allyl acetate, allyl propionate, allyl butyrate, allyl hexanoate, allyl octanoate, allyl decan-oate, allyl stearate, allyl palmitate, allyl crotonate, allyl salicylate, allyl lactate, diallyl oxalate, diallyl malonate, allyl- and diallyl succinate, diallyl 2o glutarate, diallyl adipate, diallyl pimelate, diallyl cinnamate, diallyl maleate, diallyl phthalate, diallyl isophthalate, triallyl benzene-1,3,5-tricarboxylate, diallyl cinnatricarboxylate, allyl trifluoroacetate, allyl perfluorobutyrate, allyl perfluorooctanoate;
~,~y-unsaturated carboxylic acids or their derivatives, e.g. vinylacetic acid, as 2-methylvinylacetic acid, isobutyl 3-butenoate, allyl 3-butenoate, allyl 2-hydroxy-3-butenoate, diketene;
sulfonic acids such as vinylsulfonic acid, allylsulfonic and methylylsulfonic acids, and also their esters and halides, vinyl benzenesulfonate, 4-vinylbenzenesulfonamide.
It is also possible to use mixtures of two or more of the above-described carboxylic and/or sulfonic acids.
Specific examples of compound X which is capable of free-radical polymerization and can be used for preparing the polymer IX are:
s olefinic hydrocarbons such as ethylene, propylene, butylene, isobutene, hexene or higher homologues and vinylcyclohexane;
(meth)acrylonitrile;
halogen-containing olefinic compounds such as vinylidene fluoride, vinylidene chloride, vinyl fluoride, vinyl chloride, hexafluoropropene, trifluoropropene, io 1,2-dichloroethylene, 1,2-difluoroethylene and tetrafluoroethylene;
vinyl alcohol, vinyl acetate, N-vinylpyrrolidone, N-vinylimidazole, vinylformamide;
phosphonitrilic chlorides such as hexachloro(triphosphazene), and also derivatives thereof which are partially or completely substituted by alkoxy, is phenoxy, amino and fluoroalkoxy groups, i.e. compounds which can be polymerized to form polyphosphazenes;
aromatic, olefmic compounds such as styrene, a-methylstyrene;
vinyl ethers such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, hexyl, octyl, decyl, dodecyl, 2-ethylhexyl, cyclohexyl, benzyl, trifluoromethyl, 2o hexafluoropropyl and tetrafluoropropyl vinyl ether.
It is, of course, also possible to use mixtures of the above compounds X,, resulting in copolymers in which the monomers are, depending on the method of preparation, distributed randomly or arranged in blocks.
Both these compounds X and the condensation products V are polymerized by conventional methods well known to those skilled in the art, preferably polymerized by a free-radical mechanism; as regards the molecular weights obtained, what is said below for the compound VIII applies.
Suitable compounds VIII are, first and foremost, compounds having a mean molecular weight (number average) of at least 5000, preferably from 5000 to 20,000,000, in particular from 100,000 to 6,000,000, which are able to solvate lithium rations and function as binders. Examples of suitable compounds VIII are polyethers and copolymers which comprise at least 30 ~
s by weight of the following structural unit, based on the total weight of the compound VIII:
\C- ~ O-R~ R, io ~s where Rl, R2, R3 and R4 are aryl groups, alkyl groups, preferably methyl groups, or hydrogen and can be identical or different and contain heteroatoms such as oxygen, nitrogen, sulfur or silicon.
Such compounds are described, for example, in: M.B. Armand et. al., Fast Ion Transport in Solids, Elsevier, New York, 1979, pp. 131-136, or in FR-A 7832976.
2s The compound VIII can also consist of a mixture of two or more such compounds.
The above-defined polymeric composition IV or the polymer IX can also be in the form of a foam, in which case the solid III is present as a 3o dispersion therein.
The mixes IIa should, according to the present invention, consist of from 1 to 95 % by weight, preferably from 25 to 90 % by weight and in particular from 30 to 70 % by weight, of a solid III and from 5 to 99 % by weight, preferably from 10 to 75 % by weight and in particular from 30 to s 70 % by weight, of a polymeric composition IV, and the compound VIII of the polymeric composition IV should advantageously have a mean molecular weight (number average) of from 5000 to 100,000,000, preferably from 50,000 to 8,000,000. The polymeric composition IV can be obtained by reacting from 5 to 100 % by weight, preferably from 30 to 70 % by weight, io based on the polymeric composition N, of a compound V with from 0 to 95 % by weight, in particular from 30 to 70 % by weight, based on the polymeric composition IV, of a compound VIII.
The mixes IIb should, according to the present invention, consist of from is 1 to 95% by weight, preferably from 25 to 90% by weight and in particular from 30 to 70 % by weight, of a solid III and from 5 to 99 % by weight, preferably from 10 to 75 % by weight and in particular from 30 to 70 % by weight, of a polymer IX, and the compound VIII of the polymer IX should advantageously have a mean molecular weight (number average) 20 of from 5000 to 100,000,000, preferably from 50,000 to 8,000,000. The polymer IX can be obtained by reacting from 5 to 75 % by weight, prefera-bly from 30 to 70 % by weight, based on the polymer IX, of a compound X with from 25 to 95 % by weight, in particular from 30 to 70 % by weight, based on the polymer IX, of a compound VIII.
Zs In the following, the mixtures Ia and Ib used according to the present invention and the mixes IIa and IIb used according to the present invention are discussed together and referred to as "mixture used according to the present invention" and "mix used according to the present invention"
3o respectively.
To prepare the mixture used according to the present invention which should comprise a mix used according to the present invention in an amount of from 1 to 100 % by weight, preferably from 35 to 100 °6 by weight and in particular form 30 to 70 ~ by weight, based on the mixture used s according to the present invention, a mixture of a solid III, a condensation product V and, if desired, a compound VIII or a mixture of a solid III, a compound X; a compound VIII and customary additives such as plasticizers, preferably plasticizers comprising polyethylene oxide or polypropylene oxide, can be prepared.
~o second laxer B
As polymeric binder used within this second layer B, particular mention may be made of the following polymers:
is 1) Homopolymers, copolymers or block copolymers IVa (polymers IVa) obtainable by polymerization of the above-defined mixtures Ia or Ib.
2) Polycarbonates such as polyethylene carbonate, polypropylene 2o carbonate, polybutadiene carbonate, polyvinylidene carbonate.
3) Homopolymers, copolymers and block copolymers prepared from a) olefmic hydrocarbons such as ethylene, propylene, butylene, isobutene, propene, hexene or higher homologues, butadiene, is cyclopentene, cyclohexene, norbornene, vinylcyclohexane;
b) aromatic hydrocarbons such as styrene and methylstyrene;
c) esters of acrylic acid or methacrylic acid, e.g. methyl, ethyl, propyl, isopropyl, butyl, isobutyl, hexyl, octyl, decyl, dodecyl, 2-ethylhexyl, cyclohexyl, benzyl, trifluoromethyl, hexafluoropropyl 30 or tetrafluoropropyl acrylate or methacrylate;
d) acrylonitrile, methacrylonitrile, N-methylpyrrolidone, - Zp _ N-vinylimidazole, vinyl acetate;
e) vinyl ethers such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, hexyl, octyl, decyl, dodecyi, 2-ethylhexyl, cyclohexyl, benzyl, trifluoromethyl, hexafluoropropyl or tetrafluoropropyl vinyl s ether;
f) halogen-containing olefinic compounds such as vinyl chloride, vinyl fluoride, vinylidene fluoride, vinylidene chloride, hexafluoropropene, trifluoropropene, 1,2-dichloroethene, 1,2-di-fluoroethene, tetrafluoroethene.
to 4) Polyurethanes, for example obtainable by reacting a) organic diisocyanates having from 6 to 30 carbon atoms, for example aliphatic acyclic diisocyanates such as hexamethylene 1,5-diisocyanate and hexamethylene 1,6-diisocyanate, aliphatic cyclic is diisocyanates such as cyclohexylene 1,4-diisocyanate, dicyclohexylmethane diisocyanate and isophorone diisocyanate or aromatic diisocyanates such as tolylene 2,4-diisocyanate, tolylene 2,6-diisocyanate, m-tetramethylxylene diisocyanate, p-tetramethylxylene diisocyanate, tetrahydronaphthylene 1,5-ao diisocyanate and diphenylmethane 4,4'-diisocyanate or mixtures of such compounds, with as b) polyhydric alcohols such as polyesterols, polyetherols and diols.
The polyesterols are advantageously predominantly linear polymers having terminal OH groups, preferably those having two or three, in particular two, OH end groups. The acid number of the poly-so esterols is less than 10 and preferably less than 3. The polyesterols can be prepared in a simple manner by esterification of aliphatic or aromatic dicarboxylic acids having from 4 to 15 carbon atoms, preferably from 4 to 6 carbon atoms, with glycols, preferably glycols having from 2 to 25 carbon atoms, or by polymerization of lactones having from 3 to 20 carbon atoms.
s Examples of dicarboxylic acids which can be used are glutaric acid, pimelic acid, suberic acid, sebacic acid, dodecanoic acid and preferably adipic acid and succinic acid. Suitable aromatic dicarboxylic acids are terephthalic acid, isophthalic acid, phthalic acid or mixtures of these dicarboxylic acids with other to dicarboxylic acids, e.g. diphenic acid, sebacic acid, succinic acid and adipic acid. The dicarboxylic acids can be used individually or as mixtures. To prepare the polyesterols, it may be advantageous to use the corresponding acid derivatives such as carboxylic anhydrides or carboxylic chlorides in place of the is dicarboxylic acids. Examples of suitable glycols are diethylene glycol, 1,5-pentanediol, 1,10-decanediol and 2,2,4-trimethylpentane-1,5-diol. Preference is given to using 1,2-ethanediol, 1,3-propanediol, 2-methylpropane-1,3-diol, 1,4-butanediol, 1,6-hexanediol, 2,2-dimethylpropane-1,3-diol,1,4-dimethylolcyclohexane, 20 1,4-diethanolcyclohexane and ethoxylated or propoxylated products of 2,2-bis(4-hydroxyphenyl)propane (bisphenol A). Depending on the desired properties of the polyurethanes, the polyols can be used alone or as a mixture in various mixing ratios. Suitable lactones for preparing the polyesterols are, for example, a,a-2s dimethyl-~-propiolactone, ~y-butyrolactone and preferably e-caprolactone.
The polyetherols are essentially linear substances having terminal hydroxyl groups and containing ether bonds. Suitable polyetherols o can easily be prepared by polymerization of cyclic ethers such as tetrahydrofuran or by reacting one or more alkylene oxides having from 2 to 4 carbon atoms in the alkylene radical with an initiator molecule containing two active hydrogen atoms in bound form in the alkylene radical. Examples of suitable alkylene oxides are ethylene oxide, 1,2-propylene oxid, epichlorohydrin, 1,2-butylene s oxide and 2,3-butylene oxide. The alkylene oxides can be used individually, alternately in succession or as a mixture. Suitable initiator molecules are, for example, water, glycols such as ethylene glycol, propylene glycol, 1,4-butanediol and 1,6-hexanediol, amines such as ethylenediamine, hexamethylenediamine io and 4,4'-diaminodiphenylmethane and aminoalcohols such as ethanolamine. Suitable polyesterols and polyetherols and their preparation are described, for example, in EP-B 416 386; suitable polycarbonatediols, preferably those based on 1,6-hexanediol, and their preparation are described, for example, in US-A 4 131 731.
is Use can advantageously be made of up to 30 % by weight, based on the total mass of the alcohois, of aliphatic diols having from 2 to 20, preferably from 2 to 10, carbon atoms, e.g. 1,2-ethane-diol, 1,3-propanediol, 1,4-butanediol, 1,6-hexanediol, 1,5-2o pentanediol, 1,10-decanediol, 2-methylpropane-1,3-diol, 2,2-dimethylpropane-1,3-diol, 2-methyl-2-butylpropane-1,3-diol, 2,2-dimethylbutane-1,4-diol, 1,4-dimethylolcyclohexane, neopentyl glycol hydroxypivalate, diethylene glycol, triethylene glycol and methyldi-ethanolamine or aromatic-aliphatic or aromatic-cycloaliphatic diols 2s having from 8 to 30 carbon atoms where possible aromatic structures are heterocyclic ring systems or preferably isocyclic ring systems, for example naphthalene or, in particular, benzene derivatives such as bisphenol A, symmetrically diethoxylated bisphenol A, symmetrically dipropoxylated bisphenol A, higher so ethoxylated or propoxylated bisphenol A derivatives or bisphenol F derivatives, and also mixtures of such compounds.
WO 99/19917 PC'T/EP98/06394 Use can advantageously be made of up to 5 ~ by weight, based on the total mass of the alcohols, of aliphatic triols having from 3 to 15, preferably from 3 to 10, carbon atoms, for example trimethylolpropane or glycerol, the reaction product of sucn s compounds with ethylene oxide and/or propylene oxide, and also mixtures of such compounds.
The polyhydric alcohols may bear functional groups, for example neutral groups such as siloxane groups, basic groups such as, in to particular, tertiary amino groups or acid groups or their salts or groups which are easily converted into acid groups; these groups are introduced via a polyhydric alcohol. Preference is given to using diol components which bear such groups, e.g.
N-methyldiethanolamine, diethyl N,N-bis(hydroxy-ls ethyl}aminomethylphosphonate or 3-sulfopropyl N,N-bis(hydroxyethyl)-2-aminoacetate, or dicarboxylic acids which bear such groups and can be used for the preparation of polyesterols, for example 5-sulfoisophthalic acid.
Zo Acid groups are, in particular, the phosphoric acid, phosphoric acid, sulfuric acid; sulfonic acid, carboxyl or ammonium group.
Groups which are easily converted into acid groups are, for example, ester groups or salts, preferably of the alkali metals zs such as lithium, sodium or potassium.
5) The above-described polyesterols themselves; care should be taken to ensure that molecular weights in the range from 10,000 to 2,000,000, preferably from 50,000 to 1,000,000 are obtained.
6) Polyamines, polysiloxanes and polyphosphazenes, in particular those which have already been discussed in the description of the polymer IVb.
7) Polyetherols as have been described, for example, in the above s discussion of the polymer IVa as compound IX or in the discussion of the polyurethanes.
If the layer B is a cathode layer, it compriseselectron-conducting, an electrochemically active compound customarily used for cathodes (cathode io compound) which is able to release lithium ions on charging, preferably a lithium compound. Particular examples whichmentioned are:
may be LiCo02r LiNi02, LiNiXCOy02, LiNiXCOyAlZ02, where 0 < x,y,z _< l, LiXMn02(0 < x S 1), LiXMn204 (0 < x S 2), (0 < x s 2), LixMo02 LiXMn03 (0 < x <_ 1), LiXMn02 (0 < x <_ 2), LiXMn204LiXV204 (0 <
(0 < x S 2), x _< 2.5), is LiXV203 (0 < x S 3.5), LiXV02 (0 < x (0 < x 51), LiXW03 51), LiXW02 (0 < x s 1), LiXTi02 (0 < x S 1), LiXTi204 LiXRu02 (0 <
(0 < x S 2), x S 1), LiXFez03 (0 < x <_ 2), LiXFe304 (0 < x S (0 < x <_ 3), 2), LiXCr203 LiXCr304 (0 < x <_ 3.8), LiXV3S5 (0 < x <_ 1.8), LiXTazS2 (0 < x <_ 1), LiXFeS (0 < x S
1), LiXFeS2 (0 < x <_ 1), LixNbS2 (0 < x S 2.4),(0 < x <_ 3), LiXMoS2 LixTiS2 20 (0 < x 5 2), LiXZrS2 (0 < x S 2), LiXNbSe2LiXVSe2 (0 <
(0 < x <_ 3), x _< 1), LiXNiPS2 (0 < x <_ 1.5), LixFePS2 (0 < x _< 1.5).
If the layer B is an anode layer, it comprises a customary electron-conducting electrochemically active compound known from the prior art is (anode compound) which is able to take up lithium ions on charging;
particular examples which may be mentioned are:
lithium, lithium-containing metal alloys, micronized carbon black, natural and synthetic graphite, synthetic graphitized carbon powder and carbon fibers, oxides such as titanium oxide, zinc oxide, tin oxide, molybdenum oxide, 3o tungsten oxide, carbonates such as titanium carbonate, molybdenum carbonate and zinc carbonate.
When the layer B is used as anode layer, it further comprises up to 20 %
by weight, based on the total weight of materials present in it (polymeric binder plus anode compound), of conductive black and, if desired, the abovementioned customary additives. When the layer B is used as cathode s or for producing a cathode, it further comprises, based on the total weight of the materials present in it (polymeric binder plus cathode compound), from 0:1 to 20 % by weight of conductive black.
Bonding layer C
io As bonding layer C, it is possible in principle to use all materials which are able to join the first layer or layers, as defined above, and the second layer or layers, as defined above, to one another.
is The bonding layer is, in particular if the layers in question are joined to one another by hot lamination, generally a material which has a melting point which is lower, preferably from 20 to 50°C lower, than those of the first layer or layers or the second layer or layers or the first layer or layers and the second layer or layers. The melting point of these materials 2o is generally from 25 to 250°C, preferably from 50 to 200°C
and in particular from 70 to 180°C.
The bonding layer can also comprise a solid III. The amounts of the solid correspond essentially to the amounts specified for the layers A and B, in is each case based on the material forming the bonding layer.
As such materials forming the bonding layer, it is possible to use all materials customarily used as adhesives. Of course, it has to be possible to apply these materials to the layers A and/or B by customary methods of so layer formation, for example printing on, casting on, spraying on, extruding, doctor blade coating, etc.
Preference is given to using polymeric compounds as materials forming the bonding layer.
Mention may here be made of:
s melt adhesives such as those based on ethylene-vinyl acetate copolymers which are generally additionally mixed with resins and/or waxes or parafflns so as to vary their melt flow index, those based on low molecular weight (co)polyethylene, atactic (co)polypropylene, ethylene-acrylic ester copolymers and styrene-butadiene and styrene-isoprene block copolymers, polyisobutylene io and also poly(meth)acrylates and polyesters such as polyethylene terephthalate which can likewise in each case be mixed with plasticizers, in particular those mentioned herein, in order to vary their melt flow index;
adhesive plastisols which are essentially mixed from a dispersion of finely divided polyvinyl chloride in plasticizers and low molecular weight materials is which are reactive under the action of heat and act as bonding agents, e.g.
epoxy resin compounds, phenolic resins, etc;
heat-sealing adhesives such as those based on copolymers of vinyl chloride or vinylidene chloride, copolymers of vinyl acetate, polymethacrylic esters, polyurethanes and polyesters which can in turn likewise be mixed with other 2o polymers or resins;
contact adhesives such as those based on natural rubber, synthetic rubber in admixture with resins and solutions of high molecular weight polyurethane elastomers, where the rubber components used are mostly polychloroprene, nitrite or SBR rubbers and the resins used are mainly phenolic resins, is rosins and also hydrocarbon resins;
pressure sensitive adhesives such as those based on synthetic and natural rubbers, poly(meth)acrylic esters, polyvinyl ethers and polyisobutylene, in each case again in combination with modified natural resins, phenol-formaldehyde resins or hydrocarbon resins;
so pressure sensitive dispersion adhesives such as those based on poly(meth)acrylic esters;
cold-curing, warm-curing (at from about 80 to about 100°C) and hot-curing (at from about 1(~ to about 250°C) reaction adhesives such as one-component or two-component polymerization adhesives, where the polymers used for the two-component polymerization adhesives are, in particular, s synthetic rubbers such as polychloroprene, styrene-butadiene rubber, butyl rubber, polystyrene, polymethacrylates with accelerators such as those based on amines and, for example, benzoyl peroxide as hardener, and examples of one-component polymerization adhesives are those based on cyanoacrylate;
epoxy adhesives such as those based on condensation products of io epichlorohydrin and polyhydric phenols such as bisphenol A;
aminoplastics; phenolic resin adhesives;
reactive polyurethane adhesives;
polymethylol compounds;
silicone adhesives; and is polyimides and polyimidazoles such as polyaminamide and polybenzimidazole.
Specific examples are:
polyethylene oxide; polyvinyl ethers such as polyvinyl methyl ether), polyvinyl ethyl ether), polyvinyl propyl ether), polyvinyl butyl ether), ao poly(vinyl isobutyl ether); (co)polyacrylates and (co)polymethacrylates, with preference being given to those having relatively long alkyl chains, e.g.
polybutyl (meth)acrylate or polyhexyl (meth)acrylate; polyvinylpyrrolidone;
polyurethanes, where the abovementioned polyurethanes can likewise be used;
wax-like (co)polyolefins such as polyethylene, polypropylene and polyisoprene as waxes; rubber-like materials; polyisobutylene; and also mixtures of two or more thereof.
Further details regarding the materials which can be used according to the present invention in the bonding layer may be found in an article entitled so "Kleben -and Klebestoffe" (Chemie in unserer Zeit, number 4 (1980), and also Ullmann, Encyklop~die der technischen Chemie, 4th edition (1977), volume 14, pp. 227-268 and also the literature cited therein, whose contents relating to materials having adhesive properties are incorporated by reference into the present application.
s The layers A and/or B and/or C can further comprise a plasticizer.
Plasticizers which can be used are aprotic solvents, preferably those which solvate Li ions, for example dimethyl carbonate, diethyl carbonate, dipropyl carbonate, diisopropyl carbonate, dibutyl carbonate, ethylene carbonate, io propylene carbonate; oligoalkylene oxides such as dibutyl ether, di-tert-butyl ether, dipentyl ether, dihexyl ether, diheptyl ether, dioctyl ether, dinonyl ether, didecyl ether, didodecyl ether, ethylene glycol dimethyl ether, ethylene glycol diethyl ether, 1-tert-butoxy-2-methoxyethane, 1-tent-butoxy-2-ethoxyethane, 1,2-dimethoxypropane, 2-methoxyethyl ether, 2-ethoxyethyl is ether, diethylene glycol dibutyl ether, dimethylene glycol tert-butyl methyl ether, triethylene glycol dimethyl ether, tetraethylene glycol dimethyl ether, ~y-butyrolactone, dimethylformamide; hydrocarbons of the formula CnH2n+2 where 7 < n < 50; organic phosphorus compounds, in particular phosphates and phosphonates such as trimethyl phosphate, triethyl phosphate, zo tripropyl phosphate, tributyl phosphate, triisobutyl phosphate, tripentyl phosphate, trihexyl phosphate, trioctyl phosphate, tris(2-ethylhexyl) phosphate, tridecyl phosphate, diethyl n-butyl phosphate, tris(butoxyethyl) phosphate, tris(2-methoxyethyl) phosphate, tris(tetrahydrofuryl) phosphate, tris(1H,1H,SH-octafluoropentyl) phosphate, tris(1H,1H-trifluoroethyl) phosphate, tris(2-2s (diethylamino)ethyl) phosphate, diethyl ethylphosphonate, dipropyl propylphosphonate, dibutyl butylphosphonate, dihexyl hexylphosphonate, dioctyl octylphosphonate, ethyl dimethyl phosphonoacetate, methyl diethyl phosphonoacetate, triethyl phosphonoacetate, dimethyl (2-oxo-propyl)phosphonate, diethyl (2-oxopropyl)phosphonate, dipropyl 30 (2-oxopropyl)phosphonate, ethyl diethoxyphosphinylformate, trimethyl phosphonoacetate, triethyl phosphonoacetate, tripropyl phosphonoacetate, tributyl phosphonoacetate; organic sulfur compounds such as sulfates, sulfonates, sulfoxides, sulfones and sulfites, e.g. dimethyl sulfite, diethyl sulfite, glycol sulfite, dimethyl sulfone, diethyl sulfone, diethylpropyl sulfone, dibutyl sulfone, tetramethylene sulfone, methylsulfolane, dimethyl s sulfoxide, diethyl sulfoxide, dipropyl sulfoxide, dibutyl sulfoxide, tetramethylene sulfoxide, ethyl methanesulfonate, 1,4-butanediol bis(methanesulfonate), diethyl sulfate, dipropyl sulfate, dibutyl sulfate, dihexyl sulfate, dioctyl sulfate, S02CIF;
nitrites such as acrylonitrile;
to dispersants, in particular those having a surfactant structure;
and also their mixtures.
Furthermore, at least one ester of the formulae (E1) to (ES), as shown below, can be used as plasticizes:
is ORi B / ORZ
\ OR3 (E1 ) O C
~ OR2 2s 1~) so ORl O P ORZ
~ OR3 s O ORi S
O ~ 'OR2 to I>r4 ) R4Q / ORj 'Si R30 ~ ORZ
is where R1, R2, R3, R4 are identical or different and are each, independently of one another, a linear or branched C1-C4-alkyl group, (-CHZ-CH2-O)ri CH3 where n =. 1 to 3, a C3-C6-cycloalkyl group, an 2o aromatic hydrocarbon group which may in turn be substituted, with the proviso that at least one of the groups Rl, R2, R3 or R4 is (-CH2-CH2-O)~ CH3 where n = 1 to 3.
Among the abovementioned esters of the formulae (E1) to (ES), preference 2s is given to using the phosphoric esters of the formula (E3).
Examples of the groups Rl , R2 and, if present, R3 and/or R4 are the methyl, ethyl, n- and iso-propyl, n- and tert-butyl, cyclopentyl, cyclohexyl and benzyl groups, and also (-CH2-CHZ-O)ri CH3 where n - 1 to 3;
3o however, as already mentioned above, it has to be ensured that at least one of the groups Rt, R2, R3 or R4 is (CH2-CH2-O)ri CH3 where n = 1 to 3, preferably 1 or 2.
Further preference is given to using esters of the formulae {E1) to (ES) in which Rl, R2 and, if present, R3 and/or R4 are identical and are -CH2 CH20-CH3 or {-CH2-CH2-O)2-CH3, with preference again being given to the s corresponding phosphoric esters.
Examples of particularly preferred compounds are the compounds of the formulae (Ela) to (ESa):
to B ( 0~2 ~tcEia) o C ( oCHzcHzocx~
0 P( 0 ~ ~ 0 C~ )3 IE3a) and O
\S ( (E4a) Si(-O-CH2-CHZ-OCH~4 (FSa) The esters used herein are, in terms of their properties, extraordinarily well suited as plasticizers for the layers in question and generally have a viscosity at room temperature of S lOmPas, preferably S 5 mPas and in particular <_ 3 mPas. They generally have boiling points of about 200°C
or above, preferably about 250°C or above and in particular about 300°C
or above, in each case measured at atmospheric pressure, and have a sufficiently low vapour pressure of from about 10-5 to about 10° mbar at s the temperatures occurring during their use, viz. from about -SO°C to about 150°C. As a result of their boiling points, they can be distilled and can thus be produced in high purity. Furthermore, these esters are liquid over a wide temperature range at atmospheric pressure, and are generally still liquid down to a temperature of about -30°C, preferably down to about io -40°C. The esters described here can be used as plasticizers and as solvents in electrolyte systems for Li ion accummulators at at least about 80°C, preferably at least about 120°C, more preferably at least about 150°C.
Of course, the esters used according to the invention can also be employed is as a mixture with the previously mentioned plasticizers.
Preference is given to combinations which have a sufficiently low viscosity, are able to strongly solvate the ions of the conducting salts, are liquid over a wide temperature range and are sufficiently electrochemically and 2o chemically stable and are also resistant to hydrolysis.
The esters used according to the present invention are prepared by conventional methods, as are described, for example, in K. Mura Kami in Chem. High Polymers (Japan), 7 (1950), pp. 188-193 and in H. Steinberg Zs Organoboron Chemistry, Chapter 5, J. Wiley & Sons, N.Y. 1964. In these preparations, the acids, acid anhydrides or chlorides such as boric acid, C(O)C12, POCl3, S02C12 and SiCl4 are used as starting materials and are reacted in a known manner with the appropriate monohydric or polyhydric alcohols or etherols.
The plasticizes content of the respective layer is, based on the mix present therein or the material making up the layer (polymeric binder plus cathode or anode material), from 0 to 200 % by weight, preferably from 0 to 100 by weight and more preferably from 0 to 70 ~ by weight.
s The starting materials used for the respective layers can be dissolved or dispersed in an inorganic or preferably organic liquid diluent, where the resulting solution should have a viscosity of preferably . from 100 to 50,000 mPas, and subsequently applied in a known manner, for example by spray coating, casting, dipping, spin coating, roller coating or latterpress, io gravure, planographic or screen printing or by extrusion, if desired to a support material, i.e. shaped to form a film-like structure. Further processing can be carried out in a customary way, e.g. by removing the diluent and curing the materials.
is Suitable organic diluents are aliphatic ethers, in particular tetrahydrofuran and dioxane, hydrocarbons, in particular hydrocarbon mixtures such as petroleum spirit, toluene and xylene, aliphatic esters, in particular ethyl acetate and butyl acetate, and ketones, in particular acetone, ethyl methyl ketone and cyclohexanone. It is also possible to use combinations of such 2o diluents.
Suitable support materials are the materials customarily used for electrodes, preferably metals such as aluminum and copper. It is also possible to use coated glass substrates, in particular ITO-coated glass substrates or Zs temporary intermediate supports such as films, in particular polyester films such as polyethylene terephthalate films. Such films can advantageously be provided with a release layer, preferably of polysiloxanes.
Likewise, the production of the individual films which then form the layers 3o within the composite of the present invention can be carried out thermoplastically, for example by injection molding, melt casting, pressing, kneading or extrusion, if desired with a subsequent calendering step.
After film formation, volatile components such as solvents or plasticizers can be removed.
s If crosslinking of the layers is desired, this can be carried out in a manner known per se, for example by irradiation with ionic or ionizing radiation, an electron beam, preferably at an acceleration voltage of from 20 to 2000 kV and a radiation dose of from 5 to 50 Mrad, UV or visible light, to where, in a customary manner, an initiator such as benzil dimethyl ketal or 1,3,5-trimethylbenzoyl-triphenylphosphine oxide can be advantageously added in amounts of, in particular, at most 1 % by weight based on the constituents to be crosslinked in the starting materials and the crosslinking can advantageously be carried out over a period of, in general, from 0.5 is to 15 minutes, advantageously under inert gas such as nitrogen or argon; by thermal free-radical polymerization, preferably at above 60°C, where an initiator such as azobisisobutyronitrile can advantageously be added in amounts of, in general, at most 5 % by weight, preferably from 0.05 to 1 by weight, based on the constituents to be crosslinked in the starting 2o materials; by electrochemically induced polymerization; or by ionic polymerization, for example by acid-catalyzed cationic polymerization, where suitable catalysts are, first and foremost, acids, preferably Lewis acids such as BF3 or, in particular, LiBF4 or ~LiPF6. Catalysts containing lithium ions, for example LiBF4 or LiPF6, can advantageously remain in the solid Zs electrolyte or separator as conducting salt.
The layers described herein can also comprise a dissociable compound containing lithium rations, viz. a conducting salt, and, if desired, further additives such as, in particular, organic solvents, viz. an electrolyte.
Some or all of these materials can be added to the mixture during the production of the layer or can be introduced into the layer after production of the latter.
Conducting salts which can be used are the generally known conducting s salts which are described, for example, in EP-A 0 096 629. According to the present invention, the conducting salt used is preferably LiPF6, LiBF4, LiC104, LiAsF6, LiCF3S03, LiC(CF3S02)3, LiN(CF3S02)2~
LiN(S02CnF2n+1)2~ L1C[(CnF2n+1)502~3~ Li(CnF2n+1)503 where n is in each case from 2 to 20, LiN(S02F)2, LiAlCl4, LiSiF6, LiSbF6 or a mixture io of two or more thereof, with particular preference being given to using LiBF4 or LiPF6 as conducting salt.
These conducting salts are used in amounts of from 0.1 to 50 % by weight, preferably from 0.1 to 20 °6 by weight, in particular from 1 to 10 ~ by is weight, in each case based on the material forming the respective layer.
The films/layers forming the composite of the present invention generally have a thickness of from 5 to 500 ~cm, preferably from 10 to 500 ~,m, more preferably from 10 to 200 p,m. The composite, preferably in the form 20 of a film, generally has a total thickness of from 15 to 1500 ~,m, in particular a total thickness of from 50 to 500 ~cm.
Furthermore, the present invention also provides a process for producing a composite, which comprises joining the first layer or layers A and the is second layer or layers B and, if present, the bonding layer or layers to one another by lamination under the action of heat or pressure or heat and pressure, preferably by hot lamination. It should be ensured that, depending on the material used for the bonding layer, joining can always be carried out at room temperature or at temperatures up to 50°C or by hot 30 lamination.
WO 99/19917 PCf/EP98/06394 In the hot or cold lamination, all customary techniques such as roller melt methods, simple pressing and extrusion lamination can be employed.
In the case of hot lamination, the temperatures used are generally from s about 50°C to about 250°C, preferably from about ?0°C
to about 200°C
and more preferably from about 100°C to about I80°C.
A process is also provided for producing a composite, which comprises subjecting the first layer or layers or the second layer or layers or the first to layer or layers and the second layer or layers to a corona treatment and subsequently joining the first corona-treated layer or layers to the second corona-treated or untreated layer or layers, preferably by hot lamination.
Corona treatment is a method widely used in surface treatment for is roughening/functionalizing surfaces. In this method, the roughening/functionalization is achieved by electrical charging of the surfaces. A generator produces an AC voltage of from about 10 to about 20 KV at a frequency of from about 20 to about 40 KHz and the generator energy is discharged via an electrode system onto the surface of Zo the substrate to be treated, here the layer or layers as defined above, resulting in functionalization/roughening of the treated surface of the layer.
According to the present invention, it is preferred for both layers to be corona-treated on the surfaces via which they are to be joined.
is Further details regarding the equipment necessary for corona treatment and the procedure for carrying out such treatment may be found in articles in Papier + Kunststoffverarbeitung, number 8 (1980), entitled "Flexible Anpassung der effektiven Kontaktfl~che" and Papier +
Kunststoffverarbeitung, number ? (1981), entitled "Ober-so flachenbehandlungsmethoden zur Haftverbesserung" and the literature cited therein.
The present invention further provides a process for producing a composite, which comprises applying at least one bonding layer to the first layer or layers, the second layer or layers or the first layer or layers and the second layer or layers and subsequently joining the first layer or layers to s the second layer or layers via the bonding layer or layers, preferably by hot lamination.
Furthermore, the present invention provides for the use of a composite, as defined above, for producing an electrochemical cell, in a sensor, an to electrochromic window, a display, a capacitor or an ion-conducting film.
It additionally provides an electrochemical cell comprising a composite of the present invention or a combination of two or more thereof.
is Suitable organic electrolytes for this purpose are the compounds discussed above under "plasticizers", with preference being given to using the customary organic electrolytes, preferably esters such as ethylene carbonate, propylene carbonate, dimethyl carbonate and diethyl carbonate or mixtures of such compounds.
ao As can be seen from the above, it is thus readily possible to produce a composite composed of a first electrode layer (e.g. cathode)/if desired, a bonding layer/separator layer/second electrode layer (e.g. anode). Of course, the bonding layer can here also assume the function of a separator, so that as the latter can be omitted.
The procedure is, for example, as follows:
An anode material, e.g. graphite, conductive black and PVDF copolymer 3o are first mixed with one another and the resulting mixture is cast onto a Cu foil and subsequently dried (layer 1). Subsequently, a cathode material, WO 99/19917 - 38 - PC'f/EP98/06394 e.g. LiMn204 or LiCo02, conductive black and PVDF copolymer are mixed with one another and cast onto an aluminum foil and dried (layer 2).
Bringing together the two above-described layers and a separator layer plus, if desired, at least one bonding layer by hot lamination gives a composite s which can be used, in combination with any solid and/or liquid electrolyte, as an electrochemical cell.
The filling of such composites with an electrolyte and conducting salt can be carried out either before or preferably after bringing together the layers, io if desired after provision of suitable collector electrodes, e.g. a metal foil, and even after introduction of the composite into a battery housing. The particular microporous structure of the layers when using the mixture of the present invention, in particular as a result of the presence of the above-defined solid in the respective layers, makes it possible for the electrolyte is and the conducting salt to be taken up and the air in the pores to be displaced. Filling can be carried out at from 0°C to about 100°C, depending on the electrolyte used.
The electrochemical cells of the present invention can be used, in particular, 2o as automobile batteries, instrument batteries, planar batteries or polymer batteries.
EXAMPLES
is Production of an anode foil 400 g of MCMB (Osaka Gas), 35 g of Kynai 2801 (Elf Atochem), 35.6 g of ethylene carbonate and 35.6 g of dimethyl carbonate were added to 460 g of THF. This mixture was milled for a few days and subsequently 3o applied to a copper foil which had previously been painted with an anchor coat. After drying, this foil was used as anode foil for the following examples.
Example 1 s 75 g of a woliastonite hydrophobicized with epoxysilane (Tremiri 800 EST, from Quarzwerke Frechen) having a particle size of 3 hum was dispersed in 300 g of toluene using a high-speed stirrer. Subsequently, 12.5 g of a polyethylene oxide having a mean molecular weight of M~" = 2,000,000 (Polyvl~, from Union Carbide), 12.5 g of the methacrylic diester of a to propylene oxide-ethylene oxide block copolymer (Pluriol~ PE 6000 from BASF AG) and 0.02 g of a UV photoinitiator (Lucirili BDK, from BASF
AG) were added to the mixture. The mixture was then applied at 60°C to a silicone-treated polyethylene terephthalate film by means of a doctor blade having a casting slit of 300 ~.m, the toluene was removed over a period of ~s 5 minutes and peeling off the dried coating gave a film having a thickness of about 30 ~.m (separator film).
Example 2 2o The anode foil was powdered with Kynar~ 2811 (copolymer of vinylidene fluoride and hexafluoropropene, from Elf Atochem) and subsequently, at 160°C, intimately joined to the separator film using a model IL12HR
laminator from Ibico.
is Example 3 The separator film was powdered on one side with Kynai 2811. The powdered side was laid on the anode foil. The two sheets were subsequently intimately joined to one another at 160°C using the laminator 3o described in Example 2.
_4p_ Example 4 An aqueous polyethylene dispersion (Polygeri WI1, solids content 35 % , from BASF) was applied by means of a doctor blade to an untreated s polyethylene terephthalate film. The polyethylene layer applied in this way had a thickness of 2 ~,m. Subsequently, the dispersion described in Example 1 was cast onto the PET film which had been pretreated in this way. After drying, the separator film formed was detached from the PET film. The polyethylene-coated side of the separator was laid on the anode foil. The to two sheets were subsequently intimately joined to one another at 160°C
using the laminator.
Example 5 is The procedure of Example 4 was repeated, but 5 % of Aerosil~ 8812 (Degussa), based on the dispersion, were added to the polyethylene dispersion.
Example 6 The procedure of Example 4 was repeated, but 5 % of titanium dioxide T805 (Degussa), based on the dispersion, were added to the polyethylene dispersion.
is Example 7 The procedure of Example 4 was repeated, but 5 % of wollastonite Tremiri 939 (Quarzwerke), based on the dispersion, were added to the polyethylene dispersion.
Example 8 WO 99/19917 - 41 _ PCT/EP98/06394 A solution of polyethylene oxide in THF was applied by means of a doctor blade to a silicone-treated polyethylene terephthalate film. The polyethylene oxide layer applied in this way had a thickness of 2 ~,m. Subsequently, the dispersion described in Example 1 was cast onto the PET film which had s been pretreated in this way. After drying, the separator film was detached from the PET film. The polyethylene oxide-coated side of the separator was laid on the anode foil. The two sheets were subsequently intimately joined to one another at 160°C using the laminator described in Example 2.
io Example 9 The procedure of Example 8 was repeated, but 5 % of Aerosil~ 8812 (Degussa), based on the solution, were added to the polyethylene oxide solution.
is Example 10 The procedure of Example 8 was repeated, but 5 % of titanium dioxide T805 (Degussa), based on the solution, were added to the polyethylene zo oxide solution.
Example 11 The procedure of Example 8 was repeated, but 5 % of wollastonite Tremili as 939 (Quarzwerke), based on the solution, were added to the polyethylene oxide solution.
Example 12 so The procedure of Example 8 was repeated, but 3 % of propylene carbonate, based on the solution, were added to the polyethylene oxide solution.
Example 13 The procedure of Example 8 was repeated, but 3 % of tris(2-ethylhexyl) phosphate, based on the solution, were added to the polyethylene oxide s solution.
Example 14 The procedure of Example 8 was repeated, but 5 % of wollastonite Tremiri io 939 (Quarzwerke) and 3 % of tris(2-ethylhexyl) phosphate, based on the solution, were added to the polyethylene oxide solution.
Example 15 is A solution of Acronal~ 102 (BASF, polybutyl acrylate solution in toluene) was applied by means of a doctor blade to a silicone-treated polyethylene terephthalate film. The polybutyl acrylate layer applied in this way had a thickness of 2 ~,m.
2o Subsequently, the dispersion described in Example 1 was cast onto the PET
film which had been pretreated in this way. After drying, the separator film was detached from the PET film. The polybutyl acrylate-coated side of the separator was laid on the anode foil. The two sheets were subsequently intimately joined to one another at 160°C using the laminator.
2s Example 16 3o The procedure of Example 14 was repeated, but 5 % of Aerosil~ 8812 (Degussa), based on the solution, were added to the polybutyl acrylate solution.
Example 17 s The procedure of Example 14 was repeated, but 5 % of titanium dioxide T805 (Degussa), based on the solution, were added to the polybutyl acrylate solution.
Example 18 to The procedure of Example 14 was repeated, but 5 ~ of wollastonite Tremiri 939 (Quarzwerke), based on the solution, were added to the polybutyl acrylate solution.
is Example 19 A solution of Oppanol~ B200 (BASF, polyisobutylene dissolved in n-hexane) was applied by means of a doctor blade to a silicone-treated polyethylene terephthalate film. The polyisobutylene layer applied in this way had a 2o thickness of 3 ~cm. Subsequently, the dispersion described in Example 1 was cast onto the PET film which had been pretreated in this way. After drying, the separator film was detached from the PET film. The polyisobutylene-coated side of the separator was laid on the anode foil. The two sheets were subsequently intimately joined to one another at 160°C
zs using the laminator.
Example 20 The procedure of Example 18 was repeated, but 5 ~ of Aerosil~ 8812 so (Degussa), based on the solution, were added to the polyisobutylene solution.
Example 21 The procedure of Example 18 was repeated, but 5 % of titanium dioxide T805 (Degussa), based on the solution, were added to the polyisobutylene s solution.
Example 22 The procedure of Example 18 was repeated, but 5 % of wollastonite Tremiri io 939 (Quarzwerke), based on the solution, were added to the polyisobutylene solution.
The qualitative results of testing the composites as described in Examples 1 to 22 are shown in the following table.
is WO 99/19917 _ 45 _ PCT/EP98/06394 Example Adhesion Electrochemical behavior 1 __ -E.
2 ++ ++
3 ++ -s 4 + +
5 + +
6 + +
7 ++ +
so V 1) Lamination of the first layer or layers with the second layer or layers under the action of heat or pressure or _g_ under the action of heat and pressure, or V2) Corona treatment of the first layer or layers, the second layer or layers or the first layer or layers and the s second layer or layers and subsequent bringing together of the corona-treated first layer or layers with the corona-treated second layer or layers.
The present invention further provides a composite comprising ~o at least one first layer Aa or at least one first layer Ab or at least one first layer Aa and at least one first layer Ab, at least one second layer B, each as defined above, and is C) at least one bonding layer.
The components present in the respective layers of the composite of the present invention are described in more detail below.
2o first layer A
The solid III used in this layer is, first and foremost, an inorganic solid, preferably an inorganic basic solid, selected from the group consisting of oxides, mixed oxides, silicates, sulfates, carbonates, phosphates, nitrides, amides, imides and carbides of the elements of main groups I, II, III and zs IV and transition group IV of the Periodic Table; a polymer selected from the group consisting of polyethylene, polypropylene, polystyrene, polytetrafluoroethylene, polyvinylidene fluoride, polyamides, polyimides; a solids dispersion comprising such a polymer; and a mixture of two or more thereof.
Examples which may be mentioned are, in particular: oxides such as WO 99/i9917 PCT/EP98/06394 calcium oxide, silicon dioxide, aluminum oxide, magnesium oxide or titanium dioxide, mixed oxides, for example of the elements silicon, calcium, aluminum, magnesium, titanium; silicates such as ladder, chain, sheet and framework silicates, preferably wollastonite, in particular s hydrophobicized wollastonite, sulfates such as alkali metal and alkaline earth metal sulfates; carbonates such as alkali metal and alkaline earth metal carbonates, e.g. calcium, magnesium or barium carbonate or lithium, potassium or sodium carbonate; phosphates such as apatites; nitrides; amides;
imides; carbides; polymers such as polyethylene, polypropylene, polystyrene, io polytetrafluoroethylene, polyvinylidene fluoride; polyamides; polyimides;
or other thermoplastics, thermosets, microgels, solids dispersions, in particular those comprising the abovementioned polymers, and also mixtures of two or more of the abovementioned solids.
is Furthermore, inorganic solids which conduct Li ions, preferably an inorganic basic solid which conducts Li ions, can be used according to the invention as solid III.
Examples are: lithium borates such as Li4B6011 * xH20, Li3(B0~3, 2o Li.,B40~ * xH20, LiB02, where x can be from 0 to 20; lithium aluminates such as Li20 * A1203 * H20, Li2A1204, LiAl02; lithium aluminosilicates such as lithium-containing zeolites, feldspars, feldspar substitutes, phyllosilicates and inosilicates, and, in particular, LiAISi206 (spodumene), LiA1Si401o (petullite), LiA1Si04 (eucryptite), mica such as zs K[Li,AI]3[AISi]401o(F-OH)2,/ K[Li,AI,Fe]3[AISi]401o(F-OH)2; lithium zeolites, in particular those in fiber, sheet or cube form, in particular those having the formula Li2/z0 * A1203 * xSi02 * yH20, where z corresponds to the valence, x is from 1.8 to about 12 and y is from 0 to about 8; lithium carbides such as Li2C2, Li4C; Li3N; lithium oxides and mixed oxides such 3o as LiAl02, Li2Mn03, Li20, Li202, Li2Mn0a, Li2Ti03; Li2NH; LiNH2;
lithium phosphates such as Li3P04, LiP03, LiA1FP04, LiAI(OH)P04, LiFeP04, LiMnP04; Li2C03; lithium silicates in ladder, chain, sheet and framework form, e.g. Li2Si03, Li2SiO4 and Li6Si2; lithium sulfates such as Li2S04, LiHS04, LiKS04; the Li compounds mentioned in the discussion of the cathode layer, with the presence of conductive black being ruled out s when they are used as solid III; and also mixtures of two or more of the abovementioned solids which conduct Li ions.
Particularly suitable solids III are basic solids. For the purposes of the present invention, basic solids are those whose mixture with a liquid, water-io containing diluent which itself has a pH of at most 7 has a higher pH than this diluent.
The solids are preferably very largely insoluble in the liquid used as electrolyte and electrochemically inert in the battery medium.
is Particularly suitable solids are those which have a primary particle size of from 5 nm to 20 ~.m, preferably from 0.01 to 10 ~cm and in particular from 0.1 to S ~,m, where the particle sizes specified are determined by electron microscopy. The melting point of the solid is preferably above the 20 operating temperature customary for the electrochemical cell; melting points of above 120°C, in particular above 150°C, have been found to be particu-larly useful.
In terms of their external shape, the solids can be symmetrical, i.e. have 2s an aspect ratio height: width: length of about 1 and be in the form of spheres, granules, approximately round structures, but also in the form of any polyhedra such as cuboids, tetrahedra, hexahedra, octahedra or bipyramids, or can be distorted or asymmetric, i.e. have an aspect ratio height: width: length different from 1 and be in the form of needles, so asymmetric tetrahedra, asymmetric bipyramids, asymmetric hexahedra or octahedra, platelets, disks or as fibers. If the solids are in the form of asymmetric particles, the abovementioned upper limit for the primary particle size relates in each case to the smallest axis.
As compound VI which is able to react with a carboxylic acid or a s sulfonic acid VII or a derivative or a mixture of two or more thereof, it is possible in principle to use all compounds which fulfill this criterion.
The compound VI is preferably selected from the group consisting of monohydric or polyhydric alcohols having only carbon atoms in the main to chain; monohydric or polyhydric alcohols whose main chain comprises at least two carbon atoms plus at least one atom selected from the group consisting of oxygen, phosphorus and nitrogen; silicon-containing compounds;
amines having at least one primary amino group; amines having at least one secondary amino group; aminoalcohols; monohydric or polyhydric thiols;
is compounds containing at least one thiol group and at least one hydroxyl group; and mixtures of two or more thereof.
Among these, preference is in turn given to compounds VI containing two or more functional groups which can react with the carboxylic acid or zo sulfonic acid.
When compounds VI containing amino groups as functional group are used, preference is given to using those having secondary amino groups so that after condensation/crosslinking there are either absolutely no free NH groups 2s or only small amounts thereof present in the mixture Ia.
Specific examples of preferred compounds are:
monohydric or polyhydric alcohols which have only carbon atoms in the main chain and have from 1 to 20, preferably from 2 to 20 and in o particular from 2 to 10, alcoholic OH groups, in particular dihydric, trihydric and tetrahydric alcohols, preferably having from 2 to 20 carbon atoms, e.g. ethylene glycol, 1,2- or 1,3-propanediol, 1,2- or 1,3-butanediol, 1,4-butenediol or 1,4-butynediol, 1,6-hexanediol, neopentyl glycol, I,2-dodecanediol, glycerol, trimethylolpropane, pentaerythritol or sugar alcohols, hydroquinone, novolak, bisphenol A; it is also possible, as can be seen s from the above definition, to use monohydric alcohols such as methanol, ethanol, propanol, n-, sec- or tert-butyl, etc. ; use can also be made of polyhydroxyolefins, preferably those having two terminal hydroxyl groups, e.g. a,w-dihydroxybutadiene;
polyester polyols as are known, for example, from Ullmanns Encyclopadie io der technischen Chemie, 4th edition, Volume 19, pp. 62-65 and are obtained, for example, by reaction of dihydric alcohols with polybasic, preferably dibasic, polycarboxylic acids;
monohydric or polyhydric alcohols whose main chain comprises at least two carbon atoms plus at least one oxygen atom, preferably polyether alcohols is such as polymerization products of alkylene epoxides, for example isobutylene oxide, propylene oxide, ethylene oxide, 1,2-epoxybutane, 1,2-epoxypentane, 1,2-epoxyhexane, tetrahydrofuran, styrene oxide; use can also be made of polyether alcohols which are modified at the end groups, e.g.
polyether alcohols modified by NH2 end groups; these alcohols preferably 2o have a molecular weight (number average) of from 100 to 5000, more preferably from 200 to 1000 and in particular from 300 to 800; such compounds are known per se and are commercially available, for example under the trade names Pluriol~ or Pluronic (BASF Aktiengesellschaft);
alcohols as defined above in which some or all carbon atoms are replaced is by silicon; compounds of this type which can be used are, in particular, polysiloxanes or alkylene oxide-siloxane copolymers or mixtures of polyether alcohols and polysiloxanes as are described, for example, in EP-B 581 296 and EP-A 525 728; as regards the molecular weight of these alcohols, what has been said above also applies;
3o alcohols as defined above, in particular polyether alcohols, in which some or all oxygen atoms are replaced by sulfur atoms; with regard to the molecular weight of these alcohols, what has been said above likewise ap-plies;
monohydric or polyhydric alcohols whose main chain comprises at least two carbon atoms plus at least one phosphorus atom or at least one nitrogen s atom, e.g. diethanolamine and triethanolamine;
lactones which are derived from compounds of the formula HO-(CH~Z
COON, where z is from 1 to 20, e.g. e-caprolactone, ~-propiolactone, ~y-butyrolactone or methyl-e-caprolactone;
silicon-containing compounds such as dichlorosilane or trichlorosilane, io phenyltrichlorosilane, diphenyldichlorosilane, dimethylvinylchlorosilane;
silanols such as trimethylsilanol;
amines having at least one primary and/or secondary amino group, e.g.
butylamine, 2-ethylhexylamine, ethylenediamine, hexamethylenediamine, diethylenetriamine, tetraethylenepentamine, pentaethylenehexamine, aniline, ~s phenylenediamine;
polyetherdiamines such as 4,7-dioxydecane-1,10-diamine, 4,11-dioxytetradecane-1,14-diamine;
monohydric or polyhydric thiols, e.g. aliphatic thiols such as methanethiol, ethanethiol, cyclohexanethiol, dodecanethiol; aromatic thiols such as Zo thiophenol, 4-chlorothiophenol, 2-mercaptoaniline;
compounds containing at least one thiol group and at least one hydroxyl group, e.g. 4-hydroxythiophenol and monothio derivatives of the abovementioned polyhydric alcohols;
amino alcohols such as ethanolamine, N-methylethanolamine, 2s N-ethylethanolamine, N-butylethanolamine, 2-amino-1-propanol, 2-amino-l phenylethanol, monoamino or polyamino polyols having more than two aliphatically bound hydroxyl groups, e.g. tris(hydroxymethyl)methylamine, glucamine, N,N'-bis(2-hydroxymethyl)ethylenediamine.
so It is also possible to use mixtures of two or more of the above-defined compounds VI.
WO 99/19917 PCf/EP98/06394 According to the present invention, the abovementioned compounds VI are condensed with a carboxylic acid or sulfonic acid VII which contains at least one free-radically polymerizable functional group or a derivative thereof or a mixture of two or more thereof, in which reaction at least one, s preferably all, of the free groups capable of condensation within the compounds VI are condensed with the compound VII.
Carboxylic acids or sulfonic acids VII which can be used for the purposes of the present invention are in principle all carboxylic and sulfonic acids io which contain at least one free-radically polymerizable functional group, and also their derivatives. The term "derivatives" used here encompasses both compounds which are derived from a carboxylic or sulfonic acid and in which the acid function is modified, e.g. esters, acid halides or acid anhydrides, and compounds which are derived from a carboxylic or sulfonic is acid and in which the carbon skeleton of the carboxylic or sulfonic acid is modified, e.g. halocarboxylic or halosulfonic acids.
Examples of compound VII are, in particular:
«,(3-unsaturated carboxylic acids or ~B,~y-unsaturated carboxylic acids.
Particularly suitable «,/3-unsaturated carboxylic acids are those of the formula Ri Rz 3/C=C~
2s R COOH
where Rl, R2 and R3 are hydrogen or C1-C4-alkyl radicals; among these, preference is in turn given to acrylic acid and methacrylic acid; other suitable compounds are cinnamic acid, malefic acid, fumaric acid, itaconic so acid or p-vinylbenzoic acid, and also derivatives thereof, e.g. anhydrides such as malefic anhydride or itaconic anhydride;
WO 99/19917 PC'f/EP98/06394 halides, in particular chlorides, such as acryloyl or methacryloyl chloride;
esters such as (cyclo)alkyl (meth)acrylates having up to 20 carbon atoms in the alkyl radical, e.g. methyl, ethyl, propyl, butyl, hexyl, 2-ethylhexyl, stearyl, lauryl, cyclohexyl, benzyl, trifluoromethyl, hexafluoropropyl or s tetrafluoropropyl (meth)acrylate, polypropylene glycol mono(meth)acrylates, polyethylene glycol mono(meth)acrylates, poly(meth)acrylates of polyhydric alcohols, e.g. glyceryl di(meth)acrylate, trimethylolpropane di(meth)acrylate, pentaerythrityl di- or tri(meth)acrylate, diethylene glycol bis(mono(2-acryloxy-ethyl)carbonate), poly(meth)acrylates of alcohois which themselves in turn io contain a free-radically polymerizable group, e.g. esters of (meth)acrylic acid and vinyl and/or allyl alcohol;
vinyl esters of other aliphatic or aromatic carboxylic acids, e.g. vinyl acetate, vinyl propionate, vinyl butyrate, vinyl hexanoate, vinyl octanoate, vinyl decanoate, vinyl stearate, vinyl palmitate, vinyl crotonate, divinyl is adipate, divinyl sebacate, vinyl 2-ethylhexanoate, vinyl trifluoroacetate;
allyl esters of other aliphatic or aromatic carboxylic acids, e.g. allyl acetate, allyl propionate, allyl butyrate, allyl hexanoate, allyl octanoate, allyl decan-oate, allyl stearate, allyl palmitate, allyl crotonate, allyl salicylate, allyl lactate, diallyl oxalate, diallyl malonate, allyl- and diallyl succinate, diallyl 2o glutarate, diallyl adipate, diallyl pimelate, diallyl cinnamate, diallyl maleate, diallyl phthalate, diallyl isophthalate, triallyl benzene-1,3,5-tricarboxylate, diallyl cinnatricarboxylate, allyl trifluoroacetate, allyl perfluorobutyrate, allyl perfluorooctanoate;
~,~y-unsaturated carboxylic acids or their derivatives, e.g. vinylacetic acid, as 2-methylvinylacetic acid, isobutyl 3-butenoate, allyl 3-butenoate, allyl 2-hydroxy-3-butenoate, diketene;
sulfonic acids such as vinylsulfonic acid, allylsulfonic and methylylsulfonic acids, and also their esters and halides, vinyl benzenesulfonate, 4-vinylbenzenesulfonamide.
It is also possible to use mixtures of two or more of the above-described carboxylic and/or sulfonic acids.
Specific examples of compound X which is capable of free-radical polymerization and can be used for preparing the polymer IX are:
s olefinic hydrocarbons such as ethylene, propylene, butylene, isobutene, hexene or higher homologues and vinylcyclohexane;
(meth)acrylonitrile;
halogen-containing olefinic compounds such as vinylidene fluoride, vinylidene chloride, vinyl fluoride, vinyl chloride, hexafluoropropene, trifluoropropene, io 1,2-dichloroethylene, 1,2-difluoroethylene and tetrafluoroethylene;
vinyl alcohol, vinyl acetate, N-vinylpyrrolidone, N-vinylimidazole, vinylformamide;
phosphonitrilic chlorides such as hexachloro(triphosphazene), and also derivatives thereof which are partially or completely substituted by alkoxy, is phenoxy, amino and fluoroalkoxy groups, i.e. compounds which can be polymerized to form polyphosphazenes;
aromatic, olefmic compounds such as styrene, a-methylstyrene;
vinyl ethers such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, hexyl, octyl, decyl, dodecyl, 2-ethylhexyl, cyclohexyl, benzyl, trifluoromethyl, 2o hexafluoropropyl and tetrafluoropropyl vinyl ether.
It is, of course, also possible to use mixtures of the above compounds X,, resulting in copolymers in which the monomers are, depending on the method of preparation, distributed randomly or arranged in blocks.
Both these compounds X and the condensation products V are polymerized by conventional methods well known to those skilled in the art, preferably polymerized by a free-radical mechanism; as regards the molecular weights obtained, what is said below for the compound VIII applies.
Suitable compounds VIII are, first and foremost, compounds having a mean molecular weight (number average) of at least 5000, preferably from 5000 to 20,000,000, in particular from 100,000 to 6,000,000, which are able to solvate lithium rations and function as binders. Examples of suitable compounds VIII are polyethers and copolymers which comprise at least 30 ~
s by weight of the following structural unit, based on the total weight of the compound VIII:
\C- ~ O-R~ R, io ~s where Rl, R2, R3 and R4 are aryl groups, alkyl groups, preferably methyl groups, or hydrogen and can be identical or different and contain heteroatoms such as oxygen, nitrogen, sulfur or silicon.
Such compounds are described, for example, in: M.B. Armand et. al., Fast Ion Transport in Solids, Elsevier, New York, 1979, pp. 131-136, or in FR-A 7832976.
2s The compound VIII can also consist of a mixture of two or more such compounds.
The above-defined polymeric composition IV or the polymer IX can also be in the form of a foam, in which case the solid III is present as a 3o dispersion therein.
The mixes IIa should, according to the present invention, consist of from 1 to 95 % by weight, preferably from 25 to 90 % by weight and in particular from 30 to 70 % by weight, of a solid III and from 5 to 99 % by weight, preferably from 10 to 75 % by weight and in particular from 30 to s 70 % by weight, of a polymeric composition IV, and the compound VIII of the polymeric composition IV should advantageously have a mean molecular weight (number average) of from 5000 to 100,000,000, preferably from 50,000 to 8,000,000. The polymeric composition IV can be obtained by reacting from 5 to 100 % by weight, preferably from 30 to 70 % by weight, io based on the polymeric composition N, of a compound V with from 0 to 95 % by weight, in particular from 30 to 70 % by weight, based on the polymeric composition IV, of a compound VIII.
The mixes IIb should, according to the present invention, consist of from is 1 to 95% by weight, preferably from 25 to 90% by weight and in particular from 30 to 70 % by weight, of a solid III and from 5 to 99 % by weight, preferably from 10 to 75 % by weight and in particular from 30 to 70 % by weight, of a polymer IX, and the compound VIII of the polymer IX should advantageously have a mean molecular weight (number average) 20 of from 5000 to 100,000,000, preferably from 50,000 to 8,000,000. The polymer IX can be obtained by reacting from 5 to 75 % by weight, prefera-bly from 30 to 70 % by weight, based on the polymer IX, of a compound X with from 25 to 95 % by weight, in particular from 30 to 70 % by weight, based on the polymer IX, of a compound VIII.
Zs In the following, the mixtures Ia and Ib used according to the present invention and the mixes IIa and IIb used according to the present invention are discussed together and referred to as "mixture used according to the present invention" and "mix used according to the present invention"
3o respectively.
To prepare the mixture used according to the present invention which should comprise a mix used according to the present invention in an amount of from 1 to 100 % by weight, preferably from 35 to 100 °6 by weight and in particular form 30 to 70 ~ by weight, based on the mixture used s according to the present invention, a mixture of a solid III, a condensation product V and, if desired, a compound VIII or a mixture of a solid III, a compound X; a compound VIII and customary additives such as plasticizers, preferably plasticizers comprising polyethylene oxide or polypropylene oxide, can be prepared.
~o second laxer B
As polymeric binder used within this second layer B, particular mention may be made of the following polymers:
is 1) Homopolymers, copolymers or block copolymers IVa (polymers IVa) obtainable by polymerization of the above-defined mixtures Ia or Ib.
2) Polycarbonates such as polyethylene carbonate, polypropylene 2o carbonate, polybutadiene carbonate, polyvinylidene carbonate.
3) Homopolymers, copolymers and block copolymers prepared from a) olefmic hydrocarbons such as ethylene, propylene, butylene, isobutene, propene, hexene or higher homologues, butadiene, is cyclopentene, cyclohexene, norbornene, vinylcyclohexane;
b) aromatic hydrocarbons such as styrene and methylstyrene;
c) esters of acrylic acid or methacrylic acid, e.g. methyl, ethyl, propyl, isopropyl, butyl, isobutyl, hexyl, octyl, decyl, dodecyl, 2-ethylhexyl, cyclohexyl, benzyl, trifluoromethyl, hexafluoropropyl 30 or tetrafluoropropyl acrylate or methacrylate;
d) acrylonitrile, methacrylonitrile, N-methylpyrrolidone, - Zp _ N-vinylimidazole, vinyl acetate;
e) vinyl ethers such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, hexyl, octyl, decyl, dodecyi, 2-ethylhexyl, cyclohexyl, benzyl, trifluoromethyl, hexafluoropropyl or tetrafluoropropyl vinyl s ether;
f) halogen-containing olefinic compounds such as vinyl chloride, vinyl fluoride, vinylidene fluoride, vinylidene chloride, hexafluoropropene, trifluoropropene, 1,2-dichloroethene, 1,2-di-fluoroethene, tetrafluoroethene.
to 4) Polyurethanes, for example obtainable by reacting a) organic diisocyanates having from 6 to 30 carbon atoms, for example aliphatic acyclic diisocyanates such as hexamethylene 1,5-diisocyanate and hexamethylene 1,6-diisocyanate, aliphatic cyclic is diisocyanates such as cyclohexylene 1,4-diisocyanate, dicyclohexylmethane diisocyanate and isophorone diisocyanate or aromatic diisocyanates such as tolylene 2,4-diisocyanate, tolylene 2,6-diisocyanate, m-tetramethylxylene diisocyanate, p-tetramethylxylene diisocyanate, tetrahydronaphthylene 1,5-ao diisocyanate and diphenylmethane 4,4'-diisocyanate or mixtures of such compounds, with as b) polyhydric alcohols such as polyesterols, polyetherols and diols.
The polyesterols are advantageously predominantly linear polymers having terminal OH groups, preferably those having two or three, in particular two, OH end groups. The acid number of the poly-so esterols is less than 10 and preferably less than 3. The polyesterols can be prepared in a simple manner by esterification of aliphatic or aromatic dicarboxylic acids having from 4 to 15 carbon atoms, preferably from 4 to 6 carbon atoms, with glycols, preferably glycols having from 2 to 25 carbon atoms, or by polymerization of lactones having from 3 to 20 carbon atoms.
s Examples of dicarboxylic acids which can be used are glutaric acid, pimelic acid, suberic acid, sebacic acid, dodecanoic acid and preferably adipic acid and succinic acid. Suitable aromatic dicarboxylic acids are terephthalic acid, isophthalic acid, phthalic acid or mixtures of these dicarboxylic acids with other to dicarboxylic acids, e.g. diphenic acid, sebacic acid, succinic acid and adipic acid. The dicarboxylic acids can be used individually or as mixtures. To prepare the polyesterols, it may be advantageous to use the corresponding acid derivatives such as carboxylic anhydrides or carboxylic chlorides in place of the is dicarboxylic acids. Examples of suitable glycols are diethylene glycol, 1,5-pentanediol, 1,10-decanediol and 2,2,4-trimethylpentane-1,5-diol. Preference is given to using 1,2-ethanediol, 1,3-propanediol, 2-methylpropane-1,3-diol, 1,4-butanediol, 1,6-hexanediol, 2,2-dimethylpropane-1,3-diol,1,4-dimethylolcyclohexane, 20 1,4-diethanolcyclohexane and ethoxylated or propoxylated products of 2,2-bis(4-hydroxyphenyl)propane (bisphenol A). Depending on the desired properties of the polyurethanes, the polyols can be used alone or as a mixture in various mixing ratios. Suitable lactones for preparing the polyesterols are, for example, a,a-2s dimethyl-~-propiolactone, ~y-butyrolactone and preferably e-caprolactone.
The polyetherols are essentially linear substances having terminal hydroxyl groups and containing ether bonds. Suitable polyetherols o can easily be prepared by polymerization of cyclic ethers such as tetrahydrofuran or by reacting one or more alkylene oxides having from 2 to 4 carbon atoms in the alkylene radical with an initiator molecule containing two active hydrogen atoms in bound form in the alkylene radical. Examples of suitable alkylene oxides are ethylene oxide, 1,2-propylene oxid, epichlorohydrin, 1,2-butylene s oxide and 2,3-butylene oxide. The alkylene oxides can be used individually, alternately in succession or as a mixture. Suitable initiator molecules are, for example, water, glycols such as ethylene glycol, propylene glycol, 1,4-butanediol and 1,6-hexanediol, amines such as ethylenediamine, hexamethylenediamine io and 4,4'-diaminodiphenylmethane and aminoalcohols such as ethanolamine. Suitable polyesterols and polyetherols and their preparation are described, for example, in EP-B 416 386; suitable polycarbonatediols, preferably those based on 1,6-hexanediol, and their preparation are described, for example, in US-A 4 131 731.
is Use can advantageously be made of up to 30 % by weight, based on the total mass of the alcohois, of aliphatic diols having from 2 to 20, preferably from 2 to 10, carbon atoms, e.g. 1,2-ethane-diol, 1,3-propanediol, 1,4-butanediol, 1,6-hexanediol, 1,5-2o pentanediol, 1,10-decanediol, 2-methylpropane-1,3-diol, 2,2-dimethylpropane-1,3-diol, 2-methyl-2-butylpropane-1,3-diol, 2,2-dimethylbutane-1,4-diol, 1,4-dimethylolcyclohexane, neopentyl glycol hydroxypivalate, diethylene glycol, triethylene glycol and methyldi-ethanolamine or aromatic-aliphatic or aromatic-cycloaliphatic diols 2s having from 8 to 30 carbon atoms where possible aromatic structures are heterocyclic ring systems or preferably isocyclic ring systems, for example naphthalene or, in particular, benzene derivatives such as bisphenol A, symmetrically diethoxylated bisphenol A, symmetrically dipropoxylated bisphenol A, higher so ethoxylated or propoxylated bisphenol A derivatives or bisphenol F derivatives, and also mixtures of such compounds.
WO 99/19917 PC'T/EP98/06394 Use can advantageously be made of up to 5 ~ by weight, based on the total mass of the alcohols, of aliphatic triols having from 3 to 15, preferably from 3 to 10, carbon atoms, for example trimethylolpropane or glycerol, the reaction product of sucn s compounds with ethylene oxide and/or propylene oxide, and also mixtures of such compounds.
The polyhydric alcohols may bear functional groups, for example neutral groups such as siloxane groups, basic groups such as, in to particular, tertiary amino groups or acid groups or their salts or groups which are easily converted into acid groups; these groups are introduced via a polyhydric alcohol. Preference is given to using diol components which bear such groups, e.g.
N-methyldiethanolamine, diethyl N,N-bis(hydroxy-ls ethyl}aminomethylphosphonate or 3-sulfopropyl N,N-bis(hydroxyethyl)-2-aminoacetate, or dicarboxylic acids which bear such groups and can be used for the preparation of polyesterols, for example 5-sulfoisophthalic acid.
Zo Acid groups are, in particular, the phosphoric acid, phosphoric acid, sulfuric acid; sulfonic acid, carboxyl or ammonium group.
Groups which are easily converted into acid groups are, for example, ester groups or salts, preferably of the alkali metals zs such as lithium, sodium or potassium.
5) The above-described polyesterols themselves; care should be taken to ensure that molecular weights in the range from 10,000 to 2,000,000, preferably from 50,000 to 1,000,000 are obtained.
6) Polyamines, polysiloxanes and polyphosphazenes, in particular those which have already been discussed in the description of the polymer IVb.
7) Polyetherols as have been described, for example, in the above s discussion of the polymer IVa as compound IX or in the discussion of the polyurethanes.
If the layer B is a cathode layer, it compriseselectron-conducting, an electrochemically active compound customarily used for cathodes (cathode io compound) which is able to release lithium ions on charging, preferably a lithium compound. Particular examples whichmentioned are:
may be LiCo02r LiNi02, LiNiXCOy02, LiNiXCOyAlZ02, where 0 < x,y,z _< l, LiXMn02(0 < x S 1), LiXMn204 (0 < x S 2), (0 < x s 2), LixMo02 LiXMn03 (0 < x <_ 1), LiXMn02 (0 < x <_ 2), LiXMn204LiXV204 (0 <
(0 < x S 2), x _< 2.5), is LiXV203 (0 < x S 3.5), LiXV02 (0 < x (0 < x 51), LiXW03 51), LiXW02 (0 < x s 1), LiXTi02 (0 < x S 1), LiXTi204 LiXRu02 (0 <
(0 < x S 2), x S 1), LiXFez03 (0 < x <_ 2), LiXFe304 (0 < x S (0 < x <_ 3), 2), LiXCr203 LiXCr304 (0 < x <_ 3.8), LiXV3S5 (0 < x <_ 1.8), LiXTazS2 (0 < x <_ 1), LiXFeS (0 < x S
1), LiXFeS2 (0 < x <_ 1), LixNbS2 (0 < x S 2.4),(0 < x <_ 3), LiXMoS2 LixTiS2 20 (0 < x 5 2), LiXZrS2 (0 < x S 2), LiXNbSe2LiXVSe2 (0 <
(0 < x <_ 3), x _< 1), LiXNiPS2 (0 < x <_ 1.5), LixFePS2 (0 < x _< 1.5).
If the layer B is an anode layer, it comprises a customary electron-conducting electrochemically active compound known from the prior art is (anode compound) which is able to take up lithium ions on charging;
particular examples which may be mentioned are:
lithium, lithium-containing metal alloys, micronized carbon black, natural and synthetic graphite, synthetic graphitized carbon powder and carbon fibers, oxides such as titanium oxide, zinc oxide, tin oxide, molybdenum oxide, 3o tungsten oxide, carbonates such as titanium carbonate, molybdenum carbonate and zinc carbonate.
When the layer B is used as anode layer, it further comprises up to 20 %
by weight, based on the total weight of materials present in it (polymeric binder plus anode compound), of conductive black and, if desired, the abovementioned customary additives. When the layer B is used as cathode s or for producing a cathode, it further comprises, based on the total weight of the materials present in it (polymeric binder plus cathode compound), from 0:1 to 20 % by weight of conductive black.
Bonding layer C
io As bonding layer C, it is possible in principle to use all materials which are able to join the first layer or layers, as defined above, and the second layer or layers, as defined above, to one another.
is The bonding layer is, in particular if the layers in question are joined to one another by hot lamination, generally a material which has a melting point which is lower, preferably from 20 to 50°C lower, than those of the first layer or layers or the second layer or layers or the first layer or layers and the second layer or layers. The melting point of these materials 2o is generally from 25 to 250°C, preferably from 50 to 200°C
and in particular from 70 to 180°C.
The bonding layer can also comprise a solid III. The amounts of the solid correspond essentially to the amounts specified for the layers A and B, in is each case based on the material forming the bonding layer.
As such materials forming the bonding layer, it is possible to use all materials customarily used as adhesives. Of course, it has to be possible to apply these materials to the layers A and/or B by customary methods of so layer formation, for example printing on, casting on, spraying on, extruding, doctor blade coating, etc.
Preference is given to using polymeric compounds as materials forming the bonding layer.
Mention may here be made of:
s melt adhesives such as those based on ethylene-vinyl acetate copolymers which are generally additionally mixed with resins and/or waxes or parafflns so as to vary their melt flow index, those based on low molecular weight (co)polyethylene, atactic (co)polypropylene, ethylene-acrylic ester copolymers and styrene-butadiene and styrene-isoprene block copolymers, polyisobutylene io and also poly(meth)acrylates and polyesters such as polyethylene terephthalate which can likewise in each case be mixed with plasticizers, in particular those mentioned herein, in order to vary their melt flow index;
adhesive plastisols which are essentially mixed from a dispersion of finely divided polyvinyl chloride in plasticizers and low molecular weight materials is which are reactive under the action of heat and act as bonding agents, e.g.
epoxy resin compounds, phenolic resins, etc;
heat-sealing adhesives such as those based on copolymers of vinyl chloride or vinylidene chloride, copolymers of vinyl acetate, polymethacrylic esters, polyurethanes and polyesters which can in turn likewise be mixed with other 2o polymers or resins;
contact adhesives such as those based on natural rubber, synthetic rubber in admixture with resins and solutions of high molecular weight polyurethane elastomers, where the rubber components used are mostly polychloroprene, nitrite or SBR rubbers and the resins used are mainly phenolic resins, is rosins and also hydrocarbon resins;
pressure sensitive adhesives such as those based on synthetic and natural rubbers, poly(meth)acrylic esters, polyvinyl ethers and polyisobutylene, in each case again in combination with modified natural resins, phenol-formaldehyde resins or hydrocarbon resins;
so pressure sensitive dispersion adhesives such as those based on poly(meth)acrylic esters;
cold-curing, warm-curing (at from about 80 to about 100°C) and hot-curing (at from about 1(~ to about 250°C) reaction adhesives such as one-component or two-component polymerization adhesives, where the polymers used for the two-component polymerization adhesives are, in particular, s synthetic rubbers such as polychloroprene, styrene-butadiene rubber, butyl rubber, polystyrene, polymethacrylates with accelerators such as those based on amines and, for example, benzoyl peroxide as hardener, and examples of one-component polymerization adhesives are those based on cyanoacrylate;
epoxy adhesives such as those based on condensation products of io epichlorohydrin and polyhydric phenols such as bisphenol A;
aminoplastics; phenolic resin adhesives;
reactive polyurethane adhesives;
polymethylol compounds;
silicone adhesives; and is polyimides and polyimidazoles such as polyaminamide and polybenzimidazole.
Specific examples are:
polyethylene oxide; polyvinyl ethers such as polyvinyl methyl ether), polyvinyl ethyl ether), polyvinyl propyl ether), polyvinyl butyl ether), ao poly(vinyl isobutyl ether); (co)polyacrylates and (co)polymethacrylates, with preference being given to those having relatively long alkyl chains, e.g.
polybutyl (meth)acrylate or polyhexyl (meth)acrylate; polyvinylpyrrolidone;
polyurethanes, where the abovementioned polyurethanes can likewise be used;
wax-like (co)polyolefins such as polyethylene, polypropylene and polyisoprene as waxes; rubber-like materials; polyisobutylene; and also mixtures of two or more thereof.
Further details regarding the materials which can be used according to the present invention in the bonding layer may be found in an article entitled so "Kleben -and Klebestoffe" (Chemie in unserer Zeit, number 4 (1980), and also Ullmann, Encyklop~die der technischen Chemie, 4th edition (1977), volume 14, pp. 227-268 and also the literature cited therein, whose contents relating to materials having adhesive properties are incorporated by reference into the present application.
s The layers A and/or B and/or C can further comprise a plasticizer.
Plasticizers which can be used are aprotic solvents, preferably those which solvate Li ions, for example dimethyl carbonate, diethyl carbonate, dipropyl carbonate, diisopropyl carbonate, dibutyl carbonate, ethylene carbonate, io propylene carbonate; oligoalkylene oxides such as dibutyl ether, di-tert-butyl ether, dipentyl ether, dihexyl ether, diheptyl ether, dioctyl ether, dinonyl ether, didecyl ether, didodecyl ether, ethylene glycol dimethyl ether, ethylene glycol diethyl ether, 1-tert-butoxy-2-methoxyethane, 1-tent-butoxy-2-ethoxyethane, 1,2-dimethoxypropane, 2-methoxyethyl ether, 2-ethoxyethyl is ether, diethylene glycol dibutyl ether, dimethylene glycol tert-butyl methyl ether, triethylene glycol dimethyl ether, tetraethylene glycol dimethyl ether, ~y-butyrolactone, dimethylformamide; hydrocarbons of the formula CnH2n+2 where 7 < n < 50; organic phosphorus compounds, in particular phosphates and phosphonates such as trimethyl phosphate, triethyl phosphate, zo tripropyl phosphate, tributyl phosphate, triisobutyl phosphate, tripentyl phosphate, trihexyl phosphate, trioctyl phosphate, tris(2-ethylhexyl) phosphate, tridecyl phosphate, diethyl n-butyl phosphate, tris(butoxyethyl) phosphate, tris(2-methoxyethyl) phosphate, tris(tetrahydrofuryl) phosphate, tris(1H,1H,SH-octafluoropentyl) phosphate, tris(1H,1H-trifluoroethyl) phosphate, tris(2-2s (diethylamino)ethyl) phosphate, diethyl ethylphosphonate, dipropyl propylphosphonate, dibutyl butylphosphonate, dihexyl hexylphosphonate, dioctyl octylphosphonate, ethyl dimethyl phosphonoacetate, methyl diethyl phosphonoacetate, triethyl phosphonoacetate, dimethyl (2-oxo-propyl)phosphonate, diethyl (2-oxopropyl)phosphonate, dipropyl 30 (2-oxopropyl)phosphonate, ethyl diethoxyphosphinylformate, trimethyl phosphonoacetate, triethyl phosphonoacetate, tripropyl phosphonoacetate, tributyl phosphonoacetate; organic sulfur compounds such as sulfates, sulfonates, sulfoxides, sulfones and sulfites, e.g. dimethyl sulfite, diethyl sulfite, glycol sulfite, dimethyl sulfone, diethyl sulfone, diethylpropyl sulfone, dibutyl sulfone, tetramethylene sulfone, methylsulfolane, dimethyl s sulfoxide, diethyl sulfoxide, dipropyl sulfoxide, dibutyl sulfoxide, tetramethylene sulfoxide, ethyl methanesulfonate, 1,4-butanediol bis(methanesulfonate), diethyl sulfate, dipropyl sulfate, dibutyl sulfate, dihexyl sulfate, dioctyl sulfate, S02CIF;
nitrites such as acrylonitrile;
to dispersants, in particular those having a surfactant structure;
and also their mixtures.
Furthermore, at least one ester of the formulae (E1) to (ES), as shown below, can be used as plasticizes:
is ORi B / ORZ
\ OR3 (E1 ) O C
~ OR2 2s 1~) so ORl O P ORZ
~ OR3 s O ORi S
O ~ 'OR2 to I>r4 ) R4Q / ORj 'Si R30 ~ ORZ
is where R1, R2, R3, R4 are identical or different and are each, independently of one another, a linear or branched C1-C4-alkyl group, (-CHZ-CH2-O)ri CH3 where n =. 1 to 3, a C3-C6-cycloalkyl group, an 2o aromatic hydrocarbon group which may in turn be substituted, with the proviso that at least one of the groups Rl, R2, R3 or R4 is (-CH2-CH2-O)~ CH3 where n = 1 to 3.
Among the abovementioned esters of the formulae (E1) to (ES), preference 2s is given to using the phosphoric esters of the formula (E3).
Examples of the groups Rl , R2 and, if present, R3 and/or R4 are the methyl, ethyl, n- and iso-propyl, n- and tert-butyl, cyclopentyl, cyclohexyl and benzyl groups, and also (-CH2-CHZ-O)ri CH3 where n - 1 to 3;
3o however, as already mentioned above, it has to be ensured that at least one of the groups Rt, R2, R3 or R4 is (CH2-CH2-O)ri CH3 where n = 1 to 3, preferably 1 or 2.
Further preference is given to using esters of the formulae {E1) to (ES) in which Rl, R2 and, if present, R3 and/or R4 are identical and are -CH2 CH20-CH3 or {-CH2-CH2-O)2-CH3, with preference again being given to the s corresponding phosphoric esters.
Examples of particularly preferred compounds are the compounds of the formulae (Ela) to (ESa):
to B ( 0~2 ~tcEia) o C ( oCHzcHzocx~
0 P( 0 ~ ~ 0 C~ )3 IE3a) and O
\S ( (E4a) Si(-O-CH2-CHZ-OCH~4 (FSa) The esters used herein are, in terms of their properties, extraordinarily well suited as plasticizers for the layers in question and generally have a viscosity at room temperature of S lOmPas, preferably S 5 mPas and in particular <_ 3 mPas. They generally have boiling points of about 200°C
or above, preferably about 250°C or above and in particular about 300°C
or above, in each case measured at atmospheric pressure, and have a sufficiently low vapour pressure of from about 10-5 to about 10° mbar at s the temperatures occurring during their use, viz. from about -SO°C to about 150°C. As a result of their boiling points, they can be distilled and can thus be produced in high purity. Furthermore, these esters are liquid over a wide temperature range at atmospheric pressure, and are generally still liquid down to a temperature of about -30°C, preferably down to about io -40°C. The esters described here can be used as plasticizers and as solvents in electrolyte systems for Li ion accummulators at at least about 80°C, preferably at least about 120°C, more preferably at least about 150°C.
Of course, the esters used according to the invention can also be employed is as a mixture with the previously mentioned plasticizers.
Preference is given to combinations which have a sufficiently low viscosity, are able to strongly solvate the ions of the conducting salts, are liquid over a wide temperature range and are sufficiently electrochemically and 2o chemically stable and are also resistant to hydrolysis.
The esters used according to the present invention are prepared by conventional methods, as are described, for example, in K. Mura Kami in Chem. High Polymers (Japan), 7 (1950), pp. 188-193 and in H. Steinberg Zs Organoboron Chemistry, Chapter 5, J. Wiley & Sons, N.Y. 1964. In these preparations, the acids, acid anhydrides or chlorides such as boric acid, C(O)C12, POCl3, S02C12 and SiCl4 are used as starting materials and are reacted in a known manner with the appropriate monohydric or polyhydric alcohols or etherols.
The plasticizes content of the respective layer is, based on the mix present therein or the material making up the layer (polymeric binder plus cathode or anode material), from 0 to 200 % by weight, preferably from 0 to 100 by weight and more preferably from 0 to 70 ~ by weight.
s The starting materials used for the respective layers can be dissolved or dispersed in an inorganic or preferably organic liquid diluent, where the resulting solution should have a viscosity of preferably . from 100 to 50,000 mPas, and subsequently applied in a known manner, for example by spray coating, casting, dipping, spin coating, roller coating or latterpress, io gravure, planographic or screen printing or by extrusion, if desired to a support material, i.e. shaped to form a film-like structure. Further processing can be carried out in a customary way, e.g. by removing the diluent and curing the materials.
is Suitable organic diluents are aliphatic ethers, in particular tetrahydrofuran and dioxane, hydrocarbons, in particular hydrocarbon mixtures such as petroleum spirit, toluene and xylene, aliphatic esters, in particular ethyl acetate and butyl acetate, and ketones, in particular acetone, ethyl methyl ketone and cyclohexanone. It is also possible to use combinations of such 2o diluents.
Suitable support materials are the materials customarily used for electrodes, preferably metals such as aluminum and copper. It is also possible to use coated glass substrates, in particular ITO-coated glass substrates or Zs temporary intermediate supports such as films, in particular polyester films such as polyethylene terephthalate films. Such films can advantageously be provided with a release layer, preferably of polysiloxanes.
Likewise, the production of the individual films which then form the layers 3o within the composite of the present invention can be carried out thermoplastically, for example by injection molding, melt casting, pressing, kneading or extrusion, if desired with a subsequent calendering step.
After film formation, volatile components such as solvents or plasticizers can be removed.
s If crosslinking of the layers is desired, this can be carried out in a manner known per se, for example by irradiation with ionic or ionizing radiation, an electron beam, preferably at an acceleration voltage of from 20 to 2000 kV and a radiation dose of from 5 to 50 Mrad, UV or visible light, to where, in a customary manner, an initiator such as benzil dimethyl ketal or 1,3,5-trimethylbenzoyl-triphenylphosphine oxide can be advantageously added in amounts of, in particular, at most 1 % by weight based on the constituents to be crosslinked in the starting materials and the crosslinking can advantageously be carried out over a period of, in general, from 0.5 is to 15 minutes, advantageously under inert gas such as nitrogen or argon; by thermal free-radical polymerization, preferably at above 60°C, where an initiator such as azobisisobutyronitrile can advantageously be added in amounts of, in general, at most 5 % by weight, preferably from 0.05 to 1 by weight, based on the constituents to be crosslinked in the starting 2o materials; by electrochemically induced polymerization; or by ionic polymerization, for example by acid-catalyzed cationic polymerization, where suitable catalysts are, first and foremost, acids, preferably Lewis acids such as BF3 or, in particular, LiBF4 or ~LiPF6. Catalysts containing lithium ions, for example LiBF4 or LiPF6, can advantageously remain in the solid Zs electrolyte or separator as conducting salt.
The layers described herein can also comprise a dissociable compound containing lithium rations, viz. a conducting salt, and, if desired, further additives such as, in particular, organic solvents, viz. an electrolyte.
Some or all of these materials can be added to the mixture during the production of the layer or can be introduced into the layer after production of the latter.
Conducting salts which can be used are the generally known conducting s salts which are described, for example, in EP-A 0 096 629. According to the present invention, the conducting salt used is preferably LiPF6, LiBF4, LiC104, LiAsF6, LiCF3S03, LiC(CF3S02)3, LiN(CF3S02)2~
LiN(S02CnF2n+1)2~ L1C[(CnF2n+1)502~3~ Li(CnF2n+1)503 where n is in each case from 2 to 20, LiN(S02F)2, LiAlCl4, LiSiF6, LiSbF6 or a mixture io of two or more thereof, with particular preference being given to using LiBF4 or LiPF6 as conducting salt.
These conducting salts are used in amounts of from 0.1 to 50 % by weight, preferably from 0.1 to 20 °6 by weight, in particular from 1 to 10 ~ by is weight, in each case based on the material forming the respective layer.
The films/layers forming the composite of the present invention generally have a thickness of from 5 to 500 ~cm, preferably from 10 to 500 ~,m, more preferably from 10 to 200 p,m. The composite, preferably in the form 20 of a film, generally has a total thickness of from 15 to 1500 ~,m, in particular a total thickness of from 50 to 500 ~cm.
Furthermore, the present invention also provides a process for producing a composite, which comprises joining the first layer or layers A and the is second layer or layers B and, if present, the bonding layer or layers to one another by lamination under the action of heat or pressure or heat and pressure, preferably by hot lamination. It should be ensured that, depending on the material used for the bonding layer, joining can always be carried out at room temperature or at temperatures up to 50°C or by hot 30 lamination.
WO 99/19917 PCf/EP98/06394 In the hot or cold lamination, all customary techniques such as roller melt methods, simple pressing and extrusion lamination can be employed.
In the case of hot lamination, the temperatures used are generally from s about 50°C to about 250°C, preferably from about ?0°C
to about 200°C
and more preferably from about 100°C to about I80°C.
A process is also provided for producing a composite, which comprises subjecting the first layer or layers or the second layer or layers or the first to layer or layers and the second layer or layers to a corona treatment and subsequently joining the first corona-treated layer or layers to the second corona-treated or untreated layer or layers, preferably by hot lamination.
Corona treatment is a method widely used in surface treatment for is roughening/functionalizing surfaces. In this method, the roughening/functionalization is achieved by electrical charging of the surfaces. A generator produces an AC voltage of from about 10 to about 20 KV at a frequency of from about 20 to about 40 KHz and the generator energy is discharged via an electrode system onto the surface of Zo the substrate to be treated, here the layer or layers as defined above, resulting in functionalization/roughening of the treated surface of the layer.
According to the present invention, it is preferred for both layers to be corona-treated on the surfaces via which they are to be joined.
is Further details regarding the equipment necessary for corona treatment and the procedure for carrying out such treatment may be found in articles in Papier + Kunststoffverarbeitung, number 8 (1980), entitled "Flexible Anpassung der effektiven Kontaktfl~che" and Papier +
Kunststoffverarbeitung, number ? (1981), entitled "Ober-so flachenbehandlungsmethoden zur Haftverbesserung" and the literature cited therein.
The present invention further provides a process for producing a composite, which comprises applying at least one bonding layer to the first layer or layers, the second layer or layers or the first layer or layers and the second layer or layers and subsequently joining the first layer or layers to s the second layer or layers via the bonding layer or layers, preferably by hot lamination.
Furthermore, the present invention provides for the use of a composite, as defined above, for producing an electrochemical cell, in a sensor, an to electrochromic window, a display, a capacitor or an ion-conducting film.
It additionally provides an electrochemical cell comprising a composite of the present invention or a combination of two or more thereof.
is Suitable organic electrolytes for this purpose are the compounds discussed above under "plasticizers", with preference being given to using the customary organic electrolytes, preferably esters such as ethylene carbonate, propylene carbonate, dimethyl carbonate and diethyl carbonate or mixtures of such compounds.
ao As can be seen from the above, it is thus readily possible to produce a composite composed of a first electrode layer (e.g. cathode)/if desired, a bonding layer/separator layer/second electrode layer (e.g. anode). Of course, the bonding layer can here also assume the function of a separator, so that as the latter can be omitted.
The procedure is, for example, as follows:
An anode material, e.g. graphite, conductive black and PVDF copolymer 3o are first mixed with one another and the resulting mixture is cast onto a Cu foil and subsequently dried (layer 1). Subsequently, a cathode material, WO 99/19917 - 38 - PC'f/EP98/06394 e.g. LiMn204 or LiCo02, conductive black and PVDF copolymer are mixed with one another and cast onto an aluminum foil and dried (layer 2).
Bringing together the two above-described layers and a separator layer plus, if desired, at least one bonding layer by hot lamination gives a composite s which can be used, in combination with any solid and/or liquid electrolyte, as an electrochemical cell.
The filling of such composites with an electrolyte and conducting salt can be carried out either before or preferably after bringing together the layers, io if desired after provision of suitable collector electrodes, e.g. a metal foil, and even after introduction of the composite into a battery housing. The particular microporous structure of the layers when using the mixture of the present invention, in particular as a result of the presence of the above-defined solid in the respective layers, makes it possible for the electrolyte is and the conducting salt to be taken up and the air in the pores to be displaced. Filling can be carried out at from 0°C to about 100°C, depending on the electrolyte used.
The electrochemical cells of the present invention can be used, in particular, 2o as automobile batteries, instrument batteries, planar batteries or polymer batteries.
EXAMPLES
is Production of an anode foil 400 g of MCMB (Osaka Gas), 35 g of Kynai 2801 (Elf Atochem), 35.6 g of ethylene carbonate and 35.6 g of dimethyl carbonate were added to 460 g of THF. This mixture was milled for a few days and subsequently 3o applied to a copper foil which had previously been painted with an anchor coat. After drying, this foil was used as anode foil for the following examples.
Example 1 s 75 g of a woliastonite hydrophobicized with epoxysilane (Tremiri 800 EST, from Quarzwerke Frechen) having a particle size of 3 hum was dispersed in 300 g of toluene using a high-speed stirrer. Subsequently, 12.5 g of a polyethylene oxide having a mean molecular weight of M~" = 2,000,000 (Polyvl~, from Union Carbide), 12.5 g of the methacrylic diester of a to propylene oxide-ethylene oxide block copolymer (Pluriol~ PE 6000 from BASF AG) and 0.02 g of a UV photoinitiator (Lucirili BDK, from BASF
AG) were added to the mixture. The mixture was then applied at 60°C to a silicone-treated polyethylene terephthalate film by means of a doctor blade having a casting slit of 300 ~.m, the toluene was removed over a period of ~s 5 minutes and peeling off the dried coating gave a film having a thickness of about 30 ~.m (separator film).
Example 2 2o The anode foil was powdered with Kynar~ 2811 (copolymer of vinylidene fluoride and hexafluoropropene, from Elf Atochem) and subsequently, at 160°C, intimately joined to the separator film using a model IL12HR
laminator from Ibico.
is Example 3 The separator film was powdered on one side with Kynai 2811. The powdered side was laid on the anode foil. The two sheets were subsequently intimately joined to one another at 160°C using the laminator 3o described in Example 2.
_4p_ Example 4 An aqueous polyethylene dispersion (Polygeri WI1, solids content 35 % , from BASF) was applied by means of a doctor blade to an untreated s polyethylene terephthalate film. The polyethylene layer applied in this way had a thickness of 2 ~,m. Subsequently, the dispersion described in Example 1 was cast onto the PET film which had been pretreated in this way. After drying, the separator film formed was detached from the PET film. The polyethylene-coated side of the separator was laid on the anode foil. The to two sheets were subsequently intimately joined to one another at 160°C
using the laminator.
Example 5 is The procedure of Example 4 was repeated, but 5 % of Aerosil~ 8812 (Degussa), based on the dispersion, were added to the polyethylene dispersion.
Example 6 The procedure of Example 4 was repeated, but 5 % of titanium dioxide T805 (Degussa), based on the dispersion, were added to the polyethylene dispersion.
is Example 7 The procedure of Example 4 was repeated, but 5 % of wollastonite Tremiri 939 (Quarzwerke), based on the dispersion, were added to the polyethylene dispersion.
Example 8 WO 99/19917 - 41 _ PCT/EP98/06394 A solution of polyethylene oxide in THF was applied by means of a doctor blade to a silicone-treated polyethylene terephthalate film. The polyethylene oxide layer applied in this way had a thickness of 2 ~,m. Subsequently, the dispersion described in Example 1 was cast onto the PET film which had s been pretreated in this way. After drying, the separator film was detached from the PET film. The polyethylene oxide-coated side of the separator was laid on the anode foil. The two sheets were subsequently intimately joined to one another at 160°C using the laminator described in Example 2.
io Example 9 The procedure of Example 8 was repeated, but 5 % of Aerosil~ 8812 (Degussa), based on the solution, were added to the polyethylene oxide solution.
is Example 10 The procedure of Example 8 was repeated, but 5 % of titanium dioxide T805 (Degussa), based on the solution, were added to the polyethylene zo oxide solution.
Example 11 The procedure of Example 8 was repeated, but 5 % of wollastonite Tremili as 939 (Quarzwerke), based on the solution, were added to the polyethylene oxide solution.
Example 12 so The procedure of Example 8 was repeated, but 3 % of propylene carbonate, based on the solution, were added to the polyethylene oxide solution.
Example 13 The procedure of Example 8 was repeated, but 3 % of tris(2-ethylhexyl) phosphate, based on the solution, were added to the polyethylene oxide s solution.
Example 14 The procedure of Example 8 was repeated, but 5 % of wollastonite Tremiri io 939 (Quarzwerke) and 3 % of tris(2-ethylhexyl) phosphate, based on the solution, were added to the polyethylene oxide solution.
Example 15 is A solution of Acronal~ 102 (BASF, polybutyl acrylate solution in toluene) was applied by means of a doctor blade to a silicone-treated polyethylene terephthalate film. The polybutyl acrylate layer applied in this way had a thickness of 2 ~,m.
2o Subsequently, the dispersion described in Example 1 was cast onto the PET
film which had been pretreated in this way. After drying, the separator film was detached from the PET film. The polybutyl acrylate-coated side of the separator was laid on the anode foil. The two sheets were subsequently intimately joined to one another at 160°C using the laminator.
2s Example 16 3o The procedure of Example 14 was repeated, but 5 % of Aerosil~ 8812 (Degussa), based on the solution, were added to the polybutyl acrylate solution.
Example 17 s The procedure of Example 14 was repeated, but 5 % of titanium dioxide T805 (Degussa), based on the solution, were added to the polybutyl acrylate solution.
Example 18 to The procedure of Example 14 was repeated, but 5 ~ of wollastonite Tremiri 939 (Quarzwerke), based on the solution, were added to the polybutyl acrylate solution.
is Example 19 A solution of Oppanol~ B200 (BASF, polyisobutylene dissolved in n-hexane) was applied by means of a doctor blade to a silicone-treated polyethylene terephthalate film. The polyisobutylene layer applied in this way had a 2o thickness of 3 ~cm. Subsequently, the dispersion described in Example 1 was cast onto the PET film which had been pretreated in this way. After drying, the separator film was detached from the PET film. The polyisobutylene-coated side of the separator was laid on the anode foil. The two sheets were subsequently intimately joined to one another at 160°C
zs using the laminator.
Example 20 The procedure of Example 18 was repeated, but 5 ~ of Aerosil~ 8812 so (Degussa), based on the solution, were added to the polyisobutylene solution.
Example 21 The procedure of Example 18 was repeated, but 5 % of titanium dioxide T805 (Degussa), based on the solution, were added to the polyisobutylene s solution.
Example 22 The procedure of Example 18 was repeated, but 5 % of wollastonite Tremiri io 939 (Quarzwerke), based on the solution, were added to the polyisobutylene solution.
The qualitative results of testing the composites as described in Examples 1 to 22 are shown in the following table.
is WO 99/19917 _ 45 _ PCT/EP98/06394 Example Adhesion Electrochemical behavior 1 __ -E.
2 ++ ++
3 ++ -s 4 + +
5 + +
6 + +
7 ++ +
8 + ++
l0 9 + ++
10 + ++
11 ++ ++
12 ++ ++
13 ++ ++
is 14 ++
15 + + +
16 ++ +
17 ++ ++
18 ++
20 19 + +
20 + + +
21 + ++
Example Adhesion Electrochemical behavior 22 ++ ++
-- unsatisfactory - acceptable ° satisfactory + gad + + excellent
l0 9 + ++
10 + ++
11 ++ ++
12 ++ ++
13 ++ ++
is 14 ++
15 + + +
16 ++ +
17 ++ ++
18 ++
20 19 + +
20 + + +
21 + ++
Example Adhesion Electrochemical behavior 22 ++ ++
-- unsatisfactory - acceptable ° satisfactory + gad + + excellent
Claims (12)
1. A composite comprising Aa) at least one first layer which comprises a mixture Ia, comprising a mix IIa consisting of a) from 1 to 95 % by weight of a solid III, preferably a basic solid III, having a primary particle size of from 5 nm to 20 µm and b) from 5 to 99 % by weight of a polymeric composition IV
obtainable by polymerization of b1) from 5 to 100 % by weight, based on the composition IV, of a condensation product V of .alpha.) at least one compound VI which is able to condense with a carboxylic acid or a sulfonic acid as defined in .beta. or a derivative or a mixture of two or more thereof, and .beta.) at least 1 mol per mol of the compound VI of a carboxylic acid or sulfonic acid VII which contains at least one free-radically polymerizable functional group, or a derivative thereof or a mixture of two or ore thereof, and b2) from 0 to 95 % by weight, based on the composition IV, of a further compound VIII having a mean molecular weight (number average) of at least 5000 and polyether segments in the main chain or a side chain, where the proportion by weight of the mix IIa in the mixture Ia is from 1 to 100 % by weight, and the layer is free of an electron-conducting, electro-chemically active compound, and B) at least one second layer which comprises a polymeric binder and an electron-conducting, electrochemically active compound, wherein the first layer or layers and the second layer or layers are joined to one another by one of the two methods V1 or V2:
V1) Lamination of the first layer or layers with the second layer or layers under the action of heat or under the action of heat and pressure, or V2) Corona treatment of the first layer or layers, the second layer or layers or the first layer or layers and the second layer or layers and subsequent bringing together of the corona-treated first layer or layers with the corona-treated second layer or layers.
obtainable by polymerization of b1) from 5 to 100 % by weight, based on the composition IV, of a condensation product V of .alpha.) at least one compound VI which is able to condense with a carboxylic acid or a sulfonic acid as defined in .beta. or a derivative or a mixture of two or more thereof, and .beta.) at least 1 mol per mol of the compound VI of a carboxylic acid or sulfonic acid VII which contains at least one free-radically polymerizable functional group, or a derivative thereof or a mixture of two or ore thereof, and b2) from 0 to 95 % by weight, based on the composition IV, of a further compound VIII having a mean molecular weight (number average) of at least 5000 and polyether segments in the main chain or a side chain, where the proportion by weight of the mix IIa in the mixture Ia is from 1 to 100 % by weight, and the layer is free of an electron-conducting, electro-chemically active compound, and B) at least one second layer which comprises a polymeric binder and an electron-conducting, electrochemically active compound, wherein the first layer or layers and the second layer or layers are joined to one another by one of the two methods V1 or V2:
V1) Lamination of the first layer or layers with the second layer or layers under the action of heat or under the action of heat and pressure, or V2) Corona treatment of the first layer or layers, the second layer or layers or the first layer or layers and the second layer or layers and subsequent bringing together of the corona-treated first layer or layers with the corona-treated second layer or layers.
2. A composite comprising Ab) at least one first layer which comprises a mixture Ib comprising a mix IIb consisting of a) from 1 to 95 % by weight of a solid III, preferably a basic solid, having a primary particle size of from 5 nm to 20 µm and b) from 5 to 99 % by weight of a polymer IX obtainable by polymerization of b1) from 5 to 75 % by weight, based on the polymer IX, of a free-radically polymerizable compound X selected from the group consisting of olefinic hydrocarbons, (meth)acrylonitrile, halogens containing olefinic compounds, vinyl alcohol, vinyl acetate, N-vinylpyrrolidone, N-vinylimidazole, vinyl formamide, phosphonitrilic chlorides and derivatives thereof which are partly or completely substituted by alkoxy, phenoxy, amino and fluoroalkoxy groups, aromatic olefinic compounds and vinyl ethers, and which is different from the carboxylic acid or the sulfonic acid VII or a derivative thereof, or a mixture of two or more thereof, and b2) from 25 to 95 % by weight, based on the polymer IX, of a further compound VIII having a mean molecular weight (number average) of at least 5000 and polyether segments in the main chain or a side chain, where the proportion by weight of the mix Ib is from 1 to 100 % by weight and the layer is free of an electron-conducting, electrochemically active compound, and B) at least one second layer which comprises an electron-conducting, electrochemically active compound, wherein the first layer or layers and the second layer or layers are joined to one another by one of the two methods V1 or V2:
V1) Lamination of the first layer or layers with the second layer or layers under the action of heat or under the action of heat and pressure, or V2) Corona treatment of the first layer or layers, the second layer or layers or the first layer or layers and the second layer or layers and subsequent bringing together of the corona-treated first layer or layers with the corona-treated or untreated second layer or layers.
V1) Lamination of the first layer or layers with the second layer or layers under the action of heat or under the action of heat and pressure, or V2) Corona treatment of the first layer or layers, the second layer or layers or the first layer or layers and the second layer or layers and subsequent bringing together of the corona-treated first layer or layers with the corona-treated or untreated second layer or layers.
3. A composite comprising at least one first layer Aa or at least one first layer Ab or at least one first layer Aa and at least one first layer Ab, at least one second layer B, each as defined in claim 1 or 2, and C) at least one bonding layer.
4. A composite as claimed in claim 3, wherein the bonding layer or layers C
has/have a melting point which is lower than the melting point of the first layer or layers or the second layer or layers or the first and second layer or layers.
has/have a melting point which is lower than the melting point of the first layer or layers or the second layer or layers or the first and second layer or layers.
5. A composite as claimed in claim 3 or 4, wherein the bonding layer or layers C is/are a polyethylene oxide, a polyvinyl ether, a polyacrylate, a polymethacrylate, polyvinylpyrrolidone, a polyurethane, a wax-like (co)polyolefin, a rubber-like material, polyisobutylene or a mixture of two or more thereof.
6. A composite as claimed in any of claims 3 to 5, wherein the bonding layer or layers C comprise(s) a solid III, a plasticizer or a combination of two or more thereof.
7. A process for producing a composite as claimed in any of claims 1 to 6, which comprises joining the first layer or layers and the second layer or layers and, if present, the bonding layer or layers to one another by hot lamination.
8. A process for producing a composite as claimed in claim 1 or 2, which comprises subjecting the first layer or layers or the second layer or layers or the first layer or layers and the second layer or layers to a corona treatment and subsequently joining the first corona-treated layer or layers to the second corona-treated or untreated layer or layers.
9. A process for producing a composite as claimed in any of claims 3 to 6, which comprises applying at least one bonding layer to the first layer or layers, the second layer or layers or the first and the second layer or layers and subsequently joining the first layer or layers to the second layer or layers via the bonding layer or layers.
10. The use of a composite as claimed in any of claims 1 to 6 for producing an electrochemical cell, in a sensor, an electrochromic window, a display, a capacitor or an ion-conducting film.
11. An electrochemical cell comprising a composite as claimed in any of claims 1 to 6 or a combination of two or more thereof.
12. The use of the electrochemical cell as claimed in claim 11 as an automobile battery, instrument battery, planar battery or polymer battery.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19744660.4 | 1997-10-09 | ||
DE19744660 | 1997-10-09 | ||
PCT/EP1998/006394 WO1999019917A2 (en) | 1997-10-09 | 1998-10-08 | Composite suitable for use in electrochemical cells |
Publications (1)
Publication Number | Publication Date |
---|---|
CA2305218A1 true CA2305218A1 (en) | 1999-04-22 |
Family
ID=7845077
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002305218A Abandoned CA2305218A1 (en) | 1997-10-09 | 1998-10-08 | Composite suitable for use in electrochemical cells |
Country Status (6)
Country | Link |
---|---|
EP (1) | EP1029382A1 (en) |
JP (1) | JP2001520439A (en) |
KR (1) | KR20010031018A (en) |
AU (1) | AU1226699A (en) |
CA (1) | CA2305218A1 (en) |
WO (1) | WO1999019917A2 (en) |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE19819752A1 (en) * | 1998-05-04 | 1999-11-11 | Basf Ag | Compositions suitable for electrochemical cells |
DE19916043A1 (en) | 1999-04-09 | 2000-10-19 | Basf Ag | Composite body suitable for use as a lithium ion battery |
DE19925683A1 (en) * | 1999-06-04 | 2000-12-14 | Nbt Gmbh | Negative electrode for high-energy lithium-ion cells and a process for their production |
DE19952335B4 (en) * | 1999-10-29 | 2007-03-29 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. | In electrochemical components usable pasty mass, thus formed layers, films, laminations and rechargeable electrochemical cells and methods for producing the layers, films and laminations |
US6420071B1 (en) * | 2000-03-21 | 2002-07-16 | Midwest Research Institute | Method for improving the durability of ion insertion materials |
CA2312213A1 (en) * | 2000-06-15 | 2001-12-15 | Hydro-Quebec | New process for preparing electrodes and electrolytes for li-ion batteries |
JP5095883B2 (en) * | 2000-09-07 | 2012-12-12 | 株式会社ブリヂストン | Non-aqueous electrolyte secondary battery additive and non-aqueous electrolyte secondary battery |
DE10150227A1 (en) * | 2001-10-11 | 2003-04-17 | Varta Microbattery Gmbh | Process for producing an electrode / separator assembly for galvanic elements |
KR100472509B1 (en) | 2002-10-04 | 2005-03-10 | 삼성에스디아이 주식회사 | Organic electrolytic solution and lithium battery employing the same |
FR2864348B1 (en) * | 2003-12-18 | 2006-03-10 | Commissariat Energie Atomique | LITHIUM ACCUMULATOR HAVING BOTH ELECTRICAL POTENTIAL AND HIGH LTHIUM INSERTION CAPABILITY. |
KR100836202B1 (en) * | 2006-12-29 | 2008-06-09 | 김형원 | Nano polymer-clay, battery and method for producing the battery using thereof |
WO2023283848A1 (en) * | 2021-07-15 | 2023-01-19 | Shenzhen Xpectvision Technology Co., Ltd. | Battery roll testing with imaging systems |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1971307U (en) * | 1967-03-21 | 1967-10-26 | Alois Ferch | VALVE STEM WIPER AND VALVE GUIDE WITH GROOVE AND SPRING. |
DK125212B (en) * | 1968-12-12 | 1973-01-15 | G Lagstroem | Electric toilet. |
DE3920129A1 (en) * | 1988-06-21 | 1989-12-28 | Ricoh Kk | ELECTROCHEMICAL DEVICE |
WO1996001506A1 (en) * | 1994-07-05 | 1996-01-18 | Motorola Inc. | Composite battery and method for forming same |
DE19612769A1 (en) * | 1996-03-29 | 1997-10-02 | Basf Ag | Mixtures suitable as carrier material for solid electrolytes or separators for electrochemical cells |
DE19713072A1 (en) * | 1997-03-27 | 1998-10-01 | Basf Ag | Process for the production of moldings for lithium ion batteries |
-
1998
- 1998-10-08 JP JP2000516380A patent/JP2001520439A/en active Pending
- 1998-10-08 KR KR1020007003825A patent/KR20010031018A/en not_active Application Discontinuation
- 1998-10-08 AU AU12266/99A patent/AU1226699A/en not_active Abandoned
- 1998-10-08 EP EP98955417A patent/EP1029382A1/en not_active Withdrawn
- 1998-10-08 WO PCT/EP1998/006394 patent/WO1999019917A2/en not_active Application Discontinuation
- 1998-10-08 CA CA002305218A patent/CA2305218A1/en not_active Abandoned
Also Published As
Publication number | Publication date |
---|---|
KR20010031018A (en) | 2001-04-16 |
WO1999019917A2 (en) | 1999-04-22 |
AU1226699A (en) | 1999-05-03 |
JP2001520439A (en) | 2001-10-30 |
EP1029382A1 (en) | 2000-08-23 |
WO1999019917A3 (en) | 1999-06-24 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US6730440B1 (en) | Composite body suitable for utilization as a lithium ion battery | |
KR100581646B1 (en) | Compositions Suitable for Electrochemical Cells | |
CA2339617C (en) | Compositions suitable for electrochemical cells | |
US6746803B1 (en) | Composite bodies used as separators in electrochemical cells | |
US6632561B1 (en) | Composites bodies used as separators in electrochemical cells | |
RU2213395C2 (en) | Composition suited to use as solid electrolyte or separator for electrochemical power cells | |
CA2285007A1 (en) | Method for producing shaped bodies for lithium ion batteries | |
US6642294B1 (en) | Mixtures with special softening agents suited as a solid electrolyte or separator for electrochemical cells | |
US20020034688A1 (en) | Encapsulated lithium alloy electrodes having barrier layers | |
US20080026294A1 (en) | Batteries, electrodes for batteries, and methods of their manufacture | |
US20040188880A1 (en) | Production of molded articles for lithium ion batteries | |
CA2305218A1 (en) | Composite suitable for use in electrochemical cells | |
US20040224234A1 (en) | Wet-on-wet coating method for producing composite bodies that are suitable for use in lithium ion batteries | |
WO2002015301A2 (en) | Layered arrangements of lithium electrodes | |
KR101914172B1 (en) | Negative electrode for rechargeable sodium battery comprising protective layer and rechargeable sodium battery comprising the same | |
MXPA01009980A (en) | Composite body suitable for utilization as a lithium ion battery | |
MXPA00010761A (en) | Compositions suitable for electrochemical cells | |
MXPA01010115A (en) | Composite bodies used as separators in electrochemical cells | |
MXPA99008762A (en) | Method for producing shaped bodies for lithium ion batteries | |
KR19980041213A (en) | Lithium secondary battery | |
MXPA01004441A (en) | Composite bodies used as separators in electrochemical cells |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
EEER | Examination request | ||
FZDE | Discontinued |