KR102338761B1 - 프리스탠딩 이온 젤 및 이의 제조 방법 - Google Patents
프리스탠딩 이온 젤 및 이의 제조 방법 Download PDFInfo
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- KR102338761B1 KR102338761B1 KR1020210053643A KR20210053643A KR102338761B1 KR 102338761 B1 KR102338761 B1 KR 102338761B1 KR 1020210053643 A KR1020210053643 A KR 1020210053643A KR 20210053643 A KR20210053643 A KR 20210053643A KR 102338761 B1 KR102338761 B1 KR 102338761B1
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- KR
- South Korea
- Prior art keywords
- ion gel
- freestanding
- methyl
- tetradecyl
- octyl
- Prior art date
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- 238000004519 manufacturing process Methods 0.000 title abstract description 13
- 239000002608 ionic liquid Substances 0.000 claims abstract description 44
- 238000000034 method Methods 0.000 claims abstract description 27
- 239000004530 micro-emulsion Substances 0.000 claims abstract description 23
- 238000005325 percolation Methods 0.000 claims abstract description 8
- 239000007784 solid electrolyte Substances 0.000 claims abstract description 8
- -1 hexafluorophosphate Chemical compound 0.000 claims description 156
- 150000002500 ions Chemical class 0.000 claims description 64
- 239000000203 mixture Substances 0.000 claims description 22
- ZXMGHDIOOHOAAE-UHFFFAOYSA-N 1,1,1-trifluoro-n-(trifluoromethylsulfonyl)methanesulfonamide Chemical compound FC(F)(F)S(=O)(=O)NS(=O)(=O)C(F)(F)F ZXMGHDIOOHOAAE-UHFFFAOYSA-N 0.000 claims description 21
- ITMCEJHCFYSIIV-UHFFFAOYSA-M triflate Chemical compound [O-]S(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-M 0.000 claims description 21
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 20
- KIWBPDUYBMNFTB-UHFFFAOYSA-N Ethyl hydrogen sulfate Chemical compound CCOS(O)(=O)=O KIWBPDUYBMNFTB-UHFFFAOYSA-N 0.000 claims description 20
- ZMZDMBWJUHKJPS-UHFFFAOYSA-M Thiocyanate anion Chemical compound [S-]C#N ZMZDMBWJUHKJPS-UHFFFAOYSA-M 0.000 claims description 20
- ZMZDMBWJUHKJPS-UHFFFAOYSA-N hydrogen thiocyanate Natural products SC#N ZMZDMBWJUHKJPS-UHFFFAOYSA-N 0.000 claims description 20
- 239000004094 surface-active agent Substances 0.000 claims description 19
- 150000001768 cations Chemical class 0.000 claims description 17
- JZMJDSHXVKJFKW-UHFFFAOYSA-M methyl sulfate(1-) Chemical compound COS([O-])(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-M 0.000 claims description 16
- 150000001450 anions Chemical class 0.000 claims description 15
- 239000003431 cross linking reagent Substances 0.000 claims description 13
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims description 12
- 125000000217 alkyl group Chemical group 0.000 claims description 9
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 claims description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- XMLYCEVDHLAQEL-UHFFFAOYSA-N 2-hydroxy-2-methyl-1-phenylpropan-1-one Chemical group CC(C)(O)C(=O)C1=CC=CC=C1 XMLYCEVDHLAQEL-UHFFFAOYSA-N 0.000 claims description 5
- FIHBHSQYSYVZQE-UHFFFAOYSA-N 6-prop-2-enoyloxyhexyl prop-2-enoate Chemical group C=CC(=O)OCCCCCCOC(=O)C=C FIHBHSQYSYVZQE-UHFFFAOYSA-N 0.000 claims description 5
- RAXXELZNTBOGNW-UHFFFAOYSA-O Imidazolium Chemical compound C1=C[NH+]=CN1 RAXXELZNTBOGNW-UHFFFAOYSA-O 0.000 claims description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-M acrylate group Chemical group C(C=C)(=O)[O-] NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 5
- SDXDXENAFAXVMX-UHFFFAOYSA-M 1-methyl-3-tetradecylimidazol-1-ium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCN1C=C[N+](C)=C1 SDXDXENAFAXVMX-UHFFFAOYSA-M 0.000 claims description 4
- XFCMNSHQOZQILR-UHFFFAOYSA-N 2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOC(=O)C(C)=C XFCMNSHQOZQILR-UHFFFAOYSA-N 0.000 claims description 4
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 claims description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 4
- NQRYJNQNLNOLGT-UHFFFAOYSA-O Piperidinium(1+) Chemical compound C1CC[NH2+]CC1 NQRYJNQNLNOLGT-UHFFFAOYSA-O 0.000 claims description 4
- RWRDLPDLKQPQOW-UHFFFAOYSA-O Pyrrolidinium ion Chemical compound C1CC[NH2+]C1 RWRDLPDLKQPQOW-UHFFFAOYSA-O 0.000 claims description 4
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 claims description 4
- XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 claims description 4
- 238000006116 polymerization reaction Methods 0.000 claims description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-O pyridinium Chemical compound C1=CC=[NH+]C=C1 JUJWROOIHBZHMG-UHFFFAOYSA-O 0.000 claims description 4
- RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium Chemical compound [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 claims description 4
- OPLKPGCGFWKPHZ-UHFFFAOYSA-N 1-(3-methylimidazol-3-ium-1-yl)undecan-2-yl prop-2-enoate Chemical compound CCCCCCCCCC(OC(=O)C=C)CN1C=C[N+](C)=C1 OPLKPGCGFWKPHZ-UHFFFAOYSA-N 0.000 claims description 3
- VCPBFZBOBXKXCE-UHFFFAOYSA-N C(C=C)(=O)OCCCCCCCCCCCN1C(=[N+](C=C1)CC)C1=CC=CC=C1 Chemical compound C(C=C)(=O)OCCCCCCCCCCCN1C(=[N+](C=C1)CC)C1=CC=CC=C1 VCPBFZBOBXKXCE-UHFFFAOYSA-N 0.000 claims description 3
- OFLNXTCYQATJKT-UHFFFAOYSA-N C(C=C)(=O)OCCCCCCCCCCC[N+]1(CCCC1)C Chemical compound C(C=C)(=O)OCCCCCCCCCCC[N+]1(CCCC1)C OFLNXTCYQATJKT-UHFFFAOYSA-N 0.000 claims description 3
- 230000002708 enhancing effect Effects 0.000 abstract description 3
- 239000010954 inorganic particle Substances 0.000 abstract description 3
- 238000010526 radical polymerization reaction Methods 0.000 abstract description 3
- 238000007342 radical addition reaction Methods 0.000 abstract description 2
- 239000000499 gel Substances 0.000 description 53
- 238000003848 UV Light-Curing Methods 0.000 description 9
- 125000000524 functional group Chemical group 0.000 description 8
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 6
- 102000004310 Ion Channels Human genes 0.000 description 5
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical group C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 4
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 description 4
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- MQDJYUACMFCOFT-UHFFFAOYSA-N bis[2-(1-hydroxycyclohexyl)phenyl]methanone Chemical compound C=1C=CC=C(C(=O)C=2C(=CC=CC=2)C2(O)CCCCC2)C=1C1(O)CCCCC1 MQDJYUACMFCOFT-UHFFFAOYSA-N 0.000 description 4
- 238000010586 diagram Methods 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- TYWXKQLDKGGVAF-UHFFFAOYSA-M 1-(3-methylimidazol-3-ium-1-yl)undecan-2-yl prop-2-enoate;bromide Chemical compound [Br-].CCCCCCCCCC(OC(=O)C=C)C[N+]=1C=CN(C)C=1 TYWXKQLDKGGVAF-UHFFFAOYSA-M 0.000 description 3
- 238000001723 curing Methods 0.000 description 3
- 238000001998 small-angle neutron scattering Methods 0.000 description 3
- PIZHFBODNLEQBL-UHFFFAOYSA-N 2,2-diethoxy-1-phenylethanone Chemical compound CCOC(OCC)C(=O)C1=CC=CC=C1 PIZHFBODNLEQBL-UHFFFAOYSA-N 0.000 description 2
- 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 2
- GJKGAPPUXSSCFI-UHFFFAOYSA-N 2-Hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone Chemical compound CC(C)(O)C(=O)C1=CC=C(OCCO)C=C1 GJKGAPPUXSSCFI-UHFFFAOYSA-N 0.000 description 2
- FXXOTWNLENUVAT-UHFFFAOYSA-N C[N+]1=CN(C=C1)CCCCCCCCCC=C Chemical compound C[N+]1=CN(C=C1)CCCCCCCCCC=C FXXOTWNLENUVAT-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 230000003247 decreasing effect Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- QIXILDRDOODELH-UHFFFAOYSA-M 1,2-dimethyl-3-octylimidazol-1-ium;acetate Chemical compound CC([O-])=O.CCCCCCCCN1C=C[N+](C)=C1C QIXILDRDOODELH-UHFFFAOYSA-M 0.000 description 1
- TYWZIJAGACLXPS-UHFFFAOYSA-M 1,2-dimethyl-3-octylimidazol-1-ium;bromide Chemical compound [Br-].CCCCCCCC[N+]=1C=CN(C)C=1C TYWZIJAGACLXPS-UHFFFAOYSA-M 0.000 description 1
- YDTHOJLJYVCNIM-UHFFFAOYSA-M 1,2-dimethyl-3-octylimidazol-1-ium;chloride Chemical compound [Cl-].CCCCCCCC[N+]=1C=CN(C)C=1C YDTHOJLJYVCNIM-UHFFFAOYSA-M 0.000 description 1
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- KKQNWPOGMBQPCB-UHFFFAOYSA-M 1-decyl-3-methylimidazol-3-ium;methyl sulfate Chemical compound COS([O-])(=O)=O.CCCCCCCCCC[N+]=1C=CN(C)C=1 KKQNWPOGMBQPCB-UHFFFAOYSA-M 0.000 description 1
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- QEKRWFQXISTGII-UHFFFAOYSA-M 1-decyl-3-methylpyridin-1-ium chloride Chemical compound [Cl-].CCCCCCCCCC[n+]1cccc(C)c1 QEKRWFQXISTGII-UHFFFAOYSA-M 0.000 description 1
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- QWLSTCVUGYAKLE-UHFFFAOYSA-M 1-dodecyl-3-methylimidazol-3-ium;bromide Chemical compound [Br-].CCCCCCCCCCCC[N+]=1C=CN(C)C=1 QWLSTCVUGYAKLE-UHFFFAOYSA-M 0.000 description 1
- OPXNHKQUEXEWAM-UHFFFAOYSA-M 1-dodecyl-3-methylimidazol-3-ium;chloride Chemical compound [Cl-].CCCCCCCCCCCCN1C=C[N+](C)=C1 OPXNHKQUEXEWAM-UHFFFAOYSA-M 0.000 description 1
- RQVJLVQTNZVVRZ-UHFFFAOYSA-M 1-dodecyl-3-methylimidazol-3-ium;iodide Chemical compound [I-].CCCCCCCCCCCCN1C=C[N+](C)=C1 RQVJLVQTNZVVRZ-UHFFFAOYSA-M 0.000 description 1
- DIHUVTZBCHLOJC-UHFFFAOYSA-M 1-dodecyl-3-methylimidazol-3-ium;methyl sulfate Chemical compound COS([O-])(=O)=O.CCCCCCCCCCCCN1C=C[N+](C)=C1 DIHUVTZBCHLOJC-UHFFFAOYSA-M 0.000 description 1
- WKWSGIYLEXHALX-UHFFFAOYSA-M 1-dodecyl-3-methylimidazol-3-ium;thiocyanate Chemical compound [S-]C#N.CCCCCCCCCCCCN1C=C[N+](C)=C1 WKWSGIYLEXHALX-UHFFFAOYSA-M 0.000 description 1
- RSNWMNCQEJIOHL-UHFFFAOYSA-M 1-dodecyl-3-methylimidazol-3-ium;trifluoromethanesulfonate Chemical compound [O-]S(=O)(=O)C(F)(F)F.CCCCCCCCCCCCN1C=C[N+](C)=C1 RSNWMNCQEJIOHL-UHFFFAOYSA-M 0.000 description 1
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- XOYBZTOJEULHQM-UHFFFAOYSA-M 1-dodecyl-3-methylpyridin-1-ium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+]1=CC=CC(C)=C1 XOYBZTOJEULHQM-UHFFFAOYSA-M 0.000 description 1
- NTSKQQBMAQPJIQ-UHFFFAOYSA-M 1-dodecyl-3-methylpyridin-1-ium;iodide Chemical compound [I-].CCCCCCCCCCCC[N+]1=CC=CC(C)=C1 NTSKQQBMAQPJIQ-UHFFFAOYSA-M 0.000 description 1
- GHBJDRDVPQUUPG-UHFFFAOYSA-M 1-hexadecyl-3-methylimidazol-3-ium;acetate Chemical compound CC([O-])=O.CCCCCCCCCCCCCCCC[N+]=1C=CN(C)C=1 GHBJDRDVPQUUPG-UHFFFAOYSA-M 0.000 description 1
- QPERNWXRUSFVPU-UHFFFAOYSA-M 1-hexadecyl-3-methylimidazol-3-ium;bromide Chemical compound [Br-].CCCCCCCCCCCCCCCCN1C=C[N+](C)=C1 QPERNWXRUSFVPU-UHFFFAOYSA-M 0.000 description 1
- ZCPPLZJPPBIWRU-UHFFFAOYSA-M 1-hexadecyl-3-methylimidazol-3-ium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCN1C=C[N+](C)=C1 ZCPPLZJPPBIWRU-UHFFFAOYSA-M 0.000 description 1
- CWRFMOZAPCJNAX-UHFFFAOYSA-M 1-hexadecyl-3-methylimidazol-3-ium;iodide Chemical compound [I-].CCCCCCCCCCCCCCCCN1C=C[N+](C)=C1 CWRFMOZAPCJNAX-UHFFFAOYSA-M 0.000 description 1
- NBMNBOPOPHXQEC-UHFFFAOYSA-M 1-hexadecyl-3-methylimidazol-3-ium;methyl sulfate Chemical compound COS([O-])(=O)=O.CCCCCCCCCCCCCCCCN1C=C[N+](C)=C1 NBMNBOPOPHXQEC-UHFFFAOYSA-M 0.000 description 1
- WNEVUPGQUXSXJM-UHFFFAOYSA-M 1-hexadecyl-3-methylimidazol-3-ium;thiocyanate Chemical compound [S-]C#N.CCCCCCCCCCCCCCCCN1C=C[N+](C)=C1 WNEVUPGQUXSXJM-UHFFFAOYSA-M 0.000 description 1
- ACAVWXLPLYKIQQ-UHFFFAOYSA-M 1-hexadecyl-3-methylimidazol-3-ium;trifluoromethanesulfonate Chemical compound [O-]S(=O)(=O)C(F)(F)F.CCCCCCCCCCCCCCCCN1C=C[N+](C)=C1 ACAVWXLPLYKIQQ-UHFFFAOYSA-M 0.000 description 1
- HKOMMZBXDSXZHH-UHFFFAOYSA-M 1-hexadecyl-3-methylpyridin-1-ium;bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+]1=CC=CC(C)=C1 HKOMMZBXDSXZHH-UHFFFAOYSA-M 0.000 description 1
- HKTSAUQXXZHFRT-UHFFFAOYSA-M 1-hexadecyl-3-methylpyridin-1-ium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+]1=CC=CC(C)=C1 HKTSAUQXXZHFRT-UHFFFAOYSA-M 0.000 description 1
- QIBUCFGPBFNFNI-UHFFFAOYSA-M 1-hexadecyl-3-methylpyridin-1-ium;iodide Chemical compound [I-].CCCCCCCCCCCCCCCC[N+]1=CC=CC(C)=C1 QIBUCFGPBFNFNI-UHFFFAOYSA-M 0.000 description 1
- OCKSGCYIEVTYRG-UHFFFAOYSA-M 1-methyl-3-octylimidazol-1-ium;acetate Chemical compound CC([O-])=O.CCCCCCCC[N+]=1C=CN(C)C=1 OCKSGCYIEVTYRG-UHFFFAOYSA-M 0.000 description 1
- URVSXZLUUCVGQM-UHFFFAOYSA-M 1-methyl-3-octylimidazol-1-ium;bromide Chemical compound [Br-].CCCCCCCCN1C=C[N+](C)=C1 URVSXZLUUCVGQM-UHFFFAOYSA-M 0.000 description 1
- KRLZUNVVBLGDJV-UHFFFAOYSA-M 1-methyl-3-octylimidazol-1-ium;iodide Chemical compound [I-].CCCCCCCC[N+]=1C=CN(C)C=1 KRLZUNVVBLGDJV-UHFFFAOYSA-M 0.000 description 1
- VKWOWBCOOXOPDA-UHFFFAOYSA-M 1-methyl-3-octylimidazol-1-ium;methyl sulfate Chemical compound COS([O-])(=O)=O.CCCCCCCC[N+]=1C=CN(C)C=1 VKWOWBCOOXOPDA-UHFFFAOYSA-M 0.000 description 1
- OTERYPLVSMOTOM-UHFFFAOYSA-M 1-methyl-3-octylimidazol-1-ium;thiocyanate Chemical compound [S-]C#N.CCCCCCCCN1C=C[N+](C)=C1 OTERYPLVSMOTOM-UHFFFAOYSA-M 0.000 description 1
- BCVMAYRUJBXMAP-UHFFFAOYSA-M 1-methyl-3-octylimidazol-1-ium;trifluoromethanesulfonate Chemical compound [O-]S(=O)(=O)C(F)(F)F.CCCCCCCC[N+]=1C=CN(C)C=1 BCVMAYRUJBXMAP-UHFFFAOYSA-M 0.000 description 1
- IWBVUJDDLSQRCJ-UHFFFAOYSA-M 1-methyl-3-octylpyridin-1-ium bromide Chemical compound [Br-].C[N+]1=CC(=CC=C1)CCCCCCCC IWBVUJDDLSQRCJ-UHFFFAOYSA-M 0.000 description 1
- LXSIQGDUUMRNOG-UHFFFAOYSA-M 1-methyl-3-octylpyridin-1-ium trifluoromethanesulfonate Chemical compound FC(S(=O)(=O)[O-])(F)F.C[N+]1=CC(=CC=C1)CCCCCCCC LXSIQGDUUMRNOG-UHFFFAOYSA-M 0.000 description 1
- HDRXSLDNXHXMOW-UHFFFAOYSA-N 1-methyl-3-octylpyrrolidin-1-ium;iodide Chemical compound [I-].CCCCCCCCC1CC[NH+](C)C1 HDRXSLDNXHXMOW-UHFFFAOYSA-N 0.000 description 1
- JVMYGSBPEYUMBT-UHFFFAOYSA-M 1-methyl-3-tetradecylimidazol-1-ium acetate Chemical compound CC([O-])=O.CCCCCCCCCCCCCCn1cc[n+](C)c1 JVMYGSBPEYUMBT-UHFFFAOYSA-M 0.000 description 1
- ZKPSZHWFVLHSJM-UHFFFAOYSA-M 1-methyl-3-tetradecylimidazol-1-ium;bromide Chemical compound [Br-].CCCCCCCCCCCCCC[N+]=1C=CN(C)C=1 ZKPSZHWFVLHSJM-UHFFFAOYSA-M 0.000 description 1
- INNUVNQSISUIQT-UHFFFAOYSA-M 1-methyl-3-tetradecylimidazol-1-ium;iodide Chemical compound [I-].CCCCCCCCCCCCCCN1C=C[N+](C)=C1 INNUVNQSISUIQT-UHFFFAOYSA-M 0.000 description 1
- WEJCMPFOBWDPBO-UHFFFAOYSA-M 1-methyl-3-tetradecylimidazol-1-ium;thiocyanate Chemical compound [S-]C#N.CCCCCCCCCCCCCCN1C=C[N+](C)=C1 WEJCMPFOBWDPBO-UHFFFAOYSA-M 0.000 description 1
- BYNJWAFBLTZKFW-UHFFFAOYSA-M 1-methyl-3-tetradecylimidazol-1-ium;trifluoromethanesulfonate Chemical compound [O-]S(=O)(=O)C(F)(F)F.CCCCCCCCCCCCCCN1C=C[N+](C)=C1 BYNJWAFBLTZKFW-UHFFFAOYSA-M 0.000 description 1
- HGQNXOSMJCGGNO-UHFFFAOYSA-M 2,3-dimethyl-1-octylpyridin-1-ium bromide Chemical compound [Br-].CCCCCCCC[N+]1=CC=CC(C)=C1C HGQNXOSMJCGGNO-UHFFFAOYSA-M 0.000 description 1
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- IEKPEVWFUIKZFI-UHFFFAOYSA-N bis(trifluoromethylsulfonyl)azanide;1-hexadecyl-3-methylimidazol-3-ium Chemical compound FC(F)(F)S(=O)(=O)[N-]S(=O)(=O)C(F)(F)F.CCCCCCCCCCCCCCCCN1C=C[N+](C)=C1 IEKPEVWFUIKZFI-UHFFFAOYSA-N 0.000 description 1
- LECQXINNQGHJBM-UHFFFAOYSA-N bis(trifluoromethylsulfonyl)azanide;1-methyl-3-octylimidazol-1-ium Chemical compound CCCCCCCCN1C=C[N+](C)=C1.FC(F)(F)S(=O)(=O)[N-]S(=O)(=O)C(F)(F)F LECQXINNQGHJBM-UHFFFAOYSA-N 0.000 description 1
- AEZLAQZYZLLTIV-UHFFFAOYSA-N bis(trifluoromethylsulfonyl)azanide;1-methyl-3-tetradecylimidazol-1-ium Chemical compound FC(F)(F)S(=O)(=O)[N-]S(=O)(=O)C(F)(F)F.CCCCCCCCCCCCCCN1C=C[N+](C)=C1 AEZLAQZYZLLTIV-UHFFFAOYSA-N 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- JEJQQVMBZCVYMH-UHFFFAOYSA-N cyanoiminomethylideneazanide 1-(3-methylimidazol-3-ium-1-yl)undecan-2-yl prop-2-enoate Chemical compound C(#N)[N-]C#N.C(C=C)(=O)OC(C[N+]1=CN(C=C1)C)CCCCCCCCC JEJQQVMBZCVYMH-UHFFFAOYSA-N 0.000 description 1
- YVOCCIVJIZSVBF-UHFFFAOYSA-N cyanoiminomethylideneazanide 1-decyl-3-methylimidazol-3-ium Chemical compound N#C[N-]C#N.CCCCCCCCCC[N+]=1C=CN(C)C=1 YVOCCIVJIZSVBF-UHFFFAOYSA-N 0.000 description 1
- DQMNLZWXKGTKEK-UHFFFAOYSA-N cyanoiminomethylideneazanide 1-decyl-3-methylpyridin-1-ium Chemical compound C(#N)[N-]C#N.C(CCCCCCCCC)[N+]1=CC(=CC=C1)C DQMNLZWXKGTKEK-UHFFFAOYSA-N 0.000 description 1
- UPZHDGXFRJRODH-UHFFFAOYSA-N cyanoiminomethylideneazanide 1-dodecyl-3-methylimidazol-3-ium Chemical compound N#C[N-]C#N.CCCCCCCCCCCC[N+]=1C=CN(C)C=1 UPZHDGXFRJRODH-UHFFFAOYSA-N 0.000 description 1
- UNPSJUKQEBXMDL-UHFFFAOYSA-N cyanoiminomethylideneazanide 1-dodecyl-3-methylpyridin-1-ium Chemical compound C(#N)[N-]C#N.C(CCCCCCCCCCC)[N+]1=CC(=CC=C1)C UNPSJUKQEBXMDL-UHFFFAOYSA-N 0.000 description 1
- SFQXKGVUYQZLIN-UHFFFAOYSA-N cyanoiminomethylideneazanide 1-hexadecyl-3-methylimidazol-3-ium Chemical compound C(#N)[N-]C#N.C(CCCCCCCCCCCCCCC)[N+]1=CN(C=C1)C SFQXKGVUYQZLIN-UHFFFAOYSA-N 0.000 description 1
- GIBJNNMRGMNWBB-UHFFFAOYSA-N cyanoiminomethylideneazanide 1-hexadecyl-3-methylpyridin-1-ium Chemical compound C(#N)[N-]C#N.C(CCCCCCCCCCCCCCC)[N+]1=CC(=CC=C1)C GIBJNNMRGMNWBB-UHFFFAOYSA-N 0.000 description 1
- BAPSPLZXQMZGAY-UHFFFAOYSA-N cyanoiminomethylideneazanide 1-methyl-3-octylimidazol-1-ium Chemical compound N#C[N-]C#N.CCCCCCCCN1C=C[N+](C)=C1 BAPSPLZXQMZGAY-UHFFFAOYSA-N 0.000 description 1
- QLSYMMZABXYNHI-UHFFFAOYSA-N cyanoiminomethylideneazanide 1-methyl-3-octylpyridin-1-ium Chemical compound C(#N)[N-]C#N.C[N+]1=CC(=CC=C1)CCCCCCCC QLSYMMZABXYNHI-UHFFFAOYSA-N 0.000 description 1
- NKDDTNRSOAKVMG-UHFFFAOYSA-N cyanoiminomethylideneazanide 1-methyl-3-tetradecylimidazol-1-ium Chemical compound C(#N)[N-]C#N.C(CCCCCCCCCCCCC)[N+]1=CN(C=C1)C NKDDTNRSOAKVMG-UHFFFAOYSA-N 0.000 description 1
- FSBBDARQTPJKJX-UHFFFAOYSA-N cyanoiminomethylideneazanide 1-methyl-3-undec-10-enylimidazol-1-ium Chemical compound C(#N)[N-]C#N.C[N+]1=CN(C=C1)CCCCCCCCCC=C FSBBDARQTPJKJX-UHFFFAOYSA-N 0.000 description 1
- AXEPSTQBJDHENZ-UHFFFAOYSA-N cyanoiminomethylideneazanide 11-(1-methylpyrrolidin-1-ium-1-yl)undecyl prop-2-enoate Chemical compound C(#N)[N-]C#N.C(C=C)(=O)OCCCCCCCCCCC[N+]1(CCCC1)C AXEPSTQBJDHENZ-UHFFFAOYSA-N 0.000 description 1
- ADZCAPPZWLDGFG-UHFFFAOYSA-N cyanoiminomethylideneazanide 11-(3-ethyl-2-phenylimidazol-1-ium-1-yl)undecyl prop-2-enoate Chemical compound C(#N)[N-]C#N.C(C=C)(=O)OCCCCCCCCCCCN1C(=[N+](C=C1)CC)C1=CC=CC=C1 ADZCAPPZWLDGFG-UHFFFAOYSA-N 0.000 description 1
- WTTIYVKCQMSOQX-UHFFFAOYSA-N cyanoiminomethylideneazanide 2,3-dimethyl-1-octylpyridin-1-ium Chemical compound C(#N)[N-]C#N.C(CCCCCCC)[N+]1=C(C(=CC=C1)C)C WTTIYVKCQMSOQX-UHFFFAOYSA-N 0.000 description 1
- HWGWTXAIJSUQHC-UHFFFAOYSA-N cyanoiminomethylideneazanide 3-methyl-1-tetradecylpyridin-1-ium Chemical compound C(#N)[N-]C#N.C(CCCCCCCCCCCCC)[N+]1=CC(=CC=C1)C HWGWTXAIJSUQHC-UHFFFAOYSA-N 0.000 description 1
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- ZUOCJQNZVJNSON-UHFFFAOYSA-M methyl sulfate;1-methyl-3-tetradecylimidazol-1-ium Chemical compound COS([O-])(=O)=O.CCCCCCCCCCCCCCN1C=C[N+](C)=C1 ZUOCJQNZVJNSON-UHFFFAOYSA-M 0.000 description 1
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- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
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Abstract
본 발명은 계면 활성 이온성 액체를 기반으로 고안정성 고이온 전도성의 프리스탠딩 이온 젤을 제조하는 기술이다. 또한, 이러한 이온 젤을 이용한 고체 전해질에 관한 것이다. 본 발명에서 제안하는 이온 젤 제조 기술은 이중 연속성 마이크로 에멀젼 구조를 통해 상 분리된 이온 젤을 제조하는 기술 기반을 가지고 있다. 이는 지금까지 라디칼 중합 반응이나 무기 입자 첨가를 통해 이온성 액체를 고형화한 기술의 한계에서 벗어나 이온 전도성 도메인이 대면적 상에서 모두 연결된 퍼콜레이션 구조를 유도한다. 이를 통해 이온 젤의 이온 전도도와 기계적 강도를 동시에 강화시키는 방법을 제시한다.
Description
본 발명은 계면 활성 이온성 액체를 기반으로 고안정성 고이온 전도성의 프리스탠딩 이온 젤을 제조하는 기술이다. 또한, 이러한 이온 젤을 이용한 고체 전해질에 관한 것이다.
이온성 액체의 낮은 휘발성과 가연성 그리고 높은 이온 전도도와 열적 안정성과 같은 유용한 성질을 유지하면서, 액체상의 물질을 고체상에서 쉽게 다루기 위해 이온성 액체를 고형화 즉 이온 젤을 형성하는 다양한 방식이 시도되어왔다. 종래의 이온 젤 형성 기술은 주로 라디칼 중합 반응을 이용하거나 실리카나 나노 클레이 무기 입자를 첨가하여 이온성 액체를 고형화하여 왔다.
하지만 기존에 개발된 이온 젤 형성 기술은 일반적으로 ~10-6-10-4 S cm-1의 낮은 이온 전도도를 지니며, 10 wt.% 이상의 중합체 물질을 첨가하여도 오직 103-104 Pa의 낮은 저장 탄성률을 보인다. 블록 공중합체 poly (styrene-b-ethylene oxide-b-styrene)로 형성된 이온 젤의 경우 10-2 S cm-1의 높은 이온 전도도를 보이나 동시에 104 Pa의 매우 낮은 저장 탄성률을 나타낸다.
이러한 점들 때문에 기존의 기술로는 이온 젤의 물성을 향상시키는 데 기술적 한계가 존재하며 이를 고체 전해질에 적용하는 데 어려움이 있다. 따라서 이온 젤의 기계적 강도와 이온 전도도를 동시에 구현할 수 있으며 이를 고체 전해질로 실제 적용하기 위한 새로운 이온성 액체 고형화 기술의 개발이 강력하게 요구되어왔다.
본 발명에서 제안하는 이온 젤 제조 기술은 이중 연속성 마이크로 에멀젼 구조를 통해 상 분리된 이온 젤을 제조하는 기술 기반을 가지고 있다. 이는 지금까지 라디칼 중합 반응이나 무기 입자 첨가를 통해 이온성 액체를 고형화한 기술의 한계에서 벗어나 이온 전도성 도메인이 대면적 상에서 모두 연결된 퍼콜레이션 구조를 유도한다. 이를 통해 이온 젤의 이온 전도도와 기계적 강도를 동시에 강화시키는 방법을 제시한다.
본 발명의 일 실시예에 따른 프리스탠딩 이온 젤의 제조 방법은, i) 탄소수 8 이상의 알킬기를 갖는 계면 활성 이온성 액체; 가교제; 물; 및 오일을 포함한 이중 연속성 마이크로 에멀젼 혼합물을 형성하는 단계; ii) 상기 혼합물에 광 개시제를 첨가하는 단계; 및 iii) UV(Ultraviolet) 경화를 통해 프리스탠딩 이온 젤을 형성하는 단계를 포함한다.
i) 단계에서 계면 활성제를 추가로 포함할 수 있다.
상기 이중 연속성 마이크로 에멀젼 혼합물은 이온 전도성 도메인이 모두 연결된 퍼콜레이션(percolation) 구조를 형성한다.
상기 계면 활성 이온성 액체는 이하의 양이온 및 음이온의 조합에 의해 형성되며, 상기 양이온은 imidazolium; pyridinium; piperidinium; pyrrolidinium; ammonium; phosphonium; sulfonium 기반의 양이온 중 어느 하나이고, 상기 음이온은 chloride; bromide; iodide; hexafluorophosphate; tetrafluoroborate; hexafluoroantimonate; trifluoromethanesulfonate; methylsulfate; ethylsulfate; acetate; thiocyanate; dicyanamide; bis(trifluoromethylsulfonyl)amide 중 어느 하나이다.
상기 가교제는 divinylbenzene; 1,6-hexanediol diacrylate; di(ethylene glycol) dimethacrylate; ethylene glycol dimethacrylate; N, N’-methylenebiscacrylamide 중 어느 하나가 이용된다.
i) 단계에서 기능기가 도입된 중합이 가능한 이온성 액체를 추가로 포함하고, 이에 의해 기계적 강도가 향상된다.
상기 기능기가 도입된 중합이 가능한 이온성 액체는 이하의 양이온 및 음이온의 조합에 의해 형성되며, 상기 양이온은 1-(2-acryloyloxyundecyl)-3-methylimidazolium; 1-methyl-3-(undec-10-enyl)-imidazolium; 1-(11-acryloyloxyundecyl)-1-methylpyrrolidinium; 3-(11-acryloyloxyundecyl)-1-ethyl-2-phenyl-imidazolium 중 어느 하나이고, 상기 음이온은 chloride; bromide; iodide; hexafluorophosphate; tetrafluoroborate; hexafluoroantimonate; trifluoromethanesulfonate; methylsulfate; ethylsulfate; acetate; thiocyanate; dicyanamide; bis(trifluoromethylsulfonyl)amide 중 어느 하나이다.
상기 기능기가 도입된 중합이 가능한 이온성 액체의 함유량이 늘어날수록 기계적 강도가 증가한다.
상기 광 개시제는 2-hydroxy-2-methylpropiophenone; 2-hydroxy-4'-hydroxyethoxy-2-methylpropiophenone; 1-hydroxycyclohexyl phenyl ketone; 2,2-dimethoxy-2-phenylacetophenone; 2,2-diethoxyacetophenone; 1-hydroxycyclohexyl phenyl ketone 중 어느 하나가 이용된다.
본 발명의 추가적인 실시예에 따른 프리스탠딩 이온 젤의 제조 방법은, 1-tetradecyl-3-methylimidazolium chloride인 계면 활성 이온성 액체; 6-hexanediol diacrylate인 가교제; 물; 및 오일을 포함한 이중 연속성 마이크로 에멀젼 혼합물을 형성하는 단계; 상기 혼합물에 2-hydroxy-2-methylpropiophenone인 광 개시제를 첨가하는 단계; 및 UV(Ultraviolet) 경화를 통해 프리스탠딩 이온 젤을 형성하는 단계를 포함한다.
상기 이중 연속성 마이크로 에멀젼 혼합물을 형성하는 단계에서 아크릴레이트 기능기가 도입된 중합이 가능한 이온성 액체인 1-(2-acryloyloxyundecyl)-3-methylimidazolium bromide를 추가로 포함하고, 이에 의해 기계적 강도가 향상된다.
본 발명은 기존에 보고되지 않은 자가조립 메커니즘에 기반한 이온 젤 형성 기술을 제공한다. 따라서 본 발명에서 제공하는 메커니즘에 기반하여 고체 전해질 응용을 위한 새로운 이온 젤 기술이 개발되는 계기가 될 것이다.
본 발명에 의해 제공되는 새로운 이온 젤 형성 기술은 프리스탠딩 이온 젤 형성 후에도 이온 이동도를 유지하며 고분자 지지층 부분을 통해 기계적 강도를 강화, 이온 전도도와 기계적 강도를 동시에 달성할 수 있는 상 분리 이온 젤 제조 기술을 제공한다. 또한 구성 성분, 조성비, 외부 조건 등에 따라 이온 젤의 내부 구조를 제어할 수 있어 원하는 물성에 맞게 물질을 디자인하는 접근 방식을 제안하여 고체 전해질 응용을 위한 이온 젤의 실용화에 크게 기여할 수 있다.
도 1a는 본 발명의 일 실시예에 따른 프리스탠딩 이온 젤의 제조 방법의 모식도를 도시한다.
도 1b는 본 발명의 일 실시예에 따른 프리스탠딩 이온 젤의 제조 방법의 순서도를 도시한다.
도 2는 광학적으로 투명한 이중 연속성 마이크로 에멀젼과 UV 경화를 통해 완성된 프리스탠딩 이온 젤의 사진이다.
도 3은 본 발명의 이중 연속성 마이크로에멀젼(회색)과 프리스탠딩 이온 젤(검정색)의 소각 중성자 산란 데이터를 나타낸다.
도 4는 본 발명의 프리스탠딩 이온 젤의 전체 이온성 액체 (C14MIm·Cl + A-C11MIm·Br)에 대한 A-C11MIm·Br의 몰 비율 (γ)에 따른 극한 인장 강도를 나타낸다.
도 5는 본 발명의 프리스탠딩 이온 젤의 전체 이온성 액체 (C14MIm·Cl + A-C11MIm·Br)에 대한 A-C11MIm·Br의 몰 비율 (γ)에 따른 33℃에서의 이온 전도도를 나타낸다.
다양한 실시예들이 이제 도면을 참조하여 설명되며, 전체 도면에서 걸쳐 유사한 도면번호는 유사한 엘리먼트를 나타내기 위해서 사용된다. 설명을 위해 본 명세서에서, 다양한 설명들이 본 발명의 이해를 제공하기 위해서 제시된다. 그러나 이러한 실시예들은 이러한 특정 설명 없이도 실행될 수 있음이 명백하다. 다른 예들에서, 공지된 구조 및 장치들은 실시예들의 설명을 용이하게 하기 위해서 블록 다이아그램 형태로 제시된다.
도 1b는 본 발명의 일 실시예에 따른 프리스탠딩 이온 젤의 제조 방법의 순서도를 도시한다.
도 2는 광학적으로 투명한 이중 연속성 마이크로 에멀젼과 UV 경화를 통해 완성된 프리스탠딩 이온 젤의 사진이다.
도 3은 본 발명의 이중 연속성 마이크로에멀젼(회색)과 프리스탠딩 이온 젤(검정색)의 소각 중성자 산란 데이터를 나타낸다.
도 4는 본 발명의 프리스탠딩 이온 젤의 전체 이온성 액체 (C14MIm·Cl + A-C11MIm·Br)에 대한 A-C11MIm·Br의 몰 비율 (γ)에 따른 극한 인장 강도를 나타낸다.
도 5는 본 발명의 프리스탠딩 이온 젤의 전체 이온성 액체 (C14MIm·Cl + A-C11MIm·Br)에 대한 A-C11MIm·Br의 몰 비율 (γ)에 따른 33℃에서의 이온 전도도를 나타낸다.
다양한 실시예들이 이제 도면을 참조하여 설명되며, 전체 도면에서 걸쳐 유사한 도면번호는 유사한 엘리먼트를 나타내기 위해서 사용된다. 설명을 위해 본 명세서에서, 다양한 설명들이 본 발명의 이해를 제공하기 위해서 제시된다. 그러나 이러한 실시예들은 이러한 특정 설명 없이도 실행될 수 있음이 명백하다. 다른 예들에서, 공지된 구조 및 장치들은 실시예들의 설명을 용이하게 하기 위해서 블록 다이아그램 형태로 제시된다.
이하, 첨부한 도면을 참조하여 본 발명의 실시예에 대해 상세히 설명한다. 본 발명은 다양한 변경을 가할 수 있고 여러 가지 형태를 가질 수 있는 바, 특정 실시예들을 도면에 예시하고 본문에 상세하게 설명하고자 한다. 그러나 이는 본 발명을 특정한 개시 형태에 대해 한정하려는 것이 아니며, 본 발명의 사상 및 기술 범위에 포함되는 모든 변경, 균등물 내지 대체물을 포함하는 것으로 이해되어야 한다. 각 도면을 설명하면서 유사한 참조부호를 유사한 구성요소에 대해 사용하였다.
본 출원에서 사용한 용어는 단지 특정한 실시 예를 설명하기 위해 사용된 것으로서 본 발명을 한정하려는 의도가 아니다. 단수의 표현은 문맥상 명백하게 다르게 뜻하지 않는 한, 복수의 표현을 포함한다. 본 출원에서, "포함하다" 또는 "가지다" 등의 용어는 명세서 상에 기재된 특징, 단계, 동작, 구성요소, 부분품 또는 이들을 조합한 것이 존재함을 지정하려는 것이지, 하나 또는 그 이상의 다른 특징들이나 단계, 동작, 구성요소, 부분품 또는 이들을 조합한 것들의 존재 또는 부가 가능성을 미리 배제하지 않는 것으로 이해되어야 한다.
본 발명은 계면 활성 이온성 액체를 기반으로 고안정성 고이온 전도성의 프리스탠딩 이온 젤을 제조하는 기술에 관한 것이다. 구체적으로 긴 알킬기(탄소수 8 이상의 알킬기)를 지닌 계면 활성 이온성 액체로 이중 연속성 마이크로 에멀젼을 형성하고, 이에 가교제를 첨가하여 UV 경화를 통해 대면적 상의 상호 연결형 이온 채널을 지닌 프리스탠딩 이온 젤을 제조하는 것이다.
도 1a는 본 발명의 일 실시예에 따른 프리스탠딩 이온 젤의 제조 방법의 모식도를 도시하고, 도 1b는 본 발명의 일 실시예에 따른 프리스탠딩 이온 젤의 제조 방법의 순서도를 도시한다.
본 발명의 일 실시예에 따른 프리스탠딩 이온 젤의 제조 방법은, i) 탄소수 8 이상의 알킬기를 갖는 계면 활성 이온성 액체; 가교제; 물; 및 오일을 포함한 이중 연속성 마이크로 에멀젼 혼합물을 형성하는 단계(S 110); ii) 상기 혼합물에 광 개시제를 첨가하는 단계(S 120); 및 iii) UV(Ultraviolet) 경화를 통해 프리스탠딩 이온 젤을 형성하는 단계(S 130)를 포함한다.
S 110 단계에서는 탄소수 8 이상의 알킬기를 갖는 계면 활성 이온성 액체; 가교제; 물; 및 오일을 포함한 이중 연속성 마이크로 에멀젼 혼합물을 형성한다.
S 110 단계에서는 계면 활성제를 추가로 포함할 수 있다. 보조 계면 활성제로는 1-butanol이 이용 가능하나, 이에 반드시 제한되는 것은 아니다. 오일로는 1-octene이 이용 가능하다.
탄소수 8 이상의 알킬기를 갖는 계면 활성 이온성 액체는 이하의 양이온 및 음이온의 조합에 의해 형성되며, 상기 양이온은 imidazolium; pyridinium; piperidinium; pyrrolidinium; ammonium; phosphonium; sulfonium 기반이고, 상기 음이온은 chloride; bromide; iodide; hexafluorophosphate; tetrafluoroborate; hexafluoroantimonate; trifluoromethanesulfonate; methylsulfate; ethylsulfate; acetate; thiocyanate; dicyanamide; bis(trifluoromethylsulfonyl)amide이다.
이러한 탄소수 8 이상의 알키기를 갖는 계면 활성 이온성 액체는 다음과 같다.
[Imidazolium-based]
1-methyl-3-octylimidazolium chloride; 1-methyl-3-octylimidazolium bromide; 1-methyl-3-octylimidazolium iodide; 1-methyl-3-octylimidazolium hexafluorophosphate; 1-methyl-3-octylimidazolium tetrafluoroborate; 1-methyl-3-octylimidazolium hexafluoroantimonate; 1-methyl-3-octylimidazolium trifluoromethanesulfonate; 1-methyl-3-octylimidazolium methylsulfate; 1-methyl-3-octylimidazolium ethylsulfate; 1-methyl-3-octylimidazolium acetate; 1-methyl-3-octylimidazolium thiocyanate; 1-methyl-3-octylimidazolium dicyanamide; 1-methyl-3-octylimidazolium bis(trifluoromethylsulfonyl)amide
1-octyl-2,3-dimethylimidazolium chloride; 1-octyl-2,3-dimethylimidazolium bromide; 1-octyl-2,3-dimethylimidazolium iodide; 1-octyl-2,3-dimethylimidazolium hexafluorophosphate; 1-octyl-2,3-dimethylimidazolium tetrafluoroborate; 1-octyl-2,3-dimethylimidazolium hexafluoroantimonate; 1-octyl-2,3-dimethylimidazolium trifluoromethanesulfonate; 1-octyl-2,3-dimethylimidazolium methylsulfate; 1-octyl-2,3-dimethylimidazolium ethylsulfate; 1-octyl-2,3-dimethylimidazolium acetate; 1-octyl-2,3-dimethylimidazolium thiocyanate; 1-octyl-2,3-dimethylimidazolium dicyanamide; 1-octyl-2,3-dimethylimidazolium bis(trifluoromethylsulfonyl)amide
1-decyl-3-methylimidazolium chloride; 1-decyl-3-methylimidazolium bromide; 1-decyl-3-methylimidazolium iodide; 1-decyl-3-methylimidazolium hexafluorophosphate; 1-decyl-3-methylimidazolium tetrafluoroborate; 1-decyl-3-methylimidazolium hexafluoroantimonate; 1-decyl-3-methylimidazolium trifluoromethanesulfonate; 1-decyl-3-methylimidazolium methylsulfate; 1-decyl-3-methylimidazolium ethylsulfate; 1-decyl-3-methylimidazolium acetate; 1-decyl-3-methylimidazolium thiocyanate; 1-decyl-3-methylimidazolium dicyanamide; 1-decyl-3-methylimidazolium bis(trifluoromethylsulfonyl)amide
1-dodecyl-3-methylimidazolium chloride; 1-dodecyl-3-methylimidazolium bromide; 1-dodecyl-3-methylimidazolium iodide; 1-dodecyl-3-methylimidazolium hexafluorophosphate; 1-dodecyl-3-methylimidazolium tetrafluoroborate; 1-dodecyl-3-methylimidazolium hexafluoroantimonate; 1-dodecyl-3-methylimidazolium trifluoromethanesulfonate; 1-dodecyl-3-methylimidazolium methylsulfate; 1-dodecyl-3-methylimidazolium ethylsulfate; 1-dodecyl-3-methylimidazolium acetate; 1-dodecyl-3-methylimidazolium thiocyanate; 1-dodecyl-3-methylimidazolium dicyanamide; 1-dodecyl-3-methylimidazolium bis(trifluoromethylsulfonyl)amide
1-tetradecyl-3-methylimidazolium chloride; 1-tetradecyl-3-methylimidazolium bromide; 1-tetradecyl-3-methylimidazolium iodide; 1-tetradecyl-3-methylimidazolium hexafluorophosphate; 1-tetradecyl-3-methylimidazolium tetrafluoroborate; 1-tetradecyl-3-methylimidazolium hexafluoroantimonate; 1-tetradecyl-3-methylimidazolium trifluoromethanesulfonate; 1-tetradecyl-3-methylimidazolium methylsulfate; 1-tetradecyl-3-methylimidazolium ethylsulfate; 1-tetradecyl-3-methylimidazolium acetate; 1-tetradecyl-3-methylimidazolium thiocyanate; 1-tetradecyl-3-methylimidazolium dicyanamide; 1-tetradecyl-3-methylimidazolium bis(trifluoromethylsulfonyl)amide
1-hexadecyl-3-methylimidazolium chloride; 1-hexadecyl-3-methylimidazolium bromide; 1-hexadecyl-3-methylimidazolium iodide; 1-hexadecyl-3-methylimidazolium hexafluorophosphate; 1-hexadecyl-3-methylimidazolium tetrafluoroborate; 1-hexadecyl-3-methylimidazolium hexafluoroantimonate; 1-hexadecyl-3-methylimidazolium trifluoromethanesulfonate; 1-hexadecyl-3-methylimidazolium methylsulfate; 1-hexadecyl-3-methylimidazolium ethylsulfate; 1-hexadecyl-3-methylimidazolium acetate; 1-hexadecyl-3-methylimidazolium thiocyanate; 1-hexadecyl-3-methylimidazolium dicyanamide; 1-hexadecyl-3-methylimidazolium bis(trifluoromethylsulfonyl)amide
[Pyridinium-based]
1-methyl-3-octylpyridinium chloride; 1-methyl-3-octyl pyridinium bromide; 1-methyl-3-octylpyridinium iodide; 1-methyl-3-octylpyridinium hexafluorophosphate; 1-methyl-3-octylpyridinium tetrafluoroborate; 1-methyl-3-octylpyridinium hexafluoroantimonate; 1-methyl-3-octylpyridinium trifluoromethanesulfonate; 1-methyl-3-octylpyridinium methylsulfate; 1-methyl-3-octylpyridinium ethylsulfate; 1-methyl-3-octylpyridinium acetate; 1-methyl-3-octylpyridinium thiocyanate; 1-methyl-3-octylpyridinium dicyanamide; 1-methyl-3-octylpyridinium bis(trifluoromethylsulfonyl)amide
1-octyl-2,3-dimethylpyridinium chloride; 1-octyl-2,3-dimethylpyridinium bromide; 1-octyl-2,3-dimethylpyridinium iodide; 1-octyl-2,3-dimethylpyridinium hexafluorophosphate; 1-octyl-2,3-dimethylpyridinium tetrafluoroborate; 1-octyl-2,3-dimethylpyridinium hexafluoroantimonate; 1-octyl-2,3-dimethylpyridinium trifluoromethanesulfonate; 1-octyl-2,3-dimethylpyridinium methylsulfate; 1-octyl-2,3-dimethylpyridinium ethylsulfate; 1-octyl-2,3-dimethylpyridinium acetate; 1-octyl-2,3-dimethylpyridinium thiocyanate; 1-octyl-2,3-dimethylpyridinium dicyanamide; 1-octyl-2,3-dimethylpyridinium bis(trifluoromethylsulfonyl)amide
1-decyl-3-methylpyridinium chloride; 1-decyl-3-methylpyridinium bromide; 1-decyl-3-methylpyridinium iodide; 1-decyl-3-methylpyridinium hexafluorophosphate; 1-decyl-3-methylpyridinium tetrafluoroborate; 1-decyl-3-methylpyridinium hexafluoroantimonate; 1-decyl-3-methylpyridinium trifluoromethanesulfonate; 1-decyl-3-methylpyridinium methylsulfate; 1-decyl-3-methylpyridinium ethylsulfate; 1-decyl-3-methylpyridinium acetate; 1-decyl-3-methylpyridinium thiocyanate; 1-decyl-3-methylpyridinium dicyanamide; 1-decyl-3-methylpyridinium bis(trifluoromethylsulfonyl)amide
1-dodecyl-3-methylpyridinium chloride; 1-dodecyl-3-methylpyridinium bromide; 1-dodecyl-3-methylpyridinium iodide; 1-dodecyl-3-methylpyridinium hexafluorophosphate; 1-dodecyl-3-methylpyridinium tetrafluoroborate; 1-dodecyl-3-methylpyridinium hexafluoroantimonate; 1-dodecyl-3-methylpyridinium trifluoromethanesulfonate; 1-dodecyl-3-methylpyridinium methylsulfate; 1-dodecyl-3-methylpyridinium ethylsulfate; 1-dodecyl-3-methylpyridinium acetate; 1-dodecyl-3-methylpyridinium thiocyanate; 1-dodecyl-3-methylpyridinium dicyanamide; 1-dodecyl-3-methylpyridinium bis(trifluoromethylsulfonyl)amide
1-tetradecyl-3-methylpyridinium chloride; 1-tetradecyl-3-methylpyridinium bromide; 1-tetradecyl-3-methylpyridinium iodide; 1-tetradecyl-3-methylpyridinium hexafluorophosphate; 1-tetradecyl-3-methylpyridinium tetrafluoroborate; 1-tetradecyl-3-methylpyridinium hexafluoroantimonate; 1-tetradecyl-3-methylpyridinium trifluoromethanesulfonate; 1-tetradecyl-3-methylpyridinium methylsulfate; 1-tetradecyl-3-methylpyridinium ethylsulfate; 1-tetradecyl-3-methylpyridinium acetate; 1-tetradecyl-3-methylpyridinium thiocyanate; 1-tetradecyl-3-methylpyridinium dicyanamide; 1-tetradecyl-3-methylpyridinium bis(trifluoromethylsulfonyl)amide
1-hexadecyl-3-methylpyridinium chloride; 1-hexadecyl-3-methylpyridinium bromide; 1-hexadecyl-3-methylpyridinium iodide; 1-hexadecyl-3-methylpyridinium hexafluorophosphate; 1-hexadecyl-3-methylpyridinium tetrafluoroborate; 1-hexadecyl-3-methylpyridinium hexafluoroantimonate; 1-hexadecyl-3-methylpyridinium trifluoromethanesulfonate; 1-hexadecyl-3-methylpyridinium methylsulfate; 1-hexadecyl-3-methylpyridinium ethylsulfate; 1-hexadecyl-3-methylpyridinium acetate; 1-hexadecyl-3-methylpyridinium thiocyanate; 1-hexadecyl-3-methylpyridinium dicyanamide; 1-hexadecyl-3-methylpyridinium bis(trifluoromethylsulfonyl)amide
[Piperidinium-based]
1-methyl-3-octylpiperidinium chloride; 1-methyl-3-octylpiperidinium bromide; 1-methyl-3-octylpiperidinium iodide; 1-methyl-3-octylpiperidinium hexafluorophosphate; 1-methyl-3-octylpiperidinium tetrafluoroborate; 1-methyl-3-octylpiperidinium hexafluoroantimonate; 1-methyl-3-octylpiperidinium trifluoromethanesulfonate; 1-methyl-3-octylpiperidinium methylsulfate; 1-methyl-3-octylpiperidinium ethylsulfate; 1-methyl-3-octylpiperidinium acetate; 1-methyl-3-octylpiperidinium thiocyanate; 1-methyl-3-octylpiperidinium dicyanamide; 1-methyl-3-octylpiperidinium bis(trifluoromethylsulfonyl)amide
1-octyl-2,3-dimethylpiperidinium chloride; 1-octyl-2,3-dimethylpiperidinium bromide; 1-octyl-2,3-dimethylpiperidinium iodide; 1-octyl-2,3-dimethylpiperidinium hexafluorophosphate; 1-octyl-2,3-dimethylpiperidinium tetrafluoroborate; 1-octyl-2,3-dimethylpiperidinium hexafluoroantimonate; 1-octyl-2,3-dimethylpiperidinium trifluoromethanesulfonate; 1-octyl-2,3-dimethylpiperidinium methylsulfate; 1-octyl-2,3-dimethylpiperidinium ethylsulfate; 1-octyl-2,3-dimethylpiperidinium acetate; 1-octyl-2,3-dimethylpiperidinium thiocyanate; 1-octyl-2,3-dimethylpiperidinium dicyanamide; 1-octyl-2,3-dimethylpiperidinium bis(trifluoromethylsulfonyl)amide
1-decyl-3-methylpiperidinium chloride; 1-decyl-3-methylpiperidinium bromide; 1-decyl-3-methylpiperidinium iodide; 1-decyl-3-methylpiperidinium hexafluorophosphate; 1-decyl-3-methylpiperidinium tetrafluoroborate; 1-decyl-3-methylpiperidinium hexafluoroantimonate; 1-decyl-3-methylpiperidinium trifluoromethanesulfonate; 1-decyl-3-methylpiperidinium methylsulfate; 1-decyl-3-methylpiperidinium ethylsulfate; 1-decyl-3-methylpiperidinium acetate; 1-decyl-3-methylpiperidinium thiocyanate; 1-decyl-3-methylpiperidinium dicyanamide; 1-decyl-3-methylpiperidinium bis(trifluoromethylsulfonyl)amide
1-dodecyl-3-methylpiperidinium chloride; 1-dodecyl-3-methylpiperidinium bromide; 1-dodecyl-3-methylpiperidinium iodide; 1-dodecyl-3-methylpiperidinium hexafluorophosphate; 1-dodecyl-3-methylpiperidinium tetrafluoroborate; 1-dodecyl-3-methylpiperidinium hexafluoroantimonate; 1-dodecyl-3-methylpiperidinium trifluoromethanesulfonate; 1-dodecyl-3-methylpiperidinium methylsulfate; 1-dodecyl-3-methylpiperidinium ethylsulfate; 1-dodecyl-3-methylpiperidinium acetate; 1-dodecyl-3-methylpiperidinium thiocyanate; 1-dodecyl-3-methylpiperidinium dicyanamide; 1-dodecyl-3-methylpiperidinium bis(trifluoromethylsulfonyl)amide
1-tetradecyl-3-methylpiperidinium chloride; 1-tetradecyl-3-methylpiperidinium bromide; 1-tetradecyl-3-methylpiperidinium iodide; 1-tetradecyl-3-methylpiperidinium hexafluorophosphate; 1-tetradecyl-3-methylpiperidinium tetrafluoroborate; 1-tetradecyl-3-methylpiperidinium hexafluoroantimonate; 1-tetradecyl-3-methylpiperidinium trifluoromethanesulfonate; 1-tetradecyl-3-methylpiperidinium methylsulfate; 1-tetradecyl-3-methylpiperidinium ethylsulfate; 1-tetradecyl-3-methylpiperidinium acetate; 1-tetradecyl-3-methylpiperidinium thiocyanate; 1-tetradecyl-3-methylpiperidinium dicyanamide; 1-tetradecyl-3-methylpiperidinium bis(trifluoromethylsulfonyl)amide
1-hexadecyl-3-methylpiperidinium chloride; 1-hexadecyl-3-methylpiperidinium bromide; 1-hexadecyl-3-methylpiperidinium iodide; 1-hexadecyl-3-methylpiperidinium hexafluorophosphate; 1-hexadecyl-3-methylpiperidinium tetrafluoroborate; 1-hexadecyl-3-methylpiperidinium hexafluoroantimonate; 1-hexadecyl-3-methylpiperidinium trifluoromethanesulfonate; 1-hexadecyl-3-methylpiperidinium methylsulfate; 1-hexadecyl-3-methylpiperidinium ethylsulfate; 1-hexadecyl-3-methylpiperidinium acetate; 1-hexadecyl-3-methylpiperidinium thiocyanate; 1-hexadecyl-3-methylpiperidinium dicyanamide; 1-hexadecyl-3-methylpiperidinium bis(trifluoromethylsulfonyl)amide
[Pyrrolidinium-based]
1-methyl-3-octylpyrrolidinium chloride; 1-methyl-3-octylpyrrolidinium bromide; 1-methyl-3-octylpyrrolidinium iodide; 1-methyl-3-octylpyrrolidinium hexafluorophosphate; 1-methyl-3-octylpyrrolidinium tetrafluoroborate; 1-methyl-3-octylpyrrolidinium hexafluoroantimonate; 1-methyl-3-octylpyrrolidinium trifluoromethanesulfonate; 1-methyl-3-octylpyrrolidinium methylsulfate; 1-methyl-3-octylpyrrolidinium ethylsulfate; 1-methyl-3-octylpyrrolidinium acetate; 1-methyl-3-octylpyrrolidinium thiocyanate; 1-methyl-3-octylpyrrolidinium dicyanamide; 1-methyl-3-octylpyrrolidinium bis(trifluoromethylsulfonyl)amide
1-octyl-2,3-dimethylpyrrolidinium chloride; 1-octyl-2,3-dimethylpyrrolidinium bromide; 1-octyl-2,3-dimethylpyrrolidinium iodide; 1-octyl-2,3-dimethylpyrrolidinium hexafluorophosphate; 1-octyl-2,3-dimethylpyrrolidinium tetrafluoroborate; 1-octyl-2,3-dimethylpyrrolidinium hexafluoroantimonate; 1-octyl-2,3-dimethylpyrrolidinium trifluoromethanesulfonate; 1-octyl-2,3-dimethylpyrrolidinium methylsulfate; 1-octyl-2,3-dimethylpyrrolidinium ethylsulfate; 1-octyl-2,3-dimethylpyrrolidinium acetate; 1-octyl-2,3-dimethylpyrrolidinium thiocyanate; 1-octyl-2,3-dimethylpyrrolidinium dicyanamide; 1-octyl-2,3-dimethylpyrrolidinium bis(trifluoromethylsulfonyl)amide
1-decyl-3-methylpyrrolidinium chloride; 1-decyl-3-methylpyrrolidinium bromide; 1-decyl-3-methylpyrrolidinium iodide; 1-decyl-3-methylpyrrolidinium hexafluorophosphate; 1-decyl-3-methylpyrrolidinium tetrafluoroborate; 1-decyl-3-methylpyrrolidinium hexafluoroantimonate; 1-decyl-3-methylpyrrolidinium trifluoromethanesulfonate; 1-decyl-3-methylpyrrolidinium methylsulfate; 1-decyl-3-methylpyrrolidinium ethylsulfate; 1-decyl-3-methylpyrrolidinium acetate; 1-decyl-3-methylpyrrolidinium thiocyanate; 1-decyl-3-methylpyrrolidinium dicyanamide; 1-decyl-3-methylpyrrolidinium bis(trifluoromethylsulfonyl)amide
1-dodecyl-3-methylpyrrolidinium chloride; 1-dodecyl-3-methylpyrrolidinium bromide; 1-dodecyl-3-methylpyrrolidinium iodide; 1-dodecyl-3-methylpyrrolidinium hexafluorophosphate; 1-dodecyl-3-methylpyrrolidinium tetrafluoroborate; 1-dodecyl-3-methylpyrrolidinium hexafluoroantimonate; 1-dodecyl-3-methylpyrrolidinium trifluoromethanesulfonate; 1-dodecyl-3-methylpyrrolidinium methylsulfate; 1-dodecyl-3-methylpyrrolidinium ethylsulfate; 1-dodecyl-3-methylpyrrolidinium acetate; 1-dodecyl-3-methylpyrrolidinium thiocyanate; 1-dodecyl-3-methylpyrrolidinium dicyanamide; 1-dodecyl-3-methylpyrrolidinium bis(trifluoromethylsulfonyl)amide
1-tetradecyl-3-methylpyrrolidinium chloride; 1-tetradecyl-3-methylpyrrolidinium bromide; 1-tetradecyl-3-methylpyrrolidinium iodide; 1-tetradecyl-3-methylpyrrolidinium hexafluorophosphate; 1-tetradecyl-3-methylpyrrolidinium tetrafluoroborate; 1-tetradecyl-3-methylpyrrolidinium hexafluoroantimonate; 1-tetradecyl-3-methylpyrrolidinium trifluoromethanesulfonate; 1-tetradecyl-3-methylpyrrolidinium methylsulfate; 1-tetradecyl-3-methylpyrrolidinium ethylsulfate; 1-tetradecyl-3-methylpyrrolidinium acetate; 1-tetradecyl-3-methylpyrrolidinium thiocyanate; 1-tetradecyl-3-methylpyrrolidinium dicyanamide; 1-tetradecyl-3-methylpyrrolidinium bis(trifluoromethylsulfonyl)amide
1-hexadecyl-3-methylpyrrolidinium chloride; 1-hexadecyl-3-methylpyrrolidinium bromide; 1-hexadecyl-3-methylpyrrolidinium iodide; 1-hexadecyl-3-methylpyrrolidinium hexafluorophosphate; 1-hexadecyl-3-methylpyrrolidinium tetrafluoroborate; 1-hexadecyl-3-methylpyrrolidinium hexafluoroantimonate; 1-hexadecyl-3-methylpyrrolidinium trifluoromethanesulfonate; 1-hexadecyl-3-methylpyrrolidinium methylsulfate; 1-hexadecyl-3-methylpyrrolidinium ethylsulfate; 1-hexadecyl-3-methylpyrrolidinium acetate; 1-hexadecyl-3-methylpyrrolidinium thiocyanate; 1-hexadecyl-3-methylpyrrolidinium dicyanamide; 1-hexadecyl-3-methylpyrrolidinium bis(trifluoromethylsulfonyl)amide
[Ammonium-based]
1-methyl-3-octylammonium chloride; 1-methyl-3-octylammonium bromide; 1-methyl-3-octylammonium iodide; 1-methyl-3-octylammonium hexafluorophosphate; 1-methyl-3-octylammonium tetrafluoroborate; 1-methyl-3-octylammonium hexafluoroantimonate; 1-methyl-3-octylammonium trifluoromethanesulfonate; 1-methyl-3-octylammonium methylsulfate; 1-methyl-3-octylammonium ethylsulfate; 1-methyl-3-octylammonium acetate; 1-methyl-3-octylammonium thiocyanate; 1-methyl-3-octylammonium dicyanamide; 1-methyl-3-octylammonium bis(trifluoromethylsulfonyl)amide
1-octyl-2,3-dimethylammonium chloride; 1-octyl-2,3-dimethylammonium bromide; 1-octyl-2,3-dimethylammonium iodide; 1-octyl-2,3-dimethylammonium hexafluorophosphate; 1-octyl-2,3-dimethylammonium tetrafluoroborate; 1-octyl-2,3-dimethylammonium hexafluoroantimonate; 1-octyl-2,3-dimethylammonium trifluoromethanesulfonate; 1-octyl-2,3-dimethylammonium methylsulfate; 1-octyl-2,3-dimethylammonium ethylsulfate; 1-octyl-2,3-dimethylammonium acetate; 1-octyl-2,3-dimethylammonium thiocyanate; 1-octyl-2,3-dimethylammonium dicyanamide; 1-octyl-2,3-dimethylammonium bis(trifluoromethylsulfonyl)amide
1-decyl-3-methylammonium chloride; 1-decyl-3-methylammonium bromide; 1-decyl-3-methylammonium iodide; 1-decyl-3-methylammonium hexafluorophosphate; 1-decyl-3-methylammonium tetrafluoroborate; 1-decyl-3-methylammonium hexafluoroantimonate; 1-decyl-3-methylammonium trifluoromethanesulfonate; 1-decyl-3-methylammonium methylsulfate; 1-decyl-3-methylammonium ethylsulfate; 1-decyl-3-methylammonium acetate; 1-decyl-3-methylammonium thiocyanate; 1-decyl-3-methylammonium dicyanamide; 1-decyl-3-methylammonium bis(trifluoromethylsulfonyl)amide
1-dodecyl-3-methylammonium chloride; 1-dodecyl-3-methylammonium bromide; 1-dodecyl-3-methylammonium iodide; 1-dodecyl-3-methylammonium hexafluorophosphate; 1-dodecyl-3-methylammonium tetrafluoroborate; 1-dodecyl-3-methylammonium hexafluoroantimonate; 1-dodecyl-3-methylammonium trifluoromethanesulfonate; 1-dodecyl-3-methylammonium methylsulfate; 1-dodecyl-3-methylammonium ethylsulfate; 1-dodecyl-3-methylammonium acetate; 1-dodecyl-3-methylammonium thiocyanate; 1-dodecyl-3-methylammonium dicyanamide; 1-dodecyl-3-methylammonium bis(trifluoromethylsulfonyl)amide
1-tetradecyl-3-methylammonium chloride; 1-tetradecyl-3-methylammonium bromide; 1-tetradecyl-3-methylammonium iodide; 1-tetradecyl-3-methylammonium hexafluorophosphate; 1-tetradecyl-3-methylammonium tetrafluoroborate; 1-tetradecyl-3-methylammonium hexafluoroantimonate; 1-tetradecyl-3-methylammonium trifluoromethanesulfonate; 1-tetradecyl-3-methylammonium methylsulfate; 1-tetradecyl-3-methylammonium ethylsulfate; 1-tetradecyl-3-methylammonium acetate; 1-tetradecyl-3-methylammonium thiocyanate; 1-tetradecyl-3-methylammonium dicyanamide; 1-tetradecyl-3-methylammonium bis(trifluoromethylsulfonyl)amide
1-hexadecyl-3-methylammonium chloride; 1-hexadecyl-3-methylammonium bromide; 1-hexadecyl-3-methylammonium iodide; 1-hexadecyl-3-methylammonium hexafluorophosphate; 1-hexadecyl-3-methylammonium tetrafluoroborate; 1-hexadecyl-3-methylammonium hexafluoroantimonate; 1-hexadecyl-3-methylammonium trifluoromethanesulfonate; 1-hexadecyl-3-methylammonium methylsulfate; 1-hexadecyl-3-methylammonium ethylsulfate; 1-hexadecyl-3-methylammonium acetate; 1-hexadecyl-3-methylammonium thiocyanate; 1-hexadecyl-3-methylammonium dicyanamide; 1-hexadecyl-3-methylammonium bis(trifluoromethylsulfonyl)amide
[Phosphonium-based]
1-methyl-3-octylphosphonium chloride; 1-methyl-3-octylphosphonium bromide; 1-methyl-3-octylphosphonium iodide; 1-methyl-3-octylphosphonium hexafluorophosphate; 1-methyl-3-octylphosphonium tetrafluoroborate; 1-methyl-3-octylphosphonium hexafluoroantimonate; 1-methyl-3-octylphosphonium trifluoromethanesulfonate; 1-methyl-3-octylphosphonium methylsulfate; 1-methyl-3-octylphosphonium ethylsulfate; 1-methyl-3-octylphosphonium acetate; 1-methyl-3-octylphosphonium thiocyanate; 1-methyl-3-octylphosphonium dicyanamide; 1-methyl-3-octylphosphonium bis(trifluoromethylsulfonyl)amide
1-octyl-2,3-dimethylphosphonium chloride; 1-octyl-2,3-dimethylphosphonium bromide; 1-octyl-2,3-dimethylphosphonium iodide; 1-octyl-2,3-dimethylphosphonium hexafluorophosphate; 1-octyl-2,3-dimethylphosphonium tetrafluoroborate; 1-octyl-2,3-dimethylphosphonium hexafluoroantimonate; 1-octyl-2,3-dimethylphosphonium trifluoromethanesulfonate; 1-octyl-2,3-dimethylphosphonium methylsulfate; 1-octyl-2,3-dimethylphosphonium ethylsulfate; 1-octyl-2,3-dimethylphosphonium acetate; 1-octyl-2,3-dimethylphosphonium thiocyanate; 1-octyl-2,3-dimethylphosphonium dicyanamide; 1-octyl-2,3-dimethylphosphonium bis(trifluoromethylsulfonyl)amide
1-decyl-3-methylphosphonium chloride; 1-decyl-3-methylphosphonium bromide; 1-decyl-3-methylphosphonium iodide; 1-decyl-3-methylphosphonium hexafluorophosphate; 1-decyl-3-methylphosphonium tetrafluoroborate; 1-decyl-3-methylphosphonium hexafluoroantimonate; 1-decyl-3-methylphosphonium trifluoromethanesulfonate; 1-decyl-3-methylphosphonium methylsulfate; 1-decyl-3-methylphosphonium ethylsulfate; 1-decyl-3-methylphosphonium acetate; 1-decyl-3-methylphosphonium thiocyanate; 1-decyl-3-methylphosphonium dicyanamide; 1-decyl-3-methylphosphonium bis(trifluoromethylsulfonyl)amide
1-dodecyl-3-methylphosphonium chloride; 1-dodecyl-3-methylphosphonium bromide; 1-dodecyl-3-methylphosphonium iodide; 1-dodecyl-3-methylphosphonium hexafluorophosphate; 1-dodecyl-3-methylphosphonium tetrafluoroborate; 1-dodecyl-3-methylphosphonium hexafluoroantimonate; 1-dodecyl-3-methylphosphonium trifluoromethanesulfonate; 1-dodecyl-3-methylphosphonium methylsulfate; 1-dodecyl-3-methylphosphonium ethylsulfate; 1-dodecyl-3-methylphosphonium acetate; 1-dodecyl-3-methylphosphonium thiocyanate; 1-dodecyl-3-methylphosphonium dicyanamide; 1-dodecyl-3-methylphosphonium bis(trifluoromethylsulfonyl)amide
1-tetradecyl-3-methylphosphonium chloride; 1-tetradecyl-3-methylphosphonium bromide; 1-tetradecyl-3-methylphosphonium iodide; 1-tetradecyl-3-methylphosphonium hexafluorophosphate; 1-tetradecyl-3-methylphosphonium tetrafluoroborate; 1-tetradecyl-3-methylphosphonium hexafluoroantimonate; 1-tetradecyl-3-methylphosphonium trifluoromethanesulfonate; 1-tetradecyl-3-methylphosphonium methylsulfate; 1-tetradecyl-3-methylphosphonium ethylsulfate; 1-tetradecyl-3-methylphosphonium acetate; 1-tetradecyl-3-methylphosphonium thiocyanate; 1-tetradecyl-3-methylphosphonium dicyanamide; 1-tetradecyl-3-methylphosphonium bis(trifluoromethylsulfonyl)amide
1-hexadecyl-3-methylphosphonium chloride; 1-hexadecyl-3-methylphosphonium bromide; 1-hexadecyl-3-methylphosphonium iodide; 1-hexadecyl-3-methylphosphonium hexafluorophosphate; 1-hexadecyl-3-methylphosphonium tetrafluoroborate; 1-hexadecyl-3-methylphosphonium hexafluoroantimonate; 1-hexadecyl-3-methylphosphonium trifluoromethanesulfonate; 1-hexadecyl-3-methylphosphonium methylsulfate; 1-hexadecyl-3-methylphosphonium ethylsulfate; 1-hexadecyl-3-methylphosphonium acetate; 1-hexadecyl-3-methylphosphonium thiocyanate; 1-hexadecyl-3-methylphosphonium dicyanamide; 1-hexadecyl-3-methylphosphonium bis(trifluoromethylsulfonyl)amide
[Sulfonium-based]
1-methyl-3-octylsulfonium chloride; 1-methyl-3-octylsulfonium bromide; 1-methyl-3-octylsulfonium iodide; 1-methyl-3-octylsulfonium hexafluorophosphate; 1-methyl-3-octylsulfonium tetrafluoroborate; 1-methyl-3-octylsulfonium hexafluoroantimonate; 1-methyl-3-octylsulfonium trifluoromethanesulfonate; 1-methyl-3-octylsulfonium methylsulfate; 1-methyl-3-octylsulfonium ethylsulfate; 1-methyl-3-octylsulfonium acetate; 1-methyl-3-octylsulfonium thiocyanate; 1-methyl-3-octylsulfonium dicyanamide; 1-methyl-3-octylsulfonium bis(trifluoromethylsulfonyl)amide
1-octyl-2,3-dimethylsulfonium chloride; 1-octyl-2,3-dimethylsulfonium bromide; 1-octyl-2,3-dimethylsulfonium iodide; 1-octyl-2,3-dimethylsulfonium hexafluorophosphate; 1-octyl-2,3-dimethylsulfonium tetrafluoroborate; 1-octyl-2,3-dimethylsulfonium hexafluoroantimonate; 1-octyl-2,3-dimethylsulfonium trifluoromethanesulfonate; 1-octyl-2,3-dimethylsulfonium methylsulfate; 1-octyl-2,3-dimethylsulfonium ethylsulfate; 1-octyl-2,3-dimethylsulfonium acetate; 1-octyl-2,3-dimethylsulfonium thiocyanate; 1-octyl-2,3-dimethylsulfonium dicyanamide; 1-octyl-2,3-dimethylsulfonium bis(trifluoromethylsulfonyl)amide
1-decyl-3-methylsulfonium chloride; 1-decyl-3-methylsulfonium bromide; 1-decyl-3-methylsulfonium iodide; 1-decyl-3-methylsulfonium hexafluorophosphate; 1-decyl-3-methylsulfonium tetrafluoroborate; 1-decyl-3-methylsulfonium hexafluoroantimonate; 1-decyl-3-methylsulfonium trifluoromethanesulfonate; 1-decyl-3-methylsulfonium methylsulfate; 1-decyl-3-methylsulfonium ethylsulfate; 1-decyl-3-methylsulfonium acetate; 1-decyl-3-methylsulfonium thiocyanate; 1-decyl-3-methylsulfonium dicyanamide; 1-decyl-3-methylsulfonium bis(trifluoromethylsulfonyl)amide
1-dodecyl-3-methylsulfonium chloride; 1-dodecyl-3-methylsulfonium bromide; 1-dodecyl-3-methylsulfonium iodide; 1-dodecyl-3-methylsulfonium hexafluorophosphate; 1-dodecyl-3-methylsulfonium tetrafluoroborate; 1-dodecyl-3-methylsulfonium hexafluoroantimonate; 1-dodecyl-3-methylsulfonium trifluoromethanesulfonate; 1-dodecyl-3-methylsulfonium methylsulfate; 1-dodecyl-3-methylsulfonium ethylsulfate; 1-dodecyl-3-methylsulfonium acetate; 1-dodecyl-3-methylsulfonium thiocyanate; 1-dodecyl-3-methylsulfonium dicyanamide; 1-dodecyl-3-methylsulfonium bis(trifluoromethylsulfonyl)amide
1-tetradecyl-3-methylsulfonium chloride; 1-tetradecyl-3-methylsulfonium bromide; 1-tetradecyl-3-methylsulfonium iodide; 1-tetradecyl-3-methylsulfonium hexafluorophosphate; 1-tetradecyl-3-methylsulfonium tetrafluoroborate; 1-tetradecyl-3-methylsulfonium hexafluoroantimonate; 1-tetradecyl-3-methylsulfonium trifluoromethanesulfonate; 1-tetradecyl-3-methylsulfonium methylsulfate; 1-tetradecyl-3-methylsulfonium ethylsulfate; 1-tetradecyl-3-methylsulfonium acetate; 1-tetradecyl-3-methylsulfonium thiocyanate; 1-tetradecyl-3-methylsulfonium dicyanamide; 1-tetradecyl-3-methylsulfonium bis(trifluoromethylsulfonyl)amide
1-hexadecyl-3-methylsulfonium chloride; 1-hexadecyl-3-methylsulfonium bromide; 1-hexadecyl-3-methylsulfonium iodide; 1-hexadecyl-3-methylsulfonium hexafluorophosphate; 1-hexadecyl-3-methylsulfonium tetrafluoroborate; 1-hexadecyl-3-methylsulfonium hexafluoroantimonate; 1-hexadecyl-3-methylsulfonium trifluoromethanesulfonate; 1-hexadecyl-3-methylsulfonium methylsulfate; 1-hexadecyl-3-methylsulfonium ethylsulfate; 1-hexadecyl-3-methylsulfonium acetate; 1-hexadecyl-3-methylsulfonium thiocyanate; 1-hexadecyl-3-methylsulfonium dicyanamide; 1-hexadecyl-3-methylsulfonium bis(trifluoromethylsulfonyl)amide
가교제로는 divinylbenzene; 1,6-hexanediol diacrylate; di(ethylene glycol) dimethacrylate; ethylene glycol dimethacrylate; N, N’-methylenebiscacrylamide 중 어느 하나가 이용된다.
이중 연속성 마이크로 에멀젼 혼합물은 이온 전도성 도메인이 모두 연결된 퍼콜레이션(percolation) 구조를 형성한다. 이는 도 1a에서 보는 것처럼 이온 전도성 도메인이 모두 연결된 퍼콜레이션 구조를 이룬다.
S 120 단계에서는 S 120 단게에서 준비된 혼합물에 광 개시제를 첨가하게 된다.
광개시제로는 2-hydroxy-2-methylpropiophenone; 2-hydroxy-4'-hydroxyethoxy-2-methylpropiophenone; 1-hydroxycyclohexyl phenyl ketone; 2,2-dimethoxy-2-phenylacetophenone; 2,2-diethoxyacetophenone; 1-hydroxycyclohexyl phenyl ketone 중 어느 하나가 이용된다.
S 130 단계에서는 UV 경화를 통해 프리스탠딩 이온 젤을 형성하게 된다. 프리스탠딩 이온 젤의 형성 과정은 도 1a에서 확인할 수 있다. 도 1a에서 좌측은 이중 연속성 마이크로 에멀젼을 도시하고, UV 경화 이후 우측에서는 중합된 프리스탠딩 이온 젤을 도시한다.
본 발명의 중합된 이중 연속성 이온 젤 제작 기술은, 계면 활성 이온성 액체로 형성된 이중 연속성 마이크로 에멀젼 구조를 통해 이온 전도성 도메인이 모두 연결된 퍼콜레이션 구조를 유도하고, 프리 스탠딩 이온 젤 형성 후에도 이온 이동도를 유지한다. 또한 계면 활성 이온성 액체에 중합이 가능한 기능기를 도입하여 고분자 지지층 부분을 통해 기계적 강도를 강화, 이온 전도도와 기계적 강도를 동시에 향상시킬 수 있는 상 분리 이온 젤 제조 기술을 제공한다.
또한, S 110 단계에서는 이온 젤의 기계적 강도를 높이기 위해 기능기가 도입된 중합이 가능한 이온성 액체를 추가로 포함할 수 있다.
기능기가 도입된 중합이 가능한 이온성 액체는 이하의 양이온 및 음이온의 조합에 의해 형성되며, 양이온은 1-(2-acryloyloxyundecyl)-3-methylimidazolium; 1-methyl-3-(undec-10-enyl)-imidazolium; 1-(11-acryloyloxyundecyl)-1-methylpyrrolidinium; 3-(11-acryloyloxyundecyl)-1-ethyl-2-phenyl-imidazolium이고, 음이온은 chloride; bromide; iodide; hexafluorophosphate; tetrafluoroborate; hexafluoroantimonate; trifluoromethanesulfonate; methylsulfate; ethylsulfate; acetate; thiocyanate; dicyanamide; bis(trifluoromethylsulfonyl)amide이다.
이러한 기능기가 도입된 중합이 가능한 이온성 액체는 다음과 같이 나열될 수 있다.
1-(2-acryloyloxyundecyl)-3-methylimidazolium chloride; 1-(2-acryloyloxyundecyl)-3-methylimidazolium bromide; 1-(2-acryloyloxyundecyl)-3-methylimidazolium iodide; 1-(2-acryloyloxyundecyl)-3-methylimidazolium hexafluorophosphate; 1-(2-acryloyloxyundecyl)-3-methylimidazolium tetrafluoroborate; 1-(2-acryloyloxyundecyl)-3-methylimidazolium hexafluoroantimonate; 1-(2-acryloyloxyundecyl)-3-methylimidazolium trifluoromethanesulfonate; 1-(2-acryloyloxyundecyl)-3-methylimidazolium methylsulfate; 1-(2-acryloyloxyundecyl)-3-methylimidazolium ethylsulfate; 1-(2-acryloyloxyundecyl)-3-methylimidazolium acetate; 1-(2-acryloyloxyundecyl)-3-methylimidazolium thiocyanate; 1-(2-acryloyloxyundecyl)-3-methylimidazolium dicyanamide; 1-(2-acryloyloxyundecyl)-3-methylimidazolium bis(trifluoromethylsulfonyl)amide
1-methyl-3-(undec-10-enyl)-imidazolium chloride; 1-methyl-3-(undec-10-enyl)-imidazolium bromide; 1-methyl-3-(undec-10-enyl)-imidazolium iodide; 1-methyl-3-(undec-10-enyl)-imidazolium hexafluorophosphate; 1-methyl-3-(undec-10-enyl)-imidazolium tetrafluoroborate; 1-methyl-3-(undec-10-enyl)-imidazolium hexafluoroantimonate; 1-methyl-3-(undec-10-enyl)-imidazolium trifluoromethanesulfonate; 1-methyl-3-(undec-10-enyl)-imidazolium methylsulfate; 1-methyl-3-(undec-10-enyl)-imidazolium ethylsulfate; 1-methyl-3-(undec-10-enyl)-imidazolium acetate; 1-methyl-3-(undec-10-enyl)-imidazolium thiocyanate; 1-methyl-3-(undec-10-enyl)-imidazolium dicyanamide; 1-methyl-3-(undec-10-enyl)-imidazolium bis(trifluoromethylsulfonyl)amide
1-(11-acryloyloxyundecyl)-1-methylpyrrolidinium chloride; 1-(11-acryloyloxyundecyl)-1-methylpyrrolidinium bromide; 1-(11-acryloyloxyundecyl)-1-methylpyrrolidinium iodide; 1-(11-acryloyloxyundecyl)-1-methylpyrrolidinium hexafluorophosphate; 1-(11-acryloyloxyundecyl)-1-methylpyrrolidinium tetrafluoroborate; 1-(11-acryloyloxyundecyl)-1-methylpyrrolidinium hexafluoroantimonate; 1-(11-acryloyloxyundecyl)-1-methylpyrrolidinium trifluoromethanesulfonate; 1-(11-acryloyloxyundecyl)-1-methylpyrrolidinium methylsulfate; 1-(11-acryloyloxyundecyl)-1-methylpyrrolidinium ethylsulfate; 1-(11-acryloyloxyundecyl)-1-methylpyrrolidinium acetate; 1-(11-acryloyloxyundecyl)-1-methylpyrrolidinium thiocyanate; 1-(11-acryloyloxyundecyl)-1-methylpyrrolidinium dicyanamide; 1-(11-acryloyloxyundecyl)-1-methylpyrrolidinium bis(trifluoromethylsulfonyl)amide
3-(11-acryloyloxyundecyl)-1-ethyl-2-phenyl-imidazolium chloride; 3-(11-acryloyloxyundecyl)-1-ethyl-2-phenyl-imidazolium bromide; 3-(11-acryloyloxyundecyl)-1-ethyl-2-phenyl-imidazolium iodide; 3-(11-acryloyloxyundecyl)-1-ethyl-2-phenyl-imidazolium hexafluorophosphate; 3-(11-acryloyloxyundecyl)-1-ethyl-2-phenyl-imidazolium tetrafluoroborate; 3-(11-acryloyloxyundecyl)-1-ethyl-2-phenyl-imidazolium hexafluoroantimonate; 3-(11-acryloyloxyundecyl)-1-ethyl-2-phenyl-imidazolium trifluoromethanesulfonate; 3-(11-acryloyloxyundecyl)-1-ethyl-2-phenyl-imidazolium methylsulfate; 3-(11-acryloyloxyundecyl)-1-ethyl-2-phenyl-imidazolium ethylsulfate; 3-(11-acryloyloxyundecyl)-1-ethyl-2-phenyl-imidazolium acetate; 3-(11-acryloyloxyundecyl)-1-ethyl-2-phenyl-imidazolium thiocyanate; 3-(11-acryloyloxyundecyl)-1-ethyl-2-phenyl-imidazolium dicyanamide; 3-(11-acryloyloxyundecyl)-1-ethyl-2-phenyl-imidazolium bis(trifluoromethylsulfonyl)amide
이러한 기능기가 도입된 중합이 가능한 이온성 액체의 함유량이 늘어날수록 기계적 강도가 증가하게 된다.
이하에서는 구체적인 실시예와 함께 본 발명의 내용을 추가적으로 설명하도록 하겠다.
도 1a는 중합된 이중 연속성 이온 젤 제조의 대략적 모식도이다. 좌측은 계면 활성 이온성 액체 1-tetradecyl-3-methylimidazolium chloride (C14MIm·Cl), 가교제 6-hexanediol diacrylate (HDODA), 1-octene, 1-butanol, 물로 구성된 이중 연속성 마이크로에멀젼 혼합물이다. 이러한 혼합물에 광 개시제 2-hydroxy-2-methylpropiophenone 첨가한 후 UV 경화를 통해 우측과 같은 프리스탠딩 이온 젤을 제조할 수 있다. 또한 이온 젤의 기계적 강도를 높이기 위해 acrylate 기능기가 도입된 중합이 가능한 이온성 액체 1-(2-acryloyloxyundecyl)-3-methylimidazolium bromide (A-C11MIm·Br)가 이온 젤에 도입된다.
도 2는 광학적으로 투명한 이중 연속성 마이크로 에멀젼과 UV 경화를 통해 완성된 프리스탠딩 이온 젤의 사진이다. 완성된 프리스탠딩 이온 젤은 전체 이온성 액체 (C14MIm·Cl + A-C11MIm·Br)에 대한 A-C11MIm·Br의 몰 비율 (γ)을 변화시켜가며 만들 수 있으며, 중합이 가능한 이온성 액체 A-C11MIm·Br의 도입을 통해 이온 젤의 기계적 강도를 강화시키는 효과를 제공한다.
자가조립형 이온성 액체를 통해 중합된 이온 젤의 내부 구조를 확인하기 위해 소각 중성자 산란 실험을 진행하였다. 도 3에서 계면 활성 이온성 액체 C14MIm·Cl로 구성된 혼합물의 UV 경화 전(회색)과 후(검정색)의 소각 중성자 산란 데이터를 각각 정리하였다.
UV 경화 전의 혼합물은 0.15 Å-1에서 이중 연속성 마이크로에멀젼의 피크를 확인할 수 있었다. UV 경화 후 형성된 프리스탠딩 이온 젤의 경우 높은 Q 영역, 0.12Å-1, 0.18Å-1, 0.24Å-1에서 강한 피크가 있으며, 이를 통해 수 nm 크기의 상호 연결형 이온 채널이 대면적 상에서 형성됨을 확인하였다. 0.24Å-1 피크의 상대적 위치는 0.12Å-1의 두 배에 해당하며, 이로써 ~52.7Å의 라멜라 구조 이온 채널을 예상할 수 있다. 0.18Å-1 피크는 34.3Å 크기의 마이크로에멀젼 구조의 이온 채널을 의미하며, 이를 통해 이온 젤 내부에 두 가지 형태의 이온 채널, 라멜라와 마이크로에멀젼 구조가 공존하는 것을 확인하였다.
프리스탠딩 이온 젤의 기계적 강도를 확인하기 위해 도 4와 같이 전체 이온성 액체 (C14MIm·Cl + A-C11MIm·Br)에 대한 A-C11MIm·Br의 몰 비율 (γ)에 따른 이온 젤의 극한 인장 강도 측정 실험을 진행하였다. A-C11MIm·Br을 첨가하지 않았을 때는 0.04 MPa의 약한 인장 강도를 보이나 A-C11MIm·Br의 몰 비율을 0.33까지 증가시켰을 때 0.17 MPa로 4배 이상 인장 강도가 증가함을 확인함. 실험 결과 중합이 가능한 이온성 액체 A-C11MIm·Br의 함유량을 늘릴수록 기계적 강도가 증가함을 확인하였다.
동시에 33℃에서 γ에 따른 이온 젤의 이온 전도도 측정 실험을 진행하고 이를 도 5와 같이 정리하였다. A-C11MIm·Br을 첨가하지 않았을 때는 20 mS/cm의 이온 전도도를 보이나 A-C11MIm·Br을 첨가하였을 때 이온 전도도가 감소하는 것을 확인함. 그러나 A-C11MIm·Br의 몰 비율을 더 증가시켰을 때 감소 폭이 점차 줄어들었다. 중합이 가능한 이온성 액체의 도입을 통해 높은 기계적 강도를 지닌 고이온 전도성 이온 젤을 형성할 수 있으며, 이는 고체 전해질로의 응용이 가능할 것이다.
상기에서는 본 발명의 바람직한 실시예를 참조하여 설명하였지만, 해당 기술분야의 숙련된 당업자는 하기의 특허 청구 범위에 기재된 본 발명의 사상 및 영역으로부터 벗어나지 않는 범위 내에서 본 발명을 다양하게 수정 및 변경시킬 수 있음을 이해할 수 있을 것이다.
Claims (10)
- i) 탄소수 8 이상의 알킬기를 갖는 계면 활성 이온성 액체; 가교제; 및 물, 오일을 포함한 이중 연속성 마이크로 에멀젼 혼합물을 형성하는 단계;
ii) 상기 혼합물에 광 개시제를 첨가하는 단계; 및
iii) UV(Ultraviolet) 경화를 통해 프리스탠딩 이온 젤을 형성하는 단계를 포함하고,
상기 계면 활성 이온성 액체는 이하의 양이온 및 음이온의 조합에 의해 형성되며, 상기 양이온은 imidazolium; pyridinium; piperidinium; pyrrolidinium; ammonium; phosphonium; sulfonium 기반의 양이온 중 어느 하나이고, 상기 음이온은 chloride; bromide; iodide; hexafluorophosphate; tetrafluoroborate; hexafluoroantimonate; trifluoromethanesulfonate; methylsulfate; ethylsulfate; acetate; thiocyanate; dicyanamide; bis(trifluoromethylsulfonyl)amide 중 어느 하나이며,
상기 가교제는 1,6-hexanediol diacrylate; di(ethylene glycol) dimethacrylate; ethylene glycol dimethacrylate 중 어느 하나가 이용되고, 상기 광 개시제는 2-hydroxy-2-methylpropiophenone가 이용되며,
상기 이중 연속성 마이크로 에멀젼 혼합물은 이온 전도성 도메인이 모두 연결된 퍼콜레이션(percolation) 구조를 형성하는,
프리스탠딩 이온 젤의 제조 방법.
- 제 1 항에 있어서,
i) 단계에서 계면 활성제를 추가로 포함하는,
프리스탠딩 이온 젤의 제조 방법.
- 제 1 항에 있어서,
상기 계면 활성 이온성 액체는 1-tetradecyl-3-methylimidazolium chloride가 이용되는
프리스탠딩 이온 젤의 제조 방법.
- 삭제
- 제 1 항에 있어서,
상기 가교제는 1,6-hexanediol diacrylate가 이용되는,
프리스탠딩 이온 젤의 제조 방법.
- 제 1 항에 있어서,
i) 단계에서 아크릴레이트 기능기가 도입된 중합이 가능한 이온성 액체를 추가로 포함하고, 이에 의해 기계적 강도가 향상되며,
상기 아크릴레이트 기능기가 도입된 중합이 가능한 이온성 액체는 이하의 양이온 및 음이온의 조합에 의해 형성되며,
상기 양이온은 1-(2-acryloyloxyundecyl)-3-methylimidazolium; 1-(11-acryloyloxyundecyl)-1-methylpyrrolidinium; 3-(11-acryloyloxyundecyl)-1-ethyl-2-phenyl-imidazolium 중 어느 하나이고,
상기 음이온은 chloride; bromide; iodide; hexafluorophosphate; tetrafluoroborate; hexafluoroantimonate; trifluoromethanesulfonate; methylsulfate; ethylsulfate; acetate; thiocyanate; dicyanamide; bis(trifluoromethylsulfonyl)amide 중 어느 하나인,
프리스탠딩 이온 젤의 제조 방법.
- 제 6 항에 있어서,
상기 아크릴레이트 기능기가 도입된 중합이 가능한 이온성 액체의 함유량이 늘어날수록 기계적 강도가 증가하는,
프리스탠딩 이온 젤의 제조 방법.
- 제1항 내지 제3항, 제5항 내지 제7항 중 어느 한 항의 프리스탠딩 이온 젤의 제조 방법에 따라 제조된, 이온 젤.
- 제1항 내지 제3항, 제5항 내지 제7항 중 어느 한 항의 프리스탠딩 이온 젤의 제조 방법에 따라 제조된 이온 젤을 포함한, 고체 전해질.
- i) 탄소수 8 이상의 알킬기를 갖는 계면 활성 이온성 액체; 가교제; 및 물, 오일을 포함한 이중 연속성 마이크로 에멀젼 혼합물을 형성하는 단계;
ii) 상기 혼합물에 광 개시제를 첨가하는 단계; 및
iii) UV(Ultraviolet) 경화를 통해 프리스탠딩 이온 젤을 형성하는 단계를 포함하고,
상기 계면 활성 이온성 액체는 이하의 양이온 및 음이온의 조합에 의해 형성되며, 상기 양이온은 imidazolium 기반의 양이온 중 어느 하나이고, 상기 음이온은 chloride 기반의 음이온이며,
상기 가교제는 1,6-hexanediol diacrylate; di(ethylene glycol) dimethacrylate; ethylene glycol dimethacrylate 중 어느 하나가 이용되고,
상기 이중 연속성 마이크로 에멀젼 혼합물은 이온 전도성 도메인이 모두 연결된 퍼콜레이션(percolation) 구조를 형성하는,
프리스탠딩 이온 젤의 제조 방법.
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