JPH0376353B2 - - Google Patents
Info
- Publication number
- JPH0376353B2 JPH0376353B2 JP58158633A JP15863383A JPH0376353B2 JP H0376353 B2 JPH0376353 B2 JP H0376353B2 JP 58158633 A JP58158633 A JP 58158633A JP 15863383 A JP15863383 A JP 15863383A JP H0376353 B2 JPH0376353 B2 JP H0376353B2
- Authority
- JP
- Japan
- Prior art keywords
- group
- aldehyde
- carboxaldehyde
- unsubstituted
- formula
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000000463 material Substances 0.000 claims description 14
- 239000000126 substance Substances 0.000 claims description 6
- 150000003934 aromatic aldehydes Chemical class 0.000 claims description 5
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 4
- 125000002947 alkylene group Chemical group 0.000 claims description 4
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 4
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 claims description 4
- 239000000975 dye Substances 0.000 description 10
- 238000004040 coloring Methods 0.000 description 7
- 238000005562 fading Methods 0.000 description 7
- -1 halogen ions Chemical class 0.000 description 6
- 239000003566 sealing material Substances 0.000 description 5
- HIKRJHFHGKZKRI-UHFFFAOYSA-N 2,4,6-trimethylbenzaldehyde Chemical compound CC1=CC(C)=C(C=O)C(C)=C1 HIKRJHFHGKZKRI-UHFFFAOYSA-N 0.000 description 4
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- 230000031700 light absorption Effects 0.000 description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- WJUFSDZVCOTFON-UHFFFAOYSA-N veratraldehyde Chemical compound COC1=CC=C(C=O)C=C1OC WJUFSDZVCOTFON-UHFFFAOYSA-N 0.000 description 3
- NYJYFSGMYHSTNZ-UHFFFAOYSA-N 1-methyl-4-nitrosobenzene Chemical compound CC1=CC=C(N=O)C=C1 NYJYFSGMYHSTNZ-UHFFFAOYSA-N 0.000 description 2
- RZDOUWDCYULHJX-UHFFFAOYSA-N 2-chloro-6-nitrobenzaldehyde Chemical compound [O-][N+](=O)C1=CC=CC(Cl)=C1C=O RZDOUWDCYULHJX-UHFFFAOYSA-N 0.000 description 2
- VFZRZRDOXPRTSC-UHFFFAOYSA-N 3,5-Dimethoxybenzaldehyde Chemical compound COC1=CC(OC)=CC(C=O)=C1 VFZRZRDOXPRTSC-UHFFFAOYSA-N 0.000 description 2
- SKLUWKYNZNXSLX-UHFFFAOYSA-N 4-Acetamidobenzaldehyde Chemical compound CC(=O)NC1=CC=C(C=O)C=C1 SKLUWKYNZNXSLX-UHFFFAOYSA-N 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- WTWBUQJHJGUZCY-UHFFFAOYSA-N cuminaldehyde Chemical compound CC(C)C1=CC=C(C=O)C=C1 WTWBUQJHJGUZCY-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000007772 electrode material Substances 0.000 description 2
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 2
- JVTZFYYHCGSXJV-UHFFFAOYSA-N isovanillin Chemical compound COC1=CC=C(C=O)C=C1O JVTZFYYHCGSXJV-UHFFFAOYSA-N 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- ZRSNZINYAWTAHE-UHFFFAOYSA-N p-methoxybenzaldehyde Chemical compound COC1=CC=C(C=O)C=C1 ZRSNZINYAWTAHE-UHFFFAOYSA-N 0.000 description 2
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- ZSKGQVFRTSEPJT-UHFFFAOYSA-N pyrrole-2-carboxaldehyde Chemical compound O=CC1=CC=CN1 ZSKGQVFRTSEPJT-UHFFFAOYSA-N 0.000 description 2
- 238000006722 reduction reaction Methods 0.000 description 2
- 239000003115 supporting electrolyte Substances 0.000 description 2
- HGBCDXOKFIDHNS-HWKANZROSA-N (e)-3-(2-chlorophenyl)prop-2-enal Chemical compound ClC1=CC=CC=C1\C=C\C=O HGBCDXOKFIDHNS-HWKANZROSA-N 0.000 description 1
- ALGQVMMYDWQDEC-OWOJBTEDSA-N (e)-3-(4-nitrophenyl)prop-2-enal Chemical compound [O-][N+](=O)C1=CC=C(\C=C\C=O)C=C1 ALGQVMMYDWQDEC-OWOJBTEDSA-N 0.000 description 1
- VKYNNAZUYTZYMX-UHFFFAOYSA-N 1,3-benzoselenazole-2-carbaldehyde Chemical compound C1=CC=C2[se]C(C=O)=NC2=C1 VKYNNAZUYTZYMX-UHFFFAOYSA-N 0.000 description 1
- RHKPJTFLRQNNGJ-UHFFFAOYSA-N 1,3-benzothiazole-2-carbaldehyde Chemical compound C1=CC=C2SC(C=O)=NC2=C1 RHKPJTFLRQNNGJ-UHFFFAOYSA-N 0.000 description 1
- OUKQTRFCDKSEPL-UHFFFAOYSA-N 1-Methyl-2-pyrrolecarboxaldehyde Chemical compound CN1C=CC=C1C=O OUKQTRFCDKSEPL-UHFFFAOYSA-N 0.000 description 1
- RUJYZLQXRALDKN-UHFFFAOYSA-N 1-ethylindole-3-carbaldehyde Chemical compound C1=CC=C2N(CC)C=C(C=O)C2=C1 RUJYZLQXRALDKN-UHFFFAOYSA-N 0.000 description 1
- WLWFLLXFCOPFAN-UHFFFAOYSA-N 1-methyl-2-nitro-3-nitrosobenzene Chemical compound CC1=CC=CC(N=O)=C1[N+]([O-])=O WLWFLLXFCOPFAN-UHFFFAOYSA-N 0.000 description 1
- KXYBYRKRRGSZCX-UHFFFAOYSA-N 1-methylindole-3-carbaldehyde Chemical compound C1=CC=C2N(C)C=C(C=O)C2=C1 KXYBYRKRRGSZCX-UHFFFAOYSA-N 0.000 description 1
- SQAINHDHICKHLX-UHFFFAOYSA-N 1-naphthaldehyde Chemical compound C1=CC=C2C(C=O)=CC=CC2=C1 SQAINHDHICKHLX-UHFFFAOYSA-N 0.000 description 1
- NSGVPXKWKUZSAY-UHFFFAOYSA-N 1-nitro-2-nitrosobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1N=O NSGVPXKWKUZSAY-UHFFFAOYSA-N 0.000 description 1
- IDZTUECABAHWLE-UHFFFAOYSA-N 1-nitro-4-nitrosobenzene Chemical compound [O-][N+](=O)C1=CC=C(N=O)C=C1 IDZTUECABAHWLE-UHFFFAOYSA-N 0.000 description 1
- LXEQKKWJDGVPRW-UHFFFAOYSA-N 1-phenylpyrrole-2-carbaldehyde Chemical compound O=CC1=CC=CN1C1=CC=CC=C1 LXEQKKWJDGVPRW-UHFFFAOYSA-N 0.000 description 1
- FXNZCYUMRHJSFP-UHFFFAOYSA-N 2,4,6-triethoxybenzaldehyde Chemical compound CCOC1=CC(OCC)=C(C=O)C(OCC)=C1 FXNZCYUMRHJSFP-UHFFFAOYSA-N 0.000 description 1
- GISVICWQYMUPJF-UHFFFAOYSA-N 2,4-Dimethylbenzaldehyde Chemical compound CC1=CC=C(C=O)C(C)=C1 GISVICWQYMUPJF-UHFFFAOYSA-N 0.000 description 1
- YSFBEAASFUWWHU-UHFFFAOYSA-N 2,4-dichlorobenzaldehyde Chemical compound ClC1=CC=C(C=O)C(Cl)=C1 YSFBEAASFUWWHU-UHFFFAOYSA-N 0.000 description 1
- ZDGXMBKETNFWRX-UHFFFAOYSA-N 2,4-dimethylpyrrole-2-carbaldehyde Chemical compound CC1=CC(C)(C=O)N=C1 ZDGXMBKETNFWRX-UHFFFAOYSA-N 0.000 description 1
- SMUVABOERCFKRW-UHFFFAOYSA-N 2,5-Dimethylbenzaldehyde Chemical compound CC1=CC=C(C)C(C=O)=C1 SMUVABOERCFKRW-UHFFFAOYSA-N 0.000 description 1
- AFUKNJHPZAVHGQ-UHFFFAOYSA-N 2,5-dimethoxy-Benzaldehyde Chemical compound COC1=CC=C(OC)C(C=O)=C1 AFUKNJHPZAVHGQ-UHFFFAOYSA-N 0.000 description 1
- DMIYKWPEFRFTPY-UHFFFAOYSA-N 2,6-dichlorobenzaldehyde Chemical compound ClC1=CC=CC(Cl)=C1C=O DMIYKWPEFRFTPY-UHFFFAOYSA-N 0.000 description 1
- PKZJLOCLABXVMC-UHFFFAOYSA-N 2-Methoxybenzaldehyde Chemical compound COC1=CC=CC=C1C=O PKZJLOCLABXVMC-UHFFFAOYSA-N 0.000 description 1
- UQQROBHFUDBOOK-UHFFFAOYSA-N 2-bromo-4,5-dimethoxybenzaldehyde Chemical compound COC1=CC(Br)=C(C=O)C=C1OC UQQROBHFUDBOOK-UHFFFAOYSA-N 0.000 description 1
- NDOPHXWIAZIXPR-UHFFFAOYSA-N 2-bromobenzaldehyde Chemical compound BrC1=CC=CC=C1C=O NDOPHXWIAZIXPR-UHFFFAOYSA-N 0.000 description 1
- WKIVBBWLRIFGHF-UHFFFAOYSA-N 2-chloro-3-nitrobenzaldehyde Chemical compound [O-][N+](=O)C1=CC=CC(C=O)=C1Cl WKIVBBWLRIFGHF-UHFFFAOYSA-N 0.000 description 1
- XSQFAWMDRFSIMY-UHFFFAOYSA-N 2-chloro-4-(dimethylamino)benzaldehyde Chemical compound CN(C)C1=CC=C(C=O)C(Cl)=C1 XSQFAWMDRFSIMY-UHFFFAOYSA-N 0.000 description 1
- XFAZJJAIJXBBKW-UHFFFAOYSA-N 2-chloro-5-nitrosobenzaldehyde Chemical compound ClC1=CC=C(N=O)C=C1C=O XFAZJJAIJXBBKW-UHFFFAOYSA-N 0.000 description 1
- OACPOWYLLGHGCR-UHFFFAOYSA-N 2-chloro-6-fluorobenzaldehyde Chemical compound FC1=CC=CC(Cl)=C1C=O OACPOWYLLGHGCR-UHFFFAOYSA-N 0.000 description 1
- DUVJMSPTZMCSTQ-UHFFFAOYSA-N 2-ethoxybenzaldehyde Chemical compound CCOC1=CC=CC=C1C=O DUVJMSPTZMCSTQ-UHFFFAOYSA-N 0.000 description 1
- ZWDVQMVZZYIAHO-UHFFFAOYSA-N 2-fluorobenzaldehyde Chemical compound FC1=CC=CC=C1C=O ZWDVQMVZZYIAHO-UHFFFAOYSA-N 0.000 description 1
- QVTPWONEVZJCCS-UHFFFAOYSA-N 2-formylbenzonitrile Chemical compound O=CC1=CC=CC=C1C#N QVTPWONEVZJCCS-UHFFFAOYSA-N 0.000 description 1
- CSDSSGBPEUDDEE-UHFFFAOYSA-N 2-formylpyridine Chemical compound O=CC1=CC=CC=N1 CSDSSGBPEUDDEE-UHFFFAOYSA-N 0.000 description 1
- VLSSNXFSCAQLGD-UHFFFAOYSA-N 2-methyl-3-nitroso-1h-indole Chemical compound C1=CC=C2C(N=O)=C(C)NC2=C1 VLSSNXFSCAQLGD-UHFFFAOYSA-N 0.000 description 1
- PJKVFARRVXDXAD-UHFFFAOYSA-N 2-naphthaldehyde Chemical compound C1=CC=CC2=CC(C=O)=CC=C21 PJKVFARRVXDXAD-UHFFFAOYSA-N 0.000 description 1
- CMWKITSNTDAEDT-UHFFFAOYSA-N 2-nitrobenzaldehyde Chemical compound [O-][N+](=O)C1=CC=CC=C1C=O CMWKITSNTDAEDT-UHFFFAOYSA-N 0.000 description 1
- VMSMELHEXDVEDE-HWKANZROSA-N 2-nitrocinnamaldehyde Chemical compound [O-][N+](=O)C1=CC=CC=C1\C=C\C=O VMSMELHEXDVEDE-HWKANZROSA-N 0.000 description 1
- POQJHLBMLVTHAU-UHFFFAOYSA-N 3,4-Dimethylbenzaldehyde Chemical compound CC1=CC=C(C=O)C=C1C POQJHLBMLVTHAU-UHFFFAOYSA-N 0.000 description 1
- ZWUSBSHBFFPRNE-UHFFFAOYSA-N 3,4-dichlorobenzaldehyde Chemical compound ClC1=CC=C(C=O)C=C1Cl ZWUSBSHBFFPRNE-UHFFFAOYSA-N 0.000 description 1
- CASRSOJWLARCRX-UHFFFAOYSA-N 3,5-dichlorobenzaldehyde Chemical compound ClC1=CC(Cl)=CC(C=O)=C1 CASRSOJWLARCRX-UHFFFAOYSA-N 0.000 description 1
- NBEFMISJJNGCIZ-UHFFFAOYSA-N 3,5-dimethylbenzaldehyde Chemical compound CC1=CC(C)=CC(C=O)=C1 NBEFMISJJNGCIZ-UHFFFAOYSA-N 0.000 description 1
- ICVODPFGWCUVJC-UHFFFAOYSA-N 3-bromo-4,5-dimethoxybenzaldehyde Chemical compound COC1=CC(C=O)=CC(Br)=C1OC ICVODPFGWCUVJC-UHFFFAOYSA-N 0.000 description 1
- KLSHZDPXXKAHIJ-UHFFFAOYSA-N 3-bromo-4-hydroxy-5-methoxybenzaldehyde Chemical compound COC1=CC(C=O)=CC(Br)=C1O KLSHZDPXXKAHIJ-UHFFFAOYSA-N 0.000 description 1
- SUISZCALMBHJQX-UHFFFAOYSA-N 3-bromobenzaldehyde Chemical compound BrC1=CC=CC(C=O)=C1 SUISZCALMBHJQX-UHFFFAOYSA-N 0.000 description 1
- WBMRBLKBBVYQSD-UHFFFAOYSA-N 3-methyl-1h-pyrrole-2-carbaldehyde Chemical compound CC=1C=CNC=1C=O WBMRBLKBBVYQSD-UHFFFAOYSA-N 0.000 description 1
- ZETIVVHRRQLWFW-UHFFFAOYSA-N 3-nitrobenzaldehyde Chemical compound [O-][N+](=O)C1=CC=CC(C=O)=C1 ZETIVVHRRQLWFW-UHFFFAOYSA-N 0.000 description 1
- GJBZGJVTIMEFIA-UHFFFAOYSA-N 3-nitroso-1h-indole Chemical compound C1=CC=C2C(N=O)=CNC2=C1 GJBZGJVTIMEFIA-UHFFFAOYSA-N 0.000 description 1
- OKRIMXDIYQGPBU-UHFFFAOYSA-N 3-nitroso-2-phenyl-1h-indole Chemical compound N1C2=CC=CC=C2C(N=O)=C1C1=CC=CC=C1 OKRIMXDIYQGPBU-UHFFFAOYSA-N 0.000 description 1
- XQSJHQXYQAUDFC-UHFFFAOYSA-N 4,6-dichloropyrimidine-5-carbaldehyde Chemical compound ClC1=NC=NC(Cl)=C1C=O XQSJHQXYQAUDFC-UHFFFAOYSA-N 0.000 description 1
- WCSKIGHLQNUCNV-UHFFFAOYSA-N 4,6-dimethylpyrimidine-2-carbaldehyde Chemical compound CC1=CC(C)=NC(C=O)=N1 WCSKIGHLQNUCNV-UHFFFAOYSA-N 0.000 description 1
- MNFZZNNFORDXSV-UHFFFAOYSA-N 4-(diethylamino)benzaldehyde Chemical compound CCN(CC)C1=CC=C(C=O)C=C1 MNFZZNNFORDXSV-UHFFFAOYSA-N 0.000 description 1
- BGNGWHSBYQYVRX-UHFFFAOYSA-N 4-(dimethylamino)benzaldehyde Chemical compound CN(C)C1=CC=C(C=O)C=C1 BGNGWHSBYQYVRX-UHFFFAOYSA-N 0.000 description 1
- WZWIQYMTQZCSKI-UHFFFAOYSA-N 4-cyanobenzaldehyde Chemical compound O=CC1=CC=C(C#N)C=C1 WZWIQYMTQZCSKI-UHFFFAOYSA-N 0.000 description 1
- RUKJCCIJLIMGEP-ONEGZZNKSA-N 4-dimethylaminocinnamaldehyde Chemical compound CN(C)C1=CC=C(\C=C\C=O)C=C1 RUKJCCIJLIMGEP-ONEGZZNKSA-N 0.000 description 1
- JRHHJNMASOIRDS-UHFFFAOYSA-N 4-ethoxybenzaldehyde Chemical compound CCOC1=CC=C(C=O)C=C1 JRHHJNMASOIRDS-UHFFFAOYSA-N 0.000 description 1
- UOQXIWFBQSVDPP-UHFFFAOYSA-N 4-fluorobenzaldehyde Chemical compound FC1=CC=C(C=O)C=C1 UOQXIWFBQSVDPP-UHFFFAOYSA-N 0.000 description 1
- KYHULTSMPDXSLR-UHFFFAOYSA-N 4-methoxy-2,5-dimethylbenzaldehyde Chemical compound COC1=CC(C)=C(C=O)C=C1C KYHULTSMPDXSLR-UHFFFAOYSA-N 0.000 description 1
- BXRFQSNOROATLV-UHFFFAOYSA-N 4-nitrobenzaldehyde Chemical compound [O-][N+](=O)C1=CC=C(C=O)C=C1 BXRFQSNOROATLV-UHFFFAOYSA-N 0.000 description 1
- RNFIHRJWAKWIEM-UHFFFAOYSA-N 4-propan-2-ylfuran-2-carbaldehyde Chemical compound CC(C)C1=COC(C=O)=C1 RNFIHRJWAKWIEM-UHFFFAOYSA-N 0.000 description 1
- VTCMQACJQDRESJ-UHFFFAOYSA-N 5,6-dichloro-1,3-benzothiazole-2-carbaldehyde Chemical compound C1=C(Cl)C(Cl)=CC2=C1SC(C=O)=N2 VTCMQACJQDRESJ-UHFFFAOYSA-N 0.000 description 1
- IJIBRSFAXRFPPN-UHFFFAOYSA-N 5-bromo-2-methoxybenzaldehyde Chemical compound COC1=CC=C(Br)C=C1C=O IJIBRSFAXRFPPN-UHFFFAOYSA-N 0.000 description 1
- WJTFHWXMITZNHS-UHFFFAOYSA-N 5-bromofuran-2-carbaldehyde Chemical compound BrC1=CC=C(C=O)O1 WJTFHWXMITZNHS-UHFFFAOYSA-N 0.000 description 1
- HNNRPZSFEGOOJX-UHFFFAOYSA-N 5-chloro-1,3-benzothiazole-2-carbaldehyde Chemical compound ClC1=CC=C2SC(C=O)=NC2=C1 HNNRPZSFEGOOJX-UHFFFAOYSA-N 0.000 description 1
- DGWZGZSZVXVVPK-UHFFFAOYSA-N 5-ethyl-1h-pyrrole-2-carbaldehyde Chemical compound CCC1=CC=C(C=O)N1 DGWZGZSZVXVVPK-UHFFFAOYSA-N 0.000 description 1
- OUDFNZMQXZILJD-UHFFFAOYSA-N 5-methyl-2-furaldehyde Chemical compound CC1=CC=C(C=O)O1 OUDFNZMQXZILJD-UHFFFAOYSA-N 0.000 description 1
- BYIIXGWFSUPHGC-UHFFFAOYSA-N 6-chloro-1,3-benzothiazole-2-carbaldehyde Chemical compound ClC1=CC=C2N=C(C=O)SC2=C1 BYIIXGWFSUPHGC-UHFFFAOYSA-N 0.000 description 1
- OKHUCLUQYGGJFA-UHFFFAOYSA-N 6-methoxy-1,3-benzothiazole-2-carbaldehyde Chemical compound COC1=CC=C2N=C(C=O)SC2=C1 OKHUCLUQYGGJFA-UHFFFAOYSA-N 0.000 description 1
- XSPBUMIUKNGTGF-UHFFFAOYSA-N 6-methyl-1,3-benzothiazole-2-carbaldehyde Chemical compound CC1=CC=C2N=C(C=O)SC2=C1 XSPBUMIUKNGTGF-UHFFFAOYSA-N 0.000 description 1
- NTUNVEOCZDFFFQ-UHFFFAOYSA-N 7-bromo-9-ethylcarbazole-2-carbaldehyde Chemical compound C1=C(C=O)C=C2N(CC)C3=CC(Br)=CC=C3C2=C1 NTUNVEOCZDFFFQ-UHFFFAOYSA-N 0.000 description 1
- TTZZWTVMSULZOC-UHFFFAOYSA-N 7-nitro-9-octylcarbazole-2-carbaldehyde Chemical compound C1=C([N+]([O-])=O)C=C2N(CCCCCCCC)C3=CC(C=O)=CC=C3C2=C1 TTZZWTVMSULZOC-UHFFFAOYSA-N 0.000 description 1
- QOBHAZPUGZRPSV-UHFFFAOYSA-N 9-methylcarbazole-2-carbaldehyde Chemical compound C1=C(C=O)C=C2N(C)C3=CC=CC=C3C2=C1 QOBHAZPUGZRPSV-UHFFFAOYSA-N 0.000 description 1
- XJKJXUQDRFDTOU-UHFFFAOYSA-N 9h-acridine-10-carbaldehyde Chemical compound C1=CC=C2N(C=O)C3=CC=CC=C3CC2=C1 XJKJXUQDRFDTOU-UHFFFAOYSA-N 0.000 description 1
- MFOWHGLWSHZGCA-UHFFFAOYSA-N 9h-fluorene-1-carbaldehyde Chemical compound C1C2=CC=CC=C2C2=C1C(C=O)=CC=C2 MFOWHGLWSHZGCA-UHFFFAOYSA-N 0.000 description 1
- 229910006404 SnO 2 Inorganic materials 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- OVJMIWIVPWPZMN-UHFFFAOYSA-N dibenzofuran-2-carbaldehyde Chemical compound C1=CC=C2C3=CC(C=O)=CC=C3OC2=C1 OVJMIWIVPWPZMN-UHFFFAOYSA-N 0.000 description 1
- 239000008151 electrolyte solution Substances 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000011147 inorganic material Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000004973 liquid crystal related substance Substances 0.000 description 1
- OVWYEQOVUDKZNU-UHFFFAOYSA-N m-tolualdehyde Chemical compound CC1=CC=CC(C=O)=C1 OVWYEQOVUDKZNU-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- BTFQKIATRPGRBS-UHFFFAOYSA-N o-tolualdehyde Chemical compound CC1=CC=CC=C1C=O BTFQKIATRPGRBS-UHFFFAOYSA-N 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- FXLOVSHXALFLKQ-UHFFFAOYSA-N p-tolualdehyde Chemical compound CC1=CC=C(C=O)C=C1 FXLOVSHXALFLKQ-UHFFFAOYSA-N 0.000 description 1
- QECIGCMPORCORE-UHFFFAOYSA-N phenanthrene-9-carbaldehyde Chemical compound C1=CC=C2C(C=O)=CC3=CC=CC=C3C2=C1 QECIGCMPORCORE-UHFFFAOYSA-N 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 150000003219 pyrazolines Chemical class 0.000 description 1
- QJZUKDFHGGYHMC-UHFFFAOYSA-N pyridine-3-carbaldehyde Chemical compound O=CC1=CC=CN=C1 QJZUKDFHGGYHMC-UHFFFAOYSA-N 0.000 description 1
- BGUWFUQJCDRPTL-UHFFFAOYSA-N pyridine-4-carbaldehyde Chemical compound O=CC1=CC=NC=C1 BGUWFUQJCDRPTL-UHFFFAOYSA-N 0.000 description 1
- WPYJKGWLDJECQD-UHFFFAOYSA-N quinoline-2-carbaldehyde Chemical compound C1=CC=CC2=NC(C=O)=CC=C21 WPYJKGWLDJECQD-UHFFFAOYSA-N 0.000 description 1
- 229910000679 solder Inorganic materials 0.000 description 1
- KBLZDCFTQSIIOH-UHFFFAOYSA-M tetrabutylazanium;perchlorate Chemical compound [O-]Cl(=O)(=O)=O.CCCC[N+](CCCC)(CCCC)CCCC KBLZDCFTQSIIOH-UHFFFAOYSA-M 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 description 1
- FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 description 1
- 235000012141 vanillin Nutrition 0.000 description 1
- 238000007740 vapor deposition Methods 0.000 description 1
Landscapes
- Electrochromic Elements, Electrophoresis, Or Variable Reflection Or Absorption Elements (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP58158633A JPS6051775A (ja) | 1983-08-30 | 1983-08-30 | エレクトロクロミック材料 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP58158633A JPS6051775A (ja) | 1983-08-30 | 1983-08-30 | エレクトロクロミック材料 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6051775A JPS6051775A (ja) | 1985-03-23 |
| JPH0376353B2 true JPH0376353B2 (enExample) | 1991-12-05 |
Family
ID=15675971
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP58158633A Granted JPS6051775A (ja) | 1983-08-30 | 1983-08-30 | エレクトロクロミック材料 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6051775A (enExample) |
-
1983
- 1983-08-30 JP JP58158633A patent/JPS6051775A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6051775A (ja) | 1985-03-23 |
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