JP2612955C - - Google Patents

Info

Publication number

JP2612955C

JP2612955C JP2612955C JP 2612955 C JP2612955 C JP 2612955C JP 2612955 C JP2612955 C JP 2612955C

Authority

JP

Japan

Prior art keywords

oxalate

red

bis

chemiluminescence

perylenedicarboximide

Prior art date

1999-08-23

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

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• 229910052757 nitrogen Inorganic materials 0.000 claims description 27
• -1 oxalate compound Chemical class 0.000 claims description 25
• MHAJPDPJQMAIIY-UHFFFAOYSA-N hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 14
• 239000000203 mixture Substances 0.000 claims description 13
• 150000001875 compounds Chemical class 0.000 claims description 11
• MUBZPKHOEPUJKR-UHFFFAOYSA-L oxalate Chemical compound [O-]C(=O)C([O-])=O MUBZPKHOEPUJKR-UHFFFAOYSA-L 0.000 claims description 11
• 239000007850 fluorescent dye Substances 0.000 claims description 9
• 239000002904 solvent Substances 0.000 claims description 6
• 238000006243 chemical reaction Methods 0.000 claims description 4
• PBUQZKXKYSAJDO-UHFFFAOYSA-M 2-[(2-methylpropan-2-yl)oxycarbonyl]benzoate Chemical group CC(C)(C)OC(=O)C1=CC=CC=C1C([O-])=O PBUQZKXKYSAJDO-UHFFFAOYSA-M 0.000 claims 1
• TZZLVFUOAYMTHA-UHFFFAOYSA-N Bis-(2,4,5-trichloro-6-(pentyloxycarbonyl)phenyl)oxalate Chemical group CCCCCOC(=O)C1=C(Cl)C(Cl)=CC(Cl)=C1OC(=O)C(=O)OC1=C(Cl)C=C(Cl)C(Cl)=C1C(=O)OCCCCC TZZLVFUOAYMTHA-UHFFFAOYSA-N 0.000 claims 1
• 239000003795 chemical substances by application Substances 0.000 description 7
• 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 description 6
• 239000012190 activator Substances 0.000 description 5
• 125000000217 alkyl group Chemical group 0.000 description 5
• 125000004432 carbon atoms Chemical group C* 0.000 description 4
• 150000003891 oxalate salts Chemical class 0.000 description 4
• 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 4
• 239000007788 liquid Substances 0.000 description 3
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
• 125000001424 substituent group Chemical group 0.000 description 3
• DOIRQSBPFJWKBE-UHFFFAOYSA-N Dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
• 239000003086 colorant Substances 0.000 description 2
• 239000000975 dye Substances 0.000 description 2
• 150000002148 esters Chemical class 0.000 description 2
• 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
• IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
• DKGAVHZHDRPRBM-UHFFFAOYSA-N t-BuOH Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
• 150000003518 tetracenes Chemical class 0.000 description 2
• 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 1
• YYXRIMIOFMDSJK-UHFFFAOYSA-N 1-(2-phenylethynyl)tetracene Chemical compound C1=CC=CC=C1C#CC1=CC=CC2=CC3=CC4=CC=CC=C4C=C3C=C12 YYXRIMIOFMDSJK-UHFFFAOYSA-N 0.000 description 1
• YAPRWYONBPARJD-UHFFFAOYSA-N 6,13-bis(2-phenylethynyl)pentacene Chemical compound C1=CC=CC=C1C#CC(C1=CC2=CC=CC=C2C=C11)=C(C=C2C(C=CC=C2)=C2)C2=C1C#CC1=CC=CC=C1 YAPRWYONBPARJD-UHFFFAOYSA-N 0.000 description 1
• LCNGAJBTDOIZOW-UHFFFAOYSA-M CCCCCOC(=O)C1=C(Cl)C(Cl)=CC(Cl)=C1OC(=O)C([O-])=O Chemical compound CCCCCOC(=O)C1=C(Cl)C(Cl)=CC(Cl)=C1OC(=O)C([O-])=O LCNGAJBTDOIZOW-UHFFFAOYSA-M 0.000 description 1
• NIQCNGHVCWTJSM-UHFFFAOYSA-N Dimethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(=O)OC NIQCNGHVCWTJSM-UHFFFAOYSA-N 0.000 description 1
• SLIUAWYAILUBJU-UHFFFAOYSA-N Pentacene Chemical compound C1=CC=CC2=CC3=CC4=CC5=CC=CC=C5C=C4C=C3C=C21 SLIUAWYAILUBJU-UHFFFAOYSA-N 0.000 description 1
• ABBQHOQBGMUPJH-UHFFFAOYSA-M Sodium salicylate Chemical compound [Na+].OC1=CC=CC=C1C([O-])=O ABBQHOQBGMUPJH-UHFFFAOYSA-M 0.000 description 1
• 239000003708 ampul Substances 0.000 description 1
• 125000003118 aryl group Chemical group 0.000 description 1
• XZMCDFZZKTWFGF-UHFFFAOYSA-N carbodiimide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 1
• 239000003054 catalyst Substances 0.000 description 1
• 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
• 238000004040 coloring Methods 0.000 description 1
• 229960001826 dimethylphthalate Drugs 0.000 description 1
• 238000004090 dissolution Methods 0.000 description 1
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
• 239000011521 glass Substances 0.000 description 1
• 125000001188 haloalkyl group Chemical group 0.000 description 1
• 125000001475 halogen functional group Chemical group 0.000 description 1
• 238000003306 harvesting Methods 0.000 description 1
• 239000007791 liquid phase Substances 0.000 description 1
• 238000004020 luminiscence type Methods 0.000 description 1
• 238000004519 manufacturing process Methods 0.000 description 1
• 239000000463 material Substances 0.000 description 1
• 238000000034 method Methods 0.000 description 1
• 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
• 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
• 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
• 239000003960 organic solvent Substances 0.000 description 1
• 125000005498 phthalate group Chemical class 0.000 description 1
• 238000002360 preparation method Methods 0.000 description 1
• 229960004025 sodium salicylate Drugs 0.000 description 1
• MGIYYNDGQBDWFE-GXTSIBQPSA-M sodium;2-[(2Z)-2-(2-oxonaphthalen-1-ylidene)hydrazinyl]naphthalene-1-sulfonate Chemical compound [Na+].C1=CC2=CC=CC=C2C(S(=O)(=O)[O-])=C1N\N=C/1C2=CC=CC=C2C=CC\1=O MGIYYNDGQBDWFE-GXTSIBQPSA-M 0.000 description 1
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1