JPH0583544B2 - - Google Patents
Info
- Publication number
- JPH0583544B2 JPH0583544B2 JP59252063A JP25206384A JPH0583544B2 JP H0583544 B2 JPH0583544 B2 JP H0583544B2 JP 59252063 A JP59252063 A JP 59252063A JP 25206384 A JP25206384 A JP 25206384A JP H0583544 B2 JPH0583544 B2 JP H0583544B2
- Authority
- JP
- Japan
- Prior art keywords
- general formula
- parts
- compound
- ether
- oxyethylsulfonyl
- 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
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 44
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 26
- 238000000034 method Methods 0.000 claims description 23
- 238000006243 chemical reaction Methods 0.000 claims description 22
- 150000001875 compounds Chemical class 0.000 claims description 17
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 16
- 230000003647 oxidation Effects 0.000 claims description 15
- 238000007254 oxidation reaction Methods 0.000 claims description 15
- 230000008569 process Effects 0.000 claims description 10
- DGVVWUTYPXICAM-UHFFFAOYSA-N βâMercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 claims description 10
- ZNOKGRXACCSDPY-UHFFFAOYSA-N tungsten trioxide Chemical compound O=[W](=O)=O ZNOKGRXACCSDPY-UHFFFAOYSA-N 0.000 claims description 8
- IQUPABOKLQSFBK-UHFFFAOYSA-N 2-nitrophenol Chemical compound OC1=CC=CC=C1[N+]([O-])=O IQUPABOKLQSFBK-UHFFFAOYSA-N 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 239000000460 chlorine Substances 0.000 claims description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
- 238000002955 isolation Methods 0.000 claims description 6
- -1 p-nitrochlorobenzene compound Chemical class 0.000 claims description 6
- 230000009467 reduction Effects 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 230000003197 catalytic effect Effects 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 2
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims description 2
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- 150000001341 alkaline earth metal compounds Chemical class 0.000 claims description 2
- 239000012736 aqueous medium Substances 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- 238000010790 dilution Methods 0.000 claims 1
- 239000012895 dilution Substances 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 238000003756 stirring Methods 0.000 description 26
- 239000000047 product Substances 0.000 description 18
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 16
- 238000002844 melting Methods 0.000 description 14
- 230000008018 melting Effects 0.000 description 14
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 12
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 12
- 239000000203 mixture Substances 0.000 description 11
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 238000004128 high performance liquid chromatography Methods 0.000 description 9
- 238000004809 thin layer chromatography Methods 0.000 description 9
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 8
- 230000007717 exclusion Effects 0.000 description 8
- 229910052760 oxygen Inorganic materials 0.000 description 8
- 239000001301 oxygen Substances 0.000 description 8
- 229910000027 potassium carbonate Inorganic materials 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- 238000001816 cooling Methods 0.000 description 7
- 238000001914 filtration Methods 0.000 description 7
- 238000001035 drying Methods 0.000 description 5
- 238000000921 elemental analysis Methods 0.000 description 5
- 229910052742 iron Inorganic materials 0.000 description 5
- 239000002244 precipitate Substances 0.000 description 5
- 239000007858 starting material Substances 0.000 description 5
- 239000000725 suspension Substances 0.000 description 5
- 150000003568 thioethers Chemical class 0.000 description 5
- 238000005406 washing Methods 0.000 description 5
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 4
- MZDBQSFPAMTTIS-UHFFFAOYSA-N 5-chloro-2-nitrophenol Chemical compound OC1=CC(Cl)=CC=C1[N+]([O-])=O MZDBQSFPAMTTIS-UHFFFAOYSA-N 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 238000006193 diazotization reaction Methods 0.000 description 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 4
- 238000006722 reduction reaction Methods 0.000 description 4
- 235000002639 sodium chloride Nutrition 0.000 description 4
- ORLPGMKKCAEWOW-UHFFFAOYSA-N 1-chloro-2,5-dimethoxy-4-nitrobenzene Chemical compound COC1=CC([N+]([O-])=O)=C(OC)C=C1Cl ORLPGMKKCAEWOW-UHFFFAOYSA-N 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-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
- 239000001257 hydrogen Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 230000007062 hydrolysis Effects 0.000 description 3
- 238000006460 hydrolysis reaction Methods 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 239000000543 intermediate Substances 0.000 description 3
- 239000012452 mother liquor Substances 0.000 description 3
- 230000007935 neutral effect Effects 0.000 description 3
- 239000007800 oxidant agent Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000002002 slurry Substances 0.000 description 3
- 235000011121 sodium hydroxide Nutrition 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 238000000967 suction filtration Methods 0.000 description 3
- IYEYVENLOJDTII-UHFFFAOYSA-N 1-bromo-2,5-diethoxy-4-nitrobenzene Chemical compound CCOC1=CC([N+]([O-])=O)=C(OCC)C=C1Br IYEYVENLOJDTII-UHFFFAOYSA-N 0.000 description 2
- CNOXJOUJOZTIKY-UHFFFAOYSA-N 1-chloro-2-methoxy-5-methyl-4-nitrobenzene Chemical compound COC1=CC([N+]([O-])=O)=C(C)C=C1Cl CNOXJOUJOZTIKY-UHFFFAOYSA-N 0.000 description 2
- ABEUJUYEUCCZQF-UHFFFAOYSA-N 4-chloro-2-methoxy-1-nitrobenzene Chemical compound COC1=CC(Cl)=CC=C1[N+]([O-])=O ABEUJUYEUCCZQF-UHFFFAOYSA-N 0.000 description 2
- QWMFKVNJIYNWII-UHFFFAOYSA-N 5-bromo-2-(2,5-dimethylpyrrol-1-yl)pyridine Chemical compound CC1=CC=C(C)N1C1=CC=C(Br)C=N1 QWMFKVNJIYNWII-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- AAQNGTNRWPXMPB-UHFFFAOYSA-N dipotassium;dioxido(dioxo)tungsten Chemical compound [K+].[K+].[O-][W]([O-])(=O)=O AAQNGTNRWPXMPB-UHFFFAOYSA-N 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 230000033444 hydroxylation Effects 0.000 description 2
- 238000005805 hydroxylation reaction Methods 0.000 description 2
- WQYVRQLZKVEZGA-UHFFFAOYSA-N hypochlorite Chemical compound Cl[O-] WQYVRQLZKVEZGA-UHFFFAOYSA-N 0.000 description 2
- 239000005457 ice water Substances 0.000 description 2
- 150000002828 nitro derivatives Chemical class 0.000 description 2
- 229910000510 noble metal Inorganic materials 0.000 description 2
- 239000000985 reactive dye Substances 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- 150000003457 sulfones Chemical class 0.000 description 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 2
- CMPGARWFYBADJI-UHFFFAOYSA-L tungstic acid Chemical compound O[W](O)(=O)=O CMPGARWFYBADJI-UHFFFAOYSA-L 0.000 description 2
- BCMCBBGGLRIHSE-UHFFFAOYSA-N 1,3-benzoxazole Chemical compound C1=CC=C2OC=NC2=C1 BCMCBBGGLRIHSE-UHFFFAOYSA-N 0.000 description 1
- KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 description 1
- AUCRWWWSFGZHBK-UHFFFAOYSA-N 1,4-diethoxy-2-nitrobenzene Chemical compound CCOC1=CC=C(OCC)C([N+]([O-])=O)=C1 AUCRWWWSFGZHBK-UHFFFAOYSA-N 0.000 description 1
- JTPZTKBRUCILQD-UHFFFAOYSA-N 1-methylimidazolidin-2-one Chemical compound CN1CCNC1=O JTPZTKBRUCILQD-UHFFFAOYSA-N 0.000 description 1
- VIIYYMZOGKODQG-UHFFFAOYSA-N 2-nitrobenzene-1,4-diol Chemical compound OC1=CC=C(O)C([N+]([O-])=O)=C1 VIIYYMZOGKODQG-UHFFFAOYSA-N 0.000 description 1
- RTZZCYNQPHTPPL-UHFFFAOYSA-N 3-nitrophenol Chemical compound OC1=CC=CC([N+]([O-])=O)=C1 RTZZCYNQPHTPPL-UHFFFAOYSA-N 0.000 description 1
- CVICEEPAFUYBJG-UHFFFAOYSA-N 5-chloro-2,2-difluoro-1,3-benzodioxole Chemical group C1=C(Cl)C=C2OC(F)(F)OC2=C1 CVICEEPAFUYBJG-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- MKYBYDHXWVHEJW-UHFFFAOYSA-N N-[1-oxo-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propan-2-yl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(C(C)NC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 MKYBYDHXWVHEJW-UHFFFAOYSA-N 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- JLFVIEQMRKMAIT-UHFFFAOYSA-N ac1l9mnz Chemical compound O.O.O JLFVIEQMRKMAIT-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000010933 acylation Effects 0.000 description 1
- 238000005917 acylation reaction Methods 0.000 description 1
- 238000006136 alcoholysis reaction Methods 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910000272 alkali metal oxide Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910000287 alkaline earth metal oxide Inorganic materials 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 150000001346 alkyl aryl ethers Chemical class 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000000010 aprotic solvent Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 238000010531 catalytic reduction reaction Methods 0.000 description 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 1
- 238000005352 clarification Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 230000009849 deactivation Effects 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- LRMHFDNWKCSEQU-UHFFFAOYSA-N ethoxyethane;phenol Chemical compound CCOCC.OC1=CC=CC=C1 LRMHFDNWKCSEQU-UHFFFAOYSA-N 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 230000004941 influx Effects 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000007689 inspection Methods 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 150000004692 metal hydroxides Chemical class 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 238000006396 nitration reaction Methods 0.000 description 1
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Substances [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 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
- 229910052763 palladium Inorganic materials 0.000 description 1
- 150000008379 phenol ethers Chemical class 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000008363 phosphate buffer Substances 0.000 description 1
- 238000003918 potentiometric titration Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 238000005185 salting out Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000012258 stirred mixture Substances 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical class [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- 229910001930 tungsten oxide Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
ãçºæã®è©³çŽ°ãªèª¬æã
æ¬çºæã®å¯Ÿè±¡ã¯ãäžè¬åŒïŒïŒ
ãåã
ïŒåŒäžïŒ²ã¯æ°ŽçŽ åååã¯ïŒâïŒåã®ççŽ ååãæ
ããã¢ã«ãã«åºããããŠR1ã¯æ°ŽçŽ åååã¯å€«ã
ïŒâïŒåã®ççŽ ååãæããã¢ã«ãã«âåã¯ã¢ã«
ã³ãã·åºãæå³ããïŒ ã§ç€ºãããïŒâãªãã·ãšãã«ã¹ã«ããã«âïŒâã¢
ããããšããŒã«ïŒâãšãŒãã«ïŒã®å ¬ç¥ã®è£œæ³ã«æ¯
èŒããŠå·¥æ¥çã«æå©ãªãå å°ã®ã¿ã®æ®µéãå æ¬ã
ãå ¬å®³ã®å å°ãªè©²è£œæ³ã§ããã åèšäžè¬åŒïŒïŒã®ïŒâãªãã·ãšãã«ã¹ã«ãã
ã«âïŒâã¢ããããšããŒã«ïŒâãšãŒãã«ïŒã¯äŸ¡å€
ã®é«ãææäžéäœã§ãããããŠç¹ã«åå¿æ§ææã®
補é ã«äœ¿çšãããããã®å·¥æ¥ç補æ³ã¯ãåŸæ¥ïœâ
ã¢ããããšããŒã«ããã®ïŒâãªãã·ãšãã«ã¹ã«ã
ãã«âïŒâã¢ããããšããŒã«ïŒïŒ²ïŒR1ïŒïŒšïŒã®
å Žå次ã®åå¿åŒã«ããïœâã¢ããããšããŒã«ãå°¿
çŽ ã§ãã³ãŸãªããµãŸãŒã«ã«ç°åãïŒã¢ããâåã³
ããããã·å®èœã®ä¿è·ïŒãéå°ã®ã¯ãã«ã¹ã«ãã³
é žã§ïŒå Žåã«ããå¡©åããªãã«ã®ååšäžïŒã¹ã«ã
ã¯ãã«åããåŒãç¶ããŠé žæ§äºç¡«é žå¡©ïŒèæ§ãœãŒ
ã液ã§éå ããããŠãšãã¬ã³ãªãã·ããšçž®åã
ãããããŠæåŸã«ç¡«é žã«ããç°å æ°Žå解äžïŒâãª
ãã·ãšãã«ã¹ã«ããã«âïŒâã¢ããããšããŒã«
ïŒåã¯ãã®ç¡«é žãšã¹ãã«ïŒã«è»¢åãããŠè¡ãã
ãïŒ ãåã ãåã 察å¿ããããšããŒã«ãšãŒãã«ïŒäžè¬åŒäžïŒ²ïŒ
ã¢ã«ãã«ïŒã®å Žåå·¥æ¥ç補é ã¯åŸæ¥æ¬¡ã®åå¿åŒã«
åŸããåºç€ã«ãªã€ãŠããã¢ãã³ã®ã¢ã·ã«åã«ãã
è¡ãããããã«äžèšã®åŸç¶åå¿ãé¡äŒŒããŠç¶ããŠ
è¡ãããæåŸã«ïŒâãªãã·ãšãã«ã¹ã«ããã«âïŒ
âã¢ããããšããŒã«ãšãŒãã«ïŒåã¯ãã®ç¡«é žãšã¹
ãã«ïŒãåŸãããïŒ ãåã ãåã ãããå€æ®µéæ¹æ³ã¯å·¥æ¥çã«éåžžã«çµè²»ããã
ãããããŠãç¹æ®ãªè£ 眮ãå¿ èŠãšããããŠéåžžãª
çæ°Žå ¬å®³ïŒã¹ã«ãã¯ãã«åããã®å¡©âåã³ç¡«é žã
äºç¡«é žå¡©ã®éå ããã®å¡©ããšãã¬ã³ãªãã·ãâäº
次çæç©ïŒã§ããã ã€ãŠãããããæ ãããã®æ¹
æ³ã¯çµæžçã§ãªãã åŸã€ãŠãå ããªæ®µéããå«ãŸãããã€ç°å¢æ±æ
ã®å°ãªãå·¥æ¥çã«æå©ãªåææ³ã§ããããã®äŸ¡å€
ã®é«ãæè²äžéäœãçµæžçãªæ¹æ³ã§å ¥æã§ããã
ãã«ãããšãã課é¡ããã€ãã ãã®èª²é¡ã¯æ¬çºæã«ãããïŒïŒïŒâãžã¯ãã«â
åã¯âãžããã âããããã³ãŒã³ã®éšåçå æ°Žå
解åã¯ã¢ã«ã³ãªã·ã¹ã«ãã容æã«åŸãããïŒâã¯
ãã«ïŒåã¯ããã ïŒâïŒâãããããšããŒã«åã¯
ãã®ã¢ã«ãã«ãšãŒãã«åã³ããã²ã³âããããã
ã³ãžã¢ã«ãã«ãšãŒãã«ã®ãããåã«ããå·¥æ¥çã«
é«åçã§å ¥æã§ããïŒâã¯ãã«âïŒåã¯ããã ïŒâ
ïŒâãããããããããã³âãžã¢ã«ãã«ãšãŒãã«
ãããªã°ãªã³ãŒã«ãšçž®åãããŠïŒâãããããšã
ãŒã«ïŒãšãŒãã«ïŒâïŒâãªãã·ãšãã«ã¹ã«ãã€ã
ãšãããããŠããããäžéåé¢åã¯å¥œãŸããã¯äž
éåé¢ããã«ãïŒâãªãã·ãšãã«ã¹ã«ããã«âïŒ
âãããããšããŒã«ïŒâãšãŒãã«ïŒã«é žåããã
ãšã«ãã€ãŠè§£æ±ºããããæåŸã®ãããåºã®éå
ã¯ãäžè¬åŒïŒïŒã§è¡šãããææã®ç®ççæç©ã
æå°éã®åæ段éæ°ã«ãããé«ãåçåã³å質ã§
äžããã ããæ æ¬çºæã¯äžè¬åŒïŒïŒ ãåã ïŒåŒäžïŒ²ã¯æ°ŽçŽ åååã¯ïŒâïŒåã®ççŽ ååãæ
ããã¢ã«ãã«åºããããŠR1ã¯æ°ŽçŽ åååã¯å€«ã
ïŒâïŒåã®ççŽ ååãæããã¢ã«ãã«âåã¯ã¢ã«
ã³ãã·åºãæå³ããïŒ ã§ç€ºãããïŒâãªãã·ãšãã«ã¹ã«ããã«âïŒâã¢
ããããšããŒã«ïŒâãšãŒãã«ïŒã補é ããæ¹æ³ã«
æŒãŠãäžè¬åŒïŒïŒ ãåã ïŒåŒäžïŒ²åR1ã¯åèšã®æå³ãæããããŠïŒžã¯å¡©
çŽ âåã¯èçŽ ååãæå³ããïŒ ã§ç€ºãããïŒâã¯ãã«âïŒïŒåã¯ããã ïŒâïŒâã
ããããšããŒã«åã¯ãã®ã¢ãã¢ã«ãã«ãšãŒãã«ã
ããªã°ãªã³ãŒã«ãšçž®åãããŠãäžè¬åŒïŒïŒ ãåã ïŒåŒäžïŒ²åã³R1ã¯åèšã®æå³ãæããïŒ ã§ç€ºãããïŒâãããããšããŒã«ïŒâãšãŒãã«ïŒ
âïŒâãªãã·ãšãã«ã¹ã«ãã€ããšããããããäž
éåé¢ããã«ãäžè¬åŒïŒïŒ ãåã ïŒåŒäžïŒ²åã³R1ã¯åèšã®æå³ãæããïŒ ã§ç€ºãããïŒâïŒãªãã·ãšãã«ã¹ã«ããã«âïŒâ
ãããããšããŒã«ïŒâãšãŒãã«ïŒã«é žåããããŠ
åŸè ãäžèšäžè¬åŒïŒïŒã®ååç©ã«éå ãããã®
éå šãŠã®å·¥çšãçŽæ°Žæ§åªäœäžã§å®æœããããšãç¹
城ãšããäžèšè£œé æ¹æ³ã«é¢ããã ãããåºã«ãã掻æ§åãããããã²ã³ååãšã
ãªã°ãªã³ãŒã«ãšã®ãããã¢ãªãŒã«âãªãã·ãšãã«
ã¹ã«ãã€ããžã®åå¿ã¯ãªãã»ã©ååçã«å ¬ç¥ã§ã
ãïŒãã€ãç¹èš±åºé¡å ¬é第3135367å·å ¬å ±åç §ïŒ
ãããŠïœâãããããã²ã³ãã³ãŒã³ã®å Žåé«åç
ã§åŸããããããã«å¯Ÿãïœâç°æ§äœã®å Žåäºç¥ã§
ããªãåå¿ãèšèŒãããŠããïŒJ.Chem.Soc.
1927ã1668åç §ïŒãããã¯ãå·¥æ¥çã«åçããã®
ã«è²»çšããããã®ã§å·¥æ¥çã«å¥œãŸãããªãäºæ¥µæ§
ã®éãããã³æº¶å€ïŒãžã¡ãã«ãã«ã ã¢ããããžã¡
ãã«ã¢ã»ãã¢ãããâã¡ãã«ãããªãã³ãŸãã¯
âã¡ãã«ã€ãããŸãªãžãã³ïŒã䜿çšãããªãé
ããæé©ã®æé ã§ïŒãã€ãç¹èš±åºé¡å ¬é第
3135367å·å ¬å ±ã«ããïŒãäžçšåºŠã®åçïŒ60ã75
ïŒ ïŒã§ã¯ããããã©ããææã®ïŒâãããâãªã
ã·ãšãã«ã¹ã«ãã€ããçæããã ããæ ãããã²ã³â倱掻æ§åºïŒã¢ã«ãã«âãã¢
ã«ã³ãã·âãããããã·åºïŒã«ãããªãäžéœåã«
眮æãããŠããïœâãããâããã²ã³ãã³ãŒã³
ïŒäžè¬åŒåç §ïŒããèªäœã倫ã ã®æº¶å€ã®äžååš
äžå³ã¡æ°Žæº¶æ¶²åã¯æžæ¿æ¶²äžã§ããªã°ãªã³ãŒã«ãšé«
ãåçåã³çŽåºŠã§äžè¬åŒïŒïŒã§è¡šãããææã®
ããªãšãŒãã«ã«çž®åã§ããããšã¯é©ãã¹ãããšã§
ãã€ãŠãäºæãåŸãªãã€ãã ã¢ãªãŒã«âã¢ã«ãã«âããªãšãŒãã«ã®å¯Ÿå¿ãã
ã¹ã«ãã³ãžã®é žåãååçã«å ¬ç¥ã§ããïŒãã€ã
é£éŠç¹èš±ç¬¬944607å·ãé žåå€ïŒã¢ã«ã«ãªæº¶æ¶²äžã®
次äºå¡©çŽ é žå¡©ïŒç¹å ¬æ43â24661å·å ¬å ±ãé žå
å€ïŒéçé žå¡©ã®ååšäžã«ãããéé žåæ°ŽçŽ ïŒãã€
ãç¹èš±åºé¡å ¬é第3135367å·å ¬å ±ãé žåå€ïŒè§Šåª
éã®ã¿ã³ã°ã¹ãã³é žã®ååšäžã«ãããéé žåæ°Ž
çŽ ãåç §ïŒããã€ãé£éŠç¹èš±ç¬¬944607å·åã³ç¹å ¬
æ43â24661å·å ¬å ±ããå ¬ç¥ã®é žåæ³âããã¯ã¢
ã«ã«ãªæ§åªäœäžã§è¡ãããâã®é©çšã¯ãæ¬çºæã«
ããéžæãããäžè¬åŒïŒïŒã®ããªãšãŒãã«ã®äœ¿
çšã®å Žåå šã倱æã«çµãããäºæž¬ã§ããªãåå¿ã§
åºçºååç©ã®å解âåã³ïŒåã¯é žåçæç©ãäŸå€
ãªãåŸããããäžè¬åŒïŒïŒã§è¡šãããææã®ã®
ïŒâãªãã·ãšãã«ã¹ã«ããã«âïŒâãããããšã
ãŒã«ïŒâãšãŒãã«ïŒã¯æ±ºããŠåé¢å¯èœéã§çæã
ãªãããã€ãç¹èš±åºé¡å ¬é第3135367å·å ¬å ±ãã
å ¬ç¥ãªæ¹æ³ãPHâå€ïŒïŒïŒïŒâïŒã®PHâç¯å²ãç¹
èš±è«æ±ã®ç¯å²ã«ç€ºãããŠããïŒã§å®æœããã°ãå
æ§ã«å€±æãããããçµæãåŸãããã ããã«å¯Ÿãåå¿ã觊åªéã®ã¿ã³ã°ã¹ãã³é žã®å
åšäžïŒâïŒã®PHâç¯å²ã§éé žåæ°ŽçŽ ãçšããŠå®æœ
ããã°ãäžè¬åŒïŒïŒã®ããªãšãŒãã«ã®äžè¬åŒ
ïŒïŒã®ãªãã·ãšãã«ã¹ã«ãã³ãžã®é žåãåæ»ã«ã
é«åçã§é²è¡ãããå ããªPHâå€æŽã®ã¿ã®å Žåã«
æŒãŠé žåçµéã®ãã®æ¿çãªå€åã¯ããèªäœæ¢ã«é©
ãã¹ãããšã§ããã䜵ããªãé©ãã¹ãããšã¯ãã
ãšããŒã«åã³ããšããŒã«ãšãŒãã«âãããã¯äŸå€
ãªãäžè¬åŒïŒïŒã®ååç©ã§ããåŠãâãäžå®ã®
åå¿æ¡ä»¶äžã§ãæ žã®ããããã·ã«åãèµ·ãããã«
H2O2ãšåå¿ãããããšãã§ãããšäºãããšã§ã
ããå³ã¡æç®äžå ¬ç¥ãªæ¹æ³ïŒHoubenâWeyl ïŒïŒ
1CïŒç¬¬30é 以äžåç §ïŒã§éé žåæ°ŽçŽ ããããã
ã·âåã¯ã¢ã«ã³ãã·âããšãã«ãªãã·ãšãã«âã¹
ã«ãã€ãïŒäžè¬åŒïŒã«äœçšãããéç¡«é»æ©ã®é ž
åã®ã»ãã«åã¯è©²é žåã®ä»£ãã«ããšãã«æ žã®ãã
ããã·ã«åãè¡ãããããã«ããäºç¥ãåŸãªãç
æç©æ··åç©åããã«ããäžååãªåçãåŸããã
ããšãäºæãåŸãããã®äžæåããæ°Žå«æç³»ã«æŒ
ããåå¿ã®éäžè¬åŒïŒïŒã®ããªãšãŒãã«ïŒïŒ²ïŒ
ã¢ã«ãã«ïŒã«æŒãããããåºã«å¯Ÿããâäœã®ã¢
ã«ã³ãã·åºã®å æ°Žå解ãæé€ãåŸãªãã€ãã ãã®æ§ãªå¯åå¿ã¯å€åæããPHã«äŸåããŠé²è¡
ããäžè¬åŒïŒïŒã®ããªãšãŒãã«ãšéé žåæ°ŽçŽ ãš
ã®åå¿ã®å Žåãåæã«äžŠåããŠåã³ïŒåã¯çžæ¬¡ã
ã§é²è¡ããããŠPHâç¯å²ïŒïŒåã³ïŒïŒã«æŒãŠå°±äž
å šãäºç¥ãåŸãªãåå¿ãçããããã¯äžè¬åŒ
ïŒïŒã®æ±ããããæçµçæç©ã®åäžåé¢ãæé«
ã«æŽ»çšããç®çã®éæãæããã»ãšãã©ããªãã ããæ ïŒâïŒã®PHâç¯å²ã«æŒãŠæ°Žæº¶æ§åã¯æžæ¿
液äžã§ïŒâãããããšããŒã«âïŒâãšãŒãã«ïŒâïŒ
âãªãã·ãšãã«ã¹ã«ãã€ãïŒäžè¬åŒïŒã«æŒãã
ããªãšãŒãã«æ©ã®æå³ãããé žåãéžæçã«ãã
ãŠå®å šã«å®æœããããŠäžè¬åŒïŒïŒã®ãããåå
ç©ãšå°ããšãååŠéè«çéïŒïŒã¢ã«ïŒã®éé žåæ°Ž
çŽ ãšã®ã¿ã³ã°ã¹ãã³é žå¡©âæ¥è§Šåå¿ã®éæ±ããã
ãïŒâãªãã·ãšãã«ã¹ã«ããã«âïŒâãããâã
ãšããŒã«ïŒâãšãŒãã«ïŒïŒäžè¬åŒïŒãé«åçã§
åŸãããšãã§ããããšã¯ãªãããé©ãã¹ãããšã§
ãã€ãã æ¬çºæã«ããPHâç¯å²ã¯ããããã·ã«åºå«æåº
çºçæç©ïŒäžè¬åŒãïŒïŒšïŒã®äœ¿çšã®å ŽåOH
âåºã®å€±æŽ»æ§äœçšã塩圢æã«ããé€ãããããšã
æé€ããã®ã§ãé žåã®åæ»ãªé²è¡ããŸããŸãäºæ
ããåŸãªããããæ æ¬çºæã«ããæ¹æ³ã¯ç¹èš±è«æ±
ã®ç¯å²ã«èšèŒã®ç®çæ£æç©ã«é¢ããŠæ°èŠã§ããã
é©ãã¹ãããšã§ãããããŠåŸæ¥ã®æè¡æ°Žæºã«æ¯èŒ
ããŠçµæžçã«åã³çæ åŠçã«åªããŠãããããŠã
ãæ èããæè¡çé²æ©ãæäŸããã æ¬æ¹æ³ã¯ã詳现ã«ã¯äžè¬åŒïŒïŒã«ããã眮æ
ãããïœâãããâããã²ã³ãã³ãŒã³ãå°ããšã
ååŠéè«çéã®ããªã°ãªã³ãŒã«åã³å Žåã«ããæ°Ž
ïŒåå¿ã®åçžã«æŒãŠååãªæ¹ææ§ãéæãããã
ã®ïŒãšå ±ã«50â90â奜ãŸããã¯65â80âã®æž©åºŠã«
å ç±ããããŠæ¬¡ã«ïŒâïŒæé奜ãŸããã¯ïŒâïŒæ
éã®éã«ãå°ããšãååŠéè«çéã®é žçµåæ§ã¢ã«
ã«ãªéå±åã¯ã¢ã«ã«ãªåé¡éå±ååç©äŸãã°ã¢ã«
ã«ãªéå±åã¯ã¢ã«ã«ãªåé¡éå±é žåç©ãâæ°Žé žå
ç©åã¯âçé žå¡©å¥œãŸããã¯çé žãããªãŠã åã¯ç¹
ã«çé žã«ãªãŠã ïŒïŒ²ïŒïŒšã®äžè¬åŒïŒïŒã®ååç©
ã®äœ¿çšã®å Žåäžè¬åŒïŒïŒã®ååç©ïŒã¢ã«åœãç
é žå¡©ïŒã¢ã«ãâ ã®äžè¬åŒïŒïŒã®ååç©ã®äœ¿
çšã®å Žåäžè¬åŒïŒïŒã®ååç©ïŒã¢ã«åœãçé žå¡©
0.5ã¢ã«ïŒãå°ããã€å°å ¥ããããšã«ãã€ãŠéè¡
ãããããã®åŸåå¿ãçµäºãããŸã§ïŒèå±€ã¯ãã
ãã°ã©ãã€ãŒåã¯HPLCã«ããæ€æ»ïŒïŒHPLCïŒ
é«æ§èœæ¶²äœã¯ãããã°ã©ãã€ãŒåæïŒæ··åç©ãç¶
ããŠæ¹æãïŒïŒâ10æéïŒãããŠæ¬¡ã«é žïŒé±âå
ã¯é ¢é žïŒã®æµå ¥ã«ããïŒâïŒã®PHâå€ã«èª¿æŽã
ããçæããïŒâãããããšããŒã«ïŒâãšãŒã
ã«ïŒâïŒâãªãã·ãšãã«ã¹ã«ãã€ãïŒäžè¬åŒïŒ
ã宀枩ã«å·åŽåŸãéããŠé«åçã§åé¢ããããšã
ã§ããã䜵ãåŸãããæžæ¿æ¶²ã«è§Šåªéã®äžé žåã¿
ã³ã°ã¹ãã³åã¯ã¢ã«ã«ãªéå±ã¿ã³ã°ã¹ãã³é žå¡©
ïŒäžè¬åŒïŒïŒã®åºçºååç©ïŒã¢ã«åœãïŒâ10ïœïŒ
ã®æ·»å åŸåã³å Žåã«ããæ°Žã§çšéåŸå°ããšãååŠ
éè«çéã®éé žåæ°ŽçŽ ïŒäžè¬åŒã®ååç©ïŒã¢ã«
åœãïŒã¢ã«ïŒãå ããããŠé žåçµäºåŸïŒDCïŒïŒè
å±€ã¯ãããã°ã©ãã€ãŒïŒåã¯HPLCã«ããæ€æ»ã
åŸæ¹ææéçŽïŒâïŒæéïŒåŸããã溶液åã¯æžæ¿
液ããäžè¬åŒã®çæç©ãïŒâ20âã«å·åŽããŠæ¶
åºããããããŠæ¬¡ã«ãéã«ããåé¢ããã®ãäžå±€
æå©ã§ããã ãããåºã®æçµçéå ã¯éèšççã§ããããã
ã¯äŸãã°å ¬ç¥ã®æ¹æ³ã«ããäŸãã°éâåã¯ããã±
ã«åã¯è²Žéå±â觊åªã®æ¥è§Šéå ã«ããæ°Žæ§ç³»äžã§
å®æœããããŠç®ççæç©ïŒäžè¬åŒïŒãåªããå
質åã³åçã§äžããããšãã§ããã åœç¶æ¬çºæã«ããæ¹æ³ã®å¥ã ã®æ®µéãåç¬ã«ã
åã¯çµã¿åãããŠæ £çšã®æº¶å€âåã¯çšéå€âãã
ãã¯åå¿æ¡ä»¶äžååã«å®å®ã§ããéãâã®ååšäž
å®æœããããšãã§ããã䜵ãããã«ããçŽæ°Žæ§ç³»
åã³åŸã€ãŠå·¥æ¥çã«éåžžãªè£ 眮ã«æŒããæ®ã«ç°¡å
ãªæ¹æ³å®æœã®é·æã¯éšåçã«æ¶å€±ãïŒç¹æ®ãªè£ 眮
ã«æŒãã溶å€âãéåã³ïŒåã¯åçïŒãåçå
ã³ïŒåã¯å質ã«ãã©ã¹ã®åœ±é¿ããããŒãããšãªã
ã«æº¶å€âæ倱ã«ããè¿œå ççµè²»ãçãããããæ
ãã®æ§ãªæ¹æ³ã¯å¥œãŸãããªãã 次äŸã«ããæ¬æ¹æ³ã詳现ã«èª¬æããããæ¬æ¹æ³
ã¯ãããäŸã«éå®ãããã¹ãã§ãªãã äŸ ïŒ ïŒâã¯ãã«âïŒâãããããšããŒã«347éšãã
ãªã°ãªã³ãŒã«300éšåã³æ°Ž200éšãããªãæ··åç©ã
70â75âã«å ç±ããããŠãã®æž©åºŠã§æ¹æåã³é žçŽ
æé€äžïŒæé以å ã«åºäœçé žã«ãªãŠã 350éšãå
ããŠå ãããèå±€ã¯ãããã°ã©ãã€ãŒæ€æ»ã«ãã
åºçºååç©ããæ©ãæ€åºã§ããªããªããŸã§ïŒâïŒ
æéåŸæ¹æãã宀枩ã«å·åŽããããŠ30ïŒ å¡©é žçŽ
425éšã®æ»Žå ã«ããPHïŒã«ãããã®éïŒâããã
ããšããŒã«âïŒâãªãã·ãšãã«ã¹ã«ãã€ãã¯é»è²
çµæ¶ã§æ²æ®¿ãããããã10â15âã§ããããšäžã§
ã®åžåŒãéã«ããåé¢ããããŠäžæ§ã«ãªããŸã§ã®
æŽæµåã³50â60âã«æŒããç空äžã®ä¹Ÿç¥åŸèç¹85
â86âã®ïŒâãããããšããŒã«âïŒâãªãã·ãšã
ã«ã¹ã«ãã€ã394éšãåŸãããããã¯ïŒâã¯ãã«
âïŒâãããããšããŒã«ã«å¯Ÿãçè«å€ã®91.6ïŒ å
çã«çžåœããã çæç©ã¯ã¯ãããã°ã©ãã€ãŒçã«çŽç²ã§ããã
ããŠå çŽ åæã«æŒãŠãã®æ§é ã«çžåœããå€ã瀺ã
ïŒèšç®å€ïŒNO2ïŒ21.4ïŒ ïŒïŒ³ïŒ14.9ïŒ ïŒOHïŒ7.9
ïŒ ïŒClïŒ0.0ïŒ ïŒå®æž¬å€ïŒNO2ïŒ21.4ïŒ21.5ïŒ ïŒ
ïŒ15.0ïŒ ïŒOHïŒ7.9ïŒ8.1ïŒ ïŒæ®çâClïŒ0.012
ïŒ ïŒã çé žã«ãªãŠã ã®ä»£ãã«å¯Ÿå¿éã®çé žãããªãŠã
ã䜿çšããå Žåã«ã¯ãäžèšã®çµæã«å¹æµããçµæ
ãåŸãããã«ãå°å ¥âåã³åŸæ¹ææéãçŽ50ïŒ ã
ã延é·ããªããã°ãªãã¬ã äŸ ïŒ ïŒâã¯ãã«âïŒâããããããããã³ãžã¡ãã«
ãšãŒãã«435éšãããªã°ãªã³ãŒã«200éšåã³æ°Ž200
éšãããªãæ··åç©ã«55â60âã§æ¹æåã³é žçŽ æé€
äžïŒæé以å ã«åäžã«çé žã«ãªãŠã 175éšå ãã
ããŠåŒãç¶ããŠãåå¿ãå®äºããããšãèå±€ã¯ã
ããã°ã©ãã€ãŒæ€æ»ã瀺ããŸã§ã12â15æé60â
ã§æ¹æããã宀枩ã«å·åŽããããŠé»è²æ²æ®¿ç©ãã
ãããšäžã§åžåŒãéãããäžæ§ã«ãªããŸã§ã®æŽæµ
åã³ç空äž60â80âã§ã®ä¹Ÿç¥åŸèç¹112â113âã®
ïŒâãããâãããããã³ãžã¡ãã«ãšãŒãã«âïŒ
âãªãã·ãšãã«ã¹ã«ãã€ã480éšãåŸããããã
ã¯ïŒâã¯ãã«âïŒâããããããããã³âãžã¡ã
ã«ãšãŒãã«ã«å¯Ÿãçè«å€ã®92.6ïŒ ã®åçã«çžåœã
ããæ¬çæç©ã¯ã¯ãããã°ã©ãã€ãŒçã«çŽç²ã§ã
ããããŠå çŽ åæã§ãã®æ§é ã«çžåœããå€ã瀺ã
ïŒèšç®å€ïŒNO2ïŒ17.8ïŒ ïŒïŒ³ïŒ12.4ïŒ ïŒOCH3ïŒ
23.9ïŒ ïŒClïŒ0.0ïŒ ïŒå®æž¬å€ïŒNO2ïŒ18.0ïŒ17.8
ïŒ ïŒïŒ³ïŒ12.4ïŒ ïŒOCH3ïŒ23.6ïŒ23.8ïŒ ïŒæ®çâ
ClïŒ0.005ïŒ ïŒã äŸ ïŒ äŸïŒã«æŒãŠïŒâã¯ãã«âïŒâãããããããã
ã³ãžã¡ãã«ãšãŒãã«ãæŽé€éã®ïŒâã¯ãã«âïŒâ
ããããããããã³âãžãšãã«ãšãŒãã«ã«æ¿ãã
ããŠãã®ã»ãã¯èšèŒãããæ¹æ³ã§å®æœããã°ãè
ç¹108â110âã®ïŒâããããããããã³âãžãšã
ã«ãšãŒãã«âïŒâãªãã·ãšãã«ã¹ã«ãã€ã260éš
ã幟åäžå±€äœãå質ïŒæ®çâClâå«æçïŒ0.3â
0.4ïŒ ïŒã§åŸãããããã¯ãã®ãŸãç¡æ¡ä»¶ã«é žå
ã«äœ¿çšããããšãã§ããã䜿çšããïŒâã¯ãã«â
ïŒâãããããããã³âãžãšãã«ãšãŒãã«ã«å¯Ÿã
ãåçã¯çè«å€ã®90.8ïŒ ã§ããã äŸ ïŒ ïŒâã¯ãã«âïŒâãããâïœâã¯ã¬ãŸãŒã«ã¡ã
ã«ãšãŒãã«403éšãããªã°ãªã³ãŒã«185éšåã³æ°Ž
220éšãããªãæ··åç©ã«75â80âã§æ¹æåã³é žçŽ
æé€äžïŒæéã®éã§80âã§çé žã«ãªãŠã 175éšã®
飜å氎溶液ãåäžã«å ãããåå¿ãçµäºãããŸã§
ïŒïŒâïŒæéãèå±€ã¯ãããã°ã©ãã€ãŒã«ããæ€
æ»ïŒ80â85âã§åŸæ¹æãã宀枩ã«å·åŽããããŠäž
æ§ã«ãªããŸã§ã®æŽæµåã³ç空äž60âã§ã®ä¹Ÿç¥åŸè
ç¹98â99âã®ïŒâãããâïŒâã¡ããã·ãã«ãšã³
âïŒâãªãã·ãšãã«ã¹ã«ãã€ã432éšãåŸããã
ããã¯ïŒâã¯ãã«âïŒâãããâïœâã¯ã¬ãŸãŒã«
ã¡ãã«ãšãŒãã«ã«å¯Ÿãçè«å€ã®88.8ïŒ ã®åçã«çž
åœãããæ¬çæç©ã¯ã¯ãããã°ã©ãã€ãŒçã«æ®ã
ã©åäžã§ãããããŠãã®ãŸã次ã®é žåã«ç¡æ¡ä»¶ã«
䜿çšããããšãã§ããïŒæ®çClâå«æç0.2â
0.25ïŒ ïŒã äŸ ïŒ ïŒâãããããšããŒã«âïŒâãªãã·ãšãã«ã¹ã«
ãã€ã215éšãã¿ã³ã°ã¹ãã³é žãããªãŠã âäºæ°Ž
åç©ïŒéšåã³æ°Ž1000éšãããªãæ··åç©ã60âã§20
ïŒ é ¢é žã§PHïŒâ5.5ã«èª¿æŽããããŠæ¬¡ã«30åã®é
ã«30ïŒ éé žåæ°ŽçŽ 117éšãå ãããã®éåæã«å
æž©ã80âã«é«ãããåŒãç¶ããŠ80â90âã§å¥ã®æ
éå ã«ãããã«ãåäžã«30ïŒ éé žåæ°ŽçŽ 152éšã
滎å ãããã®éæŸæã§æ®ãã©ç¡è²ãªæº¶æ¶²ãçã
ããïŒæé90â95âã§åŸæ¹æãïŒèå±€ã¯ãããã°
ã©ãã€ãŒã«ããå®å šãªåå¿ã®æ€æ»ïŒãããŠæ¬¡ã«æ¹
æäž10â15âã«å·åŽããããã®å Žååé¢ããçµæ¶
ãåžåŒãéããæ°Žã§ïŒåã«ããŒããããŠç空äž60
â80âã§ä¹Ÿç¥ããã èç¹140â142âã®ïŒâãªãã·ãšãã«ã¹ã«ããã«
âïŒâãããããšããŒã«234éšãåŸãããããã¯
䜿çšååç©ã«å¯Ÿãçè«å€ã®94.7ïŒ ã®åçã«çžåœã
ãã ååç©ã¯ã¯ãããã°ã©ãã€ãŒçã«çŽç²ã§ããã
ããŠå çŽ åæã«æŒãŠèšèŒããæ§é ã«çžåœããïŒèš
ç®å€ïŒNO2ïŒ18.6ïŒ ïŒïŒ³ïŒ13.0ïŒ ïŒå®æž¬å€ïŒ
NO2ïŒ18.6ïŒ18.6ïŒ ïŒïŒ³ïŒ12.7ïŒ ïŒã äŸ ïŒ èç¹95â96âã®ïŒâãããã¢ããœãŒã«âïŒâãª
ãã·ãšãã«ã¹ã«ãã€ãïŒäŸïŒâïŒã«é¡äŒŒããŠïŒâ
ããã«âïŒâã¯ãã«ã¢ããœãŒã«ã®äœ¿çšäžè£œé ïŒ
229éšãã¿ã³ã°ã¹ãã³é žã«ãªãŠã 4.5éšåã³æ°Ž1200
éšãããªã2nå¡©é žã§PH4.5âïŒã«èª¿æŽãããæ¹æ
æ··åç©ã«ïŒæéã§70â75âã§35ïŒ éé žåæ°ŽçŽ 100
éšã滎äžããã30åé90â95âã«å ç±ããããŠ90
åéã§35ïŒ éé žåæ°ŽçŽ ãæŽã«110éšæ»Žå ããïŒâ
ïŒæéãã®æž©åºŠã§åŸæ¹æãïŒHPLCã«ããå®å šãª
åå¿ã®æ€æ»ïŒã20â25âã«å·åŽããããŠåé¢ãã
垯é»çœè²æ²æ®¿ç©ãããããšäžã§ã®ãéã«ããåé¢
ãããïŒåæ°Žã§ã«ããŒãã也åŒãµã¯ã·ãšã³ããã
ãŠç空äž60â70âã§ä¹Ÿç¥ãããèç¹106â108âã®
ïŒâãªãã·ã¹ã«ããã«âïŒâãããã¢ããœãŒã«
250éšãåŸãããããã¯äœ¿çšååç©ã«å¯Ÿãçè«å€
ã®95.8ïŒ ã®åçã«çžåœããã æ¬ååç©ã¯ã¯ãããã°ã©ãã€ãŒçã«çŽç²ã§ãã
ãããŠå çŽ åæã«æŒãŠãã®æ§é ã«çžåœããå€ã瀺
ãïŒèšç®å€ïŒNO2ïŒ17.6ïŒ ïŒïŒ³ïŒ12.3ïŒ ïŒå®æž¬
å€ïŒNO2ïŒ17.5ïŒ ïŒïŒ³ïŒ12.0ïŒ12.3ïŒ ïŒã äŸ ïŒ 20ïŒ çé žã§PHïŒâ5.5ã«ãããïŒâããããã
ãããã³âãžã¡ãã«ãšãŒãã«âïŒâãªããžãšãã«
ã¹ã«ãã€ã518éšãæ°Ž2500éšåã³äžé žåã¿ã³ã°ã¹
ãã³ïŒéšãããªãæ··åç©ã«55â60âã§45å以å ã«
æ¹æäžåäžã«80ïŒ éé žåæ°ŽçŽ 90éšãå ãããã®é
枩床ã¯æé«75âãŸã§äžæããŠããããåŒãç¶ããŠ
ïŒæé75âã§åŸæ¹æããããŠãã®æž©åºŠã§æŽã«90å
以å ã«ããäžåºŠ80ïŒ éé žåæ°ŽçŽ 100éšãäžæ»Žã¥ã€
å ãããå æž©ã90â95âã«é«ããããŠåå¿ãïŒâ
ïŒæéã®åŸæ¹æã«ããçµäºãããïŒHPLCã«ãã
æ€æ»ïŒãåŒãç¶ããŠå·åŽããåé¢ããæ²æ®¿ç©ã15
â20âã§ããããšäžã§åžåŒãéããïŒåæ°·æ°Žã§æŽ
æµããããŠç©ºæ°åŸªç°æ£ã«æŒãŠ60â70âã§ä¹Ÿç¥ã
ããèç¹129â131âã®æ®ãã©ç¡è²ã®ïŒâãªãã·ãš
ãã«ã¹ã«ããã«âïŒâããããããããã³âãžã¡
ãã«ãšãŒãã«561éšãåŸãããããã¯äœ¿çšååç©
ã«å¯Ÿãçè«å€ã®96.4ïŒ ã®åçã«çžåœããã æ¬ååç©ã¯ã¯ãããã°ã©ãã€ãŒçã«çŽç²ã§ãã
ãããŠå çŽ åæã«æŒãŠãã®æ§é ã«çžåœããå€ãäž
ããïŒèšç®å€ïŒNO2ïŒ15.8ïŒ ïŒïŒ³ïŒ11.0ïŒ ïŒå®æž¬
å€ïŒNO2ïŒ16.0ïŒ15.8ïŒ ïŒïŒ³ïŒ11.0ïŒ ïŒã é žåã¿ã³ã°ã¹ãã³â觊åªã®ååšäžäœµããã®ä»ã¯
èšèŒããæ¹æ³ã§å®æœããã°ãïŒåé·ãåå¿æéå
ã³10â15ïŒ ã ãé«ãéé žåæ°ŽçŽ âå¿ èŠéãå¿ èŠã§
ãããå質åã³åçã¯ããã«ããå€ããããªãã äŸ ïŒ ïŒâã¯ãã«âïŒâãããããšããŒã«173.5éšã
ããªã°ãªã³ãŒã«110éšåã³æ°Ž100éšãããªãæ··åç©
ã«80â85âã§æ¹æåã³é žçŽ æé€äžïŒæéã§å°ãã¥
ã€çé žã«ãªãŠã 152éšãå ãããåºçºååç©ãã
æ©ã確èªãåŸãªããªããŸã§ïŒèå±€ã¯ãããã°ã©ã
ã€ãŒã«ããæ€æ»ïŒã90âãžã®åŸã ãªæž©åºŠäžæäžçŽ
ïŒâïŒæéåŸæ¹æããæ°Ž900éšåã³ã¿ã³ã°ã¹ãã³
é žãããªãŠã âäºæ°Žåç©ïŒéšãå ããããŠåŸãã
ã溶液ã85ïŒ çé žã§PHïŒâ5.5ã«èª¿æŽããã 次ã«60åé60âã§æåã«30ïŒ éé žåæ°ŽçŽ 210éš
ã滎å ãããã®é枩床ã¯75â80âã«äžããã¹ãã§
ãããåŒãç¶ããŠ80â90âã§å¥ã®æéå ã«ãªãå
äžã«30ïŒ éé žåæ°ŽçŽ 160éšã滎å ããïŒâïŒæé
90â95âã§åŸæ¹æãïŒHPLCã«ããå®å šãªåå¿ã®
æ€æ»ïŒãããŠæ¬¡ã«æ¹æäž10â15âã«å·åŽãããã
ã®å Žåæ²æ®¿ããçæç©ãåžåŒãéããæ°Žã§äžæ§ã«
ãããŠç¡å¡©ã«æŽæµããããŠç空äžã§60â80âã§ä¹Ÿ
ç¥ããã èç¹140â141âã®ïŒâãªãã·ãšãã«ã¹ã«ããã«
âïŒâãããããšããŒã«225éšãåŸãããããã¯
ïŒâã¯ãã«âïŒâãããããšããŒã«ã«å¯Ÿãçè«å€
ã®91.1ïŒ ã®åçã«çžåœããã äŸ ïŒ ïŒâããã âïŒâããããããããã³âãžãšã
ã«ãšãŒãã«289.9éšãããªã°ãªã³ãŒã«100éšåã³æ°Ž
300éšãããªãæžæ¿æ¶²ã«65â70âã§æ¹æåã³é žçŽ
æé€äžïŒæéã§çé žã«ãªãŠã 75éšãå°ãã¥ã€å ã
ããïŒâ10æé70â75âã§åŸæ¹æãïŒèå±€ã¯ãã
ãã°ã©ãã€ãŒã«ããå®å šãªåå¿ã®æ€æ»ïŒãæ··åç©
ãæ°Ž800éšã§çšéããã¿ã³ã°ã¹ãã³é žã«ãªãŠã ïŒ
éšãå ããããŠ50ïŒ é ¢é žã§PHïŒâ5.5ã«ç·©è¡ããã 50â55âã§åºçºãããŠ60åé35ïŒ éé žåæ°ŽçŽ
130éšã滎å ãããã®é枩床ã¯æé«75âã«äžæã
ãŠããããããŠïŒæé75âã§åŸæ¹æããããã®åŸ
ã§90åé75âã§ããäžåºŠ35ïŒ éé žåæ°ŽçŽ 120éšã
滎å ãããã®åŸã§æž©åºŠã90â95âã«é«ããããŠå®
å šãªé žåãŸã§ïŒHPLCã«ããæ€æ»ãæéçŽïŒâïŒ
æéïŒãã®æž©åºŠã§åŸæ¹æãããå·åŽããæ²æ®¿ãã
æ²æ®¿ç©ã15â20âã§ããããšäžã§åžåŒãéããïŒ
åæ°·æ°Ž200éšã§æŽæµããããŠç空äž50â60âã§ä¹Ÿ
ç¥ããã èç¹128â130âã®ïŒâãªãã·ãšãã«ã¹ã«ããã«
âïŒâããããããããã³âãžãšãã«ãšãŒãã«
288éšãåŸãããããã¯ïŒâããã âïŒâããã
ãããããã³âãžãšãã«ãšãŒãã«ã«å¯Ÿãçè«å€ã®
90.3ïŒ ã®åçã«çžåœããã äŸ 10 ïŒâã¯ãã«âïŒâãããã¢ããœãŒã«187.5éšã
ããªã°ãªã³ãŒã«120éšåã³æ°Ž120éšãããªãæ··åç©
ã«70â75âã§ïŒæé以å ã«æ¹æåã³é žçŽ æé€äžç
é žã«ãªãŠã 70éšãåäžã«å°å ¥ãããåºçºååç©ã
ãæ©ã確èªã§ããªããªããŸã§ïŒèå±€ã¯ãããã°ã©
ãã€ãŒã«ããæ€æ»ïŒãïŒâïŒæé75â80âã§åŸæ¹
æãã次ã«80âã®æž©æ°Ž800éšåã³äžé žåã¿ã³ã°ã¹
ãã³ïŒéšãæ·»å ããããŠé ¢é žã®æ»Žå ã«ããïŒâ
4.5ã®PHâå€ã«èª¿æŽããã80âã§30å以å ã«30ïŒ
éé žåæ°ŽçŽ 175éšã滎å ããïŒæé90â95âãžã®
åŸã ãªæž©åºŠäžæäžåŸæ¹æãã次ã«æŽã«30åéæŽã«
30ïŒ éé žåæ°ŽçŽ 150éšã滎å ãããé žåã90â95
âã§ã®åŸæ¹æã«ããçµäºããïŒHPLCã«ããæ€
æ»ïŒãçæç©ã20â25âãžã®å·åŽã«ããåé¢ãã
ãéã«ããåé¢ããããŠæ°Žã§æŽæµåŸç空äž50â60
âã§ä¹Ÿç¥ããã èç¹105â107âã®ïŒâãªãã·ãšãã«ã¹ã«ããã«
âïŒâãããã¢ããœãŒã«230éšãåŸãããããã¯
ïŒâã¯ãã«âïŒâãããã¢ããœãŒã«ã«å¯Ÿãçè«å€
92.5ïŒ ã®åçã«çžåœããã äŸ 11 æ°ŽçŽ åçšãªãŒãã¯ã¬ãŒãäžã«æ°Ž760éšãä»èŸŒã¿ã
ãã®åŸïŒâãªãã·ãšãã«ã¹ã«ããã«âïŒâããã
ããšããŒã«98.8éšåã³è²Žéå±â觊åªïŒïŒïŒ PdïŒã«
ãŒãã³ïŒ2.5éšãå°å ¥ããããŠçé žå¡©ç·©è¡å€ã®æ·»
å ã«ãã5.5âïŒã®PHâå€ã«èª¿æŽããã ãªãŒãã¯ã¬ãŒããéããçªçŽ ã§ãããŠåŒãç¶ã
ãŠæ°ŽçŽ ã§ãã©ãã·ããããŠæ¬¡ã«æ°ŽçŽ å§15ããŒã«ïŒ
50â70âã§æ°ŽçŽ åãããæ°ŽçŽ ããæ©ãåžåãããª
ããšãâããã¯çŽ60ååŸããã§ããâéæŸãã80
âã§æž æŸåããŠè§Šåªãé€ããããŠé žçŽ æé€äžïŒâ
ïŒâã«å·åŽããããéããæ°·æ°Ž50â100éšã§æŽæµ
ããããŠç空äž60â70âã§ä¹Ÿç¥ãããèç¹115â
117âã®ïŒâãªãã·ãšãã«ã¹ã«ããã«âïŒâã¢ã
ãããšããŒã«75éšãåŸãããããã¯äœ¿çšãããã
ããååç©ã«å¯Ÿãçè«å€ã®86.4ïŒ ã®åçã«çžåœã
ãã æ¯æ¶²ããé£å¡©10ïŒ ã®æ·»å ã«ããæŽã«çæç©ïŒéš
ãæ²æ®¿ãããããšãã§ããããŠãéã«ããåé¢ã
ãããšãã§ããã®ã§ãçè«å€ã®93.3ïŒ ã«çžåœãã
81éšã®ïŒâãªãã·ãšãã«ã¹ã«ããã«âïŒâã¢ãã
ããšããŒã«ã®å šåçãåŸãããã ãã®æ··åç©ããåŸãããæ¯æ¶²760éšã次ã®ãã
ãã§æ°Žã®ä»£ãã«æåã«å°å ¥ãããããŠãã®ä»ã¯å
èšã®æ¹æ³ã«åŸã€ãŠéè¡ããå Žåã«ããäžèšã®åç
ã«å¹æµããåçãåŸãããã åé¢ããïŒâãªãã·ãšãã«ã¹ã«ããã«âïŒâã¢
ããããšããŒã«ã¯ã¯ãããã°ã©ãã€ãŒçã«çŽç²ã§
ããããã®ãžã¢ãŸåå€ã¯99.2ïŒ ã§ãããçæç©ã¯
ç¡æ¡ä»¶ã«åå¿æ§ææã®è£œé ã«äœ¿çšããããšãã§ã
ãã äŸ 12 éãã200éšãæ°Ž1800éšåã³30ïŒ å¡©é ž35éšãã
ãªãæ··åç©ãæ¹æäž95â100âã«å ç±ããã次ã«
ïŒâïŒæéã§åäžã«ïŒâãªãã·ãšãã«ã¹ã«ããã«
âïŒâãããããšããŒã«247éšãå°å ¥ããããŠïŒ
æé95â100âã§åŸæ¹æããããçŽäžã§ã®ã¹ãã
ãè©Šæãç¡è²ã§ãããªãåå¿ã¯çµäºããŠããã33
ïŒ èæ§ãœãŒã液çŽ320éšã§æãã«ããšããŒã«ãã¿
ã¬ã€ã³âã¢ã«ã«ãªæ§ã«ããéã¹ã©ãªãŒãå ç±ãã
ããããšäžã§åžåãéããããŠãéæ®çç©ã100
âã®ïŒïŒ ç±èæ§ãœãŒã液500éšã§æŽæµãããäžç·
ã«ããã液ãé žçŽ æé€äž40âã«å·åŽãã30ïŒ å¡©é ž
ã§5.0ã®PHâå€ã«èª¿æŽããããŠåŸã ã«ïŒâã«å·åŽ
ãããåžåŒãéåã³ç空äž60â70âã«æŒãã也ç¥
åŸèç¹115â116âã®ïŒâãªãã·ãšãã«ã¹ã«ããã«
âïŒâã¢ããããšããŒã«191éšãåŸãããããã¯
䜿çšãããååç©ã«å¯Ÿãçè«å€ã®88.0ïŒ ã®åçã«
çžåœããã æ¯æ¶²ããå¡©æã«ããäžèšå質ã«å¹æµã§ããå質
ã®å¥ã®çæç©ãããã«åé¢ããããšãã§ããã䜵
ãåéã¹ã©ãªãŒã®æž æŸååŸåŸããã溶液éµââå«
æç枬å®ïŒãžã¢ãŸåå€ïŒã«ããïŒâãªãã·ãšãã«
ã¹ã«ããã«âïŒâã¢ããããšããŒã«ã®çè«å€ã®çŽ
98â99ïŒ ãå«æããâãçŽæ¥åã³æ倱ãªãã«ãžã¢
ãŸåããããŠææã«æŽã«å å·¥ããããšãã§ããã
ãã®æ§ã«ããŠïŒâãªãã·ãšãã«ã¹ã«ããã«âïŒâ
ã¢ããããšããŒã«ã®è¯å¥œãªæ°Žæº¶æ§ã®ããã«åé¢ã®
éé¿ããããªãçæç©æ倱ãæå°ã«äœäžããããš
ãã§ããã äŸ 13â17 äŸ11åã³ïŒåã¯12ã«é¡äŒŒããŠæ¬çºæã«ããåŸã
ããïŒâãªãã·ãšãã«ã¹ã«ããã«âïŒâãããã
ãšããŒã«ãšãŒãã«ïŒäŸïŒãïŒãïŒåã³10åç §ïŒã
éå ããããŠæ¬¡è¡šã§èç¹ãçŽåºŠïŒãžã¢ãŸåå€ïŒå
ã³åé¢ãããåçã以ãŠèšèŒããçæç©ãåŸãã
ãïŒåå¿æº¶æ¶²äžã§æ®ãã©å®éçãªåçããžã¢ãŸå
å€åã³ïŒåã¯é»äœå·®æ»Žå®ã«ãã確èªãããïŒïŒ ãè¡šã
ããã¢ã«ãã«åºããããŠR1ã¯æ°ŽçŽ åååã¯å€«ã
ïŒâïŒåã®ççŽ ååãæããã¢ã«ãã«âåã¯ã¢ã«
ã³ãã·åºãæå³ããïŒ ã§ç€ºãããïŒâãªãã·ãšãã«ã¹ã«ããã«âïŒâã¢
ããããšããŒã«ïŒâãšãŒãã«ïŒã®å ¬ç¥ã®è£œæ³ã«æ¯
èŒããŠå·¥æ¥çã«æå©ãªãå å°ã®ã¿ã®æ®µéãå æ¬ã
ãå ¬å®³ã®å å°ãªè©²è£œæ³ã§ããã åèšäžè¬åŒïŒïŒã®ïŒâãªãã·ãšãã«ã¹ã«ãã
ã«âïŒâã¢ããããšããŒã«ïŒâãšãŒãã«ïŒã¯äŸ¡å€
ã®é«ãææäžéäœã§ãããããŠç¹ã«åå¿æ§ææã®
補é ã«äœ¿çšãããããã®å·¥æ¥ç補æ³ã¯ãåŸæ¥ïœâ
ã¢ããããšããŒã«ããã®ïŒâãªãã·ãšãã«ã¹ã«ã
ãã«âïŒâã¢ããããšããŒã«ïŒïŒ²ïŒR1ïŒïŒšïŒã®
å Žå次ã®åå¿åŒã«ããïœâã¢ããããšããŒã«ãå°¿
çŽ ã§ãã³ãŸãªããµãŸãŒã«ã«ç°åãïŒã¢ããâåã³
ããããã·å®èœã®ä¿è·ïŒãéå°ã®ã¯ãã«ã¹ã«ãã³
é žã§ïŒå Žåã«ããå¡©åããªãã«ã®ååšäžïŒã¹ã«ã
ã¯ãã«åããåŒãç¶ããŠé žæ§äºç¡«é žå¡©ïŒèæ§ãœãŒ
ã液ã§éå ããããŠãšãã¬ã³ãªãã·ããšçž®åã
ãããããŠæåŸã«ç¡«é žã«ããç°å æ°Žå解äžïŒâãª
ãã·ãšãã«ã¹ã«ããã«âïŒâã¢ããããšããŒã«
ïŒåã¯ãã®ç¡«é žãšã¹ãã«ïŒã«è»¢åãããŠè¡ãã
ãïŒ ãåã ãåã 察å¿ããããšããŒã«ãšãŒãã«ïŒäžè¬åŒäžïŒ²ïŒ
ã¢ã«ãã«ïŒã®å Žåå·¥æ¥ç補é ã¯åŸæ¥æ¬¡ã®åå¿åŒã«
åŸããåºç€ã«ãªã€ãŠããã¢ãã³ã®ã¢ã·ã«åã«ãã
è¡ãããããã«äžèšã®åŸç¶åå¿ãé¡äŒŒããŠç¶ããŠ
è¡ãããæåŸã«ïŒâãªãã·ãšãã«ã¹ã«ããã«âïŒ
âã¢ããããšããŒã«ãšãŒãã«ïŒåã¯ãã®ç¡«é žãšã¹
ãã«ïŒãåŸãããïŒ ãåã ãåã ãããå€æ®µéæ¹æ³ã¯å·¥æ¥çã«éåžžã«çµè²»ããã
ãããããŠãç¹æ®ãªè£ 眮ãå¿ èŠãšããããŠéåžžãª
çæ°Žå ¬å®³ïŒã¹ã«ãã¯ãã«åããã®å¡©âåã³ç¡«é žã
äºç¡«é žå¡©ã®éå ããã®å¡©ããšãã¬ã³ãªãã·ãâäº
次çæç©ïŒã§ããã ã€ãŠãããããæ ãããã®æ¹
æ³ã¯çµæžçã§ãªãã åŸã€ãŠãå ããªæ®µéããå«ãŸãããã€ç°å¢æ±æ
ã®å°ãªãå·¥æ¥çã«æå©ãªåææ³ã§ããããã®äŸ¡å€
ã®é«ãæè²äžéäœãçµæžçãªæ¹æ³ã§å ¥æã§ããã
ãã«ãããšãã課é¡ããã€ãã ãã®èª²é¡ã¯æ¬çºæã«ãããïŒïŒïŒâãžã¯ãã«â
åã¯âãžããã âããããã³ãŒã³ã®éšåçå æ°Žå
解åã¯ã¢ã«ã³ãªã·ã¹ã«ãã容æã«åŸãããïŒâã¯
ãã«ïŒåã¯ããã ïŒâïŒâãããããšããŒã«åã¯
ãã®ã¢ã«ãã«ãšãŒãã«åã³ããã²ã³âããããã
ã³ãžã¢ã«ãã«ãšãŒãã«ã®ãããåã«ããå·¥æ¥çã«
é«åçã§å ¥æã§ããïŒâã¯ãã«âïŒåã¯ããã ïŒâ
ïŒâãããããããããã³âãžã¢ã«ãã«ãšãŒãã«
ãããªã°ãªã³ãŒã«ãšçž®åãããŠïŒâãããããšã
ãŒã«ïŒãšãŒãã«ïŒâïŒâãªãã·ãšãã«ã¹ã«ãã€ã
ãšãããããŠããããäžéåé¢åã¯å¥œãŸããã¯äž
éåé¢ããã«ãïŒâãªãã·ãšãã«ã¹ã«ããã«âïŒ
âãããããšããŒã«ïŒâãšãŒãã«ïŒã«é žåããã
ãšã«ãã€ãŠè§£æ±ºããããæåŸã®ãããåºã®éå
ã¯ãäžè¬åŒïŒïŒã§è¡šãããææã®ç®ççæç©ã
æå°éã®åæ段éæ°ã«ãããé«ãåçåã³å質ã§
äžããã ããæ æ¬çºæã¯äžè¬åŒïŒïŒ ãåã ïŒåŒäžïŒ²ã¯æ°ŽçŽ åååã¯ïŒâïŒåã®ççŽ ååãæ
ããã¢ã«ãã«åºããããŠR1ã¯æ°ŽçŽ åååã¯å€«ã
ïŒâïŒåã®ççŽ ååãæããã¢ã«ãã«âåã¯ã¢ã«
ã³ãã·åºãæå³ããïŒ ã§ç€ºãããïŒâãªãã·ãšãã«ã¹ã«ããã«âïŒâã¢
ããããšããŒã«ïŒâãšãŒãã«ïŒã補é ããæ¹æ³ã«
æŒãŠãäžè¬åŒïŒïŒ ãåã ïŒåŒäžïŒ²åR1ã¯åèšã®æå³ãæããããŠïŒžã¯å¡©
çŽ âåã¯èçŽ ååãæå³ããïŒ ã§ç€ºãããïŒâã¯ãã«âïŒïŒåã¯ããã ïŒâïŒâã
ããããšããŒã«åã¯ãã®ã¢ãã¢ã«ãã«ãšãŒãã«ã
ããªã°ãªã³ãŒã«ãšçž®åãããŠãäžè¬åŒïŒïŒ ãåã ïŒåŒäžïŒ²åã³R1ã¯åèšã®æå³ãæããïŒ ã§ç€ºãããïŒâãããããšããŒã«ïŒâãšãŒãã«ïŒ
âïŒâãªãã·ãšãã«ã¹ã«ãã€ããšããããããäž
éåé¢ããã«ãäžè¬åŒïŒïŒ ãåã ïŒåŒäžïŒ²åã³R1ã¯åèšã®æå³ãæããïŒ ã§ç€ºãããïŒâïŒãªãã·ãšãã«ã¹ã«ããã«âïŒâ
ãããããšããŒã«ïŒâãšãŒãã«ïŒã«é žåããããŠ
åŸè ãäžèšäžè¬åŒïŒïŒã®ååç©ã«éå ãããã®
éå šãŠã®å·¥çšãçŽæ°Žæ§åªäœäžã§å®æœããããšãç¹
城ãšããäžèšè£œé æ¹æ³ã«é¢ããã ãããåºã«ãã掻æ§åãããããã²ã³ååãšã
ãªã°ãªã³ãŒã«ãšã®ãããã¢ãªãŒã«âãªãã·ãšãã«
ã¹ã«ãã€ããžã®åå¿ã¯ãªãã»ã©ååçã«å ¬ç¥ã§ã
ãïŒãã€ãç¹èš±åºé¡å ¬é第3135367å·å ¬å ±åç §ïŒ
ãããŠïœâãããããã²ã³ãã³ãŒã³ã®å Žåé«åç
ã§åŸããããããã«å¯Ÿãïœâç°æ§äœã®å Žåäºç¥ã§
ããªãåå¿ãèšèŒãããŠããïŒJ.Chem.Soc.
1927ã1668åç §ïŒãããã¯ãå·¥æ¥çã«åçããã®
ã«è²»çšããããã®ã§å·¥æ¥çã«å¥œãŸãããªãäºæ¥µæ§
ã®éãããã³æº¶å€ïŒãžã¡ãã«ãã«ã ã¢ããããžã¡
ãã«ã¢ã»ãã¢ãããâã¡ãã«ãããªãã³ãŸãã¯
âã¡ãã«ã€ãããŸãªãžãã³ïŒã䜿çšãããªãé
ããæé©ã®æé ã§ïŒãã€ãç¹èš±åºé¡å ¬é第
3135367å·å ¬å ±ã«ããïŒãäžçšåºŠã®åçïŒ60ã75
ïŒ ïŒã§ã¯ããããã©ããææã®ïŒâãããâãªã
ã·ãšãã«ã¹ã«ãã€ããçæããã ããæ ãããã²ã³â倱掻æ§åºïŒã¢ã«ãã«âãã¢
ã«ã³ãã·âãããããã·åºïŒã«ãããªãäžéœåã«
眮æãããŠããïœâãããâããã²ã³ãã³ãŒã³
ïŒäžè¬åŒåç §ïŒããèªäœã倫ã ã®æº¶å€ã®äžååš
äžå³ã¡æ°Žæº¶æ¶²åã¯æžæ¿æ¶²äžã§ããªã°ãªã³ãŒã«ãšé«
ãåçåã³çŽåºŠã§äžè¬åŒïŒïŒã§è¡šãããææã®
ããªãšãŒãã«ã«çž®åã§ããããšã¯é©ãã¹ãããšã§
ãã€ãŠãäºæãåŸãªãã€ãã ã¢ãªãŒã«âã¢ã«ãã«âããªãšãŒãã«ã®å¯Ÿå¿ãã
ã¹ã«ãã³ãžã®é žåãååçã«å ¬ç¥ã§ããïŒãã€ã
é£éŠç¹èš±ç¬¬944607å·ãé žåå€ïŒã¢ã«ã«ãªæº¶æ¶²äžã®
次äºå¡©çŽ é žå¡©ïŒç¹å ¬æ43â24661å·å ¬å ±ãé žå
å€ïŒéçé žå¡©ã®ååšäžã«ãããéé žåæ°ŽçŽ ïŒãã€
ãç¹èš±åºé¡å ¬é第3135367å·å ¬å ±ãé žåå€ïŒè§Šåª
éã®ã¿ã³ã°ã¹ãã³é žã®ååšäžã«ãããéé žåæ°Ž
çŽ ãåç §ïŒããã€ãé£éŠç¹èš±ç¬¬944607å·åã³ç¹å ¬
æ43â24661å·å ¬å ±ããå ¬ç¥ã®é žåæ³âããã¯ã¢
ã«ã«ãªæ§åªäœäžã§è¡ãããâã®é©çšã¯ãæ¬çºæã«
ããéžæãããäžè¬åŒïŒïŒã®ããªãšãŒãã«ã®äœ¿
çšã®å Žåå šã倱æã«çµãããäºæž¬ã§ããªãåå¿ã§
åºçºååç©ã®å解âåã³ïŒåã¯é žåçæç©ãäŸå€
ãªãåŸããããäžè¬åŒïŒïŒã§è¡šãããææã®ã®
ïŒâãªãã·ãšãã«ã¹ã«ããã«âïŒâãããããšã
ãŒã«ïŒâãšãŒãã«ïŒã¯æ±ºããŠåé¢å¯èœéã§çæã
ãªãããã€ãç¹èš±åºé¡å ¬é第3135367å·å ¬å ±ãã
å ¬ç¥ãªæ¹æ³ãPHâå€ïŒïŒïŒïŒâïŒã®PHâç¯å²ãç¹
èš±è«æ±ã®ç¯å²ã«ç€ºãããŠããïŒã§å®æœããã°ãå
æ§ã«å€±æãããããçµæãåŸãããã ããã«å¯Ÿãåå¿ã觊åªéã®ã¿ã³ã°ã¹ãã³é žã®å
åšäžïŒâïŒã®PHâç¯å²ã§éé žåæ°ŽçŽ ãçšããŠå®æœ
ããã°ãäžè¬åŒïŒïŒã®ããªãšãŒãã«ã®äžè¬åŒ
ïŒïŒã®ãªãã·ãšãã«ã¹ã«ãã³ãžã®é žåãåæ»ã«ã
é«åçã§é²è¡ãããå ããªPHâå€æŽã®ã¿ã®å Žåã«
æŒãŠé žåçµéã®ãã®æ¿çãªå€åã¯ããèªäœæ¢ã«é©
ãã¹ãããšã§ããã䜵ããªãé©ãã¹ãããšã¯ãã
ãšããŒã«åã³ããšããŒã«ãšãŒãã«âãããã¯äŸå€
ãªãäžè¬åŒïŒïŒã®ååç©ã§ããåŠãâãäžå®ã®
åå¿æ¡ä»¶äžã§ãæ žã®ããããã·ã«åãèµ·ãããã«
H2O2ãšåå¿ãããããšãã§ãããšäºãããšã§ã
ããå³ã¡æç®äžå ¬ç¥ãªæ¹æ³ïŒHoubenâWeyl ïŒïŒ
1CïŒç¬¬30é 以äžåç §ïŒã§éé žåæ°ŽçŽ ããããã
ã·âåã¯ã¢ã«ã³ãã·âããšãã«ãªãã·ãšãã«âã¹
ã«ãã€ãïŒäžè¬åŒïŒã«äœçšãããéç¡«é»æ©ã®é ž
åã®ã»ãã«åã¯è©²é žåã®ä»£ãã«ããšãã«æ žã®ãã
ããã·ã«åãè¡ãããããã«ããäºç¥ãåŸãªãç
æç©æ··åç©åããã«ããäžååãªåçãåŸããã
ããšãäºæãåŸãããã®äžæåããæ°Žå«æç³»ã«æŒ
ããåå¿ã®éäžè¬åŒïŒïŒã®ããªãšãŒãã«ïŒïŒ²ïŒ
ã¢ã«ãã«ïŒã«æŒãããããåºã«å¯Ÿããâäœã®ã¢
ã«ã³ãã·åºã®å æ°Žå解ãæé€ãåŸãªãã€ãã ãã®æ§ãªå¯åå¿ã¯å€åæããPHã«äŸåããŠé²è¡
ããäžè¬åŒïŒïŒã®ããªãšãŒãã«ãšéé žåæ°ŽçŽ ãš
ã®åå¿ã®å Žåãåæã«äžŠåããŠåã³ïŒåã¯çžæ¬¡ã
ã§é²è¡ããããŠPHâç¯å²ïŒïŒåã³ïŒïŒã«æŒãŠå°±äž
å šãäºç¥ãåŸãªãåå¿ãçããããã¯äžè¬åŒ
ïŒïŒã®æ±ããããæçµçæç©ã®åäžåé¢ãæé«
ã«æŽ»çšããç®çã®éæãæããã»ãšãã©ããªãã ããæ ïŒâïŒã®PHâç¯å²ã«æŒãŠæ°Žæº¶æ§åã¯æžæ¿
液äžã§ïŒâãããããšããŒã«âïŒâãšãŒãã«ïŒâïŒ
âãªãã·ãšãã«ã¹ã«ãã€ãïŒäžè¬åŒïŒã«æŒãã
ããªãšãŒãã«æ©ã®æå³ãããé žåãéžæçã«ãã
ãŠå®å šã«å®æœããããŠäžè¬åŒïŒïŒã®ãããåå
ç©ãšå°ããšãååŠéè«çéïŒïŒã¢ã«ïŒã®éé žåæ°Ž
çŽ ãšã®ã¿ã³ã°ã¹ãã³é žå¡©âæ¥è§Šåå¿ã®éæ±ããã
ãïŒâãªãã·ãšãã«ã¹ã«ããã«âïŒâãããâã
ãšããŒã«ïŒâãšãŒãã«ïŒïŒäžè¬åŒïŒãé«åçã§
åŸãããšãã§ããããšã¯ãªãããé©ãã¹ãããšã§
ãã€ãã æ¬çºæã«ããPHâç¯å²ã¯ããããã·ã«åºå«æåº
çºçæç©ïŒäžè¬åŒãïŒïŒšïŒã®äœ¿çšã®å ŽåOH
âåºã®å€±æŽ»æ§äœçšã塩圢æã«ããé€ãããããšã
æé€ããã®ã§ãé žåã®åæ»ãªé²è¡ããŸããŸãäºæ
ããåŸãªããããæ æ¬çºæã«ããæ¹æ³ã¯ç¹èš±è«æ±
ã®ç¯å²ã«èšèŒã®ç®çæ£æç©ã«é¢ããŠæ°èŠã§ããã
é©ãã¹ãããšã§ãããããŠåŸæ¥ã®æè¡æ°Žæºã«æ¯èŒ
ããŠçµæžçã«åã³çæ åŠçã«åªããŠãããããŠã
ãæ èããæè¡çé²æ©ãæäŸããã æ¬æ¹æ³ã¯ã詳现ã«ã¯äžè¬åŒïŒïŒã«ããã眮æ
ãããïœâãããâããã²ã³ãã³ãŒã³ãå°ããšã
ååŠéè«çéã®ããªã°ãªã³ãŒã«åã³å Žåã«ããæ°Ž
ïŒåå¿ã®åçžã«æŒãŠååãªæ¹ææ§ãéæãããã
ã®ïŒãšå ±ã«50â90â奜ãŸããã¯65â80âã®æž©åºŠã«
å ç±ããããŠæ¬¡ã«ïŒâïŒæé奜ãŸããã¯ïŒâïŒæ
éã®éã«ãå°ããšãååŠéè«çéã®é žçµåæ§ã¢ã«
ã«ãªéå±åã¯ã¢ã«ã«ãªåé¡éå±ååç©äŸãã°ã¢ã«
ã«ãªéå±åã¯ã¢ã«ã«ãªåé¡éå±é žåç©ãâæ°Žé žå
ç©åã¯âçé žå¡©å¥œãŸããã¯çé žãããªãŠã åã¯ç¹
ã«çé žã«ãªãŠã ïŒïŒ²ïŒïŒšã®äžè¬åŒïŒïŒã®ååç©
ã®äœ¿çšã®å Žåäžè¬åŒïŒïŒã®ååç©ïŒã¢ã«åœãç
é žå¡©ïŒã¢ã«ãâ ã®äžè¬åŒïŒïŒã®ååç©ã®äœ¿
çšã®å Žåäžè¬åŒïŒïŒã®ååç©ïŒã¢ã«åœãçé žå¡©
0.5ã¢ã«ïŒãå°ããã€å°å ¥ããããšã«ãã€ãŠéè¡
ãããããã®åŸåå¿ãçµäºãããŸã§ïŒèå±€ã¯ãã
ãã°ã©ãã€ãŒåã¯HPLCã«ããæ€æ»ïŒïŒHPLCïŒ
é«æ§èœæ¶²äœã¯ãããã°ã©ãã€ãŒåæïŒæ··åç©ãç¶
ããŠæ¹æãïŒïŒâ10æéïŒãããŠæ¬¡ã«é žïŒé±âå
ã¯é ¢é žïŒã®æµå ¥ã«ããïŒâïŒã®PHâå€ã«èª¿æŽã
ããçæããïŒâãããããšããŒã«ïŒâãšãŒã
ã«ïŒâïŒâãªãã·ãšãã«ã¹ã«ãã€ãïŒäžè¬åŒïŒ
ã宀枩ã«å·åŽåŸãéããŠé«åçã§åé¢ããããšã
ã§ããã䜵ãåŸãããæžæ¿æ¶²ã«è§Šåªéã®äžé žåã¿
ã³ã°ã¹ãã³åã¯ã¢ã«ã«ãªéå±ã¿ã³ã°ã¹ãã³é žå¡©
ïŒäžè¬åŒïŒïŒã®åºçºååç©ïŒã¢ã«åœãïŒâ10ïœïŒ
ã®æ·»å åŸåã³å Žåã«ããæ°Žã§çšéåŸå°ããšãååŠ
éè«çéã®éé žåæ°ŽçŽ ïŒäžè¬åŒã®ååç©ïŒã¢ã«
åœãïŒã¢ã«ïŒãå ããããŠé žåçµäºåŸïŒDCïŒïŒè
å±€ã¯ãããã°ã©ãã€ãŒïŒåã¯HPLCã«ããæ€æ»ã
åŸæ¹ææéçŽïŒâïŒæéïŒåŸããã溶液åã¯æžæ¿
液ããäžè¬åŒã®çæç©ãïŒâ20âã«å·åŽããŠæ¶
åºããããããŠæ¬¡ã«ãéã«ããåé¢ããã®ãäžå±€
æå©ã§ããã ãããåºã®æçµçéå ã¯éèšççã§ããããã
ã¯äŸãã°å ¬ç¥ã®æ¹æ³ã«ããäŸãã°éâåã¯ããã±
ã«åã¯è²Žéå±â觊åªã®æ¥è§Šéå ã«ããæ°Žæ§ç³»äžã§
å®æœããããŠç®ççæç©ïŒäžè¬åŒïŒãåªããå
質åã³åçã§äžããããšãã§ããã åœç¶æ¬çºæã«ããæ¹æ³ã®å¥ã ã®æ®µéãåç¬ã«ã
åã¯çµã¿åãããŠæ £çšã®æº¶å€âåã¯çšéå€âãã
ãã¯åå¿æ¡ä»¶äžååã«å®å®ã§ããéãâã®ååšäž
å®æœããããšãã§ããã䜵ãããã«ããçŽæ°Žæ§ç³»
åã³åŸã€ãŠå·¥æ¥çã«éåžžãªè£ 眮ã«æŒããæ®ã«ç°¡å
ãªæ¹æ³å®æœã®é·æã¯éšåçã«æ¶å€±ãïŒç¹æ®ãªè£ 眮
ã«æŒãã溶å€âãéåã³ïŒåã¯åçïŒãåçå
ã³ïŒåã¯å質ã«ãã©ã¹ã®åœ±é¿ããããŒãããšãªã
ã«æº¶å€âæ倱ã«ããè¿œå ççµè²»ãçãããããæ
ãã®æ§ãªæ¹æ³ã¯å¥œãŸãããªãã 次äŸã«ããæ¬æ¹æ³ã詳现ã«èª¬æããããæ¬æ¹æ³
ã¯ãããäŸã«éå®ãããã¹ãã§ãªãã äŸ ïŒ ïŒâã¯ãã«âïŒâãããããšããŒã«347éšãã
ãªã°ãªã³ãŒã«300éšåã³æ°Ž200éšãããªãæ··åç©ã
70â75âã«å ç±ããããŠãã®æž©åºŠã§æ¹æåã³é žçŽ
æé€äžïŒæé以å ã«åºäœçé žã«ãªãŠã 350éšãå
ããŠå ãããèå±€ã¯ãããã°ã©ãã€ãŒæ€æ»ã«ãã
åºçºååç©ããæ©ãæ€åºã§ããªããªããŸã§ïŒâïŒ
æéåŸæ¹æãã宀枩ã«å·åŽããããŠ30ïŒ å¡©é žçŽ
425éšã®æ»Žå ã«ããPHïŒã«ãããã®éïŒâããã
ããšããŒã«âïŒâãªãã·ãšãã«ã¹ã«ãã€ãã¯é»è²
çµæ¶ã§æ²æ®¿ãããããã10â15âã§ããããšäžã§
ã®åžåŒãéã«ããåé¢ããããŠäžæ§ã«ãªããŸã§ã®
æŽæµåã³50â60âã«æŒããç空äžã®ä¹Ÿç¥åŸèç¹85
â86âã®ïŒâãããããšããŒã«âïŒâãªãã·ãšã
ã«ã¹ã«ãã€ã394éšãåŸãããããã¯ïŒâã¯ãã«
âïŒâãããããšããŒã«ã«å¯Ÿãçè«å€ã®91.6ïŒ å
çã«çžåœããã çæç©ã¯ã¯ãããã°ã©ãã€ãŒçã«çŽç²ã§ããã
ããŠå çŽ åæã«æŒãŠãã®æ§é ã«çžåœããå€ã瀺ã
ïŒèšç®å€ïŒNO2ïŒ21.4ïŒ ïŒïŒ³ïŒ14.9ïŒ ïŒOHïŒ7.9
ïŒ ïŒClïŒ0.0ïŒ ïŒå®æž¬å€ïŒNO2ïŒ21.4ïŒ21.5ïŒ ïŒ
ïŒ15.0ïŒ ïŒOHïŒ7.9ïŒ8.1ïŒ ïŒæ®çâClïŒ0.012
ïŒ ïŒã çé žã«ãªãŠã ã®ä»£ãã«å¯Ÿå¿éã®çé žãããªãŠã
ã䜿çšããå Žåã«ã¯ãäžèšã®çµæã«å¹æµããçµæ
ãåŸãããã«ãå°å ¥âåã³åŸæ¹ææéãçŽ50ïŒ ã
ã延é·ããªããã°ãªãã¬ã äŸ ïŒ ïŒâã¯ãã«âïŒâããããããããã³ãžã¡ãã«
ãšãŒãã«435éšãããªã°ãªã³ãŒã«200éšåã³æ°Ž200
éšãããªãæ··åç©ã«55â60âã§æ¹æåã³é žçŽ æé€
äžïŒæé以å ã«åäžã«çé žã«ãªãŠã 175éšå ãã
ããŠåŒãç¶ããŠãåå¿ãå®äºããããšãèå±€ã¯ã
ããã°ã©ãã€ãŒæ€æ»ã瀺ããŸã§ã12â15æé60â
ã§æ¹æããã宀枩ã«å·åŽããããŠé»è²æ²æ®¿ç©ãã
ãããšäžã§åžåŒãéãããäžæ§ã«ãªããŸã§ã®æŽæµ
åã³ç空äž60â80âã§ã®ä¹Ÿç¥åŸèç¹112â113âã®
ïŒâãããâãããããã³ãžã¡ãã«ãšãŒãã«âïŒ
âãªãã·ãšãã«ã¹ã«ãã€ã480éšãåŸããããã
ã¯ïŒâã¯ãã«âïŒâããããããããã³âãžã¡ã
ã«ãšãŒãã«ã«å¯Ÿãçè«å€ã®92.6ïŒ ã®åçã«çžåœã
ããæ¬çæç©ã¯ã¯ãããã°ã©ãã€ãŒçã«çŽç²ã§ã
ããããŠå çŽ åæã§ãã®æ§é ã«çžåœããå€ã瀺ã
ïŒèšç®å€ïŒNO2ïŒ17.8ïŒ ïŒïŒ³ïŒ12.4ïŒ ïŒOCH3ïŒ
23.9ïŒ ïŒClïŒ0.0ïŒ ïŒå®æž¬å€ïŒNO2ïŒ18.0ïŒ17.8
ïŒ ïŒïŒ³ïŒ12.4ïŒ ïŒOCH3ïŒ23.6ïŒ23.8ïŒ ïŒæ®çâ
ClïŒ0.005ïŒ ïŒã äŸ ïŒ äŸïŒã«æŒãŠïŒâã¯ãã«âïŒâãããããããã
ã³ãžã¡ãã«ãšãŒãã«ãæŽé€éã®ïŒâã¯ãã«âïŒâ
ããããããããã³âãžãšãã«ãšãŒãã«ã«æ¿ãã
ããŠãã®ã»ãã¯èšèŒãããæ¹æ³ã§å®æœããã°ãè
ç¹108â110âã®ïŒâããããããããã³âãžãšã
ã«ãšãŒãã«âïŒâãªãã·ãšãã«ã¹ã«ãã€ã260éš
ã幟åäžå±€äœãå質ïŒæ®çâClâå«æçïŒ0.3â
0.4ïŒ ïŒã§åŸãããããã¯ãã®ãŸãç¡æ¡ä»¶ã«é žå
ã«äœ¿çšããããšãã§ããã䜿çšããïŒâã¯ãã«â
ïŒâãããããããã³âãžãšãã«ãšãŒãã«ã«å¯Ÿã
ãåçã¯çè«å€ã®90.8ïŒ ã§ããã äŸ ïŒ ïŒâã¯ãã«âïŒâãããâïœâã¯ã¬ãŸãŒã«ã¡ã
ã«ãšãŒãã«403éšãããªã°ãªã³ãŒã«185éšåã³æ°Ž
220éšãããªãæ··åç©ã«75â80âã§æ¹æåã³é žçŽ
æé€äžïŒæéã®éã§80âã§çé žã«ãªãŠã 175éšã®
飜å氎溶液ãåäžã«å ãããåå¿ãçµäºãããŸã§
ïŒïŒâïŒæéãèå±€ã¯ãããã°ã©ãã€ãŒã«ããæ€
æ»ïŒ80â85âã§åŸæ¹æãã宀枩ã«å·åŽããããŠäž
æ§ã«ãªããŸã§ã®æŽæµåã³ç空äž60âã§ã®ä¹Ÿç¥åŸè
ç¹98â99âã®ïŒâãããâïŒâã¡ããã·ãã«ãšã³
âïŒâãªãã·ãšãã«ã¹ã«ãã€ã432éšãåŸããã
ããã¯ïŒâã¯ãã«âïŒâãããâïœâã¯ã¬ãŸãŒã«
ã¡ãã«ãšãŒãã«ã«å¯Ÿãçè«å€ã®88.8ïŒ ã®åçã«çž
åœãããæ¬çæç©ã¯ã¯ãããã°ã©ãã€ãŒçã«æ®ã
ã©åäžã§ãããããŠãã®ãŸã次ã®é žåã«ç¡æ¡ä»¶ã«
䜿çšããããšãã§ããïŒæ®çClâå«æç0.2â
0.25ïŒ ïŒã äŸ ïŒ ïŒâãããããšããŒã«âïŒâãªãã·ãšãã«ã¹ã«
ãã€ã215éšãã¿ã³ã°ã¹ãã³é žãããªãŠã âäºæ°Ž
åç©ïŒéšåã³æ°Ž1000éšãããªãæ··åç©ã60âã§20
ïŒ é ¢é žã§PHïŒâ5.5ã«èª¿æŽããããŠæ¬¡ã«30åã®é
ã«30ïŒ éé žåæ°ŽçŽ 117éšãå ãããã®éåæã«å
æž©ã80âã«é«ãããåŒãç¶ããŠ80â90âã§å¥ã®æ
éå ã«ãããã«ãåäžã«30ïŒ éé žåæ°ŽçŽ 152éšã
滎å ãããã®éæŸæã§æ®ãã©ç¡è²ãªæº¶æ¶²ãçã
ããïŒæé90â95âã§åŸæ¹æãïŒèå±€ã¯ãããã°
ã©ãã€ãŒã«ããå®å šãªåå¿ã®æ€æ»ïŒãããŠæ¬¡ã«æ¹
æäž10â15âã«å·åŽããããã®å Žååé¢ããçµæ¶
ãåžåŒãéããæ°Žã§ïŒåã«ããŒããããŠç空äž60
â80âã§ä¹Ÿç¥ããã èç¹140â142âã®ïŒâãªãã·ãšãã«ã¹ã«ããã«
âïŒâãããããšããŒã«234éšãåŸãããããã¯
䜿çšååç©ã«å¯Ÿãçè«å€ã®94.7ïŒ ã®åçã«çžåœã
ãã ååç©ã¯ã¯ãããã°ã©ãã€ãŒçã«çŽç²ã§ããã
ããŠå çŽ åæã«æŒãŠèšèŒããæ§é ã«çžåœããïŒèš
ç®å€ïŒNO2ïŒ18.6ïŒ ïŒïŒ³ïŒ13.0ïŒ ïŒå®æž¬å€ïŒ
NO2ïŒ18.6ïŒ18.6ïŒ ïŒïŒ³ïŒ12.7ïŒ ïŒã äŸ ïŒ èç¹95â96âã®ïŒâãããã¢ããœãŒã«âïŒâãª
ãã·ãšãã«ã¹ã«ãã€ãïŒäŸïŒâïŒã«é¡äŒŒããŠïŒâ
ããã«âïŒâã¯ãã«ã¢ããœãŒã«ã®äœ¿çšäžè£œé ïŒ
229éšãã¿ã³ã°ã¹ãã³é žã«ãªãŠã 4.5éšåã³æ°Ž1200
éšãããªã2nå¡©é žã§PH4.5âïŒã«èª¿æŽãããæ¹æ
æ··åç©ã«ïŒæéã§70â75âã§35ïŒ éé žåæ°ŽçŽ 100
éšã滎äžããã30åé90â95âã«å ç±ããããŠ90
åéã§35ïŒ éé žåæ°ŽçŽ ãæŽã«110éšæ»Žå ããïŒâ
ïŒæéãã®æž©åºŠã§åŸæ¹æãïŒHPLCã«ããå®å šãª
åå¿ã®æ€æ»ïŒã20â25âã«å·åŽããããŠåé¢ãã
垯é»çœè²æ²æ®¿ç©ãããããšäžã§ã®ãéã«ããåé¢
ãããïŒåæ°Žã§ã«ããŒãã也åŒãµã¯ã·ãšã³ããã
ãŠç空äž60â70âã§ä¹Ÿç¥ãããèç¹106â108âã®
ïŒâãªãã·ã¹ã«ããã«âïŒâãããã¢ããœãŒã«
250éšãåŸãããããã¯äœ¿çšååç©ã«å¯Ÿãçè«å€
ã®95.8ïŒ ã®åçã«çžåœããã æ¬ååç©ã¯ã¯ãããã°ã©ãã€ãŒçã«çŽç²ã§ãã
ãããŠå çŽ åæã«æŒãŠãã®æ§é ã«çžåœããå€ã瀺
ãïŒèšç®å€ïŒNO2ïŒ17.6ïŒ ïŒïŒ³ïŒ12.3ïŒ ïŒå®æž¬
å€ïŒNO2ïŒ17.5ïŒ ïŒïŒ³ïŒ12.0ïŒ12.3ïŒ ïŒã äŸ ïŒ 20ïŒ çé žã§PHïŒâ5.5ã«ãããïŒâããããã
ãããã³âãžã¡ãã«ãšãŒãã«âïŒâãªããžãšãã«
ã¹ã«ãã€ã518éšãæ°Ž2500éšåã³äžé žåã¿ã³ã°ã¹
ãã³ïŒéšãããªãæ··åç©ã«55â60âã§45å以å ã«
æ¹æäžåäžã«80ïŒ éé žåæ°ŽçŽ 90éšãå ãããã®é
枩床ã¯æé«75âãŸã§äžæããŠããããåŒãç¶ããŠ
ïŒæé75âã§åŸæ¹æããããŠãã®æž©åºŠã§æŽã«90å
以å ã«ããäžåºŠ80ïŒ éé žåæ°ŽçŽ 100éšãäžæ»Žã¥ã€
å ãããå æž©ã90â95âã«é«ããããŠåå¿ãïŒâ
ïŒæéã®åŸæ¹æã«ããçµäºãããïŒHPLCã«ãã
æ€æ»ïŒãåŒãç¶ããŠå·åŽããåé¢ããæ²æ®¿ç©ã15
â20âã§ããããšäžã§åžåŒãéããïŒåæ°·æ°Žã§æŽ
æµããããŠç©ºæ°åŸªç°æ£ã«æŒãŠ60â70âã§ä¹Ÿç¥ã
ããèç¹129â131âã®æ®ãã©ç¡è²ã®ïŒâãªãã·ãš
ãã«ã¹ã«ããã«âïŒâããããããããã³âãžã¡
ãã«ãšãŒãã«561éšãåŸãããããã¯äœ¿çšååç©
ã«å¯Ÿãçè«å€ã®96.4ïŒ ã®åçã«çžåœããã æ¬ååç©ã¯ã¯ãããã°ã©ãã€ãŒçã«çŽç²ã§ãã
ãããŠå çŽ åæã«æŒãŠãã®æ§é ã«çžåœããå€ãäž
ããïŒèšç®å€ïŒNO2ïŒ15.8ïŒ ïŒïŒ³ïŒ11.0ïŒ ïŒå®æž¬
å€ïŒNO2ïŒ16.0ïŒ15.8ïŒ ïŒïŒ³ïŒ11.0ïŒ ïŒã é žåã¿ã³ã°ã¹ãã³â觊åªã®ååšäžäœµããã®ä»ã¯
èšèŒããæ¹æ³ã§å®æœããã°ãïŒåé·ãåå¿æéå
ã³10â15ïŒ ã ãé«ãéé žåæ°ŽçŽ âå¿ èŠéãå¿ èŠã§
ãããå質åã³åçã¯ããã«ããå€ããããªãã äŸ ïŒ ïŒâã¯ãã«âïŒâãããããšããŒã«173.5éšã
ããªã°ãªã³ãŒã«110éšåã³æ°Ž100éšãããªãæ··åç©
ã«80â85âã§æ¹æåã³é žçŽ æé€äžïŒæéã§å°ãã¥
ã€çé žã«ãªãŠã 152éšãå ãããåºçºååç©ãã
æ©ã確èªãåŸãªããªããŸã§ïŒèå±€ã¯ãããã°ã©ã
ã€ãŒã«ããæ€æ»ïŒã90âãžã®åŸã ãªæž©åºŠäžæäžçŽ
ïŒâïŒæéåŸæ¹æããæ°Ž900éšåã³ã¿ã³ã°ã¹ãã³
é žãããªãŠã âäºæ°Žåç©ïŒéšãå ããããŠåŸãã
ã溶液ã85ïŒ çé žã§PHïŒâ5.5ã«èª¿æŽããã 次ã«60åé60âã§æåã«30ïŒ éé žåæ°ŽçŽ 210éš
ã滎å ãããã®é枩床ã¯75â80âã«äžããã¹ãã§
ãããåŒãç¶ããŠ80â90âã§å¥ã®æéå ã«ãªãå
äžã«30ïŒ éé žåæ°ŽçŽ 160éšã滎å ããïŒâïŒæé
90â95âã§åŸæ¹æãïŒHPLCã«ããå®å šãªåå¿ã®
æ€æ»ïŒãããŠæ¬¡ã«æ¹æäž10â15âã«å·åŽãããã
ã®å Žåæ²æ®¿ããçæç©ãåžåŒãéããæ°Žã§äžæ§ã«
ãããŠç¡å¡©ã«æŽæµããããŠç空äžã§60â80âã§ä¹Ÿ
ç¥ããã èç¹140â141âã®ïŒâãªãã·ãšãã«ã¹ã«ããã«
âïŒâãããããšããŒã«225éšãåŸãããããã¯
ïŒâã¯ãã«âïŒâãããããšããŒã«ã«å¯Ÿãçè«å€
ã®91.1ïŒ ã®åçã«çžåœããã äŸ ïŒ ïŒâããã âïŒâããããããããã³âãžãšã
ã«ãšãŒãã«289.9éšãããªã°ãªã³ãŒã«100éšåã³æ°Ž
300éšãããªãæžæ¿æ¶²ã«65â70âã§æ¹æåã³é žçŽ
æé€äžïŒæéã§çé žã«ãªãŠã 75éšãå°ãã¥ã€å ã
ããïŒâ10æé70â75âã§åŸæ¹æãïŒèå±€ã¯ãã
ãã°ã©ãã€ãŒã«ããå®å šãªåå¿ã®æ€æ»ïŒãæ··åç©
ãæ°Ž800éšã§çšéããã¿ã³ã°ã¹ãã³é žã«ãªãŠã ïŒ
éšãå ããããŠ50ïŒ é ¢é žã§PHïŒâ5.5ã«ç·©è¡ããã 50â55âã§åºçºãããŠ60åé35ïŒ éé žåæ°ŽçŽ
130éšã滎å ãããã®é枩床ã¯æé«75âã«äžæã
ãŠããããããŠïŒæé75âã§åŸæ¹æããããã®åŸ
ã§90åé75âã§ããäžåºŠ35ïŒ éé žåæ°ŽçŽ 120éšã
滎å ãããã®åŸã§æž©åºŠã90â95âã«é«ããããŠå®
å šãªé žåãŸã§ïŒHPLCã«ããæ€æ»ãæéçŽïŒâïŒ
æéïŒãã®æž©åºŠã§åŸæ¹æãããå·åŽããæ²æ®¿ãã
æ²æ®¿ç©ã15â20âã§ããããšäžã§åžåŒãéããïŒ
åæ°·æ°Ž200éšã§æŽæµããããŠç空äž50â60âã§ä¹Ÿ
ç¥ããã èç¹128â130âã®ïŒâãªãã·ãšãã«ã¹ã«ããã«
âïŒâããããããããã³âãžãšãã«ãšãŒãã«
288éšãåŸãããããã¯ïŒâããã âïŒâããã
ãããããã³âãžãšãã«ãšãŒãã«ã«å¯Ÿãçè«å€ã®
90.3ïŒ ã®åçã«çžåœããã äŸ 10 ïŒâã¯ãã«âïŒâãããã¢ããœãŒã«187.5éšã
ããªã°ãªã³ãŒã«120éšåã³æ°Ž120éšãããªãæ··åç©
ã«70â75âã§ïŒæé以å ã«æ¹æåã³é žçŽ æé€äžç
é žã«ãªãŠã 70éšãåäžã«å°å ¥ãããåºçºååç©ã
ãæ©ã確èªã§ããªããªããŸã§ïŒèå±€ã¯ãããã°ã©
ãã€ãŒã«ããæ€æ»ïŒãïŒâïŒæé75â80âã§åŸæ¹
æãã次ã«80âã®æž©æ°Ž800éšåã³äžé žåã¿ã³ã°ã¹
ãã³ïŒéšãæ·»å ããããŠé ¢é žã®æ»Žå ã«ããïŒâ
4.5ã®PHâå€ã«èª¿æŽããã80âã§30å以å ã«30ïŒ
éé žåæ°ŽçŽ 175éšã滎å ããïŒæé90â95âãžã®
åŸã ãªæž©åºŠäžæäžåŸæ¹æãã次ã«æŽã«30åéæŽã«
30ïŒ éé žåæ°ŽçŽ 150éšã滎å ãããé žåã90â95
âã§ã®åŸæ¹æã«ããçµäºããïŒHPLCã«ããæ€
æ»ïŒãçæç©ã20â25âãžã®å·åŽã«ããåé¢ãã
ãéã«ããåé¢ããããŠæ°Žã§æŽæµåŸç空äž50â60
âã§ä¹Ÿç¥ããã èç¹105â107âã®ïŒâãªãã·ãšãã«ã¹ã«ããã«
âïŒâãããã¢ããœãŒã«230éšãåŸãããããã¯
ïŒâã¯ãã«âïŒâãããã¢ããœãŒã«ã«å¯Ÿãçè«å€
92.5ïŒ ã®åçã«çžåœããã äŸ 11 æ°ŽçŽ åçšãªãŒãã¯ã¬ãŒãäžã«æ°Ž760éšãä»èŸŒã¿ã
ãã®åŸïŒâãªãã·ãšãã«ã¹ã«ããã«âïŒâããã
ããšããŒã«98.8éšåã³è²Žéå±â觊åªïŒïŒïŒ PdïŒã«
ãŒãã³ïŒ2.5éšãå°å ¥ããããŠçé žå¡©ç·©è¡å€ã®æ·»
å ã«ãã5.5âïŒã®PHâå€ã«èª¿æŽããã ãªãŒãã¯ã¬ãŒããéããçªçŽ ã§ãããŠåŒãç¶ã
ãŠæ°ŽçŽ ã§ãã©ãã·ããããŠæ¬¡ã«æ°ŽçŽ å§15ããŒã«ïŒ
50â70âã§æ°ŽçŽ åãããæ°ŽçŽ ããæ©ãåžåãããª
ããšãâããã¯çŽ60ååŸããã§ããâéæŸãã80
âã§æž æŸåããŠè§Šåªãé€ããããŠé žçŽ æé€äžïŒâ
ïŒâã«å·åŽããããéããæ°·æ°Ž50â100éšã§æŽæµ
ããããŠç空äž60â70âã§ä¹Ÿç¥ãããèç¹115â
117âã®ïŒâãªãã·ãšãã«ã¹ã«ããã«âïŒâã¢ã
ãããšããŒã«75éšãåŸãããããã¯äœ¿çšãããã
ããååç©ã«å¯Ÿãçè«å€ã®86.4ïŒ ã®åçã«çžåœã
ãã æ¯æ¶²ããé£å¡©10ïŒ ã®æ·»å ã«ããæŽã«çæç©ïŒéš
ãæ²æ®¿ãããããšãã§ããããŠãéã«ããåé¢ã
ãããšãã§ããã®ã§ãçè«å€ã®93.3ïŒ ã«çžåœãã
81éšã®ïŒâãªãã·ãšãã«ã¹ã«ããã«âïŒâã¢ãã
ããšããŒã«ã®å šåçãåŸãããã ãã®æ··åç©ããåŸãããæ¯æ¶²760éšã次ã®ãã
ãã§æ°Žã®ä»£ãã«æåã«å°å ¥ãããããŠãã®ä»ã¯å
èšã®æ¹æ³ã«åŸã€ãŠéè¡ããå Žåã«ããäžèšã®åç
ã«å¹æµããåçãåŸãããã åé¢ããïŒâãªãã·ãšãã«ã¹ã«ããã«âïŒâã¢
ããããšããŒã«ã¯ã¯ãããã°ã©ãã€ãŒçã«çŽç²ã§
ããããã®ãžã¢ãŸåå€ã¯99.2ïŒ ã§ãããçæç©ã¯
ç¡æ¡ä»¶ã«åå¿æ§ææã®è£œé ã«äœ¿çšããããšãã§ã
ãã äŸ 12 éãã200éšãæ°Ž1800éšåã³30ïŒ å¡©é ž35éšãã
ãªãæ··åç©ãæ¹æäž95â100âã«å ç±ããã次ã«
ïŒâïŒæéã§åäžã«ïŒâãªãã·ãšãã«ã¹ã«ããã«
âïŒâãããããšããŒã«247éšãå°å ¥ããããŠïŒ
æé95â100âã§åŸæ¹æããããçŽäžã§ã®ã¹ãã
ãè©Šæãç¡è²ã§ãããªãåå¿ã¯çµäºããŠããã33
ïŒ èæ§ãœãŒã液çŽ320éšã§æãã«ããšããŒã«ãã¿
ã¬ã€ã³âã¢ã«ã«ãªæ§ã«ããéã¹ã©ãªãŒãå ç±ãã
ããããšäžã§åžåãéããããŠãéæ®çç©ã100
âã®ïŒïŒ ç±èæ§ãœãŒã液500éšã§æŽæµãããäžç·
ã«ããã液ãé žçŽ æé€äž40âã«å·åŽãã30ïŒ å¡©é ž
ã§5.0ã®PHâå€ã«èª¿æŽããããŠåŸã ã«ïŒâã«å·åŽ
ãããåžåŒãéåã³ç空äž60â70âã«æŒãã也ç¥
åŸèç¹115â116âã®ïŒâãªãã·ãšãã«ã¹ã«ããã«
âïŒâã¢ããããšããŒã«191éšãåŸãããããã¯
䜿çšãããååç©ã«å¯Ÿãçè«å€ã®88.0ïŒ ã®åçã«
çžåœããã æ¯æ¶²ããå¡©æã«ããäžèšå質ã«å¹æµã§ããå質
ã®å¥ã®çæç©ãããã«åé¢ããããšãã§ããã䜵
ãåéã¹ã©ãªãŒã®æž æŸååŸåŸããã溶液éµââå«
æç枬å®ïŒãžã¢ãŸåå€ïŒã«ããïŒâãªãã·ãšãã«
ã¹ã«ããã«âïŒâã¢ããããšããŒã«ã®çè«å€ã®çŽ
98â99ïŒ ãå«æããâãçŽæ¥åã³æ倱ãªãã«ãžã¢
ãŸåããããŠææã«æŽã«å å·¥ããããšãã§ããã
ãã®æ§ã«ããŠïŒâãªãã·ãšãã«ã¹ã«ããã«âïŒâ
ã¢ããããšããŒã«ã®è¯å¥œãªæ°Žæº¶æ§ã®ããã«åé¢ã®
éé¿ããããªãçæç©æ倱ãæå°ã«äœäžããããš
ãã§ããã äŸ 13â17 äŸ11åã³ïŒåã¯12ã«é¡äŒŒããŠæ¬çºæã«ããåŸã
ããïŒâãªãã·ãšãã«ã¹ã«ããã«âïŒâãããã
ãšããŒã«ãšãŒãã«ïŒäŸïŒãïŒãïŒåã³10åç §ïŒã
éå ããããŠæ¬¡è¡šã§èç¹ãçŽåºŠïŒãžã¢ãŸåå€ïŒå
ã³åé¢ãããåçã以ãŠèšèŒããçæç©ãåŸãã
ãïŒåå¿æº¶æ¶²äžã§æ®ãã©å®éçãªåçããžã¢ãŸå
å€åã³ïŒåã¯é»äœå·®æ»Žå®ã«ãã確èªãããïŒïŒ ãè¡šã
Claims (1)
- ãç¹èš±è«æ±ã®ç¯å²ã ïŒ äžè¬åŒïŒïŒïŒ ãåã ïŒåŒäžãã¯æ°ŽçŽ åååã¯ïŒâïŒåã®ççŽ ååã
æããã¢ã«ãã«åºãæå³ãããããŠR1ã¯æ°ŽçŽ å
ååã¯å€«ã ïŒâïŒåã®ççŽ ååãæããã¢ã«ãã«
âåã¯ã¢ã«ã³ãã·åºãæå³ããïŒ ã§ç€ºãããïŒâãªãã·ãšãã«ã¹ã«ããã«âïŒâã¢
ããããšããŒã«ïŒâãšãŒãã«ïŒã補é ããæ¹æ³ã«
æŒããŠãäžè¬åŒïŒïŒ ãåã ïŒåŒäžãåã³R1ã¯åèšã®æå³ãæãããããŠ
ã¯å¡©çŽ âåã¯èçŽ ååãæå³ããïŒ ã§ç€ºãããïŒâã¯ãã«âïŒåã¯ããã ïŒâïŒâãã
ãããšããŒã«åã¯ãã®ã¢ã«ãã«ãšãŒãã«ãããªã°
ãªã³ãŒã«ãšçž®åãããŠäžè¬åŒïŒïŒ ãåã ïŒåŒäžãåã³R1ã¯åèšã®æå³ãæããïŒ ã§ç€ºãããïŒâãããããšããŒã«ïŒâãšãŒãã«ïŒ
âïŒâãªãã·ãšãã«ã¹ã«ãã€ããšãããããäžé
åé¢ããã«ãäžè¬åŒïŒïŒ ãåã ïŒåŒäžãåã³R1ã¯åèšã®æå³ãæããïŒ ã§ç€ºãããïŒâïŒãªãã·ãšãã«ã¹ã«ããã«âïŒâ
ãããããšããŒã«ïŒâãšãŒãã«ïŒã«é žåãããã
ãŠåŸè ãäžèšäžè¬åŒïŒïŒã®ååç©ã«éå ããã
ã®éå šãŠã®å·¥çšãçŽæ°Žæ§åªäœäžã§å®æœããããšã
ç¹åŸŽãšããäžèšè£œé æ¹æ³ã ïŒ äžè¬åŒïŒïŒã®ïœâãããã¯ãã«ãã³ãŒã³å
åç©ãå°ãªããšãååŠéè«çéã®ããªã°ãªã³ãŒã«
åã³ååãªæ¹ææ§ãä¿èšŒãããçšåºŠã®æ°Žãšå ±ã«50
â90âã®æž©åºŠã«å ç±ãã次ã«é žçµåæ§ã¢ã«ã«ãªâ
åã¯ã¢ã«ã«ãªåé¡éå±ååç©ãå°ãªããšãååŠé
è«çéã§åããŠæ·»å ãããããŠåå¿çµäºåŸãé žã«
ããïŒâïŒã®PHâå€ã«èª¿æŽããç¹èš±è«æ±ã®ç¯å²ç¬¬
ïŒé èšèŒã®æ¹æ³ã ïŒ æžæ¿ãã圢æ ã§åŸãããäžè¬åŒïŒïŒã®åå
ç©ã«ãäžéåé¢ããã«ã觊åªéã®äžé žåã¿ã³ã°ã¹
ãã³åã¯ã¢ã«ã«ãªéå±ã¿ã³ã°ã¹ãã³é žå¡©ã®æ·»å åŸ
åã³å Žåã«ããè¡ãããæ°Žã«ããçšéåŸãå°ãªã
ãšãååŠéè«çéã®éé žåæ°ŽçŽ ãåããŠå ããã
ããŠé žåçµäºåŸãåŸãããäžè¬åŒïŒïŒã®ååç©
ãåé¢ããç¹èš±è«æ±ã®ç¯å²ç¬¬ïŒé èšèŒã®æ¹æ³ã
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19833343421 DE3343421A1 (de) | 1983-12-01 | 1983-12-01 | Verfahren zur herstellung von 5-oxethylsulfonyl-2-aminophenol(-ethern) |
| DE3343421.2 | 1983-12-01 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS60132952A JPS60132952A (ja) | 1985-07-16 |
| JPH0583544B2 true JPH0583544B2 (ja) | 1993-11-26 |
Family
ID=6215723
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP59252063A Granted JPS60132952A (ja) | 1983-12-01 | 1984-11-30 | ïŒâãªãã·ãšãã«ã¹ã«ããã«âïŒâã¢ããããšããŒã«ïŒâãšãŒãã«ïŒã®è£œæ³ |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US4613704A (ja) |
| EP (1) | EP0146007B1 (ja) |
| JP (1) | JPS60132952A (ja) |
| AR (1) | AR241081A1 (ja) |
| BR (1) | BR8406095A (ja) |
| DE (2) | DE3343421A1 (ja) |
| IN (1) | IN162546B (ja) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3539477A1 (de) * | 1985-11-07 | 1987-05-14 | Hoechst Ag | Verfahren zur herstellung von aryloxethylsulfonen |
| DE3801083A1 (de) * | 1988-01-16 | 1989-07-27 | Bayer Ag | Diaminoarylsulfone, verfahren zu deren herstellung und verwendung bei der herstellung von polyurethanelastomeren |
| WO2005110958A1 (ja) * | 2004-05-14 | 2005-11-24 | Shionogi & Co., Ltd. | éé žåæ°ŽçŽ ããã³ã¿ã³ã°ã¹ãã³è§Šåªãçšããã¢ã«ã³ãŒã«ã®é žååå¿ |
| WO2010099217A1 (en) | 2009-02-25 | 2010-09-02 | Braincells, Inc. | Modulation of neurogenesis using d-cycloserine combinations |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB931595A (en) * | 1959-12-08 | 1963-07-17 | Gen Aniline & Film Corp | Aminobenzyl sulfonylethanol compounds |
| AT284773B (de) * | 1968-02-24 | 1970-09-25 | Bayer Ag | Aufhellungsmittel |
| CH613947A5 (ja) * | 1976-08-03 | 1979-10-31 | Hoechst Ag | |
| US4612394A (en) * | 1982-04-06 | 1986-09-16 | Sumitomo Chemical Company, Limited | Process for producing aminophenyl-β-hydroxyethylsulfone |
-
1983
- 1983-12-01 DE DE19833343421 patent/DE3343421A1/de not_active Withdrawn
-
1984
- 1984-11-23 EP EP84114173A patent/EP0146007B1/de not_active Expired
- 1984-11-23 DE DE8484114173T patent/DE3461793D1/de not_active Expired
- 1984-11-26 IN IN809/CAL/84A patent/IN162546B/en unknown
- 1984-11-28 AR AR298767A patent/AR241081A1/es active
- 1984-11-29 US US06/675,979 patent/US4613704A/en not_active Expired - Fee Related
- 1984-11-30 BR BR8406095A patent/BR8406095A/pt not_active IP Right Cessation
- 1984-11-30 JP JP59252063A patent/JPS60132952A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| AR241081A2 (es) | 1991-10-31 |
| US4613704A (en) | 1986-09-23 |
| BR8406095A (pt) | 1985-09-24 |
| EP0146007B1 (de) | 1986-12-30 |
| AR241081A1 (es) | 1991-10-31 |
| EP0146007A1 (de) | 1985-06-26 |
| DE3343421A1 (de) | 1985-06-13 |
| JPS60132952A (ja) | 1985-07-16 |
| IN162546B (ja) | 1988-06-11 |
| DE3461793D1 (en) | 1987-02-05 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JPS60184567A (ja) | ããªããšã³ãžãªããµãžã³ãããŒã«ã¹ã«ãã³ææ | |
| JPS6257665B2 (ja) | ||
| US4992589A (en) | Substituted phenyl hydroxyethyl sulfones, and process for their preparation | |
| JPH0583544B2 (ja) | ||
| US4294769A (en) | Process for the preparation of 1,4-diamino-2,3-dicyano-anthraquinones | |
| KR100373997B1 (ko) | C.I.늬ì¡í°ëžëžë£š(ReactiveBlue)19ìì ì¡°ë°©ë² | |
| US4960929A (en) | Hydroxyethylsulfonylnitro- and hydroxyethylsulfonylamino-benzoic acids and processes for their preparation | |
| JPH0615519B2 (ja) | åç°åŒãã¹âãªãã·ãšãã«ã¹ã«ããã«âã¢ããªã³é¡ããã³ãããã®è£œæ³ | |
| US4960940A (en) | Bis(hydroxyethylsulfonylmethyl)anilines and a process for their preparation | |
| JPH062730B2 (ja) | ïŒâã¢ããâïŒâããããã·âïŒâåã¯âïŒâïŒÎ²âã¹ã«ãã¡ããšãã«ã¹ã«ããã«ïŒâãã³ãŒã³âååç©ã®è£œæ³ | |
| US2414403A (en) | Method of preparing sulfonamides | |
| JP2647444B2 (ja) | ïŒâãããªãžãâïŒïŒïŒâãžã¢ããããªããžã³âïŒâãªãã·ãã®èª¿æŽæ¹æ³ããã³æ°èŠãªååç© | |
| JPH0149348B2 (ja) | ||
| EP1442012A1 (en) | Process for the preparation of 2- alkyl(aryl)]sulfonylbenzene-sulfonyl chlorides and their intermediates | |
| KR950007218B1 (ko) | ì늎ìë¯žë žëížë¡íë íìŽëë¡ììíž ì€í°ì ì ì¡°ë°©ë² | |
| JP2648346B2 (ja) | ããã²ãã€ãµãé žç¡æ°Žç©ã®è£œæ³ | |
| EP0323846B1 (en) | Process of preparing thiamphenicol | |
| US4225705A (en) | Process for synthesizing thiacyanine dyes | |
| CS223896B2 (en) | Method of making the alpha-benzamide-alpha-halogene-1,1-dianthrimide | |
| KR850001574B1 (ko) | ìì©ì± ëì€ ìì¡° ìŒë£ì ì ì¡°ë°©ë² | |
| US4851575A (en) | Process for the preparation of 2-nitro-4-sulfamyldiphenylamine dyestuffs | |
| SU1097613A1 (ru) | СпПÑПб пПлÑÑеМО ÐŒ-МОÑÑПбеМзПлÑÑлÑÑÐŸÑ Ð»ÐŸÑОЎа | |
| JPS60222469A (ja) | ïŒâããšãã«ãã³ãŸããªã¢ãŸâã«é¡ã®è£œé æ¹æ³ | |
| JP2987056B2 (ja) | ãžã¢ã³ãã©ããã³âïœïŒïœââãžãããã¢ãžã³ã®è£œé æ¹æ³ | |
| US4235819A (en) | Process for isolating 1-(alkoxyphenyl)-5-(phenyl)biguanide compounds from a crude, acid reaction mixture thereof |