JPH0125321B2 - - Google Patents
Info
- Publication number
- JPH0125321B2 JPH0125321B2 JP56035518A JP3551881A JPH0125321B2 JP H0125321 B2 JPH0125321 B2 JP H0125321B2 JP 56035518 A JP56035518 A JP 56035518A JP 3551881 A JP3551881 A JP 3551881A JP H0125321 B2 JPH0125321 B2 JP H0125321B2
- Authority
- JP
- Japan
- Prior art keywords
- weight
- alkyl
- polymerization
- tert
- butyl
- 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
Links
- 150000002084 enol ethers Chemical class 0.000 claims description 35
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 27
- 239000000178 monomer Substances 0.000 claims description 27
- 238000006116 polymerization reaction Methods 0.000 claims description 23
- 238000000034 method Methods 0.000 claims description 22
- -1 alicyclic aldehydes Chemical class 0.000 claims description 21
- 229920001577 copolymer Polymers 0.000 claims description 17
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 14
- 229920000642 polymer Polymers 0.000 claims description 12
- 239000000203 mixture Substances 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 9
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 7
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 7
- 238000004519 manufacturing process Methods 0.000 claims description 7
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 5
- 239000000839 emulsion Substances 0.000 claims description 5
- 150000002576 ketones Chemical class 0.000 claims description 5
- 125000001931 aliphatic group Chemical group 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 125000006527 (C1-C5) alkyl group Chemical group 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 125000005907 alkyl ester group Chemical group 0.000 claims description 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 claims description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 2
- 230000000379 polymerizing effect Effects 0.000 claims description 2
- 239000000725 suspension Substances 0.000 claims description 2
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- 239000003999 initiator Substances 0.000 description 13
- 238000006243 chemical reaction Methods 0.000 description 11
- 239000012071 phase Substances 0.000 description 10
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 239000002270 dispersing agent Substances 0.000 description 9
- 239000007762 w/o emulsion Substances 0.000 description 9
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 8
- 239000003995 emulsifying agent Substances 0.000 description 8
- 230000015572 biosynthetic process Effects 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 239000008346 aqueous phase Substances 0.000 description 6
- 150000002978 peroxides Chemical class 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 150000003254 radicals Chemical class 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 150000001299 aldehydes Chemical class 0.000 description 5
- 235000019445 benzyl alcohol Nutrition 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 239000003607 modifier Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 238000003786 synthesis reaction Methods 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 150000001298 alcohols Chemical class 0.000 description 4
- 239000012074 organic phase Substances 0.000 description 4
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 3
- 239000003963 antioxidant agent Substances 0.000 description 3
- 235000006708 antioxidants Nutrition 0.000 description 3
- 239000007900 aqueous suspension Substances 0.000 description 3
- 239000011324 bead Substances 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 230000003647 oxidation Effects 0.000 description 3
- 238000007254 oxidation reaction Methods 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000003381 stabilizer Substances 0.000 description 3
- 230000000087 stabilizing effect Effects 0.000 description 3
- 238000010557 suspension polymerization reaction Methods 0.000 description 3
- 229920001169 thermoplastic Polymers 0.000 description 3
- 239000004416 thermosoftening plastic Substances 0.000 description 3
- DERUPGPGCWUEJI-UHFFFAOYSA-N 1-methylcyclohex-2-ene-1-carbaldehyde Chemical compound O=CC1(C)CCCC=C1 DERUPGPGCWUEJI-UHFFFAOYSA-N 0.000 description 2
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 2
- DAXIEERIPADXOU-UHFFFAOYSA-N 6-methylcyclohex-2-ene-1-carbaldehyde Chemical compound CC1CCC=CC1C=O DAXIEERIPADXOU-UHFFFAOYSA-N 0.000 description 2
- XOUQAVYLRNOXDO-UHFFFAOYSA-N 6-tert-butyl-m-cresol Natural products CC1=CC=C(C(C)(C)C)C(O)=C1 XOUQAVYLRNOXDO-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 2
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N Butyraldehyde Chemical compound CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical class [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 239000004372 Polyvinyl alcohol Substances 0.000 description 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- 150000001241 acetals Chemical class 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 150000008051 alkyl sulfates Chemical class 0.000 description 2
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 2
- 238000007720 emulsion polymerization reaction Methods 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 238000011065 in-situ storage Methods 0.000 description 2
- 238000012688 inverse emulsion polymerization Methods 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 150000004965 peroxy acids Chemical class 0.000 description 2
- 239000002530 phenolic antioxidant Substances 0.000 description 2
- 229920002689 polyvinyl acetate Polymers 0.000 description 2
- 239000011118 polyvinyl acetate Substances 0.000 description 2
- 229920002451 polyvinyl alcohol Polymers 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 150000003440 styrenes Chemical class 0.000 description 2
- 230000002195 synergetic effect Effects 0.000 description 2
- OPQYOFWUFGEMRZ-UHFFFAOYSA-N tert-butyl 2,2-dimethylpropaneperoxoate Chemical compound CC(C)(C)OOC(=O)C(C)(C)C OPQYOFWUFGEMRZ-UHFFFAOYSA-N 0.000 description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- HGBOYTHUEUWSSQ-UHFFFAOYSA-N valeric aldehyde Natural products CCCCC=O HGBOYTHUEUWSSQ-UHFFFAOYSA-N 0.000 description 2
- WRXCBRHBHGNNQA-UHFFFAOYSA-N (2,4-dichlorobenzoyl) 2,4-dichlorobenzenecarboperoxoate Chemical compound ClC1=CC(Cl)=CC=C1C(=O)OOC(=O)C1=CC=C(Cl)C=C1Cl WRXCBRHBHGNNQA-UHFFFAOYSA-N 0.000 description 1
- LNAZSHAWQACDHT-XIYTZBAFSA-N (2r,3r,4s,5r,6s)-4,5-dimethoxy-2-(methoxymethyl)-3-[(2s,3r,4s,5r,6r)-3,4,5-trimethoxy-6-(methoxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6r)-4,5,6-trimethoxy-2-(methoxymethyl)oxan-3-yl]oxyoxane Chemical compound CO[C@@H]1[C@@H](OC)[C@H](OC)[C@@H](COC)O[C@H]1O[C@H]1[C@H](OC)[C@@H](OC)[C@H](O[C@H]2[C@@H]([C@@H](OC)[C@H](OC)O[C@@H]2COC)OC)O[C@@H]1COC LNAZSHAWQACDHT-XIYTZBAFSA-N 0.000 description 1
- 125000006702 (C1-C18) alkyl group Chemical group 0.000 description 1
- RQHGZNBWBKINOY-PLNGDYQASA-N (z)-4-tert-butylperoxy-4-oxobut-2-enoic acid Chemical compound CC(C)(C)OOC(=O)\C=C/C(O)=O RQHGZNBWBKINOY-PLNGDYQASA-N 0.000 description 1
- UICXTANXZJJIBC-UHFFFAOYSA-N 1-(1-hydroperoxycyclohexyl)peroxycyclohexan-1-ol Chemical compound C1CCCCC1(O)OOC1(OO)CCCCC1 UICXTANXZJJIBC-UHFFFAOYSA-N 0.000 description 1
- CTMHWPIWNRWQEG-UHFFFAOYSA-N 1-methylcyclohexene Chemical compound CC1=CCCCC1 CTMHWPIWNRWQEG-UHFFFAOYSA-N 0.000 description 1
- QEDJMOONZLUIMC-UHFFFAOYSA-N 1-tert-butyl-4-ethenylbenzene Chemical compound CC(C)(C)C1=CC=C(C=C)C=C1 QEDJMOONZLUIMC-UHFFFAOYSA-N 0.000 description 1
- UDFARPRXWMDFQU-UHFFFAOYSA-N 2,6-ditert-butyl-4-[(3,5-ditert-butyl-4-hydroxyphenyl)methylsulfanylmethyl]phenol Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CSCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 UDFARPRXWMDFQU-UHFFFAOYSA-N 0.000 description 1
- RTOZVEXLKURGKW-UHFFFAOYSA-N 2,6-ditert-butyl-4-[[4-[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]-2,3,5,6-tetramethylphenyl]methyl]phenol Chemical compound CC=1C(C)=C(CC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)C(C)=C(C)C=1CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 RTOZVEXLKURGKW-UHFFFAOYSA-N 0.000 description 1
- JIEWQZNTUPWNMX-UHFFFAOYSA-N 2,6-ditert-butyl-4-phenylphenol Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(C=2C=CC=CC=2)=C1 JIEWQZNTUPWNMX-UHFFFAOYSA-N 0.000 description 1
- PRWHTWCWDLLUPW-UHFFFAOYSA-N 2-[(2,6-dimethylphenyl)methyl]-4-methylphenol Chemical compound CC1=CC=C(O)C(CC=2C(=CC=CC=2C)C)=C1 PRWHTWCWDLLUPW-UHFFFAOYSA-N 0.000 description 1
- XQESJWNDTICJHW-UHFFFAOYSA-N 2-[(2-hydroxy-5-methyl-3-nonylphenyl)methyl]-4-methyl-6-nonylphenol Chemical compound CCCCCCCCCC1=CC(C)=CC(CC=2C(=C(CCCCCCCCC)C=C(C)C=2)O)=C1O XQESJWNDTICJHW-UHFFFAOYSA-N 0.000 description 1
- SBYMUDUGTIKLCR-UHFFFAOYSA-N 2-chloroethenylbenzene Chemical compound ClC=CC1=CC=CC=C1 SBYMUDUGTIKLCR-UHFFFAOYSA-N 0.000 description 1
- WFUGQJXVXHBTEM-UHFFFAOYSA-N 2-hydroperoxy-2-(2-hydroperoxybutan-2-ylperoxy)butane Chemical compound CCC(C)(OO)OOC(C)(CC)OO WFUGQJXVXHBTEM-UHFFFAOYSA-N 0.000 description 1
- GPNYZBKIGXGYNU-UHFFFAOYSA-N 2-tert-butyl-6-[(3-tert-butyl-5-ethyl-2-hydroxyphenyl)methyl]-4-ethylphenol Chemical compound CC(C)(C)C1=CC(CC)=CC(CC=2C(=C(C=C(CC)C=2)C(C)(C)C)O)=C1O GPNYZBKIGXGYNU-UHFFFAOYSA-N 0.000 description 1
- JXGACSBVPLKCJV-UHFFFAOYSA-N 2-tert-butyl-6-cyclohexyl-4-methylphenol Chemical compound CC(C)(C)C1=CC(C)=CC(C2CCCCC2)=C1O JXGACSBVPLKCJV-UHFFFAOYSA-N 0.000 description 1
- UVXDLYKYFHSGQP-UHFFFAOYSA-N 2-tert-butyl-6-cyclopentyl-4-methylphenol Chemical compound CC(C)(C)C1=CC(C)=CC(C2CCCC2)=C1O UVXDLYKYFHSGQP-UHFFFAOYSA-N 0.000 description 1
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 1
- BTXXTMOWISPQSJ-UHFFFAOYSA-N 4,4,4-trifluorobutan-2-one Chemical class CC(=O)CC(F)(F)F BTXXTMOWISPQSJ-UHFFFAOYSA-N 0.000 description 1
- MKTOIPPVFPJEQO-UHFFFAOYSA-N 4-(3-carboxypropanoylperoxy)-4-oxobutanoic acid Chemical compound OC(=O)CCC(=O)OOC(=O)CCC(O)=O MKTOIPPVFPJEQO-UHFFFAOYSA-N 0.000 description 1
- VWGFWELEAUUNAT-UHFFFAOYSA-N 4-[3,3-bis(4-hydroxy-3,5-dimethylphenyl)propyl]-2,6-dimethylphenol Chemical compound CC1=C(O)C(C)=CC(CCC(C=2C=C(C)C(O)=C(C)C=2)C=2C=C(C)C(O)=C(C)C=2)=C1 VWGFWELEAUUNAT-UHFFFAOYSA-N 0.000 description 1
- PRWJPWSKLXYEPD-UHFFFAOYSA-N 4-[4,4-bis(5-tert-butyl-4-hydroxy-2-methylphenyl)butan-2-yl]-2-tert-butyl-5-methylphenol Chemical compound C=1C(C(C)(C)C)=C(O)C=C(C)C=1C(C)CC(C=1C(=CC(O)=C(C=1)C(C)(C)C)C)C1=CC(C(C)(C)C)=C(O)C=C1C PRWJPWSKLXYEPD-UHFFFAOYSA-N 0.000 description 1
- VSAWBBYYMBQKIK-UHFFFAOYSA-N 4-[[3,5-bis[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]-2,4,6-trimethylphenyl]methyl]-2,6-ditert-butylphenol Chemical compound CC1=C(CC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)C(C)=C(CC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)C(C)=C1CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 VSAWBBYYMBQKIK-UHFFFAOYSA-N 0.000 description 1
- XNEKEXVTMZXFON-UHFFFAOYSA-N 4-methyl-2,6-bis(2,4,4-trimethylpentan-2-yl)phenol Chemical compound CC1=CC(C(C)(C)CC(C)(C)C)=C(O)C(C(C)(C)CC(C)(C)C)=C1 XNEKEXVTMZXFON-UHFFFAOYSA-N 0.000 description 1
- LZAIWKMQABZIDI-UHFFFAOYSA-N 4-methyl-2,6-dioctadecylphenol Chemical compound CCCCCCCCCCCCCCCCCCC1=CC(C)=CC(CCCCCCCCCCCCCCCCCC)=C1O LZAIWKMQABZIDI-UHFFFAOYSA-N 0.000 description 1
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Natural products OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical class [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical class CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- 239000001856 Ethyl cellulose Substances 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 1
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- 229920000881 Modified starch Polymers 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical class CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 1
- CFXCGWWYIDZIMU-UHFFFAOYSA-N Octyl-3,5-di-tert-butyl-4-hydroxy-hydrocinnamate Chemical compound CCCCCCCCOC(=O)CCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 CFXCGWWYIDZIMU-UHFFFAOYSA-N 0.000 description 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 1
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Natural products CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 125000003172 aldehyde group Chemical group 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 229920013820 alkyl cellulose Polymers 0.000 description 1
- 229940045714 alkyl sulfonate alkylating agent Drugs 0.000 description 1
- 150000008052 alkyl sulfonates Chemical class 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 238000000149 argon plasma sintering Methods 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 235000010323 ascorbic acid Nutrition 0.000 description 1
- 229960005070 ascorbic acid Drugs 0.000 description 1
- 239000011668 ascorbic acid Substances 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 238000012662 bulk polymerization Methods 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 229950005499 carbon tetrachloride Drugs 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 235000010980 cellulose Nutrition 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- AOGYCOYQMAVAFD-UHFFFAOYSA-N chlorocarbonic acid Chemical class OC(Cl)=O AOGYCOYQMAVAFD-UHFFFAOYSA-N 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 229910052802 copper Chemical class 0.000 description 1
- 239000010949 copper Chemical class 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- BSVQJWUUZCXSOL-UHFFFAOYSA-N cyclohexylsulfonyl ethaneperoxoate Chemical compound CC(=O)OOS(=O)(=O)C1CCCCC1 BSVQJWUUZCXSOL-UHFFFAOYSA-N 0.000 description 1
- FYIBPWZEZWVDQB-UHFFFAOYSA-N dicyclohexyl carbonate Chemical group C1CCCCC1OC(=O)OC1CCCCC1 FYIBPWZEZWVDQB-UHFFFAOYSA-N 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 229920001249 ethyl cellulose Polymers 0.000 description 1
- 235000019325 ethyl cellulose Nutrition 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 235000010944 ethyl methyl cellulose Nutrition 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 230000008642 heat stress Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 150000002432 hydroperoxides Chemical class 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- TYQCGQRIZGCHNB-JLAZNSOCSA-N l-ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(O)=C(O)C1=O TYQCGQRIZGCHNB-JLAZNSOCSA-N 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 229920003145 methacrylic acid copolymer Polymers 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 229940073584 methylene chloride Drugs 0.000 description 1
- 229920003087 methylethyl cellulose Polymers 0.000 description 1
- 235000019426 modified starch Nutrition 0.000 description 1
- 230000001473 noxious effect Effects 0.000 description 1
- 235000019645 odor Nutrition 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000012673 precipitation polymerization Methods 0.000 description 1
- FZYCEURIEDTWNS-UHFFFAOYSA-N prop-1-en-2-ylbenzene Chemical compound CC(=C)C1=CC=CC=C1.CC(=C)C1=CC=CC=C1 FZYCEURIEDTWNS-UHFFFAOYSA-N 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- RGBXDEHYFWDBKD-UHFFFAOYSA-N propan-2-yl propan-2-yloxy carbonate Chemical compound CC(C)OOC(=O)OC(C)C RGBXDEHYFWDBKD-UHFFFAOYSA-N 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 238000010558 suspension polymerization method Methods 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- VSJBBIJIXZVVLQ-UHFFFAOYSA-N tert-butyl 3,5,5-trimethylhexaneperoxoate Chemical compound CC(C)(C)CC(C)CC(=O)OOC(C)(C)C VSJBBIJIXZVVLQ-UHFFFAOYSA-N 0.000 description 1
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 1
- SWAXTRYEYUTSAP-UHFFFAOYSA-N tert-butyl ethaneperoxoate Chemical compound CC(=O)OOC(C)(C)C SWAXTRYEYUTSAP-UHFFFAOYSA-N 0.000 description 1
- BWSZXUOMATYHHI-UHFFFAOYSA-N tert-butyl octaneperoxoate Chemical compound CCCCCCCC(=O)OOC(C)(C)C BWSZXUOMATYHHI-UHFFFAOYSA-N 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- RBNWAMSGVWEHFP-UHFFFAOYSA-N trans-p-Menthane-1,8-diol Chemical compound CC(C)(O)C1CCC(C)(O)CC1 RBNWAMSGVWEHFP-UHFFFAOYSA-N 0.000 description 1
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 1
- 229940029284 trichlorofluoromethane Drugs 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 150000007934 α,β-unsaturated carboxylic acids Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
- C08F212/02—Monomers containing only one unsaturated aliphatic radical
- C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring
- C08F212/06—Hydrocarbons
- C08F212/08—Styrene
- C08F212/10—Styrene with nitriles
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerisation Methods In General (AREA)
Description
æ¬çºæã¯ããšããŒã«ãšãŒãã«ãååé調ç¯å€ãš
ããŠçšããã¹ãã¬ã³åã³ïŒåã¯ãã®èªå°äœãïŒã¡
ãïŒã¢ã¯ãªããããªã«åã³éæïŒã¡ãïŒã¢ã¯ãªã«
é žã¢ã«ãã«ãšã¹ãã«ã®å ±éåäœã®è£œé æ³ã«é¢ã
ããæŽã«ç¹ã«ãæ¬çºæã¯ååé調ç¯å€ãšããŠåã
ã°ããã§ãªããŠãçæããéåäœã«å®å®åå¹æã
äžããèç°æã®äžé£œåãšããŒã«ãšãŒãã«ãçšããŠ
äžè¿°ã®ãããªå ±éåäœã補é ããæ¹æ³ã«é¢ããã ã¢ã«ãã«ã¡ã«ã«ãã¿ã³ã¯é垞䜿çšãããååé
調ç¯å€ã§ãããç¡«é»ãå«æããªã調ç¯å€ç³»ãäŸã
ã°HoubenâWeylèãMethoden derâ
organischen ChemieïŒGeorg Thieme VerlagïŒ
StuttgartïŒ1961幎ã第ïŒïŒå·»ã327é 以éã«
èšåãããŠãããã®ããã°ãã°äœ¿çšãããŠããã
ç¡«é»ãå«ãŸãªã調ç¯å€ç³»ã¯äžè¬ã«æ害èãå°ãªã
äžã€é žåããé£ãç¹ã§ã¡ã«ã«ãã¿ã³èª¿ç¯å€ããã
å©ç¹ãæãããããããã¯äžè¬ã«å¯Ÿæ¯ãããåå
éãåŸãããã«é«æ¿åºŠã§çšããªããã°ãªããªãã
ãã«å®è³ªçã«äœãé£é移å掻æ§ãã瀺ããªããšã
ãæ¬ ç¹ãæãããäžé£œåã®ååé調ç¯å€ã®ç¹å¥ãª
äŸã¯ãïŒâã¡ãã«âã·ã¯ãããã»ã³âïŒïŒç±³åœç¹
蚱第3265677å·ïŒãã¿ãŒãããŒã«ïŒç¬åœç¹èš±å ¬å ±ç¬¬
1795395å·ïŒãåã³Î±âã¡ãã«ã¹ãã¬ã³äºéäœãªã©
ã¹ãã¬ã³åã³ã¢ã¯ãªã«é žèªå°äœã®éåã«å¯ŸããŠäœ¿
çšããããã®ãå«ãã ä»åãç¡«é»ãå«ãŸãªããšããŒã«ãšãŒãã«ããè³
éŠæããã«ååç©ãïŒã¡ãïŒã¢ã¯ãªããããªã«å
ã³éæïŒã¡ãïŒã¢ã¯ãªã«é žã¢ã«ãã«ãšã¹ãã«ã®æ··
åç©ã®éåã«å¯Ÿããååé調ç¯å€ãšããŠçšãããš
ãããããã¯æªèåã³é žåã®åŸåã®åŠãã¡ã«ã«ã
ã¿ã³ã®æ¬ ç¹ãªãã«ã¢ã«ãã«ã¡ã«ã«ãã¿ã³ã«å¹æµã
ã調ç¯æŽ»æ§ãæããããšãçºèŠããããäžé£œåã®
èç°æãšããŒã«ãšãŒãã«ã¯ååé調ç¯å€ãšããŠç¹
ã«é©åœã§ããã åŸã€ãŠæ¬çºæã¯ã ïœ ïŒçš®åã¯ãã以äžã®è³éŠæã¢ãããã«ååç©
95ã20ééïŒ ãåã³ ïœ ã¢ã¯ãªããããªã«åã³ïŒåã¯ã¡ã¿ã¯ãªããã
ãªã«ïŒã80ééïŒ ã ããïœåã³ïœã®åéäœæ··åç©ã®åèšã100ééïŒ
ã§ãããäžã€ãã®75ééïŒ ãŸã§ãã¢ã¯ãªã«é žå
ã³ïŒåã¯ã¡ã¿ã¯ãªã«é žã®C1ãC20ã¢ã«ãã«ãšã¹ã
ã«ã§ä»£æ¿ãããŠããŠãè¯ãæ¡ä»¶äžã§éåãããŠã¹
ãã¬ã³åã³ïŒåã¯ãã®èªå°äœã®å ±éåäœã補é ã
ãéã«ãéååå¿ãåéäœã®å šéã«åºã¥ããŠ0.01
ã10ééïŒ ã®èèªæåã¯èç°æã¢ã«ãããåã¯ã±
ãã³ã«ç±æ¥ãããšããŒã«ãšãŒãã«ã®ïŒçš®åã¯ãã
以äžã®ååšäžã«è¡ãªãè©²å ±éåäœã®è£œé æ³ãæäŸ
ããã ãšããŒã«ãšãŒãã«ã¯ã奜ãŸããã¯åéäœã®å šé
ã«åºã¥ããŠ0.05ãïŒééïŒ ã®å²åã§äœ¿çšãããã æŽã«æ¬çºæã¯ãæ¬çºæã®æ¹æ³ã§è£œé ãããçæ
ç©ã«ãé¢ããã å ±éåäœã®è£œé ã«é©åœãªåéäœã¯ãïŒã¡ãïŒã¢
ã¯ãªããããªã«ãšã¯å¥ã«ãåæ žè³éŠæã¢ãããã«
ååç©ãå³ã¡ã¹ãã¬ã³åã³ãã®èªå°äœãäŸãã°
C1ãC4ã¢ã«ãã«çœ®æã¹ãã¬ã³äŸãã°Î±âã¡ãã«
ã¹ãã¬ã³ãããã«ãã«ãšã³åã³ïŒâtertâããã«
ã¹ãã¬ã³ãåã³ããã²ã³çœ®æã¹ãã¬ã³äŸãã°ïŒâ
ã¯ãã«ã¹ãã¬ã³ãå«ããå ±éåäœã補é ãããã
ã«äœ¿çšãããè³éŠæã¢ãããã«ååç©åã³ïŒã¡
ãïŒã¢ã¯ãªããããªã«ã®åéäœæ··åç©ã®75ééïŒ
ãã¢ã¯ãªã«åã³ïŒåã¯ã¡ã¿ã¯ãªã«é žã®C1ãC20ã¢
ã«ãã«ãšã¹ãã«ã奜ãŸããã¯C1ãC8ã¢ã«ãã«ãš
ã¹ãã«ã§ä»£æ¿ãããŠããŠãããã çšãããšããŒã«ãšãŒãã«ã¯ååé調ç¯å€ãšããŠ
åããåæã«åŸãããéåäœã®ååéã®äžåäžæ§
ã«åœ±é¿ããããã®äžåäžæ§ïŒµïŒMwïŒMnâïŒã¯ïŒµïŒ 1.0ã2.5ã®ç¯å²å ã§ããã æ¬çºæã§çšãããšããŒã«ãšãŒãã«ã®ãåŸæ¥æ³ã§
äžè¬ã«çšããããã¢ã«ãã«ã¡ã«ã«ãã¿ã³ãšæ¯ã¹ã
å Žåã®éèŠãªå©ç¹ã¯ãããã察æ¯ããã調ç¯å€æŽ»
æ§ãæããäžã«ãç¡èã§ãããé žåã®åŸåããª
ããåã³éåäœãç±ã¹ãã¬ã¹äžã«å®å®åããå¹æ
ãæãããšããããšã§ããããã®å®å®åå¹æã¯ã
éåäœãç±å¯å¡æ§æ¡ä»¶äžã«åŠçããå Žåã«ãæŽãª
ãå ±åçã«åãé žåé²æ¢å®å®å€çµåãç©ãçšãã
ããšã«ãã€ãŠé«ããããšãã§ããã æ¬çºæã®æ¹æ³ã§è£œé ãããéåäœã¯ã25âããž
ã¡ãã«ãã«ã ã¢ããäžã§æž¬å®ããŠÎ·ïŒ0.5ã1.5
ãdlïŒïœãã®åºæç²åºŠãæãããå æ£ä¹±æ³ã§æž¬å®
ããååéã¯20000ã250000ã®ç¯å²ã§ããããã®
éåäœã¯ã©ã³ãã æ§é ãæããã èèªæåã¯èç°æã¢ã«ãããåã¯ã±ãã³åã³ã¢
ã«ãã«ãã·ã¯ãã¢ã«ãã«åã¯ã¢ã©ã«ãã«ã¢ã«ã³ãŒ
ã«ã«ç±æ¥ãããšããŒã«ãšãŒãã«ã¯æ¬çºæã«ããæ¹
æ³ã«é©åœã§ããã åœé©ãªã¢ã«ã³ãŒã«ã¯ãæåããããŠããŠãäžé£œ
åã§ãã€ãŠãããC1ãC20ã¢ã«ã«ããŒã«ãC5ãC10
ã·ã¯ãã¢ã«ã«ããŒã«åã³C7ãC20ã¢ã©ã«ãã«ã¢ã«
ã«ããŒã«ãå«ããäœããã®ã·ã¯ãã¢ã«ãã«åã¯ã¢
ãªãŒã«åºã¯äœçŽã¢ã«ãã«åºã§çœ®æãããŠããŠãã
ãã ãã®äŸã¯ã¡ã¿ããŒã«ããšã¿ããŒã«ãïœâããã
ããŒã«ãã€ãœãã¿ããŒã«ãïŒâãšãã«ãããµããŒ
ã«ãã·ã¯ããããµããŒã«åã³ãã³ãžã«ã¢ã«ã³ãŒã«
ãå«ãã èç°æã¢ã«ãããåã¯ã±ãã³ã¯ç°ã眮æãããŠ
ããŠãæ©ããã«ãªã€ãŠããŠãããåã³ïŒåã¯äºé
çµåãå«æããããšãã§ããããã®äŸã¯ãããã«
ã¢ã«ãããããã¬ã«ã¢ã«ããããã·ã¯ãããã·ã«
ã¢ã«ããããã·ã¯ãããã»ãã«ã¢ã«ããããã¡ã
ã«ã·ã¯ãããã·ã«ã¢ã«ãããããžã¡ãã«ã·ã¯ãã
ãã»ãã«ã¢ã«ããããã·ã¯ãâãïŒïŒïŒïŒïŒãâ
ããã»ãã«ã¢ã«ãããåã³ã·ã¯ããããµãã³ãå«
ããç°ãïŒååã¯ïŒåã®C1ãC5ã¢ã«ãã«åºãç¹
ã«ã¡ãã«åºã§éæ眮æãããèç°æã¢ã«ãããå
ã¯ã±ãã³ã¯å¥œé©ã§ããã ã¢ã«ãããåºã«éå ±åœ¹ã®äºéçµåãæŽã«å«æã
ãèèªæåã¯èç°æã¢ã«ã³ãŒã«ã®ãšããŒã«ãšãŒã
ã«ã¯å¥œé©ã§ããã æ¬çºæã®æ¹æ³ã§äœ¿çšããããšããŒã«ãšãŒãã«ã®
äŸãäžè¡šïŒãïŒã«ç€ºãã
ããŠçšããã¹ãã¬ã³åã³ïŒåã¯ãã®èªå°äœãïŒã¡
ãïŒã¢ã¯ãªããããªã«åã³éæïŒã¡ãïŒã¢ã¯ãªã«
é žã¢ã«ãã«ãšã¹ãã«ã®å ±éåäœã®è£œé æ³ã«é¢ã
ããæŽã«ç¹ã«ãæ¬çºæã¯ååé調ç¯å€ãšããŠåã
ã°ããã§ãªããŠãçæããéåäœã«å®å®åå¹æã
äžããèç°æã®äžé£œåãšããŒã«ãšãŒãã«ãçšããŠ
äžè¿°ã®ãããªå ±éåäœã補é ããæ¹æ³ã«é¢ããã ã¢ã«ãã«ã¡ã«ã«ãã¿ã³ã¯é垞䜿çšãããååé
調ç¯å€ã§ãããç¡«é»ãå«æããªã調ç¯å€ç³»ãäŸã
ã°HoubenâWeylèãMethoden derâ
organischen ChemieïŒGeorg Thieme VerlagïŒ
StuttgartïŒ1961幎ã第ïŒïŒå·»ã327é 以éã«
èšåãããŠãããã®ããã°ãã°äœ¿çšãããŠããã
ç¡«é»ãå«ãŸãªã調ç¯å€ç³»ã¯äžè¬ã«æ害èãå°ãªã
äžã€é žåããé£ãç¹ã§ã¡ã«ã«ãã¿ã³èª¿ç¯å€ããã
å©ç¹ãæãããããããã¯äžè¬ã«å¯Ÿæ¯ãããåå
éãåŸãããã«é«æ¿åºŠã§çšããªããã°ãªããªãã
ãã«å®è³ªçã«äœãé£é移å掻æ§ãã瀺ããªããšã
ãæ¬ ç¹ãæãããäžé£œåã®ååé調ç¯å€ã®ç¹å¥ãª
äŸã¯ãïŒâã¡ãã«âã·ã¯ãããã»ã³âïŒïŒç±³åœç¹
蚱第3265677å·ïŒãã¿ãŒãããŒã«ïŒç¬åœç¹èš±å ¬å ±ç¬¬
1795395å·ïŒãåã³Î±âã¡ãã«ã¹ãã¬ã³äºéäœãªã©
ã¹ãã¬ã³åã³ã¢ã¯ãªã«é žèªå°äœã®éåã«å¯ŸããŠäœ¿
çšããããã®ãå«ãã ä»åãç¡«é»ãå«ãŸãªããšããŒã«ãšãŒãã«ããè³
éŠæããã«ååç©ãïŒã¡ãïŒã¢ã¯ãªããããªã«å
ã³éæïŒã¡ãïŒã¢ã¯ãªã«é žã¢ã«ãã«ãšã¹ãã«ã®æ··
åç©ã®éåã«å¯Ÿããååé調ç¯å€ãšããŠçšãããš
ãããããã¯æªèåã³é žåã®åŸåã®åŠãã¡ã«ã«ã
ã¿ã³ã®æ¬ ç¹ãªãã«ã¢ã«ãã«ã¡ã«ã«ãã¿ã³ã«å¹æµã
ã調ç¯æŽ»æ§ãæããããšãçºèŠããããäžé£œåã®
èç°æãšããŒã«ãšãŒãã«ã¯ååé調ç¯å€ãšããŠç¹
ã«é©åœã§ããã åŸã€ãŠæ¬çºæã¯ã ïœ ïŒçš®åã¯ãã以äžã®è³éŠæã¢ãããã«ååç©
95ã20ééïŒ ãåã³ ïœ ã¢ã¯ãªããããªã«åã³ïŒåã¯ã¡ã¿ã¯ãªããã
ãªã«ïŒã80ééïŒ ã ããïœåã³ïœã®åéäœæ··åç©ã®åèšã100ééïŒ
ã§ãããäžã€ãã®75ééïŒ ãŸã§ãã¢ã¯ãªã«é žå
ã³ïŒåã¯ã¡ã¿ã¯ãªã«é žã®C1ãC20ã¢ã«ãã«ãšã¹ã
ã«ã§ä»£æ¿ãããŠããŠãè¯ãæ¡ä»¶äžã§éåãããŠã¹
ãã¬ã³åã³ïŒåã¯ãã®èªå°äœã®å ±éåäœã補é ã
ãéã«ãéååå¿ãåéäœã®å šéã«åºã¥ããŠ0.01
ã10ééïŒ ã®èèªæåã¯èç°æã¢ã«ãããåã¯ã±
ãã³ã«ç±æ¥ãããšããŒã«ãšãŒãã«ã®ïŒçš®åã¯ãã
以äžã®ååšäžã«è¡ãªãè©²å ±éåäœã®è£œé æ³ãæäŸ
ããã ãšããŒã«ãšãŒãã«ã¯ã奜ãŸããã¯åéäœã®å šé
ã«åºã¥ããŠ0.05ãïŒééïŒ ã®å²åã§äœ¿çšãããã æŽã«æ¬çºæã¯ãæ¬çºæã®æ¹æ³ã§è£œé ãããçæ
ç©ã«ãé¢ããã å ±éåäœã®è£œé ã«é©åœãªåéäœã¯ãïŒã¡ãïŒã¢
ã¯ãªããããªã«ãšã¯å¥ã«ãåæ žè³éŠæã¢ãããã«
ååç©ãå³ã¡ã¹ãã¬ã³åã³ãã®èªå°äœãäŸãã°
C1ãC4ã¢ã«ãã«çœ®æã¹ãã¬ã³äŸãã°Î±âã¡ãã«
ã¹ãã¬ã³ãããã«ãã«ãšã³åã³ïŒâtertâããã«
ã¹ãã¬ã³ãåã³ããã²ã³çœ®æã¹ãã¬ã³äŸãã°ïŒâ
ã¯ãã«ã¹ãã¬ã³ãå«ããå ±éåäœã補é ãããã
ã«äœ¿çšãããè³éŠæã¢ãããã«ååç©åã³ïŒã¡
ãïŒã¢ã¯ãªããããªã«ã®åéäœæ··åç©ã®75ééïŒ
ãã¢ã¯ãªã«åã³ïŒåã¯ã¡ã¿ã¯ãªã«é žã®C1ãC20ã¢
ã«ãã«ãšã¹ãã«ã奜ãŸããã¯C1ãC8ã¢ã«ãã«ãš
ã¹ãã«ã§ä»£æ¿ãããŠããŠãããã çšãããšããŒã«ãšãŒãã«ã¯ååé調ç¯å€ãšããŠ
åããåæã«åŸãããéåäœã®ååéã®äžåäžæ§
ã«åœ±é¿ããããã®äžåäžæ§ïŒµïŒMwïŒMnâïŒã¯ïŒµïŒ 1.0ã2.5ã®ç¯å²å ã§ããã æ¬çºæã§çšãããšããŒã«ãšãŒãã«ã®ãåŸæ¥æ³ã§
äžè¬ã«çšããããã¢ã«ãã«ã¡ã«ã«ãã¿ã³ãšæ¯ã¹ã
å Žåã®éèŠãªå©ç¹ã¯ãããã察æ¯ããã調ç¯å€æŽ»
æ§ãæããäžã«ãç¡èã§ãããé žåã®åŸåããª
ããåã³éåäœãç±ã¹ãã¬ã¹äžã«å®å®åããå¹æ
ãæãããšããããšã§ããããã®å®å®åå¹æã¯ã
éåäœãç±å¯å¡æ§æ¡ä»¶äžã«åŠçããå Žåã«ãæŽãª
ãå ±åçã«åãé žåé²æ¢å®å®å€çµåãç©ãçšãã
ããšã«ãã€ãŠé«ããããšãã§ããã æ¬çºæã®æ¹æ³ã§è£œé ãããéåäœã¯ã25âããž
ã¡ãã«ãã«ã ã¢ããäžã§æž¬å®ããŠÎ·ïŒ0.5ã1.5
ãdlïŒïœãã®åºæç²åºŠãæãããå æ£ä¹±æ³ã§æž¬å®
ããååéã¯20000ã250000ã®ç¯å²ã§ããããã®
éåäœã¯ã©ã³ãã æ§é ãæããã èèªæåã¯èç°æã¢ã«ãããåã¯ã±ãã³åã³ã¢
ã«ãã«ãã·ã¯ãã¢ã«ãã«åã¯ã¢ã©ã«ãã«ã¢ã«ã³ãŒ
ã«ã«ç±æ¥ãããšããŒã«ãšãŒãã«ã¯æ¬çºæã«ããæ¹
æ³ã«é©åœã§ããã åœé©ãªã¢ã«ã³ãŒã«ã¯ãæåããããŠããŠãäžé£œ
åã§ãã€ãŠãããC1ãC20ã¢ã«ã«ããŒã«ãC5ãC10
ã·ã¯ãã¢ã«ã«ããŒã«åã³C7ãC20ã¢ã©ã«ãã«ã¢ã«
ã«ããŒã«ãå«ããäœããã®ã·ã¯ãã¢ã«ãã«åã¯ã¢
ãªãŒã«åºã¯äœçŽã¢ã«ãã«åºã§çœ®æãããŠããŠãã
ãã ãã®äŸã¯ã¡ã¿ããŒã«ããšã¿ããŒã«ãïœâããã
ããŒã«ãã€ãœãã¿ããŒã«ãïŒâãšãã«ãããµããŒ
ã«ãã·ã¯ããããµããŒã«åã³ãã³ãžã«ã¢ã«ã³ãŒã«
ãå«ãã èç°æã¢ã«ãããåã¯ã±ãã³ã¯ç°ã眮æãããŠ
ããŠãæ©ããã«ãªã€ãŠããŠãããåã³ïŒåã¯äºé
çµåãå«æããããšãã§ããããã®äŸã¯ãããã«
ã¢ã«ãããããã¬ã«ã¢ã«ããããã·ã¯ãããã·ã«
ã¢ã«ããããã·ã¯ãããã»ãã«ã¢ã«ããããã¡ã
ã«ã·ã¯ãããã·ã«ã¢ã«ãããããžã¡ãã«ã·ã¯ãã
ãã»ãã«ã¢ã«ããããã·ã¯ãâãïŒïŒïŒïŒïŒãâ
ããã»ãã«ã¢ã«ãããåã³ã·ã¯ããããµãã³ãå«
ããç°ãïŒååã¯ïŒåã®C1ãC5ã¢ã«ãã«åºãç¹
ã«ã¡ãã«åºã§éæ眮æãããèç°æã¢ã«ãããå
ã¯ã±ãã³ã¯å¥œé©ã§ããã ã¢ã«ãããåºã«éå ±åœ¹ã®äºéçµåãæŽã«å«æã
ãèèªæåã¯èç°æã¢ã«ã³ãŒã«ã®ãšããŒã«ãšãŒã
ã«ã¯å¥œé©ã§ããã æ¬çºæã®æ¹æ³ã§äœ¿çšããããšããŒã«ãšãŒãã«ã®
äŸãäžè¡šïŒãïŒã«ç€ºãã
ãè¡šã
ãè¡šã
ãè¡šã
ãè¡šã
ãè¡šã
åŒ(6)
ãåŒäžãR1åã³R2ã¯åäžã§ãç°ãªã€ãŠããã
äžã€æ°ŽçŽ åã¯C1ãC5ã¢ã«ãã«åºã瀺ããåã³ïŒ²
ã¯C1ãC18ã¢ã«ãã«ãã·ã¯ãããã·ã«åã¯ãã³ãž
ã«åºã瀺ãã ã«çžåœãããšããŒã«ãšãŒãã«ãçšããããšã¯å¥œé©
ã§ããã ãšããŒã«ãšãŒãã«ã®è£œé ã¯ãäŸãã°Houbenâ
WeylèãMethoden der Organischen Chemieã
第ïŒïŒå·»ã90é ãGeorg Thieme VerlagïŒ
StuttgartïŒ1965幎ã«ååèšè¿°ãããŠããããã¹
ãŠã®ãšããŒã«ãšãŒãã«ã«å¯ŸããŠé©åœãªæ¹æ³ã¯ãäž
é段éãšããŠã®ã¢ã»ã¿ãŒã«ãçµãã¢ã«ããããã
ã®åæã§ããã ååé調ç¯å€ãšããŠçšãããšããŒã«ãšãŒãã«
ã¯ãåéäœã®åèšã«åºã¥ããŠ0.01ã10ééïŒ ã奜
ãŸããã¯0.05ãïŒééïŒ ã®éã§åå¿ã«äœ¿çšãã
ãããšããŒã«ãšãŒãã«ã¯ã調ç¯å€ãšããŠçšãããš
ããŒã«ãšãŒãã«ã®äžéšåã奜ãŸããã¯éåã®éå§
æã«æ·»å ãããããã©ãéåã®ãããã®æ®µéã§æ·»
å ããŠãããã æ¬çºæã«ããéåæ³ã¯ãåäžåã¯äžåäžçžã§ã
å³ã¡ææ©æº¶æ¶²åã¯æžæ¿æ¶²ã«ãããŠãæ°Žæ§çžäžä¹³å
åã¯æžæ¿éåã«ãããåã¯äŸãã°æº¶èç©ã§ã®ãã¹
éåïŒmass polymerizationïŒã«ããè¡ãªãããš
ãã§ããã åäžåã¯äžåäžçžã§ã®éåã¯ãçšããéå§å€ç³»
ã«äŸåããŠâ10âã300âã奜ãŸããã¯60ã200â
ã®æž©åºŠã§è¡ãªããããããã¯50ã760Torrã奜ãŸ
ããã¯400ã760Torrã®å§åã§åã¯ïŒã100barã
奜ãŸããã¯ïŒã25barã®å§åã§è¡ãªãããšãã§ã
ãã éååå¿ã¯é£ç¶åŒåã¯ãããåŒã§è¡ãªãããã åå¿ã¯ãéæå¢æå€åã¯ã©ãžã«ã«çºçå€äŸãã°
ããŒãªããµã€ããšçµåããŠã©ãžã«ã«ãéé¢ããæ
段ãäŸãã°UVå åã¯ä»ã®é«ãšãã«ã®ãŒç §å°ã®å
åšäžã«è¡ãªãããã奜ãŸããã¯ã©ãžã«ã«ãäžãã
ååç©ã«ãã€ãŠåå¿ãéå§ããã éå§å€ã¯åéäœã®å šééã«åºã¥ããŠ0.001ãïŒ
ééïŒ ã奜ãŸããã¯0.05ã0.4ééïŒ ã®éã§äœ¿çš
ãããã çšããéåéå§å€ã¯ãäŸãã°ããŒãªãã·ååç©
ã§ãã€ãŠãããæãã¯ã©ãžã«ã«ãäžããã¢ãŸåå
ç©ã§ãã€ãŠããã次ã®ãã®ã¯ãã®äŸã§ããïŒèèª
æã¢ãŸãžã«ã«ãã³é žèªå°äœäŸãã°ã¢ãŸãã¹ã€ãœé ª
é žãããªã«åã¯ã¢ãŸãžã¢ã«ãã«ã«ã«ãã³é žãšã¹ã
ã«ãããŒãªããµã€ãäŸãã°ã©ãŠãã€ã«ããŒãªããµ
ã€ãããµã¯ã·ãã«ããŒãªããµã€ãããžãã³ãŸã€ã«
ããŒãªããµã€ããïœâã¯ãã«ããŸã€ã«ããŒãªããµ
ã€ããïŒïŒïŒâãžã¯ãã«ãã³ãŸã€ã«ããŒãªããµã€
ããã±ãã³ããŒãªããµã€ãäŸãã°ã¡ãã«ãšãã«ã±
ãã³ããŒãªããµã€ããã¡ãã«ã€ãœããã«ã±ãã³ã
ãŒãªããµã€ããã·ã¯ããããµãã³ããŒãªããµã€
ããã¢ã»ãã«ã¢ã»ãã³ããŒãªããµã€ããéé žã®ã¢
ã«ãã«ãšã¹ãã«äŸãã°éããã«é žtertâããã«ã
éãªã¯ã¿ã³é žtertâããã«ãéå®æ¯éŠé žtertâã
ãã«ãéã€ãœããã³é žtertâããã«ãéãã¬ã€ã³
é žtertâããã«åã³éé ¢é žtertâããã«ãéã«ãŒ
ãããŒãäŸãã°éçé žãžã·ã¯ãããã·ã«åã³ãžã€
ãœãããã«ããžã¢ã«ãã«ããŒãªããµã€ãäŸãã°â
tertâããã«ããŒãªããµã€ãåã³ãžããŠãã«ããŒ
ãªããµã€ãããã€ããããŒãªããµã€ãäŸãã°tert
âããã«åã¯ããŠãã«ãã€ããããŒãªããµã€ãã
ã€ãœãã¿ã«é žã¢ãéé žåã³ã¢ã»ãã«ã·ã¯ããããµ
ã³ã¹ã«ããã«ããŒãªããµã€ãã ãã®å Žã§è£œé ãããããŒãªããµã€ãåã³ã©ãžã«
ã«éå§å€ã䜿çšã§ããããããã®ååç©ã®ãã®å Ž
ã§ã®è£œé ã«é©åœãªåå¿ã¯ãäŸãã°ãã¹ã²ã³ãã¯ã
ã«ãé žãšã¹ãã«ãé žãã©ã€ããã€ãœã·ã¢ããŒãå
ã¯ãžã€ãœã·ã¢ããŒããéé žåæ°ŽçŽ åã¯ãã€ããã
ãŒãªããµã€ããšåå¿ãããããšãå«ãã é©åœãªæ°Žæº¶æ§ã®éå§å€ã¯éé žåæ°ŽçŽ åã³éé žå
ã¯ããŒãªããœé žã®ã¢ã«ã«ãªéå±åã³ã¢ã«ã«ãªåé¡
éå±å¡©ãå«ããéç¡«é žã«ãªãŠã åã³ã¢ã³ã¢ããŠã
ã¯å¥œé©ã«äœ¿çšãããã氎溶æ§éå§å€ã¯äžåäžåã¯
åäžæ°Žæ§çžã«ãããéåã«äœ¿çšãããã éååå¿ã¯ã¬ããã¯ã¹ç³»ã«ãã€ãŠãéå§ããã
ãããã®ç®çã®ããã«ãäŸãã°éé žåæ°ŽçŽ åã³é
å å€äŸãã°ã¢ã¹ã³ã«ãã³é žåã³ééå±å¡©ãäŸãã°
éåã¯é ã®å¡©ãšã®çµåãç©ããéç¡«é žã«ãªãŠã å
ã¯ã¢ã³ã¢ããŠã ã®ããäºç¡«é žã¢ã«ã«ãªéå±ãšã®çµ
åãç©ã®ä»ã«äœ¿çšããããšãã§ããã éå§å€ç³»ã¯ãç¹å¥ãªå¹æãåŸãããã«åºãå€å
ãããããšãã§ããïŒãã®ãããªéå§å€åã³ã¬ã
ãã¯ã¹ç³»ã¯HoubenâWeylèãMethoden der
Organischen ChemieïŒ1961ã第ïŒïŒå·»ã«èš
è¿°ãããŠããã æ¬çºæã®æ¹æ³ãæ°Žæ§æžæ¿æ¶²äžã§è¡ãªããšãã«
ã¯ãå®å šã«ããŒãºç¶ã®éåäœãåŸãããã«åæ£å€
ãå¿ èŠã§ãããé©åœãªåæ£å€ã®äŸã¯ããªããã«ã¢
ã«ã³ãŒã«åã³éšåçã«ããåããããªé ¢é žãã
ã«ãåã³ã»ã«ããŒã¹ã®åã¯æ®¿ç²ã®èªå°äœãäŸãã°
ã¡ãã«ããšãã«åã³ããããã·ãšãã«ã»ã«ããŒã¹
ãå«ããåæåæ£å€ïŒèŠªæ°Žæ§åã³çæ°Žæ§åéäœã®
å ±éåäœïŒã®äŸã¯æ¬¡ã®ãã®ãå«ãïŒã¹ãã¬ã³åã³
ã¢ã¯ãªã«é žã®å ±éåäœããšãã¬ã³åã³ã¢ã¯ãªã«é ž
ã®å ±éåäœãã¢ã¯ãªã«é žãšã¹ãã«åã³ã¢ã¯ãªã«é ž
ã®å ±éåäœãïŒã¡ãïŒã¢ã¯ãªã«é žèªå°äœåã³ïŒã¡
ãïŒã¢ã¯ãªã«é žã®å ±éåäœãããªãšãã¬ã³ãªããµ
ã€ãããšãã¬ã³åã³ãããã¬ã³ãªããµã€ãã®å ±é
åäœåã³10ã250ã®OHæ°ãæããããªãšã¹ãã«ã åæ£å€åã³ä¹³åå€ã®æ··åç©ãçšããå Žåãçç©
åŠçã«å解ãããä¹³åå€ã奜é©ã§ãããç¡æ©ã³ã
ã€ãåã³ç¡æ©å¡©ïŒäŸãã°çé žèªå°äœïŒã䜿çšãã
ããæ°Žæ§æžæ¿æ¶²äžã§ã®éåã¯ã奜ãŸããã¯40ã
150âã®æž©åºŠãçŽïŒã25barã§è¡ãªãããã æ°Žæ§æžæ¿éåæ³ã¯ãéä¹³åéååå¿ïŒæ²¹äžæ°ŽïŒ
ãšããŠãè¡ãªãããšãã§ããæãã¯éä¹³åéåå
å¿ãšããŠéå§ãåã³æ°Žäžæžæ¿éåãšããŠå®çµãã
ããããã ãã®æ¹æ³ãçšããå Žåãåéäœåã³ã©ãžã«ã«çº
çå€ã®æº¶æ¶²ïŒææ©çžïŒã補é ããåã³æ¬¡ãã§æ°Žã
ææ©çžã«æ·»å ãã奜ãŸããã¯æ²¹äžæ°Žä¹³åå€ã®å©ã
ãåããŠæ²¹äžæ°Žä¹³å液ã補é ãããéå§å€åã¯é
å§å€ç³»ãæ°Žäžã«ååšããããããæ ã«éåããã
ç³»ã«ãããŠãéæéå§å€åã¯éå§å€ç³»ãåéäœã®
äžéšåã³æ²¹äžæ°Žä¹³å液ã®ãã¹ãŠåã¯äžéšãå«æã
ãæ°Žã¯åæ£çžãæ§æããäžæ¹é£ç¶çžã¯æ®ãã®åé
äœåã¯åéäœã®å šéãããªããå ±éååå¿ã¯æ²¹äž
æ°Žä¹³å液ã®è£œé äžã«æ¢ã«å§ãŸã€ãŠããŠããããæ²¹
äžæ°Žä¹³å液ã®çæåŸïŒç¬¬äžæ®µéïŒã第äºæ®µéã§æ¹
æããªãããæŽãªãæ°Žåã³éæåæ£å€ãæ²¹äžæ°Žä¹³
å液ã«æ·»å ãããçžã®é転ãåŸã ã«èµ·ãããæ°Žäž
æ²¹åæ£æ¶²ãçæããããã®å Žåæ°Žã¯äž»ã«é£ç¶çžã
圢æãåã³æ²¹ã¯åæ£çžã圢æãããéåã®çµäºæ
ã«ãæ°Žã«åæ£ããã油滎ã¯æ°Žãå«ãå€åæ§ããŒãº
ã«å®å šã«åºåããã åéäœã®éã«åºã¥ããŠ0.05ã10ééïŒ ã奜ãŸã
ãã¯0.5ãïŒééïŒ ã®éã§äœ¿çšãããæ²¹äžæ°Žä¹³å
å€ã¯ãäŸãã°ã¹ãã¬ã³åã¯ä»ã®ããã«åéäœããš
ãã¬ã³ãªããµã€ãã®ããªãšãŒãã«ã«ã°ã©ãããã
ãçæç©ãæãã¯Î±ïŒÎ²âäžé£œåã«ã«ãã³é žãå«
æããã¹ãã¬ã³å ±éåäœãæãã¯ã¡ã¿ã¯ãªã«é žå
ã³ã¡ã¿ã¯ãªã«é žã¡ãã«ã®ïŒïŒïŒå ±éåäœã§ãã€ãŠ
ãããä»ã®æ²¹äžæ°Žä¹³åå€ãäŸãã°è±åœç¹èš±ç¬¬
928621å·ïŒç¬¬962699å·ïŒç¬¬959131å·ïŒç¬¬964195å·
åã³ç¬¬1076319å·ïŒç¬åœç¹èš±ç¬¬1300286å·åã³ç¬¬
1211655å·ïŒåã³ãã«ã®ãŒåœç¹èš±ç¬¬785091å·ã«èš
è¿°ãããŠãããã®ãé©åœã§ããã æ²¹äžæ°Žä¹³å液ã®è£œé ïŒç¬¬äžæ®µéïŒã«äœ¿çšããã
æ°Žæ§çžãšææ©çžãšã®ééå²åã¯ã奜ãŸããã¯
0.2ïŒïŒãïŒïŒïŒã®ç¯å²å ã«ããã¹ãã§ãããã
ãããããã¯æ²¹äžæ°Žä¹³å液ãçæã§ãããªãã°äž
èšç¯å²ä»¥äžåã¯ä»¥äžã§ãã€ãŠããããïŒïŒïŒãè¶
ããã¹ãã§ãªããæ²¹äžæ°Žä¹³å液ã補é ããå Žåã«
ã¯ãæ°Žæ§çžãææ©çžã«æ·»å ããããšãåŸçã§ã
ãã ãšããŒã«ãšãŒãã«ã¯åéäœã®æº¶æ¶²ãšäžç·ã«åã¯
ããããåŸæ®µã§ãäœãé ããšãçžã®é転ã®åã«æ·»
å ãããšããã 第äžæ®µéã«ãããéå枩床ã¯30ã120âã奜ãŸ
ããã¯60ã85âã§ãããéåã¯å¥œãŸããã¯åéäœ
ã®10ã60ééïŒ ã転åãããŸã§ç¶ããããã 第äºæ®µéã«ãããæ°Žæ§çžãšæ²¹çžã®ééå²åã¯å¥œ
ãŸããã¯ïŒïŒïŒãïŒïŒïŒã®ç¯å²å ã§ãããé©åœã«
ã¯10ïŒïŒããé«ããªããæ²¹äžæ°Žä¹³å液ã¯10ã90â
ã®æž©åºŠã§èª¿è£œãããã第äºæ®µéã«ãããæ°Žã®åã³
å¿ èŠãªãã°åæ£å€ã®æ·»å ã¯æ²¹äžæ°Žä¹³å液ã®çæåŸ
ã«åã³40ã180âã奜ãŸããã¯75ã150âã®ç¬¬äºæ®µ
éã®éå枩床ãžå ç±ãåã¯å·åŽããããšã«ãã€ãŠ
è¡ãªãããã åæ£å€ã¯åéäœã®éã«åºã¥ããŠ0.01ãïŒéé
ïŒ ã奜ãŸããã¯0.5ãïŒééïŒ ã®éã§äœ¿çšãããã
é©åœãªåæ£å€ã§ããããšãããã€ãååç©ã¯ããª
ããã«ã¢ã«ã³ãŒã«ãéšåçã«ããåãããããªé ¢
é žããã«ãã¢ã«ãã«ã»ã«ããŒã¹äŸãã°ã¡ãã«ã»ã«
ããŒã¹ãã¢ã«ãã«ã¹ã«ãããŒãåã³ã¢ã«ãã«ãµã«
ããšãŒããå«ãã æ¬æ¹æ³ã®äžã€ã®ç¹å¥ãªå©ç¹ã¯ãå€åæ§æ§é ãæ
ããåŸãããããŒãºéåäœã容æã«åŠçã§ãäžã€
也ç¥ã«åé¡ããªããšããããšã§ããã æ¬çºæã®æ¹æ³ãæ®éã®ææ©æº¶åªã®äžã€ãçšããŠ
è¡ãªãå Žåãéåã¯åéäœãéžæããéå§å€ç³»ã
溶åªåã³ãšããŒã«ãšãŒãã«ã®åäžçžäžã§å§ãŸãã
çšãã溶åªãçæããéåäœã«å¯Ÿãã溶åªã§ãªã
å Žåãéåã®æåŸã®æ®µéã¯æ²æ®¿åã¯æžæ¿éåãšã
ãŠè¡ãªãããã䜿çšãããé©åœãªææ©æº¶åªã¯é£œå
èèªæåã³è³éŠæçåæ°ŽçŽ ã眮æè³éŠæååç©äŸ
ãã°ãã«ãšã³åã¯ã¯ãã«ãã³ãŒã³ãããã²ã³åç
åæ°ŽçŽ äŸãã°å¡©åã¡ãã¬ã³ãåå¡©åççŽ ãããªã¯
ãã«ãšãã¬ã³ãããã©ã¯ãã«ãšãã¬ã³ãããªã¯ã
ã«ãã«ãªã«ã¡ã¿ã³åã³ä»ã®èèªæã¯ãã«ãã«ãªã«
çåæ°ŽçŽ åã¯ãã«ãªã«çåæ°ŽçŽ ãäœæ²žç¹ã¢ã«ã³ãŒ
ã«äŸãã°ã¡ã¿ããŒã«ããšã¿ããŒã«ããããããŒ
ã«ãã€ãœãããããŒã«åã¯ç°æ§äœãã¿ããŒã«ã奜
ãŸããã¯tertâãã¿ããŒã«ãåã³æŽã«ãžã¡ãã«ã
ã«ã ã¢ããåã¯ãžã¡ãã«ã¢ã»ãã¢ãããå«ãã æ¬çºæã«ããæ¹æ³ã¯ä¹³åéåãšããŠãè¡ãªãã
ãã æ¹å€ã¬ãžã³é žã®ã¢ã«ã«ãªéå±å¡©ãäŸãã°æ°ŽçŽ å
ã¢ããšãã³é žã®ãããªãŠã å¡©ã¯ä¹³åå€ãšããŠäœ¿çš
ãããããã¢ã«ãã«åºã®ççŽ æ°ã12ã24ã®ã¢ã«ã
ã«ãµã«ããšãŒãåã³ã¹ã«ãããŒããé©åœã§ããã
çç©åŠçã«å解ãããä¹³åå€ã¯å¥œé©ã§ãããä¹³å
å€ã¯æ°Žæ§çžã«åºã¥ããŠ0.05ã20ééïŒ ã奜ãŸãã
ã¯0.5ãïŒééïŒ ã®æ¿åºŠã§äœ¿çšã§ããããããã¯
å¿è«äžè¿°ã®åæ£å€ãšçµåãããŠäœ¿çšããŠãããã éåäœã¯ææã«ããå ¬ç¥ã®æ¹æ³ã«åŸãä¹³å液ã
ãã®æ²æ®¿ã«ãã€ãŠæãã¯äŸãã°åŽé§ä¹Ÿç¥ã«ãã€ãŠ
åé¢ãããã éåã¯ã¹ã¯ãªãŠãŒæŒåºãæ©ãããŒããŒåã¯ç¹å¥
ãªæ¹ææ©ä»ãè£ çœ®ã®ãããªéåè£ çœ®äžã«ãããŠæº¶
åªã®æç¡äžã«è¡ãªãããšãã§ããã溶åªåã³æ®å
åéäœã¯èžçºæ©ã¹ã¯ãªãŠãŒãèèèžçºæ©ãèžçºæ©
ã³ã€ã«åã¯åŽé§ä¹Ÿç¥æ©ã§ã®èžçºã«ãã€ãŠéåæ··å
ç©ããé€å»ããããéååå¿æ··åç©ã¯æ®éã®å©å€
äŸãã°ããã¡ãªãŒãŒã·ãšã³ã«å¯Ÿããé£é移åå€ã
å¿ èŠãªãã°ãšããŒã«ãšãŒãã«ã«å ããŠã®ä»ã®åå
é調ç¯å€ãå®å®å€ã最æ»å€ã垯é»é²æ¢å€åã³é žå
é²æ¢å€ãå«æããããšãã§ããã æçµçæç©ããç±å¯å¡æ§åŠçäžã®æãŸãããã¬
é žåããä¿è·ããããã«ãååãªéã®ã奜ãŸãã
ã¯0.3ã1.5ééïŒ ã®ããšããŒã«æ§é žåé²æ¢å€ãæ·»
å ãããããããã¯ç¹å¥ãªãšããŒã«ãšãŒãã«ãšåŒ·
åãªçžä¹å¹æãæãããååå ã«ç«äœé害ããã
ããšããŒã«æ§ããããã·ã«åºãïŒãïŒåå«æãã
ååç©ã¯é©åœãªããšããŒã«æ§é žåé²æ¢å€ã§ããã 次ã®ãã®ã¯ãã®ãããªé žåé²æ¢å€ã®äŸãšããŠèš
åãããïŒ ã¢ãããšããŒã«ãäŸãã°ã ïŒïŒïŒâãžâtertâããã«âïœâã¯ã¬ãŸãŒã«ïŒ
ïŒïŒïŒâãžâtertâãªã¯ãã«âïœâã¯ã¬ãŸãŒã«ïŒ
ïŒâtertâããã«âïŒâã·ã¯ããã³ãã«âïœâã¯
ã¬ãŸãŒã«ïŒïŒâtertâããã«âïŒâã·ã¯ãããã·
ã«âïœâã¯ã¬ãŸãŒã«ïŒïŒïŒïŒâãžã¡ãã«âïŒâα
âã¡ãã«ã·ã¯ãããã·ã«âããšããŒã«ïŒïŒïŒïŒâ
ãžâãªã¯ã¿ãã·ã«âïœâã¯ã¬ãŸãŒã«ïŒïŒïŒïŒâãž
âtertâããã«âïŒâããšãã«âããšããŒã«ïŒ
ïŒïŒïŒâãžâã¡ãã«ãã³ãžã«âïœâã¯ã¬ãŸãŒã«ïŒ
åã³ïŒâïŒïŒïŒïŒâãžâtertâããã«âïŒâãã
ããã·ããšãã«ïŒâããããªã³é žãªã¯ãã«ãšã¹ã
ã«ïŒ ãã¹ããšããŒã«ãäŸãã° ïŒïŒïŒâã¡ãã¬ã³âãã¹âïŒïŒâã¡ãã«âïŒâ
tertâããã«âããšããŒã«ïŒïŒ ïŒïŒïŒâã¡ãã¬ã³âãã¹âïŒïŒâãšãã«âïŒâ
tertâããã«âããšããŒã«ïŒïŒ ïŒïŒïŒâã¡ãã¬ã³âãã¹âïŒïŒâã¡ãã«âïŒâ
ããã«âããšããŒã«ïŒïŒ ïŒïŒïŒâã¡ãã¬ã³âãã¹âïŒïŒâã¡ãã«âïŒâ
αâã¡ãã«ã·ã¯ãããã·ã«âããšããŒã«ïŒïŒ ïŒïŒïŒâïœâãããªãã³âãã¹âïŒïŒïŒïŒâãž
ã¡ãã«âããšããŒã«ïŒïŒ ïŒïŒïŒâã€ãœãããªãã³âãã¹âïŒïŒïŒïŒâãž
ã¡ãã«ããšããŒã«ïŒïŒ ïŒïŒïŒâããªâãã¹âïŒïŒâã¡ãã«âïŒâtert
âããã«âããšããŒã«ïŒïŒ ïŒïŒïŒâïœâãããªãã³âãã¹âïŒïŒïŒïŒâãž
âtertâããã«âããšããŒã«ïŒïŒ ïŒïŒïŒâïœâãããªãã³âãã¹âïŒïŒâtertâ
ããã«âïŒâã¡ãã«âããšããŒã«ïŒïŒ ïŒïŒïŒâããªâãã¹âïŒïŒâtertâããã«âïŒ
âã¡ãã«âããšããŒã«ïŒïŒ ïŒïŒïŒâãã¹âïŒïŒïŒïŒâãžâtertâããã«â
ïŒâããããã·âãã³ãžã«ïŒâïŒïŒïŒïŒïŒïŒïŒâ
ããã©ã¡ãã«ãã³ãŒã³ïŒ ãã¹âïŒïŒïŒïŒâãžâtertâããã«âïŒâãã
ããã·ãã³ãžã«ïŒâã¹ã«ãã€ãïŒ ïŒïŒïŒâãšãã¬ã³ã°ãªã³ãŒã«âãã¹âïŒâ
ïŒïŒïŒïŒâãžâtertâããã«âïŒâããããã·ã
ãšãã«ïŒâããããªã³é žãšã¹ãã«ïŒ ããªã¹âããšããŒã«ãäŸãã° ïŒïŒïŒïŒïŒâããªã¹âïŒïŒïŒïŒâãžã¡ãã«âïŒ
âããããã·ããšãã«ïŒâãããã³ïŒ ïŒïŒïŒïŒïŒâããªã¹âïŒïŒâtertâããã«âïŒ
âããããã·âïŒâã¡ãã«ããšãã«ïŒâãã¿ã³ïŒ ïŒïŒïŒïŒïŒâããªã¹âïŒïŒïŒïŒâãžâtertâã
ãã«âïŒâããããã·ãã³ãžã«ïŒâïŒïŒïŒïŒïŒâ
ããªã¡ãã«ãã³ãŒã³ïŒåã³ ããªã¡ãããŒã«ãããã³âããªã¹âïŒâïŒïŒïŒ
ïŒâãžtertâããã«âïŒâããããã·ããšãã«ïŒ
âããããªã³é žãšã¹ãã«ïŒ ããã©âããšããŒã«ãäŸãã° ãã³ã¿ãšãªã¹ãªããŒã«âããã©âïŒâïŒïŒïŒïŒ
âãžâtertâããã«âïŒâããããã·ããšãã«ïŒ
âããããªã³é žãšã¹ãã«ã æ¬çºæã«åŸã€ãŠè£œé ãããç±å¯å¡æ§å ±éåäœ
ã¯ãããèªäœæ®ãã©è²ãæããªããããå ¬ç¥ã®æ
æåã¯é¡æã«ãã€ãŠç°åžžãªã»ã©ã®æè²èª¿ã«çè²ã
ãããšãã§ãããæ¬çºæã«ããçæç©ã¯ãäžè¬ã«
çšãã補é æ³åã³åéäœçµåãç©ã«äŸåããŠç²æ«
圢ã§åã¯ããŒãºåœ¢ã§è£œé ãããããããã¯ãã¹ãŠ
ã®çš®é¡ã®æ圢åã«å¯ŸããŠäœ¿çšã§ããããŸãå ±éå
äœã¯ãã€ã«ã åã¯ã³ãŒãã€ã³ã°ã®è£œé ã«ã䜿çšã§
ããã å®éšã®éš 次ã®å®æœäŸã«ãããŠã瀺ãçŸåçã¯æããªãé
ãééã«ãããã®ãšãããåºæç²åºŠãdlïœãã¯ãž
ã¡ãã«ãã«ã ã¢ããäž25âã§æ±ºå®ãããã ã¡ãã«âããã©ããããã³ãºã¢ã«ãããåã³ã
ã³ãžã«ã¢ã«ã³ãŒã«ã®åå¿ã¯ãšããŒã«ãšãŒãã«ã®å
æäŸãšããŠèšè¿°ãããããã®æ¹æ³ã§ãã¹ãŠã®ãšã
ãŒã«ãšãŒãã«ã補é ã§ããã ã¡ãã«ããã©ããããã³ãºã¢ã«ãããåã³ãã³
ãžã«ã¢ã«ã³ãŒã«ããã®ãšããŒã«ãšãŒãã«ã®åæ ãšããŒã«ãšãŒãã«ã®åæã¯ïŒæ®µéã§è¡ãªã€ãã
æåã«é žè§£åªã®å©ããåããŠã¢ã«ããããšã¢ã«ã³
ãŒã«ãå ±æ²žæ¡ä»¶äžã«åå¿ãããŠã¢ã»ã¿ãŒã«ã補é
ãã次ãã§ãããåã³é žè§Šåªã®ååšäžã«å ç±ããŠ
ãšããŒã«ãšãŒãã«ã«å解ãããåæ§ã®æ¹æ³ã«ãã
çšããååç©ã®ãã¹ãŠã補é ãããäžèšåå¿åŒã§
瀺ãåŠããšããŒã«ãšãŒãã«ã®åæãäŸãšããŠç€º
ãã ïŒâåã³ïŒâã¡ãã«ã·ã¯ãããã»ã³âïŒâã¢ã«
ãããâ(1)ã®æ··åç©484ïœïŒ3.9ã¢ã«ïŒããã³ãžã«
ã¢ã«ã³ãŒã«970ïœïŒãïŒã¢ã«ïŒãšåå¿ãããåã³
ã·ã¯ãããã»ã³300mläžïœâãã«ãšã³ã¹ã«ãã³é ž
3.44ïœåã³ãããªã³ïŒïœã®æ··åç©ãšåå¿ãããŠ
H2Oããéé¢ãããããã¹ãŠã®æ°Žãéè£ããã
ãåŠããçæç©ãç空äžã«èžçºãããŠæ¿çž®ããã
æ®æž£ãæžå§äžã«èžçãããæåã«ãã³ãžã«ã¢ã«ã³
ãŒã«åã³ãšããŒã«ãšãŒãã«ã®äœæ²žç¹ç»åãåŸãã
çæç©ã¯ç²Ÿçã«ãã€ãŠçŽç²ã«åŸãããã沞ç¹0.08
mmïŒ99âïŒn20 DïŒ1.5451ã äžè¬çãªæ¹æ³ æ°Ž1400mlã ã¹ãã¬ã³111ïœ ã¢ã¯ãªããããªã«90ïœã ã¢ã«ãã«ã¹ã«ãã³é žãããªãŠã 63ïœã éç¡«é žã«ãªãŠã 0.44ïœåã³ ååé調ç¯å€ãšããŠã®ãšããŒã«ãšãŒãã«1.0ïœ
ãçªçŽ äžã«ïŒã®æ¹ææ©ä»ã容åšäžãžå°å ¥ããã åå¿æ··åç©ã80âã«å ç±ãããã®æž©åºŠã§30åé
æ¹æããã次ãã§ãªãŒãã¯ã¬ãŒãäžã«æº¶æ¶²ïŒåã³
溶液ïŒã100åé以å ã«å°å ¥ããã 溶液 ïŒ ã¹ãã¬ã³1000ïœ ã¢ã¯ãªããããªã«350ïœ èª¿ç¯å€ïŒãšããŒã«ãšãŒãã«ïŒ10.0ïœ æº¶æ¶² ïŒ ã¢ã«ãã«ã¹ã«ãã³é žãããªãŠã 15ïœåã³æ°Ž1600
mlã«æº¶è§£ããéç¡«é žã«ãªãŠã 4.0ïœã 次ãã§åå¿æ··åç©ãæŽã«ïŒæé80âã§æ¹æã
ããåºäœå«éåã³PHã®æ±ºå®åŸãä¹³å液ãåéã
ããåŠçããããžã¡ãã«ãã«ã ã¢ã«ãããäž25â
ã§åºæç²åºŠãåã³åŸããã也ç¥åå¿çæç©ã®ã¢ã¯
ãªããããªã«å«éã決å®ãããå®æœäŸïŒã40ã§çš
ãããšããŒã«ãšãŒãã«åã³äžèšããŒã¿ãäžè¡šïŒã
11ã«ç€ºãã
äžã€æ°ŽçŽ åã¯C1ãC5ã¢ã«ãã«åºã瀺ããåã³ïŒ²
ã¯C1ãC18ã¢ã«ãã«ãã·ã¯ãããã·ã«åã¯ãã³ãž
ã«åºã瀺ãã ã«çžåœãããšããŒã«ãšãŒãã«ãçšããããšã¯å¥œé©
ã§ããã ãšããŒã«ãšãŒãã«ã®è£œé ã¯ãäŸãã°Houbenâ
WeylèãMethoden der Organischen Chemieã
第ïŒïŒå·»ã90é ãGeorg Thieme VerlagïŒ
StuttgartïŒ1965幎ã«ååèšè¿°ãããŠããããã¹
ãŠã®ãšããŒã«ãšãŒãã«ã«å¯ŸããŠé©åœãªæ¹æ³ã¯ãäž
é段éãšããŠã®ã¢ã»ã¿ãŒã«ãçµãã¢ã«ããããã
ã®åæã§ããã ååé調ç¯å€ãšããŠçšãããšããŒã«ãšãŒãã«
ã¯ãåéäœã®åèšã«åºã¥ããŠ0.01ã10ééïŒ ã奜
ãŸããã¯0.05ãïŒééïŒ ã®éã§åå¿ã«äœ¿çšãã
ãããšããŒã«ãšãŒãã«ã¯ã調ç¯å€ãšããŠçšãããš
ããŒã«ãšãŒãã«ã®äžéšåã奜ãŸããã¯éåã®éå§
æã«æ·»å ãããããã©ãéåã®ãããã®æ®µéã§æ·»
å ããŠãããã æ¬çºæã«ããéåæ³ã¯ãåäžåã¯äžåäžçžã§ã
å³ã¡ææ©æº¶æ¶²åã¯æžæ¿æ¶²ã«ãããŠãæ°Žæ§çžäžä¹³å
åã¯æžæ¿éåã«ãããåã¯äŸãã°æº¶èç©ã§ã®ãã¹
éåïŒmass polymerizationïŒã«ããè¡ãªãããš
ãã§ããã åäžåã¯äžåäžçžã§ã®éåã¯ãçšããéå§å€ç³»
ã«äŸåããŠâ10âã300âã奜ãŸããã¯60ã200â
ã®æž©åºŠã§è¡ãªããããããã¯50ã760Torrã奜ãŸ
ããã¯400ã760Torrã®å§åã§åã¯ïŒã100barã
奜ãŸããã¯ïŒã25barã®å§åã§è¡ãªãããšãã§ã
ãã éååå¿ã¯é£ç¶åŒåã¯ãããåŒã§è¡ãªãããã åå¿ã¯ãéæå¢æå€åã¯ã©ãžã«ã«çºçå€äŸãã°
ããŒãªããµã€ããšçµåããŠã©ãžã«ã«ãéé¢ããæ
段ãäŸãã°UVå åã¯ä»ã®é«ãšãã«ã®ãŒç §å°ã®å
åšäžã«è¡ãªãããã奜ãŸããã¯ã©ãžã«ã«ãäžãã
ååç©ã«ãã€ãŠåå¿ãéå§ããã éå§å€ã¯åéäœã®å šééã«åºã¥ããŠ0.001ãïŒ
ééïŒ ã奜ãŸããã¯0.05ã0.4ééïŒ ã®éã§äœ¿çš
ãããã çšããéåéå§å€ã¯ãäŸãã°ããŒãªãã·ååç©
ã§ãã€ãŠãããæãã¯ã©ãžã«ã«ãäžããã¢ãŸåå
ç©ã§ãã€ãŠããã次ã®ãã®ã¯ãã®äŸã§ããïŒèèª
æã¢ãŸãžã«ã«ãã³é žèªå°äœäŸãã°ã¢ãŸãã¹ã€ãœé ª
é žãããªã«åã¯ã¢ãŸãžã¢ã«ãã«ã«ã«ãã³é žãšã¹ã
ã«ãããŒãªããµã€ãäŸãã°ã©ãŠãã€ã«ããŒãªããµ
ã€ãããµã¯ã·ãã«ããŒãªããµã€ãããžãã³ãŸã€ã«
ããŒãªããµã€ããïœâã¯ãã«ããŸã€ã«ããŒãªããµ
ã€ããïŒïŒïŒâãžã¯ãã«ãã³ãŸã€ã«ããŒãªããµã€
ããã±ãã³ããŒãªããµã€ãäŸãã°ã¡ãã«ãšãã«ã±
ãã³ããŒãªããµã€ããã¡ãã«ã€ãœããã«ã±ãã³ã
ãŒãªããµã€ããã·ã¯ããããµãã³ããŒãªããµã€
ããã¢ã»ãã«ã¢ã»ãã³ããŒãªããµã€ããéé žã®ã¢
ã«ãã«ãšã¹ãã«äŸãã°éããã«é žtertâããã«ã
éãªã¯ã¿ã³é žtertâããã«ãéå®æ¯éŠé žtertâã
ãã«ãéã€ãœããã³é žtertâããã«ãéãã¬ã€ã³
é žtertâããã«åã³éé ¢é žtertâããã«ãéã«ãŒ
ãããŒãäŸãã°éçé žãžã·ã¯ãããã·ã«åã³ãžã€
ãœãããã«ããžã¢ã«ãã«ããŒãªããµã€ãäŸãã°â
tertâããã«ããŒãªããµã€ãåã³ãžããŠãã«ããŒ
ãªããµã€ãããã€ããããŒãªããµã€ãäŸãã°tert
âããã«åã¯ããŠãã«ãã€ããããŒãªããµã€ãã
ã€ãœãã¿ã«é žã¢ãéé žåã³ã¢ã»ãã«ã·ã¯ããããµ
ã³ã¹ã«ããã«ããŒãªããµã€ãã ãã®å Žã§è£œé ãããããŒãªããµã€ãåã³ã©ãžã«
ã«éå§å€ã䜿çšã§ããããããã®ååç©ã®ãã®å Ž
ã§ã®è£œé ã«é©åœãªåå¿ã¯ãäŸãã°ãã¹ã²ã³ãã¯ã
ã«ãé žãšã¹ãã«ãé žãã©ã€ããã€ãœã·ã¢ããŒãå
ã¯ãžã€ãœã·ã¢ããŒããéé žåæ°ŽçŽ åã¯ãã€ããã
ãŒãªããµã€ããšåå¿ãããããšãå«ãã é©åœãªæ°Žæº¶æ§ã®éå§å€ã¯éé žåæ°ŽçŽ åã³éé žå
ã¯ããŒãªããœé žã®ã¢ã«ã«ãªéå±åã³ã¢ã«ã«ãªåé¡
éå±å¡©ãå«ããéç¡«é žã«ãªãŠã åã³ã¢ã³ã¢ããŠã
ã¯å¥œé©ã«äœ¿çšãããã氎溶æ§éå§å€ã¯äžåäžåã¯
åäžæ°Žæ§çžã«ãããéåã«äœ¿çšãããã éååå¿ã¯ã¬ããã¯ã¹ç³»ã«ãã€ãŠãéå§ããã
ãããã®ç®çã®ããã«ãäŸãã°éé žåæ°ŽçŽ åã³é
å å€äŸãã°ã¢ã¹ã³ã«ãã³é žåã³ééå±å¡©ãäŸãã°
éåã¯é ã®å¡©ãšã®çµåãç©ããéç¡«é žã«ãªãŠã å
ã¯ã¢ã³ã¢ããŠã ã®ããäºç¡«é žã¢ã«ã«ãªéå±ãšã®çµ
åãç©ã®ä»ã«äœ¿çšããããšãã§ããã éå§å€ç³»ã¯ãç¹å¥ãªå¹æãåŸãããã«åºãå€å
ãããããšãã§ããïŒãã®ãããªéå§å€åã³ã¬ã
ãã¯ã¹ç³»ã¯HoubenâWeylèãMethoden der
Organischen ChemieïŒ1961ã第ïŒïŒå·»ã«èš
è¿°ãããŠããã æ¬çºæã®æ¹æ³ãæ°Žæ§æžæ¿æ¶²äžã§è¡ãªããšãã«
ã¯ãå®å šã«ããŒãºç¶ã®éåäœãåŸãããã«åæ£å€
ãå¿ èŠã§ãããé©åœãªåæ£å€ã®äŸã¯ããªããã«ã¢
ã«ã³ãŒã«åã³éšåçã«ããåããããªé ¢é žãã
ã«ãåã³ã»ã«ããŒã¹ã®åã¯æ®¿ç²ã®èªå°äœãäŸãã°
ã¡ãã«ããšãã«åã³ããããã·ãšãã«ã»ã«ããŒã¹
ãå«ããåæåæ£å€ïŒèŠªæ°Žæ§åã³çæ°Žæ§åéäœã®
å ±éåäœïŒã®äŸã¯æ¬¡ã®ãã®ãå«ãïŒã¹ãã¬ã³åã³
ã¢ã¯ãªã«é žã®å ±éåäœããšãã¬ã³åã³ã¢ã¯ãªã«é ž
ã®å ±éåäœãã¢ã¯ãªã«é žãšã¹ãã«åã³ã¢ã¯ãªã«é ž
ã®å ±éåäœãïŒã¡ãïŒã¢ã¯ãªã«é žèªå°äœåã³ïŒã¡
ãïŒã¢ã¯ãªã«é žã®å ±éåäœãããªãšãã¬ã³ãªããµ
ã€ãããšãã¬ã³åã³ãããã¬ã³ãªããµã€ãã®å ±é
åäœåã³10ã250ã®OHæ°ãæããããªãšã¹ãã«ã åæ£å€åã³ä¹³åå€ã®æ··åç©ãçšããå Žåãçç©
åŠçã«å解ãããä¹³åå€ã奜é©ã§ãããç¡æ©ã³ã
ã€ãåã³ç¡æ©å¡©ïŒäŸãã°çé žèªå°äœïŒã䜿çšãã
ããæ°Žæ§æžæ¿æ¶²äžã§ã®éåã¯ã奜ãŸããã¯40ã
150âã®æž©åºŠãçŽïŒã25barã§è¡ãªãããã æ°Žæ§æžæ¿éåæ³ã¯ãéä¹³åéååå¿ïŒæ²¹äžæ°ŽïŒ
ãšããŠãè¡ãªãããšãã§ããæãã¯éä¹³åéåå
å¿ãšããŠéå§ãåã³æ°Žäžæžæ¿éåãšããŠå®çµãã
ããããã ãã®æ¹æ³ãçšããå Žåãåéäœåã³ã©ãžã«ã«çº
çå€ã®æº¶æ¶²ïŒææ©çžïŒã補é ããåã³æ¬¡ãã§æ°Žã
ææ©çžã«æ·»å ãã奜ãŸããã¯æ²¹äžæ°Žä¹³åå€ã®å©ã
ãåããŠæ²¹äžæ°Žä¹³å液ã補é ãããéå§å€åã¯é
å§å€ç³»ãæ°Žäžã«ååšããããããæ ã«éåããã
ç³»ã«ãããŠãéæéå§å€åã¯éå§å€ç³»ãåéäœã®
äžéšåã³æ²¹äžæ°Žä¹³å液ã®ãã¹ãŠåã¯äžéšãå«æã
ãæ°Žã¯åæ£çžãæ§æããäžæ¹é£ç¶çžã¯æ®ãã®åé
äœåã¯åéäœã®å šéãããªããå ±éååå¿ã¯æ²¹äž
æ°Žä¹³å液ã®è£œé äžã«æ¢ã«å§ãŸã€ãŠããŠããããæ²¹
äžæ°Žä¹³å液ã®çæåŸïŒç¬¬äžæ®µéïŒã第äºæ®µéã§æ¹
æããªãããæŽãªãæ°Žåã³éæåæ£å€ãæ²¹äžæ°Žä¹³
å液ã«æ·»å ãããçžã®é転ãåŸã ã«èµ·ãããæ°Žäž
æ²¹åæ£æ¶²ãçæããããã®å Žåæ°Žã¯äž»ã«é£ç¶çžã
圢æãåã³æ²¹ã¯åæ£çžã圢æãããéåã®çµäºæ
ã«ãæ°Žã«åæ£ããã油滎ã¯æ°Žãå«ãå€åæ§ããŒãº
ã«å®å šã«åºåããã åéäœã®éã«åºã¥ããŠ0.05ã10ééïŒ ã奜ãŸã
ãã¯0.5ãïŒééïŒ ã®éã§äœ¿çšãããæ²¹äžæ°Žä¹³å
å€ã¯ãäŸãã°ã¹ãã¬ã³åã¯ä»ã®ããã«åéäœããš
ãã¬ã³ãªããµã€ãã®ããªãšãŒãã«ã«ã°ã©ãããã
ãçæç©ãæãã¯Î±ïŒÎ²âäžé£œåã«ã«ãã³é žãå«
æããã¹ãã¬ã³å ±éåäœãæãã¯ã¡ã¿ã¯ãªã«é žå
ã³ã¡ã¿ã¯ãªã«é žã¡ãã«ã®ïŒïŒïŒå ±éåäœã§ãã€ãŠ
ãããä»ã®æ²¹äžæ°Žä¹³åå€ãäŸãã°è±åœç¹èš±ç¬¬
928621å·ïŒç¬¬962699å·ïŒç¬¬959131å·ïŒç¬¬964195å·
åã³ç¬¬1076319å·ïŒç¬åœç¹èš±ç¬¬1300286å·åã³ç¬¬
1211655å·ïŒåã³ãã«ã®ãŒåœç¹èš±ç¬¬785091å·ã«èš
è¿°ãããŠãããã®ãé©åœã§ããã æ²¹äžæ°Žä¹³å液ã®è£œé ïŒç¬¬äžæ®µéïŒã«äœ¿çšããã
æ°Žæ§çžãšææ©çžãšã®ééå²åã¯ã奜ãŸããã¯
0.2ïŒïŒãïŒïŒïŒã®ç¯å²å ã«ããã¹ãã§ãããã
ãããããã¯æ²¹äžæ°Žä¹³å液ãçæã§ãããªãã°äž
èšç¯å²ä»¥äžåã¯ä»¥äžã§ãã€ãŠããããïŒïŒïŒãè¶
ããã¹ãã§ãªããæ²¹äžæ°Žä¹³å液ã補é ããå Žåã«
ã¯ãæ°Žæ§çžãææ©çžã«æ·»å ããããšãåŸçã§ã
ãã ãšããŒã«ãšãŒãã«ã¯åéäœã®æº¶æ¶²ãšäžç·ã«åã¯
ããããåŸæ®µã§ãäœãé ããšãçžã®é転ã®åã«æ·»
å ãããšããã 第äžæ®µéã«ãããéå枩床ã¯30ã120âã奜ãŸ
ããã¯60ã85âã§ãããéåã¯å¥œãŸããã¯åéäœ
ã®10ã60ééïŒ ã転åãããŸã§ç¶ããããã 第äºæ®µéã«ãããæ°Žæ§çžãšæ²¹çžã®ééå²åã¯å¥œ
ãŸããã¯ïŒïŒïŒãïŒïŒïŒã®ç¯å²å ã§ãããé©åœã«
ã¯10ïŒïŒããé«ããªããæ²¹äžæ°Žä¹³å液ã¯10ã90â
ã®æž©åºŠã§èª¿è£œãããã第äºæ®µéã«ãããæ°Žã®åã³
å¿ èŠãªãã°åæ£å€ã®æ·»å ã¯æ²¹äžæ°Žä¹³å液ã®çæåŸ
ã«åã³40ã180âã奜ãŸããã¯75ã150âã®ç¬¬äºæ®µ
éã®éå枩床ãžå ç±ãåã¯å·åŽããããšã«ãã€ãŠ
è¡ãªãããã åæ£å€ã¯åéäœã®éã«åºã¥ããŠ0.01ãïŒéé
ïŒ ã奜ãŸããã¯0.5ãïŒééïŒ ã®éã§äœ¿çšãããã
é©åœãªåæ£å€ã§ããããšãããã€ãååç©ã¯ããª
ããã«ã¢ã«ã³ãŒã«ãéšåçã«ããåãããããªé ¢
é žããã«ãã¢ã«ãã«ã»ã«ããŒã¹äŸãã°ã¡ãã«ã»ã«
ããŒã¹ãã¢ã«ãã«ã¹ã«ãããŒãåã³ã¢ã«ãã«ãµã«
ããšãŒããå«ãã æ¬æ¹æ³ã®äžã€ã®ç¹å¥ãªå©ç¹ã¯ãå€åæ§æ§é ãæ
ããåŸãããããŒãºéåäœã容æã«åŠçã§ãäžã€
也ç¥ã«åé¡ããªããšããããšã§ããã æ¬çºæã®æ¹æ³ãæ®éã®ææ©æº¶åªã®äžã€ãçšããŠ
è¡ãªãå Žåãéåã¯åéäœãéžæããéå§å€ç³»ã
溶åªåã³ãšããŒã«ãšãŒãã«ã®åäžçžäžã§å§ãŸãã
çšãã溶åªãçæããéåäœã«å¯Ÿãã溶åªã§ãªã
å Žåãéåã®æåŸã®æ®µéã¯æ²æ®¿åã¯æžæ¿éåãšã
ãŠè¡ãªãããã䜿çšãããé©åœãªææ©æº¶åªã¯é£œå
èèªæåã³è³éŠæçåæ°ŽçŽ ã眮æè³éŠæååç©äŸ
ãã°ãã«ãšã³åã¯ã¯ãã«ãã³ãŒã³ãããã²ã³åç
åæ°ŽçŽ äŸãã°å¡©åã¡ãã¬ã³ãåå¡©åççŽ ãããªã¯
ãã«ãšãã¬ã³ãããã©ã¯ãã«ãšãã¬ã³ãããªã¯ã
ã«ãã«ãªã«ã¡ã¿ã³åã³ä»ã®èèªæã¯ãã«ãã«ãªã«
çåæ°ŽçŽ åã¯ãã«ãªã«çåæ°ŽçŽ ãäœæ²žç¹ã¢ã«ã³ãŒ
ã«äŸãã°ã¡ã¿ããŒã«ããšã¿ããŒã«ããããããŒ
ã«ãã€ãœãããããŒã«åã¯ç°æ§äœãã¿ããŒã«ã奜
ãŸããã¯tertâãã¿ããŒã«ãåã³æŽã«ãžã¡ãã«ã
ã«ã ã¢ããåã¯ãžã¡ãã«ã¢ã»ãã¢ãããå«ãã æ¬çºæã«ããæ¹æ³ã¯ä¹³åéåãšããŠãè¡ãªãã
ãã æ¹å€ã¬ãžã³é žã®ã¢ã«ã«ãªéå±å¡©ãäŸãã°æ°ŽçŽ å
ã¢ããšãã³é žã®ãããªãŠã å¡©ã¯ä¹³åå€ãšããŠäœ¿çš
ãããããã¢ã«ãã«åºã®ççŽ æ°ã12ã24ã®ã¢ã«ã
ã«ãµã«ããšãŒãåã³ã¹ã«ãããŒããé©åœã§ããã
çç©åŠçã«å解ãããä¹³åå€ã¯å¥œé©ã§ãããä¹³å
å€ã¯æ°Žæ§çžã«åºã¥ããŠ0.05ã20ééïŒ ã奜ãŸãã
ã¯0.5ãïŒééïŒ ã®æ¿åºŠã§äœ¿çšã§ããããããã¯
å¿è«äžè¿°ã®åæ£å€ãšçµåãããŠäœ¿çšããŠãããã éåäœã¯ææã«ããå ¬ç¥ã®æ¹æ³ã«åŸãä¹³å液ã
ãã®æ²æ®¿ã«ãã€ãŠæãã¯äŸãã°åŽé§ä¹Ÿç¥ã«ãã€ãŠ
åé¢ãããã éåã¯ã¹ã¯ãªãŠãŒæŒåºãæ©ãããŒããŒåã¯ç¹å¥
ãªæ¹ææ©ä»ãè£ çœ®ã®ãããªéåè£ çœ®äžã«ãããŠæº¶
åªã®æç¡äžã«è¡ãªãããšãã§ããã溶åªåã³æ®å
åéäœã¯èžçºæ©ã¹ã¯ãªãŠãŒãèèèžçºæ©ãèžçºæ©
ã³ã€ã«åã¯åŽé§ä¹Ÿç¥æ©ã§ã®èžçºã«ãã€ãŠéåæ··å
ç©ããé€å»ããããéååå¿æ··åç©ã¯æ®éã®å©å€
äŸãã°ããã¡ãªãŒãŒã·ãšã³ã«å¯Ÿããé£é移åå€ã
å¿ èŠãªãã°ãšããŒã«ãšãŒãã«ã«å ããŠã®ä»ã®åå
é調ç¯å€ãå®å®å€ã最æ»å€ã垯é»é²æ¢å€åã³é žå
é²æ¢å€ãå«æããããšãã§ããã æçµçæç©ããç±å¯å¡æ§åŠçäžã®æãŸãããã¬
é žåããä¿è·ããããã«ãååãªéã®ã奜ãŸãã
ã¯0.3ã1.5ééïŒ ã®ããšããŒã«æ§é žåé²æ¢å€ãæ·»
å ãããããããã¯ç¹å¥ãªãšããŒã«ãšãŒãã«ãšåŒ·
åãªçžä¹å¹æãæãããååå ã«ç«äœé害ããã
ããšããŒã«æ§ããããã·ã«åºãïŒãïŒåå«æãã
ååç©ã¯é©åœãªããšããŒã«æ§é žåé²æ¢å€ã§ããã 次ã®ãã®ã¯ãã®ãããªé žåé²æ¢å€ã®äŸãšããŠèš
åãããïŒ ã¢ãããšããŒã«ãäŸãã°ã ïŒïŒïŒâãžâtertâããã«âïœâã¯ã¬ãŸãŒã«ïŒ
ïŒïŒïŒâãžâtertâãªã¯ãã«âïœâã¯ã¬ãŸãŒã«ïŒ
ïŒâtertâããã«âïŒâã·ã¯ããã³ãã«âïœâã¯
ã¬ãŸãŒã«ïŒïŒâtertâããã«âïŒâã·ã¯ãããã·
ã«âïœâã¯ã¬ãŸãŒã«ïŒïŒïŒïŒâãžã¡ãã«âïŒâα
âã¡ãã«ã·ã¯ãããã·ã«âããšããŒã«ïŒïŒïŒïŒâ
ãžâãªã¯ã¿ãã·ã«âïœâã¯ã¬ãŸãŒã«ïŒïŒïŒïŒâãž
âtertâããã«âïŒâããšãã«âããšããŒã«ïŒ
ïŒïŒïŒâãžâã¡ãã«ãã³ãžã«âïœâã¯ã¬ãŸãŒã«ïŒ
åã³ïŒâïŒïŒïŒïŒâãžâtertâããã«âïŒâãã
ããã·ããšãã«ïŒâããããªã³é žãªã¯ãã«ãšã¹ã
ã«ïŒ ãã¹ããšããŒã«ãäŸãã° ïŒïŒïŒâã¡ãã¬ã³âãã¹âïŒïŒâã¡ãã«âïŒâ
tertâããã«âããšããŒã«ïŒïŒ ïŒïŒïŒâã¡ãã¬ã³âãã¹âïŒïŒâãšãã«âïŒâ
tertâããã«âããšããŒã«ïŒïŒ ïŒïŒïŒâã¡ãã¬ã³âãã¹âïŒïŒâã¡ãã«âïŒâ
ããã«âããšããŒã«ïŒïŒ ïŒïŒïŒâã¡ãã¬ã³âãã¹âïŒïŒâã¡ãã«âïŒâ
αâã¡ãã«ã·ã¯ãããã·ã«âããšããŒã«ïŒïŒ ïŒïŒïŒâïœâãããªãã³âãã¹âïŒïŒïŒïŒâãž
ã¡ãã«âããšããŒã«ïŒïŒ ïŒïŒïŒâã€ãœãããªãã³âãã¹âïŒïŒïŒïŒâãž
ã¡ãã«ããšããŒã«ïŒïŒ ïŒïŒïŒâããªâãã¹âïŒïŒâã¡ãã«âïŒâtert
âããã«âããšããŒã«ïŒïŒ ïŒïŒïŒâïœâãããªãã³âãã¹âïŒïŒïŒïŒâãž
âtertâããã«âããšããŒã«ïŒïŒ ïŒïŒïŒâïœâãããªãã³âãã¹âïŒïŒâtertâ
ããã«âïŒâã¡ãã«âããšããŒã«ïŒïŒ ïŒïŒïŒâããªâãã¹âïŒïŒâtertâããã«âïŒ
âã¡ãã«âããšããŒã«ïŒïŒ ïŒïŒïŒâãã¹âïŒïŒïŒïŒâãžâtertâããã«â
ïŒâããããã·âãã³ãžã«ïŒâïŒïŒïŒïŒïŒïŒïŒâ
ããã©ã¡ãã«ãã³ãŒã³ïŒ ãã¹âïŒïŒïŒïŒâãžâtertâããã«âïŒâãã
ããã·ãã³ãžã«ïŒâã¹ã«ãã€ãïŒ ïŒïŒïŒâãšãã¬ã³ã°ãªã³ãŒã«âãã¹âïŒâ
ïŒïŒïŒïŒâãžâtertâããã«âïŒâããããã·ã
ãšãã«ïŒâããããªã³é žãšã¹ãã«ïŒ ããªã¹âããšããŒã«ãäŸãã° ïŒïŒïŒïŒïŒâããªã¹âïŒïŒïŒïŒâãžã¡ãã«âïŒ
âããããã·ããšãã«ïŒâãããã³ïŒ ïŒïŒïŒïŒïŒâããªã¹âïŒïŒâtertâããã«âïŒ
âããããã·âïŒâã¡ãã«ããšãã«ïŒâãã¿ã³ïŒ ïŒïŒïŒïŒïŒâããªã¹âïŒïŒïŒïŒâãžâtertâã
ãã«âïŒâããããã·ãã³ãžã«ïŒâïŒïŒïŒïŒïŒâ
ããªã¡ãã«ãã³ãŒã³ïŒåã³ ããªã¡ãããŒã«ãããã³âããªã¹âïŒâïŒïŒïŒ
ïŒâãžtertâããã«âïŒâããããã·ããšãã«ïŒ
âããããªã³é žãšã¹ãã«ïŒ ããã©âããšããŒã«ãäŸãã° ãã³ã¿ãšãªã¹ãªããŒã«âããã©âïŒâïŒïŒïŒïŒ
âãžâtertâããã«âïŒâããããã·ããšãã«ïŒ
âããããªã³é žãšã¹ãã«ã æ¬çºæã«åŸã€ãŠè£œé ãããç±å¯å¡æ§å ±éåäœ
ã¯ãããèªäœæ®ãã©è²ãæããªããããå ¬ç¥ã®æ
æåã¯é¡æã«ãã€ãŠç°åžžãªã»ã©ã®æè²èª¿ã«çè²ã
ãããšãã§ãããæ¬çºæã«ããçæç©ã¯ãäžè¬ã«
çšãã補é æ³åã³åéäœçµåãç©ã«äŸåããŠç²æ«
圢ã§åã¯ããŒãºåœ¢ã§è£œé ãããããããã¯ãã¹ãŠ
ã®çš®é¡ã®æ圢åã«å¯ŸããŠäœ¿çšã§ããããŸãå ±éå
äœã¯ãã€ã«ã åã¯ã³ãŒãã€ã³ã°ã®è£œé ã«ã䜿çšã§
ããã å®éšã®éš 次ã®å®æœäŸã«ãããŠã瀺ãçŸåçã¯æããªãé
ãééã«ãããã®ãšãããåºæç²åºŠãdlïœãã¯ãž
ã¡ãã«ãã«ã ã¢ããäž25âã§æ±ºå®ãããã ã¡ãã«âããã©ããããã³ãºã¢ã«ãããåã³ã
ã³ãžã«ã¢ã«ã³ãŒã«ã®åå¿ã¯ãšããŒã«ãšãŒãã«ã®å
æäŸãšããŠèšè¿°ãããããã®æ¹æ³ã§ãã¹ãŠã®ãšã
ãŒã«ãšãŒãã«ã補é ã§ããã ã¡ãã«ããã©ããããã³ãºã¢ã«ãããåã³ãã³
ãžã«ã¢ã«ã³ãŒã«ããã®ãšããŒã«ãšãŒãã«ã®åæ ãšããŒã«ãšãŒãã«ã®åæã¯ïŒæ®µéã§è¡ãªã€ãã
æåã«é žè§£åªã®å©ããåããŠã¢ã«ããããšã¢ã«ã³
ãŒã«ãå ±æ²žæ¡ä»¶äžã«åå¿ãããŠã¢ã»ã¿ãŒã«ã補é
ãã次ãã§ãããåã³é žè§Šåªã®ååšäžã«å ç±ããŠ
ãšããŒã«ãšãŒãã«ã«å解ãããåæ§ã®æ¹æ³ã«ãã
çšããååç©ã®ãã¹ãŠã補é ãããäžèšåå¿åŒã§
瀺ãåŠããšããŒã«ãšãŒãã«ã®åæãäŸãšããŠç€º
ãã ïŒâåã³ïŒâã¡ãã«ã·ã¯ãããã»ã³âïŒâã¢ã«
ãããâ(1)ã®æ··åç©484ïœïŒ3.9ã¢ã«ïŒããã³ãžã«
ã¢ã«ã³ãŒã«970ïœïŒãïŒã¢ã«ïŒãšåå¿ãããåã³
ã·ã¯ãããã»ã³300mläžïœâãã«ãšã³ã¹ã«ãã³é ž
3.44ïœåã³ãããªã³ïŒïœã®æ··åç©ãšåå¿ãããŠ
H2Oããéé¢ãããããã¹ãŠã®æ°Žãéè£ããã
ãåŠããçæç©ãç空äžã«èžçºãããŠæ¿çž®ããã
æ®æž£ãæžå§äžã«èžçãããæåã«ãã³ãžã«ã¢ã«ã³
ãŒã«åã³ãšããŒã«ãšãŒãã«ã®äœæ²žç¹ç»åãåŸãã
çæç©ã¯ç²Ÿçã«ãã€ãŠçŽç²ã«åŸãããã沞ç¹0.08
mmïŒ99âïŒn20 DïŒ1.5451ã äžè¬çãªæ¹æ³ æ°Ž1400mlã ã¹ãã¬ã³111ïœ ã¢ã¯ãªããããªã«90ïœã ã¢ã«ãã«ã¹ã«ãã³é žãããªãŠã 63ïœã éç¡«é žã«ãªãŠã 0.44ïœåã³ ååé調ç¯å€ãšããŠã®ãšããŒã«ãšãŒãã«1.0ïœ
ãçªçŽ äžã«ïŒã®æ¹ææ©ä»ã容åšäžãžå°å ¥ããã åå¿æ··åç©ã80âã«å ç±ãããã®æž©åºŠã§30åé
æ¹æããã次ãã§ãªãŒãã¯ã¬ãŒãäžã«æº¶æ¶²ïŒåã³
溶液ïŒã100åé以å ã«å°å ¥ããã 溶液 ïŒ ã¹ãã¬ã³1000ïœ ã¢ã¯ãªããããªã«350ïœ èª¿ç¯å€ïŒãšããŒã«ãšãŒãã«ïŒ10.0ïœ æº¶æ¶² ïŒ ã¢ã«ãã«ã¹ã«ãã³é žãããªãŠã 15ïœåã³æ°Ž1600
mlã«æº¶è§£ããéç¡«é žã«ãªãŠã 4.0ïœã 次ãã§åå¿æ··åç©ãæŽã«ïŒæé80âã§æ¹æã
ããåºäœå«éåã³PHã®æ±ºå®åŸãä¹³å液ãåéã
ããåŠçããããžã¡ãã«ãã«ã ã¢ã«ãããäž25â
ã§åºæç²åºŠãåã³åŸããã也ç¥åå¿çæç©ã®ã¢ã¯
ãªããããªã«å«éã決å®ãããå®æœäŸïŒã40ã§çš
ãããšããŒã«ãšãŒãã«åã³äžèšããŒã¿ãäžè¡šïŒã
11ã«ç€ºãã
ãè¡šã
ãè¡šã
ãè¡šã
ãè¡šã
ãã·ã«
ãè¡šã
ãè¡šã
å®æœäŸ 40
ã°ãªããæ¹ææ©ãåãäžã€çªçŽ ã§ãã©ãã·ãŠã
ãïŒã®æ¹ææ©ã€ã容åšã«ã次ã®ãã®ã宀枩ã§å°
å ¥ããïŒ ã¹ãã¬ã³3000ïœ ã¢ã¯ãªããããªã«1000ïœ å®æœäŸ18ããã®èª¿ç¯å€35ïœ ãã®åå¿æ··åç©ã«éå§å€æº¶æ¶²ïŒæº¶æ¶²ïŒïŒ50mlã
å°å ¥ããããã®æ··åç©ã93âã«å ç±ããã 15ïŒ ã®è»¢åçãéæããããšãã溶液ïŒãé£ç¶
çã«æ·»å ãããéå§å€ïŒæº¶æ¶²ïŒïŒã®æ·»å é床ã¯å
å¿æž©åºŠã«å¿ããŠèª¿ç¯ããã 溶液ïŒïŒãã«ãšã³3800ïœäžéããã«é žtertâãã
ã«200ïœ æº¶æ¶²ïŒïŒã¢ã¯ãªããããªã«7640ïœ ã¹ãã¬ã³19980ïœ å®æœäŸ18ããã®èª¿ç¯å€220ïœ çæç©ã®çæé床ã¯7.5KgïŒæã§ãã€ããå®åžž
ç¶æ ã«ãããåéäœã®è»¢åéã¯28ïŒ ã§ãã€ãã åå¿åšããåãåºãããåå¿çæç©ã«ãå®å®å€
溶液ïŒæº¶æ¶²ïŒïŒã150ïœïŒæã®é床ã§æ·»å ããã 溶液ïŒïŒïŒïŒïŒâãžâtertâããã«âïœâã¯ã¬ãŸ
ãŒã«80ïœã ïŒïŒ2â²âã¡ãã¬ã³âãã¹âïŒïŒâã¡ãã«âïŒ
âαâã¡ãã«âã·ã¯ãããã·ã«âããšããŒ
ã«ïŒ160ïœã ãã«ãšã³3760ïœã éåäœã·ããããèžçºæ©ã¹ã¯ãªãŠãŒäžã§åŠç
ãã次ãã§ç²ç¶åããã å ±éåäœã®åæããŒã¿ïŒãηãïŒ0.71ãdlïŒïœã ã¢ã¯ãªããããªã«å«éïŒ26.5ééïŒ
ãïŒã®æ¹ææ©ã€ã容åšã«ã次ã®ãã®ã宀枩ã§å°
å ¥ããïŒ ã¹ãã¬ã³3000ïœ ã¢ã¯ãªããããªã«1000ïœ å®æœäŸ18ããã®èª¿ç¯å€35ïœ ãã®åå¿æ··åç©ã«éå§å€æº¶æ¶²ïŒæº¶æ¶²ïŒïŒ50mlã
å°å ¥ããããã®æ··åç©ã93âã«å ç±ããã 15ïŒ ã®è»¢åçãéæããããšãã溶液ïŒãé£ç¶
çã«æ·»å ãããéå§å€ïŒæº¶æ¶²ïŒïŒã®æ·»å é床ã¯å
å¿æž©åºŠã«å¿ããŠèª¿ç¯ããã 溶液ïŒïŒãã«ãšã³3800ïœäžéããã«é žtertâãã
ã«200ïœ æº¶æ¶²ïŒïŒã¢ã¯ãªããããªã«7640ïœ ã¹ãã¬ã³19980ïœ å®æœäŸ18ããã®èª¿ç¯å€220ïœ çæç©ã®çæé床ã¯7.5KgïŒæã§ãã€ããå®åžž
ç¶æ ã«ãããåéäœã®è»¢åéã¯28ïŒ ã§ãã€ãã åå¿åšããåãåºãããåå¿çæç©ã«ãå®å®å€
溶液ïŒæº¶æ¶²ïŒïŒã150ïœïŒæã®é床ã§æ·»å ããã 溶液ïŒïŒïŒïŒïŒâãžâtertâããã«âïœâã¯ã¬ãŸ
ãŒã«80ïœã ïŒïŒ2â²âã¡ãã¬ã³âãã¹âïŒïŒâã¡ãã«âïŒ
âαâã¡ãã«âã·ã¯ãããã·ã«âããšããŒ
ã«ïŒ160ïœã ãã«ãšã³3760ïœã éåäœã·ããããèžçºæ©ã¹ã¯ãªãŠãŒäžã§åŠç
ãã次ãã§ç²ç¶åããã å ±éåäœã®åæããŒã¿ïŒãηãïŒ0.71ãdlïŒïœã ã¢ã¯ãªããããªã«å«éïŒ26.5ééïŒ
Claims (1)
- ãç¹èš±è«æ±ã®ç¯å²ã ïŒ ïœ ïŒçš®åã¯ãã以äžã®è³éŠæã¢ãããã«å
åç©95ã20ééïŒ ãåã³ ïœ ã¢ã¯ãªããããªã«åã³ïŒåã¯ã¡ã¿ã¯ãªããã
ãªã«ïŒã80ééïŒ ã ããïœåã³ïœã®åéäœæ··åç©ã®åèšã100éé
ïŒ ã§ããäžã€ãã®75ééïŒ ãŸã§ãã¢ã¯ãªã«é žå
ã³ïŒåã¯ã¡ã¿ã¯ãªã«é žã®C1ãC20ã¢ã«ãã«ãšã¹
ãã«ã§ä»£æ¿ãããŠããŠãè¯ãæ¡ä»¶äžã§éåãã
ãŠã¹ãã¬ã³åã³ïŒåã¯ãã®èªå°äœã®å ±éåäœã
補é ããéã«ãéåãåéäœã®å šéã«åºã¥ããŠ
0.01ã10ééïŒ ã®èèªæåã¯èç°æã¢ã«ããã
åã¯ã±ãã³ã«ç±æ¥ãããšããŒã«ãšãŒãã«ã®ïŒçš®
åã¯ã以äžã®ååšäžã«è¡ãªãããšãç¹åŸŽãšãã
è©²å ±éåäœã®è£œé æ³ã ïŒ åéäœã®å šéã«åºã¥ããŠ0.05ãïŒééïŒ ã®ãš
ããŒã«ãšãŒãã«ã䜿çšããç¹èš±è«æ±ã®ç¯å²ç¬¬ïŒé
èšèŒã®æ¹æ³ã ïŒ åŒ(1)ã(5) åŒäžãR1åã³R2ã¯åäžã§ãç°ãªã€ãŠãããã
æ°ŽçŽ åã¯C1ãC5ã¢ã«ãã«åºã瀺ããåã³ïŒ²ã¯C1
ãC20ã¢ã«ãã«ãC5ãC10ã·ã¯ãã¢ã«ãã«ãåã¯C7
ãC20ã¢ã©ã«ãã«åºã瀺ã ã«çžåœãããšããŒã«ãšãŒãã«ãçšããç¹èš±è«æ±ã®
ç¯å²ç¬¬ïŒåã¯ïŒé èšèŒã®æ¹æ³ã ïŒ åŒ(6) åŒäžãR1åã³R2ã¯åäžã§ãç°ãªã€ãŠãããã
æ°ŽçŽ åã¯C1ãC5ã¢ã«ãã«åºã瀺ãåã³ïŒ²ã¯C1ã
C18ã¢ã«ãã«ãã·ã¯ãããã·ã«åã¯ãã³ãžã«åºã
瀺ã ã«çžåœãããšããŒã«ãšãŒãã«ãçšããç¹èš±è«æ±ã®
ç¯å²ç¬¬ïŒåã¯ïŒé èšèŒã®æ¹æ³ã ïŒ çšããåéäœïœãã¹ãã¬ã³ã§ããåã³çšãã
åéäœïœãã¢ã¯ãªããããªã«ã§ããç¹èš±è«æ±ã®ç¯
å²ç¬¬ïŒåã¯ïŒé èšèŒã®æ¹æ³ã ïŒ ã¹ãã¬ã³åã³ã¢ã¯ãªããããªã«ã®åéäœæ··å
ç©75ééïŒ ãŸã§ãã¢ã¯ãªã«é žåã³ïŒåã¯ã¡ã¿ã¯ãª
ã«é žã®C1ãC8ã¢ã«ãã«ãšã¹ãã«ã§ä»£æ¿ããç¹èš±
è«æ±ã®ç¯å²ç¬¬ïŒé èšèŒã®æ¹æ³ã ïŒ éåãä¹³å液åã¯æžæ¿æ¶²äžã§åã¯ãã«ã¯ã§è¡
ãªãç¹èš±è«æ±ã®ç¯å²ç¬¬ïŒåã¯ïŒé èšèŒã®æ¹æ³ã
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19803010374 DE3010374A1 (de) | 1980-03-18 | 1980-03-18 | Verfahren zur herstellung von copolymerisaten von styrol und/oder dessen derivaten |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS56143208A JPS56143208A (en) | 1981-11-07 |
| JPH0125321B2 true JPH0125321B2 (ja) | 1989-05-17 |
Family
ID=6097564
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP3551881A Granted JPS56143208A (en) | 1980-03-18 | 1981-03-13 | Manufacture of copolymer of styrene and/or derivatives thereof |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US4439589A (ja) |
| EP (1) | EP0036136B1 (ja) |
| JP (1) | JPS56143208A (ja) |
| DE (2) | DE3010374A1 (ja) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3228864A1 (de) * | 1982-08-03 | 1984-02-09 | Bayer Ag, 5090 Leverkusen | Verwendung von enolethern als nichtverfaerbende ozonschutzmittel |
| US5156920A (en) * | 1986-09-05 | 1992-10-20 | General Electric Company | Polyphenylene ether resin compositions having improved adhesion for decorative and protective coatings |
| US5385996A (en) * | 1986-12-05 | 1995-01-31 | Commonwealth Scientific And Industrial Research Organisation | Control of molecular weight and end-group functionality of polymers |
| US5932675A (en) * | 1989-06-05 | 1999-08-03 | Commonwealth Scientific And Industrial Research Organisation | Free-radical chain transfer polymerization process |
| US6197905B1 (en) | 1989-06-05 | 2001-03-06 | Commonwealth Scientific & Industrial Resarch Organization | Process for producing polymers or oligomers of controlled molecular weight and end group functionalities |
| EP0431519B1 (en) * | 1989-12-04 | 1994-06-15 | G.D. Searle & Co. | System for transdermal albuterol administration |
| JPH04300908A (ja) * | 1991-03-29 | 1992-10-23 | Nippon Steel Chem Co Ltd | æ圢ææ |
| DE10256617A1 (de) | 2002-12-03 | 2004-06-17 | Basf Ag | Verfahren zur radikalischen Polymerisation in Gegenwart eines Reglers |
| KR20100115745A (ko) * | 2007-12-28 | 2010-10-28 | 칎ë€ì¹Ž ìœí¬ë ìŽì | ìŽê°ìì± ìì§ ì¡°ì±ë¬Œ, ë° ê·ž ì±í첎 |
| ES2879550T3 (es) | 2012-08-24 | 2021-11-22 | Novartis Ag | Inhibidores de epn para tratar enfermedades caracterizadas por la dilatación o remodelación auriculares. |
| EP3823951A1 (en) * | 2018-12-20 | 2021-05-26 | Firmenich SA | Alkyl enol ether properfume |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2846424A (en) * | 1955-11-08 | 1958-08-05 | American Cyanamid Co | Copolymerization of acrylonitrile employing azo-bis-arylalkane catalysts |
| US2984648A (en) * | 1956-03-05 | 1961-05-16 | Monsanto Chemicals | Color inhibition of styrene-acrylonitrile copolymers by polymerization of monomers in presence of a phenol and free radical agent |
| DE1214878B (de) * | 1963-11-14 | 1966-04-21 | Degussa | Verfahren zur Homo- und Copolymerisation von Vinylmonomeren |
| JPS5033917B2 (ja) * | 1972-10-31 | 1975-11-04 | ||
| SE7706052L (sv) * | 1976-05-26 | 1977-11-27 | Poudres & Explosifs Ste Nale | Polymerisationsinitiator |
| US4088811A (en) * | 1976-10-29 | 1978-05-09 | Monsanto Company | 1,4-Cyclohexadiene compounds used as chain transfer agents in nitrile polymerization |
| US4182820A (en) * | 1978-06-08 | 1980-01-08 | Borg-Warner Corporation | Process for polymerization of styrene and acrylonitrile |
| DE2837026A1 (de) * | 1978-08-24 | 1980-03-06 | Bayer Ag | Verfahren zur herstellung von modifizierten polyaetherpolyolen |
-
1980
- 1980-03-18 DE DE19803010374 patent/DE3010374A1/de not_active Withdrawn
-
1981
- 1981-03-05 DE DE8181101572T patent/DE3160169D1/de not_active Expired
- 1981-03-05 EP EP81101572A patent/EP0036136B1/de not_active Expired
- 1981-03-13 JP JP3551881A patent/JPS56143208A/ja active Granted
-
1983
- 1983-01-24 US US06/460,489 patent/US4439589A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| EP0036136A1 (de) | 1981-09-23 |
| US4439589A (en) | 1984-03-27 |
| JPS56143208A (en) | 1981-11-07 |
| DE3010374A1 (de) | 1981-10-08 |
| DE3160169D1 (en) | 1983-05-19 |
| EP0036136B1 (de) | 1983-04-13 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US10766983B2 (en) | PVOH dispersant for VCM polymerization | |
| DE2456576C3 (de) | Verfahren zur kontinuierlichen Herstellung von Ãthylen-Vinylacetat-Copolymerdispersionen | |
| US12312424B2 (en) | Polyvinyl alcohol-based resin, method for producing polyvinyl alcohol-based resin, dispersing agent and dispersing agent for suspension polymerization | |
| US2227163A (en) | Aqueous emoulsions of polymerization products and a process of preparaing them | |
| TWI834601B (zh) | èä¹ç¯é系暹èãåæ£ååæžæµ®èåçšåæ£å | |
| JPH0125321B2 (ja) | ||
| US6448330B1 (en) | Aqueous emulsion and process for producing the same | |
| DE3010373A1 (de) | Verfahren zur herstellung von methacrylsaeuremethylester-homo- oder -copolymerisaten | |
| WO2004022609A1 (de) | Verfahren zum herstellen von wÀssrigen polymerdispersionen mit sehr niedrigen restmonomergehalten und deren verwendung | |
| CA1186835A (fr) | Latex de copolymeres acetate de vinyle-olefine et procede de preparation | |
| US4327004A (en) | Aqueous dispersions of plastics in which the average diameter of the dispersion particles is in the range from about 50 to 500 nm, and a process for their preparation | |
| JP2720892B2 (ja) | æ¹è³ªãããããªããã«ã¢ã«ã³ãŒã«åã³ããªãŒã©ãžã«ã«ã°ã©ããåã«ããããªããã«ã¢ã«ã³ãŒã«ã®åºçžæ¹è³ªæ³ | |
| US3956163A (en) | Pigmented detergents | |
| DE4340563A1 (de) | Verfahren zur Herstellung von Schutzkolloid-stabilisierten Dispersionen | |
| EP0681593B1 (de) | Pfropf- und core-shell-copolymerisate mit verbesserter phasenanbindung zwischen pfropfgrundlage und aufgepfropfter polymerphase | |
| US3549578A (en) | Freeze-thaw resistant polyvinyl ester dispersions and process for making them | |
| DE69104055T2 (de) | Allyl-peroxyketale als kettenÃŒbertragungsmittel. | |
| US4346203A (en) | Emulsifier for the preparation of polymers | |
| US2118946A (en) | Mixed polymerization products | |
| US4056671A (en) | Styrene acrylonitrile copolymers with high dimensional stability under heat | |
| JPH09202812A (ja) | èèªæããªããã«ãšã¹ãã«ããã³ããªããã«ã¢ã«ã³ãŒã«ã®è£œé æ¹æ³ | |
| DE4239146A1 (de) | Verfahren zur Herstellung von hochmolekularen Propylen-Copolymerisaten | |
| JPH01201311A (ja) | ã°ã©ããå ±éåäœã®è£œé æ¹æ³ãèè¡ææ§å€æ§å€ãããã³ç±å¡æ§å å·¥å¯èœãªæ圢ææ | |
| JP2001098020A (ja) | ã¹ãã¬ã³ããã§ããŒã«èªå°äœåã³æ¶æ©å€ãå«ãã§ãªãããŒãºããªããŒãåã³ãããã®å æ°Žå解åã³ã¹ã«ãã³å補å | |
| JP2024131232A (ja) | ããªããã«ã¢ã«ã³ãŒã«ç³»æš¹èãããªããã«ã¢ã«ã³ãŒã«ç³»æš¹èã®è£œé æ¹æ³ãåæ£å€åã³æžæ¿éåçšåæ£å€ |