JPS6044937B2 - 悪臭処理方法 - Google Patents
悪臭処理方法Info
- Publication number
- JPS6044937B2 JPS6044937B2 JP52149982A JP14998277A JPS6044937B2 JP S6044937 B2 JPS6044937 B2 JP S6044937B2 JP 52149982 A JP52149982 A JP 52149982A JP 14998277 A JP14998277 A JP 14998277A JP S6044937 B2 JPS6044937 B2 JP S6044937B2
- Authority
- JP
- Japan
- Prior art keywords
- malodor
- odor
- cyclohexyl
- ketone
- compounds
- 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
- 238000000034 method Methods 0.000 title claims description 14
- 235000019645 odor Nutrition 0.000 claims description 40
- 150000001875 compounds Chemical class 0.000 claims description 30
- 239000000126 substance Substances 0.000 claims description 19
- RIFKADJTWUGDOV-UHFFFAOYSA-N 1-cyclohexylethanone Chemical compound CC(=O)C1CCCCC1 RIFKADJTWUGDOV-UHFFFAOYSA-N 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- RUHOAHWSRPNSCJ-UHFFFAOYSA-N 1,3-bis(3-methylcyclohexyl)propan-2-one Chemical compound C1C(C)CCCC1CC(=O)CC1CC(C)CCC1 RUHOAHWSRPNSCJ-UHFFFAOYSA-N 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 239000003205 fragrance Substances 0.000 description 23
- 239000000243 solution Substances 0.000 description 19
- 238000009835 boiling Methods 0.000 description 15
- 239000007788 liquid Substances 0.000 description 14
- 239000000047 product Substances 0.000 description 13
- 239000000443 aerosol Substances 0.000 description 10
- 238000012360 testing method Methods 0.000 description 10
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 9
- 125000003118 aryl group Chemical group 0.000 description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 239000003153 chemical reaction reagent Substances 0.000 description 8
- 238000004821 distillation Methods 0.000 description 8
- KRVSOGSZCMJSLX-UHFFFAOYSA-L chromic acid Substances O[Cr](O)(=O)=O KRVSOGSZCMJSLX-UHFFFAOYSA-L 0.000 description 7
- AWJWCTOOIBYHON-UHFFFAOYSA-N furo[3,4-b]pyrazine-5,7-dione Chemical compound C1=CN=C2C(=O)OC(=O)C2=N1 AWJWCTOOIBYHON-UHFFFAOYSA-N 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- 238000002955 isolation Methods 0.000 description 6
- -1 thiophenols Chemical class 0.000 description 6
- VZELQXKHIHNPLU-UHFFFAOYSA-N 1-(2-methylcyclohexyl)ethanone Chemical compound CC1CCCCC1C(C)=O VZELQXKHIHNPLU-UHFFFAOYSA-N 0.000 description 5
- XRLQPWQYUOVNTR-UHFFFAOYSA-N 1-cyclohexyl-2-methylpropan-1-one Chemical compound CC(C)C(=O)C1CCCCC1 XRLQPWQYUOVNTR-UHFFFAOYSA-N 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N EtOH Substances CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 239000002253 acid Substances 0.000 description 5
- 239000012141 concentrate Substances 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 239000004615 ingredient Substances 0.000 description 5
- UYMHLXHLPQIDMA-UHFFFAOYSA-N 1-cyclohexylbutan-1-one Chemical compound CCCC(=O)C1CCCCC1 UYMHLXHLPQIDMA-UHFFFAOYSA-N 0.000 description 4
- AMHOPTNGSNYSBL-UHFFFAOYSA-N 1-cyclohexylpropan-1-one Chemical compound CCC(=O)C1CCCCC1 AMHOPTNGSNYSBL-UHFFFAOYSA-N 0.000 description 4
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 4
- 238000005194 fractionation Methods 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 235000019198 oils Nutrition 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- AMOVIIVWTHHHTN-UHFFFAOYSA-N 1,3-bis(4-propan-2-ylcyclohexyl)propan-2-one Chemical compound C(C)(C)C1CCC(CC1)CC(=O)CC1CCC(CC1)C(C)C AMOVIIVWTHHHTN-UHFFFAOYSA-N 0.000 description 3
- HTAYNGUDHFAFFQ-UHFFFAOYSA-N 1-(4-methylcyclohexyl)ethanone Chemical compound CC1CCC(C(C)=O)CC1 HTAYNGUDHFAFFQ-UHFFFAOYSA-N 0.000 description 3
- JMSUNAQVHOHLMX-UHFFFAOYSA-N 1-cyclohexylethanol Chemical compound CC(O)C1CCCCC1 JMSUNAQVHOHLMX-UHFFFAOYSA-N 0.000 description 3
- ICADMAXOJLUEEB-UHFFFAOYSA-N 1-cyclohexylpentan-1-one Chemical compound CCCCC(=O)C1CCCCC1 ICADMAXOJLUEEB-UHFFFAOYSA-N 0.000 description 3
- 241001465754 Metazoa Species 0.000 description 3
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 3
- 238000004458 analytical method Methods 0.000 description 3
- 239000012459 cleaning agent Substances 0.000 description 3
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 239000000796 flavoring agent Substances 0.000 description 3
- 235000019634 flavors Nutrition 0.000 description 3
- 150000002576 ketones Chemical class 0.000 description 3
- 239000006210 lotion Substances 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
- 239000004338 Dichlorodifluoromethane Substances 0.000 description 2
- GLZPCOQZEFWAFX-UHFFFAOYSA-N Geraniol Chemical compound CC(C)=CCCC(C)=CCO GLZPCOQZEFWAFX-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- QUKGYYKBILRGFE-UHFFFAOYSA-N benzyl acetate Chemical compound CC(=O)OCC1=CC=CC=C1 QUKGYYKBILRGFE-UHFFFAOYSA-N 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- ZYGHJZDHTFUPRJ-UHFFFAOYSA-N coumarin Chemical compound C1=CC=C2OC(=O)C=CC2=C1 ZYGHJZDHTFUPRJ-UHFFFAOYSA-N 0.000 description 2
- 239000002781 deodorant agent Substances 0.000 description 2
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 description 2
- 235000019404 dichlorodifluoromethane Nutrition 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- ZYTMANIQRDEHIO-KXUCPTDWSA-N isopulegol Chemical compound C[C@@H]1CC[C@@H](C(C)=C)[C@H](O)C1 ZYTMANIQRDEHIO-KXUCPTDWSA-N 0.000 description 2
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 230000000873 masking effect Effects 0.000 description 2
- 230000007246 mechanism Effects 0.000 description 2
- VAMXMNNIEUEQDV-UHFFFAOYSA-N methyl anthranilate Chemical compound COC(=O)C1=CC=CC=C1N VAMXMNNIEUEQDV-UHFFFAOYSA-N 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 238000010419 pet care Methods 0.000 description 2
- MDHYEMXUFSJLGV-UHFFFAOYSA-N phenethyl acetate Chemical compound CC(=O)OCCC1=CC=CC=C1 MDHYEMXUFSJLGV-UHFFFAOYSA-N 0.000 description 2
- 239000003380 propellant Substances 0.000 description 2
- ZFRKQXVRDFCRJG-UHFFFAOYSA-N skatole Chemical compound C1=CC=C2C(C)=CNC2=C1 ZFRKQXVRDFCRJG-UHFFFAOYSA-N 0.000 description 2
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 2
- 235000017557 sodium bicarbonate Nutrition 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 238000009988 textile finishing Methods 0.000 description 2
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 2
- 229940029284 trichlorofluoromethane Drugs 0.000 description 2
- 239000000341 volatile oil Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- 239000001871 (1R,2R,5S)-5-methyl-2-prop-1-en-2-ylcyclohexan-1-ol Substances 0.000 description 1
- 239000001490 (3R)-3,7-dimethylocta-1,6-dien-3-ol Substances 0.000 description 1
- SWGLACWOVFCDQS-VNKDHWASSA-N (3e,5e)-hepta-3,5-dien-2-one Chemical compound C\C=C\C=C\C(C)=O SWGLACWOVFCDQS-VNKDHWASSA-N 0.000 description 1
- CDOSHBSSFJOMGT-JTQLQIEISA-N (R)-linalool Natural products CC(C)=CCC[C@@](C)(O)C=C CDOSHBSSFJOMGT-JTQLQIEISA-N 0.000 description 1
- HUVAPJWKIJOFQP-UHFFFAOYSA-N 1,3-bis(2-methyl-5-propan-2-ylcyclohexyl)propan-2-one Chemical compound CC1C(CC(CC1)C(C)C)CC(=O)CC1C(CCC(C1)C(C)C)C HUVAPJWKIJOFQP-UHFFFAOYSA-N 0.000 description 1
- XAZCFCWYPIWHER-UHFFFAOYSA-N 1,3-bis(4-ethylcyclohexyl)propan-2-one Chemical compound C(C)C1CCC(CC1)CC(=O)CC1CCC(CC1)CC XAZCFCWYPIWHER-UHFFFAOYSA-N 0.000 description 1
- YMGRIFHYJBXCDV-UHFFFAOYSA-N 1-(4-tert-butylcyclohexyl)ethanone Chemical compound CC(=O)C1CCC(C(C)(C)C)CC1 YMGRIFHYJBXCDV-UHFFFAOYSA-N 0.000 description 1
- HKOKDMODHRUISP-PSGOWDBMSA-N 1-[(1r,2r)-2-methylcyclohexyl]ethanol Chemical compound CC(O)[C@@H]1CCCC[C@H]1C HKOKDMODHRUISP-PSGOWDBMSA-N 0.000 description 1
- LRHPLDYGYMQRHN-UHFFFAOYSA-N 1-butanol Substances CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 1
- DZNUOUOIPRQTTB-UHFFFAOYSA-N 1-cyclohexyl-2-methylpropan-1-ol Chemical compound CC(C)C(O)C1CCCCC1 DZNUOUOIPRQTTB-UHFFFAOYSA-N 0.000 description 1
- MTUCYAOJXPTLHZ-UHFFFAOYSA-N 1-cyclohexylbutan-1-ol Chemical compound CCCC(O)C1CCCCC1 MTUCYAOJXPTLHZ-UHFFFAOYSA-N 0.000 description 1
- YWWXWDGQWLZYHG-UHFFFAOYSA-N 1-cyclohexylethanone Chemical compound CC(=O)C1CCCCC1.CC(=O)C1CCCCC1 YWWXWDGQWLZYHG-UHFFFAOYSA-N 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N 1-propanol Substances CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- WNJSKZBEWNVKGU-UHFFFAOYSA-N 2,2-dimethoxyethylbenzene Chemical compound COC(OC)CC1=CC=CC=C1 WNJSKZBEWNVKGU-UHFFFAOYSA-N 0.000 description 1
- VDJZEAAAOZDPLZ-UHFFFAOYSA-N 2,4-dimethyl-2,4-bis(4-methylcyclohexyl)pentan-3-one Chemical compound CC1CCC(CC1)C(C)(C)C(=O)C(C)(C)C1CCC(CC1)C VDJZEAAAOZDPLZ-UHFFFAOYSA-N 0.000 description 1
- YZKBSTAFLMICGB-UHFFFAOYSA-N 2,6-dimethyl-3,5-bis(4-methylcyclohexyl)heptan-4-one Chemical compound CC1CCC(CC1)C(C(C)C)C(=O)C(C(C)C)C1CCC(CC1)C YZKBSTAFLMICGB-UHFFFAOYSA-N 0.000 description 1
- RFCQDOVPMUSZMN-UHFFFAOYSA-N 2-Naphthalenethiol Chemical compound C1=CC=CC2=CC(S)=CC=C21 RFCQDOVPMUSZMN-UHFFFAOYSA-N 0.000 description 1
- HMKKIXGYKWDQSV-SDNWHVSQSA-N 2-Pentyl-3-phenyl-2-propenal Chemical compound CCCCC\C(C=O)=C/C1=CC=CC=C1 HMKKIXGYKWDQSV-SDNWHVSQSA-N 0.000 description 1
- QJQZRLXDLORINA-UHFFFAOYSA-N 2-cyclohexylethanol Chemical compound OCCC1CCCCC1 QJQZRLXDLORINA-UHFFFAOYSA-N 0.000 description 1
- JRMALCOZOZIWLB-UHFFFAOYSA-N 2-methyl-1-(4-methylcyclohexyl)butan-1-one Chemical compound CCC(C)C(=O)C1CCC(C)CC1 JRMALCOZOZIWLB-UHFFFAOYSA-N 0.000 description 1
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 1
- MVDPTWHTUYDLTL-UHFFFAOYSA-N 4-Methylphenyl 3-methylbutanoate Chemical compound CC(C)CC(=O)OC1=CC=C(C)C=C1 MVDPTWHTUYDLTL-UHFFFAOYSA-N 0.000 description 1
- 240000004731 Acer pseudoplatanus Species 0.000 description 1
- 235000002754 Acer pseudoplatanus Nutrition 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 208000035985 Body Odor Diseases 0.000 description 1
- 240000007436 Cananga odorata Species 0.000 description 1
- 241000723438 Cercidiphyllum japonicum Species 0.000 description 1
- 244000223760 Cinnamomum zeylanicum Species 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 238000005727 Friedel-Crafts reaction Methods 0.000 description 1
- GLZPCOQZEFWAFX-YFHOEESVSA-N Geraniol Natural products CC(C)=CCC\C(C)=C/CO GLZPCOQZEFWAFX-YFHOEESVSA-N 0.000 description 1
- 239000005792 Geraniol Substances 0.000 description 1
- 241000282412 Homo Species 0.000 description 1
- 239000003810 Jones reagent Substances 0.000 description 1
- 235000006485 Platanus occidentalis Nutrition 0.000 description 1
- 229940022663 acetate Drugs 0.000 description 1
- 150000001263 acyl chlorides Chemical class 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- QUMXDOLUJCHOAY-UHFFFAOYSA-N alpha-methylbenzyl acetate Natural products CC(=O)OC(C)C1=CC=CC=C1 QUMXDOLUJCHOAY-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229940062909 amyl salicylate Drugs 0.000 description 1
- 230000001166 anti-perspirative effect Effects 0.000 description 1
- 239000003213 antiperspirant Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- RBFQJDQYXXHULB-UHFFFAOYSA-N arsane Chemical class [AsH3] RBFQJDQYXXHULB-UHFFFAOYSA-N 0.000 description 1
- 235000001053 badasse Nutrition 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- 229940007550 benzyl acetate Drugs 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- 239000012267 brine Substances 0.000 description 1
- 244000309464 bull Species 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 244000309466 calf Species 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000010627 cedar oil Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- GRWVQDDAKZFPFI-UHFFFAOYSA-H chromium(III) sulfate Chemical compound [Cr+3].[Cr+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O GRWVQDDAKZFPFI-UHFFFAOYSA-H 0.000 description 1
- 235000017803 cinnamon Nutrition 0.000 description 1
- 239000011280 coal tar Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 229960000956 coumarin Drugs 0.000 description 1
- 235000001671 coumarin Nutrition 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- VSSAZBXXNIABDN-UHFFFAOYSA-N cyclohexylmethanol Chemical class OCC1CCCCC1 VSSAZBXXNIABDN-UHFFFAOYSA-N 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- TWXWPPKDQOWNSX-UHFFFAOYSA-N dicyclohexylmethanone Chemical compound C1CCCCC1C(=O)C1CCCCC1 TWXWPPKDQOWNSX-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- NYNCZOLNVTXTTP-UHFFFAOYSA-N ethyl 2-(1,3-dioxoisoindol-2-yl)acetate Chemical compound C1=CC=C2C(=O)N(CC(=O)OCC)C(=O)C2=C1 NYNCZOLNVTXTTP-UHFFFAOYSA-N 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000002979 fabric softener Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 229940113087 geraniol Drugs 0.000 description 1
- 230000037308 hair color Effects 0.000 description 1
- 239000008266 hair spray Substances 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 239000000976 ink Substances 0.000 description 1
- 229940095045 isopulegol Drugs 0.000 description 1
- 230000009191 jumping Effects 0.000 description 1
- 235000009606 lavandin Nutrition 0.000 description 1
- 244000056931 lavandin Species 0.000 description 1
- 229930007744 linalool Natural products 0.000 description 1
- 244000144972 livestock Species 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 235000013372 meat Nutrition 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229940102398 methyl anthranilate Drugs 0.000 description 1
- XMWRWTSZNLOZFN-UHFFFAOYSA-N musk xylene Chemical compound CC1=C(N(=O)=O)C(C)=C(N(=O)=O)C(C(C)(C)C)=C1N(=O)=O XMWRWTSZNLOZFN-UHFFFAOYSA-N 0.000 description 1
- ZYTMANIQRDEHIO-UHFFFAOYSA-N neo-Isopulegol Natural products CC1CCC(C(C)=C)C(O)C1 ZYTMANIQRDEHIO-UHFFFAOYSA-N 0.000 description 1
- WSGCRAOTEDLMFQ-UHFFFAOYSA-N nonan-5-one Chemical compound CCCCC(=O)CCCC WSGCRAOTEDLMFQ-UHFFFAOYSA-N 0.000 description 1
- 230000001473 noxious effect Effects 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 150000003003 phosphines Chemical class 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 239000010948 rhodium Substances 0.000 description 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
- 239000010666 rose oil Substances 0.000 description 1
- 235000019719 rose oil Nutrition 0.000 description 1
- 150000003902 salicylic acid esters Chemical class 0.000 description 1
- 230000028327 secretion Effects 0.000 description 1
- 229960005265 selenium sulfide Drugs 0.000 description 1
- 239000010865 sewage Substances 0.000 description 1
- 229940074386 skatole Drugs 0.000 description 1
- 230000000391 smoking effect Effects 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000271 synthetic detergent Substances 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- 230000032258 transport Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/29—Saturated compounds containing keto groups bound to rings
- C07C49/303—Saturated compounds containing keto groups bound to rings to a six-membered ring
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L9/00—Disinfection, sterilisation or deodorisation of air
- A61L9/01—Deodorant compositions
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/29—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups
- C07C45/292—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups with chromium derivatives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/62—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by hydrogenation of carbon-to-carbon double or triple bonds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Fats And Perfumes (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Disinfection, Sterilisation Or Deodorisation Of Air (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US75177376A | 1976-12-16 | 1976-12-16 | |
| US751773 | 2010-03-31 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5375336A JPS5375336A (en) | 1978-07-04 |
| JPS6044937B2 true JPS6044937B2 (ja) | 1985-10-07 |
Family
ID=25023416
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP52149982A Expired JPS6044937B2 (ja) | 1976-12-16 | 1977-12-15 | 悪臭処理方法 |
Country Status (7)
| Country | Link |
|---|---|
| JP (1) | JPS6044937B2 (enrdf_load_stackoverflow) |
| AU (1) | AU517438B2 (enrdf_load_stackoverflow) |
| BR (1) | BR7708361A (enrdf_load_stackoverflow) |
| CA (1) | CA1102349A (enrdf_load_stackoverflow) |
| DE (1) | DE2756050A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2374046A1 (enrdf_load_stackoverflow) |
| GB (2) | GB1590485A (enrdf_load_stackoverflow) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3517106A1 (de) * | 1985-05-11 | 1986-11-13 | Basf Ag, 6700 Ludwigshafen | Cyclohexanderivate |
| US5256405A (en) * | 1991-12-30 | 1993-10-26 | Tom's Of Maine | Herbal deodorant |
| US5260053A (en) * | 1991-12-30 | 1993-11-09 | Tom's Of Maine | Herbal deodorant |
| US8012554B2 (en) | 2007-09-12 | 2011-09-06 | Pactiv Corporation | Bags having odor management capabilities |
| EP4133000A4 (en) * | 2020-04-09 | 2024-05-29 | Tyromer Inc. | METHOD AND SYSTEM FOR MITIGATION OF ODORS DURING RUBBER PROCESSING |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1105455A (en) * | 1963-11-05 | 1968-03-06 | Int Flavors & Fragrances Inc | Aryl and cyclohexyl alkanones |
| US3847975A (en) * | 1966-08-22 | 1974-11-12 | Int Flavors & Fragrances Inc | Perfume compositions containing substituted cyclohexane compounds |
| JPS5077547A (enrdf_load_stackoverflow) * | 1973-11-05 | 1975-06-24 | ||
| CH617648A5 (en) * | 1975-02-12 | 1980-06-13 | Givaudan & Cie Sa | Process for the preparation of substituted cyclohexanes. |
-
1977
- 1977-12-15 BR BR7708361A patent/BR7708361A/pt unknown
- 1977-12-15 GB GB5218977A patent/GB1590485A/en not_active Expired
- 1977-12-15 FR FR7737854A patent/FR2374046A1/fr active Granted
- 1977-12-15 JP JP52149982A patent/JPS6044937B2/ja not_active Expired
- 1977-12-15 CA CA293,182A patent/CA1102349A/en not_active Expired
- 1977-12-15 DE DE19772756050 patent/DE2756050A1/de active Granted
- 1977-12-15 GB GB2062279A patent/GB1590486A/en not_active Expired
- 1977-12-15 AU AU31604/77A patent/AU517438B2/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| GB1590485A (en) | 1981-06-03 |
| DE2756050C2 (enrdf_load_stackoverflow) | 1988-06-23 |
| AU517438B2 (en) | 1981-07-30 |
| CA1102349A (en) | 1981-06-02 |
| JPS5375336A (en) | 1978-07-04 |
| DE2756050A1 (de) | 1978-06-29 |
| FR2374046A1 (fr) | 1978-07-13 |
| AU3160477A (en) | 1979-06-21 |
| FR2374046B1 (enrdf_load_stackoverflow) | 1983-03-18 |
| GB1590486A (en) | 1981-06-03 |
| BR7708361A (pt) | 1978-08-15 |
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