DE2650602C2 - Verwendung von Cyclohexylalkanolestern als Desodorierungsmittel - Google Patents
Verwendung von Cyclohexylalkanolestern als DesodorierungsmittelInfo
- Publication number
- DE2650602C2 DE2650602C2 DE2650602A DE2650602A DE2650602C2 DE 2650602 C2 DE2650602 C2 DE 2650602C2 DE 2650602 A DE2650602 A DE 2650602A DE 2650602 A DE2650602 A DE 2650602A DE 2650602 C2 DE2650602 C2 DE 2650602C2
- Authority
- DE
- Germany
- Prior art keywords
- udf54
- udf53
- cyclohexyl
- torr
- mol
- 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
- 239000002781 deodorant agent Substances 0.000 title description 7
- 150000002148 esters Chemical class 0.000 title description 6
- 150000001875 compounds Chemical class 0.000 claims description 22
- 125000000217 alkyl group Chemical group 0.000 claims description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- JMSUNAQVHOHLMX-UHFFFAOYSA-N 1-cyclohexylethanol Chemical compound CC(O)C1CCCCC1 JMSUNAQVHOHLMX-UHFFFAOYSA-N 0.000 claims description 6
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 3
- FERIUCNNQQJTOY-UHFFFAOYSA-M Butyrate Chemical compound CCCC([O-])=O FERIUCNNQQJTOY-UHFFFAOYSA-M 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 230000001877 deodorizing effect Effects 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 35
- 238000009835 boiling Methods 0.000 description 32
- 235000019645 odor Nutrition 0.000 description 32
- 239000000047 product Substances 0.000 description 30
- 239000000203 mixture Substances 0.000 description 23
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 21
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 21
- 239000000443 aerosol Substances 0.000 description 20
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 19
- 239000000243 solution Substances 0.000 description 18
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 18
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 15
- 239000007788 liquid Substances 0.000 description 15
- -1 thiophenols Chemical class 0.000 description 15
- 239000012043 crude product Substances 0.000 description 13
- 239000003205 fragrance Substances 0.000 description 13
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 12
- 239000012267 brine Substances 0.000 description 11
- 238000004821 distillation Methods 0.000 description 11
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 11
- 238000012360 testing method Methods 0.000 description 11
- 238000006243 chemical reaction Methods 0.000 description 8
- 239000012044 organic layer Substances 0.000 description 8
- 238000003756 stirring Methods 0.000 description 8
- 238000004458 analytical method Methods 0.000 description 7
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 7
- 235000017557 sodium bicarbonate Nutrition 0.000 description 7
- 235000013599 spices Nutrition 0.000 description 7
- SSZWOQANOUHNLV-UHFFFAOYSA-N 2-cyclohexylpropan-2-ol Chemical compound CC(C)(O)C1CCCCC1 SSZWOQANOUHNLV-UHFFFAOYSA-N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- 239000012141 concentrate Substances 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 239000002808 molecular sieve Substances 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 6
- 239000000843 powder Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- VEDJYUOPZNJAGT-UHFFFAOYSA-N 1-cyclohexylbutyl acetate Chemical compound CCCC(OC(C)=O)C1CCCCC1 VEDJYUOPZNJAGT-UHFFFAOYSA-N 0.000 description 4
- JAVZALBKNIHSLL-UHFFFAOYSA-N 1-cyclohexylethyl acetate Chemical compound CC(=O)OC(C)C1CCCCC1 JAVZALBKNIHSLL-UHFFFAOYSA-N 0.000 description 4
- NGDJXKQCYPJVCL-UHFFFAOYSA-N 1-cyclohexylpropyl acetate Chemical compound CC(=O)OC(CC)C1CCCCC1 NGDJXKQCYPJVCL-UHFFFAOYSA-N 0.000 description 4
- ZKWQSXPXQJONTQ-UHFFFAOYSA-N 2-cyclohexyl-2-ethylpentanoic acid Chemical compound C(CC)C(C(=O)O)(CC)C1CCCCC1 ZKWQSXPXQJONTQ-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- DVECBJCOGJRVPX-UHFFFAOYSA-N butyryl chloride Chemical compound CCCC(Cl)=O DVECBJCOGJRVPX-UHFFFAOYSA-N 0.000 description 4
- 239000010410 layer Substances 0.000 description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- CKFZEMBBDAAYMQ-UHFFFAOYSA-N 1-cyclohexylethyl formate Chemical compound O=COC(C)C1CCCCC1 CKFZEMBBDAAYMQ-UHFFFAOYSA-N 0.000 description 3
- LLHBKSLMOGXHEF-UHFFFAOYSA-N 2-cyclohexylpropan-2-yl 2-methylpropanoate Chemical compound CC(C)C(=O)OC(C)(C)C1CCCCC1 LLHBKSLMOGXHEF-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-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
- 150000001298 alcohols Chemical class 0.000 description 3
- 150000008064 anhydrides Chemical class 0.000 description 3
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 239000013058 crude material Substances 0.000 description 3
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 3
- 239000000284 extract Substances 0.000 description 3
- 239000012535 impurity Substances 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- 239000006210 lotion Substances 0.000 description 3
- 230000000873 masking effect Effects 0.000 description 3
- 239000011368 organic material Substances 0.000 description 3
- 230000008786 sensory perception of smell Effects 0.000 description 3
- 239000007921 spray Substances 0.000 description 3
- DZNUOUOIPRQTTB-UHFFFAOYSA-N 1-cyclohexyl-2-methylpropan-1-ol Chemical compound CC(C)C(O)C1CCCCC1 DZNUOUOIPRQTTB-UHFFFAOYSA-N 0.000 description 2
- MTUCYAOJXPTLHZ-UHFFFAOYSA-N 1-cyclohexylbutan-1-ol Chemical compound CCCC(O)C1CCCCC1 MTUCYAOJXPTLHZ-UHFFFAOYSA-N 0.000 description 2
- PKXSPCMDZCKLCI-UHFFFAOYSA-N 1-cyclohexylpentan-1-ol Chemical compound CCCCC(O)C1CCCCC1 PKXSPCMDZCKLCI-UHFFFAOYSA-N 0.000 description 2
- JVTXOMXEPFDMHB-UHFFFAOYSA-N 1-cyclohexylpropan-1-ol Chemical compound CCC(O)C1CCCCC1 JVTXOMXEPFDMHB-UHFFFAOYSA-N 0.000 description 2
- UOSPKLLEFWSVQO-UHFFFAOYSA-N 2-cyclohexyl-2-methylpentanoic acid Chemical compound CCCC(C)(C(O)=O)C1CCCCC1 UOSPKLLEFWSVQO-UHFFFAOYSA-N 0.000 description 2
- ANCMOAJSZHXJJD-UHFFFAOYSA-N 2-cyclohexylpropan-2-yl acetate Chemical compound CC(=O)OC(C)(C)C1CCCCC1 ANCMOAJSZHXJJD-UHFFFAOYSA-N 0.000 description 2
- KHSUHPZEMHPXSV-UHFFFAOYSA-N 2-cyclohexylpropan-2-yl formate Chemical compound O=COC(C)(C)C1CCCCC1 KHSUHPZEMHPXSV-UHFFFAOYSA-N 0.000 description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 2
- XVMSFILGAMDHEY-UHFFFAOYSA-N 6-(4-aminophenyl)sulfonylpyridin-3-amine Chemical compound C1=CC(N)=CC=C1S(=O)(=O)C1=CC=C(N)C=N1 XVMSFILGAMDHEY-UHFFFAOYSA-N 0.000 description 2
- 244000223760 Cinnamomum zeylanicum Species 0.000 description 2
- GLZPCOQZEFWAFX-UHFFFAOYSA-N Geraniol Chemical compound CC(C)=CCCC(C)=CCO GLZPCOQZEFWAFX-UHFFFAOYSA-N 0.000 description 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 2
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 2
- 229940022663 acetate Drugs 0.000 description 2
- IGODOXYLBBXFDW-UHFFFAOYSA-N alpha-Terpinyl acetate Chemical compound CC(=O)OC(C)(C)C1CCC(C)=CC1 IGODOXYLBBXFDW-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
- 235000017803 cinnamon Nutrition 0.000 description 2
- NZNMSOFKMUBTKW-UHFFFAOYSA-N cyclohexanecarboxylic acid Chemical compound OC(=O)C1CCCCC1 NZNMSOFKMUBTKW-UHFFFAOYSA-N 0.000 description 2
- 239000003599 detergent Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 235000019253 formic acid Nutrition 0.000 description 2
- 239000000499 gel Substances 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 description 2
- LSACYLWPPQLVSM-UHFFFAOYSA-N isobutyric acid anhydride Chemical compound CC(C)C(=O)OC(=O)C(C)C LSACYLWPPQLVSM-UHFFFAOYSA-N 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
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L magnesium chloride Substances [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 2
- 229910001629 magnesium chloride Inorganic materials 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- VAMXMNNIEUEQDV-UHFFFAOYSA-N methyl anthranilate Chemical compound COC(=O)C1=CC=CC=C1N VAMXMNNIEUEQDV-UHFFFAOYSA-N 0.000 description 2
- 244000144977 poultry Species 0.000 description 2
- 239000003380 propellant Substances 0.000 description 2
- WYVAMUWZEOHJOQ-UHFFFAOYSA-N propionic anhydride Chemical compound CCC(=O)OC(=O)CC WYVAMUWZEOHJOQ-UHFFFAOYSA-N 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 229910052703 rhodium Inorganic materials 0.000 description 2
- 239000010948 rhodium Substances 0.000 description 2
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 2
- 239000002453 shampoo Substances 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 150000003509 tertiary alcohols Chemical class 0.000 description 2
- 150000003512 tertiary amines Chemical class 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- LKMMFRCXXFSDFD-UHFFFAOYSA-N (1-cyclohexyl-2-methylpropyl) acetate Chemical compound CC(=O)OC(C(C)C)C1CCCCC1 LKMMFRCXXFSDFD-UHFFFAOYSA-N 0.000 description 1
- 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
- CDOSHBSSFJOMGT-JTQLQIEISA-N (R)-linalool Natural products CC(C)=CCC[C@@](C)(O)C=C CDOSHBSSFJOMGT-JTQLQIEISA-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
- OAFJAALOFJVHMK-UHFFFAOYSA-N 4-cyclohexyl-4-methylpentan-2-one Chemical compound CC(=O)CC(C)(C)C1CCCCC1 OAFJAALOFJVHMK-UHFFFAOYSA-N 0.000 description 1
- 208000035985 Body Odor Diseases 0.000 description 1
- PQMOXTJVIYEOQL-UHFFFAOYSA-N Cumarin Natural products CC(C)=CCC1=C(O)C(C(=O)C(C)CC)=C(O)C2=C1OC(=O)C=C2CCC PQMOXTJVIYEOQL-UHFFFAOYSA-N 0.000 description 1
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 description 1
- 238000005727 Friedel-Crafts reaction Methods 0.000 description 1
- 239000005792 Geraniol Substances 0.000 description 1
- GLZPCOQZEFWAFX-YFHOEESVSA-N Geraniol Natural products CC(C)=CCC\C(C)=C/CO GLZPCOQZEFWAFX-YFHOEESVSA-N 0.000 description 1
- FSOGIJPGPZWNGO-UHFFFAOYSA-N Meomammein Natural products CCC(C)C(=O)C1=C(O)C(CC=C(C)C)=C(O)C2=C1OC(=O)C=C2CCC FSOGIJPGPZWNGO-UHFFFAOYSA-N 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- 241000220317 Rosa Species 0.000 description 1
- 206010040904 Skin odour abnormal Diseases 0.000 description 1
- 235000007769 Vetiveria zizanioides Nutrition 0.000 description 1
- 244000284012 Vetiveria zizanioides Species 0.000 description 1
- 239000000370 acceptor Substances 0.000 description 1
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 1
- 125000002777 acetyl group Chemical class [H]C([H])([H])C(*)=O 0.000 description 1
- 150000001263 acyl chlorides Chemical class 0.000 description 1
- 239000002386 air freshener Substances 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- HMKKIXGYKWDQSV-KAMYIIQDSA-N alpha-Amylcinnamaldehyde Chemical compound CCCCC\C(C=O)=C\C1=CC=CC=C1 HMKKIXGYKWDQSV-KAMYIIQDSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229940062909 amyl salicylate Drugs 0.000 description 1
- 229940040526 anhydrous sodium acetate Drugs 0.000 description 1
- 230000001166 anti-perspirative effect Effects 0.000 description 1
- 239000000729 antidote Substances 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
- 229940007550 benzyl acetate Drugs 0.000 description 1
- JYYOBHFYCIDXHH-UHFFFAOYSA-N carbonic acid;hydrate Chemical compound O.OC(O)=O JYYOBHFYCIDXHH-UHFFFAOYSA-N 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000010627 cedar oil Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 235000019506 cigar Nutrition 0.000 description 1
- 239000011280 coal tar Substances 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- ZYGHJZDHTFUPRJ-UHFFFAOYSA-N coumarin Chemical compound C1=CC=C2OC(=O)C=CC2=C1 ZYGHJZDHTFUPRJ-UHFFFAOYSA-N 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- VSSAZBXXNIABDN-UHFFFAOYSA-N cyclohexylmethanol Chemical class OCC1CCCCC1 VSSAZBXXNIABDN-UHFFFAOYSA-N 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 230000002951 depilatory effect Effects 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- 238000004851 dishwashing Methods 0.000 description 1
- 238000005108 dry cleaning Methods 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 239000012259 ether extract Substances 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
- 239000002979 fabric softener Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 230000006870 function Effects 0.000 description 1
- 238000001030 gas--liquid chromatography Methods 0.000 description 1
- 229940113087 geraniol Drugs 0.000 description 1
- 239000000118 hair dye Substances 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
- 239000005457 ice water Substances 0.000 description 1
- 239000000976 ink Substances 0.000 description 1
- 229940095045 isopulegol Drugs 0.000 description 1
- 239000010806 kitchen waste Substances 0.000 description 1
- 229930007744 linalool Natural products 0.000 description 1
- 235000013372 meat Nutrition 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 229940102398 methyl anthranilate Drugs 0.000 description 1
- XMWRWTSZNLOZFN-UHFFFAOYSA-N musk xylene Chemical group 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
- 239000003921 oil Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 150000003003 phosphines Chemical class 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 150000003873 salicylate salts Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000010865 sewage Substances 0.000 description 1
- ZFRKQXVRDFCRJG-UHFFFAOYSA-N skatole Chemical compound C1=CC=C2C(C)=CNC2=C1 ZFRKQXVRDFCRJG-UHFFFAOYSA-N 0.000 description 1
- 230000035943 smell Effects 0.000 description 1
- 239000000779 smoke Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 239000000271 synthetic detergent Substances 0.000 description 1
- 238000012956 testing procedure Methods 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 238000009988 textile finishing Methods 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- 238000009423 ventilation Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q15/00—Anti-perspirants or body deodorants
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B9/00—Essential oils; Perfumes
- C11B9/0026—Essential oils; Perfumes compounds containing an alicyclic ring not condensed with another ring
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Emergency Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Organic Chemistry (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Disinfection, Sterilisation Or Deodorisation Of Air (AREA)
- Fats And Perfumes (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US62885575A | 1975-11-05 | 1975-11-05 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2650602A1 DE2650602A1 (de) | 1977-05-12 |
| DE2650602C2 true DE2650602C2 (de) | 1987-03-19 |
Family
ID=24520584
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2650602A Expired DE2650602C2 (de) | 1975-11-05 | 1976-11-04 | Verwendung von Cyclohexylalkanolestern als Desodorierungsmittel |
Country Status (11)
| Country | Link |
|---|---|
| JP (1) | JPS6058981B2 (es) |
| AU (1) | AU504266B2 (es) |
| BE (1) | BE847980A (es) |
| BR (1) | BR7607378A (es) |
| CA (1) | CA1109078A (es) |
| DE (1) | DE2650602C2 (es) |
| FR (1) | FR2330666A1 (es) |
| GB (1) | GB1545561A (es) |
| IL (1) | IL50846A0 (es) |
| IT (1) | IT1091557B (es) |
| MX (1) | MX146137A (es) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2414331A1 (fr) * | 1978-01-13 | 1979-08-10 | Unilever Nv | Produits desodorisants pour traitement de la peau |
| FR2414332A1 (fr) * | 1978-01-13 | 1979-08-10 | Unilever Nv | Articles desodorisants a jeter apres usage |
| US4851050A (en) * | 1983-02-16 | 1989-07-25 | Givaudan Corporation | α-campholenic alcohol, dihydro-α-campholenic alcohol and lower acyl esters thereof as tobacco flavorants |
| DE3474016D1 (en) * | 1983-02-16 | 1988-10-20 | Givaudan & Cie Sa | Flavour compositions containing campholenic alcohol or derivatives thereof |
| US4766002A (en) * | 1983-02-16 | 1988-08-23 | Givaudan Corporation | Flavoring with α-campholenic alcohol |
| JPH0540384Y2 (es) * | 1989-01-07 | 1993-10-13 | ||
| WO1997011234A1 (en) * | 1995-09-22 | 1997-03-27 | Now 2,000 Limited | A malodour counteracting device and method |
| GB9824450D0 (en) * | 1998-11-06 | 1999-01-06 | Bush Boake Allen Ltd | Malodour counteractant compositions |
| EP1239890B1 (en) * | 1999-12-13 | 2004-11-10 | Symrise GmbH & Co. KG | Odor neutralizers |
| DE10214675A1 (de) * | 2002-04-03 | 2003-10-16 | Haarmann & Reimer Gmbh | Neue alicyclische Ester mit Moschusgeruch |
| US20040156742A1 (en) * | 2003-02-11 | 2004-08-12 | Milan Jolanda Bianca | Synergistically-effective cyclohexylethan-1-yl ester mixtures as malodour counteractants as measured physiologically and psychometrically and methods for using same |
| US8012554B2 (en) | 2007-09-12 | 2011-09-06 | Pactiv Corporation | Bags having odor management capabilities |
| EP3112448B1 (de) | 2015-06-30 | 2018-03-21 | Symrise AG | Derivate des 1-(4-methylcyclohexyl)-ethanols |
| EP3640234A1 (en) | 2018-10-16 | 2020-04-22 | Basf Se | Ethers and esters of 1-substituted cycloalkanols for use as aroma chemicals |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3847975A (en) * | 1966-08-22 | 1974-11-12 | Int Flavors & Fragrances Inc | Perfume compositions containing substituted cyclohexane compounds |
| GB1254198A (en) * | 1969-04-03 | 1971-11-17 | Bush Boake Allen Ltd | ESTERS OF alpha,3,3-TRIMETHYLCYCLOHEXANE METHANOL AND THEIR USE IN PERFUMERY |
| FR2094264A5 (en) * | 1970-06-16 | 1972-02-04 | Lizzani Louisette | Alkyl cyclopentyl ketones and corresponding alcohols in - perfumes and cosmetics |
-
1976
- 1976-05-04 CA CA251,733A patent/CA1109078A/en not_active Expired
- 1976-11-04 MX MX166894A patent/MX146137A/es unknown
- 1976-11-04 BE BE172075A patent/BE847980A/xx not_active IP Right Cessation
- 1976-11-04 JP JP51131831A patent/JPS6058981B2/ja not_active Expired
- 1976-11-04 DE DE2650602A patent/DE2650602C2/de not_active Expired
- 1976-11-04 GB GB45884/76A patent/GB1545561A/en not_active Expired
- 1976-11-04 BR BR7607378A patent/BR7607378A/pt unknown
- 1976-11-04 FR FR7633318A patent/FR2330666A1/fr active Granted
- 1976-11-04 IL IL50846A patent/IL50846A0/xx unknown
- 1976-11-04 AU AU19293/76A patent/AU504266B2/en not_active Expired
- 1976-11-05 IT IT29092/76A patent/IT1091557B/it active
Non-Patent Citations (1)
| Title |
|---|
| NICHTS-ERMITTELT |
Also Published As
| Publication number | Publication date |
|---|---|
| AU504266B2 (en) | 1979-10-11 |
| CA1109078A (en) | 1981-09-15 |
| JPS6058981B2 (ja) | 1985-12-23 |
| FR2330666A1 (fr) | 1977-06-03 |
| MX146137A (es) | 1982-05-19 |
| IL50846A0 (en) | 1977-01-31 |
| IT1091557B (it) | 1985-07-06 |
| FR2330666B1 (es) | 1983-02-25 |
| GB1545561A (en) | 1979-05-10 |
| BR7607378A (pt) | 1977-09-20 |
| AU1929376A (en) | 1978-05-11 |
| BE847980A (fr) | 1977-05-04 |
| JPS5257328A (en) | 1977-05-11 |
| DE2650602A1 (de) | 1977-05-12 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OGA | New person/name/address of the applicant | ||
| 8128 | New person/name/address of the agent |
Representative=s name: BERENDT, T., DIPL.-CHEM. DR. LEYH, H., DIPL.-ING. |
|
| 8110 | Request for examination paragraph 44 | ||
| 8128 | New person/name/address of the agent |
Representative=s name: SCHMIED-KOWARZIK, V., DR., 8000 MUENCHEN DANNENBER |
|
| 8125 | Change of the main classification |
Ipc: A61L 9/04 |
|
| D2 | Grant after examination | ||
| 8364 | No opposition during term of opposition |