DE3943562C2 - Desinfektions- und Konservierungsmittel - Google Patents
Desinfektions- und KonservierungsmittelInfo
- Publication number
- DE3943562C2 DE3943562C2 DE3943562A DE3943562A DE3943562C2 DE 3943562 C2 DE3943562 C2 DE 3943562C2 DE 3943562 A DE3943562 A DE 3943562A DE 3943562 A DE3943562 A DE 3943562A DE 3943562 C2 DE3943562 C2 DE 3943562C2
- Authority
- DE
- Germany
- Prior art keywords
- butanol
- phenoxybutanol
- alkyl
- compounds
- disinfectant
- 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 - Fee Related
Links
- 239000000645 desinfectant Substances 0.000 title claims description 24
- 239000003755 preservative agent Substances 0.000 title claims description 14
- -1 C12 alkyl radical Chemical class 0.000 claims description 24
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 16
- 150000001875 compounds Chemical class 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 230000002335 preservative effect Effects 0.000 claims description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- SMGTYJPMKXNQFY-UHFFFAOYSA-N octenidine dihydrochloride Chemical compound Cl.Cl.C1=CC(=NCCCCCCCC)C=CN1CCCCCCCCCCN1C=CC(=NCCCCCCCC)C=C1 SMGTYJPMKXNQFY-UHFFFAOYSA-N 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- 150000005840 aryl radicals Chemical class 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 125000004430 oxygen atom Chemical group O* 0.000 claims 2
- UGRMITBWUVWUEB-UHFFFAOYSA-N 1-$l^{1}-oxidanyl-3-methylbenzene Chemical group CC1=CC=CC([O])=C1 UGRMITBWUVWUEB-UHFFFAOYSA-N 0.000 claims 1
- 125000005975 2-phenylethyloxy group Chemical group 0.000 claims 1
- 125000005977 3-phenylpropyloxy group Chemical group 0.000 claims 1
- 150000005168 4-hydroxybenzoic acids Chemical class 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 125000004122 cyclic group Chemical group 0.000 claims 1
- 229960001774 octenidine Drugs 0.000 claims 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 claims 1
- 239000000203 mixture Substances 0.000 description 31
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 24
- 238000009472 formulation Methods 0.000 description 15
- 239000000243 solution Substances 0.000 description 15
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 14
- PCALKHSQMLZQEQ-UHFFFAOYSA-N 1-phenoxybutan-1-ol Chemical compound CCCC(O)OC1=CC=CC=C1 PCALKHSQMLZQEQ-UHFFFAOYSA-N 0.000 description 12
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 11
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 150000001298 alcohols Chemical class 0.000 description 9
- 239000013543 active substance Substances 0.000 description 8
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 8
- 230000002195 synergetic effect Effects 0.000 description 8
- 229940090248 4-hydroxybenzoic acid Drugs 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 7
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- 238000004659 sterilization and disinfection Methods 0.000 description 7
- 239000004480 active ingredient Substances 0.000 description 6
- CADWTSSKOVRVJC-UHFFFAOYSA-N benzyl(dimethyl)azanium;chloride Chemical compound [Cl-].C[NH+](C)CC1=CC=CC=C1 CADWTSSKOVRVJC-UHFFFAOYSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 229960000686 benzalkonium chloride Drugs 0.000 description 5
- 239000012141 concentrate Substances 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 4
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 4
- 241000894006 Bacteria Species 0.000 description 4
- 241000233866 Fungi Species 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical compound OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 description 4
- 125000002091 cationic group Chemical group 0.000 description 4
- 238000010790 dilution Methods 0.000 description 4
- 239000012895 dilution Substances 0.000 description 4
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 4
- 229960005323 phenoxyethanol Drugs 0.000 description 4
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 241000700605 Viruses Species 0.000 description 3
- 230000000845 anti-microbial effect Effects 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 230000002401 inhibitory effect Effects 0.000 description 3
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 3
- 230000002906 microbiologic effect Effects 0.000 description 3
- 230000000149 penetrating effect Effects 0.000 description 3
- 150000002989 phenols Chemical class 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 239000012224 working solution Substances 0.000 description 3
- RBACIKXCRWGCBB-UHFFFAOYSA-N 1,2-Epoxybutane Chemical compound CCC1CO1 RBACIKXCRWGCBB-UHFFFAOYSA-N 0.000 description 2
- VAZJLPXFVQHDFB-UHFFFAOYSA-N 1-(diaminomethylidene)-2-hexylguanidine Polymers CCCCCCN=C(N)N=C(N)N VAZJLPXFVQHDFB-UHFFFAOYSA-N 0.000 description 2
- OAAZUWWNSYWWHG-UHFFFAOYSA-N 1-phenoxypropan-1-ol Chemical class CCC(O)OC1=CC=CC=C1 OAAZUWWNSYWWHG-UHFFFAOYSA-N 0.000 description 2
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 2
- CFKMVGJGLGKFKI-UHFFFAOYSA-N 4-chloro-m-cresol Chemical compound CC1=CC(O)=CC=C1Cl CFKMVGJGLGKFKI-UHFFFAOYSA-N 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 239000004599 antimicrobial Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 229960004670 didecyldimethylammonium chloride Drugs 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- RRAFCDWBNXTKKO-UHFFFAOYSA-N eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 description 2
- 230000002070 germicidal effect Effects 0.000 description 2
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000004292 methyl p-hydroxybenzoate Substances 0.000 description 2
- 235000010292 orthophenyl phenol Nutrition 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 150000003254 radicals Chemical class 0.000 description 2
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 description 2
- 229910052938 sodium sulfate Inorganic materials 0.000 description 2
- 235000011152 sodium sulphate Nutrition 0.000 description 2
- 230000003381 solubilizing effect Effects 0.000 description 2
- 235000019281 tert-butylhydroquinone Nutrition 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- MGSRCZKZVOBKFT-UHFFFAOYSA-N thymol Chemical compound CC(C)C1=CC=C(C)C=C1O MGSRCZKZVOBKFT-UHFFFAOYSA-N 0.000 description 2
- YIKWKLYQRFRGPM-UHFFFAOYSA-N 1-dodecylguanidine acetate Chemical compound CC(O)=O.CCCCCCCCCCCCN=C(N)N YIKWKLYQRFRGPM-UHFFFAOYSA-N 0.000 description 1
- JDLJYFCFVXYNOU-UHFFFAOYSA-N 1-phenylmethoxybutan-1-ol Chemical compound CCCC(O)OCC1=CC=CC=C1 JDLJYFCFVXYNOU-UHFFFAOYSA-N 0.000 description 1
- DBHODFSFBXJZNY-UHFFFAOYSA-N 2,4-dichlorobenzyl alcohol Chemical compound OCC1=CC=C(Cl)C=C1Cl DBHODFSFBXJZNY-UHFFFAOYSA-N 0.000 description 1
- NCKMMSIFQUPKCK-UHFFFAOYSA-N 2-benzyl-4-chlorophenol Chemical compound OC1=CC=C(Cl)C=C1CC1=CC=CC=C1 NCKMMSIFQUPKCK-UHFFFAOYSA-N 0.000 description 1
- TVSPPYGAFOVROT-UHFFFAOYSA-N 2-phenoxybutanoic acid Chemical compound CCC(C(O)=O)OC1=CC=CC=C1 TVSPPYGAFOVROT-UHFFFAOYSA-N 0.000 description 1
- JRQIUTBHFLCSIT-UHFFFAOYSA-N 2-phenylmethoxybutan-1-ol Chemical compound CCC(CO)OCC1=CC=CC=C1 JRQIUTBHFLCSIT-UHFFFAOYSA-N 0.000 description 1
- SLRMQYXOBQWXCR-UHFFFAOYSA-N 2154-56-5 Chemical compound [CH2]C1=CC=CC=C1 SLRMQYXOBQWXCR-UHFFFAOYSA-N 0.000 description 1
- ZLVFYUORUHNMBO-UHFFFAOYSA-N 4-bromo-2,6-dimethylphenol Chemical compound CC1=CC(Br)=CC(C)=C1O ZLVFYUORUHNMBO-UHFFFAOYSA-N 0.000 description 1
- 235000001674 Agaricus brunnescens Nutrition 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- 101100517284 Caenorhabditis elegans nsun-1 gene Proteins 0.000 description 1
- NPBVQXIMTZKSBA-UHFFFAOYSA-N Chavibetol Natural products COC1=CC=C(CC=C)C=C1O NPBVQXIMTZKSBA-UHFFFAOYSA-N 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- RUPBZQFQVRMKDG-UHFFFAOYSA-M Didecyldimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCC[N+](C)(C)CCCCCCCCCC RUPBZQFQVRMKDG-UHFFFAOYSA-M 0.000 description 1
- 239000005770 Eugenol Substances 0.000 description 1
- SXRSQZLOMIGNAQ-UHFFFAOYSA-N Glutaraldehyde Chemical compound O=CCCCC=O SXRSQZLOMIGNAQ-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 229910010084 LiAlH4 Inorganic materials 0.000 description 1
- 208000012898 Olfaction disease Diseases 0.000 description 1
- 229920002413 Polyhexanide Polymers 0.000 description 1
- QOSMNYMQXIVWKY-UHFFFAOYSA-N Propyl levulinate Chemical compound CCCOC(=O)CCC(C)=O QOSMNYMQXIVWKY-UHFFFAOYSA-N 0.000 description 1
- UVMRYBDEERADNV-UHFFFAOYSA-N Pseudoeugenol Natural products COC1=CC(C(C)=C)=CC=C1O UVMRYBDEERADNV-UHFFFAOYSA-N 0.000 description 1
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 1
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
- 239000005844 Thymol Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 230000002921 anti-spasmodic effect Effects 0.000 description 1
- 239000003096 antiparasitic agent Substances 0.000 description 1
- 229940125687 antiparasitic agent Drugs 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 244000052616 bacterial pathogen Species 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 235000019445 benzyl alcohol Nutrition 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 150000001767 cationic compounds Chemical class 0.000 description 1
- 210000002421 cell wall Anatomy 0.000 description 1
- 210000003850 cellular structure Anatomy 0.000 description 1
- 229960001927 cetylpyridinium chloride Drugs 0.000 description 1
- NFCRBQADEGXVDL-UHFFFAOYSA-M cetylpyridinium chloride monohydrate Chemical compound O.[Cl-].CCCCCCCCCCCCCCCC[N+]1=CC=CC=C1 NFCRBQADEGXVDL-UHFFFAOYSA-M 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000000812 cholinergic antagonist Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 229960004698 dichlorobenzyl alcohol Drugs 0.000 description 1
- PAFRZNKCTXARNY-UHFFFAOYSA-M didecyl-(2-hydroxyethyl)-methylazanium;chloride Chemical compound [Cl-].CCCCCCCCCC[N+](C)(CCO)CCCCCCCCCC PAFRZNKCTXARNY-UHFFFAOYSA-M 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 description 1
- 125000004494 ethyl ester group Chemical group 0.000 description 1
- 229960002217 eugenol Drugs 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 229940015043 glyoxal Drugs 0.000 description 1
- 239000000118 hair dye Substances 0.000 description 1
- 230000002363 herbicidal effect Effects 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000012280 lithium aluminium hydride Substances 0.000 description 1
- 229960002216 methylparaben Drugs 0.000 description 1
- 230000003641 microbiacidal effect Effects 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 239000007764 o/w emulsion Substances 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 150000002927 oxygen compounds Chemical class 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- DSNYFFJTZPIKFZ-UHFFFAOYSA-N propoxybenzene Chemical compound CCCOC1=CC=CC=C1 DSNYFFJTZPIKFZ-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000010199 sorbic acid Nutrition 0.000 description 1
- 239000004334 sorbic acid Substances 0.000 description 1
- 229940075582 sorbic acid Drugs 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229960000790 thymol Drugs 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
- A01N31/04—Oxygen or sulfur attached to an aliphatic side-chain of a carbocyclic ring system
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
- A01N31/02—Acyclic compounds
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
- A01N31/06—Oxygen or sulfur directly attached to a cycloaliphatic ring system
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N39/00—Biocides, pest repellants or attractants, or plant growth regulators containing aryloxy- or arylthio-aliphatic or cycloaliphatic compounds, containing the group or, e.g. phenoxyethylamine, phenylthio-acetonitrile, phenoxyacetone
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
1-Phenoxybutanol-2 (C₁₀H₁₄O₂) LH₂O < 0,3% < 0,4% II
8,4% 2-Phenoxybutanol-1.
- a) Kationisches Desinfektionsmittel:
In einer Mischung aus
50 Gew.-Teilen Benzalkoniumchlorid, 50%ig in wäßriger Lösung
12 Gew.-Teilen Fettalkoholethoxylat,
38 Gew.-Teilen H₂O, VEwurden 10 Gew.-Teile Wasser gegen 2-Phenoxybutanol-1 ausgetauscht. Man erhielt ein angenehm riechendes Desinfek tionsmittel, das gegenüber dem glykoletherfreien Präparat eine verbesserte Wirksamkeit insbesondere gegen gramnegative Keime und Mykobakterien aufweist. Auch der analoge Einsatz von Glykolethern, bei dem der Rest R ein Benzylrest oder ein Phenyl-(I+II)-rest war, führte ebenfalls zu einer Wirksamkeitsverbesserung. - b) Phenolisches Desinfektionsmittel:
Es wurde ein Desinfektionsmittel aus den folgenden Be
standteilen hergestellt:10 Gew.-Teile eines Gemisches aus o-Phenylphenol und p-
Chlormetakresol (4 : 1),
15 Gew.-Teile Alkansulfonat,
10 Gew.-Teile Isopropanol,
4 Gew.-Teile Natronlauge, 45%ig,
61 Gew.-Teile H₂O, VE,wobei 10 Gew.-Teile Wasser gegen 2-Phenoxybutanol-1 aus getauscht wurden. Man erhielt ein alkalisches Desinfek tionsmittel mit guter Reinigungswirkung, das gegenüber der glykoletherfreien Formulierung, insbesondere gegenüber gramnegativen Bakterien und Viren wirksamer war. Ein Ersatz des 2-Phenoxybutanol-1 durch die entsprechenden Glykolether mit R=Phenyl-(I+II) und 4-sec.-Butylphenyl ergab ebenfalls eine synergistische Wirkungssteigerung. - c) Konservierungsmittel auf Basis von Parahydroxybenzoesäure
(pHB)-Estern
Es wurde ein Gemisch der folgenden Zusammensetzung herge
stellt:4 Gew.-Teile pHB-Methylester,
5 Gew.-Teile pHB-Ethylester,
5 Gew.-Teile pHB-Propylester,
2 Gew.-Teile pHB-Butylester,
ad 100 Teile 2-Phenoxybutanol-1.Es wurde eine klare, farblose, geruchsarme Lösung erhalten, die als 0,1 bis 0,8%ige Lösung in Kosmetik-Formulierungen, insbesondere in o/w-Emulsionen, ausgezeichnete konservieren de Eigenschaften zeigte und die gegenüber einer Lösung der pHB-Ester in z. B. Propylenglykol synergistisch sehr viel wirksamer war.
95 Teile Phenoxybutanol-Gemisch (PB),
5 Teile Benzalkoniumchlorid, 50%ig (BAC).
10 Teile p-Hydroxybenzoesäuremethylester (pHB-Me),
90 Teile Phenoxybutanol-Gemisch (PB).
- A. Tauscht man in den untersuchten synergistisch wirksamen
Formulierungen Benzalkoniumchlorid aus gegen:
- Didecyldimethylammoniumchlorid
- Didecylmethyl-2-hydroxyethylammoniumpropionat
- Polyhexamethylenbiguanid-dihydrochlorid
- Cocospropylendiaminguanidiniumdiacetatso erhält man klare Lösungen mit schwachem Geruch, aus denen sich durch Verdünnen mit Wasser klare, farblose, geruchsarme, pH-neutrale Gebrauchslösungen herstellen lassen, die besser wirksam sind als die Einzelkomponenten. - B. Tauscht man in den untersuchten synergistischen Formulierungen
Phenoxybutanol aus gegen:
- 2-n-Butoxybutanol-1
- 2-n-Hexyloxybutanol-1
- 2-(2-Ethylhexyloxy)-butanol-1
- 2-Decyloxybutanol-1
- 2-Benzyloxybutanol-1,so erhält man ebenfalls klare Lösungen mit schwachem Geruch, aus denen sich durch Verdünnen mit Wasser klare, farblose, geruchsarme, pH-neutrale Gebrauchslösungen herstellen lassen, die besser wirksam sind als die Einzelkomponenten. - C. Tauscht man in den untersuchten synergistisch wirksamen Formulierungen p-Hydroxybenzoesäuremethylester gegen den entsprechenden Ethyl- bzw. Propyl- bzw. Butylester aus, so erhält man klare Lösungen mit schwachem Geruch, aus denen sich durch Verdünnen mit Wasser klare, farblose, geruchsarme, pH-neutrale Gebrauchslösungen herstellen lassen, die besser wirksam sind als die Einzelkomponenten.
Claims (6)
- a) ein geradkettiger, verzweigter oder zyklischer C₄- bis C₁₂-Alkylrest, dessen Alkylkette auch durch bis zu zwei Sauerstoff-Atome unterbrochen sein kann,
- b) ein Arylrest mit 6 bis 12 C-Atomen, dessen Arylkern mit Niedrig-Alkyl oder Niedrig-Alkoxy substituiert sein kann, oder
- c) ein Arylalkylrest mit 7 bis 13 C-Atomen ist, dessen Alkylkette auch durch bis zu zwei Sauerstoff-Atome unterbrochen sein kann und dessen Arylrest mit Niedrig- Alkyl oder Niedrig-Alkoxy substituiert sein kann,
- - kationaktiven Verbindungen aus der Gruppe der quaternären Ammoniumverbindungen, Biguanidine und des Octenidins und/oder
- - phenolischen Verbindungen und insbesondere p-Hydroxyben zoesäureestern
2-n-Hexyloxybutanol-1,
2-(2-Ethylhexyloxy)-butanol-1,
2-Decyloxybutanol-1,
2-Dodecyloxybutanol-1,
2-(2-(2-Butoxyethoxy)-ethoxy)-butanol-1,
2-Cyclohexyloxybutanol-1,
2-(2-Methylphenoxy)-butanol-1,
2-(3-Methylphenoxy)-butanol-1,
2-(4-Methylphenoxy)-butanol-1,
2-(2-Methoxyphenoxy)-butanol-1,
2-(4-Methoxyphenoxy)-butanol-1,
2-(4-Butylphenoxy)-butanol-1,
2-(4-tert.-Butylphenoxy)-butanol-1,
2-Benzyloxybutanol-1,
2-(2-Phenylethoxy)-butanol-1,
2-(2-Phenoxyethoxy)-butanol-1,
2-(3-Phenylpropyloxy)-butanol-1,
2-(3-Phenoxypropyloxy)-butanol-1,
2-(2-Phenoxypropyloxy)-butanol-1,
2-(2-Phenoxy-1-methyl-ethoxy)-butanol-1.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3943562A DE3943562C2 (de) | 1989-08-24 | 1989-08-24 | Desinfektions- und Konservierungsmittel |
| DE19893927908 DE3927908C2 (de) | 1989-08-24 | 1989-08-24 | Verwendung von Glykolethern |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3943562A DE3943562C2 (de) | 1989-08-24 | 1989-08-24 | Desinfektions- und Konservierungsmittel |
| DE19893927908 DE3927908C2 (de) | 1989-08-24 | 1989-08-24 | Verwendung von Glykolethern |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE3943562A1 DE3943562A1 (de) | 1991-04-04 |
| DE3943562C2 true DE3943562C2 (de) | 1994-07-14 |
Family
ID=6387743
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE3943562A Expired - Fee Related DE3943562C2 (de) | 1989-08-24 | 1989-08-24 | Desinfektions- und Konservierungsmittel |
Country Status (4)
| Country | Link |
|---|---|
| JP (1) | JPH03141202A (de) |
| AU (1) | AU6125890A (de) |
| CA (1) | CA2023681A1 (de) |
| DE (1) | DE3943562C2 (de) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4201038C2 (de) * | 1992-01-17 | 1996-03-28 | Schuelke & Mayr Gmbh | Desinfektionsmittelkonzentrat und Desinfektionsmittel auf Amin- und Alkoholbasis und deren Verwendung |
| DE4301295C2 (de) * | 1993-01-15 | 1999-04-08 | Schuelke & Mayr Gmbh | Wäßriges Desinfektionsmittelkonzentrat und Desinfektionsmittel auf Aldehyd- und Alkoholbasis und deren Verwendung |
| EP0668014A1 (de) * | 1994-02-21 | 1995-08-23 | SCHÜLKE & MAYR GMBH | Wässriges Desinfektionsmittelkonzentrat und Desinfektionsmittel auf Aldehyd- und Alkoholbasis und deren Verwendung |
| FR2731585B1 (fr) * | 1995-03-13 | 2003-02-28 | Stepan Co | Procedes et compositions pour la desinfection des surfaces comportant des bacteries responsables de la tuberculose |
| JPH09328404A (ja) * | 1996-06-07 | 1997-12-22 | Iwao Hishida | 殺菌、抗菌および不活化剤 |
| GB2319180B (en) * | 1996-11-12 | 2001-01-17 | Reckitt & Colman Inc | Mycobacterial compositions |
| DE102004053141A1 (de) * | 2004-11-03 | 2006-05-04 | Schülke & Mayr GmbH | Desinfektionsmittel mit verbesserter Wirksamkeit gegen Mykobakterien |
| WO2006093329A1 (ja) * | 2005-03-03 | 2006-09-08 | Shiseido Company, Ltd. | 抗菌剤 |
| JP4553757B2 (ja) * | 2005-03-03 | 2010-09-29 | 株式会社資生堂 | 皮膚外用組成物 |
| JP5013583B2 (ja) * | 2006-06-27 | 2012-08-29 | ケイ・アイ化成株式会社 | 染色特性の低下された殺菌組成物及び染色特性の低下方法 |
| GB0907003D0 (en) * | 2009-04-23 | 2009-06-03 | Syngenta Ltd | Formulation |
| WO2018063971A1 (en) * | 2016-09-30 | 2018-04-05 | Rohm And Haas Company | Microbicidal composition |
| CN113082029B (zh) * | 2021-03-02 | 2022-07-15 | 浙大宁波理工学院 | 一种伤口清洗消毒剂 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2516670C3 (de) * | 1975-04-16 | 1980-05-29 | Schuelke & Mayr Gmbh, 2000 Norderstedt | Desinfektionsmittel auf der Basis von Aldehyden |
| CA1255232A (en) * | 1984-04-09 | 1989-06-06 | Walter C. Herlihy | Hair dye composition and process for using the same |
| FI74584C (fi) * | 1986-09-29 | 1988-03-10 | Orion Yhtymae Oy | Vaetskesteriliseringskomposition. |
-
1989
- 1989-08-24 DE DE3943562A patent/DE3943562C2/de not_active Expired - Fee Related
-
1990
- 1990-08-21 CA CA 2023681 patent/CA2023681A1/en not_active Abandoned
- 1990-08-23 AU AU61258/90A patent/AU6125890A/en not_active Abandoned
- 1990-08-24 JP JP2224155A patent/JPH03141202A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| JPH03141202A (ja) | 1991-06-17 |
| CA2023681A1 (en) | 1991-02-25 |
| DE3943562A1 (de) | 1991-04-04 |
| AU6125890A (en) | 1991-02-28 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE60008868T2 (de) | Flüssiger konzentrate wie kosmetisches konservierungsmittel | |
| DE4026756C2 (de) | Konservierungsmittel und deren Verwendung | |
| DE3943562C2 (de) | Desinfektions- und Konservierungsmittel | |
| DE3904099C1 (de) | ||
| DE3410956A1 (de) | Antimikrobiell wirksame substanzen, ihre herstellung und ihre verwendung | |
| EP0482328B1 (de) | Flüssige 1,2-Benzisothiazolin-3-on-Zubereitung | |
| DE2510525C3 (de) | Quartäre 2-Alkylimidazoliumsalze | |
| DE3719194A1 (de) | Fungizide wirkstoffgemische | |
| DE2800766C2 (de) | ||
| DE4201391C2 (de) | Stabilisiertes aldehydisches Desinfektions- und Konservierungsmittel | |
| EP0582360A1 (de) | Desinfektionsmittel auf Carbonsäurebasis | |
| DE2810067C2 (de) | Quartäre Ammoniumsalze und diese enthaltendes fungizides Mittel | |
| EP2196091B1 (de) | Synergistische Kombination von einem oder mehreren Fungiziden mit Guanidiniumsalzen | |
| EP0582359A1 (de) | Tb-wirksame Carbonsäuren | |
| DE3927908C2 (de) | Verwendung von Glykolethern | |
| EP0940145B1 (de) | O/W-Mikroemulsionen mit einem Gehalt an einem oder mehreren Alkylthiouronium und/oder alpha-omega-Alkylendithiouroniumsalzen als mikrobiozide Wirkstoffe sowie die Verwendung derselben zur manuellen und/oder maschinellen Instrumentendesinfektion | |
| WO2007068357A1 (de) | Insektizide zusammensetzungen mit verbesserter wirkung | |
| EP0730407B1 (de) | Viruswirksame substanzen | |
| DE2311666C3 (de) | Desinfektions- und Konservierungsmittel | |
| EP2223598A1 (de) | Insektizide Zusammensetzungen mit verbesserter Wirkung | |
| DE876492C (de) | Schaedlingsbekaempfung | |
| DE2516922C3 (de) | Desinfektionsmittel | |
| DE2244778B2 (de) | 1 -n-Dodecylaminomethyl-2-aminocyclopentan, dessen Herstellung und Verwendung als mikrobicider Wirkstoff | |
| DE3032794C2 (de) | 2-Benzylidenglutardialdehyde, Verfahren zu ihrer Herstellung und diese Aldehyde enthaltende Desinfektionsmittel | |
| DE736903C (de) | Verfahren zur Unterdrueckung des Wachstums von Mikroorganismen |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| AC | Divided out of |
Ref country code: DE Ref document number: 3927908 Format of ref document f/p: P |
|
| AC | Divided out of |
Ref country code: DE Ref document number: 3927908 Format of ref document f/p: P |
|
| OP8 | Request for examination as to paragraph 44 patent law | ||
| AC | Divided out of |
Ref country code: DE Ref document number: 3927908 Format of ref document f/p: P |
|
| AC | Divided out of |
Ref country code: DE Ref document number: 3927908 Format of ref document f/p: P |
|
| D2 | Grant after examination | ||
| 8364 | No opposition during term of opposition | ||
| 8327 | Change in the person/name/address of the patent owner |
Owner name: SCHUELKE & MAYR GMBH, 20354 HAMBURG, DE |
|
| 8339 | Ceased/non-payment of the annual fee |