SK98696A3 - Antimicrobial compositions - Google Patents

Antimicrobial compositions Download PDF

Info

Publication number: SK98696A3
Authority: SK; Slovakia
Prior art keywords: acid; composition; ppm; component; microorganism
Prior art date: 1994-01-27

Application number

SK986-96A

Other languages

English (en)

Slovak (sk)

Inventor

David Oppong

Vanja M King

Original Assignee

Buckman Labor Inc

Priority date (The priority date 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 date listed.)

1994-01-27

Filing date

1995-01-24

Publication date

1997-02-05

1995-01-24 Application filed by Buckman Labor Inc filed Critical Buckman Labor Inc

1997-02-05 Publication of SK98696A3 publication Critical patent/SK98696A3/sk

Links

239000000203 mixture Substances 0.000 title claims abstract description 62
230000000845 anti-microbial effect Effects 0.000 title description 2
150000007524 organic acids Chemical class 0.000 claims abstract description 31
239000000463 material Substances 0.000 claims abstract description 24
244000005700 microbiome Species 0.000 claims abstract description 24
238000000034 method Methods 0.000 claims abstract description 23
150000008062 acetophenones Chemical class 0.000 claims abstract description 20
150000003839 salts Chemical class 0.000 claims abstract description 18
150000002148 esters Chemical class 0.000 claims abstract description 14
LJYOFQHKEWTQRH-UHFFFAOYSA-N 2-bromo-1-(4-hydroxyphenyl)ethanone Chemical group OC1=CC=C(C(=O)CBr)C=C1 LJYOFQHKEWTQRH-UHFFFAOYSA-N 0.000 claims description 48
241000589517 Pseudomonas aeruginosa Species 0.000 claims description 22
241000223260 Trichoderma harzianum Species 0.000 claims description 20
230000002195 synergetic effect Effects 0.000 claims description 16
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 15
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 15
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 14
241000233866 Fungi Species 0.000 claims description 14
241000894006 Bacteria Species 0.000 claims description 12
239000007788 liquid Substances 0.000 claims description 11
FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 claims description 10
AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 claims description 10
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 10
XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 10
POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 claims description 10
BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims description 10
FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 claims description 10
WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 claims description 9
-1 undecylene Chemical group 0.000 claims description 8
229910052801 chlorine Inorganic materials 0.000 claims description 6
229910052731 fluorine Inorganic materials 0.000 claims description 6
229910052736 halogen Inorganic materials 0.000 claims description 6
229910052740 iodine Inorganic materials 0.000 claims description 6
BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 claims description 5
CHHHXKFHOYLYRE-UHFFFAOYSA-M 2,4-Hexadienoic acid, potassium salt (1:1), (2E,4E)- Chemical compound [K+].CC=CC=CC([O-])=O CHHHXKFHOYLYRE-UHFFFAOYSA-M 0.000 claims description 5
OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims description 5
229940090248 4-hydroxybenzoic acid Drugs 0.000 claims description 5
239000005711 Benzoic acid Substances 0.000 claims description 5
239000005639 Lauric acid Substances 0.000 claims description 5
235000011054 acetic acid Nutrition 0.000 claims description 5
239000002253 acid Substances 0.000 claims description 5
OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 claims description 5
BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 claims description 5
235000010233 benzoic acid Nutrition 0.000 claims description 5
229910052794 bromium Inorganic materials 0.000 claims description 5
235000019253 formic acid Nutrition 0.000 claims description 5
239000001630 malic acid Substances 0.000 claims description 5
235000011090 malic acid Nutrition 0.000 claims description 5
235000006408 oxalic acid Nutrition 0.000 claims description 5
239000004302 potassium sorbate Substances 0.000 claims description 5
235000010241 potassium sorbate Nutrition 0.000 claims description 5
229940069338 potassium sorbate Drugs 0.000 claims description 5
235000019260 propionic acid Nutrition 0.000 claims description 5
IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 claims description 5
WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 claims description 5
239000004299 sodium benzoate Substances 0.000 claims description 5
235000010234 sodium benzoate Nutrition 0.000 claims description 5
239000004334 sorbic acid Substances 0.000 claims description 5
235000010199 sorbic acid Nutrition 0.000 claims description 5
229940075582 sorbic acid Drugs 0.000 claims description 5
239000004287 Dehydroacetic acid Substances 0.000 claims description 4
235000019258 dehydroacetic acid Nutrition 0.000 claims description 4
PGRHXDWITVMQBC-UHFFFAOYSA-N dehydroacetic acid Natural products CC(=O)C1C(=O)OC(C)=CC1=O PGRHXDWITVMQBC-UHFFFAOYSA-N 0.000 claims description 4
JEQRBTDTEKWZBW-UHFFFAOYSA-N dehydroacetic acid Chemical compound CC(=O)C1=C(O)OC(C)=CC1=O JEQRBTDTEKWZBW-UHFFFAOYSA-N 0.000 claims description 4
229940061632 dehydroacetic acid Drugs 0.000 claims description 4
BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 claims description 4
229910052739 hydrogen Chemical group 0.000 claims description 4
229910052751 metal Inorganic materials 0.000 claims description 4
239000002184 metal Substances 0.000 claims description 4
238000002360 preparation method Methods 0.000 claims description 4
FRPZMMHWLSIFAZ-UHFFFAOYSA-N 10-undecenoic acid Chemical compound OC(=O)CCCCCCCCC=C FRPZMMHWLSIFAZ-UHFFFAOYSA-N 0.000 claims description 3
KHAVLLBUVKBTBG-UHFFFAOYSA-N caproleic acid Natural products OC(=O)CCCCCCCC=C KHAVLLBUVKBTBG-UHFFFAOYSA-N 0.000 claims description 3
235000015165 citric acid Nutrition 0.000 claims description 3
239000010985 leather Substances 0.000 claims description 3
239000003973 paint Substances 0.000 claims description 3
230000008569 process Effects 0.000 claims description 3
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
229960002703 undecylenic acid Drugs 0.000 claims description 3
229910052727 yttrium Inorganic materials 0.000 claims description 3
239000000853 adhesive Substances 0.000 claims description 2
239000003905 agrochemical Substances 0.000 claims description 2
238000000576 coating method Methods 0.000 claims description 2
238000001816 cooling Methods 0.000 claims description 2
239000002537 cosmetic Substances 0.000 claims description 2
239000000314 lubricant Substances 0.000 claims description 2
239000003348 petrochemical agent Substances 0.000 claims description 2
239000000825 pharmaceutical preparation Substances 0.000 claims description 2
239000004753 textile Substances 0.000 claims description 2
239000002023 wood Substances 0.000 claims description 2
150000002367 halogens Chemical group 0.000 claims 4
229920001131 Pulp (paper) Polymers 0.000 claims 1
230000001070 adhesive effect Effects 0.000 claims 1
229960004365 benzoic acid Drugs 0.000 claims 1
150000002431 hydrogen Chemical group 0.000 claims 1
239000001257 hydrogen Chemical group 0.000 claims 1
229960002446 octanoic acid Drugs 0.000 claims 1
239000002002 slurry Substances 0.000 claims 1
229960003885 sodium benzoate Drugs 0.000 claims 1
239000003643 water by type Substances 0.000 claims 1
229940073735 4-hydroxy acetophenone Drugs 0.000 abstract description 2
238000009472 formulation Methods 0.000 description 14
235000005985 organic acids Nutrition 0.000 description 14
230000006378 damage Effects 0.000 description 11
230000003641 microbiacidal effect Effects 0.000 description 8
239000003139 biocide Substances 0.000 description 6
230000000996 additive effect Effects 0.000 description 5
230000001276 controlling effect Effects 0.000 description 5
239000002609 medium Substances 0.000 description 5
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
239000000654 additive Substances 0.000 description 4
230000003042 antagnostic effect Effects 0.000 description 4
230000008901 benefit Effects 0.000 description 4
229940124561 microbicide Drugs 0.000 description 4
239000000126 substance Substances 0.000 description 4
238000012360 testing method Methods 0.000 description 4
WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 3
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
150000001875 compounds Chemical class 0.000 description 3
239000006185 dispersion Substances 0.000 description 3
230000000694 effects Effects 0.000 description 3
239000000839 emulsion Substances 0.000 description 3
238000011156 evaluation Methods 0.000 description 3
239000008103 glucose Substances 0.000 description 3
231100000053 low toxicity Toxicity 0.000 description 3
239000000123 paper Substances 0.000 description 3
239000000725 suspension Substances 0.000 description 3
229910001868 water Inorganic materials 0.000 description 3
IJFXRHURBJZNAO-UHFFFAOYSA-N 3-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=CC(O)=C1 IJFXRHURBJZNAO-UHFFFAOYSA-N 0.000 description 2
229940126062 Compound A Drugs 0.000 description 2
NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 2
241000589516 Pseudomonas Species 0.000 description 2
239000008367 deionised water Substances 0.000 description 2
229910021641 deionized water Inorganic materials 0.000 description 2
125000005843 halogen group Chemical group 0.000 description 2
229910052500 inorganic mineral Chemical class 0.000 description 2
239000002917 insecticide Substances 0.000 description 2
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
239000011707 mineral Chemical class 0.000 description 2
238000012986 modification Methods 0.000 description 2
230000004048 modification Effects 0.000 description 2
235000015097 nutrients Nutrition 0.000 description 2
230000002035 prolonged effect Effects 0.000 description 2
QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 2
239000002994 raw material Substances 0.000 description 2
239000011780 sodium chloride Substances 0.000 description 2
DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
SNICXCGAKADSCV-JTQLQIEISA-N (-)-Nicotine Chemical compound CN1CCC[C@H]1C1=CC=CN=C1 SNICXCGAKADSCV-JTQLQIEISA-N 0.000 description 1
IAKOZHOLGAGEJT-UHFFFAOYSA-N 1,1,1-trichloro-2,2-bis(p-methoxyphenyl)-Ethane Chemical compound C1=CC(OC)=CC=C1C(C(Cl)(Cl)Cl)C1=CC=C(OC)C=C1 IAKOZHOLGAGEJT-UHFFFAOYSA-N 0.000 description 1
YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
WGHAPLWNJPAJDE-UHFFFAOYSA-N 2-(2-bromoacetyl)oxyethyl 2-bromoacetate Chemical compound BrCC(=O)OCCOC(=O)CBr WGHAPLWNJPAJDE-UHFFFAOYSA-N 0.000 description 1
LODHFNUFVRVKTH-ZHACJKMWSA-N 2-hydroxy-n'-[(e)-3-phenylprop-2-enoyl]benzohydrazide Chemical compound OC1=CC=CC=C1C(=O)NNC(=O)\C=C\C1=CC=CC=C1 LODHFNUFVRVKTH-ZHACJKMWSA-N 0.000 description 1
229940100555 2-methyl-4-isothiazolin-3-one Drugs 0.000 description 1
TXFPEBPIARQUIG-UHFFFAOYSA-N 4'-hydroxyacetophenone Chemical compound CC(=O)C1=CC=C(O)C=C1 TXFPEBPIARQUIG-UHFFFAOYSA-N 0.000 description 1
125000005274 4-hydroxybenzoic acid group Chemical group 0.000 description 1
KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Natural products CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 1
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
229920000742 Cotton Polymers 0.000 description 1
241000195493 Cryptophyta Species 0.000 description 1
241000219146 Gossypium Species 0.000 description 1
240000005979 Hordeum vulgare Species 0.000 description 1
235000007340 Hordeum vulgare Nutrition 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
244000061176 Nicotiana tabacum Species 0.000 description 1
235000002637 Nicotiana tabacum Nutrition 0.000 description 1
240000007594 Oryza sativa Species 0.000 description 1
235000007164 Oryza sativa Nutrition 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
YGSDEFSMJLZEOE-UHFFFAOYSA-N Salicylic acid Natural products OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 1
240000008042 Zea mays Species 0.000 description 1
235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
235000002017 Zea mays subsp mays Nutrition 0.000 description 1
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
VXSIXFKKSNGRRO-MXOVTSAMSA-N [(1s)-2-methyl-4-oxo-3-[(2z)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1r,3r)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate;[(1s)-2-methyl-4-oxo-3-[(2z)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1r,3r)-3-[(e)-3-methoxy-2-methyl-3-oxoprop-1-enyl Chemical class CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)O[C@@H]1C(C)=C(C\C=C/C=C)C(=O)C1.CC1(C)[C@H](/C=C(\C)C(=O)OC)[C@H]1C(=O)O[C@@H]1C(C)=C(C\C=C/C=C)C(=O)C1 VXSIXFKKSNGRRO-MXOVTSAMSA-N 0.000 description 1
SIHKVAXULDBIIY-UPHRSURJSA-N [(z)-4-(2-bromoacetyl)oxybut-2-enyl] 2-bromoacetate Chemical compound BrCC(=O)OC\C=C/COC(=O)CBr SIHKVAXULDBIIY-UPHRSURJSA-N 0.000 description 1
125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
230000002411 adverse Effects 0.000 description 1
230000008485 antagonism Effects 0.000 description 1
230000000844 anti-bacterial effect Effects 0.000 description 1
230000001580 bacterial effect Effects 0.000 description 1
150000001558 benzoic acid derivatives Chemical class 0.000 description 1
230000003115 biocidal effect Effects 0.000 description 1
239000011575 calcium Substances 0.000 description 1
229910052791 calcium Inorganic materials 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
BIWJNBZANLAXMG-YQELWRJZSA-N chloordaan Chemical compound ClC1=C(Cl)[C@@]2(Cl)C3CC(Cl)C(Cl)C3[C@]1(Cl)C2(Cl)Cl BIWJNBZANLAXMG-YQELWRJZSA-N 0.000 description 1
239000011248 coating agent Substances 0.000 description 1
239000000498 cooling water Substances 0.000 description 1
235000005822 corn Nutrition 0.000 description 1
230000007797 corrosion Effects 0.000 description 1
238000005260 corrosion Methods 0.000 description 1
238000007598 dipping method Methods 0.000 description 1
239000000975 dye Substances 0.000 description 1
230000007613 environmental effect Effects 0.000 description 1
230000001747 exhibiting effect Effects 0.000 description 1
230000002538 fungal effect Effects 0.000 description 1
230000000855 fungicidal effect Effects 0.000 description 1
239000000417 fungicide Substances 0.000 description 1
231100000086 high toxicity Toxicity 0.000 description 1
239000012770 industrial material Substances 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
238000011005 laboratory method Methods 0.000 description 1
150000002731 mercury compounds Chemical class 0.000 description 1
JWZXKXIUSSIAMR-UHFFFAOYSA-N methylene bis(thiocyanate) Chemical class N#CSCSC#N JWZXKXIUSSIAMR-UHFFFAOYSA-N 0.000 description 1
BEGLCMHJXHIJLR-UHFFFAOYSA-N methylisothiazolinone Chemical class CN1SC=CC1=O BEGLCMHJXHIJLR-UHFFFAOYSA-N 0.000 description 1
230000000813 microbial effect Effects 0.000 description 1
239000002855 microbicide agent Substances 0.000 description 1
230000002906 microbiologic effect Effects 0.000 description 1
238000002156 mixing Methods 0.000 description 1
230000007935 neutral effect Effects 0.000 description 1
229960002715 nicotine Drugs 0.000 description 1
SNICXCGAKADSCV-UHFFFAOYSA-N nicotine Natural products CN1CCCC1C1=CC=CN=C1 SNICXCGAKADSCV-UHFFFAOYSA-N 0.000 description 1
125000005473 octanoic acid group Chemical group 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
LCCNCVORNKJIRZ-UHFFFAOYSA-N parathion Chemical compound CCOP(=S)(OCC)OC1=CC=C([N+]([O-])=O)C=C1 LCCNCVORNKJIRZ-UHFFFAOYSA-N 0.000 description 1
150000002989 phenols Chemical class 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
229920000166 polytrimethylene carbonate Polymers 0.000 description 1
230000008092 positive effect Effects 0.000 description 1
239000011591 potassium Substances 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
239000001965 potato dextrose agar Substances 0.000 description 1
239000003755 preservative agent Substances 0.000 description 1
230000002335 preservative effect Effects 0.000 description 1
239000004405 propyl p-hydroxybenzoate Substances 0.000 description 1
235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 1
229960003415 propylparaben Drugs 0.000 description 1
HYJYGLGUBUDSLJ-UHFFFAOYSA-N pyrethrin Natural products CCC(=O)OC1CC(=C)C2CC3OC3(C)C2C2OC(=O)C(=C)C12 HYJYGLGUBUDSLJ-UHFFFAOYSA-N 0.000 description 1
229940070846 pyrethrins Drugs 0.000 description 1
239000002728 pyrethroid Substances 0.000 description 1
230000009257 reactivity Effects 0.000 description 1
230000001105 regulatory effect Effects 0.000 description 1
235000009566 rice Nutrition 0.000 description 1
229960004889 salicylic acid Drugs 0.000 description 1
239000011734 sodium Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000000243 solution Substances 0.000 description 1
WSWCOQWTEOXDQX-MQQKCMAXSA-N sorbic acid group Chemical group C(\C=C\C=C\C)(=O)O WSWCOQWTEOXDQX-MQQKCMAXSA-N 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
238000005507 spraying Methods 0.000 description 1
230000007480 spreading Effects 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
150000003606 tin compounds Chemical class 0.000 description 1
238000005406 washing Methods 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1
239000011701 zinc 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
- A01N35/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
- A01N35/04—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical containing aldehyde or keto groups, or thio analogues thereof, directly attached to an aromatic ring system, e.g. acetophenone; Derivatives thereof, e.g. acetals

Landscapes

Life Sciences & Earth Sciences (AREA)
Agronomy & Crop Science (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)
Micro-Organisms Or Cultivation Processes Thereof (AREA)

SK986-96A 1994-01-27 1995-01-24 Antimicrobial compositions SK98696A3 (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US08/186,917 US5441981A (en)	1994-01-27	1994-01-27	Synergistic antimicrobial compositions containing a halogenated acetophenone and an organic acid
PCT/US1995/000989 WO1995020319A1 (en)	1994-01-27	1995-01-24	Synergistic antimicrobial compositions containing a halogenated acetophenone and an organic acid

Publications (1)

Publication Number	Publication Date
SK98696A3 true SK98696A3 (en)	1997-02-05

Family

ID=22686823

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
SK986-96A SK98696A3 (en)	1994-01-27	1995-01-24	Antimicrobial compositions

Country Status (18)

Country	Link
US (4)	US5441981A (de)
EP (1)	EP0741517B1 (de)
JP (1)	JPH09508621A (de)
CN (1)	CN1074899C (de)
AT (1)	ATE168528T1 (de)
AU (1)	AU683719B2 (de)
BR (1)	BR9506607A (de)
CA (1)	CA2180649C (de)
CZ (1)	CZ286444B6 (de)
DE (1)	DE69503603T2 (de)
DK (1)	DK0741517T3 (de)
ES (1)	ES2119393T3 (de)
FI (1)	FI117037B (de)
MX (1)	MX9602877A (de)
NZ (1)	NZ279439A (de)
SK (1)	SK98696A3 (de)
WO (1)	WO1995020319A1 (de)
ZA (1)	ZA9410122B (de)

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US6310013B1 (en)	1999-10-27	2001-10-30	Ecolab Inc.	Lubricant compositions having antimicrobial properties and methods for manufacturing and using lubricant compositions having antimicrobial properties
US6610314B2 (en)	2001-03-12	2003-08-26	Kimberly-Clark Worldwide, Inc.	Antimicrobial formulations
FI116560B (fi) *	2001-06-19	2005-12-30	Kemira Oyj	Puunkäsittelyliuos ja menetelmä puun säilyvyyden parantamiseksi
US6967189B2 (en)	2002-11-27	2005-11-22	Ecolab Inc.	Buffered lubricant for conveyor system
EP2001962A2 (de) *	2006-04-04	2008-12-17	The Sherwin-Williams Company	Geruchsschwache latexfarbe zur unterdrückung von innenraumgerüchen
US20090203812A1 (en) *	2008-02-12	2009-08-13	Lei Rao	Salts of Dehydroacetic Acid as an Antimicrobial for Plastics
NZ705670A (en)	2012-09-25	2018-07-27	Buckman Laboratories Int Inc	Method and system for the enhancement of the biocidal efficacy of monoalkyldithiocarbamate salts
EP3696276A1 (de)	2013-02-25	2020-08-19	Novartis AG	Neuartige androgenrezeptormutation
EP2774481B1 (de) *	2013-03-08	2018-06-13	Symrise AG	Antimikrobielle Zusammensetzungen
US11008277B2 (en) *	2016-06-13	2021-05-18	Syneurx International (Taiwan) Corp.	Co-crystals of sodium benzoate and uses thereof
CA3113469A1 (en) *	2018-08-27	2020-03-05	Symrise Ag	Antimicrobial mixtures comprising at least one hydroxyphenone derivative
FR3090272B1 (fr) *	2018-12-20	2022-03-18	Oreal	Mélange antimicrobien contenant du 4-(3-éthoxy-4-hydroxyphényl)butan-2-one et un composé alcool, et composition le contenant
WO2020127383A1 (fr)	2018-12-20	2020-06-25	L'oreal	Mélange antimicrobien contenant du 4-(3-éthoxy-4-hydroxyphényl)butan-2-one et le 4-hydroxyacétophenone, et composition le contenant
CA3131978A1 (en)	2019-03-12	2020-09-17	Symrise Ag	An antimicrobial mixture
EP4682260A1 (de) *	2024-07-19	2026-01-21	Symrise AG	Antimikrobielles lactobacillus-ferment

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1994
- 1994-01-27 US US08/186,917 patent/US5441981A/en not_active Expired - Lifetime
- 1994-12-20 ZA ZA9410122A patent/ZA9410122B/xx unknown
1995
- 1995-01-24 CA CA002180649A patent/CA2180649C/en not_active Expired - Fee Related
- 1995-01-24 JP JP7520141A patent/JPH09508621A/ja not_active Ceased
- 1995-01-24 AU AU16070/95A patent/AU683719B2/en not_active Ceased
- 1995-01-24 DK DK95908117T patent/DK0741517T3/da active
- 1995-01-24 CZ CZ19962217A patent/CZ286444B6/cs not_active IP Right Cessation
- 1995-01-24 DE DE69503603T patent/DE69503603T2/de not_active Expired - Lifetime
- 1995-01-24 SK SK986-96A patent/SK98696A3/sk unknown
- 1995-01-24 EP EP95908117A patent/EP0741517B1/de not_active Expired - Lifetime
- 1995-01-24 ES ES95908117T patent/ES2119393T3/es not_active Expired - Lifetime
- 1995-01-24 NZ NZ279439A patent/NZ279439A/en not_active IP Right Cessation
- 1995-01-24 AT AT95908117T patent/ATE168528T1/de not_active IP Right Cessation
- 1995-01-24 WO PCT/US1995/000989 patent/WO1995020319A1/en not_active Ceased
- 1995-01-24 MX MX9602877A patent/MX9602877A/es unknown
- 1995-01-24 CN CN95192214A patent/CN1074899C/zh not_active Expired - Fee Related
- 1995-01-24 BR BR9506607A patent/BR9506607A/pt not_active IP Right Cessation
- 1995-06-06 US US08/468,662 patent/US5527826A/en not_active Expired - Lifetime
1996
- 1996-06-17 US US08/664,543 patent/US5654330A/en not_active Expired - Lifetime
- 1996-07-26 FI FI962991A patent/FI117037B/fi not_active IP Right Cessation
1997
- 1997-03-03 US US08/810,673 patent/US5726206A/en not_active Expired - Lifetime

Also Published As

Publication number	Publication date
NZ279439A (en)	1998-05-27
FI117037B (fi)	2006-05-31
ATE168528T1 (de)	1998-08-15
AU1607095A (en)	1995-08-15
ZA9410122B (en)	1995-12-12
FI962991A0 (fi)	1996-07-26
US5726206A (en)	1998-03-10
JPH09508621A (ja)	1997-09-02
DE69503603D1 (de)	1998-08-27
CA2180649A1 (en)	1995-08-03
EP0741517B1 (de)	1998-07-22
FI962991L (fi)	1996-07-26
CN1144455A (zh)	1997-03-05
AU683719B2 (en)	1997-11-20
US5441981A (en)	1995-08-15
CN1074899C (zh)	2001-11-21
MX9602877A (es)	1997-06-28
DE69503603T2 (de)	1998-11-26
CZ286444B6 (en)	2000-04-12
BR9506607A (pt)	1997-09-09
DK0741517T3 (da)	1998-11-16
ES2119393T3 (es)	1998-10-01
CZ221796A3 (en)	1997-02-12
US5654330A (en)	1997-08-05
WO1995020319A1 (en)	1995-08-03
US5527826A (en)	1996-06-18
CA2180649C (en)	2002-01-15
EP0741517A1 (de)	1996-11-13

Publication	Publication Date	Title
SK98696A3 (en)	1997-02-05	Antimicrobial compositions
EP0720428B1 (de)	1999-11-10	Synergistische antimikrobielle zusammensetzungen, die 2-(thiocyanomethylthio)benzothiazol und eine organische säure enthalten
US5874453A (en)	1999-02-23	Synergistic antimicrobial compositions containing a dimethylamide of a carboxylic acid with mixture of 2-(thiocyanomethylthio) benzothiazone and methylenebis (thiocyanate)
JP3584987B2 (ja)	2004-11-04	メチレン−ビス（チオシアネート）および有機酸を含む相乗的抗微生物組成物
MXPA96003022A (en)	1997-06-01	Antimicrobial compositions synergistic quecontain methylene-bis- (thiocianate) and an acidoorgan
JP4387587B2 (ja)	2009-12-16	ドデシルモルホリンまたはその塩およびドデシルアミンまたはその塩を含有する相乗的抗微生物組成物
AU766899B2 (en)	2003-10-23	Synergistic antimicrobial compositions containing methylene-bis(thiocyanate) and an organic acid
MXPA00000278A (en)	2001-05-17	Synergistic antimicrobial compositions containing a dimethylamide of a carboxylic acid with a mixture of 2-(thiocyanomethylthio) benzothiazole and methylene-bis(thiocyanate)