EP1137338A1 - Desinfectants - Google Patents
DesinfectantsInfo
- Publication number
- EP1137338A1 EP1137338A1 EP99958179A EP99958179A EP1137338A1 EP 1137338 A1 EP1137338 A1 EP 1137338A1 EP 99958179 A EP99958179 A EP 99958179A EP 99958179 A EP99958179 A EP 99958179A EP 1137338 A1 EP1137338 A1 EP 1137338A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- alkyl
- piperazine
- disinfectant composition
- compositions according
- composition according
- 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.)
- Ceased
Links
- 239000000645 desinfectant Substances 0.000 title claims abstract description 14
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims abstract description 29
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims abstract description 6
- 239000000203 mixture Substances 0.000 claims description 19
- 230000003115 biocidal effect Effects 0.000 claims description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 12
- 239000003139 biocide Substances 0.000 claims description 9
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- 150000001412 amines Chemical class 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 3
- 238000004659 sterilization and disinfection Methods 0.000 claims description 3
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical group [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims description 2
- 150000001298 alcohols Chemical class 0.000 claims description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
- 125000002091 cationic group Chemical group 0.000 claims description 2
- 239000003093 cationic surfactant Substances 0.000 claims description 2
- 150000001805 chlorine compounds Chemical group 0.000 claims description 2
- 239000008139 complexing agent Substances 0.000 claims description 2
- 239000004035 construction material Substances 0.000 claims description 2
- 239000000975 dye Substances 0.000 claims description 2
- 239000003205 fragrance Substances 0.000 claims description 2
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical group I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 claims description 2
- 239000007788 liquid Substances 0.000 claims description 2
- 239000002736 nonionic surfactant Substances 0.000 claims description 2
- 239000003755 preservative agent Substances 0.000 claims description 2
- 230000002335 preservative effect Effects 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- 230000001681 protective effect Effects 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- 239000002023 wood Substances 0.000 claims description 2
- 239000000565 sealant Substances 0.000 claims 1
- 230000002195 synergetic effect Effects 0.000 abstract description 7
- 150000003512 tertiary amines Chemical class 0.000 abstract description 3
- 230000000249 desinfective effect Effects 0.000 abstract 1
- 150000004885 piperazines Chemical class 0.000 abstract 1
- 230000000052 comparative effect Effects 0.000 description 8
- NYNKJVPRTLBJNQ-UHFFFAOYSA-N n'-(3-aminopropyl)-n'-dodecylpropane-1,3-diamine Chemical compound CCCCCCCCCCCCN(CCCN)CCCN NYNKJVPRTLBJNQ-UHFFFAOYSA-N 0.000 description 7
- RUPBZQFQVRMKDG-UHFFFAOYSA-M Didecyldimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCC[N+](C)(C)CCCCCCCCCC RUPBZQFQVRMKDG-UHFFFAOYSA-M 0.000 description 6
- 229960004670 didecyldimethylammonium chloride Drugs 0.000 description 6
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 description 5
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 5
- 238000009472 formulation Methods 0.000 description 5
- -1 anions formate Chemical class 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- OGUKJRCPWCNIQL-QFHJOOASSA-N n-methyl-n-[(2s,3r,4r,5r)-2,3,4,5,6-pentahydroxyhexyl]dodecanamide Chemical compound CCCCCCCCCCCC(=O)N(C)C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO OGUKJRCPWCNIQL-QFHJOOASSA-N 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 230000001580 bacterial effect Effects 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- PVOAHINGSUIXLS-UHFFFAOYSA-N 1-Methylpiperazine Chemical compound CN1CCNCC1 PVOAHINGSUIXLS-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 2
- 239000013543 active substance Substances 0.000 description 2
- 244000052616 bacterial pathogen Species 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 241000228245 Aspergillus niger Species 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- FERIUCNNQQJTOY-UHFFFAOYSA-M Butyrate Chemical compound CCCC([O-])=O FERIUCNNQQJTOY-UHFFFAOYSA-M 0.000 description 1
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 1
- UDHXJZHVNHGCEC-UHFFFAOYSA-N Chlorophacinone Chemical compound C1=CC(Cl)=CC=C1C(C=1C=CC=CC=1)C(=O)C1C(=O)C2=CC=CC=C2C1=O UDHXJZHVNHGCEC-UHFFFAOYSA-N 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- AEMRFAOFKBGASW-UHFFFAOYSA-M Glycolate Chemical compound OCC([O-])=O AEMRFAOFKBGASW-UHFFFAOYSA-M 0.000 description 1
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 description 1
- 241000187495 Mycobacterium terrae Species 0.000 description 1
- 241000589517 Pseudomonas aeruginosa Species 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 239000004115 Sodium Silicate Substances 0.000 description 1
- 241000191967 Staphylococcus aureus Species 0.000 description 1
- 230000002009 allergenic effect Effects 0.000 description 1
- XJMWHXZUIGHOBA-UHFFFAOYSA-N azane;propanoic acid Chemical compound N.CCC(O)=O XJMWHXZUIGHOBA-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 239000012456 homogeneous solution Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 150000004686 pentahydrates Chemical class 0.000 description 1
- 125000004193 piperazinyl group Chemical group 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 235000019795 sodium metasilicate Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- 229910052911 sodium silicate Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 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
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/02—Amines; Quaternary ammonium compounds
- A01N33/04—Nitrogen directly attached to aliphatic or cycloaliphatic carbon atoms
-
- 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
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/02—Amines; Quaternary ammonium compounds
- A01N33/12—Quaternary ammonium compounds
Definitions
- the invention relates to synergistic disinfectant compositions based on amines and / or quaternary ammonium salts, which are particularly suitable for instrument disinfection.
- the object of the present invention was therefore to provide such synergistic compositions, the synergists of course not causing any deterioration in the other properties of use (e.g. toxic or allergenic effects on humans, corrosiveness to materials to be treated) and should not significantly increase the costs. According to the invention, this object is achieved by the disinfectant compositions according to claim 1.
- R 8 and R 9 independently of one another are hydrogen, C 1-4 alkyl, amino or 2-hydroxyethyl, the quantitative ratio of biocide (Ia, Ib) to piperazine (II) being 1:10 to 10: 1 can be increased significantly .
- C, _ "- alkyl here and below are to be understood to mean all linear or branched alkyl groups having 1 to n carbon atoms, but preferably linear alkyl groups.
- alkyl groups with 6 or more carbon atoms those with an even number of carbon atoms are preferred, among them in turn those with 10 or more carbon atoms.
- the anions formate, acetate, propionate and butyrate are combined under the name C ⁇ -alkanoate. Acetate and propionate are preferred.
- the C ⁇ alkanoate ions can carry substituents such as hydroxyl groups or halogen atoms. Glycolate and lactate are to be mentioned in particular among the substituted C 1-4 alkanoates.
- the quantitative ratio of biocide (Ia, Ib) to piperazine (II) is preferably in the range from 1: 5 to 5: 1.
- compositions according to the invention are preferably liquid with water as the solvent.
- compositions according to the invention can additionally contain one or more auxiliaries from the group consisting of organic solvents (preferably alcohols, glycols and glycol ethers), cationic or nonionic surfactants, complexing agents, fragrances and dyes.
- auxiliaries from the group consisting of organic solvents (preferably alcohols, glycols and glycol ethers), cationic or nonionic surfactants, complexing agents, fragrances and dyes.
- compositions according to the invention are particularly suitable for instrument and surface disinfection.
- Another preferred area of application is the use in chemical toilets, for example in aircraft.
- Another preferred area of application is the use as a protective and preservative for construction materials such as wood or sealing compounds.
- a disinfectant cleaner formulation (concentrate) was made from:
- the two solid sodium salts were first dissolved in water with stirring at 40-60 ° C. and then the remaining constituents were added until a clear, homogeneous solution was obtained.
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)
Abstract
L'invention concerne des désinfectants à base de sels d'ammonium quaternaires ou d'amines tertiaires avec addition de pipérazines éventuellement subtituées. La combinaison de pipérazine et de sel d'ammonium quaternaire ou d'amine tertiaire provoque un effet synergique important. Les désinfectants selon l'invention conviennent particulièrement à la désinfection des instruments.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP99958179A EP1137338A1 (fr) | 1998-12-11 | 1999-12-08 | Desinfectants |
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP98123656 | 1998-12-11 | ||
| EP98123656 | 1998-12-11 | ||
| EP99958179A EP1137338A1 (fr) | 1998-12-11 | 1999-12-08 | Desinfectants |
| PCT/EP1999/009637 WO2000035283A1 (fr) | 1998-12-11 | 1999-12-08 | Desinfectants |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP1137338A1 true EP1137338A1 (fr) | 2001-10-04 |
Family
ID=8233125
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP99958179A Ceased EP1137338A1 (fr) | 1998-12-11 | 1999-12-08 | Desinfectants |
Country Status (3)
| Country | Link |
|---|---|
| EP (1) | EP1137338A1 (fr) |
| AU (1) | AU1560200A (fr) |
| WO (1) | WO2000035283A1 (fr) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2366175C1 (ru) * | 2008-06-17 | 2009-09-10 | Федеральное государственное унитарное предприятие "Государственный научный центр "Научно-исследовательский институт органических полупродуктов и красителей" (ФГУП "ГНЦ "НИОПИК") | Дезинфицирующее средство |
| CA2819137C (fr) | 2010-12-14 | 2020-04-28 | Ecolab Usa Inc. | Compositions antimicrobiennes resistantes a l'usure renfermant un compose ammonium quaternaire et un biocide cationique, et methodes d'utilisation associees |
| CN104336014A (zh) * | 2014-11-05 | 2015-02-11 | 武汉航科天地科技有限公司 | 复方双长链季铵盐消毒剂 |
| US9506015B2 (en) | 2014-11-21 | 2016-11-29 | Ecolab Usa Inc. | Compositions to boost fabric softener performance |
| US9670433B1 (en) | 2015-12-28 | 2017-06-06 | Ecolab Usa Inc. | Hard surface cleaning compositions |
| US11406103B2 (en) | 2016-03-01 | 2022-08-09 | Ecolab Usa Inc. | Sanitizing rinse based on quat-anionic surfactant synergy |
| US11261113B2 (en) | 2017-08-30 | 2022-03-01 | Ecolab Usa Inc. | Molecules having one hydrophobic group and two identical hydrophilic ionic groups and compositions thereof and methods of preparation thereof |
| SG11202002632VA (en) | 2017-09-26 | 2020-04-29 | Ecolab Usa Inc | Acidic/anionic antimicrobial and virucidal compositions and uses thereof |
| WO2019126703A1 (fr) | 2017-12-22 | 2019-06-27 | Ecolab Usa Inc. | Compositions antimicrobiennes à efficacité améliorée |
| US11370998B2 (en) | 2018-06-14 | 2022-06-28 | Ecolab Usa Inc. | Synergistic cellulase-surfactant interactions for degradation of bacterial cellulose |
| WO2019241614A1 (fr) | 2018-06-14 | 2019-12-19 | Ecolab Usa Inc. | Compositions comprenant une enzyme et des composés d'ammonium quaternaire |
| CA3104685A1 (fr) | 2018-06-29 | 2020-01-02 | Ecolab Usa Inc. | Conception d'une formule pour un adoucissant solide pour un tissu destine au blanchissage |
| EP3968770A1 (fr) | 2019-05-17 | 2022-03-23 | Ecolab USA Inc. | Amélioration antimicrobienne d'antiseptiques pour la peau à actif cationique |
| EP3973043A1 (fr) | 2019-06-28 | 2022-03-30 | Ecolab USA Inc. | Composition d'adoucissant de linge solide |
| JP7480189B2 (ja) | 2019-06-28 | 2024-05-09 | エコラボ ユーエスエー インコーポレイティド | 吸湿性種の界面活性剤の安定化 |
| CN110934144B (zh) * | 2019-12-09 | 2021-06-15 | 广东环凯微生物科技有限公司 | 一种含胺类和季铵盐消毒液及其制备方法 |
| US12329157B2 (en) | 2019-12-16 | 2025-06-17 | Ecolab Usa Inc. | Anionic surfactant impact on virucidal efficacy |
| EP4237521A1 (fr) | 2020-12-23 | 2023-09-06 | Ecolab USA Inc. | Adoucissant acide pour linge ayant une stabilité supplémentaire et des avantages supplémentaires d'atténuation d'incendie de linge et d'élimination de produit de protection solaire |
| WO2023076669A1 (fr) | 2021-10-29 | 2023-05-04 | Ecolab Usa Inc. | Composition désinfectante à base d'ammonium quaternaire sans rinçage pour surfaces en contact avec des denrées alimentaires |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2329057A1 (de) * | 1973-04-02 | 1975-01-02 | Henkel & Cie Gmbh | Verfahren zur herstellung von alkylpiperazinen |
| DE19630379A1 (de) * | 1996-07-29 | 1997-04-30 | Herbert Dipl Chem Dr Widulle | Verbesserung der Leistungsfähigkeit von Desinfektionsmitteln durch hydrotrophe Amine |
-
1999
- 1999-12-08 EP EP99958179A patent/EP1137338A1/fr not_active Ceased
- 1999-12-08 WO PCT/EP1999/009637 patent/WO2000035283A1/fr not_active Ceased
- 1999-12-08 AU AU15602/00A patent/AU1560200A/en not_active Abandoned
Non-Patent Citations (1)
| Title |
|---|
| See references of WO0035283A1 * |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2000035283A1 (fr) | 2000-06-22 |
| AU1560200A (en) | 2000-07-03 |
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| PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
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| 18R | Application refused |
Effective date: 20020425 |