CA1140150A - Procede de fabrication de solutions diluees stables de peracides carboxyliques aliphatiques et solutions obtenues - Google Patents
Procede de fabrication de solutions diluees stables de peracides carboxyliques aliphatiques et solutions obtenuesInfo
- Publication number
- CA1140150A CA1140150A CA000357347A CA357347A CA1140150A CA 1140150 A CA1140150 A CA 1140150A CA 000357347 A CA000357347 A CA 000357347A CA 357347 A CA357347 A CA 357347A CA 1140150 A CA1140150 A CA 1140150A
- Authority
- CA
- Canada
- Prior art keywords
- acid
- concentration
- stage
- peracid
- weight
- 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
- 150000004965 peroxy acids Chemical class 0.000 title claims abstract description 20
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 10
- 125000001931 aliphatic group Chemical group 0.000 title claims abstract description 8
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 claims abstract description 66
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims abstract description 45
- 239000002253 acid Substances 0.000 claims abstract description 45
- 238000000034 method Methods 0.000 claims abstract description 24
- -1 aliphatic peracid Chemical class 0.000 claims abstract description 21
- 239000000203 mixture Substances 0.000 claims abstract description 18
- 239000003377 acid catalyst Substances 0.000 claims abstract description 7
- 150000008064 anhydrides Chemical class 0.000 claims abstract description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Natural products CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 20
- 239000011541 reaction mixture Substances 0.000 claims description 14
- 239000003054 catalyst Substances 0.000 claims description 10
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 9
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 6
- 239000003153 chemical reaction reagent Substances 0.000 claims description 5
- 239000003381 stabilizer Substances 0.000 claims description 5
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 4
- 238000000354 decomposition reaction Methods 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 239000012141 concentrate Substances 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 3
- 239000011707 mineral Substances 0.000 claims description 3
- 150000002978 peroxides Chemical class 0.000 claims description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 2
- 125000004429 atom Chemical group 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 claims 6
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims 1
- 150000008065 acid anhydrides Chemical class 0.000 claims 1
- 150000001991 dicarboxylic acids Chemical class 0.000 claims 1
- 239000012467 final product Substances 0.000 claims 1
- 150000007522 mineralic acids Chemical class 0.000 claims 1
- 150000002763 monocarboxylic acids Chemical class 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 abstract description 5
- 239000000243 solution Substances 0.000 description 53
- 238000010790 dilution Methods 0.000 description 10
- 239000012895 dilution Substances 0.000 description 10
- 229960000583 acetic acid Drugs 0.000 description 7
- 238000004659 sterilization and disinfection Methods 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 229910001868 water Inorganic materials 0.000 description 6
- 150000007513 acids Chemical class 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 238000005755 formation reaction Methods 0.000 description 4
- 238000003860 storage Methods 0.000 description 4
- WJJMNDUMQPNECX-UHFFFAOYSA-N Dipicolinic acid Natural products OC(=O)C1=CC=CC(C(O)=O)=N1 WJJMNDUMQPNECX-UHFFFAOYSA-N 0.000 description 3
- 230000003197 catalytic effect Effects 0.000 description 3
- 239000012362 glacial acetic acid Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 230000001954 sterilising effect Effects 0.000 description 3
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- 150000001447 alkali salts Chemical class 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 235000011007 phosphoric acid Nutrition 0.000 description 2
- SIOXPEMLGUPBBT-UHFFFAOYSA-N picolinic acid Chemical compound OC(=O)C1=CC=CC=N1 SIOXPEMLGUPBBT-UHFFFAOYSA-N 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- YBVRFTBNIZWMSK-UHFFFAOYSA-N 2,2-dimethyl-1-phenylpropan-1-ol Chemical compound CC(C)(C)C(O)C1=CC=CC=C1 YBVRFTBNIZWMSK-UHFFFAOYSA-N 0.000 description 1
- 241000238876 Acari Species 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- SCKXCAADGDQQCS-UHFFFAOYSA-N Performic acid Chemical compound OOC=O SCKXCAADGDQQCS-UHFFFAOYSA-N 0.000 description 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 1
- 241000219289 Silene Species 0.000 description 1
- ABBQHOQBGMUPJH-UHFFFAOYSA-M Sodium salicylate Chemical compound [Na+].OC1=CC=CC=C1C([O-])=O ABBQHOQBGMUPJH-UHFFFAOYSA-M 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000011260 aqueous acid Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 238000004061 bleaching Methods 0.000 description 1
- 238000003421 catalytic decomposition reaction Methods 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- TVQLLNFANZSCGY-UHFFFAOYSA-N disodium;dioxido(oxo)tin Chemical compound [Na+].[Na+].[O-][Sn]([O-])=O TVQLLNFANZSCGY-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 229960004337 hydroquinone Drugs 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229940081066 picolinic acid Drugs 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000010517 secondary reaction Methods 0.000 description 1
- 229960004025 sodium salicylate Drugs 0.000 description 1
- 229940079864 sodium stannate Drugs 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000001957 sucroglyceride Substances 0.000 description 1
- 235000010964 sucroglyceride Nutrition 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C409/00—Peroxy compounds
- C07C409/24—Peroxy compounds the —O—O— group being bound between a >C=O group and hydrogen, i.e. peroxy acids
- C07C409/26—Peracetic acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C407/00—Preparation of peroxy compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Detergent Compositions (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7919.761 | 1979-08-01 | ||
| FR7919761A FR2462425A1 (fr) | 1979-08-01 | 1979-08-01 | Procede de fabrication de solutions diluees stables de peracides carboxyliques aliphatiques |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1140150A true CA1140150A (fr) | 1983-01-25 |
Family
ID=9228519
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000357347A Expired CA1140150A (fr) | 1979-08-01 | 1980-07-30 | Procede de fabrication de solutions diluees stables de peracides carboxyliques aliphatiques et solutions obtenues |
Country Status (6)
Families Citing this family (55)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2521991A1 (fr) * | 1982-02-24 | 1983-08-26 | Air Liquide | Solutions commerciales de peracides carboxyliques stables et non corrosives et leurs applications |
| US5656302A (en) * | 1987-05-14 | 1997-08-12 | Minntech Corporation | Stable, shippable, peroxy-containing microbicide |
| FI880221L (fi) * | 1988-01-19 | 1989-07-20 | Santasalo Sohlberg Ab Oy | Foerfarande och anordning foer sterilisering eller desinfektering av verktyg. |
| BR9000909A (pt) * | 1990-02-23 | 1991-10-15 | Brasil Peroxidos | Processo para producao acelerada de solucoes equilibradas e estaveis de acido peracetico em baixas concentracoes |
| GB9004080D0 (en) * | 1990-02-23 | 1990-04-18 | Interox Chemicals Ltd | Solutions of peracids |
| US5122538A (en) | 1990-07-23 | 1992-06-16 | Ecolab Inc. | Peroxy acid generator |
| GB9118906D0 (en) * | 1991-09-04 | 1991-10-23 | Interox Chemicals Ltd | Preparation of peroxy acids |
| GB9122048D0 (en) * | 1991-10-17 | 1991-11-27 | Interox Chemicals Ltd | Compositions and uses thereof |
| GB9300366D0 (en) * | 1993-01-09 | 1993-03-03 | Solvay Interox Ltd | Compositions and uses thereof |
| FR2704726B1 (fr) * | 1993-05-05 | 1995-06-16 | Chemoxal Sa | Composition aqueuse comportant un péroxyacide organique et ses utilisations comme agents désinfections. |
| US5632676A (en) * | 1993-10-12 | 1997-05-27 | Fmc Corporation | Use of peracetic acid to sanitize processed fowl |
| US5879584A (en) * | 1994-09-10 | 1999-03-09 | The Procter & Gamble Company | Process for manufacturing aqueous compositions comprising peracids |
| DE69412485T2 (de) * | 1994-09-10 | 1999-04-15 | The Procter & Gamble Co., Cincinnati, Ohio | Verfahren zur Herstellung von wässrigen Zusammensetzungen, die Persäuren enthalten |
| FR2728143A1 (fr) | 1994-12-16 | 1996-06-21 | Sodifra | Composition aqueuse a base de h2o2, acides et ag, procede de preparation et utilisation dans le domaine de la desinfection et/ou de l'hygiene |
| US5851514A (en) * | 1995-09-26 | 1998-12-22 | Colgate Palmolive Company | Stable aqueous abrasive peroxide tooth whitening dentifrice |
| US5977403A (en) * | 1997-08-04 | 1999-11-02 | Fmc Corporation | Method for the production of lower organic peracids |
| IT1299651B1 (it) * | 1998-03-25 | 2000-03-24 | Perdomini S P A | Uso di prodotto disinfettante per fauna ittica |
| US6010729A (en) | 1998-08-20 | 2000-01-04 | Ecolab Inc. | Treatment of animal carcasses |
| DE50011332D1 (de) * | 2000-03-30 | 2005-11-17 | Weigert Chem Fab | Verfahren zum maschinellen Reinigen und Desinfizieren von Endoskopen |
| US6716457B1 (en) | 2000-10-17 | 2004-04-06 | Bayer Polymers Llc | Effects of bactericide (peracetic acid-hydrogen peroxide-water combination) to agricultural chemicals in bacteria control when they are in contact with one another |
| FI111459B (fi) * | 2001-04-04 | 2003-07-31 | Kemira Chemicals Oy | Menetelmä stabiilin peretikkahappotuotteen valmistamiseksi |
| CN101163784B (zh) | 2005-02-25 | 2014-05-14 | 生物医学解决方案有限责任公司 | 水溶性消毒剂和杀菌剂 |
| US7462590B2 (en) * | 2005-02-25 | 2008-12-09 | Solutions Biomed, Llc | Aqueous disinfectants and sterilants comprising a peroxide/peracid/transition metal mixture |
| US7504369B2 (en) * | 2005-02-25 | 2009-03-17 | Solutions Biomed, Llc | Methods and compositions for decontaminating surfaces exposed to chemical and/or biological warfare compounds |
| US7553805B2 (en) * | 2005-02-25 | 2009-06-30 | Solutions Biomed, Llc | Methods and compositions for treating viral, fungal, and bacterial infections |
| US7511007B2 (en) * | 2005-02-25 | 2009-03-31 | Solutions Biomed, Llc | Aqueous sanitizers, disinfectants, and/or sterilants with low peroxygen content |
| US7473675B2 (en) * | 2005-02-25 | 2009-01-06 | Solutions Biomed, Llc | Disinfectant systems and methods comprising a peracid, alcohol, and transition metal |
| US7534756B2 (en) * | 2005-02-25 | 2009-05-19 | Solutions Biomed, Llc | Devices, systems, and methods for dispensing disinfectant solutions comprising a peroxygen and transition metal |
| US7507701B2 (en) * | 2005-02-25 | 2009-03-24 | Solutions Biomed, Llc | Aqueous disinfectants and sterilants including transition metals |
| US20070264356A1 (en) * | 2006-05-09 | 2007-11-15 | Kelly Ann Ames | Process for the preparation of a ready-to-use disinfectant |
| CN101636088A (zh) * | 2007-04-12 | 2010-01-27 | 博奥克尔公司 | 用于透析发生器的新的清洗、除垢和消毒组合物 |
| US20090043123A1 (en) * | 2007-08-10 | 2009-02-12 | Fmc Corporation | Dilute Stabilized Peracetic Acid Production and Treatment Process |
| US20090232860A1 (en) * | 2007-08-30 | 2009-09-17 | Larson Brian G | Colloidal metal-containing skin sanitizer |
| US9271494B2 (en) * | 2007-08-30 | 2016-03-01 | Ecolab USA, Inc. | Shelf stable, reduced corrosion, ready to use peroxycarboxylic acid antimicrobial compositions |
| CA2713346C (en) * | 2008-02-04 | 2016-01-05 | Fmc Corporation | Rapid dilution of peracid solutions to equilibrated solutions |
| US8464910B2 (en) | 2008-03-14 | 2013-06-18 | Solutions Biomed, Llc | Multi-chamber container system for storing and mixing fluids |
| US8871807B2 (en) | 2008-03-28 | 2014-10-28 | Ecolab Usa Inc. | Detergents capable of cleaning, bleaching, sanitizing and/or disinfecting textiles including sulfoperoxycarboxylic acids |
| US12203056B2 (en) | 2008-03-28 | 2025-01-21 | Ecolab Usa Inc. | Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents |
| EP2271616B1 (en) | 2008-03-28 | 2020-11-11 | Ecolab USA Inc. | Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents |
| US8809392B2 (en) | 2008-03-28 | 2014-08-19 | Ecolab Usa Inc. | Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents |
| FR2930449B1 (fr) | 2008-04-29 | 2010-04-23 | Arkema France | Composition d'acide perpropionique stable en milieu basique |
| EP2313340A4 (en) * | 2008-07-24 | 2011-12-21 | Fmc Corp | DILUTED AQUEOUS PERACID SOLUTIONS AND METHOD FOR STABILIZING THEM |
| US20100120913A1 (en) * | 2008-11-12 | 2010-05-13 | Larson Brian G | Resin catalyzed and stabilized peracid compositions and associated methods |
| WO2010056871A2 (en) | 2008-11-12 | 2010-05-20 | Solutions Biomed, Llc | Two-part disinfectant system and related methods |
| WO2010056881A1 (en) * | 2008-11-12 | 2010-05-20 | Solutions Biomed, Llc | Multi-chamber container system for storing and mixing liquids |
| JP2012512882A (ja) * | 2008-12-18 | 2012-06-07 | ミンテック コーポレーション | 殺胞子性の手指消毒用ローション |
| US9453798B2 (en) * | 2010-12-01 | 2016-09-27 | Nalco Company | Method for determination of system parameters for reducing crude unit corrosion |
| US9321664B2 (en) | 2011-12-20 | 2016-04-26 | Ecolab Usa Inc. | Stable percarboxylic acid compositions and uses thereof |
| JP5603363B2 (ja) * | 2012-03-08 | 2014-10-08 | 住友ゴム工業株式会社 | エポキシ化天然ゴムの製造方法、タイヤ用ゴム組成物及び空気入りタイヤ |
| CN106396037B (zh) | 2012-03-30 | 2019-10-15 | 艺康美国股份有限公司 | 过乙酸/过氧化氢和过氧化物还原剂用于处理钻井液、压裂液、回流水和排放水的用途 |
| US20140256811A1 (en) | 2013-03-05 | 2014-09-11 | Ecolab Usa Inc. | Efficient stabilizer in controlling self accelerated decomposition temperature of peroxycarboxylic acid compositions with mineral acids |
| US9414609B1 (en) | 2014-11-19 | 2016-08-16 | Zeco, Inc. | Method for reduction in microbial activity in poultry processing |
| US12058999B2 (en) | 2018-08-22 | 2024-08-13 | Ecolab Usa Inc. | Hydrogen peroxide and peracid stabilization with molecules based on a pyridine carboxylic acid |
| WO2021026410A1 (en) | 2019-08-07 | 2021-02-11 | Ecolab Usa Inc. | Polymeric and solid-supported chelators for stabilization of peracid-containing compositions |
| CA3081989A1 (en) | 2020-06-05 | 2021-12-05 | Fluid Energy Group Ltd. | Stable nitric acid blends and uses thereof |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3192254A (en) * | 1959-10-19 | 1965-06-29 | Shawinigan Chem Ltd | Stabilization of peracids with picolinic acid |
| FR1352479A (fr) * | 1962-04-04 | 1964-02-14 | Fmc Corp | Procédé de production de peracides aliphatiques inférieurs |
| US3432546A (en) * | 1964-11-03 | 1969-03-11 | Fmc Corp | Manufacture of peracetic acid |
| DE2519299C2 (de) * | 1975-04-30 | 1983-08-11 | Bayer Ag, 5090 Leverkusen | Verfahren zur Herstellung von Perpropionsäurelösungen |
| DE2519300C3 (de) * | 1975-04-30 | 1979-06-13 | Bayer Ag, 5090 Leverkusen | Verfahren zur Herstellung von Perpropionsäurelösungen unter explosionssicheren Bedingungen |
| NL7608265A (nl) * | 1975-08-16 | 1977-02-18 | Henkel & Cie Gmbh | Bij opslag stabiele concentraten van functionele middelen. |
| NL7608266A (nl) * | 1975-08-16 | 1977-02-18 | Henkel & Cie Gmbh | Concentraten van microbicide middelen. |
-
1979
- 1979-08-01 FR FR7919761A patent/FR2462425A1/fr active Pending
-
1980
- 1980-07-11 DE DE8080401044T patent/DE3060307D1/de not_active Expired
- 1980-07-11 EP EP80401044A patent/EP0024219B1/fr not_active Expired
- 1980-07-22 US US06/171,047 patent/US4297298A/en not_active Expired - Lifetime
- 1980-07-30 CA CA000357347A patent/CA1140150A/fr not_active Expired
- 1980-08-01 JP JP10520980A patent/JPS5632453A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| DE3060307D1 (en) | 1982-06-03 |
| EP0024219B1 (fr) | 1982-04-21 |
| EP0024219A1 (fr) | 1981-02-25 |
| FR2462425A1 (fr) | 1981-02-13 |
| US4297298A (en) | 1981-10-27 |
| JPH034545B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1991-01-23 |
| JPS5632453A (en) | 1981-04-01 |
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