EP0160042B1 - Inhibiteurs de corrosion pour le zinc - Google Patents
Inhibiteurs de corrosion pour le zinc Download PDFInfo
- Publication number
- EP0160042B1 EP0160042B1 EP84903888A EP84903888A EP0160042B1 EP 0160042 B1 EP0160042 B1 EP 0160042B1 EP 84903888 A EP84903888 A EP 84903888A EP 84903888 A EP84903888 A EP 84903888A EP 0160042 B1 EP0160042 B1 EP 0160042B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- bis
- zinc
- triazoles
- corrosion inhibitors
- amino
- 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
- 230000007797 corrosion Effects 0.000 title claims abstract description 12
- 238000005260 corrosion Methods 0.000 title claims abstract description 12
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 title claims abstract description 8
- 239000011701 zinc Substances 0.000 title claims abstract description 8
- 229910052725 zinc Inorganic materials 0.000 title claims abstract description 8
- 239000003112 inhibitor Substances 0.000 title claims abstract description 7
- YNRGDPQTVDWXPB-UHFFFAOYSA-N 3-(1,2,4-triazol-3-ylidene)-1,2,4-triazole Chemical class N1=NC=NC1=C1N=NC=N1 YNRGDPQTVDWXPB-UHFFFAOYSA-N 0.000 claims abstract description 11
- 125000003396 thiol group Chemical group [H]S* 0.000 claims abstract description 4
- 150000003839 salts Chemical class 0.000 claims description 5
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 4
- 125000003277 amino group Chemical group 0.000 claims description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Substances CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract description 2
- 150000001875 compounds Chemical class 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- -1 acetic acid Chemical class 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 230000005764 inhibitory process Effects 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 description 1
- CMGDVUCDZOBDNL-UHFFFAOYSA-N 4-methyl-2h-benzotriazole Chemical compound CC1=CC=CC2=NNN=C12 CMGDVUCDZOBDNL-UHFFFAOYSA-N 0.000 description 1
- YLMXGBDXGVPHRZ-UHFFFAOYSA-N 5-heptyl-1h-1,2,4-triazol-3-amine Chemical compound CCCCCCCC1=NC(N)=NN1 YLMXGBDXGVPHRZ-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- HAMNKKUPIHEESI-UHFFFAOYSA-N aminoguanidine Chemical compound NNC(N)=N HAMNKKUPIHEESI-UHFFFAOYSA-N 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- BJFLSHMHTPAZHO-UHFFFAOYSA-N benzotriazole Chemical compound [CH]1C=CC=C2N=NN=C21 BJFLSHMHTPAZHO-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000012496 blank sample Substances 0.000 description 1
- 239000007853 buffer solution Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 231100000086 high toxicity Toxicity 0.000 description 1
- BRWIZMBXBAOCCF-UHFFFAOYSA-N hydrazinecarbothioamide Chemical compound NNC(N)=S BRWIZMBXBAOCCF-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- TVUJVLMAZLPPTJ-UHFFFAOYSA-N triazolidine-4,5-dithione Chemical class SC=1N=NNC=1S TVUJVLMAZLPPTJ-UHFFFAOYSA-N 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23F—NON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
- C23F11/00—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
- C23F11/08—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
- C23F11/10—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids using organic inhibitors
- C23F11/16—Sulfur-containing compounds
- C23F11/161—Mercaptans
-
- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23F—NON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
- C23F11/00—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
- C23F11/06—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in markedly alkaline liquids
-
- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23F—NON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
- C23F11/00—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
- C23F11/08—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
- C23F11/10—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids using organic inhibitors
- C23F11/14—Nitrogen-containing compounds
- C23F11/149—Heterocyclic compounds containing nitrogen as hetero atom
Definitions
- the invention relates to the use of certain bis-triazoles as corrosion inhibitors for zinc.
- bis-triazoles of the general formula 1 where X is an amino or mercapto group and n is the number of methylene groups in the molecule, or their water-soluble salts can be used as corrosion inhibitors for zinc in aqueous systems in the pH range from 6 to 11 with excellent results.
- the preferred compounds are 1,6-bis- [3- (5-amino-1,2,4-triazolyl)] hexane and bis- [3- (5-mercapto-1,2,4-triazolyl)].
- the good effectiveness of the claimed compounds as an inhibitor for zinc is all the more remarkable since it has been shown that monotriazoles are only suitable for inhibition at relatively high concentrations.
- the corrosion protection value of comparative products, such as 3-heptyl-5-amino-1,2,4-triazole or 3-heptyl-5-mercanto-1,2,4-triazole, is still 97 or 94% at application concentrations of 100 g / m3 .
- the amount of bis-triazole which is expediently added to the aqueous media is in the range from 0.1 to 50 g / m 3 , preferably between 1 to 10 g / m 3.
- the corrosion inhibitors can be used in aqueous solutions, dispersions or Emulsions are used.
- the bis-triazoles are prepared by methods known per se, such as, for example, reacting a, ⁇ -dicarboxylic acids with 2 moles of aminoguanidine, or in the case of bis-mercaptotriazoles by reacting a, m-dicarboxylic acid esters and 2 moles of thiosemicarbazide.
- the preparation of the bis-triazoles is not the subject of the invention.
- the corrosion protection properties were determined in the following manner:
- test strips Three carefully pretreated and weighed test strips (zinc 99.5, 80 x 15 x 1 mm) are hung in a 1-1 test vessel, which contains 800 ml test water, 30 ml buffer solution and a defined amount of substance to be examined, and 6 Leave for hours at room temperature and 80 revolutions per minute.
- the corrosion protection value S was calculated from the weight loss.
- test water used as a corrosive medium was produced in accordance with DIN 51360/2 and buffered with ammonia / ammonium chloride.
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Mechanical Engineering (AREA)
- Metallurgy (AREA)
- Organic Chemistry (AREA)
- Preventing Corrosion Or Incrustation Of Metals (AREA)
Abstract
Claims (4)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AT84903888T ATE37727T1 (de) | 1983-10-27 | 1984-10-19 | Korrosionsinhibitoren fuer zink. |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE3338952 | 1983-10-27 | ||
DE19833338952 DE3338952A1 (de) | 1983-10-27 | 1983-10-27 | Korrosionsinhibitoren fuer zink |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0160042A1 EP0160042A1 (fr) | 1985-11-06 |
EP0160042B1 true EP0160042B1 (fr) | 1988-10-05 |
Family
ID=6212842
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP84903888A Expired EP0160042B1 (fr) | 1983-10-27 | 1984-10-19 | Inhibiteurs de corrosion pour le zinc |
Country Status (5)
Country | Link |
---|---|
US (1) | US4636359A (fr) |
EP (1) | EP0160042B1 (fr) |
JP (1) | JPS61500227A (fr) |
DE (2) | DE3338952A1 (fr) |
WO (1) | WO1985001964A1 (fr) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3530623A1 (de) * | 1985-08-28 | 1987-03-12 | Henkel Kgaa | Demulgierendes reinigungsmittel mit flaechenfeuchthalteeffekt |
US4788292A (en) * | 1986-07-31 | 1988-11-29 | Ciba-Geigy Corporation | Perfluoroalkyl substituted benzotriazoles |
TW399094B (en) * | 1995-04-11 | 2000-07-21 | Ciba Sc Holding Ag | Compounds with (benzo)triazole radicals |
DE10322507A1 (de) * | 2003-05-19 | 2004-12-16 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. | Korrosionsschutzmittel zum Schutz von Leichtmetallen |
CA2968585C (fr) | 2014-11-24 | 2022-11-01 | Lubrizol Advanced Materials, Inc. | Nouveau compose d'uracile couple pour resines polymeres de type chlorure de vinyle |
WO2023190264A1 (fr) * | 2022-03-29 | 2023-10-05 | 四国化成工業株式会社 | Composé triazole, procédé de synthèse dudit composé triazole, agent de couplage et leurs utilisations |
TW202411469A (zh) * | 2022-06-30 | 2024-03-16 | 日商四國化成工業股份有限公司 | 金屬索之表面處理劑及其用途 |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2836557A (en) * | 1954-05-17 | 1958-05-27 | Cities Service Res & Dev Co | Method of inhibiting corrosion of metals |
US3408307A (en) * | 1966-02-10 | 1968-10-29 | Nalco Chemical Co | Inhibiting corrosion of copper with tetrazoles |
DE1521762A1 (de) * | 1964-08-14 | 1969-09-25 | Geigy Ag J R | Metallschutz- und Metalldeaktivierungsmittel |
EP0025863A1 (fr) * | 1979-08-25 | 1981-04-01 | Henkel Kommanditgesellschaft auf Aktien | Utilisation de dérivés de triazole-1,2,4 comme inhibiteurs de corrosion pour métaux non-ferreux |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS53102237A (en) * | 1977-02-18 | 1978-09-06 | Toshiba Corp | Anticorrosive agent for metal |
US4329381A (en) * | 1978-02-23 | 1982-05-11 | Henkel Kommanditgesellschaft Auf Aktien (Henkel Kgaa) | Method for providing corrosion resistance to metal objects |
US4450137A (en) * | 1981-11-10 | 1984-05-22 | Petrolite Corporation | Processes for inhibiting corrosion using compounds containing sulfur and amino groups |
-
1983
- 1983-10-27 DE DE19833338952 patent/DE3338952A1/de not_active Withdrawn
-
1984
- 1984-10-16 US US06/661,536 patent/US4636359A/en not_active Expired - Fee Related
- 1984-10-19 EP EP84903888A patent/EP0160042B1/fr not_active Expired
- 1984-10-19 DE DE8484903888T patent/DE3474462D1/de not_active Expired
- 1984-10-19 JP JP59503905A patent/JPS61500227A/ja active Granted
- 1984-10-19 WO PCT/EP1984/000322 patent/WO1985001964A1/fr active IP Right Grant
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2836557A (en) * | 1954-05-17 | 1958-05-27 | Cities Service Res & Dev Co | Method of inhibiting corrosion of metals |
DE1521762A1 (de) * | 1964-08-14 | 1969-09-25 | Geigy Ag J R | Metallschutz- und Metalldeaktivierungsmittel |
US3408307A (en) * | 1966-02-10 | 1968-10-29 | Nalco Chemical Co | Inhibiting corrosion of copper with tetrazoles |
EP0025863A1 (fr) * | 1979-08-25 | 1981-04-01 | Henkel Kommanditgesellschaft auf Aktien | Utilisation de dérivés de triazole-1,2,4 comme inhibiteurs de corrosion pour métaux non-ferreux |
Also Published As
Publication number | Publication date |
---|---|
DE3338952A1 (de) | 1985-05-09 |
JPH0454751B2 (fr) | 1992-09-01 |
WO1985001964A1 (fr) | 1985-05-09 |
EP0160042A1 (fr) | 1985-11-06 |
JPS61500227A (ja) | 1986-02-06 |
DE3474462D1 (en) | 1988-11-10 |
US4636359A (en) | 1987-01-13 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
DE1521762A1 (de) | Metallschutz- und Metalldeaktivierungsmittel | |
EP0144663B1 (fr) | Utilisation d'inhibiteurs de corrosion dans des systèmes aqueux | |
EP0160042B1 (fr) | Inhibiteurs de corrosion pour le zinc | |
EP0249162A1 (fr) | Utilisation de 3-amino-1,2,4 triazoles acylés comme inhibiteurs de corrosion de métaux lourds non ferreux | |
DE2840112C2 (de) | Wassermischbare Korrosionsschutzmittel und Verfahren zur Verhinderung der Korrosion von Eisenmetallen | |
DE2722819A1 (de) | Korrosionsinhibierendes kuehl- und metallbearbeitungsmittel | |
EP0224580B1 (fr) | Utilisation de 3-amino-5-(w-hydroxyalkyl)-1,2,4-triazoles comme inhibiteurs de corrosion pour metaux lourds non-ferreux dans des systemes aqueux | |
DE19648843C2 (de) | Melamin-polycarbonsäureamide und ihre Verwendung als Korrosionsschutzmittel | |
EP0163107B1 (fr) | Utilisation de benzoylalanines comme inhibiteurs de corrosion dans des systèmes aqueux | |
EP0144738B1 (fr) | Mono-dialkylamides d'acides succiniques comme inhibiteurs de corrosion solubles dans l'eau | |
EP0142627B1 (fr) | Inhibiteurs de corrosion | |
DE68915357T2 (de) | Korrosionsinhibitoren für hochfesten und mittelfesten Stahl. | |
DE1521790A1 (de) | Korrosionsverhinderndes bzw.-hemmendes Mittel | |
EP0949253B1 (fr) | Dérivés de mélamine-azométhine et inhibiteurs de corrosion les contenant | |
EP0294687A1 (fr) | Utilisation de sels d'acides sulfonamidocarboxyliques comme inhibiteurs de la corrosion dans des systèmes aqueux | |
DE3341633A1 (de) | Rosthemmende substanz | |
DE833959C (de) | Verfahren zur Herstellung von chemotherapeutisch wertvollen Biguanidderivaten | |
EP0205114B1 (fr) | Benzoylalanines spéciales et leur utilisation comme inhibiteurs de corrosion pour systèmes aqueux | |
DE2147145C (de) | Flüssiges, Dicyclohexylthioharnstoff enthaltendes Korrosionsschutzmittel | |
DE891136C (de) | Desinfektionsmittel | |
DE1111479B (de) | Entfettungsmittel fuer Metalle | |
CH355454A (de) | Verfahren zur Herstellung von neuen heterocyclischen Verbindungen | |
DE2147145B2 (de) | Fluessiges, dicyclohexylthioharnstoff enthaltendes korrosionsschutzmittel | |
DE1219766B (de) | Verfahren zur kalten Phosphatierung von kohlenstoffarmem Stahl | |
CH496795A (de) | Stabilisator für Korrosionsinhibitoren enthaltende Heizöle |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
AK | Designated contracting states |
Designated state(s): AT BE CH DE FR GB LI LU NL SE |
|
17P | Request for examination filed |
Effective date: 19851016 |
|
17Q | First examination report despatched |
Effective date: 19871209 |
|
GRAA | (expected) grant |
Free format text: ORIGINAL CODE: 0009210 |
|
AK | Designated contracting states |
Kind code of ref document: B1 Designated state(s): AT BE CH DE FR GB LI LU NL SE |
|
REF | Corresponds to: |
Ref document number: 37727 Country of ref document: AT Date of ref document: 19881015 Kind code of ref document: T |
|
REF | Corresponds to: |
Ref document number: 3474462 Country of ref document: DE Date of ref document: 19881110 |
|
ET | Fr: translation filed | ||
GBT | Gb: translation of ep patent filed (gb section 77(6)(a)/1977) | ||
PLBE | No opposition filed within time limit |
Free format text: ORIGINAL CODE: 0009261 |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT |
|
26N | No opposition filed | ||
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: CH Payment date: 19920924 Year of fee payment: 9 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: FR Payment date: 19921005 Year of fee payment: 9 Ref country code: DE Payment date: 19921005 Year of fee payment: 9 Ref country code: AT Payment date: 19921005 Year of fee payment: 9 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: GB Payment date: 19921012 Year of fee payment: 9 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: SE Payment date: 19921014 Year of fee payment: 9 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: NL Payment date: 19921031 Year of fee payment: 9 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: LU Payment date: 19921103 Year of fee payment: 9 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: BE Payment date: 19921116 Year of fee payment: 9 |
|
EPTA | Lu: last paid annual fee | ||
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: LU Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 19931019 Ref country code: GB Effective date: 19931019 Ref country code: AT Effective date: 19931019 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: SE Effective date: 19931020 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: LI Effective date: 19931031 Ref country code: CH Effective date: 19931031 Ref country code: BE Effective date: 19931031 |
|
BERE | Be: lapsed |
Owner name: HENKEL K.G.A.A. Effective date: 19931031 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: NL Effective date: 19940501 |
|
GBPC | Gb: european patent ceased through non-payment of renewal fee |
Effective date: 19931019 |
|
NLV4 | Nl: lapsed or anulled due to non-payment of the annual fee | ||
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: FR Effective date: 19940630 |
|
REG | Reference to a national code |
Ref country code: CH Ref legal event code: PL |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: DE Effective date: 19940701 |
|
REG | Reference to a national code |
Ref country code: FR Ref legal event code: ST |
|
EUG | Se: european patent has lapsed |
Ref document number: 84903888.0 Effective date: 19940510 |