EP0391170A1 - Process for dyeing paper - Google Patents
Process for dyeing paper Download PDFInfo
- Publication number
- EP0391170A1 EP0391170A1 EP90105512A EP90105512A EP0391170A1 EP 0391170 A1 EP0391170 A1 EP 0391170A1 EP 90105512 A EP90105512 A EP 90105512A EP 90105512 A EP90105512 A EP 90105512A EP 0391170 A1 EP0391170 A1 EP 0391170A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- dyes
- alkyl
- formula
- paper
- dyeing
- 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.)
- Granted
Links
Classifications
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H21/00—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties
- D21H21/14—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties characterised by function or properties in or on the paper
- D21H21/28—Colorants ; Pigments or opacifying agents
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/916—Natural fiber dyeing
- Y10S8/919—Paper
Definitions
- substituents can in turn be substituted by substituents customary in dye chemistry, for example halogen, in particular Cl, OH, C1-C4alkoxy, acyloxy, for example acetoxy, C1-C4alkyl, SO3H, COOH.
- substituents customary in dye chemistry for example halogen, in particular Cl, OH, C1-C4alkoxy, acyloxy, for example acetoxy, C1-C4alkyl, SO3H, COOH.
- Alkyl preferably stands for optionally substituted C1-C Alkyl alkyl, aryl, preferably for optionally substituted phenyl and aralkyl preferably for optionally substituted benzyl.
- the dyes are prepared in a known manner by coupling diazotized azo dyes of the formula with coupling components of the formula
- the dyes are generally used in the form of their salts for dyeing, in particular the alkali salts (Li, Na, K), the ammonium salts, mono-, bis- or tris-C2-C4-alkyl-ammonium salts, in particular also the C2-C4- Alkanol-ammonium salts.
- alkali salts Li, Na, K
- ammonium salts mono-, bis- or tris-C2-C4-alkyl-ammonium salts, in particular also the C2-C4- Alkanol-ammonium salts.
- Preferred ammonium salts are those with the cation wherein R5 H, C1-C4-alkyl, optionally substituted by OH or hydroxy-C1-C4-alkoxy, in particular CH3, C2H5, CH2-CH2-OH, CH2-CH2OCH3, CH2-CH2-OCH2-CH2OH, R6 C1-C4-hydroxyalkyl, C1-C4-hydroxyalkoxy-alkyl, in particular CH2-CH2-OH, CH2-CH2OCH3, CH2-CH2-OCH2-CH2-OH.
- the radicals R5 can be the same or different.
- the dyes can also be used as concentrated, aqueous solutions.
- the blue paper dyeings obtained are notable for good light and wet fastness (bleeding fastness) as well as fastness to acid, alkali and alum. Attention should also be drawn to the brilliance and clarity of the color tones. Furthermore, the combination behavior with suitable dyes is very good.
- a desiccant consisting of 60% wood pulp and 40% unbleached sulfite pulp is beaten in the Dutch and ground to a degree of grinding of 40 ° SR so that the dryness is slightly above 2.5%, and then adjusted to 2.5% dryness of the thick matter with water .
- bleached sulfite pulp is used to produce the thick stock and this thick stock is used for dyeing, blue paper dyeings and practically dye-free waste water are obtained by the above-mentioned processes.
Landscapes
- Paper (AREA)
- Coloring (AREA)
Abstract
Farbstoffe der Formel <IMAGE> mit den in der Beschreibung genannten Substituentenbedeutungen eignen sich hervorragend zum Färben von Papier. Sie liefern licht- und naßechte blaue Färbungen.Dyes of the formula <IMAGE> with the substituent meanings given in the description are outstandingly suitable for dyeing paper. They provide light and wet-fast blue dyeings.
Description
Gegenstand der vorliegenden Erfindung ist ein Verfahren zum Färben von Papier, das dadurch gekennzeichnet ist, daß man Farbstoffe der Formel
X = H, OH, C₁-C₄-Alkoxy oder -NHR₃
R₁ = H, C₁-C₄-Alkyl
R₂, R₃ = H, Alkyl, Alkylcarbonyl, Alkylsulfonyl, Aryl, Arylcarbonyl, Arylsulfonyl Aralkyl, Aralkylcarbonyl oder Aminocarbonyl.The present invention relates to a process for dyeing paper, which is characterized in that dyes of the formula
X = H, OH, C₁-C₄ alkoxy or -NHR₃
R₁ = H, C₁-C₄ alkyl
R₂, R₃ = H, alkyl, alkylcarbonyl, alkylsulfonyl, aryl, arylcarbonyl, arylsulfonyl aralkyl, aralkylcarbonyl or aminocarbonyl.
Die genannten Substiuenten können ihrerseits durch in der Farbstoffchemie übliche Substituenten substituiert sein, beispielsweise Halogen, inbesondere Cl, OH, C₁-C₄-Alkoxy, Acyloxy, beispielsweise Acetoxy, C₁-C₄-Alkyl, SO₃H, COOH.Said substituents can in turn be substituted by substituents customary in dye chemistry, for example halogen, in particular Cl, OH, C₁-C₄alkoxy, acyloxy, for example acetoxy, C₁-C₄alkyl, SO₃H, COOH.
Alkyl steht vorzugsweise für gegebenenfalls substituiertes C₁-C₄-Alkyl, Aryl, vorzugsweise für gegebenenfalls substituiertes Phenyl und Aralkyl vorzugsweise für gegebenenfalls substituiertes Benzyl.Alkyl preferably stands for optionally substituted C₁-C Alkyl alkyl, aryl, preferably for optionally substituted phenyl and aralkyl preferably for optionally substituted benzyl.
Bevorzugte Farbstoffe I sind ganz generell solche mit
R₁ = H, C₁-C₄-Alkyl
R₂, R₃ = H, C₁-C₄-Alkyl, C₁-C₄-Alkylcarbonyl, C₁-C₄-Alkylsulfonyl, Aminocarbonyl, Phenylcarbonyl, Phenyl, Phenylsulfonyl, Benzylcarbonyl,
wobei die Phenylringe auch durch SO₃H oder COOH substituiert sein können,
X = H, C₁-C₂-Alkoxy, -NHR₃, OH
wobei die Farbstoffe mindestens 3 Sulfogruppen in den Naphthalinringen aufweisen.Preferred dyes I are generally those with
R₁ = H, C₁-C₄ alkyl
R₂, R₃ = H, C₁-C₄-alkyl, C₁-C₄-alkylcarbonyl, C₁-C₄-alkylsulfonyl, aminocarbonyl, phenylcarbonyl, phenyl, phenylsulfonyl, benzylcarbonyl,
the phenyl rings can also be substituted by SO₃H or COOH,
X = H, C₁-C₂ alkoxy, -NHR₃, OH
wherein the dyes have at least 3 sulfo groups in the naphthalene rings.
Bevorzugte Farbstoffe sind weiterhin solche der Formeln
R₁ - R₃ die in Formel I angegebene Bedeutung haben,
wobei
R₁ vorzugsweise = H oder CH₃
R₂, R₃ vorzugsweise = H, COCH₃, COC₆H₅, C₆H₅
und worin
R₄ = OH, OCH₃, OC₂H₅.Preferred dyes are also those of the formulas
R₁ - R₃ have the meaning given in formula I,
in which
R₁ preferably = H or CH₃
R₂, R₃ preferably = H, COCH₃, COC₆H₅, C₆H₅
and in what
R₄ = OH, OCH₃, OC₂H₅.
Die Herstellung der Farbstoffe erfolgt in bekannter Weise durch Kupplung diazotierter Azofarbstoffe der Formel
Für den Fall daß X = NH₂ verwendet man bei der Herstellung zweckmäßigerweise die entsprechenden Verbindungen V mit X = Acylamino, insbesondere -NHCOCH₃ und verseift nach erfolgter Kupplung.In the event that X = NH₂ used appropriately in the preparation of the corresponding compounds V with X = acylamino, in particular -NHCOCH₃ and saponified after coupling.
Die Farbstoffe werden im allgemeinen in Form ihrer Salze zum Färben eingesetzt, insbesondere der Alkalisalze (Li, Na, K), der Ammoniumsalze, Mono-, Bis- oder Tris-C₂-C₄-alkyl-ammoniumsalze, insbesondere auch der C₂-C₄-Alkanol-ammoniumsalze.The dyes are generally used in the form of their salts for dyeing, in particular the alkali salts (Li, Na, K), the ammonium salts, mono-, bis- or tris-C₂-C₄-alkyl-ammonium salts, in particular also the C₂-C₄- Alkanol-ammonium salts.
Bevorzugte Ammoniumsalze sind dabei solche mit dem Kation
R₅ H, C₁-C₄-Alkyl, gegebenenfalls substituiert durch OH oder Hydroxy-C₁-C₄-alkoxy, insbesondere CH₃, C₂H₅, CH₂-CH₂-OH, CH₂-CH₂OCH₃, CH₂-CH₂-OCH₂-CH₂OH,
R₆ C₁-C₄-Hydroxyalkyl, C₁-C₄-Hydroxyalkoxy-alkyl, insbesondere CH₂-CH₂-OH, CH₂-CH₂OCH₃, CH₂-CH₂-OCH₂-CH₂-OH.Preferred ammonium salts are those with the cation
R₅ H, C₁-C₄-alkyl, optionally substituted by OH or hydroxy-C₁-C₄-alkoxy, in particular CH₃, C₂H₅, CH₂-CH₂-OH, CH₂-CH₂OCH₃, CH₂-CH₂-OCH₂-CH₂OH,
R₆ C₁-C₄-hydroxyalkyl, C₁-C₄-hydroxyalkoxy-alkyl, in particular CH₂-CH₂-OH, CH₂-CH₂OCH₃, CH₂-CH₂-OCH₂-CH₂-OH.
Die Reste R₅ können dabei gleich oder verschieden sein.The radicals R₅ can be the same or different.
Die Farbstoffe können auch als konzentrierte, wäßrige Lösungen eingesetzt werden.The dyes can also be used as concentrated, aqueous solutions.
Sie können nach allen in der Papierindustrie für substantive Farbstoffe gebräuchlichen Verfahren eingesetzt werden, insbesondere in der Masse- wie in der Oberflächenfärbung von Papier für geleimte und ungeleimte Sorten, ausgehend von gebleichten oder ungebleichten Zellstoff verschiedender Provenienz wie Nadel- oder Laubholz-sulfit und/oder -Sulfat-Zellstoff.They can be used according to all processes used in the paper industry for substantive dyes, especially in the mass and surface coloring of paper for sized and unsized varieties, based on bleached or unbleached pulp of different provenances such as softwood or hardwood sulfite and / or -Sulfate pulp.
Die erhaltenen blauen Papierfärbungen zeichnen sich durch gute Licht- und Naßechtheit (Ausblutechtheit) sowie Säure-, Alkali- und Alaun-Echtheit aus. Auch auf die Brillanz und Klarheit der Farbtöne ist hinzuweisen. Ferner ist das Kombinationsverhalten mit geeigneten Farbstoffen sehr gut.The blue paper dyeings obtained are notable for good light and wet fastness (bleeding fastness) as well as fastness to acid, alkali and alum. Attention should also be drawn to the brilliance and clarity of the color tones. Furthermore, the combination behavior with suitable dyes is very good.
Ein aus 60 % Holzschliff und 40 % ungebleichtem Sulfitzellstoff bestehender Trockenstoff wird im Holländer angeschlagen und bis zum Mahlgrad 40° SR gemahlen, so daß der Trockengehalt etwas über 2,5 % liegt, und anschließend mit Wasser auf 2,5 % Trockengehalt des Dickstoffs eingestellt.A desiccant consisting of 60% wood pulp and 40% unbleached sulfite pulp is beaten in the Dutch and ground to a degree of grinding of 40 ° SR so that the dryness is slightly above 2.5%, and then adjusted to 2.5% dryness of the thick matter with water .
200 Teile dieses Dickstoffs werden mit 5 Teilen einer 0,5 %igen wässrigen Lösung des Farbstoffs der Formel
Beim Färben ungeleimter Papiermasse unter sonst gleichen Färbebedingungen erhält man ebenfalls eine kräftige blaue Färbung mit praktisch farbstoffreiem Abwasser.When dyeing unsized paper pulp under otherwise identical dyeing conditions, a strong blue dyeing with practically dye-free waste water is also obtained.
Verwendet man gebleichten Sulfitzellstoff zur Herstellung des Dickstoffs und setzt diesen Dickstoff zur Färbung ein, so erhält man nach den oben angegebenen Verfahren blaue Papierfärbungen und praktisch farbstofffreies Abwasser.If bleached sulfite pulp is used to produce the thick stock and this thick stock is used for dyeing, blue paper dyeings and practically dye-free waste water are obtained by the above-mentioned processes.
Verwendet man an Stelle des in Beispiel A genannten Farbstoffs die folgenden Farbstoffe (2) bis (73), so erhält man ebenfalls blaue Papierfärbungen mit praktisch farbstoffreiem Abwasser.
Claims (4)
X = H, OH, C₁-C₄-Alkoxy oder -NHR₃
R₁ = H, C₁-C₄-Alkyl
R₂, R₃ = H, Alkyl, Alkylcarbonyl, Alkylsulfonyl, Aryl, Arylcarbonyl, Arylsulfonyl, Aralkyl, Aralkylcarbonyl oder Aminocarbonyl.1. A method for dyeing paper, characterized in that dyes of the formula
X = H, OH, C₁-C₄ alkoxy or -NHR₃
R₁ = H, C₁-C₄ alkyl
R₂, R₃ = H, alkyl, alkylcarbonyl, alkylsulfonyl, aryl, arylcarbonyl, arylsulfonyl, aralkyl, aralkylcarbonyl or aminocarbonyl.
R₁ = H, C₁-C₄-Alkyl
R₂, R₃ = H, C₁-C₄-Alkyl, C₁-C₄-Alkylcarbonyl, C₁-C₄-Alkylsulfonyl, Aminocarbonyl, Phenylcarbonyl, Phenyl, Phenylsulfonyl, Benzylcarbonyl,
wobei die Phenylringe durch SO₃H oder COOH substituiert sein können.
X = H, C₁-C₂-Alkoxy, -NHR₃,
wobei die Farbstoffe mindestens 3 Sulfogruppen in den Naphthalinringen aufweisen.2. The method according to claim 1, characterized by the use of dyes fen of the formula of claim 1 with
R₁ = H, C₁-C₄ alkyl
R₂, R₃ = H, C₁-C₄-alkyl, C₁-C₄-alkylcarbonyl, C₁-C₄-alkylsulfonyl, aminocarbonyl, phenylcarbonyl, phenyl, phenylsulfonyl, benzylcarbonyl,
the phenyl rings can be substituted by SO₃H or COOH.
X = H, C₁-C₂ alkoxy, -NHR₃,
wherein the dyes have at least 3 sulfo groups in the naphthalene rings.
und
and
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE3910923A DE3910923A1 (en) | 1989-04-05 | 1989-04-05 | METHOD FOR DYING PAPER |
DE3910923 | 1989-04-05 |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0391170A1 true EP0391170A1 (en) | 1990-10-10 |
EP0391170B1 EP0391170B1 (en) | 1993-11-10 |
Family
ID=6377860
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP90105512A Expired - Lifetime EP0391170B1 (en) | 1989-04-05 | 1990-03-23 | Process for dyeing paper |
Country Status (5)
Country | Link |
---|---|
US (1) | US5034017A (en) |
EP (1) | EP0391170B1 (en) |
JP (1) | JPH02289198A (en) |
DD (1) | DD299326A5 (en) |
DE (2) | DE3910923A1 (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0831131A1 (en) * | 1996-09-23 | 1998-03-25 | Bayer Ag | Process for dyeing cellulosic materials with disazo-dyestuffs |
EP0992544A1 (en) * | 1998-10-07 | 2000-04-12 | Bayer Ag | Disazo-dyestuffs |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE59208643D1 (en) * | 1991-09-26 | 1997-07-31 | Ciba Geigy Ag | Process for dyeing paper with disazo dyes |
US5198022A (en) * | 1991-10-25 | 1993-03-30 | Lexmark International, Inc. | Waterfast dye and aqueous ink |
JP5322463B2 (en) * | 2008-03-11 | 2013-10-23 | 公立大学法人大阪府立大学 | Azo dichroic dye |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR456232A (en) * | 1912-06-12 | 1913-08-20 | Societe Leopold Cassella & C G M B H | Process for the preparation of trisazo dyes |
DE3616128A1 (en) * | 1985-05-14 | 1986-11-20 | Canon Inc. | DISAZO DYES AND RECORDING LIQUIDS CONTAINING THEM |
EP0289458A2 (en) * | 1987-04-27 | 1988-11-02 | Ciba-Geigy Ag | Anionic disazo dyes |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH07119378B2 (en) * | 1989-01-27 | 1995-12-20 | キヤノン株式会社 | Recording liquid and ink jet recording method using the same |
-
1989
- 1989-04-05 DE DE3910923A patent/DE3910923A1/en not_active Withdrawn
-
1990
- 1990-03-21 US US07/497,371 patent/US5034017A/en not_active Expired - Lifetime
- 1990-03-23 EP EP90105512A patent/EP0391170B1/en not_active Expired - Lifetime
- 1990-03-23 DE DE90105512T patent/DE59003396D1/en not_active Expired - Fee Related
- 1990-03-29 JP JP2079081A patent/JPH02289198A/en active Pending
- 1990-04-04 DD DD90339432A patent/DD299326A5/en not_active IP Right Cessation
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR456232A (en) * | 1912-06-12 | 1913-08-20 | Societe Leopold Cassella & C G M B H | Process for the preparation of trisazo dyes |
DE3616128A1 (en) * | 1985-05-14 | 1986-11-20 | Canon Inc. | DISAZO DYES AND RECORDING LIQUIDS CONTAINING THEM |
EP0289458A2 (en) * | 1987-04-27 | 1988-11-02 | Ciba-Geigy Ag | Anionic disazo dyes |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0831131A1 (en) * | 1996-09-23 | 1998-03-25 | Bayer Ag | Process for dyeing cellulosic materials with disazo-dyestuffs |
US5883234A (en) * | 1996-09-23 | 1999-03-16 | Bayer Aktiengesellschaft | Process for dyeing cellulosic materials with disazo dyestuffs |
EP0992544A1 (en) * | 1998-10-07 | 2000-04-12 | Bayer Ag | Disazo-dyestuffs |
Also Published As
Publication number | Publication date |
---|---|
DE3910923A1 (en) | 1990-10-11 |
EP0391170B1 (en) | 1993-11-10 |
US5034017A (en) | 1991-07-23 |
DE59003396D1 (en) | 1993-12-16 |
JPH02289198A (en) | 1990-11-29 |
DD299326A5 (en) | 1992-04-09 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
DE2151795C3 (en) | Water-soluble 2-phenylbenzothiazole monoazo dyes and their use | |
DE1768884C3 (en) | Durable, concentrated aqueous true solutions of metal-free direct dyes | |
DE1644313A1 (en) | Monoazo dyes and process for their preparation | |
EP0301350B1 (en) | Disazo dyes | |
EP0391170B1 (en) | Process for dyeing paper | |
EP0919596B1 (en) | Disazo dyes | |
CH619477A5 (en) | ||
DE2810246A1 (en) | AZO COMPOUNDS AND PROCESS FOR THEIR PRODUCTION | |
DE2142947C3 (en) | Water-soluble 2-phenylbenzothiazole monoazo dyes and their use for dyeing paper | |
EP0075773B1 (en) | Dyestuffs, their preparation and their use | |
EP0696619A1 (en) | Process for dyeing of paper | |
DE3011704A1 (en) | TRISAZO, TRI OR TETRASULPHONIC ACID COMPOUNDS | |
EP0851004B1 (en) | Disazo dyestuffs for dyeing materials containing cellulose | |
EP0043792B1 (en) | Dyeing paper | |
EP0013750A1 (en) | Tris- or tetrakisazo stilbene dyestuffs and their use in dyeing cellulose-containing materials | |
EP0051785B1 (en) | Use of complex copper dyestuffs for dyeing paper | |
DE69707122T2 (en) | BASIC MONOAZO COMPOUNDS | |
DE3041838A1 (en) | Dyeing paper with 2,1-benzoisothiazole sulphonic acid azo dyestuff - giving brilliant light-fast dyeing | |
EP0459259B1 (en) | Disazo dyes | |
DE4337181A1 (en) | Disazo dyes from the stilbene series | |
CH614458A5 (en) | Process for preparing new anionic disazo compounds | |
DE3133360C2 (en) | ||
DE19500203A1 (en) | Asymmetrical tetrakis:azo dyes useful for dyeing esp. wood-contg. paper | |
EP0780447B1 (en) | Aqueous dye solutions | |
DE548393C (en) | Process for the preparation of monoazo dyes |
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 |
|
17P | Request for examination filed |
Effective date: 19900323 |
|
AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): CH DE FR GB LI |
|
17Q | First examination report despatched |
Effective date: 19920824 |
|
GRAA | (expected) grant |
Free format text: ORIGINAL CODE: 0009210 |
|
AK | Designated contracting states |
Kind code of ref document: B1 Designated state(s): CH DE FR GB LI |
|
REF | Corresponds to: |
Ref document number: 59003396 Country of ref document: DE Date of ref document: 19931216 |
|
GBT | Gb: translation of ep patent filed (gb section 77(6)(a)/1977) |
Effective date: 19931124 |
|
ET | Fr: translation filed | ||
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 | ||
REG | Reference to a national code |
Ref country code: GB Ref legal event code: IF02 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: DE Payment date: 20030213 Year of fee payment: 14 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: CH Payment date: 20030306 Year of fee payment: 14 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: GB Payment date: 20030319 Year of fee payment: 14 Ref country code: FR Payment date: 20030319 Year of fee payment: 14 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: GB Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20040323 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: LI Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20040331 Ref country code: CH Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20040331 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: DE Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20041001 |
|
GBPC | Gb: european patent ceased through non-payment of renewal fee |
Effective date: 20040323 |
|
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: FR Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20041130 |
|
REG | Reference to a national code |
Ref country code: FR Ref legal event code: ST |