CN1671806A - Ink - Google Patents

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Publication number
CN1671806A
CN1671806A CN 03817918 CN03817918A CN1671806A CN 1671806 A CN1671806 A CN 1671806A CN 03817918 CN03817918 CN 03817918 CN 03817918 A CN03817918 A CN 03817918A CN 1671806 A CN1671806 A CN 1671806A
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CN
China
Prior art keywords
ink
water
organic solvent
paper
compound
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.)
Pending
Application number
CN 03817918
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Chinese (zh)
Inventor
G·赖特
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
EFFSIA Co Ltd
Avecia Ltd
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EFFSIA Co Ltd
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Publication date
Priority claimed from GB0217446A external-priority patent/GB0217446D0/en
Application filed by EFFSIA Co Ltd filed Critical EFFSIA Co Ltd
Publication of CN1671806A publication Critical patent/CN1671806A/en
Pending legal-status Critical Current

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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00—Inks
    • C09D11/30—Inkjet printing inks
    • C09D11/32—Inkjet printing inks characterised by colouring agents
    • C09D11/328—Inkjet printing inks characterised by colouring agents characterised by dyes
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B45/00—Complex metal compounds of azo dyes
    • C09B45/34—Preparation from o-monohydroxy azo compounds having in the o'-position an atom or functional group other than hydroxyl, alkoxy, carboxyl, amino or keto groups

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Inks, Pencil-Leads, Or Crayons (AREA)
  • Ink Jet Recording Methods And Recording Media Thereof (AREA)
  • Ink Jet (AREA)

Abstract

An ink comprising: (c) a metal chelate compound of Formula (I) or salt thereof, wherein M is nickel; and (b) a liquid medium. The inks are useful for ink jet printers.

Description

Ink
The present invention relates to ink and the application in spray ink Printing (" IJP ") thereof.IJP is a kind of non-impact printing technique, and wherein ink droplet to base material, and need not to make nozzle to contact with base material through thin nozzle ejection.
The ink that is used for IJP there are many performance requriementss.For example require them to provide to have excellent water tolerance, clear, the non-penniform image of photostabilization and optical density (OD).This in the time of on being administered to base material, often require ink rapid drying, defile preventing, but they should not form duricrust at the tip of ink nozzle, because can stop printer work.Ink also should be stable when standing storage, does not decompose or formation can be stopped up the precipitation of thin nozzle.
WO 01/48090 relates to the metal chelation azo compound that comprises naphthol component and some heterocyclic group.WO 01/48090 does not disclose this compound and is further replaced by triazole ring and be used for ink set.
According to a first aspect of the invention, provide a kind of ink, it comprises:
(a) metal chelate compound of formula (1) or its salt, wherein M is a nickel;
Formula (1)
(b) liquid medium.
The ink that especially preferably comprises formula (1) compound is a magenta.
Comprised typographical display that the ink of formula (1) compound the provides photostabilization of height, good resistance to oxidation gas such as the performance and the good optical density of ozone is during especially for spray ink Printing.According to ink of the present invention also is highly soluble, when this is used for ink-jet printer at the ink that comprises above-claimed cpd, can improve processing property, reduces crust and spray nozzle clogging.
The compound of special preferred formula (1) is the form of sodium, lithium, potassium, ammonium or substituted ammonium salt, because we are when finding when joining ink-jet printing ink in, the ink that these salt provide demonstrates photostabilization highly.
The tautomer that also comprises its tautomer, particularly triazole ring according to metal chelate compound or its salt of formula of the present invention (1) and the ink that comprises formula (1) compound.
Available known technology is converted into salt with the compound of formula (1).For example, can be dissolved in the water by an alkali metal salt and make this solution an alkali metal salt of compound is converted into the salt that contains ammonia or amine through the ion exchange resin column of suitable modification with dyestuff.
Can and preferably before joining the ink that is used for spray ink Printing, carry out purifying according to ink of the present invention, to remove undesirable impurity.Can use routine techniques to carry out purifying, for example ultrafiltration, reverse osmosis and/or dialysis.
Liquid medium preferably includes:
(i) water;
The (ii) mixture of water and organic solvent; Or
(iii) water-free organic solvent.
The parts by weight of component in the ink (a) are preferably 0.01-30, and more preferably 0.1-20 is in particular 0.5-15, and are more particularly 1-5 part.The parts by weight of component (b) are preferably 99.99-70, and more preferably 99.9-80 is in particular 99.5-85, and are more particularly 99-95 part.(a)+(b) umber is 100, and is weight part at all umbers that this mentions.
Preferred ingredient (a) is dissolved in the component (b) fully.The solubleness of preferred 20 ℃ of following components (a) in component (b) is at least 10%.This allows preparation to can be used for preparing the enriched material of rarer ink, and if reduce when the liquid medium evaporation takes place the possibility of the compound precipitation of component (a) in the ink between the shelf lives.
When liquid medium comprised the mixture of water and organic solvent, the weight ratio of water and organic solvent was preferably 99: 1-1: 99, more preferably 99: 1-50: 50, and be in particular 95: 5-80: 20.
The organic solvent that preferably is present in the mixture of water and organic solvent is the mixture of water miscibility organic solvent or this solvent.Preferred water miscibility organic solvent comprises C 1-6-alkanol, particular methanol, ethanol, n-propyl alcohol, Virahol, propyl carbinol, sec-butyl alcohol, the trimethyl carbinol, Pentyl alcohol, cyclopentanol and hexalin; The straight chain acid amides, preferred dimethyl formamide or N,N-DIMETHYLACETAMIDE; Ketone and keto-alcohol, preferred acetone, methylethylketone, pimelinketone and diacetone alcohol; Water miscibility ether, preferred tetrahydrofuran (THF) is with diox; Glycol preferably contains the glycol of 2-12 carbon atom, and for example 1,5-pentanediol, ethylene glycol, propylene glycol, butyleneglycol, pentanediol, hexylene glycol and thiodiglycol and oligomeric and polyalkylene glycol, preferred glycol ether, triglycol, polyoxyethylene glycol and polypropylene glycol; Triol, preferably glycerine and 1,2,6-hexanetriol; List-the C of glycol 1,4-alkyl oxide preferably contains the list-C of the glycol of 2-12 carbon atom 1,4-alkyl oxide is in particular 2-methyl cellosolve, 2-(2-methoxy ethoxy) ethanol, 2-(2-ethoxy ethoxy) ethanol, 2-[2-(2-methoxy ethoxy) oxyethyl group] ethanol, 2-[2-(2-ethoxy ethoxy) oxyethyl group] ethanol and ethylene glycol monoallyl ether; Cyclic amide, preferred 2-Pyrrolidone, N-N-methyl-2-2-pyrrolidone N-, N-ethyl-2-pyrrolidone, hexanolactam and 1,3-methylimidazole alkane ketone; Cyclic ester, preferred caprolactone; Sulfoxide, preferred methyl-sulphoxide and tetramethylene sulfone.Preferred liquid medium comprises water and 2 kinds or multiple, particularly 2-8 kind water miscibility organic solvent.
Particularly preferred water miscibility organic solvent is a cyclic amide, is in particular 2-Pyrrolidone, N-methyl-pyrrolidone and N-ethyl-pyrrolidone; Glycol is in particular 1,5-pentanediol, ethylene glycol, thiodiglycol, glycol ether and triglycol; And the list-C of glycol 1,4-alkyl oxide and C 1,4-alkyl oxide more preferably contains the list-C of the glycol of 2-12 carbon atom 1,4-alkyl oxide is in particular 2-methoxyl group-2-oxyethyl group-cellosolvo.
When liquid medium comprised the organic solvent of not moisture (being that water-content is less than 1wt%), the boiling point of this solvent was preferably 30-200 ℃, more preferably 40-150 ℃, was in particular 50-125 ℃.This organic solvent can be the mixture of water-insoluble, water miscibility or these solvents.Preferred water miscibility organic solvent is any above-mentioned water miscibility organic solvent and composition thereof.Preferred water unmixability solvent comprises for example aliphatic hydrocarbon; Ester, ethyl acetate; Hydrochloric ether, preferred CH 2Cl 2And ether, preferred ether; And composition thereof.
When liquid medium comprised water-insoluble organic solvents, preferably it comprised polar solvent, because this can strengthen the solvability of metal chelate compound in liquid medium.The example of polar solvent comprises C 1,4-alcohol.When especially preferably wherein liquid medium was water-free organic solvent in above-mentioned example, it comprised ketone (particularly methylethylketone) and/or alcohol (C particularly 1,4-alkanol is as ethanol or propyl alcohol).
Water-free organic solvent can be the mixture of single organic solvent or two or more organic solvents.When medium was water-free organic solvent, it was preferably the mixture of 2-5 kind different organic solvents.The medium that allows selection to provide good control to the drying property and the stability in storage of ink.
The ink medium that comprises water-free organic solvent is requiring fast drying time and particularly ought be printed on hydrophobic and non-absorbability base material, for example plastics, metal and be useful especially when on glass.
Particularly preferred ink comprises:
(i) compound or its salt of the formula of 1-10 part (1) altogether;
(ii) 2-60 part, the more preferably water-miscible organic solvent of 5-40 part; With
(iii) 30-97 part, more preferably 40-85 part water;
Wherein all umbers be weight part and umber (i)+(ii)+(iii) and=100.
Liquid medium in ink comprises the mixture of water and organic solvent; Or during water-free organic solvent, the component of ink (i) can comprise the compound or its salt of formula (1), as mentioned above.
The fusing point of preferred low melting point solid dielectric is 60-125 ℃.Suitable low melting point solid comprises longer chain fatty acid or alcohol, preferably contains C 18-24Those of chain and sulphonamide.The compound of formula (1) may be dissolved in the low melting point solid or can be scattered in wherein well.
Also can comprise the annexing ingredient that is usually used in the ink-jet printing ink according to ink of the present invention, for example viscosity and surface tension modifier, stopping agent, biocides, kogation disappear additive, reduce anti wrinkling agent and the ion or the nonionogenic tenside of curl.
The pH of ink is preferably 4-11, more preferably 7-10.
The viscosity of 25 ℃ of following inks is more preferably less than 20cP preferably less than 50cP, particularly less than 5cP.
A second aspect of the present invention is provided at the method for print image on the base material, comprises by the ink of ink-jet printer with first aspect present invention being applied on the base material.Preferred ink that is used for this method and above identical about described in the first aspect present invention.
Ink-jet printer preferably is applied in ink on the base material with the form of drop, and drop is ejected on the base material via aperture.Preferred ink-jet printer is piezoelectric inkjet printer and thermal ink jet printers.In thermal ink jet printers, the resistor by adjacent bores is applied to the thermal pulse of programming on the ink in the store holder, and the initiation ink sprays to base material with the form of small droplets during the relatively moving of base material and aperture thus.In piezoelectric inkjet printer, the vibration of small-crystalline causes ink and penetrates from aperture.
Base material is preferably paper, plastics, fabric, metal or glass, more preferably paper, overhead projector's lantern slide or textile material, particularly paper.
Preferred paper is common paper or converted paper with acid, alkali or neutral feature.The example of commercially available paper comprises Hewlett-Packard's high-quality enamelled paper (HP Premium Coated Paper), Hewlett-Packard's printing paper (HPPhotopaper) (providing) by Hewlett-Packard, Stylus Pro 720dpi overlay paper, Epson light face photo paper (Epson Photo Quality Glossy Film), Epson glossy paper (EpsonPhoto Quality Glossy Paper) (company provides by Seiko Epson), the HR of Canon 101 high resolving power paper (Canon HR 101 High Resolution Paper), the GP of Canon 201 glossy papers (Canon GP 201 Glossy Paper), the HG of Canon 101 high light face photo papers (Canon HG101 High Glossy Film) (providing) by Canon Inc., nearly sharp firm ancient paper (WigginsConqueror paper) (providing) by Wiggins Teape Ltd, Xerox's acidic paper and Xerox's alkalescence paper (Xerox Acid Paper and Xerox Alkaline Paper), Xerox's acidic paper (XeroxAcid Paper) (providing) by Xerox.
A third aspect of the present invention provides the ink of using first aspect present invention or the base material of printing by the method for a second aspect of the present invention, is preferably paper, overhead projector's lantern slide or textile material.
According to a forth aspect of the invention, provide the ink jet printer cartridge that comprises chamber and ink, its ink inside is present in the chamber and as first aspect present invention and defines.
According to a fifth aspect of the invention, provide the ink-jet printer that comprises ink jet printer cartridge, wherein ink jet printer cartridge such as fourth aspect present invention define.
Further illustrate the present invention by the following example, except as otherwise noted, wherein all umbers and per-cent all are by weight.
Embodiment 1
M is the compound (1) of nickel
Figure A0381791800071
Compound (1)
Step (a): preparation 2-acetoxyl group naphthalene-3,6-disulfonic acid
(350ml 3.8mol) is added drop-wise to 2 hydroxy naphthalene-3, and (87g is in N,N-dimethylacetamide 0.25mol) (350ml) solution for the 6-disulfonic acid disodium salt with diacetyl oxide.Reaction mixture was stirred 24 hours down at 125 ℃, be cooled to room temperature, and join in the acetone (2500ml).Filtration product, (3 * 100ml) washings, drying obtains the coloured solid of 95.2g paste with acetone.
Step (b): preparation 3,6-two (4-carboxyl-phenyl sulfamoyl base)-2 hydroxy naphthalene
Reflux down POCl 3(50ml, (50g is 0.128mol) in the suspension of vinyl cyanide (250ml) 0.538mol) to be added drop-wise to the product of step (a).Reaction mixture was stirred 3 hours down at 70 ℃, and cooling joins in ice/water (4000ml), and (4 * 300ml) extract the naphthalene disulfonic acid chlorides with methylene dichloride.Use MgSO 4The dry extraction liquid that merges, reduction vaporization, and resistates is dissolved in the N,N-dimethylacetamide (400ml).(34.3g, 0.25mol), reaction mixture at room temperature stirs and spends the night, and joins then in the water (3000ml) to add the 4-benzaminic acid in above-mentioned solution.Use dense H subsequently 2SO 4PH is reduced to 0.5, and with ethyl acetate (4 * 300ml) extraction precipitation products.With the extraction liquid that 1N HCl (600ml) washing merges, use MgSO 4Drying, and reduction vaporization.Resistates is dissolved in the water (1000ml) that pH is 12 (2N NaOH), stirred 1 hour at 50-60 ℃ then.Allow solution cool off, pH is reduced to 4 with dense HCl, filtration product, drying obtains 41.5g brown solid (productive rate 53%).
Step (c):
With 3-amino 1,2, (1.28g 0.01mol) is suspended in the water (50ml) and adds 2M NaOH and pH is transferred to 8 makes its dissolving 4-triazole-5-formic acid hydrate.Add Sodium Nitrite (0.76g, 0.011mol) and stirred solution dissolve until Sodium Nitrite.
In 0-5 ℃ of mixture that this mixture is added drop-wise to refrigerative ice-water (30g) and dense HCl (3.0ml), mixture was stirred 30 minutes at 0-5 ℃ then, add thionamic acid then and remove excessive nitrous acid.To pH is that (5,42g 0.01mol) slowly adds azo suspension to 7-8 (2N NaOH) and the being cooled to product that is lower than 5 ℃ step (b) in the solution in water (100ml).Then with reaction mixture 0-5 ℃ of restir 1 hour, being acidified to pH with 2N HCl is 4 precipitated products, filters and collects.Wash product subsequently with water and dry in vacuum drier, obtain the 6.4g orange solids.
Step (d): preparation compound (1)
(1.38g, 0.0055mol) drips of solution in water (10ml) is added to the product of step (c) (5.0g 0.0073mol) is dissolved in the solution in the water (100ml) that pH is 7 (2N HCl) with Nickel diacetate tetrahydrate.Stirred reaction mixture is 2 hours at ambient temperature, uses SpectraPor film pipe dialysis (cutting off at molecular weight 3500 places) to low conductivity (＜100 μ s).Reduction vaporization obtains product, is black crystalline solid (6g).Mass spectroscopy finds that m/z is 1419.Require M +=1420.
Embodiment 2-ink
Can prepare the ink described in Table I and the II, wherein the described compound in the 1st hurdle is the compound of preparation among the embodiment 1.The past several the 2nd hurdle institute argument word is meant the umber of relevant composition, and all umbers are weight part.Ink can be printed by hot type or piezoelectric ink jet and be administered on the paper.
Used following abbreviation among Table I and the II:
The PG=propylene glycol
The DEG=glycol ether
The NMP=N-methyl-2-pyrrolidone
The DMK=dimethyl ketone
The IPA=Virahol
MEOH=methyl alcohol
The 2P=2-pyrrolidone
The MIBK=methyl iso-butyl ketone (MIBK)
P12=1, the 2-propylene glycol
BDL=2, the 3-butyleneglycol
CET=hexadecyl brometo de amonio
PHO=Na 2HPO 4With
The TBT=trimethyl carbinol
The TDG=thiodiglycol
Table I
Compound Dyestuff content Water ?PG ?DEG ?NMP ?DMK ??NaOH Sodium stearate ?IPA ?MEOH ?2P ?MIBK
?1 ?1 ?1 ?1 ?1 ?1 ?1 ?1 ?1 ?1 ?1 ?1 ?1 ?1 ?1 ?1 ?1 ?1 ?1 ?1 ?2.0 ?3.0 ?10.0 ?2.1 ?3.1 ?1.1 ?2.5 ?5 ?2.4 ?4.1 ?3.2 ?5.1 ?10.8 ?10.0 ?1.8 ?2.6 ?3.3 ?12.0 ?5.4 ?6.0 ?80 ?90 ?85 ?91 ?86 ?81 ?60 ?65 ?75 ?80 ?65 ?96 ?90 ?80 ?80 ?84 ?80 ?90 ?69 ?91 ?5 ?3 ?5 ?4 ?5 ?3 ?5 ?2 ?2 ?2 ?5 ?8 ?15 ?20 ?4 ?5 ?5 ?6 ?5 ?20 ?6 ?5 ?3 ?9 ?3 ?2 ?4 ?2 ?11 ?2 ?4 ?4 ?3 ?3 ?5 ?10 ?6 ?5 ?10 ?7 ?1 ??0.2 ??0.5 ??0.3 ?0.2 ?0.5 ?0.3 ?4 ?6 ?10 ?5 ?5 ?1 ?3 ?5 ?10 ?6 ?4 ?4 ?2 ?5 ?1 ?9 ?5 ?6 ?4 ?15 ?5 ?3 ?5 ?1 ?5 ?4 ?5 ?5 ?6 ?3
Table II
Compound Dyestuff content Water ?PG ?DEG ?NMP ?CET ?TBT ?TDG ?BDL ?PHO ?2P ?PI2
?1 ?1 ?1 ?1 ?1 ?1 ?1 ?1 ?1 ?1 ?1 ?1 ?1 ?1 ?1 ?1 ?1 ?1 ?1 ?1 ?3.0 ?9.0 ?1.5 ?2.5 ?3.1 ?0.9 ?8.0 ?4.0 ?2.2 ?10.0 ?9.0 ?5.0 ?5.4 ?2.1 ?2.0 ?2 ?5 ?8 ?10 ?10 ?80 ?90 ?85 ?90 ?82 ?85 ?90 ?70 ?75 ?91 ?76 ?78 ?86 ?70 ?90 ?88 ?78 ?70 ?80 ?80 ?15 ?5 ?4 ?4 ?5 ?5 ?2 ?5 ?5 ?6 ?8 ?10 ?5 ?10 ?10 ?9 ?11 ?5 ?10 ?10 ?4 ?5 ?4 ?3 ?6 ?7 ?7 ?5 ?5 ?8 ?0.2 ?0.15 ?0.3 ?0.1 ?5.0 ?3.0 ?0.2 ?0.2 ?0.3 ?0.1 ?10 ?12 ?15 ?8 ?5 ?1 ?2 ?5 ?1.2 ?0.12 ?0.2 ?0.95 ?0.1 ?5 ?4 ?6 ?3 ?5 ?6 ?7 ?5 ?5 ?5 ?12 ?5 ?6 ?11

Claims (8)

1. ink comprises:
(a) metal chelate compound of formula (1) or its salt, wherein M is a nickel;
Figure A038179180002C1
Formula (1)
(b) liquid medium.
2. according to the ink of claim 1, wherein liquid medium comprises the mixture of water and organic solvent.
3. according to the ink of claim 1 or 2, comprising:
(i) compound or its salt of 1-10 part formula (1);
(ii) 2-60 part water-miscible organic solvent; With
(iii) 30-97 part water;
Wherein all umbers be weight part and umber (i)+(ii)+(iii) and=100.
4. the method for print image on base material comprises by ink-jet printer and will be administered on the base material according to any one ink of claim 1-3.
5. use ink or the base material by according to the method for claim 4 print any one according to claim 1-3.
6. the ink jet printer cartridge that comprises chamber and ink, its ink inside be present in the chamber and ink in any one of the claim 1-3 definition.
7. the ink-jet printer that comprises ink jet printer cartridge, wherein ink jet printer cartridge as defined in claim 6.
8. basically at the described ink of this any embodiment of reference.
CN 03817918 2002-07-27 2003-05-16 Ink Pending CN1671806A (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
GB0217446A GB0217446D0 (en) 2002-07-27 2002-07-27 Composition use and process
GB0217446.4 2002-07-27
US41081002P 2002-09-16 2002-09-16
US60/410,810 2002-09-16

Publications (1)

Publication Number Publication Date
CN1671806A true CN1671806A (en) 2005-09-21

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Application Number Title Priority Date Filing Date
CN 03817918 Pending CN1671806A (en) 2002-07-27 2003-05-16 Ink

Country Status (6)

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EP (1) EP1532216A1 (en)
JP (1) JP2005533899A (en)
CN (1) CN1671806A (en)
AU (1) AU2003227942A1 (en)
MX (1) MXPA05000932A (en)
WO (1) WO2004011561A1 (en)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004011560A2 (en) * 2002-07-27 2004-02-05 Avecia Limited Processes, compositions and compounds
GB0305089D0 (en) 2003-03-06 2003-04-09 Avecia Ltd Composition, use and process
JP2006522196A (en) * 2003-03-06 2006-09-28 フジフィルム・イメイジング・カラランツ・リミテッド Magenta metal chelate dye and its use in ink jet printers
US7449500B2 (en) 2004-06-10 2008-11-11 Eastman Kodak Company Ink jet ink containing multimetallic polymeric colorants
US7119178B2 (en) 2004-06-10 2006-10-10 Eastman Kodak Company Multimetallic polymeric azo colorants

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP4300757B2 (en) * 2001-06-19 2009-07-22 三菱化学株式会社 Metal chelate dye for inkjet recording, aqueous inkjet recording liquid using the same, and inkjet recording method

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AU2003227942A1 (en) 2004-02-16
WO2004011561A1 (en) 2004-02-05
MXPA05000932A (en) 2005-07-22
JP2005533899A (en) 2005-11-10
EP1532216A1 (en) 2005-05-25
WO2004011561A8 (en) 2005-02-17

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