EP0183795A1 - Pigmentierte wässrige tintenzusammensetzungen und verfahren - Google Patents

Pigmentierte wässrige tintenzusammensetzungen und verfahren

Info

Publication number: EP0183795A1
Authority: EP; European Patent Office
Prior art keywords: pigment; predispersed; ink composition; ink; water
Prior art date: 1984-06-18
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 Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Withdrawn

Application number

EP19850902876

Other languages

English (en)

French (fr)

Inventor

Edward John Ferguson

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.)

Gillette Co LLC

Original Assignee

Gillette Co LLC

Priority date (The priority date 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 date listed.)

1984-06-18

Filing date

1985-05-23

Publication date

1986-06-11

1985-05-23 Application filed by Gillette Co LLC filed Critical Gillette Co LLC

1986-06-11 Publication of EP0183795A1 publication Critical patent/EP0183795A1/de

Status Withdrawn legal-status Critical Current

Links

239000000203 mixture Substances 0.000 title claims abstract description 26
238000000034 method Methods 0.000 title claims description 8
239000000049 pigment Substances 0.000 claims abstract description 56
229920000642 polymer Polymers 0.000 claims abstract description 23
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 20
239000011347 resin Substances 0.000 claims abstract description 14
229920005989 resin Polymers 0.000 claims abstract description 14
239000000463 material Substances 0.000 claims description 11
239000002245 particle Substances 0.000 claims description 8
239000006185 dispersion Substances 0.000 claims description 3
239000000243 solution Substances 0.000 claims 2
239000007864 aqueous solution Substances 0.000 claims 1
239000002075 main ingredient Substances 0.000 abstract 1
239000000976 ink Substances 0.000 description 39
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 6
238000002360 preparation method Methods 0.000 description 6
NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 4
XCJYREBRNVKWGJ-UHFFFAOYSA-N copper(II) phthalocyanine Chemical compound [Cu+2].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 XCJYREBRNVKWGJ-UHFFFAOYSA-N 0.000 description 4
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 3
-1 amine salt Chemical class 0.000 description 3
239000006229 carbon black Substances 0.000 description 3
239000000975 dye Substances 0.000 description 3
238000000227 grinding Methods 0.000 description 3
238000003801 milling Methods 0.000 description 3
IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 3
239000002904 solvent Substances 0.000 description 3
238000005406 washing Methods 0.000 description 3
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
IYHIFXGFKVJNBB-UHFFFAOYSA-N 5-chloro-2-[(2-hydroxynaphthalen-1-yl)diazenyl]-4-methylbenzenesulfonic acid Chemical compound C1=C(Cl)C(C)=CC(N=NC=2C3=CC=CC=C3C=CC=2O)=C1S(O)(=O)=O IYHIFXGFKVJNBB-UHFFFAOYSA-N 0.000 description 2
229920000178 Acrylic resin Polymers 0.000 description 2
239000004925 Acrylic resin Substances 0.000 description 2
KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
229920001213 Polysorbate 20 Polymers 0.000 description 2
GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
239000002253 acid Substances 0.000 description 2
239000000654 additive Substances 0.000 description 2
CBTVGIZVANVGBH-UHFFFAOYSA-N aminomethyl propanol Chemical compound CC(C)(N)CO CBTVGIZVANVGBH-UHFFFAOYSA-N 0.000 description 2
239000001055 blue pigment Substances 0.000 description 2
229920001577 copolymer Polymers 0.000 description 2
239000008367 deionised water Substances 0.000 description 2
229910021641 deionized water Inorganic materials 0.000 description 2
239000003599 detergent Substances 0.000 description 2
JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 2
239000004744 fabric Substances 0.000 description 2
238000011010 flushing procedure Methods 0.000 description 2
238000009472 formulation Methods 0.000 description 2
239000004615 ingredient Substances 0.000 description 2
238000002156 mixing Methods 0.000 description 2
229920000728 polyester Polymers 0.000 description 2
239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 description 2
235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 description 2
WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 2
239000000344 soap Substances 0.000 description 2
238000003860 storage Methods 0.000 description 2
239000000375 suspending agent Substances 0.000 description 2
UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 2
DTCCVIYSGXONHU-CJHDCQNGSA-N (z)-2-(2-phenylethenyl)but-2-enedioic acid Chemical compound OC(=O)\C=C(C(O)=O)\C=CC1=CC=CC=C1 DTCCVIYSGXONHU-CJHDCQNGSA-N 0.000 description 1
JOMNTHCQHJPVAZ-UHFFFAOYSA-N 2-methylpiperazine Chemical compound CC1CNCCN1 JOMNTHCQHJPVAZ-UHFFFAOYSA-N 0.000 description 1
RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
239000001856 Ethyl cellulose Substances 0.000 description 1
ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 description 1
PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
NRCMAYZCPIVABH-UHFFFAOYSA-N Quinacridone Chemical compound N1C2=CC=CC=C2C(=O)C2=C1C=C1C(=O)C3=CC=CC=C3NC1=C2 NRCMAYZCPIVABH-UHFFFAOYSA-N 0.000 description 1
KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 1
229920001800 Shellac Polymers 0.000 description 1
229920002125 Sokalan® Polymers 0.000 description 1
GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
230000002378 acidificating effect Effects 0.000 description 1
229920006243 acrylic copolymer Polymers 0.000 description 1
239000003513 alkali Substances 0.000 description 1
230000003113 alkalizing effect Effects 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
239000000908 ammonium hydroxide Substances 0.000 description 1
PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
150000004056 anthraquinones Chemical class 0.000 description 1
239000008346 aqueous phase Substances 0.000 description 1
239000002585 base Substances 0.000 description 1
QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 1
239000012964 benzotriazole Substances 0.000 description 1
229920001400 block copolymer Polymers 0.000 description 1
239000004202 carbamide Substances 0.000 description 1
150000001768 cations Chemical class 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
231100000045 chemical toxicity Toxicity 0.000 description 1
150000004696 coordination complex Chemical class 0.000 description 1
230000007797 corrosion Effects 0.000 description 1
238000005260 corrosion Methods 0.000 description 1
PPSZHCXTGRHULJ-UHFFFAOYSA-N dioxazine Chemical compound O1ON=CC=C1 PPSZHCXTGRHULJ-UHFFFAOYSA-N 0.000 description 1
238000001035 drying Methods 0.000 description 1
230000000694 effects Effects 0.000 description 1
235000019325 ethyl cellulose Nutrition 0.000 description 1
229920001249 ethyl cellulose Polymers 0.000 description 1
230000001747 exhibiting effect Effects 0.000 description 1
239000003000 extruded plastic Substances 0.000 description 1
239000000835 fiber Substances 0.000 description 1
239000012065 filter cake Substances 0.000 description 1
239000012530 fluid Substances 0.000 description 1
239000000417 fungicide Substances 0.000 description 1
150000002334 glycols Chemical class 0.000 description 1
239000003906 humectant Substances 0.000 description 1
230000002209 hydrophobic effect Effects 0.000 description 1
239000003112 inhibitor Substances 0.000 description 1
JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 1
239000007788 liquid Substances 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
238000012986 modification Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
239000002991 molded plastic Substances 0.000 description 1
239000000178 monomer Substances 0.000 description 1
230000007935 neutral effect Effects 0.000 description 1
239000012074 organic phase Substances 0.000 description 1
239000012860 organic pigment Substances 0.000 description 1
DPBLXKKOBLCELK-UHFFFAOYSA-N pentan-1-amine Chemical compound CCCCCN DPBLXKKOBLCELK-UHFFFAOYSA-N 0.000 description 1
239000004584 polyacrylic acid Substances 0.000 description 1
229920002689 polyvinyl acetate Polymers 0.000 description 1
239000011118 polyvinyl acetate Substances 0.000 description 1
239000000047 product Substances 0.000 description 1
QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 1
230000000717 retained effect Effects 0.000 description 1
238000005096 rolling process Methods 0.000 description 1
239000005060 rubber Substances 0.000 description 1
235000013874 shellac Nutrition 0.000 description 1
XNRNJIIJLOFJEK-UHFFFAOYSA-N sodium;1-oxidopyridine-2-thione Chemical compound [Na+].[O-]N1C=CC=CC1=S XNRNJIIJLOFJEK-UHFFFAOYSA-N 0.000 description 1
230000003381 solubilizing effect Effects 0.000 description 1
239000002195 soluble material Substances 0.000 description 1
238000001179 sorption measurement Methods 0.000 description 1
238000003756 stirring Methods 0.000 description 1
239000000126 substance Substances 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
229920001169 thermoplastic Polymers 0.000 description 1
239000004416 thermosoftening plastic Substances 0.000 description 1
239000002562 thickening agent Substances 0.000 description 1
JOUDBUYBGJYFFP-FOCLMDBBSA-N thioindigo Chemical compound S\1C2=CC=CC=C2C(=O)C/1=C1/C(=O)C2=CC=CC=C2S1 JOUDBUYBGJYFFP-FOCLMDBBSA-N 0.000 description 1
235000010215 titanium dioxide Nutrition 0.000 description 1
KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
229920002554 vinyl polymer Polymers 0.000 description 1
238000009736 wetting Methods 0.000 description 1
239000002023 wood Substances 0.000 description 1

Classifications

- 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
- C09D11/16—Writing inks

Definitions

a ' finely divided pigment component is maintained in a dispersed state in an aqueous ink composition by the use of a suspending agent comprising a water-soluble amine salt of a copolymer comprising 50 mol percent or more of a polymerizable hydrophobic monomer such as styrene along with less than 50 mol percent of acrylic acid or methacryli ⁇ acid.
a suspending agent comprising a water-soluble amine salt of a copolymer comprising 50 mol percent or more of a polymerizable hydrophobic monomer such as styrene along with less than 50 mol percent of acrylic acid or methacryli ⁇ acid.
the particulate predispersed pigment is formulated in an aqueous ink along with an alkaline material which solubilizes the resin or polymer encapsulating the pigment thus allowing the pigment to be dispersed into the ink vehicle with simple shear,
the alkaline material is selected to be absorbed into the paper or to volatilize after appli ⁇ cation of the ink to thereby cause the resin component of the predispersed pigment to become water-insoluble, resulting in a water-resistant writing trace.
Ink smudges on the skin or fabric stains can be removed, however, simply by aqueous washing with an alkaline detergent which redissolves the resin or polymer, per- mitting removal of the ink composition.
dry pigment may be ground into a resin solution on, for example, a sigma-blade dough mixer, starting with a highly viscous resin solution and later adding more solvent to form a paste of low viscosity which can easily be removed from the mixer.
a third method for the producti ⁇ a of predispersed pigments involves grinding in a suitable mixer an aqueous pigment filter cake with a liquid resin or a resin solution in the so-called flushing process to make the pigment leave the aqueous phase and enter into the organic phase, after which any surplus of water is decanted off and the remaining mass ground under vacuum to remove residual water and to get maximal grinding.
flushing catches the pigment before it has agglomerated into dry case- hardened particles , a process which once done cannot be undone.
Techniques for forming predispersed pigments for use in this invention are well known in the art and are described, inter alia, in U.S. Patents 2,649,382 and 3,925,096.
the resin or polymer to be employed in forming the predispersed pigments for use in this invention must be an alkali-soluble material which is insoluble in neutral or acidic water but which has carboxylic or other acid groups on the polymer chains which can be neutralized with amines or other bases to render the polymer water-soluble when the pre ⁇ dispersed pigment is stirred into water containing the alkalizing agent.
alkali-soluble polymers include, for example, polyacrylic acid; copolymers of acrylic acid with materials such as methacrylic acid; styrene; polyvinyl chloride-polyvinyl acetate copolymers; ethyl cellulose; block copolymers which have an ABA, (AB) X or (-AB)- arrangement of A (thermoplastic e.g. styrene) and B (rubbery e.g. butadiene) blocks; the glycerol ester of hydrogenated wood rosin, styrene-maleic acid copoly ⁇ mers, and modified shellacs.
polyacrylic acid copolymers of acrylic acid with materials such as methacrylic acid
styrene polyvinyl chloride-polyvinyl acetate copolymers
ethyl cellulose block copolymers which have an ABA, (AB) X or (-AB)- arrangement of A (thermo
the predispersion of the pigment into the polymer not only simplifies subsequent ink processing but also promotes the wetting of the pigment particles by the polymer in preference to other ingredients contained in the finished ink formulation. This is in contrast to those systems in which the pigment is dis ⁇ persed into an ink vehicle consisting of polymer, fluids, and additives in which all species are competing for adsorption onto the pigment surface. It is thought that the location of polymer at the pigment surface is responsible for both the improved waterfast-was able performance of these inks and the exceptional dispersion stability resulting from both the ionic nature of the polymer and the entropic effects of the polymer chains emanating from the polymer surface.
the predispersed pigments used in the practice of this invention may contain a broad range of proportion of pigment to polymer ranging from about 1:5 to about 5:1 by weight with optimum proportions depending upon the particular polymer used and the particle size and surface properties of the pigment employed.
the polymer component is CARBOSET XL-44, manufactured by B. F. Goodrich which is described as an all acrylic copolymer.
the proportion of pigment to polymer in the preferred predispersed pigments ranges from about 2:3 to about 5:2.
any of the various pigments that are con ⁇ ventionally used in the formulation of inks for writing instruments may be likewise employed in the practice of this invention.
organic pigments including azo, anthraquinone, condensed polyazo, thio indigo, metal complex, phthalocyanine, dioxazine, and quinacridone pigments, and inorgainc pigments such as carbon black, titanium white,and iron oxide.
specific preferred pigments include
the final particle size of the predispersed pigment i.e. the pigment combined with the polymer, should range from about 0.01 micron to about l ⁇ O micron with pigments ranging from about 0.02 micron to about 0.1 micron being preferred.
the pre- dispersed pigment is stirred into water, preferably deionized, along with from about 0.5 to about 3.0% by weight of a solubilizing alkaline material capable of becoming separated from the pigment by either being absorbed into writing paper or by volatilizing after application of the ink.
a solubilizing alkaline material capable of becoming separated from the pigment by either being absorbed into writing paper or by volatilizing after application of the ink.
Such materials include, but are not limited to, triethylamine, ethylenediamine, 2-methylpiperazine, monoamylamine, dibutylamine, n-propylamine, isopropylamine, sodium hydroxide, ammonium hydroxide, triethanolamine, morpholine, and 2-amino-2-methyl-l-propanol.
ink additives may be incorporated into the compositions of this invention to modify the rheological and writing properties of the inks as is well known in the art.
these materials include the addition of surfactants such as TWEEN 20 and DOW #193 for the purpose of surface tension modification, sodium Omadine or propyl parasept as fungicides, benzotriazole as a corrosion inhibitor, and humectant materials such as glycols, urea, or thiourea to reduce dry-out problems if the pen is not promptly recapped after use.
Example 1 The following Examples are illustrative of the preparation of the inks of this invention.
Example 1 The following Examples are illustrative of the preparation of the inks of this invention.
CVB-330M a predispersed acrylic resin-pigment preparation produced by Custom Chemicals of Elmwood Park, New Jersey were then added.
the CVB-330M pigment preparation consisted of six parts of a styrenated, alkali soluble, acrylic resin and four parts of a red shade, phthalocyanine blue pigment.
the composition was mixed for one-half hour in the Sorvall mixer and was then filtered through a 0.8 micron filter to remove coarse residual particles.
the filter retained less than 0.25 weight percent of the total pigment preparation present.
the resultant ink exhibited a pH of 8.5, a surface tension of 34.5 dyne/cm. and a viscosity of 2.3 cps. at 25°C.
the ink was dispensed from pens containing polyester reservoirs through a variety of molded or extruded plastic or fiber pen nibs, as well as rolling ball type points, and provided intense, water-resistant, solvent-resistant, and light-fast ink traces which could be removed from skin with soap and water.
the pens containing t e ink wrote out a full ink supply initially as well as after six weeks storage at ambient conditions and 60°C.
Predisol Blue 1460 W a predispersed acrylic resin- pigment preparation, manufactured by KVK U.S.A. Inc., New Brunswick, New Jersey, were added.
the Predisol Blue 1460 W consisted of six parts of phthalocyanine blue pigment and four parts of Carboset XL-44 alkali- soluble acrylic resin manufactured by B. F. Goodrich.
composition was mixed for one-half hour in a 3c:r"-ll mixer with the resultant ink exhibiting a pH of 9.29, a surface tension of 31.2 dynes/cm. and a viscosity of 2.85 centipoise at 25°C.
the ink was dispensed from pens containing polyester reservoirs through a variety of pen nibs, and provided intense, water-fast, solvent-fast, and light- fast ink traces which could be removed from skin by washing with soap and water and from cloth by washing with detergent.
the ink was freely dispensed from the pen initially and after storage for ten months at ambient conditions.
Ink of similar properties were compounded from pigment preparations consisting of the same polymer but containing Red 2B in place of the phthalocyanine blue.

Landscapes

Chemical & Material Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Engineering & Computer Science (AREA)
Materials Engineering (AREA)
Wood Science & Technology (AREA)
Organic Chemistry (AREA)
Inks, Pencil-Leads, Or Crayons (AREA)

EP19850902876 1984-06-18 1985-05-23 Pigmentierte wässrige tintenzusammensetzungen und verfahren Withdrawn EP0183795A1 (de)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US62150484A	1984-06-18	1984-06-18
US621504		1984-06-18

Publications (1)

Publication Number	Publication Date
EP0183795A1 true EP0183795A1 (de)	1986-06-11

Family

ID=24490431

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
EP19850902876 Withdrawn EP0183795A1 (de)	1984-06-18	1985-05-23	Pigmentierte wässrige tintenzusammensetzungen und verfahren

Country Status (6)

Country	Link
EP (1)	EP0183795A1 (de)
AR (1)	AR242243A1 (de)
AU (1)	AU4406785A (de)
ES (1)	ES8801694A1 (de)
PH (1)	PH22383A (de)
WO (1)	WO1986000327A1 (de)

Families Citing this family (36)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE4122990C2 (de) *	1991-07-11	1994-04-28	Huber Fa Michael Muenchen	Wasserverdünnbare Bronze- oder Effektdruckfarbe, deren Verwendung und Verfahren zur Herstellung eines Bronze- oder Effektdruckes
US6503965B1 (en) *	2000-08-24	2003-01-07	Bic Corporation	Solvent-based non-fluorescent ink for writing instruments based upon pigment dispersions in non-aqueous solvents
US10632740B2 (en)	2010-04-23	2020-04-28	Landa Corporation Ltd.	Digital printing process
US10190012B2 (en)	2012-03-05	2019-01-29	Landa Corporation Ltd.	Treatment of release layer and inkjet ink formulations
BR112014021786B1 (pt)	2012-03-05	2021-06-08	Landa Corporation Ltd	estruturas de película de tinta
US9902147B2 (en)	2012-03-05	2018-02-27	Landa Corporation Ltd.	Digital printing system
US9643403B2 (en)	2012-03-05	2017-05-09	Landa Corporation Ltd.	Printing system
DE202013012736U1 (de)	2012-03-05	2018-12-20	Landa Corporation Ltd.	Tintenfilmkonstruktionen
US10642198B2 (en)	2012-03-05	2020-05-05	Landa Corporation Ltd.	Intermediate transfer members for use with indirect printing systems and protonatable intermediate transfer members for use with indirect printing systems
US10434761B2 (en)	2012-03-05	2019-10-08	Landa Corporation Ltd.	Digital printing process
EP2822776B1 (de)	2012-03-05	2018-08-01	Landa Corporation Ltd.	Transferdruckverfahren
WO2015036960A1 (en)	2013-09-11	2015-03-19	Landa Corporation Ltd.	Release layer treatment formulations
EP2822778B1 (de)	2012-03-05	2019-05-08	Landa Corporation Ltd.	Digitaldruckverfahren
US9498946B2 (en)	2012-03-05	2016-11-22	Landa Corporation Ltd.	Apparatus and method for control or monitoring of a printing system
US9517618B2 (en)	2012-03-15	2016-12-13	Landa Corporation Ltd.	Endless flexible belt for a printing system
CN102952431A (zh) *	2012-11-20	2013-03-06	义乌市伟航水性油墨有限公司	烟用水松纸水性油墨及制作方法
GB201401173D0 (en) *	2013-09-11	2014-03-12	Landa Corp Ltd	Ink formulations and film constructions thereof
GB2536489B (en)	2015-03-20	2018-08-29	Landa Corporation Ltd	Indirect printing system
GB2537813A (en)	2015-04-14	2016-11-02	Landa Corp Ltd	Apparatus for threading an intermediate transfer member of a printing system
DE112017002714T5 (de)	2016-05-30	2019-02-28	Landa Corporation Ltd.	Digitales Druckverfahren
GB201609463D0 (en)	2016-05-30	2016-07-13	Landa Labs 2012 Ltd	Method of manufacturing a multi-layer article
CN111212736B (zh)	2017-10-19	2021-11-23	兰达公司	用于打印系统的环形柔性带
WO2019097464A1 (en)	2017-11-19	2019-05-23	Landa Corporation Ltd.	Digital printing system
US11511536B2 (en)	2017-11-27	2022-11-29	Landa Corporation Ltd.	Calibration of runout error in a digital printing system
US11707943B2 (en)	2017-12-06	2023-07-25	Landa Corporation Ltd.	Method and apparatus for digital printing
US11679615B2 (en)	2017-12-07	2023-06-20	Landa Corporation Ltd.	Digital printing process and method
IL279556B2 (en)	2018-06-26	2024-06-01	Landa Corp Ltd	Part for intermediate transfer to a digital printing system
US10994528B1 (en)	2018-08-02	2021-05-04	Landa Corporation Ltd.	Digital printing system with flexible intermediate transfer member
US12001902B2 (en)	2018-08-13	2024-06-04	Landa Corporation Ltd.	Correcting distortions in digital printing by implanting dummy pixels in a digital image
US11318734B2 (en)	2018-10-08	2022-05-03	Landa Corporation Ltd.	Friction reduction means for printing systems and method
CN113272144B (zh)	2018-12-24	2023-04-04	兰达公司	数字印刷系统和方法
WO2020202145A1 (en)	2019-03-31	2020-10-08	Landa Corporation Ltd	Systems and methods for preventing or minimizing printing defects in printing processes
WO2021105806A1 (en)	2019-11-25	2021-06-03	Landa Corporation Ltd.	Drying ink in digital printing using infrared radiation absorbed by particles embedded inside itm
US11321028B2 (en)	2019-12-11	2022-05-03	Landa Corporation Ltd.	Correcting registration errors in digital printing
CN114868087A (zh)	2019-12-29	2022-08-05	兰达公司	印刷方法和系统
JP2024506561A (ja)	2021-02-02	2024-02-14	ランダコーポレイションリミテッド	印刷画像における歪みの軽減

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2716060A (en) *	1950-07-07	1955-08-23	Direct Reproduction Corp	Contact printing emulsion and method of making
US2637705A (en) *	1950-08-21	1953-05-05	Auer Laszlo	Oil-in-water emulsion textile printing extender pastes
US4365035A (en) *	1977-11-10	1982-12-21	A. B. Dick Company	Pigmented jet printing ink
DE2901462A1 (de) *	1979-01-16	1980-07-31	Hoechst Ag	Pigmentdispersionen und ihre verwendung
DE2914299C3 (de) *	1979-04-09	1982-03-25	Hoechst Ag, 6000 Frankfurt	Pigmentpräparate, Verfahren zu ihrer Herstellung und ihre Verwendung
JPS5880368A (ja) *	1981-11-07	1983-05-14	Sakura Color Prod Corp	筆記具用顔料水性インキ組成物
US4474850A (en) *	1983-11-02	1984-10-02	Transcopy, Inc.	Ink jet recording transparency

1985
- 1985-05-23 EP EP19850902876 patent/EP0183795A1/de not_active Withdrawn
- 1985-05-23 WO PCT/US1985/000975 patent/WO1986000327A1/en not_active Ceased
- 1985-05-23 AU AU44067/85A patent/AU4406785A/en not_active Abandoned
- 1985-06-05 PH PH32368A patent/PH22383A/en unknown
- 1985-06-06 AR AR30064885A patent/AR242243A1/es active
- 1985-06-17 ES ES544269A patent/ES8801694A1/es not_active Expired

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO8600327A1 *

Also Published As

Publication number	Publication date
AR242243A1 (es)	1993-03-31
ES8801694A1 (es)	1988-02-16
ES544269A0 (es)	1988-02-16
PH22383A (en)	1988-08-12
AU4406785A (en)	1986-01-24
WO1986000327A1 (en)	1986-01-16

Legal Events

Date	Code	Title	Description
1986-04-26	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
1986-06-11	AK	Designated contracting states	Kind code of ref document: A1 Designated state(s): AT BE CH DE FR GB IT LI LU NL SE
1986-11-05	STAA	Information on the status of an ep patent application or granted ep patent	Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN
1986-12-30	18D	Application deemed to be withdrawn	Effective date: 19860521
2007-08-08	RIN1	Information on inventor provided before grant (corrected)	Inventor name: FERGUSON, EDWARD, JOHN

Publication	Publication Date	Title
WO1986000327A1 (en)	1986-01-16	Pigmented aqueous ink compositions and method
US4460727A (en)	1984-07-17	Water base pigment ink composition for writing
CN101709177B (zh)	2012-06-06	一种水性数码喷墨印花热升华墨水及其制备方法
JP2668422B2 (ja)	1997-10-27	中芯式筆記具用水性顔料インキ組成物
US4509982A (en)	1985-04-09	Ink composition for writing instruments
EP0890620A1 (de)	1999-01-13	Wässrige tinte mit metallglanz für kugelschreiber und wässrige tinte auf pigmentbasis
EP0903384B1 (de)	2003-05-07	Wässrige tinte mit metallglanz zum direkten füllen von kugelschreiber
US6770688B1 (en)	2004-08-03	Water-based ballpoint ink composition
JP3398497B2 (ja)	2003-04-21	水性インキ
KR100351076B1 (ko)	2004-12-17	수성볼펜잉크조성물
US20080097006A1 (en)	2008-04-24	Marking liquid
JP3334435B2 (ja)	2002-10-15	ボールペン用水性顔料インキ
EP1873214A1 (de)	2008-01-02	Farbmittelzusammensetzung und färbeverfahren
JP2699179B2 (ja)	1998-01-19	筆記用水性インキ組成物
JPS63243179A (ja)	1988-10-11	水性インキ
CN110041750A (zh)	2019-07-23	一种全水性墨水及其制备方法
JP2819698B2 (ja)	1998-10-30	ボールペン用水性顔料インキ
JP3444565B2 (ja)	2003-09-08	水性ボールペン用インキ組成物
JP2022182518A (ja)	2022-12-08	複合着色粒子
JPH11140369A (ja)	1999-05-25	筆記具用水性顔料インキ
JPS5998173A (ja)	1984-06-06	筆記具用水性顔料インキ組成物
JP2896691B2 (ja)	1999-05-31	筆記具用インキ
JPH0465111B2 (de)	1992-10-19
JPH10279853A (ja)	1998-10-20	水性スタンプ台用インキ
JP2004018675A (ja)	2004-01-22	水性インキ組成物