DE3641677C2 - - Google Patents
Info
- Publication number
- DE3641677C2 DE3641677C2 DE3641677A DE3641677A DE3641677C2 DE 3641677 C2 DE3641677 C2 DE 3641677C2 DE 3641677 A DE3641677 A DE 3641677A DE 3641677 A DE3641677 A DE 3641677A DE 3641677 C2 DE3641677 C2 DE 3641677C2
- Authority
- DE
- Germany
- Prior art keywords
- pigment
- weight
- aqueous
- oxide
- preparations
- 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 - Lifetime
Links
- 239000000049 pigment Substances 0.000 claims description 55
- 238000002360 preparation method Methods 0.000 claims description 22
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 16
- 239000003973 paint Substances 0.000 claims description 15
- 239000000839 emulsion Substances 0.000 claims description 14
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 8
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 claims description 8
- 239000006229 carbon black Substances 0.000 claims description 8
- 238000004519 manufacturing process Methods 0.000 claims description 8
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 7
- 239000000976 ink Substances 0.000 claims description 7
- 239000004408 titanium dioxide Substances 0.000 claims description 7
- 239000006185 dispersion Substances 0.000 claims description 6
- 239000000654 additive Substances 0.000 claims description 5
- 238000006243 chemical reaction Methods 0.000 claims description 5
- 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 claims description 5
- QPLDLSVMHZLSFG-UHFFFAOYSA-N Copper oxide Chemical compound [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 claims description 4
- 239000005751 Copper oxide Substances 0.000 claims description 4
- 239000003945 anionic surfactant Substances 0.000 claims description 4
- 229910000428 cobalt oxide Inorganic materials 0.000 claims description 4
- IVMYJDGYRUAWML-UHFFFAOYSA-N cobalt(ii) oxide Chemical compound [Co]=O IVMYJDGYRUAWML-UHFFFAOYSA-N 0.000 claims description 4
- 229910000431 copper oxide Inorganic materials 0.000 claims description 4
- 239000002736 nonionic surfactant Substances 0.000 claims description 4
- 239000004753 textile Substances 0.000 claims description 4
- 125000003367 polycyclic group Chemical group 0.000 claims description 3
- 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 claims description 2
- 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 claims description 2
- 150000004056 anthraquinones Chemical class 0.000 claims description 2
- MZYHMUONCNKCHE-UHFFFAOYSA-N naphthalene-1,2,3,4-tetracarboxylic acid Chemical compound C1=CC=CC2=C(C(O)=O)C(C(=O)O)=C(C(O)=O)C(C(O)=O)=C21 MZYHMUONCNKCHE-UHFFFAOYSA-N 0.000 claims description 2
- FVDOBFPYBSDRKH-UHFFFAOYSA-N perylene-3,4,9,10-tetracarboxylic acid Chemical compound C=12C3=CC=C(C(O)=O)C2=C(C(O)=O)C=CC=1C1=CC=C(C(O)=O)C2=C1C3=CC=C2C(=O)O FVDOBFPYBSDRKH-UHFFFAOYSA-N 0.000 claims description 2
- 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 claims description 2
- RQGPLDBZHMVWCH-UHFFFAOYSA-N pyrrolo[3,2-b]pyrrole Chemical class C1=NC2=CC=NC2=C1 RQGPLDBZHMVWCH-UHFFFAOYSA-N 0.000 claims description 2
- 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 claims description 2
- 239000001034 iron oxide pigment Substances 0.000 claims 1
- 239000002966 varnish Substances 0.000 claims 1
- 239000000047 product Substances 0.000 description 19
- 239000000203 mixture Substances 0.000 description 9
- 239000003755 preservative agent Substances 0.000 description 7
- 235000019241 carbon black Nutrition 0.000 description 6
- 230000002335 preservative effect Effects 0.000 description 6
- 235000010215 titanium dioxide Nutrition 0.000 description 6
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 5
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 5
- 235000013772 propylene glycol Nutrition 0.000 description 5
- 238000007046 ethoxylation reaction Methods 0.000 description 4
- 230000009969 flowable effect Effects 0.000 description 4
- 230000000485 pigmenting effect Effects 0.000 description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- -1 aromatic Sulfonic acids Chemical class 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 239000001023 inorganic pigment Substances 0.000 description 2
- 229910044991 metal oxide Inorganic materials 0.000 description 2
- 150000004706 metal oxides Chemical class 0.000 description 2
- 229940055577 oleyl alcohol Drugs 0.000 description 2
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 2
- 239000012860 organic pigment Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 229910000423 chromium oxide Inorganic materials 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 229910052593 corundum Inorganic materials 0.000 description 1
- 239000010431 corundum Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 229940060296 dodecylbenzenesulfonic acid Drugs 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 230000019612 pigmentation Effects 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- 239000011592 zinc chloride 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
- C09D11/02—Printing inks
- C09D11/03—Printing inks characterised by features other than the chemical nature of the binder
-
- 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
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
- C09B67/0084—Dispersions of dyes
- C09B67/0085—Non common dispersing agents
- C09B67/0089—Non common dispersing agents non ionic dispersing agent, e.g. EO or PO addition products
-
- 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
- C09D17/00—Pigment pastes, e.g. for mixing in paints
- C09D17/001—Pigment pastes, e.g. for mixing in paints in aqueous medium
-
- 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
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/02—Emulsion paints including aerosols
- C09D5/024—Emulsion paints including aerosols characterised by the additives
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Dispersion Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Description
Die Erfindung betrifft wäßrige Pigmentpräparationen enthaltend ein Pigment oder Ruß sowie ein wasserlösliches Oxalkylierungsprodukt, das durch Anlagerung von etwa 2 Mol Styrol an etwa 1 Mol Phenol und Umsetzung mit 10 bis 16 Mol Ethylenoxid erhalten wird und gegebenenfalls weitere nichtionogene und/oder anionische Tenside und gegebenenfalls für Pigmentpräparationen übliche Zusatzstoffe.The invention relates to aqueous pigment preparations containing a pigment or carbon black as well as a water-soluble Oxalkylation product obtained by the addition of about 2 moles of styrene in about 1 mole of phenol and reaction with 10 to 16 moles of ethylene oxide is obtained and optionally further nonionic and / or anionic surfactants and if necessary additives customary for pigment preparations.
Die Erfindung betrifft weiterhin die Verwendung derartiger Präparationen zum Pigmentieren von Dispersionsanstrichfarben, Dispersionslackfarben und Druckfarben, insbesondere Dispersionsanstrichfarben, Dispersionslackfarben und Textildruckfarben auf nicht wäßriger und vorzugsweise wäßriger Basis.The invention further relates to the use of such Preparations for pigmenting emulsion paints, Emulsion paints and printing inks, in particular emulsion paints, emulsion paints and textile inks on non-aqueous and preferably watery base.
Die Herstellung des Anlagerungsprodukts aus Styrol und Phenol und die Ethoxylierung können in bekannter Weise erfolgen (siehe z. B. DE-AS 11 21 814). Zweckmäßig arbeitet man bei der Anlagerung in Gegenwart von Katalysatoren, wie Schwefelsäure, p-Toluolsulfonsäure, Dodecylbenzolsulfonsäure oder Zinkchlorid. Das Anlagerungsprodukt kann als einheitliche Substanz oder als Gemisch von Anlagerungsprodukten, wie sie je nach Herstellungsbedingungen anfallen können, oxalkyliert werden.The production of the additive from styrene and Phenol and the ethoxylation can be carried out in a known manner take place (see e.g. DE-AS 11 21 814). Appropriately you work in the presence of catalysts, such as sulfuric acid, p-toluenesulfonic acid, Dodecylbenzenesulfonic acid or zinc chloride. The attachment product can be used as a single substance or as a mixture of add-on products as they are depending on the manufacturing conditions can be obtained, be alkoxylated.
Bevorzugt sind Anlagerungsprodukte von Styrol am Phenol im Molverhältnis 2,1-1,9 : 1, besonders bevorzugt 2 : 1. Besonders bevorzugte Anlagerungsprodukte entsprechen der FormelAddition products of styrene with phenol are preferred in a molar ratio of 2.1-1.9: 1, particularly preferably 2: 1. Particularly preferred addition products correspond to the formula
insbesondere in particular
Die Ethoxylierung erfolgt vorzugsweise mit 12 bis 14 Mol oder 12,5 bis 13,5 Mol, besonders bevorzugt mit 13 Mol, Ethylenoxid.The ethoxylation is preferably carried out with 12 to 14 mol or 12.5 to 13.5 mol, particularly preferably 13 mol, Ethylene oxide.
Bevorzugte Oxalkylierungsprodukte lassen sich durch die folgenden Formeln wiedergebenPreferred oxyalkylation products can be obtained from the reproduce the following formulas
wobei n 10-16, 12-14, 12,5-13,5 oder 13 bezeichnet.where n denotes 10-16, 12-14, 12.5-13.5 or 13.
Die vorzugsweise zur Viskositätserhöhung eingesetzten nichtionogenen Tenside sind z. B. Anlagerungsprodukte von Alkylenoxiden, insbesondere Ethylenoxid, an höhere Fettsäuren, Alkohole, Phenole, Säureamide, Mercaptane, Amine oder Alkylphenole sowie ein Oxalkylierungsprodukt, das durch Kondensation eines phenolische OH-Gruppen aufweisenden Aromaten mit Formaldehyd und einem Amin, das eine gegenüber Formaldehyd reaktionsfähige NH-Gruppe enthält, erhältlich ist oder Derivate eines solchen Oxalkylierungsproduktes (siehe z. B. DE-OS 27 11 240).The preferably used to increase viscosity nonionic surfactants are e.g. B. Addition products from Alkylene oxides, especially ethylene oxide, to higher fatty acids, Alcohols, phenols, acid amides, mercaptans, amines or alkylphenols and an oxyalkylation product which by condensation of a phenolic OH group Aromatics with formaldehyde and an amine, the one contains NH group reactive towards formaldehyde, is available or derivatives of such an oxyalkylation product (see e.g. DE-OS 27 11 240).
Bei den eingesetzten anionischen Tensiden handelt es sich z. B. um Kondensationsprodukte aus Phenol und aromatischen Sulfonsäuren, z. B. Naphthalinsulfonsäure.The anionic surfactants used are z. B. condensation products of phenol and aromatic Sulfonic acids, e.g. B. naphthalenesulfonic acid.
In die erfindungsgemäßen Präparationen können organische Pigmente, Ruß und/oder anorganische Pigmente eingesetzt werden.Organic preparations can be used in the preparations according to the invention Pigments, carbon black and / or inorganic pigments used will.
Von den organischen Pigmenten werden vorzugsweise verwendet:
Azopigmente, z. B. C.I. Pigment Red 112, C.I. Pigment
Yellow 1, C.I. Pigment Yellow 14, C.I. Pigment Yellow
74; Phthalocyaninpigmente, z. B. C.I. Pigment Blue 15 : 2
und 15 : 3; polycyclische Pigmente, vorzugsweise der Anthrachinon-,
Thioindigo-, z. B. C.I. Pigment Red 88, Chinacridon-,
Dioxazin-, Perylentetracarbonsäure-, Naphthalintetracarbonsäure-
und Pyrrolo-pyrrol-Reihe. Als Ruß
werden vorzugsweise die in Colour Index unter der Bezeichnung
Pigment Black 7 zusammengefaßten Farbruße eingesetzt.
Von den anorganischen Pigmenten werden vorzugsweise
verwendet:
Kobaltoxidmischoxid-, Kupferoxidmischoxid-, Titandioxidmischoxid-
Pigmente sowie Eisenoxid- und Chromoxid-
Pigmente und/oder Titandioxid und/oder Bariumsulfat.Of the organic pigments, the following are preferably used:
Azo pigments, e.g. BCI Pigment Red 112, CI Pigment Yellow 1, CI Pigment Yellow 14, CI Pigment Yellow 74; Phthalocyanine pigments, e.g. BCI Pigment Blue 15: 2 and 15: 3; polycyclic pigments, preferably the anthraquinone, thioindigo, e.g. BCI Pigment Red 88, quinacridone, dioxazin, perylenetetracarboxylic acid, naphthalene tetracarboxylic acid and pyrrolo-pyrrole series. The carbon blacks combined in the Color Index under the name Pigment Black 7 are preferably used as carbon black. Of the inorganic pigments, the following are preferably used:
Cobalt oxide mixed oxide, copper oxide mixed oxide, titanium dioxide mixed oxide pigments as well as iron oxide and chromium oxide pigments and / or titanium dioxide and / or barium sulfate.
Kobaltoxidmischoxid- und Kupferoxidmischoxid-Pigmente werden durch Reaktion von Kobaltoxid bzw. Kupferoxid und Metalloxiden, z. B. Aluminiumoxid oder Oxide der Übergangselemente, z. B. Titan, Chrom, Eisen, Nickel und Zink hergestellt.Cobalt oxide mixed oxide and copper oxide mixed oxide pigments are by reaction of cobalt oxide or copper oxide and Metal oxides, e.g. B. aluminum oxide or oxides of the transition elements, e.g. B. titanium, chromium, iron, nickel and zinc produced.
Titandioxidmischoxid-Pigmente sind Pigmente, die durch Reaktion von Titandioxid mit farbgebenden Metalloxiden hergestellt worden sind. Besonders bevorzugt sind organische Pigmente und Ruß.Titanium dioxide mixed oxide pigments are pigments that pass through Reaction of titanium dioxide with coloring metal oxides have been produced. Are particularly preferred organic pigments and carbon black.
Als für Pigmentpräparationen übliche Zusatzstoffe werden z. B. Wasserrückhaltemittel und Konservierungsmittel eingesetzt. Die erfindungsgemäßen Pigmentpräparationen enthalten neben Wasser, bezogen auf das Gesamtgewicht der Präparation, 30 bis 60 Gew.-% Pigment oder Ruß, 3 bis 12 Gew.-% des wasserlöslichen Oxalkylierungsprodukts, 0 bis 3 Gew.-%, weitere nichtionogene oder anionische Tenside sowie 5 bis 30 Gew.-% für Pigmentpräparationen übliche Zusatzstoffe.Additives that are customary for pigment preparations e.g. B. water retention and preservatives are used. The pigment preparations according to the invention contain in addition to water, based on the total weight of the Preparation, 30 to 60% by weight pigment or carbon black, 3 to 12% by weight of the water-soluble oxyalkylation product, 0 to 3% by weight, further nonionic or anionic surfactants and 5 to 30 % By weight additives customary for pigment preparations.
Die Herstellung der erfindungsgemäßen Pigmentdispersionen erfolgt in üblicher Weise, z. B. in herkömmlichen Naßzerkleinerungsaggregaten, wie Rotor-Stator-Mühlen, Dissolvern, Korundscheibenmühlen, Knetern oder schnellaufenden Rührwerkskugelmühlen.The preparation of the pigment dispersions according to the invention takes place in the usual way, e.g. B. in conventional Wet comminution units, such as rotor-stator mills, Dissolvers, corundum disc mills, kneaders or high-speed ones Agitator ball mills.
Die erfindungsgemäßen Pigmentpräparationen sind universell einsetzbar und eignen sich z. B. zur Herstellung von Dispersionsanstrichfarben verschiedener chemischer Zusammensetzung, zur Herstellung von wasserlöslichen und wasserdispergierbaren Alkydharzen und Emulsionen, zur Herstellung von Tapetenanstrichfarben, zur Herstellung von Druckfarben, zur Pigmentierung von wäßrigen Dispersionsbindern, wie sie im restlichen Pigmentdruck eingesetzt werden und zur Pigmentierung von wäßrigen Glanzdispersionen und wäßrigen Lacken.The pigment preparations according to the invention are universal applicable and are suitable for. B. for production from Emulsion paints of various chemical compositions, for the production of water-soluble and water-dispersible alkyd resins and emulsions, for Manufacture of wallpaper paints, for manufacturing of printing inks, for pigmenting aqueous dispersion binders, as used in the rest of pigment printing and for pigmenting aqueous gloss dispersions and aqueous paints.
Gegenüber bekannten Pigmentdispersionen haben die erfindungsgemäßen Dispersionen den Vorteil, daß sie bei gleicher Pigmentkonzentration niedriger viskos, gießfähig und pumpbar sind und damit für die automatisierten Farbküchen geeignet sind.Compared to known pigment dispersions, the inventive ones Dispersions have the advantage that they are the same Pigment concentration low viscosity, pourable and are pumpable and thus for automated color kitchens are suitable.
Überraschenderweise zeigen die erfindungsgemäßen Pigmentpräparationen, welche das beschriebene wasserlösliche Oxalkylierungsprodukt enthalten, verglichen mit aus der DE-OS 27 32 732 bekannten Pigmentpräparationen erhebliche Vorteile, wie niedrigere Viskosität und höhere Farbstärkeentwicklung bei der Formierung in Rührwerkskugelmühlen.Surprisingly, the pigment preparations according to the invention show which is the water-soluble described Contain oxalkylation product compared to pigment preparations known from DE-OS 27 32 732 significant advantages such as lower viscosity and higher Color strength development during formation in agitator ball mills.
Eine Mischung aus 48,0 Gew.-% Pigment Rot 112 (C.I. 12370), 6,8 Gew.-% eines wasserlöslichen Oxalkylierungsproduktes, das durch Kondensation von 2 Mol Styrol und 1 Mol Phenol, umgesetzt mit 13 Mol Ethylenoxid, erhalten wird, 0,1 Gew.-% 1,3,5-Triethylolhexahydro-s- triazin als Konservierungsmittel, 15,0 Gew.-% Propandiol- 1,2 und 30,1 Gew.-% Wasser wird durch Rühren homogenisiert und anschließend in einer kontinuierlich arbeitenden Rührwerkskugelmühle mit Glasperlen von 0,3 mm ⌀ so lange gemahlen, bis die durchschnittliche Teilchengröße kleiner als 1 µm ist. Es wird ein extrem farbstarker Pigmentteig mit hervorragendem Fließverhalten (Viskosität η = 300 ± 50 mPa · s bei einem Schergefälle D = 70 s-1) erhalten, der sehr gute Verträglichkeiten in handelsüblichen Dispersionsanstrichfarben, Dispersionslackfarben und Textildruckfarben auf wäßriger Basis aufweist.A mixture of 48.0% by weight of Pigment Red 112 (CI 12370), 6.8% by weight of a water-soluble oxyalkylation product which is obtained by condensation of 2 mol of styrene and 1 mol of phenol, reacted with 13 mol of ethylene oxide, 0.1% by weight of 1,3,5-triethylolhexahydro-s-triazine as a preservative, 15.0% by weight of 1,2-propanediol and 30.1% by weight of water are homogenized by stirring and then in a continuously working agitator ball mill with glass beads of 0.3 mm ⌀ milled until the average particle size is less than 1 µm. An extremely strong pigment dough with excellent flow behavior (viscosity η = 300 ± 50 mPa · s at a shear rate D = 70 s -1 ) is obtained, which has very good tolerances in commercially available emulsion paints, emulsion paints and textile printing inks on an aqueous basis.
Eine Mischung aus 38,0 Gew.-% Pigment Rot 112 (C.I. 12370), 11,0 Gew.-% des im Beispiel 1 beschriebenen Oxalkylierungsproduktes, 0,1 Gew.-% 1,3,5-Triethylolhexahydro-s- triazin als Konservierungsmittel, 13,5 Gew.-% Monoethylenglykol, 13,5 Gew.-% Diethylenglykol und 23,9 Gew.-% Wasser wird durch Rühren homogenisiert und anschließend, wie im Beispiel 1 beschrieben, dispergiert. Es resultiert ein farbstarker, gut fließfähiger Pigmentteig, der insbesondere in nichtwäßrigen Dispersionslackfarben einsetzbar ist.A mixture of 38.0% by weight Pigment Red 112 (C.I. 12370), 11.0% by weight of the oxyalkylation product described in Example 1, 0.1% by weight 1,3,5-triethylolhexahydro-s- triazine as preservative, 13.5% by weight Monoethylene glycol, 13.5% by weight diethylene glycol and 23.9 % By weight of water is homogenized by stirring and then as described in Example 1, dispersed. The result is a color-rich, easily flowable pigment dough, especially in non-aqueous emulsion paints can be used.
Eine Mischung aus 40,0 Gew.-% Pigment Gelb 14 (C.I. 21095), 10,0 Gew.-% des in Beispiel 1 beschriebenen Oxalkylierungsproduktes, 0,1 Gew.-% 1,3,5-Triethylolhexahydro- s-triazin als Konservierungsmittel, 15,0 Gew.-% Propandiol-1,2, 32,9 Gew.-% Wasser sowie zur Viskositätserhöhung 2,0 Gew.-% eines Ethoxylierungsproduktes aus 1 Mol Oleylalkohol und 50 Mol Ethylenoxid, wird homogenisiert und, wie im Beispiel 1 beschrieben, dispergiert. Es wird ein sehr farbstarker Pigmentteig mit einer Viskosität von 400 ± 50 mPa · s (Schergefälle D = 70 s-1) erhalten.A mixture of 40.0% by weight of Pigment Yellow 14 (CI 21095), 10.0% by weight of the oxyalkylation product described in Example 1, 0.1% by weight of 1,3,5-triethylolhexahydro-s-triazine as a preservative, 15.0% by weight of 1,2-propanediol, 32.9% by weight of water and 2.0% by weight of an ethoxylation product of 1 mol of oleyl alcohol and 50 mol of ethylene oxide to increase the viscosity, the mixture is homogenized and, as described in Example 1, dispersed. A very strong pigment dough with a viscosity of 400 ± 50 mPa · s (shear rate D = 70 s -1 ) is obtained.
Die Paste wird bevorzugt zur Pigmentierung wäßriger Textildruckfarben verwendet. Wird auf das oben beschriebene Ethoxylierungsprodukt auf Basis Oleylalkohol und Ethylenoxid verzichtet und stattdessen ein entsprechend höherer Wasseranteil eingesetzt, so resultiert eine Paste mit einer Viskosität von etwa 150 ± 50 mPa · s, die zur Sedimentation neigt.The paste is preferably aqueous for pigmentation Textile printing inks used. Will on the above Ethoxylation product based on oleyl alcohol and omitted ethylene oxide and instead a corresponding one higher water content used, results a paste with a viscosity of approximately 150 ± 50 mPa · s, that tends to sedimentation.
Eine Mischung aus 40,0 Gew.-% Pigment Gelb 1 (C.I. 11680), 9,0 Gew.-% des in Beispiel 1 beschriebenen Oxalkylierungsproduktes, 0,1 Gew.-% 1,3,5-Triethylolhexahydro- s-triazin als Konservierungsmittel, 15,0 Gew.-% Propandiol-1,2 und 35,9 Gew.-% Wasser wird homogenisiert und, wie im Beispiel 1 beschrieben, dispergiert. Es wird eine sehr farbstarke und gut fließfähige Paste ( η = 400 ± 50 mPa · s bei D = 70 s-1) erhalten, die vorzugsweise in wäßrigen Dispersionsanstrichfarben Anwendung findet.A mixture of 40.0% by weight of Pigment Yellow 1 (CI 11680), 9.0% by weight of the oxyalkylation product described in Example 1, 0.1% by weight of 1,3,5-triethylolhexahydro-s-triazine as a preservative, 15.0% by weight of 1,2-propanediol and 35.9% by weight of water are homogenized and, as described in Example 1, dispersed. A very strongly colored and easily flowable paste ( η = 400 ± 50 mPa · s at D = 70 s -1 ) is obtained, which is preferably used in aqueous emulsion paints.
Eine Mischung aus 40,0 Gew.-% Pigment Gelb 74 (C.I. 11741), 7,3 Gew.-% des in Beispiel 1 beschriebenen Oxalkylierungsproduktes, 0,1 Gew.-% 1,3,5-Triethylolhexahydro-s- triazin als Konservierungsmittel, 15,0 Gew.-% Propandiol- 1,2 und 37,6 Gew.-% Wasser wird homogenisiert und, wie in Beispiel 1 beschrieben, dispergiert. Es resultiert ein extrem farbstarker und gut fließfähiger Pigmentteig ( η = 350 ± 50 mPa · s bei D = 70 s-1), der bevorzugt in wäßrigen Dispersionsanstrichfarben eingesetzt wird.A mixture of 40.0% by weight of Pigment Yellow 74 (CI 11741), 7.3% by weight of the oxyalkylation product described in Example 1, 0.1% by weight of 1,3,5-triethylolhexahydro-s-triazine as a preservative, 15.0% by weight of 1,2-propanediol and 37.6% by weight of water are homogenized and, as described in Example 1, dispersed. The result is an extremely strong and flowable pigment dough ( η = 350 ± 50 mPa · s at D = 70 s -1 ), which is preferably used in aqueous emulsion paints.
Eine Mischung aus 40,0 Gew.-% Pigment Blau 15 : 3 (C.I. 74160), 11,0 Gew.-% Pigment Weiß 6 (C.I. 77891), 5,0 Gew.-% mikronisiertem Bariumsulfat, 5,5 Gew.-% des im Beispiel 1 beschriebenen Oxalkylierungsproduktes, 0,1 Gew.-% 1,3,5-Triethylolhexahydro-s-triazin als Konservierungsmittel, 15,0 Gew.-% Propandiol-1,2 und 23,4 Gew.-% Wasser wird homogenisiert und, wie in Beispiel 1 beschrieben, dispergiert. Es wird eine sehr farbstarke und gut fließfähige Paste ( η = 550 ± 50 mPa · s bei D = 70 s-1) erhalten, die sich zur Pigmentierung von Dispersionslackfarben auf wäßriger Basis besonders eignet.A mixture of 40.0% by weight of pigment blue 15: 3 (CI 74160), 11.0% by weight of pigment white 6 (CI 77891), 5.0% by weight of micronized barium sulfate, 5.5% by weight. % of the oxyalkylation product described in Example 1, 0.1% by weight of 1,3,5-triethylolhexahydro-s-triazine as preservative, 15.0% by weight of 1,2-propanediol and 23.4% by weight Water is homogenized and, as described in Example 1, dispersed. A very strongly colored and easily flowable paste ( η = 550 ± 50 mPa · s at D = 70 s -1 ) is obtained, which is particularly suitable for pigmenting emulsion paints on an aqueous basis.
Claims (7)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19863641677 DE3641677A1 (en) | 1986-12-05 | 1986-12-05 | Aqueous pigment preparations and their use |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19863641677 DE3641677A1 (en) | 1986-12-05 | 1986-12-05 | Aqueous pigment preparations and their use |
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| Publication Number | Publication Date |
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| DE3641677A1 DE3641677A1 (en) | 1988-06-09 |
| DE3641677C2 true DE3641677C2 (en) | 1990-03-01 |
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| DE19863641677 Granted DE3641677A1 (en) | 1986-12-05 | 1986-12-05 | Aqueous pigment preparations and their use |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19839856A1 (en) * | 1998-09-02 | 2000-04-20 | Metallgesellschaft Ag | Preparation agent |
| DE10334443B3 (en) * | 2003-07-29 | 2005-02-24 | Contitech Schlauch Gmbh | Coloring exterior textile reinforcement layers on tubes, using aqueous composition containing surfactant, colorant andfilm former and/or hot melt mass |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4952617A (en) * | 1987-11-06 | 1990-08-28 | Columbian Chemicals Company | Dispersion of pigments in resins and coatings systems |
| DE4030580A1 (en) * | 1990-09-27 | 1992-04-02 | Hoechst Ag | METHOD FOR THE PRODUCTION OF CONCENTRATED WAESSREN SOLUTIONS OF ANIONIC AZOFINES |
| DE4111036C2 (en) * | 1991-04-05 | 1997-05-07 | Kluthe Gmbh Chem Werke | Universal color paste |
| DE4139993A1 (en) * | 1991-12-04 | 1993-06-09 | Merck Patent Gmbh, 6100 Darmstadt, De | PIGMENT PREPARATION |
| DE19511624A1 (en) * | 1995-03-30 | 1996-10-02 | Bayer Ag | Aqueous pigment preparations |
| TW459022B (en) * | 1996-10-31 | 2001-10-11 | Bayer Ag | Pigment preparation useful for ink-jet printing, dispersing mixture used therein and ink-jet printing method |
| US6332943B1 (en) | 1997-06-30 | 2001-12-25 | Basf Aktiengesellschaft | Method of ink-jet printing with pigment preparations having a dispersant |
| US6245138B1 (en) | 1997-10-20 | 2001-06-12 | Bayer Aktiengesellschaft | Pigment preparations useful for ink-jet printing |
| FR2770851B1 (en) * | 1997-11-07 | 2002-10-25 | Onduline Sa | DYED BITUMINOUS MATERIALS, PROCESS FOR OBTAINING SAME, AND COLORING COMPOSITION FOR IMPLEMENTING THE PROCESS |
| DE19754025A1 (en) * | 1997-12-05 | 1999-06-10 | Basf Ag | Dye preparations containing azo dyes |
| US6770331B1 (en) | 1999-08-13 | 2004-08-03 | Basf Aktiengesellschaft | Colorant preparations |
| US6660793B1 (en) | 2000-06-15 | 2003-12-09 | E. I. Du Pont De Nemours And Company | Aqueous coating compositions having improved transparency |
| EP3293229B1 (en) * | 2012-03-10 | 2019-07-03 | Ethox Chemicals, LLC | Additives to improve open-time and freeze-thaw characteristics of water-based paints and coatings |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1121814B (en) * | 1956-11-03 | 1962-01-11 | Bayer Ag | Process for the production of polyglycol ethers |
| DE2730223A1 (en) * | 1977-07-05 | 1979-01-25 | Basf Ag | Aq. pigment dispersions contg. water-soluble surfactants - mfd. from phenolic condensate, ethylene oxide and opt. propylene oxide, maleic anhydride or glutaric anhydride, used to pigment aq. lacquers |
| DE2901461A1 (en) * | 1979-01-16 | 1980-07-24 | Hoechst Ag | USE OF OXALKYLATED NOVOLAC RESIN AS A PREPARATION AGENT FOR DISPERSION DYES AND PREPARATIONS THEREFORE |
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1986
- 1986-12-05 DE DE19863641677 patent/DE3641677A1/en active Granted
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19839856A1 (en) * | 1998-09-02 | 2000-04-20 | Metallgesellschaft Ag | Preparation agent |
| DE10334443B3 (en) * | 2003-07-29 | 2005-02-24 | Contitech Schlauch Gmbh | Coloring exterior textile reinforcement layers on tubes, using aqueous composition containing surfactant, colorant andfilm former and/or hot melt mass |
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| Publication number | Publication date |
|---|---|
| DE3641677A1 (en) | 1988-06-09 |
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