Pigment preparations comprising alkoxylated polyethylenimine

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Reexamination Certificate

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C106S031750, C106S402000, C106S412000, C106S414000, C106S420000, C106S421000, C106S429000, C106S432000, C106S448000, C106S452000, C106S453000, C106S459000, C106S460000, C106S471000, C106S476000, C106S479000, C106S480000, C106S493000, C106S496000, C106S497000, C106S498000, C430S137100

Reexamination Certificate

active

06811601

ABSTRACT:

DESCRIPTION
The present invention relates to novel pigment preparations comprising
A) at least one organic or inorganic pigment and
B) at least one ethoxylated and propoxylated and/or butoxylated polyethyleneimine.
This invention further relates to the use of these pigment preparations for producing aqueous pigment dispersions, inks, including printing inks, and paints and also to pigment preparations for the ink-jet process.
The use of pigments, i.e., colorants that are insoluble in the application medium, generally requires the presence of dispersants, since pigment particles are subject to mutual forces of attraction and so tend to agglomerate or flocculate, which manifests itself through higher viscosities or worse color properties, especially insufficient color strength or lack of brilliance. Dispersants have a surface-active effect and so substantially lower the interfacial tension between the particles and also the dispersing work needed to subdivide particles.
Inks for the ink-jet process require particularly good dispersing of the pigment particles and stabilization of the pigment dispersion so that cloggage of the printer nozzles during printing as well as nonprinting times may be avoided and adequate stability in storage may be ensured. Special requirements also apply to the production of carbon black dispersions, since carbon black particles are generally even finer than color pigments.
WO-A-99/38053 discloses ink-jet inks based on carbon black pigments surface-modified by organic groups and containing hydroxyethylated, ethoxylated, hydroxypropylated or nonderivatized polyethyleneimines to improve wetfastness.
JP-A-060 352/1998 discloses overhead projector foil ink-jet inks containing nonmodified polyethyleneimines or polyacrylic acid/polyethyleneimine copolymers to fix the print on the foils as well as an acrylate-based dispersant.
It is an object of the present invention to provide novel pigment preparations having advantageous application properties in the production of aqueous pigment dispersions, inks, including printing inks, especially ink-jet inks, and coatings in the ink-jet process and not requiring any additional modification of the pigment surface or the presence of further assistants.
We have found that this object is achieved by the pigment preparations defined at the beginning.
Pigment preparations according to the invention include an organic or inorganic pigment as component (A). The term “organic pigment” as used herein also comprehends vat dyes. It will be appreciated that pigment preparations according to the invention may also include mixtures of different organic or different inorganic pigments or organic and inorganic pigments.
Examples of suitable pigments (A) are:
Organic pigments:
monoazo pigments:
C.I. Pigment Brown 25;
C.I. Pigment Orange 5, 13, 36 and 67;
C.I. Pigment Red 1, 2, 3, 5, 8, 9, 12, 17,
22, 23, 31, 48:1, 48:2, 48:3, 48:4, 49,
49:1, 52:1, 52:2, 53,
53:1, 53:3, 57:1, 63, 112, 146,
170, 184, 210, 245 and 251;
C.I. Pigment Yellow 1, 3, 73, 74, 65,
97, 151 and 183;
disazo pigments:
C.I. Pigment Orange 16, 34 and 44;
C.I. Pigment Red 144, 166, 214 and 242;
C.I. Pigment Yellow 12, 13, 14, 16, 17, 81,
83, 106, 113, 126, 127, 155, 174, 176 and
188;
anthanthrone pigments:
C.I. Pigment Red 168
(C.I. Vat Orange 3);
anthraquinone pigments:
C.I. Pigment Yellow 147 and 177;
C.I. Pigment Violet 31;
anthrapyrimidine pigments:
C.I. Pigment Yellow 108
(C.I. Vat Yellow 20);
quinacridone pigments:
C.I. Pigment Red 122, 202 and 206;
C.I. Pigment Violet 19;
quinophthalone pigments:
C.I. Pigment Yellow 138;
dioxazine pigments:
C.I. Pigment Violet 23 and 37;
flavanthrone pigments:
C.I. Pigment Yellow 24
(C.I. Vat Yellow 1);
indanthrone pigments:
C.I. Pigment Blue 60
(C.I. Vat Blue 4)
and 64 (C.I. Vat Blue 6);
isoindoline pigments:
C.I. Pigment Orange 69;
C.I. Pigment Red 260;
C.I. Pigment Yellow 139 and 185;
isoindolinone pigments:
C.I. Pigment Orange 61;
C.I. Pigment Red 257 and 260;
C.I. Pigment Yellow 109, 110, 173
and 185;
isoviolanthrone pigments:
C.I. Pigment Violet 31
(C.I. Vat Violet 1);
metal complex pigments:
C.I. Pigment Yellow 117, 150 and
153;
C.I. Pigment Green 8;
perinone pigments:
C.I. Pigment Orange 43
(C.I. Vat Orange 7);
C.I. Pigment Red 194
(C.I. Vat Red 15);
perylene pigments:
C.I. Pigment Black 31 and 32;
C.I. Pigment Red 123, 149, 178, 179
(C.I. Vat Red 23),
190 (C.I. Vat Red 29) and 224;
C.I. Pigment Violet 29;
phthalocyanine pigments:
C.I. Pigment Blue 15, 15:1, 15:2,
15:3, 15:4, 15:6 and 16;
C.I. Pigment Green 7 and 36;
pyranthrone pigments:
C.I. Pigment Orange 51;
C.I. Pigment Red 216
(C.I. Vat Orange 4);
thioindigo pigments:
C.I. Pigment Red 88 and 181
(C.I. Vat Red 1);
C.I. Pigment Violet 38
(C.I. Vat Violet 3);
triarylcarbonium pigments:
C.I. Pigment Blue 1, 61 and 62;
C.I. Pigment Green 1;
C.I. Pigment Red 81, 81:1 and
169;
C.I. Pigment Violet 1, 2, 3 and 27;
C.I. Pigment Black 1 (aniline black);
C.I. Pigment Yellow 101 (aldazine yellow);
C.I. Pigment Brown 22;
vat dyes (in addition to those already mentioned above):
C.I. Vat Yellow 2, 3, 4, 5, 9, 10, 12, 22, 26, 33, 37, 46,
48, 49 and 50;
C.I. Vat Orange 1, 2, 5, 9, 11, 13, 15, 19, 26, 29, 30 and
31;
C.I. Vat Red 2, 10, 12, 13, 14, 16, 19, 21, 31, 32, 37, 41,
51, 52 and 61;
C.I. Vat Violet 2, 9, 13, 14, 15, 17 and 21;
C.I. Vat Blue 1 (C.I. Pigment Blue 66), 3, 5, 10, 12, 13, 14,
16, 17, 18, 19, 20, 22, 25, 26, 29, 30, 31, 35, 41, 42, 43,
64, 65, 66, 72 and 74;
C.I. Vat Green 1, 2, 3, 5, 7, 8, 9, 13, 14, 17, 26, 29, 30,
31, 32, 33, 40, 42, 43, 44 and 49;
C.I. Vat Brown 1, 3, 4, 5, 6, 9, 11, 17, 25, 32, 33, 35, 38,
39, 41, 42, 44, 45, 49, 50, 55, 57, 68, 72, 73, 80, 81, 82,
83 and 84;
C.I. Vat Black 1, 2, 7, 8, 9, 13, 14, 16, 19, 20, 22, 25, 27,
28, 29, 30, 31, 32, 34, 36, 56, 57, 58, 63, 64 and 65;
inorganic pigments:
white pigments:
titanium dioxide (C.I. Pigment White 6),
zinc white, pigment grade zinc oxide; zinc
sulfide, lithopone; lead white;
black pigments:
iron oxide black (C.I. Pigment Black 11),
iron manganese black, spinel black (C.I.
Pigment Black 27); carbon black (C.I.
Pigment Black 7);
color pigments:
chromium oxide, chromium oxide hydrate
green; chrome green (C.I. Pigment Green 48);
cobalt green (C.I. Pigment Green 50);
ultramarine green;
cobalt blue (C.I. Pigment Blue 28 and 36);
ultramarine blue; iron blue (C.I. Pigment
Blue 27); manganese blue;
ultramarine violet; cobalt violet, manganese
violet;
iron oxide red (C.I. Pigment Red 101);
cadmium sulfoselenide (C.I. Pigment Red
108); molybdate red (C.I. Pigment Red 104);
ultramarine red;
iron oxide brown, mixed brown, spinel and
corundum phases (C.I. Pigment Brown 24, 29
and 31), chrome orange;
iron oxide yellow (C.I. Pigment Yellow 42);
nickel titanium yellow (C.I. Pigment Yellow
53; C.I. Pigment Yellow 157 and 164);
chrome titanium yellow; cadmium sulfide and
cadmium zinc sulfide (C.I. Pigment Yellow 37
and 35); chrome yellow (C.I. Pigment Yellow
34), zinc yellow, alkaline earth metal
chromates; Naples yellow; bismuth
vanadate (C.I. Pigment Yellow 184);
interference pigments:
metallic effect pigments based on
coated metal platelets; pearl luster
pigments based on mica platelets coated
with metal oxide; liquid crystal
pigments.
Preferred pigments in this context are monoazo pigments (especially laked BONS pigments, naphthol AS pigments), disazo pigments (especially diaryl yellow pigments, bisacetoacetanilide pigments, disazopyrazolone pigments), quinacridone pigments, quinophthalone pigments, perinone pigments, phthalocyanine pigments, triarylcarbonium pigments (alkali blue pigments, laked rhodamines, dye salts with complex anions), isoindoline pigments and carbon blacks (in particular gas blacks or furnace blacks).
Examples of particularly preferred pigments are specifically: C.I. Pigment Yellow 138, C.I. Pigment Red 122, C.I. Pigment Violet 19, C.I. Pigment Blue 15:3 and 15:4, C.I. Pigment Black 7, C.I. Pigment Orange 5, 38 and 43 and C.I. Pigment Green 7.
Pigment preparations according to the invention include as component (B) one or more ethoxylated and propoxylated or ethoxylated and butoxylated or

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