DE19731572A1 - Pigment formulation useful in ink giving brilliant, light-fast ink-jet print - Google Patents

Abstract

Pigment formulation contains (a) pigment, (b) dispersant and (c) a terpene, terpenoid, fatty acid or fatty acid ester. Also claimed is a method of producing the formulation by homogenizing the pigment with the dispersant, component (c) and optionally other additives, wet milling and optionally drying.

Description

The invention relates to pigment preparations, processes for their preparation and their use, for example, as printing inks for ink-jet printing.

Aqueous printing inks for inkjet printing are both water-based organic dyes as well as based on organic color pigments per se known and described in many publications. Compared to the soluble Dyes generally give pigments an improved light fastness of the obtained Printouts; however, it is also known that most Jet elements do not achieve the same brilliance as dyes. Although the brilliance prints through a particularly high fine distribution of pigment particles However, this is usually accompanied by a loss of lightfastness properties (cf. Herbst, Hunger: Industrial Organic Pigments, VCM, Publishing company, Weinheim (1987), pp. 135-136).

According to EP-A-633 142, the brilliance can be chosen, for example, by choosing more suitable ones Additives for the inks or by choosing suitable printing substrates such as wise appropriately coated papers can be improved. The problem both brilliant as well as lightfast pigments ready for ink jet printing, for example to deliver, however, has not yet been satisfactorily solved by the prior art.

The invention relates to pigment preparations containing

• a) pigment,
• b) dispersant and
• c) a compound from the group of terpenes, terpenoids, fatty acids and Fatty acid esters.

The pigments of the pigment preparations according to the invention are not subject to any limitation. They can be organic or inorganic in nature. Suitable or ganic pigments are e.g. B. those of the azo, anthraquinone, thioindigo series, other polycyclic pigments, e.g. B. from the phthalocyanine, quinacridone, Dioxazine, naphthalenetetracarboxylic, perylenetetracarboxylic or isoindoline Series as well as metal complex pigments or lacquered dyes such as Ca, Mg, Al lacquers of dyes containing sulfonic acid and / or carboxylic acid groups and Carbon black, of which a large number, for example from Color Index, 2nd edition, be is known. Suitable inorganic pigments are, for example, zinc sulfides, Ul tramarine, titanium dioxide, iron oxides, nickel or chromium antimony titanium dioxide, Cobalt blue, chrome oxides and chromate pigments. Soot is preferably used sets, which is also considered a pigment in the context of this application.

Particularly preferred pigments of the pigment preparations according to the invention are, for example, phthalocyanine pigments such as Pigment Blue 15, Pigment Green 7, arylamide pigments such as Pigment Yellow 83, Pigment Yellow 17, monoazo pigments such as Pigment Red 48, lithol pigments, disazo condensation pigments such as Pigment Red 166, and Carbon blacks, zinc sulfides and ultramarines. Carbon blacks with a BET surface area of 30 to 230 m ² / g are particularly preferred, especially acidic carbon blacks (oxidized) by the furnace or gas black process.

Particularly preferred are those in the as yet unpublished DE-A 19 712 486 be written yellow pigments of the formulas (I) to (III) there, which are the subject this application are to be counted, especially C.I. Pigment Yellow 139, C.I. Pigment Yellow 150 and C.I. Pigment Yellow 185.

Dispersant b)

Dispersant in the context of this application is a pigment part In their fine particulate form stabilizing sub in aqueous media punch understood. Fine particulate is preferably a fine distribution of  Understood from 0.001 to 5 µm, in particular from 0.005 to 1 µm, particularly preferred from 0.005 to 0.5 µm.

Suitable dispersants are, for example, anionic, cationic, amphoteric or non-ionic.

Suitable anionic dispersants are, in particular, condensation products of aromatic sulfonic acids with formaldehyde, such as condensation products of formaldehyde and alkylnaphthalenesulfonic acids or of formaldehyde, naphthalene sulfonic acids and / or benzenesulfonic acids, condensation products from phenol which may be substituted with formaldehyde and sodium bisulfite. Dispersants from the group of sulfosuccinic acid esters and alkylbenzenesulfonates are also suitable. In addition, sulfated, alkoxylated fatty acid alcohols or their salts. Alkoxylated fatty acid alcohols are understood to be in particular those with 5 to 120, preferably 5 to 60, in particular 5 to 30 ethylene oxide, C ₆ -C ₂₂ fatty acid alcohols which are saturated or unsaturated, in particular stearyl alcohol. A stearyl alcohol alkoxylated with 8 to 10 ethylene oxide units is particularly preferred. The sulfated alkoxylated fatty acid alcohols are preferably present as salts, in particular as alkali or amine salts, preferably as diethylamine salt. Furthermore, especially lignin sulfonates come into consideration, e.g. B. those obtained by the sulfite or Kraft process. Preference as it concerns products that are partially hydrolyzed, oxidized, propoxy liert, sulfonated, sulfomethylated or desulfonated and fractionated by known methods, for. B. according to the molecular weight or the degree of sulfonia. Mixtures of sulfite and kraft lignin sulfonates are also effective. Lignin sulfonates with an average molecular weight between 1,000 and 100,000, an active lignin sulfonate content of at least 80% and preferably with a low content of polyvalent cations are particularly suitable. The degree of sulfonation can vary within wide limits.

Examples of suitable nonionic dispersants are: reaction products of alkylene oxides with alkylatable compounds, such as, for. B. fatty alcohols, fatty amines, fatty acids, phenols, alkylphenols, arylalkylphenols, such as styrene-phenol condensates, carboxamides and resin acids. This is e.g. B. ethylene oxide adducts from the class of reaction products of ethylene oxide with:
a1) saturated and / or unsaturated fatty alcohols with 6 to 22 carbon atoms or
b1) alkylphenols with 4 to 12 carbon atoms in the alkyl radical or
c1) saturated and / or unsaturated fatty amines with 14 to 20 carbon atoms or
d1) saturated and / or unsaturated fatty acids with 14 to 20 carbon atoms or
e1) hydrogenated and / or unhydrogenated resin acids.

Ethylene oxide adducts include, in particular, those mentioned under a1) to e1) alkylatable compounds with 5 to 120, in particular 5 to 100, in particular 5 up to 60, particularly preferably 5 to 30 mol ethylene oxide in question.

Also suitable as dispersants are the esters of the alkoxylation product of the formula (X) which correspond to the formula (XI) and which are known from the older, but not prepublished DE-A 19 712 486 or from DE-A 19 535 246, and which, if appropriate, are mixed with them the underlying compounds of formula (X). The alkoxylation product of a styrene-phenol condensate of formula (X) is defined as follows:

in the
R ¹⁵ denotes hydrogen or C ₁ -C ₄ alkyl,
R ^{16 represents} hydrogen or CH ₃ ,
R ¹⁷ denotes hydrogen, C ₁ -C ₄ alkyl, C ₁ -C ₄ alkoxy, C ₁ -C ₄ alkoxycarbonyl or phenyl,
m represents a number from 1 to 4,
n is a number from 6 to 120,
R ^{18 is the} same or different for each unit indicated by n and represents hydrogen, CH ₃ or phenyl, where in the presence of CH ₃ in the various - (- CH ₂ -CH (R ¹⁸ ) -O -) - Groups in 0 to 60% of the total value of n R ^{18 represent} CH ₃ and in 100 to 40% of the total value of n R ^{18 represent} hydrogen, and in the case of the presence of phenyl in the various - (- CH ₂ -CH (R ¹⁸ ) -O -) - groups in 0 to 40% of the total value of n R ¹⁸ for phenyl and in 100 to 60% of the total value of n R ¹⁸ for hydrogen.

The esters of the alkoxylation products (X) correspond to the formula (XI)

in the
R ^{15 '} , R ^16' , R ^{17 '} , R ^18' , m 'and n' assume the scope of meaning of R ¹⁵ , R ¹⁶ , R ¹⁷ , R ¹⁸ , m and n, however independently of this,
X represents the group -SO ₃ , -SO ₂ , -PO ₃ or -CO- (R ¹⁹ ) -COO,
Kat is a cation from the group of H, Li, Na, K NH ₄ or HO-CH ₂ CH ₂ -NH ₃ , where in the case of X = -PO _{3 there are} two Kat and
R ^{19 stands} for a divalent aliphatic or aromatic radical, preferably for C ₁ -C ₄ alkylene, in particular ethylene, C ₂ -C ₄ - monounsaturated radicals, in particular acetylene or optionally substituted phenylene, in particular ortho-phenylene, where possible substituents are preferably C ₁ -C ₄ -alkyl, C ₁ -C ₄ -alkoxy, C ₁ -C ₄ -alkoxycarbonyl or phenyl.

Special individual compounds of the formula (M) are, for example, from DE-A 19 712 486 and mixtures of the formulas (X) and (XI) are for example DE-A-19 535 256 known, each of which is part of this application.

The compound of formula (XI) is used as a preferred dispersant of component b). Preferably a compound of the formula (XI), in which X is a radical of the formula -CO- (R ¹⁹ ) -COO- and R ^{19 has} the above meaning.

A compound of the formula (XI) is also preferred as the dispersant men with a compound of formula (X). Preferably, the dis Pergiermittel in this case 5 to 99 wt .-% of compound (XI) and 1 to 95% by weight of compound (X).

Examples of polymeric dispersants are water-soluble and what ser-emulsifiable types in question, e.g. B. homo- and copolymers, such as statisti Sche- or block copolymers.

Particularly preferred dispersants are polymeric dispersants as in for example AB, BAB and ABC block copolymers. In the AB or BAB block copolymers, the A segment is a hydrophobic homopolymer or copolymer, which ensures a connection to the pigment and the B block a hydrophilic one Homopolymer or copolymer or a salt thereof and represents the dispersing of the Pigment in the aqueous medium safely. Such polymeric dispersants and their synthesis are, for example, from EP-A 518 225 and EP-A 556 649 knows.

The dispersant is preferably used in an amount of 0.1 to 100% by weight, in particular 0.5 to 60 wt .-%, based on the pigment used in the pig ment preparation, used.

Component c)

The following may be mentioned as preferred compounds of component c):
Ocimen, myrcene, geraniol, nerol, linalool, citronellol, geranial, citronellal, neral, limonene, menthol, for example (-) - menthol, menthone or bicyclic monoterpenes, saturated and unsaturated fatty acids with 6 to 22 carbon atoms, such as stearic acid, Oleic acid, linoleic acid and linolenic acid or mixtures thereof.

The pigment preparations according to the invention can be used, for example, in solid form Form, for example, as a powder or granulate or as an aqueous dispersion available. Aqueous dispersions are preferred.

In a particularly preferred embodiment, the pigment preparation according to the invention contains

• a) 0.2 to 60 wt .-%, in particular 0.2 to 20 wt .-%, particularly preferred 0.2 to 10% by weight of at least one pigment,
• b) 0.1 to 100% by weight, in particular 0.5 to 60% by weight, of dispersant, based on the pigment used,
• c) 1 to 100 wt .-%, preferably 4 to 80 wt .-%, based on pigment, the Connection of component c) as described above and
• d) 10 to 98 wt .-%, in particular 30 to 98 wt .-% water.

The pigment preparations of the invention can of course in addition to the Components a), b), c) and optionally d) also contain further additives.

For example, organic solvents can be used as further component e) be present. Water-soluble organic solutions are particularly suitable medium. Preferred are those which have a solubility of greater than 0.5 g / 100 g Have water.

Examples of suitable organic solvents are:
aliphatic C ₁ -C ₄ alcohols, such as methanol, ethanol, isopropanol, n-propanol, n-butanol, isobutanol or tert-butanol, aliphatic ketones, such as acetone, methyl ethyl ketone, methyl isobutyl ketone or diacetone alcohol, polyols, such as ethylene glycol, propylene glycol , Butylene glycol, diethylene glycol, triethylene glycol, trimethylolpropane, polyethylene glycol with an average molecular weight of 100 to 4000, preferably 400 to 1500 g / mol or glycerol, monohydroxy ether, preferably monohydroxyalkyl ether, particularly preferably mono-C ₁ -C ₄ -alkyl glycol ether such as ethylene glycol monoalkyl -, -monomethyl-, -diethylene glycol monomethyl ether or diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, di propylene glycol monoethyl ether, thiodiglycol, triethylene glycol monomethyl ether or monoethyl ether, furthermore 2-pyrrolidone, N-methyl-2-pyrrolidone, n-pyrrolidone, n-ethylrolidone 1,3-dimethyl-imidazolidone, dimethylacetamide and dimethylformamide.

Mixtures of the solvents mentioned are also suitable.

The amount of the organic solvent is preferably 1 to 40, especially special 2 to 20 wt .-%, based on the pigment preparations.

The amount of water and organic solvent is preferably 20 to 99 % By weight, preferably 30 to 97% by weight, based on the pigment preparations.

The invention further relates to pigment preparations containing in addition to Components a) to d) an organic solvent from the above preferred group. These preparations preferably contain 1 to 40, in particular 2 to 20% by weight of organic solvent. Preferably included they water and organic solvent in an amount of 20 to 99 wt .-%, preferably 30 to 97% by weight. These pigment preparations will be preferably used as printing inks for ink-jet printing.

Furthermore, the one used as printing ink can also be used for other purposes dete pigment preparation contain agents for adjusting the viscosity as in for example, polyvinyl alcohol, polyvinyl pyrrolidone, methyl cellulose and the like. a. the subject  known means. Such agents are preferred for printing ink only if if they have the stability of the printing ink, the printing behavior and the drying Do not negatively influence behavior on paper.

In addition to the components mentioned, the pressure according to the invention inks or pigment preparations still a proportion of 0 to 15 wt .-%, before preferably 0.5 to 10% by weight, based on the preparation or printing ink other surfactants. This can be done with printing ink are basically used for. B. to regulate the surface tension of the Ink, further to prevent droplet formation or leakage from the Nozzle exit surface of the print head and for setting the wetting and Drying behavior of the ink on different types of substrates (papers). The Like surface active agents are to the expert in the form of on the market known products. When choosing surfactants these should not affect the stability of the pigment preparation used as a printing ink or affect the printhead materials used.

In addition, the pigment preparation used according to the invention can be further contain ionic as well as non-ionic auxiliaries. If the dispersant contains ionic groups, these auxiliaries should preferably be non-ionic or be of the same ionogenicity.

Basically, the pigment preparations can still preservatives, light contain protective agents, other surfactants and possibly also pH regulators.

Examples of pH regulators are NaOH, ammonia or aminomethyl propanol, N, N-dimethylaminoethanol.

Examples of preservatives are methyl and chloromethyl isothiazoline-3 on, benzisothiazolin-3-one or mixtures thereof.  

Examples of light stabilizers are UV absorbers.

The invention further relates to a method for producing the fiction, ge moderate pigment preparations, which is characterized in that a Pig ment with the dispersant b), the compound of component c) and given if necessary, other additives homogenized and wet-crushed.

In general, the pigment a) in powder form or in the form of water-moist th press cake together with part of the dispersant b), at least part of component c) and water, preferably deionized water a homogeneous grinding suspension, for example by means of a stirrer, dissolver and similar aggregates, if necessary after pre-shredding beat (i.e. introduced and homogenized).

The grinding suspension can also contain low-boiling solvents (Boiling point <150 ° C) included in the course of the subsequent fine grinding can be discharged by evaporation. But it can also hold shares boiling solvents or other additives as described above e.g. B. grinding, defoaming or wetting agents.

Wet comminution includes both pre-comminution and fine grinding lung. The pigment concentration of the suspension is preferably above this the desired concentration of the finished pigment preparation. The desired Final pigment concentration is preferably only after the wet comminution tion set. Following the pre-shredding, there is generally a Grinding to the desired particle fine distribution of 0.001 to 5 µm, preferably as 0.005 to 1 µm. For this grinding come aggregates such. B. kneader, Roller mills, kneading screws, ball mills, rotor-stator mills, dissolvers, Corundum disc mills, vibratory mills and especially high-speed, continuous Nuclear or discontinuously charged agitator ball mills with grinding media pern with a diameter of 0.1 to 2 mm in question. The grinding media can  made of glass, ceramic or metal, e.g. B. be steel. The grinding temperature is preferably in the range of 0 to 250 ° C, but usually at room temperature structure, especially below the cloud point of the dispersant used component b) and the connection of component c).

In a likewise preferred procedure, the grinding can be partially or completely in a high pressure homogenizer or in a so-called jet dispersant (known from the unpublished application DE-A 19 536 845) take place, whereby the content of grinding media abrasion in the suspension or the release of soluble substances from the grinding media (e.g. ions from glass body) can be reduced to a minimum or completely avoided.

In a dilution step, the pigment preparation obtained in itself known manner in water, optionally with the remaining dispersant gene and the remaining amounts of component c) and optionally further Additives mixed and homogenized, as well as on the desired pigment finish concentration or color strength of the preparation can be set. This can optionally a part of the dispersant b) and the rest Component c) can be added, for example, to make a reagglomeration finer Avoid pigment particles in the dilution.

A method for producing the pigment preparation is particularly advantageous nen, in the grinding step to produce the pigment concentrate for the stabilizers lization sufficient dispersant and / or component c) available is provided. Following this or after dilution with water, in Solution located, not adsorbed on the pigment and / or the Excess component c) preferably removed and then the ge desired pigment preparation by adding the remaining portions of the Pigment preparation discontinued.  

A method of removing dispersant in solution and / or component c) is, for example, the centrifugation of the suspension and then decanting off the supernatant.

The pigment preparation obtained in this way can also be used after the grinding who is subjected to a drying step, for example by spray drying solid preparations are obtained. These preferably have one Residual moisture content (water) of less than 20% by weight, preferably less than 10% by weight The pigment content of this solid preparation is preferably more than 30 % By weight, preferably more than 60%, in particular more than 80% by weight, based on the preparation.

Such preparations are in water and in organic media, for example wise in polymers, well redispersible.

Furthermore, other additives such as. B. polyurethane or acrylic polymers be set in order to further improve water justice if necessary. This can be both water-soluble and water-emulsifiable, or in one of the components contained in c) be soluble.

In a preferred procedure, the mixing and homogenization takes place the pigment preparations using a jet disperser or high pressure homogenizer to prevent the formation of foam and possible to avoid reagglomeration.

With the setting of the desired pigment preparations for use as Printing ink for ink jet printing is also set to the desired one Viscosity, color strength, hue, density and surface tension of the ink.  

Before using the pigment preparations as printing inks, the inks are countered if necessary, fine-filtered, for example using 1 to 5 µm membrane or glass fil tern.

In general, the physical ink properties are used tion in conventional inkjet printers, the surface tension between 20 and 70 mN / m and the viscosity less than 20 mPa.s, preferably 0.5 to 10 mPa.s should be.

The pigment preparations according to the invention deliver as printing ink in the Ink-jet printing uses prints with excellent lightfastness and brilliance and also have the following advantages: excellent dispersion and Storage stability in a wide temperature range, no so-called kogation or Clogging or clogging in the print head, high water and migration fastness the prints on different substrates, e.g. B. on wood-free paper, average. Paper quality, sized and coated paper, polymer films, transpa Rent foils for overhead projection, no bleeding in multi-color printing, even with Use with dye inks or other pigmented inks.

The invention further relates to the use of the pigment preparations as Printing inks for ink jet printing as well as for pigmenting natural or synthetic materials, especially for pigmenting plastics and Paper in bulk and as paper colors.

They are particularly suitable for the production of emulsion paints, dis persistent varnishes, printing inks, water-thinnable varnish systems, aqueous flexo and Rotogravure inks, wallpaper inks, aqueous wood protection systems and wood stains, Plasters, as well as for pigmenting colored pencil leads, fiber pens, ink jet inks, Ink, pastes for pens, chalks, detergents and cleaning agents, Shoe care products, non-woven nonwovens, pulp coloring, paper coating  colors, cardboard printing inks, coloring of latex products, abrasives, Spin dyeing and foils.

The pigment preparations are particularly preferably used as printing inks for ink-jet printing.

Ink-jet printing is known per se and is generally carried out in such a way that the Printing ink is filled into a receptacle of an ink jet print head and is sprayed onto the substrate in small droplets. The ink output in droplets Chenform takes place preferably via a piezoelectric crystal, a heated cannula (bubble or thermo-jet process) or mechanical printer elevation, which exerts pressure on the ink system and thus drops of ink are thrown out. The droplets are made up of one or more small nozzles aimed at the substrate such. B. paper, wood, textiles, plastic or shot metal. By electronic control the individual Droplets on the substrate to form characters or graphic patterns quantified.

A method is also possible in which by means of electrostatic deflection an ink jet smallest volumes in the form of drops on a substrate be brought.

Examples example 1 Preparation of a dispersant according to formula (XI)

(0.9 mol) 1500 g of tristyrylphenyloxyethylate emulsifier of the formula (X)

wherein
m: 2.7
n: 29
R ₂ : H
R ₁₅ : H and
R ₁₇ : H means
R ₁₈ : H
with a statistical chain length of approx. 29 EO units (melted at 90 ° C) and at 90 to 100 ° C with
(0.9 mol) 90, 1 g of succinic anhydride are added.

The mixture was stirred under a gentle stream of nitrogen for 2 hours 100 ° C, then 3 hours at 150 ° C, the initially creamy white mass more fluid and weak became brownish.

The mixture was cooled to 100 ° C. and filtered through a G-2 glass frit. 1,480 g of a viscous, slightly cloudy brownish liquid with the following properties were obtained:
pH 1% in deionized water = 4.6
Cloud point 1% in full ent. Water = 94-96 ° C
Freezing point = approx. 25 ° C
Acid number = 29.5 mg KOH / g
The mixture thus obtained has more than 90% of the dicarboxylic acid semi-ester according to formula (XI).

Example 2

4.6 parts of the dispersant mixture described in Example 1 were melted at 80 ° C. and added
7.9 parts of deionized water are added and completely dissolved. For this purpose, the surface-active agent d) according to the table below was then added and completely emulsified with vigorous stirring at room temperature:

The emulsion was in
87.8 parts of the water-moist press cake from Color Index Pigment Red 122 with a dry content of 31.9% were added, and the mixture was then comminuted using a dissolver and homogenized. The pH of the suspension was adjusted to 8.0 using dilute sodium hydroxide solution. This was followed by grinding in an open, discontinuously operated 1 liter agitator ball mill using zirconium oxide beads. (Diameter 0.4 - 0.6 mm) with cooling over a period of 3 hours. He received aqueous pigment preparation with
0.1 parts of a preservative (benzisothiazolin-3-one) and deionized water are adjusted to a pigment concentration of 25%.

This preparation has a very good fluidity and perfect free suspension stability when stored for 3 months at Room temperature as well as at 50 ° C.

The preparation thus obtained was diluted to a pigment concentration of 4% for use as a printing ink for ink jet printing. The composition and parameters of the printing ink were chosen as follows:
Deionized water: 69%
Polyethylene glycol (MW: 800 g / mol): 10%
o. 25% pigment preparation: 16%
2-pyrrolidone: 5%
pH: 7.2
Surface tension: <30 mN / m
Max. Particle size (disc centrifuge): <0.2 µm

The printing inks were placed on a commercially available ink jet printer (HP, Deskjet® 690C, after replacing the original one  available magenta color ink through the printing according to the invention ink) print perfectly and gave printed images with high Color strength and high brilliance, as well as good water and highlighter authenticity.

Example 3

71.9 parts of deionized water were presented and
5.0 parts of a dispersant in the form of a naphthalenesulfonic acid condensation product (TAMOL NN 9401®, BASF AG),
3.0 parts of oleic acid completely dissolved with stirring at room temperature. At closing
20.0 parts of the carbon black CI Pigment Black 7 (carbon black FW®1, manufacturer Degussa AG, Hanau) entered and finely divided and homogenized using a dissolver. The pH of the suspension was adjusted to 8.0 using dilute triethanolamine and the suspension was then wet-crushed in 3 passages at a pressure of 1500 bar with cooling in a high-pressure homogenizer (manufactured by APV® Homogeniser GmbH, Lübeck). Then were
0.1 parts of a preservative (benzisothiazolin-3-one) added. The actual pigment concentration after dry determination was 20.5% by weight. The pigment concentrate thus obtained was set for use as a printing ink for ink-jet printing to a pigment concentration of approximately 4% by weight. The composition of the printing ink is shown in the table below.

The printing ink was on a commercially available ink jet printer Print well as described in Example 2 and gave printed images with high optical density and good water fastness.

Example 4

It was a pigment preparation analogous to Example 1, from DE-A 19 511 624 under Use C.I. Pigment Red 112 made with the addition of 4.8 parts of oil acid instead of the same amount of water by first combining the oleic acid was completely emulsified with the dispersant dissolved in water and then entered the pigment and polyethylene glycol and accordingly Example 1, from DE-A 19 511 624, the preparation was created.

Composition of the preparation:
48% by weight CI Pigment Red 112
6% by weight of dispersant comp. B), as in Example 1 of DE-A 19 511 624
6% by weight of dispersant comp. E), as in Example 1 of DE-A 19 511 624
10% by weight polyethylene glycol (M _w = 400)
4.8% by weight oleic acid
25.1% by weight of water
0.1 wt .-% 1,2-benzisothiazol-3-one as a preservative.

The preparation excels when used in commercial paint, varnish and Textile printing inks characterized by high color strength and excellent compatibility, but especially through improved brilliance in full tone and in white blends.  

Application example

The compositions of the pigment preparation to be used as printing inks NEN were chosen so that the viscosity of the printing inks in one Range from 3 to 5 mPa.s.

The preparation was carried out on the basis of the pigment preparations by mixing and stirring with the required amount of water and other additives such as organic solvents in a glass container. This was followed by an ultra sonic treatment over 1 minute and the addition of preservatives and optionally pH adjustment using dilute NaOH.

These pigment preparations were fil through a 1.2 micron filter before printing triert to possibly existing grist and coarse from the Sus remove pension.

All pigment preparations of Example 2 used as printing inks provided prints with excellent color brilliance on different papers, Water resistance and good flow properties. With the gradient property is the course of the printed image is tested in another adjacent printed image. To a second printing ink, a commercially available yellow ink, is used.

The prints were made on plain paper (Agfa® 701) and on HP special paper (HP-516342®).

Claims (10)

1. Containing pigment preparations

• a) pigment,
• b) dispersant and
• c) a compound from the group of terpenes, terpenoids, fatty acids and fatty acid esters.

2. Pigment preparations according to claim 1, containing an ester of the formula (M) as a dispersant, optionally in a mixture with the underlying alkoxylation product of the formula (X), the compounds (X) and (M) being defined as follows:
in the
R ¹⁵ denotes hydrogen or C ₁ -C ₄ alkyl,
R ^{16 represents} hydrogen or CH ₃ ,
R ¹⁷ denotes hydrogen, C ₁ -C ₄ alkyl, C ₁ -C ₄ alkoxy, C ₁ -C ₄ alkoxycarbonyl or phenyl,
m represents a number from 1 to 4,
n is a number from 6 to 120,
R ^{18 is the} same or different for each unit indicated by n and represents hydrogen, CH ₃ or phenyl, where in the presence of CH ₃ in the different - (- CH ₂ -CH (R ¹⁸ ) -O -) - groups in 0 to 60% of the total value of n R ^{18 stands} for CH ₃ and in 100 to 40% of the total value of n R ¹⁸ stands for hydrogen and, if phenyl is present, in the various - (- CH ₂ -CH (R ¹⁸ ) -O -) - groups in 0 to 40% of the total value of n R ¹⁸ for phenyl and in 100 to 60% of the total value of n R ¹⁸ for hydrogen, and
the esters of the alkoxylation products (X) correspond to the formula (XI)
in the
R ^{15 '} , R ^16' , R ^{17 '} , R ^18' , m 'and n' assume the scope of meaning of R ¹⁵ , R ¹⁶ , R ¹⁷ , R ¹⁸ , m and n, however independently of this,
X represents the group -SO ₃ , -SO ₂ , -PO ₃ or -CO- (R ¹⁹ ) -COO,
Kat is a cation from the group of H, Li, Na, K, NH ₄ or HO-CH ₂ CH ₂ -NH ₃ , where in the case of X = -PO _{3 there are} two Kat and
R ^{19 stands} for a divalent aliphatic or aromatic radical, preferably for C ₁ -C ₄ alkylene, in particular ethylene, C ₂ -C ₄ monounsaturated radicals, in particular acetylene or optionally substituted phenylene, in particular ortho-phenylene, where possible substituents are preferably C ₁ -C ₄ alkyl, C ₁ - C ₄ alkoxy, C ₁ -C ₄ -alkoxycarbonyl or phenyl come into question. 3. pigment preparations according to claim 2, containing as a dispersant of component b) a compound of formula (XI), wherein X is a radical of the formula -CO- (R ¹⁹ ) -COO-. 4. pigment preparations according to claim 2, containing as a dispersant Mixture of 5 to 99% by weight of the compound (M) and 1 to 95% by weight of the Compound (X) inserted. 5. Pigment preparations according to claim 1, containing as a compound of Component c) ocimen, myrcene, geraniol, nerol, linalool, citronellol, Geranial, citronellal, neral, limonene, menthol, for example (-) - Menthol, menthone or bicyclic monoterpenes, saturated and unsung saturated fatty acids with 6 to 22 carbon atoms or mixtures thereof. 6. Pigment preparations according to claim 1, containing

• a) 0.2 to 60% by weight, in particular 0.2 to 20% by weight, particularly preferably 0.2 to 10% by weight of at least one pigment,
• b) 0.1 to 100% by weight, in particular 0.5 to 60% by weight, of dispersing agent, based on the pigment used,
• c) 1 to 100% by weight, preferably 4 to 80% by weight, based on pigment, of the surface-active agent as described above and
• d) 10 to 98 wt .-%, in particular 30 to 98 wt .-% water.

7. pigment preparations according to claim 1, containing as further component e) an organic solvent, in particular one selected from the group aliphatic C ₁ -C ₄ alcohols, in particular methanol, ethanol, isopropanol, n-propanol, n-butanol, isobutanol or tert .-Butanol, ali phatic ketones, such as acetone, methyl ethyl ketone, methyl isobutyl ketone or diacetone alcohol, polyols, especially ethylene glycol, propylene glycol, butylene glycol, diethylene glycol, triethylene glycol, trimethylol propane, polyethylene glycol with an average molecular weight of 100 to 4000, preferably 400 to 1500 g / mol Glycerol, monohydroxy ether, preferably monohydroxyalkyl ether, particularly preferably mono-C ₁ -C ₄ alkyl glycol ether such as ethylene glycol monoalkyl, monomethyl or diethylene glycol monomethyl ether or diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, dipropylene glycol monoethyl ether, thiodylene glycol monoethyl ether, thiodiglycol monomethyl ether, thiodiglycol monomethyl ether, N-meth yl-2-pyrrolidone, N-ethyl-pyrrolidone, N-vinyl-pyrrolidone, 1,3-dimethyl-imidazolidone, dimethylacetamide and dimethylformamide or mixtures thereof. 8. A process for the preparation of the pigment preparations according to claim 1, characterized in that a pigment with the dispersant b), the connection of component C and optionally other additives homogenized and wet crushed and then optionally dried. 9. Use of the pigment preparations according to claim 1 as printing inks for ink jet printing. 10. Use of the pigment preparations according to claim 11, for Pigmentation of natural or synthetic materials, especially of Dispersion paints, printing inks, water-based paint systems  as well as for pigmenting plastics and paper in bulk and as Paper stroke colors.