Pigment composition

FIELD: chemistry.

SUBSTANCE: pigment composition contains at least 35 wt % one pigment and at most 65 wt % polymer-dispersant per total weight of the pigment and the polymer-dispersant. Said polymer-dispersant contains a polymer backbone chain obtained via chain-transfer polymerisation, having hydrophilic polyalkylene oxide side groups. The pigment contained in the composition is selected from a wide range of pigments and has average particle size between 50 nm and 5000 nm. Described also is a method of preparing said pigment composition, a coating composition based on said composition and use in preparing a mixed pigment composition.

EFFECT: composition ensures easy mixture with aqueous and organic media.

11 cl, 1 tbl, 10 ex

 

The present invention relates to solid pigment composition containing a pigment and a polymer dispersant, the method of production of pigment compositions and to the use of polymer-dispersed.

European patent EP 1026178 describes pumped by the pump and flowing water pigment composition containing a pigment and a polymer dispersant, in which the polymer dispersant contains a polymeric main chain, obtained by polymerization chain transfer with lateral hydrophilic polyalkylbenzene group. Also described solid pigment composition, which requires dispersion, i.e. wysokosciowe efforts to obtain a liquid aqueous composition.

International patent application WO 96/14347 refers to a copolymer containing alternating units of the vinyl monomer and diapir dicarboxylic acid, in which at least one of the ester groups contains a group of polyether, with the specified copolymer has an acid number less than 1. Also describes a liquid dispersion of pigment and opaque compositions, formulations which includes the dispersion.

Known liquid pigment compositions typically have in their formulations for more activating substances such as inhibitors of the formation of a dry crust, amplifiers, resistance to freezing, thickeners and substances that reduce the existing education films in peel order to stabilize them. Aqueous pigment compositions are generally unsuitable for solvent-opaque compositions. The presence of organic co-solvents in the liquid pigment compositions is undesirable, as these co-solvents injected volatile organic compounds in water opaque composition. Solid powder pigment composition described in EP 1026178 may not be entered in the formulation of paints directly without stage extrarespiratory. Thus, they are unsuitable as a mix of pigments. Mix pigment compositions often are usually dry powder concentrates of pigments containing a pigment and a dispersant, which may be entered into the matrix, such as opaque composition by simple mixing without the need for additional phase dispersion, hence the name mixed pigment composition.

There is a need for new pigment compositions, which are comparable with liquid formulations regarding coloring properties and dispersive ability of the pigment, but which do not require these additional activating substances and easier to handle.

Accordingly, the present invention aims to offer a pigment composition comprising a pigment and a polymer dispersant, which can be used for the operation of the mixed pigment composition, giving the paint with a steadily dispergirovannykh pigments. Pigment composition should easily be in the covering composition, in which the pigments are easily dispersed. In addition, it should be possible to obtain a pigment composition with a wide range of pigments. Pigment composition should provide inks having excellent properties and stability, especially in the case of trudnozapominaemyj and stabilized pigments. Pigment composition should be suitable for the pigmentation of water and solvent-opaque compositions.

The present invention now offers a pigment composition comprising a pigment and a polymer dispersant, which contains at least 35 wt.%, at least one pigment and the most 65 wt.% polymer-dispersed based on the combined weight of pigment and polymer dispersant, where the polymer dispersant contains a polymeric main chain, obtained by polymerization chain transfer with lateral hydrophilic polyalkylbenzene group, and where the pigment particles in the composition have an average particle size in the range from 50 to 5000 nm.

It should be noted that the U.S. patent US 3385808 describes free flowing finely dispersed non-aqueous compositions painted plastics. The compositions consist of 10-80 wt.% pigment and 90-20 wt.% grafted copoly the EPA, obtained by radical polymerization of polymerizable vinyl compounds and polyalkylated. Polymerizate obtained by grafting polymerizable vinyl compounds polyalkyloxy. The grafting reaction gives a polymer containing hydrophilic polyalkyleneglycol main chain having a polymer side group obtained by polymerization chain transfer.

The pigment composition of the invention can be used as a mixed pigment, i.e. it can be easily introduced in the coverts of the composition in which the pigment is stably dispersed. In addition, it is possible to obtain a pigment composition with a wide range of pigments. Pigment composition provides reception of paint having excellent properties and stability, especially in the case of trudnozapominaemyj and stabilized pigments. An additional advantage is that the pigment composition is suitable for the pigmentation of water and solvent-opaque compositions.

The pigment composition of the present invention may contain inorganic and organic pigment. Alternatively, the pigment composition may contain a variety of pigments, for example, two or more inorganic pigments, two or more organic pigments or a mixture of one or more inorganic pigment is in and one or more organic pigments.

As described above, the pigment particles in the composition are present in finely dispersed form, i.e. the average particle size is in the range from 50 to 5000 nm. Preferably the average particle size is at least 80 nm, more preferably at least 100 nm. Preferably the average particle size is the largest 3000 nm, more preferably biggest 1500 nm, and most preferably the largest 1000 nm. The average particle size of the pigment in the composition can be determined, for example, by electron microscopy. Since the average particle size of the pigments in the composition is essentially the same as the average particle size of the pigments after they are mixed with the fluid, it is also possible to mix the pigment composition with a liquid medium and to determine the average particle size of dynamic scattering.

Organic pigments are usually colored and black pigments. Inorganic pigments can be similarly coloring pigments (color, black and white pigments), as well as brilliant pigments and inorganic pigments which are usually used as fillers.

The following are examples of suitable organic color pigments:

monoazo-pigments:

C.I. pigment brown 25; C.I. pigment orange 5, 13, 36, 38, 64, 67 and 74; C.I. pigment red 2, 3, 4, 5, 8, 9, 12, 17, 22, 23, 31, 48:1, 48:2, 48:3, 48:4, 49, 49:1, 51:1, 52:1, 52:2, 53, 53:1, 53:3, 57:1, 58:2, 58:4, 63, 112, 146, 148, 170, 175, 184, 185, 187, 191:1, 208, 210, 245, 247 and 251; C.I. pigment yellow 1, 3, 62, 65, 73, 74, 97, 120, 151, 154, 168, 181, 183 and 191; C.I. pigment violet 32;

diazo-pigments:

C.I. pigment orange 16, 34, 44 and 72; C.I. pigment yellow 12, 13, 14, 16, 17, 81, 83, 106, 113, 126, 127, 155, 170, 174, 176, 180 and 188;

the pigments gazokondensatnye:

C.I. pigment yellow 93, 95 and 128; C.I. pigment red 144, 166, 214, 220, 221, 242 and 262; C.I. pigment brown 23 and 41;

anthanthrene pigments:

C.I. pigment red 168;

antrahinonovye pigments:

C.I. pigment yellow 147, 177 and 199; C.I. pigment violet 31;

intraperitonealy pigments:

C.I. pigment yellow 108;

chinaredorbit pigments:

C.I. pigment orange 48 and 49; C.I. pigment red 122, 202, 206, and 209; C.I. pigment violet 19;

chieftancy pigments:

C.I. pigment yellow 138;

diketopiperazine pigments:

C.I. pigment orange 71, 73 and 81; C.I. pigment red 254, 255, 264, 270 and 272;

dioxazine pigments:

C.I. pigment violet 23 and 37; C.I. pigment blue 80;

flavanonol pigments:

C.I. pigment yellow 24;

indanthrene pigments:

C.I. pigment blue 60 and 64;

isoindoline pigments:

C.I. pigment orange 61 and 69; C.I. pigment red 260; C.I. pigment yellow 139 and 185;

isoindoline pigments:

C.I. pigment yellow 109, 110 and 173;

isobilateral pigments:

C.I. pigment violet 31;

metal complex pigments:

C.I. pigment red 257; C.I. pigment yellow 117, 129, 150, 153 and 177; C.I. pigment green 8;

perinova pigments:

C.I. pigment orange 43; C.I. pigment red 194;

perylenebis pigments:

C.I. pigment black 31 and 32; C.I. pigment red 123, 149, 178, 179, 190 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;

philanthropie pigments:

C.I. pigment orange 51; C.I. pigment red 216;

pyrazoloquinoline pigments:

C.I. pigment orange 67; C.I. pigment red 251;

thioindigo-pigments:

C.I. pigment red 88 and 181; C.I. pigment violet 38;

triarylamine 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 (albasiny yellow; C.I. pigment brown 22.

Examples of suitable inorganic color pigments are:

titanium dioxide (C.I. pigment white 6), zinc white, pigment grade zinc oxide, zinc sulfide, lithopone;

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);

colored pigments:

oxide of chromium, guy the Rath of chromium oxide; CZK green (C.I. pigment 48); cobalt green (C.I. pigment green 50); ultramarine green; cobalt blue (C.I. pigment blue 28 and 36; C.I. pigment blue 72); ultramarine blue; manganese blue; ultramarine violet; cobalt violet and manganese violet, red iron oxide (C.I. pigment red 101); sulphoselenide cadmium (C.I. pigment red 108); cerium sulfide (C.I. pigment red 265); molybdate red (C.I. pigment red 104); ultramarine red; brown iron oxide (C.I. pigment brown 6 and 7), mixed brown, spinel phases and Gorodnya phases (C.I. pigment brown 29, 31, 33, 34, 35, 37, 39 and 40), the crown titanium yellow (C.I. pigment brown 24), CZK orange; cerium sulfide (C.I. pigment orange 75); yellow iron oxide (C.I. pigment yellow 42); Nickel titanium yellow (C.I. pigment yellow 53; C.I. pigment yellow 157, 158, 159, 160, 161, 162, 163, 164 and 169); spinel phases (C.I. pigment yellow 119); cadmium sulfide and cadmium sulfide-zinc (C.I. pigment yellow 37 and 35); CZK yellow (C.I. pigment yellow 34); bismuth Vanadate (C.I. pigment yellow 184).

Examples of inorganic pigments typically used as fillers, are transparent silicon dioxide, quartz powder, aluminum oxide, aluminum hydroxide, natural mica, natural and precipitated chalk, talc, clay and barium sulfate.

Brilliant lamellar pigments are pigments that have odnofaznye multiphase structure, color which is marked by the interaction between the phenomena of interference, reflection and absorption. Examples are aluminum plates and aluminum, iron oxide and mica plate, bearing one or more layers, especially metal oxides.

As described above, the pigment composition of the present invention contains as essential ingredients a pigment and a polymer dispersant, where the composition comprises at least 35 wt.%, at least one pigment and the most 65 wt.% polymer-dispersed based on the combined weight of pigment and polymer-dispersed. When the pigment in the composition is carbon black, preferably the content of carbon black pigment in the composition is the lower part of the described interval. Thus, when the pigment is carbon black, the pigment composition contains at least 40 wt.%, more preferably at least 45 wt.%, carbon and most 60 wt.%, preferably the largest 55 wt.% the polymer dispersant, based on the combined weight of pigment and polymer-dispersed. In the case of other pigments pigment composition typically contains at least 60 wt.%, preferably, at least 64 wt.%, more preferably, at least 68 wt.% and most preferably at least 70 mA is.%, at least one pigment and most 40 wt.%, preferably the largest 36 wt.%, more preferably, the biggest 32 wt.% and most preferably the largest 30 wt.% the polymer dispersant, based on the combined weight of pigment and polymer-dispersed. In a particularly preferred variant of the above mass ratio of the pigment and the polymer dispersant is also applicable when calculated on the total weight of the pigment composition.

The pigment composition may optionally contain other ingredients, additives or excipients commonly used in pigment compositions, such as wetting, antifoams, heat stabilizers, light stabilizers, antioxidants and other dispersed pigment additives and/or surfactants. Fatty ethoxylates can be, in particular, specified as surface-active substances, which may optionally be present in the pigment composition. Fatty ethoxylates are ethoxylates based on fatty acids, fatty alcohol, fatty amine or fatty amide. It is established that they have the opportunity to further improve the mixing properties of the pigment composition, such as the rate of occurrence of color and color saturation. An example of a suitable fatty ethoxylate is Bermodol SPS2525,communitelligence, supplier Akzo Nobel Surface Chemistry. Fatty ethoxylates may be present in quantities equal to or even exceeding the amount of the polymer dispersant.

In one embodiment, the pigment composition of the present invention is a free flowing powder which is suitable for use as a mixed pigment. Can also be used pressed pigment composition, for example, in the form of granules or tablets.

Polymer main chain of the polymer dispersant used in the pigmented compositions and method according to the present invention can be obtained by polymerization chain transfer of suitable polymerizable monomers with ethylene unsaturation.

An example of a suitable polymerization chain transfer is a well known free radical polymerization of the aforementioned polymerizable monomers with ethylene unsaturation. The polymerization can be performed in one or more stages and in the absence or in the presence of an organic diluent.

In the technique known suitable radical-forming initiators such as di-tert-butylperoxide, tert-butyl peroxybenzoate, tert-butyl peroxy-2-ethylhexanoate, tert-BUTYLPEROXY-3,5,5-trimethylhexanoate and the like, and azo-initiators, such as 2,2'-azo-bis-(2-methylbutyronitrile) and 2,2'-azo-bis(isobutyronitrile)./p>

The molecular weight of the polymers can be regulated by the regulators of the degree of polymerization, such as n-artilleryman, n-dodecylmercaptan, tert-dodecylmercaptan, mercaptoethanol, mercaptopropionic acid or thioglycol.

The degree of polymerization of the polymer main chain, i.e. the average number of monomers in the polymer main chain, in an appropriate case, is in the range of 5-150, preferably 10-100, and more preferably 15-50.

To produce the polymer main chain can also be used improved methods of polymerization, such as polymerization transmission group (GTP), nitrosomorpholine polymerization (NMP), radical polymerization atom transfer (ATRP) and a polymerization chain transfer with reversible fragmentation attach (RAFT).

Suitable monomers to produce the polymer main chain are polymerizable monomers with ethylene unsaturation. Suitable examples of such monomers are esters of acrylic or methacrylic acid having 1-18 carbon atoms in the alcohol part, such as methyl(meth)acrylate, ethyl(meth)acrylate, propyl(meth)acrylate, isopropyl(meth)acrylate, n-butyl(meth)acrylate, isobutyl(meth)acrylate, tert-butyl(meth)acrylate, hexyl(meth)acrylate, cyclohexyl(meth)acrylate, n-octyl-(meth)acrylate, n-decyl(meth)acrylate, Isodecyl(meth)acrylate, lauryl(IU is)acrylate, 2-ethylhexyl(meth)acrylate, 3,5,5-trimethyl-cyclohexyl(meth)acrylate, tert-butylcyclohexyl(meth)acrylate, isobornyl(meth)acrylate, stearyl(meth)acrylate, (meth)acrylates with ether groups, such as 2-methoxyethyl(meth)acrylate, 2-ethoxyethyl(meth)acrylate and 3-methoxypropyl(meth)acrylate; 2-hydroxybutyl(meth)acrylate, 3-hydroxybutyl(meth)acrylate or preferably 2-hydroxyethyl(meth)acrylate, 2-hydroxypropyl(meth)acrylate, 3-hydroxypropyl(meth)acrylate and 4-hydroxybutyl(meth)acrylate, (meth)acrylic acid, etakrinova acid, β-carboxymethylchitin, crotonic acid, maleic acid, fumaric acid, taconova acid, Tarakanova acid, monoalkyl esters of unsaturated dibasic acids such as maleic acid, taconova acid and Tarakanova acid; methacrylates, such as dimethylaminoethylmethacrylate, glycidyl(meth)acrylate, 2-acetoacetotoluidide and 3-(trimethoxysilyl)papermaterial. Other suitable monomers are esters of β-carboxyethylidene and crotonic acid having 1-18 carbon atoms in the alcohol part, and (cyclo)alkalemia esters of unsaturated dicarboxylic acids with 1-12 carbon atoms in the (cyclo)alkyl groups, such as diethylmaleate and dibutylphtalate, di(cyclo)alkalicarbonate and di(cyclo)-allylcarbamate.

Other suitable monomers with ethylene, the Nene is sidenote include vinyl aromatic compounds, such as styrene, α-methylsterols, ortho-, meta - or para-methylsterol and tert-butalbiral; maleic anhydride, itacademy anhydride, citraconic anhydride, acrylamide, methacrylamide, Acrylonitrile, N-alkoxyamine, N-alkoxymethyl; vinyl ethers With1-C18-monocarboxylic acids, such as vinyl acetate, finalproject, minimizebutton, vinyl esters of α-branched C5-C18-monocarboxylic acids. Other suitable vinyl monomers include vinyl chloride, vinylidenechloride, vinyl pyrrolidone and vinylsilane, such as VINYLTRIMETHOXYSILANE and vinyltriethoxysilane.

Polymer main chain may also contain minor amounts of up to about 10% of polymerized units of polyunsaturated monomers, such as alismataceae, etilenglikolevykh, hexaniacinate, trimethylolpropane etc.

The polymer dispersant has at least one lateral polyalkyleneglycol group originating from the polymer main chain. Preferably the polymer dispersant has two or more side polyalkylbenzene groups. Especially suitable are polymeric dispersant having 3-20 side polyalkylbenzene groups. Typically, the number of lateral polyalkylbenzene groups does not exceed 100. In a typical embodiment, the polymer main chain of the polymer is in existence is actually linear, having hydrophilic side polyalkylbenzene group. Such polymers can also be described as comb polymers.

At least one hydrophilic side polyalkylbenzene group can be introduced when using monomers having at least one polyalkyleneglycol group in the polymerization reaction. Examples of such monomers are poly(ethylene glycol)(simple methyl ether)acrylate and poly(ethylene glycol)(simple methyl ether)methacrylate.

Alternatively, you can enter at least one hydrophilic side polyalkyleneglycol group in the reaction of the post-polymerization, i.e. first obtain a polymer main chain and then to impart at least one hydrophilic side polyalkyleneglycol group to the main chain. In this case, the monomers having suitable functional groups for reaction post-polymerization, preferably included in the polymer main chain. Examples of such functional groups are hydroxyl groups, acetoacetate groups, carboxyl groups, cyclic carboxylic acid anhydride, isocyanate group, epoxy group and the like, Especially preferred are a group of cyclic carboxylic acid anhydride. Examples of polymerizable monomers with ethylene unsaturation, containing groups of the cycle is ical anhydride carboxylic acid, are maleic anhydride, itacademy anhydride and citraconic anhydride, and maleic anhydride is preferred. Copolymers of maleic anhydride and styrene are particularly preferred polymer main chain.

For introducing at least one hydrophilic side polyalkyleneglycol group by reaction of the post-polymerization is particularly preferable to obtain a polymer dispersant pigment reaction

(i) hydrophilic polyalkyleneglycols(simple monoalkylethers) formula

in which R represents an ALK(EN)yl radical or preferably hydrogen, R1selected from C1-C4-alkyl groups, n is 0-25, m is 1-50, provided that (n+m)≤50, and

(ii) a polymer main chain having a group of cyclic carboxylic acid anhydride.

Examples of suitable monoamine compounds according to formula (I) are polyalkyleneglycols amines, which are commercially available from the company Huntsman under the trade name Jeffamine m

Hydrophilic polyalkyleneglycols(simple monoalkylated) interacts with groups of cyclic anhydride of carboxylic acid polymer main chain. In this reaction, a cyclic carboxylic acid anhydride opens first amino group of the hydrophilic poly is selenocyanate(simple monoalkylethers) with the formation of aminogroup and carboxyl group (group amicability). At this stage of the hydrophilic polyalkylbenzene groups are already linked to the polymer main chain, and the product can be used as the polymer dispersant in the pigment compositions of the invention. When R in the formula (I) represents hydrogen, a group of amicability may also be subjected to the condensation reaction in the second stage reaction with the formation of imide. Preferably, at least part of the groups amicability form the imide.

The content of polyalkylated in the polymer-dispersed in a suitable case is at least 20 wt.%, preferably, at least 35 wt.%, more preferably, at least 50 wt.% and most preferably at least 65 wt.%, based on the total weight of the polymer dispersant. Suitable upper limit of the content of polyalkylated in the polymer disperser is 95 wt.%, preferably 90% by weight. and most preferably 85 wt.%, based on the total weight of the polymer dispersant.

Examples of suitable alkalisation are ethylene oxide, propylene oxide and butylenes. Preferably polyalkyleneglycols side groups are groups on the basis of ethylene oxide and propylene oxide or mixtures thereof. Still good results were obtained with polyalkyleneglycols side groups, at least 50 wt., preferably 70 wt.% which are the groups on the basis of ethylene oxide based on the total weight of polyalkyleneglycols side groups. Polyalkyleneglycols side groups typically have a molecular weight of at least 200, preferably at least 350, and most preferably at least 700. Molecular weight polyalkyleneglycols side groups usually does not exceed 4000, preferably does not exceed 3000.

The polymer dispersant optionally contains ionic groups. Examples of ionic groups are anionic groups such as acid groups neutralized by a base and a cationic group, such as major groups, neutralized with acid. The ionic group can be introduced using suitable monomers to obtain a polymer main chain. Examples of suitable monomers are monomers with carboxyl functional group and/or a functional group of carboxylic acid anhydride such as acrylic acid and maleic anhydride.

If the content of polyalkylated of the polymer dispersant is at the lower end of the period described above, the presence of ionic groups is particularly preferred in order to provide the desired properties of the pigment composition. Acid number of the polymer dispersant, calculated as the sum is and neutralized and neitralizovannykh acid groups, in an appropriate case, is in the range of 0-200 mg KOH/g, calculated on non-volatile matter of the polymer dispersant. Preferably the acid number is at least 5 mg KOH/g, more preferably at least 15 mg KOH/g, Preferably an acid number has a value of less than 150 mg KOH/g, more preferably less than 100 mg KOH/g and most preferably below 50 mg KOH/g

Srednevekovaja molecular weight of the polymer-dispersed in a suitable case is at least 1500, preferably at least 3000, more preferably at least 8000 and most preferably at least 12000. Srednevekovaja molecular weight of the polymer-dispersed in a suitable case is less than 150,000, preferably less than 100,000, more preferably less than 60,000, and most preferably less than 40000.

The present invention also relates to a method for producing a pigment composition containing stage

a) mixing the pigment and the polymer dispersant, optionally with added water or organic solvent with the formation of the liquefied slurry of pigment,

b) optionally, grinding suspension, and

(C) drying the suspension,

in which the polymer dispersant contains a polymeric main chain, obtained by polymerization chain transfer with hydrophilic polyaki enoximone side groups.

As described above in relation to the pigment composition, pigment, used in the method may be organic or inorganic pigment. You can also use a mixture of pigments, for example a mixture of two or more inorganic pigments, a mixture of two or more organic pigments or a mixture of inorganic and organic pigments. The way you can use a large number of pigments. The pigments can be introduced into the method as a standard dried pigments. Stage of grinding is to break up the agglomerates and to achieve the desired particle size of the pigment. Organic pigments are also available in the form of so-called pressed precipitation. Organic pigments being synthesized, are in the form of very small crystals, called primary particles. The aim of the synthesis of the pigment is to obtain a primary particle size that optimizes the properties of the application of pigment, such as color intensity, hue, and brightness, transparency and opacity and the flow properties of the. Pressed sludge contains pigment essentially in its aggregated form. Therefore, less energy is required to break up the agglomerates and to achieve the desired particle size of the pigment. In the process of drying of pressed sludge pigment in the absence of polymer-dispersed primary particles are connected together OBR is reattaching the aggregates and agglomerates. Therefore, when the method uses an organic pigment, it is possible and preferable to use an organic pigment in the form of pressed sludge pigment. When using pressed precipitation of the pigment, easy mixing the liquefied slurry of the pigment may be sufficient to achieve the desired particle size of the pigment. In such cases, the grinding suspension may be overkill.

When liquefaction of the mixture of pigment and polymer-dispersed require additional fluid, preferably liquid is water. Instead of water, or in addition to water can be used organic solvents, such as glycols or ethers of glycols, for example ethylene glycol or its higher homologues or simple mono-n-butyl ether of ethylene glycol.

Optional step of grinding may be carried out using well-known grinding equipment, typically used to reduce the particle size of the pigments. Examples of suitable equipment for implementing the method are ball mills, jet mills, ultrasonic mills, mill-spiders, rollers and high-speed solvents. Grinding is usually performed to achieve the average particle size in the range of 50-5000 nm. Preferably the average particle size is at least 80 nm, more before occhialino, at least 100 nm. Preferably the average particle size is the largest 3000 nm, more preferably biggest 1500 nm, and most preferably the largest 1000 nm.

Examples of suitable drying methods include spray granulation and drying in a fluidized bed, drying in a paddle dryer, evaporation and subsequent grinding and drying by freezing. The selected method of drying can affect the particle size of the pigment compositions of the present invention. Stage drying is preferably carried out by freeze drying or spray drying.

Granulation by spray drying, fluidized bed can give a rough dispersible granules having an average particle size of from 50 to 5000 μm, in particular from 100 to 1000 μm. Depending on the process parameters of the spray drying can also give fine pigment composition. The spray drying can give granules having an average particle size of <20 μm. Fine composition is also obtained by drying in a paddle dryer and evaporation with subsequent grinding.

The residual moisture content of the obtained dried pigment composition can vary greatly. The residual moisture content may be, for example, 15 wt.% based on the mass of the whole pigment composition. Usually residual power is soderzhanie does not exceed 15 wt.%, preferably it does not exceed 12 wt.%. In many cases, the residual moisture content is even less than 5 wt.%. When the pigment composition is intended for use in non-aqueous systems, is particularly preferred low residual moisture content, for example, less than 2 wt.%.

The pigment compositions of the present invention are excellent when used in relation to their excellent coloring properties, especially in terms of color intensity, brightness, hue and hiding power, i.e. they can be dispersed in the environment of use with minimal application of energy, simply by stirring or shaking.

The pigment compositions of the present invention additionally have the following advantages: they have a high pigment content, show a very good stability during storage, are both economically and environmentally preferable from the standpoint of packaging, storage and transportation, and they are more flexible in application, i.e. they can be used for pigmentation of water compositions and solvent compositions.

The pigment compositions of the present invention are very suitable for the pigmentation of macromolecular organic and inorganic materials of any kind. The liquid used in the data context may be pure water, to contain a mixture of water and organic solvents, for example alcohols, or be solely based on organic solvents, such as alcohols, simple glycol ethers, ketones such as methyl ethyl ketone, amides such as N-organic and dimethylformamide, esters such as ethyl acetate, butyl acetate and methoxypropylacetate, or aromatic or aliphatic hydrocarbons, for example xylene, mineral oil or white spirits.

Examples of materials which can be pigmented pigment compositions of the present invention include a coating, such as construction coatings, industrial coatings, automotive coatings, coatings, radiation curing, powder coating, paints, including paints for exterior decoration of buildings and interior finishing of buildings, such as wood paints, lime paints, glue, paints, emulsion paints; solvent printing inks, such as inks for offset printing inks for flexographic printing, toluene printing inks for metallography, inks for printing on fabric, printing inks, radiation curing; water inks, including inkjet inks; color filters; construction materials (water is typically added only after dry mixing of construction material and pigment compositions), for example Seeley is ateriovenous system, cement, concrete, mortar, plaster; asphalt, sealing compounds; cellulose materials such as paper, cardboard, thin cardboard, wood and wood base, which each may have a coating or other finish; adhesives; film-forming polymeric protective colloids, as used, for example, in the pharmaceutical industry; cosmetic products; plastics; and detergents.

The pigment compositions of the present invention are particularly applicable as blending components in systems mixing or matching colors. Given their characteristics, mix, they can be used directly as a solid substance for this purpose. However, if desirable, they can also be first converted into the basic paint, mixing varnishes and kolernyh paint (especially in the paint having a high solids content, "SU-paint" ("HS colours"), or even more highly pigmented kolernyh paste, which then constitute the components of the blending system. Adjustment of the desired shade and then the components are mixed paint can be done visually using a system of colored cards in a very large number of gradations of shades on the basis of colour standards such as RAL, BS and NCS, or preferably under computer control, which makes it achievable neogenic the TES number of shades ("computer color adjustment"). The method of obtaining pigmented opaque composition comprises a mixture by mixing in any feasible order of the pigment compositions of the present invention, at least one film-forming binder and at least one liquid diluent.

Examples

Used material:

SMA 2000®The copolymer of styrene and maleic anhydride having a molecular weight of about 2500, the molar ratio of styrene:maleic anhydride 2:1 (supplier Cray Valley).
Jeffamine® M-2070Polyalkyleneglycols Amin (provider - Huntsman)
Irgazin® DPP Red INPigment red (provider - Ciba)
Autowave®Water modular base coating system (supplier Akzo Nobel Car Refinishes)
Autowave® 665Transparent base module Autowave containing a mixture of dispersions of polyurethane and acrylic resin (supplier Akzo Nobel Car Refinishes)
Autowave® 666Transparent base module Autowave containing a dispersion of acrylic resin (supplier Akzo Nobel Car Refinishes)
Autowave® 357Red toner module Autowave based on a mixture of dispersions of polyurethane and acrylic resin supplier Akzo Nobel Car Refinishes)
Autowave® 00White toner module Autowave, containing on the basis of a mixture of polyurethane dispersions and acrylic resin (supplier Akzo Nobel Car Refinishes)
Autocryl® LVTwo-component top coat based on koinopolitia-polyacrylate binders and polyisocyanate cross-linker (supplier Akzo Nobel Car Refinishes)
Autocryl® PlusTwo-component top coat based on koinopolitia-polyacrylate binders and polyisocyanate cross-linker (supplier Akzo Nobel Car Refinishes)

General methods:

The dry matter content of the compositions is determined by measuring the weight loss after heating the sample at 140°C for 30 minutes

The molecular weight determined displacement chromatography in size with the use of polystyrene as the standard.

Shine define device Byk-Gardner to determine the brilliance and the results are presented in units of glitter.

The values of color saturation (*) determine in accordance with the system of CIE LCh.

Example 1

Obtaining polymer dispersant, it is found polymer main chain and the hydrophilic side polyalkylbenzene group

Into a reaction vessel equipped with stirrer, thermocouple, heating jacket, reflux condenser and addition funnel, loads of 20.3 parts by weight of SMA 2000 and 79,7 parts by weight of Jeffamine M2070. The mixture is heated at 180°C in vacuum. The reaction water is distilled off and the reaction is carried out at 180°C until the acid number is below 30 mg KOH/g Then the reaction mixture was allowed to cool to room temperature. The polymer dispersant dissolved in water, has an acid number of 28 mg KOH/g (calculated on non-volatile matter), srednekamennogo molecular weight 17100 and srednevekovoy molecular weight of 43000.

Example 2

Obtaining a pigment composition according to the invention

Get a mixture of 33.6 parts by weight of a 40% aqueous solution of the polymer dispersant from example 1 of 20.1 parts by weight of demineralized water and 0.3 parts by weight of commercially available protivovospalitel and 0.5 parts by weight of dimethylethanolamine and 45.6 parts by weight of pigment Irgazine DPP Red.

The mixture is ground in a ball mill for 7-liter level, using the ESM-pilot mills and perform 75 passes pigment dispersion with the use of 0.7-0.9 mm balls. The average particle size of 170 nm.

The samples are dried by spray mini spray-dryer Büchi with the inlet temperature of 132°C and outlet temperature of 85°C, the flow velocity is 0.2 kg/H. Noticeable clogging nozzles jinaratana pressure is not observed. Powder pigment composition is dried to about 1% residual moisture, and the estimated content of the pigment is of 76.8%. The finished pigment composition is a free flowing dry powder.

Examples 3-10 and comparative examples A-F

Getting coverts songs

The pigment composition of example 2 experience as a mixed pigment in two different water-binder systems Autowave 665 (example 3) and Autowave 666 (example 4) and in two different solvent containing binder systems Autocryl Plus (example 5) and Autocryl LV (example 6). For testing use the stirrer IKA RW20 with 4 cm blade stirrer operating at to 750-760 rpm Pigment composition from example 2 are introduced with stirring and then support at the set speed stirring within 30 minutes Introduce the pigment composition in an amount sufficient to obtain opaque compositions having a pigment content of 6.6 wt.% (examples 3 and 4), 9,58 wt.% (example 5) and 11,76 wt.% (example 6). The specified content of the pigment is identical to the content of the comparative examples used for comparison:

comparative example A: the toner Autowave 357, compared to examples 3 and 4

comparative example: paint Autocryl Plus A273, compared to example 5,

comparative example: paint Autocryl LV S273, compared to example 6.

The final cut is their composition have excellent fineness grinding degree, and the particles were not visible in Hegmann-test.

White dilution were obtained by mixing opaque compositions white toners.

Example 7

Covering the composition of example 3 is mixed with white toner module Autowave 00, so that the mass ratio of the red pigment to white pigment in the resulting mixture is 50:50.

Example 8

Covering the composition of example 4 is mixed with white toner module Autowave 00, so that the mass ratio of the red pigment to white pigment in the resulting mixture is 50:50.

Comparative example D

Covering the composition of comparative example a is mixed with white toner module Autowave 00, so that the mass ratio of the red pigment to white pigment in the resulting mixture is 50:50.

Example 9

Covering the composition of example 5 is mixed with white toner module Autocryl Plus A, so that the mass ratio of the red pigment to white pigment in the resulting mixture is 50:50.

Comparative example E

Covering the composition of comparative example mixed with white toner module Autocryl Plus A, so that the mass ratio of the red pigment to white pigment in the resulting mixture is 50:50.

Example 10

Covering the composition of example 6 is mixed with white toner module Autocryl LV S110, so that the mass ratio of the red Pigma is that the white pigment in the resulting mixture is 50:50.

Comparative example F

Covering the composition of comparative example mixed with white toner module Autocryl Plus S110, so that the mass ratio of the red pigment to white pigment in the resulting mixture is 50:50.

Opaque compositions are applied to the opaque plate Leneta Form 2A using installation for coating a K-Control Coater (Planck 0,4, speed 3) and left to dry at room temperature until the morning. The formulations of examples 5, 6, 9, 10 and comparative examples b, C, E, and F before applying mixed with hardener Autocryl LV 420 in a volume ratio of 2:1.

The results are summarized in the table.

ExampleProperties mixingGloss (60°)Gloss (20°)Color saturation (*)
Aunsuitable64,214.4V69,45
3superb79,049,6to 73.55
4superb79,3 51,073,60
Bunsuitable92,885,176,13
5good93,386,275,49
Cunsuitable91,784,875,80
6good91,885,075,59
Dunsuitable65,818,963,24
7unsuitable73,234,560,42
8unsuitable80,447,062,06
Eunsuitable92,886,6 58,44
9unsuitable92,484,460,52
Funsuitable91,584,757,63
10unsuitableto 91.182,762,26

All of the tested aqueous coatings and solvent-free coating properties paint full tones are good. Gloss aqueous coating and solvent-based top coating is comparable and in some cases better than the comparative coating.

The saturation value of the color to white water dilutions (examples 7 and 8) are lower than the comparative (comparative example D), but nevertheless acceptable. The values of color saturation in the case of Autocryl Plus and Autocryl LV is significantly higher than that of comparative systems. We can conclude that the pigment compositions according to the present invention give excellent properties of mixing in water, and solvent compositions.

1. Solid pigment composition comprising a pigment and a polymer dispersant, where kω is azizia contains, at least 35 wt.%, at least one pigment and the most 65 wt.% polymer-dispersed based on the combined weight of pigment and polymer dispersant, where the polymer dispersant contains a polymeric main chain, obtained by polymerization chain transfer with lateral hydrophilic polyalkylbenzene group, and where the polymer dispersant of the pigment obtained by the reaction of
(i) hydrophilic polyalkyleneglycols(simple monoalkylethers) formula

in which R represents hydrogen, R1selected from C1-C4-accelgroup, n has a value of 0-25, m has a value of 1-50, provided that (n+m)≤50, and
(ii) a polymer main chain having a group of cyclic anhydride of carboxylic acid,
where in the first stage reaction of the cyclic anhydride of carboxylic acid opens with a hydrophilic amino group polyalkyleneglycols(simple monoalkylethers) with the formation of aminogroup and carboxyl group (group amicability), and where at least part of the groups amicability forms an imide in the second stage reaction,
characterized in that the pigment particles in the composition have an average particle size in the range from 50 nm to 5000 nm.

2. Pigment composition according to claim 1, characterized in that the content of polyalkylated in the polymer disperser is, less is th least 20 wt.%.

3. Pigment composition according to claim 1 or 2, characterized in that polyalkylene based on ethylene oxide, propylene oxide or their mixtures.

4. Pigment composition according to claim 1 or 2, characterized in that srednekislye molecular weight of the polymer dispersant is in the range 1500-150000.

5. Pigment composition according to claim 1 or 2, characterized in that the polymer dispersant has an acid number in the range of 5-150 mg KOH/g

6. Pigment composition according to claim 1 or 2, characterized in that the composition additionally contains (fatty ethoxylate)containing surface-active substance.

7. A method of obtaining a pigment composition, which includes stages
a) mixing the pigment and the polymer dispersant, optionally, with additional water or organic solvent with the formation of the liquefied slurry of pigment,
b) optionally, grinding suspension, and
c) drying the suspension,
in which the polymer dispersant contains a polymeric main chain, obtained by polymerization chain transfer with lateral hydrophilic polyalkylbenzene group, where the polymer dispersant of the pigment obtained by reaction
(i) hydrophilic polyalkyleneglycols(simple monoalkylethers) formula

in which R represents hydrogen, R1selected from C1-C4-accelgroup, n has mn is an increase 0-25, m has a value of 1-50, provided that (n+m)≤50, and
(ii) a polymer main chain having a group of cyclic anhydride of carboxylic acid,
where in the first stage reaction of the cyclic anhydride of carboxylic acid opens with a hydrophilic amino group polyalkyleneglycols(simple monoalkylethers) with the formation of aminogroup and carboxyl group (group amicability), and where at least part of the groups amicability forms an imide in the second stage reaction.

8. The method according to claim 7, characterized in that the pigment is an organic pigment in the form of pressed sludge.

9. The method according to claim 7 or 8, characterized in that stage C) is carried out by freeze drying or spray drying.

10. The method of obtaining pigmented opaque composition comprising a mixture by mixing in any feasible order
a) a pigment composition according to any one of claims 1 to 6,
b) at least one film-forming binder, and
C) at least one liquid diluent.

11. Applying a polymer dispersant, which contains a polymeric main chain, obtained by polymerization chain transfer with lateral hydrophilic polyalkylbenzene group, where the polymer dispersant of the pigment obtained by the reaction of
(i) hydrophilic polyalkyleneglycols(simple monoalkylethers) Faure the uly

in which R represents hydrogen, R1selected from C1-C4-accelgroup, n has a value of 0-25, m has a value of 1-50, provided that (n+m)≤50, and
(ii) a polymer main chain having a group of cyclic anhydride of carboxylic acid, where at the first stage reaction of the cyclic anhydride of carboxylic acid opens with a hydrophilic amino group polyalkyleneglycols(simple monoalkylethers) with the formation of aminogroup and carboxyl group (group amicability), and where at least part of the groups amicability forms an imide in the second stage reaction,
to obtain the mixed pigment composition.



 

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15 cl, 11 tbl, 14 ex

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3 tbl, 2 ex

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2 tbl, 5 ex

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24 cl, 16 ex, 4 tbl

FIELD: chemistry.

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15 cl, 6 ex

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19 cl, 16 tbl, 1 dwg, 24 ex

The invention relates to the field of composite structures, mineral or organic fillers or pigments used in the paper industry for paper manufacturing, coating mastic

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SUBSTANCE: system for inkjet printing is described, including inks for inkjet printing, containing a mixture of free binders and a modified pigment, fixative and a porous carrier material. Free binder is a polymer from the group consisting of polyethyleneimines, poliguanida, imide and styrene maleic anhydride, quaternary ammonium compounds, styrene-polyacrylate, copolymer of styrene and maleic anhydride, polyurethane and their mixtures at a ratio of molecular weights of two polymers from 0.001 to 10. Method of printed images receipt is also described, including the provision of a porous carrier material, coating him with specified inks for inkjet printing and then - fixative.

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16 cl, 6 tbl, 4 ex

FIELD: chemistry.

SUBSTANCE: invention concerns colourant substances creating scale effect on plastic. Invention claims composition for plastic dyeing, where one or more colourants creating scale effect is mixed with at least partially polarised carrier material. Also invention claims method of obtaining colourant composition and its application in plastic colouring and in obtaining concentrated colourant.

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10 cl, 4 ex

FIELD: pigment preparation.

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11 cl, 9 ex

FIELD: nonferrous metallurgy industry; aircraft industry; other industries; production of the heat-resistant alloys on the basis of the nickel.

SUBSTANCE: the invention is pertaining to the dispergated coloring agents intended for the ink-jet recording. The invention describes the dispergated coloring agent containing the coloring agent and the pseudo-finely-dispergated particles of the polarizable polymer having the dimension less, than the particles of the coloring agent. In the dispergated coloring agent the coloring agent itself and the particles of the polarizable polymer are attached to each other. At that the pseudo-finely-dispergated particles of the polarizable polymer contain the interpolymer consisting of the monomeric components containing, at least, one type of the hydrophobic monomer and, at least, one type of the hydrophilic monomer, where the hydrophobic monomer contains, at least, the monomer having the methyl group in α - position and the radically-polymerizable non-saturated double bond. The invention also describes the method of production of the indicated dispergated coloring agent and the water ink produced on its basis. The presented dispergated coloring agent has the high stability for a long time and practically in the absence of the surface-active substance or the dispergator. The ink produced on its basis has stability of blowout in the ink-jet printing method.

EFFECT: the invention ensures, that the ink produced on the basis of the presented dispergated coloring agent has the high stability of blowout in the ink-jet printing method.

20 cl, 14 dwg, 7 tbl, 15 ex

FIELD: chemical industry; printing industry; powder metallurgy industry; cosmetic industry; other industries; production and application of the highly anticorrosive metallic pigments.

SUBSTANCE: the invention is pertaining to production of the of the highly anticorrosive metallic pigments similar to laminas, which may be used in production of the printing ink, plastic materials, cosmetics, the powder coatings and in other branches of industry. The pigments have on their surfaces: the metallic substrates similar to the laminas and treated with the compounds of the phosphoric acid and-or the compounds of the boric acid; one or more layers of the coatings consisting of one or more hydrated oxides of the metals of one or more metals selected from the group, which includes silicon, aluminum, zirconium, titanium and tin. On the basis of the highly corrosive metallic pigments similar to laminas it is possible to produce the interferential colored pigments. The invention allows to increase the anticorrosive resistance of the metallic pigments at the expense of saving without the faults of the initial surface smoothness of the similar to the laminas metallic substrates, to increase the homogeneity and density of the layers of the hydrated oxides of the metals.

EFFECT: the invention ensures the increased anticorrosive resistance of the metallic pigments, saving the initial surface smoothness of the similar to the laminas metallic substrates, the increased homogeneity and density of the layers of the hydrated metals oxides.

40 cl, 9 ex, 4 tbl, 8 dwg

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