MXPA97004384A - Aqueous inks and coatings containing modified carbon products - Google Patents

Aqueous inks and coatings containing modified carbon products

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Publication number
MXPA97004384A
MXPA97004384A MXPA/A/1997/004384A MX9704384A MXPA97004384A MX PA97004384 A MXPA97004384 A MX PA97004384A MX 9704384 A MX9704384 A MX 9704384A MX PA97004384 A MXPA97004384 A MX PA97004384A
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MX
Mexico
Prior art keywords
group
carbon
salt
substituted
composition according
Prior art date
Application number
MXPA/A/1997/004384A
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Spanish (es)
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MX9704384A (en
MX198172B (en
Inventor
A Belmont James
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Cabot Corporation
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Publication date
Priority claimed from US08/356,653 external-priority patent/US5554739A/en
Application filed by Cabot Corporation filed Critical Cabot Corporation
Priority claimed from PCT/US1995/016453 external-priority patent/WO1996018696A1/en
Publication of MX9704384A publication Critical patent/MX9704384A/en
Publication of MXPA97004384A publication Critical patent/MXPA97004384A/en
Publication of MX198172B publication Critical patent/MX198172B/en

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Abstract

The present invention relates to an aqueous ink composition comprising water and a modified carbon product having at least one organic group attached to the carbon, wherein the organic group is substituted with an ionic group or an ionizable group.

Description

AQUEOUS INKS AND COATINGS CONTAINING MODIFIED CARBON PRODUCTS RELATED TECHNIQUE This application is a continuation in part of the patent applications of the United States of America with serial No. 08 / 356,660 and 08 / 356,653, both filed on December 15, 1994, the disclosures of which are mentioned herein as reference. | FIELD OF THE INVENTION This invention relates to aqueous inks and coatings containing a modified carbon product.
BACKGROUND OF THE INVENTION There are several classifications of the inks currently used. These categories include printing inks, ultraviolet curing inks, ink for ballpoint pens and for stamp cushions or marking inks. Fundamentally, inks can be composed of four main categories of materials.
These categories are: colorants, vehicles or varnishes, additives and solvents. In more detail, the dyes, which include pigments, toners and dyes, provide color contrast with the substrate. The vehicles or varnishes act as carriers of the dyes during the printing operation. With drying, the vehicles bind the dyes to the substrate. Additives influence printing ability, film characteristics, drying speed and end-use properties. Finally, the solvents, in addition to participating in the formation of the vehicles, are used to reduce the viscosity of the ink and adjust the ease of drying and the capacity of the resin. Generally, the ingredients of these four classes are weighed, mixed and ground (ie, dispersed), either together or separately according to desired formulas. Currently, the predominant black pigments are carbon blacks, such as furnace blacks which are used as dyes either in the form of dry powder, in the form of a furring paste or in the form of a concentrated liquid. The forms of furring paste and concentrated liquid are more economical since they require a minimum dispersion effort. Generally, the shape of the dye influences the dye, the permanence, the volume, the opacity, the luster, the rheology, the final use and the quality of the impression. Generally, inks can be applied by typographic, lithographic, flexographic, gravure, screen printing, cliché, duplication and electrostatic printing printing. In this way, the inks can be found in end uses such as, for example, newspapers, publications, commercials, folding boxes, books, corrugated cardboard, paper bags, wrapping paper, labels; metal containers, plastic containers, plastic film, thin foil, laminations, inserts for food, toilet paper, textiles and the like. The Encyclopedia of Science and Technology, Vol. 7. pgs. 159-164, McGraw-Hill, provides additional details of the types of inks available and their uses, all of which are incorporated herein by reference. Even with commercially available inks, there is still a need to provide inks that can be prepared more easily. Coatings are used for decorative, protective and functional treatments of many types of surfaces. These surfaces include coils, metals, utensils, furniture, chipboard, wood and plywood, marine, maintenance, automobiles, cans and cardboard. Some coatings, such as for example those of subsea pipelines, are used for protective purposes. Others, such as, for example, automotive exterior coatings, satisfy both ' eleven -. functions, decorative and protective. Others still provide friction control in boat covers or car seats. Some coatings control biofouling on the bottoms of boats, others protect food and drinks in cans. The silicon microplates, printed circuit boards, waveguide fiber coatings for signal transmission and magnetic coatings on video tapes and computer disks are among many of the so-called high-tech applications for coatings. Each year, tens of thousands of types of coatings are manufactured. In general, they are composed of one or more binders, for example, resins or polymers and, at least one solvent, one or more pigments and, optionally, various additives. Most coatings are manufactured and applied as liquids and become "solid" films after application to the substrate. Pigments and coatings provide opacity and color. The pigment content governs the gloss or luster of the final film and can have important effects on its mechanical properties. Some pigments still inhibit corrosion. In addition, the pigments affect the viscosity and improve the application properties of the : i / mi'-; covering. An important variable in the determination of the properties of the pigment is its particle size and the particle size distribution. The pigment manufacturing processes are designed to produce the particle size and particle size distribution that provides the best compromise between the particles for said pigment. During the manufacture of the coatings, it is desirable to disperse the pigment in such a way that a stable dispersion is achieved or obtained, wherein most, if not all, of the pigment particles are separated into individual particles designated in the product by the manufacturer of the pigment. The pigment dispersion includes wetting, separation and stabilization. There are three categories of vehicles: those in which the binder is soluble in water, those in which it is dispersed colloidally, and those in which it is emulsified to form a latex. The surface coating compositions are usually more or less viscous liquids based on three components: a substance or combination of film-forming substances called the binder, a pigment or combination of pigments and a volatile liquid. The combination of binder and volatile liquid is called the vehicle, which may be a solution or a dispersion of the fine particles of the binder in a non-solvent. The pigments are insoluble and finely divided solid particles dispersed in the coating vehicle and distributed throughout the binder in the final film. The surfactants are used as pigment dispersants. The components and the manufacture of aqueous coatings are further described in the Concised Encyclopedia of Polymers, Science and Engineering, pgs. 160-171 (1990), which is incorporated herein by reference. There is still a need for an aqueous coating that can be prepared more easily in both aqueous inks and coatings. The solvent is or contains water.
SUMMARY OF THE INVENTION In accordance with the foregoing, the present invention relates to an aqueous ink composition or an aqueous coating composition comprising water and a modified carbon product comprising carbon with a bound organic group. The organic group is substituted with an ionic or an ionizable group. The carbon, as used herein, is capable of reacting with a diazonium salt to form the aforementioned modified carbon product. The carbon may be of the crystalline or amorphous type. Examples include, but are not limited to, graphite, carbon black, glassy carbon, activated charcoal, activated carbon, and mixtures thereof. The finely divided forms of the above are preferred. The organic group comprises a) at least one aromatic group and b) at least one ionic group, at least one ionizable group or a mixture of an ionic group and an ionizable group. The organic group has an organic group that is directly linked to the carbon by the aromatic group. Alternatively, the organic group of the modified carbon product comprises a) at least one substituted or unsubstituted C1-C12 alkyl group and b) at least one ionic group, at least one ionizable group or a mixture of an ionic group and a ionizable group. The aqueous inks and coatings of this invention offer desirable dispersion stability, print quality and optical density of the image. The following description enunciates additional features and advantages of the invention. These functions will be apparent from the description or can be learned by practicing the invention, as described. The objectives and other advantages will be granted and achieved by the processes, products and compositions particularly indicated in the following description and in the appended claims.
DETAILED DESCRIPTION The coal, as used herein, is capable of reacting with a diazonium salt to form the aforementioned modified carbon product. The carbon may be of the crystalline or amorphous type. Examples include, but are not limited to, graphite, carbon black, glassy carbon, activated charcoal, activated carbon, and mixtures thereof. The finely divided forms of the above are preferred. The present invention relates to aqueous coating and ink compositions comprising an aqueous carrier and the modified carbon product. In contrast to conventional carbon pigments, the modified carbon products for use in the ink or coating of the present invention are not difficult to disperse in an aqueous vehicle. Modified carbon products do not necessarily require a conventional milling process, nor are dispersants necessarily added to achieve a usable ink or coating. Preferably, the modified carbon products only require agitation or low shear mixing to easily disperse the pigment in water. The carbon products can be prepared by reacting the carbon as defined above, with a diazonium salt in a liquid reaction medium to attach at least one organic group to the surface of the carbon. The preferred reaction medium includes water, any medium containing water and, any medium containing alcohol. Water is the most preferred medium. These modified carbon products, where coal is carbon black, and various methods for their preparation are described in United States Patent Application No. 08 / 356,660 entitled "Reaction of Carbon Black with Diazonium Salts, Resultant Carbon Black Products and Their Uses, "filed on December 15, 1994, and, your request for continuation in part, filed concurrently with this application, both are incorporated herein by reference. These modified carbon products where the coal is not carbon black and various methods for its preparation are described in U.S. Patent Application No. 08 / 356,653 entitled "Reaction of Carbon Materials With Diazonium Salts and Resultant Carbon Products, "filed on December 15, 1994, is also incorporated herein by reference. To prepare the above modified carbon products, the diazonium salt alone needs to be sufficiently stable to allow reaction with the carbon. In this way, the reaction can be carried out with some diazonium salts which would otherwise be considered as unstable and subject to decomposition. Some decomposition processes can compete with the reaction between the carbon and the diazonium salt and can reduce the total number of organic groups bound to the carbon. In addition, the reaction can be carried out at elevated temperatures where many diazonium salts can be susceptible to decomposition. The elevated temperatures can also advantageously increase the solubility of the diazonium salt in the reaction medium and improve its handling during the process. However, elevated temperatures can result in some loss of diazonium salt due to the other decomposition processes. The carbon black can be reacted with a diazonium salt when present as a dilute aqueous suspension of easy stirring or, in the presence of the appropriate amount of water for the formation of carbon black agglomerates. If desired, the carbon black agglomerates can be formed using a conventional type agglomeration technology. Another carbon can be reacted in a similar manner with the diazonium salt. In addition, when using modified carbon products that use carbon other than carbon black for use in aqueous inks and coatings, the carbon should preferably be ground to a fine particle size prior to the reaction with the diazonium salt, to avoid the undesirable precipitation in the ink. The organic groups which can be attached to the carbon are organic groups substituted with an ionic group or with an ionizable group as a functional group. An ionizable group is one that is capable of forming an ionic group in the medium of use. The ionic group can be an anionic group or a cationic group and the ionizable group can form an anion or a cation. Ionizable functional groups that form anions include, for example, acid groups or salts of acid groups. The organic groups, therefore, include groups derived from organic acids. Preferably, when it contains an ionizable group forming an anion, such as an organic group, it has a) an aromatic group a substituted or unsubstituted Ci-C ^ alkyl group and b) at least one acid group having a lower pKa of 11 or at least one salt of an acid group having a pKa of less than 11 or a mixture of at least one acid group having a pKa of less than 11 and at least one salt of an acid group having a lower pKa 11. The pKa of the acid group refers to the pKa of the organic group as a whole, not only of the acid substituent. More preferably, the pKa is less than 10, and more preferably less than 9. Preferably, the aromatic group or the alkyl group of the organic group is attached directly to the carbon. The aromatic group may also be substituted or unsubstituted, for example with alkyl groups. The C? -C12 alkyl group may be branched or unbranched and is preferably ethyl. More preferably, the organic group is a phenyl or naphthyl group and the acid group is a sulfonic acid group, a sulfinic acid group, a phosphonic acid group or a carboxylic acid group. Examples include -C00H, -SO3H and -P03H2, -S02NH2, -SO2NHCOR, and their salts, for example, -COONa. -C00K, -CO? "NR4 +, -S03Na, -HP03Na, -S03-NR4 +, and P03Na2, wherein R is an alkyl or phenyl group.The particularly preferred ionizable substituents are -C00H and -S03H and their sodium salts and of potassium, more preferably, the organic group is a substituted or unsubstituted sulfophenyl group or a salt thereof; a substituted or unsubstituted (polysulfo) phenyl group or a salt thereof; a substituted or unsubstituted sulfonaphthyl group or a salt thereof; or a group (polysulfo) substituted or unsubstituted naphthyl or a salt thereof. A preferred substituted sulfophenyl group is P1 < ) 3 / '7MX hydroxysulfophenyl group or a salt thereof. Specific organic groups having an ionizable functional group that form an anion are p-sulfophenyl, 4-hydroxy-3-sulfophenyl and 2-sulfoethyl. The amines represent examples of ionizable functional groups which form cationic groups and which can be attached to the same organic groups, as discussed above, for the ionizable groups which form anions. For example, amines can be protonated to form ammonium groups in acid medium. Preferably, an organic group having an amine substituent has a pKb less than 5. The quaternary ammonium groups (-NR3) and the quaternary phosphonium groups (-PR) also represent examples of cationic groups and can be attached thereto organic groups, as discussed above for ionizable groups that form anions. Preferably, the organic group contains an aromatic group such as a phenyl or a naphthyl group and a quaternary ammonium group or a quaternary phosphonium group. The aromatic group is preferably bonded to the carbon. Quaternized cyclic amines and quaternized aromatic amines can also be used as the organic group. Thus, N-substituted pyridinium compounds such as, for example, N-methyl-pyridyl can be used in this respect. !. • > • / '' "'•' Examples of organic groups include, but are not limited to, (C5H4N) C2H5 +, C6H4 (NC5H5) +, C6H4COCH2N (CH3) 3+, C5H4COCH2 (NC5H5) +, (C5H4N) CH3 +, and C6H4CH2N (CH3) 3+ An advantage of the modified carbon products having an attached organic group substituted with an ionic group or an ionizable group is that the modified carbon products can increase their dispersibility in water with respect to the corresponding carbon not In general, the water dispersibility of modified carbon products increases with the number of organic groups bound to the coal having an ionizable group or with the number of ionizable groups bound to a given organic group. The number of ionizable groups associated with modified carbon products should increase their dispersibility in water and allow control of dispersibility in water to a desired level. of the modified carbon products containing an amine as an organic group bonded to the carbon can be increased by acidifying the aqueous vehicle. Because the water dispersibility of the modified carbon products depends to some extent on charge stabilization, it is preferable that the ionic strength of the aqueous medium is less than 0.1 molar. More preferably, the ionic strength is less than 0.01 molar.
It is preferred that the modified carbon product of the present invention does not contain by-products or salts. When the water-dispersible modified carbon products of the present invention are prepared, it is preferred that the ionic or ionizable groups be ionized in the reaction medium. The resulting product dispersion or suspension can be used as is or diluted before use. Alternatively, the modified carbon products can be dried by techniques used for conventional carbon blacks. These techniques include, but are not limited to, drying in stoves and in rotary kilns, excessive drying however can cause a loss in the degree of dispersibility in water. In the event that the above modified carbon products are not dispersed in the aqueous vehicle as easily as desired, the modified carbon products can be dispersed using conventionally known techniques such as milling or milling. The modified carbon black products of this invention are particularly useful in aqueous ink formulations. Thus, the invention provides an improved ink composition comprising water and a modified carbon product according to the invention. Other known aqueous ink additives 11? 3 / ~ > 'M can be incorporated into the aqueous ink formulation. In general, an ink can consist of four basic components: (1) a dye or pigment, (2) a vehicle or varnish that functions as a carrier during printing, (3) additives to improve the ability to print, dry and similar and, (4) solvents to adjust the viscosity, drying and compatibility of the other components of the ink. For a general discussion of the properties, preparation and uses of aqueous inks, refer to The Printing Manual, 5th Ed., Leach et al., Eds. (Chapman and Hall, 1993), incorporated herein by reference. Various aqueous ink compositions are also presented, for example, in U.S. Patent Nos. 2,833,736; 3,607,813; 4,104,833; 4,308,061; 4,770,706 and 5,026,755, all incorporated herein by reference. The modified carbon products of the invention, either as a predispersion or as a solid, can be incorporated into an aqueous ink formulation using standard techniques. The use of a water-dispersible modified carbon product of the invention provides a significant advantage and cost savings by reducing or eliminating milling steps, generally used with other conventional carbon blacks. 1. 'i /' 'M \ Flexographic inks represent a group of aqueous ink compositions. Flexigraphic inks generally include a colorant, a binder and a solvent. The modified carbon products of the invention are useful as flexographic ink colorants. Example 3 shows the use of a modified carbon product of the invention in an aqueous flexographic ink formulation. The modified carbon products of the invention can be used in newspaper inks. For example, an aqueous newspaper ink composition may comprise water, the modified carbon products of the invention, a resin and conventional additives, such as for example antifoam additives or a surfactant. The modified carbon products of this invention can also be used in aqueous coating compositions such as paints or finishes. Thus, one embodiment of the invention is an improved aqueous coating composition comprising water, resin and a modified carbon product in accordance with the invention. Other known aqueous coating additives can be incorporated into the aqueous coating composition. See, for example McGraw-Hill Encyclopedia of Science & Technology, 5th Ed. (McGraw-Hill, 1982), incorporated herein by reference. See also U.S. Patent Nos. 5,051,464, 5,319,044, 5,204,404, 5,051,464, 4,692,481, 5,536,973, 5,314,945, 5,266,406, and 5,266,361, all incorporated herein by reference. The modified carbon products of the invention, either as a predispersion or as a solid, can be incorporated into an aqueous coating composition using standard techniques. The use of a modified water dispersible charcoal product provides a significant advantage and cost savings by reducing or eliminating the milling steps generally used with other conventional carbon blacks. Some of the following examples show the use of modified carbon products according to the invention in aqueous final automotive paint formulations. An aqueous ink or coating containing an aqueous carrier and a modified carbon product stably dispersed as a pigment can be formed with a minimum of components and processing steps when the above carbon products are used. This ink or coating can be used for a variety of uses. Preferably, in the aqueous inks and coatings of the present invention, the modified carbon products are present in an amount less than or equal to 20% by weight of the ink or coating. Also within the limits of the present invention is the use of an aqueous ink or coating formulation containing a mixture of unmodified carbon with the modified carbon products of the present invention. Common additives such as those mentioned below can be added to the dispersion to further improve the properties of the ink or aqueous coating.
EXAMPLES Analytical Methods The surface areas of BET nitrogen were obtained in accordance with ASTM method D-4820 for surface area measurements. The DBPA data were obtained in accordance with the ASTM D-2414 method. The volatile component was determined as follows. A carbon black sample is dried to constant weight at 125 ° C. A 45 mL sample of dry carbon black was placed in a 50 mL capped crucible that had been dried at 950 ° C and heated in a flask for 7 minutes at 950 ° C. The volatile content is expressed as the percentage of weight lost by the carbon sample. The following procedure was used in several examples below to determine the aqueous residue of 1.; / • llV. carbon black products, in accordance with this invention and untreated carbon blacks. The carbon black product (5g) was stirred with 45 g of water for 5 minutes. The resulting dispersion was emptied through a mesh and rinsed with water until the washes were colorless. Unless otherwise indicated, a 325 mesh screen was used. After the sieve was dried, the weight of the residue in the sieve was determined and expressed as a percentage of the carbon black product used in the test.
EXAMPLE l PREPARATION OF A CARBON BLACK PRODUCT WITH A PREFORMED DIAZONIUM SALT IN A PIN PIN AGLOMERATOR This example shows another method for the preparation of a carbon black product of the present invention. A pin agglomerator was charged with 400 g of a foamed carbon black with a surface area of 80 m / g and a DBPA of 85 ml / 100 g. A cold suspension of internal salt of 4-sulfobenzenediazonium hydroxide was prepared from 27.1 g of the sodium salt of sulfanilic acid, 10.32 g of sodium nitrite, 29.0 g of concentrated HCl and 293.5 g of water and added to the agglomerator . After agglomeration for 2 minutes, the sample was removed and dried at 115 ° C to constant weight. The product had a 325 mesh residue of 0.1% compared to 81% for the carbon black that did not react. Soxhlet extraction with ethanol overnight produces a carbon black product that contains 1.1% sulfur, compared to 0.8% for untreated carbon black. This shows that 27% of the p-CsH S03 ~ groups were bound to the carbon black product. Therefore, the carbon black product had 0.09 mmol / g of bound p-CsH4S03 groups.
EXAMPLE 2 PREPARATION OF A CARBON BLACK PRODUCT WITH AN IN SITU GENERATED DIAZ0NI SAL This example illustrates another method for the preparation of a carbon black product of the present invention. A sponge carbon black with a surface area of 560 m 2 / g, a DBPA of 90 ml / 100 g and a volatile content of 9.5% was used. Fifty grams of the carbon black foam was added to a solution of 8.83 g of sulfanilic acid dissolved in 420 g of water. The resulting solution was cooled to 30 ° C and 4.6 g of concentrated nitric acid was added. An aqueous solution containing 3.51 g of sodium nitrite was then added gradually. with stirring, forming the internal salt of 4-sulfobenzene diazium hydroxide in situ, which reacts with the sponge carbon black. The resulting product was dried in an oven at 125 ° C, giving the carbon black product. The product had a 325 mesh residue of 0.1% compared to 6% of unreacted carbon black. The carbon black product contained 1.97% sulfur after Soxhlet extraction with ethanol overnight, compared to 0.24% sulfur for untreated carbon black. This corresponds to joining 53% of the p-CeH4S03 ~ groups to the carbon black product. Therefore, the carbon black product had 0.54 mmol / g of bound p-C6H4S0 ~ groups.
EXAMPLE 3 USE OF A CARBON BLACK PRODUCT IN THE PREPARATION OF AN AQUEOUS INK This example illustrates the advantages of using a carbon black product of the present invention in an aqueous ink formulation. The ink composition A was prepared by adding 3.13 parts of the carbon black product of Example 1 to a vehicle made by mixing 2. 92 parts of the JONCRYL 61LV resin, 0.21 parts of isopropanol, 0.31 of the ARROWFLEX foam remover, 7.29 parts of JONCRVL 89 resin and 6.98 parts of water and, stirring the composition for 10 minutes on a paint shaker. The table below shows the 635 mesh residue level. JONCRYL is a registered trademark for resins produced and sold by SC Johnson Polymer, Racine, WI. ARROWFLEX is a registered trademark for foam removers produced and sold by Witco, New York, NY. The ink composition B was prepared by grinding a mixture of 120 parts of the carbon black product used in Example 1, 112 parts of the JONCRYL 61LV resin, 8 parts of isopropanol, 4 parts of the ARROWFLEX foam remover, 156 parts of water and 400 g of the grinding medium. In order to verify the grinding level, the samples were periodically diluted to composition C containing 15.0 parts of the carbon black product, 14.0 parts of JONCRYL 61LV resin, 1.0 parts of isopropanol, 1.7 parts of the foam inator ARROWFLEX, 35.1 parts JONCRYL 89 and 33.4 parts of water. The ink composition D was prepared by grinding a mixture of 120 parts of the untreated carbon black used in Example 11, 112 parts of the JONCRYL 61LV resin, 8 parts of isopropanol, 4 parts of the ARROWFLEX foam remover, 156 parts of water and 400 g of the grinding medium. In order to verify the level of milling, the samples were periodically diluted to composition E containing 15.0 parts of the product. ? _ > / 'I' carbon black, 14.0 parts of the JONCRYL 61LV resin, 1.0 parts of isopropanol, 1.7 parts of the ARROWFLEX foam inator, 35.1 parts of the JONCRYL 89 resin and 33.4 parts of water. The residues of the ink compositions A, C and E as a function of the grinding time are given in the following Table and clearly show that a carbon black product of the present invention is more easily dispersed than the corresponding non-carbon black. reacted, in these aqueous inks. ri u v 'r1 • -: EXAMPLE 4 USE OF A CARBON BLACK PRODUCT IN THE PREPARATION OF AN AQUEOUS COAT This example shows that the carbon black products of the present invention are useful for the preparation of aqueous coatings. The carbon black product of Example 2 (10g) was dispersed in 90 g of water by stirring for 10 minutes. The coating composition A was prepared by stirring 4.3 g of this dispersion in a mixture of 7.53 g of acrylic resin CARGILL 17-7240, 0.80 g of dimethylethanolamine (DMEA), 19. 57 g of water, 0.37 g of surfactant SURFYNOL CT136, 1. 32 g of CARGILL 23-2347 melamine resin, 0.53 g of ethylene glycol monobultyl ether and 0.075 g of BYK-306 surfactant. CARGILL 17-7240 acrylic resin and CARGILL 23-2347 melamine resin are available from Cargill Inc., Minneapolis, MN. SURFYNOL CT136 is a registered trademark for surfactants produced and sold by Air Products and Chemicals, Inc., Allentown, PA. BYK-306 is a registered trademark for surfactants produced and sold by BYK-Chemie USA. Wallingford. A grinding base was prepared by grinding an oxidized carbon black product (15g) with a surface area of 560 m2 / g, a DBPA of 80 ml / 100 g and a volatile content of 9%, in a mixture of 74.6 g of the ru. >; / '' 'ti: -: CARGILL 17-7240 acrylic resin, 9.53 g of DMEA, 236.5 g of water and 16.35 g of surfactant CT-136 until its average volume particle size was 0.18 microns. A comparative coating composition B was prepared by mixing 24.4 g of this milling base with a mixture of 17-51 g of CARGILL 17-7240 acrylic resin, 1.74 g of DMEA, 50.56 g of water, 3.97 g of CARGILL 23 melamine resin. -2347 1.59 g of ethylene glycol monobutyl ether and 0.23 g of BYK-306 surfactant. The glossy lenetta paper coated with compositions A and B was dried at 350 ° F for 10 minutes. A clear coating was applied and the samples were dried again. The paper coated with the composition A had Hunter L, a, b values of 1.0, 0.01 and 0.03, respectively, compared to 1.1, 0.01 and -0.06, respectively for the paper coated with the comparative composition B.
EXAMPLE 5 PREPARATION OF A CARBON BLACK PRODUCT AND ITS USE IN AN AQUEOUS COAT This example illustrates the preparation of a carbon black product of the present invention and the use of this carbon black product in an aqueous coating. Carbon black (200 g) with a CTAB surface area of 350m / g and a DBPA of 120ml / 100g was added to a stirred solution of 42.4 g of sulphanilic acid in 2800 g of water. Nitrogen dioxide (25.5 g) was dissolved in 100 g of cold water and added to the suspension of the carbon black product. Bubbles were released, the internal salt of 4-sulfobenzenediazonium hydroxide was formed in situ, which reacted with the carbon black. After stirring for one hour, an additional 5 g of N02 was added directly to the carbon black dispersion. The dispersion was stirred for an additional 15 minutes and left overnight. The resulting carbon black product was recovered by drying the dispersion in an oven at 130 ° C. A dispersion of this carbon black product was prepared by stirring 10 g of the carbon black product in 90 g of water. The coating composition C was prepared by stirring 4.3 g of this dispersion in a mixture of 7.53 g of CARGILL 17-7240 acrylic resin, 0.80 g of DMEA, 19.57 g of water, 0.37 g of SURFYNOL CT136 surfactant, 1.32 g of melamine resin CARGILL 23-2347, 0.53 g of ethylene glycol monobutyl ether and 0.075 g of surfactant BYK-306. A grinding base was prepared by grinding (in a harvester) an oxidized carbon black product (15g) with a surface area of 560 m 2 / g, a DBPA of 91ml / 100g and a volatile content of 9.5% in a mixture of 74.6g of CARGILL 17-7240 acrylic resin, 9.53g of DMEA, 236.5g of water and 16.35g of SURFYNOL CT-136 surfactant for 24 hours. The comparative coating composition D was prepared by mixing 24.4g of this base and milling with a mixture of 17.51g of CARGILL 17-7240 acrylic resin, 1.74g of DMEA, 50.56g of water, 3.97g of melamine resin CARGILL 23.2347, 1.59 g of ethylene glycol monobutyl ether and 0.23g of surfactant BYK-306. The glossy lenetta paper coated with compositions A and B was dried at 350 ° F for 10 minutes. A clear coating was applied and the samples were dried again. The paper coated with the composition C had Hunter L, a and b values of 1.0, 0.01 and 0.03, respectively, compared to 1.1, 0.01 and -0.06, respectively for the paper coated with the comparative composition D.

Claims (16)

  1. NOVELTY OF THE INVENTION Having described the present invention, it is considered as a novelty and, therefore, the content of the following CLAIMS is claimed as property: 1. An aqueous ink composition comprising water and a modified carbon product having at least one organic group attached to the carbon, wherein the organic group is substituted with an ionic group or an ionizable group.
  2. 2. The aqueous ink composition according to claim 1, wherein the ionic or ionizable group is a sulfonic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a carboxylic acid group or a salt thereof, a phosphonic acid group or a salt thereof or a quaternary ammonium group.
  3. 3. The aqueous ink composition according to claim 1, wherein the organic group is a substituted or unsubstituted sulphophenyl group or a salt thereof, or the organic group is a substituted or unsubstituted phenyl (polysulfo) group or a salt thereof. same.
  4. 4. The aqueous ink composition according to claim 1, wherein the organic group is a substituted or substituted sulphonaphthyl group or a salt thereof, or the organic group is a substituted or unsubstituted (polysulfo) naphthyl group or a salt thereof. same.
  5. The aqueous ink composition according to claim 3, wherein the organic group is a substituted or unsubstituted p-sulfophenyl or a salt thereof.
  6. 6. The aqueous ink composition according to claim 5, wherein the organic group is p-C6H4S03Na.
  7. The aqueous ink composition according to claim 1, wherein the carbon is carbon black, graphite, vitreous carbon, finely divided carbon, activated charcoal, activated carbon or mixtures thereof.
  8. 8. The aqueous ink composition according to claim 7, wherein the carbon is carbon black.
  9. 9. An aqueous coating composition comprising water, a binder and a modified carbon product having at least one organic group attached to the carbon, wherein the organic group is substituted with an ionic or ionizable group.
  10. The aqueous coating composition according to claim 9, wherein the ionic or ionizable group is a sulfonic acid group or a salt thereof, a sulfinic acid group or a salt thereof, a carboxylic acid group or a salt thereof, a phosphonic acid group or a salt thereof or a quaternary ammonium group.
  11. 11. The aqueous coating composition according to claim 9, wherein the organic group is a substituted or unsubstituted sulfophenyl group or a salt thereof or, the organic group is a substituted or unsubstituted phenyl (polysulfo) group or a salt thereof.
  12. 12. The aqueous coating composition according to claim 9, wherein the organic group is a substituted or unsubstituted sulphonaphthyl group or a salt thereof, or the organic group is a substituted or unsubstituted (polysulfo) naphthyl group or a salt thereof. same.
  13. The aqueous coating composition according to claim 11, wherein the organic group is a p-sulfophenyl or a salt thereof.
  14. The aqueous coating composition according to claim 13, wherein the organic group is p-C6H S03Na.
  15. 15. The aqueous coating composition according to claim 9, wherein the carbon is carbon black, graphite, vitreous carbon, finely divided carbon, activated charcoal, activated carbon or mixtures thereof.
  16. 16. The aqueous coating composition according to claim 15, wherein the carbon is carbon black. 1
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