MXPA06013693A

MXPA06013693A - Phase change inks containing specific colorants

Info

Publication number: MXPA06013693A
Application number: MXPA/A/2006/013693A
Authority: MX
Inventors: Wu Bo; W Thomas Jule Jr; j snyder Trevor; H Banning Jeffrey
Original assignee: Xerox Corporation*
Priority date: 2005-11-30
Filing date: 2006-11-24
Publication date: 2008-09-26

Abstract

Disclosed is a phase change ink composition comprising (a) a phase change ink carrier comprising (1) an amide;and (2) a polyethylene wax having an average peak molecular weight of from about 350 to about 730 and a polydispersity of from about 1.0001 to about 1.5;and (b) a colorant compound of the formula or mixtures thereof, wherein R 1 , R 2 , R 3 , M, A, E, G, J, m, n, and p are as defined herein.

Description

PHASE CHANGE INKS CONTAINING SPECIFIC COLORANTS FIELD OF THE INVENTION Phase change inks are described herein. More specifically, phase change inks containing specific coloring compositions in specific vehicle formulations are described herein. One embodiment is directed to a phase change ink composition containing (a) a phase change ink carrier containing (1) an amide; and (2) a polyethylene wax having an average peak molecular weight of from about 350 to about 730 and a polydispersity of from about 1,0001 to about 1.5; and (b) a formula coloring compound Ref: 175555 or mixtures thereof, wherein Ri, R2 and R each, independently of the others, is a hydrogen atom, an alkyl group, including linear and branched alkyl groups, saturated and unsaturated, cyclic and acyclic and substituted and unsubstituted, and wherein heteroatoms may or may not be present in the alkyl group, an arylalkyl group, including substituted and unsubstituted arylalkyl groups, wherein the alkyl portion of the arylalkyl group may be linear or branched, saturated or unsaturated, cyclic or acyclic and substituted or unsubstituted and wherein heteroatoms may or may not be present in the aryl or alkyl portion of the arylalkyl group, or an alkylaryl group, including substituted or unsubstituted alkylaryl groups, wherein the alkyl portion of the alkylaryl group may be linear or branched, saturated or unsaturated, cyclic or acyclic, and substituted or unsubstituted, and where heteroatoms may or may not be present in the aryl or alkyl portion of the group a l-alkylaryl, provided that the total number of carbon atoms and heteroatoms, excluding the atoms in any substituents, in Ri + R2 + R3 is at least about 18, M is a metal atom, each A, each E and each G, independently on the other, it represents a substituent on a phenyl or pyrazolone ring, where G can also be a hydrogen atom, m is an integer of 0, 1 or 2, p is an integer of 0, 1, 2, 3 or 4, J represents (i) a hydrogen atom, (ii) an alkyl group (including linear and branched alkyl groups, saturated and unsaturated, cyclic and acyclic and substituted and unsubstituted, and where heteroatoms may or may not be present in the group alkyl), (iii) an aryl group (including substituted and unsubstituted aryl groups, and where heteroatoms may or may not be present in the aryl group), (iv) an arylalkyl group (including substituted and unsubstituted arylalkyl groups, wherein the alkyl of the group ar ilalkyl may be linear or branched, saturated or unsaturated and cyclic or acyclic and where heteroatoms may or may not be present in any of the aryl or alkyl portion of the arylalkyl group, or (v) an alkylaryl group (including substituted and unsubstituted alkylaryl groups, wherein the alkyl portion of the alkylaryl group may be linear or branched, saturated or unsaturated, and cyclic or acyclic, and wherein heteroatoms may or may not be present in any of the aryl or alkyl portion of the alkylaryl group), wherein two or more substituents on the Phenyl or pyrazolone rings can be linked to form a ring, and n represents an integer of 1, 2 or 3. Another embodiment is directed to a process which comprises (1) incorporating an ink jet recording apparatus, the phase change ink mentioned above; (2) melt the ink; and (3) causing the drops of molten ink to be ejected in a pattern along the image onto a substrate.

BACKGROUND OF THE INVENTION In general, phase change inks (sometimes referred to as "hot-melt inks") are in the solid phase at room temperature, but exist in the liquid phase at the elevated operating temperature of a printing device. of ink jet. At the operating temperature of the jet, droplets of liquid inks are ejected from the printing device, and, when the ink droplets come into contact with the surface of the recording substrate, either directly or via an intermediate hot transfer band or drum, they quickly solidify to form a pattern. Default of solidified ink drops. Phase change inks have also been used in other printing technologies, such as for printing by engraving, as described, for example in U.S. Patent No. 5,496,879 and German Patent Publications DE 4205636AL and DE 4205713AL, the descriptions of each of which are fully incorporated here as a reference. Phase change inks for color printing typically comprise a phase change ink carrier composition which is combined with a colorant compatible with the phase change ink. In a specific embodiment, a series of colored phase change inks can be formed by combining ink-bearing compositions with compatible primary subtractive dyes. Phase change inks colored with subtractive primary dyes may comprise four component dyes, namely, cyan, magenta, yellow and black, although the inks are not limited to those four colors. Those inks colored with subtractive primary dyes can be formed using a single dye or a mixture of dyes. For example, magenta can be obtained by using a mixture of Red Solvent Dyes or a black composition can be obtained by mixing several dyes. U.S. Patent No. 4,889,560, U.S. Patent No. 4,889,761 and U.S. Patent No. 5,372,852, the descriptions of which are all fully incorporated herein by reference, teach that the primary subtractive dyes employed may comprise dyes of the class of Solvent Dyes, Dispersed Dyes, Modified Direct and Acid Dyes and Basic Dyes of the Color Index (CI). U.S. Patent No. 5,621,022, the disclosure of which is incorporated herein by reference, describes the use of a specific class of polymeric dyes in phase change ink compositions. Phase change inks have also been used for applications such as postal marking, industrial marking and labeling. Phase change inks are desirable for inkjet printers because they remain in a solid phase at room temperature during shipping or transport, long-term storage and the like. In addition, the problems associated with nozzle clogging as a result of evaporation of ink with liquid inkjet inks are largely eliminated, thereby improving the reliability of ink jet printing. In addition, in the phase change ink jet printers where the ink droplets are applied directly onto the final recording substrate (e.g., paper, transparency material, and the like), the drops solidify immediately after contact with the ink. substrate, so that the migration of the ink along the printing medium is avoided and improves the quality of the point.

Compositions suitable for use as phase change ink carrier compositions are known. Some representative examples of references describing these materials include U.S. Patent No. 3,653,932, U.S. Patent No. 4,390,369, U.S. Patent No. 4,484,948, U.S. Patent No. 4,684,956, U.S. Patent No. 4,851,045, U.S. Patent No. 4,889,560, U.S. Patent No. 5,006,170, U.S. Patent No. 5,151,120, U.S. Patent No. 5,372,852, U.S. Patent No. 5,496,879, U.S. Patent Publication 0187352, U.S. Patent Publication 0206286, U.S. Patent Publication DE 4205636AL, German Patent Publication DE 4205713AL, and PCT Patent Application WO 94/04619, the descriptions of each of which are fully incorporated herein by reference. Suitable carrier materials may include paraffins, microcrystalline waxes, polyethylene waxes, ester waxes, fatty acids and other waxy materials, materials containing fatty amide, sulfonamide materials, resinous materials made from different natural sources (liquid rosin resins and esters rosin resin, for example), and many synthetic resins, oligomers, polymers and copolymers.

U.S. Patent No. 6,147,140 (Jaeger et al.) The disclosure of which is hereby incorporated by reference, discloses a phase change ink composition comprising a phase change ink carrier system in combination with a coloring system compatible, the coloring system comprising a combination of (1) a black dye having an absorbance in the region of 475 nanometers, which is less than 80 percent of the absorbance in the region of 580 nanometers and (2) a sufficient amount of at least one other dye having an absorbance in the region of 475 nanometers, whereby the dye has an absorbance ratio in the region of 475 nanometers to the region of 580 nanometers from about 0.92: 1.0 to about 1.01: 1.0. U.S. Patent 6,860,930 (Wu et al), the disclosure of which is hereby incorporated by reference, discloses a phase change ink composition comprising (a) a dye and (b) a carrier comprising a polyamide, wherein the polyamide component of the carrier contains at least about 10 weight percent of branched triamide. U.S. Patent Publication 2005/0130054 (Yuan et al.), The disclosure of which is hereby incorporated by reference in its entirety, discloses wax-based inks for phase change / hot melt ink jet printing of bulk applications. thermal transfer printing. Useful waxes for organic pigments are also disclosed for use in electrostatic printing applications. Both materials are prepared using a wax having a narrow melting range. The narrow melting range of the wax reduces the energy requirements of the printing applications. The use of waxes also promotes release for high speed printing and especially promotes rapid drying in wax based ink applications. U.S. Patent 6,001,904 (Matzinger et al.), The disclosure of which is hereby incorporated by reference in its entirety, discloses phase change (hot melt) ink compositions for use in a liquid exchange ink jet recording device. phase (hot melt) in which the record is conducted by thermally melting the ink at a temperature above room temperature (20 ° C) to provide prints that have high quality images, scratch resistance, abrasion resistance, storage stability at low temperature and flexibility, resistance to transfer and uptake, adhesion, and other desired properties comprising: (a) from about 0.1% to about 30% of one or more colorants; and (b) from about 0.1 to about 99.9% of one or more reversibly crosslinked polymers. Components other than those listed above in the ink compositions may be included to achieve the specific requirements of the printer, substrate or end use. In addition, the invention also includes methods for the preparation of crosslinked polymers in a reversible manner and for use in the inks described above. Although known compositions and processes are suitable for their intended purposes, there remains a need for improved coloring compounds. In addition, there remains a need for coloring compounds particularly suitable for use in phase change inks. In addition, there remains a need for coloring compounds with a desirable degree of thermal stability. Additionally, there remains a need for coloring compounds that exhibit a desirable degree of solubility in the vehicles employed in phase change inks. There is also a need for coloring compounds that are compatible with the vehicles of phase change inks capable of operating with reduced energy requirements. In addition, there is a need for coloring compounds that exhibit desirably high chromaticity in phase change inks. In addition, there is a need for coloring compounds that exhibit satisfactory shades in phase change inks. Additionally, there is a need for coloring compounds that exhibit a high degree of light resistance in phase change inks. There also remains a need for coloring compounds that exhibit a relatively low degree of diffusion and runoff to the attached printed areas of different colors when incorporated in phase change inks and printed. In addition, there remains a need for coloring compounds that are safe to handle. In addition, there remains a need for coloring compounds that allow the generation of prints with a reduced stack height. In addition, there remains a need for phase change inks that can be ejected at temperatures below about 125 ° C. In addition, there remains a need for phase change inks that can be ejected with reduced energy requirements. Additionally, there remains a need for phase change inks that can be ejected with less expensive print heads. There is also a need for phase change inks that allow improving the thermal stability of the inks manifested as color stability over time when heated in printers. In addition, there is a need for phase change inks that improve the reliability of the printer. In addition, there is a need for phase change inks that allow quick recovery dyes from the standby mode. Additionally, there is a need for phase change inks that allow printing in the "instantaneous" mode. There also remains a need for phase change inks that exhibit desirable viscosity values at reduced printing temperatures. In addition, there remains a need for phase change inks that provide the above mentioned advantages and also exhibit good printing characteristics, such as transfer properties (including vibration and solid fill drip performance), acceptable ignition reliability, fold and bend, brightness, color intensity, recovery after the standby mode, and the like. In addition, there is still a need for phase change inks that generate images with better firmness. Additionally, there is still a need for phase change inks that generate images with better brightness. There is also a need for phase change inks that exhibit less condensation; condensation is a problem where some ink ingredients migrate to the surface of solid ink bars and are added to the surface of the ink bar inside the printer; the adherent "condensation" gradually drains downward, toward the bottom, and can cause the ink to adhere so that it slides with difficulty into the ink-charging stands in the printers. In addition, there is a need for phase change inks that generate images with less facility to see the printing through the printing substrate when printing on paper substrates. In addition, there is a need for phase change inks that exhibit less sealing of the print heads, while exhibiting all of the advantages mentioned above. Additionally, there is a need for phase change inks that allow to reduce the standby temperatures of the phase change ink jet print heads without leading to sealing of the print head. There also remains a need for phase change inks with desirably low freezing points. In addition, there remains a need for phase change inks that are efficiently transferred from an intermediate transfer member to a final recording substrate with reduced pixels left in the intermediate transfer member when the intermediate transfer member is at a desirably high temperature to allow efficient cooling of the transfer member, which allows for efficient heat transfer and prevents automatic interruption or deceleration of the printer due to overheating of the intermediate transfer member by the ink, while also allowing the ejection of the ink at a desirably low temperature. In addition, there remains a need for phase change inks that exhibit desirably high dirt accumulation temperatures when still hot prints pass along the rails via the printer, thereby reducing ink buildup along those guide lanes that could later be transferred to white paper. Additionally, there remains a need for phase change inks with the above advantages containing desirably high concentrations of a black dye.

SUMMARY OF THE INVENTION Described herein is a phase change ink composition comprising (a) a phase change ink carrier comprising (1) an amide; and (2) a polyethylene wax having an average peak molecular weight of from about 350 to about 730 and a polydispersity of from about 1001 to about 1.5; and (b) a coloring compound of the formulas or mixtures thereof, wherein Ri, R2 and R3 each, independently of the others, is a hydrogen atom, an alkyl group, including linear and branched alkyl groups, saturated and unsaturated, cyclic and acyclic and substituted and unsubstituted, and wherein heteroatoms may or may not be present in the alkyl group, an arylalkyl group, including substituted and unsubstituted arylalkyl groups, wherein the alkyl portion of the arylalkyl group may be linear or branched, saturated or unsaturated, cyclic or acyclic and substituted or unsubstituted and wherein heteroatoms may or may not be present in the aryl or alkyl portion of the arylalkyl group, or an alkylaryl group, including substituted or unsubstituted alkylaryl groups, wherein the alkyl portion of the alkylaryl group may be linear or branched, saturated or unsaturated, cyclic or acyclic, and substituted or unsubstituted, and where heteroatoms may or may not be present in the aryl or alkyl portion of the group alkylaryl, provided that the total number of carbon atoms and heteroatoms, excluding the atoms in any substituents, in Ri + R2 + R3 is at least approximately 18, M is a metal atom, each A, each E and each G, independently on the other, it represents a substituent on a phenyl or pyrazolone ring, where G can also be a hydrogen atom, m is an integer of 0, 1 or 2, p is an integer of 0, 1, 2, 3 or 4, J represents (i) a hydrogen atom, (ii) an alkyl group (including linear and branched alkyl groups, saturated and unsaturated, cyclic and acyclic and substituted and unsubstituted, and where heteroatoms may or may not be present in the group alkyl), (iii) an aryl group (including substituted and unsubstituted aryl groups, and where heteroatoms may or may not be present in the aryl group), (iv) an arylalkyl group (including substituted and unsubstituted arylalkyl groups, wherein the alkyl of the group ar ilalkyl may be linear or branched, saturated or unsaturated and cyclic or acyclic and where heteroatoms may or may not be present in any of the aryl or alkyl portion of the arylalkyl group, or (v) an alkylaryl group (including substituted and unsubstituted alkylaryl groups, wherein the alkyl portion of the alkylaryl group may be linear or branched, saturated or unsaturated, and cyclic or acyclic, and wherein heteroatoms may or may not be present in any of the aryl or alkyl portion of the alkylaryl group), wherein two or more substituents on the Phenyl or pyrazolone rings can be linked to form a ring, and n represents an integer of 1, 2 or 3. Another embodiment is directed to a process which comprises (1) incorporating an ink jet recording apparatus, the phase change ink mentioned above; (2) melt the ink; and (3) causing the droplets of molten ink to be ejected onto a paper along the image onto a substrate.

BRIEF DESCRIPTION OF THE FIGURE Figure 1 is a reproduction of high temperature gel permeation chromatography curves (also called size exclusion chromatography (SEC)) obtained from polyethylene waxes of different average peak molecular weight values, which show the relative amounts of molecules with different molecular weights present in the sample on the "y" axis and the retention time on the "x" axis.

DETAILED DESCRIPTION OF THE INVENTION Dyestuffs of the formulas are described herein where each A, each E and each G, independently of each other represent a substituent on a phenyl or pyrazolone ring, as (but not limited to) an alkyl group (including linear and branched alkyl groups, saturated and unsaturated, cyclic and acyclic and substituted and unsubstituted, and where heteroatoms may be present or not, such as oxygen, nitrogen, sulfur, silicon, phosphorus, boron and the like in the alkyl group) in an embodiment with at least one carbon atom and in an embodiment with no more than about 50 carbon atoms, in another embodiment with no more than about 18 carbon atoms, and in another embodiment further mode with no more than about 2 carbon atoms, although the number of carbon atoms may be outside those ranges, an aryl group (including substituted and unsubstituted aryl groups and where heteroatoms, such as oxygen, may or may not be present, nitrogen, sulfur, silicon, phosphorus, boron and the like in the aryl group), in an embodiment with at least about 5 carbon atoms and in another embodiment with at least approximately of 6 carbon atoms and in one embodiment with no more than about 20 carbon atoms, in another embodiment with no more than about 14 carbon atoms and in another embodiment with no more than about 10 carbon atoms, although the number carbon atoms may be outside those ranges, such as phenyl, naphthyl, anthryl or the like, an arylalkyl group (including substituted and unsubstituted arylalkyl groups, where the alkyl portion of the arylalkyl group may be linear or branched, saturated or unsaturated, cyclic or acyclic, and where heteroatoms may be present, such as oxygen, nitrogen, sulfur, silicon, phosphorus, boron and the like in any of the aryl or alkyl portions of the arylalkyl group), in an embodiment with at least about 6 carbon atoms , and in another embodiment with at least about 7 carbon atoms and in an embodiment with no more than about 30 carbon atoms, in another embodiment with no more than about 18 carbon atoms, and in yet another embodiment with no more than about 12 carbon atoms, although the number of carbon atoms may be outside those ranges, such as benzyl or the like, an alkylaryl group (including substituted and unsubstituted alkylaryl, wherein the alkyl portion of the alkylaryl group may be linear or branched, saturated or unsaturated and cyclic or acyclic, and where heteroatoms may or may not be present, such as oxygen, nitrogen, sulfur, silicon, phosphorus, boron and similar in any of the aryl or alkyl portions of the alkylaryl group), in an embodiment with at least about 6 carbon atoms, and in another embodiment with at least about 7 carbon atoms, and in an embodiment with not more than about 30 atoms carbon, in another embodiment with no more than about 18 carbon atoms and in another embodiment with no more than about 12 carbon atoms, although the number of carbon atoms may be outside these ranges, such as tolyl or the like, a hydroxy group, a halogen atom, an amine group (including primary, secondary or tertiary amine groups), an imine group, an ammonium group , a cyano group, a pyridine group, a pyridinium group, an ether group, an aldehyde group, a ketone group, an ester group, an amide group, a carbonyl group, a thiocarbonyl group, a sulfate group, a sulfonate group, a suifonic acid group, a sulfide group, a sulfoxide group, a phosphine group, a phosphonium group, a phosphate group, a nitrile group, a mercapto group, a nitro group, a nitroso group, a sulfone group, an acyl group, an azo group, a cyanate group, a carboxylate group, a carboxylic acid group, a urethane group, a urea group, and the like, wherein G can also be a hydrogen atom, m is an integer of 0, 1 or 2, p is an integer of 0, 1, 2, 3 or 4 and J represents (i) an atom of hydrogen, (ii) an alkyl group (including linear and branched alkyl groups), saturated and unsaturated, cyclic and acyclic and substituted and unsubstituted, and where heteroatoms such as oxygen, nitrogen, sulfur, silicon, phosphorus, boron and the like may be present in the alkyl group), in a form with at least one carbon atom, and in an embodiment with no more than about 50 carbon atoms, in another embodiment with no more than about 18 carbon atoms and in another embodiment with no more than about 2 carbon atoms, although the number of carbon atoms carbon may be outside those ranges, (iii) an aryl group (including substituted and unsubstituted aryl groups, and where heteroatoms, such as oxygen, nitrogen, sulfur, silicon, phosphorus, boron and the like may or may not be present in the group aryl), in an embodiment with at least about 5 carbon atoms, and in another embodiment with at least about 6 carbon atoms, and in an embodiment with not more than about 20 carbon atoms. carbon, and in another embodiment with no more than about 14 carbon atoms, and in another embodiment with no more than about 10 carbon atoms, although the number of carbon atoms may be outside those ranges, such as phenyl, naphthyl, anthryl or the like, (iv) an arylalkyl group (including substituted and unsubstituted arylalkyl groups, wherein the alkyl portion of the arylalkyl group can be linear or branched, saturated or unsaturated and cyclic or acyclic and where heteroatoms such as oxygen may or may not be present , nitrogen, sulfur, silicon, phosphorus, boron and the like in any of the aryl or alkyl portions of the arylalkyl group), in an embodiment with at least about 6 carbon atoms and in another embodiment with at least about 7 carbon atoms, and in an embodiment with no more than about 30 carbon atoms, in another embodiment with no more than about 18 carbon atoms, and in another embodiment more than on no more than about 12 carbon atoms, although the number of carbon atoms may be outside those ranges, such as benzyl or the like, or (v) an alkylaryl group (including substituted and unsubstituted alkylaryl groups, where the alkyl portion of the alkylaryl group may be linear or branched, saturated or unsaturated, and cyclic or acyclic, and where heteroatoms such as oxygen, nitrogen, sulfur, silicon, phosphorus, boron and the like may be present in any of the aryl or alkyl portions of the group alkylaryl), in an embodiment with at least about 6 carbon atoms, and in another embodiment with at least about 7 carbon atoms, and in an embodiment with no more than about 30 carbon atoms, and in another embodiment with no more than about 18 carbon atoms, and in another embodiment with no more than about 12 carbon atoms, although the number of carbon atoms may be outside those ranges such as tolyl or the like, wherein substituents on the substituted alkyl, aryl, arylalkyl and alkylaryl groups can be (but are not limited to) hydroxy groups, halogen atoms, amine groups (including primary, secondary and tertiary amine groups) , imine groups, ammonium groups, cyano groups, pyridine groups, pyridine groups, ether groups, aldehyde groups, ketone groups, ester groups, amide groups, carbonyl groups, thiocarbonyl groups, sulfate groups, sulfonate groups, suifonic acid groups, sulfide groups sulfoxide groups, phosphine groups, phosphonium groups, phosphate groups, nitrile groups, mercapto groups, nitro groups, nitroso groups, sulfone groups, acyl groups, azo groups, cyanate groups, carboxylate groups, carboxylic acid groups, urethane groups, urea groups and the like, wherein two or more substituents on the phenyl or pyrazolone rings can be linked to form a ring. These dyes include chromogenic compounds derived from the compounds of formulas The integer "n" represents both the charge on the chromogenic compound complex and the number of countercations present. This integer is at least 1 and can also be 2 or 3. Those compounds form complexes with metal compounds to form chromogenic compounds. Suitable M metals include any metals that form complexes with the compounds indicated above, where the complex will have a negative charge of at least -1. Examples of suitable metals include (but are not limited to) chromium, iron, cobalt, molybdenum, tungsten, ruthenium, osmium, rhodium, iridium, manganese, rhenium, vanadium, niobium, tantalum, titanium, zirconium, hafnium, scandium, yttrium. , lanthanum, zinc, aluminum, metals of the Lanthanide Series, and the like, as well as mixtures thereof. Although not limited to any particular theory, it is believed that the complexes formed are the following: where dotted lines and arrows represent coordination links ben lone electron pairs on the nitrogen atoms and the metal atom. Since the oxygen atoms each impart a negative charge to the resulting complex, the resulting charge of the compound depends on the valence state of the metal. Some specific examples of complexes of chromogenic compounds suitable for the compounds described herein include (but are not limited to) the following: and the like, as well as mixtures thereof. Complexes of chromogenic compounds have a negative charge of at least -1, and are consequently associated with a counterion. The counterion is formula where Ri, R2 and R3 each, independently of the others, can be (i) a hydrogen atom, (ii) an alkyl group (including linear and branched alkyl groups, saturated and unsaturated, cyclic and acyclic, and substituted and not substituted, and where heteroatoms may be present, such as oxygen, nitrogen, sulfur, silicon, phosphorus, boron and the like in the alkyl group), in an embodiment with at least 1 carbon atom, and in a mode with no more of about 150 carbon atoms, in another embodiment with no more than about 54 carbon atoms, and in another embodiment with no more than about 48 carbon atoms, although the number of carbon atoms may be outside those ranges, (iii ) an arylalkyl group (including substituted and unsubstituted arylalkyl groups, wherein the alkyl portion of the arylalkyl group can be linear or branched, saturated or unsaturated, cyclic or acyclic, and substituted or unsubstituted, and where heteroatoms, such as oxygen, nitrogen, sulfur, silicon, phosphorus, boron and the like can be present in any of the aryl or alkyl portions of the arylalkyl group), in one embodiment, at least about 6 carbon atoms, and in another mode, at least about 7 carbon atoms, and in one embodiment with no more than about 56 carbon atoms, and in another embodiment with no more than about 24 carbon atoms, and in another embodiment with no more than about 18 carbon atoms. carbon, although the number of carbon atoms may be outside those ranges, such as benzyl or the like, or (iv) an alkylaryl group (including substituted and unsubstituted alkylaryl groups, where the alkyl portion of the alkylaryl group may be linear or branched , saturated or unsaturated, cyclic or acyclic, and substituted or unsubstituted, and where heteroatoms may or may not be present, such as oxygen, nitrogen, sulfur, silicon, phosphorus, boron and the like in any of the aryl or alkyl portions of the alkylaryl group), in an embodiment with at least about 6 carbon atoms and in another embodiment with at least about 7 carbon atoms, in an embodiment with not more than about 56 atoms carbon, in another embodiment with no more than about 24 carbon atoms and in another embodiment with no more than about 18 carbon atoms, although the number of carbon atoms may be outside these ranges, such as tolyl or the like, provided that the total number of carbon atoms and heteroatoms (excluding the atoms in any substituent) in R? + R2 + R3 is in a mode of at least about 18, in another embodiment of at least about 19, in another embodiment at least about 20, in another embodiment at least about 21, in another embodiment plus at least about 22, in another embodiment at least about 23 , and in another embodiment at least about 24, where the total number of carbon atoms and heteroatoms (excluding the atoms in any substituent) in R? + R2 + R3 is in a mode not greater than about 150, in another mode no greater about 54, and in another embodiment no greater than about 48, although the total number of carbon atoms may be outside this range, where the substituents on the alkyl groups or, substituted arylalkyl, and alkylaryl can be (but are not limited to) hydroxy groups, halogen atoms, amine groups, imine groups, ammonium groups, cyano groups, pyridine groups, pyridinium, ether groups, aldehyde groups, ketone groups, groups ester, amide groups, carbonyl groups, thiocarbonyl groups, sulfate groups, sulfonate groups, suifonic acid groups, sulfide groups, sulfoxide groups, phosphine groups, phosphonium groups, phosphate groups, nitrile groups, mercapto groups, nitro groups, nitroso groups, groups sulfone, acyl groups, azo groups, cyanate groups, carboxylate groups, carboxylic acid groups, urethane groups, urea groups, mixtures thereof, and the like, where two or more substituents may be linked to form a ring. The coloring compounds described herein can be prepared by any desired or effective method. For example, a chromogenic compound having a different counter ion or free acid form can be obtained commercially and the counter ion can be replaced with the desired counter ion. Azo metalizing dyes can be produced by any desired or effective method, such as those described in, for example, "British Intelligence Objectives Subcommittee Report 961," Publications Board No. 86139, Library of Congress, Washington, D.C. 1947, pp. 71-72, 110, 149-151, 160, 163, 164, the descriptions of which are fully incorporated herein by reference. The desired counterions may be derived generally from amine compounds, commercially available as well. Primary, secondary and tertiary amines can also be prepared as described in, for example, Comprehensive Organic Transformation - A Guide to Functional Group Preparation, 2nd Ed., Richard C. Larock, Wiley-VCH, 1999 ISBN 0-471 -19031-4 New York, NY, the description of which is fully incorporated here as a reference. For example, in one embodiment, the chromogenic compound and the amine compound from which the counterion is to be derived can be heated together until the ion exchange is complete, followed by distillation of the solvent (if a solvent was used) and recovery of the coloring compound thus prepared. Any desired or effective relative amounts of the chromogenic compound and the amine compound from which the counterion is to be derived can be employed. When the charge on the chromogenic compound is -1, the relative amounts can be, for example, one embodiment at least about 0.1 mole of chromogenic compound per mole of amine compound, in another embodiment at least about 0.5 mole of chromogenic compound per each mole of amine compound, and in another embodiment more at least about 0.9 mole of chromogenic compound per mole of amine compound, and in one embodiment no more than about 3 moles of chromogenic compound per mole of amine compound, in another embodiment no more than about 2 moles of chromogenic compound per mole of amine compound, and in another embodiment no more than about 1.1 moles of chromogenic compound per mole of amine compound, although the relative amounts may be outside those ranges. When the charge on the chromogenic compound is -2, the amount of amine compound will, of course, be double, and where the charge of the chromogenic compound is higher, the amount of amine compound will, of course, be adjusted accordingly. When a solvent is used, any desired or effective solvent may be used. Examples of suitable solvents include methyl isobutyl ketone, methyl ethyl ketone, acetone, methanol, ethanol, n-propanol, isopropanol, butanol, and the like, as well as mixtures thereof. The reagents are present in the solvent in any desired or effective amount, in an embodiment at least about 1 gram of reagents per liter of solvent, in another embodiment at least about 225 grams of reagents per liter of solvent, and in another embodiment less about 450 grams of reagent per liter of solvent, and in one embodiment no more than about 2,000 grams of reagents per liter of solvent, in another embodiment no more than about 1,000 grams of reagent per liter of solvent, and in another embodiment no more more than about 500 grams of reagent per liter of solvent, although the relative amounts of reagents and solvent may be outside these ranges. The reagents can be heated to any desired effective temperature, in a mode at least about 25 ° C, in another mode at least about 65 ° C, and in another mode more at least about 110 ° C, and in a more no more mode of about 150 ° C, in another embodiment no more than about 125 ° C, and in another embodiment no more than about 110 ° C, although the temperature may be outside those ranges. The reagents may be heated for any desired or effective period of time, in a mode at least about 1 hour, in another mode at least about 12 hours, and in another mode at least about 16 hours, and in a mode not more than about 7 days, in another modality no more than approximately 1 day and in another modality no more than approximately 18 hours, although the period of time may be outside those intervals. Subsequently, the coloring compound thus prepared can be recovered by any desired or effective method, by distillation, vacuum, extinction in a solvent in which the product is not soluble (such as water) or the like.

The coloring compound is present in the ink in any desired or effective amount, in a mode at least about 0.1 percent by weight of the ink, in another embodiment, at least about 0.2 percent by weight of the ink, and in another embodiment more, at least about 0.5 weight percent of the ink, and in one embodiment no more than about 50 weight percent of the ink, in another embodiment no more than about 25 weight percent of the ink, and in another further mode, no more than about 20 weight percent of the ink, although the amount may be outside those ranges. The inks described herein also comprise a branched triamide. Branched triamides are described in, for example, US Pat. No. 6,860,930, the disclosure of which is hereby incorporated by reference in its entirety. "Branched triamide" means that the structure of the triamide can be drawn so that each amide group is attached to an atom or group of atoms contained in another branch different from the others, and that each amide group is on a different branch . "Each amide group found in a different branch" means that the triamide is not linear, "linear" means a molecule where the three amide groups can be drawn as if they were in the same chain or molecular branch, as the linear triamides of the formulas OHOHOHR - ¿- til - R- CN- R- CN- R O H O H H O R-C-N- R- C-N- R- N-C- R O H H O O H R-C-N- R- N-C-R- C-N- R O H H O H O R-C-N- R- N-C- R- N-C- R H O O H H O or similar. For purposes of the present invention, linear triamides include those where a line can be drawn through the three amide groups, even if a different line is commonly drawn. For example, a compound of formula it is considered a linear compound for purposes of the present invention, because it can also be represented as follows: and consequently a branched triamide would not be considered for the purposes of the inks described herein. For the purposes of the inks described herein, "branched triamides", "branched triazides", "branched monoamino diacids" and "diamino monoacid branched" have similar definitions since each of the three functional groups achieved can be drawn as if they were in a different branch to that of the other two. Examples of suitable branched triamides include (but are not limited to) those generated from branched triamines, with the branched triamides of the formula where Ri is (i) an alkylene group (including alkylene, linear, branched, saturated, unsaturated, cyclic, acyclic, substituted and unsubstituted groups, and where heteroatoms may or may not be present, such as oxygen, nitrogen, sulfur, silicon, phosphorus, boron and the like in the alkylene group), in an embodiment with at least 3 carbon atoms, in another embodiment with at least 4 carbon atoms, in another embodiment with at least about 5 carbon atoms, in another embodiment with at least about 15 carbon atoms, and in another embodiment with at least about 21 carbon atoms, and in an embodiment with no more than about 200 carbon atoms, in another embodiment with no more than about 150 carbon atoms, and in another embodiment with no more than about 100 carbon atoms, although the number of carbon atoms may be outside those ranges, (ii) an arylene group (including non-substituted arylene groups) and substituted, and where heteroatoms, such as oxygen, nitrogen, sulfur, silicon, phosphorus, boron and the like may be present in the arylene group), in an embodiment with at least about 6 carbon atoms, in another embodiment with at least about 10 carbon atoms, and in another embodiment with at least about 14 carbon atoms, and in an embodiment with no more than about 200 carbon atoms, in another embodiment with no more than about 150 carbon atoms, and in another embodiment with no more than about 100 carbon atoms, although the number of carbon atoms can be outside those ranges, (iii), an arylalkylene group (including substituted and unsubstituted arylalkylene groups, where the alkyl portion of the arylalkylene group can be linear, branched, saturated, unsaturated, cyclic and / or acyclic, where they can be present or non-heteroatoms, such as oxygen, nitrogen, sulfur, silicon, phosphorus, boron and the like in either or both of the alkyl portion and the aryl portion of the arylalkylene group), in an embodiment with at least about 7 carbon atoms, in another mode with at least about 8 carbon atoms, and in another embodiment with at least about 9 carbon atoms, and in a mode with no more than about 200 carbon atoms, in another embodiment with no more than about 150 carbon atoms, and in yet another embodiment, with no more than about 100 carbon atoms, although the number of carbon atoms may be outside those ranges, as benzylene or the like, or (iv) an alkylarylene group (including unsubstituted and substituted alkylarylene groups, where the alkyl portion of the alkylarylene group can be linear, branched, saturated, unsaturated, cyclic and / or acyclic, and where heteroatoms, such as oxygen, may or may not be present , nitrogen, sulfur, silicon, phosphorus, boron and the like in either or both of the alkyl portion and the aryl portion of the arylalkylene group), in an embodiment with at least about 7 carbon atoms, in another embodiment with at least about 8 atoms carbon, and in yet another embodiment with at least about 9 carbon atoms, and in an embodiment with no more than about 200 carbon atoms, in another embodiment with no more than about 150 carbon atoms, and in another embodiment more no more than about 100 carbon atoms, although the number of carbon atoms may be outside those ranges, such as toluene or the like, Ra, R and Rc each , independently of each other, is (i) a hydrogen atom (ii) an alkyl group (including linear, branched, saturated, unsaturated, cyclic, acyclic, substituted and unsubstituted alkyl groups, and wherein heteroatoms may or may not be present, as oxygen, nitrogen, sulfur, silicon, phosphorus, boron and the like in the alkyl group), in an embodiment with at least 1 carbon atom, in another embodiment with at least 2 carbon atoms, in another embodiment with at least one about 6 carbon atoms, in another embodiment with at least about 7 carbon atoms, and in an embodiment with at least about 10 carbon atoms, and in an embodiment with no more than about 200 carbon atoms, in another embodiment with no more than about 150 carbon atoms, and in yet another embodiment with no more than about 100 carbon atoms, although the number of carbon atoms may be outside those ranges, (iii) a group aryl (including unsubstituted and substituted aryl groups, and where heteroatoms such as oxygen, nitrogen, sulfur, silicon, phosphorus, boron and the like may be present in the aryl group), in an embodiment with at least about 6 carbon atoms , in another embodiment with at least about 10 carbon atoms, and in yet another embodiment with at least about 14 carbon atoms, and in an embodiment with not more than about 200 carbon atoms, in another embodiment with not more than about 150 carbon atoms, and in yet another embodiment with not more than about 100 carbon atoms, although the number of carbon atoms may be outside those ranges, (iv) an arylalkyl group (including unsubstituted and substituted arylalkyl groups, where the Alkyl portion of the arylalkyl group can be linear, branched, saturated, unsaturated, cyclic and / or acyclic, and where heteroatoms, such as oxygen, may or may not be present nitrogen, sulfur, silicon, phosphorus, boron and the like in either or both of the alkyl portion and the aryl portion of the arylalkyl group), in an embodiment with at least about 6 carbon atoms, in another embodiment with at least about 7 carbon atoms. carbon atoms, and in yet another embodiment with at least about 8 carbon atoms, and in an embodiment with no more than about 200 carbon atoms, in another embodiment with no more than about 150 carbon atoms, and in another embodiment with no more than about 100 carbon atoms, although the number of carbon atoms may be outside those ranges, such as benzyl or the like, or (v) an alkylaryl group (including unsubstituted and substituted alkylaryl groups, where the alkyl portion of the alkylaryl group may be linear, branched, saturated, unsaturated, cyclic and / or acyclic, and where heteroatoms may or may not be present, such as oxygen, nitrogen, sulfur, silicon, phosphorus, boron and the like in either or both of the alkyl portion and the aryl portion of the alkylaryl group), in an embodiment with at least about 6 carbon atoms, in another embodiment with at least about 7 carbon atoms, and in another embodiment with at least about 8 carbon atoms, and in an embodiment with not more than about 200 atoms of carbon, in another embodiment with no more than about 150 carbon atoms, and in another embodiment with no more than about 100 carbon atoms, although the number of carbon atoms may be outside those ranges, such as tolyl or the like , Rd, Re and Rf each, independently of each other, is (i) an alkyl group (including linear, branched, saturated, unsaturated, cyclic, acyclic, substituted and unsubstituted alkyl groups, and where heteroatoms, such as oxygen, nitrogen, sulfur, silicon, phosphorus, boron and the like may or may not be present in the alkyl group ), in one embodiment with at least 1 carbon atom, in another embodiment with at least about 2 carbon atoms, in another embodiment with at least about 6 carbon atoms, in another embodiment with at least about 17 carbon atoms, and in yet another embodiment with at least about 36 carbon atoms, and in an embodiment with no more than about 200 carbon atoms, in another embodiment with no more than about 150 carbon atoms, and in another embodiment with no more than about 100 carbon atoms, although the number of carbon atoms may be outside those ranges, (ii), an aryl group (including unsubstituted and substituted aryl groups, and where heteroatoms such as oxygen, nitrogen, sulfur, silicon, phosphorus, boron and the like may be present in the aryl group), in an embodiment with at least about 6 carbon atoms, in another embodiment with at least about 10 carbon atoms. carbon, and in yet another embodiment with at least about 14 carbon atoms, and in an embodiment with no more than about 200 carbon atoms, in another embodiment with no more than about 150 carbon atoms, and in another embodiment with no more more than about 100 carbon atoms, although the number of carbon atoms may be outside those ranges, (iii) an arylalkyl group (including unsubstituted and substituted arylalkyl groups, where the alkyl portion of the arylalkyl group may be linear, branched, saturated, unsaturated, cyclic and / or acyclic, and where heteroatoms may or may not be present, such as oxygen, nitrogen, sulfur, silicon, phosphorus, boron and the like in either or both of the alkyl portion and the aryl portion of the arylalkyl group), in an embodiment with at least about 6 carbon atoms, in another embodiment with at least about 7 carbon atoms, and in yet another embodiment with at least about 8 carbon atoms, and in an embodiment with no more than about 200 carbon atoms, in another embodiment with no more than about 150 carbon atoms, and in another embodiment, with no more than about 100 carbon atoms, although the number of carbon atoms may be outside those ranges, such as benzyl or the like, or (iv) an alkylaryl group (including unsubstituted and substituted alkylaryl groups, where the alkyl portion of the alkylaryl group may be linear, branched, saturated, unsaturated , cyclic and / or acyclic, and where heteroatoms may be present or not, such as oxygen, nitrogen, sulfur, silicon, phosphorus, boron and the like in either or both the alkyl portion and the aryl portion of the alkylaryl group), in an embodiment with at least about 6 carbon atoms, in another embodiment with at least about 7 carbon atoms, and in yet another embodiment with at least about 8 carbon atoms , and in an embodiment with no more than about 200 carbon atoms, in another embodiment with no more than about 150 carbon atoms, and in another embodiment with no more than about 100 carbon atoms, although the number of carbon atoms can be outside those ranges, such as tolyl or the like, those generated from branched triazides, being the branched triamides of the formula where R2 is (i) an alkylene group (including alkylene, linear, branched, saturated, unsaturated, cyclic, acyclic, substituted and unsubstituted groups, and where heteroatoms may or may not be present, such as oxygen, nitrogen, sulfur, silicon, phosphorus, boron and the like in the alkylene group), in an embodiment with at least 3 carbon atoms, in another embodiment with at least 4 carbon atoms, in yet another embodiment, with at least about 5 carbon atoms, in another embodiment with at least about 15 carbon atoms, and in another embodiment with at least about 21 carbon atoms, and in an embodiment with not more than about 200 carbon atoms, in another embodiment with no more than about 150 carbon atoms, and in another embodiment with no more than about 100 carbon atoms, although the number of carbon atoms may be outside those ranges, (ii) a arylene group (including unsubstituted and substituted arylene groups, and where heteroatoms, such as oxygen, nitrogen, sulfur, silicon, phosphorus, boron and the like may be present in the arylene group), in a mode with at least about 6 atoms carbon, in another embodiment with at least 10 carbon atoms, and in another embodiment with at least about 14 carbon atoms, and in an embodiment with not more than about 200 carbon atoms, in another embodiment with no more than about 150 carbon atoms, and in another embodiment with no more than about 100 carbon atoms, although the number of carbon atoms may be outside those ranges, (iii), an arylalkylene group (including unsubstituted and substituted arylalkylene groups, where the alkyl portion of the arylalkylene group can be linear, branched, saturated, unsaturated, cyclic and / or acyclic, where heteroatoms may be present or not, such as oxygen, nitrogen, sulfur , silicon, phosphorus, boron and the like in either or both of the alkyl portion and the aryl portion of the arylalkylene group), in an embodiment with at least about 7 carbon atoms, in another embodiment with at least about 8 carbon atoms, and in yet another embodiment with at least about 9 carbon atoms, and in an embodiment with no more than about 200 carbon atoms, in another embodiment with no more of about 150 carbon atoms, and in yet another embodiment with not more than about 100 carbon atoms, although the number of carbon atoms may be outside those ranges, such as benzylene or the like, or (iv) an alkylarylene group ( including unsubstituted and substituted alkylarylene groups, wherein the alkyl portion of the alkylarylene group may be linear, branched, saturated, unsaturated, cyclic and / or acyclic, and where heteroatoms may be present or not, such as oxygen, nitrogen, sulfur, silicon, phosphorus, boron and the like in either or both of the alkyl portion and the aryl portion of the arylalkylene group), in an embodiment with at least about 7 carbon atoms, in another embodiment with at least about 8 carbon atoms, and in another embodiment more with at least about 9 carbon atoms, and in an embodiment with no more than about 200 carbon atoms, in another embodiment with no more than about between 150 carbon atoms, and in yet another embodiment with no more than about 100 carbon atoms, although the number of carbon atoms may be outside those ranges, such as toluene or the like, Rg, Rj and Rp each, independently each other, is (i) a hydrogen atom (ii) an alkyl group (including linear, branched, saturated, unsaturated, cyclic, acyclic, substituted and unsubstituted alkyl groups, and wherein heteroatoms, such as oxygen, nitrogen, sulfur, silicon, phosphorus, boron and the like in the alkyl group), in an embodiment with at least about 1 carbon atom, in another embodiment with at least about 2 carbon atoms, in another embodiment with at least about 3 carbon atoms, in another embodiment with at least about 6 carbon atoms, and in an embodiment with at least about 18 carbon atoms, and in an embodiment with not more than about 200 carbon atoms, in another modality with no more than about 150 carbon atoms, and in another modality more, with no more than about 100 carbon atoms, although the number of carbon atoms may be outside those ranges, (iii), an aryl group (including unsubstituted and substituted aryl groups, and where heteroatoms may or may not be present as oxygen, nitrogen, sulfur, silicon, phosphorus, boron and the like in the aryl group), in an embodiment with at least about 6 carbon atoms, in another embodiment with at least about 10 carbon atoms, and in another embodiment with at least about 14 carbon atoms, and in an embodiment with no more than about 200 carbon atoms, in another embodiment with no more than about 150 carbon atoms, and in another embodiment with no more than about 100 carbon atoms, although the number of carbon atoms may be outside those ranges, (iv) an arylalkyl group (including unsubstituted and substituted arylalkyl groups, where the alkyl portion of the group Arylalkyl can be linear, branched, saturated, unsaturated, cyclic and / or acyclic, and where heteroatoms, such as oxygen, nitrogen, sulfur, silicon, phosphorus, boron and the like can be present in either or both of the alkyl and heteroaryl moiety, and the aryl portion of the arylalkyl group), in an embodiment with at least about 7 carbon atoms, in another embodiment with at least about 8 carbon atoms, and in yet another embodiment with at least about 9 carbon atoms, and in an embodiment with no more than about 200 carbon atoms, in another embodiment with no more than about 150 carbon atoms, and in another embodiment with no more than about 100 carbon atoms, although the number of carbon atoms may be outside those intervals, such as benzyl or the like, or (v) an alkylaryl group (including unsubstituted and substituted alkylaryl groups, where the alkyl portion of the alkylaryl group may be eal, branched, saturated, unsaturated, cyclic and / or acyclic, and where heteroatoms may be present or not, such as oxygen, nitrogen, sulfur, silicon, phosphorus, boron and the like in either or both of the alkyl portion and the aryl portion of the alkylaryl group), in an embodiment with at least about 7 carbon atoms, in another embodiment with at least about 8 carbon atoms, and in another embodiment with at least about 9 carbon atoms, and in an embodiment with no more of about 200 carbon atoms, in another embodiment with no more than about 150 carbon atoms, and in another embodiment with no more than about 100 carbon atoms, although the number of carbon atoms may be outside those ranges, as the tolyl or the like, Rh, Rk and Rq each, independently of each other, is (i) a hydrogen atom (ii) an alkyl group (including linear, branched, saturated, unsaturated alkyl groups) cyclic, acyclic, substituted and unsubstituted, and where heteroatoms may be present or not, such as oxygen, nitrogen, sulfur, silicon, phosphorus, boron and the like in the alkyl group), in an embodiment with at least 1 carbon atom. carbon, in another embodiment with at least 2 carbon atoms, in another embodiment with at least about 3 carbon atoms, in another embodiment with at least about 4 carbon atoms, and in an embodiment with at least about 5 carbon atoms , and in an embodiment with no more than about 200 carbon atoms, in another embodiment with no more than about 150 carbon atoms, and in another embodiment with no more than about 100 carbon atoms, although the number of carbon atoms may be outside those ranges, (iii), an aryl group (including unsubstituted and substituted aryl groups, and where heteroatoms such as oxygen, nitrogen, sulfur, silicon may or may not be present , phosphorus, boron and the like in the aryl group), in an embodiment with at least about 6 carbon atoms, in another embodiment with at least about 7 carbon atoms, and in another embodiment with at least about 8 carbon atoms, and in an embodiment with not more than about 200 carbon atoms, in another embodiment with not more than about 150 carbon atoms, and in yet another embodiment with not more than about 100 carbon atoms, although the number of carbon atoms may be outside those ranges, (iv) an arylalkyl group (including unsubstituted and substituted arylalkyl groups, where the Alkyl portion of the arylalkyl group can be linear, branched, saturated, unsaturated, cyclic and / or acyclic, and where heteroatoms, such as oxygen, nitrogen, sulfur, silicon, phosphorus, boron and the like can be present in either or both of the alkyl portion and the aryl portion of the arylalkyl group), in an embodiment with at least about 7 carbon atoms, in another embodiment with at least about 8 atoms carbon atoms, and in yet another embodiment with at least about 9 carbon atoms, and in an embodiment with no more than about 200 carbon atoms, in another embodiment with no more than about 150 carbon atoms, and in another embodiment with no more than about 100 carbon atoms, although the number of carbon atoms may be outside those ranges, such as benzyl or the like, or (v) an alkylaryl group (including unsubstituted and substituted alkylaryl groups, where the alkyl portion of the alkylaryl group may be linear, branched, saturated, unsaturated, cyclic and / or acyclic, and where heteroatoms, such as oxygen, nitrogen, sulfur, silicon, phosphorus, boron and the like may be present in either or both of the alkyl and the aryl portion of the alkylaryl group), in an embodiment with at least about 7 carbon atoms, in another embodiment with at least about 8 carbon atoms, and in another embodiment or more with at least about 9 carbon atoms, and in an embodiment with no more than about 200 carbon atoms, in another embodiment with no more than about 150 carbon atoms, and in another embodiment with no more than about 100 atoms of carbon, although the number of carbon atoms may be outside those ranges, such as tolyl or the like, those generated from monoacid diamino branched compounds, with the branched triamides of the formula where Ri, Ra, b / Rd Re Rg / and Rh are as defined above, those generated from branched diacid monoamino compounds, with the branched triamides of the formula where R2, Rai Rd / Rg / R / j / and R are as defined above, and like, where the substituents on the substituted alkyl, alkylene, aryl, arylene, arylalkyl, arylalkylene, alkylaryl, and alkylaryl groups can be (but are not limited to) hydroxy groups, halogen atoms, imine groups, ammonium groups, cyano groups, pyridine groups, pyridinium groups, ether groups, aldehyde groups, ketone groups, ester groups, carbonyl groups, thiocarbonyl groups, sulfate groups, sulfonate groups , suifonic acid groups, sulfide groups, sulfoxide groups, phosphine groups, phosphonium groups, phosphate groups, nitrile groups, mercapto groups, nitro groups, nitroso groups, sulfone groups, azide groups, azo groups, cyanate groups, carboxylate groups, mixtures of the same and similar, where two or more substituents can be joined together to form a ring. In a specific modality, when the triamide is of formula the total number of carbon atoms in Ri + Ra + Rb + Rc + Rd + Re + Rf is at least about 7, in another mode at least about 10, and in another mode at least about 12, and in one mode no more than about 500, in another mode no more than about 350 , and in another embodiment no more than about 300, although the total number of carbon atoms may be outside those ranges. In another specific embodiment, each of Ra, Rd, Rb / Re / c / and Rf / independently of each other, has no more than about 50 carbon atoms, and in another specific embodiment, no more than about 48 carbon atoms , although the number of carbon atoms may be outside those ranges. In a specific modality, when the triamide is of formula the total number of carbon atoms in R2 + Rg + Rh + Rj + Rk + Rp + Rq is at least about 7, in another embodiment at least about 10, and in another embodiment at least about 12, and in one embodiment no more than about 500, in another embodiment no more than about 350, and in another embodiment, no more than about 300, although the total number of carbon atoms may be outside those ranges. In another specific embodiment each of Rg, Rh, Rj, Rk / RP / and q / independently of each other, has no more than about 50 carbon atoms, and in yet another specific embodiment, no more than about 48 carbon atoms, although the number of carbon atoms may be outside those ranges. In a specific modality, when the triamide is of formula the total number of carbon atoms in Ri + Ra + Rb + Rd + Re + Rg + Rh is at least approximately 7, in another modality at least approximately 10 and in another modality more at least approximately 12, and in a modality no more of about 500, in another embodiment no more than about 350, and in yet another embodiment, no more than about 300, although the total number of carbon atoms may be outside those ranges. In another specific embodiment each of Ra, Rd, Rb / Re / Rg and Rh independently of each other, has no more than about 50 carbon atoms, and in another specific embodiment no more than about 48 carbon atoms, although the number of carbon atoms may be outside those ranges. In a specific modality, when the triamide is formula the total number of carbon atoms in R2 + Ra + Rd + Rg + Rh + Rj + Rk is at least about 7, in another mode at least about 10 and in another mode at least about 12, and in a no more mode of about 500, in another embodiment no more than about 350, and in yet another embodiment, no more than about 300, although the total number of carbon atoms may be outside those ranges. In another specific modality each of Ra, Rd, Rg, Rh, R3, and Rk, independently of each other, have no more than about 50 carbon atoms, and in another specific embodiment no more than about 48 carbon atoms, although the number of carbon atoms may be outside those intervals. It should be emphasized that not all amide groups in the first formula need to be directly attached to the same atom in the Ri or R2 group, and in a specific embodiment of the present invention, each amide group is attached to a different atom in the Ri group or R2. In a specific embodiment, the branched triamide is formula where x, y, and z each independently represent the number of repeating units of propyleneoxy and x + y + z is from about 5 to about 6, and where p, q and r are each, independently of each other, are integers representing the number of units - (CH2) -repeated and are in one modality at least about 15, in another modality they are at least about 20, and in another modality they are at least about 26, and in one modality they are no more than about 60, in another embodiment they are no more than about 55, and in another embodiment, they are no more than about 45, although the value of p, qyr may be outside those ranges. The triamide composition is often obtained as a mixture of materials, where / q and r are each average peak chain length numbers within the composition, rather than uniform compositions, where each molecule has the same value for p, q, and r , and it should be understood that within the blend, some individual chains may be longer or shorter than the given numbers. The triamide is present in the ink in any desired or effective amount, in a mode at least about 2 percent by weight of the ink carrier in phase change, in another embodiment at least about 5 percent by weight of the carrier, and in another embodiment at least about 10 percent by weight of the carrier, and in a mode not more than about 50 by weight of the carrier, in another embodiment no more than about 40 percent by weight of the carrier, in another embodiment no more than about 35 percent by weight of the carrier, although the "amount may be outside those ranges. The phase change inks described herein also contain a polyethylene wax. This polyethylene wax has an average peak molecular weight, as measured by high temperature gel permeation chromatography, of, in one embodiment, at least about 350, in another embodiment at least about 400, and in another embodiment at less about 470 and in one embodiment no more than about 730, in another embodiment no more than about 700, and in yet another embodiment, no more than about 600, although the average peak molecular weight may be outside those ranges. Polyethylene wax has a polydispersity (determined by dividing the weight average molecular weight by the numerical average molecular weight) in a mode of at least about 1,0001, and in a mode of no more than about 1.5, in another mode of no more than about 1.4, in another mode , of no more than about 1.3, in another embodiment, of no more than about 1.2, in another embodiment of no more than about 1.1, and in another embodiment, of no more than about 1.05, although polydispersity may be outside of those intervals.

Polyethylene wax has a peak melting point (as measured by DSC differential scanning calorimetry)) in a mode of at least about 50 ° C, in another mode at least about 60 ° C, and in another mode of at least about 70 ° C, and in a mode of no more than about 130 ° C, in another mode of no more than about 125 ° C, and in another mode no more than about 120 ° C, although the peak melting may be outside those intervals. Polyethylene wax has an initial melting point (as measured by DSC differential scanning calorimetry)) in a mode of at least about 50 ° C, in another mode at least about 52 ° C, and in another mode of at least about 55 ° C, and in a mode of not more than about 71 ° C, in another mode of not more than about 70 ° C, and in another mode, of no more than about 69 ° C, although the Initial melting point may be outside those ranges. Polyethylene wax has a melting range, which is defined as a difference between the final melting point and the initial melting point as defined in ASTM D3418-03, in an embodiment of at least about 5 ° C, in another embodiment of at least about 8 ° C, and in another embodiment more than at least about 10 ° C, and in a mode of no more than about 40 ° C, in another mode of no more than about 35 ° C, and in another mode, no more than about 30 ° C, although the melting range may be outside these ranges. The polyethylene wax has a freezing point (as measured by DSC differential scanning calorimetry)) in a mode of at least about 40 ° C, in another mode at least about 50 ° C, and in another mode more than at least about 55 ° C, and in a mode of no more than about 80 ° C, in another mode of no more than about 75 ° C, and in another mode no more than about 70 ° C, although the point of Freezing may be outside those intervals. The polyethylene wax has a viscosity of about 110 ° C, in a mode of at least about 3 centipoise, in another mode of at least about 4 centipoise, and in another mode of more than at least about 4.5 centipoise, and in a mode of no more than about 10 centipoise, in another embodiment of no more than about 9 centipoise, and in another embodiment, of no more than about 8 centipoise, although the viscosity may be outside those ranges.

"Average peak molecular weight" means that the polyethylene wax, although comprising a mixture of molecules of the formula - (CH2) n - where n is an integer representing the number of units of -CH2- repeated, has a distribution of such molecules that a plot of the relative amount of molecules against the retention time or molecular weight would resemble a bell curve, where the peak of the bell curve represents the average peak molecular weight. In contrast, polyethylene waxes having a different average peak molecular weight value although they may contain materials that overlap the "n" value will have different characteristics. The Figure shows molecular weight measurements taken for some polyethylene waxes by high temperature gel permeation chromatography with a Polymer Labs 220HT system using refractive index detection as a mobile phase of 1, 2, 4-trichlorobenzene, and two polymer separation columns of 3μm Mixed-E. The entire system and the sample solution before the injection were heated to 140 ° C. Molecular weights were characterized using polyethylene standards for calibration. One material was a polyethylene wax commercially available from Baker Petrolite, Tulsa, OK, being POLIW /? X 500 (PE 500). A commercially available polyethylene wax was also measured from Baker Petrolite, Tulsa, OK, being POLYWAX 655 (PE 655). A polyethylene wax was also measured which was obtained in Baker Petrolite, Tulsa, OK being similar to the POLYWAX 500 but which was distilled to remove both the 15% lower molecular weight fraction and the 15% molecular weight fraction. percent higher This distillation can be carried out as described in, for example, U.S. Patent Publication 2005/0130054, the disclosure of which is hereby incorporated by reference in its entirety. Some of the data for the retention times of these materials were the following. Note that in this case, the x axis was "reversed" since the high molecular weight materials appear on the left and the low molecular weight materials appear on the right. The negative numbers are attributable to the calibration of an instrument, and the data on the y-axis reflect relative quantities.

As measured by high temperature gel permeation chromatography, the peak average molecular weight (Mp), a numerical average molecular weight (Mn), the weight average molecular weight (Mw), and the polydispersity (MWD) according to what was measured by high temperature gel permeation chromatography for those waxes were the following: The peak melting point (° C, as measured by differential scanning calorimetry using a DUPONT 2100 calorimeter according to ASTM D 3418-03), the initial melting point (° C, as measured by calorimetry differential scanning), viscosity at 110 ° C (centipoise, measured using a cone rheometer and Rheometric Scientific DSR-2000 plate), and freezing point (° C, as measured by differential scanning calorimetry) of the high temperature gel permeation chromatography data of those waxes were the following: The clarity of the molten liquid of the wax was evaluated by melting samples of the waxes in glass containers and keeping them in a furnace at various temperatures, followed by the verification with the naked eye of clarity against the presence of precipitates over time. The results were the following: The results clearly indicate the advantage of the wax having the low molecular weight fraction and the high molecular weight fraction removed from non-distilled commercial waxes and that no precipitates formed in them even after 11 days. The polyethylene wax in the inks described here had some of the lower molecular weight fraction removed from it and some of the higher molecular weight fraction removed from it, in an embodiment at least about 5 percent of the lower molecular weight fraction thereof, in another embodiment at least about 7.5 percent of the lower molecular weight fraction removed therefrom, in another embodiment at least about 10 percent of the lower molecular weight fraction removed therefrom, in yet another embodiment, at least about 12.5 of the lower molecular weight fraction removed therefrom, and in another embodiment even more at least about 15 percent of the lower molecular weight fraction removed therefrom, and in an embodiment at least about 5 percent of the highest molecular weight fraction removed therefrom, in another embodiment at least about 7.5 percent of the weight fraction highest molecular weight removed from it, in another mode plus at least about 10 percent of the highest molecular weight fraction removed from it, in another m or more, at least about 12.5 of the highest molecular weight fraction removed therefrom, and in another embodiment at least about 15 percent of the highest molecular weight fraction removed therefrom, although the amount removed from the it may be outside of those intervals. The lower molecular weight fraction and the higher molecular weight fraction can be removed from the polyethylene wax by any desired or effective method, including (but not limited to) the distillation methods described in U.S. Patent Publication 2005 / 0130054, the description of which is hereby fully incorporated by reference, the purification methods set forth in Copending Application 11 / 126,745, the disclosure of which is hereby incorporated by reference in its entirety or the like. The polyethylene wax is present in the ink in any desired or effective amount, in a mode of at least about 10 weight percent of the phase change ink carrier, in another embodiment at least about 20 weight percent of the carrier, and in yet another embodiment, at least about 30 percent by weight of the carrier, and in one embodiment no more than about 90 percent by weight of the carrier, in another embodiment no more than about 85 percent by weight of the carrier, and in yet another embodiment, no more than about 80 weight percent of the carrier, although the amount may be outside those ranges. Further examples of suitable phase change ink-carrying materials are monoamides, tetraamides, mixtures thereof and the like. Specific examples of suitable fatty amide ink carrier materials include stearyl stearamide, such as KEMAMIDE S-180, available from Crompton Corporation, Greenwich, CT and the like. Additional information on fatty amide carrier materials are described, for example, in US Patent 4,889,560, US Patent 4,889,761, US Patent 5,194,638, US Patent 4,830,671, US Patent 6,174,937, US Patent 5,372,852, US Patent 5,597,856, US Patent 6,174,937 and British Patent GB 2 238 792, the descriptions of each of which are hereby fully incorporated by reference. In a specific embodiment, a monoamide is present in the carrier of the ink in an amount in a mode of at least about 0.01 weight percent of the carrier, in another embodiment of at least 2 weight percent of the carrier, and in another further mode, of at least about 5 percent by weight of the carrier, and in a mode of no more than about 90 percent by weight of the carrier, in another mode no more than about 80 percent by weight of the carrier, and in another mode further mode, of no more than about 70 weight percent of the carrier, although the amount may be outside those ranges. As wellas the carrier materials of the phase change ink are isocyanate-derived resins and waxes, as urethane isocyanate-derived materials, urea isocyanate-derived materials, urethane / urea isocyanate-derived materials, mixtures thereof and the like . Additional information on carrier materials derived from isocyanate are described in, for example, US Patent 5,750,604, US Patent 5,780,528, US Patent 5,782,966, US Patent 5,783,658, US Patent 5,827,918, US Patent 5,830,942, US Patent. 5,919,839, US Patent 6,255,432, US Patent 6,039,453, British Patent GB 2, 294,939, British Patent GB 2, 305 928, British Patent GB 2, 305 670, British Patent GB 2 290 793, PCT Publication WO 94/14902, PCT Publication WO 97/12003, PCT Publication WO 97/13816, PCT Publication WO 96/14364, PCT Publication WO 97/33943 and PCT Publication WO 95/04760, descriptions of each of which are fully incorporated here as a reference. In a specific embodiment, the ink may contain a urethane resin obtained from the reaction of two equivalents of hydroabietyl alcohol ABITOL® E (available from Hercules Inc., Wilmington, DE) and one equivalent of isophorone diisocyanate, prepared as described in Example 1, from U.S. Patent 5,782,966, the disclosure of which is hereby incorporated by reference in its entirety. When present, this resin is present in the ink in an embodiment in an amount of at least about 2 weight percent of the ink carrier, in another embodiment at least about 3 weight percent of the ink carrier, and in a further embodiment, at least about 5 weight percent of the ink carrier, and in one embodiment no more than about 80 weight percent of the ink carrier, another embodiment no more than about 70 weight percent of the carrier of the ink, and in another embodiment no more than about 60 weight percent of the ink carrier, the amount may be outside those ranges. In another specific embodiment, the ink may contain a urethane resin which is the adduct of three equivalents of stearyl isocyanate and a glycerol based alcohol prepared as described in Example 4 of US Pat. No. 6,309,453, the description of which is incorporated herein by reference. fully incorporated here as a reference. When present, this resin is present in the ink in an embodiment in an amount of at least about 0.5 percent by weight of the ink carrier, in another embodiment, at least about 1 percent by weight of the ink carrier, and in yet another embodiment, at least about 2 percent by weight of the ink carrier, and in one embodiment no more than about 40 percent by weight of the ink carrier, in another embodiment, no more than about 35 percent by weight of the ink carrier, and in yet another embodiment, no more than about 30 weight percent of the ink carrier, although the amount may be outside those ranges. The ink carrier or carrier is present in the phase change ink in any desired or effective amount, in a mode of at least about 0.1 percent by weight of the ink, in another embodiment of at least about 50 percent by weight in the ink. weight of the ink, and in another embodiment more than at least about 90 weight percent of the ink, and in a mode of no more than about 99 weight percent of the ink, in another embodiment of not more than about 98. percent by weight of the ink, and in yet another embodiment no more than about 95 weight percent of the ink, although the amount may be outside those ranges. In a specific modality, the dye is present in combination with Scattered Orange 47. In this modality, the ratio of this dye to the Disperse Orange 47 can be any desired ratio to obtain the desired shade color, in a mode at least about 0.01 part by weight of Dispersed Orange 47 per part by weight of dye as described herein, in another embodiment at least about 0.05 parts by weight of Disperse Orange 47 for each part by weight of colorant as described herein, and in another embodiment more than at least about 0.1 parts by weight of Dispersed Orange 47 per part by weight of colorant as described herein, and in a mode not more than about 1 part by weight of Dispersed Orange 47 per part by weight of colorant as described herein, in another embodiment no more than about 0.8 parts by weight of Dispersed Orange 47 per part by weight of dye as described herein, and in another embodiment, no more than about 0.5 part of Scattered Orange 47 per part by weight or dye as described herein, although the relative amounts may be outside those ranges. The inks may also optionally contain an antioxidant. The optional antioxidants of the ink compositions protect the images against oxidation and also protect the ink components against oxidation during the heating portion of the ink preparation process. Specific examples of suitable antioxidants include NAUGU /? RD® 524, NAUGUARD® 76 and NAUGUARD® 512 (commercially available from Uniroyal Chemical Company, Oxford, CT), IRGANOX® 1010 (commercially available from Ciba Geigy), and the like. When present, the optional antioxidant is present in the ink in any desired or effective amount, in a mode of at least about 0.01 weight percent of the ink, in another embodiment of at least about 0.1 weight percent of the ink , and in another embodiment more than at least about 1 weight percent of the ink, and in an embodiment of not more than about 20 weight percent of the ink, in another embodiment of not more than about 5 weight percent of the ink, and in yet another embodiment, of no more than about 3 weight percent of the ink, although the amount may be outside those ranges. Other optional additives to the inks include lighteners such as, UNION CAMP® X37-523-235 (commercially available from Union Camp), in an amount of at least about 0.01 weight percent of the ink, in another embodiment of the ink. less about 0.1 percent by weight of the ink, and in another embodiment more than at least about 5 percent by weight of the ink, and in a mode of no more than about 98 percent by weight of the ink, in another embodiment of not more than about 50 weight percent of the ink and in another embodiment, of no more than about 10 weight percent of the ink, although the amount may be outside those ranges, adherent, such as FORAL® 85 , a glycerol ester of hydrogenated abietic acid (rosin resin) (commercially available from Hercules), FORAL® 105, a pentaerythritol ester of hydroabietic acid (rosin resin) (commercially available from Hercules), CELL OLYN® 21, an ester of hydroabietic alcohol (rosin resin) of italic acid (commercially available from Hercules), ARAKAWA KE-311 and KE-100 resins, triglycerides of hydrogenated abietic acid (rosin resin) (commercially available from Arakawa Chemical Industries, Ltd.), synthetic polyterpene resins such as NEVTAC® 2300, NEVTAC® 100, and NEVTAC® 80 (commercially available from Neville Chemical Company), WINGTACK® 86, a modified synthetic polyterpene resin (commercially available from Goodyear) , and the like, in an amount in an embodiment of at least about 0.1 percent by weight of the ink, in another embodiment of at least about 5 percent by weight of the ink, and in another embodiment more than at least about 10 weight percent of the ink, and in an embodiment of no more than about 98 weight percent of the ink, in another embodiment at no more than about 75 weight percent of the ink, and in another embodiment at not more than about 50 weight percent of the ink, although the amount may be outside those ranges, adhesives, such as, VERSAMID® 757, 759 or 744 (commercially available from Henkel) , in an amount in a form of at least about 0.1 percent by weight of the ink, in another embodiment of at least about 1 percent by weight of the ink, and in another embodiment more than at least about 5 percent by weight of the ink, and in an embodiment of no more than about 98 weight percent of the ink, in another embodiment of no more than about 50 weight percent of the ink, and in another embodiment no more than about 10 weight percent percent by weight of the ti nta, although the amount may be outside those ranges, plasticizers, such as the UNIPLEX® 250 (commercially available from Uniplex), the phthalate ester plasticizers commercially available from Monsanto under the trade name SANTICIZER®, such as dioctyl phthalate, diundecyl phthalate, alkylbenzyl phthalate (SANTICIZER® 278), triphenyl phosphate (commercially available from Monsanto), KP-140®, a tributoxyethyl phosphate (commercially available from FMC Corporation), MEX® 150, a dicycloxylic phthalate (commercially available from Mex Chemical Company Inc.), trioctyl trimellitate (commercially available from Eastman Kodak Co.), and the like, in an amount in an embodiment of at least about 0.1 percent by weight of the ink, in another embodiment of at least about 1. percent by weight of the ink, and in another embodiment more than at least about 2 percent by weight of the ink, and in a mode of no more than about 50 percent by weight of the ink, in another mode of no more about 30 weight percent of the ink, and in another embodiment no more than about 10 weight percent of the ink, although the amount must be outside their ranges, and the like.

The ink compositions in one embodiment have melting points of not less than about 50SC, in another embodiment of not less than about 709C, and in another embodiment of no less than about 80 eC and have a melting point in a no greater mode from about 160 ° C, in another embodiment of no more than about 140 ° C and in yet another embodiment, of no more than about 100 ° C, although the melting point may be outside their ranges. The ink compositions generally have melt viscosities at the jet temperature (in a mode not less than about 75 ° C, in another mode not less than about 100 ° C, and in another mode more not less than about 120 ° C, and in a mode not greater than about 180 SC, and in another embodiment no greater than about 1502C, although the jet temperature may be outside those ranges) in a mode of no more than about 30 centipoise, in another mode of no more than about 20 centipoise, and in yet another mode of no more than about 15 centipoise, and in a mode of not less than about 2 centipoise, in another mode of not less than about 5 centipoise, and in another mode more than not less than about 7 centipoise, although the viscosity of a molten state may be outside these ranges. In another specific embodiment, the inks have viscosities from about 7 to about 15 centipoise at temperatures of about 110, 115 and / or 120eC. The ink compositions may be prepared by any desired or suitable method. For example, the ingredients of the ink may be mixed together, followed by heating, at a temperature of one mode of at least about 100 ° C and in a mode of not more than about 140 ° C, although the temperature may be outside those ranges, and Stir until a homogeneous ink composition is obtained, followed by cooling the ink to room temperature (typically from about 20 to about 252C). The inks are solid at room temperature. In a specific embodiment, during the forming process, the inks in their molten state are poured into molds and then allowed to cool and solidify to form ink sticks. The inks can be used in an apparatus for the direct ink jet printing process and in indirect inkjet (transfer) printing applications. Another embodiment described herein is directed to a process which comprises incorporating an ink as described herein in an ink jet recording apparatus, melting the ink, and causing the droplets of the molten ink to be ejected in a pattern throughout. of the image on a recording substrate. A direct printing process is also described in, for example, U.S. Patent 5,195,430, the description of which is incorporated herein by reference. Another embodiment more described herein is directed to a process which comprises incorporating an ink as described herein, in an ink jet recording apparatus, melt the ink, cause the droplets of the molten ink to be ejected in a pattern along the image onto an intermediate transfer member, and transfer the ink in the pattern to the length of the image from the intermediate transfer medium to a final recording substrate. In a specific embodiment, the intermediate transfer member is heated to a temperature higher than that of the final recording sheet and lower than that of the molten ink in the recording apparatus. In another specific embodiment, both the intermediate transfer member and the final record sheet are heated. In this embodiment, both the intermediate transfer member and the final record sheet are heated to a lower temperature than the molten ink in the printing apparatus.; in this embodiment, the relative temperatures of the intermediate transfer member and the final record sheet can be (1) the intermediate transfer member being heated to a temperature higher than that of the final recording substrate and lower than that of the molten ink. the printing apparatus; (2) the final recording substrate is heated to a temperature higher than that of the intermediate transfer member and lower than that of the molten ink in the recording apparatus, or (3) the intermediate transfer member and the final recording sheet They are heated to approximately the same temperature. A transfer or indirect printing process is also described in, for example, U.S. Patent 5,389,958, the disclosure of which is hereby fully incorporated by reference. In a specific embodiment, the printing apparatus employs a piezoelectric printing process where droplets of ink are forced to be ejected in the pattern along the image by oscillations of piezoelectric vibrating elements. Inks as described here can also be used in other hot melt printing processes, such as hot melt acoustic ink jet printing, hot melt thermal ink jet printing, ink jet printing by continuous flow or deflection by hot melt, and the like. Phase change inks such as those described herein can also be used in printing processes other than hot melt ink jet printing processes. Any suitable substrate or record sheet can be used, including flat papers such as XEROX ® 4024 papers, XEROX ® Series Image papers, Courtland 4024 DP paper, stripe note paper, bond paper, silica - coated papers such as paper coated with Sharp Company silica, JuJo paper, HAMMERMILL LASERPRINT® paper, and the like, transparency materials, fabrics, textiles, plastics, polymer films, inorganic substrates such as metals and wood, and the like. Specific modalities will now be described in detail. It is intended that those examples be illustrative, and the claims are not limited to the materials, conditions or process parameters set forth in those embodiments. All parts and percentages are by weight unless otherwise indicated.

EXAMPLE IA a 2-liter, 3-neck, spherical bottom flask equipped with a magnet coated with TEFLON®, silicon oil bath, magnetically stirred heating plate and condenser was charged with 1,100 g of methyl isobutyl ketone (obtained from Aldrich Chemical Co. ., Milwaukee, Wl). Agitation was initiated and Black Solvent 45 free acid dye (approximately 250 g, 0.275 mol, obtained from Orient Chemical Industries Ltd, Osaka, Japan) was added to the formula of the formula The oil bath was heated at 120 ° C for about 2 hours until the dye completely dissolved. Subsequently, approximately 196. 3 g (0.20 moles) of distearyl amine (ARMEEN® 2HT, obtained from Akzo Nobel, McCook, Illinois) and the reaction mixture was then refluxed for about 16 hours. Subsequently, the distillation apparatus was connected and the solvent was distilled with the help of a nitrogen inlet. When the distillation appeared complete, vacuum was applied to the system. The vacuum was gradually increased to prevent foaming and maintained for approximately 16 hours at 120 ° C. The flask was then transferred to an oven at 120 ° C and the top side secured down, and the product was collected. It was believed that the product was of the formula EXAMPLE II To a 100 milliliter three-neck spherical bottom flask, equipped with magnet coated with TEFLON®, oil-silicon bath, magnetically stirred heating plate, and condenser were charged 75 g of methyl isobutyl ketone (obtained from Aldrich Chemical Co., Milwaukee, Wl). Agitation was initiated and Black Solvent 45 free acid dye (approximately 10 g, 0.015 mol, obtained from Orient Chemical Industries Ltd, Osaka, Japan) was added to the flask. The oil bath was heated at 120 ° C for about 0.5 hour until the dye completely dissolved. About 6.2 g (0.015 moles) of PA28 (obtained from Toman Products Ine., Milton, Wisconsin) were then added and the reaction mixture was then refluxed for about 16 hours. Subsequently, a distillation apparatus was connected and the solvent was distilled with the help of a nitrogen inlet. When the distillation appeared complete, the flask was then transferred to an oven at 120 ° C and secured with the upper side down for about 1 hour, and the product was collected. It was believed that the product was of the formula EXAMPLE III The process of Example II was repeated except that approximately 5.11 g (0.015 mole) of S 9 .3 (obtained from Tomah Products Inc., Milton, Wisconsin) was replaced by the 6.2 g (0. 015 mole) of PA28. It was believed that the product is of the formula EXAMPLE IV To a 100 milliliter three-neck spherical bottom flask equipped with TEFLON® coated magnet, silicon oil bath, magnetically stirred heating plate and condensers charging 35 g of methyl isobutyl ketone (obtained from Aldrich Chemical Co. ., Milwaukee, Wl). Agitation was started and Black Solvent 45 free acid dye (approximately 5 g, 0.0075 mol, obtained from Orient Chemical Industries Ltd, Osaka, Japan) was added to the flask. The oil bath was heated at 120 ° C for about 0.5 hour until the dye completely dissolved. Subsequently, approximately 2.9 g (0.0075 mole) of PROPOMEEN 0/12 (obtained from Akzo Nobel, McCook, Illinois) was added and the reaction mixture was then refluxed for about 16 hours. Subsequently, a distillation apparatus was connected and the solvent was distilled with the help of a nitrogen inlet. When the distillation appeared complete, the flask was then transferred to an oven at 120 ° C and secured with the upper side down for about 1 hour, and the product was collected. It was believed that the product was of the formula EXAMPLE V The process of Example II was repeated except that approximately 10.3 g (0.015 mol) of trihexadecylamine (ARMEEN® 316 obtained from Akzo Nobel, McCook, Illinois) was replaced by 6.2 g (0.015 mol) of PA28. It was believed that the product is of the formula EXAMPLE VI The process of Example II was repeated except that approximately 7.8 g (0.015 mole) of tridodecylamine (ARMEEN® 312 obtained from Akzo Nobel, McCook, Illinois) was replaced by 6.2 g (0.015 mole) of PA28. It was believed that the product is of the formula EXAMPLE VII The processes of Examples I through VI were repeated using Cl 12695 as the free acid dye in place of Black Solvent 45 (Cl 12195). It is believed that similar results will be obtained.

EXAMPLE VIII The processes of Examples I through VI were repeated using Cl 12696 as the free acid dye in place of Black Solvent 45 (Cl 12195). It is believed that similar results will be obtained.

EXAMPLE IX The processes of Examples I through VI were repeated using Cl 12716 as the free acid dye in place of Black Solvent 45 (Cl 12195). It is believed that similar results will be obtained.

EXAMPLE X The processes of Examples I through VI were repeated using Cl 11836 as the free acid dye in place of Black Solvent 45 (Cl 12195). It is believed that similar results will be obtained.

EXAMPLE XI The processes of Examples I through VI were repeated using Cl 12196 as the free acid dye in place of Black Solvent 45 (Cl 12195). It is believed that similar results will be obtained.

EXAMPLE XII The processes of Examples I through VI were repeated using Cl 12205 as the free acid dye in place of Black Solvent 45 (Cl 12195). It is believed that similar results will be obtained.

EXAMPLE XIII Ink compositions were prepared by the following process. All the ingredients of the ink except the dyes were loaded in a stainless steel beaker. The resulting mixture was then melted together at a temperature of about 110 ° C in an oven, followed by mixing and stirring in the controlled temperature blanket at about 110 ° C for about 0.3 hour. The dyes were then added to this mixture. After stirring for approximately 2 additional hours, the ink thus formed was filtered through a hot MOTT® apparatus (obtained from Mott Metallurgical) using Whatman # 3 filter paper under a pressure of about 1.05 kgf / cm2 (15 pounds per square inch) ). The filtered phase change ink thus obtained was poured into molds and allowed to solidify to form ink sticks. The inks were prepared from the following ingredients: polyethylene wax, Mp = 572, Mn = 516, Mw = 570, Mwd = 1.10 as measured by HT-GPC (PE 500, obtained from Baker Petrolite, Tulsa, OKAY); Narrow molecular weight distribution polyethylene wax, distilled to remove approximately 15 percent of the lowest molecular weight fraction and approximately 15 percent of the highest molecular weight fraction, Mp = 582, Mn = 562, Mw = 579, Mwd = l .03 according to what was measured by HT-GPC (obtained from Baker Petrolite, Tulsa, OK); a branched triamide of the formula where p, q, and r each have an average value of about 35, prepared as described in Example II of U.S. Patent 6,860,930, the disclosure of which is hereby fully incorporated by reference; stearyl stearamide wax (KEMAMIDE® s-180, obtained from Crompton Corporation, Greenwich, CT); KE-100 resin (triglycerides of hydrogenated abietic acid (rosin resin), obtained from Arakawa Chemical Industries (USA) Inc., Chicago, IL); a urethane resin which was the adduct of three equivalents of stearyl isocyanate and a glycerol-based alcohol, prepared according to that described in Example 4 of US Pat. No. 6,309,453, the disclosure of which is hereby fully incorporated by reference; NAUGUARD® 445 antioxidant (obtained from Uniroyal Chemical Co., Middlebury, CT); Disperse Orange 47, obtained as DO-47 from Keystone Anilina Corporation, Chicago, IL; Solvent Black 45 dye, obtained as TELASOL BLACK K45 from Clariant Corp., Charlotte, NC; and black dye prepared as described in Example 1 above. The amounts and percent by weight of the ink of each ingredient are listed in the following table for each ink: Inks A and B were provided for comparative purposes.

INK CHARACTERISTICS Various characteristics of the ink were measured and indicated in the following table. The viscosity (?, Centipoise) was measured by means of a cone rheometer Rheometrics DSR-2000 plate at 110 ° C. The spectral strength (SS in A * mL / g) at various wavelengths was determined using a spectrophotometric procedure based on measuring the absorption of the ink in solution by dissolving the ink in n-butanol and measuring the absorbance using a Perkin spectrophotometer. Elmer Lambda 2S UV / VIS. The glass transition temperature (Tv in ° C) was measured by Dynamic Mechanical Analysis using a Rheometrics Solids Analyzer (RSA II). The peak melting point (MP in ° C), and the peak freezing point (FP in ° C) were measured by differential scanning calorimetry (DSC) using a DUPONT 2100 calorimeter. To assess the solubility of dye in the base of In ink, the spectral forces at 580 nm of the inks were used as the measurement of the solubility of the dye in the filtered and unfiltered inks. Any undissolved dye in the ink was filtered, resulting in the smallest spectral strength of the filtered ink compared to that of the unfiltered ink. Accordingly, the ratio of the spectral strength of the filtered ink to the spectral strength of the unfiltered ink ("SS ratio") is a measure of the solubility of the dye; to the extent that the SS ratio is significantly less than 1, this indicates a poor solubility of the dye at the base of the ink.

As indicated by the data, the peak melting points of inks 1 and 2 are about 80 ° C, and their viscosities are close to about 10.6 to 110 ° C, indicating that they are suitable to be ejected at temperatures of about 105 up to approximately 115 ° C. Their high spectral strengths and SS ratio (around 1.0) confirm the good dissolution of the black dye as described in Example 1. In contrast, the commercial dye SK45 in Comparative Ink B exhibited a very poor solubility at the base of the ink, as evidenced by its low relation of SS. In addition, inks prepared from narrow waxes having about 15 percent of the lower molecular weight fraction and about 15 percent of the higher molecular weight fraction removed from them exhibited desirably lower freezing points in comparison with the Comparative Inks A and B, allowing to set the waiting temperatures of the printer at lower values and thus allowing a lower energy consumption. It is believed that the reduced freezing points of Inks 1 and 2 are attributable to the removal of the higher molecular weight fraction of the polyethylene wax.

OBTURING THE PRINT HEAD One aspect of the reliability of ink in a print head is whether it will clog the print head during operation in a printer over time. Tests were performed to mimic the true filtration behavior within the printer in which the ink was passed through a sieve filter operated by gravity at 110 ° C. Sealing of the filter screen led to a decrease in ink flow velocity, which in turn produced weak or absent jets. Comparative Ink A, which contains commercial PE 500 polyethylene wax, and Ink 2, which contains polyethylene wax in the "narrow" molecular weight range, were both tested at 110 ° C. The inks were tested fresh and after 6 days at 110 ° C. The Comparative Ink A failed this test, exhibiting a substantial seal of the filter manifested by the decrease in the filtration rate and the eventual interruption of the flow of the inks through the filter, while the Ink 2 passed this test without obvious sealing of the filter. .

PERFORMANCE OF PRINT TEMPERATURE Inks A, 1 and 2 were incorporated into a modified XEROX® PHASER® 8400 printer to allow several temperatures to be tested. From a system design point of view, it may be desirable to increase the temperature of both the final printing substrate and the intermediate transfer drum. The increase in the temperature of the drum facilitates the necessary temperature gradient in relation to the environment to transfer sufficient heat, so that sustained printing can be achieved. To measure the cohesive failure, the temperature of the drum was increased until the ink softened, so that it broke, and therefore, was not transferred from the drum. The increase in the final average preheat typically maximizes the efficiency of image transfer and durability of the ink. The medium preheating can be achieved by using a direct thermal conduction through the contact of a plate paper preheater on a metal plate that puts the contact in between on both sides just before transferring the image to the medium. During a double print job, however, the media already has one side with the image, and the ink itself must in this way come in contact with the metal plate preheater. If the ink runs or migrates down the page during the preheater contact, this is known as staining. The highest temperature that the average preheater can obtain without any noticeable staining is the staining temperature, and it is the highest temperature at which the preheater can operate. Accordingly, it may be desirable to increase the reference point of the intermediate transfer member and it is desirable to increase the temperature of the final transfer recording medium for better control, or to avoid blocking, double staining or the like. In this way, phase change inks that provide the flexibility to allow such temperature increases are desirable. Ink A and Inks 1 and 2 had the following maximum temperatures (° C) in the test apparatus: As indicated by the results, inks containing polyethylene wax in the "narrow" molecular weight range allowed higher maximum temperatures, thus allowing greater flexibility in printer temperature parameters than ink containing wax of PE 500 commercial polyethylene.

INK PERFORMANCE Inks A, 1 and 2 were tested for their ejection, transfer and durability of the resulting impressions. The results are summarized in the following table after the inks were ejected at 110 ° C in a PHASER® 8400 from XEROX® with various temperatures of the intermediate transfer drum. Inks 1 and 2 exhibited a good ejection and transfer performance according to what was evidenced by their scoring marks or outputs. In contrast, Comparative Ink B exhibited poor output and relatively high drum temperatures. Performance was rated in relation to the output performance of the commercially distributed ink for the XEROX® PHASER® 8400 printer under its standard print mode. "Better" means less output. The output refers to the efficiency of the ink to be transferred from the printing machine to the final record sheet. When the output is very bad, part of the image is lost from printing (ie, the pixels are not transferred from the intermediate transfer member to the final record sheet). An intermittent output refers to a transfer failure when printing intermittent images (for example, coverage of 30 percent to 70 percent) and on rough record sheets. Solid output refers to a transfer fault when printing completely solid (the highest tone for any given color) on smooth or rough record sheets. To measure the output, a embossed record sheet with a very smooth surface is run at a relatively slow transfer speed immediately after printing. The embossed sheet is used to pick up any ink that has been left on the intermediate transfer member. The embossed sheet is scanned and the output value is recorded. In all cases, the paper temperature was 60 ° C.

CONDENSATION OF THE INK BAR Inks A and 2 were evaluated by condensation, which is a problem where some ink ingredients migrate to the surface of solid ink bars and are added to the surface of the ink bar within the printer; The adherent "condensation" gradually drains downward, toward the bottom and can cause ink sticks to adhere to the ink charging lanes on the printers. Bars of the inks were formed and the condensation was visually evaluated by placing the bars on trays in an oven at various temperatures for 3 days. The results are summarized in the following table.

As indicated by the results, the prepared ink containing the wax having the polyethylene wax with a "narrow" molecular weight range exhibited by the better performance as compared to the ink containing the commercial polyethylene wax. Other embodiments and modifications of the present invention may occur to those skilled in the art after reviewing the information presented herein. Those embodiments and modifications, as well as the equivalents thereof, are also included within the scope of this invention. The exposed order of the elements or sequences of processing, or the use of numbers, letters, or other designations for the same, are not intended to limit a claimed process to any order except as specified in the claims themselves. It is noted that in relation to this date, the best method known by the applicant to carry out the aforementioned invention, is that which is clear from the present description of the invention.

Claims

CLAIMS Having described the invention as above, the content of the following claims is claimed as property. 1 . A phase change ink composition, characterized in that it comprises (a) a phase change ink carrier comprising (1) an amide; and (2) a polyethylene wax having an average peak molecular weight of from about 350 to about 730 and a poly-dispersity of from about 1,0001 to about 1.5; and (b) a coloring compound of the formula or mixtures thereof, wherein Ri, R2 and R3 each, independently of the others, is a hydrogen atom, an alkyl group, including linear and branched alkyl groups, saturated and unsaturated, cyclic and acyclic and substituted and unsubstituted, and wherein heteroatoms may or may not be present in the alkyl group, an arylalkyl group, including substituted and unsubstituted arylalkyl groups, wherein the alkyl portion of the arylalkyl group may be linear or branched, saturated or unsaturated, cyclic or acyclic and substituted or unsubstituted and wherein heteroatoms may or may not be present in the aryl or alkyl portion of the arylalkyl group, or an alkylaryl group, including substituted or unsubstituted alkylaryl groups, wherein the alkyl portion of the alkylaryl group may be linear or branched, saturated or unsaturated, cyclic or acyclic, and substituted or unsubstituted, and where heteroatoms may or may not be present in the aryl or alkyl portion of the group alkylaryl, provided that the total number of carbon atoms and heteroatoms, (excluding the atoms in any substituents), in Ri + R2 + R3 is at least approximately 18, M is a metal atom, each A, each E and each G , independently of the other, represents a substituent on a phenyl or pyrazolone ring, where G can also be a hydrogen atom, m is an integer of 0, 1 or 2, p is an integer of 0, 1, 2, 3 or 4, J represents (i) a hydrogen atom, (ii) an alkyl group (including linear and branched alkyl groups, saturated and unsaturated, cyclic and acyclic and substituted and unsubstituted, and where heteroatoms may or may not be present in the alkyl group), (iii) an aryl group (including substituted and unsubstituted aryl groups, and where heteroatoms may or may not be present in the aryl group) (iv) an arylalkyl group (including substituted and unsubstituted arylalkyl groups, where the alkyl portion of the group arylalkyl may be linear or branched, saturated or unsaturated and cyclic or acyclic and where heteroatoms may or may not be present in any of the aryl or alkyl portion of the arylalkyl group, or (v) an alkylaryl group (including substituted and unsubstituted alkylaryl groups) , wherein the alkyl portion of the alkylaryl group may be linear or branched, saturated or unsaturated, and cyclic or acyclic, and wherein heteroatoms may or may not be present in any of the aryl or alkyl portion of the alkylaryl group), wherein two or more substituents on the the phenyl or pyrazolone rings can be joined to form a ring, and n represents an integer of 1, 2 or 3. The ink according to claim 1, characterized in that the polyethylene wax has an average peak molecular weight of about 400 to about 700. 3. The ink according to claim 1, characterized in that the polyethylene wax has a weight molecular average peak of about 470 to about 600. 4. The ink according to claim 1, characterized in that the polyethylene wax has a polydispersity of no more than about 1,200. The ink according to claim 1, characterized in that the polyethylene wax has a polydispersity of no more than about 1100. 6. The ink in accordance with the claim 1, characterized in that the polyethylene wax has a polydispersity of no more than about 1050. 7. The ink according to claim 1, characterized in that the polyethylene wax has a peak melting point of at least about 502C. The ink according to claim 1, characterized in that the polyethylene wax has a peak melting point of at least about 702C. The ink according to claim 1, characterized in that the polyethylene wax has an initial melting point of at least about 50 ° C. The ink according to claim 1, characterized in that the polyethylene wax has an initial melting point of at least about 552C. The ink according to claim 1, characterized in that the polyethylene wax has a viscosity at about 110 ° C of at least about 3 centipoise. The ink according to claim 1, characterized in that the polyethylene wax has a viscosity at about 110 ° C of not more than about 10 centipoise. The ink according to claim 1, characterized in that the polyethylene wax is present in the ink in an amount of at least about 10 weight percent of the ink carrier. The ink according to claim 1, characterized in that the polyethylene wax is present in the ink in an amount of no more than about 90 weight percent of the carrier. 15. The ink according to claim 1, characterized in that the branched triamide is of the formula where x, y, and z each independently represent the number of repeating units of propyleneoxy and x + y + z is from about 5 to about 6, and where p, q and r each, independently of each other, are integers representing the number of units of - (CH2) - repeated. 16. The ink according to claim 15, characterized in that p, q and p have an average peak value of about 15 to about 60. 17. The ink according to claim 15, characterized in that p, q and r have an average peak value of about 26 to about 45. 18. The ink in accordance with the claim 1, characterized in that the triamide is present in the ink in an amount of at least about 2 weight percent of the ink carrier. The ink according to claim 1, characterized in that the triamide is present in the ink in an amount of no more than about 50 weight percent of the ink carrier. The ink according to claim 1, characterized in that the dye is present in the ink in an amount of at least about 0.1 weight percent of the ink. 21. The ink according to claim 1, characterized in that it also contains a monoamide. 22. The ink according to claim 21, characterized in that the monoamide is stearyl stearamide. The ink according to claim 21, characterized in that the monoamide is present in the ink in an amount of at least about 2 weight percent of the ink. The ink according to claim 1, characterized in that it also contains an isocyanate-derived material. The ink according to claim 24, characterized in that the isocyanate-derived material is a urethane resin obtained from the reaction of two equivalents of hydroabietyl alcohol and one equivalent of isophorone diisocyanate. The ink according to claim 24, characterized in that the urethane resin is present in the ink in an amount of at least about 2 weight percent of the ink carrier. The ink according to claim 24, characterized in that the isocyanate-derived material is a urethane resin which is the adduct of three equivalents of stearyl isocyanate and an alcohol based on glycerol. 28. The ink according to claim 27, characterized in that the urethane resin is present in the ink in an amount of at least about 0.5 percent by weight of the ink carrier. 29. The ink according to claim 1, characterized in that it also contains a triglyceride of hydrogenated abietic acid. 30. The ink according to claim 1, characterized in that it also contains Disperse Orange 47. 31. The ink according to claim 30, characterized in that the Dispersed Orange is present in the ink in an amount of at least about 0.01 parts in the ink. Scattered Orange weight 47 for each part by weight of formula dye or mixtures thereof, 32. The ink according to claim 30, characterized in that the Dispersed Orange is present in the ink in an amount of not more than about 1 part by weight of the Disperse Orange 47 per part by weight of the dye of the formula or mixtures thereof. The ink according to claim 1, characterized in that the dye of formula or mixtures thereof are present in the ink in an amount of at least about 0.1 weight percent of the ink. 34. The ink according to claim 1, characterized in that the dye of formula or a mixture thereof is present in the ink in an amount of not more than about 50 weight percent of the ink. 35. The ink according to claim 1, characterized in that the dye is of the formula 36. The ink according to claim 1, characterized in that the dye is of the formula 37. The ink according to claim 1, characterized in that at least one of A, E, G, and J is an alkyl group, provided that when A is at least one alkyl group, m is at least 1, and provided that when E is at least one alkyl group, p is at least 1. 38. The ink according to claim 37, characterized in that the alkyl group is a substituted alkyl group. 39. The ink according to claim 37, characterized in that the alkyl group is an unsubstituted alkyl group. 40. The ink according to claim 37, characterized in that the alkyl group contains at least one heteroatom. 41. The ink according to claim 37, characterized in that the alkyl group does not contain heteroatoms. 42. The ink according to claim 1, characterized in that at least one of A, E, G, and J is an aryl, arylalkyl, or alkylaryl group, provided that when A is at least one aryl, arylalkyl or alkylaryl group, m is at least 1, and provided that when E is at least one aryl, arylalkyl or alkylaryl group, p is at least 1. 43. The ink according to claim 42, characterized in that the aryl, arylalkyl or alkylaryl group is a aryl, arylalkyl or substituted alkylaryl group. 44. The ink in accordance with the claim 42, characterized in that the aryl, arylalkyl or alkylaryl group is an unsubstituted aryl, arylalkyl or alkylaryl group. 45. The ink according to claim 42, characterized in that the aryl, arylalkyl or alkylaryl group contains at least one heteroatom. 46. The ink according to claim 42, characterized in that the aryl, arylalkyl or alkylaryl group does not contain heteroatoms. 47. The ink in accordance with the claim 1, characterized in that at least one of A, E and G is a substituent selected from the group consisting of a hydroxy group, a halogen atom, an amine group, an imine group, an ammonium group, a cyano group, a pyridine group , a pyridinium group, an ether group, an aldehyde group, a ketone group, an ester group, an amide group, a carbonyl group, a thiocarbonyl group, a sulfate group, a sulfonate group, a suifonic acid group, a sulfide group , a sulfoxide group, a phosphine group, a phosphonium group, a phosphate group, a nitrile group, a mercapto group, a group. nitro, a nitroso group, a sulfone group, an acyl group, an azo group, a cyanate group, a carboxylate group, a carboxylic acid group, a urethane group, a urea group, or mixtures thereof, provided that when A is at least one substituent, m is at least 1, and provided that when E is at least one substituent, p is at least 1. 48. The ink according to claim 1, characterized in that n is 1. 49. The ink according to claim 1, characterized in that n is 2 or 3. 50. The ink according to claim 1, characterized in that M is a metal of the Lanthanide Series. 51. The ink according to claim 1, characterized in that M is chromium, iron, cobalt, molybdenum, tungsten, ruthenium, osmium, rhodium, iridium, manganese, rhenium, vanadium, niobium, tantalum, titanium, zirconium, hafnium, scandium. , yttrium, lanthanum, zinc, aluminum, or mixture thereof. 52. The ink according to claim, characterized in that M is chromium, iron, cobalt or mixtures thereof. 53. The ink according to claim, characterized in that M is chromium. 54. The ink according to claim, characterized in that the dye is of the formula T 25 25 or mixtures thereof 55. The ink according to claim 1, characterized in that the dye is of the formula 56. The ink according to claim 1, characterized in that Ri, R2 and R3 each, independently of one another, are hydrogen atoms or alkyl groups, including linear and branched alkyl groups, saturated and unsaturated, cyclic and acyclic, and substituted and unsubstituted, and where heteroatoms may or may not be present, such as oxygen, nitrogen, sulfur , silicon, phosphorus, boron and the like in the alkyl group. 57. The ink according to claim 56, characterized in that at least one of the alkyl groups is linear. 58. The ink according to claim 56, characterized in that at least one of the alkyl groups is branched. 59. The ink according to claim 56, characterized in that at least one of the alkyl groups is substituted. 60. The ink according to claim 56, characterized in that at least one of the alkyl groups is unsubstituted. 61. The ink according to claim 56, characterized in that at least one of the alkyl groups has heteroatoms. 62. The ink according to claim 56, characterized in that at least one of the alkyl groups does not have heteroatoms. 63. The ink according to claim 56, characterized in that Ri, R2 and R3 are the same among each other. 64. The ink according to claim 56, characterized in that at least two of Ri, R2 and R3 are different from each other. 65. The ink according to claim 56, characterized in that the three of Ri, R2 and R3 are different from each other. 66. The ink in accordance with the claim 1, characterized in that at least one of Ri, R2 and R3 is an aryl group, an arylalkyl group or an alkylaryl group. 67. The ink in accordance with the claim 66, characterized in that the aryl, arylalkyl or alkylaryl group is substituted. 68. The ink according to claim 66, characterized in that the aryl, arylalkyl or alkylaryl group is not substituted. 69. The ink according to claim 66, characterized in that the aryl, arylalkyl or alkylaryl group contains at least one heteroatom. 70. The ink according to claim 66, characterized in that the aryl, arylalkyl or alkylaryl group does not contain heteroatoms. 71. The ink according to claim 1, characterized in that the coloring compound is of the formula or mixtures thereof. 72. The ink in accordance with the claim 1, characterized in that it has a peak melting point of at least about 50aC. 73. The ink according to claim 1, characterized in that it has a peak melting point of at least about 70fiC. 74. The ink according to claim 1, characterized in that it has a peak melting point of no more than about 1402C. 75. The ink according to claim 1, characterized in that it has a peak melting point of no more than about 1002C. 76. The ink according to claim 1, characterized in that it has a viscosity at the jet temperature of no more than about 20 centipoise. 77. The ink according to claim 76, characterized in that the jet temperature is not more than about 1202C. 78. The ink according to claim 1, characterized in that it has a viscosity at the jet temperature of no more than about 15 centipoise. 79. The ink according to claim 78, characterized in that the jet temperature is not more than about 1202C. 80. The ink according to claim 1, characterized in that it has a viscosity of about 7 to about 15 centipoise at about 110aC. 81. The ink according to claim 1, characterized in that it has a viscosity from about 7 to about 15 centipoise at about 1152C. 82. The ink according to claim 1, characterized in that it has a viscosity from about 7 to about 15 centipoise to about 120 SC. 83. The ink according to claim 1, characterized in that the polyethylene wax has a melting range of at least about 52C. 84. The ink according to claim 1, characterized in that the polyethylene wax has a melting range of no more than about 402C. 85. The ink according to claim 1, characterized in that the polyethylene wax has a melting range of no more than about 352C. 86. The ink in accordance with the claim 1, characterized in that the polyethylene wax has a melting range of no more than about 302C. 87. The ink according to claim 1, characterized in that the polyethylene wax has a freezing point of at least about 402C. 88. The ink according to claim 1, characterized in that the polyethylene wax has a freezing point of no more than about 80aC. 89. The ink according to claim 1, characterized in that the polyethylene wax has a freezing point of no more than about 752C. 90. The ink according to claim 1, characterized in that the polyethylene wax has a freezing point of no more than about 702C. 91. The ink in accordance with the claim 1, characterized in that the polyethylene wax has a peak melting point of about 702C to about 120SC and a polydispersity of no more than about 1.050. 92. The ink according to claim 1, characterized in that the polyethylene wax has a peak melting point of about 702C to about 1202C and a viscosity at 1109C of not more than about 10 centipoise. 93. The ink according to claim 1, characterized in that the polyethylene wax has a peak melting point of about 702C to about 120SC and an initial melting point of about 552C to about 692C. 94. The ink according to claim 1, characterized in that the polyethylene wax has a peak melting point of about 702C to about 1202C and a melting range of no more than about 302C. 95. The ink according to claim 1, characterized in that the polyethylene wax has an initial melting point of at least about 552C and a freezing point of less than about 702C. 96. The ink according to claim 1, characterized in that the polyethylene wax has a peak melting point of about 702C to about 1202C, an initial melting point of at least about 55SC and a melting range of not more than about 302C. 97. A process, characterized in that it comprises (1) incorporating in a ink jet recording apparatus a phase change ink composition comprising (a) a phase change ink carrier comprising (1) an amide; and (2) a polyethylene wax having an average peak molecular weight of from about 350 to about 730 and a polydispersity of from about 1,0001 to about 1.5; and (b) a coloring compound of the formula or mixtures thereof, wherein Ri, R2 and R3 each, independently of each other is a hydrogen atom, an alkyl group, including linear and branched alkyl groups, saturated and unsaturated, cyclic and acyclic, and substituted and unsubstituted, and where heteroatoms may or may not be present in the alkyl group, an arylalkyl group, including substituted and unsubstituted arylalkyl groups, wherein the alkyl portion of the arylalkyl group may be linear or branched, saturated or unsaturated, cyclic or acyclic, and substituted or unsubstituted substituted, and wherein heteroatoms may or may not be present in the aryl or alkyl portion of the arylalkyl group, or an alkylaryl group, including substituted and unsubstituted alkylaryl groups, wherein the alkyl portion of the alkylaryl group may be linear or branched, saturated or unsaturated, cyclic or acyclic, and substituted or unsubstituted, and where heteroatoms may or may not be present in the aryl or alkyl portion of the group alkylaryl, provided that the total number of carbon atoms and heteroatoms (excluding the atoms in any substituents) in R? + R2 + R3 is at least about 18, M is a metal atom, each A, each E and each G, independently of each other, represents a substituent on a phenyl or pyrazolone ring, where G can also be a hydrogen atom, m is an integer of 0, 1 or 2, p is an integer of 0, 1, 2, 3 or 4, J represents (i) a hydrogen atom, (ii) an alkyl group (including linear and branched alkyl groups, saturated and unsaturated, cyclic and acyclic, and substituted and unsubstituted, and where heteroatoms may or may not be present. the alkyl group), (iii) an aryl group (including substituted and unsubstituted aryl groups, and wherein the heteroatoms may or may not be present in the aryl group), (iv) an arylalkyl group (including substituted and unsubstituted arylalkyl groups, where the alkyl portion of the arylalkyl group may be linear or branched, saturated or unsaturated, and cyclic or acyclic, and where heteroatoms may or may not be present in the aryl or alkyl portion of the arylalkyl group), or (v) an alkylaryl group (including substituted alkylaryl and not substituted, wherein the alkyl portion of the alkylaryl group may be linear or branched, saturated or unsaturated and cyclic or acyclic, and where heteroatoms may or may not be present in the aryl or alkyl portion of the alkylaryl group), where two or more substituents on the rings of phenyl or pyrazolone can be joined together to form a ring, and n represents an integer of 1, 2 or 3; (2) melt the ink; and (3) causing the molten ink droplets to be ejected in a pattern throughout the image onto a substrate. 98. The process according to claim 97, characterized in that the printing apparatus employs a piezoelectric printing process when the drops of the ink ejected in a pattern along the image by oscillations of piezoelectric vibrating elements. 99. The process according to claim 97, characterized in that the substrate is a final record sheet and the drops of the molten ink are ejected in a pattern along the image directly onto the final record sheet. 100. The process according to claim 97, characterized in that the substrate is an intermediate transfer member and the drops of the molten ink are ejected in a pattern along the image onto the intermediate transfer member followed by the transfer of the transfer agent. pattern along the image of the intermediate transfer member to a final record sheet. 101. The process according to claim 100, characterized in that the intermediate transfer member is heated to a temperature higher than that of the final recording sheet and lower than that of the molten ink in the printing apparatus. 102. The process according to claim 100, characterized in that both of the intermediate transfer member and the final recording sheet are heated to a temperature lower than that of the molten ink in the printing apparatus, and where the final recording sheet is heated to a temperature higher than that of the member of intermediate transfer and lower than that of the molten ink in the printing apparatus. 103. The process according to claim 100, characterized in that both of the intermediate transfer member and the final recording sheet are heated to a temperature lower than that of the molten ink in the recording apparatus, and where the intermediate transfer member it is heated to a temperature higher than that of the final recording sheet and lower than that of the molten ink in the printing apparatus.