Ink compositions for ink jet printing

Abstract: An ink composition comprises water, a water soluble dye, a first component selected from the group consisting of sulfones and mixtures thereof, and a second component selected from the group consisting of cyclic amines having at least one hydrogen atom bonded to a nitrogen atom, cyclic amides having at least one hydrogen atom bonded to a nitrogen atom, diamides having at least one hydrogen atom bonded to a nitrogen atom, polyalkoxy-substituted amides having at least one hydrogen atom bonded to a nitrogen atom, polyimine-substituted amides having at least one hydrogen atom bonded to a nitrogen atom, and mixtures thereof.

Description: The present invention is directed to ink compositions. More specifically, the present invention is directed to waterfast ink compositions particularly suited for ink jet printing processes. Ink compositions for ink jet printing are known, for example, from U.S. Patent 5,017,227. Reference may also be made to U.S. Patent 5,017,223; 4,836,851; 4,790,880;4,627,875; 4,585,484; 4,840,674; and 5,108,503. A need remains for ink compositions with enhanced waterfastness. In addition, there is a need for waterfast inks with lowered viscosity. Further, a need exists for waterfast inks which generate images exhibiting enhanced edge sharpness. Additionally, there is a need for waterfast inks with enhanced drying rates. There is also a need for ink compositions which exhibit high frequency response in ink jet printing systems. A need also exists for ink compositions exhibiting both relatively low viscosity and relatively high surface tension. In addition, there is a need for ink compositions which do not exhibit rapid drying or clogging within the nozzles of an ink jet printer. Further, there is a need for ink compositions which exhibit good shelf stability. Additionally, there is a need for ink compositions wherein the ink components do not react with each other to any significant degree over time. It is an object of the present invention to provide an ink composition with at least some of the above advantages. The present invention provides an ink composition which comprises water, a water soluble dye, a first component selected from the group consisting of sulfones and mixtures thereof, and a second component selected from the group consisting of cyclic amines having at least one hydrogen atom bonded to a nitrogen atom, cyclic amides having at least one hydrogen atom bonded to a nitrogen atom, diamides having at least one hydrogen atom bonded to a nitrogen atom, polyalkoxy-substituted amides having at least one hydrogen atom bonded to a nitrogen atom, polyimine-substituted amides having at least one hydrogen atom bonded to a nitrogen atom, and mixtures thereof, wherein at least one of the first and second components is a solid at 25°C. The present invention also provides an ink composition which comprises water, a water soluble dye, a first component selected from the group consisting of (a) sulfones of the formula wherein R 1 and R 2 are independently selected from the group consisting of aliphatic hydrocarbons, substituted aliphatic hydrocarbons, aromatic hydrocarbons, substituted aromatic hydrocarbons, alcohol moieties, alkoxy moieties, and polyalkoxy moieties; (b) cyclic sulfones of the formula wherein R is an optional substituent, m is an integer representing the number of substituents, and n is an integer of at least 4; (c) cyclic sulfones of the formula wherein R is a substituent selected from the group consisting of alkyl, hydroxy, alcohol, or alkoxy, m is an integer representing the number of substituents, and n is an integer of at least 2; (d) cyclic sulfones of the formula wherein R is an optional substituent, x is an integer representing the number of substituents, and m and n are integers independently selected from 0, 1, 2, and 3, wherein the sum of m + n is at least 1; (e) polysulfones; (f) cyclic polysulfones; (g) sulfonamides; and (h) mixtures thereof, and a second component selected from the group consisting of (a) cyclic amines having at least one hydrogen atom bonded to a nitrogen atom; (b) cyclic amides having at least one hydrogen atom bonded to a nitrogen atom; (c) diamides having at least one hydrogen atom bonded to a nitrogen atom; (d) amides of the formula wherein R is a hydrogen atom or an alkyl group and R' is selected from the group consisting of alkoxy groups, polyalkoxy groups, imine groups, and polyimine groups. The present invention further provides an ink composition which comprises water, a water soluble dye, a first component selected from the group consisting of sulfones and mixtures thereof, and a second component selected from the group consisting of (a) cyclic amines; (b) cyclic polyamines; (c) cyclic amides of the formula wherein R is an optional substituent, m is an integer representing the number of substituents, and n is an integer of at least 4; (d) cyclic amides of the formula wherein R is a substituent selected from the group consisting of alkyl, alcohol, hydroxy, and alkoxy, m is an integer representing the number of substituents, and n is an integer of at least 3; (e) cyclic amides of the formula wherein R is an optional substituent, z is an integer representing the number of substituents, p and q are each integers selected from the group consisting of 0, 1, 2, 3, and 4, wherein the sum of p + q is at least 1, and s is an integer of from 1 to 4; (f) cyclic amides of the formula wherein R is an optional substituent, z is an integer representing the number of substituents, p and q are each integers selected from the group consisting of 0, 1, 2, 3, and 4, wherein the sum of p + q is at least 1, s is an integer of from 1 to 4, and R' and R" are independently selected from the group consisting of hydrogen, alkyl, substituted alkyl, aryl, substituted aryl, alcohol, alkoxy, and polyalkoxy, wherein at least one of R' and R" is hydrogen; (g) cyclic polyamides; (h) diamides having at least one hydrogen atom bonded to a nitrogen atom; (i) amides of the formula, wherein R is a hydrogen atom or an alkyl group and R' is selected from the group consisting of alkoxy groups, polyalkoxy groups, imine groups, and polyimine groups. Ink compositions in accordance with the present invention comprise a water soluble dye and a liquid medium comprising water and at least two other components. Generally, any effective water soluble dye, such as one of the Direct dyes, the Acid dyes, the Basic dyes, the Food dyes can be selected as the colorant, provided that it is compatible with the other ink components and is soluble in the liquid vehicle. Preferably, tne dye exhibits a solubility in water of more than one gram of dye per 100 milliliters of water, more preferably exhibits a solubility in water of at least 2 grams of dye per 100 milliliters of water, and even more preferably a solubility of at least 10 grams of dye per 100 milliliters of water. Examples of suitable dyes include BASF X-34, Food Black No. 2, Food Red No. 40, Food Blue No. 1, Food Yellow No. 7, Carodirect Turquoise FBL Supra Conc. (Direct Blue 199), available from Carolina Color and Chemical, Special Fast Turquoise 8GL Liquid (Direct Blue 86), available from Mobay Chemical, Intrabond Liquid Turquoise GLL (Direct Blue 86), available from Crompton and Knowles, Pylam Certified D&C Red #28 (Acid Red 92), available from Pylam, Direct Brill Pink B Ground Crude, available from Crompton & Knowles, Tartrazine Extra Conc. (FD&C Yellow #5, Acid Yellow 23), available from Sandoz, Carodirect Yellow RL (Direct Yellow 86), available from Carolina Color and Chemical, D&C Yellow #10 (Acid Yellow 3), available from Tricon, Basacid Black X34, available from BASF, Carta Black 2GT, available from Sandoz, Inc., Direct Brilliant Pink B (Crompton-Knolls), the Pro-Jet series of dyes available from ICI, including Pro-Jet Yellow I (Direct Yellow 86), Pro-Jet Magenta I (Acid Red 249), Pro-Jet Cyan I (Direct Blue 199), Pro-Jet Black I (Direct Black 168), Pro-Jet Yellow 1-G (Direct Yellow 132), Aminyl Brilliant Red F-B, available from Sumitomo Chemical Co. (Japan), the Duasyn line of "salt-free" dyes available from Hoechst, such as Duasyn Direct Black HEF-SF (Direct Black 168), Duasyn Direct Yellow 6G-SF VP216 (Direct Yellow 157), Duasyn Acid Yellow XX-SF VP413 (Acid Yellow 23), Duasyn Rhodamine B-SF VP353 (Acid Red 52), Duasyn Direct Turquoise Blue FRL-SF VP368 (Direct Blue 199), Duasyn Acid Blue AE-SF VP344 (Acid Blue 9), and the like. Dyes that are invisible to the naked eye but detectable when exposed to radiation outside the visible wavelength range (such as ultraviolet or infrared radiation) are also suitable. The dye is present in the ink composition in any effective amount, generally from 1 to 15 percent by weight, and preferably from 2 to 7 percent by weight (wherein the amount refers to the amount of dye molecules present in the ink), although the amount can be outside of this range. The liquid medium generally comprises water, a sulfone component, and a component which is either a cyclic amine or an amide or a mixture of both. Suitable sulfones include those of the general formula wherein R 1 and R 2 are independently selected from the group consisting of substituted and unsubstituted aliphatic hydrocarbons (including saturated, monounsaturated, and polyunsaturated, including benzyl and tolyl), preferably with from 1 to 10 carbon atoms, substituted and unsubstituted aromatic hydrocarbons, preferably with from 6 to 12 carbon atoms (including phenyl, benzyl, and tolyl), alcohol moieties, including ethanol and propanol, alkoxy moieties, and polyalkoxy moieties, including polyethylene oxide, polypropylene oxide, and polybutylene oxide, as well as branched alcohol, alkoxy, and polyalkoxy groups. Suitable substituents include alkyl groups, hydroxy groups, alcohol groups, alkoxy groups, polyalkylene oxide groups, sulfone groups, amine groups, amide groups, and the like. Also suitable are cyclic sulfones, including those of the general formula wherein R is an optional substituent, preferably an alkyl, hydroxy, alcohol, or alkoxy substituent, preferably with from 1 to 12 carbon atoms (such as methyl, ethyl, propyl, -CH 2 CH 2 OH, polyalkoxy groups of the formula ([-CH 2 ] y -O) x -[CH 2 -] y OH, with x being a number of from 0 to 9 and y being a number of from 1 to 4, branched alcohol, alkoxy, and polyalkoxy groups, or the like), m is an integer representing the number of substituents, and n is an integer of at least 2, preferably of at least 3, and more preferably of from 3 to 5, and those of the general formula wherein R is an optional substituent, preferably an alkyl, hydroxy, alcohol, alkoxy, or polyalkoxy substituent, preferably with from 1 to 12 carbon atoms (such as methyl, ethyl, propyl, -(CH 2 ) x OH, with x being a number of from 1 to 4, polyalkoxy groups of the formula ([-CH 2 ] y -O) x -[CH 2 -] y OH, with x being a number of from 0 to 9 and y being a number of from 1 to 4, branched alcohol, alkoxy, and polyalkoxy groups z is an integer representing the number of substituents (multiply substituted species are suitable, such as 2,4-dimethylsulfolane), and m and n are integers independently selected from 0, 1, 2, and 3, wherein the sum of m + n is at least 1, preferably at least 2, and more preferably from 2 to 4, are also suitable, including cyclic sulfones having two or more double oonas within the ring structure. Polysulfones are also suitable sulfones. Typical polysulfones include those of the formula wherein R 3 , R 4 , and R 5 are independently selected from the group consisting of aliphatic hydrocarbons, substituted aliphatic hydrocarbons, aromatic hydrocarbons, substituted aromatic hydrocarbons, alcohol moieties, alkoxy moieties, and polyalkoxy moieties, and wherein x is an integer of from 1 to 4, R 3 , R 4 , and R 5 can be selected from substituted and unsubstituted aliphatic hydrocarbons (including saturated, monounsaturated, and polyunsaturated, including benzyl and tolyl), preferably with from 1 to 10 carbon atoms, substituted and unsubstituted aromatic hydrocarbons, preferably with from 6 to 12 carbon atoms (including phenyl, benzyl, and tolyl), alcohol moieties, including ethanol and propanol, alkoxy moieties, and polyalkoxy moieties, including polyethylene oxide and polypropylene oxide as well as branched alcohol, alkoxy, and polyalkoxy groups. Suitable substituents include alkyl groups, hydroxy groups, alcohol groups, alkoxy groups, polyalkylene oxide groups, sulfone groups, amine groups, amide groups. In addition, cyclic polysulfones are suitable, including those of the formula wherein R is an optional substituent, z is an integer representing the number of substituents, and p, q, and r are each integers selected from the group consisting of 0, 1, 2, 3, and 4, wherein the sum of p + q + r is at least 2, and s is an integer of from 1 to 4. Sulfonamides are also suitable as the sulfone component. Typical sulfonamides are of the formula wherein R and R' are independently selected from the group consisting of aliphatic hydrocarbons, substituted aliphatic hydrocarbons, aromatic hydrocarbons, substituted aromatic hydrocarbons, alcohol moieties, alkoxy moieties, and polyalkoxy moieties. Examples of suitable sulfones include sulfolane, of the structure methyl sulfone (also called dimethyl sulfone), of the structure ethyl sulfone (also called diethyl sulfone), of the structure diphenyl sulfone, of the structure sulfolene, of the structure methyl ethyl sulfone, of the structure methyl decyl sulfone, of the structure decyl sulfone (also called didecyl sulfone), of the structure propyl sulfone (also called dipropyl sulfone), of the structure diethanol sulfone, of the formula 1,2-ethanedisulfone, of the formula methyl sulfonamide, of the formula dibutyl sulfone, dipentyl sulfone, dihexyl sulfone, diheptyl sulfone, dioctyl sulfone, dinonyl sulfone, dipolyethylene sulfone, dipolypropylene sulfone, methyl propyl sulfone, methyl butyl sulfone, methyl pentyl sulfone, methyl hexyl sulfone, methyl heptyl sulfone, methyl octyl sulfone, methyl nonyl sulfone, ethyl propyl sulfone, ethyl butyl sulfone, ethyl pentyl sulfone, ethyl hexyl sulfone, ethyl heptyl sulfone, ethyl octyl sulfone, ethyl nonyl sulfone, ethyl decyl sulfone, propyl butyl sulfone, propyl pentyl sulfone, propyl hexyl sulfone, propyl heptyl sulfone, propyl octyl sulfone, propyl nonyl sulfone, propyl decyl sulfone, butyl pentyl sulfone, butyl hexyl sulfone, butyl heptyl sulfone, butyl octyl sulfone, butyl nonyl sulfone, butyl deyl sulfone, pentyl hexyl sulfone, pentyl heptyl sulfone, pentyl octyl sulfone, pentyl nonyl sulfone, pentyl decyl sulfone, hexyl heptyl sulfone, hexyl octyl sulfone, hexyl nonyl sulfone, hexyl decyl sulfone, heptyl octyl sulfone, heptyl nonyl sulfone, heptyl decyl sulfone, octyl nonyl sulfone, octyl decyl sulfone, nonyl decyl sulfone, diphenyl sulfone, methyl phenyl sulfone, ethyl phenyl sulfone, propyl phenyl sulfone, butyl phenyl sulfone, pentyl phenyl sulfone, hexyl phenyl sulfone, heptyl phenyl sulfone, octyl phenyl sulfone, nonyl phenyl sulfone, decyl phenyl sulfone, phenyl benzyl sulfone, dibenzyl sulfone, tolyl benzyl sulfone, ditolyl sulfone, methyl benzyl sulfone, ethyl benzyl sulfone, propyl benzyl sulfone, butyl benzyl sulfone, pentyl benzyl sulfone, hexyl benzyl sulfone, heptyl benzyl sulfone, octyl benzyl sulfone, nonyl benzyl sulfone, decyl benzyl sulfone, methyl tolyl sulfone, ethyl tolyl sulfone, propyl tolyl sulfone, butyl tolyl sulfone, pentyl tolyl sulfone, hexyl tolyl sulfone, heptyl tolyl sulfone, octyl tolyl sulfone, nonyl tolyl sulfone, decyl tolyl sulfone, dipolyoxyethylene sulfone, methyl polyoxyethylene sulfone, ethyl polyoxyethylene sulfone, propyl polyoxyethylene sulfone, butyl polyoxyethylene sulfone, pentyl polyoxyethylene sulfone, hexyl polyoxyethylene sulfone, heptyl polyoxyethylene sulfone, octyl polyoxyethylene sulfone, nonyl polyoxyethylene sulfone, decyl polyoxyethylene sulfone, phenyl polyoxyethylene sulfone, benzyl polyoxyethylene sulfone, tolyl polyoxyethylene sulfone, methyl ethanol sulfone, ethyl ethanol sulfone, propyl ethanol sulfone, butyl ethanol sulfone, pentyl ethanol sulfone, hexyl ethanol sulfone, heptyl ethanol sulfone, octyl ethanol sulfone, nonyl ethanol sulfone, decyl ethanol sulfone, phenyl ethanol sulfone, benzyl ethanol sulfone, tolyl ethanol sulfone, polyoxyethylene ethanol sulfone, dipropanol sulfone, methyl propanol sulfone, ethyl propanol sulfone, propyl propanol sulfone, butyl propanol sulfone, pentyl propanol sulfone, hexyl propanol sulfone, heptyl propanol sulfone, octyl propanol sulfone, nonyl propanol sulfone, decyl propanol sulfone, phenyl propanol sulfone, benzyl propanol sulfone, tolyl propanol sulfone, polyoxyethylene propanol sulfone, ethanol propanol sulfone, dipolyoxypropylene sulfone, methyl polyoxypropylene sulfone, ethyl polyoxypropylene sulfone, propyl polyoxypropylene sulfone, butyl polyoxypropylene sulfone, pentyl polyoxypropylene sulfone, hexyl polyoxypropylene sulfone, heptyl polyoxypropylene sulfone, octyl polyoxypropylene sulfone, nonyl polyoxypropylene sulfone, decyl polyoxypropylene sulfone, phenyl polyoxypropylene sulfone, benzyl polyoxypropylene sulfone, tolyl polyoxypropylene sulfone, ethanol polyoxypropylene sulfone, propanol polyoxypropylene sulfone, polyoxyethylene polyoxypropylene sulfone, as well as mixtures thereof. The sulfone component is present in the ink in any effective amount, typically from 1 to 50 percent by weight, and preferably from 10 to 20 percent by weight, although the amount can be outside these ranges. Suitable cyclic amines include those of the general formula wherein R is an optional substituent, preferably an alkyl, alcohol, hydroxy, or alkoxy substituent, preferably with from 1 to 12 carbon atoms (such as methyl, ethyl, propyl,-(CH 2 ) x OH, with x being a number of from 1 to about 4, polyalkoxy groups of the formula (-[CH 2 ] y -O) x -[CH 2 -] y OH, with x being a number of from 0 to 9 and y being a number of from 1 to 4, branched polyalkoxy groups, m is an integer representing the number of substituents, and n is an integer of at least 3, and preferably from 3 to 12. Additional examples of suitable substitutents include sulfone groups, amine groups, amide groups, aryl groups, substituted aryl groups. Suitable cyclic amines also include those of the general formula wherein R is an optional substituent, preferably an alkyl, alcohol, hydroxy, or alkoxy substituent, preferably with from 1 to about 12 carbon atoms (such as methyl, ethyl, propyl,-(CH 2 ) x OH, with x being a number of from 1 to 4, polyalkoxy groups of the formula (-[CH 2 ] y -O) x -[CH 2 -] y OH, with x being a number of from 0 to 9 and y being a number of from 1 to 4, branched polyalkoxy groups, or the like), z is an integer representing the number of substituents, and m and n are integers independently selected from 0, 1, 2, and 3, wherein the sum of m + n is at least 2, and preferably from 2 to 11. Additional examples of suitable substituents include sulfone groups, amine groups, amide groups, aryl groups, substituted aryl groups, and the like. Cyclic amines having two or more double bonds and/or two or more nitrogen atoms within the ring structure are also suitable. Further examples of suitable cyclic amines include cyclic polyamines, including those of the formula wherein R is an optional substituent, z is an integer representing the number of substituents, p, q, and r are each integers selected from the group consisting of 0, 1, 2, 3, and 4, wherein the sum of p + q + r is at least 2, s is an integer of from 1 to 4, and preferably is 1, and R' and R" are independently selected from the group consisting of hydrogen, alkyl, substituted alkyl, aryl, substituted aryl, alcohol, alkoxy, and poiyalkoxy, wherein at least one of R' and R" is hydrogen. Additional examples of suitaole substituents include sulfone groups, amine groups, amide groups, aryl groups, substituted aryl groups. Additional examples of suitable cyclic amines include cyclic polyamines of the formula wherein R is an optional substituent, z is an integer representing the number of substituents, m, n, and p are each integers selected from the group consisting of 0, 1, 2, 3, and 4, wherein the sum of m + n + p is at least 2, s is an integer of from 1 to 4, and preferably is 1, and R' and R" are independently selected from the group consisting of hydrogen, alkyl, substituted alkyl, aryl, substituted aryl, alcohol, alkoxy, and polyalkoxy, wherein at least one of R' and R" is hydrogen. Cyclic polyamines having two or more double bonds within the ring structure are also suitable. Additional examples of suitable substituents include sulfone groups, amine groups, amide groups, aryl groups, substituted aryl groups. Specific examples of suitable cyclic amines include pyrrolidine, of the structure pyrazole, of the structure imidazole, of the structure triazoles, of the structures tetrazole, of the structure piperazines, of the structures substituted imidazoles, including alkyl and dialkyl substituted imidazoles, such as the methyl substituted imidazoles, ethyl substituted imidazoles, and dimethyl substituted imidazoles, of the structures substituted pyrazoles, including alkyl and dialkyl substituted pyrazoles, such as the methyl substituted pyrazoles and dimethyl substituted pyrazoles, of the structures hydroxy ethyl pyrazole, hydroxy ethyl imidazole, hydroxy ethyl piperazine, and polyethylene oxide substituted piperazine, of the structures substituted pyrrolidines, such as methyl substituted pyrrolidines, dimethyl substituted pyrrolidines, hydroxyethyl substituted pyrrolidines, polyethylene oxide substituted pyrrolidines, polyalkylene oxide substituted pyrrolidines, polyalkylene oxide substituted imidazoles, polyalkylene oxide substituted pyrazoles, polyalkylene oxide substituted triazoles, polyalkylene oxide substituted tetrazoles, as well as mixtures thereof. Suitable cyclic amides include those of the general formula wherein R is an optional substituent, preferably an alkyl, alcohol, or alkoxy substituent, preferably with from 1 to 12 carbon atoms (such as methyl, ethyl, propyl, -(CH 2 ) x OH, wherein x is a number of from 1 to 4, polyalkoxy groups of the formula (-[CH 2 ] y -O) x -[CH 2 -] y OH, with x being a number of from 0 to 9 and y being a number of from 1 to 4, branched alcohol, alkoxy, or polyalkoxy groups, m is an integer representing the number of substituents, and n is an integer of at least 3, preferably from 3 to 15, and more preferably from 3 to 5, including those having one or more double bonds within the ring structure. Additional examples of suitable substituents include sulfone groups, amine groups, amide groups, aryl groups, substituted aryl groups. Additional examples of suitable cyclic amides include those of the formula wherein R is an optional substituent, z is an integer representing the number of substituents, p and q are each integers selected from the group consisting of 0, 1, 2, 3, and 4, wherein the sum of p + q is at least 1, and s is an integer of from 1 to 4, and preferably is 1. Some specific compounds falling within this structure are also referred to as cyclic imides. Compounds having one or more double bonds within the ring structure are also suitable. Additional examples of suitable substituents include sulfone groups, amine groups, amide groups, aryl groups, substituted aryl groups. Further examples of suitable cyclic amides include those of the formula wherein R is an optional substituent, z is an integer representing the number of substituents, p and q are each integers selected from the group consisting of 0, 1, 2, 3, and 4, wherein the sum of p + q is at least 1, s is an integer of from 1 to 4, and preferably is 1, and R' and R" are independently selected from the group consisting of hydrogen, alkyl, substituted alkyl, aryl, substituted aryl, alcohol, alkoxy, and polyalkoxy, wherein at least one of R' and R" is hydrogen. Compounds having one or more double bonds within the ring structure are also suitable. Additional examples of suitable substituents include sulfone groups, amine groups, amide groups, aryl groups, substituted aryl groups. Additional examples of suitable cyclic amides include cyclic polyamides. Typical cyclic polyamides include those of the formulas wherein R is an optional substituent, z is an integer representing the number of substituents, p and q are each integers selected from the group consisting of 0, 1, 2, 3, and 4, r and s are each integers of from 1 to 4, and preferably is 1, and R" and R"' are independently selected from the group consisting of hydrogen, alkyl, substituted alkyl, aryl, substituted aryl, alcohol, alkoxy, and polyalkoxy, wherein at least one of R" and R"' is hydrogen. Additional examples of suitable substituents include sulfone groups, amine groups, amide groups, aryl groups, substituted aryl groups. Specific examples of suitable cyclic amides include 2-pyrrolidone, of the structure 2-piperidone (also called valerolactam), of the structure caprolactam, of the structure 2-azacyclooctanone, of the structure 2-azacyclononanone, of a structure similar to 2-azacyclooctanone except that it is a nine-membered ring instead of an eight-membered ring, tetrahydropyrimidone (also called propylene urea), of the structure 2-imidazolidone, of the structure succinimide, of the structure phthalimide, of the structure dimethyl hydantoin, of the structure as well as polymers based on dimethyl hydantoin, and the like, as well as substituted 2-pyrrolidones, substituted valerolactams, substituted caprolactams, substituted 2-azacyclooctanones, substituted 2-azacyclononanones, substituted tetrahydropyrimidones, substituted 2-imidazolidones, substituted succinimides, substituted phthalimides, substituted dimethyl hydantoins. Also suitable are diamides having at least one hydrogen atom bonded to a nitrogen atom. Suitable diamides include those of the formula wherein R 1 is selected from the group consisting of alkylene groups, substituted alkylene groups (including saturated, monounsaturated, and polyunsaturated, including benzyl and tolyl), preferaoly with from 1 to 10 carbon atoms, arylene groups, substituted arylene groups (including phenyl, benzyl, and tolyl), preferably with from 6 to 12 carbon atoms, alcohol moieties, including ethanol and propanol, alkoxy moieties, polyalkoxy moieties, including polyethylene oxide and polypropylene oxide as well as branched polyalkoxy groups, and the like, as well as mixtures thereof wherein R 2 , R 3 , R 4 , and R 5 are independently selected from the group consisting of hydrogen, alkyl groups, substituted alkyl groups (including saturated, monounsaturated, and polyunsaturated, including benzyl and tolyl), preferably with from 1 to 10 carbon atoms, aryl groups, substituted aryl groups (including phenyl, benzyl, and tolyl), preferably with from 6 to 12 carbon atoms, alcohol moieties, including ethanol and propanol, alkoxy moieties, polyalkoxy moieties, including polyethylene oxide and polypropylene oxide as well as branched polyalkoxy groups, as well as mixtures thereof, and wherein at least one of R 2 , R 3 , R 4 , and R 5 is a hydrogen atom. Suitable substituents include alkyl groups, hydroxy groups, alcohol groups, alkoxy groups, polyalkylene oxide groups, sulfone groups, amine groups, amide groups. Examples of suitable diamides include malonamide, of the structure succinamide, of the structure glutaramide, of the structure adipamide, of the structure Also suitable are amides of the formula wherein R is a hydrogen atom or an alkyl group and R' is selected from the group consisting of alkoxy groups, polyalkoxy groups, imine groups, and polyimine groups. Examples of alkoxy groups and polyalkoxy groups include those of the following formulas: ([-CH 2 ] n -O) m -[CH 2 ] n -OH wherein n is an integer of from 1 to 4 and m is an integer of from 0 to 9; wherein a is an integer of from 1 to 4, b and c are each integers of from 0 to 4, wherein the sum of a + b + c is no greater than 6, and m is an integer of from 0 to 9; wherein a and b are each integers of from 1 to 4, c and d are each integers of from 0 to 4, wherein the sum of a + b + c + d is no greater than 8, and m is an integer of from 0 to 9; wherein a is an integer of from 1 to 4, b and c are each integers of from 0 to 4, wherein the sum of a + b + c is no greater than 6, and m is an integer of from 0 to 9; wherein a and b are each integers of from 1 to about 4, c and d are each integers of from 0 to 4, wherein the sum of a + b + c + d is no greater than 8, and m is an integer of from 0 to 9; wherein a is an integer of from 1 to about 4, b and c are each integers of from 0 to 4, wherein the sum of a + b + c is no greater than 6, m is an integer of from 0 to 9, and R 1 , R 2 , R 3 , R 4 , and R 5 are independently selected from the group consisting of hydrogen, alkyl groups, preferably with from 1 to 4 carbon atoms, and substituted alkyl groups, preferably with from 1 to 4 carbon atoms, wherein the total number of carbon atoms in R 1 + R 2 + R 3 + R 4 + R 5 from 1 to 10; wherein a and b are each integers of from 1 to 4, c and d are each integers of from 0 to 4, wherein the sum of a + b + c + d is no greater than 8, m is an integer of from 0 to 9, and R 1 , R 2 , R 3 , and R 4 are independently selected from the group consisting of hydrogen, alkyl groups, preferably with from 1 to 4 carbon atoms, and substituted alkyl groups, preferably with from 1 to 4 carbon atoms, wherein the total number of carbon atoms in R 1 + R 2 + R 3 + R 4 is from 1 to 8. Specific examples include ethylene oxide groups, polyethylene oxide groups, n-propylene oxide groups, poly n-propylene oxide groups, isopropylene oxide groups, polyisopropylene oxide groups, n-butylene oxide groups, poly n-butylene oxide groups. Examples of imine and polyimine groups include those of the following formulas: ([-CH 2 ] ℓ -NH) k -[CH 2 ] ℓ -NH 2 wherein ℓ is an integer of from 1 to 4 and k is an integer of from 0 to 9; wherein a is an integer of from 1 to 4, b and c are each integers of from 0 to 4, wherein the sum of a + b + c is no greater than 6, and k is an integer of from 0 to 9; wherein a and b are each integers of from 1 to 4, c and d are each integers of from 0 to 4, wherein the sum of a + b + c + d is no greater than 8, and k is an integer of from 0 to 9; wherein a is an integer of from 1 to 4, b and c are each integers of from 0 to 4, wherein the sum of a + b + c is no greater than 6, and k is an integer of from 0 to 9; wherein a and b are each integers of from 1 to 4, c and d are each integers of from 0 to 4, wherein the sum of a + b + c + d is no greater than 8, and k is an integer of from 0 to 9; wherein a is an integer of from 1 to 4, b and c are each integers of from 0 to 4, wherein the sum of a + b + c is no greater than 6, k is an integer of from 0 to 9, and R 1 , R 2 , R 3 , R 4 , and R 5 are independently selected from the group consisting of hydrogen, alkyl groups, preferably with from 1 to 4 carbon atoms, and substituted alkyl groups, preferably with from 1 to 4 carbon atoms, wherein the total number of carbon atoms in R 1 + R 2 + R 3 + R 4 + R 5 is from 1 to 10; wherein a and b are each integers of from 1 to 4, c and d are each integers of from 0 to 4, wherein the sum of a + b + c + d is no greater than 10, m is an integer of from 0 to 9, and R 1 , R 2 , R 3 , and R 4 are independently selected from the group consisting of hydrogen, alkyl groups, preferably with from 1 to 4 carbon atoms, and substituted alkyl groups, preferably with from 1 to 4 carbon atoms, wherein the total number of carbon atoms in R 1 + R 2 + R 3 + R 4 is from 1 to 8; wherein e and f are each integers of from 1 to 4, the sum of e + f is no greater than 6, and k is an integer of from 0 to 9; wherein a and e are each integers of from 1 to 4, b and c are each integers of from 0 to 4, wherein the sum of a + b + c + e is no greater than 8, and k is an integer of from 0 to 9; wherein a, b, and e are each integers of from 1 to 4, c and d are each integers of from 0 to 4, wherein the sum of a + b + c + d + e is no greater than 10, and k is an integer of from 0 to 9; wherein a and e are each integers of from 1 to 4, b and c are each integers of from 0 to 4, wherein the sum of a + b + c + e is no greater than 8, and k is an integer of from 0 to 9; wherein a, b, and e are each integers of from 1 to 4, c and d are each integers of from 0 to 4, wherein the sum of a + b + c + d + e is no greater than 10, and k is an integer of from 0 to 9; wherein a and e are each integers of from 1 to 4, b and c are each integers of from 0 to 4, wherein the sum of a + b + c + e is no greater than 8, m is an integer of from 0 to 9, and R 1 , R 2 , R 3 , R 4 , and R 5 are independently selected from the group consisting of hydrogen, alkyl groups, preferably with from 1 to 4 carbon atoms, and substituted alkyl groups, preferably with from 1 to 4 carbon atoms, wherein the total number of carbon atoms in R 1 + R 2 + R 3 + R 4 + R 5 is from 1 to 10; wherein a, b, and e are each integers of from 1 to 4, c and d are each integers of from 0 to 4, wherein the sum of a + b + c + d + e is no greater than 10, m is an integer of from 0 to 9, and R 1 , R 2 , R 3 , and R 4 are independently selected from the group consisting of hydrogen, alkyl groups, preferably with from 1 to 4 carbon atoms, and substituted alkyl groups, preferably with from 1 to 4 carbon atoms, wherein the total number of carbon atoms in R 1 + R 2 + R 3 + R 4 is from 1 to 8. These amides can also have one or more substituents, such as alkyl groups (typically with from 1 to 12 carbon atoms), substituted alkyl groups, aryl groups, substituted aryl groups, halogen atoms, sulfate groups, nitro groups, sulfone groups, amine groups, amide groups, acetyl groups, alcohol groups, alkoxy groups, polyalkoxy groups. Specific examples of suitable amides include formylethanolamine, of the formula acetylethanolamine, of the formula propionyl ethanolamine, of the formula formyl n-propanolamine, of the formula acetyl n-propanolamine, of the formula propionyl n-propanolamine, of the formula and the like. Compounds of these formulas are known, and are generally commercially available from suppliers such as Aldrich Chemical Company, Milwaukee, WI. In addition, compounds such as formylethanolamine can be prepared by mixing ethyl formate and monoethanolamine together in approximately a 1 to 1 molar ratio and heating the mixture to about 80°C to boil off the ethanol generated by the reaction, thus driving the reaction forward, as shown: Similar compounds can be prepared from other alkyl formates, such as propyl formate, butyl formate, and other alkanol amines, such as propanolamine, butanolamine. The total amount of cyclic amine and/or amide in the ink is any effective amount, typically from 1 to 50 percent by weight, and preferably from 10 to 20 percent by weight, although the amount can be outside these ranges. Other additives can also be present in an ink in accordance with the present invention. For example, one or more surfactants or wetting agents can be added to the ink. These additives may be of the cationic, anionic, or nonionic types. Suitable surfactants and wetting agents include sodium lauryl sulfate, Tamol® SN, Tamol® LG, those of the Triton® series available from Rohm and Haas Company, those of the Marasperse® series, those of the Igepal® series available from GAF Company, those of the Tergitol® series, and other commercially available surfactants. These surfactants and wetting agents are present in effective amounts, generally from 0 to 15 percent by weight, and preferably from 0.01 to 8 percent by weight, although the amount can be outside of this range. Polymeric additives can also be added to an ink in accordance with the present invention to enhance the viscosity of the ink and the stability of the pigment particles and to reduce the rate of agglomeration and precipitation of the particles. Water soluble polymers such as Gum Arabic, polyacrylate salts, polymethacrylate salts, polyvinyl alcohols, hydroxy propylcellulose, hydroxyethylcellulose, polyvinylpyrrolidinone, polyvinylether, starch, polysaccharides, and the like are particularly useful for stabilizing pigment particles in a water based liquid vehicle such as water or a mixture of water and a water miscible organic liquid. Polymeric stabilizers may be present in the ink in amounts of from 0 to 10 percent by weight, and preferably from 0.01 to 5 percent by weight, although the amount can be outside of this range. Other optional additives to an ink in accordance with the present invention include biocides such as Dowicil 150, 200, and 75, benzoate salts, sorbate salts, and the like, present in an amount of from 0.0001 to 4 percent by weight, and preferably from 0.01 to 2.0 percent by weight, pH controlling agents such as acids or, bases, phosphate salts, carboxylates salts, sulfite salts, amine salts, and the like, present in an amount of from 0 to 1 percent by weight and preferably from 0.01 to 1 percent by weight. Ink compositions in accordance with the present invention are generally of a viscosity suitable for use in thermal ink jet printing processes. Typically, the ink viscosity is no more than 5 centipoise, and preferably is from 1 to 2.5 mPa.s. Ink compositions in accordance with the present invention can be prepared by any suitable process. Typically, the inks are prepared by simple mixing of the ingredients. One process entails mixing all of the ink ingredients together and filtering the mixture to obtain an ink. Inks in accordance with the present invention can be prepared by preparing a conventional ink composition according to any desired process, such as by mixing the ingredients, heating if desired, and filtering, followed by adding the ink additive to the mixture and mixing at room temperature with moderate shaking until a homogeneous mixture is obtained, typically from 5 to 10 minutes. Alternatively, the ink additive of the present invention can be mixed with the other ink ingredients during the ink preparation process, which takes place according to any desired procedure, such as by mixing all the ingredients, heating if desired, and filtering. Ink compositions in accordance with the present invention can be used in ink jet printing apparatus The printing apparatus may employ a thermal ink jet process wherein the ink in the nozzles is selectively heated in an imagewise pattern, thereby causing droplets of the ink to be ejected in imagewise pattern Any suitable substrate can be employed, including plain papers such as Xerox® 4024 papers, ruled notebook paper, bond paper, silica coated papers such as Sharp Company silica coated paper, JuJo paper, transparency materials, fabrics, textile products, plastics, polymeric films, inorganic substrates such as metals and wood. In a preferred embodiment, the process entails printing onto a porous or ink absorbent substrate, such as plain paper Specific embodiments of the invention will now be described in detail. All parts and percentages are by weight unless otherwise indicated. EXAMPLE I Ink compositions with the following compositions (percentages are by weight) were prepared by simple mixing of the ingredients at room temperature. The inks were then hand coated onto Xerox® Series 10 paper with a #7 wire rod and with a ruling pen to form both line images and solid area images. Waterfastness was evaluated on the wire side of the paper by running deionized water over the coated areas and comparing those areas to coated areas which had not been exposed to the water. 1. Sulfolane, 15%; imidazole, 15%; BASF X-34 black dye solution (4% solids), 12%; water, 58%. 2. Sulfolane, 10%; imidazole, 10%; Carta Black 2GT dye, 3.5%; water, 76.5%. 3. Sulfolane, 10%; caprolactam, 10%; Carta Black 2GT dye, 3%; water, 77%. 4. Sulfolane, 10%; pyrazole, 10%; Carta Black 2GT dye, 4%; water, 76%. 5. Sulfolane, 10%; acetyl ethanol amine, 20%; Special Black 7984 dye, 3.5%; water, 66.5%. 6. Sulfolane, 15%; imidazole, 15%; Special Black 7984 dye, 4%; water, 66%; pH adjusted to 8 (from 10) by addition of acetic acid. 7. Sulfolane, 20%; imidazole, 20%; Special Black 7984 dye, 3%; water, 57%. 8. Sulfolane, 10%; dimethyl hydantoin, 10%; Carta Black 2GT dye, 3%; water, 77%. 9. Sulfolane, 10%; methyl pyrazole, 10%; BASF X-34 black dye, 11%; water, 69%. 10. Sulfolane, 10%; dimethyl hydantoin, 10%; dantoin DMHF (a polymer of dimethyl hydantoin), 10%; Carta Black 2GT dye, 3%; water, 67%. 11. Sulfolane, 10%; dimethyl hydantoin, 10%; Special Black 7984 dye, 3%; water, 77%. 12. Sulfolane, 10%; methyl pyrazole, 10%; hexanediol, 10%; Special Black 7984 dye, 10%; water, 60%. 13. Sulfolane, 10%; acetyl ethanol amine, 10%; Carta Black 2GT dye, 5%; water, 75%. 14. Diethanol sulfone, 20%; 2-pyrrolidone, 20%; Carta Black 2GT dye, 3%; water, 57%. 15. Diethanol sulfone, 20%; 2-pyrrolidone, 30%; Carta Black 2GT dye, 3%; water, 47%. 16. Diethanol sulfone, 20%; 2-pyrrolidone, 20%; Carta Black 2GT dye, 4%; water, 56%. 17. 2-Pyrrolidone, 10%; Carta Black 2GT dye, 5%; water, 85%. 18. Sulfolane, 10%; Special Black 7984 dye, 10%; water, 80%. 19. Sulfolane, 10%; BASF X-34 black dye, 11%; water, 79%. 20. Sulfolane, 10%; Carta Black 2GT dye, 3%; water, 87%. Ink Solid Area Optical Density Before Water Treatment Solid Area Optical Density After Water Treatment % Waterfastness 1 1.27 1.25 98 2 1.30 1.25 96 3 1.37 1.31 96 4 1.33 1.25 94 5 1.37 1.27 93 6 1.34 0.98 73 7 1.34 1.03 76 8 1.30 1.17 90 9 1.11 1.10 99 10 1.29 1.10 95 11 1.29 0.87 67 12 1.35 1.29 96 13 1.37 1.26 92 14 1.29 1.24 96 15 1.31 1.29 98 16 1.42 1.35 95 17 1.35 1.07 79 18 1.46 0.70 77 19 1.43 0.94 65 20 1.37 1.03 75 As the above data indicate, inks 1 through 16 generally exhibit superior waterfastness compared to ink 17, which contains no sulfone component and inks 18 through 20, which contain no cyclic amine or cyclic amide component. It is believed that when inks 1 through 16 are incorporated into a thermal ink jet printing apparatus and jetted onto a plain paper substrate to form images, high quality, high resolution, waterfast images will be obtained.

Claims: An ink composition which comprises water, a water soluble dye, a first component selected from the group consisting of sulfones and mixtures thereof, and a second component selected from the group consisting of (a) cyclic amines; (b) cyclic polyamines; (c) cyclic polyamides; (d) diamides having at least one hydrogen atom bonded to a nitrogen atom; (e) amides of the formula wherein R is a hydrogen atom or an alkyl group and R' is selected from the group consisting of alkoxy groups, polyalkoxy groups, imine groups, and polyimine groups; (f) cyclic amides having at least one hydrogen atom bonded to a nitrogen atom; and (g) mixtures thereof, wherein the ink is a liquid. An ink composition according to Claim 1 wherein said first component is selected from the group consisting of diphenyl sulfone, methyl phenyl sulfone, ethyl phenyl sulfone, propyl phenyl sulfone, butyl phenyl sulfone, pentyl phenyl sulfone, hexyl phenyl sulfone, heptyl phenyl sulfone, octyl phenyl sulfone, nonyl phenyl sulfone, decyl phenyl sulfone, phenyl benzyl sulfone, phenyl polyoxyethylene sulfone, phenyl ethanol sulfone, phenyl propanol sulfone, phenyl polyoxypropylene sulfone, and mixtures thereof, and said second component is selected from the group consisting of (a) cyclic amines having at least one hydrogen atom bonded to a nitrogen atom; (b) cyclic amides having at least one hydrogen atom bonded to a nitrogen atom; (c) diamides having at least one hydrogen atom bonded to a nitrogen atom; (d) polyalkoxy-substituted amides having at least one hydrogen atom bonded to a nitrogen atom; (e) polyimine-substituted amides having at least one hydrogen atom bonded to a nitrogen atom; and (f) mixtures thereof, wherein at least one of the first and second components is a solid at 25°C, and wherein the ink is a liquid. An ink composition according to Claim 1 wherein said first component is selected from the group consisting of (a) sulfones of the formula wherein R 1 and R 2 are independently selected from the group consisting of aliphatic hydrocarbons, substituted aliphatic hydrocarbons, aromatic hydrocarbons, substituted aromatic hydrocarbons, alcohol moieties, alkoxy moieties, and polyalkoxy moieties, wherein at least one of R 1 and R 2 is either an aromatic hydrocarbon or a substituted aromatic hydrocarbon; (b) polysulfones; (c) cyclic polysulfones; and (d) mixtures thereof, and said second component is selected from the group consisting of (a) cyclic amines having at least one hydrogen atom bonded to a nitrogen atom; (b) cyclic amides having at least one hydrogen atom bonded to a nitrogen atom; (c) diamides having at least one hydrogen atom bonded to a nitrogen atom; (d) amides of the formula wherein R is a hydrogen atom or an alkyl group and R' is selected from the group consisting of alkoxy groups, polyalkoxy groups, imine groups, and polyimine groups; and (e) mixtures thereof, wherein the ink is a liquid. An ink composition according to Claim 1 wherein said first component is selected from the group consisting of sulfones and mixtures thereof, and said second component is selected from the group consisting of (a) cyclic amines of the formula wherein R is alkyl, alcohol, hydroxy, or alkoxy substituent, preferably with from 1 to 12 carbon atoms (such as methyl, ethyl, propyl, -(CH 2 ) x OH, with x being a number of from 1 to 4, polyalkoxy groups of the formula (-[CH 2 ] y -O) x -[CH 2 -] y OH, with x being a number of from 0 to 9 and y being a number of from 1 to 4, branched polyalkoxy groups, or the like), m is zero or an integer representing the number of substituents, and n is an integer of at least 3; (b) cyclic amines of the formula wherein R is alkyl, alcohol, hydroxy, or alkoxy substituent, preferably with from 1 to 12 carbon atoms (such as methyl, ethyl, propyl, -(CH2)xOH, with x being a number of from 1 to 4, polyalkoxy groups of the formula (-[CH2]y-O)x-[CH2-]yOH, with x being a number of from 0 to 9 and y being a number of from 1 to 4, branched polyalkoxy groups, z is zero or an integer representing the number of substituents, and m and n are integers independently selected from 0, 1, 2, and 3, wherein the sum of m + n is at least 2; (c) cyclic polyamines of the formula wherein p, q, and r are each integers selected from the group consisting of 0, 1, 2, 3, and 4, wherein the sum of p + q + r is at least 2, s is an integer of from 1 to 4, and R' and R" are independently selected from the group consisting of hydrogen, alkyl, substituted alkyl, aryl, substituted aryl, alcohol, alkoxy, and polyalkoxy, wherein at least one of R' and R" is hydrogen; (d) cyclic polyamines of the formula wherein m, n, and p are each integers selected from the group consisting of 0, 1, 2, 3, and 4, wherein the sum of m + n + p is at least 2, s is an integer of from 1 to 4, and R' and R" are independently selected from the group consisting of hydrogen, alkyl, substituted alkyl, aryl, substituted aryl, alcohol, alkoxy, and polyalkoxy, wherein at least one of R' and R" is hydrogen; (e) diamides of the formula wherein R 1 is selected from the group consisting of alkylene groups, substituted alkylene groups, arylene groups, substituted arylene groups, alcohol moieties, alkoxy moieties, polyalkoxy moieties, and mixtures thereof, wherein R 2 , R 3 , R 4 , and R 5 are independently selected from the group consisting of hydrogen, alkyl groups, substituted alkyl groups, aryl groups, substituted aryl groups, alcohol moieties, alkoxy moieties, polyalkoxy moieties, and mixtures thereof, and wherein at least one of R 2 , R 3 , R 4 , and R 5 is a hydrogen atom; (f) amides of the formula wherein R is a hydrogen atom or an alkyl group and R' is selected from the group consisting of alkoxy groups, polyalkoxy groups, imine groups, and polyimine groups;and (g) mixtures thereof, and wherein the ink is a liquid. An ink composition according to Claim 1 wherein said first component is selected from the group consisting of sulfones and mixtures thereof, and said second component is selected from the group consisting of cyclic amines including pyrrolidine, substituted pyrrolidines, pyrazole, substituted pyrazoles, imidazole, substituted imidazoles, triazoles, substituted triazoles, tetrazoles, substituted tetrazoles, piperazines, substituted piperazines; cyclic amides including 2-azacyclooctanone, substituted 2-azacyclooctanones, 2-azacyclononanone, substituted 2-azacyclononanones, polymers of dimethyl hydantoin; diamides including malonamide, succinamide, glutaramide, adipamide; amides including formylethanolamine, acetylethanolamine, propionyl ethanolamine, formyl n-propanolamine, acetyl n-propanolamine, propionyl n-propanolamine and mixtures thereof, and wherein the ink is a liquid. An ink composition according to Claim 1 wherein said first component is selected from the group consisting of (a) sulfones of the formula wherein R 1 and R 2 are independently selected from the group consisting of aliphatic hydrocarbons, substituted aliphatic hydrocarbons, aromatic hydrocarbons, substituted aromatic hydrocarbons, alcohol moieties, alkoxy moieties, and polyalkoxy moieties; (b) cyclic sulfones of the formula wherein n is an integer of at least 2; (c) cyclic sulfones of the formula wherein m and n are integers independently selected from 0, 1, 2, and 3, wherein the sum of m + n is at least 1; (d) polysulfones; (e) cyclic polysulfones; (f) sulfonamides; and (g) mixtures thereof, and said second component is selected from the group consisting of (a) cyclic amines of the formula wherein R is alkyl, alcohol, hydroxy, or alkoxy substituent, preferably with from 1 to 12 carbon atoms (such as methyl, ethyl, propyl, -(CH2)xOH, with x being a number of from 1 to 4, polyalkoxy groups of the formula (-[CH2]y-O)x-[CH2-]yOH, with x being a number of from 0 to 9 and y being a number of from 1 to 4, branched polyalkoxy groups, m is zero or an integer representing the number of substituents, and n is an integer of at least 3; (b) cyclic amines of the formula wherein R is alkyl, alcohol, hydroxy, or alkoxy substituent, preferably with from 1 to 12 carbon atoms (such as methyl, ethyl, propyl, -(CH2)xOH, with x being a number of from 1 to 4, polyalkoxy groups of the formula (-[CH2]y-O)x-[CH2-]yOH, with x being a number of from 0 to 9 and y being a number of from 1 to 4, branched polyalkoxy groups, z is zero or an integer representing the number of substituents, and m and n are integers independently selected from 0, 1, 2, and 3, wherein the sum of m + n is at least 2; (c) cyclic polyamines of the formula wherein p, q, and r are each integers selected from the group consisting of 0, 1, 2, 3, and 4, wherein the sum of p + q + r is at least 2, s is an integer of from 1 to 4, and R' and R" are independently selected from the group consisting of hydrogen, alkyl, substituted alkyl, aryl, substituted aryl, alcohol, alkoxy, and polyalkoxy, wherein at least one of R' and R" is hydrogen; (d) cyclic polyamines of the formula wherein m, n, and p are each integers selected from the group consisting of 0, 1, 2, 3, and 4, wherein the sum of m + n + p is at least 2, s is an integer of from 1 to 4, and R' and R" are independently selected from the group consisting of hydrogen, alkyl, substituted alkyl, aryl, substituted aryl, alcohol, alkoxy, and polyalkoxy, wherein at least one of R' and R" is hydrogen; (e) diamides of the formula wherein R 1 is selected from the group consisting of alkylene groups, substituted alkylene groups, arylene groups, substituted arylene groups, alcohol moieties, alkoxy moieties, polyalkoxy moieties, and mixtures thereof, wherein R 2 , R 3 , R 4 , and R 5 are independently selected from the group consisting of hydrogen, alkyl groups, substituted alkyl groups, aryl groups, substituted aryl groups, alcohol moieties, alkoxy moieties, polyalkoxy moieties, and mixtures thereof, and wherein at least one of R 2 , R 3 , R 4 , and R5 is a hydrogen atom; (f) amides of the formula wherein R is a hydrogen atom or an alkyl group and R' is selected from the group consisting of ([-CH 2 ] n -O) m -[CH 2 ] n -OH wherein n is an integer of from 1 to 4 and m is an integer of from 0 to 9; wherein a is an integer of from 1 to 4, b and c are each integers of from 0 to 4, wherein the sum of a + b + c is no greater than 6, and m is an integer of from 0 to 9; wherein a and b are each integers of from 1 to 4, c and d are each integers of from 0 to 4, wherein the sum of a + b + c + d is no greater than 8, and m is an integer of from 0 to 9; wherein a is an integer of from 1 to 4, b and c are each integers of from 0 to 4, wherein the sum of a + b + c is no greater than 6, and m is an integer of from 0 to 9; wherein a and b are each integers of from 1 to 4, c and d are each integers of from 0 to 4, wherein the sum of a + b + c + d is no greater than 8, and m is an integer of from 0 to 9; wherein a is an integer of from 1 to 4, b and c are each integers of from 0 to 4, wherein the sum of a + b + c is no greater than 6, m is an integer of from 0 to 9, and R 1 , R 2 , R 3 , R 4 , and R 5 are independently selected from the group consisting of hydrogen, alkyl groups, and substituted alkyl groups, wherein the total number of carbon atoms in R 1 + R 2 + R 3 + R 4 + R 5 is from 1 to 10; wherein a and b are each integers of from 1 to 4, c and d are each integers of from 0 to 4, wherein the sum of a + b + c + d is no greater than 8, m is an integer of from 0 to 9, and R 1 , R 2 , R 3 , and R 4 are independently selected from the group consisting of hydrogen, alkyl groups, and substituted alkyl groups, wherein the total number of carbon atoms in R 1 + R 2 + R 3 + R 4 is from 1 to 8; ([-CH 2 ] ℓ -NH) k -[CH 2 ] ℓ -NH 2 wherein ℓ is an integer of from 1 to 4 and k is an integer of from 0 to 9; wherein a is an integer of from 1 to 4, b and c are each integers of from 0 to 4, wherein the sum of a + b + c is no greater than 6, and k is an integer of from 0 to 9; wherein a and b are each integers of from 1 to 4, c and d are each integers of from 0 to 4, wherein the sum of a + b + c + d is no greater than 8, and k is an integer of from 0 to 9; wherein a is an integer of from 1 to 4, b and c are each integers of from 0 to 4, wherein the sum of a + b + c is no greater than 6, and k is an integer of from 0 to 9; wherein a and b are each integers of from 1 to 4, c and d are each integers of from 0 to 4, wherein the sum of a + b + c + d is no greater than 8, and k is an integer of from 0 to 9; wherein a is an integer of from 1 to 4, b and c are each integers of from 0 to 4, wherein the sum of a + b + c is no greater than 6, k is an integer of from 0 to 9, and R 1 , R 2 , R 3 , R 4 , and R 5 are independently selected from the group consisting of hydrogen, alkyl groups, and substituted alkyl groups, wherein the total number of carbon atoms in R 1 + R 2 + R 3 + R 4 + R 5 is from 1 to 10; wherein a and b are each integers of from 1 to 4, c and d are each integers of from 0 to 4, wherein the sum of a + b + c + d is no greater than 10, m is an integer of from 0 to 9, and R 1 , R 2 , R 3 , and R 4 are independently selected from the group consisting of hydrogen, alkyl groups, and substituted alkyl groups, wherein the total number of carbon atoms in R 1 + R 2 + R 3 + R 4 is from 1 to 8; wherein e and f are each integers of from 1 to 4, the sum of e + f is no greater than 6, and k is an integer of from 0 to 9; wherein a and e are each integers of from 1 to 4, b and c are each integers of from 0 to 4, wherein the sum of a + b + c + e is no greater than 8, and k is an integer of from 0 to 9; wherein a, b, and e are each integers of from 1 to 4, c and d are each integers of from 0 to 4, wherein the sum of a + b + c + d + e is no greater than 10, and k is an integer of from 0 to 9; wherein a and e are each integers of from 1 to 4, b and c are each integers of from 0 to 4, wherein the sum of a + b + c + e is no greater than 8, and k is an integer of from 0 to 9; wherein a, b, and e are each integers of from 1 to 4, c and d are each integers of from 0 to 4, wherein the sum of a + b + c + d + e is no greater than 10, and k is an integer of from 0 to 9; wherein a and e are each integers of from 1 to 4, b and c are each integers of from 0 to 4, wherein the sum of a + b + c + e is no greater than 8, m is an integer of from 0 to 9, and R 1 , R 2 , R 3 , R 4 , and R 5 are independently selected from the group consisting of hydrogen, alkyl groups, and substituted alkyl groups, wherein the total number of carbon atoms in R 1 + R 2 + R 3 + R 4 + R 5 is from 1 to 10; and wherein a, b, and e are each integers of from 1 to 4, c and d are each integers of from 0 to 4, wherein the sum of a + b + c + d + e is no greater than 10, m is an integer of from 0 to 9, and R 1 , R 2 , R 3 , and R 4 are independently selected from the group consisting of hydrogen, alkyl groups, and substituted alkyl groups, wherein the total number of carbon atoms in R 1 + R 2 + R 3 + R 4 is from 1 to 8, wherein the ink is a liquid.and (g) mixtures thereof, wherein the ink is a liquid. An ink composition according to Claim 1 wherein said first component is selected from the group consisting of (a) sulfones of the formula wherein R 1 and R 2 are independently selected from the group consisting of aliphatic hydrocarbons, substituted aliphatic hydrocarbons, aromatic hydrocarbons, substituted aromatic hydrocarbons, alcohol moieties, alkoxy moieties, and polyalkoxy moieties; (b) cyclic sulfones of the formula wherein n is an integer of at least 2; (c) cyclic sulfones of the formula wherein m and n are integers independently selected from 0, 1, 2, and 3, wherein the sum of m + n is at least 1; (d) polysulfones; (e) cyclic polysulfones; (f) sulfonamides; and (g) mixtures thereof, and said second component is selected from the group consisting of cyclic amines including pyrrolidine, substituted pyrrolidines, pyrazole, substituted pyrazoles, imidazole, substituted imidazoles, triazoles, substituted triazoles, tetrazoles, substituted tetrazoles, piperazines, substituted piperazines; diamides including malonamide, succinamide, glutaramide, adipamide; amides including formylethanolamine, acetylethanolamine, propionyl ethanolamine, formyl n-propanolamine, acetyl n-propanolamine, propionyl n-propanolamine; and mixtures thereof, wherein the ink is a liquid. An ink composition according to Claim 1 wherein said first component selected from the group consisting of sulfones and mixtures thereof, and said second component is selected from the group consisting of (a) cyclic amines of the formula wherein R is alkyl, alcohol, hydroxy, or alkoxy substituent, preferably with from 1 to 12 carbon atoms (such as methyl, ethyl, propyl, -(CH2)xOH, with x being a number of from 1 to 4, polyalkoxy groups of the formula (-[CH2]y-O)x-[CH2-]yOH, with x being a number of from 0 to 9 and y being a number of from 1 to 4, branched polyalkoxy groups, m is zero or an integer representing the number of substituents, and n is an integer of at least 3; (b) cyclic amines of the formula wherein R is alkyl, alcohol, hydroxy, or alkoxy substituent, preferably with from 1 to 12 carbon atoms (such as methyl, ethyl, propyl, -(CH2)xOH, with x being a number of from 1 to 4, polyalkoxy groups of the formula (-[CH2]y-O)x-[CH2-]yOH, with x being a number of from 0 to 9 and y being a number of from 1 to 4, branched polyalkoxy groups, z is zero or an integer representing the number of substituents, and m and n are integers independently selected from 0, 1, 2, and 3, wherein the sum of m + n is at least 2; (c) cyclic polyamines of the formula wherein p, q, and r are each integers selected from the group consisting of 0, 1, 2, 3, and 4, wherein the sum of p + q + r is at least 2, s is an integer of from 1 to 4, and R' and R" are independently selected from the group consisting of hydrogen, alkyl, substituted alkyl, aryl, substituted aryl, alcohol, alkoxy, and polyalkoxy, wherein at least one of R' and R" is hydrogen; (d) cyclic polyamines of the formula wherein m, n, and p are each integers selected from the group consisting of 0, 1, 2, 3, and 4, wherein the sum of m + n + p is at least 2, s is an integer of from 1 to 4, and R' and R" are independently selected from the group consisting of hydrogen, alkyl, substituted alkyl, aryl, substituted aryl, alcohol, alkoxy, and polyalkoxy, wherein at least one of R' and R" is hydrogen; (e) diamides of the formula wherein R 1 is selected from the group consisting of alkylene groups, substituted alkylene groups, arylene groups, substituted arylene groups, alcohol moieties, alkoxy moieties, polyalkoxy moieties, and mixtures thereof, wherein R 2 , R 3 , R 4 , and R 5 are independently selected from the group consisting of hydrogen, alkyl groups, substituted alkyl groups, aryl groups, substituted aryl groups, alcohol moieties, alkoxy moieties, polyalkoxy moieties, and mixtures thereof, and wherein at least one of R 2 , R 3 , R 4 , and R 5 is a hydrogen atom; (f) amides of the formula wherein R is a hydrogen atom or an alkyl group and R' is selected from the group consisting of ([-CH 2 ] n -O) m -[CH 2 ] n -OH wherein n is an integer of from 1 to 4 and m is an integer of from 0 to 9; wherein a is an integer of from 1 to 4, b and c are each integers of from 0 to 4, wherein the sum of a + b + c is no greater than 6, and m is an integer of from 0 to 9; wherein a and b are each integers of from 1 to 4, c and d are each integers of from 0 to 4, wherein the sum of a + b + c + d is no greater than 8, and m is an integer of from 0 to 9; wherein a is an integer of from 1 to 4, b and c are each integers of from 0 to 4, wherein the sum of a + b + c is no greater than 6, and m is an integer of from 0 to 9; wherein a and b are each integers of from 1 to 4, c and d are each integers of from 0 to 4, wherein the sum of a + b + c + d is no greater than 8, and m is an integer of from 0 to 9; wherein a is an integer of from 1 to 4, b and c are each integers of from 0 to 4, wherein the sum of a + b + c is no greater than 6, m is an integer of from 0 to 9, and R 1 , R 2 , R 3 , R 4 , and R 5 are independently selected from the group consisting of hydrogen, alkyl groups, and substituted alkyl groups, wherein the total number of carbon atoms in R 1 + R 2 + R 3 + R 4 + R 5 is from 1 to 10; wherein a and b are each integers of from 1 to 4, c and d are each integers of from 0 to 4, wherein the sum of a + b + c + d is no greater than 8, m is an integer of from 0 to 9, and R 1 , R 2 , R 3 , and R 4 are independently selected from the group consisting of hydrogen, alkyl groups, and substituted alkyl groups, wherein the total number of carbon atoms in R 1 + R 2 + R 3 + R 4 is from 1 to 8; ([-CH 2 ] ℓ -NH) k -[CH 2 ] ℓ -NH 2 wherein ℓ is an integer of from 1 to 4 and k is an integer of from 0 to 9; wherein a is an integer of from 1 to 4, b and c are each integers of from 0 to 4, wherein the sum of a + b + c is no greater than 6, and k is an integer of from 0 to 9; wherein a and b are each integers of from 1 to 4, c and d are each integers of from 0 to 4, wherein the sum of a + b + c + d is no greater than 8, and k is an integer of from 0 to 9; wherein a is an integer of from 1 to 4, b and c are each integers of from 0 to 4, wherein the sum of a + b + c is no greater than 6, and k is an integer of from 0 to 9; wherein a and b are each integers of from 1 to 4, c and d are each integers of from 0 to 4, wherein the sum of a + b + c + d is no greater than 8, and k is an integer of from 0 to 9; wherein a is an integer of from 1 to 4, b and c are each integers of from 0 to 4, wherein the sum of a + b + c is no greater than 6, k is an integer of from 0 to 9, and R 1 , R 2 , R 3 , R 4 , and R 5 are independently selected from the group consisting of hydrogen, alkyl groups, and substituted alkyl groups, wherein the total number of carbon atoms in R 1 + R 2 + R 3 + R 4 + R 5 is from 1 to 10; wherein a and b are each integers of from 1 to 4, c and d are each integers of from 0 to 4, wherein the sum of a + b + c + d is no greater than 10, m is an integer of from 0 to 9, and R 1 , R 2 , R 3 , and R 4 are independently selected from the group consisting of hydrogen, alkyl groups, and substituted alkyl groups, wherein the total number of carbon atoms in R 1 + R 2 + R3 + R 4 is from 1 to 8; wherein e and f are each integers of from 1 to 4, the sum of e + f is no greater than 6, and k is an integer of from 0 to 9; wherein a and e are each integers of from 1 to 4, b and c are each integers of from 0 to 4, wherein the sum of a + b + c + e is no greater than 8, and k is an integer of from 0 to 9; wherein a, b, and e are each integers of from 1 to 4, c and d are each integers of from 0 to 4, wherein the sum of a + b + c + d + e is no greater than 10, and k is an integer of from 0 to 9; wherein a and e are each integers of from 1 to 4, b and c are each integers of from 0 to 4, wherein the sum of a + b + c + e is no greater than 8, and k is an integer of from 0 to 9; wherein a, b, and e are each integers of from 1 to 4, c and d are each integers of from 0 to 4, wherein the sum of a + b + c + d + e is no greater than 10, and k is an integer of from 0 to 9; wherein a and e are each integers of from 1 to 4, b and c are each integers of from 0 to 4, wherein the sum of a + b + c + e is no greater than 8, m is an integer of from 0 to 9, and R 1 , R 2 , R 3 , R 4 , and R 5 are independently selected from the group consisting of hydrogen, alkyl groups, and substituted alkyl groups, wherein the total number of carbon atoms in R 1 + R 2 + R 3 + R 4 + R 5 is from 1 to 10; and wherein a, b, and e are each integers of from 1 to 4, c and d are each integers of from 0 to 4, wherein the sum of a + b + c + d + e is no greater than 10, m is an integer of from 0 to 9, and R 1 , R 2 , R 3 , and R 4 are independently selected from the group consisting of hydrogen, alkyl groups, and substituted alkyl groups, wherein the total number of carbon atoms in R 1 + R 2 + R 3 + R 4 is from 1 to 8; and (g) mixtures thereof, wherein the ink is a liquid. A thermal ink jet printing process which comprises incorporating into a thermal ink jet printing apparatus an ink composition according to any one of the preceding claims and causing droplets of the ink composition to be ejected in an imagewise pattern onto a substrate by selectively heating the ink in the nozzles in an imagewise pattern.

Inventors: SCHWARZ WILLIAM M JR, SCHWARZ, WILLIAM M., JR.
Applicants: XEROX CORP, XEROX CORPORATION
Application year: 1993
Main classification: C09D11
IPC codes: C09D11