Additive for printing or color coating

Abstract

The present invention provides: an additive which is capable of improving storage stability, ejection stability, scratch resistance, water resistance, and compatibility with various base materials by being added to a composition for printing or color coating, the composition containing a coloring material; and a composition for printing or color coating, which uses the additive.　An additive for ink according to the present invention is used for a composition for printing or color coating, the composition containing a coloring material. The additive contains an organic ammonium salt composed of (A) an amine compound and (B) an acid, wherein the amine compound (A) is represented by formula (I) or (II). (In the formula, each Ra independently represents a linear or branched hydroxy hydrocarbon group having one or more hydroxy groups and 1 to 22 carbon atoms; each Rb independently represents a hydrogen atom or a hydrocarbon group having 1 to 3 carbon atoms; and c represents an integer of 1 to 3.) (In the formula, R1, R2, and R3 each represent a hydrocarbon group or the like.)

Description

Additives for printing or color coating

[0001] The present invention relates to additives for printing or color coating, and compositions for printing or color coating using the same.

[0002] The inkjet recording method involves ejecting minute droplets of inkjet ink from a recording head in an inkjet recording device and adhering them to a recording sheet such as paper or a polymer sheet to record images, characters, etc. The inkjet ink used in the inkjet recording device is required to have excellent ejection stability, storage stability, and dispersion stability, be able to form images with the desired image density, and suppress the occurrence of nozzle clogging.

[0003] Conventionally, additives that improve ejection stability and storage stability when added to inkjet inks have been proposed, including nonionic additives having an alkylene oxide structure (Patent Document 1) added to colorants dispersed in the presence of anionic polymers, polymers having specific parameters (Patent Document 2), and specific alkane polycarboxylic acids (Patent Document 3).

[0004] However, the ejection stability and storage stability of inkjet inks with these additives were not sufficient. Furthermore, the above-mentioned problems exist not only in inkjet inks, but also in printing or coloring coating compositions containing various colorants, such as inks and paints. Moreover, there is a need for compositions that have good abrasion resistance, water resistance, and compatibility with various substrates to which printing or coloring coating is performed on printed or colored articles. Patent documents 4 to 6 propose ink compositions for writing instruments, and the condition of the handwriting is confirmed in the examples, but the above-mentioned properties required for printing or coloring coating compositions have not been considered.

[0005] Japanese Patent Publication No. 2000-72993, International Publication No. 2019 / 159803, Japanese Patent Publication No. 2023-20933, Japanese Patent Publication No. 2015-048366, Japanese Patent Publication No. 2015-124256, Japanese Patent Publication No. 2016-117815

[0006] The present invention has been made in view of the above circumstances, and aims to provide an additive that can improve storage stability when added to a printing or color coating composition containing a colorant, and further improve discharge stability when used by dispensing, and a printing or color coating composition using the same. The present invention also aims to provide an additive that can improve the abrasion resistance, water resistance, and compatibility with various substrates of printed articles and color coating articles when added to a printing or color coating composition containing a colorant, and a printing or color coating composition using the same.

[0007] To solve the above problems, the inventors conducted diligent research and found that by using an organic ammonium salt consisting of a specific combination of amine compound and acid, the storage stability and discharge stability of printing or color coating compositions containing colorants can be improved, and the abrasion resistance, water resistance, and compatibility with various substrates to which printed or color coated articles are printed or color coated can be improved. As a result, the present invention was completed.

[0008] In other words, the additive of the present invention is an additive used in a printing or color coating composition containing a colorant, and is an organic ammonium salt comprising (A) an amine compound and (B) an acid, wherein the (A) amine compound is of the following formula (I) or (II): (In the formula, R a Each independently represents a linear or branched hydroxy hydrocarbon group having one or more hydroxyl groups and having 1 to 22 carbon atoms, R b Each of these independently represents a hydrogen atom or a hydrocarbon group having 1 to 3 carbon atoms, and c represents an integer from 1 to 3. (In the formula, R 1 R represents a monovalent or divalent hydrocarbon group having 1 to 22 carbon atoms, which may have substituents. 2 Each of these independently represents a monovalent or divalent hydrocarbon group having 1 to 22 carbon atoms, which may have a hydrogen atom or a substituent. 3 R represents a divalent hydrocarbon group having 1 to 22 carbon atoms, which may have substituents, where l is 0 to 2, m is 0 to 2, and n is 0 or 1. 1and R 2 may combine together to form a ring having 3 to 22 carbon atoms. X represents a hydrogen atom or a monovalent cation. ) is an additive containing an organic ammonium salt represented by The printing or coloring coating composition of the present invention contains the above additive and a coloring material. The coloring method of the present invention is characterized in that the printing or coloring coating composition is applied to the surface of a substrate to color the surface of the substrate. The method for improving the storage stability of the printing or coloring coating composition of the present invention is characterized in that the above additive is added to a printing or coloring coating composition containing a coloring material. The method for improving the discharge stability of the printing or coloring coating composition of the present invention is characterized in that the above additive is added to a printing or coloring coating composition containing a coloring material for application to a substrate by discharge.

[0009] According to the present invention, the storage stability of a printing or coloring coating composition containing a coloring material can be improved, and further, the discharge stability can be improved when it is discharged and used. Further, according to the present invention, the abrasion resistance, water resistance, and compatibility with various substrates of printed articles and colored coating articles to which a printing or coloring coating composition containing a coloring material is applied can be improved.

[0010] Hereinafter, embodiments for carrying out the present invention will be specifically described. (Additive for printing or coloring coating) The additive of the present invention is an additive used in a printing or coloring coating composition containing a coloring material, and contains an organic ammonium salt composed of (A) an amine compound and (B) an acid. (A) The amine compound is represented by the following formula (I) or (II). In this specification, the number of carbon atoms indicates an integer.

[0011]

[0012] (In the formula, R a each independently represents a linear or branched hydroxyhydrocarbon group having 1 to 22 carbon atoms and having one or more hydroxyl groups, and R b each independently represents a hydrogen atom or a hydrocarbon group having 1 to 3 carbon atoms, and c represents an integer of 1 to 3.) (In the formula, R 1R represents a monovalent or divalent hydrocarbon group having 1 to 22 carbon atoms, which may have substituents. 2 Each of these independently represents a monovalent or divalent hydrocarbon group having 1 to 22 carbon atoms, which may have a hydrogen atom or a substituent. 3 R represents a divalent hydrocarbon group having 1 to 22 carbon atoms, which may have substituents, where l is 0 to 2, m is 0 to 2, and n is 0 or 1. 1 and R 2 These may combine to form a ring with 3 to 22 carbon atoms. (X represents a hydrogen atom or a monovalent cation.)

[0013] [Hydrogen Groups] In this specification, hydrocarbon groups are not particularly limited, but examples include saturated or unsaturated aliphatic hydrocarbon groups, saturated or unsaturated alicyclic hydrocarbon groups, aromatic hydrocarbon groups, and hydrocarbon groups that combine these. They may be monovalent or polyvalent depending on the context. They basically consist of hydrocarbons, but substituents as described below are permitted as long as the hydrocarbon structure is the main component and does not affect the effects of the present invention. Examples of monovalent saturated or unsaturated aliphatic hydrocarbon groups are not particularly limited, but examples include linear or branched alkyl groups, alkenyl groups, and alkynyl groups having 1 to 22 carbon atoms.

[0014] The saturated or unsaturated alicyclic hydrocarbon group is not particularly limited, but examples include saturated or unsaturated alicyclic hydrocarbon groups having 3 to 22 carbon atoms, with saturated alicyclic hydrocarbon groups being preferred.

[0015] The aromatic hydrocarbon group is not particularly limited, but examples include aromatic hydrocarbon groups having 6 to 22 carbon atoms, preferably phenyl groups, naphthyl groups, anthracenyl groups, and groups containing aromatic ring residues such as residues thereof. It may also form a fused ring together with substituents such as those described later for oxygen-containing groups, nitrogen-containing groups, sulfur-containing groups, and phosphorus-containing groups.

[0016] Examples of divalent hydrocarbon groups include those obtained by removing one hydrogen atom from the above-mentioned groups.

[0017] [Substituents] The above substituents are not particularly limited, but examples include hydrocarbon groups, oxygen-containing groups, nitrogen-containing groups, sulfur-containing groups, phosphorus-containing groups, halogens, etc. Substituents also include groups to which these substituents are bonded.

[0018] The oxygen-containing group is not particularly limited, but examples include hydroxyl group-containing groups, alkoxy group-containing groups, acetoxy group-containing groups, acetyl group-containing groups, aldehyde group-containing groups, carboxyl group-containing groups, carboxylate group-containing groups, urea group-containing groups, urethane group-containing groups, amide group-containing groups, imide group-containing groups, ether group-containing groups, carbonyl group-containing groups, ester group-containing groups, oxazole group-containing groups, morpholine group-containing groups, carbamate group-containing groups, carbamoyl group-containing groups, polyoxyethylene group-containing groups, tocopheryl group-containing groups, chroman group-containing groups, dihydropyran group-containing groups, glyceryl group-containing groups, and glyceryl ether group-containing groups. The number of carbon atoms in the oxygen-containing group is not particularly limited, but for example, it is 0 to 22.

[0019] The nitrogen-containing group is not particularly limited, but examples include cyano group-containing groups, cyanato group-containing groups, isocyanate group-containing groups, nitro group-containing groups, nitroalkyl group-containing groups, amide group-containing groups, guanidino group-containing groups, imidazolyl group-containing groups, indolyl group-containing groups, urea group-containing groups, urethane group-containing groups, imide group-containing groups, carbodiimide group-containing groups, azo group-containing groups, pyridine group-containing groups, imidazole group-containing groups, primary amino group-containing groups, secondary amino group-containing groups, tertiary amino group-containing groups, quaternary ammonium group-containing groups, aminoalkyl group-containing groups, etc. The number of carbon atoms in the nitrogen-containing group is not particularly limited, but for example, it is 0 to 22.

[0020] The sulfur-containing groups are not particularly limited, but examples include sulfate-containing groups, sulfonyl-containing groups, sulfonic acid-containing groups, mercapto-containing groups, thioether-containing groups, thiocarbonyl-containing groups, thiourea-containing groups, thiocarboxy-containing groups, thiocarboxylate-containing groups, dithiocarboxylate-containing groups, dithiocarboxylate-containing groups, sulfate-containing groups, thiophene-containing groups, thiazole-containing groups, thiol-containing groups, sulfo-containing groups, sulfide-containing groups, disulfide-containing groups, thioester-containing groups, thioamide-containing groups, thiocarbamate-containing groups, and dithiocarbamate-containing groups. The number of carbon atoms in the sulfur-containing group is not particularly limited, but for example, it is 0 to 22.

[0021] The phosphorus-containing group is not particularly limited, but examples include phosphate group-containing groups, phosphite group-containing groups, phosphonic acid group-containing groups, phosphinic acid group-containing groups, phosphonitic acid group-containing groups, phosphinic acid group-containing groups, pyrophosphate group-containing groups, phosphate ester group-containing groups, phosphite ester group-containing groups, phosphonic acid ester group-containing groups, pyrophosphate group-containing groups, and their ester groups. The number of carbon atoms in the phosphorus-containing group is not particularly limited, but for example, it is 0 to 22.

[0022] The oxygen-containing group, nitrogen-containing group, sulfur-containing group, and phosphorus-containing group may have a hydrocarbon moiety, and their number of carbon atoms is, for example, 1 to 22.

[0023] Examples of halogens include fluorine, chlorine, bromine, and iodine.

[0024] In the above formula (I), R a The hydrocarbon group in the hydroxy hydrocarbon group is not particularly limited, but examples include saturated aliphatic hydrocarbon groups and unsaturated aliphatic hydrocarbon groups. Among these, saturated aliphatic hydrocarbon groups are preferred.

[0025] R a The hydroxy hydrocarbon group is either a monohydroxy hydrocarbon group having one hydroxyl group, or a polyhydroxy hydrocarbon group having two or more hydroxyl groups.

[0026] R aWhen the group is a monohydroxy hydrocarbon group, it may be linear or branched, but linear is preferred. The number of carbon atoms in the monohydroxy hydrocarbon group is preferably 1 to 18, more preferably 1 to 12, even more preferably 1 to 6, and particularly preferably 1 to 3.

[0027] The monohydroxy hydrocarbon group is not particularly limited, but examples include hydroxymethyl group, 1-hydroxyethyl group, 2-hydroxyethyl group, 1-hydroxypropan-1-yl group, 2-hydroxypropan-1-yl group, 3-hydroxypropan-1-yl group, 1-hydroxybutan-1-yl group, 2-hydroxybutan-1-yl group, 3-hydroxybutan-1-yl group, 4-hydroxybutan-1-yl group, 5-hydroxypentan-1-yl group, 6-hydroxyhexane-1-yl group, and the like.

[0028] R a When the group is a polyhydroxy hydrocarbon group, it may be linear or branched, but branched is preferred. The number of carbon atoms in the branched polyhydroxy hydrocarbon group is preferably 3 to 18, more preferably 3 to 12, even more preferably 3 to 8, and particularly preferably 3 to 6. The number of hydroxyl groups per carbon atom in the branched polyhydroxy hydrocarbon group is preferably 2 to 8, more preferably 2 to 6, and even more preferably 2 to 3. The number of carbon atoms in the linear polyhydroxy hydrocarbon group is preferably 1 to 18, more preferably 1 to 12, even more preferably 1 to 6, and particularly preferably 1 to 3. The number of hydroxyl groups per carbon atom in the linear polyhydroxy hydrocarbon group is preferably 2 to 8, more preferably 2 to 6, and even more preferably 2 to 3.

[0029] The branched polyhydroxy hydrocarbon group is not particularly limited, but examples include dihydroxypropan-2-yl groups such as 1,2-dihydroxypropan-2-yl group and 1,3-dihydroxypropan-2-yl group; trihydroxypropan-2-yl group; dihydroxy-2-methylpropan-2-yl groups such as 1,3-dihydroxy-2-methylpropan-2-yl group; trihydroxy-2-methylpropan-2-yl groups such as 1,3-dihydroxy-2-hydroxymethylpropan-2-yl group; dihydroxy-2-ethylpropan-2-yl groups such as 1,3-dihydroxy-2-ethylpropan-2-yl group; trihydroxy-2-ethylpropan-2-yl group; 1,2-dihydroxy-2-methylpropan-1-yl group, 1,3-dihydroxy-2-methylpropan-1-yl group, 2,3-dihydroxy Examples include dihydroxy-2-methylpropan-1-yl groups such as xy-2-methylpropan-1-yl group; trihydroxy-2-methylpropan-1-yl group; tetrahydroxy-2-methylpropan-1-yl group; dihydroxybutan-2-yl groups such as 1,2-dihydroxybutan-2-yl group, 1,3-dihydroxybutan-2-yl group, 1,4-dihydroxybutan-2-yl group, 2,3-dihydroxybutan-2-yl group, 2,4-dihydroxybutan-2-yl group, and 3,4-dihydroxybutan-2-yl group; trihydroxybutan-2-yl groups such as 1,2,3-trihydroxybutan-2-yl group, 1,2,4-trihydroxybutan-2-yl group, 1,3,4-trihydroxybutan-2-yl group, and 2,3,4-trihydroxybutan-2-yl group; and tetrahydroxybutan-2-yl group. Among these, branched polyhydroxyalkyl groups represented by the following formula are exemplified as preferred. (In the formula, R 11 (wherein represents a hydrogen atom, a linear alkyl group having 1 to 4 carbon atoms, or a linear monohydroxyalkyl group having 1 to 4 carbon atoms.) Specifically, examples include 1,3-dihydroxypropan-2-yl group, 1,3-dihydroxy-2-methylpropan-2-yl group, 1,3-dihydroxy-2-ethylpropan-2-yl group, and 1,3-dihydroxy-2-hydroxymethylpropan-2-yl group.

[0030] The linear polyhydroxy hydrocarbon group is not particularly limited, but examples include dihydroxyethyl groups such as 1,2-dihydroxyethyl group; dihydroxypropan-1-yl groups such as 1,2-dihydroxypropan-1-yl group and 2,3-dihydroxypropan-1-yl group; trihydroxypropan-1-yl group; and dihydroxybutan-1-yl groups such as 1,2-dihydroxybutan-1-yl group, 1,3-dihydroxybutan-1-yl group, 1,4-dihydroxybutan-1-yl group, 2,3-dihydroxybutan-1-yl group, 2,4-dihydroxybutan-1-yl group, and 3,4-dihydroxybutan-1-yl group. Examples include trihydroxybutan-1-yl groups such as 1,2,3-trihydroxybutan-1-yl group, 1,2,4-trihydroxybutan-1-yl group, 1,3,4-trihydroxybutan-1-yl group, and 2,3,4-trihydroxybutan-1-yl group; tetrahydroxybutan-1-yl group; di, tri, tetra, or pentahydroxypentan-1-yl group; di, tri, tetra, penta, or hexahydroxyhexane-1-yl group; di, tri, tetra, penta, hexa, or heptahydroxyheptan-1-yl group; and di, tri, tetra, penta, hexa, hepta, or octahydroxyoctan-1-yl group.

[0031] In the above formula (I), R b Each of these independently represents a hydrogen atom or a hydrocarbon group having 1 to 3 carbon atoms. Among them, R b A hydrogen atom is preferred. b In this context, the hydrocarbon group is not particularly limited, but examples include saturated aliphatic hydrocarbon groups and unsaturated aliphatic hydrocarbon groups. Among these, saturated aliphatic hydrocarbon groups are preferred. b In this, the hydrocarbon group may be linear or branched. The hydrocarbon group preferably has 1 or 2 carbon atoms. b Examples of hydrocarbon groups include methyl, ethyl, n-propyl, and isopropyl groups.

[0032] In formula (I) above, c represents an integer from 1 to 3. c is preferably 1 or 3, and more preferably 3.

[0033] Examples of the (A) amine compound represented by formula (I) include 2-amino-2-hydroxymethyl-1,3-propanediol, 2-amino-2-ethyl-1,3-propanediol, monoethanolamine, diethanolamine, and triethanolamine. Among these, 2-amino-2-hydroxymethyl-1,3-propanediol and triethanolamine are preferred.

[0034] In formula (II) above, l is preferably 0 or 1, and m is preferably 1 or 2. 1 and R 2 The fact that they come together to form a ring with 3 to 22 carbon atoms means that R 1 l NH m CR 2 In units of R 1 and R 2 together R 1 , R 2 This means that the ring containing nitrogen N has a total number of carbon atoms forming the C ring of 3 to 22, preferably 4 to 10. In addition to the 3 to 22 carbon atoms forming the ring, the ring may also have substituents such as monovalent or divalent hydrocarbon groups, sulfur-containing groups, nitrogen-containing groups, and oxygen-containing groups having 1 to 22, preferably 1 to 10, more preferably 1 to 3 carbon atoms. Preferably, R 1 , R 2 The ring contains nitrogen atoms with a total of 4 to 10 carbon atoms forming a C ring, and the ring does not have substituents.

[0035] In the above formula (II), R 1 , R 2 This is a monovalent or divalent hydrocarbon group having 1 to 22 carbon atoms, which may have substituents. The hydrocarbon group is as described in the [Hydrogen Group] section above. The hydrocarbon group is preferably an aliphatic hydrocarbon group, and more preferably a saturated aliphatic hydrocarbon group (alkyl group). The alkyl group may be, for example, linear or branched, having 1 to 22, 1 to 10, or 1 to 5 carbon atoms.

[0036] The substituents mentioned above are not particularly limited, but examples include those listed in the [Substituents] section above. Among the substituents, those having oxygen-containing groups, nitrogen-containing groups, or sulfur-containing groups are preferred, and oxygen-containing groups are more preferred. Among the substituents, hydroxyl-containing groups, carboxyl-containing groups, carboxylate-containing groups, ester-containing groups, ether-containing groups, alkoxy-containing groups, amino-containing groups, amide-containing groups, guanidino-containing groups, imidazolyl-containing groups, indolyl-containing groups, mercapto-containing groups, and thioether-containing groups are preferred, hydroxyl-containing groups, carboxyl-containing groups, carboxylate-containing groups, amino-containing groups, and guanidino-containing groups are more preferred, hydroxyl-containing groups and carboxyl-containing groups are even more preferred, and hydroxyl-containing groups are particularly preferred.

[0037] The hydrocarbon group described above may contain an oxygen-containing group. In this invention, "the hydrocarbon group contains an oxygen-containing group" includes cases in which the hydrocarbon moiety is interrupted by the oxygen-containing group, the group is included at the base end, or a hydrogen atom is substituted by the group.

[0038] In one preferred example, R in formula (II) 2 This is a hydrocarbon group that contains an oxygen-containing group.

[0039] In the above formula (II), R 3 n is a divalent hydrocarbon group having 1 to 22 carbon atoms, which may have substituents. The hydrocarbon group is a divalent group, as described in the [Hydrogen Group] section above. The hydrocarbon group is preferably an aliphatic hydrocarbon group, and more preferably a saturated aliphatic hydrocarbon group (alkylene group). The alkylene group may be linear or branched, for example, having 1 to 22, 1 to 10, or 1 to 5 carbon atoms. In formula (II) above, n is preferably 0.

[0040] The above hydrocarbon group may have substituents, and there are no particular limitations on the substituents, but examples include those listed in the [Substituents] column above.

[0041] When component (A) is represented by the above formula (II), an amino acid in which X is a hydrogen atom is preferred.

[0042] In the compound represented by formula (II) above, the amino acid includes compounds having one or more amino groups (primary amino groups, secondary amino groups, or tertiary amino groups) and one or more carboxyl groups (-COOH) in one molecule. However, amino acids having an amide group, urea group, urethane group, or guanidino group have at least one amino group in addition to these groups.

[0043] R 2 As for amino acids that have an alkyl chain, R 2 Examples include a hydrogen atom or a linear or branched alkyl group having 1 to 10 carbon atoms, preferably 1 to 4 carbon atoms. In this case, l is either 0 or l is 1 and R 1 It is preferable that n is a linear or branched alkyl group having 1 to 3 carbon atoms. It is also preferable that n is 0. Specific examples of such amino acids include glycine, alanine, valine, leucine, isoleucine, and sarcosine.

[0044] R 2 Amino acids that have a hydroxyl group include R 2 Examples include a linear or branched molecule having 1 to 5 carbon atoms, preferably 1 to 3, and a hydroxyalkyl group having 1 to 3 hydroxyl groups, preferably 1. In this case, l is either 0 or l is 1 and R 1 It is preferable that the element is a linear or branched alkyl group having 1 to 3 carbon atoms, and more preferably that l is 0. It is also preferable that n is 0. Specific examples of such amino acids include serine and threonine.

[0045] R 2 As for amino acids containing sulfur, R 2 The following are some examples:

[0046]

[0047] (In the formula, R 21 R indicates a methylene group, 22 R represents a methyl group or -CH2CH(NH2)(COOH). a1 represents 1 to 5, preferably 1 to 3, and a2 represents 1 to 4, preferably 1 or 2. a1 has R 21The order of the two S's is arbitrary, but R 21 The elements are arranged alternately with -S-, and the base end is R 21 And R 22 The group that binds to it is preferably -S-.

[0048] In this case, l is either 0 or l is 1 and R 1 It is preferable that the element is a linear or branched alkyl group having 1 to 3 carbon atoms, and more preferably that l is 0. It is also preferable that n is 0. Specific examples of such amino acids include cysteine, methionine, and cystathionine.

[0049] R 2 Amino acids that have an amide group include R 2 The following are some examples:

[0050] (In the formula, R 23 (This represents a linear or branched alkylene group having 1 to 5 carbon atoms, preferably 1 or 2 carbon atoms.)

[0051] In this case, l is either 0 or l is 1 and R 1 It is preferable that the group is a linear or branched alkyl group having 1 to 3 carbon atoms and containing a secondary amino group, and more preferably that l is 0. It is also preferable that n is 0. Specific examples of such amino acids include asparagine, glutamine, and citrulline.

[0052] R 2 Amino acids that have an imino group include N and R 1 Examples include compounds in which these elements combine to form a heterocycle. 1 This represents a C3 or C4 alkylene group which may have a hydroxyl group, forming a pyrrolidine ring or a piperidine ring. Preferably, it forms a pyrrolidine ring. In this case, it is preferable that l is 1. Also, it is preferable that n is 0. Specific examples of such amino acids include proline and hydroxyproline.

[0053] R 2 Amino acids that have an aromatic group include R 2 The following are some examples:

[0054]

[0055] (In the formula, R 24 R represents a linear or branched alkylene group having 1 to 5 carbon atoms, preferably 1 or 2 carbon atoms. 25 (This represents an aromatic hydrocarbon group having 6 to 10 carbon atoms or a heterocyclic group having 3 to 10 carbon atoms, which may have substituents.) 25 Preferably, it represents a phenyl group, a hydroxyphenyl group, or an indole group.

[0056] In this case, l is either 0 or l is 1 and R 1 is a linear or branched alkyl group having 1 to 3 carbon atoms, or l is 1 and R 1 It is preferable that the group has 2 to 4 carbon atoms and contains an amide group and a secondary amino group, and it is more preferable that l is 0. It is also preferable that n is 0. Specific examples of such amino acids include phenylalanine, tyrosine, tryptophan, histidine, 1-methylhistidine, 3-methylhistidine, anserine, and carnosine.

[0057] As for β, γ, δ, or ε-amino acids, R 3 Examples include linear or branched alkylene groups having 1 to 4 carbon atoms. In this case, l is either 0 or l is 1 and R 1 It is preferable that the group is a linear or branched alkyl group having 1 to 3 carbon atoms, and more preferably that l is 0. It is also preferable that n is 1. Specific examples of such amino acids include β-alanine, β-aminoisobutyric acid, γ-aminobutyric acid, and ε-aminocaproic acid.

[0058] R 2 Examples of amino acids that contain a carboxyl group are those represented by the following formula.

[0059] (In the formula, R 26 (This indicates a divalent aliphatic hydrocarbon group having 1 to 10 carbon atoms.)

[0060] In this case, l is either 0 or l is 1 and R 1It is preferable that the element is a linear or branched alkyl group having 1 to 3 carbon atoms, and more preferably that l is 0. It is also preferable that n is 0. Specific examples of such amino acids include aspartic acid, glutamic acid, and α-aminoadipic acid.

[0061] In addition to the above, R 2 Examples of those that can be expressed by the following formula include:

[0062]

[0063] (In the formula, R 27 R represents a linear or branched alkylene group having 1 to 10 carbon atoms, which may have a hydroxyl group. 28 (This indicates -NH2, -NHC (=NH)(NH2), or an imidazolyl group.)

[0064] In this case, l is either 0 or l is 1 and R 1 It is preferable that the element is a linear or branched alkyl group having 1 to 3 carbon atoms, and more preferably that l is 0. It is also preferable that n is 0. Specific examples of such amino acids include arginine, lysine, histidine, 5-hydroxylysine, and ornithine.

[0065] Among these, R 2 Amino acids having a hydroxyl group are preferred, with serine and threonine being more preferred, and threonine being even more preferred. γ-aminobutyric acid and others can also be preferably used.

[0066] In the present invention, (B) acid is a compound having a hydroxyl group that can dissociate a carboxyl group or a proton, according to the Brønsted-Lowry definition. Specifically, this includes organic acids such as carboxylic acids and sulfonic acids, and inorganic acids such as hydrogen halides and oxo acids. Among these, organic or inorganic oxo acids are preferred from the viewpoint of the effects of the present invention, such as their influence on dischargeability, and carboxylic acids are more preferred among them.

[0067] (B) The acid may be a carboxylic acid having at least one carboxyl group (-COOH) in its molecule, and may also have an oxygen-containing group, a nitrogen-containing group, a sulfur-containing group, a phosphorus-containing group, a hydrocarbon group, etc., and may be a carboxylate group formed by the dissociation of a hydrogen atom from a carboxyl group, with carboxylic acids having a hydrocarbon group being preferred. Although not particularly limited, examples of carboxylic acids having a hydrocarbon group include saturated or unsaturated aliphatic hydrocarbon groups, saturated or unsaturated alicyclic hydrocarbon groups, or aromatic hydrocarbon groups, or combinations thereof having a hydrocarbon group and a carboxyl group, such as saturated aliphatic carboxylic acids, unsaturated aliphatic carboxylic acids, saturated or unsaturated alicyclic carboxylic acids, aromatic carboxylic acids, saturated aliphatic hydroxycarboxylic acids, unsaturated aliphatic hydroxycarboxylic acids, saturated or unsaturated alicyclic hydroxycarboxylic acids, aromatic hydroxycarboxylic acids, carbonyl carboxylic acids, alkyl ether carboxylic acids, halogen carboxylic acids, etc. (The number of carbon atoms in the carboxylic acids listed below includes the carbon atoms of the carboxyl group.)

[0068] Saturated aliphatic carboxylic acids consist of a linear or branched saturated aliphatic hydrocarbon group and one or more carboxyl groups, preferably having 1 to 22 carbon atoms. Examples of saturated aliphatic carboxylic acids include saturated aliphatic monocarboxylic acids with one carboxyl group and saturated aliphatic dicarboxylic acids with two carboxyl groups. Saturated aliphatic monocarboxylic acids consist of a linear or branched saturated aliphatic hydrocarbon group and one carboxyl group, preferably having 1 to 22 carbon atoms. Among these, saturated aliphatic monocarboxylic acids having 12 to 22 carbon atoms are preferred, and branched saturated aliphatic monocarboxylic acids are more preferred. Specifically, although not particularly limited, examples include formic acid, acetic acid, propionic acid, butyric acid, valeric acid, caproic acid, enanthic acid, caprylic acid, pelargonic acid, capric acid, lauric acid, myristic acid, pentadecyl acid, palmitic acid, margaric acid, stearic acid, arachidic acid, henicosyl acid, behenic acid, isobutyric acid, 2-methylbutyric acid, isovaleric acid, 2-ethylhexanoic acid, isononanoic acid, isopalmitic acid, and isostearic acid. Among these, isostearic acid is preferred. Isostearic acid is a branched-chain saturated aliphatic monocarboxylic acid with 18 carbon atoms, and depending on the manufacturing method, three isomers are used as isostearic acid: 2-heptylundecanoic acid (Garbet method), 2-isoheptylisoundecanoic acid (aldol condensation method), and a branched-chain saturated aliphatic monocarboxylic acid with 18 carbon atoms that is a by-product during the production of dimer acid. Saturated aliphatic dicarboxylic acids consist of a linear or branched saturated aliphatic hydrocarbon group and two carboxyl groups, preferably having 2 to 22 carbon atoms. In particular, HOOC(CH2) b2 A saturated dicarboxylic acid represented by COOH (where b2 is an integer from 0 to 4) is preferred. Specifically, although not particularly limited, examples include oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, and glutamic acid.

[0069] Unsaturated aliphatic carboxylic acids consist of a linear or branched unsaturated aliphatic hydrocarbon group and one or more carboxyl groups, preferably having 3 to 22 carbon atoms. Examples of unsaturated aliphatic carboxylic acids include unsaturated aliphatic monocarboxylic acids with one carboxyl group and unsaturated aliphatic dicarboxylic acids with two carboxyl groups. Unsaturated aliphatic monocarboxylic acids consist of a linear or branched unsaturated aliphatic hydrocarbon group and one carboxyl group, preferably having 1 to 22 carbon atoms. Among these, unsaturated aliphatic monocarboxylic acids having 12 to 22 carbon atoms and having 1 to 4 carbon-carbon double bonds (unsaturated bonds) are preferred. Specifically, although not particularly limited, examples include acrylic acid, methacrylic acid, crotonic acid, palmitoleic acid, oleic acid, vaccenic acid, linoleic acid, linolenic acid, eleostearic acid, and arachidonic acid. Among these, oleic acid, linoleic acid, and linolenic acid are preferred, and oleic acid and linoleic acid are more preferred. Unsaturated aliphatic dicarboxylic acids consist of a linear or branched unsaturated aliphatic hydrocarbon group and two carboxyl groups, preferably having 1 to 4 carbon atoms. Specifically, although not particularly limited, examples include maleic acid and fumaric acid.

[0070] Saturated or unsaturated alicyclic carboxylic acids consist of a saturated or unsaturated carbon ring that does not have aromaticity and one or more carboxyl groups, preferably having 3 to 20 carbon atoms. Among these, saturated alicyclic carboxylic acids having a cyclohexane ring skeleton are preferred. Examples of saturated or unsaturated alicyclic carboxylic acids include saturated or unsaturated alicyclic monocarboxylic acids with one carboxyl group, and saturated or unsaturated alicyclic dicarboxylic acids with two carboxyl groups. Examples of saturated or unsaturated alicyclic monocarboxylic acids are not particularly limited, but include cyclohexanecarboxylic acid. Examples of saturated or unsaturated alicyclic dicarboxylic acids are not particularly limited, but include cyclohexanedicarboxylic acid.

[0071] Aromatic carboxylic acids consist of an aromatic monocyclic or multiple rings and one or more carboxyl groups, preferably having 6 to 20 carbon atoms. Among these, aromatic carboxylic acids having a benzene ring skeleton are preferred. Examples of aromatic carboxylic acids include aromatic monocarboxylic acids with one carboxyl group and aromatic dicarboxylic acids with two carboxyl groups. Examples of aromatic monocarboxylic acids are not particularly limited, but include benzoic acid and cinnamic acid. Examples of aromatic dicarboxylic acids are not particularly limited, but include phthalic acid, isophthalic acid, and terephthalic acid.

[0072] A saturated aliphatic hydroxycarboxylic acid consists of a linear or branched saturated aliphatic hydrocarbon group, one or more carboxyl groups, and one or more hydroxyl groups, preferably having 2 to 24 carbon atoms. Among these, a saturated aliphatic hydroxycarboxylic acid having 2 to 7 carbon atoms and 1 to 5 hydroxyl groups is preferred. Examples of saturated aliphatic hydroxycarboxylic acids include saturated aliphatic hydroxymonocarboxylic acids with one carboxyl group, and saturated aliphatic hydroxydi or tricarboxylic acids with two or three carboxyl groups. A saturated aliphatic hydroxymonocarboxylic acid preferably has 2 to 20 carbon atoms, more preferably 2 to 7 carbon atoms, and even more preferably 2 to 5 carbon atoms. The number of hydroxyl groups is preferably 1 to 5. Among these, (R 29 )3C(C(R 30 ) 2) b3 COOH(b3 represents an integer from 1 to 4, and there are three R's) 29 and 2 × b³ R 30each independently represents a hydrogen atom or a hydroxyl group, and the total number of hydroxyl groups is 1 to 5. A saturated hydroxymonocarboxylic acid represented by ( ) is preferred. Specifically, although not particularly limited, for example, glycolic acid, lactic acid, glyceric acid, hydroxyacetic acid, hydroxybutyric acid, 2-hydroxydecanoic acid, 3-hydroxydecanoic acid, 12-hydroxystearic acid, dihydroxystearic acid, cerebronic acid, leucic acid, mevalonic acid, pantothenic acid, gluconic acid, galactonic acid, mannonic acid, arabinonic acid, fructuronic acid, tagaturonic acid, aldonic acid, etc. may be mentioned. The saturated aliphatic hydroxydior tricarboxylic acid preferably has 4 to 22 carbon atoms, more preferably 4 to 10 carbon atoms, and still more preferably 4 to 8 carbon atoms. The number of hydroxyl groups is preferably 1 to 3. Among them, HOOC C(R 31 R 32 )C(R 33 R 34 )C(R 35 R 36 )COOH (R 31 ~R 36 each independently represents a hydrogen atom, a hydroxyl group, or a carboxyl group, the total number of hydroxyl groups is 1 to 2, and the total number of carboxyl groups is 2 to 1. A saturated hydroxydicarboxylic acid or a saturated hydroxytricarboxylic acid represented by ( ) is preferred. As the saturated hydroxydicarboxylic acid, although not particularly limited, for example, tartronic acid, malic acid, tartaric acid, citramalic acid, etc. may be mentioned. As the saturated hydroxytricarboxylic acid, although not particularly limited, for example, citric acid, isocitric acid, etc. may be mentioned.

[0073] The unsaturated aliphatic hydroxycarboxylic acid consists of a linear or branched saturated aliphatic hydrocarbon group, one or more carboxyl groups, and one or more hydroxyl groups, and preferably has 3 to 22 carbon atoms. Specifically, although not particularly limited, for example, ricinoleic acid, ricinelaidic acid, etc. may be mentioned.

[0074] Saturated or unsaturated alicyclic hydroxycarboxylic acids consist of a non-aromatic saturated or unsaturated carbon ring, one or more carboxyl groups, and one or more hydroxyl groups, preferably having 4 to 20 carbon atoms. Among these, saturated alicyclic hydroxycarboxylic acids with a 6-membered ring skeleton having 1 to 4 hydroxyl groups are preferred. Specifically, although not particularly limited, examples include hydroxycyclohexanecarboxylic acid, dihydroxycyclohexanecarboxylic acid, quinic acid (1,3,4,5-tetrahydroxycyclohexanecarboxylic acid), shikimic acid, glucuronic acid, galacturonic acid, mannuronic acid, iduronic acid, and guluronic acid. Cyclic lactones having hydroxyl groups can also be preferably used, and specifically, although not particularly limited, examples include ascorbic acid and erythorbic acid.

[0075] Aromatic hydroxycarboxylic acids consist of an aromatic monocyclic or multiple rings, one or more carboxyl groups, and one or more hydroxyl groups, preferably having 6 to 20 carbon atoms. Among these, aromatic carboxylic acids with a benzene ring skeleton having 1 to 3 hydroxyl groups are preferred. Specifically, although not particularly limited, examples include salicylic acid, hydroxybenzoic acid, dihydroxybenzoic acid, trihydroxybenzoic acid, hydroxymethylbenzoic acid, vanillic acid, syringic acid, protocatechuic acid, gentisic acid, orceric acid, mandelic acid, benzyl acid, atrolactinic acid, floretic acid, coumaric acid, umberic acid, caffeic acid, ferulic acid, and synapic acid.

[0076] Carbonyl carboxylic acids are carboxylic acids having 3 to 22 carbon atoms and containing a carbonyl group in the molecule, with carbonyl carboxylic acids having 3 to 7 carbon atoms and containing 1 to 2 carbonyl groups being preferred. Among these, CH3((CH2) b4 CO(CH2) b5 A carbonyl carboxylic acid represented as COOH (where b4 and b5 are integers from 0 to 2) is preferred. Specifically, although not particularly limited, examples include pyruvic acid.

[0077] Alkyl ether carboxylic acid is a carboxylic acid having 2 to 22 carbon atoms with an ether group in the molecule, including polyoxyalkylene alkyl ether carboxylic acid, and preferably an alkyl carboxylic acid having 2 to 12 carbon atoms with 1 to 2 ether groups. Among them, CH3(CH2) b6 O(CH2) b7 COOH (b6 and b7 represent integers from 0 to 4.) The alkyl ether carboxylic acid and polyoxyethylene alkyl ether carboxylic acid represented by are preferred. Specifically, although not particularly limited, for example, methoxyacetic acid, ethoxyacetic acid, methoxybutyric acid, ethoxybutyric acid, etc. can be mentioned.

[0078] As the halogen carboxylic acid, a halogen carboxylic acid having 2 to 22 carbon atoms is preferred. Specifically, although not particularly limited, for example, halogen-substituted halogen carboxylic acids such as trifluoroacetic acid, trichloroacetic acid, tribromoacetic acid, pentafluoropropionic acid, pentachloropropionic acid, pentabromopropionic acid, perfluorononanoic acid, perchlorononanoic acid, perbromononanoic acid, etc. can be mentioned.

[0079] Among the carboxylic acids listed above, monocarboxylic acids are preferred from the viewpoints of ejection stability, storage stability, rub resistance of printed matter, water resistance, and compatibility with various base materials, and aliphatic monocarboxylic acids are more preferred. Examples of aliphatic monocarboxylic acids include linear or branched saturated aliphatic monocarboxylic acids and linear or branched unsaturated aliphatic monocarboxylic acids. Among them, from the viewpoint of viscosity, linear or branched unsaturated aliphatic monocarboxylic acids or branched saturated aliphatic monocarboxylic acids are preferred. Preferred examples of the number of carbon atoms of the aliphatic monocarboxylic acid for exerting the effects of the present invention are 8 or more, 10 or more, 12 or more, 14 or more, 16 or more. Also, 20 or less, 18 or less.

[0080] (B) The acid may be an oxoacid having a structure in which a hydroxyl group (-OH) and an oxo group (=O) are bonded to some atom. Examples of organic oxoacids include carboxylic acids as described above, and examples of inorganic oxoacids include halogen oxoacids such as hypochlorous acid and chlorous acid, boric acid, nitric acid, nitrite, sulfuric acid, sulfurous acid, phosphoric acid, phosphonic acid (phosphorous acid), phosphinic acid (hypophosphorous acid), etc. As inorganic oxoacids, phosphoric acid, phosphonic acid (phosphorous acid), and phosphinic acid (hypophosphorous acid) are preferred from the viewpoint of the effects of the present invention and corrosion resistance to the substrate, and phosphinic acid (hypophosphorous acid) is more preferred.

[0081] An organic ammonium salt comprising (A) an amine compound and (B) an acid can be prepared by mixing (A) an amine compound and (B) an acid. The additive of the present invention may be an organic ammonium salt comprising (A) an amine compound and (B) an acid alone, or in the form of a composition, but the amine compound and (B) an acid may be in separate dosage forms and mixed to form an organic ammonium salt when added to a printing or color coating composition containing a colorant.

[0082] In addition to the organic ammonium salt comprising (A) an amine compound and (B) an acid, the additive of the present invention may also contain other components as long as they do not impair the effects of the present invention. Other components are not particularly limited, but examples include solvents, surfactants, wetting agents, defoaming agents, surface tension modifiers, chelating agents, pH adjusters, rust inhibitors, preservatives, fungicides, antioxidants, oxygen absorbers, and the like.

[0083] The solvent is not particularly limited, but examples include water and organic solvents. These may be used individually or in combination of two or more. As for the organic solvent, water-soluble organic solvents and oil-soluble organic solvents can be used, depending on their use in aqueous compositions and oil-based compositions for printing or color coatings containing colorants, respectively.

[0084] The water-soluble organic solvent is not particularly limited, but examples include alcohol-based solvents such as glycerin, methanol, ethanol, isopropyl alcohol, propanol, butanol, and pentanol; glycol-based solvents such as ethylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, propylene glycol, polyethylene glycol, and polypropylene glycol; and acetone.

[0085] The oil-soluble organic solvent is not particularly limited, but examples include isoparaffins, hydrocarbon solvents such as toluene, methyl ethyl ketone, and ethyl acetate.

[0086] When the additive of the present invention is a composition, the amount of organic ammonium salt consisting of (A) an amine compound and (B) an acid is not particularly limited, but is preferably 20% by mass or more, more preferably 50% by mass or more, and even more preferably 90% by mass or more. If the organic ammonium salt formed from (A) an amine compound and (B) an acid in the additive of the present invention is non-volatile, the volatilization of (A) an amine compound and (B) an acid is suppressed. Therefore, even at high concentrations, there is no odor of (A) an amine compound and (B) an acid, making it useful as an additive used in printing or coloring coating compositions containing colorants. In particular, additives containing highly volatile, low molecular weight (A) an amine compound and (B) an acid suppress the odor of (A) an amine compound and (B) an acid. For example, even when the concentration of organic ammonium salt contained in the additive of the present invention is 50% by mass or more, and even more preferably 90% by mass or more, the odor of the additive itself is suppressed.

[0087] In the additive of the present invention, the molar ratio of the amine compound (A) that forms the organic ammonium salt and the acid (B) is not particularly limited, but can be, for example, 0.1:1 to 10:1. Preferably, it is 0.5:1 to 2:1, more preferably 1:2 to 1:1, and even more preferably 1:1, in order to suppress odor.

[0088] In the additives of the present invention, preferred combinations of (A) amine compound and (B) acid that form an organic ammonium salt include the following examples: • (A) amine compound is 2-amino-2-hydroxymethyl-1,3-propanediol or triethanolamine, and (B) acid is oleic acid, linoleic acid, isostearic acid, lactic acid, or phosphinic acid, with a molar ratio of 1:1. • (A) amine compound is threonine, 4-aminobutyric acid, or arginine, and (B) acid is oleic acid, linoleic acid, isostearic acid, or lactic acid, with a molar ratio of 1:1. Among the above, in particular, an organic ammonium salt in which (A) the amine compound is 2-amino-2-hydroxymethyl-1,3-propanediol and (B) the acid is oleic acid, with a molar ratio of 1:1; an organic ammonium salt in which (A) the amine compound is 2-amino-2-hydroxymethyl-1,3-propanediol and (B) the acid is isostearic acid, with a molar ratio of 1:1; an organic ammonium salt in which (A) the amine compound is triethanolamine and (B) the acid is oleic acid, with a molar ratio of 1:1; an organic ammonium salt in which (A) the amine compound is triethanolamine and (B) the acid is linoleic acid, with a molar ratio of 1:1; an organic ammonium salt in which (A) the amine compound is threonine and (B) the acid is oleic acid, with a molar ratio of 1:1; an organic ammonium salt in which (A) the amine compound is threonine and (B) the acid is oleic acid, with a molar ratio of 1:1; an amine compound (A) is an organic ammonium salt in which (B) is triethanolamine and (B) is isostearic acid, with a molar ratio of 1:1; (A) is an organic ammonium salt in which the amine compound is 2-amino-2-hydroxymethyl-1,3-propanediol and (B) is lactic acid, with a molar ratio of 1:1; (A) is an organic ammonium salt in which the amine compound is 4-aminobutyric acid and (B) is lactic acid, with a molar ratio of 1:1; (A) is an organic ammonium salt in which the amine compound is arginine and (B) is lactic acid, with a molar ratio of 1:1; (A) is an organic ammonium salt in which the amine compound is triethanolamine and (B) is phosphinic acid, with a molar ratio of 1:1; and among these, (A) is an organic ammonium salt in which (B) is a carboxylic acid, such as 2-amino-2-hydroxymethyl-1,3-propanediol, (B) an organic ammonium salt in which the acid is oleic acid and the molar ratio is 1:1, (A) an organic ammonium salt in which the amine compound is 2-amino-2-hydroxymethyl-1,3-propanediol, (B) an organic ammonium salt in which the acid is isostearic acid and the molar ratio is 1:1, (A) an organic ammonium salt in which the amine compound is triethanolamine, (B) an organic ammonium salt in which the acid is oleic acid and the molar ratio is 1:1, (A) an organic ammonium salt in which the amine compound is triethanolamine, (B) an organic ammonium salt in which the acid is linoleic acid and the molar ratio is 1:1, (A) an organic ammonium salt in which the amine compound is threonine, (B) an organic ammonium salt in which the acid is oleic acid Preferably, an organic ammonium salt is an acid with a molar ratio of 1:1, (A) the amine compound is triethanolamine, (B) the acid is isostearic acid with a molar ratio of 1:1, (A) the amine compound is 2-amino-2-hydroxymethyl-1,3-propanediol, (B) the acid is lactic acid with a molar ratio of 1:1, (A) the amine compound is 4-aminobutyric acid, (B) the acid is lactic acid with a molar ratio of 1:1, or (A) the amine compound is arginine, (B) the acid is lactic acid with a molar ratio of 1:1.

[0089] In the present invention, the organic ammonium salt may be liquid, paste-like, or solid at 25°C, but it is preferably liquid. In particular, it is preferable that the organic ammonium salt is a mixture of the amine compound of component (A) and the acid of component (B), or a salt of component (A) and component (B), in an anhydrous and hydrated state at 25°C. When it is liquid or paste-like, adhesion after operations such as dispensing is suppressed, and it has excellent operability. From this viewpoint, the freezing point of the mixture of component (A) and component (B) or the salt of component (A) and component (B) is preferably less than 100°C, more preferably less than 25°C, even more preferably less than -5°C, and most preferably less than -10°C.

[0090] (Composition for printing or color coating) The composition for printing or color coating of the present invention comprises the additives of the present invention described above and a colorant. The additives of the present invention can be used in both aqueous and oil-based compositions.

[0091] The printing or coloring coating composition of the present invention may use conventionally known compositions for components other than the additives of the present invention. The printing or coloring coating composition of the present invention includes a colorant and a solvent.

[0092] The colorant is not particularly limited, but examples include inorganic pigments and organic pigments. The additive of the present invention is particularly suitable when the colorant is a pigment.

[0093] The inorganic pigments are not particularly limited, and conventionally known aqueous compositions for printing or color coating, such as aqueous pigment inks, and oil-based compositions for printing or color coating, such as oil-based pigment inks, can be used. Specifically, examples include iron oxide, carbon black, acetylene black, (2) titanium oxide, zinc oxide, lead white, barium sulfate, red lead, lead yellow, zinc yellow, ultramarine, Prussian blue, cadmium yellow, and cobalt blue.

[0094] The organic pigment is not particularly limited, and conventionally known aqueous compositions for printing or color coating, such as aqueous pigment inks, and oil-based compositions for printing or color coating, such as oil-based pigment inks, can be used. Specifically, examples include azo dyes, polycyclic pigments (e.g., phthalocyanine pigments, perylene pigments, anthraquinone pigments, quinacudrin pigments, dioxazine pigments, indigo pigments, thioindigo pigments, etc.), dye chelates, nitro pigments, nitroso pigments, aniline black, etc.

[0095] The amount of colorant used is not particularly limited, and compositions from conventionally known printing or coloring coating compositions can be applied. However, from the viewpoint of obtaining the effects of the present invention, for example, a range of 0.1 to 30% by mass, and particularly a range of 0.5 to 10% by mass, is considered.

[0096] The solvent is not particularly limited, but examples include water and organic solvents. These may be used individually or in combination of two or more. As the organic solvent, water-soluble organic solvents and oil-soluble organic solvents can be used, depending on whether it is an aqueous composition or an oil-based composition.

[0097] The water-soluble organic solvent is not particularly limited, but examples include alcohol-based solvents such as glycerin, methanol, ethanol, isopropyl alcohol, propanol, butanol, and pentanol; glycol-based solvents such as ethylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, propylene glycol, polyethylene glycol, and polypropylene glycol; and acetone.

[0098] The oil-soluble organic solvent is not particularly limited, but examples include isoparaffins, hydrocarbon solvents such as toluene, methyl ethyl ketone, and ethyl acetate.

[0099] The printing or coloring coating composition of the present invention may contain other components in addition to the components described above. These other components are not particularly limited, but examples include surfactants, wetting agents, defoaming agents, surface tension modifiers, chelating agents, pH adjusters, rust inhibitors, preservatives, fungicides, antioxidants, oxygen absorbers, and the like.

[0100] The amount of the additive of the present invention in the printing or color coating composition of the present invention is not particularly limited, but is preferably 0.1% by mass or more, more preferably 0.5% by mass or more, and even more preferably 1% by mass or more, in terms of the organic ammonium salt contained in the additive. Furthermore, it is preferably 50% by mass or less, more preferably 30% by mass or less, and even more preferably 20% by mass or less. In addition, when it is 20% by mass or less, 10% by mass or less, 5% by mass or less, or 3% by mass or less are also preferred embodiments in that the effect of the additive can be exerted.

[0101] The additives and printing or color coating compositions of the present invention can improve the storage stability of printing or color coating compositions containing colorants, and further improve the discharge stability when used by dispensing. The abrasion resistance, water resistance, and compatibility with various substrates of printed articles and color coating articles to which the printing or color coating compositions containing colorants are applied can be improved. Therefore, it becomes possible to obtain superior printed articles and color coating articles.

[0102] From these points of view, the additives and printing or coloring coating compositions of the present invention can be suitably used in inks and paints.

[0103] In addition to being suitable for use as inkjet ink, this ink can also be suitably used for offset printing ink, gravure printing ink, screen printing ink, flexographic printing ink, marker ink, art ink, drawing ink, conductive ink, insulating ink, semiconductor ink, luminescent ink, fluorescent ink, curable ink, pressure-sensitive ink, thermosensitive ink, moisture-sensitive ink, magnetic ink, photocatalytic ink, heat-generating ink, water-repellent ink, hydrophilic ink, anti-fouling ink, adhesive ink, separation ink, barrier ink, aroma ink, security ink, fade-resistant ink, bioreactive ink, food ink, 3D printing ink, textile printing ink, ceramic ink, metal printing ink, plastic printing ink, wood printing ink, glass printing ink, leather printing ink, cosmetic ink, tattoo ink, marking ink, biosensor printing ink, medical identification ink, tissue formation ink, drug delivery ink, oral drug printing ink, and more.

[0104] Examples of paints include exterior paints, interior paints, floor paints, mold-resistant paints, antibacterial paints, stain-resistant paints, heat-insulating paints, heat-shielding paints, heat-resistant paints, heat-dissipating paints, rust-preventive paints, waterproof paints, salt-resistant paints, seawater-resistant paints, repair paints, road marking paints, reflective paints, anti-slip paints, automotive paints (primer, intermediate coat, topcoat, clear coat), weather-resistant paints, antistatic paints, insulating paints, abrasion-resistant paints, corrosion-resistant paints, chemical-resistant paints, radiation-resistant paints, impact-resistant paints, decorative paints, anti-reflective paints, scratch-resistant paints, moisture-proof paints, gas barrier paints, food-safe paints, biocompatible paints, body paints, UV-protective paints, fluorescent paints, phosphorescent paints, and art paints.

[0105] Methods for applying the printing or coloring coating composition of the present invention to a substrate include dispensing, coating, printing, immersion, spraying, transfer, injection, adsorption, and deposition. Among these, dispensing is preferred from the viewpoint of the effects of the present invention. Dispensing is not particularly limited as long as it involves supplying the printing or coloring coating composition of the present invention from a container to a nozzle and dispensing it from the nozzle opening by pressure. Conventional known nozzles, such as tubular or porous nozzles with inlet and outlet openings, can be used, and pressure can be applied by volume changes of the container or thermal expansion. Dispensing is preferably by spraying from the opening, for example, by spraying from the nozzle onto the substrate.

[0106] Printing methods using the printing or color coating composition of the present invention include inkjet printing, offset printing, gravure printing, screen printing, flexographic printing, and laser printing. Inkjet printing is a preferred embodiment.

[0107] Methods for color coating using the printing or color coating composition of the present invention include the printing method described above, as well as methods such as dispensing, coating, immersion, spraying, transfer, injection, adsorption, and deposition using the composition as a paint.

[0108] Examples of substrates that can be printed or color-coated using the printing or color-coating composition of the present invention include paper, cloth, film, resin, metal, concrete, mortar, asphalt, wood, corrugated cardboard, ceramic, glass, leather, skin, hair, fur, food, biological tissue, teeth, and the like.

[0109] When using the printing or color coating composition of the present invention as an inkjet ink composition, when printing with the inkjet ink composition, minute droplets of inkjet ink are ejected from ejection nozzles on the recording head of the inkjet recording device to record images, characters, etc., on the recording medium. The inkjet ink composition of the present invention is stored in a container such as an ink cartridge. As for the method of ejecting the ink, a method of atomizing the ink and spraying it directly onto the recording medium can be used, for example, a piezo method that imparts mechanical energy to the ink, or a thermal method that imparts thermal energy to the ink. Other than using the inkjet ink composition of the present invention, known methods can be applied to inkjet recording. The recording medium is not particularly limited, and inkjet printer paper such as coated paper or glossy paper, or polymer sheets can be used.

[0110] (Coloring Method) The additive of the present invention can improve the storage stability of a printing or color coating composition containing a colorant, and further improve the discharge stability when used by dispensing. Furthermore, the present invention can improve the abrasion resistance, water resistance, and compatibility with various substrates of printed articles and color coating articles to which the printing or color coating composition containing a colorant is applied. Accordingly, this disclosure provides a coloring method for applying the printing or color coating composition to the surface of a substrate and coloring the surface of the substrate.

[0111] (Method for improving the storage stability of a printing or color coating composition) The additive of the present invention improves the dispersibility of the colorant in a printing or color coating composition containing a colorant, resulting in excellent storage stability. Accordingly, this disclosure provides a method for improving the storage stability of a printing or color coating composition by adding the additive to a printing or color coating composition containing a colorant.

[0112] (Method for improving the discharge stability of a printing or color coating composition) According to the additive of the present invention, the dispersibility of the colorant in a printing or color coating composition containing a colorant is improved, making it possible to obtain excellent printed articles or color coating articles with good discharge stability while obtaining excellent storage stability. Accordingly, this disclosure provides a method for improving the discharge stability of a printing or color coating composition by adding the additive to a printing or color coating composition containing a colorant.

[0113] The present invention will be described in more detail below with reference to examples, but the present invention is not limited to these examples. The following components were used in the following examples and comparative examples. (Organic ammonium salts) Organic ammonium salt a1 An organic ammonium salt in which component (A) is 2-amino-2-hydroxymethyl-1,3-propanediol and component (B) is oleic acid, with a molar ratio of components (A) to (B) of 1:1 Organic ammonium salt a2 An organic ammonium salt in which component (A) is 2-amino-2-hydroxymethyl-1,3-propanediol and component (B) is isostearic acid, with a molar ratio of components (A) to (B) of 1:1 Organic ammonium salt b1 An organic ammonium salt in which component (A) is triethanolamine and component (B) is oleic acid, with a molar ratio of components (A) to (B) of 1:1 Organic ammonium salt b2 An organic ammonium salt in which component (A) is triethanolamine and component (B) is linoleic acid, with a molar ratio of components (A) to (B) of 1:1 Organic ammonium salt c1 Organic ammonium salt d1, in which component (A) is threonine and component (B) is oleic acid, with a molar ratio of (A) to (B) of 1:1 Organic ammonium salt d2, in which component (A) is triethanolamine and component (B) is isostearic acid, with a molar ratio of (A) to (B) of 1:1 Component (A) is 2-amino-2-hydroxymethyl-1,Organic ammonium salt d3 consisting of 3-propanediol, component (B) being lactic acid, and a molar ratio of components (A) to (B) of 1:1. Organic ammonium salt d4 consisting of 4-aminobutyric acid, component (B) being lactic acid, and a molar ratio of components (A) to (B) of 1:1. Component (A) is ? - Organic ammonium salt d5 consisting of arginine, component (B) being lactic acid, and a molar ratio of components (A) to (B) of 1:1 Organic ammonium salt d6 consisting of triethanolamine, component (B) being phosphinic acid, and a molar ratio of components (A) to (B) of 1:1 Organic ammonium salt d6 consisting of trimethylamine, component (B) being lactic acid, and a molar ratio of components (A) to (B) of 1:1 (Solvent) Water Ethylene glycol: Fujifilm Wako Pure Chemical Industries, Ltd. Glycerin: Fujifilm Wako Pure Chemical Industries, Ltd. Isopar® M Isoparaffinic solvent: Ando Parachemy Co., Ltd. (Pigment) Acetylene black: Fujifilm Wako Pure Chemical Industries, Ltd. Pigment Blue 15: Tokyo Chemical Industry Co., Ltd. Carbon black: Fujifilm Wako Pure Chemical Industries, Ltd. Titanium dioxide: Fujifilm Wako Pure Chemical Industries, Ltd. (Other components) Sodium polyacrylate: Fujifilm & Wako Pure Chemical Industries, Ltd. Polymethyl methacrylate: Tokyo Chemical Industry Co., Ltd. POE(6) polyglyceryl ether: Sakamoto Pharmaceutical Co., Ltd.

[0114] - Evaluation of storage stability and pigment particle size of aqueous inkjet ink compositions The inkjet ink compositions of Examples 1 to 7 and Comparative Examples 1 to 7 shown below were observed with an electron microscope immediately after preparation to confirm the particle size of the pigments, and the particle size was evaluated according to the following criteria. In addition, the inkjet ink compositions of Examples 1 to 7 and Comparative Examples 1 to 7 were left standing at room temperature for one week, and the presence or absence of separation of the inkjet ink compositions was visually confirmed, and the storage stability was evaluated according to the following criteria.

[0115] [Storage Stability] ○: Uniformly dispersed ×: Separation

[0116] [Particle Size] ◎: The particle size of the dispersed phase is smaller than that of the corresponding comparative example. ○: The particle size of the dispersed phase is the same as that of the corresponding comparative example. ×: The particle size of the dispersed phase is larger than that of the corresponding comparative example.

[0117] (Example 1) 7.9 g of water, 2.0 g of ethylene glycol, and 0.1 g of pigment (acetylene black) were mixed in a rotary-orbit mixer at 2000 rpm for 10 minutes to obtain a dispersion. 10 g of an aqueous solution of organic ammonium salt containing 1% by mass of organic ammonium salt a1 was added to the obtained dispersion and mixed again in a rotary-orbit mixer at 2000 rpm for 10 minutes to obtain the inkjet ink composition of Example 1. (Comparative Example 1) The inkjet ink composition of Comparative Example 1 was obtained in the same manner as in Example 1, except that 10 g of the aqueous solution of organic ammonium salt was replaced with 10 g of water. (Example 2) The inkjet ink composition of Example 2 was obtained in the same manner as in Example 1, except that the pigment was changed to Pigment Blue 15. (Comparative Example 2) The inkjet ink composition of Comparative Example 2 was obtained in the same manner as in Example 2, except that 10 g of the aqueous solution of organic ammonium salt was replaced with 10 g of water. (Example 3) The inkjet ink composition of Example 3 was obtained in the same manner as in Example 1, except that the pigment was changed to carbon black. (Comparative Example 3) The inkjet ink composition of Comparative Example 3 was obtained in the same manner as in Example 3, except that 10 g of the organic ammonium salt aqueous solution was replaced with 10 g of water. (Example 4) 17.8 g of water, 1.0 g of glycerin, and 0.2 g of pigment (carbon black) were mixed in a rotary-orbit mixer at 2000 rpm for 10 minutes to obtain a dispersion. 1 g of a glycerin solution of organic ammonium salt containing 20% ​​by mass of organic ammonium salt a1 was added to the obtained dispersion, and the mixture was mixed again in a rotary-orbit mixer at 2000 rpm for 10 minutes to obtain the inkjet ink composition of Example 4. (Comparative Example 4) The inkjet ink composition of Comparative Example 4 was obtained in the same manner as in Example 4, except that the glycerin solution of organic ammonium salt was replaced with glycerin. (Example 5) 16 g of water, 1.0 g of glycerin, and 2.0 g of pigment (carbon black) were mixed in a rotary-orbit mixer at 2000 rpm for 10 minutes to obtain a dispersion. To the obtained dispersion, 1 g of a glycerin solution of organic ammonium salt containing 20% ​​by mass of organic ammonium salt a1 was added, and the mixture was mixed again in a rotary-orbit mixer at 2000 rpm for 10 minutes to obtain the inkjet ink composition of Example 5.(Comparative Example 5) The inkjet ink composition of Comparative Example 5 was obtained in the same manner as in Example 5, except that the glycerin solution of the organic ammonium salt was replaced with glycerin. (Example 6) 7.6 g of water, 0.4 g of sodium polyacrylate, and 2.0 g of pigment (titanium dioxide) were mixed in a rotary-orbit mixer at 2000 rpm for 10 minutes to obtain a dispersion. 9 g of water and 1 g of a glycerin solution of organic ammonium salt containing 20% ​​by mass of organic ammonium salt a1 were added to the obtained dispersion, and the mixture was mixed again in a rotary-orbit mixer at 2000 rpm for 10 minutes to obtain the inkjet ink composition of Example 6. (Comparative Example 6) The inkjet ink composition of Comparative Example 6 was obtained in the same manner as in Example 6, except that the glycerin solution of the organic ammonium salt was replaced with glycerin. (Example 7) 8.0 g of water and 2.0 g of pigment (titanium dioxide) were mixed in a rotary-orbit mixer at 2000 rpm for 10 minutes to obtain a dispersion. To the obtained dispersion, 9 g of water and 1 g of a glycerin solution of organic ammonium salt containing 20% ​​by mass of organic ammonium salt a1 were added, and the mixture was again stirred in a rotary-orbit mixer at 2000 rpm for 10 minutes to obtain the inkjet ink composition of Example 7. (Comparative Example 7) The same procedure was followed as in Example 7, except that the glycerin solution of organic ammonium salt was replaced with glycerin to obtain the inkjet ink composition of Comparative Example 7.

[0118] The results of the above evaluation are shown in Tables 1A and 1B. Examples 1 to 7 showed high storage stability without separation even after one week. On the other hand, comparative examples 1 to 7 were observed to have separated into two layers. Furthermore, it was confirmed that Examples 1 to 7 had particle sizes equivalent to or finer than comparative examples 1 to 7. In other words, the addition of the organic ammonium salt of the present invention improved the dispersibility of the aqueous inkjet ink composition and showed excellent storage stability.

[0119] EG: Ethylene glycol, GLY: Glycerin, AB: Acetylene black, PB15: Pigment Blue 15, CB: Carbon black

[0120] GLY: Glycerin CB: Carbon Black

[0121] - Evaluation of storage stability and particle size of pigments of oil-based inkjet ink compositions The inkjet ink compositions of Examples 8 and 9 and Comparative Examples 8 and 9 shown below were prepared, and their storage stability and particle size were evaluated as described above. (Example 8) 19.7 g of Isopar M (isoparaffin-based solvent) and 0.3 g of pigment (acetylene black) were mixed in a rotary-orbit mixer at 2000 rpm for 10 minutes to obtain a dispersion. 10 g of an organic ammonium salt / Isopar M mixture containing 3% by mass of organic ammonium salt a1 was added to the obtained dispersion, and the mixture was mixed again in a rotary-orbit mixer at 2000 rpm for 10 minutes to obtain the inkjet ink composition of Example 8. (Comparative Example 8) The inkjet ink composition of Comparative Example 8 was obtained in the same manner as in Example 8, except that the organic ammonium salt / Isopar M mixture was replaced with Isopar M. (Example 9) 9.7 g of Isopar M and 0.3 g of pigment (Pigment Blue 15) were mixed in a rotary-orbit mixer at 2000 rpm for 10 minutes to obtain a dispersion. 10 g of an organic ammonium salt / Isopar M mixture containing 3% by mass of organic ammonium salt a1 was added to the obtained dispersion and mixed again in a rotary-orbit mixer at 2000 rpm for 10 minutes to obtain the inkjet ink composition of Example 9. (Comparative Example 9) The same procedure was followed as in Example 9, except that the organic ammonium salt / Isopar M mixture was replaced with Isopar M to obtain the inkjet ink composition of Comparative Example 9.

[0122] Table 2 shows the results of the above evaluation. Examples 8 and 9 showed high storage stability without separation even after one week. On the other hand, comparative examples 8 and 9 were observed to have separated into two layers. Furthermore, it was confirmed that Examples 8 and 9 had particle sizes equivalent to or finer than comparative examples 8 and 9. In other words, the addition of the organic ammonium salt of the present invention improved the dispersibility of the oil-based inkjet ink composition and showed excellent storage stability.

[0123] AB: Acetylene Black PB15: Pigment Blue 15

[0124] - Evaluation of the dispersibility of oil-based inkjet ink compositions The inkjet ink compositions of Examples 10, 11, and Comparative Example 10 shown below were prepared, and the separation of the ink compositions immediately after dispersion was visually confirmed to evaluate their dispersibility according to the following criteria. [Dispersibility] ○: Uniformly dispersed ×: Separated

[0125] (Example 10) 5.0 g of pigment (Pigment Blue 15) and 5.0 g of polymethyl methacrylate were mixed, and 10 g of organic ammonium salt b1 consisting of triethanolamine / oleic acid, 20 g of POE(6) polyglyceryl ether, and 60 g of Isopar M were added to a rotary-orbit mixer and mixed 10 times at 2000 rpm for 10 minutes to obtain the inkjet ink composition of Example 10. (Example 11) The inkjet ink composition of Example 11 was obtained in the same manner as in Example 10, except that organic ammonium salt b1 (triethanolamine / oleic acid) was changed to organic ammonium salt b2 (triethanolamine / linoleic acid). (Comparative Example 10) The inkjet ink composition of Comparative Example 10 was obtained in the same manner as in Example 10, except that organic ammonium salt b1 (triethanolamine / oleic acid) was not added and Isopar M was changed to 70 g.

[0126] The results of the above evaluation are shown in Table 3. Examples 10 and 11 dispersed uniformly, but Comparative Example 10 separated into two layers. It was confirmed that the dispersibility of the oil-based inkjet ink composition was improved by adding organic ammonium salts b1 and b2.

[0127] PB15: Pigment Blue 15

[0128] - Evaluation of storage stability and ejection stability of inkjet ink compositions The storage stability of the inkjet ink compositions was evaluated by visually checking for precipitation immediately after preparation or after standing at room temperature for two months under the conditions of Examples 12-15 and Comparative Examples 11-14 shown below, according to the following criteria. In addition, the following ejection stability test was performed using an inkjet printer. [Storage Stability] ○: No precipitation ×: Precipitation present [Ejection Stability Test] Pattern printing was performed using a commercially available inkjet printer (PIXUS TS6330, manufactured by Canon Inc.) with the inkjet ink compositions of Examples 12-15 and Comparative Examples 11-14. The percentage of grids with no missing cells among the 480 grids obtained by pattern printing was calculated. In addition, the inkjet ink compositions of Examples 12-15 and Comparative Examples 11-14 were left to stand at room temperature for two months, and the same pattern printing was performed using the inkjet ink compositions after standing, and the percentage of grids with no missing cells was calculated in the same manner.

[0129] (Examples 12-15) An inkjet ink composition was obtained by adding 1.0% by mass of organic ammonium salt a1, a2, b1, or c1 to a commercially available refillable inkjet ink (for BCI-381: manufactured by ELECOM). (Comparative Example 11) A commercially available refillable inkjet ink (for BCI-381: manufactured by ELECOM) was used as an inkjet ink composition without adding the above organic ammonium salts. (Comparative Examples 12-14) An inkjet ink composition was obtained by adding 1.0% by mass of oleic acid, the amine of organic ammonium salt a1, a2 (2-amino-2-hydroxymethyl-1,3-propanediol), or the amine of organic ammonium salt c1 (threonine) to a commercially available refillable inkjet ink (for BCI-381: manufactured by ELECOM) without adding the above organic ammonium salts.

[0130] The results of the above evaluation are shown in Table 4. The inkjet ink compositions of Examples 12-15 and Comparative Example 11 showed no precipitation even after two months, demonstrating high storage stability. On the other hand, precipitation was observed in the inkjet ink compositions of Comparative Examples 12-13 after two months. Furthermore, the threonine of Comparative Example 14 did not dissolve even when added to commercially available refill inkjet ink. The inkjet ink compositions of Examples 12-15 maintained their ejection stability even after two months, regardless of whether organic ammonium salts a1, a2, b1, or c1 were added. On the other hand, the ejection stability of Comparative Examples 11-13 decreased after two months.

[0131]

[0132] - Evaluation of storage stability and pigment particle size of aqueous inkjet ink compositions Examples 16 to 33 shown below were observed with an electron microscope immediately after preparation to confirm the pigment particle size, and the particle size was evaluated according to the following criteria. In addition, the inkjet ink compositions of Examples 16 to 33 were left standing at room temperature for one week, and the presence or absence of separation of the inkjet ink compositions was visually confirmed, and the storage stability was evaluated according to the following criteria.

[0133] [Storage stability] ◎: Dispersion ○: Partial separation ×: Separation

[0134] [Particle Size] ◎: The particle size of the dispersed phase is significantly smaller than that of the corresponding comparative example. ○: The particle size of the dispersed phase is smaller than that of the corresponding comparative example. △: The particle size of the dispersed phase is the same as that of the corresponding comparative example. ×: The particle size of the dispersed phase is larger than that of the corresponding comparative example.

[0135] (Examples 16-21) 7.9 g of water, 2.0 g of ethylene glycol, and 0.1 g of pigment (Pigment Blue 15) were mixed in a rotary-orbit mixer at 2000 rpm for 10 minutes to obtain a dispersion. To the obtained dispersion, 10 g each of an aqueous solution of organic ammonium salts containing 1% by mass of organic ammonium salts c1, d1, d2, d3, d4, and d5 was added, and the mixture was again mixed in a rotary-orbit mixer at 2000 rpm for 10 minutes to obtain the inkjet ink compositions of Examples 16-20. (Comparative Example 15) The inkjet ink composition of Comparative Example 15 was obtained in the same manner as in Examples 16-21, except that the organic ammonium salt was changed to organic ammonium salt d6. (Examples 22-27) The inkjet ink compositions of Examples 22-27 were obtained in the same manner as in Examples 16-21, except that the pigment was changed to carbon black. (Comparative Example 16) The inkjet ink composition of Comparative Example 16 was obtained in the same manner as in Examples 22 to 27, except that the organic ammonium salt was replaced with organic ammonium salt d6. (Examples 28, 29) 17.8 g of water, 1.0 g of glycerin, and 0.2 g of pigment (carbon black) were mixed in a rotary-orbit mixer at 2000 rpm for 10 minutes to obtain a dispersion. 1 g of glycerin solution of organic ammonium salts containing 20% ​​by mass of organic ammonium salts c1 and d1 was added to the obtained dispersion, and the mixture was again mixed in a rotary-orbit mixer at 2000 rpm for 10 minutes to obtain the inkjet ink compositions of Examples 28 and 29. (Examples 30 to 33) The inkjet ink compositions of Examples 30 to 33 were obtained in the same manner as in Example 26, except that the glycerin solution of organic ammonium salts was replaced with 0.4 g of aqueous solution containing 50% of organic ammonium salts d2, d3, d4, and d5, and 0.6 g of glycerin, respectively. (Comparative Example 17) The inkjet ink composition of Comparative Example 17 was obtained in the same manner as in Examples 30 to 33, except that the organic ammonium salt was replaced with organic ammonium salt d6.

[0136] The results of the above evaluation are shown in Tables 5A to 5C. Examples 16 to 33 showed high storage stability without separation even after one week. It was also confirmed that Examples 16 to 33 had particle sizes equivalent to or finer than Comparative Examples 1 to 7 and 15 to 17. Comparing Example 19 with Comparative Example 15, Example 25 with Comparative Example 16, and Example 31 with Comparative Example 17, it was confirmed that Examples 19, 25, and 31 had finer particle sizes. It was suggested that the presence of a hydroxyl group in component (A) facilitates interaction with the pigment, improving dispersibility and providing a significant advantage in terms of dispersibility. In other words, the addition of the organic ammonium salt of the present invention improved the dispersibility of the aqueous inkjet ink composition and demonstrated excellent storage stability.

[0137] EG: Ethylene glycol, GLY: Glycerin, PB15: Pigment Blue 15, CB: Carbon black

[0138] - Evaluation of storage stability and ejection stability of inkjet ink compositions The storage stability of the inkjet ink compositions was evaluated by visually checking for precipitation immediately after preparation or after standing at room temperature for two months under the conditions of Examples 34 to 38 shown below, according to the following criteria. In addition, the following ejection stability test was performed using an inkjet printer. [Storage Stability] ○: No precipitation ×: Precipitation present [Ejection Stability Test] Pattern printing was performed using a commercially available inkjet printer (PIXUS TS6330, manufactured by Canon Inc.) with the inkjet ink compositions of Examples 34 to 38. The percentage of grids with no missing cells among the 480 grids obtained by pattern printing was calculated. In addition, the inkjet ink compositions of Examples 34 to 38 were left to stand at room temperature for two months, and the same pattern printing was performed using the inkjet ink compositions after standing, and the percentage of grids with no missing cells was calculated in the same manner.

[0139] (Examples 34-38) An inkjet ink composition was obtained by adding 1.0% by mass of organic ammonium salts d1, d2, d3, d4, or d5 to a commercially available refill inkjet ink (for BCI-381: manufactured by ELECOM). (Comparative Example 18) An inkjet ink composition of Comparative Example 18 was obtained in the same manner as in Examples 34-38, except that the organic ammonium salt was changed to organic ammonium salt d6.

[0140] The results of the above evaluation are shown in Table 6. The inkjet ink compositions of Examples 34 to 38 showed no precipitation even after two months, demonstrating high storage stability. The inkjet ink compositions of Examples 34 to 37 showed no chipping even after two months, maintaining high ejection stability. The inkjet ink composition of Example 38 showed minimal chipping even after two months, maintaining ejection stability. On the other hand, the inkjet ink composition of Comparative Example 18 showed decreased ejection stability after two months. Comparing Example 36 with Comparative Example 18, it was confirmed that Example 36 showed less chipping. This suggests that having a hydroxyl group in component (A) has a significant positive effect on storage stability.

[0141]

[0142] - Abrasion resistance and water resistance test of inkjet ink compositions 100 μL of the inkjet ink compositions of Examples 39 to 47 was applied to plain paper A using a bar coater (No. 10). After drying, a clean piece of plain paper B was placed on top, and a 1 kg weight (base 2.5 cm x 5 cm) was placed on top of that, and plain paper B was slid back and forth five times. The density of the ink before and after sliding was analyzed using the image analysis software ImageJ, and abrasion resistance was evaluated according to the following criteria. In addition, after drying, the paper was rubbed three times with a cotton swab moistened with water, and the density of the ink before and after rubbing was analyzed using the image analysis software ImageJ, and water resistance was evaluated according to the following criteria. [Abrasion resistance and water resistance test] ◎: Color fading is much less than that of ink without additives ○: Color fading is less than that of ink without additives △: Color fading is the same as that of ink without additives ×: Color fading is more than that of ink without additives

[0143] (Examples 39-47) An inkjet ink composition was obtained by adding 1.0% by mass of organic ammonium salts a1, a2, b1, c1, d1, d2, d3, d4, or d5 to a commercially available refill inkjet ink (for BCI-380: manufactured by ELECOM). (Comparative Example 19) An inkjet ink composition of Comparative Example 19 was obtained in the same manner as in Examples 39-47, except that the organic ammonium salt was changed to organic ammonium salt d6.

[0144] The results of the above evaluation are shown in Table 7. The inkjet ink compositions of Examples 39 to 47 showed high abrasion resistance and water resistance equivalent to or better than that of inks without additives. In particular, the inkjet ink compositions of Examples 39 to 46 showed high abrasion resistance and water resistance. Comparing Example 45 with Comparative Example 19, high abrasion resistance and water resistance were confirmed in Example 45. It was suggested that the presence of a hydroxyl group in component (A) interacts with cellulose, the main component of paper, improving abrasion resistance and water resistance, and thus acting advantageously in terms of abrasion resistance and water resistance.

[0145]

[0146] - Compatibility of ink compositions with each substrate One drop of the inkjet ink compositions of Examples 48 to 55 was placed on cloth (100% cotton) or metal (aluminum foil), and the degree of adhesion was visually observed. The compatibility with each substrate was evaluated according to the following criteria. [Compatibility with substrate] ◎: No droplet repulsion, better adhesion than ink without additives ○: Compatibility equivalent to ink without additives

[0147] (Examples 48-55) An ink composition was obtained by adding 1.0% by mass of organic ammonium salts a1, a2, b1, c1, d1, d2, d3, or d4 to a commercially available refill inkjet ink (for BCI-380: manufactured by ELECOM).

[0148] The results of the above evaluation are shown in Table 8. The ink compositions of Examples 48 to 55 showed compatibility with fabric or metal that was equal to or better than that of inks without additives. In particular, the ink compositions of Examples 48 to 52 and 54 showed good compatibility.

[0149]

[0150] The results from Tables 1 to 8 above show that the organic ammonium salt, consisting of (A) an amine compound and (B) an acid, improves dispersibility when added to printing or color coating compositions containing colorants, resulting in excellent storage stability and good discharge stability. Furthermore, it was confirmed that the printed material exhibits high abrasion resistance and water resistance, and has good compatibility with substrates other than paper. Thus, it has been demonstrated that this additive is useful for a wide range of applications when used in printing or color coating compositions containing colorants.

[0151] The additives and compositions shown in this example are not limited to inkjet applications, but can be suitably used for printing or colored coatings containing various colorants, based on the results above. The properties of the organic ammonium salt at 25°C are shown below.

[0152]

[0153] Note 1 An additive used in a printing or color coating composition containing a colorant, wherein (A) an amine compound and (B) an acid are organic ammonium salts, and the (A) amine compound is of the following formula (I) or (II): (In the formula, R ａ Each independently represents a linear or branched hydroxy hydrocarbon group having one or more hydroxyl groups and having 1 to 22 carbon atoms, R ｂ Each of these independently represents a hydrogen atom or a hydrocarbon group having 1 to 3 carbon atoms, and c represents an integer from 1 to 3. (In the formula, R １ R represents a monovalent or divalent hydrocarbon group having 1 to 22 carbon atoms, which may have substituents. ２ Each of these independently represents a monovalent or divalent hydrocarbon group having 1 to 22 carbon atoms, which may have a hydrogen atom or a substituent. ３ R represents a divalent hydrocarbon group having 1 to 22 carbon atoms, which may have substituents, where l is 0 to 2, m is 0 to 2, and n is 0 or 1. １ and R ２Additives comprising an organic ammonium salt represented by ) which may together form a ring having 3 to 22 carbon atoms. X represents a hydrogen atom or a monovalent cation. Note 2 Additive according to Note 1, wherein the (B) acid is an oxo acid. Note 3 Additive according to Note 1 or 2, wherein the (B) acid is a monocarboxylic acid. Note 4 Additive according to any one of Notes 1 to 3, wherein the (B) acid is an aliphatic monocarboxylic acid. Note 5 Additive according to any one of Notes 1 to 4, wherein the colorant is a pigment. Note 6 Additive according to any one of Notes 1 to 5, wherein the printing or coloring coating composition containing the colorant is applied to a substrate by discharge. Note 7 Additive according to Note 6, wherein the discharge is spray from a nozzle. Note 8 Additive according to any one of Notes 1 to 7, which is for inkjet ink. Note 9 Printing or coloring coating composition comprising the additive and colorant according to any one of Notes 1 to 8. Note 10 The printing or color coating composition according to Note 9, wherein the amount of the additive is 20% by mass or less in terms of the organic ammonium salt. Note 11 A coloring method comprising applying the printing or color coating composition according to Note 9 to the surface of a substrate to color the surface of the substrate. Note 12 A method for improving the storage stability of a printing or color coating composition by adding the additive according to any one of Notes 1 to 8 to the printing or color coating composition containing a colorant. Note 13 A method for improving the discharge stability of a printing or color coating composition by adding the additive according to any one of Notes 1 to 8 to the printing or color coating composition containing a colorant for application to a substrate by discharge.

Claims

An additive used in printing or color coating compositions containing colorants, (A) an amine compound and (B) an acid, an organic ammonium salt, The aforementioned (A) amine compound is of the following formula (I) or (II): (In the formula, R a Each independently represents a linear or branched hydroxy hydrocarbon group having one or more hydroxyl groups and having 1 to 22 carbon atoms, R b Each of these independently represents a hydrogen atom or a hydrocarbon group having 1 to 3 carbon atoms, and c represents an integer from 1 to 3. (In the formula, R 1 R represents a monovalent or divalent hydrocarbon group having 1 to 22 carbon atoms, which may have substituents. 2 Each of these independently represents a monovalent or divalent hydrocarbon group having 1 to 22 carbon atoms, which may have a hydrogen atom or a substituent. 3 R represents a divalent hydrocarbon group having 1 to 22 carbon atoms, which may have substituents, where l is 0 to 2, m is 0 to 2, and n is 0 or 1. 1 and R 2 These may combine to form a ring with 3 to 22 carbon atoms. (X represents a hydrogen atom or a monovalent cation.) An additive containing an organic ammonium salt represented by [the specified formula]. 　 The additive according to claim 1, wherein the acid (B) is an oxoacid. 　 The additive according to claim 1, wherein the acid (B) is a monocarboxylic acid. 　 The additive according to claim 1, wherein the (B) acid is an aliphatic monocarboxylic acid. 　 The additive according to claim 1, wherein the coloring agent is a pigment. 　 The additive according to claim 1, wherein the printing or color coating composition containing the colorant is applied to a substrate by dispensing. 　 The additive according to claim 6, wherein the discharge is a spray from a nozzle. 　 The additive according to claim 1, for use with inkjet ink. 　 A composition for printing or color coating comprising the additive and colorant described in any one of claims 1 to 8. 　 The printing or coloring coating composition according to claim 9, wherein the amount of the additive is 20% by mass or less in terms of the organic ammonium salt. 　 A coloring method comprising applying the printing or coloring coating composition described in claim 9 to the surface of a substrate to color the surface of the substrate. 　 A method for improving the storage stability of a printing or colored coating composition, comprising adding an additive according to any one of claims 1 to 8 to the printing or colored coating composition containing a colorant. 　 A method for improving the discharge stability of a printing or coloring coating composition, comprising adding an additive according to any one of claims 1 to 8 to a printing or coloring coating composition containing a colorant for application to a substrate by discharge.

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