MXPA97009969A - Compositions of pigmen - Google Patents
Compositions of pigmenInfo
- Publication number
- MXPA97009969A MXPA97009969A MXPA/A/1997/009969A MX9709969A MXPA97009969A MX PA97009969 A MXPA97009969 A MX PA97009969A MX 9709969 A MX9709969 A MX 9709969A MX PA97009969 A MXPA97009969 A MX PA97009969A
- Authority
- MX
- Mexico
- Prior art keywords
- resin
- ink
- pigment
- ester
- use according
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title description 8
- 239000011347 resin Substances 0.000 claims abstract description 52
- 229920005989 resin Polymers 0.000 claims abstract description 52
- 239000000049 pigment Substances 0.000 claims abstract description 28
- 150000002148 esters Chemical class 0.000 claims abstract description 22
- 238000007639 printing Methods 0.000 claims abstract description 13
- 239000003086 colorant Substances 0.000 claims abstract description 3
- 239000002253 acid Substances 0.000 claims description 8
- PEDCQBHIVMGVHV-UHFFFAOYSA-N glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 6
- 150000001298 alcohols Chemical class 0.000 claims description 4
- WXZMFSXDPGVJKK-UHFFFAOYSA-N 2,2-bis(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 3
- 229920005862 polyol Chemical class 0.000 claims description 3
- 150000003077 polyols Chemical class 0.000 claims description 3
- 239000002023 wood Substances 0.000 claims description 2
- 238000007323 disproportionation reaction Methods 0.000 claims 1
- 229920000591 gum Polymers 0.000 claims 1
- 238000005984 hydrogenation reaction Methods 0.000 claims 1
- 238000006116 polymerization reaction Methods 0.000 claims 1
- 239000000976 ink Substances 0.000 description 39
- 239000000243 solution Substances 0.000 description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- -1 aliphatic alcohols Chemical class 0.000 description 7
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Natural products OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 6
- 239000000725 suspension Substances 0.000 description 6
- 150000007513 acids Chemical class 0.000 description 5
- 239000000654 additive Substances 0.000 description 5
- 239000011780 sodium chloride Substances 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 239000002966 varnish Substances 0.000 description 4
- 238000007792 addition Methods 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 239000003981 vehicle Substances 0.000 description 3
- LPXPTNMVRIOKMN-UHFFFAOYSA-M Sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N fumaric acid Chemical compound OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- 239000011976 maleic acid Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- 238000000518 rheometry Methods 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- LTPSRQRIPCVMKQ-UHFFFAOYSA-N 2-amino-5-methylbenzenesulfonic acid Chemical compound CC1=CC=C(N)C(S(O)(=O)=O)=C1 LTPSRQRIPCVMKQ-UHFFFAOYSA-N 0.000 description 1
- RBTKNAXYKSUFRK-UHFFFAOYSA-N Heliogen blue Chemical compound [Cu].[N-]1C2=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=NC([N-]1)=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=N2 RBTKNAXYKSUFRK-UHFFFAOYSA-N 0.000 description 1
- 235000009421 Myristica fragrans Nutrition 0.000 description 1
- 206010062080 Pigmentation disease Diseases 0.000 description 1
- 230000000996 additive Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminum Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 239000002280 amphoteric surfactant Substances 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L cacl2 Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 159000000007 calcium salts Chemical class 0.000 description 1
- 125000004432 carbon atoms Chemical group C* 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 125000000853 cresyl group Chemical class C1(=CC=C(C=C1)C)* 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- 235000021388 linseed oil Nutrition 0.000 description 1
- 239000000944 linseed oil Substances 0.000 description 1
- 239000001115 mace Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000010907 mechanical stirring Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 239000001053 orange pigment Substances 0.000 description 1
- 239000006174 pH buffer Substances 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 230000019612 pigmentation Effects 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 239000001054 red pigment Substances 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000002194 synthesizing Effects 0.000 description 1
- 239000003491 tear gas Substances 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
Abstract
The present invention provides the use of a resin pigment in which from 10 to 100% of the resin proportion of the product is a resin ester, as a colorant in a lithographic printing ink.
Description
Pigment Compositions The present invention relates to pigment compositions suitable for use in lithographic printing inks. Pigment compositions, for use in the manufacture of lithographic printing inks, typically contain additives to improve the wetting and dispersion characteristics of the pigment in the ink vehicle. You can also modify other ink properties such as rheology and brightness. Such additives are usually resins and modified resins such as, for example, hydrogenated resins, disproportionated resins and maleic acid resins. These are normally incorporated as their aqueous solutions in dilute alkali during the pigment synthesis, then precipitated with the pigment by the addition of acid, a metal salt, eg, calcium salt, aluminum or amine / quaternary ammonium. However, with the arrival of the replacement, for ecological reasons, of the lower aliphatic alcohols in the traditional ink fountain solutions, for example, glycols, surfactants, etc., said pigment additives as described above, may interfere with the lithographic printing process, interrupting the delicate aqueous / non-aqueous balance of the ink source and ink solutions, influencing the pH instability of the ink source. Therefore, when such pigments are used in lithographic inks it is found that the pH of the ink source solution is significantly raised, e.g., from about 5 to about 7 or even higher. When this happens, the ink and the temp source solution begin to mix and this results in poorer printing performance, e.g., printing definition, especially when using modern fast printing presses. This phenomenon has been known for a few years and the use of an oil-soluble pH buffer has been proposed to reduce the pH change in EP0315844. We have now found that the undesirable pH upshift of the solution that provides the ink can be significantly reduced or even eliminated by replacing traditionally used acids and resin salts with resins in which the carboxylic acid group (s) they have been reacted partially or completely with alcohols, polyols or phenols to form insoluble resin esters. The resultant pigment compositions, as well as being easily incorporated into the lithographic ink, impart improved printing properties to the ink characterized by better ink source / balance balance, reduced ink fountain pH change and, consequently, better transfer of ink and print definition. The resin esters do adversely affect the color properties of the pigment and can improve said properties by rheology and gloss. Accordingly, the present invention provides the use of a resin pigment in which from 10 to 100%, preferably from 40 to 100% by weight of the resin proportion of the product is a resin ester, as a colorant in a lithographic printing ink. The base pigments to which this invention refers are any of those that can be employed in lithographic inks, e.g., azo lacquer pigments such as Red Pigments 48, 52, 53, 57, diarylide pigments such as Pigments. Yellows 12, 13, 14 and orange pigment 34 and phthalocyanines such as Pigment Blue 15: 3. The resin esters used can be, for example, esters of resin acids, or of modified resin acids (hydrogenated, disproportionate, maleated, polymerized, phenolic modified). The alcohols used for esterification can usually have from 1 to 20 carbon atoms and can optionally be substituted with said groups as halogen, e.g. chlorine, or amino groups. Suitable polyols can have from 2 to 10 OH groups such as glycerol and pentaerythritol. Suitable phenols include phenol and cresol by themselves. Optionally, other additives such as surface active agents can be added to help synthesize the pigment according to known technology. Such agents may include nonionic, anionic, amphoteric and cationic surfactants, eg, ethoxylated alcohols, phenyls, acids, amines, resins and salts of modified resin acids, alkyl sulphates, alkyl sulfosuccinates, arylalkyl aryl sulfonic acids. , amine salts and quaternary ammonium. However, care must be taken to choose the type and quantity of said auxiliaries to ensure that their use does not negate the value of the main additive, the resin ester. The pigment product is used in a lithographic ink. Vehicles for such inks include aromatic petroleum hydrocarbon resins, alkali refined linseed oil, pentaerythritol esters of phenolic modified resins, maleic acid modified ester ester and mixtures thereof with each other and with wood. The invention also provides a lithographic printing ink, comprising a lithographic printing ink vehicle, a resin pigment in which from 10 to 100%, preferably 40 to
100% by weight of the resin proportion of the product is a resin ester. The invention is illustrated by the following Examples. Example 1 35.9 g of 4-amino-toluene-3-sulfonic acid (98.2%) are dissolved in 26.5 ml of water using 16.2 g of 47% sodium hydroxide liquor with stirring. The temperature of the solution is reduced to 0-5 ° C by the addition of ice before adding 12.2 g of sodium nitrite which was previously dissolved in 50 l of water. 38 ml of concentrated hydrochloric acid (35%) was added to the solution with stirring to form the diazo salt. The volume of the suspension was adjusted to 750 ml at 0-5 ° C by the addition of ice. The diazo component was added to the resin / resin ester / BONA suspension for a period of 40 minutes with mechanical stirring and maintaining a temperature of 0-5 ° C and pH of 10.8-11. After the coupling process was complete, the suspension was stirred for an additional 15 minutes to the above conditions before adding 33.2 g of calcium chloride (80%). The suspension was maintained under the above conditions for 30 minutes in order to ensure complete lacquering. The pH of the suspension was adjusted to 7.0 using dilute hydrochloric acid (10%) before heating with steam to 80CC. The suspension is rinsed at 65 ° C and the free salt is filtered and washed. The product is dried overnight at 90 ° C before grinding it to a powder. 20g of the finished powder is incorporated into 80g of ink varnish consisting of 1 part distillate (known as PKWF 4/7 New and supplied by Halterman), 2 part resin (known as Sparkle 93 and supplied by Lawter International) and 3.25 parts of hard gelled resin (known as Luminex 55 and supplied by Lawter International). The mixing is carried out on the back rollers of a Buhler SDY-200 mill at 23 ° C and pressure of 10 bar for 5 minutes. The mixture that is then provided with 3x10 bar, passes over the three roller mill at 23 ° C (with 2 minutes of mixing with the rear rollers between each pass) before it is allowed to drop to 18% pigmentation using an apparatus of mace crusher, with more ink varnish. The sample observes comparable color resistance, significantly improved brightness and improved low shear flow when compared to a normal pigment (free resin ester) described in Example 4. The effect of this ink on the pH decrease of a solution The ink souused in a lithographic printing process is evaluated according to the following method. 50 of the ink are placed in a plastic container together with 150 ml of normal ink fountain solution (Fountsol F5, supplied by Inkland Ltd) and a double-vane mixer VOSS is used to stir the mixture (150 ml) for one 1 hour period. The ink sousolution is separated from the ink and the pH is measured. The results are recorded in Table 1. This sample observes a significantly better decrease in pH compared to an ink comprising a resin-free pigment (Example 4): Example 2 A pigment was prepared as in Example 1 except 3.8 g of the Recoldis A resin is solubilized with 1.04 g of sodium hydroxide liquor (47%) and a 30.4 g dispersion of Tacolyn 153 resin ester is used. When incorporated into a hot ink varnish and test as in Example 1, this sample observes equivalent color strength, significantly improved brightness, low shear flow and reduced pH change (table 1) when compared to an ink comprising a resin-free pigment (Example 4) ).
Example 3 A pigment was prepared as in Example 1, except that Recoldis A resin was not used, but instead 38g of the Tacolyn 153 ester resin dispersion (50% w / w) was incorporated into the product. When this powder was incorporated into a hot varnish as in Example 1, the final ink shows equivalent strength and significantly improved gloss, low shear flow and reduced pH change (Table 1) when compared to an ink comprising a pigment free of resin ester (Example 4). Example 4 A pigment was prepared as in Example 1, except that
19 g of Recoldis A resin was solubilized with 5.2 g of sodium hydroxide liquor (47%) and no resin ester was incorporated into the product. The pH change results from ink prepared as in Example 1, but the use of this product is recorded in Table 1. Table 1. The pH change of the ink fountain solution after shaking with the ink for one hour using a double-vane mixer VOSS: Example 1 Example 2 Example 3 Example 4 Initial pH 4.6 4.6 4.6 4.6 Final pH 5.8 5.7 5.7 7.6 Change + 1.2 + 1.1 +1.1 +3.0
Claims (3)
- CLAIMS 1. The use of a resin pigment in which from 10 to 100% by weight of the resinated proportion of the product of a resin ester, as a colorant in a lithographic printing ink.
- 2. The use according to claim 1, wherein from 40 to 100% by weight of the resin proportion of the product is a resin ester. 3. The use according to claim 1 or 2, wherein the resin ester is derived from a resin by esterifying free acid groups on the resin with an optionally substituted alcohol or polyol. 4. The use according to claim 3, wherein the queen is a wood resin, a gum resin, a bait oil resin or a product derived from any of these by hydrogenation, disproportionation or polymerization. 5. The use according to claim 3 or 4, wherein the resin ester is derived from a resin by esterifying free acid groups on the resin with glycerol or pentaerythritol. 6. A lithographic ink comprising an ink vehicle and a resin pigment as defined in any of the preceding claims. The use according to claim 1, substantially as described above with reference to any of the above Examples 1 to 3. 8. A lithographic ink substantially as described above with reference to any of the above Examples 1 to
- 3.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB9625758.9 | 1996-12-10 | ||
GBGB9625758.9A GB9625758D0 (en) | 1996-12-10 | 1996-12-10 | Pigment compositions |
Publications (2)
Publication Number | Publication Date |
---|---|
MX9709969A MX9709969A (en) | 1998-07-31 |
MXPA97009969A true MXPA97009969A (en) | 1998-11-09 |
Family
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