GB487835A - Manufacture of improved pigments - Google Patents
Manufacture of improved pigmentsInfo
- Publication number
- GB487835A GB487835A GB3516336A GB3516336A GB487835A GB 487835 A GB487835 A GB 487835A GB 3516336 A GB3516336 A GB 3516336A GB 3516336 A GB3516336 A GB 3516336A GB 487835 A GB487835 A GB 487835A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- condensation products
- condensation
- solution
- hardened
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000000049 pigment Substances 0.000 title abstract 12
- 238000004519 manufacturing process Methods 0.000 title abstract 4
- 239000007859 condensation product Substances 0.000 abstract 15
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 12
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 11
- 239000000243 solution Substances 0.000 abstract 9
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 8
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 8
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 abstract 8
- 239000000975 dye Substances 0.000 abstract 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 6
- 239000004202 carbamide Substances 0.000 abstract 6
- 230000005494 condensation Effects 0.000 abstract 6
- 238000009833 condensation Methods 0.000 abstract 6
- 239000000126 substance Substances 0.000 abstract 6
- QQOWHRYOXYEMTL-UHFFFAOYSA-N triazin-4-amine Chemical class N=C1C=CN=NN1 QQOWHRYOXYEMTL-UHFFFAOYSA-N 0.000 abstract 6
- 229920000877 Melamine resin Polymers 0.000 abstract 5
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 5
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric Acid Chemical compound [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 abstract 5
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 abstract 5
- 239000000047 product Substances 0.000 abstract 5
- 239000001117 sulphuric acid Substances 0.000 abstract 5
- 235000011149 sulphuric acid Nutrition 0.000 abstract 5
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 abstract 4
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 abstract 4
- 150000001299 aldehydes Chemical class 0.000 abstract 4
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 abstract 4
- 235000019441 ethanol Nutrition 0.000 abstract 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 abstract 4
- 239000011975 tartaric acid Substances 0.000 abstract 4
- 235000002906 tartaric acid Nutrition 0.000 abstract 4
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 abstract 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 abstract 3
- CQPFMGBJSMSXLP-UHFFFAOYSA-M acid orange 7 Chemical compound [Na+].OC1=CC=C2C=CC=CC2=C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 CQPFMGBJSMSXLP-UHFFFAOYSA-M 0.000 abstract 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 abstract 3
- 239000006233 lamp black Substances 0.000 abstract 3
- 239000000203 mixture Substances 0.000 abstract 3
- 239000000843 powder Substances 0.000 abstract 3
- 229920005989 resin Polymers 0.000 abstract 3
- 239000011347 resin Substances 0.000 abstract 3
- 239000008149 soap solution Substances 0.000 abstract 3
- 239000004408 titanium dioxide Substances 0.000 abstract 3
- TUSDEZXZIZRFGC-UHFFFAOYSA-N 1-O-galloyl-3,6-(R)-HHDP-beta-D-glucose Natural products OC1C(O2)COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC1C(O)C2OC(=O)C1=CC(O)=C(O)C(O)=C1 TUSDEZXZIZRFGC-UHFFFAOYSA-N 0.000 abstract 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 abstract 2
- XOGJBKWFLRETGW-UHFFFAOYSA-N 5-aminotriazine-4-carbaldehyde Chemical compound NC1=CN=NN=C1C=O XOGJBKWFLRETGW-UHFFFAOYSA-N 0.000 abstract 2
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 abstract 2
- 208000006558 Dental Calculus Diseases 0.000 abstract 2
- 239000001263 FEMA 3042 Substances 0.000 abstract 2
- LRBQNJMCXXYXIU-PPKXGCFTSA-N Penta-digallate-beta-D-glucose Natural products OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-PPKXGCFTSA-N 0.000 abstract 2
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 abstract 2
- 239000005083 Zinc sulfide Substances 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 abstract 2
- 229910021502 aluminium hydroxide Inorganic materials 0.000 abstract 2
- 150000001412 amines Chemical class 0.000 abstract 2
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 abstract 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Inorganic materials [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 abstract 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 abstract 2
- NNBFNNNWANBMTI-UHFFFAOYSA-M brilliant green Chemical compound OS([O-])(=O)=O.C1=CC(N(CC)CC)=CC=C1C(C=1C=CC=CC=1)=C1C=CC(=[N+](CC)CC)C=C1 NNBFNNNWANBMTI-UHFFFAOYSA-M 0.000 abstract 2
- 235000011132 calcium sulphate Nutrition 0.000 abstract 2
- 239000001175 calcium sulphate Substances 0.000 abstract 2
- WSALIDVQXCHFEG-UHFFFAOYSA-L disodium;4,8-diamino-1,5-dihydroxy-9,10-dioxoanthracene-2,6-disulfonate Chemical compound [Na+].[Na+].O=C1C2=C(N)C=C(S([O-])(=O)=O)C(O)=C2C(=O)C2=C1C(O)=C(S([O-])(=O)=O)C=C2N WSALIDVQXCHFEG-UHFFFAOYSA-L 0.000 abstract 2
- 239000002895 emetic Substances 0.000 abstract 2
- 239000008098 formaldehyde solution Substances 0.000 abstract 2
- 235000019253 formic acid Nutrition 0.000 abstract 2
- 230000005484 gravity Effects 0.000 abstract 2
- -1 green earth Chemical compound 0.000 abstract 2
- 239000000025 natural resin Substances 0.000 abstract 2
- 238000006386 neutralization reaction Methods 0.000 abstract 2
- 239000002244 precipitate Substances 0.000 abstract 2
- 239000000725 suspension Substances 0.000 abstract 2
- LRBQNJMCXXYXIU-NRMVVENXSA-N tannic acid Chemical compound OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-NRMVVENXSA-N 0.000 abstract 2
- 229940033123 tannic acid Drugs 0.000 abstract 2
- 235000015523 tannic acid Nutrition 0.000 abstract 2
- 229920002258 tannic acid Polymers 0.000 abstract 2
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 abstract 2
- 239000012463 white pigment Substances 0.000 abstract 2
- 239000011787 zinc oxide Substances 0.000 abstract 2
- YZEZMSPGIPTEBA-UHFFFAOYSA-N 2-n-(4,6-diamino-1,3,5-triazin-2-yl)-1,3,5-triazine-2,4,6-triamine Chemical compound NC1=NC(N)=NC(NC=2N=C(N)N=C(N)N=2)=N1 YZEZMSPGIPTEBA-UHFFFAOYSA-N 0.000 abstract 1
- DKUBZUDRKXPHQI-UHFFFAOYSA-N 2-n-chloro-1,3,5-triazine-2,4,6-triamine Chemical compound NC1=NC(N)=NC(NCl)=N1 DKUBZUDRKXPHQI-UHFFFAOYSA-N 0.000 abstract 1
- JIHOVGXINXMLLR-UHFFFAOYSA-N 2-n-phenyl-1,3,5-triazine-2,4,6-triamine Chemical compound NC1=NC(N)=NC(NC=2C=CC=CC=2)=N1 JIHOVGXINXMLLR-UHFFFAOYSA-N 0.000 abstract 1
- FJKUOCCQEBLPNX-UHFFFAOYSA-N 8-hydroxyquinoline N-oxide Chemical compound C1=C[N+]([O-])=C2C(O)=CC=CC2=C1 FJKUOCCQEBLPNX-UHFFFAOYSA-N 0.000 abstract 1
- 229920000742 Cotton Polymers 0.000 abstract 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 abstract 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 abstract 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-N Nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 abstract 1
- USDJGQLNFPZEON-UHFFFAOYSA-N [[4,6-bis(hydroxymethylamino)-1,3,5-triazin-2-yl]amino]methanol Chemical compound OCNC1=NC(NCO)=NC(NCO)=N1 USDJGQLNFPZEON-UHFFFAOYSA-N 0.000 abstract 1
- YGCOKJWKWLYHTG-UHFFFAOYSA-N [[4,6-bis[bis(hydroxymethyl)amino]-1,3,5-triazin-2-yl]-(hydroxymethyl)amino]methanol Chemical compound OCN(CO)C1=NC(N(CO)CO)=NC(N(CO)CO)=N1 YGCOKJWKWLYHTG-UHFFFAOYSA-N 0.000 abstract 1
- 230000001476 alcoholic effect Effects 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 235000019445 benzyl alcohol Nutrition 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- DTJAPYHTDACJJX-UHFFFAOYSA-N bis[3-methyl-4-(methylamino)phenyl]methylideneazanium;chloride Chemical compound Cl.C1=C(C)C(NC)=CC=C1C(=N)C1=CC=C(NC)C(C)=C1 DTJAPYHTDACJJX-UHFFFAOYSA-N 0.000 abstract 1
- STIAPHVBRDNOAJ-UHFFFAOYSA-N carbamimidoylazanium;carbonate Chemical compound NC(N)=N.NC(N)=N.OC(O)=O STIAPHVBRDNOAJ-UHFFFAOYSA-N 0.000 abstract 1
- 150000001845 chromium compounds Chemical class 0.000 abstract 1
- 238000004040 coloring Methods 0.000 abstract 1
- 230000008878 coupling Effects 0.000 abstract 1
- 238000010168 coupling process Methods 0.000 abstract 1
- 238000005859 coupling reaction Methods 0.000 abstract 1
- SEACYXSIPDVVMV-UHFFFAOYSA-L eosin Y Chemical compound [Na+].[Na+].[O-]C(=O)C1=CC=CC=C1C1=C2C=C(Br)C(=O)C(Br)=C2OC2=C(Br)C([O-])=C(Br)C=C21 SEACYXSIPDVVMV-UHFFFAOYSA-L 0.000 abstract 1
- XZUAPPXGIFNDRA-UHFFFAOYSA-N ethane-1,2-diamine;hydrate Chemical compound O.NCCN XZUAPPXGIFNDRA-UHFFFAOYSA-N 0.000 abstract 1
- FPVGTPBMTFTMRT-NSKUCRDLSA-L fast yellow Chemical compound [Na+].[Na+].C1=C(S([O-])(=O)=O)C(N)=CC=C1\N=N\C1=CC=C(S([O-])(=O)=O)C=C1 FPVGTPBMTFTMRT-NSKUCRDLSA-L 0.000 abstract 1
- 235000019233 fast yellow AB Nutrition 0.000 abstract 1
- SAESCDGAKWEZRD-UHFFFAOYSA-N formaldehyde;triazin-4-amine Chemical compound O=C.NC1=CC=NN=N1 SAESCDGAKWEZRD-UHFFFAOYSA-N 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- UHOKSCJSTAHBSO-UHFFFAOYSA-N indanthrone blue Chemical compound C1=CC=C2C(=O)C3=CC=C4NC5=C6C(=O)C7=CC=CC=C7C(=O)C6=CC=C5NC4=C3C(=O)C2=C1 UHOKSCJSTAHBSO-UHFFFAOYSA-N 0.000 abstract 1
- 239000000976 ink Substances 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- DCYOBGZUOMKFPA-UHFFFAOYSA-N iron(2+);iron(3+);octadecacyanide Chemical compound [Fe+2].[Fe+2].[Fe+2].[Fe+3].[Fe+3].[Fe+3].[Fe+3].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-] DCYOBGZUOMKFPA-UHFFFAOYSA-N 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000003973 paint Substances 0.000 abstract 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 abstract 1
- 229960003351 prussian blue Drugs 0.000 abstract 1
- 239000013225 prussian blue Substances 0.000 abstract 1
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 abstract 1
- 229940043267 rhodamine b Drugs 0.000 abstract 1
- OARRHUQTFTUEOS-UHFFFAOYSA-N safranin Chemical compound [Cl-].C=12C=C(N)C(C)=CC2=NC2=CC(C)=C(N)C=C2[N+]=1C1=CC=CC=C1 OARRHUQTFTUEOS-UHFFFAOYSA-N 0.000 abstract 1
- WSSZILCQNLWJDV-UHFFFAOYSA-N sodium;5-methyl-2-[[4-(4-methyl-2-sulfoanilino)-9,10-dioxoanthracen-1-yl]amino]benzenesulfonic acid Chemical compound [Na+].OS(=O)(=O)C1=CC(C)=CC=C1NC(C=1C(=O)C2=CC=CC=C2C(=O)C=11)=CC=C1NC1=CC=C(C)C=C1S(O)(=O)=O WSSZILCQNLWJDV-UHFFFAOYSA-N 0.000 abstract 1
- OLSOUGWNONTDCK-UHFFFAOYSA-J tetrasodium 5-amino-3-[[4-[4-[(8-amino-1-hydroxy-3,6-disulfonatonaphthalen-2-yl)diazenyl]-3-methoxyphenyl]-2-methoxyphenyl]diazenyl]-4-hydroxynaphthalene-2,7-disulfonate Chemical compound [Na+].[Na+].[Na+].[Na+].C1=C(S([O-])(=O)=O)C=C2C=C(S([O-])(=O)=O)C(N=NC3=CC=C(C=C3OC)C=3C=C(C(=CC=3)N=NC=3C(=CC4=CC(=CC(N)=C4C=3O)S([O-])(=O)=O)S([O-])(=O)=O)OC)=C(O)C2=C1N OLSOUGWNONTDCK-UHFFFAOYSA-J 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B69/00—Dyes not provided for by a single group of this subclass
- C09B69/10—Polymeric dyes; Reaction products of dyes with monomers or with macromolecular compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Coloring (AREA)
Abstract
Pigments such as lamp black, Prussian blue and titanium dioxide are combined with the condensation products of aldehydes and aminotriazines obtained, for example, as described in Specifications 455,008, 468,677, and 468,746, [all in Group IV]. Condensation products from aminotriazines and aldehydes with other substances capable of condensation, such as phenol, urea, aniline or alcohol may also be used or the aminotriazine-aldehyde condensation products may be used in admixture with condensation products for phenol, urea or amine resins, or with various artificial and natural resins. The aminotriazine condensation products, which may be used at various stages of condensation, envelope the pigment and may be hardened at any stage. The usual substances employed in pigment manufacture, such as aluminium hydroxide, green earth, tannic acid, colophony, tartar emetic, barium or calcium sulphate, zinc oxide or sulphide or titanium oxide may be incorporated. The resulting pigments have high stability to hot water and soap solutions, a transparency when ground with oil, and a low specific gravity (1,4-1,6). In example (7) melamine, dissolved in aqueous formaldehyde solution, is heated on a water-bath for 1/2 hour, evaporated in a vacuum to dryness, redissolved in hot water and added to a fine suspension of titanium dioxide in water, whereupon hydrochloric acid is added and the mixture is heated for 1 hour; on neutralization, a thick precipitate is formed, which is ground wet, filtered and dried to give a pure white pigment. Lamp black may be similarly treated.ALSO:Soluble or insoluble dyestuffs or pigments are combined with the condensation products of aldehydes and aminotriazines to give pigments of a high stability to hot water and soap solutions; alternatively, dyestuff intermediates are combined with the condensation products and subsequently converted into the dyestuffs by coupling, condensation &c. The condensation products described in Specifications 455,008, 468,677, and 468,746 may be used. Condensation products from aminotriazines and aldehydes with other substances capable of condensation, such as phenol, urea, aniline or alcohol may also be used or the aminotriazine-aldehyde condensation products may be used in admixture with condensation products from phenol, urea or amine resins, or with various artificial or natural resins. The aminotriazine condensation products may be used at various stages of condensation and at any stage of the manufacture of the pigment they may be hardened, usually by the application of heat. The addition of a basic substance, for example triethanolamine or ethylene diamine, during the condensation increases the affinity for dyestuffs containing acid groups. Similarly the addition of an acid substance, for example tartaric or citric acid, improves the affinity for basic dyestuffs. The lakes may also be prepared in the presence of the usual substances employed in pigment manufacture, such as aluminium hydroxide, green earth, tannic acid, colophony, tartar emetic, barium or calcium sulphate, zinc oxide or sulphide or titanium oxide. They have high stability to hot water and soap solutions, a transparency when ground with oil and a low specific gravity (1,4-1,6) and serve as colouring matters for oil and size paints, printing inks, artificial masses such as linoleum or plastic masses. The following examples are specified: (1) (a) melamine is dissolved in aqueous formaldehyde solution and an aqueous solution of the dyestuff added at 80 DEG C. whereupon sulphuric acid is added and a coloured resin is precipitated which after standing is ground wet, filtered, washed, dried and hardened for 4 hours at 140 DEG C.; the finished product can be easily ground. (1) (b) The formaldehyde aminotriazine solution of (a) is heated for 1/2 hour on the water bath to produce a product of limited solubility in water, whereupon the dyestuff is added and a pigment is prepared as in (1) (a). A table is given showing the properties of lakes prepared by these two processes from numerous dyes including Kiton red, Orange II, Alizarine sapphire blue, Cotton yellow, Auramine G, and Benzyl green B. (2) The solution of the condensation product described in (1) (b) is evaporated in a vacuum to dryness and the resulting powder mixed with a solution of the dyestuff, Alizarine sapphire blue B, Eosine J or Fast green JJO, in hot water and the mixture is hardened in thin layers for 5 hours at 140 DEG C., the product is ground under water, filtered and dried. (3) The powder of (2) is hardened for 2 hours at 120 DEG C., and added to a solution of the dyestuff, whereupon the lake is formed; it is filtered, dried and hardened for 2 hours at 120 DEG C.; the dyestuffs specified are Alizarine green G, Kiton fast yellow 3G, Safranine GOOO, Violet B, the chromium compound of 1 : 2-aminonaphthol-4-sulphonic acid --> 1-naphthol-8-sulphamide and that of 4-chloro-2-aminophenol-6-sulphonic acid --> 2 : 4-dioxyquinoline. (4) (a) Rhodamine B is treated as in (2) except that tartaric acid is added to the dye and the pigment is filtered off before hardening. (4) (b) Orange II is treated as in (4) (a) the tartaric acid being replaced by a mixture of triethanolamine and formic acid. (4) (c) Acid violet 6BN is treated similarly in conjunction with ethylene diamine hydrate. (5) Condensation products of formaldehyde and melam, chloromelamine or monophenylmelamine in the presence of ethyl alcohol, sulphuric acid and formic acid, are similarly used. (6) Indanthrene blue R is treated as in (1) (a). (7) A suspension of titanium dioxide is treated with a solution of the powder of (2) and hydrochloric acid; on neutralization the thick precipitate is ground wet, filtered and dried yielding a pure white pigment; lamp black may be similarly treated. (8) Melamine, urea and formaldehyde are condensed, Direct sky blue dissolved in water added and then sulphuric acid and the resulting lake is filtered and hardened. (9) Guanidine carbonate is employed similarly to the urea of (8). (10) Triethanolamine, melamine and formaldehyde are condensed, sulphuric acid is added and the solution similarly used to produce a lake from Orange II. (11) Trimethylol-melamine, tartaric acid, Violet B and methyl alcohol are heated until a clear solution is obtained; this is evaporated to dryness and the product is hardened. (12) An alcoholic hydrochloric acid solution of hexamethylol-melamine is used to form a lake of Fast green JJO. (13) and (14) Acetaldehyde and ethyl alcohol or benzaldehyde and benzyl alcohol are condensed respectively with melamine, the products are suspended in water and sulphuric acid is added followed by the dyestuff solution; the lakes are hardened at 110 DEG C. for 4 and 16 hours respectively. A sample has been furnished under Sect. 2 (5) of a pigment made by combining Indigosol O with the condensation product of (1) (b) rendered insoluble in cold water by heating with hydrochloric acid, and treating with nitrous acid.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3516336A GB487835A (en) | 1936-12-22 | 1936-12-22 | Manufacture of improved pigments |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3516336A GB487835A (en) | 1936-12-22 | 1936-12-22 | Manufacture of improved pigments |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB487835A true GB487835A (en) | 1938-06-22 |
Family
ID=10374566
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3516336A Expired GB487835A (en) | 1936-12-22 | 1936-12-22 | Manufacture of improved pigments |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB487835A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2385331A (en) * | 2002-02-16 | 2003-08-20 | Ilford Imaging Uk Ltd | Surface modified carbon black pigment prepared by reacting carbon black with an active methylene compound, a source of formaldehyde & an acidic catalyst |
| EP3026175A1 (en) | 2014-11-27 | 2016-06-01 | Schoeller Technocell GmbH & Co. KG | Paper with high opacity |
| CN114231103A (en) * | 2022-02-10 | 2022-03-25 | 洪嵩(上海)科技有限公司 | Super-hydrophobic pigment, paint, coating and preparation method thereof |
| EP4509656A1 (en) | 2023-08-14 | 2025-02-19 | Felix Schoeller GmbH & Co. KG | Paper for decorative coating materials containing pigment-containing synthetic fibres |
-
1936
- 1936-12-22 GB GB3516336A patent/GB487835A/en not_active Expired
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2385331A (en) * | 2002-02-16 | 2003-08-20 | Ilford Imaging Uk Ltd | Surface modified carbon black pigment prepared by reacting carbon black with an active methylene compound, a source of formaldehyde & an acidic catalyst |
| GB2385331B (en) * | 2002-02-16 | 2005-04-06 | Ilford Imaging Uk Ltd | Modified carbon black |
| EP3026175A1 (en) | 2014-11-27 | 2016-06-01 | Schoeller Technocell GmbH & Co. KG | Paper with high opacity |
| US9976257B2 (en) | 2014-11-27 | 2018-05-22 | Schoeller Technocell Gmbh & Co. Kg | Paper with high covering power |
| CN114231103A (en) * | 2022-02-10 | 2022-03-25 | 洪嵩(上海)科技有限公司 | Super-hydrophobic pigment, paint, coating and preparation method thereof |
| EP4509656A1 (en) | 2023-08-14 | 2025-02-19 | Felix Schoeller GmbH & Co. KG | Paper for decorative coating materials containing pigment-containing synthetic fibres |
| WO2025036919A1 (en) | 2023-08-14 | 2025-02-20 | Felix Schoeller Gmbh & Co. Kg | Paper for decorative coating materials containing pigment-bearing synthetic fibres |
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