DE1644617A1 - Anthrachinon-Reaktivfarbstoffe - Google Patents
Anthrachinon-ReaktivfarbstoffeInfo
- Publication number
- DE1644617A1 DE1644617A1 DE19671644617 DE1644617A DE1644617A1 DE 1644617 A1 DE1644617 A1 DE 1644617A1 DE 19671644617 DE19671644617 DE 19671644617 DE 1644617 A DE1644617 A DE 1644617A DE 1644617 A1 DE1644617 A1 DE 1644617A1
- Authority
- DE
- Germany
- Prior art keywords
- difluoro
- triazine
- hydrogen
- amino
- substituent
- 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.)
- Pending
Links
- 239000000985 reactive dye Substances 0.000 title claims description 10
- 150000004056 anthraquinones Chemical class 0.000 title claims description 9
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 title claims description 8
- 239000000975 dye Substances 0.000 claims description 44
- -1 substituted alkyl radicals Chemical class 0.000 claims description 31
- 125000001424 substituent group Chemical group 0.000 claims description 21
- 229910052739 hydrogen Inorganic materials 0.000 claims description 18
- 239000001257 hydrogen Substances 0.000 claims description 17
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 claims description 14
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 10
- 125000003277 amino group Chemical group 0.000 claims description 9
- 238000006243 chemical reaction Methods 0.000 claims description 9
- 125000001153 fluoro group Chemical group F* 0.000 claims description 8
- 125000000542 sulfonic acid group Chemical group 0.000 claims description 7
- KHUFHLFHOQVFGB-UHFFFAOYSA-N 1-aminoanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2N KHUFHLFHOQVFGB-UHFFFAOYSA-N 0.000 claims description 5
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 5
- HIMMCCJEMMCUJS-UHFFFAOYSA-N 4-fluorotriazine Chemical class FC1=CC=NN=N1 HIMMCCJEMMCUJS-UHFFFAOYSA-N 0.000 claims description 4
- 239000004215 Carbon black (E152) Substances 0.000 claims description 4
- 229930195733 hydrocarbon Natural products 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 150000003254 radicals Chemical class 0.000 claims description 4
- OFVPOHAGKURVLJ-UHFFFAOYSA-N FN1NC(=CC(=N1)F)NC Chemical compound FN1NC(=CC(=N1)F)NC OFVPOHAGKURVLJ-UHFFFAOYSA-N 0.000 claims description 3
- PIQCEZBWSHYSEI-UHFFFAOYSA-N FN1NC(=CC(=N1)F)NC1=CC=CC=C1 Chemical compound FN1NC(=CC(=N1)F)NC1=CC=CC=C1 PIQCEZBWSHYSEI-UHFFFAOYSA-N 0.000 claims description 3
- 125000003545 alkoxy group Chemical group 0.000 claims description 3
- 229910052757 nitrogen Inorganic materials 0.000 claims description 3
- FNCIDDCOGXLEBU-UHFFFAOYSA-N 2,6-difluoro-4-methylsulfanyl-1h-triazine Chemical compound CSC1=NN(F)NC(F)=C1 FNCIDDCOGXLEBU-UHFFFAOYSA-N 0.000 claims description 2
- YUXBNNVWBUTOQZ-UHFFFAOYSA-N 4-phenyltriazine Chemical compound C1=CC=CC=C1C1=CC=NN=N1 YUXBNNVWBUTOQZ-UHFFFAOYSA-N 0.000 claims description 2
- DVWZMUCXHQFJDL-UHFFFAOYSA-N CC[S+](CC)C(C=C(N1)F)=NN1F Chemical compound CC[S+](CC)C(C=C(N1)F)=NN1F DVWZMUCXHQFJDL-UHFFFAOYSA-N 0.000 claims description 2
- HATABEGJLPSPKU-UHFFFAOYSA-N FN1NC(=CC(=N1)C)F Chemical compound FN1NC(=CC(=N1)C)F HATABEGJLPSPKU-UHFFFAOYSA-N 0.000 claims description 2
- BPFRLYFFYGWTJA-UHFFFAOYSA-N FN1NC(=CC(=N1)F)OC Chemical compound FN1NC(=CC(=N1)F)OC BPFRLYFFYGWTJA-UHFFFAOYSA-N 0.000 claims description 2
- RALIEBFLFANIQE-UHFFFAOYSA-N FN1NC(=CC(=N1)F)OCC Chemical compound FN1NC(=CC(=N1)F)OCC RALIEBFLFANIQE-UHFFFAOYSA-N 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- SFTRHRIGOJEWST-UHFFFAOYSA-N FN1NC(=CC(=N1)F)NCC Chemical compound FN1NC(=CC(=N1)F)NCC SFTRHRIGOJEWST-UHFFFAOYSA-N 0.000 claims 2
- 125000004414 alkyl thio group Chemical group 0.000 claims 2
- 125000000717 hydrazino group Chemical group [H]N([*])N([H])[H] 0.000 claims 2
- 125000003107 substituted aryl group Chemical group 0.000 claims 2
- GPAJDAJJJVGWTG-UHFFFAOYSA-N 2,6-difluoro-4-methoxy-1h-triazine Chemical compound COC1=NN(F)NC(F)=C1 GPAJDAJJJVGWTG-UHFFFAOYSA-N 0.000 claims 1
- OCWWZPBIGAHIBS-UHFFFAOYSA-N 2,6-difluoro-4-phenylsulfanyl-1h-triazine Chemical compound FN1NC(F)=CC(SC=2C=CC=CC=2)=N1 OCWWZPBIGAHIBS-UHFFFAOYSA-N 0.000 claims 1
- DBZLAIRBFBGCNR-UHFFFAOYSA-N FN1NC(=CC(=N1)F)N Chemical compound FN1NC(=CC(=N1)F)N DBZLAIRBFBGCNR-UHFFFAOYSA-N 0.000 claims 1
- BFPGSPKBYLFGER-UHFFFAOYSA-N FN1NC(=CC(=N1)F)N(CC)CC Chemical compound FN1NC(=CC(=N1)F)N(CC)CC BFPGSPKBYLFGER-UHFFFAOYSA-N 0.000 claims 1
- 241000764238 Isis Species 0.000 claims 1
- YBKOWQRDELOWLN-UHFFFAOYSA-N N,N-dimethyltriazin-4-amine Chemical compound CN(C)C1=NN=NC=C1 YBKOWQRDELOWLN-UHFFFAOYSA-N 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- VMKJWLXVLHBJNK-UHFFFAOYSA-N cyanuric fluoride Chemical compound FC1=NC(F)=NC(F)=N1 VMKJWLXVLHBJNK-UHFFFAOYSA-N 0.000 claims 1
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 1
- LOZOGGLFSJGOHI-UHFFFAOYSA-N triazin-4-ylhydrazine Chemical compound NNC1=CC=NN=N1 LOZOGGLFSJGOHI-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 description 26
- 239000000243 solution Substances 0.000 description 16
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- 238000004043 dyeing Methods 0.000 description 10
- 229920000742 Cotton Polymers 0.000 description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 239000000463 material Substances 0.000 description 9
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 8
- 235000002639 sodium chloride Nutrition 0.000 description 7
- 210000002268 wool Anatomy 0.000 description 7
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 6
- 239000003513 alkali Substances 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- 239000001103 potassium chloride Substances 0.000 description 6
- 235000011164 potassium chloride Nutrition 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 5
- 239000004744 fabric Substances 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 239000004952 Polyamide Substances 0.000 description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- 229920002647 polyamide Polymers 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 239000002562 thickening agent Substances 0.000 description 4
- FHVDTGUDJYJELY-UHFFFAOYSA-N 6-{[2-carboxy-4,5-dihydroxy-6-(phosphanyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-3-phosphanyloxane-2-carboxylic acid Chemical compound O1C(C(O)=O)C(P)C(O)C(O)C1OC1C(C(O)=O)OC(OP)C(O)C1O FHVDTGUDJYJELY-UHFFFAOYSA-N 0.000 description 3
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 3
- 229940072056 alginate Drugs 0.000 description 3
- 235000010443 alginic acid Nutrition 0.000 description 3
- 229920000615 alginic acid Polymers 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 239000004202 carbamide Substances 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 description 3
- 239000011780 sodium chloride Substances 0.000 description 3
- 239000004753 textile Substances 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 241000416162 Astragalus gummifer Species 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 229920002472 Starch Polymers 0.000 description 2
- 229920001615 Tragacanth Polymers 0.000 description 2
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 2
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 150000002191 fatty alcohols Chemical class 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 230000005012 migration Effects 0.000 description 2
- 238000013508 migration Methods 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 2
- 229920006306 polyurethane fiber Polymers 0.000 description 2
- NROKBHXJSPEDAR-UHFFFAOYSA-M potassium fluoride Chemical compound [F-].[K+] NROKBHXJSPEDAR-UHFFFAOYSA-M 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- 239000008107 starch Substances 0.000 description 2
- 235000019698 starch Nutrition 0.000 description 2
- 229940032147 starch Drugs 0.000 description 2
- 125000000101 thioether group Chemical group 0.000 description 2
- 235000010487 tragacanth Nutrition 0.000 description 2
- 239000000196 tragacanth Substances 0.000 description 2
- 229940116362 tragacanth Drugs 0.000 description 2
- PXSBIEOCZPFFDT-UHFFFAOYSA-N 1-amino-4-(4-aminoanilino)-9,10-dioxoanthracene-2,7-disulfonic acid Chemical compound C1=CC(N)=CC=C1NC1=CC(S(O)(=O)=O)=C(N)C2=C1C(=O)C1=CC=C(S(O)(=O)=O)C=C1C2=O PXSBIEOCZPFFDT-UHFFFAOYSA-N 0.000 description 1
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 description 1
- SKNSHUFDGGNZCX-UHFFFAOYSA-N 2,6-difluoro-4-phenyl-1h-triazine Chemical compound FN1NC(F)=CC(C=2C=CC=CC=2)=N1 SKNSHUFDGGNZCX-UHFFFAOYSA-N 0.000 description 1
- WUBBRNOQWQTFEX-UHFFFAOYSA-N 4-aminosalicylic acid Chemical compound NC1=CC=C(C(O)=O)C(O)=C1 WUBBRNOQWQTFEX-UHFFFAOYSA-N 0.000 description 1
- JYKFGZNXFGALBO-UHFFFAOYSA-N 5,7-diamino-8-(4-aminophenyl)-9,10-dioxoanthracene-1,4,6-trisulfonic acid Chemical compound NC1=C(C(=C(C=2C(C=3C(=CC=C(C3C(C12)=O)S(=O)(=O)O)S(=O)(=O)O)=O)C1=CC=C(C=C1)N)N)S(=O)(=O)O JYKFGZNXFGALBO-UHFFFAOYSA-N 0.000 description 1
- JQIDIDZOOCHSJA-UHFFFAOYSA-N 9,10-dioxoanthracene-1,4,6-trisulfonic acid Chemical compound C1=CC(S(O)(=O)=O)=C2C(=O)C3=CC(S(=O)(=O)O)=CC=C3C(=O)C2=C1S(O)(=O)=O JQIDIDZOOCHSJA-UHFFFAOYSA-N 0.000 description 1
- OKONMFPEKSWGEU-UHFFFAOYSA-N 9,10-dioxoanthracene-2,7-disulfonic acid Chemical compound C1=C(S(O)(=O)=O)C=C2C(=O)C3=CC(S(=O)(=O)O)=CC=C3C(=O)C2=C1 OKONMFPEKSWGEU-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical class [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- QZUROWVCGUYVOD-UHFFFAOYSA-N COCCOC1=CC(F)=NN(F)N1 Chemical compound COCCOC1=CC(F)=NN(F)N1 QZUROWVCGUYVOD-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- OZSMWZYRIFZPSQ-UHFFFAOYSA-N FN1NC(=CC(=N1)F)NCCCC Chemical compound FN1NC(=CC(=N1)F)NCCCC OZSMWZYRIFZPSQ-UHFFFAOYSA-N 0.000 description 1
- 229920000084 Gum arabic Polymers 0.000 description 1
- 241000978776 Senegalia senegal Species 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 101150052863 THY1 gene Proteins 0.000 description 1
- 235000010489 acacia gum Nutrition 0.000 description 1
- 239000000205 acacia gum Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 229910001514 alkali metal chloride Inorganic materials 0.000 description 1
- 229910001515 alkali metal fluoride Inorganic materials 0.000 description 1
- 229910052936 alkali metal sulfate Inorganic materials 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000001000 anthraquinone dye Substances 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 150000005840 aryl radicals Chemical class 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- OXVVNXMNLYYMOL-UHFFFAOYSA-N carbonyl chloride fluoride Chemical compound FC(Cl)=O OXVVNXMNLYYMOL-UHFFFAOYSA-N 0.000 description 1
- 229920003086 cellulose ether Polymers 0.000 description 1
- 125000000068 chlorophenyl group Chemical group 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- CPPKAGUPTKIMNP-UHFFFAOYSA-N cyanogen fluoride Chemical compound FC#N CPPKAGUPTKIMNP-UHFFFAOYSA-N 0.000 description 1
- 125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 125000004705 ethylthio group Chemical group C(C)S* 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical group 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 125000004401 m-toluyl group Chemical group [H]C1=C([H])C(=C([H])C(=C1[H])C([H])([H])[H])C(*)=O 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 239000010446 mirabilite Substances 0.000 description 1
- PCGLVNGKDUQDLZ-UHFFFAOYSA-N n-benzyltriazin-4-amine Chemical compound C=1C=CC=CC=1CNC1=CC=NN=N1 PCGLVNGKDUQDLZ-UHFFFAOYSA-N 0.000 description 1
- NGCURIJPLVFJJH-UHFFFAOYSA-N n-phenyltriazin-4-amine Chemical compound C=1C=NN=NC=1NC1=CC=CC=C1 NGCURIJPLVFJJH-UHFFFAOYSA-N 0.000 description 1
- 125000006501 nitrophenyl group Chemical group 0.000 description 1
- 125000005441 o-toluyl group Chemical group [H]C1=C([H])C(C(*)=O)=C(C([H])=C1[H])C([H])([H])[H] 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 239000011698 potassium fluoride Substances 0.000 description 1
- 235000003270 potassium fluoride Nutrition 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 239000004627 regenerated cellulose Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
- 229940005550 sodium alginate Drugs 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 235000011008 sodium phosphates Nutrition 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- RSIJVJUOQBWMIM-UHFFFAOYSA-L sodium sulfate decahydrate Chemical compound O.O.O.O.O.O.O.O.O.O.[Na+].[Na+].[O-]S([O-])(=O)=O RSIJVJUOQBWMIM-UHFFFAOYSA-L 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-UHFFFAOYSA-N 0.000 description 1
- 229950006389 thiodiglycol Drugs 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 150000003918 triazines Chemical class 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical class [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 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
- C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
- C09B62/02—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring
- C09B62/04—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring to a triazine ring
- C09B62/06—Anthracene dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Coloring (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF0052584 | 1967-06-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1644617A1 true DE1644617A1 (de) | 1970-12-17 |
Family
ID=7105566
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19671644617 Pending DE1644617A1 (de) | 1967-06-02 | 1967-06-02 | Anthrachinon-Reaktivfarbstoffe |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US3558620A (https=) |
| AT (1) | AT278197B (https=) |
| BE (1) | BE716014A (https=) |
| CH (1) | CH508027A (https=) |
| DE (1) | DE1644617A1 (https=) |
| ES (1) | ES354602A1 (https=) |
| FR (1) | FR1597409A (https=) |
| GB (1) | GB1181744A (https=) |
| NL (1) | NL6807747A (https=) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2654351A1 (de) * | 1976-12-01 | 1978-06-08 | Bayer Ag | Anthrachinon-reaktivfarbstoffe |
| DE2657146A1 (de) * | 1976-12-16 | 1978-06-22 | Bayer Ag | Anthrachinon-reaktivfarbstoffe |
| DE2848403A1 (de) * | 1978-11-08 | 1980-05-22 | Bayer Ag | Anthrachinon-reaktivfarbstoffe |
| DE2850919A1 (de) * | 1978-11-24 | 1980-06-04 | Bayer Ag | Anthrachinon-reaktivfarbstoffe |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2652119C3 (de) * | 1976-11-16 | 1980-07-17 | Bayer Ag, 5090 Leverkusen | Anthrachinon-Reaktivfarbstoffe, deren Herstellung und deren Verwendung |
| US4273553A (en) * | 1978-11-08 | 1981-06-16 | Bayer Aktiengesellschaft | Anthraquinone reactive dyestuffs |
| DE2852672A1 (de) * | 1978-12-06 | 1980-06-19 | Bayer Ag | Reaktiv-farbstoffe |
| DE2854483A1 (de) * | 1978-12-16 | 1980-06-26 | Bayer Ag | Anthrachinon-reaktivfarbstoffe |
| DE2854481A1 (de) * | 1978-12-16 | 1980-06-26 | Bayer Ag | Anthrachinon-reaktivfarbstoffe |
| JPS55152875A (en) * | 1979-05-14 | 1980-11-28 | Mitsubishi Chem Ind | Anthraquinone dyestuff for cellulose containing fibers |
| DE3139315A1 (de) * | 1981-10-02 | 1983-04-21 | Bayer Ag, 5090 Leverkusen | Anthrachinon-reaktivfarbstoffe |
| GB8517779D0 (en) * | 1985-07-15 | 1985-08-21 | Ici Plc | Anthraquinone derivatives |
-
1967
- 1967-06-02 DE DE19671644617 patent/DE1644617A1/de active Pending
-
1968
- 1968-05-09 CH CH697668A patent/CH508027A/de not_active IP Right Cessation
- 1968-05-21 GB GB24187/68A patent/GB1181744A/en not_active Expired
- 1968-05-24 US US731710A patent/US3558620A/en not_active Expired - Lifetime
- 1968-05-30 FR FR1597409D patent/FR1597409A/fr not_active Expired
- 1968-05-31 AT AT524868A patent/AT278197B/de not_active IP Right Cessation
- 1968-05-31 BE BE716014D patent/BE716014A/xx not_active IP Right Cessation
- 1968-05-31 NL NL6807747A patent/NL6807747A/xx unknown
- 1968-06-01 ES ES354602A patent/ES354602A1/es not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2654351A1 (de) * | 1976-12-01 | 1978-06-08 | Bayer Ag | Anthrachinon-reaktivfarbstoffe |
| DE2657146A1 (de) * | 1976-12-16 | 1978-06-22 | Bayer Ag | Anthrachinon-reaktivfarbstoffe |
| DE2848403A1 (de) * | 1978-11-08 | 1980-05-22 | Bayer Ag | Anthrachinon-reaktivfarbstoffe |
| DE2850919A1 (de) * | 1978-11-24 | 1980-06-04 | Bayer Ag | Anthrachinon-reaktivfarbstoffe |
Also Published As
| Publication number | Publication date |
|---|---|
| BE716014A (https=) | 1968-10-16 |
| GB1181744A (en) | 1970-02-18 |
| ES354602A1 (es) | 1969-11-16 |
| NL6807747A (https=) | 1968-12-03 |
| AT278197B (de) | 1970-01-26 |
| US3558620A (en) | 1971-01-26 |
| CH508027A (de) | 1971-05-31 |
| FR1597409A (https=) | 1970-06-29 |
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