TW442541B - Reactive dyes and their preparation - Google Patents

Reactive dyes and their preparation Download PDF

Info

Publication number: TW442541B
Authority: TW; Taiwan
Prior art keywords: formula; patent application; compound; cns; page
Prior art date: 1996-06-14

Application number

TW086108088A

Other languages

English (en)

Chinese (zh)

Inventor

Hans Reichert

Original Assignee

Ciba Sc Holding Ag

Priority date (The priority date 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 date listed.)

1996-06-14

Filing date

1997-06-12

Publication date

2001-06-23

1997-06-12 Application filed by Ciba Sc Holding Ag filed Critical Ciba Sc Holding Ag

2001-06-23 Application granted granted Critical

2001-06-23 Publication of TW442541B publication Critical patent/TW442541B/zh

Links

239000000985 reactive dye Substances 0.000 title claims description 19
238000002360 preparation method Methods 0.000 title claims description 7
238000004043 dyeing Methods 0.000 claims abstract description 47
150000001875 compounds Chemical class 0.000 claims abstract description 40
239000000463 material Substances 0.000 claims abstract description 24
239000000835 fiber Substances 0.000 claims abstract description 8
239000000975 dye Substances 0.000 claims description 54
238000000034 method Methods 0.000 claims description 27
239000000460 chlorine Chemical group 0.000 claims description 25
229920000742 Cotton Polymers 0.000 claims description 20
229910052739 hydrogen Inorganic materials 0.000 claims description 20
239000001257 hydrogen Substances 0.000 claims description 20
238000007639 printing Methods 0.000 claims description 19
230000002079 cooperative effect Effects 0.000 claims description 16
125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims description 14
238000006243 chemical reaction Methods 0.000 claims description 13
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 12
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 9
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 8
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 7
RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 claims description 7
229910052801 chlorine Chemical group 0.000 claims description 7
150000002431 hydrogen Chemical class 0.000 claims description 7
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 7
150000001335 aliphatic alkanes Chemical class 0.000 claims description 6
239000000126 substance Substances 0.000 claims description 6
125000003277 amino group Chemical group 0.000 claims description 5
239000011737 fluorine Substances 0.000 claims description 5
229910052731 fluorine Inorganic materials 0.000 claims description 5
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 5
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 4
229910052794 bromium Inorganic materials 0.000 claims description 4
229920002554 vinyl polymer Polymers 0.000 claims description 4
HMNPDEGBVWDHAR-UHFFFAOYSA-N 8-aminonaphthalen-1-ol Chemical group C1=CC(O)=C2C(N)=CC=CC2=C1 HMNPDEGBVWDHAR-UHFFFAOYSA-N 0.000 claims description 3
229920002678 cellulose Polymers 0.000 claims description 3
239000001913 cellulose Substances 0.000 claims description 3
125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 claims description 3
125000001153 fluoro group Chemical group F* 0.000 claims description 3
229910052736 halogen Inorganic materials 0.000 claims description 3
150000002367 halogens Chemical group 0.000 claims description 3
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 3
239000000725 suspension Substances 0.000 claims description 3
125000001246 bromo group Chemical group Br* 0.000 claims description 2
PCTMTFRHKVHKIS-BMFZQQSSSA-N (1s,3r,4e,6e,8e,10e,12e,14e,16e,18s,19r,20r,21s,25r,27r,30r,31r,33s,35r,37s,38r)-3-[(2r,3s,4s,5s,6r)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-19,25,27,30,31,33,35,37-octahydroxy-18,20,21-trimethyl-23-oxo-22,39-dioxabicyclo[33.3.1]nonatriaconta-4,6,8,10 Chemical compound C1C=C2C[C@@H](OS(O)(=O)=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2.O[C@H]1[C@@H](N)[C@H](O)[C@@H](C)O[C@H]1O[C@H]1/C=C/C=C/C=C/C=C/C=C/C=C/C=C/[C@H](C)[C@@H](O)[C@@H](C)[C@H](C)OC(=O)C[C@H](O)C[C@H](O)CC[C@@H](O)[C@H](O)C[C@H](O)C[C@](O)(C[C@H](O)[C@H]2C(O)=O)O[C@H]2C1 PCTMTFRHKVHKIS-BMFZQQSSSA-N 0.000 claims 1
KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical group C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 claims 1
241000489455 Sitta europaea Species 0.000 claims 1
235000010197 Tamarix aphylla Nutrition 0.000 claims 1
244000002968 Tamarix aphylla Species 0.000 claims 1
230000009920 chelation Effects 0.000 claims 1
125000006125 ethylsulfonyl group Chemical group 0.000 claims 1
150000007857 hydrazones Chemical class 0.000 claims 1
125000004076 pyridyl group Chemical group 0.000 claims 1
239000004576 sand Substances 0.000 claims 1
239000000243 solution Substances 0.000 description 26
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 26
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 24
239000000203 mixture Substances 0.000 description 15
-1 C 4 radical Chemical class 0.000 description 12
239000011541 reaction mixture Substances 0.000 description 12
239000004744 fabric Substances 0.000 description 11
239000002253 acid Substances 0.000 description 7
238000005859 coupling reaction Methods 0.000 description 6
LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 6
HMUNWXXNJPVALC-UHFFFAOYSA-N 1-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]-2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)C(CN1CC2=C(CC1)NN=N2)=O HMUNWXXNJPVALC-UHFFFAOYSA-N 0.000 description 5
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 5
238000009835 boiling Methods 0.000 description 5
239000003599 detergent Substances 0.000 description 5
150000003839 salts Chemical class 0.000 description 5
229910052708 sodium Inorganic materials 0.000 description 5
239000011734 sodium Substances 0.000 description 5
238000006467 substitution reaction Methods 0.000 description 5
235000013343 vitamin Nutrition 0.000 description 5
239000011782 vitamin Substances 0.000 description 5
229940088594 vitamin Drugs 0.000 description 5
229930003231 vitamin Natural products 0.000 description 5
GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 4
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 4
125000000217 alkyl group Chemical group 0.000 description 4
230000007935 neutral effect Effects 0.000 description 4
229910052717 sulfur Inorganic materials 0.000 description 4
210000002268 wool Anatomy 0.000 description 4
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
KIWBPDUYBMNFTB-UHFFFAOYSA-N Ethyl hydrogen sulfate Natural products CCOS(O)(=O)=O KIWBPDUYBMNFTB-UHFFFAOYSA-N 0.000 description 3
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 3
VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 3
239000003795 chemical substances by application Substances 0.000 description 3
238000004040 coloring Methods 0.000 description 3
239000012954 diazonium Substances 0.000 description 3
IJGRMHOSHXDMSA-UHFFFAOYSA-O diazynium Chemical compound [NH+]#N IJGRMHOSHXDMSA-UHFFFAOYSA-O 0.000 description 3
229910017604 nitric acid Inorganic materials 0.000 description 3
238000009980 pad dyeing Methods 0.000 description 3
238000001223 reverse osmosis Methods 0.000 description 3
239000001632 sodium acetate Substances 0.000 description 3
235000017281 sodium acetate Nutrition 0.000 description 3
235000010288 sodium nitrite Nutrition 0.000 description 3
239000002562 thickening agent Substances 0.000 description 3
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 2
ZMCHBSMFKQYNKA-UHFFFAOYSA-N 2-aminobenzenesulfonic acid Chemical compound NC1=CC=CC=C1S(O)(=O)=O ZMCHBSMFKQYNKA-UHFFFAOYSA-N 0.000 description 2
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 2
WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 2
IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 2
239000004952 Polyamide Substances 0.000 description 2
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
238000010521 absorption reaction Methods 0.000 description 2
150000003863 ammonium salts Chemical class 0.000 description 2
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
239000002585 base Substances 0.000 description 2
239000004202 carbamide Substances 0.000 description 2
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 2
238000006482 condensation reaction Methods 0.000 description 2
230000008878 coupling Effects 0.000 description 2
238000010168 coupling process Methods 0.000 description 2
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
238000005562 fading Methods 0.000 description 2
229910052744 lithium Inorganic materials 0.000 description 2
LNOPIUAQISRISI-UHFFFAOYSA-N n'-hydroxy-2-propan-2-ylsulfonylethanimidamide Chemical compound CC(C)S(=O)(=O)CC(N)=NO LNOPIUAQISRISI-UHFFFAOYSA-N 0.000 description 2
NIHNNTQXNPWCJQ-UHFFFAOYSA-N o-biphenylenemethane Natural products C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 description 2
229910052760 oxygen Inorganic materials 0.000 description 2
239000001301 oxygen Substances 0.000 description 2
229920002647 polyamide Polymers 0.000 description 2
125000000714 pyrimidinyl group Chemical group 0.000 description 2
150000003254 radicals Chemical class 0.000 description 2
239000002994 raw material Substances 0.000 description 2
230000009257 reactivity Effects 0.000 description 2
238000007127 saponification reaction Methods 0.000 description 2
235000015170 shellfish Nutrition 0.000 description 2
239000002002 slurry Substances 0.000 description 2
239000000661 sodium alginate Substances 0.000 description 2
235000010413 sodium alginate Nutrition 0.000 description 2
229940005550 sodium alginate Drugs 0.000 description 2
229910000030 sodium bicarbonate Inorganic materials 0.000 description 2
235000017557 sodium bicarbonate Nutrition 0.000 description 2
238000003756 stirring Methods 0.000 description 2
125000004149 thio group Chemical group *S* 0.000 description 2
150000003722 vitamin derivatives Chemical class 0.000 description 2
238000010792 warming Methods 0.000 description 2
238000005406 washing Methods 0.000 description 2
239000000080 wetting agent Substances 0.000 description 2
239000002759 woven fabric Substances 0.000 description 2
ACQBGZGVXSOMPD-YFKPBYRVSA-N (2s)-2-amino-4-ethylsulfanylbutanamide Chemical compound CCSCC[C@H](N)C(N)=O ACQBGZGVXSOMPD-YFKPBYRVSA-N 0.000 description 1
JVMSQRAXNZPDHF-UHFFFAOYSA-N 2,4-diaminobenzenesulfonic acid Chemical compound NC1=CC=C(S(O)(=O)=O)C(N)=C1 JVMSQRAXNZPDHF-UHFFFAOYSA-N 0.000 description 1
FFRBMBIXVSCUFS-UHFFFAOYSA-N 2,4-dinitro-1-naphthol Chemical compound C1=CC=C2C(O)=C([N+]([O-])=O)C=C([N+]([O-])=O)C2=C1 FFRBMBIXVSCUFS-UHFFFAOYSA-N 0.000 description 1
LDXJRKWFNNFDSA-UHFFFAOYSA-N 2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)-1-[4-[2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidin-5-yl]piperazin-1-yl]ethanone Chemical group C1CN(CC2=NNN=C21)CC(=O)N3CCN(CC3)C4=CN=C(N=C4)NCC5=CC(=CC=C5)OC(F)(F)F LDXJRKWFNNFDSA-UHFFFAOYSA-N 0.000 description 1
WZFUQSJFWNHZHM-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)CC(=O)N1CC2=C(CC1)NN=N2 WZFUQSJFWNHZHM-UHFFFAOYSA-N 0.000 description 1
GIFXGSITUBUVGH-UHFFFAOYSA-N 3-(4-propan-2-ylphenyl)sulfonyl-1H-triazolo[1,5-a]quinazolin-5-one Chemical compound C1=CC(C(C)C)=CC=C1S(=O)(=O)C1=NNN2C3=CC=CC=C3C(=O)N=C12 GIFXGSITUBUVGH-UHFFFAOYSA-N 0.000 description 1
SCGORAJGRKNBSY-UHFFFAOYSA-N 9h-fluorene-1-sulfonic acid Chemical compound C1C2=CC=CC=C2C2=C1C(S(=O)(=O)O)=CC=C2 SCGORAJGRKNBSY-UHFFFAOYSA-N 0.000 description 1
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
125000006416 CBr Chemical group BrC* 0.000 description 1
244000025254 Cannabis sativa Species 0.000 description 1
235000012766 Cannabis sativa ssp. sativa var. sativa Nutrition 0.000 description 1
235000012765 Cannabis sativa ssp. sativa var. spontanea Nutrition 0.000 description 1
KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
241000406668 Loxodonta cyclotis Species 0.000 description 1
IOVCWXUNBOPUCH-UHFFFAOYSA-N Nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 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
LEHOTFFKMJEONL-UHFFFAOYSA-N Uric Acid Chemical compound N1C(=O)NC(=O)C2=C1NC(=O)N2 LEHOTFFKMJEONL-UHFFFAOYSA-N 0.000 description 1
TVWHNULVHGKJHS-UHFFFAOYSA-N Uric acid Natural products N1C(=O)NC(=O)C2NC(=O)NC21 TVWHNULVHGKJHS-UHFFFAOYSA-N 0.000 description 1
238000009825 accumulation Methods 0.000 description 1
239000003513 alkali Substances 0.000 description 1
229910052784 alkaline earth metal Inorganic materials 0.000 description 1
150000001342 alkaline earth metals Chemical class 0.000 description 1
125000004453 alkoxycarbonyl group Chemical group 0.000 description 1
150000001350 alkyl halides Chemical class 0.000 description 1
ANBBXQWFNXMHLD-UHFFFAOYSA-N aluminum;sodium;oxygen(2-) Chemical compound [O-2].[O-2].[Na+].[Al+3] ANBBXQWFNXMHLD-UHFFFAOYSA-N 0.000 description 1
235000009120 camo Nutrition 0.000 description 1
125000003739 carbamimidoyl group Chemical group C(N)(=N)* 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
235000005607 chanvre indien Nutrition 0.000 description 1
239000013043 chemical agent Substances 0.000 description 1
229940125904 compound 1 Drugs 0.000 description 1
230000000875 corresponding effect Effects 0.000 description 1
125000004093 cyano group Chemical group *C#N 0.000 description 1
239000008367 deionised water Substances 0.000 description 1
229910021641 deionized water Inorganic materials 0.000 description 1
238000006193 diazotization reaction Methods 0.000 description 1
NBIIXXVUZAFLBC-UHFFFAOYSA-M dihydrogenphosphate Chemical compound OP(O)([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-M 0.000 description 1
238000007865 diluting Methods 0.000 description 1
239000002657 fibrous material Substances 0.000 description 1
RMBPEFMHABBEKP-UHFFFAOYSA-N fluorene Chemical compound C1=CC=C2C3=C[CH]C=CC3=CC2=C1 RMBPEFMHABBEKP-UHFFFAOYSA-N 0.000 description 1
125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 description 1
239000003205 fragrance Substances 0.000 description 1
210000004209 hair Anatomy 0.000 description 1
239000011487 hemp Substances 0.000 description 1
238000006703 hydration reaction Methods 0.000 description 1
125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
229910052500 inorganic mineral Inorganic materials 0.000 description 1
238000009434 installation Methods 0.000 description 1
238000010409 ironing Methods 0.000 description 1
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
239000007788 liquid Substances 0.000 description 1
229910003002 lithium salt Inorganic materials 0.000 description 1
159000000002 lithium salts Chemical class 0.000 description 1
238000012423 maintenance Methods 0.000 description 1
229940050176 methyl chloride Drugs 0.000 description 1
235000010755 mineral Nutrition 0.000 description 1
239000011707 mineral Substances 0.000 description 1
239000010446 mirabilite Substances 0.000 description 1
229910000403 monosodium phosphate Inorganic materials 0.000 description 1
235000019799 monosodium phosphate Nutrition 0.000 description 1
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
150000002825 nitriles Chemical class 0.000 description 1
PPSSQRUPSRPZON-UHFFFAOYSA-N nitrobenzene;sodium Chemical compound [Na].[O-][N+](=O)C1=CC=CC=C1 PPSSQRUPSRPZON-UHFFFAOYSA-N 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
229920000768 polyamine Polymers 0.000 description 1
229920000728 polyester Polymers 0.000 description 1
229920002635 polyurethane Polymers 0.000 description 1
239000004814 polyurethane Substances 0.000 description 1
XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
238000004382 potting Methods 0.000 description 1
229910052702 rhenium Inorganic materials 0.000 description 1
WUAPFZMCVAUBPE-UHFFFAOYSA-N rhenium atom Chemical compound [Re] WUAPFZMCVAUBPE-UHFFFAOYSA-N 0.000 description 1
239000012266 salt solution Substances 0.000 description 1
238000005185 salting out Methods 0.000 description 1
239000013535 sea water Substances 0.000 description 1
238000000926 separation method Methods 0.000 description 1
230000001568 sexual effect Effects 0.000 description 1
229910001388 sodium aluminate Inorganic materials 0.000 description 1
239000011780 sodium chloride Substances 0.000 description 1
AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 description 1
239000001488 sodium phosphate Substances 0.000 description 1
159000000000 sodium salts Chemical class 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
LIBWRRJGKWQFSD-UHFFFAOYSA-M sodium;2-nitrobenzenesulfonate Chemical compound [Na+].[O-][N+](=O)C1=CC=CC=C1S([O-])(=O)=O LIBWRRJGKWQFSD-UHFFFAOYSA-M 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000002904 solvent Substances 0.000 description 1
239000004575 stone Substances 0.000 description 1
RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium Chemical compound [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 description 1
239000004753 textile Substances 0.000 description 1
RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
229910000406 trisodium phosphate Inorganic materials 0.000 description 1
235000019801 trisodium phosphate Nutrition 0.000 description 1
229940116269 uric acid Drugs 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
- C09B62/44—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring
- C09B62/4401—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring with two or more reactive groups at least one of them being directly attached to a heterocyclic system and at least one of them being directly attached to a non-heterocyclic system
- C09B62/4403—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring with two or more reactive groups at least one of them being directly attached to a heterocyclic system and at least one of them being directly attached to a non-heterocyclic system the heterocyclic system being a triazine ring
- C09B62/4411—Azo dyes
- C09B62/4415—Disazo or polyazo dyes
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/58—Material containing hydroxyl groups
- D06P3/60—Natural or regenerated cellulose
- D06P3/66—Natural or regenerated cellulose using reactive dyes

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Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Engineering & Computer Science (AREA)
Textile Engineering (AREA)
Coloring (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Paper (AREA)

TW086108088A 1996-06-14 1997-06-12 Reactive dyes and their preparation TW442541B (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CH148496		1996-06-14

Publications (1)

Publication Number	Publication Date
TW442541B true TW442541B (en)	2001-06-23

Family

ID=4211544

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
TW086108088A TW442541B (en)	1996-06-14	1997-06-12	Reactive dyes and their preparation

Country Status (12)

Country	Link
US (1)	US5831040A (2)
EP (1)	EP0812886B1 (2)
JP (1)	JPH1060297A (2)
KR (1)	KR100460822B1 (2)
CN (1)	CN1075098C (2)
DE (1)	DE59703007D1 (2)
ES (1)	ES2155246T3 (2)
ID (1)	ID17175A (2)
MY (1)	MY120699A (2)
PT (1)	PT812886E (2)
SG (1)	SG81913A1 (2)
TW (1)	TW442541B (2)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5990290A (en) *	1998-12-04	1999-11-23	Everlight Usa, Inc.	Blue reactive dyestuffs
JP2001139835A (ja)	1999-09-16	2001-05-22	Ciba Specialty Chem Holding Inc	アクリロイルアミノ置換染料の付加生成物、その調製法及び用途
JP4501200B2 (ja) *	2000-01-21	2010-07-14	住友化学株式会社	反応染料組成物およびそれを用いる染色法
KR20070057265A (ko) *	2004-09-29	2007-06-04	훈츠만 어드밴스트 머티리얼스(스위처랜드) 게엠베하	반응성 염료, 이의 제조방법 및 이의 용도
CN102250491B (zh) *	2010-05-17	2013-04-10	中国中化股份有限公司	双偶氮活性染料

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE131545C (2) *
DE3033611A1 (de) *	1980-09-06	1982-04-29	Hoechst Ag, 6000 Frankfurt	Wasserloesliche disazoverbindungen, verfahren zu deren herstellung und ihre verwendung als farbstoffe
EP0131545B1 (de) *	1983-07-08	1988-04-20	Ciba-Geigy Ag	Reaktivfarbstoffe, deren Herstellung und Verwendung
DE3470169D1 (en) *	1983-10-26	1988-05-05	Ciba Geigy Ag	Reactive dyes, their preparation and their use
DE3889828D1 (de) *	1987-09-21	1994-07-07	Ciba Geigy	Verfahren zum Färben oder Bedrucken von Fasermaterial aus natürlichen oder synthetischen Polyamiden mit Reaktivfarbstoffen.
DE3876385D1 (de) *	1987-11-03	1993-01-14	Ciba Geigy Ag	Reaktivfarbstoffe, deren herstellung und verwendung.
US5243034A (en) *	1988-12-21	1993-09-07	Hoechst Aktiengesellschaft	Disazo dyestuffs having a triazine moiety and a fiberreactive group of vinylsulfone series
DE3843014A1 (de) *	1988-12-21	1990-06-28	Hoechst Ag	Wasserloesliche farbstoffe, verfahren zu ihrer herstellung und ihre verwendung
DE59503482D1 (de) *	1994-03-30	1998-10-15	Ciba Geigy Ag	Reaktivfarbstoffe, Verfahren zu deren Herstellung und deren Verwendung

1997
- 1997-06-03 SG SG9701890A patent/SG81913A1/en unknown
- 1997-06-05 PT PT97810354T patent/PT812886E/pt unknown
- 1997-06-05 ES ES97810354T patent/ES2155246T3/es not_active Expired - Lifetime
- 1997-06-05 EP EP97810354A patent/EP0812886B1/de not_active Expired - Lifetime
- 1997-06-05 DE DE59703007T patent/DE59703007D1/de not_active Expired - Lifetime
- 1997-06-09 JP JP9150533A patent/JPH1060297A/ja active Pending
- 1997-06-11 US US08/873,305 patent/US5831040A/en not_active Expired - Fee Related
- 1997-06-12 TW TW086108088A patent/TW442541B/zh not_active IP Right Cessation
- 1997-06-13 CN CN97113260A patent/CN1075098C/zh not_active Expired - Fee Related
- 1997-06-13 ID IDP972031A patent/ID17175A/id unknown
- 1997-06-14 MY MYPI97002680A patent/MY120699A/en unknown
- 1997-06-14 KR KR1019970024764A patent/KR100460822B1/ko not_active Expired - Fee Related

Also Published As

Publication number	Publication date
CN1170018A (zh)	1998-01-14
EP0812886A1 (de)	1997-12-17
US5831040A (en)	1998-11-03
DE59703007D1 (de)	2001-03-29
KR100460822B1 (ko)	2005-09-02
CN1075098C (zh)	2001-11-21
MY120699A (en)	2005-11-30
EP0812886B1 (de)	2001-02-21
ES2155246T3 (es)	2001-05-01
PT812886E (pt)	2001-05-31
SG81913A1 (en)	2001-07-24
JPH1060297A (ja)	1998-03-03
KR980002161A (ko)	1998-03-30
ID17175A (id)	1997-12-04
HK1005377A1 (zh)	1999-01-08

Legal Events

Date	Code	Title	Description
2001-11-16	GD4A	Issue of patent certificate for granted invention patent
2011-04-01	MM4A	Annulment or lapse of patent due to non-payment of fees

Publication	Publication Date	Title
TW466263B (en)	2001-12-01	Fiber-reactive black dye mixtures and use thereof for dyeing hydroxy-and/or carboxamido-containing fiber material
US2935506A (en)	1960-05-03	New dyestuffs and process for dyeing therewith
JPH0341503B2 (2)	1991-06-24
JPS602337B2 (ja)	1985-01-21	繊維反応性染料およびその製法
JPH09194749A (ja)	1997-07-29	反応性染料及びその製造方法
US3362948A (en)	1968-01-09	Monoazo dyestuffs containing both triazine and pyrimidine groups
JPH0239545B2 (2)	1990-09-06
TW442541B (en)	2001-06-23	Reactive dyes and their preparation
TW440596B (en)	2001-06-16	Reactive halotriazinyl dyes containing a 1-hydroxy-6-alkylaminonaphthalene-3-sulfonic acid coupling component and a monoazo, diazo or formazan chromophore, their preparation and use
JPH0218707B2 (2)	1990-04-26
TW526246B (en)	2003-04-01	Fiber-reactive dyes, their preparation and their use
US3232927A (en)	1966-02-01	Water soluble organic dyestuffs
US4082739A (en)	1978-04-04	Fibre-reactive dyestuff containing a bis-triazinylamino
JPS621036B2 (2)	1987-01-10
JPS6079067A (ja)	1985-05-04	反応染料とその製造法
JPH06179830A (ja)	1994-06-28	繊維−反応性染料、その製造方法及びその用途
TW483925B (en)	2002-04-21	A reactive dye of water-soluble disazo compounds having arylcarboxamide diazo components, preparation thereof and use thereof
JPH0788478B2 (ja)	1995-09-27	モノアゾ化合物及びそれを用いる染色又は捺染方法
CN100400605C (zh)	2008-07-09	活性偶氮黑色染料混合物
TW411357B (en)	2000-11-11	Reactive azo dyes and their preparation
TW526244B (en)	2003-04-01	Reactive dyes containing a formazan dye radical and a monoazo dye radical, a process for their preparation and their use
EP1270678A1 (en)	2003-01-02	Fiber reactive dyestuffs
US3117117A (en)	1964-01-07	Dyestuffs capable of reaction with textile fibers having acylatable hydrogen atoms
US3042475A (en)	1962-07-03	New dyestuffs and process for colouring textile materials therewith
JPH0778176B2 (ja)	1995-08-23	モノアゾ化合物及びそれを用いる染色又は捺染法