CN1847324A - 纤维反应性染料 - Google Patents
纤维反应性染料 Download PDFInfo
- Publication number
- CN1847324A CN1847324A CNA2005100650956A CN200510065095A CN1847324A CN 1847324 A CN1847324 A CN 1847324A CN A2005100650956 A CNA2005100650956 A CN A2005100650956A CN 200510065095 A CN200510065095 A CN 200510065095A CN 1847324 A CN1847324 A CN 1847324A
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- Prior art keywords
- reactive dyes
- formula
- fibre
- group
- mentioned
- Prior art date
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- 239000000835 fiber Substances 0.000 title abstract description 14
- 229910052801 chlorine Inorganic materials 0.000 claims abstract description 7
- 239000000460 chlorine Substances 0.000 claims abstract description 7
- 239000000985 reactive dye Substances 0.000 claims description 74
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 17
- 229910052736 halogen Inorganic materials 0.000 claims description 14
- -1 polyazo Polymers 0.000 claims description 14
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 11
- 150000003242 quaternary ammonium salts Chemical group 0.000 claims description 9
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Chemical group COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 8
- 229910052727 yttrium Inorganic materials 0.000 claims description 8
- BSKHPKMHTQYZBB-UHFFFAOYSA-N 2-methylpyridine Chemical compound CC1=CC=CC=N1 BSKHPKMHTQYZBB-UHFFFAOYSA-N 0.000 claims description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
- CSDSSGBPEUDDEE-UHFFFAOYSA-N 2-formylpyridine Chemical compound O=CC1=CC=CC=N1 CSDSSGBPEUDDEE-UHFFFAOYSA-N 0.000 claims description 6
- 150000001412 amines Chemical class 0.000 claims description 6
- 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 claims description 5
- 150000004056 anthraquinones Chemical class 0.000 claims description 5
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 claims description 5
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 claims description 5
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 5
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 4
- 125000005843 halogen group Chemical group 0.000 claims description 4
- 229910052740 iodine Inorganic materials 0.000 claims description 4
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 3
- 239000005977 Ethylene Substances 0.000 claims description 3
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 3
- WDEQGLDWZMIMJM-UHFFFAOYSA-N benzyl 4-hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylate Chemical compound OCC1CC(O)CN1C(=O)OCC1=CC=CC=C1 WDEQGLDWZMIMJM-UHFFFAOYSA-N 0.000 claims description 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 3
- 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 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims description 3
- 239000005864 Sulphur Substances 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000003368 amide group Chemical group 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 238000000746 purification Methods 0.000 claims description 2
- WYROLENTHWJFLR-ACLDMZEESA-N queuine Chemical compound C1=2C(=O)NC(N)=NC=2NC=C1CN[C@H]1C=C[C@H](O)[C@@H]1O WYROLENTHWJFLR-ACLDMZEESA-N 0.000 claims description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 2
- 229920002554 vinyl polymer Polymers 0.000 claims description 2
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 claims 2
- 238000004043 dyeing Methods 0.000 abstract description 31
- 238000007639 printing Methods 0.000 abstract description 14
- 238000005406 washing Methods 0.000 abstract description 7
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract description 4
- 229920003043 Cellulose fiber Polymers 0.000 abstract description 2
- 239000007844 bleaching agent Substances 0.000 abstract 1
- 239000000975 dye Substances 0.000 description 52
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 22
- 239000000243 solution Substances 0.000 description 22
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 22
- 238000006482 condensation reaction Methods 0.000 description 21
- 150000001875 compounds Chemical class 0.000 description 20
- 238000000034 method Methods 0.000 description 18
- 239000000047 product Substances 0.000 description 18
- 239000000463 material Substances 0.000 description 17
- 239000002585 base Substances 0.000 description 16
- 239000002253 acid Substances 0.000 description 15
- 238000006243 chemical reaction Methods 0.000 description 14
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 235000017550 sodium carbonate Nutrition 0.000 description 11
- 229910000029 sodium carbonate Inorganic materials 0.000 description 11
- 150000002367 halogens Chemical class 0.000 description 10
- 229920000742 Cotton Polymers 0.000 description 9
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 9
- 238000005859 coupling reaction Methods 0.000 description 9
- 150000003839 salts Chemical class 0.000 description 9
- 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 8
- 239000012954 diazonium Substances 0.000 description 8
- 239000004744 fabric Substances 0.000 description 8
- 230000007935 neutral effect Effects 0.000 description 8
- 238000006193 diazotization reaction Methods 0.000 description 7
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 6
- 239000012452 mother liquor Substances 0.000 description 6
- 239000011230 binding agent Substances 0.000 description 5
- 238000009835 boiling Methods 0.000 description 5
- 239000003599 detergent Substances 0.000 description 5
- 150000001989 diazonium salts Chemical class 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 4
- DPDMMXDBJGCCQC-UHFFFAOYSA-N [Na].[Cl] Chemical compound [Na].[Cl] DPDMMXDBJGCCQC-UHFFFAOYSA-N 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 238000009980 pad dyeing Methods 0.000 description 4
- LOAUVZALPPNFOQ-UHFFFAOYSA-N quinaldic acid Chemical compound C1=CC=CC2=NC(C(=O)O)=CC=C21 LOAUVZALPPNFOQ-UHFFFAOYSA-N 0.000 description 4
- 235000011121 sodium hydroxide Nutrition 0.000 description 4
- 238000010025 steaming Methods 0.000 description 4
- 239000003643 water by type Substances 0.000 description 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- 229920002678 cellulose Polymers 0.000 description 3
- 239000001913 cellulose Substances 0.000 description 3
- 230000009514 concussion Effects 0.000 description 3
- 238000010014 continuous dyeing Methods 0.000 description 3
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 3
- 125000006125 ethylsulfonyl group Chemical group 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 229910052938 sodium sulfate Inorganic materials 0.000 description 3
- 235000011152 sodium sulphate Nutrition 0.000 description 3
- 239000007921 spray Substances 0.000 description 3
- 238000010186 staining Methods 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 239000004753 textile Substances 0.000 description 3
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- 150000003863 ammonium salts Chemical class 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000012752 auxiliary agent Substances 0.000 description 2
- CXZFDQPDJLQSLE-UHFFFAOYSA-N benzenesulfonate;ethylazanium Chemical class CC[NH3+].[O-]S(=O)(=O)C1=CC=CC=C1 CXZFDQPDJLQSLE-UHFFFAOYSA-N 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- VMGAPWLDMVPYIA-HIDZBRGKSA-N n'-amino-n-iminomethanimidamide Chemical compound N\N=C\N=N VMGAPWLDMVPYIA-HIDZBRGKSA-N 0.000 description 2
- 238000003825 pressing Methods 0.000 description 2
- BOLDJAUMGUJJKM-LSDHHAIUSA-N renifolin D Natural products CC(=C)[C@@H]1Cc2c(O)c(O)ccc2[C@H]1CC(=O)c3ccc(O)cc3O BOLDJAUMGUJJKM-LSDHHAIUSA-N 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 235000017557 sodium bicarbonate Nutrition 0.000 description 2
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical class [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- 235000010288 sodium nitrite Nutrition 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 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
- GWIAAIUASRVOIA-UHFFFAOYSA-N 2-aminonaphthalene-1-sulfonic acid Chemical compound C1=CC=CC2=C(S(O)(=O)=O)C(N)=CC=C21 GWIAAIUASRVOIA-UHFFFAOYSA-N 0.000 description 1
- IJLWAPWUSIMLDR-UHFFFAOYSA-N 2-methylpyridine;1-methylpyridin-1-ium Chemical compound CC1=CC=CC=N1.C[N+]1=CC=CC=C1 IJLWAPWUSIMLDR-UHFFFAOYSA-N 0.000 description 1
- WAGQSTFAGUFECM-UHFFFAOYSA-N 3,4-diamino-2-(2-hydroxyethyl)benzenesulfonic acid Chemical compound NC1=C(C(=C(C=C1)S(=O)(=O)O)CCO)N WAGQSTFAGUFECM-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- 240000008564 Boehmeria nivea Species 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 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
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- 206010020112 Hirsutism Diseases 0.000 description 1
- 240000006240 Linum usitatissimum Species 0.000 description 1
- 235000004431 Linum usitatissimum Nutrition 0.000 description 1
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
- 229910052783 alkali metal Inorganic materials 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
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 1
- 229910052728 basic metal Inorganic materials 0.000 description 1
- 150000003818 basic metals Chemical class 0.000 description 1
- 235000009120 camo Nutrition 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 125000001951 carbamoylamino group Chemical group C(N)(=O)N* 0.000 description 1
- 235000005607 chanvre indien Nutrition 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N ferric oxide Chemical compound O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 239000011487 hemp Substances 0.000 description 1
- TWBYWOBDOCUKOW-UHFFFAOYSA-N isonicotinic acid Chemical class OC(=O)C1=CC=NC=C1 TWBYWOBDOCUKOW-UHFFFAOYSA-N 0.000 description 1
- 229910003002 lithium salt Inorganic materials 0.000 description 1
- 159000000002 lithium salts Chemical class 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 210000003097 mucus Anatomy 0.000 description 1
- 150000002814 niacins Chemical class 0.000 description 1
- 235000001968 nicotinic acid Nutrition 0.000 description 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 235000019353 potassium silicate Nutrition 0.000 description 1
- 201000007094 prostatitis Diseases 0.000 description 1
- UGZVCHWAXABBHR-UHFFFAOYSA-O pyridin-1-ium-1-carboxamide Chemical compound NC(=O)[N+]1=CC=CC=C1 UGZVCHWAXABBHR-UHFFFAOYSA-O 0.000 description 1
- PVNIIMVLHYAWGP-UHFFFAOYSA-O pyridin-1-ium-3-carboxylic acid Chemical compound OC(=O)C1=CC=C[NH+]=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-O 0.000 description 1
- TWBYWOBDOCUKOW-UHFFFAOYSA-O pyridin-1-ium-4-carboxylic acid Chemical compound OC(=O)C1=CC=[NH+]C=C1 TWBYWOBDOCUKOW-UHFFFAOYSA-O 0.000 description 1
- DFPAKSUCGFBDDF-UHFFFAOYSA-O pyridine-3-carbonylazanium Chemical compound NC(=O)C1=CC=C[NH+]=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-O 0.000 description 1
- 238000007348 radical reaction Methods 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 239000003340 retarding agent Substances 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000007790 scraping Methods 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- LIBWRRJGKWQFSD-UHFFFAOYSA-M sodium;2-nitrobenzenesulfonate Chemical class [Na+].[O-][N+](=O)C1=CC=CC=C1S([O-])(=O)=O LIBWRRJGKWQFSD-UHFFFAOYSA-M 0.000 description 1
- LJRGBERXYNQPJI-UHFFFAOYSA-M sodium;3-nitrobenzenesulfonate Chemical compound [Na+].[O-][N+](=O)C1=CC=CC(S([O-])(=O)=O)=C1 LJRGBERXYNQPJI-UHFFFAOYSA-M 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 229960004418 trolamine Drugs 0.000 description 1
- 238000010792 warming Methods 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
- C09B62/08—Azo dyes
- C09B62/095—Metal complex azo dyes
-
- 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
- C09B62/08—Azo dyes
- C09B62/082—Azo dyes dyes containing in the molecule at least one azo group and at least one other chromophore group
-
- 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
- C09B62/08—Azo dyes
- C09B62/09—Disazo or polyazo dyes
-
- 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
- C09B62/4413—Non-metallized monoazo dyes
-
- 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
-
- 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
- C09B62/4416—Metal complex azo dyes
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Abstract
本发明有关一种如式(I)的纤维反应性染料,其中D、R、R1、R2、X及Z各取代基的定义如说明书内所述。本发明的染料适用于水性浴中纤维素纤维染色,以及纤维素纤维印染。可得坚牢性良好的染物,尤其在水洗牢度、染深性及氯漂牢度方面具有很优良的染整特性。
Description
技术领域
本发明是关于一种染料,尤其是一种具有低盐、低碱的纤维反应性染料,其适用于水性浴中纤维素纤维染色,以及纤维素纤维印染。
背景技术
纤维反应性染料在染整业界已应用多年,其最主要特征为:在染料分子上带有可以与纤维上基团反应而形成共价键的反应性基团,例如,在美国专利US 4,703,112、US 5,484,899、US6,329,514及英国专利GB 1,353,899,曾公开应用于浸染、连续染色或印染上的纤维反应性染料,其具有良好染深性等的优良染整特性,而广为染整业界所使用。
然而,现今反应性染料的发展朝向具有高固着、高染深、易水洗的经济型诉求,因此新一代反应性染料的特性除了要有足够的直染性以增加固色机会外,未固着的染料亦需要具有优良的易水洗特性。
发明内容
本发明的目的在于提供一种纤维反应性染料。
本发明提供的纤维反应性染料,具有易水洗性、生物可分解性、染深性佳、高日光坚牢度、高水洗牢度、高氯漂牢度,且在其它坚牢度测试上也都有优异的表现,同时还具有很好的可组合性及纤维均染性。
为实现上述目的,本发明提供的是一种如下式(I)的纤维反应性染料,
其中
Z为下式基
其中X为卤素原子、季铵盐(quaternary ammonium salt)、吡啶(pyridine)、羧基吡啶(carboxypyridinium)例如3-羧基吡啶-1-基(3-carboxypyridin-1-yl)及4-羧基吡啶-1-基(4-carboxypyridin-1-yl)、甲基吡啶(methylpyridinium)或胺甲酰基吡啶(carbamoylpyridinium);
Y为-OH、乙烯基或-CH2-CH2-W,其中W为用碱处理可离去的基团,较佳的,W为Cl、-OSO3H或
I为磺酸基、C1~4烷基、C1~4烷氧基或C1~4烷氧羰基;
p为0、1、2或3;
Q为-SO2-Y、-CONH-(CH2)n-SO2-Y、-(O)o-(CH2)m-CONH-(CH2)n-SO2-Y、或-NH-CO-T,其中Y定义如前所述,T为α,β-卤丙酰基(halopropionyl)或α-卤丙烯酰基(haloacryloyl),n和m各自独立为1到6的整数;p定义如上述;o为0、1、2或3;
R、R1与R2为互相独立的氢原子、C1~4烷基、或被卤素原子、羟基、氰基(cyano)、C1~4烷氧基、C1~4烷氧羰基(alkoxycarbonyl)、羧基(carboxyl)、磺酸基、或硫酸根络(sulfato)所取代的C1~4烷基;
当R为氢原子时,则X为季铵盐、吡啶、4-羧基吡啶-1-基或甲基吡啶;
当R为-CH2CH2COOH时,则X为季铵盐、吡啶、甲基吡啶或胺甲酰基吡啶;
D为带有反应基或不带有反应基的发色团,其中该反应基可以为一或多个各自独立分别选自如上所定义的Q基,该发色团选自包括下列族群之一:甲发色团(formazan chromophore)、蒽醌(anthraquinone)、酞花青、三苯二恶、单偶氮基、多偶氮基或金属络合物偶氮基。前述发色团分别
叙述如下:
(a)甲发色团(formazan chromophore)
其中p与o定义如上述;
(b)蒽醌(anthraquinone)
其中G为经C1~4烷基或磺酸基取代的苯撑(phenylene);
(c)酞花青(phthalocyanine);
其中Pc为铜酞花青基(copper phthalocyanine)或镍酞花青基(nickelphthalocyanine),W为-OH和/或-NH2,E为苯撑或乙撑(ethylene);o定义如上述;
(d)三苯二恶(triphendioxazine)
或
E定义如上述;
(e)单偶氮基(monoazo)
或
其中
R3为C1~4烷基、C1~4烷氧基、羧基、磺酸基或-SO2-Y,Y定义如上述;
R4为C1~4烷基,C1~4烷氧基,胺基,乙酰基胺基(acetvlamino),脲基(ureido)或磺基;
R5为C1~4烷酰氧基或苯甲酰基(benzoyl);
R6为C1~4烷基或羧基;
R7和R8为C1~4烷基;
R9为氢,胺基甲酰或磺甲基;
其中m、n、o及p定义如上述;
(f)多偶氮基(polyazo)
或
其中
R10为C1~4烷基、C1~4烷氧基、羧基、磺酸基、乙酰基(acetyl)、乙酰基胺基、脲基或-SO2-Y;
q、r、s、t及u各自独立分别选自0、1、2或3;
R3、Y、m、n、o及p定义如上述;
或(g)金属错合物偶氮基。
D可以更具体的列举如下所示:
本发明的纤维反应性染料的式(I)反应性染料,较佳的为如下式(Ia)的反应性染料。
其中D、X、Q、I、R、R1、R2和p定义如上述。
本发明的纤维反应性染料的式(I)反应性染料,尤其佳的,系为如下式(Ib)的反应性染料。
其中D、X、Q、I、R和p定义如上述。
本发明的纤维反应性染料的式(I)反应性染料,特别佳的,为如下式(Ic)的反应性染料。
其中D、X、R和Y定义如上述。
本发明的式(I)纤维反应性染料,其中Z较佳为
其中I、p及Y定义如上述。
本发明的式(I)纤维反应性染料,其中Z更佳为
其中I、p及Q定义如上述式(I)。
本发明的式(I)纤维反应性染料,其中X较佳为季铵盐、吡啶、4-羧基吡啶-1-基、甲基吡啶或胺甲酰基吡啶。
本发明的式(I)纤维反应性染料,其中W较佳为氯原子、-OSO3H或
本发明的式(I)纤维反应性染料,其中Q较佳为-SO2-Y或-CONH-(CH2)n-SO2-Y,其中n及Y定义如上述。
本发明的式(I)纤维反应性染料,较佳具体例为如下式(1)
的反应性染料;如下式(2)
的反应性染料;如下式(3)
的反应性染料;如下式(4)
的反应性染料;如下式(5)
的反应性染料;如下式(6)
的反应性染料;如下式(7)
的反应性染料;如下式(8)
的反应性染料;以及如下式(9)
的反应性染料。
本发明为了说明方便,在说明书中化合物皆以自由酸的形式表示,但本发明中的染料在被制造或使用时,常会以水溶性盐的形式存在,合适的盐可以是碱金属、碱土金属、铵盐或有机胺盐,其中较佳为钠盐、钾盐、锂盐、铵盐或三乙醇胺(triethanolamine)盐。
具体实施方式
本发明的染料,可以公知的方法制备,其制备的反应顺序并没有很严格的限制,可以是先将发色团制备好,然后再合成所需要的染料;也可以在染料的制备过程中,才合成发色团,如以先制备好发色团,然后再合成染料为例,可以有下述方法被例举出来:
a、取如下式(A)的化合物,使先与如下式(B)的卤三(halotriazine)进行第一次缩合反应,所得产物使再与D-HR2(D及R2定义如上述)化合物进行第二次缩合反应,然后所得产物使再与Z-NH2的重氮盐进行偶合反应,最后再选择适当的化合物X,使与所得产物再进行第三次缩合反应,即可得到式(I)染料;
同样的,也可以先取D-NHR2(D及R2定义如上述)化合物,使与如下式(B)的卤三进行第一次缩合反应,所得产物使再与如下式(A)的化合物进行第二次缩合反应,然后所得产物使再与Z-NH2(Z定义如上述)的偶氮盐进行偶合反应,最后再选择适当的化合物X,使与所得产物再进行第三次缩合反应,即可得到式(I)染料。
其中Hal为卤素,例如氟、氯或溴原子,X、Z、D、R、R1及R2定义如上述;
b、先取Z-NH2(Z定义如上述)的偶氮盐,使与如式(A)的化合物偶合,然后使所得产物与如式(B)的卤三进行第一次缩合反应,所得产物使再与D-NHR2(D及R2定义如上述)化合物进行第二次缩合反应,最后再选择适当的化合物X,使与所得产物再进行第三次缩合反应,即可得到式(I)染料;
另外,也可以先取D-NHR2(D及R2定义如上述)化合物,使与如式(B)的卤三进行第一次缩合反应,所得产物使再与Z-NH2(Z定义如上述)的偶氮盐与如式(A)的化合物行偶合反应所得产物进行第二次缩合反应,最后再选择适当的化合物X,使与所得产物再进行第三次缩合反应,即可得到式(I)染料。
其中X、Z、D、R、R1及R2定义如上述;
c、取式(A)的化合物,使先与式(B)的卤三进行第一次缩合反应,所得产物使再与D-NHR2(D及R2定义如上述)化合物进行第二次缩合反应,然后再选择适当的化合物X,使与所得产物再进行第三次缩合反应,最后所得产物使再与Z-NH2的重氮盐进行偶合反应,即可得到式(I)染料;
同样的,也可以先取D-NHR2(D及R2定义如上述)化合物,使与如下式(B)的卤三进行第一次缩合反应,所得产物使再与如下式(A)的化合物进行第二次缩合反应,然后再选择适当的化合物X,使与所得产物再进行第三次缩合反应,最后所得产物使再与Z-NH2的重氮盐进行偶合反应,即可得到式(I)染料。
其中X、Z、D、R、R1及R2定义如上述。
制备本发明的染料,所使用的反应方法为一般所习知的反应条件,例如偶合反应,是在微酸性到中性酸碱值,及O~25℃温度下进行;与卤三所进行的第一次缩合反应,是在酸性到中性酸碱值,例如酸碱值1到7和低温下,例如O~10℃下反应;与卤三所进行的第二次缩合反应,是在微酸到中性酸碱值的间,例如酸碱值4.5到7.5,以及中温,例如30~60℃温度下反应;与卤三所进行的第三次缩合反应,是在微酸到中性酸碱值的间,例如酸碱值4.5到7.5,以及高温,例如70~100℃温度下反应。
本发明的染料适用于纤维材料,尤指纤维素纤维材料,以及含纤维素纤维的纤维材料的染色或印花。此纤维材料并无特殊限制,可以是天然或再生的纤维素纤维,例如棉、麻、亚麻、大麻、苎麻、黏液嫘萦,或是含纤维素系纤维的纤维材料。本发明的染料同样也适用于含羟基纤维的纤维掺混织物的染色和印花。
本发明的染料可以用各种方式固色于纤维上,特别是以水性染料溶液和印染糊形式。并以浸染、连染、冷压染、印染等方式进行染色与印花。
本发明的染色或印染可照一般公知、惯用的方法进行,浸染法(exhaustion dyeing)是采用熟知的无机中性盐(如无水硫酸钠及氯化钠)及熟知的酸结合剂(如碳酸钠、氢氧化钠)单独或混合使用。无机中性盐和碱的用量并不是很重要,无机中性盐和碱可以依传统方法一次或分次加入染浴中。此外,也可以依传统方法加入助染剂(如均染剂、缓染剂等),染色温度通常是介于40℃-90℃,较佳的是40℃-70℃。
冷压染法是使欲染色的物质,利用熟知的无机中性盐(如无水硫酸钠及氯化钠)及熟知的酸结合剂(如碳酸钠、氢氧化钠)轧染,然后在室温下,使所得的物质成卷置形式进行染色。
连续染色法是使熟知的酸结合剂(如碳酸钠或碳酸氢钠)和轧染液混合,依常法使欲染色的物质进行轧染,然后使所得物质干热或汽蒸固色;两浴轧染法是以染料使欲染色的物质进行轧染,然后以熟知的无机中性盐(如硫酸钠或硅酸钠)处理,最好依常法将处理过的物质干燥或汽蒸固色。
织物印花法,例如有单相印花法,以含有熟知酸结合剂(如碳酸氢钠)的印花浆,印在欲印花的物质上,并用干燥或汽蒸固色;两相印花法包含以印花浆欲印花的物质,将所得物质浸入在高温(90℃或以上)的含无机中性盐(如氯化钠)及熟知的酸结合剂(如氢氧化钠或碳酸钠)的溶液中固色。依本发明的方法并不局限前列的染色或印花法。
本发明的染料对纤维素纤维来讲,它是一种具产业价值的反应性染料,具备优良的固色能力,和非常优异的染深性,同时具备高度的吸净能力,并适用于广泛温度范围的染色,因此也适用于棉/聚酯掺混织物的染色。本发明的染料也适用于印染,特别适用于棉或含有毛或丝的掺混织物。在纤维素纤维材料上所进行的染色和印染可以得到各种染色特性良好的染物;尤其在染深性、水洗牢度及氯漂牢度,可得高质量的染色、印染或压染产品。
为方便更进一步说明起见,将列举以下实施例作更具体的说明,但不会因此而限定本发明的范围,其中化合物是以游离酸的形式表示,但其实际的形式有可能是金属盐,更可能是碱金属盐,尤其是钠盐,除非有特别说明,否则实施例中所使用的份数或百分比皆以重量为单位,温度以摄氏温度℃为单位。
实施例1
将7-胺基-1,3,6-三磺酸基-萘(7-amino-1,3,6-trisulfonicacid-naphthalene)19.17份均匀分散于70份水中,以4.3份纯碱(Na2CO3)调整酸碱值为中性并全溶,再加入3.6份亚硝酸钠及15份32%盐酸水溶液在5~10℃下进行重氮化反应,另外,将间-胺基苯基脲(m-Aminophenylurea)7.8份均匀分散于50份水中,然后加入至上述重氮盐成分中,并保持在温度8~10℃、再以纯碱水溶液调整酸碱值为5~7进行偶合反应,反应完全后再将分散在冰水中的三聚氰氯9.5份加入至上述溶液中,并保持在温度5~8℃、酸碱值为5~7,反应完全后再将2,4-二胺基-1-苯磺酸(2,4-diamino-1-benzenesulfonic acid)12.8份加入至上述反应液中,并保持在酸碱值为5~7,温度40~60℃,反应完全后加入6.8份4-羧基吡啶(4-carboxypyridinium)至上述反应液中,并保持在酸碱值为5~7,温度80~100℃,反应完全后降温至7~10℃。再将18份的2-磺酸-4-(2-硫酸根络乙基磺酰基)苯胺(2-sulfonic acid-4-(2-sulfatoethylsulfonyl)aniline)以习知的方法重氮化后的重氮盐加入至上述溶液中,并调酸碱值至6.0,反应结束后。将所得溶液去盐并喷干,可得如下式(1)的染料,经染色后可得特性优良的金黄色染物。
实施例2
将1-胺基-3,6-二磺酸-8-羟基-萘15.6份置入20份水中,调整酸碱值至6.5-7.0使全溶,然后将溶液温度降到5℃,并加入醋酸酐6.7份,并搅拌至确认反应完毕。
另外,将吐士酸(2-胺基-萘磺酸;2-amino-naphthyl sulfonic acid)11.2份以公知的方法重氮化,然后将上述溶液倒入此重氮化溶液中,并调整酸碱值至7~8,确认反应完全后,调整酸碱值至12~13并升温至70~90℃,直至确认反应完全,然后加入氯化钠50份并调整酸碱值至6.8~7.2后过滤。
将过滤物以1,000份水溶解,然后快入至已经在30份冰水中分散完毕的8.7份三聚氰氯溶液中,并维持酸碱值在6~7、温度在5~8℃,等确认反应完毕后再加入4-胺基-2-(2-羟基)乙基胺苯磺酸(4-amino-2-(2-hydroxyethyl)amino benzene sulfonic acid)11.6份,并维持酸碱度在5~7,且将温度升到40~60℃,反应完全后加入6.8份3-羧基吡啶(3-carboxypyridinium)至上述反应液中,并保持在酸碱值为5~7,温度80~100℃,反应完全后降温至7~10℃。再将18份的2-磺酸-4-(2-硫酸根络乙基磺酰基)苯胺以公知的方法重氮化后的重氮盐加入至上述溶液中,并调酸碱值至6.0,反应结束后。将所得溶液去盐并喷干,可得如下式(2)的染料,经染色后可得特性优良的桃红色染物。
实施例3
将7-胺基-1,3,6-三磺酸基-萘(7-amino-1,3,6-trisulfonicacid-naphthalene)19.17份均匀分散于70份水中,以4.3份纯碱(Na2CO3)调整酸碱值为中性并全溶,再加入3.6份亚硝酸钠及15份32%盐酸水溶液在5~10℃下进行重氮化反应,另外,将间-胺基苯基脲(m-Aminophenylurea)7.8份均匀分散于50份水中,然后加入至上述重氮盐成分中,并保持在温度8~10℃、再以纯碱水溶液调整酸碱值为5~7进行偶合反应,反应完全后再将分散在冰水中的三聚氰氯9.5份加入至上述溶液中,并保持在温度5~8℃、酸碱值为5~7,反应完全后再将4-氨基-2-(2-羧酸)乙基胺苯磺酸12.87份加入至上述反应液中,并保持在酸碱值为5~7,温度40~60℃,反应完全后加入6.74份3-胺甲酰基吡啶(3-carbamoylpyridinium)至上述反应液中,并保持在酸碱值为5~7,温度80~100℃,反应完全后降温至7~10℃。再将18份的2-磺酸-4-(2-硫酸根络乙基磺酰基)苯胺(2-sulfonicacid-4-(2-sulfatoethylsulfonyl)aniline)以习知的方法重氮化后的重氮盐加入至上述溶液中,并调酸碱值至6.0,反应结束后。将所得溶液去盐并喷干,可得如下式(3)的染料,经染色后可得特性优良的金黄色染物。
以下实施例4至13,一般而言,是根据实施例1、实施例2和实施例3中所述的步骤,可制备以下的反应性染料式(4)至(13),使染物具有良好的坚牢度。
实施例4
实施例5
实施例6
实施例7
实施例8
实施例9
实施例10
实施例11
实施例12
实施例13
实施例14
取尿素100份,间-硝基苯磺酸钠盐(m-nitrobenzene sulfonic acid sodiumsalt)10份,小苏打20份,海藻酸钠55份,温水815份合计1000份,经搅拌配制可得助剂糊。
取3份实施例1中所制备的染料,洒于上述助剂糊100份中,并快速搅拌。以100mesh的45度斜纹版印花网版覆盖在一适当大小的丝光棉斜纹布上,再将上述色糊置于网版上并刮过。
将刮好的布放到65℃烘箱内5分钟烘干;将烘干好的布放入蒸箱以常压饱和蒸气102~105℃蒸处10分钟。
然后将所得到金黄色染物先经冷水洗,再经沸腾热水洗10分钟,然后再以沸腾的非离子清洁剂皂洗10分钟,最后再用冷水洗清一次,干燥后可得到金黄色的染物具备优良的染深性及上色率。
实施例15
取3份实施例1所制备的染料溶于100毫升水中,配制成30份/升压染液;取碱剂25毫升(使用苛性钠38°Be’15毫升/升和芒硝30份/升)加入于压染液中均匀搅拌,所得混合液倒入罗拉(Roller)压染器中,然后将棉织物经过罗拉压染后,再卷成轴状。此形态棉织物在室温下储存4小时。然后,将所得到金黄色染物先经冷水洗,再经沸腾热水洗10分钟,然后经沸腾的非离子清洁剂皂洗10分钟,最后再用冷水洗清一次,干燥后可得到金黄色的染物具备优良的染深性及上色率。
实施例16
取0.25份实施例1所制备的染料溶于250毫升水中做成母液,取上述母液40毫升置于染色瓶中,然后放入棉织物2份,再放入芒硝2.4份,最后放入32%纯碱溶液2.5毫升;将染瓶放入60℃的水平震荡染色机中,保温60分钟。然后将所得到金黄色染物先经冷水洗,再经沸腾热水洗10分钟,然后经沸腾的非离子清洁剂皂洗10分钟,最后再用冷水洗清一次,干燥后所制得的金黄色染物具备优良的染深性及上色率。
实施例17
取0.25份实施例2所制备的染料溶于250毫升水中做成母液,取上述母液40毫升置于染色瓶中,然后放入棉织物2份,再放入芒硝2.4份,最后放入32%纯碱溶液2.5毫升;将染瓶放入60℃的水平震荡染色机中,保温60分钟。然后将所得到桃红色染物先经冷水洗,再经沸腾热水洗10分钟,然后经沸腾的非离子清洁剂皂洗10分钟,最后再用冷水洗清一次,干燥后所制得的桃红色染物具备优良的染深性及上色率。
实施例18
取0.25份实施例3所制备的染料溶于250毫升水中做成母液,取上述母液40毫升置于染色瓶中,再放入棉织物2份,然后放入芒硝2.4份,最后放入32%纯碱溶液2.5毫升;将染瓶放入60℃的水平震荡染色机中,保温60分钟。然后将所得到金黄色染物先经冷水洗,再经沸腾热水洗10分钟,然后经沸腾的非离子清洁剂皂洗10分钟,最后再用冷水洗清一次,干燥后所制得的金黄色染物具备优良的染深性及上色率。
本发明纤维反应性染料是一种通用型的染料组成物,可适用纤维素纤维染色,其所使用的染色方法为一般反应性染料染色时所使用的方法,例如浸染、印染或连续染色,而具有很特别的优良特性。
本发明所描述的一系列纤维反应性染料是具有商业价值的水溶性染料,可以得到各种染色特性良好的染物,尤其在洗净性、染深性、均染性、水洗坚牢度、日光坚牢度、摩擦坚牢度、熨烫坚牢度和氯漂坚牢度方面上都有非常优异的表现。
综上所陈,本发明无论就目的、手法及功效,或就其技术层面与研发设计上,均显示其优于公知技术的特征。应注意的是,上述诸多实施例仅为了便于说明故举例阐述的,而本发明所主张的权利范围自应以申请专利范围所述为准,而非仅限于上述实施例。
Claims (24)
1.一种如式(I)的纤维反应性染料,
其中
Z为下式基
或
其中X为卤素原子、季铵盐、吡啶、3-羧基吡啶-1-基、4-羧基吡啶-1-基、甲基吡啶或胺甲酰基吡啶;
I为磺酸基、C1~4烷基、C1~4烷氧基或C1~4烷氧羰基;
p为0、1、2或3;
Q为-SO2-Y、-CONH-(CH2)n-SO2-Y、-(O)o-(CH2)m-CONH-(CH2)n-SO2-Y、或-NH-CO-T,其中Y定义如前所述,T为α,β-卤丙酰基或α-卤丙烯酰基,n和m各自独立为1到6的整数;p定义如上述;o为0、1、2或3;
R,R1与R2为互相独立的氢原子、C1~4烷基、或被卤素原子、羟基、氰基、C1~4烷氧基、C1~4烷氧羰基、羧基、磺酸基、或硫酸根络所取代的C1~4烷基;
当R为氢原子时,X为季铵盐、吡啶、4-羧基吡啶-1-基或甲基吡啶;
当R为-CH2CH2COOH时,X为季铵盐、吡啶、甲基吡啶或胺甲酰基吡啶;
3.如权利要求1的纤维反应性染料,其中蒽醌为
其中G为经C1-4烷基或磺基取代的苯撑。
9.如权利要求1的纤维反应性染料,其中式(I)为如下式(Ib)的反应性染料
其中D、X、Q、I、R和p定义如上述。
11.如权利要求1的纤维反应性染料,其中Z为
其中I、p及Q定义如上述。
13.如权利要求1的纤维反应性染料,其中X为季铵盐、吡啶、4-羧基吡啶-1-基、甲基吡啶或胺甲酰基吡啶。
14.如权利要求1的纤维反应性染料,其中W为氯原子、-OSO3H或
15.如权利要求1的纤维反应性染料,其中Q为-SO2-Y或-CONH-(CH2)n-SO2-Y,其中n及Y定义如上述。
17.如权利要求1的纤维反应性染料,其中该式(I)为如下式(2)
的反应性染料。
19.如权利要求1的纤维反应性染料,其中该式(I)为如下式(4)
的反应性染料。
21.如权利要求1的纤维反应性染料,其中该式(I)为如下式(6)
的反应性染料。
22.如权利要求1的纤维反应性染料,其中该式(I)为如下式(7)
的反应性染料。
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| CNA2005100650956A CN1847324A (zh) | 2005-04-13 | 2005-04-13 | 纤维反应性染料 |
| US11/246,766 US7326777B2 (en) | 2005-04-13 | 2005-10-06 | Fiber reactive dyestuffs |
| EP06007178A EP1795562A3 (en) | 2005-04-13 | 2006-04-05 | Fiber reactive dyestuffs |
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| CNA2005100650956A CN1847324A (zh) | 2005-04-13 | 2005-04-13 | 纤维反应性染料 |
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| Country | Link |
|---|---|
| US (1) | US7326777B2 (zh) |
| EP (1) | EP1795562A3 (zh) |
| CN (1) | CN1847324A (zh) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102292400A (zh) * | 2009-01-27 | 2011-12-21 | 德司达染料德国有限责任公司 | 纤维-活性铜络合的双偶氮染料 |
| CN107722667A (zh) * | 2017-11-16 | 2018-02-23 | 东华大学 | 一种基于蒽醌偶氮多发色基团的紫色活性染料及其制备方法和应用 |
| CN109627224A (zh) * | 2018-11-22 | 2019-04-16 | 东华大学 | 一种水溶性强酸可变色的偶氮-蒽醌类pH探针及其制备和应用 |
| CN110903679A (zh) * | 2019-11-15 | 2020-03-24 | 东华大学 | 一种基于单h酸三偶氮结构的绿色活性染料及其制备和应用 |
| CN115975395A (zh) * | 2022-12-30 | 2023-04-18 | 上海雅运新材料有限公司 | 一种活性染料化合物及其制备和应用 |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102558904B (zh) * | 2010-12-07 | 2013-10-23 | 佛山市宇丰染料有限公司 | 一种低碱型活性染料及其染色方法 |
| CN102558907B (zh) * | 2011-12-30 | 2014-07-09 | 浙江科永化工有限公司 | 一种复合活性黑染料组合物 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3601722A1 (de) * | 1986-01-22 | 1987-07-23 | Hoechst Ag | Wasserloesliche azoverbindungen, verfahren zu ihrer herstellung und ihre verwendung als farbstoffe |
| JP2914869B2 (ja) * | 1993-05-06 | 1999-07-05 | チバ スペシャルティ ケミカルズ ホールディング インコーポレーテッド | 繊維−反応性染料、それらの製造方法及び用途 |
| DE4423650A1 (de) * | 1994-07-06 | 1996-01-11 | Bayer Ag | Azofarbstoffe mit einer faserreaktiven Gruppe |
| MY117759A (en) | 1996-01-19 | 2004-08-30 | Ciba Sc Holding Ag | Reactive dyes their preparation and use. |
| US6329514B1 (en) | 2000-02-08 | 2001-12-11 | Everlight Usa, Inc. | Fiber reactive dyestuffs |
| EP1458818A1 (en) * | 2001-11-07 | 2004-09-22 | Ciba SC Holding AG | Fibre-reactive dyes, their preparation and their use |
| JP2004124053A (ja) * | 2002-05-30 | 2004-04-22 | Kyung-In Synthetic Corp | 繊維反応性染料およびその製造方法 |
-
2005
- 2005-04-13 CN CNA2005100650956A patent/CN1847324A/zh active Pending
- 2005-10-06 US US11/246,766 patent/US7326777B2/en not_active Expired - Fee Related
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2006
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Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN102292400A (zh) * | 2009-01-27 | 2011-12-21 | 德司达染料德国有限责任公司 | 纤维-活性铜络合的双偶氮染料 |
| CN102292400B (zh) * | 2009-01-27 | 2016-01-20 | 德司达染料分销有限公司 | 纤维-活性铜络合的双偶氮染料 |
| CN107722667A (zh) * | 2017-11-16 | 2018-02-23 | 东华大学 | 一种基于蒽醌偶氮多发色基团的紫色活性染料及其制备方法和应用 |
| CN107722667B (zh) * | 2017-11-16 | 2019-07-23 | 东华大学 | 一种基于蒽醌偶氮多发色基团的紫色活性染料及其制备方法和应用 |
| CN109627224A (zh) * | 2018-11-22 | 2019-04-16 | 东华大学 | 一种水溶性强酸可变色的偶氮-蒽醌类pH探针及其制备和应用 |
| CN109627224B (zh) * | 2018-11-22 | 2021-09-21 | 东华大学 | 一种水溶性强酸可变色的偶氮-蒽醌类pH探针及其制备和应用 |
| CN110903679A (zh) * | 2019-11-15 | 2020-03-24 | 东华大学 | 一种基于单h酸三偶氮结构的绿色活性染料及其制备和应用 |
| CN115975395A (zh) * | 2022-12-30 | 2023-04-18 | 上海雅运新材料有限公司 | 一种活性染料化合物及其制备和应用 |
| CN115975395B (zh) * | 2022-12-30 | 2024-02-02 | 上海雅运新材料有限公司 | 一种活性染料化合物及其制备和应用 |
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| Publication number | Publication date |
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| US7326777B2 (en) | 2008-02-05 |
| EP1795562A3 (en) | 2009-10-28 |
| US20060230552A1 (en) | 2006-10-19 |
| EP1795562A2 (en) | 2007-06-13 |
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