JPS6212828B2 - - Google Patents
Info
- Publication number
- JPS6212828B2 JPS6212828B2 JP54058970A JP5897079A JPS6212828B2 JP S6212828 B2 JPS6212828 B2 JP S6212828B2 JP 54058970 A JP54058970 A JP 54058970A JP 5897079 A JP5897079 A JP 5897079A JP S6212828 B2 JPS6212828 B2 JP S6212828B2
- Authority
- JP
- Japan
- Prior art keywords
- group
- dye
- lower alkyl
- water
- fibers
- 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
- 239000000835 fiber Substances 0.000 claims description 30
- -1 anthraquinone compound Chemical class 0.000 claims description 23
- 125000000217 alkyl group Chemical group 0.000 claims description 12
- 125000003545 alkoxy group Chemical group 0.000 claims description 9
- 239000001000 anthraquinone dye Substances 0.000 claims description 9
- 229920002678 cellulose Polymers 0.000 claims description 8
- 239000001913 cellulose Substances 0.000 claims description 8
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims description 4
- 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 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 125000005843 halogen group Chemical group 0.000 claims description 4
- 125000003277 amino group Chemical group 0.000 claims description 3
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 3
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 3
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 3
- 239000000975 dye Substances 0.000 description 48
- 238000004043 dyeing Methods 0.000 description 25
- 238000000034 method Methods 0.000 description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 22
- 229920003043 Cellulose fiber Polymers 0.000 description 20
- 238000007639 printing Methods 0.000 description 17
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 15
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 15
- 239000006185 dispersion Substances 0.000 description 15
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 14
- 229920000728 polyester Polymers 0.000 description 13
- 239000000985 reactive dye Substances 0.000 description 9
- 239000002904 solvent Substances 0.000 description 9
- 239000000203 mixture Substances 0.000 description 8
- 239000003795 chemical substances by application Substances 0.000 description 7
- 239000000986 disperse dye Substances 0.000 description 7
- 239000004744 fabric Substances 0.000 description 7
- 229910000029 sodium carbonate Inorganic materials 0.000 description 7
- 229920000742 Cotton Polymers 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- 230000008961 swelling Effects 0.000 description 6
- ZUHZGEOKBKGPSW-UHFFFAOYSA-N tetraglyme Chemical compound COCCOCCOCCOCCOC ZUHZGEOKBKGPSW-UHFFFAOYSA-N 0.000 description 6
- 238000005406 washing Methods 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 5
- 239000002253 acid Substances 0.000 description 5
- 239000011230 binding agent Substances 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 4
- 229920000297 Rayon Polymers 0.000 description 4
- 229910052783 alkali metal Inorganic materials 0.000 description 4
- 229950011008 tetrachloroethylene Drugs 0.000 description 4
- 239000004753 textile Substances 0.000 description 4
- 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 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 239000002202 Polyethylene glycol Substances 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 241000779819 Syncarpia glomulifera Species 0.000 description 3
- SAQSTQBVENFSKT-UHFFFAOYSA-M TCA-sodium Chemical compound [Na+].[O-]C(=O)C(Cl)(Cl)Cl SAQSTQBVENFSKT-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 238000004140 cleaning Methods 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 239000002270 dispersing agent Substances 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 235000019441 ethanol Nutrition 0.000 description 3
- NVVZQXQBYZPMLJ-UHFFFAOYSA-N formaldehyde;naphthalene-1-sulfonic acid Chemical compound O=C.C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 NVVZQXQBYZPMLJ-UHFFFAOYSA-N 0.000 description 3
- 150000008282 halocarbons Chemical class 0.000 description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 description 3
- 239000011707 mineral Substances 0.000 description 3
- 239000001739 pinus spp. Substances 0.000 description 3
- 229920001223 polyethylene glycol Polymers 0.000 description 3
- 229920001451 polypropylene glycol Polymers 0.000 description 3
- 239000002964 rayon Substances 0.000 description 3
- 239000004576 sand Substances 0.000 description 3
- 238000007650 screen-printing Methods 0.000 description 3
- 239000000661 sodium alginate Substances 0.000 description 3
- 235000010413 sodium alginate Nutrition 0.000 description 3
- 229940005550 sodium alginate Drugs 0.000 description 3
- 229940036248 turpentine Drugs 0.000 description 3
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 229910000288 alkali metal carbonate Inorganic materials 0.000 description 2
- 150000008041 alkali metal carbonates Chemical class 0.000 description 2
- 125000005115 alkyl carbamoyl group Chemical group 0.000 description 2
- 125000005153 alkyl sulfamoyl group Chemical group 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- 239000002736 nonionic surfactant Substances 0.000 description 2
- GSGDTSDELPUTKU-UHFFFAOYSA-N nonoxybenzene Chemical compound CCCCCCCCCOC1=CC=CC=C1 GSGDTSDELPUTKU-UHFFFAOYSA-N 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 238000004383 yellowing Methods 0.000 description 2
- BYEAHWXPCBROCE-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound FC(F)(F)C(O)C(F)(F)F BYEAHWXPCBROCE-UHFFFAOYSA-N 0.000 description 1
- AVQQQNCBBIEMEU-UHFFFAOYSA-N 1,1,3,3-tetramethylurea Chemical compound CN(C)C(=O)N(C)C AVQQQNCBBIEMEU-UHFFFAOYSA-N 0.000 description 1
- PPKTWWAYWXLYSV-UHFFFAOYSA-N 1-amino-2-bromo-4-[4-(2-hydroxyethyl)anilino]anthracene-9,10-dione Chemical compound C1=2C(=O)C3=CC=CC=C3C(=O)C=2C(N)=C(Br)C=C1NC1=CC=C(CCO)C=C1 PPKTWWAYWXLYSV-UHFFFAOYSA-N 0.000 description 1
- WVDCZLHESDEIGV-UHFFFAOYSA-N 1-amino-4-(4-aminoanilino)-2-bromoanthracene-9,10-dione Chemical compound C1=CC(N)=CC=C1NC1=CC(Br)=C(N)C2=C1C(=O)C1=CC=CC=C1C2=O WVDCZLHESDEIGV-UHFFFAOYSA-N 0.000 description 1
- JGCUYJOSONPCDB-UHFFFAOYSA-N 1-amino-4-(4-aminoanilino)-9,10-dioxoanthracene-2-carbonitrile Chemical compound C1=CC(N)=CC=C1NC1=CC(C#N)=C(N)C2=C1C(=O)C1=CC=CC=C1C2=O JGCUYJOSONPCDB-UHFFFAOYSA-N 0.000 description 1
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 1
- KOHWCGAQUDJMPP-UHFFFAOYSA-N 2,4-difluoro-6-(2-methoxyethoxy)-1,3,5-triazine Chemical compound COCCOC1=NC(F)=NC(F)=N1 KOHWCGAQUDJMPP-UHFFFAOYSA-N 0.000 description 1
- FPOBWIYBOCLPOL-UHFFFAOYSA-N 2,4-difluoro-6-methoxy-1,3,5-triazine Chemical compound COC1=NC(F)=NC(F)=N1 FPOBWIYBOCLPOL-UHFFFAOYSA-N 0.000 description 1
- JTXMVXSTHSMVQF-UHFFFAOYSA-N 2-acetyloxyethyl acetate Chemical compound CC(=O)OCCOC(C)=O JTXMVXSTHSMVQF-UHFFFAOYSA-N 0.000 description 1
- RKLNGHZWTXUEIJ-UHFFFAOYSA-N 2-ethoxy-4,6-difluoro-1,3,5-triazine Chemical compound CCOC1=NC(F)=NC(F)=N1 RKLNGHZWTXUEIJ-UHFFFAOYSA-N 0.000 description 1
- 241000974482 Aricia saepiolus Species 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-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
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 1
- 239000001856 Ethyl cellulose Substances 0.000 description 1
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical compound OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 229910000318 alkali metal phosphate Inorganic materials 0.000 description 1
- 229910052910 alkali metal silicate Inorganic materials 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 125000006309 butyl amino group Chemical group 0.000 description 1
- 235000009120 camo Nutrition 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 235000005607 chanvre indien Nutrition 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007809 chemical reaction catalyst Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 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
- UBPGILLNMDGSDS-UHFFFAOYSA-N diethylene glycol diacetate Chemical compound CC(=O)OCCOCCOC(C)=O UBPGILLNMDGSDS-UHFFFAOYSA-N 0.000 description 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
- 125000004914 dipropylamino group Chemical group C(CC)N(CCC)* 0.000 description 1
- 239000000982 direct dye Substances 0.000 description 1
- YDEXUEFDPVHGHE-GGMCWBHBSA-L disodium;(2r)-3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Na+].[Na+].COC1=CC=CC(C[C@H](CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O YDEXUEFDPVHGHE-GGMCWBHBSA-L 0.000 description 1
- 239000002612 dispersion medium Substances 0.000 description 1
- 238000005108 dry cleaning Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 235000019325 ethyl cellulose Nutrition 0.000 description 1
- 229920001249 ethyl cellulose Polymers 0.000 description 1
- 125000000031 ethylamino group Chemical group [H]C([H])([H])C([H])([H])N([H])[*] 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000011487 hemp Substances 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 125000001245 hexylamino group Chemical group [H]N([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000007794 irritation Effects 0.000 description 1
- 125000003253 isopropoxy group Chemical group [H]C([H])([H])C([H])(O*)C([H])([H])[H] 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- HLWWUAGXWCWAKG-UHFFFAOYSA-N n-ethyl-1,3,5-triazin-2-amine Chemical compound CCNC1=NC=NC=N1 HLWWUAGXWCWAKG-UHFFFAOYSA-N 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 239000007764 o/w emulsion Substances 0.000 description 1
- 125000004894 pentylamino group Chemical group C(CCCC)N* 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 125000006308 propyl amino group Chemical group 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- UAKCMIIOSJFOTD-UHFFFAOYSA-M sodium;3-oxobutanoate Chemical compound [Na+].CC(=O)CC([O-])=O UAKCMIIOSJFOTD-UHFFFAOYSA-M 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 238000007447 staining method Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000988 sulfur dye Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 238000010023 transfer printing Methods 0.000 description 1
- 229920006304 triacetate fiber Polymers 0.000 description 1
- 229920006307 urethane fiber Polymers 0.000 description 1
- 239000000984 vat dye Substances 0.000 description 1
- 239000007762 w/o emulsion Substances 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- 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
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/38—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using reactive dyes
- D06P1/382—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using reactive dyes reactive group directly attached to heterocyclic 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
- C09B62/06—Anthracene 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
- D06P3/6033—Natural or regenerated cellulose using dispersed dyes
- D06P3/6041—Natural or regenerated cellulose using dispersed dyes using specified 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
- D06P3/82—Textiles which contain different kinds of fibres
- D06P3/8204—Textiles which contain different kinds of fibres fibres of different chemical nature
- D06P3/8223—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups
- D06P3/8228—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups using one kind of dye
- D06P3/8233—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups using one kind of dye using dispersed dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Dispersion Chemistry (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP5897079A JPS55152875A (en) | 1979-05-14 | 1979-05-14 | Anthraquinone dyestuff for cellulose containing fibers |
| US06/141,375 US4276047A (en) | 1979-05-14 | 1980-04-18 | Anthraquinone reactive dyes for cellulose-containing fibers |
| CH351480A CH642390A5 (de) | 1979-05-14 | 1980-05-06 | Anthrachinonfarbstoffe. |
| DE19803017877 DE3017877A1 (de) | 1979-05-14 | 1980-05-09 | Anthrachinonverbindungen, deren herstellung und verwendung |
| GB8015516A GB2051109B (en) | 1979-05-14 | 1980-05-09 | Anthraquinone dyes for cellulose-containing fibres |
| HK566/88A HK56688A (en) | 1979-05-14 | 1988-07-28 | Anthraquinone dyes for cellulose-containing fibers |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP5897079A JPS55152875A (en) | 1979-05-14 | 1979-05-14 | Anthraquinone dyestuff for cellulose containing fibers |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS55152875A JPS55152875A (en) | 1980-11-28 |
| JPS6212828B2 true JPS6212828B2 (en]) | 1987-03-20 |
Family
ID=13099695
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP5897079A Granted JPS55152875A (en) | 1979-05-14 | 1979-05-14 | Anthraquinone dyestuff for cellulose containing fibers |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US4276047A (en]) |
| JP (1) | JPS55152875A (en]) |
| CH (1) | CH642390A5 (en]) |
| DE (1) | DE3017877A1 (en]) |
| GB (1) | GB2051109B (en]) |
| HK (1) | HK56688A (en]) |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2101624B (en) | 1981-05-20 | 1984-09-19 | Mitsubishi Chem Ind | Anthraquinone dyes for cellulose-containing fibers and their synthesis |
| DE3477803D1 (en) * | 1983-12-08 | 1989-05-24 | Ciba Geigy Ag | Storage-stable printing pastes and their use |
| GB8521328D0 (en) * | 1985-08-27 | 1985-10-02 | Ici Plc | Anthraquinone derivatives |
| US4780102A (en) * | 1985-10-18 | 1988-10-25 | The United States Of America As Represented By The Secretary Of Agriculture | Process for dyeing smooth-dry cellulosic fabric |
| JPH0832991B2 (ja) * | 1987-05-30 | 1996-03-29 | ダイスタージャパン株式会社 | 混合繊維の染色法 |
| DE4327301A1 (de) * | 1993-08-13 | 1995-02-16 | Hoechst Ag | Verfahren und Verwendung reaktiver Dispersionsfarbstoffe zum Färben oder Bedrucken aminierter, textiler Baumwoll- und Baumwoll-/Polyester-Mischgewebe |
| KR102171901B1 (ko) | 2012-12-13 | 2020-11-02 | 메르크 파텐트 게엠베하 | 액정 매질 |
| JP6527471B2 (ja) | 2013-03-05 | 2019-06-05 | メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツングＭｅｒｃｋ Ｐａｔｅｎｔ Ｇｅｓｅｌｌｓｃｈａｆｔ ｍｉｔ ｂｅｓｃｈｒａｅｎｋｔｅｒ Ｈａｆｔｕｎｇ | エネルギーの通過を調節するためのデバイス |
| WO2014180525A1 (de) | 2013-05-08 | 2014-11-13 | Merck Patent Gmbh | Vorrichtung mit zwei flüssigkristallinen schaltschichten zur regulierung des optischen energie-durchtritts |
| JP6563384B2 (ja) | 2013-05-24 | 2019-08-21 | メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツングＭｅｒｃｋ Ｐａｔｅｎｔ Ｇｅｓｅｌｌｓｃｈａｆｔ ｍｉｔ ｂｅｓｃｈｒａｅｎｋｔｅｒ Ｈａｆｔｕｎｇ | 二色性色素化合物を含むエネルギー通過調節用デバイス |
| WO2015090506A1 (de) | 2013-12-19 | 2015-06-25 | Merck Patent Gmbh | Vorrichtung zur regulierung des lichtdurchtritts |
| DE102015005800A1 (de) | 2015-05-06 | 2016-11-10 | Merck Patent Gmbh | Thiadiazolochinoxalinderivate |
| KR102602326B1 (ko) | 2015-07-10 | 2023-11-16 | 메르크 파텐트 게엠베하 | 다이티오-알킬-피롤로-피롤 및 염료로서의 이의 용도 |
| CN109790467B (zh) | 2016-06-28 | 2022-08-09 | 默克专利股份有限公司 | 液晶介质 |
| CN109476997B (zh) | 2016-07-19 | 2022-08-23 | 默克专利股份有限公司 | 液晶介质 |
| KR102788760B1 (ko) | 2018-06-11 | 2025-03-31 | 메르크 파텐트 게엠베하 | 액정 매질 |
| KR102756999B1 (ko) | 2018-06-20 | 2025-01-22 | 메르크 파텐트 게엠베하 | 액정 매질 |
| JP7447099B2 (ja) | 2018-09-25 | 2024-03-11 | メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツング | アゾ色素 |
| EP3884011B1 (en) | 2018-11-23 | 2024-02-14 | Merck Patent GmbH | Dichroic dye composition |
| CN113195683B (zh) | 2018-12-19 | 2025-01-10 | 默克专利股份有限公司 | 用于切换元件的切换层 |
| CN109970965A (zh) * | 2019-04-19 | 2019-07-05 | 北京材华科技有限公司 | 一种渐变色大分子染料的制备方法 |
| KR20220024586A (ko) | 2019-06-17 | 2022-03-03 | 메르크 파텐트 게엠베하 | 액정-기반 광 밸브 |
| EP3839620B1 (en) | 2019-12-16 | 2025-02-26 | Merck Patent GmbH | Device for the regulation of light transmission |
| US20240134218A1 (en) | 2020-12-11 | 2024-04-25 | Merck Patent Gmbh | Device for the regulation of light transmission |
| WO2023094404A1 (en) | 2021-11-24 | 2023-06-01 | Merck Patent Gmbh | Liquid crystal medium and liquid crystal display |
| WO2024251656A1 (en) | 2023-06-05 | 2024-12-12 | Merck Patent Gmbh | Liquid crystalline medium |
| WO2025061649A1 (en) | 2023-09-20 | 2025-03-27 | Merck Patent Gmbh | Liquid crystal medium |
| KR20250113342A (ko) | 2024-01-18 | 2025-07-25 | 메르크 파텐트 게엠베하 | 액정 매질 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4052386A (en) * | 1966-09-10 | 1977-10-04 | Bayer Aktiengesellschaft | Reactive phthalocyanine dyestuffs containing a fluoropyrimidinyl group |
| DE1644611C3 (de) * | 1966-11-30 | 1975-04-24 | Bayer Ag, 5090 Leverkusen | Anthrachinon-Reaktivfarbstoffe |
| DE1644617A1 (de) * | 1967-06-02 | 1970-12-17 | Bayer Ag | Anthrachinon-Reaktivfarbstoffe |
| DE1644616A1 (de) * | 1967-06-02 | 1970-12-17 | Bayer Ag | Anthrachinon-Reaktivfarbstoffe |
| US4049661A (en) * | 1969-02-26 | 1977-09-20 | Ciba-Geigy Ag | Water-insoluble anthraquinone dyestuffs containing a halodiazinyl group which are soluble in aprotic solvents |
| US3974160A (en) * | 1969-02-26 | 1976-08-10 | Ciba-Geigy Ag | Water-insoluble reactive dyestuffs which are soluble in aprotic solvents |
| US3945989A (en) * | 1969-07-11 | 1976-03-23 | Ciba-Geigy Ag | Fluoro triazine containing water insoluble azo dyestuff |
| DE2657146A1 (de) | 1976-12-16 | 1978-06-22 | Bayer Ag | Anthrachinon-reaktivfarbstoffe |
| DE2809156A1 (de) | 1978-03-03 | 1979-09-06 | Bayer Ag | Transferdruckverfahren |
-
1979
- 1979-05-14 JP JP5897079A patent/JPS55152875A/ja active Granted
-
1980
- 1980-04-18 US US06/141,375 patent/US4276047A/en not_active Expired - Lifetime
- 1980-05-06 CH CH351480A patent/CH642390A5/de not_active IP Right Cessation
- 1980-05-09 DE DE19803017877 patent/DE3017877A1/de active Granted
- 1980-05-09 GB GB8015516A patent/GB2051109B/en not_active Expired
-
1988
- 1988-07-28 HK HK566/88A patent/HK56688A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| US4276047A (en) | 1981-06-30 |
| CH642390A5 (de) | 1984-04-13 |
| HK56688A (en) | 1988-08-05 |
| DE3017877C2 (en]) | 1990-06-28 |
| JPS55152875A (en) | 1980-11-28 |
| GB2051109B (en) | 1983-06-22 |
| DE3017877A1 (de) | 1980-11-27 |
| GB2051109A (en) | 1981-01-14 |
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