JPH0152517B2 - - Google Patents
Info
- Publication number
- JPH0152517B2 JPH0152517B2 JP54104138A JP10413879A JPH0152517B2 JP H0152517 B2 JPH0152517 B2 JP H0152517B2 JP 54104138 A JP54104138 A JP 54104138A JP 10413879 A JP10413879 A JP 10413879A JP H0152517 B2 JPH0152517 B2 JP H0152517B2
- Authority
- JP
- Japan
- Prior art keywords
- atoms
- dye
- discharge
- alkoxy
- formula
- 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
- 239000000975 dye Substances 0.000 claims description 84
- 125000004432 carbon atom Chemical group C* 0.000 claims description 37
- 238000000034 method Methods 0.000 claims description 26
- 238000004043 dyeing Methods 0.000 claims description 25
- -1 β-hydroxyethyl Chemical group 0.000 claims description 24
- 239000000463 material Substances 0.000 claims description 18
- 239000003795 chemical substances by application Substances 0.000 claims description 13
- 239000000835 fiber Substances 0.000 claims description 12
- 238000007639 printing Methods 0.000 claims description 12
- 125000000217 alkyl group Chemical group 0.000 claims description 11
- 239000002585 base Substances 0.000 claims description 11
- 229920000728 polyester Polymers 0.000 claims description 10
- 238000001035 drying Methods 0.000 claims description 9
- 125000003545 alkoxy group Chemical group 0.000 claims description 8
- 239000000460 chlorine Chemical group 0.000 claims description 8
- 229910052801 chlorine Inorganic materials 0.000 claims description 8
- 239000001257 hydrogen Substances 0.000 claims description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- 230000002209 hydrophobic effect Effects 0.000 claims description 8
- 239000007788 liquid Substances 0.000 claims description 8
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 7
- 239000002657 fibrous material Substances 0.000 claims description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
- 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 7
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 6
- 238000010438 heat treatment Methods 0.000 claims description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
- 229920002994 synthetic fiber Polymers 0.000 claims description 5
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 claims description 4
- 125000004423 acyloxy group Chemical group 0.000 claims description 4
- 125000003342 alkenyl group Chemical group 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- 239000012209 synthetic fiber Substances 0.000 claims description 4
- 239000007864 aqueous solution Substances 0.000 claims description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 2
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims description 2
- 125000005083 alkoxyalkoxy group Chemical group 0.000 claims description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 2
- 229910052794 bromium Inorganic materials 0.000 claims description 2
- 125000005113 hydroxyalkoxy group Chemical group 0.000 claims description 2
- 150000008041 alkali metal carbonates Chemical class 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 239000000986 disperse dye Substances 0.000 description 15
- 239000004753 textile Substances 0.000 description 12
- 239000003513 alkali Substances 0.000 description 9
- 239000004744 fabric Substances 0.000 description 9
- 238000010521 absorption reaction Methods 0.000 description 7
- 230000008878 coupling Effects 0.000 description 7
- 238000010168 coupling process Methods 0.000 description 7
- 238000005859 coupling reaction Methods 0.000 description 7
- 238000010018 discharge printing Methods 0.000 description 7
- 239000000243 solution Substances 0.000 description 6
- 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
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 5
- 150000001412 amines Chemical class 0.000 description 5
- 238000011282 treatment Methods 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 238000010019 resist printing Methods 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- 229910052708 sodium Inorganic materials 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-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
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 150000007522 mineralic acids Chemical class 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- ZFEZXBSASUIGPK-UHFFFAOYSA-N 4-ethyl-5-nitro-1,3-thiazol-2-amine Chemical compound CCC=1N=C(N)SC=1[N+]([O-])=O ZFEZXBSASUIGPK-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 238000005299 abrasion Methods 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- 229910001385 heavy metal Chemical class 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- RAIPHJJURHTUIC-UHFFFAOYSA-N 1,3-thiazol-2-amine Chemical class NC1=NC=CS1 RAIPHJJURHTUIC-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- MIHADVKEHAFNPG-UHFFFAOYSA-N 2-Amino-5-nitrothiazole Chemical compound NC1=NC=C([N+]([O-])=O)S1 MIHADVKEHAFNPG-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- OZICRFXCUVKDRG-UHFFFAOYSA-N 2-[2-hydroxyethyl(propyl)amino]ethanol Chemical compound CCCN(CCO)CCO OZICRFXCUVKDRG-UHFFFAOYSA-N 0.000 description 1
- YKBXWAQJCNUBTG-UHFFFAOYSA-N 2-amino-5-nitro-1,3-thiazole-4-carbonitrile Chemical compound NC1=NC(C#N)=C([N+]([O-])=O)S1 YKBXWAQJCNUBTG-UHFFFAOYSA-N 0.000 description 1
- 229940018167 2-amino-5-nitrothiazole Drugs 0.000 description 1
- BFSVOASYOCHEOV-UHFFFAOYSA-N 2-diethylaminoethanol Chemical compound CCN(CC)CCO BFSVOASYOCHEOV-UHFFFAOYSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- BZSXEZOLBIJVQK-UHFFFAOYSA-N 2-methylsulfonylbenzoic acid Chemical compound CS(=O)(=O)C1=CC=CC=C1C(O)=O BZSXEZOLBIJVQK-UHFFFAOYSA-N 0.000 description 1
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- PVIUUEOXCXJMPM-UHFFFAOYSA-N 4-(2-bromophenyl)-5-nitro-1,3-thiazol-2-amine Chemical compound S1C(N)=NC(C=2C(=CC=CC=2)Br)=C1[N+]([O-])=O PVIUUEOXCXJMPM-UHFFFAOYSA-N 0.000 description 1
- LHVMMXVJJLIPJB-UHFFFAOYSA-N 4-(2-chlorophenyl)-5-nitro-1,3-thiazol-2-amine Chemical compound S1C(N)=NC(C=2C(=CC=CC=2)Cl)=C1[N+]([O-])=O LHVMMXVJJLIPJB-UHFFFAOYSA-N 0.000 description 1
- KINMXNZCIZEPJM-UHFFFAOYSA-N 4-(2-methylphenyl)-5-nitro-1,3-thiazol-2-amine Chemical compound CC1=CC=CC=C1C1=C([N+]([O-])=O)SC(N)=N1 KINMXNZCIZEPJM-UHFFFAOYSA-N 0.000 description 1
- XXPXPPFPMBBGSD-UHFFFAOYSA-N 4-(4-chlorophenyl)-5-nitro-1,3-thiazol-2-amine Chemical compound S1C(N)=NC(C=2C=CC(Cl)=CC=2)=C1[N+]([O-])=O XXPXPPFPMBBGSD-UHFFFAOYSA-N 0.000 description 1
- YGSHSRHMDLLRFU-UHFFFAOYSA-N 4-(4-methylphenyl)-5-nitro-1,3-thiazol-2-amine Chemical compound C1=CC(C)=CC=C1C1=C([N+]([O-])=O)SC(N)=N1 YGSHSRHMDLLRFU-UHFFFAOYSA-N 0.000 description 1
- OPJZMHHNARDWOT-UHFFFAOYSA-N 4-butyl-5-nitro-1,3-thiazol-2-amine Chemical compound CCCCC=1N=C(N)SC=1[N+]([O-])=O OPJZMHHNARDWOT-UHFFFAOYSA-N 0.000 description 1
- MDAHXNLIMMZFGJ-UHFFFAOYSA-N 4-hexyl-5-nitro-1,3-thiazol-2-amine Chemical compound CCCCCCC=1N=C(N)SC=1[N+]([O-])=O MDAHXNLIMMZFGJ-UHFFFAOYSA-N 0.000 description 1
- RXQNKKRGJJRMKD-UHFFFAOYSA-N 5-bromo-2-methylaniline Chemical compound CC1=CC=C(Br)C=C1N RXQNKKRGJJRMKD-UHFFFAOYSA-N 0.000 description 1
- HQMMEUVMSHXQEK-UHFFFAOYSA-N 5-nitro-4-(2-nitrophenyl)-1,3-thiazol-2-amine Chemical compound S1C(N)=NC(C=2C(=CC=CC=2)[N+]([O-])=O)=C1[N+]([O-])=O HQMMEUVMSHXQEK-UHFFFAOYSA-N 0.000 description 1
- YWQNZLIBFQVLLD-UHFFFAOYSA-N 5-nitro-4-(3-nitrophenyl)-1,3-thiazol-2-amine Chemical compound S1C(N)=NC(C=2C=C(C=CC=2)[N+]([O-])=O)=C1[N+]([O-])=O YWQNZLIBFQVLLD-UHFFFAOYSA-N 0.000 description 1
- OSDMEBJSWKIWPH-UHFFFAOYSA-N 5-nitro-4-(4-nitrophenyl)-1,3-thiazol-2-amine Chemical compound S1C(N)=NC(C=2C=CC(=CC=2)[N+]([O-])=O)=C1[N+]([O-])=O OSDMEBJSWKIWPH-UHFFFAOYSA-N 0.000 description 1
- APOCIEHULBMMKH-UHFFFAOYSA-N 5-nitro-4-(trifluoromethyl)-1,3-thiazol-2-amine Chemical compound NC1=NC(C(F)(F)F)=C([N+]([O-])=O)S1 APOCIEHULBMMKH-UHFFFAOYSA-N 0.000 description 1
- SRSNXASTSVBKPJ-UHFFFAOYSA-N 5-nitro-4-phenyl-1,3-thiazol-2-amine Chemical compound S1C(N)=NC(C=2C=CC=CC=2)=C1[N+]([O-])=O SRSNXASTSVBKPJ-UHFFFAOYSA-N 0.000 description 1
- 241000974482 Aricia saepiolus Species 0.000 description 1
- 229920003043 Cellulose fiber Polymers 0.000 description 1
- 235000013912 Ceratonia siliqua Nutrition 0.000 description 1
- 240000008886 Ceratonia siliqua Species 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 206010017553 Furuncle Diseases 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical group CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 1
- AKNUHUCEWALCOI-UHFFFAOYSA-N N-ethyldiethanolamine Chemical group OCCN(CC)CCO AKNUHUCEWALCOI-UHFFFAOYSA-N 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical group CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 229910052783 alkali metal Chemical class 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000001000 anthraquinone dye Substances 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 125000006226 butoxyethyl group Chemical group 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 125000003262 carboxylic acid ester group Chemical group [H]C([H])([*:2])OC(=O)C([H])([H])[*:1] 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 150000008049 diazo compounds Chemical class 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 238000006193 diazotization reaction Methods 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 238000010017 direct printing Methods 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 125000005448 ethoxyethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000004872 foam stabilizing agent Substances 0.000 description 1
- QJQZEJFUIOWFMS-UHFFFAOYSA-N formaldehyde;sulfanediol Chemical class O=C.OSO QJQZEJFUIOWFMS-UHFFFAOYSA-N 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 125000002510 isobutoxy group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])O* 0.000 description 1
- 125000006229 isopropoxyethyl group Chemical group [H]C([H])([H])C([H])(OC([H])([H])C([H])([H])*)C([H])([H])[H] 0.000 description 1
- LVWZTYCIRDMTEY-UHFFFAOYSA-N metamizole Chemical compound O=C1C(N(CS(O)(=O)=O)C)=C(C)N(C)N1C1=CC=CC=C1 LVWZTYCIRDMTEY-UHFFFAOYSA-N 0.000 description 1
- 125000005394 methallyl group Chemical group 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 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 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 125000004344 phenylpropyl group Chemical group 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229940068918 polyethylene glycol 400 Drugs 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229910000028 potassium bicarbonate Inorganic materials 0.000 description 1
- 239000011736 potassium bicarbonate Substances 0.000 description 1
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 125000006225 propoxyethyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 150000003222 pyridines Chemical class 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 230000002829 reductive effect Effects 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 238000004513 sizing Methods 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- YFTHZRPMJXBUME-UHFFFAOYSA-N tripropylamine Chemical group CCCN(CCC)CCC YFTHZRPMJXBUME-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 210000002268 wool Anatomy 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
- D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
- D06P5/15—Locally discharging the dyes
- D06P5/151—Locally discharging the dyes with acids or bases
-
- 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/0025—Monoazo dyes prepared by diazotising and coupling from diazotized amino heterocyclic compounds
- C09B29/0074—Monoazo dyes prepared by diazotising and coupling from diazotized amino heterocyclic compounds the heterocyclic ring containing nitrogen and sulfur as heteroatoms
- C09B29/0077—Monoazo dyes prepared by diazotising and coupling from diazotized amino heterocyclic compounds the heterocyclic ring containing nitrogen and sulfur as heteroatoms containing a five-membered heterocyclic ring with one nitrogen and one sulfur as heteroatoms
- C09B29/0085—Thiazoles or condensed thiazoles
-
- 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
- C09B29/08—Amino benzenes
- C09B29/0805—Amino benzenes free of acid groups
- C09B29/0807—Amino benzenes free of acid groups characterised by the amino group
- C09B29/0809—Amino benzenes free of acid groups characterised by the amino group substituted amino group
-
- 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
- D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
- D06P5/12—Reserving parts of the material before dyeing or printing ; Locally decreasing dye affinity by chemical means
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE2836391A DE2836391C2 (de) | 1978-08-19 | 1978-08-19 | Verfahren zum Färben und Bedrucken von synthetischem hydrophobem Fasermaterial |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS5530494A JPS5530494A (en) | 1980-03-04 |
JPH0152517B2 true JPH0152517B2 (US20070167544A1-20070719-C00007.png) | 1989-11-09 |
Family
ID=6047469
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP10413879A Granted JPS5530494A (en) | 1978-08-19 | 1979-08-17 | Dyeing and printing of synthetic hydrophobic fiber material |
Country Status (8)
Families Citing this family (23)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
IT1114240B (it) * | 1979-05-18 | 1986-01-27 | Acna | Monoazocoloranti per la tintura e stampa di fibre chimiche |
DE2930541A1 (de) * | 1979-07-27 | 1981-02-12 | Hoechst Ag | Verfahren zur herstellung von reserveeffekten auf mischmaterialien aus polyester- und cellulosefasern |
DE3168222D1 (en) * | 1980-03-13 | 1985-02-28 | Ici Plc | Textile printing process |
DE3016301A1 (de) * | 1980-04-28 | 1981-10-29 | Cassella Ag, 6000 Frankfurt | Wasserunloesliche azofarbstoffe, verfahren zu ihrer herstellung und ihre verwendung |
DE3019739A1 (de) * | 1980-05-23 | 1981-12-03 | Cassella Ag, 6000 Frankfurt | Verfahren zum bedrucken von synthetischem hydrophobem fasermaterial |
DE3021269A1 (de) * | 1980-06-06 | 1981-12-17 | Cassella Ag, 6000 Frankfurt | Verfahren zum faerben und bedrucken von synthetischen hydrophobem fasermaterial |
DE3036576A1 (de) * | 1980-09-27 | 1982-05-19 | Cassella Ag, 6000 Frankfurt | Wasserunloeslicher azofarbstoff, verfahren zu seiner herstellung und seine verwendung |
DE3042144A1 (de) * | 1980-11-08 | 1982-07-22 | Cassella Ag, 6000 Frankfurt | Verfahren zur herstellung von aetzreservedrucken auf textilmaschinen |
JPS57105457A (en) * | 1980-12-23 | 1982-06-30 | Mitsui Toatsu Chem Inc | Monoazo dye and its preparation |
DE3135433A1 (de) * | 1981-09-08 | 1983-03-24 | Cassella Ag, 6000 Frankfurt | Azofarbstoffe, verfahren zu ihrer herstellung und ihre verwendung |
JPS58215455A (ja) * | 1982-06-07 | 1983-12-14 | Gosei Senriyou Gijutsu Kenkyu Kumiai | モノアゾ化合物及びそれを用いる染色法 |
JPS59164366A (ja) * | 1983-03-10 | 1984-09-17 | Nippon Kayaku Co Ltd | モノアゾ化合物及びそれを用いる疎水性繊維の染色又は捺染法 |
DE3312488A1 (de) * | 1983-04-07 | 1984-10-11 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung alkalisch aetzbarer faerbungen und drucke |
US4503272A (en) * | 1983-05-20 | 1985-03-05 | General Electric Company | Process for making ortho-alkylated phenols |
DE3337609A1 (de) * | 1983-10-15 | 1985-04-25 | Hoechst Ag, 6230 Frankfurt | Verfahren und mittel zur herstellung von weiss- und buntreserven auf textilen flaechengebilden aus hydrophoben synthetischen fasermaterialien |
JPS61693A (ja) * | 1984-06-12 | 1986-01-06 | 合成染料技術研究組合 | 疎水性繊維材料のアルカリ防抜染法 |
JPS61246259A (ja) * | 1985-04-25 | 1986-11-01 | Gosei Senriyou Gijutsu Kenkyu Kumiai | モノアゾ化合物及びそれを用いる染色法 |
PH23794A (en) * | 1988-01-11 | 1989-11-03 | Benegildo R Mendoza | Method of forming designs on cellulose fabrics |
US5019131A (en) * | 1990-07-09 | 1991-05-28 | Mmoq, Ltd. | Redyeing suppressed bleached fabric |
CN105622543B (zh) * | 2016-02-16 | 2018-04-10 | 北京泛博清洁技术研究院有限公司 | 裘皮用酸性可拔蓝色染料化合物及其合成与应用方法 |
CN107043551B (zh) * | 2017-05-31 | 2019-12-13 | 蓬莱嘉信染料化工股份有限公司 | 橙至红色分散染料化合物、染料组合物及其制备方法和应用 |
KR102195418B1 (ko) * | 2019-03-21 | 2020-12-29 | 충남대학교산학협력단 | 초임계 유체 염색용 분산 염료 및 이를 이용한 나일론 섬유의 초임계 유체 염색 방법 |
CN113621252B (zh) * | 2021-09-02 | 2022-08-30 | 菲诺染料化工(无锡)有限公司 | 一种环保型高牢度分散藏青色染料组合物及其制备方法 |
Family Cites Families (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1019415B (de) | 1951-06-23 | 1957-11-14 | Eastman Kodak Co | Verfahren zur Herstellung von Monoazofarbstoffen |
US2659719A (en) * | 1951-06-23 | 1953-11-17 | Eastman Kodak Co | 2-amino-5-nitrothiazole azo dye compounds |
DE1079758B (de) | 1951-12-21 | 1960-04-14 | Eastman Kodak Co | Verfahren zur Herstellung von Azofarbstoffen |
US2683708A (en) * | 1951-12-21 | 1954-07-13 | Eastman Kodak Co | Azo compounds prepared from a 2-amino-5-nitrothiazole and an nu-monosubstituted aniline compound |
DE1943250U (de) | 1962-05-19 | 1966-07-28 | Torkret G M B H | Betonpumpe mit hydraulischem antrieb. |
FR1390146A (fr) | 1964-04-27 | 1965-02-19 | Bayer Ag | Colorants azoïques insolubles dans l'eau, et procédé pour leur fabrication |
GB1275981A (en) * | 1968-08-30 | 1972-06-01 | Sandoz Ltd | Mono- and dis-azo compounds, their production and use as disperse dyes |
GB1518331A (en) | 1975-03-25 | 1978-07-19 | Ici Ltd | Disperse monoazo dyestuffs |
ZA761390B (en) | 1975-03-25 | 1977-02-23 | Ici Ltd | Colouration process |
GB1521534A (en) | 1975-03-25 | 1978-08-16 | Ici Ltd | Process for the colouration of aromatic polyester textile materials |
GB1518290A (en) | 1975-03-25 | 1978-07-19 | Ici Ltd | Disperse nitro monoazo dyestuffs |
GB1536429A (en) | 1975-03-25 | 1978-12-20 | Ici Ltd | Disperse monoazo dyestuffs |
GB1521122A (en) | 1975-03-25 | 1978-08-16 | Ici Ltd | Disperse azo dyestuffs |
-
1978
- 1978-08-19 DE DE2836391A patent/DE2836391C2/de not_active Expired
-
1979
- 1979-08-14 IT IT25130/79A patent/IT1122779B/it active
- 1979-08-14 US US06/066,432 patent/US4252530A/en not_active Expired - Lifetime
- 1979-08-16 CH CH752279A patent/CH647913GA3/de unknown
- 1979-08-17 GB GB7928814A patent/GB2028383B/en not_active Expired
- 1979-08-17 BE BE0/196774A patent/BE878295A/fr not_active IP Right Cessation
- 1979-08-17 JP JP10413879A patent/JPS5530494A/ja active Granted
- 1979-08-20 FR FR7920963A patent/FR2433607A1/fr active Granted
Also Published As
Publication number | Publication date |
---|---|
CH647913GA3 (US20070167544A1-20070719-C00007.png) | 1985-02-28 |
DE2836391C2 (de) | 1988-04-14 |
FR2433607B1 (US20070167544A1-20070719-C00007.png) | 1983-01-21 |
FR2433607A1 (fr) | 1980-03-14 |
JPS5530494A (en) | 1980-03-04 |
IT7925130A0 (it) | 1979-08-14 |
DE2836391A1 (de) | 1980-02-28 |
GB2028383B (en) | 1982-08-11 |
GB2028383A (en) | 1980-03-05 |
BE878295A (fr) | 1980-02-18 |
US4252530A (en) | 1981-02-24 |
IT1122779B (it) | 1986-04-23 |
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