BE522467A - - Google Patents

Info

Publication number

BE522467A

BE522467A BE522467DA BE522467A BE 522467 A BE522467 A BE 522467A BE 522467D A BE522467D A BE 522467DA BE 522467 A BE522467 A BE 522467A

Authority

BE

Belgium

Prior art keywords

sep

parts

hydroxy

naphthalene

dyes

Prior art date

Links

• Espacenet
• Global Dossier
• Discuss

• 239000000975 dye Substances 0.000 claims description 32
• 239000002253 acid Substances 0.000 claims description 13
• 229920000742 Cotton Polymers 0.000 claims description 12
• 230000001808 coupling Effects 0.000 claims description 10
• 238000010168 coupling process Methods 0.000 claims description 10
• 238000005859 coupling reaction Methods 0.000 claims description 10
• 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 claims description 10
• 239000004627 regenerated cellulose Substances 0.000 claims description 8
• 229920003043 Cellulose fiber Polymers 0.000 claims description 7
• 239000004305 biphenyl Substances 0.000 claims description 7
• 235000010290 biphenyl Nutrition 0.000 claims description 7
• 125000006267 biphenyl group Chemical group 0.000 claims description 7
• 239000004202 carbamide Substances 0.000 claims description 7
• KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-Naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 claims description 4
• 238000004043 dyeing Methods 0.000 claims description 3
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
• 238000002360 preparation method Methods 0.000 claims description 2
• 238000000034 method Methods 0.000 claims 3
• 229920001098 polystyrene-block-poly(ethylene/propylene) Polymers 0.000 description 73
• UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 37
• HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 15
• FAPWRFPIFSIZLT-UHFFFAOYSA-M sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 12
• QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
• JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 8
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
• VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
• RYGMFSIKBFXOCR-UHFFFAOYSA-N copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 6
• 229910052802 copper Inorganic materials 0.000 description 6
• 239000010949 copper Substances 0.000 description 6
• 239000011780 sodium chloride Substances 0.000 description 6
• 150000001875 compounds Chemical class 0.000 description 5
• 238000005406 washing Methods 0.000 description 5
• LPXPTNMVRIOKMN-UHFFFAOYSA-M Sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 4
• 238000006243 chemical reaction Methods 0.000 description 4
• JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-Naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 3
• 229950011260 betanaphthol Drugs 0.000 description 3
• 239000000203 mixture Substances 0.000 description 3
• KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
• 230000002378 acidificating Effects 0.000 description 2
• PBTUTICKCLVZAB-ZJVSAGCXSA-H copper;tetrasodium;7-[[4-(2-hydroxyethylamino)-6-[[(6E)-6-[(2-oxido-5-sulfonatophenyl)hydrazinylidene]-5-oxo-7-sulfonatonaphthalen-2-yl]amino]-1,3,5-triazin-2-yl]amino]-3-[(4-methoxy-2-sulfonatophenyl)diazenyl]-4-oxidonaphthalene-2-sulfonate Chemical compound [Na+].[Na+].[Na+].[Na+].[Cu+2].[O-]S(=O)(=O)C1=CC(OC)=CC=C1N=NC(C(=CC1=C2)S([O-])(=O)=O)=C([O-])C1=CC=C2NC1=NC(NCCO)=NC(NC=2C=C3C=C(C(=N/NC=4C(=CC=C(C=4)S([O-])(=O)=O)[O-])/C(=O)C3=CC=2)S([O-])(=O)=O)=N1 PBTUTICKCLVZAB-ZJVSAGCXSA-H 0.000 description 2
• MRVNLKITQIBNKU-UKOJIYRKSA-L disodium;(4E)-4-(naphthalen-1-ylhydrazinylidene)-3-oxonaphthalene-2,7-disulfonate Chemical compound [Na+].[Na+].C1=CC=C2C(N\N=C3/C4=CC=C(C=C4C=C(C3=O)S(=O)(=O)[O-])S([O-])(=O)=O)=CC=CC2=C1 MRVNLKITQIBNKU-UKOJIYRKSA-L 0.000 description 2
• 238000007747 plating Methods 0.000 description 2
• 235000010288 sodium nitrite Nutrition 0.000 description 2
• 238000003756 stirring Methods 0.000 description 2
• 239000000725 suspension Substances 0.000 description 2
• VANIRKXGZSRTMW-UHFFFAOYSA-N (4-hydroxynaphthalen-1-yl)-phenylmethanone Chemical compound C12=CC=CC=C2C(O)=CC=C1C(=O)C1=CC=CC=C1 VANIRKXGZSRTMW-UHFFFAOYSA-N 0.000 description 1
• JTPNRXUCIXHOKM-UHFFFAOYSA-N 1-Chloronaphthalene Chemical compound C1=CC=C2C(Cl)=CC=CC2=C1 JTPNRXUCIXHOKM-UHFFFAOYSA-N 0.000 description 1
• WVCHIGAIXREVNS-UHFFFAOYSA-N 2-HYDROXY-1,4-NAPHTHOQUINONE Chemical compound C1=CC=C2C(O)=CC(=O)C(=O)C2=C1 WVCHIGAIXREVNS-UHFFFAOYSA-N 0.000 description 1
• QLRHSRISTOFCRV-UHFFFAOYSA-N 2-hydroxynaphthalene-1-sulfonamide Chemical class C1=CC=C2C(S(=O)(=O)N)=C(O)C=CC2=C1 QLRHSRISTOFCRV-UHFFFAOYSA-N 0.000 description 1
• ALKYHXVLJMQRLQ-UHFFFAOYSA-N 3-Hydroxy-2-naphthoate Chemical compound C1=CC=C2C=C(O)C(C(=O)O)=CC2=C1 ALKYHXVLJMQRLQ-UHFFFAOYSA-N 0.000 description 1
• SJZRECIVHVDYJC-UHFFFAOYSA-M 4-hydroxybutyrate Chemical group OCCCC([O-])=O SJZRECIVHVDYJC-UHFFFAOYSA-M 0.000 description 1
• ZSUDUDXOEGHEJR-UHFFFAOYSA-N 4-methylnaphthalen-1-ol Chemical compound C1=CC=C2C(C)=CC=C(O)C2=C1 ZSUDUDXOEGHEJR-UHFFFAOYSA-N 0.000 description 1
• KEGNUIZNBCHWLZ-UHFFFAOYSA-N 5,8-dichloronaphthalen-1-ol Chemical compound C1=CC(Cl)=C2C(O)=CC=CC2=C1Cl KEGNUIZNBCHWLZ-UHFFFAOYSA-N 0.000 description 1
• IEALZDDGAZVLLS-UHFFFAOYSA-N 6-methylsulfonylnaphthalen-2-ol Chemical compound C1=C(O)C=CC2=CC(S(=O)(=O)C)=CC=C21 IEALZDDGAZVLLS-UHFFFAOYSA-N 0.000 description 1
• ARUVKPQLZAKDPS-UHFFFAOYSA-L Copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
• ALNWQAFPXMGLTJ-UHFFFAOYSA-N N-(7-hydroxynaphthalen-1-yl)acetamide Chemical compound C1=C(O)C=C2C(NC(=O)C)=CC=CC2=C1 ALNWQAFPXMGLTJ-UHFFFAOYSA-N 0.000 description 1
• NHWKEOWEOKNTFL-UHFFFAOYSA-N N-(7-hydroxynaphthalen-1-yl)formamide Chemical compound C1=CC=C(NC=O)C2=CC(O)=CC=C21 NHWKEOWEOKNTFL-UHFFFAOYSA-N 0.000 description 1
• 210000000614 Ribs Anatomy 0.000 description 1
• 235000012544 Viola sororia Nutrition 0.000 description 1
• 241001106476 Violaceae Species 0.000 description 1
• 150000007513 acids Chemical class 0.000 description 1
• 150000001408 amides Chemical class 0.000 description 1
• VHUUQVKOLVNVRT-UHFFFAOYSA-N ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
• 150000003931 anilides Chemical class 0.000 description 1
• 125000000043 benzamido group Chemical group [H]N([*])C(=O)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
• 230000015572 biosynthetic process Effects 0.000 description 1
• 150000001768 cations Chemical class 0.000 description 1
• 239000003795 chemical substances by application Substances 0.000 description 1
• 239000003086 colorant Substances 0.000 description 1
• 239000007859 condensation product Substances 0.000 description 1
• 150000001879 copper Chemical class 0.000 description 1
• 238000005755 formation reaction Methods 0.000 description 1
• 229910052751 metal Inorganic materials 0.000 description 1
• 239000002184 metal Substances 0.000 description 1
• PMZURENOXWZQFD-UHFFFAOYSA-L na2so4 Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
• XRMLOZSMCSUBTL-UHFFFAOYSA-N phenylazanide Chemical compound [NH-]C1=CC=CC=C1 XRMLOZSMCSUBTL-UHFFFAOYSA-N 0.000 description 1
• SMWDFEZZVXVKRB-UHFFFAOYSA-N quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 1
• 229910052938 sodium sulfate Inorganic materials 0.000 description 1
• 235000011152 sodium sulphate Nutrition 0.000 description 1
• 239000007787 solid Substances 0.000 description 1
• IVNZBWNBYXERPK-DZGBHZPSSA-K trisodium;(8Z)-7-oxo-8-[(4-sulfonatonaphthalen-1-yl)hydrazinylidene]naphthalene-1,3-disulfonate Chemical compound [Na+].[Na+].[Na+].C1=CC=C2C(N\N=C3/C(=O)C=CC=4C=C(C=C(C=43)S([O-])(=O)=O)S(=O)(=O)[O-])=CC=C(S([O-])(=O)=O)C2=C1 IVNZBWNBYXERPK-DZGBHZPSSA-K 0.000 description 1
• 150000003672 ureas Chemical class 0.000 description 1
• LUZDYPLAQQGJEA-UHFFFAOYSA-N Β-Naphthol methyl ether Chemical compound C1=CC=CC2=CC(OC)=CC=C21 LUZDYPLAQQGJEA-UHFFFAOYSA-N 0.000 description 1