CH560746A5 - Soluble acid nitro dyes - from substitd 3-nitro acetophenones for polyamide fibres, esp carpets - Google Patents
Soluble acid nitro dyes - from substitd 3-nitro acetophenones for polyamide fibres, esp carpetsInfo
- Publication number
- CH560746A5 CH560746A5 CH563471A CH563471A CH560746A5 CH 560746 A5 CH560746 A5 CH 560746A5 CH 563471 A CH563471 A CH 563471A CH 563471 A CH563471 A CH 563471A CH 560746 A5 CH560746 A5 CH 560746A5
- Authority
- CH
- Switzerland
- Prior art keywords
- nitro
- acid
- esp
- dyes
- formula
- Prior art date
Links
- 239000002253 acid Substances 0.000 title claims abstract description 10
- 239000001005 nitro dye Substances 0.000 title claims abstract description 10
- 239000004952 Polyamide Substances 0.000 title abstract description 10
- 229920002647 polyamide Polymers 0.000 title abstract description 10
- -1 3-nitro acetophenones Chemical class 0.000 title description 2
- MFYLRNKOXORIPK-UHFFFAOYSA-N (3-nitrophenyl)-phenylmethanone Chemical compound [O-][N+](=O)C1=CC=CC(C(=O)C=2C=CC=CC=2)=C1 MFYLRNKOXORIPK-UHFFFAOYSA-N 0.000 claims abstract description 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 4
- 229910006069 SO3H Inorganic materials 0.000 claims abstract description 3
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 3
- 125000003545 alkoxy group Chemical group 0.000 claims abstract 3
- 238000000034 method Methods 0.000 claims description 11
- 239000011230 binding agent Substances 0.000 claims description 5
- 230000002378 acidificating effect Effects 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 claims description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 3
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims description 3
- 229910052801 chlorine Inorganic materials 0.000 claims description 3
- 239000000460 chlorine Substances 0.000 claims description 3
- 239000000395 magnesium oxide Substances 0.000 claims description 3
- 125000001424 substituent group Chemical group 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 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
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 claims description 2
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims 2
- 125000005843 halogen group Chemical group 0.000 claims 1
- 229910000029 sodium carbonate Inorganic materials 0.000 claims 1
- 239000000975 dye Substances 0.000 abstract description 10
- 238000004043 dyeing Methods 0.000 abstract description 8
- 238000006243 chemical reaction Methods 0.000 abstract description 2
- ATGUVEKSASEFFO-UHFFFAOYSA-N p-aminodiphenylamine Chemical compound C1=CC(N)=CC=C1NC1=CC=CC=C1 ATGUVEKSASEFFO-UHFFFAOYSA-N 0.000 abstract description 2
- 150000007513 acids Chemical class 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- 239000000243 solution Substances 0.000 description 6
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 5
- 239000000463 material Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 239000004677 Nylon Substances 0.000 description 3
- 229920001778 nylon Polymers 0.000 description 3
- 235000002639 sodium chloride Nutrition 0.000 description 3
- 239000011780 sodium chloride Substances 0.000 description 3
- YEVPHFIFGUWSMG-UHFFFAOYSA-N 1-(4-chloro-3-nitrophenyl)ethanone Chemical compound CC(=O)C1=CC=C(Cl)C([N+]([O-])=O)=C1 YEVPHFIFGUWSMG-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
- 239000001049 brown dye Substances 0.000 description 2
- 239000007859 condensation product Substances 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 235000012245 magnesium oxide Nutrition 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 239000001488 sodium phosphate Substances 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-N sodium;hydron;carbonate Chemical compound [Na+].OC(O)=O UIIMBOGNXHQVGW-UHFFFAOYSA-N 0.000 description 2
- 238000010025 steaming Methods 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- CKGKXGQVRVAKEA-UHFFFAOYSA-N (2-methylphenyl)-phenylmethanone Chemical compound CC1=CC=CC=C1C(=O)C1=CC=CC=C1 CKGKXGQVRVAKEA-UHFFFAOYSA-N 0.000 description 1
- JUPVOEAQOUGPGR-UHFFFAOYSA-N (4-bromo-3-nitrophenyl)-(4-methylphenyl)methanone Chemical compound C1=CC(C)=CC=C1C(=O)C1=CC=C(Br)C([N+]([O-])=O)=C1 JUPVOEAQOUGPGR-UHFFFAOYSA-N 0.000 description 1
- ZRCRGBZPAADXJT-UHFFFAOYSA-N (4-chloro-3-nitrophenyl)-(4-methylphenyl)methanone Chemical compound C1=CC(C)=CC=C1C(=O)C1=CC=C(Cl)C([N+]([O-])=O)=C1 ZRCRGBZPAADXJT-UHFFFAOYSA-N 0.000 description 1
- TTYDPYUCRVKKGS-UHFFFAOYSA-N (4-methoxy-3-nitrophenyl)-(4-methylphenyl)methanone Chemical compound C1=C([N+]([O-])=O)C(OC)=CC=C1C(=O)C1=CC=C(C)C=C1 TTYDPYUCRVKKGS-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- 235000013912 Ceratonia siliqua Nutrition 0.000 description 1
- 240000008886 Ceratonia siliqua Species 0.000 description 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 229920000161 Locust bean gum Polymers 0.000 description 1
- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 1
- 244000046052 Phaseolus vulgaris Species 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- 239000000980 acid dye Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 description 1
- 229910000397 disodium phosphate Inorganic materials 0.000 description 1
- 235000019800 disodium phosphate Nutrition 0.000 description 1
- 230000029142 excretion Effects 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000000711 locust bean gum Substances 0.000 description 1
- 235000010420 locust bean gum Nutrition 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 229910000403 monosodium phosphate Inorganic materials 0.000 description 1
- 235000019799 monosodium phosphate Nutrition 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- QXKWYEJQJWFXOE-UHFFFAOYSA-N phenyl-(2-propylphenyl)methanone Chemical compound CCCC1=CC=CC=C1C(=O)C1=CC=CC=C1 QXKWYEJQJWFXOE-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000005185 salting out Methods 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 description 1
- 239000011550 stock solution Substances 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
- C09B51/00—Nitro or nitroso dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Priority Applications (15)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH563471A CH560746A5 (en) | 1971-04-19 | 1971-04-19 | Soluble acid nitro dyes - from substitd 3-nitro acetophenones for polyamide fibres, esp carpets |
| US00240850A US3819690A (en) | 1971-04-19 | 1972-04-03 | Acid nitro dyestuffs,their manufacture and use |
| CA138,899A CA992962A (en) | 1971-04-19 | 1972-04-05 | Acid nitro dyestuffs of the n-aryl-n'-(2-nitro-4-aroyl-phenyl)-1,4-diaminobenzene series |
| PL15478572A PL83694B1 (enrdf_load_stackoverflow) | 1971-04-19 | 1972-04-17 | |
| DE19722218446 DE2218446A1 (de) | 1971-04-19 | 1972-04-17 | Neue saure Nitrofarbstoffe, deren Her stellung und Verwendung |
| AR241503A AR193386A1 (es) | 1971-04-19 | 1972-04-17 | Nuevos nitrocolorantes acidos y su preparacion |
| FR7213350A FR2133803B1 (enrdf_load_stackoverflow) | 1971-04-19 | 1972-04-17 | |
| SU1774452A SU451257A3 (ru) | 1971-04-19 | 1972-04-17 | Способ крашени и печатани материалов из синтетических и натуральных полиамидных волокон |
| IT49679/72A IT962073B (it) | 1971-04-19 | 1972-04-17 | Nitrocoloranti e procedimento per la loro produzione ed applicazione |
| GB1767172A GB1343102A (en) | 1971-04-19 | 1972-04-17 | Acid nitro dyestuffs their manufacture and use |
| AT337772A AT311514B (de) | 1971-04-19 | 1972-04-18 | Verfahren zur Herstellung von neuen, sauren Nitrofarbstoffen |
| BR231272A BR7202312D0 (pt) | 1971-04-19 | 1972-04-18 | Processo para a fabricacao de novos nitro-corantes acidos |
| NL7205196A NL7205196A (enrdf_load_stackoverflow) | 1971-04-19 | 1972-04-18 | |
| DD162383A DD101912A5 (enrdf_load_stackoverflow) | 1971-04-19 | 1972-04-18 | |
| BE782276A BE782276A (fr) | 1971-04-19 | 1972-04-18 | Nouveaux colorants nitres acides, leur procede de preparation et leur utilisation |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH563471A CH560746A5 (en) | 1971-04-19 | 1971-04-19 | Soluble acid nitro dyes - from substitd 3-nitro acetophenones for polyamide fibres, esp carpets |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH560746A5 true CH560746A5 (en) | 1975-04-15 |
Family
ID=4296887
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH563471A CH560746A5 (en) | 1971-04-19 | 1971-04-19 | Soluble acid nitro dyes - from substitd 3-nitro acetophenones for polyamide fibres, esp carpets |
Country Status (3)
| Country | Link |
|---|---|
| BR (1) | BR7202312D0 (enrdf_load_stackoverflow) |
| CH (1) | CH560746A5 (enrdf_load_stackoverflow) |
| PL (1) | PL83694B1 (enrdf_load_stackoverflow) |
-
1971
- 1971-04-19 CH CH563471A patent/CH560746A5/de not_active IP Right Cessation
-
1972
- 1972-04-17 PL PL15478572A patent/PL83694B1/pl unknown
- 1972-04-18 BR BR231272A patent/BR7202312D0/pt unknown
Also Published As
| Publication number | Publication date |
|---|---|
| BR7202312D0 (pt) | 1973-09-25 |
| PL83694B1 (enrdf_load_stackoverflow) | 1975-12-31 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased | ||
| PL | Patent ceased |