DE3125159A1 - Faerbestabile modifikation eines dispersionsfarbstoffs, verfahren zu ihrer herstellung und verwendung - Google Patents
Faerbestabile modifikation eines dispersionsfarbstoffs, verfahren zu ihrer herstellung und verwendungInfo
- Publication number
- DE3125159A1 DE3125159A1 DE19813125159 DE3125159A DE3125159A1 DE 3125159 A1 DE3125159 A1 DE 3125159A1 DE 19813125159 DE19813125159 DE 19813125159 DE 3125159 A DE3125159 A DE 3125159A DE 3125159 A1 DE3125159 A1 DE 3125159A1
- Authority
- DE
- Germany
- Prior art keywords
- dye
- modification
- unstable
- stable
- heated
- 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.)
- Withdrawn
Links
- 238000012986 modification Methods 0.000 title claims description 41
- 238000000034 method Methods 0.000 title claims description 12
- 230000004048 modification Effects 0.000 title description 5
- 239000006185 dispersion Substances 0.000 title description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 14
- 238000004043 dyeing Methods 0.000 claims description 9
- 239000002657 fibrous material Substances 0.000 claims description 7
- 238000002441 X-ray diffraction Methods 0.000 claims description 5
- 238000006243 chemical reaction Methods 0.000 claims description 5
- 238000010586 diagram Methods 0.000 claims description 5
- 239000000203 mixture Substances 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- LOWKEYACSTXUQV-UHFFFAOYSA-N (4-aminophenyl)-(4-propan-2-ylphenyl)methanone Chemical compound C1=CC(C(C)C)=CC=C1C(=O)C1=CC=C(N)C=C1 LOWKEYACSTXUQV-UHFFFAOYSA-N 0.000 claims description 4
- 229910002483 Cu Ka Inorganic materials 0.000 claims description 4
- 239000002270 dispersing agent Substances 0.000 claims description 4
- 230000002209 hydrophobic effect Effects 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 4
- 230000005855 radiation Effects 0.000 claims description 4
- 229920003043 Cellulose fiber Polymers 0.000 claims description 3
- 239000007900 aqueous suspension Substances 0.000 claims description 3
- 239000002904 solvent Substances 0.000 claims description 3
- 239000000080 wetting agent Substances 0.000 claims description 3
- 239000003995 emulsifying agent Substances 0.000 claims description 2
- 239000000975 dye Substances 0.000 description 22
- 238000010438 heat treatment Methods 0.000 description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 229920001732 Lignosulfonate Polymers 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 239000004576 sand Substances 0.000 description 3
- YRGYYQCOWUULNF-UHFFFAOYSA-N 2-hydroxy-4-methyl-6-oxo-1h-pyridine-3-carbonitrile Chemical compound CC1=CC(=O)NC(O)=C1C#N YRGYYQCOWUULNF-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 239000002609 medium Substances 0.000 description 2
- -1 methyl ethyl kfcton Chemical class 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- PPWHTZKZQNXVAE-UHFFFAOYSA-N Tetracaine hydrochloride Chemical compound Cl.CCCCNC1=CC=C(C(=O)OCCN(C)C)C=C1 PPWHTZKZQNXVAE-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 230000002528 anti-freeze Effects 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 239000000986 disperse dye Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 229960004592 isopropanol Drugs 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- WLFXSECCHULRRO-UHFFFAOYSA-N pyridine-2,6-diol Chemical compound OC1=CC=CC(O)=N1 WLFXSECCHULRRO-UHFFFAOYSA-N 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- 239000002699 waste material 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/34—Monoazo dyes prepared by diazotising and coupling from other coupling components
- C09B29/36—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds
- C09B29/3604—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom
- C09B29/3617—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a six-membered heterocyclic with only one nitrogen as heteroatom
-
- 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
- C09B41/00—Special methods of performing the coupling reaction
- C09B41/001—Special methods of performing the coupling reaction characterised by the coupling medium
- C09B41/002—Special methods of performing the coupling reaction characterised by the coupling medium containing a solvent
-
- 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
- C09B29/34—Monoazo dyes prepared by diazotising and coupling from other coupling components
- C09B29/36—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds
- C09B29/3604—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom
- C09B29/3617—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a six-membered heterocyclic with only one nitrogen as heteroatom
- C09B29/3621—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a six-membered heterocyclic with only one nitrogen as heteroatom from a pyridine ring
- C09B29/3626—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a six-membered heterocyclic with only one nitrogen as heteroatom from a pyridine ring from a pyridine ring containing one or more hydroxyl groups (or = O)
- C09B29/363—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a six-membered heterocyclic with only one nitrogen as heteroatom from a pyridine ring from a pyridine ring containing one or more hydroxyl groups (or = O) from diazotized amino carbocyclic rings
-
- 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
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0001—Post-treatment of organic pigments or dyes
- C09B67/0014—Influencing the physical properties by treatment with a liquid, e.g. solvents
- C09B67/0015—Influencing the physical properties by treatment with a liquid, e.g. solvents of azoic pigments
-
- 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
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0025—Crystal modifications; Special X-ray patterns
-
- 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
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0025—Crystal modifications; Special X-ray patterns
- C09B67/0028—Crystal modifications; Special X-ray patterns of azo compounds
- C09B67/0029—Crystal modifications; Special X-ray patterns of azo compounds of monoazo compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Coloring (AREA)
- Pyridine Compounds (AREA)
- Colloid Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19813125159 DE3125159A1 (de) | 1981-06-26 | 1981-06-26 | Faerbestabile modifikation eines dispersionsfarbstoffs, verfahren zu ihrer herstellung und verwendung |
| US06/362,976 US4374640A (en) | 1981-06-26 | 1982-03-29 | Dyeing-stable modification of a disperse dyestuff, processes for its preparation and use |
| DE8282104972T DE3262031D1 (en) | 1981-06-26 | 1982-06-07 | Colour-stable modification of a dispersion dye, its preparation process and its use |
| EP82104972A EP0068186B1 (de) | 1981-06-26 | 1982-06-07 | Färbestabile Modifikation eines Dispersionsfarbstoffs, Verfahren zu ihrer Herstellung und Verwendung |
| MX193329A MX159524A (es) | 1981-06-26 | 1982-06-25 | Un procedimiento para la preparacion de la modificacion beta,estable al tenido de un colorante monoazo |
| KR8202836A KR890001782B1 (ko) | 1981-06-26 | 1982-06-25 | 분산염료의 염색-안정성 변형체의 제조방법 |
| BR8203717A BR8203717A (pt) | 1981-06-26 | 1982-06-25 | Processos para a preparacao da modificacao beta estavel ao tingimento de um corante e sua aplicacao |
| JP57108619A JPS587454A (ja) | 1981-06-26 | 1982-06-25 | 分散染料の染色に安定な変態、その製造方法及びこれを用いて染色又は捺染する方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19813125159 DE3125159A1 (de) | 1981-06-26 | 1981-06-26 | Faerbestabile modifikation eines dispersionsfarbstoffs, verfahren zu ihrer herstellung und verwendung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE3125159A1 true DE3125159A1 (de) | 1983-01-13 |
Family
ID=6135453
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19813125159 Withdrawn DE3125159A1 (de) | 1981-06-26 | 1981-06-26 | Faerbestabile modifikation eines dispersionsfarbstoffs, verfahren zu ihrer herstellung und verwendung |
| DE8282104972T Expired DE3262031D1 (en) | 1981-06-26 | 1982-06-07 | Colour-stable modification of a dispersion dye, its preparation process and its use |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE8282104972T Expired DE3262031D1 (en) | 1981-06-26 | 1982-06-07 | Colour-stable modification of a dispersion dye, its preparation process and its use |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US4374640A (https=) |
| EP (1) | EP0068186B1 (https=) |
| JP (1) | JPS587454A (https=) |
| KR (1) | KR890001782B1 (https=) |
| BR (1) | BR8203717A (https=) |
| DE (2) | DE3125159A1 (https=) |
| MX (1) | MX159524A (https=) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4453944A (en) * | 1982-04-07 | 1984-06-12 | Ciba-Geigy Corporation | Dye stable to dyeing, processes for producing it, and its use for dyeing and printing synthetic and semi-synthetic fibre materials |
| DE3242309A1 (de) * | 1982-11-16 | 1984-05-17 | Hoechst Ag, 6230 Frankfurt | "faerbestabiler monoazofarbstoff, verfahren zu seiner herstellung und dessen verwendung" |
| US4474577A (en) * | 1983-10-26 | 1984-10-02 | Mobay Chemical Corporation | Modified acid dyestuff |
| DE3606379A1 (de) * | 1986-02-27 | 1987-09-03 | Bayer Ag | (gamma)-modifikation eines benzisothiazolazofarbstoffs |
| IN169343B (https=) * | 1986-04-05 | 1991-09-28 | Cassella Farbwerke Mainkur Ag | |
| DE3743349A1 (de) * | 1987-12-21 | 1989-06-29 | Cassella Ag | Verfahren zur herstellung eines azofarbstoffes |
| DE3834530A1 (de) * | 1988-10-11 | 1990-04-12 | Cassella Ag | Faerbestabiler monoazofarbstoff, dessen herstellung und verwendung |
| JP2628363B2 (ja) * | 1988-12-15 | 1997-07-09 | 日本化薬株式会社 | 染料の結晶変態及びその製造法 |
| DE4000529A1 (de) * | 1990-01-10 | 1991-07-11 | Cassella Ag | Faerbestabile ss-modifikation eines monoazofarbstoffes, verfahren zu ihrer herstellung und ihre verwendung |
| DE4131844A1 (de) * | 1991-09-25 | 1993-04-01 | Basf Ag | Verfahren zur herstellung von nitrobenzophenonen sowie faerbestabile modifikation eines benzophenonazopyridonfarbstoffs |
| DE4420280A1 (de) * | 1994-06-10 | 1995-12-14 | Basf Ag | Farbtoner für die Elektrophotographie |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2007382A (en) * | 1932-08-16 | 1935-07-09 | Celanese Corp | Production of dispersions |
| US3957749A (en) * | 1968-12-07 | 1976-05-18 | Cassella Farbwerke Mainkur Aktiengesellschaft | Water-insoluble monoazo pyridine dyes |
| DE2001821A1 (de) | 1970-01-16 | 1971-07-22 | Cassella Farbwerke Mainkur Ag | Wasserunloesliche Monoazofarbstoffe |
| CH602898A5 (https=) * | 1975-05-09 | 1978-08-15 | Hoechst Ag | |
| DE2735376A1 (de) * | 1976-08-25 | 1978-03-02 | Ici Ltd | Stabilisierter disperser azofarbstoff |
| DE2921210A1 (de) * | 1979-05-25 | 1980-12-04 | Hoechst Ag | Faerbestabiler monoazofarbstoff, dessen herstellung und verwendung |
| DE3021555A1 (de) * | 1979-06-18 | 1981-01-22 | Sandoz Ag | Pyridon-dispersionsfarbstoffe |
| US4327999A (en) * | 1980-01-09 | 1982-05-04 | Ciba-Geigy Corporation | Disperse dye stable to dyeing, and its use for dyeing synthetic and semi-synthetic fibre materials |
| US4332588A (en) * | 1980-01-11 | 1982-06-01 | Ciba-Geigy Corporation | Disperse dye stable to dyeing, and its use for dyeing and printing synthetic and semi-synthetic fibre materials |
-
1981
- 1981-06-26 DE DE19813125159 patent/DE3125159A1/de not_active Withdrawn
-
1982
- 1982-03-29 US US06/362,976 patent/US4374640A/en not_active Expired - Lifetime
- 1982-06-07 DE DE8282104972T patent/DE3262031D1/de not_active Expired
- 1982-06-07 EP EP82104972A patent/EP0068186B1/de not_active Expired
- 1982-06-25 BR BR8203717A patent/BR8203717A/pt unknown
- 1982-06-25 MX MX193329A patent/MX159524A/es unknown
- 1982-06-25 JP JP57108619A patent/JPS587454A/ja active Granted
- 1982-06-25 KR KR8202836A patent/KR890001782B1/ko not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| US4374640A (en) | 1983-02-22 |
| KR890001782B1 (ko) | 1989-05-22 |
| EP0068186B1 (de) | 1985-01-23 |
| BR8203717A (pt) | 1983-06-21 |
| MX159524A (es) | 1989-06-26 |
| DE3262031D1 (en) | 1985-03-07 |
| KR840000615A (ko) | 1984-02-25 |
| EP0068186A1 (de) | 1983-01-05 |
| JPH0262593B2 (https=) | 1990-12-26 |
| JPS587454A (ja) | 1983-01-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8130 | Withdrawal |