MX3186E - PROCEDURE FOR THE PREPARATION OF DIAZO DYES OF THE AMINO NAFTOL SULPHONIC ACID SERIES - Google Patents
PROCEDURE FOR THE PREPARATION OF DIAZO DYES OF THE AMINO NAFTOL SULPHONIC ACID SERIESInfo
- Publication number
- MX3186E MX3186E MX12376U MX12376U MX3186E MX 3186 E MX3186 E MX 3186E MX 12376 U MX12376 U MX 12376U MX 12376 U MX12376 U MX 12376U MX 3186 E MX3186 E MX 3186E
- Authority
- MX
- Mexico
- Prior art keywords
- group
- acid
- preparation
- phosphonic
- naftol
- Prior art date
Links
- -1 DIAZO Chemical class 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical class OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 title 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N phosphonic acid group Chemical group P(O)(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 abstract 6
- 239000012954 diazonium Substances 0.000 abstract 4
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 abstract 3
- 230000008878 coupling Effects 0.000 abstract 3
- 238000010168 coupling process Methods 0.000 abstract 3
- 238000005859 coupling reaction Methods 0.000 abstract 3
- 150000001989 diazonium salts Chemical class 0.000 abstract 3
- QPKNFEVLZVJGBM-UHFFFAOYSA-N 2-aminonaphthalen-1-ol Chemical compound C1=CC=CC2=C(O)C(N)=CC=C21 QPKNFEVLZVJGBM-UHFFFAOYSA-N 0.000 abstract 2
- 150000004982 aromatic amines Chemical class 0.000 abstract 2
- 239000000975 dye Substances 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 1
- 230000002378 acidificating effect Effects 0.000 abstract 1
- 125000002843 carboxylic acid group Chemical group 0.000 abstract 1
- 150000001735 carboxylic acids Chemical class 0.000 abstract 1
- 150000008049 diazo compounds Chemical class 0.000 abstract 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 abstract 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-O diazynium Chemical compound [NH+]#N IJGRMHOSHXDMSA-UHFFFAOYSA-O 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 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
- C09B33/00—Disazo and polyazo dyes of the types A->K<-B, A->B->K<-C, or the like, prepared by diazotising and coupling
- C09B33/18—Trisazo or higher polyazo dyes
- C09B33/22—Trisazo dyes of the type A->B->K<-C
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/3804—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)] not used, see subgroups
- C07F9/3834—Aromatic acids (P-C aromatic linkage)
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/3804—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)] not used, see subgroups
- C07F9/3882—Arylalkanephosphonic acids
-
- 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
- C09B33/00—Disazo and polyazo dyes of the types A->K<-B, A->B->K<-C, or the like, prepared by diazotising and coupling
- C09B33/02—Disazo dyes
- C09B33/08—Disazo dyes in which the coupling component is a hydroxy-amino compound
- C09B33/10—Disazo dyes in which the coupling component is a hydroxy-amino compound in which the coupling component is an amino naphthol
-
- 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
- C09B69/00—Dyes not provided for by a single group of this subclass
- C09B69/007—Dyestuffs containing phosphonic or phosphinic acid groups and derivatives
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Coloring (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
La presente invención se refiere a un procedimiento para la preparación de colorantes diazo de la serie del ácido aminonaftol sulfónico, caracterizado en que los colorantes, que en la forma ácida están representados por la fórmula (VER FIGURA) en la cual Z es el residuo de un ácido aminonaftol sulfónico capaz de acoplar con dos moles de los compuestos diazo; A es un radical aromático que está exento de grupos de ácido fosfónico y asimismo de grupos arilazo si es orto para el grupo CH de Z, y que contiene un grupo de ácido fosfónico o carboxílico si es orto para el grupo NH2 de Z, se obtienen mediante el acoplamiento de un ácido aminonaftol sulfónico que es capaz de acoplar dos veces, primero bajo condiciones ácidas con la sal de diazonio de una amina aromática que contiene ya sea un grupo de ácido fosfónico, ácido carboxílico o ácido sulfónico, y en segundo lugar a un pH más alto con la sal de diazonio de una amina aromática que está exenta de grupos arilazo que contiene un grupo de ácido fosfónico si la sal de diazonio primera no lo contiene, y que se encuentra libre de grupos de ácido fosfónico si la primera sal de diazonio contiene un grupo de ácido fosfónico.The present invention relates to a process for the preparation of diazo dyes from the aminonaphthol sulfonic acid series, characterized in that the dyes, which in the acid form are represented by the formula (SEE FIGURE) in which Z is the residue of an aminonaphthol sulfonic acid capable of coupling with two moles of the diazo compounds; A is an aromatic radical that is free of phosphonic acid groups and also of arylazo groups if it is ortho for the CH group of Z, and that contains a phosphonic or carboxylic acid group if it is ortho for the NH2 group of Z, we obtain by coupling an aminonaphthol sulfonic acid that is capable of coupling twice, first under acidic conditions with the diazonium salt of an aromatic amine containing either a group of phosphonic acid, carboxylic acid, or sulfonic acid, and secondly to a higher pH with the diazonium salt of an aromatic amine that is free of arylazo groups that contains a phosphonic acid group if the first diazonium salt does not, and that is free of phosphonic acid groups if the first salt Diazonium contains a group of phosphonic acid.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1801275A GB1499147A (en) | 1975-04-30 | 1975-04-30 | Azo dyestuffs |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MX3186E true MX3186E (en) | 1980-06-20 |
Family
ID=10105124
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX12376U MX3186E (en) | 1975-04-30 | 1976-03-26 | PROCEDURE FOR THE PREPARATION OF DIAZO DYES OF THE AMINO NAFTOL SULPHONIC ACID SERIES |
Country Status (12)
| Country | Link |
|---|---|
| JP (1) | JPS51133324A (en) |
| AR (1) | AR219694A1 (en) |
| BR (1) | BR7602421A (en) |
| CH (1) | CH598327A5 (en) |
| CS (1) | CS186241B2 (en) |
| DD (1) | DD125540A5 (en) |
| DE (1) | DE2618670A1 (en) |
| FR (1) | FR2309605A1 (en) |
| GB (1) | GB1499147A (en) |
| IT (1) | IT1062419B (en) |
| MX (1) | MX3186E (en) |
| PL (1) | PL103563B1 (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4230618A (en) * | 1977-09-27 | 1980-10-28 | Ici United States, Inc. | Azo dyestuffs containing an amino or acylated amino naphthol di-sulfonic acid radical and at least one reactive phosphoric or phosphonic acid group |
| JPH01319576A (en) * | 1988-06-20 | 1989-12-25 | Orient Chem Ind Ltd | Aqueous ink composition |
| US5069719A (en) * | 1990-12-21 | 1991-12-03 | Orient Chemical Industries, Ltd. | Organic solvent based ink composition |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH423407A (en) * | 1961-08-16 | 1966-10-31 | Durand & Huguenin Ag | Process for coloring oxide layers |
-
1975
- 1975-04-30 GB GB1801275A patent/GB1499147A/en not_active Expired
-
1976
- 1976-03-26 MX MX12376U patent/MX3186E/en unknown
- 1976-03-29 AR AR26269776A patent/AR219694A1/en active
- 1976-03-29 IT IT2169276A patent/IT1062419B/en active
- 1976-04-20 BR BR7602421A patent/BR7602421A/en unknown
- 1976-04-24 PL PL18901276A patent/PL103563B1/en unknown
- 1976-04-28 DE DE19762618670 patent/DE2618670A1/en not_active Withdrawn
- 1976-04-29 CH CH539776A patent/CH598327A5/xx not_active IP Right Cessation
- 1976-04-29 CS CS284576A patent/CS186241B2/en unknown
- 1976-04-29 DD DD19260076A patent/DD125540A5/xx unknown
- 1976-04-29 FR FR7612780A patent/FR2309605A1/en active Granted
- 1976-04-30 JP JP4979476A patent/JPS51133324A/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| FR2309605B1 (en) | 1980-04-30 |
| GB1499147A (en) | 1978-01-25 |
| CH598327A5 (en) | 1978-04-28 |
| BR7602421A (en) | 1976-11-23 |
| PL103563B1 (en) | 1979-06-30 |
| IT1062419B (en) | 1984-10-10 |
| AR219694A1 (en) | 1980-09-15 |
| FR2309605A1 (en) | 1976-11-26 |
| JPS51133324A (en) | 1976-11-19 |
| CS186241B2 (en) | 1978-11-30 |
| DD125540A5 (en) | 1977-04-27 |
| DE2618670A1 (en) | 1976-11-11 |
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