CS196340B2 - Method of preparing aromatic amines - Google Patents
Method of preparing aromatic amines Download PDFInfo
- Publication number
- CS196340B2 CS196340B2 CS36577A CS36577A CS196340B2 CS 196340 B2 CS196340 B2 CS 196340B2 CS 36577 A CS36577 A CS 36577A CS 36577 A CS36577 A CS 36577A CS 196340 B2 CS196340 B2 CS 196340B2
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- formula
- aromatic amines
- acid
- mixture
- preparing aromatic
- Prior art date
Links
- 150000004982 aromatic amines Chemical class 0.000 title claims abstract description 9
- 238000000034 method Methods 0.000 title claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 5
- PTMHPRAIXMAOOB-UHFFFAOYSA-N phosphoramidic acid Chemical compound NP(O)(O)=O PTMHPRAIXMAOOB-UHFFFAOYSA-N 0.000 claims abstract description 5
- 238000002360 preparation method Methods 0.000 claims description 6
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 239000004753 textile Substances 0.000 abstract description 4
- 150000001412 amines Chemical class 0.000 abstract description 3
- 230000008878 coupling Effects 0.000 abstract description 3
- 238000010168 coupling process Methods 0.000 abstract description 3
- 238000005859 coupling reaction Methods 0.000 abstract description 3
- -1 sulpho group Chemical group 0.000 abstract description 3
- 238000004043 dyeing Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 description 10
- 239000000975 dye Substances 0.000 description 6
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- ABLZXFCXXLZCGV-UHFFFAOYSA-N phosphonic acid group Chemical group P(O)(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 4
- 238000006277 sulfonation reaction Methods 0.000 description 4
- 239000002253 acid Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 239000012954 diazonium Substances 0.000 description 2
- 150000001989 diazonium salts Chemical class 0.000 description 2
- 229940049964 oleate Drugs 0.000 description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- ADEXNPNSGDGRGU-UHFFFAOYSA-N (3-amino-4-methoxyphenyl)phosphonic acid Chemical compound COC1=CC=C(P(O)(O)=O)C=C1N ADEXNPNSGDGRGU-UHFFFAOYSA-N 0.000 description 1
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical group C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 1
- 229920003043 Cellulose fiber Polymers 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 1
- 238000005727 Friedel-Crafts reaction Methods 0.000 description 1
- 241000208202 Linaceae Species 0.000 description 1
- 235000004431 Linum usitatissimum Nutrition 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 150000001718 carbodiimides Chemical class 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- CYQAYERJWZKYML-UHFFFAOYSA-N phosphorus pentasulfide Chemical compound S1P(S2)(=S)SP3(=S)SP1(=S)SP2(=S)S3 CYQAYERJWZKYML-UHFFFAOYSA-N 0.000 description 1
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000004627 regenerated cellulose Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 210000002268 wool Anatomy 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
- C09B69/00—Dyes not provided for by a single group of this subclass
- C09B69/007—Dyestuffs containing phosphonic or phosphinic acid groups and derivatives
-
- 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
- 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
- C09B29/0003—Monoazo dyes prepared by diazotising and coupling from diazotized anilines
- C09B29/0007—Monoazo dyes prepared by diazotising and coupling from diazotized anilines containing acid groups, e.g. CO2H, SO3H, PO3H2, OSO3H, OPO2H2; Salts thereof
-
- 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
- C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
- C09B31/02—Disazo dyes
- C09B31/025—Disazo dyes containing acid groups, e.g. -COOH, -SO3H, -PO3H2, -OSO3H, -OPO2H2; Salts thereof
-
- 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
-
- 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
- C09B43/00—Preparation of azo dyes from other azo compounds
-
- 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
- C09B45/00—Complex metal compounds of azo dyes
- C09B45/02—Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
- C09B45/24—Disazo or polyazo compounds
- C09B45/28—Disazo or polyazo compounds containing copper
-
- 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
- C09B45/00—Complex metal compounds of azo dyes
- C09B45/34—Preparation from o-monohydroxy azo compounds having in the o'-position an atom or functional group other than hydroxyl, alkoxy, carboxyl, amino or keto groups
- C09B45/36—Preparation from o-monohydroxy azo compounds having in the o'-position an atom or functional group other than hydroxyl, alkoxy, carboxyl, amino or keto groups by oxidation of hydrogen in o'-position
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)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB217076A GB1512924A (en) | 1976-01-20 | 1976-01-20 | Aminobenzene phosphonic acids |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CS196340B2 true CS196340B2 (en) | 1980-03-31 |
Family
ID=9734817
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS36577A CS196340B2 (en) | 1976-01-20 | 1977-01-19 | Method of preparing aromatic amines |
Country Status (12)
| Country | Link |
|---|---|
| JP (1) | JPS5289129A (enExample) |
| AR (1) | AR213108A1 (enExample) |
| BR (1) | BR7700315A (enExample) |
| CH (1) | CH615192A5 (enExample) |
| CS (1) | CS196340B2 (enExample) |
| DD (1) | DD128685A1 (enExample) |
| DE (1) | DE2702263A1 (enExample) |
| ES (2) | ES455186A1 (enExample) |
| FR (1) | FR2338977A1 (enExample) |
| GB (1) | GB1512924A (enExample) |
| IT (1) | IT1133909B (enExample) |
| PL (1) | PL195340A1 (enExample) |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2221498B1 (enExample) * | 1972-12-15 | 1976-02-13 | Ugine Kulhmann Fr | |
| IT1060240B (it) * | 1975-05-07 | 1982-07-10 | Ici Ltd | Coloratni monoazoici |
-
1976
- 1976-01-20 GB GB217076A patent/GB1512924A/en not_active Expired
- 1976-12-20 AR AR26593576A patent/AR213108A1/es active
- 1976-12-30 FR FR7639671A patent/FR2338977A1/fr active Granted
- 1976-12-31 IT IT3106576A patent/IT1133909B/it active
-
1977
- 1977-01-15 PL PL19534077A patent/PL195340A1/xx not_active IP Right Cessation
- 1977-01-18 CH CH61077A patent/CH615192A5/de not_active IP Right Cessation
- 1977-01-18 BR BR7700315A patent/BR7700315A/pt unknown
- 1977-01-18 DD DD19699277A patent/DD128685A1/xx unknown
- 1977-01-19 CS CS36577A patent/CS196340B2/cs unknown
- 1977-01-20 ES ES455186A patent/ES455186A1/es not_active Expired
- 1977-01-20 JP JP535877A patent/JPS5289129A/ja active Pending
- 1977-01-20 ES ES455187A patent/ES455187A1/es not_active Expired
- 1977-01-20 DE DE19772702263 patent/DE2702263A1/de not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| FR2338977A1 (fr) | 1977-08-19 |
| DE2702263A1 (de) | 1977-07-21 |
| DD128685A1 (de) | 1977-12-07 |
| JPS5289129A (ja) | 1977-07-26 |
| AR213108A1 (es) | 1978-12-15 |
| ES455187A1 (es) | 1977-12-16 |
| GB1512924A (en) | 1978-06-01 |
| BR7700315A (pt) | 1977-09-20 |
| FR2338977B1 (enExample) | 1980-10-24 |
| IT1133909B (it) | 1986-07-24 |
| CH615192A5 (en) | 1980-01-15 |
| PL195340A1 (pl) | 1979-05-07 |
| ES455186A1 (es) | 1977-12-16 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| SU650510A3 (ru) | Способ получени водорастворимых моноазокрасителей 2,6-диаминопиридинового р да | |
| US3022316A (en) | 3, 6 bis-para-substituted-phenyl-amino-9-(2'sulfo-phenyl) xanthene | |
| CS196340B2 (en) | Method of preparing aromatic amines | |
| JPS5932500B2 (ja) | アントラキノン染料混合物を含む染料溶液 | |
| US2596660A (en) | Nitrodiphenylamine phosphorus dye compounds | |
| US2430771A (en) | Anthraquinone acid dyestuff | |
| US2662075A (en) | Copper complexes of monosulfonamido formazyl dyes | |
| US3842101A (en) | Blue anthraquinoid acid dyes | |
| US2623884A (en) | Condensation products of alkenyl | |
| GB2168712A (en) | 1:2 metal complex dyes and use thereof for dyeing polyamide-containing material | |
| US2466010A (en) | Nitrodiphenylamine compounds containing a sulfamyl group | |
| US2407704A (en) | Anthraquinone acid dyestuff | |
| US2251921A (en) | Azo compounds and materials colored therewith | |
| US3169124A (en) | Monoazo reactive dyes | |
| US4328159A (en) | Anthraquinone compounds and mixtures thereof | |
| US4143035A (en) | Disazo dyestuffs having an alkoxy group on the first and/or second component | |
| EP0026414B1 (de) | Wasserlösliche Monoazoverbindungen, deren Herstellung und deren Verwendung als Farbstoffe zum Färben und Bedrucken von Textilmaterialien sowie die Amine an sich | |
| US2226199A (en) | Azo compounds and material colored therewith | |
| US1616850A (en) | Production of polyazo coloring matters | |
| US3351579A (en) | Water-soluble cationic azo dyestuffs | |
| US2324354A (en) | Water-soluble high molecular acylbiguanide | |
| US2459773A (en) | Phthalocyanine polyhydroxyalkylsulfonamides | |
| US2653928A (en) | Heterocyclic azo-dyestuff | |
| US3211718A (en) | Azo dyes and intermediates therefor | |
| US2891951A (en) | Substituted sulfonyl fe-nitroso-beta-naphthol dyes |