DE293429C - - Google Patents
Info
- Publication number
- DE293429C DE293429C DENDAT293429D DE293429DA DE293429C DE 293429 C DE293429 C DE 293429C DE NDAT293429 D DENDAT293429 D DE NDAT293429D DE 293429D A DE293429D A DE 293429DA DE 293429 C DE293429 C DE 293429C
- Authority
- DE
- Germany
- Prior art keywords
- dye
- acid
- parts
- azo dyes
- acetoacetic
- 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.)
- Active
Links
- 239000000987 azo dye Substances 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- AXWKFRWLYPZEFQ-UHFFFAOYSA-N 3-oxobutanoyl chloride Chemical compound CC(=O)CC(Cl)=O AXWKFRWLYPZEFQ-UHFFFAOYSA-N 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 150000004982 aromatic amines Chemical class 0.000 claims 1
- 239000000975 dye Substances 0.000 description 16
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 8
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 8
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 4
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 4
- 238000002844 melting Methods 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- WDJHALXBUFZDSR-UHFFFAOYSA-N Acetoacetic acid Natural products CC(=O)CC(O)=O WDJHALXBUFZDSR-UHFFFAOYSA-N 0.000 description 3
- WOWBFOBYOAGEEA-UHFFFAOYSA-N diafenthiuron Chemical compound CC(C)C1=C(NC(=S)NC(C)(C)C)C(C(C)C)=CC(OC=2C=CC=CC=2)=C1 WOWBFOBYOAGEEA-UHFFFAOYSA-N 0.000 description 3
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 description 1
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 1
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 description 1
- AKCRQHGQIJBRMN-UHFFFAOYSA-N 2-chloroaniline Chemical compound NC1=CC=CC=C1Cl AKCRQHGQIJBRMN-UHFFFAOYSA-N 0.000 description 1
- DRGIDRZFKRLQTE-UHFFFAOYSA-N 2-chloroaniline;hydron;chloride Chemical compound Cl.NC1=CC=CC=C1Cl DRGIDRZFKRLQTE-UHFFFAOYSA-N 0.000 description 1
- JBIJLHTVPXGSAM-UHFFFAOYSA-N 2-naphthylamine Chemical compound C1=CC=CC2=CC(N)=CC=C21 JBIJLHTVPXGSAM-UHFFFAOYSA-N 0.000 description 1
- HLBLWEWZXPIGSM-UHFFFAOYSA-N 4-Aminophenyl ether Chemical compound C1=CC(N)=CC=C1OC1=CC=C(N)C=C1 HLBLWEWZXPIGSM-UHFFFAOYSA-N 0.000 description 1
- QPQKUYVSJWQSDY-UHFFFAOYSA-N 4-phenyldiazenylaniline Chemical compound C1=CC(N)=CC=C1N=NC1=CC=CC=C1 QPQKUYVSJWQSDY-UHFFFAOYSA-N 0.000 description 1
- 241000947840 Alteromonadales Species 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- JBCSOBKDUKAJHR-UHFFFAOYSA-N ClO.NC1=CC=CC=C1 Chemical compound ClO.NC1=CC=CC=C1 JBCSOBKDUKAJHR-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical class Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- -1 Use aminonaphtol Chemical compound 0.000 description 1
- GCPWJFKTWGFEHH-UHFFFAOYSA-N acetoacetamide Chemical class CC(=O)CC(N)=O GCPWJFKTWGFEHH-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000003931 anilides Chemical class 0.000 description 1
- JPYQFYIEOUVJDU-UHFFFAOYSA-N beclamide Chemical compound ClCCC(=O)NCC1=CC=CC=C1 JPYQFYIEOUVJDU-UHFFFAOYSA-N 0.000 description 1
- HFACYLZERDEVSX-UHFFFAOYSA-N benzidine Chemical compound C1=CC(N)=CC=C1C1=CC=C(N)C=C1 HFACYLZERDEVSX-UHFFFAOYSA-N 0.000 description 1
- XKXHCNPAFAXVRZ-UHFFFAOYSA-N benzylazanium;chloride Chemical compound [Cl-].[NH3+]CC1=CC=CC=C1 XKXHCNPAFAXVRZ-UHFFFAOYSA-N 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 150000008049 diazo compounds Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- BFVHBHKMLIBQNN-UHFFFAOYSA-N n-(2-chlorophenyl)-3-oxobutanamide Chemical compound CC(=O)CC(=O)NC1=CC=CC=C1Cl BFVHBHKMLIBQNN-UHFFFAOYSA-N 0.000 description 1
- KOHNUEXAOQRRPI-UHFFFAOYSA-N n-benzyl-3-oxobutanamide Chemical compound CC(=O)CC(=O)NCC1=CC=CC=C1 KOHNUEXAOQRRPI-UHFFFAOYSA-N 0.000 description 1
- BHAAPTBBJKJZER-UHFFFAOYSA-N p-anisidine Chemical compound COC1=CC=C(N)C=C1 BHAAPTBBJKJZER-UHFFFAOYSA-N 0.000 description 1
- WXWCDTXEKCVRRO-UHFFFAOYSA-N para-Cresidine Chemical compound COC1=CC=C(C)C=C1N WXWCDTXEKCVRRO-UHFFFAOYSA-N 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 150000004992 toluidines Chemical class 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
- C09B43/00—Preparation of azo dyes from other azo compounds
- C09B43/32—Preparation of azo dyes from other azo compounds by reacting carboxylic or sulfonic groups, or derivatives thereof, with amines; by reacting keto-groups with amines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE293429C true DE293429C (en:Method) |
Family
ID=548088
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT293429D Active DE293429C (en:Method) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE293429C (en:Method) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE921223C (de) * | 1951-03-02 | 1954-12-13 | Ciba Geigy | Verfahren zur Herstellung von Saeureamidderivaten von Azoverbindungen |
| DE943901C (de) * | 1952-12-24 | 1956-06-01 | Ciba Geigy | Verfahren zur Herstellung neuer Carbonsaeureamidderivate von Azofarbstoffen |
| DE1013018B (de) * | 1952-03-27 | 1957-08-01 | Ciba Geigy | Verfahren zur Herstellung von o-Oxyazofarbstoffsulfonsaeureamiden oder -estern |
| US5664521A (en) * | 1992-10-09 | 1997-09-09 | Tickleford Limited | Apparatus for and method of milking an animal |
-
0
- DE DENDAT293429D patent/DE293429C/de active Active
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE921223C (de) * | 1951-03-02 | 1954-12-13 | Ciba Geigy | Verfahren zur Herstellung von Saeureamidderivaten von Azoverbindungen |
| DE1013018B (de) * | 1952-03-27 | 1957-08-01 | Ciba Geigy | Verfahren zur Herstellung von o-Oxyazofarbstoffsulfonsaeureamiden oder -estern |
| DE943901C (de) * | 1952-12-24 | 1956-06-01 | Ciba Geigy | Verfahren zur Herstellung neuer Carbonsaeureamidderivate von Azofarbstoffen |
| US5664521A (en) * | 1992-10-09 | 1997-09-09 | Tickleford Limited | Apparatus for and method of milking an animal |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE293429C (en:Method) | ||
| DE947554C (de) | Verfahren zur Herstellung von Derivaten des Sulfamids | |
| DE91150C (de) | Verfahren zur einführung von aminresten in oxyanthrachinone | |
| DE607870C (de) | Verfahren zur Herstellung von Diazopraeparaten | |
| DE168115C (en:Method) | ||
| DE640735C (de) | Verfahren zur Herstellung von Aminoazaphenanthrenen | |
| DE157909C (en:Method) | ||
| DE158543C (en:Method) | ||
| DE270663C (en:Method) | ||
| DE256515C (en:Method) | ||
| DE854802C (de) | Verfahren zur Herstellung von 4, 4'-Diaminodiphenylsulfoxyd | |
| DE493456C (de) | Verfahren zur Darstellung von Azofarbstoffen | |
| DE672626C (de) | Verfahren zur Herstellung von Nitrofarbstoffen | |
| DE172733C (en:Method) | ||
| DE200601C (en:Method) | ||
| DE47026C (de) | Verfahren zur Darstellung von rothen Azofarbstoffen aus Diamidostilben. (3 | |
| DE745333C (de) | Verfahren zur Herstellung von Azofarbstoffen | |
| DE446543C (de) | Verfahren zur Darstellung von 7, 8-Benzoacridin-9-carbonsaeuren und ihren Abkoemmlingen | |
| DE581436C (de) | Verfahren zur Darstellung von 2-(3'-Oxynaphthyl-2')-4-oxy-6,7-benzopseudoaziminobenzolen | |
| DE66241C (de) | Verfahren zur Darstellung von m-Amidobenzaldehyd in wässeriger saurer Lösung | |
| DE376882C (de) | Verfahren zur Darstellung von Trisazofarbstoffen | |
| DE1255111B (de) | Verfahren zur Herstellung von Benzophenon-Derivaten | |
| DE236984C (en:Method) | ||
| DE170630C (en:Method) | ||
| DE431535C (de) | Verfahren zur Herstellung von Azofarbstoffen |