DE68462C - Process for the preparation of disazo dyes from amidonaphthol sulfonic acid. (5 - Google Patents
Process for the preparation of disazo dyes from amidonaphthol sulfonic acid. (5Info
- Publication number
- DE68462C DE68462C DENDAT68462D DE68462DA DE68462C DE 68462 C DE68462 C DE 68462C DE NDAT68462 D DENDAT68462 D DE NDAT68462D DE 68462D A DE68462D A DE 68462DA DE 68462 C DE68462 C DE 68462C
- Authority
- DE
- Germany
- Prior art keywords
- amidonaphthol
- sulfonic acid
- acid
- preparation
- equivalent
- 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.)
- Expired - Lifetime
Links
- 238000000034 method Methods 0.000 title claims description 5
- LSNNMFCWUKXFEE-UHFFFAOYSA-N sulfonic acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 title claims description 5
- 239000000975 dye Substances 0.000 title description 6
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 title description 2
- 239000002253 acid Substances 0.000 claims description 10
- YGSDEFSMJLZEOE-UHFFFAOYSA-N Salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 claims description 4
- NUIURNJTPRWVAP-UHFFFAOYSA-N Tolidine Chemical compound C1=C(N)C(C)=CC(C=2C=C(C)C(N)=CC=2)=C1 NUIURNJTPRWVAP-UHFFFAOYSA-N 0.000 claims description 3
- HFACYLZERDEVSX-UHFFFAOYSA-N Benzidine Chemical compound C1=CC(N)=CC=C1C1=CC=C(N)C=C1 HFACYLZERDEVSX-UHFFFAOYSA-N 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 2
- 229960004889 salicylic acid Drugs 0.000 claims description 2
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-Naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 claims 1
- JBIJLHTVPXGSAM-UHFFFAOYSA-N 2-Naphthylamine Chemical compound C1=CC=CC2=CC(N)=CC=C21 JBIJLHTVPXGSAM-UHFFFAOYSA-N 0.000 claims 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- VMXLZAVIEYWCLQ-UHFFFAOYSA-N 4-(4-aminophenyl)-3-methylaniline Chemical compound CC1=CC(N)=CC=C1C1=CC=C(N)C=C1 VMXLZAVIEYWCLQ-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 240000000358 Viola adunca Species 0.000 description 1
- 235000005811 Viola adunca Nutrition 0.000 description 1
- 235000013487 Viola odorata Nutrition 0.000 description 1
- 235000002254 Viola papilionacea Nutrition 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000000875 corresponding Effects 0.000 description 1
- 150000008049 diazo compounds Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- KVBGVZZKJNLNJU-UHFFFAOYSA-N naphthalene-2-sulfonic acid Chemical compound C1=CC=CC2=CC(S(=O)(=O)O)=CC=C21 KVBGVZZKJNLNJU-UHFFFAOYSA-N 0.000 description 1
- 230000000802 nitrating Effects 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-N nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 description 1
- 159000000000 sodium salts 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
- C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
- C09B35/02—Disazo dyes
- C09B35/039—Disazo dyes characterised by the tetrazo component
- C09B35/08—Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of biphenyl
- C09B35/10—Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of biphenyl from two coupling components of the same type
- C09B35/16—Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of biphenyl from two coupling components of the same type from hydroxy-amines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT^PATENT OFFICE ^
Ersetzt man in dem Verfahren des Haupt-Patentes die dort verwendete y-Amidonaphtolsulfosäure durch die Amidonaphtolmonosulfosäure H, so erhält man, namentlich dann, wenn in alkalischer Lösung gearbeitet wird, werthvolle schwarze Disazofarbstoffe.If the y-amidonaphthol sulfonic acid used there is replaced in the process of the main patent by the amidonaphthol monosulfonic acid H, one obtains, especially if is worked in alkaline solution, valuable black disazo dyes.
Die Amidonaphtolmonosulfosäure H wird dargestellt, indem Naphtalin-ß-sulfosäure zweifach nitrirt, zu Diamidonaphtalinmonosulfosäure reducirt und letztere mit Mineralsäuren erhitzt wird. Die Säure ist nahezu unlöslich in kaltem, schwer löslich in heifsem Wasser. Das Na-SaIz ist leicht löslich. Salpetrige Säure liefert die in Wasser unlösliche, gelb gefärbte Diazoverbindung.The amidonaphthol monosulfonic acid H is prepared by nitrating naphthalene-β-sulfonic acid twice, reducing it to diamidonaphthalene monosulfonic acid, and heating the latter with mineral acids. The acid is almost insoluble in cold water, and sparingly soluble in hot water. The sodium salt is easily soluble. Nitrous acid provides the water-insoluble, yellow-colored diazo compound.
Das Verfahren ist das in den Beispielen des Haupt-Patentes beschriebene.The procedure is that described in the examples of the main patent.
Man erhält aus Amidonaphtolmonosulfosäure H und der Tetrazoverbindung von Benzidin schwarzblau, Tolidin blauschwarz.From amidonaphthol monosulfonic acid H and the tetrazo compound of benzidine are obtained black-blue, tolidine blue-black.
Auch in dem Verfahren des Patentes Nr. 57857 (I. Zusatz zum Patent Nr. 55648) läfst sich die Amidonaphtolmonosulfosäure H mit Vortheil verwenden. Man gelangt so zu gemischten Farbstoffen, welche in ihren Eigenschaften den entsprechenden Farbstoffen des Patentes Nr. 57857 im wesentlichen gleichen.Also in the method of patent no. 57857 (I. Addendum to Patent No. 55648) can be the Use amidonaphthol monosulfonic acid H with advantage. So you get mixed Dyes which have the same properties as the corresponding dyes in the patent No. 57857 essentially the same.
Der gemischte Farbstoff aus 1 Aequivalent Tetrazodiphenyl, 1 Aequivalent Amidonaphtolmonosulfosäure H und ι Aequivalent:The mixed dye of 1 equivalent of tetrazodiphenyl, 1 equivalent of amidonaphthol monosulfonic acid H and ι equivalent:
färbt ungeheizte Baumwolle:dyes unheated cotton:
α-Naphtol-a-sulfosäure blauviolett,α-Naphtol-a-sulfonic acid blue-violet,
Naphtionsäure braunroth,Naphtionic acid brownish red,
ß-Naphtylamin-ß-sulfosäure . braunroth,ß-naphthylamine-ß-sulfonic acid. brownish red,
Salicylsäure ■ braun,Salicylic acid ■ brown,
Phenol . braun,Phenol. Brown,
/-Amidonaphtolsulfosäure. . . blauschwarz. Analoge Producte erhält man aus Tolidin, Methylbenzidin, Diamidodiphenoläther./ -Amidonaphthol sulfonic acid. . . blue black. Analogous products are obtained from tolidine, methylbenzidine, diamidodiphenol ether.
Claims (2)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE68462C true DE68462C (en) |
Family
ID=342001
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT68462D Expired - Lifetime DE68462C (en) | Process for the preparation of disazo dyes from amidonaphthol sulfonic acid. (5 |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE68462C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3010748A1 (en) * | 1979-03-21 | 1981-01-15 | Le T I Cholodil | METHOD AND SYSTEM FOR WASTE WATER TREATMENT |
-
0
- DE DENDAT68462D patent/DE68462C/en not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3010748A1 (en) * | 1979-03-21 | 1981-01-15 | Le T I Cholodil | METHOD AND SYSTEM FOR WASTE WATER TREATMENT |
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