DE191024C - - Google Patents
Info
- Publication number
- DE191024C DE191024C DENDAT191024D DE191024DA DE191024C DE 191024 C DE191024 C DE 191024C DE NDAT191024 D DENDAT191024 D DE NDAT191024D DE 191024D A DE191024D A DE 191024DA DE 191024 C DE191024 C DE 191024C
- Authority
- DE
- Germany
- Prior art keywords
- red
- orange
- naphthylamine
- sulfonic acid
- blue
- 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
- 229920000742 Cotton Polymers 0.000 claims description 5
- 150000008049 diazo compounds Chemical class 0.000 claims description 4
- 239000000987 azo dye Substances 0.000 claims 1
- 238000004043 dyeing Methods 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 150000003460 sulfonic acids Chemical class 0.000 claims 1
- 239000000975 dye Substances 0.000 description 8
- 206010039587 Scarlet fever Diseases 0.000 description 7
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-Naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 4
- FYVOTMMSGKWFPK-UHFFFAOYSA-N 7-aminonaphthalene-1-sulfonic acid Chemical compound C1=CC=C(S(O)(=O)=O)C2=CC(N)=CC=C21 FYVOTMMSGKWFPK-UHFFFAOYSA-N 0.000 description 3
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 description 3
- LSNNMFCWUKXFEE-UHFFFAOYSA-N sulfonic acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 3
- JBIJLHTVPXGSAM-UHFFFAOYSA-N 2-Naphthylamine Chemical compound C1=CC=CC2=CC(N)=CC=C21 JBIJLHTVPXGSAM-UHFFFAOYSA-N 0.000 description 2
- XJCVRTZCHMZPBD-UHFFFAOYSA-N 3-Nitroaniline Chemical compound NC1=CC=CC([N+]([O-])=O)=C1 XJCVRTZCHMZPBD-UHFFFAOYSA-N 0.000 description 2
- PXUQTDZNOHRWLI-QOPOCTTISA-O Primulin Natural products O(C)c1c(O)c(OC)cc(-c2c(O[C@H]3[C@H](O)[C@@H](O)[C@@H](O)[C@H](CO)O3)cc3c(O)cc(O)cc3[o+]2)c1 PXUQTDZNOHRWLI-QOPOCTTISA-O 0.000 description 2
- 240000000358 Viola adunca Species 0.000 description 2
- 235000005811 Viola adunca Nutrition 0.000 description 2
- 235000013487 Viola odorata Nutrition 0.000 description 2
- 235000002254 Viola papilionacea Nutrition 0.000 description 2
- -1 acetphenylenediamine Chemical compound 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- JNIGYQOBELCEIZ-MAKDUZDQSA-L barium(2+);5-chloro-4-methyl-2-[(2Z)-2-(2-oxonaphthalen-1-ylidene)hydrazinyl]benzenesulfonate Chemical compound [Ba+2].C1=C(Cl)C(C)=CC(N\N=C/2C3=CC=CC=C3C=CC\2=O)=C1S([O-])(=O)=O.C1=C(Cl)C(C)=CC(N\N=C/2C3=CC=CC=C3C=CC\2=O)=C1S([O-])(=O)=O JNIGYQOBELCEIZ-MAKDUZDQSA-L 0.000 description 2
- 230000018109 developmental process Effects 0.000 description 2
- 238000006193 diazotization reaction Methods 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-Naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 description 1
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-Aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 1
- SIXYIEWSUKAOEN-UHFFFAOYSA-N 3-aminobenzaldehyde Chemical compound NC1=CC=CC(C=O)=C1 SIXYIEWSUKAOEN-UHFFFAOYSA-N 0.000 description 1
- ZYSOYLBBCYWEMB-UHFFFAOYSA-N 7-aminonaphthalen-1-ol Chemical compound C1=CC=C(O)C2=CC(N)=CC=C21 ZYSOYLBBCYWEMB-UHFFFAOYSA-N 0.000 description 1
- 241000947840 Alteromonadales Species 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N Carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- YMMJGTREUGLQTR-UHFFFAOYSA-N NC1=CC=CC=C1.O=CC1=CC=CC=C1 Chemical compound NC1=CC=CC=C1.O=CC1=CC=CC=C1 YMMJGTREUGLQTR-UHFFFAOYSA-N 0.000 description 1
- 240000007942 Prunus pensylvanica Species 0.000 description 1
- 235000013647 Prunus pensylvanica Nutrition 0.000 description 1
- WPPDXAHGCGPUPK-UHFFFAOYSA-N Red 2 Chemical compound C1=CC=CC=C1C(C1=CC=CC=C11)=C(C=2C=3C4=CC=C5C6=CC=C7C8=C(C=9C=CC=CC=9)C9=CC=CC=C9C(C=9C=CC=CC=9)=C8C8=CC=C(C6=C87)C(C=35)=CC=2)C4=C1C1=CC=CC=C1 WPPDXAHGCGPUPK-UHFFFAOYSA-N 0.000 description 1
- HVBSAKJJOYLTQU-UHFFFAOYSA-N Sulfanilic acid Chemical compound NC1=CC=C(S(O)(=O)=O)C=C1 HVBSAKJJOYLTQU-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- DMLAVOWQYNRWNQ-UHFFFAOYSA-N azobenzene Chemical compound C1=CC=CC=C1N=NC1=CC=CC=C1 DMLAVOWQYNRWNQ-UHFFFAOYSA-N 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 229950000244 sulfanilic acid Drugs 0.000 description 1
- 150000004992 toluidines Chemical class 0.000 description 1
- 150000003918 triazines Chemical class 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C09B29/24—Monoazo dyes prepared by diazotising and coupling from coupling components containing both hydroxyl and amino directing groups
- C09B29/28—Amino naphthols
- C09B29/30—Amino naphtholsulfonic acid
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
PATENTSCHRIFTPATENT LETTERING
- JVH 91024-KLASSE 22 a. GRUPPE- JVH 91024-CLASS 22 a. GROUP
Patentiert im Deutschen Reiche vom 16. März 1904 ab.Patented in the German Empire on March 16, 1904.
Die im Patent 180031 beschriebenen Aminoderivate der Diaryloxynaphtotriazinsulfosäure vereinigen sich mit Diazoverbindungen zu Farbstoffen, welche eine große Affinität zur Baumwollfaser zeigen und die außerordentlich wertvolle Eigenschaft, besitzen, durch Diazotierung und Entwicklung auf der Faser vollkommen waschechte Färbungen zu liefern. Besonders zeigen die aus Monaminen abgeleiteten Monoazofarbstoffe lebhafte gelbrote bis bordeauxrote Töne, die bei der Entwicklung mit ß-Naphtol die Nuance verhältnismäßig wenig ändern, jedoch an Intensität und Reinheit erheblich zunehmen. Die Entwicklungen übertreffen diejenige des Primulin bedeutend an Intensität, Wasch- und Lichtechtheit, so daß die neuen Farbstoffe einen wichtigen Fortschritt auf dem Gebiete der Diazotierungsfarben bedeuten.The amino derivatives described in patent 180031 the diaryloxynaphtotriazine sulfonic acid combine with diazo compounds to form dyes, which show a great affinity for cotton fibers and which are extremely valuable Property, perfect by diazotization and development on the fiber deliver real dyeings. Particularly show those derived from monamines Monoazo dyes lively yellow-red to burgundy red tones that develop with ß-Naphtol change the shade comparatively little, but considerably in terms of intensity and purity gain weight. The developments significantly surpass that of primulin Intensity, washfastness and lightfastness, making the new dyes an important advance mean in the field of diazotization colors.
Beispiele: Die aus g,; kg Anilin hergestellte Diazobenzollösung wird in eine mit Soda alkalisch gehaltene Lösung von 47 kg der Säure folgender KonstitutionExamples: The one from g ,; kg of aniline produced Diazobenzene solution is in a solution of 47 kg of the acid kept alkaline with soda following constitution
NHn NH n
CHCH
eingetragen. Man wärmt an und fällt den Farbstoff mit Salz aus. Er färbt ungebeizte Baumwolle orangerot. Mit ß-Naphtol entwickelt, erhält man ein waschechtes rötliches Orange.registered. It is warmed up and the dye is precipitated with salt. He stains unstained Orange-red cotton. Developed with ß-naphtol, you get a real reddish color Orange.
Oder: 14,3 kg β-Naphtylamin werden diazotiert und die Diazolösung mit der alkalischen Lösung von 48,5 kg der Säure:Or: 14.3 kg of β-naphthylamine are diazotized and the diazo solution with the alkaline solution of 48.5 kg of the acid:
NH9 NH 9
SO3HSO 3 H
OHOH
4545
OHOH NH2 NH 2
vermischt. Der Monoazofarbstoff scheidet sich sofort aus. Er färbt ungebeizte Baumwolle bläulich rot; durch Diazotieren und Entwickeln mit ß-Naphtol erhält man ein lebhaftes Scharlach. mixed. The monoazo dye is precipitated immediately. It dyes unstained cotton bluish red; vivid scarlet fever is obtained by diazotizing and developing with ß-naphtol.
Die Eigenschaften einiger Farbstoffe sind in der nachstehenden Tabelle erläutert.The properties of some dyes are shown in the table below.
In gleicher Weise erhält man Monoazofarbstoffe von ganz analogen Eigenschaften aus Diazoverbindungen anderer Aminokörper, wie Toluidin, Xylidin, Aminophenoläther, Acetphenylendiamin, Sulfanilsäure, Naphtylaminsulfosäure. In the same way, monoazo dyes are obtained with very similar properties Diazo compounds of other amino bodies, such as toluidine, xylidine, aminophenol ether, acetphenylenediamine, Sulfanilic acid, naphthylamine sulfonic acid.
der
Diazoverbindung
von:combined with
the
Diazo compound
from:
' Schwefel
säureconc.
'Sulfur
acid
mit
ß-Naphtoldeveloped
with
ß-naphtol
ausApplied triazine derivative
the end
orangereddish
orange
sulfosäure2 5 7 - aminonaphtol-
sulfonic acid
8 - sulfosäure2 naphthylamine
8 - sulfonic acid
naphtolsulfosäure undAniline - azo - 2 5 7 - amino-
naphthol sulfonic acid and
8 - sulfosäure2 naphthylamine
8 - sulfonic acid
2 · 5 · 7 - aminonaphtol-
sulfosäure und
m - Aminobenzaldehydm - nitroaniline - azo-
2 5 7 - aminonaphtol-
sulfonic acid and
m - aminobenzaldehyde
8 - sulfosäure2 naphthylamine
8 - sulfonic acid
1 Scarlet fever
1
rotblue red
Red
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE191024C true DE191024C (en) |
Family
ID=454449
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT191024D Active DE191024C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE191024C (en) |
-
0
- DE DENDAT191024D patent/DE191024C/de active Active
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