US521096A - Heinricii august bernthsen - Google Patents
Heinricii august bernthsen Download PDFInfo
- Publication number
- US521096A US521096A US521096DA US521096A US 521096 A US521096 A US 521096A US 521096D A US521096D A US 521096DA US 521096 A US521096 A US 521096A
- Authority
- US
- United States
- Prior art keywords
- new
- heinricii
- bernthsen
- august
- august bernthsen
- 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
- 239000000975 dye Substances 0.000 description 10
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
- 238000004519 manufacturing process Methods 0.000 description 6
- BVKZGUZCCUSVTD-UHFFFAOYSA-N Carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 4
- GHMLBKRAJCXXBS-UHFFFAOYSA-N Resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 4
- 239000004305 biphenyl Substances 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 239000000835 fiber Substances 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- MCTQNEBFZMBRSQ-UHFFFAOYSA-N (3-amino-4-phenyldiazenylphenyl)azanium;chloride Chemical compound Cl.NC1=CC(N)=CC=C1N=NC1=CC=CC=C1 MCTQNEBFZMBRSQ-UHFFFAOYSA-N 0.000 description 2
- HFACYLZERDEVSX-UHFFFAOYSA-N Benzidine Chemical compound C1=CC(N)=CC=C1C1=CC=C(N)C=C1 HFACYLZERDEVSX-UHFFFAOYSA-N 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- AHEJURHRYJPYST-UHFFFAOYSA-N N-ethylnaphthalen-2-amine Chemical compound C1=CC=CC2=CC(NCC)=CC=C21 AHEJURHRYJPYST-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- 235000010290 biphenyl Nutrition 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 239000003518 caustics Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 150000004780 naphthols Chemical class 0.000 description 2
- 230000001264 neutralization Effects 0.000 description 2
- IOVCWXUNBOPUCH-UHFFFAOYSA-N nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
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
Definitions
- Our invention relates to the manufacture of a new violet dye which fixes itself on cotton goods and the like from a boiling neutral or alkaline bath without the aid of a mordant.
- the new dye is obtained by combining two molecular proportions thereof with one covered that it can be diazotized on the fiber by treating the goods dyed with it with nitrous acid and that the resulting compound will then combine with other dyestuif-components yielding various very fast shades of color.
- the components which can be used in this way are for instance the naphthols, resorcinol, meta-phenyleneand toluylene-diamin, ethyl-beta-naphthyl-amin, alpha-amido-betanaphthol ether, para-amido diphenyl amin and chrysoidin.
- Our new dyestulf occurs as a dark powder readily soluble in both hot and cold water giving claret-red solutions, it is slightly soluble in alcohol, practically insoluble in benzene, ether and ligro'l'ne, it gives a beautiful blue solution in concentrated sulfuric acid and on diazotizing on the fiber the latter assumes a grayish-greenish color changing on treatment with the components hereinbefore mentioned to beautiful and exceedingly fast deep shades.
- the new dyestuff in the form of soda salt possesses the constitution represented bythe formula:
- the new coloring-matter which can be derived from tetmzo-diphenyl and the 2.4'.2-ainidonaphthol-sulfoacid and in the form of soda salt possesses the constitution:
Description
UNrrsn STATES PATENT 0FFICE.-
HEINRICH AUGUST BERNTHSEN, OF MANNHEIM, AND PAUL JULIUS, OF LUDWIGSHAFEN, ASSIGNORS TO THE BADISOHE ANILIN AND SODA FABRIK, OF LUDWIGSHAFEN, GERMANY.
SPECIFICATION forming part of Letters Patent No. 521,096, dated June 5, 18.94.
Application filed March 30, 1894. Serial No. 505,740. (Specimens) Patented in Germany January 9, 1893, No. 75,469 in England February 6, 1893, No. 2,614, and in France May 15, 1898,1Io. 227,892. 1
To all whom it may concern.-
Be it known that we, HEINRICH AUGUST BERNTHSEN, a subject of the King of Prussia,
residing at Mannheim, in the Grand Duchy of Baden, and PAUL JULIUS, a subject of the Emperor of Austria-Hungary, residing at Ludwigshafeh, in the Kingdom of Bavaria, Empire of Germany, have invented new and useful Improvements in the Manufacture of a New Substantive Violet Dye, (for which patents have been obtained in Germany, No. 7 5,469, datedjJanuary 9, 1893; in England, No. 2,614, dated February 6, 1893, and in France, No. 227,892, dated May 15, 1893,) of which the following is a specification.
Our invention relates to the manufacture of a new violet dye which fixes itself on cotton goods and the like from a boiling neutral or alkaline bath without the aid of a mordant.
Our new dye derives from a new amidonapthol-sulfoacid, which we have invented and which is obtained by melting with a caustic alkali the 2et2- naphthylamindisulfoacid (Armstrong and Wynne, Proceedings of the Chemical Society, 1890, page 128) at a temperature of about 170 to 195 centigrade as more fully described in the French patent, No. 227,892, of February 13, 1898. This new acid has the constitution represented by the formula:
and the new dye is obtained by combining two molecular proportions thereof with one covered that it can be diazotized on the fiber by treating the goods dyed with it with nitrous acid and that the resulting compound will then combine with other dyestuif-components yielding various very fast shades of color. The components which can be used in this way are for instance the naphthols, resorcinol, meta-phenyleneand toluylene-diamin, ethyl-beta-naphthyl-amin, alpha-amido-betanaphthol ether, para-amido diphenyl amin and chrysoidin.
Thefollowing example will serve to illustrate the manner in which our invention can be carried into practical effect and our new dye obtained. The parts are by weight.
Example: Prepare a solution of tetrazodiphenyl from about eighteen and a half parts of benzidin in the well-known way and pour the tetrazo-solution into an ice-cold dilute soda-solution, and then immediately add a solution of about forty eight parts of the new amido-naphtholmono sulfoacid. Stir for about twelve hours, filter, press and dry.
Our new dyestulf occurs as a dark powder readily soluble in both hot and cold water giving claret-red solutions, it is slightly soluble in alcohol, practically insoluble in benzene, ether and ligro'l'ne, it gives a beautiful blue solution in concentrated sulfuric acid and on diazotizing on the fiber the latter assumes a grayish-greenish color changing on treatment with the components hereinbefore mentioned to beautiful and exceedingly fast deep shades.
The new dyestuff in the form of soda salt possesses the constitution represented bythe formula:
Now what we claim as new, and desire to secure by Letters Patent, is
As a new article of manufacture the new coloring-matter which can be derived from tetmzo-diphenyl and the 2.4'.2-ainidonaphthol-sulfoacid and in the form of soda salt possesses the constitution:
and which occurs in the form of a dark powder which is readily soluble in hot and cold water giving claret red solutions, slightly soluble in alcohol, practicably insoluble in HEINRICH AUGUST BERNTIISEN. PAUL JULIUS.
Witnesses:
ERNEST F. EHRHARDT, ADOLPI-I REUTLINGER.
Publications (1)
Publication Number | Publication Date |
---|---|
US521096A true US521096A (en) | 1894-06-05 |
Family
ID=2589894
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US521096D Expired - Lifetime US521096A (en) | Heinricii august bernthsen |
Country Status (1)
Country | Link |
---|---|
US (1) | US521096A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2567828A (en) * | 1947-12-29 | 1951-09-11 | Ciba Ltd | Process of making disazo dyestuffs |
-
0
- US US521096D patent/US521096A/en not_active Expired - Lifetime
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2567828A (en) * | 1947-12-29 | 1951-09-11 | Ciba Ltd | Process of making disazo dyestuffs |
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