US518458A - vormals fr - Google Patents
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- Publication number
- US518458A US518458A US518458DA US518458A US 518458 A US518458 A US 518458A US 518458D A US518458D A US 518458DA US 518458 A US518458 A US 518458A
- Authority
- US
- United States
- Prior art keywords
- blue
- matter
- acid
- coloring
- color
- 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
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 12
- 239000002253 acid Substances 0.000 description 10
- 238000004043 dyeing Methods 0.000 description 10
- 210000002268 Wool Anatomy 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- 150000001844 chromium Chemical class 0.000 description 6
- 229920000742 Cotton Polymers 0.000 description 4
- UCMYJOPIPDLTRT-UHFFFAOYSA-N N,N-diethyl-2-nitrosoaniline Chemical compound CCN(CC)C1=CC=CC=C1N=O UCMYJOPIPDLTRT-UHFFFAOYSA-N 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- BBWBEZAMXFGUGK-UHFFFAOYSA-N bis(dodecylsulfanyl)-methylarsane Chemical compound CCCCCCCCCCCCS[As](C)SCCCCCCCCCCCC BBWBEZAMXFGUGK-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 238000000569 multi-angle light scattering Methods 0.000 description 2
- 150000002832 nitroso derivatives Chemical class 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 2
- 239000004289 sodium hydrogen sulphite Substances 0.000 description 2
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D265/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
- C07D265/28—1,4-Oxazines; Hydrogenated 1,4-oxazines
- C07D265/34—1,4-Oxazines; Hydrogenated 1,4-oxazines condensed with carbocyclic rings
- C07D265/38—[b, e]-condensed with two six-membered rings
Definitions
- Our invention relates to the manufacture of a blue coloring-matter produced by the reaction of the nitroso compound of diethylani- I 5 lin hydrochlorate with gallamic acid.
- the coloring-matter dissolves the dye-stud with blue color, which is changed into red on addlng water; hydrochloric acid (20 Baum) dissolvesitwith red color.
- the coloring-matter is dlfticultly soluble in hot alcohol, almost insoluble in cold alcohol.
- the coloring-matter dyes wool mordanted with chromium salts from blue to bluish-violet shades of great clearness, cotton 5 5 mordanted with chromium salts in bluishviolet shades.
Description
i i 6 2 l I l KARL KREKELER AND PAUL KRAIS, OF ELBERFELD, GERMANY, ASSIGNORS TO THE FARBENFABRIKEN, VORMALS FR. BAYER & 00., OF SAME PLACE.
BLUE DYE.
PECIFICATION forming part of Letters Patent No. 518,458, dated April 17, 189
- Application filed May Q. 1893. Serial No. 473,593. (Specimena) To all whom it may concern:
Be it known that we, KARL KREKELER and PAUL KRAIS, chemists, doctors of philosophy, and assignors to the FARBENFABRIKEN, VOR- 5 MALS FR. BAYER & 00., of Elberfeld,subjects of the Emperor of Germany, residing at Elberfeld, Prussia, Germany, have invented a new and useful Improvement in the Mannfacture of new Blue Ooloring-lllatter; and We to do hereby declare the following to be a full and exact descriptionof the invention.
Our invention relates to the manufacture of a blue coloring-matter produced by the reaction of the nitroso compound of diethylani- I 5 lin hydrochlorate with gallamic acid.
In carrying out our invention practically we proceed as follows: Ten kilos, by weight, of gallamic acid and fifteen kilos, by weight, of nitrosodiethylanilin hydrochlorate 2 are mixed with ten kilos, by weight, of alcohol and then boiled, until a sample taken out from the reaction mixture dissolves in hot water with a clear blue color. The melt is then poured into one hundred kilos, by weight, of water and five kilos, by weight, of hydrochloric acid of 20 Baum are added. After some time the coloring-matter crystallizes in greenish needles which are filtered OE and dried. The coloring-matter thus obtained has the following formula:
conn,
acid dissolves the dye-stud with blue color, which is changed into red on addlng water; hydrochloric acid (20 Baum) dissolvesitwith red color. The coloring-matter is dlfticultly soluble in hot alcohol, almost insoluble in cold alcohol. The coloring-matter dyes wool mordanted with chromium salts from blue to bluish-violet shades of great clearness, cotton 5 5 mordanted with chromium salts in bluishviolet shades.
We are awarewf the patent to Gelgy, No. 410,733, of Septerhber 10, 1889, and do not claim the body therein described. it is essentially different in its application and dyeing qualities from the body of this application. The dyestulf described by Geigy 1s nearly insoluble in water, and is not capable of dyeing wool. The product of our appllca- 5 tion is easily soluble in water, and can be employed in dyeing without the addition of sodium bisulphite and with other dyestuffs. It can also be used in dyeing wool.
Having thus described our invention, what 7 we claim, and desire to secure by Letters Patent, is
l. The process above described for producing blue coloring-matter by the reaction of nitrosodiethyanilin hydrochlorate and gal- 75 lamic acid in the presence of solvents as for example alcohol or acetic acid.
2. As a new article of manufacture the 001- oring-matter having the formula:
and which is easily soluble in hot Water with a clear blue color, soluble in concentrated sulnames in the presence of two subscribing witphuric acid with the sime color, which color nesses. turns into red on the addition of water, soluble in hydrochloric acid with red color and 5 dyeing wool and cotton mordanted with chromium salts from blue to bluish-violet, sub- Witnesses: stantially as described. WILLIAM ESSENWEIN,
In testimony whereof we have signed our RUDOLPH FRIOKE.
It is hereby certified that in Letters Patent No. 518,458, granted April 17, 1894, upon the application of Karl Krekeler and Paul Krais, of Elberfeld, Germany, for an improveinent in Blue Dyes, an error appears in the printed specification requiring the following correction, viz: In line 75, page 1, the word nitrosodiethyanilin should read nitrosodiethylanilin; and that the said Letters Patent should be read with this correction therein that the same may conform to the record of the case in the Patent Office.
Signed, countersig'ned, and sealed this 24th day of April, A. D. 1894.
JNO. M. REYNOLDS, Assistant Secretary of the Interior.
[SEAL] Oountersigned J OHN S. SEYMOUR,
Commissioner of Patents.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US518458A true US518458A (en) | 1894-04-17 |
Family
ID=2587259
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US518458D Expired - Lifetime US518458A (en) | vormals fr |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US518458A (en) |
-
0
- US US518458D patent/US518458A/en not_active Expired - Lifetime
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