USRE11598E - Naphthol-black color compound - Google Patents
Naphthol-black color compound Download PDFInfo
- Publication number
- USRE11598E USRE11598E US RE11598 E USRE11598 E US RE11598E
- Authority
- US
- United States
- Prior art keywords
- naphthol
- black color
- color compound
- kilograms
- compound
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title description 8
- 235000012709 brilliant black BN Nutrition 0.000 title description 6
- KEAYESYHFKHZAL-UHFFFAOYSA-N sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 6
- 229910052708 sodium Inorganic materials 0.000 description 6
- 239000011734 sodium Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 235000002639 sodium chloride Nutrition 0.000 description 4
- 239000011780 sodium chloride Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-Naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 description 2
- OETHQSJEHLVLGH-UHFFFAOYSA-N [amino-(diaminomethylideneamino)methylidene]-dimethylazanium;chloride Chemical compound Cl.CN(C)C(=N)N=C(N)N OETHQSJEHLVLGH-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 230000000875 corresponding Effects 0.000 description 2
- 238000006193 diazotization reaction Methods 0.000 description 2
- 238000004043 dyeing Methods 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 150000004780 naphthols Chemical class 0.000 description 2
- IOVCWXUNBOPUCH-UHFFFAOYSA-M nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 2
- IOVCWXUNBOPUCH-UHFFFAOYSA-N nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 description 2
- 239000003638 reducing agent Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 150000003460 sulfonic acids Chemical class 0.000 description 2
Definitions
- the present invention relates to the manufacture of coloring-matters belonging to the azo group.
- diazo-azo compound by diazotization in the usual way.
- the diazo-azo compound thus formed is allowed to act upon a solution of thirtysix kilograms of bcta-naphthol-alpha- 4o disulfonate of sodium (salt R) kept alkaline by addition of twenty kilograms ammonia of twenty per cent.
- the immcdiately-formed coloring-matter separates completely by addition of common salt. It is then filtered and is delivered to the trade as a black paste or in solid form.
- Naphthol-blaek produces on the fiber in an acidulated bath dark-blue shades. It is very soluble in water, insoluble in spirit, and dis- 5o solves in strong sulfuric acid with green color. Reducing agents destroy the color, forming alpha naphthylcne diamin, besides other 7 products.
Description
UNITED STATES MEINHARD HOFFMANN AND ARTHUR WEINBERG, OF MAINKUR, NEAR FRANKFORT-ON-THE-MAIN, GERMANY ASSIGNO RS, BY MESNE ASSTGN- MENTS, TO WILLIAM'J. MATHESON, OF BROOKLYN, NEW YORK.
NAPHTHOL-BLACK COLOR COMPOUND.
SPECIFICATION forming part of Reissuecl Letters Patent No/11,598, dated April 27, 1897.
Original No. 345,901, dated J ly 20, 1896. Ap lication for reissue filed March 24, 1897. Serial No- 629,101.
To all whom it 'II'MLZ/ concern..- Be it known that we, lllEINHARD IIOFFMANN and ARTHUR \VEINBERG,1GSidil1g in Maink u r, near Frankfort-on-thc-Main, Germany, hate .5 invented a new and useful Naphthol-lllack Color Compound, oi'which the following specification is a full description.
The present invention relates to the manufacture of coloring-matters belonging to the azo group.
\Ve take one of the compounds corresponding to the general formula,
obtained by the reaction of diazo-sulfonic acids upon alpha-nap]ithylamin and convert it into the diazo-azo compound with the necessary quantity of nitrous acid. This diazo-azo compound is then allowed to react upon napht-hol or naphihol sulfonic acids in an alkaline solution.
Our product hereinafter claimed is a darkblue azo coloringmattcr which we call naphthol-black and which may be produced in 25. the following manner: \Ve dissolve thirtyfivc kilograms of naphthylamin disulfonate of sodium in three hundred liters of water acidulated with thirty kilograms of muriatie acid, 21 Baum, and diazotize byadditieu of 0 seven kilograms of nitrite of sodium in aqueous solution at a low temperature. 'lh'ereupon eighteen kilograms of ehlorhydrate of alphanaphthylamin dissolved in five hundred liters of water are poured into the above mixture,
while constantly stirring. Then this combination is complete, it is converted into the diazo-azo compound by diazotization in the usual way. The diazo-azo compound thus formed is allowed to act upon a solution of thirtysix kilograms of bcta-naphthol-alpha- 4o disulfonate of sodium (salt R) kept alkaline by addition of twenty kilograms ammonia of twenty per cent. The immcdiately-formed coloring-matter separates completely by addition of common salt. It is then filtered and is delivered to the trade as a black paste or in solid form.
Naphthol-blaek produces on the fiber in an acidulated bath dark-blue shades. It is very soluble in water, insoluble in spirit, and dis- 5o solves in strong sulfuric acid with green color. Reducing agents destroy the color, forming alpha naphthylcne diamin, besides other 7 products.
WVe do not claim all the numerous bodies covered by the third paragraph of this specification, since said third paragraph is only given for the better understanding of what follows and since some of such bodies will not fit into the process set forth in the fourth paragraph of this specification; but we limit our claim to the product of the process set forth in said fourth paragraph.
As a new product, the herein-described dycstuif or coloring-matter of a black color and capable of dyeing shades of dark blue, as set forth.
In testimony whereof we have signed our names to this specification in the presence of two subscribing witnesses.
MEIN'HARD HOFFMANN. ARTHUR WEINBERG. Witnesses:
JEAN GRUND, GUST. KATHE.
Family
ID=
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