USRE1359E - Improved red dye from aniline - Google Patents
Improved red dye from aniline Download PDFInfo
- Publication number
- USRE1359E USRE1359E US RE1359 E USRE1359 E US RE1359E
- Authority
- US
- United States
- Prior art keywords
- aniline
- red dye
- solution
- color
- improved red
- Prior art date
Links
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 title description 14
- 239000001044 red dye Substances 0.000 title description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 24
- 239000000126 substance Substances 0.000 description 16
- 150000001875 compounds Chemical class 0.000 description 12
- 239000002253 acid Substances 0.000 description 8
- 239000000203 mixture Substances 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 150000007513 acids Chemical class 0.000 description 6
- 238000009835 boiling Methods 0.000 description 6
- 239000000975 dye Substances 0.000 description 6
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 229910052718 tin Inorganic materials 0.000 description 6
- ATJFFYVFTNAWJD-UHFFFAOYSA-N tin hydride Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 6
- 206010037660 Pyrexia Diseases 0.000 description 4
- 230000001476 alcoholic Effects 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 4
- 239000003086 colorant Substances 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 239000004744 fabric Substances 0.000 description 4
- 229910052500 inorganic mineral Inorganic materials 0.000 description 4
- 229910052742 iron Inorganic materials 0.000 description 4
- 239000002932 luster Substances 0.000 description 4
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 4
- 229910052753 mercury Inorganic materials 0.000 description 4
- 239000011707 mineral Substances 0.000 description 4
- 235000010755 mineral Nutrition 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 239000011780 sodium chloride Substances 0.000 description 4
- 235000015096 spirit Nutrition 0.000 description 4
- BVKZGUZCCUSVTD-UHFFFAOYSA-N Carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- 240000007108 Fuchsia magellanica Species 0.000 description 2
- 229910052770 Uranium Inorganic materials 0.000 description 2
- 210000002268 Wool Anatomy 0.000 description 2
- SXDBWCPKPHAZSM-UHFFFAOYSA-M bromate Chemical class [O-]Br(=O)=O SXDBWCPKPHAZSM-UHFFFAOYSA-M 0.000 description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-M bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 2
- XTEGARKTQYYJKE-UHFFFAOYSA-M chlorate Chemical class [O-]Cl(=O)=O XTEGARKTQYYJKE-UHFFFAOYSA-M 0.000 description 2
- 150000001805 chlorine compounds Chemical class 0.000 description 2
- 230000001066 destructive Effects 0.000 description 2
- 238000004043 dyeing Methods 0.000 description 2
- 239000002657 fibrous material Substances 0.000 description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-M fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 2
- 229910052737 gold Inorganic materials 0.000 description 2
- 239000010931 gold Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- ICIWUVCWSCSTAQ-UHFFFAOYSA-M iodate Chemical class [O-]I(=O)=O ICIWUVCWSCSTAQ-UHFFFAOYSA-M 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 150000002823 nitrates Chemical class 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 235000005985 organic acids Nutrition 0.000 description 2
- 235000011837 pasties Nutrition 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- 229940072033 potash Drugs 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 235000015320 potassium carbonate Nutrition 0.000 description 2
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 230000000717 retained Effects 0.000 description 2
- 229910052709 silver Inorganic materials 0.000 description 2
- 239000004332 silver Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 150000003892 tartrate salts Chemical class 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- JFALSRSLKYAFGM-UHFFFAOYSA-N uranium(0) Chemical compound [U] JFALSRSLKYAFGM-UHFFFAOYSA-N 0.000 description 2
- 239000002023 wood Substances 0.000 description 2
Definitions
- red coloring-matter or dye The production of the red coloring-matter or dye. above referred to is based upon the discovery that if aniline be heated to a temperature of from 380 to 400 Fahrenheit, together with certain chemical compounds which are either anhydrous or perfectly dry or desiccated,
- the mixture thus produced will be changed into a substance of such dark color that it appears to be almost black, but which, when applied in thin layers, or diluted, is transparent and of a beautiful red color.
- This substance when acted upon by water, alcohol, or other spirits, or acetic acid, produces a solution of a beautiful red color, which may be fixed upon or permanently applied to fibrous material.
- Nitrates of L Protoxide of tin Nitrates of L Protoxide of tin.
- Chlorates of the base being either Bioxideofmcreury.
- I shall 110w describe the manner in which my invention is or may be performed and carried out practically. Itake a vessel of any suitable form, made of glass, pottery, or enameled east-iron, (no metallic vessel should be used,) and put into it three parts of aniline, and add Division B.
- the solution i The solu-- produced;- I then allow it to settle for about one or two hours and filter it. 5
- the solution thus obtained is thickened in the usual manner practiced with other-colors for printing textile fabrics.
- the coloring-matter or fuchsiacine obtained by the action of aniline upon the several compounds or substances abovereferred to is by no means chemically pure,
- Fuchsiacine in its pure state presents the following properties: It is soluble in water, but more so at 'a high temperature than at a low temperature. 'It isreadily dissolved in alcohol, in spirits of wood, and acetic acid,
Description
. UNITED STATES PATE T UF ICE.
JOSEPH RENARD, OF LYONS, FRANCE.
IMPROVED DYE FROM ANILINE.
Specification forming part of Letters Patent No. 29,404, dated July 31 Decemberl), 1862.
have invented and produced a new substance or dye for dyeing orprinting red colors; and
I do hereby declare that the following is a true and exact description of my said invention.
The production of the red coloring-matter or dye. above referred to is based upon the discovery that if aniline be heated to a temperature of from 380 to 400 Fahrenheit, together with certain chemical compounds which are either anhydrous or perfectly dry or desiccated,
the mixture thus produced will be changed into a substance of such dark color that it appears to be almost black, but which, when applied in thin layers, or diluted, is transparent and of a beautiful red color. This substance, when acted upon by water, alcohol, or other spirits, or acetic acid, produces a solution of a beautiful red color, which may be fixed upon or permanently applied to fibrous material.
The substances or chemical compounds by the treatment of which aniline produces the red coloring-matter are quite numerous, but may be classified under two following groups:
Peroxide of iron.
Sulphntcs of 1 Irotoxide of mercury.
Nitrates of L Protoxide of tin.
Chlorates of the base being either Bioxideofmcreury.
Bromates of I Bioxidc of tin.
Iodates of J Yellow oxide of uranium.
[Oxide of silver.
Ferric (Chloride.
Mercuric L Bromide.
Stanic J Iodide.
Urauic Fluoride.
Many of these compounds are either too rare or too expensive to be used profitably for manufacturing purposes.- I therefore prefer state as it is possible to obtain them.
I shall 110w describe the manner in which my invention is or may be performed and carried out practically. Itake a vessel of any suitable form, made of glass, pottery, or enameled east-iron, (no metallic vessel should be used,) and put into it three parts of aniline, and add Division B.
,1800; Reissue 'No. 1,359. dated two parts of either of the above-named sub stances or chemical compounds. This mixture I gently heat until it reaches the boilingpoint, which is at about 390 or 400 Fahrenheit. I keep up the boiling for ten or fifteen minutes, and then remove the vessel from the fire. If bichloride of tin be mixed with the aniline, the reaction will take place immediately upon heating the mixture; but if either of the other compounds be used, the reaction will commence the perfect mixture, producing a dark and opaque mass when concentrated, and a beautiful transparent red when diluted, will be formed only after boiling it from ten to fifteen minutes. This mass, when allowed to cool, is of aliquid or viscous consistency, and becomes more pasty or solid after a lapse of time, varying in length according to the season or temperature of the atmosphere. It is sold to the trade in the latter form under the name of Fuchsiaeine/ from the resemblance of color produced by it to that of the fuchsia. W hen dissolved in one hundred and fifty parts of boiling water to one part of fuchsiacine, it constitutes a beautiful red dye. should be thoroughly mixed, and then allowed to settle, or preferably passed through a filter made of cloth of close and fine texture, so that the insoluble portions, which mainly consist of the metallic base, may be retained in the filter. This solution is employed like any other dye; but care should be taken not to use any mineral acids as a mordant, such acids having a destructive effect on the color. Organic acids-such as tartaric acid-should be used exclusively. \Vith silk and wool no mordant is required to fix the solution of fuchsiacine. Cotton, however, will not allow of its being fixed without being for this purpose impregnated'with albumen. The watery solution of fuchsiacine not being strong enough to answer the purpose of printing muslin or other stuffs, I dissolve the fuchsiacine in concentrated acetic acid, using three parts of the latter to one of the former. This solution should be effected in the cold way, as heat affects or tar nishes the brilliancy of the color. tion prepared in this way will be completed in less than twelve hours. It is then diluted 'Withwater until the desired shade of color is only at a comparatively hightemperature, and
The solution i The solu-- produced;- I then allow it to settle for about one or two hours and filter it. 5 The solution thus obtained is thickened in the usual manner practiced with other-colors for printing textile fabrics. The coloring-matter or fuchsiacine obtained by the action of aniline upon the several compounds or substances abovereferred to is by no means chemically pure,
although sufficiently so to answer the require ments of manufacture. To obtain this matter in a perfectly pure state, or nearly so, it is necessary to boil the product for about one quarter of an hour in from sixty to eighty parts of water, after which it is to be filtered and allowed to settle. being more soluble when warm than when cold,
. will, upon being cooled, subside in the form of minute crystals of green color and metallic luster. Fuchsiacine in its pure state presents the following properties: It is soluble in water, but more so at 'a high temperature than at a low temperature. 'It isreadily dissolved in alcohol, in spirits of wood, and acetic acid,
but is insoluble in etheix The watery solution of the pure fuchsiacine isprecipitated by The coloring-matter,
the addition of certain salts, such as the chlorides of earthy and alkaline metals, chloride of mercury, alkaline tartrates, &c. The alcoholic solution dilutedin double its volume of ether precipitates the coloring-matter in the shape of microscopic crystals of green color and 1118- I All mineral tallic luster, resembling gold. acids, and most of the principal organic acids, with the exception of acetic acid, 'unite and combine with the alcoholic solution, discoloring it. If the acid in the solution be neutralized by the addition of soda, potash, or other alkaline substance, the coloring-matter will be liberated and again give the liquid its red color. 7
. What I claim as my invention is- The new substance or red dyeing-matter producedby subjecting aniline and a metallic salt,
or the equivalent thereof, toa high tempera ture, substantially as described. JOSEPH RENARD.
Witnesses? Louis. W. VIOLLIER, BIRoN'.
Family
ID=
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