US796715A - Process of dyeing violet to black. - Google Patents
Process of dyeing violet to black. Download PDFInfo
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- US796715A US796715A US23176004A US1904231760A US796715A US 796715 A US796715 A US 796715A US 23176004 A US23176004 A US 23176004A US 1904231760 A US1904231760 A US 1904231760A US 796715 A US796715 A US 796715A
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- 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
- C09B51/00—Nitro or nitroso dyes
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- VICTOR FUSSGANGER OF HOOHST-ON-THE-MAIN, GERMANY, ASSIGNOR TO FARBWERKE vORM. MEISTER, LUOIUs & BRUNING, OF HOOHST- ON-THE-MAIN, GERMANY, A CORPORATION OF GERMANY.
- the dyes obtained are very fast to soap, soda, acid, and light.
- para-amidodiphenylamin with resorcin yields blue
- para-amidodiphenylamin with diethyl meta-amidophenol yields greenish-blue
- para.- amidodiphenylamin with meta-amido-paratolyl-phenylamin yields violet
- ara-amidodiphenylamin with meta-oxydiphenylamin yields blue-black
- para-amidodiphenylamin with thio-anilin yields deep black
- paraamidodiphenylamin with gallic-acid methylester yields blue
- para-amidodiphenylamin with beta-naphthol yields blue
- &c para-amidodiphenylamin with resorcin yields blue
- para-amidodiphenylamin with diethyl meta-amidophenol yields greenish-blue
- para-amido-diphenylamin may also be used, for instance, para-amido-methyldiphenylamin, para-amidophenyltolylamin, paraamido para oxydiphenylamin, para diamidodiphenylamin, dimethyl diamidodiphenylamin, and other analogous and homologous derivatives of the diphenylamin series.
- phenols and amins may be mentioned resorcin, resorcin-alkyl ether, orcin, beta-naphthol, 2:7 -dioxynaphthalene and its alkylether, 2:6-dioxynaphthalene, gall'ic acid, gallic-acid alkylester, gallamid acid, ortho-anisidin, ortho-phenetidin, ortho amidophenolbenzylether, orthoamidophenolchloro-benzylether, 3-amido-1- methyl-2-phenolbenzylether, di ortho amidophenylethylene-ether, meta-amidophenol, metaamidocresol, mono-methyl, monoethyl-, dimethyl-, diethyl-, and ethylbenzylmeta-amidophenols and meta-amidocresols,
- meta oxydiphenylamin meta oxyphenylortho toluidin, meta-oxyphenyl-para-tolylamin, meta-oxyphenyl-meta-xylidin, metaoxy phenyl alpha naphthylamin, methyl-, ethyl, dimethyl-, diphenyl-Ineta-phenylenediamin, meta-amido-para-tolyl-phenylamin, methyl-meta-amido-para-toluidin, Inetadiamidodiphenyl-, and ditolylamin, metadiamidocarbazol, ortho-amidodiphenyl, orthoamidodiphenylamin, thio-anilin, alphanaphthylarnin, beta-naphthylamin, ethyldimethyl-, diethyl, phenyl-beta-naphthylamin, &c.
- the dyes may be prepared, for instance, as follows: The two components to be oxidized are dissolved together or separately and stirred with a thickening agent to make a printing-color or padding-bath, whereupon the oxidizing agents are added. The mixture is then printed or padded on the material to be dyed, (vegetable or animal fibers,) dried, and by prolonged aeration in a warm place or by steaming the color is developed and simultaneously fixed on the fiber. The process may also be carried out by successively applying to the fiber the different components and oxidizing them in common. As oxidizing agents are specially suited the chlorates in presence or absence of carriers of oxygen.
- B lite-black paddingwolor 0n halfsillc.
- the fabric is padded, dried in the hot flue or on the drying-cylinder, steamed for three minutes in the Mather-Flatt, washed, and soaped.
- This process 1s not only applicable to cotton, but also to silk and wool and mixed fabrics, yet with woolen fabrics the reducing action of the wool fiber has to be considered and the proportion of chlorate raised or chlorinated or acidified wool to be used.
- Resists may be obtained by printing or previously printing of reducing agentssuch as potassium sulfite, hydrosulfite, or tin salts and may be tinted with other dyestuffs resisting reduction in the usual manner.
- a further advantage of this process is of its permitting to be combined with the process for producing on the fiber oxidation or steam black fast to turning green, whereby the black may be shaded at will.
Description
UNITED STATES PATENT OFFICE.
VICTOR FUSSGANGER, OF HOOHST-ON-THE-MAIN, GERMANY, ASSIGNOR TO FARBWERKE vORM. MEISTER, LUOIUs & BRUNING, OF HOOHST- ON-THE-MAIN, GERMANY, A CORPORATION OF GERMANY.
Specification of Letters Patent.
Patented Aug. 8, 1905.
Application filed November '7, 1904. Serial No. 231,760. (Specimens) llungary, residing at Hochst-on-the-Main,
Germany, have invented certain new and useful Improvements in the Manufacture of Blue, Violet to Black Dyestuffs by Oxidation on the Fiber, of which the following is a specification.
I have found that new dyestuffs on the fiber may be obtained having blue, violet to black shades if para-amidodiphenylamin and its derivatives are oxidized together on the fiber with phenols, naphthols, and their ethers, oxycarboxylic acids and their esters, ortho-amidophenolethers, primary, secondary, and tertiary meta-amidophenols, alkylated and alphylated meta-phenyldiamins, and naphthylamins, &c.
The dyes obtained are very fast to soap, soda, acid, and light. Thus, for instance, para-amidodiphenylamin with resorcin yields blue, para-amidodiphenylamin with diethyl meta-amidophenol yields greenish-blue, para.- amidodiphenylamin with meta-amido-paratolyl-phenylamin yields violet, ara-amidodiphenylamin with meta-oxydiphenylamin yields blue-black, para-amidodiphenylamin with thio-anilin yields deep black, paraamidodiphenylamin with gallic-acid methylester yields blue, para-amidodiphenylamin with beta-naphthol yields blue, &c. For para-amido-diphenylamin may also be used, for instance, para-amido-methyldiphenylamin, para-amidophenyltolylamin, paraamido para oxydiphenylamin, para diamidodiphenylamin, dimethyl diamidodiphenylamin, and other analogous and homologous derivatives of the diphenylamin series. As phenols and amins, for instance, may be mentioned resorcin, resorcin-alkyl ether, orcin, beta-naphthol, 2:7 -dioxynaphthalene and its alkylether, 2:6-dioxynaphthalene, gall'ic acid, gallic-acid alkylester, gallamid acid, ortho-anisidin, ortho-phenetidin, ortho amidophenolbenzylether, orthoamidophenolchloro-benzylether, 3-amido-1- methyl-2-phenolbenzylether, di ortho amidophenylethylene-ether, meta-amidophenol, metaamidocresol, mono-methyl, monoethyl-, dimethyl-, diethyl-, and ethylbenzylmeta-amidophenols and meta-amidocresols,
meta oxydiphenylamin, meta oxyphenylortho toluidin, meta-oxyphenyl-para-tolylamin, meta-oxyphenyl-meta-xylidin, metaoxy phenyl alpha naphthylamin, methyl-, ethyl, dimethyl-, diphenyl-Ineta-phenylenediamin, meta-amido-para-tolyl-phenylamin, methyl-meta-amido-para-toluidin, Inetadiamidodiphenyl-, and ditolylamin, metadiamidocarbazol, ortho-amidodiphenyl, orthoamidodiphenylamin, thio-anilin, alphanaphthylarnin, beta-naphthylamin, ethyldimethyl-, diethyl, phenyl-beta-naphthylamin, &c. By oxidizing these para-amidodiphenylamin derivatives with phenols and amins the most varied shades of greenblue to red-violet and black maybe obtained, and thus this process is differentiated from that of United States Patent No. 742,530, by which para-amido-diphenylamin and its derivatives are oxidized on the fiber by themselves, producing a black fast to turning green.
The dyes may be prepared, for instance, as follows: The two components to be oxidized are dissolved together or separately and stirred with a thickening agent to make a printing-color or padding-bath, whereupon the oxidizing agents are added. The mixture is then printed or padded on the material to be dyed, (vegetable or animal fibers,) dried, and by prolonged aeration in a warm place or by steaming the color is developed and simultaneously fixed on the fiber. The process may also be carried out by successively applying to the fiber the different components and oxidizing them in common. As oxidizing agents are specially suited the chlorates in presence or absence of carriers of oxygen.
Like with the oxidation black fast to turning green from diphenylamin derivatives, no free mineral acid need be used here for oxidizing, but merely acid saltslike aluminum chlorid, for instance-which sufi ice to start the reaction and by which the fiber is not attacked. Most dyestuffs produced on the fiber in this manner are only soluble with difficulty or insoluble, so that they may be fixed on the fiber without any mordants, and yet have properties of fastness. Dyestuffs with strong basic groups, such as contain a dialkylamin group, may be fixed with tannin and the dyestuffs containinga carboxylic or hydroxyl group in ortho position with a chromium mordant,
Examples of Printing-Colors.
1.. Blue bZae7c.Twelve grams of paraamidodiphenylamin, twelve grams of metaoxydiphenylamin, fifty grams of acetic acid of fifty per cent., forty grams of lactic acid of fifty per cent., thirty grams of alcohol, six hundred grams of acid starch thickening, twenty-five grams of sodium chlorate, fifty grams of water, fifteen cubic centimeters of aluminum chlorid of 30 Baum, fifteen cubic centimeters of cerchlorid of twenty per cent., one hundred and fifty-one grams of water; total, one thousand grams.
2. Indig0bZue.-Twelve grams of paraamidodiphenylamin, .twenty five grams of resorcin, one hundred grams of acetic acid of 8 Baum, thirty grams of lactic acid of fifty per cent. six hundred grams of acid starch, twenty grams of glycerin, fifteen cubic centimeters of aluminum chlorid 30 Baum, five cubic centimeters cerchlorid of 43 Baum, ten grams of sodium chlorate, one hundred and eighty-three grams of water; total, one thousand grams.
3, Chr0miumbZue.Twelve grams of paraamidodiphenylamin, twelve grams of gallic acid methylester, one hundred grams of acetic acid of 8 Baum, thirty grams of lactic acid of fifty per cent., thirty grams of alcohol, six hundred grams of acid starch, thirteen grams of sodium chlorate, twenty-six grams of water, twelve cubic centimeters of aluminum chlorid of 30 Baum, eight cubic centimeters of cerchlorid of 43 Baum, ninety-seven grams of water, sixty cubic centimeters of chromium acetate of 20 Baum, total, one thousand grams.
4. Greenish-blue-Twelve grams of p-amidodiphenylamin, eleven grams of moxydiethylanilin, one hundred grams of acetic acid of 8 Baum, thirty grams of lactic acid of fifty per cent., six hundred grams of acid starch, twenty grams of glycerin, fifteen grams of sodium chlorate, thirty rains of water, twenty cubic centimeters'of a uminum chlorid of 30 Baum, five cubic centimeters of cerchlorid 43 Baum, thirty grams of tannin, one hundred and twenty-seven grams of water; total, one thousand grams.
5. Violet-Ten grams of para-amido-poxydiphenylamin, ten grams of meta-amidop-tolylphenylamin, one hundred grams of acetic acid of 8 Baum, forty grams of lactic acid of fifty per cent., six hundred grams of acid starch, twenty grams of glycerin, 6.6 grams of sodium chlorate, thirteen grams of water, twenty cubic centimeters of aluminum chlorid of 30 Baum, five cubic centimeters of cerchlorid of 43 Baum, one hundred and sixty-six grams of water, ten grams of tannin; total, one thousand grams.
the tannin colors are passed through an antimony-bath, washed, and soaped. Examples of Dyeings.
1 B Zue paddingcolor.-0ne hundred grams of tragacanth-water, (sixty grams per liter,)
two hundred grams of water, twelve grams of p-amidodiphenylamin, 7.2 grams of resorcin, one hundred grams of acetic acid of fifty per cent., forty grams of lactic acid of fifty per cent., fifty grams of alcohol, thirty grams of sodium chlorate, fifty grams of water, fifteen cubic centimeters of aluminum chlorid 30 Baum, ten cubic centimeters of cerchlorid of twenty per cent., four hundred grams of water made up to one liter.
2. Violet padding colon-One hundred grams of tragacanth-water, (sixty grams er liter,) two hundred grams of water, twe ve grams of p-amidodiphenylamin, eight grams of o-anisidin, one hundred cubic centimeters of acetic acid 8 Baum, thirty cubic centimeters lactic acid fifty per cent., fourteen rams of sodium chlorate, twenty-eight cuic centimeters of water, ten cubic centimeters of aluminum chlorid 30 Baum, six cubic centimeters of cerchlorid of twenty per cent., four hundred and ninety-two cubic centimeters of water; total, one liter.
3. B lite-black paddingwolor 0n halfsillc. One hundred grams of tragacanth-water, (sixty grams per liter,) two hundred grams of water, eighteen grams of p-amidodiphenylamin, eighteen grams of m-oxydiphenylamin, one hundred grams of acetic acid 8 Baum, forty grams of lactic acid of fifty per cent., fifty grams of alcohol, thirty grams of sodium chlorate, sixty grams of water, fifteen cubic centimeters of aluminum chlorid of 30 Baum, two cubic centimeters of copper chlorid of 40 Baum, four hundred grams of water made up to one liter.
- The fabric is padded, dried in the hot flue or on the drying-cylinder, steamed for three minutes in the Mather-Flatt, washed, and soaped.
This process 1s not only applicable to cotton, but also to silk and wool and mixed fabrics, yet with woolen fabrics the reducing action of the wool fiber has to be considered and the proportion of chlorate raised or chlorinated or acidified wool to be used. Resists may be obtained by printing or previously printing of reducing agentssuch as potassium sulfite, hydrosulfite, or tin salts and may be tinted with other dyestuffs resisting reduction in the usual manner. A further advantage of this process is of its permitting to be combined with the process for producing on the fiber oxidation or steam black fast to turning green, whereby the black may be shaded at will.
Having now described my invention, what I claim is 1. The herein-described process for the manufacture of fast blue, violet to black dyestuffs on the fiber by joint oxidation of paraamidodiphenylamin and its derivatives with phenols and amins, which consists in applying the two components to the fiber by the requisite oxidizing agents, drying, developing and fixing them in the fiber by heating or steamin 2. A fibrous material dyed violet to greenish-blue and dark blue by the joint oxidation products from diphenylamin derivatives with phenols and amins, being fast to boiling Water, soap, soda, dilute acids, light, benzene, ether and slightly soluble in boiling alcohol and acetic acid.
In testimony that I claim the foregoing as my invention I have signed my name in presence of two subscribing witnesses.
VICTOR FUsscANGER.
Witnesses ALFRED BRIsBOIs, BERNHARD LYDECKER.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US23176004A US796715A (en) | 1904-11-07 | 1904-11-07 | Process of dyeing violet to black. |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US23176004A US796715A (en) | 1904-11-07 | 1904-11-07 | Process of dyeing violet to black. |
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US796715A true US796715A (en) | 1905-08-08 |
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US23176004A Expired - Lifetime US796715A (en) | 1904-11-07 | 1904-11-07 | Process of dyeing violet to black. |
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1904
- 1904-11-07 US US23176004A patent/US796715A/en not_active Expired - Lifetime
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