US1902450A - Johann huismann - Google Patents
Johann huismann Download PDFInfo
- Publication number
- US1902450A US1902450A US1902450DA US1902450A US 1902450 A US1902450 A US 1902450A US 1902450D A US1902450D A US 1902450DA US 1902450 A US1902450 A US 1902450A
- Authority
- US
- United States
- Prior art keywords
- sulfonyl
- bis
- aminobenzene
- acid
- benzidine
- 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
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
- D06P5/12—Reserving parts of the material before dyeing or printing ; Locally decreasing dye affinity by chemical means
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/82—Textiles which contain different kinds of fibres
- D06P3/8204—Textiles which contain different kinds of fibres fibres of different chemical nature
- D06P3/8209—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing amide groups
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/916—Natural fiber dyeing
- Y10S8/917—Wool or silk
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/916—Natural fiber dyeing
- Y10S8/918—Cellulose textile
Definitions
- the present invention relates to the reserving of animal fibers such as wool or silk and the like in mixed textile fabrics with Vegetable fibers such as cotton against the taking up of substantive dyestuffs.
- the reserve effect is produced by adding to the dye-bath a water soluble aryl-sulfonic or aryl-carboxylic-acidamide or derivative or substitution product thereof, in which the hydrogen atoms of the amino groups are replaced wholly or in part by alkyl-, arylor aralkyl groups and which cannot be coupled with diazo compounds.
- the incorporation of the reserving agents with animal fibers in mixed textile fabrics with vegetable fibers can be performed from their neutral or weakly acid or alkaline aqueous solutions, advantageously in the manner of a dyeing process.
- Example 1Half wool is first dyed at the boil for one hour in a dyeing-bath, charged with 3% of sulfuric acid, 10% of sodium sulfate and 1% of Orange II (Colour Index, first edition 1924, page 35, No. 151), all calculated on the weight of the material. The material is well rinsedand then introduced into a dye-bath, in which are dissolved in the customary proportions 2% of brilliant benzo blue 6 B (Colour Index, first edition 1924,
- the bi s (1.2 dichlorobenzene 4 sulfonyl- 3'-aminobenzene 1-sulfonyl 3"-aminobenzene-1-sulfonyl) -benzidine-m.m-disulfonic acid used in this example can be obtained by causing m-nitrobenzene-sulfochloride to 1nteract with benzidine-m.m-disulfonic acid, reducing the condensation product thus obtained to the corresponding diamino com pound, furthermore by causing this compound to interact with m-nitrobenzene-sulfochloride, then reducing the reaction product thus produced and finally by condensing the his (3 aminobenzene 1 sulfonyl 3 aminobenzene 1'sulfonyl) -benzidine-m.m-disul fonic acid with 1.2 dichlorobenzene-4-sulfochloride.
- Process for reserving animal fibers in mixed textile fabrics with vegetable fibers which comprises applying to the fibers a water soluble aryl-sulfonic or aryl-carboxylic acid amide in which at least one hydrogen atom of the amino group is replaced by a substituent of the group consisting of alkyl, aryl and aralkyl and which cannot be coupled with diazo compounds.
- Process for reserving animal fibers in mixed textile fabrics with vegetable fibers which comprises treating the fibers in a dyeing-bath to which has been added a water soluble aryl-sulfonic or aryl-carboxylic acid amide in which at least one hydrogen atom of the amino group is replaced by a substituent of the group consisting of alkyl, aryl and aralkyl and which cannot be coupled with diazo compounds.
- Process for reserving wool which comprises dyeing half wool in a dyeing-bath containing about 3% of the sodium salt of bis- (1.2 dichlorobenzene-4-sulfonyl) -bP11I4ldlI19 m.n1a-disuifonic acid of the probabl" ormu. a
- Half-wool having incorporated about 3% of the sodium salt of bis-(1.2-dichlorobenzene 4. sulfonyl) -benzidine-m.m' -disu1- ionic acid of the probable formula 01 5 OIOSOLNHGQNELSOQQOI In testimony whereof, We afiix our signatures.
Description
Patented Mar. 21, 1933 IWZAM TOE-ANN HUISMAN N AND HUGO SCHWEITZ RHINE, GERMANY, ASSIGNORS, BY ME WORKS, INC., 01 NEW YORK, N. Y.
ER, OF WIESDORF NEAR COLOGNE-ON-IHE- SNE ASSIGNMENTS, TO GENERAL ANILINE RESERVING OF ANIMAL FIBERS No Drawing. Application filed March 26, 1930, Serial No. 439,216, and in Germany March 30, 1929.
The present invention relates to the reserving of animal fibers such as wool or silk and the like in mixed textile fabrics with Vegetable fibers such as cotton against the taking up of substantive dyestuffs.
In the process the reserve effect is produced by adding to the dye-bath a water soluble aryl-sulfonic or aryl-carboxylic-acidamide or derivative or substitution product thereof, in which the hydrogen atoms of the amino groups are replaced wholly or in part by alkyl-, arylor aralkyl groups and which cannot be coupled with diazo compounds. The incorporation of the reserving agents with animal fibers in mixed textile fabrics with vegetable fibers can be performed from their neutral or weakly acid or alkaline aqueous solutions, advantageously in the manner of a dyeing process. In this latter case, especially for the production of multicolor efiects in mixed textile fabrics, containing for instance wool and cotton or silk and cotton and the like, it will be possible to combine the reserving process with a dyeing process, the wool or silk being in all these cases protected against the taking up of substantive dyestuffs to a far reaching extent.
The following examples illustrate our invention without limiting it thereto Example 1.Half wool is first dyed at the boil for one hour in a dyeing-bath, charged with 3% of sulfuric acid, 10% of sodium sulfate and 1% of Orange II (Colour Index, first edition 1924, page 35, No. 151), all calculated on the weight of the material. The material is well rinsedand then introduced into a dye-bath, in which are dissolved in the customary proportions 2% of brilliant benzo blue 6 B (Colour Index, first edition 1924,
page 134, No. 518), 30% of sodium sulfate and 3% of the sodium salt of bis-(1.2-dichlorobenzene-lsulfonyl) -benzidine m.m disulfonic acid. The dyeing operation proceeds for one hour at 50 C., after which the material is rinsed and dried, when it is found that on dyeing the cotton with the substantive blue dyestufi" the orange shade of the wool fibers in the mixed fabric has retained its purity unchanged. The bis-(1.2-dichlorobenzene-,l-sulfonyl) -benzidine m.m disulfonic acid of the formula SOaH OaH 1 and 4% of formic acid, then rinsed and finally dyed with a direct black, for instance, direct black RW extra (Colour Index, first edition 1924, page 151, No. 582) in the presence of 30% of sodium sulfate. The dyestufi' exclusively goes on the cotton and the silk remains in a pure white state.
The bi s (1.2 dichlorobenzene 4 sulfonyl- 3'-aminobenzene 1-sulfonyl 3"-aminobenzene-1-sulfonyl) -benzidine-m.m-disulfonic acid used in this example can be obtained by causing m-nitrobenzene-sulfochloride to 1nteract with benzidine-m.m-disulfonic acid, reducing the condensation product thus obtained to the corresponding diamino com pound, furthermore by causing this compound to interact with m-nitrobenzene-sulfochloride, then reducing the reaction product thus produced and finally by condensing the his (3 aminobenzene 1 sulfonyl 3 aminobenzene 1'sulfonyl) -benzidine-m.m-disul fonic acid with 1.2 dichlorobenzene-4-sulfochloride.
In a similar manner wool or silk or the like can be reserved to a far reaching extent by means of other Water soluble substituted amide derivatives of aryl-sulronic acid or aryl-carboxylic acid, for instance,
3-sulfonic acidbenzoyl-3-amino-benzene- 1'-sulfonylbenzylamine,
1 .2-diohlorobenzene-4-sulfonyl-3 -arnino benzene 1 -sulfonyl- 3 aminobenzene 1 sulfonyl-1-aminobenzene-3-sulfonic acid,
1.2-dichlorobenzene-4-sulfonyl-3-aminobenzene 1 -sulfonyl 3 aminobenzene l sulfonyl-3 -aminobenzene-1 -sulfonyl-1"- aminobenzene-3-sulfonic acid,
Bis-(2.4-dichlorobenzoyl)-l.3-phenylenediamine-4-sulfonic acid,
Bis- (2.4-diohlorobenzoyl)-2 .4 -toluylenediamine-6-sulfonic acid,
Bis- (3-chloro-4-toluene-l -sulfonyl)-benzidine-m.m-disulfonic acid,
Bis (1.2.3 triohlorobenzene 4 -sulfonyl) benzidine-m.m-disulfonic acid,
Bis 3 chlorophenoxyacetyl) -benzidine m.m-disulfonic acid,
Bis (1.2 dichlorobenzene -4 sulfonyl 3 aminobenzene- 1 -sulfonyl) benzidine-m.m disulfonic acid,
Bis- (naphthalene-1-sulfonyl-3-aminobenzene 1 -sulfonyl) -benzidine-m.m disulfonic acid,
Bis- (naphthalene-2 -sulfonyl-3 -aminobenzene 1 -sulfonyl) -benzid ine -m.m disulfonic acid,
Bis (1.2 dichlorobenzene 4 sulfonyl 4 amino 1 chlorobenzene 2 sulfonyl) benzidine-m.m-disulfom'c acid,
Bis (1.2 -'dichlorobenzene 4 sulfonyl 3 aminobenzene-l -sulfonyl)-diamino-stilbenedisulfonic acid,
Bis- (benzenesulfonyl-3 -aminobenzene-1 sulfonyl)-4 -4-diamino-diphenylether-2"- sulfonic acid,
Bis- (benzenesulfonyl-3 -aminobenzene-1 sulfonyl)-1 .5 -naphthylenediamine-3 .7 disulfonic acid,
Bis (1.2 dichlorobenzene 4 sulfonyl 4 amino-1 -chlorobenzene-2 -sulfonyl)-2 .4 toluylene-diamine-S"-sulfonic acid,
Bis (1.2 dichlorobenzene 4 sulfonyl 3 aminobenzene-l -sulfonyl-3 -aminobenzene- 1 sulfonyl) diaminostilbenedisulfonic acid,
Bis- (3 -chlorophenoxyacetyl-3 -aminobenzene- 1 -sulfonyl) benzidine-m.m disulfonic acid,
' Bis- (3 -sulfonic acid-benzoyl-3- aminobenzene-1 '-sulfonyl)-ethylene-diamide,
Bis (3 -sulfonic acid -benzoyl) -2'.2 dichlorobenzidine, and many others.
We claim:
1. Process for reserving animal fibers in mixed textile fabrics with vegetable fibers which comprises applying to the fibers a water soluble aryl-sulfonic or aryl-carboxylic acid amide in which at least one hydrogen atom of the amino group is replaced by a substituent of the group consisting of alkyl, aryl and aralkyl and which cannot be coupled with diazo compounds.
2. Process for reserving animal fibers in mixed textile fabrics with vegetable fibers which comprises treating the fibers in a dyeing-bath to which has been added a water soluble aryl-sulfonic or aryl-carboxylic acid amide in which at least one hydrogen atom of the amino group is replaced by a substituent of the group consisting of alkyl, aryl and aralkyl and which cannot be coupled with diazo compounds.
3. Process for reserving wool which comprises dyeing half wool in a dyeing-bath containing about 3% of the sodium salt of bis- (1.2 dichlorobenzene-4-sulfonyl) -bP11I4ldlI19 m.n1a-disuifonic acid of the probabl" ormu. a
SOaH
4. Animal fibers in mixed textile fabrics with vegetable fibers having incorporated therewith a water soluble aryl-sulfonicor aryl-carboxylic acid-amide in which at least one hydrogen atom of the amino group is replaced by a substituent of the group consisting of alkyl, aryl and aralkyl and which cannot be coupled with diazo compounds.
5. Half-wool having incorporated about 3% of the sodium salt of bis-(1.2-dichlorobenzene 4. sulfonyl) -benzidine-m.m' -disu1- ionic acid of the probable formula 01 5 OIOSOLNHGQNELSOQQOI In testimony whereof, We afiix our signatures.
J OHANN HUISMANN. HUGO SCHWEITZER
Publications (1)
Publication Number | Publication Date |
---|---|
US1902450A true US1902450A (en) | 1933-03-21 |
Family
ID=3425057
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US1902450D Expired - Lifetime US1902450A (en) | Johann huismann |
Country Status (1)
Country | Link |
---|---|
US (1) | US1902450A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3709359A (en) * | 1970-01-26 | 1973-01-09 | C Johnson | Ore classifier |
-
0
- US US1902450D patent/US1902450A/en not_active Expired - Lifetime
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3709359A (en) * | 1970-01-26 | 1973-01-09 | C Johnson | Ore classifier |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US2670265A (en) | Process | |
PT2307510E (en) | Acid dyes | |
US1902450A (en) | Johann huismann | |
US3888913A (en) | Novel cyclic sulphones and derivatives thereof | |
US3617210A (en) | Process for dyeing polyamides with dyes containing sulfonic acid groups | |
DE1223797B (en) | Coloring and / or printing of structures made of linear polyesters | |
US3676051A (en) | Process for dyeing and printing textile materials made from synthetic organic fibres | |
US3672816A (en) | Process for dyeing synthetic polyamide textiles with disazo dyestuffs | |
US2230587A (en) | Disulphonium compounds of high molecular weight | |
US1841828A (en) | Manufacture of polyazo-dyestuffs | |
US1903600A (en) | Azo dyestuffs | |
US2692262A (en) | Sulfurized leuco-indophenol dyestuffs and process for their production | |
US1855963A (en) | Uniform dyeing of viscose | |
US1869064A (en) | Manufacture of disazodyestuffs for dyeing and printing wool | |
DE637019C (en) | Process for the production of water-insoluble azo dyes | |
US2139119A (en) | Dioxazine sulphonic acids | |
US1823939A (en) | New monoazodyestuffs | |
US2867624A (en) | Bis-aryltriazole compounds | |
US1854846A (en) | Monoazo-dyestuffs and their manufacture | |
US1762011A (en) | Treatment of animal fibers and product thereof | |
DE1644651C3 (en) | Anthraquinone dyes, process for their preparation and their use for dyeing shaped structures | |
US1478039A (en) | Triarylmethane dyes | |
US2023615A (en) | Green azo dyestuffs and process of making same | |
US2169970A (en) | Disazo dyestuffs | |
US1975465A (en) | Azodyestuffs |