US1668144A - Process for producing resists on animal fibers - Google Patents
Process for producing resists on animal fibers Download PDFInfo
- Publication number
- US1668144A US1668144A US87957A US8795726A US1668144A US 1668144 A US1668144 A US 1668144A US 87957 A US87957 A US 87957A US 8795726 A US8795726 A US 8795726A US 1668144 A US1668144 A US 1668144A
- Authority
- US
- United States
- Prior art keywords
- union
- acid
- fibers
- animal
- resists
- 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
- 239000000835 fiber Substances 0.000 title description 23
- 238000000034 method Methods 0.000 title description 6
- 239000004744 fabric Substances 0.000 description 25
- 239000002253 acid Substances 0.000 description 13
- 229920000742 Cotton Polymers 0.000 description 10
- -1 aromatic sulfonic acid compounds Chemical class 0.000 description 8
- 210000002268 wool Anatomy 0.000 description 8
- 239000000047 product Substances 0.000 description 7
- 150000003460 sulfonic acids Chemical class 0.000 description 7
- 125000003118 aryl group Chemical group 0.000 description 6
- 208000006558 Dental Calculus Diseases 0.000 description 5
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 5
- 125000004429 atom Chemical group 0.000 description 5
- 238000004043 dyeing Methods 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 239000002895 emetic Substances 0.000 description 5
- 239000010446 mirabilite Substances 0.000 description 5
- 235000018553 tannin Nutrition 0.000 description 5
- 239000001648 tannin Substances 0.000 description 5
- 229920001864 tannin Polymers 0.000 description 5
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
- 229910052752 metalloid Inorganic materials 0.000 description 4
- 150000002738 metalloids Chemical class 0.000 description 4
- 235000013311 vegetables Nutrition 0.000 description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 3
- STLZCUYBVPNYED-UHFFFAOYSA-N chlorbetamide Chemical compound OCCN(C(=O)C(Cl)Cl)CC1=CC=C(Cl)C=C1Cl STLZCUYBVPNYED-UHFFFAOYSA-N 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- 150000001447 alkali salts Chemical class 0.000 description 2
- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- PXJJSXABGXMUSU-UHFFFAOYSA-N disulfur dichloride Chemical compound ClSSCl PXJJSXABGXMUSU-UHFFFAOYSA-N 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- QPKNFEVLZVJGBM-UHFFFAOYSA-N 2-aminonaphthalen-1-ol Chemical compound C1=CC=CC2=C(O)C(N)=CC=C21 QPKNFEVLZVJGBM-UHFFFAOYSA-N 0.000 description 1
- SMNDYUVBFMFKNZ-UHFFFAOYSA-N 2-furoic acid Chemical compound OC(=O)C1=CC=CO1 SMNDYUVBFMFKNZ-UHFFFAOYSA-N 0.000 description 1
- VZIBAMYIHSHADC-UHFFFAOYSA-N 5-nitro-1,3-dihydro-2-benzofuran Chemical compound [O-][N+](=O)C1=CC=C2COCC2=C1 VZIBAMYIHSHADC-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 239000001828 Gelatine Substances 0.000 description 1
- 101100194706 Mus musculus Arhgap32 gene Proteins 0.000 description 1
- 101100194707 Xenopus laevis arhgap32 gene Proteins 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 229940073608 benzyl chloride Drugs 0.000 description 1
- JBTHDAVBDKKSRW-UHFFFAOYSA-N chembl1552233 Chemical compound CC1=CC(C)=CC=C1N=NC1=C(O)C=CC2=CC=CC=C12 JBTHDAVBDKKSRW-UHFFFAOYSA-N 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- ORFSSYGWXNGVFB-UHFFFAOYSA-N sodium 4-amino-6-[[4-[4-[(8-amino-1-hydroxy-5,7-disulfonaphthalen-2-yl)diazenyl]-3-methoxyphenyl]-2-methoxyphenyl]diazenyl]-5-hydroxynaphthalene-1,3-disulfonic acid Chemical compound COC1=C(C=CC(=C1)C2=CC(=C(C=C2)N=NC3=C(C4=C(C=C3)C(=CC(=C4N)S(=O)(=O)O)S(=O)(=O)O)O)OC)N=NC5=C(C6=C(C=C5)C(=CC(=C6N)S(=O)(=O)O)S(=O)(=O)O)O.[Na+] ORFSSYGWXNGVFB-UHFFFAOYSA-N 0.000 description 1
- PFUVRDFDKPNGAV-UHFFFAOYSA-N sodium peroxide Chemical compound [Na+].[Na+].[O-][O-] PFUVRDFDKPNGAV-UHFFFAOYSA-N 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- FWMUJAIKEJWSSY-UHFFFAOYSA-N sulfur dichloride Chemical compound ClSCl FWMUJAIKEJWSSY-UHFFFAOYSA-N 0.000 description 1
- 230000001131 transforming effect Effects 0.000 description 1
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
- 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
- D06P3/8219—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and 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
- Two colored effects may be produced on union fabrics containing animal and vegetable fibers,-e. g., fabrics consisting of mixtures of wool and cotton, or of silk and cottom-by using tannin in combination with tartar emetic.
- tartar emetic requires the use of two substances which produce a reciprocal effect on the animal fiber of the union fabric in such a manner that the tannin'is fixed on the fiber by means of the tartar emetic.
- the resist action on the animal fibers of union fabrics such as that produced by the combined action of tannin and tartar emetic.
- aromatic sulfonic acid compounds the aromatic residues of which are connected with any residues,- which may also be sulfonated,by bridging atoms in the form of bivalent metalloids.
- aromatic residues also comprises partially hydrated aromatic compounds.
- bridging atoms may serve oxygen or sulfuratoms
- the said sulfonic acids advantageously in the form of their salts, are to be added to the neutral dye-bath after the animal fiber, e. g.
- eventhe sulfonic acids of the kind in question which possess a very good tanning property such as the sulfonic acid from methylidene dicresylether do not precipitate in a neutralized form solutions of gelatine, nor are they capable of transforming hides into leather.
- the action of thefi various sulfonic acids of the above-mentioned classesas regards their The treatment with tannin sodium thiodinaphthylsulfonate,
- resist effect is in no way equally strong. It varies largely but it is in many cases stronger than that of tannin and tartar emetic.
- sulfonic acids of methylidene dicresylether and homologues thereof also, the products obtainable by a strong oxidation of resinous bodies from phenol and sulfur chloride or from sulfurized phenols, the alkali salts of which products possess more or less the property of not being precipitated by strong acids; finally, the sulfonic acids obtainable from benzvlchloride sulfonieacid and phenol alkali or alkali salts of phenolic resins.
- Example 1 100 kg. of a union fabric of wool and cotton are treated for one hour at the boil in a dyebathcontaining 2 kg. of naphthol yellowS E L, 10 kg. of crystallized Glaubers salt and 4 kg. of sulfuric acid.
- the union fabric is then rinsed with water and-treated, at 609 0., in a fresh-dyebath containing 2 kg. of dianil pure blue P. H., 3 kg. of sodium thiodinaphthylsulfonate and 20 kg. of crystallized Glaubers salt.
- a fresh-dyebath containing 2 kg. of dianil pure blue P. H., 3 kg. of sodium thiodinaphthylsulfonate and 20 kg. of crystallized Glaubers salt.
- the cotton fibers of the union fabric are selectively dyed, the wool fibers being reserved by the action of the
- the said sodium thiodinaphthylsulfonate is obtained by causing 250 kg. of naphthalene to react with 300 kg. of concentrated sulfuric acid and 103 kg. of sulfur dichloride in the heat and subsequently neutralizing. It has most probably the formula:
- the cotton fibers of the union fabric are selectively dyed, the wool fibers being reserved by the action of the sulfonic acid compound.
- the said sulfonic acid compounds act also as resists on the silk fibers of union fabnoisO-orn-o acid, compounds, the aromatic residues of which are connected with any residues by bridging atoms in the form of bivalent metalloids.
- Process of obtaining two-colored effects on union fabric containing anlmal and Ve etable fiberswvliich comprises treating the 5.
- Process ofobtaining two-colored effects on union fabric containing animal and vegetable fibers which comprises treating the union fabric in an acid dyebath containing a dyestufi adapted for dyeing animal fiber, rinsing the so-treated union fabric and CHI nolsOcm-o rics of slik and cotton, so that if the halfsilk material (i. e., union fabric of silk and cotton) is dyed with direct dyestuffs, the silk fiber thereof remains conslderably purer than if no resist is used.
- the dyeing process may be carried out as follows:
Description
Patented May 1, 1928.
UNITED STATES PATENT OFFICE.
MAIN, GERMANY, ASSIGNORS TO GRASSELLI DYESTUFF CORPORATION,
OF NEW YORK, E. Y., A CORPORATION OF DELAWARE.
PROCESS FOR PRODUCING RESISTS' ON ANIMAL FIBERS.
lilo Drawing. I Application filed February 12, 1926, Serial No. 87,957,
Two colored effects may be produced on union fabrics containing animal and vegetable fibers,-e. g., fabrics consisting of mixtures of wool and cotton, or of silk and cottom-by using tannin in combination with tartar emetic. and tartar emetic requires the use of two substances which produce a reciprocal effect on the animal fiber of the union fabric in such a manner that the tannin'is fixed on the fiber by means of the tartar emetic.
Now we have found that the resist action on the animal fibers of union fabrics, such as that produced by the combined action of tannin and tartar emetic. can be obtained by substituting for the said reserving means aromatic sulfonic acid compounds the aromatic residues of which are connected with any residues,- which may also be sulfonated,by bridging atoms in the form of bivalent metalloids. The expression aromatic residues also comprises partially hydrated aromatic compounds. As bridging atoms may serve oxygen or sulfuratoms The said sulfonic acids, advantageously in the form of their salts, are to be added to the neutral dye-bath after the animal fiber, e. g. (wool) of the union fabric has been selectively dyed with the acid dyestuf'f, and simultaneously with the dyestuff for selectively dyeing the vegetable fiber of said union fabric, without there being any necessity for taking special steps for the fixation on the animal fiber of the products dissolved in Water. This peculiar reserving property of the sulfonic acid-salts, which are simply dissolved in the dye-liquor in the absence of'any special means for the fixation, can scarcely be explained by the tan ning property which the free sulfonic acids mostly possess only in a slight degree or not at all. Indeed, as is known, eventhe sulfonic acids of the kind in question which possess a very good tanning property, such as the sulfonic acid from methylidene dicresylether do not precipitate in a neutralized form solutions of gelatine, nor are they capable of transforming hides into leather. The action of thefi various sulfonic acids of the above-mentioned classesas regards their The treatment with tannin sodium thiodinaphthylsulfonate,
and in Germany February 20, 1925.
resist effect is in no way equally strong. It varies largely but it is in many cases stronger than that of tannin and tartar emetic.
Among the named products those which are, for instance, obtained from hydrocarbon sulfonic acids by condensing them for instance with sulfur halide, have proved to be particularly suitable for the purpose in question; furthermore, sulfonic acids of methylidene dicresylether and homologues thereof: also, the products obtainable by a strong oxidation of resinous bodies from phenol and sulfur chloride or from sulfurized phenols, the alkali salts of which products possess more or less the property of not being precipitated by strong acids; finally, the sulfonic acids obtainable from benzvlchloride sulfonieacid and phenol alkali or alkali salts of phenolic resins.
The following examples serve to illustrate our invention:
Example 1.-100 kg. of a union fabric of wool and cotton are treated for one hour at the boil in a dyebathcontaining 2 kg. of naphthol yellowS E L, 10 kg. of crystallized Glaubers salt and 4 kg. of sulfuric acid.
dyed in said dyebath. The union fabric is then rinsed with water and-treated, at 609 0., in a fresh-dyebath containing 2 kg. of dianil pure blue P. H., 3 kg. of sodium thiodinaphthylsulfonate and 20 kg. of crystallized Glaubers salt. As .a result of the latter treatment the cotton fibers of the union fabric are selectively dyed, the wool fibers being reserved by the action of the The said sodium thiodinaphthylsulfonate is obtained by causing 250 kg. of naphthalene to react with 300 kg. of concentrated sulfuric acid and 103 kg. of sulfur dichloride in the heat and subsequently neutralizing. It has most probably the formula:
(occupied positions unknown) E sample 2.-100 kg. of a union fabric of -Only the wool fibers of the union fabrics are t wool' and cotton are treated for one hour at the boilin a dyebath containing 2 kg. of aminonaphthol red B, 10 kg. of or stallized Glaubers salt and 4 kg. of su furic acid. Only the wool fibers of the union fabric are dyed in said dyebath. The fabric, after rinsing, is then treated, at 5060 C., in a fresh dyebath containing 2 kg. of dianil green B B N, 20 kg. of Glaubers salt and 3 kg. of the sulfonic acid compound product obtained by the oxidation with sodium peroxide of the resinous condensation product of phenol and sulfur chloride. As aresult of the latter treatment the cotton fibers of the union fabric are selectively dyed, the wool fibers being reserved by the action of the sulfonic acid compound.
The said sulfonic acid compounds act also as resists on the silk fibers of union fabnoisO-orn-o acid, compounds, the aromatic residues of which are connected with any residues by bridging atoms in the form of bivalent metalloids.
2. Process of obtaining two-colored effects on union fabric containing anlmal and Ve etable fiberswvliich comprises treating the 5. Process ofobtaining two-colored effects on union fabric containing animal and vegetable fibers which comprises treating the union fabric in an acid dyebath containing a dyestufi adapted for dyeing animal fiber, rinsing the so-treated union fabric and CHI nolsOcm-o rics of slik and cotton, so that if the halfsilk material (i. e., union fabric of silk and cotton) is dyed with direct dyestuffs, the silk fiber thereof remains conslderably purer than if no resist is used. For union fabrics of silk'and cotton, the dyeing process may be carried out as follows:
(3.) 1kg. of a union fabric of silk and cotton is treated inan acid bath with g. of pon'ceau G, the cotton-fiber thereof is then dyed in .a fresh bath, at 5060 (1, with 20 g. of dianil green GN to which are added 200 g. of Glaubers salt and g. of the sodium salt of the acid product resulting from the condensation of the resin obtained from phenol and acetic aldeh de with benzylchloride sulfonic acid. aid acid product has, in the form of its free acid, most probably the formula:
1,0 o-cnr-Osom union fabric in an acid dyebath' containing a dyestuif adapted for dyeing animal fiber, rinsing the so-treated union fabric and treating the same in a" non-acid dyebath containing a dyestufl? adapted for dyeing vegetable fiber to which has been added an aromatic sulfonic acid compound the aromatic residue of which is connected with any residues by bridging atoms in the form of hi- Valent metalloids.
.3. Union fabric the animal fiber of which has been resisted with an aromatic sulfonic acid compound the aromatic nucleus of which is connected with any residue by bridging atoms in the metalloids.
4.- Process for producing resists on animal form of bivalent fibers against dyestuffs, which consists in treating the animal fibers'with a solution of an aromatic sulfonic acid compound having most probably the formula:
treating the same in a non-acid dyebath containing a dyestufl adapted fordyeing vege-j i table fiber to which has been added an arothe formula 'maticsulfonic acid having most probably @dfilif) fibei' of which acid compound having most probably the 6. Union fabric the animal i'fonic formula:
has been resisted with an aromatic $11 In testimony whereof, we aflix our signatures,
KARL DAIMLER.
CARL ERECH MULLER. HIJGU GARTNEH.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1668144X | 1925-02-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US1668144A true US1668144A (en) | 1928-05-01 |
Family
ID=7738789
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US87957A Expired - Lifetime US1668144A (en) | 1925-02-20 | 1926-02-12 | Process for producing resists on animal fibers |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US1668144A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2623806A (en) * | 1952-12-30 | Reserved polyamide fibers and a |
-
1926
- 1926-02-12 US US87957A patent/US1668144A/en not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2623806A (en) * | 1952-12-30 | Reserved polyamide fibers and a |
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