US2515922A - Dyeing with 3, 4-thiolanedithione - Google Patents
Dyeing with 3, 4-thiolanedithione Download PDFInfo
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- US2515922A US2515922A US784927A US78492747A US2515922A US 2515922 A US2515922 A US 2515922A US 784927 A US784927 A US 784927A US 78492747 A US78492747 A US 78492747A US 2515922 A US2515922 A US 2515922A
- Authority
- US
- United States
- Prior art keywords
- fabric
- thiolanedithione
- solution
- bath
- dyeing
- 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
- 238000004043 dyeing Methods 0.000 title claims description 10
- LZVYFCUZWXYULB-UHFFFAOYSA-N thiolane-3,4-dithione Chemical compound S=C1CSCC1=S LZVYFCUZWXYULB-UHFFFAOYSA-N 0.000 title description 15
- 239000004744 fabric Substances 0.000 claims description 29
- 230000001590 oxidative effect Effects 0.000 claims description 18
- 239000000243 solution Substances 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 12
- 239000012670 alkaline solution Substances 0.000 claims description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 11
- 239000007800 oxidant agent Substances 0.000 description 10
- 239000000463 material Substances 0.000 description 9
- 210000002268 wool Anatomy 0.000 description 5
- 239000007864 aqueous solution Substances 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 239000000835 fiber Substances 0.000 description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- KIEOKOFEPABQKJ-UHFFFAOYSA-N sodium dichromate Chemical compound [Na+].[Na+].[O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O KIEOKOFEPABQKJ-UHFFFAOYSA-N 0.000 description 3
- 229920000742 Cotton Polymers 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
- 239000003638 chemical reducing agent Substances 0.000 description 2
- 238000004090 dissolution Methods 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 238000007654 immersion Methods 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Inorganic materials [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 2
- JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- TUSDEZXZIZRFGC-UHFFFAOYSA-N 1-O-galloyl-3,6-(R)-HHDP-beta-D-glucose Natural products OC1C(O2)COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC1C(O)C2OC(=O)C1=CC(O)=C(O)C(O)=C1 TUSDEZXZIZRFGC-UHFFFAOYSA-N 0.000 description 1
- 229920000298 Cellophane Polymers 0.000 description 1
- 208000006558 Dental Calculus Diseases 0.000 description 1
- 239000004129 EU approved improving agent Substances 0.000 description 1
- 239000001263 FEMA 3042 Substances 0.000 description 1
- 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 1
- LRBQNJMCXXYXIU-PPKXGCFTSA-N Penta-digallate-beta-D-glucose Natural products OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-PPKXGCFTSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- RGCKGOZRHPZPFP-UHFFFAOYSA-N alizarin Chemical compound C1=CC=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1 RGCKGOZRHPZPFP-UHFFFAOYSA-N 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- SOCTUWSJJQCPFX-UHFFFAOYSA-N dichromate(2-) Chemical compound [O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O SOCTUWSJJQCPFX-UHFFFAOYSA-N 0.000 description 1
- 239000002895 emetic Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 239000000976 ink Substances 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 239000002649 leather substitute Substances 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000000123 paper Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 229960001922 sodium perborate Drugs 0.000 description 1
- YKLJGMBLPUQQOI-UHFFFAOYSA-M sodium;oxidooxy(oxo)borane Chemical compound [Na+].[O-]OB=O YKLJGMBLPUQQOI-UHFFFAOYSA-M 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- LRBQNJMCXXYXIU-NRMVVENXSA-N tannic acid Chemical compound OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-NRMVVENXSA-N 0.000 description 1
- 229940033123 tannic acid Drugs 0.000 description 1
- 235000015523 tannic acid Nutrition 0.000 description 1
- 229920002258 tannic acid Polymers 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 229940046549 textile allergenic extract Drugs 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 238000004804 winding Methods 0.000 description 1
Classifications
-
- 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
- C09B49/00—Sulfur dyes
- C09B49/12—Sulfur dyes from other compounds, e.g. other heterocyclic compounds
-
- 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
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/30—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using sulfur dyes
-
- 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
-
- 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
- Y10S8/919—Paper
Definitions
- This invention relates to, a method of dyeing fabrics and, more particularly, is directed to a fabric dyed witha new sulfur-containing dye.
- alkaline solutions of 3,4-thiolanedithione are colored deep purple and that materials immersed therein, exposed to an oxidizing atmosphere and dried, are dyed a fast, characteristic reddish-brown color.
- the process of this invention is particularly applicable for dyeing fabrics of animal origin, such as wool and silk. It is, however, within the purview of the present invention to dye other fabrics, including those of cellulosic nature, such as cotton or linen. While the dye described herein will generally be employed for coloring tex tiles of the various types, it is also contemplated that 3,4-thiolanedithione can be used to color leather, leather substitutes, paper, cellophane, paints, inks, shoe polishes and other materials where color is considered to be a desirable 'attribute. As is well recognized, dyeing is a varied and complex art. The technique employed is dependent on the particular substance being 001- ored, and in treating each of the above mentioned materials, it is to be realized that the particular procedural steps involved in each instance will vary with the class of material being dyed.
- the dye bath is effected? in accordance with the provisions of the present invention by dissolving 3,4-thiolanedith-ione in hot alkali.
- the particular alkali employed: will generally be governed by economic factors and usually will be a hydroxide of an alkali or alkaline earth metal, suitably sodium, potassium or calcium hydroxide.
- the dissolution process can begreatly increased by the addition to the alkaline solution of a reducing agent such as zinc dust or sodium hydrosulfite.
- the dissolution bath is preferably one of alkaline-reducing agent;
- the fabric to be dyed is immersed in the alkaline solution generally at a moderatel-y'elevated' temperature of between about 50 F. and-about 250 F. Higher temperatures, as a rule, are detrimental; After dyeing, the material must be-sufirciently oxidized tofully developthe color; To" bring about the desired oxidation, the fabric, after" removal from the alkaline bath, is subjected to an oxidizing atmosphere of air or'other oxygencontaining gas, or the oxidizing atmosphere may consist of a separate bath of a mild oxidant such as aqueous solutions of sodium bichromate or sodium perborate, into which th fabric, after treatment in the alkaline reducing bath of 3,4- thiolanedithione, is immediately conducted. The fabric, after treatment with an oxidant, is dried to give the final dyed product. If desired,
- cloth may be treated with various improving agents such as formaldehyde and the like.
- the process of this invention may be either carried out batchwise or in continuous fashion.
- a sheet of the fabric tov be dyed is continuously immersed in an alkaline solution of the 3,4-thiolanedithione, removed therefrom, and passed through an oxidizing medium which may either be a separate bath of a mild oxidant or an oxygen-containing gas and, if necessary, thereafter continuously passed through a drying area and removed by winding on cylinders or other suitable means.
- Example I Twenty parts by weight of 3,4-thiolanedithione were dissolved in parts by weight of an aqueone solution of 20 per cent sodium hydroxide maintained at a temperature of 212 F. over a period of about 6 hours to give a deep purple solution. A piece of wool fabric was immersed in this solution, removed therefrom and then immersed in a bath containing a mild oxidant consisting of an aqueous solution of per cent by weight ofsodium bichromate. The fabric, after removal from the oxidant bath, was dried and was found to have a fast, reddish-brown color which, when exposed to sunlight over a period of 2 weeks, still remained fast.
- Example II Twenty parts by weight of 3,4-thiolanedithione were dissolved in an aqueous alkaline reducing solution containing parts by weight of sodium hydroxide and 20 parts by weight of sodium hydrosulfite maintained at a temperature of 212 F. for a period of two hours to give a deep purple solution. A piece of wool fabric was immersed in this solution, removed therefrom and then immersed in a bath containing a mild oxidant consisting of an aqueous solution of 5 per cent by weight of sodium bichromate. The fabric, after removal from the oxidant bath, was dried and was found to have a fast reddish-brown color which, when exposed to sunlight over a period of 2 weeks, still-remained fast.
- Example III Twenty parts by weight of 3,4-thiolanedithione were dissolved in an aqueous alkaline reducing solution containing 20 parts by weight of sodium hydroxide and 50 parts by weight of zinc dust maintained at a temperature of 212 F. for a period of two hours to give a deep purple solution. A piece of wool fabric was immersed in this solution, removed therefrom and then immersed in a bath containing a mild oxidant consisting of an aqueous solution of 5 per cent by weight of sodium bichromate. The fabric, after removal from the oxidant bath, was dried and was foundto have a fast, reddish-brown color which, when exposed to sunlight over a period of 2 weeks, still remained fast.
- a method for dyeing a fabric comprising immersing the same in an alkaline solution of 3,4- thiolanedithione, removing the treated fabric from said solution and subjecting the fabric to an oxidizing atmosphere.
- a method for dyeing a fabric comprising immersing the same in an alkaline solution of 3,4- thiolanedithione, removing the treated fabric from said solution and subjecting the treated fabric to the oxidizing action of air.
- a method for dyeing a fabric comprising immersing the same in an alkaline solution of 3,4- thiolanedithione, removing the treated fabric from said solution and immediately thereafter immersing the fabric in an oxidant bath, removing the fabric from said bath and drying.
- a method for dyeing a fabric consisting of proteinoid fibers comprising immersing the same in an alkaline solution of 3,4-thiolanedithione,
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Description
Patented July 18, 1950 UNITED STATES DYEIN G WITH 3,4-THIOLANEDITHIONE Philip D. Caesar, Champaign, 111., assignor to Socony-Vacuum i! Company, Incorporated, a
corporation of New York Application November 8, 1947, Serial No. 784,927
No Drawing.
Claims.
This invention relates to, a method of dyeing fabrics and, more particularly, is directed to a fabric dyed witha new sulfur-containing dye.
In. co-pendlng application Serial Number 721,453, filed January 10, 1947, h e is described a. new .orga-no-sulfur compound and a method for synthesizing the same. This compound is char-- acterized by the empirical formula CrHiSs and a boiling point. of 12 0-l 25 C. at a pressureof 2 millimeters of mercury. More recent investiga.- tions have shown this compound to be 3,4-thio lanedithione, having the following structure:
1 s=o o=s It has now been discovered that the above compound is an excellent dye, capable of imparting a characteristic color to articles treated therewith under the conditions hereinafter set forth.
In accordance with the present invention, it has been found that alkaline solutions of 3,4-thiolanedithione are colored deep purple and that materials immersed therein, exposed to an oxidizing atmosphere and dried, are dyed a fast, characteristic reddish-brown color.
The process of this invention is particularly applicable for dyeing fabrics of animal origin, such as wool and silk. It is, however, within the purview of the present invention to dye other fabrics, including those of cellulosic nature, such as cotton or linen. While the dye described herein will generally be employed for coloring tex tiles of the various types, it is also contemplated that 3,4-thiolanedithione can be used to color leather, leather substitutes, paper, cellophane, paints, inks, shoe polishes and other materials where color is considered to be a desirable 'attribute. As is well recognized, dyeing is a varied and complex art. The technique employed is dependent on the particular substance being 001- ored, and in treating each of the above mentioned materials, it is to be realized that the particular procedural steps involved in each instance will vary with the class of material being dyed.
In the case of wool and silk, which consist of proteinoid fibers, it has been found that direct immersion of the material into an alkaline solution of 3,4-thiolanedithione, removal of the material from said solution, and subjection of the treated material to an oxidizing atmosphere gives, after drying, a finished, fast-colored reddishbrown fabric. In the case of cotton, linen and other fibers of vegetable origin, it is a necessary prerequisite to immersion of the material in the 2 3,4.-thiolanedithione bath that it firstbe treated with a chemical fixingagent such as Turkey-red oil, tannic acid fixed on the fiber with tartar emetic, and others in order to. insure a final fast color.
Preparation of the dye bath is effected? in accordance with the provisions of the present invention by dissolving 3,4-thiolanedith-ione in hot alkali. The particular alkali employed: will generally be governed by economic factors and usually will be a hydroxide of an alkali or alkaline earth metal, suitably sodium, potassium or calcium hydroxide. The dissolution process can begreatly increased by the addition to the alkaline solution of a reducing agent such as zinc dust or sodium hydrosulfite. Accordingly, the dissolution bath is preferably one of alkaline-reducing agent;
The fabric to be dyed is immersed in the alkaline solution generally at a moderatel-y'elevated' temperature of between about 50 F. and-about 250 F. Higher temperatures, as a rule, are detrimental; After dyeing, the material must be-sufirciently oxidized tofully developthe color; To" bring about the desired oxidation, the fabric, after" removal from the alkaline bath, is subjected to an oxidizing atmosphere of air or'other oxygencontaining gas, or the oxidizing atmosphere may consist of a separate bath of a mild oxidant such as aqueous solutions of sodium bichromate or sodium perborate, into which th fabric, after treatment in the alkaline reducing bath of 3,4- thiolanedithione, is immediately conducted. The fabric, after treatment with an oxidant, is dried to give the final dyed product. If desired,
after the oxidation step but prior to drying, the
cloth may be treated with various improving agents such as formaldehyde and the like.
The process of this invention may be either carried out batchwise or in continuous fashion. In the latter operation, a sheet of the fabric tov be dyed is continuously immersed in an alkaline solution of the 3,4-thiolanedithione, removed therefrom, and passed through an oxidizing medium which may either be a separate bath of a mild oxidant or an oxygen-containing gas and, if necessary, thereafter continuously passed through a drying area and removed by winding on cylinders or other suitable means.
The following specific examples will further serve to illustrate the method of the present invention:
Example I Twenty parts by weight of 3,4-thiolanedithione were dissolved in parts by weight of an aqueone solution of 20 per cent sodium hydroxide maintained at a temperature of 212 F. over a period of about 6 hours to give a deep purple solution. A piece of wool fabric was immersed in this solution, removed therefrom and then immersed in a bath containing a mild oxidant consisting of an aqueous solution of per cent by weight ofsodium bichromate. The fabric, after removal from the oxidant bath, was dried and was found to have a fast, reddish-brown color which, when exposed to sunlight over a period of 2 weeks, still remained fast.
Example II Twenty parts by weight of 3,4-thiolanedithione were dissolved in an aqueous alkaline reducing solution containing parts by weight of sodium hydroxide and 20 parts by weight of sodium hydrosulfite maintained at a temperature of 212 F. for a period of two hours to give a deep purple solution. A piece of wool fabric was immersed in this solution, removed therefrom and then immersed in a bath containing a mild oxidant consisting of an aqueous solution of 5 per cent by weight of sodium bichromate. The fabric, after removal from the oxidant bath, was dried and was found to have a fast reddish-brown color which, when exposed to sunlight over a period of 2 weeks, still-remained fast.
Example III Twenty parts by weight of 3,4-thiolanedithione were dissolved in an aqueous alkaline reducing solution containing 20 parts by weight of sodium hydroxide and 50 parts by weight of zinc dust maintained at a temperature of 212 F. for a period of two hours to give a deep purple solution. A piece of wool fabric was immersed in this solution, removed therefrom and then immersed in a bath containing a mild oxidant consisting of an aqueous solution of 5 per cent by weight of sodium bichromate. The fabric, after removal from the oxidant bath, was dried and was foundto have a fast, reddish-brown color which, when exposed to sunlight over a period of 2 weeks, still remained fast.
From the above examples, it will be seen that 3,4-thiolanedithione is an excellent, fast dyestufi. It will be understood that the above embodiments are to be considered in all respects as illustrative and not restrictive, reference being had to the appended claims rather than to the foregoing description to indicate the scope of the invention.
I claim:
1. A method for dyeing a fabric, comprising immersing the same in an alkaline solution of 3,4- thiolanedithione, removing the treated fabric from said solution and subjecting the fabric to an oxidizing atmosphere.
2. A method for dyeing a fabric, comprising immersing the same in an alkaline solution of 3,4- thiolanedithione, removing the treated fabric from said solution and subjecting the treated fabric to the oxidizing action of air.
3. A method for dyeing a fabric, comprising immersing the same in an alkaline solution of 3,4- thiolanedithione, removing the treated fabric from said solution and immediately thereafter immersing the fabric in an oxidant bath, removing the fabric from said bath and drying.
4. A method for dyeing a fabric consisting of proteinoid fibers, comprising immersing the same in an alkaline solution of 3,4-thiolanedithione,
REFERENCES CITED The following references are of record in the file of this patent:
UNITED STATES PATENTS Name Date Homolka July 21. 1908 Number
Claims (1)
1. A METHOD FOR DYEING A FABRIC, COMPRISING IMMERSING THE SAME IN AN ALKALINE SOLUTION OF 3,4THIOLANEDITHIONE, REMOVING THE TREATED FABRIC FROM SAID SOLUTION AND SUBJECTING THE FABRIC TO AN OXIDIZING ATMOSPHERE.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US784927A US2515922A (en) | 1947-11-08 | 1947-11-08 | Dyeing with 3, 4-thiolanedithione |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US784927A US2515922A (en) | 1947-11-08 | 1947-11-08 | Dyeing with 3, 4-thiolanedithione |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2515922A true US2515922A (en) | 1950-07-18 |
Family
ID=25133960
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US784927A Expired - Lifetime US2515922A (en) | 1947-11-08 | 1947-11-08 | Dyeing with 3, 4-thiolanedithione |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US2515922A (en) |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US894004A (en) * | 1907-02-05 | 1908-07-21 | Hoechst Ag | Process of making alpha-oxythionaphthenes. |
-
1947
- 1947-11-08 US US784927A patent/US2515922A/en not_active Expired - Lifetime
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US894004A (en) * | 1907-02-05 | 1908-07-21 | Hoechst Ag | Process of making alpha-oxythionaphthenes. |
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