US1972111A - - Google Patents
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- US1972111A US1972111A US1972111DA US1972111A US 1972111 A US1972111 A US 1972111A US 1972111D A US1972111D A US 1972111DA US 1972111 A US1972111 A US 1972111A
- Authority
- US
- United States
- Prior art keywords
- thiourea
- materials
- cellulose
- fastness
- colorations
- 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
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- 239000000463 material Substances 0.000 description 94
- UMGDCJDMYOKAJW-UHFFFAOYSA-N Thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 76
- 239000004753 textile Substances 0.000 description 34
- 229920002678 cellulose Polymers 0.000 description 24
- 229920002301 Cellulose acetate Polymers 0.000 description 22
- 239000001913 cellulose Substances 0.000 description 16
- 239000000126 substance Substances 0.000 description 14
- 238000006243 chemical reaction Methods 0.000 description 10
- XOGPDSATLSAZEK-UHFFFAOYSA-N 2-Aminoanthraquinone Chemical compound C1=CC=C2C(=O)C3=CC(N)=CC=C3C(=O)C2=C1 XOGPDSATLSAZEK-UHFFFAOYSA-N 0.000 description 8
- 150000004056 anthraquinones Chemical class 0.000 description 8
- 238000004040 coloring Methods 0.000 description 8
- 239000002253 acid Substances 0.000 description 6
- 125000003282 alkyl amino group Chemical group 0.000 description 6
- 229920003086 cellulose ether Polymers 0.000 description 6
- 238000010348 incorporation Methods 0.000 description 6
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- RZVHIXYEVGDQDX-UHFFFAOYSA-N Anthraquinone Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1 RZVHIXYEVGDQDX-UHFFFAOYSA-N 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- 125000004947 alkyl aryl amino group Chemical group 0.000 description 4
- 125000003710 aryl alkyl group Chemical group 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 238000004043 dyeing Methods 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- 239000004328 sodium tetraborate Substances 0.000 description 4
- 235000010339 sodium tetraborate Nutrition 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 229920000742 Cotton Polymers 0.000 description 2
- 240000006962 Gossypium hirsutum Species 0.000 description 2
- 229960004249 Sodium Acetate Drugs 0.000 description 2
- 229940045870 Sodium Palmitate Drugs 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 210000002268 Wool Anatomy 0.000 description 2
- DQEFEBPAPFSJLV-WLTGXWPBSA-N [(2R,3R,4S,5R,6S)-4,5,6-tri(propanoyloxy)-3-[(2S,3R,4S,5R,6R)-3,4,5-tri(propanoyloxy)-6-(propanoyloxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl propanoate Chemical compound CCC(=O)OC[C@H]1O[C@@H](OC(=O)CC)[C@H](OC(=O)CC)[C@@H](OC(=O)CC)[C@@H]1O[C@H]1[C@H](OC(=O)CC)[C@@H](OC(=O)CC)[C@H](OC(=O)CC)[C@@H](COC(=O)CC)O1 DQEFEBPAPFSJLV-WLTGXWPBSA-N 0.000 description 2
- 238000010306 acid treatment Methods 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 2
- 239000004202 carbamide Substances 0.000 description 2
- 229920001727 cellulose butyrate Polymers 0.000 description 2
- 239000000084 colloidal system Substances 0.000 description 2
- 238000002485 combustion reaction Methods 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 238000000578 dry spinning Methods 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- ZRALSGWEFCBTJO-UHFFFAOYSA-N guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 150000007529 inorganic bases Chemical class 0.000 description 2
- 150000002484 inorganic compounds Chemical class 0.000 description 2
- 229910010272 inorganic material Inorganic materials 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 229940096992 potassium oleate Drugs 0.000 description 2
- MLICVSDCCDDWMD-KVVVOXFISA-M potassium;(Z)-octadec-9-enoate Chemical compound [K+].CCCCCCCC\C=C/CCCCCCCC([O-])=O MLICVSDCCDDWMD-KVVVOXFISA-M 0.000 description 2
- -1 powdered Substances 0.000 description 2
- 230000001681 protective Effects 0.000 description 2
- 239000004627 regenerated cellulose Substances 0.000 description 2
- 238000009877 rendering Methods 0.000 description 2
- 239000008149 soap solution Substances 0.000 description 2
- VMHLLURERBWHNL-UHFFFAOYSA-M sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 2
- 239000001632 sodium acetate Substances 0.000 description 2
- 235000017281 sodium acetate Nutrition 0.000 description 2
- 239000001187 sodium carbonate Substances 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- GGXKEBACDBNFAF-UHFFFAOYSA-M sodium;hexadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCC([O-])=O GGXKEBACDBNFAF-UHFFFAOYSA-M 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000009987 spinning Methods 0.000 description 2
- 239000002759 woven fabric Substances 0.000 description 2
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
- 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
- D06P1/44—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 insoluble pigments or auxiliary substances, e.g. binders
- D06P1/64—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 insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
- D06P1/642—Compounds containing nitrogen
- D06P1/649—Compounds containing carbonamide, thiocarbonamide or guanyl groups
- D06P1/6491—(Thio)urea or (cyclic) derivatives
-
- 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
- D06P1/22—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 vat dyestuffs including indigo
- D06P1/24—Anthraquinone dyes or anthracene nucleus containing vat 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
- Y10S8/92—Synthetic fiber dyeing
- Y10S8/921—Cellulose ester or ether
Definitions
- This invention relates to the treatment of textile materials, forexample filaments, fibres, threads, or fabrics, and in particular textile materials made of or containing cellulose esters or ethers,
- the fastness of colorations on textile materials is improved by incorporating in the materials thioureaand retaining said thiourea in the materials in any subsequent treatment to which the materials inay be subjected.
- the incorporation of thiourea may be effected prior to, at the sametime as, or subsequent to the coloration. of the materials.
- the improvement of the fastness of colorations, and particularly colorations produced with the above mentioned anthraquinone derivatives, by means of thiourea may be further accentuated by the simultaneous or separate application to, or incorporation in the materials of inorganic compounds having an alkaline reaction, that is to say, substances which are alkaline and contain an inorganic base, for example an alkali metal or other borate, e. g. borax, or sodium carbonate, disodium hydrogen phosphate, sodium acetate, sodium palmitate, or potassium oleate.
- the alkaline substance should not be in such concentration, nor. should it be so basic or alkaline as to aifect deleteriously the material, e. g.
- the thiourea may be incorporatedin'the ma;- terial by any convenient method.
- the thiourea may be dissolved or otherwise incorporated in the spinning solutions used for the manufacture.
- an' acetone solution of cellulose acetate containing up to 2 per cent. of thiourea on the weight of cellulose acetate may be spun by dry spinning methods to produce cellulose acetate filaments which are capable of being directly dyed in fast shades with I amino anthraquinone dyestufisf lt will'be 'ap-' preciated that care should be'taken' to avoid any subsequent treatment tending to remove "the thiourea from the material.
- the thiourea is applied either during a process 10f dyeing the material, or during a finishing treatment or other aftertreatment.
- the thiourea may be applied in any suitable form.
- the thiourea may for instance be applied in solution in water, alcohol or other organic solvent.
- the percentage of thiourea incorporated in the material may vary considerably and excellent results have been obtained by incorporating up to 2 per cent. of thiourea, for example 0.2 to 1 per cent of thiourea; in the material. 7
- the thiourea may be incorporated in more or less concentrated dye preparations yielding by dilution with water, soap solution or the like, dyebaths suitable for the direct coloration of the textile materials in fast shades.
- the concentrated preparations may be in solid, powdered, paste, or liquid form, and may or may not contain other materials facilitating the application of the thiourea or the dyestuii's. For example they may contain dispersing agents and/or protective colloids to facilitate the dispersion of insoluble dyestufis or to maintain the dyestufis in the dispersed state.
- Example 1 shades with an alkylated 1:4-diaminoanthraquinone derivative, is impregnated in this bath, centrifuged and dried.
- Example 2 'A woven fabric of cellulose acetate is, after dyeing, padded in a bath containing 2 grams per litre of thiourea and 2 grams per litre of borax. The excess liquid is pressed out and the material dried and finished.
- the invention is of particular value in rendering fast to the combined agencies of light and acid coloring matters pro-'- prised with anthraquinone derivatives containing free amino or alkyl amino or arylamino groups.
- Coloring matters of this class are capable of yielding valuable colorationsf on cellulose esterand ether materials which are difficult to secure by means of other coloring matters. For this reason the incorporation of thiourea is most valuable in,co nnection withithe treatment of textile materials made of cellulose acetate or other cellulose esters or ethers, for instance cellulose form'ate, cellulose propionate', cellulose butyrate, or
- cellulose ester or. methyl, ethyl, or benzyl cellulose or other cellulose ether, or materials containing such cellulose derivatives associated with other fibres, suchior example as wool, cot ton, regenerated cellulose and silk.
- the invention may, however, be applied to the treatment of materials consisting wholly of fibres other than cellulose derivative fibres.
- Method of improving the fastness of color-' ations on textile materials comprising organic derivatives of cellulose comprising incorporatingv thiourea in the materials and retaining said thiourea in the materials during any, ishing treatment.
- Method of improving the fastness of colorasubsequent fintions on textile materials comprising cellulose acetate comprising incorporating thiourea in the materials and retaining said thiourea in the materials during any subsequent finishing treatment.
- Method of improving the fastness of colorations on textile materials comprising cellulose acetate dyed with amino anthraquinone dyestufis comprising incorporating thiourea in, the materials and retaining said thiourea'in the materials during any subsequent'finishing treatment.
- Method of improving the fastness of colorations on textile materials comprising incorporating up to 2% of the weight of the materials of thiourea in the materials and retaining said thiourea in the materials during any subsequent finishing treatment.
- Method of improving the fastness of colorations on textile materials comprising cellulose acetate dyed with amino anthraquinonedyestufis comprising incorporating up-to 2% of the weight of the materials of thiourea in the materials and retaining said thiourea in the materials during any subsequent finishing treatment.
- Textile materials comprising cellulose acetate and colored with an anthraquinone dyestuflf and containing up to 2% of their weight 01' thiourea.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Description
Patented Sept. 4, 1934 UNlT-ED STATES 1,972,111 COLORATION or TEXTILE MA'TERIALS George Rivat, Lyon, France, assignor to Celamse' Corporation of America, a corporation of Delaware No Drawing. Application February 18, 1932, Serial No. 593,884. In Great Britain February 14 Claims.
This invention relates to the treatment of textile materials, forexample filaments, fibres, threads, or fabrics, and in particular textile materials made of or containing cellulose esters or ethers,
5 to obtain fast colorations thereon.
It has been observed that colorations produced with some dyestuffs and especially with anthraquinone derivatives containing free amino or alkyl amino groups lack fastness to the combined l0 agencies of acid and light. In view of the fact that materials" are frequently required to withstand acid treatment and may also come into contact with acid combustion products in the atmosphere, this lack of fastness constitutes a certain drawback to the use of the aforesaid anthraqujnone derivatives as coloring. matters.
U. S. application S. No. 450,308 filed 6th May, 1930, describesimproving the fastness of colorations on textile materialswith the aid of one or more alkyl, aryl, or aralkyl derivatives of urea, thiourea, or guanidine. I have now found that the fastness of colorations, and particularly of colorations produced with anthraquinone derivatives containing free amino or alkyl amino or arylamino groups, especially 1:4-diaminoanthraquinone derivatives may be improved by means of,
thiourea itself.
- According to the present invention therefore, the fastness of colorations on textile materials is improved by incorporating in the materials thioureaand retaining said thiourea in the materials in any subsequent treatment to which the materials inay be subjected. The incorporation of thiourea may be effected prior to, at the sametime as, or subsequent to the coloration. of the materials. I
The improvement of the fastness of colorations, and particularly colorations produced with the above mentioned anthraquinone derivatives, by means of thiourea may be further accentuated by the simultaneous or separate application to, or incorporation in the materials of inorganic compounds having an alkaline reaction, that is to say, substances which are alkaline and contain an inorganic base, for example an alkali metal or other borate, e. g. borax, or sodium carbonate, disodium hydrogen phosphate, sodium acetate, sodium palmitate, or potassium oleate. The alkaline substance should not be in such concentration, nor. should it be so basic or alkaline as to aifect deleteriously the material, e. g. by hydrolysis'in the case of cellulose ester materials. Other substances adapted to increase the fastness of colorations may also be employed with thiourea in accordance with the present, invention, for example the substances 'mentionedin U, S.Paten't No.
1,723,230, U. S. applications S. Nos. 449,082 filed 1st May, 1930, 450,308 filed 6th May, 1930, 523,940 filed 19th March, 1931, 523,941filed 19thMarch, 1931, and British applicationNo. 4341/31 filed 11th February, 1931.
The thiourea may be incorporatedin'the ma;- terial by any convenient method. Thusfor ex ample in the case of artificial filaments of cellulose derivatives the thiourea may be dissolved or otherwise incorporated in the spinning solutions used for the manufacture. For instance,an' acetone solution of cellulose acetate containing up to 2 per cent. of thiourea on the weight of cellulose acetate may be spun by dry spinning methods to produce cellulose acetate filaments which are capable of being directly dyed in fast shades with I amino anthraquinone dyestufisf lt will'be 'ap-' preciated that care should be'taken' to avoid any subsequent treatment tending to remove "the thiourea from the material.
Preferably however the thiourea is applied either during a process 10f dyeing the material, or during a finishing treatment or other aftertreatment. In these cases the thiourea may be applied in any suitable form. The thiourea may for instance be applied in solution in water, alcohol or other organic solvent. The percentage of thiourea incorporated in the material may vary considerably and excellent results have been obtained by incorporating up to 2 per cent. of thiourea, for example 0.2 to 1 per cent of thiourea; in the material. 7
The thiourea may be incorporated in more or less concentrated dye preparations yielding by dilution with water, soap solution or the like, dyebaths suitable for the direct coloration of the textile materials in fast shades. The concentrated preparations may be in solid, powdered, paste, or liquid form, and may or may not contain other materials facilitating the application of the thiourea or the dyestuii's. For example they may contain dispersing agents and/or protective colloids to facilitate the dispersion of insoluble dyestufis or to maintain the dyestufis in the dispersed state.
The following examples illustrate the invention without being in any way limitative:
Example 1 shades with an alkylated 1:4-diaminoanthraquinone derivative, is impregnated in this bath, centrifuged and dried.
Example 2 'A woven fabric of cellulose acetate is, after dyeing, padded in a bath containing 2 grams per litre of thiourea and 2 grams per litre of borax. The excess liquid is pressed out and the material dried and finished.
As already indicated the invention is of particular value in rendering fast to the combined agencies of light and acid coloring matters pro-'- duced with anthraquinone derivatives containing free amino or alkyl amino or arylamino groups.
Coloring matters of this class are capable of yielding valuable colorationsf on cellulose esterand ether materials which are difficult to secure by means of other coloring matters. For this reason the incorporation of thiourea is most valuable in,co nnection withithe treatment of textile materials made of cellulose acetate or other cellulose esters or ethers, for instance cellulose form'ate, cellulose propionate', cellulose butyrate, or
other cellulose ester, or. methyl, ethyl, or benzyl cellulose or other cellulose ether, or materials containing such cellulose derivatives associated with other fibres, suchior example as wool, cot ton, regenerated cellulose and silk. The invention may, however, be applied to the treatment of materials consisting wholly of fibres other than cellulose derivative fibres.
What I claim and desire to secureby Letters- Patent is:
1. Method of improving the fastness of color-' ations on textile materialscomprising organic derivatives of cellulose comprising incorporatingv thiourea in the materials and retaining said thiourea in the materials during any, ishing treatment.
2. Method of improving the fastness of colorasubsequent fintions on textile materials comprising cellulose acetate comprising incorporating thiourea in the materials and retaining said thiourea in the materials during any subsequent finishing treatment.
3. Method of improving the fastness of colorations on textile materials comprising organic derivatives of cellulose dyed with anthraquinone dyestuffs comprising incorporating thiourea in the materials and retaining said thiourea in the materials during any subsequent finishing treatment.
4. Method of improving the fastness of colorations on textile materials comprising cellulose acetate dyed with amino anthraquinone dyestufis comprising incorporating thiourea in, the materials and retaining said thiourea'in the materials during any subsequent'finishing treatment.
5." Method of improving the fastness of colorations on textile materials comprising incorporating up to 2% of the weight of the materials of thiourea in the materials and retaining said thiourea in the materials during any subsequent finishing treatment. 1
6. Method of improving the fastness of colorations on textile materials comprising cellulose acetate dyed with amino anthraquinonedyestufis comprising incorporating up-to 2% of the weight of the materials of thiourea in the materials and retaining said thiourea in the materials during any subsequent finishing treatment.
7. Method of improving the fastness of colorations on textile materials comprising incorporating therein thiourea and a substance having an alkaline reaction and retaining said thiourea and thesubstance having an alkaline reaction in the materials during any subsequentv finishing treatment. I
.8. Methodof improving the fastness of colorationson textile materials comprising cellulose acetate dyed with amino anthraquinone dyestuffs comprising incorporating therein thiourea and a substance having an alkaline reaction and retaining said thiourea and the substance having an. alkaline reaction in the materials during any subsequent finishing treatment;
9. Method of improving the'iastness of colorations on textile materials comprising cellulose acetate dyed with amino anthraquinone dyestuffs to 2% of their weight of thiourea.
14. Textile materials comprising cellulose acetate and colored with an anthraquinone dyestuflf and containing up to 2% of their weight 01' thiourea.
- I GEORGE RIVAT.
Publications (1)
Publication Number | Publication Date |
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US1972111A true US1972111A (en) | 1934-09-04 |
Family
ID=3426536
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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US1972111D Expired - Lifetime US1972111A (en) |
Country Status (1)
Country | Link |
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US (1) | US1972111A (en) |
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0
- US US1972111D patent/US1972111A/en not_active Expired - Lifetime
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