US2364725A - Process for improving the dyeings - Google Patents
Process for improving the dyeings Download PDFInfo
- Publication number
- US2364725A US2364725A US2364725DA US2364725A US 2364725 A US2364725 A US 2364725A US 2364725D A US2364725D A US 2364725DA US 2364725 A US2364725 A US 2364725A
- Authority
- US
- United States
- Prior art keywords
- dyeings
- fastness
- prints
- copper
- textile
- 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 description 23
- 238000000034 method Methods 0.000 title description 7
- 239000004753 textile Substances 0.000 description 11
- 239000005749 Copper compound Substances 0.000 description 8
- 239000007864 aqueous solution Substances 0.000 description 8
- 150000001880 copper compounds Chemical class 0.000 description 8
- 229910052757 nitrogen Inorganic materials 0.000 description 8
- 239000000243 solution Substances 0.000 description 7
- 238000011282 treatment Methods 0.000 description 7
- 125000004433 nitrogen atom Chemical group N* 0.000 description 6
- 150000002894 organic compounds Chemical class 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 230000004075 alteration Effects 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 229920000742 Cotton Polymers 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 150000001879 copper Chemical class 0.000 description 3
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- 150000007514 bases Chemical class 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- WPDQDZDSUKIAED-UHFFFAOYSA-N 2,3-dimethyl-1h-benzimidazol-3-ium;chloride Chemical compound [Cl-].C1=CC=C2[N+](C)=C(C)NC2=C1 WPDQDZDSUKIAED-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- HNNQYHFROJDYHQ-UHFFFAOYSA-N 3-(4-ethylcyclohexyl)propanoic acid 3-(3-ethylcyclopentyl)propanoic acid Chemical compound CCC1CCC(CCC(O)=O)C1.CCC1CCC(CCC(O)=O)CC1 HNNQYHFROJDYHQ-UHFFFAOYSA-N 0.000 description 1
- TVEXGJYMHHTVKP-UHFFFAOYSA-N 6-oxabicyclo[3.2.1]oct-3-en-7-one Chemical compound C1C2C(=O)OC1C=CC2 TVEXGJYMHHTVKP-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 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
- 239000005639 Lauric acid Substances 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- -1 compounds sulphate Chemical class 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 1
- XTVVROIMIGLXTD-UHFFFAOYSA-N copper(II) nitrate Chemical compound [Cu+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O XTVVROIMIGLXTD-UHFFFAOYSA-N 0.000 description 1
- OPQARKPSCNTWTJ-UHFFFAOYSA-L copper(ii) acetate Chemical compound [Cu+2].CC([O-])=O.CC([O-])=O OPQARKPSCNTWTJ-UHFFFAOYSA-L 0.000 description 1
- HZBTZQVWJPRVDN-UHFFFAOYSA-J copper;disodium;5-[[4-[4-[[2,6-dioxido-3-[(2-oxido-5-sulfonatophenyl)diazenyl]phenyl]diazenyl]phenyl]phenyl]diazenyl]-2-oxidobenzoate;hydron Chemical compound [H+].[H+].[Na+].[Na+].[Cu+2].C1=C([O-])C(C(=O)[O-])=CC(N=NC=2C=CC(=CC=2)C=2C=CC(=CC=2)N=NC=2C(=C(N=NC=3C(=CC=C(C=3)S([O-])(=O)=O)[O-])C=CC=2[O-])[O-])=C1 HZBTZQVWJPRVDN-UHFFFAOYSA-J 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- PHOZXQMVPWPNAP-UHFFFAOYSA-L disodium 8-[[4-[4-[(4-ethoxyphenyl)diazenyl]phenyl]phenyl]diazenyl]-7-hydroxynaphthalene-1,3-disulfonate Chemical compound [Na+].[Na+].CCOc1ccc(cc1)N=Nc1ccc(cc1)-c1ccc(cc1)N=Nc1c(O)ccc2cc(cc(c12)S([O-])(=O)=O)S([O-])(=O)=O PHOZXQMVPWPNAP-UHFFFAOYSA-L 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- ZFMRLFXUPVQYAU-UHFFFAOYSA-N sodium 5-[[4-[4-[(7-amino-1-hydroxy-3-sulfonaphthalen-2-yl)diazenyl]phenyl]phenyl]diazenyl]-2-hydroxybenzoic acid Chemical compound C1=CC(=CC=C1C2=CC=C(C=C2)N=NC3=C(C=C4C=CC(=CC4=C3O)N)S(=O)(=O)O)N=NC5=CC(=C(C=C5)O)C(=O)O.[Na+] ZFMRLFXUPVQYAU-UHFFFAOYSA-N 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- FHIODWDKXMVJGO-UHFFFAOYSA-N sodium;8-anilino-5-[[4-[(5-sulfonaphthalen-1-yl)diazenyl]naphthalen-1-yl]diazenyl]naphthalene-1-sulfonic acid Chemical compound [Na+].C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1N=NC(C1=CC=CC=C11)=CC=C1N=NC(C1=CC=CC(=C11)S(O)(=O)=O)=CC=C1NC1=CC=CC=C1 FHIODWDKXMVJGO-UHFFFAOYSA-N 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- VRVDFJOCCWSFLI-UHFFFAOYSA-K trisodium 3-[[4-[(6-anilino-1-hydroxy-3-sulfonatonaphthalen-2-yl)diazenyl]-5-methoxy-2-methylphenyl]diazenyl]naphthalene-1,5-disulfonate Chemical compound [Na+].[Na+].[Na+].COc1cc(N=Nc2cc(c3cccc(c3c2)S([O-])(=O)=O)S([O-])(=O)=O)c(C)cc1N=Nc1c(O)c2ccc(Nc3ccccc3)cc2cc1S([O-])(=O)=O VRVDFJOCCWSFLI-UHFFFAOYSA-K 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
- 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
- D06P1/655—Compounds containing ammonium groups
- D06P1/66—Compounds containing ammonium groups containing quaternary ammonium groups
-
- 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
- D06P1/36—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 mordant dyes ; using metallisable 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
- Y10S8/918—Cellulose textile
Definitions
- This aitertreatment may influence the fastness to light of the dyeings in an unfavorable manner.
- copper salts copper sulphate, copper nitrate, copper chloride, copper acetate,
- Example 2 Cotton yarn is dyed with 3% Direct Brown M (Schultz Farbstofitabellen 1931, vol 1, No. 412) with addition of 30% sodium sulphate crystals, calculated on the weight of yarn. Dyeing is carried out 1 hour at 95 C. in a liquor-to-material ratio of 20:1. Hereupon the yarn is rinsed with water and is entered into a second bath, which contains 0.5% -heptadecyl-NrN-dimethylbenzimidazolium chloride, as well as 2% copper sulphate, calculated on the weight of the yarn. The yarn is worked for 20 minutes at 35 C. and is hereupon hydro-extracted. The fastness to light of this dyeing is equal to that 01 an untreated dyeing, whilst the fastness'to water is appreciably better.
- dimethylbenzimidazolium chloride may be replaced by other cationactive substances-(mentioned in the second paragraph of the present patent specification). Further, for the present process, the following dyestuffs, among others, are suitable:
- Cotton Yellow (“H (Schultz Farbstoittabellen 1931, vol. 1, No. 726) Cupranil Brown R- id., 1931, vol. 1, No. 682)
- F Direct Fast Scarlet B 19 1 N0. 584) may be mentmned' Direct Violet 2B 19 1, vol 11 N0. 502)
Description
Patented Dec. 12, 1944 2,364,725
PROCESS FOR I MPROVING THE DYEINGS AND PRINTS PREPARED WITH WATER- SOLUBLE DYESTUFFS Albert Landolt. Riehen. and Andreas Ruperti,
Arlesheim,- Switzerland, assiznors to the firm of Society of Chemical Industry in Basic, Basel,
Switzerland No Drawing. Application October 13, 1939, Serial No. 299,390. In Switzerland October 13, 1938 8 Claims.
It is known that the wet-fastnesses of dyeings and prints, which have been prepared with the help of water-soluble dyestuffs, may be increased by aftertreatment with high-molecular Example 1 Cotton sateen is dyed with 3% Direct Fast Scarlet 8BS'(Schultz Farbstofftabellen, vol 1,
Organic compounds, if necessary in the form NO. 534, 1931) with 9.11 addition of 30% sodium of their salts. As high-molecular compounds sulphate s ls. calculated on t Weight of th come outstandingly in question those which conmaterial. Dyeing is Carried o for /4 u at tain nitrogen and which are definitely basic or in a q fi r o Of 3 The are prepared by condensation of formaldehyde material is hereupon rinsed with water and is with compounds containing nitrogen Th 10 subjected to aftertreatment in the following latter may be capable or incapable of being hardened.
The high-molecular compounds which here come under consideration are known in great numbers from the relevant literature. For example, so-called cationactive substances come in question, such as are mentioned in great numbers in the U. S. patent specifications 2,004,476, 1,948,924, 2,096,534, 2,061,860, 2,077,831, 2,132,074 and 2,149,527, and British patent specification 441,767. Among these products, those are particularly valuable which contain at least one high-molecular aliphatic radical (or a radical which behaves as such, e. g. the radical of a naphthenic acid), in addition to at least one basic nitrogen atom. Particularly useful are those products which contain a straightline chain of 10 to 18 carbon atoms, such as the radicals of 'lauric acid, of coco oil fatty acid, of stearic acid, of oleic acid, etc.
This aitertreatment may influence the fastness to light of the dyeings in an unfavorable manner.
It has now been found that this disadvantage may be eliminated if an aftertreatment with copper salts is combined with the aftertreatment with the aqueous solution of high-molecular basic compounds, These combined treatments can be carried out one after the other in any desired order; it is however preferable to unite them, so that the dyeings and the prints are treated at the same time with the organic and the copper compounds, for example, with baths which contain copper salts in addition to salts of high-molecular organic basic compounds: if required, the dry treatment at raised temperatures may also hereupon take place.
As suitable copper salts, copper sulphate, copper nitrate, copper chloride, copper acetate,
bath: 1% of 4-stearoylamino-benzol-1-trimethylammonium-methyl-sulphate aswell as 2% of copper sulphate crystals, calculated on the weight of cotton material. Treatment is carried out for V hour at 30 C. in a liquor-to-cloth ratio of 25:1, after which the material is squeezed and dried. The fastness to light is improved in comparison with that of a dyeing aftertreated with 4-stearoylamino-benzol-l-trimethylammonium-methyl-sulphate alone.
Example 2 Cotton yarn is dyed with 3% Direct Brown M (Schultz Farbstofitabellen 1931, vol 1, No. 412) with addition of 30% sodium sulphate crystals, calculated on the weight of yarn. Dyeing is carried out 1 hour at 95 C. in a liquor-to-material ratio of 20:1. Hereupon the yarn is rinsed with water and is entered into a second bath, which contains 0.5% -heptadecyl-NrN-dimethylbenzimidazolium chloride, as well as 2% copper sulphate, calculated on the weight of the yarn. The yarn is worked for 20 minutes at 35 C. and is hereupon hydro-extracted. The fastness to light of this dyeing is equal to that 01 an untreated dyeing, whilst the fastness'to water is appreciably better.
4 stearoylamino-benzol-l-trimenthylammonium-methyl-sulphate and -heptadecyl-N:N-
dimethylbenzimidazolium chloride may be replaced by other cationactive substances-(mentioned in the second paragraph of the present patent specification). Further, for the present process, the following dyestuffs, among others, are suitable:
Cotton Yellow ("H (Schultz Farbstoittabellen 1931, vol. 1, No. 726) Cupranil Brown R- id., 1931, vol. 1, No. 682) F Direct Fast Scarlet B 19 1 N0. 584) may be mentmned' Direct Violet 2B 19 1, vol 11 N0. 502) The treatment according to the present ingirectz glklle g wu gs; 1'60 y ue 0.
vention results in an improvement of wet fast Direct Copper Blue BR ,1932VOL 2, page 88) id. Direct Fast Black B id., 1932, vol. 2, page 88) Chlorantine Fast Brown BRLL.. id., 1932, vol. 2, page 48) Chlorantine Fast Grey BLL.. id., 1932, vol. 2, page 48) Chlorantine Fast Black L id., 1932, vol. 2, page 49) What we claim is:
l. The improvement in the process of increasing the fastness properties of dyeings and prints, which have been obtained by means of a watersoluble dyestuff and aftertreatment with an aqueous solution of a cation-active high molecular basic organic compound which contains at least one basic nitrogen atom and at least one high molecular radial selected from the high molecular radicals of the aliphatic and the cycloaliphatic series, without substantial alteration in the shade of said dyeings and prints, consisting in combining the aftertreatment with a treatment with a solution of a copper compound, whereby the wet-fastness of the dyeings and prints is-enhanced and the light fastness is of a magnitude at least equal to that of the original dyeing.
2. The improvement in the process of increasing the fastness properties of dyeings and prints, which have been obtained by means of a watersoluble dyestufi and aftertreatment with an aqueous solution of a cation-active high molecular basic organic compound which contain at least one basic nitrogen atom and at least one high molecular radical selected from the high molecular radicals of the aliphatic and the cycloaliphatic series, without substantial alteration in the shade of said dyeings and prints, consisting in combining the aftertreatment with a simultaneous treatment with a solution of a copper compound, whereby the wet-fastness of the dyeings and prints is enhanced and the light fastness is of a magnitude at least equal to that of the original dyeing.
3. The improvement in the process of increasing the fastness properties of dyeings and prints, which have been obtained by means of a watersoluble dyestufl and aftertreatment with an aqueous solution of a cation-active high molecular basic organic compound which contains at least one basic nitrogen atom and at least one aliphatic radical which consists of a straight chain'of to 18 carbon atoms, without substantial alteration in the shade of said dyeings and prints, consisting in combining the aftertreatment with a treatment with a solution of a copper compound, whereby the wet-fastness of the dyeings and prints is enhanced and the light fastness is of a magnitude at least equal to that of the original dyeing.
4. The improvement in the process of-increasing the fastness properties of dyeings and prints, which have been obtained by means of a Watersoluble dyestufi and aitertreatment with an aqueous solution of a cation-active high molecular basic organic compound which contains at least 7 one basic nitrogen atom and at least one aliphatic radical which consists of a straight chain of 10 to 18 carbon atoms, without substantial alteration in the shade of said dyeings and prints, conmolecular radicals of the aliphatic and cycloaliphatic series and with a solution oi a copper compound, the wet-fastness of the aftertreated textile being superior and the light fastness thereof being of a magnitude at least equal to that of the untreated colored textile.
6. A textile colored with a water-soluble dyestufi and aftertreated simultaneously with an aqueous solution of 4-stearoylamino-benzol-1- trimethylammonium-methyl-sulfate and with a solution of a copper compound, the wet-fastness of the aftertreated textile being superior and the light fastness thereof being of a magnitude at least equal to that of the untreated colored textile.
7. A textile colored with a water-soluble dyestufi and aftertreated simultaneously with an aqueous solution of a-heptadecyl-N:N-dimethylbenzimidazolium chloride and with a solution of a copper compound, the wet-fastness of the aftertreated textile being superior and the light fastness thereof being of a magnitude at least equal to that of the untreated colored textile.
8. A textile colored with a water-soluble dyestuff and after treated simultaneously with an aqueous solution of a cation-active high molecular basic organic compound which contains at least one quaternary basic nitrogen atom and at least one straight-line chain of ten to eighteen carbon atoms and with a solution of a copper compound, the wet-fastness of the aftertreated textile being superior and the light fastness thereof being of a magnitude at least equal to that of the untreated colored textile.
ALBERT LANDOLT. ANDREAS RUPERTI.
Publications (1)
Publication Number | Publication Date |
---|---|
US2364725A true US2364725A (en) | 1944-12-12 |
Family
ID=3434140
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US2364725D Expired - Lifetime US2364725A (en) | Process for improving the dyeings |
Country Status (1)
Country | Link |
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US (1) | US2364725A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2649354A (en) * | 1947-12-01 | 1953-08-18 | Sandoz Ltd | Process for improving fastiness properties of direct dyestuffs |
US2861863A (en) * | 1952-12-19 | 1958-11-25 | Basf Ag | Improvement of fastness of cellulosic fibers with a polymerization product of basic vinyl compounds |
US2897162A (en) * | 1953-08-14 | 1959-07-28 | Ici Ltd | Water-soluble organic nitrogen compounds |
-
0
- US US2364725D patent/US2364725A/en not_active Expired - Lifetime
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2649354A (en) * | 1947-12-01 | 1953-08-18 | Sandoz Ltd | Process for improving fastiness properties of direct dyestuffs |
US2861863A (en) * | 1952-12-19 | 1958-11-25 | Basf Ag | Improvement of fastness of cellulosic fibers with a polymerization product of basic vinyl compounds |
US2897162A (en) * | 1953-08-14 | 1959-07-28 | Ici Ltd | Water-soluble organic nitrogen compounds |
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