EP0162018B1 - Procédé de teinture ou d'impression de tissu contenant de la cellulose avec des colorants de cuve - Google Patents
Procédé de teinture ou d'impression de tissu contenant de la cellulose avec des colorants de cuve Download PDFInfo
- Publication number
- EP0162018B1 EP0162018B1 EP85810223A EP85810223A EP0162018B1 EP 0162018 B1 EP0162018 B1 EP 0162018B1 EP 85810223 A EP85810223 A EP 85810223A EP 85810223 A EP85810223 A EP 85810223A EP 0162018 B1 EP0162018 B1 EP 0162018B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- mol
- carbon atoms
- ethylene oxide
- process according
- adduct
- 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
Links
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- 238000007639 printing Methods 0.000 title claims description 21
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- 238000004043 dyeing Methods 0.000 title claims description 11
- 239000000984 vat dye Substances 0.000 title claims description 10
- 239000004744 fabric Substances 0.000 title description 13
- 125000004432 carbon atom Chemical group C* 0.000 claims description 81
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 74
- 239000000203 mixture Substances 0.000 claims description 40
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 38
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- 150000004665 fatty acids Chemical class 0.000 claims description 26
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 25
- 239000000194 fatty acid Substances 0.000 claims description 25
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- 238000002360 preparation method Methods 0.000 claims description 24
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- 238000005187 foaming Methods 0.000 description 6
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- JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 description 6
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 5
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- 229910052783 alkali metal Inorganic materials 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 239000003999 initiator Substances 0.000 description 4
- JXUKQCUPTNLTCS-UHFFFAOYSA-N vat green 1 Chemical compound C1=CC=C[C]2C(=O)C(C3=C45)=CC=C4C(C4=C67)=CC=C7C(=O)[C]7C=CC=CC7=C6C=C(OC)C4=C5C(OC)=CC3=C21 JXUKQCUPTNLTCS-UHFFFAOYSA-N 0.000 description 4
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 3
- 244000060011 Cocos nucifera Species 0.000 description 3
- 235000013162 Cocos nucifera Nutrition 0.000 description 3
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 3
- 125000003342 alkenyl group Chemical group 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 230000007717 exclusion Effects 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 229940055577 oleyl alcohol Drugs 0.000 description 3
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 3
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 3
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- 235000011152 sodium sulphate Nutrition 0.000 description 3
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- 239000000988 sulfur dye Substances 0.000 description 3
- DFQDHMNSUGBBCW-UHFFFAOYSA-N 1,4-diamino-1,4-dioxobutane-2-sulfonic acid Chemical compound NC(=O)CC(C(N)=O)S(O)(=O)=O DFQDHMNSUGBBCW-UHFFFAOYSA-N 0.000 description 2
- LDMOEFOXLIZJOW-UHFFFAOYSA-N 1-dodecanesulfonic acid Chemical compound CCCCCCCCCCCCS(O)(=O)=O LDMOEFOXLIZJOW-UHFFFAOYSA-N 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
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- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
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- 150000001340 alkali metals Chemical class 0.000 description 2
- 125000005037 alkyl phenyl group Chemical group 0.000 description 2
- 150000008051 alkyl sulfates Chemical class 0.000 description 2
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- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
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- 235000019961 diglycerides of fatty acid Nutrition 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 description 1
- 229910000397 disodium phosphate Inorganic materials 0.000 description 1
- 235000019800 disodium phosphate Nutrition 0.000 description 1
- 239000000986 disperse dye Substances 0.000 description 1
- VFNGKCDDZUSWLR-UHFFFAOYSA-L disulfate(2-) Chemical compound [O-]S(=O)(=O)OS([O-])(=O)=O VFNGKCDDZUSWLR-UHFFFAOYSA-L 0.000 description 1
- VPNOHCYAOXWMAR-UHFFFAOYSA-N docosan-1-amine Chemical compound CCCCCCCCCCCCCCCCCCCCCCN VPNOHCYAOXWMAR-UHFFFAOYSA-N 0.000 description 1
- 229960000878 docusate sodium Drugs 0.000 description 1
- 229940043264 dodecyl sulfate Drugs 0.000 description 1
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- UNXHWFMMPAWVPI-ZXZARUISSA-N erythritol Chemical compound OC[C@H](O)[C@H](O)CO UNXHWFMMPAWVPI-ZXZARUISSA-N 0.000 description 1
- 235000019414 erythritol Nutrition 0.000 description 1
- 229940009714 erythritol Drugs 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- 230000002070 germicidal effect Effects 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 150000003944 halohydrins Chemical class 0.000 description 1
- 239000011487 hemp Substances 0.000 description 1
- KAJZYANLDWUIES-UHFFFAOYSA-N heptadecan-1-amine Chemical compound CCCCCCCCCCCCCCCCCN KAJZYANLDWUIES-UHFFFAOYSA-N 0.000 description 1
- 150000002431 hydrogen Chemical group 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- 229940050176 methyl chloride Drugs 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 235000019960 monoglycerides of fatty acid Nutrition 0.000 description 1
- DBNYMXPUYZOHQN-UHFFFAOYSA-N n'-[2-(octadecylamino)ethyl]ethane-1,2-diamine Chemical compound CCCCCCCCCCCCCCCCCCNCCNCCN DBNYMXPUYZOHQN-UHFFFAOYSA-N 0.000 description 1
- LMTSQIZQTFBYRL-UHFFFAOYSA-N n'-octadecylethane-1,2-diamine Chemical compound CCCCCCCCCCCCCCCCCCNCCN LMTSQIZQTFBYRL-UHFFFAOYSA-N 0.000 description 1
- 150000002791 naphthoquinones Chemical class 0.000 description 1
- VIKNJXKGJWUCNN-XGXHKTLJSA-N norethisterone Chemical compound O=C1CC[C@@H]2[C@H]3CC[C@](C)([C@](CC4)(O)C#C)[C@@H]4[C@@H]3CCC2=C1 VIKNJXKGJWUCNN-XGXHKTLJSA-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
- 239000003921 oil Substances 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 150000002924 oxiranes Chemical class 0.000 description 1
- IZUPBVBPLAPZRR-UHFFFAOYSA-N pentachlorophenol Chemical class OC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl IZUPBVBPLAPZRR-UHFFFAOYSA-N 0.000 description 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229920000233 poly(alkylene oxides) Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 150000007519 polyprotic acids Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical compound CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 description 1
- 229960003656 ricinoleic acid Drugs 0.000 description 1
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 239000003352 sequestering agent Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical compound [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 239000004328 sodium tetraborate Substances 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 210000002023 somite Anatomy 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000001117 sulphuric acid Substances 0.000 description 1
- 239000000271 synthetic detergent Substances 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 229910000406 trisodium phosphate Inorganic materials 0.000 description 1
- 235000019801 trisodium phosphate Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06N—WALL, FLOOR, OR LIKE COVERING MATERIALS, e.g. LINOLEUM, OILCLOTH, ARTIFICIAL LEATHER, ROOFING FELT, CONSISTING OF A FIBROUS WEB COATED WITH A LAYER OF MACROMOLECULAR MATERIAL; FLEXIBLE SHEET MATERIAL NOT OTHERWISE PROVIDED FOR
- D06N3/00—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof
- D06N3/04—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof with macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D06N3/06—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof with macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds with polyvinylchloride or its copolymerisation products
-
- 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
- D06P1/96—Dyeing characterised by a short bath ratio
- D06P1/965—Foam dyeing
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06N—WALL, FLOOR, OR LIKE COVERING MATERIALS, e.g. LINOLEUM, OILCLOTH, ARTIFICIAL LEATHER, ROOFING FELT, CONSISTING OF A FIBROUS WEB COATED WITH A LAYER OF MACROMOLECULAR MATERIAL; FLEXIBLE SHEET MATERIAL NOT OTHERWISE PROVIDED FOR
- D06N3/00—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof
- D06N3/04—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof with macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
-
- 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
-
- 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
- D06P1/60—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 polyethers
- D06P1/613—Polyethers without nitrogen
- D06P1/6131—Addition products of hydroxyl groups-containing compounds with oxiranes
- D06P1/6133—Addition products of hydroxyl groups-containing compounds with oxiranes from araliphatic or aliphatic alcohols
-
- 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
- Example X describes a two-stage process for dyeing cotton, in which the dyeing is carried out with a foamed composition which contains a sulfur dye.
- GB-A-871 193 discloses a process for dyeing cellulose-containing textile goods, polyacrylamide polymers being used as migration inhibitors.
- the present invention relates to a process for dyeing or printing cellulose-containing textile material with vat dyes and with the aid of foam which contains graft polymers.
- the process is characterized in that, with the exclusion of air, a foamed, aqueous preparation is used which contains dyes, foaming agents, reducing agents, alkalis and a graft polymer which consists of an adduct of an alkylene oxide with an at least trihydric aliphatic alcohol having 3 to 10 carbon atoms and acrylamide or Methacrylamide is available contains.
- the preparation can also contain mixtures of the polymers mentioned.
- the amounts used in which the acrylic acid amide graft polymers are added to the preparations to be foamed, alone or as a mixture, can range from 0.5 to 20 g / l in the form of aqueous solutions, depending on the process. Quantities of 0.5 to 10 g, preferably 1 to 5 g in the form of 2 to 10% aqueous solutions, per liter of non-foamed preparation have proven to be advantageous. Preference is given to graft polymers which can be obtained by graft polymerization of methacrylamide or, in particular, acrylamide onto an adduct of 4 to 100 mol, preferably 40 to 80 mol, of propylene oxide with 3 to 6 carbon atoms having trivalent to hexavalent alkanols.
- alkanols can be straight-chain or branched.
- alkanols can be straight-chain or branched. Examples include glycerol, trimethylolethane, trimethylolpropane, erythritol, pentaerythritol, mannitol or sorbitol.
- graft polymers are those which are prepared by grafting methacrylamide or acrylamide onto addition products of mixtures of ethylene oxide and propylene oxide or else of ethylene oxide alone with the polyhydric alcohols mentioned.
- Graft polymers of acrylamide and addition products of 40 to 80 moles of propylene oxide with 1 mole of glycerol have proven to be particularly suitable.
- the graft polymers used according to the invention advantageously contain 2.5 to 50% by weight of the defined adduct as the parent chain and 50 to 97.5% by weight of grafted methacrylamide or preferably acrylamide as the side chains.
- the graft polymers preferably have 2.5 to 30% by weight of the alkylene oxide adduct by definition and 70 to 97.5% by weight of grafted methacrylamide or, in particular, acrylamide.
- the amide content is more preferably 80 to 97.5% by weight, based on the graft polymer.
- those which contain 4 to 20% by weight of the adduct of 40 to 80 mol of propylene oxide with 1 mol of glycerol and 80 to 96% by weight of acrylamide as the parent chain are particularly preferred.
- the percentages given relate to the entire graft polymer.
- the graft polymers used according to the invention are prepared by methods known per se, expediently in such a way that (1) an adduct of an alkylene oxide with an at least trihydric aliphatic alcohol of 3 to 10 carbon atoms with (2) acrylamide or methacrylamide and in the presence of Catalysts, suitably polymerized at a temperature of 40 to 100 ° C.
- Free radical-forming organic or preferably inorganic initiators are expediently used as catalysts.
- Suitable organic initiators for carrying out the radical polymerization are, for. B. symmetrical peroxidicarbonates, butyl peroctoates, butyl perbenzoates, peracetates or peroxidicarbamates.
- Suitable inorganic initiators are hydrogen superoxide, perborates, persulfates or peroxidisulfates.
- the preferred initiator or activator is potassium peroxydisulfate.
- These catalysts can be used in amounts of 0.05 to 5 percent by weight, advantageously 0.05 to 2 percent by weight and preferably 0.1 to 1 percent by weight, based on the starting products.
- the graft polymerization is advantageously carried out in an inert atmosphere, e.g. B. carried out in a nitrogen atmosphere.
- the graft polymers are obtained as a very viscous mass.
- gel-like products with a dry content of e.g. B. 0.5 to 20 wt .-%, preferably 2 to 20 wt .-%.
- preservatives such as. B. chloroacetamide, N-hydroxymethylchloroacetamide, pentachlorophenolates, alkali metal nitrites, triethanolamine or preferably hydroquinone monomethyl ether or antibacterial agents, such as. B. sodium azide or surface-active quaternary ammonium compounds, which have one or two fatty alkyl radicals, are added. Mixtures of these preservatives and germicidal compounds can also advantageously be used.
- the particularly preferred 2 to 5% solutions of the graft polymers obtained have a viscosity of 3,000 to 150,000, preferably 15,000 to 120,000 and in particular 40,000 to 80,000 mPas at 25 ° C (milli Pascal second).
- the polyalkylene oxide adducts used to prepare the graft polymers generally have a molecular weight of 400 to 6000, preferably 3000 to 4500.
- the acid residue of these anionic surfactants is usually in salt form, i.e. e.g. B. as an alkali metal, ammonium or amine salt.
- salts are lithium, sodium, potassium, ammonium, trimethylamine, ethanolamine, diethanolamine or triethanolamine salts.
- Components (1) to (4) can be used alone or as mixtures with one another as foaming agents.
- the nonionic surfactant is advantageously a nonionic alkylene oxide addition product of 1 to 100 moles of alkylene oxide, e.g. As ethylene oxide and / or propylene oxide, on 1 mol of an aliphatic monoalcohol with at least 4 carbon atoms, a 3- to 6-valent aliphatic alcohol, an optionally substituted by alkyl or phenyl or a fatty acid with 8 to 22 carbon atoms.
- Preferred block polymers of the formula (1) are those in which R is alkyl or alkenyl of 4 to 18, preferably 8 to 16 carbon atoms, y 1 to 15, preferably 3 to 15, n 1 3 to 15 and n 2 0.
- Particularly advantageous block polymers are fatty alcohol polyglycol mixed ethers, in particular addition products of 3 to 10 ethylene oxide and 3 to 10 mol of propylene oxide with aliphatic monoalcohol of 8 to 16 carbon atoms, preferably alkanols of 8 to 16 carbon atoms.
- block polymers are advantageously composed of 10 to 50 percent by weight of ethylene oxide and 50 to 90 percent by weight of units derived from propylene oxide and have a molecular weight of 250 to 6000, in particular 350 to 3000.
- Siloxane-oxyalkylene copolymers can also be used as nonionic surfactants. These polymers are reaction products of halogen-substituted organopolysiloxanes and alkali metal salts of polyoxyalkylene, e.g. B. polyethylene or polypropylene glycols. Such connections are e.g. B. described in European Patent 30 919 or 49 832.
- Preferred block polymers and siloxane-oxyalkylene copolymers which are used as foaming agents or foam moderators expediently have a cloud point of 15 to 70 ° C., preferably 25 to 50 ° C.
- the cloud point is e.g. B. determined according to DIN 53 917.
- the foaming agents used according to the invention are preferably used in the form of mixtures of the above-mentioned anionic and / or nonionic surfactants.
- the foam-forming mixtures can contain quaternary ammonium salts.
- the latter can e.g. B. by reacting aliphatic fatty amines whose alkyl or alkenyl radicals have 8 to 24 carbon atoms, such as. B. dodecylamine, hexadecylamine, heptadecylamine, octadecylamine, tallow fatty amine, behenylamine or oleylamine or di- and triamines, such as. B.
- dodecylpropylenediamine, octadecylethylenediamine and octadecyldiethylenetriamine with 1 to 35 equivalents of an alkylene oxide, e.g. B. propylene oxide, but especially ethylene oxide or a mixture of propylene oxide and ethylene oxide and optionally additionally with 1 to 2 equivalents of styrene oxide and by subsequent reaction with conventional quaternizing agents, such as.
- methyl, ethyl or benzyl halide diethyl sulfate and especially dimethyl sulfate, halohydrins, halocarboxamides, such as. B. chloroacetamide.
- cationic auxiliaries with dimethyl sulfate, diethyl sulfate or C 1 -C 2 alkyl halides z.
- the foam-forming mixtures can be prepared by simply stirring the components with water. If desired, the foaming agents can be added to the treatment liquors in the form of one or more mixtures. The individual mixtures can also serve as a foam moderator, foam stabilizer or wetting agent.
- the amounts used, in which the foaming agents, preferably in the form of mixtures, are added to the treatment liquors, vary between 2 and 50 g, preferably between 2.5 and 20 g, per liter of treatment liquor to be foamed, depending on the printing process.
- Suitable dyes which can be used in the process according to the invention are the vat dyes usually used for dyeing or printing cellulose textile materials.
- vat dyes are e.g. B. to higher fused and heterocyclic benzoquinones or naphthoquinones, to sulfur dyes and in particular anthraquinone or indigoid dyes.
- vat dyes which can be used according to the invention are listed in the Color Index 3rd Edition (1971) Vol. 3 on pages 3649 to 3837 under the names "Sulfur Dyes” and "Vat Dyes”.
- the amount of the dyes generally depends on the desired color strength and is advantageously 0.1 to 100 g per liter of printing ink, preferably 5 to 60 g / l of printing ink.
- Sodium dithionite sodium hydrosulfite
- vatting a reducing agent for converting the vat dyes into the fiber-fine form of the leuco compound (vatting).
- the vatting takes place in an alkaline medium.
- alkaline compounds are sodium carbonate, sodium bicarbonate, sodium hydroxide, disodium phosphate, trisodium phosphate, borax, aqueous ammonia or alkali donors, such as. B. sodium trichloroacetate is used.
- the method according to the invention is particularly suitable for printing textiles which consist of or contain cellulose.
- cellulose material comes from regenerated or in particular natural cellulose, such as. B. cellulose, viscose silk, cellulose acetate, hemp, linen, jute or preferably cotton, and fiber mixtures such. B. those made of polyamide / cotton or in particular polyester / cotton, wherein the polyester portion can be printed with disperse dyes at the same time.
- the textile material can be in any form, such as. B. as yarn, skein, woven fabric, knitted fabric, felt, preferably in the form of textile fabrics such as woven or knitted fabric, which consist entirely or partially of native, regenerated or modified cellulose.
- the preparations to be foamed are expediently prepared by dissolving the dye and adding the acrylamide polymer, the foaming agent, the alkalis and reducing agents.
- the preparations can contain other conventional additives, e.g. B. electrolytes such as sodium chloride or sodium sulfate, glucose, urea, reduction catalysts, fixation accelerators, protective colloids, sulfobetaines, sequestering agents or, depending on the printing ink, also leveling agents and wetting agents.
- B. electrolytes such as sodium chloride or sodium sulfate, glucose, urea, reduction catalysts, fixation accelerators, protective colloids, sulfobetaines, sequestering agents or, depending on the printing ink, also leveling agents and wetting agents.
- the addition of thickeners is not necessary.
- the pH of the printing inks is usually 8 to 13.5, preferably 9 to 13.
- the foams can be produced on the commercially available foaming devices, the foams being excluded from the air by means of non-oxidizing blowing agents, for. B. using nitrogen, if desired also continuously.
- degrees of foaming i.e. Volume ratios of unfoamed to foamed preparation from 1: 2 to 1: 100, advantageously 1: 3 to 1: 30, preferably 1: 4 to 1:20, have been found to be suitable.
- the foams used according to the invention are distinguished by the fact that they are thick, dense and stable, i.e. are durable and usable for a long time.
- the foams used according to the invention preferably have half-lives of 1 minute to 6 hours, preferably 10 minutes to 1 hour.
- the foams can be applied evenly to the fiber materials using a wide variety of application techniques. Examples of some possibilities are: sucking in, blowing in, Press in or print.
- the foam color can be applied using the machines suitable for textile printing.
- the foam is advantageously applied by means of a screen printing machine, preferably in a closed system. Systems of this type are described, for example, in DE-OSs 3,034,802 and 3,034,803.
- the foams can be applied at a temperature of 10 to 105 ° C. It is preferably carried out at room temperature, i.e. approximately at 15 to 30 ° C. Based on the treated fabric, the foam application is generally 10 to 120, in particular 15 to 50 percent by weight.
- the foam is drained immediately upon contact with the tissue. If desired, the foam application can be repeated on the back of the fabric. It is also possible to apply different pressure foams to the front and back of the textile material.
- the foam application according to the invention is preferably carried out by first treating the treatment liquor in a suitable device in a closed system, e.g. B. under pressure, and in an inert atmosphere z. B. in a nitrogen atmosphere, foamed and transported the foam generated by means of pipes to the applicator.
- the foam is then applied to the textile fabric, preferably through a sieve or a sieve-like intermediate carrier, whereupon the foam is sucked into, pressed into or pressed into the goods.
- a perforated sheet, a latticework, network, wire mesh, screen drum or a screen template can be used as the screen or screen-like intermediate support.
- the printed textile material is subjected to a heat treatment process if necessary, then oxidized, soaped and finished in the usual way.
- the heat treatment is usually carried out by steaming and in the absence of air. It can also be carried out using microwaves. After impregnation with the pressure foam, the goods are treated in a chamber with the exclusion of air using microwaves.
- the textile materials printed with the dyeing foam are subjected to a treatment in a steamer with possibly superheated steam, expediently at a temperature of 60 to 120 ° C., preferably 100 to 106 ° C. Depending on the temperature, steaming can take 15 to 120 seconds.
- Microwaves are electromagnetic waves (radio waves) in the frequency range from 300 to 100,000 M Hz, preferably 1000 to 30,000 M Hz.
- the dyed cellulose-containing textile material can be washed out in a conventional manner in order to remove unfixed dye and to finally develop the color of the dyeing.
- the substrate is treated, for example, at from 40 ° C. to cooking temperature in a solution which contains soap or synthetic detergent.
- level and vivid color prints are obtained, which are characterized by sharpness and a good handle. Furthermore, the fastness to use of the colored goods, such as. B. Light fastness, fastness to rubbing and wet fastness are not adversely affected by the use of the defined acrylic acid amide polymer.
- the amounts of the dyes relate to commercial, i.e. coupé goods and with the aids on pure substance.
- the five-digit Color Index numbers (C.1.) Refer to the 3rd edition of the Color Index.
- a solution of 22.5 g of acrylamide, 2.5 g of an adduct of 52 moles of propylene oxide with 1 mole of glycerol and 0.04 g of potassium peroxydisulfate in 200 g of water is heated to 50 ° C. while stirring and passing over nitrogen and for 3 hours Temperature maintained.
- a solution of 0.03 g of potassium peroxydisulfate in 40 g of water is then added dropwise over the course of 60 minutes, and the very viscous solution is diluted with the addition of 300 ml of water over the course of 30 minutes.
- the reaction mixture is then kept at 50 ° C.
- a solution of 71.25 g of acrylamide, 3.75 g of an adduct of propylene oxide and glycerol with an average molecular weight of 4200 and 0.09 g of potassium peroxydisulfate in 600 g of water is introduced and heated to 50 ° C. with stirring and passing over nitrogen and Maintained at 50 ° C for 3 hours. The viscosity of the solution gradually increases.
- a solution of 0.06 g of potassium peroxydisulfate in 120 g of water is added dropwise over 60 minutes. About 10 minutes after the start of the dropping, the viscosity of the solution becomes so great that 600 g of water must be allowed to flow in over the next 20 minutes.
- the increasingly viscous solution is kept at 50 ° C. for a further 5 hours, with portions being diluted with an additional 400 g of water.
- 1.7 g of hydroquinone monomethyl ether are added, the mixture is cooled to room temperature with stirring and 1794 g of a free-flowing gel with a polymer content of 4.3% are obtained. Measured at 25 ° C, this gel has a viscosity of 64 202 mPas.
- a solution of 71.25 g of acrylamide, 3.75 g of an adduct of propylene oxide and pentaerythritol with an average molecular weight of 3350 and 0.09 g of potassium peroxydisulfate in 600 g of water is heated to 50 ° C. with stirring and passing over nitrogen and for 3 hours kept at 50 ° C.
- the viscosity of the solution gradually increases.
- a solution of 0.06 g of potassium peroxydisulfate in 120 g of water is then added dropwise over 60 minutes. The viscosity of the solution increases approximately 30 minutes after the dropping has ended. 600 g of water are therefore allowed to flow in over the next 20 minutes.
- the solution, which becomes more viscous, is then kept at 50 ° C.
- a solution of 17.8 g of acrylamide, 0.94 g of an adduct of 70 moles of propylene oxide and 6 moles of ethylene oxide with 1 mole of glycerol and 0.025 g of potassium peroxydisulfate in 250 g of water is heated to 50 ° C. with stirring and passing over nitrogen and for 3 hours kept at this temperature.
- the temperature of the solution is increased to 60-63 ° C. in the course of 20 minutes until the viscosity increases significantly and then cooled to 55 ° C.
- the increasingly viscous solution is kept at 55 ° C. for 5 hours.
- addition product specified in regulation 4 is replaced by a further addition product of 53 mol of propylene oxide and 1 mol of trimethylolpropane, 446 g of a gel with a graft polymer content of 4.2% are obtained. Measured at 25 ° C, this gel has a viscosity of 19,500 mPas.
- a solution of 17.24 g of acrylamide, 4.31 g of an adduct of 70 moles of propylene oxide with 1 mole of glycerol and 0.035 g of potassium peroxydisulfate in 200 g of water is heated to 50 ° C with stirring and nitrogen sparge and kept at this temperature for 4 hours. The increasingly viscous solution is then heated to 55 ° C. for 5 hours.
- a solution of 0.4 g of chloroacetamide and 0.4 g of hydroquinone monomethyl ether in 291 g of water is added to the gel, and 513 g of a gel with a polymer content of 4.2% are obtained. Measured at 25 ° C, this gel has a viscosity of 25 750 mPas.
- a mixture of 15.1 g of acrylamide, 6.5 g of an adduct of 70 moles of propylene oxide with 1 mole of glycerol and 0.025 g of potassium peroxydisulfate in 200 g of water is heated to 50 ° C. while stirring and passing over nitrogen and is kept at this temperature for 3 hours .
- the increasingly viscous solution is then heated to 55 ° C. for 5 hours.
- a solution of 0.4 g of chloroacetamide and 0.4 g of hydroquinone monomethyl ether in 291 g of water is added to the gel, and 512 g of a gel with a polymer content of 4.2% are obtained. Measured at 25 ° C, this gel has a viscosity of 16,300 mPas.
- a mixture of 13 g of acrylamide, 8.7 g of an adduct of 70 moles of propylene oxide with 1 mole of glycerol and 0.015 g of potassium peroxide disulfate in 150 g of water is heated to 50 ° C. while stirring and passing over nitrogen and is kept at this temperature for 4 hours.
- the increasingly viscous solution is then heated to 65 ° C. for 2 hours and to 60 ° C. for a further 3 hours.
- a solution of 0.4 g of chloroacetamide and 0.4 g of hydroquinone monomethyl ether in 347 g of water is added to the gel, and 519 g of a gel with a polymer content of 4.2% are obtained.
- This gel, measured at 25 ° C, has a viscosity of 15,582 mPas.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Coloring (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Claims (20)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH2456/84 | 1984-05-18 | ||
CH245684 | 1984-05-18 |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0162018A1 EP0162018A1 (fr) | 1985-11-21 |
EP0162018B1 true EP0162018B1 (fr) | 1988-06-29 |
Family
ID=4234235
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP85810223A Expired EP0162018B1 (fr) | 1984-05-18 | 1985-05-09 | Procédé de teinture ou d'impression de tissu contenant de la cellulose avec des colorants de cuve |
Country Status (6)
Country | Link |
---|---|
US (1) | US4613335A (fr) |
EP (1) | EP0162018B1 (fr) |
JP (1) | JPS60252788A (fr) |
KR (1) | KR850008508A (fr) |
CA (1) | CA1241802A (fr) |
DE (1) | DE3563547D1 (fr) |
Families Citing this family (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3761315D1 (de) * | 1986-05-16 | 1990-02-08 | Ciba Geigy Ag | Verfahren zum bedrucken oder faerben von cellulosehaltigem textilgut. |
EP0246184A3 (fr) * | 1986-05-16 | 1988-12-07 | Ciba-Geigy Ag | Procédé d'impression ou de teinture de matières textiles cellulosiques |
EP0295205A1 (fr) * | 1987-06-05 | 1988-12-14 | Ciba-Geigy Ag | Procédé de teinture ou apprêt par foulardage avec fixation à la continue de matières textiles |
CA1318054C (fr) * | 1988-10-03 | 1993-05-18 | Hans-Ulrich Berendt | Polymeres greffes solubles ou dispersables dans l'eau, preparation et utilisation de ces polymeres |
US5632782A (en) * | 1994-09-01 | 1997-05-27 | Clariant Finance (Bvi) Ltd. | Exhaust dyeing process for sulphur dyes |
US20050241078A1 (en) * | 2004-04-28 | 2005-11-03 | Gaston Systems, Inc. | Method and apparatus for dyeing cellulosic textile substrates with an inert leuco state dye and dyed product |
US7913524B2 (en) * | 2004-04-28 | 2011-03-29 | Gaston Systems, Inc. | Apparatus for dyeing textile substrates with foamed dye |
DE102008039500A1 (de) | 2008-08-23 | 2010-02-25 | Dystar Textilfarben Gmbh & Co. Deutschland Kg | Verfahren zum Färben von textilen Materialien |
CN103334316A (zh) * | 2013-07-25 | 2013-10-02 | 浙江美欣达印染集团股份有限公司 | 一种泡沫染色浴及其印染工艺 |
US11168423B2 (en) | 2018-03-12 | 2021-11-09 | Gaston Systems, Inc. | Dye fixing section for an indigo dyeing machine |
US11179744B2 (en) | 2018-11-13 | 2021-11-23 | Gaston Systems, Inc. | Segmented distribution assembly for distributing fluid to an applicator nozzle |
WO2020150408A1 (fr) * | 2019-01-16 | 2020-07-23 | Indigo Mill Designs, Inc. | Systèmes et procédés de préparation de compositions de colorants désoxygénés |
CN110106723B (zh) * | 2019-05-16 | 2021-10-26 | 广东溢达纺织有限公司 | 一种还原染料或硫化染料的成衣染色方法 |
Family Cites Families (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2559269A (en) * | 1949-05-21 | 1951-07-03 | Du Pont | Method for producing indigo vat dye paste |
US2544909A (en) * | 1949-05-25 | 1951-03-13 | Du Pont | Method for deaerating indigo paste |
GB871193A (en) * | 1959-04-01 | 1961-06-21 | Ici Ltd | Improved colouration process for textile materials |
US3990840A (en) * | 1972-03-24 | 1976-11-09 | Hoechst Aktiengesellschaft | Process and device for the dyeing and/or finishing of textile plane articles |
CH622921B (de) * | 1978-07-27 | Ciba Geigy Ag | Verfahren zum veredeln, insbesondere zum faerben, bedrucken oder optisch aufhellen. | |
WO1980000545A1 (fr) * | 1978-09-19 | 1980-04-03 | United Merchants & Mfg | Methode de traitement de materiau textile |
US4275656A (en) * | 1979-02-14 | 1981-06-30 | Charles J. Choma | Bubble printing method |
JPS5711281A (en) * | 1980-05-19 | 1982-01-20 | Ciba Geigy Ag | Dyeing and finishing of fabric fiber material |
FR2498214A1 (fr) * | 1981-01-19 | 1982-07-23 | Protex Manuf Prod Chimiq | Procede d'application sur des supports plans, textiles ou non textiles, de produits sous forme de mousse |
DE3364940D1 (en) * | 1982-07-06 | 1986-09-04 | Ciba Geigy Ag | Water-soluble or dispersible graft polymers, their production and use |
US4494956A (en) * | 1982-12-14 | 1985-01-22 | Ciba-Geigy Corporation | Process for pad dyeing cellulosic textile materials |
-
1985
- 1985-05-09 EP EP85810223A patent/EP0162018B1/fr not_active Expired
- 1985-05-09 DE DE8585810223T patent/DE3563547D1/de not_active Expired
- 1985-05-13 US US06/733,346 patent/US4613335A/en not_active Expired - Fee Related
- 1985-05-16 CA CA000481661A patent/CA1241802A/fr not_active Expired
- 1985-05-17 KR KR1019850003391A patent/KR850008508A/ko not_active Application Discontinuation
- 1985-05-18 JP JP60104977A patent/JPS60252788A/ja active Pending
Also Published As
Publication number | Publication date |
---|---|
EP0162018A1 (fr) | 1985-11-21 |
US4613335A (en) | 1986-09-23 |
DE3563547D1 (en) | 1988-08-04 |
KR850008508A (ko) | 1985-12-18 |
CA1241802A (fr) | 1988-09-13 |
JPS60252788A (ja) | 1985-12-13 |
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