GB923162A - Process for dyeing, printing and/or optical brightening of textile materials and dye preparations therefor - Google Patents
Process for dyeing, printing and/or optical brightening of textile materials and dye preparations thereforInfo
- Publication number
- GB923162A GB923162A GB38863/61A GB3886361A GB923162A GB 923162 A GB923162 A GB 923162A GB 38863/61 A GB38863/61 A GB 38863/61A GB 3886361 A GB3886361 A GB 3886361A GB 923162 A GB923162 A GB 923162A
- Authority
- GB
- United Kingdom
- Prior art keywords
- reaction
- mole
- acid chloride
- groups
- moles
- 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
- 239000000463 material Substances 0.000 title abstract 4
- 238000000034 method Methods 0.000 title abstract 4
- 238000004043 dyeing Methods 0.000 title abstract 3
- 239000004753 textile Substances 0.000 title abstract 3
- 230000003287 optical effect Effects 0.000 title abstract 2
- 238000005282 brightening Methods 0.000 title 1
- 238000002360 preparation method Methods 0.000 title 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 10
- HFBMWMNUJJDEQZ-UHFFFAOYSA-N acryloyl chloride Chemical compound ClC(=O)C=C HFBMWMNUJJDEQZ-UHFFFAOYSA-N 0.000 abstract 8
- 150000001875 compounds Chemical class 0.000 abstract 7
- 238000006243 chemical reaction Methods 0.000 abstract 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical group OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 4
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 abstract 4
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 abstract 4
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 abstract 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 abstract 3
- XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Substances CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 3
- 239000007795 chemical reaction product Substances 0.000 abstract 3
- 239000003795 chemical substances by application Substances 0.000 abstract 3
- 239000000975 dye Substances 0.000 abstract 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
- OSSNTDFYBPYIEC-UHFFFAOYSA-N 1-ethenylimidazole Chemical compound C=CN1C=CN=C1 OSSNTDFYBPYIEC-UHFFFAOYSA-N 0.000 abstract 2
- MCTWTZJPVLRJOU-UHFFFAOYSA-N 1-methyl-1H-imidazole Chemical compound CN1C=CN=C1 MCTWTZJPVLRJOU-UHFFFAOYSA-N 0.000 abstract 2
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 abstract 2
- HEAHMJLHQCESBZ-UHFFFAOYSA-N 2,5-diaminobenzenesulfonic acid Chemical compound NC1=CC=C(N)C(S(O)(=O)=O)=C1 HEAHMJLHQCESBZ-UHFFFAOYSA-N 0.000 abstract 2
- BUSOTUQRURCMCM-UHFFFAOYSA-N 3-Phenoxypropionic acid Chemical compound OC(=O)CCOC1=CC=CC=C1 BUSOTUQRURCMCM-UHFFFAOYSA-N 0.000 abstract 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 abstract 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical group NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 abstract 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 abstract 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 abstract 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 abstract 2
- 239000004952 Polyamide Substances 0.000 abstract 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract 2
- 239000000084 colloidal system Substances 0.000 abstract 2
- 239000002270 dispersing agent Substances 0.000 abstract 2
- -1 ethylene, propylene, butylene Chemical group 0.000 abstract 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N formic acid Substances OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 abstract 2
- 229940015043 glyoxal Drugs 0.000 abstract 2
- GKQPCPXONLDCMU-CCEZHUSRSA-N lacidipine Chemical compound CCOC(=O)C1=C(C)NC(C)=C(C(=O)OCC)C1C1=CC=CC=C1\C=C\C(=O)OC(C)(C)C GKQPCPXONLDCMU-CCEZHUSRSA-N 0.000 abstract 2
- 229920002647 polyamide Polymers 0.000 abstract 2
- 230000001681 protective effect Effects 0.000 abstract 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 2
- 239000001488 sodium phosphate Substances 0.000 abstract 2
- 150000003512 tertiary amines Chemical class 0.000 abstract 2
- 229960001124 trientine Drugs 0.000 abstract 2
- XTFIVUDBNACUBN-UHFFFAOYSA-N 1,3,5-trinitro-1,3,5-triazinane Chemical compound [O-][N+](=O)N1CN([N+]([O-])=O)CN([N+]([O-])=O)C1 XTFIVUDBNACUBN-UHFFFAOYSA-N 0.000 abstract 1
- FYBFGAFWCBMEDG-UHFFFAOYSA-N 1-[3,5-di(prop-2-enoyl)-1,3,5-triazinan-1-yl]prop-2-en-1-one Chemical compound C=CC(=O)N1CN(C(=O)C=C)CN(C(=O)C=C)C1 FYBFGAFWCBMEDG-UHFFFAOYSA-N 0.000 abstract 1
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 abstract 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 abstract 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 abstract 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 abstract 1
- IGDLRHHTZAVTAG-UHFFFAOYSA-N CN(C(CCCCCCCC=C/CCCCCCCC)=O)C1CCCCC1 Chemical class CN(C(CCCCCCCC=C/CCCCCCCC)=O)C1CCCCC1 IGDLRHHTZAVTAG-UHFFFAOYSA-N 0.000 abstract 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 abstract 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 abstract 1
- 229920000742 Cotton Polymers 0.000 abstract 1
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical compound [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 abstract 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 abstract 1
- 238000006957 Michael reaction Methods 0.000 abstract 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 abstract 1
- 239000004372 Polyvinyl alcohol Substances 0.000 abstract 1
- 229920000297 Rayon Polymers 0.000 abstract 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 abstract 1
- 241001584775 Tunga penetrans Species 0.000 abstract 1
- 150000001263 acyl chlorides Chemical class 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- 239000003963 antioxidant agent Substances 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 abstract 1
- 239000001768 carboxy methyl cellulose Substances 0.000 abstract 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 abstract 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 abstract 1
- 229940105329 carboxymethylcellulose Drugs 0.000 abstract 1
- 150000001805 chlorine compounds Chemical class 0.000 abstract 1
- 239000007859 condensation product Substances 0.000 abstract 1
- 150000001923 cyclic compounds Chemical class 0.000 abstract 1
- 229910000397 disodium phosphate Inorganic materials 0.000 abstract 1
- 235000019800 disodium phosphate Nutrition 0.000 abstract 1
- 239000006185 dispersion Substances 0.000 abstract 1
- 125000004185 ester group Chemical group 0.000 abstract 1
- 239000007850 fluorescent dye Substances 0.000 abstract 1
- 235000019253 formic acid Nutrition 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 239000003112 inhibitor Substances 0.000 abstract 1
- 229920005610 lignin Polymers 0.000 abstract 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 abstract 1
- 230000005012 migration Effects 0.000 abstract 1
- 238000013508 migration Methods 0.000 abstract 1
- ZIUHHBKFKCYYJD-UHFFFAOYSA-N n,n'-methylenebisacrylamide Chemical compound C=CC(=O)NCNC(=O)C=C ZIUHHBKFKCYYJD-UHFFFAOYSA-N 0.000 abstract 1
- XXQBGBUZLWZPKT-UHFFFAOYSA-N n-prop-2-enoylbuta-2,3-dienamide Chemical compound C=CC(=O)NC(=O)C=C=C XXQBGBUZLWZPKT-UHFFFAOYSA-N 0.000 abstract 1
- KVBGVZZKJNLNJU-UHFFFAOYSA-N naphthalene-2-sulfonic acid Chemical compound C1=CC=CC2=CC(S(=O)(=O)O)=CC=C21 KVBGVZZKJNLNJU-UHFFFAOYSA-N 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 1
- 229920000058 polyacrylate Polymers 0.000 abstract 1
- 229920000728 polyester Polymers 0.000 abstract 1
- 229920002451 polyvinyl alcohol Polymers 0.000 abstract 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 abstract 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 abstract 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- RZWZRACFZGVKFM-UHFFFAOYSA-N propanoyl chloride Chemical compound CCC(Cl)=O RZWZRACFZGVKFM-UHFFFAOYSA-N 0.000 abstract 1
- 239000002964 rayon Substances 0.000 abstract 1
- 239000011347 resin Substances 0.000 abstract 1
- 229920005989 resin Polymers 0.000 abstract 1
- 239000001632 sodium acetate Substances 0.000 abstract 1
- 235000017281 sodium acetate Nutrition 0.000 abstract 1
- 239000000661 sodium alginate Substances 0.000 abstract 1
- 235000010413 sodium alginate Nutrition 0.000 abstract 1
- 229940005550 sodium alginate Drugs 0.000 abstract 1
- 159000000000 sodium salts Chemical class 0.000 abstract 1
- 239000000243 solution Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 238000010025 steaming Methods 0.000 abstract 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 abstract 1
- 125000004434 sulfur atom Chemical group 0.000 abstract 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 abstract 1
- 239000002562 thickening agent Substances 0.000 abstract 1
- 125000003396 thiol group Chemical group [H]S* 0.000 abstract 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 abstract 1
- 229910000406 trisodium phosphate Inorganic materials 0.000 abstract 1
- 235000019801 trisodium phosphate Nutrition 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
- 239000000080 wetting agent Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
- C09B62/44—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring
- C09B62/443—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring the reactive group being alternatively specified
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
- D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
- D06L4/60—Optical bleaching or brightening
- D06L4/671—Optical brightening assistants, e.g. enhancers or boosters
-
- 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
- Y10S8/908—Anionic emulsifiers for dyeing
-
- 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
- Y10S8/908—Anionic emulsifiers for dyeing
- Y10S8/912—Arylene sulfonate-formaldehyde condensate or alkyl aryl sulfonate
-
- 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
- Y10S8/922—Polyester fiber
-
- 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
- Y10S8/924—Polyamide fiber
-
- 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
- Y10S8/927—Polyacrylonitrile fiber
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Abstract
Compounds of the formula: <FORM:0923162/IV(a)/1> are obtained from hexahydro-1,3,5-tri-(b -chloropropionyl)-s-triazine by the action of tertiary amines such as pyridine, quinoline, N-methylimidazole or N-vinylimidazole. Polyamides are obtained by reaction of 2 moles acrylic acid chloride with 1 mole of ethylene, propylene, butylene or hexamethylene diamine or 1,4-diaminobenzene-2-sulphonic acid, or by reaction of 3 moles of acrylic acid chloride with 1 mole of diethylene or dipropylene triamine, or by reaction of 4 moles acrylic acid chloride with 1 mole of triethylene tetramine. Alternatively instead of acrylic acid chloride the following chlorides may be used: b -chloropropionyl, b -sulphato-propionic acid, b -methoxypropionic acid, b -phenoxypropionic acid, b -(4-chlorothiophenyl)-propionic acid or b -phenylsulphone propionic acid chloride. Those compounds containing the b -chloro-propionyl radical may be quaternised with a tertiary amine. Methylene-bis-acrylamide of the formula: <FORM:0923162/IV(a)/2> is obtained by reaction of 2 moles acrylamide with 1 mole formaldehyde. The above compound may be converted into cyclic compounds with dialdehydes, e.g. with glyoxal to a compound of the formula: <FORM:0923162/IV(a)/3>ALSO:Textile materials are dyed, printed and/or optically brightened in the presence of an alkaline agent with (a) a dye or optical brightener having one or more reactive hydrogen atoms preferably attached by way of N, O or S atoms or which is capable of making such hydrogen atoms available during the process and (b) a polyfunctional colourless non-fluorescent compound which bears two or more CH2 = CH-CO-groups attached through nitrogen or which is capable of forming such groups during the process. The textile materials may be of acrylic polymers, linear aromatic polyesters, polyamides or especially of cellulosic materials such as cotton or rayon. The alkaline agents specified are sodium and potassium hydroxide, carbonate and bicarbonate, disodium and trisodium phosphate. The dyes or brighteners (a) may bear 1-11 reactive H atoms in the form of 1 DEG or 2 DEG amino groups, sulphonic acid amide, alkylamide and arylamide groups, carboxylic acid amide and alkylamide groups, hydroxyl and sulphydryl groups but particularly -alkylene-OH, -alkylene-NH2, -SO2-NH2, -CH2CH2-OH, -CH2CH2-NH2, -SO2-NH-CH2CH2-OH and -SO2-NH-CH3 groups. Dyestuffs containing methylene ether and ester groups which are converted into methylol groups during the process are also suitable. The dyes may be water-soluble or insoluble and are preferably of low substantivity but may be of the reactive type. (a) and (b) are said to react in the manner of the Michael reaction. The specified compounds (b) are: hexahydro-1, 3, 5-triacryloyl-s-triazine obtainable by reaction of acrylonitrile and formaldehyde, hexahydro-1, 3, 5-tri-(p-chloropropionyl)-s-triazine and its derivatives quaternated with pyridine, quinoline, N-methylimidazole or N-vinylimidazole, the reaction products of 2 moles acrylic acid chloride with 1 mole ethylene, propylene, butylene or hexamethylene diamine or 1, 4-diaminobenzene-2-sulphonic acid, the reaction products of 3 moles acrylic acid chloride with 1 mole of diethylene or dipropylene triamine and the reaction product of 4 moles acrylic acid chloride with 1 mole of triethylene tetramine. Instead of acrylic acid chloride in the above products there may be used the following acyl chlorides: b -chloropropionyl, b -sulphatoethylpropionic acid, b -methoxypropionic acid, b -phenoxypropionic acid, b -(4-chlorothio-phenyl)-propionic acid or b -phenylsulphone-propionic acid chloride. Those compounds containing the b -chloropropionyl radical may be quaternized as above. Also suitable are methylene-bis-acryloylamide obtainable by reaction of 2 moles acrylamide with 1 mole formaldehyde and its condensation product with glyoxal of the formula <FORM:0923162/IV(a)/1> Fixation may be accomplished at room temperature but preferably at 70 DEG -150 DEG C. by steaming or dry heating for about 5-10 minutes. (a) and (b) may be applied in either sequence but are preferably applied simultaneously from a single bath or paste also containing the alkaline agent by means of jiggers, vats, winch becks, high temperature dyeing apparatus or especially by padding or printing. Resin finishing may be carried out simultaneously. Compounds (b) may be used together with dispersing agents and/or protective colloids as aqueous solutions or dispersions or as solutions in water miscible solvents such as dimethylformamide (preferred), dimethylacetamide, N-methyl-2-pyrrolidone, glycol ethyl ether, tetrahydrofuran, methanol, ethanol, isopropanol, acetone, formic or acetic acid. Many other adjurants are specified among which are dispersing agents such as lignin sulphonate and a naphthalene-2-sulphonic acid/formaldehyde condensate, protective colloids such as carboxymethyl-cellulose, acetylated polyvinyl alcohol or polyvinyl pyrrolidone both of k-value 30, antioxidants such as hydroquinone; wetting agents such as the sodium salt of sulphonated oleic acid N-methylcyclohexylamide, migration inhibitors such as sodium acetate and thickening agents such as sodium alginate. Examples are given of dyeing and printing in which a great variety of dyestuffs is employed; some of them are described in Specifications 520,199, 771,320, 811,221, 811,222, 824,300, 827,568 and 900,764 and German Specifications 335,809, 742,932, 742,939 and 908,068. Other dyestuffs referred to include <FORM:0923162/IV(a)/2> and <FORM:0923162/IV(a)/3> Specifications 520,301 and 805,548 also are referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEB59960A DE1155088B (en) | 1960-11-02 | 1960-11-02 | Process for coloring, printing and / or optical brightening of textile goods |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB923162A true GB923162A (en) | 1963-04-10 |
Family
ID=6972661
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB38863/61A Expired GB923162A (en) | 1960-11-02 | 1961-10-31 | Process for dyeing, printing and/or optical brightening of textile materials and dye preparations therefor |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US3265461A (en) |
| BE (1) | BE609825A (en) |
| CH (1) | CH389568A (en) |
| DE (1) | DE1155088B (en) |
| GB (1) | GB923162A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0114360A2 (en) * | 1982-12-23 | 1984-08-01 | Hoechst Aktiengesellschaft | Shading process with reactive and non-reactive dyes |
| CN110787654A (en) * | 2019-10-21 | 2020-02-14 | 天津大学 | Method for preparing reverse osmosis membrane by using 1-methylimidazole as water phase additive |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3446569A (en) * | 1963-05-11 | 1969-05-27 | Hoechst Ag | Aqueous solutions of phthalocyanine pigments and process for preparing them |
| US3400127A (en) * | 1963-08-22 | 1968-09-03 | Stevens & Co Inc J P | Triazine compounds for modifying polymers |
| CH459134A (en) * | 1964-11-13 | 1968-02-29 | Ciba Geigy | Process for the optical brightening, dyeing or printing of textile goods |
| CH942967A4 (en) * | 1967-07-03 | 1972-03-30 | ||
| US4150947A (en) * | 1968-03-01 | 1979-04-24 | Ciba-Geigy Ag | Stable, concentrated dispersions of basic dyestuffs |
| US3837802A (en) * | 1968-03-28 | 1974-09-24 | Ciba Geigy Ag | Process for dyeing |
| US3617185A (en) * | 1968-08-19 | 1971-11-02 | Gaf Corp | Stable highly concentrated solutions of basic dyes |
| US3632294A (en) * | 1968-11-12 | 1972-01-04 | Ciba Ltd | Quaternary nitrogen compound assisted reactive dyeing |
| US3964862A (en) * | 1969-06-03 | 1976-06-22 | Ciba-Geigy Ag | Process for dyeing and printing textile materials of synthetic organic fibers |
| US3989452A (en) * | 1969-07-18 | 1976-11-02 | Ciba-Geigy Corporation | Stable, concentrated solutions of complex metal compounds of azo dyestuffs |
| US3860392A (en) * | 1970-02-06 | 1975-01-14 | Pechiney Saint Gobain | Colorant compositions and method |
| US3753647A (en) * | 1970-03-05 | 1973-08-21 | North American Rockwell | Liquid oxygen compatible dye penetrant method for metal defect inspection |
| US3958933A (en) * | 1970-08-13 | 1976-06-01 | Ciba-Geigy Corporation | Process for the manufacture of fast dyeings on synthetic hydrophobic textile material |
| US3983588A (en) * | 1970-12-23 | 1976-10-05 | Ciba-Geigy Ag | Process for the dyeing or printing and simultaneous finishing of cellulose materials |
| CH827471A4 (en) * | 1971-06-07 | 1975-11-28 | Ciba Geigy Ag | Method for preventing the bled of optically brightened, textile polyamide fiber material |
| DE2205589B2 (en) * | 1972-02-07 | 1975-05-07 | Farbwerke Hoechst Ag Vormals Meister Lucius & Bruening, 6000 Frankfurt | Process for the simultaneous dyeing and crease-proofing with synthetic resin precondensates of cellulose fiber-containing textiles |
| US3898036A (en) * | 1972-06-27 | 1975-08-05 | Komatsu Seiren Co | Process of dyeing synthetic polyamide fibers |
| US3929406A (en) * | 1973-05-21 | 1975-12-30 | Deering Milliken Res Corp | Method of detecting defects and composition therefor |
| ZA745027B (en) * | 1973-08-16 | 1975-08-27 | Hoechst Ag | Process for obtaining irregular shadow dyeings on polyester fibres and mixtures thereof |
| US3976425A (en) * | 1973-12-13 | 1976-08-24 | American Cyanamid Company | Printing process for acrylic fibers |
| NL173295C (en) * | 1974-02-02 | 1984-01-02 | Hoechst Ag | METHOD FOR DYEING OR PRINTING MIXED FIBER MATERIALS, AND THUS DYED OR PRINTED MOLDED PRODUCTS. |
| CH594772B (en) * | 1974-07-12 | 1978-01-31 | Ciba Geigy Ag | TRANSFER PRINTING PROCESS FOR HYDROPHILES OR MIXTURES OF HYDROPHILIC AND SYNTHETIC FIBER MATERIAL. |
| US3973058A (en) * | 1974-12-23 | 1976-08-03 | Monsanto Company | Method for printing interlayers for laminated safety glass |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1059398B (en) * | 1956-11-21 | 1959-06-18 | Ici Ltd | Process for dyeing or printing textiles made from natural protein or synthetic fibers |
| DE1059399B (en) * | 1956-11-21 | 1959-06-18 | Ici Ltd | Process for dyeing and printing cellulose-containing textiles |
| BE570896A (en) * | 1957-09-04 | 1961-11-17 | Ciba Geigy | PROCESS FOR OBTAINING SOLID DYES ON POLYHYDROXYLATED MATERIALS. |
-
1960
- 1960-11-02 DE DEB59960A patent/DE1155088B/en active Pending
-
1961
- 1961-10-31 GB GB38863/61A patent/GB923162A/en not_active Expired
- 1961-10-31 BE BE609825A patent/BE609825A/en unknown
- 1961-10-31 CH CH1260861A patent/CH389568A/en unknown
-
1965
- 1965-02-12 US US432403A patent/US3265461A/en not_active Expired - Lifetime
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0114360A2 (en) * | 1982-12-23 | 1984-08-01 | Hoechst Aktiengesellschaft | Shading process with reactive and non-reactive dyes |
| US4504272A (en) * | 1982-12-23 | 1985-03-12 | Hoechst Aktiengesellschaft | Shading process using poly-functional reactive and non-reactive dyestuffs bonded in fixing |
| EP0114360A3 (en) * | 1982-12-23 | 1986-01-29 | Hoechst Aktiengesellschaft | Shading process with reactive and non-reactive dyes |
| CN110787654A (en) * | 2019-10-21 | 2020-02-14 | 天津大学 | Method for preparing reverse osmosis membrane by using 1-methylimidazole as water phase additive |
| CN110787654B (en) * | 2019-10-21 | 2021-12-07 | 天津大学 | Method for preparing reverse osmosis membrane by using 1-methylimidazole as water phase additive |
Also Published As
| Publication number | Publication date |
|---|---|
| CH389568A (en) | 1963-09-13 |
| US3265461A (en) | 1966-08-09 |
| DE1155088B (en) | 1963-10-03 |
| BE609825A (en) | 1962-02-15 |
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