US2893812A - Dyeing of mixed textile materials - Google Patents
Dyeing of mixed textile materials Download PDFInfo
- Publication number
- US2893812A US2893812A US2893812DA US2893812A US 2893812 A US2893812 A US 2893812A US 2893812D A US2893812D A US 2893812DA US 2893812 A US2893812 A US 2893812A
- Authority
- US
- United States
- Prior art keywords
- fibres
- dyeing
- acrylonitrile
- cellulose
- 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
- 239000004753 textile Substances 0.000 title claims description 74
- 239000000463 material Substances 0.000 title claims description 70
- 238000004043 dyeing Methods 0.000 title claims description 46
- 238000000034 method Methods 0.000 claims description 48
- 229920002678 cellulose Polymers 0.000 claims description 38
- 239000001913 cellulose Substances 0.000 claims description 38
- 229920002239 polyacrylonitrile Polymers 0.000 claims description 36
- -1 POLYMETHYLENE Polymers 0.000 claims description 20
- 150000001875 compounds Chemical class 0.000 claims description 20
- NLHHRLWOUZZQLW-UHFFFAOYSA-N acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 12
- 229920001577 copolymer Polymers 0.000 claims description 10
- 150000001408 amides Chemical class 0.000 claims description 8
- 230000005494 condensation Effects 0.000 claims description 8
- 238000009833 condensation Methods 0.000 claims description 8
- 150000004985 diamines Chemical class 0.000 claims description 6
- 229910052757 nitrogen Inorganic materials 0.000 claims description 6
- 229920000642 polymer Polymers 0.000 claims description 6
- 150000001412 amines Chemical class 0.000 claims description 4
- 150000002391 heterocyclic compounds Chemical class 0.000 claims description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 2
- 150000002170 ethers Chemical class 0.000 claims 2
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 claims 2
- 150000002829 nitrogen Chemical class 0.000 claims 2
- 239000004744 fabric Substances 0.000 description 44
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 30
- 229920002301 Cellulose acetate Polymers 0.000 description 26
- 238000009835 boiling Methods 0.000 description 24
- DXRFSTNITSDOKK-UHFFFAOYSA-N formaldehyde;sulfurous acid Chemical compound O=C.OS(O)=O DXRFSTNITSDOKK-UHFFFAOYSA-N 0.000 description 16
- ARUVKPQLZAKDPS-UHFFFAOYSA-L Copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 14
- 239000000975 dye Substances 0.000 description 14
- QIQXTHQIDYTFRH-UHFFFAOYSA-N Stearic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 12
- 150000002500 ions Chemical class 0.000 description 12
- 150000004686 pentahydrates Chemical class 0.000 description 12
- 239000000080 wetting agent Substances 0.000 description 12
- VGYYSIDKAKXZEE-UHFFFAOYSA-L Hydroxylammonium sulfate Chemical compound O[NH3+].O[NH3+].[O-]S([O-])(=O)=O VGYYSIDKAKXZEE-UHFFFAOYSA-L 0.000 description 10
- UHOKSCJSTAHBSO-UHFFFAOYSA-N Indanthrone blue Chemical compound C1=CC=C2C(=O)C3=CC=C4NC5=C6C(=O)C7=CC=CC=C7C(=O)C6=CC=C5NC4=C3C(=O)C2=C1 UHOKSCJSTAHBSO-UHFFFAOYSA-N 0.000 description 10
- YTJWICLLALFBPN-UHFFFAOYSA-N N-(3-aminopropyl)octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCCCN YTJWICLLALFBPN-UHFFFAOYSA-N 0.000 description 6
- 235000021355 Stearic acid Nutrition 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 239000008117 stearic acid Substances 0.000 description 6
- VWIAGSSJUIXZBV-UHFFFAOYSA-N C(#N)CCNC(C1CCCCC1)C1CCCCC1 Chemical compound C(#N)CCNC(C1CCCCC1)C1CCCCC1 VWIAGSSJUIXZBV-UHFFFAOYSA-N 0.000 description 4
- VAYOSLLFUXYJDT-RDTXWAMCSA-N LSD Chemical compound C1=CC(C=2[C@H](N(C)C[C@@H](C=2)C(=O)N(CC)CC)C2)=C3C2=CNC3=C1 VAYOSLLFUXYJDT-RDTXWAMCSA-N 0.000 description 4
- 229940051142 Metanil yellow Drugs 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 239000000980 acid dye Substances 0.000 description 4
- 125000004432 carbon atoms Chemical group C* 0.000 description 4
- RYGMFSIKBFXOCR-UHFFFAOYSA-N copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 4
- 229910052802 copper Inorganic materials 0.000 description 4
- 239000010949 copper Substances 0.000 description 4
- XXKOQQBKBHUATC-UHFFFAOYSA-N cyclohexylmethylcyclohexane Chemical compound C1CCCCC1CC1CCCCC1 XXKOQQBKBHUATC-UHFFFAOYSA-N 0.000 description 4
- 239000000835 fiber Substances 0.000 description 4
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical compound [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 125000004433 nitrogen atoms Chemical group N* 0.000 description 4
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 4
- IAYPIBMASNFSPL-UHFFFAOYSA-N oxane Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
- LGXVIGDEPROXKC-UHFFFAOYSA-N 1,1-Dichloroethene Chemical compound ClC(Cl)=C LGXVIGDEPROXKC-UHFFFAOYSA-N 0.000 description 2
- XFNJVJPLKCPIBV-UHFFFAOYSA-N 1,3-Diaminopropane Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 description 2
- ZRBQTXCOKFTPJK-UHFFFAOYSA-N 3-(2-cyclohexylethylamino)propanenitrile Chemical compound N#CCCNCCC1CCCCC1 ZRBQTXCOKFTPJK-UHFFFAOYSA-N 0.000 description 2
- OLUJYRYCQHJDKJ-UHFFFAOYSA-N 3-(cyclohexylamino)propanenitrile Chemical compound N#CCCNC1CCCCC1 OLUJYRYCQHJDKJ-UHFFFAOYSA-N 0.000 description 2
- 239000001856 Ethyl cellulose Substances 0.000 description 2
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 description 2
- AYFVYJQAPQTCCC-GBXIJSLDSA-N L-threonine Chemical compound C[C@@H](O)[C@H](N)C(O)=O AYFVYJQAPQTCCC-GBXIJSLDSA-N 0.000 description 2
- 229920000297 Rayon Polymers 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- NOWKCMXCCJGMRR-UHFFFAOYSA-N aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 description 2
- JZCCFEFSEZPSOG-UHFFFAOYSA-L copper(II) sulfate pentahydrate Chemical compound O.O.O.O.O.[Cu+2].[O-]S([O-])(=O)=O JZCCFEFSEZPSOG-UHFFFAOYSA-L 0.000 description 2
- 239000000982 direct dye Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 description 2
- 229920001249 ethyl cellulose Polymers 0.000 description 2
- 235000019325 ethyl cellulose Nutrition 0.000 description 2
- ISXSFOPKZQZDAO-UHFFFAOYSA-N formaldehyde;sodium Chemical compound [Na].O=C ISXSFOPKZQZDAO-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- 238000002203 pretreatment Methods 0.000 description 2
- 239000002964 rayon Substances 0.000 description 2
- 239000003638 reducing agent Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 238000007493 shaping process Methods 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 229920002994 synthetic fiber Polymers 0.000 description 2
- 239000004758 synthetic textile Substances 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- 238000009736 wetting Methods 0.000 description 2
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/70—Material containing nitrile groups
- D06P3/74—Material containing nitrile groups using acid dyes
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
- D01F6/02—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolymers obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D01F6/18—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolymers obtained by reactions only involving carbon-to-carbon unsaturated bonds from polymers of unsaturated nitriles, e.g. polyacrylonitrile, polyvinylidene cyanide
-
- 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
- D06P1/38—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 reactive dyes
-
- 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
- D06P1/52—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 synthetic macromolecular substances
- D06P1/5207—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- D06P1/5214—Polymers of unsaturated compounds containing no COOH groups or functional derivatives thereof
- D06P1/5242—Polymers of unsaturated N-containing compounds
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
-
- 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
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/02—Material containing basic nitrogen
- D06P3/04—Material containing basic nitrogen containing amide groups
- D06P3/24—Polyamides; Polyurethanes
-
- 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
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/02—Material containing basic nitrogen
- D06P3/04—Material containing basic nitrogen containing amide groups
- D06P3/24—Polyamides; Polyurethanes
- D06P3/241—Polyamides; Polyurethanes using acid dyes
-
- 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
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/58—Material containing hydroxyl groups
- D06P3/60—Natural or regenerated cellulose
-
- 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
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/58—Material containing hydroxyl groups
- D06P3/60—Natural or regenerated cellulose
- D06P3/66—Natural or regenerated cellulose using reactive dyes
-
- 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
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/82—Textiles which contain different kinds of fibres
- D06P3/8204—Textiles which contain different kinds of fibres fibres of different chemical nature
-
- 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
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/82—Textiles which contain different kinds of fibres
- D06P3/8204—Textiles which contain different kinds of fibres fibres of different chemical nature
- D06P3/8223—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/916—Natural fiber dyeing
- Y10S8/918—Cellulose textile
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/92—Synthetic fiber dyeing
- Y10S8/927—Polyacrylonitrile 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
- Y10S8/935—Immunization as a resist in dyeing
Definitions
- (Cl.8'24) invention relates toth'e dyein'g of-mixed textile materials and more particularly to the level dyeing of textile materials containing :polyac'rylonitrile fibres (as herein defined) and cellulose derivative fibres, with watersoluble dyestuffs, acid dyes, direct dyes and soluble dyes for cellulose acetate.
- p'olyacrylonitrile fibres are meant'those produced from polyacrylonitrile or 'co-polymers of aorylonitrile ..Wlth other polymerisable monomers containing at least 85% of acrylonitrile in their molecule, or from mixtures of these polymers withother vinyl polymers.
- Specific fibres of these types are those made from 1) polyacry- --l onit'r-ile;(2) co-poly'inersof acrylonitrile with vinyl chlo- "ride, vinyl acetate, vinylidene chloride, vinylidene cyastuffs are applied to textile articles containing both'cellulose derivative fibres and polyacrylonitrile fibres, their affinity for the different fibres is so different that they dye almost exclusively the cellulose derivative fibres. It has heretofore been impossible therefore to eifect by the known processes a level'dyeing of these two types of fibres y when they are mixed in a textile material.
- a process for the I level dyeing of textile materials containing both cellulose "derivative fibres and polyacrylonitrile fibres comprises applying to or incorporating in the cellulose derivative fibres a colourless organic nitrogenous compound having an afiinity therefor, and simultaneously or subsequently dyeing the textile materials with water-soluble dyestufis in the presence'of cuprous ions.
- the textile'materials may be in a-riyform, e.g. filaments, fibres, loose fibre, cabled yarns, union yarns, staple fibre yarns, tows, slivers, woven or knitted fabrics, or pre-formed textile garments-or the like.
- the water- 'soluble dyestufis maybe acid dyes, direct dyesor watersoluble dyes for-cellulose acetate.
- the aflinity of a nitrogenous organic compound'for a textile material is defined by the extent to which the compound is extracted by-the said textile material from an aqueous bath in which 'iUiSjPI'CSflDI in the formot aso;
- a compound may .b-e-regardedas'havin'g an afiinityfor cellulose derivativefibres whemfor-example, 2O grammes of cellulose derivative fibrespresentin an aqueous bath containing 1 g;/ litre "of the-'compoundatg80" C. extract and retain at least 25% of the 'conipound 'from the bath.
- Products suitable for carrying outthepresent invention are, for example, saturated 'he't'erocyclic coinpoundshaving 3 to 7 members in the ring, including a 'si'ngl'e i nitrogen atom, cycloaliphatic am'ines, amides obtained by condensation of aliphatic monoacids, the'chain of which contains at least "12 carbon atoms,'with a"polymethylene diamine, and the'comple'xes of'these. various compounds. There may be “mentioned, for example,
- the textile material When the nitrogenous compoundsare applied by' -pr'etreatment of the cellulose derivatives,the textile material may-be treated, for example, by means of a bath containing from 2% to 15% of the nitrogenous compound, calculated on the weightof the said textile material, depending upon the desired'dep't'h of'dye'ing. From"0.2*to .1 g. per litre of a wetting agentmay be added to this bath if desired.
- the temperature of the pre treatmentinay vary from 50 to C. andits optimum duration will depend upon the temperature and can readily be determined by simple tests.
- the dyeing of the pre-treated textile-mate'rial may then'be'carried'out inone or'two baths, as requi'red.
- the nitrogenous compound into the dyeing bath containing the desired content of dyestuif or'dyestulfs 'for producing the desired depth of dyeing'and a sufiicient quantity'of acid'to bring the pH of the 'bath to about 3-4; the said bath also contains, or there may subsequently be added thereto, from 2% to 10% of eupric sulphate and from 0.8% to 4% of an appropriate reducing agent (e.g. metallic copper) for reducing the copper sulphate to the c'upro'us state. If desired, from 0.2 g. to 1 g. per litre of an-acid-resisting wetting agent may also'be added.
- an appropriate reducing agent e.g. metallic copper
- the process according to the invention affords the great advantage of permitting level dyeing in a single bath 'of I textile materials containing ditferent fibres as aforesaid and the 'dye'ings obtained have excellent 'fastness.
- Example II The same fabric in Example I, having undergone the and the dyeing is continued for 30 minutes at boiling point in this bath. The fabric is rinsed and then immersed for 10 minutes same ,pre-treatment, is dipped into 50 times its weight of a bath containing:
- the fabric is thoroughly rinsed and immersed for 10 minutes in a bath at 40 C. containing 0.2 g. per litre of a condensate of ethylene oxide and an alkyl phenol.
- Example 111 Discontinuous polyacrylonitrile fibres and discontinuous ethyl cellulose fibres, the latter containing 8% of its weight of cyanoethylspirocyclohexyl-ethylene-imine introduced during the manufacture of the fibres, are intimately mixed in equal proportions and spun together.
- the yarns and fabrics obtained'with this mixed material may be dyed with a very satisfactory level effect by acid or soluble dyestufis in the presence of cuprous ions.
- Example V The same fabric as in Example I, having undergone the same treatment with the formaldehyde-bisulphite complex of bis-4:4'-(cyanoethylamino)dicyclohexylmethane, is dipped into 50 times'its weight of a bath containing:
- the article is thoroughly rinsed and a very level greendyed fabric is obtained.
- Example VI The same fabric as in Example I is introduced into 50 times its Weight of a bath containing:
- the dyeing is carried out in this bath for one hour at boiling point.
- the article is thoroughly rinsed and a very level royal blue fabric is obtained.
- ExampleI The same fabric as in ExampleI is introduced times its weight of a bath containing:
- Example VIII The same fabric as in Example I is introduced into 50 times its weight of a bath containing:
- the dyeing is carried out in this bath for one hour at boiling point.
- the article is thoroughly rinsed and a very level grey-green fabric is obtained.
- Process according to claim 1 which comprises incorporating stearic acid 3-aminopropylamide in the textile material by treating the material with an aqueous bath containing 2-15 thereof, based on the weight of the textile material.
- Process according to claim 1 which comprises dyeing the textile material with a dyebath containing a watersoluble dyestufr, cuprous ions, and 2-15%, by weight of the textile fabric, of bis-4:4'-(cyanoethylamino)-dicyclohexylmethane.
- Process according to claim 1 which comprises dyeing the textile material with a dyebath containing a water-soluble dyestufi, cuprous ions, and 2-15%, by weight of the textile fabric, of the formaldehyde bisulphite complex of bis-4:4'-(cyanoethylamino)-dicyclohexylmethane.
- Process according to claim 1 which comprises dyeing the textile material with a dyebath containing a water-soluble dyestuff, cuprous ions, and 2-15%, by weight of the textile fabric, of stearic acid 3-aminopropylam e.
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- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Toxicology (AREA)
- General Chemical & Material Sciences (AREA)
- Coloring (AREA)
Description
United ates Patent 2,893,812 DYEING F MIXED TEXTILE-'MATER IALS Yves Henri Gnyonnet, VilIefranche-sur Saone (Rhone), France, assignor to Societe Rhodiaceta, Paris, France, a corporation of France No Drawing. Application December 2, 1955 Serial No. 550,782 Claims priority, application France Decemberv 8, 1954 19 Claims. (Cl.8'24) invention relates toth'e dyein'g of-mixed textile materials and more particularly to the level dyeing of textile materials containing :polyac'rylonitrile fibres (as herein defined) and cellulose derivative fibres, with watersoluble dyestuffs, acid dyes, direct dyes and soluble dyes for cellulose acetate.
By p'olyacrylonitrile fibres are meant'those produced from polyacrylonitrile or 'co-polymers of aorylonitrile ..Wlth other polymerisable monomers containing at least 85% of acrylonitrile in their molecule, or from mixtures of these polymers withother vinyl polymers. Specific fibres of these types are those made from 1) polyacry- --l onit'r-ile;(2) co-poly'inersof acrylonitrile with vinyl chlo- "ride, vinyl acetate, vinylidene chloride, vinylidene cyastuffs are applied to textile articles containing both'cellulose derivative fibres and polyacrylonitrile fibres, their affinity for the different fibres is so different that they dye almost exclusively the cellulose derivative fibres. It has heretofore been impossible therefore to eifect by the known processes a level'dyeing of these two types of fibres y when they are mixed in a textile material.
It is known that -polyacrylonitrile fibres can bedyed-by means of water-soluble dyes in the presence of cuprons salts [Rayon and Synthetic Textiles, 31, 35 (1950-); Chemical and Engineering News, 28, 4268 (1950)], but this process is not suitable for dyeing mixtures of fibres containingbo'th polyacrylonitrile fibres and other fibres.
According to the present invention a process for the I level dyeing of textile materials containing both cellulose "derivative fibres and polyacrylonitrile fibres comprises applying to or incorporating in the cellulose derivative fibres a colourless organic nitrogenous compound having an afiinity therefor, and simultaneously or subsequently dyeing the textile materials with water-soluble dyestufis in the presence'of cuprous ions.
The textile'materials may be in a-riyform, e.g. filaments, fibres, loose fibre, cabled yarns, union yarns, staple fibre yarns, tows, slivers, woven or knitted fabrics, or pre-formed textile garments-or the like. The water- 'soluble dyestufis maybe acid dyes, direct dyesor watersoluble dyes for-cellulose acetate.
The aflinity of a nitrogenous organic compound'for a textile materialis defined by the extent to which the compound is extracted by-the said textile material from an aqueous bath in which 'iUiSjPI'CSflDI in the formot aso;
2,893,812 Fiatented July 7, 1 959 2 lution (true or colloidal), an emulsion or a suspension. In practice, a compound may .b-e-regardedas'havin'g an afiinityfor cellulose derivativefibres whemfor-example, 2O grammes of cellulose derivative fibrespresentin an aqueous bath containing 1 g;/ litre "of the-'compoundatg80" C. extract and retain at least 25% of the 'conipound 'from the bath. Products suitable for carrying outthepresent invention are, for example, saturated 'he't'erocyclic coinpoundshaving 3 to 7 members in the ring, including a 'si'ngl'e i nitrogen atom, cycloaliphatic am'ines, amides obtained by condensation of aliphatic monoacids, the'chain of which contains at least "12 carbon atoms,'with a"polymethylene diamine, and the'comple'xes of'these. various compounds. There may be "mentioned, for example,
bis 4:4 '(cyanoethylamino)dicyclohexylmethane, cy-
anoethyl spirocyclohexyl ethylene imine, piperidine, bis 4:4'- (monoaminopropylamino)dicyclohexylmethane, cyanoethylaminocyclohexane, cyanoethylaminoethylcyclohexane and dyanomethylhexamethylene-imine, the complexes of these products, in particular the formaldehydebisulphite complexes and the monoacyl'amides'of Jpolymethylenediamines. These compounds may, if desired, be previously introduced in known manner into the cellulose derivatives before or duringtheir "shaping in the form of filaments. Mixed textilem'aterials containing both cellulose derivative fibrescontaining these"coinpounds and polyacrylonitrile fibres constitute novel textile materials capable of being uniformly dyed with-watersoluble dyestuifs in the presence of cuprous ions.
When the nitrogenous compoundsare applied by' -pr'etreatment of the cellulose derivatives,the textile material may-be treated, for example, by means of a bath containing from 2% to 15% of the nitrogenous compound, calculated on the weightof the said textile material, depending upon the desired'dep't'h of'dye'ing. From"0.2*to .1 g. per litre of a wetting agentmay be added to this bath if desired. The temperature of the pre treatmentinay vary from 50 to C. andits optimum duration will depend upon the temperature and can readily be determined by simple tests. The dyeing of the pre-treated textile-mate'rial may then'be'carried'out inone or'two baths, as requi'red. It is also possible to introduce the nitrogenous compound into the dyeing bath containing the desired content of dyestuif or'dyestulfs 'for producing the desired depth of dyeing'and a sufiicient quantity'of acid'to bring the pH of the 'bath to about 3-4; the said bathalso contains, or there may subsequently be added thereto, from 2% to 10% of eupric sulphate and from 0.8% to 4% of an appropriate reducing agent (e.g. metallic copper) for reducing the copper sulphate to the c'upro'us state. If desired, from 0.2 g. to 1 g. per litre of an-acid-resisting wetting agent may also'be added.
The process according to the invention affords the great advantage of permitting level dyeing in a single bath 'of I textile materials containing ditferent fibres as aforesaid and the 'dye'ings obtained have excellent 'fastness.
The followingexamples will 'serve to illustrate the invention but are not to be regarded as "limiting it "any way; the percentages are-expressed by weight relation to the fabric, and the dyestuffs are cited with reference either to Colour Index (Cl) or to Technical Manual and Year Book of the American Association; of'Textile Chemists and Colorists (prototype number: PL).
Exam'plei 1 p A fabric containing both cellulose acetate threads and polyacrylonitrile thre'adsflis :immersed' in 50- timefsfiits weight of abath containing:
10% of formaldehyde-bisulphite complex-of bis-4:4- (cyanoethylamino)--dicyclohexylniethane, f 0.2 g. per litre of'a wetting agent.
' The fabric is then rinsed and introduced into 50 times its weight of a bath containing:
% of Anthraquinone Blue SWF, 150% concentration --(-Pr.12).'
0.6% oRocel1ineS'(C.I. 176),
31cc. per litre of acetic acid.
After an hour's treatment at boiling point, there are v;
added to the bath:
10% of copper sulphate (pentahydrate), 4%. of sodium formaldehyde snlphoxylate,
in a bath at 40 C. containing 0.2 g. per litre of a condensate of ethylene oxide and oleocetyl alcohol. A royal blue fabric of very level appearance is obtained.
Example II The same fabric in Example I, having undergone the and the dyeing is continued for 30 minutes at boiling point in this bath. The fabric is rinsed and then immersed for 10 minutes same ,pre-treatment, is dipped into 50 times its weight of a bath containing:
0.1% of Anthraq-uinone Blue SWF, 150% concentration (Pr. 12),
0.6% of metanil yellow (Cl. 138),
0.25% of Rocelline S (Cl. 176),
3 cc. per litre of acetic acid.
Alfter boiling for one hour, there are added to the bath:
2% of copper sulphate (pentahydrate), 0.08% of hydroxylamine sulphate,
and the dyeing is continued for 30 minutes at boiling point.
The fabric is thoroughly rinsed and immersed for 10 minutes in a bath at 40 C. containing 0.2 g. per litre of a condensate of ethylene oxide and an alkyl phenol.
Example 111 Discontinuous polyacrylonitrile fibres and discontinuous ethyl cellulose fibres, the latter containing 8% of its weight of cyanoethylspirocyclohexyl-ethylene-imine introduced during the manufacture of the fibres, are intimately mixed in equal proportions and spun together. The yarns and fabrics obtained'with this mixed material may be dyed with a very satisfactory level effect by acid or soluble dyestufis in the presence of cuprous ions.
Example IV After boiling for 30 minutes there are added:
3 cc. per litre of acetic acid. I
The boiling is continued for 30 more minutes, whereafter there are introduced:
10% of copper sulphate (pentahydrate) 4% of hydroxylamine sulphate.
The boiling is maintained for 30 more minutes and the article is rinsed, and dried. .A very level blue-dyeing is obtained.
4 Example V The same fabric as in Example I, having undergone the same treatment with the formaldehyde-bisulphite complex of bis-4:4'-(cyanoethylamino)dicyclohexylmethane, is dipped into 50 times'its weight of a bath containing:
1% vofjaune Solacet solide GS (commercial .watersoluble dyestufi for cellulose acetate), v 1% of bleu Solacet solide 2B8 (commercial watersoluble dyestufi for cellulose acetate), 3 cc. per litre of acetic acid.
After treatment for 1 /2 hours at boiling point, there are added to the bath:
10% of copper sulphate (pentahydrate),
4% of hydroxylamine sulphate,
and the dyeing is continued for 30 minutes at point. 1
The article is thoroughly rinsed and a very level greendyed fabric is obtained.
' Example VI The same fabric as in Example I is introduced into 50 times its Weight of a bath containing:
5% of formaldehyde-bisulphite complex of bis-4:4-
(cyanoethylamino)dicyclohexylmethane, I 0.2 g. per litre of a wetting agent. I
After treatment for one hour at C. the fabric is rinsed and then introduced into 50 times its weight of; a bath containing: a
5% 'of Anthraquinone Blue SWF, concentration v(Pr. 12),
0.6% of Rocelline S (Cl. 176),
0.2 g per litre of a wetting agent,
3 cc. per litre of acetic acid,
10% of copper sulphate (pentahydrate),
4% of hydroxylamine sulphate.
The dyeing is carried out in this bath for one hour at boiling point. The article is thoroughly rinsed and a very level royal blue fabric is obtained.
Example VII.
The same fabric as in ExampleI is introduced times its weight of a bath containing:
into 50 5% of the monamide obtained by the condensation of stearic acid and trimethylene-diamine, 0.2 g. per litre of a wetting agent.
After treatment for one hour at 80 C. thefabric is rised and then introduced into 50 times its weight ofa bath containing:
1.8% of Orangell (Cl. 151),
0.35% of Rocelline S (Cl. 176),
1.15% of Anthraquinone Blue SWF, 150% concentration (Pr. 12).
After treatment for one hour at boiling point, there are added to the bath:
10% of copper sulphate (pentahydrate), 4% of hydroxylamine sulphate,
and the dyeing is continued for 30 minutes at boiling point. The article is thoroughly rinsed and a very level brown fabric is obtained.
Example VIII The same fabric as in Example I is introduced into 50 times its weight of a bath containing:
5% of the formaldehyde-bisulphite complex of bis-4:4-
(cyanoethylamino) dicyclohcxylmethane, 0.2 g. per litre of a wetting agent.
After treatment for one hour at 80 C. the fabric is rinsed and then introduced into 50 times its weight of a bath containing:
0.1% of Anthraquinone Blue SWF, 150% concentration 0.25% of Rocelline S (Cl. 176),
0.6% of metanil yellow (0.1. 138),
2% of copper sulphate (pentahydrate),
A copper plate,
3 cc. per litre of acetic acid.
The dyeing is carried out in this bath for one hour at boiling point. The article is thoroughly rinsed and a very level grey-green fabric is obtained.
I claim:
1. A process for the level dyeing of textile materials containing both fibres of a cellulose derivative selected from the class consisting of the water-insoluble esters and others of cellulose and fibres of an acrylonitrile polymer selected from the class consisting of acrylonitrile homopolymer and copolymers of acrylonitrile with other vinyl compounds copolymerisable therewith, which copolymers contain at least 85% of acrylonitrile units, which comprises incorporating in said cellulose derivative fibres a colourless organic nitrogenous monomeric compound selected from the group which conssists of (1) saturated heterocyclic compounds having 3-7 members in the ring, of which one is a single nitrogen atom, (2) cycloaliphatic amines, (3) amides obtained by the condensation of an aliphatic monocarboxylic acid having at least 12 carbon atoms in the chain with a polymethylene diamine, and (4) complexes of these compounds.
2. Process according to claim 1, wherein there is incorporated in the cellulose derivative fibres a compound selected from the group consisting of bis-4:4-(cyanoethylamino)-dicyclohexylmethane, its formaldehyde bisulphite complex, cyanoethyl-spirocyclohexyl-ethyleneimine and stearic acid 3-aminopropylamide.
3. Process according to claim 1 wherein the cellulose derivative is cellulose acetate.
4. Process according to claim 3, wherein there is incorporated in the cellulose acetate fibres a compound selected from the group which consists of bis-4:4-(cyanoethylamino)-dicyclohexylmethane, its formaldehyde bisulphite complex, cyanoethyl-spirocyclohexyl-ethyleneimine and stearic acid 3-aminopropylamide.
5. Process according to claim 3, wherein stearic acid B-aminopropylamide has been incorporated in the cellulose acetate fibres during their manufacture.
6. Process according to claim 1, which comprises incorporating bis 4:4 (cyanoethylamino) dicyclohexylmethane in the textile material by treating the material with an aqueous bath containing 2-15% thereof, based on the weight of the textile material.
7. Process according to claim 6, wherein the textile material contains both cellulose acetate fibres and fibres of the said acrylonitrile polymer.
8. Process according to claim 1, which comprises incorporating the formaldehyde bisulphite complex of 6 bis-4:4'-(cyanoethylamino)-dicyclohexylmethane in the textile material by treating the material with an aqueous bath containing 2-15% thereof, based on the weight of the textile material.
9. Process according to claim 8, wherein the textile material contains both cellulose acetate fibres and fibres of the said acrylonitrile polymer.
10. Process according to claim 1, which comprises incorporating stearic acid 3-aminopropylamide in the textile material by treating the material with an aqueous bath containing 2-15 thereof, based on the weight of the textile material.
11. Process according to claim 10, wherein the textile material contains both cellulose acetate fibres and fibres of the said acrylonitrile polymer.
12. Process according to claim 1, wherein cyanoethylspirocyclohexyl-ethylene-imine has been incorporated in the cellulose derivative fibres during their manufacture.
13. Process according to claim 12, wherein the textile material contains both cellulose acetate fibres and fibres of the said acrylonitrile polymer.
14. Process according to claim 1, which comprises dyeing the textile material with a dyebath containing a watersoluble dyestufr, cuprous ions, and 2-15%, by weight of the textile fabric, of bis-4:4'-(cyanoethylamino)-dicyclohexylmethane.
15. Process according to claim 14, wherein the textile material contains both" cellulose acetate fibres and fibres of the said acrylonitrile polymer.
16. Process according to claim 1, which comprises dyeing the textile material with a dyebath containing a water-soluble dyestufi, cuprous ions, and 2-15%, by weight of the textile fabric, of the formaldehyde bisulphite complex of bis-4:4'-(cyanoethylamino)-dicyclohexylmethane.
17. Process according to claim 16, wherein the textile material contains both cellulose acetate fibres and fibres of the said acrylonitrile polymer.
18. Process according to claim 1, which comprises dyeing the textile material with a dyebath containing a water-soluble dyestuff, cuprous ions, and 2-15%, by weight of the textile fabric, of stearic acid 3-aminopropylam e.
19. Process according to claim 18, wherein the textile material contains both cellulose acetate fibres and fibres of the said acrylonitrile polymer.
References Cited in the file of this patent UNITED STATES PATENTS OTHER REFERENCES Technical Bulletin by du Pont, vol. 7, No. 1, March 1951, pp. 45, 46 and 52.
Claims (1)
1. A PROCESS FOR THE LEVEL DYEING OF TEXTILE MATERIALS CONTAINING BOTH FIBRES OF A CELLULOSE DERIVATIVE SELECTED FROM THE CLASS CONSISTING OF THE WATER-INSOLUBLE ESTERS AND ETHERS OF CELLULOSE AND FIBRES OF AN ACRYLONITRIE POLYMER SELECTED FROM THE CLASS CONSISTING OF ACRYLONITRILE HOMOPOLYMER AND COPOLYMERS OF ACRYLONITRILE WITH OTHER VINYL COMPOUNDS COPOLYMERS OF ACRYLONITRILE UNITS, POLYMERS CONTAIN AT LEAST 85% OF CRYLONITRILE UNITS WHICH COMPRISES INCORPORATING IN SAID CELLULOSE DERIVATIVE FIBRES A COLOURLESS ORGANIC NITROGENOUE MONOMERIC COMPOUND SELECTED FROM THE GROUP WHICH CONSISTS OF (1) SATURATED HETEROCYCLIC COMPOUNDS HAVING 3-7 MEMBERS IN THE RING, OF WHICH ONE IS A SINGLE NITROGEN ATOM, (2) CYCLOALIPHATIC AMINES, (3) AMIDES OBTAINED BY THE CONDENSATION OF AN ALIPHATIC MONOCARBOXYLIC ACID HAVING AT LEAST 12 CARBON ATOMS IN THE CHAIN WITH A POLYMETHYLENE DIAMINE, AND (4) COMPLEXES OF THESE COMPOUNDS.
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US2893812A true US2893812A (en) | 1959-07-07 |
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US2893812D Expired - Lifetime US2893812A (en) | Dyeing of mixed textile materials |
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Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3083070A (en) * | 1955-03-30 | 1963-03-26 | Gevaert Photo Prod Nv | Process for improving the dyeability of polymeric material |
US3104150A (en) * | 1961-09-27 | 1963-09-17 | Hercules Powder Co Ltd | Dyeing with leuco-vat dye esters polypropylene fibers and cellulosic fiber unions therewith |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2237829A (en) * | 1938-02-05 | 1941-04-08 | Du Pont | Method of dyeing |
US2615781A (en) * | 1952-10-28 | Xx x x x | ||
US2760841A (en) * | 1956-08-28 | Dyeing of mixed cellulose derivative- | ||
US2775022A (en) * | 1950-10-23 | 1956-12-25 | Archibald H Davis | Siliceous strand |
US2805465A (en) * | 1954-12-21 | 1957-09-10 | American Viscose Corp | Composite yarns and fabrics |
-
0
- US US2893812D patent/US2893812A/en not_active Expired - Lifetime
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2615781A (en) * | 1952-10-28 | Xx x x x | ||
US2760841A (en) * | 1956-08-28 | Dyeing of mixed cellulose derivative- | ||
US2237829A (en) * | 1938-02-05 | 1941-04-08 | Du Pont | Method of dyeing |
US2775022A (en) * | 1950-10-23 | 1956-12-25 | Archibald H Davis | Siliceous strand |
US2805465A (en) * | 1954-12-21 | 1957-09-10 | American Viscose Corp | Composite yarns and fabrics |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3083070A (en) * | 1955-03-30 | 1963-03-26 | Gevaert Photo Prod Nv | Process for improving the dyeability of polymeric material |
US3104150A (en) * | 1961-09-27 | 1963-09-17 | Hercules Powder Co Ltd | Dyeing with leuco-vat dye esters polypropylene fibers and cellulosic fiber unions therewith |
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