US3918897A - Process for the single-bath dyeing of unmodified polyolefin fibers with metal-containing phthalocyanine - Google Patents
Process for the single-bath dyeing of unmodified polyolefin fibers with metal-containing phthalocyanine Download PDFInfo
- Publication number
- US3918897A US3918897A US336902A US33690273A US3918897A US 3918897 A US3918897 A US 3918897A US 336902 A US336902 A US 336902A US 33690273 A US33690273 A US 33690273A US 3918897 A US3918897 A US 3918897A
- Authority
- US
- United States
- Prior art keywords
- dyestuffs
- fibers
- metal
- dyeing
- phthalocyanine dyestuffs
- 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
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
- D06P3/79—Polyolefins
- D06P3/792—Polyolefins using basic 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
- D06P1/60—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
-
- 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
- D06P1/673—Inorganic compounds
- D06P1/67333—Salts or hydroxides
- D06P1/67341—Salts or hydroxides of elements different from the alkaline or alkaline-earth metals or with anions containing those elements
-
- 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
- Y10S8/904—Mixed anionic and nonionic 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
- Y10S8/92—Synthetic fiber dyeing
- Y10S8/928—Polyolefin 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
- Y10S8/934—High temperature and pressure dyeing
Definitions
- ABSTRACT Process for the single-bath dyeing or printing of un modified pol ⁇ olefin fibers with metal-containing phthalocyunine dyestuffs. by reacting under hightemperuture dyeing conditions on these textile muteri als aqueous liquors or printing pastes cont-dining cutionicnlly modified phthzlloomnine d ⁇ estuffs in the presence of a dispersion system on the basis of pol glycol ethers.
- the present invention relates to a process for the single-bath dyeing of unmodified polyolefin fibers with metal-containing phthalocyanine dyestuffs.
- unmodified polyolefin fibers for example, polypropylene fibers
- polypropylene fibers are, generally. difficult to dye by direct dyeing methods.
- the dyeing of piece goods made of such fibers with aqueous suspensions of pigment dyestuffs and curable binding systems is described which form a correspondingly coloured film layer fast to washing on the fiber surface when being heated.
- Disperse dyes used for dyeing polyester fibers and other hydrophobic fibers yield under comparable thermal conditions only very fair dyeings when being fixed the yield of which is unproportioned with respect to the amount of dyestuff used.
- polystyrene resin Various methods for the modification of the polyolefin material allow to improve the dye receptivity of the fiber considerably.
- nitrogen-containing copolymers having a basic effect are introduced into the spinning melts of the fibrous ground substance of which the fibers consist and so anchored in the macromolecule.
- the fibers so modified then have affinity towards the anionic dyestuffs.
- Polypropylene can also be modified in such a manner that compounds of such metals which can form fast colour lakes with metallizable dyestuffs are incorporated into the mass or fiber.
- the fiber properties are influenced either by a metal-containing copolymer or by special aftertreatment operations of the finished, unmodified fibrous material before dyeing, for example, as described in German Auslegeschriften Nos.
- unmodified polyolefin fibers preferably polypropylene fibers
- metal-containing phthalocyanine dyestuffs when allowing aqueous liquors or printing pastes containing cationically modified phthalocyanine dyestuffs to act under high temperature dyeing conditions, on the textile materials mentioned in the presence of a dispersion system on the basis of polyglycol ethers.
- the present invention is based on the observation that the dyestuffs mentioned have a technically useful affinity towards the strongly hydrophobic, unmodified polyolefin fibers when they are present in a certain state of dispersion and are applied under adequate thermal conditions. Under these conditions, the dyeings or prints can be effected according to the process claimed using the exhaustion method, the pad-steaming method or a printing method together with steam fixation of the dyes.
- the temperatures required are within the range of from l20 to 135C, preferably about l30C', the period of action is of 20 to 40 minutes, preferably of about 30 minutes, with the padsteaming and the print-steaming method, and of to 70 minutes, preferably about minutes, with the exhaustion method. It could not be expected that these conditions had been sufficient for the process of the invention to obtain a colour intensity which corresponded to the amount of dyestuff used.
- the modified phthalocyanine dyestuffs to be used for carrying out the dyeings according to the new method contain as cationic radicals especially quaternary ammonium groups and are described in detail in literature. They are metal-containing phthalocyanine derivatives which contain 2 to 4 quaternary ammonium groups linked over methylene bridges to the benzene nuclei of the molecule. In these products the complex-bound metals to be considered are nickel, cobalt and, above all, copper.
- the quaternary nitrogen atom of the saltforming radical carries identical or different, lower alkylor hydroxyalkyl groups; the anionic constituent is represented by the hydroxyl ion or the anion of an inorganic or organic acid, especially the acetate.
- This dispersion system essentially consists of a non-ionic auxiliary on the basis of alkylor alkylaryl-polyglycol ethers or oxethylated fatty acid polyglycol esters, preferably a reaction product of l mol of isotridecyl alcohol with 8 mols of ethylene oxide, which is combined in the exhaustion method with anionic protective colloids having a dispersing effect, preferably those ori the basis of lignin-sulfonic acid, and in the pad-steaming or print-steaming method with non-ionic protective colloids having a thickening effect, preferably a completely etherified locust bean flour.
- auxiliaries which split off acids under the action of heat for example, of the type of the monohalogenoacetates of alkali metals, preferably sodium monochloroacetate, or of the type of the chromium(lIl)-acetato-sulfate of the formula at lower temperatures because of its cationic side chain.
- the temperatures mentioned are reached, diffusion of the dycstuff from the surface to the interior of the fiber occurs.
- the cationic group can be split off in this case.
- Such a reaction can be concluded from the efficiency of the acid-yielding agent (at least partially).
- EXAMPLE 1 Flock material of unmodified polypropylene fibers was dyed in a dyeing apparatus under hightempera ture conditions, with a goods-to-liquor ratio of l 20, for 60 minutes with an aqueous liquid which contained, calculated on the weight of the dry material,
- the material so treated was dried, steamed in a pressure steamer at 130C for 30 minutes and then rinsed and finished in the usual manner.
- the yield of dyestuff obtained is perceptibly higher than that obtained according to Example 2.
- An exhaust process for the single-bath dyeing or printing of unmodified polypropylene fibers, with metal-containing phthalocyanine dyestuffs which comprises treating said fibers under high temperature dyeing conditions with aqueous dispersions containing a. metal-containing phthalocyanine dyestuffs having 2 to 4 quaternary ammonium groups linked over methylene bridges to the benzene nuclei of the phthalocyanine molecule,
- alkyl or alkylenyl-polyglycol ether or oxethylated fatty acid polyglycol ester alkyl or alkylenyl-polyglycol ether or oxethylated fatty acid polyglycol ester
- anionic protective colloids comprising ligninsulfonic acid.
- metal-containing phthalocyanine dyestuffs having 2 to 4 quaternary ammonium groups linked over methylene bridges to the benzene nuclei of the phthalocyanine molecule,
- non-ionic protective colloids having a thickening effect comprising etherified locust bean flour
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Inorganic Chemistry (AREA)
- Coloring (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE2210879A DE2210879C3 (de) | 1972-03-07 | 1972-03-07 | Verfahren zum einbadigen Färben unmodifizierter Polyolefinfasern mit metallhaltigen Phthalocyaninfarbstoffen |
Publications (2)
Publication Number | Publication Date |
---|---|
USB336902I5 USB336902I5 (ja) | 1975-01-28 |
US3918897A true US3918897A (en) | 1975-11-11 |
Family
ID=5838142
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US336902A Expired - Lifetime US3918897A (en) | 1972-03-07 | 1973-03-01 | Process for the single-bath dyeing of unmodified polyolefin fibers with metal-containing phthalocyanine |
Country Status (6)
Country | Link |
---|---|
US (1) | US3918897A (ja) |
JP (1) | JPS4899467A (ja) |
CH (2) | CH315073A4 (ja) |
DE (1) | DE2210879C3 (ja) |
GB (1) | GB1408076A (ja) |
IT (1) | IT981125B (ja) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2011062693A1 (en) * | 2009-11-18 | 2011-05-26 | Macdermid Acumen, Inc. | Semi-bright nickel plating bath and method of using same |
US20110155582A1 (en) * | 2009-11-18 | 2011-06-30 | Tremmel Robert A | Semi-Bright Nickel Plating Bath and Method of Using Same |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3097044A (en) * | 1960-04-04 | 1963-07-09 | Geigy Chem Corp | Process for coloring polypropylene |
US3454568A (en) * | 1962-07-14 | 1969-07-08 | Hoechst Ag | Water-soluble phthalocyanine dyestuffs and process for preparing them |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3169824A (en) * | 1962-08-17 | 1965-02-16 | Gagliardi Domenick Donald | Process for dyeing solid polyolefins, normally non-receptive to watersoluble dyes, with ionic dyestuffs |
CH429653A (de) * | 1963-12-19 | 1967-07-31 | Bayer Ag | Verfahren zum Färben vollsynthetischer und halbsynthetischer Textilfasern mit Imoniumgruppen enthaltenden Farbstoffen |
-
1972
- 1972-03-07 DE DE2210879A patent/DE2210879C3/de not_active Expired
-
1973
- 1973-03-01 US US336902A patent/US3918897A/en not_active Expired - Lifetime
- 1973-03-02 CH CH315073D patent/CH315073A4/xx unknown
- 1973-03-02 CH CH315073A patent/CH571112B5/xx not_active IP Right Cessation
- 1973-03-05 JP JP48025242A patent/JPS4899467A/ja active Pending
- 1973-03-05 IT IT21193/73A patent/IT981125B/it active
- 1973-03-06 GB GB1080173A patent/GB1408076A/en not_active Expired
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3097044A (en) * | 1960-04-04 | 1963-07-09 | Geigy Chem Corp | Process for coloring polypropylene |
US3454568A (en) * | 1962-07-14 | 1969-07-08 | Hoechst Ag | Water-soluble phthalocyanine dyestuffs and process for preparing them |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2011062693A1 (en) * | 2009-11-18 | 2011-05-26 | Macdermid Acumen, Inc. | Semi-bright nickel plating bath and method of using same |
US20110155582A1 (en) * | 2009-11-18 | 2011-06-30 | Tremmel Robert A | Semi-Bright Nickel Plating Bath and Method of Using Same |
Also Published As
Publication number | Publication date |
---|---|
DE2210879A1 (de) | 1973-09-20 |
DE2210879C3 (de) | 1978-06-15 |
JPS4899467A (ja) | 1973-12-15 |
DE2210879B2 (de) | 1977-10-13 |
GB1408076A (en) | 1975-10-01 |
CH315073A4 (ja) | 1975-06-13 |
IT981125B (it) | 1974-10-10 |
CH571112B5 (ja) | 1975-12-31 |
USB336902I5 (ja) | 1975-01-28 |
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