EP0160872A2 - Procédé de traitement de matières fibreuses cellulosiques - Google Patents
Procédé de traitement de matières fibreuses cellulosiques Download PDFInfo
- Publication number
- EP0160872A2 EP0160872A2 EP85104821A EP85104821A EP0160872A2 EP 0160872 A2 EP0160872 A2 EP 0160872A2 EP 85104821 A EP85104821 A EP 85104821A EP 85104821 A EP85104821 A EP 85104821A EP 0160872 A2 EP0160872 A2 EP 0160872A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- polyether
- hydroxyalkylamines
- parts
- dyeing
- polyethers
- 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.)
- Granted
Links
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/53—Polyethers
-
- 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
- D06P1/607—Nitrogen-containing polyethers or their quaternary derivatives
-
- 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
- D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
- D06P5/02—After-treatment
- D06P5/04—After-treatment with organic compounds
- D06P5/08—After-treatment with organic compounds macromolecular
Definitions
- R 1 and R 2 the methyl, ethyl, n-propyl, iso-propyl, n-butyl and sec.-butyl radicals may be mentioned as C 1 -C 4 alkyl radicals.
- R is C 1 -C 4 alkyl or cyclohexyl and R 1 and R 2 are hydrogen or methyl.
- the average molecular weight of the polyethers to be used according to the invention should be between 500 and 20,000, preferably 1,000 to 15,000.
- the polyethers to be used according to the invention are linear or slightly branched polyethers.
- the linear polyethers can be prepared by known methods by condensing N-2-hydroxyalkylamines of the formula I in the presence of acidic catalysts, for example H 3 PO 3 high temperatures, for example 150 - 280 ° C can be obtained.
- acidic catalysts for example H 3 PO 3 high temperatures, for example 150 - 280 ° C can be obtained.
- the diols containing tertiary amino groups are condensed together with triols containing tertiary amino groups, ie N-2-hydroxyalkylamines of the formula I in which R represents one of the stated B-hydroxyalkyl groups.
- the amount of triols in the condensation mixture should not be more than 20 percent by weight, preferably 2-15 percent by weight.
- polyethers to be used according to the invention are known, for example, from GB-A-1 107 818 and DE-A-2 060 572.
- B-Hydroxyalkylamines of the formula (I) which may be mentioned are, for example, the N-di- (2-hydroxyalkyl) amines as used in the addition of ethylene, propylene and butylene oxide or mixtures of these alkylene oxides to primary aliphatic, cycloaliphatic, araliphatic and aromatic amines are formed.
- Triethanolamine, triisopropanolamine and tributanolamine may be mentioned in particular as representatives of the triols used to prepare the branched polyethers.
- the quaternization is carried out in a manner known per se by reacting the polyethers which are optionally dissolved or suspended in alcohol / water mixtures with known alkylating agents, such as dimethyl sulfate or diethyl sulfate; p-toluenesulfonic acid alkyl esters, e.g. p-toluenesulfonic acid methyl ester; Alkyl halides, e.g.
- Methyl iodide or ethyl bromide Chloroacetamide, halocarboxylic acid salts, halocarboxylic acid esters, alkane sultones, benzyl chloride, methanephosphonic acid dimethyl ester, trimethyl phosphate or alkylene oxide such as ethylene oxide and propylene oxide in the presence of acids.
- the amounts in which the quaternized polyethers to be used according to the invention are added to the aqueous liquors can fluctuate within wide limits. In general, an addition of 0.1-2%, preferably 0.2-1%, based on the weight of the fiber materials, has proven useful.
- the quaternized polyethers can be applied in a pretreatment process to the untreated fiber material to be dyed or printed in order to improve the color yield by impregnating or printing with aqueous liquors which contain the quaternized polyethers.
- the fiber material treated in this way is e.g. squeezed to a liquor intake of 60-100%, dried and, if necessary after heat treatment, e.g. by brief steaming at 102 - 120 °, colored or printed in the usual way.
- the aftertreatment of the dyed or printed fiber material to improve the wet fastness is carried out either in the exhaust process, e.g. for 20-30 minutes into an aqueous liquor which contains the quaternized polyethers to be used according to the invention and has a pH of e.g. 4-8, preferably 5.5-6.5, and a temperature of 20-40 ° C, or the liquor used for after-treatment continuously, e.g. by means of a foulard onto which colored or printed material is applied.
- Suitable dyes for producing the dyeings and prints are, for example, in the Color Index, 3rd edition (1971), Vol. 2 listed on pages 2005-2478 as direct dyes and on pages 1001-1562 as acid dyes.
- Suitable reactive dyes are described, for example, in Venkataraman, The Chemistry of Synthetic Dyes, Volume VI, Reactive Dyes (Academic Press, New York, London 1972).
- Fiber materials suitable according to the invention are, above all, those made from natural or regenerated cellulose; Cotton, hemp, jute, linen, as well as viscose and cellulose acetate fibers and blended fabrics containing cellulose fibers are mentioned.
- the fiber material can be in various processing states and e.g. exist as loose material, yarn, woven or knitted fabric.
- the color yield and the fastness properties of dyeings and prints are considerably improved.
- the compounds according to the invention offer the advantage of being completely free from formaldehyde.
- Another advantage of the claimed compounds is the slight impairment in the grip of the treated ones Fiber materials and the lightfastness of the dyeings. Furthermore, they do not cause color changes in the colorings.
- Polyether B was produced analogously to polyether A, except that instead of the 82 parts of dimethyl sulfate, only 54 parts of dimethyl sulfate (0.5 mol of dimethyl sulfate per mole of basic amino group) were used for the quaternization. The Q remains uatern réelles. back as a yellow water-soluble syrup.
- Polyether C was prepared analogously to polyether A, except that 108 parts of dimethyl sulfate (1.0 mol of dimethyl sulfate per mol of basic amino group) were used instead of the 82 parts of dimethyl sulfate for the quaternization.
- the quaternization product remains as a yellow water-soluble syrup.
- the polyether can be represented by the formula describe.
- a cotton fabric is at an H aspelkufe treated with a dyeing liquor at a liquor ratio of 1:20 at 40 ° C, per liter, 1 g of the dye Direct Red contains 79 (CI 29065).
- the dyebath is heated to 98 ° C. in the course of 30 minutes and then 10 g / 1 of sodium sulfate are added. and stains for one hour at the same temperature. After the dye bath has cooled to 80 ° C., the dyeing is rinsed in cold water. The coloring is then in a fresh bath, which is in liters
- a cotton fabric is dyed, rinsed and dried as described in Example 1.
- the dyeing is then done on a foulard with a liquor in liters
- a cotton fabric is treated on a reel runner in a liquor ratio of 1:20 at 25 ° C. with a dyeing liquor which contains 2 g of the red dye of DE-A 2 264 698, Example 3 in liters.
- the dyebath is heated to 40 ° C. in the course of 30 minutes and then 50 g / 1 of sodium sulfate and, after a further 10 minutes, 20 g / 1 of sodium carbonate are added, and the mixture is colored at 40 ° C. for 1 hour. Then it is rinsed cold, hot and boiling.
- the dyeing is then treated with the polyether A in a fresh bath as described in Example 1.
- a cotton fabric is dyed, rinsed, soaped and dried as described in Example 3.
- Example 3 The dyeing is then treated as in Example 2. As a result of the aftertreatment, the wet fastness level is significantly improved, as in Example 3.
- a cotton fabric is printed with an aqueous preparation, which is in liters
- the material pretreated in this way is then dyed and rinsed as described in Example 1.
- the printed areas show a significantly deeper staining than the unprinted areas.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Coloring (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polyethers (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE3416693 | 1984-05-05 | ||
DE19843416693 DE3416693A1 (de) | 1984-05-05 | 1984-05-05 | Verfahren zur behandlung von cellulosischen fasermaterialien |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0160872A2 true EP0160872A2 (fr) | 1985-11-13 |
EP0160872A3 EP0160872A3 (en) | 1987-05-20 |
EP0160872B1 EP0160872B1 (fr) | 1988-11-02 |
Family
ID=6235057
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP85104821A Expired EP0160872B1 (fr) | 1984-05-05 | 1985-04-20 | Procédé de traitement de matières fibreuses cellulosiques |
Country Status (4)
Country | Link |
---|---|
US (1) | US4629468A (fr) |
EP (1) | EP0160872B1 (fr) |
JP (1) | JPS60239579A (fr) |
DE (2) | DE3416693A1 (fr) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0223064A1 (fr) * | 1985-10-22 | 1987-05-27 | BASF Aktiengesellschaft | Procédé de post-traitement de teintures réactives sur des fibres cellulosiques |
EP2199315A1 (fr) | 2008-12-19 | 2010-06-23 | Basf Se | Composition comprenant un agent égalisant pour électrodeposition |
US8129326B2 (en) | 2007-11-09 | 2012-03-06 | Basf Se | Alkoxylated polyalkanolamines |
WO2022129368A1 (fr) | 2020-12-16 | 2022-06-23 | Basf Se | N-(hydroxyalkyl)amine polymère alcoxylée utilisée comme agents mouillants et comme constituant de compositions antimousse |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4822374A (en) * | 1986-06-17 | 1989-04-18 | Ciba-Geigy Corporation | Process for the aftertreatment of dyed cellulose fibers |
IL94466A (en) * | 1989-05-25 | 1995-01-24 | Erba Carlo Spa | Pharmaceutical preparations containing the history of A-amino carboxamide N-phenylalkyl are converted into such new compounds and their preparation |
US5298584A (en) * | 1990-12-14 | 1994-03-29 | The United States Of America As Represented By The Secretary Of Agriculture | Anionically dyeable smooth-dry crosslinked cellulosic material created by treatment of cellulose with reactive swelling agents and nitrogen based compounds |
US5698476A (en) * | 1995-03-01 | 1997-12-16 | The Clorox Company | Laundry article for preventing dye carry-over and indicator therefor |
ES2707251T3 (es) * | 2007-11-09 | 2019-04-03 | Basf Se | Composiciones de limpieza con polialcanolaminas alcoxiladas |
Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR828619A (fr) * | 1936-11-10 | 1938-05-24 | Prod Chim Fab De | Produits de condensation basiques et procédé de préparation de ces produits |
DE1469737A1 (de) * | 1965-09-30 | 1969-01-02 | Bayer Ag | Verfahren zum Faerben von Polyacrylnitrilgebilden |
DE2060572A1 (de) * | 1970-12-09 | 1972-06-22 | Bayer Ag | Verfahren zum Herabsetzen der Farbstoffaffinitaet von Fasermaterialien aus Polyacrylnitril |
DE2747358A1 (de) * | 1977-10-21 | 1979-04-26 | Bayer Ag | Verfahren zur nachbehandlung von reaktivfaerbungen |
DE2843645A1 (de) * | 1978-10-06 | 1980-04-17 | Basf Ag | Verfahren zum auswaschen von nicht fixierten reaktivfarbstoffen von cellulosefasern |
JPS5571884A (en) * | 1978-11-27 | 1980-05-30 | Nippon Senka Kogyo Kk | Enhancing of dye fastness |
EP0057398A2 (fr) * | 1981-02-04 | 1982-08-11 | Bayer Ag | Procédé pour le post-traitement de teintures de matière fibreuse rendue résistant au feutrage par un apprêt |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2096534A (en) * | 1937-10-19 | Quaternary ammonium compounds | ||
GB460961A (en) * | 1935-07-05 | 1937-02-05 | Ig Farbenindustrie Ag | Process for improving the fastness of dyeings |
BE628654A (fr) * | 1963-02-20 | |||
DE2407147A1 (de) * | 1974-02-15 | 1975-08-28 | Bayer Ag | Quartaere n- (2,3-epoxyalkyl)-ammonium- verbindungen |
US4198269A (en) * | 1976-01-26 | 1980-04-15 | The Dow Chemical Company | Quaternary ammonium salts of epihalohydrin polymers as additives for fibrous cellulosic materials |
DE3105897A1 (de) * | 1980-02-22 | 1982-03-11 | Sandoz-Patent-GmbH, 7850 Lörrach | Faerbehilfsmittel und verfahren zum faerben von cellulosefasern |
NL8104330A (nl) * | 1980-09-24 | 1982-04-16 | Sandoz Ag | Werkwijze voor het wasecht maken van cellulose-bevattend textiel en daarbij te gebruiken stoffen. |
CH660940GA3 (fr) * | 1981-01-10 | 1987-06-30 |
-
1984
- 1984-05-05 DE DE19843416693 patent/DE3416693A1/de not_active Withdrawn
-
1985
- 1985-04-18 US US06/724,385 patent/US4629468A/en not_active Expired - Fee Related
- 1985-04-20 DE DE8585104821T patent/DE3566007D1/de not_active Expired
- 1985-04-20 EP EP85104821A patent/EP0160872B1/fr not_active Expired
- 1985-05-01 JP JP60092392A patent/JPS60239579A/ja active Pending
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR828619A (fr) * | 1936-11-10 | 1938-05-24 | Prod Chim Fab De | Produits de condensation basiques et procédé de préparation de ces produits |
DE1469737A1 (de) * | 1965-09-30 | 1969-01-02 | Bayer Ag | Verfahren zum Faerben von Polyacrylnitrilgebilden |
DE2060572A1 (de) * | 1970-12-09 | 1972-06-22 | Bayer Ag | Verfahren zum Herabsetzen der Farbstoffaffinitaet von Fasermaterialien aus Polyacrylnitril |
DE2747358A1 (de) * | 1977-10-21 | 1979-04-26 | Bayer Ag | Verfahren zur nachbehandlung von reaktivfaerbungen |
DE2843645A1 (de) * | 1978-10-06 | 1980-04-17 | Basf Ag | Verfahren zum auswaschen von nicht fixierten reaktivfarbstoffen von cellulosefasern |
JPS5571884A (en) * | 1978-11-27 | 1980-05-30 | Nippon Senka Kogyo Kk | Enhancing of dye fastness |
EP0057398A2 (fr) * | 1981-02-04 | 1982-08-11 | Bayer Ag | Procédé pour le post-traitement de teintures de matière fibreuse rendue résistant au feutrage par un apprêt |
Non-Patent Citations (1)
Title |
---|
CHEMICAL ABSTRACTS, Band 93, Nr. 20, Oktober 1980, Seite 68, Zusamenfassung Nr. 151593s, Columbus, Ohio, US; & JP-A-80 71 884 (NIPPON SENKA KOGYO CO., LTD) 30-05-1980 * |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0223064A1 (fr) * | 1985-10-22 | 1987-05-27 | BASF Aktiengesellschaft | Procédé de post-traitement de teintures réactives sur des fibres cellulosiques |
US8129326B2 (en) | 2007-11-09 | 2012-03-06 | Basf Se | Alkoxylated polyalkanolamines |
EP2199315A1 (fr) | 2008-12-19 | 2010-06-23 | Basf Se | Composition comprenant un agent égalisant pour électrodeposition |
US9011666B2 (en) | 2008-12-19 | 2015-04-21 | Basf Se | Composition for metal electroplating comprising leveling agent |
WO2022129368A1 (fr) | 2020-12-16 | 2022-06-23 | Basf Se | N-(hydroxyalkyl)amine polymère alcoxylée utilisée comme agents mouillants et comme constituant de compositions antimousse |
Also Published As
Publication number | Publication date |
---|---|
US4629468A (en) | 1986-12-16 |
DE3416693A1 (de) | 1985-11-07 |
EP0160872B1 (fr) | 1988-11-02 |
EP0160872A3 (en) | 1987-05-20 |
JPS60239579A (ja) | 1985-11-28 |
DE3566007D1 (en) | 1988-12-08 |
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