EP0467246A1 - Procédé de finissage antisalissant des textiles de polyamide ou de laine - Google Patents

Procédé de finissage antisalissant des textiles de polyamide ou de laine Download PDF

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Publication number
EP0467246A1
EP0467246A1 EP91111708A EP91111708A EP0467246A1 EP 0467246 A1 EP0467246 A1 EP 0467246A1 EP 91111708 A EP91111708 A EP 91111708A EP 91111708 A EP91111708 A EP 91111708A EP 0467246 A1 EP0467246 A1 EP 0467246A1
Authority
EP
European Patent Office
Prior art keywords
textile material
mol
formula
formaldehyde
polyamide
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.)
Withdrawn
Application number
EP91111708A
Other languages
German (de)
English (en)
Inventor
Rudolf Dr. Ehrler
Dietmar Dr. Kallfass
Dieter Dr. Lämmermann
Bernhard Dr. Mees
Ursula Naumann
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Hoechst AG
Original Assignee
Hoechst AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Hoechst AG filed Critical Hoechst AG
Publication of EP0467246A1 publication Critical patent/EP0467246A1/fr
Withdrawn legal-status Critical Current

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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
    • D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
    • D06M15/41—Phenol-aldehyde or phenol-ketone resins
    • D06M15/412—Phenol-aldehyde or phenol-ketone resins sulfonated

Definitions

  • the main component of modern carpet finishes contains so-called fluorocarbon resins, which give the material water and oil-repellent properties.
  • fluorocarbon resins which give the material water and oil-repellent properties.
  • Such formulations additionally contain a dirt-repellent component (stain blocker).
  • dirt-repellent component stain blocker
  • Various condensation products of formaldehyde and sulfonated aromatic hydroxy compounds are known for this purpose (EP 242 496, EP 328 822, EP 332 343, US 4,839,212, US 4,822,373). All these products have in common that a sulfonic acid group is bonded directly to the aromatic ring.
  • Binuclear phenols of the formula 1 are dihydroxydiphenyl sulfone, dihydroxydiphenyl sulfoxide, dihydroxydiphenyl sulfide, dihydroxydiphenylmethane, dihydroxydiphenyldimethylmethane, dihydroxybenzophenone and dihydroxydiphenyl, where the hydroxyl groups can be in the 4,4'-, 2,2'- or 4,2'-position 4,2 ', 4'-tetrahydroxydiphenyl sulfone, diphenyl sulfoxide, diphenyl sulfide, diphenyl methane, diphenyl dimethyl methane, benzophenone and diphenyl, and the derivatives derived therefrom by substitution with sulfonic acid groups.
  • dinuclear phenols of the formula 1 in which X is a bridge member of the formula S0 2 are particularly advantageous. Furthermore, such dinuclear phenols of the formula 1 are preferably used for the preparation of the condensation products which contain at least one sulfo group.
  • the formaldehyde used to prepare the condensates according to the invention can be used in the form of its aqueous solution, preferably a 30 to 39% by weight solution.
  • formaldehyde instead of formaldehyde, however, equivalent amounts of substances which release formaldehyde under the reaction conditions, such as e.g. Paraformaldehyde, urotropin or trioxymethylene.
  • dinuclear phenol and formaldehyde are used such that the molar ratio of dinuclear phenol to formaldehyde is between 1.0: 0.7 and 1.0: 2.5.
  • Sodium, potassium, calcium or ammonium sulfamate are preferred as sulfamates.
  • These sulfamates or the amidosulfuric acid are used in an amount such that the molar ratio of dinuclear phenol to these modifiers is between 1.0: 0.1 and 1.0: 1.5.
  • the resins modified in this way additionally contain the group -CH 2 -NH-S0 3 Me on the cores of the biphasic phenol of the formula 1, which is formed by reaction of methylol groups in the resin with the modifiers.
  • the condensation is carried out in such a way that mixtures of the dinuclear phenol of the formula 1 with formaldehyde or a substance which releases formaldehyde, a modifier, Water and, if the setting of a certain pH value is desired, an acid or base, with stirring to temperatures of about 60 to 1400 C, preferably 90 to 110 ° C are heated.
  • the pH of the reaction mixture should preferably be between 7 and 11 during the condensation time.
  • a mixture of dinuclear phenol and formaldehyde can also be precondensed and then reacted again with formaldehyde and sulfamate or amidosulfuric acid in a second step of this precondensate.
  • the required condensation times depend on the desired degree of condensation.
  • the degree of condensation largely determines the effectiveness of the condensation products. After a short condensation period, largely water-soluble condensation products are obtained. A degree of condensation should preferably be maintained, in which the condensation products have a K value of 7 to 17 in 5% aqueous solution.
  • the aqueous solutions thus obtained can be used directly as stain blockers. However, these aqueous solutions can also be converted into powder form beforehand by drying and then these powders can be dissolved again in water.
  • the condensation products described can be applied to colored or uncolored substrates containing amino groups, such as wool or polyamide, or mixtures thereof with other fibers. They can be applied to these substrates alone or together with other water, oil and / or dirt-repellent products which contain perfluoroalkyl groups, insofar as the ionicity permits this.
  • the condensation products can be used in the exhaust, padding or spraying process. It can also be used in the dye bath.
  • the necessary amounts to achieve a protective effect of the substrate are between 0.2% and 5%, usually between 1% and 2.5% of the active substance, based on the goods to be treated.
  • the condensation products are usually used at pH values between 2 and 5. If a pH value of 2 is chosen, the amount of product used can be reduced.
  • the affinity (to the textile material) can also be increased by adding magnesium sulfate.
  • the products pull at low temperatures such as well at room temperature. However, a more effective protective effect is achieved by increasing the bath temperature to 60 C to 80 C. In the pull-out process (with 0.8% based on the weight of the goods), an excellent protective effect is achieved at a pH of 2 and a temperature of 70 ° C.
  • the stain blockers are applied in an automatically working Linitest dyeing unit to strands of polyamide carpet yarn - freed from troublesome preparation residues.
  • One strand is placed in a screwable stainless steel cylinder together with the equipment fleet. Up to twelve cylinders are held by a frame that is rotated in a water bath, the temperature, heating rate, dyeing time and cooling can be controlled automatically.
  • stain blockers are used at a liquor ratio of 1:20, the amount of which is 1% or 2.5%, based on the fiber weight.
  • the stain blockers are applied at a pH of 2.5, which is adjusted by adding amidosulfuric acid.
  • 2% magnesium sulfate can be added.
  • the cylinders are loaded with the appropriate equipment fleets.
  • the polyamide strands to be treated which had previously been slightly wetted with demineralized water, are then added to the cylinders so that they are well covered by the solutions.
  • the cylinders are placed in the dyeing unit at 30 C and left there for five minutes for conditioning.
  • the water bath is now brought to the temperature required for the application of the stain blocker at two degrees per minute.
  • the goods are usually treated at 70 0 C ⁇ 2 ° C to ensure that the products are pulled open. When this temperature is reached, the batches are allowed to act on the goods for 20 minutes before cooling to 30 ° C.
  • the treated goods are removed from the cylinders and rinsed well with cold, demineralized water.
  • the strands are washed in succession with fresh water at a liquor ratio of 1:40 rinsed at room temperature and pressed by hand.
  • the washed goods are centrifuged or squeezed on the padder to remove excess liquid.
  • the mixture is then dried in a forced-air drying cabinet at 90 ° C. for 20 minutes.
  • the dry samples can then be tested using the test methods for soiling described below.
  • This test is used to quickly determine the stain blocker effectiveness against the staining of carpets by lemonade drinks, the acid dyes, e.g. C.I. Acid Red 40 included.
  • the drinks used for the test which can also contain sugar, citric acid, flavorings, vitamins and minerals, are commercially available products in the form of powder, which is dissolved in demineralized water according to the manufacturer's instructions.
  • the dyeing liquors required for soiling the finished goods are created with the powder-containing powder dissolved in this way. They contain 90 g per liter of powder at a pH of about 3.
  • the soiling test is carried out in an automatically operating Linitest staining unit with up to 12 screwable stainless steel cylinders.
  • the cylinders are each equipped with a test sample and the coloring soiling liquor.
  • SNIA carpet yarn 357 made of polyamide 6 is used as the test sample. It is trilobal 12 gauge yarn, fixed and without prior fluorine treatment. To remove preparation residues, the samples bound into strands (5 g ⁇ 0.5 g) are boiled at a liquor ratio of 1:40 for 20 minutes in the presence of an oleyl sarcoside (1 g / l (R) Arkomon A conc.).
  • each stainless steel cylinder is loaded with a still wet test sample and filled with the soiling dye liquor so that the goods can be treated at a liquor ratio of 1:20 at 20 ° C ⁇ 2 ° C for 30 minutes.
  • the cylinders are held by a frame that is rotated in a water bath to guarantee the constant movement of the fleet.
  • the soiled samples are then rinsed under running cold, demineralized water until the rinsing water is no longer colored.
  • the rinsed goods are centrifuged or squeezed to remove excess liquid and then linger for 20 minutes at 90 ° C. around a circulating air drying cabinet.
  • the samples soiled by dye are visually sampled against a standard. The depth of staining is assessed.
  • the tendency to yellowing of goods equipped with stain blockers is determined by irradiating them with UV light for 16 hours. Equipped samples of 12 cm x 4 cm or tightly wound yarns with a winding width of 1 cm are twisted in the Xenotest 150 S at 30 C and 60% rel. Irradiated air humidity. They are then visually assessed against a running standard.
  • the product thus obtained was applied to polyamide carpet yarn as described in the exhaust process with 2.5% (0.8% active substance), based on the weight of the goods.
  • the pH was adjusted to 3.5 and 2 with amidosulfuric acid.
  • the blocking effect was tested, it was found that a slight staining was found at pH 3.5, but no staining at pH 2, while untreated control goods were dyed deep red. Samples treated with this product show no yellowing after 16 hours of UV radiation in the Xenotest.
  • the solution thus obtained was applied to polyamide carpet yarn with 2.5% (1% active substance), based on the weight of the goods, at a pH of 3.5 adjusted with acetic acid as described.
  • the yarn treated in this way was tested for protection with the method described.
  • the finished strand showed only a slight staining, while the untreated control goods were stained deep red. Samples that were treated with this solution show no yellowing after 16 hours of UV radiation in the Xenotest.
  • the solution thus obtained was applied to polyamide carpet yarn with 2.5% (1% active substance), based on the weight of the goods, at a pH of 3.5 set with acetic acid and then tested for the tendency to soiling.
  • the finished strand showed a slight staining, while the untreated control goods are stained deep red. Samples that were treated with this solution show no yellowing after 16 hours of UV radiation in the Xenotest.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
EP91111708A 1990-07-14 1991-07-13 Procédé de finissage antisalissant des textiles de polyamide ou de laine Withdrawn EP0467246A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE4022454 1990-07-14
DE4022454 1990-07-14

Publications (1)

Publication Number Publication Date
EP0467246A1 true EP0467246A1 (fr) 1992-01-22

Family

ID=6410290

Family Applications (1)

Application Number Title Priority Date Filing Date
EP91111708A Withdrawn EP0467246A1 (fr) 1990-07-14 1991-07-13 Procédé de finissage antisalissant des textiles de polyamide ou de laine

Country Status (3)

Country Link
EP (1) EP0467246A1 (fr)
JP (1) JPH04240271A (fr)
CA (1) CA2046966A1 (fr)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1993021375A1 (fr) * 1992-04-14 1993-10-28 E.I. Du Pont De Nemours And Company Agents phenoliques resistant aux taches
WO1993022488A1 (fr) * 1992-04-30 1993-11-11 E.I. Du Pont De Nemours And Company Agents phenoliques de resistance aux taches
WO1994002677A1 (fr) * 1992-07-20 1994-02-03 Sandoz Ltd. Agent d'appret antisalissure
WO1994018378A1 (fr) * 1993-02-02 1994-08-18 E.I. Du Pont De Nemours And Company Resoles de bis(hydroxyphenyl)sulfone conferant aux polyamides une resistance aux taches

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2549533A1 (de) * 1975-11-05 1977-05-18 Cassella Farbwerke Mainkur Ag Hilfsmittel und verfahren zur verbesserung der nassechtheiten von polyamidfaerbungen
EP0242496A1 (fr) * 1986-03-06 1987-10-28 Monsanto Company Fibres en nylon résistant aux taches
EP0242495A1 (fr) * 1983-12-16 1987-10-28 Monsanto Company Tapis en nylon résistant aux taches
US4879180A (en) * 1986-03-06 1989-11-07 Monsanto Company Stain-resistant nylon fibers

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2549533A1 (de) * 1975-11-05 1977-05-18 Cassella Farbwerke Mainkur Ag Hilfsmittel und verfahren zur verbesserung der nassechtheiten von polyamidfaerbungen
EP0242495A1 (fr) * 1983-12-16 1987-10-28 Monsanto Company Tapis en nylon résistant aux taches
EP0242496A1 (fr) * 1986-03-06 1987-10-28 Monsanto Company Fibres en nylon résistant aux taches
US4879180A (en) * 1986-03-06 1989-11-07 Monsanto Company Stain-resistant nylon fibers

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1993021375A1 (fr) * 1992-04-14 1993-10-28 E.I. Du Pont De Nemours And Company Agents phenoliques resistant aux taches
AU663589B2 (en) * 1992-04-14 1995-10-12 E.I. Du Pont De Nemours And Company Phenolic stain-resists
WO1993022488A1 (fr) * 1992-04-30 1993-11-11 E.I. Du Pont De Nemours And Company Agents phenoliques de resistance aux taches
WO1994002677A1 (fr) * 1992-07-20 1994-02-03 Sandoz Ltd. Agent d'appret antisalissure
WO1994018378A1 (fr) * 1993-02-02 1994-08-18 E.I. Du Pont De Nemours And Company Resoles de bis(hydroxyphenyl)sulfone conferant aux polyamides une resistance aux taches
US5447755A (en) * 1993-02-02 1995-09-05 E. I. Du Pont De Nemours And Company Substrates treated with bis(hydroxyphenyl) sulfone stain-resists
AU676272B2 (en) * 1993-02-02 1997-03-06 E.I. Du Pont De Nemours And Company Bis(hydroxyphenyl)sulfone resoles as polyamide stain-resists

Also Published As

Publication number Publication date
CA2046966A1 (fr) 1992-01-15
JPH04240271A (ja) 1992-08-27

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