EP0415279B1 - Utilisation d'amides d'acides gras éthoxylés comme adoucissants - Google Patents

Utilisation d'amides d'acides gras éthoxylés comme adoucissants Download PDF

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Publication number
EP0415279B1
EP0415279B1 EP90116223A EP90116223A EP0415279B1 EP 0415279 B1 EP0415279 B1 EP 0415279B1 EP 90116223 A EP90116223 A EP 90116223A EP 90116223 A EP90116223 A EP 90116223A EP 0415279 B1 EP0415279 B1 EP 0415279B1
Authority
EP
European Patent Office
Prior art keywords
reaction product
ethylene oxide
preparing
textil
softeners
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.)
Revoked
Application number
EP90116223A
Other languages
German (de)
English (en)
Other versions
EP0415279A1 (fr
Inventor
Ralf Dr. Brueckmann
Toni Simenc
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.)
BASF SE
Original Assignee
BASF SE
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
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Application filed by BASF SE filed Critical BASF SE
Publication of EP0415279A1 publication Critical patent/EP0415279A1/fr
Application granted granted Critical
Publication of EP0415279B1 publication Critical patent/EP0415279B1/fr
Anticipated expiration legal-status Critical
Revoked 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
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/402—Amides imides, sulfamic acids
    • D06M13/419—Amides having nitrogen atoms of amide groups substituted by hydroxyalkyl or by etherified or esterified hydroxyalkyl groups
    • 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
    • D06M15/423—Amino-aldehyde resins
    • 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
    • D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain

Definitions

  • the invention further relates to certain of the above reaction products, mixtures containing such reaction products and production processes therefor.
  • RCO derives e.g. B. from lauric, linolenic, stearic, palmitic, tallow or coconut fatty acid and preferably from oleic acid.
  • 16 moles of ethylene oxide per mole of I are used for the reaction of the compounds of the formula I.
  • the compounds of the formula I are known; B. by reacting the acids of the formula RCOOH be prepared with monoethanolamine in a manner known per se.
  • reaction products from the compounds and ethylene oxide are also known, for example from US Pat. No. 2,520,381.
  • the reaction of the compounds of the formula I with ethylene oxide is advantageously carried out in such a way that the compounds I are added in portions with the ethylene oxide under elevated pressure (2 to 10, preferably 4 to 8 bar) at 100 to 140 ° C., preferably 110 to 120 ° C. implements. Potassium t-butoxide is preferably used as the catalyst. The reaction products are then worked up as usual.
  • the reaction products from the compounds I and ethylene oxide are used as plasticizers for textiles, preferably fabrics made of cotton, rayon, Polynosic or other regenerated cellulose fibers, and mixtures thereof with fully synthetic fibers, such as polyamide, polyacrylonitrile, polyester or cellulose triacetate fibers, are used.
  • reaction products used according to the invention are water-soluble and have a nonionic character. These two properties are advantageous for the compatibility with colorants and finishing agents used in the impregnation liquor, for example aminoplast precondensates for the crease and shrink-proof finish, dyes, pigments and binders, optical brighteners, water repellents, leveling agents and wetting agents.
  • colorants and finishing agents for example aminoplast precondensates for the crease and shrink-proof finish, dyes, pigments and binders, optical brighteners, water repellents, leveling agents and wetting agents.
  • no yellowing occurs during the high refinement.
  • the softening agents can be used in any manner, e.g. by spraying or dipping and squeezing (padding) onto the textile material.
  • the amounts used of the products used according to the invention can be varied within wide limits depending on the textile material to be treated, on the amount of finishing agents added and on the desired softening effect. In general, they are applied to the textile goods in amounts of 0.2-3% by weight, preferably 0.6-1.5% by weight, based on the weight of the goods, for the finishing of cotton and cellulose textiles.
  • the products used according to the invention have better plasticizer properties and, moreover, have a stabilizing effect on silicone-based products.
  • Polydimethyl siloxane emulsions are known to be used in textile finishing as excellent plasticizers and smoothing agents; they are mainly applied to the textile material using the padding process (dipping, squeezing).
  • the disadvantage of all commercially available polysiloxane emulsions is their insufficient shear stability on the squeeze (foulard) rollers. At high production speeds, the emulsion breaks down due to the strong shear forces of the paddle rollers, which leads to the separation of the pure silicone oil from the emulsion. A roller covering forms, which causes irreparable stains on the goods.
  • Favorable mixtures contain e.g. 1 to 6 parts by weight of silicone emulsion (silicon content 10 to 12%) and 9 to 4 parts by weight of the reaction products used according to the invention.
  • a fabric made of 100% cotton with a weight of about 100 g / m2 is immersed in a bath, which in experiments a, b, c contains, then squeezed on the pad to a liquor absorption of about 80%, dried at 110 ° C and then condensed at 150 ° C for 5 min.
  • the fabric finished according to experiment a) has a full, rough handle, whereas the fabrics finished under b) and c) feel pleasantly soft, smooth and flowing.
  • a PES / Bw 50/50 blended fabric with a weight of approx. 90 g / m2 is soaked in the experiments a - d with an aqueous liquor which contains, then squeezed to a liquor absorption of about 70% on the foulard, dried at 110 ° C and condensed at 150 ° C for 5 min.
  • test liquors a - d were first stirred with a stirrer at 3000 rpm for 10 minutes. The formation of the roller cover was then checked as follows:
  • the foulard has two horizontally mounted rollers, 9 cm in diameter and 15 cm in length.
  • the drive takes place electrically via a continuously variable transmission.
  • the roller pressure is set using a lever arm 35 cm long; at the end of the lever arm there are about 12 kg of lead weight.
  • the hardness of the paddle rollers is 72 ° shore (drive roller) and 84 ° shore hardness (pressure roller).
  • An endless web fabric 12 cm wide and 56 cm long is allowed to run through the liquor from below into the crushing unit at about 12 m / min for 30 minutes.
  • the roller covering is visually rated from 1 (no roller covering) to 5 (strong roller covering).
  • the surface of the rollers is smooth and clean.
  • the fleet a) also received the grade 1.
  • Example 3 The procedure is as in Example 3, but starting from 243.3 g (1 mol) of lauric acid monoethanolamide. In contrast to Example 3, the final adjustment to pH 6 is carried out with phosphoric acid. Approx. 2460 g of 40% solution are obtained.

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Silicon Polymers (AREA)

Claims (6)

  1. Procédé d'assouplissement de textiles, caractérisé en ce qu'on utilise à cette fin, comme assouplissant pour textiles, des produits de réaction de composés de formule I

            RCONHC₂H₄OH   I

    dans laquelle R représente un reste alkyle ou alcényle en C₁₂ à C₂₀, avec 14 18 moles d'oxyde d'éthylène par mole de I.
  2. Procédé de préparation de prnduits de réaction selon la revendication 1, caractérisé en ce qu'on part, à cette fin, de composés I dans lesquels R dérive de l'acide oléique.
  3. Procédé de préparation de produits de réaction selon la revendication 1, caractérisé en ce qu'on fait réagir les composés I avec 16 moles d'oxyde d'éthylène.
  4. Procédé de préparation de produits de réaction selon la revendication 1, caractérisé en ce qu'on fait réagir de l'éthanololéamide avec 16 moles d'oxyde d'éthylène.
  5. Procédé de préparation d'assouplissants pour textiles, caractérisé en ce qu'on mélange des produits de réaction selon la revendication 1 avec des assouplissants à base de silicone.
  6. Procédé de préparation d'assouplissants pour textiles selon la revendication 5, caractérisé en ce qu'on mélange le produit de réaction et l'assouplissant à base de silicone dans un rapport pondéral de (9-4) à (1-6).
EP90116223A 1989-09-01 1990-08-24 Utilisation d'amides d'acides gras éthoxylés comme adoucissants Revoked EP0415279B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3928978A DE3928978A1 (de) 1989-09-01 1989-09-01 Ethoxylierte fettsaeureamide
DE3928978 1989-09-01

Publications (2)

Publication Number Publication Date
EP0415279A1 EP0415279A1 (fr) 1991-03-06
EP0415279B1 true EP0415279B1 (fr) 1994-01-12

Family

ID=6388366

Family Applications (1)

Application Number Title Priority Date Filing Date
EP90116223A Revoked EP0415279B1 (fr) 1989-09-01 1990-08-24 Utilisation d'amides d'acides gras éthoxylés comme adoucissants

Country Status (3)

Country Link
US (1) US5080811A (fr)
EP (1) EP0415279B1 (fr)
DE (2) DE3928978A1 (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4415062B4 (de) * 1994-04-29 2004-04-01 Stockhausen Gmbh & Co. Kg Mittel und Verfahren zur Hydrophobierung von Ledern und Pelzen
DE19626317A1 (de) * 1996-07-01 1998-01-08 Basf Ag Kondensationsprodukte von Fettsäuren mit Aminoalkoholen und Polyolen und ihre Verwendung als Textilhilfsmittel
WO2020058524A1 (fr) * 2018-09-21 2020-03-26 Nouryon Chemicals International B.V. Utilisation d'alcools amido gras éthoxylés comme additif de réactivité dans le procédé dans lequel de la cellulose est mise à réagir avec de la lessive

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2520381A (en) * 1946-06-18 1950-08-29 American Cyanamid Co Condensation of ethylene oxide with carboxylic acid amides
DE2136673A1 (de) * 1971-07-22 1973-02-01 Henkel & Cie Gmbh Weichmachendes waschmittel
US4685930A (en) * 1984-11-13 1987-08-11 Dow Corning Corporation Method for cleaning textiles with cyclic siloxanes
US4818248A (en) * 1986-10-10 1989-04-04 Ciba-Geigy Corporation Process for dyeing natural or synthetic polyamide fibre materials with 1:1 metal complex dyes in presence of alkali metal fluordsilicate or amindnlum silicate
JPH07109064B2 (ja) * 1987-12-02 1995-11-22 竹本油脂株式会社 ポリオレフィン系繊維への透水性付与方法

Also Published As

Publication number Publication date
DE59004202D1 (de) 1994-02-24
EP0415279A1 (fr) 1991-03-06
US5080811A (en) 1992-01-14
DE3928978A1 (de) 1991-03-07

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