EP0394848A1 - Agent mouillant pour bains alcalins de traitement textile - Google Patents

Agent mouillant pour bains alcalins de traitement textile Download PDF

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Publication number
EP0394848A1
EP0394848A1 EP90107479A EP90107479A EP0394848A1 EP 0394848 A1 EP0394848 A1 EP 0394848A1 EP 90107479 A EP90107479 A EP 90107479A EP 90107479 A EP90107479 A EP 90107479A EP 0394848 A1 EP0394848 A1 EP 0394848A1
Authority
EP
European Patent Office
Prior art keywords
alkyl
alkali
glycerol
use according
ammonium
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Withdrawn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
EP90107479A
Other languages
German (de)
English (en)
Inventor
Bernd Dr. Fabry
Faize Berger
Bernd Dr. Wahle
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.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
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 Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of EP0394848A1 publication Critical patent/EP0394848A1/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Withdrawn legal-status Critical Current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
    • 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
    • D06M13/244—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 sulfur or phosphorus
    • D06M13/248—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 sulfur or phosphorus with compounds containing sulfur
    • D06M13/262—Sulfated compounds thiosulfates
    • 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
    • D06M11/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
    • D06M11/32—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond
    • D06M11/36—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond with oxides, hydroxides or mixed oxides; with salts derived from anions with an amphoteric element-oxygen bond
    • D06M11/38—Oxides or hydroxides of elements of Groups 1 or 11 of the Periodic Table
    • 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
    • D06M13/244—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 sulfur or phosphorus
    • D06M13/248—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 sulfur or phosphorus with compounds containing sulfur
    • D06M13/256—Sulfonated compounds esters thereof, e.g. sultones
    • 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
    • Y10S516/00—Colloid systems and wetting agents; subcombinations thereof; processes of
    • Y10S516/01—Wetting, emulsifying, dispersing, or stabilizing agents
    • Y10S516/03—Organic sulfoxy compound containing
    • 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
    • Y10S516/00—Colloid systems and wetting agents; subcombinations thereof; processes of
    • Y10S516/01—Wetting, emulsifying, dispersing, or stabilizing agents
    • Y10S516/03—Organic sulfoxy compound containing
    • Y10S516/05—Organic amine, amide, or n-base containing

Definitions

  • the invention relates to the use of mixtures containing A. unsaturated C16 ⁇ 22-carboxylic acid-C16 ⁇ 22-alkenyl ester sulfonates and B. at least one surfactant from the group of sulfates, as wetting agents in aqueous alkaline treatment agents for yarns or textile fabrics.
  • Cotton contains natural impurities, for example waxes, wax-like substances, proteins, seed husks, fruit capsules and pectins, as well as impurities that are applied as foreign substances in the course of processing, such as paraffins and / or mineral oils.
  • impurities for example waxes, wax-like substances, proteins, seed husks, fruit capsules and pectins, as well as impurities that are applied as foreign substances in the course of processing, such as paraffins and / or mineral oils.
  • the contamination of wool, of regenerated fibers, such as viscose rayon, and of synthetic fibers, such as polyester and polyamide, comes from the treatment with preparation agents (Chwala / Anger in "Handbook of Textile Aids", pages 526-528, 537, 558 ff., Verlag Chemie Weinheim 1977).
  • textile fiber materials in particular cellulose-containing textile fiber materials, are usually subjected to a pretreatment.
  • Mercerizing liquors, bleaches, cleaning agents, decoction agents and degreasing agents are examples of pretreatment and bleaching agents.
  • Wetting agents that are contained in such treatment agents must be water-soluble and alkali-stable and must ensure uniform wetting of the textile material. Furthermore, they should be able to be added to the treatment agents in a simple manner, i. H. be in a liquid state at room temperature. In addition, wetting agents should be ecologically harmless. H. biodegradable and have no toxic effects on aquatic organisms.
  • the object of the invention was to develop liquid, water-soluble and alkali-stable wetting agents which can be used in alkaline treatment agents for textile fabrics or yarns.
  • Mixtures in which the weight ratio of components A: B is between 4: 1 and 1: 1 are preferably used as wetting agents.
  • Sulfonated, unsaturated C16 ⁇ 22-carboxylic acid-C16 ⁇ 22-alkenyl esters are known compounds which, according to DE 38 09 822, are obtained by sulfonating esters, prepared by reacting unsaturated C16 ⁇ 22-carboxylic acids with C16 ⁇ 22-alkenyl alcohols, and then neutralizing them Allow sulfonation products to be prepared with aqueous solutions of alkali and / or alkaline earth hydroxides, for example NaOH or KOH, ammonia or amines, such as ethanolamine or triethanolamine.
  • alkali and / or alkaline earth hydroxides for example NaOH or KOH, ammonia or amines, such as ethanolamine or triethanolamine.
  • Particularly suitable sulfonating agents are SO3-containing gas mixtures, for example SO3 / nitrogen or SO3 / air mixtures, with SO3 contents between 1 and 10 vol .-%. 0.6 to 1.8 moles of SO3, preferably 1.0 to 1.3 moles of SO3 are used per mole of olefinic double bond.
  • the preparation of the sulfonated esters is carried out continuously or batchwise at temperatures between 15 and 80 ° C. in conventional reactors suitable and customary for the sulfonation of fatty acid esters, alkylbenzenes or olefins, preferably of the falling film reactor type.
  • Suitable carboxylic acid components of the esters to be sulfonated are unsaturated C16 ⁇ 22 carboxylic acids of natural and / or synthetic origin, preferably unsaturated fatty acids with 16 to 22 C atoms, e.g. B. palmitoleic acid, oleic acid, petroselinic acid, gadoleic acid and / or erucic acid and / or technical fatty acid mixtures consisting predominantly of unsaturated C16 ⁇ 22 fatty acids.
  • Fatty acids, fatty acid mixtures and technical fatty acid mixtures are obtained from vegetable and / or animal oils and / or fats, for example beef tallow, lard, rapeseed oil, soybean oil and / or sunflower oil.
  • technical fatty acid mixtures can contain small amounts of saturated fatty acids with 16 to 22 carbon atoms, which, however, do not interfere.
  • Suitable alcohol components of the esters to be sulfonated are C16 ⁇ 22 alkenyl alcohols of natural and / or synthetic origin, preferably unsaturated fatty alcohols with 16 up to 22 carbon atoms, for example palmitoleyl alcohol, oleyl alcohol, gadoleyl alcohol and / or erucyl alcohol and / or technical fatty alcohol mixtures consisting predominantly of unsaturated fatty alcohols with 16 to 22 carbon atoms.
  • the proportions of saturated fatty alcohols contained in technical fatty alcohol mixtures do not interfere.
  • Fatty alcohols, fatty alcohol mixtures and technical fatty alcohol mixtures can be obtained by known processes from the vegetable and / or animal oils and / or fats listed above by way of example.
  • Examples of particularly preferred unsaturated fatty acid fatty alkyl esters are eruclerucate and / or oleyl oleate.
  • Alkyl and / or alkenyl sulfates in the form of their alkali, alkaline earth, ammonium and / or amine salts are prepared in a manner known per se by sulfating the corresponding alkyl and / or alkenyl alcohols with chlorosulfonic acid or sulfur trioxide.
  • the resulting sulfuric acid half-esters of the alcohols are then neutralized with, for example, alkali metal hydroxide solution, such as sodium hydroxide solution, aqueous solutions of alkaline earth metal hydroxides, ammonia or alkanolamines, such as monoethanolamine or triethanolamine (Winnacker / Küchler in "Chemical Technology", Volume 7, pages 120 - 123, Carl- Hanser Verlag, Kunststoff-Vienna, 1986).
  • alkali metal hydroxide solution such as sodium hydroxide solution
  • aqueous solutions of alkaline earth metal hydroxides such as alkaline earth metal hydroxides
  • ammonia or alkanolamines such as monoethanolamine or triethanolamine
  • Alkyl alcohols have 6 to 18 carbon atoms, preferably 8 to 12 carbon atoms, alkenyl alcohols 16 to 18 carbon atoms.
  • alkyl and / or alkenyl alcohols are hexyl, octyl, 2-ethylhexyl, decyl, lauryl, myristyl, cetyl, stearyl, oleyl alcohol and mixtures of these alcohols.
  • glycerol ether sulfates in the form of their alkali, alkaline earth, ammonium and / or amine salts are base-catalyzed Reactions of glycerol and / or alkoxylated glycerols with double stoichiometric amounts of alkyl halides, preferably alkyl chlorides, are accessible.
  • alkyl halides can be straight and / or branched and have 1 to 10 C atoms, preferably 4 to 8 C atoms.
  • the OH groups of the glycerol ethers formed are sulfated under the abovementioned conditions and then the sulfuric acid half-esters formed are neutralized.
  • Sulphated hydroxyalkyl-alkyl polyalkylene glycol ethers can be prepared by the process described in EP 299 370 by sulfating hydroxyalkyl-alkyl polyalkylene glycol ethers of the general formula II R - O- (C n H 2n O) -CH2 - -R1 with chlorosulfonic acid or SO3 / inert gas mixtures and subsequent neutralization with, for example, alkali metal solutions, such as sodium hydroxide solution, ammonia, or amines, such as C1 ⁇ 4-alkylamines or triethanolamine.
  • alkali metal solutions such as sodium hydroxide solution, ammonia, or amines, such as C1 ⁇ 4-alkylamines or triethanolamine.
  • the ethers of the general formula II are according to EP 299 370 by reacting epoxides of the general formula III with alkoxylated, linear or branched chain alkyl alcohols of the general formula IV R - O- (C n H 2n O) -H at temperatures between 100 and 180 ° C, preferably between 150 and 160 ° C, in the presence of catalysts, for example sodium methylate.
  • Suitable sulfated hydroxyalkylalkyl polyalkylene glycol ethers are those of the general formula I in which R is a straight or branched chain alkyl radical having 1 to 6 C atoms, R 1 is a linear or branched chain alkyl radical having 6 to 18 C atoms, M is an alkali metal and / or ammonium cation and the indices n 2 or 3 and x represent a number between 2 and 10.
  • the mixtures according to the invention to be used as wetting agents containing components A. and B., are prepared by mixing at temperatures between 18 and 25 ° C. If the mixtures contain several surfactants from the group of sulfates, the sulfates can be used with one another in any weight ratio.
  • the mixtures to be used according to the invention may contain, as further constituents, straight and / or branched chain C2 ⁇ 12 alkyl alcohols of natural and / or synthetic origin, for example 2-ethylhexanol, n-octanol and / or n-decanol, and / or defoamers, for example alkyl phosphates, such as tri-n-butyl phosphate, and / or dialkyl polyalkylene glycol ethers such as C12 ⁇ 18 coconut fatty alkyl (OCH2CH2) 5-on-butyl.
  • the weight ratio of components A. and B. to the optional components is between 10: 1 and 1: 1.
  • the mixtures according to the invention are clear, aqueous, neutral to alkaline solutions with active substance contents between 30 and 80% by weight. They can be easily incorporated into pretreatment and bleaching agents for preferably cellulose-containing yarns or textile fabrics, such as woven, knitted or crocheted fabrics, and are characterized by good wetting properties combined with high stability to alkali.
  • the mixtures according to the invention can be used in alkaline cold bleaching liquors, hot bleaching liquors, mercerizing liquors, alkaline boiling and degreasing agents, desizing processes and / or to improve the liquor uptake in dyeing processes.
  • the content of mixtures to be used according to the invention without optional constituents is between 3.0 and 10 g / l, based on the active substance.
  • Aqueous alkaline bleaching liquors in which the mixtures to be used according to the invention are preferably used, contain hydrogen peroxide or compounds which form hydrogen peroxide in aqueous solution as the bleaching agent.
  • the pH of these bleaching agents is adjusted to 10 to 14 with bases, for example with NaOH and / or KOH.
  • the textile fabrics are bleached at temperatures between 15 and 90 ° C,
  • the immersion wetting power was determined in a cold bleaching liquor at 20 ° C. in accordance with DIN 53 901.
  • the cold bleaching liquor contained 0.15 g of MgSO4 ⁇ 7 H2O, 15 ml of sodium water glass, 38/40 ° Be, 16 ml of 50% by weight sodium hydroxide solution, 2 g of complexing agent per liter of liquor (Securon R 540, Henkel KGaA), 35 ml 35% by weight hydrogen peroxide and a wetting agent mixture specified under 1 or 2.
  • the results are summarized in Table 1.
  • the foaming power of the cold bleaching liquors of the above compositions was determined in accordance with DIN 53902 in the Götte whipped foam apparatus.

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Detergent Compositions (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Chemical Or Physical Treatment Of Fibers (AREA)
EP90107479A 1989-04-28 1990-04-19 Agent mouillant pour bains alcalins de traitement textile Withdrawn EP0394848A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3914060A DE3914060A1 (de) 1989-04-28 1989-04-28 Netzmittel zur verwendung in waessrigen, alkalischen behandlungsmitteln fuer garne oder textile flaechengebilde
DE3914060 1989-04-28

Publications (1)

Publication Number Publication Date
EP0394848A1 true EP0394848A1 (fr) 1990-10-31

Family

ID=6379679

Family Applications (2)

Application Number Title Priority Date Filing Date
EP90107479A Withdrawn EP0394848A1 (fr) 1989-04-28 1990-04-19 Agent mouillant pour bains alcalins de traitement textile
EP90906192A Pending EP0470106A1 (fr) 1989-04-28 1990-04-19 Agent mouillant pour agents alcalins de traitement de textiles

Family Applications After (1)

Application Number Title Priority Date Filing Date
EP90906192A Pending EP0470106A1 (fr) 1989-04-28 1990-04-19 Agent mouillant pour agents alcalins de traitement de textiles

Country Status (8)

Country Link
US (1) US5158692A (fr)
EP (2) EP0394848A1 (fr)
JP (1) JPH04504884A (fr)
KR (1) KR920700325A (fr)
BR (1) BR9007325A (fr)
DE (1) DE3914060A1 (fr)
TR (1) TR24739A (fr)
WO (1) WO1990013700A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0638685A1 (fr) * 1993-08-10 1995-02-15 Ciba-Geigy Ag Agent mouillant pour le mercerisage
EP0696661A1 (fr) * 1994-08-11 1996-02-14 Ciba-Geigy Ag Compositions d'agents de finition multi-fonctionnels

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3914060A1 (de) * 1989-04-28 1990-10-31 Henkel Kgaa Netzmittel zur verwendung in waessrigen, alkalischen behandlungsmitteln fuer garne oder textile flaechengebilde
US5538672A (en) * 1991-08-03 1996-07-23 Henkel Kommanditgesellschaft Auf Aktien Free-flowing water-containing alkyl sulfate pastes
US7612136B2 (en) * 2006-11-03 2009-11-03 Cognis Ip Management Gmbh Anionic and other derivatives of non-ionic surfactants, methods for making, and uses in emulsion polymerization and polymer dispersions
CN107881760A (zh) * 2017-12-22 2018-04-06 鲁丰织染有限公司 高白度棉/锦纶混纺面料连续加工工艺
JP6777349B1 (ja) * 2019-09-13 2020-10-28 竹本油脂株式会社 合成繊維用処理剤及び合成繊維

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0299370A2 (fr) * 1987-07-15 1989-01-18 Henkel Kommanditgesellschaft auf Aktien Esters sulfuriques de mixtes d'ethers hydroxyliques, leur procédé de préparation et leur utilisation
DE3809822A1 (de) * 1988-03-23 1989-10-05 Henkel Kgaa Sulfonate von estern ungesaettigter fettsaeuren mit ungesaettigten fettalkoholen und verfahren zu ihrer herstellung

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5149725A (fr) * 1974-10-25 1976-04-30 Konishiroku Photo Ind
DD266711A3 (de) * 1983-09-07 1989-04-12 Juergen Peschel Stark adhaesiv wirkende faserpraeparation fuer synthetische hochpolymerfaeden
US4877896A (en) * 1987-10-05 1989-10-31 The Procter & Gamble Company Sulfoaroyl end-capped ester of oligomers suitable as soil-release agents in detergent compositions and fabric-conditioner articles
JPH06104955B2 (ja) * 1988-01-09 1994-12-21 竹本油脂株式会社 合成繊維処理用油剤
DE3914060A1 (de) * 1989-04-28 1990-10-31 Henkel Kgaa Netzmittel zur verwendung in waessrigen, alkalischen behandlungsmitteln fuer garne oder textile flaechengebilde

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0299370A2 (fr) * 1987-07-15 1989-01-18 Henkel Kommanditgesellschaft auf Aktien Esters sulfuriques de mixtes d'ethers hydroxyliques, leur procédé de préparation et leur utilisation
DE3723354A1 (de) * 1987-07-15 1989-01-26 Henkel Kgaa Sulfatierte hydroxy-mischether, verfahren zu ihrer herstellung und ihre verwendung
DE3809822A1 (de) * 1988-03-23 1989-10-05 Henkel Kgaa Sulfonate von estern ungesaettigter fettsaeuren mit ungesaettigten fettalkoholen und verfahren zu ihrer herstellung

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0638685A1 (fr) * 1993-08-10 1995-02-15 Ciba-Geigy Ag Agent mouillant pour le mercerisage
US5464547A (en) * 1993-08-10 1995-11-07 Ciba-Geigy Corporation Mercerization wetting composition
US5494486A (en) * 1993-08-10 1996-02-27 Ciba-Geigy Corporation Mercerization wetting composition
EP0696661A1 (fr) * 1994-08-11 1996-02-14 Ciba-Geigy Ag Compositions d'agents de finition multi-fonctionnels

Also Published As

Publication number Publication date
DE3914060A1 (de) 1990-10-31
BR9007325A (pt) 1992-04-28
EP0470106A1 (fr) 1992-02-12
JPH04504884A (ja) 1992-08-27
KR920700325A (ko) 1992-02-19
US5158692A (en) 1992-10-27
TR24739A (tr) 1992-03-01
WO1990013700A1 (fr) 1990-11-15

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