EP0230910B2 - Textilbehandlungsmittel - Google Patents

Textilbehandlungsmittel Download PDF

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Publication number
EP0230910B2
EP0230910B2 EP87100427A EP87100427A EP0230910B2 EP 0230910 B2 EP0230910 B2 EP 0230910B2 EP 87100427 A EP87100427 A EP 87100427A EP 87100427 A EP87100427 A EP 87100427A EP 0230910 B2 EP0230910 B2 EP 0230910B2
Authority
EP
European Patent Office
Prior art keywords
treatment agents
acid
fabric treatment
fabrics
agents according
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
Application number
EP87100427A
Other languages
German (de)
English (en)
French (fr)
Other versions
EP0230910A3 (en
EP0230910B1 (de
EP0230910A2 (de
Inventor
Rudolf Dr. Veitenhansl
Wolfgang Fröschke
Peter Waltenberger
Günter Uphues
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=6292390&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=EP0230910(B2) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Priority to IN736/MAS/86A priority Critical patent/IN168596B/en
Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Priority to AT87100427T priority patent/ATE65776T1/de
Publication of EP0230910A2 publication Critical patent/EP0230910A2/de
Publication of EP0230910A3 publication Critical patent/EP0230910A3/de
Publication of EP0230910B1 publication Critical patent/EP0230910B1/de
Application granted granted Critical
Publication of EP0230910B2 publication Critical patent/EP0230910B2/de
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/02Inorganic compounds ; Elemental compounds
    • C11D3/04Water-soluble compounds
    • C11D3/042Acids
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38Cationic compounds
    • C11D1/52Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
    • C11D1/528Carboxylic amides (R1-CO-NR2R3), where at least one of the chains R1, R2 or R3 is interrupted by a functional group, e.g. a -NH-, -NR-, -CO-, or -CON- group
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322Treating 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
    • D06M13/402Amides imides, sulfamic acids
    • D06M13/405Acylated polyalkylene polyamines
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322Treating 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
    • D06M13/46Compounds containing quaternary nitrogen atoms
    • D06M13/461Quaternised amin-amides from polyamines or heterocyclic compounds or polyamino-acids

Definitions

  • the invention relates to non-discoloring textile treatment agents based on condensation products of carboxylic acids or carboxylic acid derivatives with polyamines, a process for their preparation and their use.
  • textile treatment agents are understood to mean products which can be used in agents for finishing fibers, yarns, knitted fabrics, fabrics or nonwovens, in detergents and in post-treatment agents for washed textiles.
  • Amide-forming derivatives of aliphatic monocarboxylic acids are understood to mean the esters derived from natural or synthetic saturated or mono- or polyunsaturated, branched or unbranched fatty acids or fatty acid mixtures with lower alkanols such as methanol or ethanol, the fatty acid glycerides and the fatty acid halides.
  • these are the derivatives derived from lauric acid, myristic acid, palmitic acid, stearic acid, coconut fatty acid, tallow fatty acid or rapeseed oil fatty acid.
  • the reaction products which can be produced from this by reaction with polyamines are referred to below as fatty acid condensation products or condensation products.
  • Suitable polyamines are, for example, diethylenetriamine, triethylenetetramine, tetraethylenepentamine, dimethylaminopropylamine, propylenediamine, di (trimethylene) triamine and in particular aminoethylethanolamine.
  • Another object of the present invention is a method for producing the textile treatment agent.
  • a) aliphatic monocarboxylic acids with 10 to 22 carbon atoms or derivatives forming their amides are heated with b) polyamines with distillate separation and the condensation product is neutralized with phosphorous acid.
  • the molar ratio of carboxylic acid or carboxylic acid derivative to polyamine is chosen so that there is an excess of amino groups. Depending on the polyamine used, the molar ratio of carboxylic acid to polyamine is in the range from 1: 1 to 3: 1.
  • the acid used for neutralization with salt formation is, based on unreacted amino groups, in a stoichiometric amount or in an up to about 30% lower or excess used ie one uses 0.7 to 1.3 or 1.0 to 1.3 acid equivalents per amine equivalent.
  • the neutralization can be carried out in the melt of the condensation product or preferably in acid diluted with water with simultaneous dispersion and dilution to a concentration ready for dispatch or ready for use.
  • the dispersion can be facilitated by adding a dispersion accelerator.
  • Suitable dispersion accelerators are, for example, monosaccharides of the aldose and ketose type or their hydrogenation products, water-soluble synthetic or natural polymers, alcohol alkoxylates, fatty acid partial glycerides and / or water-miscible solvents.
  • the dispersion accelerators can make up 0.5 to 70 percent by weight of the textile treatment agent.
  • the textile treatment agents according to the invention can be easily applied in aqueous dispersion, for example by the methods customary in textile technology, such as exhaust, centrifugal, padding or spraying methods.
  • the use of the textile treatment agents according to the invention for finishing fibers, yarns, knitted fabrics, card slivers, slivers, fabrics or nonwovens is a further subject of the invention.
  • the textile treatment agents according to the invention When used in detergents, they bring about an improved cleaning action and / or a softening of the laundry washed therewith.
  • the textile treatment agents according to the invention can also be used as components of aftertreatment agents for washed textiles, as a result of which the textiles become soft and antistatic.
  • the aftertreatment of the washed textiles can usually be carried out in the last rinsing bath, but also during drying in an automatic laundry dryer, either by spraying the laundry with a dispersion of the agent during drying or by applying the agent to a substrate, for example a flexible, textile fabric, applies.
  • the products according to the invention can have different compositions, i. H.
  • the fatty acid condensation products can contain a more or less large fatty acid component, or a fatty acid component with fatty acid residues of different lengths.
  • those products according to the invention which have a proportion of 0.7 to 1 filament acid residue, which is preferably saturated, with essentially 16 to 22 carbon atoms on a functional group of the Have polyamines, that is, amino or hydroxyl group.
  • the aftertreatment agents according to the invention are also excellently suitable for the production of aqueous fabric softener concentrates which, instead of the usual active ingredient concentration of about 5% by weight, have an active ingredient concentration of 10 to about 50% by weight.
  • those products are preferably selected which contain condensation products from shorter fatty acid residues, i.e. H. having essentially 12 to 16 carbon atoms and a proportion of 0.3 to 1, preferably 0.3 to 0.5 fatty acid residues per functional group of the polyamine. Particularly good results are obtained with reaction products of this type which are derived from coconut fatty acid and dimethylaminopropylamine.
  • the textiles treated with the agents according to the invention also tend to yellow significantly less than textiles treated with conventional agents when high temperatures, for example up to 200 ° C., are used for drying or fixing.
  • Comparative product 3 was prepared from 10.65 kg of hardened beef tallow, 1.3 kg of aminoethylethanolamine, 0.65 kg of glycolic acid, 70% by weight, 7.5 kg of tallow alcohol + 14 mol of ethylene oxide, 80 kg of water in a manner analogous to that of Comparative Example 2.
  • Comparative product 4 was obtained from 2275 kg of hardened beef tallow, 416 kg of aminoethylethanolamine, 440 kg of 60 percent by weight acetic acid and 9880 kg of water.
  • Products according to the invention were obtained by producing products as described above, but replacing the acetic acid or the glycolic acid with an equivalent amount of phosphorous acid.
  • the products thus obtained are referred to as plasticizers I, II, III and IV.
  • swatches cotton / polyester woven fabric as a blended fabric
  • the fabric samples were then heat-treated (120 ° C or 180 ° C, 2 minutes) in a Benz laboratory tenter.
  • the color distances between the samples treated at 120 ° C and 180 ° C were calculated on the basis of colorimetric measurements. Larger numerical values mean greater discoloration.
  • the textiles treated with the textile treatment agents of the prior art (1 to 4) change color more than the textiles treated with the textile treatment agents (I to IV) according to the invention.
  • the differences are so clear that they can be determined by visual inspection even without measuring devices.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Chemical Or Physical Treatment Of Fibers (AREA)
  • Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
EP87100427A 1986-01-23 1987-01-15 Textilbehandlungsmittel Expired - Lifetime EP0230910B2 (de)

Priority Applications (2)

Application Number Priority Date Filing Date Title
IN736/MAS/86A IN168596B (ja) 1986-01-23 1986-09-17
AT87100427T ATE65776T1 (de) 1986-01-23 1987-01-15 Textilbehandlungsmittel.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3601856 1986-01-23
DE19863601856 DE3601856A1 (de) 1986-01-23 1986-01-23 Textilbehandlungsmittel

Publications (4)

Publication Number Publication Date
EP0230910A2 EP0230910A2 (de) 1987-08-05
EP0230910A3 EP0230910A3 (en) 1988-06-08
EP0230910B1 EP0230910B1 (de) 1991-07-31
EP0230910B2 true EP0230910B2 (de) 1997-01-15

Family

ID=6292390

Family Applications (1)

Application Number Title Priority Date Filing Date
EP87100427A Expired - Lifetime EP0230910B2 (de) 1986-01-23 1987-01-15 Textilbehandlungsmittel

Country Status (8)

Country Link
US (1) US4865768A (ja)
EP (1) EP0230910B2 (ja)
JP (1) JP2548714B2 (ja)
BR (1) BR8700281A (ja)
DE (2) DE3601856A1 (ja)
ES (1) ES2023124T5 (ja)
TR (1) TR23179A (ja)
ZA (1) ZA87481B (ja)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3842057A1 (de) * 1988-12-14 1990-06-28 Henkel Kgaa Textile weichmacher fuer flotten mit hohen gehalten an elektrolyten und/oder optischen aufhellern
DE3901820A1 (de) * 1989-01-23 1990-08-09 Henkel Kgaa Textilbehandlungsmittel
DE4020271A1 (de) * 1990-06-26 1992-01-02 Henkel Kgaa Salze von fettsaeureamiden und fettsaeureimidazolinen
FR2717181B1 (fr) * 1994-03-08 1996-07-26 Hoechst France Cire adoucissante pour les textiles, procédé pour sa préparation, compositions aqueuses la contenant et ses applications pour le traitement des textiles.
DE59801470D1 (de) * 1997-10-03 2001-10-18 Clariant Finance Bvi Ltd Ausrüstung von jeansmaterial
US6140413A (en) * 1999-03-29 2000-10-31 Henkel Corporation Silicone softener viscosity reducer
WO2008023493A1 (fr) * 2006-08-22 2008-02-28 Nicca Chemical Co., Ltd. Agent d'amélioration de la qualité dans le bain pour le traitement de fibres et procédé de traitement

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2340881A (en) * 1939-08-22 1944-02-08 Nat Oil Prod Co Composition for lubricating and softening textile fibers
CH314321A (de) * 1952-12-12 1956-06-15 Ciba Geigy Verfahren zur Herstellung stickstoffhaltiger Kondensationsprodukte
US3454494A (en) * 1965-08-03 1969-07-08 Standard Chem Products Inc Textile softener compositions
DE1922047C3 (de) * 1969-04-30 1978-03-30 Henkel Kgaa, 4000 Duesseldorf Nachspülmittel für gewaschene Wäsche
NL7609628A (nl) * 1975-09-04 1977-03-08 Hoechst Ag Textielbehandelingsmiddel.
EP0038862B1 (en) * 1979-08-03 1984-02-01 Albright & Wilson Limited Compositions containing amido amine salts, and their use as fabric softeners
DE3137043A1 (de) * 1981-09-17 1983-03-24 Bayer Ag, 5090 Leverkusen Ammoniumverbindungen
DE3137044A1 (de) * 1981-09-17 1983-03-24 Bayer Ag, 5090 Leverkusen Imidazolindervate
DE3501521A1 (de) * 1985-01-18 1986-07-24 Henkel KGaA, 4000 Düsseldorf Waessriges konzentriertes textilweichmachungsmittel

Also Published As

Publication number Publication date
BR8700281A (pt) 1987-12-08
DE3601856A1 (de) 1987-07-30
US4865768A (en) 1989-09-12
EP0230910A3 (en) 1988-06-08
ES2023124B3 (es) 1992-01-01
EP0230910B1 (de) 1991-07-31
TR23179A (tr) 1989-06-06
JPS62184180A (ja) 1987-08-12
DE3771734D1 (de) 1991-09-05
ES2023124T5 (es) 1997-03-01
ZA87481B (en) 1987-08-26
EP0230910A2 (de) 1987-08-05
JP2548714B2 (ja) 1996-10-30

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