WO2002036873A2 - Agents servant a traiter des textiles - Google Patents

Agents servant a traiter des textiles Download PDF

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Publication number
WO2002036873A2
WO2002036873A2 PCT/EP2001/012224 EP0112224W WO0236873A2 WO 2002036873 A2 WO2002036873 A2 WO 2002036873A2 EP 0112224 W EP0112224 W EP 0112224W WO 0236873 A2 WO0236873 A2 WO 0236873A2
Authority
WO
WIPO (PCT)
Prior art keywords
carbon atoms
alkyl
contain
composition according
radical
Prior art date
Application number
PCT/EP2001/012224
Other languages
German (de)
English (en)
Other versions
WO2002036873A3 (fr
Inventor
Marta Domingo
Joaquim Bigorra Llosas
Gilabert Bonastre Nuria
Rafael Pi Subirana
Original Assignee
Cognis Iberia S.L.
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 Cognis Iberia S.L. filed Critical Cognis Iberia S.L.
Priority to EP01992810A priority Critical patent/EP1330569B1/fr
Priority to DE50109641T priority patent/DE50109641D1/de
Publication of WO2002036873A2 publication Critical patent/WO2002036873A2/fr
Publication of WO2002036873A3 publication Critical patent/WO2002036873A3/fr

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
    • D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/227—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of hydrocarbons, or reaction products thereof, e.g. afterhalogenated or sulfochlorinated
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/62—Quaternary ammonium compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/001—Softening compositions
    • C11D3/0015—Softening compositions liquid
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/18—Hydrocarbons
    • 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
    • D06M13/02—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with hydrocarbons
    • 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
    • D06M13/46—Compounds containing quaternary nitrogen atoms
    • D06M13/463—Compounds containing quaternary nitrogen atoms derived from monoamines
    • 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
    • D06M13/46—Compounds containing quaternary nitrogen atoms
    • D06M13/467—Compounds containing quaternary nitrogen atoms derived from polyamines
    • 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
    • D06M7/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made of other substances with subsequent freeing of the treated goods from the treating medium, e.g. swelling, e.g. polyolefins
    • 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
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
    • 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
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/20—Treatment influencing the crease behaviour, the wrinkle resistance, the crease recovery or the ironing ease
    • 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
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/40—Reduced friction resistance, lubricant properties; Sizing compositions
    • 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
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/50—Modified hand or grip properties; Softening compositions

Definitions

  • the invention is in the field of textile treatment agents and relates to new preparations for finishing textiles containing combinations of cationic surfactants and waxes and their use.
  • Esterquats are used because of their property to give textiles and fibers a pleasant soft feel, especially as softeners. They use the ability of the cationic surfactants to attach to the fibers and thereby reduce the static charge, ie for By combining esterquats with polyolefin waxes, as described in European patent EP 0784666 Bl (Cognis), the soft feel can be improved even more, but in particular the friction is reduced and the ironing of the textiles treated in this way is made significantly easier Corresponding products are already commercially available, for example, under the name "Vernell Easy". Since the application properties of the products are not satisfactory in every case, the object of the present invention was to provide new textile treatment agents which are more effective than the products of the prior art in terms of antistatic treatment and friction reduction or with the same performance is achieved with reduced use.
  • the invention relates to textile treatment compositions containing
  • ester quats is generally understood to mean quaternized fatty acid triethanolamine ester salts. These are known substances that can be obtained using the relevant methods of preparative organic chemistry.
  • German patent DE 4308794 Cl also discloses a process for the preparation of solid ester quats, in which the quaternization of triethanolamine esters is carried out in the presence of suitable dispersants, preferably fatty alcohols.
  • the quaternized fatty acid triethanolamine ester salts preferably follow the formula (I)
  • R ⁇ CO represents an acyl radical having 6 to 22 carbon atoms
  • R 2 and R 3 independently of one another are hydrogen or R ⁇ O
  • R 4 represents an alkyl radical having 1 to 4 carbon atoms or a (CH 2 CH 2 O) q H- Group
  • m, n and p in total stands for 0 or numbers from 1 to 12
  • X for halide, alkyl sulfate or alkyl phosphate.
  • ester quats which can be used in the context of the invention are products based on caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, isostearic acid, stearic acid, oleic acid, elaidic acid, Arachic acid, behenic acid and erucic acid as well as their technical mixtures, such as those that occur during the pressure splitting of natural fats and oils.
  • Preferably technical C ⁇ ⁇ be 2 8 cocofatty acids and, in particular partly hydrogenated C ⁇ 6 / i8 tallow or palm oil fatty acids and elaidic C ⁇ ⁇ 6 8 -fatty acid used.
  • the fatty acids and the triethanolamine can be used in a molar ratio of 1.1: 1 to 3: 1 to produce the quaternized esters.
  • an application ratio of 1.2: 1 to 2.2: 1, preferably 1.5: 1 to 1.9: 1, has proven to be particularly advantageous.
  • the preferred esterquats are technical mixtures of mono-, di- and triesters with an average degree of esterification of 1.5 to 1.9 and are derived from technical Ci 6 / i 8 - tallow or palm fatty acid (iodine number 0 to 40) .
  • quaternized fatty acid triethanolamine ester salts of the formula (I) have proven to be particularly advantageous in which R ⁇ O for an acyl radical having 16 to 18 carbon atoms, R 2 for R ⁇ O, R 3 for hydrogen, R 4 for a methyl group, m , n and p is 0 and X is methyl sulfate.
  • Corresponding products are on the market under the Dehyquart® AU brand (Cognis Deutschland GmbH).
  • quaternized ester salts of fatty acids with diethanolalkylamines of the formula (II) are also suitable as esterquats,
  • R x CO for an acyl radical with 6 to 22 carbon atoms
  • R 2 for hydrogen or R ⁇ O
  • R 4 and R 5 independently of one another for alkyl radicals with 1 to 4 carbon atoms
  • X represents halide, alkyl sulfate or alkyl phosphate.
  • the quaternized ester salts of fatty acids with 1,2-dihydroxypropyl dialkylamines of the formula (III) should be mentioned as a further group of suitable ester quats,
  • R 7 in R x CO for an acyl radical with 6 to 22 carbon atoms, R 2 for hydrogen or R ⁇ O, R 4 , R 6 and R 7 independently of one another for alkyl radicals with 1 to 4 carbon atoms, m and n in total for 0 or numbers from 1 to 12 and X represents halide, alkyl sulfate or alkyl phosphate.
  • ester quats are substances in which the ester bond is replaced by an amide bond and which preferably follow the formula (IV) based on diethylenetriamine,
  • R ⁇ O is an acyl radical having 6 to 22 carbon atoms
  • R 2 is hydrogen or R ⁇ O
  • R 6 and R 7 are independently alkyl radicals having 1 to 4 carbon atoms
  • X is halide, alkyl sulfate or alkyl phosphate.
  • Such amide ester quats are available on the market, for example, under the Incroquat® (Croda) brand.
  • esterquats are also substances which are obtainable on the basis of ethoxylated castor oil or its hardening products and preferably follow the formula (V)
  • R 8 CO is a saturated and / or unsaturated ethoxylated hydroxyacyl radical having 16 to 22, preferably 18 carbon atoms and 1 to 50 oxyethylene units
  • A is a linear or branched alkylene radical having 1 to 6 carbon atoms
  • R 9 , R 10 and R 11 independently of one another represents hydrogen or an alkyl group with 1 to 4 carbon atoms
  • R 12 stands for an alkyl radical with 1 to 4 carbon atoms or a benzyl radical
  • X stands for halogen, alkyl sulfate or alkyl phosphate.
  • Both fatty acids and the corresponding triglycerides can be used to prepare the esterquats of the formulas (I) to (V).
  • Such a method which is to be named as representative of the corresponding prior art, is proposed in the European patent EP 0750606 B1 (Cognis). It is also possible to condense the alkanolamines with the fatty acids in the presence of defined amounts of dicarboxylic acids, e.g. Oxalic acid, malonic acid, succinic acid, maleic acid, fumaric acid, glutaric acid, adipic acid, sorbic acid, pimelic acid, azelaic acid, sebacic acid and / or dodecanedioic acid.
  • dicarboxylic acids e.g. Oxalic acid, malonic acid, succinic acid, maleic acid, fumaric acid, glutaric acid, adipic acid, sorbic acid, pimelic acid, azelaic acid, sebacic acid and / or
  • esterquats This results in a partially oligomeric structure of the ester quats, which can have an advantageous effect on the clear solubility of the products, particularly when adipic acid is also used.
  • Corresponding products under the brand Dehyquart® D 6003 (Cognis Deutschland GmbH) are commercially available and are described, for example, in European Patent EP 0770594 Bl (Cognis).
  • the esterquats usually come on the market in the form of 50 to 90% strength by weight alcoholic solutions, which can be diluted with water if required.
  • Paraffin waxes are commercially available substances that are produced, for example, during the processing of petroleum distillates and are available, for example, from BASF. Typically, these waxes have molecular weights in the range of 100 to 1000 daltons. As a rule, they come on the market in the form of aqueous dispersions which have solids contents in the range from 25 to 50% by weight.
  • the final preparations can contain components (a) and (b) in a weight ratio of 90:10 to 10:90, preferably 75:25 to 25:75 and in particular 60:40 to 40:60.
  • the total content of components (a) and (b) can contain a total of 5 to 80, preferably 10 to 30 or 50 to 75% by weight, depending on whether concentrates or application dilutions are used. Industrial applicability
  • Another object of the invention relates to the use of mixtures containing
  • Paraffin waxes for the textile finishing of such textile fabrics.
  • the textile treatment agents may contain further typical auxiliaries and additives.
  • these are solvents such as water, ethanol, isopropyl alcohol, ethylene glycol, propylene glycol or glycerin.
  • Emulsifiers and other waxes which can be, for example, polyolefin waxes, may also be present.
  • Friction resistance and static charging quantities based on solid as weight
  • Adalin® K Dispersion of paraffin wax (90% by weight) in nonionic emulsifiers
  • agents according to the invention are far superior to those of the prior art based on polyolefin waxes. This halves the frictional resistance and reduces the static charge to a third.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Textile Engineering (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

La présente invention concerne des agents servant à traiter des textiles contenant (a) des esters quaternaires et (b) des cires paraffiniques.
PCT/EP2001/012224 2000-11-01 2001-10-23 Agents servant a traiter des textiles WO2002036873A2 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
EP01992810A EP1330569B1 (fr) 2000-11-01 2001-10-23 Agents servant a traiter des textiles
DE50109641T DE50109641D1 (de) 2000-11-01 2001-10-23 Textilbehandlungsmittel

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE10054020.1 2000-11-01
DE2000154020 DE10054020B4 (de) 2000-11-01 2000-11-01 Verwendung von Mischungen als Textilbehandlungsmittel

Publications (2)

Publication Number Publication Date
WO2002036873A2 true WO2002036873A2 (fr) 2002-05-10
WO2002036873A3 WO2002036873A3 (fr) 2002-12-12

Family

ID=7661713

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2001/012224 WO2002036873A2 (fr) 2000-11-01 2001-10-23 Agents servant a traiter des textiles

Country Status (4)

Country Link
EP (1) EP1330569B1 (fr)
DE (2) DE10054020B4 (fr)
ES (1) ES2262701T3 (fr)
WO (1) WO2002036873A2 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011123737A1 (fr) * 2010-04-01 2011-10-06 The Procter & Gamble Company Polymères de soin
US10370792B2 (en) 2012-04-24 2019-08-06 3M Innovative Properties Company Surfactant-containing fluorochemical compositions, articles, and methods

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10227872A1 (de) 2002-06-22 2004-01-08 Ecolab Gmbh & Co. Ohg Wässriges Konzentrat zur Desinfektion von Oberflächen

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB602109A (en) * 1944-06-14 1948-05-20 E F Houghton And Co Wax emulsions and method of preparing the same
EP0416917A2 (fr) * 1989-09-07 1991-03-13 Kao Corporation Filage de fibres polyacryliques à l'aide d'une omposition lubrifiante
WO1994015011A1 (fr) * 1992-12-22 1994-07-07 Henkel Kommanditgesellschaft Auf Aktien Adjuvants pour fibres
WO1996010623A1 (fr) * 1994-10-04 1996-04-11 Henkel Kommanditgesellschaft Auf Aktien Dispersions aqueuses d'agents assouplissants

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0680314B1 (fr) * 1993-01-23 1997-05-07 Henkel Kommanditgesellschaft auf Aktien Melanges detergents possedant de meilleures proprietes d'avivage
DE19829788A1 (de) * 1998-07-03 2000-01-05 Henkel Kgaa Verwendung von Esterquats als Antistatika
DE19846538C2 (de) * 1998-10-09 2003-08-14 Cognis Deutschland Gmbh Quartäre Ammoniumverbindungen

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB602109A (en) * 1944-06-14 1948-05-20 E F Houghton And Co Wax emulsions and method of preparing the same
EP0416917A2 (fr) * 1989-09-07 1991-03-13 Kao Corporation Filage de fibres polyacryliques à l'aide d'une omposition lubrifiante
WO1994015011A1 (fr) * 1992-12-22 1994-07-07 Henkel Kommanditgesellschaft Auf Aktien Adjuvants pour fibres
WO1996010623A1 (fr) * 1994-10-04 1996-04-11 Henkel Kommanditgesellschaft Auf Aktien Dispersions aqueuses d'agents assouplissants

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011123737A1 (fr) * 2010-04-01 2011-10-06 The Procter & Gamble Company Polymères de soin
US8440174B2 (en) 2010-04-01 2013-05-14 The Procter & Gamble Company Compositions comprising surfactants and alkyloxy-modified silicone
US8586015B2 (en) 2010-04-01 2013-11-19 The Procter & Gamble Company Compositions comprising surfactants and glycerol-modified silicones
US8940284B2 (en) 2010-04-01 2015-01-27 The Procter & Gamble Company Organosilicones
US9212338B2 (en) 2010-04-01 2015-12-15 The Procter & Gamble Company Organosilicones
US9650593B2 (en) 2010-04-01 2017-05-16 The Procter & Gamble Company Organosilicones
US10370792B2 (en) 2012-04-24 2019-08-06 3M Innovative Properties Company Surfactant-containing fluorochemical compositions, articles, and methods

Also Published As

Publication number Publication date
WO2002036873A3 (fr) 2002-12-12
DE10054020A1 (de) 2002-05-16
EP1330569B1 (fr) 2006-04-26
DE10054020B4 (de) 2007-04-26
ES2262701T3 (es) 2006-12-01
DE50109641D1 (de) 2006-06-01
EP1330569A2 (fr) 2003-07-30

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