EP1330569B1 - Textilbehandlungsmittel - Google Patents
Textilbehandlungsmittel Download PDFInfo
- Publication number
- EP1330569B1 EP1330569B1 EP01992810A EP01992810A EP1330569B1 EP 1330569 B1 EP1330569 B1 EP 1330569B1 EP 01992810 A EP01992810 A EP 01992810A EP 01992810 A EP01992810 A EP 01992810A EP 1330569 B1 EP1330569 B1 EP 1330569B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- carbon atoms
- alkyl
- preparations
- esterquats
- contain
- 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
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 novel preparations for finishing textiles consisting of combinations of cationic surfactants and waxes and their use.
- Esterquats because of their property of giving textiles and fibers a pleasant softness, are also used as softening agents. In this case, the ability of the cationic surfactants to be applied to the fibers and, among other things, to reduce the static charge, ie to provide an antistatic finish.
- esterquats with polyolefin waxes, as described in European Patent EP 0784666 B1 (Cognis), the softness can even be improved, but in particular the friction is reduced and the ironing of the textiles treated in this way is significantly facilitated.
- Corresponding products are already commercially available, for example, under the name "Vernell Easy". Since the performance properties of the products are not always satisfactory, the object of the present invention was to provide new textile treatment agents which are more effective in antistatic finish and friction reduction than the prior art products or with the same performance is achieved at a reduced rate.
- the new textile treatment agents are significantly superior in terms of antistatic finish, reduction of friction and thus improved ironability compared to known mixtures of esterquats and polyolefin waxes.
- esters is generally understood to mean quaternized fatty acid triethanolamine ester salts. These are known substances that can be obtained by the relevant methods of preparative organic chemistry. In this connection, reference is made to International Patent Application WO 91/01295 (Henkel), according to which triethanolamine is partially esterified with fatty acids in the presence of hypophosphorous acid, air is passed through and then quaternized with dimethyl sulfate or ethylene oxide.
- German Patent DE 4308794 C1 moreover discloses a process for preparing 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) in the R 1 CO for an acyl radical having 6 to 22 carbon atoms, R 2 and R 3 are independently hydrogen or R 1 CO, R 4 is 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 are 0 or numbers from 1 to 12, q is numbers from 1 to 12 and X is halide, alkyl sulfate or alkyl phosphate.
- esterquats 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 and their technical mixtures, as obtained for example in the pressure splitting of natural fats and oils.
- the fatty acids and the triethanolamine in a molar ratio of 1.1: 1 to 3: 1 can be used.
- an employment 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 C 16/18 tallow or palm oil fatty acid (iodine value 0 to 40).
- quaternized fatty acid triethanolamine ester salts of the formula (I) have proven to be particularly advantageous in which R 1 CO is an acyl radical having 16 to 18 carbon atoms, R 2 is R 1 CO, R 3 is hydrogen, R 4 is a methyl group, m , n and p are 0 and X is methylsulfate.
- R 1 CO is an acyl radical having 16 to 18 carbon atoms
- R 2 is R 1 CO
- R 3 is hydrogen
- R 4 is a methyl group
- m , n and p are 0
- X is methylsulfate.
- Corresponding products are commercially available under the brand Dehyquart® AU (Cognis Deutschland GmbH).
- suitable esterquats are, in addition, quaternized ester salts of fatty acids with diethanolalkylamines of the formula (II) , in the R 1 CO for an acyl radical having 6 to 22 carbon atoms, R 2 is hydrogen or R 1 CO, R 4 and R 5 are independently alkyl radicals having 1 to 4 carbon atoms, m and n in total for 0 or numbers from 1 to 12 and X is halide, alkyl sulfate or alkyl phosphate.
- R 1 CO for an acyl radical having 6 to 22 carbon atoms
- R 2 is hydrogen or R 1 CO
- R 4 , R 6 and R 7 are independently alkyl radicals having 1 to 4 carbon atoms, m and n in total for 0 or numbers from 1 to 12 and
- X is halide, alkyl sulfate or alkyl phosphate.
- esterquats are substances in which the ester is replaced by an amide bond and which preferably follow the formula (IV) based on diethylenetriamine, in which R 1 CO is an acyl radical having 6 to 22 carbon atoms, R 2 is hydrogen or R 1 CO, R 6 and R 7 are independently alkyl radicals having 1 to 4 carbon atoms and X is halide, alkyl sulfate or alkyl phosphate.
- R 1 CO is an acyl radical having 6 to 22 carbon atoms
- R 2 is hydrogen or R 1 CO
- R 6 and R 7 are independently alkyl radicals having 1 to 4 carbon atoms
- X is halide, alkyl sulfate or alkyl phosphate.
- Amidesterquats are available for example under the brand Incroquat® (Croda) in the market.
- esterquats are also substances which are obtainable on the basis of ethoxylated castor oil or its hardening products and which preferably follow the formula (V) , in the R 8 CO for 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 is independently hydrogen or an alkyl group of 1 to 4 carbon atoms
- R 12 is an alkyl radical of 1 to 4 carbon atoms or a benzyl radical
- X is halogen, alkyl sulfate or alkyl phosphate.
- Both the 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 mentioned as representative of the corresponding prior art, is proposed in the European patent EP 0750606 B1 (Cognis). It is also possible to carry out the condensation of the alkanolamines with the fatty acids in the presence of defined amounts of dicarboxylic acids such as 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 such as 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 in the form of 50 to 90 wt .-% iger alcoholic solutions in the trade, which can be easily diluted with water if necessary.
- Paraffin waxes produce commercial substances which are obtained, for example, during the workup 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 are commercially available in the form of aqueous dispersions which have solids contents in the range from 25 to 50% by weight.
- the final formulations may contain components (a) and (b) in a weight ratio of from 90:10 to 10:90, preferably from 75:25 to 25:75 and most preferably from 60:40 to 40:60.
- the total content of components (a) and (b) may contain 5 to 80, preferably 10 to 30 or 50 to 75,% by weight, depending on whether concentrates or application dilutions are used.
- the agents according to the invention are far superior to those of the prior art based on polyolefin waxes.
- the friction resistance is halved and the static charge reduced to one third.
Landscapes
- 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)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE10054020 | 2000-11-01 | ||
DE2000154020 DE10054020B4 (de) | 2000-11-01 | 2000-11-01 | Verwendung von Mischungen als Textilbehandlungsmittel |
PCT/EP2001/012224 WO2002036873A2 (de) | 2000-11-01 | 2001-10-23 | Textilbehandlungsmittel |
Publications (2)
Publication Number | Publication Date |
---|---|
EP1330569A2 EP1330569A2 (de) | 2003-07-30 |
EP1330569B1 true EP1330569B1 (de) | 2006-04-26 |
Family
ID=7661713
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP01992810A Expired - Lifetime EP1330569B1 (de) | 2000-11-01 | 2001-10-23 | Textilbehandlungsmittel |
Country Status (4)
Country | Link |
---|---|
EP (1) | EP1330569B1 (es) |
DE (2) | DE10054020B4 (es) |
ES (1) | ES2262701T3 (es) |
WO (1) | WO2002036873A2 (es) |
Families Citing this family (3)
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 |
US20110243874A1 (en) | 2010-04-01 | 2011-10-06 | Rajan Keshav Panandiker | Care polymers |
EP2841639A1 (en) | 2012-04-24 | 2015-03-04 | 3M Innovative Properties Company | Surfactant-containing fluorochemical compositions, articles, and methods |
Family Cites Families (7)
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 |
JP2669559B2 (ja) * | 1989-09-07 | 1997-10-29 | 花王株式会社 | アクリル繊維用紡績油剤 |
DE4243550C1 (de) * | 1992-12-22 | 1994-06-01 | Henkel Kgaa | Faserhilfsmittel und deren Verwendung |
EP0680314B1 (de) * | 1993-01-23 | 1997-05-07 | Henkel Kommanditgesellschaft auf Aktien | Detergensgemische mit verbesserten avivageeigenschaften |
DE4435386A1 (de) * | 1994-10-04 | 1996-04-11 | Henkel Kgaa | Wäßrige Weichspülerdispersionen |
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 |
-
2000
- 2000-11-01 DE DE2000154020 patent/DE10054020B4/de not_active Expired - Fee Related
-
2001
- 2001-10-23 DE DE50109641T patent/DE50109641D1/de not_active Expired - Lifetime
- 2001-10-23 ES ES01992810T patent/ES2262701T3/es not_active Expired - Lifetime
- 2001-10-23 WO PCT/EP2001/012224 patent/WO2002036873A2/de active IP Right Grant
- 2001-10-23 EP EP01992810A patent/EP1330569B1/de not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
EP1330569A2 (de) | 2003-07-30 |
DE10054020A1 (de) | 2002-05-16 |
DE50109641D1 (de) | 2006-06-01 |
WO2002036873A3 (de) | 2002-12-12 |
DE10054020B4 (de) | 2007-04-26 |
ES2262701T3 (es) | 2006-12-01 |
WO2002036873A2 (de) | 2002-05-10 |
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