WO2001025382A1 - Compositions adoucissantes - Google Patents

Compositions adoucissantes Download PDF

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Publication number
WO2001025382A1
WO2001025382A1 PCT/EP2000/009395 EP0009395W WO0125382A1 WO 2001025382 A1 WO2001025382 A1 WO 2001025382A1 EP 0009395 W EP0009395 W EP 0009395W WO 0125382 A1 WO0125382 A1 WO 0125382A1
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WO
WIPO (PCT)
Prior art keywords
composition
polyorganosiloxane
use according
alkyl
formula
Prior art date
Application number
PCT/EP2000/009395
Other languages
English (en)
Inventor
Petr Kvita
Peter Otto
Mario Dubini
Harald Chrobaczek
Michael Geubtner
Ralf Goretzki
Barbara Weber
Emmanuel Martin
Original Assignee
Ciba Speciality Chemicals Holding Inc.
Ciba Spezialitätenchemie Pfersee GmbH
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.)
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Publication date
Application filed by Ciba Speciality Chemicals Holding Inc., Ciba Spezialitätenchemie Pfersee GmbH filed Critical Ciba Speciality Chemicals Holding Inc.
Priority to AU77831/00A priority Critical patent/AU7783100A/en
Publication of WO2001025382A1 publication Critical patent/WO2001025382A1/fr

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Classifications

    • 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
    • C11D3/37—Polymers
    • C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/373—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicones
    • C11D3/3738—Alkoxylated silicones
    • 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
    • C11D1/645—Mixtures of compounds all of which are cationic
    • 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
    • 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
    • C11D3/02—Inorganic compounds ; Elemental compounds
    • C11D3/12—Water-insoluble compounds
    • C11D3/124—Silicon containing, e.g. silica, silex, quartz or glass beads
    • 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
    • C11D3/37—Polymers
    • C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3726—Polyurethanes
    • 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
    • C11D3/37—Polymers
    • C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/373—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicones
    • 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
    • C11D3/37—Polymers
    • C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/373—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicones
    • C11D3/3742—Nitrogen containing silicones
    • 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
    • C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
    • C11D1/523—Carboxylic alkylolamides, or dialkylolamides, or hydroxycarboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 contain one hydroxy group per alkyl group
    • 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

Definitions

  • compositions of the current invention are incorporated into tumble dryer additives such as impregnates on sheets.
  • This invention relates to a method of use of a softener composition for improving the elasticity of textile fibre materials in domestic applications, which softener composition comprises:
  • R 3 is C ⁇ -C 20 alkoxy, CH 3 , CH 2 CHR 4 CH 2 NHR 5 , or CH 2 CHR 4 CH 2 N(COCH 3 )R 5
  • R 7 is CH 3 , CH 2 CH 3 or CH 2 CH 2 CH 2 OH
  • R 8 is H or CH 3 the sum of X and Y is 40 to 4000;
  • R 9 is CH 3 , CH 3 CH 2 or Phenyl
  • R 10 is -O-Si or -O-R 9 the sum of v and w equals 3, and v does not equal 3
  • n 0 or 1 when n is 0, U 1 is N, when n is 1 , U is CH I is 2 to 8 k is 0 to 6 m is 0 to 3 R 11 is H or CH 3
  • p 0 to 6
  • R 13 is NH, O, OCH 2 CH(OH)CH 2 N(Butyl), OOCN(Butyl)
  • R 14 is H, linear or branched C r C 4 alkyl, Phenyl or CH 2 CH(OH)CH 3
  • R 15 is H or linear or branched C C 4 alkyl
  • R 16 is CH 3 , CH 2 CH 3 or (CH 2 ) q OH q is 1 to 6
  • U 2 is N or CH
  • R 3 is as previously defined
  • R 18 is CH 3 or CH 2 CH 3
  • R 19 is R 20 -(EO) m -(PO) n -R 21 m is 3 to 25 n is 0 to 10
  • R 20 is the direct bond or CH 2 CH(R af )(CH 2 )pR p is 1 to 4
  • R 23 s O or NH
  • R 24 s linear or branched C ⁇ -C 8 alkyl or Si(R 25 ) 3
  • R 26 is linear or branched d - C 20 alkoxy, CH 2 CH(R 4 )R 29
  • R 4 is as previously defined
  • R is linear or branched d - C 20 alkyl
  • R is aryl, aryl substituted by linear or branched Ci - C 10 alkyl, linear or branched d - C 2 o alkyl substituted by aryl or aryl substituted by linear or branched d - C 10 alkyl
  • O the sum of X 2 , X 3 , X 4 and Y 2 is 20 to 1500, wherein X 3 , X 4 and Y 2 may be independently of each other 0; or a mixture thereof.
  • the composition is preferably used as a component in a liquid rinse conditioner composition.
  • the textile fibre materials are treated for elasticity.
  • compositions are usually incorporated into impregnates on non-woven sheets.
  • other application forms are known to those skilled in the art.
  • the fabric softener compositions will be used after the textile fibre materials have been washed with a laundry detergent, which may be one of a broad range of detergent types.
  • a laundry detergent which may be one of a broad range of detergent types.
  • the tumble dryer sheet will be used after a laundering process.
  • the textile fibre materials may be damp or dry.
  • the fabric softener compositions may also be sprayed directly onto the fabrics prior to or during the ironing or drying of the treated fabrics.
  • the polyorganosiloxane may be anionic, nonionic or cationic, preferably nonionic or cationic.
  • the polyorganosiloxanes, or mixtures thereof, are usually used in a dispersed form, via the use of an emulsifier.
  • the fabric softener composition is preferably in aqueous liquid form.
  • the fabric softener compositions as a rule contain a water content of 25 to 90% by weight based on the total weight of the composition.
  • the nitrogen content of the aqueous emulsion due to the polyorganosiloxane is from 0.001 to 0.25 % with respect to the silicon content. In general, a nitrogen content of 0 to 0.25% is preferred.
  • the particles of the emulsion usually have a diameter of between 5nm and 1000nm.
  • the fabric softener composition preferably has a solids content of 5 to 70% at a temperature of 120°C.
  • the fabric softener composition preferably has a pH value from 2.0 to 9 0, especially 2.0 to
  • the fabric softener composition may further comprise an additional polyorganosiloxane:
  • G is d to C 20 alkyl.
  • This polydimethylsiloxane is cationic, has a viscosity at 25°C of 250 mm s to 450 mm s , has a specific gravity of 1.00 to 1.02 g/cm 3 and has a surface tension of 28.5 mNm '1 to 33.5 mNm
  • the fabric softener composition may further comprise an additional polyorganosiloxane, such as that known as Magnasoft HSSD, or a polyorganosiloxane of the formula:
  • R is linear or branched d-C 4 alkyl
  • R is (CH 2 ) ⁇ -(EO) m -(PO) n -R
  • n 0 to 10
  • X " is 0 to 4
  • R'" is H or linear or branched d-C 4 alkyl
  • PO is -CH(CH 3 )CH 2 O- or -CH 2 CH(CH 3 )O- the sum of X , Y ' and S ' is 40 to 300.
  • compositions comprise dispersed polyorganosiloxanes of formula (1 ):
  • R 1 is OH, OR 2 or CH 3
  • R 2 is CH 3 or CH 2 CH 3
  • R 3 is d-Czoalkoxy, CH 3 , CH 2 CHR CH 2 NHR 5 , or
  • R 4 is H or CHa
  • R 7 is CH 3 , CH 2 CH 3 or CH 2 CH 2 CH 2 OH
  • R 8 is H or CH 3 the sum of X and Y is 40 to 1500 or a dispersed polyorganosiloxane which comprises at least one unit of the formula (5);
  • R 9 is CH 3 , CH 3 CH 2
  • R 10 is-O-Sior-O-R 9 the sum of v and w equals 3, and v does not equal 3
  • n 1
  • U 1 isCH k is 0 to 6
  • R 11 isHorCH 3
  • R 13 is OOCN(Butyl)
  • R 14 is H, linear C C 4 alkyl, Phenyl
  • R 15 is H or linear C C 4 alkyl
  • R 3 is as previously defined
  • R 7 is OH, OR 18 or CH 3
  • R 18 is CH 3 or CH 2 CH 3
  • R 19 is R 20 -(EO) m -(PO) n -R 21 m is 3 to 25 n is 0 to 10
  • R 20 is the direct bond or CH 2 CH(R")(CH 2 ) P
  • R p is 1 to 4
  • R' 1 is H, R' 4 , CH 2 CH(R )NH 2 or CH(R")CH 2 NH 2
  • R 22 is H or CH 3
  • R" is O or NH
  • R is linear or branched C 1 -C 3 alkyl or Si(R a ) 3
  • R 25 is R 24 , OCH 3 or OCH 2 CH 3
  • EO is -CH 2 CH 2 0-
  • PO is -CH(CH 3 )CH 2 O- or -CH 2 CH(CH 3 )O- the sum of X 1 ,Y 1 and S is 40 to 1500
  • R 26 is linear Ci - C 2 o alkoxy, R 4 is as previously defined R 29 is linear d - C 20 alkyl R 27 is, CH 2 CH(R 4 )Phenyl R 28 is
  • O the sum of X 2 , X 3 , X 4 and Y 2 is 40 to 1500, wherein X 3 , X 4 and Y 2 may be independently of each other 0; or a mixture thereof.
  • R 1 s preferably OH or CH 3 .
  • R s preferably CH 3 , C 10 -C 2 oalkoxy or CH 2 CHR 4 CH 2 NHR 5 .
  • R 4 s preferably H.
  • R 5 s preferably H or CH 2 CH 2 NHR 6 .
  • R 7 s preferably CH 3 , CH 2 CH 3 or especially CH 2 CH 2 CH 2 OH.
  • the sum of X + Y is preferably 100 to 2000.
  • R b s H or CH 2 CH 2 NHR 6 ,
  • R' s CH 3 , CH 2 CH 3 or especially CH 2 CH 2 CH 2 OH.
  • R s preferably CH 3 , C 10 -C 20 alkoxy or CH 2 CHR 4 CH 2 NHR 5 .
  • R 4 s preferably H.
  • R 5 s preferably H or CH 2 CH 2 NHR 6 .
  • R 7 s preferably CH 2 CH 3 , CH 2 CH 2 CH 2 OH or especially CH 3 .
  • R1 7 is preferably CH 3 or OH.
  • R 20 is preferably the direct bond.
  • R 21 is preferably H.
  • R 17 is CH 3 or OH.
  • R 26 is preferably CH 2 CH(R 4 )R 29 .
  • R is preferably 2-phenyl propyl.
  • the sum of X 2 , X 3 , X 4 and Y 2 is preferably 40 to 500.
  • R 26 is CH 2 CH(R 4 )R 29 ,
  • R 4 is H
  • R 27 is 2-phenyl propyl.
  • Very interesting polyorganosiloxanes are those of formula (1 ).
  • Emulsifiers used to prepare the polyorganosiloxane compositions include:
  • Ethoxylates such as alkyl ethoxylates, amine ethoxylates or ethoxylated alkylammoniumhalides.
  • Alkyl ethoxylates include alcohol ethoxylates or isotridecyl ethoxylates.
  • Preferred alcohol ethoxylates include linear or branched nonionic alkyl ethoxylates containing 2 to 15 ethylene oxide units.
  • Preferred isotridecyl ethoxylates include nonionic isotridecyl ethoxylates containing 5 to 25 ethylene oxide units.
  • Preferred amine ethoxylates include nonionic C10 to C20 alkyl amino ethoxylates containing 4 to 10 ethylene oxide units.
  • Preferred ethoxylated alkylammoniumhalides include nonionic or cationic ethoxylated C6 to C20 alkyl bis(hydroxyethyl)methylammonium chlorides.
  • Saccha ⁇ des preferably nonionic alkylpolyglycosides.
  • a mixture of these emulsifiers may also be used.
  • the fabric softener compositions further comprise one or more components selected from polyethylene, fatty acid alkanol amide, polysilicic acid and polyurethane. These components are described below.
  • the emulsifiable polyethylene (polyethylene wax) is known and is described in detail in the prior art (compare, for example, DE-C-2,359,966, DE-A-2,824,716 and DE-A-1 , 925,993).
  • the emulsifiable polyethylene is as a rule a polyethylene having functional groups, in particular COOH groups, some of which can be esterified. These functional groups are introduced by oxidation of the polyethylene. However, it is also possible to obtain the functionality by copolymerization of ethylene with, for example, acrylic acid.
  • the emulsifiable polyethylenes have a density of at least 0.91 g/cm 3 at 20°C, an acid number of at least 5 and a saponification number of at least 10.
  • Emulsifiable polyethylenes which have a density of 0.95 to 1.05 g/cm 3 at 20°C, an acid number of 10 to 60 and a saponification number of 15 to 80 are particularly preferred.
  • Polyethylenes which have a drop point of 100-150°C are preferred. This material is generally obtainable commercially in the form of flakes, lozenges and the like. A mixture of these emulsifiable polyethylenes may also be used.
  • the polyethylene wax is employed in the form of dispersions.
  • Various emulsifiers are suitable for their preparation. The preparation of the dispersions is described in detail in the prior art.
  • Emulsifiers suitable for dispersing the polyethylene component include:
  • Ethoxylates such as alkyl ethoxylates or amine ethoxylates.
  • Alkyl ethoxylates include alcohol ethoxylates or isotridecyl ethoxylates.
  • Preferred alcohol ethoxylates include nonionic fatty alcohol ethoxylates containing 2 to 55 ethylene oxide units.
  • Preferred isotridecyl ethoxylates include nonionic isotridecyl ethoxylates containing 6 to 9 ethylene oxide units
  • Preferred amine ethoxylates include nonionic C10 to C20 alkyl ammo ethoxylates containing 7 to 9 ethylene oxide units II) Alkylammonium halides, preferably cationic quaternary ester alkylammonium halides in) Ammonium salts, preferably cationic aliphatic quaternary ammonium chloride or sulfate
  • a mixture of these emulsifiers may also be used.
  • Suitable fatty acid alkanolamides are for example those of formula
  • R 33 is a saturated or unsaturated hydrocarbon radical containing 10 to 24 carbon atoms
  • R ⁇ is hydrogen or a radical of formula -CH 2 OH, -(CH 2 CH 2 O) c H or 11 wherein c is a
  • C— R, c number from 1 to 10 and R 36 is as defined above for R 33 , and CH 2 CH 2 0) C H R 35 is a radical of formula -CH 2 OH, -(CH 2 CH 2 O) c H, — CH 2 CH 2 — . or
  • R 37 is hydrogen or a radical of formula 11 wherein R 36 is as defined above,
  • R 38 , R 38 ' and R 38 " have the same or different meaning and are as defined above for R ⁇ , and R 39 , R 39 ' and R 39 " have the same or different meaning and are a radical of formula o
  • C — R, c R 33 and R 36 are preferably a saturated or unsaturated hydrocarbon radical containing 14 to 24 carbon atoms. Preferred are saturated hydrocarbon radicals.
  • R 34 is preferably hydrogen, -CH 2 OH or a radical of formula 11
  • R 35 is preferably a radical of formula .(CH 2 CH 2 0) c H
  • R 38 , R 38 ' and R 38 " the preferences given above for R 34 apply.
  • c is preferably a number from 1 to 5.
  • R 33 , R 34 , R 38 , R 38 ', R 38 ", R 39 , R 39 ' and R 39 " are as defined above.
  • fatty acid alkanolamides of formula (15a) wherein R 3 , R 3 8- R 3 ⁇ ' and R 38 " are hydrogen or -CH 2 OH. Furthermore, fatty acid alkanolamides of formula (15a), wherein R 3 , R 3 8- R 3 ⁇ ' and R 38 " are hydrogen or -CH 2 OH. Furthermore, fatty acid alkanolamides of formula (15a), wherein R 3 , R 3 8- R 3 ⁇ ' and R 38 " are hydrogen or -CH 2 OH. Furthermore, fatty acid alkanolamides of formula (15a), wherein R 3 , R 3 8- R 3 ⁇ ' and R 38 " are hydrogen or -CH 2 OH. Furthermore, fatty acid alkanolamides of formula (15a), wherein R 3 , R 3 8- R 3 ⁇ ' and R 38 " are hydrogen or -CH 2 OH. Furthermore, fatty acid alkanolamides of formula (15a), wherein R 3 , R 3 8- R 3 ⁇ '
  • R 33 , R 34 , R 37 and c are preferred, wherein R 33 , R 34 , R 37 and c are as defined above.
  • R 3 and R 37 are hydrogen or a radical of formula 11 .
  • R 34 is preferably hydrogen.
  • the above fatty acid alkanolamides can also be present in form of the corresponding ammonium salts.
  • a mixture of these fatty acid alkanolamides may also be used.
  • Emulsifiers suitable for dispersing the fatty acid alkanol amide component include:
  • Ethoxylates such as alkyl ethoxylates, amine ethoxylates or amide ethoxylates.
  • Alkyl ethoxylates include alcohol ethoxylates or isotridecyl ethoxylates.
  • Preferred alcohol ethoxylates include nonionic fatty alcohol ethoxylates containing 2 to 55 ethylene oxide units.
  • Preferred isotridecyl ethoxylates include nonionic isotridecyl ethoxylates containing 5 to 45 ethylene oxide units.
  • Preferred amine ethoxylates include nonionic C10 to C20 alkyl amino ethoxylates containing 4 to 25 ethylene oxide units.
  • Preferred amide ethoxylates include cationic fatty acid amide ethoxylates containing 2 to 25 ethylene oxide units.
  • Alkylammonium halides preferably cationic quaternary ester alkylammonium halides or cationic aliphatic acid alkylamidotrialkylammonium methosulfates.
  • Ammonium salts preferably cationic aliphatic quaternary ammonium chloride or sulfate. A mixture of these emulsifiers may also be used.
  • polyurethanes are the reaction products of a diol and an ethoxysilate with a diisocyanate.
  • the additives selected from the group consisting of a polyethylene, a fatty acid alkanolamide, a polysilicic acid, and a polyurethane are, as a rule, used in an amount of 0.01 to 25 % by weight, especially 0.01 to 15 % by weight, based on the total weight of the fabric softener composition.
  • Preferred as additives are polyethylene, fatty acid alkanolamides and polyurethanes, especially polyethylene and fatty acid alkanolamides. Highly preferred are polyethylene.
  • a highly preferred fabric softener composition used according to the present invention comprises: a) 0.01 to 70 % by weight based on the total weight of the composition of a polyorganosiloxane, or a mixture thereof; b) 0.2 to 25 % by weight based on the total weight of an emulsifier, or a mixture thereof; c) 0.01 to 25 % by weight, especially 0.01 to 15 % by weight, based on the total weight of at least one additive selected from the group consisting of a polyethylene, a fatty acid alkanolamide, a polysilicic acid, or a polyurethane, and d) water to 100 %.
  • the fabric softener compositions can be prepared as follows:
  • emulsions of the polyorganosiloxane are prepared.
  • the polyorganosiloxane and polyethylene, fatty acid alkanol amide, polysilicic acid or polyurethane are emulsified in water using one or more surfactants and shear forces, e.g. by means of a colloid mill. Suitable surfactants are described above.
  • the components may be emulsified individually before being mixed together, or emulsified together after the components have been mixed.
  • the surfactant(s) is/are used in customary amounts known to the person skilled in the art and can be added either to the polyorganosiloxane or to the water prior to emulsification.
  • the fabric softener composition according to the invention is usually, but not exclusively, prepared by firstly stirring the active substance, i.e. the hydrocarbon based fabric softening component, in the molten state into water, then, where required, adding further desired additives and, finally, after cooling, adding the polyorganosiloxane emulsion.
  • the fabric softener composition can, for example, be prepared by mixing a preformulated fabric softener with an emulsion comprising the polyorganosiloxane and the additive.
  • Hydrocarbon fabric softeners suitable for use herein are selected from the following classes of compounds:
  • Cationic quaternary ammonium salts (i) Cationic quaternary ammonium salts.
  • the counter ion of such cationic quaternary ammonium salts may be a halide, such as chloride or bromide, methyl sulphate, or other ions well known in the literature.
  • the counter ion is methyl sulfate or any alkyl sulfate or any halide, methyl sulfate being most preferred for the dryer-added articles of the invention.
  • cationic quaternary ammonium salts include but are not limited to:
  • each R 31 group is independently selected from to C 4 alkyl, hydroxyalkyl or C 2 to C 4 alkenyl groups; T is either
  • each R 32 group is independently selected from C 8 to C 28 alkyl or alkenyl groups; and e is an integer from 0 to 5.
  • a second preferred type of quaternary ammonium material can be represented by the formula:
  • R 31 , e and R 32 are as defined above.
  • Cyclic quaternary ammonium salts of the imidazolinium type such as di(hydrogenated tallow)dimethyl imidazolinium methylsulfate, 1 -ethylene-bis(2-tallow-1 -methyl) imidazolinium methylsulfate and the like;
  • Diamido quaternary ammonium salts such as: methyl-bis(hydrogenated tallow amidoethyl)-2-hydroxethyl ammonium methyl sulfate, methyl bi(tallowamidoethyl)-2- hydroxypropyl ammonium methylsulfate and the like;
  • Biodegradable quaternary ammonium salts such as N,N-di(tallowoyl-oxy-ethyl)-N,N- dimethyl ammonium methyl sulfate and N,N-di(tallowoyl-oxy-propyl)-N,N-dimethyl ammonium methyl sulfate.
  • Biodegradable quaternary ammonium salts are described, for example, in U.S. Patents 4,137,180, 4,767,547 and 4,789,491 incorporated by reference herein.
  • Preferred biodegradable quaternary ammonium salts include the biodegradable cationic diester compounds as described in U.S. Patent 4,137,180, herein incorporated by reference.
  • Tertiary fatty amines having at least one and preferably two C8 to C30, preferably C12 to C22 alkyl chains.
  • examples include hardened tallow-di-methylamine and cyclic amines such as 1 -(hydrogenated tallow)amidoethyl-2-(hydrogenated tallow) imidazoline.
  • Cyclic amines which may be employed for the compositions herein are described in U.S. Patent 4,806,255 incorporated by reference herein.
  • Carboxylic acids having 8 to 30 carbons atoms and one carboxylic group per molecule.
  • the alkyl portion has 8 to 30, preferably 12 to 22 carbon atoms.
  • the alkyl portion may be linear or branched, saturated or unsaturated, with linear saturated alkyl preferred.
  • Stearic acid is a preferred fatty acid for use in the composition herein. Examples of these carboxylic acids are commercial grades of stearic acid and palmitic acid, and mixtures thereof which may contain small amounts of other acids.
  • Esters of polyhydric alcohols such as sorbitan esters or glycerol stearate.
  • Sorbitan esters are the condensation products of sorbitol or iso-sorbitol with fatty acids such as stearic acid.
  • Preferred sorbitan esters are monoalkyl.
  • SPAN 60 SPAN 60 (ICI) which is a mixture of sorbitan and isosorbide stearates.
  • Preferred fabric softeners for use herein are acyclic quaternary ammonium salts. Di(hydrogenated)tallowdimethyl ammonium methylsulfate is most widely used for dryer articles of this invention. Mixtures of the above mentioned fabric softeners may also be used.
  • the fabric softening composition employed in the present invention contains about 0.1 % to about 95% of the fabric softening component. Preferably from about 2% to about 70% and most preferably from about 2% to about 30% of the fabric softening component is employed herein to obtain optimum softening at minimum cost.
  • the fabric softening component includes a quaternary ammonium salts
  • the salt is used in the amount of about 2% to about 70%, preferably about 2% to about 30%.
  • the fabric softener composition may also comprise additives which are customary for standard commercial liquid rinse conditioners, for example alcohols, such as ethanol, n- propanol, i-propanol, polyhydric alcohols, for example glycerol and propylene glycol; amphoteric and nonionic surfactants, for example carboxyl derivatives of imidazole, oxyethylated fatty alcohols, hydrogenated and ethoxylated castor oil, alkyl polyglycosides, for example decyl polyglucose and dodecylpolyglucose, fatty alcohols, fatty acid esters, fatty acids, ethoxylated fatty acid glycerides or fatty acid partial glycerides; also inorganic or organic salts, for example water-soluble potassium, sodium or magnesium salts, non- aqueous solvents, pH buffers, perfumes, dyes, hydrotropic agents, antifoams, anti redeposition agents, polymeric or other
  • fabric softener compositions are traditionally prepared as dispersions containing for example up to 20 % by weight of active material in water. They have a turbid appearance.
  • alternative formulations usually containing actives at levels of 5 to 40 % along with solvents can be prepared as microemulsions which have a clear appearance (as to the solvents and the formulations see for example US-A-5,543,067 und WO-A-98/17757).
  • the additives and polyorganosiloxanes of the present invention can be used for such compositions although it will be necessary to use them in microemulsion form to preserve the clear appearance of the fabric softener compositions which are microemulsions.
  • the conditioning composition of the present invention may be coated onto a flexible substrate which carries a fabric conditioning amount of the composition and is capable of releasing the composition at dryer operatmg temperatures.
  • the conditioning composition in turn has a preferred melting (or softening) point of about 25°C to about 150°C.
  • the fabric conditioning composition which may be employed in the invention is coated onto a dispensing means which effectively releases the fabric conditioning composition in a tumble dryer.
  • a dispensing means which effectively releases the fabric conditioning composition in a tumble dryer.
  • Such dispensing means can be designed for single usage or for multiple uses.
  • One such multi-use article comprises a sponge material releasably enclosing enough of the conditioning composition to effectively impart fabric softness during several drying cycles.
  • This multi-use article can be made by filling a porous sponge with the composition. In use, the composition melts and leaches out through the pores of the sponge to soften and condition fabrics.
  • Such a filled sponge can be used to treat several loads of fabrics in conventional dryers, and has the advantage that it can remain in the dryer after use and is not likely to be misplaced or lost.
  • Another article comprises a cloth or paper bag releasably enclosing the composition and sealed with a hardened plug of the mixture. The action and heat of the dryer opens the bag and releases the composition to perform its softening.
  • a highly preferred article comprises the inventive compositions releasably affixed to a flexible substrate such as a sheet of paper or woven or non-woven cloth substrate.
  • a flexible substrate such as a sheet of paper or woven or non-woven cloth substrate.
  • the sheet conformation has several advantages. For example, effective amounts of the compositions for use in conventional dryers can be easily absorbed onto and into the sheet substrate by a simple dipping or padding process. Thus, the end user need not measure the amount of the composition necessary to obtain fabric softness and other benefits. Additionally, the flat configuration of the sheet provides a large surface area which results in efficient release and distribution of the materials onto fabrics by the tumbling action of the dryer.
  • the substrates used in the articles can have a dense, or more preferably, open or porous structure.
  • suitable materials which can be used as substrates herein include paper, woven cloth, and non-woven cloth.
  • the term "cloth” herein means a woven or non- woven substrate for the articles of manufacture, as distinguished from the term “fabric” which encompasses the clothing fabrics being dried in an automatic dryer.
  • absorbent is intended to mean a substrate with an absorbent capacity (i.e., a parameter representing a substrates ability to take up and retain a liquid) from 4 to 12, preferably 5 to 7 times its weight of water.
  • draining time is 15 seconds instead of 1 minute
  • the specimen is immediately weighed on a torsion balance having a pan with turned-up edges.
  • Absorbent capacity values are then calculated in accordance with the formula given in said Specification. Based on this test, one-ply, dense bleached paper (e.g., Kraft or bond having a basis weight of about 32 pounds per 3,000 square feet) has an absorbent capacity of 3.5 to 4; commercially available household one-ply towel paper has a value of 5 to 6; and commercially available two-ply household towelling paper has a value of 7 to about 9.5.
  • one-ply, dense bleached paper e.g., Kraft or bond having a basis weight of about 32 pounds per 3,000 square feet
  • absorbent capacity values 3.5 to 4
  • commercially available household one-ply towel paper has a value of 5 to 6
  • commercially available two-ply household towelling paper has a value of 7 to about 9.5.
  • Suitable materials which can be used as a substrate in the invention herein include, among others, sponges, paper, and woven and non-woven cloth, all having the necessary absorbency requirements defined above.
  • the preferred non-woven cloth substrates can generally be defined as adhesively bonded fibrous or filamentous products having a web or carded fiber structure (where the fiber strength is suitable to allow carding), or comprising fibrous mats in which the fibers or filaments are distributed haphazardly or in random array (i.e. an array of fibers is a carded web wherein partial orientation of the fibers is frequently present, as well as a completely haphazard distributional orientation), or substantially aligned.
  • the fibers or filaments can be natural (e.g. wool, silk, jute, hemp, cotton, linen, sisal, or ramie) or synthetic (e.g. rayon, cellulose ester, polyvinyl derivatives, polyolefins, polyamides, or polyesters).
  • the preferred absorbent properties are particularly easy to obtain with non-woven cloths and are provided merely by building up the thickness of the cloth, i.e., by superimposing a plurality of carded webs or mats to a thickness adequate to obtain the necessary absorbent properties, or by allowing a sufficient thickness of the fibers to deposit on the screen.
  • Any diameter or denier of the fiber (generally up to about 10 denier) can be used, inasmuch as it is the free space between each fiber that makes the thickness of the cloth directly related to the absorbent capacity of the cloth, and which, further, makes the non-woven cloth especially suitable for impregnation with a composition by means of intersectional or capillary action.
  • any thickness necessary to obtain the required absorbent capacity can be used.
  • the substrate for the composition is a non-woven cloth made from fibers deposited haphazardly or in random array on the screen, the articles exhibit excellent strength in all directions and are not prone to tear or separate when used in the automatic clothes dryer.
  • the non-woven cloth is water-laid or air-laid and is made from cellulosic fibers, particularly from regenerated cellulose or rayon.
  • Such non-woven cloth can be lubricated with any standard textile lubricant.
  • the fibers are from 5mm to 50mm in length and are from 1.5 to 5 denier.
  • the fibers are at least partially orientated haphazardly, and are adhesively bonded together with a hydrophobic or substantially hydrophobic binder-resin.
  • the cloth comprises about 70% fiber and 30% binder resin polymer by weight and has a basis weight of from about 18 to 45g per square meter.
  • the amount impregnated into and/or coated onto the absorbent substrate is conveniently in the weight ratio range of from about 10:1 to 0.5:1 based on the ratio of total conditioning composition to dry, untreated substrate (fiber plus binder).
  • the amount of the conditioning composition ranges from about 5:1 to about 1 .1 , most preferably from about 3:1 to 1 :1 , by weight of the dry untreated substrate.
  • the dryer sheet substrate is coated by being passed over a rotogravure applicator roll.
  • the sheet In its passage over this roll, the sheet is coated with a thin, uniform layer of molten fabric softening composition contained in a rectangular pan at a level of about 15g per square yard. Passage for the substrate over a cooling roll then solidifies the molten softening composition to a solid. This type of applicator is used to obtain a uniform homogeneous coating across the sheet.
  • the articles are held at room temperature until the composition substantially solidifies.
  • the resulting dry articles, prepared at the composition substrate ratios set forth above, remain flexible; the sheet articles are suitable for packaging in rolls.
  • the sheet articles can optionally be slitted or punched to provide a non-blocking aspect at any convenient time if desired during the manufacturing process.
  • the fabric conditioning composition employed in the present invention includes certain fabric softeners which can be used singly or in admixture with each other.
  • suitable textile fibre materials which can be treated with the liquid rinse conditioner composition are materials made of silk, wool, polyamide, acrylics or polyurethanes, and, in particular, cellulosic fibre materials of all types.
  • Such fibre materials are, for example, natural cellulose fibres, such as cotton, linen, jute and hemp, and regenerated cellulose. Preference is given to textile fibre materials made of cotton.
  • the novel liquid rinse conditioner compositions are also suitable for hydroxyl-containing fibres which are present in mixed fabrics, for example mixtures of cotton with polyester fibres or polyamide fibres.
  • the liquid rinse conditioners are prepared by using the procedure described below. This type of fabric rinse conditioners is normally known under the name of "triple strength” or “triple fold” formula.
  • the rinse conditioner formulation as described above was used as a base formulation.
  • the fabric softener is mixed with a separately prepared polyorganosiloxane /additive emulsion.
  • the fabric softener formulations used in the following examples are listed in the following Table 1.
  • an emulsifiable oxidised polyethylene which has a density of 0.95 to 1.05 g/cm 3 at 20°C, a drop point of 100-150°C, an acid number of 10 to 60 and a saponification number of 15 to 80
  • an emulsifiable oxidised polyethylene which has a density of 0.95 to 1.05 g/cm 3 at 20°C, a drop point of 100-150°C, an acid number of 10 to 60 and a saponification number of 15 to 80
  • an emulsifiable oxidised polyethylene which has a density of 0.95 to 1.05 g/cm 3 at 20°C, a drop point of 100-150°C, an acid number of 10 to 60 and a saponification number of 15 to 80
  • R 3 is -CH 2 CH 2 CH 2 NH 2
  • R 19 is a polyethylene/polypropyleneoxide radical
  • R 19 is a polyethylene/polypropyleneoxide radical
  • an emulsifiable oxidised polyethylene which has a density of 0.95 to 1.05 g/cm 3 at 20°C, a drop point of 100-150°C, an acid number of 10 to 60 and a saponification number of 15 to 80
  • an emulsifiable oxidised polyethylene which has a density of 0.95 to 1.05 g/cm 3 at 20°C, a drop point of 100-150°C, an acid number of 10 to 60 and a saponification number of 15 to 80
  • the rinse conditioners are applied as follows:
  • Textile swatches are washed in a washing machine, rinsed and dryed.
  • the stretching properties are evaluated after 1 wash/rinse-cycle.
  • the textile used is: Cotton knit: 163 g/m2, bleached
  • the textile is finished with a resin according to Oekotex Standard 100:
  • the cotton knit swatches of size of 50 cm by 40 cm are washed together with ballast material (cotton and cotton/polyester) in a AEG Oeko Lavamat 73729 washing machine maintaining the washing temperature at 40°C .
  • the total fabric load of 1 kg is washed for 15 minutes with 33 g of ECE Color Fastness Test Detergent 77 (Formulation January 1977, according to ISO 105-CO6).
  • the rinse conditioner formulation as described in Table 1 is applied in the last rinse cycle at 20°C. After rinsing with the formulation the textile swatches are dried on a washing line at ambient temperature.
  • Results in Table 2 show an improved elasticity of textile fabric materials treated with compositions of the present invention.

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  • Inorganic Chemistry (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

La présente invention concerne un procédé d'utilisation d'une composition adoucissante permettant d'améliorer l'élasticité des matières en fibres textiles dans les applications domestiques, laquelle composition adoucissante comprend: A) un adoucissant; B) au moins un additif choisi dans le groupe composé de a) un polyéthylène ou un mélange de polyéthylènes; b) un alkanolamidé d'acide gras ou un mélange d'alkanolamidés d'acides gras; c) un acide polysilicique ou un mélange d'acides polysiliciques; d) un polyuréthane ou un mélange de polyuréthanes; et C) des composés de polyorganosiloxane choisis.
PCT/EP2000/009395 1999-10-05 2000-09-26 Compositions adoucissantes WO2001025382A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU77831/00A AU7783100A (en) 1999-10-05 2000-09-26 Fabric softener compositions

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EP99810900.3 1999-10-05
EP99810900 1999-10-05

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WO2001025382A1 true WO2001025382A1 (fr) 2001-04-12

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002092744A1 (fr) * 2001-05-17 2002-11-21 Unilever Plc Composition de lessive
US6630132B2 (en) 2001-08-23 2003-10-07 Goldschmidt Ag UV-light-absorbing quaternary polysiloxanes
US7776989B2 (en) 2005-02-02 2010-08-17 Evonik Goldschmidt Gmbh UV-light-absorbing quaternary polysiloxanes

Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2754704A1 (de) * 1977-02-02 1978-08-03 Dow Corning Verfahren zur behandlung von synthesefasern
EP0133562A2 (fr) * 1983-08-12 1985-02-27 Henkel Kommanditgesellschaft auf Aktien Additif pour détergent pour matières textiles
EP0150872A1 (fr) * 1984-01-25 1985-08-07 THE PROCTER & GAMBLE COMPANY Compositions détergentes liquides contenant des polysiloxanes organo-fonctionnels
DE3930410A1 (de) * 1989-09-12 1991-03-14 Bayer Ag Silicon-emulsionen
EP0544493A1 (fr) * 1991-11-26 1993-06-02 Unilever Plc Composition de conditionnement pour le linge contenant un mélange de silicone émulsifié
US5407588A (en) * 1989-03-02 1995-04-18 Lever Brothers Company, Division Of Conopco, Inc. Fabric softening composition
EP0739976A1 (fr) * 1995-04-28 1996-10-30 Henkel Kommanditgesellschaft auf Aktien Agent d'avivage
EP0770725A2 (fr) * 1995-09-29 1997-05-02 Dow Corning Toray Silicone Company Limited Diorganopolysiloxanes aptes au traitement textile
US5830843A (en) * 1996-01-31 1998-11-03 The Procter & Gamble Company Fabric care compositions including dispersible polyolefin and method for using same

Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2754704A1 (de) * 1977-02-02 1978-08-03 Dow Corning Verfahren zur behandlung von synthesefasern
EP0133562A2 (fr) * 1983-08-12 1985-02-27 Henkel Kommanditgesellschaft auf Aktien Additif pour détergent pour matières textiles
EP0150872A1 (fr) * 1984-01-25 1985-08-07 THE PROCTER & GAMBLE COMPANY Compositions détergentes liquides contenant des polysiloxanes organo-fonctionnels
US5407588A (en) * 1989-03-02 1995-04-18 Lever Brothers Company, Division Of Conopco, Inc. Fabric softening composition
DE3930410A1 (de) * 1989-09-12 1991-03-14 Bayer Ag Silicon-emulsionen
EP0544493A1 (fr) * 1991-11-26 1993-06-02 Unilever Plc Composition de conditionnement pour le linge contenant un mélange de silicone émulsifié
EP0739976A1 (fr) * 1995-04-28 1996-10-30 Henkel Kommanditgesellschaft auf Aktien Agent d'avivage
EP0770725A2 (fr) * 1995-09-29 1997-05-02 Dow Corning Toray Silicone Company Limited Diorganopolysiloxanes aptes au traitement textile
US5830843A (en) * 1996-01-31 1998-11-03 The Procter & Gamble Company Fabric care compositions including dispersible polyolefin and method for using same

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002092744A1 (fr) * 2001-05-17 2002-11-21 Unilever Plc Composition de lessive
US6743767B2 (en) 2001-05-17 2004-06-01 Unilever Home & Personal Care Usa Division Of Conopco, Inc. Laundry composition
US6630132B2 (en) 2001-08-23 2003-10-07 Goldschmidt Ag UV-light-absorbing quaternary polysiloxanes
US7776989B2 (en) 2005-02-02 2010-08-17 Evonik Goldschmidt Gmbh UV-light-absorbing quaternary polysiloxanes

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