EP0607529B1 - Verwendung wässriger Weichspülmittel für die Behandlung von Textilien - Google Patents

Verwendung wässriger Weichspülmittel für die Behandlung von Textilien Download PDF

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Publication number
EP0607529B1
EP0607529B1 EP93118805A EP93118805A EP0607529B1 EP 0607529 B1 EP0607529 B1 EP 0607529B1 EP 93118805 A EP93118805 A EP 93118805A EP 93118805 A EP93118805 A EP 93118805A EP 0607529 B1 EP0607529 B1 EP 0607529B1
Authority
EP
European Patent Office
Prior art keywords
treatment
conditioning composition
fabric conditioning
textiles according
cationic
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.)
Revoked
Application number
EP93118805A
Other languages
German (de)
English (en)
French (fr)
Other versions
EP0607529A2 (de
EP0607529A3 (de
Inventor
Heike Dr. Kelkenberg
Michael Dr. Brock
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.)
Wintershall Dea International AG
Original Assignee
Huels AG
Degussa Huels AG
Chemische Werke Huels AG
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
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Application filed by Huels AG, Degussa Huels AG, Chemische Werke Huels AG filed Critical Huels AG
Publication of EP0607529A2 publication Critical patent/EP0607529A2/de
Publication of EP0607529A3 publication Critical patent/EP0607529A3/de
Application granted granted Critical
Publication of EP0607529B1 publication Critical patent/EP0607529B1/de
Anticipated expiration legal-status Critical
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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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/667—Neutral esters, e.g. sorbitan esters
    • 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
    • C11D1/66—Non-ionic compounds
    • C11D1/662—Carbohydrates or derivatives
    • 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
    • C11D1/66—Non-ionic compounds
    • C11D1/72—Ethers of polyoxyalkylene glycols
    • 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
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/22—Carbohydrates or derivatives thereof
    • C11D3/222—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin
    • C11D3/227—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin with nitrogen-containing groups
    • 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
    • C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3769—(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines
    • C11D3/3773—(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines in liquid 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
    • 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
    • D06M13/10—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 oxygen
    • D06M13/165—Ethers
    • D06M13/17—Polyoxyalkyleneglycol ethers
    • 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
    • D06M13/10—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 oxygen
    • D06M13/184—Carboxylic acids; Anhydrides, halides or salts thereof
    • 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
    • D06M13/10—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 oxygen
    • D06M13/224—Esters of carboxylic acids; Esters of carbonic acid
    • 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
    • D06M13/10—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 oxygen
    • D06M13/224—Esters of carboxylic acids; Esters of carbonic acid
    • D06M13/2243—Mono-, di-, or triglycerides
    • 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
    • D06M15/01—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with natural macromolecular compounds or derivatives thereof
    • D06M15/03—Polysaccharides or derivatives thereof
    • 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
    • D06M15/01—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with natural macromolecular compounds or derivatives thereof
    • D06M15/03—Polysaccharides or derivatives thereof
    • D06M15/11—Starch or derivatives thereof
    • 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
    • D06M15/285—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acid amides or imides
    • D06M15/29—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acid amides or imides containing a N-methylol group or an etherified N-methylol group; containing a N-aminomethylene group; containing a N-sulfidomethylene group

Definitions

  • plasticizer emulsions are applied here in a relatively high concentration (10-50 g / l) according to various methods such as spraying, application or exhausting, depending on which soft effect is desired.
  • a good household laundry softener is required to draw on the textiles to be treated as quantitatively as possible from a highly diluted washing liquor emulsion (0.2 to 0.7 g / l).
  • the well-known good effect of the classic cationic fabric softener is based above all on the pronounced chemisorptivity of the emulsified cationic particles, which are absorbed by the ionic interaction with the anionic fiber surface on the fiber. It is known from the literature that good fabric softening effects can be achieved by mixing nonionic and cationic plasticizers. So z. B.
  • US-A-4 179 382 describes a combination of a conventional cationic fabric softener active ingredient such as tetraalkylammonium salts or alkylimidazolinium salts with a small amount of a polymeric special cationic salt such as cationic starch or cationic polyvinylpyrrolidone copolymers.
  • Textile laundry detergents with a stiffening effect are described in EP-A-0 017 120. They contain non-ionic and / or zwitterionic surfactants, water-soluble quaternary ammonium groups containing amino ethers of polysaccharides as well as framework salts and / or solvents which bind calcium ions.
  • a skin-mild shampoo contains a combination of the nonionic surfactant alkyl polyglycoside and a cationic polymer.
  • the mixture leads to excellent creamy foam.
  • a liquid detergent containing discoloration-inhibiting additives is described in EP-A-0 044 003.
  • the detergent contains two different nonionic surfactants, one of which is an ethoxylated C 13 -C 15 oxo alcohol with 55-65% by weight ethylene oxide and the other an ethoxylated C 9 -C 12 oxo or fatty alcohol with 60-70% by weight.
  • % Is ethylene oxide, laundry softening quaternary ammonium compounds such as distearyldimethylammonium chloride or quaternary imidazolinium compounds and cationic starch ethers as discoloration inhibitors.
  • the object of the invention was to produce a new fabric softener that is free of traditional quaternary ammonium bases with their known disadvantages.
  • the solution to the problem is emulsions of nonionic hydrophobic To add surfactants with a cationic protective colloid. That way the surfactant vesicles present in the emulsion are superficially cationized, so that the Tucked onto the textile fiber to be rinsed substantively.
  • nonionic fabric softening agents in particular as a hydrophobic component two similarly long C chains - the chain length of which can be C 10 - C 22 - and as a hydrophilic component a nonionic polyether or polyol chain or one Sugar or polysacchrid derivative included.
  • Guerbet alcohols which are produced by alkaline condensation of fatty alcohols.
  • the suitable degree of hydrophilization can be set by adding ethylene oxide or propylene oxide.
  • An ecologically interesting class of substances are saccharide difatty acid esters or fatty alkyl polyglycoside fatty acid esters, which can also be present in a mixture. If necessary, the degree of hydrophilization can also be increased with ethylene oxide or propylene oxide.
  • Another known class of substances are the fatty acid esters of sorbitol or sorbitan, which are preferably present as a mixture of mono-, di- and triesters.
  • the degree of hydrophilization can be varied by addition of alkylene oxide.
  • the diglycerides belong to the most ecologically and economically interesting class of substances because they can be produced on the basis of cheap natural fats and oils and are easily biodegradable.
  • the appropriate degree of hydrophilization is set by alkoxylation.
  • Their manufacture is state of the art (DE-A-38 26 179).
  • cationic protective colloid in fabric softener formulations is not yet known Generally colloidal Solutions can be stabilized considerably by means of hydrophilic protective colloids.
  • the Protective colloid forms a film around the particle to be protected and forms one Shell of water molecules from known protective colloids are gelatin, protein hydrolyzate, Glue etc.
  • a suitable cationic protective colloid is the technically accessible cationic starch (I). You can find it in the Paper industry use. Compared to the electroneutral protective colloids the advantage that they are substantive to the negatively charged cellulose fiber of the paper is raising.
  • Suitable cationic protective colloids in fabric softener formulations are the natural product chitosan (II) and chitosan derivatives.
  • Chitosan has gained economic importance as a renewable raw material mainly in Japan and the USA in recent years. It is produced by deacetylation of chitin, a waste product from crab fishing. Chitin is the second most common polysaccharide on earth after cellulose. Chitosan has a molecular weight of 300 to 500,000 and has a higher positive charge density than the cationic starch. As a primary polyamine, it is only effective as a cationic protective colloid in acidic systems.
  • synthetic polymers are also suitable as protective colloid additives according to the invention, such as, for example, polymers or copolymers of dimethylaminopropyl acrylamide or methacrylamide, which are technically accessible (III).
  • the nonionic water-insoluble surfactants exemplified are prepared in concentrations of 5 to 20% with the aid of small amounts of conventional emulsifiers such as fatty alcohol ethoxylates and, if appropriate, with the addition of acetic acid or lactic acid as solubilizer, aqueous emulsions.
  • the cationic protective colloids mentioned are added to this emulsion in amounts of 0.1 to 50%, based on the nonionic active substance. The preferred amount is 1 to 20%.
  • the protective colloids can also be added to the water before the emulsification process. In the case of chitosan, the addition of organic acid as a solubilizer is necessary to ensure a pH of 4 to 5 in the rinsing liquor.
  • the fabric softener emulsions thus produced are diluted so heavily during laundry treatment that the active substance combination is present in the rinse liquor in a concentration of 0.1 to 1 g / l.
  • Fabric softener tests carried out have shown that nonionic surfactants with at least two long hydrophobic chains in combination with small amounts of cationic protective colloid show good fabric softening effects.
  • alkoxylated diglycerides based on natural fats in combination with the natural product chitosan are particularly suitable.
  • the system is readily biodegradable and contains no quaternary amine functions.
  • the softening effect of the fabric softener claimed was in Form of a sensory soft grip test with 6 test persons as follows carried out:
  • test subjects were each given 3 wipes in encrypted form after the Test plan according to table A (so-called triangular test) submitted.
  • the task for the The examiner consisted of the differently treated cloth after sensory assessment find out.
  • the examiner noted whether the different cloth was softer or feels harder. If at least 5 or 6 examiners found the cloth treated differently (T according to DIN 10 951 with examiners 1 to 3, S with examiners 4 to 6) a probability of greater than 95% between the test substance and the Standard a significant difference. The result is calculated using 3 numbers Expressed: The 1st number indicates the number of examiners who with the standard treated wipes felt softer or those with the test substance harder.
  • the 2nd number indicates the number of examiners who treated the wipes treated with the standard perceived as harder or that with the test substance as softer
  • the 3rd number gives finally the number of examiners due to the low sensory Differences in the wipes treated with the test substance or the standard cloth treated differently could not determine or the correct answer gave.
  • the ecologically and economically interesting diglycerides based on natural fats were the preferred test substances.
  • a palm oil propoxylated with 15% by weight of propylene oxide and a skin fat from Stockhausen propoxylated with 15% by weight of propylene oxide were tested.
  • a synthetic C 18 diglyceride (21% triglyceride) ethoxylated with 22% by weight EO was used.
  • a Guerbet alcohol ethoxylated with 12 EO was used, which was synthesized by alkaline condensation of a technical C 16/18 fatty alcohol.
  • a technical product with a degree of cationization of 0.02 to 0.03 from Cerestar was selected as the cationic starch.
  • the chitosan was used as a cold-soluble hydrochloride (Kyowa Oil and Fat, Japan).
  • a technical polyaminoacrylamide copolymer with an acrylic acid content of 10% by weight and a molecular weight of approx. 1 million from the company Stockhausen was used as the synthetic protective colloid.
  • the active ingredients could easily be added by adding 1 to 5% by weight of a common one Emulsify fatty acid ethoxylate as an emulsifier in the presence of the protective colloids.
  • Solubilizer served acetic acid or lactic acid, used in such amounts was that a pH of 4.5 to 5.0 was ensured in the diluted rinse liquor.
  • chitosan 20% strength, stable, flowable emulsions could be produced will.
  • the cationic starch and the polyamine alkyllacrylamide those were Emulsions 10%.
  • Table 1 shows the test results compared to an untreated cloth. In all cases the addition of cation causes.
  • Protective colloid has a significant soft feel. In comparison to a commercially available ester quat, the same softness is achieved if the rinse liquor concentration is doubled (see Table 2).
  • Sensory soft grip test with 6 test persons according to DIN 10951 (so-called triangle test) Comparison against untreated cloths washed with PERSIL® Washing liquor Triangle test Test substance 0.35 g / l cation.

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  • Engineering & Computer Science (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Textile Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Wood Science & Technology (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Emergency Medicine (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
EP93118805A 1993-01-20 1993-11-23 Verwendung wässriger Weichspülmittel für die Behandlung von Textilien Revoked EP0607529B1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE4301459 1993-01-20
DE4301459A DE4301459A1 (de) 1993-01-20 1993-01-20 Wäßriges Weichspülmittel für die Behandlung von Textilien

Publications (3)

Publication Number Publication Date
EP0607529A2 EP0607529A2 (de) 1994-07-27
EP0607529A3 EP0607529A3 (de) 1995-03-22
EP0607529B1 true EP0607529B1 (de) 1998-06-24

Family

ID=6478581

Family Applications (1)

Application Number Title Priority Date Filing Date
EP93118805A Revoked EP0607529B1 (de) 1993-01-20 1993-11-23 Verwendung wässriger Weichspülmittel für die Behandlung von Textilien

Country Status (8)

Country Link
US (1) US5447643A (ja)
EP (1) EP0607529B1 (ja)
JP (1) JPH06294073A (ja)
AT (1) ATE167698T1 (ja)
CA (1) CA2113687A1 (ja)
DE (2) DE4301459A1 (ja)
ES (1) ES2119850T3 (ja)
NO (1) NO940182L (ja)

Cited By (1)

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Publication number Priority date Publication date Assignee Title
US6727220B1 (en) 1999-05-17 2004-04-27 Unilever Home & Personal Care Usa, Division Of Conopco, Inc. Fabric softening compositions

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DE4433597C2 (de) * 1993-09-28 1996-10-02 Clariant Finance Bvi Ltd Verfahren zur Erhöhung der Naßgleitfähigkeit von Textilmaterial und Naßgleitmittel dafür
DE4440620A1 (de) * 1994-11-14 1996-05-15 Henkel Kgaa Textile Weichmachungsmittel
DE4446137A1 (de) * 1994-12-23 1996-06-27 Huels Chemische Werke Ag Quaternierte Triethanolamindifettsäureester
JP3069884B2 (ja) * 1995-01-24 2000-07-24 日本コーンスターチ株式会社 製紙用カチオン化澱粉・糊液及びそれらの製造方法
DE19532542B4 (de) * 1995-09-04 2008-12-18 Henkel Ag & Co. Kgaa Klarspülmittel mit kationischen Polymeren
DE19607847C1 (de) * 1996-03-01 1997-11-20 Suedzucker Ag Aliphatische Carbonsäureester von Inulin
DE19712978A1 (de) * 1997-03-27 1998-10-01 Henkel Kgaa Chitosanmikrosphären
DE19741721A1 (de) * 1997-09-22 1999-03-25 Huels Chemische Werke Ag Wasch- und Reinigungsmittelformulierungen mit Chitin/Chitosan-Derivaten als Schmutzlösepolymer
KR100462336B1 (ko) * 1997-12-26 2005-05-31 주식회사 엘지생활건강 투명 액상 섬유 유연제 조성물
ATE307149T1 (de) * 1998-08-07 2005-11-15 Reichhold Inc Neue latex zusammensetzung für beschichtung von verschiedenen substraten
GB9930435D0 (en) * 1999-12-22 2000-02-16 Unilever Plc Fabric softening compositions
US20020016276A1 (en) * 2000-04-20 2002-02-07 The Procter & Gamble Company Yarn strength enhancing agents and compositions and methods employing same
GB2363614A (en) * 2000-04-20 2002-01-02 Procter & Gamble Modified chitosan fabric treatment agents
KR100419603B1 (ko) * 2001-02-21 2004-02-25 주식회사 아르테크플러스 향 캡슐과 키토산을 함유한 섬유 유연제
US6849586B2 (en) 2001-10-26 2005-02-01 S. C. Johnson & Son, Inc. Hard surface cleaners containing chitosan
GB0213263D0 (en) * 2002-06-10 2002-07-17 Unilever Plc Improvements relating to fabric detergent compositions
US6949500B2 (en) † 2002-12-16 2005-09-27 Colgate-Palmolive Company Fabric softener compositions containing a mixture of cationic polymers as rheology modifiers
US7135451B2 (en) * 2003-03-25 2006-11-14 The Procter & Gamble Company Fabric care compositions comprising cationic starch
ATE520717T1 (de) * 2003-05-21 2011-09-15 Basf Se Verfahren zur herstellung von estern des carnitins und ihre verwendung.
US7781498B2 (en) 2003-07-03 2010-08-24 Mallard Creek Polymers, Inc. Cationic latex as a carrier for bioactive ingredients and methods for making and using the same
US7491753B2 (en) * 2003-07-03 2009-02-17 Mallard Creek Polymers, Inc. Antimicrobial and antistatic polymers and methods of using such polymers on various substrates
US7981946B2 (en) 2003-07-03 2011-07-19 Mallard Creek Polymers, Inc. Antimicrobial and antistatic polymers and methods of using such polymers on various substrates
CA2439436A1 (en) * 2003-09-03 2005-03-03 George Sutherland Treatment of aqueous compositions containing contaminants
JP4342899B2 (ja) * 2003-10-14 2009-10-14 花王株式会社 繊維製品のしわ除去剤組成物
US7776813B2 (en) * 2004-09-15 2010-08-17 The Procter & Gamble Company Fabric care compositions comprising polyol based fabric care materials and deposition agents
US20060276370A1 (en) * 2005-06-03 2006-12-07 The Procter & Gamble Company Fabric care compositions
US20070048249A1 (en) 2005-08-24 2007-03-01 Purdue Research Foundation Hydrophilized bactericidal polymers
WO2007065681A1 (en) * 2005-12-08 2007-06-14 Ciba Holding Inc. A process for the preparation of hydroxy polymer esters and their use
WO2008077395A1 (de) * 2006-12-22 2008-07-03 Lothar Ernst Wilhelm Weber Weichspüler für textilien
CA2731106A1 (en) 2008-08-15 2010-02-18 Jennifer Beth Ponder Benefit compositions comprising polyglycerol esters
EP3404086B1 (en) * 2017-05-18 2020-04-08 The Procter & Gamble Company Fabric softener composition
WO2018222622A1 (en) 2017-05-27 2018-12-06 Poly Group LLC Dispersible antimicrobial complex and coatings therefrom
WO2018232417A1 (en) 2017-06-16 2018-12-20 Poly Group LLC Polymeric antimicrobial surfactant
CN112813691B (zh) * 2020-12-31 2023-05-12 武汉奥克特种化学有限公司 精炼剂以及精炼剂的制备方法

Citations (2)

* Cited by examiner, † Cited by third party
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EP0044003A1 (de) * 1980-07-10 1982-01-20 Henkel Kommanditgesellschaft auf Aktien Flüssiges Waschmittel mit einem Gehalt an verfärbungsinhibierenden Zusätzen
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EP0044003A1 (de) * 1980-07-10 1982-01-20 Henkel Kommanditgesellschaft auf Aktien Flüssiges Waschmittel mit einem Gehalt an verfärbungsinhibierenden Zusätzen
EP0086104A2 (en) * 1982-02-10 1983-08-17 Unilever N.V. Method of softening fabrics

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Also Published As

Publication number Publication date
JPH06294073A (ja) 1994-10-21
EP0607529A2 (de) 1994-07-27
US5447643A (en) 1995-09-05
ES2119850T3 (es) 1998-10-16
CA2113687A1 (en) 1994-07-21
DE4301459A1 (de) 1994-07-21
ATE167698T1 (de) 1998-07-15
NO940182D0 (no) 1994-01-18
DE59308712D1 (de) 1998-07-30
EP0607529A3 (de) 1995-03-22
NO940182L (no) 1994-07-21

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