US20030121105A1 - High speed textile fibre preparations - Google Patents

High speed textile fibre preparations Download PDF

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Publication number
US20030121105A1
US20030121105A1 US10/276,888 US27688802A US2003121105A1 US 20030121105 A1 US20030121105 A1 US 20030121105A1 US 27688802 A US27688802 A US 27688802A US 2003121105 A1 US2003121105 A1 US 2003121105A1
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US
United States
Prior art keywords
carbon atoms
spin finishes
esterquats
alkyl
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.)
Abandoned
Application number
US10/276,888
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English (en)
Inventor
Marta Domingo
Maria Lopez Gomez
Joaquin Bigorra Llosas
Rafael Pi Subirana
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.)
Cognis Iberia SL
Original Assignee
Cognis Iberia SL
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 SL filed Critical Cognis Iberia SL
Publication of US20030121105A1 publication Critical patent/US20030121105A1/en
Assigned to COGNIS IBERIA, S.L. reassignment COGNIS IBERIA, S.L. ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: PI SUBIRANA, RAFAEL, BIGORRA LLOSAS, JOAQUIN, DOMINGO, MARTA, LOPEZ GOMEZ, MARIA DOLORE
Abandoned legal-status Critical Current

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Classifications

    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/53Polyethers
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10Treating 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
    • D06M13/165Ethers
    • D06M13/17Polyoxyalkyleneglycol ethers
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/402Amides imides, sulfamic acids
    • D06M13/405Acylated polyalkylene polyamines
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/46Compounds containing quaternary nitrogen atoms
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/46Compounds containing quaternary nitrogen atoms
    • D06M13/463Compounds containing quaternary nitrogen atoms derived from monoamines
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/46Compounds containing quaternary nitrogen atoms
    • D06M13/467Compounds containing quaternary nitrogen atoms derived from polyamines
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M7/00Treating 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
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2200/00Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/40Reduced friction resistance, lubricant properties; Sizing compositions

Definitions

  • This invention relates generally to textiles and more particularly to new high-speed spin finishes and to the use of certain mixtures for the production of such preparations.
  • the influencing factors may be divided into two groups, namely: acceleration forces which are transmitted, for example, from rotating rollers to the fibers and friction forces which are generated by rubbing of the fibers on hard surfaces.
  • acceleration forces which are transmitted, for example, from rotating rollers to the fibers
  • friction forces which are generated by rubbing of the fibers on hard surfaces.
  • one of the established remedies is to treat the yarn with a so-called spin finish which, in simple terms, is an aqueous preparation which on the one hand has a lubricating effect and on the other hand reduces static charging both between the fibers themselves and between the yarn and the roller.
  • spin finishes are already known from the prior art and although numerous articles and books have been published on the subject of avoiding friction in yarn manufacture, there are various problems which have not yet been satisfactorily solved.
  • One disadvantage of known spin finishes is that, although they develop an adequate lubricating effect in the medium speed range, they are unsuitable for modern high-speed processes in the 100,000 to 110,000 r.p.m. range.
  • Another particular disadvantage is that conventional finishes can only be used for processing undyed fibers because they tend to dissolve dyes under the usual texturing conditions, so that the dyes “bleed” from the fibers. This also increases the deposits on the rollers.
  • the problem addressed by the present invention was to provide new spin finishes which would enable even dyed fibers or yarns to be processed and which, at the same time, would be suitable for high-speed processes.
  • the present invention relates to high-speed spin finishes containing
  • Esterquats are generally understood to be quaternized fatty acid triethanolamine ester salts. They are known substances which can be obtained by the relevant methods of preparative organic chemistry. Reference is made in this connection to International patent application WO 91/01295 (Henkel), according to which triethanolamine is partly esterified with fatty acids in the presence of hypophosphorous acid, air is passed through the reaction mixture and the whole is then quaternized with dimethyl sulfate or ethylene oxide.
  • German patent DE 4308794 C1 (Henkel) describes a process for the production of solid esterquats in which the quaternization of triethanolamine esters is carried out in the presence of suitable dispersants, preferably fatty alcohols.
  • R 1 CO is an acyl group containing 6 to 22 carbon atoms
  • R 2 and R 3 independently of one another represent hydrogen or have the same meaning as R 1 CO
  • R 4 is an alkyl group containing 1 to 4 carbon atoms or a (CH 2 CH 2 O) q H group
  • q is a number of 1 to 12
  • X is halide, alkyl sulfate or alkyl phosphate.
  • esterquats which may be used in accordance with the present 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 the technical mixtures thereof obtained, for example, in the pressure hydrolysis of natural fats and oils.
  • Fatty acids containing 16 to 22 carbon atoms, more particularly stearic acid, behenic acid and partly hydrogenated C 16/18 tallow fatty acid, are preferably used.
  • the fatty acids and the triethanolamine may be used in a molar ratio of 1.1:1 to 3:1.
  • a ratio of 1.2:1 to 2.2:1 and preferably 1.5:1 to 1.9:1 has proved 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 corresponding to formula (I), in which R 1 CO is an acyl group containing 16 to 18 carbon atoms, R 2 has the same meaning as R 1 CO, R 3 is hydrogen, R 4 is a methyl group, m, n and p stand for 0 and X stands for methyl sulfate, have proved to be particularly advantageous.
  • Corresponding products are commercially available under the name of Dehyquart® AU (Cognis Germany GmbH).
  • esterquats are quaternized ester salts of fatty acids with diethanol-alkyamines corresponding to formula (II):
  • R 1 CO is an acyl group containing 6 to 22 carbon atoms
  • R 2 is hydrogen or has the same meaning as R 1 CO
  • R 4 and R 5 independently of one another are alkyl groups containing 1 to 4 carbon atoms
  • m and n together stand for 0 or numbers of 1 to 12
  • X stands for halide, alkyl sulfate or alkyl phosphate.
  • esterquats are the quaternized ester salts of fatty acids with 1,2-dihydroxypropyl dialkylamines corresponding to formula (III):
  • R 1 CO is an acyl group containing 6 to 22 carbon atoms
  • R 2 is hydrogen or has the same meaning as R 1 CO
  • R 4 , R 6 and R 7 independently of one another are alkyl groups containing 1 to 4 carbon atoms
  • m and n together stand for 0 or numbers of 1 to 12
  • X stands for halide, alkyl sulfate or alkyl phosphate.
  • esterquats are substances in which the ester bond is replaced by an amide bond and which—preferably based on diethylenetriamine—correspond to formula (IV):
  • R 1 CO is an acyl group containing 6 to 22 carbon atoms
  • R 2 is hydrogen or has the same meaning as R 1 CO
  • R 6 and R 7 independently of one another are alkyl groups containing 1 to 4 carbon atoms
  • X is halide, alkyl sulfate or alkyl phosphate.
  • Amide esterquats such as these are commercially obtainable, for example, under the name of Incroquat® (Croda).
  • esterquats are compounds based on ethoxylated castor oil or hydrogenation products thereof which correspond to formula (V):
  • R 8 CO is a saturated and/or unsaturated ethoxylated hydroxyacyl group containing 16 to 22 and preferably 18 carbon atoms and 1 to 50 oxyethylene units
  • A is a linear or branched alkylene group containing 1 to 6 carbon atoms
  • R 9 , R 10 and R 11 independently of one another represent hydrogen or a C 14 alkyl group
  • R 12 is a C 14 alkyl group or a benzyl group
  • X is halogen, alkyl sulfate or alkyl phosphate.
  • the esterquats corresponding to formula (I) to (V) may be obtained both from fatty acids and from the corresponding triglycerides.
  • One such process which is intended to be representative of the relevant prior art, is proposed in European patent EP 0750606 B1 (Cognis).
  • the condensation of the alkanolamines with the fatty acids may also be carried out in the presence of defined quantities of dicarboxylic acids, for example 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.
  • esterquats are obtained with a partly oligomeric structure which can have an advantageous effect on the clear solubility of the products, particularly where adipic acid is used.
  • Corresponding products are commercially available under the name of Dehyquart® D 6003 (Cognis Deutschland GmbH) and are described, for example, in European patent EP 0770594 B1 (Cognis).
  • the esterquats are normally marketed in the form of 50 to 90% by weight alcoholic solutions which may readily be diluted with water as required.
  • the fatty acid amidoamines suitable as component (B) are known pseudocationic compounds which represent condensation products of C 12-22 fatty acids with ethylenediamine, diethylenetriamine, triethylene-tetramine, propylenediamine, dipropylene triamine and/or tripropylene tetramine.
  • Typical examples are the reaction products of the di- and oligoamines mentioned with lauric acid, isotridecanoic acid, myristic acid, palmitic acid, palmitoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselic acid, linoleic acid, linolenic acid, elaeostearic acid, arachic acid, gadoleic acid, behenic acid and erucic acid and technical mixtures thereof. From the performance perspective, it is particularly preferred to use the condensation product of behenic acid with diethylenetriamine (DETA).
  • DETA diethylenetriamine
  • Suitable ethoxylated nonionic surfactants which form component (c) are products of the addition of on average 20 to 150, preferably 30 to 100 and more particularly 40 to 75 mol ethylene oxide onto primary C 8-22 alcohols or C 8-22 triglycerides.
  • the ethoxylates may be prepared in known manner, i.e. by base-catalyzed addition of ethylene oxide onto the hydroxyl group of the alcohols or by hydrotalcite-catalyzed insertion of ethylene oxide into the carbonyl ester group, and may have both a conventional broad homolog distribution and a narrow homolog distribution.
  • Typical examples are the adducts of on average 20 to 150, preferably 30 to 100 and more particularly 40 to 75 mol ethylene oxide with fatty alcohols or oxoalcohols containing 8 to 22 and preferably 12 to 18 carbon atoms, such as for example caproic alcohol, caprylic alcohol, 2-ethylhexyl alcohol, capric alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol, palmitoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, linolyl alcohol, linolenyl alcohol, elaeostearyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol and brassidyl alcohol and technical mixtures thereof.
  • adducts of on average 20 to 150 preferably 30 to 100 and more particularly 40 to 75 mol ethylene oxide with synthetic or natural triglycerides derived from C 8-22 and more particularly C 12-18 fatty acids.
  • suitable vegetable oils and animal fats are palm oil, palm kernel oil, coconut oil, olive oil and bovine tallow.
  • auxiliaries are, for example, antistatic agents, yarn compacting agents, pH adjusters, bactericides and/or corrosion inhibitors.
  • the total quantity of additives, based on the finishes is up to 15% by weight and preferably from 1 to 10% by weight.
  • the finishes are preferably used in the form of aqueous emulsions containing 1 to 30% by weight and preferably 15 to 25% by weight of the finish.
  • These emulsions are applied to the fibers or yarns in the usual way, i.e. for example by lick rolls or dosing pumps and applicator pins.
  • the emulsions may also be applied by passing the fibers or yarns through immersion baths.
  • the finishes may be used at various stages of yarn production or yarn finishing, i.e. both immediately after extrusion, during texturing or during winding.
  • spin finish may be regarded as synonymous with “texturing aid” or “winding oil”.
  • the present invention relates to the use of mixtures containing

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Artificial Filaments (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
US10/276,888 2000-05-19 2001-05-10 High speed textile fibre preparations Abandoned US20030121105A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE10024885.3 2000-05-19
DE10024885A DE10024885A1 (de) 2000-05-19 2000-05-19 Hochgeschwindigkeits-Spinnfaserpräparationen

Publications (1)

Publication Number Publication Date
US20030121105A1 true US20030121105A1 (en) 2003-07-03

Family

ID=7642838

Family Applications (1)

Application Number Title Priority Date Filing Date
US10/276,888 Abandoned US20030121105A1 (en) 2000-05-19 2001-05-10 High speed textile fibre preparations

Country Status (8)

Country Link
US (1) US20030121105A1 (de)
EP (1) EP1282739B1 (de)
AT (1) ATE280263T1 (de)
DE (2) DE10024885A1 (de)
ES (1) ES2228863T3 (de)
MX (1) MXPA02011167A (de)
PT (1) PT1282739E (de)
WO (1) WO2001090476A1 (de)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20060234048A1 (en) * 2002-12-20 2006-10-19 Saint-Gobain Materiaux De Construction S.A.S. Polyolefin reinforcing fibre, use thereof and products comprising same
CN114182532A (zh) * 2020-09-14 2022-03-15 中国石油化工股份有限公司 聚丙烯腈基碳纤维低灰分原丝油剂

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113430681B (zh) * 2021-07-06 2022-08-05 上海多纶化工有限公司 腈纶原液着色丝油剂

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5718891A (en) * 1993-03-18 1998-02-17 Henkel Kommanditgesellschaft Auf Aktien Process for the production of solid esterquats with improved dispersibility in water
US5747109A (en) * 1997-03-19 1998-05-05 Colgate-Palmolive Co. Method of preparing super-concentrated liquid rinse cycle fabric softening composition
US5869716A (en) * 1994-03-18 1999-02-09 Henkel Kommanditgesellschaft Auf Aktien Process for the production of esterquats
US5880299A (en) * 1995-10-26 1999-03-09 Henkel Corporation Esterquats

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4439090A1 (de) * 1994-11-02 1996-05-09 Henkel Kgaa Verfahren zur Herstellung von wäßrigen Esterquat-Dispersionen
DE19515646A1 (de) * 1995-04-28 1996-10-31 Henkel Kgaa Avivagemittel
DE19602242A1 (de) * 1996-01-23 1997-07-24 Henkel Kgaa Haaravivierende Zubereitungen
DE19738303A1 (de) * 1997-09-02 1999-03-04 Schwarzkopf Gmbh Hans Verwendung einer Wirkstoffkombination und Mittel
DE19962874A1 (de) * 1999-12-24 2001-06-28 Cognis Deutschland Gmbh Transparente Avivagemittel

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5718891A (en) * 1993-03-18 1998-02-17 Henkel Kommanditgesellschaft Auf Aktien Process for the production of solid esterquats with improved dispersibility in water
US5869716A (en) * 1994-03-18 1999-02-09 Henkel Kommanditgesellschaft Auf Aktien Process for the production of esterquats
US5880299A (en) * 1995-10-26 1999-03-09 Henkel Corporation Esterquats
US5747109A (en) * 1997-03-19 1998-05-05 Colgate-Palmolive Co. Method of preparing super-concentrated liquid rinse cycle fabric softening composition

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20060234048A1 (en) * 2002-12-20 2006-10-19 Saint-Gobain Materiaux De Construction S.A.S. Polyolefin reinforcing fibre, use thereof and products comprising same
CN114182532A (zh) * 2020-09-14 2022-03-15 中国石油化工股份有限公司 聚丙烯腈基碳纤维低灰分原丝油剂

Also Published As

Publication number Publication date
ATE280263T1 (de) 2004-11-15
DE50104220D1 (de) 2004-11-25
WO2001090476A1 (de) 2001-11-29
ES2228863T3 (es) 2005-04-16
EP1282739B1 (de) 2004-10-20
MXPA02011167A (es) 2003-03-10
DE10024885A1 (de) 2001-11-22
EP1282739A1 (de) 2003-02-12
PT1282739E (pt) 2005-03-31

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Owner name: COGNIS IBERIA, S.L., SPAIN

Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:DOMINGO, MARTA;LOPEZ GOMEZ, MARIA DOLORE;BIGORRA LLOSAS, JOAQUIN;AND OTHERS;REEL/FRAME:015618/0885;SIGNING DATES FROM 20021005 TO 20021029

STCB Information on status: application discontinuation

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