EP0765414B1 - Agents lissants textiles thermostables - Google Patents

Agents lissants textiles thermostables Download PDF

Info

Publication number
EP0765414B1
EP0765414B1 EP95921839A EP95921839A EP0765414B1 EP 0765414 B1 EP0765414 B1 EP 0765414B1 EP 95921839 A EP95921839 A EP 95921839A EP 95921839 A EP95921839 A EP 95921839A EP 0765414 B1 EP0765414 B1 EP 0765414B1
Authority
EP
European Patent Office
Prior art keywords
fatty acid
lubricants
polyol fatty
acid esters
esters
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
EP95921839A
Other languages
German (de)
English (en)
Other versions
EP0765414A1 (fr
Inventor
Raymond Mathis
Norbert Bialas
F. Norman Tuller
Richard P. Crews
Elbert H. Mudge
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 IP Management GmbH
Original Assignee
Henkel AG and Co KGaA
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 Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of EP0765414A1 publication Critical patent/EP0765414A1/fr
Application granted granted Critical
Publication of EP0765414B1 publication Critical patent/EP0765414B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • 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
    • D06M13/244—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 sulfur or phosphorus
    • D06M13/248—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 sulfur or phosphorus with compounds containing sulfur
    • D06M13/252—Mercaptans, thiophenols, sulfides or polysulfides, e.g. mercapto acetic acid; Sulfonium compounds
    • 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
    • D06M7/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made of other substances with subsequent freeing of the treated goods from the treating medium, e.g. swelling, e.g. polyolefins
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/40—Reduced friction resistance, lubricant properties; Sizing compositions

Definitions

  • the invention relates to thermostable textile smoothing agents based on Polyol fatty acid esters, with small amounts to increase the thermal stability on special esters of thiocarboxylic acids.
  • the present invention relates to spin finishes using this textile Contain smoothing agents as well as a method for producing the thermostable textile smoothing agent.
  • spin finishes are used used. These spin finishes all contain so-called textile smoothing agent to avoid friction between filaments or fibers and to minimize between filaments and governing bodies.
  • textile Smoothing agents are increasingly being used in polyol carboxylic acid esters.
  • thermal stability thermal stability
  • antioxidants such as butylated hydroxytoluene (BHT) to use because such connections are already in small up to medium quantities effectively improve the thermal stability.
  • BHT butylated hydroxytoluene
  • Unfortunately have BHT and related antioxidants at temperatures, that occur in the manufacture and processing of textile fibers, a relatively high volatility. This leads to this class of antioxidants quickly evaporates and therefore its purpose is an oxidative To prevent damage to the textile smoothing agent, only initially, however cannot meet for the whole process.
  • antioxidants e.g. B. the commercially known Irganox R 1010 known to those skilled in the art, the volatility of which is relatively low.
  • this procedure has the disadvantage that this group of antioxidants has only a limited solubility in the esters. It follows from this that the required concentration of dissolved antioxidant cannot be achieved to a sufficient extent.
  • WO-A-9113134 discloses a method for improving the solubility of antioxidants in smoothing agents, the antioxidant being incorporated into a carrier medium via covalent bonds.
  • the teaching of WO 91/13134 in its preferred embodiment relates to the fact that so-called "superstable lubricants" are obtained when the proportion of the covalently bound antioxidant in the carrier medium is in the range from greater than 0 to 30% by weight.
  • the proportion of the covalently bound antioxidant in the carrier medium is in each case 10 or 20% by weight.
  • An example of a particularly suitable product is a textile smoothing agent in which 10% by weight of Irganox R 1010 is covalently bonded to pentaerythritol pelargonate as the carrier. From an economic and ecological point of view, however, it is desirable to minimize the antioxidant content.
  • the object of the present invention was to provide thermostable textile smoothing agents To provide the disadvantages of the known prior art avoid technology.
  • the aim was to create thermostable textiles Developing smoothing agents that contain a minimal amount of antioxidants need.
  • the first object of the present invention are therefore thermostable textile smoothing agent, suitable for spin finishes, based on polyol fatty acid ester, characterized in that to increase the thermal stability in amounts of 0.05 to 8% by weight, based on polyol fatty acid esters
  • the polyols and the fatty acids of the polyol fatty acid esters can be saturated or olefinically unsaturated and straight-chain with respect to their carbon skeleton or be branched.
  • the radicals R 1 to R 4 can be saturated or olefinically unsaturated, straight-chain or branched, insofar as this is an alkyl, alkylene, cycloalkylene or cycloalkyl group or the alkyl part of an alkaryl group.
  • Polyols are polyvalent in the context of the present invention Alcohols understood with at least 2 OH groups.
  • the chemical constitution the polyols are not subject to any particular restrictions, i.e. they can be straight or branched.
  • the polyols selected from that of glycerol, trimethylolpropane, neopentyl glycol and pentaerythritol formed group.
  • the fatty acid residues of the polyol fatty acid esters are preferably derived from fatty acids with 8 to 18 carbon atoms, which are also preferably saturated.
  • the best effects are achieved in the context of the present invention if those with 8 to 10 carbon atoms are used as fatty acids.
  • the latter acids are known to those skilled in the art as caprylic acid, pelargonic acid and / or capric acid. These acids can be used either individually or in mixtures. Mixtures of C 8 and C 10 fatty acids are known as so-called pre-fatty acids.
  • esters of thiocarboxylic acids those are preferred in which the thiocarboxylic acids of the general formula (I) and / or (II) with monofunctional aliphatic alcohols with 1 to 22 carbon atoms, neopentyl glycol, Glycerin, trimethylolpropane or pentaerythritol are esterified.
  • neopentyl glycol, glycerin, trimethylol propane and pentaerythritol can be pure or mixed Trade esters.
  • “Pure” esters are understood to mean such esters, in which all hydroxyl groups of the polyfunctional alcohols with one or esterified several thiocarboxylic acids of the general formula (I) and / or (II) are.
  • “Mixed” esters are understood to mean those esters in which have at least one hydroxyl group with a thiocarboxylic acid of the general Formula (I) or (II) is esterified. The other hydroxyl groups are then related to fatty acids with 6 to 22 carbon atoms as they are are described with the polyol fatty acid esters. Particularly preferred are the esters of monofunctional aliphatic alcohols described type and the "pure" esters of pentaerythritol.
  • monofunctional aliphatic alcohols are particularly suitable for n- and i-butanol, 2-ethylhexanol, isotridecyl alcohol, lauryl alcohol, isostearyl alcohol and / or oleyl alcohol.
  • R 1 denotes an alkyl group with 6 to 18 C atoms
  • R 2 denotes an alkylene group with 1 or 2 C atoms.
  • Particularly suitable examples are ⁇ -laurylthiopropionic acid (C 12 H 25 SCH 2 CH 2 COOH) and ⁇ -octylthiopropionic acid (C 8 H 17 SCH 2 CH 2 COOH).
  • R 3 and R 4 are an alkylene group having 2 carbon atoms, ie thiodipropionic acid (HOOCCH 2 CH 2 SCH 2 CH 2 COOH).
  • esters of thiocarboxylic acid are commercially available compounds that but are also easily accessible by known esterification reactions.
  • the mixed esters can easily be obtained by transesterification of the pure thioates obtained with the fatty acids described.
  • the esters of thiocarboxylic acids in an amount of 0.05 to 8 % By weight - based on the polyol fatty acid esters. It is preferred, the esters of thiocarboxylic acids in an amount of 0.5 to 5 % By weight, in particular from 1.0 to 3.0% by weight, to be used.
  • This indication of Amounts used relate to the amounts defined above pure esters of thiocarboxylic acids. With mixed esters of thiocarboxylic acids are higher according to the content of thiocarboxylic acids in the ester Use quantities. The esters of thiocarboxylic acids are converted into the polyol fatty acid esters registered.
  • esters of thiocarboxylic acids in the polyol fatty acid esters stirred in at temperatures of 20 to 80 ° C.
  • Tin-based compounds such as are suitable as transesterification catalysts Tin octoate and sodium methylate.
  • the transesterification catalysts are in an amount of 0.01 to 2 wt.% - Based on the total amount of polyol fatty acid ester and esters of thiocarboxylic acids.
  • antioxidants are additionally added as an additive to the smoothing agents according to the invention. These antioxidants are added with or after the entry of the esters of thiocarboxylic acids, which is preferably carried out at temperatures from 90 to 170 ° C. in the presence of the transesterification catalysts.
  • Another object of the present invention is therefore a process for the preparation of thermostable textile smoothing agents based on polyol fatty acid esters, characterized in that the polyol fatty acid esters with 0.05 to 8 wt.% - Based on polyol fatty acid esters - on esters of thiocarboxylic acids of the general formula (I ) and / or (II) R 1 - S - R 2 - COOH HOOC - R 3 - S - R 4 - COOH wherein R 1 is a monovalent radical and R 2 , R 3 , R 4 are identical or different divalent radicals of alkanes, cycloalkanes, aromatics or alkyl aromatics having 1 to 22 carbon atoms. at temperatures of 90 to 170 ° C in the presence of a transesterification catalyst, optionally in the presence of additional antioxidants.
  • the additional antioxidants can be present in the process from the beginning or can be added during the process or can also be added subsequently.
  • Suitable antioxidants are butylated hydroxytoluene, dialkyl or Diaryl phosphonates, trialkyl or triaryl phosphites, ascorbic or citric acid and their derivatives and especially sterically hindered Phenols.
  • the sterically hindered are particularly preferred as additional additives Phenols of the structure (A-1 and / or A-6) used.
  • the additional additives ensure that the inherently good thermal stability of the textile smoothing agents according to the invention is further improved in a synergistic manner. This can be seen, inter alia, from the fact that much smaller amounts of the antioxidants have to be added than described, for example, in WO 91/13134 (10 to 20% by weight) in order to achieve comparable thermostabilities. For example, even amounts of 1.0% by weight of the sterically hindered Irganox R 1010 phenol - based on the total amount of polyol fatty acid ester and ester of thiocarboxylic acids - result in excellent thermostabilities.
  • the antioxidants in relation to the esters of thiocarboxylic acids in an amount of Add 1: 1 to 1: 4.
  • the sterically hindered phenols Particularly good results are obtained when the amount of additional antioxidants d) 10 to 50% by weight, based on the esters of thiocarboxylic acids , the range from 20 to 30% by weight being particularly preferred.
  • the textile smoothing agents according to the invention can because of their high thermal stability among other things can be used in spin finishes.
  • Another subject of the present Invention are therefore spin finishes for synthetic filaments, characterized in that they have the described thermostable contain textile smoothing agents.
  • the textile smoothing agent in turn which may contain additional antioxidants.
  • the spin finishes contain at least about 35% by weight of the textile smoothing agents.
  • Other components of the spin finishes can be emulsifiers, wetting agents and / or antistatic agents and the auxiliaries known from the prior art such as thread closing agents, pH regulators, bactericides and / or Be anti-corrosion agent.
  • Suitable emulsifiers, wetting agents and / or antistatic agents are anionic, cationic and / or nonionic surfactants, such as mono- and / or diglycerides, for example glycerol mono- and / or glycerol dioleate, alkoxylated, preferably ethoxylated and / or propoxylated fats or oils, fatty alcohols with 8 to 24 carbon atoms and / or C 8-18 alkylphenols, for example addition products of 25 mol ethylene oxide onto castor oil and / or addition products of 8 mol propylene oxide and 6 mol ethylene oxide onto C 16-18 fatty alcohols, if desired alkoxylated C 8- 24 fatty acid mono- and / or diethanolamides, for example - optionally ethoxylated - oleic acid mono- and / or diethanolamide, tallow fatty acid mono- and / or diethanolamide and / or coconut fatty acid mono- and / or
  • alkyl sulfosuccinates for example sodium dioctyl sulfosuccinate and / or amine oxides, for example dimethyldodecylamine oxide.
  • an antistatic can act as an emulsifier at about the same time.
  • Suitable thread closure agents are the polyacrylates, fatty acid sarcosides and / or copolymers with maleic anhydride known from the prior art.
  • Suitable pH regulators are C 1-4 carboxylic acids and / or C 1-4 hydroxycarboxylic acids, e.g. B. acetic acid and / or glycolic acid, alkali hydroxides such as potassium hydroxide and / or amines such as triethanolamide, the presence of bactericides and / or anti-corrosion agents is possible.
  • the spin finishes according to the invention can be mixed intensively the textile smoothing agent according to the invention, optionally with the emulsifiers, Wetting agents, antistatic agents and, if necessary, with the usual additives Produce approx. 18-25 ° C.
  • the spin finishes are applied in the form of their aqueous dispersions to the synthetic filament fibers immediately after exiting the spinneret.
  • the spin finishes which have a temperature between 18 and 60 ° C, are applied with the help of application rollers or dosing points using suitable applicators.
  • the spin finishes according to the invention contain a) 35 to 100% by weight textile smoothing agents according to the invention, b) 0 to 65% by weight Emulsifiers, antistatic agents and / or wetting agents c) 0 to 10% by weight pH regulators, bactericides and / or anti-corrosion agents, the amounts being chosen so that they add up to 100% by weight.
  • PETP pentaerythritol tetrapelargonate

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Lubricants (AREA)
  • Chemical Or Physical Treatment Of Fibers (AREA)

Claims (13)

  1. Agents lissants textiles thermostables, appropriés pour les préparation de filage, à base d'esters d'acides gras de polyol,
    caractérisés en ce qu'
    ils contiennent, pour accroítre la thermostabilité
    a) des esters des acides thiocarboxyliques de formules générales (I) et/ou (Il) R1 - S - R2 - COOH HOOC - R3 - S - R4 - COOH dans lesquels R1 représente un radical monovalent et R2, R3, R4 représentent des radicaux bivalents identiques ou différents d'alcanes, de cycloalcanes, de corps aromatiques ou alkylaromatiques ayant de 1 à 22 atomes de carbone
    dans les esters d'acide gras de polyol en des quantités de 0,05 à 8 % en poids - par rapport aux esters d'acides gras de polyol,
    ou
    b) des produits de transestérification des esters des acides thiocarboxyliques de formules générales (I) et/ou (Il) avec les esters d'acides gras de polyols en des quantités de 0,05 à 8 % en poids - par rapport aux esters d'acides gras de polyol.
  2. Agents lissants selon la revendication 1,
    caractérisés en ce que
    les polyols des esters d'acides gras de polyol sont choisis dans le groupe constitué par le néopentylglycol, la glycérine, le triméthylolpropane et le pentaérythritol.
  3. Agents lissants selon la revendication 1 ou 2, caractérisé en ce que
    les acides gras des esters d'acides gras de polyol présentent de 8 à 18 atomes de carbone et sont de préférence saturés.
  4. Agents lissants selon une des revendications 1 à 3,
    caractérisés en ce que
    les acides gras des esters d'acides gras de polyol sont l'acide caprylique, l'acide pélargonique et/ou l'acide caprique.
  5. Agents lissants selon une des revendications 1 à 4,
    caractérisés en ce que
    les acides thiocarboxyliques sont estérifiables avec des alcools aliphatiques monofonctionnels ayant de 1 à 22 atomes de carbone, le néopentylglycol, la glycérine, le triméthylolpropane ou le pentaérythritol.
  6. Agents lissants selon une des revendications 1 à 5,
    caractérisés en ce que
    dans la formule (I) R1 représente un groupe alkyle ayant de 6 à 18 atomes de carbone et R2 représente un groupe alkylène ayant 1 ou 2 atomes de carbone.
  7. Agents lissants selon une des revendications 1 à 6,
    caractérisés en ce que
    dans la formule (II), R3 et R4 représentent un groupe alkylène ayant deux atomes de carbone.
  8. Agents lissants selon l'une des revendications 1 à 7,
    caractérisés en ce que
    les esters de l'acide thiocarboxylique sont introduits en une quantité de 0,5 à 5 % en poids, en particulier de 1 à 3 % en poids - par rapport aux esters d'acides gras de polyol.
  9. Agents lissants selon l'une des revendications 1 à 8,
    caractérisés en ce qu'
    on délaye dans les esters d'acides gras de polyol à des températures de 20 à 80°C les esters des acides thiocarboxyliques.
  10. Agents lissants selon l'une des revendications 1 à 9,
    caractérisés en ce que
    les agents lissants contiennent en outre des antioxydants, de préférence des phénols stériquement empêchés.
  11. Agents lissants selon la revendication 10,
    caractérisés en ce que
    les antioxydants dans le rapport aux esters des acides thiocarboxyliques sont contenus en une quantité de 1:1 à 1:4.
  12. Préparations de filage pour filaments synthétiques,
    caractérisées en ce qu'
    elles contiennent des agents lissants textiles thermostables selon la revendication 1.
  13. Procédé de fabrication d'agents lissants textiles thermostables à base d'esters d'acides gras de polyol,
    caractérisé en ce qu'
    on fait réagir les esters d'acides gras de polyol avec de 0,05 à 8 % en poids - par rapport aux esters d'acides gras de polyol - sur des esters des acides thiocarboxyliques de formules générales (I) et/ou (Il) R1 - S - R2 - COOH HOOC - R3 - S - R4 - COOH dans lesquels R1 représente un radical monovalent d'alcanes, cycloalcanes, corps aromatiques, ou corps alkylaromatiques et
    R2, R3, R4 représentent des radicaux bivalents identiques ou différents d'alcanes, de cycloalcanes, de corps aromatiques ou alkylaromatiques ayant de 1 à 22 atomes de carbone, à des températures de 90 à 170°C en présence d'un catalyseur de transestérification, le cas échéant en présence d'antioxydants supplémentaires.
EP95921839A 1994-06-16 1995-06-07 Agents lissants textiles thermostables Expired - Lifetime EP0765414B1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US260854 1994-06-16
US08/260,854 US5478485A (en) 1994-06-16 1994-06-16 Thermally stable textile lubricants
PCT/EP1995/002190 WO1995034709A1 (fr) 1994-06-16 1995-06-07 Agents lissants textiles thermostables

Publications (2)

Publication Number Publication Date
EP0765414A1 EP0765414A1 (fr) 1997-04-02
EP0765414B1 true EP0765414B1 (fr) 1999-02-03

Family

ID=22990911

Family Applications (1)

Application Number Title Priority Date Filing Date
EP95921839A Expired - Lifetime EP0765414B1 (fr) 1994-06-16 1995-06-07 Agents lissants textiles thermostables

Country Status (5)

Country Link
US (1) US5478485A (fr)
EP (1) EP0765414B1 (fr)
DE (1) DE59505043D1 (fr)
ES (1) ES2128737T3 (fr)
WO (1) WO1995034709A1 (fr)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4404176A1 (de) * 1994-02-10 1995-08-17 Henkel Kgaa Spinnpräparationen für synthetische Filamentfasern
ZA97698B (en) * 1996-01-30 1998-07-28 Colgate Palmolive Co Composition
US5856280A (en) * 1996-07-12 1999-01-05 Exxon Research And Engineering Company Sulfur-containing carboxylic acid derivatives to reduce deposit forming tendencies and improve antioxidancy of aviation turbine oils
WO1998024559A1 (fr) * 1996-12-05 1998-06-11 Henkel Corporation Thioesters utilises en tant que lubrifiants limites
EP0905301A1 (fr) * 1997-09-02 1999-03-31 Chimitex S.A.R.L. Agent encollant pour un système d'encollage à basse température
US6106942A (en) * 1998-12-02 2000-08-22 Celanese Acetate Llc Liquid crystalline polymer monofilaments having improved adhesion characteristics
DE10204808A1 (de) * 2002-02-06 2003-08-14 Cognis Deutschland Gmbh Verwendung von ethoxylierten Fettsäuren als Glättemittel für synthetische und natürliche Fasern
EP1590149B1 (fr) * 2002-12-03 2008-10-22 Objet Geometries Ltd. Procede et appareil d'impression tridimensionnelle
CN107043455B (zh) * 2016-12-30 2019-11-26 广州星业科技股份有限公司 一种聚多元醇脂肪酸酯及其制备方法与应用
JP6445205B1 (ja) * 2018-06-28 2018-12-26 竹本油脂株式会社 合成繊維用処理剤及び合成繊維

Family Cites Families (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB360982A (en) * 1935-02-24 1931-11-16 Ig Farbenindustrie Ag Improvements in or relating to the treatment of textiles
GB497574A (en) * 1937-04-20 1938-12-20 Lister And Company Ltd Improvements in treating textiles and oils therefor
GB738749A (en) * 1952-04-18 1955-10-19 Exxon Research Engineering Co Emulsifiable oleaginous composition
NL262835A (fr) * 1960-03-29
US4066558A (en) * 1974-02-11 1978-01-03 Ici Americas Inc. Low viscosity spin finish systems for neat finish application
US3963628A (en) * 1974-06-07 1976-06-15 Union Carbide Corporation Fiber lubricant composition
US4069160A (en) * 1975-01-20 1978-01-17 Hoechst Fibers Industries, Division Of American Hoechst Corporation Texturing finish for synthetic filaments
US4072617A (en) * 1976-04-12 1978-02-07 Dow Badische Company Finish for acrylic fiber
US4111819A (en) * 1977-11-14 1978-09-05 Shell Oil Company Textile fiber lubricant
US4371658A (en) * 1980-05-05 1983-02-01 Allied Corporation Polyamide yarn spin finish containing a glyceride and oxidized polyethylene
US4400281A (en) * 1981-08-19 1983-08-23 Atlantic Richfield Co. Yarn processing lubricants
DE3402155A1 (de) * 1984-01-23 1985-07-25 Henkel KGaA, 4000 Düsseldorf Spinnpraeparation fuer das schmelzspinnen von synthetischen fasermaterialien
US5155244A (en) * 1990-02-28 1992-10-13 Karlshamns Ab Preparation of antioxidant glyceride derivatives utilizing esterification

Also Published As

Publication number Publication date
US5478485A (en) 1995-12-26
DE59505043D1 (en) 1999-03-18
WO1995034709A1 (fr) 1995-12-21
ES2128737T3 (es) 1999-05-16
EP0765414A1 (fr) 1997-04-02

Similar Documents

Publication Publication Date Title
EP0765414B1 (fr) Agents lissants textiles thermostables
DE2631114B2 (de) Weichmachungsmittel für Gewebe
EP0574441B1 (fr) Preparations de filature pour fibres en filaments synthetiques
EP0765415B1 (fr) Agents lissants thermostables pour textiles
DE934886C (de) Verfahren zur Herstellung von neuen Salzen von Polyestern aliphatischer Sulfodicarbonsaeuren
DE2922749A1 (de) Appreturzusammensetzung zum verspinnen von hoch-gekraeuselten cellulosefasern
DE3809928A1 (de) Ziehfaehige textilhilfsmittel fuer polyesterhaltige fasermaterialien
DE4243547A1 (de) Quaternierte Fettsäure-triethanolaminester-Salze
DE2148590C3 (fr)
EP0118611B1 (fr) Emulsions aqueuses et procédé d'adoucissement de matériaux fibreux, en particulier de matériau textile
EP0538714B2 (fr) Agent de traitement de fibres biodégradables
DE10144745A1 (de) Verfahren zur Herstellung aliphatischer Polyester sowie durch das Verfahren erhältliche Polyester
DE2945945A1 (de) Alkanphosphonsaeurehalbestersalze, ihre herstellung und ihre anwendung als praeparationsmittel fuer textile fasern
DE2225793C3 (de) Verfahren zur kontinuierlichen Herstellung einer Mischung von primären und sekundären Phosphatestern von organischen Hydroxyverbindungen
DE4202065A1 (de) Verwendung von blockcopolyestern mit polyalkylenglykolbloecken als glaettemittel in spinnpraeparationen
DE4404176A1 (de) Spinnpräparationen für synthetische Filamentfasern
EP0361116A1 (fr) Compositions d'ensimage contenant du polyuréthane
EP1194470B1 (fr) Polyetherestercarbonates
EP1144749A1 (fr) Agents de traitement pour textiles, leur procede de fabrication et leur utilisation
EP1935935A1 (fr) Composition pour le traitement de matériaux en fibres
EP0502870B1 (fr) Lubrifiants textiles renfermant des polymeres
DE4208235A1 (de) Umsetzungsprodukte von phosphiten, chinonen und isocyanaten enthaltende zusammensetzungen
DE876294C (de) Verfahren zum OElen von Faeden, Fasern und Garnen mit einer verminderten elektrischen Aufladefaehigkeit
DE1815706A1 (de) Ester und ihre Verwendung als Textil-Hilfsmittel
DE1271987C2 (de) Verfahren zur herstellung von faser- und filmbildenden polyestern

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

17P Request for examination filed

Effective date: 19961209

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): CH DE ES FR GB IT LI NL

17Q First examination report despatched

Effective date: 19971209

GRAG Despatch of communication of intention to grant

Free format text: ORIGINAL CODE: EPIDOS AGRA

GRAG Despatch of communication of intention to grant

Free format text: ORIGINAL CODE: EPIDOS AGRA

GRAH Despatch of communication of intention to grant a patent

Free format text: ORIGINAL CODE: EPIDOS IGRA

GRAH Despatch of communication of intention to grant a patent

Free format text: ORIGINAL CODE: EPIDOS IGRA

GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

AK Designated contracting states

Kind code of ref document: B1

Designated state(s): CH DE ES FR GB IT LI NL

REG Reference to a national code

Ref country code: CH

Ref legal event code: EP

REF Corresponds to:

Ref document number: 59505043

Country of ref document: DE

Date of ref document: 19990318

ET Fr: translation filed
GBT Gb: translation of ep patent filed (gb section 77(6)(a)/1977)

Effective date: 19990331

ITF It: translation for a ep patent filed

Owner name: STUDIO JAUMANN P. & C. S.N.C.

REG Reference to a national code

Ref country code: ES

Ref legal event code: FG2A

Ref document number: 2128737

Country of ref document: ES

Kind code of ref document: T3

PLBE No opposition filed within time limit

Free format text: ORIGINAL CODE: 0009261

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT

26N No opposition filed
REG Reference to a national code

Ref country code: GB

Ref legal event code: IF02

REG Reference to a national code

Ref country code: CH

Ref legal event code: PUE

Owner name: HENKEL KOMMANDITGESELLSCHAFT AUF AKTIEN TRANSFER-

REG Reference to a national code

Ref country code: GB

Ref legal event code: 732E

NLS Nl: assignments of ep-patents

Owner name: COGNIS DEUTSCHLAND GMBH & CO. KG

REG Reference to a national code

Ref country code: FR

Ref legal event code: TP

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: CH

Payment date: 20080611

Year of fee payment: 14

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: IT

Payment date: 20080626

Year of fee payment: 14

REG Reference to a national code

Ref country code: CH

Ref legal event code: PUE

Owner name: COGNIS IP MANAGEMENT GMBH

Free format text: COGNIS DEUTSCHLAND GMBH & CO. KG#HENKELSTRASSE 67#40589 DUESSELDORF (DE) -TRANSFER TO- COGNIS IP MANAGEMENT GMBH#HENKELSTRASSE 67#40589 DUESSELDORF (DE)

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: NL

Payment date: 20080603

Year of fee payment: 14

Ref country code: ES

Payment date: 20080717

Year of fee payment: 14

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: FR

Payment date: 20080617

Year of fee payment: 14

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: GB

Payment date: 20080611

Year of fee payment: 14

REG Reference to a national code

Ref country code: FR

Ref legal event code: TP

REG Reference to a national code

Ref country code: GB

Ref legal event code: 732E

Free format text: REGISTERED BETWEEN 20090514 AND 20090520

NLS Nl: assignments of ep-patents

Owner name: COGNIS IP MANAGEMENT GMBH

Effective date: 20090507

REG Reference to a national code

Ref country code: CH

Ref legal event code: PL

GBPC Gb: european patent ceased through non-payment of renewal fee

Effective date: 20090607

NLV4 Nl: lapsed or anulled due to non-payment of the annual fee

Effective date: 20100101

REG Reference to a national code

Ref country code: FR

Ref legal event code: ST

Effective date: 20100226

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: LI

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20090630

Ref country code: FR

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20090630

Ref country code: CH

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20090630

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: GB

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20090607

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: NL

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20100101

REG Reference to a national code

Ref country code: ES

Ref legal event code: FD2A

Effective date: 20090608

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: ES

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20090608

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: IT

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20090607

REG Reference to a national code

Ref country code: DE

Ref legal event code: R082

Ref document number: 59505043

Country of ref document: DE

Representative=s name: HERZOG FIESSER & PARTNER, DE

REG Reference to a national code

Ref country code: DE

Ref legal event code: R082

Ref document number: 59505043

Country of ref document: DE

Representative=s name: HERZOG FIESSER & PARTNER, DE

REG Reference to a national code

Ref country code: DE

Ref legal event code: R082

Ref document number: 59505043

Country of ref document: DE

Representative=s name: HERZOG FIESSER & PARTNER PATENTANWAELTE PARTG , DE

Effective date: 20120515

Ref country code: DE

Ref legal event code: R082

Ref document number: 59505043

Country of ref document: DE

Representative=s name: HERZOG FIESSER & PARTNER PATENTANWAELTE PARTG , DE

Effective date: 20120418

Ref country code: DE

Ref legal event code: R081

Ref document number: 59505043

Country of ref document: DE

Owner name: FASHION CHEMICALS GMBH & CO. KG, DE

Free format text: FORMER OWNER: COGNIS IP MANAGEMENT GMBH, 40589 DUESSELDORF, DE

Effective date: 20120515

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: DE

Payment date: 20140701

Year of fee payment: 20

REG Reference to a national code

Ref country code: DE

Ref legal event code: R071

Ref document number: 59505043

Country of ref document: DE