EP0553217B1 - Weichmacher - Google Patents

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Publication number
EP0553217B1
EP0553217B1 EP91919216A EP91919216A EP0553217B1 EP 0553217 B1 EP0553217 B1 EP 0553217B1 EP 91919216 A EP91919216 A EP 91919216A EP 91919216 A EP91919216 A EP 91919216A EP 0553217 B1 EP0553217 B1 EP 0553217B1
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EP
European Patent Office
Prior art keywords
group
reaction
alkyl
fibres
residue
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EP91919216A
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English (en)
French (fr)
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EP0553217A1 (de
Inventor
David Longley Ithersey Connell
Kenneth Michael 195 Allestree Lane Huddlestone
Susan Bamford
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Precision Processes Textiles Ltd
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Precision Processes Textiles Ltd
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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
    • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/385—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen containing epoxy groups
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/372—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen containing etherified or esterified hydroxy groups ; Polyethers of low molecular weight
    • 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
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/53—Polyethers
    • 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
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/61—Polyamines polyimines
    • 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
    • D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/02—Natural fibres, other than mineral fibres
    • D06M2101/04—Vegetal fibres
    • D06M2101/06—Vegetal fibres cellulosic
    • 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
    • D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/02—Natural fibres, other than mineral fibres
    • D06M2101/10—Animal fibres
    • D06M2101/12—Keratin fibres or silk
    • 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
    • D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/16—Synthetic fibres, other than mineral fibres
    • D06M2101/18—Synthetic fibres consisting of macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M2101/26—Polymers or copolymers of unsaturated carboxylic acids 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
    • D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/16—Synthetic fibres, other than mineral fibres
    • D06M2101/30—Synthetic polymers consisting of macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M2101/34—Polyamides
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/50—Modified hand or grip properties; Softening compositions

Definitions

  • This invention relates to the novel use of known polymers and prepolymers as softening agents to improve the handle of both natural and synthetic fibres other than wool fibres.
  • British Patent Nos. 1470243 and 1533343 describe compounds containing aziridine radicals and their use for reducing the shrinkage and felting of protein fibres.
  • One of the compounds disclosed is that sold under the trade name Basolan SW, and which is marketed as a hydrophilic polymer that is said to achieve a soft hydrophilic finish when applied to synthetic fibres.
  • DE-A-1419042 discloses the preparation of hardenable water-soluble synthetic resins which are useful in providing anti-static coatings during the finishing of various materials, including wool fibres and other textiles. Other uses mentioned include as delustring agents and as agents for improving the affinity of fibres for anionic dyestuffs.
  • FR-A-1165287 relates to addition products of aliphatic polyamines with polyalkoxy compounds, and which are said to impart durable anti-static finishes and improved dyeing properties to textile materials.
  • the present invention seeks to provide improved softening agents suitable for use with both natural and synthetic fibres.
  • the polymers and prepolymers employed for this purpose are the subject of our co-pending EP-A-0414377.
  • the present invention relates to the use as a softening agent or natural or synthetic fibres other than wool of a polymer or prepolymer having one of the following structural formulae:-
  • fibre reactive grouping as used herein is to be understood as meaning a group having residual chemical reactivity such that it will be capable of causing a molecule to be bound to the surface of a fibre in such a way as not to be readily removable therefrom.
  • examples include the fibre reactive dyes in which a variety of reactive halogen groupings are sited on the molecule and which, during dyeing, react with hydroxy or amino functionalities on the fibre surface to produce a chemical bond. It will be understood that electrical bonding forces, rather than chemical forces, could be involved and that a "reaction” as such need not occur.
  • the terminology further includes species which will be attracted to a fibre surface and bind themselves thereto by means of cross-linking mechanisms.
  • polyfunctional reactive group as used herein is to be understood as meaning a group which is capable of reacting with the amino functionality of compounds of formula I or II.
  • the reactivity of group B needs to be complimentary to that of group R 1 in those compounds.
  • the polymers and prepolymers may be derived from mixtures of one or more polyoxyalkyleneamines and that these may be joined by bridging groups.
  • the bridging groups serve to link the polyoxyalkyleneamines and some examples of suitable groups were mentioned above.
  • the bridging groups themselves could, of course, bear reactive species capable of reacting with fibres.
  • the bridging group B could be incorporated into the molecular structure, whilst the prepolymer is being applied to the fibre, as a separate reactive crosslinking agent.
  • the softening agents and method of this invention may be applied to all types of natural and synthetic fibres, including nylon and acrylic. They are particularly suited to use with cotton, including 100% cotton terry loop towelling, and to cotton blends with synthetic fibres.
  • the softening agents of the invention may be presented for use in solution in a non aqueous solvent, such as perchloroethylene. More preferably, however, they are in the form of an aqueous solution, optionally with the addition of suitable dispersing agents to reduce the viscosity of the solution.
  • a non aqueous solvent such as perchloroethylene. More preferably, however, they are in the form of an aqueous solution, optionally with the addition of suitable dispersing agents to reduce the viscosity of the solution.
  • the total amount of polymer solids applied to the fibres is generally from 0.005 to 10.0% by weight, most preferably from 0.05 to 2.0%.
  • the method of this invention can be performed as either a batch or continuous process using conventional equipment.
  • the softening agent may be applied aqueously by exhaustion on to the goods in a traditional long bath method using suitable machinery, or may be padded onto fabric continuously or applied in foam or by suction-slot techniques.
  • the agent may be applied to piece goods or fabric from a solvent such as perchloroethylene in suitable machinery.
  • the softening agents may be applied in combination with other resins, further softening agents, emulsifiers, pigments, binders fluorescent whitening agents or other materials to confer additional properties or benefits to the material.
  • a further advantage of the softening agents of this invention arises from their extreme water dispersibility.
  • Conventionally employed softening agents are emulsions which create problems of shear instability in such high shear situations as jet dyeing machines, suction slot evacuators, and filtration problems when treating yarn in package dyeing machines, when filtration effects can cause difficulties. These problems are reduced, or totally avoided, with the present softening agents.
  • a still further surprising aspect of the invention is that these softening agents, when used in combination with one or more conventional softening agents, can result in finishes with considerably superior handle and performance than may be expected. Wash durability, handle and fuming during fabric heat setting, for example, are much improved. In some cases the improvement may be up to or above the levels achieved with either material alone, indicating a synergistic action.
  • suitable "conventional" fabric softening agents include: oxidised polyethylene wax emulsions; silicone emulsions, especially emulsions of reactive organofunctional silicones, and more especially amonosilicones; fatty amide emulsions; and quaternised fatty amine emulsions.
  • a solution was prepared containing 881 g of a bisaminopropyl polytetrahydrofuran of structure (where a is approximately 28 average) in 2418 g of a mixture of 70% isopropanol in water.
  • To this solution was added 155.3g of epichlorohydrin with efficient stirring at room temperature in a reaction flask fitted with a water cooled reflux condenser. The mixture was then heated to boiling and reflux maintained for approximately 4 hours or until a clear or slightly turbid homogeneous solution is produced when 5 cm 3 of the reaction mix is mixed with 30 cm 3 water. The reaction mixture was then allowed to cool and used in subsequent experiments.
  • the product of Example 1 can be prepared as an aqueous solution by distilling out the isopropanol and replacing it with water, thereby minimising fire hazard. 797 parts of the product of Example 1 is distilled at atmospheric pressure until 391 parts of an isopropanol: water distillate is collected. Then, 710 parts of water and 80 parts monoethylene glycol is added to the flask and stirred. The resulting product contains about 20% w/w active solids and only 4-5% isopropanol.
  • the product was applied to acrylic socks by an exhaustion method as in Example 2. Excellent handle and good durability was achieved.
  • the softening agent can be mixed with conventional fatty quaternary ammonium-type softeners to give a product which has excellent handle, good durability and superior hydrophilicity to conventional softeners. Such a product is particularly useful for softening cotton/nylon socks.
  • Example 4 and Examples 7a and 7b were applied to a variety of knitted cotton fabrics (double jersey, single jersey, loopback interlock and pique).
  • the softeners were applied by a) padding: the softeners were applied wet-on-wet to the fabrics from a solution containing 25g/l product, PH7, 25°C at 100% pick-up and b) exhaustion: as given in Example 2 using 2.5% o,w,g. product.
  • the fabrics were stenter dried and commercially finished then compared for handle and durability to washing against a standard fatty amide softener.
  • a co-applied mixture of the product of Example 4 and a polyethylene wax emulsion (Bradsyn G, Hickson & Welch Ltd) was also evaluated.
  • the relative handle and durability assessments were as follows.
  • the handle before and after wash was superior when softeners were applied by a padding technique compared in exhaustion.
  • the softeners were comparable in softness to the standard silicone softener (Edunine SE, ICI Colours & Fine Chemicals); after wash, (3 x HLCC4), the standard softener could be readily distinguished by its harsher handle.
  • the Example 4/polyethylene wax mixture performed particularly well on all fabric types, giving a cool, soft handle and excellent drape.
  • the softening agents of the invention are particularly suited to use on towels and towelling fabric as a consequence of their superior hydrophilicity.
  • the products were applied by a wet-on-wet continuous pad treatment at 80% pick-up, from solutions containing 20-40g/l softener to Egyptian combed cotton towelling. The fabrics were tumble tried and finished as towels.
  • a warm, soft handle is achieved with excellent rewettability, as compared with silicone- and fatty amide-type softeners.
  • the new softeners impart a fuller, more luxurious feel to towelling and a silkier handle.
  • the durability of the softeners was assessed by subjecting the towels to seven domestic washes, without additional fabric conditioner and line dried. The towels treated with the new softeners retain their original appearance, with a full, soft handle.
  • Example 4 The product of Example 4 was compared for yellowing at high temperatures against standard silicone- and fatty amide-type softeners.
  • the products were applied to 50/50 polyester/cotton by padding from solutions containing 1 g/l wetting agent (Fullwet PPT Ltd) and 10-40 g/l softener.
  • the fabrics were padded to 100% pick-up then dried. Yellowing of the fabrics was assessed by heating the fabrics on an electrically-heated press for up to 3 minutes. Temperature Comments 180°C Little difference between products 200°C Example 4 showed no yellowing at 1,2,3 mins at all levels. Other products yellowed slightly. 220°C Slight yellowing of Example 4. Other products were markedly yellowed.

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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)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Fats And Perfumes (AREA)
  • Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
  • Materials For Medical Uses (AREA)

Claims (11)

  1. Verwendung eines Polymers oder Prepolymers mit einer der nachstehenden Strukturformeln:
    i) Z-{[A]m-N(R1)n}r oder
    ii)
    Figure 00250001
    oder
    iii) (K)x-(B)y-K worin
    K den monofunktionellen oder polyfunktionellen Rest, abgeleitet von einer Teilreaktion eines Prepolymers der Formel: Z-{[A]m-N(R1)n}r    darstellt, das heißt, er gibt die schattierte Fläche der nachstehenden Formel wieder:
    Figure 00250002
    B ist eine Gruppe -E-(R3)pN-[D]-N(R3)p-E- , eine Gruppe
    Figure 00250003
    eine Gruppe, die sich aus der Reaktion einer bi- oder polyfunktionellen Spezies, die mit Aminogruppen reagieren kann, beispielsweise: Epihalogenhydrine, Alkyldi- und -polyhalogenide, Di- oder Polycarbonsäuren oder deren Acylhalogenide und -anhydride, Dicyandiamid, Harnstoff und Formaldehyd, ergibt;
    eine Gruppe, abgeleitet von reaktiven Harzen mit niederem Molekulargewicht, wie vom Bisphenol A-Typ;
    oder eine Gruppe, abgeleitet von einer Reaktion einer kationischen polymeren reaktiven Spezies, wie
    Figure 00260001
    worin R6 und R7 ausgewählt sind aus C1-C5-Alkyl- und C2-C5-Hydroxyalkylresten;
    Y ausgewählt ist aus C2-C6-Alkylenresten, 2-Hydroxy-1,3-propylenresten und den Resten: -CH2CH2NHCONHCH2CH2- und -CH2CH2CH2NHCONHCH2CH2CH2-
    und q eine ganze Zahl von 0 bis 20 ist, mit der Maßgabe, daß wenn q größer als 2 ist, jedes der Symbole Y nicht notwendigerweise die gleiche Bedeutung aufweisen muß;
    D einen geradkettigen oder verzweigtkettigen Kohlenwasserstoff-, Polysiloxan- oder Polyalkylenoxidrest bedeutet, und der entweder auch funktionelle Gruppen tragen kann oder funktionelle Gruppen enthalten kann, wie Aminogruppen, die ihrerseits entweder eine oder mehrere Gruppen R1 tragen können, oder wenn B polyfunktionell statt bifunktionell ist, einen weiteren bifunktionellen Reaktionspunkt der Gruppe B mit dem Rest der Molekülstruktur wiedergeben kann;
    E eine Gruppe wiedergibt, die sich aus der Reaktion einer bi- oder polyfunktionellen Spezies, die mit Aminogruppen reagieren kann, beispielsweise: Epihalogenhydrine, Alkyldi- und -polyhalogenide, Dicarbonsäuren oder deren Acylhalogenide und -anhydride, Dicyandiamid, Harnstoff und Formaldehyd, ergibt;
    R3 Wasserstoff oder C1-C4-Alkyl oder Hydroxyalkyl wiedergibt;
    R4 Halogen oder eine Gruppe
    Figure 00270001
       oder einen der Reste Alkylamino, Hydroxyalkylamino, Alkoxy, Alkylarylamino oder eine Gruppe - (R3)pN-[D]-R5
       oder einen funktionellen Reaktionspunkt der Gruppe B mit dem Rest der Molekülstruktur, wenn B polyfunktionell statt bifunktionell ist, wiedergibt;
    J eine Rest, abgeleitet von einem polyfunktionellen Polyether, wiedergibt;
    R2 eine faserreaktive Gruppierung, wie den Rest, abgeleitet von einer monofunktionellen Reaktion eines Epichlorhydrins, eines Alkyl- oder Alkylarylpolyhalogenids wiedergibt, oder eine Methylolgruppierung, abgeleitet von einer monofunktionellen Reaktion von Formaldehyd oder Alkyl, Hydroxyalkyl oder Wasserstoff, darstellt;
    R5 Wasserstoff oder eine Gruppe -N(R2)n oder -N(R3)n wiedergibt;
    p 1 oder 2 ist, mit der Maßgabe, daß wenn p 2 ist, das einbezogene Stickstoffatom ebenfalls eine positive Formalladung trägt;
    Z einen Rest eines Polyols wiedergibt;
    A einen Polyalkylenoxidrest wiedergibt;
    R1 entweder a) eine faserreaktive Gruppierung, wie den Rest, abgeleitet von der monofunktionellen Reaktion eines Epihalogenhydrins, eines Alkyl- oder Alkylarylpolyhalogenids oder eine Methylolgruppierung, abgeleitet von der monofunktionellen Reaktion von Formaldehyd, wiedergibt oder b) Alkyl, Hydroxyalkyl oder Wasserstoff darstellt, mit der Maßgabe, daß mindestens eine Gruppe R1 pro Polyoxyalkylenaminrest und vorzugsweise mindestens einer für jedes Stickstoffatom faserreaktiv ist;
    m zwischen 4 und 50 ist;
    n 2 oder 3 ist, mit der Maßgabe, daß wenn n 3 ist, das einbezogene Stickstoffatom ebenfalls eine positive Formalladung trägt;
    r entweder 2 oder 3 ist;
    t eine Zahl bedeutet, die die Funktionalität der Reaktion des Restes B wiedergibt;
    s 1 ist, wenn r 2 ist und 2 ist, wenn r 3 ist;
    x zwischen 2 und 30 ist; und
    y x / t-1 bis x ist,
       mit der allgemeinen Maßgabe, daß in jedem gegebenen Fall die Bedeutung einer bestimmten Gruppe Z, A, B, R oder K in jeder gegebenen Struktur nicht durch die Bedeutung einer beliebigen anderen solchen Gruppe in der gleichen Formel bestimmt werden soll und weiterhin, wenn immer eine positive Formalladung in der Struktur vorliegt, dann ein geeignetes Gegenion als vorliegend angenommen wird,
       als Weichmacher für Natur- und Synthesefasern, die von Wollfasern verschieden sind.
  2. Verwendung nach Anspruch 1, wobei die Gesamtmenge der auf die Fasern angewendeten Polymerfeststoffe 0,005 % bis 10,0 Gew.-% ist.
  3. Verwendung nach Anspruch 1, wobei die Gesamtmenge der auf die Fasern angewendeten Polymerfeststoffe 0,05 % bis 2,0 Gew.-% ist.
  4. Verwendung nach einem der Ansprüche 1 bis 3, wobei das Polymer oder Prepolymer zur Verwendung in Form einer wässerigen Lösung vorliegt.
  5. Verwendung nach einem der Ansprüche 1 bis 3, wobei das Polymer oder Prepolymer zur Anwendung als eine Lösung in einem nichtwässerigen Lösungsmittel vorliegt oder aus einem nichtwässerigen Lösungsmittel einer wässerigen Lösung aufgetragen wird.
  6. Verwendung nach einem der Ansprüche 1 bis 5, wobei die behandelten Fasern Baumwolle umfassen.
  7. Verwendung nach einem der Ansprüche 1 bis 5, wobei die behandelten Fasern Nylon- oder Acrylfasern umfassen.
  8. Verwendung nach einem der Ansprüche 1 bis 5, wobei die behandelten Fasern Mischfasern aus Baumwolle mit Synthesefasern umfassen.
  9. Verwendung nach einem der Ansprüche 1 bis 8, wobei das Polymer oder Prepolymer in Verbindung mit einem oder mehreren anderen Weichmachern angewendet wird.
  10. Verwendung nach einem der Ansprüche 1 bis 9, die als kontinuierliches Verfahren ausgeführt wird.
  11. Verwendung nach einem der Ansprüche 1 bis 9, die als chargenweises Verfahren ausgeführt wird.
EP91919216A 1990-10-15 1991-10-15 Weichmacher Expired - Lifetime EP0553217B1 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GB909022305A GB9022305D0 (en) 1990-10-15 1990-10-15 Softening agents
GB9022305 1990-10-15
PCT/GB1991/001792 WO1992007132A1 (en) 1990-10-15 1991-10-15 Softening agents

Publications (2)

Publication Number Publication Date
EP0553217A1 EP0553217A1 (de) 1993-08-04
EP0553217B1 true EP0553217B1 (de) 2000-01-12

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EP91919216A Expired - Lifetime EP0553217B1 (de) 1990-10-15 1991-10-15 Weichmacher

Country Status (9)

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EP (1) EP0553217B1 (de)
JP (1) JPH08505190A (de)
AT (1) ATE188754T1 (de)
AU (1) AU661279B2 (de)
CA (1) CA2090332A1 (de)
DE (1) DE69131905T2 (de)
ES (1) ES2140397T3 (de)
GB (1) GB9022305D0 (de)
WO (1) WO1992007132A1 (de)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2334535B (en) * 1996-11-29 2001-05-23 Lintrend Developments Permanently improving the properties of fabrics and yarn
GB9624928D0 (en) * 1996-11-29 1997-01-15 Lintrend Developments Ni Ltd Fibrous products and their production
GB9923921D0 (en) * 1999-10-08 1999-12-08 Unilever Plc Fabric care composition
GB2505959B (en) 2012-09-18 2017-07-19 Devan Chemicals Nv Textile treatment compounds and compositions

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE549558A (de) * 1955-07-15
BE554506A (de) * 1956-01-25
IT626236A (de) * 1959-01-16 Boehme Chemie Gmbh
GB1171304A (en) * 1966-11-01 1969-11-19 Stevens & Co Inc J P Polymeric Compounds for Antistatic Treatment of Textiles
GB8916906D0 (en) * 1989-07-24 1989-09-06 Precision Proc Textiles Ltd New prepolymers and their use in a method for the treatment of wool

Also Published As

Publication number Publication date
AU661279B2 (en) 1995-07-20
EP0553217A1 (de) 1993-08-04
ATE188754T1 (de) 2000-01-15
WO1992007132A1 (en) 1992-04-30
DE69131905T2 (de) 2002-09-05
CA2090332A1 (en) 1992-04-16
DE69131905D1 (de) 2000-02-17
JPH08505190A (ja) 1996-06-04
AU8661391A (en) 1992-05-20
ES2140397T3 (es) 2000-03-01
GB9022305D0 (en) 1990-11-28

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