EP1177343A1 - Preparation aqueuse pour le traitement antifeutrant de la laine - Google Patents

Preparation aqueuse pour le traitement antifeutrant de la laine

Info

Publication number
EP1177343A1
EP1177343A1 EP00912594A EP00912594A EP1177343A1 EP 1177343 A1 EP1177343 A1 EP 1177343A1 EP 00912594 A EP00912594 A EP 00912594A EP 00912594 A EP00912594 A EP 00912594A EP 1177343 A1 EP1177343 A1 EP 1177343A1
Authority
EP
European Patent Office
Prior art keywords
weight
wool
polyisocyanate
composition according
prepolymer
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.)
Granted
Application number
EP00912594A
Other languages
German (de)
English (en)
Other versions
EP1177343B1 (fr
Inventor
Thomas Stukenbrock
Thomas Bremer
Wolfgang Ritter
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.)
Rotta GmbH
Original Assignee
Rotta GmbH
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Rotta GmbH filed Critical Rotta GmbH
Publication of EP1177343A1 publication Critical patent/EP1177343A1/fr
Application granted granted Critical
Publication of EP1177343B1 publication Critical patent/EP1177343B1/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
    • 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
    • D06M15/564—Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them
    • D06M15/572—Reaction products of isocyanates with polyesters or polyesteramides
    • 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
    • D06M15/564—Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them
    • 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
    • D06M15/564—Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them
    • D06M15/568—Reaction products of isocyanates with 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
    • 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
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/45—Shrinking resistance, anti-felting properties

Definitions

  • the present invention relates to an aqueous
  • composition for the non-felt finishing of wool or textiles containing wool and a method for the non-felt finishing of wool or materials containing wool.
  • wool mattes with changing mechanical loads in the moist state. Since irreversible dimensional changes (shrinking) and a deterioration in the appearance of the goods occur when felting, wool is generally provided with a felt-free finish.
  • a number of processes are already known for this purpose, namely chlorination processes, oxidation processes, enzymatic, alkaline processes and synthetic resin processes. The latter also includes felt-free finishing with self-crosslinking polyurethanes (PU).
  • PU self-crosslinking polyurethanes
  • the prepolymer can be crosslinked thermally and / or chemically (e.g. pH change or polarization reversal by adding electrolyte).
  • GB 1,419,306 A describes a process for the preparation of bisulfite addition products of polyisocyanates, water-insoluble polyisocyanate prepolymers with at least two isocyanate groups and a bisulfite being reacted.
  • the polyisocyanate prepolymers can be obtained by Reaction of polyisocyanates with hydroxyl group-containing compounds, which may be polyethers, polyesters, polythioethers, mixed polyester-polyethers or mixed polyether-polythioethers.
  • Preferred compounds containing hydroxyl groups are polyethers, such as polypropylene glycol started on glycerol.
  • the use of a water-miscible organic solvent, such as lower alcohols, is essential for the preparation of the polyisocyanate prepolymers.
  • the bisulfite-capped polyisocyanate prepolymers obtained are used for the shrink-proofing of wool by applying them to the fabric and then curing them at a higher temperature.
  • the present invention is therefore based on the object to provide a composition and a process for the non-felting of wool, in which no solvent is used and the odor nuisance by sulfur dioxide is reduced (here and in the following, the term wool also includes materials containing wool. These are explained in more detail below) .
  • the invention is also based on the object of improving the hardening of the handle of the wool in the felt-free finish.
  • the present invention therefore relates to an aqueous composition which comprises a bisulfite-capped polyisocyanate prepoly which, based on the uncapped state, is composed of
  • An aliphatic polyether polyol in particular a poly-C 1 -C 4 -alkylene oxide or poly-C 2 -C 4 -alkylene glycol, is preferably used as the polyether polyol.
  • Polyethylene glycol or polypropylene glycol are particularly preferred.
  • the average molecular weight of the polyether polyol is preferably in the range from 400 to 4000, in particular 800 to 2000.
  • the hydroxyl functionality is generally in the range from 2 to 4, preferably in the range from 2 to 3.
  • the proportion by weight of the polyether polyol is preferably 10 to 30% by weight, based on the prepolymer.
  • the polyester polyol is, in particular, hydroxyl-functional polyester based on aliphatic or aromatic polycarboxylic acids, in particular dicarboxylic acids, and aliphatic polyols, in particular diols.
  • Aliphatic dicarboxylic acids such as succinic acid, adipic acid, pimelic acid, are preferred.
  • Suitable aromatic dicarboxylic acids are phthalic acid, isophthalic acid and terephthalic acid.
  • Usable aliphatic polyols are in particular ethylene glycol, propylene glycol and the oligomers thereof, such as di-, tri- or tetraethylene glycol or di-, tri- or tetrapropylene glycol,
  • polyester polyols are also products which can be obtained by reacting polyols, in particular diols or triols, and hydroxycarboxylic acids.
  • Polyols suitable for this purpose are in particular the aliphatic polyols mentioned.
  • Suitable hydroxycarboxylic acids are, for example, glycolic acid, lactic acid, hydroxybutyric acid, hydroxyvaleric acid and hydroxybenzoic acid.
  • the average molecular weight of the polyester polyol is generally in the range from 500 to 6000, preferably 3000 to 4000. Its hydroxyl functionality is generally in the range from 2 to 4, preferably 2 to 3. It is preferably used in a proportion of 40 to 80% by weight. % used.
  • the polyisocyanate is preferably a diisocyanate.
  • Aromatic or aliphatic diisocyanates can be used.
  • Aromatic diisocyanates which can be used are 2,4-toluenediisocyanate, 2,6-toluenediisocyanate and mixtures thereof, and 4,4'-diphenylmethane diisocyanate.
  • Suitable aliphatic diisocyanates are isophorone diisocyanate, cyclohexane-1,4-diisocyanate and 4,4'-methylene bis (cyclohexyl isocyanate). However, diisocyanates are preferred of the formula
  • n is 2 to 8, in particular 4 to 8.
  • Tetramethylene diisocyanate and in particular hexamethylene diisocyanate are particularly preferred.
  • the proportion of polyisocyanate is preferably 10 to 20% by weight. Its NCO value is preferably in the range from 3 to 4.5, in particular 3.3 to 4.0.
  • the further component d) is in particular compounds having at least one hydroxyl, amino or mercapto group.
  • mono alcohols such as methanol, ethanol, etc .
  • low molecular weight diols such as ethylene glycol, propylene glycol
  • Mono- or diamines such as 1,6-hexanediamine, ethylenediamine, etc .
  • Amino alcohols such as 2-aminomethyl propanol, thiols such as butyl mercaptan etc.
  • Component d) is preferably used in an amount of at least 0.1% by weight and in particular 0.5 to 20% by weight.
  • the polyisocyanate prepolymers are prepared by simultaneously reacting the components without using a solvent.
  • the reaction takes place at elevated temperature, in particular at a temperature in the range from 60 to 120 ° C.
  • the reaction mixture is cooled, but only to the extent that it is still in the form of a melt.
  • the polyisocyanate prepolymer is then dispersed in the form of the melt in an aqueous bisulfite solution.
  • an alkali metal or alkaline earth metal bisulfite for example sodium or potassium bisulfite, is used in particular as the bisulfite.
  • the bisulfite based on the NCO number of the prepolymer, is used in excess.
  • An excess of 10 to 80 mol%, in particular 30 to 40 mol%, of bisulfite is preferably used.
  • the bisulfite is presented in the form of an aqueous solution in which the melt of the polyisocyanate prepolymer is dispersed.
  • the dispersion is carried out in a conventional manner, for example using a high-speed stirrer or an Ultra-Turrax.
  • the concentration of the bisulfite solution is generally in the range from 1 to 20, preferably 2.8% to 10% by weight, preferably 3.0% to 8% by weight.
  • the reaction of the bisulfite solution with the polyisocyanate prepolymer takes place at the lowest possible temperature, generally at a temperature of less than 50 ° C., in particular less than 40 ° C.
  • the temperature is generally at least about 5 to 10 ° C above the solidification range of the polyisocyanate prepolymer.
  • the reaction is complete when, for example, it is no longer possible to detect isocyanate groups by means of IR chromatography.
  • the pH of the dispersion is adjusted to a value in the range from 5 to 7, in particular 5 to 6, for example by adding alkali metal sulfite or alkali metal bisulfite solution.
  • composition according to the invention particularly preferably additionally contains a radical inhibitor.
  • radical inhibitors are preferably sterically hindered phenols,
  • Hydroquinones, anilines and phosphites Hydroquinones, anilines and phosphites (antioxidants). Examples are di-t-butylhydroquinone, and the Irganox and Irgafos types, Chimassorb and Timuvin types from Ciba, such as Irganox 245, 1010, 1035, 1076, 1098, 5057, Irgafors 168, Irgafos TNPP, TPP and DDPP, Chimassorb 119 and 944, Tinuvin 123, 144, 770 and 791. It is preferred to use a tocopherol and particularly preferably vitamin E ( ⁇ -tocopherol ).
  • the radical inhibitor is preferably added after the preparation of the polyisocyanate prepolymer.
  • the amount of radical inhibitor is generally 0.05 to 5% by weight, preferably 0.1 to 3% by weight, based on the polyisocyanate prepolymer.
  • a liquor is prepared for use by diluting the compositions according to the invention with water to a content of 20 to 200 g, preferably 30 to 100 g and in particular 50 to 90 g of the capped isocyanate group-containing prepolymer per liter of liquor.
  • the liquor can contain customary additives and auxiliaries, such as surfactants, defoamers, wetting agents, deaerators, plasticizers etc., such as cotton, polyester, polyamide etc.
  • the pH is adjusted to a value in the range from 4 to 9, preferably 5 to 8 with an acid such as HCl, NaHS0 3 etc. or a base such as NaOH.
  • the wool fabric to be treated is then impregnated with the liquor in the customary manner, for example using the customary application method mentioned at the outset
  • Impregnation devices such as a foulard.
  • the tissue is squeezed to a liquor absorption of about 30 to 120% and the squeezed tissue is then subjected to a heat treatment at a temperature in the range from 100 to 190 ° C., preferably 120 to 180 ° C. and in particular 140 to 180 ° C. subject.
  • the tissue is dried by the heat treatment and at the same time the capped prepolymer is cured, ie the prepolymer is crosslinked with the wool fibers.
  • the duration of the heat treatment depends on the concentration of the liquor, the liquor intake and the treatment temperature. In general, the heat treatment is carried out for a period of 10 to 300 seconds, in particular 30 to 160 seconds.
  • Another possibility of applying the capped prepolymer to wool is to prepare a liquor with water which contains 2-6% by weight (based on the mass of the wool article to be finished) of the capped isocyanate group-containing prepolymer.
  • the wool article is soaked over a period of 10-60 min, in particular 15-30 min, with the treatment liquor in suitable equipment (e.g. reel skids; roller skids; paddles; etc.) and then squeezed off as indicated above.
  • the opening of the capped prepolymer and the simultaneous crosslinking can also be carried out by alkaline pH adjustment in the range from pH 7.1-12.0, in particular pH 8.0-10.0 and / or by polarization reversal of the wool surface (reversal of the negative zeta potential into a positive one) by appropriate addition of electrolyte, in particular of alkali and alkaline earth metal compounds, such as sodium sulfate, sodium chloride, magnesium sulfate, magnesium chloride etc.
  • wool and wool-containing materials i.e. Treat blends of wool and other textile fibers such as cotton, polyester, polyamide, etc. Treatment can be carried out at any stage and type of processing, e.g. as a sliver, yarn, fabric, knitted fabric or finished textiles.
  • the fabrics treated in this way have a wash-resistant felt-free finish, i.e. very little warp shrinkage and weft shrinkage can be observed.
  • the reaction mixture is stirred at room temperature for 12 hours until the reaction of the sulfite with the isocyanate has ended.
  • the pH must have reached 5.6 at the end of the reaction time. Otherwise, the pH should be corrected by adding 4% sodium sulfite solution or sodium bisulfite solution.
  • the product is used for the felt-free finish according to Examples 3-9.
  • Example 1 The following amounts of raw material are reacted in accordance with Example 1: 80 g of polyether polyol, 790 g of polyester polyol and 130 g of hexamethylene diisocyanate.
  • the melt obtained can be do not emulsify in the aqueous bisulfite solution with this composition without the addition of solvent.
  • Comparative Example 2 The reaction is carried out analogously to Example 1. The following raw materials are used:
  • Example 2 50 g / 1 product according to Example 1 are diluted with cold water and adjusted to pH 7.0 with sodium hydrogen carbonate. Furthermore, 1 g / l of a nonionic wetting agent based on a phosphoric acid ester is added to the liquor. With this fleet, a medium-weight woolen fabric is soaked in a foulard chassis, which is squeezed by the pad squeezer to a fleet absorption of 70%. Then this with the
  • Treatment liquor through wetted wool fabrics is tension-free dried on a stenter at 160 ° C.
  • the dwell time in the stenter is 120 s.
  • the wool fabric equipped in this way has a warp shrinkage of -3.3% according to the test washing program of the IWS (International Wool Secretariat) for the superwash equipment (see TM 31 of the IWS as of July 1996, which is based on ISO 6330) a shot shrinkage of -3.7%.
  • the same woolen fabric exhibits a warp shrinkage of -23.3% and a weft shrinkage of -22.1% without being equipped with the product.
  • Example 3 Analogously to Example 3, a treatment liquor with the product according to Example 1 is set up. However, the concentration in this fleet is 60 g / 1. The finishing of the wool fabric of the same type with the treatment liquor is carried out as described in Example 3. The wool fabric thus finished has a warp shrinkage of -2.8% and a weft shrinkage of -2.5% according to the IWS test wash program for the Superwash finish (TM 31).
  • Example 3 Analogously to Example 3, a treatment liquor with the product according to Example 1 is set up. However, the concentration in this fleet is 70 g / 1.
  • the wool fabric of the same type is finished with the treatment liquor as described in Example 3.
  • the wool fabric thus finished has a warp shrinkage of -1.9% and a weft shrinkage of -1.5% according to the IWS test wash program for the Superwash finish (TM 31).
  • a liquor with 70 g / 1 product according to Example 1 and 1 g / 1 nonionic wetting agent based on a phosphoric acid ester is prepared with cold water.
  • the pH of the liquor is adjusted to pH 6.6 using sodium hydrogen carbonate.
  • a medium-weight woolen fabric is soaked in a foulard chassis, which is squeezed by the pad squeezer to a fleet absorption of 70%.
  • This wool fabric, which is wetted with the treatment liquor, is then dried without tension on a stenter at 160 ° C.
  • the dwell time in the stenter is 120 s.
  • the wool fabric thus finished shows for the superwash finish according to the IWS test wash program (TM 31) a warp shrinkage of -2.5% and a weft shrinkage of -4.3%.
  • Example 7 Analogously to example 6, a treatment liquor with the product according to example 1 is set up. However, the liquor is adjusted to pH 7.0 with sodium hydrogen carbonate instead of pH 6.6. The finishing of the wool fabric of the same type with the treatment liquor is carried out as described in Example 6. The wool fabric thus finished has a warp shrinkage of -1.7% and a weft shrinkage of -3.1% according to the IWS test wash program for the Superwash finish (TM 31).
  • Example 8 Analogously to Example 6, a treatment liquor with the
  • Example 6 Product prepared according to Example 1. However, the liquor is adjusted to pH 7.4 instead of pH 6.6 with sodium hydrogen carbonate.
  • the finishing of the wool fabric of the same type with the treatment liquor is carried out as described in Example 6.
  • the wool fabric thus finished has a warp shrinkage of -0.9% and a weft shrinkage of -1.2% according to the IWS test wash program for the Superwash finish (TM 31).
  • Example 9 A liquor with 70 g / 1 product according to Example 1 and 1 g / 1 nonionic wetting agent based on a phosphoric acid ester is prepared with cold water. The pH of the liquor is adjusted to pH 7.4 using sodium hydrogen carbonate. With this fleet, a medium-weight woolen fabric is soaked in a foulard chassis, which is squeezed by the pad squeezer to a fleet absorption of 70%. This wool fabric, which is wetted with the treatment liquor, is then dried without tension on a stenter at 160 ° C. The dwell time in the stenter is 120 s.
  • the wool fabric thus equipped has a warp shrinkage according to the IWS test wash program for the Superwash finish (TM 31) of -1.5% and a shot shrinkage of -0.5%.
  • a liquor with 60 g / 1 product according to comparative example 3 and 1 g / 1 nonionic wetting agent based on a phosphoric acid ester is prepared with cold water.
  • the pH of the liquor is adjusted to pH 7.2 using sodium hydrogen carbonate.
  • a medium-weight woolen fabric is soaked in a foulard chassis, which is squeezed by the pad squeezer to a fleet absorption of 70%.
  • This wool fabric, which is wetted with the treatment liquor, is then dried without tension on a stenter at 160 ° C.
  • the dwell time in the stenter is 90 s.
  • the wool fabric thus finished has a warp shrinkage of -23.3% and a weft shrinkage of -22.6% according to the IWS test wash program for the Superwash finish (TM 31).
  • Example 3 Analogously to Example 3, a treatment liquor with the product according to Comparative Example 2 is set up. The wool fabric of the same type is finished with the treatment liquor as described in Example 3.
  • the wool fabric thus finished has a warp shrinkage of -11.9% and a weft shrinkage of -14.7% according to the IWS test wash program for the Superwash finish (TM 31).
  • Example 4 Analogously to Example 4, a treatment liquor with the product according to Example 2 is set up.
  • the wool fabric of the same type is finished with the treatment liquor as described in Example 4.
  • the wool fabric thus finished has a warp shrinkage of -0.3% and a weft shrinkage of -2.1% according to the IWS test wash program for the superwashing equipment (TM 31).

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

Composition aqueuse qui comporte un prépolymère polyisocyanate, coiffé à l'aide de bisulfite, qui est constitué, sur la base de l'état non coiffé, de (a) 10 à 40 % en poids d'au moins un polyétherpolyol, (b) 20 à 85 % en poids d'au moins un polyesterpolyol, (c) 5 à 30 % en poids d'au moins un polyisocyanate et (d) 0 à 30 % en poids d'au moins un autre constituant possédant au moins un groupe qui peut réagir avec les groupes isocyanate. Ledit prépolymère possède une valeur NCO de l'ordre de 2,5 à 5,0. Ladite composition peut être utilisée pour le traitement antifeutrant de la laine.
EP00912594A 1999-04-30 2000-03-10 Preparation aqueuse pour le traitement antifeutrant de la laine Expired - Lifetime EP1177343B1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE19919816A DE19919816A1 (de) 1999-04-30 1999-04-30 Wässrige Zusammensetzung zur Filzfreiausrüstung von Wolle
DE19919816 1999-04-30
PCT/EP2000/002143 WO2000066830A1 (fr) 1999-04-30 2000-03-10 Preparation aqueuse pour le traitement antifeutrant de la laine

Publications (2)

Publication Number Publication Date
EP1177343A1 true EP1177343A1 (fr) 2002-02-06
EP1177343B1 EP1177343B1 (fr) 2003-08-27

Family

ID=7906482

Family Applications (1)

Application Number Title Priority Date Filing Date
EP00912594A Expired - Lifetime EP1177343B1 (fr) 1999-04-30 2000-03-10 Preparation aqueuse pour le traitement antifeutrant de la laine

Country Status (3)

Country Link
EP (1) EP1177343B1 (fr)
DE (2) DE19919816A1 (fr)
WO (1) WO2000066830A1 (fr)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2299646T3 (es) * 2002-07-05 2008-06-01 DYSTAR TEXTILFARBEN GMBH & CO. DEUTSCHLAND KG Composicion acuosa para el acabado anti-fieltro de lana.
ITVA20050031A1 (it) * 2005-05-13 2006-11-14 Lamberti Spa Bagni di filatura
DE102010002558A1 (de) 2009-11-20 2011-06-01 Symrise Ag Verwendung physiologischer Kühlwirkstoffe und Mittel enthaltend solche Wirkstoffe
CN101906201B (zh) * 2010-07-01 2012-07-18 东华大学 一种采用纳米纤维素改性制备聚氨酯整理剂的方法
EP2758041B1 (fr) 2011-09-20 2021-01-13 Basf Se Modulateurs sous-moléculaires du récepteur de froid et de menthol trpm8 et leur utilisation
EP3675809B1 (fr) 2017-08-31 2023-09-27 Basf Se Utilisation de substances actives de refroidissement physiologiques et moyen comportant des telles substances actives
CN109485828B (zh) * 2018-11-03 2021-04-02 东华大学 一种新型水溶性封端异氰酸酯的合成方法
WO2022105986A1 (fr) 2020-11-17 2022-05-27 Symrise Ag Nouveaux agents de refroidissement et préparations les contenant
WO2023143741A1 (fr) 2022-01-28 2023-08-03 Symrise Ag Nouveaux réfrigérants et préparations les contenant

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Publication number Priority date Publication date Assignee Title
DE2414470B2 (de) * 1974-03-26 1977-01-13 Bayer Ag, 5090 Leverkusen Waessrige loesung eines bisulfitblockierten polyisocyanatvorpolymeren
DE2837083A1 (de) * 1978-08-24 1980-03-06 Bayer Ag Verfahren zur filzfreiausruestung von textilgut aus keratinhaltigen fasern
US4433017A (en) * 1981-09-17 1984-02-21 Dai-Ichi Kogyo Seiyaku Co., Ltd. Thermally reactive water-soluble blocked urethane prepolymer
US5306435A (en) * 1991-07-11 1994-04-26 Nihon Junyaku Co., Ltd. Treating agent composition for leather, for fibrous materials

Non-Patent Citations (1)

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Title
See references of WO0066830A1 *

Also Published As

Publication number Publication date
DE19919816A1 (de) 2000-11-02
DE50003452D1 (de) 2003-10-02
EP1177343B1 (fr) 2003-08-27
WO2000066830A1 (fr) 2000-11-09

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