EP0342331A2 - Composition poisseuse pour le traitement de matériaux fibreux en polyester - Google Patents
Composition poisseuse pour le traitement de matériaux fibreux en polyester Download PDFInfo
- Publication number
- EP0342331A2 EP0342331A2 EP89104695A EP89104695A EP0342331A2 EP 0342331 A2 EP0342331 A2 EP 0342331A2 EP 89104695 A EP89104695 A EP 89104695A EP 89104695 A EP89104695 A EP 89104695A EP 0342331 A2 EP0342331 A2 EP 0342331A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- substituted
- alkyl group
- straight
- carbon atoms
- branched chain
- 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
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
- D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
-
- 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
- D06M13/282—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 phosphorus
- D06M13/292—Mono-, di- or triesters of phosphoric or phosphorous acids; Salts thereof
- D06M13/295—Mono-, di- or triesters of phosphoric or phosphorous acids; Salts thereof containing polyglycol moieties; containing neopentyl moieties
-
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/04—Polyester fibers
Definitions
- the invention relates to mixtures which contain oxidized polyethylenes and selected quaternary ammonium phosphates, and to the use of these mixtures as drawable textile auxiliaries for the antistatic, smooth and / or plasticizing of polyester-containing fiber materials.
- the Aviv für aqueezing is part of the textile finishing and should give the flake, the sliver, woven fabric, knitted fabric or nonwoven in particular such properties as feel, smoothness, antistatic and fullness, through which the appearance, saleability, fitness for purpose and processing properties are increased.
- the textile auxiliaries used for finishing can, for example, be applied to textile fiber materials in a full bath (exhaust process).
- the full bath treatment the textiles are wetted for a long time in a large liquor ratio and then dewatered by squeezing, suctioning or centrifuging.
- the full bath treatment has the advantage that the treatment times and temperatures can be chosen and varied as desired (see, for example, W. Bernard: “Textile finishing", 2nd edition, page 257-258, Springer-Verlag 1967).
- Fat-polyamine condensation products, fatty acid amide derivatives, paraffin emulsions and silicone derivatives are usually used as antistatic agents, smoothing agents and / or plasticizers in the exhaust process.
- antistatic agents smoothing agents and / or plasticizers in the exhaust process.
- polyester-containing fiber materials have no or only unsatisfactory antistatic properties, smoothness and / or softness after finishing with these known substances.
- the object on which the invention is based was therefore to develop textile auxiliaries which have a high substantivity to polyester-containing fiber materials and which give these fiber materials excellent antistatic smoothing and / or softening properties.
- blends containing oxidized polyethylenes and certain quaternary ammonium phosphates have a high affinity for polyester-containing fiber materials.
- the weight ratio of components A: B in the mixtures according to the invention is preferably between 10: 1 and 1: 5, particularly preferably between 10: 3 and 1: 2.
- mixtures containing anoxidized polyethylenes with average molecular weights between 3000 and 8000, acid numbers between 25 and 60, saponification numbers between 40 and 80 and densities between 0.94 and 1.09 g / cm 3 and at least one quaternary ammonium phosphate from at least one of the Groups (B) 1 -3, as textile auxiliaries for antistatic, smoothing and / or softening of polyester-containing fiber materials is therefore also an object of the invention.
- Anoxidized polyethylenes with average molecular weights between 3500 and 5000 and densities between 0.98 and 1.00 gicm 3 are preferred in the mixtures according to the invention.
- the mixtures according to the invention which are preferably in the form of dispersions or solutions, particularly preferably in the form of aqueous emulsions, preferably contain between 5 and 50% by weight, particularly preferably between 10 and 30% by weight of components A and B.
- the dispersions or solutions, preferably aqueous emulsions are applied in a manner known per se in rinsing, washing or dipping baths or by spraying onto polyester-containing fiber materials and dried between 80 and 160 ° C. by means of spinning, squeezing and temperature treatment.
- the mixtures according to the invention are preferably applied in the exhaust process from aqueous liquors at liquor ratios between 1: 5 and 1:25 at liquor pH values between 4.0 and 7.0 and temperatures between 40 and 80 ° C. Since textile auxiliaries containing the invention Component A and component B, which have a high affinity for polyester-containing fiber materials, achieve a high exhaustion of the treatment liquors.
- Polyethylene-containing fiber materials include pure polyester fibers and mixtures of polyester fibers and natural and / or synthetic fibers, for example mixtures of polyester fibers and cotton; Polyester fibers and polyamide fibers; Polyester fibers, cotton and polyamide fibers; Polyester fibers and polyacrylic fibers understood.
- the textile fiber materials are in the form of a flake, sliver, yarn, knitwear, woven fabric or nonwoven, preferably a flake or sliver.
- the material can be raw white, bleached or colored.
- the anoxidized polyethylenes contained in the mixtures according to the invention are commercial products which are offered, for example, by Allied Corp., USA under the name A-C @ polyethylenes.
- the quaternary ammonium phosphates contained in the mixtures according to the invention are prepared by the process described in JP 59/47478 by amines, imidazoline and / or amino-functional polyesters obtained according to DE-OS 30 32 216 by condensation of alkoxylated tertiary amines with dicarboxylic acids with phosphoric acid esters of the general formulas and wherein R is a saturated or unsaturated, straight or branched chain, substituted or unsubstituted alkyl group with 6 to 22 C atoms and A is an alkylene chain with 2 to 4 C atoms, mixed at 50 to 80 C and then these mixtures in an autoclave at 80 up to 100 C with alkylene oxides having 2 to 4 C atoms, with the proviso that the polyalkyl ether chain of the quaternized amine functions consists of 1 to 10 alkylene oxide units.
- NEN The imidazolines required as starting materials for the production of quaternary imidazolinium phosphates can NEN can be produced by condensation of carboxylic acids, carboxylic acid esters or carboxylic acid chlorides with diamine compounds (G. Gawalek: "Tenside", pp. 305-306, Akademie Verlag, Berlin 1975).
- the imidazolines are preferably prepared according to German Offenlegungsschrift DE-OS 36 18 944 by condensation of carboxylic acids of the general formula R 4- COOH in which R 4 is a straight-chain or branched-chain, saturated or unsaturated, substituted or unsubstituted alkyl group having 5 to 21 C atoms, with diamines of the general formula H 2 N-CH 2 CH 2 -NH-CH 2 CH 2 R 6 . in the R 6 OH or means.
- the condensation is carried out at temperatures between 150 and 240 ° C., preferably between 150 and 200 ° C.
- the molar ratio of carboxylic acid: diamine is preferably between 1: 1 and 1: 2.
- the carboxylic acids can be used either individually or in a mixture to prepare the imidazolines. Of particular importance is the use of fatty acid mixtures, such as those that occur when natural fats and / or oils are split. Individual fractions of such fatty acid mixtures are also suitable for the preparation of the imidazolines.
- the carboxylic acids used are preferably those of the general formula R * - COOH in which the radical R 4 is for a straight or branched chain, substituted or unsubstituted, saturated alkyl group having 7 to 17 carbon atoms or for a straight or branched chain. substituted or unsubstituted, unsaturated alkyl group having 17 to 21 carbon atoms.
- caprylic acid for example caprylic acid, capric acid, lauric acid, palmitic acid, stearic acid, oleic acid, linoleic acid, linolinic acid, gadoleic acid and / or ricinoleic acid.
- 1-Hydroxyethyl-2-undecylimidazoline, 1-hydroxyethyl-2-heptadecenylimidazoline and 1-hydroxyethyl-2-heptylimidazoline are suitable imidazolines.
- the amino-functional polyesters have degrees of polymerization between 2 and 50 if 0.8 to 1.1 mol of dicarboxylic acid are used per mole of alkoxylated, tertiary amine.
- dicarboxylic acids include malonic acid, maleic acid and fumaric acid.
- R 7 disappears in the general formula.
- Particularly suitable aliphatic dicarboxylic acids are acids with 6 to 10 carbon atoms, such as adipic acid, pimelic acid, suberic acid, azelaic acid and / or sebacic acid.
- alkoxylated tertiary amines required for the production of amino-functional polyesters are derived from primary alkylamines and alkenylamines, for example from methylamine, ethylamine, butylamine, octylamine, decylamine, dodecylamine, cetylamine, oleylamine, linoleylamine, coconut amine and / or tallow amine. Alkyl amines made from coconut oil or tallow are preferred.
- Alkyl and / or alkenyl amines are alkoxylated in a manner known per se at from 130 to 180 ° C. with ethylene oxide and / or propylene oxide, with the proviso that the degree of alkoxylation (sum of a and b) is between 2 and 30.
- Tallow polyester 5 ethylene oxide units (EO) and adipic acid, polyester from coconut amine. 2 EO and adipic acid, polyester from coconut amine. 5 EO and succinic acid and / or polyester from tallow amine. 10 EO and sebacic acid are examples of suitable amino-functional polyesters.
- the phosphoric acid partial esters are prepared from straight-chain or branched-chain, saturated or unsaturated, substituted or unsubstituted, optionally alkoxylated alcohols having 6 to 22 carbon atoms.
- Straight or branched chain, substituted or unsubstituted, saturated, optionally alkoxylated alcohols having 8 to 18 C atoms and / or straight or branched chain, substituted or unsubstituted, unsaturated, optionally alkoxylated alcohols having 18 to 22 C atoms are used, for example 2-ethylhexanol, n-octanol, isononyl alcohol, decyl alcohol, dodecyl alcohol, isotridecyl alcohol, tetradecyl alcohol, hexadecyl alcohol, octadecyl alcohol, octadecenyl alcohol, eicosenyl alcohol, docosenyl alcohol.
- alcohols are optionally reacted with 1 to 10 moles of ethylene oxide, propylene oxide and / or butylene oxide.
- the optionally alkoxylated alcohols are phosphated in a manner known per se by reacting 3 mol of alcohol with 1 mol of phosphorus pentoxide at 50 to 80 ° C.
- water is treated at 90 to 100 ° C. for several hours.
- the mixtures according to the invention are used as textile auxiliaries for the antistatic, smoothing and / or softening of polyester-containing fiber materials, these mixtures are preferably in the form of dispersions or solutions, particularly preferably in the form of aqueous emulsions. These emulsions contain 2 to 20% by weight of nonionic, cationic and / or amphoteric dispersants.
- Suitable nonionic dispersants are alkoxylated, preferably ethoxylated and / or propoxylated fats, oils, fatty alcohols with 8 to 24 C atoms in the fat residue, fatty amines with 8 to 24 C atoms in the fat residue and / or C 8-18 alkylphenols, for example ethoxylated castor oil , Oleyl alcohol. 5 EO, omelet acetyl alcohol. 5 EO, tallow alcohol. 14 EO, stearylamine. 2 EO, tallow amine. 2 EO, stearylamine. 10 EO and / or nonylphenol. 10 EO.
- Suitable cationic dispersants are alkoxylated, preferably ethoxylated and / or propoxylated, alkylamines having 10 to 20 carbon atoms in the form of their ammonium salts, for example stearylamine. 10 EO.
- Suitable amphoteric dispersants are, for example, Cs-z 2 -alkyldimethylbetaines, N-Ca-z 2 -alkylamido betaines and / or amphoteric surfactants to be derived from amino acids.
- the solutions or dispersions can contain further smoothing agents, for example paraffins with softening points between 35 and 80 C, fatty acid esters with 12 to 24 C atoms both in the fatty acid residue and in the straight and / or branched chain, saturated and / or unsaturated alcohol residue such as Isotridecyl stearate, stearyl stearate and / or behenyl behenate and / or silicones such as dimethylpolysiloxane, plasticizers such as fatty acid amidopolyamines and / or quaternary ammonium salts, for example dimethyldistearylammonium chloride, antioxidants, for example oxygen acids of phosphorus and / or alkali disulfites and pH acids, for example C 1-4 regulant and / or contain C 1-4 hydroxycarboxylic acids such as acetic acid and / or glycolic acid.
- paraffins with softening points between 35 and 80 C saturated and / or unsaturated alcohol
- aqueous dispersions and emulsions The proportion of optional components in aqueous dispersions and emulsions is between 2 and 20% by weight.
- the dispersions and solutions, preferably the aqueous emulsions, which contain the mixtures according to the invention, are prepared in a manner known per se by mixing anoxidized polyethylenes, dispersants and optional constituents with water and stirring at 130 to 170 ° C. in a pressure-resistant apparatus. After cooling, finely divided, storage-stable emulsions are obtained, into which quaternary ammonium phosphates and optionally further dispersants are stirred.
- the mixtures according to the invention are heat-resistant and do not cause discoloration of the fiber materials.
- the polyester-containing fiber materials finished with the mixtures according to the invention show, compared to untreated, fiber-containing fiber materials treated only with oxidized polyethylenes or only with quaternary ammonium phosphates, significantly reduced antistatic charges, low static and dynamic fiber / fiber and fiber / metal friction, excellent smoothness and a good soft grip.
- quaternary ammonium phosphate 2.1 were diluted with 25.6 g of water and then 5.4 g of an oleyl / cetyl alcohol mixture alkoxylated with 5 mol of ethylene oxide were added.
- a pH of 5.2 was set by adding 9.5 g of 40% by weight acetic acid and mixed with 47.6 g of the aqueous emulsion 1.1.
- a storage-stable liquid, milky white emulsion with a solids content of 25% by weight and a pH of 4.5 was obtained.
- Polyester staple fiber Dyed and reductively aftertreated polyester staple fiber material (1.7 dtex / 40 mm) was treated with a liquor ratio of 1:10 for 20 minutes at a temperature of 60 to 70 ° C with an acetic acidic aqueous solution, which, calculated on the weight of the goods, in each case 2% by weight of the mixtures mentioned under 1., 2., 3. or 4. contained. Following the application, the material was spun and dried at 80 ° C for 2 hours.
- the measurement of the electrostatic effect was carried out on a laboratory card after a 24 h air conditioning (22 o C, 62 to 65% relative air humidity) of the fiber material with an Eltex device using the induction current method (measuring distance 100 mm).
- a colored and reductively aftertreated polyester sliver (20 g / m; 6.7 dtex / 80 mm) was treated with a liquor ratio of 1:15 for 20 minutes at a temperature of 60 to 70 ° C. with an acetic acidic aqueous solution, calculated on the product weight contained 2% by weight of the mixtures described under 1, 2, 3 or 4. After the finishing, the comb was spun and dried at 80 ° C. for 2 hours.
- the conveyor belts produced on the needle bar section were assessed according to the cohesion meter measuring method.
- the measured values cN. tex -1 represent the forces that occur with a delay of 1.25 times, which are required to bring about a change in the length of the original material.
- the measured values determined were processed statistically using a Rothschild F-Meter with the aid of a connected small computer.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Yarns And Mechanical Finishing Of Yarns Or Ropes (AREA)
- Woven Fabrics (AREA)
- Chemical Or Physical Treatment Of Fibers (AREA)
- Materials For Medical Uses (AREA)
- Chemical Treatment Of Fibers During Manufacturing Processes (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AT89104695T ATE95855T1 (de) | 1988-03-24 | 1989-03-16 | Ziehfaehige zusammensetzung fuer die behandlung von polyesterhaltigen fasermaterialien. |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE3809928 | 1988-03-24 | ||
DE3809928A DE3809928A1 (de) | 1988-03-24 | 1988-03-24 | Ziehfaehige textilhilfsmittel fuer polyesterhaltige fasermaterialien |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0342331A2 true EP0342331A2 (fr) | 1989-11-23 |
EP0342331A3 EP0342331A3 (fr) | 1991-11-21 |
EP0342331B1 EP0342331B1 (fr) | 1993-10-13 |
Family
ID=6350572
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP89104695A Expired - Lifetime EP0342331B1 (fr) | 1988-03-24 | 1989-03-16 | Composition poisseuse pour le traitement de matériaux fibreux en polyester |
Country Status (8)
Country | Link |
---|---|
US (1) | US4975091A (fr) |
EP (1) | EP0342331B1 (fr) |
JP (1) | JPH01314783A (fr) |
AT (1) | ATE95855T1 (fr) |
AU (1) | AU614045B2 (fr) |
BR (1) | BR8901358A (fr) |
DE (2) | DE3809928A1 (fr) |
ES (1) | ES2059597T3 (fr) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2655068A1 (fr) * | 1989-11-30 | 1991-05-31 | Kao Corp | Composition d'huile d'ensimage pour le filage a grande vitesse. |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ZA907746B (en) * | 1989-10-16 | 1992-05-27 | Colgate Palmolive Co | New softening compositions and methods for making and using same |
JPH0441776A (ja) * | 1990-06-01 | 1992-02-12 | Kao Corp | 液体柔軟仕上剤 |
US5282983A (en) * | 1990-08-22 | 1994-02-01 | Kao Corporation | Fabric softener composition and ammonium salt |
US5182033A (en) * | 1991-06-14 | 1993-01-26 | Sherex Chemical Company, Inc. | Polyamide salts |
US5491004A (en) * | 1994-05-26 | 1996-02-13 | Henkel Corporation | Process for applying a low soiling fiber finish |
US5830843A (en) * | 1996-01-31 | 1998-11-03 | The Procter & Gamble Company | Fabric care compositions including dispersible polyolefin and method for using same |
US5789373A (en) * | 1996-01-31 | 1998-08-04 | Baker; Ellen Schmidt | Laundry additive compositions including dispersible polyolefin |
US5728673A (en) * | 1996-01-31 | 1998-03-17 | The Procter & Gamble Company | Process for making a fluid, stable liquid fabric softening composition including dispersible polyolefin |
US6140413A (en) * | 1999-03-29 | 2000-10-31 | Henkel Corporation | Silicone softener viscosity reducer |
WO2002079364A1 (fr) * | 2001-03-30 | 2002-10-10 | Ciba Specialty Chemicals Holding Inc. | Compositions d'adoucissant et leur utilisation |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3984335A (en) * | 1975-01-16 | 1976-10-05 | Basf Wyandotte Corporation | Compositions for souring and softening laundered textile materials and stock solutions prepared therefrom |
EP0035263A2 (fr) * | 1980-03-01 | 1981-09-09 | Henkel Kommanditgesellschaft auf Aktien | Composés polyester, procédé pour leur préparation et leur utilisation pour assouplir des textiles |
EP0108925A2 (fr) * | 1982-10-16 | 1984-05-23 | Henkel Kommanditgesellschaft auf Aktien | Agent de lubrification fibreux pour matériau textile |
EP0209256A1 (fr) * | 1985-06-14 | 1987-01-21 | Takemoto Yushi Kabushiki Kaisha | Agents antistatiques pour fibres synthétiques |
EP0240622A1 (fr) * | 1984-10-31 | 1987-10-14 | Takemoto Yushi Kabushiki Kaisha | Agents antistatiques pour fibres synthétiques et méthodes pour produire lesdits agents |
EP0248365A1 (fr) * | 1986-06-05 | 1987-12-09 | Henkel Kommanditgesellschaft auf Aktien | Sels d'alkyl-2 imidazolinium quaternaires, procédé pour leur préparation et leur utilisation |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3390184A (en) * | 1965-06-01 | 1968-06-25 | Jefferson Chem Co Inc | Production of primary amines by ammonolysis |
DE3032216A1 (de) * | 1980-08-27 | 1982-04-08 | Henkel KGaA, 4000 Düsseldorf | Haarwasch- und haarbehandlungsmittel |
JPS5947478A (ja) * | 1982-09-06 | 1984-03-17 | 花王株式会社 | 合成繊維用紡績油剤 |
US4698391A (en) * | 1986-07-30 | 1987-10-06 | Eastman Kodak Company | Crosslinked polymers with lowered resistivity and materials and methods for their preparation |
-
1988
- 1988-03-24 DE DE3809928A patent/DE3809928A1/de not_active Withdrawn
-
1989
- 1989-03-16 AT AT89104695T patent/ATE95855T1/de not_active IP Right Cessation
- 1989-03-16 EP EP89104695A patent/EP0342331B1/fr not_active Expired - Lifetime
- 1989-03-16 ES ES89104695T patent/ES2059597T3/es not_active Expired - Lifetime
- 1989-03-16 DE DE89104695T patent/DE58905875D1/de not_active Expired - Fee Related
- 1989-03-22 BR BR898901358A patent/BR8901358A/pt unknown
- 1989-03-22 US US07/327,210 patent/US4975091A/en not_active Expired - Fee Related
- 1989-03-23 AU AU31702/89A patent/AU614045B2/en not_active Ceased
- 1989-03-24 JP JP1073679A patent/JPH01314783A/ja active Pending
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3984335A (en) * | 1975-01-16 | 1976-10-05 | Basf Wyandotte Corporation | Compositions for souring and softening laundered textile materials and stock solutions prepared therefrom |
EP0035263A2 (fr) * | 1980-03-01 | 1981-09-09 | Henkel Kommanditgesellschaft auf Aktien | Composés polyester, procédé pour leur préparation et leur utilisation pour assouplir des textiles |
EP0108925A2 (fr) * | 1982-10-16 | 1984-05-23 | Henkel Kommanditgesellschaft auf Aktien | Agent de lubrification fibreux pour matériau textile |
EP0240622A1 (fr) * | 1984-10-31 | 1987-10-14 | Takemoto Yushi Kabushiki Kaisha | Agents antistatiques pour fibres synthétiques et méthodes pour produire lesdits agents |
EP0209256A1 (fr) * | 1985-06-14 | 1987-01-21 | Takemoto Yushi Kabushiki Kaisha | Agents antistatiques pour fibres synthétiques |
EP0248365A1 (fr) * | 1986-06-05 | 1987-12-09 | Henkel Kommanditgesellschaft auf Aktien | Sels d'alkyl-2 imidazolinium quaternaires, procédé pour leur préparation et leur utilisation |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2655068A1 (fr) * | 1989-11-30 | 1991-05-31 | Kao Corp | Composition d'huile d'ensimage pour le filage a grande vitesse. |
US5190676A (en) * | 1989-11-30 | 1993-03-02 | Kao Corporation | High-speed spinning oil composition containing an organophosphoric ester salt and an oxyalkylene polymer |
Also Published As
Publication number | Publication date |
---|---|
BR8901358A (pt) | 1989-11-07 |
ATE95855T1 (de) | 1993-10-15 |
EP0342331A3 (fr) | 1991-11-21 |
US4975091A (en) | 1990-12-04 |
AU614045B2 (en) | 1991-08-15 |
JPH01314783A (ja) | 1989-12-19 |
DE58905875D1 (de) | 1993-11-18 |
AU3170289A (en) | 1989-09-28 |
ES2059597T3 (es) | 1994-11-16 |
DE3809928A1 (de) | 1989-10-05 |
EP0342331B1 (fr) | 1993-10-13 |
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