EP0546231B1 - Verfahren zur Weichmachung und Hydrophilierung von Textilmaterial mit einer ein Polyorganosiloxan enthaltenden Zusammensetzung - Google Patents
Verfahren zur Weichmachung und Hydrophilierung von Textilmaterial mit einer ein Polyorganosiloxan enthaltenden Zusammensetzung Download PDFInfo
- Publication number
- EP0546231B1 EP0546231B1 EP91403364A EP91403364A EP0546231B1 EP 0546231 B1 EP0546231 B1 EP 0546231B1 EP 91403364 A EP91403364 A EP 91403364A EP 91403364 A EP91403364 A EP 91403364A EP 0546231 B1 EP0546231 B1 EP 0546231B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- radical
- polydiorganosiloxane
- composition
- meq
- polyorganosiloxane
- 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
Links
- 239000004753 textile Substances 0.000 title claims abstract description 16
- 238000000034 method Methods 0.000 title claims description 24
- 239000000203 mixture Substances 0.000 title claims description 16
- 239000000463 material Substances 0.000 title description 10
- 239000004744 fabric Substances 0.000 claims abstract description 17
- 229920000742 Cotton Polymers 0.000 claims abstract description 7
- 230000003750 conditioning effect Effects 0.000 claims abstract description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 5
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims abstract description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 3
- 239000000839 emulsion Substances 0.000 claims description 15
- 150000003254 radicals Chemical class 0.000 claims description 12
- -1 3,3,3-trifluoro-propyl Chemical group 0.000 claims description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 7
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 4
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 3
- 125000002947 alkylene group Chemical group 0.000 claims description 3
- 150000001412 amines Chemical group 0.000 claims description 3
- 229910052757 nitrogen Inorganic materials 0.000 claims description 3
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 2
- 230000001143 conditioned effect Effects 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 239000000758 substrate Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 17
- PLFJWWUZKJKIPZ-UHFFFAOYSA-N 2-[2-[2-(2,6,8-trimethylnonan-4-yloxy)ethoxy]ethoxy]ethanol Chemical compound CC(C)CC(C)CC(CC(C)C)OCCOCCOCCO PLFJWWUZKJKIPZ-UHFFFAOYSA-N 0.000 description 12
- 239000003921 oil Substances 0.000 description 12
- 125000005375 organosiloxane group Chemical group 0.000 description 12
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 11
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 10
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 10
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 9
- STMDPCBYJCIZOD-UHFFFAOYSA-N 2-(2,4-dinitroanilino)-4-methylpentanoic acid Chemical compound CC(C)CC(C(O)=O)NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O STMDPCBYJCIZOD-UHFFFAOYSA-N 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 7
- 229920001296 polysiloxane Polymers 0.000 description 7
- 230000009466 transformation Effects 0.000 description 5
- 229920001577 copolymer Polymers 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 229910052697 platinum Inorganic materials 0.000 description 4
- 229920000728 polyester Polymers 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 240000008042 Zea mays Species 0.000 description 3
- 229960000583 acetic acid Drugs 0.000 description 3
- 230000008030 elimination Effects 0.000 description 3
- 238000003379 elimination reaction Methods 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 125000006353 oxyethylene group Chemical group 0.000 description 3
- 239000012429 reaction media Substances 0.000 description 3
- MWRSABPHNREIIX-UHFFFAOYSA-N 9,9-dimethyldecan-1-ol Chemical compound CC(C)(C)CCCCCCCCO MWRSABPHNREIIX-UHFFFAOYSA-N 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- 238000005481 NMR spectroscopy Methods 0.000 description 2
- 241000243142 Porifera Species 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 238000000151 deposition Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 150000003335 secondary amines Chemical class 0.000 description 2
- 230000003068 static effect Effects 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 125000001302 tertiary amino group Chemical group 0.000 description 2
- 238000004383 yellowing Methods 0.000 description 2
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 description 1
- 101100407060 Caenorhabditis elegans par-6 gene Proteins 0.000 description 1
- 241000940835 Pales Species 0.000 description 1
- 206010033546 Pallor Diseases 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical group O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 239000004902 Softening Agent Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 229920002301 cellulose acetate Polymers 0.000 description 1
- 239000002826 coolant Substances 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical compound [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 238000000614 phase inversion technique Methods 0.000 description 1
- 238000003969 polarography Methods 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 230000010148 water-pollination Effects 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
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
- D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
- D06M15/6436—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing amino 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
- 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
- D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
- D06M15/647—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing polyether sequences
-
- 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
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
- Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
- Y10T442/2352—Coating or impregnation functions to soften the feel of or improve the "hand" of the fabric
-
- 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
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
- Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
- Y10T442/2484—Coating or impregnation is water absorbency-increasing or hydrophilicity-increasing or hydrophilicity-imparting
Definitions
- the present invention relates to a process for packaging textile materials to give them a pleasant touch by hand, that is to say softness, at the same time as good hydrophilicity.
- US-A-4 409 267 describes the use of a mixed polyorganosiloxane carrying a part of primary amine function (s) or of secondary or tertiary amine function (s) (s) substituted (s) for example by residues containing an OH or O-alkyl group, and on the other hand of alkylene polyoxide function (s) as additive of a composition for the treatment of textile materials.
- GB-A-2 201 696 relates to a method for treating textile materials using a polyorganosiloxane carrying quaternary ammonium function (s) which does not have a substitution containing an OH or O-alkyl group.
- EP-A-0 459 822 describes homogeneous and transparent detergent compositions comprising a polyorganosiloxane with secondary or tertiary amine function (s) substituted for example by residues containing an OH group, said group silicone being used in mixture with a softening agent based on a quaternary ammonium salt.
- An advantage of the process according to the present invention is that it makes it possible to obtain textile materials having the two properties (softness and hydrophilicity) mentioned above.
- Another advantage of the process according to the present invention is that it makes it possible to obtain textile materials exhibiting slight yellowing.
- Another advantage of the process according to the present invention stems from the fact that it can be implemented with a polydiorganosiloxane of easy industrial preparation and stable in storage.
- the polydiorganosiloxane used can optionally comprise monoorganosiloxy units RSi 1.5 and / or SiO2 units, but if they exist, these units are in the proportion of at most 2% relative to the number of diorganosiloxy units R2SiO, the meaning of R having been specified above.
- the composition containing the polydiorganosiloxane defined above is an aqueous composition, in the form of an emulsion.
- the nitrogen of the group X defined above can be salified, for example with an organic acid such as acetic acid.
- R represents a C1 to C6 alkyl group.
- polysiloxanes previously defined can be prepared in a similar manner to those described in American patent US Pat. No. 3,389,160, but using diethanolamine in place of dimethylamine.
- the method according to the present invention can be implemented on any woven or knitted fabric and even on those made of nonwoven.
- the fibers used for the production of these fabrics can be in particular cotton, polyester, polyamide, viscose, polyacrylate, wool, linen, cellulose acetate, as well as elastomeric fibers. It is of course possible to use mixtures of fibers.
- this fabric is then subjected to a heat treatment in order to rapidly expel the water in the form of vapor.
- an aqueous composition for example an emulsion
- the amount of polysiloxane deposited on the treated fabric corresponds to an amount of between 0.1 and 1% by weight relative to the weight of the dry fabric treated.
- the polyester yarn is coated (by a known technique) with a solution at 3% by weight of the polysiloxane with groups X previously defined in trichloroethane.
- the coated wire is then dried continuously at 180 ° C. in a hot air oven at a speed of 200 m per minute (200 m / min).
- a wire is thus obtained on which the deposit of polydiorganosiloxane product corresponds to 0.5% by weight relative to the weight of the dry wire.
- the wire is then stored for 48 hours at 22 ° C, at 65% relative humidity.
- the friction coefficient of the wire obtained is then determined on the ROTHSCHILD F device. Meter at the speed of 1 cm / min (centimeter per minute).
- the test used to evaluate the hydrophilicity of the fabrics treated according to the method of the present invention is a test consisting in depositing a piece of treated fabric (25.4 x 25.4 mm) parallel to the surface of the distilled water located in a beaker and to measure the time between the deposition of this fabric on the water and the beginning of its descent into the water. This test is called "sinking test" in English.
- the diethanolamine is condensed on an organosiloxane oil of average formula: measuring 36.6 meq / 100 g in glycidyl function.
- a product is thus obtained whose average formula corresponds to the above product, but in which Z has been replaced by :-( CH2) 3-O-CH2-CH (OH) -CH2-N (C2H4OH) 2.
- the emulsion is brought to pH 6 with acetic acid.
- the products having the trade names TERGITOL TMN 10, TERGITOL TMN 6 and RENEX 30 are widely marketed surfactants known to those preparing emulsions.
- TERGITOL TMN 6 comprises as active product a trimethylnonanol comprising 6 oxyethylene units.
- TERGITOL TMN 10 comprises as active product a trimethylnonanol comprising 10 oxyethylene units.
- RENEX 30 manufactured by ICI, comprises as active product a tridecylol comprising 10 oxyethylene units.
- Example 3 the product prepared according to Example 3 is the one that best responds to the desired application, that is to say a soft feel and good hydrophilicity, when the fabric is cotton.
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)
- Silicon Polymers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Claims (6)
- Verfahren zur Konditionierung von Textilmaterialien, um ihnen einen angenehmen Griff und eine gute Hydrophilie zu verleihen, bei dem die Textilmaterialien mit einer Zusammensetzung in Kontakt gebracht werden, die ein Polydiorganosiloxan als Träger von substituierter(n) Aminfunktion(en) umfaßt, gekennzeichnet durch die folgenden Punkte:· das verwendete Polydiorganosiloxan besitzt die allgemeine Formel
in der- X ausgewählt wird unter den Resten· R' eine lineare oder verzweigte Alkylengruppe mit 2 bis 8 Kohlenstoffatomen darstellt,· R'' ein Wasserstoffatom oder eine Alkylgruppe mit 1 bis 6 Kohlenstoffatomen darstellt,· mit n zwischen 1 und 10, die abgrenzenden Werte eingeschlossen, und t gleich 0 oder 1,- die Reste R, gleich oder verschieden, unter dem Phenylrest, dem 3,3,3-Trifluorpropylrest und einem Alkylrest mit 1 bis 4 Kohlenstoffatomen ausgewählt werden,- Y einen Rest X oder einen Rest R darstellen kann,- p und q positive ganze Zahlen sind, und zwar solche, daß das verwendete Polyorganosiloxan im Mittel pro Molekül 50 bis 150 Siliciumatome und 2 bis 10 Gruppen X umfaßt;· 100 g des wie vorstehend definierten Polyorganosiloxans 25 bis 250 Milliäquivalent Aminstickstoff umfassen. - Verfahren nach Anspruch 1, in dem
n = 1 ist,
R'' ein Wasserstoffatom bedeutet und
t = 1 ist. - Verfahren nach irgendeinem der vorstehenden Ansprüche, bei dem der Stickstoff der Gruppe X in Salz überführt ist.
- Verfahren nach irgendeinem der vorstehenden Ansprüche, bei dem die verwendete Zusammensetzung eine wäßrige Zusammensetzung ist.
- Verfahren nach irgendeinem der vorstehenden Ansprüche, bei dem die verwendete Zusammensetzung eine Emulsion ist.
- Verfahren nach irgendeinem der vorstehenden Ansprüche, dadurch gekennzeichnet, daß es auf einem Baumwollstoff durchgeführt wird.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9015525A FR2670221B1 (fr) | 1990-12-06 | 1990-12-06 | Procede pour adoucir et rendre hydrophile une matiere textile dans lequel on utilise une composition comprenant un polyorganosiloxane. |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0546231A1 EP0546231A1 (de) | 1993-06-16 |
| EP0546231B1 true EP0546231B1 (de) | 1995-08-23 |
Family
ID=9403135
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP91403364A Expired - Lifetime EP0546231B1 (de) | 1990-12-06 | 1991-12-12 | Verfahren zur Weichmachung und Hydrophilierung von Textilmaterial mit einer ein Polyorganosiloxan enthaltenden Zusammensetzung |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US5277968A (de) |
| EP (1) | EP0546231B1 (de) |
| JP (1) | JPH04289276A (de) |
| AT (1) | ATE126845T1 (de) |
| BR (1) | BR9105281A (de) |
| CA (1) | CA2057136A1 (de) |
| DE (1) | DE69112408T2 (de) |
| DK (1) | DK0546231T3 (de) |
| ES (1) | ES2076494T3 (de) |
| FR (1) | FR2670221B1 (de) |
| GR (1) | GR3017752T3 (de) |
| IL (1) | IL100246A (de) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2670221B1 (fr) * | 1990-12-06 | 1994-05-13 | Rhone Poulenc Chimie | Procede pour adoucir et rendre hydrophile une matiere textile dans lequel on utilise une composition comprenant un polyorganosiloxane. |
| DE4222483A1 (de) * | 1992-07-09 | 1994-01-13 | Pfersee Chem Fab | Organosiloxane mit Stickstoff enthaltenden und mit Äthergruppierungen enthaltenden Resten |
| FR2714402B1 (fr) * | 1993-12-27 | 1996-02-02 | Rhone Poulenc Chimie | Procédé d'adoucissage textile non jaunissant dans lequel on utilise une composition comprenant un polyorganosiloxane. |
| US5563231A (en) * | 1995-06-06 | 1996-10-08 | Bayer Corporation | Capped silanes and their application to textile substrates |
| FR2745825B1 (fr) * | 1996-03-06 | 1998-04-17 | Rhone Poulenc Chimie | Procede pour adoucir et rendre non jaunissant et hydrophile une matiere textile dans lequel on utilise une composition comprenant un polyorganosiloxane |
| US6001140A (en) * | 1996-04-04 | 1999-12-14 | Witco Corporation | Diesel fuel and lubricating oil antifoams and methods of use |
| TW354309B (en) * | 1997-05-19 | 1999-03-11 | Ind Technology And Res Inst | Tertiary aminosiloxane polymer and process for preparing the same |
| US6140413A (en) * | 1999-03-29 | 2000-10-31 | Henkel Corporation | Silicone softener viscosity reducer |
| DE60040853D1 (de) * | 2000-10-27 | 2009-01-02 | Procter & Gamble | Behandlung von Geweben zur Erhöhung der Knitterfestigkeit in trockenem Zustand |
| US6642194B2 (en) | 2001-11-07 | 2003-11-04 | Chemsil Silicones, Inc. | Clear conditioning detersive compositions and methods for making the same |
| US6605577B1 (en) | 2001-11-07 | 2003-08-12 | Chemsil Silicones, Inc. | Clear conditioning detersive compositions containing polysiloxanes with at least one cyclic side chain |
| EP1561804B1 (de) * | 2004-02-03 | 2008-08-13 | The Procter & Gamble Company | Feste Waschmittelzusammensetzung enthaltend Ton und Polydimethylsiloxan |
| ES2309461T3 (es) * | 2004-02-03 | 2008-12-16 | THE PROCTER & GAMBLE COMPANY | Composicion para usar en el lavado o tratamiento de tejidos. |
| ES2340276T3 (es) * | 2004-02-03 | 2010-06-01 | THE PROCTER & GAMBLE COMPANY | Composicion detergente para lavar la ropa, solida en particulas, que comprende arcilla y polidimetilsiloxano. |
| ATE393204T1 (de) * | 2004-02-03 | 2008-05-15 | Procter & Gamble | Zusammensetzung zum waschen oder behandeln von wäsche |
| EP1561806B2 (de) * | 2004-02-03 | 2018-04-04 | The Procter & Gamble Company | Zusammensetzung zur Wäschereinigung oder -behandlung, und ein Herstellungsverfahren für die Zusammensetzung |
| ATE423834T1 (de) * | 2005-08-05 | 2009-03-15 | Procter & Gamble | Verfahren zur herstellung einer textilbehandlungshilfsmittelzusammensetzung und verfahren zur herstellung eines textilbehandlungs-und textilreinigungsmittels |
| EP1749879A1 (de) * | 2005-08-05 | 2007-02-07 | The Procter & Gamble Company | Zusammensetzung zum Waschen oder Behandeln von Wäsche und Herstellungsverfahren |
| DE602005006796D1 (de) | 2005-08-05 | 2008-06-26 | Procter & Gamble | Teilchenförmige Textilbehandlungsmittelzusammensetzung enthaltend Silikone, Schichtsilikate und anionische Tenside |
| EP2145944B1 (de) | 2008-07-14 | 2014-03-26 | The Procter & Gamble Company | Partikel zur Vermittlung der stoffweichenden Abgabe auf damit behandelten Stoffen und zur Bereitstellung einer gewünschten Schaumunterdrückung |
| EP2559806A1 (de) | 2011-08-17 | 2013-02-20 | Center of Excellence Polymer Materials and Technologies (Polimat) | Verfahren zum Steigern der Hydrophilie polymerer Materialien |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5934820B2 (ja) * | 1980-07-07 | 1984-08-24 | ト−レ・シリコ−ン株式会社 | 繊維用処理剤 |
| JPS6036513B2 (ja) * | 1981-02-05 | 1985-08-21 | ト−レ・シリコ−ン株式会社 | 繊維用処理剤 |
| JPS57171768A (en) * | 1981-04-15 | 1982-10-22 | Shinetsu Chem Ind Co | Fiber treating agent |
| GB8704001D0 (en) * | 1987-02-20 | 1987-03-25 | Unilever Plc | Conditioning fabrics & compositions |
| FR2648821A1 (de) * | 1989-06-22 | 1990-12-28 | Rhone Poulenc Chimie | |
| US5000861A (en) * | 1989-08-23 | 1991-03-19 | Union Carbide Chemicals And Plastics Co. Inc. | Stable emulsions containing amino polysiloxanes and silanes for treating fibers and fabrics |
| AU641014B2 (en) * | 1990-06-01 | 1993-09-09 | Unilever Plc | Liquid fabric conditioner and dryer sheet fabric conditioner containing compatible silicones |
| FR2670221B1 (fr) * | 1990-12-06 | 1994-05-13 | Rhone Poulenc Chimie | Procede pour adoucir et rendre hydrophile une matiere textile dans lequel on utilise une composition comprenant un polyorganosiloxane. |
-
1990
- 1990-12-06 FR FR9015525A patent/FR2670221B1/fr not_active Expired - Fee Related
-
1991
- 1991-11-21 JP JP3331563A patent/JPH04289276A/ja active Pending
- 1991-12-05 IL IL10024691A patent/IL100246A/en not_active IP Right Cessation
- 1991-12-05 CA CA002057136A patent/CA2057136A1/fr not_active Abandoned
- 1991-12-06 US US07/803,415 patent/US5277968A/en not_active Expired - Lifetime
- 1991-12-06 BR BR919105281A patent/BR9105281A/pt not_active IP Right Cessation
- 1991-12-12 ES ES91403364T patent/ES2076494T3/es not_active Expired - Lifetime
- 1991-12-12 EP EP91403364A patent/EP0546231B1/de not_active Expired - Lifetime
- 1991-12-12 AT AT91403364T patent/ATE126845T1/de not_active IP Right Cessation
- 1991-12-12 DE DE69112408T patent/DE69112408T2/de not_active Expired - Fee Related
- 1991-12-12 DK DK91403364.2T patent/DK0546231T3/da active
-
1995
- 1995-10-17 GR GR950402852T patent/GR3017752T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE69112408D1 (de) | 1995-09-28 |
| EP0546231A1 (de) | 1993-06-16 |
| IL100246A0 (en) | 1992-09-06 |
| JPH04289276A (ja) | 1992-10-14 |
| GR3017752T3 (en) | 1996-01-31 |
| ATE126845T1 (de) | 1995-09-15 |
| FR2670221B1 (fr) | 1994-05-13 |
| BR9105281A (pt) | 1992-08-18 |
| FR2670221A1 (fr) | 1992-06-12 |
| DE69112408T2 (de) | 1996-03-07 |
| CA2057136A1 (fr) | 1992-06-07 |
| ES2076494T3 (es) | 1995-11-01 |
| US5277968A (en) | 1994-01-11 |
| IL100246A (en) | 1994-10-21 |
| DK0546231T3 (da) | 1996-01-08 |
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