EP0417047B1 - Mikroemulsionen von Aminopolysiloxanen - Google Patents
Mikroemulsionen von Aminopolysiloxanen Download PDFInfo
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- EP0417047B1 EP0417047B1 EP90810675A EP90810675A EP0417047B1 EP 0417047 B1 EP0417047 B1 EP 0417047B1 EP 90810675 A EP90810675 A EP 90810675A EP 90810675 A EP90810675 A EP 90810675A EP 0417047 B1 EP0417047 B1 EP 0417047B1
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- microemulsions
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Classifications
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- 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
- D06M13/46—Compounds containing quaternary nitrogen atoms
- D06M13/47—Compounds containing quaternary nitrogen atoms derived from heterocyclic compounds
- D06M13/473—Compounds containing quaternary nitrogen atoms derived from heterocyclic compounds having five-membered heterocyclic rings
-
- 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
- D06M13/325—Amines
- D06M13/342—Amino-carboxylic acids; Betaines; Aminosulfonic acids; Sulfo-betaines
-
- 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
- D06M13/402—Amides imides, sulfamic acids
- D06M13/405—Acylated polyalkylene polyamines
-
- 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
- D06M13/46—Compounds containing quaternary nitrogen atoms
- D06M13/463—Compounds containing quaternary nitrogen atoms derived from monoamines
-
- 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
- D06M13/46—Compounds containing quaternary nitrogen atoms
- D06M13/467—Compounds containing quaternary nitrogen atoms derived from polyamines
-
- 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
Definitions
- microemulsions mentioned have a certain stability.
- technology especially in the field of textile treatment - there was still a need for aminopolysiloxane microemulsions that would be sufficiently stable under shear forces to remain stable even under very high dynamic loads on the textile treatment fleet, i.e. to ensure their fine distribution in the treatment fleet and consequently their effectiveness (e.g. to maintain their ability to draw onto the substrate) and to prevent silicone deposits caused by destabilization on the treated goods (which leads to the dreaded silicone stains) and on parts of the apparatus (which affects both the treated goods due to silicone lubrication and the proper operation of the equipment and costly cleaning of the device Equipment required) to avoid.
- aqueous aminopolysiloxane microemulsions of high shear stability in particular as described below, can be prepared.
- the invention relates to aqueous emulsifier-containing microemulsions of aminopolysiloxanes, as defined below, to their preparation and their use.
- the invention relates to aqueous microemulsions of an aminopolysiloxane ( ⁇ ) which are characterized by a content of an amphoteric surfactant ( ⁇ ) and at least one nonionic emulsifier ( ⁇ ) and a pH ⁇ 7 as defined in claim 1.
- microemulsion is used here in the most general sense of the word and encompasses liquid systems in which the components in the continuous phase are distributed so finely that they represent clear two-phase systems up to colloidal solutions.
- Microemulsions are understood here in particular to be translucent to transparent (translucent to optically clear), essentially those with an average particle diameter (number average) of the dispersed particles ⁇ 0.2 ⁇ m, preferably ⁇ 0.1 ⁇ m, primarily in which the particle diameter of the dispersed Particles are predominantly ⁇ 0.2 ⁇ m, preferably ⁇ 0.1 ⁇ m.
- Suitable aminopolysiloxanes ( ⁇ ) are in general any aminopolysiloxanes with a polycationic character, essentially those which are composed of repeating dimethylsiloxy units and aminosiloxy units (in particular aliphatic aminosiloxy units in which the amino group is bonded to Si via carbon). They can have a linear structure or a branched and / or networked structure.
- the end groups can have a reactive substituent, especially e.g. -OH, contained or optionally blocked; a preferred blocked end group is the trimethylsiloxy group.
- the end groups of the aminopolysiloxane chains preferably correspond to the formulas (c) and / or (d) where Y is methyl, methoxy or hydroxy.
- A preferably represents an aliphatic monoethylenically unsaturated or preferably saturated hydrocarbon radical having 3-4 carbon atoms, in particular 1,3-propylene or 1,3-2-methyl-propylene.
- B preferably represents hydrogen, aminoethyl or aminopropyl, in particular aminoethyl.
- Z preferably represents methyl
- the aminopolysiloxanes ( ⁇ ) advantageously have a viscosity in the range from 500-30,000, primarily 700-20,000, preferably 1000-15,000 cP (Brookfield rotational viscometer RV, spindle No. 5, 20 ° C.).
- the amine number of the aminopolysiloxanes ( ⁇ ) is advantageously in the range from 0.1-3.0, preferably 0.3-1.2.
- the aminopolysiloxanes ( ⁇ ) to be used according to the invention can be represented schematically by the following general formula wherein W1 and W2 each represent a group of formula (c) or (d), the molecule has at least one group of formula (b) and the indices x and y are chosen so that the polymer has the values given above for amine number and Has viscosity.
- the ratio of the number of dimethylsiloxy units to the number of aminosiloxy units, especially the formula is advantageously in the range from 3/1 to 300/1, preferably 10/1 to 100/1.
- the aminopolysiloxanes can be prepared in a manner known per se or analogously to known methods, for example by aminoalkylation of polysiloxanes which have reactive Si-bonded hydrogen atoms, or primarily by copolymerization of silanes containing amino groups with nonionic mono- or polysiloxanes, preferably with ⁇ , ⁇ -Dihydroxypolydimethylsiloxanes, advantageously with an average molecular weight M n in the range from 500 to 10,000, preferably 1000 to 7000, or cyclic siloxanes, for example octamethylcyclotetrasiloxane.
- Suitable aminosilanes are primarily amino-substituted trimethoxysilanes or dimethoxymethylsilanes, in which the amino group is bonded to the silicon atom via carbon and corresponds primarily to the formula -A-NH-B.
- Preferred radicals -A-NH-B are ⁇ -aminopropyl and ⁇ - ( ⁇ -aminoethylamino) propyl.
- the aminoalkylation can be carried out under conditions known per se using customary aminoalkylating agents.
- the copolymerization can be carried out in a manner known per se, primarily by reacting the reactants at moderate or elevated temperature, in particular at temperatures in the range from 15-180 ° C, optionally in the presence of a catalyst and, if desired, using end-blocking groups, e.g. with hexamethyldisiloxane.
- Acids in particular formic acid, acetic acid, sulfuric acid, acidic ion exchanger or trifluoromethanesulfonic acid
- alkali metal or ammonium compounds in particular alkali metal or ammonium silanolates (for example potassium or tetramethylammonium silanolate), alkali metal hydroxides, sodium carbonates, carbonates or carbonates (eg or sodium bicarbonate) or benzyltrimethylammonium hydroxide.
- polymerization can be carried out in the presence of an inert solvent, which can then be removed, for example by distillation, under polymerization conditions or subsequently removed.
- the methoxy group Z can be saponified to give the hydroxyl group or can also continue to participate in the copolymerization, so that the copolymer can be branched at this point.
- the amino group-containing units in the molecule can be statistically distributed or terminal, or can be grouped as in block polymers or can still accumulate against the extremities of the linear chains.
- those aminopolysiloxanes ( ⁇ ) are preferred which have an optionally branched, predominantly linear structure of the polysiloxane backbone, preferably those in which Z is methyl. Further preferred are those linear polymers which are not end-blocked, essentially those in which in groups (c) and (d) Y is hydroxy.
- R in formulas (IV) and (V) corresponds in meaning to the symbol R in formulas (II) and (III), i.e. it stands for a corresponding aliphatic hydrocarbon radical with 7-23 carbon atoms.
- quaternary imidazolinium compounds which, in addition to the 2-radical R, carry the N-bonded radicals R3 and -GL, can optionally also in the isomeric form available. For the sake of simplicity, they are given below only with the formula (V).
- R-CO- is preferably the residue of an aliphatic fatty acid with 12-18 carbon atoms and can be saturated or unsaturated.
- the following fatty acid residues can be mentioned: lauroyl, palmitoyl, myristoyl, Oleoyl, stearoyl, behenoyl and arachidoyl as well as the residues of technical fatty acids, especially tallow fatty acid or coconut fatty acid.
- R1 is advantageously methyl, ethyl or preferably ⁇ -hydroxyethyl.
- R2 is preferably methyl.
- R3 is advantageously methyl, ethyl or ⁇ -hydroxyethyl, in the formula (III) preferably for methyl and in the formula (V) preferably for ⁇ -hydroxyethyl.
- G advantageously represents methylene, ethylene or 1,3-propylene or 2-hydroxypropylene-1,3.
- L is a carboxy group
- G is preferably C1 ⁇ 3 alkylene, especially methylene;
- L stands for the sulfo group, then G preferably denotes C1 ⁇ 3-alkylene or in particular 2-hydroxypropylene-1,3.
- the surfactants ( ⁇ ) can be used in the form of the free acids (or internal salts) or preferably as salts, in which L is -COOM or -SO3M and M is a cation. M is preferably an alkali metal cation (in particular lithium, sodium or potassium).
- Suitable counterions Q ⁇ are generally conventional counterions, such as those formed in cyclization or quaternization reactions, primarily the anion of a mineral acid (for example chloride or sulfate) or, especially in the formula (III), advantageously also methosulfate or ethosulfate, depending on quaternizing agent used.
- Surfactants of the formula (II) in which n is 2 can be converted into those of the formula (IV) by cyclization reaction and conversely surfactants of the formula (IV) can be converted into those of the formula (II) by hydrolysis in which n is 2.
- microemulsions according to the invention 5-60, preferably 10-40, in particular 15-35 parts by weight of the amphoteric surfactant ( ⁇ ) are advantageously used per 100 parts by weight of aminopolysiloxane ( ⁇ ).
- the microemulsions according to the invention have a pH of 7 or less, which can be adjusted by adding acid, and the aminopolysiloxanes ( ⁇ ) are present in the microemulsions according to the invention at least partially in protonated form.
- the pH values of the preparations according to the invention are advantageously in the range from pH 2-5, preferably pH 3-5.
- microemulsions according to the invention contain at least one nonionic emulsifier ( ⁇ ).
- Suitable, non-ionic emulsifiers ( ⁇ ) are especially those with an HLB value in the range of 5-16.
- the emulsifiers ( ⁇ ) can have an aliphatic and optionally also aromatic character, but are preferably purely aliphatic.
- Oxethylation products of the following fatty alcohols and fatty acid amides can be mentioned in particular: lauryl alcohol, myristyl alcohol, Cetyl alcohol, oleyl alcohol, stearyl alcohol and technical alcohols, especially tallow fatty alcohol and coconut fatty alcohol, as well as the analog fatty acid amides, and weakly or strongly branched, primary or secondary synthetic alcohols from oxo synthesis - e.g.
- propylene - among which those with 10-15 carbon atoms are preferred, primarily trimethyl nonanol , Tetramethylnonanol and tetramethyldecanol, especially the primary isotridecyl alcohol tetramethylnonanol-1; Sorbitan monolaurate is particularly preferred among the sorbitol fatty acid esters.
- the degree of ethylation is expediently chosen so that the desired HLB value can be set. It is particularly advantageous to use two different emulsifiers ( ⁇ ), etc.
- non-ionic emulsifiers ( ⁇ 1) with a lower HLB value advantageously an HLB value in the range 5-12, preferably 6-12
- emulsifiers ( ⁇ 2) with a higher HLB value advantageously in the range 10 -16, preferably 12-16
- the HLB value of ( ⁇ 2) advantageously being at least one unit, preferably at least two units, higher than that of ( ⁇ 1).
- the weight ratio ( ⁇ 1) :( ⁇ 2) is advantageously in the range from 1: 9 to 9: 1, primarily 1.5: 8.5 to 8.5: 1.5, preferably 4: 6 to 6: 4.
- hydrotropes ( ⁇ ) can be used.
- Preferred hydrotropes are polyols [in particular 1,3-butanediol, neopentyl glycol, pentaerythritol, 1,1,1-tris (hydroxymethyl) ethane or propane, 2,5-hexanediol and 2-methyl-pentane-2,4-diol] , Oligoalkylene glycols and their alkyl ethers [primarily di-, tri-, tetra-, penta- and Hexaethylene glycol and their mono- or di- (C1 ⁇ 6-alkyl) ether, in particular di-, tri- or tetraethylene glycol monobutyl ether and bis- (2-hydroxypropyl) ether, and dipropylene glycol] and on the anomeric hydroxy group by C1 ⁇ 6- Alkyl etherified glucosides (preferably butyl glucoside).
- Oligoalkylene glycols and their alkyl ethers [primarily di-,
- the aqueous microemulsions according to the invention contain 15-70% by weight, preferably 20-60% by weight, in particular 30-50% by weight, of the total components [( ⁇ ) + ( ⁇ ) + ( ⁇ ) + ( ⁇ )], the Content of ( ⁇ ) 0-60% by weight based on ( ⁇ ).
- R5 in the formula (VI) is hydrogen
- the corresponding protonatable, free bases of the formula can advantageously are used, which are then protonated, at the latest when the pH is adjusted to pH ⁇ 7.
- the radicals R'-CH2- are primarily the following: lauryl, palmityl, cetyl, oleyl, stearyl, behenyl, arachidyl, tallow alkyl and cocoalkyl, among which those with 12-18 carbon atoms are preferred.
- the radicals R'-CO- are in particular the acyl radicals of the corresponding fatty acids, e.g. as mentioned above for R-CO-.
- T1 and T ' are preferably T2, i.e. for ethylene or propylene, of which 1,3-propylene is particularly preferred.
- T '' is preferably ethylene, propylene or 2-hydroxypropylene-1,3.
- T preferably represents T o , ie R'-CH2- or R'-CO-NH-T'-.
- a preferred subgroup ( ⁇ 1) of the cationic surfactants ( ⁇ ) mean R4 R4 ', ie methyl or ethyl, R5 R5 ', ie C1 ⁇ 4 alkyl, preferably methyl or ethyl, R6 R6 ', ie C1 ⁇ 4 alkyl, preferably methyl or ethyl, and the index p p ', ie 0 or 1, preferably 0;
- Q1 ⁇ stands for conventional anions, in particular as they arise through quaternization, for example as mentioned above for Q ⁇ .
- the quaternary surfactants ( ⁇ 1) advantageously correspond to the formula preferably of the formula
- cationic surfactants ( ⁇ ) quaternary compounds ( ⁇ 1) advantageously of the formula (IX), preferably of the formula (X), which advantageously with ( ⁇ 2) or with the protonatable amines of the formula (VII), preferably the Formula (VIII) can be blended.
- the weight ratio of ( ⁇ 1) to ( ⁇ 2) [the latter is calculated as a protonatable, free base of the formula (VII) ], preferably from surfactant of formula (IX) or (X) to surfactant of formula (VIII), advantageously in the range from 1 to 2 to 5 to 1, preferably 1/1 to 3/1.
- a clear aminopolysiloxane ( ⁇ ) [in the form of the free amine and / or in ( ⁇ ) protonated form] at 20 ° C give a clear solution.
- the total content of [( ⁇ ) + ( ⁇ ) + ( ⁇ ) + ( ⁇ ) + ( ⁇ ) + ( ⁇ )] in the microemulsions according to the invention is in the range from 15 to 70% by weight, primarily 20 to 60% by weight, preferably 30 to 50% by weight, the content of ( ⁇ ) 0-60% by weight based on ( ⁇ ), the content of ( ⁇ ) 5-60% by weight based on ( ⁇ ) and the content of ( ⁇ ) 0-30 % By weight based on ( ⁇ ).
- microemulsions according to the invention can be prepared by mixing the respective components, it being possible to add ( ⁇ ) to the non-protonated or protonated form of ( ⁇ ) and, if necessary, to adjust the pH to the desired value after adding ( ⁇ ) .
- the required or desired acidic pH values are expediently adjusted by adding acid, preferably by adding ( ⁇ ), in particular ( ⁇ 1) and / or ( ⁇ 2).
- the pH values can be set in one or more stages, i.e. by adding one or more acids. It is advantageous only with ( ⁇ 1) to a pH e.g. in the range of 3-7, favorably adjusted to a weakly acidic to neutral pH, preferably pH 6-7; the final pH, preferably in the range of 2-5, in particular 3-5, is preferably set with ( ⁇ 2). However, it is also possible to proceed only with ( ⁇ 1) or only with ( ⁇ 2).
- the microemulsions according to the invention are preferably added to ( ⁇ ) by adding ( ⁇ ) and preferably ( ⁇ ) [in particular ( ⁇ 1) and ( ⁇ 2)] and optionally ( ⁇ ) and / or ( ⁇ ) and the required amount of water and acid ( ⁇ ) ) produced.
- the order of additions is generally as long as the respective mixtures are easy to stir.
- ( ⁇ ) can be mixed first with ( ⁇ 1) or with ( ⁇ ) or with a mixture of ( ⁇ 1) and ( ⁇ ) and then with the remaining components one after the other or as mixtures [for example ( ⁇ 2) + ( ⁇ ), or ( ⁇ 1) + ( ⁇ 2) + ( ⁇ )], or ( ⁇ 1) + ( ⁇ 2) + ( ⁇ ) and optionally ( ⁇ ) and / or ( ⁇ 1) can be added together to ( ⁇ ).
- Water and acid ( ⁇ 1) can be added separately or together with the respective components.
- ( ⁇ ) can be used in any stage, advantageously according to the other surfactants and preferably according to ( ⁇ ).
- Advantageous sequences of additions of components ( ⁇ ), ( ⁇ 1), ( ⁇ 2), ( ⁇ 1) and ( ⁇ 2) to ( ⁇ ) can be represented by the following scheme 1 SCHEME 1 1. 2nd 3rd 4th 5.
- ( ⁇ 1) can be added as desired in one or more of the stages 1 to 5 and / or the intermediate stages between 1 and 2, 2 and 3, optionally 3 and 4 and optionally 4 and 5, ( ⁇ ) insofar as it is added is, optionally in one or more of stages 1 to 5 and / or the intermediate stages between 1 and 2, 2 and 3, optionally 3 and 4 and optionally 4 and 5 and / or after the addition of ( ⁇ 2) can be added.
- ( ⁇ ) can be added to any stage, advantageously after the addition of ( ⁇ ), advantageously after the addition of ( ⁇ 2).
- the water required and any water additionally required can be added in one or more stages, for example with variant c) together with ( ⁇ 1), ( ⁇ 2) and ( ⁇ ) and / or after the addition of ( ⁇ 1), ( ⁇ 2) and ( ⁇ ) before and / or simultaneously with the addition of ( ⁇ 1).
- cloudy emulsions By mixing the components ( ⁇ ), ( ⁇ ), ( ⁇ 1) and ( ⁇ 2) and water, and optionally ( ⁇ ), cloudy emulsions (macroemulsions) can be formed, especially under neutral to basic conditions, even at elevated temperatures, which but by adding acid - even only by adding ( ⁇ 1) - can be converted into translucent to clear microemulsions. If the form of ( ⁇ ) protonated with ( ⁇ ) is used from the beginning, a microemulsion can already be formed by stirring in ( ⁇ 1), ( ⁇ 2) and water.
- the respective components can be added at any suitable rate, i.e. e.g. an aqueous component or mixture of components can be added quickly and with rapid stirring in a few minutes or, most simply, by slowly stirring in over a period of one to several quarters of an hour (e.g. in the course of half an hour to two hours).
- microemulsions according to the invention are suitable as finishing agents for fiber material and, as they are formulated, can be used directly to formulate the application liquor or, if necessary, can be diluted with water from aqueous medium to give more dilute stock dispersions, e.g. up to a dry matter content of 2 to 4% by weight.
- the aqueous preparations according to the invention may also contain other conventional additives, such as fragrances or fungicides. They are suitable for the finishing of fiber material, in particular textile material made of an aqueous medium, in particular for improving grip and sliding properties.
- any textile material as it occurs in the textile industry, u. between both natural and synthetic and semisynthetic materials and their mixtures, in particular natural or regenerated cellulose, natural or synthetic polyamide, material containing polyester, polyurethane or polyacrylonitrile, and mixtures thereof (e.g. PES / CO and PAN / CO).
- the material can be in any form of processing, e.g. as loose fibers, filaments, threads, skeins and spools, fabrics, knitted fabrics, fleeces, nonwovens, felts, carpets, velvet, tufted goods or also semi-finished or finished goods.
- Cross-wound bobbins, textile webs, textile tubular goods (in particular knitted tubular goods) or piece goods are preferably equipped.
- the equipment is expediently carried out from an aqueous, clearly acidic to almost neutral medium, in particular in the pH range from 3.0-7.5.
- concentration of the preparations according to the invention, based on the substrate can vary within wide limits depending on the type and nature of the substrate and the desired effect and, calculated on component ( ⁇ ), is advantageously in the range from 0.1-1, preferably 0.2-0.6%, aminopolysiloxane ( ⁇ ), based on the dry weight of the substrate.
- the finishing process according to the invention is advantageously carried out as the last finishing stage of the material, preferably following a bleaching, an optical brightening process and / or a dyeing process, optionally together with an additional treatment, e.g. permanent equipment (synthetic resin equipment) of the fiber material.
- the equipment can be carried out by any conventional method, e.g. after impregnation process or after pull-out process.
- pull-out processes processes from both long and short fleets can be considered, e.g. with liquor ratios in the range from 100: 1 to 0.5: 1, in particular between 60: 1 and 2: 1; the application temperature can also be at customary values, for example in the range between room temperature and 60 ° C., preferably in the range from 25 ° C.
- the pH value is preferably in the range from 4 to 6.
- the impregnation can also be carried out according to usual procedures are carried out, for example by dipping, padding, foam application or spraying, preferably at temperatures of 15-40 ° C and at pH values in the range of 3.5-7.
- the treated goods can be dried in the usual way, e.g. at 30 to 180 ° C, preferably 60 to 140 ° C.
- microemulsions according to the invention are notable for excellent resistance (particularly shear stability) and the application liquors are stable and remain effective, in particular even when the liquor and / or textile material is subjected to high dynamic loads; They are therefore suitable, for example, for finishing in reel runners, in jiggers, in yarn dyeing machines, in piece dyeing machines (so-called “garment dyeing machines”) and in particular also in nozzle dyeing machines, etc. even in those in which extremely high shear forces (also impact and rebound forces) are effective.
- the preparations according to the invention are also very well suited for the wet finishing of packages.
- the strong dynamic loading of the liquor which is forced outwards from the inside of the bobbin by the threads of the cheese, has practically no negative effect on the preparation according to the invention and the equipment obtained with it.
- the preparations according to the invention - in particular those containing ( ⁇ ) - are, in the treatment liquors, also resistant to impurities, which may originate, for example, as residues from a previous treatment of the substrate, in particular to anionic impurities, for example dyes, optical brighteners or surfactants.
- the parts are parts by weight and the percentages are percentages by weight, the temperatures are given in degrees Celsius; Parts by weight relate to parts by volume like g to ml.
- the surfactants ( ⁇ ) used are the following: wherein R '' - CO oleoyl and R '' in ( ⁇ 1) has the same meaning (C17H33) as in ( ⁇ 2), ( ⁇ 3) and ( ⁇ 4).
- ⁇ , ⁇ -dihydroxypolydimethylsiloxane (as in Example 1) are stirred with 12.50 parts of N- ( ⁇ -aminoethyl) - ⁇ - (methyldimethoxysilyl) propylamine and mixed with 0.07 part of 50% sodium hydroxide solution. The mixture is then heated to 112 ° C. under nitrogen, 1 volume part of distillate being collected. After 31 ⁇ 2 hours it is cooled to 40 ° C. As soon as this temperature is reached, 0.02 part of sodium bicarbonate is added and the mixture is heated to 110 ° C. under vacuum (at 70 mbar). It is then cooled to 50 ° C and relieved of nitrogen, and 30 parts ( ⁇ 12) are added.
- Example 5 The procedure is as in Example 5 until the heating and the nitrogen supply are switched off. Now 16.33 parts ( ⁇ 14) and 32.67 parts ( ⁇ 15) are added. Then an aqueous solution consisting of 745.81 parts water 49.00 share ( ⁇ 21) 195.96 parts of a 50% aqueous solution of ( ⁇ 4) and 130.64 parts of an 80% aqueous butyl monoglucoside solution flow to. Then about 13.00 parts of bisacetic acid and 25.00 parts of 36.5% hydrochloric acid are added to adjust the pH to 4.0. A transparent product is obtained, which is mixed with 39.98 parts ( ⁇ 11) dissolved in 17.64 parts of water and 40.37 parts of dipropylene glycol. 1633.00 parts of product J with good shear stability are obtained.
- a GASTON-COUNTY jet is used in the same way as on the AVESTA jet.
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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)
- Compositions Of Macromolecular Compounds (AREA)
- Silicon Polymers (AREA)
- Detergent Compositions (AREA)
- Colloid Chemistry (AREA)
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE3929757A DE3929757A1 (de) | 1989-09-07 | 1989-09-07 | Waessrige aminopolysiloxanmikroemulsionen, deren herstellung und verwendung |
DE3929757 | 1989-09-07 | ||
DE4026029 | 1990-08-17 | ||
DE4026029A DE4026029A1 (de) | 1989-09-07 | 1990-08-17 | Waessrige aminopolysiloxanmikroemulsionen, deren herstellung und verwendung |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0417047A2 EP0417047A2 (de) | 1991-03-13 |
EP0417047A3 EP0417047A3 (en) | 1992-03-25 |
EP0417047B1 true EP0417047B1 (de) | 1994-11-02 |
Family
ID=25884859
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP90810675A Expired - Lifetime EP0417047B1 (de) | 1989-09-07 | 1990-09-06 | Mikroemulsionen von Aminopolysiloxanen |
Country Status (8)
Country | Link |
---|---|
US (2) | US5520827A (ja) |
EP (1) | EP0417047B1 (ja) |
JP (1) | JP3311744B2 (ja) |
AT (1) | ATE113676T1 (ja) |
CA (1) | CA2024797C (ja) |
DE (2) | DE4026029A1 (ja) |
ES (1) | ES2066188T3 (ja) |
HK (1) | HK1007179A1 (ja) |
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US6013683A (en) * | 1998-12-17 | 2000-01-11 | Dow Corning Corporation | Single phase silicone and water compositions |
US6451905B2 (en) * | 1999-02-16 | 2002-09-17 | Crompton Corporation | Shear stable aminosilicone emulsions |
US6495058B1 (en) | 2000-02-14 | 2002-12-17 | The Procter & Gamble Company | Aqueous wrinkle control compositions dispensed using optimal spray patterns |
DE10015174A1 (de) * | 2000-03-27 | 2001-10-04 | Basf Ag | Stabile wäßrige Polymeremulsionen, ihre Herstellung und Verwendung |
US6706076B2 (en) | 2000-06-05 | 2004-03-16 | Procter & Gamble Company | Process for separating lipophilic fluid containing emulsions with electric coalescence |
US6670317B2 (en) | 2000-06-05 | 2003-12-30 | Procter & Gamble Company | Fabric care compositions and systems for delivering clean, fresh scent in a lipophilic fluid treatment process |
US6840069B2 (en) | 2000-06-05 | 2005-01-11 | Procter & Gamble Company | Systems for controlling a drying cycle in a drying apparatus |
US6706677B2 (en) | 2000-06-05 | 2004-03-16 | Procter & Gamble Company | Bleaching in conjunction with a lipophilic fluid cleaning regimen |
US6840963B2 (en) | 2000-06-05 | 2005-01-11 | Procter & Gamble | Home laundry method |
US6828292B2 (en) * | 2000-06-05 | 2004-12-07 | Procter & Gamble Company | Domestic fabric article refreshment in integrated cleaning and treatment processes |
US6939837B2 (en) * | 2000-06-05 | 2005-09-06 | Procter & Gamble Company | Non-immersive method for treating or cleaning fabrics using a siloxane lipophilic fluid |
US6673764B2 (en) | 2000-06-05 | 2004-01-06 | The Procter & Gamble Company | Visual properties for a wash process using a lipophilic fluid based composition containing a colorant |
US6930079B2 (en) | 2000-06-05 | 2005-08-16 | Procter & Gamble Company | Process for treating a lipophilic fluid |
US6691536B2 (en) * | 2000-06-05 | 2004-02-17 | The Procter & Gamble Company | Washing apparatus |
US6855173B2 (en) | 2000-06-05 | 2005-02-15 | Procter & Gamble Company | Use of absorbent materials to separate water from lipophilic fluid |
DE10034831A1 (de) * | 2000-07-18 | 2002-01-31 | Ciba Sc Pfersee Gmbh | Gemische von Polysiloxanemulsionen |
US6564591B2 (en) | 2000-07-21 | 2003-05-20 | Procter & Gamble Company | Methods and apparatus for particulate removal from fabrics |
US6475974B1 (en) * | 2000-09-01 | 2002-11-05 | Dow Corning Corporation | Mechanical microemulsions of blended silicones |
US20050060811A1 (en) * | 2000-09-07 | 2005-03-24 | The Procter & Gamble Company | Fabric care article and method for conserving energy |
US20050098759A1 (en) * | 2000-09-07 | 2005-05-12 | Frankenbach Gayle M. | Methods for improving the performance of fabric wrinkle control compositions |
JP5108181B2 (ja) * | 2001-05-24 | 2012-12-26 | モメンティブ・パフォーマンス・マテリアルズ・ジャパン合同会社 | シリコーンエマルジョン組成物および化粧料 |
GB0120058D0 (en) † | 2001-08-17 | 2001-10-10 | Dow Corning | Polysiloxanes and their preparation |
GB0302840D0 (en) * | 2003-02-07 | 2003-03-12 | Dow Corning | Process for making silicone emulsions |
US20050112087A1 (en) * | 2003-04-29 | 2005-05-26 | Musso Gary F. | Pharmaceutical formulations for sustained drug delivery |
US7345016B2 (en) * | 2003-06-27 | 2008-03-18 | The Procter & Gamble Company | Photo bleach lipophilic fluid cleaning compositions |
US20050003987A1 (en) * | 2003-06-27 | 2005-01-06 | The Procter & Gamble Co. | Lipophilic fluid cleaning compositions |
US20050003988A1 (en) * | 2003-06-27 | 2005-01-06 | The Procter & Gamble Company | Enzyme bleach lipophilic fluid cleaning compositions |
US7365043B2 (en) * | 2003-06-27 | 2008-04-29 | The Procter & Gamble Co. | Lipophilic fluid cleaning compositions capable of delivering scent |
JP4086305B2 (ja) * | 2003-12-02 | 2008-05-14 | 株式会社資生堂 | ホスホリルコリン基含有化合物及び該化合物からなる表面改質剤 |
US20050183208A1 (en) * | 2004-02-20 | 2005-08-25 | The Procter & Gamble Company | Dual mode laundry apparatus and method using the same |
JP4246091B2 (ja) * | 2004-03-22 | 2009-04-02 | モメンティブ・パフォーマンス・マテリアルズ・ジャパン合同会社 | 毛髪化粧料組成物 |
JP5473690B2 (ja) * | 2010-03-15 | 2014-04-16 | 日華化学株式会社 | 精練漂白加工又は染色加工用の浴中品質向上剤及び加工方法 |
US8728339B2 (en) | 2010-06-30 | 2014-05-20 | Dow Global Technologies Llc | Branched secondary alcohol alkoxylate surfactants for textile processing |
CN103193985A (zh) * | 2012-01-04 | 2013-07-10 | 安徽科光新材料有限公司 | 一种有机硅平滑剂的制备方法 |
CN103804690B (zh) * | 2014-03-17 | 2017-05-17 | 广州市仲沅其新型材料有限公司 | 双氨基封端线性聚二甲基硅氧烷的制备方法 |
BR112018012509A2 (pt) | 2015-12-28 | 2018-12-11 | Colgate Palmolive Co | amaciantes de roupa |
US11466400B2 (en) * | 2018-06-19 | 2022-10-11 | Hexcel Corporation | Finish composition |
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-
1990
- 1990-08-17 DE DE4026029A patent/DE4026029A1/de not_active Ceased
- 1990-09-06 AT AT90810675T patent/ATE113676T1/de not_active IP Right Cessation
- 1990-09-06 EP EP90810675A patent/EP0417047B1/de not_active Expired - Lifetime
- 1990-09-06 CA CA002024797A patent/CA2024797C/en not_active Expired - Lifetime
- 1990-09-06 JP JP23461790A patent/JP3311744B2/ja not_active Expired - Fee Related
- 1990-09-06 DE DE59007619T patent/DE59007619D1/de not_active Expired - Fee Related
- 1990-09-06 ES ES90810675T patent/ES2066188T3/es not_active Expired - Lifetime
-
1994
- 1994-11-15 US US08/340,107 patent/US5520827A/en not_active Expired - Lifetime
-
1995
- 1995-03-03 US US08/398,316 patent/US5573694A/en not_active Expired - Lifetime
-
1998
- 1998-06-24 HK HK98106263A patent/HK1007179A1/xx not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
CA2024797A1 (en) | 1991-03-08 |
US5573694A (en) | 1996-11-12 |
US5520827A (en) | 1996-05-28 |
DE4026029A1 (de) | 1992-02-20 |
EP0417047A2 (de) | 1991-03-13 |
HK1007179A1 (en) | 1999-04-01 |
JP3311744B2 (ja) | 2002-08-05 |
DE59007619D1 (de) | 1994-12-08 |
ATE113676T1 (de) | 1994-11-15 |
ES2066188T3 (es) | 1995-03-01 |
JPH03170557A (ja) | 1991-07-24 |
EP0417047A3 (en) | 1992-03-25 |
CA2024797C (en) | 2001-10-16 |
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