Textile finishes

Abstract

 A textile finishing composition comprising a silylated polyether, a compound selected from aldehydes, acetals and mixtures thereof and a diluent. The textile finishing composition is applied to textile materials to impart improved dimensional stability, improved wetting properties and a durable softness.

Description

[0001] The present invention relates to textile finishes and more particularly to textile finishing compositions for treating textile materials to impart dimensional stability, improved wetting properties and softness to the treated materials and to a process for applying textile finishing compositions to textile materials.

Background of the Invention

[0002] Textile materials have been treated with silicone containing materials to impart a soft hand to the treated materials. For example, U. S. Patent No. 3,812,201 to Bey discloses treating textile materials with a composition containing a carboxy functional siloxane and a durable press resin to improve the tear strength, abrasion resistance and flat appearance. Also, U. S. Patent No. 4,170,581 to Griffin discloses treating cellulose containing fabrics with a silicone-containing durable, press resin composition obtained from the polymerization of a polydimethylsiloxane which has been emulsified in an aqueous solution of dimethylolethylene urea or dimethyloldihydroxyethylene urea to provide wrinkle-recovery and impart durable press properties to cellulose containing fabrics.

[0003] Although silicones and silicone containing materials are generally good softeners, they impart hydrophobicity to a textile article which can impede printing and make the article uncomfortable to wear due to the fact that the article does not wick away body perspiration.

[0004] Also, cotton material has been treated with aldehydes, acetals and aldehyde-urea reaction products to improve the dimensional stability of the treated material. However, fabrics treated with aldehydes or acetals have generally been unsatis-factory due to poor uniformity of treatment which leads to variable dimensional stability. Fabrics treated with dimethylol dihydroxyethylene urea give good dimensional stability; however, the residual formaldehyde levels on the treated fabric are high due to the degradation products of this compound. Furthermore, the toxicological properties of formaldehyde are increasingly becoming a concern of the textile industry.

[0005] Therefore, it is an object of this invention to provide a textile finishing composition which improves the uniformity of ^I treatment with an aldehyde and/or acetal, thereby enhancing dimensional stability. Another object of this invention is to provide a textile finishing composition which when applied to textile materials provides a finish which does not release high levels of formaldehyde. Another object of this invention is to provide a textile finish which has wetting properties that allow good printing and allow body perspiration to be wicked away. A further object of this invention is to provide a textile finishing composition, which when applied to textile materials, imparts a soft hand to the treated materials.

Summary of the Invention

[0006] The foregoing objects and others which will become apparent from the following description are accomplished in accordance with this invention, generally speaking, by providing a textile finishing composition comprising (1) a silylated polyether, (2) a compound selected from the group consisting of (a) aldehydes, (b) acetals and (c) mixtures thereof and (3) a diluent. The textile finishing composition may be combined with an acid catalyst in a treating bath and applied to textile materials to impart dimensional stability, improved wetting properties and a soft hand.

Detailed Description of the invention

[0007] The silylated polyethers and methods for preparing the same are described in U. S. Patents Nos. 4,312,993 and 4,331,797 to Martin, which are incorporated herein by reference.

[0008] The silylated polyethers may be represented by the formula

wherein at least one R is selected from the group consisting of an -NH radical, an ammonium radical or a radical of the formula



or

in which the radicals represented by R are linked to the polyether through an ester, amine, amide or substituted ammonium radical and the remaining R groups are selected from hydrocarbonoxy radicals having up to 18 carbon atoms, hydroxyl radical, -NH₂ radical or a radical of the formula

_R¹, which may be the same or different represents a divalent hydrocarbon radical selected from the group consisting of (CH₂)y, -CH=CH(CH2-)Z and a cyclic divalent hydrocarbon radical selected from the group consisting of C₆H₄, C₆H₈, C₆H₁₀ and C₁₀H₆; A which may be the same or different is a silicon containing radical selected from the group consisting of cationic or anionic radicals of the formula

and nonionic radicals of the formula

R² and R³ which may be the same or different, are monovalent hydrocarbon radicals having from 1 to 18 carbon atoms, R⁴ is an ionic radical linked to a silicon atom consisting of carbon, hydrogen, oxygen and nitrogen atoms selected from the formulas



and

R⁵ is a nonionic divalent radical represented by R⁶ or radicals consisting of carbon, hydrogen, oxygen and nitrogen atoms selected from the formulas

with the proviso that when R is the radical

then _R⁵ is R⁶, and R⁶ is a radical selected from the group consisting of a saturated divalent hydrocarbon radical having up to 10 carbon atoms, a divalent hydrocarbonoxy radical having up to 50 carbon atoms in which the oxygen is in the form of an ether linkage and an unsaturated divalent hydrocarbon radical having up to 10 carbon atoms in which the unsatisfied valences of the R⁶ radical are linked to a silicon atom. The unsatisfied valences or charges of A are satisfied by R and when A is a divalent radical and contains a dication or dianion, the ratio of A to R is 1:2 and when R is a cation, then A must be an anion, and when R is an anion, then A must be a cation and when R is a nonionic radical, then A must be a nonionic radical, a is a number of from 0 to 4; b, c and d are each 0 or 1, the sum of b, c and d must be at least 1, and when b, c or d are 0, then R must be NH₂, hydroxyl or hydrocarbonoxy radical or a radical of the formula

e is a number of from 0 to 2, f which may be the same or different is 0 or 1, and when f is 0, then R⁵ is a divalent hydrocarbonoxy radical linked to the silicon atom through a carbon-carbon bond, n is 2, 3 or 4, x is a number of at least 1 and up to 600, preferably from 10 to 250, y is a number of from 0 to 10 and z is a number of from 0 to 8.

[0009] The silylated polyethers used in the textile finishes may be prepared by reacting a dicarboxylic acid or anhydride thereof with an oxyalkylene glycol or copolymers thereof or an amine terminated polymeric oxyalkylene or copolymers thereof at a temperature of from about 0 to 185°C and thereafter reacting the resultant product with an aminofunctional silane or siloxane having at least one alkoxy group at a temperature of from 0 to 110°C.

[0010] The silylated polyethers may also be prepared by reacting an aminofunctional silane or siloxane with a dicarboxylic acid or anhydride thereof at a temperature up to about 110°C, and thereafter reacting the resultant carboxylic acid functional silane or siloxane with an amine terminated oxyalkylene polymer or copolymer at a temperature of up to about 110°C.

[0011] Also, the silylated polyethers may be prepared by reacting an oxyalkylene glycol or copolymers thereof with a dicarboxylic acid or anhydride thereof and thereafter reacting the resultant carboxylic acid polymer with a haloalkylalkoxysilane or siloxane in the presence of a basic compound such as triethylamine at a temperature up to about 150°C.

[0012] Still another method for preparing the silylated polyethers is to react an amine terminated oxyalkylene polymer or copolymer thereof with a haloalkylalkoxysilane or siloxane at a temperature up to about 150°C and thereafter reacting the resultant product with a sodium alkoxide at a temperature up tc about 150°C.

[0013] Aldehydes which may be employed in the finishing compositions of this invention are saturated or unsaturated, conjugated and unconjugated aliphatic aldehydes having from 1 t 20 carbon atoms. Suitable examples include formaldehyde, ethar propanal, propenal, propynal; and various isomers of butanal, pentanal, hexanal, heptanal, octanal, nonanal, decanal, unde- canal, dodecanal, tridecanal, tetradecanal, pentadecanal, hexadecanal, heptadecanal, octadecanal, ecosanal, butenal, hexenal, undecenal, furfural, and the like. Other examples of saturated and unsaturated conjugated and unconjugated substitut aldehydes are haloalkanals, such as chloroethanal, dichloroetha bromal, chloral, 2-bromopropanal., 2-chloropropanal, 3-chloropr panal, 2-chloro-2-methylpropanal, 2,3-dibromopropanal, 2,3-dichloropropanal, 2,2,3-trichloropropanal, 4-chlorobutanal, 2,3 dichlorobutanal, 2,2,3-trichlorobutanal and the like; hydroxy- alkanals such as glycolaldehyde, 2,'3-dihydroxypropanal, 3-hydroxybutanal, 4-hydroxypentanal, 3-hydroxy-2-methylpentanal and the like; alkylalkanals such as 2,2-dimethylpropanal, 2-ethylbutanal, 2-methylbutanal, 3-methylbutanal, 2-ethylhexanal, and the like; alkoxyalkanals such as ethoxyethanal, methoxy- ethanal and the like; oxoalkanals such as glyoxal, methylglyoxa 2-phenoxypropanal, 4-methyl-2-oxopentanal, 2-oxopentanal, 4- oxopentanal, and the like; haloalkenals such as 2-chloropropena 2-chlorobutenal and the like; and alkoxyalkenals such as 3- ethoxybutenal. Examples of aromatic substituted or unsubstitut aldehydes are benzaldehyde, tolualdehydes, salicylaldehyde, 1-phenylpro^pynal, 2-benz^ylidenebutanal, 2-benzylideneheptanal, hydroxybenzaldehydes, anisaldehyde, vanillan, piperanal, cinnam dehyde, carboxybenzaldehydes and the like.

[0014] The acetals used in the textile finishing composition of this invention may be represented by the formulas

wherein R⁷ may be hydrogen or a monovalent hydrocarbon radical having from 1 to 20 carbon atoms, R⁸ is a monovalent hydrocarbon radical having from 1 to 20 carbon atoms and R⁹ is a divalent hydrocarbon radical having from 2 to.10 carbon atoms

[0015] Exam_Dles of suitable monovalent hydrocarbon radicals represented bv R⁷ and R⁸ above are alkyl radicals such as the methvl, ethyl, propyl, isopropyl, butvl, amvl, hexvl, octyl, decyl, dodecyl and octadecyl radicals. substituted alkyl radicals such as chloroethyl, and methoxvethvl. alkenvl radicals such as vinyl, allyl, butenyl, butadienyl, 1-pentenyl, 1-decenyl, and 1-octadecenyl; aryl radicals such as the phenyl radical; aralkyl radicals such as the phenylmethyl, phenylethyl, or phenylbutyl radicals; alkaryl radicals such as the tolyl, xylyl, and ethylphenyl radicals; hydroxy and carboxy aryl, aralkyl, and alkaryl radicals.

[0016] Saturated and unsaturated divalent hydrocarbon radicals represented by R⁹ are radicals of the formulas (̵CH₂)̵_m, -CH=CH(CH₂)_r or a cyclic radical selected from C₆H₄, C₆H_8' C₆H₁₀ and C₁₀H₆ where m is a number of from 2 to 10 and r is 0, 1 or 2. Specific examples of divalent radicals are ethylene, propylene, butylene, hexylene, octylene, decylene, ethenylene, propenylene, 1-butenylene, 2-butenylene, cyclohexylene, 3-cyclohexene-1,2-ylene and naphthenylene.

[0017] Specific examples of acetals are dimethoxymethane, diphenoxymethane, 1,1-dimethoxy-2-tolylethane, 2,2-diphenoxy- propane, 3-ethoxy-l,3-dimethoxybutane, 2,2-dimethyl-l,3-dioxo- lane and 3-chloro-1,1-diethoxypropane.

[0018] The textile finishing compositions of this invention may also contain from 99.5 to 50 percent by weight of a diluent based on the weight of the composition.

[0019] Examples of suitable diluents are water and aliphatic alcohols having from 1 to 10 carbon atoms. Specific examples of suitable alcohols are methanol, ethanol, propanol, butanol, hexanol, octanol and decanol.

[0020] The diluent may be a solvent or an emulsifier or a dispersant for the silylated polyether, aldehyde or acetal.

[0021] The textile finishing compositions of this invention may also include silanol containing organopolysiloxanes having c viscosity of from 15 to 1,000,000 mPa.s at 25°C and more preferably from 25 to 500,000 mPa.s at 25°C. The preferred organopolysiloxanes are silanol terminated polydimethylsiloxanes, although other alkylpolysiloxanes may be employed. These finishes may contain from 0.5 to 99.5 percent by weight of silanol containing organopolysiloxanes and from 99.5 to 0.5 percent by weight of silylated polyethers, based on the weight of the silanol containing organopolysiloxanes and the silylated j polyethers.

[0022] In preparing the finishing compositions of this invention, the silylated polyether, aldehyde or acetal or mixtures thereof and diluent may be mixed in any order and at temperatures ranging from about 10° to 90°C.

[0023] The finishing composition may be applied to any textil material. Examples of suitable textile materials are cotton, rayon, polyester, polypropylene, polyethylene, polyurethane, polyamide, wool, hemp, natural silk, cellulose acetate and polyacrylonitrile fibers as well as mixtures of these fibers. The textile materials may consist of staple or monofilament fibers and fabrics made thereof.

[0024] The finishing compositions of this invention may be applied to the textile materials by any means known in the art, such as by spraying, immersion, foaming, padding, calendering o: by gliding the fibers across a base which has been saturated with the compositions of this invention.

[0025] A preferred method for treating textile materials is to use a finishing bath containing from 0.16 to 30 percent by weight of silylated polyether, from 0.04 to 40 percent by weight of an aldehyde or an acetal or mixtures thereof and from 99.8 tc 30 percent by weight of diluent based on the weight of the finishing composition. An acid catalyst is preferably added to the bath in an amount of from 0.5 to 50 percent by weight based on the weight of the finishing composition.

[0026] The acid catalyst is preferably added to the finishin bath containing the silylated polyether, aldehyde or acetal and diluent just prior to use. The acid catalyst is generally present in an amount of from 0.5 to about 50 percent by weight, preferably from about 1 to 40 percent by weight and more preferably from about 2 to 30 percent by weight based on the weight of the composition containing the silylated polyether, aldehyde or acetal and diluent.

[0027] Examples of suitable acid catalysts are water soluble metallic salts such as magnesium chloride, magnesium nitrate, magnesium sulfate, magnesium dihydrogenphosphate, zinc nitrate, zinc chloride, zinc tetrafluoroborate, aluminum chlorohydrate, aluminum chloride and mixtures of the above salts; water soluble ammonium and amine salts such as ammonium chloride, ammonium sulfate, aminomethylpropanol hydrochloride and aminomethylpropanol nitrate and mixtures thereof in combination with the metallic salts described above. Other catalysts which may be employed are acids such as oxalic acid, gluconic acid, phosphoric acid, tartaric acid, maleic acid, para-toluenesulfonic acid and acetic acid; and mixtures containing the above acids and the metallic salts described above.

[0028] The finishing bath may be'further diluted with diluent prior to treating the textile materials. It is preferred that the diluent be the same as, or at least compatible with the diluent present in the finishing composition.

[0029] In treating the textile material with a finishing bath, the textile material is passed through the treating bath to provide a wet pick-up rate of from about 10 to 85 percent based on the weight of the textile material. The amount of composition applied to the textile material depends on the properties desired in the treated material.

[0030] After applying the composition to the textile material, the treated material is heated at an elevated temperature, e.g., from 80 to 200°C for a period of time ranging from about 1.5 to about 15 minutes. If desired, the treated textile material can be dried at a temperature of about 50 to 95°C for a period of time ranging from about 1 to 10 minutes and then cured at'a temperature of from about 125 to 200°C for from about 15 to 60 seconds.

[0031] Other materials which may be added to the finishing compositions or the finishing baths of this invention are agents which improve abrasion resistance of the treated fibers, hand builders, materials which improve the fragrance of the treated textile materials, aminoplast or other types of thermosetting resins, antistatic agents, lubricants, fire retardant agents, soil resistant materials, organic softeners and other hydrophi oleophilic, or hydrophobic agents. Anionic, cationic, nonioni and amphoteric surfactants may also be incorporated in the finishing bath of this invention.

[0032] Examples of suitable organic softeners are various fatty amides, fatty amines, and fatty amido amines, amido amines, mono- and diglycerides, quaternized fatty amines, hydroxyethyldiethyl ammonium sulfate and ethoxylated stearic quaternary ammonium compounds; various fatty esters such as bu stearates, glycerol stearates; diethylene glycol stearates, an sulfonated fatty esters of polyethylene glycols and diethylene glycols; various oxyalkylene polymers such as oxyethylene polymers, oxypropylene polymers and copolymers thereof, sodium salts of long chain alcohol sulfates, and fatty alcohol/fatty amide blends; fatty acids such as lauric, myristic, palmitic, oleic, and stearic acids; diethyl- and dipropylbenzoates; poly ethylene polymers and sodium hydrocarbon sulfates. These orga- softeners may be neat, emulsified in water, or dissolved in aqueous or organic diluents.

[0033] Textile materials treated with the finishing compositions of this invention exhibit the hand and wetting characteristics common to textile materials treated with conventional softeners; however, the addition of an aldehyde or acetal to t: textile finish enhances the durability of the textile finish a: provides for a soft hand and improved wetting characteristics even after repeated home launderings.

[0034] Furthermore, the presence of the aldehyde or acetal component with the silylated polyether results in improved dimensional stability properties of the textile material over those treated solely with an aldehyde.

[0035] The wetting characteristics and dimensional stability characteristics are determined in accordance with the test procedures described in the Technical Manual of the American Association of Textile Chemists and Colorists (AATCC), test methods 39-1980 and 135-1978, respectively.

[0036] Specific embodiments of this invention are further illustrated in the following examples in which all parts are by weight unless otherwise specified.

Example 1

[0037] Several textile finishing baths are prepared by dispersing the ingredients listed in Table I in water. These compositions are padded onto samples of polyester/cotton (65/35) fabric at 50 percent wet pick-up. The fabric is dried for 60 seconds at 120°C and cured for 20 seconds at 204°C. The treated fabric is then evaluated for (a) dimensional stability through five home launderings (AATCC Test Method 135-1978); (b) wetting time through five home launderings (_AATCC Test Method 39-1980); and (c) fabric hand. The results are shown in Table I. Table I shows that formaldehyde enhances the durability of the textile finish and improves the dimensional stability of the fabric through five home launderings. In addition, a fabric treated with these textile finishes has a soft, silky hand.

[0038] The silylated polyether emulsion in Table I is prepared by heating a mixture containing 124 parts of succinic anhydride and 2,278 parts of oxyethylene-oxypropylene triol copolymer, having a molecular weight of 6360 and a'weight ratio of oxyethylene to oxypropylene of 7 to 3, for eighteen hours at 120°C. The resultant product is a yellow liquid having a viscosity of 4,168 mPa.s at 25°C and an acid content of 0.58 milliequivalents per gram (theoretical 0.5 meq/g).

[0039] The resultant product is then mixed with 238 parts of aminopropyltriethoxysilane and heated at 70°C for 3 hours. The product i-s a yellow liquid having a viscosity of about 30,000 mPa.s at 25°C.

[0040] The product is then mixed with 660 parts of a hydroxyl terminated polydimethylsiloxane having a viscosity of 60 mPa.s at 25°C and a hydroxyl content of about 2.5 percent and heated at 50°C for 6 hours. A white, opaque fluid having a viscosity of about 60,000 mPa.s at 25°C is recovered. This product is. combined with 6700 parts of water to form a white, opaque emulsion having a viscosity of 50 mPa.s at 25°C.

Example 2

[0041] Several textile finishing baths are prepared by dis- .persing the ingredients listed in Table II in water. These compositions are padded onto 100 percent polyester fabric at 81 percent wet pick-up. The fabric is dried and cured for 90 seconds at 171°C. The treated fabric is then evaluated for wetting time through multiple home launderings. The results of these evaluations are shown in Table II. Table II shows that formaldehyde enhances the durability of the textile finish after multiple launderings.

[0042] The silylated polyether in Table II is prepared by heating a mixture containing 150 parts of succinic anhydride and 2880 parts of oxyethylene-oxypropylene triol copolymer, having a molecular weight of 6360 and a weight ratio of oxyethylene to oxypropylene of 7 to 3, for eighteen hours at 120°C. The product is a yellow liquid having a viscosity of 4,168 mPa.s at 25°C, and an acid content of 0.58 millie^quivalents per gram (theoretical 0.5 meq/g).

[0043] The resultant product is then mixed with 300 parts of, aminopropyltriethoxysilane and heated at 70°C for 2 hours. The product is a yellow liquid having a viscosity of about 30,000 mPa.s at 25°C. The resultant product is then mixed with 6670 parts of water to form a clear, straw-colored solution having a viscosity of 50 mPa.s at 25°C.

Example 3

[0044] Several textile finishing baths are prepared by dispersing the ingredients listed in Table III in water. These compositions are padded onto samples .of polyester/cotton (65/35) fabric at 50 percent wet pick-up. The fabric is dried for 60 seconds at 120°C and cured for 20 seconds at 204°C. The treated fabric is then evaluated for (a) dimensional stability through five home launderings and (b) fabric hand. The results of these evaluations are shown in Table III. Table III shows that a textile finish containing formaldehyde imparts dimensional stability to the fabric even after five home launderings.

[0045] The silylated polyethers used in the finishing compositions of Table III are prepared in the following manner:

(a) The silylated polyether composition is prepared in accordance with the procedure described in Example 1.

(b) A silylated polyether is prepared by heating a mixture containing 800 parts of an amine having the general formula

with 264.7 parts of chloropropyltrimethoxysilane and 141.6 parts of triethylamine at 85°C for 8 hours, and thereafter the product is filtered through a celite mat. The filtrate is vacuum stripped at 100°C. The resultant product is an orange liquid having a viscosity of 100 mPa.s at 25°C and contains 3.04 percent silicon (theoretical 3.41 percent).

[0046] About 180 parts of the above product is mixed with 20 parts of a hydroxyl terminated polydimethylsiloxane having a silanol content of about 2.5 percent, for 4 hours at room temperature. The resultant product is an opaque, orange liquid having a viscosity of 275 mPa.s at 25°C. About 300 parts of water are then added to form a yellow liquid having a viscosity of 25 mPa.s at 25°C and a base equivalent of 0.61 _meq/g (theoretical 0.4 meq/g). The resultant composition has a 40 percent by weight solids content.

(c) A silylated polyether is prepared by heating a mixture containing 5,250 parts of methoxy oxypropylene glycol having a molecular weight of 750 and 1401 parts of succinic anhydride in a reaction vessel at 120°C for sixteen hours. The resulting product is a yellow fluid having a viscosity of 2,285 mPa.s at 25°C and an acid content of 2.2 meq/g (theoretical 2.1 meq/g). This product is then reacted with 3232 parts of aminopropyltriethoxysilane at 70°_C for two hours, to form a cloudy, yellow liquid having a viscosity of 7,624 mPa.s at 25°C. About 11,143 parts of water are then added to form a composition, having a viscosity of 7.5 mPa.s at 25°C.

(d) A silylated polyether is prepared in accordance with the procedure described in Example (2) except that 210 parts of phthalic anhydride and 2790 parts of oxyethylene-oxypropylene triol copolymer having a molecular weight of 6360 and a weight ratio of oxyethylene to oxypropylene of 7 to 3 are reacted for eighteen hours at 120°C. About 300 parts of aminopropyltriethoxysilane are reacted with the resultant product at 70°C for two hours and then mixed with 6700 parts of water. The product is a clear, straw-colored solution having a viscosity of 50 mPa.s at 25°C.

(e) The procedure of example (2) is repeated, except that 140 parts of maleic anhydride and 2850 parts of an oxyethylene-oxypropylene triol copolymer, having a molecular weight of 6360 and a weight ratio of oxyethylene to oxypropylene of 7 to 3 are reacted for eighteen hours at 120°C. About 310 parts of aminopropyltriethoxysilane are reacted with the resultant product at 70°C for two hours. The product is then mixed with 6700 parts of water. A clear, amber solution having a viscosity of 50 mPa.s at 25°C is obtained.

(f) A silylated polyether is prepared by heating a reaction mixture containing 2330 parts of an oxyethylene diol having a molecular weight of about 1450 and 300 parts ofsuc- cinic anhydride at 170°_C for six hours. An infrared spectrum of the resultant product shows that the succinic anhydride has completely reacted. After cooling the product to 70°C, about, 670 parts of aminopropyltriethoxysilane are added and the temperature maintained at 70°C for two hours. Upon cooling to room temperature, a white crystalline material is obtained which melts at a temperature of from 45 to 50°C.

[0047] About 6700 parts of water are added to the above product at 70°C and after cooling to room temperature, a clear, yellow liquid is formed having a viscosity of 13 mPa.s at 25°C. The resultant composition has a 33 percent by weight solids content.

[0048] (g) A silylated polyether is prepared by heating a mixture containing 1270 parts of an oxyethylene diol having a molecular weight of about 400 and 630 parts of succinic anhydride in a reaction vessel to 175°C. The vessel is cooled to 90°C and 1400 parts of aminopropyltriethoxysilane are added. After mixing for two hours, a clear amber liquid is obtained having a viscosity of 2116 mPa.s at 25°C.

[0049] About 6700 parts of water are added to the above product at 90°C and upon cooling to room temperature, a clear, yellow liquid is formed having a viscosity of 5 mPa.s at 25°C. The resultant composition has a 33 percent by weight solids content.

[0050] (h) A'silylated polyether is prepared by heating in a reaction vessel a mixture containing about 48 parts of succinic anhydride and 899 parts of an oxyethylene-oxypropylene triol copolymer having a molecular weight of 6360 and a weight ratio of oxyethylene to oxypropylene of 7 to 3, for eighteen hours at 120°C. The resultant product is a yellow liquid having a viscosity of 4,165 mPa.s at 25°C and an acid content of 0.58 milliequivalents per gram (theoretical 0.5 meq/g)..

[0051] The product is then mixed with 53 parts of aminoethyl- aminopropyltrimethoxysilane and heated at 70°C for three hours. The resulting product is an amber liquid having a viscosity of 12,535 mPa.s at 25°C.

[0052] (i) A silylated polyether is prepared by heating in a reaction vessel a mixture containing 800 parts of an amine having the general formula

264.7 parts of chloropropyltrimethoxysilane and 141.6 parts of triethylamine at 85°C for eight hours, and thereafter the resultant product is filtered through a celite mat. The filtrate is vacuum stripped to 100°C to form an orange liquid having a viscosity of 100 mPa.s at 25°C and a silicon content of 3.04 percent (theoretical 3.41 percent).

[0053] (j) A silylated polyether is prepared by heating in a reaction vessel 300 parts of succinic anhydride and 2600 parts of an oxyethylene-oxypropylene copolymer, having a molecular weight of approximately 2600 and a weight ratio of oxyethylene to oxypropylene of 1.7 to 1, for eighteen hours at 120°C. The resultant product is a yellow liquid having a viscosity of 1,698 mPa.s at 25°C and an acid content of 1.12 meq/g (theoretical 1.03 meq/g).

[0054] The above product is mixed with 664 parts of an aminopropyltriethoxysilane and heated at 70°C for three hours. The resultant yellow liquid has a viscosity of 30,000 mPa.s at 25°C and a 33 percent by weight solids content. This product is then combined with 7236 parts of water to form a clear, yellow solution having a viscosity of 18 mPa.s at 25°C.

[0055] (k) A silylated polyether is prepared by heating in a reaction vessel 120 parts of succinic anhydride and 1000 parts of an oxyethylene-oxypropylene triol copolymer, having a molecular weight of 2600 and a weight ratio of oxyethylene to oxypropylene of 1.7 to 1 for eighteen hours at 120°C. The resultant product is a clear, amber liquid having a viscosity of 1700 mPa.s at 25°C and an acid content of 1.12 milliequivalents per gram (theoretical 1.03 meq/g).

[0056] The above product is cooled to room temperature after which 238 parts of chloropropyltrimethoxysilane in 200 milliliters of xylene and 49.2 parts by weight of triethylamine are added and refluxed for 12 hours. The resulting fluid is then filtered and the filtrate vacuum stripped to 90°C. About 938 parts of water are immediately added to the residue and the resulting product is then cooled to room temperature. The resultant amber colored liquid has a viscosity of 72.2 mPa.s at 25°C and a 60 percent by weight solids content.

[0057] (1) A silylated polyether is prepared by heating 400 parts of oxypropylene diol, having a molecular weight of approximately 400, and 200 parts by weight of succinic anhydride at 120°C for eighteen hours in a reaction vessel. The resultant liquid is cooled to 70°C and then 238 parts of aminopropyltrimethoxysilane are added. After mixing at 70°C for two hours a clear, amber liquid having a viscosity of 1350 mPa.s at 25°C is obtained.

[0058] (m) The procedure described in (a) above is repeated except that 660 parts of a hydroxyl terminated polydimethylsiloxane having a viscosity of about 2000 mPa.s at 25°C and a hydroxyl content of 0.11 percent is substituted for the hydroxyl terminated polydimethylsiloxane having a viscosity of 60 mPa.s at 25°C.

[0059] (n) The procedure described in (a) above is repeated except that 660 parts of a hydroxyl terminated polydimethylsiloxane having a viscosity of 20,000 mPa.s at 25°C is substituted for the hydroxyl terminated polydimethylsiloxane having a viscosity of about 60 mPa.s at 25°C.

Example 4

[0060] Five textile finishing baths are prepared by dispersing the ingredients listed in Table IV in water. These compositions are padded onto samples of polyester/cotton (65/35) fabric at 50 percent wet pick-up. The fabric is dried for 60 seconds at 120°C and cured for 20 seconds at 204°C. The treated fabric is then evaluated for (a) dimensional stability through five home launderings and (b) fabric hand. The results, in Table IV, show that textile finishes containing dimethoxymethane impart dimensional stability through five home launderings.

Claims

1. A textile finishing composition comprising a (1) silylated polyether, (2) a compound selected from the group consisting of an aldehyde, an acetal and mixtures thereof and (3) a diluent.

2. The textile finishing composition of claim 1, wherein the silylated polyether (1) is represented by the formula

I wherein at least one R is selected from the group consisting of an -NH radical, a substituted ammonium radical or a radical of the formula

in which the radicals represented by R are linked to the polyether through- an ester, amine, amide or ammonium radical and the remaining R groups are selected from hydrocarbonoxy radicals having up to 18 carbon atoms, hydroxyl radical, -NH₂ radical or a radical of the formula

_R¹, which may be the same or different, represents a divalent hydrocarbon radical selected from the group consisting of (CH₂)_y' CH=CH(CH₂)_z and a cyclic divalent hydrocarbon radical selected from the group consisting of C₆H_4' C₆H_8' C₆H₁₀ and C₁₀H₆; A, which may be the same or different, is a silicon containing radical selected from the group consisting of cationic or anionic radicals of the formula

and nonionic radicals of the formula

R² and R³, which may be the same or different, are monovalent hydrocarbon radicals having from 1 to 18 carbon atoms,.R⁴ is an ionic radical linked to a silicon atom consisting of hydrogen, carbon, oxygen and nitrogen atoms selected from the formulas



and

R⁵ is a nonionic divalent radical represented by R⁶ or radicals consisting of carbon, hydrogen, oxygen and nitrogen atoms selected from the formulas

with the proviso that when R is the radical

then R⁵ is R⁶, in which R⁶ is a radical selected from the group consisting of a saturated divalent hydrocarbon radical having up to 10 carbon atoms, a divalent h^ydrocarbonoxy radical having up to 50 carbon atoms in which the oxygen is in the form of an ether linkage and an unsaturated divalent hydrocarbon radical having up to 10 carbon atoms, in which the unsatisfied valences are linked to a silicon atom and the unsatisfied valences or charges of A are satisfied by R and when A is a divalent radical, the ratio of A to R is 1:2 and when R is cationic, then A must be anionic, and when R is anionic, then A must be cationic and when R is nonionic then A must be nonionic, a is a number of from 0 to 4, b, c and d are each 0 or 1, and the sum of b, c and d must be at least 1, and when b, c or d are 0, then R must be -NH₂, hydroxyl or hydrocarbonoxy radical or a radical of the formula

e is a number of from 0 to 2, f is 0 or 1, and when f is 0,then R is a divalent hydrocarbonoxy radical linked to the silicon atom through a carbon-carbon bond, n is 2, 3 or 4, x is a number of at least 1 and up to 600, y is a number of from 0 to 10 and z is a number of from 0 to 8.

3. The composition of claim 1, wherein the compound (2) is an aldehyde having from 1 to 20 carbon atoms.

4. The composition of claim 1, wherein the compound is an acetal having from 3 to 20 carbon atoms, represented by the formulas

wherein R is selected from the group consisting of hydrogen and a monovalent hydrocarbon radical having from 1 to 20 carbon atoms, _R⁸ is a monovalent hydrocarbon radical having from 1 to 20 carbon atoms and R⁹ is a divalent hydrocarbon radical having from 2 to 10 carbon atoms.

5. The composition of claim l,wherein the diluent (3) is water or an aliphatic alcohol having from 1 to 10 carbon atoms.

6. The composition of claim 1 which contains additionally a silanol containing organopolysiloxane and/or an organic softening agent.

7. The composition of claim 6, wherein.the silanol containing organopolysiloxane is a silanol terminated polydimethylsiloxane having a viscosity of from 15 to 1,000,000 mPa·s at 25°C.

8. The composition of claim 1, wherein the silylated polyether (1) is present in an amount of from 0.16 to 30 percent by weight, compound (2) is present in an amount of from 0.04 to 40 percent by weight and diluent (3) is present in an amount of from 99.8 to 30 percent by weight, based on the weight of the composition.

9. A textile finishing bath wherein from 0.5 to 50 percent by weight of an acid catalyst is present, based on the weight of the silylated polyether (1), compound (2) and diluent (3).

10. A process for coating textile materials, which comprises applying a composition containing (1) a silylated polyether, (2) a compound selected from the group consisting of aldehydes, acetals and mixtures thereof, (3) diluent and optionally an acid catalyst to a textile material, and thereafter drying the coated material by heating it to a temperature of at least 50°C and then increasing to a temperature of at least 125°C.