CS224643B2 - Method of textile material treatment - Google Patents

Description

The present invention relates to a method of coating textile materials with silylated polyethers.

Heretofore, textile materials have been treated with compositions comprising an organopolysiloxane with a hydroxyl-terminated group, a crosslinking agent, and a catalyst to impart a soft, silky, durable feel to these materials. (See Burril U.S. Patent No. 3,876,459 and Richardson U.S. Patent No. 3,770,489). Although treatment with these organopolysiloxanes is very effective for the intended purpose, the treated material obtained ^y undesirable properties. For example, organopolysiloxane-treated textile materials tend to become easier to spot. In addition, organopolysiloxanes tend to impart hydrophobic properties to the treated textile materials, which reduces the pleasant properties of the material. Further, organopolysiloxanes are generally applied to textile materials in the form of emulsions and these emulsions tend to separate during application, causing uneven coating.

If these coated textile materials are subjected to prolonged processing such as dyeing or printing, the uneven dispersion of the organopolysiloxanes on the surface of the textile materials adversely affects the print quality and coloring of the materials.

Another disadvantage of the organopolysiloxanes is that they generally require more than one component. Once the components are mixed, the resulting mixture has limited stability.

Silicone-containing materials which impart dirt-repellent or dirt-releasing properties to textile materials are described by Pittmen in U.S. Patent Nos. 3,716,517 and 3,716,518. These silicone-containing materials are prepared by copolymerizing at least one monomer capable of producing oleophobic properties with at least one monomer capable of The invention provides a method for providing hydrophilic properties with at least one monomer capable of causing hydrophilic properties. The silane containing a terminal perfluoroalkyl group having from 3 to 18 perfused carbon atoms is used as the oleophobic monomer. As thyroolefin monomer, a silo is used which contains two or more alkylene oxide groups in which the alkylene groups contain an alkylene group. up to 2 to 6 carbon atoms. These hydrophobic monohydrates are prepared by converting the polyphenylene polyelkyleneoxyglycol not from olefins. The reaction product is reacted with a shielding hydrogen enriched in the presence of a platinum catalyst. Where it is necessary to prepare the monommers containing the ester linkage, the forged p-ethyl ester is cyclohexyl chloride esterified with acrylic chloride, and then the silane is added to the formed product. hydrogen is a platinum catalyst.

In the preparation of the dihydric monomers described above, one of the basic components is the terminal unsaturated polyethers, which are not readily available on a commercial scale. These terminally unsaturated polyethers can be prepared by reacting the monosubstituted polyalkylalkyltroxyglycols with allyl and allyl. Further, the silcoone compounds described by Pitman a) contain an ester group, while the silicone polyethers of the invention contain tester bonds.

For this reason, one of the advantages of the present invention is that the silylated polyethers, which are more easily available than the polyol glycol glycols and the hydrogen peroxides, are enhanced.

Other benefits · SLL Yoo ^ ⁱ ^ i ^ rychi polyether lies in the fact that such a ^ y ^ Oven with polyethers. they form sulfuric coatings on the treated textile materials. The properties improve the cortex of textile material by increasing body sweat.

In addition, the silicone polyethers provide the treated textile materials with a remark which removes the hard feel provided to the textile materials by treatment with rhinopies. It has also been found that the SiO2 polyethers are free of aminoplasts and may not be a resin of a plastic coating in certain applications.

An object of the present invention is a method of processing textile fabric, characterized in that the textile fabric is measured. is coated with a polyether of the general formula

OC ^ CH ^^ FI / _{ь спреем} A;] and CH _{2 and} W _Jn IOC / _x · R _d wherein at least one suberic ni ^ t ^ R is a radical of formula

0

Wherein the residue is bonded to the poles by an ether bond and the remaining R groups are selected from the group consisting of C-C zbyt-C zbyt-hydroxyl or a radical of formula

0 II. II

-OC-R -COH wherein R ¹ is a mono-hydrocarbon radical selected from the group consisting of - (CH ₂ ) y -, -CH ₂ CH, or a cyclic radical selected from the group consisting of C ZhHg, ΟΟΗΗ, e ΟΟ ΗΗ, A is a silicon-containing radical selected from the group consisting of cationic or ionic radicals of the general formula

S ³ -Si (OR ² ) ₃

wherein R, which may be .stejné or different, are jednovezné hydrocarbon radicals having 1 to carbon phorous ^ ^ ^R ^ is a divalent ionic ulilovo unnecessary ^to having ¹ to 18 carbon ATCM, ^£ is an integer from 0 to 4, b £ o · A are numbers from 0 to 1 and the sum of i, ed must be at least 1 s if i, c or d are 0, then R must be a hydroxy 1 or oxycarbonate residue or a formula residue

O O

II, ii

-OCR ¹ -C-OH £ is a number from 0 to 2, it is 2, 3 перо 4, χ is a number aessoon 1 and up to 600_, ay is a number from 0 to 8, and when the coated material is dried in a stream of air at 50 to 200 ° C.

Suitable examples of silicon-containing residues represented by A are:

-c ₃ H ₆ si (och ₃ ) ₃ , -c ₄ H ₈ si (oc ₂ H ₅ ) ₃ ,

CH 1 ^J Ol, I ³ «CHL 1 -C3H6 & L (OCH _{3) 2,} -C ^ SL ^ 1j, -C ^ SiOC ^, -c ₃ h ₆ sieve, _{i5 (} ' ^C 18 ^H 36 ^Si0 1.5, ^C1 0 ^H 20 ^{W1W W} > 2

Unsatisfied bonds of silicon atoms in the above formulas. they are satisfied by silicon-oxygen-silicon bonds.

Suitable examples of the C 1 -C 18 oxycarbon radicals are methoxyl, ethoxy-1H, propoxyl, buto-1-4, octyloxy, dodecyloxy and octedecyloxy. Examples of suitable hydrocarbon moieties dvojvezných reprezentovených ^{R1 1 and 10} atoms are methylene uhlíto t ^t y ^{l cs,} trimethylene, tttr methyl ^{t s n pentaeetylen,} heKaím ^! ^ ^O ^^ ^^ ^e ^ there ^l cs 1 and decemethylene. EXAMPLE ^ t ^ ^ extracting aryl radicals ^R1 are phenylene, cyclohexenylene and naftenylen.

Suitable examples of monovalent hydrocarbon radicals R are alkyl radicals, e.g. methyl, ethyl, propyl, butyl, hexyl, octyl, decyl, dodecyl and octedecyl, aryl radicals such as phenyl, alkylaryl radicals such as tolyl, xylyl and ethylphenyl, cycloalkyl radicals, for example cyclotatyl, cyclohexyl, cyclodecyl, C 1-4 alkyl, for example. benzyl, 2-phenylethyl, 2-phenylpropyl.

VHO ^Copper BC ^ Lady ďvojvezných angularly ^says kovýc ^h a ^b y ^{TKU R} ^ is уЗ сп trletty ^l-ene tetemetyleín, hexameetléň, octamethylene, ι ^ ^ ^ βπ νίβη, and htxhďekAmeeylén oktedekemetylén.

The silylated polyethers can be applied to the textile fabric in admixture with other substances which have hitherto been used to impart certain properties to the textile fabric. Another! substances that can be used in a mixture with the ether poles are masticants, agents that impart abrasion resistance of treated fibers, substances that improve the odor of the treated substances, enteric lubricants, fiber softeners, accelerators, spotting agents and agents used. for German preparations. Examples of agents used for the German treatments are eminoplest resins, such as urea and formaldehyde resins, melamine and formaldehyde resins, and dimethyloldihydroxyethylene urea, which may contain magnesium chloride, zinc nitrate as catalysts. Other German treatment agents are phenol-fortnaldehyde and hydroxyethyl methacrylic resins.

The silylated polyethers may be applied in a concentrated form or in the form of an aqueous solution or as an aqueous dispersion or dissolved in organic solvents such as di-n-butyl ether, aromatic hydrocarbons and / or chlorinated hydrocarbons.

These silylated polyethers exhibit a number of excellent properties. Thus, water-soluble substances can be prepared. They may also be prepared to be water-insoluble but readily emulsifiable or dispersible in water without the aid of emulsifying or dispersing agents.

The amount of silylated polyethers dissolved or dispersed in water may vary within wide limits. In general, the amount of silylated polyethers present in the aqueous solution or dispersed in water may range from about 0.25 to 99%, preferably from 1 to 60%, and most preferably from about 2 to 50%, by weight of the silylated polyethers, and solvents.

The silylated polyethers and optionally other substances may be applied to all textile materials, preferably organic textile materials, to which the organopolysiloxanes have been or have been previously applied. Examples of such textile materials are wool, cotton, rayon, natural silk, hemp, polypropylene, polyethylene, polyester, polyurethane, polyamide, cellulose acetate, polyacrylonitrile fiber, and blends of these fibers. The textile materials may be staple or monofilament.

The silylated polyethers and other materials may optionally be applied to the textile materials in a manner commonly known as spraying, dipping, coating, foaming, calendering or sliding the fibers in front of a substrate saturated with the silylated polyethers of the invention and optionally other materials.

Generally, the solids delivered to the fabrics are in the range of from 0.025 to 20%, and preferably from about 0.05 to 10% by weight of the original textile material.

After treatment of the textile material, it is dried at an elevated temperature, for example from about 50 to 200 ° C for a short time, for example for 3 to 15 minutes.

The treated textile material should contain from about 0.025 to about 10% by weight, based on the dry weight of the composition of the invention used for the treatment.

Textile materials treated with silylated polyethers exhibit all the properties of prior art treated textile materials, being soft to the touch, and additionally have hydrophilic properties and stain resistance.

Certain features of the present invention are further elucidated in the following examples, in which all parts are by weight unless otherwise indicated.

He did

(a) A mixture containing about 106.1 parts of succinic anhydride and 2000 parts of a 6,360 oxyethyleneoxypropylene triol copolymer and a 7: 3 weight ratio of oxyethylene to oxypropylene was heated in a reaction vessel at 175 ° C for 18 hours.

η

The resulting product is a yellow cepoline of viscosity of 0.004 m ^{2 /} s at · 25 ° C and an acid circulation of 0.58 milliequivalents per gram (theory of 0.5) ·

b) About 258.6 parts of the above product were mixed with 29.8 parts of chloroproptrimethylsilyl, 15.2 parts of trielylamine and 100 parts of toluene and heated to boiling for 9 hours. The white solid by-product was filtered off. This product was identified as triethyliminylhldrohloord.

E

The volatiles were removed by evaporation to give a brown liquid, viscosity 0.03 m / s at 25 ^W C. Some of the resulting product was dissolved in water, and the water was evaporated at 172 ° C. This results in a crumbly gunmovie of the riveted product.

Example 2

a) A blend of about 106.1 parts of succinic acid and 2000 parts of an ethyleneoxypropylentriene copolymer of molar molar molar molar amount of 6,360 and a ratio of oxo oxide to oxypropylene of 7: 3, 0.1 parts of sulfuric acid and 500 parts of xylene are heated to boiling, and the water formed as a by-product is collected in a Dean-Stern trap. The xylene is removed under vacuum (133.3 Pa) at a temperature of up to about 150 ° C. The formed carboxyl functional polyether is a yellow liquid having an acid content of about 0.59 milliequivalents per gram (theory 0.5).

About 258.6 parts of the product prepared in (e) above were mixed with 29.8 parts of chloroproppytrimethoxysilane, 15.2 parts of 100% toluene and 100 parts of toluene and heated to reflux for 9 hours. The liquid product containing a white solid precipitate was filtered. The white solid precipitate was identical to triethylamine hydrochloride.

The volatiles were removed in vacuo (133.3 Pa) to give a product similar to the network pointer produced in Example 1.

Example 3

The procedure of Example 1 is repeated, but 155 parts are replaced by succinic anhydride. Part of the resulting product was dissolved in water and the water was removed in an oven. at 172 ° C. A crumbly gummy film is obtained.

Example 4

The procedure of Example 1 is provided but 105 parts of olefin hydrine are replaced with succinic acid. A portion of the resulting product was dissolved in water and the water was removed in an oven at 172 ° C. A crumbly gum-like film is obtained.

Comparative example V1 '

Asia 2558.6 parts by: χ _l rethylene-kxypropplentrioOlk copo-meo moietym

360 DEG C., the ratio of oxyethylene ^from n-co-propylene 7: 3 was sieved with 29.8 parts of chloropropyl propyl ether for one hour at room temperature. The resulting chord is mixed with water and the water is then evaporated in an oven at 172 ° C. A liquid film is obtained which is not crosslinked.

Example 5

The textile fabric containing a dacron / cotton blend (65/35) is treated with the coated compositions of the present invention by immersing the fabric in aqueous solutions containing 0.7% w / w. of various objects prepared in the examples and 1.7% of the hamm. diethyldihydroxy xylenes, wherein the aluminum percentages are based on the total leaching of the solution. The fabric is then dried for two minutes at 170 ° C in an air circulation oven. Hydrophilic properties of the fabric to be determined! as described in the AATCC test method 39-1977 entitled WettaHlity: Evaluatlon of.

Each fabric is then washed and the properties determined again. Table I shows the results of these tests.

Comparative example V ₂ *

The tacile fabric containing the dacron / cotton blend (65/35) was treated with an aqueous solution containing 1.7 percent of dimethyloldilydiroxyethyl urea as described in Example 5. The woven fabric has a hard, stiff feel. The test results are shown in the following table.

Table 1

Example # Original 1. washing Frying time (s) 4. washing 5. prán: 2. washing 3. washing 1 5 6 β 8 10 11 2 4 7 8 8 11 12 3 7 8 11 12 12 13 4 13 8 9 12 13 comparative example V ₂ 10 11 - - -

Example β d 6

The procedure of Example 5 is repeated except that the dacron fabric is treated with an aqueous solution containing 5% by weight, based on the weight of the aqueous solutions, of the compositions described in the Examples. In aqueous solution, is omitted ^{dloetylčldihydroxyetylnnočěo,} ulna. The following table summarizes the results of these tests:

Example. Original mowing time The wash time is reduced after the first wash 0 10 min 10 min 1 3 p 20 p 2 4 · 8 22 p 3 5 8 30 p 4 4 8 25 p

The table above shows that each composition of the invention imparts U / droile properties to the abraded fabric and, after washing, the fabric of my soft silk touch.

Example · 7

Woven fabrics, including cotton, wool, nylon and lost silk, are treated with the blend of Example 1, as described in Example 5. The fabric has been shown to exhibit an idyllic property! and have a soft, silky touch.

Claims (7)

SUBJECT OF THE INVENTION 1. A method of processing a textile material, characterized in that the textile material is coated sllylovnným сн polyether of formula _{2 (ос} п н 2п) _х / _м ь CH (OC _a H _{2a) xRAc} СН _ОС а Н ^ ^ _{я d} ^J where R at least one R is a radical of formula 0 O И, il -OC-R -C-O wherein the residue is bound to the polyether by an ester bond and the remaining R groups are selected from the group consisting of oxycarbon residues containing up to 28 carbon atoms, hydroxyl, or a radical of formula O 0 II 4 II -OC---COH wherein R ¹ is a divalent hydrocarbon radical selected from the group consisting of - (CH 2 γ-, -CH = CH or a cyclic radical selected from the group consisting of C 5 H 4, Ο ^ Ηθ, and ^C 10 ^H 6 * ^{A from} silicon-containing dwellings selected from the group consisting of cationic or anionic radicals of the general formula R ² I ^е R ^{3 -} W (OR ² ) _{3 - e} R ³ -Si-O, _a 3-e wherein R, which may be the same or different, are monovalent hydrocarbon radicals of 1 to 3; 18 is a divalent hydrocarbon radical having 1 to 18 carbon atoms, & is a number from 0 to 4, b, c * d are numbers from 0 to 1 and the sum of b, s and d must be at least 1 and if b, c or d are 0, then R must be a hydroxyl or oxycarbon radical or a radical of formula O O II, II -O-C-R-C-OH E is a number from 0 to 2, n is 2, 3 or 4, x is Number at least 1 and up to 600,? X is a number from 0 to 8, _and then the coated material is dried in an air stream at a temperature of 50 to 200 ° C. 2. The process of claim 1 wherein the silylated polyether of claim 1 is mixed with a diluent prior to coating the textile material. 3. The process of claim 2 wherein the diluent is a polylyl ether. 4. The process of claim 3 wherein the solvent comprises from 0.2% to 99% by weight of a slylated polyether based on the weight of the silylated polyether and the solvent. 5. The method of item 2, characterized in that water is used as the diluent. 6. A method according to claim 1, wherein the textile material is polyester. 7. Method according to ester and cotton. 7. The method of claim 1 wherein the textile material is a poly6 blend. 3. A method according to claim 1, wherein the textile material is cellulose.