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
  • D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
  • D06M15/423—Amino-aldehyde resins
• • 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
• • 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
  • Y10T428/00—Stock material or miscellaneous articles
  • Y10T428/31504—Composite [nonstructural laminate]
  • Y10T428/31652—Of asbestos
  • Y10T428/31663—As siloxane, silicone or silane
• • 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
  • Y10T442/2164—Coating or impregnation specified as water repellent
  • Y10T442/218—Organosilicon containing
• • 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
  • Y10T442/2762—Coated or impregnated natural fiber fabric [e.g., cotton, wool, silk, linen, etc.]
  • Y10T442/277—Coated or impregnated cellulosic fiber fabric

Definitions

• organopolysiloxanes composed of (a) a methylpolysiloxane and (b) a methyl hydrogen polysiloxane, all in one treating medium, and thereafter heating the treated textile at elevated temperatures to effect conversion ofthe coating thereon to the water-repellent state.
• the melamine product having the formula CHaOCHrN-( 3 (ii-NECHzOCH;
• N. may be prepared by reacting three mols of formaldehyde with one mole of melamine and then etherifying the methylol groups by reaction of the trimethylol melamine with methanol in the presence of an acid catalyst.
• This latter material is sold by American CyanamidCompany, Stamford, Connecticut, as M-3 resin or by Monsanto Chemical Company as M- resin.
• the melamine product is.a water-soluble. materialin the incompletely condensed, state.
• the melamine product can be. condensed to. the substantially infusible and insoluble state.
• the alkyl hydrogen polysiloxane employed in the practice of the present invention has the formula II. 0H b 4;-b where R is an alkyl radical, specifically a lower alkyl radical, e. g., methyl, ethyl, propyl, butyl, isopropyl, etc., a has a value of from 1.0 to 1.5, b has a value of from 0.75 to 1.25, and the sum of a and b has a value
• Such compositions are also known commercially in the literature and may be obtained by hydrolyzing, for instance, methyldichlorosilane alone, or combinations of methyldichlorosilane and trimethylchlorosilane to form chain-stopped linear fluids.
• Alkyl hydrogen polysiloxanes having viscosities of from 10 to 10,000 centistokes at room temperature are advantageously used. Methods for making fluids of this type may be.- found disclosedin Norton Patent 2,386,259 and in Sauer Patents 2,595,890 and 2,595,891. These alkyl polysiloxanes containing silicon-bonded hydrogen will hereinafter be referred to as alkyl hydrogen polysiloxane or, more specifically, as methyl hydrogen polysiloxane.
• the alkyl polysiloxane free of silicon-bonded hydrogen used in the treating process described above has the formula where R has the meaning above and n is equal to from about 1.6 to. 1.98.
• These alkyl polysiloxanes are fluids which have a viscosity of from 10 to 10,000 centistokes at room temperature (about 28 C.). They are well known commercially and may be produced by cohydrolyzing and condensing a mixture of alkyl chlorosilanes, for instance, methylchlorosilanes of the general average formula (CH3)nSlcl4---n Where n has a value of from 1.5 to 1.98. Thus, one may cohydrolyze a mixture composed of methyltrichlorosilane,
• methyl groups attached to silicon one may have ethyl groups, mixed methyl and ethyl groups, mixtures of methylchlorosilanes and ethylchlorosilanes, etc.
• Such compositions will hereinafter be referred to for brevity as alkyl polysiloxanes or, more particularly, as methylpolysiloxanes.
• the proportions of the melamine product, the alkyl polysiloxane and the alkyl hydrogen polysiloxane may be 'varied within wide limits without departing from the scope of the invention.
• the melamine product is employed in about a 0.5
• alkyl hydrogen polysiloxane are employed, the former is often advantageously present in an amount less than 100 percent (e. g., from 5 to 75%), by weight, of the two types of polysiloxanes.
• the alkyl hydrogen polysiloxane 'or the mixture of the alkyl hydrogen polysiloxane and the alkyl polysiloxane may be employed in the form of solutions in organic solvents (e. g., in solids concentrations ranging from about 1 to or percent, by weight) employing solvents such as benzene, xylene, toluene, etc.
• the alkyl hydrogen polysiloxane alone or the latter in combination with the alkyl polysiloxanes is employed in the form of an aqueous emulsion.
• various emulsifying agents preferably those whose emulsifying action is destroyed by heat
• Tetrosan marketed by Onyx Chemical Company and identified as technical alkyl dimethyl-3,4-dichlorobenzyl ammonium chlorides in which the alkyl groups are normal primary aliphatic radicals having from 8 to 18 carbon atoms; stearamine acetate; alkali-metal salts of sulfonted methyl oleate (e.
• One general method for making the emulsions of the polysiloxanes is to mix the polysiloxane and the emulsifying agent with water and eifect emulsification by thoroughly agitating the combination of ingredients until a homogeneous emulsion is formed.
• This latter emulsion may be obtained in dilute or concentrated forms and, if
• emulsion in a concentrated form may be further diluted to give an emulsion in which, by weight, from 1 to 30 percent of the emulsion is the alkyl hydrogen polysiloxane or mixture of polysiloxanes.
• EXAMPLE 1 The melamine condensation product employed in this example was the above described M3 melamine condensation product sold by American Cyanamid and was in the form of a 5 percent solids aqueous solution containing 1 percent, by weight, of the melamine product, 'of an acidic catalyst, specifically 2-methyl-2-amino-1- hydroxypropane hydrochloride.
• the organopolysiloxane treating mixture was in the 2,802,754 ,7 V .r 'l g form of an aqueous emulsion containing 2 percent, by weight, thereof of a mixture of a methylpolysiloxane and a methyl hydrogen polysiloxane.
• the methyl polysiloxane was obtained by cohydrolyzing about 5 parts trimethylchlorosilane, 161 parts dimethyldichlorosilane and about 48 parts of methyltrichlorosilane.
• the methyl hydrogen polysiloxane was obtained by cohydrolyzing parts methyldichlorosilane and 5 parts trimethylchlorosilane.
• the test to determine the durability of the water-repellency after successive washing cycles was carried out as follows. After treatment of the cotton cloth with either the two-step procedure described above or by means of a control in which the melamine condensation product was incorporated in a single emulsion with the methylpolysiloxane and methyl hydrogen polysiloxane, the treated cotton samples were subjected to a wash cycle in a closed quart jar containing 400 ml. of water, of which 0.5 percent thereof was Lux soap powder. Agitation in this Lux mixture was carried out for about 90 minutes at about 75 C. Thereafter, the treated textile was rinsed three times with warm water and then ovendried for 5 minutes at C. at which time the waterrepellency was tested in accordance with a water spray test using the method set forth in the 1945 Yearbook of the American Association of Textile Chemists and Colorists, volume 22, pages 229 to 233.
• the cotton textile after treatment with the melamine product was dried and cured in one operation by heating 5 minutes at 110 C. Thereafter, the textile was passed through the organopolysiloxane emulsions and again heated for 5 minutes at 110 C. and then 5 minutes at C.
• the treated textile cloth was subjected to a single heat treatment for 5 minutes at 110 C. and then for 5 minutes at 150 C.
• Table I shows the results of the various spray tests in which the onestep and two-step operations were employed.
• EXAMPLE 2 In this example, a two-step treatment was applied to cotton cloth similarly as was done in Example 1 with the exception that instead of employing equal parts, by weight, of the methyl polysiloxane and methyl hydrogen polysiloxane, the methyl hydrogen polysiloxane comprised 20 percent of the total weight of the latter and the methyl polysiloxane described in Example 1. Also, the melamine condensation product was in the form of a 4 percent solidsaqueous solution, either alone or when used in the emulsion of the polysiloxanes.
• the two-step treatment on both mercerized and unmercerized cotton cloth gave spray ratings of about 80 to 90 even after two launderings.
• the one-step treatment resulted in a spray rating after the first laundering of between 70 and 80 and after the second laundering had droppedto 50 on both the mercerized and unmercerized samples. 7
• EXAMPLE 3 In this example, .amethyl hydrogen polysiloxanechainstopped. with trimethylsilyl groups was prepared by cohydrolyzing 95 parts methyldichlorosilane and 5 parts trimethylchlorosilane in the manner described in the above-mentioned Sauer Patent 2,595,890.
• This fluid methyl hydrogen polysiloxane was formed into an aqueous emulsion containing 2 percent, by weight, of the methyl hydrogen polysiloxane employing the same procedure for making the emulsion as described in Exarnple l.
• a 4 percent solids aqueous solution of the melamine product described above was also prepared.
• Example 2 An aqueous emulsion was made similarly as in Example 1 containing, by weight, 2 percent of the methyl hydrogen polysiloxane and 4 percent of the melamine product, this being in the form of a single emulsion.
• Both mercerized and unmercerized cotton samples were treated with the one-step procedure (employing the single emulsion of the melamine product and the methyl hydrogen polysiloxane) and the two-step procedure (employing, first, treatment with the melamine product solution, and thereafter treatment with the aqueous emulsion of the methyl hydrogen polysiloxane) employing the same ingredients and procedures, for instance, concentrations, time, temperature, catalysts, etc., as recited in Example 1.
• both the mercerized and unmercerized cotton had spray ratings ranging from 70 to 80 even after three washings.
• the unmercerized cotton treated in the one-step method had a spray rating of 0 after the first laundering while the mercerized cotton had a spray rating of 50 after the third laundering.
• cotton or cotton textile as used in the specification and claims is intended to include within its scope the usual cotton materials (including mercerized or unmercerized cottons) as well as acetylated cotton (obtained, for instance, by treatment of cotton with glacial acetic acid, acetic anhydride, etc.) as well as cyanoethylated cotton, (obtained, for instance, by treating cotton with acrylonitrile in the presence of caustic, for instance, as is more particularly described in U. S. Patent 2,724,632 issued November 22, 1955).
• the process for improving the ability of cotton textile to retain its 'water-repellency after laundering which comprises (.1) treating-the cotton textile with a melamine product having the formula H C-NCHaOCHs (2) converting the melamine product on the cotton to the substantially insoluble state, (3) applying to the treated textile of (2) an alkyl hydrogen polysiloxane having the formula where R is an alkyl radical, a has a value of from 1.0 to 1.5, b has a value of from 0.75 to 1.25 and the sum of a and b has a value of from 2 to 2.25, inclusive, and (4) heating the latter treated textile at a temperature in excess of C. to elfect conversion of the alkyl polysiloxane to the substantially cured state.
• the process for improving the ability of cotton textile to retain its water-repellency after laundering which comprises (1) treating the cotton textile with a melamine product having the formula H H H omoomN-o CNCHzOCHa (2) converting the melamine product on the cotton to the substantially insoluble state, (3) applying to the treated cotton textile a mixture of polysiloxanes composed of (a) an alkyl hydrogen polysiloxane having the formula and (b) an alkyl polysiloxane free of silicon-bonded hydrogen having the formula where R is an alkyl radical, a has a value of from 1.0 to 1.5, b has a value of from 0.75 to 1.25 and the sum of a and b has a value of from 2.0 to 2.25, inclusive, and n is a value equal to from 1.5 to 1.98, and (4) heating the latter treated textile at a temperature in excess of 100 C. to efiect conversion of the polysiloxanes to the substantially cured and water-repellent state.
• the process for improving the ability of cotton textile to retain its water-repellency after laundering which 7 comprises 1) treating the cotton textile with a dilute aqueous solution of a melamine product having the formula and (b) from 5 to 75 percent of an alkyl polysiloxane free of silicon-bonded hydrogen having the formula where R is an alkyl radical, a has a value of from 1.0 to
• b has a value of from 0.75 to 1.25, and the sum of a and b has a value of from 2.0 to 2.25, inclusive, and n is a value equal to from 1.5 to 1.98, there being incorporated in the aqueous emulsion a metallic salt curing agent for the two polysiloxanes, and (4) heating the latter treated cotton textile at a temperature in excess of C. to effect conversion of the polysiloxanes to the substantially cured and water-repellent state.

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)

Priority Applications (5)

Applications Claiming Priority (1)

Publications (1)

Family

ID=24481687

Family Applications (1)

Country Status (5)

Cited By (6)

Citations (5)

• 0
  • BE BE561997D patent/BE561997A/xx unknown
• 1956
  • 1956-10-31 US US619383A patent/US2802754A/en not_active Expired - Lifetime
• 1957
  • 1957-10-15 GB GB32178/57A patent/GB818289A/en not_active Expired
  • 1957-10-22 FR FR1190014D patent/FR1190014A/fr not_active Expired
  • 1957-10-26 DE DEG23230A patent/DE1054056B/de active Pending

Patent Citations (5)

Also Published As

Similar Documents