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
  • 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
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
  • C10M137/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
  • C10M137/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
  • C10M137/04—Phosphate esters
  • C10M137/08—Ammonium or amine salts
• • 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
  • D06M13/244—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 sulfur or phosphorus
  • D06M13/282—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 sulfur or phosphorus with compounds containing phosphorus
  • D06M13/292—Mono-, di- or triesters of phosphoric or phosphorous acids; Salts thereof
• • 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
  • D06M13/244—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 sulfur or phosphorus
  • D06M13/282—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 sulfur or phosphorus with compounds containing phosphorus
  • D06M13/292—Mono-, di- or triesters of phosphoric or phosphorous acids; Salts thereof
  • D06M13/295—Mono-, di- or triesters of phosphoric or phosphorous acids; Salts thereof containing polyglycol moieties; containing neopentyl moieties
• • 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
  • D06M7/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made of other substances with subsequent freeing of the treated goods from the treating medium, e.g. swelling, e.g. polyolefins
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
  • C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
  • C10M2201/02—Water
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
  • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
  • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
  • C10M2223/04—Phosphate esters
  • C10M2223/043—Ammonium or amine salts thereof
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
  • C10N2040/00—Specified use or application for which the lubricating composition is intended
  • C10N2040/46—Textile oils
• • 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
  • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
  • D06M2200/40—Reduced friction resistance, lubricant properties; Sizing compositions
• • 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
  • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
  • Y10T428/2913—Rod, strand, filament or fiber
  • Y10T428/2933—Coated or with bond, impregnation or core
  • Y10T428/2964—Artificial fiber or filament
  • Y10T428/2967—Synthetic resin or polymer
  • Y10T428/2969—Polyamide, polyimide or polyester
• • 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
  • Y10T442/2418—Coating or impregnation increases electrical conductivity or anti-static quality
  • Y10T442/2443—Nitrogen and phosphorus 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
  • Y10T442/2861—Coated or impregnated synthetic organic fiber fabric
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
  • Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
  • Y10T442/2861—Coated or impregnated synthetic organic fiber fabric
  • Y10T442/2893—Coated or impregnated polyamide fiber fabric
  • Y10T442/2902—Aromatic polyamide fiber fabric

Definitions

• a TEXTILE MATERIAL COATED WITH AN AMMONIUM DIALKYL PHOSPHATE ANTISTATIC AGENT The use of amine salts of polyethoxyalkyl phosphoric acid esters of the formula as antielectrostatic finishing agents for polyethylene terephthalate filaments and fibers has been described in German Patent specification No. 1,084,231.
• the amine portion of this phosphoric acid ester salt consists of a monoamine, e.g., an alkyl amine or an alkylol amine.
• Diethanolamine salts of mixtures of alkyl esters of pentavalent phosphorus acids or acid anhydrides, characterized by the presence of PO P- linkages, are described in U.S. Pat. No. 2,742,379 as having antistatic properties in their application to hydrophobic textile materials.
• N-substituted diamines can form the cation of the quaternary ammonium salts ll of the formula:
• the radical R is an aliphatic or alicyclic hydrocarbon of at least seven carbon atoms
• two of the primed Rs maybe a lower alkyl but at least one is a monohydroxyalkyl of two or three carbon atoms
• Y is the anion of an inorganic acid.
• One object of the present invention is to provide a class of organic compounds which are highly useful in a finishing or lubricating composition for textile materials, and to provide a process for treating such textile materials to achieve an improved antistatic effect.
• Another object of the invention is to provide an antistatic agent which can also function as an emulsifying agent for textile lubricants and which possesses a number of desirable properties for this use or similar applications.
• R represents a lower alkyl radical of two to four carbon atoms
• R represents an alkyl radical of two to 18 carbon atoms, preferably a primary n-alkyl group.
• phosphoric acid ester amine salts which may be identified as l-lauramidopropyl-dimethylammonium-( 3 )-ethyl primary-nalkyl phosphates which have the structural formula:
• R is alkyl and preferably the primary n-alkyl group ofabout two to 18 and preferably four to 14 carbon atoms.
• the amine salts used in accordance with the invention are either cationically active or anionically v active, or may be both cationically and anionically active.
• the effectiveness of these compounds is not limited to the improved electrostatic properties imparted to polyester and polyamide yarns, filaments or fibers and to textiles containing these materials, but also extends to other filaments and fibers so as to greatly facilitate their mechanical handling during drawing or carding operations or in knitting and weaving machinery.
• the amino phosphoric acid ester salts of the formulas ill or IV when used according to the invention, thus reduce the static and sliding friction ofa wide variety of natural and synthetic fibers and also that of metal or rubber, so as to be generally useful as an antistatic agent.
• the finishing or antistatic agents of the invention are also extremely resistant to heat. For example, during the heat fixing or setting of synthetic thermoplastic filaments, the phosphate compounds of the invention do not cause any yellowing of the fibrous material finished with these compounds. Also, these finishing agents do not cause any alteration in the electrical and mechanical properties of the filaments during heat treatment.
• the emulsifying properties of the phosphate compounds permit, inter alia, the preparation of stable emulsions of When applied to unalloyed steel components, e.g., by vaporization of a 1 percent aqueous solution on a steel plate, the amine salts according to the invention actually prevent rust formation.
• the dialkyl phosphates listed in table 1 below have a notable corrosion-inhibiting action.
• the quaternary ammonium salts ll according to U.S. Pat. No. 3,082,227 are not too satisfactory in this respect, and in fact, the salts of strong inorganic acids as disclosed in this patent actually promote the formation of rust.
• the antielectrostatic effect is particularly pronounced with the l-lauramidopropyl-dimethylammonium-( 3 )-ethyl primary-n-alkyl phosphates of the structural formula lV, especially when these amine salts form a thin surface layer on polyesters, e.g., polyethylene terephthalate, or on polyamide (nylon) yarns, filaments or fibers, including fabrics or other textile products.
• Those salts having R of two up to six carbon atoms, e.g., the primary nC,,H,,-, group are fully soluble in water. With larger alkyl radicals R e.g., up to 18 carbon atoms, they can still be dispersed in water, so that the impregnation of any materials to be treated is best accomplished in an aqueous solution or dispersion.
• Strips of a polycaprolactam fabric which have been treated under controlled conditions with aqueous solutions of these phosphates, then dried and rubbed over stainless steel pins, show a distinctly lower electrostatic charging than a comparison strip of polycaprolactam fabric which has a surface film or coating of the sodium slat of the copolymer of styrene and maleic acid which is a well known antistatic agent (see example 1 below).
• the lauramidopropyl-dimethylammonium-dialkyl phosphates IV are soluble both in water and hydrocarbon solvents, e.g., turpentines or so-called white spirit as well as mineral oils in general, and exhibit especially good emulsifying properties because of their boundary surface activity.
• hydrocarbon solvents e.g., turpentines or so-called white spirit as well as mineral oils in general
• emulsifier system is formed which permits mineral oils or similar lubricants to be emulsified in water.
• Aqueous emulsions of these components are particularly suitable for use as finishing and lubricating compositions in the processing of synthetic yarns, filaments or fibers, since they lower the friction and protect steel contact surfaces from rust formation, as well as decreasing the electrostatic charging.
• ammonium dialkyl phosphates Ill alone, mixtures of these compounds with other emulsifiers are also feasible.
• mixtures of V and VI have been found especially useful as dressings for the processing of polyester staple fibers.
• the addition of the ethoxylated oleyl alcohol VI to the amine phosphate salt V increases the slippability as compared to fibers dressed only with the salt V.
• Mixtures of one part by weight of the dialkylphosphate V to about one to two parts by weight of the ethoxylated oleyl alcohol Vl also provide good finishing agents for those polyester or polyamide fibers which are processed on cards or by the converted method.
• Such finishing compositions reduce the static and sliding friction of the fibers both relative to one another and also to metal or rubber. This makes its possible to process these fibers satisfactorily, for example, on a Rieter converter, followed by machines which are customary in the spinning of combed yarn.
• the tertiary amines with an acid amide group which are required as the intermediate product for the preparation of the acylated tertiary ammonium dialkyl phosphates Ill, can be produced in accordance with the following procedure, generally by reacting higher fatty acids with dimethylaminopropylamine:
• dialkyl phosphoric acids used for neutralizing this amine intermediate are obtained by methods generally well known and similar to that given in German Patent specification No. 1,084,231 for the production of polyethoxy ethyl phosphoric acids.
• amine salt [I] equimolar quantities of amine and dialkyl phosphoric acid are stirred together at 50 to 60 C. for about 15 minutes.
• EXAMPLE I Strips measuring 5X85 cm. of a polycaprolactam woven fabric are dipped at room temperature into various baths of an 0.5 percent aqueous solution of a number of the different I- lauramido-propyl-dimethylammonium-(3)-ethyl primary-nalkyl phosphates IV (see table I).
• the amine salts which are used differ only in the length of the alkyl radical R in the phosphate anion.
• the fabric strips are then wrung out until they contain about percent moisture, dried for 20 hours in air and rubbed on stainless steel pins. The rubbing movement can be effected using a suitable mechanical device, always under the same mechanical conditions. With an atmosphere of 44 percent relative humidity at 23 C., the maximum charges listed in table 1 are measured with a Feldmuhle instrument, with a spacing being provided between the fabric and the measuring head ofthe instrument of 30 mm.
• table 1 In addition to the maximum charges, table 1 also gives the charges prior to the rubbing operation, designated as precharge, and the discharge times. In those cases where the electrostatic charge was low, the discharge was generally so quick that the field decay could not be accurately controlled with the measuring arrangement being used. Such a rapid field decay is given in all of the tables 1, 2, 4, 5, and 6 below as a time reading of l second, i.e., less than I second. With a slower field decay which can be clearly measured, the discharge times are set forth as being measured from the termination of the rubbing movement, at which time it has reached the maximum charge, until there has been a discharge to +0.5 or 0.5 kv./m. or to the indicated value.
• the determination of the applied amounts of the antistatic agent is effected by weighing the untreated and impregnated fabric strips, and the amount is set forth as percentage by weight with reference to the dry fabric.
• the Copolymer A is the sodium salt of the copolymer of styrene and maleic acid which is a readily available commercial product normally used as an antistatic agent for polyamides, and which is used for a comparison of the antielectrostatic effects.
• the discharge of the strips of polycaprolactam fabric, finished with the ammonium dialkyl phosphates IV, takes place substantially more quickly than with the substrate treated with the sodium salt of the copolymer.
• a mixture which proved suitable for use as a dressing or finishing agent for polyethylene terephthalate fibers is a mixture of equal parts by weight of l-lauramidopropyldimethylammonium-(3)-ethyl primary-n-hexyl phosphate V and an oleyl alcohol which has been etherified with 2 mols ethylene oxide Vl.
• Polyethylene terephthalate fibers (3.0 denier; staple length 60 mm.) are dressed for 30 seconds at 70 C. in aqueous solutions containing dissolved therein the mixture defined above.
• the bath ratio is 1:20, and the bath concentrations which are used are given in table 3. After centrifuging to about 7 percent absorption of the bath solution, the fibers are dried for 15 minutes at C.
• the phosphoric acid ester amine salts 111 according to the invention were prepared as set forth herein, and the comparison products were obtained according to U.S. Pat. No. 2,742,379.
• fabric strips of polyethylene terephthalate fibers (example 4) and polycaprolactum fibers (example 5) were impregnated by the method described in example 1 with the l-lauramidopropyl-diemthylammonium-(3)-ethyl primary-n-alkyl phosphates 1V and, after drying in air, they were conditioned for 24 hours in air:
• the radical R in the cation of the dialkylphosphate IV was selected as n-hexyl-(l), n-octyl-(l) and n-decyl-( l respectively, in order to test three different compounds of the invention.
• the electrostatic charge was produced, always under the same mechanical conditions, by rubbing on stainless steel pins, and the same procedure was used for estimating the antistatic efficiency as in examples 1 and 2. This charge was measured with a Feldmuhle measuring instrument under the atmospheric conditions indicated, the distance between the fabric and measuring head being 30 mm.
• Comparison Products I, ii, and Ill The substances described in examples I, ii and III of US. Pat. No. 2,742,379 (hereinafter referredto as Comparison Products I, ii, and Ill) were also tested in the same way for fabrics finished with the amine salts lV acquire a decidedly lower electrostatic charge than the fabric strips treated with the comparison products I, ii, and ill. As shown in tables 4 and 5, the improvement in the antistatic effectiveness thus their antistatic effectiveness. The results are given in tables 4 5 d d i bli hed f l h l ne t hth l f b i and together with the amounts PP The determination and also for polycaprolactam fabrics. At 20 C.
• the change gg Qgg 188% g in the antistatic effect was tested by measuring the charges by -Tl-CmH2 0. 31 20/30 +0103 0. 1 the method described in example i, and after 24 hours condiconipanso pmduct: 0.32 20/30 +0.04 tioning in air at 20 C. and 30 percent relative air humidity.
• a fibrous textile material selected from the class consisting of fibrous polyesters and polyamides coated with a small antistatic effective amount of a phosphate of the formula hot air treatment.
• the amount of this 0 finishing agent applied to textile fibers, i.e., as filaments, wherein, yarns, fabrics or the like, should ordinarily be about 0.05 to l R represents a p y malkyl g p of five to 7 carbon percent by weight, taken with reference to the dry fibers (after 20 atoms. evaporation of the water).
• R and each r t lk 1 Other finishing or emulsifying agents, such as the ethoxy- 2 repress a y of one to three carbon lated oleyl alcohol may also be added to the bath, e.g., in a concentration ofabout l to 5 percent by weight.
• R1 represents alkyl oftwo to 18 carbon atoms-
• a Suitable lubricating agent Such as the known mineral Oils 2.
• a fibrous textile material as claimed in claim 1 wherein may generally be added to the aqueous finishing composition
• Said phosphate has the formula in amounts of about 1 to 15 percent by weight, with reference R represents alkyl of two to four carbon atoms; and
• the CnHz,-;CNHCH1CHzCHz-NH OPORi compositions of the present invention are especially valuable CH3 in providing highly stable emulsions which even remain clear with up to about 10 percent by weight ofa mineral oil emulsified in water.
• the in which K is a primary n-alkyl group of two to 18 carbon finishing agents of the invention also have good corrosion-inatoms.
• the primary-n-alkyl groups are CH
• n-alkyl with the empirical formula for the particular alkyl group, e.g. primary-n-hexyl" I Y is given as urkcfiplwn
• These Straight Chain alkyl radicals are 4.
• a fibrous textile material coated with about 0.05 to l per- Compounds IV as especially preferred finishing agents, good Gem by we'ght thereofofa Phosphate ofthe formula results in terms of antistatic effect, emulsifying properties I? M and/or heat stability have also been established with other 5 CH CH compounds falling within the scope ofthe structural formula: 2 2 2 e i R 0 R1 OR; 2 0 ll 83 l R-C-NH-CHCH2CH2-NH O PO R4 wherein:
• R represents a primary n-alky group of five to 17 carbon n- III alkyl TABLE 7 Maximum charging and discharge capacity of fabric strips of polycaprolactam Compound III Amount Maximum Discharge applied, charge time to 0.5
• R and R each represent alkyl of one to three carbon EXAMPLE awn;
• R represents alkyl of two to four carbon atoms
• a stable aqueous emulsion is prepared as follows: To 3 to 6 75 R represents alk l f t t 18 carbon ato P-P- mineral Oil (Viscosity: P- 31 C, boiling 6. The product of claim 5 wherein said fibrous textile range: 2700-3350 at o are added 2 P-P- of an material is composed ofa hydrophobic synthetic polymer.

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• Engineering & Computer Science (AREA)
• Textile Engineering (AREA)
• Chemical & Material Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• General Chemical & Material Sciences (AREA)
• Oil, Petroleum & Natural Gas (AREA)
• Organic Chemistry (AREA)
• Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

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Citations (6)

• 1968
  • 1968-02-17 DE DE1968G0052442 patent/DE1719543B2/de active Granted
• 1969
  • 1969-01-09 GB GB138769A patent/GB1255051A/en not_active Expired
  • 1969-01-16 AT AT43769A patent/AT291175B/de active
  • 1969-01-21 CA CA040781A patent/CA927839A/en not_active Expired
  • 1969-01-29 LU LU57865A patent/LU57865A1/xx unknown
  • 1969-01-31 CH CH153069A patent/CH496137A/de not_active IP Right Cessation
  • 1969-01-31 CH CH153069D patent/CH153069A4/xx unknown
  • 1969-02-03 BE BE727817A patent/BE727817A/xx unknown
  • 1969-02-13 FR FR6903519A patent/FR2002105A1/fr active Granted
  • 1969-02-14 NL NL6902341A patent/NL6902341A/xx unknown
  • 1969-02-17 US US79999969 patent/US3634117A/en not_active Expired - Lifetime

Patent Citations (6)

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