US3428480A - Flame-retardant cellulosic material,composition and method for making same - Google Patents
Flame-retardant cellulosic material,composition and method for making same Download PDFInfo
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- US3428480A US3428480A US433812A US43381265A US3428480A US 3428480 A US3428480 A US 3428480A US 433812 A US433812 A US 433812A US 43381265 A US43381265 A US 43381265A US 3428480 A US3428480 A US 3428480A
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/08—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with halogenated hydrocarbons
-
- 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
- D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/244—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of halogenated hydrocarbons
-
- 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
- D06M15/43—Amino-aldehyde resins modified by phosphorus compounds
- D06M15/431—Amino-aldehyde resins modified by phosphorus compounds by phosphines or phosphine oxides; by oxides or salts of the phosphonium radical
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- 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
- D06M15/53—Polyethers
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- 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
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S428/00—Stock material or miscellaneous articles
- Y10S428/92—Fire or heat protection feature
- Y10S428/921—Fire or flameproofing
-
- 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
- Y10T442/2631—Coating or impregnation provides heat or fire protection
- Y10T442/2656—Antimony 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
- Y10T442/2631—Coating or impregnation provides heat or fire protection
- Y10T442/2672—Phosphorus containing
- Y10T442/268—Phosphorus and nitrogen containing compound
Definitions
- This invention relates to an improved flame retardant cellulosic material and more particularly it relates to an improved composition and process for treating cellulosic textile materials to render the flame retardant.
- an object of the present invention to provide an improved flame-retarding composition for the treatment of cellulosic material and particularly cellulosic textile material.
- Patented Feb. 18, 1969 Another object of the present invention is to provide an improved process for the treatment of cellulosic textile materials to render them durably flame retardant.
- a further object of the present invention is to provide an improved flame retardant cellulosic textile material, which material is not only durably flame retardant for the life of the fabric but also has a soft hand.
- the present invention includes a composition, suitable, when dispersed in a solvent, for treating a cellulosic material to render it flame retardant, which composition comprises a tetrakis-(alphahydroxyorgano)phosphonium halide, a water-soluble cyclic nitrogen-containing compound, a water-soluble tertiary amine, a carbamic acid derivative, a halogenated paraffin and a polyvinyl halide composition, it an amount not in excess of 25 by weight of the halogenated paraflim Cellulosic materials, such as cellulosic textiles, when treated with ,the above composition are found to have excellent flame retardant characteristics even after repeated launderings, as well as an excellent, soft hand.
- a composition suitable, when dispersed in a solvent, for treating a cellulosic material to render it flame retardant, which composition comprises a tetrakis-(alphahydroxyorgano)phosphonium halide, a water-soluble cyclic nitrogen-containing
- the polymerizable composition with which the cellulosic material is treated is preferably an aqueous composition, i.e., an aqueous solution or an aqueous dispersion, which composition desirably contains the following components in the amount indicated:
- Components Percent by weight Tetrakis( alpha hydroxyorgano) phosphonium halide 6 to 20 Water-soluble cyclic co-polymerizable ni trogen-containing compound 3 to 12 Water-soluble tertiary amine I 1 to 4 Carbamic acid derivative 3 to 12 Halogenated paraffin 2 to 14 Polyvinyl halide composition .02 to 3.5 Water Balance It is to be appreciated, of course, that the above is merely exemplary of the compositions of the present invention and that other proportions of the components I listed, which wi'l impart the desired durable flame retardancy and soft hand to the cellulosic materials treated, may also be employed.
- the tetrakis-(alpha hydroxyorgano)phosphonium haliie compound of the subject composition may be further defined as a compound having the formula:
- R is selected from the group consisting of hydrogen, lower alkyl radicals having between about 1 and about 6 carbon atoms, halogenated lower alkyl radicals having between about 1 and about 6 carbon atoms, lower alkenyl radicals having between about 1 and about 6 carbon atoms, halogenated lower alkenyl radicals having between about 1 and about 6 carbon atoms, aryl radicals having between about 5 and about 10 carbon atoms, halogenated aryl radicals having between about 5 and about 10 carbon atoms, cycloalkyl radicals having between about 3 and about 6 carbon atoms, halogenated cycloalkyl radicals having between about 3 and about 6 carbon atoms, and wherein X is a halogen, such as chlorine, bromine,
- tetrakis (alpha hydroxyorgano)phosphonium halide compound tetrakis(hydroxymethyl)phosphonium chloride, tetrakis(hydroxymethyl)phosphonium bromide, tetrakis(hydroxyethyl)phosphonium chloride, tetrakis(alpha hydroxypropyl)phosphonium chloride, tetrakis(alpha hydroxyallyl)phosphonium chloride, tetrakis(alpha-hydroxybenzyl)phosphonium chloride, tetrakis(alpha hydroxymethylcyclohexyl)phosphonium chloride, tetrakis(alphahydroxypropionyl)phosphonium chloride, tetrakis(alphahydroxybutanol)phosphonium chloride, as well as the various halogenated derivatives of these, such as chlorinated and brominated derivatives, such as tetrakis
- the phosphonium compound may be used in monomer form or in a partially polymerized form, so long as it is still water-soluble.
- tetrakis(hydroxymethyl)phosphonium chloride which is the preferred phosphonium compound, may be heated to effect partial polymerization before dissolving it in the impregnating solution.
- Water-soluble cyclic nitrogen-containing compounds suitable for use in the present invention include the triazines and the dimethylol cyclic alkylene ureas.
- suitable triazines include the methylol melamines, such as mono-, di-, and trimethylolmelamine, modified methylol melamines, su h as the triethyl ether of trimethylol melamine; triazones, such as dimethylol triazone; and mixtures thereof.
- suitable cyclic alkylene ureas include dimethylol ethylene urea, dimethylol propylene urea, and the like. Of these, trimethylol melamine is preferred and for this reason, hereinafter primary reference will be made to this compound.
- Carbamic acid derivatives which may be used in formulating the polymerizable impregnating composition of the present invention are exemplified by urea, thiourea, biuret, ethyleneurea, and dicyandiamide. Of these, urea and thiO- urea are preferred. By the incorporation of these carbamic acid derivatives in the present composition, the amount of the more expensive tetrakis-(alpha-hydroxyorgano) phosphonium halide compound can be reduced, over that required when compounds of this type are not present. Inasmuch as urea and thiourea are the preferred cerbamic acid derivatives for use in the present composition, specific reference to these materials will be made hereinafter.
- the water-soluble tertiary amines which are suitable for use in the composition of the present invention are desirably water-soluble tertiary lower alkyl amines.
- Typical of those which may be used are triethylamine, tributylamine, trihexylamine, triethanolamine, triisopropanolamine, tripentanolamine and the like. Of these, triethanolamine is preferred and primary reference will be made hereinafter to this material.
- the halogenated parafiins of the subject composition are halogenated aliphatic materials containing fromabout 16 to about 40 carbon atoms, in a straight or branched chain and containing from about 20 to about 80 percent of chemically combined halogen.
- the halogenated paraffin is a chlorinated aliphatic material containing about 18 to 36 carbon atoms, in a straight or branched chain, and containing about to of chemically combined chlorine in a molecule thereof.
- the chlorinated paratfin is dissolved in a suitable solvent, such as tolylene, kerosene, xylene, naphthalene, trichloroethylene, perchloroethylene, methylene chloride, petroleum soltvent, and the like, and an oil soluble emulsifier added thereto.
- a suitable solvent such as tolylene, kerosene, xylene, naphthalene, trichloroethylene, perchloroethylene, methylene chloride, petroleum soltvent, and the like
- This solvent may be incorporated into the present composition as such, or may be formed into a water emulsion by combining it with water, which emulsion is then added to the composition.
- Suitable dispersing or emulsifying agents which may be used are the non-ionic emulsifying and dispersing agents, such as the alkylated aryl polyether alcohols, and the like.
- the polyvinyl halide composition is a resin containing at least 50% of the polyvinyl halide, such as polyvinyl chloride and polyvinyl bromide.
- polyvinyl chloride resins are preferred. If desired, these resins may be copolymers of vinyl chloride with other monomers, such as vinyl acetate, vinylidene chloride, the acrylates, and the like. Where copolymers are used, as has been indicated hereinabove, it is desirable that the resin material contain at least 50% of the polyvinyl chloride, and preferably at least 70 to of the polyvinyl chloride.
- the polyvinyl chloride composition may be added to the impregnating solution of the present invention as such, or it may be combined with the chlorinated paraffin material, preferably in the chlorinated parafiin emulsion.
- the polyvinyl chlor'de composition is present in an amount not in excess of about 25% by weight of the chlorinated paraffin.
- the minimum amount of the polyvinyl chloride composition which may be used in that amount which will impart the desired durability to the composition without adversely affecting the soft hand of the treated cellulosic textile fabric.
- amounts as low as 1% by weight of the chlorinated parafiin may be used to attain these results.
- antimony oxide may also be included in the impregnating composition of the present invention. Where it is used, amounts within the range of about 3 to about 15% by weight of the aqueous impregnating solution are typical. Although any commercially available antimony oxide may be used in the composition, it has generally been found to be desirable to use a pigment grade of antimony oxide.
- a preferred aqueous impregnating solution for use in the present invention is one having the following components in the amounts indicated:
- compositions of the present invention Percent by weight Tetrakis(hydroxymethyl phosphonium chloride 9.514.5 Trimethylolmelamine 5.2-8.0 Triethanolamine 3.3-5.1 Urea 3.3-5.1 Chlorinated paraffin containing an average of 24 carbon atoms and 50% by weight of chemically combined chlorine 9.0-13.5 Polyvinyl chloride 1.0-l.6 Antimony oxide 6.9-10.5 Water Balance Any cellulosic material such as cotton, rayon, ramie, jute, paper, cardboard, and the like, may be treated with the compositions of the present invention, such as those which have been set forth hereinabove. These compositions are, however, particularly effective when applied to cellulosic textiles in view of the improved durability to washing and softness of the textile hand which is obtained when using these compositions.
- the various components are admixed with sutficient water to provide an aqueous resin dispersion or emulsion containing between about 30 and about 60 percent by weight of total solids.
- the resin dispersion contains between about 40 and 50% by weight total solids.
- total solids as used throughout the specification and claims, is intended to include both the solids that are dissolved in the aqueous component as well as those solids which are colloidally dispersed, or otherwise dispersed, in the aqueous dispersion or emulsion.
- dispersion is intended to include the dispersions and/or emulsion that results from admixing the above defined non-aqueous components with the water, generally in the proportions as has been set forth hereinabove. It will be appreciated, however, that variations from these proportions may be made so long as the concentrations of total solids in the resulting aqueous dispersion is sufficient to provide an adequate resin add-on in the cellulosic material being treated.
- agitation of the solution may be desirable in order to insure that the nonaqueous components will be substantially completely dissolved of dispersed in the aqueous portion of the solution.
- the impregnating bath After the impregnating bath has been formed, it is preferably maintained at a temperature below about 30 degrees centigrade, in order to obtain maximum stability and useful bath life.
- Typial operating temperatures for the impregrating bath are about 18 to 30 degrees centrigrade. It will be appreciated, that both higher and lower temperatures may be used, although in some instances the use of temperatures substantially in excess of about 30 degrees centigrade may result in a reduction of the time of useful bath life.
- the polymerizable impregnating solution may be applied to the cellulosic textile materials to be treated in any convenient manner, such as by padding, spraying, roller applications or other impregnating techniques known to those in the art.
- the manner of applying the impregnating solution to ,the textile material will depend upon the physical form of the textile being treated. Where the textile material is in the form of yard goods, it has been found to be desirable to formulate the impregnating solution in a padding box and to immerse the textile material in the solution. Thereafter, the tetile material is passed through a pad, or a squeeze roll, or other suitable means for removing the solution in excess of that necessary to saturate the cellulosic material.
- an important factor in treating the cellulosic material yith the compositions of the present invention is the amount of resin add-on in the cellulosic materials which have been treated.
- the cellulosic material is given a resin add-on which provides both satisfactory flame retardancy, and durability to washing, without adversely affecting the hand of the material.
- the minimum amount of resin add-on is at least that amount which will render the cellulosic material flame retardant, i.e., a flameretardant amount.
- resin add-ons within the range of about 10 to about by weight of the cellulosic material treated are satisfactory, with resin add-ons of within the range of about 14 to about 30% by weight of the cellulosic material treated being preferred. It is to be a-ppreciaed, however, that resin add-ons which are either greater or less than these amounts may be used satisfactorily in some instances, depending upon the type and weight of the cellulosic material being treated.
- the resin add-on obtained in the treated cellulosic material is dependent upon the amount of wet pick-up of the polymerizable impregnating solution during the impregnation step. Accordingly, it is apparent that the control of the amount of wet pickup during the impregnating step is an important factor in carrying out the process of the present invention. Generally, it has been found that wet pick-ups in the range of about 65 to about 100% by weight of the material being treated will give a finished, flame-retardant product having the desired resin add-on. As with the resin add-on amounts, however, it is to be appreciated that wet pickup amounts which are both greater than and less than these preferred amounts may be used to give satisfactory results in some instances, depending upon the type and weight of the fabric which is being treated.
- drying and curing of the resin impregnated in the cellulosic material is effected.
- Various suitable techniques may be utilized to effect drying and curing of the impregnated cellulosic material.
- the impregnated material may be dried in a conventional forced hot air oven at a temperature between about and about degrees centigrade for /2 to 15 minutes. Curing of the cellulosic material may be carried out in the same apparatus by heating at a temperature from about 120 to degrees centigrade for about 1 to 15 minutes.
- the impregnated cellulosic textile may be stored under atmospheric conditions over night to effect drying of the cloth and curing of the resin or the dry, resin coated textile may be cured in an infrared oven at a temperature between about 260 and 370 degrees centigrade for a period of about 5 to 12 seconds.
- the material is preferably scoured or washed to remove any unpoly'merized materials and the like.
- an'conventional scouring process such as rope scouring, continuous openwidth scouring, jig scouring, and the like may be used.
- Typical of the scouring solutions which may be used are aqueous soap solutions containing small amounts of sodium carbonate and/0r sodium perborate.
- the thustreated resin impregnated cellulosic materials are found to be durably flame retardant, even after repeated washings and ironings.
- the durability of this flame retardancy is such that it lasts for the whole life of the fabric. In addition to this durability, it is found that the hand of the fabric is excellent, and that the fabric is both soft and flexible.
- the resin material with which the cellulosic textile fabric is impregnated is a reaction product of the components of the impregnating solution which contains those components in the amounts indicated:
- Percent by weight of the resin Components forming ingredients Tetrakis(alpha hyrdoxyorgano)phosphonium compound 10to 40 Water soluble cyclic nitrogen-containing compound 6 to 30 Water-soluble tertiary amine 4to 20 Carbamic acid derivative 4t0 2O Halogenated paraffin 10 to 35 Polyvinyl halide composition 1 to9 Additionally, where it is used, the resin composition will also cointain antimony oxide in an amount within the range of 8 to 35 percent by weght of the resin forming ingredient.
- Polyvinyl chloride (aqueous dispersion containing 50% resin 64.0 16.0 13.0 9. 6.5 3.0 0 solids)
- Antimony oxide 26
- 26 26
- 2G 26
- Polyvinyl chloride based on chlorinated paraffin 100 25 20 10 5 0
- a sample of an 8-ounce cotton duck was impregnated with each of the above impregnating solutions, one sample in each solution, by immersing the cloth in the impregnating solution and thereafter removing the excess solution by passing the fabric between squeeze rolls to obtain a wet pickup on the fabric of from 70 to 75% by weight.
- the fabric samples were then dried for 2.5 minutes at 120 degrees centigrade and then were cured for two minutes at about 165 degrees centigrade.
- the dried fabric was then washed with an aqueous soap solution containing 0.2% by weight of sodium carbonate and about 0.2% by weight sodium perborate to remove any unpolymerized materials from the fabric.
- the fabric samples were then redried and the tensile strength, stiffness and char length were then determined, using the procedures as have been indicated hereinabove. The results obtained were as follows:
- the impregnating composition contains no polyvinyl chloride, but only the chlorinated paraflin, although the hand of the fabric is greatly improved, as shown by the lower stiffness rating there is an appreciable decrease in the durability of the flame retarding treatment, as evidenced by the fact that the treated fabric burns after only 10 washings.
- the composition contains no more than about 25% of the polyvinyl chloride, based on the chlorinated paraffin, and preferably from about 5 to about 15%, durable flame retardancy is obtained, while retaining a soft and improved hand.
- EXAMPLE 2 An emulsion was prepared by admixing the following components in the amounts indicated, the components being added in the order shown:
- Polyvinyl chloride resin (aqueous dispersion containing 55% resin solids) Water Using this emulsion, the following impregnating pad bath was prepared by admixing the components in the amounts shown, the components being added in the order shown:
- boil cycles to which the treated fabric is subjected consist of boiling the sample for one hour in an aqueous solution containing about 0.2% soap and about 0.2% sodium carbonate. Thereafter, the fabric is rinsed in clear water. This constitutes one boil cycle.
- a composition suitable, when dispersed in a solvent, for treating a cellulosic material to render it flame retardant which composition comprises from about 6-20% by weight of a tetrakis(alpha-hydroxyorgano)phosphonium halide, a water-soluble cyclic-nitrogen containing compound, a water-soluble tertiary amine, a carbamic acid derivative, from about 214% by Weight of a halogenated paraffin, and a polyvinyl halide composition, in an amount of about 1 to 25% by weight of the halogenated paraffin.
- a composition for treating a cellulosic material to render it flame retardant which composition comprises a water-soluble cyclic nitrogen containing compound, a Water-soluble tertiary amine, a carbamic acid derivative, from about 214% by weight of a halogenated parafiin, a polyvinyl halide composition in an amount of about 1 to 25% by weight of the halogenated paraflin, water, and from about 6-20% by weight of a tetrakis(alphahydroxyorgano)phosphonium halide having the formula:
- R is selected from the group consisting of hydrogen, lower alkyl radicals having between about 1 and about 6 carbon atoms, halogenated lower alkyl radicals having between about 1 and about 6 carbon atoms, lower alkenyl radicals having between about 1 and about 6 carbon atoms, halogenated lower alkenyl radicals having between about 1 and about 6 carbon atoms, aryl radicals having between about and about 10 carbon atoms, halogenated aryl radicals having between about 5 and about 10 carbon atoms, cycloalkyl radicals having between about 3 and about 6 carbon atoms, and halogenated cycloalkyl radicals having between 3 and about 6 carbon atoms, and wherein X is halogen.
- a composition for treating a cellulosic material to render it flame retardant which composition comprises from about 3 to 12% by weight of a water-soluble cyclic nitrogen containing compound, from about 1 to 4% by weight-of a water-soluble tertiary amine, from about 3 to 12% by weight of a carbamic acid derivative, from about 2 to 14% by weight of a halogenated paratfin, from about 6 to by weight of a tetrakis(alpha-hydroxyorgano) phosphonium halide, a polyvinyl halide composition in an amount of from about 5 to 15% by weight of the halogenated paraffin, the remainder of the composition being water and the percents being by Weight of the composition, and wherein the phosphonium halide has the formula:
- R is selected from the group consisting of hydrogen, lower alkyl radicals having between about 1 and about 6 carbon atoms, halogenated lower alkyl radicals having between about 1 and about 6 carbon atoms, lower alkenyl radicals having between about 1 and about 6 carbon atoms, halogenated lower alkenyl radicals having between about 1 and about 6 carbon atoms, aryl radicals having between about 5 and about 10 carbon atoms, halogenated aryl radicals having between about 5 and about 10 carbon atoms, cycloalkyl radicals having between about 3 and about 6 carbon atoms, and halogenated cycloalkyl radicals having between about 3 and about 6 carbon atoms, and wherein X is halogen.
- composition as claimed in claim 3 wherein the phosphonium halide compound is tetrakis(hydroxymethyl) phosphonium chloride, the cyclic nitrogen-containing compound is trimethylolmelamine, the tertiary amine is triethanolamine, the carbamic acid derivative is urea, the vinyl halide is vinyl chloride and the halogenated paraffin is a chlorinated paraffin.
- a method for treating a cellulosic textile material to render it flame retardant which comprises impregnating the cellulosic textile material with a polymerizable composition from about 6-20% by weight of comprising a tetrakis(alpha hydroxyorgano)phosphonium halide, a water-soluble cyclic nitrogen-containing compound, a water-soluble tertiary amine, a carbamic acid derivative from about 2-14% .by weight of a halogenated parafl'ln, a polyvinyl halide composition in an amount of about 1 to 25 percent by weight of the halogenated paraffin, and water, and, thereafter, curing the thus-impregnated cellulosic textile material.
- a polymerizable composition from about 6-20% by weight of comprising a tetrakis(alpha hydroxyorgano)phosphonium halide, a water-soluble cyclic nitrogen-containing compound, a water-soluble tertiary amine, a
- a method for treating a cellulosic textile material to render it flame retardant which comprises impregnating the cellulosic material with an aqueous solution comprising a water-soluble cyclic nitrogen-containing compound, a water-soluble tertiary amine, a carbamic acid derivative, from about 2-14% by weight of a halogenated parafiin, a polyvinyl halide composition in an amount of about 1 to 25 percent by weight of the halogenated paraflin, water, and from about 620% by weight of a tetrakis(alphahydroxyorgano) phosphonium halide compound having the formula:
- R is selected from the group consisting of hydrogen, lower alkyl radicals having between about 1 and about 6 carbon atoms, halogenated lower alkyl radicals having between about 1 and about 6 carbon atoms, lower alkenyl radicals having between about 1 and about 6 carbon atoms, halogenated lower alkenyl radicals having between about 1 and about 6 carbon atoms, aryl radicals having between about 5 and about 10 carbon atoms, halogenated aryl radicals having between about 5 and about 10 carbon atoms, cycloalkyl radicals having between about 3 and about 6 carbon atoms, and wherein X is halogen, and, thereafter, curing the thus-impregnated cellulosic material.
- a method for treating a cellulosic textile material to render it flame retardant which comprises impregnating the cellulosic material with an aqueous solution comprising from about 3 to 12% by weight of a water-soluble cyclic nitrogen containing compound, from about 1 to 4% by weight of a water-soluble tertiary amine, from about 3 to 12% by weight of a carbamic acid derivative, from about 2 to 14% by weight of a halogenated parafiin, from about 6 to 20% by weight of a tetrakis(alpha-hydroxyorgano)phosphonium halide, a polyvinyl halide composition in an amount. of from about 5 to 15% by weight of the halogenated paraffin, the remainder of the composition being water and the percents being by weight of the aqueous composition, wherein the phosphonium halide has the formula:
- R is selected from the group consisting of hydrogen, lower alkyl radicals having between about 1 and about 6 carbon atoms, halogenated lower alkyl radicals having between about 1 and about 6 carbon atoms, lower alkenyl radicals having between about 1 and about 6 carbon atoms, halogenated lower alkenyl radicals having between about 1 and about 6 carbon atoms, aryl radicals having between about 5 and about 10 carbon atoms, halogenated aryl radicals having between about 5 and about 10 carbon atoms, cycloalkyl radicals having between about 3 and about 6 carbon atoms, and halogenated cycloalkyl radicals having between about 3 and about 6 carbon atoms, and wherein X is halogen, and, thereafter, curing the thus-impregnated cellulosic material.
- the phosphonium halide compound is tetrakis(hydroxymethyl) phosphonium chloride
- the cyclic nitrogen-containing compound is trimethylolmelamine
- the tertiary amine is triethanolamine
- the carbamic acid derivative is urea
- the polyvinyl halide is polyvinyl chloride and the halogenated paraflin is a chlorinated parafiin.
- a flame retardant cellulosic material comprised of a cellulosic material impregnated with a resinous material, said resinous material being the reaction product formed from resin forming ingredients comprised of from about 10-40% by weight of a tetrakis(alpha-hydroxyorgano)phosphonium halide, a water-soluble cyclic nitrogen-containing compound, a water-soluble tertiary amine, a carbamic acid derivative, from about 10-35% by weight of a hologenated paraflin, and a polyvinyl halide composition in an amount of about 1 to 25 percent by weight of the halogenated paraflin,
- a flame retardant cellulosic material comprised of a cellulosic material impregnated with a resinous material, said resinous material being the reaction product formed from resin forming ingredients comprised of a water-soluble cyclic nitrogen-containing compound, a water-soluble tertiary amine, a carbamic acid derivative, from about 1035% by weight of a halogenated parafiin, a polyvinyl halide composition in an amount of about 1 to 25 percent by weight of the halogenated paraflin, and from about 10-40% by weight of a tetrakis(alpha-hydroxyorgano)phosphonium halide having the formula:
- R is selected from the group consisting of hydro gen, lower alkyl radicals having between about 1 and about 6 carbon atoms, halogenated lower alkyl radicals having between about 1 and about 6 carbon atoms, lower alkenyl radicals having between about 1 and about 6 carbon atoms, halogenated lower alkenyl radicals having between about 1 and 6 carbon atoms, aryl radicals having between about and about carbon atoms, halogenated aryl radicals having between about 5 and about 10 carbon atoms, cycloalkyl radicals having between about 3 and about 6 carbon atoms, and halogenated cycloalkyl having between about 3 and about 6 carbon atoms, and wherein X is halogen.
- a flame-retardant cellulosic material comprised of a cellulosic material impregnated with a resinous material, said resinous material being the reaction product formed from resin forming ingredients comprised of from about 6 to 30% by weight of a water-soluble cyclic nitrogen-containing compound, from about 4 to 20% by weight of a water-soluble tertiary amine, from 4 to 20% by weight of a carbamic acid derivative, from about 10 to 35% by weight of a halogenated paratfin, from about 10 to 40% by weight of a tetrakis(alpha'hydroxyorgano)phosphonium halide, and a polyvinyl halide composition in an amount from about 5 to 15% by weight of the halogenated paraffin, all of the percents being percent by weight of the resin forming ingredients in the composition, and wherein the phosphonium halide has the formula:
- R is selected from the group consisting of hydrogen, lower alkyl radicals having between about 1 and about 6 carbon atoms, halogenated lower alkyl radicals having between about 1 and about 6 carbon atoms, lower alkenyl radicals having between about 1 and about 6 carbon atoms, halogenated lower alkenyl radicals having between about 1 and about 6 carbon atoms, aryl radicals having between about 5 and about 10 carbon atoms, halogenated aryl radicals having between about 5 and about 10 carbon atoms, cycloalkyl radicals having between about 3 and about 6 carbon atoms, and halogenated cycloalkyl radicals having between about 3 and about 6 carbon atoms, and wherein X is halogen.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Fireproofing Substances (AREA)
- Paper (AREA)
Priority Applications (7)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US433812A US3428480A (en) | 1965-02-18 | 1965-02-18 | Flame-retardant cellulosic material,composition and method for making same |
GB49910/65A GB1128456A (en) | 1965-02-18 | 1965-11-24 | Flame retardant cellulosic material |
FR39821A FR1456240A (fr) | 1965-02-18 | 1965-11-25 | Matériau cellulosique retardateur d'inflammation |
BE672847D BE672847A (nl) | 1965-02-18 | 1965-11-25 | |
JP40080180A JPS4826000B1 (nl) | 1965-02-18 | 1965-12-27 | |
NL666601930A NL150181B (nl) | 1965-02-18 | 1966-02-15 | Werkwijze voor het bereiden van waterige dispersies voor het brandwerend maken van cellulose bevattend materiaal, alsmede aldus brandwerend gemaakte gevormde voortbrengselen. |
DE1619072A DE1619072C2 (de) | 1965-02-18 | 1966-02-18 | Verfahren zur Flammfestausrüstung von Cellulosetextilien oder Papiermaterial |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US433812A US3428480A (en) | 1965-02-18 | 1965-02-18 | Flame-retardant cellulosic material,composition and method for making same |
Publications (1)
Publication Number | Publication Date |
---|---|
US3428480A true US3428480A (en) | 1969-02-18 |
Family
ID=23721614
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US433812A Expired - Lifetime US3428480A (en) | 1965-02-18 | 1965-02-18 | Flame-retardant cellulosic material,composition and method for making same |
Country Status (7)
Country | Link |
---|---|
US (1) | US3428480A (nl) |
JP (1) | JPS4826000B1 (nl) |
BE (1) | BE672847A (nl) |
DE (1) | DE1619072C2 (nl) |
FR (1) | FR1456240A (nl) |
GB (1) | GB1128456A (nl) |
NL (1) | NL150181B (nl) |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3617193A (en) * | 1967-09-12 | 1971-11-02 | Stevens & Co Inc J P | Flame-retardant bis(epoxyalkyl) methylphosphonate treated substrate and process therefor |
US3624179A (en) * | 1969-06-03 | 1971-11-30 | Deering Milliken Res Corp | Stabilized polyurethane |
US3874911A (en) * | 1972-01-14 | 1975-04-01 | Ciba Geigy Ag | Process for the manufacture of phosphorus-containing condensation products, the products and their use as flameproofing agents |
US3883463A (en) * | 1973-09-27 | 1975-05-13 | Stauffer Chemical Co | Flame retardant binder for flammable materials |
US3901985A (en) * | 1971-09-10 | 1975-08-26 | Ciba Geigy Ag | Process for the manufacture of condensation products containing phosphorus, the products and their use as flameproofing agents |
US3904570A (en) * | 1973-09-19 | 1975-09-09 | Stauffer Chemical Co | Flame-retardant binder comprising vinylidene halide-bis(hydrocarbyl) vinyl phosphonate polymer latices blended with antimony oxide |
US3926894A (en) * | 1973-06-08 | 1975-12-16 | Owens Corning Fiberglass Corp | Hardenable, water-based coating composition from aqueous latices of acrylic and vinyl compounds |
US4412023A (en) * | 1980-11-05 | 1983-10-25 | Tikkurilan Varitehtaat Oy | Coating composition |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5363961U (nl) * | 1976-11-02 | 1978-05-30 |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2378715A (en) * | 1942-05-28 | 1945-06-19 | Leatherman Martin | Fireproofing compositions |
US2421409A (en) * | 1942-04-03 | 1947-06-03 | Ici Ltd | Thermoplastic polyvinyl chloride, chlorinated paraffin wax, plasticizer compositions |
US2461538A (en) * | 1944-05-25 | 1949-02-15 | Interchem Corp | Fire-retarding compositions |
US2775994A (en) * | 1954-02-19 | 1957-01-01 | Bonafide Mills Inc | Method and apparatus for producing a decorative surface covering sheet |
US3054698A (en) * | 1960-11-21 | 1962-09-18 | Hooker Chemical Corp | Flame proofing of cellulosic materials |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE547651A (nl) * | 1955-05-09 | |||
AT209857B (de) * | 1957-02-22 | 1960-06-25 | Freudenberg Carl Kg | Verfahren zur Herstellung flammfester Vliesstoffe |
US3014000A (en) * | 1960-02-08 | 1961-12-19 | Ass Lead Mfg Ltd | Flame-retarding compositions |
-
1965
- 1965-02-18 US US433812A patent/US3428480A/en not_active Expired - Lifetime
- 1965-11-24 GB GB49910/65A patent/GB1128456A/en not_active Expired
- 1965-11-25 FR FR39821A patent/FR1456240A/fr not_active Expired
- 1965-11-25 BE BE672847D patent/BE672847A/xx unknown
- 1965-12-27 JP JP40080180A patent/JPS4826000B1/ja active Pending
-
1966
- 1966-02-15 NL NL666601930A patent/NL150181B/nl not_active IP Right Cessation
- 1966-02-18 DE DE1619072A patent/DE1619072C2/de not_active Expired
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2421409A (en) * | 1942-04-03 | 1947-06-03 | Ici Ltd | Thermoplastic polyvinyl chloride, chlorinated paraffin wax, plasticizer compositions |
US2378715A (en) * | 1942-05-28 | 1945-06-19 | Leatherman Martin | Fireproofing compositions |
US2461538A (en) * | 1944-05-25 | 1949-02-15 | Interchem Corp | Fire-retarding compositions |
US2775994A (en) * | 1954-02-19 | 1957-01-01 | Bonafide Mills Inc | Method and apparatus for producing a decorative surface covering sheet |
US3054698A (en) * | 1960-11-21 | 1962-09-18 | Hooker Chemical Corp | Flame proofing of cellulosic materials |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3617193A (en) * | 1967-09-12 | 1971-11-02 | Stevens & Co Inc J P | Flame-retardant bis(epoxyalkyl) methylphosphonate treated substrate and process therefor |
US3624179A (en) * | 1969-06-03 | 1971-11-30 | Deering Milliken Res Corp | Stabilized polyurethane |
US3901985A (en) * | 1971-09-10 | 1975-08-26 | Ciba Geigy Ag | Process for the manufacture of condensation products containing phosphorus, the products and their use as flameproofing agents |
US3874911A (en) * | 1972-01-14 | 1975-04-01 | Ciba Geigy Ag | Process for the manufacture of phosphorus-containing condensation products, the products and their use as flameproofing agents |
US3926894A (en) * | 1973-06-08 | 1975-12-16 | Owens Corning Fiberglass Corp | Hardenable, water-based coating composition from aqueous latices of acrylic and vinyl compounds |
US3904570A (en) * | 1973-09-19 | 1975-09-09 | Stauffer Chemical Co | Flame-retardant binder comprising vinylidene halide-bis(hydrocarbyl) vinyl phosphonate polymer latices blended with antimony oxide |
US3883463A (en) * | 1973-09-27 | 1975-05-13 | Stauffer Chemical Co | Flame retardant binder for flammable materials |
US4412023A (en) * | 1980-11-05 | 1983-10-25 | Tikkurilan Varitehtaat Oy | Coating composition |
Also Published As
Publication number | Publication date |
---|---|
DE1619072B1 (de) | 1970-06-18 |
NL6601930A (nl) | 1966-08-19 |
JPS4826000B1 (nl) | 1973-08-03 |
BE672847A (nl) | 1966-05-25 |
FR1456240A (fr) | 1966-10-21 |
DE1619072C2 (de) | 1974-11-21 |
GB1128456A (en) | 1968-09-25 |
NL150181B (nl) | 1976-07-15 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
AS | Assignment |
Owner name: OCCIDENTAL CHEMICAL CORPORATION Free format text: CHANGE OF NAME;ASSIGNOR:HOOKER CHEMICALS & PLASTICS CORP.;REEL/FRAME:004109/0487 Effective date: 19820330 |