US2464342A - Manufacture of waterproof and water-repellent noninflammable fibrous materials - Google Patents

Manufacture of waterproof and water-repellent noninflammable fibrous materials Download PDF

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US2464342A
US2464342A US483340A US48334043A US2464342A US 2464342 A US2464342 A US 2464342A US 483340 A US483340 A US 483340A US 48334043 A US48334043 A US 48334043A US 2464342 A US2464342 A US 2464342A
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water
melamine
formaldehyde
fabrics
textiles
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US483340A
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Frederick F Pollak
Fassel Josef
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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
    • D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
    • D06M15/423—Amino-aldehyde resins
    • 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
    • Y10S260/00—Chemistry of carbon compounds
    • Y10S260/24—Flameproof
    • 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
    • Y10S260/00—Chemistry of carbon compounds
    • Y10S260/47—Poisons, foods, or pharmaceuticals
    • 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
    • Y10T442/2213—Coating or impregnation is specified as weather proof, water vapor resistant, or moisture resistant
    • 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
    • Y10T442/2525—Coating or impregnation functions biologically [e.g., insect repellent, antiseptic, insecticide, bactericide, etc.]
    • Y10T442/2533—Inhibits mildew
    • 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

Definitions

  • the invention relates to the manufacture of waterproof and water-repellent non-inflammable textiles and fabrics, and to substances adapted to beused in connection with this manufacture.
  • the method may be advantageously carried out by the impregnation of the textiles and fabrics with a neutral pyrophosphoric acid salt of a volatile base, such as ammonia or a suitable amide or hydrazine, and-by passing the dried or still moist materials through an aqueous condensation solution of melamine and an aldehyde,
  • a neutral pyrophosphoric acid salt of a volatile base such as ammonia or a suitable amide or hydrazine
  • the pyrophosphoric acid salt may be directly If, however, this solution is heated to about Ammonia hasbeen found to be highly useful
  • the present method may be advantageously It is advisable to remove sizing substances
  • the processed fabrics or textiles are dried at The neutral ammonia salt of the pyrophos-
  • the ammonia which is liberated at the elevated temperature reacts with the formaldehyde
  • 2 mols melamine and 1 rophosphoric acid thereafter passed through a such as formaldehyde. solution of a condensation product of melamine and formaldehyde, hardened and dried.
  • the method is satisfactory and efficient. However, two impregnating steps are needed for its 100 C., a white insoluble precipitate of melamine performance.
  • the method also requires a rather and of the pyrophos-ph-oric acid is abruptly accurate control of the working temperature in formed. order to avoid weakening of the fibre during its exposure to the acid solution. as a volatile base; but other suitable bases, such Furthermore, it has been observed that the as ethylene diamine, hydrazine or guanidine may precipitate sometimes does not sufiiciently penbe employed. etrate into the fibre which causes a somewhat carried out by using a.
  • ceedathe invention comprises in its broad aspect the impregnation 0 fibrous m a s, Such as mol pyrophosphoric acid are required to form the particularly textiles and fabrics, with a solution compound and hexamethylenetetramine is proof/a melami e-aldehyde condensation product prised' from 3 mols formaldehyde and 2 mols and a phosphoric acid salt of a volatile base, and
  • Example I 126 parts by weight of melamine, 200 parts by weight of formaldehyde slightly alkalized by the addition of sodium-hydrate, are condensed with 500 parts of water by heating the mixture for about 20 minutes with a reflux cooler. The resuiting clear solution is cooled.
  • a concentrated solution containing 36 parts by weight of pyrophosphoric acid is neutralized by slowly adding to the same ammonia and cooling. It is advisable to employ a small excess of ammonia so that the resulting solution has a pH equal to about pH 7.5 which will prevent a premature formation of the precipitate.
  • a fabric is passed through this impregnating solution in the customary manner.
  • the excess liquid is removed, for instance, by transporting the impregnated article through wringer rolls.
  • the fabric is dried at a temperature of between 100 and 125 C. and preferably at about 120 C.
  • a water-insoluble melamine pyrophosphate is formed hereby which is firmly em-.
  • the fabric is preferably rinsed again with water and dried. It is-now provided with the desired water resistance and water repellent impregnation which cannot be removed by washingwith water; At the same time it has been rendered non-inflammable and mildewproof.
  • the instant method may be performed by subjecting the textiles and fabrics to repeated impregnation in order to intensify its efiiciency or to obtain special effects.
  • the relative quantities of the impregnating substances may be adjusted during a first impreg nating phase in such a manner that no synthetic resin is produced, the formaldehyde and the melamine being used up in toto for the formation of the hexamethylenetetramine or the melaminepyrophosphate.
  • Example II a second impregnation may be conducted on the lines which are described in Example I, the fabric after the first treatment being still in a liquid absorbent state.
  • Example II 126 parts by weight of melamine, 260 parts slightly alkalized formaldehyde and 500 parts of water are condensated to form an artificial resin. A concentrated solution of 36 parts of pyrophosphoric acid is added which has been neutralized and slightly alkalized with ammonia.
  • the fabric is passed through this solution and exposed to air for several hours. Hereafter it is conducted through the impregnating bath described in Example I.
  • the thus produced article has a superior water repellency.
  • ammonia may be substituted by other amides the aqueous solutions of which are alkaline. react with formaldehyde and form the desired precipitate at an elevated temperature.
  • the fabric processed in accordance with the instant invention excels in permanent non-infiammability which is not reduced if the articles are rinsed with water or located therein even for a longer period.
  • the fibre is not weakened by the impregnation; it is water resistant and water repellent which greatly shortens the drying time.
  • the precipitate is formed within the cellular structure of theflbre which, therefore, remains unchanged at its surface. Consequently, dark colored fabrics, such as uniform cloth, can be successfully treated without necessitating an additional coloring procedure.
  • the touch of the textiles processed according to the invention is the fabrics retain their I food for their growth on the sterile coating.
  • the water resistance and repellency is ap-' parent from the fact that the processed fibres even if colored with a watersensitive dyestuif do not impart any dyestufl to water. If located in water for a long-period the water remains clear.
  • the invention may also be carried out by partly or completely'substituting the melamine formaldehyde condensation product by another hardenable synthetic resin.
  • a mixture of thiourea and melamine may be treated with formaldehyde and the mixed condensation product may be incorporated into the fibre; either an excess of formaldehyde may be employed, or the melamine condensation product may be substantially used up by the ammonium pyrophosphate or the relative quantities maybe varied in another suitable manner.
  • a method of renderin textiles and fabrics, non-inflammable, waterand mildew-proof comprising impregnating the said materials with an aqueous solution of ammonium pyrophosphate and of a melamine-formaldehyde condensation product, drying the impregnated materials at an elevated .temperatureand incorporating thereby into the same, awater insoluble melamine pyrophosphate.
  • a method of rendering textiles and fabrics, non-inflammable, waterand mildew-proof comprising impregnating the said materials with the aqueous solution of ammoniumpyrophosphate containing a slight excess quantity of ammonia, and of a melamine-formaldehyde condensation product, drying the impregnated materials at an elevated'temperature and incorporating thereby into the same a water insoluble melamine pyrophosphate.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Description

Pagonted Mar. 15, 1949 MANUFACTURE OF WATERPROOF AND 'WATER-REPELLENT NONINFLAMMABLE FIBROUS MATERIALS Frederick F. Pollak, Brooklyn, and Josef Fassel,
Marmaroneck, N. X.
No Drawing. Application April 16, 1943, Serial No. 483,340
Claims. 1
The invention relates to the manufacture of waterproof and water-repellent non-inflammable textiles and fabrics, and to substances adapted to beused in connection with this manufacture.
In patent application Ser. No. 475,575 now- Patent No. 2,421,218, May 27, 1947, a method is described for rendering textiles and fabrics not inflammable and water-resistant. These materials are impregnated with a solution of pycloudy surface appearance.
I the same in one bath.
fibre and its original pliability.
to avoid cloudy surface appearance.
in the incorporation of an insoluble melaminephosphoric acid compound into the fibre.
The method may be advantageously carried out by the impregnation of the textiles and fabrics with a neutral pyrophosphoric acid salt of a volatile base, such as ammonia or a suitable amide or hydrazine, and-by passing the dried or still moist materials through an aqueous condensation solution of melamine and an aldehyde,
The pyrophosphoric acid salt may be directly If, however, this solution is heated to about Ammonia hasbeen found to be highly useful The present method may be advantageously It is advisable to remove sizing substances The processed fabrics or textiles are dried at The neutral ammonia salt of the pyrophos- The ammonia which is liberated at the elevated temperature reacts with the formaldehyde In view of the fact that 2 mols melamine and 1 rophosphoric acid, thereafter passed through a such as formaldehyde. solution of a condensation product of melamine and formaldehyde, hardened and dried. An inadded to the condensation solution which comsoluble melamine pyrophosphate is formed which mences to be slightly cloudy after a long period is firmly embedded in the synthetic resin coating. of standing only.
The method is satisfactory and efficient. However, two impregnating steps are needed for its 100 C., a white insoluble precipitate of melamine performance. The method also requires a rather and of the pyrophos-ph-oric acid is abruptly accurate control of the working temperature in formed. order to avoid weakening of the fibre during its exposure to the acid solution. as a volatile base; but other suitable bases, such Furthermore, it has been observed that the as ethylene diamine, hydrazine or guanidine may precipitate sometimes does not sufiiciently penbe employed. etrate into the fibre which causes a somewhat carried out by using a. single impregnating bath It is the object of the invention to improve containing all the substances forming the inthe former method and to simplify and conduct soluble melamine precipitate, through which the fabricsior textiles are passed. It is an object of the invention to preserve the non-inflammability of the impregnated textiles pr v y to h re m n and fabrics in spite of intensive washing or long time exposure to water and to the atmosphere. a temperature of between 100 and 125 C. and
It is a further object of the invention to avoid preferably at about 120 C. during the entire manufacturing procedure the The textiles and fabrics are hereby pr v d d contact of the fibres with acid solutions. with an impre and coa W ch rende s 11; is also an obje t of t invention t fully the same non-inflammable, fireand water-proof preserve the original mechanical strength of the and mildew-Proof, and which Cannot be o d by Washing. Furthermore, it is an object of the invention to process colored goods without impairing in the phoric acid has been found to e particularly least their particular color, shade or tint, and 40 useful in the performance of this invention- It is also an object of the invention to anchor the impregnating substances so firmly in the if the melamine condensation product, whereby cell structure of the textiles and fabrics that gi g gfig gif ifggggg g fgg fs' i g g g gf fi g gzl gg fif zfi g; fi gig gf s the formaldehyde is hereby torn from the melamine compound; hence, it follows that a preferthe original soft touch of thetreated materials. ably greater quantity of the condensation product With these and other ob ects in view which Should be employed as it would correspond to will become apparent as this specification prothe t i h i tfl al relation. ceedathe invention comprises in its broad aspect the impregnation 0 fibrous m a s, Such as mol pyrophosphoric acid are required to form the particularly textiles and fabrics, with a solution compound and hexamethylenetetramine is proof/a melami e-aldehyde condensation product duced' from 3 mols formaldehyde and 2 mols and a phosphoric acid salt of a volatile base, and
ammonia, it is desirable to have an excess of 3 formaldehyde in the condensation bath as otherwise i'ree melamine would be produced.
Example I 126 parts by weight of melamine, 200 parts by weight of formaldehyde slightly alkalized by the addition of sodium-hydrate, are condensed with 500 parts of water by heating the mixture for about 20 minutes with a reflux cooler. The resuiting clear solution is cooled.
A concentrated solution containing 36 parts by weight of pyrophosphoric acid is neutralized by slowly adding to the same ammonia and cooling. It is advisable to employ a small excess of ammonia so that the resulting solution has a pH equal to about pH 7.5 which will prevent a premature formation of the precipitate.
A fabric is passed through this impregnating solution in the customary manner. The excess liquid is removed, for instance, by transporting the impregnated article through wringer rolls. Hereafter the fabric is dried at a temperature of between 100 and 125 C. and preferably at about 120 C. A water-insoluble melamine pyrophosphate is formed hereby which is firmly em-.
bedded into the fibre. The fabric is preferably rinsed again with water and dried. It is-now provided with the desired water resistance and water repellent impregnation which cannot be removed by washingwith water; At the same time it has been rendered non-inflammable and mildewproof.
The instant method may be performed by subjecting the textiles and fabrics to repeated impregnation in order to intensify its efiiciency or to obtain special effects. a
The relative quantities of the impregnating substances may be adjusted during a first impreg nating phase in such a manner that no synthetic resin is produced, the formaldehyde and the melamine being used up in toto for the formation of the hexamethylenetetramine or the melaminepyrophosphate.
Hereafter a second impregnation may be conducted on the lines which are described in Example I, the fabric after the first treatment being still in a liquid absorbent state.
'A final product is hereby obtained which contains a considerably larger quantity of fibre-embedded melaminepyrophosphate without increase of the artificial resin.
A specific example of performing the invention in this manner is given in the following:
Example II 126 parts by weight of melamine, 260 parts slightly alkalized formaldehyde and 500 parts of water are condensated to form an artificial resin. A concentrated solution of 36 parts of pyrophosphoric acid is added which has been neutralized and slightly alkalized with ammonia.
The fabric is passed through this solution and exposed to air for several hours. Hereafter it is conducted through the impregnating bath described in Example I. The thus produced article has a superior water repellency.
The ammonia may be substituted by other amides the aqueous solutions of which are alkaline. react with formaldehyde and form the desired precipitate at an elevated temperature.
Instead of the formaldehyde other aldehydes.
may be employed which by condensation with melamine form a water-insoluble colorless resin and are separable from the melamine condensa- 4 tion product so that the insoluble melamine phosphoric acid compound may be formed.
The fabric processed in accordance with the instant invention excels in permanent non-infiammability which is not reduced if the articles are rinsed with water or located therein even for a longer period. The fibre is not weakened by the impregnation; it is water resistant and water repellent which greatly shortens the drying time.
The precipitate is formed within the cellular structure of theflbre which, therefore, remains unchanged at its surface. Consequently, dark colored fabrics, such as uniform cloth, can be successfully treated without necessitating an additional coloring procedure. The touch of the textiles processed according to the invention is the fabrics retain their I food for their growth on the sterile coating.
The water resistance and repellency is ap-' parent from the fact that the processed fibres even if colored with a watersensitive dyestuif do not impart any dyestufl to water. If located in water for a long-period the water remains clear.
It was, found that at the same time the supershine of artificial sill: is eliminated which assumes the dull luster of first quality natural silk.
The invention may also be carried out by partly or completely'substituting the melamine formaldehyde condensation product by another hardenable synthetic resin. For instance, a mixture of thiourea and melamine may be treated with formaldehyde and the mixed condensation product may be incorporated into the fibre; either an excess of formaldehyde may be employed, or the melamine condensation product may be substantially used up by the ammonium pyrophosphate or the relative quantities maybe varied in another suitable manner.
The examples given above are not considered to be a limitation of the application or of the methods and products of the invention, because variations in percentages of the material used, in the timeand temperature of the diiferent heating steps in the sequence thereof, in the mode of application and in the use of the products of reaction can be made by one skilled in the art to suit different requirements.
We claim:
1. A method of renderin textiles and fabrics, non-inflammable, waterand mildew-proof, comprising impregnating the said materials with an aqueous solution of ammonium pyrophosphate and of a melamine-formaldehyde condensation product, drying the impregnated materials at an elevated .temperatureand incorporating thereby into the same, awater insoluble melamine pyrophosphate.
2. A method of rendering textiles and fabrics, non-inflammable, waterand mildew-proof, comprising impregnating the said materials with the aqueous solution of ammoniumpyrophosphate containing a slight excess quantity of ammonia, and of a melamine-formaldehyde condensation product, drying the impregnated materials at an elevated'temperature and incorporating thereby into the same a water insoluble melamine pyrophosphate.
8. A method of renderin textiles and fabrics, REFERENCES CITED non-inflammable, waterand mildew-proof, comprising impregnating th sai materials ith th The following references are of record in the aqueous solution of ammoniumpyrophosphate file Of this Patent? and of a melamine-formaldehyde condensation 5 'UNITED STATES PATENTS product containing a slight excess quantity of formaldehyde, drying the impregnated materials Number Name Date at an elevated temperature and incorporating 2,097,509 9 2, 1937 thereby into the same a water insoluble melamine 2,161,803 FlPlayson et June 1939 pyrophggphatg .10 9 ,3 W1dmer ADI- 16, 1940 4. A method of rendering textiles and fabrics, 2305035 Rqsser 1943 non-inflammable, Waterand mildew-proof, com- 2,339,203 stleglel 11, 1944 prising impregnating the said materials with the FOREIGN PATENTS aqueous solution of ammoniumpyrophosphate and of a melamine-formaldehyde condensation 15 Numlier Country. Date product, the latter being maintained in the solu- Great ri m Apr. 29, 1936 tion in a, quantity slightly in excess to its stoich- 476,043 Great Bntain 1937 eiometrical relation to the pyrophosphate. OTHER REFERENCES 5. A method of rendering textiles and fabrics, non-infiammable,waterand mildew-proof, com- 20 g i ff b :32: igg chem prisin impregnating the said materials with a e pages slightly alkaline aqueous solution of ammoniumpyrophosphate and of a melamine-formaldehyde condensation product, drying the impregnated materials at a temperature of about 120 C., and 5 again washing and drying the said materials.
FREDERICK F. POLLAK. JOSEF FASSEL.
US483340A 1943-04-16 1943-04-16 Manufacture of waterproof and water-repellent noninflammable fibrous materials Expired - Lifetime US2464342A (en)

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Cited By (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2596938A (en) * 1948-12-30 1952-05-13 Monsanto Chemicals Coating composition composed of nitrogen-phosphorus compound with an aldehyde resin together with a water-soluble alkyd resin
US2596496A (en) * 1948-12-30 1952-05-13 Monsanto Chemicals Noncombustible coating composition and method of applying
US2603614A (en) * 1949-12-30 1952-07-15 Monsanto Chemicals Flameproofing
US2661342A (en) * 1950-06-21 1953-12-01 Monsanto Chemicals Phosphorous oxychloride-anhydrous ammonia reaction products and water-soluble resin compositions for rendering cellulosic materials fire resistant
US2661263A (en) * 1950-06-21 1953-12-01 Monsanto Chemicals Phosphorous oxychloride and ammonia reaction products in flame retarding compositions applied to cellulosic materials
US2779691A (en) * 1950-04-11 1957-01-29 American Cyanamid Co Method of imparting flame-resistance to cellulosic materials
US2781281A (en) * 1955-05-23 1957-02-12 Ciba Ltd Flame-proofing of textiles
US2816004A (en) * 1951-06-30 1957-12-10 Monsanto Chemicals Cellulosic solutions containing fire retardant and method of extruding
US2872355A (en) * 1953-02-26 1959-02-03 Bayer Ag Process for imparting flame resistance to solid inflammable material
US2892803A (en) * 1955-09-29 1959-06-30 Wilson A Reeves Composition comprising nitrilo methylol-phosphorus-polymer and organic textiles flame-proofed therewith
US2953464A (en) * 1951-06-30 1960-09-20 Monsanto Chemicals Fire-retardant cellulosic compositions and process for producing fire-retard-ant cellulsoic structures therefrom
US2953463A (en) * 1951-06-30 1960-09-20 Monsanto Chemicals Fire-retardant cellulosic compositions and process for producing fire-retardant cellulosic structures therefrom
US2952880A (en) * 1951-06-30 1960-09-20 Monsanto Chemicals Fire-retardant cellulosic compositions and process for producing fire-retardant cellulosic structures therefrom
US2989406A (en) * 1957-12-12 1961-06-20 Eastman Kodak Co Flameproof cellulose organic acid ester fibers and process for their preparation
US3110703A (en) * 1958-08-29 1963-11-12 Union Carbide Corp Flame-resistant spirobi (meta-dioxane) polymers
DE977415C (en) * 1951-08-03 1966-05-18 Ciba Geigy Process for making textiles flame resistant
US3421923A (en) * 1964-07-10 1969-01-14 Ciba Ltd Process for flame-proofing of cellulose-containing textiles
US3513114A (en) * 1966-01-07 1970-05-19 Monsanto Co Intumescent coating compositions
US4107145A (en) * 1976-03-03 1978-08-15 Eli Simon Salts of benzenephosphonic acid and melamine as reactive additives to flammable epoxy monomers to reduce flammability of the cured reaction products
US4992215A (en) * 1988-10-31 1991-02-12 Tag Investments, Inc. Polymer fire retardant

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB446379A (en) * 1934-06-25 1936-04-29 British Thomson Houston Co Ltd Improvements in and relating to methods of producing non-inflammable and non-hygroscopic fibrous material
US2097509A (en) * 1935-02-01 1937-11-02 Du Pont Fireproofing
GB476043A (en) * 1935-05-01 1937-11-29 Baverische Stickstoffwerke Akt An improved method of fireproofing solid combustible substances
US2161808A (en) * 1935-09-11 1939-06-13 Celanese Corp Treatment of textile materials
US2197357A (en) * 1935-09-28 1940-04-16 Ciba Products Corp Condensation products of amino-triazine, aldehyde, and alcoholic group-containing compounds and processes of making same
US2305035A (en) * 1941-11-13 1942-12-15 Sylvania Ind Corp Fireproofing
US2339203A (en) * 1941-08-30 1944-01-11 American Cyanamid Co Treatment of cellulosic textile material

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB446379A (en) * 1934-06-25 1936-04-29 British Thomson Houston Co Ltd Improvements in and relating to methods of producing non-inflammable and non-hygroscopic fibrous material
US2097509A (en) * 1935-02-01 1937-11-02 Du Pont Fireproofing
GB476043A (en) * 1935-05-01 1937-11-29 Baverische Stickstoffwerke Akt An improved method of fireproofing solid combustible substances
US2161808A (en) * 1935-09-11 1939-06-13 Celanese Corp Treatment of textile materials
US2197357A (en) * 1935-09-28 1940-04-16 Ciba Products Corp Condensation products of amino-triazine, aldehyde, and alcoholic group-containing compounds and processes of making same
US2339203A (en) * 1941-08-30 1944-01-11 American Cyanamid Co Treatment of cellulosic textile material
US2305035A (en) * 1941-11-13 1942-12-15 Sylvania Ind Corp Fireproofing

Cited By (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2596938A (en) * 1948-12-30 1952-05-13 Monsanto Chemicals Coating composition composed of nitrogen-phosphorus compound with an aldehyde resin together with a water-soluble alkyd resin
US2596496A (en) * 1948-12-30 1952-05-13 Monsanto Chemicals Noncombustible coating composition and method of applying
US2603614A (en) * 1949-12-30 1952-07-15 Monsanto Chemicals Flameproofing
US2779691A (en) * 1950-04-11 1957-01-29 American Cyanamid Co Method of imparting flame-resistance to cellulosic materials
US2661342A (en) * 1950-06-21 1953-12-01 Monsanto Chemicals Phosphorous oxychloride-anhydrous ammonia reaction products and water-soluble resin compositions for rendering cellulosic materials fire resistant
US2661263A (en) * 1950-06-21 1953-12-01 Monsanto Chemicals Phosphorous oxychloride and ammonia reaction products in flame retarding compositions applied to cellulosic materials
US2953464A (en) * 1951-06-30 1960-09-20 Monsanto Chemicals Fire-retardant cellulosic compositions and process for producing fire-retard-ant cellulsoic structures therefrom
US2953463A (en) * 1951-06-30 1960-09-20 Monsanto Chemicals Fire-retardant cellulosic compositions and process for producing fire-retardant cellulosic structures therefrom
US2952880A (en) * 1951-06-30 1960-09-20 Monsanto Chemicals Fire-retardant cellulosic compositions and process for producing fire-retardant cellulosic structures therefrom
US2816004A (en) * 1951-06-30 1957-12-10 Monsanto Chemicals Cellulosic solutions containing fire retardant and method of extruding
DE977415C (en) * 1951-08-03 1966-05-18 Ciba Geigy Process for making textiles flame resistant
US2872355A (en) * 1953-02-26 1959-02-03 Bayer Ag Process for imparting flame resistance to solid inflammable material
US2781281A (en) * 1955-05-23 1957-02-12 Ciba Ltd Flame-proofing of textiles
US2892803A (en) * 1955-09-29 1959-06-30 Wilson A Reeves Composition comprising nitrilo methylol-phosphorus-polymer and organic textiles flame-proofed therewith
US2989406A (en) * 1957-12-12 1961-06-20 Eastman Kodak Co Flameproof cellulose organic acid ester fibers and process for their preparation
US3110703A (en) * 1958-08-29 1963-11-12 Union Carbide Corp Flame-resistant spirobi (meta-dioxane) polymers
US3421923A (en) * 1964-07-10 1969-01-14 Ciba Ltd Process for flame-proofing of cellulose-containing textiles
US3513114A (en) * 1966-01-07 1970-05-19 Monsanto Co Intumescent coating compositions
US4107145A (en) * 1976-03-03 1978-08-15 Eli Simon Salts of benzenephosphonic acid and melamine as reactive additives to flammable epoxy monomers to reduce flammability of the cured reaction products
US4992215A (en) * 1988-10-31 1991-02-12 Tag Investments, Inc. Polymer fire retardant

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