US3441433A - Process for flameproofing,waterproofing and oilproofing textile materials - Google Patents

Process for flameproofing,waterproofing and oilproofing textile materials Download PDF

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US3441433A
US3441433A US421093A US3441433DA US3441433A US 3441433 A US3441433 A US 3441433A US 421093 A US421093 A US 421093A US 3441433D A US3441433D A US 3441433DA US 3441433 A US3441433 A US 3441433A
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Prior art keywords
flameproofing
waterproofing
oilproofing
bath
polyfluoro
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US421093A
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Claude Jean Michel
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PRODUITS CHIMIQUES UGINE KUKLMANN
Produits Chimiques Ugine Kuhlmann
Pechiney Ugine Kuhlmann SA
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Ugine Kuhlmann SA
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Assigned to PRODUITS CHIMIQUES UGINE KUKLMANN reassignment PRODUITS CHIMIQUES UGINE KUKLMANN CHANGE OF NAME (SEE DOCUMENT FOR DETAILS). Assignors: CHARLES DAVENPORT
Assigned to PECHINEY UGINE KUHLMANN reassignment PECHINEY UGINE KUHLMANN MERGER (SEE DOCUMENT FOR DETAILS). EFFECTIVE DATE SEPT. 30,1971 FOREIGN INCORP PARIS FRANCE Assignors: UGINE KUHLMANN
Assigned to PRODUITS CHIMIQUES UGINE KUHLMANN reassignment PRODUITS CHIMIQUES UGINE KUHLMANN ASSIGNMENT OF ASSIGNORS INTEREST. Assignors: PECHINERY UGINE KUHLMANN
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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
    • D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/263—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof
    • D06M15/277—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof containing fluorine
    • 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
    • D06M11/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
    • D06M11/68—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with phosphorus or compounds thereof, e.g. with chlorophosphonic acid or 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
    • D06M13/322—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
    • D06M13/46—Compounds containing quaternary nitrogen atoms
    • D06M13/47—Compounds containing quaternary nitrogen atoms derived from heterocyclic compounds
    • D06M13/477—Compounds containing quaternary nitrogen atoms derived from heterocyclic compounds having six-membered heterocyclic rings
    • 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
    • D06M15/667—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing phosphorus in the main chain
    • D06M15/673—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing phosphorus in the main chain containing phosphorus and nitrogen in the main chain

Definitions

  • the flameproofing treatment comprises, for example, impregnating fabrics with an aqueous solution of the flameproofing substance and subjecting the impregnated fabrics to a heat treatment to ensure fixation of the fiameproofing substance.
  • aqueous emulsions of polyfluoro derivatives impart to textile fibres the properties of resistance to water, oils, fats and solvents.
  • a process for flame proofing, waterproofing and oilproofing of cellulosic textile materials comprises impregnating the material in an aqueous bath containing an aminated fiameproofing substance derived from a phosphonitrile chloride and an aqueous emulsion of a polyfluoro derivative, and subjecting the impregnated textile material to a heat treatment.
  • the temperature of the heat treatment is advantageously between 120 C. and 230 C. and its duration, which varies inversely with the temperature, may be as short as seconds at 230 C. but as long as one hour at a lower temperature.
  • the quantity of fiameproofing substance and polyfluoro derivative to be used depends on the degree of resistance to washing that is desired.
  • the invention also includes the novel aqueous treatment baths containing an aminated flameproofing substance and an aqueous emulsion of a polyfluoro derivative.
  • the aqueous treatment bath may contain in addition to the fiameproofing substance and the polyfluoro derivative, any products intended to improve the flameproofing or to bring about other effects, for example antifungal or crease-resisting effects.
  • the invention further includes cellulosic textile material rendered fiameproof, waterproof and oilproof by the process of the invention.
  • the aqueous emulsion of polyfluoro derivatives which may be used for carrying out theinvention may be, for example, a latex of polyfluoro aliphatic alcohol polyacrylates, such as those mentioned in the Textile Research Journal, vol. 32 (April 1962), pages 320 to 331, or those marketed by the Minnesota Mining and Manufacturing Co., under the name of Scotchgard.
  • the aminated fiameproofing substances derived from phosphonitrile chlorides fix the polyfluoro derivatives on the fibres and give them fastness to repeated washing at the boil, which property they did not previously have, while these same fiuoro derivatives only alter very slightly the permanence of the fiameproofing.
  • the presence of the polyfluoro derivative substantially permanently protects the resistance to tearing of the fabrics and keeps it equal to that of the nonflameproofed fabric.
  • Example 1 An aqueous bath is prepared containing 25% of the aminated flameproofing substance described in Example 1 of US. patent application Ser. No. 267,914, 5% of urea, 5% of an emulsion of polyfluoro derivative known on the market by the name of Scotchgard stain repeller PC 208.
  • a fabric is obtained the resistance to tearing of which is unaltered after 10 washes and the waterproofing, fiameproofing and oilproofing properties of which are still satisfactory after 10 washes. These washes are carried out at the boil in a bath containing, per litre, 5 g. of Marseilles soap and 2 g. of sodium carbonate.
  • Example 2 An aqueous bath is prepared containing 25% of the aminated flameproofing substance described in Example 5 of the US. Patent 3,012,908, 5% of urea, 3% of an emulsion of the polyfluoro derivative known on the market by the name of Scotchgard stain repeller PC 208.
  • a well-boiled cotton twill fabric weighing 330 g. to the square metre, is padded so that the squeezing rate is 80%; the fabric is dried, fixed for 5 minutes at 150 C., rinsed and again dried.
  • a fabric is obtained the resistance to tearing of which is unaltered after 10 washes and the Waterproofing, fiameproofiing and oil-proofing properties of which are still satisfactory after 10 washes.
  • washes are carried out at the boil in a bath containing 5 g. of Marseilles soap and 2 g. of sodium carbonate per litre.
  • Example 3 An aqueous bath is prepared containing 30% of the aminated flameproofing substance described in Example 5 of US. Patent 3,012,908, 6% of urea and 3% of an emulsion of the polyfluoro derivative known on the market by the name of Scotchgard sain repeller PC 210.
  • a Well-boiled cotton twill fabric weighing 280 g. to the square metre, is padded so that the squeezing rate is 3 80%.
  • the fabric is dried, fixed for 5 minutes at 155 C., rinsed in water at 60 C. and again dried.
  • a fabric is obtained the waterproofing, fiarneproofing and oilproofing properties of which are still satisfactory after Washes.
  • Example 4 An aqueous bath is prepared containing 30% of the aminated flame-proofing substance described in Example 1 of U5.
  • a cotton gabardine fabric previously boiled, mercerized and dyed with vat dyes, is padded so that the squeezing rate is 80%; the fabric is dried, fixed for 5 minutes at 155 C., rinsed in water at 60 C. and again dried.
  • a fabric is obtained the waterproofing, flameproofing and oilproofing properties of which are still satisfactory after 10 washes of minutes each in a bath at 60 C. containing, per litre, 5 g. of Marseilles soap and 2 g. of sodium carbonate.
  • Process for the flameproofing, waterproofing and oilproofing of cellulosic textile material which comprises impregnating the material in an aqueous bath containing as the essential ingredients an aminated fiameproofing substance derived from a phosphonitrile chloride and a waterproofing and oilproofing substance consisting of at least three percent (3%) of an aqueous emulsion of a polyfiuoro aliphatic alcohol polyacrylate, and subjecting the impregnated textile material to a heat treatment.

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

Description

United States Patent 3,441,433 PROCESS FOR FLAMEPROQFING, WATERPROOF- ING AND OILPRQOFING TEXTILE MATERIALS Claude Jean Michel, Senez, Chantilly, France, assignor to Ugine Kuhlmann, Paris, France No Drawing. Filed Dec. 24, 1964, Ser. No. 421,093 @laims priority, application France, Dec. 27, 1963,
8,664 Int. (:1. Dana /68, 11/00 US. Cl. 117-137 3 Claims ABSTRACT OF THE DISCLOSURE Process for flameproofing, waterproofing, and oilproofing cellulosic textile material comprising impregnating the material with an aqueous composition containing a phosphonitrile chloride and a polyfluoro aliphatic alcohol polyacrylate and heating.
or those obtained by the action of ammonia and methyl alcohol on phosphonitrile chlorides, give to cellulosic fibres a resistance to fire which is fast to repeated washing. Such fiameproofing substances are described, for example, in US. Patents Nos. 2,782,133 and 3,012,908 and in pending US. patent applications Ser. Nos. 281,057, 267,914, now US. Patent Number 3,193,571, and 366,184, now US. Patent Number 3,394,205. These substances will be referred to hereinafter as aminated flameprofing substances derived from phosphonitrile chlorides. The flameproofing treatment comprises, for example, impregnating fabrics with an aqueous solution of the flameproofing substance and subjecting the impregnated fabrics to a heat treatment to ensure fixation of the fiameproofing substance.
On the other hand, it is known that aqueous emulsions of polyfluoro derivatives impart to textile fibres the properties of resistance to water, oils, fats and solvents.
It has now been found that the fiameproofing substances mentioned above can be placed in a single bath with the aqueous emulsions of polyfluoro derivatives, and that the bath so prepared, having good stability, confers on textile materials impregnated therein and then subjected to a heat treatment, flameproofing, waterproofing and oilproofing properties which have an excellent resistance to washing.
According to the present invention a process for flame proofing, waterproofing and oilproofing of cellulosic textile materials, is provided which comprises impregnating the material in an aqueous bath containing an aminated fiameproofing substance derived from a phosphonitrile chloride and an aqueous emulsion of a polyfluoro derivative, and subjecting the impregnated textile material to a heat treatment.
The temperature of the heat treatment is advantageously between 120 C. and 230 C. and its duration, which varies inversely with the temperature, may be as short as seconds at 230 C. but as long as one hour at a lower temperature.
The quantity of fiameproofing substance and polyfluoro derivative to be used depends on the degree of resistance to washing that is desired.
"ice The invention also includes the novel aqueous treatment baths containing an aminated flameproofing substance and an aqueous emulsion of a polyfluoro derivative.
The aqueous treatment bath may contain in addition to the fiameproofing substance and the polyfluoro derivative, any products intended to improve the flameproofing or to bring about other effects, for example antifungal or crease-resisting effects.
The invention further includes cellulosic textile material rendered fiameproof, waterproof and oilproof by the process of the invention.
The aqueous emulsion of polyfluoro derivatives which may be used for carrying out theinvention may be, for example, a latex of polyfluoro aliphatic alcohol polyacrylates, such as those mentioned in the Textile Research Journal, vol. 32 (April 1962), pages 320 to 331, or those marketed by the Minnesota Mining and Manufacturing Co., under the name of Scotchgard.
The aminated fiameproofing substances derived from phosphonitrile chlorides fix the polyfluoro derivatives on the fibres and give them fastness to repeated washing at the boil, which property they did not previously have, while these same fiuoro derivatives only alter very slightly the permanence of the fiameproofing. In addition, the presence of the polyfluoro derivative substantially permanently protects the resistance to tearing of the fabrics and keeps it equal to that of the nonflameproofed fabric.
The following examples in which the proportions are by weight, are purely illustrative.
Example 1 An aqueous bath is prepared containing 25% of the aminated flameproofing substance described in Example 1 of US. patent application Ser. No. 267,914, 5% of urea, 5% of an emulsion of polyfluoro derivative known on the market by the name of Scotchgard stain repeller PC 208. A cotton satin fabric, well boiled, and if desired bleached, weighing 300 g. to the square metre, is padded in this bath so that the squeezing rate is it is dried, exposed for 5 minutes to a temperature of C., rinsed and again dried. A fabric is obtained the resistance to tearing of which is unaltered after 10 washes and the waterproofing, fiameproofing and oilproofing properties of which are still satisfactory after 10 washes. These washes are carried out at the boil in a bath containing, per litre, 5 g. of Marseilles soap and 2 g. of sodium carbonate.
Example 2 An aqueous bath is prepared containing 25% of the aminated flameproofing substance described in Example 5 of the US. Patent 3,012,908, 5% of urea, 3% of an emulsion of the polyfluoro derivative known on the market by the name of Scotchgard stain repeller PC 208. In this bath a well-boiled cotton twill fabric, weighing 330 g. to the square metre, is padded so that the squeezing rate is 80%; the fabric is dried, fixed for 5 minutes at 150 C., rinsed and again dried. A fabric is obtained the resistance to tearing of which is unaltered after 10 washes and the Waterproofing, fiameproofiing and oil-proofing properties of which are still satisfactory after 10 washes. These washes are carried out at the boil in a bath containing 5 g. of Marseilles soap and 2 g. of sodium carbonate per litre.
Example 3 An aqueous bath is prepared containing 30% of the aminated flameproofing substance described in Example 5 of US. Patent 3,012,908, 6% of urea and 3% of an emulsion of the polyfluoro derivative known on the market by the name of Scotchgard sain repeller PC 210. In this bath a Well-boiled cotton twill fabric, weighing 280 g. to the square metre, is padded so that the squeezing rate is 3 80%. The fabric is dried, fixed for 5 minutes at 155 C., rinsed in water at 60 C. and again dried. A fabric is obtained the waterproofing, fiarneproofing and oilproofing properties of which are still satisfactory after Washes.
Example 4 An aqueous bath is prepared containing 30% of the aminated flame-proofing substance described in Example 1 of U5. patent application Ser. No. 267,914, 6% of urea and 4% of an emulsion of the polyfiuoro derivative known on the market by the name of Scotchgard stain repeller PC 208. In this bath a cotton gabardine fabric, previously boiled, mercerized and dyed with vat dyes, is padded so that the squeezing rate is 80%; the fabric is dried, fixed for 5 minutes at 155 C., rinsed in water at 60 C. and again dried. A fabric is obtained the waterproofing, flameproofing and oilproofing properties of which are still satisfactory after 10 washes of minutes each in a bath at 60 C. containing, per litre, 5 g. of Marseilles soap and 2 g. of sodium carbonate.
In place of the flameproofing substances of the above examples one may use any of the flameproofing substances described and claimed in the above-mentioned U.S. patents and pending US. patent applications.
I claim:
1. Process for the flameproofing, waterproofing and oilproofing of cellulosic textile material which comprises impregnating the material in an aqueous bath containing as the essential ingredients an aminated fiameproofing substance derived from a phosphonitrile chloride and a waterproofing and oilproofing substance consisting of at least three percent (3%) of an aqueous emulsion of a polyfiuoro aliphatic alcohol polyacrylate, and subjecting the impregnated textile material to a heat treatment.
2. Process according to claim 1 wherein the temperature of the heat treatment is between C. and 230 C.
3. Process according to claim 1 wherein the duration of the heat treatment is from some seconds to one hour.
References Cited UNITED STATES PATENTS 2,642,416 6/1953 Ahlbrecht et al 1l7-l36 2,782,133 2/1957 Vallette 1l7138 3,012,908 12/1961 Bilger 2528.1 3,193,571 7/1965 Bilger 2528.1 3,304,198 2/1967 Woolf 117-143 WILLIAM D. MARTIN, Primary Examiner.
H. J. GWINNELL, Assistant Examiner.
US. Cl. X.R.
US421093A 1963-12-27 1964-12-24 Process for flameproofing,waterproofing and oilproofing textile materials Expired - Lifetime US3441433A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR958663A FR1388082A (en) 1963-12-27 1963-12-27 Process for flame retardant and water repellency of textiles
FR958664A FR1388083A (en) 1963-12-27 1963-12-27 Process for fireproofing, water repellency and oil repellency of textiles

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US421093A Expired - Lifetime US3441433A (en) 1963-12-27 1964-12-24 Process for flameproofing,waterproofing and oilproofing textile materials

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US (2) US3437518A (en)
BE (2) BE657356A (en)
CH (4) CH1646264A4 (en)
DE (2) DE1290114B (en)
FR (2) FR1388083A (en)
GB (2) GB1061960A (en)
NL (2) NL6415046A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4062818A (en) * 1975-03-21 1977-12-13 International Paper Company Composition for imparting flame resistance and water repellency to textiles

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NO180596C (en) * 1988-08-31 1997-05-14 Albright & Wilson Uk Ltd Flame retardant and method of use

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2642416A (en) * 1950-05-26 1953-06-16 Minnesota Mining & Mfg Fluorinated acrylates and polymers
US2782133A (en) * 1953-04-29 1957-02-19 Cfmc Process of impregnating cellulosic material halogeno-nitrides of phosphorus
US3012908A (en) * 1959-02-13 1961-12-12 Cfmc Process for the production of phosphorus compounds and their use in fireproofing
US3193571A (en) * 1962-03-30 1965-07-06 Kuhlmann Ets Reaction products of polymeric phosphonitrile chlorides with ammonia and methanol
US3304198A (en) * 1963-10-28 1967-02-14 Allied Chem Process for preparing oleophobic and hydrophobic fiber and fiber prepared therewith

Family Cites Families (15)

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US2277174A (en) * 1936-05-19 1942-03-24 Heberlein Patent Corp Process for producing water-repellent textile materials and product therefrom
NL48269C (en) * 1937-04-02
GB506783A (en) * 1937-08-27 1939-05-30 Tootal Broadhurst Lee Co Ltd Improvements in and relating to textile finishing processes
US2702763A (en) * 1952-03-03 1955-02-22 Phillips Petroleum Co Process for the treatment of fabrics
US2859134A (en) * 1956-06-05 1958-11-04 Wilson A Reeves Flame resistant organic textiles and method of production
FR1157097A (en) * 1956-08-01 1958-05-27 Cfmc New phosphorus compounds, their preparation processes and their applications in fireproofing
DE1067770B (en) * 1957-02-25 1959-10-29 Cfmc Process for making fibrous materials or cellulose films refractory
US3042642A (en) * 1959-10-06 1962-07-03 Marco Carlo G De Aqueous textile coating composition containing a perfluoroalkyl acrylate and a methyl pyridinium halide
US3088958A (en) * 1960-11-03 1963-05-07 Du Pont Chromium complexes of perfluoroether acids, articles coated therewith and a process for their preparation
US3094547A (en) * 1961-02-06 1963-06-18 Minnesota Mining & Mfg Perfluoroalkylsulfonamidoalkyl esters of phosphorus acids
GB934066A (en) * 1961-03-08 1963-08-14 Linen Ind Res Ass Improvements in making fabrics non-flammable
BE635437A (en) * 1961-05-03
FR1316488A (en) * 1961-09-01 1963-02-01 Minnesota Mining & Mfg Fluorocarbon compositions
US3083224A (en) * 1961-12-08 1963-03-26 Du Pont Polyfluoroalkyl phosphates
NL288941A (en) * 1962-02-16 Kuhlmann Ets

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2642416A (en) * 1950-05-26 1953-06-16 Minnesota Mining & Mfg Fluorinated acrylates and polymers
US2782133A (en) * 1953-04-29 1957-02-19 Cfmc Process of impregnating cellulosic material halogeno-nitrides of phosphorus
US3012908A (en) * 1959-02-13 1961-12-12 Cfmc Process for the production of phosphorus compounds and their use in fireproofing
US3193571A (en) * 1962-03-30 1965-07-06 Kuhlmann Ets Reaction products of polymeric phosphonitrile chlorides with ammonia and methanol
US3304198A (en) * 1963-10-28 1967-02-14 Allied Chem Process for preparing oleophobic and hydrophobic fiber and fiber prepared therewith

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4062818A (en) * 1975-03-21 1977-12-13 International Paper Company Composition for imparting flame resistance and water repellency to textiles

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FR1388083A (en) 1965-02-05
NL147205B (en) 1975-09-15
US3437518A (en) 1969-04-08
NL6415045A (en) 1965-06-28
CH1646264A4 (en) 1967-02-15
CH436209A (en) 1967-02-15
NL6415046A (en) 1965-06-28
GB1081959A (en) 1967-09-06
CH1646164A4 (en) 1967-02-15
FR1388082A (en) 1965-02-05
BE657356A (en) 1965-06-18
BE657357A (en) 1965-06-18
DE1278387B (en) 1968-09-26
CH436210A (en) 1967-02-15
GB1061960A (en) 1967-03-15
DE1290114B (en) 1969-03-06

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