DE2215434A1 - N Phosphonomethyl acrylamide - Google Patents
N Phosphonomethyl acrylamideInfo
- Publication number
- DE2215434A1 DE2215434A1 DE19722215434 DE2215434A DE2215434A1 DE 2215434 A1 DE2215434 A1 DE 2215434A1 DE 19722215434 DE19722215434 DE 19722215434 DE 2215434 A DE2215434 A DE 2215434A DE 2215434 A1 DE2215434 A1 DE 2215434A1
- Authority
- DE
- Germany
- Prior art keywords
- compound according
- textile
- formula
- cellulose
- minutes
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- UIZFXWMQYNTTDO-UHFFFAOYSA-N (prop-2-enoylamino)methylphosphonic acid Chemical class OP(O)(=O)CNC(=O)C=C UIZFXWMQYNTTDO-UHFFFAOYSA-N 0.000 title 1
- 239000000463 material Substances 0.000 claims description 48
- 239000004753 textile Substances 0.000 claims description 26
- 239000003063 flame retardant Substances 0.000 claims description 19
- 238000000034 method Methods 0.000 claims description 19
- 239000000203 mixture Substances 0.000 claims description 19
- 239000004744 fabric Substances 0.000 claims description 18
- 229920002678 cellulose Polymers 0.000 claims description 15
- 239000001913 cellulose Substances 0.000 claims description 15
- 150000001875 compounds Chemical class 0.000 claims description 15
- -1 Polyethylene terephthalate Polymers 0.000 claims description 9
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- 229920000139 polyethylene terephthalate Polymers 0.000 claims description 6
- 239000005020 polyethylene terephthalate Substances 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 239000000243 solution Substances 0.000 description 21
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 14
- 238000006243 chemical reaction Methods 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- 229920000742 Cotton Polymers 0.000 description 10
- 239000007864 aqueous solution Substances 0.000 description 10
- 239000000835 fiber Substances 0.000 description 7
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical group OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 238000010521 absorption reaction Methods 0.000 description 6
- 238000004821 distillation Methods 0.000 description 5
- 238000010438 heat treatment Methods 0.000 description 5
- 238000004566 IR spectroscopy Methods 0.000 description 4
- 150000001408 amides Chemical class 0.000 description 4
- 238000000921 elemental analysis Methods 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 229920000728 polyester Polymers 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 230000008569 process Effects 0.000 description 4
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 229910000410 antimony oxide Inorganic materials 0.000 description 3
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 3
- 238000010894 electron beam technology Methods 0.000 description 3
- 235000019441 ethanol Nutrition 0.000 description 3
- 230000005865 ionizing radiation Effects 0.000 description 3
- VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical compound [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 description 3
- 230000005855 radiation Effects 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- 229920000877 Melamine resin Polymers 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 229920000297 Rayon Polymers 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 239000003929 acidic solution Substances 0.000 description 2
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical group O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 239000004202 carbamide Substances 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 230000008021 deposition Effects 0.000 description 2
- 239000010410 layer Substances 0.000 description 2
- 229910044991 metal oxide Inorganic materials 0.000 description 2
- 150000004706 metal oxides Chemical group 0.000 description 2
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 2
- DNTMQTKDNSEIFO-UHFFFAOYSA-N n-(hydroxymethyl)-2-methylprop-2-enamide Chemical compound CC(=C)C(=O)NCO DNTMQTKDNSEIFO-UHFFFAOYSA-N 0.000 description 2
- 239000002964 rayon Substances 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000011282 treatment Methods 0.000 description 2
- BDZBKCUKTQZUTL-UHFFFAOYSA-N triethyl phosphite Chemical compound CCOP(OCC)OCC BDZBKCUKTQZUTL-UHFFFAOYSA-N 0.000 description 2
- CYTQBVOFDCPGCX-UHFFFAOYSA-N trimethyl phosphite Chemical group COP(OC)OC CYTQBVOFDCPGCX-UHFFFAOYSA-N 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- 238000005303 weighing Methods 0.000 description 2
- 210000002268 wool Anatomy 0.000 description 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 229920003043 Cellulose fiber Polymers 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 229930040373 Paraformaldehyde Natural products 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-L Phosphate ion(2-) Chemical compound OP([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-L 0.000 description 1
- USDJGQLNFPZEON-UHFFFAOYSA-N [[4,6-bis(hydroxymethylamino)-1,3,5-triazin-2-yl]amino]methanol Chemical compound OCNC1=NC(NCO)=NC(NCO)=N1 USDJGQLNFPZEON-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910021538 borax Inorganic materials 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001728 carbonyl compounds Chemical class 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000005108 dry cleaning Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 210000002969 egg yolk Anatomy 0.000 description 1
- 229940082150 encore Drugs 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 1
- 239000012456 homogeneous solution Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N iron oxide Inorganic materials [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 1
- 239000011968 lewis acid catalyst Substances 0.000 description 1
- 238000003754 machining Methods 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
- 150000007974 melamines Chemical class 0.000 description 1
- XMYQHJDBLRZMLW-UHFFFAOYSA-N methanolamine Chemical compound NCO XMYQHJDBLRZMLW-UHFFFAOYSA-N 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- YPHQUSNPXDGUHL-UHFFFAOYSA-N n-methylprop-2-enamide Chemical compound CNC(=O)C=C YPHQUSNPXDGUHL-UHFFFAOYSA-N 0.000 description 1
- SNICXCGAKADSCV-UHFFFAOYSA-N nicotine Chemical compound CN1CCCC1C1=CC=CN=C1 SNICXCGAKADSCV-UHFFFAOYSA-N 0.000 description 1
- NDLPOXTZKUMGOV-UHFFFAOYSA-N oxo(oxoferriooxy)iron hydrate Chemical compound O.O=[Fe]O[Fe]=O NDLPOXTZKUMGOV-UHFFFAOYSA-N 0.000 description 1
- LIYKJALVRPGQTR-UHFFFAOYSA-M oxostibanylium;chloride Chemical compound [Cl-].[Sb+]=O LIYKJALVRPGQTR-UHFFFAOYSA-M 0.000 description 1
- 229920002866 paraformaldehyde Polymers 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 150000008301 phosphite esters Chemical group 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000011241 protective layer Substances 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000008707 rearrangement Effects 0.000 description 1
- 239000004627 regenerated cellulose Substances 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000004328 sodium tetraborate Substances 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- CMPGARWFYBADJI-UHFFFAOYSA-L tungstic acid Chemical compound O[W](O)(=O)=O CMPGARWFYBADJI-UHFFFAOYSA-L 0.000 description 1
- 238000009423 ventilation Methods 0.000 description 1
- 230000004584 weight gain Effects 0.000 description 1
- 235000019786 weight gain Nutrition 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/285—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acid amides or imides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
- C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4006—Esters of acyclic acids which can have further substituents on alkyl
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/244—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus
- D06M13/282—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus with compounds containing phosphorus
- D06M13/288—Phosphonic or phosphonous acids or derivatives 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
- D06M14/00—Graft polymerisation of monomers containing carbon-to-carbon unsaturated bonds on to fibres, threads, yarns, fabrics, or fibrous goods made from such materials
- D06M14/18—Graft polymerisation of monomers containing carbon-to-carbon unsaturated bonds on to fibres, threads, yarns, fabrics, or fibrous goods made from such materials using wave energy or particle radiation
-
- 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
- Y10T442/2672—Phosphorus containing
- Y10T442/268—Phosphorus and nitrogen containing compound
Landscapes
- Chemical & Material Sciences (AREA)
- Textile Engineering (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Toxicology (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Chemical Or Physical Treatment Of Fibers (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US12913871A | 1971-03-29 | 1971-03-29 | |
| US31104772 US3884628A (en) | 1971-03-29 | 1972-11-30 | N-Phosphonomethyl acrylamides as flame retarding agents for textiles |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2215434A1 true DE2215434A1 (de) | 1972-10-12 |
Family
ID=26827252
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19722215434 Pending DE2215434A1 (de) | 1971-03-29 | 1972-03-29 | N Phosphonomethyl acrylamide |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US3884628A (enrdf_load_stackoverflow) |
| AT (2) | AT308764B (enrdf_load_stackoverflow) |
| AU (1) | AU464305B2 (enrdf_load_stackoverflow) |
| BE (1) | BE781014A (enrdf_load_stackoverflow) |
| CH (3) | CH1259175A4 (enrdf_load_stackoverflow) |
| DE (1) | DE2215434A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2132102B1 (enrdf_load_stackoverflow) |
| GB (1) | GB1379315A (enrdf_load_stackoverflow) |
| NL (1) | NL7204125A (enrdf_load_stackoverflow) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0006635A1 (de) * | 1978-07-01 | 1980-01-09 | Benckiser-Knapsack GmbH | Verfahren zur Herstellung von Acylamino-methanphosphonsäuren |
| DE3540216A1 (de) * | 1985-11-13 | 1987-05-14 | Roehm Gmbh | Verfahren zur herstellung von n-methylphosphonsaeurediestern von acryl- bzw. methacrylsaeureamiden aus methylolverbindungen |
| EP0222211A1 (de) * | 1985-11-13 | 1987-05-20 | Röhm Gmbh | Verfahren zur Herstellung von N-Methylphosphonsäurediestern von Acryl- bzw. Methacrylsäureamiden aus Methyloläthern |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4026808A (en) * | 1972-03-30 | 1977-05-31 | Hooker Chemicals & Plastics Corporation | Flame retardant textile finishes |
| DE2217746A1 (de) * | 1972-04-13 | 1973-10-25 | Bayer Ag | N-acylamino-methyl-phosphonate |
| DK497075A (da) * | 1974-12-20 | 1976-06-21 | Ciba Geigy Ag | Fremgangsmade til impregnering, iser antistatisk og smudsafvisende impregnering, af syntetiske organiske fibermaterialer |
| US4020271A (en) * | 1975-01-13 | 1977-04-26 | Personal Products Company | Crosslinked phosphonoalkyl cellulose and absorbent devices incorporating same |
| JPH0657912B2 (ja) * | 1984-03-16 | 1994-08-03 | 東レ株式会社 | 難燃性繊維複合体 |
| JP2009500481A (ja) * | 2005-07-08 | 2009-01-08 | チバ ホールディング インコーポレーテッド | （メタ）アクリルアミドリンモノマー組成物 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH475408A (de) * | 1967-04-11 | 1969-08-29 | Ciba Geigy | Verwendung von Phosphorverbindungen zum Flammfestmachen von cellulosehaltigem textilem Fasermaterial |
| DE1618408A1 (de) * | 1967-04-25 | 1970-12-17 | Bayer Ag | Verfahren zur Herstellung von Additionsprodukten aus Estern und oder Amiden von Saeuren des Phosphors und organischen Isocyanaten |
| US3551422A (en) * | 1968-03-27 | 1970-12-29 | Stevens & Co Inc J P | N-(oxymethyl) derivatives of phosphonopolyamino-s-triazines |
-
1972
- 1972-03-08 AU AU39796/72A patent/AU464305B2/en not_active Expired
- 1972-03-17 GB GB1265772A patent/GB1379315A/en not_active Expired
- 1972-03-21 AT AT239972A patent/AT308764B/de not_active IP Right Cessation
- 1972-03-21 BE BE781014A patent/BE781014A/xx unknown
- 1972-03-21 AT AT768672A patent/AT311918B/de not_active IP Right Cessation
- 1972-03-24 CH CH1259175D patent/CH1259175A4/xx unknown
- 1972-03-24 CH CH444172A patent/CH573946A5/xx not_active IP Right Cessation
- 1972-03-24 CH CH1259175A patent/CH583811B5/xx not_active IP Right Cessation
- 1972-03-27 FR FR7210711A patent/FR2132102B1/fr not_active Expired
- 1972-03-28 NL NL7204125A patent/NL7204125A/xx unknown
- 1972-03-29 DE DE19722215434 patent/DE2215434A1/de active Pending
- 1972-11-30 US US31104772 patent/US3884628A/en not_active Expired - Lifetime
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0006635A1 (de) * | 1978-07-01 | 1980-01-09 | Benckiser-Knapsack GmbH | Verfahren zur Herstellung von Acylamino-methanphosphonsäuren |
| DE3540216A1 (de) * | 1985-11-13 | 1987-05-14 | Roehm Gmbh | Verfahren zur herstellung von n-methylphosphonsaeurediestern von acryl- bzw. methacrylsaeureamiden aus methylolverbindungen |
| EP0222211A1 (de) * | 1985-11-13 | 1987-05-20 | Röhm Gmbh | Verfahren zur Herstellung von N-Methylphosphonsäurediestern von Acryl- bzw. Methacrylsäureamiden aus Methyloläthern |
| US4774349A (en) * | 1985-11-13 | 1988-09-27 | Rohm Gmbh Chemische Fabrik | Method of preparing N-methylphosphonic acid diesters of acrylic and methacrylic acid amines from methylol |
Also Published As
| Publication number | Publication date |
|---|---|
| CH1259175A4 (enrdf_load_stackoverflow) | 1976-06-30 |
| GB1379315A (en) | 1975-01-02 |
| AT311918B (de) | 1973-12-10 |
| CH573946A5 (enrdf_load_stackoverflow) | 1976-03-31 |
| FR2132102A1 (enrdf_load_stackoverflow) | 1972-11-17 |
| AU3979672A (en) | 1973-09-13 |
| FR2132102B1 (enrdf_load_stackoverflow) | 1977-07-22 |
| CH583811B5 (enrdf_load_stackoverflow) | 1977-01-14 |
| US3884628A (en) | 1975-05-20 |
| AU464305B2 (en) | 1975-08-05 |
| NL7204125A (enrdf_load_stackoverflow) | 1972-10-03 |
| AT308764B (de) | 1973-07-25 |
| BE781014A (fr) | 1972-09-21 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE69110617T2 (de) | Neue Derivate von Phosphonalkanpolykarboxylsäuren und deren Verwendung. | |
| DE2208051A1 (de) | Cyclische Polyolphosphorester | |
| DE1469281C3 (de) | Phosphonocarbonsaureamide, Verfahren zu ihrer Herstellung sowie deren Verwen dung zum Flammfestmachen | |
| DE2215434A1 (de) | N Phosphonomethyl acrylamide | |
| DE1594974C3 (de) | Verfahren zum Flammfestmachen von cellulosehaltigen Fasermaterialien | |
| DE2042661A1 (de) | Melamin Derivate | |
| DE2104823A1 (de) | Verfahren zur Flammfestausrustung von gemischten Cellulose/Polyester Geweben | |
| DE2225769A1 (de) | Flammwidrige Dauerausrüstung für textile Stoffe | |
| DE2225934A1 (de) | Mittel zum flammfestmachen von textilien und deren verwendung | |
| DE1594947C3 (de) | Phosphorhaltige, härtbare und wasserlösliche Aminoplaste, sowie deren Verwendung zum Flammfestmachen von Textilmaterial | |
| DE2223426A1 (de) | N-methylol-(dialkylphosphinyl)-alkylamide und deren verwendung als flammschutzmittel | |
| DE2118953C3 (de) | Verfahren zum Flammfestmachen von Fasermischungen aus Polyester und Cellulose | |
| DE2309734A1 (de) | Dialkylphosphonoalkylacrylate und deren verwendung zur flammfestausruestung von textilien | |
| DE1962644A1 (de) | Phosphorverbindungen,Verfahren zu ihrer Herstellung und ihre Verwendung zum Flamm- und Knitterfestmachen von cellulosehaltigen Fasermaterialien | |
| DE1933479A1 (de) | Phosphorhaltige Umsetzungsprodukte,Verfahren zu deren Herstellung und ihre Verwendung | |
| DE2707561C3 (de) | Mittel zum Flammfestmachen von Polyester/Baumwolle-Mischgeweben | |
| DE1964963A1 (de) | Phosphorverbindungen,Verfahren zu deren Herstellung,deren Verwendung zum Flammfest- und Knitterfestmachen von cellulosehaltigen Fasermaterialien | |
| DE2253663A1 (de) | Amidgruppen enthaltende phosphorverbindungen und deren verwendung als flammenschutzmittel | |
| DE2136407B2 (de) | Verfahren zur Herstellung von Poly kondensationsprodukten aus Hydroxy methylphosphoniumverbindungen | |
| DE2632117A1 (de) | Phosphonylamide, verfahren zu ihrer herstellung und sie enthaltende flammschutzmittel | |
| DE2050673A1 (de) | Flammfeste Stoffzusammensetzung | |
| CH625070A5 (en) | High-speed printer with pneumatically actuated print head. | |
| DE2127313A1 (de) | Verfahren zum Flammfestmachen von cellulosehaltigen! Fasermaterial | |
| DE2249321C3 (de) | Carbamatgruppen enthaltende Phosphorverbindungen, deren Herstellung und ein Verfahren zur Flammfestausrüstung von Fasermaterialien | |
| DE1930308C3 (de) | Verfahren zum waschbeständigen Flammfestausrüsten von Cellulosefasergut |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OHJ | Non-payment of the annual fee |