CH405704A - Solution de polypryrrolidone et procédé de préparation de celle-ci - Google Patents
Solution de polypryrrolidone et procédé de préparation de celle-ciInfo
- Publication number
- CH405704A CH405704A CH7796759A CH7796759A CH405704A CH 405704 A CH405704 A CH 405704A CH 7796759 A CH7796759 A CH 7796759A CH 7796759 A CH7796759 A CH 7796759A CH 405704 A CH405704 A CH 405704A
- Authority
- CH
- Switzerland
- Prior art keywords
- acid
- nitrite
- solution
- phytate
- polypyrrolidone
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 17
- 238000002360 preparation method Methods 0.000 title description 7
- IMQLKJBTEOYOSI-GPIVLXJGSA-N Inositol-hexakisphosphate Chemical compound OP(O)(=O)O[C@H]1[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@@H]1OP(O)(O)=O IMQLKJBTEOYOSI-GPIVLXJGSA-N 0.000 claims description 49
- 235000002949 phytic acid Nutrition 0.000 claims description 48
- 239000000203 mixture Substances 0.000 claims description 40
- 239000002253 acid Substances 0.000 claims description 38
- 239000002904 solvent Substances 0.000 claims description 33
- 229920001007 Nylon 4 Polymers 0.000 claims description 32
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 24
- IMQLKJBTEOYOSI-UHFFFAOYSA-N Phytic acid Natural products OP(O)(=O)OC1C(OP(O)(O)=O)C(OP(O)(O)=O)C(OP(O)(O)=O)C(OP(O)(O)=O)C1OP(O)(O)=O IMQLKJBTEOYOSI-UHFFFAOYSA-N 0.000 claims description 17
- 239000000467 phytic acid Substances 0.000 claims description 17
- 229940068041 phytic acid Drugs 0.000 claims description 17
- 235000020075 ouzo Nutrition 0.000 claims description 10
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 7
- 229910052783 alkali metal Inorganic materials 0.000 claims description 7
- 150000001340 alkali metals Chemical class 0.000 claims description 7
- 229910052791 calcium Inorganic materials 0.000 claims description 7
- 239000011575 calcium Substances 0.000 claims description 7
- 150000003839 salts Chemical class 0.000 claims description 7
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 6
- 229910052700 potassium Inorganic materials 0.000 claims description 6
- 239000011591 potassium Substances 0.000 claims description 6
- 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 claims description 5
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 5
- 229910052749 magnesium Inorganic materials 0.000 claims description 5
- 239000011777 magnesium Substances 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 5
- 229910052708 sodium Inorganic materials 0.000 claims description 5
- 239000011734 sodium Substances 0.000 claims description 5
- 150000008043 acidic salts Chemical class 0.000 claims description 4
- 239000003513 alkali Substances 0.000 claims description 3
- 238000009835 boiling Methods 0.000 claims description 2
- 239000012456 homogeneous solution Substances 0.000 claims 2
- 229910052751 metal Inorganic materials 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
- 150000002739 metals Chemical class 0.000 claims 1
- 239000000243 solution Substances 0.000 description 61
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 56
- 229920000642 polymer Polymers 0.000 description 33
- 239000000835 fiber Substances 0.000 description 28
- 239000003054 catalyst Substances 0.000 description 21
- -1 tapes Substances 0.000 description 17
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 16
- 239000007864 aqueous solution Substances 0.000 description 16
- 238000006116 polymerization reaction Methods 0.000 description 13
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 13
- 239000012190 activator Substances 0.000 description 11
- 239000011521 glass Substances 0.000 description 9
- 235000011187 glycerol Nutrition 0.000 description 8
- 125000004432 carbon atom Chemical group C* 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 6
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 6
- 230000000737 periodic effect Effects 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 5
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 5
- 239000012298 atmosphere Substances 0.000 description 5
- 238000000578 dry spinning Methods 0.000 description 5
- 238000002074 melt spinning Methods 0.000 description 5
- 229910000104 sodium hydride Inorganic materials 0.000 description 5
- 239000012312 sodium hydride Substances 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 4
- 238000000576 coating method Methods 0.000 description 4
- 238000007598 dipping method Methods 0.000 description 4
- 229910052744 lithium Inorganic materials 0.000 description 4
- 150000002826 nitrites Chemical class 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- 229910052710 silicon Inorganic materials 0.000 description 4
- 239000010703 silicon Substances 0.000 description 4
- 238000002166 wet spinning Methods 0.000 description 4
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 3
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 3
- 230000002411 adverse Effects 0.000 description 3
- 238000013019 agitation Methods 0.000 description 3
- 150000001342 alkaline earth metals Chemical class 0.000 description 3
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 3
- 239000002216 antistatic agent Substances 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 235000019253 formic acid Nutrition 0.000 description 3
- 239000012299 nitrogen atmosphere Substances 0.000 description 3
- 229910052698 phosphorus Inorganic materials 0.000 description 3
- 239000011574 phosphorus Substances 0.000 description 3
- 239000004014 plasticizer Substances 0.000 description 3
- 229920006395 saturated elastomer Polymers 0.000 description 3
- 229910052712 strontium Inorganic materials 0.000 description 3
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 3
- 239000005052 trichlorosilane Substances 0.000 description 3
- 239000002966 varnish Substances 0.000 description 3
- XWYMAIGJUGLIBY-UHFFFAOYSA-N 2,2-dichloroheptyl nitrite Chemical compound N(=O)OCC(CCCCC)(Cl)Cl XWYMAIGJUGLIBY-UHFFFAOYSA-N 0.000 description 2
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 229910052787 antimony Inorganic materials 0.000 description 2
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 2
- VMPVEPPRYRXYNP-UHFFFAOYSA-I antimony(5+);pentachloride Chemical compound Cl[Sb](Cl)(Cl)(Cl)Cl VMPVEPPRYRXYNP-UHFFFAOYSA-I 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 229910052797 bismuth Inorganic materials 0.000 description 2
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- IJOOHPMOJXWVHK-UHFFFAOYSA-N chlorotrimethylsilane Chemical compound C[Si](C)(C)Cl IJOOHPMOJXWVHK-UHFFFAOYSA-N 0.000 description 2
- 239000000701 coagulant Substances 0.000 description 2
- LSXNTNKAPQBWLB-UHFFFAOYSA-N dichloro(dichloromethyl)silane Chemical compound ClC(Cl)[SiH](Cl)Cl LSXNTNKAPQBWLB-UHFFFAOYSA-N 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 238000007720 emulsion polymerization reaction Methods 0.000 description 2
- 239000003063 flame retardant Substances 0.000 description 2
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- OWFXIOWLTKNBAP-UHFFFAOYSA-N isoamyl nitrite Chemical compound CC(C)CCON=O OWFXIOWLTKNBAP-UHFFFAOYSA-N 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 230000000379 polymerizing effect Effects 0.000 description 2
- 239000011877 solvent mixture Substances 0.000 description 2
- 238000009987 spinning Methods 0.000 description 2
- 238000010557 suspension polymerization reaction Methods 0.000 description 2
- IZPKFSXKRLDAAS-UHFFFAOYSA-N (2-ethyl-4-methylphenyl)methyl nitrite Chemical compound N(=O)OCC1=C(C=C(C=C1)C)CC IZPKFSXKRLDAAS-UHFFFAOYSA-N 0.000 description 1
- FJFXWXNFEDBSES-UHFFFAOYSA-N (2-ethyl-5-methylphenyl)methyl nitrite Chemical compound N(=O)OCC1=CC(=CC=C1CC)C FJFXWXNFEDBSES-UHFFFAOYSA-N 0.000 description 1
- VNCXZMQKPSIFQQ-UHFFFAOYSA-N (2-ethyl-6-methylphenyl)methyl nitrite Chemical compound N(=O)OCC1=C(C=CC=C1CC)C VNCXZMQKPSIFQQ-UHFFFAOYSA-N 0.000 description 1
- UUFVLCFBYUYLMD-UHFFFAOYSA-N (2-ethylphenyl)methyl nitrite Chemical compound N(=O)OCC1=C(C=CC=C1)CC UUFVLCFBYUYLMD-UHFFFAOYSA-N 0.000 description 1
- CGRGRUYZRJKXIT-UHFFFAOYSA-N (2-methylphenyl)methyl nitrite Chemical compound CC1=CC=CC=C1CON=O CGRGRUYZRJKXIT-UHFFFAOYSA-N 0.000 description 1
- DKUSYSHQHUAWLD-UHFFFAOYSA-N (2-propylphenyl)methyl nitrite Chemical compound N(=O)OCC1=C(C=CC=C1)CCC DKUSYSHQHUAWLD-UHFFFAOYSA-N 0.000 description 1
- BVRUGFSQCZACRM-UHFFFAOYSA-N (3-ethyl-4-methylphenyl)methyl nitrite Chemical compound N(=O)OCC1=CC(=C(C=C1)C)CC BVRUGFSQCZACRM-UHFFFAOYSA-N 0.000 description 1
- KBHWCBIDYHJRLZ-UHFFFAOYSA-N (3-ethyl-5-methylphenyl)methyl nitrite Chemical compound N(=O)OCC1=CC(=CC(=C1)CC)C KBHWCBIDYHJRLZ-UHFFFAOYSA-N 0.000 description 1
- SOWZQBWJPUOSKF-UHFFFAOYSA-N (3-ethylphenyl)methyl nitrite Chemical compound N(=O)OCC1=CC(=CC=C1)CC SOWZQBWJPUOSKF-UHFFFAOYSA-N 0.000 description 1
- CMCMBYOPMPDUIV-UHFFFAOYSA-N (3-methylphenyl)methyl nitrite Chemical compound N(=O)OCC1=CC(=CC=C1)C CMCMBYOPMPDUIV-UHFFFAOYSA-N 0.000 description 1
- FWHLGGONOGHSFL-UHFFFAOYSA-N (3-propylphenyl)methyl nitrite Chemical compound N(=O)OCC1=CC(=CC=C1)CCC FWHLGGONOGHSFL-UHFFFAOYSA-N 0.000 description 1
- HFYJLNVXOOFLJM-UHFFFAOYSA-N (4-ethyl-2-methylphenyl)methyl nitrite Chemical compound N(=O)OCC1=C(C=C(C=C1)CC)C HFYJLNVXOOFLJM-UHFFFAOYSA-N 0.000 description 1
- CTVCEHQFCOSACW-UHFFFAOYSA-N (4-ethyl-3-methylphenyl)methyl nitrite Chemical compound N(=O)OCC1=CC(=C(C=C1)CC)C CTVCEHQFCOSACW-UHFFFAOYSA-N 0.000 description 1
- ZJQWUYHYLPUYEL-UHFFFAOYSA-N (4-ethylphenyl)methyl nitrite Chemical compound N(=O)OCC1=CC=C(C=C1)CC ZJQWUYHYLPUYEL-UHFFFAOYSA-N 0.000 description 1
- PHDLSMHAYVETTC-UHFFFAOYSA-N (4-methylphenyl)methyl nitrite Chemical compound N(=O)OCC1=CC=C(C=C1)C PHDLSMHAYVETTC-UHFFFAOYSA-N 0.000 description 1
- WGCLUVZLLAOWFS-UHFFFAOYSA-N (4-propylphenyl)methyl nitrite Chemical compound N(=O)OCC1=CC=C(C=C1)CCC WGCLUVZLLAOWFS-UHFFFAOYSA-N 0.000 description 1
- RRLZZHQGPPIOCY-UHFFFAOYSA-N (5-ethyl-2-methylphenyl)methyl nitrite Chemical compound N(=O)OCC1=C(C=CC(=C1)CC)C RRLZZHQGPPIOCY-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- OGFAWKRXZLGJSK-UHFFFAOYSA-N 1-(2,4-dihydroxyphenyl)-2-(4-nitrophenyl)ethanone Chemical compound OC1=CC(O)=CC=C1C(=O)CC1=CC=C([N+]([O-])=O)C=C1 OGFAWKRXZLGJSK-UHFFFAOYSA-N 0.000 description 1
- YLHUPYSUKYAIBW-UHFFFAOYSA-N 1-acetylpyrrolidin-2-one Chemical compound CC(=O)N1CCCC1=O YLHUPYSUKYAIBW-UHFFFAOYSA-N 0.000 description 1
- PKJBRKTYYNRVSN-UHFFFAOYSA-N 10-(aminomethyl)-9,10-dihydroanthracene-1,2-diol Chemical compound OC1=CC=C2C(CN)C3=CC=CC=C3CC2=C1O PKJBRKTYYNRVSN-UHFFFAOYSA-N 0.000 description 1
- YPXRLWOTZGJQNN-UHFFFAOYSA-N 2,2-dichlorodecyl nitrite Chemical compound N(=O)OCC(CCCCCCCC)(Cl)Cl YPXRLWOTZGJQNN-UHFFFAOYSA-N 0.000 description 1
- GSHKAJUKUYTBBX-UHFFFAOYSA-N 2,2-dichlorohexyl nitrite Chemical compound N(=O)OCC(CCCC)(Cl)Cl GSHKAJUKUYTBBX-UHFFFAOYSA-N 0.000 description 1
- OIIJSTBHOUROAD-UHFFFAOYSA-N 2,2-dichlorononyl nitrite Chemical compound N(=O)OCC(CCCCCCC)(Cl)Cl OIIJSTBHOUROAD-UHFFFAOYSA-N 0.000 description 1
- JTXMVXSTHSMVQF-UHFFFAOYSA-N 2-acetyloxyethyl acetate Chemical compound CC(=O)OCCOC(C)=O JTXMVXSTHSMVQF-UHFFFAOYSA-N 0.000 description 1
- GUPPJWOWRLWBBF-UHFFFAOYSA-N 2-butoxyethyl nitrite Chemical compound CCCCOCCON=O GUPPJWOWRLWBBF-UHFFFAOYSA-N 0.000 description 1
- CKQXOKVMMGYJPB-UHFFFAOYSA-N 2-decoxyethyl nitrite Chemical compound N(=O)OCCOCCCCCCCCCC CKQXOKVMMGYJPB-UHFFFAOYSA-N 0.000 description 1
- JRMAQQQTXDJDNC-UHFFFAOYSA-M 2-ethoxy-2-oxoacetate Chemical compound CCOC(=O)C([O-])=O JRMAQQQTXDJDNC-UHFFFAOYSA-M 0.000 description 1
- UAQPVXNVJIGRGE-UHFFFAOYSA-N 2-ethoxyethyl nitrite Chemical compound CCOCCON=O UAQPVXNVJIGRGE-UHFFFAOYSA-N 0.000 description 1
- OZBJSTIOVJNBFW-UHFFFAOYSA-N 2-heptoxyethyl nitrite Chemical compound N(=O)OCCOCCCCCCC OZBJSTIOVJNBFW-UHFFFAOYSA-N 0.000 description 1
- QUKKRMYHOCZLKY-UHFFFAOYSA-N 2-hexoxyethyl nitrite Chemical compound N(=O)OCCOCCCCCC QUKKRMYHOCZLKY-UHFFFAOYSA-N 0.000 description 1
- GXBAFHQYDLBBBY-UHFFFAOYSA-N 2-methoxyethyl nitrite Chemical compound COCCON=O GXBAFHQYDLBBBY-UHFFFAOYSA-N 0.000 description 1
- FGDJHGPPHOORRZ-UHFFFAOYSA-N 2-nitrobutyl nitrite Chemical compound N(=O)OCC(CC)[N+](=O)[O-] FGDJHGPPHOORRZ-UHFFFAOYSA-N 0.000 description 1
- XKRWIYCCFQAARH-UHFFFAOYSA-N 2-nitrodecyl nitrite Chemical compound N(=O)OCC(CCCCCCCC)[N+](=O)[O-] XKRWIYCCFQAARH-UHFFFAOYSA-N 0.000 description 1
- PPJWCZHWEBPXMJ-UHFFFAOYSA-N 2-nitroethyl nitrite Chemical compound [O-][N+](=O)CCON=O PPJWCZHWEBPXMJ-UHFFFAOYSA-N 0.000 description 1
- KBCUFRSPKYOJKR-UHFFFAOYSA-N 2-nitroheptyl nitrite Chemical compound N(=O)OCC(CCCCC)[N+](=O)[O-] KBCUFRSPKYOJKR-UHFFFAOYSA-N 0.000 description 1
- OETFRUUVXMHIBH-UHFFFAOYSA-N 2-nitrohexyl nitrite Chemical compound N(=O)OCC(CCCC)[N+](=O)[O-] OETFRUUVXMHIBH-UHFFFAOYSA-N 0.000 description 1
- RVVUMPRHFPUXRQ-UHFFFAOYSA-N 2-nitrononyl nitrite Chemical compound N(=O)OCC(CCCCCCC)[N+](=O)[O-] RVVUMPRHFPUXRQ-UHFFFAOYSA-N 0.000 description 1
- GWTFGGXSCWKROO-UHFFFAOYSA-N 2-nitropentyl nitrite Chemical compound N(=O)OCC(CCC)[N+](=O)[O-] GWTFGGXSCWKROO-UHFFFAOYSA-N 0.000 description 1
- QXRBETGODACJDG-UHFFFAOYSA-N 2-nitropropyl nitrite Chemical compound N(=O)OCC(C)[N+](=O)[O-] QXRBETGODACJDG-UHFFFAOYSA-N 0.000 description 1
- ZRTJJFYOOIJTQH-UHFFFAOYSA-N 2-nonoxyethyl nitrite Chemical compound N(=O)OCCOCCCCCCCCC ZRTJJFYOOIJTQH-UHFFFAOYSA-N 0.000 description 1
- OUGLSNTXELKDIJ-UHFFFAOYSA-N 2-octoxyethyl nitrite Chemical compound N(=O)OCCOCCCCCCCC OUGLSNTXELKDIJ-UHFFFAOYSA-N 0.000 description 1
- PNXYLNUETUJKLH-UHFFFAOYSA-N 2-pentoxyethyl nitrite Chemical compound N(=O)OCCOCCCCC PNXYLNUETUJKLH-UHFFFAOYSA-N 0.000 description 1
- CPCYUIQFFBWFKF-UHFFFAOYSA-N 2-propoxyethyl nitrite Chemical compound CCCOCCON=O CPCYUIQFFBWFKF-UHFFFAOYSA-N 0.000 description 1
- MGWGWNFMUOTEHG-UHFFFAOYSA-N 4-(3,5-dimethylphenyl)-1,3-thiazol-2-amine Chemical compound CC1=CC(C)=CC(C=2N=C(N)SC=2)=C1 MGWGWNFMUOTEHG-UHFFFAOYSA-N 0.000 description 1
- ZAPRPEAEDUKVJG-UHFFFAOYSA-N 4-acetylmorpholin-3-one Chemical compound C(C)(=O)N1C(COCC1)=O ZAPRPEAEDUKVJG-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- 229910021630 Antimony pentafluoride Inorganic materials 0.000 description 1
- JQJPBYFTQAANLE-UHFFFAOYSA-N Butyl nitrite Chemical compound CCCCON=O JQJPBYFTQAANLE-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 239000005046 Chlorosilane Substances 0.000 description 1
- QQZWEECEMNQSTG-UHFFFAOYSA-N Ethyl nitrite Chemical compound CCON=O QQZWEECEMNQSTG-UHFFFAOYSA-N 0.000 description 1
- PHSPJQZRQAJPPF-UHFFFAOYSA-N N-alpha-Methylhistamine Chemical compound CNCCC1=CN=CN1 PHSPJQZRQAJPPF-UHFFFAOYSA-N 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical group [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 1
- WCULPSIYAQDUJW-UHFFFAOYSA-N [Li].[Sr] Chemical compound [Li].[Sr] WCULPSIYAQDUJW-UHFFFAOYSA-N 0.000 description 1
- VEUACKUBDLVUAC-UHFFFAOYSA-N [Na].[Ca] Chemical compound [Na].[Ca] VEUACKUBDLVUAC-UHFFFAOYSA-N 0.000 description 1
- KWVFUTDPKIKVQW-UHFFFAOYSA-N [Sr].[Na] Chemical compound [Sr].[Na] KWVFUTDPKIKVQW-UHFFFAOYSA-N 0.000 description 1
- 150000003855 acyl compounds Chemical class 0.000 description 1
- 229910000102 alkali metal hydride Inorganic materials 0.000 description 1
- 150000008046 alkali metal hydrides Chemical class 0.000 description 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- PQLAYKMGZDUDLQ-UHFFFAOYSA-K aluminium bromide Chemical compound Br[Al](Br)Br PQLAYKMGZDUDLQ-UHFFFAOYSA-K 0.000 description 1
- CECABOMBVQNBEC-UHFFFAOYSA-K aluminium iodide Chemical compound I[Al](I)I CECABOMBVQNBEC-UHFFFAOYSA-K 0.000 description 1
- 229960003116 amyl nitrite Drugs 0.000 description 1
- VBVBHWZYQGJZLR-UHFFFAOYSA-I antimony pentafluoride Chemical compound F[Sb](F)(F)(F)F VBVBHWZYQGJZLR-UHFFFAOYSA-I 0.000 description 1
- 229940045100 antimony triiodide Drugs 0.000 description 1
- RPJGYLSSECYURW-UHFFFAOYSA-K antimony(3+);tribromide Chemical compound Br[Sb](Br)Br RPJGYLSSECYURW-UHFFFAOYSA-K 0.000 description 1
- KWQLUUQBTAXYCB-UHFFFAOYSA-K antimony(3+);triiodide Chemical compound I[Sb](I)I KWQLUUQBTAXYCB-UHFFFAOYSA-K 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- DAMJCWMGELCIMI-UHFFFAOYSA-N benzyl n-(2-oxopyrrolidin-3-yl)carbamate Chemical compound C=1C=CC=CC=1COC(=O)NC1CCNC1=O DAMJCWMGELCIMI-UHFFFAOYSA-N 0.000 description 1
- IYYGLLJDALWAMD-UHFFFAOYSA-N benzyl nitrite Chemical compound O=NOCC1=CC=CC=C1 IYYGLLJDALWAMD-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- TXKAQZRUJUNDHI-UHFFFAOYSA-K bismuth tribromide Chemical compound Br[Bi](Br)Br TXKAQZRUJUNDHI-UHFFFAOYSA-K 0.000 description 1
- 238000012662 bulk polymerization Methods 0.000 description 1
- FQEKAFQSVPLXON-UHFFFAOYSA-N butyl(trichloro)silane Chemical compound CCCC[Si](Cl)(Cl)Cl FQEKAFQSVPLXON-UHFFFAOYSA-N 0.000 description 1
- USOPFYZPGZGBEB-UHFFFAOYSA-N calcium lithium Chemical compound [Li].[Ca] USOPFYZPGZGBEB-UHFFFAOYSA-N 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- CKNVNQHQPPZERM-UHFFFAOYSA-N chloro-bis(chloromethyl)-methylsilane Chemical compound ClC[Si](Cl)(C)CCl CKNVNQHQPPZERM-UHFFFAOYSA-N 0.000 description 1
- KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical compound Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- SXUKVAAVKCDPPR-UHFFFAOYSA-N decyl nitrite Chemical compound CCCCCCCCCCON=O SXUKVAAVKCDPPR-UHFFFAOYSA-N 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- OSXYHAQZDCICNX-UHFFFAOYSA-N dichloro(diphenyl)silane Chemical compound C=1C=CC=CC=1[Si](Cl)(Cl)C1=CC=CC=C1 OSXYHAQZDCICNX-UHFFFAOYSA-N 0.000 description 1
- JAYBZWYBCUJLNQ-UHFFFAOYSA-N dichloro-(chloromethyl)-methylsilane Chemical compound C[Si](Cl)(Cl)CCl JAYBZWYBCUJLNQ-UHFFFAOYSA-N 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- LIKFHECYJZWXFJ-UHFFFAOYSA-N dimethyldichlorosilane Chemical compound C[Si](C)(Cl)Cl LIKFHECYJZWXFJ-UHFFFAOYSA-N 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000002360 explosive Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 125000001188 haloalkyl group Chemical group 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical group 0.000 description 1
- IAHLQSRLEFUEMK-UHFFFAOYSA-N heptyl nitrite Chemical compound CCCCCCCON=O IAHLQSRLEFUEMK-UHFFFAOYSA-N 0.000 description 1
- WPEXVRDUEAJUGY-UHFFFAOYSA-B hexacalcium;(2,3,4,5,6-pentaphosphonatooxycyclohexyl) phosphate Chemical compound [Ca+2].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[O-]P([O-])(=O)OC1C(OP([O-])([O-])=O)C(OP([O-])([O-])=O)C(OP([O-])([O-])=O)C(OP([O-])([O-])=O)C1OP([O-])([O-])=O WPEXVRDUEAJUGY-UHFFFAOYSA-B 0.000 description 1
- SGRWGISGVDVSJV-UHFFFAOYSA-N hexyl nitrite Chemical compound CCCCCCON=O SGRWGISGVDVSJV-UHFFFAOYSA-N 0.000 description 1
- 150000004678 hydrides Chemical class 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- SKRDXYBATCVEMS-UHFFFAOYSA-N isopropyl nitrite Chemical compound CC(C)ON=O SKRDXYBATCVEMS-UHFFFAOYSA-N 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- OBTSLRFPKIKXSZ-UHFFFAOYSA-N lithium potassium Chemical compound [Li].[K] OBTSLRFPKIKXSZ-UHFFFAOYSA-N 0.000 description 1
- VVNXEADCOVSAER-UHFFFAOYSA-N lithium sodium Chemical compound [Li].[Na] VVNXEADCOVSAER-UHFFFAOYSA-N 0.000 description 1
- NEMFQSKAPLGFIP-UHFFFAOYSA-N magnesiosodium Chemical compound [Na].[Mg] NEMFQSKAPLGFIP-UHFFFAOYSA-N 0.000 description 1
- SWHAQEYMVUEVNF-UHFFFAOYSA-N magnesium potassium Chemical compound [Mg].[K] SWHAQEYMVUEVNF-UHFFFAOYSA-N 0.000 description 1
- SYJBLFMEUQWNFD-UHFFFAOYSA-N magnesium strontium Chemical compound [Mg].[Sr] SYJBLFMEUQWNFD-UHFFFAOYSA-N 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- BLLFVUPNHCTMSV-UHFFFAOYSA-N methyl nitrite Chemical compound CON=O BLLFVUPNHCTMSV-UHFFFAOYSA-N 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- 125000004971 nitroalkyl group Chemical group 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- JCXJVPUVTGWSNB-UHFFFAOYSA-N nitrogen dioxide Inorganic materials O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 description 1
- RGLUKHFGBSKWIL-UHFFFAOYSA-N nonyl nitrite Chemical compound CCCCCCCCCON=O RGLUKHFGBSKWIL-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 150000002902 organometallic compounds Chemical class 0.000 description 1
- ZFYHTGWRVARNFD-UHFFFAOYSA-I pentaiodo-lambda5-stibane Chemical compound I[Sb](I)(I)(I)I ZFYHTGWRVARNFD-UHFFFAOYSA-I 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000005054 phenyltrichlorosilane Substances 0.000 description 1
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 description 1
- OBCUTHMOOONNBS-UHFFFAOYSA-N phosphorus pentafluoride Chemical compound FP(F)(F)(F)F OBCUTHMOOONNBS-UHFFFAOYSA-N 0.000 description 1
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 description 1
- WKFBZNUBXWCCHG-UHFFFAOYSA-N phosphorus trifluoride Chemical compound FP(F)F WKFBZNUBXWCCHG-UHFFFAOYSA-N 0.000 description 1
- PZHNNJXWQYFUTD-UHFFFAOYSA-N phosphorus triiodide Chemical compound IP(I)I PZHNNJXWQYFUTD-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- BITYAPCSNKJESK-UHFFFAOYSA-N potassiosodium Chemical compound [Na].[K] BITYAPCSNKJESK-UHFFFAOYSA-N 0.000 description 1
- GDNULDIPPDQVRH-UHFFFAOYSA-N potassium;pyrrolidin-2-one Chemical compound [K].O=C1CCCN1 GDNULDIPPDQVRH-UHFFFAOYSA-N 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- KAOQVXHBVNKNHA-UHFFFAOYSA-N propyl nitrite Chemical compound CCCON=O KAOQVXHBVNKNHA-UHFFFAOYSA-N 0.000 description 1
- 239000005053 propyltrichlorosilane Substances 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- ODZPKZBBUMBTMG-UHFFFAOYSA-N sodium amide Chemical group [NH2-].[Na+] ODZPKZBBUMBTMG-UHFFFAOYSA-N 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- KSMWLICLECSXMI-UHFFFAOYSA-N sodium;benzene Chemical compound [Na+].C1=CC=[C-]C=C1 KSMWLICLECSXMI-UHFFFAOYSA-N 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical group C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
- PJYXVICYYHGLSW-UHFFFAOYSA-J tetrachloroplumbane Chemical compound Cl[Pb](Cl)(Cl)Cl PJYXVICYYHGLSW-UHFFFAOYSA-J 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- LTSUHJWLSNQKIP-UHFFFAOYSA-J tin(iv) bromide Chemical compound Br[Sn](Br)(Br)Br LTSUHJWLSNQKIP-UHFFFAOYSA-J 0.000 description 1
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- GQIUQDDJKHLHTB-UHFFFAOYSA-N trichloro(ethenyl)silane Chemical compound Cl[Si](Cl)(Cl)C=C GQIUQDDJKHLHTB-UHFFFAOYSA-N 0.000 description 1
- ORVMIVQULIKXCP-UHFFFAOYSA-N trichloro(phenyl)silane Chemical compound Cl[Si](Cl)(Cl)C1=CC=CC=C1 ORVMIVQULIKXCP-UHFFFAOYSA-N 0.000 description 1
- DOEHJNBEOVLHGL-UHFFFAOYSA-N trichloro(propyl)silane Chemical compound CCC[Si](Cl)(Cl)Cl DOEHJNBEOVLHGL-UHFFFAOYSA-N 0.000 description 1
- 239000005051 trimethylchlorosilane Substances 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 239000005050 vinyl trichlorosilane Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
- DUNKXUFBGCUVQW-UHFFFAOYSA-J zirconium tetrachloride Chemical compound Cl[Zr](Cl)(Cl)Cl DUNKXUFBGCUVQW-UHFFFAOYSA-J 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
- C08J3/09—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in organic liquids
- C08J3/091—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in organic liquids characterised by the chemical constitution of the organic liquid
- C08J3/095—Oxygen containing compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/08—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from amino-carboxylic acids
- C08G69/14—Lactams
- C08G69/24—Pyrrolidones or piperidones
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
- C08J3/09—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in organic liquids
- C08J3/091—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in organic liquids characterised by the chemical constitution of the organic liquid
- C08J3/098—Other compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
- C08L77/02—Polyamides derived from omega-amino carboxylic acids or from lactams thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2377/00—Characterised by the use of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Derivatives of such polymers
- C08J2377/02—Polyamides derived from omega-amino carboxylic acids or from lactams thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Paints Or Removers (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US763198A US2980641A (en) | 1958-09-25 | 1958-09-25 | Solutions of polypyrrolidone in aqueous phytic acid and process for making same |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH405704A true CH405704A (fr) | 1966-01-15 |
Family
ID=25067147
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH7796759A CH405704A (fr) | 1958-09-25 | 1959-09-08 | Solution de polypryrrolidone et procédé de préparation de celle-ci |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US2980641A (en, 2012) |
| BE (1) | BE582868A (en, 2012) |
| CH (1) | CH405704A (en, 2012) |
| DE (1) | DE1121325B (en, 2012) |
| FR (1) | FR1244472A (en, 2012) |
| GB (1) | GB908771A (en, 2012) |
| NL (2) | NL243723A (en, 2012) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3076774A (en) * | 1959-09-21 | 1963-02-05 | Monsanto Chemicals | Solution of polypyrrolidone in superheated water |
| US3119396A (en) * | 1961-05-24 | 1964-01-28 | Minnesota Mining & Mfg | Tobacco smoke filter |
| NL136087C (en, 2012) * | 1962-01-15 | |||
| US4185063A (en) * | 1975-02-04 | 1980-01-22 | Chute Challoner R | Shaping and stretching aqueous formic acid solutions of polypyrrolidone, filament and film products |
| US4263187A (en) * | 1977-06-08 | 1981-04-21 | Chute Challoner R | Shaped articles of polypyrrolidone and method of preparation thereof |
| US4340440A (en) * | 1977-09-22 | 1982-07-20 | Chute Challoner R | Coating and/or adhesive composition and method for preparation thereof |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL84511C (en, 2012) * | 1951-12-07 | |||
| US2734004A (en) * | 1952-08-25 | 1956-02-07 | Water soluble n-methylol polypyrroli- |
-
0
- BE BE582868D patent/BE582868A/xx unknown
- NL NL120097D patent/NL120097C/xx active
- NL NL243723D patent/NL243723A/xx unknown
-
1958
- 1958-09-25 US US763198A patent/US2980641A/en not_active Expired - Lifetime
-
1959
- 1959-09-08 CH CH7796759A patent/CH405704A/fr unknown
- 1959-09-18 GB GB31911/59A patent/GB908771A/en not_active Expired
- 1959-09-23 DE DEC19851A patent/DE1121325B/de active Pending
- 1959-09-23 FR FR805849A patent/FR1244472A/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| NL243723A (en, 2012) | |
| GB908771A (en) | 1962-10-24 |
| FR1244472A (fr) | 1960-10-28 |
| US2980641A (en) | 1961-04-18 |
| BE582868A (en, 2012) | |
| DE1121325B (de) | 1962-01-04 |
| NL120097C (en, 2012) |
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