BR112015002465B1 - processo para a produção de um polímero de vinil lactama, polímero de vinil lactama obtenível pelo processo, uso do polímero, membrana para purificação de líquidos e gel de cabelo - Google Patents
processo para a produção de um polímero de vinil lactama, polímero de vinil lactama obtenível pelo processo, uso do polímero, membrana para purificação de líquidos e gel de cabelo Download PDFInfo
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- BR112015002465B1 BR112015002465B1 BR112015002465-3A BR112015002465A BR112015002465B1 BR 112015002465 B1 BR112015002465 B1 BR 112015002465B1 BR 112015002465 A BR112015002465 A BR 112015002465A BR 112015002465 B1 BR112015002465 B1 BR 112015002465B1
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- Prior art keywords
- polymer
- polymerization
- vinyl
- polymers
- solution
- Prior art date
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- 238000000034 method Methods 0.000 title claims abstract description 92
- 230000008569 process Effects 0.000 title claims abstract description 77
- 229920002554 vinyl polymer Polymers 0.000 title claims abstract description 58
- 150000003951 lactams Chemical class 0.000 title claims abstract description 28
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 18
- 229920000642 polymer Polymers 0.000 title claims description 279
- 239000007788 liquid Substances 0.000 title claims description 25
- 239000012528 membrane Substances 0.000 title claims description 13
- 239000000178 monomer Substances 0.000 claims abstract description 88
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 claims abstract description 80
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 39
- 239000007864 aqueous solution Substances 0.000 claims abstract description 39
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 39
- 239000011593 sulfur Substances 0.000 claims abstract description 39
- 238000003860 storage Methods 0.000 claims abstract description 33
- 238000001035 drying Methods 0.000 claims abstract description 32
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 claims abstract description 28
- 239000000843 powder Substances 0.000 claims abstract description 20
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical class OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims abstract description 19
- 238000002360 preparation method Methods 0.000 claims abstract description 11
- 238000006116 polymerization reaction Methods 0.000 claims description 121
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 100
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims description 78
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 66
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 42
- 239000003999 initiator Substances 0.000 claims description 41
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims description 39
- 235000019253 formic acid Nutrition 0.000 claims description 39
- 229910021529 ammonia Inorganic materials 0.000 claims description 31
- 239000001099 ammonium carbonate Substances 0.000 claims description 31
- -1 vinyl lactam Chemical class 0.000 claims description 31
- ATRRKUHOCOJYRX-UHFFFAOYSA-N Ammonium bicarbonate Chemical compound [NH4+].OC([O-])=O ATRRKUHOCOJYRX-UHFFFAOYSA-N 0.000 claims description 30
- 238000000746 purification Methods 0.000 claims description 23
- 238000004821 distillation Methods 0.000 claims description 19
- 229910000013 Ammonium bicarbonate Inorganic materials 0.000 claims description 17
- 235000012538 ammonium bicarbonate Nutrition 0.000 claims description 17
- 150000003254 radicals Chemical class 0.000 claims description 17
- FGUUSXIOTUKUDN-IBGZPJMESA-N C1(=CC=CC=C1)N1C2=C(NC([C@H](C1)NC=1OC(=NN=1)C1=CC=CC=C1)=O)C=CC=C2 Chemical compound C1(=CC=CC=C1)N1C2=C(NC([C@H](C1)NC=1OC(=NN=1)C1=CC=CC=C1)=O)C=CC=C2 FGUUSXIOTUKUDN-IBGZPJMESA-N 0.000 claims description 16
- 238000001914 filtration Methods 0.000 claims description 16
- 239000007789 gas Substances 0.000 claims description 16
- 235000012501 ammonium carbonate Nutrition 0.000 claims description 13
- 238000001256 steam distillation Methods 0.000 claims description 12
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 11
- 238000001694 spray drying Methods 0.000 claims description 11
- 239000002537 cosmetic Substances 0.000 claims description 8
- GNFTZDOKVXKIBK-UHFFFAOYSA-N 3-(2-methoxyethoxy)benzohydrazide Chemical compound COCCOC1=CC=CC(C(=O)NN)=C1 GNFTZDOKVXKIBK-UHFFFAOYSA-N 0.000 claims description 7
- 238000000502 dialysis Methods 0.000 claims description 7
- 239000007921 spray Substances 0.000 claims description 7
- 239000000428 dust Substances 0.000 claims description 5
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 4
- 238000010923 batch production Methods 0.000 claims description 4
- 241001465754 Metazoa Species 0.000 claims description 3
- 235000013305 food Nutrition 0.000 claims description 3
- 238000010924 continuous production Methods 0.000 claims description 2
- 239000000825 pharmaceutical preparation Substances 0.000 claims description 2
- 238000010526 radical polymerization reaction Methods 0.000 claims description 2
- 235000015872 dietary supplement Nutrition 0.000 claims 2
- 229910021653 sulphate ion Inorganic materials 0.000 claims 1
- 239000007787 solid Substances 0.000 abstract description 66
- 229920000036 polyvinylpyrrolidone Polymers 0.000 abstract description 44
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 abstract description 44
- 239000001267 polyvinylpyrrolidone Substances 0.000 abstract description 14
- 239000000243 solution Substances 0.000 description 160
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 84
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 57
- 239000002585 base Substances 0.000 description 49
- 238000007792 addition Methods 0.000 description 45
- 239000000499 gel Substances 0.000 description 37
- CBTVGIZVANVGBH-UHFFFAOYSA-N aminomethyl propanol Chemical compound CC(C)(N)CO CBTVGIZVANVGBH-UHFFFAOYSA-N 0.000 description 27
- 235000019645 odor Nutrition 0.000 description 26
- 239000000203 mixture Substances 0.000 description 23
- 229920001577 copolymer Polymers 0.000 description 20
- 229940058020 2-amino-2-methyl-1-propanol Drugs 0.000 description 18
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 18
- 238000006243 chemical reaction Methods 0.000 description 18
- 230000008030 elimination Effects 0.000 description 15
- 238000003379 elimination reaction Methods 0.000 description 15
- 239000002904 solvent Substances 0.000 description 15
- 238000009472 formulation Methods 0.000 description 14
- 230000007062 hydrolysis Effects 0.000 description 14
- 238000006460 hydrolysis reaction Methods 0.000 description 14
- 150000002978 peroxides Chemical class 0.000 description 14
- 238000012360 testing method Methods 0.000 description 14
- 238000010992 reflux Methods 0.000 description 13
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 12
- 239000006185 dispersion Substances 0.000 description 12
- 239000003960 organic solvent Substances 0.000 description 12
- JWYVGKFDLWWQJX-UHFFFAOYSA-N 1-ethenylazepan-2-one Chemical compound C=CN1CCCCCC1=O JWYVGKFDLWWQJX-UHFFFAOYSA-N 0.000 description 11
- 238000005903 acid hydrolysis reaction Methods 0.000 description 11
- 230000000052 comparative effect Effects 0.000 description 11
- 238000005259 measurement Methods 0.000 description 11
- 150000003839 salts Chemical class 0.000 description 11
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 10
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 10
- 230000015572 biosynthetic process Effects 0.000 description 10
- 230000000694 effects Effects 0.000 description 10
- 230000009467 reduction Effects 0.000 description 10
- 230000002829 reductive effect Effects 0.000 description 10
- 239000000126 substance Substances 0.000 description 10
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 9
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 9
- 238000013019 agitation Methods 0.000 description 9
- 239000002956 ash Substances 0.000 description 9
- 239000011521 glass Substances 0.000 description 9
- 230000001965 increasing effect Effects 0.000 description 9
- 229910052751 metal Inorganic materials 0.000 description 9
- 239000002184 metal Substances 0.000 description 9
- 229910052757 nitrogen Inorganic materials 0.000 description 9
- 238000004806 packaging method and process Methods 0.000 description 9
- 238000003756 stirring Methods 0.000 description 9
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 9
- OSSNTDFYBPYIEC-UHFFFAOYSA-N 1-ethenylimidazole Chemical class C=CN1C=CN=C1 OSSNTDFYBPYIEC-UHFFFAOYSA-N 0.000 description 8
- 239000003963 antioxidant agent Substances 0.000 description 8
- 235000006708 antioxidants Nutrition 0.000 description 8
- 230000008901 benefit Effects 0.000 description 8
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 8
- 238000002845 discoloration Methods 0.000 description 8
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 8
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 7
- 241001272720 Medialuna californiensis Species 0.000 description 7
- 229920002125 Sokalan® Polymers 0.000 description 7
- 239000002253 acid Substances 0.000 description 7
- 235000011114 ammonium hydroxide Nutrition 0.000 description 7
- 239000011148 porous material Substances 0.000 description 7
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 7
- 238000004383 yellowing Methods 0.000 description 7
- 102000004190 Enzymes Human genes 0.000 description 6
- 108090000790 Enzymes Proteins 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 6
- 230000008859 change Effects 0.000 description 6
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- 238000009826 distribution Methods 0.000 description 6
- 239000004615 ingredient Substances 0.000 description 6
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- 238000007254 oxidation reaction Methods 0.000 description 6
- 239000001301 oxygen Substances 0.000 description 6
- 229910052760 oxygen Inorganic materials 0.000 description 6
- 229920003169 water-soluble polymer Polymers 0.000 description 6
- 238000004132 cross linking Methods 0.000 description 5
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 5
- 238000010438 heat treatment Methods 0.000 description 5
- 230000035699 permeability Effects 0.000 description 5
- 238000012545 processing Methods 0.000 description 5
- 238000001179 sorption measurement Methods 0.000 description 5
- 150000003464 sulfur compounds Chemical class 0.000 description 5
- IOAOAKDONABGPZ-UHFFFAOYSA-N 2-amino-2-ethylpropane-1,3-diol Chemical compound CCC(N)(CO)CO IOAOAKDONABGPZ-UHFFFAOYSA-N 0.000 description 4
- UXFQFBNBSPQBJW-UHFFFAOYSA-N 2-amino-2-methylpropane-1,3-diol Chemical compound OCC(N)(C)CO UXFQFBNBSPQBJW-UHFFFAOYSA-N 0.000 description 4
- JCBPETKZIGVZRE-UHFFFAOYSA-N 2-aminobutan-1-ol Chemical compound CCC(N)CO JCBPETKZIGVZRE-UHFFFAOYSA-N 0.000 description 4
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 4
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 4
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
- 229960001631 carbomer Drugs 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- 229910001385 heavy metal Inorganic materials 0.000 description 4
- 229920006158 high molecular weight polymer Polymers 0.000 description 4
- 229920001519 homopolymer Polymers 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 239000002609 medium Substances 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- ZQXSMRAEXCEDJD-UHFFFAOYSA-N n-ethenylformamide Chemical compound C=CNC=O ZQXSMRAEXCEDJD-UHFFFAOYSA-N 0.000 description 4
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 4
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- 238000000926 separation method Methods 0.000 description 4
- 229910000029 sodium carbonate Inorganic materials 0.000 description 4
- 238000005507 spraying Methods 0.000 description 4
- 230000006641 stabilisation Effects 0.000 description 4
- 238000011105 stabilization Methods 0.000 description 4
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 4
- 239000002562 thickening agent Substances 0.000 description 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
- HMYBDZFSXBJDGL-UHFFFAOYSA-N 1,3-bis(ethenyl)imidazolidin-2-one Chemical compound C=CN1CCN(C=C)C1=O HMYBDZFSXBJDGL-UHFFFAOYSA-N 0.000 description 3
- PBGPBHYPCGDFEZ-UHFFFAOYSA-N 1-ethenylpiperidin-2-one Chemical compound C=CN1CCCCC1=O PBGPBHYPCGDFEZ-UHFFFAOYSA-N 0.000 description 3
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 3
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- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 3
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 3
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical class [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 description 3
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- 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 3
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 3
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- 235000002017 Zea mays subsp mays Nutrition 0.000 description 3
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- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 238000005227 gel permeation chromatography Methods 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
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- HQGPZXPTJWUDQR-UHFFFAOYSA-N 1-ethenyl-5-methylpyrrolidin-2-one Chemical compound CC1CCC(=O)N1C=C HQGPZXPTJWUDQR-UHFFFAOYSA-N 0.000 description 2
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- 239000004971 Cross linker Substances 0.000 description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 2
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- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 2
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- 241000482268 Zea mays subsp. mays Species 0.000 description 2
- NJSSICCENMLTKO-HRCBOCMUSA-N [(1r,2s,4r,5r)-3-hydroxy-4-(4-methylphenyl)sulfonyloxy-6,8-dioxabicyclo[3.2.1]octan-2-yl] 4-methylbenzenesulfonate Chemical compound C1=CC(C)=CC=C1S(=O)(=O)O[C@H]1C(O)[C@@H](OS(=O)(=O)C=2C=CC(C)=CC=2)[C@@H]2OC[C@H]1O2 NJSSICCENMLTKO-HRCBOCMUSA-N 0.000 description 2
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- 150000001298 alcohols Chemical class 0.000 description 2
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- 239000012298 atmosphere Substances 0.000 description 2
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- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 2
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- AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 description 1
- 229910000162 sodium phosphate Inorganic materials 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- 239000007909 solid dosage form Substances 0.000 description 1
- 239000007784 solid electrolyte Substances 0.000 description 1
- 238000005063 solubilization Methods 0.000 description 1
- 230000007928 solubilization Effects 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 239000002352 surface water Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 231100000563 toxic property Toxicity 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- VPYJNCGUESNPMV-UHFFFAOYSA-N triallylamine Chemical compound C=CCN(CC=C)CC=C VPYJNCGUESNPMV-UHFFFAOYSA-N 0.000 description 1
- 238000000108 ultra-filtration Methods 0.000 description 1
- 238000002604 ultrasonography Methods 0.000 description 1
- 238000011144 upstream manufacturing Methods 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F6/00—Post-polymerisation treatments
- C08F6/06—Treatment of polymer solutions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61M—DEVICES FOR INTRODUCING MEDIA INTO, OR ONTO, THE BODY; DEVICES FOR TRANSDUCING BODY MEDIA OR FOR TAKING MEDIA FROM THE BODY; DEVICES FOR PRODUCING OR ENDING SLEEP OR STUPOR
- A61M1/00—Suction or pumping devices for medical purposes; Devices for carrying-off, for treatment of, or for carrying-over, body-liquids; Drainage systems
- A61M1/14—Dialysis systems; Artificial kidneys; Blood oxygenators ; Reciprocating systems for treatment of body fluids, e.g. single needle systems for hemofiltration or pheresis
- A61M1/16—Dialysis systems; Artificial kidneys; Blood oxygenators ; Reciprocating systems for treatment of body fluids, e.g. single needle systems for hemofiltration or pheresis with membranes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F26/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen
- C08F26/06—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen by a heterocyclic ring containing nitrogen
- C08F26/10—N-Vinyl-pyrrolidone
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F6/00—Post-polymerisation treatments
- C08F6/06—Treatment of polymer solutions
- C08F6/10—Removal of volatile materials, e.g. solvents
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F6/00—Post-polymerisation treatments
- C08F6/14—Treatment of polymer emulsions
- C08F6/16—Purification
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L39/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions of derivatives of such polymers
- C08L39/04—Homopolymers or copolymers of monomers containing heterocyclic rings having nitrogen as ring member
- C08L39/06—Homopolymers or copolymers of N-vinyl-pyrrolidones
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Urology & Nephrology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Heart & Thoracic Surgery (AREA)
- Vascular Medicine (AREA)
- Emergency Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Anesthesiology (AREA)
- Biomedical Technology (AREA)
- Hematology (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Cosmetics (AREA)
- Separation Using Semi-Permeable Membranes (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP12179719.5 | 2012-08-08 | ||
| EP12179719 | 2012-08-08 | ||
| PCT/EP2013/065942 WO2014023602A1 (de) | 2012-08-08 | 2013-07-30 | Verfahren zur herstellung wässriger lösungen von vinyllactam-polymeren und deren pulver |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| BR112015002465A2 BR112015002465A2 (pt) | 2017-07-04 |
| BR112015002465A8 BR112015002465A8 (pt) | 2019-07-30 |
| BR112015002465B1 true BR112015002465B1 (pt) | 2021-01-19 |
Family
ID=48916030
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BR112015002465-3A BR112015002465B1 (pt) | 2012-08-08 | 2013-07-30 | processo para a produção de um polímero de vinil lactama, polímero de vinil lactama obtenível pelo processo, uso do polímero, membrana para purificação de líquidos e gel de cabelo |
Country Status (7)
| Country | Link |
|---|---|
| EP (1) | EP2882783B1 (https=) |
| JP (1) | JP6246809B2 (https=) |
| KR (1) | KR102083155B1 (https=) |
| CN (1) | CN104520335B (https=) |
| BR (1) | BR112015002465B1 (https=) |
| ES (1) | ES2776007T3 (https=) |
| WO (1) | WO2014023602A1 (https=) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2737243B2 (ja) | 1989-05-12 | 1998-04-08 | 三菱電機株式会社 | 移動体用航法装置 |
| JP2878982B2 (ja) | 1995-01-24 | 1999-04-05 | 日本無線株式会社 | 方位検出装置 |
| US9260546B2 (en) | 2012-08-08 | 2016-02-16 | Basf Se | Producing aqueous solutions of vinyllactam polymers and powders thereof |
| JP7133302B2 (ja) * | 2017-10-30 | 2022-09-08 | 株式会社日本触媒 | Ｎ－ビニルラクタム系重合体の製造方法 |
| JP7008790B2 (ja) * | 2018-03-01 | 2022-01-25 | 株式会社日本触媒 | ビニルピロリドン系重合体溶液の製造方法 |
| CN109021260A (zh) * | 2018-07-28 | 2018-12-18 | 博爱新开源医疗科技集团股份有限公司 | 一种高k值聚合物溶液的干燥方法和聚合物粉末 |
| CN112661890B (zh) * | 2020-12-23 | 2023-05-05 | 安徽山河药用辅料股份有限公司 | 一种医药用低杂质聚维酮k30的制备方法 |
| TWI848226B (zh) * | 2021-07-14 | 2024-07-11 | 住華科技股份有限公司 | 偏光膜的製造方法與製造系統 |
Family Cites Families (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL217723A (https=) | 1939-08-02 | |||
| BE553727A (https=) | 1955-12-27 | |||
| US2821519A (en) | 1955-12-30 | 1958-01-28 | Gen Aniline & Film Corp | Stabilization of polymeric n-vinyl pyrrolidones with hydrazino compounds |
| DE2456807C3 (de) | 1974-11-30 | 1981-04-09 | Basf Ag, 6700 Ludwigshafen | Verfahren zur Herstellung von Polymerisaten des Vinylpyrrolidons |
| DE3534273A1 (de) * | 1985-09-26 | 1987-04-02 | Basf Ag | Verfahren zur herstellung von vinylamin-einheiten enthaltenden wasserloeslichen copolymerisaten und deren verwendung als nass- und trockenverfestigungsmittel fuer papier |
| US5262171A (en) | 1991-11-25 | 1993-11-16 | Isp Investments Inc. | Pharmaceutical tablet with PVP having enhanced drug dissolution rate |
| JPH07503749A (ja) | 1992-02-10 | 1995-04-20 | アイエスピー インヴェストメンツ インコーポレイテッド | ビニルラクタム重合体の精製方法 |
| GB9600426D0 (en) | 1996-01-10 | 1996-03-13 | Ed Geistlich Sohne A G | Compositions |
| US6331333B1 (en) | 1998-09-16 | 2001-12-18 | Isp Investments Inc. | Storage stabilized oxygen degradable polymer |
| DE19915420A1 (de) | 1999-04-06 | 2000-10-12 | Basf Ag | Stabilisierte Polyvinylpyrrolidon-Zubereitungen |
| US6346600B1 (en) | 1999-04-22 | 2002-02-12 | Nippon Shokubai Co., Ltd. | Vinylpyrrolidone polymer and its stabilization and preservation processes |
| JP4578714B2 (ja) | 2001-04-26 | 2010-11-10 | 大阪有機化学工業株式会社 | Ｎ−ビニル−２−ピロリドン含有樹脂組成物、その製法およびそれからなる化粧料 |
| CA2568813C (en) * | 2004-06-21 | 2013-12-17 | Basf Aktiengesellschaft | Aqueous preparations comprising a water-soluble or water-dispersible copolymer that contains at least one imidazole or amine containing monomer |
| DE102004049344A1 (de) * | 2004-10-08 | 2006-04-13 | Basf Ag | Stabilisierung von wässrigen Lösungen von Homo- und Copolymeren des N-Vinylpyrrolidons |
| WO2006049257A1 (ja) | 2004-11-05 | 2006-05-11 | Nippon Shokubai Co., Ltd. | ビニルピロリドン系重合体溶液とその製造方法、及び、ビニルピロリドン系重合体の取り扱い方法 |
| DE102005005974A1 (de) | 2005-02-09 | 2006-08-10 | Basf Ag | Verfahren zur Stabilisierung von Polyvinylpyrrolidonen |
| JP5121470B2 (ja) | 2007-01-26 | 2013-01-16 | 株式会社日本触媒 | ポリビニルピロリドン粉体組成物 |
| WO2009024457A1 (de) | 2007-08-21 | 2009-02-26 | Basf Se | Verfahren zur herstellung von vernetzten acrylsäure-polymeren |
| JP6100997B2 (ja) | 2008-11-04 | 2017-03-22 | ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ | 酸化感受性ポリマーのための包装材としてのコンポジットフィルムの使用、酸化感受性ポリマーの包装方法、及び該コンポジットフィルムを含有する包装体 |
| US20110257339A1 (en) * | 2008-12-22 | 2011-10-20 | Basf Se | Method for stabilizing polymers |
| US8623978B2 (en) | 2010-11-23 | 2014-01-07 | Basf Se | Process for the preparation of low-peroxide crosslinked vinyllactam polymer |
| WO2012069975A1 (de) * | 2010-11-23 | 2012-05-31 | Basf Se | Verfahren zur herstellung von peroxidarmem vernetztem vinyllactam-polymer |
-
2013
- 2013-07-30 ES ES13745037T patent/ES2776007T3/es active Active
- 2013-07-30 WO PCT/EP2013/065942 patent/WO2014023602A1/de not_active Ceased
- 2013-07-30 JP JP2015525817A patent/JP6246809B2/ja active Active
- 2013-07-30 KR KR1020157005794A patent/KR102083155B1/ko active Active
- 2013-07-30 EP EP13745037.5A patent/EP2882783B1/de active Active
- 2013-07-30 CN CN201380041943.2A patent/CN104520335B/zh active Active
- 2013-07-30 BR BR112015002465-3A patent/BR112015002465B1/pt active IP Right Grant
Also Published As
| Publication number | Publication date |
|---|---|
| JP6246809B2 (ja) | 2017-12-13 |
| ES2776007T3 (es) | 2020-07-28 |
| JP2015531799A (ja) | 2015-11-05 |
| WO2014023602A1 (de) | 2014-02-13 |
| KR20150042234A (ko) | 2015-04-20 |
| KR102083155B1 (ko) | 2020-03-02 |
| BR112015002465A2 (pt) | 2017-07-04 |
| BR112015002465A8 (pt) | 2019-07-30 |
| EP2882783B1 (de) | 2020-01-01 |
| CN104520335A (zh) | 2015-04-15 |
| EP2882783A1 (de) | 2015-06-17 |
| CN104520335B (zh) | 2018-05-29 |
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