FI57767C - Polymer innehaollande omaettade kvaternaera monomerer och foerfarande foer dess framstaellning - Google Patents
Polymer innehaollande omaettade kvaternaera monomerer och foerfarande foer dess framstaellning Download PDFInfo
- Publication number
- FI57767C FI57767C FI940/70A FI94070A FI57767C FI 57767 C FI57767 C FI 57767C FI 940/70 A FI940/70 A FI 940/70A FI 94070 A FI94070 A FI 94070A FI 57767 C FI57767 C FI 57767C
- Authority
- FI
- Finland
- Prior art keywords
- polymer
- formula
- group
- solution
- monomer
- Prior art date
Links
- 229920000642 polymer Polymers 0.000 title claims description 77
- 239000000178 monomer Substances 0.000 claims description 47
- -1 polyoxyethylene group Polymers 0.000 claims description 28
- 239000000203 mixture Substances 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- 239000000835 fiber Substances 0.000 claims description 8
- 229910052760 oxygen Inorganic materials 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 239000001257 hydrogen Substances 0.000 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- 239000004745 nonwoven fabric Substances 0.000 claims description 5
- 239000000049 pigment Substances 0.000 claims description 5
- 230000000379 polymerizing effect Effects 0.000 claims description 5
- 125000002947 alkylene group Chemical group 0.000 claims description 4
- 150000001450 anions Chemical class 0.000 claims description 4
- 239000011230 binding agent Substances 0.000 claims description 4
- 239000000460 chlorine Substances 0.000 claims description 4
- 239000004744 fabric Substances 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 239000012736 aqueous medium Substances 0.000 claims description 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 3
- 229910052794 bromium Inorganic materials 0.000 claims description 3
- 229910052801 chlorine Inorganic materials 0.000 claims description 3
- 239000010985 leather Substances 0.000 claims description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 2
- 239000000654 additive Substances 0.000 claims description 2
- 230000000996 additive effect Effects 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical group II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- 125000004430 oxygen atom Chemical group O* 0.000 claims 1
- 230000000087 stabilizing effect Effects 0.000 claims 1
- 239000000243 solution Substances 0.000 description 59
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 21
- 229910001868 water Inorganic materials 0.000 description 21
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 18
- 238000006243 chemical reaction Methods 0.000 description 18
- 229920001577 copolymer Polymers 0.000 description 17
- 239000007787 solid Substances 0.000 description 17
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical class Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 16
- 150000001412 amines Chemical class 0.000 description 16
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 15
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 12
- 229910052757 nitrogen Inorganic materials 0.000 description 12
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 11
- 238000006116 polymerization reaction Methods 0.000 description 11
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 10
- 239000000839 emulsion Substances 0.000 description 10
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 9
- 238000007792 addition Methods 0.000 description 9
- 239000004160 Ammonium persulphate Substances 0.000 description 8
- 239000003513 alkali Substances 0.000 description 8
- 235000019395 ammonium persulphate Nutrition 0.000 description 8
- 239000006185 dispersion Substances 0.000 description 8
- 229920001519 homopolymer Polymers 0.000 description 8
- 229920005989 resin Polymers 0.000 description 7
- 239000011347 resin Substances 0.000 description 7
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- 238000007334 copolymerization reaction Methods 0.000 description 6
- 230000007935 neutral effect Effects 0.000 description 6
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 6
- 238000005956 quaternization reaction Methods 0.000 description 6
- 238000004513 sizing Methods 0.000 description 6
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 6
- 239000004296 sodium metabisulphite Substances 0.000 description 6
- 235000010262 sodium metabisulphite Nutrition 0.000 description 6
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 5
- 238000001994 activation Methods 0.000 description 5
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 4
- 230000002378 acidificating effect Effects 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 239000003153 chemical reaction reagent Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 238000010926 purge Methods 0.000 description 4
- 238000004448 titration Methods 0.000 description 4
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 3
- 238000004026 adhesive bonding Methods 0.000 description 3
- 230000029936 alkylation Effects 0.000 description 3
- 238000005804 alkylation reaction Methods 0.000 description 3
- 239000007900 aqueous suspension Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000001723 curing Methods 0.000 description 3
- 238000007720 emulsion polymerization reaction Methods 0.000 description 3
- 239000012458 free base Substances 0.000 description 3
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 239000003999 initiator Substances 0.000 description 3
- 239000000976 ink Substances 0.000 description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 description 3
- 229920000126 latex Polymers 0.000 description 3
- 239000011707 mineral Substances 0.000 description 3
- 125000001453 quaternary ammonium group Chemical group 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- 230000002123 temporal effect Effects 0.000 description 3
- 239000004753 textile Substances 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- DPBJAVGHACCNRL-UHFFFAOYSA-N 2-(dimethylamino)ethyl prop-2-enoate Chemical compound CN(C)CCOC(=O)C=C DPBJAVGHACCNRL-UHFFFAOYSA-N 0.000 description 2
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 2
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- CNCOEDDPFOAUMB-UHFFFAOYSA-N N-Methylolacrylamide Chemical compound OCNC(=O)C=C CNCOEDDPFOAUMB-UHFFFAOYSA-N 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- 229920000297 Rayon Polymers 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- 229920004896 Triton X-405 Polymers 0.000 description 2
- 230000004913 activation Effects 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
- 230000001627 detrimental effect Effects 0.000 description 2
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000004815 dispersion polymer Substances 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 125000003700 epoxy group Chemical group 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 239000002657 fibrous material Substances 0.000 description 2
- 230000003311 flocculating effect Effects 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical class CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 2
- 125000000466 oxiranyl group Chemical group 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
- 239000010452 phosphate Substances 0.000 description 2
- 239000003505 polymerization initiator Substances 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 2
- 239000002964 rayon Substances 0.000 description 2
- 239000012429 reaction media Substances 0.000 description 2
- JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 description 2
- 238000001179 sorption measurement Methods 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- DTGKSKDOIYIVQL-MRTMQBJTSA-N (-)-isoborneol Chemical compound C1C[C@@]2(C)[C@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-MRTMQBJTSA-N 0.000 description 1
- OGMSGZZPTQNTIK-UHFFFAOYSA-N 1-methyl-2-prop-1-en-2-ylbenzene Chemical compound CC(=C)C1=CC=CC=C1C OGMSGZZPTQNTIK-UHFFFAOYSA-N 0.000 description 1
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 description 1
- FPCPOLLWTJARLO-UHFFFAOYSA-N 2-(2-methylprop-2-enoyloxy)acetic acid Chemical compound CC(=C)C(=O)OCC(O)=O FPCPOLLWTJARLO-UHFFFAOYSA-N 0.000 description 1
- PLWQJHWLGRXAMP-UHFFFAOYSA-N 2-ethenoxy-n,n-diethylethanamine Chemical compound CCN(CC)CCOC=C PLWQJHWLGRXAMP-UHFFFAOYSA-N 0.000 description 1
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 1
- TVONJMOVBKMLOM-UHFFFAOYSA-N 2-methylidenebutanenitrile Chemical compound CCC(=C)C#N TVONJMOVBKMLOM-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- 241000251468 Actinopterygii Species 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-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
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 1
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 1
- SJEYSFABYSGQBG-UHFFFAOYSA-M Patent blue Chemical compound [Na+].C1=CC(N(CC)CC)=CC=C1C(C=1C(=CC(=CC=1)S([O-])(=O)=O)S([O-])(=O)=O)=C1C=CC(=[N+](CC)CC)C=C1 SJEYSFABYSGQBG-UHFFFAOYSA-M 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- OMOVVBIIQSXZSZ-UHFFFAOYSA-N [6-(4-acetyloxy-5,9a-dimethyl-2,7-dioxo-4,5a,6,9-tetrahydro-3h-pyrano[3,4-b]oxepin-5-yl)-5-formyloxy-3-(furan-3-yl)-3a-methyl-7-methylidene-1a,2,3,4,5,6-hexahydroindeno[1,7a-b]oxiren-4-yl] 2-hydroxy-3-methylpentanoate Chemical compound CC12C(OC(=O)C(O)C(C)CC)C(OC=O)C(C3(C)C(CC(=O)OC4(C)COC(=O)CC43)OC(C)=O)C(=C)C32OC3CC1C=1C=COC=1 OMOVVBIIQSXZSZ-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000000980 acid dye Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000003926 acrylamides Chemical class 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- GZCGUPFRVQAUEE-SLPGGIOYSA-N aldehydo-D-glucose Chemical class OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O GZCGUPFRVQAUEE-SLPGGIOYSA-N 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 150000004808 allyl alcohols Chemical group 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- VXIVSQZSERGHQP-UHFFFAOYSA-N chloroacetamide Chemical compound NC(=O)CCl VXIVSQZSERGHQP-UHFFFAOYSA-N 0.000 description 1
- XENVCRGQTABGKY-ZHACJKMWSA-N chlorohydrin Chemical group CC#CC#CC#CC#C\C=C\C(Cl)CO XENVCRGQTABGKY-ZHACJKMWSA-N 0.000 description 1
- 238000005352 clarification Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000006184 cosolvent Substances 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 238000010908 decantation Methods 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 125000004985 dialkyl amino alkyl group Chemical group 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000010494 dissociation reaction Methods 0.000 description 1
- 230000005593 dissociations Effects 0.000 description 1
- DTGKSKDOIYIVQL-UHFFFAOYSA-N dl-isoborneol Natural products C1CC2(C)C(O)CC1C2(C)C DTGKSKDOIYIVQL-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000010556 emulsion polymerization method Methods 0.000 description 1
- GKIPXFAANLTWBM-UHFFFAOYSA-N epibromohydrin Chemical compound BrCC1CO1 GKIPXFAANLTWBM-UHFFFAOYSA-N 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000008394 flocculating agent Substances 0.000 description 1
- 238000005189 flocculation Methods 0.000 description 1
- 230000016615 flocculation Effects 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 150000004820 halides Chemical group 0.000 description 1
- 238000013007 heat curing Methods 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- MFFNOEHDVKQNIA-UHFFFAOYSA-N hydrogen peroxide 2-methylprop-1-ene Chemical compound OO.CC(C)=C.CC(C)=C MFFNOEHDVKQNIA-UHFFFAOYSA-N 0.000 description 1
- GPRLSGONYQIRFK-UHFFFAOYSA-N hydron Chemical compound [H+] GPRLSGONYQIRFK-UHFFFAOYSA-N 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 239000003295 industrial effluent Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- BAUYGSIQEAFULO-UHFFFAOYSA-L iron(2+) sulfate (anhydrous) Chemical compound [Fe+2].[O-]S([O-])(=O)=O BAUYGSIQEAFULO-UHFFFAOYSA-L 0.000 description 1
- 229910000359 iron(II) sulfate Inorganic materials 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- 230000002045 lasting effect Effects 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000035800 maturation Effects 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- 229910000372 mercury(II) sulfate Inorganic materials 0.000 description 1
- 125000005397 methacrylic acid ester group Chemical group 0.000 description 1
- JZMJDSHXVKJFKW-UHFFFAOYSA-M methyl sulfate(1-) Chemical compound COS([O-])(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-M 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- PHUYTHHZSUIMIX-UHFFFAOYSA-N n,n-diphenylprop-2-enamide Chemical class C=1C=CC=CC=1N(C(=O)C=C)C1=CC=CC=C1 PHUYTHHZSUIMIX-UHFFFAOYSA-N 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- INHNQBQIGOOEGY-UHFFFAOYSA-N octadecan-1-amine;sulfuric acid Chemical compound OS(O)(=O)=O.CCCCCCCCCCCCCCCCCCN INHNQBQIGOOEGY-UHFFFAOYSA-N 0.000 description 1
- FSAJWMJJORKPKS-UHFFFAOYSA-N octadecyl prop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C=C FSAJWMJJORKPKS-UHFFFAOYSA-N 0.000 description 1
- 150000002924 oxiranes Chemical group 0.000 description 1
- 125000006353 oxyethylene group Chemical group 0.000 description 1
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 1
- 229950000688 phenothiazine Drugs 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
- 229920006122 polyamide resin Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920002959 polymer blend Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- XWGJFPHUCFXLBL-UHFFFAOYSA-M rongalite Chemical compound [Na+].OCS([O-])=O XWGJFPHUCFXLBL-UHFFFAOYSA-M 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000006104 solid solution Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- IIACRCGMVDHOTQ-UHFFFAOYSA-M sulfamate Chemical compound NS([O-])(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-M 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000010558 suspension polymerization method Methods 0.000 description 1
- 125000001302 tertiary amino group Chemical group 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- DHCDFWKWKRSZHF-UHFFFAOYSA-L thiosulfate(2-) Chemical compound [O-]S([S-])(=O)=O DHCDFWKWKRSZHF-UHFFFAOYSA-L 0.000 description 1
- SZEMGTQCPRNXEG-UHFFFAOYSA-M trimethyl(octadecyl)azanium;bromide Chemical compound [Br-].CCCCCCCCCCCCCCCCCC[N+](C)(C)C SZEMGTQCPRNXEG-UHFFFAOYSA-M 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
- D21H17/20—Macromolecular organic compounds
- D21H17/33—Synthetic macromolecular compounds
- D21H17/34—Synthetic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D21H17/41—Synthetic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing ionic groups
- D21H17/44—Synthetic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing ionic groups cationic
- D21H17/45—Nitrogen-containing groups
- D21H17/455—Nitrogen-containing groups comprising tertiary amine or being at least partially quaternised
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/36—Compounds containing oxirane rings with hydrocarbon radicals, substituted by nitrogen atoms
-
- 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
- C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/10—Esters
- C08F20/34—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate
- C08F20/36—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate containing oxygen in addition to the carboxy oxygen, e.g. 2-N-morpholinoethyl (meth)acrylate or 2-isocyanatoethyl (meth)acrylate
-
- 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
- C08F8/00—Chemical modification by after-treatment
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
- D21H17/20—Macromolecular organic compounds
- D21H17/33—Synthetic macromolecular compounds
- D21H17/34—Synthetic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D21H17/38—Synthetic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing crosslinkable groups
-
- 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
- Y10S526/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S526/923—Ethylenic monomers containing at least one salt group
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- General Chemical & Material Sciences (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Paper (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FI763675A FI763675A7 (enExample) | 1969-04-04 | 1976-12-21 |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US81372469A | 1969-04-04 | 1969-04-04 | |
| US81372469 | 1969-04-04 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FI57767B FI57767B (fi) | 1980-06-30 |
| FI57767C true FI57767C (fi) | 1980-10-10 |
Family
ID=25213197
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI940/70A FI57767C (fi) | 1969-04-04 | 1970-04-03 | Polymer innehaollande omaettade kvaternaera monomerer och foerfarande foer dess framstaellning |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US3678098A (enExample) |
| BR (1) | BR7017690D0 (enExample) |
| CA (2) | CA956745A (enExample) |
| CH (1) | CH526593A (enExample) |
| DE (2) | DE2066160C2 (enExample) |
| FI (1) | FI57767C (enExample) |
| FR (1) | FR2042864A5 (enExample) |
| GB (1) | GB1292361A (enExample) |
| IL (1) | IL34232A (enExample) |
| NL (1) | NL158186B (enExample) |
| NO (1) | NO138600C (enExample) |
| SE (1) | SE378606B (enExample) |
| ZA (1) | ZA702228B (enExample) |
Families Citing this family (58)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CS148449B1 (enExample) * | 1970-03-13 | 1973-02-22 | ||
| US3929632A (en) * | 1972-02-17 | 1975-12-30 | Petrolite Corp | Use of polymeric quaternary ammonium betaines as oil-in-water demulsifiers |
| US3819589A (en) * | 1972-02-17 | 1974-06-25 | Petrolite Corp | Polymeric quaternary ammonium betaines |
| US3929635A (en) * | 1972-02-17 | 1975-12-30 | Petrolite Corp | Use of polymeric quaternary ammonium betaines as water clarifiers |
| US4315087A (en) * | 1975-04-28 | 1982-02-09 | Petrolite Corporation | Quaternary polyaminoamides |
| US4014645A (en) * | 1975-10-08 | 1977-03-29 | Rohm And Haas Company | Dyeable polyolefin backing for tufted surface coverings |
| US4009314A (en) * | 1975-10-21 | 1977-02-22 | Rohm And Haas Company | Colored glass fiber articles and process |
| US4308092A (en) * | 1975-12-15 | 1981-12-29 | Rohm And Haas Company | Creping paper using cationic water soluble addition |
| US4406737A (en) * | 1976-05-07 | 1983-09-27 | Rohm And Haas Company | Creping paper using cationic water soluble addition polymer |
| JPS5338705A (en) * | 1976-09-17 | 1978-04-10 | Japan Carlit Co Ltd | Dry and wet paper strength enhncing agent with reduced ph influence |
| USRE30259E (en) * | 1976-09-17 | 1980-04-22 | The Japan Carlit Co., Ltd. | Water-soluble thermosetting resins and use thereof |
| US4170672A (en) * | 1976-09-17 | 1979-10-09 | The Japan Carlit Co., Ltd. | Process for coating paper with a water soluble thermosetting resin |
| US4112207A (en) * | 1976-10-29 | 1978-09-05 | The Dow Chemical Company | Radiation-curable polymers bearing quaternary nitrogen groups |
| FR2390983A1 (fr) * | 1977-05-16 | 1978-12-15 | Hoechst France | Polyelectrolytes cationiques en poudre, a base d'acrylamide et d'acrylate de dimethyl-aminoethyle quaternise ou salifie, leur procede d'obtention et leur utilisation |
| JPS546902A (en) * | 1977-06-10 | 1979-01-19 | Seiko Kagaku Kogyo Co Ltd | Sizing agent for paper making |
| US4201554A (en) * | 1977-12-14 | 1980-05-06 | Texaco Inc. | Fuel additive containing inner quaternary ammonium salt |
| US4183732A (en) * | 1977-12-14 | 1980-01-15 | Texaco Inc. | Use of quaternary ammonium salts of nitrogen containing polymers for improved carburetor detergency |
| US4275227A (en) * | 1979-10-12 | 1981-06-23 | Ionics Inc. | Synthesis of water soluble cross-linkers and their use in the manufacture of anionic polymers |
| US4336023A (en) * | 1980-12-30 | 1982-06-22 | Rohm And Haas Company | Formaldehyde-free durable press finish fabrics |
| CA1184925A (en) * | 1981-08-07 | 1985-04-02 | Thomas W. Hutton | Halohydroxypropyl quaternary ammonium monomers and polymers derived therefrom |
| US4897499A (en) * | 1981-08-07 | 1990-01-30 | Rohm And Haas Company | Oil soluble quaternary ammonium monomers |
| CA1235427A (en) * | 1981-08-07 | 1988-04-19 | Thomas W. Hutton | Oil soluble low temperature curing quaternary ammonium monomers |
| PH23331A (en) * | 1981-08-07 | 1989-07-14 | Rohm & Haas | Haolhydroxypropyl dialkyl -ar-vinylphenylenylalkylenyl quaternary ammonium compounds,polymers thereof |
| BR8204751A (pt) * | 1981-08-18 | 1983-08-02 | Rohm & Haas | Composicao adesiva adaptada para ligar um material em folha flexivel a uma esteira de fibra de vidro e composicao adesiva adaptada para ligar um material em folha a uma esteira rigida |
| US4429070A (en) * | 1981-11-12 | 1984-01-31 | Rohm And Haas Company | Two phase alloy polymer from coreacted blends of an acid containing emulsion copolymer and a chlorohydroxy ammonium liposalt emulsion copolymer |
| US4420583A (en) * | 1982-06-24 | 1983-12-13 | Rohm And Haas Company | Acid containing emulsion copolymer crosslinked by a halohydroxypropyl ammonium salt solution polymer |
| GB8313262D0 (en) * | 1983-05-13 | 1983-06-22 | Precision Proc Textiles Ltd | Method of treating wool |
| US4489192A (en) * | 1983-10-05 | 1984-12-18 | National Starch And Chemical Corporation | Cationic vinyl ester based polymer latices, their preparation and use as formaldehyde-free binders |
| US4546140A (en) * | 1984-08-02 | 1985-10-08 | National Starch And Chemical Corporation | One-package aqueous latices containing alkaline-curable self-crosslinking polymers |
| DE3583559D1 (de) * | 1984-08-15 | 1991-08-29 | Allied Colloids Ltd | Wasserloesliche polymere. |
| US4740536A (en) * | 1985-09-06 | 1988-04-26 | Rohm And Haas Company | Water-based binder, coating and adhesive compositions from alkaline-curable latex polymers, epoxies and amines |
| US4775706A (en) * | 1986-05-30 | 1988-10-04 | National Starch And Chemical Corporation | Water-resistant alkaline adhesive composition |
| US4769401A (en) * | 1986-09-26 | 1988-09-06 | General Motors Corporation | Water-based polyolefin adhesive |
| US4983699A (en) * | 1989-01-03 | 1991-01-08 | Ppg Industries, Inc. | Silylated addition polymers with pendant ionic moieties |
| US5032455A (en) * | 1989-01-03 | 1991-07-16 | Ppg Industries, Inc. | Silyated addition polymers with pendant ionic moieties |
| US5326841A (en) * | 1989-01-25 | 1994-07-05 | Epitope, Inc. | Germicidal barriers |
| US5328765A (en) * | 1989-04-28 | 1994-07-12 | Hoechst Celanese Corporation | Organic polymers having a modified surface and process therefor |
| US5356683A (en) * | 1993-10-28 | 1994-10-18 | Rohm And Haas Company | Expandable coating composition |
| JPH0892177A (ja) * | 1994-09-21 | 1996-04-09 | Nitto Chem Ind Co Ltd | 多官能カチオン性単量体およびその製造法 |
| US5672183A (en) † | 1996-07-01 | 1997-09-30 | Petrolite Corporation | Anti-static additives for hydrocarbons |
| US6616981B1 (en) * | 1998-08-26 | 2003-09-09 | Meadwestvaco Corporation | Ink-jet printing method |
| US6491790B1 (en) * | 1998-09-10 | 2002-12-10 | Bayer Corporation | Methods for reducing amine odor in paper |
| CN1213769C (zh) | 1999-07-21 | 2005-08-10 | 宝洁公司 | 微生物过滤器和清除水中微生物的方法 |
| US7614507B2 (en) * | 2001-08-23 | 2009-11-10 | Pur Water Purification Products Inc. | Water filter materials, water filters and kits containing particles coated with cationic polymer and processes for using the same |
| US7614508B2 (en) | 2001-08-23 | 2009-11-10 | Pur Water Purification Products Inc. | Water filter materials, water filters and kits containing silver coated particles and processes for using the same |
| US7615152B2 (en) | 2001-08-23 | 2009-11-10 | Pur Water Purification Products, Inc. | Water filter device |
| US20050279696A1 (en) * | 2001-08-23 | 2005-12-22 | Bahm Jeannine R | Water filter materials and water filters containing a mixture of microporous and mesoporous carbon particles |
| KR100777951B1 (ko) | 2001-08-23 | 2007-11-28 | 더 프록터 앤드 갬블 캄파니 | 정수 필터 재료, 대응하는 정수 필터 및 그의 사용 방법 |
| US20060014892A1 (en) * | 2004-07-14 | 2006-01-19 | Armin Michel | Polyalkyldiallylamine-epihalohydrin resins as wet strength additives for papermaking and process for making the same |
| US20060182975A1 (en) * | 2005-02-17 | 2006-08-17 | Reichhold, Inc. | Thermoset polymer substrates |
| GB201112389D0 (en) | 2011-07-19 | 2011-08-31 | Fujifilm Mfg Europe Bv | Curable compositions and membranes |
| CN110036056B (zh) * | 2016-12-14 | 2022-09-13 | 埃科莱布美国股份有限公司 | 季阳离子聚合物 |
| WO2019241056A1 (en) * | 2018-06-12 | 2019-12-19 | Ecolab Usa Inc. | Quaternary cationic surfactants and polymers for use as release and coating modifying agents in creping and tissue papers |
| JP2023553010A (ja) | 2020-12-03 | 2023-12-20 | バテル・メモリアル・インスティテュート | 非ウイルス性送達のためのポリマーナノ粒子およびdnaナノ構造組成物ならびに方法 |
| EP4320233A4 (en) | 2021-04-07 | 2025-08-13 | Battelle Memorial Institute | RAPID DESIGN, BUILD, TEST, AND LEARNING TECHNOLOGIES TO IDENTIFY AND USE NON-VIRAL VECTORS |
| CN116925729B (zh) * | 2022-04-02 | 2025-01-21 | 中国石油天然气股份有限公司 | 一种可回收乳液稠化剂、压裂液及其制备方法 |
| WO2025072751A1 (en) | 2023-09-29 | 2025-04-03 | Battelle Memorial Institute | Polymer nanoparticle compositions for in vivo expression of polypeptides |
| US12441996B2 (en) | 2023-12-08 | 2025-10-14 | Battelle Memorial Institute | Use of DNA origami nanostructures for molecular information based data storage systems |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3497482A (en) * | 1963-10-14 | 1970-02-24 | Rohm & Haas | Polymers of quaternary ammonium compounds |
| US3486617A (en) * | 1965-03-09 | 1969-12-30 | Randomatic Data Systems Inc | Apparatus for the selection of coded elements filed at random |
| US3418301A (en) * | 1965-05-07 | 1968-12-24 | Dow Chemical Co | Ethylene/haloethyl ester copolymers |
| FR1492481A (fr) * | 1966-09-08 | 1967-08-18 | Shell Int Research | Esters cationiques nouveaux, polymères nouveaux et leurs copolymères, préparationet utilisation |
-
1969
- 1969-04-04 US US813724A patent/US3678098A/en not_active Expired - Lifetime
-
1970
- 1970-03-10 CA CA076,970A patent/CA956745A/en not_active Expired
- 1970-03-24 BR BR217690/70A patent/BR7017690D0/pt unknown
- 1970-03-26 GB GB04915/70A patent/GB1292361A/en not_active Expired
- 1970-04-02 FR FR7012015A patent/FR2042864A5/fr not_active Expired
- 1970-04-02 DE DE2066160A patent/DE2066160C2/de not_active Expired
- 1970-04-02 NO NO1224/70A patent/NO138600C/no unknown
- 1970-04-02 DE DE2015762A patent/DE2015762C2/de not_active Expired
- 1970-04-02 SE SE7004574A patent/SE378606B/xx unknown
- 1970-04-03 ZA ZA702228A patent/ZA702228B/xx unknown
- 1970-04-03 FI FI940/70A patent/FI57767C/fi active
- 1970-04-03 IL IL34232A patent/IL34232A/xx unknown
- 1970-04-03 CH CH499870A patent/CH526593A/fr not_active IP Right Cessation
- 1970-04-06 NL NL7004935.A patent/NL158186B/xx not_active IP Right Cessation
-
1974
- 1974-07-17 CA CA204,974A patent/CA982760A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE2015762A1 (de) | 1970-10-15 |
| NL7004935A (enExample) | 1970-10-06 |
| IL34232A (en) | 1974-06-30 |
| NO138600C (no) | 1978-10-04 |
| DE2015762C2 (de) | 1983-06-30 |
| CA982760A (en) | 1976-02-03 |
| IL34232A0 (en) | 1970-06-17 |
| ZA702228B (en) | 1971-05-27 |
| NO138600B (no) | 1978-06-26 |
| SE378606B (enExample) | 1975-09-08 |
| GB1292361A (en) | 1972-10-11 |
| CH526593A (fr) | 1972-08-15 |
| DE2066160C2 (de) | 1985-07-11 |
| US3678098A (en) | 1972-07-18 |
| CA956745A (en) | 1974-10-22 |
| NL158186B (nl) | 1978-10-16 |
| BR7017690D0 (pt) | 1973-01-09 |
| FR2042864A5 (enExample) | 1971-02-12 |
| FI57767B (fi) | 1980-06-30 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| FI57767C (fi) | Polymer innehaollande omaettade kvaternaera monomerer och foerfarande foer dess framstaellning | |
| US3694393A (en) | Method of producing paper,and paper obtained | |
| US2884057A (en) | Paper of improved dry strength and method of making same | |
| US4311805A (en) | Vinyl alcohol copolymers containing cationic groups | |
| US8278374B2 (en) | Processes for manufacture of a dry strength paper and methods for imparting dry strength to paper using a cationic starch graft polymer | |
| US3766156A (en) | Unsaturated quaternary monomers and polymers | |
| US7300545B2 (en) | Water-soluble polymer dispersion, process for producing the same and method of use therefor | |
| US4391878A (en) | Wet strength resins | |
| US4835211A (en) | Cationic latex compositions capable of producing elastomers with hydrophilic surfaces | |
| EP0016623B1 (en) | Water-soluble polymers containing quaternary ammonium groups, a process for their production and their use in improving the wet strength of cellulosic substrates | |
| WO2010145990A1 (de) | Verfahren zur reduktion von ablagerungen in der trockenpartie bei der herstellung von papier, pappe und karton | |
| CA3118086C (en) | Synthesis of re-pulpable temporary wet strength polymer for tissue application | |
| AU2018209385B2 (en) | High molecular weight temporary wet strength resin for paper | |
| US3428617A (en) | Cationic hydroxy-containing polymers,preparation and use | |
| US3451890A (en) | Rosin size compositions | |
| CN111183256A (zh) | 疏水性含乙烯胺的聚合物组合物以及它们在造纸应用中的用途 | |
| EP0385626B1 (en) | Papermaking method | |
| JP2001279595A (ja) | 製紙方法 | |
| JPS58186696A (ja) | 抄紙用内添剤 | |
| EP0411654B1 (en) | Additive for production of paper | |
| US3022214A (en) | Paper sized with cationic vinyl copolymer and process for the manufacture thereof | |
| CA2498021C (en) | Glyoxalated polyacrylamide compositions | |
| JP2983713B2 (ja) | 紙力増強剤 | |
| CA1276755C (en) | Making paper which has a high dry strength | |
| US5408024A (en) | Resin composition |