DD148213A5 - Verfahren zur herstellung von alpha-beta-ungesaettigten n-substituierten carbonsaeureamiden - Google Patents

Verfahren zur herstellung von alpha-beta-ungesaettigten n-substituierten carbonsaeureamiden Download PDF

Info

Publication number: DD148213A5
Authority: DD; German Democratic Republic
Prior art keywords: substituted; acid amides; beta; unsaturated; carboxylic acid
Prior art date: 1978-12-27

Application number

DD79218050A

Other languages

German (de)

English (en)

Inventor

Erich Kuester

Bernhard Goossens

Kurt Dahmen

Eduard Barthell

Original Assignee

Stockhausen & Cie Chem Fab

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1978-12-27

Filing date

1979-12-21

Publication date

1981-05-13

1978-12-27 Priority claimed from DE19782856383 external-priority patent/DE2856383C2/de

1979-03-24 Priority claimed from DE19792911642 external-priority patent/DE2911642C2/de

1979-12-21 Application filed by Stockhausen & Cie Chem Fab filed Critical Stockhausen & Cie Chem Fab

1981-05-13 Publication of DD148213A5 publication Critical patent/DD148213A5/de

Links

-1 CARBON ACID AMIDES Chemical class 0.000 title claims description 29
229910052799 carbon Inorganic materials 0.000 title claims description 3
238000004519 manufacturing process Methods 0.000 title description 3
101000588924 Anthopleura elegantissima Delta-actitoxin-Ael1a Proteins 0.000 claims description 33
238000000034 method Methods 0.000 claims description 26
150000001412 amines Chemical class 0.000 claims description 23
238000006243 chemical reaction Methods 0.000 claims description 19
125000004432 carbon atom Chemical group C* 0.000 claims description 17
150000001408 amides Chemical class 0.000 claims description 13
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 11
150000003254 radicals Chemical class 0.000 claims description 11
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 10
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 10
125000000217 alkyl group Chemical group 0.000 claims description 9
239000003054 catalyst Substances 0.000 claims description 9
238000003379 elimination reaction Methods 0.000 claims description 9
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 8
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 8
230000008030 elimination Effects 0.000 claims description 8
239000001257 hydrogen Substances 0.000 claims description 8
229910052739 hydrogen Inorganic materials 0.000 claims description 8
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 8
238000007056 transamidation reaction Methods 0.000 claims description 7
230000018044 dehydration Effects 0.000 claims description 6
238000006297 dehydration reaction Methods 0.000 claims description 6
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
239000002253 acid Substances 0.000 claims description 5
230000002378 acidificating effect Effects 0.000 claims description 5
229910021529 ammonia Inorganic materials 0.000 claims description 5
238000010438 heat treatment Methods 0.000 claims description 5
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 4
QVQLCTNNEUAWMS-UHFFFAOYSA-N barium oxide Chemical compound [Ba]=O QVQLCTNNEUAWMS-UHFFFAOYSA-N 0.000 claims description 4
150000003857 carboxamides Chemical class 0.000 claims description 4
125000004122 cyclic group Chemical group 0.000 claims description 4
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 4
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
239000000203 mixture Substances 0.000 claims description 4
238000002360 preparation method Methods 0.000 claims description 4
239000000377 silicon dioxide Substances 0.000 claims description 4
239000011949 solid catalyst Substances 0.000 claims description 4
125000003118 aryl group Chemical group 0.000 claims description 3
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
150000003141 primary amines Chemical class 0.000 claims description 3
150000003839 salts Chemical class 0.000 claims description 3
BQOWUDKEXDCGQS-UHFFFAOYSA-N [CH]1CCCC1 Chemical group [CH]1CCCC1 BQOWUDKEXDCGQS-UHFFFAOYSA-N 0.000 claims description 2
125000001931 aliphatic group Chemical group 0.000 claims description 2
ILRRQNADMUWWFW-UHFFFAOYSA-K aluminium phosphate Chemical compound O1[Al]2OP1(=O)O2 ILRRQNADMUWWFW-UHFFFAOYSA-K 0.000 claims description 2
229910000147 aluminium phosphate Inorganic materials 0.000 claims description 2
YZYDPPZYDIRSJT-UHFFFAOYSA-K boron phosphate Chemical compound [B+3].[O-]P([O-])([O-])=O YZYDPPZYDIRSJT-UHFFFAOYSA-K 0.000 claims description 2
229910000149 boron phosphate Inorganic materials 0.000 claims description 2
230000003197 catalytic effect Effects 0.000 claims description 2
239000007789 gas Substances 0.000 claims description 2
229910052809 inorganic oxide Inorganic materials 0.000 claims description 2
229910044991 metal oxide Inorganic materials 0.000 claims description 2
150000004706 metal oxides Chemical class 0.000 claims description 2
239000008262 pumice Substances 0.000 claims description 2
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
244000228957 Ferula foetida Species 0.000 claims 1
150000001735 carboxylic acids Chemical class 0.000 claims 1
239000007858 starting material Substances 0.000 claims 1
239000000047 product Substances 0.000 description 22
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 18
HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 16
229920001577 copolymer Polymers 0.000 description 16
229920000642 polymer Polymers 0.000 description 15
239000000178 monomer Substances 0.000 description 14
230000014759 maintenance of location Effects 0.000 description 11
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 10
239000000243 solution Substances 0.000 description 10
150000001732 carboxylic acid derivatives Chemical class 0.000 description 8
238000006116 polymerization reaction Methods 0.000 description 8
239000000725 suspension Substances 0.000 description 7
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 6
239000007864 aqueous solution Substances 0.000 description 6
229920001519 homopolymer Polymers 0.000 description 6
229910052757 nitrogen Inorganic materials 0.000 description 6
239000003921 oil Substances 0.000 description 6
LXEKPEMOWBOYRF-UHFFFAOYSA-N [2-[(1-azaniumyl-1-imino-2-methylpropan-2-yl)diazenyl]-2-methylpropanimidoyl]azanium;dichloride Chemical compound Cl.Cl.NC(=N)C(C)(C)N=NC(C)(C)C(N)=N LXEKPEMOWBOYRF-UHFFFAOYSA-N 0.000 description 5
NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 5
IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 5
150000001875 compounds Chemical class 0.000 description 4
239000003999 initiator Substances 0.000 description 4
239000007791 liquid phase Substances 0.000 description 4
230000007935 neutral effect Effects 0.000 description 4
238000004062 sedimentation Methods 0.000 description 4
OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 3
239000007795 chemical reaction product Substances 0.000 description 3
239000003795 chemical substances by application Substances 0.000 description 3
238000004821 distillation Methods 0.000 description 3
GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 description 3
238000005189 flocculation Methods 0.000 description 3
230000016615 flocculation Effects 0.000 description 3
239000007788 liquid Substances 0.000 description 3
FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 3
239000012071 phase Substances 0.000 description 3
238000000197 pyrolysis Methods 0.000 description 3
239000002904 solvent Substances 0.000 description 3
239000000126 substance Substances 0.000 description 3
239000010409 thin film Substances 0.000 description 3
MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
241000294754 Macroptilium atropurpureum Species 0.000 description 2
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
229960000583 acetic acid Drugs 0.000 description 2
239000000654 additive Substances 0.000 description 2
230000000996 additive effect Effects 0.000 description 2
125000002947 alkylene group Chemical group 0.000 description 2
WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 2
239000004927 clay Substances 0.000 description 2
238000003776 cleavage reaction Methods 0.000 description 2
HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 2
125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 2
239000002270 dispersing agent Substances 0.000 description 2
230000000694 effects Effects 0.000 description 2
239000000945 filler Substances 0.000 description 2
238000005342 ion exchange Methods 0.000 description 2
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
239000000155 melt Substances 0.000 description 2
125000005397 methacrylic acid ester group Chemical group 0.000 description 2
GVWISOJSERXQBM-UHFFFAOYSA-N n-methylpropan-1-amine Chemical compound CCCNC GVWISOJSERXQBM-UHFFFAOYSA-N 0.000 description 2
150000002978 peroxides Chemical class 0.000 description 2
USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 2
239000000843 powder Substances 0.000 description 2
239000002243 precursor Substances 0.000 description 2
QLNJFJADRCOGBJ-UHFFFAOYSA-N propionamide Chemical compound CCC(N)=O QLNJFJADRCOGBJ-UHFFFAOYSA-N 0.000 description 2
239000011541 reaction mixture Substances 0.000 description 2
230000007017 scission Effects 0.000 description 2
239000011780 sodium chloride Substances 0.000 description 2
238000003756 stirring Methods 0.000 description 2
238000010998 test method Methods 0.000 description 2
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 2
238000004065 wastewater treatment Methods 0.000 description 2
HRHKBQXBOFVHMK-UHFFFAOYSA-N 2-(2,2-dimethylpropyl)-1,1-dimethylhydrazine Chemical compound CN(C)NCC(C)(C)C HRHKBQXBOFVHMK-UHFFFAOYSA-N 0.000 description 1
ZDWGIAJCNSCJKJ-UHFFFAOYSA-N 2-methylprop-2-enenitrile;prop-2-enamide Chemical class CC(=C)C#N.NC(=O)C=C ZDWGIAJCNSCJKJ-UHFFFAOYSA-N 0.000 description 1
KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 description 1
JQDXZJYAUSVHDH-UHFFFAOYSA-N 3-chloropropanamide Chemical class NC(=O)CCCl JQDXZJYAUSVHDH-UHFFFAOYSA-N 0.000 description 1
JRXXEXVXTFEBIY-UHFFFAOYSA-N 3-ethoxypropanoic acid Chemical compound CCOCCC(O)=O JRXXEXVXTFEBIY-UHFFFAOYSA-N 0.000 description 1
OZAIFHULBGXAKX-VAWYXSNFSA-N AIBN Substances N#CC(C)(C)\N=N\C(C)(C)C#N OZAIFHULBGXAKX-VAWYXSNFSA-N 0.000 description 1
LQVXSNNAFNGRAH-QHCPKHFHSA-N BMS-754807 Chemical compound C([C@@]1(C)C(=O)NC=2C=NC(F)=CC=2)CCN1C(=NN1C=CC=C11)N=C1NC(=NN1)C=C1C1CC1 LQVXSNNAFNGRAH-QHCPKHFHSA-N 0.000 description 1
OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
235000008534 Capsicum annuum var annuum Nutrition 0.000 description 1
240000008384 Capsicum annuum var. annuum Species 0.000 description 1
239000004971 Cross linker Substances 0.000 description 1
OOHIGOIEQKKEPK-UHFFFAOYSA-N HBA Chemical compound CC(O)CC(N)=O OOHIGOIEQKKEPK-UHFFFAOYSA-N 0.000 description 1
REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 description 1
OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
238000003436 Schotten-Baumann reaction Methods 0.000 description 1
QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 1
238000010521 absorption reaction Methods 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
150000008360 acrylonitriles Chemical class 0.000 description 1
HFBMWMNUJJDEQZ-UHFFFAOYSA-N acryloyl chloride Chemical compound ClC(=O)C=C HFBMWMNUJJDEQZ-UHFFFAOYSA-N 0.000 description 1
239000002671 adjuvant Substances 0.000 description 1
150000001350 alkyl halides Chemical class 0.000 description 1
150000008051 alkyl sulfates Chemical class 0.000 description 1
HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 1
125000003277 amino group Chemical group 0.000 description 1
125000006295 amino methylene group Chemical group [H]N(*)C([H])([H])* 0.000 description 1
238000007098 aminolysis reaction Methods 0.000 description 1
239000003957 anion exchange resin Substances 0.000 description 1
238000003556 assay Methods 0.000 description 1
125000004429 atom Chemical group 0.000 description 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
239000012752 auxiliary agent Substances 0.000 description 1
235000019400 benzoyl peroxide Nutrition 0.000 description 1
238000007664 blowing Methods 0.000 description 1
238000009835 boiling Methods 0.000 description 1
239000006172 buffering agent Substances 0.000 description 1
239000001511 capsicum annuum Substances 0.000 description 1
125000002091 cationic group Chemical group 0.000 description 1
239000003610 charcoal Substances 0.000 description 1
239000003245 coal Substances 0.000 description 1
239000000084 colloidal system Substances 0.000 description 1
238000001944 continuous distillation Methods 0.000 description 1
238000001816 cooling Methods 0.000 description 1
238000007334 copolymerization reaction Methods 0.000 description 1
YQHLDYVWEZKEOX-UHFFFAOYSA-N cumene hydroperoxide Chemical compound OOC(C)(C)C1=CC=CC=C1 YQHLDYVWEZKEOX-UHFFFAOYSA-N 0.000 description 1
125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
238000006704 dehydrohalogenation reaction Methods 0.000 description 1
239000003085 diluting agent Substances 0.000 description 1
VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 1
WBZKQQHYRPRKNJ-UHFFFAOYSA-L disulfite Chemical compound [O-]S(=O)S([O-])(=O)=O WBZKQQHYRPRKNJ-UHFFFAOYSA-L 0.000 description 1
JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 1
239000000839 emulsion Substances 0.000 description 1
238000007720 emulsion polymerization reaction Methods 0.000 description 1
IQIJRJNHZYUQSD-UHFFFAOYSA-N ethenyl(phenyl)diazene Chemical compound C=CN=NC1=CC=CC=C1 IQIJRJNHZYUQSD-UHFFFAOYSA-N 0.000 description 1
125000005677 ethinylene group Chemical group [*:2]C#C[*:1] 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
239000008394 flocculating agent Substances 0.000 description 1
238000010528 free radical solution polymerization reaction Methods 0.000 description 1
239000001530 fumaric acid Substances 0.000 description 1
239000012362 glacial acetic acid Substances 0.000 description 1
238000000227 grinding Methods 0.000 description 1
150000002432 hydroperoxides Chemical class 0.000 description 1
230000006698 induction Effects 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
239000000314 lubricant Substances 0.000 description 1
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
239000011976 maleic acid Substances 0.000 description 1
FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
238000005259 measurement Methods 0.000 description 1
125000005395 methacrylic acid group Chemical group 0.000 description 1
WIXVJXFSZZQRJP-UHFFFAOYSA-N n',n'-dibutyl-2,2-dimethylpropane-1,3-diamine Chemical compound CCCCN(CCCC)CC(C)(C)CN WIXVJXFSZZQRJP-UHFFFAOYSA-N 0.000 description 1
VOPPDUQFENQNOL-UHFFFAOYSA-N n',n'-diethyl-2,2-dimethylpropane-1,3-diamine Chemical compound CCN(CC)CC(C)(C)CN VOPPDUQFENQNOL-UHFFFAOYSA-N 0.000 description 1
DILRJUIACXKSQE-UHFFFAOYSA-N n',n'-dimethylethane-1,2-diamine Chemical compound CN(C)CCN DILRJUIACXKSQE-UHFFFAOYSA-N 0.000 description 1
OMNKZBIFPJNNIO-UHFFFAOYSA-N n-(2-methyl-4-oxopentan-2-yl)prop-2-enamide Chemical compound CC(=O)CC(C)(C)NC(=O)C=C OMNKZBIFPJNNIO-UHFFFAOYSA-N 0.000 description 1
QFVABCFXLYFZLN-UHFFFAOYSA-N n-[3-(dibutylamino)-2,2-dimethylpropyl]-2-methylprop-2-enamide Chemical compound CCCCN(CCCC)CC(C)(C)CNC(=O)C(C)=C QFVABCFXLYFZLN-UHFFFAOYSA-N 0.000 description 1
DLZVHQZWZNKFAC-UHFFFAOYSA-N n-[3-(dibutylamino)-2,2-dimethylpropyl]prop-2-enamide Chemical compound CCCCN(CCCC)CC(C)(C)CNC(=O)C=C DLZVHQZWZNKFAC-UHFFFAOYSA-N 0.000 description 1
JSOOEKHPRWYXKE-UHFFFAOYSA-N n-[3-(diethylamino)-2,2-dimethylpropyl]-2-methylprop-2-enamide Chemical compound CCN(CC)CC(C)(C)CNC(=O)C(C)=C JSOOEKHPRWYXKE-UHFFFAOYSA-N 0.000 description 1
IBOFFDNDRXEPFG-UHFFFAOYSA-N n-[3-(diethylamino)-2,2-dimethylpropyl]prop-2-enamide Chemical compound CCN(CC)CC(C)(C)CNC(=O)C=C IBOFFDNDRXEPFG-UHFFFAOYSA-N 0.000 description 1
ZZSGYARVLIMPBM-UHFFFAOYSA-N n-[3-(dimethylamino)-2,2-dimethylpropyl]prop-2-enamide Chemical compound CN(C)CC(C)(C)CNC(=O)C=C ZZSGYARVLIMPBM-UHFFFAOYSA-N 0.000 description 1
WORWKSGNLQMYSQ-UHFFFAOYSA-N n-[4-(dimethylamino)-3,3-dimethylbutyl]-2-methylprop-2-enamide Chemical compound CN(C)CC(C)(C)CCNC(=O)C(C)=C WORWKSGNLQMYSQ-UHFFFAOYSA-N 0.000 description 1
JFGHYAQNWDHPRT-UHFFFAOYSA-N n-[5-(diethylamino)-4,4-dimethylpentyl]-2-methylprop-2-enamide Chemical compound CCN(CC)CC(C)(C)CCCNC(=O)C(C)=C JFGHYAQNWDHPRT-UHFFFAOYSA-N 0.000 description 1
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
125000003518 norbornenyl group Chemical class C12(C=CC(CC1)C2)* 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
JRKICGRDRMAZLK-UHFFFAOYSA-L peroxydisulfate Chemical compound [O-]S(=O)(=O)OOS([O-])(=O)=O JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
239000000575 pesticide Substances 0.000 description 1
229920000728 polyester Polymers 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
229940080818 propionamide Drugs 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
230000001681 protective effect Effects 0.000 description 1
238000000746 purification Methods 0.000 description 1
230000005855 radiation Effects 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
230000002829 reductive effect Effects 0.000 description 1
150000003335 secondary amines Chemical class 0.000 description 1
238000007086 side reaction Methods 0.000 description 1
239000002002 slurry Substances 0.000 description 1
HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
235000010262 sodium metabisulphite Nutrition 0.000 description 1
239000007787 solid Substances 0.000 description 1
125000005156 substituted alkylene group Chemical group 0.000 description 1
238000010557 suspension polymerization reaction Methods 0.000 description 1
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
125000001302 tertiary amino group Chemical group 0.000 description 1
230000007704 transition Effects 0.000 description 1
229910052723 transition metal Inorganic materials 0.000 description 1
150000003624 transition metals Chemical class 0.000 description 1
230000001960 triggered effect Effects 0.000 description 1
229920001567 vinyl ester resin Polymers 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
229920003169 water-soluble polymer Polymers 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/52—Treatment of water, waste water, or sewage by flocculation or precipitation of suspended impurities
- C02F1/54—Treatment of water, waste water, or sewage by flocculation or precipitation of suspended impurities using organic material
- 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
- C08F20/52—Amides or imides
- C08F20/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
- 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
- C08F20/52—Amides or imides
- C08F20/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
- C08F20/60—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide containing nitrogen in addition to the carbonamido nitrogen
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M145/00—Lubricating compositions characterised by the additive being a macromolecular compound containing oxygen
- C10M145/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M149/00—Lubricating compositions characterised by the additive being a macromolecular compound containing nitrogen
- C10M149/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M149/00—Lubricating compositions characterised by the additive being a macromolecular compound containing nitrogen
- C10M149/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C10M149/06—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an amido or imido group
- 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
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2217/02—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2217/02—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2217/024—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an amido or imido group
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2217/02—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2217/028—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a nitrogen-containing hetero ring
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2217/06—Macromolecular compounds obtained by functionalisation op polymers with a nitrogen containing compound

Landscapes

Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Organic Chemistry (AREA)
General Chemical & Material Sciences (AREA)
Oil, Petroleum & Natural Gas (AREA)
Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Life Sciences & Earth Sciences (AREA)
Hydrology & Water Resources (AREA)
Engineering & Computer Science (AREA)
Environmental & Geological Engineering (AREA)
Water Supply & Treatment (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Separation Of Suspended Particles By Flocculating Agents (AREA)
Polysaccharides And Polysaccharide Derivatives (AREA)

DD79218050A 1978-12-27 1979-12-21 Verfahren zur herstellung von alpha-beta-ungesaettigten n-substituierten carbonsaeureamiden DD148213A5 (de)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DE19782856383 DE2856383C2 (de)	1978-12-27	1978-12-27	Verfahren zur Herstellung von alpha, beta -ungesättigten N-substituierten Säureamiden und ihre Verwendung zur Herstellung von Polymerisaten sowie das N-(2,2-Dimethyl-3-dimethylaminopropyl)-crotonsäureamid
DE19792911642 DE2911642C2 (de)	1979-03-24	1979-03-24	Verfahren zur Herstellung von α,β-ungesättigten N-substituierten Carbonsäureamiden und ihre Verwendung zur Herstellung von Polymerisaten sowie das N-(N',N',2,2 Tetramethyl-3-aminopropyl)-methacrylamid

Publications (1)

Publication Number	Publication Date
DD148213A5 true DD148213A5 (de)	1981-05-13

Family

ID=25777091

Family Applications (2)

Application Number	Title	Priority Date	Filing Date
DD79218050A DD148213A5 (de)	1978-12-27	1979-12-21	Verfahren zur herstellung von alpha-beta-ungesaettigten n-substituierten carbonsaeureamiden
DD79228049A DD158244A5 (de)	1978-12-27	1979-12-21	Verfahren zur herstellung von homo-und copolymerisaten

Family Applications After (1)

Application Number	Title	Priority Date	Filing Date
DD79228049A DD158244A5 (de)	1978-12-27	1979-12-21	Verfahren zur herstellung von homo-und copolymerisaten

Country Status (9)

Country	Link
US (2)	US4408073A (fr)
EP (2)	EP0038573B1 (fr)
AT (1)	ATE15377T1 (fr)
BR (1)	BR7908569A (fr)
CA (1)	CA1129883A (fr)
DD (2)	DD148213A5 (fr)
DE (2)	DE2967515D1 (fr)
PL (1)	PL130693B1 (fr)
RO (1)	RO79816A (fr)

Families Citing this family (24)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE3209800C2 (de) *	1982-03-18	1990-03-08	Chemische Fabrik Stockhausen GmbH, 4150 Krefeld	Verfahren zur Herstellung von N-(tert. Aminoalkyl)acrylamiden
DE3402599C2 (de) *	1984-01-26	1986-02-27	Chemische Fabrik Stockhausen GmbH, 4150 Krefeld	Verfahren zur Herstellung von N-substituierten α,ß-ungesättigten Carbonsäureamiden
US4754056A (en) *	1985-04-05	1988-06-28	Desoto, Inc.	Radiation-curable coatings containing reactive pigment dispersants
US4673705A (en) *	1985-04-05	1987-06-16	Desoto, Inc.	Radiation-curable coatings containing reactive pigment dispersants
GB8512937D0 (en) *	1985-05-22	1985-06-26	Allied Colloids Ltd	Water treatment
DE3544909A1 (de) *	1985-12-19	1987-06-25	Stockhausen Chem Fab Gmbh	Copolymere aus acrylamid und dimethylaminopropylacrylamid als flockungsmittel und verfahren zum entwaessern von klaerschlaemmen unter verwendung dieser flockungsmittel
DE3800199A1 (de) *	1988-01-07	1989-07-20	Sandoz Ag	Seitenkettenhaltige vinylpolymere
US4954538A (en) *	1988-12-19	1990-09-04	American Cyanamid Company	Micro-emulsified glyoxalated acrylamide polymers
CA2040996A1 (fr) *	1990-05-02	1991-11-03	Robert L. Albright	Methode et composition permettant de reduire la cholesterolemie
US5498678A (en) *	1992-12-21	1996-03-12	Rohm And Haas Company	Suspension polymerization process for water-soluble monomers
US5451397A (en) *	1992-12-21	1995-09-19	Rohm And Haas Company	Bile acid sequestrant
US5858886A (en) *	1996-07-02	1999-01-12	Milliken Research Corporation	Low permeability airbag fabric
WO1999057162A1 (fr) *	1998-05-02	1999-11-11	Bp Chemicals Limited	Polymeres et leurs applications
GB9810370D0 (en) *	1998-05-14	1998-07-15	Bp Exploration Operating	Polymer products and their uses in oil
DE19829757A1 (de)	1998-07-03	2000-01-05	Stockhausen Chem Fab Gmbh	Wässrige Klebemitteldispersionen und deren Verwendung zur Herstellung von mehrlagigen Papieren
US7425595B2 (en) *	2003-12-15	2008-09-16	Absorbent Technologies, Inc.	Superabsorbent polymer products including a beneficial additive and methods of making and application
WO2005059023A1 (fr) *	2003-12-15	2005-06-30	Absorbent Technologies, Inc.	Produit polymere superabsorbant comprenant un additif anabolisant bioactif
EP1781709A4 (fr) *	2004-08-27	2011-07-06	Absorbent Technologies Inc	Polymeres superabsorbants utilises dans des applications agricoles
US20070163172A1 (en) *	2006-01-17	2007-07-19	Savich Milan H	Biodegradable mat containing superabsorbent polymers
US20070167330A1 (en) *	2006-01-17	2007-07-19	Savich Milan H	Superabsorbent polymer applicator
US7607259B2 (en) *	2006-01-17	2009-10-27	Absorbent Technologies, Inc.	Superabsorbent polymer root dip
US7687661B2 (en) *	2006-03-15	2010-03-30	Battelle Memorial Institute	Method for conversion of β-hydroxy carbonyl compounds
US20070219397A1 (en) *	2006-03-15	2007-09-20	Battelle Memorial Institute	Method for conversion of beta-hydroxy carbonyl compounds
US9596801B2 (en)	2010-10-25	2017-03-21	Vjs Investments Limited	Superabsorbent polymer seed coatings and associated methods

Family Cites Families (19)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2649438A (en) *	1950-10-28	1953-08-18	Ind Rayon Corp	Copolymers of acrylonitrile and basic acrylamides
US2980657A (en) *	1954-07-06	1961-04-18	Rohm & Haas	Quaternary ammonium compounds of polymers of acrylamido type and methods for making them
US3043822A (en) *	1957-08-01	1962-07-10	Ciba Ltd	New polymerization process
US3188228A (en) *	1958-05-14	1965-06-08	Du Pont	Method of graft polymerizing an organic compound to a solid shaped condensation polymer structure
US3170901A (en) *	1960-12-27	1965-02-23	Rohm & Hans Company	Novel quaternary ammonium compounds and polymers thereof
US3424820A (en) *	1966-12-21	1969-01-28	Du Pont	Graft copolymers of amine compounds on polyamide and polyester substrates
US3883491A (en) *	1969-06-11	1975-05-13	Lubrizol Corp	Novel N-3-aminoalkyl amides, polymers thereof, and method for their preparation
DE2233337A1 (de) *	1969-06-11	1974-01-10	Lubrizol Corp	Polymerisate von amiden und ihre verwendung als flockungsmittel
US3856689A (en) *	1969-06-11	1974-12-24	Lubrizol Corp	Oil-soluble polymers of n-3-aminoalkyl acrylamides, and lubricants containing them
US3666810A (en) *	1969-06-11	1972-05-30	Lubrizol Corp	Novel n-3-aminoalkyl amides, polymers thereof, and method for their preparation
US3661868A (en) *	1970-05-01	1972-05-09	Dow Chemical Co	Flocculant
NL7308872A (fr) *	1972-07-12	1974-01-15
NL7309742A (fr) *	1972-07-24	1974-01-28
US3914303A (en) *	1972-09-01	1975-10-21	Cpc International Inc	Preparation of N,N-dialkylacylamides
GB1510689A (en) *	1974-12-19	1978-05-10	Sumitomo Chemical Co	Preparation of water-soluble cationic high polymer
US4031138A (en) *	1976-03-18	1977-06-21	Texaco Development Corporation	Stable substituted acrylamides or methacrylamides
DE2623838A1 (de) *	1976-05-28	1977-12-15	Basf Ag	Verfahren zur herstellung von n-substituierten acrylamiden
IN151693B (fr) *	1978-05-05	1983-07-02	Stockhausen & Cie Chem Fab
DE2819735C2 (de) *	1978-05-05	1982-09-16	Chemische Fabrik Stockhausen GmbH, 4150 Krefeld	Verfahren zur Herstellung von α,β-ungesättigten N-substituierten Säureamiden

1979
- 1979-12-21 DD DD79218050A patent/DD148213A5/de unknown
- 1979-12-21 EP EP81103346A patent/EP0038573B1/fr not_active Expired
- 1979-12-21 AT AT81103346T patent/ATE15377T1/de active
- 1979-12-21 DE DE7979105340T patent/DE2967515D1/de not_active Expired
- 1979-12-21 EP EP79105340A patent/EP0013416B1/fr not_active Expired
- 1979-12-21 DE DE8181103346T patent/DE2967510D1/de not_active Expired
- 1979-12-21 DD DD79228049A patent/DD158244A5/de unknown
- 1979-12-24 PL PL1979220782A patent/PL130693B1/pl unknown
- 1979-12-26 RO RO7999706A patent/RO79816A/fr unknown
- 1979-12-26 US US06/107,245 patent/US4408073A/en not_active Expired - Lifetime
- 1979-12-27 BR BR7908569A patent/BR7908569A/pt unknown
- 1979-12-27 CA CA342,641A patent/CA1129883A/fr not_active Expired
1983
- 1983-07-11 US US06/512,496 patent/US4528350A/en not_active Expired - Fee Related

Also Published As

Publication number	Publication date
RO79816A (fr)	1983-02-01
DD158244A5 (de)	1983-01-05
EP0038573A1 (fr)	1981-10-28
RO79816B (ro)	1983-01-30
US4528350A (en)	1985-07-09
PL130693B1 (en)	1984-08-31
EP0013416B1 (fr)	1985-09-18
CA1129883A (fr)	1982-08-17
DE2967510D1 (en)	1985-10-10
DE2967515D1 (en)	1985-10-24
US4408073A (en)	1983-10-04
ATE15377T1 (de)	1985-09-15
EP0013416A1 (fr)	1980-07-23
EP0038573B1 (fr)	1985-09-04
PL220782A1 (en)	1983-01-03
BR7908569A (pt)	1980-09-16

Publication	Publication Date	Title
DD148213A5 (de)	1981-05-13	Verfahren zur herstellung von alpha-beta-ungesaettigten n-substituierten carbonsaeureamiden
DE2205908C2 (de)	1982-12-09	Verfahren zur Flockung von in wäßrigen Medien suspendierten Feststoffen
EP0111486A1 (fr)	1984-06-27	Copolymeres aqua-solubles, leur preparation et leur utilisation
DE3720194A1 (de)	1987-12-23	Vinylamincopolymere, verwendung als ausflockungsmittel und verfahren zu ihrer herstellung
DE2821359A1 (de)	1978-11-23	Kationische polyelektrolyte auf der basis von acrylamid und dimethylaminoaethylacrylat, verfahren zu deren herstellung und verwendung derselben
DE2345922A1 (de)	1975-04-17	Papierhilfsmittel
EP0349629B1 (fr)	1992-07-01	Monomeres et copolymeres vinyliques a chaines laterales
EP0464043A1 (fr)	1992-01-08	Utilisation de copolymeres non hydrolyses d'unites de n-vinylformamide comme floculants et deshydratants.
DE1495383A1 (de)	1969-04-10	Verfahren zur Herstellung Phosphor enthaltender Polymerisate
DE3715117C2 (de)	1994-02-17	Poly-ß-alanin-Verbindung, Verfahren zu ihrer Herstellung und ihre Verwendung in Polyacetalharz-Zusammensetzungen
DE2502283B2 (de)	1979-04-26	Verfahren zur Regelung des Polymerisationsgrades bei der Herstellung von Polymerisaten oder Mischpolymerisaten aus Vinyl- und/oder Vinylidenverbindungen
EP0037590B1 (fr)	1985-06-19	Polymères d'acrylal- resp méthacrylylurées contenant des groupements quaternaires et leur utilisation comme adjuvants de floculation, de sédimentation de déshydratation et de rétention
DE1595051B2 (de)	1972-05-18	Verfahren zur herstellung von polyaminsulfonen
DE2422170C2 (de)	1982-09-23	Polymerisierbare N,N-disubstituierte Carbamoyloxyalkylcarbonsäureester, Verfahren zu ihrer Herstellung und ihre Verwendung
DE2856383C2 (de)	1982-11-25	Verfahren zur Herstellung von alpha, beta -ungesättigten N-substituierten Säureamiden und ihre Verwendung zur Herstellung von Polymerisaten sowie das N-(2,2-Dimethyl-3-dimethylaminopropyl)-crotonsäureamid
DE1182826B (de)	1964-12-03	Verfahren zur Herstellung von kationischen Polymerisaten
DE69219256T2 (de)	1997-08-07	Verfahren zur Herstellung eines stark wasserabsorbierenden Harzes
DE2213980A1 (de)	1972-11-02	Verwendung von Acrylamidpolymerisaten als Dispergiermittel zur Papier- und Vliesstoffherstellung
DE2857432C2 (de)	1982-04-22	Polymerisate von quartäre Gruppen enthaltenden Acrylyl- bzw. Methacrylylharnstoffen und ihre Verwendung
EP0008403B1 (fr)	1981-11-04	Polymères contenant des groupes carbonamides aliphatiques primaires et/ou des dérivés N-méthylol de groupes carbonamides, ainsi que leur préparation et leur usage
DE69200964T2 (de)	1995-07-27	Citrazonimidcopolymerisate und ihre Härtung mit anionischem Katalysator.
EP0068225B1 (fr)	1985-11-27	Emploi de polymères hydrosolubles de Di-C1-C3 alcoyl-aminonéo-pentyl(méth)acrylates comme agents de rétention, d'égouttage et de floculation
AT236123B (de)	1964-10-12	Verfahren zur Herstellung eines hochmolekularen Polymers eines α,ß-ungesättigten Aldehyds durch katalytische Polymerisation
DE1420282C (de)	1972-06-29	Verfahren zur Herstellung von UV-Licht absorbierenden Polymerisaten. Antn: Ciba-Geigy AG, Basel (Schweiz)
DE2021006B2 (de)	1978-09-21	Verwendung von oxalkylierten Polyacrylamiden als Flockungsmittel