DE1301532B - Verfahren zur Herstellung von festen, wasserloeslichen Homo- oder Copolymerisaten des Acrylamids oder Methacrylamids - Google Patents
Verfahren zur Herstellung von festen, wasserloeslichen Homo- oder Copolymerisaten des Acrylamids oder MethacrylamidsInfo
- Publication number
- DE1301532B DE1301532B DE1966C0037986 DEC0037986A DE1301532B DE 1301532 B DE1301532 B DE 1301532B DE 1966C0037986 DE1966C0037986 DE 1966C0037986 DE C0037986 A DEC0037986 A DE C0037986A DE 1301532 B DE1301532 B DE 1301532B
- Authority
- DE
- Germany
- Prior art keywords
- water
- acrylamide
- methacrylamide
- tert
- butanol
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 14
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 title claims description 10
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 title claims description 8
- 229920001577 copolymer Polymers 0.000 title claims description 4
- 239000007787 solid Substances 0.000 title claims description 4
- 238000004519 manufacturing process Methods 0.000 title description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 claims description 22
- 239000003054 catalyst Substances 0.000 claims description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 239000003505 polymerization initiator Substances 0.000 claims description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 4
- RREANTFLPGEWEN-MBLPBCRHSA-N 7-[4-[[(3z)-3-[4-amino-5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidin-2-yl]imino-5-fluoro-2-oxoindol-1-yl]methyl]piperazin-1-yl]-1-cyclopropyl-6-fluoro-4-oxoquinoline-3-carboxylic acid Chemical compound COC1=C(OC)C(OC)=CC(CC=2C(=NC(\N=C/3C4=CC(F)=CC=C4N(CN4CCN(CC4)C=4C(=CC=5C(=O)C(C(O)=O)=CN(C=5C=4)C4CC4)F)C\3=O)=NC=2)N)=C1 RREANTFLPGEWEN-MBLPBCRHSA-N 0.000 claims description 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 3
- 125000003118 aryl group Chemical group 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 2
- 150000003926 acrylamides Chemical class 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims description 2
- 238000012673 precipitation polymerization Methods 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 150000003455 sulfinic acids Chemical class 0.000 claims description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 229920000642 polymer Polymers 0.000 description 12
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 239000000243 solution Substances 0.000 description 7
- 238000006116 polymerization reaction Methods 0.000 description 6
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 3
- 229920002401 polyacrylamide Polymers 0.000 description 3
- 238000001556 precipitation Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 239000004342 Benzoyl peroxide Substances 0.000 description 2
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 description 2
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 2
- 235000019395 ammonium persulphate Nutrition 0.000 description 2
- -1 aromatic sulfinic acids Chemical class 0.000 description 2
- 235000019400 benzoyl peroxide Nutrition 0.000 description 2
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- WEAYCYAIVOIUMG-UHFFFAOYSA-N 1-methyl-4-(4-methylphenyl)sulfonylbenzene Chemical compound C1=CC(C)=CC=C1S(=O)(=O)C1=CC=C(C)C=C1 WEAYCYAIVOIUMG-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 241000282376 Panthera tigris Species 0.000 description 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical class [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 230000001133 acceleration Effects 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- KTUQUZJOVNIKNZ-UHFFFAOYSA-N butan-1-ol;hydrate Chemical compound O.CCCCO KTUQUZJOVNIKNZ-UHFFFAOYSA-N 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 229920006158 high molecular weight polymer Polymers 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 229920000620 organic polymer Polymers 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
- 229940072033 potash Drugs 0.000 description 1
- 235000015320 potassium carbonate Nutrition 0.000 description 1
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 150000003333 secondary alcohols Chemical class 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- FVRDYQYEVDDKCR-DBRKOABJSA-N tiazofurine Chemical compound NC(=O)C1=CSC([C@H]2[C@@H]([C@H](O)[C@@H](CO)O2)O)=N1 FVRDYQYEVDDKCR-DBRKOABJSA-N 0.000 description 1
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 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
- 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
- C08F20/56—Acrylamide; Methacrylamide
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerization Catalysts (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1966C0037986 DE1301532B (de) | 1966-01-21 | 1966-01-21 | Verfahren zur Herstellung von festen, wasserloeslichen Homo- oder Copolymerisaten des Acrylamids oder Methacrylamids |
| CH85467A CH481149A (de) | 1966-01-21 | 1967-01-20 | Verfahren zur Herstellung fester Polymerisate oder Kopolymerisate auf Basis von Acrylamid und Methacrylamid |
| BE692974D BE692974A (en, 2012) | 1966-01-21 | 1967-01-20 | |
| GB319567A GB1102708A (en) | 1966-01-21 | 1967-01-20 | Process for the production of solid polymers and copolymers based on acrylamide and methacrylamide |
| FR91912A FR1508702A (fr) | 1966-01-21 | 1967-01-20 | Procédé de préparation de polymères et de copolymères à base d'acrylamide et de méthacrylamide |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1966C0037986 DE1301532B (de) | 1966-01-21 | 1966-01-21 | Verfahren zur Herstellung von festen, wasserloeslichen Homo- oder Copolymerisaten des Acrylamids oder Methacrylamids |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1301532B true DE1301532B (de) | 1969-08-21 |
Family
ID=7023096
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1966C0037986 Pending DE1301532B (de) | 1966-01-21 | 1966-01-21 | Verfahren zur Herstellung von festen, wasserloeslichen Homo- oder Copolymerisaten des Acrylamids oder Methacrylamids |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE692974A (en, 2012) |
| CH (1) | CH481149A (en, 2012) |
| DE (1) | DE1301532B (en, 2012) |
| FR (1) | FR1508702A (en, 2012) |
| GB (1) | GB1102708A (en, 2012) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3975341A (en) * | 1974-08-05 | 1976-08-17 | Celanese Corporation | Water in oil emulsion process for preparing gel-free polyelectrolyte particles |
| ATE3872T1 (de) * | 1979-08-10 | 1983-07-15 | Coopervision U.K. Limited | Herstellung nicht-vernetzter polymere, verfahren zum formen dafuer und kontaktlinsen hergestellt nach diesem verfahren. |
| FR2779436B1 (fr) | 1998-06-03 | 2000-07-07 | Atochem Elf Sa | Polymeres hydrophiles fluores |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2504074A (en) * | 1945-10-16 | 1950-04-11 | Gen Aniline & Film Corp | Interpolymers of acrylamide and methacrylamide |
| GB648252A (en) * | 1945-10-16 | 1951-01-03 | Gen Aniline & Film Corp | Water-soluble polyacrylamides and poly alpha-substituted acrylamides |
| DE1138225B (de) * | 1961-11-24 | 1962-10-18 | Basf Ag | Verfahren zur Herstellung von wasserunloeslichen, wasserquellbaren Mischpolymerisaten |
| DE1195050B (de) * | 1961-01-07 | 1965-06-16 | Basf Ag | Verfahren zur Herstellung von wasserloeslichen Mischpolymerisaten |
-
1966
- 1966-01-21 DE DE1966C0037986 patent/DE1301532B/de active Pending
-
1967
- 1967-01-20 CH CH85467A patent/CH481149A/de not_active IP Right Cessation
- 1967-01-20 BE BE692974D patent/BE692974A/xx unknown
- 1967-01-20 FR FR91912A patent/FR1508702A/fr not_active Expired
- 1967-01-20 GB GB319567A patent/GB1102708A/en not_active Expired
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2504074A (en) * | 1945-10-16 | 1950-04-11 | Gen Aniline & Film Corp | Interpolymers of acrylamide and methacrylamide |
| GB648252A (en) * | 1945-10-16 | 1951-01-03 | Gen Aniline & Film Corp | Water-soluble polyacrylamides and poly alpha-substituted acrylamides |
| DE1195050B (de) * | 1961-01-07 | 1965-06-16 | Basf Ag | Verfahren zur Herstellung von wasserloeslichen Mischpolymerisaten |
| DE1138225B (de) * | 1961-11-24 | 1962-10-18 | Basf Ag | Verfahren zur Herstellung von wasserunloeslichen, wasserquellbaren Mischpolymerisaten |
Also Published As
| Publication number | Publication date |
|---|---|
| BE692974A (en, 2012) | 1967-07-03 |
| CH481149A (de) | 1969-11-15 |
| FR1508702A (fr) | 1968-01-05 |
| GB1102708A (en) | 1968-02-07 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE1795126C3 (de) | Verfahren zur Gewinnung von wasserlöslichen Acrylamidpolymerisaten | |
| DE3750220T2 (de) | Polycarbonsäure mit niedrigem Gehalt an Restmonomeren. | |
| DE1103027B (de) | Verfahren zur Herstellung praktisch wasserfreier Massen, die in waessrigen Medien glatte Schleime bilden koennen | |
| DE2800520A1 (de) | Verfahren zur herstellung eines wasserloeslichen perlenpolymeren | |
| DE1300244B (de) | Verfahren zur Herstellung gekoernter wasserloeslicher Polymerisate und Mischpolymerisate | |
| DE894321C (de) | Verfahren zum Polymerisieren von Acrylsaeureamiden, insbesondere N-di-substituiertenAcrylsaeureamiden | |
| CH321858A (de) | Verfahren zur Herstellung von Kationenaustauschern | |
| DE2357869A1 (de) | Verfahren zur herstellung von vinylchloridpolymeren | |
| DE2025104B2 (de) | Verfahren zur herstellung von kornfoermigen polymerisaten | |
| DE2459707A1 (de) | Verfahren zum copolymerisieren von aethylen und einem vinylester in waessriger emulsion | |
| DE2217696C3 (de) | Verteilungsstabile Dispersionen von Mikrokapseln | |
| DE1301532B (de) | Verfahren zur Herstellung von festen, wasserloeslichen Homo- oder Copolymerisaten des Acrylamids oder Methacrylamids | |
| DE2403629C2 (de) | Verfahren zur Herstellung von Acrylsäureamidmischpolymerisaten und deren Verwendung als Sedimentationsmittel | |
| DE2803009C2 (de) | Verwendung eines Copolymeren als Zusatzmittel bei der Sekundär- und Tertiärgewinnung von Erdöl | |
| DE1195050B (de) | Verfahren zur Herstellung von wasserloeslichen Mischpolymerisaten | |
| DE1745330A1 (de) | Verfahren zur Herstellung vernetzender UEberzugsmassen | |
| DE4033219A1 (de) | Verfahren zum agglomerieren eines polymerpulvers | |
| DE1182828B (de) | Verfahren zur Herstellung wasserloeslicher Copolymerisate | |
| DE2243155C3 (de) | Verfahren zur Herstellung von Acrylamid-Polymerisaten und deren Verwendung als Ausflockmittel | |
| DE1544919A1 (de) | Verfahren zur Herstellung von Zahnprothesn nach dem Pulver-Fluessigkeits-Verfahren | |
| DE1145796B (de) | Verfahren zur Herstellung von Dispersionen von Polymerisaten oder Mischpolymerisaten von mindestens drei Fluoratome und gegebenenfalls ausserdem ein Chloratom enthaltenden AEthylenen | |
| DE2754058A1 (de) | Verfahren zur herstellung von wasserquellbaren polymerisaten | |
| DE2949843C2 (de) | Verfahren zur Herstellung von vernetzten Polycarbonsäuren | |
| DE859931C (de) | Galenische Praeparate | |
| DE2625809C2 (de) | Verfahren zur Herstellung hydrophiler Füllstoffe für Kunststoffe und Kautschuk |