GB923137A - Process for the continuous polymerisation of lactams - Google Patents
Process for the continuous polymerisation of lactamsInfo
- Publication number
- GB923137A GB923137A GB932061A GB932061A GB923137A GB 923137 A GB923137 A GB 923137A GB 932061 A GB932061 A GB 932061A GB 932061 A GB932061 A GB 932061A GB 923137 A GB923137 A GB 923137A
- Authority
- GB
- United Kingdom
- Prior art keywords
- polymerization
- pict
- iii
- sodium
- acetyl
- 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.)
- Expired
Links
- 150000003951 lactams Chemical class 0.000 title abstract 5
- 238000000034 method Methods 0.000 title abstract 2
- 238000006116 polymerization reaction Methods 0.000 abstract 6
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 abstract 2
- GDGZSOPTBRKZMN-VMNATFBRSA-N COC(C(CCC)(N)C(C[2H])=O)=O Chemical compound COC(C(CCC)(N)C(C[2H])=O)=O GDGZSOPTBRKZMN-VMNATFBRSA-N 0.000 abstract 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 abstract 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 abstract 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 abstract 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 abstract 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 abstract 1
- GHVZOJONCUEWAV-UHFFFAOYSA-N [K].CCO Chemical compound [K].CCO GHVZOJONCUEWAV-UHFFFAOYSA-N 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 239000011952 anionic catalyst Substances 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 229910052788 barium Inorganic materials 0.000 abstract 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 abstract 1
- 229910052791 calcium Inorganic materials 0.000 abstract 1
- 239000011575 calcium Substances 0.000 abstract 1
- 125000002837 carbocyclic group Chemical group 0.000 abstract 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 abstract 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 abstract 1
- 150000001733 carboxylic acid esters Chemical class 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 239000003426 co-catalyst Substances 0.000 abstract 1
- HQWPLXHWEZZGKY-UHFFFAOYSA-N diethylzinc Chemical group CC[Zn]CC HQWPLXHWEZZGKY-UHFFFAOYSA-N 0.000 abstract 1
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- GILTXHFPUFSQJV-WFVSFCRTSA-N ethyl 2-amino-2-(2-deuterioacetyl)pentanoate Chemical compound C(C)OC(C(CCC)(N)C(C[2H])=O)=O GILTXHFPUFSQJV-WFVSFCRTSA-N 0.000 abstract 1
- 150000004795 grignard reagents Chemical class 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 150000004678 hydrides Chemical class 0.000 abstract 1
- 150000004679 hydroxides Chemical class 0.000 abstract 1
- 229910052744 lithium Inorganic materials 0.000 abstract 1
- 229910052749 magnesium Inorganic materials 0.000 abstract 1
- 239000011777 magnesium Substances 0.000 abstract 1
- NXPHGHWWQRMDIA-UHFFFAOYSA-M magnesium;carbanide;bromide Chemical compound [CH3-].[Mg+2].[Br-] NXPHGHWWQRMDIA-UHFFFAOYSA-M 0.000 abstract 1
- 150000004702 methyl esters Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- QAOWXUGQDFMOOE-UHFFFAOYSA-N piperidin-2-one;sodium Chemical compound [Na].O=C1CCCCN1 QAOWXUGQDFMOOE-UHFFFAOYSA-N 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- 229910052700 potassium Inorganic materials 0.000 abstract 1
- 239000011591 potassium Substances 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- 159000000000 sodium salts Chemical class 0.000 abstract 1
- MOMGDEWWZBKDDR-UHFFFAOYSA-M sodium;3,4,5,6-tetrahydro-2h-azepin-7-olate Chemical compound [Na+].O=C1CCCCC[N-]1 MOMGDEWWZBKDDR-UHFFFAOYSA-M 0.000 abstract 1
- LFQULJPVXNYWAG-UHFFFAOYSA-N sodium;phenylmethanolate Chemical compound [Na]OCC1=CC=CC=C1 LFQULJPVXNYWAG-UHFFFAOYSA-N 0.000 abstract 1
- 239000004408 titanium dioxide Substances 0.000 abstract 1
- 239000011701 zinc Chemical class 0.000 abstract 1
- 229910052725 zinc Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/08—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from amino-carboxylic acids
- C08G69/14—Lactams
- C08G69/16—Preparatory processes
- C08G69/18—Anionic polymerisation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/08—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from amino-carboxylic acids
- C08G69/14—Lactams
- C08G69/16—Preparatory processes
- C08G69/18—Anionic polymerisation
- C08G69/20—Anionic polymerisation characterised by the catalysts used
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyamides (AREA)
Abstract
<PICT:0923137/III/1> <PICT:0923137/III/2> <PICT:0923137/III/3> <PICT:0923137/III/4> <PICT:0923137/III/5> The Specification describes apparatus suitable for the polymerization of lactams (see Group IV(a)). In the Figures, the polymerization chambers comprise:-(1) two coaxial cylinders 7 and 8 between which are fitted deflecting plates, the outer cylinder being surrounded by three heating zones 9, 10 and 11; (2) a coiled tube 3 in an enclosed chamber; (3) a worm press 3 in a cylinder; (4) a heated tube 2 in an enclosed zone and (5) a worm press 2 in a cylinder. Means for the introduction of reactants and the withdrawal of polymer are described.ALSO:A method for the continuous polymerization of lactams having more than six members in the ring, comprises passing a freshly prepared mixture of the lactam, an anionic catalyst and a viscosity-stabilizing co-catalyst comprising a monoacylamino carboxylic acid ester of the general formula R1-CO-NH-R-COOR11 where R and R11 are aliphatic, aromatic or heterocyclic radicals and R is a carbocyclic or divalent aliphatic radical through a polymerization tube heated to a temperature between 200 DEG and 280 DEG C. The polymerization tube may be a heated tube containing baffle plates or a heated worm-press. Specified catalysts are sodium, potassium, lithium, calcium, magnesium and barium and oxides, carbonates, hydroxides and hydrides thereof, sodium benzylate, alkali metal monoalkyl esters of carbonic acid, sodium salts of lactams, Grignard reagents and zinc alkyls. Examples (1), (2), (4) and (5) describe the polymerization of e -caprolactam in the presence of:-(1) sodium caprolactam and benzoyl-e -amino caproic and methyl ester; (2) methyl magnesium bromide and acetyl-d -amino valeric acid methyl ester; (4) potassium ethylate and acetyl-d -aminovaleric acid ethyl ester and (5) titanium dioxide, sodium valerolactam and acetyl-S -aminocaproic acid methyl ester whilst in Example (3) o -oenantholactam and S -caprolactam are copolymerized in the presence of zinc diethyl and acetyl-g -aminobutyric acid methyl ester.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH295560A CH380952A (en) | 1960-03-16 | 1960-03-16 | Process for the anionic polymerization of lactams |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB923137A true GB923137A (en) | 1963-04-10 |
Family
ID=4245394
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB932061A Expired GB923137A (en) | 1960-03-16 | 1961-03-14 | Process for the continuous polymerisation of lactams |
Country Status (2)
| Country | Link |
|---|---|
| CH (1) | CH380952A (en) |
| GB (1) | GB923137A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1148077A1 (en) * | 2000-04-21 | 2001-10-24 | Dsm N.V. | Process for the simultaneous preparation of polymers of caprolactam with at least two different viscosities |
-
1960
- 1960-03-16 CH CH295560A patent/CH380952A/en unknown
-
1961
- 1961-03-14 GB GB932061A patent/GB923137A/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1148077A1 (en) * | 2000-04-21 | 2001-10-24 | Dsm N.V. | Process for the simultaneous preparation of polymers of caprolactam with at least two different viscosities |
| WO2001081452A1 (en) * | 2000-04-21 | 2001-11-01 | Dsm N.V. | Process for the simultaneous preparation of polyamides with at least two different viscosities |
| US6852829B2 (en) | 2000-04-21 | 2005-02-08 | Dsm N.V. | Process for the simultaneous preparation of polyamides with at least two different viscosities |
| CN100347221C (en) * | 2000-04-21 | 2007-11-07 | Dsmip财产有限公司 | Process for the simultaneous preparations of polyamides with at least two different viscosities |
Also Published As
| Publication number | Publication date |
|---|---|
| CH380952A (en) | 1964-08-15 |
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