DE2152194C3 - Verfahren zur Herstellung von Polylaurinlactam - Google Patents
Verfahren zur Herstellung von PolylaurinlactamInfo
- Publication number
- DE2152194C3 DE2152194C3 DE2152194A DE2152194A DE2152194C3 DE 2152194 C3 DE2152194 C3 DE 2152194C3 DE 2152194 A DE2152194 A DE 2152194A DE 2152194 A DE2152194 A DE 2152194A DE 2152194 C3 DE2152194 C3 DE 2152194C3
- Authority
- DE
- Germany
- Prior art keywords
- water
- post
- temperature
- gel
- laurolactam
- 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
- 238000000034 method Methods 0.000 title claims description 12
- 229920000299 Nylon 12 Polymers 0.000 title claims description 8
- 238000004519 manufacturing process Methods 0.000 title claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 28
- JHWNWJKBPDFINM-UHFFFAOYSA-N Laurolactam Chemical compound O=C1CCCCCCCCCCCN1 JHWNWJKBPDFINM-UHFFFAOYSA-N 0.000 claims description 15
- 238000006116 polymerization reaction Methods 0.000 claims description 11
- 239000002253 acid Substances 0.000 claims description 4
- 239000011888 foil Substances 0.000 claims description 4
- 150000007513 acids Chemical class 0.000 claims description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 26
- 229910052757 nitrogen Inorganic materials 0.000 description 13
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 12
- 101100117236 Drosophila melanogaster speck gene Proteins 0.000 description 8
- 239000007789 gas Substances 0.000 description 8
- 229920000642 polymer Polymers 0.000 description 8
- 150000003951 lactams Chemical class 0.000 description 7
- 239000001361 adipic acid Substances 0.000 description 6
- 235000011037 adipic acid Nutrition 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 239000000203 mixture Substances 0.000 description 5
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 5
- 238000009833 condensation Methods 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 230000003301 hydrolyzing effect Effects 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- 230000001681 protective effect Effects 0.000 description 2
- QIVUCLWGARAQIO-OLIXTKCUSA-N (3s)-n-[(3s,5s,6r)-6-methyl-2-oxo-1-(2,2,2-trifluoroethyl)-5-(2,3,6-trifluorophenyl)piperidin-3-yl]-2-oxospiro[1h-pyrrolo[2,3-b]pyridine-3,6'-5,7-dihydrocyclopenta[b]pyridine]-3'-carboxamide Chemical compound C1([C@H]2[C@H](N(C(=O)[C@@H](NC(=O)C=3C=C4C[C@]5(CC4=NC=3)C3=CC=CN=C3NC5=O)C2)CC(F)(F)F)C)=C(F)C=CC(F)=C1F QIVUCLWGARAQIO-OLIXTKCUSA-N 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 235000011054 acetic acid Nutrition 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 230000002040 relaxant effect Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyamides (AREA)
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2152194A DE2152194C3 (de) | 1971-10-20 | 1971-10-20 | Verfahren zur Herstellung von Polylaurinlactam |
| FR7235271A FR2156700B1 (enExample) | 1971-10-20 | 1972-10-05 | |
| US00296527A US3799899A (en) | 1971-10-20 | 1972-10-11 | Two-step polymerization of lauryllactam without mineral acid catalysts |
| CH1513672A CH567049A5 (enExample) | 1971-10-20 | 1972-10-17 | |
| IT53437/72A IT969487B (it) | 1971-10-20 | 1972-10-18 | Procedimento per produrre polilaurolattame |
| JP47103713A JPS4849896A (enExample) | 1971-10-20 | 1972-10-18 | |
| GB4818172A GB1399160A (en) | 1971-10-20 | 1972-10-19 | Process for the manufacture of polylauryl-lactam |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2152194A DE2152194C3 (de) | 1971-10-20 | 1971-10-20 | Verfahren zur Herstellung von Polylaurinlactam |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2152194A1 DE2152194A1 (de) | 1973-04-26 |
| DE2152194B2 DE2152194B2 (de) | 1978-08-31 |
| DE2152194C3 true DE2152194C3 (de) | 1984-09-20 |
Family
ID=5822863
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2152194A Expired DE2152194C3 (de) | 1971-10-20 | 1971-10-20 | Verfahren zur Herstellung von Polylaurinlactam |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US3799899A (enExample) |
| JP (1) | JPS4849896A (enExample) |
| CH (1) | CH567049A5 (enExample) |
| DE (1) | DE2152194C3 (enExample) |
| FR (1) | FR2156700B1 (enExample) |
| GB (1) | GB1399160A (enExample) |
| IT (1) | IT969487B (enExample) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2356728A1 (de) * | 1973-11-14 | 1975-05-15 | Huels Chemische Werke Ag | Gelstippenarmes polylaurinlactam |
| DE2542467C2 (de) * | 1975-09-24 | 1983-05-05 | Chemische Werke Hüls AG, 4370 Marl | Verfahren zur Herstellung thermoplastisch verarbeitbarer, farbloser bzw. praktisch farbloser Polyesteramide |
| DE2712987C2 (de) * | 1977-03-24 | 1981-09-24 | Chemische Werke Hüls AG, 4370 Marl | Verfahren zur Herstellung von thermoplastischen Polyetheresteramiden mit statistisch in der Polymerkette verteilten Einheiten der Ausgangskomponenten |
| DE2949064C2 (de) * | 1979-12-06 | 1985-10-31 | Chemische Werke Hüls AG, 4370 Marl | Verwendung von Copolyetheresteramiden als Schmelzkleber zum Heißsiegeln von Textilien |
| DE3621804A1 (de) * | 1986-06-28 | 1988-01-07 | Huels Chemische Werke Ag | Verfahren zur herstellung eines praepolymeren amids aus einem c(pfeil abwaerts)1(pfeil abwaerts)(pfeil abwaerts)2(pfeil abwaerts)-aminocarbonsaeurelactam |
| JP2530780B2 (ja) * | 1991-08-22 | 1996-09-04 | 宇部興産株式会社 | ラウロラクタムの連続重合方法及びその装置 |
| DE19720317A1 (de) | 1997-05-15 | 1998-11-19 | Huels Chemische Werke Ag | Haftvermittler für einen Mehrschichtverbund |
| DE19757606C2 (de) | 1997-12-23 | 2001-05-10 | Inventa Ag | Thermoplastische Mehrschichtverbunde |
| DE19819565A1 (de) | 1998-04-30 | 1999-11-11 | Inventa Ag | Antistatische und peroxidstabile Formmassen |
| FR2791993B1 (fr) † | 1999-03-26 | 2001-06-08 | Atochem Elf Sa | Compositions thermoplastiques a base de polyamide |
| DE102005026264A1 (de) * | 2005-06-08 | 2006-12-14 | Degussa Ag | Transparente Formmasse |
| US20080135448A1 (en) * | 2006-11-17 | 2008-06-12 | Choudhary Tushar V | Distillate-to-gasoline catalyst system and process therefor |
| DE102007038578A1 (de) | 2007-08-16 | 2009-02-19 | Evonik Degussa Gmbh | Verfahren zur Dekorierung von Oberflächen |
| DE102011007196A1 (de) | 2011-04-12 | 2012-10-18 | Evonik Degussa Gmbh | Verfahren zur Herstellung eines Verbundes aus einem Polyamidformteil und einem Methacrylatcopolymer-Formteil |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL287843A (enExample) * | 1963-01-16 | |||
| DE1495149B2 (de) * | 1963-10-26 | 1970-04-09 | Badische Anilin- & Soda-Fabrik AG, 67OO Ludwigshafen | Verfahren zur Herstellung von PoIylaurinlactam |
| CH430206A (de) * | 1964-01-30 | 1967-02-15 | Inventa Ag | Verfahren zur Polymerisation von Laurinlactam |
-
1971
- 1971-10-20 DE DE2152194A patent/DE2152194C3/de not_active Expired
-
1972
- 1972-10-05 FR FR7235271A patent/FR2156700B1/fr not_active Expired
- 1972-10-11 US US00296527A patent/US3799899A/en not_active Expired - Lifetime
- 1972-10-17 CH CH1513672A patent/CH567049A5/xx not_active IP Right Cessation
- 1972-10-18 JP JP47103713A patent/JPS4849896A/ja active Pending
- 1972-10-18 IT IT53437/72A patent/IT969487B/it active
- 1972-10-19 GB GB4818172A patent/GB1399160A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| JPS4849896A (enExample) | 1973-07-13 |
| FR2156700A1 (enExample) | 1973-06-01 |
| FR2156700B1 (enExample) | 1978-09-29 |
| DE2152194A1 (de) | 1973-04-26 |
| CH567049A5 (enExample) | 1975-09-30 |
| IT969487B (it) | 1974-03-30 |
| GB1399160A (en) | 1975-06-25 |
| US3799899A (en) | 1974-03-26 |
| DE2152194B2 (de) | 1978-08-31 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| 8327 | Change in the person/name/address of the patent owner |
Owner name: HUELS AG, 4370 MARL, DE |
|
| 8339 | Ceased/non-payment of the annual fee |