DE2264637C3 - Verfahren zur Herstellung von Polyamiden durch Polymerisation von Lactamen - Google Patents
Verfahren zur Herstellung von Polyamiden durch Polymerisation von LactamenInfo
- Publication number
- DE2264637C3 DE2264637C3 DE2264637A DE2264637A DE2264637C3 DE 2264637 C3 DE2264637 C3 DE 2264637C3 DE 2264637 A DE2264637 A DE 2264637A DE 2264637 A DE2264637 A DE 2264637A DE 2264637 C3 DE2264637 C3 DE 2264637C3
- Authority
- DE
- Germany
- Prior art keywords
- mol
- polymerization
- polyamides
- lactams
- production
- 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
- 239000004952 Polyamide Substances 0.000 title claims description 14
- 229920002647 polyamide Polymers 0.000 title claims description 14
- 238000000034 method Methods 0.000 title claims description 12
- 150000003951 lactams Chemical class 0.000 title claims description 11
- 238000004519 manufacturing process Methods 0.000 title claims description 5
- 230000000379 polymerizing effect Effects 0.000 title description 4
- 238000006116 polymerization reaction Methods 0.000 claims description 19
- 239000003426 co-catalyst Substances 0.000 claims description 10
- 239000003054 catalyst Substances 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims 1
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 19
- -1 alkenyl radical Chemical group 0.000 description 7
- 229920000642 polymer Polymers 0.000 description 7
- 238000005266 casting Methods 0.000 description 5
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- 229910000104 sodium hydride Inorganic materials 0.000 description 4
- 239000012312 sodium hydride Substances 0.000 description 4
- 159000000000 sodium salts Chemical class 0.000 description 4
- JHWNWJKBPDFINM-UHFFFAOYSA-N Laurolactam Chemical compound O=C1CCCCCCCCCCCN1 JHWNWJKBPDFINM-UHFFFAOYSA-N 0.000 description 3
- 239000012948 isocyanate Substances 0.000 description 3
- 150000002513 isocyanates Chemical class 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- BXYQVGFHMYTNBX-UHFFFAOYSA-N 5-methylazepan-2-one Chemical compound CC1CCNC(=O)CC1 BXYQVGFHMYTNBX-UHFFFAOYSA-N 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 238000010539 anionic addition polymerization reaction Methods 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 230000000711 cancerogenic effect Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 239000003607 modifier Substances 0.000 description 2
- CTSLXHKWHWQRSH-UHFFFAOYSA-N oxalyl chloride Chemical compound ClC(=O)C(Cl)=O CTSLXHKWHWQRSH-UHFFFAOYSA-N 0.000 description 2
- 229920001228 polyisocyanate Polymers 0.000 description 2
- 239000005056 polyisocyanate Substances 0.000 description 2
- VBIWIGSLGRYEDA-UHFFFAOYSA-N 1,3,5-triethyl-1,3,5-triazinane-2,4,6-trione Chemical compound CCN1C(=O)N(CC)C(=O)N(CC)C1=O VBIWIGSLGRYEDA-UHFFFAOYSA-N 0.000 description 1
- PVRPNMGITJVMTN-UHFFFAOYSA-N 1,3-oxazine-4,6-dione Chemical compound O=C1CC(=O)N=CO1 PVRPNMGITJVMTN-UHFFFAOYSA-N 0.000 description 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- SLRMQYXOBQWXCR-UHFFFAOYSA-N 2154-56-5 Chemical compound [CH2]C1=CC=CC=C1 SLRMQYXOBQWXCR-UHFFFAOYSA-N 0.000 description 1
- QISSLHPKTCLLDL-UHFFFAOYSA-N N-Acetylcaprolactam Chemical compound CC(=O)N1CCCCCC1=O QISSLHPKTCLLDL-UHFFFAOYSA-N 0.000 description 1
- 229920001007 Nylon 4 Polymers 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000002252 carbamoylating effect Effects 0.000 description 1
- 150000003857 carboxamides Chemical class 0.000 description 1
- 231100000315 carcinogenic Toxicity 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229930003836 cresol Natural products 0.000 description 1
- 150000007973 cyanuric acids Chemical class 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 125000005462 imide group Chemical group 0.000 description 1
- 150000003949 imides Chemical class 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- SXYFKXOFMCIXQW-UHFFFAOYSA-N propanedioyl dichloride Chemical compound ClC(=O)CC(Cl)=O SXYFKXOFMCIXQW-UHFFFAOYSA-N 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 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 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- 150000003456 sulfonamides Chemical class 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 150000003556 thioamides Chemical class 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
- 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)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS547871A CS156173B1 (OSRAM) | 1971-07-27 | 1971-07-27 | |
| CS548171A CS156175B1 (OSRAM) | 1971-07-27 | 1971-07-27 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2264637A1 DE2264637A1 (de) | 1974-10-17 |
| DE2264637B2 DE2264637B2 (de) | 1977-09-01 |
| DE2264637C3 true DE2264637C3 (de) | 1978-05-03 |
Family
ID=25746176
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2264637A Expired DE2264637C3 (de) | 1971-07-27 | 1972-07-27 | Verfahren zur Herstellung von Polyamiden durch Polymerisation von Lactamen |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US3843608A (OSRAM) |
| CA (1) | CA977894A (OSRAM) |
| CH (1) | CH573452A5 (OSRAM) |
| DE (1) | DE2264637C3 (OSRAM) |
| FR (1) | FR2147247B1 (OSRAM) |
| GB (1) | GB1366405A (OSRAM) |
| IT (1) | IT963406B (OSRAM) |
| NL (1) | NL7210306A (OSRAM) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7393585B2 (en) * | 2003-10-13 | 2008-07-01 | Honeywell International Inc. | Micron-size polymer particles comprising polyamide compound, production and uses thereof |
| JPWO2013018685A1 (ja) * | 2011-07-29 | 2015-03-05 | 東レ株式会社 | ラクタム誘導体及びその医薬用途 |
-
1972
- 1972-07-12 GB GB3263372A patent/GB1366405A/en not_active Expired
- 1972-07-20 CH CH1086772A patent/CH573452A5/xx not_active IP Right Cessation
- 1972-07-26 NL NL7210306A patent/NL7210306A/xx not_active Application Discontinuation
- 1972-07-26 CA CA148,031A patent/CA977894A/en not_active Expired
- 1972-07-26 IT IT27469/72A patent/IT963406B/it active
- 1972-07-26 US US00275155A patent/US3843608A/en not_active Expired - Lifetime
- 1972-07-27 DE DE2264637A patent/DE2264637C3/de not_active Expired
- 1972-07-27 FR FR7227043A patent/FR2147247B1/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR2147247B1 (OSRAM) | 1977-08-26 |
| NL7210306A (OSRAM) | 1973-01-30 |
| DE2264637B2 (de) | 1977-09-01 |
| GB1366405A (en) | 1974-09-11 |
| CA977894A (en) | 1975-11-11 |
| US3843608A (en) | 1974-10-22 |
| DE2236975B2 (de) | 1976-04-15 |
| DE2264637A1 (de) | 1974-10-17 |
| IT963406B (it) | 1974-01-10 |
| CH573452A5 (OSRAM) | 1976-03-15 |
| DE2236975A1 (de) | 1973-02-15 |
| FR2147247A1 (OSRAM) | 1973-03-09 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| 8339 | Ceased/non-payment of the annual fee |