IL23381A - Process for the polymerisation of lactams - Google Patents
Process for the polymerisation of lactamsInfo
- Publication number
- IL23381A IL23381A IL23381A IL2338165A IL23381A IL 23381 A IL23381 A IL 23381A IL 23381 A IL23381 A IL 23381A IL 2338165 A IL2338165 A IL 2338165A IL 23381 A IL23381 A IL 23381A
- Authority
- IL
- Israel
- Prior art keywords
- process according
- vith
- oxalyl chloride
- catalyst
- lactams
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 14
- 150000003951 lactams Chemical class 0.000 title claims description 10
- CTSLXHKWHWQRSH-UHFFFAOYSA-N oxalyl chloride Chemical compound ClC(=O)C(Cl)=O CTSLXHKWHWQRSH-UHFFFAOYSA-N 0.000 claims description 18
- 239000004952 Polyamide Substances 0.000 claims description 9
- 229920002647 polyamide Polymers 0.000 claims description 9
- 239000007795 chemical reaction product Substances 0.000 claims description 7
- 239000003054 catalyst Substances 0.000 claims description 6
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 claims description 6
- 150000003950 cyclic amides Chemical class 0.000 claims description 3
- 229920002292 Nylon 6 Polymers 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 239000003426 co-catalyst Substances 0.000 claims 5
- 229920000577 Nylon 6/66 Polymers 0.000 claims 2
- TZYHIGCKINZLPD-UHFFFAOYSA-N azepan-2-one;hexane-1,6-diamine;hexanedioic acid Chemical compound NCCCCCCN.O=C1CCCCCN1.OC(=O)CCCCC(O)=O TZYHIGCKINZLPD-UHFFFAOYSA-N 0.000 claims 2
- HJDJZTJALXTQMK-UHFFFAOYSA-N 2-methylidene-3-phenyl-1,3-oxazolidine-4,5-dione Chemical compound C1(=CC=CC=C1)N1C(OC(C1=O)=O)=C HJDJZTJALXTQMK-UHFFFAOYSA-N 0.000 claims 1
- 229920000305 Nylon 6,10 Polymers 0.000 claims 1
- 125000003368 amide group Chemical group 0.000 claims 1
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- 230000007717 exclusion Effects 0.000 description 3
- 125000003431 oxalo group Chemical group 0.000 description 3
- LSBDFXRDZJMBSC-UHFFFAOYSA-N 2-phenylacetamide Chemical compound NC(=O)CC1=CC=CC=C1 LSBDFXRDZJMBSC-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- FZERHIULMFGESH-UHFFFAOYSA-N N-phenylacetamide Chemical compound CC(=O)NC1=CC=CC=C1 FZERHIULMFGESH-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 238000005452 bending Methods 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- XOOHQEDVNFXYHJ-UHFFFAOYSA-N 1,3-oxazole-4,5-dione Chemical class O=C1OC=NC1=O XOOHQEDVNFXYHJ-UHFFFAOYSA-N 0.000 description 1
- UFFRSDWQMJYQNE-UHFFFAOYSA-N 6-azaniumylhexylazanium;hexanedioate Chemical compound [NH3+]CCCCCC[NH3+].[O-]C(=O)CCCCC([O-])=O UFFRSDWQMJYQNE-UHFFFAOYSA-N 0.000 description 1
- FLAKGKCBSLMHQU-UHFFFAOYSA-N CC[Mg] Chemical compound CC[Mg] FLAKGKCBSLMHQU-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 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 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 229960001413 acetanilide Drugs 0.000 description 1
- YDLSUFFXJYEVHW-UHFFFAOYSA-N azonan-2-one Chemical compound O=C1CCCCCCCN1 YDLSUFFXJYEVHW-UHFFFAOYSA-N 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- -1 diamine lactam Chemical class 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- VMPHSYLJUKZBJJ-UHFFFAOYSA-N lauric acid triglyceride Natural products CCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCC)COC(=O)CCCCCCCCCCC VMPHSYLJUKZBJJ-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000012280 lithium aluminium hydride Substances 0.000 description 1
- FRIJBUGBVQZNTB-UHFFFAOYSA-M magnesium;ethane;bromide Chemical compound [Mg+2].[Br-].[CH2-]C FRIJBUGBVQZNTB-UHFFFAOYSA-M 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 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)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH595864A CH427276A (de) | 1964-05-06 | 1964-05-06 | Verfahren zur Polymerisation höhergliedriger Lactame |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| IL23381A true IL23381A (en) | 1968-09-26 |
Family
ID=4302117
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL23381A IL23381A (en) | 1964-05-06 | 1965-04-06 | Process for the polymerisation of lactams |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US3410833A (de) |
| AT (1) | AT250021B (de) |
| BE (1) | BE661870A (de) |
| CH (1) | CH427276A (de) |
| ES (1) | ES311599A1 (de) |
| GB (1) | GB1100214A (de) |
| IL (1) | IL23381A (de) |
| NL (1) | NL6505672A (de) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3542720A (en) * | 1968-09-04 | 1970-11-24 | Allied Chem | Compositions of anionically polymerized polycaprolactam and poly(11-aminoundecanoic acid) |
| GB1307109A (en) * | 1970-12-22 | 1973-02-14 | Ici Ltd | Polyamides |
| US4695611A (en) * | 1986-03-11 | 1987-09-22 | Dsm Rim Nylon V.O.F. | Lactam polymerization initiators |
| JP2018530647A (ja) * | 2015-09-16 | 2018-10-18 | ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ | ラクタムのアニオン重合 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3138574A (en) * | 1961-04-06 | 1964-06-23 | Du Pont | Process for the polymerization of caprolactam with acylating agents and ureas as coactivators |
| US3206418A (en) * | 1963-03-21 | 1965-09-14 | Du Pont | Process of polymerizing and foaming a lactam containing a novel cocatalyst |
| US3216977A (en) * | 1962-12-13 | 1965-11-09 | Du Pont | Anionic polymerization of lactams with methylene oxazolidine-4, 5-dione compounds as activators |
| US3320355A (en) * | 1965-09-07 | 1967-05-16 | Aylwin R Booker | Heat shrinkable connector for electrical wire |
-
1964
- 1964-05-06 CH CH595864A patent/CH427276A/de unknown
-
1965
- 1965-03-31 BE BE661870D patent/BE661870A/xx unknown
- 1965-04-06 IL IL23381A patent/IL23381A/en unknown
- 1965-04-08 ES ES0311599A patent/ES311599A1/es not_active Expired
- 1965-04-15 AT AT349065A patent/AT250021B/de active
- 1965-05-04 US US453190A patent/US3410833A/en not_active Expired - Lifetime
- 1965-05-04 NL NL6505672A patent/NL6505672A/xx unknown
- 1965-05-05 GB GB18990/65A patent/GB1100214A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| CH427276A (de) | 1966-12-31 |
| NL6505672A (de) | 1965-11-08 |
| BE661870A (de) | 1965-07-16 |
| GB1100214A (en) | 1968-01-24 |
| US3410833A (en) | 1968-11-12 |
| AT250021B (de) | 1966-10-25 |
| ES311599A1 (es) | 1965-07-01 |
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