GB1106351A - Process for the manufacture of ª‰-lactam copolymers - Google Patents
Process for the manufacture of ª‰-lactam copolymersInfo
- Publication number
- GB1106351A GB1106351A GB96066A GB96066A GB1106351A GB 1106351 A GB1106351 A GB 1106351A GB 96066 A GB96066 A GB 96066A GB 96066 A GB96066 A GB 96066A GB 1106351 A GB1106351 A GB 1106351A
- Authority
- GB
- United Kingdom
- Prior art keywords
- azetidinone
- lactams
- dimethyl
- methyl
- carbon atoms
- 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
- 229920001577 copolymer Polymers 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- 150000003951 lactams Chemical class 0.000 abstract 8
- 239000003054 catalyst Substances 0.000 abstract 6
- 239000000243 solution Substances 0.000 abstract 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract 3
- -1 alkali metal salts Chemical class 0.000 abstract 3
- 239000003999 initiator Substances 0.000 abstract 3
- 239000007788 liquid Substances 0.000 abstract 3
- 239000000178 monomer Substances 0.000 abstract 3
- 239000006185 dispersion Substances 0.000 abstract 2
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 abstract 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- 229930195733 hydrocarbon Natural products 0.000 abstract 2
- 150000002430 hydrocarbons Chemical class 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 abstract 2
- 125000001424 substituent group Chemical group 0.000 abstract 2
- ADTJRKBVIPQVNP-UHFFFAOYSA-N 1-(4-chlorophenyl)azetidin-2-one Chemical compound C1=CC(Cl)=CC=C1N1C(=O)CC1 ADTJRKBVIPQVNP-UHFFFAOYSA-N 0.000 abstract 1
- GSSQLMMZAQIQFT-UHFFFAOYSA-N 3,3,4,4-tetramethylazetidin-2-one Chemical compound CC1(C)NC(=O)C1(C)C GSSQLMMZAQIQFT-UHFFFAOYSA-N 0.000 abstract 1
- DCAKVVTXKWWUGN-UHFFFAOYSA-N 3,3-dimethylazetidin-2-one Chemical compound CC1(C)CNC1=O DCAKVVTXKWWUGN-UHFFFAOYSA-N 0.000 abstract 1
- HUCDNALJLARZTQ-UHFFFAOYSA-N 3,4-dimethylazetidin-2-one Chemical compound CC1NC(=O)C1C HUCDNALJLARZTQ-UHFFFAOYSA-N 0.000 abstract 1
- IGWGXZKGWFYOHE-UHFFFAOYSA-N 4,4-dimethylazetidin-2-one Chemical compound CC1(C)CC(=O)N1 IGWGXZKGWFYOHE-UHFFFAOYSA-N 0.000 abstract 1
- RBVQAQSLJGEUKG-UHFFFAOYSA-N 4-(2,2-dimethylpropyl)-4-methylazetidin-2-one Chemical compound CC(C)(C)CC1(C)CC(=O)N1 RBVQAQSLJGEUKG-UHFFFAOYSA-N 0.000 abstract 1
- ZEWHMWFASYXCAO-UHFFFAOYSA-N 4-ethenylazetidin-2-one Chemical compound C=CC1CC(=O)N1 ZEWHMWFASYXCAO-UHFFFAOYSA-N 0.000 abstract 1
- OLFOOXKLYNDRGR-UHFFFAOYSA-N 4-methyl-4-(phenoxymethyl)azetidin-2-one Chemical compound O(C1=CC=CC=C1)CC1(CC(N1)=O)C OLFOOXKLYNDRGR-UHFFFAOYSA-N 0.000 abstract 1
- HRHZTPKPTMKZHO-UHFFFAOYSA-N 4-methyl-4-phenoxyazetidin-2-one Chemical compound CC1(CC(N1)=O)OC1=CC=CC=C1 HRHZTPKPTMKZHO-UHFFFAOYSA-N 0.000 abstract 1
- BODONWZDNUQEBV-UHFFFAOYSA-N 4-methyl-4-propylazetidin-2-one Chemical compound CCCC1(C)CC(=O)N1 BODONWZDNUQEBV-UHFFFAOYSA-N 0.000 abstract 1
- XMSFNEZQRPOHAR-UHFFFAOYSA-N 4-methylazetidin-2-one Chemical compound CC1CC(=O)N1 XMSFNEZQRPOHAR-UHFFFAOYSA-N 0.000 abstract 1
- MWKMQPSNTJCASD-UHFFFAOYSA-N 4-phenylazetidin-2-one Chemical compound N1C(=O)CC1C1=CC=CC=C1 MWKMQPSNTJCASD-UHFFFAOYSA-N 0.000 abstract 1
- LVRCEUVOXCJYSV-UHFFFAOYSA-N CN(C)S(=O)=O Chemical compound CN(C)S(=O)=O LVRCEUVOXCJYSV-UHFFFAOYSA-N 0.000 abstract 1
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 abstract 1
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 abstract 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- MNFORVFSTILPAW-UHFFFAOYSA-N azetidin-2-one Chemical compound O=C1CCN1 MNFORVFSTILPAW-UHFFFAOYSA-N 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 239000000084 colloidal system Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 229960001760 dimethyl sulfoxide Drugs 0.000 abstract 1
- KWKXNDCHNDYVRT-UHFFFAOYSA-N dodecylbenzene Chemical compound CCCCCCCCCCCCC1=CC=CC=C1 KWKXNDCHNDYVRT-UHFFFAOYSA-N 0.000 abstract 1
- 239000003995 emulsifying agent Substances 0.000 abstract 1
- 239000000839 emulsion Substances 0.000 abstract 1
- 150000002170 ethers Chemical class 0.000 abstract 1
- GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 abstract 1
- 238000011065 in-situ storage Methods 0.000 abstract 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 abstract 1
- SIAPCJWMELPYOE-UHFFFAOYSA-N lithium hydride Chemical compound [LiH] SIAPCJWMELPYOE-UHFFFAOYSA-N 0.000 abstract 1
- 239000003208 petroleum Substances 0.000 abstract 1
- 238000006116 polymerization reaction Methods 0.000 abstract 1
- 230000001681 protective effect Effects 0.000 abstract 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 abstract 1
- 229920005604 random copolymer Polymers 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- KSMWLICLECSXMI-UHFFFAOYSA-N sodium;benzene Chemical compound [Na+].C1=CC=[C-]C=C1 KSMWLICLECSXMI-UHFFFAOYSA-N 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 abstract 1
- 239000002562 thickening agent Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C08G69/22—Beta-lactams
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)
- Catalysts (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Polyamides (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF0044890 | 1965-01-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1106351A true GB1106351A (en) | 1968-03-13 |
Family
ID=7100251
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB96066A Expired GB1106351A (en) | 1965-01-07 | 1966-01-07 | Process for the manufacture of ª‰-lactam copolymers |
Country Status (4)
| Country | Link |
|---|---|
| BE (1) | BE674845A (enExample) |
| DE (1) | DE1570530A1 (enExample) |
| FR (1) | FR1464333A (enExample) |
| GB (1) | GB1106351A (enExample) |
-
1965
- 1965-01-07 DE DE19651570530 patent/DE1570530A1/de active Pending
-
1966
- 1966-01-07 GB GB96066A patent/GB1106351A/en not_active Expired
- 1966-01-07 FR FR45206A patent/FR1464333A/fr not_active Expired
- 1966-01-07 BE BE674845D patent/BE674845A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FR1464333A (fr) | 1966-12-30 |
| DE1570530A1 (de) | 1970-01-29 |
| BE674845A (enExample) | 1966-07-07 |
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