DD240212A5 - Gemisch das unter bildung eines nylon-6-blockcopolymers polymerisiert - Google Patents
Gemisch das unter bildung eines nylon-6-blockcopolymers polymerisiert Download PDFInfo
- Publication number
- DD240212A5 DD240212A5 DD85284390A DD28439085A DD240212A5 DD 240212 A5 DD240212 A5 DD 240212A5 DD 85284390 A DD85284390 A DD 85284390A DD 28439085 A DD28439085 A DD 28439085A DD 240212 A5 DD240212 A5 DD 240212A5
- Authority
- DD
- German Democratic Republic
- Prior art keywords
- caprolactam
- initiator
- lactam
- oxo
- group
- Prior art date
Links
- 229920001400 block copolymer Polymers 0.000 title claims abstract description 22
- 230000015572 biosynthetic process Effects 0.000 title description 4
- 229920002292 Nylon 6 Polymers 0.000 title description 2
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 claims abstract description 110
- -1 lactam magnesium halide Chemical class 0.000 claims abstract description 52
- 239000003054 catalyst Substances 0.000 claims abstract description 49
- 239000003999 initiator Substances 0.000 claims abstract description 46
- 239000000203 mixture Substances 0.000 claims abstract description 44
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 claims abstract description 35
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 32
- 229920001778 nylon Polymers 0.000 claims abstract description 23
- 239000003505 polymerization initiator Substances 0.000 claims abstract description 23
- 239000004677 Nylon Substances 0.000 claims abstract description 21
- 150000001875 compounds Chemical class 0.000 claims abstract description 20
- 239000002243 precursor Substances 0.000 claims abstract description 15
- 229920000393 Nylon 6/6T Polymers 0.000 claims abstract description 9
- 229910052749 magnesium Inorganic materials 0.000 claims abstract description 6
- 239000011777 magnesium Substances 0.000 claims abstract description 6
- 230000000977 initiatory effect Effects 0.000 claims abstract description 4
- 150000003951 lactams Chemical class 0.000 claims description 20
- 150000004820 halides Chemical class 0.000 claims description 15
- 229930195733 hydrocarbon Natural products 0.000 claims description 15
- 229920000642 polymer Polymers 0.000 claims description 15
- 229920000728 polyester Polymers 0.000 claims description 13
- 239000004215 Carbon black (E152) Substances 0.000 claims description 12
- 239000002253 acid Substances 0.000 claims description 11
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 10
- 150000002430 hydrocarbons Chemical class 0.000 claims description 10
- 229920000570 polyether Polymers 0.000 claims description 9
- 229910052757 nitrogen Inorganic materials 0.000 claims description 8
- 229920005862 polyol Polymers 0.000 claims description 8
- 229920001296 polysiloxane Polymers 0.000 claims description 7
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 6
- 239000012948 isocyanate Substances 0.000 claims description 6
- 150000002513 isocyanates Chemical class 0.000 claims description 6
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 5
- 150000003077 polyols Chemical class 0.000 claims description 5
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 3
- 125000001989 1,3-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([H])C([*:2])=C1[H] 0.000 claims description 2
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 125000004104 aryloxy group Chemical group 0.000 claims description 2
- CCGKOQOJPYTBIH-UHFFFAOYSA-N ethenone Chemical compound C=C=O CCGKOQOJPYTBIH-UHFFFAOYSA-N 0.000 claims description 2
- 239000012634 fragment Substances 0.000 claims description 2
- 125000002102 aryl alkyloxo group Chemical group 0.000 claims 1
- FZFAMSAMCHXGEF-UHFFFAOYSA-N chloro formate Chemical compound ClOC=O FZFAMSAMCHXGEF-UHFFFAOYSA-N 0.000 claims 1
- 125000005476 oxopyrrolidinyl group Chemical group 0.000 claims 1
- 239000000243 solution Substances 0.000 description 34
- 238000006243 chemical reaction Methods 0.000 description 28
- 238000012693 lactam polymerization Methods 0.000 description 21
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical class C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 15
- 239000003153 chemical reaction reagent Substances 0.000 description 7
- YIFCDKDXYUCWAZ-UHFFFAOYSA-L magnesium;azepan-2-one;dibromide Chemical compound [Mg+2].[Br-].[Br-].O=C1CCCCCN1 YIFCDKDXYUCWAZ-UHFFFAOYSA-L 0.000 description 7
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 239000002685 polymerization catalyst Substances 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- DVPHDWQFZRBFND-DMHDVGBCSA-N 1-o-[2-[(3ar,5r,6s,6ar)-2,2-dimethyl-6-prop-2-enoyloxy-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-2-[4-[(2s,3r)-1-butan-2-ylsulfanyl-2-(2-chlorophenyl)-4-oxoazetidin-3-yl]oxy-4-oxobutanoyl]oxyethyl] 4-o-[(2s,3r)-1-butan-2-ylsulfanyl-2-(2-chloropheny Chemical group C1([C@H]2[C@H](C(N2SC(C)CC)=O)OC(=O)CCC(=O)OC(COC(=O)CCC(=O)O[C@@H]2[C@@H](N(C2=O)SC(C)CC)C=2C(=CC=CC=2)Cl)[C@@H]2[C@@H]([C@H]3OC(C)(C)O[C@H]3O2)OC(=O)C=C)=CC=CC=C1Cl DVPHDWQFZRBFND-DMHDVGBCSA-N 0.000 description 5
- 125000002252 acyl group Chemical group 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 239000011541 reaction mixture Substances 0.000 description 5
- 230000035484 reaction time Effects 0.000 description 5
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- 238000001723 curing Methods 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- 238000010107 reaction injection moulding Methods 0.000 description 4
- 238000011084 recovery Methods 0.000 description 4
- LXEJRKJRKIFVNY-UHFFFAOYSA-N terephthaloyl chloride Chemical compound ClC(=O)C1=CC=C(C(Cl)=O)C=C1 LXEJRKJRKIFVNY-UHFFFAOYSA-N 0.000 description 4
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 3
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 3
- 239000012141 concentrate Substances 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 229920001281 polyalkylene Polymers 0.000 description 3
- 229920001451 polypropylene glycol Polymers 0.000 description 3
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
- 239000005062 Polybutadiene Substances 0.000 description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
- 239000011952 anionic catalyst Substances 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 150000002009 diols Chemical class 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 2
- 229920002857 polybutadiene Polymers 0.000 description 2
- 229920000098 polyolefin Polymers 0.000 description 2
- 230000009257 reactivity Effects 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 230000004043 responsiveness Effects 0.000 description 2
- 230000003068 static effect Effects 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- ZNRLMGFXSPUZNR-UHFFFAOYSA-N 2,2,4-trimethyl-1h-quinoline Chemical compound C1=CC=C2C(C)=CC(C)(C)NC2=C1 ZNRLMGFXSPUZNR-UHFFFAOYSA-N 0.000 description 1
- VLHWNGXLXZPNOO-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]-3-(2-morpholin-4-ylethyl)pyrazol-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C=1C(=NN(C=1)CC(=O)N1CC2=C(CC1)NN=N2)CCN1CCOCC1 VLHWNGXLXZPNOO-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229910001006 Constantan Inorganic materials 0.000 description 1
- 101100364969 Dictyostelium discoideum scai gene Proteins 0.000 description 1
- 101100364971 Mus musculus Scai gene Proteins 0.000 description 1
- 239000004687 Nylon copolymer Substances 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 241000158147 Sator Species 0.000 description 1
- 239000004809 Teflon Substances 0.000 description 1
- 229920006362 Teflon® Polymers 0.000 description 1
- UQRKYTFOFYASRJ-UHFFFAOYSA-N [Mg].BrBr Chemical compound [Mg].BrBr UQRKYTFOFYASRJ-UHFFFAOYSA-N 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 238000012644 addition polymerization Methods 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 238000010539 anionic addition polymerization reaction Methods 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- FDQSRULYDNDXQB-UHFFFAOYSA-N benzene-1,3-dicarbonyl chloride Chemical compound ClC(=O)C1=CC=CC(C(Cl)=O)=C1 FDQSRULYDNDXQB-UHFFFAOYSA-N 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Chemical group 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- OPQARKPSCNTWTJ-UHFFFAOYSA-L copper(ii) acetate Chemical compound [Cu+2].CC([O-])=O.CC([O-])=O OPQARKPSCNTWTJ-UHFFFAOYSA-L 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 239000004205 dimethyl polysiloxane Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 125000006575 electron-withdrawing group Chemical group 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- YVIVRJLWYJGJTJ-UHFFFAOYSA-N gamma-Valerolactam Chemical compound CC1CCC(=O)N1 YVIVRJLWYJGJTJ-UHFFFAOYSA-N 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 1
- 125000005462 imide group Chemical group 0.000 description 1
- 150000007975 iminium salts Chemical class 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- BOQJOCGCWDUQOA-UHFFFAOYSA-L magnesium;3,4,5,6-tetrahydro-2h-azepin-7-olate;bromide Chemical compound [Mg+2].[Br-].O=C1CCCCC[N-]1 BOQJOCGCWDUQOA-UHFFFAOYSA-L 0.000 description 1
- FJKYMOOCTXTAII-UHFFFAOYSA-L magnesium;3,4-dihydro-2h-pyrrol-5-olate;bromide Chemical compound [Mg+2].[Br-].[O-]C1=NCCC1 FJKYMOOCTXTAII-UHFFFAOYSA-L 0.000 description 1
- FRIJBUGBVQZNTB-UHFFFAOYSA-M magnesium;ethane;bromide Chemical compound [Mg+2].[Br-].[CH2-]C FRIJBUGBVQZNTB-UHFFFAOYSA-M 0.000 description 1
- BBXRZUZBTAVJPH-UHFFFAOYSA-L magnesium;pyrrolidin-2-one;dibromide Chemical compound [Mg+2].[Br-].[Br-].O=C1CCCN1 BBXRZUZBTAVJPH-UHFFFAOYSA-L 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000233 poly(alkylene oxides) Polymers 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920005906 polyester polyol Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 239000002516 radical scavenger Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- 238000001721 transfer moulding Methods 0.000 description 1
- 238000005406 washing 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
- 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
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 |
|---|---|---|---|
| US06/682,719 US4596865A (en) | 1984-12-17 | 1984-12-17 | Promotion of ε-caprolactam block copolymerization |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DD240212A5 true DD240212A5 (de) | 1986-10-22 |
Family
ID=24740845
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DD85284390A DD240212A5 (de) | 1984-12-17 | 1985-12-16 | Gemisch das unter bildung eines nylon-6-blockcopolymers polymerisiert |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US4596865A (cs) |
| EP (1) | EP0186646A3 (cs) |
| JP (1) | JPH0649755B2 (cs) |
| KR (1) | KR900004793B1 (cs) |
| AU (1) | AU571761B2 (cs) |
| BR (1) | BR8506313A (cs) |
| CA (1) | CA1255038A (cs) |
| CS (1) | CS268168B2 (cs) |
| DD (1) | DD240212A5 (cs) |
| DK (1) | DK581985A (cs) |
| PT (1) | PT81688B (cs) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL8400006A (nl) * | 1984-01-03 | 1985-08-01 | Stamicarbon | Werkwijze voor de condensatie van imide en alkohol. |
| US4595746A (en) * | 1984-12-17 | 1986-06-17 | Monsanto Company | Promotion of ε-caprolactam polymerization with lactam magnesium halide catalyst and 2-oxo-1-pyrrolidinyl groups |
| JP3347545B2 (ja) * | 1995-09-13 | 2002-11-20 | 三菱化学株式会社 | ランダム共重合ポリアミド樹脂及びその製造法 |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4223112A (en) * | 1975-03-03 | 1980-09-16 | Monsanto Company | Lactam-polyol-polyacyl lactam terpolymers |
| JPS5821423A (ja) * | 1981-06-16 | 1983-02-08 | モンサント・カンパニ− | 酸ハライドおよびアシルラクタム官能性物質 |
| JPS5821425A (ja) * | 1981-06-16 | 1983-02-08 | モンサント・カンパニ− | ナイロンブロツク重合体の製法 |
| ZA824217B (en) * | 1981-06-16 | 1983-04-27 | Monsanto Co | Acid halide and acyllactam functional materials and the process for the preparation of nylon block polymers therewith |
| EP0159704B1 (en) * | 1981-06-16 | 1989-01-18 | Dsm Rim Nylon V.O.F | Process for the preparation of molded nylon block polymers |
| DE3273791D1 (en) * | 1981-06-16 | 1986-11-20 | Monsanto Co | Acid halide and acyllactam functional materials and process for the preparation of nylon block polymers therewith |
| US4507465A (en) * | 1982-12-29 | 1985-03-26 | Toray Industries, Inc. | Process for producing lactam/polyol block copolymer |
| JPS6028145A (ja) * | 1983-07-25 | 1985-02-13 | Hitachi Ltd | 回転陽極ｘ線管 |
| JPS60168723A (ja) * | 1983-12-12 | 1985-09-02 | モンサント・カンパニ− | ナイロンブロツク共重合体の製法 |
| US4587305A (en) * | 1983-12-12 | 1986-05-06 | Monsanto Company | Composition for use in preparing nylon block copolymer |
| US4595747A (en) * | 1984-12-17 | 1986-06-17 | Monsanto Company | Viscosified lactam polymerization initiator solutions |
| US4595746A (en) * | 1984-12-17 | 1986-06-17 | Monsanto Company | Promotion of ε-caprolactam polymerization with lactam magnesium halide catalyst and 2-oxo-1-pyrrolidinyl groups |
-
1984
- 1984-12-17 US US06/682,719 patent/US4596865A/en not_active Expired - Fee Related
-
1985
- 1985-12-16 CS CS859338A patent/CS268168B2/cs unknown
- 1985-12-16 BR BR8506313A patent/BR8506313A/pt unknown
- 1985-12-16 PT PT81688A patent/PT81688B/pt not_active IP Right Cessation
- 1985-12-16 KR KR1019850009449A patent/KR900004793B1/ko not_active Expired
- 1985-12-16 CA CA000497762A patent/CA1255038A/en not_active Expired
- 1985-12-16 JP JP60281244A patent/JPH0649755B2/ja not_active Expired - Lifetime
- 1985-12-16 AU AU51271/85A patent/AU571761B2/en not_active Ceased
- 1985-12-16 EP EP85870183A patent/EP0186646A3/en not_active Withdrawn
- 1985-12-16 DD DD85284390A patent/DD240212A5/de unknown
- 1985-12-16 DK DK581985A patent/DK581985A/da not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| US4596865A (en) | 1986-06-24 |
| KR860004945A (ko) | 1986-07-16 |
| EP0186646A3 (en) | 1988-07-20 |
| KR900004793B1 (ko) | 1990-07-05 |
| EP0186646A2 (en) | 1986-07-02 |
| CA1255038A (en) | 1989-05-30 |
| CS933885A2 (en) | 1989-03-14 |
| DK581985D0 (da) | 1985-12-16 |
| JPS61143429A (ja) | 1986-07-01 |
| PT81688B (pt) | 1987-11-30 |
| AU5127185A (en) | 1986-06-26 |
| BR8506313A (pt) | 1986-08-26 |
| PT81688A (en) | 1986-01-01 |
| AU571761B2 (en) | 1988-04-21 |
| CS268168B2 (en) | 1990-03-14 |
| JPH0649755B2 (ja) | 1994-06-29 |
| DK581985A (da) | 1986-06-18 |
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