JPH0362728B2 - - Google Patents
Info
- Publication number
- JPH0362728B2 JPH0362728B2 JP57049326A JP4932682A JPH0362728B2 JP H0362728 B2 JPH0362728 B2 JP H0362728B2 JP 57049326 A JP57049326 A JP 57049326A JP 4932682 A JP4932682 A JP 4932682A JP H0362728 B2 JPH0362728 B2 JP H0362728B2
- Authority
- JP
- Japan
- Prior art keywords
- lactam
- polyamide
- polymerization
- impact
- polymerization activator
- 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
- 238000006116 polymerization reaction Methods 0.000 claims description 16
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims description 14
- 239000012190 activator Substances 0.000 claims description 12
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 10
- 230000000379 polymerizing effect Effects 0.000 claims description 7
- 229920000459 Nitrile rubber Polymers 0.000 claims description 6
- NTXGQCSETZTARF-UHFFFAOYSA-N buta-1,3-diene;prop-2-enenitrile Chemical compound C=CC=C.C=CC#N NTXGQCSETZTARF-UHFFFAOYSA-N 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 5
- 229920002587 poly(1,3-butadiene) polymer Polymers 0.000 claims description 5
- 238000000034 method Methods 0.000 description 22
- 239000004952 Polyamide Substances 0.000 description 15
- 229920002647 polyamide Polymers 0.000 description 15
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 14
- 239000012948 isocyanate Substances 0.000 description 9
- 239000005062 Polybutadiene Substances 0.000 description 8
- 150000002513 isocyanates Chemical class 0.000 description 8
- 229920002857 polybutadiene Polymers 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- JHWNWJKBPDFINM-UHFFFAOYSA-N Laurolactam Chemical compound O=C1CCCCCCCCCCCN1 JHWNWJKBPDFINM-UHFFFAOYSA-N 0.000 description 6
- 238000010539 anionic addition polymerization reaction Methods 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 229920001519 homopolymer Polymers 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 239000002685 polymerization catalyst Substances 0.000 description 3
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 230000008025 crystallization Effects 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- XUWHAWMETYGRKB-UHFFFAOYSA-N piperidin-2-one Chemical compound O=C1CCCCN1 XUWHAWMETYGRKB-UHFFFAOYSA-N 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 229920000049 Carbon (fiber) Polymers 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- CJYXCQLOZNIMFP-UHFFFAOYSA-N azocan-2-one Chemical compound O=C1CCCCCCN1 CJYXCQLOZNIMFP-UHFFFAOYSA-N 0.000 description 1
- YDLSUFFXJYEVHW-UHFFFAOYSA-N azonan-2-one Chemical compound O=C1CCCCCCCN1 YDLSUFFXJYEVHW-UHFFFAOYSA-N 0.000 description 1
- 150000007514 bases Chemical class 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000004917 carbon fiber Substances 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 150000004678 hydrides Chemical class 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 238000012693 lactam polymerization Methods 0.000 description 1
- 150000003951 lactams Chemical class 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- 239000003348 petrochemical agent Substances 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 229910000104 sodium hydride Inorganic materials 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 239000010456 wollastonite Substances 0.000 description 1
- 229910052882 wollastonite Inorganic materials 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
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/67—Unsaturated compounds having active hydrogen
- C08G18/69—Polymers of conjugated dienes
-
- 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
-
- 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
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 (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP57049326A JPS58167623A (ja) | 1982-03-27 | 1982-03-27 | 耐衝撃性ブロツクコポリアミドの製造法 |
| EP83301707A EP0091250B1 (en) | 1982-03-27 | 1983-03-25 | Production of block copolyamide from omega-lactam |
| DE8383301707T DE3372628D1 (en) | 1982-03-27 | 1983-03-25 | Production of block copolyamide from omega-lactam |
| US06/479,237 US4485213A (en) | 1982-03-27 | 1983-03-28 | Process for the production of high impact block copolyamide |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP57049326A JPS58167623A (ja) | 1982-03-27 | 1982-03-27 | 耐衝撃性ブロツクコポリアミドの製造法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS58167623A JPS58167623A (ja) | 1983-10-03 |
| JPH0362728B2 true JPH0362728B2 (enExample) | 1991-09-26 |
Family
ID=12827854
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP57049326A Granted JPS58167623A (ja) | 1982-03-27 | 1982-03-27 | 耐衝撃性ブロツクコポリアミドの製造法 |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US4485213A (enExample) |
| EP (1) | EP0091250B1 (enExample) |
| JP (1) | JPS58167623A (enExample) |
| DE (1) | DE3372628D1 (enExample) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1249088A (en) * | 1984-03-29 | 1989-01-17 | William L. Hergenrother | Rapid bulk polymerization of polybutadiene/nylon and related block copolymers |
| US4810753A (en) * | 1985-10-29 | 1989-03-07 | Mitsubishi Chemical Industries Limited | Process for producing polyamide |
| US4694039A (en) * | 1986-03-26 | 1987-09-15 | Dsm Rim Nylon V.O.F. | Stabilized lactam polymerization solutions |
| DE3786415T2 (de) * | 1986-04-23 | 1993-10-21 | Sumitomo Chemical Co | Katalytische Herstellung von Polyamidblockcopolymeren. |
| CA2016189C (en) * | 1989-11-30 | 1999-05-25 | Gerd M. Lenke | Abrasion resistant polyurethane blend compositions |
| JP2005517783A (ja) * | 2002-02-21 | 2005-06-16 | シュティヒティング ダッチ ポリマー インスティテュート | 1以上のアミドセグメントを含むコポリマー |
| CN104004346A (zh) * | 2014-05-22 | 2014-08-27 | 广州市南方尼龙制品有限公司 | 一种超韧耐磨mc尼龙复合材料及其制备方法 |
| US10633513B2 (en) * | 2018-03-26 | 2020-04-28 | Fina Technology, Inc. | Curable low sulfur liquid rubber compositions and methods of manufacturing the same |
| CN111057207A (zh) * | 2018-10-17 | 2020-04-24 | 上海浦加钻采技术有限公司 | 螺杆钻具用弹性体材料的预聚体及其制备方法 |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2877212A (en) * | 1954-10-11 | 1959-03-10 | Du Pont | Polyurethanes from difunctional polymers of conjugated dienes |
| GB1099265A (en) * | 1964-05-11 | 1968-01-17 | British Celanese | Improvements relating to the polymerisation of caprolactam |
| GB1169737A (en) * | 1966-04-29 | 1969-11-05 | Internat Synthetic Rubber Comp | Thermoplastic Elastomer Block Polymers |
| US3511893A (en) * | 1967-07-31 | 1970-05-12 | Polymer Corp | Polyamides block copolymers with caprolactam and caprylactam |
| US3770849A (en) * | 1971-02-01 | 1973-11-06 | Union Carbide Corp | Lactam-vinyl block copolymers |
| US3887643A (en) * | 1971-06-07 | 1975-06-03 | Phillips Petroleum Co | Diene-lactam block copolymers |
| US3859382A (en) * | 1972-01-19 | 1975-01-07 | Firestone Tire & Rubber Co | Method of making nylon constituent block copolymers of predetermined pliability at low temperatures |
| US4151222A (en) * | 1975-05-05 | 1979-04-24 | The Firestone Tire & Rubber Company | Amine terminated polymers and the formation of block copolymers |
| US4070344A (en) * | 1975-05-05 | 1978-01-24 | The Firestone Tire And Rubber Company | Amine terminated polymers and the formation of block copolymers |
| DD139337A3 (de) * | 1975-05-06 | 1979-12-27 | Christoph Roth | Verfahren zur herstellung von mit blockierten isocyanaten abgeschlossenen homo-und copolymerisaten konjugierter diene und vinylaromatischer verbindungen |
| FR2322165A1 (fr) * | 1975-09-01 | 1977-03-25 | Inst Francais Du Petrole | Nouveaux copolymeres sequences a base de polyamide et leur preparation a partir de copolymeres butadiene-acrylonitrile a terminaisons acyllactames |
| JPS5757720A (en) * | 1980-09-25 | 1982-04-07 | Daicel Chem Ind Ltd | Roduction of copolyamide resin |
-
1982
- 1982-03-27 JP JP57049326A patent/JPS58167623A/ja active Granted
-
1983
- 1983-03-25 EP EP83301707A patent/EP0091250B1/en not_active Expired
- 1983-03-25 DE DE8383301707T patent/DE3372628D1/de not_active Expired
- 1983-03-28 US US06/479,237 patent/US4485213A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JPS58167623A (ja) | 1983-10-03 |
| US4485213A (en) | 1984-11-27 |
| DE3372628D1 (en) | 1987-08-27 |
| EP0091250A1 (en) | 1983-10-12 |
| EP0091250B1 (en) | 1987-07-22 |
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