CA1155585A - Manufacture of a block copolymer containing a polyetheramide and a polylactam - Google Patents
Manufacture of a block copolymer containing a polyetheramide and a polylactamInfo
- Publication number
- CA1155585A CA1155585A CA000363476A CA363476A CA1155585A CA 1155585 A CA1155585 A CA 1155585A CA 000363476 A CA000363476 A CA 000363476A CA 363476 A CA363476 A CA 363476A CA 1155585 A CA1155585 A CA 1155585A
- Authority
- CA
- Canada
- Prior art keywords
- polyetheramide
- lactam
- block copolymer
- temperature
- polylactam
- 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
- 229920002614 Polyether block amide Polymers 0.000 title claims abstract description 35
- 229920001400 block copolymer Polymers 0.000 title abstract description 26
- 238000004519 manufacturing process Methods 0.000 title description 2
- 150000003951 lactams Chemical class 0.000 claims abstract description 35
- 238000000034 method Methods 0.000 claims abstract description 31
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 claims abstract description 28
- GVNWZKBFMFUVNX-UHFFFAOYSA-N Adipamide Chemical compound NC(=O)CCCCC(N)=O GVNWZKBFMFUVNX-UHFFFAOYSA-N 0.000 claims abstract description 14
- 230000000379 polymerizing effect Effects 0.000 claims abstract description 5
- 238000006116 polymerization reaction Methods 0.000 claims description 14
- 239000000203 mixture Substances 0.000 claims description 13
- 239000007787 solid Substances 0.000 claims description 12
- 238000010438 heat treatment Methods 0.000 claims description 11
- 238000002156 mixing Methods 0.000 claims description 8
- 238000006243 chemical reaction Methods 0.000 claims description 4
- 238000011065 in-situ storage Methods 0.000 claims description 2
- -1 caprolactam Chemical class 0.000 abstract description 7
- 239000000835 fiber Substances 0.000 abstract description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 20
- 229920000642 polymer Polymers 0.000 description 13
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 10
- 235000019253 formic acid Nutrition 0.000 description 10
- 238000002844 melting Methods 0.000 description 10
- 230000008018 melting Effects 0.000 description 10
- 150000001408 amides Chemical class 0.000 description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- 230000015572 biosynthetic process Effects 0.000 description 8
- 229920001577 copolymer Polymers 0.000 description 6
- 238000000354 decomposition reaction Methods 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 239000002245 particle Substances 0.000 description 6
- 229920005604 random copolymer Polymers 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 230000000694 effects Effects 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- 229920002292 Nylon 6 Polymers 0.000 description 3
- 238000013019 agitation Methods 0.000 description 3
- 239000000376 reactant Substances 0.000 description 3
- 230000035484 reaction time Effects 0.000 description 3
- 238000011084 recovery Methods 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- SLXKOJJOQWFEFD-UHFFFAOYSA-N 6-aminohexanoic acid Chemical compound NCCCCCC(O)=O SLXKOJJOQWFEFD-UHFFFAOYSA-N 0.000 description 2
- 239000004952 Polyamide Substances 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 239000012632 extractable Substances 0.000 description 2
- 229920002647 polyamide Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- 125000006835 (C6-C20) arylene group Chemical group 0.000 description 1
- JHWNWJKBPDFINM-UHFFFAOYSA-N Laurolactam Chemical compound O=C1CCCCCCCCCCCN1 JHWNWJKBPDFINM-UHFFFAOYSA-N 0.000 description 1
- 229920003188 Nylon 3 Polymers 0.000 description 1
- 229920001007 Nylon 4 Polymers 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 229960002684 aminocaproic acid Drugs 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 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
- 238000010923 batch production Methods 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000002844 continuous effect Effects 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 150000003950 cyclic amides Chemical class 0.000 description 1
- VDBXLXRWMYNMHL-UHFFFAOYSA-N decanediamide Chemical compound NC(=O)CCCCCCCCC(N)=O VDBXLXRWMYNMHL-UHFFFAOYSA-N 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000002074 melt spinning Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000012768 molten material Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- BXRNXXXXHLBUKK-UHFFFAOYSA-N piperazine-2,5-dione Chemical compound O=C1CNC(=O)CN1 BXRNXXXXHLBUKK-UHFFFAOYSA-N 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- HHJJPFYGIRKQOM-UHFFFAOYSA-N sodium;oxido-oxo-phenylphosphanium Chemical compound [Na+].[O-][P+](=O)C1=CC=CC=C1 HHJJPFYGIRKQOM-UHFFFAOYSA-N 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 238000007056 transamidation reaction 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
- C08G69/40—Polyamides containing oxygen in the form of ether groups
-
- 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
- C08G69/48—Polymers modified by chemical after-treatment
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Polyamides (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/133,370 US4297454A (en) | 1979-11-14 | 1979-11-14 | Manufacture of a block copolymer containing a polyetheramide and a polylactam |
| US133,370 | 1979-11-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1155585A true CA1155585A (en) | 1983-10-18 |
Family
ID=22458282
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000363476A Expired CA1155585A (en) | 1979-11-14 | 1980-10-29 | Manufacture of a block copolymer containing a polyetheramide and a polylactam |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US4297454A (en, 2012) |
| JP (1) | JPS5682819A (en, 2012) |
| BE (1) | BE886138A (en, 2012) |
| CA (1) | CA1155585A (en, 2012) |
| DE (1) | DE3043114A1 (en, 2012) |
| DK (1) | DK484380A (en, 2012) |
| ES (1) | ES8107272A1 (en, 2012) |
| FR (1) | FR2469425B1 (en, 2012) |
| GB (1) | GB2063280B (en, 2012) |
| IN (1) | IN154592B (en, 2012) |
| IT (1) | IT1134151B (en, 2012) |
| MX (1) | MX156487A (en, 2012) |
| NL (1) | NL8006173A (en, 2012) |
| SE (1) | SE444178B (en, 2012) |
| SU (1) | SU1508964A3 (en, 2012) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4417031A (en) * | 1982-01-07 | 1983-11-22 | Allied Corporation | Process for preparing graft and block copolymers |
| US4550157A (en) * | 1984-05-07 | 1985-10-29 | The Dow Chemical Company | Polyamide block copolymer from lactam and azetidine-2,4-dione |
| DE3436359A1 (de) * | 1984-10-04 | 1986-04-10 | Basf Ag, 6700 Ludwigshafen | Polyamidformteile und verfahren zu ihrer herstellung |
| AT383611B (de) * | 1984-12-27 | 1987-07-27 | Vysoka Skola Chem Tech | Verwendung eines block-copolymerisats auf basis von polyaethylenoxid und poly-6-caprolaktam in poroeser pulverform als sorbens zur stabilisierung kolloidaler und organoleptischer eigenschaften vonorganische komponenten enthaltenden getraenken, insbesondere bier, wein, spirituosen und obstgetraenken und verfahren zur herstellung dieses sorbens |
| US4956423A (en) * | 1985-10-29 | 1990-09-11 | Occidental Chemical Corporation | Hot-melt adhesives |
| US5030710A (en) * | 1990-04-10 | 1991-07-09 | Texaco Chemical Company | Nylon-6 modified with low molecular weight polyethylene glycol diamines |
| US5254668A (en) * | 1992-06-29 | 1993-10-19 | Texaco Chemical Company | Polyamidopolyfunctional amine from lactam and ether amine |
| US6074869A (en) * | 1994-07-28 | 2000-06-13 | Pall Corporation | Fibrous web for processing a fluid |
| US5582907A (en) * | 1994-07-28 | 1996-12-10 | Pall Corporation | Melt-blown fibrous web |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4177222A (en) * | 1973-11-14 | 1979-12-04 | Suntech, Inc. | Block copolymer of poly(dioxa-amide) and polyamide |
| US3944629A (en) * | 1974-06-24 | 1976-03-16 | Monsanto Company | Polyester initiated anionic catalyzed polymerization of lactam |
| US4113794A (en) * | 1975-03-12 | 1978-09-12 | Sun Ventures, Inc. | Copolymer of blocks of random poly(dioxa-amide) and polyamide |
| US4136133A (en) * | 1975-03-27 | 1979-01-23 | Sun Ventures, Inc. | Block copolymer of poly (oxa-amide) and polyamide |
| DE2647309A1 (de) * | 1976-10-20 | 1978-04-27 | Bayer Ag | Verfahren zur herstellung von blockcopolyamiden |
| US4045511A (en) * | 1976-11-08 | 1977-08-30 | Suntech, Inc. | Minimum energy process for preparing block copolymers of polyamides |
| US4044071A (en) * | 1976-11-08 | 1977-08-23 | Suntech, Inc. | Single step preparation of block copolymer of polyamides |
| SE423241B (sv) * | 1976-11-08 | 1982-04-26 | Suntech | Forfarande for framstellning av en polyamidsegmentpolymer |
| US4165346A (en) * | 1976-11-26 | 1979-08-21 | Sun Oil Company Of Pennsylvania | Copolymer of poly(4,7-dioxadecamethylene adipamide)-polycaprolactam containing terephthalic acid |
| US4045512A (en) * | 1976-11-26 | 1977-08-30 | Suntech, Inc. | Melt blending polyamide process |
-
1979
- 1979-11-14 US US06/133,370 patent/US4297454A/en not_active Expired - Lifetime
-
1980
- 1980-10-29 CA CA000363476A patent/CA1155585A/en not_active Expired
- 1980-10-31 IN IN1237/CAL/80A patent/IN154592B/en unknown
- 1980-11-03 IT IT25739/80A patent/IT1134151B/it active
- 1980-11-12 GB GB8036280A patent/GB2063280B/en not_active Expired
- 1980-11-12 NL NL8006173A patent/NL8006173A/nl not_active Application Discontinuation
- 1980-11-13 ES ES496818A patent/ES8107272A1/es not_active Expired
- 1980-11-13 FR FR8024119A patent/FR2469425B1/fr not_active Expired
- 1980-11-13 BE BE0/202780A patent/BE886138A/fr not_active IP Right Cessation
- 1980-11-13 DK DK484380A patent/DK484380A/da not_active Application Discontinuation
- 1980-11-13 JP JP15891080A patent/JPS5682819A/ja active Pending
- 1980-11-13 SE SE8007984A patent/SE444178B/sv not_active IP Right Cessation
- 1980-11-13 MX MX184759A patent/MX156487A/es unknown
- 1980-11-14 SU SU803006758A patent/SU1508964A3/ru active
- 1980-11-14 DE DE19803043114 patent/DE3043114A1/de active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| IT8025739A0 (it) | 1980-11-03 |
| DE3043114A1 (de) | 1981-08-27 |
| DE3043114C2 (en, 2012) | 1989-08-24 |
| BE886138A (fr) | 1981-05-13 |
| FR2469425B1 (fr) | 1985-10-25 |
| NL8006173A (nl) | 1981-06-16 |
| SU1508964A3 (ru) | 1989-09-15 |
| SE444178B (sv) | 1986-03-24 |
| ES496818A0 (es) | 1981-10-16 |
| GB2063280B (en) | 1983-08-10 |
| IT1134151B (it) | 1986-07-31 |
| US4297454A (en) | 1981-10-27 |
| FR2469425A1 (fr) | 1981-05-22 |
| SE8007984L (sv) | 1981-05-15 |
| MX156487A (es) | 1988-08-29 |
| IN154592B (en, 2012) | 1984-11-17 |
| JPS5682819A (en) | 1981-07-06 |
| DK484380A (da) | 1981-05-15 |
| GB2063280A (en) | 1981-06-03 |
| ES8107272A1 (es) | 1981-10-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |