CA1163036A - Block copolymer of polyetheramide and random copolymer of polyamide and polyetheramide - Google Patents
Block copolymer of polyetheramide and random copolymer of polyamide and polyetheramideInfo
- Publication number
- CA1163036A CA1163036A CA000359250A CA359250A CA1163036A CA 1163036 A CA1163036 A CA 1163036A CA 000359250 A CA000359250 A CA 000359250A CA 359250 A CA359250 A CA 359250A CA 1163036 A CA1163036 A CA 1163036A
- Authority
- CA
- Canada
- Prior art keywords
- polyetheramide
- polyamide
- block copolymer
- copolymer
- random copolymer
- 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
- 229920002647 polyamide Polymers 0.000 title claims abstract description 36
- 239000004952 Polyamide Substances 0.000 title claims abstract description 34
- 229920002614 Polyether block amide Polymers 0.000 title claims abstract description 31
- 229920001400 block copolymer Polymers 0.000 title claims abstract description 31
- 229920005604 random copolymer Polymers 0.000 title claims abstract description 29
- 239000002243 precursor Substances 0.000 claims abstract description 33
- GVNWZKBFMFUVNX-UHFFFAOYSA-N Adipamide Chemical compound NC(=O)CCCCC(N)=O GVNWZKBFMFUVNX-UHFFFAOYSA-N 0.000 claims abstract description 6
- 229920001519 homopolymer Polymers 0.000 claims abstract description 6
- 238000002844 melting Methods 0.000 claims description 16
- 230000008018 melting Effects 0.000 claims description 16
- 229920001577 copolymer Polymers 0.000 claims description 12
- 229920002302 Nylon 6,6 Polymers 0.000 claims description 9
- 125000002947 alkylene group Chemical group 0.000 claims description 3
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims 1
- 125000006832 (C1-C10) alkylene group Chemical group 0.000 claims 1
- 125000006835 (C6-C20) arylene group Chemical group 0.000 claims 1
- 239000000203 mixture Substances 0.000 abstract description 25
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract description 12
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 abstract description 8
- 235000011037 adipic acid Nutrition 0.000 abstract description 4
- 239000001361 adipic acid Substances 0.000 abstract description 4
- 239000000835 fiber Substances 0.000 abstract description 4
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical class NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 abstract description 4
- 238000006116 polymerization reaction Methods 0.000 abstract description 2
- 150000003839 salts Chemical class 0.000 description 23
- 238000002156 mixing Methods 0.000 description 13
- 229920000642 polymer Polymers 0.000 description 13
- -1 ether diamine Chemical class 0.000 description 8
- 238000000034 method Methods 0.000 description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 229920002292 Nylon 6 Polymers 0.000 description 6
- 238000006068 polycondensation reaction Methods 0.000 description 6
- 238000007056 transamidation reaction Methods 0.000 description 6
- 150000004985 diamines Chemical class 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 239000000155 melt Substances 0.000 description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 230000002411 adverse Effects 0.000 description 3
- VDBXLXRWMYNMHL-UHFFFAOYSA-N decanediamide Chemical compound NC(=O)CCCCCCCCC(N)=O VDBXLXRWMYNMHL-UHFFFAOYSA-N 0.000 description 3
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 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 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- 239000004677 Nylon Substances 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 2
- 235000019253 formic acid Nutrition 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229920001778 nylon Polymers 0.000 description 2
- 230000000379 polymerizing effect Effects 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- IVSZLXZYQVIEFR-UHFFFAOYSA-N 1,3-Dimethylbenzene Natural products CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-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
- 229920000305 Nylon 6,10 Polymers 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001278 adipic acid derivatives Chemical class 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000003610 charcoal Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- FJXWKBZRTWEWBJ-UHFFFAOYSA-N nonanediamide Chemical compound NC(=O)CCCCCCCC(N)=O FJXWKBZRTWEWBJ-UHFFFAOYSA-N 0.000 description 1
- NZMKDIRSECSIMC-UHFFFAOYSA-N oxonane-4,7-diamine Chemical compound NC1CCOCCC(N)CC1 NZMKDIRSECSIMC-UHFFFAOYSA-N 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 230000008707 rearrangement Effects 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 239000000126 substance 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyamides (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Artificial Filaments (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US73,331 | 1979-09-06 | ||
| US06/073,331 US4273898A (en) | 1979-09-06 | 1979-09-06 | Block copolymer of polyetheramide and random copolymer of polyamide and polyetheramide |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1163036A true CA1163036A (en) | 1984-02-28 |
Family
ID=22113100
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000359250A Expired CA1163036A (en) | 1979-09-06 | 1980-08-29 | Block copolymer of polyetheramide and random copolymer of polyamide and polyetheramide |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US4273898A (OSRAM) |
| EP (1) | EP0035551B1 (OSRAM) |
| BE (1) | BE885138A (OSRAM) |
| CA (1) | CA1163036A (OSRAM) |
| DK (1) | DK199281A (OSRAM) |
| ES (1) | ES495073A0 (OSRAM) |
| GB (1) | GB2075529B (OSRAM) |
| IN (1) | IN156407B (OSRAM) |
| IT (1) | IT1141023B (OSRAM) |
| MX (1) | MX156743A (OSRAM) |
| NL (1) | NL8020350A (OSRAM) |
| SE (1) | SE447733B (OSRAM) |
| SU (1) | SU1581225A3 (OSRAM) |
| WO (1) | WO1981000719A1 (OSRAM) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2579601B1 (fr) * | 1985-03-28 | 1987-12-11 | Rhone Poulenc Spec Chim | Copolyetheramides techniques souples a basse temperature |
| GB8913699D0 (en) * | 1989-06-14 | 1989-08-02 | Smith Kline French Lab | Compounds |
| US5900471A (en) * | 1997-04-03 | 1999-05-04 | Alliedsignal Inc. | Films of blended nylon resins and laminates therefrom |
| KR20050006246A (ko) * | 2002-05-14 | 2005-01-15 | 이 아이 듀폰 디 네모아 앤드 캄파니 | 수용성 폴리아미드로 제조된 포장재 및 용기 및 이들의제조 방법 |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1150725A (en) * | 1965-05-27 | 1969-04-30 | Courtaulds Ltd | Improvements in the Manufacture of Block Copolyamides |
| US3397107A (en) * | 1965-07-22 | 1968-08-13 | Kanegafuchi Spinning Co Ltd | Composite polyamide filaments with improved potential crimpability and method of making the same |
| DE1595758A1 (de) * | 1966-08-02 | 1970-02-12 | Glanzstoff Ag | Verfahren zur Herstellung von Polyamiden mit AEtherbindungen |
| US3729449A (en) * | 1969-08-27 | 1973-04-24 | Kanegafuchi Spinning Co Ltd | Polyamide fibers composed of the polyamide and methods for producing thereof |
| US4177222A (en) * | 1973-11-14 | 1979-12-04 | Suntech, Inc. | Block copolymer of poly(dioxa-amide) and polyamide |
| US4168602A (en) * | 1975-03-11 | 1979-09-25 | Sun Ventures, Inc. | Block copolymer of poly (dioxaarylamide) and polyamide and fibers and fibrous material produced therefrom |
| US4113794A (en) * | 1975-03-12 | 1978-09-12 | Sun Ventures, Inc. | Copolymer of blocks of random poly(dioxa-amide) and polyamide |
| US4130602A (en) * | 1975-03-12 | 1978-12-19 | Sun Ventures, Inc. | Block copolymer of poly(dioxa-amide) and polyamide |
| US4136133A (en) * | 1975-03-27 | 1979-01-23 | Sun Ventures, Inc. | Block copolymer of poly (oxa-amide) and polyamide |
| 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 |
| US4165346A (en) * | 1976-11-26 | 1979-08-21 | Sun Oil Company Of Pennsylvania | Copolymer of poly(4,7-dioxadecamethylene adipamide)-polycaprolactam containing terephthalic acid |
-
1979
- 1979-09-06 US US06/073,331 patent/US4273898A/en not_active Expired - Lifetime
-
1980
- 1980-08-20 IN IN950/CAL/80A patent/IN156407B/en unknown
- 1980-08-25 EP EP80901835A patent/EP0035551B1/en not_active Expired
- 1980-08-25 GB GB8113388A patent/GB2075529B/en not_active Expired
- 1980-08-25 NL NL8020350A patent/NL8020350A/nl not_active Application Discontinuation
- 1980-08-25 WO PCT/US1980/001098 patent/WO1981000719A1/en not_active Ceased
- 1980-08-27 IT IT24320/80A patent/IT1141023B/it active
- 1980-08-29 CA CA000359250A patent/CA1163036A/en not_active Expired
- 1980-09-05 MX MX183836A patent/MX156743A/es unknown
- 1980-09-05 ES ES495073A patent/ES495073A0/es active Granted
- 1980-09-08 BE BE0/202031A patent/BE885138A/fr not_active IP Right Cessation
-
1981
- 1981-04-23 SE SE8102593A patent/SE447733B/sv not_active IP Right Cessation
- 1981-05-05 SU SU813279901A patent/SU1581225A3/ru active
- 1981-05-05 DK DK199281A patent/DK199281A/da not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| EP0035551A1 (en) | 1981-09-16 |
| ES8106918A1 (es) | 1981-10-01 |
| DK199281A (da) | 1981-05-05 |
| MX156743A (es) | 1988-09-29 |
| EP0035551A4 (en) | 1982-01-26 |
| WO1981000719A1 (en) | 1981-03-19 |
| SE447733B (sv) | 1986-12-08 |
| IT8024320A0 (it) | 1980-08-27 |
| GB2075529A (en) | 1981-11-18 |
| IN156407B (OSRAM) | 1985-07-20 |
| US4273898A (en) | 1981-06-16 |
| IT1141023B (it) | 1986-10-01 |
| BE885138A (fr) | 1981-03-09 |
| SU1581225A3 (ru) | 1990-07-23 |
| GB2075529B (en) | 1984-03-14 |
| ES495073A0 (es) | 1981-10-01 |
| EP0035551B1 (en) | 1988-04-06 |
| SE8102593L (sv) | 1981-04-23 |
| NL8020350A (nl) | 1981-07-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |