CA1047195A - Block copolymer of poly(oxa-alkylene amide) and polyamide - Google Patents
Block copolymer of poly(oxa-alkylene amide) and polyamideInfo
- Publication number
- CA1047195A CA1047195A CA213,636A CA213636A CA1047195A CA 1047195 A CA1047195 A CA 1047195A CA 213636 A CA213636 A CA 213636A CA 1047195 A CA1047195 A CA 1047195A
- Authority
- CA
- Canada
- Prior art keywords
- copolymer
- nylon
- poly
- polymer
- fiber
- 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
- 239000004952 Polyamide Substances 0.000 title claims abstract description 26
- 229920002647 polyamide Polymers 0.000 title claims abstract description 25
- 229920001400 block copolymer Polymers 0.000 title claims abstract description 16
- 229920001577 copolymer Polymers 0.000 claims abstract description 41
- 239000000835 fiber Substances 0.000 claims abstract description 37
- 229920002292 Nylon 6 Polymers 0.000 claims abstract description 20
- 229920002302 Nylon 6,6 Polymers 0.000 claims description 6
- 238000009987 spinning Methods 0.000 claims description 5
- 238000001125 extrusion Methods 0.000 claims description 4
- 125000002947 alkylene group Chemical group 0.000 claims description 3
- 238000002074 melt spinning Methods 0.000 claims 3
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims 1
- 125000006832 (C1-C10) alkylene group Chemical group 0.000 claims 1
- 238000002156 mixing Methods 0.000 abstract description 14
- 238000010521 absorption reaction Methods 0.000 abstract description 5
- GVNWZKBFMFUVNX-UHFFFAOYSA-N Adipamide Chemical compound NC(=O)CCCCC(N)=O GVNWZKBFMFUVNX-UHFFFAOYSA-N 0.000 abstract description 4
- 239000000155 melt Substances 0.000 abstract description 3
- 239000000470 constituent Substances 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 description 53
- 239000000203 mixture Substances 0.000 description 14
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 12
- 238000000034 method Methods 0.000 description 12
- 238000002844 melting Methods 0.000 description 11
- 230000008018 melting Effects 0.000 description 11
- 150000003839 salts Chemical class 0.000 description 11
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 8
- 230000007423 decrease Effects 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 229920005603 alternating copolymer Polymers 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- 229960005419 nitrogen Drugs 0.000 description 6
- -1 polyethylene Polymers 0.000 description 6
- 150000004985 diamines Chemical class 0.000 description 5
- 238000010438 heat treatment Methods 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 239000004753 textile Substances 0.000 description 5
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
- 229920000742 Cotton Polymers 0.000 description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- 235000011037 adipic acid Nutrition 0.000 description 4
- 239000001361 adipic acid Substances 0.000 description 4
- 239000003963 antioxidant agent Substances 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 4
- 239000004744 fabric Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 229920000305 Nylon 6,10 Polymers 0.000 description 3
- 150000001408 amides Chemical group 0.000 description 3
- 230000003078 antioxidant effect Effects 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 238000000354 decomposition reaction Methods 0.000 description 3
- 229920001971 elastomer Polymers 0.000 description 3
- 229920001519 homopolymer Polymers 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- 239000005060 rubber Substances 0.000 description 3
- 239000000243 solution Substances 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
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 229920000571 Nylon 11 Polymers 0.000 description 2
- JKRZOJADNVOXPM-UHFFFAOYSA-N Oxalic acid dibutyl ester Chemical compound CCCCOC(=O)C(=O)OCCCC JKRZOJADNVOXPM-UHFFFAOYSA-N 0.000 description 2
- 238000005984 hydrogenation reaction Methods 0.000 description 2
- 238000010348 incorporation Methods 0.000 description 2
- OSWPMRLSEDHDFF-UHFFFAOYSA-N methyl salicylate Chemical compound COC(=O)C1=CC=CC=C1O OSWPMRLSEDHDFF-UHFFFAOYSA-N 0.000 description 2
- 229920001778 nylon Polymers 0.000 description 2
- 238000009941 weaving 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
- DZIHTWJGPDVSGE-UHFFFAOYSA-N 4-[(4-aminocyclohexyl)methyl]cyclohexan-1-amine Chemical compound C1CC(N)CCC1CC1CCC(N)CC1 DZIHTWJGPDVSGE-UHFFFAOYSA-N 0.000 description 1
- PPKRHKAXRRVXBQ-UHFFFAOYSA-N 4-[(4-aminocyclohexyl)methyl]cyclohexan-1-amine;dodecanamide Chemical compound CCCCCCCCCCCC(N)=O.C1CC(N)CCC1CC1CCC(N)CC1 PPKRHKAXRRVXBQ-UHFFFAOYSA-N 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 208000003629 Rupture Diseases 0.000 description 1
- 108091006629 SLC13A2 Proteins 0.000 description 1
- 208000027418 Wounds and injury Diseases 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000004840 adhesive resin Substances 0.000 description 1
- 229920006223 adhesive resin Polymers 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- ZRSKSQHEOZFGLJ-UHFFFAOYSA-N ammonium adipate Chemical compound [NH4+].[NH4+].[O-]C(=O)CCCCC([O-])=O ZRSKSQHEOZFGLJ-UHFFFAOYSA-N 0.000 description 1
- 235000019293 ammonium adipate Nutrition 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 238000007278 cyanoethylation reaction Methods 0.000 description 1
- VDBXLXRWMYNMHL-UHFFFAOYSA-N decanediamide Chemical compound NC(=O)CCCCCCCCC(N)=O VDBXLXRWMYNMHL-UHFFFAOYSA-N 0.000 description 1
- LDQKOMIAMZTQDH-UHFFFAOYSA-N decanediamide methane Chemical compound C.NC(=O)CCCCCCCCC(N)=O LDQKOMIAMZTQDH-UHFFFAOYSA-N 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229920001477 hydrophilic polymer Polymers 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000009940 knitting Methods 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- 239000013627 low molecular weight specie Substances 0.000 description 1
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229940100630 metacresol Drugs 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 229960001047 methyl salicylate Drugs 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- FJXWKBZRTWEWBJ-UHFFFAOYSA-N nonanediamide Chemical compound NC(=O)CCCCCCCC(N)=O FJXWKBZRTWEWBJ-UHFFFAOYSA-N 0.000 description 1
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000006069 physical mixture Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920002587 poly(1,3-butadiene) polymer Polymers 0.000 description 1
- 238000012643 polycondensation polymerization Methods 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000010104 thermoplastic forming Methods 0.000 description 1
- 125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 230000004580 weight loss Effects 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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyamides (AREA)
- Artificial Filaments (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US41558373A | 1973-11-14 | 1973-11-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1047195A true CA1047195A (en) | 1979-01-23 |
Family
ID=23646293
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA213,636A Expired CA1047195A (en) | 1973-11-14 | 1974-11-13 | Block copolymer of poly(oxa-alkylene amide) and polyamide |
Country Status (12)
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4136133A (en) | 1975-03-27 | 1979-01-23 | Sun Ventures, Inc. | Block copolymer of poly (oxa-amide) and polyamide |
| US4165346A (en) * | 1976-11-26 | 1979-08-21 | Sun Oil Company Of Pennsylvania | Copolymer of poly(4,7-dioxadecamethylene adipamide)-polycaprolactam containing terephthalic acid |
| US4235714A (en) | 1978-12-18 | 1980-11-25 | Suntech, Inc. | Hydrophilic polyamide film for semipermeable membranes |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2158064A (en) * | 1936-07-01 | 1939-05-16 | Du Pont | Polyamides and their production |
| US2339237A (en) * | 1941-04-11 | 1944-01-18 | Du Pont | Blended polyamides |
| BE444942A (fr) * | 1941-04-20 | 1942-04-30 | Ig Farbenindustrie Ag | Procédé de fabrication de polyoxamides linéaires |
| 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 |
-
1974
- 1974-11-01 IN IN2394/CAL/1974A patent/IN142631B/en unknown
- 1974-11-12 JP JP12963474A patent/JPS5520489B2/ja not_active Expired
- 1974-11-13 ES ES431889A patent/ES431889A1/es not_active Expired
- 1974-11-13 NL NL7414788A patent/NL7414788A/xx not_active Application Discontinuation
- 1974-11-13 DK DK590574A patent/DK590574A/da not_active Application Discontinuation
- 1974-11-13 IT IT29411/74A patent/IT1025677B/it active
- 1974-11-13 CA CA213,636A patent/CA1047195A/en not_active Expired
- 1974-11-14 DE DE2454119A patent/DE2454119C2/de not_active Expired
- 1974-11-14 FR FR7437526A patent/FR2250789B1/fr not_active Expired
- 1974-11-14 GB GB49285/74A patent/GB1492047A/en not_active Expired
- 1974-11-14 SE SE7414343A patent/SE420206B/sv not_active IP Right Cessation
- 1974-11-14 BE BE150476A patent/BE822166A/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| SE7414343L (enrdf_load_stackoverflow) | 1975-05-15 |
| BE822166A (fr) | 1975-05-14 |
| SE420206B (sv) | 1981-09-21 |
| FR2250789A1 (enrdf_load_stackoverflow) | 1975-06-06 |
| JPS5520489B2 (enrdf_load_stackoverflow) | 1980-06-03 |
| IN142631B (enrdf_load_stackoverflow) | 1977-08-06 |
| IT1025677B (it) | 1978-08-30 |
| DE2454119C2 (de) | 1985-03-14 |
| NL7414788A (nl) | 1975-05-16 |
| DE2454119A1 (de) | 1975-05-15 |
| ES431889A1 (es) | 1977-02-01 |
| JPS5080394A (enrdf_load_stackoverflow) | 1975-06-30 |
| DK590574A (enrdf_load_stackoverflow) | 1975-07-14 |
| FR2250789B1 (enrdf_load_stackoverflow) | 1978-09-29 |
| GB1492047A (en) | 1977-11-16 |
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