CA1067647A - Polyamide terpolymer - Google Patents
Polyamide terpolymerInfo
- Publication number
- CA1067647A CA1067647A CA265,390A CA265390A CA1067647A CA 1067647 A CA1067647 A CA 1067647A CA 265390 A CA265390 A CA 265390A CA 1067647 A CA1067647 A CA 1067647A
- Authority
- CA
- Canada
- Prior art keywords
- weight
- nylon
- resin
- terpolyamide
- segment
- 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
- 229920001897 terpolymer Polymers 0.000 title claims description 5
- 239000004952 Polyamide Substances 0.000 title description 3
- 229920002647 polyamide Polymers 0.000 title description 3
- 229920005989 resin Polymers 0.000 claims abstract description 69
- 239000011347 resin Substances 0.000 claims abstract description 69
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 15
- 229920000642 polymer Polymers 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 12
- 238000002360 preparation method Methods 0.000 claims description 12
- 150000001408 amides Chemical class 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
- 239000012266 salt solution Substances 0.000 claims description 5
- 239000004215 Carbon black (E152) Substances 0.000 claims description 3
- 229930195733 hydrocarbon Natural products 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 claims description 2
- 238000001704 evaporation Methods 0.000 claims description 2
- 239000011541 reaction mixture Substances 0.000 claims 1
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 abstract description 54
- 239000004677 Nylon Substances 0.000 abstract description 44
- 229920001778 nylon Polymers 0.000 abstract description 44
- 229920000572 Nylon 6/12 Polymers 0.000 abstract description 28
- 239000011592 zinc chloride Substances 0.000 abstract description 27
- 235000005074 zinc chloride Nutrition 0.000 abstract description 27
- 229920002302 Nylon 6,6 Polymers 0.000 abstract description 24
- KKEYFWRCBNTPAC-UHFFFAOYSA-N terephthalic acid group Chemical group C(C1=CC=C(C(=O)O)C=C1)(=O)O KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 abstract description 10
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical group OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 abstract description 7
- 229920000305 Nylon 6,10 Polymers 0.000 abstract description 5
- 150000003839 salts Chemical class 0.000 description 50
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 26
- 229960001939 zinc chloride Drugs 0.000 description 26
- 239000000243 solution Substances 0.000 description 18
- 239000000203 mixture Substances 0.000 description 14
- 239000008188 pellet Substances 0.000 description 11
- 238000012360 testing method Methods 0.000 description 11
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 9
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 8
- 239000002253 acid Substances 0.000 description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 6
- TVIDDXQYHWJXFK-UHFFFAOYSA-N dodecanedioic acid Chemical compound OC(=O)CCCCCCCCCCC(O)=O TVIDDXQYHWJXFK-UHFFFAOYSA-N 0.000 description 6
- 238000000465 moulding Methods 0.000 description 6
- 229920006122 polyamide resin Polymers 0.000 description 6
- 239000007864 aqueous solution Substances 0.000 description 5
- 229920006111 poly(hexamethylene terephthalamide) Polymers 0.000 description 5
- RWLALWYNXFYRGW-UHFFFAOYSA-N 2-Ethyl-1,3-hexanediol Chemical compound CCCC(O)C(CC)CO RWLALWYNXFYRGW-UHFFFAOYSA-N 0.000 description 4
- 229910021595 Copper(I) iodide Inorganic materials 0.000 description 4
- 239000001361 adipic acid Substances 0.000 description 4
- 235000011037 adipic acid Nutrition 0.000 description 4
- LSXDOTMGLUJQCM-UHFFFAOYSA-M copper(i) iodide Chemical compound I[Cu] LSXDOTMGLUJQCM-UHFFFAOYSA-M 0.000 description 4
- 229960005082 etohexadiol Drugs 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 229940083916 aluminum distearate Drugs 0.000 description 3
- RDIVANOKKPKCTO-UHFFFAOYSA-K aluminum;octadecanoate;hydroxide Chemical compound [OH-].[Al+3].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O RDIVANOKKPKCTO-UHFFFAOYSA-K 0.000 description 3
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 3
- 238000007654 immersion Methods 0.000 description 3
- 239000000314 lubricant Substances 0.000 description 3
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- XIZNSFKZKZTGNG-UHFFFAOYSA-N 2-butylbenzenesulfonamide Chemical compound CCCCC1=CC=CC=C1S(N)(=O)=O XIZNSFKZKZTGNG-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- 229920002292 Nylon 6 Polymers 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 125000003368 amide group Chemical group 0.000 description 2
- 239000002518 antifoaming agent Substances 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 238000001746 injection moulding Methods 0.000 description 2
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 2
- 239000004014 plasticizer Substances 0.000 description 2
- 238000006068 polycondensation reaction Methods 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- USQCUKQZXOWUDF-YWZLYKJASA-N 6-chloro-n-[(3s)-1-[(2s)-1-(4-methyl-5-oxo-1,4-diazepan-1-yl)-1-oxopropan-2-yl]-2-oxopyrrolidin-3-yl]naphthalene-2-sulfonamide Chemical compound O=C([C@@H](N1C([C@@H](NS(=O)(=O)C=2C=C3C=CC(Cl)=CC3=CC=2)CC1)=O)C)N1CCN(C)C(=O)CC1 USQCUKQZXOWUDF-YWZLYKJASA-N 0.000 description 1
- 101100087530 Caenorhabditis elegans rom-1 gene Proteins 0.000 description 1
- JHWNWJKBPDFINM-UHFFFAOYSA-N Laurolactam Chemical compound O=C1CCCCCCCCCCCN1 JHWNWJKBPDFINM-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 241000353097 Molva molva Species 0.000 description 1
- 101100305983 Mus musculus Rom1 gene Proteins 0.000 description 1
- 229920000571 Nylon 11 Polymers 0.000 description 1
- 229920000299 Nylon 12 Polymers 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 208000036366 Sensation of pressure Diseases 0.000 description 1
- 229960000583 acetic acid Drugs 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
- 239000003963 antioxidant agent Substances 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 150000001565 benzotriazoles Chemical class 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 125000004427 diamine group Chemical group 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- MCPKSFINULVDNX-UHFFFAOYSA-N drometrizole Chemical compound CC1=CC=C(O)C(N2N=C3C=CC=CC3=N2)=C1 MCPKSFINULVDNX-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- -1 e.g. Substances 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 239000012760 heat stabilizer Substances 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 150000003951 lactams Chemical class 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- FGTVYMTUTYLLQR-UHFFFAOYSA-N n-ethyl-1-phenylmethanesulfonamide Chemical compound CCNS(=O)(=O)CC1=CC=CC=C1 FGTVYMTUTYLLQR-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 235000011007 phosphoric acid Nutrition 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- LMYRWZFENFIFIT-UHFFFAOYSA-N toluene-4-sulfonamide Chemical compound CC1=CC=C(S(N)(=O)=O)C=C1 LMYRWZFENFIFIT-UHFFFAOYSA-N 0.000 description 1
- 229940124543 ultraviolet light absorber Drugs 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
- C08G69/26—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids
- C08G69/265—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids from at least two different diamines or at least two different dicarboxylic acids
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)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US63169375A | 1975-11-13 | 1975-11-13 | |
| US05/631,692 US4076664A (en) | 1975-11-13 | 1975-11-13 | 612 OR 610/6I or 6T/636 Polyamide terpolymer |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1067647A true CA1067647A (en) | 1979-12-04 |
Family
ID=27091466
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA265,390A Expired CA1067647A (en) | 1975-11-13 | 1976-11-10 | Polyamide terpolymer |
Country Status (7)
| Country | Link |
|---|---|
| JP (1) | JPS5262399A (enrdf_load_stackoverflow) |
| CA (1) | CA1067647A (enrdf_load_stackoverflow) |
| DE (1) | DE2651741A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2331583A1 (enrdf_load_stackoverflow) |
| GB (1) | GB1558800A (enrdf_load_stackoverflow) |
| IT (1) | IT1063996B (enrdf_load_stackoverflow) |
| NL (1) | NL171278C (enrdf_load_stackoverflow) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS57212252A (en) * | 1981-06-25 | 1982-12-27 | Ube Ind Ltd | Polyamide composition resistant to calcium chloride |
| JPS5853950A (ja) * | 1981-09-29 | 1983-03-30 | Toray Ind Inc | 自動車用アンダ−フ−ド部品 |
| JPS5853949A (ja) * | 1981-09-29 | 1983-03-30 | Toray Ind Inc | 自動車用アンダ−フ−ド部品 |
| JPS58120665A (ja) * | 1982-01-12 | 1983-07-18 | Toray Ind Inc | 自動車用アンダ−フ−ド部品 |
| DE3436362A1 (de) * | 1984-10-04 | 1986-04-10 | Basf Ag, 6700 Ludwigshafen | Schlagzaehe polyamid-formmassen mit verminderter spannungsrissanfaelligkeit |
| JP3476037B2 (ja) * | 1995-04-21 | 2003-12-10 | 矢崎総業株式会社 | ポリアミド樹脂組成物 |
| EP0685505B1 (en) | 1994-05-31 | 2000-08-16 | Ube Industries, Ltd. | Terpolymer polyamide, polyamide resin composition containing the same, and automotive parts obtained from these |
| US5852165A (en) * | 1994-05-31 | 1998-12-22 | Ube Industries, Ltd. | Terpolymer polyamide, polyamide resin composition containing the same, and automotive parts obtaining from these |
| US7696301B2 (en) * | 2004-10-27 | 2010-04-13 | E.I. Du Pont De Nemours And Company | Marine umbilical comprising hydrolysis resistant polyamides |
| US20070083033A1 (en) * | 2005-10-06 | 2007-04-12 | Fish Robert B Jr | Hydrolysis resistant polyamide compositions, and articles formed therefrom |
| ATE487753T1 (de) * | 2008-07-11 | 2010-11-15 | Ems Patent Ag | Copolyamid sowie blends und folien mit einem solchen copolyamid |
| US20100233402A1 (en) * | 2009-03-11 | 2010-09-16 | E. I. Du Pont De Nemours And Company | Salt resistant polyamide compositions |
| US20150024158A1 (en) * | 2012-01-12 | 2015-01-22 | Shakespeare Company, Llc | Light transmitting copolymers |
-
1976
- 1976-11-10 CA CA265,390A patent/CA1067647A/en not_active Expired
- 1976-11-10 FR FR7633919A patent/FR2331583A1/fr active Granted
- 1976-11-11 JP JP13475476A patent/JPS5262399A/ja active Granted
- 1976-11-11 GB GB4707076A patent/GB1558800A/en not_active Expired
- 1976-11-12 IT IT2932276A patent/IT1063996B/it active
- 1976-11-12 NL NL7612628A patent/NL171278C/xx not_active IP Right Cessation
- 1976-11-12 DE DE19762651741 patent/DE2651741A1/de not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| IT1063996B (it) | 1985-02-18 |
| NL171278C (nl) | 1983-03-01 |
| JPS551299B2 (enrdf_load_stackoverflow) | 1980-01-12 |
| DE2651741A1 (de) | 1977-05-18 |
| NL171278B (nl) | 1982-10-01 |
| GB1558800A (en) | 1980-01-09 |
| FR2331583A1 (fr) | 1977-06-10 |
| FR2331583B1 (enrdf_load_stackoverflow) | 1981-05-22 |
| NL7612628A (nl) | 1977-05-17 |
| JPS5262399A (en) | 1977-05-23 |
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