CA1063294A - Polyamides derived from hexamethylene diamine, terephthalic acid, isophthalic acid and a c5 to c10 aliphatic dibasic acid - Google Patents
Polyamides derived from hexamethylene diamine, terephthalic acid, isophthalic acid and a c5 to c10 aliphatic dibasic acidInfo
- Publication number
- CA1063294A CA1063294A CA265,391A CA265391A CA1063294A CA 1063294 A CA1063294 A CA 1063294A CA 265391 A CA265391 A CA 265391A CA 1063294 A CA1063294 A CA 1063294A
- Authority
- CA
- Canada
- Prior art keywords
- polymer
- acid
- autoclave
- fibers
- units
- 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
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 title abstract description 12
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 title abstract description 8
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 title abstract description 8
- 239000002253 acid Substances 0.000 title abstract description 5
- 239000004952 Polyamide Substances 0.000 title abstract description 4
- 125000001931 aliphatic group Chemical group 0.000 title abstract description 4
- 229920002647 polyamide Polymers 0.000 title abstract description 4
- 239000000835 fiber Substances 0.000 claims description 65
- 229910001868 water Inorganic materials 0.000 claims description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- 238000009835 boiling Methods 0.000 claims description 7
- 125000002947 alkylene group Chemical group 0.000 claims description 4
- 229920000642 polymer Polymers 0.000 abstract description 78
- 239000000203 mixture Substances 0.000 abstract description 10
- 238000004140 cleaning Methods 0.000 abstract description 8
- 125000004432 carbon atom Chemical group C* 0.000 abstract description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 abstract 2
- 235000011037 adipic acid Nutrition 0.000 abstract 1
- 239000001361 adipic acid Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 description 24
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 14
- 238000006116 polymerization reaction Methods 0.000 description 14
- 238000000137 annealing Methods 0.000 description 13
- 238000000034 method Methods 0.000 description 8
- 239000011833 salt mixture Substances 0.000 description 8
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- 238000001125 extrusion Methods 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 238000010923 batch production Methods 0.000 description 5
- 238000002074 melt spinning Methods 0.000 description 5
- -1 6IA salts Chemical class 0.000 description 4
- 229920006240 drawn fiber Polymers 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 229920000139 polyethylene terephthalate Polymers 0.000 description 3
- 239000005020 polyethylene terephthalate Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- UFFRSDWQMJYQNE-UHFFFAOYSA-N 6-azaniumylhexylazanium;hexanedioate Chemical compound [NH3+]CCCCCC[NH3+].[O-]C(=O)CCCCC([O-])=O UFFRSDWQMJYQNE-UHFFFAOYSA-N 0.000 description 2
- 229920002302 Nylon 6,6 Polymers 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- TVIDDXQYHWJXFK-UHFFFAOYSA-N dodecanedioic acid Chemical class OC(=O)CCCCCCCCCCC(O)=O TVIDDXQYHWJXFK-UHFFFAOYSA-N 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 238000010926 purge Methods 0.000 description 2
- 229920005604 random copolymer Polymers 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 229910014033 C-OH Inorganic materials 0.000 description 1
- 229910014570 C—OH Inorganic materials 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 150000002531 isophthalic acids Chemical class 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 1
- 101150089853 psiR gene Proteins 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 150000003504 terephthalic acids Chemical class 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 230000037303 wrinkles 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
- C08G69/02—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
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
- D01F6/78—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolycondensation products
- D01F6/80—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolycondensation products from copolyamides
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Artificial Filaments (AREA)
- Polyamides (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US63124475A | 1975-11-12 | 1975-11-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1063294A true CA1063294A (en) | 1979-09-25 |
Family
ID=24530372
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA265,391A Expired CA1063294A (en) | 1975-11-12 | 1976-11-10 | Polyamides derived from hexamethylene diamine, terephthalic acid, isophthalic acid and a c5 to c10 aliphatic dibasic acid |
Country Status (8)
| Country | Link |
|---|---|
| JP (1) | JPS5278298A (enrdf_load_html_response) |
| AU (1) | AU500095B2 (enrdf_load_html_response) |
| CA (1) | CA1063294A (enrdf_load_html_response) |
| DE (1) | DE2651534A1 (enrdf_load_html_response) |
| FR (1) | FR2331633A1 (enrdf_load_html_response) |
| GB (1) | GB1526329A (enrdf_load_html_response) |
| IT (1) | IT1063816B (enrdf_load_html_response) |
| LU (1) | LU76179A1 (enrdf_load_html_response) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP3426712A1 (en) * | 2016-03-08 | 2019-01-16 | INVISTA Textiles (U.K.) Limited | Polyamide copolymer and method of making the same |
| WO2023067537A1 (en) * | 2021-10-22 | 2023-04-27 | Inv Nylon Polymers Americas, Llc | Process for consecutive batch production of polyamide |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4476280A (en) * | 1983-02-16 | 1984-10-09 | Standard Oil Company | Polyamide compositions from mixtures of trimethylhexamethylene diamine, hexamethylene diamine and diacids |
| CA1244186A (en) * | 1983-02-16 | 1988-11-01 | Wassily Poppe | Filled molded polyamide compositions |
| US5223196A (en) * | 1990-11-20 | 1993-06-29 | E. I. Du Pont De Nemours And Company | Processing of pigmented nylon fibers using modified polymers |
| WO1992008754A1 (en) * | 1990-11-20 | 1992-05-29 | E.I. Du Pont De Nemours And Company | Terpolyamides and multipolyamides containing amide units of 2-methylpentamethylenediamine and products prepared therefrom |
| US6523965B1 (en) * | 1991-05-28 | 2003-02-25 | Paul P. Luger | Driver rearview mirror |
| WO2015057557A1 (en) * | 2013-10-16 | 2015-04-23 | E. I. Du Pont De Nemours And Company | Process for making semi-aromatic terpolyamide |
| WO2016016115A1 (en) | 2014-07-29 | 2016-02-04 | Dsm Ip Assets B.V. | Process for preparing nylon salt and its polymerization |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1480692A (fr) * | 1965-05-24 | 1967-05-12 | Monsanto Co | Polyamides ternaires et leur fabrication |
| GB1249730A (en) * | 1969-11-28 | 1971-10-13 | Toray Industries | Melt-spun ternary copolyamide fibre and method of making it |
| US3647761A (en) * | 1970-06-19 | 1972-03-07 | Monsanto Co | Polyamides of a c7-12 aliphatic dicarboxylic acid terephthalic acid and an aliphatic diamine |
| DE2300517A1 (de) * | 1972-01-07 | 1973-07-19 | Monsanto Co | 60-80 gew.-% hexamethylenterephthalamideinheiten enthaltende hexamethylenterephthalamid/hexamethylenisophthalamidmischpolymerisate |
-
1976
- 1976-11-10 FR FR7634014A patent/FR2331633A1/fr active Granted
- 1976-11-10 CA CA265,391A patent/CA1063294A/en not_active Expired
- 1976-11-11 GB GB4687676A patent/GB1526329A/en not_active Expired
- 1976-11-11 LU LU76179A patent/LU76179A1/xx unknown
- 1976-11-11 AU AU19518/76A patent/AU500095B2/en not_active Expired
- 1976-11-11 DE DE19762651534 patent/DE2651534A1/de not_active Withdrawn
- 1976-11-11 IT IT2925576A patent/IT1063816B/it active
- 1976-11-11 JP JP13472476A patent/JPS5278298A/ja active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP3426712A1 (en) * | 2016-03-08 | 2019-01-16 | INVISTA Textiles (U.K.) Limited | Polyamide copolymer and method of making the same |
| WO2023067537A1 (en) * | 2021-10-22 | 2023-04-27 | Inv Nylon Polymers Americas, Llc | Process for consecutive batch production of polyamide |
Also Published As
| Publication number | Publication date |
|---|---|
| AU500095B2 (en) | 1979-05-10 |
| DE2651534A1 (de) | 1977-05-26 |
| AU1951876A (en) | 1978-05-18 |
| LU76179A1 (enrdf_load_html_response) | 1977-06-03 |
| GB1526329A (en) | 1978-09-27 |
| IT1063816B (it) | 1985-02-18 |
| FR2331633A1 (fr) | 1977-06-10 |
| JPS5278298A (en) | 1977-07-01 |
| FR2331633B1 (enrdf_load_html_response) | 1981-06-12 |
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