GB968171A - Improvements in or relating to polyamides - Google Patents
Improvements in or relating to polyamidesInfo
- Publication number
- GB968171A GB968171A GB26863A GB26863A GB968171A GB 968171 A GB968171 A GB 968171A GB 26863 A GB26863 A GB 26863A GB 26863 A GB26863 A GB 26863A GB 968171 A GB968171 A GB 968171A
- Authority
- GB
- United Kingdom
- Prior art keywords
- chloride
- diamine
- tere
- acid
- terephthaloyl
- 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 abstract 4
- 229920002647 polyamide Polymers 0.000 title abstract 4
- LXEJRKJRKIFVNY-UHFFFAOYSA-N terephthaloyl chloride Chemical compound ClC(=O)C1=CC=C(C(Cl)=O)C=C1 LXEJRKJRKIFVNY-UHFFFAOYSA-N 0.000 abstract 10
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 abstract 8
- 150000004985 diamines Chemical class 0.000 abstract 5
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 abstract 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 abstract 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- 239000000539 dimer Substances 0.000 abstract 3
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 abstract 2
- 235000011037 adipic acid Nutrition 0.000 abstract 2
- 239000001361 adipic acid Substances 0.000 abstract 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 abstract 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 abstract 2
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 abstract 2
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 abstract 1
- 238000012695 Interfacial polymerization Methods 0.000 abstract 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 abstract 1
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 abstract 1
- FDLQZKYLHJJBHD-UHFFFAOYSA-N [3-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC(CN)=C1 FDLQZKYLHJJBHD-UHFFFAOYSA-N 0.000 abstract 1
- PWAXUOGZOSVGBO-UHFFFAOYSA-N adipoyl chloride Chemical compound ClC(=O)CCCCC(Cl)=O PWAXUOGZOSVGBO-UHFFFAOYSA-N 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- FDQSRULYDNDXQB-UHFFFAOYSA-N benzene-1,3-dicarbonyl chloride Chemical compound ClC(=O)C1=CC=CC(C(Cl)=O)=C1 FDQSRULYDNDXQB-UHFFFAOYSA-N 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- WMPOZLHMGVKUEJ-UHFFFAOYSA-N decanedioyl dichloride Chemical compound ClC(=O)CCCCCCCCC(Cl)=O WMPOZLHMGVKUEJ-UHFFFAOYSA-N 0.000 abstract 1
- 235000014113 dietary fatty acids Nutrition 0.000 abstract 1
- WYACBZDAHNBPPB-UHFFFAOYSA-N diethyl oxalate Chemical compound CCOC(=O)C(=O)OCC WYACBZDAHNBPPB-UHFFFAOYSA-N 0.000 abstract 1
- 229930195729 fatty acid Natural products 0.000 abstract 1
- 239000000194 fatty acid Substances 0.000 abstract 1
- 150000004665 fatty acids Chemical class 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000005028 tinplate Substances 0.000 abstract 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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyamides (AREA)
Abstract
A linear polyamide is made by reacting a diamine of the formula H2N.R1.NH2 (where R1\h is a dimeric fat radical), or a mixture thereof with another diamine with either tere- or iso-phthalic acid (or a nuclear substituted derivative or an amide-forming derivative thereof) or an aliphatic or cycloaliphatic dicarboxylic acid having from 2 to 20 carbon atoms (or an amide-forming derivative thereof). The preferred method of preparation is by interfacial polymerization. The dimer diamines are derived from dimerised fatty acids. The examples disclose the preparation of polyamides from dimer diamines and: (1) terephthaloyl chloride; (2) isophthaloyl chloride; (3) hexamethylene diamine and terephthaloyl chloride; (4) piperazine and terephthaloyl chloride; (5) m-xylene diamine and tere-phthaloyl chloride; (6) ethylene diamine and tere-phthaloyl chloride; (7) hydrazine and tere-phthaloyl chloride; (8) N:N-g -amino-n-propyl decylamine and tere-phthaloyl chloride; (9) hexamethylene diamine and adipic acid; (10) to (14) hexamethylene diamine and adipoyl chloride; (15) to (21) hexamethylene diamine and sebacoyl chloride; (22), (23), (28) and (29) adipic acid; (24) sebacic acid; (25) and (27) dimethyl-1:4-cyclohexane carboxylate; (26) suberic acid; (30) and (32) 1:4-cyclohexane dicarboxylic acid and (31) diethyl oxalate.ALSO:In examples A to C solutions in toluene of polyamides derived from dimer diamine and (1) terephthaloyl chloride, (4) piperazine and terephthaloyl chloride, and (8) N : N-g -amino-n-propyl decylamine and terephthaloyl chloride are drawn on tin plate by a doctor blade, the resultant films being baked at 300 DEG F. for 30 minutes.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US163892A US3231545A (en) | 1962-01-02 | 1962-01-02 | Polyamides from fatty dimer diamines and process of preparing same |
| US242068A US3242141A (en) | 1962-12-04 | 1962-12-04 | Polyamide compositions from fatty dimer diamines |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB968171A true GB968171A (en) | 1964-08-26 |
Family
ID=26860042
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB26863A Expired GB968171A (en) | 1962-01-02 | 1963-01-02 | Improvements in or relating to polyamides |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE626758A (en) |
| CH (1) | CH432837A (en) |
| DE (1) | DE1301909B (en) |
| GB (1) | GB968171A (en) |
| NL (1) | NL287351A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114729119A (en) * | 2019-11-27 | 2022-07-08 | 尤尼吉可株式会社 | Flexible polyamide film |
| CN116284754A (en) * | 2022-12-22 | 2023-06-23 | 江苏扬农锦湖化工有限公司 | Polyamide epoxy resin curing agent, preparation method thereof and epoxy resin cured product |
-
0
- NL NL287351D patent/NL287351A/xx unknown
- BE BE626758D patent/BE626758A/xx unknown
-
1963
- 1963-01-02 DE DE1963G0036768 patent/DE1301909B/en active Pending
- 1963-01-02 GB GB26863A patent/GB968171A/en not_active Expired
- 1963-01-02 CH CH3363A patent/CH432837A/en unknown
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114729119A (en) * | 2019-11-27 | 2022-07-08 | 尤尼吉可株式会社 | Flexible polyamide film |
| EP4067408A4 (en) * | 2019-11-27 | 2022-12-28 | Unitika Ltd. | FLEXIBLE POLYAMIDE FILM |
| CN114729119B (en) * | 2019-11-27 | 2024-10-15 | 尤尼吉可株式会社 | Flexible polyamide film |
| CN116284754A (en) * | 2022-12-22 | 2023-06-23 | 江苏扬农锦湖化工有限公司 | Polyamide epoxy resin curing agent, preparation method thereof and epoxy resin cured product |
Also Published As
| Publication number | Publication date |
|---|---|
| NL287351A (en) | |
| CH432837A (en) | 1967-03-31 |
| DE1301909B (en) | 1969-11-20 |
| BE626758A (en) |
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