JPH0531888B2 - - Google Patents
Info
- Publication number
- JPH0531888B2 JPH0531888B2 JP12027086A JP12027086A JPH0531888B2 JP H0531888 B2 JPH0531888 B2 JP H0531888B2 JP 12027086 A JP12027086 A JP 12027086A JP 12027086 A JP12027086 A JP 12027086A JP H0531888 B2 JPH0531888 B2 JP H0531888B2
- Authority
- JP
- Japan
- Prior art keywords
- aromatic
- diamine
- reaction
- dicarboxylic acid
- polymer
- 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 - Fee Related
Links
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 70
- 238000006243 chemical reaction Methods 0.000 claims description 61
- 229920000642 polymer Polymers 0.000 claims description 43
- 239000004760 aramid Substances 0.000 claims description 37
- 229920003235 aromatic polyamide Polymers 0.000 claims description 37
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 32
- 239000000243 solution Substances 0.000 claims description 30
- -1 aromatic dicarboxylic acid halide Chemical class 0.000 claims description 23
- WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 claims description 21
- FDQSRULYDNDXQB-UHFFFAOYSA-N benzene-1,3-dicarbonyl chloride Chemical compound ClC(=O)C1=CC=CC(C(Cl)=O)=C1 FDQSRULYDNDXQB-UHFFFAOYSA-N 0.000 claims description 21
- 150000004984 aromatic diamines Chemical class 0.000 claims description 19
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 12
- 238000004519 manufacturing process Methods 0.000 claims description 11
- 239000007864 aqueous solution Substances 0.000 claims description 9
- QZUPTXGVPYNUIT-UHFFFAOYSA-N isophthalamide Chemical compound NC(=O)C1=CC=CC(C(N)=O)=C1 QZUPTXGVPYNUIT-UHFFFAOYSA-N 0.000 claims description 8
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 8
- HLBLWEWZXPIGSM-UHFFFAOYSA-N 4-Aminophenyl ether Chemical compound C1=CC(N)=CC=C1OC1=CC=C(N)C=C1 HLBLWEWZXPIGSM-UHFFFAOYSA-N 0.000 claims description 6
- 239000006185 dispersion Substances 0.000 claims description 6
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 claims description 5
- FJVIHKKXPLPDSV-UHFFFAOYSA-N 4-phenoxybenzene-1,2-diamine Chemical compound C1=C(N)C(N)=CC=C1OC1=CC=CC=C1 FJVIHKKXPLPDSV-UHFFFAOYSA-N 0.000 claims description 5
- ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 claims description 5
- LZDHIQDKAYUDND-UHFFFAOYSA-N biphenylene-1,2-diamine Chemical compound C1=CC=C2C3=C(N)C(N)=CC=C3C2=C1 LZDHIQDKAYUDND-UHFFFAOYSA-N 0.000 claims description 5
- 239000002904 solvent Substances 0.000 claims description 5
- LXEJRKJRKIFVNY-UHFFFAOYSA-N terephthaloyl chloride Chemical compound ClC(=O)C1=CC=C(C(Cl)=O)C=C1 LXEJRKJRKIFVNY-UHFFFAOYSA-N 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 4
- NZZGQZMNFCTNAM-UHFFFAOYSA-N naphthalene-2,6-dicarbonyl chloride Chemical compound C1=C(C(Cl)=O)C=CC2=CC(C(=O)Cl)=CC=C21 NZZGQZMNFCTNAM-UHFFFAOYSA-N 0.000 claims description 4
- VBDXXRIRGGMSFW-UHFFFAOYSA-N naphthalene-2,7-dicarbonyl chloride Chemical compound C1=CC(C(Cl)=O)=CC2=CC(C(=O)Cl)=CC=C21 VBDXXRIRGGMSFW-UHFFFAOYSA-N 0.000 claims description 4
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 2
- 239000004952 Polyamide Substances 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 150000004820 halides Chemical class 0.000 claims description 2
- 239000012535 impurity Substances 0.000 claims description 2
- 229920002647 polyamide Polymers 0.000 claims description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 2
- 239000003960 organic solvent Substances 0.000 claims 1
- 238000000034 method Methods 0.000 description 19
- 238000003756 stirring Methods 0.000 description 18
- 238000006116 polymerization reaction Methods 0.000 description 17
- 239000000047 product Substances 0.000 description 12
- 238000001816 cooling Methods 0.000 description 11
- 239000000839 emulsion Substances 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 238000004128 high performance liquid chromatography Methods 0.000 description 6
- 239000000835 fiber Substances 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 239000002245 particle Substances 0.000 description 5
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 4
- 230000003247 decreasing effect Effects 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 239000002244 precipitate Substances 0.000 description 4
- 239000000725 suspension Substances 0.000 description 4
- 238000012695 Interfacial polymerization Methods 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000007796 conventional method Methods 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 238000007334 copolymerization reaction Methods 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 150000004985 diamines Chemical class 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000000691 measurement method Methods 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
- HYYVCACCUFXMMU-UHFFFAOYSA-N 3-(7-azabicyclo[4.1.0]hepta-1,3,5-triene-7-carbonyl)benzamide Chemical compound NC(=O)C1=CC=CC(C(=O)N2C3=CC=CC=C32)=C1 HYYVCACCUFXMMU-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 239000011260 aqueous acid Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229920000193 polymethacrylate Polymers 0.000 description 1
- 238000003918 potentiometric titration Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000003507 refrigerant Substances 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000002166 wet spinning Methods 0.000 description 1
Landscapes
- Polyamides (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP60-114203 | 1985-05-29 | ||
| JP11420385 | 1985-05-29 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6254725A JPS6254725A (ja) | 1987-03-10 |
| JPH0531888B2 true JPH0531888B2 (en]) | 1993-05-13 |
Family
ID=14631788
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP12027086A Granted JPS6254725A (ja) | 1985-05-29 | 1986-05-27 | 芳香族ポリアミド及びその製造方法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6254725A (en]) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5086131B2 (ja) * | 2008-02-28 | 2012-11-28 | 帝人株式会社 | 非水電解質電池セパレータ及びその製造方法並びにそれを用いた非水電解質二次電池 |
| KR20170028318A (ko) * | 2014-07-02 | 2017-03-13 | 스미또모 가가꾸 가부시끼가이샤 | 방향족 중합체의 제조 방법, 적층 필름 및 세퍼레이터 |
| KR102348189B1 (ko) * | 2014-07-02 | 2022-01-07 | 스미또모 가가꾸 가부시끼가이샤 | 중합체 조성물, 적층 필름 및 세퍼레이터 |
| WO2021241471A1 (ja) | 2020-05-29 | 2021-12-02 | 三菱瓦斯化学株式会社 | ポリアミド樹脂、ポリアミド樹脂組成物および成形品 |
| WO2021241472A1 (ja) | 2020-05-29 | 2021-12-02 | 三菱瓦斯化学株式会社 | ポリアミド樹脂、ポリアミド樹脂組成物および成形品 |
| CN115956097B (zh) | 2020-08-20 | 2023-12-15 | 三菱瓦斯化学株式会社 | 聚酰胺树脂 |
| WO2022038865A1 (ja) | 2020-08-20 | 2022-02-24 | 三菱瓦斯化学株式会社 | ポリアミド樹脂 |
| EP4227346A4 (en) * | 2020-10-08 | 2024-04-17 | Mitsubishi Gas Chemical Company, Inc. | FILAMENT, STRUCTURE, RESIN COMPOSITION AND FILAMENT PRODUCTION METHOD |
| JPWO2022195979A1 (en]) | 2021-03-15 | 2022-09-22 | ||
| WO2023089941A1 (ja) | 2021-11-18 | 2023-05-25 | 三菱瓦斯化学株式会社 | ポリアミド樹脂の製造方法、および、樹脂組成物 |
-
1986
- 1986-05-27 JP JP12027086A patent/JPS6254725A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6254725A (ja) | 1987-03-10 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US4169932A (en) | Method of producing poly-p-phenyleneterephthalamide or its copolymers | |
| US4172938A (en) | Process for producing polyamides with lactam or urea solvent and CaCl2 | |
| US3049518A (en) | Polyamides from n, n'-bis (3-aminophenyl)-isophthalamide | |
| JP6328629B2 (ja) | 新規ポリアミド、その調製方法およびその使用 | |
| US4511709A (en) | Wholly aromatic or aliphatic aromatic block copolyamides and process therefor | |
| JPH0531888B2 (en]) | ||
| US4178431A (en) | Aromatic copolyamide fiber from benzidine sulfone or diamino phenanthridone | |
| US4297478A (en) | Process for the discontinuous production of aromatic in mixture of polyamides calcium chloride and N-methylpyrrolidone-2 | |
| JPH0680775A (ja) | 繊維形成用メタ−アラミドの調製 | |
| JPH0416490B2 (en]) | ||
| US20080269455A1 (en) | Process for Production of Polybenzazole Polymer and the Polymer | |
| JP2003515643A (ja) | 共重合ポリアミドの連続製造方法、共重合ポリアミド及びその使用方法 | |
| NL8902961A (nl) | Nieuwe volledig aromatische copolyamiden. | |
| JPS6234848B2 (en]) | ||
| KR960010254B1 (ko) | 폴리아미드 반응용기 세정 방법 | |
| RU2057766C1 (ru) | Способ получения поли-n-фенилентерефталамида и его сополимеров | |
| KR910004705B1 (ko) | 방향족 폴리아미드섬유와 그의 제조방법 | |
| JPS62933B2 (en]) | ||
| JPH0757800B2 (ja) | パルプ用芳香族ポリアミド | |
| RU2163609C1 (ru) | Способ получения поли-n-фенилентерефталамида и его сополимеров | |
| KR100221030B1 (ko) | 엔,엔'-치환기-1,2,4,5-디이미도기를 갖는 폴리아미드 및 그의 제조방법 | |
| KR960010253B1 (ko) | 방향족 폴리아미드 반응 용기내의 수분을 제거하기 위한 세정 방법 | |
| JPH0331730B2 (en]) | ||
| SU274741A1 (ru) | Способ получения полиамидов | |
| US4208509A (en) | Process for the preparation of polyterephthaloyl-and polydiphenyl ether-4,4-dicarboxylic acid oxalamidrazone |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| LAPS | Cancellation because of no payment of annual fees |