JPS63256622A - 芳香族複素環ブロックコポリマーの製造法 - Google Patents
芳香族複素環ブロックコポリマーの製造法Info
- Publication number
- JPS63256622A JPS63256622A JP8976087A JP8976087A JPS63256622A JP S63256622 A JPS63256622 A JP S63256622A JP 8976087 A JP8976087 A JP 8976087A JP 8976087 A JP8976087 A JP 8976087A JP S63256622 A JPS63256622 A JP S63256622A
- Authority
- JP
- Japan
- Prior art keywords
- oligomer
- block copolymer
- formula
- polyphosphoric acid
- acid
- 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.)
- Granted
Links
- 229920001400 block copolymer Polymers 0.000 title claims abstract description 23
- 125000006615 aromatic heterocyclic group Chemical group 0.000 title claims abstract description 7
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- 239000000178 monomer Substances 0.000 claims abstract description 19
- 229920000137 polyphosphoric acid Polymers 0.000 claims abstract description 18
- 125000003277 amino group Chemical group 0.000 claims abstract description 3
- 239000000126 substance Substances 0.000 claims 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 abstract description 8
- 238000006116 polymerization reaction Methods 0.000 abstract description 8
- 238000009833 condensation Methods 0.000 abstract description 3
- 230000005494 condensation Effects 0.000 abstract description 3
- 238000010438 heat treatment Methods 0.000 abstract description 3
- 239000011261 inert gas Substances 0.000 abstract description 3
- HVXLKRWRWNFGBA-UHFFFAOYSA-N 2,5-diaminobenzene-1,4-dithiol;dihydrochloride Chemical compound Cl.Cl.NC1=CC(S)=C(N)C=C1S HVXLKRWRWNFGBA-UHFFFAOYSA-N 0.000 abstract 1
- 229920001577 copolymer Polymers 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 description 19
- 238000006243 chemical reaction Methods 0.000 description 15
- 238000000034 method Methods 0.000 description 13
- 229910019142 PO4 Inorganic materials 0.000 description 8
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 8
- 239000010452 phosphate Substances 0.000 description 8
- 239000002253 acid Substances 0.000 description 7
- 238000006068 polycondensation reaction Methods 0.000 description 7
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 6
- 239000004973 liquid crystal related substance Substances 0.000 description 6
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- 229910052786 argon Inorganic materials 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 230000000903 blocking effect Effects 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- YWEUIGNSBFLMFL-UHFFFAOYSA-N diphosphonate Chemical compound O=P(=O)OP(=O)=O YWEUIGNSBFLMFL-UHFFFAOYSA-N 0.000 description 2
- 238000004090 dissolution Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 238000005191 phase separation Methods 0.000 description 2
- 235000011007 phosphoric acid Nutrition 0.000 description 2
- DLYUQMMRRRQYAE-UHFFFAOYSA-N phosphorus pentoxide Inorganic materials O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 230000002194 synthesizing effect Effects 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- XJMQUFCRVNZLTK-UHFFFAOYSA-N (2-carboxyphenyl)azanium dihydrogen phosphate Chemical compound P(O)(O)(O)=O.C(C=1C(N)=CC=CC1)(=O)O XJMQUFCRVNZLTK-UHFFFAOYSA-N 0.000 description 1
- KBCPMQUSOLSAQO-UHFFFAOYSA-N (4-carboxyphenyl)azanium;chloride Chemical compound Cl.NC1=CC=C(C(O)=O)C=C1 KBCPMQUSOLSAQO-UHFFFAOYSA-N 0.000 description 1
- KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 description 1
- ODISVHPYJICALC-UHFFFAOYSA-N 1-(2-aminophenyl)-2-hydroxy-2-phenylethanone Chemical compound NC1=CC=CC=C1C(=O)C(O)C1=CC=CC=C1 ODISVHPYJICALC-UHFFFAOYSA-N 0.000 description 1
- HSAOVLDFJCYOPX-UHFFFAOYSA-N 2-[4-(1,3-benzothiazol-2-yl)phenyl]-1,3-benzothiazole Chemical compound C1=CC=C2SC(C3=CC=C(C=C3)C=3SC4=CC=CC=C4N=3)=NC2=C1 HSAOVLDFJCYOPX-UHFFFAOYSA-N 0.000 description 1
- QCQCHGYLTSGIGX-GHXANHINSA-N 4-[[(3ar,5ar,5br,7ar,9s,11ar,11br,13as)-5a,5b,8,8,11a-pentamethyl-3a-[(5-methylpyridine-3-carbonyl)amino]-2-oxo-1-propan-2-yl-4,5,6,7,7a,9,10,11,11b,12,13,13a-dodecahydro-3h-cyclopenta[a]chrysen-9-yl]oxy]-2,2-dimethyl-4-oxobutanoic acid Chemical compound N([C@@]12CC[C@@]3(C)[C@]4(C)CC[C@H]5C(C)(C)[C@@H](OC(=O)CC(C)(C)C(O)=O)CC[C@]5(C)[C@H]4CC[C@@H]3C1=C(C(C2)=O)C(C)C)C(=O)C1=CN=CC(C)=C1 QCQCHGYLTSGIGX-GHXANHINSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 229920000271 Kevlar® Polymers 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000004693 Polybenzimidazole Substances 0.000 description 1
- 239000004642 Polyimide Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 229960004050 aminobenzoic acid Drugs 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 239000004760 aramid Substances 0.000 description 1
- 229920003235 aromatic polyamide Polymers 0.000 description 1
- 238000011888 autopsy Methods 0.000 description 1
- 206010061592 cardiac fibrillation Diseases 0.000 description 1
- 239000007810 chemical reaction solvent Substances 0.000 description 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 1
- 230000001684 chronic effect Effects 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000007033 dehydrochlorination reaction Methods 0.000 description 1
- 239000001177 diphosphate Substances 0.000 description 1
- XPPKVPWEQAFLFU-UHFFFAOYSA-J diphosphate(4-) Chemical compound [O-]P([O-])(=O)OP([O-])([O-])=O XPPKVPWEQAFLFU-UHFFFAOYSA-J 0.000 description 1
- 235000011180 diphosphates Nutrition 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 230000002600 fibrillogenic effect Effects 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000012456 homogeneous solution Substances 0.000 description 1
- 239000004761 kevlar Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229940098779 methanesulfonic acid Drugs 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920002480 polybenzimidazole Polymers 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- -1 polyparaphenylene terephthalamide Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 230000003014 reinforcing effect Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
Landscapes
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8976087A JPS63256622A (ja) | 1987-04-14 | 1987-04-14 | 芳香族複素環ブロックコポリマーの製造法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8976087A JPS63256622A (ja) | 1987-04-14 | 1987-04-14 | 芳香族複素環ブロックコポリマーの製造法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS63256622A true JPS63256622A (ja) | 1988-10-24 |
| JPH0457698B2 JPH0457698B2 (enExample) | 1992-09-14 |
Family
ID=13979669
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP8976087A Granted JPS63256622A (ja) | 1987-04-14 | 1987-04-14 | 芳香族複素環ブロックコポリマーの製造法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS63256622A (enExample) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5194568A (en) * | 1990-10-19 | 1993-03-16 | The Dow Chemical Company | Staged polymerization of polybenzazole polymers |
| US5210171A (en) * | 1989-07-14 | 1993-05-11 | The Dow Chemical Company | Process to polymerize AB-PBO monomer phosphate salts |
| US5248759A (en) * | 1991-05-13 | 1993-09-28 | Honda Giken Kogyo Kabushiki Kaisha | Method of producing aromatic heterocyclic copolymer and molecular composite material containing same |
| US5449739A (en) * | 1993-03-17 | 1995-09-12 | Honda Giken Kogyo Kabushiki Kaisha | Method of producing shaped article of aromatic heterocyclic copolymer |
| JP2008519877A (ja) * | 2004-11-10 | 2008-06-12 | ソルヴェイ（ソシエテ アノニム） | ポリベンザゾールブロックコポリマー |
-
1987
- 1987-04-14 JP JP8976087A patent/JPS63256622A/ja active Granted
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5210171A (en) * | 1989-07-14 | 1993-05-11 | The Dow Chemical Company | Process to polymerize AB-PBO monomer phosphate salts |
| US5194568A (en) * | 1990-10-19 | 1993-03-16 | The Dow Chemical Company | Staged polymerization of polybenzazole polymers |
| US5248759A (en) * | 1991-05-13 | 1993-09-28 | Honda Giken Kogyo Kabushiki Kaisha | Method of producing aromatic heterocyclic copolymer and molecular composite material containing same |
| US5350831A (en) * | 1991-05-13 | 1994-09-27 | Honda Giken Kogyo Kabushiki Kaisha | Method of producing aromatic heterocyclic copolymer and molecular composite material containing same |
| EP0514157A3 (en) * | 1991-05-13 | 1995-04-26 | Honda Motor Co Ltd | Composite material |
| US5449739A (en) * | 1993-03-17 | 1995-09-12 | Honda Giken Kogyo Kabushiki Kaisha | Method of producing shaped article of aromatic heterocyclic copolymer |
| JP2008519877A (ja) * | 2004-11-10 | 2008-06-12 | ソルヴェイ（ソシエテ アノニム） | ポリベンザゾールブロックコポリマー |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0457698B2 (enExample) | 1992-09-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EXPY | Cancellation because of completion of term |