JP3527740B2 - ピリドビスイミダゾールに基く剛直なロッドポリマー - Google Patents
ピリドビスイミダゾールに基く剛直なロッドポリマーInfo
- Publication number
- JP3527740B2 JP3527740B2 JP52386794A JP52386794A JP3527740B2 JP 3527740 B2 JP3527740 B2 JP 3527740B2 JP 52386794 A JP52386794 A JP 52386794A JP 52386794 A JP52386794 A JP 52386794A JP 3527740 B2 JP3527740 B2 JP 3527740B2
- Authority
- JP
- Japan
- Prior art keywords
- polymer
- acid
- fiber
- rod polymer
- pyridobisimidazole
- 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 - Lifetime
Links
- 229920003252 rigid-rod polymer Polymers 0.000 title claims abstract description 12
- 229920000642 polymer Polymers 0.000 claims abstract description 76
- 239000000203 mixture Substances 0.000 claims abstract description 27
- 239000000835 fiber Substances 0.000 claims description 70
- OYFRNYNHAZOYNF-UHFFFAOYSA-N 2,5-dihydroxyterephthalic acid Chemical compound OC(=O)C1=CC(O)=C(C(O)=O)C=C1O OYFRNYNHAZOYNF-UHFFFAOYSA-N 0.000 claims description 27
- HOWDQPJMFFMJSR-UHFFFAOYSA-N pyridine-2,3,4,5-tetramine Chemical compound NC1=CN=C(N)C(N)=C1N HOWDQPJMFFMJSR-UHFFFAOYSA-N 0.000 claims description 22
- 238000000034 method Methods 0.000 claims description 21
- -1 2,5-dihydroxy-p- Phenylene Chemical group 0.000 claims description 20
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 20
- 229920000137 polyphosphoric acid Polymers 0.000 claims description 15
- 229910019142 PO4 Inorganic materials 0.000 claims description 11
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 10
- 239000010452 phosphate Substances 0.000 claims description 10
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims description 7
- RRDBXTBGGXLZHD-UHFFFAOYSA-N benzene-1,4-dicarboperoxoic acid Chemical compound OOC(=O)C1=CC=C(C(=O)OO)C=C1 RRDBXTBGGXLZHD-UHFFFAOYSA-N 0.000 claims description 7
- 125000000732 arylene group Chemical group 0.000 claims description 6
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical group OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims description 4
- 229940098779 methanesulfonic acid Drugs 0.000 claims description 3
- 239000002904 solvent Substances 0.000 claims description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
- LVPMIMZXDYBCDF-UHFFFAOYSA-N isocinchomeronic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)N=C1 LVPMIMZXDYBCDF-UHFFFAOYSA-N 0.000 claims description 2
- RXOHFPCZGPKIRD-UHFFFAOYSA-N naphthalene-2,6-dicarboxylic acid Chemical compound C1=C(C(O)=O)C=CC2=CC(C(=O)O)=CC=C21 RXOHFPCZGPKIRD-UHFFFAOYSA-N 0.000 claims description 2
- 230000000379 polymerizing effect Effects 0.000 claims description 2
- CYVYLVVUKPNYKL-UHFFFAOYSA-N quinoline-2,6-dicarboxylic acid Chemical compound N1=C(C(O)=O)C=CC2=CC(C(=O)O)=CC=C21 CYVYLVVUKPNYKL-UHFFFAOYSA-N 0.000 claims description 2
- NEQFBGHQPUXOFH-UHFFFAOYSA-N 4-(4-carboxyphenyl)benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1C1=CC=C(C(O)=O)C=C1 NEQFBGHQPUXOFH-UHFFFAOYSA-N 0.000 claims 1
- 235000012438 extruded product Nutrition 0.000 claims 1
- 238000002360 preparation method Methods 0.000 abstract description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 22
- 238000003756 stirring Methods 0.000 description 18
- 238000009987 spinning Methods 0.000 description 17
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 16
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 16
- 239000000243 solution Substances 0.000 description 13
- 238000006116 polymerization reaction Methods 0.000 description 12
- 238000010438 heat treatment Methods 0.000 description 11
- 239000002002 slurry Substances 0.000 description 11
- 238000012360 testing method Methods 0.000 description 11
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 10
- 235000021317 phosphate Nutrition 0.000 description 10
- 239000000047 product Substances 0.000 description 10
- 229910021529 ammonia Inorganic materials 0.000 description 8
- 229910052757 nitrogen Inorganic materials 0.000 description 8
- 238000011282 treatment Methods 0.000 description 7
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 6
- 230000015271 coagulation Effects 0.000 description 6
- 238000005345 coagulation Methods 0.000 description 6
- 238000009826 distribution Methods 0.000 description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 5
- 229920001519 homopolymer Polymers 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 229910052760 oxygen Inorganic materials 0.000 description 5
- 239000001301 oxygen Substances 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- 238000005406 washing Methods 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 238000005260 corrosion Methods 0.000 description 4
- 230000007797 corrosion Effects 0.000 description 4
- 239000012299 nitrogen atmosphere Substances 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000002441 X-ray diffraction Methods 0.000 description 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- 229920000927 poly(p-phenylene benzobisoxazole) Polymers 0.000 description 3
- 229920003366 poly(p-phenylene terephthalamide) Polymers 0.000 description 3
- 230000000630 rising effect Effects 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 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 2
- FNRGQEBYFUICMY-UHFFFAOYSA-N O.Cl.Cl.Cl.N1CCCC=C1 Chemical compound O.Cl.Cl.Cl.N1CCCC=C1 FNRGQEBYFUICMY-UHFFFAOYSA-N 0.000 description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 238000013019 agitation Methods 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000005187 foaming Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 229920000620 organic polymer Polymers 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- 238000002166 wet spinning Methods 0.000 description 2
- 238000004804 winding Methods 0.000 description 2
- OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 description 1
- PDQRQJVPEFGVRK-UHFFFAOYSA-N 2,1,3-benzothiadiazole Chemical compound C1=CC=CC2=NSN=C21 PDQRQJVPEFGVRK-UHFFFAOYSA-N 0.000 description 1
- XRASRVJYOMVDNP-UHFFFAOYSA-N 4-(7-azabicyclo[4.1.0]hepta-1,3,5-triene-7-carbonyl)benzamide Chemical compound C1=CC(C(=O)N)=CC=C1C(=O)N1C2=CC=CC=C21 XRASRVJYOMVDNP-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 101100025412 Arabidopsis thaliana XI-A gene Proteins 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- 238000000692 Student's t-test Methods 0.000 description 1
- 229920000561 Twaron Polymers 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 238000011088 calibration curve Methods 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000001143 conditioned effect Effects 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 230000008602 contraction Effects 0.000 description 1
- 230000002596 correlated effect Effects 0.000 description 1
- 230000000875 corresponding effect Effects 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 229940117389 dichlorobenzene Drugs 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 229920006158 high molecular weight polymer Polymers 0.000 description 1
- JKXCZYCVHPKTPK-UHFFFAOYSA-N hydrate;trihydrochloride Chemical compound O.Cl.Cl.Cl JKXCZYCVHPKTPK-UHFFFAOYSA-N 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- 238000012417 linear regression Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- AASHWPQBGZGELE-UHFFFAOYSA-N phosphoric acid pyridine-2,3,4,5-tetramine Chemical compound OP(O)(O)=O.NC1=CN=C(N)C(N)=C1N AASHWPQBGZGELE-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920005594 polymer fiber Polymers 0.000 description 1
- IAYUQKZZQKUOFL-UHFFFAOYSA-N pyridine-2,3,5,6-tetramine Chemical compound NC1=CC(N)=C(N)N=C1N IAYUQKZZQKUOFL-UHFFFAOYSA-N 0.000 description 1
- LMMZYESITFIBIM-UHFFFAOYSA-N pyridine-2,3,5,6-tetramine;hydrate;trihydrochloride Chemical compound O.Cl.Cl.Cl.NC1=CC(N)=C(N)N=C1N LMMZYESITFIBIM-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000005728 strengthening Methods 0.000 description 1
- 238000012353 t test Methods 0.000 description 1
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 239000004762 twaron Substances 0.000 description 1
- 238000005303 weighing Methods 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
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/18—Polybenzimidazoles
-
- 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
- C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
- C08G75/32—Polythiazoles; Polythiadiazoles
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/18—Manufacture of films or sheets
-
- 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
- D01F6/58—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products
- D01F6/74—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from polycondensates of cyclic compounds, e.g. polyimides, polybenzimidazoles
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Textile Engineering (AREA)
- Manufacturing & Machinery (AREA)
- Materials Engineering (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Artificial Filaments (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Other Resins Obtained By Reactions Not Involving Carbon-To-Carbon Unsaturated Bonds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Dental Preparations (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Spinning Methods And Devices For Manufacturing Artificial Fibers (AREA)
- Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL9300722 | 1993-04-28 | ||
| NL9300722 | 1993-04-28 | ||
| PCT/EP1994/001302 WO1994025506A1 (en) | 1993-04-28 | 1994-04-22 | Rigid rod polymer based on pyridobisimidazole |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH08509516A JPH08509516A (ja) | 1996-10-08 |
| JP3527740B2 true JP3527740B2 (ja) | 2004-05-17 |
Family
ID=19862338
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP52386794A Expired - Lifetime JP3527740B2 (ja) | 1993-04-28 | 1994-04-22 | ピリドビスイミダゾールに基く剛直なロッドポリマー |
Country Status (14)
Families Citing this family (148)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL1000360C2 (nl) * | 1995-05-15 | 1996-11-18 | Akzo Nobel Nv | Werkwijze ter bereiding van pyridine-2, 6-diamines |
| US5945537A (en) * | 1995-09-19 | 1999-08-31 | Akzo Nobel N.V. | Nitration of pyridine-2, 6-diamines |
| NL1001628C2 (nl) * | 1995-11-10 | 1997-05-13 | Akzo Nobel Nv | Werkwijze voor de tweevoudige carboxylering van dihydrische fenolen en meer in het bijzonder ter bereiding van 2,5-dihydroxytereftaalzuur. |
| WO1999027169A1 (en) * | 1997-11-21 | 1999-06-03 | Akzo Nobel N.V. | Flame-retardant materials |
| DE10209419A1 (de) | 2002-03-05 | 2003-09-25 | Celanese Ventures Gmbh | Verfahren zur Herstellung einer Polymerelektrolytmembran und deren Anwendung in Brennstoffzellen |
| US20050118478A1 (en) * | 2002-03-06 | 2005-06-02 | Joachim Kiefer | Mixture comprising sulphonic acid containing vinyl, polymer electrolyte membrane comprising polyvinylsulphonic acid and the use thereof in fuel cells |
| DE10213540A1 (de) * | 2002-03-06 | 2004-02-19 | Celanese Ventures Gmbh | Lösung aus Vinylphosphonsäure, Verfahren zur Herstellung einer Polymerelektrolytmembran aus Polyvinylphosphaonsäure und deren Anwendung in Brennstoffzellen |
| DE50308216D1 (de) | 2002-03-06 | 2007-10-31 | Pemeas Gmbh | Protonenleitende elektrolytmembran mit geringer methanoldurchlässigkeit und deren anwendung in brennstoffzellen |
| JP4638220B2 (ja) * | 2002-04-25 | 2011-02-23 | ビーエーエスエフ フューエル セル ゲゼルシャフト ミット ベシュレンクテル ハフツング | 多層電解質膜 |
| DE10220817A1 (de) * | 2002-05-10 | 2003-11-27 | Celanese Ventures Gmbh | Verfahren zur Herstellung einer gepfropften Polymerelektrolytmembran und deren Anwendung in Brennstoffzellen |
| EP1521872B1 (en) * | 2002-06-27 | 2011-02-23 | Teijin Aramid B.V. | Process for obtaining a synthetic organic aromatic heterocyclic rod fiber with high tensile strength and/or modulus |
| DE10230477A1 (de) | 2002-07-06 | 2004-01-15 | Celanese Ventures Gmbh | Funktionalisierte Polyazole, Verfahren zu ihrer Herstellung sowie ihre Verwendung |
| CN100544104C (zh) * | 2002-08-02 | 2009-09-23 | 巴斯夫燃料电池有限责任公司 | 包括含有磺酸基团的聚合物的质子导电聚合物膜及其在燃料电池中的应用 |
| DE10239701A1 (de) * | 2002-08-29 | 2004-03-11 | Celanese Ventures Gmbh | Polymerfolie auf Basis von Polyazolen und deren Verwendung |
| DE10242708A1 (de) | 2002-09-13 | 2004-05-19 | Celanese Ventures Gmbh | Protonenleitende Membranen und deren Verwendung |
| DE10246373A1 (de) | 2002-10-04 | 2004-04-15 | Celanese Ventures Gmbh | Protonenleitende Polymermembran umfassend Sulfonsäuregruppen enthaltende Polyazole und deren Anwendung in Brennstoffzellen |
| DE10246459A1 (de) * | 2002-10-04 | 2004-04-15 | Celanese Ventures Gmbh | Protonenleitende Polymermembran umfassend Phosphonsäuregruppen enthaltende Polyazole und deren Anwendung in Brennstoffzellen |
| JP2007500275A (ja) * | 2003-02-27 | 2007-01-11 | ファウクス、スティーブン、ダブリュー． | 芳香族アミド高分子化合物及びその合成方法 |
| JP4875489B2 (ja) | 2003-07-27 | 2012-02-15 | ベーアーエスエフ フューエル セル ゲーエムベーハー | プロトン伝導性膜およびその使用 |
| WO2005100442A1 (ja) * | 2004-04-14 | 2005-10-27 | Teijin Limited | 剛直複素環高分子、その製造法および繊維 |
| EP1614778A1 (en) * | 2004-07-08 | 2006-01-11 | Magellan Systems International, LLC | Process for obtaining a synthetic organic aromatic heterocyclic rod fiber or film with high tensile strength and/or modulus |
| JP4583874B2 (ja) | 2004-10-20 | 2010-11-17 | 三星エスディアイ株式会社 | プロトン伝導性固体高分子電解質膜および燃料電池 |
| US7288493B2 (en) * | 2005-01-18 | 2007-10-30 | Honeywell International Inc. | Body armor with improved knife-stab resistance formed from flexible composites |
| JP4886675B2 (ja) * | 2005-03-17 | 2012-02-29 | 帝人株式会社 | 電解質膜 |
| DE602006004037D1 (de) * | 2005-03-28 | 2009-01-15 | Du Pont | Verfahren zur herstellung von polyarenazolen mit höher inhärenter viskosität unter verwendung von metallpulvern |
| WO2006105232A1 (en) * | 2005-03-28 | 2006-10-05 | E.I. Du Pont De Nemours And Company | Polyareneazole polymer fibers having pendant hydroxyl groups and cations |
| JP4769289B2 (ja) * | 2005-03-28 | 2011-09-07 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | 成形品中のポリ燐酸に加水分解を受けさせる方法 |
| WO2006105230A1 (en) * | 2005-03-28 | 2006-10-05 | E. I. Du Pont De Nemours And Company | Process for the production of polyareneazole polymer |
| ATE495289T1 (de) * | 2005-03-28 | 2011-01-15 | Du Pont | Heisse oberflächen-hydrolyse von polyphosphorsäure in spun-garnen |
| CN101203547A (zh) * | 2005-03-28 | 2008-06-18 | 纳幕尔杜邦公司 | 高特性粘度聚合物和由其制成的纤维 |
| WO2006105076A2 (en) * | 2005-03-28 | 2006-10-05 | E.I. Du Pont De Nemours And Company | Processes for preparing monomer complexes |
| ATE417951T1 (de) * | 2005-03-28 | 2009-01-15 | Du Pont | Verfahren zur herstellung von polyarenazolgarn |
| WO2006105080A1 (en) * | 2005-03-28 | 2006-10-05 | E.I. Du Pont De Nemours And Company | Processes for increasing polymer inherent viscosity |
| CN101203639B (zh) * | 2005-03-28 | 2011-04-13 | 纳幕尔杜邦公司 | 用于从聚芳烃唑纤维去除阳离子的方法 |
| KR101337688B1 (ko) * | 2005-03-28 | 2013-12-06 | 마젤란 시스템즈 인터내셔날, 엘엘시 | 방사된 실 중의 폴리인산의 가수분해 방법 |
| WO2006105227A1 (en) * | 2005-03-28 | 2006-10-05 | E. I. Du Pont De Nemours And Company | Thermal processes for increasing polyareneazole inherent viscosities |
| KR101327632B1 (ko) | 2005-03-28 | 2013-11-12 | 마젤란 시스템즈 인터내셔날, 엘엘시 | 폴리아렌아졸 필라멘트 중 폴리인산의 가수분해 방법 |
| US8202965B2 (en) * | 2005-03-28 | 2012-06-19 | E.I. Du Pont De Nemours And Company | Fusion free hydrolysis of polyphosphoric acid in spun multifilament yarns |
| DE602006019564D1 (de) | 2005-03-28 | 2011-02-24 | Du Pont | Verfahren zur entfernung von phosphor von einer faser oder einem garn |
| CN101238164B (zh) * | 2005-03-28 | 2012-10-03 | 纳幕尔杜邦公司 | 制备聚芳并唑聚合物的方法 |
| US7888457B2 (en) * | 2005-04-01 | 2011-02-15 | E. I. Du Pont De Nemours And Company | Process for removing phosphorous from a fiber or yarn |
| US20100015406A1 (en) | 2005-05-16 | 2010-01-21 | Ashok Bhatnagar | Laminated felt articles |
| JP4660287B2 (ja) * | 2005-06-08 | 2011-03-30 | 帝人株式会社 | 剛直系複素環共重合体およびその製造方法 |
| US20070293109A1 (en) * | 2005-06-16 | 2007-12-20 | Ashok Bhatnagar | Composite material for stab, ice pick and armor applications |
| US7687412B2 (en) * | 2005-08-26 | 2010-03-30 | Honeywell International Inc. | Flexible ballistic composites resistant to liquid pick-up method for manufacture and articles made therefrom |
| US7601416B2 (en) * | 2005-12-06 | 2009-10-13 | Honeywell International Inc. | Fragment and stab resistant flexible material with reduced trauma effect |
| CN101374986B (zh) * | 2005-12-08 | 2012-07-04 | 纳幕尔杜邦公司 | 聚吡啶并唑短纤维的无基质非织造层 |
| EP1960464B1 (en) * | 2005-12-16 | 2011-06-08 | E.I. Du Pont De Nemours And Company | Fabrics made from a blend of polypyridobisimidazole/flame-retardant treated cellulose fibers and articles made therefrom |
| WO2007070813A1 (en) * | 2005-12-16 | 2007-06-21 | E. I. Du Pont De Nemours And Company | Pipd comfort fabrics and articles made therefrom |
| US7820572B2 (en) * | 2005-12-16 | 2010-10-26 | E. I. Du Pont De Nemours And Company | Garments comprising a flexible high thermal performance outer shell fabric of polybenzimidazole and polypyridobisimidazole fibers |
| JP4870168B2 (ja) * | 2005-12-16 | 2012-02-08 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | ポリベンゾイミダゾールおよびポリピリドビスイミダゾール繊維の高強度極度熱的性能外面シェル布帛を含んでなる被服 |
| WO2007073539A1 (en) * | 2005-12-16 | 2007-06-28 | E.I. Du Pont De Nemours And Company | Thermal performance garments comprising an outer shell fabric of pipd and aramid fibers |
| EP1968407B1 (en) * | 2005-12-16 | 2012-03-14 | E.I. Du Pont De Nemours And Company | Thermal performance garments comprising a bleach tolerant outer shell fabric of polypyridobisimidazole and polybenzobisoxazole fibers |
| US7727356B2 (en) * | 2005-12-21 | 2010-06-01 | E.I. Du Pont De Nemours And Company | Polyareneazole/wood pulp and methods of making same |
| US7727357B2 (en) * | 2005-12-21 | 2010-06-01 | E. I. Du Pont De Nemours And Company | Polyareneazole/thermoset pulp and methods of making same |
| DE602006017883D1 (de) * | 2005-12-21 | 2010-12-09 | Du Pont | Pipd-papier und daraus hergestellte komponenten |
| US7744724B2 (en) * | 2005-12-21 | 2010-06-29 | E.I. Du Pont De Nemours And Company | Polyareneazole/thermoplastic pulp and methods of making same |
| US8298375B2 (en) * | 2005-12-21 | 2012-10-30 | E I Du Pont De Nemours And Company | Friction papers comprising PIPD fiber |
| JP5171638B2 (ja) * | 2005-12-21 | 2013-03-27 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | フィブリル化ポリピリドビスイミダゾールフロック |
| US8444814B2 (en) * | 2005-12-21 | 2013-05-21 | Mikhail R. Levit | Paper comprising PIPD floc and process for making the same |
| KR101426882B1 (ko) * | 2005-12-21 | 2014-08-06 | 이 아이 듀폰 디 네모아 앤드 캄파니 | 폴리피리도비스이미다졸 펄프의 제조 방법 |
| WO2007076333A2 (en) * | 2005-12-21 | 2007-07-05 | E. I. Du Pont De Nemours And Company | Paper comprising pipd pulp and a process for making same |
| US7727358B2 (en) * | 2005-12-21 | 2010-06-01 | E.I. Du Pont De Nemours And Company | Pulp comprising polypyridobisimidazole and other polymers and methods of making same |
| US20070202331A1 (en) * | 2006-02-24 | 2007-08-30 | Davis Gregory A | Ropes having improved cyclic bend over sheave performance |
| US7642206B1 (en) | 2006-03-24 | 2010-01-05 | Honeywell International Inc. | Ceramic faced ballistic panel construction |
| MX2009001101A (es) * | 2006-07-31 | 2009-02-10 | Du Pont | Microfilamentos de poliarenazol y procesos para fabricarlos. |
| MX2009001100A (es) * | 2006-07-31 | 2009-02-10 | Du Pont | Trama de tela no tejida que comprende microfibras de poliarenazol y proceso para fabricarlas. |
| US8007202B2 (en) | 2006-08-02 | 2011-08-30 | Honeywell International, Inc. | Protective marine barrier system |
| JP4929921B2 (ja) * | 2006-08-23 | 2012-05-09 | 東洋紡績株式会社 | ポリベンザゾール繊維 |
| KR101316496B1 (ko) * | 2006-08-23 | 2013-10-10 | 도요보 가부시키가이샤 | 폴리벤자졸 섬유 및 피리도비스이미다졸 섬유 |
| US7622405B1 (en) | 2006-09-26 | 2009-11-24 | Honeywell International Inc. | High performance same fiber composite hybrids by varying resin content only |
| US7638193B1 (en) * | 2006-10-10 | 2009-12-29 | E. I. Du Pont De Nemours And Company | Cut-resistant yarns and method of manufacture |
| JP4968610B2 (ja) | 2006-10-31 | 2012-07-04 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | 糸の製造のための方法および装置 |
| US8652570B2 (en) * | 2006-11-16 | 2014-02-18 | Honeywell International Inc. | Process for forming unidirectionally oriented fiber structures |
| US7351856B1 (en) * | 2006-11-28 | 2008-04-01 | E.I. Du Pont De Nemours And Company | Process for the synthesis of hydroxy aromatic acids |
| US7378547B1 (en) | 2006-11-28 | 2008-05-27 | E.I. Du Pont De Nemours And Company | Process for the synthesis of hydroxy aromatic acids |
| US7345195B1 (en) * | 2006-11-28 | 2008-03-18 | E.I. Du Pont De Nemours And Company | Process for the synthesis of 2,5-dihydroxyterephthalic acid |
| US7358391B1 (en) | 2006-11-28 | 2008-04-15 | E.I. Du Pont De Nemours And Company | Process for the synthesis of hydroxy aromatic acids |
| US7355070B1 (en) | 2006-11-28 | 2008-04-08 | E. I. Du Pont De Nemours And Company | Process for the synthesis of 2,5-dihydroxyterephthalic acid |
| US7345194B1 (en) | 2006-11-28 | 2008-03-18 | E.I. Du Pont De Nemours And Company | Process for the synthesis of 2,5-dihydroxyterephthalic acid |
| US7335791B1 (en) | 2006-11-28 | 2008-02-26 | E.I. Du Pont De Nemours And Company | Process for the synthesis of hydroxy aromatic acids |
| US7339076B1 (en) | 2006-11-28 | 2008-03-04 | E.I. Du Pont De Nemours And Company | Process for the synthesis of 2,5-dihydroxyterephthalic acid |
| US7762175B1 (en) | 2006-11-30 | 2010-07-27 | Honeywell International Inc. | Spaced lightweight composite armor |
| US7794813B2 (en) * | 2006-12-13 | 2010-09-14 | Honeywell International Inc. | Tubular composite structures |
| US20100203273A1 (en) * | 2006-12-13 | 2010-08-12 | Jhrg, Llc | Anti-chafe cable cover |
| CN101563314A (zh) * | 2006-12-21 | 2009-10-21 | 纳幕尔杜邦公司 | 芳香酸的醚的合成方法 |
| CN101568511A (zh) * | 2006-12-21 | 2009-10-28 | 纳幕尔杜邦公司 | 芳香酸的醚的合成方法 |
| KR20090097197A (ko) * | 2006-12-21 | 2009-09-15 | 이 아이 듀폰 디 네모아 앤드 캄파니 | 할로겐화 방향족 이산의 합성 방법 |
| KR20090101266A (ko) * | 2006-12-21 | 2009-09-24 | 이 아이 듀폰 디 네모아 앤드 캄파니 | 방향족 산의 에테르의 합성 방법 |
| JP2010513496A (ja) | 2006-12-21 | 2010-04-30 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | グルタルイミジンからジアミノピリジンを合成する方法 |
| EP2111393A2 (en) | 2006-12-21 | 2009-10-28 | E. I. Du Pont de Nemours and Company | Process for the synthesis of diaminopyridines from glutaronitriles |
| WO2008082510A1 (en) * | 2006-12-21 | 2008-07-10 | E.I. Du Pont De Nemours And Company | Process for the synthesis of ethers of aromatic acids |
| US8017529B1 (en) | 2007-03-21 | 2011-09-13 | Honeywell International Inc. | Cross-plied composite ballistic articles |
| US7994074B1 (en) | 2007-03-21 | 2011-08-09 | Honeywell International, Inc. | Composite ballistic fabric structures |
| US7993478B2 (en) | 2007-03-28 | 2011-08-09 | Honeywell International, Inc. | Method to apply multiple coatings to a fiber web |
| US8256019B2 (en) | 2007-08-01 | 2012-09-04 | Honeywell International Inc. | Composite ballistic fabric structures for hard armor applications |
| JP2010535250A (ja) | 2007-08-01 | 2010-11-18 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | ジアミノピリジンおよび関連化合物の合成方法 |
| CN101848888A (zh) * | 2007-08-17 | 2010-09-29 | 纳幕尔杜邦公司 | 合成3-羟基戊二腈的方法 |
| US8166743B2 (en) * | 2007-08-22 | 2012-05-01 | E.I. Du Pont De Nemours And Company | Spun staple yarns made from blends of rigid-rod fibers and fibers derived from diamino diphenyl sulfone and fabrics and garments made therefrom and methods for making same |
| US7700190B2 (en) * | 2007-08-22 | 2010-04-20 | E.I. Du Pont De Nemours And Company | Flame resistant spun staple yarns made from blends of fibers derived from diamino diphenyl sulfone and textile fibers and fabrics and garments made therefrom and methods for making same |
| US7700191B2 (en) * | 2007-08-22 | 2010-04-20 | E.I. Du Pont De Nemours And Company | Flame resistant spun staple yarns made from blends of fibers derived from diamino diphenyl sulfone and high modulus fibers and fabrics and garments made therefrom and methods for making same |
| US8115007B2 (en) * | 2007-11-27 | 2012-02-14 | E. I. Du Pont De Nemours And Company | Synthesis of diaminodinitropyridine |
| US8003831B1 (en) | 2007-12-18 | 2011-08-23 | E.I. Dupont De Nemours And Company | Process for the synthesis of dihalodinitrobenzenes |
| US8143450B1 (en) | 2007-12-18 | 2012-03-27 | E. I. Du Pont De Nemours And Company | Process for the preparation of derivatives of tetraaminobenzene |
| US7994075B1 (en) | 2008-02-26 | 2011-08-09 | Honeywell International, Inc. | Low weight and high durability soft body armor composite using topical wax coatings |
| US8015617B1 (en) | 2008-05-14 | 2011-09-13 | E. I. Du Pont De Nemours And Company | Ballistic resistant body armor articles |
| KR100962914B1 (ko) | 2008-05-23 | 2010-06-10 | 엘에스전선 주식회사 | 고내열 절연 전선 |
| US7999057B2 (en) * | 2008-07-08 | 2011-08-16 | E. I. Du Pont De Nemours And Company | Gas-phase process for the synthesis of diaminopyridines from glutaronitriles |
| US20110301314A1 (en) | 2008-12-18 | 2011-12-08 | E.I. Du Pont De Nemours And Company | Continuous liquid-phase process for the synthesis of diaminopyridines from glutaronitriles |
| EP2408629A1 (en) * | 2009-03-20 | 2012-01-25 | E. I. du Pont de Nemours and Company | Tire tread block composition |
| US9562744B2 (en) | 2009-06-13 | 2017-02-07 | Honeywell International Inc. | Soft body armor having enhanced abrasion resistance |
| TW201127809A (en) * | 2009-09-02 | 2011-08-16 | Du Pont | Process for the synthesis of fluorinated ethers of aromatic acids |
| TW201127805A (en) * | 2009-09-02 | 2011-08-16 | Du Pont | Process for the synthesis of fluorinated ethers of aromatic acids |
| TW201114732A (en) * | 2009-09-02 | 2011-05-01 | Du Pont | Process for the synthesis of fluorinated ethers of aromatic acids |
| TW201127801A (en) * | 2009-09-02 | 2011-08-16 | Du Pont | Process for the synthesis of fluorinated ethers of aromatic acids |
| TW201127806A (en) * | 2009-09-02 | 2011-08-16 | Du Pont | Process for the synthesis of fluorinated ethers of aromatic acids |
| EP2512829A1 (en) | 2009-12-18 | 2012-10-24 | E.I. Du Pont De Nemours And Company | Low noise tire |
| US20130210306A1 (en) | 2010-12-16 | 2013-08-15 | E I Du Pont De Nemours And Company | Flame resistant spun staple yarns made from blends of fibers derived from sulfonated polyoxadiazole polymers |
| CN103261274A (zh) | 2010-12-16 | 2013-08-21 | 纳幕尔杜邦公司 | 磺化聚噁二唑聚合物制品 |
| CN103261275A (zh) | 2010-12-16 | 2013-08-21 | 纳幕尔杜邦公司 | 磺化的聚噁二唑聚合物的制备 |
| US9023452B2 (en) | 2011-09-06 | 2015-05-05 | Honeywell International Inc. | Rigid structural and low back face signature ballistic UD/articles and method of making |
| US20130059496A1 (en) | 2011-09-06 | 2013-03-07 | Honeywell International Inc. | Low bfs composite and process of making the same |
| US9023450B2 (en) | 2011-09-06 | 2015-05-05 | Honeywell International Inc. | High lap shear strength, low back face signature UD composite and the process of making |
| US9291433B2 (en) | 2012-02-22 | 2016-03-22 | Cryovac, Inc. | Ballistic-resistant composite assembly |
| US9273418B2 (en) | 2012-05-17 | 2016-03-01 | Honeywell International Inc. | Hybrid fiber unidirectional tape and composite laminates |
| WO2013188339A1 (en) | 2012-06-15 | 2013-12-19 | E. I. Du Pont De Nemours And Company | Sulfonated naphthalene polyoxadiazole polymers |
| EP2861789B1 (en) | 2012-06-15 | 2020-09-09 | DuPont Safety & Construction, Inc. | Flame resistant spun staple yarns made from blends of fibers derived from sulfonated naphthalene polyoxadiazole polymers |
| US9150693B2 (en) | 2012-06-15 | 2015-10-06 | E I Du Pont De Nemours And Company | Preparation of sulfonated naphthalene polyoxadiazoles polymers |
| EP2861648B1 (en) | 2012-06-15 | 2016-07-27 | E. I. du Pont de Nemours and Company | Sulfonated polyoxadiazole polymers articles |
| US10132010B2 (en) | 2012-07-27 | 2018-11-20 | Honeywell International Inc. | UHMW PE fiber and method to produce |
| EP2880208B1 (en) | 2012-08-06 | 2020-01-01 | Honeywell International Inc. | Multidirectional fiber-reinforced tape/film articles and the method of making the same |
| US9850596B2 (en) | 2012-08-22 | 2017-12-26 | TJC Polymer Inc. | Composites comprising rigid-rod polymers and graphene nanoparticles and process for making the same |
| US20140082808A1 (en) | 2012-09-21 | 2014-03-27 | E I Du Pont De Nemours And Company | Ballistic resistant body armor articles |
| JP2016505724A (ja) | 2012-12-04 | 2016-02-25 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニーＥ．Ｉ．Ｄｕ Ｐｏｎｔ Ｄｅ Ｎｅｍｏｕｒｓ Ａｎｄ Ｃｏｍｐａｎｙ | 紡績短繊維糸条を含む補強構造体 |
| US9610807B2 (en) | 2013-01-09 | 2017-04-04 | E I Du Pont De Nemours And Company | Tire overlay composition |
| US9074321B2 (en) | 2013-09-24 | 2015-07-07 | E I Du Pont De Nemours And Company | Fibrous pulp and use thereof in a composite |
| CN103588703B (zh) * | 2013-11-29 | 2015-08-05 | 中蓝晨光化工研究设计院有限公司 | 一种2,3,5,6-四氨基吡啶磷酸盐的制备方法 |
| WO2015130776A1 (en) | 2014-02-27 | 2015-09-03 | E. I. Du Pont De Nemours And Company | Micropulp-elastomer masterbatches and compounds based thereon |
| US9909240B2 (en) | 2014-11-04 | 2018-03-06 | Honeywell International Inc. | UHMWPE fiber and method to produce |
| US10612189B2 (en) | 2015-04-24 | 2020-04-07 | Honeywell International Inc. | Composite fabrics combining high and low strength materials |
| CN105297166B (zh) * | 2015-11-17 | 2017-12-19 | 中国科学院长春应用化学研究所 | 一种聚酰亚胺纤维及其制备方法 |
| US20170297295A1 (en) | 2016-04-15 | 2017-10-19 | Honeywell International Inc. | Blister free composite materials molding |
| US11059942B2 (en) | 2018-08-21 | 2021-07-13 | University Of Florida Research Foundation, Incorporated | Aromatic polyesters from biosuccinic acid |
| BR112021015554A2 (pt) | 2019-02-06 | 2021-10-05 | Barrday Corp. | Compósito resistente a balística com isocianato bloqueado |
| IL295028A (en) | 2020-02-06 | 2022-09-01 | Barrday Corp | Ballistic-resistant composite with maleic anhydride-grafted polypropylene |
| CN111440316A (zh) * | 2020-04-07 | 2020-07-24 | 华南理工大学 | 一种含聚吡啶并咪唑的杂环聚合物的制备方法及其应用 |
| WO2023191902A2 (en) | 2021-11-10 | 2023-10-05 | Dupont Safety & Construction, Inc. | Ballistic resistant material made of mechanically entangled woven fabrics without nonwoven fibers and method of making thereof |
| CN116969883A (zh) * | 2023-07-29 | 2023-10-31 | 东华大学 | 一种高纯度2,3,5,6-四氨基吡啶-2,5-二羟基对苯二甲酸盐的连续制备方法 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH463537A (de) * | 1964-09-02 | 1968-10-15 | Alpine Chemische Ag | Verfahren zur Herstellung von 2,5-Dihydroxy-terephthalsäure |
| US4079039A (en) * | 1974-03-04 | 1978-03-14 | Horizons Research Incorporated | Polyheterocyclic polymers derived from substituted tetraamino pyridines |
| US4002679A (en) * | 1974-08-07 | 1977-01-11 | The United States Of America As Represented By The Secretary Of The Air Force | Preparation of polybenzimidazoles |
| US4533692A (en) * | 1982-09-17 | 1985-08-06 | Sri International | Liquid crystalline polymer compositions, process, and products |
| US5039778A (en) * | 1990-03-23 | 1991-08-13 | The United States Of America As Represented By The Secretary Of The Air Force | Dihydroxy-pendant rigid-rod benzobisazole copolymer |
| US5041522A (en) * | 1990-03-23 | 1991-08-20 | The United States Of America As Represented By The Secretary Of The Air Force | Dihydroxy-pendant rigid-rod benzobisazole polymer |
| US5136012A (en) * | 1990-03-23 | 1992-08-04 | United States Of America As Represented By The Secretary Of The Air Force | Dihydroxy-pendant rigid-rod benzobisazole copolymer |
-
1994
- 1994-04-22 US US08/535,225 patent/US5674969A/en not_active Expired - Lifetime
- 1994-04-22 KR KR1019950704414A patent/KR100306676B1/ko not_active Expired - Lifetime
- 1994-04-22 EP EP94915120A patent/EP0696297B1/en not_active Expired - Lifetime
- 1994-04-22 DK DK94915120T patent/DK0696297T3/da active
- 1994-04-22 ES ES94915120T patent/ES2120042T3/es not_active Expired - Lifetime
- 1994-04-22 DE DE69412250T patent/DE69412250T2/de not_active Expired - Lifetime
- 1994-04-22 WO PCT/EP1994/001302 patent/WO1994025506A1/en active IP Right Grant
- 1994-04-22 CN CN94191918A patent/CN1041208C/zh not_active Expired - Lifetime
- 1994-04-22 JP JP52386794A patent/JP3527740B2/ja not_active Expired - Lifetime
- 1994-04-22 CA CA002161663A patent/CA2161663C/en not_active Expired - Fee Related
- 1994-04-22 AT AT94915120T patent/ATE169317T1/de not_active IP Right Cessation
- 1994-04-26 TW TW083103743A patent/TW283716B/zh active
- 1994-04-28 MX MXPA94003094A patent/MXPA94003094A/es active IP Right Grant
- 1994-04-29 ZA ZA942967A patent/ZA942967B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE69412250T2 (de) | 1999-02-11 |
| TW283716B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1996-08-21 |
| WO1994025506A1 (en) | 1994-11-10 |
| CA2161663C (en) | 2005-02-15 |
| DE69412250D1 (de) | 1998-09-10 |
| CA2161663A1 (en) | 1994-11-10 |
| EP0696297B1 (en) | 1998-08-05 |
| DK0696297T3 (da) | 1999-05-10 |
| CN1041208C (zh) | 1998-12-16 |
| US5674969A (en) | 1997-10-07 |
| EP0696297A1 (en) | 1996-02-14 |
| CN1121728A (zh) | 1996-05-01 |
| ZA942967B (en) | 1995-01-19 |
| MXPA94003094A (es) | 2003-11-18 |
| KR100306676B1 (ko) | 2001-11-30 |
| JPH08509516A (ja) | 1996-10-08 |
| ATE169317T1 (de) | 1998-08-15 |
| ES2120042T3 (es) | 1998-10-16 |
| KR960701925A (ko) | 1996-03-28 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP3527740B2 (ja) | ピリドビスイミダゾールに基く剛直なロッドポリマー | |
| EP0146084B2 (en) | Ultra-high-tenacity polyvinyl alcohol fiber and process for producing same | |
| US4423202A (en) | Process for the production of high molecular weight para ordered aromatic heterocyclic polymer | |
| US4501886A (en) | Cellulosic fibers from anisotropic solutions | |
| JP2987233B2 (ja) | ポリケトン繊維及びその製造法 | |
| KR940011542B1 (ko) | 아라미드 공중합체사 | |
| EP0572002A2 (en) | Para-aramide dope of low degree of polymerization, para-aramide fiber and para-aramide pulp produced therefrom and processes for producing the same | |
| Iguchi et al. | Growth of polyoxymethylene crystals in the course of the polymerization of trioxane in solution | |
| KR880002094B1 (ko) | 고강력 셀루로오즈 트리아세테이트 섬유의 제조방법 | |
| JP5340331B2 (ja) | 全芳香族ポリアミドフィラメント | |
| US5938971A (en) | Liquid crystal solutions having a base of cellulose and at least one phosphoric acid | |
| RU2194101C2 (ru) | Целлюлозные волокна жидкокристаллического происхождения с сильным удлинением при разрыве и способы их получения | |
| KR930005100B1 (ko) | 고강력 셀룰로오즈 트리아세테이트 섬유의 제조방법 | |
| US20250215618A1 (en) | Esterification method of cellulose and preparation method of cellulose formate filament material | |
| JP2001055622A (ja) | ポリケトンドープおよび繊維およびその製造方法 | |
| Rakas et al. | The effect of coagulant on the structure and properties of poly (p-phenylene terephthalamide)[PPTA] | |
| EP3356585B1 (en) | Polyarylene fiber with improved hydrolytic stability | |
| Din et al. | Microstructure and properties of fibre from a copolymer based on polybutylene-ethylene terephthalate | |
| JPH0815587A (ja) | 高抗張力光ファイバー用テンションメンバー | |
| NL9500581A (nl) | Vloeibare kristallijne polymeersamenstellingen, werkwijze en produkten. |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20031218 |
|
| A911 | Transfer to examiner for re-examination before appeal (zenchi) |
Free format text: JAPANESE INTERMEDIATE CODE: A911 Effective date: 20040122 |
|
| TRDD | Decision of grant or rejection written | ||
| A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20040206 |
|
| A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20040223 |
|
| R150 | Certificate of patent or registration of utility model |
Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20090227 Year of fee payment: 5 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20090227 Year of fee payment: 5 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20100227 Year of fee payment: 6 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20100227 Year of fee payment: 6 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20110227 Year of fee payment: 7 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20110227 Year of fee payment: 7 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20120227 Year of fee payment: 8 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20130227 Year of fee payment: 9 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20130227 Year of fee payment: 9 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20140227 Year of fee payment: 10 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| EXPY | Cancellation because of completion of term |