CN101437871B - 无规聚噁二唑共聚物的两步制备和由其获得的制品 - Google Patents
无规聚噁二唑共聚物的两步制备和由其获得的制品 Download PDFInfo
- Publication number
- CN101437871B CN101437871B CN200780015848XA CN200780015848A CN101437871B CN 101437871 B CN101437871 B CN 101437871B CN 200780015848X A CN200780015848X A CN 200780015848XA CN 200780015848 A CN200780015848 A CN 200780015848A CN 101437871 B CN101437871 B CN 101437871B
- Authority
- CN
- China
- Prior art keywords
- para
- oleum
- aromatic diacids
- oriented aromatic
- terephthalic 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.)
- Expired - Fee Related
Links
- 238000002360 preparation method Methods 0.000 title abstract description 6
- 229920001577 copolymer Polymers 0.000 title abstract description 5
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims abstract description 26
- 238000006243 chemical reaction Methods 0.000 claims abstract description 12
- 239000000203 mixture Substances 0.000 claims abstract description 7
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 31
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 claims description 18
- 125000003118 aryl group Chemical group 0.000 claims description 17
- 238000000034 method Methods 0.000 claims description 15
- ZGCHATBSUIJLRL-UHFFFAOYSA-N hydrazine sulfate Chemical compound NN.OS(O)(=O)=O ZGCHATBSUIJLRL-UHFFFAOYSA-N 0.000 claims description 9
- 238000002156 mixing Methods 0.000 claims description 5
- 238000010438 heat treatment Methods 0.000 claims description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 3
- 229910052757 nitrogen Inorganic materials 0.000 claims description 3
- 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 description 2
- SBBQDUFLZGOASY-OWOJBTEDSA-N 4-[(e)-2-(4-carboxyphenyl)ethenyl]benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1\C=C\C1=CC=C(C(O)=O)C=C1 SBBQDUFLZGOASY-OWOJBTEDSA-N 0.000 claims description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- UOBYKYZJUGYBDK-UHFFFAOYSA-N 2-naphthoic acid Chemical compound C1=CC=CC2=CC(C(=O)O)=CC=C21 UOBYKYZJUGYBDK-UHFFFAOYSA-N 0.000 claims 1
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 claims 1
- 238000013019 agitation Methods 0.000 claims 1
- 238000007334 copolymerization reaction Methods 0.000 claims 1
- FUSNOPLQVRUIIM-UHFFFAOYSA-N 4-amino-2-(4,4-dimethyl-2-oxoimidazolidin-1-yl)-n-[3-(trifluoromethyl)phenyl]pyrimidine-5-carboxamide Chemical compound O=C1NC(C)(C)CN1C(N=C1N)=NC=C1C(=O)NC1=CC=CC(C(F)(F)F)=C1 FUSNOPLQVRUIIM-UHFFFAOYSA-N 0.000 abstract description 2
- 229910000377 hydrazine sulfate Inorganic materials 0.000 abstract description 2
- 239000012493 hydrazine sulfate Substances 0.000 abstract description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 abstract 2
- 239000000126 substance Substances 0.000 description 6
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 4
- 239000002253 acid Substances 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- VEUMBMHMMCOFAG-UHFFFAOYSA-N 2,3-dihydrooxadiazole Chemical compound N1NC=CO1 VEUMBMHMMCOFAG-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000010828 elution Methods 0.000 description 2
- 229940042795 hydrazides for tuberculosis treatment Drugs 0.000 description 2
- 238000010907 mechanical stirring Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000009987 spinning Methods 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 231100000584 environmental toxicity Toxicity 0.000 description 1
- 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 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 238000000710 polymer precipitation Methods 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N sulfurochloridic acid Chemical compound OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 1
- ZWPWUVNMFVVHHE-UHFFFAOYSA-N terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1.OC(=O)C1=CC=C(C(O)=O)C=C1 ZWPWUVNMFVVHHE-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing 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
- C08G73/08—Polyhydrazides; Polytriazoles; Polyaminotriazoles; Polyoxadiazoles
-
- 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
-
- 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
- C08G73/22—Polybenzoxazoles
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Polyamides (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11/414,959 | 2006-05-01 | ||
| US11/414,959 US7582721B2 (en) | 2006-05-01 | 2006-05-01 | Two step preparation of random polyoxadiazole copolymer and articles resulting therefrom |
| PCT/US2007/010028 WO2007133408A2 (en) | 2006-05-01 | 2007-04-26 | Two step preparation of random polyoxadiazole copolymer and articles resulting therefrom |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101437871A CN101437871A (zh) | 2009-05-20 |
| CN101437871B true CN101437871B (zh) | 2012-06-13 |
Family
ID=38578537
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN200780015848XA Expired - Fee Related CN101437871B (zh) | 2006-05-01 | 2007-04-26 | 无规聚噁二唑共聚物的两步制备和由其获得的制品 |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US7582721B2 (enExample) |
| EP (1) | EP2013262B1 (enExample) |
| JP (1) | JP5036806B2 (enExample) |
| KR (1) | KR101415409B1 (enExample) |
| CN (1) | CN101437871B (enExample) |
| BR (1) | BRPI0710332A2 (enExample) |
| CA (1) | CA2648733C (enExample) |
| MX (1) | MX2008013839A (enExample) |
| WO (1) | WO2007133408A2 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109280380A (zh) * | 2018-09-29 | 2019-01-29 | 刘文熙 | 一种高强度高透明阻燃的芳杂环聚合物树脂及其制备方法和在纤维或薄膜的应用 |
Families Citing this family (34)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7528217B2 (en) | 2006-10-06 | 2009-05-05 | E.I. Du Pont De Nemours And Company | Polymers and fibers formed therefrom |
| 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 |
| WO2012082434A1 (en) | 2010-12-16 | 2012-06-21 | 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 |
| CN104508007B (zh) * | 2012-06-15 | 2019-07-23 | 纳幕尔杜邦公司 | 磺化萘聚噁二唑聚合物 |
| US9150693B2 (en) | 2012-06-15 | 2015-10-06 | E I Du Pont De Nemours And Company | Preparation of sulfonated naphthalene polyoxadiazoles polymers |
| WO2013188328A1 (en) | 2012-06-15 | 2013-12-19 | E. I. Du Pont De Nemours And Company | Sulfonated polyoxadiazole polymers articles |
| JP6112683B2 (ja) | 2012-06-15 | 2017-04-12 | 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 | スルホン化ナフタレンポリオキサジアゾールポリマーより得られる繊維のブレンドから製造された難燃性紡績短繊維ヤーン |
| CN109401307A (zh) * | 2018-09-29 | 2019-03-01 | 刘文熙 | 一种高透明的芳杂环聚合物树脂及其制备方法和在纤维或薄膜的应用 |
| CN109401308A (zh) * | 2018-09-29 | 2019-03-01 | 潘鑫 | 一种高透明阻燃的芳杂环聚合物树脂及其制备方法和在纤维或薄膜的应用 |
| CN109280382A (zh) * | 2018-09-29 | 2019-01-29 | 王庭辉 | 一种耐紫外线高透明阻燃的芳杂环聚合物树脂及其制备方法和在纤维或薄膜的应用 |
| CN109293894A (zh) * | 2018-09-29 | 2019-02-01 | 王庭辉 | 一种高强度耐紫外线的芳杂环聚合物薄膜及其制备方法和应用 |
| CN109306182A (zh) * | 2018-09-29 | 2019-02-05 | 刘文熙 | 一种高强度高透明阻燃的芳杂环聚合物树脂及其制备方法和在纤维或薄膜的应用 |
| CN109280381A (zh) * | 2018-09-29 | 2019-01-29 | 王庭辉 | 一种阻燃的芳杂环聚合物树脂及其制备方法和在纤维或薄膜的应用 |
| CN109306180A (zh) * | 2018-09-29 | 2019-02-05 | 王庭辉 | 一种高透明的芳杂环聚合物树脂及其制备方法和在纤维或薄膜的应用 |
| CN109280384A (zh) * | 2018-09-29 | 2019-01-29 | 潘鑫 | 一种高强度耐紫外线高透明阻燃的芳杂环聚合物树脂及其制备方法和在纤维或薄膜的应用 |
| CN109320924A (zh) * | 2018-09-29 | 2019-02-12 | 刘文熙 | 一种高强度耐紫外线阻燃的芳杂环聚合物薄膜及其制备方法和应用 |
| CN109280383A (zh) * | 2018-09-29 | 2019-01-29 | 刘文熙 | 一种高强度耐紫外线高透明的芳杂环聚合物树脂及其制备方法和在纤维或薄膜的应用 |
| CN109401305A (zh) * | 2018-09-29 | 2019-03-01 | 刘文熙 | 一种耐紫外线的芳杂环聚合物树脂及其制备方法和在纤维或薄膜的应用 |
| CN109337049A (zh) * | 2018-09-29 | 2019-02-15 | 潘鑫 | 一种高强度耐紫外线高透明的芳杂环聚合物树脂及其制备方法和在纤维或薄膜的应用 |
| CN109337048A (zh) * | 2018-09-29 | 2019-02-15 | 潘鑫 | 一种高强度耐紫外线的芳杂环聚合物树脂及其制备方法和在纤维或薄膜的应用 |
| CN109306181A (zh) * | 2018-09-29 | 2019-02-05 | 刘文熙 | 一种耐紫外线阻燃的芳杂环聚合物树脂及其制备方法和在纤维或薄膜的应用 |
| CN109320702A (zh) * | 2018-09-29 | 2019-02-12 | 王庭辉 | 一种高强度高透明的芳杂环聚合物树脂及其制备方法和在纤维或薄膜的应用 |
| CN109337050A (zh) * | 2018-09-29 | 2019-02-15 | 潘鑫 | 一种高强度耐紫外线高透明阻燃的芳杂环聚合物树脂及其制备方法和在纤维或薄膜的应用 |
| CN109293891A (zh) * | 2018-09-29 | 2019-02-01 | 王庭辉 | 一种高强度的芳杂环聚合物树脂及其制备方法和在纤维或薄膜的应用 |
| CN109293897A (zh) * | 2018-09-29 | 2019-02-01 | 王庭辉 | 一种高透明阻燃的芳杂环聚合物树脂及其制备方法和在纤维或薄膜的应用 |
| CN109293898A (zh) * | 2018-09-29 | 2019-02-01 | 潘鑫 | 一种耐紫外线高透明的芳杂环聚合物树脂及其制备方法和在纤维或薄膜的应用 |
| CN109293899A (zh) * | 2018-09-29 | 2019-02-01 | 潘鑫 | 一种高强度阻燃的芳杂环聚合物树脂及其制备方法和在纤维或薄膜的应用 |
| CN109306183A (zh) * | 2018-09-29 | 2019-02-05 | 王庭辉 | 一种高强度耐紫外线阻燃的芳杂环聚合物树脂及其制备方法和在纤维或薄膜的应用 |
| CN109293893A (zh) * | 2018-09-29 | 2019-02-01 | 潘鑫 | 一种耐紫外线高透明的芳杂环聚合物树脂及其制备方法和在纤维或薄膜的应用 |
| CN109293896A (zh) * | 2018-09-29 | 2019-02-01 | 王庭辉 | 一种耐紫外线的芳杂环聚合物树脂及其制备方法和在纤维或薄膜的应用 |
| CN109320703A (zh) * | 2018-09-29 | 2019-02-12 | 刘文熙 | 一种耐紫外线阻燃的芳杂环聚合物树脂及其制备方法和在纤维或薄膜的应用 |
| CN109401306A (zh) * | 2018-09-29 | 2019-03-01 | 刘文熙 | 一种芳杂环聚合物树脂及其制备方法和在纤维或薄膜的应用 |
| CN109401309A (zh) * | 2018-09-29 | 2019-03-01 | 刘文熙 | 一种耐紫外线高透明阻燃的芳杂环聚合物树脂及其制备方法和在纤维或薄膜的应用 |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3886251A (en) * | 1967-04-11 | 1975-05-27 | Furukawa Electric Co Ltd | Method for forming polyoxadiazole series resin solution into shaped articles |
| US4046731A (en) * | 1976-05-13 | 1977-09-06 | Monsanto Company | Process for preparing dopes from which shaped articles of oxadiazole/N-alkylhydrazide copolymers are obtained |
| US4202962A (en) * | 1971-11-26 | 1980-05-13 | Monsanto Company | Fibers of arylene oxadiazole/arylene N-alkylhydrazide copolymer |
| US4205038A (en) * | 1975-09-05 | 1980-05-27 | Imperial Chemical Industries Limited | Process for producing shaped articles of polyoxadiazoles |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1977404A (en) * | 1931-07-29 | 1934-10-16 | George H Osgood | Vegetable protein glue |
| US1980420A (en) * | 1932-06-11 | 1934-11-13 | Westinghouse Air Brake Co | Locomotive brake equipment |
| US3642708A (en) * | 1967-02-22 | 1972-02-15 | Furukawa Electric Co Ltd | Oxadiazole-n-methylhydrazide copolymeric resin and a method of producing thereof |
| GB1252508A (enExample) * | 1968-10-23 | 1971-11-03 | ||
| CH545829A (enExample) | 1970-10-29 | 1974-02-15 | ||
| GB1339324A (en) * | 1971-02-02 | 1973-12-05 | Ici Ltd | Production of polyoxadiazole solutions |
| BE791894A (fr) * | 1971-11-26 | 1973-05-24 | Monsanto Co | Procede de preparation de polymeres oxadiazole aromatique /hydrazide n-alkylique |
| JPS5110805B2 (enExample) * | 1972-07-07 | 1976-04-07 | ||
| US4115503A (en) * | 1973-08-22 | 1978-09-19 | Monsanto Company | Novel process for the preparation of fiber of arylene oxadiazole/arylene N-alkylhydrazide copolymer |
| JPS543240B2 (enExample) * | 1973-12-06 | 1979-02-20 | ||
| JPS5239680B2 (enExample) * | 1974-04-10 | 1977-10-06 | ||
| GB1527352A (en) * | 1974-09-17 | 1978-10-04 | Ici Ltd | Shaped articles of polyoxadiazoles |
| FR2318841A1 (fr) * | 1975-07-25 | 1977-02-18 | Comp Generale Electricite | Procede de liaison entre pieces en alumine beta alcaline et en alumine alpha |
| US4500701A (en) * | 1982-09-27 | 1985-02-19 | Standard Oil Company (Indiana) | Co-polyoxadiazoles based on 5-t-butylisosphthalic acid |
| DE3620022A1 (de) | 1986-06-13 | 1987-12-17 | Basf Ag | Polyphenylen-1,3,4-oxadiazolpolymere |
| DD296277A5 (de) | 1990-06-29 | 1991-11-28 | Adw,Institut Fuer Polymerenchemie "Erich Correns",De | Verfahren zur herstellung von 1,3,4-oxadiazolen und von 1,3,4-oxadiazole enthaltenden polymeren |
-
2006
- 2006-05-01 US US11/414,959 patent/US7582721B2/en not_active Expired - Fee Related
-
2007
- 2007-04-26 EP EP07756011A patent/EP2013262B1/en not_active Not-in-force
- 2007-04-26 CA CA2648733A patent/CA2648733C/en active Active
- 2007-04-26 JP JP2009509609A patent/JP5036806B2/ja not_active Expired - Fee Related
- 2007-04-26 KR KR1020087029159A patent/KR101415409B1/ko not_active Expired - Fee Related
- 2007-04-26 WO PCT/US2007/010028 patent/WO2007133408A2/en not_active Ceased
- 2007-04-26 BR BRPI0710332-8A patent/BRPI0710332A2/pt not_active IP Right Cessation
- 2007-04-26 CN CN200780015848XA patent/CN101437871B/zh not_active Expired - Fee Related
- 2007-04-26 MX MX2008013839A patent/MX2008013839A/es active IP Right Grant
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3886251A (en) * | 1967-04-11 | 1975-05-27 | Furukawa Electric Co Ltd | Method for forming polyoxadiazole series resin solution into shaped articles |
| US4202962A (en) * | 1971-11-26 | 1980-05-13 | Monsanto Company | Fibers of arylene oxadiazole/arylene N-alkylhydrazide copolymer |
| US4205038A (en) * | 1975-09-05 | 1980-05-27 | Imperial Chemical Industries Limited | Process for producing shaped articles of polyoxadiazoles |
| US4046731A (en) * | 1976-05-13 | 1977-09-06 | Monsanto Company | Process for preparing dopes from which shaped articles of oxadiazole/N-alkylhydrazide copolymers are obtained |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109280380A (zh) * | 2018-09-29 | 2019-01-29 | 刘文熙 | 一种高强度高透明阻燃的芳杂环聚合物树脂及其制备方法和在纤维或薄膜的应用 |
Also Published As
| Publication number | Publication date |
|---|---|
| US20070255037A1 (en) | 2007-11-01 |
| EP2013262B1 (en) | 2012-02-01 |
| JP5036806B2 (ja) | 2012-09-26 |
| BRPI0710332A2 (pt) | 2011-08-09 |
| CA2648733A1 (en) | 2007-11-22 |
| KR20090008427A (ko) | 2009-01-21 |
| EP2013262A2 (en) | 2009-01-14 |
| CN101437871A (zh) | 2009-05-20 |
| KR101415409B1 (ko) | 2014-07-04 |
| US7582721B2 (en) | 2009-09-01 |
| MX2008013839A (es) | 2008-11-10 |
| CA2648733C (en) | 2014-10-28 |
| JP2009535481A (ja) | 2009-10-01 |
| WO2007133408A3 (en) | 2008-01-10 |
| WO2007133408A2 (en) | 2007-11-22 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN101437871B (zh) | 无规聚噁二唑共聚物的两步制备和由其获得的制品 | |
| CN101432339B (zh) | 无规聚噁二唑共聚物的两步制备 | |
| Bair et al. | Poly (1, 4-phenyleneterephthalamides). Polymerization and novel liquid-crystalline solutions | |
| CN103555120A (zh) | 一种聚丙烯酸酯接枝改性聚酯水性涂料及其制备方法 | |
| JPH11510198A (ja) | 高分子電解質とその調製法 | |
| JPH01261423A (ja) | ポリアミドーイミド溶液およびその製造方法 | |
| CN102040733A (zh) | 一种制备聚对苯二甲酰对苯二胺树脂的方法 | |
| CN102432775B (zh) | 一种水性聚氨酯-聚丙烯酸酯复合胶乳的制备方法 | |
| CN118546272A (zh) | 一种高聚合度水溶性的聚两性电解质壳聚糖及其制备方法 | |
| CN115594972B (zh) | 一种提高聚苯并咪唑树脂溶液可加工性的方法 | |
| Asrar et al. | Nematogenic block copolymers via the yamazaki reaction | |
| CN102408820B (zh) | 水溶性低接触角半无机硅钢片漆的制备方法 | |
| CN113136033A (zh) | 一种pbo预聚合工艺的控制方法 | |
| CN119899355B (zh) | 一种蓖麻油基水性聚氨酯分散体的制备方法 | |
| CN119859363A (zh) | 一种利用混合不同分子量对离子合成调控pedot:pss分散液的制备方法 | |
| CN115260436A (zh) | 一种高固含无溶剂水性聚氨酯树脂及其制备方法 | |
| CN119638989A (zh) | 一种荧光材料及其制备方法和应用 | |
| JPS61133230A (ja) | 新規重合体およびその製造法 | |
| CN1990809B (zh) | 聚酯热熔胶及其制备方法 | |
| CN115463622A (zh) | 一种基于氧化果胶的凝胶及其制备方法 | |
| JPS62225510A (ja) | アルカリ可溶型ポリエステル樹脂の製造方法 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20120613 Termination date: 20160426 |