Article: Soluble polyimides based on a novel pyridine-containing diamine m,p-PAPP and various aromatic dianhydrides
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- Publisher Website: 10.1007/s00289-010-0343-5
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| Title | Soluble polyimides based on a novel pyridine-containing diamine m,p-PAPP and various aromatic dianhydrides | ||||
|---|---|---|---|---|---|
| Authors | Yan, S2 Chen, W2 Yang, X2 Chen, C2 Huang, M2 Xu, Z1 2 Yeung, KWK1 Yi, C1 2 | ||||
| Keywords | Pyridine-containing diamine Pyridine-containing polyimides Solubility | ||||
| Issue Date | 2011 | ||||
| Publisher | Springer Verlag. The Journal's web site is located at http://link.springer.de/link/service/journals/00289/index.htm | ||||
| Citation | Polymer Bulletin, 2011, v. 66 n. 9, p. 1191-1206 [How to Cite?] DOI: http://dx.doi.org/10.1007/s00289-010-0343-5 | ||||
| Abstract | A novel pyridine-containing aromatic diamine monomer, 4-phenyl-2,6-bis[3- (4-aminophenoxy)phenyl]pyridine (m,p-PAPP), was successfully synthesized by a modified Chichibabin reaction of benzaldehyde and a substituted acetophenone, 3-(4-nitrophenoxy)acetophenone (m,p-NPAP), followed by a reduction of the resulting dinitro compound 4-phenyl-2,6-bis[3-(4-nitrophenoxy)phenyl]pyridine (m,p-PNPP) with Pd/C and hydrazine monohydrate. The aromatic diamine was employed to synthesize a series of pyridine-containing polyimides (PIs) by polycondensation with various aromatic dianhydrides in N,N-dimethylformamide (DMF) via the conventional two-step method, and further thermal or chemical imidization forming PIs. The inherent viscosities of the resulting poly(amic acid)s and PIs were 0.59-0.73 and 0.56-0.68 dL/g; most of the PIs obtained by chemical imidization were readily soluble in common organic solvents such as DMF, N,N-dimethylacetamide (DMAc), N-methyl-2-pyrrolidone (NMP), tetrahydrofuran (THF), etc. Meanwhile, strong and flexible PI films were obtained, which had good thermal stability, with the glass transition temperature (T g) of 204.5-237.4 °C and the temperature at 10% weight loss of 527.7-552.0 °C in nitrogen atmosphere, as well as outstanding mechanical properties with tensile strengths of 88.6-90.4 MPa, a tensile moduli of 1.04-1.56 GPa, and elongations at break of 7.2-8.7%. The PI films also were found to possess low water uptake of 0.89-0.98%. © 2010 The Author(s). | ||||
| ISSN | 0170-0839 2011 Impact Factor: 1.532 2011 SCImago Journal Rankings: 0.076 | ||||
| DOI | http://dx.doi.org/10.1007/s00289-010-0343-5 | ||||
| ISI Accession Number ID | WOS:000290038000004
Funding Information: The research was financially supported by the Natural Science Foundation of Hubei Province (No. 2008CDB276), Hubei, China. The authors also acknowledge the necessary facilities provided by the Ministry of Education Key Laboratory for the Green Preparation and Application of Functional Materials for providing. | ||||
| References | References in Scopus |
| dc.contributor.author | Yan, S | ||||
|---|---|---|---|---|---|
| dc.contributor.author | Chen, W | ||||
| dc.contributor.author | Yang, X | ||||
| dc.contributor.author | Chen, C | ||||
| dc.contributor.author | Huang, M | ||||
| dc.contributor.author | Xu, Z | ||||
| dc.contributor.author | Yeung, KWK | ||||
| dc.contributor.author | Yi, C | ||||
| dc.date.accessioned | 2012-02-21T05:42:33Z | ||||
| dc.date.available | 2012-02-21T05:42:33Z | ||||
| dc.date.issued | 2011 | ||||
| dc.description.abstract | A novel pyridine-containing aromatic diamine monomer, 4-phenyl-2,6-bis[3- (4-aminophenoxy)phenyl]pyridine (m,p-PAPP), was successfully synthesized by a modified Chichibabin reaction of benzaldehyde and a substituted acetophenone, 3-(4-nitrophenoxy)acetophenone (m,p-NPAP), followed by a reduction of the resulting dinitro compound 4-phenyl-2,6-bis[3-(4-nitrophenoxy)phenyl]pyridine (m,p-PNPP) with Pd/C and hydrazine monohydrate. The aromatic diamine was employed to synthesize a series of pyridine-containing polyimides (PIs) by polycondensation with various aromatic dianhydrides in N,N-dimethylformamide (DMF) via the conventional two-step method, and further thermal or chemical imidization forming PIs. The inherent viscosities of the resulting poly(amic acid)s and PIs were 0.59-0.73 and 0.56-0.68 dL/g; most of the PIs obtained by chemical imidization were readily soluble in common organic solvents such as DMF, N,N-dimethylacetamide (DMAc), N-methyl-2-pyrrolidone (NMP), tetrahydrofuran (THF), etc. Meanwhile, strong and flexible PI films were obtained, which had good thermal stability, with the glass transition temperature (T g) of 204.5-237.4 °C and the temperature at 10% weight loss of 527.7-552.0 °C in nitrogen atmosphere, as well as outstanding mechanical properties with tensile strengths of 88.6-90.4 MPa, a tensile moduli of 1.04-1.56 GPa, and elongations at break of 7.2-8.7%. The PI films also were found to possess low water uptake of 0.89-0.98%. © 2010 The Author(s). | ||||
| dc.description.nature | published_or_final_version | ||||
| dc.description.other | Springer Open Choice, 21 Feb 2012 | ||||
| dc.identifier.citation | Polymer Bulletin, 2011, v. 66 n. 9, p. 1191-1206 [How to Cite?] DOI: http://dx.doi.org/10.1007/s00289-010-0343-5 | ||||
| dc.identifier.citeulike | 7499194 | ||||
| dc.identifier.doi | http://dx.doi.org/10.1007/s00289-010-0343-5 | ||||
| dc.identifier.eissn | 1436-2449 | ||||
| dc.identifier.epage | 1206 | ||||
| dc.identifier.hkuros | 192179 | ||||
| dc.identifier.isi | WOS:000290038000004
Funding Information: The research was financially supported by the Natural Science Foundation of Hubei Province (No. 2008CDB276), Hubei, China. The authors also acknowledge the necessary facilities provided by the Ministry of Education Key Laboratory for the Green Preparation and Application of Functional Materials for providing. | ||||
| dc.identifier.issn | 0170-0839 2011 Impact Factor: 1.532 2011 SCImago Journal Rankings: 0.076 | ||||
| dc.identifier.issue | 9 | ||||
| dc.identifier.openurl | | ||||
| dc.identifier.scopus | eid_2-s2.0-79958173191 | ||||
| dc.identifier.spage | 1191 | ||||
| dc.identifier.uri | http://hdl.handle.net/10722/145049 | ||||
| dc.identifier.volume | 66 | ||||
| dc.language | Eng | ||||
| dc.publisher | Springer Verlag. The Journal's web site is located at http://link.springer.de/link/service/journals/00289/index.htm | ||||
| dc.publisher.place | Germany | ||||
| dc.relation.ispartof | Polymer Bulletin | ||||
| dc.relation.references | References in Scopus | ||||
| dc.rights | The Author(s) | ||||
| dc.rights | Creative Commons: Attribution 3.0 Hong Kong License | ||||
| dc.subject | Pyridine-containing diamine | ||||
| dc.subject | Pyridine-containing polyimides | ||||
| dc.subject | Solubility | ||||
| dc.title | Soluble polyimides based on a novel pyridine-containing diamine m,p-PAPP and various aromatic dianhydrides | ||||
| dc.type | Article |
Author Affiliations
- The University of Hong Kong
- Hubei University