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Article: Soluble polyimides based on a novel pyridine-containing diamine m,p-PAPP and various aromatic dianhydrides
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TitleSoluble polyimides based on a novel pyridine-containing diamine m,p-PAPP and various aromatic dianhydrides
 
AuthorsYan, S2
Chen, W2
Yang, X2
Chen, C2
Huang, M2
Xu, Z2 1
Yeung, KWK1
Yi, C2 1
 
KeywordsPyridine-containing diamine
Pyridine-containing polyimides
Solubility
 
Issue Date2011
 
PublisherSpringer Verlag. The Journal's web site is located at http://link.springer.de/link/service/journals/00289/index.htm
 
CitationPolymer Bulletin, 2011, v. 66 n. 9, p. 1191-1206 [How to Cite?]
DOI: http://dx.doi.org/10.1007/s00289-010-0343-5
 
AbstractA 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).
 
ISSN0170-0839
2013 Impact Factor: 1.491
 
DOIhttp://dx.doi.org/10.1007/s00289-010-0343-5
 
ISI Accession Number IDWOS:000290038000004
Funding AgencyGrant Number
Natural Science Foundation of Hubei Province, Hubei, China2008CDB276
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.

 
ReferencesReferences in Scopus
 
DC FieldValue
dc.contributor.authorYan, S
 
dc.contributor.authorChen, W
 
dc.contributor.authorYang, X
 
dc.contributor.authorChen, C
 
dc.contributor.authorHuang, M
 
dc.contributor.authorXu, Z
 
dc.contributor.authorYeung, KWK
 
dc.contributor.authorYi, C
 
dc.date.accessioned2012-02-21T05:42:33Z
 
dc.date.available2012-02-21T05:42:33Z
 
dc.date.issued2011
 
dc.description.abstractA 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.naturepublished_or_final_version
 
dc.description.otherSpringer Open Choice, 21 Feb 2012
 
dc.identifier.citationPolymer 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.citeulike7499194
 
dc.identifier.doihttp://dx.doi.org/10.1007/s00289-010-0343-5
 
dc.identifier.eissn1436-2449
 
dc.identifier.epage1206
 
dc.identifier.hkuros192179
 
dc.identifier.isiWOS:000290038000004
Funding AgencyGrant Number
Natural Science Foundation of Hubei Province, Hubei, China2008CDB276
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.issn0170-0839
2013 Impact Factor: 1.491
 
dc.identifier.issue9
 
dc.identifier.openurl
 
dc.identifier.scopuseid_2-s2.0-79958173191
 
dc.identifier.spage1191
 
dc.identifier.urihttp://hdl.handle.net/10722/145049
 
dc.identifier.volume66
 
dc.languageEng
 
dc.publisherSpringer Verlag. The Journal's web site is located at http://link.springer.de/link/service/journals/00289/index.htm
 
dc.publisher.placeGermany
 
dc.relation.ispartofPolymer Bulletin
 
dc.relation.referencesReferences in Scopus
 
dc.rightsThe Author(s)
 
dc.rightsCreative Commons: Attribution 3.0 Hong Kong License
 
dc.subjectPyridine-containing diamine
 
dc.subjectPyridine-containing polyimides
 
dc.subjectSolubility
 
dc.titleSoluble polyimides based on a novel pyridine-containing diamine m,p-PAPP and various aromatic dianhydrides
 
dc.typeArticle
 
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Author Affiliations
  1. The University of Hong Kong
  2. Hubei University