Article: Optical transparency and light colour of highly soluble fluorinated polyimides derived from a novel pyridine-containing diamine m, p-3FPAPP and various aromatic dianhydrides
| Title | Optical transparency and light colour of highly soluble fluorinated polyimides derived from a novel pyridine-containing diamine m, p-3FPAPP and various aromatic dianhydrides |
|---|---|
| Authors | Yan, S2 Chen, W2 Yan, W2 Huang, M2 Chen, C2 Xu, Z1 2 Yeung, KWK1 Yi, C1 2 |
| Keywords | fluorinated polyimides light color Pyridine-containing diamine solubility thermal stability transparency |
| Issue Date | 2011 |
| Publisher | V S P. The Journal's web site is located at http://www.brill.nl/m_catalogue_sub6_id9721.htm |
| Citation | Designed Monomers And Polymers, 2011, v. 14 n. 6, p. 579-592 [How to Cite?] DOI: http://dx.doi.org/10.1163/156855511X598669 |
| Abstract | A novel pyridine-containing aromatic diamine monomer, 4-(4- trifluoromethylphenyl)-2,6-bis[3-(4-aminophenoxy)phenyl]pyridine (m,p-3FPAPP), was successfully synthesized by a modified Chichibabin reaction of 4-trifluoromethylbenzaldehyde and a substituted acetophenone, 3-(4-nitrophenoxy)acetophenone (m,p-NPAP), followed by a reduction of the resulting dinitro compound 4-(4-trifluoromethylphenyl)-2,6bis[3-(4-nitrophenoxy) phenyl] pyridine (m,p-3FPNPP) with Pd/C and hydrazine monohydrate. The aromatic diamine was employed to synthesize a series of pyridine-containing polyimides by polycondensation with various aromatic dianhydrides in N,N-dimethylformamide (DMF) via the conventional two-step method, and further thermal or chemical imidization forming polyimides. The inherent viscosities of the resulting poly(amic acid)s and polyimides were 0.62-0.89 and 0.58-0.69 dl/g, and most of the polyimides obtained by chemical imidization were readily soluble in common organic solvents such as DMF, N,N-dimethylacetamide (DMAc), N-methyl-2- pyrrolidone (NMP) and tetrahydrofuran (THF). Meanwhile, strong and flexible polyimide films were obtained, which had good thermal stability, with a glass transition temperature (T g) of 234.4-246.6°C and the temperature at 10% weight loss of 561.4-600.6°C in nitrogen atmosphere, and good optical transparency with the cut-off wavelengths of 369-378 nm, as well as outstanding mechanical properties with tensile strengths of 89.5-96.4 MPa, a tensile modulus of 1.52-1.63 GPa and elongation-at-break of 7.2-8.7%. The polyimide films also were found to possess low water uptake (0.61-0.79%). © 2011 Koninklijke Brill NV, Leiden. |
| ISSN | 1385-772X 2011 Impact Factor: 1.444 2011 SCImago Journal Rankings: 0.073 |
| DOI | http://dx.doi.org/10.1163/156855511X598669 |
| References | References in Scopus |
| dc.contributor.author | Yan, S |
|---|---|
| dc.contributor.author | Chen, W |
| dc.contributor.author | Yan, W |
| dc.contributor.author | Huang, M |
| dc.contributor.author | Chen, C |
| dc.contributor.author | Xu, Z |
| dc.contributor.author | Yeung, KWK |
| dc.contributor.author | Yi, C |
| dc.date.accessioned | 2012-08-16T05:55:30Z |
| dc.date.available | 2012-08-16T05:55:30Z |
| dc.date.issued | 2011 |
| dc.description.abstract | A novel pyridine-containing aromatic diamine monomer, 4-(4- trifluoromethylphenyl)-2,6-bis[3-(4-aminophenoxy)phenyl]pyridine (m,p-3FPAPP), was successfully synthesized by a modified Chichibabin reaction of 4-trifluoromethylbenzaldehyde and a substituted acetophenone, 3-(4-nitrophenoxy)acetophenone (m,p-NPAP), followed by a reduction of the resulting dinitro compound 4-(4-trifluoromethylphenyl)-2,6bis[3-(4-nitrophenoxy) phenyl] pyridine (m,p-3FPNPP) with Pd/C and hydrazine monohydrate. The aromatic diamine was employed to synthesize a series of pyridine-containing polyimides by polycondensation with various aromatic dianhydrides in N,N-dimethylformamide (DMF) via the conventional two-step method, and further thermal or chemical imidization forming polyimides. The inherent viscosities of the resulting poly(amic acid)s and polyimides were 0.62-0.89 and 0.58-0.69 dl/g, and most of the polyimides obtained by chemical imidization were readily soluble in common organic solvents such as DMF, N,N-dimethylacetamide (DMAc), N-methyl-2- pyrrolidone (NMP) and tetrahydrofuran (THF). Meanwhile, strong and flexible polyimide films were obtained, which had good thermal stability, with a glass transition temperature (T g) of 234.4-246.6°C and the temperature at 10% weight loss of 561.4-600.6°C in nitrogen atmosphere, and good optical transparency with the cut-off wavelengths of 369-378 nm, as well as outstanding mechanical properties with tensile strengths of 89.5-96.4 MPa, a tensile modulus of 1.52-1.63 GPa and elongation-at-break of 7.2-8.7%. The polyimide films also were found to possess low water uptake (0.61-0.79%). © 2011 Koninklijke Brill NV, Leiden. |
| dc.description.nature | Link_to_subscribed_fulltext |
| dc.identifier.citation | Designed Monomers And Polymers, 2011, v. 14 n. 6, p. 579-592 [How to Cite?] DOI: http://dx.doi.org/10.1163/156855511X598669 |
| dc.identifier.doi | http://dx.doi.org/10.1163/156855511X598669 |
| dc.identifier.epage | 592 |
| dc.identifier.hkuros | 204522 |
| dc.identifier.issn | 1385-772X 2011 Impact Factor: 1.444 2011 SCImago Journal Rankings: 0.073 |
| dc.identifier.issue | 6 |
| dc.identifier.scopus | eid_2-s2.0-80055068272 |
| dc.identifier.spage | 579 |
| dc.identifier.uri | http://hdl.handle.net/10722/159747 |
| dc.identifier.volume | 14 |
| dc.language | eng |
| dc.publisher | V S P. The Journal's web site is located at http://www.brill.nl/m_catalogue_sub6_id9721.htm |
| dc.publisher.place | Netherlands |
| dc.relation.ispartof | Designed Monomers and Polymers |
| dc.relation.references | References in Scopus |
| dc.subject | fluorinated polyimides |
| dc.subject | light color |
| dc.subject | Pyridine-containing diamine |
| dc.subject | solubility |
| dc.subject | thermal stability |
| dc.subject | transparency |
| dc.title | Optical transparency and light colour of highly soluble fluorinated polyimides derived from a novel pyridine-containing diamine m, p-3FPAPP and various aromatic dianhydrides |
| dc.type | Article |
Author Affiliations
- The University of Hong Kong
- Hubei University

