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Synthesis and properties of poly(p-phenylene vinylene) derivatives with hyperbranched structure and containing a nitro substituent.

Li R, Mo Y, Shi R, Li P, Li C, Wang Z, Wang X, Li S - Monatsh. Chem. (2013)

Bottom Line: In order to improve efficiency, processability, and stability, two groups of novel poly(p-phenylene vinylene) (PPV) derivatives (P1-P3 and P4-P6) with hyperbranched structure and containing a nitro substituent were synthesized via a Gilch reaction in different monomer ratios.The result shows that the band gaps of the PPV derivatives with a nitro substituent were decreased and the polymers had higher molecular weights (10(6)), excellent solubility in common organic solvents, good film-forming ability, and better thermal stability.The polymers can be used as an efficient acceptor material in polymeric solar cells.

View Article: PubMed Central - PubMed

Affiliation: College of Chemistry, Central China Normal University (CCNU), Wuhan, 430079 Hubei China.

ABSTRACT

Abstract: In order to improve efficiency, processability, and stability, two groups of novel poly(p-phenylene vinylene) (PPV) derivatives (P1-P3 and P4-P6) with hyperbranched structure and containing a nitro substituent were synthesized via a Gilch reaction in different monomer ratios. The properties of the polymers were investigated by using UV-Vis absorption, fluorescence spectroscopy, cyclic voltammetry, and thermogravimetric analysis. The result shows that the band gaps of the PPV derivatives with a nitro substituent were decreased and the polymers had higher molecular weights (10(6)), excellent solubility in common organic solvents, good film-forming ability, and better thermal stability. The polymers can be used as an efficient acceptor material in polymeric solar cells.

No MeSH data available.


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Mentions: The detailed syntheses of the two groups of hyperbranched polymers are outlined in Scheme 1. The polymerization was done under different monomer feed ratios in tetrahydrofuran (THF) with freshly prepared potassium tert-butoxide. Polymers P1, P2, and P3 were obtained by reacting monomer A and 4 in molar ratios of 1.5:1, 4:1, and 9:1, respectively. Polymers P4, P5, and P6 were obtained by reacting monomer A and B in molar ratios of 3:1, 6:1, and 9:1, respectively. All polymers are soluble in common organic solvents, such as toluene, THF, chloroform, and methylene chloride. The molecular structures of the polymers were characterized with high-resolution NMR spectroscopy. 1H NMR revealed that the chemical shifts of the three symmetrical –CH2Br groups on the aryl of monomer 4 and B were about 4.45 ppm; those peaks disappeared and new vinylic proton peaks (at 7.45 ppm) and aromatic proton peaks appeared in the 1H NMR spectra of the polymers, suggesting that the polymerization was complete.


Synthesis and properties of poly(p-phenylene vinylene) derivatives with hyperbranched structure and containing a nitro substituent.

Li R, Mo Y, Shi R, Li P, Li C, Wang Z, Wang X, Li S - Monatsh. Chem. (2013)

© Copyright Policy - OpenAccess
Related In: Results  -  Collection

Show All Figures
getmorefigures.php?uid=PMC4495047&req=5

Mentions: The detailed syntheses of the two groups of hyperbranched polymers are outlined in Scheme 1. The polymerization was done under different monomer feed ratios in tetrahydrofuran (THF) with freshly prepared potassium tert-butoxide. Polymers P1, P2, and P3 were obtained by reacting monomer A and 4 in molar ratios of 1.5:1, 4:1, and 9:1, respectively. Polymers P4, P5, and P6 were obtained by reacting monomer A and B in molar ratios of 3:1, 6:1, and 9:1, respectively. All polymers are soluble in common organic solvents, such as toluene, THF, chloroform, and methylene chloride. The molecular structures of the polymers were characterized with high-resolution NMR spectroscopy. 1H NMR revealed that the chemical shifts of the three symmetrical –CH2Br groups on the aryl of monomer 4 and B were about 4.45 ppm; those peaks disappeared and new vinylic proton peaks (at 7.45 ppm) and aromatic proton peaks appeared in the 1H NMR spectra of the polymers, suggesting that the polymerization was complete.

Bottom Line: In order to improve efficiency, processability, and stability, two groups of novel poly(p-phenylene vinylene) (PPV) derivatives (P1-P3 and P4-P6) with hyperbranched structure and containing a nitro substituent were synthesized via a Gilch reaction in different monomer ratios.The result shows that the band gaps of the PPV derivatives with a nitro substituent were decreased and the polymers had higher molecular weights (10(6)), excellent solubility in common organic solvents, good film-forming ability, and better thermal stability.The polymers can be used as an efficient acceptor material in polymeric solar cells.

View Article: PubMed Central - PubMed

Affiliation: College of Chemistry, Central China Normal University (CCNU), Wuhan, 430079 Hubei China.

ABSTRACT

Abstract: In order to improve efficiency, processability, and stability, two groups of novel poly(p-phenylene vinylene) (PPV) derivatives (P1-P3 and P4-P6) with hyperbranched structure and containing a nitro substituent were synthesized via a Gilch reaction in different monomer ratios. The properties of the polymers were investigated by using UV-Vis absorption, fluorescence spectroscopy, cyclic voltammetry, and thermogravimetric analysis. The result shows that the band gaps of the PPV derivatives with a nitro substituent were decreased and the polymers had higher molecular weights (10(6)), excellent solubility in common organic solvents, good film-forming ability, and better thermal stability. The polymers can be used as an efficient acceptor material in polymeric solar cells.

No MeSH data available.


Related in: MedlinePlus