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Carboxylic PPV Derivatives Synthesize and Hybrid with ZnS

Author: LiHuaHua
Tutor: XuWeiBing
School: Hefei University of Technology
Course: Materials Science
Keywords: carboxylic PPV derivatives ZnS composites electroluminescencematerials
CLC: TB33
Type: Master's thesis
Year: 2012
Downloads: 11
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Abstract


Poly(p-henylene vinylene)(PPV) and its derivaties were electric luminescentmaterials with good performance. However, the large-scale applied of pure PPV waslimited by its poor solubility and high bandgap. PPV hybriding with inorganicsemiconductor was one of the mainly modification, whereas the drawback of thecomposite was poor compatibility between organic phase and inorganic phase. Wesynthesized carboxylic PPV derivatives to improve the compatibility betweenorganics and inorganics. The main contents were as the following:(1)The intermediate1-methoxyl-4-(5’-carboxyl pentyloxy) was synthesizedusing methoxyphenol and6-bromine caproic acid. FTIR and1H NMR reveals thatcarboxyl was introduced into benezene ring. Monomer1,4-dibrooethyl-2-methoxyl-5(5’-carboxy pentyloxy) was synthesized by thereaction between1-methoxyl-4(5’-carboxy pentyloxy) and solution of hydrobromicacid/acetic acid. Poly[2-methoxyl-5(5’-carboxy pentyloxy)] was prepared throughthe dehydrohaloqenation reaction of previous monomers. In FTIR, the disappear ofthe absorption peak at553cm-1, and the absorption peak of trans-double bound of thehydrocarbon bending vibration at971cm-1attest the success of such synthesis. The13C NMR also confirms the polymer structure. ZnS/poly[2-methoxyl-5(5’-carboxypentyloxy)] was prepared. UV-Vis and PL results reveal that an obvious blue-shifttakes palce. TGA shows PPV derivatives possess good thermal stability. The effectof temperature, protective gas, ratio of raw materials, and reaction time on the yieldof intermediate products and PPV derivatives were investigated.(2)The intermediate1-methoxyl-4(5’-carboxy pentyloxy) was synthesized usingmethoxyphenol and6-bromine caproic acid. FTIR and1H NMR reveals carboxyl wasintroduced into benezene ring. Monomer1,4-dibrooethyl-2,5-di(5’-carboxypentyloxy) was synthesized by the reaction between1-methoxyl-4(5’-carboxypentyloxy) and hydrobromic acid/acetic acid.Poly[2,5-di(5’-carboxy pentyloxy)]phenylacetylene was prepared through the dehydrohaloqenation reaction of previousmonomers. In FTIR, the disappear of the absorption peak at551cm-1,and theabsorption peak of trans-double bound of the hydrocarbon bending vibration at975cm-1attest the success of such synthesis while13C NMR also confirms thispolymer structure. ZnS/Poly[2,5-bis(5’-carboxy pentyloxy)] phenylacetylene was prepared. UV-Vis and PL results of reveal that an obvious blue-shift takes place. Thesolubility experiments indicate that the poly [2,5-bis (5’-carboxy pentyloxy)]phenylacetylene with better solubility. X-ray diffraction (XRD)and scanning electronmicroscopy (SEM) were used to characterize the morphology of the compositestructure.

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