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Polyphenylene Vinylene Lab Report

Satisfactory Essays

PPV, otherwise known as polyphenylene vinylene are electric conductors that processed into tiny films which emit a bright fluorescent yellow light which could potentially be a replacement for LEDS in electronics. PPV is prepared from p-xylene-bis and the addition of acetonitrile-tetrabutylammonium tetrafluoroborate and from there, the product is treated with heat to eliminate diethyl sulfide, HCL, and ethyl sulfide to form the final product, PPV. Similarly, another method, called direct chemical polymerization, formed PPV but it was only in the form of powder which could not be turned into tiny films for commercial use. In lab, we learned that PPV precursor can be synthesized in a one step reaction from p-xylene using NBs. In the reaction with …show more content…

The process can be done with NBs, FeCl3, and Cl2. NBs would add the Br to the benzylic carbons while FeCl3 and Cl2 is a friedel-crafts alkylation and the Cls are added to the compound ortho-directing since it can not attack para because there is already a molecule there. PPV can emit light because of its molecular diagram. To illustrate, the cathode and anode, 1,3-butadiene and 1,3,5-hexatriene’s molecular orbital diagram are shown below. These diagrams show that the gap between the homo and lumo for 1,3,5-hexatriene is small which means the energy that is emitted would be lower than 1,3-butadiene but the wavelength for 1,3,5-hexatriene is higher. At higher wavelengths, there is less energy which is directly related to if PPV has electron withdrawing or donating groups. For example, BEH-PPV, which emits orange-red light, has two -OR groups (which is an electron donating group) attached to it thus creating lower energy and higher wavelength values. On the other hand, BuEH-PPV , a compound that emits a yellow-green light, has two carbon chains attached to it, which although is still an electron donating group, is much weaker than -OR so the wavelength value is less than BEH-PPV, so the energy must be higher. To further increase energy, it is necessary to give PPV more electron withdrawing groups, such as a halogen. Halogens are useful in this reaction because although they are electron withdrawing groups, they still attack ortho/para which allows the electron withdrawing groups to enter in a spot with the least

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