Investigation On The Design, Synthesis And Properties Of Novel Organic Charge Transport Materials

In recent decades, with the rapid developments of organic optoelectronic devices, such as organic solar cells, organic field-effect transistors and organic light-emitting diodes et al., the organic charge transport materials with properties of high mobility, good stability and solubility were designed and synthesized. C60 derivatives, pyrene derivatives and perylene diimides (PDIs) were efficiently synthesized by classic reactions, in the paper.1. Two C6o derivatives, A6 and A7, were designed and synthesized by diazo-alkane cycloaddition, and the molecular structures were confirmed by MS and NMR. Compared with C6o, A6 and A7 got higher solubility and better absorption in visible region. The optical test of effectively fluorescence quenched showed that the two compounds got efficient electron transfer process and good compatibility with polymer. A6 and A7 got low LUMO,-4.060 eV and-4.080 eV, respectively, so they got good ability of accepting electron.2. Two pyrene derivatives modified with 1,8-naphthalimide groups, B3 and B4, were designed and synthesized by Suzuki reaction, and the molecular structures were confirmed by MS and NMR. They got good fluorescence quantum yields,0.52 and 0.61 in toluene,0.33 and 0.40 in solid state, respectively. Because of good solubility, the solid films of B3 and B4 can be prepared by spin-coating. The organic light-emitting diodes fabricated of B4 emitted green light, and turn-on voltage of 6.0 V, max power efficiency of 2.0 X 10-3 Im/W, max current efficiency of 8.5 X 10-4 cd/A, respectively.3. Three asymmetrical PDIs derivatives, C5, C6 and C7, were designed and synthesized, and the molecular structures were confirmed by MS and NMR. They got good solubility by modified with 12-tricosanamine. Because of the structure of benzimidazole, three compounds got longer and wider absorption, and lower LUMO, comparing with PDI. Maximum absorption and LUMO of C5, C6 and C7 were 569 nm,564 nm,563 nm,-3.89 eV,-3.91 eV and -3.86 eV, respectively. Long-broad absorption and low LUMO made C5, C6 and C7 a class of potential photoelectric material.