Ortho-,Peri-position Modified Perylene Functional Dye Molecule

Dyes and pigments are the roots of all colors.According to a recent report from Grand View Research,the global market for dyes and pigments is $30.42 billion in 2016 and is expected to reach $46.4 billion by 2025,a compound annual growth rate of 4.9%.The main application fields of dyes are the coloring of various textile fibers.They are also widely used in plastics,rubber,ink,leather,food,paper and other industries,and play an important role in enriching people's cultural life.In recent years,dyes have gradually penetrated into modern high-tech fields such as information technology,biotechnology,and medical technology.It is because of its excellent properties in terms of optics and electricity.A series of perylene derivatives are well known as dyes and exhibit excellent properties such as high color strength,weather resistance and thermal stability.It is considered to be an important class of commercially available high performance dyes.However,with the booming society,the demand for dyes and pigments is increasing,and scientists and researchers are eager to develop new materials with excellent performance.However,the current chemical modification of perylene core is very limited,and it is very difficult to directly modify.In order to develop more kinds of perylene dyes,scientists have tried to modify the Bay-and Ortho-position of perylene,using different substitutions.In this paper,we used the functionalized modified Per-4Br compound as a raw material to modify the peryleneortho and peri-position to explore the photoelectric properties of perylene derivative dyes.Two parts were shown bellows:(1)Functional modification at the ortho-position of the nucleus molecule.Using the functional molecule Per-4Br as raw material,the Suzuki-Miyaura reaction(SuzukiMiyaura reaction)and Sonogashira coupling were used to introduce different substituent groups at the ortho-position of the nucleus to synthesize perylene derivatives.Successfully realized the energy level regulation of new functional dyes molecules by explored the photoelectric properties of novel organic dyes molecules.(2)We tried to functionally modify the perylene peri-position to introduce a molybdenum bromine atom,which provided a functional building block for the modification of the peri-position of the perylene derivative.Fortunately,We successfully introduced two bromine atoms and efficiently isolation and purification.We used the ipsilateral 2Br compound as a raw material to carry out the Suzuki-Miyaura reaction(Suzuki-Miyaura reaction)at the peri-position,and successfully introduced different substituents(Electron-donating groups: triphenylamine,electronwithdrawing group: 4-phenylsulfuric acid sulfur,obtained two new functional molecules,and investigated the photoelectric properties of the perylene derivative molecules.At the molecular level,we have realized the structure,spatial configuration and energy level regulation of novel organic dyes molecules by introducing different substituent groups.