The Research Of The Synthesis Of Organic Optical Functional Materials And Their Polymers

Organic fluorescent materials and organic photochromic materials are two kinds of important organic optical functional materials.They have been widely used in digital display,anti-counterfeiting technology,holographic photographic materials,military concealed camouflage and many other high-tech fields.They have become one of the research hotspots of the optical functional materials in recent years.Organic fluorescent materials play a vital role in the research and application of biosensor,fluorescent labeling,optoelectronic functional materials and devices,so it has great academic and practical value to carry out research in this field.As a kind of rich electronic polycyclic aromatic hydrocarbons,organic fluorescent materials has excellent fluorescent properties,the perylene derivatives are particularly prominent for their good fluorescent performance and high absorption coefficient in the visible region.But the solubility of many perylene derivatives is much poor which restricts their applications in biology.To solve this problem,in this chapter we prepared3,4,9,10-Perylenetetracarboxylic acid acrylic ester with a good solubility via the hydrolysis of the solution of KOH for 3,4,9,10-Perylenetetracarboxylic acid anhydride followed by esterificated with 3-allyl bromide.The structure was characterized by FTIR and HNMR,the results showed that 3,4,9,10-Perylenetetracarboxylic acid acrylic ester was successfully prepared.The fluorescence spectrum of the different concentration of3,4,9,10-Perylenetetracarboxylic acid acrylic ester showed that the dye has a strong fluorescence quenching effect.Moreover,when compared with other methods,this way was simpler and 3,4,9,10-Perylenetetracarboxylic acid acrylic ester can be totally dissolved in most of organic reagents such as tetrahydrofuran and methylene chloride.With regard to the choice of esterificated group,alkenyl can be further functionalized which enriched the derivatization of perylene derivatives.According to the study on the optical properties of3,4,9,10-Perylenetetracarboxylic acid acrylic ester,we found that when in low concentration the dye showed high quantity of fluorescent rate but in high concentration or the solid state,the aggregation of moleculars resulted in the decrease of the quantity of fluorescent rate,even caused fluorescent quenching completely.3,4,9,10-Perylenetetracarboxylic acid acrylic ester was utilized as the fluorescent monomer to prepare fluorescent nanoparticles by the click reaction of mercaptan and double bond.The nanoparticles with the average diameter of 250 nm can emit strong fluorescence which were stable in water medium and these nano-sized nanoparticles has potential applications in biological research.We intended to synthesis the photochromic molecule with color changed in the light,and then to make them covalently bonded with polymer chains to prepare one kind of photochromic polymer materials in order to realize the adaptive environmental material.Tetrapyrrole phytochrome was prepared as a photosensitive material,the modified polypropylene amide copolymer with tetrapyrrole phytochrome was synthesized successfully via amidation reaction;through the click reaction of mercaptan and double bond,phytochrome grafting modified polyacrylic acid tetrapyrrole was successfully made which achieved the good solubility in water.At the same time,the structure of two kinds of polymers has been characterized preliminaryly.According to most of the literatures which have reported the methods of the synthesis of linear pyrrole phytochrome,they were generally much complex and may take a long time,in this chapter we successfully used the simple method of the oxidation of hemoglobin open-loop to prepare the linear pyrrole phytochrome.