Preparations of multi-functional diketopyrrolopyrrole-based chemosensory nanofibers through RAFT polymerization and Heck coupling reaction

• Main Authors: Shih-Syuan Zeng, 曾士軒
• Other Authors: Po-Chih Yang
• Format: Others
• Language: zh-TW
• Published: 2018
• Online Access: http://ndltd.ncl.edu.tw/handle/xu6m32

碩士 === 元智大學 === 化學工程與材料科學學系 === 106 === Diketopyrrolopyrrole (DPP) has the advantages of high fluorescent brightness and good planarity, but its solubility is not good. Therefore, designing DPP as a solid sensor can improve this phenomenon. Generally, when mediated with metal ions, the photoluminescence properties in solution state were easily influenced with external environment, such as temperature and concentration. As a result, designing the sensor to a solid state minimizes the impact of these drawbacks. In this study, we used the living RAFT polymerization to polymerize the random triblock copolymer (poly(NIPAM-co-AA-co-Car)) containing a hydrophilic thermo-sensitive N-isopropylacrylamide (NIPAM), acrylic acid (AA) and carbazole monomer M2 as comonomers. The poly(NIPAM-co-AA-co-Car)-1 was reacted without any addition of chain transfer agent. Then, we introduced the ion-recognized DPP monomer M1 into the precious polymers using the Heck coupling reaction. The fluorescent polymeric nanofibers were prepared using the electrospinning technology. The prepared poly(NIPAM-co-AA-co-Car) (PNACC and PNAC) polymers exhibit the number-average molecular weights of 1.4 × 104 and 2.3 × 104 g/mol, respectively. The PDI was 1.59 and 1.76, respectively. These results show that the PNACCD and PANCD in solution and fiber states were quenched by Fe3+ ions, with Stern-Volmer constant of 5.59 × 103 M-1 and 2.48 × 103 M-1 for solution. The PNACCD and PNACD were also found to have a decrease of fluorescence intensity in the range of pH 12-13. In SEM observation, the PNACCD and PNACD fibers agglomerated with the addition of water. The PNACC and PNACCD fibers were approximately 312 nm and 718 nm in diameter, while the PNAC and PNACD fibers were 718 nm and 1.90 μm in diameter. This study will examine the detection of metal ions by fluorescent fibers and polymer solution and investigate the effect of temperature on fluorescence properties.