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Design, Synthesis And Optical Properties Of Novel S-triazine Derivatives

Posted on:2012-02-19Degree:MasterType:Thesis
Country:ChinaCandidate:G Y XuFull Text:PDF
GTID:2211330338470847Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
2,4,6-trichloro-1,3,5-triazine with a high ionization potential(11.67 eV), is a relatively good Acceptor groups,2,4,6-chlorines of which have high reactivity, to be easily modified. Nine novel s-triazine derivatives based on 2,4,6-trichloro-1,3,5-triazine were designed, synthesized and characterized. Single-and two-photon optical properties of target compounds were investigated. And live cell imaging and cytotoxicity of s-triazine derivatives were investigated based on the optical properties of s-triazine derivatives. Some valuable experimental data were obtained and provide us with a reference for the design and application of such two-photon fluorescent materials. The research was introduced as follows:1. The research status of two-photon fluorescence materials was reviewed, and the research situation, prospects and significance of two-photon fluorescent materials of the s-triazine derivatives were investigated. On this basis, we established a 1,3,5-triazine for the core to design s-triazine derivatives, in order to obain molecules with a large two-photon absorption cross section.2. Through multi-step and high yield organic reactions, intermediates and nine target compounds were synthesized and characterized by 1H NMR spectra,13C NMR spectra and Mass spectra. The results showed that one-substituted compounds with the terminal groups of the N, N-diphenyl-amino and N, N-bis (4-ethoxy) phenyl-amino (compound XL21 and compound XL31) were prepareed in ice-salt bath, and they have cis-and trans- structure; However, one-substituted compound with the terminal group of N, N- diethyl-amino was prepared in ice bath, and it only has trans- structure.3. The linear and nonlinear optical properties of s-triazine derivatives were investigated. The results show that, the linear and nonlinear optical properties of s-triazine derivatives have certain regularity with increasing the branch number or changing the terminal groups, which is consistent with our design ideas.4. Toxicity test results showed that the toxicity of s-triazine derivatives decreases with increasing the branch number.5. Live cell imaging results showed that compound XL22 was pervious for the cell, and evenly distributed throughout the cytosol.
Keywords/Search Tags:Two-photon fluorescence material, s-triazine derivatives, Optical properties, Biological imaging
PDF Full Text Request
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