Synthesis Of Novel Functional Materials Fluorene Compounds And Their Fluorescence And Biomolecular Recognition Properties

In recent years,organic luminescent materials have attracted widespread attention in the fields of production and application technology.For example,strontium,barium,naphthalene,anthracene,tetrastyrene and biphenyl have been favored by many researchers in the synthesis of photoelectric materials and molecular recognition.Due to its high sensitivity,high selectivity,ease of use,and low cost,these molecules are widely used in the fields of chemistry,medicine,and biotechnology.Among them,lanthanum is the main component of fossil fuels such as coal,petroleum,wood and tobacco.It is a special rigid planar structure consisting of a benzene ring connected to each side of a five-membered ring.The introduction of heteroatoms or addition of aryl conjugated units via aryl coupling in the ?-conjugated system of fluorene is a method for enhancing the optoelectronic properties of quinoid materials.The helium emits strong blue light fluorescence.As far as the performance of organic luminescent materials is concerned,compared with green luminescent and red luminescent materials,only a small number of blue luminescent materials have a good potential for application.Therefore,the synthesis of terpenoids was studied,and its development in fluorescence was studied.The excellent performance in terms of sensation is of great significance.In this paper,six kinds of terpenoid derivatives were designed and synthesized using hydrazine as starting material,and the single crystal structure of one of the new compounds was obtained.All organic compounds were characterized by melting point,infrared spectroscopy and 1H NMR.Some organic compounds were characterized by mass spectrometry,13 C NMR,elemental analysis UV spectroscopy and X-ray single crystal diffraction.Two novel compounds were selected to study the fluorescence recognition performance of some organic small molecules,biological small molecules and cations,and terpenoids and 2,4,6-trinitrophenol were analyzed by density functional theory(DFT).The fluorescence quenching mechanism between TNP).The work of this paper is as follows:1.The 4-[4-(7-Bromo-9,9-dimethyl-9H-fluoren-2-yl)-phenyl]-pyridine(3)?2,7-Bis-(4-tert-butyl-phenyl)-9,9-dimethyl-9H-fluorene(4)?4,4'-(9,9-dimethylfluorene-2,7-diyl)dibenzoa-te(5)and 4,4'-(9,9-dimethylfluorene-2,7-diyl)dibenzoic acid(6)was synthesized using fluorene as the starting material followed by processes of bromination,methylation,Suzuki coupling reaction and hydrolysis reaction.Dimethyl Wherein Compounds 3 and 4 are two newly synthesized compounds,and Compounds 5 and 6 are synthesized by an improved literature method.2.Compound 3 and 4 was used as exclusive fluorescence sensor for Partial nitro compounds(NACs),metal cations,and amino acids.The experimental results suggested a high efficiency for 2,4,6-trinitrophenol(TNP)detection with Ksv values of 464546.8 M-1,which has achieved to micromolar level(10 ?M)of Compound 3.The detection limit was 6.9×10-7 M.In the same order of magnitude,the Fe3+ with Ksv values of 142098.8 M-1 was detected and the detection limit was 3.6×10-7 M.Under the same conditions,(TNP)detection with Ksv values of 86099.3 M-1,which has achieved to micromolar level(10 ?M)of Compound 4.The detection limit was 1.27×10-6 M.In the same order of magnitude,the Fe3+ with Ksv values of 15210 M-1 was detected and the detection limit was 1.56×10-6 M.At the same time,for the detection of amino acid molecules,compound 4 has higher sensitivity and selectivity for arginine(L-arg),its sensitivity Ksv =39127.6M-1,detection limit is 1.15×10-6 M.3.The fluorescence quenching mechanism of compound 3 and compound 4 with TNP was analyzed by density functional theory(DFT).