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Chemistry and Industry of Forest Products ›› 2020, Vol. 40 ›› Issue (4): 79-85.doi: 10.3969/j.issn.0253-2417.2020.04.011

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Spectra Properities and Application of Dehydroabietic Acid Triarylamine Based D-π-A Type Fluorescent Compound

Yanan GAO1,2,Hong GAO1,3,*(),Shibin SHANG1,3,Zhanqian SONG1,3   

  1. 1. Institute of Chemical Industry of Forest Products, CAF; National Engineering Lab. for Biomass Chemical Utilization; Key Lab. of Chemical Engineering of Forest Products, National Forestry and Grassland Administration; Key Lab. of Biomass Energy and Material, Jiangsu Province, Nanjing 210042, China
    2. Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, Nanjing Forestry University, Nanjing 210037, China
    3. Research Institute of Forestry New Technology, CAF, Beijing 100091, China
  • Received:2020-04-23 Online:2020-08-28 Published:2020-08-21
  • Contact: Hong GAO E-mail:gaoh2188@hotmail.com

Abstract:

Dehydroabietic acid-based triarylamine(b) was synthesized via esterification, bromination, and C-N coupling, using dehydroabietic acid as starting material, then a D-π-A type compound (DTPA-I) with dehydroabietic acid-based triarylamine was synthesized by bromination, and C-C coupling. The ultraviolet absorption spectrum and fluorescence emission spectrum of DTPA-I were studied and it was also used as fluorescent probe to detect the water content in polar organic solvents. The results showed that compound DTPA-I showed a new absorption peak with the maximum adsorption wavelength of 474 nm in the UV absorption spectrum and its maximum wavelength of fluorescence emission red-shifted from 374 to 603 nm, compared with compound b; the maximum absorption wavelength and fluorescence emission wavelength of DTPA-I in different polar solvents had big shift, and the absorbance and fluorescence intensity were also different, which indicated the compound had significant solvatochromism effect. When DTPA-I was used as fluorescent probe to detect water content in solvents dioxane, DMSO and DMF, the fluorescence intensity of DTPA-I linearly decreased with the increase of concentration of water in solvents.The detection limit for water content in dioxane was as low as 0.089%.

Key words: dehydroabietic acid-based triarylamine, D-π-A compound, solvatochromism, detection

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