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P-nitryl diphenylethylene dye sensitizing agent containing bromine as well as synthesis and application thereof

A technology of nitrostilbene and dye sensitizers, applied in the direction of nitro/nitroso dyes, organic dyes, azo dyes, etc., can solve the problem of low singlet oxygen quantum yield, narrow absorption band coverage, Complicated synthesis methods and other issues, to achieve the effect of convenient source of raw materials, wide coverage of absorption band, and high quantum yield

Inactive Publication Date: 2010-09-22
CHONGQING UNIV
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Problems solved by technology

However, the current singlet oxygen sensitizers containing heavy atoms generally have a narrow absorption band coverage, or the synthesis method is complicated, and the yield is low. When used to sensitize ground state oxygen, the quantum yield of singlet oxygen produced is low.

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  • P-nitryl diphenylethylene dye sensitizing agent containing bromine as well as synthesis and application thereof
  • P-nitryl diphenylethylene dye sensitizing agent containing bromine as well as synthesis and application thereof
  • P-nitryl diphenylethylene dye sensitizing agent containing bromine as well as synthesis and application thereof

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Abstract

The invention relates to a P-nitryl diphenylethylene dye sensitizing agent containing bromine as well as synthesis and application thereof, belonging to the field of singlet oxygen sensitizing agents. A compound of the P-nitryl diphenylethylene dye sensitizing agent has a typical chemical structural formula shown in the structural formula, wherein R1, R2, R3, R4 and R5 in a molecular structural formula represent a hydrogen atom substituent group or a bromine atom substituent group, and at least one of the R1, R2, R3, R4 and R5 is the bromine atom substituent group. Benzyl bromine containing the bromine is added into a glass container to react with 3',4'-dyhydroxyl-4-nitryl diphenylethylene under the alkali condition to prepare the P-nitryl diphenylethylene dye containing bromine which can be sensitized under the irradiation of near ultraviolet and visible light to generate singlet oxygen.

Description

technical field The invention belongs to the field of singlet oxygen sensitizers, in particular to the synthesis and application of bromine-containing p-nitrostilbene dyes. Background technique Singlet oxygen plays an extremely important role in photochemistry, photobiology, and polymer science. In 1992, Darmany A.P. and Foote C.S. were entitled: "Effect of sensitizer heavy atoms on singlet oxygen generation efficiency", Journal of Physical Chemistry 1992, 96: 3723-3728 ( Journal of Physical Chemistry) papers confirmed that heavy atoms can increase the intersystem crossing coefficient of excited states, and molecules can effectively generate excited triplet states. Molecules containing heavy atoms are prone to orbit-spin coupling interactions in the excited state, which increases the efficiency of transforming from singlet to triplet, that is, the intersystem crossing efficiency. This phenomenon is called "heavy atom effect". However, the current singlet oxygen sensitizers...

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Application Information

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IPC IPC(8): C09B51/00C07C205/35C07C201/12
Inventor 高放刘小娇侯莹黄程程李红茹张胜涛
Owner CHONGQING UNIV
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