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Squaraine polytriazole with near-infrared optic absorption, and preparation method thereof

A squaraine polytriazole, near-infrared optics technology, applied in the field of near-infrared optical absorption materials and its preparation, can solve the problems of expensive rhodium metal catalysts, etc., to achieve improved conjugation and thermal stability, strong near-infrared optics The effect of absorption performance and simple and easy preparation method

Inactive Publication Date: 2013-06-12
DONGHUA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] , which has significant absorption in the 200-800nm ​​band, but the polymerization uses an expensive rhodium metal catalyst

Method used

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  • Squaraine polytriazole with near-infrared optic absorption, and preparation method thereof
  • Squaraine polytriazole with near-infrared optic absorption, and preparation method thereof
  • Squaraine polytriazole with near-infrared optic absorption, and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] Diethynyl-9,9-bis(dodecyl)fluorene, bis(N-methyl-N-hydroxyethyl propargyl ether aniline) squaraine and 1,4-diazidobutaneClick to prepare The polytriazole P1, its structural formula is:

[0040]

[0041] In a dry polymerization tube with a stirring bar, add diethynyl-9,9-bis(dodecyl)fluorene (110.0 mg, 0.20 mmol), bis(N-methyl-N-hydroxyethyl propargyl ether aniline) squaraine (91.2mg, 0.20mmol) and 1,4-diazidobutane monomer (56.0mg, 0.40mmol), sodium ascorbate (10mol%), then add DMF (4mL) to The reactants were dissolved and triethylamine TEA (0.3 mL) was added as a ligand. Feed N into the polymerization tube 2 Purge for 30min, then in N 2 Add CuSO under atmosphere 4 ·5H 2 O(5mol%), continue to feed N 2 , and finally seal the polymerization tube and react at 45°C for 2d. After the reaction, the reaction solution was poured into a rapidly stirred saturated aqueous solution of disodium EDTA. Precipitation occurred, filtered, washed three times with deionized water...

Embodiment 2

[0043] Diethynyl-9,9-bis(dodecyl)fluorene, bis(N-methyl-N-hydroxyethyl propargyl ether aniline) squaraine and 1,4-diazidobutaneClick to prepare And the polytriazole P2 end-capped with p-nitroazo monoalkyne, its structural formula is:

[0044]

[0045] In a dry polymerization tube with a stirring bar, add diethynyl-9,9-bis(dodecyl)fluorene (110.0 mg, 0.20 mmol), bis(N-methyl-N-hydroxyethyl propargyl ether aniline) squaraine (91.2 mg, 0.20 mmol), p-nitroazomonoacetylene (1.124 mg, 0.004 mmol) and 1,4-diazidobutane monomer (56.0 mg, 0.40 mmol) , sodium ascorbate (10mol%), and DMF (4mL) was added to dissolve the reactant, and triethylamine TEA (0.3mL) was added as a ligand. Feed N into the polymerization tube 2 Purge for 30min, then in N 2 Add CuSO under atmosphere 4 ·5H 2 O(5mol%), continue to feed N 2 , and finally seal the polymerization tube and react at 45°C for 2d. After the reaction, the reaction solution was poured into a rapidly stirred saturated aqueous solutio...

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Abstract

The invention relates to a squaraine polytriazole with near-infrared optic absorption, and a preparation method thereof. The squaraine polytriazole is polytriazole which is prepared from at least two different diacetylene monomers and diazido monomers through click reaction; the preparation method comprises the steps of: in nitrogen atmosphere, adding the at least two diacetylene monomers and diazido monomers into a mixed system containing a catalyst, a ligand and an organic solvent, performing polymerization reaction for 24-48h at 40-45 DEG C, filtering, washing and vacuum-drying after the reaction is finished, thereby obtaining the squaraine polytriazole. The materials for preparation have good dissolubility, stronger optic absorption property of near-infrared regions and excellent thermal stability, and the temperature range of 5% of thermal weight loss ranges from 300 DEG C to 400 DEG C; by adopting click chemistry, the preparation method is simple and easy to operate, is not required for catalysis of heavy metal, and is good in economic benefits; and the materials can be applied in the fields of optic-dynamics treatment, data storage, light-emission field effect transistors, solar batteries and the like.

Description

technical field [0001] The invention belongs to the field of near-infrared optical absorption materials and preparation thereof, in particular to a squaraine polytriazole with near-infrared optical absorption and a preparation method thereof. Background technique [0002] At present, with the rapid development of optical information technology and the rapid development of optoelectronic industry, the design, research and application of optical materials have become one of the hot spots of widespread concern. In recent years, reports on the synthesis and application of optical absorbing materials with different structures and properties have increased year by year. Near-infrared light refers to electromagnetic waves with wavelengths between 700 and 2500nm. Among many types of near-infrared dyes, squarylium dyes have unique advantages: relatively large maximum absorption wavelength, relatively high molar absorptivity coefficient, and absorption or emission wavelength Wide adj...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G73/08
Inventor 徐洪耀吉小利光善仪孙重阳
Owner DONGHUA UNIV
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