A Bipyridine Bithiophene Blue Fluorescent Material

A technology of bispyridine bisthiophene and pyridine bisthiophene, which is applied in the field of bispyridine bisthiophene organic light-emitting materials, can solve the problems of cumbersome synthesis steps, expensive preparation, harsh preparation conditions, etc., and achieve simple synthesis steps, high luminous efficiency, large effect of delocalization

Active Publication Date: 2021-02-09
NINGBO UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Chinese patent 200910112709.X introduces an organic fluorescent material of glutamic acid derivatives, which emits blue fluorescence under ultraviolet light around 330nm, but its preparation conditions are relatively harsh
Chinese patent 200610124795.2 introduces an organic fluorescent material of pyridine derivatives, which can be used as a fluorescent probe in analysis and biochemistry, but it is a fluorescent composition material with rare earth metals, and the preparation price is relatively expensive
Chinese patent 200810162059.5 introduces an organic fluorescent material of naphthooxazole derivatives, which has a high fluorescence quantum yield, but its synthesis steps are cumbersome

Method used

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  • A Bipyridine Bithiophene Blue Fluorescent Material
  • A Bipyridine Bithiophene Blue Fluorescent Material
  • A Bipyridine Bithiophene Blue Fluorescent Material

Examples

Experimental program
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Effect test

Embodiment 1

[0020] Take 5,5'-dibromo-2,2'-dithiophene (0.325g 1.0mmol), 3-pyridineboronic acid (0.271g 2.2mmol), tetrakistriphenylphosphine palladium (0.058g 0.03mmol) and potassium carbonate ( 1.658g 12mmol) was mixed in a 100mL reaction device, and the reaction device was evacuated and nitrogen was passed through, and the operation was repeated three times, then a mixed solution of toluene 18mL, ethanol 9mL, and water 3mL was added, and the reaction was refluxed at 85°C under the protection of nitrogen gas. sky. After the reaction was completed, the liquids were cooled and separated, extracted with dichloromethane, the organic phases were combined, washed with saturated brine and dried over magnesium sulfate to remove water. The solvent was removed by a rotary evaporator to obtain a solid powder, which was then separated through a column with an eluent of petroleum ether: ethyl acetate = 1:1 (volume ratio) to obtain a light yellow solid powder.

Embodiment 2

[0022] Take 5,5'-dibromo-2,2'-dithiophene (0.325g 1.0mmol), 3-pyridineboronic acid (0.307g 2.5mmol), tetrakistriphenylphosphine palladium (0.046g 0.04mmol) and potassium carbonate ( 1.935g 14.0mmol) was mixed in a 100mL reaction device, and the reaction device was vacuumed and nitrogen was passed through, and the operation was repeated three times, then a mixture of toluene 30mL, ethanol 15mL, and water 5mL was added, and the reaction was refluxed at 85°C under the protection of nitrogen. 2.5 days. After the reaction was completed, the liquids were cooled and separated, extracted with dichloromethane, the organic phases were combined, washed with saturated brine and dried over magnesium sulfate to remove water. The solvent was removed by a rotary evaporator to obtain a solid powder, which was then separated through a column with an eluent of petroleum ether: ethyl acetate = 1:1 (volume ratio) to obtain a light yellow solid powder.

Embodiment 3

[0024]Take 5,5'-dibromo-2,2'-dithiophene (0.650g 2.0mmol), 3-pyridineboronic acid (0.738g 6.0mmol), tetrakistriphenylphosphine palladium (0.116g 0.1mmol) and potassium carbonate ( 2.764g 20mmol) was mixed in a 100mL reaction device. After the reaction device was vacuumed, nitrogen gas was passed, and the operation was repeated three times. Then, a mixed solution of 36 mL of toluene, 18 mL of ethanol, and 6 mL of water was added, and the reaction was refluxed at 85 ° C under the protection of nitrogen gas. sky. After the reaction was completed, the liquids were cooled and separated, extracted with dichloromethane, the organic phases were combined, washed with saturated brine and dried over magnesium sulfate to remove water. The solvent was removed by a rotary evaporator to obtain a solid powder, which was then separated through a column with an eluent of petroleum ether: ethyl acetate = 1:1 (volume ratio) to obtain a light yellow solid powder.

[0025] The substances participa...

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Abstract

The invention discloses a bipyridine bisthiophene blue fluorescent material. The fluorescent material is a bisthiophene organic compound double-sidedly coupled with pyridine, and its name is 5,5'-bis(pyridine-3-yl)-2 ,2′‑Bithiophene, the molecular formula is C 18 h 12 N 2 S 2 , the crystal system is monoclinic, the space group is P2(1) / n, the unit cell parameters α=γ=90°, β=103.20°. The blue fluorescent material has a clear spatial structure and accurate molecular formula, the synthesis steps are simple, and the reaction conditions are mild. After introducing pyridine groups at the 5-position on both sides of bithiophene, the degree of electronic delocalization is increased, and the blue fluorescent material is enhanced. The luminous performance of the material improves the stability and solubility of the material, and it has potential application prospects as a fluorescent material.

Description

technical field [0001] The invention belongs to the field of organic luminescent materials, in particular to a bispyridine bisthiophene organic luminescent material. Background technique [0002] Organic photoelectric materials are a special class of organic materials, which are small organic molecules and polymers with photoelectric activity containing large π conjugated bonds. Compared with inorganic optoelectronic materials, organic optoelectronic functional materials have more diversified structural composition and wider space for performance adjustment. People can obtain new materials with new structures and excellent properties through molecular design, and because of their low material density and easy structure modification. And other characteristics, it can be used for large-area preparation and flexible device preparation. With the rapid development of current optical information technology and optoelectronic industry, the demand for organic optoelectronic functio...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G83/00C09K11/06
CPCC08G83/008C09K11/06C09K2211/1458C09K2211/1466
Inventor 崔春雨李星
Owner NINGBO UNIV
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