Blue hyper-branched polymer electroluminescent materials using pyrazoline unit as nuclear and preparation method thereof

A technology of hyperbranched macromolecules and electroluminescent materials, applied in luminescent materials, electroluminescent light sources, chemical instruments and methods, etc., can solve the problems of reducing device efficiency and luminescent color purity, etc.

Inactive Publication Date: 2009-02-11
NANCHANG HANGKONG UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Polyalkylfluorene is considered to be the easiest blue polymer electroluminescent material to achieve industrialization at present, but the main chain of polyfluorene is easy to aggregate to form an exciplex, which causes the luminous wavelength of the device to shift to the long-wave direction, thereby reducing the Device efficiency and luminous color purity

Method used

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  • Blue hyper-branched polymer electroluminescent materials using pyrazoline unit as nuclear and preparation method thereof
  • Blue hyper-branched polymer electroluminescent materials using pyrazoline unit as nuclear and preparation method thereof
  • Blue hyper-branched polymer electroluminescent materials using pyrazoline unit as nuclear and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] Embodiment one is: the synthesis of structural formula 1

[0035] In a 50 ml three-necked flask, add 0.78 ml of 6.85 mol / liter sodium hydroxide solution, 0.93 g (4.67 mmol) of p-bromoacetophenone, 1.70 g (4.67 mmol) of 3,5-dibromo-4- Hexyloxybenzaldehyde and 17 ml of ethanol form a mixed solution. After stirring the reaction mixture at room temperature for 5 hours, it was filtered, and the precipitate was washed with pure water and methanol, respectively. The primary product was recrystallized in ethanol to obtain a pure product with a yield of 83%. 1 HNMR (CDCl 3 , 300MH z , δ / ppm): 7.90-7.87 (d, 2H, Ar-H), 7.77 (s, 1H, CO-C=CH), 7.67-7.61 (m, 3H, Ar-H), 7.40 (s, 1H , CO-CH=C), 4.07-4.03(t, 2H, O-CH 2 ), 1.94-0.90 (m, 11H, CH 2 and CH 3 ).

Embodiment 2

[0036] Embodiment two is: the synthesis of structural formula 2

[0037] In a 50 mL round bottom flask, 1.71 g (3.13 mmol) of intermediate 1, 0.34 g (3.13 mmol) of phenylhydrazine and 12 mL of ethylene glycol monoethyl ether were added. The reaction mixture was heated to reflux under the protection of argon for 3 hours and then cooled to room temperature. Filter, wash the precipitate with water, and dry. The primary product was recrystallized in ethanol to obtain a pure product with a yield of 85%. 1 H NMR (CDCl 3 , 300MH z , δ / ppm): 7.58-7.49 (m, 4H, Ar-H), 7.45 (s, 1H, Ar-H), 7.25-7.19 (t, 2H, Ar-H), 7.04-7.02 (d, 2H , Ar-H), 6.87-6.83(t, 1H, Ar-H), 5.18-5.12(m, 1H, pyrazoline ring CH), 4.00-3.96(t, 2H, O-CH 2 ), 3.85-3.75 (m, 1H, pyrazoline ring CH 2 ), 3.11-3.03 (m, 1H, pyrazoline ring CH 2 ), 1.90-0.88 (m, 11H, CH 2 and CH 3 ).

Embodiment 3

[0038] Embodiment three is: the synthesis of structural formula 3

[0039] In a 50 ml three-necked flask, add 0.78 ml of 6.85 mol / liter sodium hydroxide solution, 0.93 g (4.67 mmol) of p-bromoacetophenone, 2.01 g (4.67 mmol) of 4-bis-p-bromoanilino benzaldehyde and 17 ml of ethanol to form a mixed solution. After stirring the reaction mixture at room temperature for 5 hours, it was filtered, and the precipitate was washed with pure water and methanol, respectively. The primary product was recrystallized in ethanol to obtain a pure product with a yield of 80%. 1 H NMR (CDCl 3 , 300MHz, δ / ppm): 7.86-7.85(d, 2H), 7.78-7.73(d, 1H, CO-C=CH), 7.65-7.62(d, 2H, Ar-H), 7.52-7.49(d , 2H, Ar-H), 7.43-7.37(m, 4H, Ar-H), 7.32(s, 1H, CO-CH=C), 7.04-6.97(m, 6H, Ar-H).

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Abstract

The invention discloses a blue hyperbranched polymer electroluminescent material with a pyrazoline unit core and a preparation method thereof, wherein, the hyperbranched polymer electroluminescent material is characterized by a chemical structural formula as shown on the right. The hyperbranched polymer electroluminescent material has the advantages that: 1. the hyperbranched polymer electroluminescent material can emit pure blue light, thereby overcoming the defect that exciplex is generated by incident primary chain cluster of the linear poly (9,9-dihexylfluorene) blue-light emitting materials; 2. The hyperbranched polymer electroluminescent material can apply to electroluminescent components, organic field effect transistors, solar batteries and biosensors.

Description

technical field [0001] The invention relates to an electroluminescence material and a preparation method thereof, in particular to a blue hyperbranched high molecular electroluminescence material with a pyrazoline unit as the core and a preparation method thereof. Background technique [0002] Since Burroughes et al. reported the first electroluminescent device based on conjugated polymers in 1990, conjugated polymers have the potential to be used in ultra-thin, flexible, large-area, color displays, and have simple operations in device fabrication. , cheap and other advantages, has become a research hotspot in the field of flat panel display. At present, polystyrene, polyfluorene, polythiophene and its derivatives have been synthesized to cover multiple colors and excellent performance of electroluminescent materials. At present, green electroluminescent materials are close to practical use, and there is still a certain gap between blue and red light materials in terms of e...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12C09K11/06H05B33/10
Inventor 彭强
Owner NANCHANG HANGKONG UNIVERSITY
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