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A kind of indenofluorenyl conjugated polymer laser gain material and its preparation method and application
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A technology of conjugated polymers and laser gain, applied in the direction of luminescent materials, active medium materials, chemical instruments and methods, etc., can solve the problems of insufficient stability and low mobility, and achieve reversible redox characteristics, low laser threshold, The effect of good film-forming properties
Active Publication Date: 2019-10-01
NANJING UNIV OF POSTS & TELECOMM
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[0006] Technical problem: The purpose of the present invention is to provide a conjugated polymer laser gain material and its preparation method and application, so as to solve the problems of insufficient stability and low mobility of the existing organic light-emitting material system
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Embodiment 1
[0031] Example 1: Synthesis of Compound 1
[0032]
[0033] The 1st step: get p-bromoindenofluorenone (1g, 2.27mmol), phenol (3.84g, 40.82mmol) is dissolved in 100mL carbon tetrachloride, slowly add 0.7mL methanesulfonic acid, phenol, stir at 80 ℃ For 42 hours, remove carbon tetrachloride and phenol, then mix with potassium carbonate K 2 CO 3 (3.13g, 22.7mmol), 7-(bromomethyl)-pentadecane (4.16g, 13.62mmol), mixed, dissolved in 50mL ethanol solution and reacted at 90°C for 14 hours, after the reaction, extracted with dichloromethane and water, collected the organic phase, dried with anhydrous magnesium sulfate, suction filtered, and evaporated The solid obtained from the solvent was purified by column chromatography to obtain compound 1 (3.86 g, 98% yield).
Embodiment 2
[0035] Block Copolymer A was prepared using Compound 1 in Example 1.
[0036]
[0037] Among them, the synthetic routes are as follows:
[0038] Reaction roadmap:
[0039]
[0040] The synthetic steps of copolymer A are as follows:
[0041] Under the protection of light and nitrogen, compound 1 (168 mg, 0.1 mmol), benzothiadiazole boronate (038.9 mg, 0.1 mmol), tetrakistriphenylphosphine palladium Pd (PPh 3 ) 4 (11.5mg, 0.01mmol), phase transfer catalyst tetrabutylammonium bromide (25mg, 0.05mmol), toluene solution (4.5mL), 2M K 2 CO 3 The solution (1.5 mL) was added to a 15 mL reaction flask, and the reaction was carried out at 95° C. for 72 hours. After the reaction is completed, the copolymer A is obtained by purification with alumina column, precipitation with methanol and extraction after the reaction is completed.
[0042] Copolymer A: M measured by GPC n = 15445, PDI = 1.76.
[0046] Dichlorobenzene was used as the solvent, and the luminescent host was copolymer A to prepare a solution of 35 mg / mL. The quartz wafer was cleaned by ultrasonic waves, and the organic laser device was prepared by a simple spin coating method, and the spin coating condition was 1500 rpm. Among them, the emission peaks of the PL spectrum of copolymer A are respectively 545 nm, which are capped with different acceptors, which is beneficial to the efficient transport of electrons. This kind of copolymer A shows excellent laser performance, the ASE peaks are at 552nm, the FWHM is 8nm, and the ASE threshold is as low as 65.84μJ / cm 2 , the maximum gain factor is 66cm -1 , which is the best result among organic yellow-green laser semiconductors.
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Abstract
The invention relates to an indenofluorene-based conjugated polymer laser gain material, a method for preparing the same and application of the indenofluorene-based conjugated polymer laser gain material. Indenofluorene structures are used as frameworks for the indenofluorene-based conjugated polymer laser gain material, different receptor structures are selected, copolymerization is carried out to obtain trapezoidal block copolymers, a general structural formula of the trapezoidal block copolymers is shown, an R in the general formula I represents one of alkyl, alkoxy, alkyl phenyl and alkoxy phenyl of C1-C30, and an A represents electron receptor structure modification units. The indenofluorene-based conjugated polymer laser gain material, the method and the application have the advantages that the indenofluorene-based conjugated polymer laser gain material is low in cost, high in yield and good in solubility, and synthesis is simple and controllable; the indenofluorene-based conjugated polymer laser gain material is good in heat stability, reversible in oxidation-reduction characteristic and excellent in film-forming properties, and film devices can be prepared by the aid of simple solution film-forming modes; the indenofluorene-based conjugated polymer laser gain material is high in brightness and excellent in luminescence efficiency when used as an active luminescence layer in organic electroluminescent devices, is low in laser threshold and high in gain when applied to organic laser devices and is a luminescent material system with important application prospect.
Description
technical field [0001] The invention belongs to the technical field of optoelectronic materials and applications, and in particular relates to a conjugated polymer laser gain material, a preparation method and application thereof. , to fabricate organic laser devices or organic electroluminescent devices by a simple solution processing method. Background technique [0002] Organic optoelectronic materials are a class of photoelectrically active organic materials, usually organic molecules rich in carbon atoms with large π-conjugated systems. Compared with inorganic materials, organic optoelectronic materials can achieve large-area fabrication and flexible device fabrication by solution methods. In addition, organic materials have diverse structural compositions and broad performance adjustment space, and molecular design can be performed to obtain the desired properties, and nanodevices and molecular devices can be prepared by bottom-up device assembly methods such as self-...
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