Indenofluorene-based conjugated polymer laser gain material, method for preparing same and application of indenofluorene-based conjugated polymer laser gain material

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: 2017-09-12
NANJING UNIV OF POSTS & TELECOMM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[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

Method used

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  • Indenofluorene-based conjugated polymer laser gain material, method for preparing same and application of indenofluorene-based conjugated polymer laser gain material
  • Indenofluorene-based conjugated polymer laser gain material, method for preparing same and application of indenofluorene-based conjugated polymer laser gain material
  • Indenofluorene-based conjugated polymer laser gain material, method for preparing same and application of indenofluorene-based conjugated polymer laser gain material

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] Embodiment 1: the synthesis of compound 1

[0032]

[0033] Step I: Dissolve p-bromoindenofluorenone (1g, 2.27mmol) and phenol (3.84g, 40.82mmol) in 100mL of carbon tetrachloride, slowly add 0.7mL of methanesulfonic acid and phenol, and stir at 80°C 42 hours, remove carbon tetrachloride and phenol, and then with potassium carbonate K 2 CO 3 (3.13g, 22.7mmol), 7-(bromomethyl)-pentadecane (4.16g, 13.62mmol) were 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, evaporated The solid obtained from the solvent was purified by column chromatography to obtain compound 1 (3.86 g, yield 98%).

Embodiment 2

[0035] Compound 1 in Example 1 was used to prepare block copolymer A.

[0036]

[0037] Wherein, the synthetic route is as follows respectively:

[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 borate (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 into a 15 mL reaction bottle, and reacted at 95° C. for 72 hours. After the reaction, the copolymer A was obtained through alumina column purification, methanol precipitation, and extraction after the reaction.

[0042] Copolymer A: GPC measured M n = 15445, PDI = 1.76.

[0043] Compound 1: 1 H NMR (400MHz, CDCl 3): δ7.65(s, 2H), 7.49(d, J=8.1Hz, 2H), 7.46(d, J=1.5Hz, 2H), 7.41(d, J=8.1Hz, 2...

Embodiment 3

[0045] Fabrication of Organic Laser Devices

[0046] Using dichlorobenzene as a solvent, the luminescent host is copolymer A, and a 35 mg / mL solution is prepared. The quartz plate was ultrasonically cleaned, and the organic laser device was prepared by a simple spin-coating method, and the spin-coating condition was 1500rpm. Among them, the emission peaks of the PL spectrum of the copolymer A are 545nm, respectively, and are terminated with different acceptors, which is beneficial to the effective transmission of electrons. This type of copolymer A exhibits excellent laser properties, the ASE peaks are at 552nm; the FWHM are 8nm; the ASE threshold is as low as 65.84μJ / cm 2 , the maximum gain factor is 66cm -1 , which is a better result in 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 specifically relates to a conjugated polymer laser gain material and its preparation method and application. The material has excellent thermal stability and good film-forming performance, and can be used as an organic laser gain medium and a light-emitting body , to prepare an organic laser device or an organic electroluminescent device by a simple solution processing method. Background technique [0002] Organic optoelectronic materials are a class of organic materials with optoelectronic activity, usually organic molecules rich in carbon atoms and with large π-conjugated systems. Compared with inorganic materials, organic optoelectronic materials can realize large-area preparation and flexible device preparation by solution method. In addition, organic materials have diverse structural compositions and wide performance adjustment space. Molecular design c...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12C09K11/06H01S3/16
Inventor 赖文勇黄维常驷驹陆婷婷
Owner NANJING UNIV OF POSTS & TELECOMM
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