Polymer with aggregation-induced luminescent effect and preparation method thereof, as well as graphene composite material and preparation method thereof

A technology of aggregation-induced luminescence and composite materials, which is applied in the field of graphene composite materials with aggregation-induced luminescence effect and its preparation, and achieves the effects of strong AIE effect and simple preparation method.

Active Publication Date: 2017-09-26
ZHENGZHOU TOBACCO RES INST OF CNTC +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, graphene composites with AIE eff

Method used

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  • Polymer with aggregation-induced luminescent effect and preparation method thereof, as well as graphene composite material and preparation method thereof
  • Polymer with aggregation-induced luminescent effect and preparation method thereof, as well as graphene composite material and preparation method thereof
  • Polymer with aggregation-induced luminescent effect and preparation method thereof, as well as graphene composite material and preparation method thereof

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Experimental program
Comparison scheme
Effect test

preparation example Construction

[0062] The preparation method of above-mentioned polymer, comprises the following steps:

[0063] 1) In zinc powder, TiCl 4 Under the condition of existence, dissolve 4,4'-dibromobenzophenone and compound 1 in a solvent for reflux reaction, separate and purify to obtain compound 2; the structural formulas of compound 1 and compound 2 are as follows:

[0064]

[0065] 2) In the presence of an alkaline substance and a palladium catalyst, compound 2 and pinacol borate were added to a solvent for reaction, and separation and purification were performed to obtain compound 3; the structural formula of compound 3 was as follows:

[0066]

[0067] 3) In the presence of an alkaline substance and a palladium catalyst, add 3,6-dibromocarbazole and compound 3 into a solvent for reaction, separate and purify to obtain a polymer represented by formula I.

Embodiment 1

[0069] The polymer with aggregation-induced luminescent effect in this embodiment has a structural formula as shown in P1 below:

[0070]

[0071] The reaction formula involved in the synthetic route is as follows:

[0072]

[0073] The preparation method of polymer P1 specifically comprises the following steps:

[0074] 1) Synthesis of Compound 2-1: Take zinc powder (11.345g, 0.1735mol) and place it in a 250mL reaction tube. After pumping and ventilating three times, add anhydrous THF (100mL), and add TiCl dropwise under ice bath 4 (9.11mL, 86.76mmol), heated to reflux for 2h after the dropwise addition rose to room temperature, and 4,4'-dibromobenzophenone (7.375g, 21.69mmol) and 4-butoxybenzophenone (compound 1-1, 5.512g, 21.69mmol) was dissolved in anhydrous THF (30mL) and transferred to the reaction system, reflux reaction overnight; after the reaction was completed, cooled to room temperature, quenched with potassium carbonate solution, filtered, and dichlorometha...

Embodiment 2

[0081] The graphene composite material with aggregation-induced luminescent effect of this embodiment is prepared by the following method:

[0082] a) Take 10 mg of graphene oxide (GO), add it into THF (10 mL), and ultrasonically disperse it for 20 min to obtain a graphene oxide dispersion;

[0083] Take polymer P1 (100mg), and dissolve it in THF (20mL) to obtain a polymer solution;

[0084] b) The graphene oxide dispersion obtained in step a) is added dropwise in the obtained polymer solution with a constant pressure dropping funnel (the mass ratio of the polymer to graphene oxide is 10:1), after stirring for 2h, add hydrazine hydrate ( 0.25mL), reflux reaction for 8h, after the reaction, the obtained black homogeneous solution was cooled to room temperature, ultrasonically separated for 20min and centrifuged (8000rpm, 30min) to obtain the supernatant, after the supernatant was decompressed to remove the solvent, the obtained solid was placed in Dry overnight at 45°C in a va...

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Abstract

The invention relates to a polymer with an aggregation-induced luminescent effect and a preparation method thereof, as well as a graphene composite material and a preparation method thereof. The polymer adopts structural general formula I, wherein n is from 8 to 20, and each of R1 and R2 is independently selected from C1-C6 alkyl, C1-C6 alkoxy or hydrogen. The polymer with the aggregation-induced luminescent effect is an AIE polymer containing a tetraphenylethylene functional group and adopting a novel structure; in the presence of the polymer, through in-situ reduction of graphene oxide, non-covalent bond modification of the graphene is achieved, and the graphene composite material soluble in an organic solvent is prepared; the composite material has an obvious AIE effect, and the AIE effect is higher than that of the polymer itself, so that the composite material has a wide application prospect in chemical sensors, bioprobes, solid state fluorescent materials and the like.

Description

technical field [0001] The invention belongs to the technical field of organic light-emitting materials, and in particular relates to a polymer with aggregation-induced luminescence effect and a preparation method thereof, and also relates to a graphene composite material with aggregation-induced luminescence effect and a preparation method thereof. Background technique [0002] In the research of photoelectric functional devices and sensors, fluorescent materials play an important role, but most fluorescent molecules have strong fluorescence in solution, and in the aggregate state or solid state, the intermolecular π-π interaction is enhanced, energy transfer occurs, and the formation of Exciplexes or excitoassociates consume the energy of the excited state, thereby weakening or even quenching the fluorescence (Aggregation-causedquenching, ACQ), which limits its application to a large extent. Therefore, how to effectively solve the ACQ effect is the focus and difficulty of ...

Claims

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Application Information

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IPC IPC(8): C08G61/12C08L65/00C08K3/04
CPCC08G61/124C08G2261/124C08G2261/1424C08G2261/18C08G2261/228C08G2261/3241C08G2261/344C08G2261/354C08G2261/411C08G2261/522C08K3/04C08L65/00
Inventor 徐秀娟刘蒲李佩颖孟庆华杨伟平张文娟霍现宽姬凌波何保江屈展胡军宗永立张建勋
Owner ZHENGZHOU TOBACCO RES INST OF CNTC
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