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Fluorescent conjugated polymer containing pyrrolopyrrolidone and fluorene building units, and preparation method and application thereof

A technology of rolopyrrolidone and conjugated polymers, which is applied in the field of preparation of fluorescent conjugated polymers, to achieve the effect of simple adjustment and synthesis steps

Active Publication Date: 2019-09-10
SUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

In the copolymerization method, it has been reported that the structure of fluoroborate dipyrrole, fluorene and benzothiazole can be copolymerized to adjust the fluorescence color (ACSNano 2013, 7, 376-384), but the structure of pyrrolopyrrolidone (DPP) and fluorene The use of copolymerization to adjust the fluorescent color of conjugated polymers has not been reported

Method used

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  • Fluorescent conjugated polymer containing pyrrolopyrrolidone and fluorene building units, and preparation method and application thereof
  • Fluorescent conjugated polymer containing pyrrolopyrrolidone and fluorene building units, and preparation method and application thereof
  • Fluorescent conjugated polymer containing pyrrolopyrrolidone and fluorene building units, and preparation method and application thereof

Examples

Experimental program
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Embodiment 1

[0030] This embodiment provides a fluorescent conjugated polymer containing pyrrolopyrrolidone (DPP) and fluorene building units and a preparation method thereof.

[0031] In this example, the synthesis of M1 can refer to literature (Chem. Commun. 2009, 39, 5859-5861), and the conditions have been optimized. M2 is 2,7-dibromo-9,9-dioctylfluorene, and M3 is 1,4-benzenediboronic acid.

[0032] The structural formula of monomer M1 is

[0033] ;

[0034] The structural formula of monomer M2 is

[0035] ;

[0036] The structural formula of monomer M3 is

[0037] .

[0038] See attached figure 1 , which is the synthesis route of fluorescent conjugated polymers (P1-P6) containing pyrrolopyrrolidone (DPP) and fluorene building blocks in this example.

[0039] attached figure 1 Preparation of polymer P1 in : under the protection of argon, monomer M1 (0.335 g, 0.5 mmol), monomer M3 (0.083 g, 0.5 mmol) and tetrakis (triphenylphosphine) palladium (0.004 g, 0.0035 mmol ) int...

Embodiment 2

[0048] This embodiment provides a method for adjusting the fluorescent color of fluorescent conjugated polymers containing pyrrolopyrrolidone (DPP) and fluorene building units.

[0049] See attached Figure 4 , which is the normalized spectrum of ultraviolet absorption of a series of polymers (P1-P6) obtained according to the preparation method of Example 1.

[0050] See attached Figure 5 , which is the normalized spectrum of fluorescence emission of a series of polymers (P1-P6) prepared according to the preparation method of Example 1.

[0051] See attached Image 6 , it is a series of solid powders of polymers (P1~P6) obtained according to the preparation method in Example 1, and the fluorescence of the solid powders of polymers (P1~P6) under natural light and ultraviolet light (365 nm) is recorded by taking pictures with a camera color.

[0052] See attached Figure 7 , it is the polymer (P1~P6) that obtains according to the preparation method of embodiment 1 is disso...

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Abstract

The invention discloses a fluorescent conjugated polymer containing pyrrolopyrrolidone and fluorene building units, and a preparation method and an application thereof. According to the invention, thefluorescent conjugated polymer is prepared from a monomer with a pyrrolopyrrolidone (DPP) structure, a monomer namely 2,7-dibromo-9,9-dioctylfluorene with a fluorene structure and 1,4-phenyldiboronicacid through a Suzuki coupling copolymerization method. According to a technical scheme of the invention, a series of conjugated polymers can be synthesized through adjustment of the proportion of the monomer with the pyrrolopyrrolidone (DPP) structure to the monomer namely the 2,7-dibromo-9,9-dioctylfluorene; and the fluorescent conjugated polymer has different fluorescence emission wavelengthsin a trichloromethane solvent, and the changing range of fluorescence color is from orange yellow to yellow to purple to blue, so control and adjustment of the fluorescence color of the polymer are realized.

Description

technical field [0001] The invention relates to a fluorescent conjugated polymer, a preparation method and an application thereof, and belongs to the technical field of fluorescent polymer materials. Background technique [0002] As a light-emitting material, conjugated polymers are widely used in optoelectronics, sensing, and bioimaging (see literature: Chem. Rev. 2009, 109, 897-1091; Chem. Rev. 2000, 100,2537-2574; Coordin. Chem. Rev. 2009, 253, 410-422; Adv. Sci. 2017, 4,1600481), and the adjustment of the fluorescent color of conjugated polymers has greatly broadened the specific applications in these fields . In recent years, there have been many reports on methods for adjusting the fluorescent color of conjugated polymers. The methods mainly involved in adjusting the fluorescent color include: physical blending, copolymerization, changing substituents, and controlling the conjugate length (see Literature: ACS Appl. Mater. Interfaces 2015, 7, 26709-26715; J. Phys. Che...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12C09K11/06
CPCC08G61/124C09K11/06C09K2211/1416C09K2211/1425C09K2211/1466C08G2261/122C08G2261/1412C08G2261/18C08G2261/312C08G2261/3142C08G2261/3241C08G2261/411C08G2261/522
Inventor 范丽娟吴应忠马荣梁
Owner SUZHOU UNIV