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Fluorenyl donor/receptor type nano polymer as well as preparation method and application thereof

A nano-polymer, donor-acceptor-type technology, applied in the field of donor-acceptor-type fluorenyl nano-lattice materials and its preparation, can solve the problem of low reactivity of acceptor fragments, low ring-forming yield of cyclic molecules, difficulty in separation, etc. problems, achieve the effects of reducing film solvent dependence, modularization of synthesis methods, and high scalability

Inactive Publication Date: 2017-03-15
NANJING UNIV OF POSTS & TELECOMM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Due to the tight π-π stacking of some structures, it exhibits excellent carrier mobility compared with general organics, and has potential application prospects in the field of optoelectronic devices, but its inability to be processed by solution limits its further application in optoelectronic devices
Another class of new cyclic compounds that have just begun to be studied in recent years, such as pillar aromatics (Pillalarene), Kekulene (kekulene), [n] cyclo-p-phenylene ([n] CPPs) and graphene-like or Carbon nanotube-like cyclic small molecules or polymers, which have a rigid skeleton structure and the advantages of soluble processing, have initially shown fascinating application prospects in the field of optoelectronic materials, but such materials that can be flexibly processed rarely have a skeleton At the same time, it contains molecular configuration reports for the alternate arrangement of receptor fragments. The introduction of receptor fragments is usually achieved by bridging macrocyclic skeletons, mainly due to the low yield of ring-forming ring molecules, difficulty in separation, and the reaction of receptor fragments. Difficult to achieve due to low activity
Therefore, it is impossible to effectively control the photoelectric property parameters such as band gap and energy level of cyclic compounds.
At the same time, the precise control of the nanoscale pore size of cyclic compounds and the introduction of high-performance optoelectronic groups are also facing a series of challenges. The application research in the field of optoelectronic materials has just started and is not deep enough.

Method used

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  • Fluorenyl donor/receptor type nano polymer as well as preparation method and application thereof
  • Fluorenyl donor/receptor type nano polymer as well as preparation method and application thereof
  • Fluorenyl donor/receptor type nano polymer as well as preparation method and application thereof

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preparation example Construction

[0042] The preparation method of the fluorenyl donor-acceptor nanopolymer provided in the embodiment of the present invention includes the following steps: polymerize the nanolattice fragments (II) and (III) with reserved halogen end groups to obtain the polymer, The reaction scheme is as follows:

[0043]

[0044] Wherein, X is Cl, Br or I, and Y is borate, tin reagent, halogen or hydrogen atom.

Embodiment 1

[0046] When W is C; Ar 1 、Ar 2 For p-bromooctyloxybenzene, Ar 3 For 4,7-bis(4-octylthiophen-2-yl)benzo[c][1,2,5]thiadiazole, Ar 4 is a hydrogen atom, and the structure of the nano-lattice polymer is as follows:

[0047]

[0048] The nano-lattice polymer P1 is composed of a "口"-shaped polymeric precursor M 1 Benzodithiophene unit M with bilateral tin reagents 2 Carry out Stille coupling reaction and make, and concrete reaction route is as follows:

[0049]

[0050] Wherein, prepare " mouth " font polymerization precursor M 1 The specific reaction scheme is as follows:

[0051]

[0052]

[0053] The specific preparation method is: "口" font polymer precursor M 1 The synthesis of 3-alkylthiophene is obtained through a five-step reaction. The 3-alkylthiophene is lithiated by a low-temperature lithium reagent to obtain 1. The Stille coupling reaction connects the dibrominated benzothiadiazole unit to obtain 2. The Grignard reagent nucleophilic attack on the dibrom...

Embodiment 2

[0063] The nanolattice polymer P1 was made into an accurate 1 μM dichloromethane dilute solution, and the oxygen was removed by flushing with argon. The absorption and emission spectra were measured by Shimadzu UV-3150 ultraviolet-visible spectrometer and RF-530XPC fluorescence spectrometer. The peak value of the ultraviolet absorption spectrum of the nano-lattice polymer in dichloromethane is 325nm and 477nm, and the peak value of the fluorescence spectrum is 606nm.

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Abstract

The invention discloses a fluorenyl donor / receptor type nano polymer as well as a preparation method and application thereof. In a nano grid polymer, a fluorenyl derivative is used as electron donor units in nano grid fragments, and the electron donor units and electron receptor units are arranged alternatively to form a square annular rigid structure. The preparation method comprises the following step: performing a polymerization reaction on a nano grid fragment (II) and a polymerization fragment (III) with preserved halogen end groups, thereby obtaining the polymer. The polymer material disclosed by the invention has the advantages that a synthesis mode is modularized, high extensibility and high thermal, electrochemical and optical stability can be achieved, film solvent dependency can be alleviated, large-scale soluble processing can be achieved, aperture sizes can be precisely adjusted and controlled, precise regulation and control on band gap and energy level arrangement can be achieved, and the like; and the polymer material has potential application prospects in fields of photoelectric functional materials for organic solar batteries, memories and memory resistors, sensors, detectors and the like.

Description

technical field [0001] The invention belongs to the technical field of organic semiconductor materials, and in particular relates to a solution-processable donor-acceptor-type fluorenyl-based nano-lattice material with a nanoscale pore size and a preparation method thereof, and relates to the application of these materials in organic electricity storage, organic electromagnetism Applications in luminescence, photovoltaic cells, light detection, chemical and biological sensing, and organic lasers. Background technique [0002] Due to the advantages of low production cost, simple manufacturing process, and the ability to prepare flexible large-area devices, organic optoelectronic devices have become a hot research topic for scientists at home and abroad. Organic small molecule materials have been widely used in organic solar cells, organic electroluminescence, organic photodetection, organic storage, organic laser and other fields due to their definite molecular structure and ...

Claims

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Application Information

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IPC IPC(8): C08G61/12H01L51/46H01L51/54
CPCC08G61/126C08G2261/95C08G2261/414C08G2261/3246C08G2261/124C08G2261/1424C08G2261/3243H10K85/113Y02E10/549
Inventor 解令海卞临沂余洋郭峰宁刘宁章杨仪明东黄维
Owner NANJING UNIV OF POSTS & TELECOMM
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