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Near-infrared light-controlled bistable-state field effect transistor polymer and preparation method and application thereof

A technology of polymers and compounds, applied in the field of polymer materials, can solve problems affecting the stability of organic polymers, semiconductor device functions, etc., achieve excellent carrier transport performance, excellent solubility performance, and avoid damage

Active Publication Date: 2020-05-22
INST OF CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, UV light can affect the stability of organic polymers and the functionality of semiconductor devices

Method used

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  • Near-infrared light-controlled bistable-state field effect transistor polymer and preparation method and application thereof
  • Near-infrared light-controlled bistable-state field effect transistor polymer and preparation method and application thereof
  • Near-infrared light-controlled bistable-state field effect transistor polymer and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0063] Synthesis of the compound shown in embodiment 1, formula II (in its formula II, R 1 and R 2 Both are 2-octyldodecyl):

[0064] chemical reaction flow chart figure 1 Shown, concrete reaction step condition is as follows:

[0065] Dissolve compound 1 (1.28mmol) in 50mL DMF, add compound 2 (3.2mmol), react at 60°C for 3h, and stop the reaction. The solvent was removed by a rotary evaporator, and the product 3 (0.136 mmol, yield: 10.6%) was obtained by separation on a silica gel column;

[0066] The structural confirmation data are as follows:

[0067] 1 H NMR (300MHz, CDCl 3 )δ8.695(d, J=3.0Hz, 2H); 8.01-7.97(m, 8H); 7.24(d, J=3.0Hz, 2H); 7.02-6.97(m, 8H); 4.06-3.94(m ,8H); 3.94-3.92(d,J=6.0Hz,4H); 2.55(s,6H); 2.50(s,6H); 2.00-1.96(m,2H); 1.87-1.74(m,10H); 1.55-1.26(m,24H); 0.97-0.89(m,12H).;

[0068] HR-MS: The calculated value is C 66 h 79 Br 2 N 6 o 6 S 2 (M + ): 1273.3863, mass spectrum peak position: 1273.3861.

[0069] From the above, it can be seen ...

Embodiment 2

[0070] Synthesis of terpolymer shown in embodiment 2, formula I (wherein, R 1 and R 2 All are selected from 2-octyldodecyl; Ar is 2,5-thiophene substituent; when x:y=1:5, the defined polymer is PDPYA):

[0071] chemical reaction flow chart figure 2 Shown, the concrete reaction step condition of PDPYA is as follows:

[0072] 2,5-bis(2-octyldodecyl)-3,6 dibromodithiophene pyrrolopyrrole diketone (5,0.09812mmol), compound 3 obtained in Example 1 of the present invention 0.01962mmol and 2, 5-Ditrimethyltinthiophene 4 (0.1178mmol) was dissolved in anhydrous toluene, nitrogen gas was blown for 20min, catalyst tris(dibenzylideneacetone)dipalladium 0.0021mmol and ligand o-tricresylphosphine 0.017mmol were added, and continued Nitrogen was blown for 20 minutes, and under the protection of nitrogen, the reaction was carried out at 100°C for 72 hours, and then 1 mmol of trimethylphenyltin and 2 mmol of bromobenzene were added in sequence to react for 6 hours respectively for capping....

Embodiment 3

[0076] Example 3, the ultraviolet-visible absorption spectrum of the polymer described in formula I of the polymer of the present invention combined with upconversion nanoparticles under near-infrared light conditions in a thin film state:

[0077] The polymer (compound represented by formula I) prepared in Example 1-Example 2 of the present invention is dissolved in various organic solvents, organic solvents include chloroform, o-dichlorobenzene, 1,1,2,2-tetrachloro Ethane, and other solvents such as: toluene. The polymer of the present invention has good solubility in chlorinated solvents (about 20 mg / mL at room temperature). By spin-coating the o-dichlorobenzene solution of the compound shown in formula I (the drop volume is 200 microliters, the rotating speed is 3000 rpm, and the time is 1 minute) to a quartz plate to prepare a high-quality film, and then spin-coat the surface (The drop volume is 200 microliters, the rotation speed is 3000 rpm, and the time is 1 minute) U...

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Abstract

The invention discloses a near-infrared light-controlled bistable-state field effect transistor polymer as well as a preparation method and application thereof. The structural formula of the polymer is shown as a formula I shown in the specification, and in the formula I, Ar is any one selected from aryl, heteroaryl, aryl containing a substituent group and heteroaryl containing a substituent group, and the bonding mode in the group is at least one of a single bond, a double bond and a triple bond; and Fc is any one of heteroaryl azobenzene, diarylethene, and substituent-containing heteroaryl azobenzene and diarylethene. According to the preparation method, the polymer is obtained through a carbon-carbon coupling reaction. The polymer disclosed by the invention is applied to preparation ofa field effect device, particularly a near-infrared light-controlled bistable-state field effect transistor. By utilizing side chain engineering, a certain proportion of responsive groups are introduced into the side chain of the conjugated polymer, and in combination with modification of the up-conversion nanoparticle layer, a rapid, efficient and stable field effect transistor device regulated and controlled by utilizing 600-1500 nm near-infrared light is realized.

Description

technical field [0001] The invention relates to a near-infrared light-controlled bistable field-effect transistor polymer, a preparation method and application thereof, and belongs to the field of polymer materials. Background technique [0002] Compared with inorganic semiconductors, organic semiconductor materials have the characteristics of easy regulation, simple preparation process, low cost, and large-scale preparation of organic flexible circuits. [0003] Organic semiconductor devices mainly include organic light emitting diodes (OLEDs), organic field effect transistors (OFETs) and organic solar cells (OPVs). At present, organic light-emitting diodes have been applied in some small devices, such as mobile phones, palmtop computers and digital cameras, etc., while organic field effect transistors and organic solar cells are moving towards industrialization. Organic field-effect transistors have the characteristics of simple preparation process, low cost, light weight...

Claims

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Application Information

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IPC IPC(8): C08G61/12H01L51/42H01L51/46
CPCC08G61/124C08G61/126C08G61/123C08G2261/122C08G2261/18C08G2261/1412C08G2261/92C08G2261/514C08G2261/3223C08G2261/3241C08G2261/3221C08G2261/334C08G2261/354H10K30/65Y02E10/549Y02P70/50
Inventor 张德清田健吾刘子桐张关心张西沙
Owner INST OF CHEM CHINESE ACAD OF SCI
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