N-type polymer containing non-condensed ring receptor unit as well as preparation method and application of n-type polymer

A technology of acceptor units and polymers, which is applied in the field of n-type polymers and their preparation, can solve the problems of high synthesis cost, low absorption coefficient, and low synthesis cost, and achieve enhanced charge transfer effect, high absorption coefficient, and manufacturing low cost effect

A technology of acceptor units and polymers, which is applied in the field of n-type polymers and their preparation, can solve the problems of high synthesis cost, low absorption coefficient, and low synthesis cost, and achieve enhanced charge transfer effect, high absorption coefficient, and manufacturing low cost effect

CN112225882AActive Publication Date: 2021-01-15SOUTH CHINA UNIV OF TECH
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  • N-type polymer containing non-condensed ring receptor unit as well as preparation method and application of n-type polymer
  • N-type polymer containing non-condensed ring receptor unit as well as preparation method and application of n-type polymer
  • N-type polymer containing non-condensed ring receptor unit as well as preparation method and application of n-type polymer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0054] Preparation of polymerized monomer BTzC-IC-Br

[0055] The chemical synthesis route of BTzC-IC-Br is shown below, and the specific reaction steps and reaction conditions are as follows:

[0056]

[0057] (1) Raw materials 1 and 2 and terminal compound 4 were prepared according to the methods reported in the literature (refer to the literature for the synthesis of raw material 1: J.Mater.Chem.C, 2015, 3, 2792-2797; ACS Appl.Polym.Mater ., 2019, 1, 2302-2312. References for the synthesis of starting material 2: Small Methods, 2019, 1900531; ACS Appl. Mater. Interfaces, 2020, 12, 16531-16540. References for the synthesis of compound 4: Eur.J.Org .Chem., 2016, 2404-2412; J.Am.Chem.Soc., 2017, 139, 1336-1343), other reagents required for each step of the reaction were purchased from commercial channels.

[0058] (2) Synthesis of compound 3

[0059] Add raw material 1 (325 mg), raw material 2 (500 mg), pivalic acid (54 mg), cesium carbonate (138 mg), three (o-methoxyphen...

Embodiment 2

[0063] Preparation of Polymer PBTzC-IC-T

[0064] The chemical synthesis route of PBTzC-IC-T is shown below, and the specific reaction steps and reaction conditions are as follows:

[0065]

[0066] (1) Polymerization monomer 5, catalyst tetrakis(triphenylphosphine) palladium and o-xylene were purchased from commercial channels.

[0067] (2) Synthesis of polymer PBTzC-IC-T

[0068] Monomer BTzC-IC-Br (0.10mmol, 182.33mg), monomer 5 (0.10mmol, 40.98mg) were dissolved in o-xylene (5mL), and tetrakis(triphenylphosphine) palladium (0.002mmol, 2.31 mg), after being degassed by nitrogen gas, stirred at 110°C for 12 hours, cooled to room temperature, added 2-(tributyltin)thiophene for 2 hours, and then added 2-bromothiophene for 2 hours. After cooling to room temperature, the polymer was precipitated in methanol, then placed in a Soxhlet extractor, extracted with methanol, acetone, n-hexane, and dichloromethane, and finally concentrated the obtained dichloromethane components, ...

Embodiment 3

[0070] Preparation of Polymer PBTzC-IC-TT

[0071] The chemical synthesis route of PBTzC-IC-TT is shown below, and the specific reaction steps and reaction conditions are as follows:

[0072]

[0073] (1) Polymerized monomer 6, catalyst tetrakis(triphenylphosphine)palladium and ortho-xylene were purchased from commercial channels.

[0074] (2) Synthesis of polymer PBTzC-IC-TT

[0075] Monomer BTzC-IC-Br (0.08mmol, 145.86mg), monomer 6 (0.08mmol, 37.27mg) were dissolved in o-xylene (4mL), and tetrakis(triphenylphosphine) palladium (0.0016mmol, 1.85 mg), after being degassed by nitrogen gas, stirred at 110°C for 12 hours, cooled to room temperature, added 2-(tributyltin)thiophene for 2 hours, and then added 2-bromothiophene for 2 hours. After cooling to room temperature, the polymer was precipitated in methanol, then placed in a Soxhlet extractor, extracted with methanol, acetone, n-hexane, dichloromethane, and chloroform, and the residue was dissolved by heating with chlor...

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Abstract

The invention discloses an n-type polymer containing a non-condensed ring receptor unit as well as a preparation method and application of the n-type polymer. The structural formula of the n-type polymer based on the non-condensed ring receptor unit is shown as a formula I, a copolymerization unit 1 is an A2-D-A1-D-A2 type non-condensed ring unit, A1 and A2 are electron deficiency units, and D isan electron supply unit; and a copolymerization unit 2 is a conjugated aromatic ring unit, and the number n of the repetitive units is a natural number of 1-10000. The polymer provided by the invention is relatively low in synthesis cost, all intermediates are simple in synthesis method and easy to purify, and the obtained polymer shows a wide absorption range and a high light absorption coefficient, can realize better optical absorption complementation and energy level matching with a p-type semiconductor material, and is applied to organic solar cells. The device has good photoelectric response performance.

Description

technical field [0001] The invention belongs to the technical field of photoelectric materials and applications, and specifically relates to a class of n-type polymers containing non-condensed ring acceptor units and their preparation methods and applications. Background technique [0002] In recent years, polymer solar cells (PSCs) have developed rapidly, among which all-polymer solar cells (all-PSCs) using p-type polymers as donors and n-type polymers as acceptors Due to the advantages of tuned complementary absorption, good film stability, and excellent mechanical properties, more and more attention has been paid to it. However, due to the lack of high-efficiency polymer donors / acceptors, and the long-term problems of the microscopic phase separation structure of the photovoltaic active layer and the unsatisfactory charge mobility, its development is relatively slow, and its energy conversion efficiency lags behind that of small molecule materials. Somatic PSCs. [0003...

Claims

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Application Information

Patent Timeline
15 Jan 2021
Publication
CN112225882A
IPC
C08G61/12; H01L51/42; H01L51/46
CPC
C08G61/126; C08G61/123; C08G2261/124; C08G2261/143; C08G2261/1412; C08G2261/3243; C08G2261/3241; C08G2261/3223
Inventors
段春晖; 吴宝奇