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Conjugated polymer with main chain containing osmapentalyne as well as preparation method and application of conjugated polymer

A technology of conjugated polymers and osmium pentapentyl, which is applied in the field of polymer chemistry and can solve problems such as hindering performance application research and polymer synthesis difficulties

Active Publication Date: 2021-04-02
XIAMEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the synthesis of such polymers is extremely difficult, which further hinders the application research of their properties.

Method used

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  • Conjugated polymer with main chain containing osmapentalyne as well as preparation method and application of conjugated polymer
  • Conjugated polymer with main chain containing osmapentalyne as well as preparation method and application of conjugated polymer
  • Conjugated polymer with main chain containing osmapentalyne as well as preparation method and application of conjugated polymer

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preparation example Construction

[0089] The preparation of monomer bis-osmopentyne M1: under nitrogen atmosphere, under magnetic stirring, the polyyne carbon chain organic compound L1 (1.50g, 3.55mmol), triphenylphosphine (9.32g, 35.5mmol) and triphenylphosphine (9.32g, 35.5mmol) and (Triphenylphosphine) osmium dichloride complex OsCl 2 (PPh 3 ) 3 (11.18 g, 10.65 mmol) was dissolved in 80 mL of dichloromethane. After reacting at room temperature for 6 hours, the reaction solution was concentrated to 15 mL, diethyl ether (200 mL) was added to precipitate the product, filtered, and the solid product was washed several times with diethyl ether (3×150 mL). The product was further separated and purified through a silica gel column (washing solution with dichloromethane / methanol=10:1), and 5.73 g of a tan solid product was obtained with a yield of 65%. The structural characterization data of monomer bis-osmopentyne M1 are as follows: 1 H NMR plus 1 H- 13 C HSQC (600.1MHz, CD 2 Cl 2 ): δ=13.09(s, 2H, C 7 H)...

Embodiment 1

[0095]

[0096] [Os] in the above formula is OsCl(PPh 3 ) 2 . Among them, HCl·Et 2 O is diethyl ether hydrochloride (purchased from Sarn Chemical Technology (Shanghai) Co., Ltd., the trade name is A01W8101821000), 1,4-diethynylbenzene E1 is purchased from Bailingwei Technology Co., Ltd., the trade name is 009135), and the DCM used is dichloro Solvent redistilled with methane.

[0097] The preparation of the above-mentioned main chain containing osmium pentyne conjugated polymer: under nitrogen atmosphere, under magnetic stirring, the monomer bis osmium pentyne compound M1 (0.08mmol) and 1,4-diethynylbenzene (0.081mmol) was dissolved in 10mL of dichloromethane, quickly added 1mL of 2mol / L ether hydrochloride solvent, reacted at room temperature for 5 hours, added a large amount of ether, a blue solid compound was precipitated, filtered, and repeated several times with ether The solid product was washed and dried to obtain 188 mg of the main chain-containing ospentyne con...

Embodiment 2

[0101]

[0102] [Os] in the above formula is OsCl(PPh 3 ) 2 . Among them, HCl·Et 2 O is diethyl ether hydrochloride (purchased from Sarn Chemical Technology (Shanghai) Co., Ltd., trade name is A01W8101821000), diacetylene E2 is synthesized according to the method reported in document Organometallics, 2001, 20 (11), 2262-2269, and the DCM used is dichloromethane Solvent redistilled.

[0103] The preparation of the above-mentioned main chain containing osmium pentyne conjugated polymer P2: under nitrogen atmosphere, under magnetic stirring, the monomer bis osmium pentyne compound M1 (0.10mmol) and diyne E2 (0.101mmol) Dissolve in 12 mL of dichloromethane, quickly add 1.2 mL of 2 mol / L diethyl ether hydrochloride solvent, add a large amount of diethyl ether, a purple solid compound precipitates, filter, wash the solid product with diethyl ether repeatedly, and dry to obtain 252 mg such as figure 1 The backbone shown contains the osmalpentyne conjugated polymer P2.

[0104...

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Abstract

The invention discloses a conjugated polymer with a main chain containing osmapentalyne as well as a preparation method and application of the conjugated polymer. The structural formula of the conjugated polymer with the main chain containing osmapentalyne is shown in the specification. The conjugated polymer with the main chain containing osmapentalyne is obtained by polymerizing bisosmapentalyneand diyne, is good in solubility, good in stability and wide and strong in light absorption characteristic. Different linking groups can be introduced to functionalize the polymer. The preparation method has the advantages of simple and efficient polymerization route, wide substrate application range, mild reaction conditions and the like. The conjugated polymer with the main chain containing osmapentalyne has potential application value in the fields of solar cells, light emitting diodes, field effect transistors, chemical sensors, chemical switches and the like.

Description

technical field [0001] The invention belongs to the technical field of macromolecule chemistry, and in particular relates to a conjugated polymer containing osmium-pentyne in the main chain and a preparation method and application thereof. Background technique [0002] Conjugated polymers (Conjugated Polymers, also known as conductive polymers) are a class of polymers with delocalized large π conjugation, used in field-effect transistors OFET, light-emitting diodes OLED, solar cells OPV, chemical sensors... It has very important applications in the field of energy chemistry (Chem. Rev. 2007, 107, 4, 1324-1338). Because of its excellent photoelectric performance, good processing performance and mechanical performance, it is expected to become the core material of the next generation of flexible electronic devices (Nat. Mater. 2020, 19, 922-928). [0003] The main chain of conjugated polymers is usually composed of aromatic rings, such as polypyrrole, polythiophene, polypyrid...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12H01L51/54
CPCC08G61/123C08G61/122C08G61/126C08G2261/124C08G2261/18C08G2261/312C08G2261/3247C08G2261/354C08G2261/3142C08G2261/1412C08G2261/3241C08G2261/1424C08G2261/3242C08G2261/3223H10K85/151Y02E10/549Y02P70/50
Inventor 夏海平陈仕焰高翔刘亚南朱永发彭丽霞蔡亚鹏杨柳林张弘何旭敏
Owner XIAMEN UNIV
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