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Preparation method of aromatic conjugated polymer

A conjugated polymer and aromatic technology, applied in the polymer field, can solve the problems of uncontrollable molecular weight, wide molecular weight distribution and poor solubility of polymer products, and achieve the effects of good solubility, simple preparation method and few by-products.

Active Publication Date: 2012-06-20
CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] However, since divalent nickel complexes belong to heterogeneous catalysts, their solubility in organic solvents is poor, so the initiation of the polymerization chains is not carried out at the same time, thereby affecting the molecular weight and molecular weight distribution of the polymerization product, so that the obtained The molecular weight of the polymerization product is uncontrollable and the molecular weight distribution is wide

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[0046] The present invention provides a kind of preparation method of aromatic conjugated polymer, comprises the following steps:

[0047] The first halogenated aromatic Grignard reagent monomer undergoes polycondensation reaction under the action of a catalyst to obtain an aromatic conjugated polymer. The catalyst is composed of a divalent nickel compound and an organic phosphine ligand. The divalent nickel compound and the described The molar ratio of organic phosphine ligand is 1: (0.5~3);

[0048] The divalent nickel compound is nickel dichloride, nickel dibromide, nickel acetylacetonate, nickel acetate or nickel perchlorate;

[0049] The first halogenated aromatic Grignard reagent monomer has a structure of formula (I):

[0050] x 1 -Q 1 -MgX 2 (I);

[0051] Among them, X 1 、X 2 independently selected from halogen;

[0052] Q 1 is an aromatic group or a substituted aromatic group.

[0053] In the present invention, the first halogenated aromatic Grignard reagent m...

Embodiment 6

[0119] Under the protection of an inert gas, in the reaction vessel equipped with the 2-bromo-7-magnesium chloride-9,9-dioctylfluorene prepared in Example 5, add 1.0 ml of the tetrahydrofuran solution of the catalyst prepared in Example 1 to make the The molar ratio of the catalyst to 2-bromo-7magnesium chloride-9,9-dioctylfluorene is 2:100, the reaction system is transferred to an ice-water bath, stirred for 0.5 hours, and 10 milliliters of hydrochloric acid aqueous solution of 5 mol / L is added Quenching the reaction, extracting the resulting reaction mixture with chloroform, then washing the extracted organic layer with saturated brine, drying over anhydrous magnesium sulfate, removing the solvent, and dropping the obtained reaction product solution into stirring methanol for After settling, the volume ratio of the reaction product solution to methanol was 1:20. After filtration, 282 mg of yellow flocculent poly(9,9-dioctylfluorene) was obtained with a yield of 73%.

[0120]...

Embodiment 7

[0122] Under the protection of an inert atmosphere, in the reaction vessel equipped with the 2-bromo-7-magnesium chloride-9,9-dioctylfluorene prepared in Example 5, add 1.0 ml of the tetrahydrofuran solution of the catalyst prepared in Example 2 to make the catalyst The molar ratio of 2-bromo-7 magnesium chloride-9,9-dioctylfluorene is 2:100, the reaction system is transferred to an ice-water bath, stirred for 0.5 hours, and quenched by adding 10 ml of aqueous hydrochloric acid with a concentration of 5 mol / L reaction, the obtained reaction mixture was extracted with chloroform, and then the extracted organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and the obtained reaction product solution was dropped into stirring methanol for precipitation after removing the solvent, The volume ratio of the reaction product solution to methanol was 1:20, and 254 mg of yellow flocculent poly(9,9-dioctylfluorene) was obtained after filtration with a yield...

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Abstract

The invention provides a preparation method of an aromatic conjugated polymer, comprising the following steps of subjecting a first halogenated aromatic Grignard reagent monomer to polycondensation reaction under the catalysis of a catalyst to obtain the aromatic conjugated polymer. The catalyst comprises a nickelous compound and an organic phosphine ligand which are at the molar ratio of 1: (0.5-3), wherein the nickelous compound is nickel dichloride, nckel bromide, nickel acetylacetonate, nickel acetate or nickelous perchlorate. The first halogenated aromatic Grignard reagent monomer has the following structural formula (I): X1-Q1-MgX2 (I), wherein the X1 and the X2 are independently selected from halogen, and the Q1 is the aromatic base or substituted aromatic base. The catalyst provided by the invention is easy to prepare and can be well dissolved a solvent to lead to the polymerase chain reaction at the same time to obtain the aromatic conjugated homopolymer or aromatic conjugated block copolymer with controllable molecular weight and narrow molecular weight distribution.

Description

technical field [0001] The invention relates to the technical field of polymers, in particular to a preparation method of aromatic conjugated polymers. Background technique [0002] Conjugated polymers not only have the electrical and optical properties of metals and semiconductors, but also have polymer-specific, good processability and mechanical properties, and are widely used in light-emitting displays, solar photovoltaic cells, thin-film transistors, chemical and biological sensors, Polymer light-emitting diodes, all-plastic diode lasers, all-plastic photovoltaic cells, light-emitting electrochemical cells, optical modulators and optocouplers, etc. [0003] Conjugated polymers are generally prepared by transition metal-catalyzed, stepwise polymerization. However, this method not only takes a long time, but also makes it difficult to control the molecular weight of the resulting conjugated polymers, and the molecular weight distribution index is generally greater than 2....

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12C08G61/02C08G61/10
Inventor 耿延候隋爱国
Owner CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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