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Polymer containing fluorene, anthracene and thienopyrazine units and preparation method as well as application thereof

A polymer and thiophene technology, applied in polymers containing fluorene, anthracene and thienopyrazine units, preparation, preparation, polymer field, can solve low carrier mobility, low photoelectric conversion efficiency, device spectrum In response to problems such as mismatching with the solar radiation spectrum, it can achieve the effects of increasing order and regularity, improving utilization rate and photoelectric conversion efficiency, and increasing the range of sunlight absorption spectrum

Inactive Publication Date: 2012-01-11
OCEANS KING LIGHTING SCI&TECH CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, so far, the photoelectric conversion efficiency of organic solar cells is much lower than that of inorganic solar cells, the main constraints are: the relatively low carrier mobility of organic semiconductor devices, the spectral response of the device does not match the solar radiation spectrum Wait

Method used

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  • Polymer containing fluorene, anthracene and thienopyrazine units and preparation method as well as application thereof
  • Polymer containing fluorene, anthracene and thienopyrazine units and preparation method as well as application thereof
  • Polymer containing fluorene, anthracene and thienopyrazine units and preparation method as well as application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Example 1 Preparation of polymers containing fluorene, anthracene and thienopyrazine units:

[0039]

[0040] In the formula, x=0.1, y=0.9, n=14.

[0041] Step 1. Preparation of 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolyl)-9,9-dioctylfluorene:

[0042]

[0043] Set up an anhydrous and anaerobic reaction device, stirring and N 2 Under protective conditions, add 9.0 mmol of white 2,7-dibromo-9,9-dioctylfluorene into the three-necked flask, inject 150 mL of tetrahydrofuran solvent with a syringe, and then slowly inject 27.0 mL of tetrahydrofuran solvent with a syringe at -78 ° C. mmol n-BuLi, stirred for 2 hours. After reacting for 2 hours, inject 30.6mmol 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane with a syringe under the condition of -78°C, and heat up to React at room temperature for 6-16 hours.

[0044] After the reaction was completed, a saturated aqueous NaCl solution was added, extracted with chloroform, dried over anhydrous sodium sulfate and...

Embodiment 2

[0050] Example 2 Preparation of polymers containing fluorene, anthracene and thienopyrazine units

[0051]

[0052] In the formula, x=0.5, y=0.5, n=50. The preparation method is as follows:

[0053] Add 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolyl)-9,9-dioctylfluorene 1mmol, 9, 0.5mmol of 10-dibromoanthracene, 0.5mmol of 5,7-dibromo-thiophene[3,4-b]pyrazine, see step 2 in Example 1 for the feeding amount of other objects, reaction conditions and post-treatment method, then finally Polymers containing fluorene, anthracene and thienopyrazine units are obtained.

[0054] Using Waters Breeze gel chromatography, the purified polymer containing fluorene, anthracene and thienopyrazine units was dissolved in refined tetrahydrofuran to prepare a 1mg / 1mL solution, and the insoluble matter was filtered out with a special filter membrane for the instrument. 10 microliters, 1mL / min injection speed for GPC test, number average molecular weight Mn≈53800, polymer monodispersity is 2.1...

Embodiment 3

[0055] Example 3 Preparation of polymers containing fluorene, anthracene and thienopyrazine units:

[0056]

[0057] In the formula, x=0.8, y=0.2, n=12. The preparation method is as follows:

[0058]

[0059] Add 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolyl)-9,9-dioctylfluorene 1mmol, 9, 10-dibromo-2,6-bis(2-octyldecyl)anthracene 0.8mmol (for the synthesis method of this compound, refer to Macromol.Chem.Phys.2006, 207, 1107-1115 of Klaus Mullen et al.), 5,7 -Dibromo-2,3-dimethylthiopheno[3,4-b]pyrazine 0.2mmol (the synthetic method of this compound is referred to J.Org.Chem. of Don D.Kenning et al., 2002,67,9073- 9076), Na tetraphenylphosphine palladium 0.02mmol, 2mol / L 2 CO 3 10mL of aqueous solution and 40mL of toluene solvent, by repeatedly passing N 2 and vacuumize the reaction system to be in an oxygen-free state, and react at 85° C. for 48 hours.

[0060] After reacting for 48 hours, add deionized water and toluene to the reaction bottle for extraction, tak...

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Abstract

The invention discloses polymer containing fluorene, anthracene and thienopyrazine units and a preparation method as well as application thereof. The polymer has a formula shown in the specification, wherein R1 and R2 are selected from H, F and C1-C20 alkyl groups or alkoxyl groups; R3 is selected from H and C1-C20 alkyl groups or phenyl groups; x and y meet the requirements that x+y is equal to 1, x is more than 0 and y is more than 0; m is an integer of 1-20; and n is an integer of 1-150. The polymer containing fluorene, anthracene and thienopyrazine units is obtained through easily controllable suzuki reaction with mild conditions, and has the advantages of low energy band gap, high carrier mobility, wide spectral absorption range, capability of increasing utilization efficiency of sunshine and wide application.

Description

technical field [0001] The present invention relates to the technical field of polymer materials, in particular to a polymer, its preparation method and its application, more specifically, to a polymer containing fluorene, anthracene and thienopyrazine units, its preparation method and its application . Background technique [0002] Today's world economy is mainly based on fossil energy such as coal, oil and natural gas. However, the reserves of these non-renewable fossil energy are close to depletion. Since the beginning of the 21st century, the global energy crisis and environmental pollution and climate warming caused by the use of energy have become increasingly prominent and gradually intensified. Therefore, it is necessary to seek new renewable energy sources to replace traditional fossil energy sources. Solar energy is considered to be one of the most promising renewable energy sources due to its outstanding advantages such as wide distribution, large amount of reso...

Claims

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Application Information

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IPC IPC(8): C08G61/12H01L51/00H01S5/36
Inventor 周明杰黄杰黄佳乐
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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