Fluorene polymer containing anthracene and diketopyrrolopyrrole units, preparation method and application thereof

A technology of diketopyrrolopyrrole and fluorene, which is applied in the field of polymer materials, can solve the problems of low carrier mobility, low photoelectric conversion efficiency, spectral response and solar radiation spectrum mismatch, and achieve good processability , easy to control, high yield effect

Active Publication Date: 2011-12-28
OCEANS KING LIGHTING SCI&TECH CO LTD +1
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, so far, the photoelectric conversion efficiency of organic solar cells is far lower than that of inorganic solar cells. The main constraints are: organic semiconductor devices have low carrier mobility and the spectral response of organic semiconductor devices is not related to the solar radiation spectrum. Mismatch

Method used

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  • Fluorene polymer containing anthracene and diketopyrrolopyrrole units, preparation method and application thereof
  • Fluorene polymer containing anthracene and diketopyrrolopyrrole units, preparation method and application thereof
  • Fluorene polymer containing anthracene and diketopyrrolopyrrole units, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0044] Example 1 A fluorene-based copolymer containing anthracene and diketopyrrolopyrrole units, the chemical formula of which is as follows:

[0045]

[0046] In the formula, x=0.1, y=0.9, n=7.

[0047] Step 1. Preparation of 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolyl)-9,9-dioctylfluorene:

[0048]

[0049] Set up an anhydrous and anaerobic reaction device, stirring and N 2 Under protective conditions, add 9.0mmol of white 2,7-dibromo-9,9-dioctylfluorene into the three-necked flask, then inject 150mL of refined tetrahydrofuran solvent with a syringe, and then use a syringe to slowly Slowly inject 27.0 mmol n-BuLi, and stir 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 overnight at room temperature.

[0050] After the reaction was completed, a saturated NaCl aqueous solution was added, extracted with chloroform, dried over anhydrous s...

Embodiment 2

[0062] Example 2 A fluorene-based copolymer containing anthracene and diketopyrrolopyrrole units, the chemical formula of which is as follows:

[0063]

[0064] In the formula, x=0.5, y=0.5, n=46.

[0065] Step 1. Preparation of 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolyl)-9,9-dioctylfluorene:

[0066] For the preparation process, see Step 1 in Example 1.

[0067]Step 2, the preparation of 3,6-bis(5-bromothiophene)-pyrrolopyrrole diketone:

[0068] For the preparation process, see Step 2 and Step 3 in Example 1 for details.

[0069] Step 3, preparation of fluorene copolymers containing anthracene and diketopyrrolopyrrole units

[0070] 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 3,6-bis(5-bromothiophene) base-pyrrolopyrrole diketone, see step 4 in Example 1 for the feeding amount, reaction conditions and post-treatment method of other objects, then Finally, a fluorene copolymer contain...

Embodiment 3

[0071] Example 3 A fluorene-based copolymer containing anthracene and diketopyrrolopyrrole units, the chemical formula of which is as follows:

[0072]

[0073] In the formula, x=0.8, y=0.2, n=16.

[0074] Step 1. Preparation of 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolyl)-9,9-dioctylfluorene:

[0075] For the preparation process, see Step 1 in Example 1.

[0076] Step 2, the preparation of 3,6-bis(5-bromothiophene)-pyrrolopyrrole diketone:

[0077] For the preparation process, see Step 2 and Step 3 in Example 1 for details.

[0078] Step 3, preparation of fluorene copolymers containing anthracene and diketopyrrolopyrrole units:

[0079]

[0080] 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, 3,6-bis(5-bromothiophene)yl-pyrrolopyrrole diketone 0.2mmol, Pd(PPh 3 ) 4 0.02mmol, 2mol / L Na 2 CO 3 10mL of aqueous solution and 40mL of toluene solvent, by repeatedly passing N 2 and...

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Abstract

The invention discloses a fluorine copolymer containing anthracene and pyrrole-pyrrole-dione units and a preparation method and use thereof. The polymer is represented by a formula shown as in the specification. In the formula, R1 and R2 are the same or different and may be H, F, C1 to C20 alkyl or alkoxy; R3 may be H, C1 to C10 alkyl; x+y is equal to 1, x is more than 0, and y more than 0; m is an integer between 1 and 40; and n is an integer between 1 and 200. The fluorine copolymer containing anthracene and pyrrole-pyrrole-dione units is obtained by Suzuki reaction, has a low band gap, a high carrier mobility and a wide light spectrum absorption range, can improve photoelectric conversion efficiency, can be widely used; and in the synthesis method of the fluorine copolymer, the conditions are mild and easy to control.

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 fluorene copolymer containing anthracene and diketopyrrolopyrrole units, its preparation method and its application. 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, l...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12H01L51/30H01L51/46H01L51/54
CPCY02E10/549Y02E10/50
Inventor 周明杰黄杰黄佳乐
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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