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
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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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