Liquid crystal conjugated polymer of crosslinkable, fluorobenzene end cap-containing, and carbazolyl and bithienyl substitution-based difluorobenzothiadiazole, and application of liquid crystal conjugated polymer to solar cell

A technology of difluorobenzothiadiazole and conjugated polymer is applied in the field of liquid crystal conjugated polymer to achieve the effects of promoting uniform dispersion, improving stability and service life, and improving hole and electron transport rate

Inactive Publication Date: 2013-03-13
NANCHANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

So far, there are no relevant literature and patent reports at home and abroad to apply conjugated polymers with this structure to solar cells.

Method used

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  • Liquid crystal conjugated polymer of crosslinkable, fluorobenzene end cap-containing, and carbazolyl and bithienyl substitution-based difluorobenzothiadiazole, and application of liquid crystal conjugated polymer to solar cell
  • Liquid crystal conjugated polymer of crosslinkable, fluorobenzene end cap-containing, and carbazolyl and bithienyl substitution-based difluorobenzothiadiazole, and application of liquid crystal conjugated polymer to solar cell
  • Liquid crystal conjugated polymer of crosslinkable, fluorobenzene end cap-containing, and carbazolyl and bithienyl substitution-based difluorobenzothiadiazole, and application of liquid crystal conjugated polymer to solar cell

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] Example 1: Pentafluorophenyl-terminated poly[2,7-N(heptadeca-1,16-dien-9-yl)carbazole-5,6-difluoro-4,7-bis(2- Thienyl)-2,1,3-benzothiadiazole] alternating copolymer preparation, the implementation steps are as follows.

[0037] 2,7-dibromocarbazole (7.5 g, 23.1 mmol), heptadeca-1,16-dien-9-yl-tosylate (10.3 g, 25.4 mmol), tetrabutylammonium bisulfate ( 0.15 g) was dissolved in 150 mL of acetone, and potassium hydroxide (5.1 g, 92 mmol) was added, stirred and refluxed for 2 h, cooled to room temperature, filtered, concentrated, extracted, dried, and recrystallized to obtain the product 1，[ 2,7-Dibromo-N(heptadeca-1,16-dien-9-yl)carbazole].

[0038]

[0039] 2,7-dibromo-N(heptadeca-1,16-dien-9-yl)carbazole (6.7g, 12 mmol), dipivaltanoyl diboron (7.3 g, 28.8mmol), Pd(dppf )Cl 2 (0.6 g, 1.78mmol), KOAc (8.2 g, 84mmol), a mixture of dioxane (130 mL) under argon atmosphere for 90 o C was stirred for 8 h. After cooling to room temperature, filter and concentrate, the...

Embodiment 2

[0044] Example 2: Pentafluorophenyl-terminated poly[2,7-N(trideca-1,13-dibromo-7-yl)carbazole-5,6-difluoro-4,7-bis(2- The preparation of thienyl)-2,1,3-benzothiadiazole] alternating copolymer is similar to Example 1, and the implementation steps are as follows.

[0045]

[0046] 2,7-dibromocarbazole (7.5 g, 23.1 mmol), tridecyl-1,13-dibromo-7-yl-toluenesulfonate (13.0 g, 25.4 mmol), tetrabutylammonium bisulfate ( 0.15 g) was dissolved in 150 mL of acetone, and potassium hydroxide (5.1 g, 92 mmol) was added, stirred and refluxed for 2 h, cooled to room temperature, filtered, concentrated, extracted, dried, and recrystallized to obtain the product 2,7- Dibromo-N(trideca-1,13-dibromo-7-yl)carbazole.

[0047] 2,7-dibromo-N (trideca-1,13-dibromo-7-yl) carbazole (7.9 g, 12 mmol), bis-pentanoyl diboron (7.3 g, 28.8 mmol), Pd (dppf )Cl 2 (0.6 g, 1.78mmol), KOAc (8.2 g, 84mmol), a mixture of dioxane (130 mL) under argon atmosphere for 90 o C was stirred for 8 h. After cooling ...

Embodiment 3

[0049] Example 3: Preparation of a polymer solar cell device.

[0050] 10 mg of pentafluorophenyl-terminated poly[2,7-N(heptadeca-1,16-dien-9-yl)carbazole-5,6-difluoro-4,7-bis(2-thienyl )-2,1,3-Benzothiadiazole] mixed with 30 mg PCBM, added 2 mL of chlorobenzene solution, prepared a thin film on the ITO glass modified by PEDOT:PSS by spin coating, and then vacuum evaporated Lithium fluoride and aluminum make up the cathode.

[0051] The device performance is: under the standard simulated sunlight (AM 1.5 G, 100 mW / cm2), open circuit voltage = 0.87 V; short circuit current = 13.15 mA / cm2; fill factor = 65%; energy conversion efficiency = 7.4%. Its current-voltage curve is attached as figure 2 As shown, the performance stability of the device before and after crosslinking is as follows image 3 shown.

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Abstract

The invention discloses a liquid crystal conjugated polymer of crosslinkable, fluorobenzene end cap-containing, and carbazolyl and bithienyl substitution-based difluorobenzothiadiazole, and an application of the liquid crystal conjugated polymer to a solar cell. The liquid crystal conjugated polymer is characterized by having the following structural formula. The conjugated polymer can effectively reduce the HOMO energy level of the polymer; the absorption spectrum of the conjugated polymer is matched with the emission spectrum of the solar energy better; the conjugated polymer has a liquid crystal property; the induction function of the conjugated polymer can improve the orderliness of an active layer and improve the transfer efficiency of a current carrier and the current carrier collecting efficiency of an electrode; the hole electron transmission rate of the active layer is higher; the energy converting efficiency of the active layer is as high as 7.4 percent; the structure of theactive layer is stable, so that the stability of an apparatus is improved and the service life of the apparatus is prolonged; and 40 days later, the efficiency can be still as high as 7.2 percent.

Description

technical field [0001] The invention relates to a cross-linkable fluorine-containing benzene-terminated liquid crystal conjugated polymer based on carbazole and bisthienyl-substituted difluorobenzothiadiazole and its application in solar cells. Background technique [0002] With the global energy demand increasing year by year, the energy problem has become the primary problem encountered by the economic development of all countries in the world. Solar energy is currently the largest energy source that can be developed in the world, and it is clean and pollution-free. It is increasingly becoming the first choice for green energy. Compared with inorganic solar cells with high cost and high pollution, polymer solar cells have low cost, designability of molecular structure of photovoltaic materials, good flexibility, simple preparation process, environmental friendliness, light and easy to carry, and have become the domestic solar cells in recent years. research hotspots. How...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G61/12H01L51/46
CPCY02E10/549
Inventor 陈义旺张琳李璠谌烈
Owner NANCHANG UNIV
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