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Application of p-type D-A copolymer containing quinoxaline unit in efficient organic and perovskite solar cell

A solar cell, quinoxaline technology, applied in circuits, photovoltaic power generation, electrical components, etc., can solve problems such as insufficient photovoltaic performance, and achieve the effects of excellent photoelectric conversion efficiency, good phase separation, and improved aggregation.

Pending Publication Date: 2021-06-25
INST OF CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] In addition, in perovskite solar cells, polymers PTAA and Poly-TPD have been widely studied as conventional hole transport materials [J.H.Heo, S.H.Im, J.H.Noh, T.N.Mandal, C.-S.Lim, J.A.Chang, Y.H. Lee, H.-j. Kim, A. Sarkar, M.K. Nazeeruddin, M. S.I.Seok,Nat.Photonics 2013, 7,486.D.Zhao,M.Sexton,H.-Y.Park,G.Baure,J.C.Nino,F.So,Adv.Energy Mater.2015,5(6):1401855. ], but its photovoltaic performance is still insufficient

Method used

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  • Application of p-type D-A copolymer containing quinoxaline unit in efficient organic and perovskite solar cell
  • Application of p-type D-A copolymer containing quinoxaline unit in efficient organic and perovskite solar cell
  • Application of p-type D-A copolymer containing quinoxaline unit in efficient organic and perovskite solar cell

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0049] Embodiment 1: the preparation of quinoxaline polymer Z-1 (seeing the synthetic route below)

[0050] 1) Add the Grignard reagent of bromoisoctane (20mmol), CuBr (20mmol), LiBr (20mmol) and THF (30ml) into a two-necked flask, react at 0°C for half an hour, add oxalyl chloride (10mmol) After stirring overnight, Compound 2 was obtained in 30% yield.

[0051] 2) Dissolve compound 3 (5mmol) and 60ml ethanol in a 250ml single-necked bottle, and react at 0°C; add sodium borohydride (30mmol) in batches, and stir at 0°C for 5.5h to obtain compound 4 (3mmol), the yield 60%.

[0052] 4) Put compound 4 (3mmol) and 100ml of acetic acid into a three-necked flask, put compound 2 (3mmol) and 60ml of acetic acid into a constant pressure dropping funnel, drop them in at 60°C under Ar gas conditions, after dropping, 120 Reflux at ℃ for 2~3h, and then react at 90℃ overnight to obtain compound 5 (2 mmol), with a yield of 66.6%.

[0053] 5) Add compound 5 (2mmol), tributyl(thiophen-2-yl)s...

Embodiment 2

[0058] Embodiment 2: the preparation of quinoxaline polymer Z-2 (seeing the synthetic route below)

[0059] 1) Add the Grignard reagent of n-bromohexane (20mmol), CuBr (20mmol), LiBr (20mmol) and THF (30ml) into a two-neck flask, react at 0°C for half an hour, add oxalyl chloride (10mmol) and stir Overnight, Compound 9 was obtained in 35% yield.

[0060] 2) Dissolve compound 3 (6mmol) and 60ml ethanol in a 250ml single-necked bottle, and react at 0°C; add sodium borohydride (40mmol) in batches, and stir at 0°C for 5.5h to obtain compound 4 (3.6mmol). Rate 60%.

[0061] 4) Put compound 9 (3.5mmol) and 100ml of acetic acid into a three-neck flask, put compound 2 (3.5mmol) and 60ml of acetic acid into a constant pressure dropping funnel, drop them in at 60°C under Ar gas conditions, after the drops , refluxed at 120°C for 2-3h, and then reacted at 90°C overnight to obtain compound 10 (2.5mmol) with a yield of 71.4%.

[0062] 5) Add compound 5 (2.5mmol), tributyl(thiophen-2-yl)...

Embodiment 3

[0067] Embodiment 3: the preparation of quinoxaline polymer Z-3 (seeing the synthetic route below)

[0068] 1) Add brominated F-containing thienyl chain (20mmol), CuBr (20mmol), LiBr (20mmol) and THF (30ml) into a two-neck flask, react at 0°C for half an hour, add oxalyl chloride (10mmol) and stir Compound 15 was obtained in 25% yield overnight.

[0069] 2) Compound 3 (5mmol) was dissolved in 60ml ethanol in a 250ml single-necked bottle, and reacted at 0°C; sodium borohydride (40mmol) was added in batches, and stirred at 0°C for 5.5h to obtain compound 4 (3.2mmol). rate of 64%.

[0070] 4) Put compound 4 (2.5mmol) and 100ml of acetic acid into a three-neck flask, put compound 15 (2.5mmol) and 60ml of acetic acid into a constant pressure dropping funnel, drop them in at 60°C under Ar gas conditions, after the drops , refluxed at 120°C for 2-3h, and then reacted at 90°C overnight to obtain compound 16 (1.8mmol) with a yield of 72%.

[0071] 5) Add compound 16 (1.8mmol), tribu...

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Abstract

The invention discloses application of a p-type D-A copolymer containing a quinoxaline unit in an efficient organic and perovskite solar cell. The structure of the copolymer is a quinoxaline conjugated polymer as shown in a formula I or a formula II. Different types of side chains are introduced to a quinoxaline structure, so that the planarity of polymer molecules is changed, the electron energy level of a material is adjusted, and meanwhile, molecular accumulation after polymer film formation is changed, which is beneficial to solution processing in a solar cell preparation process; Therefore, the mobility of the donor-acceptor blended film is improved, a contribution is made to the improvement of short-circuit current (Jsc), meanwhile, the fill factor (FF) of the blended material in a photovoltaic device is also improved, and the solubility, the energy level and the ultraviolet-visible spectrum absorption of the polymer can be further adjusted so as to obtain better photoelectric conversion efficiency.

Description

technical field [0001] The invention relates to the application of a class of p-type D-A copolymers containing quinoxaline units in high-efficiency organic and perovskite solar cells. Background technique [0002] With the development of science and technology, people's demand for energy is increasing. As an inexhaustible clean energy, solar energy has attracted more and more attention [Chamberlain G A., Solar cells, 1983, 8 (1): 47-83. Li Y., Acc. Chem. Res., 2012, 45(5): 723-733.]. Organic / polymer solar cell (PSC), as a new type of renewable energy supply device, has attracted extensive attention from scientific and technological personnel. In common PSCs, the active layer materials are divided into p-type conjugated polymer donors and n-type small molecule acceptors. The breakthrough of materials has led to the rapid development of the field of organic solar cells. At present, the energy conversion efficiency of PSC has exceeded 17%. [0003] Quinoxaline is an importan...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12H01L51/42H01L51/46
CPCC08G61/126C08G2261/124C08G2261/1412C08G2261/146C08G2261/18C08G2261/3223C08G2261/512C08G2261/91H10K85/113H10K30/00Y02E10/549
Inventor 朱灿李永舫孟磊
Owner INST OF CHEM CHINESE ACAD OF SCI
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