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8-hydroxyquinoline derivative cu (II) polymer metal complex containing dye sensitizer and preparation method thereof

A technology of dye sensitizers and metal complexes, which is applied in the direction of photosensitive equipment, organic dyes, electrolytic capacitors, etc., can solve problems such as unsatisfactory effects, improve light absorption performance and carrier transport capacity, and reduce costs and costs. Resource constraints, the effect of expanding the conjugated π system

Active Publication Date: 2016-12-07
XIANGTAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, the main research is to use organic substances such as benzothiadiazole as the auxiliary electron acceptor A', but due to the influence of its electron-absorbing ability, coordination balance with the donor D and its stability, the effect is not very satisfactory.

Method used

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  • 8-hydroxyquinoline derivative cu (II) polymer metal complex containing dye sensitizer and preparation method thereof
  • 8-hydroxyquinoline derivative cu (II) polymer metal complex containing dye sensitizer and preparation method thereof
  • 8-hydroxyquinoline derivative cu (II) polymer metal complex containing dye sensitizer and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] A polymetallic complex PCZ-QCu containing 8-hydroxyquinoline derivatives and Cu(II).

[0026] A polymetallic complex PCZ-QCu with carbazole derivative as donor (D), 8-hydroxyquinoline derivative and Cu(II) complex as auxiliary electron acceptor A', and polymerization degree n of 11 , and its molecular structure is:

[0027]

[0028] The preparation method of above-mentioned polymetallic complex PCZ-QCu:

[0029] A: Preparation of 2,5-dibromo-3-[2-(8-hydroxyquinoline)-vinyl]thiophene: After weighing 5-formyl-8-p-toluenesulfonyloxyquinoline (3.15 g , 10 mmol) and 2,5-dibromo-3-bromomethyltriphenylphosphothiophene (5.97 g, 10 mmol), which were added to a 250 ml three-neck round bottom flask, and then poured into a 100 ml Absolute ethanol (CH 3 CH 2 OH), stirred to dissolve, and then in N 2 Under the protection of the ice bath, sodium ethylate solution (Na: 0.80g, 30 ml of absolute ethanol) was slowly added dropwise to it through a constant pressure dropping funnel....

Embodiment 2

[0034] A polymetallic complex PIDT-QCu containing 8-hydroxyquinoline derivatives and Cu(II).

[0035] A kind of polymetallic with indaprodithiophene derivative (IDT) as donor D, 8-hydroxyquinoline derivative and Cu(II) complex as auxiliary electron acceptor A', and degree of polymerization n is 7 Complex PIDT-QCu, its molecular structure formula is:

[0036]

[0037] Synthesis of the above polymeric metal complex PIDT-QCu:

[0038] A: Consistent with the synthesis method of step A in Example 1;

[0039] B: consistent with the synthesis method of step B in Example 1;

[0040] C: Similar to Step D in Example 1, except that the carbazole derivative (0.175 g, 0.4 mmol) was replaced with the indadiodithiophene (IDT) derivative (0.426 g, 0.4 mmol) to obtain a solid A polymeric metal complex PIDT-QCu containing 8-hydroxyquinoline derivatives and Cu(II) 0.30 g, yield 51%; FTIR (KBr, cm -1 ): 3421 (-OH), 2921, 2851 (C-H), 2207 (C≡N), 1650 (C=O), 1591 (C=C), 1540 (C=N), 1093 (C=N...

Embodiment 3

[0042] The thermogravimetric curves (TGA) of polymetallic complex dyes PCZ-QCu and PIDT-QCu were measured respectively. Method: Q50 Thermogravimetric Analyzer, N 2 The test was carried out at a heating rate of 25°C / min under protection, and the test results were as follows: Figure 4 .

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Abstract

The invention relates to a novel D-A'-PI-A polymer metal complex sensitizer (as shown in a formula I) taking 8-hydroxyquinoline derivative Cu (II) as an auxiliary electron acceptor, a preparation method of the sensitizer and application of the sensitizer to dye-sensitized solar cells. The sensitizer takes derivates of IDT (indacenodithiophene) or CZ (carbazole) as electron donors (D), 8-hydroxyquinoline derivative Cu (II) complexes serve as A' and pi bridges respectively, cyanoacrylate serves as an electron acceptor (A) and an anchor group, and Yamamoto polymerization is performed to obtain sensitizers PIDT-QCu and PCZ-QCu. The D-A'-PI-A sensitizer taking high-electrophilicity 8-hydroxyquinoline derivative Cu (II) complexes as the auxiliary electron acceptor A' is synthesized successfully. According to photovoltaic performance tests, the sensitizer is excellent in photovoltaic performance and thermal stability and has a promising application prospect.

Description

technical field [0001] The invention relates to a kind of D-A'-π-A type polymerized metal complex dye sensitizer with 8-hydroxyquinoline derivative and Cu(II) as auxiliary electron acceptor A' and its preparation method and application, which belongs to new Materials in the field of optoelectronic materials. Background technique [0002] Dye-sensitized solar cells were invented by Grätzel and O’Regan in 1991. Its photovoltaic principle is as follows: under light, the thin film TiO is adsorbed on the FTO glass plate of the battery 2 The dye sensitizer molecules on the particle surface absorb light and change from the ground state to the excited state, because the excited state of the dye and the TiO 2 Energy level difference in conduction band, excited state electrons injected into TiO 2 conduction band, electrons pass through sensitized TiO 2 After the film is transferred to the FTO glass electrode, the electrons are transferred to the counter (positive) electrode of t...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12C09B69/10H01G9/20
CPCY02E10/542C08G61/126C08G61/124C08G2261/122C08G2261/1426C08G2261/143C08G2261/18C08G2261/3243C08G2261/344C08G2261/37C08G2261/592C08G2261/91C09B69/109H01G9/2059
Inventor 钟超凡刘晔陈天祺廖艳龙祝春晓陈旭
Owner XIANGTAN UNIV
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