Donor material used for polymer solar battery, and polymerization monomer thereof

A technology for solar cells and polymerized monomers, which is applied to monomers with fused ring lactam structure and their preparation, and the field of donor materials for polymer solar cells. Weakness, low carrier mobility, and low energy conversion efficiency

Inactive Publication Date: 2014-12-17
THE NAT CENT FOR NANOSCI & TECH NCNST OF CHINA +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the existing fused ring acceptor units still have insufficient conjugation length, large torsion of the polymer main chain, weak inter-chain

Method used

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  • Donor material used for polymer solar battery, and polymerization monomer thereof
  • Donor material used for polymer solar battery, and polymerization monomer thereof
  • Donor material used for polymer solar battery, and polymerization monomer thereof

Examples

Experimental program
Comparison scheme
Effect test

Synthetic example 1

[0108] Synthesis Example 1: Compound TPTI is synthesized through the following reaction scheme:

[0109]

[0110] (1) Synthesis of intermediate a (2,5-dibromo-1,4-terephthaloyl chloride)

[0111] Add 2.33g of 2,5-dibromo-1,4-terephthalic acid (7.2mmol), 50mL of dichloromethane, 4mL of oxalyl chloride (45.6mmol) and 3 drops of N,N-dimethylform into a 100mL single-necked bottle Amide was stirred overnight at room temperature with the exclusion of moisture; dichloromethane and excess oxalyl chloride were spinned off, and the obtained white solid was directly used in the next reaction.

[0112] (2) Intermediate b (2,5-dibromo-N 1 ,N 4 -Bis(2-hexyldecyl)-N 1 ,N 4 -Synthesis of two (thiophene-3)-1,4-terephthalamide

[0113] Dissolve intermediate a in 20mL of dichloromethane, and add 4.7g (14.5mmol) N-(2-hexyldecyl)-3-aminothiophene dropwise under ice-water bath (for the preparation method, please refer to the literature: A New Thiophene Substituted Isoindigo Based Copolymer...

Synthetic example 2

[0126] Synthesis Example 2: Compound c2 was synthesized by the following reaction scheme:

[0127]

[0128] (1) Synthesis of intermediate a2 (2,5-dibromo-3,4-thiophene dicarboxylic acid chloride)

[0129] Add 2.38g of 2,5-dibromo-3,4-thiophenedicarboxylic acid (7.2mmol), 50mL of dichloromethane, 4mL of oxalyl chloride (45.6mmol) and 3 drops of N,N-dimethylformamide into a 100mL single-necked bottle , and stir overnight at room temperature with the exclusion of moisture; spin off dichloromethane and excess oxalyl chloride, and the white solid obtained is directly used in the next reaction.

[0130] (2) Intermediate b2 (2,5-dibromo-N 3 ,N 4 -Bis(2-hexyldecyl)-N 3,N 4 -Synthesis of two (thiophene-3)-thiophene-3,4-dicarboxamide)

[0131] Dissolve intermediate a2 in 20 mL of dichloromethane, add dropwise a dichloromethane solution containing 4.7 g (14.5 mmol) N-(2-hexyldecyl)-3-aminothiophene and 2 mL of triethylamine (20 mL ). After stirring and reacting overnight at roo...

Embodiment 3

[0135] The compound c2 obtained in Example 2 is used as a raw material for bromination to obtain compound d2, and the reaction scheme is as follows:

[0136]

[0137] Synthesis of product d2

[0138] Add c2 (288mg, 0.37mmol), 15mL chloroform and 10mL N,N-dimethylformamide to a 100mL two-necked bottle, add 136mg N-bromosuccinimide under argon protection; stir at room temperature for 24 hours and pour into 150mL Suction filtration in methanol, the crude product was purified by column chromatography using petroleum ether / dichloromethane (2:1) as the eluent to obtain 316 mg of a yellow solid (91% yield).

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Abstract

The invention relates to a polymerization monomer for a donor material of a polymer solar battery. The polymerization monomer is a fused ring compound with two lactam six-membered rings, and lactams are connected through an aromatic ring. The polymerization monomer for the donor material of the polymer solar battery is the condensed ring lactam compound, so the effective conjugate length is increased; the polymerized donor material for the polymer solar battery has the characteristics of less main chain torsion, strong pi-pi interaction between chains, high molecule accumulation orderliness, and substantial improvement of the carrier mobility and power conversion efficiency of the above polymer; and the power conversion efficiency (PCE) of the obtained polymer solar battery is not less than 5%.

Description

technical field [0001] The present invention relates to the field of preparation of solar cells, in particular to donor materials for polymer solar cells and polymerized monomers of the donor materials, and further to a monomer with a fused ring lactam structure and a preparation method thereof, and the Donor materials for polymer solar cells obtained by polymerization of monomers. Background technique [0002] With the rapid development of global industry and economy, human demand for energy is increasing rapidly. Fossil energy is the main energy consumed by humans at present, but with the continuous exploitation, the depletion of fossil energy is inevitable. The environmental pollution caused by the extensive use of fossil energy is becoming more and more serious. In the winter of 2012, severe smog occurred in 33 cities in China, which was related to the high sulfur content of automobile oil. Energy is closely related to national development and security. Solar cells d...

Claims

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Application Information

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IPC IPC(8): C08G61/12C07D495/22C07D491/22H01L51/42
CPCY02E10/549
Inventor 曹佳民肖作丁黎明左啓群
Owner THE NAT CENT FOR NANOSCI & TECH NCNST OF CHINA
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