Low bandgap ruthenium-containing complexes for solution-processed organic solar cells
A technology of solar cells and complexes, applied in nanotechnology for information processing, nanotechnology for materials and surface science, organic chemistry, etc., can solve problems such as supply constraints and depletion of fossil fuels
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Embodiment 1
[0060] Compound and Device Properties
[0061] Ruthenium(II)-containing bis(aryleneethynylene) complexes D1–D4 were synthesized, characterized, and used as electron donor materials in BHJ solar cells. Representative data on photophysical properties and preliminary photovoltaic behavior of the compounds are illustrated in Tables 1-2. These ruthenium(II) complexes have low band gaps of 1.70–1.83 eV (Table 1). It was found that introducing an electron-accepting benzothiadiazole group and an electron-donating triphenylamine and / or thiophene group into the molecular skeleton to form a D-A structure red-shifts the absorption peak and thus narrows the band gap. Therefore, a better ability to utilize sunlight can be obtained. To demonstrate the potential of these ruthenium(II)-bis(aryleneethynylene) molecular species as electron donor materials in solution-processed photovoltaic applications, using PC 70 BM was used as electron acceptor to prepare BHJ devices. The hole-collecting ...
Embodiment 2
[0067] Synthesis of D1
[0068] in N 2 Atmosphere, in a catalytic amount of sodium hexafluorophosphate (NaPF 6 ) (3.4mg, 0.02mmol, 10mol%), to triethylamine (Et 3 N) and dichloromethane (CH 2 Cl 2 ) (1:1, v / v) was added ligand L1 (100mg, 0.19mmol) and cis-[RuCl 2 (dppe) 2 ] (92 mg, 0.095 mmol). The reaction mixture was stirred overnight at room temperature. The solvent was then removed under reduced pressure to obtain the crude product, which was obtained by using n-hexane / CH 2 Cl 2 The crude product was purified by silica gel column chromatography (1:1, v / v) as eluent to obtain pure D1 sample (86.1 mg, yield: 45%) as dark blue solid. 1 H NMR (CDCl 3,400MHz, δ / ppm):8.11(m,4H,Ar),7.99(d,J=8.0Hz,2H,Ar),7.75(d,J=8.0Hz,2H,Ar),7.50-7.45(m ,16H,PPh2),7.45(m,2H,Ar),7.25-7.23(m,8H,PPh 2 ),7.22(m,2H,Ar),7.09-7.05(m,16H,PPh 2 ),6.39(m,2H,Ar),2.66(m,8H,dppe-CH 2 ); 1 P NMR (CDCl 3 , 162Hz, δ / ppm: 52.82; IR(KBr): 2036cm -1 (w,ν(C≡C));MALDI-TOF MS:m / z1544.7[M] + .
Embodiment 3
[0070] Synthesis of D2
[0071] in N 2 Atmosphere, in a catalytic amount of NaPF 6 (4.2mg, 0.025mmol, 10mol%), to Et 3 N and CH 2 Cl 2 (1:1, v / v) mixture of ligand L2 (150mg, 0.25mmol) and cis-[RuCl 2 (dppe) 2 ] (116 mg, 0.12 mmol). The reaction mixture was stirred overnight at room temperature. The solvent was then removed under reduced pressure to obtain the crude product, which was obtained by using n-hexane / CH 2 Cl 2 The crude product was purified by silica gel column chromatography (1:1, v / v) as eluent to obtain D2 as a purple solid (85.2 mg, yield: 34%). 1 H NMR (CDCl 3 ,400MHz, δ / ppm):8.02(s,2H,Ar),7.89-7.86(m,4H,Ar),7.69-7.67(m,2H,Ar),7.50(m,16H,PPh 2 ),7.19-7.15(m,12H,Ar),7.11-7.09(m,18H,Ar),7.06-6.99(m,16H,PPh 2 ),2.77(m,8H,dppe-CH 2 ),2.34(s,12H,Me),2.09-2.07(m,4H,alkyl),1.55-1.12(m,18H,alkyl),0.85-0.82(m,4H,alkyl); 31 P NMR (CDCl 3 , 162Hz, δ / ppm: 52.64; IR(KBr): 2026cm -1 (w,ν(C≡C));MALDI-TOF MS:m / z2091.7[M] + .
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