Formation of Organic Semiconductors: Synthesis of Charge Transfer Complexes between TCNQ Radical Anion Salt and Tropylium Ions Fused with Heterocyclic System

Heterocycles ◽  
1994 ◽  
Vol 38 (12) ◽  
pp. 2691 ◽  
Author(s):  
Katsuhiro Saito ◽  
Kazuaki Ito
2006 ◽  
Vol 517 ◽  
pp. 257-261
Author(s):  
N. Kancono ◽  
H.B. Senin

Charge transfer complexes (CTC) can be readily introduced into materials by cohydrolysis-copolymerisation of bis-silylated ter-thiophenes as precursors with TMOS and TEOS in the presence of TCNQ. CTC formation is shown in the visible spectrum of the xerogel by the band at 850 nm characteristic of the TCNQ·- radical anion. Vibrational spectra have shown that strong vibration of C≡N bond at 2184, 2120 and 1595 cm-1 as peaks characteristics of CTC. The CTC bands are weak and the complex is easily destroyed by washing with acetone, which removes the TCNQ. The gelification effect of the charge transfer complexes on the hybrid materials of 2,5’’- bis(trime thoxysilyl)terthiophene/TCNQ/ TMOS showed that the peak with distance of more than 11.68 Å, formed by precursors and matrices, as a lamellar structure. The birefringence of xerogel BTS3T in presence of alkoxysilane showed that the value is near the detection limit of 0.1 – 0.4 x 10-3, which is weaker than BTS3T / THF with the birefringence value of 4.5 x 10-3.


2020 ◽  
Author(s):  
Chuanding Dong ◽  
Stefan Schumacher

<p>The mechanistic study of molecular doping of organic semiconductors (OSC) requires</p><p>an improved understanding of the role and formation of integer charge transfer complexes</p><p>(ICTC) on a microscopic level. In the present work we go one crucial step beyond</p><p>the simplest scenario of an isolated bi-molecular ICTC and study ICTCs formed of</p><p>up to two (poly[2,6-(4,4-bis(2-ethylhexyl)-4H-cyclopenta[2,1-b,3,4-b”]dithiophene)-alt-4,7-(2,1,3-</p><p>benzothiadiazole)](PCPDT-BT) oligomers and up to two CN6-CP molecules. We find that depending</p><p>on geometric arrangement, complexes containing two conjugated oligomers and two</p><p>dopant molecules can show p-type doping with double integer charge transfer, resulting in either</p><p>two singly doped oligomers or one doubly doped oligomer. Interestingly, compared to an individual</p><p>oligomer-dopant complex, the resulting in-gap states on the doped oligomers are significantly</p><p>lowered in energy. Indicating that, already in the relatively small systems studied here, Coulomb</p><p>binding of the doping-induced positive charge to the counter-ion is reduced which is an elemental</p><p>step towards generating mobile charge carriers through molecular doping.</p>


2020 ◽  
Author(s):  
Chuanding Dong ◽  
Stefan Schumacher

<p>The mechanistic study of molecular doping of organic semiconductors (OSC) requires</p><p>an improved understanding of the role and formation of integer charge transfer complexes</p><p>(ICTC) on a microscopic level. In the present work we go one crucial step beyond</p><p>the simplest scenario of an isolated bi-molecular ICTC and study ICTCs formed of</p><p>up to two (poly[2,6-(4,4-bis(2-ethylhexyl)-4H-cyclopenta[2,1-b,3,4-b”]dithiophene)-alt-4,7-(2,1,3-</p><p>benzothiadiazole)](PCPDT-BT) oligomers and up to two CN6-CP molecules. We find that depending</p><p>on geometric arrangement, complexes containing two conjugated oligomers and two</p><p>dopant molecules can show p-type doping with double integer charge transfer, resulting in either</p><p>two singly doped oligomers or one doubly doped oligomer. Interestingly, compared to an individual</p><p>oligomer-dopant complex, the resulting in-gap states on the doped oligomers are significantly</p><p>lowered in energy. Indicating that, already in the relatively small systems studied here, Coulomb</p><p>binding of the doping-induced positive charge to the counter-ion is reduced which is an elemental</p><p>step towards generating mobile charge carriers through molecular doping.</p>


2002 ◽  
Vol 725 ◽  
Author(s):  
Delia J. Milliron ◽  
Claire Pitois ◽  
Carine Edder ◽  
Jean M.J. Fréchet ◽  
A. Paul Alivisatos

Hybrid organic-inorganic solar cells promise to utilize the advantages of each class of materials and their complementary nature to produce power efficiently with inexpensive processing. Combining the efficient charge transport typical of inorganic semiconductors with the solution processibility of semiconducting polymers, nanocrystal-polymer photovoltaics hold tremendous potential[1[. Electronic energy levels of inorganic and organic semiconductors tend to be significantly staggered, creating a large energetic driving force for charge transfer. However, the hybrid approach requires control over the interface between dissimilar materials in order to mix them on the nanoscale. This mixing creates the very high area interface responsible for charge creation. Molecular level control of the interface, absent in current designs, could optimize charge separation.


2020 ◽  
Vol MA2020-01 (8) ◽  
pp. 760-760
Author(s):  
Hannes Hase ◽  
Jiang Tian Liu ◽  
Pat Forgione ◽  
Ingo Salzmann

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