Novel Regiospecific MDMO-PPV Polymers with Improved Charge Transport Properties for Bulk Heterojunction Solar Cells

Mozer, Attila J.; Denk, Patrick; Scharber, Markus C.; Neugebauer, Helmut; Sariciftci, Niyazi Serdar; Wagner, Paweł; Lutsen, Laurence; Vanderzande, Dirk; Kadashchuk, A.; Staneva, Rosina; Resel, Roland

doi:10.1016/j.synthmet.2005.07.151

Cited by 16 publications

(10 citation statements)

References 8 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Poly( p ‐phenylene vinylene)s (PPVs) are fascinating materials in particular because of their semiconductor characteristics . Plenty of synthetic approaches have been conceived to get best‐performing materials for, e.g., applications in organic electronics.…”

Section: Introductionmentioning

confidence: 99%

Photoinduced Gilch Polymerization: A Basically New Access to Poly(p-phenylene vinylenes) (PPVs) of Exciting Constitutional Homogeneity

Kuch

Vilbrandt

Rehahn

2016

Macromol. Rapid Commun.

View full text Add to dashboard Cite

A novel procedure has been developed for the Gilch reaction leading to poly(p-phenylene vinylenes) (PPVs). In the first step, selective activation of the starting material is achieved at low temperature. Subsequently, controlled chain growth is induced by lighting the α-halo-p-quinodimethane monomer. In contrast to the thermal Gilch polymerization, the photoinduced process allows adjusting crucial parameters such as intensity and energy of light. The progress of PPV formation can be followed visually or by in situ UV-vis spectroscopy. If the polymers are formed under appropriate conditions, they show very high molar masses, polydispersities in the common range, and higher constitutional homogeneity than thermally grown PPVs.

show abstract

Section: Introductionmentioning

confidence: 99%

Photoinduced Gilch Polymerization: A Basically New Access to Poly(p-phenylene vinylenes) (PPVs) of Exciting Constitutional Homogeneity

Kuch

Vilbrandt

Rehahn

2016

Macromol. Rapid Commun.

View full text Add to dashboard Cite

show abstract

“…The presence of DMF has made it possible to prepare these adducts routinely and in reasonably high yields without the need to generate the intermediate radicals. Electrochemical studies of the prepared adducts showed that the reduction potentials can be conveniently tuned and that poly-additions enhance the solubility and cathodically shift the first reduction potential, thus, bringing the LUMO level closer to that of the typical donor polymers, such as poly-3-hexylthiophene (P3HT) [30] or MDMO-PPV [31] .…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Electrochemical Studies of Bingel–Hirsch Derivatives of M₃N@I_h‐C₈₀ (M=Sc, Lu)

Pinzón

Zuo

Echegoyen

2010

Chemistry A European J

View full text Add to dashboard Cite

Bingel-Hirsch derivatives of the trimetallic nitride template endohedral metallofullerenes (TNT-EMFs) Sc(3)N@I(h)-C(80) and Lu(3)N@I(h)-C(80) were prepared by reacting these compounds with 2-bromodiethyl malonate, 2-bromo-1,3-dipyrrolidin-1-ylpropane-1,3-dionate bromide, and 9-bromo fluorene. The mono-adducts were isolated and their (1)H NMR spectra showed that the addition occurred with high regioselectivity at the [6,6] bonds of the I(h)-C(80) fullerene cage. Electrochemical analysis showed that the reductive electrochemistry behavior of these derivatives is irreversible at a scan rate of 100 mV s(-1), which is comparable to the behavior of the pristine fullerene species. The first reduction potential of each derivative is either cathodically or anodically shifted by a different value, depending on the attached addend. Bis-adducts containing EtOOC-C-COOEt and HC-COOEt addends were isolated by HPLC and in the case of Sc(3)N@I(h)-C(80) the first reduction potential exhibits a larger shift towards negative potentials when compared to the mono-adduct. This observation is important for designing acceptor materials for the construction of bulk heterojunction (BHJ) organic solar cells, since the polyfunctionalization not only increases the solubility of the fullerene species but also offers a promising approach for bringing the LUMO energy levels closer for the donor and the acceptor materials.

show abstract

“…The latter conclusion is clearly supported by our PL studies presented in Figure 2b demonstrating that PL band responsible for the aggregates in PTCDI-C5 is shifted by 0.13 eV with respect to non-aggregated PL. In other words, aggregates act as traps for charge carriers as their energetic is favorable for that and thermal excitation of the charge-carriers back to amorphous region require overcoming energetic barrier formed by the mismatch in the corresponding HOMO/LUMO levels [50]. The latter is just responsible for the structure-related trap with depth of E charge trap = 0.3 eV observed in our TSL experiment.…”

Section: Tsl Data Analysismentioning

confidence: 72%

Charge carrier trapping in highly-ordered lyotropic chromonic liquid crystal films based on ionic perylene diimide derivatives

Soroka

Vakhnin

Skryshevskiy

et al. 2014

Eur. Phys. J. Appl. Phys.

View full text Add to dashboard Cite

Charge carrier trapping in thin films of lyotropic chromonic liquid crystals (LCLCs) based on ionic perylene diimide derivative and in chemically-similar neutral N,N-dipentyl-3,4,9,10-perylenedicarboximide (PTCDI-C5) films is investigated by thermally-stimulated luminescence (TSL) technique. The LCLC films comprise elongated molecular aggregates featuring a long-range orientational order. The obtained results provide direct evidence for the improved energetic ordering (smaller effective energetic disorder) in aggregated LCLC films as compared to conventional PTCDI-C5 films. The width of the density-of-state distribution of 0.09 eV and 0.13 eV was estimated for the LCLC and PTCDI-C5 films, respectively. Relatively small effective energetic disorder in LCLC films is ascribed to formation of macroscopically larger LCLC aggregates.

show abstract

Novel Regiospecific MDMO-PPV Polymers with Improved Charge Transport Properties for Bulk Heterojunction Solar Cells

Cited by 16 publications

References 8 publications

Photoinduced Gilch Polymerization: A Basically New Access to Poly(p-phenylene vinylenes) (PPVs) of Exciting Constitutional Homogeneity

Photoinduced Gilch Polymerization: A Basically New Access to Poly(p-phenylene vinylenes) (PPVs) of Exciting Constitutional Homogeneity

Synthesis and Electrochemical Studies of Bingel–Hirsch Derivatives of M₃N@I_h‐C₈₀ (M=Sc, Lu)

Charge carrier trapping in highly-ordered lyotropic chromonic liquid crystal films based on ionic perylene diimide derivatives

Contact Info

Product

Resources

About

Novel Regiospecific MDMO-PPV Polymers with Improved Charge Transport Properties for Bulk Heterojunction Solar Cells

Cited by 16 publications

References 8 publications

Photoinduced Gilch Polymerization: A Basically New Access to Poly(p-phenylene vinylenes) (PPVs) of Exciting Constitutional Homogeneity

Photoinduced Gilch Polymerization: A Basically New Access to Poly(p-phenylene vinylenes) (PPVs) of Exciting Constitutional Homogeneity

Synthesis and Electrochemical Studies of Bingel–Hirsch Derivatives of M3N@Ih‐C80 (M=Sc, Lu)

Charge carrier trapping in highly-ordered lyotropic chromonic liquid crystal films based on ionic perylene diimide derivatives

Contact Info

Product

Resources

About

Synthesis and Electrochemical Studies of Bingel–Hirsch Derivatives of M₃N@I_h‐C₈₀ (M=Sc, Lu)