Effect of polyfluorination on self-assembling and electronic properties of thioalkyl-porphyrazines

2016 ◽  
Vol 20 (01n04) ◽  
pp. 223-233 ◽  
Author(s):  
Sandra Belviso ◽  
Francesca Cammarota ◽  
Rocco Rossano ◽  
Francesco Lelj
Keyword(s):  
The Novel ◽  
Free Base ◽  
Compound A ◽  
Tddft Calculations ◽  
Reduction Potentials ◽  
Self Assembling ◽  
Dft And Tddft Calculations ◽  
Homo Lumo ◽  
Mesomorphic Properties ◽  
Self Aggregation

The novel polyfluorinated thioalkyl-porfirazine 2,3,7,8,12,13,17,18-octakis(1,1,1,2,2,-3,3,4,4-nonafluorohexylthio)-5,10,15,20-21H,23H-porfirazine was synthesized to investigate the fluorine effect on self-aggregation, electrochemical, and spectral properties of this class of tetrapyrrole macrocycles. This compound showed an ordered and quite thermally stable columnar discotic mesophase, never seen in non-fluorinated symmetrically substituted “free-base” thioalkyl-porphyrazines, revealing a significant effect of fluorine on molecular self-assembling properties. An important effect of fluorination was also observed on the spectral and electrochemical properties of the molecule, giving rise to a hypsochromic shift in the 400–700 nm range of UV-vis absorption spectrum and to a marked cathodic shift of the reduction potentials in respect to the non-fluorinated analogs. DFT and TDDFT calculations has been undertaken to elucidate the origin of the observed behavior. Interestingly, HOMO, LUMO, and band-gap values together with its mesomorphic properties make this compound a promising material for organic photovoltaics.

Reduction potentials of beta-substituted free base porphyrins

1980 ◽  
Vol 16 (7) ◽  
pp. 441-447 ◽  
Author(s):  
P. Worthington ◽  
P. Hambright ◽  
R.F.X. Williams ◽  
M.R. Feldman ◽  
K.M. Smith ◽  
...  
Keyword(s):  
Free Base ◽  
Reduction Potentials

scholarly journals Structural advances on titin: towards an atomic understanding of multi-domain functions in myofilament mechanics and scaffolding

2015 ◽  
Vol 43 (5) ◽  
pp. 850-855 ◽  
Author(s):  
Thomas Zacharchenko ◽  
Eleonore von Castelmur ◽  
Daniel J. Rigden ◽  
Olga Mayans
Keyword(s):  
Molecular Mechanisms ◽  
The Novel ◽  
3D Structures ◽  
Self Assembling

Titin is a gigantic filamentous protein of the muscle sarcomere that plays roles in myofibril mechanics and homoeostasis. 3D-structures of multi-domain fragments of titin are now available that start revealing the molecular mechanisms governing its mechanical and scaffolding functions. This knowledge is now being translated into the fabrication of self-assembling biopolymers. Here we review the structural advances on titin, the novel concepts derived from these and the emerging translational avenues.

Theoretical design of three-dimensional non-fullerene acceptor materials based on an arylenediimide unit towards high efficiency organic solar cells

2017 ◽  
Vol 41 (10) ◽  
pp. 3857-3864 ◽  
Author(s):  
Qing-Qing Pan ◽  
Shuang-Bao Li ◽  
Yong Wu ◽  
Ji Zhang ◽  
Hai-Bin Li ◽  
...  
Keyword(s):  
Solar Cells ◽  
Organic Solar Cells ◽  
High Performance ◽  
High Efficiency ◽  
Three Dimensional ◽  
Tddft Calculations ◽  
Theoretical Design ◽  
Organic Acceptor ◽  
Dft And Tddft Calculations

DFT and TDDFT calculations were performed to search for high-performance non-fullerene organic acceptor materials in organic solar cells.

scholarly journals An Elastin-Derived Self-Assembling Polypeptide

2013 ◽  
Vol 2013 ◽  
pp. 1-7 ◽  
Author(s):  
Antonietta Pepe ◽  
Brigida Bochicchio
Keyword(s):  
Elastic Properties ◽  
Matrix Protein ◽  
Extracellular Matrix Protein ◽  
Elastic Fibers ◽  
Hydrophobic Region ◽  
Beta Turn ◽  
Self Assembling ◽  
Polypeptide Sequence ◽  
Hydrophilic Region ◽  
Self Aggregation

Elastin is an extracellular matrix protein responsible for the elastic properties of organs and tissues, the elastic properties being conferred to the protein by the presence of elastic fibers. In the perspective of producing tailor-made biomaterials of potential interest in nanotechnology and biotechnology fields, we report a study on an elastin-derived polypeptide. The choice of the polypeptide sequence encoded by exon 6 of Human Tropoelastin Gene is dictated by the peculiar sequence of the polypeptide. As a matter of fact, analogously to elastin, it is constituted of a hydrophobic region (GLGAFPAVTFPGALVPGG) and of a more hydrophilic region rich of lysine and alanine residues (VADAAAAYKAAKA). The role played by the two different regions in triggering the adoption of beta-turn and beta-sheet conformations is herein discussed and demonstrated to be crucial for the self-aggregation properties of the polypeptide.

Lyotropic liquid crystalline phthalocyanines containing 4-((S)-3,7-dimethyloctyloxy)phenoxy moieties

2017 ◽  
Vol 21 (01) ◽  
pp. 16-23 ◽  
Author(s):  
Sibel Eken Korkut ◽  
Hale Ocak ◽  
Belkıs Bilgin-Eran ◽  
Dilek Güzeller ◽  
M. Kasım Şener
Keyword(s):  
Liquid Crystalline ◽  
Spectroscopic Properties ◽  
The Novel ◽  
H Nmr ◽  
Vis Spectroscopy ◽  
Wide Range ◽  
Ft Ir ◽  
Aggregation Behaviors ◽  
Mesomorphic Properties ◽  
Thermotropic Liquid Crystalline Behavior

The novel metal free phthalocyanine and its copper complex which are octa-substituted at the peripheral positions with 4-(([Formula: see text]-3,7-dimethlyoctyloxy)phenoxy moieties were synthesized and characterized by FT-IR, 1H NMR and mass spectroscopy. Their mesomorphic properties were studied by polarizing optical microscopy. The spectroscopic properties and aggregation behaviors of the novel phthalocyanines were also investigated by UV-vis spectroscopy in different solvents with same concentration as well as in a wide range of concentrations of chloroform. Both compounds with chloroform and [Formula: see text]-dodecane clearly show the lyotropic columnar mesophase in a wide temperature range whereas thermotropic liquid crystalline behavior for both compounds is not observed. Both of these novel compounds show no aggregation in toluene, tetrahydrofuran, dichloromethane and chloroform.

The Human Body is a Pressurized Self-Assembly Machine

2012 ◽  
Author(s):  
Brenda K. Krkosska Bayles
Keyword(s):  
Blood Pressure ◽  
Human Body ◽  
Self Assembly ◽  
The Novel ◽  
Daughter Cells ◽  
Self Assembling ◽  
Living Tissues ◽  
First Time

The novel and self-obtained concept of this paper is that living tissues get help self-assembling by following some mechanical equations. The simple diagnostic act of checking someone’s blood pressure reminds us that the human body is a pressurized object, and blood moving throughout the pressurized body creates flows that are strikingly similar to the movements of fluids in pressurized machines. Self-assembly using two mechanical concepts and their equations is herein demonstrated for the first time to show the separation of healthy daughter cells and the nonseparation of aneuploid cells, and to show monosaccharide and disaccharide movements.

scholarly journals Porphyrinoid–Fullerene Hybrids as Candidates in Artificial Photosynthetic Schemes

2019 ◽  
Vol 5 (3) ◽  
pp. 57 ◽  
Author(s):  
Vasilis Nikolaou ◽  
Asterios Charisiadis ◽  
Christina Stangel ◽  
Georgios Charalambidis ◽  
Athanassios G. Coutsolelos
Keyword(s):  
Scientific Community ◽  
Light Harvesting ◽  
Reorganization Energy ◽  
Photosynthetic Reaction Center ◽  
Comprehensive Analysis ◽  
The Novel ◽  
Reduction Potentials ◽  
Donor Acceptor ◽  
Artificial Photosynthetic ◽  
Natural Photosynthesis

Natural photosynthesis inspired the scientific community to design and synthesize molecular assemblies that possess advanced light-harvesting and electron-transfer features. In this review, we present the preparation and the photophysical investigation of novel porphyrin–fullerene hybrids acting as artificial photosynthetic systems. Porphyrinoids stand as chlorophyll analogues and have emerged as suitable photosensitizers in supramolecular electron donor–acceptor hybrids. Fullerenes (C60) are versatile electron acceptors with small reorganization energy and low reduction potentials. The novel derivatives presented herein mimic the fundamental features of the photosynthetic reaction center, namely, light harvesting, charge separation, and charge transport. To this end, a comprehensive analysis on these key processes that occur in various porphyrin–fullerene entities is illustrated in this work.

4,4′-Bipyridine-2,2′,6,6′-tetracarboxamide (VI). Synthesis and Self-Assembling Properties of the Free Base and the 1:1 Silver(I) Triflate Complex.

ChemInform ◽  
2003 ◽  
Vol 34 (5) ◽  
Author(s):  
Petr Sehnal ◽  
Petr Holy ◽  
Milos Tichy ◽  
Jiri Zavada ◽  
Ivana Cisarova
Keyword(s):  
Free Base ◽  
Self Assembling

Free-base porphyrin and [60]fullerene linked by oligomeric ethylenedioxythienylenevinylene bridge

2015 ◽  
Vol 19 (01-03) ◽  
pp. 404-410 ◽  
Author(s):  
Beatriz Pelado ◽  
Julieta Coro ◽  
Pilar de la Cruz ◽  
Fernando Langa
Keyword(s):  
Electronic Properties ◽  
Structural Characterization ◽  
Theoretical Calculations ◽  
Free Base ◽  
Absorption Studies ◽  
Homo Lumo

The synthesis and structural characterization and the study of the electronic properties of two novel porphyrin-bridge-fullerene molecules, where a free-based porphyrin and [60]fullerene are connected through one and two units of ethylenedioxythienylenevinylene π-conjugated bridges, is reported. The absorption studies, voltamperometric measurements and theoretical calculations at DFT level are presented. A HOMO–LUMO gap as low as 1.41 eV has been found for compound 6.

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