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Molecules
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Advances in Functional Organic Materials: From Design to Applications
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Advances in Functional Organic Materials: From Design to Applications

A special issue of Molecules (ISSN 1420-3049). This special issue belongs to the section "Materials Chemistry".

Deadline for manuscript submissions: closed (30 June 2023) | Viewed by 9562

Special Issue Editors

Dr. Agostina-Lina Capodilupo

E-Mail Website
Guest Editor
Italian National Research Council | CNR, Institute of Nanotechnology, Rome, Italy
Interests: organic dyes; organic emissive materials; organic semiconductors; open-shell organic conjugated materials; electrochromic organic materials; electrofluorochromic organic materials; self-assembly into organic materials
Special Issues, Collections and Topics in MDPI journals
Dr. Roberto Termine

E-Mail Website
Guest Editor
Institute of Nanotechnology of CNR – Nanotec CNR, Lecce, Italy
Interests: Organic semiconductors; liquid crystals; photonics; photovoltaics

Special Issue Information

Dear Colleagues,

Functional organic materials are materials designed and synthesized with specific physicochemical properties to be key elements for technological and social development. These materials play a crucial role in various optoelectronic fields, as well as in medical and biological research. Proof of the importance of functional organic materials are the significant progresses in the field of field effect transistors (OFET), light-emitting diodes (OLED), organic photovoltaics (OPV), electrochromic devices (ECD) and electrochromic devices (EFC), and fluorescent probes for biodiagnostics and photonic organic crystals. Molecular design and organic synthesis represent a fundamental tool for the development of new advanced organic functional materials, without forgetting the importance of a close interdisciplinary collaboration, which is essential for expanding knowledge on materials and achieving the set targets. This Special Issue entitled “Advances in Functional Organic Materials: From Design to Applications” welcomes manuscripts (original research papers, short communications, or focus reviews) presenting results from current studies performed predominately in the research areas pointed out by the keywords given below. However, other related topics are also welcome.

Dr. Agostina-Lina Capodilupo
Dr. Roberto Termine
Guest Editors

Manuscript Submission Information

Manuscripts should be submitted online at www.mdpi.com by registering and logging in to this website. Once you are registered, click here to go to the submission form. Manuscripts can be submitted until the deadline. All submissions that pass pre-check are peer-reviewed. Accepted papers will be published continuously in the journal (as soon as accepted) and will be listed together on the special issue website. Research articles, review articles as well as short communications are invited. For planned papers, a title and short abstract (about 100 words) can be sent to the Editorial Office for announcement on this website.

Submitted manuscripts should not have been published previously, nor be under consideration for publication elsewhere (except conference proceedings papers). All manuscripts are thoroughly refereed through a single-blind peer-review process. A guide for authors and other relevant information for submission of manuscripts is available on the Instructions for Authors page. Molecules is an international peer-reviewed open access semimonthly journal published by MDPI.

Please visit the Instructions for Authors page before submitting a manuscript. The Article Processing Charge (APC) for publication in this open access journal is 2700 CHF (Swiss Francs). Submitted papers should be well formatted and use good English. Authors may use MDPI's English editing service prior to publication or during author revisions.

Keywords

  • Organic electronics
  • Dyes and pigments
  • Photonic organic crystals
  • Organic electrochromics
  • Optical molecular imaging
  • Organic fluorophores
  • Liquid crystals
  • Host–guest systems
  • Organic nanomaterials
  • Organic radicals
  • Hole-transporting materials

Published Papers (4 papers)

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Research

14 pages, 3020 KiB  
Article
Functionalized Crystalline N-Trimethyltriindoles: Counterintuitive Influence of Peripheral Substituents on Their Semiconducting Properties
by Sergio Gámez-Valenzuela, Angela Benito-Hernández, Marcelo Echeverri, Enrique Gutierrez-Puebla, Rocío Ponce Ortiz, Maria Carmen Ruiz Delgado and Berta Gómez-Lor
Molecules 2022, 27(3), 1121; https://doi.org/10.3390/molecules27031121 - 08 Feb 2022
Cited by 2 | Viewed by 1798
Abstract
Three crystalline N-trimethyltriindoles endowed with different functionalities at 3, 8 and 13 positions (either unsubstituted or with three methoxy or three acetyl groups attached) are investigated, and clear correlations between the electronic nature of the substituents and their solid-state organization, electronic properties [...] Read more.
Three crystalline N-trimethyltriindoles endowed with different functionalities at 3, 8 and 13 positions (either unsubstituted or with three methoxy or three acetyl groups attached) are investigated, and clear correlations between the electronic nature of the substituents and their solid-state organization, electronic properties and semiconductor behavior are established. The three compounds give rise to similar columnar hexagonal crystalline structures; however, the insertion of electron-donor methoxy groups results in slightly shorter stacking distances when compared with the unsubstituted derivative, whereas the insertion of electron-withdrawing acetyl groups lowers the crystallinity of the system. Functionalization significantly affects hole mobilities with the triacetyl derivative showing the lowest mobility within the series in agreement with the lower degree of order. However, attaching three methoxy groups also results in lower hole mobility values in the OFETs (0.022 vs. 0.0014 cm2 V−1 s−1) in spite of the shorter stacking distances. This counterintuitive behavior has been explained with the help of DFT calculations performed to rationalize the interplay between the intramolecular and intermolecular properties, which point to lower transfer integrals in the trimethoxy derivative due to the HOMO wave function extension over the peripheral methoxy groups. The results of this study provide useful insights into how peripheral substituents influence the fundamental charge transport parameters of chemically modified triindole platforms of fundamental importance to design new derivatives with improved semiconducting performance. Full article
(This article belongs to the Special Issue Advances in Functional Organic Materials: From Design to Applications)
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18 pages, 3919 KiB  
Article
Synthesis and Investigation of Electro-Optical Properties of H-Shape Dibenzofulvene Derivatives
by Maria Michela Giangregorio, Salvatore Gambino, Eduardo Fabiano, Mauro Leoncini, Antonio Cardone, Giuseppina Anna Corrente, Amerigo Beneduci, Gianluca Accorsi, Giuseppe Gigli, Maria Losurdo, Roberto Termine and Agostina-Lina Capodilupo
Molecules 2022, 27(3), 1091; https://0-doi-org.brum.beds.ac.uk/10.3390/molecules27031091 - 06 Feb 2022
Cited by 3 | Viewed by 2640
Abstract
We have synthetized two classes of dibenzofulvene-arylamino derivatives with an H-shape design, for a total of six different molecules. The molecular structures consist of two D-A-D units connected by a thiophene or bitiophene bridge, using diarylamino substituents as donor groups anchored to the [...] Read more.
We have synthetized two classes of dibenzofulvene-arylamino derivatives with an H-shape design, for a total of six different molecules. The molecular structures consist of two D-A-D units connected by a thiophene or bitiophene bridge, using diarylamino substituents as donor groups anchored to the 2,7- (Group A) and 3,6- (Group B) positions of the dibenzofulvene backbone. The donor units and the thiophene or bithiophene bridges were used as chemico-structural tools to modulate electro-optical and morphological-electrical properties. A combination of experiments, such as absorption measurements (UV-Vis spectroscopy), cyclic voltammetry, ellipsometry, Raman, atomic force microscopy, TD-DFT calculation and hole-mobility measurements, were carried out on the synthesized small organic molecules to investigate the differences between the two classes and therefore understand the relevance of the molecular design of the various properties. We found that the anchoring position on dibenzofulvene plays a crucial key for fine-tuning the optical, structural, and morphological properties of molecules. In particular, molecules with substituents in 2,7 positions (Group A) showed a lower structural disorder, a larger molecular planarity, and a lower roughness. Full article
(This article belongs to the Special Issue Advances in Functional Organic Materials: From Design to Applications)
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10 pages, 903 KiB  
Communication
Panchromatic Fluorescence Emission from Thienosquaraines Dyes: White Light Electrofluorochromic Devices
by Giuseppina Anna Corrente, Francesco Parisi, Vito Maltese, Sante Cospito, Daniela Imbardelli, Massimo La Deda and Amerigo Beneduci
Molecules 2021, 26(22), 6818; https://0-doi-org.brum.beds.ac.uk/10.3390/molecules26226818 - 11 Nov 2021
Cited by 4 | Viewed by 1797
Abstract
Electrofluorochromic devices (EFCDs) that allow the modulation of the light emitted by electroactive fluorophores are very attractive in the research field of optoelectronics. Here, the electrofluorochromic behaviour of a series of squaraine dyes was studied for the first time. In solutions, all compounds [...] Read more.
Electrofluorochromic devices (EFCDs) that allow the modulation of the light emitted by electroactive fluorophores are very attractive in the research field of optoelectronics. Here, the electrofluorochromic behaviour of a series of squaraine dyes was studied for the first time. In solutions, all compounds are photoluminescent with maxima located in the range 665–690 nm, characterized by quantum yields ranging from 30% to 4.1%. Squaraines were incorporated in a polymer gel used as an active layer in all-in-one gel switchable EFCDs. An aggregation induced quenching occurs in the gel phase, causing a significant decrease in the emission quantum yield in the device. However, the squaraines containing the thieno groups (thienosquaraines, TSQs) show a panchromatic emission and their electrofluorochromism allows the tuning of the fluorescence intensity from 500 nm to the near infrared. Indeed, the application of a potential difference to the device induces a reversible quenching of their emission that is significantly higher and occurs at shorter switching times for TSQs-based devices compared to the reference squaraine dye (DIBSQ). Interestingly, the TSQs fluorescence spectral profile becomes more structured under voltage, and this could be explained by the shift of the aggregates/monomer equilibrium toward the monomeric species, due to electrochemical oxidation, which causes the disassembling of aggregates. This effect may be used to modulate the colour of the fluorescence light emitted by a device and paves the way for conceiving new electrofluorochromic materials based on this mechanism. Full article
(This article belongs to the Special Issue Advances in Functional Organic Materials: From Design to Applications)
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13 pages, 18456 KiB  
Article
Synthesis, Mesomorphic and Computational Characterizations of Nematogenic Schiff Base Derivatives in Pure and Mixed State
by Laila A. Al-Mutabagani, Latifah A. Alshabanah, Hoda A. Ahmed, Hafsa H. Alalawy and Mayada H. Al alwani
Molecules 2021, 26(7), 2038; https://0-doi-org.brum.beds.ac.uk/10.3390/molecules26072038 - 02 Apr 2021
Cited by 19 | Viewed by 2177
Abstract
Homolog series based on three aromatic rings bearing terminal alkoxy chain of various lengths named 4-(4-(alkoxy)phenylimino)methyl)phenyl nicotinate (An) were synthesized. The alkoxy-chain length changed between 6, 8 and 16 carbons. Mesomorphic and optical properties were carried out via differential scanning calorimetry [...] Read more.
Homolog series based on three aromatic rings bearing terminal alkoxy chain of various lengths named 4-(4-(alkoxy)phenylimino)methyl)phenyl nicotinate (An) were synthesized. The alkoxy-chain length changed between 6, 8 and 16 carbons. Mesomorphic and optical properties were carried out via differential scanning calorimetry (DSC) and polarized optical microscopy (POM). Elemental analyses, FT-IR and NMR spectroscopy were carried out to elucidate the molecular structures of the prepared derivatives. Mesomorphic results indicated that all the synthesized homologs (An) are monomorphic possessing the nematic (N) phase enantiotropically with wide thermal stability. Computational simulations were measured via density functional theory (DFT) theoretical calculation tool. The estimated thermal and geometrical parameters are in agreement with the experimental data. By discussing the estimated parameters, it was found that the molecular architecture, dipole moment and the polarizability of the investigated compounds are highly affected by the length of the attached terminal flexible chain and the location of the nitrogen atom in the other terminal aromatic ring. Binary phase diagrams of two corresponding homologs with different proportionating terminals were constructed, and their binary phase physical properties were discussed in terms of the temperature range and stability of the N phase. Full article
(This article belongs to the Special Issue Advances in Functional Organic Materials: From Design to Applications)
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