Tuning antiaromatic character and charge transport of pentalene-based antiaromatic compounds by substitution

Author(s):  
Jianglin Wu ◽  
Yao Chen ◽  
Jueshan Liu ◽  
Zhenguo Pang ◽  
Guoping Li ◽  
...  

Understanding structure−property relationships in antiaromatic molecules is crucial for controlling their electronic properties and designing new organic optoelectronic materials. Here we report the design, synthesis, and characterization of three new...

2017 ◽  
Vol 46 (25) ◽  
pp. 8304-8305
Author(s):  
Dalia M. Abdel Basset ◽  
Suresh Mulmi ◽  
Mohammed S. El-Bana ◽  
Suzan S. Fouad ◽  
Venkataraman Thangadurai

Correction for ‘Synthesis and characterization of novel Li-stuffed garnet-like Li5+2xLa3Ta2−xGdxO12 (0 ≤ x ≤ 0.55): structure–property relationships’ by Dalia M. Abdel Basset, et al., Dalton Trans., 2017, 46, 933–946.


2017 ◽  
Vol 90 (2) ◽  
pp. 308-324 ◽  
Author(s):  
Taejun Yoo ◽  
Steven K. Henning

ABSTRACT A bio-based route to the production of trans-β-farnesene has recently been commercialized. Trans-β-farnesene is capable of being polymerized by both anionic and cationic pathways, creating low molecular weight polymers with structure–property relationships unique within the diene class of monomers. Trans-β-farnesene is produced through fermentation of sugar feedstocks. The pathway offers an alternative to petroleum-based feedstocks derived as by-products of naphtha or ethane cracking. Anionic polymerization of the monomer produces a highly branched “bottlebrush” structure, with rheological properties that are markedly different than those of linear diene polymers. Specifically, a lack of entanglements is observed even at relatively high molar masses. For hydroxyl-terminated oligomers, Tg as a function of molar mass follows a trend opposite non-functional materials. The synthesis and characterization of trans-β-farnesene–based polymers will be presented, including anionically prepared low molecular weight diols and monols.


2016 ◽  
Vol 4 (8) ◽  
pp. 1568-1578 ◽  
Author(s):  
Shanfeng Xue ◽  
Xu Qiu ◽  
Qikun Sun ◽  
Wenjun Yang

This review focuses on alkyl length effects on solid-state fluorescence and mechanochromic behaviors, and the purpose is to arouse one's further attention to the alkyl-length effect in the design, synthesis and structure–property investigation of organic optoelectronic materials.


2020 ◽  
Vol 16 ◽  
pp. 2636-2644
Author(s):  
Astrid Vogt ◽  
Florian Henne ◽  
Christoph Wetzel ◽  
Elena Mena-Osteritz ◽  
Peter Bäuerle

The synthesis and optoelectronic properties of novel S,N-heterotetracenes consisting of fused heterocyclic thiophene and pyrrole rings are presented. Tetracyclic and benzannulated derivatives with a varying number and sequence of sulfur and nitrogen heteroatoms were synthesized in multistep synthetic routes. A Buchwald–Hartwig amination of brominated precursors, thermolysis of azide precursors, and a Cadogan reaction of nitro-substituted precursors were successfully applied to eventually build-up pyrrole rings to stable and soluble fused systems. The various obtained heteroatom sequences ‘SSNS’ (SN4), ‘SNNS’ (SN4’’), and ‘NSSN’ (SN4’) allowed for evaluation of structure–property relationships relative to the sulfur analogue tetrathienoacene (‘SSSS’). In line with the results for the whole series of S,N-heteroacenes, we find that replacement of sulfur by nitrogen atoms in the tetra- and hexacyclic systems leads to a red-shift in absorption, a decrease in oxidation potential and energy gap. On the other hand, the replacement of a thiophene ring by benzene leads to the opposite effects.


Synlett ◽  
2022 ◽  
Author(s):  
Birgit Esser ◽  
Jan S Wössner ◽  
Mathias Hermann

Conjugated nanohoops are excellent candidates to study structure-property relationships, as optoelectronic materials and as hosts for supramolecular chemistry. While carbon nanohoops containing aromatics are well studied, antiaromatic units had not been incorporated until recently by our group using dibenzo[a,e]pentalene (DBP). The non-alternant electronic character of the DBP units significantly influences the optoelectronic properties of such nanohoops. We herein summarize our synthetic strategies to DBP-containing nanohoops, their structural and electronic properties, chirality and host-guest chemistry. We demonstrate how incorporating antiaromatic units leads to unique properties and opens new synthetic avenues, making such nanohoops attractive as potential electronic materials.


RSC Advances ◽  
2016 ◽  
Vol 6 (1) ◽  
pp. 212-226 ◽  
Author(s):  
Mehmet Ozdemir ◽  
Donghee Choi ◽  
Guhyun Kwon ◽  
Yunus Zorlu ◽  
Hyekyoung Kim ◽  
...  

A series of novel solution-processable α,ω-disubstituted indeno[1,2-b]fluorene-6,12-dione-thiophene ambipolar semiconductors were developed and characterized in OTFT devices with favorable charge-transport properties.


2017 ◽  
Vol 46 (3) ◽  
pp. 933-946 ◽  
Author(s):  
Dalia M. Abdel Basset ◽  
Suresh Mulmi ◽  
Mohammed S. El-Bana ◽  
Suzan S. Fouad ◽  
Venkataraman Thangadurai

In this article, we report the preparation and characterization of novel Li-stuffed garnets Li5+2xLa3Ta2−xGdxO12 (0 ≤ x ≤ 0.55) for all-solid-state Li ion batteries.


2021 ◽  
Author(s):  
Teng Chi ◽  
Siddhartha Akkiraju ◽  
Zihao Liang ◽  
Ying Tan ◽  
Ho Joong Kim ◽  
...  

We document the design, synthesis, and characterization of the first low glass transition temperature, n-type (i.e., preferentially-reduced) radical polymer.


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