Advanced search options

Advanced Search Options 🞨

Browse by author name (“Author name starts with…”).

Find ETDs with:

in
/  
in
/  
in
/  
in

Written in Published in Earliest date Latest date

Sorted by

Results per page:

Sorted by: relevance · author · university · dateNew search

You searched for subject:(Naphthalenediimide). Showing records 1 – 2 of 2 total matches.

Search Limiters

Last 2 Years | English Only

No search limiters apply to these results.

▼ Search Limiters


Clemson University

1. Maity, Krishnendu. Understanding the Interactions of Anions with Lewis Acids and π-Acids to Develop Efficient Ion-Pair Receptors.

Degree: PhD, Chemistry, 2018, Clemson University

Anions play vital roles in many industrial, environmental, chemical, and biological processes. Due to their adverse effects on our health and ecosystem, precise regulation of toxic anions and ion-pairs are of prime importance. A majority of anion receptors rely on subtle supramolecular forces like electrostatic interactions and hydrogen bonding to bind anions, and the main source of selectivity comes from the shape and size complementarity of the receptors and guest anions. In aprotic solvents, interactions of anions with π-acidic receptors such as naphthalenediimides (NDIs) and perylenediimides (PDIs), and Lewis acids, such as silver ion, depend on their electron donating ability, which runs parallel to their Lewis basicity. While non-basic larger charge-diffuse anions engage in anion–π and CH···anion interactions in aprotic solvents, stronger Lewis basic and less solvated hard anions participate in electron transfer (ET) and weaker Lewis basic anions establish charge transfer (CT) interactions. The anion-induced electron transfer from strong Lewis basic anions produces colorful radical anions and dianions of π-acids leading to colorimetric anion sensing. Anion-induced electron transfer (AIET) is not only limited to π-acids. Reduction of silver(I) to produce silver(0) mirrors and luminescent silver(0) nanoparticles show that AIET can happen from fluoride to a Lewis acid, too. On the other hand, NDI-imine-based heteroditopic ion-pair receptors are developed to capture both cations and charge diffuse anions, cooperatively. These synthetic receptors exploited anion–π and CH···anion interactions to bind anions cooperatively in the presence of metal ions such as Zn(II) and Cd(II). Advisors/Committee Members: Sourav Saha, Committee Chair, Stephen Creager, William T. Pennington, Joseph S. Thrasher.

Subjects/Keywords: Anion induced electron transfer; Ion-pair receptor; Naphthalenediimide

Record DetailsSimilar RecordsGoogle PlusoneFacebookTwitterCiteULikeMendeleyreddit

APA · Chicago · MLA · Vancouver · CSE | Export to Zotero / EndNote / Reference Manager

APA (6th Edition):

Maity, K. (2018). Understanding the Interactions of Anions with Lewis Acids and π-Acids to Develop Efficient Ion-Pair Receptors. (Doctoral Dissertation). Clemson University. Retrieved from https://tigerprints.clemson.edu/all_dissertations/2261

Chicago Manual of Style (16th Edition):

Maity, Krishnendu. “Understanding the Interactions of Anions with Lewis Acids and π-Acids to Develop Efficient Ion-Pair Receptors.” 2018. Doctoral Dissertation, Clemson University. Accessed October 28, 2020. https://tigerprints.clemson.edu/all_dissertations/2261.

MLA Handbook (7th Edition):

Maity, Krishnendu. “Understanding the Interactions of Anions with Lewis Acids and π-Acids to Develop Efficient Ion-Pair Receptors.” 2018. Web. 28 Oct 2020.

Vancouver:

Maity K. Understanding the Interactions of Anions with Lewis Acids and π-Acids to Develop Efficient Ion-Pair Receptors. [Internet] [Doctoral dissertation]. Clemson University; 2018. [cited 2020 Oct 28]. Available from: https://tigerprints.clemson.edu/all_dissertations/2261.

Council of Science Editors:

Maity K. Understanding the Interactions of Anions with Lewis Acids and π-Acids to Develop Efficient Ion-Pair Receptors. [Doctoral Dissertation]. Clemson University; 2018. Available from: https://tigerprints.clemson.edu/all_dissertations/2261

2. Fernando, Juwanmandadige Roshan. Tuning the Opto-Electronic Properties of Core-Substituted Naphthalenediimides through Imide Substitution.

Degree: PhD, Chemistry, 2014, Case Western Reserve University School of Graduate Studies

Core-substituted naphthalenediimides (core-substituted NDIs) were incorporated into rod-like molecules and oligomers through reaction at the imide nitrogen positions. N,N’-Di(4-bromophenyl)-2,6-di(N-alkylamino)-1,4,5,8-naphthalenetetracarboxydiimide was synthesized in only three steps, and used as a versatile platform to prepare extended structures by reaction with thiophene substrates using Suzuki-coupling conditions. The optoelectronic properties of the new compounds were examined by UV/vis absorption spectroscopy, fluorescence spectroscopy, cyclic voltammetry and theoretical calculations. The imide substituents had little effect on the optical and electrochemical properties of core-substituted NDIs in solution. A bathochromic shift of the absorption was observed upon film formation, accompanied by quenching of fluorescence. These observations are consistent with increased inter-molecular interactions between core-substituted NDI moieties in the solid state. All compounds were tested in organic solar cells by blending with poly(3-hexylthiophene) (P3HT), and several showed a photovoltaic effect, demonstrating their potential as electron acceptors in organic solar cell. The best solar cell was observed for core-substituted NDI with 4-(thiophen-2-yl)phenyl imide substituents (5a), showing a power conversion efficiency of 0.57% and a large open circuit voltage of 0.87 V. This approach allows new structure-property relationship studies of non-fullerene acceptors in organic solar cells, where one can vary the imide substituent to optimize photovoltaic parameters while keeping the optical and electrochemical properties constant.To study the structure-property relationships of core-substituted NDIs as acceptors for organic solar cells, a series of 2,6-dialkylamino NDI compounds with various substituents were synthesized, characterized and tested in bulk heterojunction solar cells by blending with P3HT. The imide substituents consisted of a linker connected to a thiophene group, where the linker was phenyl, methyl or ethyl. The core substituents were cyclohexylamino or 2-ethylhexylamino. While the various substituents had little effect on the opto-electronic properties in solution, they strongly affected device performance and blend morphology. Under the conditions studied, the best performance was obtained with the methyl linker combined with the cyclohexylamino core substituent, with a power conversion efficiency of 0.48% and a high open circuit voltage of 0.97V. For blends of P3HT with modified NDI non-fullerene acceptors, the methyl linker promoted larger phase separated domains than the ethyl or phenyl linkers. DFT calculations showed that the linker determines the orientation of the thiophene conjugated plane with respect to the NDI conjugated plane. That angle was 114°, 45°-61°, and 8° for the methyl, phenyl and ethyl linkers, respectively. Using thiophene at the end of the imide substituent adds a unique dimension to tune morphology and influence the molecular heterojunction between donor and acceptor.The effect of… Advisors/Committee Members: Sauvé, Geneviève (Advisor), Protasiewicz, John (Committee Chair).

Subjects/Keywords: Alternative Energy; Chemistry; Energy; Materials Science; Molecular Chemistry; Molecules; Morphology; Organic Chemistry; Physical Chemistry; organic electronics; electron acceptors; naphthalenediimide; photovoltaic cells; solar cells; n-type organic semiconductors; vinylphenyl; non-fullerene acceptors; core-substituted NDI

Record DetailsSimilar RecordsGoogle PlusoneFacebookTwitterCiteULikeMendeleyreddit

APA · Chicago · MLA · Vancouver · CSE | Export to Zotero / EndNote / Reference Manager

APA (6th Edition):

Fernando, J. R. (2014). Tuning the Opto-Electronic Properties of Core-Substituted Naphthalenediimides through Imide Substitution. (Doctoral Dissertation). Case Western Reserve University School of Graduate Studies. Retrieved from http://rave.ohiolink.edu/etdc/view?acc_num=case1401984667

Chicago Manual of Style (16th Edition):

Fernando, Juwanmandadige Roshan. “Tuning the Opto-Electronic Properties of Core-Substituted Naphthalenediimides through Imide Substitution.” 2014. Doctoral Dissertation, Case Western Reserve University School of Graduate Studies. Accessed October 28, 2020. http://rave.ohiolink.edu/etdc/view?acc_num=case1401984667.

MLA Handbook (7th Edition):

Fernando, Juwanmandadige Roshan. “Tuning the Opto-Electronic Properties of Core-Substituted Naphthalenediimides through Imide Substitution.” 2014. Web. 28 Oct 2020.

Vancouver:

Fernando JR. Tuning the Opto-Electronic Properties of Core-Substituted Naphthalenediimides through Imide Substitution. [Internet] [Doctoral dissertation]. Case Western Reserve University School of Graduate Studies; 2014. [cited 2020 Oct 28]. Available from: http://rave.ohiolink.edu/etdc/view?acc_num=case1401984667.

Council of Science Editors:

Fernando JR. Tuning the Opto-Electronic Properties of Core-Substituted Naphthalenediimides through Imide Substitution. [Doctoral Dissertation]. Case Western Reserve University School of Graduate Studies; 2014. Available from: http://rave.ohiolink.edu/etdc/view?acc_num=case1401984667

.