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Journal articles on the topic 'Diimides'

Author: Grafiati

Published: 4 June 2021

Last updated: 27 July 2025

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1

Nakano, Masahiro, Kyohei Nakano, Kazuo Takimiya, and Keisuke Tajima. "Two isomeric perylenothiophene diimides: physicochemical properties and applications in organic semiconducting devices." Journal of Materials Chemistry C 7, no. 8 (2019): 2267–75. http://dx.doi.org/10.1039/c8tc05577g.

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Two thiophene-fused perylene-3,4,9,10-tetracarboxy diimides, peryleno[2,1-b]thiophene diimide (PTIa) and peryleno[1,2-b]thiophene diimide (PTIb), were synthesized as electron-deficient building units for electronic and optoelectronic materials.

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2

Zou, Lin, Xiao-Ye Wang, Xiao-Xiao Zhang, et al. "Toward electron-deficient pyrene derivatives: construction of pyrene tetracarboxylic diimide containing five-membered imide rings." Chemical Communications 51, no. 63 (2015): 12585–88. http://dx.doi.org/10.1039/c5cc04860e.

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Electron-deficient pyrene-1,2,6,7-tetracarboxylic diimide (PyrDI) and pyrene-4,9-dicyano-1,2,6,7-tetracarboxylic diimide (PyrDI-CN) containing five-membered imide rings have been designed and synthesized as a new family of aromatic diimides.

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3

Kramer, Wolfgang H., Donya Razinoubakht, Gurjit Kaur, et al. "Awakening a Molecular Mummy: The Inter-and Intramolecular Photochemistry of Pyromellitic Diimides with Alkyl Carboxylates." Photochem 2, no. 3 (2022): 717–32. http://dx.doi.org/10.3390/photochem2030046.

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Pyromellitic acid diimides are not as chemically unreactive as conjecturable (and presupposed) from their numerous applications as electron acceptor units or electron carriers in molecular donor–acceptor dyads or triads. Similar to the corresponding phthalimides, electronically excited pyromellitic diimides oxidize alkyl carboxylates in aqueous solution via intermolecular electron transfer (PET) processes, which eventually results in radical–radical combination products, e.g., the benzylation product 6 from N,N′-dimethyl pyromellitic diimide 5. The analogous product 7 was formed with pivalic a

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4

Jozeliūnaitė, Augustina, Romualdas Striela, Linas Labanauskas, and Edvinas Orentas. "Practical Preparation of Octa- and Tetrabromoperylene Diimides and Derivatives Thereof." Synthesis 49, no. 23 (2017): 5176–82. http://dx.doi.org/10.1055/s-0036-1589088.

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A mild synthesis of fully brominated perylene dianhydride and diimides in one step from easily available unsubstituted precursors is presented. The partial reduction of ortho-bromo substituents with hydrazine hydrate allowed for a gram-scale synthesis of a valuable intermediate, 1,6,7,12-tetrabromoperylene diimide. Several new twisted fully core-substituted perylene diimide derivatives having sulfur, nitrogen, or oxygen substituents were synthesized using regioselective nucleophilic substitution reactions.

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5

Martin, Max M., Carolin Dusold, Andreas Hirsch, and Norbert Jux. "Porphyrin-rylene-diimide-hexabenzocoronene triads." Journal of Porphyrins and Phthalocyanines 24, no. 01n03 (2020): 268–77. http://dx.doi.org/10.1142/s1088424619500810.

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Hexa-peri-hexabenzocoronenes (HBCs), substituted by two different chromophores in an ortho arrangement, were synthesized for the first time and investigated towards their photophysical properties. Rylene-diimide dyes, in particular naphthalene-diimides (NDIs) and perylene-diimides (PDIs), were attached to the HBC as the first, and porphyrins as the second chromophore. Therefore, porphyrin-NDI-HPB as well as porphyrin-PDI-HPB precursors were accessed and converted into the respective HBC derivatives applying oxidative Scholl conditions. UV-vis absorption and fluorescence emission spectroscopy s

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6

Zhang, Fengxia, Xianqiang Huang, Xiaofeng Wei, et al. "Synthesis and properties of bay unilaterally extended and mono-substituted perylene diimides." Journal of Chemical Research 44, no. 1-2 (2019): 60–66. http://dx.doi.org/10.1177/1747519819886502.

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The synthesis of two sulfur-decorated perylene diimides, the five-membered S-heterocyclic annulated perylene diimide (1) and 1-propanethiol- N,N′-dicyclohexylperylene-3,4,9,10-tetracarboxylic diimide (2), and a novel sulfoxide-containing perylene diimide, 1-propyl sulfoxide- N,N′-dicyclohexylperylene-3,4,9,10-tetracarboxylic diimide (3), are reported. The photophysical, electrochemical, aggregation, and thermal properties of these compounds are investigated by ultraviolet visible absorption, fluorescence, cyclic voltammetric, X-ray diffraction, and thermogravimetric analysis techniques. The ge

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7

Pirota, Valentina, Matteo Nadai, Filippo Doria, and Sara Richter. "Naphthalene Diimides as Multimodal G-Quadruplex-Selective Ligands." Molecules 24, no. 3 (2019): 426. http://dx.doi.org/10.3390/molecules24030426.

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G-quadruplexes are four-stranded nucleic acids structures that can form in guanine-rich sequences. Following the observation that G-quadruplexes are particularly abundant in genomic regions related to cancer, such as telomeres and oncogenes promoters, several G-quadruplex-binding molecules have been developed for therapeutic purposes. Among them, naphthalene diimide derivatives have reported versatility, consistent selectivity and high affinity toward the G-quadruplex structures. In this review, we present the chemical features, synthesis and peculiar optoelectronic properties (absorption, emi

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8

Andric, Goja, John F. Boas, Alan M. Bond, et al. "Spectroscopy of Naphthalene Diimides and Their Anion Radicals." Australian Journal of Chemistry 57, no. 10 (2004): 1011. http://dx.doi.org/10.1071/ch04130.

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Naphthalene diimides 1–4 having different N,N-disubstitution undergo single electron reduction processes either chemically or electrochemically to yield the corresponding radical anion in high yield. This study concentrates on 1, bearing pentyl side chains connected through the diimide nitrogens, and compares the results obtained against those bearing isopropyl, propargyl, and phenylalanyl side chains. Compound 1 exhibits mirror image absorption and fluorescence in the near-UV region in CH2Cl2 and dimethylformamide that is typical of monomeric N,N-dialkyl-substituted naphthalene diimides. In t

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9

Insuasty, Alberto, Serena Carrara, Linjing Tang, et al. "A Family of Heterocyclic Naphthalene Diimide (NDI) Analogues: Comparing Parent Isoquinoline Diimides and Phthalazine Diimides with NDI." ChemPlusChem 84, no. 10 (2019): 1638–42. http://dx.doi.org/10.1002/cplu.201900596.

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10

Reiß, Barbara, and Hans-Achim Wagenknecht. "Naphthalene diimides with improved solubility for visible light photoredox catalysis." Beilstein Journal of Organic Chemistry 15 (August 27, 2019): 2043–51. http://dx.doi.org/10.3762/bjoc.15.201.

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Five core-substituted naphthalene diimides bearing two dialkylamino groups were synthesized as potential visible light photoredox catalysts and characterized by methods of optical spectroscopy and electrochemistry in comparison with one unsubstituted naphthalene diimide as reference. The core-substituted naphthalene diimides differ by the alkyl groups at the imide nitrogens and at the nitrogens of the two substituents at the core in order to enhance their solubility in DMF and thereby enhance their photoredox catalytic potential. The 1-ethylpropyl group as rather short and branched alkyl subst

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11

Wu, J., K. P. Loh, J. Yao, and C. Chi. "Bianthryl Diimides." Synfacts 2009, no. 12 (2009): 1341. http://dx.doi.org/10.1055/s-0029-1218192.

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12

Cui, Xiaoping, Chengyi Xiao, Thorsten Winands, et al. "Hexacene Diimides." Journal of the American Chemical Society 140, no. 38 (2018): 12175–80. http://dx.doi.org/10.1021/jacs.8b07305.

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13

Xin, Hanshen, Congwu Ge, Xiaodi Yang, Honglei Gao, Xiaochun Yang, and Xike Gao. "Biazulene diimides: a new building block for organic electronic materials." Chemical Science 7, no. 11 (2016): 6701–5. http://dx.doi.org/10.1039/c6sc02504h.

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14

Wangatia, Lodrick Makokha, Bin Sun, Ting Zeng, and Meifang Zhu. "Reactive bay functionalized perylene monoimide-polyhedral oligomeric silsesquioxane organic electronic dye." Materials Science-Poland 33, no. 1 (2015): 113–21. http://dx.doi.org/10.1515/msp-2015-0016.

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AbstractAggregation-induced quenching is particularly detrimental in perylene diimides, which are characterized by a near-unity fluorescence quantum yield in solution but are far less emissive in the solid state. Previously, perylene diimide has been improved by linking it to the inorganic cage of polyhedral oligomeric silsesquioxanes. As a further study on perylene diimidepolyhedral oligomeric silsesquioxanes, we report on a double functionalized molecular structure, which can be used for substitution at the bay area and as a side group in other materials. Typical solution absorption and emis

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15

Bestari, Ketut, Richard T. Oakley, and A. Wallace Cordes. "Skeletal scrambling of sulphur diimide radical anions." Canadian Journal of Chemistry 69, no. 1 (1991): 94–99. http://dx.doi.org/10.1139/v91-014.

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In the presence of a catalytic quantity of alkali metal mixtures of sulphur diimides RNSNR and R′NSNR′(R, R′ = Ph, 4-C6H4Me, 4-C6H4OMe, SiMe3, SPh) undergo a rapid scrambling of the R and R′ groups. When R and R′ are significantly different (e.g., R = Ph, R′ = SiMe3 or SPh) the equilibrium is shifted to favour the unsymmetrical sulphur dimmide (R ≠ R′); the procedure thus represents an effective method for preparing such derivatives. A mechanism involving the centrosymmetric association and rearrangement of two sulphur diimide radical anions is suggested for the observed ligand scrambling. The

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16

Désilets, Denis, Peter M. Kazmaier, and Richard A. Burt. "Design and synthesis of near-infrared absorbing pigments. I. Use of Pariser–Parr–Pople molecular orbital calculations for the identification of near-infrared absorbing pigment candidates." Canadian Journal of Chemistry 73, no. 3 (1995): 319–24. http://dx.doi.org/10.1139/v95-043.

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The usefulness of the Pariser–Parr–Pople molecular orbital method for the identification of near-infrared absorbing pigment candidates for photogenerator applications is outlined. Several pigments based on the well-known class of photogenerators N,N′-dialkyl-3,4,9,10-perylenetetracarboxylic diimides were investigated and pigments of the dibenzoperylene, bisanthene, and zethrene classes were identified as the most promising candidates of the series. On the basis of the predictions, 7,8,15,16-dibenzo[a, j]perylenetetracarboxylic diimide was prepared and the validity of the calculations was verif

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17

Welch, Gregory Charles. "New Perylene Diimide Dyes and Inks for Large Area Roll-Coated Organic Solar Cells." ECS Meeting Abstracts MA2024-02, no. 19 (2024): 1751. https://doi.org/10.1149/ma2024-02191751mtgabs.

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Polycyclic aromatic molecules, especially perylene diimide based dyes, are widely used as electronic materials in photovoltaic devices.1 Our team at the University of Calgary has been actively developing modified perylene diimides for use in a range of solution processed electronic devices including organic solar cells,2 organic light emitting diodes,3 transistors and sensors,4 electrochromic films,5 and photo/electro cathodes.6 This presentation will detail the design and synthesis of several classes of modified perylene diimides for specific use in large area organic solar cell devices and m

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18

Hoffmann, Jonas, Bernard Geffroy, Emmanuel Jaques, Muriel Hissler, and Anne Staubitz. "Tuning the aggregation behaviour of BN-coronene diimides with imide substituents and their performance in devices (OLEDs and OFETs)." Journal of Materials Chemistry C 9, no. 41 (2021): 14720–29. http://dx.doi.org/10.1039/d1tc02991f.

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The lateral CC-π-extension of perylene diimides (PDIs) to coronene diimides (CDIs) leads to undesired effects such as the decrease of the absorption and a hypsochromic shift. This could be overcome by lateral BN-annulation of PDIs to form superior BNCDIs.

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19

Platella, Chiara, Marko Trajkovski, Filippo Doria, Mauro Freccero, Janez Plavec, and Daniela Montesarchio. "On the interaction of an anticancer trisubstituted naphthalene diimide with G-quadruplexes of different topologies: a structural insight." Nucleic Acids Research 48, no. 21 (2020): 12380–93. http://dx.doi.org/10.1093/nar/gkaa1001.

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Abstract Naphthalene diimides showed significant anticancer activity in animal models, with therapeutic potential related to their ability to strongly interact with G-quadruplexes. Recently, a trifunctionalized naphthalene diimide, named NDI-5, was identified as the best analogue of a mini-library of novel naphthalene diimides for its high G-quadruplex binding affinity along with marked, selective anticancer activity, emerging as promising candidate drug for in vivo studies. Here we used NMR, dynamic light scattering, circular dichroism and fluorescence analyses to investigate the interactions

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20

Journal, Baghdad Science. "Synthesis of new poly diimides from reaction of poly acryloyl chloride and diamides." Baghdad Science Journal 6, no. 4 (2009): 738–47. http://dx.doi.org/10.21123/bsj.6.4.738-747.

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Five N-substituted poly diimides were prepared by two steps. First step was included the preparation of five N-substituted diamides by reaction of adipoyl chloride with different amines .The second step was involved reaction of diamides with poly acryloyl chloride to obtain five new poly diimides having different physical properties which may used in different applications.

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21

Al-tamimi, Entesar O., and Luma S. Ahamed. "Synthesis of new poly diimides from reaction of poly acryloyl chloride and diamides." Baghdad Science Journal 6, no. 4 (2009): 738–47. http://dx.doi.org/10.21123/bsj.2009.6.4.738-747.

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Five N-substituted poly diimides were prepared by two steps. First step was included the preparation of five N-substituted diamides by reaction of adipoyl chloride with different amines .The second step was involved reaction of diamides with poly acryloyl chloride to obtain five new poly diimides having different physical properties which may used in different applications.

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22

Garain, Swadhin, Suman Kuila, Bidhan Chandra Garain, et al. "Arylene Diimide Phosphors: Aggregation Modulated Twin Room Temperature Phosphorescence from Pyromellitic Diimides." Angewandte Chemie 133, no. 22 (2021): 12431–35. http://dx.doi.org/10.1002/ange.202101538.

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23

Garain, Swadhin, Suman Kuila, Bidhan Chandra Garain, et al. "Arylene Diimide Phosphors: Aggregation Modulated Twin Room Temperature Phosphorescence from Pyromellitic Diimides." Angewandte Chemie International Edition 60, no. 22 (2021): 12323–27. http://dx.doi.org/10.1002/anie.202101538.

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24

Zhang, Yu, Zheng Xu, Liangzhen Cai, Guoqiao Lai, Haixiao Qiu, and Yongjia Shen. "Highly soluble perylene tetracarboxylic diimides and tetrathiafulvalene–perylene tetracarboxylic diimide–tetrathiafulvalene triads." Journal of Photochemistry and Photobiology A: Chemistry 200, no. 2-3 (2008): 334–45. http://dx.doi.org/10.1016/j.jphotochem.2008.08.011.

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25

Herberhold, Max, and Klaus Schamel. "Darstellung des Stibinoschwefeldiimid-Achtrings tBuSb(NSN)2SbtBu und einiger seiner Carbonylmetall-Derivate / Synthesis of the Eight-Membered Stibino-Sulfur Diimide Ring tBuSb(NSN)2SbtBu and Some of its Carbonylmetal Derivatives." Zeitschrift für Naturforschung B 43, no. 10 (1988): 1274–78. http://dx.doi.org/10.1515/znb-1988-1012.

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Abstract The first antimony-sulfur-nitrogen heterocycle, tBuSb(NSN)2SbtBu (1b)**, has been prepared from the reaction of tBuSbCl2 with the salt K2SN2. It forms stable chelate complexes of the type (CO)4M[tBuSb(NSN)2SbtBu] (M = Cr (3b), Mo (4b), W (5b)). The pentacarbonylchromium complex (CO)5Cr[tBuSbCl2] reacts with K2SN2 to give the mononuclear derivative (CO)5Cr[tBuSb(NSN)2SbtBu] (2b) containing the eight-membered ring 1b, whereas the corre-sponding complexes (CO)5Cr[R2SbCl] (R = tBu, Ph) are converted into binuclear sulfur diimide derivatives (CO)5Cr[R2Sb(NSN)SbR2]Cr(CO)5 (R = tBu (6b). Ph

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26

Fan, Wei, Chunming Liu, Yan Li, and Zhaohui Wang. "Fluoroalkyl-modified naphthodithiophene diimides." Chemical Communications 53, no. 1 (2017): 188–91. http://dx.doi.org/10.1039/c6cc07102c.

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Two kinds of fluoroalkyl-modified naphthodithiophene diimides (NDTI), namely α-modified NDTI and N-modified NDTI, are designed and synthesized. Single-crystal transistors based on them show electron mobilities of 0.065 cm<sup>2</sup> V<sup>−1</sup> s<sup>−1</sup> and 1.59 cm<sup>2</sup> V<sup>−1</sup> s<sup>−1</sup> under ambient conditions.

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27

Herberhold, Max, Berthold Distler, and Klaus Schamel. "BICYCLIC ARSINO SULFUR DIIMIDES." Phosphorus, Sulfur, and Silicon and the Related Elements 73, no. 1-4 (1992): 249–52. http://dx.doi.org/10.1080/10426509208034449.

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28

Herberhold, Max, Berthold Distler, and Klaus Schamel. "Bicyclic Arsino Sulfur Diimides." Phosphorus, Sulfur, and Silicon and the Related Elements 75, no. 1-4 (1993): 249–52. http://dx.doi.org/10.1080/10426509308037399.

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29

Bhosale, Sheshanath V., Chintan H. Jani, and Steven J. Langford. "Chemistry of naphthalene diimides." Chem. Soc. Rev. 37, no. 2 (2008): 331–42. http://dx.doi.org/10.1039/b615857a.

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30

Kremer, Michael, Maximilian Kersten, and Sigurd Höger. "Efficient catalytic vicinal diamination of arylene diimides." Organic Chemistry Frontiers 5, no. 11 (2018): 1825–29. http://dx.doi.org/10.1039/c8qo00222c.

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31

Garoni, Eleonora, Filippo Nisic, Alessia Colombo, et al. "Perylenetetracarboxy-3,4:9,10-diimide derivatives with large two-photon absorption activity." New Journal of Chemistry 43, no. 4 (2019): 1885–93. http://dx.doi.org/10.1039/c8nj03216e.

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32

Wrackmeyer, Bernd, Berthold Distler, Silke Gerstmann, and Max Herberhold. "15N and 77Se Nuclear Magnetic Resonance Study of Selenium Diimides and Aminoselenanes." Zeitschrift für Naturforschung B 48, no. 10 (1993): 1307–14. http://dx.doi.org/10.1515/znb-1993-1001.

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Selenium diimides R(NSeN)R [R = tBu (1a), tOct (1b)], the eight-membered heterocycle tBuN(SeSeSe)2NtBu (2) and the aminoselenanes of the type [R(Cl3Si)N]2Se (4a,b) and [(Me3Si)2N]2Se (5) were studied by multinuclear NMR with emphasis on 15N NMR for detection of coupling constants J(77Se15N). The selenium diimides possess the largest values of 1J(77Se15N) observed so far (1a: 158.4 and 163.5 Hz; 1 b: 158.6 and 162.8 Hz). Compound 1 b was found to be much more stable than 1a, the heterocycle 2 being the major decomposition product of 1a. The selenium diimides (1a,b) react readily with hexachloro

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33

Hu, Yunbin, Zhongli Wang, Xiaodi Yang та ін. "A facile synthesis of 2,3,6,7-tetrabromonaphthalene diimides toward new π-extended naphthalene diimides". Tetrahedron Letters 54, № 18 (2013): 2271–73. http://dx.doi.org/10.1016/j.tetlet.2013.02.075.

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34

Li, Wenjing, Qi Wang, Yongshan Ma, et al. "Photophysical property, electronic structure and solid-state packing of O-heterocyclic annulated perylene diimide." Pigment & Resin Technology 48, no. 3 (2019): 256–62. http://dx.doi.org/10.1108/prt-04-2018-0034.

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PurposeSelf-organization has been regarded as a tool for the synthesis of well-defined organic nanostructures. Heterocyclic annulated perylene diimides are the subjects of considerable current research studies. The purpose of this study is to reveal the photophysical property, electronic structure and solid-state packing of O-heterocyclic annulated perylene diimide.Design/methodology/approachAsymmetrically five-membered O-heterocyclic annulated perylene diimide (OAPDI) was synthesized. Structure and purity of OAPDI were confirmed by1H NMR,13C NMR, IR and mass spectral techniques. Photophysical

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35

Bhosale, Sheshanath V., Mohammad Al Kobaisi, Ratan W. Jadhav, Pranay P. Morajkar, Lathe A. Jones, and Subi George. "Naphthalene diimides: perspectives and promise." Chemical Society Reviews 50, no. 17 (2021): 9845–998. http://dx.doi.org/10.1039/d0cs00239a.

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36

Zink-Lorre, Nathalie, Azahara Doncel-Giménez, Enrique Font-Sanchis, et al. "Diels–Alder reaction on perylenediimides: synthesis and theoretical study of core-expanded diimides." Organic Chemistry Frontiers 6, no. 16 (2019): 2860–71. http://dx.doi.org/10.1039/c9qo00682f.

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37

Madhurima, V., K. Greeshma Priyanka, K. S. N. D. Pavan, and S. Nagarajan. "Analysis of Wetting of Perylene Diimide Thin Films-on-Glass by Water." Key Engineering Materials 594-595 (December 2013): 1074–77. http://dx.doi.org/10.4028/www.scientific.net/kem.594-595.1074.

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Perylene tetracarboxylic diimide (PTCDI), derivatives have attracted the attention of the scientific community owing to their thermal stability, electron affinity-enabling n-type semiconductor behaviour and useful photophysical properties. Thin films of six new perylene tetracarboxylic diimides were fabricated on glass substrate by spin coating. The contact angles made by water on these six substrates, some with alkyl chain derivatives and the others with polar side chains, were measured using a precision contact angle goniometer. The alignment of these films on glass substrates are inferred f

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38

Zhan, Xuejun, Ji Zhang, Yanbin Gong, et al. "Alkyl chain engineering of pyrene-fused perylene diimides: impact on transport ability and microfiber self-assembly." Materials Chemistry Frontiers 1, no. 11 (2017): 2341–48. http://dx.doi.org/10.1039/c7qm00268h.

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39

Zeng, Cheng, Dong Meng, Wei Jiang, and Zhaohui Wang. "Synthesis of Isomeric Perylenodithiophene Diimides." Organic Letters 20, no. 20 (2018): 6606–9. http://dx.doi.org/10.1021/acs.orglett.8b02983.

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40

Sandanayake, Saman, and Steven J. Langford. "Crown Ether Derivatised Pyromellitic Diimides." Australian Journal of Chemistry 67, no. 9 (2014): 1264. http://dx.doi.org/10.1071/ch14128.

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Pyromellitic diimide functionalised on the aromatic core with azacrown ethers have been synthesised and characterised by analytical methods including X-ray crystallography. Changes in their UV-vis spectra by the addition of metal salts have been investigated.

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41

Maniam, Subashani, Heather F. Higginbotham, Toby D. M. Bell, and Steven J. Langford. "Harnessing Brightness in Naphthalene Diimides." Chemistry – A European Journal 25, no. 29 (2019): 7044–57. http://dx.doi.org/10.1002/chem.201806008.

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42

Yuan, Zhongyi, Jing Li, Yi Xiao, Zheng Li, and Xuhong Qian. "Core-Perfluoroalkylated Perylene Diimides and Naphthalene Diimides: Versatile Synthesis, Solubility, Electrochemistry, and Optical Properties." Journal of Organic Chemistry 75, no. 9 (2010): 3007–16. http://dx.doi.org/10.1021/jo100231j.

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43

Jung, Jaroslaw, Arkadiusz Selerowicz, Paulina Maczugowska, et al. "Electron Transport in Naphthalene Diimide Derivatives." Materials 14, no. 14 (2021): 4026. http://dx.doi.org/10.3390/ma14144026.

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Two naphthalene diimides derivatives containing two different (alkyl and alkoxyphenyl) N-substituents were studied, namely, N,N′-bis(sec-butyl)-1,4,5,8-naphthalenetetracarboxylic acid diimide (NDI-s-Bu) and N,N′-bis(4-n-hexyloxyphenyl)-1,4,5,8-naphthalenetetracarboxylic acid diimide (NDI-4-n-OHePh). These compounds are known to exhibit electron transport due to their electron-deficient character evidenced by high electron affinity (EA) values, determined by electrochemical methods and a low-lying lowest unoccupied molecular orbital (LUMO) level, predicted by density functional theory (DFT) cal

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44

Wolfe, Kathryn M., Shahidul Alam, Eva German, et al. "A series of perylene diimide cathode interlayer materials for green solvent processing in conventional organic photovoltaics." Beilstein Journal of Organic Chemistry 19 (October 26, 2023): 1620–29. http://dx.doi.org/10.3762/bjoc.19.119.

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Herein, we report on the design, synthesis, physical and chemical properties, and organic photovoltaic (OPV) device performance of four new cathode interlayer (CIL) materials based on bay N-annulated perylene diimides. Starting from the previously reported N-annulated perylene diimide (PDIN-H), the N-position was functionalized with a benzyl and pentafluorobenzyl group to make PDIN-B and PDIN-FB, respectively. Similarly, starting from the previously reported cyanated N-annulated perylene diimide (CN-PDIN-H), the N-position was functionalized with a benzyl and pentafluorobenzyl group to make CN

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45

Herberhold, Max, Wolfgang Jellen, Wolfgang Bühlmeyer, Wolfgang Ehrenreich, and Josef Reiner. "Schwefeldiimid, S(NH)2, und monosubstituierte Schwefeldiimide, S(NR)(NH), mit R = tert-Butyl und Trimethylsilyl / Sulfur Diimide, S(NH)2, and Monosubstituted Sulfur Diimides, S(NR)(NH), with R = tert-Butyl and Trimethylsilyl." Zeitschrift für Naturforschung B 40, no. 10 (1985): 1229–32. http://dx.doi.org/10.1515/znb-1985-1001.

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The unstable parent compound of the sulfur diimides, S(NH)2 (1), has been obtained in solution by stoichiometric protonation of the anion SN22- in K2SN2 with acetic acid. An analogous protonation of the salts S(NR)(NK) leads to the m onosubstituted sulfur diimides S(NR)(NH) containing bulky substituents such as R = tert-butyl (2) and R = trimethylsilyl (3); 2 and 3 can be isolated as white solids below -40 °C. The temperature-dependent 1H NMR spectra of 1-3 indicate the presence of two isomers in solution (ratio 4:1) which are reversible interconverted.

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Liu, Chunming, Chengyi Xiao, Yan Li, Wenping Hu, Zhibo Li, and Zhaohui Wang. "High performance, air stable n-type single crystal transistors based on core-tetrachlorinated perylene diimides." Chem. Commun. 50, no. 83 (2014): 12462–64. http://dx.doi.org/10.1039/c4cc05896h.

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Steinbrück, Nils, Martin Könemann, and Guido Kickelbick. "Effect of polysiloxane encapsulation material compositions on emission behaviour and stabilities of perylene dyes." RSC Advances 8, no. 32 (2018): 18128–38. http://dx.doi.org/10.1039/c8ra01700j.

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Yu, Yaping, Ning Xue, Chengyi Xiao, et al. "Effect of conjugation length on the properties of fused perylene diimides with variable isoindigos." Journal of Materials Chemistry C 7, no. 39 (2019): 12263–69. http://dx.doi.org/10.1039/c9tc04078a.

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Aryal, Gyan H., Liming Huang, and Kenneth W. Hunter. "The donor–acceptor complexes of quantum dots and ionic perylene diimides for ratiometric detection of double-stranded DNA." RSC Advances 6, no. 80 (2016): 76448–52. http://dx.doi.org/10.1039/c6ra16019k.

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Wang, Helin, Lingcheng Chen, and Yi Xiao. "Perylene diimide arrays: promising candidates for non-fullerene organic solar cells." Journal of Materials Chemistry C 5, no. 48 (2017): 12816–24. http://dx.doi.org/10.1039/c7tc04726f.

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