Elementorganische Verbindungen mit o-Phenylenresten, XXVIII [1] Charge-transfer-Komplexe von 2,3,7,8-Tetraalkoxy-chalkogenanthrenen mit 7,7,8,8-Tetracyan-2,3,5,6-tetrafluor-chinodimethan / Organometalloidal Compounds with o-Phenylene Substituents, Part XXVIII [1] Charge-Transfer Complexes of 2,3,7,8-Tetraalkoxy-chalcogenanthrenes wjth 7,7,8,8-Tetracyano-2,3,5,6-tetrafluoro-quinodimethane

1996 ◽  
Vol 51 (9) ◽  
pp. 1295-1300 ◽  
Author(s):  
Stephan Friederichs ◽  
Jens Kudnig ◽  
Günter Klar

2,3,7,8-Tetramethoxythianthrene and -selenanthrene, as well as -tetraethoxythianthrene give isostructural 1:1 charge-transfer complexes with 7,7,8,8-tetracyano-2,3,5,6-tetrafluoroquinodimethane. In the columnar crystal structures there are alternating donor and acceptor molecules. The chalcogenanthrene molecules which are folded at their E···E axes in the pure state, are planar in the complexes indicating a charge-transfer according to [donor]+ [acceptor]- . Consecutive molecules of the stacks are arranged in such a way that an optimum overlap of the HOMO of the donor and the LUMO of the acceptor, both of which are of π-type character according to MNDO calculations, is secured.

1998 ◽  
Vol 53 (11) ◽  
pp. 1316-1322 ◽  
Author(s):  
Marc Dötze ◽  
Hendrik Czepat ◽  
Jens Kudnig ◽  
Günter Klar

The title compounds are prepared by slow evaporation of dilute solutions of the components. 2,3,7,8-Tetrakis(methylthio)thianthrene and -selenanthrene give isostructural 2:1 complexes with 7,7,8,8-tetracyanoquinodimethane (TCNQ) built up by donor/acceptor/donor units in which the TCNQ molecule is inserted into the cavity formed by two of the folded, oppositely arranged chalcogenanthrene molecules. These units are connected to chains by S -S contacts via the methylthio groups. From 2,3,7,8-tetrakis(methylthio)thianthrene and tetracyanoethene again a 2:1 complex is obtained, however, with a columnar structure in which two donor stacks are slightly interlinked by an acceptor stack thus forming a structure with alternating donor and acceptor molecules. The molecules are arranged in such a way that an optimum overlap of the HOMOs of the donors and the LUMOs of the acceptors, all of which are of π-type character according to MNDO calculations, is secured.


2018 ◽  
Vol 74 (12) ◽  
pp. 1772-1777 ◽  
Author(s):  
Tania N. Hill ◽  
Andreas Lemmerer

Four binary charge-transfer complexes were made using pyromellitic acid dianhydride (pmda), those being pmda–naphthalene (1/1), C10H2O6·C10H8, (I), pmda–fluoranthene (1/1), C10H2O6·C16H10, (II), pmda–9-methylanthracene (1/1), C10H2O6·C15H12, (III), and pmda–ethyl anthracene-9-carboxylate (1/2), C10H2O6·2C17H12O3, (IV). All charge-transfer complexes show alternating donor and acceptor stacks, which have weak C—H...O hydrogen bonds connecting the donor and acceptor molecules. In addition, complex (I) has Z′ = 1/2, complex (II) has a Z′ = 2 and complex (IV) has half molecule of pyromellitic acid dianhydride in the asymmetric unit.


2018 ◽  
Vol 9 (13) ◽  
pp. 3282-3289 ◽  
Author(s):  
S. Yamamoto ◽  
J. Pirillo ◽  
Y. Hijikata ◽  
Z. Zhang ◽  
K. Awaga

Using the “crystal sponge” approach, weak organic electron donor molecules were impregnated and evenly distributed in a crystal of a metal–organic framework (MOF), with the self-assembly of the donor–acceptor pairs with electron acceptor ligands. The nanopores of the MOF confined them and induced a charge transfer phenomenon, which would not occur between donor and acceptor molecules in a bulk scale.


CrystEngComm ◽  
2021 ◽  
Author(s):  
Rempei Ando ◽  
Mingoo Jin ◽  
Hajime Ito

Charge-transfer (CT) crystals bearing segregated domains between the electron donor and acceptor molecules are a promising platform for developing new organic functional solid-state materials. However, there is limited diversity in...


1985 ◽  
Vol 120 (1) ◽  
pp. 345-348 ◽  
Author(s):  
Gunzi Saito ◽  
Toshiaki Enoki ◽  
Hiroo Inokuchi ◽  
Hiroaki Kumagai ◽  
Chuji Katayama ◽  
...  

CrystEngComm ◽  
2017 ◽  
Vol 19 (48) ◽  
pp. 7229-7235 ◽  
Author(s):  
Masatoshi Kawahata ◽  
Masahide Tominaga ◽  
Yumi Maekawa ◽  
Kentaro Yamaguchi

The complexation of paraquat with adamantane-based molecules possessing two or three pyrogallol derivatives as acyclic host molecules afforded charge-transfer cocrystals with a 2 : 1 host : guest complexation stoichiometry through noncovalent interactions.


Polyhedron ◽  
2008 ◽  
Vol 27 (13) ◽  
pp. 2833-2844 ◽  
Author(s):  
Bing-Qian Yao ◽  
Jia-Sen Sun ◽  
Zheng-Fang Tian ◽  
Xiao-Ming Ren ◽  
Da-Wei Gu ◽  
...  

Polymers ◽  
2021 ◽  
Vol 13 (18) ◽  
pp. 3195
Author(s):  
Hong Chen ◽  
Mehdi Vahdati ◽  
Pu Xiao ◽  
Frédéric Dumur ◽  
Jacques Lalevée

The development of visible-light 3D printing technology by using water-soluble initiating systems has attracted widespread attention due to their potential applications in the manufacture of hydrogels. Besides, at present, the preparation of water-soluble photoinitiators suitable for visible light irradiation (such as LEDs) still remains a challenge. Therefore, this work is devoted to developing water-soluble photoinitiators (PI)/photoinitiating systems (PIS) upon irradiation with a LED @ 405 nm. In detail, a new water-slightly-soluble chalcone derivative dye [(E)-3-(4-(dimethylamino) phenyl)-1-(4-(2-(2-(2-methoxyethoxy) ethoxy) ethoxy) phenyl) prop-2-en-1-one] was synthesized here and used as a PI with a water-soluble coinitiator, i.e., triethanolamine (TEA) which was also used as an electron donor. When combined together, a charge transfer complex (CTC) formed immediately which exhibited excellent initiating ability for the free radical photopolymerization of poly(ethyleneglycol)diacrylate (PEG-DA). In light of the powerful CTC effect, the [dye-TEA] CTC could not only exhibit enhanced water solubility and mechanical properties but could also be effectively applied for 3D printing. This CTC system is environmentally friendly and cost-saving which demonstrates a great potential to prepare hydrogels via photopolymerization.


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