2002
DOI: 10.1002/1439-7641(20020617)3:6<532::aid-cphc532>3.0.co;2-m
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Electron-Deficient Columnar Plastic Crystals

Abstract: Easily synthesised and a candidates for organic electronic devices are the azaaromatic esters 1 (with R=alkyl). These materials show a columnar plastic crystalline phase at room temperature, in which the columns align perpendicular to a supporting electrode surface, and they exhibit π‐orbital energy values that are very suitable for selective injection of negative charges.

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Cited by 54 publications
(29 citation statements)
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“…Different azaaromatic compounds that vary in size, the smallest being the pyridine (131) and triazine (132,133) units, can give rise to columnar mesophases of different degrees of order. [295][296][297][298] Extended electron-deficient disks (134)(135)(136)(137) are based on hexaazatriphenylene [299][300][301] and quinoxaline 302-304 cores (Figure 45), having charge-carrier mobilities up to 10 -3 cm 2 /V s. 304 The potential application as electronaccepting materials in solar cell devices was demonstrated on liquid-crystalline films of 136 in the presence of a p-type polythiophene polymer by photoinduced absorption and fluorescence measurements. 301 Hydrogen bonding can be used to significantly enforce the intracolumnar stacking order.…”
Section: Thermotropic Discotic Moleculesmentioning
confidence: 99%
“…Different azaaromatic compounds that vary in size, the smallest being the pyridine (131) and triazine (132,133) units, can give rise to columnar mesophases of different degrees of order. [295][296][297][298] Extended electron-deficient disks (134)(135)(136)(137) are based on hexaazatriphenylene [299][300][301] and quinoxaline 302-304 cores (Figure 45), having charge-carrier mobilities up to 10 -3 cm 2 /V s. 304 The potential application as electronaccepting materials in solar cell devices was demonstrated on liquid-crystalline films of 136 in the presence of a p-type polythiophene polymer by photoinduced absorption and fluorescence measurements. 301 Hydrogen bonding can be used to significantly enforce the intracolumnar stacking order.…”
Section: Thermotropic Discotic Moleculesmentioning
confidence: 99%
“…In many cases, the aromatic cores were substituted by side chains bearing heteroatoms, which might enhance the affinity of the molecules to the surfaces and thus the tendency to form homeotropic alignment (see HBC 74). 86,[164][165][166][167][168] However, the formation of homeotropic alignment by an all-hydrocarbon HBC 75 71 (Fig. 16) and even by larger PAHs 169 indicates a more complex mechanism.…”
Section: Homeotropic Alignmentmentioning
confidence: 99%
“…Interestingly, all showed a strong tendency to align homeotropically on the glass substrate, which may be potentially utilized for pattern applications on distinctly chemically modified surfaces ( Figure 22a-c). 61,62 Unlike 27 and 28, the crystalline phase of 29 was experimentally accessible. Interestingly, the crystalline phase maintained the two-dimensional hexagonal columnar structure similar to its LC phase, as confirmed by the small-angle X-ray scattering data (Figure 22d).…”
Section: Poly(benzyl Ether) Dendron-based Discotic Lc Materials Usingmentioning
confidence: 99%