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Volumn 19, Issue 25, 2007, Pages 6068-6070

Optoelectronic devices based on mesomorphic, highly polarizable 1,3,5-trisalkynyl benzenes

c CSIC (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

DISCOTIC MESOPHASES; LINEAR OPTICAL SPECTROSCOPY; POLARIZED LIGHT OPTICAL MICROSCOPY;

OPTOELECTRONIC DEVICES; ORGANIC LIGHT EMITTING DIODES (OLED); PHOTOLUMINESCENCE; POLARIZATION; SILICA; THICK FILMS;

BENZENE;

EID: 38049132366 PISSN: 08974756 EISSN: None Source Type: Journal
DOI: 10.1021/cm702617v Document Type: Article

Times cited : (18)

References (16)

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12
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- 1,3,5-Tris[4-(cyanophenyl)ethynyl]-2,4,6-tris(dodecyloxy)benzene (1, Pure 1 was obtained as off-white solid after final recrystallization from i-PrOH in 24% yield (121 mg, 1H NMR (300 MHz, CDCl3, δ 7.66 (d, J, 8.3 Hz, 6 H, 7.58 (d, J, 8.3 Hz, 6 H, 4.35 (t, J, 6.3 Hz, 6 H, 1.86 (q, J, 6.4 Hz, 6 H, 1.54 (q, J, 7.7 Hz, 6 H, 1.30-1.21 (m, 48 H, 0.88 (t, J, 9.9 Hz, 9 H, 13C NMR (125 MHz, CDCl3, δ 164.1, 132.1, 131.7, 128.1, 118.3, 111.7, 107.3, 95.6, 85.7, 75.2, 31.9, 30.5, 29.6(4, 29.6(0, 29.5(8, 29.4(8, 29.3, 29.2, 26.2, 22.6, 14.1. MALDI-MS m/z 1006 (M, Calcd for C69H87O3N 3: C, 82.16; H, 8.65; N, 4.17. Found: C, 82.14; H, 8.88; N, 4.13. 1,3,5-Tris[4-(cyanophenyl)ethynyl]-2,4,6-tris(decyloxy)benzene (2, Pure 2 was obtained as an off-white solid after final recrystallization from i-PrOH in 18% yield (80 mg, 1H NMR 300 MHz, CDCl3
- 3: C, 85.11; H, 9.22. Found: C, 84.81; H, 9.38.

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15
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- The photoconductive properties of 2 were characterized at room temperature on samples sandwiched between two clean ITO covered glass slides without any surface treatment. The plates were assembled into cells using 7 μm spacers to control the thickness and a bicomponent UV-cured epoxy as a sealant. The thickness of the empty cells was checked by interferometric mesurements. Cells were filled by capillarity with 2 in the isotropic phase (at 110°C) and then cooled rapidly to room temperature, in the crystalline phase. Observation of the prepared samples at the polarizing microscope confirmed the presence of randomly oriented crystalline domains. Photoconductivity of 2 was determined by applying a DC electric field and then measuring the current flowing through the cell, with and without light exposure, with a Keithley 6517A electrometer. Because photogeneration depends on the light power density I1 results are presented in terms of the σph/I ratio. Measurements wer
- ph/I ratio. Measurements were performed at 4 different wavelengths (200, 340, 400, and 500 nm) of the incident light as a function of the applied electric field. A 300 W xenon lamp (LOT Oriel) was used as a light source, and the desired wavelength was selected by a motorized monochromator (Oriel Instruments, CornerstoneTM 260 1-4 M, model 74100). The actual power of the radiation incident on the sample was measured using a power meter (UV Silicon Probe 70282 LOT Oriel).

16
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