• Rapid Communication in Photoscience
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• v.1 no.2
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• pp.27-29
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• 2012

Noble diamine monomers containing thiophene moiety were prepared, such as 2,5'''-diamino-2, 2':5', 2'':5'', 2'''-quaterthiophene (4TDA) and 2, 5'''''-diamino-3'', 4'''-dihexyl-2,2':5', 2'':5'', 2''':5''', 2'''':5'''', 2'''''-sexithiophene (6TDA). Then, these monomers were utilized to prepare polyimides with 3,6-diphenylpromellitic dianhydride (DPPMDA), 3,6-di(4'-trifluoro-methylphenyl) pyromellitic dianhydride (6FPMDA) or 3,6-di(3',5'-bis (trifluoromethyl)phenyl) pyromellitic dianhydride (12FPMDA) via a conventional two-step process. The polyimides were characterized by FT-IR, TGA and DSC, and then subjected CV, UV-vis and PL measurements. The polyimides containing thiophene moiety exhibited high glass transition temperatures ($280{\sim}310^{\circ}C$) and excellent thermal stability (> $420^{\circ}C$) in air as well as green emission (535~586 nm).

• Bulletin of the Korean Chemical Society
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• v.28 no.7
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• pp.1175-1182
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• 2007

A series of new organic semiconductors hexyl end-capped thiophene-anthracene oligomers containing the anthracene moiety in the center of the oligomers are synthesized. The target oligomers have been obtained by Stille coupling reactions as key step reactions. The synthesized thiophene-anthracene oligomers were characterized by 1H-NMR, 13C-NMR and high-resolution mass spectroscopy, respectively. All of the oligomers are soluble in chlorinated solvents. Their optical, thermal and electrochemical properties were measured. The hexyl end-capped oligomers and their unsubstituted oligomers exhibit the same absorption behavior in dilute toluene solution. Hexyl end-capped bis-terthienylanthracene oligomer is observed to show liquid crystalline mesophase at 166 oC in heating process. The thermal analyses as well as the electrochemical measurement data indicate that the designed materials show better thermal and oxidation stability than the corresponding oligothiophenes without anthracene core. Fluorescence lifetimes and fluorescence quantum yields of the thiophene-anthracene oligomers are measured to be 10-14 ps and 3.4-9.9 × 10?3 which are much shorter and lower than those of oligothiophenes respectively.

• Proceedings of the Korean Vacuum Society Conference
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• 2010.02a
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• pp.316-316
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• 2010

Six metal-free organic dyes having thiophene (1), benzene-thiophene (2), thiophene-benzene (3), thiophene-pyridine(4), thiophene-thiophene (5), and pyridine (6) linkers between 9,9-dimethylfluorenyl terminal group and $\alpha$-cyanoacrylic acid anchor were synthesized. Among them, organic dye 5 showed the longest ${\lambda}}max$ value (424 nm) in UV-Vis absorption spectrum, better incident monochromatic photon-to-current conversion efficiency (IPCE), highest short circuit photocurrent density (JSC, 9.33 mA2/cm2), and highest overall conversion efficiency ($\eta$, 3.91%).

• Macromolecular Research
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• v.14 no.6
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• pp.603-609
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• 2006

Tricyanopyrrolidene chromophores were prepared in order to compare their macroscopic nonlinear optical (NLO) properties with a conjugated structure through the long molecular axis. A thiophene or phenyl ring was tethered to an ethylenic bond; it may act as a lateral moiety to disrupt the planarity of a chromophore and lessen the electrostatic interaction. Thin film composites of these chromophores dissolved in amorphous polycarbonate (APC) were fabricated. Real time pole and probe method was employed to investigate the change of electro-optic (EO) signal during poling. The EO properties and their relaxation behaviors of the guest-host systems containing newly synthesized chromophores were investigated in detail.

• Bulletin of the Korean Chemical Society
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• v.28 no.11
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• pp.1973-1979
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• 2007

Novel organic dyes, JK-34, JK-35 and JK-36 containing bis-dimethylfluorenyl amino coumarin unit are designed and synthesized. Nanocrystalline TiO2 dye-sensitized solar cells were fabricated using these dyes. Under standard global AM 1.5 solar condition, the JK-34 sensitized cell gave a short circuit photocurrent density of 10.05 mA cm?2, open circuit voltage of 0.65 V, and a fill factor of 0.68, corresponding to an overall conversion efficiency η of 4.54%. We found that the power conversion efficiency was shown to be quite sensitive to the structural modifications of bridging thiophene moiety.

• Bulletin of the Korean Chemical Society
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• v.30 no.9
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• pp.2077-2082
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• 2009

The conformational and electronic properties of 2-cyano-3-(thiophen-2-yl)acrylic acid (TCA) in analogues used as sensitizers in dye-sensitized solar cells was examined using density functional theory (DFT) and natural bond orbital analysis methods. A relaxed potential energy surface scan was performed on NKX-2677 by rotating the C-C bond between the thiophene and cyanoacrylic acid which yielded activation energy barriers of about 13 kcal/mol for both E and Z configurations. The most stable conformation of all the analogues was E-180 except for NKX-2587 which has an electrostatic repulsion between the oxygen of the coumarin and the nitrogen of the cyanoacrylic acid. The increase in the electron delocalization between the thiophene and cyanoacrylic acid influences the stability for most of the analogues. But for NKX-2600, even though there was a greater deviation from the planarity of TCA, the stability was mainly due to the presence of a weak hydrogen bond between the hydrogen of the methyl group of the amine located in the donor moiety and the nitrogen of the cyanoacrylic acid. The vertical excitation energies of the analogues containing TCA were calculated by time-dependent DFT method. There were slight differences in its vertical excitation energies but the oscillator strengths vary significantly especially in the case of NKX-2600.

• Proceedings of the Korean Vacuum Society Conference
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• 2014.02a
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• pp.392.1-392.1
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• 2014

Isoindigo based small molecules have attracted much attention in the field of optoelectronic devices due to their broad absorbance and high charge carrier mobilitiies. Herein, we investigate the field effect transistor characteristics of a series of isoindigo based donor-acceptor-donor (D-A-D) small molecules containing a variable number of thiophene moieties (named IDT, ID2T, and ID3T) which form pi-bridges between the D and A moieites and a different donor moiety (IDED). In order to improve the carrier mobility, 1-chloronaphthalene (CN) and 1,8-diiodooctane (DIO) as solvent additives were used. The film morphology, crystallinity and optical properties of the materials processed with various concentrations of solvent additives were investigated through atomic force microscopy (AFM), X-ray diffraction (XRD) and UV-vis absorption spectroscopy.

• Analytical Science and Technology
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• v.8 no.4
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• pp.545-551
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• 1995

Five acid hydrazides as precolumn fluorescence derivatization reagents for carboxylic acids in HPLC, which have the benzofuran or benzothiazole moiety conjugated to a furan, thiophene or oxazoline ring, were synthesized and examined in view of reactivity, separability and sensitivity. Of these hydrazides, 2-(5-hydrazinocarbonyl-2-oxazolyl)-5,6-dimethoxybenzothiazole (BTOH) was most favorable. The detection limit of lauric acid as a model acid was 0.1 pmol per $10-{\mu}l$ injection volume at S/N=3, which was roughly equal to that of an analogous compound, 2-(5-hydrazinocarbonyl-2-furyl)-5,6-dimethoxybenzothiazole. The reagent allowed rapid assays of carboxylic acids ($C_{12:0}-C_{20:4}$) within 20 min with satisfactory scparability. The method was applied to the determination of fatty acids in human sera from healthy volunteers as well as from patients with diabetes or thyroid dysfunction.

• Archives of Pharmacal Research
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• v.24 no.4
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• pp.270-275
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• 2001

Bioisostere approach has been shown to be useful to augment potency or to modify certain physiological properties of a lead compound. Based upon well documented bioisosterism, an isosteric replacement of benzene ring of 4-hydroxy-2-quinolone compound (L-695902) with a thiophene moiety was carried out to prepare the title compounds, 4-hydroxy-6-oxo-6,7-dihydro-thieno[2,3-b] pyrimidines 15. The resulting bioisosteric compounds 15 were evaluated for their antagonistic activity (birding assay) for NMDA receptor glycine site.

• Bulletin of the Korean Chemical Society
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• v.32 no.spc8
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• pp.3081-3089
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• 2011

A series of new bis-thienylanthracene derivatives D1~D5 containing 9,10-antharcene moiety in the center and 2-methylenemalonotitrile or 2-cyanoacrylic acid functional group on the terminal thiophenes were synthesized and characterized by $^1H$-NMR and high-resolution mass spectroscopy. Their optical, electrochemical, and thermal properties were measured. They have absorption ${\lambda}_{max}$ in the range of 437~480 nm and max of $7.4{\times}10^3{\sim}2.0{\times}10^4M^{-1}cm^{-1}$. The substitution of 2-cyanoacrylic acid group allows greater value of ${\varepsilon}_{max}$ than that of 2-methylenemalonotitrile. TGA curves showed that D4 and D5 which have 2-cyanoacrylic acid functional group on the terminal thiophene(s) exhibit good thermal stability and D4 was thermally stable up to $400^{\circ}C$. Their optical properties and LUMO energy levels measured suggest that they can serve as potential candidates for electron donor materials of organic photovoltaic cells (OPVs) or D4 and D5 which contain 2-cyanoacrylic acid group can be used as organic dyes of dye-sensitized solar cells (DSSCs).