• Applied Chemistry for Engineering
• /
• v.29 no.3
• /
• pp.303-306
• /
• 2018

Methyl 4-formylbenzoate (MFB), a by-product of the DMT production process, which has been disposed, was used as a starting material for the synthesis of six new fluorescent whitening agent's candidates with 4,4'-di((E)-styryl)-1,1'-biphenyl skeleton attached with an aromatic ester, the same as that of the commercial product family. All candidates were synthesized by the reaction of MFB, and its derivatives with tetraethyl biphenyl-4,4'-diylbis(methylene)diphosphonate using Wittig-Horner reaction. UV spectra for all candidates were recorded and the data were used for calculating the molar absorptivity in order to confirm the usability as a fluorescent whitening agent. All of them showed overall molar extinction coefficients (log ${\varepsilon}$ 4.59~5.00) similar to those of conventional commercial products (log ${\varepsilon}$ 4.85). In particular, compounds 16 and 17 having a dimethoxyphenyl group exhibited a molar extinction coefficient superior to those of conventional commercial products, and thus a field testing for commercialization will be conducted.

• Applied Chemistry for Engineering
• /
• v.28 no.3
• /
• pp.294-298
• /
• 2017

Six new fluorescent whitening agent's candidates with 4,4'-di((E)-styryl)-1,1'-biphenyl skeleton which is the same as that of Uvitex FP family were synthesized using methyl 4-formylbenzoate (MFB) as a starting material. MFB has been disposed as a by-product of dimethyl terephthalate (DMT) production process. Six candidates were synthesized by the reaction of MFB, and its derivatives with tetraethyl biphenyl-4,4'-diylbis(methylene)diphosphonate (3) using Wittig-Horner reaction. A series of UV spectra were recorded and the results were used for estimating molar absorptivities of each candidates in order to find their potential application as fluorescent whitening agents. Considering the molar absorptivity (log ${\varepsilon}$ 3.95~2.60) for all candidates was lower than that of the commercial Uvitex FP 127 (log ${\varepsilon}$ 4.85), it was concluded that they are not suitable for fluorescent whitening agent applications.

• Journal of Pharmaceutical Investigation
• /
• v.18 no.3
• /
• pp.113-123
• /
• 1988

A series of water-soluble polyparacyclophanes bearing two diphenylmethane or two diphenyl ether skeletons were investigated to develop useful host compounds by using 1-anilinonaphthalene-6-sulfonate (ANS) and 2-p-toluidinylnaphthalene-6-sulfonate (TNS) as fluorescent hydrophobic substrates in aqueous solution. It was noteworthy that remarkable fluorescent enhancements and blue shifts of ANS and TNS were observed only in the presence of 1,6,20,25-tetraaza[6.1.6.1] paracyclophane (CPM 44) and 1,6,21,27-tetraaza [7.1.7.1] paracyclophane (CPM 55) for diphenylmethane skeleton, and 1,7,21,27-tetraaza-14,34-dioxa [7.1.7.1] paracyclophane (CPE 55) and 1,8,22,29-tetraaza-15,36-dioxa [8.1.8.1] paracyclophane (CPE 66) for diphenyl ether skeleton, comparing with ${\alpha}-\;and\;{\beta}-cyclodextrins$. However, their acyclic analogues such as 4,4'-dimethylaminodiphenylmethane and 4,4'-dimethylaminodiphenyl ether, and paracyclophanes whose cavities were smaller showed only small effects under the same conditions. These facts suggested that hosts and substrates were in an intimate contact which would not occur without larger structures, and thus that guest molecules were strongly incorporated in the hydrophobic cavities of these larger paracyclophanes. The effects of pH on the fluorescent intensity of ANS-CPM 44, ANS-CPM 55, ANS-CPE 55, ANS-CPE 66, TNS-CPM 44, TNS-CPM 55, TNS-CPE 55 and TNS-CPE 66 systems were not significant below pH 2.0, but their fluorescent intensities were markedly reduced with increasing ionic strength.

• Archives of Pharmacal Research
• /
• v.21 no.6
• /
• pp.651-656
• /
• 1998

A sensitive high-performance liquid chromatographic (HPLC) method for the determination of aloesin in plasma was developed. After solid-phase extraction from plasma and derivatization of aloesin and compound AD-1, which was prepared from aloesin as a internal standard, with 9-anthroylnitrile in the presence of quinuclidine, the derivatives were separated on a Inertsil ODS-3 column using acetonitrile/methanol/water (3:1:6) as a mobile phase, and detected fluorimetrically at 460nm with excitation at 360nm. The detection limit of aloesin was 3.2ng/ml in plasma (S/N=3).

• Bulletin of the Korean Chemical Society
• /
• v.30 no.9
• /
• pp.2093-2097
• /
• 2009

Novel fluorescent anion chemosensors based on anthracene-isothiouronium derivatives were synthesized. Isomerism due to the intramolecular mobility in these isothiouronium salts was detected by $^1H$ NMR spectroscopy. The effect of the substituent, temperature and solvent on the isomerism was also examined. The anthracene-isothiouronium sensor showed significant fluorescent enhancement upon the addition of various anions such as fluoride, acetate, and dihydrogen phosphate, even in the presence of water.

• Bulletin of the Korean Chemical Society
• /
• v.32 no.4
• /
• pp.1371-1374
• /
• 2011

• YAKHAK HOEJI
• /
• v.22 no.1
• /
• pp.15-21
• /
• 1978

Gentamicin sulfate reacted with pyridoxal and zinc (II) ion in pyridine-methanol solution to yield highly fluorescent zinc(II) chelates of N-pyridoxylidene derivatives. This fluorescence reaction was sensitive and showed excitation maximum at 398nm, and emission maximum at 482nm. The effects of reagent concentration, reaction time and temperature, standing time and temperature were studied. And a new fluorophotometric method for the determination of gentamicin sulfate was developed. A good result was obtained and this method was applied to various preparations.

• Journal of Sensor Science and Technology
• /
• v.6 no.6
• /
• pp.508-513
• /
• 1997

We exploited a new molecular system - acetylcholine (neurotransmitter) detection system as a building block for the perfect molecular information system (sensing membrane of the chemical sensor) - using water soluble calix[n]arene-p-sulfonates which are useful even in aqueous (water/methanol) neutral solution. This achievement is due to several outstanding properties of these calix[n]arene derivatives such as low $pK_{a}$ values, cation-interactions, and high water-solubility, etc.

• Bulletin of the Korean Chemical Society
• /
• v.31 no.2
• /
• pp.389-396
• /
• 2010

In this paper, we reported the synthesis and electroluminescent properties of blue fluorescent styrylamine derivatives end-capped with a diphenylvinyl group. A new series of styrylamine derivatives have been synthesized via the Horner-Wadsworth-Emmons reaction. To explore electroluminescent properties of these molecules, multilayer organic lighte-mitting devices with the configuration of ITO/NPB/1-5 doped in MADN/Bphen/Liq/Al were fabricated. All devices exhibited blue emissions with good EL performances. Among those reported herein, the device using dopant 5 exhibited a maximum luminance of $24,000\;cd/m^2$ at 11.0 V, a luminous efficiency of 12.5 cd/A at $20\;mA/cm^2$, a power efficiency of 6.50 lm/W at $20\;mA/cm^2$, and $CIE_{x,y}$ coordinates of (x = 0.173, y = 0.306) at 8.0 V, all of which demonstrate the superiority of these materials in blue OLEDs.

• Bulletin of the Korean Chemical Society
• /
• v.34 no.8
• /
• pp.2267-2270
• /
• 2013

A series of blue fluorescent emitters based on triphenylene derivatives were synthesized via the Diels-Alder reaction in moderate yields. The electronic absorption and emission characteristics of the new functional materials were affected by the nature of the substituent on the triphenylene nucleus. Multilayered OLEDs were fabricated with a device structure of: ITO/NPB (50 nm)/EML (30 nm)/Bphen (30 nm)/Liq (2.0 nm)/Al (100 nm). All devices showed efficient blue emissions. Among those, a device using 1 gives the best performances with a high brightness (978 cd $m^{-2}$ at 8.0 V) and high efficiencies (a luminous efficiency of 0.80 cd/A, a power efficiency of 0.34 lm/W and an external quantum efficiency of 0.73% at 20 $mA/cm^2$). The peak wavelength of the electroluminescence was 455 nm with CIEx,y coordinates of (0.17, 0.14) at 8.0 V.