• Bulletin of the Korean Chemical Society
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• v.34 no.6
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• pp.1727-1734
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• 2013

Synthesis and characterization of some novel symmetric bis-azospiropyrans are reported in this study. These bis-azospiropyrans are bifunctional chromophores with two spiropyrans linked by a bis-azo extended aromatic system that produce more color strength (large molar absorption coefficient in mero forms) due to appending two azospiropyran chromophores on one molecule. Comparing to the molar absorption coefficients of the conventional spiropyran chromophores (${\varepsilon}=0.31{\times}10^4\;M^{-1}{\cdot}cm^{-1}$) and mono-azospiropyran chromophores ($1.35{\times}10^4\;M^{-1}{\cdot}cm^{-1}$), the novel synthesized photochromes showed astonishingly increased molar absorption coefficients ($2.3-3.8{\times}10^4\;M^{-1}{\cdot}cm^{-1}$) at the same conditions. Such high molar absorption coefficients confers high sensitivity to light and more color intensity of mero form, that leads to improvement of their light sensitivity and better discrimination of spiro (OFF) form from mero (ON) ones in molecular switches. The structures were deduced from their MS, FT-IR, and $^1H$-NMR spectroscopic data and CHN analysis. All the synthesized photochemically bifunctional compounds revealed fluorescent emission in their colorless form which was faded out after exposing to UV light. Fluorescence quantum yield values of the mero forms were 0.25-0.81 and two high fluorescence quantum yield values (0.60 and 0.81) were found in these series.

• Bulletin of the Korean Chemical Society
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• v.22 no.11
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• pp.1207-1212
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• 2001

A new photochemically bifunctional epoxy and dimethacrylate compounds were synthesized for investigating the photosensitivity under UV irradiation. Photosensitivity of the synthesized chalcone-based compounds was investigated by using UV-visible absorption and Fourier transformed infrared (FT-IR) spectroscopies. The result of spectroscopic analysis substantiated that the two chalcone-based compounds have functions of both photocrosslinking and photopolymerization by UV exposure in the presence of photoinitiator. Two kinds of photochemical reactions proceeded competitively during UV exposure. Particularly, we studied the effect of photopolymerization on the rate of photocrosslink due to cycloaddition in the two oligomeric compounds.

• Bulletin of the Korean Chemical Society
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• v.23 no.4
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• pp.587-592
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• 2002

Photocrosslinkable chalcone-epoxy compound comprising 1,3-bis-(4-hydroxy-phenyl)-propenone was synthe-sized for fabricating the photo-alignment layer of liquid crystals. Chalcone group was introduced into the main chain unit of the epoxy oligomer. We observed a photodimerization behavior and an optical anisotropy of this material by irradiation of a linearly polarized UV(LP-UV) light. With a trace amount of cationic photoinitiator (TRS-HFA), polymerization of epoxy groups was also conducted at the similar wavelength range used for photodimerization. Linearly polarized UV irradiation on the chalcone-epoxy films with cationic photoinitiator induced optical anisotropy of the film and the resultant film can be used for alignment layers for low molecular weight nematic liquid crystals.

• Textile Coloration and Finishing
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• v.24 no.2
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• pp.97-105
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• 2012

Compared with conventional adsorption-based coloration, the photoreactions of dyes such as photo-copolymerization and photo-crosslinking under UV irradiation can be employed for the coloration of textiles, which can be carried out without salt addition at room temperature. C.I. Reactive Black 5, a homo-bifunctional reactive dye containing two sulfatoethylsulfone groups, is used as a photo-reactive dye for wool fibers. Upon UV irradiation, the photo-reactive dye was grafted onto wool fabrics without photoinitiators. Since the disulfide bonds in the cystine residues of wool can be easily photodecomposed to active thiyl radicals which initiate the polymerization, the dye can be polymerized to an oligomeric dye of a degree of polymerization of 12 or more. The grafted fabrics reached a grafting yield of 2.3% o.w.f. and a color yield (K/S) of 18.2 by the photografting of an aqueous dye concentration of 9% using a UV energy of 25J/$cm^2$. Furthermore, the photochemically dyed wool fabric showed higher colorfastness properties to light, laundering and rubbing comparable to conventional reactive dyeing.