• Bulletin of the Korean Chemical Society
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• v.9 no.3
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• pp.149-152
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• 1988

A mixture of (Z,Z)-3,13-octadecadien-1-yl acetate(1) and its (E,Z)-isomer(2), the sex pheromone of the cherry tree borer, Synanthedon hector Butler was synthesized. (Z)-11-Octadecen-1-al(3) was prepared from 1,10-decandiol. The Wittig reaction the above aldehyde3 with carboethoxymethylenetriphenylphosphorane, or the Wadsworth-Emmons reaction of the above aldehyde3 with the anion of triethylphosphonoacetate gave ethyl (Z,Z)-2,13-octadecadienoate and its (E,Z)-isomer. Deconjugative protonation of ethyl (Z,Z)-2,13-octadecadienoate and its (E,Z)-isomer with potassium hexamethyldisilazide followed by aqueous ammonium chloride work-up afforded stereoselectiv디y ethyl (E,Z)-3,13-octadecadienoate and its (Z,Z)-isomer, respectively, of which stereoselectivity was adjusted to give the product in the required ratio. Exposure of the above deconjugated ester to excess lithium aluminium hydride resulted in formation of the penultimate (Z,Z)-3,13-octadecadien-1-ol and its (E,Z)-isomer. Acetylation of the desired alcohols afford the final products, (Z,Z)-3,13-octadecadien-1-yl acetate(1) and its (E,Z)-isomer(2).

• Bulletin of the Korean Chemical Society
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• v.33 no.2
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• pp.420-425
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• 2012

The new organic semiconductors which are composed of divinylbenzene core unit and alkoxynaphthalene on both sides, 1,4-bis-2-(6-octyloxy)naphthalen-2-ylvinylbenzene (BONVB), 1,4-bis-2-(6-decyloxy)naphthalen-2-ylvinylbenzene (BDNVB) and 1,4-bis-2-(6-dodecyloxy)naphthalen-2-ylvinylbenzene (BDDNVB) were synthesized by Wittig reaction. The structures of obtained BONVB, BDNVB and BDDNVB were confirmed by FT-IR and mass spectroscopy. UV-absorption of thin film showed H-aggregates and J-aggregates due to closely packed structure between adjacent molecules. The characterization of vacuum-evaporated films by Xray diffraction (XRD) and atomic force microscopy (AFM) showed that the chain length of alkoxy group affects the crystallinity and morphology. BONVB with octyloxy group showed the mobility of $0.011cm^2/V{\cdot}s$, on/off ratio of $1.31{\times}10^5$, and a subthreshold slope of 0.93 V.

• Journal of Information Display
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• v.10 no.3
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• pp.125-130
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• 2009

The new organic semiconductor, which is composed of a divinylbenzene core unit and alkoxynaphthalene on both sides, 1,4-bis-2-(6-hexyloxy)naphthalen-2-yl-vinylbenzene, was synthesized via Wittig reaction. The obtained oligomer was characterized via FT-IR, mass and elemental analysis, UV-visible spectroscopy, cyclovoltammetry, differential scanning calorimetry (DSC), and thermogravimetric analysis (TGA). The vacuum-evaporated film was characterized via X-ray diffraction and atomicforce microscopy (AFM). It formed a highly ordered polycrystalline vacuum-evaporated film and exhibited a good field-effect performance, with a hole mobility of $0.015cm^2/V{\cdot}s$, an on/off ratio of $1.18{\times}10^5$, and a subthreshold slope of 0.69 V when it was deposited at Ts=$90^{\circ}C$ on HMDS-treated $SiO_2$.

• Advances in materials Research
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• v.3 no.3
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• pp.175-183
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• 2014

Natural rubber bound phenolic antioxidant, 2,6-di-tert-butyl-4-vinylphenol (2,6-DBVP), was prepared from natural rubber and 2,6-DBVP in both solution and melt state. The 2,6-DBVP had been synthesized from 3,5-di-tert-butyl-4-hydroxybenzaldehyde and methyltriphenylphosphonium iodide ($MePPh_3I$) by Wittig reaction ($0^{\circ}C$ for 2 hrs, $N_2$ atmosphere). The conditions for preparation of natural rubber bound 2,6-DBVP (NR-DBVP) were optimized for both solution state (1 phr BPO and 8 phr 2,6-DBVP at $70^{\circ}C$ for 2 hrs) and for melt state (1 phr BPO and 8 phr 2,6-DBVP at $70^{\circ}C$ for 10 mins, with rotor speed of 60 rpm). A thermoplastic vulcanizate was obtained using a compatibilizer, polypropylene modified with phenolic resin (PhHRJ-PP), in a closed mixer ($180^{\circ}C$ for 3 mins, rotor speed 60 rpm). The antioxidant properties of vulcanized NR-DBVP, using phenolic as the vulcanization system, were similar to NR with the conventional antioxidant BHT. In addition, the antioxidant, water leaching property of the thermoplastic vulcanizate of NR-DBVP/PP were good in comparison to a NR blend with BHT; the morphologies of these thermoplastic vulcanizates were similar.

• Journal of the Korean Wood Science and Technology
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• v.28 no.3
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• pp.70-77
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• 2000

Among four compounds such as oxyresveratrol, resveratrol, morin and afzelechin isolated from the heartwood of Morns bombycis, oxyresveratrol and resveratrol which belong to stilbenoid indicated high antioxidative and antimicrobial activity, respectively. Based on this result, this experiment was carried out to elucidate the relationship between biological activities of stilbenoids and their chemical structures using two isolated and six synthesized ones prepared by Wittig reaction. Antimicrobial activity of 3,5-dihydroxystilbene(pinosylvin) devoid of hydroxyl group of B-ring was the best among the tested stilbenoids. Antimicrobial activities of the stilbenoids showed negative dependency on the number of hydroxyl groups of B-ring, that is, the fewer number of hydroxyl groups of B-ring, the higher antimicrobial activity. On the other hand, antioxidative activities of the stilbenoids indicated a positive relationship with the number of hydroxyl groups of B-ring. In tetrahydroxystilbenoids, antioxidative activities of the compounds possessing ortho-diphenol structure, 2',3,3',5- and 3,3',4',5-tetrahydroxystilbene, were superior to the others. As a result, it was concluded that resveratrol and oxyresveratrol isolated from the heartwood of M. bombycis had antimicrobial and high antioxidative activities, and these activities of stilbenoids were also dependent on the number and position of hydroxyl groups of B-ring.