• Title/Summary/Keyword: 2,4-Dihydroxybenzophenone

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Synthetic Studies of Coumarin Derivatives from o-Hydroxybenzophenones with Phenylacetic Acid and Acetic Anhydride (o-Hydroxybenzophenones와 Phenylacetic Acid, Acetic Anhydride에 의한 Coumarin 유도체 합성에 관한 연구)

  • Kang, Soon Hee;Yang, Sung Yun
    • Journal of the Korean Chemical Society
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    • v.43 no.1
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    • pp.92-103
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    • 1999
  • The 8 coumarin derivatives have been synthesized from 8 starting materials(2-hydroxy-benzophenone, 2,2'-dihydroxybenzophenone, 2,4-dihydroxybenzophenone, 2-hydroxy-5-methylbenzophenone, 5-chloro-2-hydroxy-4-methylbenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-ethoxybenzophenone, 2-hydroxy-4,4'-dimethoxybenzophenone) with phenylacetic acid and $Ac_2$O/TEA in acetone at reflux temperature. The ratio of o-hydroxybenzophenone, phenylacetic acid, $Ac_2$O and TEA is 1 : 1: 8: 8 in acetone. Our results showed higher products yields of coumarin derivatives than Shama and Ray's method in previous papers. A new intermediate form was proposed to our mechanism of coumarin synthetic method.

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Thermal Melt Grafting of Maleimides Having UV-absorber onto Polypropylene (폴리프로필렌에 UV 흡수제를 갖는 말레이미드의 용융그래프팅)

  • Kim, Taek Hyeon;Na, Hye-Sun
    • Polymer(Korea)
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    • v.38 no.1
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    • pp.49-53
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    • 2014
  • A novel monomeric UV-absorber was prepared by the reaction of 2,4-dihydroxybenzophenone with N-4-chlorocarbonylphenylmaleimide in the presence of triethylamine. This reactive maleimide was grafted onto polypropylene (PP) by the thermal melt-processing in a mini-max-moulder. IR spectroscopic method was used for the quantitative determination of the extent of grafting of monomeric maleimide. To find the optimal reaction conditions, the dependence of reaction temperature and time and the concentration of monomeric UV-absorber was investigated on the grafting yields. The photooxidative effect of the grafted PP was evaluated in the weatherometer comparing to the PP mixed with UV-absorbers using the carbonyl index of IR spectrum. The grafted PP showed an excellent anti-photooxidative effect.

Encapsulation of 2,4-Dihydroxybenzophenone into Dodecylbenzenesulfonate Modified Layered Double Hydroxide for UV Absorption Properties

  • Li, Shifeng;Shen, Yanming;Liu, Dongbin;Fan, Lihui;Wu, Keke
    • Bulletin of the Korean Chemical Society
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    • v.35 no.2
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    • pp.392-396
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    • 2014
  • New organic-inorganic composite of 2,4-dihydroxybenzophenone (BP-1) encapsulation into dodecylbenzenesulfonate (DBS) modified layered double hydroxide (LDH) was successfully prepared. The surface, structural, thermal and absorption properties of the BP-1/DBS-LDH nanohybrid was characterized by BET analysis, scanning electron microscopy (SEM), X-ray diffraction (XRD), Fourier transform infrared spectroscopy (FT-IR), thermogravimetric analysis (TG) and diffuse reflectance UV-Vis absorbance spectra (DRUV-vis). The interlayer configuration of composite and the adsorption mechanism of BP-1 on MgAl-DBS-LDH were discussed. It was suspected that DBS anions located in the form of monolayer arrangement with a $75^{\circ}$ anti parallel angle between dodecylbenzenesulfonate chain axis. The diffuse reflectance UV-Vis absorbance results revealed that the UV absorbing wavelength of BP-1/DBS-LDH evidently extends to about 400 nm, which shows that the BP-1/DBS-LDH has the potential application as a UV absorber.

Hydrogel Contact Lens Materials with Improved UV Blocking Effect

  • Kim, Duck-Hyun;Sung, A-Young
    • Journal of Integrative Natural Science
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    • v.11 no.1
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    • pp.1-8
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    • 2018
  • HEMA, AA, MMA, and EGDMA as crosslinking agent and AIBN as an initiator, and 2,4-dihydroxybenzophenone, 2-ethylhexyl-trans-4-methoxy-cinnamate, 2-hydroxy-4-(methacryloyloxy)benzophenone as additives at 0.1-1.0% ratios were used to manufacture hydrophilic ophthalmic lenses through thermal polymerization before their physical properties were measured. The results showed that the samples containing of 2,4-dihydroxybenzophenone and 2-ethylhexyl-trans-4-methoxy-cinnamate resulted in a decrease of the UV blocking performance after high-pressure sterilization whereas the sample containing 2-hydroxy-4-(methacryloyloxy)benzophenone showed no change in the UV blocking performance. It is judged that this is induced by presence or absence of an acyl functional group in benzophenone.

Forward Gene Mutation Assay of Seven Benzophenone-type UV Filters using L5178Y Mouse Lymphoma Cell

  • Jeon, Hee-Kyung;Sarma, Sailendra Nath;Kim, Youn-Jung;Ryu, Jae-Chun
    • Molecular & Cellular Toxicology
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    • v.3 no.1
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    • pp.23-30
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    • 2007
  • The effects of high energy short wave solar radiation on human skin have received much publicity as the major cause of accelerated skin ageing and of skin cancers. To meet public demand, the cosmetic industry has developed sun protection factor products, which contain a variety of so-called "UV filters", among others benzophenone (BP) and its metabolites are the widely used UV filters. UV filters are also used to prevent UV light from damaging scents and colors in a variety of cosmetics products and to protect of plastic products against light-induced degradation. There are many variants of BP in use. In this respect, to regulate and to evaluate the hazardous effect of BP-type UV filters will be important to environment and human health. The genotoxicity of 7 BP-type UV filters was evaluated in L5178Y $(tk^{+/-})$ mouse lymphoma cells in vitro. BP, benzhydrol, 4-hydroxybenzophenone 2-hydroxy-4-methoxybenzophenone and 2, 4-dihydroxybenzophenone did not induce significant mutation frequencies both in the presence and absence of metabolic activation system. 2, 2'-Dihydroxy-4-methoxybenzophenone appeared the positive results at the highest dose, i.e. 120.4 ${\mu}g/mL$ only in the absence of metabolic activation system. And also, 2, 3, 4-trihydroxybenzophenone revealed a significant increase of mutation frequencies in the range of 138.1-207.2 ${\mu}g/mL$ in the absence of metabolic activation system and 118.3-354.8 ${\mu}g/mL$ in the presence of metabolic activation system. Through the results of MLA with 7 BP-type UV filters in L5178Y cells in vitro, we may provide the important clues on the genotoxic potentials of these BP-type UV filters.