• Title/Summary/Keyword: Vinyl sulfone

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Preparation of Amine-Containing Poly(amide-sulfone)s Using Vinylsulfone Reactive Monomers and Their Properties

  • Jeon, Young-Min;Lim, Tai-Ho;Kim, Soo-Han;Kim, Jong-Gyu;Gong, Myoung-Seon
    • Macromolecular Research
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    • v.15 no.1
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    • pp.17-21
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    • 2007
  • A series of new, vinyl sulfone-containing monomers was prepared by p-aminophenyl vinyl sulfone (1) with various acid chlorides such as adipoly chloride, terephthaloyl chloride and isophthaloyl chloride. Finally, tertiary amine-containing poly(amide-sulfone)s were prepared by the Michael-type addition polymerization using N,N-dimethylethylenediamine (DMEDA), p-phenylenediamine and piperazin. To evaluate the relevant properties for permselective membranes and enzyme substrate, various physical properties such as molecular weight, solubility, quaternization behavior and thermal properties were examined.

Preparation of Poly(imide-aramid-sulfone)s and their Thermal Properties (폴리(이미드-아라미드-설폰)의 합성과 그들의 열적성질)

  • Park, Hyung-Seok;Gong, Myoung-Seon
    • Polymer(Korea)
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    • v.36 no.4
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    • pp.427-433
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    • 2012
  • A series of poly(imide-aramid-sulfone)s with alternatingly introduced imide/aramid groups were prepared by reacting divinyl sulfone (DVS) and $N^1,N^4$-bis(4-(vinylsulfonyl)phenyl)terephthalamide (2) with pyromellitic diimide. Three model compounds, N-[2-(p-aminophnenylsulfonyl)ethyl]phthalimide (3), 2,2'-(2,2'-sulfonylbis(ethane-2,1-diyl))diisoindoline-1,3-dione (4), and N,N-bis(4-(2-(1,3-dioxoisoindolin-2-yl)ethylsulfonyl)phenyl)terephthalamide (5), resembling polymers were prepared with good yields by reacting p-aminophenyl vinyl sulfone, DVS, and 2 with phthalimide. Condensation polymerization was carried out by Michael-type addition reaction of the difunctional phthalimide group with the DVS group in the presence of tetrabutylammonium hydroxide (TBAH), resulting in poly(imide-aramid-sulfone)s 6-12 with moderate molecular weights and good yields. They were highly soluble in polar solvents such as N,N-dimethylformamide, dimethylsulfoxide, N-methylpyrrolidinone and tetrahydrofuran. The ratios of DVS/2 were 1/0, 3/1, 2/1, 1/1, 1/2, 1/3, and 0/1. Molecular weight and physical properties such as solubility, viscosity, and thermal properties of the polymers were examined.

Total Synthesis of 6-Deoxybisanhydrodaunomycinone Anticancer Antibiotics (항암항생제 6-Deoxybisanhydrodaunomycinone의 합성)

  • Cho, In Ho;Rho Young Soy;Park, Si Ho;Ahn Koo Hyeon;Sin Hong Sig;Han Byoung Ku
    • Journal of the Korean Chemical Society
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    • v.37 no.1
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    • pp.141-147
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    • 1993
  • A brief route for total synthesis of 6-deoxybisanhydrodaunomycinone(20) was described, namely the precursor of the daunomycinone, the aglycone of the anticancer antibiotic daunorubicin (1b). The prepared enone 4 was condensed with phthalide sulfone 7 to afford anthraquinone 10 after oxidation and methylation. The benzylic group of 10 was brominated, and subsequent oxidation with bis(tetrabutylammonium) dichromate followed by cyclization give hydroxyanthraquinone 16, which was displaced with thiophenol. Oxidation of 17 with m-CPBA in phosphate buffer solution afforded anthraquinonyl sulfone 18 which was condensed with methyl vinyl ketone (19) to furnish 20.

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Properties of PMMA Dyed with Reactive Azo Dye (반응성 아조염료로 착색한 PMMA의 성질)

  • Geum, Neri;Heo, Ji-Won
    • Applied Chemistry for Engineering
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    • v.17 no.4
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    • pp.426-431
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    • 2006
  • Acryl and vinyl sulfone functionalized blue and orange azo dyes were prepared by the coupling reaction of 6-bromo-2-cyano-4-nitroaniline and 2,5-dimethoxy-4-(vinylsulfonyl)benzenamine with 3-acrylamido-(N,N-diethylamino)benzene and 3-methyl-(N,N-diethylamino)benzene, respectively, for the coloring of poly(methyl methacrylate) (PMMA). Allyl functionalized dye was also prepared by reacting vinyl sulfone-containing dye with allylamine. Three types of dyeing method were used: the copolymerization of reactive dye with methyl methacrylate (MMA) and dyeing by polymerization of MMA in the presence of polymeric dye and dye 2 without reactive function. The color fastness for the three PMMAs were evaluated by comparing the solubility of dye under various conditions.

Manufacture of Dyed Recycling Wood Fiber Using Waste MDF (폐MDF를 이용한 염색재생섬유 제조)

  • Ju, Seong-Gyeong;Roh, JeongKwan
    • Journal of the Korean Wood Science and Technology
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    • v.45 no.3
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    • pp.297-307
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    • 2017
  • This research was performed to use recycling wood fiber from waste MDF as raw materials for manufacturing of interior decorative accessories. Virgin fiber of Pinus rigida for manufacturing MDF and recycling fiber from manufactured MDF with virgin fiber were dyed by using reactive dyes (Bis-monochlorotriazine and Vinyl sulfone type), vat dyes (Anthraquinone type), direct dyes (Diazo type) such as red, yellow and blue, and natural dyes using gardenia or sappan wood, and they were examined to evaluate their dyeing properties and sunlight fastness. The hue of virgin fiber and recycling fiber were 4.2YR, and 4.4YR, respectively, which showed red-yellowish color. The recycling fiber looked a little darker than the virgin fiber, where $L^*$ values of the recycling fiber showed a little lower. Reactive, vat and direct dyes dyed well both the virgin and recycling fibers. The recycling fiber showed a little higher values of colour yield and a little lower in $L^*$, but it seemed that there was no significant difference. The Hue values of the recycling fiber and the virgin fiber dyed with sappan wood were 4.4YR and 4.0YR, showing no difference between/after dyeing. However the Hue values of the recycling fiber and the virgin fiber dyed with gardenia were 7.4YR and 6.9YR, respectively. Those values were much higher than the values of the fibers dyed with other chemical dyes. But the fibers dyed with gardenia showed poor sunlight fastness.

Reaction of Lithium Gallium Hydride with Selected Organic Compounds Containing Representative Functional Groups

  • Choe, Jeong Hun;Yun, Mun Yeong;Yun, Jong Hun;Jeong, Dong Won
    • Bulletin of the Korean Chemical Society
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    • v.16 no.5
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    • pp.416-421
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    • 1995
  • The approximate rates and stoichiometry of the reaction of excess lithium gallium hydride with selected organic compounds containing representative functional groups were examined under the standard conditions (diethyl ether, 0 $^{\circ}C)$ in order to compare its reducing characteristics with lithium aluminum hydride and lithium borohydride previously reported, and enlarge the scope of its applicability as a reducing agent. Alcohols, phenol, and amines evolve hydrogen rapidly and quantitatively. However lithium gallium hydride reacts with only one active hydrogen of primary amine. Aldehydes and ketones of diverse structure are rapidly reduced to the corresponding alcohols. Conjugated aldehyde and ketone such as cinnamaldehyde and methyl vinyl ketone are rapidly reduced to the corresponding saturated alcohols. p-Benzoquinone is mainly reduces to hydroquinone. Caproic acid and benzoic acid liberate hydrogen rapidly and quantitatively, but reduction proceeds slowly. The acid chlorides and esters tested are all rapidly reduced to the corresponding alcohols. Alkyl halides and epoxides are reduced rapidly with an uptake of 1 equiv of hydride. Styrene oxide is reduced to give 1-phenylethanol quantitatively. Primary amides are reduced slowly. Benzonitrile consumes 2.0 equiv of hydride rapidly, whereas capronitrile is reduced slowly. Nitro compounds consumed 2.9 equiv of hydride, of which 1.9 equiv is for reduction, whereas azobenzene, and azoxybenzene are inert toward this reagent. Cyclohexanone oxime is reduced consuming 2.0 equiv of hydride for reduction at a moderate rate. Pyridine is inert toward this reagent. Disulfides and sulfoxides are reduced slowly, whereas sulfide, sulfone, and sulfonate are inert under these reaction conditions. Sulfonic acid evolves 1 equiv of hydrogen instantly, but reduction is not proceeded.

Dyeing and Fastness Properties of Oak Veneer Dyed with Vinyl Sulfone Type Reactive Dyes (비닐술폰형 반응성 염료를 이용한 오크 무늬목의 염색성 및 견뢰도 특성)

  • Cho, Hang Sung;Shim, Euijin
    • Textile Coloration and Finishing
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    • v.34 no.4
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    • pp.234-240
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    • 2022
  • Use of processed timber can help reduce environmental damage and the economic burden of resources (important problems with use of raw timber) and can meet the needs of various fields where the sensibility of raw timber is required. Veneer wood is positioned as a high-value-added product due to its luxury and beauty, and it is used in various fields as a building-related material, such as interior decoration, furniture, flooring, building interior materials, and lumber. Dyeing is necessary to enhance the aesthetic appearance of this pattern and to expand its use. Therefore, in this study, we compared and analyzed the dye ability of oak-patterned materials with reactive dyes, and evaluated their performance as interior materials. As a result, the oak pattern was dyed with 9 kinds of reactive dyes and a comparative analysis was performed. The most suitable conditions are 50℃, 2 hours, and 0.5% o.w.f. In addition, evaluating resilience to daylight, resilience to rubbing, fire resistance, and flame retardance, yielded results suitable for use as an interior material. In this study, the dyeability of veneer dyed under various conditions using reactive dyes was compared and analyzed the performance as an interior material was evaluated.