• 제목/요약/키워드: Diels-Alder reaction

검색결과 95건 처리시간 0.023초

Synthesis of an Environmentally Friendly Phenol-Free Resin for Printing Ink

  • Ha, Young-Baeck;Jin, Ming Yu;Oh, Sung-Sang;Ryu, Do-Hyun
    • Bulletin of the Korean Chemical Society
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    • 제33권10호
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    • pp.3413-3416
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    • 2012
  • Phenol-free resin was synthesized and its printing ink properties were investigated. The phenol-free resin was produced by esterification of poly phthalate and Diels-Alder adduct of rosin anhydride. Compared to rosin modified phenolic resin, eco-friendly phenol-free resin showed better vehicle properties in terms of gloss, yellowing, runability, and storage stability. The results suggest the utility of phenol-free resin instead of conventional rosin modified phenolic resin.

New Water-soluble Cutting Fluids Additives Derived from the Thermal Reaction Products of Unsaturated Fatty Acids with Acrylic Acid and Maleic Anhydride

  • Watanabe, Shoji
    • 한국응용과학기술학회지
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    • 제20권4호
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    • pp.372-376
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    • 2003
  • Water-soluble cutting fluids are used for processing of aluminium materials. This short article describes properties of new additives of water-soluble cutting fluids for aluminium materials. Various Diels-Alder adducts of unsaturated fatty acids with acrylic acid of maleic anhydride were prepared by thermal reactions. Triethanolamine salts of Diels-Alder adducts of dehydrated castor oil fatty acids with acrylic acid or maleic anhydride showed excellent anti-corrosion property of aluminium materals. These thermal adducts showed anti-rust property for cast-iron chips, too.

Synthesis of a New Diels-Alder Quinone Adduct and Its Use in Preparing Thiazolo- and Oxazoloquinolines

  • Hammam, A.S.;Youssef, M.S.K.;Radwan, Sh.M.;Abdel-Rahman, M.A.
    • Bulletin of the Korean Chemical Society
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    • 제25권6호
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    • pp.779-785
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    • 2004
  • Syn (or anti) cinnamaldehydeoxime (1a, b) undergoes Diels-Alder addition to tetrabromo-p-benzoquinone (2)in dry xylene in 1 : 1 and 2 : 1 molar ratios to give the mono- and diadducts 3 and 4a, b respectively. The reaction of 3 with thioamides in ethanol gave thiazoloquinoline diones 6a-d, whereas with acid amides in ethylene glycol, it gave oxazoloquinolinediones 12a-f.

Diels-Alder 반응을 이용한 methyl 5-methylbicyclo(2-2.1)hept-2-ene-5-carboxylate의 합성 (Synthesis of methyl 5-methylbicyclo (2.2-1)hept-2-ene-5- carboxylate via Diels-Alder Reaction)

  • 이윤배;성시창;신은정;하홍식;박찬흥
    • 한국산학기술학회:학술대회논문집
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    • 한국산학기술학회 2004년도 추계학술대회
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    • pp.265-268
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    • 2004
  • Methyl methacrlate와 cyclopentadiene을 반응하여 Methyl 5-methylbicyclo(2.2.1)hept-2-ene-5-carboxylate(MMBHC)를 합성코자 하였다. 합성된 MMBHC의 온도, solvent 변화와 촉매($AlCl_3$)의 사용 유무에 따른 endo, exe의 비율을 관찰하였다. 온도가 낮은 경우 온도가 높은 쪽 보다 endo 비율이 높았고 촉매($AlCl_3$)를 사용하였을 때(약 endo : exo = 63 : 37) 촉매를 사용하지 않은 반응(endo : exe = 34 : 66)보다 endo의 비율이 높았다. methyl acrylate를 사용한 경우 같은 조건에서 endo : exe의 비율이 93.5 : 6.5로 MMA를 사용한 경우보다 endo의 비율은 좋았다. 온도가 높은 경우 수율은 좋았지만 exe의 비율이 높았고 solvent에 따라 endo, exe의 선택도는 큰 차이를 보이지 않음을 알 수 있었다.

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Ab initio Studies on the Hetero Diels-Alder Cycloaddition

  • 이본수;김찬경;최정욱;이익준
    • Bulletin of the Korean Chemical Society
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    • 제17권9호
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    • pp.849-853
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    • 1996
  • Hetero Dieis-Alder reactions containing phosphorus atom at various positions of diene and dienophile as well as standard Dieis-Alder reaction between ethylene and cis-l,3-butadiene have been studied using ab initio method. Activation energy showed a good linear relationship with the FMO energy gap between diene and dienophile, which can be normally used to explain Dieis-Alder reactivity. Since π-bond cleavage and σ-bonds formation occur concertedly at the TS, geometrical distortion of diene and dienophile from the reactant to the transition state is the source of barrier. Based on the linear correlations between activation barrier and deformation energy, and between deformation energy and π-bond order change, it was concluded that the activation barrier arises mainly from the breakage of π-bonds in diene and dienophile. Stabilization due to favorable orbital interaction is relatively small. The geometrical distortions raise MO levels of the TS, which is the origin of the activation energy. The lower barrier for the reactions of phosphorus containing dienophile (reactions C, D, and E) can be explained by the electronegativity effect of the phosphorus atom.