- Synthesis of poly(decahydro-2-naphthyl methacrylate)s with different geometric structures and effects of side-group dynamics on polymer properties investigated by thermal and dynamic mechanical analyses and DFT calculations
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We prepared the geometric isomers of decahydro-2-naphthols as the source materials for the synthesis of poly(decahydro-2-naphthyl methacrylate)s [poly(DNMA)-I, -II, -III, and -IV] including alicyclic ester groups with different geometric structures. The geometry and conformational dynamics of the decahydro-2-naphthyl moieties were investigated by NMR spectroscopy and DFT calculations. We synthesized each isomer of the methacrylic monomers, polymerized them, and investigated the optical, thermal, and mechanical properties of poly(DNMA)s with different isomer compositions. The Tg values of the poly(DNMA)s were in the following order: 139.3 C for poly(DNMA)-II 3/g, 1.489, and 42-44, respectively.
- Ozaki, Anri,Sumita, Koha,Goto, Kunihiro,Matsumoto, Akikazu
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p. 2941 - 2950
(2013/06/05)
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- Singlet and Triplet Excited-state Formation in High-energy Electron Tracks in Liquid cis- and trans-Decalin as studied by Product Formation in Radiolysis and Photolysis
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The yields of products formed as a result of irradiation of liquid cis- and trans-decalin with γ-rays and 3 MeV electrons as well as with 7.6 eV photons have been determined by means of gas-liquid chromatography (GLC).The major products for both cis- and trans-decalin are hydrogen, unsaturated C10 products and dimers; in the case of cis-decalin, cis-trans isomerization takes place via a chain reaction.Singlet and triplet excited states are formed by direct excitation and by charge recombination in the tracks of high-energy electrons.The product formation resulting from the singlets is determined by the photolysis.From a knowledge of the total yield of singlets from the radiolysis, the contribution of the singlet excited states to product formation during radiolysis is calculated and the remaining products are assigned to the triplets.For the sum of the yields of singlets and triplets a value of 6.4 (100 eV)-1 (=6.6E-7 mol J-1) is found for cis-decalin and 6.0 (100 eV)-1 (=6.2E-7 mol J-1) for trans-decalin and for the singlet fractions 0.53 and 0.47 in cis- and trans-decalin, respectively.The probability of C-H bond breakage in the singlet and triplet states is 0.42 and 0.82, respectively, for cis-decalin and 0.50 and 0.94, respectively, for trans-decalin.
- Hummel, A.,Leng, H. C. de,Luthjens, L. H.,Wojnarovits, L.
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p. 2459 - 2466
(2007/10/02)
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- Diels-Alder Reactions of Cycloalkenones. 12. Reaction of trans-Δ1,2-3-Octalone with (E)-Piperylene
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The Diels-Alder reaction of (E)-piperylene with trans-Δ1,2-3-octalone under aluminum chloride catalysis is described and structure analysis of the adducts by NMR spectroscopy is presented.The diastereofacial selectivity of the reaction is discu
- Angell, E. Charles,Fringuelli, Francesco,Pizzo, Ferdinando,Taticchi, Aldo,Wenkert, Ernest
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p. 1424 - 1426
(2007/10/02)
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- Stereochemistry and Regiochemistry of Electron Impact Thermally and Photolytically Induced Eliminations from 2-Decalyl Acetates
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Deuterium-labeled compounds are used to define the stereochemistry and regiochemistry of the electron impact induced elimination of acetic acid from trans,trans-2-decalyl acetate and trans,cis-2-decalyl acetate.Both compounds fragment with very predominant abstraction of equatorial hydrogen atoms.Since the trans equatorial hydrogens of the trans,trans acetate cannot be approached within the requisite 1.8 Angstroem by the acetate carbonyl in any boatlike conformer, this result demonstrates that hydrogen abstraction largely occurs from the chair conformer of the cyclohexyl ring.Both compounds fragment with predominant elimination toward C-1 rather than C-3.The regiochemistry of the pyrolysis of the acetates and the photolysis of the corresponding phenylacetates is compared with that of the mass spectral elimination.
- Rej, R. N.,Taylor, C.,Eadon, G.
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p. 126 - 130
(2007/10/02)
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