메뉴 건너뛰기




Volumn 56, Issue 14, 2008, Pages 5611-5616

Azide derivatives of soybean oil and fatty esters

Author keywords

Azide; Epoxides; Ionic liquid; NMR; Soybean oil

Indexed keywords

AZIDE; EPOXIDE; ESTER; FATTY ACID; LINOLEIC ACID; LINOLEIC ACID METHYL ESTER; OLEIC ACID; OLEIC ACID METHYL ESTER; SOYBEAN OIL;

EID: 49049110482     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf800123t     Document Type: Article
Times cited : (46)

References (47)
  • 1
    • 24744439760 scopus 로고    scopus 로고
    • Complexity of Tamiflu manufacturing may hamper on-demand production
    • Yarnell, A. Complexity of Tamiflu manufacturing may hamper on-demand production. Chem. Eng. News 2005, 83 (35), 22.
    • (2005) Chem. Eng. News , vol.83 , Issue.35 , pp. 22
    • Yarnell, A.1
  • 2
    • 0000096835 scopus 로고    scopus 로고
    • Click chemistry: Diverse chemical function from a few good reactions
    • Kolb, H. C.; Finn, M. G.; Sharpless, K. B. Click chemistry: diverse chemical function from a few good reactions. Angew. Chem. Int. Ed. 2001, 40 (11), 2005-2021.
    • (2001) Angew. Chem. Int. Ed , vol.40 , Issue.11 , pp. 2005-2021
    • Kolb, H.C.1    Finn, M.G.2    Sharpless, K.B.3
  • 3
    • 34250811485 scopus 로고    scopus 로고
    • The rise of azide-alkyne 1,3-dipolar 'click' cycloaddition and its application to polymer science and surface modification
    • Evans, R. A. The rise of azide-alkyne 1,3-dipolar 'click' cycloaddition and its application to polymer science and surface modification. Aust. J. Chem. 2007, 60 (6), 384-395.
    • (2007) Aust. J. Chem , vol.60 , Issue.6 , pp. 384-395
    • Evans, R.A.1
  • 7
    • 0037063551 scopus 로고    scopus 로고
    • The chemistry of amine-azide interconversion: Catalytic diazotransfer and regioselective azide reduction
    • Nyffeler, P. T.; Liang, C. H.; Koeller, K. M.; Wong, C. H. The chemistry of amine-azide interconversion: catalytic diazotransfer and regioselective azide reduction. J. Am. Chem. Soc. 2002, 124, 10773-10778.
    • (2002) J. Am. Chem. Soc , vol.124 , pp. 10773-10778
    • Nyffeler, P.T.1    Liang, C.H.2    Koeller, K.M.3    Wong, C.H.4
  • 8
    • 0036387086 scopus 로고    scopus 로고
    • Reduction of azides to amines or amides with zinc and ammonium chloride as reducing agent
    • Lin, W.; Zhang, X.; He, Z.; Jin, Y.; Gong, L.; Mi, A. Reduction of azides to amines or amides with zinc and ammonium chloride as reducing agent. Synth. Commun. 2002, 32 (21), 3279-3284.
    • (2002) Synth. Commun , vol.32 , Issue.21 , pp. 3279-3284
    • Lin, W.1    Zhang, X.2    He, Z.3    Jin, Y.4    Gong, L.5    Mi, A.6
  • 9
    • 49049086467 scopus 로고    scopus 로고
    • Kalir, A.; Balderman, D. 2-Phenyl-2-adamantanamine hydrochloride. Organic Syntheses; Wiley: New York, 1990; Collect VII, p 433.
    • Kalir, A.; Balderman, D. 2-Phenyl-2-adamantanamine hydrochloride. Organic Syntheses; Wiley: New York, 1990; Collect Vol. VII, p 433.
  • 10
    • 3242820865 scopus 로고
    • Study of photopolymers. XVI. Novel syntheses of the polymers with azidonitrobenzoyl groups and their photochemical and thermochemical reactions
    • Nishikubo, T.; Iizawa, T.; Imagawa, I.; Kobayashi, K. Study of photopolymers. XVI. Novel syntheses of the polymers with azidonitrobenzoyl groups and their photochemical and thermochemical reactions. J. Polym. Sci.: Polym. Chem. Ed. 1981, 19 (11), 2705-2719.
    • (1981) J. Polym. Sci.: Polym. Chem. Ed , vol.19 , Issue.11 , pp. 2705-2719
    • Nishikubo, T.1    Iizawa, T.2    Imagawa, I.3    Kobayashi, K.4
  • 12
    • 49049097053 scopus 로고    scopus 로고
    • Process for producing azide-substituted aromatic polymers and the products thereof
    • U.S. Patent 5,475065, 1995
    • Guiver, M. D.; Robertson, G. P. Process for producing azide-substituted aromatic polymers and the products thereof. U.S. Patent 5,475065, 1995.
    • Guiver, M.D.1    Robertson, G.P.2
  • 14
    • 0036015288 scopus 로고    scopus 로고
    • Epoxidation of soybean oil in toluene with peroxoacetic and peroxoformic acids - kinetics and side reactions
    • Petrovic, Z. S.; Zlatanic, A.; Lava, C. C.; Sinadinovic-Fiser, S. Epoxidation of soybean oil in toluene with peroxoacetic and peroxoformic acids - kinetics and side reactions. Eur. J. Lipid Sci. Technol. 2002, 104 (5), 293-299.
    • (2002) Eur. J. Lipid Sci. Technol , vol.104 , Issue.5 , pp. 293-299
    • Petrovic, Z.S.1    Zlatanic, A.2    Lava, C.C.3    Sinadinovic-Fiser, S.4
  • 15
    • 0023295588 scopus 로고
    • Kinetics and mechanism of the catalyzed epoxidation of oleic acid with oxygen in the presence of benzaldehyde
    • Kuo, M. C.; Chou, T. C. Kinetics and mechanism of the catalyzed epoxidation of oleic acid with oxygen in the presence of benzaldehyde. Ind. Eng. Chem. Res. 1987, 26, 277-284.
    • (1987) Ind. Eng. Chem. Res , vol.26 , pp. 277-284
    • Kuo, M.C.1    Chou, T.C.2
  • 16
    • 18144385855 scopus 로고    scopus 로고
    • Dependence of biodiesel fuel properties on the structure of fatty acid alkyl esters
    • Knothe, G. Dependence of biodiesel fuel properties on the structure of fatty acid alkyl esters. Fuel Process. Technol. 2005, 86 (10), 1059-1070.
    • (2005) Fuel Process. Technol , vol.86 , Issue.10 , pp. 1059-1070
    • Knothe, G.1
  • 18
    • 30344487652 scopus 로고    scopus 로고
    • Polyester networks based upon epoxidized and maleinated natural oils
    • Warm, H.; Mulhaupt, R.; Hoffmann, B.; Lawson, S. Polyester networks based upon epoxidized and maleinated natural oils. Angew. Makromol. Chem. 1997, 249, 79-92.
    • (1997) Angew. Makromol. Chem , vol.249 , pp. 79-92
    • Warm, H.1    Mulhaupt, R.2    Hoffmann, B.3    Lawson, S.4
  • 19
    • 30344461264 scopus 로고    scopus 로고
    • Free radical maleation of soybean oil via a single-step process
    • Tran, P.; Seybold, K.; Graiver, D.; Narayan, R. Free radical maleation of soybean oil via a single-step process. JAOCS, J. Am. Oil Chem. Soc. 2005, 82 (3), 189-194.
    • (2005) JAOCS, J. Am. Oil Chem. Soc , vol.82 , Issue.3 , pp. 189-194
    • Tran, P.1    Seybold, K.2    Graiver, D.3    Narayan, R.4
  • 20
    • 33846012225 scopus 로고    scopus 로고
    • Novel modified soybean oil containing hydrazino-ester: Synthesis and characterization
    • Biswas, A.; Sharma, B. K.; Willet, J. L.; Vermillion, K.; Erhan, S. Z.; Cheng, H. N. Novel modified soybean oil containing hydrazino-ester: synthesis and characterization. Green Chem. 2007, 9 (1), 85-89.
    • (2007) Green Chem , vol.9 , Issue.1 , pp. 85-89
    • Biswas, A.1    Sharma, B.K.2    Willet, J.L.3    Vermillion, K.4    Erhan, S.Z.5    Cheng, H.N.6
  • 21
    • 40349088988 scopus 로고    scopus 로고
    • Room-temperature self-curing ene reactions involving soybean oil
    • doi 10.1039/b712385j
    • Biswas, A.; Sharma, B. K.; Willet, J. L.; Erhan, S. Z.; Cheng, H. N. Room-temperature self-curing ene reactions involving soybean oil. Green Chem. 2008, doi 10.1039/b712385j.
    • Green Chem , vol.2008
    • Biswas, A.1    Sharma, B.K.2    Willet, J.L.3    Erhan, S.Z.4    Cheng, H.N.5
  • 22
    • 0034138586 scopus 로고    scopus 로고
    • Soybean oil-divinylbenzene thermosetting polymers: Synthesis, structure, properties and their relationships
    • Li, F.; Hanson, M. V.; Larock, R. C. Soybean oil-divinylbenzene thermosetting polymers: synthesis, structure, properties and their relationships. Polymer 2001, 42 (4), 1567-1579.
    • (2001) Polymer , vol.42 , Issue.4 , pp. 1567-1579
    • Li, F.1    Hanson, M.V.2    Larock, R.C.3
  • 23
    • 33750954315 scopus 로고    scopus 로고
    • Addition polymers from natural oils - a review
    • Sharma, V.; Kundu, P. P. Addition polymers from natural oils - a review. Prog. Polym. Sci. (Oxford) 2006, 31 (11), 983-1008.
    • (2006) Prog. Polym. Sci. (Oxford) , vol.31 , Issue.11 , pp. 983-1008
    • Sharma, V.1    Kundu, P.P.2
  • 25
    • 20144362751 scopus 로고    scopus 로고
    • Application of catalytic ozone chemistry for improving biodiesel product performance
    • Baber, T. M.; Graiver, D.; Lira, C. T.; Narayan, R. Application of catalytic ozone chemistry for improving biodiesel product performance. Biomacromolecules 2005, 6 (3), 1334-1344.
    • (2005) Biomacromolecules , vol.6 , Issue.3 , pp. 1334-1344
    • Baber, T.M.1    Graiver, D.2    Lira, C.T.3    Narayan, R.4
  • 29
    • 28944446577 scopus 로고    scopus 로고
    • Synthesis of carbonated fatty methyl esters using supercritical carbon dioxide
    • Doll, K. M.; Erhan, S. Z. Synthesis of carbonated fatty methyl esters using supercritical carbon dioxide. J. Agric. Food Chem. 2005, 53, 9608-9614.
    • (2005) J. Agric. Food Chem , vol.53 , pp. 9608-9614
    • Doll, K.M.1    Erhan, S.Z.2
  • 30
    • 34247862107 scopus 로고    scopus 로고
    • Adsorption behavior of epoxidized fatty esters via boundary lubrication coefficient of friction measurements
    • Kurth, T. L.; Sharma, B. K.; Doll, K. M.; Erhan, S. Z. Adsorption behavior of epoxidized fatty esters via boundary lubrication coefficient of friction measurements. Chem. Eng. Commun. 2007, 194 (8), 1065-1077.
    • (2007) Chem. Eng. Commun , vol.194 , Issue.8 , pp. 1065-1077
    • Kurth, T.L.1    Sharma, B.K.2    Doll, K.M.3    Erhan, S.Z.4
  • 31
    • 33846309699 scopus 로고    scopus 로고
    • Synthesis and performance of surfactants based on epoxidized methyl oleate and glycerol
    • Doll, K. M.; Erhan, S. Z. Synthesis and performance of surfactants based on epoxidized methyl oleate and glycerol. J. Surfactants Detergents 2006, 9 (4), 377-383.
    • (2006) J. Surfactants Detergents , vol.9 , Issue.4 , pp. 377-383
    • Doll, K.M.1    Erhan, S.Z.2
  • 32
    • 34250865757 scopus 로고    scopus 로고
    • Oxidation, friction reducing, and low temperature properties of epoxy fatty acid methyl esters
    • Sharma, B. K.; Doll, K. M.; Erhan, S. Z. Oxidation, friction reducing, and low temperature properties of epoxy fatty acid methyl esters. Green Chem. 2007, 9, 469-474.
    • (2007) Green Chem , vol.9 , pp. 469-474
    • Sharma, B.K.1    Doll, K.M.2    Erhan, S.Z.3
  • 33
    • 0037083116 scopus 로고    scopus 로고
    • Synthesis and characterization of monomers and polymers for adhesives from methyl oleate
    • Bunker, S. P.; Wool, R. P. Synthesis and characterization of monomers and polymers for adhesives from methyl oleate. J. Polym. Sci., Part A: Polym. Chem. 2002, 40 (4), 451-458.
    • (2002) J. Polym. Sci., Part A: Polym. Chem , vol.40 , Issue.4 , pp. 451-458
    • Bunker, S.P.1    Wool, R.P.2
  • 34
    • 0344394380 scopus 로고    scopus 로고
    • Brønsted acidic ionic liquid 1-methylimidazolium tetrafluoroborate: A green catalyst and recyclable medium for esterification
    • Zhu, H. P.; Yang, F.; Tang, J.; He, M. Y. Brønsted acidic ionic liquid 1-methylimidazolium tetrafluoroborate: a green catalyst and recyclable medium for esterification. Green Chem. 2003, 5 (1), 38-39.
    • (2003) Green Chem , vol.5 , Issue.1 , pp. 38-39
    • Zhu, H.P.1    Yang, F.2    Tang, J.3    He, M.Y.4
  • 35
    • 49049083416 scopus 로고    scopus 로고
    • Synthesis of sphingosines
    • U.S. Patent 5,488,167
    • HudlickyT. Synthesis of sphingosines. U.S. Patent 5,488,167, 1996.
    • (1996)
    • HudlickyT1
  • 36
    • 0037179209 scopus 로고    scopus 로고
    • Synthesis of thiocyanohydrins from epoxides using quaternized amino functionalized cross-linked polyacrylamide as a new solid-liquid phase-transfer catalyst
    • Tamami, B.; Mahdavi, H. Synthesis of thiocyanohydrins from epoxides using quaternized amino functionalized cross-linked polyacrylamide as a new solid-liquid phase-transfer catalyst. Tetrahedron Lett. 2002, 43 (35), 6225-6228.
    • (2002) Tetrahedron Lett , vol.43 , Issue.35 , pp. 6225-6228
    • Tamami, B.1    Mahdavi, H.2
  • 37
    • 0036412425 scopus 로고    scopus 로고
    • Ring opening of epoxides and aziridines with sodium azide using Oxone® in aqueous acetonirrile: A highly regioselective azidolysis reaction 1
    • Sabitha, G.; Babu, R. S.; Reddy, M. S. K.; Yadav, J. S. Ring opening of epoxides and aziridines with sodium azide using Oxone® in aqueous acetonirrile: a highly regioselective azidolysis reaction 1. Synthesis 2002, (15), 2254-2258.
    • (2002) Synthesis , vol.15 , pp. 2254-2258
    • Sabitha, G.1    Babu, R.S.2    Reddy, M.S.K.3    Yadav, J.S.4
  • 39
    • 0015930115 scopus 로고
    • Electric field effects in the13C nuclear magnetic resonance spectra of unsaturated fatty acids. A potential tool for conformational analysisa
    • Batchelor, J. G.; Prestegard, J. H.; Cushley, R. J.; Lipsky, S. R. Electric field effects in the13C nuclear magnetic resonance spectra of unsaturated fatty acids. A potential tool for conformational analysisa. J. Am. Chem. Soc. 1973, 95, 6358-6364.
    • (1973) J. Am. Chem. Soc , vol.95 , pp. 6358-6364
    • Batchelor, J.G.1    Prestegard, J.H.2    Cushley, R.J.3    Lipsky, S.R.4
  • 40
    • 0016391844 scopus 로고
    • Carbon-13 fourier transform nuclear magnetic resonance. VIII. Role of steric and electric field effects in fatty acid spectra
    • Batchelor, J. G.; Cushley, R. J.; Prestegard, J. H. Carbon-13 fourier transform nuclear magnetic resonance. VIII. Role of steric and electric field effects in fatty acid spectra. J. Org. Chem. 1974, 39, 1698-1705.
    • (1974) J. Org. Chem , vol.39 , pp. 1698-1705
    • Batchelor, J.G.1    Cushley, R.J.2    Prestegard, J.H.3
  • 42
    • 37049087465 scopus 로고
    • Long-range ?-inductive interactions through saturated C-C bonds in pprymethylene chains
    • Bianchi, G.; Howarth, O. W.; Samuel, A, C. J.; Vlahov, G. Long-range ?-inductive interactions through saturated C-C bonds in pprymethylene chains. J. Chem. Soc., Perkin Trans. 2 1995, 1427-1432.
    • (1995) J. Chem. Soc., Perkin Trans. 2 , pp. 1427-1432
    • Bianchi, G.1    Howarth, O.W.2    Samuel, A.C.J.3    Vlahov, G.4
  • 43
    • 37049069382 scopus 로고
    • The ?-inductive effects of C=C and C?C bonds: Predictability of NMR shifts at sp2 carbon in non-conjugated polyenoic acids, esters and glycerides
    • Howarth, O. W.; Samuel, C. J.; Vlahov, G. The ?-inductive effects of C=C and C?C bonds: predictability of NMR shifts at sp2 carbon in non-conjugated polyenoic acids, esters and glycerides. J. Chem. Soc., Perkin Trans. 2 1995, 2307-2310.
    • (1995) J. Chem. Soc., Perkin Trans. 2 , pp. 2307-2310
    • Howarth, O.W.1    Samuel, C.J.2    Vlahov, G.3
  • 44
    • 0027694770 scopus 로고
    • Study of natural epoxy oils and epoxidized vegetable oils by 13C nuclear magnetic resonance spectroscopy
    • Gunstone, F. D. Study of natural epoxy oils and epoxidized vegetable oils by 13C nuclear magnetic resonance spectroscopy. JAOCS, J. Am. Oil Chem. Soc. 1993, 70 (11), 1139-1144.
    • (1993) JAOCS, J. Am. Oil Chem. Soc , vol.70 , Issue.11 , pp. 1139-1144
    • Gunstone, F.D.1
  • 45
    • 0025977018 scopus 로고
    • Trends in shift rules in carbon-13 nuclear magnetic resonance spectroscopy and computer-aided shift prediction
    • Cheng, H. N.; Bennett, M. A. Trends in shift rules in carbon-13 nuclear magnetic resonance spectroscopy and computer-aided shift prediction. Anal. Chim. Acta 1991, 242 (1), 43-56.
    • (1991) Anal. Chim. Acta , vol.242 , Issue.1 , pp. 43-56
    • Cheng, H.N.1    Bennett, M.A.2
  • 46
    • 49049111761 scopus 로고    scopus 로고
    • Structural studies of polymers by solution NMR RAPRA Rev. Rep
    • 5)RAPRA Report 125
    • Cheng, H. N. Structural studies of polymers by solution NMR RAPRA Rev. Rep. 2001, 11 (5)(RAPRA Report 125).
    • (2001) , vol.11
    • Cheng, H.N.1
  • 47
    • 0042246287 scopus 로고
    • Polymerization and statistical models
    • Wiley: New York
    • Cheng, H. N. Polymerization and statistical models. In Encyclopedia of NMR;Wiley: New York, 1995; pp 3713-3721.
    • (1995) Encyclopedia of NMR , pp. 3713-3721
    • Cheng, H.N.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.