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Volumn 2, Issue 2, 2014, Pages 181-187

Effects of catalyst type and reaction parameters on one-step acrylation of soybean oil

Author keywords

Acrylated soybean oil; Acrylation; Biobased polymers; Soybean oil

Indexed keywords

ADDITION REACTIONS; ASCORBIC ACID; CATALYSTS;

EID: 84893318255     PISSN: None     EISSN: 21680485     Source Type: Journal    
DOI: 10.1021/sc400206t     Document Type: Article
Times cited : (43)

References (45)
  • 1
    • 82255186710 scopus 로고    scopus 로고
    • How well can renewable resources mimic commodity monomers and polymers?
    • Mathers, R. T. How well can renewable resources mimic commodity monomers and polymers? J. Polym. Sci., Part A Polym. Chem. 2012, 50, 1-15
    • (2012) J. Polym. Sci., Part A Polym. Chem. , vol.50 , pp. 1-15
    • Mathers, R.T.1
  • 2
    • 84879349447 scopus 로고    scopus 로고
    • Sustainable Polymers: Opportunities for the next decade
    • Miller, S. A. Sustainable Polymers: Opportunities for the next decade ACS Macro Lett. 2013, 2, 550-554
    • (2013) ACS Macro Lett. , vol.2 , pp. 550-554
    • Miller, S.A.1
  • 3
    • 84871880840 scopus 로고    scopus 로고
    • Progress in renewable polymers from natural terpenes, terpenoids, and rosin
    • Wilbon, P. A.; Chu, F.; Tang, C. Progress in renewable polymers from natural terpenes, terpenoids, and rosin Macromol. Rapid Commun. 2013, 34, 8-37
    • (2013) Macromol. Rapid Commun. , vol.34 , pp. 8-37
    • Wilbon, P.A.1    Chu, F.2    Tang, C.3
  • 4
    • 84874905056 scopus 로고    scopus 로고
    • Controlled polymerization of next-generation renewable monomers and beyond
    • Yao, K.; Tang, C. Controlled polymerization of next-generation renewable monomers and beyond Macromolecules 2013, 46, 1689-1712
    • (2013) Macromolecules , vol.46 , pp. 1689-1712
    • Yao, K.1    Tang, C.2
  • 5
    • 77649197335 scopus 로고    scopus 로고
    • Reactive compatibilization of poly(L-lactide) and conjugated soybean oil
    • Gramlich, W. M.; Robertson, M. L.; Hillmyer, M. A. Reactive compatibilization of poly(L-lactide) and conjugated soybean oil Macromolecules 2010, 43, 2313-2321
    • (2010) Macromolecules , vol.43 , pp. 2313-2321
    • Gramlich, W.M.1    Robertson, M.L.2    Hillmyer, M.A.3
  • 7
    • 0035946744 scopus 로고    scopus 로고
    • New soybean oil-styrene-divinylbenzene thermosetting copolymers. I. Synthesis and characterization
    • Li, F.; Larock, R. C. New soybean oil-styrene-divinylbenzene thermosetting copolymers. I. Synthesis and characterization J. Appl. Polym. Sci. 2001, 80, 658-670
    • (2001) J. Appl. Polym. Sci. , vol.80 , pp. 658-670
    • Li, F.1    Larock, R.C.2
  • 8
    • 77649187982 scopus 로고    scopus 로고
    • Thermosetting (bio)materials derived from renewable resources: A critical review
    • Raquez, J. M.; Deleglise, M.; Lacrampe, M. F.; Krawczak, P. Thermosetting (bio)materials derived from renewable resources: A critical review Prog. Polym. Sci. 2010, 35, 487-509
    • (2010) Prog. Polym. Sci. , vol.35 , pp. 487-509
    • Raquez, J.M.1    Deleglise, M.2    Lacrampe, M.F.3    Krawczak, P.4
  • 9
    • 25444474525 scopus 로고    scopus 로고
    • Synthesis and polymerization of the acrylamide derivatives of fatty compounds
    • Eren, T.; Kusefoglu, S. H. Synthesis and polymerization of the acrylamide derivatives of fatty compounds J. Appl. Polym. Sci. 2005, 97, 2264-2272
    • (2005) J. Appl. Polym. Sci. , vol.97 , pp. 2264-2272
    • Eren, T.1    Kusefoglu, S.H.2
  • 10
    • 60649104917 scopus 로고    scopus 로고
    • A new route to acrylate oils: Crosslinking and properties of acrylate triglycerides from high oleic sunflower oil
    • Montero de Espinosa, L.; Ronda, J. C.; Galia, M.; Cadiz, V. A new route to acrylate oils: Crosslinking and properties of acrylate triglycerides from high oleic sunflower oil J. Polym. Sci., Part A: Polym. Chem. 2009, 47, 1159-1167
    • (2009) J. Polym. Sci., Part A: Polym. Chem. , vol.47 , pp. 1159-1167
    • Montero De Espinosa, L.1    Ronda, J.C.2    Galia, M.3    Cadiz, V.4
  • 11
    • 0037422491 scopus 로고    scopus 로고
    • Drying and semidrying oil macromonomers. III. Styrenation of sunflower and linseed oils
    • Akbas, T.; Beker, Ü. G.; Güner, F. S.; Erciyes, A. T.; Yagci, Y. Drying and semidrying oil macromonomers. III. Styrenation of sunflower and linseed oils J. Appl. Polym. Sci. 2003, 88, 2373-2376
    • (2003) J. Appl. Polym. Sci. , vol.88 , pp. 2373-2376
    • Akbas, T.1    Beker, Ü.G.2    Güner, F.S.3    Erciyes, A.T.4    Yagci, Y.5
  • 12
    • 33750325127 scopus 로고    scopus 로고
    • Soybean and castor oil based monomers: Synthesis and copolymerization with styrene
    • Can, E.; Wool, R. P.; Küsefoǧlu, S. Soybean and castor oil based monomers: Synthesis and copolymerization with styrene J. Appl. Polym. Sci. 2006, 102, 2433-2447
    • (2006) J. Appl. Polym. Sci. , vol.102 , pp. 2433-2447
    • Can, E.1    Wool, R.P.2    Küsefoǧlu, S.3
  • 13
    • 55049092981 scopus 로고    scopus 로고
    • Synthesis of triglyceride-based urethane macromers and their use in copolymerization
    • Koprululu, A.; Onen, A.; Serhatli, I. E.; Guner, F. S. Synthesis of triglyceride-based urethane macromers and their use in copolymerization Prog. Org. Coat. 2008, 63, 365-371
    • (2008) Prog. Org. Coat. , vol.63 , pp. 365-371
    • Koprululu, A.1    Onen, A.2    Serhatli, I.E.3    Guner, F.S.4
  • 15
    • 84875957429 scopus 로고    scopus 로고
    • Flame retardant UV-curable acrylated epoxidized soybean oil based organic-inorganic hybrid coating
    • Basturk, E.; Inan, T.; Gungor, A. Flame retardant UV-curable acrylated epoxidized soybean oil based organic-inorganic hybrid coating Prog. Org. Coat. 2013, 76, 985-992
    • (2013) Prog. Org. Coat. , vol.76 , pp. 985-992
    • Basturk, E.1    Inan, T.2    Gungor, A.3
  • 16
    • 79953652934 scopus 로고    scopus 로고
    • Soy-based, high biorenewable content UV curable coatings
    • Chen, Z.; Wu, J. F.; Fernando, S.; Jagodzinski, K. Soy-based, high biorenewable content UV curable coatings Prog. Org. Coat. 2011, 71, 98-109
    • (2011) Prog. Org. Coat. , vol.71 , pp. 98-109
    • Chen, Z.1    Wu, J.F.2    Fernando, S.3    Jagodzinski, K.4
  • 17
    • 69949151291 scopus 로고    scopus 로고
    • Renewable nanocomposite polymer foams synthesized from Pickering emulsion templates
    • Blaker, J. J.; Lee, K.-Y.; Li, X.; Menner, A. Bismarck, A. Renewable nanocomposite polymer foams synthesized from Pickering emulsion templates Green Chem. 2009, 11, 1321-1326
    • (2009) Green Chem. , vol.11 , pp. 1321-1326
    • Blaker, J.J.1    Lee, K.-Y.2    Li, X.3    Menner, A.4    Bismarck, A.5
  • 18
    • 33644532848 scopus 로고    scopus 로고
    • Acrylated vegetable oils as photocrosslinkable materials
    • Pelletier, H.; Belgacem, N.; Gandini, A. Acrylated vegetable oils as photocrosslinkable materials J. Appl. Polym. Sci. 2006, 99, 3218-3221
    • (2006) J. Appl. Polym. Sci. , vol.99 , pp. 3218-3221
    • Pelletier, H.1    Belgacem, N.2    Gandini, A.3
  • 19
    • 79959301246 scopus 로고    scopus 로고
    • Use of maleated castor oil as biomodifier in unsaturated polyester resin/fly ash composites
    • Ghorui, S.; Bandyopadhyay, N. R.; Ray, D.; Sengupta, S.; Kar, T. Use of maleated castor oil as biomodifier in unsaturated polyester resin/fly ash composites Ind. Crops Prod. 2011, 34, 893-899
    • (2011) Ind. Crops Prod. , vol.34 , pp. 893-899
    • Ghorui, S.1    Bandyopadhyay, N.R.2    Ray, D.3    Sengupta, S.4    Kar, T.5
  • 20
    • 33745009158 scopus 로고
    • Chemistry of dicyclopentadiene. I. Hydration and rearrangement
    • Bruson, H. A.; Riener, T. W. Chemistry of dicyclopentadiene. I. Hydration and rearrangement J. Am. Chem. Soc. 1945, 67, 723-728
    • (1945) J. Am. Chem. Soc. , vol.67 , pp. 723-728
    • Bruson, H.A.1    Riener, T.W.2
  • 21
    • 0038976007 scopus 로고
    • A convenient use of polyphosphoric acid in the esterification reaction between (meth)acrylic acid and (cyclo)alkenes
    • Ndong Mebah, J. M.; Mieloszynski, J. L.; Paquer, D. A convenient use of polyphosphoric acid in the esterification reaction between (meth)acrylic acid and (cyclo)alkenes New J. Chem. 1993, 17, 835-841
    • (1993) New J. Chem. , vol.17 , pp. 835-841
    • Ndong Mebah, J.M.1    Mieloszynski, J.L.2    Paquer, D.3
  • 22
    • 0036931256 scopus 로고    scopus 로고
    • Clean synthesis of F-carboxylic esters of sec-alcohols and ω-haloalkyl alcohols
    • Taniguchi, T.; Hayashi, E.; Ono, T. Clean synthesis of F-carboxylic esters of sec-alcohols and ω-haloalkyl alcohols Green Chem. 2002, 4, 595-598
    • (2002) Green Chem. , vol.4 , pp. 595-598
    • Taniguchi, T.1    Hayashi, E.2    Ono, T.3
  • 23
    • 1242317728 scopus 로고    scopus 로고
    • Esterification of aliphatic acids with olefin promoted by BroÌ·nsted acidic ionic liquids
    • Gu, Y.; Shi, F.; Deng, Y. Esterification of aliphatic acids with olefin promoted by BroÌ·nsted acidic ionic liquids J. Mol. Catal. A: Chem. 2004, 212, 71-75
    • (2004) J. Mol. Catal. A: Chem. , vol.212 , pp. 71-75
    • Gu, Y.1    Shi, F.2    Deng, Y.3
  • 24
    • 3042762346 scopus 로고    scopus 로고
    • Sulfamic acid as a green, efficient, recyclable and reusable catalyst for direct addition of aliphatic acid with cyclic olefins
    • Wang, B.; Gu, Y.; Yang, L.; Suo, J.; Kenichi, O. Sulfamic acid as a green, efficient, recyclable and reusable catalyst for direct addition of aliphatic acid with cyclic olefins Catal. Lett. 2004, 96, 71-74
    • (2004) Catal. Lett. , vol.96 , pp. 71-74
    • Wang, B.1    Gu, Y.2    Yang, L.3    Suo, J.4    Kenichi, O.5
  • 25
    • 18744374154 scopus 로고    scopus 로고
    • Gold(I)-catalyzed intermolecular addition of phenols and carboxylic acids to olefins
    • Yang, C.-G.; He, C. Gold(I)-catalyzed intermolecular addition of phenols and carboxylic acids to olefins J. Am. Chem. Soc. 2005, 127, 6966-6967
    • (2005) J. Am. Chem. Soc. , vol.127 , pp. 6966-6967
    • Yang, C.-G.1    He, C.2
  • 26
    • 33749036284 scopus 로고    scopus 로고
    • BroÌ·nsted acid catalyzed addition of phenols, carboxylic acids, and tosylamides to simple olefins
    • Li, Z.; Zhang, J.; Brouwer, C.; Yang, C.-G.; Reich, N. W.; He, C. BroÌ·nsted acid catalyzed addition of phenols, carboxylic acids, and tosylamides to simple olefins Org. Lett. 2006, 8, 4175-4178
    • (2006) Org. Lett. , vol.8 , pp. 4175-4178
    • Li, Z.1    Zhang, J.2    Brouwer, C.3    Yang, C.-G.4    Reich, N.W.5    He, C.6
  • 27
    • 35648949340 scopus 로고    scopus 로고
    • Solid acid catalysis of tandem isomerization-lactonization of olefinic acids
    • Zhou, Y.; Woo, L. K.; Angelici, R. J. Solid acid catalysis of tandem isomerization-lactonization of olefinic acids Appl. Catal., A 2007, 333, 238-244
    • (2007) Appl. Catal., A , vol.333 , pp. 238-244
    • Zhou, Y.1    Woo, L.K.2    Angelici, R.J.3
  • 28
    • 38649091002 scopus 로고    scopus 로고
    • Iron-catalyzed green synthesis of carboxylic esters by the intermolecular addition of carboxylic acids to alkenes
    • Choi, J.-C.; Kohno, K.; Masuda, D.; Yasuda, H.; Sakakura, T. Iron-catalyzed green synthesis of carboxylic esters by the intermolecular addition of carboxylic acids to alkenes Chem. Commun. 2008, 777-779
    • (2008) Chem. Commun. , pp. 777-779
    • Choi, J.-C.1    Kohno, K.2    Masuda, D.3    Yasuda, H.4    Sakakura, T.5
  • 29
    • 77950932916 scopus 로고    scopus 로고
    • Addition reaction of 2-phenylbenzoic acid onto unactivated olefins catalyzed by Ru(II)-xantphos catalysis
    • Oe, Y.; Ohta, T.; Ito, Y. Addition reaction of 2-phenylbenzoic acid onto unactivated olefins catalyzed by Ru(II)-xantphos catalysis Tetrahedron Lett. 2010, 51, 2806-2809
    • (2010) Tetrahedron Lett. , vol.51 , pp. 2806-2809
    • Oe, Y.1    Ohta, T.2    Ito, Y.3
  • 30
    • 77955960846 scopus 로고    scopus 로고
    • Synthesis of bi- and tricyclic acrylates in the presence of boron trifluoride etherate
    • Mamedov, M. K.; Rasulova, R. A. Synthesis of bi- and tricyclic acrylates in the presence of boron trifluoride etherate Russ. J. Org. Chem. 2010, 46, 628-630
    • (2010) Russ. J. Org. Chem. , vol.46 , pp. 628-630
    • Mamedov, M.K.1    Rasulova, R.A.2
  • 32
    • 0028381702 scopus 로고
    • Acid-catalyzed condensation of oleic acid into estolides and polyestolides
    • Isbell, T. A.; Kleiman, R.; Plattner, B. A. Acid-catalyzed condensation of oleic acid into estolides and polyestolides J. Am. Oil Chem. Soc. 1994, 71, 169-174
    • (1994) J. Am. Oil Chem. Soc. , vol.71 , pp. 169-174
    • Isbell, T.A.1    Kleiman, R.2    Plattner, B.A.3
  • 33
    • 2042470112 scopus 로고    scopus 로고
    • Synthesis and physical properties of cuphea-oleic estolides and esters
    • Cermak, S.; Isbell, T. Synthesis and physical properties of cuphea-oleic estolides and esters J. Am. Oil Chem. Soc. 2004, 81, 297-303
    • (2004) J. Am. Oil Chem. Soc. , vol.81 , pp. 297-303
    • Cermak, S.1    Isbell, T.2
  • 34
    • 0036716613 scopus 로고    scopus 로고
    • Physical properties of saturated estolides and their 2-ethylhexyl esters
    • Cermak, S. C.; Isbell, T. A. Physical properties of saturated estolides and their 2-ethylhexyl esters Ind. Crop. Prod. 2002, 16, 119-127
    • (2002) Ind. Crop. Prod. , vol.16 , pp. 119-127
    • Cermak, S.C.1    Isbell, T.A.2
  • 35
    • 0035083316 scopus 로고    scopus 로고
    • Physical properties of estolides and their ester derivatives
    • Isbell, T. A.; Edgcomb, M. R.; Lowery, B. A. Physical properties of estolides and their ester derivatives Ind. Crop. Prod. 2001, 13, 11-20
    • (2001) Ind. Crop. Prod. , vol.13 , pp. 11-20
    • Isbell, T.A.1    Edgcomb, M.R.2    Lowery, B.A.3
  • 36
    • 84874466389 scopus 로고    scopus 로고
    • One-step acrylation of soybean oil (SO) for the preparation of SO-based macromonomers
    • Zhang, P.; Zhang, J. One-step acrylation of soybean oil (SO) for the preparation of SO-based macromonomers Green Chem. 2013, 15, 641-645
    • (2013) Green Chem. , vol.15 , pp. 641-645
    • Zhang, P.1    Zhang, J.2
  • 37
    • 0942268463 scopus 로고    scopus 로고
    • Synthesis and polymerization of the bromoacrylated plant oil triglycerides to rigid, flame-retardant polymers
    • Eren, T.; Küsefoǧlu, S. H. Synthesis and polymerization of the bromoacrylated plant oil triglycerides to rigid, flame-retardant polymers J. Appl. Polym. Sci. 2004, 91, 2700-2710
    • (2004) J. Appl. Polym. Sci. , vol.91 , pp. 2700-2710
    • Eren, T.1    Küsefoǧlu, S.H.2
  • 38
    • 33645783244 scopus 로고    scopus 로고
    • Simultaneous interpenetrating polymer networks based on bromoacrylated castor oil polyurethane
    • Eren, T.; Çolak, S.; Küsefoglu, S. H. Simultaneous interpenetrating polymer networks based on bromoacrylated castor oil polyurethane J. Appl. Polym. Sci. 2006, 100, 2947-2955
    • (2006) J. Appl. Polym. Sci. , vol.100 , pp. 2947-2955
    • Eren, T.1    Çolak, S.2    Küsefoglu, S.H.3
  • 39
    • 0003954817 scopus 로고    scopus 로고
    • Chapter 6: Reactions of Alkenes: Addition Reactions.
    • Carey, F. Organic Chemistry; Chapter 6: Reactions of Alkenes: Addition Reactions. 2003; p 261.
    • (2003) Organic Chemistry , pp. 261
    • Carey, F.1
  • 40
    • 0347007013 scopus 로고
    • Acid-base reactions in trifluoroacetic acid and in several acid media. Relative strengths of acids and bases
    • Bessiere, J. Acid-base reactions in trifluoroacetic acid and in several acid media. Relative strengths of acids and bases Anal. Chim. Acta 1970, 52, 55-63
    • (1970) Anal. Chim. Acta , vol.52 , pp. 55-63
    • Bessiere, J.1
  • 41
    • 0000610240 scopus 로고
    • Hydrolysis of esters of oxy acids: PKa values for strong acids; BroÌ·nsted relationship for attack of water at methyl; Free energies of hydrolysis of esters of oxy acids; And a linear relationship between free energy of hydrolysis and pKa holding over a range of 20 pK units
    • Guthrie, J. P. Hydrolysis of esters of oxy acids: pKa values for strong acids; BroÌ·nsted relationship for attack of water at methyl; free energies of hydrolysis of esters of oxy acids; and a linear relationship between free energy of hydrolysis and pKa holding over a range of 20 pK units Can. J. Chem. 1978, 56, 2342-2354
    • (1978) Can. J. Chem. , vol.56 , pp. 2342-2354
    • Guthrie, J.P.1
  • 43
    • 33947299777 scopus 로고
    • Quantitative aspects of the Lewis acidity of covalent metal halides and their organo derivatives
    • Satchell, D. P. N.; Satchell, R. S. Quantitative aspects of the Lewis acidity of covalent metal halides and their organo derivatives Chem. Rev. 1969, 69, 251-278
    • (1969) Chem. Rev. , vol.69 , pp. 251-278
    • Satchell, D.P.N.1    Satchell, R.S.2
  • 44
    • 0038680736 scopus 로고    scopus 로고
    • Selective picomolar detection of hexachlorobenzene in water using a quartz crystal microbalance coated with a molecularly imprinted polymer thin film
    • Das, K.; Penelle, J.; Rotello, V. M. Selective picomolar detection of hexachlorobenzene in water using a quartz crystal microbalance coated with a molecularly imprinted polymer thin film Langmuir 2003, 19, 3921-3925
    • (2003) Langmuir , vol.19 , pp. 3921-3925
    • Das, K.1    Penelle, J.2    Rotello, V.M.3


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