Synthesis and Characterization of Acrylated Epoxidized Flaxseed Oil for Biopolymeric Applications

References

AsadauskasS., PerezJ. M. and DudaJ. L., “Oxidative Stability and Antiwear Properties of High Oleic Vegetable Oils”, Lubr. Eng., 52, 877–822 (1996)Search in Google Scholar

AvellaM., ErricoM. E., RimedioR. and SadoccoP., “Preparation of Biodegradable Polyesters/High-Amylose-Starch Composites by Reactive Blending and their Characterization”, J. Appl. Polym. Sci., 83, 1432–1442 (2002) 10.1002/app.2304Search in Google Scholar

AvérousL., “Biodegradable Multiphase Systems Based on Plasticized Starch. Journal of Macromolecular Science”, 44, 231–274 (2004) 10.1081/MC-200029326Search in Google Scholar

BeheraD., BanthiaA. K., “Synthesis, Characterization, and Kinetics Study of Thermal Decomposition of Epoxidized Soybean Oil Acrylate”, J. Appl. Polym. Sci., 109, 2583–2590 (2008) 10.1002/app.28350Search in Google Scholar

BoquillonN., FrignantC., “Polymer Networks Derived from Curing of Epoxidized Linseed Oil: Influence of Different Catalysts and Anhydride Hardeners”, Polymer, 41, 8603–8613 (2000) 10.1016/S0032-3861(00)00256-1Search in Google Scholar

ÇolakS., KüsefoğluS. H., “Synthesis and Interfacial Properties of Aminosilane Derivative of Acrylated Epoxidized Soybean Oil”, J. Appl. Polym. Sci., 104, 2244–2253 (2007) 10.1002/app.25614Search in Google Scholar

DindaS., PatwardhanA. V., GoudV. V. and PradhanN. C., “Epoxidation of Cottonseed Oil by Aqueous Hydrogen Peroxide Catalyzed by Liquid Inorganic Acids” Bioresour. Technol., 99, 3737–3744 (2008) 10.1016/j.biortech.2007.07.015Search in Google Scholar

DuttaN., KarakN. and DoluiS. K., “Synthesis and Characterization of Polyester Resins Based on Nahar Seed Oil”, Prog. Org. Coat., 49, 146–152 (2004) 10.1016/j.porgcoat.2003.09.005Search in Google Scholar

EderK., “Review: Gas Chromatographic Analysis of Fatty Acid Methyl Esters”, J. Chromatogr. B, 671, 113–131 (1995) 10.1016/0378-4347(95)00142-6Search in Google Scholar

ErhanS. Z., ShengQ. and HwangH. S., “Volatile by-Products during Heat Polymerization of Soybean Oil”, J. Am. Oil Chem. Soc., 80, 177–180 (2003) 10.1007/s11746-003-0673-5Search in Google Scholar

Espinoza-PérezJ., HaagensonD., PryorS., UlvenC. and WiesenbornD., “Production and Characterization of Epoxidized Canola Oil”, Trans. ASABE, 52, 1289–97 (2009) 10.13031/2013.27772Search in Google Scholar

FrancucciG., CardonaF. and MantheyN. W., “Cure Kinetics of an Acrylated Epoxidized Hemp Oil Based Bioresin System”, J. Appl. Polym. Sci., 128, 2030–2037 (2012) 10.1002/app.38380Search in Google Scholar

GoudV. V., PradhanN. C. and PatwardhanA. V., “Epoxidation of Karanja. (Pongamia Glabra) Oil by H₂O₂”, J. Am. Oil Chem. Soc., 83, 635–640 (2006) 10.1007/s11746-006-1250-7Search in Google Scholar

GuillénM. D., RuizA., “High Resolution ¹H Nuclear Magnetic Resonance in the Study of Edibleoils and Fats”, Trends Food Sci. Technol., 12, 328–338 (2001) 10.1016/S0924-2244(01)00101-7Search in Google Scholar

GunerF. S., YagciY. and ErciyesA. T., “Polymers from Triglyceride Oils”, Prog. Polym. Sci., 31, 633–670 (2006) 10.1016/j.progpolymsci.2006.07.001Search in Google Scholar

GunstoneF. D., “The Composition of Hydrogenated Fats by High-Resolution 13C-Nuclear Magnetic Resonance Spectroscopy”, J. Am. Oil Chem. Soc., 70, 965–970 (1993)10.1007/BF02543022Search in Google Scholar

GuoA., ChoY. and PetrovicZ.S., “Structure and Properties of Halogenated and Nonhalogenated Soy-Based Polyols”, J. Polym. Sci., Part A: Polym. Chem., 38, 3900–3910 (2000) 10.1002/1099-0518(20001101)38:21<3900::AID-POLA70>3.0.CO;2-ESearch in Google Scholar

HabibF., BajpaiM., “Synthesis and Characterization of Acrylated Epoxidized Soybean Oil for UV Cured Coatings”, Chemistry & Chemical Technology, 5, 317–326 (2011)10.23939/chcht05.03.317Search in Google Scholar

Jalali-HeraviM., MaryamV., “Characterization and Determination of Fatty Acids in Fish Oil Using Gas Chromatography–Mass Spectrometry Coupled with Chemometric Resolution Techniques”, J. Chromatogr. A, 1024, 165–176 (2004) 10.1016/j.chroma.2003.10.032Search in Google Scholar

KhotS. N., LascalaJ. J., CanE., MoryeS. S., WilliamsG. I., PalmeseG. R., KusefogluS. H. and WoolR. P., “Development and Application of Triglyceride-Based Polymers and Composites”, J. Appl. Polym. Sci., 82, 703–723 (2001) 10.1002/app.1897Search in Google Scholar

KiatsimkulP., SuppesG. J., HsiehF., LozadaZ. and TuY., “Preparation of High Hydroxyl Equivalent Weight Polyols from Vegetable Oils”, Ind. Crops Prod., 27, 257–264 (2008) 10.1016/j.indcrop.2007.09.006Search in Google Scholar

KnotheG., KenarJ. A., “Determination of the Fatty Acid Profile by ¹H-NMR Spectroscopy”, Eur. J. Lipid Sci. Technol., 106, 88–96 (2004) 10.1002/ejlt.200300880Search in Google Scholar

La ScalaJ., WoolR.P., “Property Analysis of Triglyceride-Based thermosets”, Polymer, 46, 61–69 (2005) 10.1016/j.polymer.2004.11.002Search in Google Scholar

La ScalaJ., WoolR. P., “The Effect of Fatty Acid Composition on the Acrylation Kinetics of Epoxidized Triacylglycerols”, J. Am. Oil Chem. Soc., 79, 59–63 (2002) 10.1007/s11746-002-0435-4Search in Google Scholar

LiF., HansonM. V., LarockR. C., “Soybean Oil–Divinylbenzene Thermosetting Polymers: Synthesis, Structure, Properties and their Relationships”, Polymer, 42, 1567–79 (2001) 10.1016/S0032-3861(00)00546-2Search in Google Scholar

LiF., LarockR. C., “New Soybean Oil–Styrene–Divinylbenzene Thermosetting Copolymers II: Dynamic Mechanical Properties”, J. Polym. Sci., Part B: Polym Phys., 38, 2721–38 (2000) 10.1002/1099-0488(20001101)38:21<2721::AID-POLB30>3.0.CO;2-DSearch in Google Scholar

LiF., LarockR. C., “New Soybean Oil–Styrene–Divinylbenzene Thermosetting Copolymers IV: Good Damping Properties”, Polym. Adv. Technol., 13, 436–49 (2002) 10.1002/pat.206Search in Google Scholar

LiF., LarockR. C., “New Soybean Oil–Styrene–Divinylbenzene Thermosetting Copolymers I: Synthesis and Characterization”, J. Appl. Polym. Sci., 80, 658–70 (2001) 10.1002/1097-4628(20010425)80:4<658::AID-APP1142>3.0.CO;2-DSearch in Google Scholar

LiuZ. S., ErhranS. Z., AkinD. E. and BartonF. E., “Green Composites from Renewable Resources: Preparation of Epoxidized Soybean Oil and Flax Fiber Composites”, J. Agric. Food Chem., 54, 2134–2137 (2006) 10.1021/jf0526745Search in Google Scholar

LiuZ. S., ErhranS. Z., XuJ. and CalvertP. D., “Development of Soybean Oil-Based Composites by Solid Free-Form Fabrication Method: Epoxidized Soybean Oil with Bis or Polyalkyleneamine Curing Agents System”, J. Appl. Polym. Sci., 85, 2100–2107 (2002) 10.1002/app.10763Search in Google Scholar

TéllezLópez G., Vigueras-SantiagoE. and Hernández-LópezS., “Characterization of Linseed Oil Epoxidized at Different Percentages”, Journal Superficies Y Vacío, 22, 5–10 (2009)Search in Google Scholar

LuJ., KhotS. and WoolR. P., “New Sheet Molding Compound Resins from Soybean Oil. I. Synthesis and Characterization”, Polymer, 46, 71–80 (2005) 10.1016/j.polymer.2004.10.060Search in Google Scholar

LuJ., WoolR. P., “Additive Toughening Effects on New Bio-Based Thermosetting Resins from Plant Oils”, Compos. Sci. Technol., 68, 1025–1033 (2008) 10.1016/j.compscitech.2007.07.009Search in Google Scholar

McmurrayJ. E.: Organic Chemistry: A Biological Approach, Brooks/Cole, Belmont, CA, USA (2007)Search in Google Scholar

MeyerP., TechaphattanaN., ManundaweeS., SangkeawS., JunlakanW. and TonguraiC., “Epoxidation of Soybean Oil and Jatropha Oil”, Thammasat Int. J. Sc. Tech., 13, 1–5 (2008)Search in Google Scholar

NayakP. L., “Natural Oil-Based Polymers: Opportunities and Challenges”, Polym. Rev., 40, 1–21 (2000) 10.1081/MC-100100576Search in Google Scholar

NicolauA., MariathR. M. and SamiosD., “Study of the Properties of Polymers Obtained from Vegetable Oil Derivatives by Light Scattering Techniques”, Mater. Sci. Eng., C, 29, 452–457 (2009) 10.1016/j.msec.2008.08.039Search in Google Scholar

NkwachukwuO. I., ChimaC. H., IkennaA. O. and AlbertL., “Review: Focus on Potential Environmental Issues on Plastic World towards a Sustainable Plastic Recycling in Developing Countries”, Int. J. Ind. Chem., 4, 34–46 (2013) 10.1186/2228-5547-4-34Search in Google Scholar

O'DonnellA., DweibM. A. and WoolR. P., “Natural Fiber Composites with Plant Oil-Based Resin”, Compos. Sci. Technol., 64, 1135–1145 (2004) 10.1016/j.compscitech.2003.09.024Search in Google Scholar

PetrovicZ. S., GuoA., ZhangW., “Structure and Properties of Polyurethanes Based on Halogenated and Nonhalogenated Soy-Polyols”, J. Polym. Sci. Part A: Polym. Chem., 38, 4062–4069 (2000) 10.1002/1099-0518(20001115)38:22<4062::AID-POLA60>3.0.CO;2-LSearch in Google Scholar

RandlesS. J., WrightM., “Environmentally Considerate Ester Lubrication for the Automotive and Engineering Industries”, J. Synth. Lubr., 9, 145–161 (1992) 10.1002/jsl.3000090205Search in Google Scholar

SaithaiP., LecomteJ., DubreucqE. and TanrattanakulV., “Effects of Different Epoxidation Methods of Soybean Oil on the Characteristics of Acrylated Epoxidized Soybean Oil-Co-Poly (methyl methacrylate) Copolymer”, eXPRESS Polym. Lett., 7, 910–924 (2013)10.3144/expresspolymlett.2013.89Search in Google Scholar

SaithaiP., TanrattanakulV., ChinpaW., KaewtathipK. and DubreucqE., “Synthesis and Characterization of Triglyceride-Based Copolymer from Soybean Oil”, Mater. Sci. Forum, 695, 320–323 (2011) 10.4028/www.scientific.net/MSF.695.320Search in Google Scholar

ShabeerA., ChandrashekharaK. and SchumanT., “Synthesis and Characterization of Soy-Based Nanocomposites”, J. Compos. Mater., 41, 1825–49 (2007) 10.1177/0021998307069896Search in Google Scholar

SharmaV. P., KunduP., “Condensation Polymers from Natural Oils”, Prog. Polym. Sci., 33, 1199–1215 (2008) 10.1016/j.progpolymsci.2008.07.004Search in Google Scholar

SharmaV., KunduP. P., “Addition Polymers from Natural Oils – A Review”, Prog. Polym. Sci., 31, 983–1008 (2006) 10.1016/j.progpolymsci.2006.09.003Search in Google Scholar

StaufferC. E.: Fats & Oils, Eagan Press, St. Paul, Minnesota, USA (1996) 10.1094/9780913250907Search in Google Scholar

TanrattanakulV., SaithaiP., “Mechanical Properties of Bioplastics and Bioplastic–Organoclay Nanocomposites Prepared from Epoxidized Soybean Oil With Different Epoxide Contents”, J. Appl. Polym. Sci., 114, 3057–3067 (2009) 10.1002/app.30842Search in Google Scholar

WoolR. P., SunX. S.: Bio-Based Polymers and Composites, Elsevier Academic Press, Boston (2005)10.1016/B978-012763952-9/50017-4Search in Google Scholar

WoolR., KusefogluS. H., PalmeseG., KhotS. and ZhaoR., U.S. Patent 6 121 398 (2000)Search in Google Scholar

WuX., ZhangX., YangS., ChenH. and WangD., “The Study of Epoxidized Rapeseed Oil Used as a Potential Biodegradable Lubricant”, J. Am. Oil Chem. Soc., 77, 561–563 (2000) 10.1007/s11746-000-0089-2Search in Google Scholar

YuL., DeanK. and LiL., “Polymer Blends and Composites from Renewable Resources”, Prog. Polym. Sci., 31, 576–602 (2006) 10.1016/j.progpolymsci.2006.03.002Search in Google Scholar