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ABSTRACTS 2018 AOCS ANNUAL MEETING and EXPO May 6–9, 2018 ABSTRACTS 2018 AOCS ANNUAL MEETING AND EXPO May 6–9, 2018 BIO 1.1/IOP 1: Biorenewable Polymers Chairs: Richard D. Ashby, USDA, ARS, ERRC, USA; and Baki Hazer, Kapadokya University and Bülent Ecevit University, Turkey Synthesis of Resinic Acid and Lignin Derivative in large quantity and high yield via enzymatic Dimers for Copolymerization with Vegetable Oil- catalysis using a laccase. After chemical based Monomers Audrey Llevot*, LCPO, France modifications, the obtained dimers were tested The awareness of environmental in copolymerization with different fatty acid deterioration and our dependency on depleting derivatives. The thermomechanical properties of fossil feedstocks force research to find innovative the polymers will be discussed, as well as the solutions in order to design a more sustainable sustainability of their synthesis. future. With a worldwide plastic production of over 300 million metric tons per year, polymer Dual Cure Alkyds Mark D. Soucek*, University of science represents a very active field in the use of Akron, USA renewable feedstocks. Among the available A number of different approaches have bioresources, vegetable oils lead to a large been used to speed the curing/drying process: platform of aliphatic molecules and to a wide 1) reactive diluents, allyl ether; 2) change catalyst range of thermoplastic and thermoset polymers Fe based; 3) change curing mechanism, moisture, after modifications. In order to broaden the UV or Visible light. Light curable alkyds were palette of renewable polymers, other molecules synthesized by functionalizing hydroxyl need to be investigated and used to tune the terminated medium and long linseed oil alkyds thermomechanical properties of the vegetable with methacryloyl chloride or acryloyl chloride. oil-based aliphatic polymers. Cycloaliphatic and Two glycerol based reactive diluents were aromatic compounds are two categories of prepared by reacting glycerol with methacryloyl molecules which enable the synthesis of chloride or acryloyl chloride. Real time FTIR, polymers with high thermal stability and rigidity. photo-DSC and UV-Rheometer were used to In our work, a polycyclic biobased molecule, i.e., study the curing kinetics of UV curable alkyd with resinic acids, and phenolic compounds potentially 0–30 wt% of reactive diluent. The conversion of derived from lignin were studied as comonomers methacrylic and acrylic double bonds are above for vegetable oil-based polymers. Both classes of 80% within 10s of radiation at wavelength substrates were dimerized in order to get ranging from 320nm to 500nm. The difunctional symmetric synthons. On the one polymerization rate increases with the addition hand, abietic acid dimers synthesized via a of reactive diluent, however the final conversion cationic mechanism were esterified with slightly decreases with increasing percentage of undecenol and copolymerized with undecenyl reactive diluent due to the formation of undecenoate by ADMET methodology. On the crosslinking between UV curable alkyd and other hand, we developed a “green” process to reactive diluent limiting the mobility of the dimerize phenolic compounds derived from lignin reactive double bonds. DMA was utilized to – 1 – ABSTRACTS 2018 AOCS ANNUAL MEETING AND EXPO May 6–9, 2018 determine the Tg and crosslink density of each Stereolithography (SLA), Selective Laser Melting system. With the increase of reactive diluent (SLM), Selective Laser Sintering (SLS), etc. The percentage, initial elastic modulus and crosslink progress in production systems and machinery is density will also increase. followed by strong demand for new materials that can meet the specific requirements of Reflection of Structural features of oils on new technology. Plastics produced from properties of polymeric materials Zoran petrochemicals are common materials in this Petrovic*, Pittsburg State University, USA area. Due to the depleting natural resources and Oils are present in all living organisms as an negative effect of carbon dioxide on the important energy source. They are triglycerides environment, there is a strong demand for of widely varying composition. Natural oils as a replacement of petrochemicals with bio-based platform for new oleochemicals have several renewable resources. Bio-based plastics can be features which make them attractive for a made from a variety of natural resources, range of new products. They are generally very including oils. Bio-oils are emerging and are heterogeneous in structure, length of fatty acids, promising raw materials for synthesis of a variety number of double bonds, with or without of polymers and plastics, including those that can functional groups and varying their positions be used in additive manufacturing. Natural oil in the fatty acid chains. Generally, oil-based based non-isocyanate polyurethanes (NIPUs) materials are softer than corresponding products synthesized from cyclic carbonates and amines from petrochemical sources but structural are promising new materials for this application. peculiarities can be beneficial or detrimental There are some structural specifics of NIPUs depending on application. Effects of specific which give them excellent adhesive properties. features of oils on properties will be discussed. We used soybean oil based NIPUs for improvement of interlayer adhesion of polylactic Bio-based Oil Potential in Additive acid filaments used in AM. The effect of natural Manufacturing. Ivan Javni1, Olivera Bilic2, Jian oil-based NIPUs on physical and mechanical Hong2, Vivek Sharma1, Xianmei Wan1, and Jamie M. Messman4, 1Pittsburg State University, USA; properties of filaments was evaluated. The 2Kansas Polymer Research Center, Pittsburg State experimental results corroborated the presumed University, USA; 3Dept. of Energy's National NIPUs structure and their effect on filament Security Campus, managed by Honeywell FMT, preparation and 3D printing. LLC, USA Additive Manufacturing (AM), or 3D printing Multifunctional Fatty Acid Macroperoxide is a rising technology that is breaking existing Initiators Obtained by the Autoxidization. product design and manufacturing methods. Synthesis of Block/Graft Copolymers via Free This technology is advancing very strongly in Radical and Ring Opening Polymerization Baki 1,2 1 2 capability of making complex elements in low Hazer , Melike Eren , Elif Ayyıldız , Faruk Bahadır1 , 1Bülent Ecevit University Faculty of Arts volumes in a rapid and cost-effective way. This and Sciences, Dept. of Chemistry; Faculty of technology involves very different processes, Engineering, Departments of Metallurgical and such as Fused Deposition Modeling (FDM), Materials Engineering,Turkey; 2 Bülent Ecevit – 2 – ABSTRACTS 2018 AOCS ANNUAL MEETING AND EXPO May 6–9, 2018 University Faculty of Arts and Sciences, Nano amount of trisaturated triacylglycerols from Technology Engineering, Turkey about 4.2% to about 28.5%, 6.8 times higher than Unsaturated plant oils/fatty acids (UPOFA) the initial amount found in the mother oil. The can undergo autoxidation under atmospheric high melting fraction which concentrated with conditions to produce macroperoxide initiators. the trisaturated triacylglycerols is well separated Pure unsaturated fatty acids such as linolenic, from the low melting fraction (shown by the linoleic and oleic acid were exposed to air oxygen differential scanning calorimetry melting profile), under daylight at room temperature which is indicating easy of fractionation. Fractionation of called “ecofriendly autoxidation”. Eco-friendly the EDIE PO produced palm stearin (POs) with an autoxidation process creates peroxide linkages iodine value of less than 10. The POs crystallized in order to obtain fatty acid oligomer that is rapidly and stabilized in mixtures of β and β’ called macroperoxide initiator. Oleic acid crystals. The POs as it is, blended or restructured macroperoxide initiator was used in the free with vegetable oil via interesterification, and radical polymerization of styrene in order to texturized, produced a trans-free hardstock with evaluate the polymerization kinetics. Because of excellent oil binding capacity, and able to different functional groups, the macroperoxide perform effectively as structural fat in the initiators were used in the synthesis of formulation of trans free reduced saturated solid block/graft copolymers. Polystyrene-poly oleic fat products. acid-polycaprolactone, polystyrene-poly oleic acid-polyethylene glycol, poly N-isopropyl acryl Unexpected Selectivity in the Functionalization amide-poly oleic acid-polyethylene glycol of Neat Castor Oil Under Benign Catalyst-free 1 block/graft copolymers were obtained. Structural Conditions Latchmi Raghunanan* , and José M. 2 1 and physicochemical characterization of the Franco , Trent Centre for Biomaterials Research, Departments of Physics & Astronomy and products was done. Lower critical solution Chemistry, Trent University, Canada; 2Pro2TecS- temperature of the thermo responsive double Chemical Product and Process Technology hydrophilic copolymer, poly N-isopropyl acryl Research Centre. Departamento de Ingeniería amide-poly oleic acid-polyethylene glycol was Química, Facultad de Ciencias Experimentales, found to be 36 oC. Universidad, Spain Super Palm Stearin from Enzymatic Directed Abstract Pending Interesterification of Palm Oil Noor Lida Habi Mat Dian*1, Miskandar Mat Sahri1, Tan Chin Ping2, and Lai Oi Ming2, 1Malaysian Palm Oil Board, Malaysia; 2Universiti Putra Malaysia, Malaysia Enzymatic directed interesterification (EDIE) of
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