Design of New Camelina Oil-Based Hydrophilic Monomers for Novel Polymeric Materials

Journal of the American Oil Chemists' Society - Tập 92 - Trang 881-891 - 2015
Brindusa Balanuca1,2, Raluca Stan2, Anamaria Hanganu3, Adriana Lungu1, Horia Iovu1,4
1Advanced Polymer Materials Group, Department of Bioresources and Polymer Science, University Politehnica of Bucharest, Bucharest, Romania
2Department of Organic Chemistry “Costin Nenitescu”, University Politehnica of Bucharest, Bucharest, Romania
3Center of Organic Chemistry “Costin D. Nenitescu”, Romanian Academy, Bucharest, Romania
4Academy of Romanian Scientists, Bucharest, Romania

Tóm tắt

Triglyceride-based monomers represent a competitive alternative to petrochemical resources in the macromolecular compounds area. In the current study, several types of hydrophilic camelina oil (CO)-based monomers were synthesized using tunable experimental protocols that involve three different steps: first—conversion of the double bonds into epoxy rings, second—partial opening of the epoxy rings and methacrylic groups grafting and last—opening of the unreacted epoxy rings and hydrophilic units attaching. 1H-NMR, 13C-NMR and FTIR spectroscopy demonstrate the success of the CO functionalization with polymerizable and hydrophilic moieties—polyethylene glycol units—with different molecular weights, exhibiting self-emulsifiable properties. Several bulk and emulsion polymerization tests were performed for the synthesized monomers and their ability to build polymer networks using different photo-chemical procedures (using visible and UV radiations respectively) was demonstrated, without additional surfactants. FTIR spectroscopy indicates the polymerization success by the disappearance of the specific bands assigned to the double bonds from methacrylic groups and thermogravimetric analysis demonstrates that the emulsion polymerization leads to materials with an improved thermostability.

Tài liệu tham khảo

Sharma V, Kundu PP (2006) Addition polymers from natural oils. Prog Polym Sci 31:983–1008

Vahvaselkä M, Laakso S (2010) Production of cis-9, trans-11-conjugated linoleic acid in camelina meal and okara by an oat-assisted microbial process. J Agric Food Chem 58:2479–2482

Soriano NU, Narani A (2012) Evaluation of biodiesel derived from Camelina sativa. J Am Oil Chem Soc 89:917–923

Sulca NM, Munteanu AV, Popescu RG, Lungu A, Stan R, Iovu H (2010) Dibenzylidene sorbitol derivatives for improving dental materials properties. UPB Sci Bull Series B 72:25–36

Trouvé G (2000) Utilization of ethoxylated fatty acid esters as self-emulsifiable compounds. US Patent 6,103,770