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Polymeric Linoleic Acid–Polyolefin Conjugates: Cell Adhesion and Biocompatibility

  • Original Paper
  • Published:
Journal of the American Oil Chemists' Society

Abstract

To diversify edible-oil polymer composite, polymeric linoleic acid (PLina) peroxide was obtained by the auto-oxidation of linoleic acid in a simple way for use as a macroinitiator in free radical polymerization of vinyl monomers. Peroxidation, epoxidation, and/or perepoxidation reactions of linoleic acid under air at room temperature resulted in PLina, having soluble fraction more than 91 weight percent (wt%), with molecular weight ranging from 1,644 to 2,763 Da, and containing up to 1.0 wt% of peroxide. PLina initiated the free radical polymerization of ether styrene (S), methyl methacrylate (MMA), or n-butyl methacrylate (nBMA) to give PLina-g-polystyrene (PS), PLina-g-poly-MMA (PMMA), and PLina-g-poly- nBMA (PnBMA) graft copolymers. The polymers obtained were characterized by proton nuclear magnetic resonance (1H NMR), thermal gravimetric analysis (TGA), differential scanning calorimetry (DSC), and gel permeation chromatography (GPC) techniques. Microstructure of the graft copolymers was observed by using scanning electron microscope (SEM). Graft copolymers obtained contained polymeric linoleic acid in a range between 8.5 and 19.3 mol percent (mol%). PLina-g-PS, PLina-g-PMMA and PLina-g-PnBMA graft copolymer samples were also used in cell culture studies. Fibroblast and macrophage cells were strongly adhered and spread on the copolymer film surfaces. These newly synthesized copolymers were tested for their effects on human blood protein adsorption compared with PMMA graft copolymers containing polymeric soybean oil and polymeric linseed oil; interestingly we observed a dramatic decrease in the protein adsorption on the linoleic acid graft copolymer, which is important in tissue engineering.

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Acknowledgment

This work was financially supported by Zonguldak Karaelmas University Research Fund and partially supported by TÜBİTAK research project (Grant no. 104M128).

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Arts and Sciences, Zonguldak Karaelmas University, 67100, Zonguldak, Turkey

    Birten Çakmaklı & Baki Hazer

  2. Department of Immunology, Zonguldak Karaelmas University, 67100, Zonguldak, Turkey

    İshak Özel Tekin

  3. Department of Biochemistry, Faculty of Medicine, Zonguldak Karaelmas University, 67100, Zonguldak, Turkey

    Şerefden Açıkgöz & Murat Can

Authors
  1. Birten Çakmaklı
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  2. Baki Hazer
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  3. İshak Özel Tekin
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  4. Şerefden Açıkgöz
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  5. Murat Can
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Correspondence to Baki Hazer.

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Çakmaklı, B., Hazer, B., Tekin, İ.Ö. et al. Polymeric Linoleic Acid–Polyolefin Conjugates: Cell Adhesion and Biocompatibility. J Amer Oil Chem Soc 84, 73–81 (2007). https://doi.org/10.1007/s11746-006-1011-7

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  • DOI: https://doi.org/10.1007/s11746-006-1011-7

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