Abstract
A poly(linolenic acid)-g-poly(tert-butyl acrylate) graft copolymer was synthesized from polymeric linolenic acid peroxide possessing peroxide groups in the main chain by free radical polymerization of tert-butyl acrylate. Graft copolymers having structures of poly(linolenic acid)-g-poly(caprolactone)-g-poly(tert-butyl acrylate) were synthesized from polymeric linolenic acid, possessing peroxide groups on the main chain by the combination of free radical polymerization of tert-butyl acrylate and ring-opening polymerization of ε-caprolactone in one-pot. The obtained graft copolymers were characterized by proton nuclear magnetic resonance, gel permeation chromatography, thermal gravimetric analysis, differential scanning calorimetry, and scanning electron microscopy techniques. Furthermore, Au/n-Si diodes were fabricated with and without poly(linolenic acid)-g-poly(caprolactone)-g-poly(tert-butyl acrylate)-4 to form a new interfacial polymeric layer for the purpose of investigating this polymer’s conformity in electronic applications. Some main electrical characteristics of these diodes were investigated using experimental current–voltage measurements in the dark and at room temperature.
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References
Zulfikar MA, Mohammed AW, Kadhum AA, Hilal N (2007) Synthesis and characterization of poly(methyl methacrylate)/SiO2 hybrid membrane. Mater Sci Eng A452–453:422–426
Kaur I, Kumar S, Misra BN, Chauhan GS (1999) Graft copolymerization of 2-vinyl pyridine and styrene onto isotactic polypropylene powder by the preirradiation method. Mater Sci Eng A270:137–144
Savaskan S, Hazer B (1996) Synthesis of a new macromonomeric peroxyinitiator having poly(tetrahydrofuran) Units. Macromol Mater Eng 239:13–26
Wu B, Lenz RW, Hazer B (1999) Polymerization of methyl methacrylate and its copolymerization with ε-caprolactone catalyzed by isobutylalumoxane catalyst. Macromolecules 32:6856–6859
Eroğlu MS, Hazer B, Güven O, Baysal BM (1996) Preparation and thermal characterization of block copolymers by macroazonitriles having glycidyl azide and epichlorohydrin moieties. J Appl Polym Sci 60:2141–2147
Yildiz U, Hazer B (2000) Dispersion redox copolymerization of methyl methacrylate with macromonomeric azoinitiator as a macrocrosslinker. Polymer 41:539–544
Cakmakli B, Hazer B, Tekin IO, Comert FB (2005) Synthesis and characterization of polymeric soybean oil-g-methyl methacrylate (and n-butyl methacrylate) graft copolymers: Biocompatibility and bacterial adhesion. Biomacromolecules 6:1750–1758
Cakmakli B, Hazer B, Tekin IO, Acikgoz S, Can M (2007) Polymeric linoleic acid–polyolefin conjugates: Cell adhesion and biocompatibility. J Am Oil Chem Soc 84:73–81
Cakmakli B, Hazer B, Tekin IO, Kizgut S, Koksal M, Menceloglu YZ (2004) Synthesis and characterization of polymeric linseed oil grafted methyl methacrylate or styrene. Macromol Biosci 4:649–655
Allı A, Hazer B (2008) Poly(N-isopropylacrylamide) thermoresponsive cross-linked conjugates containing polymeric soybean oil and/or polypropylene glycol. Eur Polym J 44:1701–1713
Allı A, Hazer B (2011) Synthesis and characterization of poly(N-isopropyl acryl amide)-g-poly(linoleic acid)/poly(linolenic acid) graft copolymers. J Am Oil Chem Soc 88:255–263
Culcu H, Allı A, Allı S, Gökçen M (2015) Synthesis and characterization of poly(linoleic acid)-g-poly(methyl methacrylate) graft copolymer with applying in Au/PLiMMA/n-Si diode. Mater Sci Semicond Process 31:639–643
Allı A, Allı S, Becer CR, Hazer B (2014) One-pot synthesis of poly(linoleic acid)-g-poly(styrene)-g-poly(ε-caprolactone) graft copolymers. J Am Oil Chem Soc 91:849–858
Allı A, Sanal T, Hazer B (2015) Redox polymerization of N-isopropylacrylamide by using hydroxylated soya oil polymer. Turk J Chem 39:382–394
Allı A, Allı S, Becer CR, Hazer B (2016) Nitroxide-mediated copolymerization of styrene and pentafluorostyrene initiated by polymeric linoleic acid. Eur J Lipid Sci Tech 118:279–287
Cakmakli B, Hazer B, Erdogan T, Mutlu AG (2013) DNA adsorption and dynamic mechanical analysis of polymeric oil/oil acid copolymers. J Polym Res 20:93–102
Kılıcay E, Cakmaklı B, Hazer B, Denkbas EB, Acikgöz B (2011) Acetylsalicylic acid loading and release studies of the PMMA-g-polymeric oils/oily acids micro and nanospheres. J Appl Polym Sci 119:1610–1618
Cakmakli B, Hazer B, Acikgöz S, Can M, Comert FB (2007) PMMA-multigraft copolymers derived from linseed oil, soybean oil, and linoleic acid: protein adsorption and bacterial adherence. J Appl Polym Sci 105:3448–3457
Yasan M, Gökçen M, Allı A, Allı S (2015) Electrical characterization of Au/poly(linoleic acid)-g-poly(methyl methacrylate) (PLiMMA)/n-Si diode in dark and under illumination. Curr Appl Phys 15:14–17
Ozturk T, Goktas M, Hazer B (2010) One-step synthesis of triarm block copolymers via simultaneous reversible-addition fragmentation chain transfer and ring-opening polymerization. J Appl Polym Sci 117:1638–1645
Schmid C, Falkenhagen J, Barner-Kowollik CJ (2011) An efficient avenue to poly(styrene)-block-poly(ε-caprolactone) polymers via switching from RAFT to hydroxyl functionality: Synthesis and characterization. Polym Sci Part A: Polym Chem 49:1–10
Yu YC, Li G, Kang HU, Youk JU (2012) One-step synthesis of poly(alkyl methacrylate)-b-polyester block copolymers via a dual initiator route combining RAFT polymerization and ROP. Coll Polym Sci 290:1707–1712
Allı S, Tığlı Aydın SR, Allı A, Hazer B (2015) Biodegradable poly(ε-caprolactone)-based graft copolymers via poly(linoleic acid): In vitro enzymatic evaluation. J Am Oil Chem Soc 92:449–458
Hazer B, Baysal BM (1986) Preparation of block copolymers using a new polymeric peroxycarbamate. Polymer 27:961–968
Gökçen M, Yıldırım M, Demir A, Allı A, Allı S, Hazer B (2014) UV illumination effects on electrical characteristics of metal–polymer–semiconductor diodes fabricated with new poly(propylene glycol)-b-polystyrene block copolymer. Compos Part B Eng 57:8–12
Gökçen M, Allı A (2014) Investigation of electrical and photovoltaic properties of Au/poly(propylene glycol)-b-polystyrene/n-Si diode at various illumination intensities. Philos Mag 94:925–932
Acknowledgments
This work was supported financially by the Turkish Scientific Research Council (Grants Number: 110T884), the Düzce University Research Fund (Grant Numbers: 2014.05.03.234, 2014.05.03.248, 2014.05.02.260, 2015.05.03.343, 2015.05.02.358)
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Allı, A., Arı, Y. & Gökçen, M. Novel Poly(linolenic acid) Graft Copolymers: Synthesis, Characterization and Electrical Properties. J Am Oil Chem Soc 93, 895–904 (2016). https://doi.org/10.1007/s11746-016-2834-5
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DOI: https://doi.org/10.1007/s11746-016-2834-5