Yazar "Degirmenci, Mustafa" seçeneğine göre listele

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    Characterization of some di-block copolymers and investigation of their temperature-dependent structural behaviors
    (Int Union Crystallography, 2011) Orujalipoor, Ilghar; Tukel, Caner; Celik, Omer; Ide, Semra; Genli, Nasrettin; Degirmenci, Mustafa
    [Abstract Not Available]
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    Structural and electronic properties of a Benzoin monomer
    (Taylor & Francis Inc, 2019) Kiraz, Asli Oeztuerk; Celik, OEmer; Degirmenci, Mustafa
    In the present work, we report structural and electronic properties of a benzoin monomer named as 2-oxo-1,2-diphenylethyl-2-bromopropanoate (C17H14BrO3). The previously synthesized compound is characterized by single crystal X-ray diffraction. The optimized molecular geometry (bond lengths, and bond angles), HOMO-LUMO analysis and molecular electrostatic potential (MEP) are calculated by density functional theory (DFT) and Hartree-Fock (HF) methods with 6-311G(d) basis set in the neutral ground state and using DFT methods for singly oxidized doublet, singly reduced doublet, and neutral triplet state for the benzoin compound. The X-ray structure determination of the compound is compatible with the geometric parameters calculated at B3LYP/6-311G(d). In the triplet state the HOMO-LUMO energy gap of 2.39 eV which indicates semi-conductor property is recommended for the photovoltaic devices.
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    Synthesis and characterization of an A2B2-type miktoarm star copolymer based on poly(?-caprolactone) and poly(cyclohexene oxide)
    (Springer, 2019) Uyar, Zafer; Genli, Nasrettin; Cay, Bahri; Arslan, Ulku; Durgun, Mustafa; Degirmenci, Mustafa
    An A(2)B(2)-type miktoarm star copolymer with two linear poly(epsilon-caprolactone) (PCL) and two linear poly(cyclohexene oxide) (PCHO) arms was synthesized by using ring-opening polymerization (ROP), click chemistry, and photoinduced cationic polymerization, respectively. The ROP of epsilon-CL with a dihydroxy functional initiator, 3-cyclohexene-1,1-dimethanol, produced a well-defined two-arm PCL with a cyclohexene end-functional group, (PCL)(2)-CH. The subsequent bromination of (PCL)(2)-CH followed by azidation gave a diazido end-functionalized PCL, (PCL)(2)-(N-3)(2). Then, a well-defined two-arm PCL macrophotoinitiator with benzoin end-functional groups, (PCL)(2)-(PI)(2), was prepared by the azide/alkyne click reaction of this (PCL)(2)-(N-3)(2) and PI-alkyne, a separately prepared benzoin photoinitiator bearing a terminal alkyne group. Solid data obtained from the H-1 NMR, FT-IR, GPC, UV, and fluorescence spectroscopic studies proved the successful formation of the macrophotoinitiator having a core connected to two PCL chains and two benzoin photofunctional groups (PI). Finally, a novel A(2)B(2)-type miktoarm star copolymer was synthesized via photoinduced free radical-promoted cationic polymerization of cyclohexene oxide (CHO) monomer using (PCL)(2)-(PI)(2) as photoinitiator. The obtained star copolymer consists of two PCL arms as A blocks and two PCHO arms as B blocks, (PCL)(2)-(PCHO)(2), and was characterized by H-1 NMR, FT-IR, and GPC measurements. The thermal behaviors of all the intermediate and final polymers were studied by thermogravimetric and differential thermal analysis (TG/DTA).
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    Synthesis and characterization of epoxy-chain end(s) functional macromonomer of polystyrene and its use in photoinitiated cationic polymerization
    (Springer, 2014) Degirmenci, Mustafa; Genli, Nasrettin
    A novel epoxy chain-end(s) functional polystyrene macromonomer (PSt-CHO) was prepared via free radical polymerization (FRP) of styrene (St) initiated by 4,4'-azobis(3-cyclohexenylmethyl-4-cyanopentanoate) (ACCP) azo initiator and epoxidation on workup with 3-chloroperoxybenzoic acid under inert atmosphere in methylene chloride at 0 degrees C. 4,4'-Azobis(4-cyanopentanoyl chloride) (ACPC) was obtained by the reaction of 4,4'-azobis(4-cyanopentanoic acid) (ACPA) with phosphorus pentachloride in methylene chloride. The ACCP was synthesized by the condensation reaction of 3-cyclohexene-1-methanol with ACPC. The FRP of styrene with ACCP has yielded polystyrene with cyclohexene end(s) group (PSt-CH). Epoxidation of the PSt-CH was performed using 3-chloroperoxybenzoic acid to obtain epoxy chain-end(s) functional polystyrene macromonomer (PSt-CHO). This macromonomer was used as precursor in photoinitiated cationic polymerization for obtaining brush-type and graft copolymers. Photoinitiated cationic homopolymerization of the macromonomer in the presence of diphenyliodonium salt at lambda = 300 nm yielded brush-type polymers. Photoinitiated cationic copolymerization of the macromonomer with cyclohexene oxide (CHO) monomer and diphenyliodonium salt at lambda = 350 nm produced graft copolymers. The polymers synthesized were characterized by means of FTIR, (HNMR)-H-1 and gel permeation chromatography measurements. All the spectroscopic studies revealed that a macromonomer of polystyrene with cyclohexene oxide (CHO) functionality at the chain end(s) (PSt-CHO) and their brush-type and graft copolymers were obtained.
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    Synthesis and characterization of mid-chain macrophotoinitiator of poly(?-caprolactone) by combination of ROP and click chemistry
    (Springer, 2014) Degirmenci, Mustafa; Sarac, Mehmet Akif; Genli, Nasrettin
    Well-defined mid-chain functional macrophotoinitiator of poly(epsilon-caprolactone) (PCL-PI-PCL) was synthesized by combination of ring-opening polymerization (ROP) and click chemistry strategy. Dibromo functional photoinitiator (Br-PI-Br) was prepared by the condensation of 2-bromopropanoyl bromide with 2-hydroxy-1-[4-(2-hydroxyethoxy)phenyl]-2-methyl propan-1-one (PI). Subsequently, terminal bromo groups in Br-PI-Br were converted to azido groups to form diazido functional photoinitiator (N-3-PI-N-3) using NaN3. Well-defined precursor alkyne-functionalized PCL (alkyne-PCL) was prepared by ROP of epsilon-CL in the presence of propargyl alcohol as the initiator and stannous-2-ethylhexanoate (Sn(Oct)2) as the catalyst. Finally, the alkyne-functionalized PCL was coupled with N-3-PI-N-3 with high efficiency by click chemistry. The spectroscopic studies showed that low-polydispersity PCL with desired photoinitiator functionality in the middle of the chain was obtained.
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    Synthesis of a well-defined end-chain macrophotoinitiator of poly(? - caprolactone) by combination of ring-opening polymerization and click chemistry
    (Springer, 2014) Degirmenci, Mustafa; Besli, Pinar Atuk; Genli, Nasrettin
    A novel well-defined end-chain functional macrophotoinitiator of poly(epsilon - caprolactone) (BPI-PCL) with controlled molecular weight and narrow molecular weight distribution was successfully synthesized by combination of ring opening polymerization (ROP) and click chemistry. The synthetic procedure for the preparation of a macrophotoinitiator involves three steps: (1) an azido-functionalized benzoin photoinitiator (BPI-N-3) by transformation of a bromine-end group of BPI-Br compound into an azido group using NaN3; (2) an alkyne end-functionalized PCL (alkyne-PCL) precursor by ROP of epsilon - caprolactone (epsilon - CL) using propargyl alcohol as the initiator and stannous-2-ethylhexanoate (Sn(Oct)(2)) as the catalyst; and (3) BPI-PCL through click reaction between alkyne-PCL and BPI-N-3 using Cu(I) as a catalyst. The H-1 NMR, FTIR, UV-vis, fluorescence and gel permeation chromatography techniques were used to characterize the chemical structures of the intermediates and the target macrophotoinitiator. The obtained BPI-PCL macrophotoinitiator was used as a precursor in photoinitiated free radical promotedcationic polymerization to synthesize a poly(epsilon - caprolactone)-poly(cyclohexene oxide) (PCL-PCHO) block copolymer. The thermal behavior of the polymers was studied by differential thermal analysis and thermogravimetric analysis methods.
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    Synthesis of well-defined bisbenzoin end-functionalized poly(?-caprolactone) macrophotoinitiator by combination of ROP and click chemistry and its use in the synthesis of star copolymers by photoinduced free radical promoted cationic polymerization
    (Taylor & Francis Ltd, 2017) Uyar, Zafer; Degirmenci, Mustafa; Genli, Nasrettin; Yilmaz, Ayse
    A new well-defined bisbenzoin group end-functionalized poly(epsilon-caprolactone) macrophotoinitiator (PCL-(PI) 2) was synthesized by combination of ring opening polymerization (ROP) and click chemistry. The ROP of epsilon-CL monomer in bulk at 110 degrees C, by means of a hydroxyl functional initiator namely, 3-cyclohexene-1-methanol in conjunction with stannous-2-ethylhexanoate, (Sn(Oct)(2)), yielded a well-defined PCL with a cyclohexene end-chain group (PCL-CH). The bromination and subsequent azidation of the cyclohexene end-chain group gave bisazido functionalized poly(epsilon-caprolactone) (PCL-(N-3)(2)). Separately, an acetylene functionalized benzoin photoinitiator (PI-alkyne) was synthesized by using benzoin and propargyl bromide. Then the click reaction between PCL-(N-3)(2) and PI-alkyne was performed by Cu(I) catalysis. The spectroscopic studies revealed that poly(epsilon-caprolactone) with bisbenzoin photoactive functional group at the chain end (PCL-(PI)(2)) with controlled chain length and low-polydispersity was obtained. This PCL-(PI)(2) macrophotoinitiator was used as a precursor in photoinduced free radical promoted cationic polymerization to synthesize an AB(2)-type miktoarm star copolymer consisting of poly(epsilon-caprolactone) (PCL, as A block) and poly(cyclohexene oxide) (PCHO, as B block), namely PCL(PCHO)(2).