Journal of Polymer Science Part A: Polymer Chemistry

Cover image for Vol. 48 Issue 8

15 April 2010

Volume 48, Issue 8

Pages 1677–1849

  1. Articles

    1. Top of page
    2. Articles
    3. Rapid Communication
    4. Note
    5. Erratum
    1. Preparation of isotactic-rich poly(dimethyl vinylphosphonate) and poly(vinylphosphonic acid) via the anionic polymerization of dimethyl vinylphosphonate (pages 1677–1682)

      Takehiro Kawauchi, Minori Ohara, Masaru Udo, Mariko Kawauchi and Tsutomu Takeichi

      Article first published online: 8 MAR 2010 | DOI: 10.1002/pola.23918

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      Anionic polymerization of dimethyl vinylphosphonate (DMVP) with t-BuLi in combination with a Lewis acid, n-Bu3Al, in toluene proceeded smoothly to give an isotactic-rich poly(dimethyl vinylphosphonate) (PDMVP) with relatively narrow molecular weight distribution. The isotactic-rich PDMVP showed better thermal property than that of atactic PDMVP. Moreover, a self-standing poly(vinylphosphonic acid) (PVPA) film having high transparency was successfully prepared through the hydrolysis of the isotactic-rich PDMVP.

    2. Pendant structure governed anion sensing property for sulfonamide-functionalized poly(phenylacetylene)s bearing various α-amino acids (pages 1683–1689)

      Ryohei Kakuchi, Ryotaro Shimada, Yasuyuki Tago, Ryosuke Sakai, Toshifumi Satoh and Toyoji Kakuchi

      Article first published online: 8 MAR 2010 | DOI: 10.1002/pola.23919

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      The colorimetric detection of anionic species has been studied for α-amino acid-conjugated poly(phenylacetylene)s, which were prepared by the polymerization of the ethyl esters of N-(4-ethynylphenylsulfonyl)-L-alanine, L-isoleucine, L-valine, L-phenylalanine, L-aspartic acid, and L-glutamic acid using Rh+(2,5-norbornadiene)[(η6-C6H5)B(C6H5)3] as the catalyst in CHCl3. The addition of anions with a relatively high basicity, such as tetra-n-butylammonium acetate and fluoride, induced drastic changes in both the optical and chiroptical properties. The anion signaling property of the sulfonamide-functionalized polymers possessing α-amino acid moieties was significantly affected by the installed residual amino acid structures.

    3. End-functionalization of syndiotactic polystyrene by vinylsilane inducing selective chain transfer reactions (pages 1690–1698)

      Ting-Jui Hsiao and Jing-Cherng Tsai

      Article first published online: 8 MAR 2010 | DOI: 10.1002/pola.23923

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      End-functionalized syndiotactic polystyrene (sPS) can be selectively synthesized via a unique selective chain transfer pathway induced by the incorporation of a vinylsilane end group. The new end-functionalization method offers exciting opportunities for the construction of sPS-based new macromolecular architectures.

    4. Limitations of radical thiol-ene reactions for polymer–polymer conjugation (pages 1699–1713)

      Sandy P. S. Koo, Milan M. Stamenović, R. Arun Prasath, Andrew J. Inglis, Filip E. Du Prez, Christopher Barner-Kowollik, Wim Van Camp and Thomas Junkers

      Article first published online: 8 MAR 2010 | DOI: 10.1002/pola.23933

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      The ability of the radical thiol-ene reaction to serve as a click reaction for polymer–polymer conjugation has been tested on various systems. While functionalization of polymer chains with small molecules can be carried out without many problems, polymer–polymer conjugation could only be achieved when the thiol is in excess of the ene component. Thus, radical thiol-ene cannot be considered to be an efficient “click” reaction in a polymer conjugation context.

    5. Effect of conjugated core building block dibenzo[a,c]phenazine unit on π-conjugated electrochromic polymers: Red-shifted absorption (pages 1714–1720)

      Elif Kose Unver, Simge Tarkuc, Yasemin Arslan Udum, Cihangir Tanyeli and Levent Toppare

      Article first published online: 8 MAR 2010 | DOI: 10.1002/pola.23935

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      The electrosynthesis and electrochemical properties of three different electroactive polymers having a conjugated core building block, dibenzo[a,c]phenazine were performed. Introduction of highly electron-donating (ethylene dioxy unit) group to the monomer not only leads to good solubility, but also a lower oxidation potential. The planarity of the monomer unit allows for a better packing of the monomer chains, thus enhancing π-stacking and consequently lowering the Eg.

    6. Preparation, characterization, and binding profile of molecularly imprinted hydrogels for the peptide hepcidin (pages 1721–1731)

      Vincenzo Abbate, Nunzianda Frascione and Sukhvinder S. Bansal

      Article first published online: 8 MAR 2010 | DOI: 10.1002/pola.23937

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      Molecularly imprinted polymers for the peptide hormone hepcidin were prepared by water-in-oil suspension polymerization under mild conditions leading to spherical microgels. The polymers were analyzed by FTIR, optical and electron microscopy. Quantitative rebinding experiments were conducted using HPLC and UV–Vis and the fluorescent hepcidin-encapsulated beads were observed using fluorescence microscopy.

    7. Synthesis and characterization of ionic conducting sulfonated polybenzimidazoles (pages 1732–1742)

      Julien Jouanneau, Laurent Gonon, Gérard Gebel, Vincent Martin and Régis Mercier

      Article first published online: 8 MAR 2010 | DOI: 10.1002/pola.23938

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      This article describes the synthesis of high molecular weight sulfonated polybenzimidazoles from direct polycondenzation of a sulfonated dicarboxylic acid monomer. A series of polymers with ion exchange capacities ranging from 0 to 3.2 meqH+/g were obtained. The chemical structure of these polymers was evidenced by NMR. Tough and ductile membranes were prepared by solvent casting method. Water uptake and ionic conductivity of these materials were studied.

    8. Synthesis and properties of new aromatic polyisophthalamides with adamantylamide pendent groups (pages 1743–1751)

      Jorge F. Espeso, Ángel E. Lozano, José G. de la Campa, Íñigo García-Yoldi and Javier de Abajo

      Article first published online: 8 MAR 2010 | DOI: 10.1002/pola.23939

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      Aromatic polyisophthalamides (PIPAs) containing pendent adamantylamide groups were prepared from 5-iminocarbonyl-1-adamantyl isophthalic acid and a set of aromatic diamines. This special class of PIPAs exhibits an excellent balance of properties, such as solubility (processability), glass transition temperatures, and mechanical and thermal resistance. Particularly to stress is the high glass transition temperature, which showed some of the current PIPAs, which lies in the range 335–370 °C and qualifies them among the soluble PIPAs with highest Tg ever reported.

    9. SET-LRP of N,N-dimethylacrylamide and of N-isopropylacrylamide at 25 °C in protic and in dipolar aprotic solvents (pages 1752–1763)

      Nga H. Nguyen, Brad M. Rosen and Virgil Percec

      Article first published online: 8 MAR 2010 | DOI: 10.1002/pola.23940

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      The single-electron transfer living radical polymerization (SET-LRP) of water-soluble monomers, N,N-dimethylacrylamide and N-isopropylacrylamide, initiated with 2-methylchloropropionoate in dipolar aprotic and protic solvents is reported. Through the use of Cu(0)-wire/Me6-TREN catalysts, conditions were optimized to minimize the amount of externally added CuCl2 required to maintain a linear evolution of molecular weight with conversion and narrow molecular weight distribution, and thereby reduce the amount of soluble Cu species in the reaction media. Poly(N,N-dimethylacrylamide) and poly(N-isopropylacrylamide) have been extensively studies as components of stimuli-responsive homopolymers and block-copolymers. Therefore, this approach provides a facile route to functional materials.

    10. Facile, efficient functionalization of polyethylene via regioselective copolymerization of ethylene with cyclic dienes (pages 1764–1772)

      Miao Hong, Li Pan, Wei-Ping Ye, Dong-Po Song and Yue-Sheng Li

      Article first published online: 8 MAR 2010 | DOI: 10.1002/pola.23942

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      Efficient and regioselective copolymerization of ethylene with dicyclopentadiene (DCPD) or 2,5-norbornadiene (NBD) has been achieved by using bis(β-enaminoketonato)titanium complexes in the presence of MMAO. The intracyclic double bonds of the copolymers were found highly reactive toward functional reactions, and the functional polyethylene containing epoxy, amine, silane and hydroxyl groups were prepared successfully in mild conditions.

    11. Synthesis of comb polymers via grafting-onto macromolecules bearing pendant diene groups via the hetero-Diels-Alder-RAFT click concept (pages 1773–1781)

      Antoine Bousquet, Christopher Barner-Kowollik and Martina H. Stenzel

      Article first published online: 8 MAR 2010 | DOI: 10.1002/pola.23943

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      Comb polymers were synthesized by the “grafting-onto” method via a combination of Reversible Addition-Fragmentation Chain Transfer (RAFT) polymerization and a hetero-Diels-Alder (HDA) cycloaddition.

    12. A facile strategy to modify TiO2 nanoparticles via surface-initiated ATRP of styrene (pages 1782–1790)

      Wenping Wang, Hengming Cao, Guojun Zhu and Peng Wang

      Article first published online: 8 MAR 2010 | DOI: 10.1002/pola.23946

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      Well-defined TiO2-PS nanocomposites were synthesized via surface-initiated ATRP at 90 °C initiated by modified TiO2 nanoparticles, which was obtained by the ring-opening reaction of the epoxy groups in GPTS molecules with BMPA and the following self-assembly in situ on n-TiO2. GPC analyses indicated the Mn and PDI of the polymers can be well controlled. Furthermore, TGA and DSC analysis demonstrated that both thermal decomposition temperature and Tg were elevated obviously comparing with pristine PS. Further copolymerization of n-butyl methacrylate with the PS modified n-TiO2 as initiator was used to illustrate that the PS moiety is still “living”.

    13. Facile electrochemical preparation of poly(9,9-dichlorofluorene), a new polyfluorene derivative as green light emitter (pages 1791–1799)

      Guangming Nie, Qingfu Guo, Song Wang and Shusheng Zhang

      Article first published online: 8 MAR 2010 | DOI: 10.1002/pola.23947

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      High-quality poly(9,9-dichlorofluorene) (PDCF), a new part soluble polyfluorene derivative, was easily synthesized electrochemically by direct anodic oxidation of 9,9-dichlorofluorene (DCF) in boron trifluoride diethyl etherate (BFEE) containing 15% (by volume) trifluoroacetic acid (TFA). As-formed PDCF films showed higher quality such as redox activity and thermal stability. The FTIR and 1H NMR spectra revealed that the polymerization of PCF was mainly via C(2) and C(7) positions. The fluorescence spectra suggested that PCF film with high fluorescence quantum yield and photochemical stability is a good green light emitter.

    14. Immobilization of capsaicin onto silica nanoparticle surface and stimulus properties of the capsaicin-immobilized silica (pages 1800–1805)

      Takeshi Yamauchi, Tomoya Saitoh, Kumi Shirai, Kazuhiro Fujiki and Norio Tsubokawa

      Article first published online: 8 MAR 2010 | DOI: 10.1002/pola.23948

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      To prepare silica nanoparticle having biorepellent activity, the immobilization of capsaicin onto hyperbranched poly(amidoamine) (PAMAM)-grafted silica was investigated. The immobilization of capsaicin was achieved by the reaction of hydroxyl groups of capsaicin with isocyanate groups of Silica-PAMAM, which were introduced by the treatment with hexamethylene diisocyanate. The amount of capsaicin immobilized onto PAMAM-grafted silica was determined to be 0.10 mmol/g. Capsaicin-immobilized Silica-PAMAM (Silica-PAMAM-Cap) was dispersed uniformly in water. Stimulus activity of Silica-PAMAM-Cap was estimated by using two stimulus tests, a magnus and a paw licking test, to sensory nerve of mice. It was found that the Silica-PAMAM-Cap shows stimulus activity.

    15. New colorless substrates based on polynorbornene-chlorinated polyimide copolymers and their application for flexible displays (pages 1806–1814)

      Myeon-Cheon Choi, Jae-Chul Hwang, Chiwan Kim, Shinji Ando and Chang-Sik Ha

      Article first published online: 8 MAR 2010 | DOI: 10.1002/pola.23949

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      Novel polynorbornene (PNB)-polyimide (PI) copolymers were synthesized based on poly(N-phenyl-exo-norbornene-5,6-dicarboximide) (PPhNI) and chlorinated PI (BPDA/TCDB). The copolymer (PNIC) films exhibited good optical transparency, good thermal stability, and strong resistance against common organic solvents. The flexible OLED fabricated on the ITO-grown PNIC substrate exhibited a performance that was comparable to corresponding ITO-grown glass substrates. Therefore, the ITO-grown PNIC substrate could possibly be a promising candidate as a substrate for flexible displays.

    16. Synthesis and properties of conjugated polymers containing 3,9-carbazolylene and silylenevinylene moieties in the main chain (pages 1815–1821)

      Tatsuya Sasano, Hiromitsu Sogawa, Kosaku Tamura, Masashi Shiotsuki, Toshio Masuda and Fumio Sanda

      Article first published online: 8 MAR 2010 | DOI: 10.1002/pola.23950

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      Novel conjugated polymers containing 3,9-carbazolylene and silylenevinylene moieties were synthesized by the hydrosilylation polymerization of 1,4-bis(3-ethynyl-9-carbazolyl)benzene with various bis(hydrosilane)s or dihydrosilanes using a rhodium catalyst. Polymers with weight-average molecular weights ranging from 5400 to 20,000 were obtained. All the polymers were soluble in CHCl3 and THF, and had predominantly trans-structures. The polymers exhibited λmax at a longer wavelength region than 1,4-bis(3-ethynyl-9-carbazolyl)benzene, and emitted fluorescence in 14–50% quantumn yields. The polymers were oxidized and reduced in the region of 0.4–1.6 V, and thermally stable up to 200 °C under air.

    17. Poly(4,8-bis(2-ethylhexyloxy)benzo[1,2-b:4,5-b′]dithiophene vinylene): Synthesis, optical and photovoltaic properties (pages 1822–1829)

      Youjun He, Yi Zhou, Guangjin Zhao, Jie Min, Xia Guo, Bo Zhang, Maojie Zhang, Jing Zhang, Yongfang Li, Fengling Zhang and Olle Inganäs

      Article first published online: 8 MAR 2010 | DOI: 10.1002/pola.23952

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      Poly(4,8-bis(2-ethylhexyloxy)benzo[1,2-b:4,5-b′]dithiophene vinylene) (PBDTV) was synthesized by Pd-catalyzed Stille-coupling method. Power conversion efficiency of the polymer solar cell based on PBDTV/PC70BM reached 2.63% with Voc = 0.71 V, Isc = 6.46 mA/cm2, and FF = 0.57 under the illumination of AM1.5, 100 mW/cm2.

    18. Combination of transition metal carbonyls and silanes: New photoinitiating systems (pages 1830–1837)

      Mohamad-Ali Tehfe, Jacques Lalevée, Didier Gigmes and Jean Pierre Fouassier

      Article first published online: 8 MAR 2010 | DOI: 10.1002/pola.23956

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      The silyl radical chemistry is used in combination with transition metal carbonyls MC (dimanganese(0) decacarbonyl; dirhenium decacarbonyl; cyclopentadienyl iron(II) dicarbonyl dimer) for both free radical promoted cationic photopolymerization (FRPCP) and free radical photopolymerization (FRP). The new developed photoinitiating systems (MC/silane and MC/silane/iodonium salt) are highly efficient under air. Sunlight irradiations under air can also lead to tack free coatings.

  2. Rapid Communication

    1. Top of page
    2. Articles
    3. Rapid Communication
    4. Note
    5. Erratum
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      Controlled cationic copolymerization of benzaldehyde with isobutyl vinyl ether using base-assisting system (pages 1838–1843)

      Yasushi Ishido, Ryosuke Aburaki, Shokyoku Kanaoka and Sadahito Aoshima

      Article first published online: 8 MAR 2010 | DOI: 10.1002/pola.23945

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      Well-controlled cationic copolymerization of benzaldehyde with IBVE was achieved using ethanesulfonic acid as an initiator in conjunction with GaCl3 in the presence of an added base. Copolymerization proceeded smoothly in toluene at −78 °C, yielding copolymers with very low polydispersity (Mw/Mn ∼ 1.1). Reactive conditions are critical for successful copolymerization: Every single parameter and ingredient is indispensable. For example, only homopolymerization of IBVE occurred in CH2Cl2 or in the absence of an added base.

  3. Note

    1. Top of page
    2. Articles
    3. Rapid Communication
    4. Note
    5. Erratum
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      Synthesis and chiroptical properties of π-conjugated polymer consisting of dihydropentahelicene units with axial chirality (pages 1844–1848)

      Masahiro Abe, Ken Ohmori, Keisuke Suzuki and Takakazu Yamamoto

      Article first published online: 8 MAR 2010 | DOI: 10.1002/pola.23944

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      Poly(dihydropentahelicene) or poly(1,1′-naphthalene- 4,4′-diyl) with axial chirality was prepared. The polymer showed a large circular dichroism of 1.8 degrees/μm in a cast film.

  4. Erratum

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    4. Note
    5. Erratum
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