Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
Australian Journal of Chemistry

Australian Journal of Chemistry

Volume 69 Number 7 2016

RESEARCH FRONT: 35th Australasian Polymer Symposium

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This introduction sets the background to this special issue containing papers collected from the 35th Australasian Polymer Symposium (35APS) which was held on the Gold Coast, Queensland, from 12 to 15 July 2015. These works illustrate both the multidisciplinary nature and the breadth and depth of contemporary polymer science and engineering that was discussed at this meeting.

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Poly(3-hexylthiophene) (P3HT) is a widely used material in organic electronics for its positive characteristics such as solution processability, desirable electronic properties, and stability. Changing the end-functional groups of P3HT to incorporate chalcogens opens up the opportunity to control and alter interactions with different materials, such as inorganic nanoparticles and nanowires.

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Amino acids are nature’s highly functional building blocks. The design and synthesis of polymers functionalized with amino acids enable the production of truly biomimetic materials. Herein, we focus on the amino acids as a functional moiety that can be used strategically to achieve targeted properties in functional polymers, and summarize their emerging applications.

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Naturally occurring AMPs have been honed by Mother Nature to give highly safe and efficacious antimicrobials that form part of many organisms’ immune systems. By studying these peptides, synthetic polymer mimics can be designed that hold potential as anti-infective therapeutics. This review traces the development of the antimicrobial polymethacrylates.

CH15787High Glass Transition Temperature Fluoropolymers for Hydrophobic Surface Coatings via RAFT Copolymerization

Molly Rowe, Guo Hui Teo, James Horne, Omar Al-Khayat, Chiara Neto and Stuart C. Thickett
pp. 725-734
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A series of copolymers of 2,3,4,5,6-pentafluorostyrene (PFS) and N-phenylmaleimide (NMI) were prepared by RAFT polymerization to yield materials with both a high glass transition temperature (Tg) and a hydrophobic nature. A significant increase in Tg was measured relative to predicted values due to π–π interactions between adjacent PFS and NMI units in the polymer chain. Hydrophobicity of the surface coatings was largely independent of the copolymer composition.

CH15806Stability of Polymer Interlayer Modified ITO Electrodes for Organic Solar Cells

Anirudh Sharma, Zandra George, Trystan Bennett, David A. Lewis, Gregory F. Metha, Gunther G. Andersson and Mats R. Andersson
pp. 735-740
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Work function stability of indium-tin-oxide (ITO) electrodes modified using polymeric interlayers of ethoxylated polyethylenimine (PEIE) and poly(3,3′-([(9′,9′-dioctyl-9H,9′H-[2,2′-bifluorene]-9,9-diyl)bis(4,1-phenylene)]bis(oxy))bis(N,N-dimethylpropan-1-amine)) (PFPA-1) is reported. Origin of work function change as a result of aging, is understood by analysing the changes in the interfacial dipole and the molecular realignment of polymers on the surface.

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Morphologies of poly(2-vinyl pyridine)-block-poly(dimethylsiloxane) (P2VP-b-PDMS) diblock copolymers can be tuned by controlling the interfacial energy using functional surfactants. For symmetric block copolymers, onion-like or axially stacked particles can be engineered depending on the composition of surfactant mixtures. Utilising asymmetric copolymers with a dominant P2VP domain non-conventional patchy particles are observed.

CH15569Synthesis and Binding Affinity of Fluorine Containing NG-acyl and -sulfonyl BIBP3226 Derivatives: Ligands for the NPY Y1 Receptor

Nigel A. Lengkeek, Maxine P. Roberts, Lei Zhang, I-Chieh J. Lee, Christopher J. R. Fookes, Branko Dikic, Herbert Herzog, Andrew Katsifis and Ivan Greguric
pp. 746-752
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Neuropeptide Y (NPY) receptors are abundant in a range of tumours hence are a molecular target for tumour imaging and therapy. A series of NG-substituted derivatives of the NPY receptor antagonist, BIBP3226, were prepared aiming to improve its current usability and to incorporate a positron-emitting radioisotope for development in positron emission tomography radiopharmaceuticals.

CH15174Prospects of Spin Catalysis on Spin-Polarized Graphene Heterostructures

Pavel V. Avramov, Pavel B. Sorokin, Alex A. Kuzubov, Seiji Sakai, Shiro Entani and Hiroshi Naramoto
pp. 753-758
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Ab initio density functional theory calculations were used to examine the feasibility of running spin-catalytic reactions on graphene 2D ferromagnetic heterostructures. The spin states of the substrates strongly influenced parameters of Ni adatom extreme points of potential energy surfaces on graphene. This phenomenon offers unique possibilities to control chemical reactions on graphene deposited on different ferromagnetic supports.

CH15596Ionic Thiourea Organocatalysis of the Morita–Baylis–Hillman Reaction

Trevor McGrath, Katherine N. Robertson, Jason D. Masuda, Jason A. C. Clyburne and Robert D. Singer
pp. 759-762
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An ionic thiourea-based organocatalyst has been shown to promote a 1,4-diazabicyclo[2.2.2]octane, (DABCO) catalyzed Morita–Baylis–Hillman reaction between benzaldehyde and cyclohex-2-en-1-one. Entrainment of the ionic thiourea co-catalyst in the ionic liquid N-butyl-N-methylpyrrolidinium bistriflimide, [BMPyr][N(Tf)2], facilitates catalyst recycling and affords very good yields with reduced reaction times through use of microwave heating.

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The synthesis and photocleavage of quinolinyl methyl ether-protected alcohols is reported in this study. Photocleavage of the quinolinyl methyl ether moiety proceeded under visible light with the formation of the charged quinolinyl radical intermediate through a single-electron transfer in the presence of a photosensitizer dye leading to the deprotected alcohol in excellent yields

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As a breakthrough in quantum chemistry, anisotropic 2p electronic orbitals are introduced instead of isotropic ones in the X, Y and Z directions. A pair of 2pα are two one-dimensional sticks (red); 2pβ are two flat sectors (blue); 2pγ are two hemispheres (green); and 2s orbitals are two spheres. They are the root of molecular chirality when fixed by four different substituents and may account for the configurations and reaction mechanisms of various organic molecules.

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A rapid and facile synthesis method for rod-like ordered mesoporous carbon material (OMC) was developed, in which the phenolic resin was used as the carbon source and the precursor solution of rod-like SBA-15 was employed as a hard-template. This method skipped several processes related to the preparation of SBA-15. Furthermore, the as-synthesized OMC showed excellent capacity for dye adsorption from aqueous solution.

CH15495Zinc Oxide Nanoparticles-Immobilized Mesoporous Hollow Silica Spheres for Photodegradation of Sodium Dodecylbenzenesulfonate

Parisa Pourdayhimi, Pei Wen Koh, Mohamed Mohd Salleh, Hadi Nur and Siew Ling Lee
pp. 790-797
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ZnO-Immobilized mesoporous hollow silica spheres photocatalysts were synthesized via impregnation method. These materials have higher activity toward photodegrading SDBS when compared with the bare ZnO nanoparticles. The photocatalytic reaction followed the second-order kinetics model.

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Single-crystal magnetite hollow sub-microspheres with a narrow diameter distribution are synthesized through a simple solvothermal process in ethylene glycol in the presence of urea and a small amount of water. The determining role of water in the solvothermal synthesis is studied. A novel formation mechanism for the solvothermal synthesis of magnetite hollow sub-microspheres is proposed based on Ostwald ripening.

CH15675A Facile and Efficient Method for the Formation of Unsymmetrical Ureas Using DABAL-Me3

Byung-Hoon Jeong, Hee-Kwon Kim and David H. Thompson
pp. 805-810
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A practical synthetic method for unsymmetrical ureas from 2,2,2-trichloroethyl carbamate compounds using bis(trimethylaluminum)-1,4-diazabicyclo[2.2.2]octane (DABAL-Me3) is developed. The reaction protocol provides the synthesis of a variety of unsymmetrical ureas such as tri- and tetrasubstituted ureas.

CH15746Polyelectrolyte-Assisted Immobilization of Oil-Based Nanocapsules on Cotton Fabric

Yuwanda Iamphaojeen, Avinash P. Manian, Tom Wright, Barnaby Caven, Thomas Bechtold and Punnama Siriphannon
pp. 811-816
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The facile and effective immobilization of nanocapsules containing the oil-based finishing agent on the cotton fabric was proposed using poly 4-styrenesulfonic acid (PSS) binder. The higher PSS amount, the higher quantity of immobilized nanocapsules was obtained. This method was performed at the ambient temperature using low concentrations of non-toxic chemicals.

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Professor Kenneth Seddon OBE, one of AJC’s longest-standing Editors, sadly passed away on 21 January from prostate cancer. Ken was one of the world's best ionic liquids experts. His consistent unwavering support, loyalty and advocacy for AJC over the last 10 years will be sorely missed.