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Supramolecular gels based on monopyrrolotetrathiafulvalene and its TCNQ charge-transfer complex
Liu, Yucun,Zheng, Ningjuan,Li, Hongda,Yin, Bingzhu The Royal Society of Chemistry 2013 Soft matter Vol.9 No.21
<P>A novel series of monopyrrolotetrathiafulvalene (monopyrrolo-TTF)-based low molecular-mass organic gelators (LMOGs) were synthesized and characterized. Electrochemical investigations exhibited two reversible one-electron redox couples. The gelators could gelate some saturated hydrocarbons and alcohols. The FE-SEM images of xerogels revealed the characteristic gelation morphologies of microporous structures. The gelators reacted with tetracyano-<I>p</I>-quinodimethane (TCNQ) to form the charge-transfer (CT) complexes and the binary organogels, and the morphologies of binary gels changed to regular network and fiber in cyclohexane and <I>n</I>-hexane, respectively. XRD studies suggest that both the gelator and the CT complex maintain the lamellar molecular-packing mode in the organogel phase. The gel–sol transition of the organogel and the CT complex gel could be stimulated by fluorine and chlorine ions.</P> <P>Graphic Abstract</P><P>A novel series of pyrroloTTF derivatives could gelate the saturated hydrocarbons to form the microporous structural gels. Importantly, the gelators could form the stable CT complexes with TCNQ and also gelate the saturated hydrocarbons to form fibrous network structural binary gels. <IMG SRC='http://pubs.rsc.org/services/images/RSCpubs.ePlatform.Service.FreeContent.ImageService.svc/ImageService/image/GA?id=c3sm50614b'> </P>
Ke-li Zhong,Chunchang Yang,Bingzhu Yin,Long Yi Jin,Zhegang Huang,이은지 한국고분자학회 2010 Macromolecular Research Vol.18 No.3
An aromatic amphiphilic molecule consisting of three biphenyl groups and one styrene unit linked together with ether bonds as a rigid rod segment, and poly(ethylene oxide) with 17 repeating units as a coil segment was synthesized and its self-assembly behavior in the bulk state and aqueous solution was examined by DSC, X-ray scattering, DLS and TEM. This molecule based on a rod building block self-assembles into lamellar or hexagonal perforated layer (HPL) structures in the crystalline phase or liquid crystalline mesophase. In an aqueous medium,the molecule self-assembles into cylindrical aggregates and can be used as a supramolecular reactor for the Suzuki coupling reaction.
Zhuoshi Wang,Lirong Tian,Zhegang Huang,Bingzhu Yin,Tie Chen,Long Yi Jin 한국고분자학회 2013 Macromolecular Research Vol.21 No.6
We report an unusual 3-D hexagonal supramolecular nano-structure via self-assembly of a coil-rod-coil molecule in the solid state. The rod-coil molecule consists of five biphenyls linked together with ether bonds as a rod segment, incorporating lateral ethyl groups in the center of the rod segment, and poly(propylene oxide) (PPO)with a degree of polymerization of 17 as coil segments. The molecular structure was characterized by 1H NMR and matrix-assisted laser desorption ionization time-of-flight (MALDI-TOF) mass spectroscopy. The self-assembling behavior of the molecule was investigated by means of differential scanning calorimetry, polarized optical microscopy and small angle X-ray scattering reveals that the lateral ethyl groups in the center of rod segment and the PPO coil segments strongly induce the molecule to self-assemble into the 3-D hexagonal close-packed nano-structure in the solid state.
Synthesis of N-4-vinylbenzyl-monoaza-m-phenylene-34-crown-11 and Its Copolymerization with Styrene
Jin, Long Yi,Hou, Ruibin,Chen, Tie,Fang, Minghai,Mah, Soukil,Yin, Bingzhu The Korean Fiber Society 2007 Fibers and polymers Vol.8 No.2
A functional monomer, containing a 34-membered monoazacrown ether unit (VACE) as a pendant group has been synthesized by using resorcinol, tetraethylene glycol, p-tolenesulfonyl chloride and 4-vinylbenzyl chloride as starting materials. The product structure was characterized by means of FT-IR, $^1H-NMR$, EA and MS. Free radical homopolymerized VACE or copolymerized VACE with styrene (ST) by the conventional radical initiator 2,2'-azobis (isobutyronitrile) (AIBN) in toluene solution to afford corresponding polymers. The reactivity ratio of VACE and ST, determined by Fineman-Ross method, gave values 0.6 for VACE, and 1.4 for ST, respectively.
Synthesis and self-assembly of rod-coil molecules with n-shaped rod building block
Zhong, Ke-Li,Huang, Zhegang,Man, Zhijin,Jin, Long Yi,Yin, Bingzhu,Lee, Myongsoo Wiley Subscription Services, Inc., A Wiley Company 2010 Journal of polymer science Part A, Polymer chemist Vol.48 No.6
<P>The rod-coil molecules with n-shaped rod building block, consisting of an anthracene unit and two biphenyl groups linked together with acetylenyl bonds at the 1,8-position of anthracene as a rigid rod segment, and the alkyl or alkyloxy chains with various length (i.e., methoxy- (1), octyl- (2), hexadecyl- (3)) at the 10-position of anthracene and poly(ethylene oxide) with the number of repeating units of 7 connected with biphenyl as coil segments were synthesized. The molecular structures were characterized by <SUP>1</SUP>H NMR and MALDI-TOF mass spectroscopy. The self-assembling behavior of new type of molecules 1–3 was investigated by means of DSC, POM, and SAXS at the bulk state. These molecules with a n-shaped rod building block segment self-assemble into supramolecular structures through the combination of π–π stacking of rigid rod building blocks and microphase separation of the rod and coil blocks. SAXS studies reveal that molecules 1 and 2 show hexagonal columnar and rectangular columnar structures in the liquid crystalline phase, respectively; meanwhile, molecules 1–3 self-organize into lamellar structures in the crystalline state. In addition, self-assembling studies of molecules 1–3 by DLS and TEM indicated that these molecules self-assemble into elongated nanofibers in aqueous medium. © 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 48: 1415–1422, 2010</P> <B>Graphic Abstract</B> <P>Rod-coil molecules with n-shaped rod building block were successfully synthesized. In the melt state, molecule with a methoxy group at 10 position of anthracene self-assembles into hexagonal columnar structure, Whereas molecule with an octanyl group at 10 position of anthracene self-organizes into rectangular columnar structure. Further increasing the length of alkyl chain suppresses a liquid crystalline phase and exhibits only a lamellar structure in the solid state. In aqueous medium, these molecules can self-assemble into elongated nanofiber structure with a radial aggregation of aromatic segments. <img src='wiley_img/0887624X-2010-48-6-POLA23909-gra001.gif' alt='wiley_img/0887624X-2010-48-6-POLA23909-gra001'> </P>